The axial chirality hidden in vitamin D and its application in cocrystal prediction
Guo, Mengfei; Zhang, Zaiyong; Chen, Zhaoqiang; Ding, Qiaoce; Lu, Liye; Zhang, Qi; Wang, Jian-Rong; Mei, Xuefeng; CrystEngComm  (2020) –; doi:10.1039/D0CE00229A

data_7240212
_publ_section_title
;
 The axial chirality hidden in vitamin D and its application in cocrystal
 prediction
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00229A
_journal_year                    2020
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C27 H44 O2, C27 H46 O'
_chemical_formula_sum            'C54 H90 O3'
_chemical_formula_weight         787.25
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2020-01-13 deposited with the CCDC.	2020-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.79080(10)
_cell_length_b                   22.7451(4)
_cell_length_c                   32.0260(7)
_cell_measurement_reflns_used    6241
_cell_measurement_temperature    173
_cell_measurement_theta_max      68.22
_cell_measurement_theta_min      3.38
_cell_volume                     4946.65(16)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16135
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.291
_diffrn_reflns_theta_min         2.383
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_T_max  0.7856
_exptl_absorpt_correction_T_min  0.7025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker;SADABS;2012
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_description       block
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 2654 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     528
_refine_ls_number_reflns         8816
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0528
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0790P)^2^+0.6540P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.1452
_reflns_Friedel_coverage         0.731
_reflns_Friedel_fraction_full    0.954
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                7217
_reflns_number_total             8816
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00229a2.cif
_cod_data_source_block           BC
_cod_database_code               7240212
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.946
_shelx_estimated_absorpt_t_min   0.879
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 O2(H2)
2.b Ternary CH refined with riding coordinates:
 C17(H17), C14(H14), C3(H3B), C20(H20), C14A(H14A), C8A(H8A), C9A(H9A),
 C3A(H3A), C17A(H17A), C20A(H20A), C25A(H25A)
2.c Secondary CH2 refined with riding coordinates:
 C15(H15C,H15D), C2(H2A,H2B), C22(H22C,H22D), C24(H24C,H24D), C4(H4A,H4B),
 C16(H16C,H16D), C23(H23C,H23D), C11(H11C,H11D), C1(H1A,H1B), C9(H9B,H9C),
 C12(H12C,H12D), C7A(H7AA,H7AB), C11A(H11A,H11B), C1A(H1AA,H1AB), C12A(H12A,
 H12B), C4A(H4AA,H4AB), C2A(H2AA,H2AB), C22A(H22A,H22B), C16A(H16A,H16B),
 C23A(H23A,H23B), C15A(H15A,H15B), C24A(H24A,H24B)
2.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C6A(H6A)
2.e X=CH2 refined with riding coordinates:
 C19(H19D,H19E)
2.f Idealised Me refined as rotating group:
 C18(H18D,H18E,H18F), C26(H26D,H26E,H26F), C21(H21D,H21E,H21F), C27(H27D,H27E,
 H27F), C19A(H19A,H19B,H19C), C18A(H18A,H18B,H18C), C21A(H21A,H21B,H21C),
 C26A(H26A,H26B,H26C), C27A(H27A,H27B,H27C)
2.g Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'