##############################################################################
# #
# This CIF contains the data in a paper accepted for publication in #
# Acta Crystallographica Section E. It conforms to the requirements of #
# Notes for Authors for Acta Crystallographica Section E, and has been #
# peer reviewed under the auspices of the IUCr Commission on Journals. #
# #
# Full details of the Crystallographic Information File format #
# are given in the paper "The Crystallographic Information File (CIF): #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H. #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. #
# #
# The current version of the core CIF dictionary is obtainable from #
# ftp://ftp.iucr.org/pub/cif_core.dic. #
# #
# Software is freely available for graphical display of the structure(s) #
# in this CIF. For information consult the CIF software page #
# http://www.iucr.org/resources/cif/software. #
# #
# This file may be used for bona fide research purposes within the #
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data_global
_audit_creation_method 'APEX2 v2014.5-0'
_journal_data_validation_number ?
_journal_date_recd_electronic 2015-03-24
_journal_date_accepted 2015-04-06
_journal_name_full 'Acta Crystallographica, Section E'
_journal_year 2015
_journal_volume 71
_journal_issue 5
_journal_page_first 466
_journal_page_last 472
_journal_paper_category GO
_journal_paper_doi 10.1107/S2056989015006854
_journal_coeditor_code IS5395
_publ_contact_author_name 'Oishi, Takeshi'
_publ_contact_author_address
;
School of Medicine,
Keio University,
Hiyoshi 4-1-1, Kohoku-ku,
Yokohama 223-8521,
Japan
;
_publ_contact_author_email oec@keio.jp
_publ_contact_author_fax '(81) 45 566 1311'
_publ_contact_author_phone '(81) 45 566 1311'
_publ_section_title
;\
Crystal structures of
(+-)-(1SR,5SR,6SR,7SR,10SR,11SR,\
13RS,14SR)-13-hydroxy-7-methoxymethoxy-11,15,18,18-\
tetramethyl-3-oxo-2,4-dioxatetracyclo[12.3.1.0^1,5^.0^6,11^]octadec-15-en-10-yl
benzoate, its 13-epimer and 13-one derivative
;
loop_
_publ_author_name
_publ_author_address
'Oishi, Takeshi'
;
School of Medicine,
Keio University,
Hiyoshi 4-1-1, Kohoku-ku,
Yokohama 223-8521,
Japan
;
'Fukaya, Keisuke'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
'Yamaguchi, Yu'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
'Sugai, Tomoya'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
'Watanabe, Ami'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
'Sato, Takaaki'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
'Chida, Noritaka'
;
Department of Applied Chemistry,
Faculty of Science and Technology,
Keio University,
Hiyoshi 3-14-1, Kohoku-ku,
Yokohama 223-8522,
Japan
;
_publ_section_synopsis
;
In the title three compounds, the ring conformations of tetracycles are similar;
each tetracycle adopts essentially planar, chair, half-chair and chair--chair
forms. In the crystals, molecules are linked into similar chains by
intermolecular hydrogen bonds.
;
data_A
_database_code_depnum_ccdc_archive 'CCDC 1057983'
_chemical_name_systematic
;\
(+-)-(1SR,5SR,6SR,7SR,10SR,11SR,\
13RS,14SR)-13-Hydroxy-7-methoxymethoxy-11,15,18,18-\
tetramethyl-3-oxo-2,4-dioxatetracyclo[12.3.1.0^1,5^.0^6,11^]octadec-15-en-10-yl
benzoate pentane 0.25-solvate
;
_chemical_name_common ?
_chemical_formula_moiety 'C29 H38 O8, 0.25(C5 H12)'
_chemical_formula_sum 'C30.25 H41 O8'
_chemical_formula_iupac 'C29 H38 O8, 0.25C5 H12'
_chemical_formula_weight 532.64
_chemical_melting_point 509.2
_space_group_crystal_system triclinic
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 11.3343(5)
_cell_length_b 15.4666(7)
_cell_length_c 16.4870(8)
_cell_angle_alpha 85.1124(14)
_cell_angle_beta 78.3773(14)
_cell_angle_gamma 78.5231(15)
_cell_volume 2771.3(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9428
_cell_measurement_theta_min 2.44
_cell_measurement_theta_max 25.01
_cell_measurement_temperature 90.0
_exptl_crystal_description prism
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.320
_exptl_crystal_size_mid 0.210
_exptl_crystal_size_min 0.170
_exptl_crystal_density_diffrn 1.277
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1146
_exptl_absorpt_coefficient_mu 0.091
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_absorpt_correction_T_min 0.97
_exptl_absorpt_correction_T_max 0.98
_exptl_special_details
;
M.p.
507.2--509.2 K (not corrected); IR (film) 3502, 2950, 1799, 1717,
1451, 1272, 1098, 1055, 713 cm^-1^; ^1^H NMR (500 MHz, CDCl~3~) \d
(p.p.m.) 8.03--8.00 (m, 2H), 7.60--7.55 (m, 1H), 7.48--7.43 (m, 2H), 5.50 (bs,
1H), 4.78 (d, J = 7.2 Hz, 1H), 4.71 (dd, J = 11.3, 4.3 Hz, 1H),
4.58 (d, J = 7.2 Hz, 1H), 4.50 (d, J = 3.7 Hz, 1H), 4.31 (dd,
J = 9.0, 2.0 Hz, 1H), 3.56 (ddd, J = 10.7, 10.7, 5.2 Hz, 1H),
3.35 (s, 3H), 2.87 (bd, J = 18.3 Hz, 1H), 2.41--2.30 (m, 2H), 2.11 (s,
1H), 2.08 (dd, J = 10.7, 3.7 Hz, 1H), 1.89 (dddd, J = 12.7, 4.3,
4.0, 4.0 Hz, 1H), 1.77 (s, 3H), 1.72--1.50 (m, 4H), 1.29 (s, 3H), 1.25 (s,
3H), 1.17 (s, 3H); ^13^C NMR (125 MHz, CDCl~3~) \d (p.p.m.) 165.9 (C),
154.1 (C), 136.7 (C), 133.4 (CH), 130.3 (C), 129.7 (CH), 128.6 (CH), 120.9
(CH), 97.8 (CH~2~), 87.1 (C), 80.0 (CH), 78.1 (CH), 75.0 (CH), 67.1 (CH), 60.6
(CH), 55.9 (CH~3~), 47.8 (CH~2~), 46.2 (CH), 42.6 (C), 40.2 (C), 31.9 (CH~2~),
31.2 (CH~2~), 25.9 (CH~3~), 25.1 (CH~3~), 24.7 (CH~2~), 19.8 (CH~3~), 13.6
(CH~3~); LRMS (EI) m/z 514 (M^+^, 4%), 483 (1), 469 (1), 453
(1), 409 (4), 393 (12), 348 (1), 332 (1), 121 (83), 105 (100), 77 (67); HRMS
(EI) m/z calcd for C~29~H~38~O~8~^+^ [M]^+^ 514.2567, found
514.2545.
;
_diffrn_ambient_temperature 90.0
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'multilayered confocal mirror'
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number 50997
_diffrn_reflns_av_R_equivalents 0.0411
_diffrn_reflns_av_sigmaI/netI ?
_diffrn_reflns_theta_min 2.21
_diffrn_reflns_theta_max 25.03
_diffrn_reflns_theta_full 25.03
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_% ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F^2^, conventional
R-factors R are based on F, with F set to zero for
negative F^2^. The threshold expression of F^2^ >
\s(F^2^) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F^2^ are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
Problematic three reflections with |I(obs)-I(calc)|/\sW(I)
greater than 10 (1 1 0, 9 9 11 and 5 3 11) have been omitted in the final
refinement.
;
_reflns_number_total 9735
_reflns_number_gt 7339
_reflns_threshold_expression 'I > 2\s(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0636
_refine_ls_R_factor_gt 0.0400
_refine_ls_wR_factor_gt 0.0869
_refine_ls_wR_factor_ref 0.0989
_refine_ls_goodness_of_fit_ref 1.023
_refine_ls_restrained_S_all 1.023
_refine_ls_number_reflns 9735
_refine_ls_number_parameters 726
_refine_ls_number_restraints 0
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+1.4256P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max 0.008
_refine_ls_shift/su_mean 0.001
_refine_diff_density_max 0.272
_refine_diff_density_min -0.235
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
publCif (Westrip, 2010) and PLATON (Spek, 2009)
;
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.39192(15) 0.71883(11) 0.80546(10) 0.0182(4) Uani d 1 . .
C C2 0.29323(15) 0.76771(11) 0.87419(10) 0.0178(4) Uani d 1 . .
H H2 0.2366 0.8123 0.8455 0.021 Uiso calc 1 . .
C C3 0.33237(15) 0.81694(11) 0.93856(10) 0.0167(4) Uani d 1 . .
H H3 0.4227 0.8146 0.9212 0.02 Uiso calc 1 . .
C C4 0.31165(16) 0.77206(11) 1.02534(11) 0.0199(4) Uani d 1 . .
H H4 0.2234 0.767 1.0428 0.024 Uiso calc 1 . .
C C5 0.34803(17) 0.82311(11) 1.08803(11) 0.0228(4) Uani d 1 . .
H H5A 0.4373 0.8225 1.0739 0.027 Uiso calc 1 . .
H H5B 0.3297 0.7943 1.1439 0.027 Uiso calc 1 . .
C C6 0.27850(17) 0.91845(11) 1.08866(11) 0.0231(4) Uani d 1 . .
H H6A 0.1893 0.9196 1.1049 0.028 Uiso calc 1 . .
H H6B 0.3035 0.9513 1.1293 0.028 Uiso calc 1 . .
C C7 0.30713(16) 0.96120(11) 1.00303(10) 0.0192(4) Uani d 1 . .
H H7 0.3973 0.9604 0.9885 0.023 Uiso calc 1 . .
C C8 0.27009(15) 0.91625(11) 0.93435(10) 0.0169(4) Uani d 1 . .
C C9 0.32337(16) 0.96195(11) 0.85154(10) 0.0196(4) Uani d 1 . .
H H9B 0.285 1.0253 0.8542 0.024 Uiso calc 1 . .
H H9A 0.4116 0.9585 0.8511 0.024 Uiso calc 1 . .
C C10 0.31409(16) 0.93271(11) 0.76616(10) 0.0196(4) Uani d 1 . .
H H10 0.2326 0.9153 0.7703 0.024 Uiso calc 1 . .
C C11 0.41687(15) 0.85809(11) 0.72360(10) 0.0184(4) Uani d 1 . .
H H11 0.4345 0.8795 0.6642 0.022 Uiso calc 1 . .
C C12 0.53785(16) 0.85012(11) 0.75254(10) 0.0201(4) Uani d 1 . .
C C13 0.58295(16) 0.77927(11) 0.79574(11) 0.0211(4) Uani d 1 . .
H H13 0.659 0.7782 0.812 0.025 Uiso calc 1 . .
C C14 0.52260(15) 0.70092(11) 0.82067(11) 0.0201(4) Uani d 1 . .
H H14A 0.522 0.6854 0.8802 0.024 Uiso calc 1 . .
H H14B 0.5706 0.6499 0.7888 0.024 Uiso calc 1 . .
C C15 0.38464(15) 0.76528(11) 0.72002(10) 0.0191(4) Uani d 1 . .
C C16 0.25946(16) 0.77064(12) 0.69574(11) 0.0225(4) Uani d 1 . .
H H16A 0.1941 0.7916 0.7423 0.034 Uiso calc 1 . .
H H16B 0.2515 0.712 0.6819 0.034 Uiso calc 1 . .
H H16C 0.2529 0.8118 0.6476 0.034 Uiso calc 1 . .
C C17 0.47951(17) 0.71477(12) 0.65165(11) 0.0237(4) Uani d 1 . .
H H17B 0.4675 0.742 0.5973 0.036 Uiso calc 1 . .
H H17C 0.4692 0.6531 0.6547 0.036 Uiso calc 1 . .
H H17A 0.5623 0.7171 0.6594 0.036 Uiso calc 1 . .
C C18 0.60684(17) 0.92447(12) 0.72667(12) 0.0278(4) Uani d 1 . .
H H18A 0.6397 0.9233 0.667 0.042 Uiso calc 1 . .
H H18B 0.6745 0.9177 0.7569 0.042 Uiso calc 1 . .
H H18C 0.5513 0.9809 0.7392 0.042 Uiso calc 1 . .
C C19 0.13055(15) 0.92911(11) 0.94717(11) 0.0214(4) Uani d 1 . .
H H19C 0.1076 0.9005 0.9034 0.032 Uiso calc 1 . .
H H19A 0.0958 0.9924 0.945 0.032 Uiso calc 1 . .
H H19B 0.0988 0.9027 1.0013 0.032 Uiso calc 1 . .
O O20 0.22400(11) 0.70057(8) 0.91336(7) 0.0214(3) Uani d 1 . .
C C21 0.26240(16) 0.62580(12) 0.87360(11) 0.0216(4) Uani d 1 . .
O O22 0.35432(11) 0.63298(7) 0.80929(7) 0.0215(3) Uani d 1 . .
O O23 0.22106(12) 0.56013(8) 0.89208(8) 0.0298(3) Uani d 1 . .
O O24 0.24272(10) 1.05356(7) 1.00196(7) 0.0201(3) Uani d 1 . .
C C25 0.30152(16) 1.11360(11) 1.02153(10) 0.0197(4) Uani d 1 . .
O O26 0.39773(11) 1.09511(8) 1.04546(8) 0.0283(3) Uani d 1 . .
C C27 0.23598(16) 1.20589(11) 1.01040(10) 0.0194(4) Uani d 1 . .
C C28 0.29728(17) 1.27379(12) 1.01677(11) 0.0231(4) Uani d 1 . .
H H28 0.3782 1.2602 1.0278 0.028 Uiso calc 1 . .
C C29 0.24120(18) 1.36072(12) 1.00719(11) 0.0272(4) Uani d 1 . .
H H29 0.2837 1.4068 1.0113 0.033 Uiso calc 1 . .
C C30 0.12343(18) 1.38076(12) 0.99168(11) 0.0275(4) Uani d 1 . .
H H30 0.0847 1.4407 0.9855 0.033 Uiso calc 1 . .
C C31 0.06173(17) 1.31401(12) 0.98513(12) 0.0276(4) Uani d 1 . .
H H31 -0.0195 1.3281 0.9748 0.033 Uiso calc 1 . .
C C32 0.11788(16) 1.22643(12) 0.99364(11) 0.0226(4) Uani d 1 . .
H H32 0.0758 1.1806 0.988 0.027 Uiso calc 1 . .
O O33 0.32219(12) 1.00634(8) 0.70805(8) 0.0276(3) Uani d 1 . .
H H33 0.2664 1.049 0.7246 0.041 Uiso calc 1 . .
O O34 0.38701(11) 0.68492(7) 1.01813(7) 0.0218(3) Uani d 1 . .
C C35 0.33439(17) 0.61646(12) 1.06299(11) 0.0248(4) Uani d 1 . .
H H35A 0.2477 0.625 1.0568 0.03 Uiso calc 1 . .
H H35B 0.3774 0.5597 1.0387 0.03 Uiso calc 1 . .
O O36 0.33867(12) 0.61094(8) 1.14683(7) 0.0288(3) Uani d 1 . .
C C37 0.4588(2) 0.58010(15) 1.16272(15) 0.0452(6) Uani d 1 . .
H H37B 0.5132 0.6193 1.1335 0.068 Uiso calc 1 . .
H H37C 0.489 0.5201 1.1432 0.068 Uiso calc 1 . .
H H37A 0.457 0.5795 1.2224 0.068 Uiso calc 1 . .
C C1' 0.80525(16) 0.74195(11) 0.31038(11) 0.0190(4) Uani d 1 . .
C C2' 0.90913(15) 0.67289(11) 0.26359(10) 0.0185(4) Uani d 1 . .
H H2' 0.8711 0.6423 0.2274 0.022 Uiso calc 1 . .
C C3' 0.98195(15) 0.60049(11) 0.31378(10) 0.0182(4) Uani d 1 . .
H H3' 0.9397 0.6052 0.3731 0.022 Uiso calc 1 . .
C C4' 1.11310(16) 0.61437(11) 0.30982(11) 0.0225(4) Uani d 1 . .
H H4' 1.1551 0.6192 0.2506 0.027 Uiso calc 1 . .
C C5' 1.18605(17) 0.53955(12) 0.35504(12) 0.0274(4) Uani d 1 . .
H H5'A 1.1505 0.5397 0.415 0.033 Uiso calc 1 . .
H H5'B 1.2718 0.5483 0.3478 0.033 Uiso calc 1 . .
C C6' 1.18424(17) 0.45122(12) 0.32163(12) 0.0265(4) Uani d 1 . .
H H6'A 1.2218 0.4501 0.262 0.032 Uiso calc 1 . .
H H6'B 1.2321 0.4028 0.3514 0.032 Uiso calc 1 . .
C C7' 1.05332(16) 0.43877(11) 0.33368(11) 0.0216(4) Uani d 1 . .
H H7' 1.0172 0.4405 0.3942 0.026 Uiso calc 1 . .
C C8' 0.97153(15) 0.50882(11) 0.28678(10) 0.0188(4) Uani d 1 . .
C C9' 0.83902(16) 0.49154(11) 0.31629(11) 0.0205(4) Uani d 1 . .
H H9'A 0.8245 0.4886 0.3776 0.025 Uiso calc 1 . .
H H9'B 0.84 0.4314 0.2995 0.025 Uiso calc 1 . .
C C10' 0.72291(15) 0.55088(11) 0.29171(11) 0.0193(4) Uani d 1 . .
H H10' 0.7401 0.5667 0.2309 0.023 Uiso calc 1 . .
C C11' 0.66133(16) 0.63631(11) 0.33978(10) 0.0189(4) Uani d 1 . .
H H11' 0.5715 0.6377 0.3454 0.023 Uiso calc 1 . .
C C12' 0.68111(15) 0.62936(11) 0.42879(11) 0.0191(4) Uani d 1 . .
C C13' 0.74589(16) 0.68057(11) 0.45440(11) 0.0211(4) Uani d 1 . .
H H13' 0.7548 0.6732 0.5108 0.025 Uiso calc 1 . .
C C14' 0.80599(16) 0.74896(12) 0.40147(11) 0.0220(4) Uani d 1 . .
H H14D 0.8917 0.7418 0.4094 0.026 Uiso calc 1 . .
H H14E 0.7625 0.8084 0.4191 0.026 Uiso calc 1 . .
C C15' 0.67950(16) 0.72807(11) 0.29790(11) 0.0199(4) Uani d 1 . .
C C16' 0.66754(17) 0.73683(12) 0.20653(11) 0.0237(4) Uani d 1 . .
H H16D 0.7362 0.6974 0.1743 0.036 Uiso calc 1 . .
H H16E 0.6686 0.798 0.1857 0.036 Uiso calc 1 . .
H H16F 0.5902 0.7207 0.2012 0.036 Uiso calc 1 . .
C C17' 0.57506(16) 0.79806(11) 0.34144(12) 0.0237(4) Uani d 1 . .
H H17D 0.5714 0.7911 0.4015 0.036 Uiso calc 1 . .
H H17E 0.497 0.7904 0.3288 0.036 Uiso calc 1 . .
H H17F 0.5903 0.8572 0.3218 0.036 Uiso calc 1 . .
C C18' 0.61846(17) 0.56509(12) 0.48620(11) 0.0264(4) Uani d 1 . .
H H18D 0.5294 0.5838 0.4921 0.04 Uiso calc 1 . .
H H18E 0.6417 0.5631 0.5406 0.04 Uiso calc 1 . .
H H18F 0.6433 0.5063 0.4635 0.04 Uiso calc 1 . .
C C19' 1.01302(17) 0.49893(12) 0.19299(11) 0.0237(4) Uani d 1 . .
H H19D 1.0253 0.4366 0.1806 0.035 Uiso calc 1 . .
H H19E 1.0902 0.5205 0.1742 0.035 Uiso calc 1 . .
H H19F 0.9501 0.5335 0.1642 0.035 Uiso calc 1 . .
O O20' 0.98878(11) 0.72516(7) 0.20899(7) 0.0218(3) Uani d 1 . .
C C21' 0.93856(16) 0.81059(12) 0.21184(11) 0.0219(4) Uani d 1 . .
O O22' 0.83303(11) 0.82463(7) 0.26720(7) 0.0230(3) Uani d 1 . .
O O23' 0.98135(12) 0.86793(8) 0.17053(8) 0.0291(3) Uani d 1 . .
O O24' 1.05092(11) 0.35259(7) 0.30544(7) 0.0232(3) Uani d 1 . .
C C25' 1.05285(16) 0.28473(12) 0.36162(11) 0.0230(4) Uani d 1 . .
O O26' 1.05309(14) 0.29155(9) 0.43359(8) 0.0366(4) Uani d 1 . .
C C27' 1.05285(16) 0.20029(11) 0.32452(11) 0.0226(4) Uani d 1 . .
C C28' 1.03407(19) 0.12820(13) 0.37777(13) 0.0328(5) Uani d 1 . .
H H28' 1.0236 0.1332 0.4359 0.039 Uiso calc 1 . .
C C29' 1.0305(2) 0.04866(13) 0.34638(14) 0.0403(5) Uani d 1 . .
H H29' 1.0167 -0.0006 0.3831 0.048 Uiso calc 1 . .
C C30' 1.04693(18) 0.04084(13) 0.26221(13) 0.0343(5) Uani d 1 . .
H H30' 1.044 -0.0137 0.2409 0.041 Uiso calc 1 . .
C C31' 1.06757(16) 0.11189(12) 0.20896(12) 0.0270(4) Uani d 1 . .
H H31' 1.0804 0.1059 0.1508 0.032 Uiso calc 1 . .
C C32' 1.06975(15) 0.19203(12) 0.23947(11) 0.0231(4) Uani d 1 . .
H H32' 1.0828 0.2412 0.2024 0.028 Uiso calc 1 . .
O O33' 0.62847(11) 0.49828(8) 0.30885(8) 0.0254(3) Uani d 1 . .
H H33' 0.6435 0.4595 0.2736 0.038 Uiso calc 1 . .
O O34' 1.09963(11) 0.69699(8) 0.34778(8) 0.0255(3) Uani d 1 . .
