#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2016-09-28 at 09:58:55 # Using CIFtbx version 3.0.4 1 Sep 2006 # Dictionary name : cif_core.dic # Dictionary vers : 2.4.3 # Request file : c:\wingx\files\archive.reqdat # CIF files read : yz167_1 yz167_1 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_global #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2016-09-28 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #============================================================================== # # SUBMISSION DETAILS # Name and address of author for correspondence _publ_contact_author_name 'Kurpiewska, Katarzyna' _publ_contact_author_address ; Faculty of Chemistry, Jagiellonian University R. Ingardena 3, 30-060 Krakow ; _publ_contact_author_email 'kurpiews@chemia.uj.edu.pl' _publ_contact_author_fax '48126340515' _publ_contact_author_phone '48126632921' _publ_contact_letter ; Submission dated :2016-09-28 Please consider this CIF for submission to the Cambridge Crystallographic Data Centre. I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. This CIF is submitted as a personal communication This CIF is submitted as part of a journal submission ; #============================================================================== # # TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_footnote _publ_author_address ? ? ;? ; #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_yz167_1 _audit_creation_date 2016-09-28T09:58:55-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C16 H30 N6 O4' _chemical_formula_moiety 'C16 H30 N6 O4' _chemical_formula_weight 370.46 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_cell_setting monoclinic _space_group_IT_number 14 _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 22.7944(8) _cell_length_b 7.5374(2) _cell_length_c 12.1001(4) _cell_angle_alpha 90.0 _cell_angle_beta 102.072(4) _cell_angle_gamma 90.0 _cell_volume 2032.94(13) _cell_measurement_temperature 130.00(10) _cell_measurement_reflns_used 6114 _cell_measurement_theta_min 3.5030 _cell_measurement_theta_max 28.0790 _cell_oxdiff_length_a 22.7990(12) _cell_oxdiff_length_b 7.5368(3) _cell_oxdiff_length_c 12.0952(6) _cell_oxdiff_angle_alpha 89.896(4) _cell_oxdiff_angle_beta 101.998(4) _cell_oxdiff_angle_gamma 89.991(4) _cell_oxdiff_volume 2032.94(17) _cell_oxdiff_measurement_reflns_used 6113 _cell_formula_units_Z 4 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour white _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.4 _exptl_crystal_density_diffrn 1.21 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_T_min 0.79125 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 130.00(10) _diffrn_ambient_environment N~2~ _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator mirror _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_detector 'CCD plate' _diffrn_detector_type Atlas _diffrn_detector_area_resol_mean 10.3756 _diffrn_reflns_number 16392 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.9164 _diffrn_reflns_theta_max 28.6222 _diffrn_measured_fraction_theta_max 0.9130 _diffrn_reflns_theta_full 26.3154 _diffrn_measured_fraction_theta_full 0.9978 _reflns_number_total 4756 _reflns_number_gt 3759 