############################################################################## # # # 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 # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_I _database_code_depnum_ccdc_archive 'CCDC 1444109' _audit_creation_method 'WinGX routine CIF_UPDATE' _journal_date_recd_electronic 2015-11-28 _journal_date_accepted 2015-12-24 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2016 _journal_volume 72 _journal_issue 2 _journal_page_first 188 _journal_page_last 190 _journal_paper_category GO _journal_paper_doi 10.1107/S2056989015024755 _journal_coeditor_code ZS2357 _publ_contact_author_name 'Tatiane Luciano Balliano' _publ_contact_author_address ; Institute of Chemistry and Biotechnology - IQB Federal University of Alagoas - UFAL Maceio - Alagoas, Brazil ; _publ_contact_author_email 'tlb@qui.ufal.br' _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ; Crystal structure and conformational analysis of 2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Alcantara Emiliano, Sannyele' . ; Institute of Chemistry and Biotechnology -- IQB Federal University of Alagoas - UFAL Maceio--Alagoas, Brazil ; 'Welma Duarte Silva, Sheyla' . ; Institute of Chemistry and Biotechnology -- IQB Federal University of Alagoas - UFAL Maceio--Alagoas, Brazil ; 'Alves Pereira, Mariano' . ; Institute of Chemistry and Biotechnology -- IQB Federal University of Alagoas - UFAL Maceio--Alagoas, Brazil ; 'R.dos Santos Malta, Valeria' . ; Institute of Chemistry and Biotechnology -- IQB Federal University of Alagoas - UFAL Maceio--Alagoas, Brazil ; 'Luciano Balliano, Tatiane' . ; Institute of Chemistry and Biotechnology -- IQB Federal University of Alagoas - UFAL Maceio--Alagoas, Brazil ; _publ_section_synopsis ; In the structure of the naphthoquinone derivative 2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione, the molecules form a centrosymmetric cyclic dimer through intermolecular O---H...O hydrogen bonds which, together with intermolecular C---H...O hydrogen bonds and weak \p--\p ring interactions, give rise to an overall two-dimensional structure. ; _chemical_name_systematic ; 2-Hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione ; _chemical_formula_moiety 'C14 H12 O3' _chemical_formula_sum 'C14 H12 O3' _chemical_formula_iupac 'C14 H12 O3' _chemical_formula_weight 228.24 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 4.3564(2) _cell_length_b 16.4069(8) _cell_length_c 15.8598(7) _cell_angle_alpha 90 _cell_angle_beta 94.793(2) _cell_angle_gamma 90 _cell_volume 1129.62(9) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2659 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _cell_measurement_temperature 293(2) _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type none _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_reflns_number 4661 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_reduction_process ; ; _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^ > 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. ; _reflns_number_total 