C C35' 1.1978(2) 0.74151(14) 0.32338(13) 0.0370(5) Uani d 1 . .
H H35D 1.2264 0.7375 0.2628 0.044 Uiso calc 1 . .
H H35F 1.1685 0.8047 0.335 0.044 Uiso calc 1 . .
O O36' 1.29654(12) 0.70912(10) 0.36255(10) 0.0446(4) Uani d 1 . .
C C37' 1.2687(2) 0.72296(17) 0.44817(15) 0.0529(7) Uani d 1 . .
H H37D 1.3415 0.6998 0.4725 0.079 Uiso calc 1 . .
H H37E 1.2021 0.6923 0.4747 0.079 Uiso calc 1 . .
H H37F 1.2432 0.7864 0.4569 0.079 Uiso calc 1 . .
C C1P 0.2437(5) 0.9991(4) 0.5096(4) 0.0466(14) Uani d 0.5 A -1
H H1PA 0.2192 1.0095 0.569 0.07 Uiso calc 0.5 A -1
H H1PB 0.1943 0.9599 0.4945 0.07 Uiso calc 0.5 A -1
H H1PC 0.2307 1.0555 0.4777 0.07 Uiso calc 0.5 A -1
C C2P 0.3778(6) 0.9566(6) 0.4905(6) 0.0345(17) Uani d 0.5 A -1
H H2PA 0.4002 0.942 0.4314 0.041 Uiso calc 0.5 A -1
H H2PB 0.3906 0.9007 0.5242 0.041 Uiso calc 0.5 A -1
C C3P 0.4624(5) 1.0156(5) 0.5077(5) 0.036(3) Uani d 0.5 A -1
H H3PA 0.4536 1.0696 0.471 0.043 Uiso calc 0.5 A -1
H H3PB 0.4357 1.0338 0.5656 0.043 Uiso calc 0.5 A -1
C C4P 0.5962(7) 0.9719(8) 0.4947(7) 0.044(2) Uani d 0.5 A -1
H H4PA 0.6228 0.9528 0.437 0.053 Uiso calc 0.5 A -1
H H4PB 0.6055 0.9184 0.5322 0.053 Uiso calc 0.5 A -1
C C5P 0.6788(7) 1.0321(6) 0.5108(6) 0.047(2) Uani d 0.5 A -1
H H5PA 0.6741 1.0834 0.4715 0.07 Uiso calc 0.5 A -1
H H5PB 0.7636 0.9998 0.5038 0.07 Uiso calc 0.5 A -1
H H5PC 0.6521 1.0522 0.5675 0.07 Uiso calc 0.5 A -1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0196(9) 0.0124(9) 0.0231(9) -0.0029(7) -0.0042(7) -0.0035(7)
C2 0.0196(9) 0.0145(9) 0.0193(9) -0.0040(7) -0.0026(7) -0.0005(7)
C3 0.0138(9) 0.0148(9) 0.0206(9) -0.0020(7) -0.0009(7) -0.0039(7)
C4 0.0203(10) 0.0151(9) 0.0226(10) -0.0024(7) -0.0008(8) -0.0021(7)
C5 0.0287(11) 0.0216(10) 0.0192(9) -0.0069(8) -0.0045(8) -0.0011(8)
C6 0.0247(10) 0.0228(10) 0.0223(10) -0.0053(8) -0.0021(8) -0.0077(8)
C7 0.0174(9) 0.0146(9) 0.0248(10) -0.0008(7) -0.0030(8) -0.0042(7)
C8 0.0149(9) 0.0166(9) 0.0186(9) -0.0031(7) -0.0010(7) -0.0029(7)
C9 0.0190(9) 0.0154(9) 0.0241(10) -0.0014(7) -0.0038(8) -0.0037(7)
C10 0.0195(9) 0.0159(9) 0.0219(9) -0.0012(7) -0.0034(7) 0.0019(7)
C11 0.0189(9) 0.0188(9) 0.0163(9) -0.0027(7) -0.0013(7) -0.0010(7)
C12 0.0188(9) 0.0220(10) 0.0183(9) -0.0031(7) 0.0001(7) -0.0049(8)
C13 0.0153(9) 0.0255(10) 0.0219(9) -0.0019(7) -0.0030(7) -0.0048(8)
C14 0.0200(10) 0.0172(9) 0.0211(9) 0.0022(7) -0.0035(8) -0.0035(7)
C15 0.0185(9) 0.0194(9) 0.0188(9) -0.0027(7) -0.0025(7) -0.0033(7)
C16 0.0255(10) 0.0225(10) 0.0209(9) -0.0042(8) -0.0070(8) -0.0026(8)
C17 0.0263(10) 0.0220(10) 0.0220(10) -0.0020(8) -0.0038(8) -0.0044(8)
C18 0.0232(10) 0.0267(11) 0.0327(11) -0.0050(8) -0.0034(8) -0.0006(9)
C19 0.0178(9) 0.0188(9) 0.0269(10) -0.0013(7) -0.0025(8) -0.0071(8)
O20 0.0205(7) 0.0192(7) 0.0249(7) -0.0077(5) 0.0003(5) -0.0052(5)
C21 0.0230(10) 0.0206(10) 0.0225(10) -0.0041(8) -0.0071(8) -0.0023(8)
O22 0.0245(7) 0.0153(6) 0.0241(7) -0.0046(5) -0.0015(6) -0.0038(5)
O23 0.0360(8) 0.0211(7) 0.0353(8) -0.0141(6) -0.0050(6) -0.0013(6)
O24 0.0193(6) 0.0147(6) 0.0271(7) -0.0027(5) -0.0042(5) -0.0065(5)
C25 0.0187(10) 0.0205(10) 0.0204(9) -0.0044(8) -0.0021(8) -0.0051(7)
O26 0.0252(8) 0.0221(7) 0.0403(8) -0.0016(6) -0.0127(6) -0.0069(6)
C27 0.0233(10) 0.0180(9) 0.0158(9) -0.0026(7) -0.0012(7) -0.0033(7)
C28 0.0240(10) 0.0229(10) 0.0236(10) -0.0040(8) -0.0059(8) -0.0054(8)
C29 0.0372(12) 0.0194(10) 0.0271(10) -0.0077(8) -0.0070(9) -0.0044(8)
C30 0.0347(12) 0.0173(10) 0.0254(10) 0.0029(8) -0.0011(9) -0.0009(8)
C31 0.0184(10) 0.0287(11) 0.0314(11) 0.0018(8) -0.0019(8) 0.0013(9)
C32 0.0212(10) 0.0233(10) 0.0233(10) -0.0071(8) -0.0011(8) -0.0018(8)
O33 0.0342(8) 0.0182(7) 0.0259(7) 0.0014(6) -0.0026(6) 0.0019(6)
O34 0.0255(7) 0.0151(6) 0.0237(7) -0.0036(5) -0.0030(5) 0.0006(5)
C35 0.0298(11) 0.0187(10) 0.0274(10) -0.0073(8) -0.0076(8) 0.0029(8)
O36 0.0321(8) 0.0298(7) 0.0229(7) -0.0051(6) -0.0048(6) 0.0051(6)
C37 0.0452(14) 0.0441(14) 0.0534(15) -0.0124(11) -0.0287(12) 0.0146(11)
C1' 0.0211(10) 0.0112(9) 0.0243(10) -0.0038(7) -0.0033(8) 0.0000(7)
C2' 0.0175(9) 0.0180(9) 0.0209(9) -0.0068(7) -0.0034(7) 0.0008(7)
C3' 0.0185(9) 0.0171(9) 0.0181(9) -0.0020(7) -0.0031(7) -0.0003(7)
C4' 0.0204(10) 0.0221(10) 0.0261(10) -0.0044(8) -0.0056(8) -0.0031(8)
C5' 0.0193(10) 0.0299(11) 0.0341(11) -0.0042(8) -0.0097(8) 0.0017(9)
C6' 0.0237(10) 0.0219(10) 0.0318(11) 0.0030(8) -0.0085(8) 0.0011(8)
C7' 0.0242(10) 0.0176(9) 0.0224(10) -0.0009(7) -0.0048(8) -0.0031(7)
C8' 0.0189(9) 0.0175(9) 0.0199(9) -0.0019(7) -0.0043(7) -0.0022(7)
C9' 0.0240(10) 0.0144(9) 0.0238(10) -0.0033(7) -0.0053(8) -0.0034(7)
C10' 0.0207(10) 0.0168(9) 0.0221(9) -0.0063(7) -0.0045(8) -0.0030(7)
C11' 0.0170(9) 0.0172(9) 0.0231(9) -0.0039(7) -0.0032(7) -0.0038(7)
C12' 0.0179(9) 0.0163(9) 0.0214(9) -0.0003(7) -0.0010(7) -0.0039(7)
C13' 0.0213(10) 0.0232(10) 0.0181(9) -0.0021(8) -0.0031(8) -0.0043(8)
C14' 0.0216(10) 0.0195(10) 0.0260(10) -0.0042(7) -0.0041(8) -0.0067(8)
C15' 0.0202(10) 0.0153(9) 0.0245(10) -0.0023(7) -0.0047(8) -0.0042(7)
C16' 0.0235(10) 0.0203(10) 0.0271(10) -0.0014(8) -0.0074(8) 0.0002(8)
C17' 0.0211(10) 0.0181(10) 0.0319(11) -0.0022(7) -0.0052(8) -0.0039(8)
C18' 0.0265(11) 0.0252(10) 0.0263(10) -0.0050(8) -0.0014(8) -0.0033(8)
C19' 0.0258(10) 0.0194(10) 0.0243(10) -0.0001(8) -0.0046(8) -0.0029(8)
O20' 0.0205(7) 0.0184(7) 0.0248(7) -0.0039(5) -0.0021(5) 0.0033(5)
C21' 0.0204(10) 0.0216(10) 0.0260(10) -0.0064(8) -0.0079(8) 0.0007(8)
O22' 0.0226(7) 0.0148(6) 0.0303(7) -0.0043(5) -0.0021(6) 0.0009(5)
O23' 0.0298(8) 0.0242(7) 0.0345(8) -0.0115(6) -0.0059(6) 0.0067(6)
O24' 0.0294(7) 0.0154(6) 0.0235(7) 0.0007(5) -0.0069(5) -0.0016(5)
C25' 0.0204(10) 0.0235(10) 0.0255(11) -0.0023(8) -0.0077(8) 0.0011(8)
O26' 0.0626(10) 0.0264(8) 0.0268(8) -0.0135(7) -0.0178(7) 0.0013(6)
C27' 0.0184(10) 0.0195(10) 0.0301(11) -0.0006(7) -0.0075(8) -0.0021(8)
C28' 0.0420(13) 0.0270(11) 0.0291(11) -0.0067(9) -0.0059(9) -0.0012(9)
C29' 0.0523(14) 0.0217(11) 0.0457(14) -0.0112(10) -0.0027(11) 0.0000(10)
C30' 0.0337(12) 0.0260(11) 0.0440(13) -0.0073(9) -0.0034(10) -0.0121(10)
C31' 0.0191(10) 0.0304(11) 0.0315(11) -0.0022(8) -0.0030(8) -0.0115(9)
C32' 0.0141(9) 0.0242(10) 0.0305(11) -0.0008(7) -0.0048(8) -0.0029(8)
O33' 0.0259(7) 0.0194(7) 0.0340(8) -0.0078(5) -0.0057(6) -0.0095(6)
O34' 0.0230(7) 0.0230(7) 0.0334(7) -0.0082(5) -0.0084(6) -0.0017(6)
C35' 0.0419(13) 0.0394(13) 0.0365(12) -0.0245(10) -0.0065(10) -0.0009(10)
O36' 0.0221(8) 0.0521(10) 0.0644(11) -0.0103(7) -0.0081(7) -0.0220(8)
C37' 0.0500(15) 0.0592(16) 0.0602(17) -0.0112(12) -0.0312(13) -0.0112(13)
C1P 0.040(3) 0.054(4) 0.045(3) -0.006(3) -0.007(3) -0.007(3)
C2P 0.047(5) 0.029(3) 0.026(3) -0.002(4) -0.006(4) -0.005(2)
C3P 0.057(9) 0.022(5) 0.021(3) 0.000(6) 0.008(6) -0.008(3)
C4P 0.054(7) 0.042(4) 0.031(3) -0.003(5) 0.002(4) -0.004(3)
C5P 0.047(6) 0.051(5) 0.040(3) -0.011(5) -0.003(5) 0.008(3)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O22 . 1.466(2) ?
C1 C14 . 1.519(2) ?
C1 C15 . 1.536(2) ?
C1 C2 . 1.551(2) ?
C2 O20 . 1.455(2) ?
C2 C3 . 1.538(2) ?
C2 H2 . 1.0 ?
C3 C4 . 1.531(2) ?
C3 C8 . 1.560(2) ?
C3 H3 . 1.0 ?
C4 O34 . 1.445(2) ?
C4 C5 . 1.517(2) ?
C4 H4 . 1.0 ?
C5 C6 . 1.527(2) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.509(2) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 O24 . 1.470(2) ?
C7 C8 . 1.544(2) ?
C7 H7 . 1.0 ?
C8 C19 . 1.527(2) ?
C8 C9 . 1.550(2) ?
C9 C10 . 1.544(2) ?
C9 H9B . 0.99 ?
C9 H9A . 0.99 ?
C10 O33 . 1.429(2) ?
C10 C11 . 1.567(2) ?
C10 H10 . 1.0 ?
C11 C12 . 1.520(2) ?
C11 C15 . 1.559(2) ?
C11 H11 . 1.0 ?
C12 C13 . 1.327(2) ?
C12 C18 . 1.502(2) ?
C13 C14 . 1.496(2) ?
C13 H13 . 0.95 ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C16 . 1.535(2) ?
C15 C17 . 1.538(2) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C17 H17A . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
O20 C21 . 1.330(2) ?
C21 O23 . 1.193(2) ?
C21 O22 . 1.343(2) ?
O24 C25 . 1.340(2) ?
C25 O26 . 1.207(2) ?
C25 C27 . 1.487(2) ?
C27 C32 . 1.391(2) ?
C27 C28 . 1.391(2) ?
C28 C29 . 1.379(3) ?
C28 H28 . 0.95 ?
C29 C30 . 1.379(3) ?
C29 H29 . 0.95 ?
C30 C31 . 1.380(3) ?
C30 H30 . 0.95 ?
C31 C32 . 1.386(3) ?
C31 H31 . 0.95 ?
C32 H32 . 0.95 ?
O33 H33 . 0.84 ?
O34 C35 . 1.401(2) ?
C35 O36 . 1.388(2) ?
C35 H35A . 0.99 ?
C35 H35B . 0.99 ?
O36 C37 . 1.419(2) ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C37 H37A . 0.98 ?
C1' O22' . 1.468(2) ?
C1' C14' . 1.517(2) ?
C1' C15' . 1.539(2) ?
C1' C2' . 1.548(2) ?
C2' O20' . 1.455(2) ?
C2' C3' . 1.539(2) ?
C2' H2' . 1.0 ?
C3' C4' . 1.531(2) ?
C3' C8' . 1.555(2) ?
C3' H3' . 1.0 ?
C4' O34' . 1.438(2) ?
C4' C5' . 1.516(2) ?
C4' H4' . 1.0 ?
C5' C6' . 1.521(3) ?
C5' H5'A . 0.99 ?
C5' H5'B . 0.99 ?
C6' C7' . 1.506(3) ?
C6' H6'A . 0.99 ?
C6' H6'B . 0.99 ?
C7' O24' . 1.456(2) ?
C7' C8' . 1.542(2) ?
C7' H7' . 1.0 ?
C8' C19' . 1.534(2) ?
C8' C9' . 1.552(2) ?
C9' C10' . 1.552(2) ?
C9' H9'A . 0.99 ?
C9' H9'B . 0.99 ?
C10' O33' . 1.440(2) ?
C10' C11' . 1.565(2) ?
C10' H10' . 1.0 ?
C11' C12' . 1.520(2) ?
C11' C15' . 1.557(2) ?
C11' H11' . 1.0 ?
C12' C13' . 1.326(2) ?
C12' C18' . 1.496(2) ?
C13' C14' . 1.495(2) ?
C13' H13' . 0.95 ?
C14' H14D . 0.99 ?
C14' H14E . 0.99 ?
C15' C16' . 1.532(2) ?
C15' C17' . 1.539(2) ?
C16' H16D . 0.98 ?
C16' H16E . 0.98 ?
C16' H16F . 0.98 ?
C17' H17D . 0.98 ?
C17' H17E . 0.98 ?
C17' H17F . 0.98 ?
C18' H18D . 0.98 ?
C18' H18E . 0.98 ?
C18' H18F . 0.98 ?
C19' H19D . 0.98 ?
C19' H19E . 0.98 ?
C19' H19F . 0.98 ?
O20' C21' . 1.331(2) ?
C21' O23' . 1.192(2) ?
C21' O22' . 1.342(2) ?
O24' C25' . 1.339(2) ?
C25' O26' . 1.201(2) ?
C25' C27' . 1.489(3) ?
C27' C28' . 1.383(3) ?
C27' C32' . 1.390(3) ?
C28' C29' . 1.385(3) ?
C28' H28' . 0.95 ?
C29' C30' . 1.375(3) ?
C29' H29' . 0.95 ?
C30' C31' . 1.374(3) ?
C30' H30' . 0.95 ?
C31' C32' . 1.383(3) ?
C31' H31' . 0.95 ?
C32' H32' . 0.95 ?
O33' H33' . 0.84 ?
O34' C35' . 1.397(2) ?
C35' O36' . 1.390(3) ?
C35' H35D . 0.99 ?
C35' H35F . 0.99 ?
O36' C37' . 1.408(3) ?
C37' H37D . 0.98 ?
C37' H37E . 0.98 ?
C37' H37F . 0.98 ?
C1P C2P . 1.512(7) ?
C1P H1PA . 0.98 ?
C1P H1PB . 0.98 ?
C1P H1PC . 0.98 ?
C2P C3P . 1.527(12) ?
C2P H2PA . 0.99 ?
C2P H2PB . 0.99 ?
C3P C4P . 1.513(9) ?
C3P H3PA . 0.99 ?
C3P H3PB . 0.99 ?
C4P C5P . 1.519(13) ?
C4P H4PA . 0.99 ?
C4P H4PB . 0.99 ?
C5P H5PA . 0.98 ?
C5P H5PB . 0.98 ?
C5P H5PC . 0.98 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O22 C1 C14 . . 106.92(13) ?
O22 C1 C15 . . 109.83(13) ?
C14 C1 C15 . . 110.95(14) ?
O22 C1 C2 . . 101.66(13) ?
C14 C1 C2 . . 115.83(14) ?
C15 C1 C2 . . 111.06(13) ?
O20 C2 C3 . . 111.66(13) ?
O20 C2 C1 . . 104.22(12) ?
C3 C2 C1 . . 119.74(14) ?
O20 C2 H2 . . 106.8 ?
C3 C2 H2 . . 106.8 ?
C1 C2 H2 . . 106.8 ?
C4 C3 C2 . . 112.38(14) ?
C4 C3 C8 . . 114.30(13) ?
C2 C3 C8 . . 109.19(13) ?
C4 C3 H3 . . 106.8 ?
C2 C3 H3 . . 106.8 ?
C8 C3 H3 . . 106.8 ?
O34 C4 C5 . . 110.55(14) ?
O34 C4 C3 . . 105.85(13) ?
C5 C4 C3 . . 111.33(14) ?
O34 C4 H4 . . 109.7 ?
C5 C4 H4 . . 109.7 ?
C3 C4 H4 . . 109.7 ?
C4 C5 C6 . . 110.58(14) ?
C4 C5 H5A . . 109.5 ?
C6 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
C6 C5 H5B . . 109.5 ?
H5A C5 H5B . . 108.1 ?
C7 C6 C5 . . 108.84(14) ?
C7 C6 H6A . . 109.9 ?
C5 C6 H6A . . 109.9 ?
C7 C6 H6B . . 109.9 ?
C5 C6 H6B . . 109.9 ?
H6A C6 H6B . . 108.3 ?
O24 C7 C6 . . 110.10(13) ?
O24 C7 C8 . . 106.75(13) ?
C6 C7 C8 . . 114.54(14) ?
O24 C7 H7 . . 108.4 ?
C6 C7 H7 . . 108.4 ?
C8 C7 H7 . . 108.4 ?
C19 C8 C7 . . 109.82(14) ?
C19 C8 C9 . . 111.08(14) ?
C7 C8 C9 . . 105.73(13) ?
C19 C8 C3 . . 112.58(14) ?
C7 C8 C3 . . 106.92(13) ?
C9 C8 C3 . . 110.40(13) ?
C10 C9 C8 . . 122.76(14) ?
C10 C9 H9B . . 106.6 ?
C8 C9 H9B . . 106.6 ?
C10 C9 H9A . . 106.6 ?
C8 C9 H9A . . 106.6 ?
H9B C9 H9A . . 106.6 ?
O33 C10 C9 . . 108.12(14) ?
O33 C10 C11 . . 103.00(13) ?
C9 C10 C11 . . 118.56(14) ?
O33 C10 H10 . . 108.9 ?
C9 C10 H10 . . 108.9 ?
C11 C10 H10 . . 108.9 ?
C12 C11 C15 . . 110.87(14) ?
C12 C11 C10 . . 113.25(14) ?
C15 C11 C10 . . 118.18(14) ?
C12 C11 H11 . . 104.3 ?
C15 C11 H11 . . 104.3 ?
C10 C11 H11 . . 104.3 ?
C13 C12 C18 . . 121.45(16) ?
C13 C12 C11 . . 121.67(16) ?
C18 C12 C11 . . 116.82(15) ?
C12 C13 C14 . . 124.68(16) ?
C12 C13 H13 . . 117.7 ?
C14 C13 H13 . . 117.7 ?
C13 C14 C1 . . 111.73(14) ?
C13 C14 H14A . . 109.3 ?
C1 C14 H14A . . 109.3 ?
C13 C14 H14B . . 109.3 ?
C1 C14 H14B . . 109.3 ?
H14A C14 H14B . . 107.9 ?
C16 C15 C1 . . 112.74(14) ?
C16 C15 C17 . . 105.90(14) ?
C1 C15 C17 . . 110.91(14) ?
C16 C15 C11 . . 112.53(14) ?
C1 C15 C11 . . 106.34(13) ?
C17 C15 C11 . . 108.40(14) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C17 H17A . . 109.5 ?
H17B C17 H17A . . 109.5 ?
H17C C17 H17A . . 109.5 ?
C12 C18 H18A . . 109.5 ?
C12 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C12 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C8 C19 H19C . . 109.5 ?
C8 C19 H19A . . 109.5 ?
H19C C19 H19A . . 109.5 ?
C8 C19 H19B . . 109.5 ?
H19C C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C21 O20 C2 . . 110.60(13) ?
O23 C21 O20 . . 124.81(17) ?
O23 C21 O22 . . 123.59(16) ?
O20 C21 O22 . . 111.60(15) ?
C21 O22 C1 . . 111.40(13) ?
C25 O24 C7 . . 116.45(13) ?
O26 C25 O24 . . 123.80(16) ?
O26 C25 C27 . . 123.31(16) ?
O24 C25 C27 . . 112.90(15) ?
C32 C27 C28 . . 119.41(16) ?
C32 C27 C25 . . 122.92(16) ?
C28 C27 C25 . . 117.67(16) ?
C29 C28 C27 . . 120.35(17) ?
C29 C28 H28 . . 119.8 ?
C27 C28 H28 . . 119.8 ?
C28 C29 C30 . . 120.01(18) ?
C28 C29 H29 . . 120.0 ?
C30 C29 H29 . . 120.0 ?
C29 C30 C31 . . 120.18(17) ?
C29 C30 H30 . . 119.9 ?
C31 C30 H30 . . 119.9 ?
C30 C31 C32 . . 120.23(17) ?
C30 C31 H31 . . 119.9 ?
C32 C31 H31 . . 119.9 ?
C31 C32 C27 . . 119.80(17) ?
C31 C32 H32 . . 120.1 ?
C27 C32 H32 . . 120.1 ?
C10 O33 H33 . . 109.5 ?
C35 O34 C4 . . 115.66(13) ?
O36 C35 O34 . . 114.13(14) ?
O36 C35 H35A . . 108.7 ?
O34 C35 H35A . . 108.7 ?
O36 C35 H35B . . 108.7 ?
O34 C35 H35B . . 108.7 ?
H35A C35 H35B . . 107.6 ?
C35 O36 C37 . . 112.85(15) ?
O36 C37 H37B . . 109.5 ?
O36 C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
O36 C37 H37A . . 109.5 ?
H37B C37 H37A . . 109.5 ?
H37C C37 H37A . . 109.5 ?
O22' C1' C14' . . 107.45(13) ?
O22' C1' C15' . . 109.95(13) ?
C14' C1' C15' . . 111.00(14) ?
O22' C1' C2' . . 101.43(13) ?
C14' C1' C2' . . 116.01(14) ?
C15' C1' C2' . . 110.45(13) ?
O20' C2' C3' . . 111.74(13) ?
O20' C2' C1' . . 104.56(13) ?
C3' C2' C1' . . 119.08(14) ?
O20' C2' H2' . . 106.9 ?
C3' C2' H2' . . 106.9 ?
C1' C2' H2' . . 106.9 ?
C4' C3' C2' . . 112.31(14) ?
C4' C3' C8' . . 115.02(14) ?
C2' C3' C8' . . 108.62(13) ?
C4' C3' H3' . . 106.8 ?
C2' C3' H3' . . 106.8 ?
C8' C3' H3' . . 106.8 ?
O34' C4' C5' . . 111.30(14) ?
O34' C4' C3' . . 105.04(13) ?
C5' C4' C3' . . 111.67(15) ?
O34' C4' H4' . . 109.6 ?
C5' C4' H4' . . 109.6 ?
C3' C4' H4' . . 109.6 ?
C4' C5' C6' . . 110.44(15) ?
C4' C5' H5'A . . 109.6 ?
C6' C5' H5'A . . 109.6 ?
C4' C5' H5'B . . 109.6 ?
C6' C5' H5'B . . 109.6 ?
H5'A C5' H5'B . . 108.1 ?
C7' C6' C5' . . 108.79(15) ?
C7' C6' H6'A . . 109.9 ?
C5' C6' H6'A . . 109.9 ?
C7' C6' H6'B . . 109.9 ?
C5' C6' H6'B . . 109.9 ?
H6'A C6' H6'B . . 108.3 ?
O24' C7' C6' . . 109.24(14) ?
O24' C7' C8' . . 107.71(13) ?
C6' C7' C8' . . 114.27(15) ?
O24' C7' H7' . . 108.5 ?
C6' C7' H7' . . 108.5 ?
C8' C7' H7' . . 108.5 ?
C19' C8' C7' . . 109.93(14) ?
C19' C8' C9' . . 111.03(14) ?
C7' C8' C9' . . 105.96(14) ?
C19' C8' C3' . . 112.37(14) ?
C7' C8' C3' . . 106.79(13) ?
C9' C8' C3' . . 110.48(14) ?
C8' C9' C10' . . 124.69(14) ?
C8' C9' H9'A . . 106.2 ?
C10' C9' H9'A . . 106.2 ?
C8' C9' H9'B . . 106.2 ?
C10' C9' H9'B . . 106.2 ?
H9'A C9' H9'B . . 106.3 ?
O33' C10' C9' . . 106.31(13) ?
O33' C10' C11' . . 102.98(13) ?
C9' C10' C11' . . 119.59(14) ?
O33' C10' H10' . . 109.1 ?
C9' C10' H10' . . 109.1 ?
C11' C10' H10' . . 109.1 ?
C12' C11' C15' . . 110.97(14) ?
C12' C11' C10' . . 112.90(14) ?
C15' C11' C10' . . 119.20(14) ?
C12' C11' H11' . . 104.0 ?
C15' C11' H11' . . 104.0 ?
C10' C11' H11' . . 104.0 ?
C13' C12' C18' . . 122.25(16) ?
C13' C12' C11' . . 121.39(16) ?
C18' C12' C11' . . 116.29(15) ?
C12' C13' C14' . . 125.10(16) ?
C12' C13' H13' . . 117.4 ?
C14' C13' H13' . . 117.4 ?
C13' C14' C1' . . 111.79(14) ?
C13' C14' H14D . . 109.3 ?
C1' C14' H14D . . 109.3 ?
C13' C14' H14E . . 109.3 ?
C1' C14' H14E . . 109.3 ?
H14D C14' H14E . . 107.9 ?
C16' C15' C1' . . 112.57(14) ?
C16' C15' C17' . . 105.41(14) ?
C1' C15' C17' . . 111.34(14) ?
C16' C15' C11' . . 113.16(14) ?
C1' C15' C11' . . 106.73(13) ?
C17' C15' C11' . . 107.59(14) ?
C15' C16' H16D . . 109.5 ?
C15' C16' H16E . . 109.5 ?
H16D C16' H16E . . 109.5 ?
C15' C16' H16F . . 109.5 ?
H16D C16' H16F . . 109.5 ?
H16E C16' H16F . . 109.5 ?
C15' C17' H17D . . 109.5 ?
C15' C17' H17E . . 109.5 ?
H17D C17' H17E . . 109.5 ?
C15' C17' H17F . . 109.5 ?
H17D C17' H17F . . 109.5 ?
H17E C17' H17F . . 109.5 ?
C12' C18' H18D . . 109.5 ?
C12' C18' H18E . . 109.5 ?
H18D C18' H18E . . 109.5 ?
C12' C18' H18F . . 109.5 ?
H18D C18' H18F . . 109.5 ?
H18E C18' H18F . . 109.5 ?
C8' C19' H19D . . 109.5 ?
C8' C19' H19E . . 109.5 ?
H19D C19' H19E . . 109.5 ?
C8' C19' H19F . . 109.5 ?
H19D C19' H19F . . 109.5 ?
H19E C19' H19F . . 109.5 ?
C21' O20' C2' . . 110.28(13) ?
O23' C21' O20' . . 124.57(17) ?
O23' C21' O22' . . 123.78(16) ?
O20' C21' O22' . . 111.64(15) ?
C21' O22' C1' . . 111.54(13) ?
C25' O24' C7' . . 117.38(13) ?
O26' C25' O24' . . 123.87(17) ?
O26' C25' C27' . . 124.10(17) ?
O24' C25' C27' . . 112.03(15) ?
C28' C27' C32' . . 119.59(17) ?
C28' C27' C25' . . 117.84(17) ?
C32' C27' C25' . . 122.57(16) ?
C27' C28' C29' . . 120.05(19) ?
C27' C28' H28' . . 120.0 ?
C29' C28' H28' . . 120.0 ?
C30' C29' C28' . . 120.18(19) ?
C30' C29' H29' . . 119.9 ?
C28' C29' H29' . . 119.9 ?
C31' C30' C29' . . 120.00(19) ?
C31' C30' H30' . . 120.0 ?
C29' C30' H30' . . 120.0 ?
C30' C31' C32' . . 120.44(18) ?
C30' C31' H31' . . 119.8 ?
C32' C31' H31' . . 119.8 ?
C31' C32' C27' . . 119.73(17) ?
C31' C32' H32' . . 120.1 ?
C27' C32' H32' . . 120.1 ?
C10' O33' H33' . . 109.5 ?
C35' O34' C4' . . 115.53(14) ?
O36' C35' O34' . . 114.07(17) ?
O36' C35' H35D . . 108.7 ?
O34' C35' H35D . . 108.7 ?
O36' C35' H35F . . 108.7 ?
O34' C35' H35F . . 108.7 ?
H35D C35' H35F . . 107.6 ?
C35' O36' C37' . . 112.82(17) ?
O36' C37' H37D . . 109.5 ?
O36' C37' H37E . . 109.5 ?
H37D C37' H37E . . 109.5 ?
O36' C37' H37F . . 109.5 ?
H37D C37' H37F . . 109.5 ?
H37E C37' H37F . . 109.5 ?
C2P C1P H1PA . . 109.5 ?
C2P C1P H1PB . . 109.5 ?
H1PA C1P H1PB . . 109.5 ?
C2P C1P H1PC . . 109.5 ?
H1PA C1P H1PC . . 109.5 ?
H1PB C1P H1PC . . 109.5 ?
C1P C2P C3P . . 113.0(6) ?
C1P C2P H2PA . . 109.0 ?
C3P C2P H2PA . . 109.0 ?
C1P C2P H2PB . . 109.0 ?
C3P C2P H2PB . . 109.0 ?
H2PA C2P H2PB . . 107.8 ?
C4P C3P C2P . . 113.9(5) ?
C4P C3P H3PA . . 108.8 ?
C2P C3P H3PA . . 108.8 ?
C4P C3P H3PB . . 108.8 ?
C2P C3P H3PB . . 108.8 ?
H3PA C3P H3PB . . 107.7 ?
C3P C4P C5P . . 113.0(6) ?
C3P C4P H4PA . . 109.0 ?
C5P C4P H4PA . . 109.0 ?
C3P C4P H4PB . . 109.0 ?
C5P C4P H4PB . . 109.0 ?
H4PA C4P H4PB . . 107.8 ?
C4P C5P H5PA . . 109.5 ?
C4P C5P H5PB . . 109.5 ?
H5PA C5P H5PB . . 109.5 ?
C4P C5P H5PC . . 109.5 ?
H5PA C5P H5PC . . 109.5 ?
H5PB C5P H5PC . . 109.5 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O22 C1 C2 O20 . . . . 6.62(15) ?
C14 C1 C2 O20 . . . . -108.85(15) ?
C15 C1 C2 O20 . . . . 123.41(14) ?
O22 C1 C2 C3 . . . . 132.30(14) ?
C14 C1 C2 C3 . . . . 16.8(2) ?
C15 C1 C2 C3 . . . . -110.91(17) ?
O20 C2 C3 C4 . . . . 11.23(19) ?
C1 C2 C3 C4 . . . . -110.86(16) ?
O20 C2 C3 C8 . . . . -116.69(14) ?
C1 C2 C3 C8 . . . . 121.21(16) ?
C2 C3 C4 O34 . . . . 61.23(17) ?
C8 C3 C4 O34 . . . . -173.60(13) ?
C2 C3 C4 C5 . . . . -178.60(14) ?
C8 C3 C4 C5 . . . . -53.42(19) ?
O34 C4 C5 C6 . . . . 173.67(14) ?
C3 C4 C5 C6 . . . . 56.31(19) ?
C4 C5 C6 C7 . . . . -59.01(19) ?
C5 C6 C7 O24 . . . . -179.24(13) ?
C5 C6 C7 C8 . . . . 60.47(19) ?
O24 C7 C8 C19 . . . . -54.43(17) ?
C6 C7 C8 C19 . . . . 67.71(18) ?
O24 C7 C8 C9 . . . . 65.48(16) ?
C6 C7 C8 C9 . . . . -172.38(14) ?
O24 C7 C8 C3 . . . . -176.86(13) ?
C6 C7 C8 C3 . . . . -54.72(18) ?
C4 C3 C8 C19 . . . . -70.39(18) ?
C2 C3 C8 C19 . . . . 56.45(18) ?
C4 C3 C8 C7 . . . . 50.29(18) ?
C2 C3 C8 C7 . . . . 177.14(13) ?
C4 C3 C8 C9 . . . . 164.85(14) ?
C2 C3 C8 C9 . . . . -68.31(17) ?
C19 C8 C9 C10 . . . . -64.8(2) ?
C7 C8 C9 C10 . . . . 176.12(14) ?
C3 C8 C9 C10 . . . . 60.8(2) ?
C8 C9 C10 O33 . . . . 155.68(15) ?
C8 C9 C10 C11 . . . . -87.7(2) ?
O33 C10 C11 C12 . . . . 95.01(16) ?
C9 C10 C11 C12 . . . . -24.3(2) ?
O33 C10 C11 C15 . . . . -132.92(15) ?
C9 C10 C11 C15 . . . . 107.80(18) ?
C15 C11 C12 C13 . . . . -22.0(2) ?
C10 C11 C12 C13 . . . . 113.52(18) ?
C15 C11 C12 C18 . . . . 155.30(15) ?
C10 C11 C12 C18 . . . . -69.16(19) ?
C18 C12 C13 C14 . . . . -177.24(16) ?
C11 C12 C13 C14 . . . . 0.0(3) ?
C12 C13 C14 C1 . . . . -11.1(2) ?
O22 C1 C14 C13 . . . . 164.41(13) ?
C15 C1 C14 C13 . . . . 44.66(19) ?
C2 C1 C14 C13 . . . . -83.13(18) ?
O22 C1 C15 C16 . . . . 52.28(18) ?
C14 C1 C15 C16 . . . . 170.27(14) ?
C2 C1 C15 C16 . . . . -59.38(18) ?
O22 C1 C15 C17 . . . . -66.29(17) ?
C14 C1 C15 C17 . . . . 51.70(18) ?
C2 C1 C15 C17 . . . . -177.95(14) ?
O22 C1 C15 C11 . . . . 176.05(12) ?
C14 C1 C15 C11 . . . . -65.96(17) ?
C2 C1 C15 C11 . . . . 64.39(17) ?
C12 C11 C15 C16 . . . . 176.78(14) ?
C10 C11 C15 C16 . . . . 43.7(2) ?
C12 C11 C15 C1 . . . . 52.87(17) ?
C10 C11 C15 C1 . . . . -80.24(17) ?
C12 C11 C15 C17 . . . . -66.44(17) ?
C10 C11 C15 C17 . . . . 160.45(14) ?
C3 C2 O20 C21 . . . . -135.34(14) ?
C1 C2 O20 C21 . . . . -4.71(17) ?
C2 O20 C21 O23 . . . . -179.45(17) ?
C2 O20 C21 O22 . . . . 0.49(18) ?
O23 C21 O22 C1 . . . . -175.69(16) ?
O20 C21 O22 C1 . . . . 4.37(19) ?
C14 C1 O22 C21 . . . . 115.03(15) ?
C15 C1 O22 C21 . . . . -124.50(14) ?
C2 C1 O22 C21 . . . . -6.83(17) ?
C6 C7 O24 C25 . . . . 88.35(17) ?
C8 C7 O24 C25 . . . . -146.75(14) ?
C7 O24 C25 O26 . . . . -5.8(2) ?
C7 O24 C25 C27 . . . . 173.98(13) ?
O26 C25 C27 C32 . . . . -171.09(17) ?
O24 C25 C27 C32 . . . . 9.1(2) ?
O26 C25 C27 C28 . . . . 9.3(3) ?
O24 C25 C27 C28 . . . . -170.50(15) ?
C32 C27 C28 C29 . . . . 0.5(3) ?
C25 C27 C28 C29 . . . . -179.89(16) ?
C27 C28 C29 C30 . . . . 0.4(3) ?
C28 C29 C30 C31 . . . . -0.5(3) ?
C29 C30 C31 C32 . . . . -0.4(3) ?
C30 C31 C32 C27 . . . . 1.2(3) ?
C28 C27 C32 C31 . . . . -1.3(3) ?
C25 C27 C32 C31 . . . . 179.11(16) ?
C5 C4 O34 C35 . . . . 99.01(17) ?
C3 C4 O34 C35 . . . . -140.30(14) ?
C4 O34 C35 O36 . . . . -79.12(18) ?
O34 C35 O36 C37 . . . . -71.1(2) ?
O22' C1' C2' O20' . . . . 7.02(15) ?
C14' C1' C2' O20' . . . . -109.03(15) ?
C15' C1' C2' O20' . . . . 123.57(14) ?
O22' C1' C2' C3' . . . . 132.64(15) ?
C14' C1' C2' C3' . . . . 16.6(2) ?
C15' C1' C2' C3' . . . . -110.81(17) ?
O20' C2' C3' C4' . . . . 13.44(19) ?
C1' C2' C3' C4' . . . . -108.67(17) ?
O20' C2' C3' C8' . . . . -114.93(15) ?
C1' C2' C3' C8' . . . . 122.97(16) ?
C2' C3' C4' O34' . . . . 62.79(17) ?
C8' C3' C4' O34' . . . . -172.30(13) ?
C2' C3' C4' C5' . . . . -176.44(15) ?
C8' C3' C4' C5' . . . . -51.5(2) ?
O34' C4' C5' C6' . . . . 172.16(14) ?
C3' C4' C5' C6' . . . . 55.1(2) ?
C4' C5' C6' C7' . . . . -59.6(2) ?
C5' C6' C7' O24' . . . . -177.36(14) ?
C5' C6' C7' C8' . . . . 61.9(2) ?
O24' C7' C8' C19' . . . . -54.39(18) ?
C6' C7' C8' C19' . . . . 67.17(19) ?
O24' C7' C8' C9' . . . . 65.65(16) ?
C6' C7' C8' C9' . . . . -172.78(14) ?
O24' C7' C8' C3' . . . . -176.55(13) ?
C6' C7' C8' C3' . . . . -54.99(19) ?
C4' C3' C8' C19' . . . . -71.54(18) ?
C2' C3' C8' C19' . . . . 55.28(18) ?
C4' C3' C8' C7' . . . . 49.07(19) ?
C2' C3' C8' C7' . . . . 175.89(14) ?
C4' C3' C8' C9' . . . . 163.86(14) ?
C2' C3' C8' C9' . . . . -69.33(17) ?
C19' C8' C9' C10' . . . . -66.3(2) ?
C7' C8' C9' C10' . . . . 174.41(15) ?
C3' C8' C9' C10' . . . . 59.1(2) ?
C8' C9' C10' O33' . . . . 161.84(15) ?
C8' C9' C10' C11' . . . . -82.4(2) ?
O33' C10' C11' C12' . . . . 89.06(16) ?
C9' C10' C11' C12' . . . . -28.5(2) ?
O33' C10' C11' C15' . . . . -138.00(15) ?
C9' C10' C11' C15' . . . . 104.46(18) ?
C15' C11' C12' C13' . . . . -21.8(2) ?
C10' C11' C12' C13' . . . . 115.02(18) ?
C15' C11' C12' C18' . . . . 155.27(15) ?
C10' C11' C12' C18' . . . . -67.92(19) ?
C18' C12' C13' C14' . . . . -177.07(16) ?
C11' C12' C13' C14' . . . . -0.2(3) ?
C12' C13' C14' C1' . . . . -10.8(2) ?
O22' C1' C14' C13' . . . . 164.26(14) ?
C15' C1' C14' C13' . . . . 44.01(19) ?
C2' C1' C14' C13' . . . . -83.12(18) ?
O22' C1' C15' C16' . . . . 51.20(18) ?
C14' C1' C15' C16' . . . . 169.96(14) ?
C2' C1' C15' C16' . . . . -59.92(18) ?
O22' C1' C15' C17' . . . . -66.92(18) ?
C14' C1' C15' C17' . . . . 51.83(18) ?
C2' C1' C15' C17' . . . . -178.04(14) ?
O22' C1' C15' C11' . . . . 175.93(13) ?
C14' C1' C15' C11' . . . . -65.31(17) ?
C2' C1' C15' C11' . . . . 64.81(17) ?
C12' C11' C15' C16' . . . . 176.85(14) ?
C10' C11' C15' C16' . . . . 43.1(2) ?
C12' C11' C15' C1' . . . . 52.47(17) ?
C10' C11' C15' C1' . . . . -81.28(18) ?
C12' C11' C15' C17' . . . . -67.12(17) ?
C10' C11' C15' C17' . . . . 159.12(14) ?
C3' C2' O20' C21' . . . . -136.82(14) ?
C1' C2' O20' C21' . . . . -6.71(17) ?
C2' O20' C21' O23' . . . . -176.50(16) ?
C2' O20' C21' O22' . . . . 3.45(19) ?
O23' C21' O22' C1' . . . . -178.39(16) ?
O20' C21' O22' C1' . . . . 1.65(19) ?
C14' C1' O22' C21' . . . . 116.66(15) ?
C15' C1' O22' C21' . . . . -122.43(15) ?
C2' C1' O22' C21' . . . . -5.52(17) ?
C6' C7' O24' C25' . . . . 91.63(18) ?
C8' C7' O24' C25' . . . . -143.73(15) ?
C7' O24' C25' O26' . . . . 2.1(3) ?
C7' O24' C25' C27' . . . . -178.74(14) ?
O26' C25' C27' C28' . . . . 9.8(3) ?