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION # #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2sigma(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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0097(8) _refine_ls_number_reflns 4756 _refine_ls_number_parameters 252 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1003 _refine_ls_wR_factor_gt 0.0901 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.263 _refine_diff_density_min -0.183 _refine_diff_density_rms 0.041 #----------------------------------------------------------------------------# # CONSTRAINTS AND RESTRAINTS # #----------------------------------------------------------------------------# #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O13 O 0.62373(4) 0.78428(12) 0.13063(8) 0.0240(2) Uani 1 d . . . O21 O 0.84315(4) 0.98567(13) 0.28039(8) 0.0246(2) Uani 1 d . . . O20 O 0.81308(4) 0.83909(12) 0.11589(8) 0.0260(2) Uani 1 d . . . O12 O 0.61014(4) 1.07864(13) 0.16533(8) 0.0256(2) Uani 1 d . . . N1 N 0.81900(5) 1.14809(14) -0.00273(9) 0.0181(2) Uani 1 d . . . N10 N 0.69091(5) 0.97792(15) 0.10006(10) 0.0209(3) Uani 1 d . . . N9 N 0.72133(5) 1.14203(15) 0.11585(9) 0.0181(2) Uani 1 d . . . N2 N 0.84708(5) 1.09583(15) -0.08560(9) 0.0223(3) Uani 1 d . . . N4 N 0.75329(5) 1.15971(15) -0.16000(9) 0.0226(3) Uani 1 d . . . N3 N 0.80759(5) 1.10460(16) -0.17908(10) 0.0244(3) Uani 1 d . . . C11 C 0.63814(6) 0.95750(18) 0.13544(11) 0.0199(3) Uani 1 d . . . C5 C 0.76115(6) 1.18549(17) -0.05008(11) 0.0174(3) Uani 1 d . . . C19 C 0.83205(6) 0.97047(18) 0.16805(11) 0.0198(3) Uani 1 d . . . C14 C 0.57305(6) 0.72063(18) 0.17911(12) 0.0237(3) Uani 1 d . . . C6 C 0.71418(6) 1.25117(17) 0.01194(11) 0.0181(3) Uani 1 d . . . C26 C 1.01104(7) 1.3053(2) 0.10577(15) 0.0376(4) Uani 1 d . . . H26A H 1.0267 1.4117 0.0793 0.056 Uiso 1 calc R . . H26B H 1.0207 1.2056 0.0635 0.056 Uiso 1 calc R . . H26C H 1.0285 1.2888 0.1845 0.056 Uiso 1 calc R . . C18 C 0.85005(6) 1.14103(17) 0.11646(11) 0.0179(3) Uani 1 d . . . H18 H 0.8372 1.2423 0.1563 0.021 Uiso 1 calc R . . C22 C 0.82927(7) 0.8297(2) 0.34039(14) 0.0343(4) Uani 1 d . . . H22A H 0.7873 0.803 0.3175 0.051 Uiso 1 calc R . . H22B H 0.839 0.852 0.4203 0.051 Uiso 1 calc R . . H22C H 0.8524 0.7308 0.3231 0.051 Uiso 1 calc R . . C23 C 0.91844(6) 1.14853(18) 0.12980(12) 0.0223(3) Uani 1 d . . . H23A H 0.9367 1.1311 0.2089 0.027 Uiso 1 calc R . . H23B H 0.9308 1.0505 0.0879 0.027 Uiso 1 calc R . . C24 C 0.94295(6) 1.32091(19) 0.08986(12) 0.0251(3) Uani 1 d . . . H24 H 0.9258 1.3358 0.0091 0.03 Uiso 1 calc R . . C17 C 0.58563(8) 0.7604(2) 0.30469(13) 0.0350(4) Uani 1 d . . . H17A H 0.6247 0.7166 0.3393 0.053 Uiso 1 calc R . . H17B H 0.556 0.7035 0.3383 0.053 Uiso 1 calc R . . H17C H 0.5842 0.8862 0.316 0.053 Uiso 1 calc R . . C8 C 0.65193(6) 1.2395(2) -0.06475(12) 0.0249(3) Uani 1 d . . . H8A H 0.6438 1.1188 -0.0884 0.037 Uiso 1 calc R . . H8B H 0.6505 1.3133 -0.1299 0.037 Uiso 1 calc R . . H8C H 0.6224 1.2791 -0.0242 0.037 Uiso 1 calc R . . C7 C 0.72822(6) 1.44402(17) 0.04834(12) 0.0223(3) Uani 1 d . . . H7A H 0.6977 1.4882 0.085 0.034 Uiso 1 calc R . . H7B H 0.7293 1.5152 -0.017 0.034 Uiso 1 calc R . . H7C H 0.7664 1.4494 0.0998 0.034 Uiso 1 calc R . . C16 C 0.57414(7) 