2585 _reflns_number_gt 1802 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0883 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1908 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_number_reflns 2585 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0946P)^2^+0.4119P] 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 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.305 _refine_diff_density_min -0.301 _refine_ls_extinction_method none 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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ; COLLECT (Enraf--Nonius, 2001) ; _computing_cell_refinement ; SCALEPACK (Otwinowski & Minor, 1997) ; _computing_data_reduction ; DENZO and SCALEPACK (Otwinowski & Minor, 1997) ; _computing_structure_solution ; SHELXS97 (Sheldrick, 2008) ; _computing_structure_refinement ; SHELXL97 (Sheldrick, 2008) ; _computing_molecular_graphics ; ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; WinGX (Farrugia, 2012), 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O O3 0.3690(4) 0.37038(10) 0.48362(10) 0.0407(4) Uani d . 1 . . O O1 0.2205(4) 0.52143(9) 0.43377(9) 0.0404(4) Uani d . 1 . . O O2 -0.3406(4) 0.27382(9) 0.26721(10) 0.0481(5) Uani d . 1 . . C C10 0.0940(5) 0.19603(13) 0.47932(13) 0.0395(5) Uani d . 1 . . C C9 0.0749(5) 0.23006(12) 0.40272(13) 0.0386(5) Uani d . 1 . . H H9 0.1126 0.1961 0.3578 0.046 Uiso calc R 1 . . H H1O3 0.448(7) 0.424(2) 0.5005(19) 0.073(9) Uiso d . 1 . . C C4A -0.3114(5) 0.41650(12) 0.28476(13) 0.0349(5) Uani d . 1 . . C C8A -0.1689(5) 0.48205(13) 0.32860(13) 0.0348(5) Uani d . 1 . . C C2 0.1441(5) 0.38047(12) 0.42115(13) 0.0351(5) Uani d . 1 . . C C1 0.0733(5) 0.46622(12) 0.39675(13) 0.0350(5) Uani d . 1 . . C C5 -0.5333(5) 0.43122(14) 0.21845(13) 0.0400(5) Uani d . 1 . . H H5 -0.6268 0.3879 0.1885 0.048 Uiso calc R 1 . . C C3 0.0007(5) 0.31557(12) 0.38155(12) 0.0358(5) Uani d . 1 . . C C4 -0.2235(5) 0.33077(13) 0.30859(13) 0.0369(5) Uani d . 1 . . C C6 -0.6151(5) 0.51093(14) 0.19709(14) 0.0426(5) Uani d . 1 . . H H6 -0.7628 0.5207 0.1524 0.051 Uiso calc R 1 . . C C8 -0.2532(5) 0.56203(13) 0.30691(14) 0.0386(5) Uani d . 1 . . H H8 -0.1584 0.6056 0.3362 0.046 Uiso calc R 1 . . C C7 -0.4789(5) 0.57607(13) 0.24159(14) 0.0413(5) Uani d . 1 . . H H7 -0.5389 0.6291 0.2277 0.05 Uiso calc R 1 . . C C12 0.1899(6) 0.10858(13) 0.49043(15) 0.0475(6) Uani d . 1 . . H H12A 0.1919 0.0939 0.5491 0.071 Uiso calc PR 0.5 . . H H12B 0.3923 0.1015 0.4718 0.071 Uiso calc PR 0.5 . . H H12C 0.0468 0.0744 0.4575 0.071 Uiso calc PR 0.5 . . H H12D 0.2288 0.086 0.4365 0.071 Uiso calc PR 0.5 . . H H12E 0.0283 0.0784 0.5138 0.071 Uiso calc PR 0.5 . . H H12F 0.3738 0.1055 0.5281 0.071 Uiso calc PR 0.5 . . C C22 0.0189(6) 0.23815(14) 0.55869(14) 0.0452(6) Uani d . 1 . . H H22A 0.0507 0.2013 0.6056 0.068 Uiso calc PR 0.5 . . H H22B -0.1923 0.2554 0.553 0.068 Uiso calc PR 0.5 . . H H22C 0.1503 0.2848 0.5684 0.068 Uiso calc PR 0.5 . . H H22D -0.0449 0.2931 0.5457 0.068 Uiso calc PR 0.5 . . H H22E 0.1981 0.2389 0.5983 0.068 Uiso calc PR 0.5 . . H H22F -0.1445 0.2095 0.583 0.068 Uiso calc PR 0.5 . . 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 O3 0.0435(9) 0.0323(8) 0.0450(9) -0.0013(6) -0.0051(6) -0.0002(7) O1 0.0456(9) 0.0318(8) 0.0431(8) -0.0041(6) -0.0005(6) -0.0022(6) O2 0.0651(11) 0.0308(8) 0.0460(9) -0.0033(7) -0.0096(7) -0.0026(7) C10 0.0438(12) 0.0302(10) 0.0439(12) -0.0025(8) -0.0013(9) -0.0004(9) C9 0.0462(12) 0.0282(10) 0.0409(11) 0.0009(9) 0.0011(9) -0.0027(9) C4A 0.0422(11) 0.0292(10) 0.0340(10) -0.0011(8) 0.0061(8) 0.0012(8) C8A 0.0398(11) 0.0305(11) 0.0346(10) -0.0016(8) 0.0057(8) -0.0001(8) C2 0.0384(11) 0.0314(11) 0.0355(10) 0.0003(8) 0.0035(8) 0.0009(8) C1 0.0398(11) 0.0288(10) 0.0367(10) -0.0019(8) 0.0055(8) -0.0034(8) C5 0.0486(13) 0.0343(11) 0.0368(11) -0.0025(9) 0.0015(9) -0.0004(9) C3 0.0431(11) 0.0292(10) 0.0355(10) -0.0006(8) 0.0064(8) -0.0006(8) C4 0.0453(12) 0.0299(10) 0.0357(11) -0.0025(9) 0.0040(9) -0.0011(8) C6 0.0500(13) 0.0383(12) 0.0391(11) 0.0013(9) 0.0003(9) 0.0039(9) C8 0.0460(12) 0.0293(10) 0.0410(11) -0.0005(8) 0.0062(9) -0.0002(8) C7 0.0493(12) 0.0312(11) 0.0436(11) 0.0027(9) 0.0060(9) 0.0055(9) C12 0.0651(15) 0.0315(11) 0.0447(12) 0.0020(10) -0.0024(10) 0.0011(9) C22 0.0587(14) 0.0346(11) 0.0420(12) 0.0006(10) 0.0033(10) 0.0011(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 O3 C2 . 1.344(3) ? O3 H1O3 . 0.97(4) ? O1 C1 . 1.230(2) ? O2 C4 . 1.228(2) ? C10 C9 . 1.333(3) ? C10 C22 . 1.496(3) ? C10 C12 . 1.501(3) ? C9 C3 . 1.472(3) ? C9 H9 . 0.93 ? C4A C5 . 1.389(3) ? C4A C8A . 1.398(3) ? C4A C4 . 1.498(3) ? C8A C8 . 1.398(3) ? C8A C1 . 1.469(3) ? C2 C3 . 1.361(3) ? C2 C1 . 1.485(3) ? C5 C6 . 1.390(3) ? C5 H5 . 0.93 ? C3 C4 . 1.472(3) ? C6 C7 . 1.387(3) ? C6 H6 . 0.93 ? C8 C7 . 1.387(3) ? C8 H8 . 0.93 ? C7 H7 . 0.93 ? C12 H12A . 0.96 ? C12 H12B . 0.96 ? C12 H12C . 0.96 ? C12 H12D . 0.96 ? C12 H12E . 0.96 ? C12 H12F . 0.96 ? C22 H22A . 0.96 ? C22 H22B . 0.96 ? C22 H22C . 0.96 ? C22 H22D . 0.96 ? C22 H22E . 0.96 ? C22 H22F . 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 C2 O3 H1O3 . . 108.3(18) ? C9 C10 C22 . . 124.9(2) ? C9 C10 C12 . . 120.2(2) ? C22 C10 C12 . . 114.91(19) ? C10 C9 C3 . . 127.1(2) ? C10 C9 H9 . . 116.5 ? C3 C9 H9 . . 116.5 ? C5 C4A C8A . . 119.67(19) ? C5 C4A C4 . . 120.09(19) ? C8A C4A C4 . . 120.23(18) ? C4A C8A C8 . . 120.21(19) ? C4A C8A C1 . . 119.46(19) ? C8 C8A C1 . . 120.32(19) ? O3 C2 C3 . . 121.45(19) ? O3 C2 C1 . . 115.56(18) ? C3 C2 C1 . . 122.95(19) ? O1 C1 C8A . . 122.31(19) ? O1 C1 C2 . . 119.00(18) ? C8A C1 C2 . . 118.68(18) ? C4A C5 C6 . . 119.8(2) ? C4A C5 H5 . . 120.1 ? C6 C5 H5 . . 120.1 ? C2 C3 C4 . . 118.61(19) ? C2 C3 C9 . . 123.83(19) ? C4 C3 C9 . . 117.35(18) ? O2 C4 C3 . . 120.66(19) ? O2 C4 C4A . . 119.58(18) ? C3 C4 C4A . . 119.76(18) ? C7 C6 C5 . . 120.7(2) ? C7 C6 H6 . . 119.6 ? C5 C6 H6 . . 119.6 ? C7 C8 C8A . . 119.7(2) ? C7 C8 H8 . . 120.2 ? C8A C8 H8 . . 120.2 ? C6 C7 C8 . . 119.9(2) ? C6 C7 H7 . . 120 ? C8 C7 H7 . . 120 ? C10 C12 H12A . . 109.5 ? C10 C12 H12B . . 109.5 ? H12A C12 H12B . . 109.5 ? C10 C12 H12C . . 109.5 ? H12A C12 H12C . . 109.5 ? H12B C12 H12C . . 109.5 ? C10 C12 H12D . . 109.5 ? H12A C12 H12D . . 141.1 ? H12B C12 H12D . . 56.3 ? H12C C12 H12D . . 56.3 ? C10 C12 H12E . . 109.5 ? H12A C12 H12E . . 56.3 ? H12B C12 H12E . . 141.1 ? H12C C12 H12E . . 56.3 ? H12D C12 H12E . . 109.5 ? C10 C12 H12F . . 109.5 ? H12A C12 H12F . . 56.3 ? H12B C12 H12F . . 56.3 ? H12C C12 H12F . . 141.1 ? H12D C12 H12F . . 109.5 ? H12E C12 H12F . . 109.5 ? C10 C22 H22A . . 109.5 ? C10 C22 H22B . . 109.5 ? H22A C22 H22B . . 109.5 ? C10 C22 H22C . . 109.5 ? H22A C22 H22C . . 109.5 ? H22B C22 H22C . . 109.5 ? C10 C22 H22D . . 109.5 ? H22A C22 H22D . . 141.1 ? H22B C22 H22D . . 56.3 ? H22C C22 H22D . . 56.3 ? C10 C22 H22E . . 109.5 ? H22A C22 H22E . . 56.3 ? H22B C22 H22E . . 141.1 ? H22C C22 H22E . . 56.3 ? H22D C22 H22E . . 109.5 ? C10 C22 H22F . . 109.5 ? H22A C22 H22F . . 56.3 ? H22B C22 H22F . . 56.3 ? H22C C22 H22F . . 141.1 ? H22D C22 H22F . . 109.5 ? H22E C22 H22F . . 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 O1 C1 C2 O3 . . . . 0.2(3) no O1 C1 C2 C3 . . . . -177.5(2) no C8A C1 C2 O3 . . . . 179.69(19) no C8A C1 C2 C3 . . . . 2.0(3) no O1 C1 C8A C4A . . . . 175.2(2) no O1 C1 C8A C8 . . . . -3.9(3) no C2 C1 C8A C4A . . . . -4.3(3) no C2 C1 C8A C8 . . . . 176.6(2) no O3 C2 C3 C4 . . . . -174.50(19) no O3 C2 C3 C9 . . . . 0.2(3) no C1 C2 C3 C4 . . . . 3.1(3) no C1 C2 C3 C9 . . . . 177.8(2) no C2 C3 C4 O2 . . . . 174.5(2) no C2 C3 C4 C4A . . . . -5.9(3) no C9 C3 C4 O2 . . . . -0.5(3) no C9 C3 C4 C4A . . . . 179.15(19) no C2 C3 C9 C10 . . . . 50.7(3) no C4 C3 C9 C10 . . . . -134.6(2) no O2 C4 C4A C5 . . . . 2.6(3) no O2 C4 C4A C8A . . . . -176.8(2) no C3 C4 C4A C5 . . . . -177.0(2) no C3 C4 C4A C8A . . . . 3.5(3) no C4 C4A C5 C6 . . . . 179.6(2) no C8A C4A C5 C6 . . . . -1.0(3) no C4 C4A C8A C1 . . . . 1.6(3) no C4 C4A C8A C8 . . . . -179.4(2) no C5 C4A C8A C1 . . . . -177.9(2) no C5 C4A C8A C8 . . . . 1.2(3) no C4A C5 C6 C7 . . . . -0.4(3) no C5 C6 C7 C8 . . . . 1.5(3) no C6 C7 C8 C8A . . . . -1.3(3) no C7 C8 C8A C1 . . . . 179.0(2) no C7 C8 C8A C4A . . . . -0.1(3) no C3 C9 C10 C12 . . . . -176.6(2) no C3 C9 C10 C22 . . . . 4.9(4) no 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 O3 H1O3 O1 3_666 0.97(3) 1.93(3) 2.770(2) 143(3) yes C7 H7 O2 2_455 0.93 2.43 3.339(3) 164 yes C22 H22C O3 . 0.96 2.21 2.959(3) 134 yes _iucr_refine_instructions_details ; TITL import in P 21/c CELL 0.71073 4.3564 16.4069 15.8598 90.000 94.793 90.000 ZERR 4.00 0.0002 0.0008 0.0007 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H O UNIT 56 48 12 MERG 2 FMAP 2 PLAN 10 SIZE 0.10 0.10 0.10 ACTA BOND $H L.S. 4 TEMP 20.00 WGHT 0.094600 0.411900 FVAR 0.61354 O3 3 0.369003 0.370384 0.483620 11.00000 0.04345 0.03227 = 0.04503 -0.00020 -0.00509 -0.00134 O1 3 0.220496 0.521432 0.433765 11.00000 0.04559 0.03178 = 0.04306 -0.00218 -0.00054 -0.00407 O2 3 -0.340558 0.273822 0.267205 11.00000 0.06509 0.03080 = 0.04601 -0.00258 -0.00965 -0.00329 C10 1 0.094007 0.196031 0.479324 11.00000 0.04377 0.03015 = 0.04387 -0.00042 -0.00125 -0.00253 C9 1 0.074946 0.230061 0.402718 11.00000 0.04625 0.02818 = 0.04095 -0.00265 0.00113 0.00092 AFIX 43 H9 2 0.112629 0.196094 0.357785 11.00000 -1.20000 AFIX 0 H1O3 2 0.448072 0.423507 0.500525 11.00000 0.07342 MOLE 1 C4A 1 -0.311381 0.416499 0.284759 11.00000 0.04217 0.02918 = 0.03398 0.00120 0.00611 -0.00112 C8A 1 -0.168860 0.482047 0.328598 11.00000 0.03981 0.03050 = 0.03464 -0.00007 0.00568 -0.00157 C2 1 0.144068 0.380475 0.421145 11.00000 0.03842 0.03145 = 0.03553 0.00088 0.00352 0.00027 C1 1 0.073313 0.466220 0.396748 11.00000 0.03980 0.02883 = 0.03672 -0.00337 0.00547 -0.00192 C5 1 -0.533264 0.431222 0.218449 11.00000 0.04864 0.03427 = 0.03677 -0.00036 0.00146 -0.00253 AFIX 43 H5 2 -0.626750 0.387906 0.188450 11.00000 -1.20000 AFIX 0 C3 1 0.000724 0.315567 0.381547 11.00000 0.04310 0.02924 = 0.03549 -0.00056 0.00638 -0.00057 C4 1 -0.223494 0.330770 0.308585 11.00000 0.04528 0.02989 = 0.03575 -0.00109 0.00403 -0.00249 C6 1 -0.615095 0.510926 0.197086 11.00000 0.04995 0.03831 = 0.03906 0.00393 0.00025 0.00126 AFIX 43 H6 2 -0.762826 0.520670 0.152443 11.00000 -1.20000 AFIX 0 C8 1 -0.253211 0.562025 0.306911 11.00000 0.04599 0.02933 = 0.04103 -0.00017 0.00623 -0.00050 AFIX 43 H8 2 -0.158402 0.605606 0.336151 11.00000 -1.20000 AFIX 0 C7 1 -0.478933 0.576073 0.241590 11.00000 0.04935 0.03119 = 0.04365 0.00546 0.00599 0.00268 AFIX 43 H7 2 -0.538901 0.629119 0.227652 11.00000 -1.20000 AFIX 0 C12 1 0.189863 0.108582 0.490433 11.00000 0.06511 0.03152 = 0.04469 0.00113 -0.00238 0.00195 AFIX 123 H12A 2 0.191859 0.093915 0.549074 10.50000 -1.50000 H12B 2 0.392268 0.101503 0.471822 10.50000 -1.50000 H12C 2 0.046787 0.074383 0.457510 10.50000 -1.50000 H12D 2 0.228750 0.085952 0.436530 10.50000 -1.50000 H12E 2 0.028342 0.078364 0.513782 10.50000 -1.50000 H12F 2 0.373822 0.105484 0.528094 10.50000 -1.50000 AFIX 0 C22 1 0.018931 0.238150 0.558690 11.00000 0.05871 0.03459 = 0.04199 0.00112 0.00330 0.00063 AFIX 123 H22A 2 0.050658 0.201261 0.605593 10.50000 -1.50000 H22B 2 -0.192316 0.255437 0.553047 10.50000 -1.50000 H22C 2 0.150269 0.284782 0.568362 10.50000 -1.50000 H22D 2 -0.044917 0.293060 0.545741 10.50000 -1.50000 H22E 2 0.198057 0.238883 0.598288 10.50000 -1.50000 H22F 2 -0.144529 0.209538 0.582973 10.50000 -1.50000 HKLF 4 REM import in P 21/c REM R1 = 0.0612 for 1802 Fo > 4sig(Fo) and 0.0883 for all 2585 data REM 158 parameters refined using 0 restraints END WGHT 0.0946 0.4119 REM Highest difference peak 0.305, deepest hole -0.301, 1-sigma level 0.056 Q1 1 -0.1029 0.1973 0.5995 11.00000 0.05 0.26 Q2 1 -0.1178 0.2965 0.5406 11.00000 0.05 0.25 Q3 1 -0.0145 0.0903 0.5305 11.00000 0.05 0.21 Q4 1 0.3699 0.4745 0.3840 11.00000 0.05 0.19 Q5 1 0.6519 0.3665 0.4580 11.00000 0.05 0.17 Q6 1 0.3136 0.4679 0.5643 11.00000 0.05 0.17 Q7 1 0.5111 0.5188 0.4365 11.00000 0.05 0.17 Q8 1 -0.0657 0.2684 0.2590 11.00000 0.05 0.17 Q9 1 0.5058 0.5200 0.4063 11.00000 0.05 0.16 Q10 1 -0.1010 0.5308 0.4409 11.00000 0.05 0.16 ;