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_7240213
_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_formula_moiety         'C27 H44 O2, C27 H48 O'
_chemical_formula_sum            'C54 H92 O3'
_chemical_formula_weight         789.27
_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             2019-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_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                   6.9042(8)
_cell_length_b                   22.803(3)
_cell_length_c                   31.694(4)
_cell_measurement_reflns_used    9826
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.295
_cell_measurement_theta_min      2.200
_cell_volume                     4989.8(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      170.0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_av_unetI/netI     0.1292
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            18790
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.407
_diffrn_reflns_theta_min         2.201
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1389 before and 0.1054 after correction. The Ratio of minimum to maximum transmission is 0.6116. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.051
_exptl_crystal_description       needle
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -2(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         9809
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1245
_refine_ls_R_factor_gt           0.0683
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0724P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1497
_refine_ls_wR_factor_ref         0.1773
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    0.940
_reflns_Friedel_fraction_max     0.911
_reflns_number_gt                5945
_reflns_number_total             9809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00229a2.cif
_cod_data_source_block           BD
_cod_database_code               7240213
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.995
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 3(2)
 -2(2)
2. 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
3. Restrained distances
 O3-H3 = O2-H2 = O1-H1
 0.86 with sigma of 0.02
4.a Ternary CH refined with riding coordinates:
 C3A(H3A), C3(H3B), C5A(H5A), C8A(H8A), C9A(H9A), C14(H14), C14A(H14A),
 C17A(H17A), C17(H17), C20(H20), C20A(H20A), C25A(H25A)
4.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1(H1A,H1B), C2(H2A,H2B), C2A(H2AA,H2AB), C4(H4A,H4B),
 C4A(H4AA,H4AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C9(H9B,H9C), C11(H11C,H11D),
 C11A(H11A,H11B), C12(H12C,H12D), C12A(H12A,H12B), C15A(H15A,H15B), C15(H15C,
 H15D), C16(H16C,H16D), C16A(H16A,H16B), C22(H22C,H22D), C22A(H22A,H22B),
 C23(H23C,H23D), C23A(H23A,H23B), C24(H24C,H24D), C24A(H24A,H24B)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7)
4.d X=CH2 refined with riding coordinates:
 C19(H19D,H19E)
4.e Idealised Me refined as rotating group:
 C18(H18D,H18E,H18F), C18A(H18A,H18B,H18C), C19A(H19A,H19B,H19C), C21(H21D,
 H21E,H21F), C21A(H21A,H21B,H21C), C26A(H26A,H26B,H26C), C26(H26D,H26E,H26F),
 C27(H27D,H27E,H27F), C27A(H27A,H27B,H27C)
;
_olex2_submission_special_instructions 'No special instructions were received'