0.52218(19) 0.15757(15) 0.0337(4) Uani 1 d . . . H16A H 0.5681 0.5009 0.0778 0.05 Uiso 1 calc R . . H16B H 0.5428 0.4657 0.1867 0.05 Uiso 1 calc R . . H16C H 0.6123 0.4746 0.1946 0.05 Uiso 1 calc R . . C15 C 0.51454(7) 0.8009(2) 0.11626(14) 0.0342(4) Uani 1 d . . . H15A H 0.5149 0.9265 0.1295 0.051 Uiso 1 calc R . . H15B H 0.4817 0.7481 0.1427 0.051 Uiso 1 calc R . . H15C H 0.51 0.7789 0.0368 0.051 Uiso 1 calc R . . C25 C 0.92643(8) 1.4820(2) 0.15243(15) 0.0365(4) Uani 1 d . . . H25A H 0.8836 1.4966 0.1357 0.055 Uiso 1 calc R . . H25B H 0.9449 1.5859 0.1288 0.055 Uiso 1 calc R . . H25C H 0.9403 1.4654 0.2323 0.055 Uiso 1 calc R . . H9 H 0.7091(7) 1.202(2) 0.1699(14) 0.027(4) Uiso 1 d . . . H10 H 0.7147(7) 0.885(2) 0.1026(12) 0.024(4) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O13 0.0217(5) 0.0182(5) 0.0356(6) -0.0022(4) 0.0140(4) -0.0045(4) O21 0.0281(5) 0.0235(5) 0.0219(5) 0.0072(4) 0.0041(4) -0.0029(4) O20 0.0256(5) 0.0185(5) 0.0335(6) -0.0016(4) 0.0055(4) -0.0018(4) O12 0.0262(5) 0.0209(5) 0.0324(5) -0.0028(4) 0.0120(4) -0.0012(4) N1 0.0193(5) 0.0185(5) 0.0174(5) -0.0007(4) 0.0057(4) 0.0001(4) N10 0.0188(6) 0.0168(6) 0.0283(6) -0.0008(5) 0.0074(5) -0.0024(5) N9 0.0207(6) 0.0173(5) 0.0168(5) 0.0001(5) 0.0052(5) -0.0043(4) N2 0.0264(6) 0.0218(6) 0.0204(6) -0.0016(5) 0.0089(5) 0.0018(5) N4 0.0259(6) 0.0236(6) 0.0189(6) 0.0006(5) 0.0059(5) 0.0017(5) N3 0.0278(6) 0.0259(6) 0.0210(6) -0.0008(5) 0.0086(5) 0.0026(5) C11 0.0195(6) 0.0210(7) 0.0191(6) -0.0001(5) 0.0034(5) -0.0028(5) C5 0.0195(6) 0.0154(6) 0.0173(6) 0.0018(5) 0.0033(5) -0.0013(5) C19 0.0151(6) 0.0205(7) 0.0237(7) 0.0023(6) 0.0040(5) 0.0026(5) C14 0.0208(7) 0.0224(7) 0.0309(8) -0.0020(6) 0.0124(6) -0.0061(5) C6 0.0177(6) 0.0198(6) 0.0170(6) 0.0012(5) 0.0043(5) 0.0004(5) C26 0.0232(8) 0.0432(10) 0.0465(10) 0.0135(8) 0.0075(7) -0.0060(7) C18 0.0173(6) 0.0189(6) 0.0171(6) 0.0003(5) 0.0027(5) -0.0009(5) C22 0.0350(9) 0.0342(9) 0.0342(8) 0.0160(7) 0.0081(7) -0.0039(7) C23 0.0170(6) 0.0238(7) 0.0252(7) 0.0038(6) 0.0025(5) -0.0006(5) C24 0.0209(7) 0.0274(7) 0.0264(7) 0.0048(6) 0.0041(6) -0.0042(6) C17 0.0451(10) 0.0319(8) 0.0307(8) -0.0005(7) 0.0138(7) -0.0079(7) C8 0.0193(7) 0.0330(8) 0.0212(7) 0.0013(6) 0.0014(5) 0.0007(6) C7 0.0241(7) 0.0184(7) 0.0258(7) 0.0014(6) 0.0082(6) 0.0012(5) C16 0.0361(9) 0.0244(8) 0.0461(10) -0.0032(7) 0.0216(8) -0.0093(7) C15 0.0215(7) 0.0365(9) 0.0447(9) -0.0033(8) 0.0073(7) -0.0041(6) C25 0.0389(9) 0.0269(8) 0.0449(10) -0.0028(7) 0.0114(8) -0.0114(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O13 C11 1.3446(16) . ? O13 C14 1.4807(15) . ? O21 C19 1.3345(16) . ? O21 C22 1.4511(16) . ? O20 C19 1.2049(16) . ? O12 C11 1.2118(16) . ? N1 C5 1.3529(16) . ? N1 N2 1.3560(14) . ? N1 C18 1.4686(16) . ? N10 C11 1.3671(16) . ? N10 N9 1.4114(15) . ? N10 H10 0.882(16) . ? N9 C6 1.4827(16) . ? N9 H9 0.886(16) . ? N2 N3 1.2916(16) . ? N4 C5 1.3188(16) . ? N4 N3 1.3703(15) . ? C5 C6 1.5134(17) . ? C19 C18 1.5225(18) . ? C14 C15 1.516(2) . ? C14 C17 1.516(2) . ? C14 C16 1.519(2) . ? C6 C8 1.5269(18) . ? C6 C7 1.5330(18) . ? C26 C24 1.528(2) . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C18 C23 1.5344(17) . ? C18 H18 0.98 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C23 C24 1.5319(18) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C24 C25 1.520(2) . ? C24 H24 0.98 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 O13 C14 120.08(10) . . ? C19 O21 C22 115.17(11) . . ? C5 N1 N2 108.44(10) . . ? C5 N1 C18 130.57(10) . . ? N2 N1 C18 120.70(10) . . ? C11 N10 N9 119.72(11) . . ? C11 N10 H10 118.4(9) . . ? N9 N10 H10 114.2(10) . . ? N10 N9 C6 114.07(10) . . ? N10 N9 H9 108.9(10) . . ? C6 N9 H9 110.3(10) . . ? N3 N2 N1 106.41(10) . . ? C5 N4 N3 106.12(11) . . ? N2 N3 N4 110.89(10) . . ? O12 C11 O13 127.26(12) . . ? O12 C11 N10 124.16(12) . . ? O13 C11 N10 108.58(11) . . ? N4 C5 N1 108.13(11) . . ? N4 C5 C6 125.97(12) . . ? N1 C5 C6 125.87(11) . . ? O20 C19 O21 125.10(12) . . ? O20 C19 C18 125.25(12) . . ? O21 C19 C18 109.59(11) . . ? O13 C14 C15 110.45(12) . . ? O13 C14 C17 109.47(11) . . ? C15 C14 C17 112.71(12) . . ? O13 C14 C16 102.06(10) . . ? C15 C14 C16 110.54(13) . . ? C17 C14 C16 111.10(13) . . ? N9 C6 C5 105.98(10) . . ? N9 C6 C8 114.00(10) . . ? C5 C6 C8 110.09(11) . . ? N9 C6 C7 107.65(10) . . ? C5 C6 C7 109.02(10) . . ? C8 C6 C7 109.93(11) . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N1 C18 C19 108.50(10) . . ? N1 C18 C23 111.87(10) . . ? C19 C18 C23 110.06(10) . . ? N1 C18 H18 108.8 . . ? C19 C18 H18 108.8 . . ? C23 C18 H18 108.8 . . ? O21 C22 H22A 109.5 . . ? O21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C18 115.31(11) . . ? C24 C23 H23A 108.4 . . ? C18 C23 H23A 108.4 . . ? C24 C23 H23B 108.4 . . ? C18 C23 H23B 108.4 . . ? H23A C23 H23B 107.5 . . ? C25 C24 C26 110.48(13) . . ? C25 C24 C23 112.09(11) . . ? C26 C24 C23 108.82(12) . . ? C25 C24 H24 108.5 . . ? C26 C24 H24 108.5 . . ? C23 C24 H24 108.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11 N10 N9 C6 -102.98(14) . . . . ? C5 N1 N2 N3 0.98(14) . . . . ? C18 N1 N2 N3 175.39(11) . . . . ? N1 N2 N3 N4 -0.78(14) . . . . ? C5 N4 N3 N2 0.29(15) . . . . ? C14 O13 C11 O12 -8.6(2) . . . . ? C14 O13 C11 N10 171.53(11) . . . . ? N9 N10 C11 O12 11.4(2) . . . . ? N9 N10 C11 O13 -168.82(11) . . . . ? N3 N4 C5 N1 0.33(14) . . . . ? N3 N4 C5 C6 178.53(12) . . . . ? N2 N1 C5 N4 -0.81(14) . . . . ? C18 N1 C5 N4 -174.48(12) . . . . ? N2 N1 C5 C6 -179.01(12) . . . . ? C18 N1 C5 C6 7.3(2) . . . . ? C22 O21 C19 O20 -1.48(19) . . . . ? C22 O21 C19 C18 -178.57(10) . . . . ? C11 O13 C14 C15 63.68(16) . . . . ? C11 O13 C14 C17 -60.99(16) . . . . ? C11 O13 C14 C16 -178.77(12) . . . . ? N10 N9 C6 C5 -84.27(12) . . . . ? N10 N9 C6 C8 36.97(15) . . . . ? N10 N9 C6 C7 159.19(10) . . . . ? N4 C5 C6 N9 138.13(13) . . . . ? N1 C5 C6 N9 -43.98(16) . . . . ? N4 C5 C6 C8 14.40(18) . . . . ? N1 C5 C6 C8 -167.71(12) . . . . ? N4 C5 C6 C7 -106.26(15) . . . . ? N1 C5 C6 C7 71.63(16) . . . . ? C5 N1 C18 C19 75.59(16) . . . . ? N2 N1 C18 C19 -97.42(13) . . . . ? C5 N1 C18 C23 -162.80(12) . . . . ? N2 N1 C18 C23 24.18(16) . . . . ? O20 C19 C18 N1 22.73(17) . . . . ? O21 C19 C18 N1 -160.18(10) . . . . ? O20 C19 C18 C23 -99.97(15) . . . . ? O21 C19 C18 C23 77.11(13) . . . . ? N1 C18 C23 C24 64.06(15) . . . . ? C19 C18 C23 C24 -175.24(11) . . . . ? C18 C23 C24 C25 59.02(16) . . . . ? C18 C23 C24 C26 -178.48(12) . . . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF