Crystal structure of dimethyl 4,4′-((4R, 5R)-4,5-diphenylimidazolidine-1,3-diyl)dibenzoate, C31H28N2O4
Zhang, Kui; Shi, Da-Bin; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 269–271; doi:10.1515/ncrs-2023-0001

data_8107414
_publ_section_title
;
 Crystal structure of dimethyl 4,4&#x2032;-((4R,
 5R)-4,5-diphenylimidazolidine-1,3-diyl)dibenzoate, C31H28N2O4
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              269
_journal_page_last               271
_journal_paper_doi               10.1515/ncrs-2023-0001
_journal_volume                  238
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C31 H28 N2 O4'
_chemical_formula_sum            'C31 H28 N2 O4'
_chemical_formula_weight         492.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 109.637(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.2166(2)
_cell_length_b                   11.5327(2)
_cell_length_c                   11.6484(2)
_cell_measurement_reflns_used    7508
_cell_measurement_temperature    149.9(5)
_cell_measurement_theta_max      73.4770
_cell_measurement_theta_min      3.9800
_cell_volume                     1292.65(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.957
_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    -73.00 -22.00   1.00    1.00    --  -40.73 -57.00-150.00   51
  2  \w   -115.00 -39.00   1.00    1.00    --  -40.73 -38.00 120.00   76
  3  \w    -68.00 -17.00   1.00    1.00    --  -40.73 -57.00 150.00   51
  4  \w    -85.00 -59.00   1.00    1.00    --  -40.73 -38.00-180.00   26
  5  \w    -26.00  64.00   1.00    1.00    --   40.73 -38.00   0.00   90
  6  \w     64.00  90.00   1.00    1.00    --   40.73-125.00-180.00   26
  7  \w      1.00  62.00   1.00    1.00    --   40.73 -99.00   0.00   61
  8  \w    -13.00  26.00   1.00    1.00    --   40.73 -38.00-120.00   39
  9  \w     14.00  53.00   1.00    1.00    --   40.73  57.00-150.00   39
 10  \w     80.00 107.00   1.00    1.00    --  107.58  61.00-150.00   27
 11  \w     31.00 101.00   1.00    1.00    --  107.58 -95.00 150.00   70
 12  \w    123.00 153.00   1.00    1.00    --  107.58  77.00 150.00   30
 13  \w     78.00 105.00   1.00    1.00    --  107.58  61.00-180.00   27
 14  \w     77.00 104.00   1.00    1.00    --  107.58  77.00-150.00   27
 15  \w     83.00 174.00   1.00    1.00    --  107.58  45.00 -60.00   91
 16  \w    129.00 178.00   1.00    1.00    --  107.58  77.00-120.00   49
 17  \w     76.00 101.00   1.00    1.00    --  107.58  77.00 150.00   25
 18  \w     75.00 101.00   1.00    1.00    --  107.58  77.00 -90.00   26
 19  \w     78.00 104.00   1.00    1.00    --  107.58  61.00-120.00   26
 20  \w     26.00 103.00   1.00    1.00    --  107.58 -95.00  60.00   77
 21  \w     76.00 101.00   1.00    1.00    --  107.58  77.00-180.00   25
 22  \w     79.00 104.00   1.00    1.00    --  107.58  61.00 -90.00   25
 23  \w     83.00 113.00   1.00    1.00    --  107.58  45.00-150.00   30
 24  \w     83.00 108.00   1.00    1.00    --  107.58  45.00 -90.00   25
 25  \w     94.00 151.00   1.00    1.00    --  107.58 125.00 -60.00   57
 26  \w     95.00 173.00   1.00    1.00    --  107.58 125.00 -30.00   78
 27  \w     84.00 115.00   1.00    1.00    --  107.58  45.00-120.00   31
 28  \w     80.00 107.00   1.00    1.00    --  107.58  61.00 -60.00   27
 29  \w     83.00 151.00   1.00    1.00    --  107.58  45.00-180.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0529144000
_diffrn_orient_matrix_UB_12      0.0302487000
_diffrn_orient_matrix_UB_13      -0.1367631000
_diffrn_orient_matrix_UB_21      0.1482359000
_diffrn_orient_matrix_UB_22      0.0355231000
_diffrn_orient_matrix_UB_23      0.0083292000
_diffrn_orient_matrix_UB_31      0.0293220000
_diffrn_orient_matrix_UB_32      -0.1252101000
_diffrn_orient_matrix_UB_33      -0.0307097000
_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  0.0338
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9755
_diffrn_reflns_point_group_measured_fraction_full 0.918
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.951
_diffrn_reflns_theta_min         4.029
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.127
_refine_ls_abs_structure_details
;
 Flack x determined using 1850 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4637
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0502
_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^)+(0.0889P)^2^+0.2063P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1312
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.848
_reflns_Friedel_fraction_max     0.797
_reflns_number_gt                4523
_reflns_number_total             4637
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0001_suppl.cif
_cod_data_source_block           s-104
_cod_original_cell_volume        1292.65(5)
_cod_database_code               8107414
_reflns_odcompleteness_completeness 98.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C19(H19), C20(H20), C24(H24), C25(H25),
  C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C30(H30A,H30B,H30C)
;
_shelx_res_checksum              92825
_shelx_hkl_checksum              38160
_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 1.602
_oxdiff_exptl_absorpt_empirical_full_min 0.482