Interplay between the crystal stability and the energy of the molecular conformation
Dyk, Konrad; Baran, Łukasz; Rżysko, Wojciech; Stankevič, Marek; Kamiński, Daniel M.; CrystEngComm 23 (2021) 2683–2694; doi:10.1039/D0CE01673J

data_7242307
_publ_section_title
;
 Interplay between the crystal stability and the energy of the molecular
 conformation
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2683
_journal_page_last               2694
_journal_paper_doi               10.1039/D0CE01673J
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C24 H18 O4'
_chemical_formula_sum            'C24 H18 O4'
_chemical_formula_weight         370.38
_chemical_melting_point          523
_chemical_name_common            DHBD
_chemical_name_systematic
5,5?-bis(4-hydroxyphenyl)-2,2?-dihydroxy-1,1?-biphenyl
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2781g1
_audit_creation_date             2021-02-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-02-16 deposited with the CCDC.	2021-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.1304(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.3993(4)
_cell_length_b                   8.82171(15)
_cell_length_c                   9.76280(17)
_cell_measurement_reflns_used    7741
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.7000
_cell_measurement_theta_min      4.3070
_cell_volume                     1749.84(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2763
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -26.00  31.00   1.00    3.00    --   40.94 -57.00 -30.00   57
  2  \w      3.00  79.00   1.00    3.00    --   40.94-125.00 -60.00   76
  3  \w     58.00 138.00   1.00   12.00    --  112.00 -45.00 -90.00   80
  4  \w    109.00 140.00   1.00   12.00    --  112.00 -61.00   0.00   31
  5  \w     58.00 116.00   1.00   12.00    --  112.00-111.00  60.00   58
  6  \w     37.00 144.00   1.00   12.00    --  112.00 -77.00  60.00  107
  7  \w     84.00 115.00   1.00   12.00    --  112.00  61.00 -30.00   31
  8  \w    121.00 158.00   1.00   12.00    --  112.00  77.00 -60.00   37
  9  \w    117.00 148.00   1.00   12.00    --  112.00 111.00 -60.00   31
 10  \w    116.00 157.00   1.00   12.00    --  112.00  77.00 -90.00   41
 11  \w    122.00 157.00   1.00   12.00    --  112.00  77.00-120.00   35
 12  \w     85.00 157.00   1.00   12.00    --  112.00  61.00-180.00   72
 13  \w     84.00 110.00   1.00   12.00    --  112.00  61.00 -60.00   26
 14  \w     84.00 152.00   1.00   12.00    --  112.00  61.00   0.00   68
 15  \w    133.00 158.00   1.00   12.00    --  112.00  61.00  60.00   25
 16  \w    131.00 157.00   1.00   12.00    --  112.00  61.00  90.00   26
 17  \w    119.00 144.00   1.00   12.00    --  112.00  77.00 150.00   25
 18  \w     84.00 158.00   1.00   12.00    --  112.00  61.00  30.00   74
 19  \w     85.00 118.00   1.00   12.00    --  112.00  61.00 -90.00   33
 20  \w     83.00 109.00   1.00   12.00    --  112.00  61.00-120.00   26
 21  \w     83.00 111.00   1.00   12.00    --  112.00  61.00-150.00   28
 22  \w     87.00 113.00   1.00   12.00    --  112.00  45.00-180.00   26
 23  \w     79.00 106.00   1.00   12.00    --  112.00  77.00-120.00   27
 24  \w     80.00 156.00   1.00   12.00    --  112.00  77.00-150.00   76
 25  \w     79.00 105.00   1.00   12.00    --  112.00  77.00 -60.00   26
 26  \w     80.00 106.00   1.00   12.00    --  112.00  77.00 -90.00   26
 27  \w     79.00 123.00   1.00   12.00    --  112.00  77.00 -30.00   44
 28  \w     79.00 158.00   1.00   12.00    --  112.00  77.00  60.00   79
 29  \w     80.00 105.00   1.00   12.00    --  112.00  77.00 120.00   25
 30  \w     83.00 158.00   1.00   12.00    --  112.00  61.00 120.00   75
 31  \w     79.00 104.00   1.00   12.00    --  112.00  77.00 150.00   25
 32  \w     83.00 109.00   1.00   12.00    --  112.00  61.00 150.00   26
 33  \w     83.00 110.00   1.00   12.00    --  112.00  61.00  90.00   27
 34  \w     84.00 110.00   1.00   12.00    --  112.00  61.00  60.00   26
 35  \w     79.00 105.00   1.00   12.00    --  112.00  77.00   0.00   26
 36  \w     80.00 106.00   1.00   12.00    --  112.00  77.00  30.00   26
 37  \w     79.00 104.00   1.00   12.00    --  112.00  77.00  90.00   25
 38  \w     22.00 111.00   1.00    3.00    --   40.94  37.00  60.00   89
 39  \w     24.00 108.00   1.00    3.00    --   40.94  37.00-120.00   84
 40  \w     80.00 105.00   1.00   12.00    --  112.00  77.00-180.00   25
 41  \w      9.00  58.00   1.00    3.00    --   40.94  77.00-180.00   49
 42  \w      9.00  92.00   1.00    3.00    --   40.94-125.00  90.00   83
 43  \w     29.00 102.00   1.00   12.00    --  112.00 -94.00 -30.00   73
 44  \w     36.00 116.00   1.00   12.00    --  112.00-111.00-120.00   80
 45  \w     29.00  84.00   1.00   12.00    --  112.00 -94.00 -90.00   55
 46  \w    -25.00  64.00   1.00    3.00    --   40.94 -57.00 120.00   89
 47  \w      9.00  57.00   1.00    3.00    --   40.94  77.00   0.00   48
 48  \w      8.00 115.00   1.00    3.00    --   40.94  77.00 -90.00  107
 49  \w      9.00 117.00   1.00    3.00    --   40.94  77.00  90.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0435307000
_diffrn_orient_matrix_UB_12      -0.1214159000
_diffrn_orient_matrix_UB_13      -0.0600214000
_diffrn_orient_matrix_UB_21      -0.0046726000
_diffrn_orient_matrix_UB_22      0.0855494000
_diffrn_orient_matrix_UB_23      -0.1381184000
_diffrn_orient_matrix_UB_31      0.0619177000
_diffrn_orient_matrix_UB_32      0.0918540000
_diffrn_orient_matrix_UB_33      0.0491664000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12203
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.256
_diffrn_reflns_theta_min         4.352
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_preparation       'Evoparoation from acetonitrille'
_exptl_crystal_recrystallization_method 'Crystallization from acetonitrille'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0392
_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^)+(0.0563P)^2^+0.8901P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1093
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1724
_reflns_number_total             1821
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce01673j1.cif
_cod_data_source_block           exp_563
_cod_depositor_comments
'Adding full bibliography for 7242306--7242309.cif.'
_cod_database_code               7242307
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C12H4O2
_chemical_oxdiff_usercomment     2294-5
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.747
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.01
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C2(H2A), C8(H8), C9(H9), C5(H5), C4(H4)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_shelx_res_checksum              6733
_olex2_exptl_crystal_mounting_method oil
_olex2_submission_original_sample_id BHDB
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.610
_oxdiff_exptl_absorpt_empirical_full_min 0.550