O24' C25' C27' C28' . . . . -169.38(16) ?
O26' C25' C27' C32' . . . . -170.79(18) ?
O24' C25' C27' C32' . . . . 10.0(2) ?
C32' C27' C28' C29' . . . . -0.9(3) ?
C25' C27' C28' C29' . . . . 178.55(18) ?
C27' C28' C29' C30' . . . . 0.7(3) ?
C28' C29' C30' C31' . . . . 0.3(3) ?
C29' C30' C31' C32' . . . . -1.2(3) ?
C30' C31' C32' C27' . . . . 1.0(3) ?
C28' C27' C32' C31' . . . . 0.0(3) ?
C25' C27' C32' C31' . . . . -179.37(16) ?
C5' C4' O34' C35' . . . . 83.68(19) ?
C3' C4' O34' C35' . . . . -155.31(15) ?
C4' O34' C35' O36' . . . . -79.7(2) ?
O34' C35' O36' C37' . . . . -66.5(2) ?
C1P C2P C3P C4P . . . . 175.9(6) ?
C2P C3P C4P C5P . . . . 179.1(10) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C14 H14A O34 . 0.99 2.47 3.320(2) 143 yes
C14' H14D O34' . 0.99 2.36 3.221(2) 145 yes
O33 H33 O22' 2_676 0.84 2.05 2.8563(17) 160 yes
O33' H33' O22 2_666 0.84 2.05 2.8839(16) 169 yes
C7 H7 O26 2_677 1.00 2.28 3.236(2) 159 yes
C4' H4' O36 1_654 1.00 2.40 3.311(2) 151 yes
C17' H17F O33 2_676 0.98 2.48 3.431(2) 164 yes
C30' H30' O23' 1_545 0.95 2.53 3.453(2) 163 yes
C3P H3PB O33 . 0.99 2.49 3.369(9) 149 yes
C4P H4PA O33 2_676 0.99 2.41 3.291(12) 148 yes
C16' H16D Cg1 2_676 0.98 2.85 3.5315(19) 127 yes
_shelx_res_checksum 71931
_iucr_refine_instructions_details
;
TITL mo_140916Oishi_0m in P-1
CELL 0.71073 11.33430 15.46660 16.48700 85.1124 78.3773 78.5231
ZERR 4 0.00050 0.00070 0.00080 0.0014 0.0014 0.0015
LATT 1
SFAC C H O
UNIT 121 164 32
OMIT 1 1 0
OMIT 9 9 11
OMIT 5 13 11
SHEL 0.84 20
L.S. 4
ACTA 50
BOND $H
FMAP 2
PLAN 5
CONF
HTAB C14 O34
HTAB C14' O34'
EQIV $1 x, y-1, z
HTAB O33 O22'_$1
HTAB O33' O22
EQIV $2 -x+1, -y, -z
HTAB C7 O26_$2
HTAB C7' O26'
EQIV $3 -x+2, -y+1, -z
HTAB C4' O36_$3
HTAB C6 O23'_$3
EQIV $4 -x+1, -y+1, -z+1
EQIV $5 x, y+1, z
HTAB C17' O33_$5
HTAB C30' O23'_$1
HTAB C30 O23_$1
HTAB C3p O33_$4
HTAB C4p O33_$5
RTAB d2cg C16 C27' C28' C29' C30' C31' C32'
RTAB d2cg H16A C27' C28' C29' C30' C31' C32'
RTAB d2cg C16' C27_$5 C28_$5 C29_$5 C30_$5 C31_$5 C32_$5
RTAB d2cg H16D C27_$5 C28_$5 C29_$5 C30_$5 C31_$5 C32_$5
MPLA 5 C1 C2 O20 C21 O22
MPLA 4 C14 C13 C12 C11 C15 C1
MPLA 5 C1' C2' O20' C21' O22'
MPLA 3 O20' C21' O22' C1' C2'
MPLA 4 C14' C13' C12' C11' C15' C1'
RTAB dist C2 C10
RTAB dist C2' C10'
RTAB dist H2 H10
RTAB dist H2' H10'
SIZE 0.170 0.210 0.320
TEMP -183.000
WGHT 0.039000 1.425600
FVAR 0.12049
MOLE 1
C1 1 0.608079 0.281168 0.194538 11.00000 0.01957 0.01237 =
0.02312 -0.00352 -0.00421 -0.00294
C2 1 0.706770 0.232289 0.125814 11.00000 0.01958 0.01454 =
0.01927 -0.00052 -0.00259 -0.00405
AFIX 13
H2 2 0.763355 0.187743 0.154470 11.00000 -1.20000
AFIX 0
C3 1 0.667626 0.183064 0.061445 11.00000 0.01383 0.01482 =
0.02056 -0.00393 -0.00089 -0.00195
AFIX 13
H3 2 0.577311 0.185431 0.078822 11.00000 -1.20000
AFIX 0
C4 1 0.688354 0.227941 -0.025337 11.00000 0.02035 0.01514 =
0.02264 -0.00212 -0.00080 -0.00240
AFIX 13
H4 2 0.776559 0.233008 -0.042847 11.00000 -1.20000
AFIX 0
C5 1 0.651971 0.176888 -0.088030 11.00000 0.02868 0.02156 =
0.01923 -0.00112 -0.00448 -0.00687
AFIX 23
H5A 2 0.670305 0.205664 -0.143919 11.00000 -1.20000
H5B 2 0.562685 0.177493 -0.073898 11.00000 -1.20000
AFIX 0
C6 1 0.721496 0.081550 -0.088662 11.00000 0.02465 0.02280 =
0.02228 -0.00769 -0.00214 -0.00529
AFIX 23
H6A 2 0.696494 0.048704 -0.129340 11.00000 -1.20000
H6B 2 0.810750 0.080426 -0.104926 11.00000 -1.20000
AFIX 0
C7 1 0.692869 0.038796 -0.003026 11.00000 0.01737 0.01460 =
0.02479 -0.00424 -0.00298 -0.00082
AFIX 13
H7 2 0.602654 0.039566 0.011493 11.00000 -1.20000
AFIX 0
C8 1 0.729906 0.083752 0.065655 11.00000 0.01495 0.01664 =
0.01863 -0.00287 -0.00097 -0.00306
C9 1 0.676626 0.038047 0.148465 11.00000 0.01904 0.01541 =
0.02405 -0.00365 -0.00380 -0.00142
AFIX 23
H9B 2 0.588350 0.041514 0.148858 11.00000 -1.20000
H9A 2 0.714994 -0.025264 0.145775 11.00000 -1.20000
AFIX 0
C10 1 0.685906 0.067291 0.233844 11.00000 0.01952 0.01588 =
0.02192 0.00186 -0.00342 -0.00117
AFIX 13
H10 2 0.767379 0.084692 0.229657 11.00000 -1.20000
AFIX 0
C11 1 0.583134 0.141906 0.276402 11.00000 0.01892 0.01881 =
0.01633 -0.00096 -0.00134 -0.00273
AFIX 13
H11 2 0.565464 0.120479 0.335765 11.00000 -1.20000
AFIX 0
C12 1 0.462155 0.149885 0.247456 11.00000 0.01877 0.02198 =
0.01829 -0.00488 0.00015 -0.00310
C13 1 0.417048 0.220725 0.204263 11.00000 0.01534 0.02552 =
0.02191 -0.00482 -0.00297 -0.00186
AFIX 43
H13 2 0.340971 0.221765 0.188005 11.00000 -1.20000
AFIX 0
C14 1 0.477401 0.299081 0.179329 11.00000 0.02004 0.01718 =
0.02111 -0.00346 -0.00352 0.00220
AFIX 23
H14A 2 0.429391 0.350123 0.211209 11.00000 -1.20000
H14B 2 0.478018 0.314637 0.119760 11.00000 -1.20000
AFIX 0
C15 1 0.615361 0.234723 0.279978 11.00000 0.01852 0.01945 =
0.01882 -0.00333 -0.00246 -0.00266
C16 1 0.740544 0.229362 0.304262 11.00000 0.02548 0.02248 =
0.02094 -0.00260 -0.00703 -0.00423
AFIX 137
H16A 2 0.805889 0.208404 0.257714 11.00000 -1.50000
H16B 2 0.747119 0.188222 0.352448 11.00000 -1.50000
H16C 2 0.748537 0.288036 0.318126 11.00000 -1.50000
AFIX 0
C17 1 0.520488 0.285227 0.348345 11.00000 0.02626 0.02202 =
0.02201 -0.00444 -0.00380 -0.00201
AFIX 137
H17B 2 0.532486 0.258030 0.402692 11.00000 -1.50000
H17C 2 0.437686 0.282927 0.340628 11.00000 -1.50000
H17A 2 0.530826 0.346912 0.345288 11.00000 -1.50000
AFIX 0
C18 1 0.393157 0.075529 0.273332 11.00000 0.02317 0.02675 =
0.03274 -0.00056 -0.00342 -0.00505
AFIX 137
H18A 2 0.360266 0.076676 0.333026 11.00000 -1.50000
H18B 2 0.448661 0.019091 0.260768 11.00000 -1.50000
H18C 2 0.325527 0.082304 0.243086 11.00000 -1.50000
AFIX 0
C19 1 0.869453 0.070885 0.052835 11.00000 0.01782 0.01878 =
0.02693 -0.00707 -0.00252 -0.00126
AFIX 137
H19C 2 0.892433 0.099486 0.096611 11.00000 -1.50000
H19A 2 0.901209 0.097295 -0.001318 11.00000 -1.50000
H19B 2 0.904248 0.007620 0.054987 11.00000 -1.50000
AFIX 0
O20 3 0.776001 0.299433 0.086636 11.00000 0.02052 0.01916 =
0.02493 -0.00522 0.00031 -0.00766
C21 1 0.737603 0.374196 0.126399 11.00000 0.02304 0.02065 =
0.02248 -0.00230 -0.00715 -0.00407
O22 3 0.645685 0.367018 0.190706 11.00000 0.02454 0.01526 =
0.02415 -0.00377 -0.00152 -0.00465
O23 3 0.778938 0.439866 0.107921 11.00000 0.03599 0.02108 =
0.03529 -0.00126 -0.00497 -0.01410
O24 3 0.757282 -0.053556 -0.001964 11.00000 0.01932 0.01465 =
0.02707 -0.00647 -0.00425 -0.00268
C25 1 0.698477 -0.113597 -0.021526 11.00000 0.01867 0.02051 =
0.02035 -0.00513 -0.00212 -0.00440
O26 3 0.602265 -0.095111 -0.045461 11.00000 0.02515 0.02208 =
0.04030 -0.00692 -0.01272 -0.00155
C27 1 0.764020 -0.205887 -0.010398 11.00000 0.02327 0.01803 =
0.01582 -0.00329 -0.00120 -0.00259
C28 1 0.702721 -0.273791 -0.016767 11.00000 0.02402 0.02291 =
0.02359 -0.00537 -0.00592 -0.00402
AFIX 43
H28 2 0.621786 -0.260189 -0.027777 11.00000 -1.20000
AFIX 0
C29 1 0.758800 -0.360721 -0.007187 11.00000 0.03724 0.01940 =
0.02711 -0.00441 -0.00701 -0.00774
AFIX 43
H29 2 0.716324 -0.406820 -0.011267 11.00000 -1.20000
AFIX 0
C30 1 0.876568 -0.380764 0.008320 11.00000 0.03468 0.01729 =
0.02540 -0.00092 -0.00114 0.00288
AFIX 43
H30 2 0.915302 -0.440701 0.014509 11.00000 -1.20000
AFIX 0
C31 1 0.938270 -0.314009 0.014868 11.00000 0.01844 0.02875 =
0.03141 0.00127 -0.00194 0.00178
AFIX 43
H31 2 1.019538 -0.328137 0.025245 11.00000 -1.20000
AFIX 0
C32 1 0.882119 -0.226435 0.006363 11.00000 0.02119 0.02334 =
0.02329 -0.00180 -0.00109 -0.00705
AFIX 43
H32 2 0.924173 -0.180565 0.011965 11.00000 -1.20000
AFIX 0
O33 3 0.677814 -0.006338 0.291951 11.00000 0.03423 0.01817 =
0.02590 0.00193 -0.00259 0.00144
AFIX 147
H33 2 0.733619 -0.049021 0.275359 11.00000 -1.50000
AFIX 0
O34 3 0.612988 0.315080 -0.018133 11.00000 0.02547 0.01506 =
0.02375 0.00062 -0.00295 -0.00355
C35 1 0.665606 0.383537 -0.062992 11.00000 0.02985 0.01865 =
0.02740 0.00294 -0.00761 -0.00727
AFIX 23
H35A 2 0.622585 0.440299 -0.038674 11.00000 -1.20000
H35B 2 0.752296 0.375011 -0.056772 11.00000 -1.20000
AFIX 0
O36 3 0.661334 0.389057 -0.146833 11.00000 0.03210 0.02983 =
0.02288 0.00512 -0.00483 -0.00507
C37 1 0.541244 0.419901 -0.162724 11.00000 0.04525 0.04408 =
0.05341 0.01457 -0.02869 -0.01239
AFIX 137
H37B 2 0.486798 0.380688 -0.133477 11.00000 -1.50000
H37C 2 0.542984 0.420470 -0.222436 11.00000 -1.50000
H37A 2 0.510999 0.479852 -0.143237 11.00000 -1.50000
AFIX 0
C1' 1 0.805252 0.741950 0.310379 11.00000 0.02107 0.01123 =
0.02433 -0.00004 -0.00326 -0.00385
C2' 1 0.909130 0.672892 0.263593 11.00000 0.01754 0.01802 =
0.02092 0.00081 -0.00337 -0.00678
AFIX 13
H2' 2 0.871123 0.642251 0.227368 11.00000 -1.20000
AFIX 0
C3' 1 0.981953 0.600490 0.313780 11.00000 0.01853 0.01714 =
0.01813 -0.00032 -0.00311 -0.00202
AFIX 13
H3' 2 0.939680 0.605200 0.373073 11.00000 -1.20000
AFIX 0
C4' 1 1.113101 0.614370 0.309818 11.00000 0.02036 0.02215 =
0.02609 -0.00308 -0.00560 -0.00439
AFIX 13
H4' 2 1.155115 0.619195 0.250598 11.00000 -1.20000
AFIX 0
C5' 1 1.186055 0.539555 0.355043 11.00000 0.01933 0.02988 =
0.03411 0.00173 -0.00971 -0.00420
AFIX 23
H5'A 2 1.150546 0.539666 0.415042 11.00000 -1.20000
H5'B 2 1.271795 0.548331 0.347810 11.00000 -1.20000
AFIX 0
C6' 1 1.184242 0.451218 0.321626 11.00000 0.02370 0.02188 =
0.03180 0.00114 -0.00847 0.00297
AFIX 23
H6'A 2 1.221805 0.450091 0.261972 11.00000 -1.20000
H6'B 2 1.232072 0.402763 0.351442 11.00000 -1.20000
AFIX 0
C7' 1 1.053319 0.438774 0.333675 11.00000 0.02417 0.01758 =
0.02238 -0.00311 -0.00483 -0.00089
AFIX 13
H7' 2 1.017213 0.440485 0.394214 11.00000 -1.20000
AFIX 0
C8' 1 0.971534 0.508818 0.286776 11.00000 0.01893 0.01747 =
0.01991 -0.00218 -0.00428 -0.00186
C9' 1 0.839016 0.491540 0.316293 11.00000 0.02399 0.01441 =
0.02377 -0.00336 -0.00526 -0.00330
AFIX 23
H9'A 2 0.824482 0.488563 0.377637 11.00000 -1.20000
H9'B 2 0.839986 0.431407 0.299521 11.00000 -1.20000
AFIX 0
C10' 1 0.722909 0.550879 0.291705 11.00000 0.02068 0.01679 =
0.02212 -0.00299 -0.00450 -0.00633
AFIX 13
H10' 2 0.740086 0.566721 0.230946 11.00000 -1.20000
AFIX 0
C11' 1 0.661332 0.636311 0.339784 11.00000 0.01704 0.01718 =
0.02308 -0.00384 -0.00316 -0.00389
AFIX 13
H11' 2 0.571480 0.637657 0.345420 11.00000 -1.20000
AFIX 0
C12' 1 0.681111 0.629356 0.428790 11.00000 0.01786 0.01627 =
0.02143 -0.00392 -0.00100 -0.00027
C13' 1 0.745889 0.680571 0.454396 11.00000 0.02128 0.02323 =
0.01811 -0.00433 -0.00310 -0.00207
AFIX 43
H13' 2 0.754797 0.673226 0.510780 11.00000 -1.20000
AFIX 0
C14' 1 0.805991 0.748960 0.401474 11.00000 0.02165 0.01948 =
0.02595 -0.00666 -0.00408 -0.00424
AFIX 23
H14D 2 0.891735 0.741848 0.409425 11.00000 -1.20000
H14E 2 0.762518 0.808395 0.419128 11.00000 -1.20000
AFIX 0
C15' 1 0.679502 0.728069 0.297902 11.00000 0.02022 0.01529 =
0.02452 -0.00424 -0.00468 -0.00235
C16' 1 0.667545 0.736827 0.206535 11.00000 0.02348 0.02032 =
0.02708 0.00015 -0.00745 -0.00140
AFIX 137
H16D 2 0.736238 0.697384 0.174295 11.00000 -1.50000
H16E 2 0.668561 0.797979 0.185660 11.00000 -1.50000
H16F 2 0.590184 0.720724 0.201191 11.00000 -1.50000
AFIX 0
C17' 1 0.575062 0.798055 0.341443 11.00000 0.02111 0.01811 =
0.03192 -0.00392 -0.00515 -0.00225
AFIX 137
H17D 2 0.571421 0.791140 0.401487 11.00000 -1.50000
H17E 2 0.496989 0.790429 0.328805 11.00000 -1.50000
H17F 2 0.590269 0.857164 0.321763 11.00000 -1.50000
AFIX 0
C18' 1 0.618464 0.565086 0.486202 11.00000 0.02650 0.02521 =
0.02634 -0.00331 -0.00141 -0.00498
AFIX 137
H18D 2 0.529435 0.583811 0.492148 11.00000 -1.50000
H18E 2 0.641652 0.563070 0.540569 11.00000 -1.50000
H18F 2 0.643264 0.506275 0.463497 11.00000 -1.50000
AFIX 0
C19' 1 1.013019 0.498933 0.192985 11.00000 0.02583 0.01944 =
0.02428 -0.00294 -0.00461 -0.00014
AFIX 137
H19D 2 1.025281 0.436561 0.180600 11.00000 -1.50000
H19E 2 1.090170 0.520455 0.174238 11.00000 -1.50000
H19F 2 0.950103 0.533469 0.164214 11.00000 -1.50000
AFIX 0
O20' 3 0.988776 0.725155 0.208989 11.00000 0.02052 0.01841 =
0.02485 0.00332 -0.00212 -0.00394
C21' 1 0.938565 0.810588 0.211838 11.00000 0.02039 0.02159 =
0.02595 0.00070 -0.00792 -0.00640
O22' 3 0.833027 0.824628 0.267205 11.00000 0.02259 0.01481 =
0.03027 0.00088 -0.00210 -0.00429
O23' 3 0.981355 0.867927 0.170533 11.00000 0.02982 0.02418 =
0.03449 0.00669 -0.00592 -0.01150
O24' 3 1.050916 0.352590 0.305443 11.00000 0.02944 0.01544 =
0.02346 -0.00163 -0.00692 0.00072
C25' 1 1.052851 0.284734 0.361617 11.00000 0.02036 0.02355 =
0.02551 0.00109 -0.00771 -0.00233
O26' 3 1.053091 0.291553 0.433588 11.00000 0.06256 0.02636 =
0.02678 0.00127 -0.01784 -0.01354
C27' 1 1.052849 0.200287 0.324522 11.00000 0.01835 0.01946 =
0.03013 -0.00208 -0.00749 -0.00063
C28' 1 1.034070 0.128204 0.377772 11.00000 0.04198 0.02703 =
0.02909 -0.00121 -0.00586 -0.00666
AFIX 43
H28' 2 1.023598 0.133216 0.435926 11.00000 -1.20000
AFIX 0
C29' 1 1.030512 0.048662 0.346384 11.00000 0.05229 0.02170 =
0.04573 0.00003 -0.00266 -0.01118
AFIX 43
H29' 2 1.016691 -0.000603 0.383114 11.00000 -1.20000
AFIX 0
C30' 1 1.046933 0.040838 0.262208 11.00000 0.03368 0.02600 =
0.04398 -0.01209 -0.00336 -0.00730
AFIX 43
H30' 2 1.044013 -0.013689 0.240866 11.00000 -1.20000
AFIX 0
C31' 1 1.067565 0.111895 0.208960 11.00000 0.01909 0.03038 =
0.03148 -0.01151 -0.00296 -0.00221
AFIX 43
H31' 2 1.080415 0.105942 0.150803 11.00000 -1.20000
AFIX 0
C32' 1 1.069750 0.192027 0.239473 11.00000 0.01407 0.02420 =
0.03047 -0.00287 -0.00481 -0.00081
AFIX 43
H32' 2 1.082750 0.241220 0.202446 11.00000 -1.20000
AFIX 0
O33' 3 0.628469 0.498280 0.308851 11.00000 0.02585 0.01940 =
0.03401 -0.00955 -0.00566 -0.00783
AFIX 147
H33' 2 0.643496 0.459451 0.273637 11.00000 -1.50000
AFIX 0
O34' 3 1.099628 0.696985 0.347776 11.00000 0.02305 0.02304 =
0.03338 -0.00168 -0.00845 -0.00825
C35' 1 1.197837 0.741508 0.323385 11.00000 0.04188 0.03938 =
0.03645 -0.00095 -0.00646 -0.02446
AFIX 23
H35D 2 1.226427 0.737543 0.262751 11.00000 -1.20000
H35F 2 1.168473 0.804720 0.335008 11.00000 -1.20000
AFIX 0
O36' 3 1.296545 0.709118 0.362551 11.00000 0.02214 0.05213 =
0.06439 -0.02202 -0.00809 -0.01027
C37' 1 1.268734 0.722956 0.448175 11.00000 0.05004 0.05924 =
0.06018 -0.01119 -0.03118 -0.01120
AFIX 137
H37D 2 1.341518 0.699827 0.472478 11.00000 -1.50000
H37E 2 1.202095 0.692314 0.474704 11.00000 -1.50000
H37F 2 1.243235 0.786355 0.456926 11.00000 -1.50000
AFIX 0
PART -1
MOLE 2
C1P 1 0.243697 0.999136 0.509595 10.50000 0.03988 0.05445 =
0.04451 -0.00726 -0.00661 -0.00602
AFIX 137
H1PA 2 0.219151 1.009503 0.568962 10.50000 -1.50000
H1PB 2 0.194315 0.959916 0.494480 10.50000 -1.50000
H1PC 2 0.230714 1.055539 0.477746 10.50000 -1.50000
AFIX 0
C2P 1 0.377808 0.956623 0.490456 10.50000 0.04661 0.02872 =
0.02632 -0.00545 -0.00575 -0.00215
AFIX 23
H2PA 2 0.400212 0.941985 0.431359 10.50000 -1.20000
H2PB 2 0.390634 0.900693 0.524238 10.50000 -1.20000
AFIX 0
C3P 1 0.462368 1.015559 0.507676 10.50000 0.05717 0.02160 =
0.02071 -0.00756 0.00753 -0.00048
AFIX 23
H3PA 2 0.453585 1.069604 0.470955 10.50000 -1.20000
H3PB 2 0.435734 1.033802 0.565649 10.50000 -1.20000
AFIX 0
C4P 1 0.596153 0.971856 0.494721 10.50000 0.05388 0.04170 =
0.03068 -0.00426 0.00225 -0.00254
AFIX 23
H4PA 2 0.622784 0.952797 0.437006 10.50000 -1.20000
H4PB 2 0.605488 0.918427 0.532182 10.50000 -1.20000
AFIX 0
C5P 1 0.678808 1.032125 0.510814 10.50000 0.04687 0.05066 =
0.03954 0.00786 -0.00282 -0.01083
AFIX 137
H5PA 2 0.674143 1.083351 0.471495 10.50000 -1.50000
H5PB 2 0.763552 0.999750 0.503790 10.50000 -1.50000
H5PC 2 0.652062 1.052161 0.567541 10.50000 -1.50000
PART
AFIX 0
HKLF 4
REM mo_140916Oishi_0m in P-1
REM R1 = 0.0400 for 7339 Fo > 4sig(Fo) and 0.0636 for all 9735 data
REM 726 parameters refined using 0 restraints
END
WGHT 0.0390 1.3983
REM Highest difference peak 0.272, deepest hole -0.235, 1-sigma level 0.045
Q1 1 0.4176 0.2031 0.2577 11.00000 0.05 0.27
Q2 1 0.9767 0.5554 0.2987 11.00000 0.05 0.26
Q3 1 0.5813 -0.0962 0.0225 11.00000 0.05 0.26
Q4 1 0.9387 0.6352 0.2929 11.00000 0.05 0.25
Q5 1 0.6559 0.2459 0.1675 11.00000 0.05 0.24
;
data_B
_database_code_depnum_ccdc_archive 'CCDC 1057984'
_chemical_name_systematic
;\
(+-)-(1SR,5SR,6SR,7SR,10SR,11SR,\
13SR,14SR)-13-Hydroxy-7-methoxymethoxy-11,15,18,18-\
tetramethyl-3-oxo-2,4-dioxatetracyclo[12.3.1.0^1,5^.0^6,11^]octadec-15-en-10-yl
benzoate
;
_chemical_name_common ?
_chemical_formula_moiety 'C29 H38 O8'
_chemical_formula_sum 'C29 H38 O8'
_chemical_formula_iupac 'C29 H38 O8'
_chemical_formula_weight 514.59
_chemical_melting_point 489.2
_space_group_crystal_system monoclinic
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 9.3612(6)
_cell_length_b 19.6336(15)
_cell_length_c 14.1965(9)
_cell_angle_alpha 90
_cell_angle_beta 101.762(2)
_cell_angle_gamma 90
_cell_volume 2554.4(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 4716
_cell_measurement_theta_min 2.40
_cell_measurement_theta_max 23.92
_cell_measurement_temperature 90.0
_exptl_crystal_description prism
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.230
_exptl_crystal_size_mid 0.230
_exptl_crystal_size_min 0.140
_exptl_crystal_density_diffrn 1.338
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1104
_exptl_absorpt_coefficient_mu 0.097
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_absorpt_correction_T_min 0.98
_exptl_absorpt_correction_T_max 0.99
_exptl_special_details
;
M.p. 488.2--489.2 K (not corrected); IR (film) 3483, 2940, 1799, 1717,
1274, 1099, 1042, 773 cm^-1^; ^1^H NMR (500 MHz, CDCl~3~, at 333 K) \d
(p.p.m.) 8.02 (d, J = 7.7 Hz, 2H), 7.58 (t, J = 7.5 Hz, 1H),
7.46 (t, J = 7.7 Hz, 2H), 5.50 (s, 1H), 4.92 (d, J = 4.3 Hz,
1H), 4.91 (dd J = 11.7, 4.9 Hz, 1H), 4.80 (d, J = 6.9 Hz, 1H),
4.64 (d, J = 6.9 Hz, 1H), 4.31 (d, J = 10.9 Hz, 1H), 3.68 (ddd,
J = 10.9, 10.6, 4.9 Hz, 1H), 3.39 (s, 3H), 3.19 (d, J = 16.9 Hz,
1H), 2.42 (dd, J = 10.9, 4.3 Hz, 1H), 2.33 (s, 1H), 2.33--2.27 (m, 1H),
2.26 (d, J = 16.9 Hz, 1H), 2.02 (dd, J = 16.0, 10.9 Hz, 1H),
1.95--1.87 (m, 1H), 1.88 (s, 3H), 1.82 (dddd, J = 13.6, 13.6, 13.6, 4.6
Hz, 1H), 1.72 (d, J = 16.0 Hz, 1H), 1.49--1.40 (m, 1H), 1.46 (s, 1H),
1.41 (s, 3H), 1.20 (s, 3H), 1.18 (s, 3H); ^13^C NMR (125 MHz, CDCl~3~, at 333
K) \d (p.p.m.) 166.3 (C), 154.4 (C), 136.3 (C), 133.4 (CH), 130.4 (C),
129.8 (CH), 128.7 (CH), 122.3 (CH), 97.7 (CH~2~), 88.5 (C), 79.5 (CH), 75.2
(CH), 74.3 (CH), 70.3 (CH), 60.0 (CH), 56.1 (CH~3~), 44.8 (CH~2~), 44.2 (CH),
42.0 (C), 39.0 (C), 32.0 (CH~2~), 30.7 (CH~2~), 28.6 (CH~3~), 25.6 (CH~2~),
22.9 (CH~3~), 20.8 (CH~3~), 16.1 (CH~3~); LRMS (EI) m/z 514
(M^+^, 3%), 483 (1), 469 (1), 453 (1), 409 (2), 393 (6), 348 (1), 332
(2), 121 (78), 105 (100), 77 (59); HRMS (EI) m/z calcd for
C~29~H~38~O~8~^+^ [M]^+^ 514.2567, found 514.2560.
;
_diffrn_ambient_temperature 90.0
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'multilayered confocal mirror'
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number 23252
_diffrn_reflns_av_R_equivalents 0.0579
_diffrn_reflns_av_sigmaI/netI ?
_diffrn_reflns_theta_min 2.45
_diffrn_reflns_theta_max 25.03
_diffrn_reflns_theta_full 25.03
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_% ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F^2^, conventional
R-factors R are based on F, with F set to zero for
negative F^2^. The threshold expression of F^2^ >
\s(F^2^) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F^2^ are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
Problematic one reflection with |I(obs)-I(calc)|/\sW(I)
greater than 10 (-1 0 1) has been omitted in the final refinement.
;
_reflns_number_total 4480
_reflns_number_gt 3212
_reflns_threshold_expression 'I > 2\s(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0733
_refine_ls_R_factor_gt 0.0428
_refine_ls_wR_factor_gt 0.0978
_refine_ls_wR_factor_ref 0.1111
_refine_ls_goodness_of_fit_ref 1.020
_refine_ls_restrained_S_all 1.020
_refine_ls_number_reflns 4480
_refine_ls_number_parameters 340
_refine_ls_number_restraints 0
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+1.0752P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.511
_refine_diff_density_min -0.212
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
publCif (Westrip, 2010) and PLATON (Spek, 2009)
;
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7169(2) 0.18654(10) 0.68618(13) 0.0143(4) Uani d 1 . .
C C2 0.6544(2) 0.17259(10) 0.77738(14) 0.0136(4) Uani d 1 . .
H H2 0.6782 0.2123 0.8195 0.016 Uiso calc 1 . .
C C3 0.7047(2) 0.10935(10) 0.83870(13) 0.0131(4) Uani d 1 . .
H H3 0.7884 0.0905 0.8158 0.016 Uiso calc 1 . .
C C4 0.5888(2) 0.05350(10) 0.82692(14) 0.0157(5) Uani d 1 . .
H H4 0.5005 0.0711 0.8454 0.019 Uiso calc 1 . .
C C5 0.6453(2) -0.00784(10) 0.88896(14) 0.0181(5) Uani d 1 . .
H H5A 0.7279 -0.0275 0.8671 0.022 Uiso calc 1 . .
H H5B 0.5695 -0.0422 0.8827 0.022 Uiso calc 1 . .
C C6 0.6915(2) 0.01330(11) 0.99391(14) 0.0192(5) Uani d 1 . .
H H6A 0.6073 0.0301 1.0169 0.023 Uiso calc 1 . .
H H6B 0.7295 -0.026 1.0325 0.023 Uiso calc 1 . .
C C7 0.8069(2) 0.06816(10) 1.00523(13) 0.0155(4) Uani d 1 . .
H H7 0.8952 0.0491 0.9884 0.019 Uiso calc 1 . .
C C8 0.7615(2) 0.13268(10) 0.94372(14) 0.0135(4) Uani d 1 . .
C C9 0.9051(2) 0.17425(10) 0.94939(14) 0.0164(5) Uani d 1 . .
H H9B 0.9393 0.1848 1.017 0.02 Uiso calc 1 . .
H H9A 0.9752 0.1424 0.9326 0.02 Uiso calc 1 . .
C C10 0.9238(2) 0.24112(10) 0.89436(14) 0.0166(5) Uani d 1 . .
H H10 1.0181 0.259 0.9281 0.02 Uiso calc 1 . .
C C11 0.9370(2) 0.24049(10) 0.78491(14) 0.0172(5) Uani d 1 . .
H H11 1.0036 0.2782 0.7801 0.021 Uiso calc 1 . .
C C12 1.0208(2) 0.17776(11) 0.76571(14) 0.0174(5) Uani d 1 . .
C C13 0.9588(2) 0.12865(10) 0.70699(14) 0.0167(5) Uani d 1 . .
H H13 1.0156 0.0911 0.6989 0.02 Uiso calc 1 . .
C C14 0.8037(2) 0.12964(10) 0.65293(14) 0.0154(4) Uani d 1 . .
H H14A 0.7581 0.0864 0.6617 0.018 Uiso calc 1 . .
H H14B 0.8021 0.1351 0.5848 0.018 Uiso calc 1 . .
C C15 0.8037(2) 0.25338(10) 0.69973(14) 0.0154(5) Uani d 1 . .
C C16 0.7084(2) 0.31455(10) 0.71360(14) 0.0191(5) Uani d 1 . .
H H16B 0.6447 0.3255 0.6535 0.029 Uiso calc 1 . .
H H16C 0.7695 0.353 0.7355 0.029 Uiso calc 1 . .
H H16A 0.6512 0.3035 0.7604 0.029 Uiso calc 1 . .
C C17 0.8650(2) 0.27030(11) 0.60997(15) 0.0209(5) Uani d 1 . .
H H17A 0.9377 0.2373 0.6029 0.031 Uiso calc 1 . .
H H17B 0.908 0.3149 0.6168 0.031 Uiso calc 1 . .
H H17C 0.7874 0.2693 0.5541 0.031 Uiso calc 1 . .
C C18 1.1796(2) 0.17407(12) 0.81421(16) 0.0242(5) Uani d 1 . .
H H18B 1.2193 0.1311 0.7998 0.036 Uiso calc 1 . .
H H18C 1.1887 0.1783 0.8825 0.036 Uiso calc 1 . .
H H18A 1.232 0.2104 0.7912 0.036 Uiso calc 1 . .
C C19 0.6461(2) 0.17224(11) 0.98432(14) 0.0176(5) Uani d 1 . .
H H19C 0.6149 0.2111 0.9444 0.026 Uiso calc 1 . .
H H19A 0.6873 0.1871 1.0485 0.026 Uiso calc 1 . .
H H19B 0.5639 0.1432 0.9854 0.026 Uiso calc 1 . .
O O20 0.49732(15) 0.17278(7) 0.74303(9) 0.0176(3) Uani d 1 . .
C C21 0.4646(2) 0.18489(10) 0.64927(15) 0.0178(5) Uani d 1 . .
O O22 0.58327(14) 0.19463(7) 0.61213(9) 0.0170(3) Uani d 1 . .
O O23 0.34190(16) 0.18696(8) 0.60281(10) 0.0247(4) Uani d 1 . .
O O24 0.84116(15) 0.09012(7) 1.10583(9) 0.0168(3) Uani d 1 . .
C C25 0.9381(2) 0.05274(10) 1.16731(14) 0.0154(4) Uani d 1 . .
O O26 1.00007(16) 0.00371(7) 1.14311(10) 0.0237(4) Uani d 1 . .
C C27 0.9612(2) 0.07873(10) 1.26731(14) 0.0153(4) Uani d 1 . .
C C28 0.8754(2) 0.13006(11) 1.29508(14) 0.0194(5) Uani d 1 . .
H H28 0.7979 0.1484 1.2508 0.023 Uiso calc 1 . .
C C29 0.9062(2) 0.15358(12) 1.38896(15) 0.0252(5) Uani d 1 . .
H H29 0.8491 0.1878 1.4077 0.03 Uiso calc 1 . .
C C30 1.0214(2) 0.12650(11) 1.45491(15) 0.0231(5) Uani d 1 . .
H H30 1.0417 0.1428 1.5178 0.028 Uiso calc 1 . .
C C31 1.1063(2) 0.07552(11) 1.42812(15) 0.0227(5) Uani d 1 . .
H H31 1.1832 0.0571 1.4728 0.027 Uiso calc 1 . .
C C32 1.0765(2) 0.05194(10) 1.33430(14) 0.0187(5) Uani d 1 . .
H H32 1.1342 0.0179 1.316 0.022 Uiso calc 1 . .
O O33 0.82270(15) 0.29278(7) 0.90665(10) 0.0200(3) Uani d 1 . .
H H33 0.8271 0.2993 0.9642 0.03 Uiso calc 1 . .
O O34 0.55698(14) 0.03544(7) 0.72690(9) 0.0188(3) Uani d 1 . .
C C35 0.4129(2) 0.01081(12) 0.69395(15) 0.0232(5) Uani d 1 . .
H H35A 0.3957 -0.0281 0.7322 0.028 Uiso calc 1 . .
H H35B 0.343 0.046 0.7007 0.028 Uiso calc 1 . .
O O36 0.39527(17) -0.00779(8) 0.59939(11) 0.0289(4) Uani d 1 . .
C C37 0.4715(3) -0.06965(12) 0.58715(17) 0.0315(6) Uani d 1 . .
H H37C 0.5739 -0.0637 0.6126 0.047 Uiso calc 1 . .
H H37A 0.4566 -0.0805 0.5199 0.047 Uiso calc 1 . .
H H37B 0.4349 -0.1061 0.6207 0.047 Uiso calc 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0139(11) 0.0176(11) 0.0096(10) 0.0000(9) -0.0017(8) 0.0003(8)
C2 0.0092(10) 0.0182(11) 0.0126(10) 0.0005(8) 0.0003(8) -0.0006(8)
C3 0.0116(11) 0.0156(10) 0.0126(11) 0.0014(8) 0.0039(8) -0.0003(8)
C4 0.0154(11) 0.0203(11) 0.0114(11) -0.0014(9) 0.0026(9) -0.0038(8)
C5 0.0187(11) 0.0147(11) 0.0216(12) -0.0040(9) 0.0060(9) -0.0018(9)
C6 0.0218(12) 0.0190(11) 0.0174(11) -0.0008(9) 0.0052(9) 0.0041(9)
C7 0.0192(11) 0.0184(11) 0.0091(10) 0.0018(9) 0.0030(9) -0.0003(8)
C8 0.0132(11) 0.0142(11) 0.0129(11) 0.0003(8) 0.0025(8) -0.0007(8)
C9 0.0167(11) 0.0174(11) 0.0133(11) 0.0010(9) -0.0009(9) -0.0013(8)
C10 0.0154(11) 0.0171(11) 0.0162(11) -0.0002(9) 0.0010(9) -0.0025(8)
C11 0.0153(11) 0.0185(11) 0.0179(11) -0.0039(9) 0.0039(9) -0.0010(9)
C12 0.0160(11) 0.0205(11) 0.0170(11) -0.0006(9) 0.0067(9) -0.0004(9)
C13 0.0176(11) 0.0178(11) 0.0162(11) 0.0030(9) 0.0071(9) 0.0015(9)
C14 0.0200(11) 0.0156(11) 0.0118(11) 0.0001(9) 0.0059(9) -0.0001(8)
C15 0.0170(11) 0.0153(11) 0.0141(11) 0.0000(9) 0.0040(9) 0.0005(8)
C16 0.0217(12) 0.0188(11) 0.0152(11) 0.0028(9) 0.0003(9) 0.0027(8)
C17 0.0248(12) 0.0187(11) 0.0207(12) -0.0029(9) 0.0079(10) 0.0009(9)
C18 0.0184(12) 0.0282(13) 0.0263(13) 0.0004(10) 0.0052(10) -0.0049(10)
C19 0.0199(12) 0.0188(11) 0.0140(11) 0.0016(9) 0.0032(9) 0.0003(8)
O20 0.0137(8) 0.0265(8) 0.0119(8) 0.0036(6) 0.0011(6) 0.0032(6)
C21 0.0195(13) 0.0173(11) 0.0167(12) -0.0003(9) 0.0041(10) 0.0018(9)
O22 0.0152(8) 0.0225(8) 0.0124(7) 0.0000(6) 0.0007(6) 0.0024(6)
O23 0.0157(9) 0.0375(10) 0.0189(8) 0.0007(7) -0.0014(7) 0.0077(7)
O24 0.0197(8) 0.0197(8) 0.0101(7) 0.0043(6) 0.0011(6) 0.0004(6)
C25 0.0159(11) 0.0149(11) 0.0154(11) -0.0005(9) 0.0033(9) 0.0034(8)
O26 0.0295(9) 0.0225(8) 0.0179(8) 0.0102(7) 0.0023(7) -0.0004(6)
C27 0.0173(11) 0.0139(10) 0.0152(11) -0.0024(9) 0.0042(9) 0.0024(8)
C28 0.0175(12) 0.0242(12) 0.0158(12) 0.0022(9) 0.0021(9) 0.0018(9)
C29 0.0241(13) 0.0317(13) 0.0203(13) 0.0071(10) 0.0060(10) -0.0027(10)
C30 0.0268(13) 0.0293(13) 0.0135(11) -0.0049(10) 0.0045(10) -0.0027(9)
C31 0.0227(12) 0.0235(12) 0.0195(12) -0.0011(10) -0.0010(10) 0.0050(9)
C32 0.0221(12) 0.0155(11) 0.0181(11) 0.0006(9) 0.0031(9) 0.0010(9)
O33 0.0251(8) 0.0187(8) 0.0162(8) 0.0041(6) 0.0046(7) -0.0028(6)
O34 0.0166(8) 0.0248(8) 0.0140(8) -0.0046(6) 0.0004(6) -0.0050(6)
C35 0.0183(12) 0.0304(13) 0.0196(12) -0.0042(10) 0.0007(9) -0.0070(9)
O36 0.0293(9) 0.0288(9) 0.0249(9) 0.0012(7) -0.0031(7) -0.0049(7)
C37 0.0328(14) 0.0255(13) 0.0355(14) -0.0026(11) 0.0056(11) -0.0103(11)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O22 . 1.469(2) ?
C1 C14 . 1.512(3) ?
C1 C15 . 1.535(3) ?
C1 C2 . 1.550(3) ?
C2 O20 . 1.452(2) ?
C2 C3 . 1.534(3) ?
C2 H2 . 0.98 ?
C3 C4 . 1.528(3) ?
C3 C8 . 1.547(3) ?
C3 H3 . 0.98 ?
C4 O34 . 1.435(2) ?
C4 C5 . 1.522(3) ?
C4 H4 . 0.98 ?
C5 C6 . 1.522(3) ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C6 C7 . 1.511(3) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 O24 . 1.464(2) ?
C7 C8 . 1.548(3) ?
C7 H7 . 0.98 ?
C8 C19 . 1.535(3) ?
C8 C9 . 1.561(3) ?
C9 C10 . 1.556(3) ?
C9 H9B . 0.97 ?
C9 H9A . 0.97 ?
C10 O33 . 1.422(2) ?
C10 C11 . 1.584(3) ?
C10 H10 . 0.98 ?
C11 C12 . 1.515(3) ?
C11 C15 . 1.571(3) ?
C11 H11 . 0.98 ?
C12 C13 . 1.328(3) ?
C12 C18 . 1.507(3) ?
C13 C14 . 1.498(3) ?
C13 H13 . 0.93 ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.533(3) ?
C15 C17 . 1.536(3) ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?
C16 H16A . 0.96 ?
C17 H17A . 0.96 ?
C17 H17B . 0.96 ?
C17 H17C . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?
C18 H18A . 0.96 ?
C19 H19C . 0.96 ?
C19 H19A . 0.96 ?
C19 H19B . 0.96 ?
O20 C21 . 1.325(2) ?
C21 O23 . 1.203(2) ?
C21 O22 . 1.337(2) ?
O24 C25 . 1.342(2) ?
C25 O26 . 1.210(2) ?
C25 C27 . 1.482(3) ?
C27 C32 . 1.389(3) ?
C27 C28 . 1.395(3) ?
C28 C29 . 1.384(3) ?
C28 H28 . 0.93 ?
C29 C30 . 1.382(3) ?
C29 H29 . 0.93 ?
C30 C31 . 1.379(3) ?
C30 H30 . 0.93 ?
C31 C32 . 1.384(3) ?
C31 H31 . 0.93 ?
C32 H32 . 0.93 ?
O33 H33 . 0.82 ?
O34 C35 . 1.419(2) ?
C35 O36 . 1.368(2) ?
C35 H35A . 0.97 ?
C35 H35B . 0.97 ?
O36 C37 . 1.437(3) ?
C37 H37C . 0.96 ?
C37 H37A . 0.96 ?
C37 H37B . 0.96 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O22 C1 C14 . . 106.84(15) ?
O22 C1 C15 . . 110.43(15) ?
C14 C1 C15 . . 111.48(16) ?
O22 C1 C2 . . 101.84(15) ?
C14 C1 C2 . . 116.66(16) ?
C15 C1 C2 . . 109.08(15) ?
O20 C2 C3 . . 111.43(15) ?
O20 C2 C1 . . 104.36(14) ?
C3 C2 C1 . . 119.49(16) ?
O20 C2 H2 . . 107.0 ?
C3 C2 H2 . . 107.0 ?
C1 C2 H2 . . 107.0 ?
C4 C3 C2 . . 112.93(16) ?
C4 C3 C8 . . 114.52(15) ?
C2 C3 C8 . . 108.22(16) ?
C4 C3 H3 . . 106.9 ?
C2 C3 H3 . . 106.9 ?
C8 C3 H3 . . 106.9 ?
O34 C4 C5 . . 110.78(16) ?
O34 C4 C3 . . 106.57(15) ?
C5 C4 C3 . . 110.44(16) ?
O34 C4 H4 . . 109.7 ?
C5 C4 H4 . . 109.7 ?
C3 C4 H4 . . 109.7 ?
C4 C5 C6 . . 110.28(17) ?
C4 C5 H5A . . 109.6 ?
C6 C5 H5A . . 109.6 ?
C4 C5 H5B . . 109.6 ?
C6 C5 H5B . . 109.6 ?
H5A C5 H5B . . 108.1 ?
C7 C6 C5 . . 110.65(16) ?
C7 C6 H6A . . 109.5 ?
C5 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 108.1 ?
O24 C7 C6 . . 108.86(15) ?
O24 C7 C8 . . 106.83(15) ?
C6 C7 C8 . . 114.51(17) ?
O24 C7 H7 . . 108.8 ?
C6 C7 H7 . . 108.8 ?
C8 C7 H7 . . 108.8 ?
C19 C8 C3 . . 112.46(16) ?
C19 C8 C7 . . 109.62(16) ?
C3 C8 C7 . . 107.59(15) ?
C19 C8 C9 . . 112.39(16) ?
C3 C8 C9 . . 109.13(15) ?
C7 C8 C9 . . 105.30(16) ?
C10 C9 C8 . . 126.80(17) ?
C10 C9 H9B . . 105.6 ?
C8 C9 H9B . . 105.6 ?
C10 C9 H9A . . 105.6 ?
C8 C9 H9A . . 105.6 ?
H9B C9 H9A . . 106.1 ?
O33 C10 C9 . . 113.25(16) ?
O33 C10 C11 . . 108.23(15) ?
C9 C10 C11 . . 121.68(16) ?
O33 C10 H10 . . 103.9 ?
C9 C10 H10 . . 103.9 ?
C11 C10 H10 . . 103.9 ?
C12 C11 C15 . . 110.59(16) ?
C12 C11 C10 . . 109.26(16) ?
C15 C11 C10 . . 123.08(16) ?
C12 C11 H11 . . 104.0 ?
C15 C11 H11 . . 104.0 ?
C10 C11 H11 . . 104.0 ?
C13 C12 C18 . . 121.05(19) ?
C13 C12 C11 . . 121.81(19) ?
C18 C12 C11 . . 117.12(18) ?
C12 C13 C14 . . 124.47(19) ?
C12 C13 H13 . . 117.8 ?
C14 C13 H13 . . 117.8 ?
C13 C14 C1 . . 112.09(16) ?
C13 C14 H14A . . 109.2 ?
C1 C14 H14A . . 109.2 ?
C13 C14 H14B . . 109.2 ?
C1 C14 H14B . . 109.2 ?
H14A C14 H14B . . 107.9 ?
C16 C15 C1 . . 112.24(16) ?
C16 C15 C17 . . 105.23(16) ?
C1 C15 C17 . . 111.01(16) ?
C16 C15 C11 . . 114.78(16) ?
C1 C15 C11 . . 106.00(16) ?
C17 C15 C11 . . 107.56(16) ?
C15 C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C16 H16A . . 109.5 ?
H16B C16 H16A . . 109.5 ?
H16C C16 H16A . . 109.5 ?
C15 C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C12 C18 H18B . . 109.5 ?
C12 C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C12 C18 H18A . . 109.5 ?
H18B C18 H18A . . 109.5 ?
H18C C18 H18A . . 109.5 ?
C8 C19 H19C . . 109.5 ?
C8 C19 H19A . . 109.5 ?
H19C C19 H19A . . 109.5 ?
C8 C19 H19B . . 109.5 ?
H19C C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C21 O20 C2 . . 110.43(15) ?
O23 C21 O20 . . 123.82(19) ?
O23 C21 O22 . . 123.79(18) ?
O20 C21 O22 . . 112.39(18) ?
C21 O22 C1 . . 110.93(15) ?
C25 O24 C7 . . 117.26(15) ?
O26 C25 O24 . . 123.40(18) ?
O26 C25 C27 . . 124.13(18) ?
O24 C25 C27 . . 112.46(17) ?
C32 C27 C28 . . 119.50(18) ?
C32 C27 C25 . . 117.84(18) ?
C28 C27 C25 . . 122.63(18) ?
C29 C28 C27 . . 119.61(19) ?
C29 C28 H28 . . 120.2 ?
C27 C28 H28 . . 120.2 ?
C30 C29 C28 . . 120.3(2) ?
C30 C29 H29 . . 119.8 ?
C28 C29 H29 . . 119.8 ?
C31 C30 C29 . . 120.4(2) ?
C31 C30 H30 . . 119.8 ?
C29 C30 H30 . . 119.8 ?
C30 C31 C32 . . 119.6(2) ?
C30 C31 H31 . . 120.2 ?
C32 C31 H31 . . 120.2 ?
C31 C32 C27 . . 120.6(2) ?
C31 C32 H32 . . 119.7 ?
C27 C32 H32 . . 119.7 ?
C10 O33 H33 . . 109.5 ?
C35 O34 C4 . . 113.70(14) ?
O36 C35 O34 . . 109.31(16) ?
O36 C35 H35A . . 109.8 ?
O34 C35 H35A . . 109.8 ?
O36 C35 H35B . . 109.8 ?
O34 C35 H35B . . 109.8 ?
H35A C35 H35B . . 108.3 ?
C35 O36 C37 . . 112.38(17) ?
O36 C37 H37C . . 109.5 ?
O36 C37 H37A . . 109.5 ?
H37C C37 H37A . . 109.5 ?
O36 C37 H37B . . 109.5 ?
H37C C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O22 C1 C2 O20 . . . . 1.49(18) ?
C14 C1 C2 O20 . . . . -114.39(18) ?
C15 C1 C2 O20 . . . . 118.23(16) ?
O22 C1 C2 C3 . . . . 126.81(17) ?
C14 C1 C2 C3 . . . . 10.9(3) ?
C15 C1 C2 C3 . . . . -116.45(19) ?
O20 C2 C3 C4 . . . . 15.6(2) ?
C1 C2 C3 C4 . . . . -106.25(19) ?
O20 C2 C3 C8 . . . . -112.22(17) ?
C1 C2 C3 C8 . . . . 125.90(18) ?
C2 C3 C4 O34 . . . . 59.3(2) ?
C8 C3 C4 O34 . . . . -176.20(15) ?
C2 C3 C4 C5 . . . . 179.71(16) ?
C8 C3 C4 C5 . . . . -55.8(2) ?
O34 C4 C5 C6 . . . . 174.93(15) ?
C3 C4 C5 C6 . . . . 57.1(2) ?
C4 C5 C6 C7 . . . . -57.8(2) ?
C5 C6 C7 O24 . . . . 176.31(15) ?
C5 C6 C7 C8 . . . . 56.8(2) ?
C4 C3 C8 C19 . . . . -69.6(2) ?
C2 C3 C8 C19 . . . . 57.3(2) ?
C4 C3 C8 C7 . . . . 51.2(2) ?
C2 C3 C8 C7 . . . . 178.13(15) ?
C4 C3 C8 C9 . . . . 164.96(16) ?
C2 C3 C8 C9 . . . . -68.11(19) ?
O24 C7 C8 C19 . . . . -49.8(2) ?
C6 C7 C8 C19 . . . . 70.8(2) ?
O24 C7 C8 C3 . . . . -172.37(14) ?
C6 C7 C8 C3 . . . . -51.8(2) ?
O24 C7 C8 C9 . . . . 71.32(18) ?
C6 C7 C8 C9 . . . . -168.07(16) ?
C19 C8 C9 C10 . . . . -65.5(2) ?
C3 C8 C9 C10 . . . . 60.0(2) ?
C7 C8 C9 C10 . . . . 175.21(18) ?
C8 C9 C10 O33 . . . . 52.8(3) ?
C8 C9 C10 C11 . . . . -78.9(3) ?
O33 C10 C11 C12 . . . . -169.30(16) ?
C9 C10 C11 C12 . . . . -35.5(2) ?
O33 C10 C11 C15 . . . . -37.1(2) ?
C9 C10 C11 C15 . . . . 96.7(2) ?
C15 C11 C12 C13 . . . . -23.7(3) ?
C10 C11 C12 C13 . . . . 114.8(2) ?
C15 C11 C12 C18 . . . . 154.73(17) ?
C10 C11 C12 C18 . . . . -66.8(2) ?
C18 C12 C13 C14 . . . . -177.43(18) ?
C11 C12 C13 C14 . . . . 1.0(3) ?
C12 C13 C14 C1 . . . . -10.5(3) ?
O22 C1 C14 C13 . . . . 164.37(15) ?
C15 C1 C14 C13 . . . . 43.6(2) ?
C2 C1 C14 C13 . . . . -82.6(2) ?
O22 C1 C15 C16 . . . . 50.0(2) ?
C14 C1 C15 C16 . . . . 168.56(16) ?
C2 C1 C15 C16 . . . . -61.2(2) ?
O22 C1 C15 C17 . . . . -67.5(2) ?
C14 C1 C15 C17 . . . . 51.1(2) ?
C2 C1 C15 C17 . . . . -178.64(16) ?
O22 C1 C15 C11 . . . . 176.00(14) ?
C14 C1 C15 C11 . . . . -65.40(19) ?
C2 C1 C15 C11 . . . . 64.86(19) ?
C12 C11 C15 C16 . . . . 178.07(16) ?
C10 C11 C15 C16 . . . . 46.4(3) ?
C12 C11 C15 C1 . . . . 53.6(2) ?
C10 C11 C15 C1 . . . . -78.1(2) ?
C12 C11 C15 C17 . . . . -65.2(2) ?
C10 C11 C15 C17 . . . . 163.09(17) ?
C3 C2 O20 C21 . . . . -130.71(17) ?
C1 C2 O20 C21 . . . . -0.4(2) ?
C2 O20 C21 O23 . . . . 179.11(19) ?
C2 O20 C21 O22 . . . . -1.0(2) ?
O23 C21 O22 C1 . . . . -178.01(19) ?
O20 C21 O22 C1 . . . . 2.1(2) ?
C14 C1 O22 C21 . . . . 120.70(17) ?
C15 C1 O22 C21 . . . . -117.90(17) ?
C2 C1 O22 C21 . . . . -2.14(19) ?
C6 C7 O24 C25 . . . . 83.5(2) ?
C8 C7 O24 C25 . . . . -152.31(16) ?
C7 O24 C25 O26 . . . . 2.0(3) ?
C7 O24 C25 C27 . . . . -178.54(15) ?
O26 C25 C27 C32 . . . . 10.3(3) ?
O24 C25 C27 C32 . . . . -169.09(17) ?
O26 C25 C27 C28 . . . . -171.9(2) ?
O24 C25 C27 C28 . . . . 8.7(3) ?
C32 C27 C28 C29 . . . . 0.0(3) ?
C25 C27 C28 C29 . . . . -177.76(19) ?
C27 C28 C29 C30 . . . . 0.1(3) ?
C28 C29 C30 C31 . . . . -0.4(3) ?
C29 C30 C31 C32 . . . . 0.6(3) ?
C30 C31 C32 C27 . . . . -0.6(3) ?
C28 C27 C32 C31 . . . . 0.3(3) ?
C25 C27 C32 C31 . . . . 178.12(18) ?
C5 C4 O34 C35 . . . . 88.2(2) ?
C3 C4 O34 C35 . . . . -151.61(17) ?
C4 O34 C35 O36 . . . . -177.35(16) ?
O34 C35 O36 C37 . . . . 72.7(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C2 H2 O33 . 0.98 2.27 3.200(2) 157 yes
C14 H14A O34 . 0.97 2.47 3.293(2) 142 yes
O33 H33 O23 4_666 0.82 1.96 2.7823(19) 179 yes
C7 H7 O26 3_757 0.98 2.50 3.353(2) 145 yes
C16 H16A Cg2 4_454 0.98 2.93 3.594(2) 128 yes
_shelx_res_checksum 15137
_iucr_refine_instructions_details
;
TITL mo_141219Oishi_0ma in P2(1)/n
CELL 0.71073 9.3612 19.6336 14.1965 90.000 101.762 90.000
ZERR 4 0.0006 0.0015 0.0009 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H O
UNIT 116 152 32
OMIT -1 0 1
L.S. 4
ACTA 50
SHEL 20 0.84
BOND $H
FMAP 2
PLAN 5
CONF
HTAB C14 O34
HTAB C2 O33
EQIV $7 x+1/2, -y+1/2, z+1/2
EQIV $8 -x+2, -y, -z+2
EQIV $9 x-1/2, -y+1/2, z-1/2
HTAB O33 O23_$7
HTAB C7 O26_$8
HTAB C5 O26_$8
RTAB d2cg C16 C27_$9 C28_$9 C29_$9 C30_$9 C31_$9 C32_$9
RTAB d2cg H16A C27_$9 C28_$9 C29_$9 C30_$9 C31_$9 C32_$9
MPLA 5 C1 C2 O20 C21 O22
MPLA 4 C2 O20 C21 O22 C1
MPLA 4 C1 C2 O20 C21 O22
MPLA 4 C14 C13 C12 C11 C15 C1
SIZE 0.140 0.230 0.230
TEMP 23.000
WGHT 0.054000 1.075200
FVAR 0.13796
MOLE 1
C1 1 0.716911 0.186539 0.686185 11.00000 0.01386 0.01763 =
0.00958 0.00031 -0.00173 0.00003
C2 1 0.654386 0.172594 0.777379 11.00000 0.00923 0.01822 =
0.01262 -0.00055 0.00030 0.00049
AFIX 13
H2 2 0.678195 0.212282 0.819520 11.00000 -1.20000
AFIX 0
C3 1 0.704711 0.109347 0.838696 11.00000 0.01158 0.01559 =
0.01261 -0.00028 0.00388 0.00141
AFIX 13
H3 2 0.788405 0.090507 0.815780 11.00000 -1.20000
AFIX 0
C4 1 0.588781 0.053497 0.826915 11.00000 0.01537 0.02035 =
0.01145 -0.00382 0.00265 -0.00135
AFIX 13
H4 2 0.500490 0.071104 0.845441 11.00000 -1.20000
AFIX 0
C5 1 0.645307 -0.007844 0.888956 11.00000 0.01875 0.01466 =
0.02157 -0.00181 0.00597 -0.00400
AFIX 23
H5A 2 0.727941 -0.027482 0.867121 11.00000 -1.20000
H5B 2 0.569454 -0.042182 0.882715 11.00000 -1.20000
AFIX 0
C6 1 0.691473 0.013299 0.993914 11.00000 0.02178 0.01905 =
0.01738 0.00412 0.00517 -0.00082
AFIX 23
H6A 2 0.607313 0.030114 1.016895 11.00000 -1.20000
H6B 2 0.729496 -0.025955 1.032475 11.00000 -1.20000
AFIX 0
C7 1 0.806944 0.068159 1.005231 11.00000 0.01917 0.01840 =
0.00910 -0.00031 0.00300 0.00179
AFIX 13
H7 2 0.895227 0.049127 0.988384 11.00000 -1.20000
AFIX 0
C8 1 0.761492 0.132681 0.943724 11.00000 0.01322 0.01417 =
0.01291 -0.00074 0.00251 0.00032
C9 1 0.905146 0.174248 0.949388 11.00000 0.01666 0.01742 =
0.01334 -0.00125 -0.00094 0.00096
AFIX 23
H9B 2 0.939321 0.184763 1.016993 11.00000 -1.20000
H9A 2 0.975188 0.142437 0.932565 11.00000 -1.20000
AFIX 0
C10 1 0.923783 0.241121 0.894358 11.00000 0.01544 0.01705 =
0.01622 -0.00246 0.00101 -0.00024
AFIX 13
H10 2 1.018102 0.259045 0.928094 11.00000 -1.20000
AFIX 0
C11 1 0.936958 0.240487 0.784906 11.00000 0.01533 0.01850 =
0.01792 -0.00104 0.00389 -0.00388
AFIX 13
H11 2 1.003626 0.278213 0.780053 11.00000 -1.20000
AFIX 0
C12 1 1.020806 0.177756 0.765708 11.00000 0.01600 0.02050 =
0.01699 -0.00043 0.00670 -0.00062
C13 1 0.958826 0.128651 0.706992 11.00000 0.01760 0.01782 =
0.01619 0.00147 0.00706 0.00304
AFIX 43
H13 2 1.015617 0.091081 0.698887 11.00000 -1.20000
AFIX 0
C14 1 0.803704 0.129641 0.652928 11.00000 0.01997 0.01557 =
0.01182 -0.00007 0.00588 0.00011
AFIX 23
H14A 2 0.758134 0.086366 0.661678 11.00000 -1.20000
H14B 2 0.802086 0.135141 0.584817 11.00000 -1.20000
AFIX 0
C15 1 0.803744 0.253381 0.699725 11.00000 0.01703 0.01526 =
0.01413 0.00054 0.00402 -0.00005
C16 1 0.708373 0.314550 0.713596 11.00000 0.02174 0.01879 =
0.01523 0.00275 0.00026 0.00281
AFIX 137
H16B 2 0.644715 0.325483 0.653509 11.00000 -1.50000
H16C 2 0.769512 0.352996 0.735521 11.00000 -1.50000
H16A 2 0.651166 0.303477 0.760445 11.00000 -1.50000
AFIX 0
C17 1 0.864951 0.270297 0.609966 11.00000 0.02480 0.01866 =
0.02065 0.00091 0.00793 -0.00295
AFIX 137
H17A 2 0.937723 0.237303 0.602904 11.00000 -1.50000
H17B 2 0.908004 0.314866 0.616784 11.00000 -1.50000
H17C 2 0.787376 0.269293 0.554119 11.00000 -1.50000
AFIX 0
C18 1 1.179626 0.174068 0.814211 11.00000 0.01842 0.02818 =
0.02625 -0.00485 0.00522 0.00045
AFIX 137
H18B 2 1.219316 0.131131 0.799796 11.00000 -1.50000
H18C 2 1.188707 0.178318 0.882543 11.00000 -1.50000
H18A 2 1.231997 0.210407 0.791184 11.00000 -1.50000
AFIX 0
C19 1 0.646122 0.172238 0.984316 11.00000 0.01993 0.01875 =
0.01400 0.00031 0.00324 0.00159
AFIX 137
H19C 2 0.614944 0.211120 0.944402 11.00000 -1.50000
H19A 2 0.687313 0.187121 1.048522 11.00000 -1.50000
H19B 2 0.563942 0.143218 0.985415 11.00000 -1.50000
AFIX 0
O20 3 0.497325 0.172778 0.743032 11.00000 0.01369 0.02645 =
0.01190 0.00318 0.00114 0.00361
C21 1 0.464568 0.184886 0.649271 11.00000 0.01949 0.01734 =
0.01674 0.00184 0.00411 -0.00030
O22 3 0.583268 0.194625 0.612134 11.00000 0.01516 0.02252 =
0.01237 0.00237 0.00074 0.00004
O23 3 0.341900 0.186959 0.602806 11.00000 0.01566 0.03753 =
0.01894 0.00771 -0.00141 0.00075
O24 3 0.841157 0.090124 1.105833 11.00000 0.01974 0.01970 =
0.01006 0.00042 0.00115 0.00426
C25 1 0.938053 0.052743 1.167311 11.00000 0.01592 0.01494 =
0.01544 0.00340 0.00334 -0.00050
O26 3 1.000069 0.003706 1.143109 11.00000 0.02951 0.02250 =
0.01787 -0.00042 0.00226 0.01017
C27 1 0.961190 0.078731 1.267312 11.00000 0.01728 0.01388 =
0.01518 0.00238 0.00416 -0.00237
C28 1 0.875353 0.130064 1.295082 11.00000 0.01754 0.02418 =
0.01578 0.00182 0.00210 0.00223
AFIX 43
H28 2 0.797873 0.148376 1.250782 11.00000 -1.20000
AFIX 0
C29 1 0.906181 0.153580 1.388957 11.00000 0.02410 0.03168 =
0.02032 -0.00270 0.00596 0.00706
AFIX 43
H29 2 0.849130 0.187765 1.407743 11.00000 -1.20000
AFIX 0
C30 1 1.021360 0.126497 1.454912 11.00000 0.02677 0.02931 =
0.01346 -0.00267 0.00447 -0.00495
AFIX 43
H30 2 1.041700 0.142750 1.517761 11.00000 -1.20000
AFIX 0
C31 1 1.106323 0.075521 1.428116 11.00000 0.02274 0.02350 =
0.01949 0.00498 -0.00099 -0.00105
AFIX 43
H31 2 1.183170 0.057113 1.472830 11.00000 -1.20000
AFIX 0
C32 1 1.076526 0.051937 1.334304 11.00000 0.02214 0.01555 =
0.01812 0.00097 0.00315 0.00056
AFIX 43
H32 2 1.134234 0.017851 1.315959 11.00000 -1.20000
AFIX 0
O33 3 0.822697 0.292776 0.906649 11.00000 0.02507 0.01871 =
0.01625 -0.00283 0.00460 0.00414
AFIX 147
H33 2 0.827121 0.299253 0.964234 11.00000 -1.50000
AFIX 0
O34 3 0.556982 0.035441 0.726901 11.00000 0.01658 0.02483 =
0.01396 -0.00504 0.00042 -0.00462
C35 1 0.412890 0.010808 0.693948 11.00000 0.01831 0.03042 =
0.01963 -0.00698 0.00070 -0.00417
AFIX 23
H35A 2 0.395670 -0.028107 0.732235 11.00000 -1.20000
H35B 2 0.343027 0.046026 0.700748 11.00000 -1.20000
AFIX 0
O36 3 0.395271 -0.007789 0.599392 11.00000 0.02925 0.02879 =
0.02492 -0.00491 -0.00308 0.00120
C37 1 0.471486 -0.069651 0.587149 11.00000 0.03283 0.02549 =
0.03555 -0.01030 0.00559 -0.00261
AFIX 137
H37C 2 0.573858 -0.063679 0.612617 11.00000 -1.50000
H37A 2 0.456571 -0.080543 0.519928 11.00000 -1.50000
H37B 2 0.434944 -0.106058 0.620722 11.00000 -1.50000
AFIX 0
HKLF 4
REM mo_141219Oishi_0ma in P2(1)/n
REM R1 = 0.0428 for 3212 Fo > 4sig(Fo) and 0.0733 for all 4480 data
REM 340 parameters refined using 0 restraints
END
WGHT 0.0435 1.4475
REM Highest difference peak 0.511, deepest hole -0.212, 1-sigma level 0.050
Q1 1 0.4464 -0.0588 0.6813 11.00000 0.05 0.51
Q2 1 0.7887 0.1047 0.9778 11.00000 0.05 0.28
Q3 1 0.8265 0.1490 0.9387 11.00000 0.05 0.26
Q4 1 0.7278 0.1230 0.8949 11.00000 0.05 0.26
Q5 1 0.7740 0.2185 0.6966 11.00000 0.05 0.24
;
data_C
_database_code_depnum_ccdc_archive 'CCDC 1057985'
_chemical_name_systematic
;\
(+-)-(1SR,5SR,6SR,7SR,10SR,11SR,\
14SR)-7-Methoxymethoxy-11,15,18,18-tetramethyl-3,13-dioxo-2,4-\
dioxatetracyclo[12.3.1.0^1,5^.0^6,11^]octadec-15-en-10-yl benzoate
;
_chemical_name_common ?
_chemical_formula_moiety 'C29 H36 O8'
_chemical_formula_sum 'C29 H36 O8'
_chemical_formula_iupac 'C29 H36 O8'
_chemical_formula_weight 512.59
_chemical_melting_point 512.2
_space_group_crystal_system monoclinic
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 13.2416(8)
_cell_length_b 13.1779(8)
_cell_length_c 15.2428(8)
_cell_angle_alpha 90
_cell_angle_beta 109.387(2)
_cell_angle_gamma 90
_cell_volume 2509.0(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 6186
_cell_measurement_theta_min 2.83
_cell_measurement_theta_max 24.92
_cell_measurement_temperature 90.0
_exptl_crystal_description plate
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.220
_exptl_crystal_size_mid 0.140
_exptl_crystal_size_min 0.090
_exptl_crystal_density_diffrn 1.357
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1096
_exptl_absorpt_coefficient_mu 0.098
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_absorpt_correction_T_min 0.92
_exptl_absorpt_correction_T_max 0.99
_exptl_special_details
;
M.p. 510.7--512.2 K (not corrected); IR (film) 2934, 1804, 1718, 1689,
1668, 1272, 1230, 1108, 1058, 732, 713 cm^-1^; ^1^H NMR (500 MHz, CDCl~3~)
\d (p.p.m.) 8.05--8.98 (m, 2H), 7.62--7.56 (m, 1H), 7.49--7.43 (m, 2H),
5.73 (bs, 1H), 4.79 (d, J = 6.9 Hz, 1H), 4.76 (dd, J = 11.0, 4.0
Hz, 1H), 4.60 (d, J = 6.9 Hz, 1H), 4.22 (d, J = 3.4 Hz, 1H),
3.62 (ddd, J = 10.6, 10.3, 5.2 Hz, 1H), 3.37 (s, 3H), 3.00 (bd,
J = 17.0 Hz, 1H), 2.61 (d, J = 10.9 Hz, 1H), 2.51 (d, J =
17.0 Hz, 1H), 2.47 (s, 1H), 2.42--2.35 (m, 1H), 2.33 (dd, J = 10.6, 3.4
Hz, 1H), 2.13 (d, J = 10.9 Hz, 1H), 1.95--1.88 (m, 1H), 1.71 (s, 3H),
1.71--1.52 (m, 2H), 1.27 (s, 3H), 1.17 (s, 3H), 1.16 (s, 3H); ^13^C NMR (125
MHz, CDCl~3~) \d (p.p.m.) 211.2 (C), 165.9 (C), 153.7 (C), 135.8 (C),
133.5 (CH), 129.8 (C), 129.7 (CH), 128.7 (CH), 122.6 (CH), 97.8 (CH~2~), 87.0
(C), 79.3 (CH), 79.0 (CH), 74.7 (CH), 65.7 (CH), 56.0 (CH~3~), 51.2 (CH~2~),
48.0 (CH), 47.1 (C), 44.1 (C), 31.9 (CH~2~), 31.2 (CH~2~), 25.1 (CH~3~), 24.6
(CH~3~), 24.6 (CH~2~), 19.3 (CH~3~), 12.3 (CH~3~); LRMS (EI) m/z 512
(M^+^, 5%), 346 (9), 302 (7), 121 (28), 105 (100), 77 (55); HRMS (EI)
m/z calcd for C~29~H~36~O~8~^+^ [M]^+^ 512.2410, found 514.2408.
;
_diffrn_ambient_temperature 90.0
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'multilayered confocal mirror'
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number 22512
_diffrn_reflns_av_R_equivalents 0.0627
_diffrn_reflns_av_sigmaI/netI ?
_diffrn_reflns_theta_min 2.35
_diffrn_reflns_theta_max 25.02
_diffrn_reflns_theta_full 25.02
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 18
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_% ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F^2^, conventional
R-factors R are based on F, with F set to zero for
negative F^2^. The threshold expression of F^2^ >
\s(F^2^) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F^2^ are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
Problematic two reflections with |I(obs)-I(calc)|/\sW(I)
greater than 10 (1 1 0 and 11 4 3) have been omitted in the final refinement.
;
_reflns_number_total 4395
_reflns_number_gt 3050
_reflns_threshold_expression 'I > 2\s(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0832
_refine_ls_R_factor_gt 0.0439
_refine_ls_wR_factor_gt 0.0884
_refine_ls_wR_factor_ref 0.1050
_refine_ls_goodness_of_fit_ref 0.962
_refine_ls_restrained_S_all 0.962
_refine_ls_number_reflns 4395
_refine_ls_number_parameters 339
_refine_ls_number_restraints 0
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+2.2049P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.288
_refine_diff_density_min -0.245
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
publCif (Westrip, 2010) and PLATON (Spek, 2009)
;
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.81842(17) 0.32712(17) 0.49210(14) 0.0156(5) Uani d 1 . .
C C2 0.83265(18) 0.43504(17) 0.53612(14) 0.0157(5) Uani d 1 . .
H H2 0.8939 0.4312 0.5959 0.019 Uiso calc 1 . .
C C3 0.73832(17) 0.48566(16) 0.55835(14) 0.0141(5) Uani d 1 . .
H H3 0.6787 0.435 0.5422 0.017 Uiso calc 1 . .
C C4 0.69530(17) 0.58009(17) 0.49830(14) 0.0151(5) Uani d 1 . .
H H4 0.7551 0.629 0.5048 0.018 Uiso calc 1 . .
C C5 0.60735(18) 0.63170(17) 0.52421(14) 0.0186(5) Uani d 1 . .
H H5A 0.543 0.5879 0.5055 0.022 Uiso calc 1 . .
H H5B 0.5884 0.6962 0.4894 0.022 Uiso calc 1 . .
C C6 0.63941(18) 0.65384(17) 0.62826(14) 0.0191(5) Uani d 1 . .
H H6A 0.699 0.7034 0.6466 0.023 Uiso calc 1 . .
H H6B 0.578 0.6834 0.6427 0.023 Uiso calc 1 . .
C C7 0.67390(18) 0.55614(17) 0.68165(13) 0.0152(5) Uani d 1 . .
H H7 0.6122 0.5078 0.6641 0.018 Uiso calc 1 . .
C C8 0.77033(17) 0.50500(16) 0.66456(14) 0.0144(5) Uani d 1 . .
C C9 0.78727(18) 0.40213(17) 0.71791(14) 0.0170(5) Uani d 1 . .
H H9B 0.8022 0.4176 0.7846 0.02 Uiso calc 1 . .
H H9A 0.7185 0.3648 0.6963 0.02 Uiso calc 1 . .
C C10 0.87422(19) 0.33035(17) 0.71100(14) 0.0176(5) Uani d 1 . .
C C11 0.84777(17) 0.23989(17) 0.64233(14) 0.0169(5) Uani d 1 . .
H H11 0.8853 0.1799 0.6791 0.02 Uiso calc 1 . .
C C12 0.72983(18) 0.21357(17) 0.60918(15) 0.0170(5) Uani d 1 . .
C C13 0.66633(18) 0.23789(17) 0.52443(15) 0.0179(5) Uani d 1 . .
H H13 0.5922 0.2228 0.5084 0.021 Uiso calc 1 . .
C C14 0.70379(17) 0.28774(17) 0.45229(14) 0.0175(5) Uani d 1 . .
H H14A 0.6555 0.3451 0.4243 0.021 Uiso calc 1 . .
H H14B 0.6994 0.2383 0.4023 0.021 Uiso calc 1 . .
C C15 0.89166(17) 0.24989(17) 0.55936(14) 0.0177(5) Uani d 1 . .
C C16 1.00975(18) 0.28215(18) 0.59015(16) 0.0209(5) Uani d 1 . .
H H16A 1.0171 0.3507 0.6165 0.031 Uiso calc 1 . .
H H16B 1.0346 0.2816 0.5363 0.031 Uiso calc 1 . .
H H16C 1.0528 0.2347 0.6373 0.031 Uiso calc 1 . .
C C17 0.88509(19) 0.14530(17) 0.51289(16) 0.0221(6) Uani d 1 . .
H H17C 0.9039 0.152 0.4562 0.033 Uiso calc 1 . .
H H17A 0.8121 0.1188 0.497 0.033 Uiso calc 1 . .
H H17B 0.9351 0.0985 0.5559 0.033 Uiso calc 1 . .
C C18 0.69208(19) 0.15857(18) 0.67848(15) 0.0222(6) Uani d 1 . .
H H18B 0.6144 0.1488 0.6528 0.033 Uiso calc 1 . .
H H18C 0.7096 0.1985 0.7358 0.033 Uiso calc 1 . .
H H18A 0.7275 0.0924 0.6922 0.033 Uiso calc 1 . .
C C19 0.87058(18) 0.57156(17) 0.70192(15) 0.0186(5) Uani d 1 . .
H H19A 0.8809 0.5905 0.7665 0.028 Uiso calc 1 . .
H H19B 0.8617 0.633 0.6639 0.028 Uiso calc 1 . .
H H19C 0.9332 0.5337 0.6992 0.028 Uiso calc 1 . .
O O20 0.86805(11) 0.49630(11) 0.47260(9) 0.0165(4) Uani d 1 . .
C C21 0.87791(17) 0.43902(18) 0.40303(15) 0.0169(5) Uani d 1 . .
O O22 0.85523(12) 0.34137(12) 0.41269(10) 0.0187(4) Uani d 1 . .
O O23 0.90357(12) 0.47131(12) 0.34036(10) 0.0224(4) Uani d 1 . .
O O24 0.70651(11) 0.57550(11) 0.78110(9) 0.0170(4) Uani d 1 . .
C C25 0.63110(18) 0.57567(16) 0.82216(15) 0.0146(5) Uani d 1 . .
O O26 0.53686(12) 0.56418(12) 0.78106(10) 0.0203(4) Uani d 1 . .
C C27 0.67949(18) 0.58868(16) 0.92408(14) 0.0150(5) Uani d 1 . .
C C28 0.61586(19) 0.57355(17) 0.97941(15) 0.0212(5) Uani d 1 . .
H H28 0.5422 0.5574 0.9515 0.025 Uiso calc 1 . .
C C29 0.6597(2) 0.58201(18) 1.07519(15) 0.0237(6) Uani d 1 . .
H H29 0.6161 0.5712 1.1128 0.028 Uiso calc 1 . .
C C30 0.7661(2) 0.60592(18) 1.11608(16) 0.0255(6) Uani d 1 . .
H H30 0.796 0.6109 1.1818 0.031 Uiso calc 1 . .
C C31 0.8296(2) 0.62271(18) 1.06145(16) 0.0250(6) Uani d 1 . .
H H31 0.9028 0.6403 1.0896 0.03 Uiso calc 1 . .
C C32 0.78646(19) 0.61393(18) 0.96603(15) 0.0215(5) Uani d 1 . .
H H32 0.8304 0.6253 0.9288 0.026 Uiso calc 1 . .
O O33 0.96560(13) 0.34029(12) 0.76362(10) 0.0236(4) Uani d 1 . .
O O34 0.65380(12) 0.54447(11) 0.40409(9) 0.0182(4) Uani d 1 . .
C C35 0.67590(19) 0.60542(18) 0.33721(15) 0.0214(6) Uani d 1 . .
H H35A 0.7532 0.6218 0.3592 0.026 Uiso calc 1 . .
H H35B 0.6603 0.566 0.2789 0.026 Uiso calc 1 . .
O O36 0.61766(12) 0.69614(11) 0.31770(10) 0.0200(4) Uani d 1 . .
C C37 0.50654(18) 0.68122(18) 0.27053(16) 0.0243(6) Uani d 1 . .
H H37B 0.4746 0.647 0.312 0.036 Uiso calc 1 . .
H H37C 0.4967 0.6393 0.2152 0.036 Uiso calc 1 . .
H H37A 0.4717 0.7471 0.2518 0.036 Uiso calc 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0189(13) 0.0175(13) 0.0133(11) 0.0015(10) 0.0092(10) -0.0016(9)
C2 0.0189(13) 0.0148(13) 0.0149(11) -0.0009(10) 0.0079(10) 0.0026(9)
C3 0.0149(12) 0.0126(12) 0.0152(11) -0.0002(10) 0.0056(9) -0.0016(9)
C4 0.0166(12) 0.0147(13) 0.0130(11) -0.0004(10) 0.0037(10) -0.0012(9)
C5 0.0216(13) 0.0163(13) 0.0183(11) 0.0057(10) 0.0071(10) 0.0028(10)
C6 0.0228(13) 0.0159(13) 0.0212(12) 0.0041(10) 0.0109(10) -0.0006(10)
C7 0.0192(12) 0.0160(13) 0.0112(11) -0.0035(10) 0.0061(10) -0.0036(9)
C8 0.0154(12) 0.0156(13) 0.0129(11) -0.0015(10) 0.0058(9) -0.0010(9)
C9 0.0199(13) 0.0170(13) 0.0150(11) 0.0001(10) 0.0070(10) -0.0003(9)
C10 0.0209(14) 0.0182(13) 0.0137(11) -0.0007(11) 0.0055(11) 0.0052(10)
C11 0.0187(13) 0.0134(13) 0.0178(11) 0.0010(10) 0.0049(10) 0.0024(9)
C12 0.0197(13) 0.0128(13) 0.0201(12) -0.0010(10) 0.0089(10) -0.0034(10)
C13 0.0180(13) 0.0132(13) 0.0226(12) -0.0012(10) 0.0070(10) -0.0040(10)
C14 0.0192(13) 0.0151(13) 0.0154(11) 0.0009(10) 0.0021(10) -0.0013(9)
C15 0.0191(13) 0.0144(13) 0.0197(12) 0.0023(10) 0.0066(10) -0.0003(10)
C16 0.0204(13) 0.0179(14) 0.0257(12) 0.0051(10) 0.0094(10) 0.0026(10)
C17 0.0260(14) 0.0167(14) 0.0252(12) 0.0024(11) 0.0106(11) -0.0014(10)
C18 0.0242(14) 0.0209(14) 0.0229(12) -0.0011(11) 0.0096(11) -0.0002(10)
C19 0.0205(13) 0.0180(13) 0.0181(11) -0.0001(10) 0.0074(10) -0.0028(10)
O20 0.0199(9) 0.0152(9) 0.0177(8) -0.0015(7) 0.0109(7) -0.0013(7)
C21 0.0127(12) 0.0184(14) 0.0175(12) 0.0024(10) 0.0022(10) -0.0007(10)
O22 0.0258(9) 0.0165(9) 0.0177(8) -0.0001(7) 0.0122(7) -0.0014(7)
O23 0.0254(9) 0.0267(10) 0.0201(8) -0.0039(8) 0.0139(7) 0.0004(7)
O24 0.0194(9) 0.0194(9) 0.0139(7) -0.0010(7) 0.0079(7) -0.0032(6)
C25 0.0171(13) 0.0079(12) 0.0222(12) 0.0014(10) 0.0109(11) 0.0004(9)
O26 0.0175(10) 0.0225(10) 0.0211(8) -0.0019(7) 0.0066(7) -0.0029(7)
C27 0.0199(13) 0.0108(12) 0.0146(11) 0.0022(10) 0.0061(10) 0.0003(9)
C28 0.0256(14) 0.0157(13) 0.0235(12) 0.0022(11) 0.0098(11) 0.0009(10)
C29 0.0333(16) 0.0241(15) 0.0172(12) 0.0041(12) 0.0129(12) 0.0027(10)
C30 0.0390(16) 0.0196(14) 0.0150(12) 0.0049(12) 0.0052(12) 0.0012(10)
C31 0.0263(14) 0.0230(15) 0.0220(13) -0.0033(11) 0.0029(11) -0.0035(10)
C32 0.0243(14) 0.0214(14) 0.0212(12) -0.0008(11) 0.0106(11) -0.0026(10)
O33 0.0205(10) 0.0264(10) 0.0200(8) 0.0017(8) 0.0016(8) -0.0005(7)
O34 0.0248(9) 0.0179(9) 0.0124(7) 0.0017(7) 0.0068(7) 0.0018(6)
C35 0.0241(14) 0.0254(15) 0.0162(12) 0.0067(11) 0.0087(11) 0.0051(10)
O36 0.0203(9) 0.0162(9) 0.0221(8) -0.0005(7) 0.0052(7) 0.0047(7)
C37 0.0200(14) 0.0243(15) 0.0275(13) 0.0014(11) 0.0065(11) 0.0056(11)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O22 . 1.459(2) ?
C1 C14 . 1.526(3) ?
C1 C15 . 1.539(3) ?
C1 C2 . 1.557(3) ?
C2 O20 . 1.453(2) ?
C2 C3 . 1.550(3) ?
C2 H2 . 1.0 ?
C3 C4 . 1.538(3) ?
C3 C8 . 1.552(3) ?
C3 H3 . 1.0 ?
C4 O34 . 1.435(2) ?
C4 C5 . 1.510(3) ?
C4 H4 . 1.0 ?
C5 C6 . 1.528(3) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.510(3) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 O24 . 1.454(2) ?
C7 C8 . 1.540(3) ?
C7 H7 . 1.0 ?
C8 C19 . 1.534(3) ?
C8 C9 . 1.558(3) ?
C9 C10 . 1.521(3) ?
C9 H9B . 0.99 ?
C9 H9A . 0.99 ?
C10 O33 . 1.217(3) ?
C10 C11 . 1.548(3) ?
C11 C12 . 1.514(3) ?
C11 C15 . 1.563(3) ?
C11 H11 . 1.0 ?
C12 C13 . 1.326(3) ?
C12 C18 . 1.497(3) ?
C13 C14 . 1.500(3) ?
C13 H13 . 0.95 ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C16 . 1.536(3) ?
C15 C17 . 1.539(3) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C18 H18A . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
O20 C21 . 1.343(3) ?
C21 O23 . 1.193(2) ?
C21 O22 . 1.341(3) ?
O24 C25 . 1.343(2) ?
C25 O26 . 1.206(3) ?
C25 C27 . 1.481(3) ?
C27 C32 . 1.387(3) ?
C27 C28 . 1.390(3) ?
C28 C29 . 1.385(3) ?
C28 H28 . 0.95 ?
C29 C30 . 1.374(3) ?
C29 H29 . 0.95 ?
C30 C31 . 1.384(3) ?
C30 H30 . 0.95 ?
C31 C32 . 1.380(3) ?
C31 H31 . 0.95 ?
C32 H32 . 0.95 ?
O34 C35 . 1.403(3) ?
C35 O36 . 1.400(3) ?
C35 H35A . 0.99 ?
C35 H35B . 0.99 ?
O36 C37 . 1.421(3) ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C37 H37A . 0.98 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O22 C1 C14 . . 106.01(16) ?
O22 C1 C15 . . 109.12(17) ?
C14 C1 C15 . . 111.33(18) ?
O22 C1 C2 . . 102.36(16) ?
C14 C1 C2 . . 116.36(18) ?
C15 C1 C2 . . 110.96(17) ?
O20 C2 C3 . . 111.62(17) ?
O20 C2 C1 . . 103.89(15) ?
C3 C2 C1 . . 119.76(18) ?
O20 C2 H2 . . 107.0 ?
C3 C2 H2 . . 107.0 ?
C1 C2 H2 . . 107.0 ?
C4 C3 C2 . . 112.61(17) ?
C4 C3 C8 . . 114.01(17) ?
C2 C3 C8 . . 109.74(17) ?
C4 C3 H3 . . 106.7 ?
C2 C3 H3 . . 106.7 ?
C8 C3 H3 . . 106.7 ?
O34 C4 C5 . . 109.67(17) ?
O34 C4 C3 . . 105.90(17) ?
C5 C4 C3 . . 111.98(17) ?
O34 C4 H4 . . 109.7 ?
C5 C4 H4 . . 109.7 ?
C3 C4 H4 . . 109.7 ?
C4 C5 C6 . . 112.64(18) ?
C4 C5 H5A . . 109.1 ?
C6 C5 H5A . . 109.1 ?
C4 C5 H5B . . 109.1 ?
C6 C5 H5B . . 109.1 ?
H5A C5 H5B . . 107.8 ?
C7 C6 C5 . . 109.07(18) ?
C7 C6 H6A . . 109.9 ?
C5 C6 H6A . . 109.9 ?
C7 C6 H6B . . 109.9 ?
C5 C6 H6B . . 109.9 ?
H6A C6 H6B . . 108.3 ?
O24 C7 C6 . . 110.13(17) ?
O24 C7 C8 . . 106.08(16) ?
C6 C7 C8 . . 113.65(17) ?
O24 C7 H7 . . 109.0 ?
C6 C7 H7 . . 109.0 ?
C8 C7 H7 . . 109.0 ?
C19 C8 C7 . . 110.53(18) ?
C19 C8 C3 . . 112.58(17) ?
C7 C8 C3 . . 107.06(16) ?
C19 C8 C9 . . 110.29(17) ?
C7 C8 C9 . . 106.03(17) ?
C3 C8 C9 . . 110.09(17) ?
C10 C9 C8 . . 119.09(18) ?
C10 C9 H9B . . 107.5 ?
C8 C9 H9B . . 107.5 ?
C10 C9 H9A . . 107.5 ?
C8 C9 H9A . . 107.5 ?
H9B C9 H9A . . 107.0 ?
O33 C10 C9 . . 119.8(2) ?
O33 C10 C11 . . 118.8(2) ?
C9 C10 C11 . . 121.29(19) ?
C12 C11 C10 . . 112.27(18) ?
C12 C11 C15 . . 111.64(17) ?
C10 C11 C15 . . 114.89(18) ?
C12 C11 H11 . . 105.7 ?
C10 C11 H11 . . 105.7 ?
C15 C11 H11 . . 105.7 ?
C13 C12 C18 . . 123.5(2) ?
C13 C12 C11 . . 121.4(2) ?
C18 C12 C11 . . 115.12(18) ?
C12 C13 C14 . . 124.3(2) ?
C12 C13 H13 . . 117.9 ?
C14 C13 H13 . . 117.9 ?
C13 C14 C1 . . 112.63(17) ?
C13 C14 H14A . . 109.1 ?
C1 C14 H14A . . 109.1 ?
C13 C14 H14B . . 109.1 ?
C1 C14 H14B . . 109.1 ?
H14A C14 H14B . . 107.8 ?
C16 C15 C1 . . 111.91(18) ?
C16 C15 C17 . . 106.55(18) ?
C1 C15 C17 . . 111.04(18) ?
C16 C15 C11 . . 112.98(17) ?
C1 C15 C11 . . 105.87(17) ?
C17 C15 C11 . . 108.51(18) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C17 H17C . . 109.5 ?
C15 C17 H17A . . 109.5 ?
H17C C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
H17C C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C18 H18B . . 109.5 ?
C12 C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C12 C18 H18A . . 109.5 ?
H18B C18 H18A . . 109.5 ?
H18C C18 H18A . . 109.5 ?
C8 C19 H19A . . 109.5 ?
C8 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C8 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 O20 C2 . . 110.57(17) ?
O23 C21 O22 . . 124.3(2) ?
O23 C21 O20 . . 124.0(2) ?
O22 C21 O20 . . 111.64(18) ?
C21 O22 C1 . . 111.30(16) ?
C25 O24 C7 . . 118.46(17) ?
O26 C25 O24 . . 123.99(19) ?
O26 C25 C27 . . 124.93(19) ?
O24 C25 C27 . . 111.07(19) ?
C32 C27 C28 . . 119.1(2) ?
C32 C27 C25 . . 122.10(19) ?
C28 C27 C25 . . 118.8(2) ?
C29 C28 C27 . . 120.1(2) ?
C29 C28 H28 . . 120.0 ?
C27 C28 H28 . . 120.0 ?
C30 C29 C28 . . 120.3(2) ?
C30 C29 H29 . . 119.8 ?
C28 C29 H29 . . 119.8 ?
C29 C30 C31 . . 120.0(2) ?
C29 C30 H30 . . 120.0 ?
C31 C30 H30 . . 120.0 ?
C32 C31 C30 . . 120.0(2) ?
C32 C31 H31 . . 120.0 ?
C30 C31 H31 . . 120.0 ?
C31 C32 C27 . . 120.5(2) ?
C31 C32 H32 . . 119.7 ?
C27 C32 H32 . . 119.7 ?
C35 O34 C4 . . 115.90(17) ?
O36 C35 O34 . . 114.22(17) ?
O36 C35 H35A . . 108.7 ?
O34 C35 H35A . . 108.7 ?
O36 C35 H35B . . 108.7 ?
O34 C35 H35B . . 108.7 ?
H35A C35 H35B . . 107.6 ?
C35 O36 C37 . . 113.22(18) ?
O36 C37 H37B . . 109.5 ?
O36 C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
O36 C37 H37A . . 109.5 ?
H37B C37 H37A . . 109.5 ?
H37C C37 H37A . . 109.5 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O22 C1 C2 O20 . . . . 3.79(19) ?
C14 C1 C2 O20 . . . . -111.28(19) ?
C15 C1 C2 O20 . . . . 120.08(18) ?
O22 C1 C2 C3 . . . . 129.13(18) ?
C14 C1 C2 C3 . . . . 14.1(3) ?
C15 C1 C2 C3 . . . . -114.6(2) ?
O20 C2 C3 C4 . . . . 7.8(2) ?
C1 C2 C3 C4 . . . . -113.8(2) ?
O20 C2 C3 C8 . . . . -120.39(18) ?
C1 C2 C3 C8 . . . . 118.0(2) ?
C2 C3 C4 O34 . . . . 63.5(2) ?
C8 C3 C4 O34 . . . . -170.62(16) ?
C2 C3 C4 C5 . . . . -177.00(18) ?
C8 C3 C4 C5 . . . . -51.1(2) ?
O34 C4 C5 C6 . . . . 169.18(18) ?
C3 C4 C5 C6 . . . . 51.9(3) ?
C4 C5 C6 C7 . . . . -55.8(2) ?
C5 C6 C7 O24 . . . . 179.09(17) ?
C5 C6 C7 C8 . . . . 60.2(2) ?
O24 C7 C8 C19 . . . . -55.8(2) ?
C6 C7 C8 C19 . . . . 65.3(2) ?
O24 C7 C8 C3 . . . . -178.79(16) ?
C6 C7 C8 C3 . . . . -57.6(2) ?
O24 C7 C8 C9 . . . . 63.7(2) ?
C6 C7 C8 C9 . . . . -175.17(17) ?
C4 C3 C8 C19 . . . . -69.6(2) ?
C2 C3 C8 C19 . . . . 57.8(2) ?
C4 C3 C8 C7 . . . . 52.1(2) ?
C2 C3 C8 C7 . . . . 179.44(17) ?
C4 C3 C8 C9 . . . . 166.90(18) ?
C2 C3 C8 C9 . . . . -65.7(2) ?
C19 C8 C9 C10 . . . . -63.2(2) ?
C7 C8 C9 C10 . . . . 177.06(18) ?
C3 C8 C9 C10 . . . . 61.6(2) ?
C8 C9 C10 O33 . . . . 86.1(2) ?
C8 C9 C10 C11 . . . . -98.0(2) ?
O33 C10 C11 C12 . . . . 158.08(19) ?
C9 C10 C11 C12 . . . . -17.9(3) ?
O33 C10 C11 C15 . . . . -72.9(3) ?
C9 C10 C11 C15 . . . . 111.1(2) ?
C10 C11 C12 C13 . . . . 104.9(2) ?
C15 C11 C12 C13 . . . . -25.8(3) ?
C10 C11 C12 C18 . . . . -75.4(2) ?
C15 C11 C12 C18 . . . . 153.96(19) ?
C18 C12 C13 C14 . . . . -176.4(2) ?
C11 C12 C13 C14 . . . . 3.3(3) ?
C12 C13 C14 C1 . . . . -11.5(3) ?
O22 C1 C14 C13 . . . . 161.48(17) ?
C15 C1 C14 C13 . . . . 42.9(2) ?
C2 C1 C14 C13 . . . . -85.5(2) ?
O22 C1 C15 C16 . . . . 55.9(2) ?
C14 C1 C15 C16 . . . . 172.61(17) ?
C2 C1 C15 C16 . . . . -56.1(2) ?
O22 C1 C15 C17 . . . . -63.0(2) ?
C14 C1 C15 C17 . . . . 53.7(2) ?
C2 C1 C15 C17 . . . . -175.02(17) ?
O22 C1 C15 C11 . . . . 179.44(16) ?
C14 C1 C15 C11 . . . . -63.9(2) ?
C2 C1 C15 C11 . . . . 67.4(2) ?
C12 C11 C15 C16 . . . . 176.93(18) ?
C10 C11 C15 C16 . . . . 47.6(3) ?
C12 C11 C15 C1 . . . . 54.1(2) ?
C10 C11 C15 C1 . . . . -75.2(2) ?
C12 C11 C15 C17 . . . . -65.1(2) ?
C10 C11 C15 C17 . . . . 165.54(18) ?
C3 C2 O20 C21 . . . . -131.96(18) ?
C1 C2 O20 C21 . . . . -1.6(2) ?
C2 O20 C21 O23 . . . . 178.3(2) ?
C2 O20 C21 O22 . . . . -1.6(2) ?
O23 C21 O22 C1 . . . . -175.5(2) ?
O20 C21 O22 C1 . . . . 4.4(2) ?
C14 C1 O22 C21 . . . . 117.38(19) ?
C15 C1 O22 C21 . . . . -122.62(19) ?
C2 C1 O22 C21 . . . . -5.0(2) ?
C6 C7 O24 C25 . . . . 86.3(2) ?
C8 C7 O24 C25 . . . . -150.29(18) ?
C7 O24 C25 O26 . . . . -2.7(3) ?
C7 O24 C25 C27 . . . . 175.64(17) ?
O26 C25 C27 C32 . . . . -171.9(2) ?
O24 C25 C27 C32 . . . . 9.8(3) ?
O26 C25 C27 C28 . . . . 9.1(3) ?
O24 C25 C27 C28 . . . . -169.24(19) ?
C32 C27 C28 C29 . . . . -1.1(3) ?
C25 C27 C28 C29 . . . . 177.9(2) ?
C27 C28 C29 C30 . . . . 0.4(3) ?
C28 C29 C30 C31 . . . . 0.7(4) ?
C29 C30 C31 C32 . . . . -1.0(4) ?
C30 C31 C32 C27 . . . . 0.2(4) ?
C28 C27 C32 C31 . . . . 0.8(3) ?
C25 C27 C32 C31 . . . . -178.2(2) ?
C5 C4 O34 C35 . . . . 100.2(2) ?
C3 C4 O34 C35 . . . . -138.79(18) ?
C4 O34 C35 O36 . . . . -72.6(2) ?
O34 C35 O36 C37 . . . . -68.7(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C14 H14A O34 . 0.99 2.65 3.479(3) 141.9 no
C31 H31 O33 3_767 0.95 2.35 3.147(3) 141 yes
C19 H19C O23 3_766 0.98 2.43 3.310(3) 149 yes
C16 H16A O23 3_766 0.98 2.56 3.491(3) 158 yes
_shelx_res_checksum 45243
_iucr_refine_instructions_details
;
TITL mo_141219Oishi_2_0m in P2(1)/c
CELL 0.71073 13.2416 13.1779 15.2428 90.000 109.387 90.000
ZERR 4.00 0.0008 0.0008 0.0008 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H O
UNIT 116 144 32
L.S. 4
OMIT 1 1 0
OMIT 11 4 3
ACTA 50
SHEL 20 0.84
BOND $H
FMAP 2
PLAN 5
HTAB C14 O34
EQIV $10 2-x, 1-y, 2-z
EQIV $11 2-x, 1-y, 1-z
EQIV $12 x, 3/2-y, -1/2+z
HTAB C31 O33_$10
HTAB C16 O23_$11
HTAB C19 O23_$11
MPLA 5 O20 C2 C1 O22 C21
MPLA 4 C1 C2 O20 C21 O22
MPLA 4 C14 C13 C12 C11 C15 C1
RTAB dist H2 H16A
RTAB dist C2 C16
RTAB dist O36 C25_$12
SIZE 0.90 0.14 0.22
TEMP -183.000
WGHT 0.037300 2.230700
FVAR 0.13067
MOLE 1
C1 1 0.818415 0.327121 0.492108 11.00000 0.01889 0.01747 =
0.01331 -0.00159 0.00917 0.00146
C2 1 0.832651 0.435043 0.536126 11.00000 0.01889 0.01484 =
0.01491 0.00256 0.00786 -0.00095
AFIX 13
H2 2 0.893916 0.431191 0.595893 11.00000 -1.20000
AFIX 0
C3 1 0.738318 0.485665 0.558348 11.00000 0.01494 0.01255 =
0.01519 -0.00157 0.00562 -0.00017
AFIX 13
H3 2 0.678683 0.435048 0.542158 11.00000 -1.20000
AFIX 0
C4 1 0.695300 0.580091 0.498299 11.00000 0.01660 0.01471 =
0.01298 -0.00118 0.00372 -0.00037
AFIX 13
H4 2 0.755099 0.628998 0.504819 11.00000 -1.20000
AFIX 0
C5 1 0.607346 0.631702 0.524208 11.00000 0.02162 0.01630 =
0.01836 0.00279 0.00711 0.00572
AFIX 23
H5A 2 0.542984 0.587860 0.505488 11.00000 -1.20000
H5B 2 0.588395 0.696243 0.489352 11.00000 -1.20000
AFIX 0
C6 1 0.639408 0.653843 0.628261 11.00000 0.02277 0.01590 =
0.02126 -0.00061 0.01089 0.00409
AFIX 23
H6A 2 0.698976 0.703383 0.646599 11.00000 -1.20000
H6B 2 0.577996 0.683427 0.642670 11.00000 -1.20000
AFIX 0
C7 1 0.673898 0.556144 0.681643 11.00000 0.01919 0.01596 =
0.01122 -0.00355 0.00609 -0.00349
AFIX 13
H7 2 0.612214 0.507770 0.664046 11.00000 -1.20000
AFIX 0
C8 1 0.770329 0.505005 0.664564 11.00000 0.01539 0.01564 =
0.01289 -0.00098 0.00576 -0.00156
C9 1 0.787271 0.402132 0.717912 11.00000 0.01989 0.01703 =
0.01497 -0.00026 0.00697 0.00010
AFIX 23
H9A 2 0.802215 0.417619 0.784584 11.00000 -1.20000
H9B 2 0.718528 0.364796 0.696290 11.00000 -1.20000
AFIX 0
C10 1 0.874223 0.330347 0.711000 11.00000 0.02087 0.01821 =
0.01371 0.00521 0.00555 -0.00071
C11 1 0.847776 0.239893 0.642330 11.00000 0.01864 0.01343 =
0.01786 0.00238 0.00487 0.00102
AFIX 13
H11 2 0.885253 0.179918 0.679068 11.00000 -1.20000
AFIX 0
C12 1 0.729832 0.213570 0.609171 11.00000 0.01972 0.01284 =
0.02012 -0.00341 0.00893 -0.00104
C13 1 0.666331 0.237892 0.524435 11.00000 0.01798 0.01325 =
0.02263 -0.00403 0.00696 -0.00117
AFIX 43
H13 2 0.592250 0.222755 0.508354 11.00000 -1.20000
AFIX 0
C14 1 0.703794 0.287746 0.452288 11.00000 0.01915 0.01507 =
0.01543 -0.00134 0.00209 0.00094
AFIX 23
H14A 2 0.655510 0.345057 0.424296 11.00000 -1.20000
H14B 2 0.699391 0.238261 0.402284 11.00000 -1.20000
AFIX 0
C15 1 0.891660 0.249897 0.559356 11.00000 0.01902 0.01446 =
0.01968 -0.00028 0.00654 0.00229
C16 1 1.009753 0.282150 0.590147 11.00000 0.02036 0.01789 =
0.02567 0.00259 0.00943 0.00508
AFIX 137
H16A 2 1.034637 0.281618 0.536350 11.00000 -1.50000
H16B 2 1.052835 0.234710 0.637284 11.00000 -1.50000
H16C 2 1.017140 0.350703 0.616452 11.00000 -1.50000
AFIX 0
C17 1 0.885091 0.145297 0.512885 11.00000 0.02599 0.01672 =
0.02517 -0.00135 0.01060 0.00244
AFIX 137
H17A 2 0.812071 0.118770 0.497037 11.00000 -1.50000
H17B 2 0.935142 0.098514 0.555875 11.00000 -1.50000
H17C 2 0.903878 0.151999 0.456150 11.00000 -1.50000
AFIX 0
C18 1 0.692080 0.158573 0.678476 11.00000 0.02426 0.02094 =
0.02286 -0.00026 0.00962 -0.00107
AFIX 137
H18A 2 0.614402 0.148832 0.652778 11.00000 -1.50000
H18B 2 0.709610 0.198542 0.735811 11.00000 -1.50000
H18C 2 0.727517 0.092349 0.692203 11.00000 -1.50000
AFIX 0
C19 1 0.870578 0.571561 0.701921 11.00000 0.02047 0.01798 =
0.01806 -0.00282 0.00738 -0.00013
AFIX 137
H19A 2 0.861666 0.633008 0.663879 11.00000 -1.50000
H19B 2 0.933194 0.533708 0.699246 11.00000 -1.50000
H19C 2 0.880910 0.590481 0.766498 11.00000 -1.50000
AFIX 0
O20 3 0.868052 0.496304 0.472598 11.00000 0.01994 0.01524 =
0.01775 -0.00135 0.01088 -0.00154
O22 3 0.855231 0.341365 0.412685 11.00000 0.02579 0.01646 =
0.01769 -0.00144 0.01221 -0.00015
O23 3 0.903566 0.471311 0.340358 11.00000 0.02538 0.02664 =
0.02005 0.00038 0.01394 -0.00389
O24 3 0.706512 0.575498 0.781100 11.00000 0.01935 0.01939 =
0.01390 -0.00318 0.00791 -0.00101
O26 3 0.536858 0.564178 0.781056 11.00000 0.01753 0.02253 =
0.02110 -0.00295 0.00662 -0.00190
O33 3 0.965599 0.340296 0.763624 11.00000 0.02047 0.02644 =
0.02003 -0.00047 0.00164 0.00176
O34 3 0.653803 0.544466 0.404087 11.00000 0.02484 0.01789 =
0.01244 0.00183 0.00685 0.00172
O36 3 0.617655 0.696142 0.317699 11.00000 0.02026 0.01619 =
0.02206 0.00468 0.00521 -0.00044
C37 1 0.506541 0.681218 0.270535 11.00000 0.02004 0.02429 =
0.02755 0.00556 0.00656 0.00140
AFIX 137
H37A 2 0.496677 0.639310 0.215197 11.00000 -1.50000
H37B 2 0.471680 0.747084 0.251827 11.00000 -1.50000
H37C 2 0.474614 0.646965 0.312044 11.00000 -1.50000
AFIX 0
C35 1 0.675904 0.605415 0.337208 11.00000 0.02408 0.02548 =
0.01623 0.00510 0.00866 0.00665
AFIX 23
H35A 2 0.753252 0.621805 0.359209 11.00000 -1.20000
H35B 2 0.660289 0.566043 0.278890 11.00000 -1.20000
AFIX 0
C32 1 0.786457 0.613924 0.966035 11.00000 0.02433 0.02136 =
0.02123 -0.00252 0.01065 -0.00074
AFIX 43
H32 2 0.830373 0.625253 0.928765 11.00000 -1.20000
AFIX 0
C31 1 0.829566 0.622706 1.061450 11.00000 0.02631 0.02300 =
0.02200 -0.00348 0.00291 -0.00331
AFIX 43
H31 2 0.902825 0.640274 1.089630 11.00000 -1.20000
AFIX 0
C30 1 0.766061 0.605919 1.116086 11.00000 0.03906 0.01962 =
0.01500 0.00121 0.00523 0.00491
AFIX 43
H30 2 0.795974 0.610923 1.181850 11.00000 -1.20000
AFIX 0
C29 1 0.659735 0.582011 1.075194 11.00000 0.03331 0.02408 =
0.01718 0.00268 0.01285 0.00410
AFIX 43
H29 2 0.616092 0.571231 1.112792 11.00000 -1.20000
AFIX 0
C28 1 0.615868 0.573550 0.979410 11.00000 0.02559 0.01568 =
0.02352 0.00095 0.00981 0.00219
AFIX 43
H28 2 0.542198 0.557385 0.951485 11.00000 -1.20000
AFIX 0
C27 1 0.679492 0.588680 0.924082 11.00000 0.01989 0.01079 =
0.01456 0.00027 0.00609 0.00217
C25 1 0.631104 0.575668 0.822161 11.00000 0.01708 0.00793 =
0.02218 0.00040 0.01086 0.00134
C21 1 0.877904 0.439023 0.403022 11.00000 0.01266 0.01841 =
0.01756 -0.00075 0.00222 0.00239
HKLF 4
REM mo_141219Oishi_2_0m in P2(1)/c
REM R1 = 0.0439 for 3050 Fo > 4sig(Fo) and 0.0832 for all 4395 data
REM 339 parameters refined using 0 restraints
END
WGHT 0.0364 1.5003
REM Highest difference peak 0.287, deepest hole -0.245, 1-sigma level 0.053
Q1 1 0.6934 0.2630 0.5930 11.00000 0.05 0.29
Q2 1 0.7381 0.5677 0.9504 11.00000 0.05 0.25
Q3 1 0.6591 0.3471 0.3922 11.00000 0.05 0.25
Q4 1 0.7199 0.5350 0.5302 11.00000 0.05 0.23
Q5 1 0.6463 0.5432 0.9337 11.00000 0.05 0.22
;