Pnictogen bonding in imide derivatives for chiral folding and self-assembly.
Wang, Zhuoer; Cao, Zhaozhen; Hao, Aiyou; Xing, Pengyao; Chemical science 15 (2024) 6924–6933; doi:10.1039/d4sc00554f

data_1571406
_publ_section_title
;
 Pnictogen bonding in imide derivatives for chiral folding and
 self-assembly.
;
_journal_issue                   18
_journal_name_full               'Chemical science'
_journal_page_first              6924
_journal_page_last               6933
_journal_paper_doi               10.1039/d4sc00554f
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C17 H14 Br N O3'
_chemical_formula_sum            'C17 H14 Br N O3'
_chemical_formula_weight         360.21
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-11-22 deposited with the CCDC.	2024-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   6.3065(3)
_cell_length_b                   13.7236(4)
_cell_length_c                   34.6883(12)
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      71.9230
_cell_measurement_theta_min      3.4350
_cell_volume                     3002.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_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_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.950
_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    107.00 172.00   1.00    1.69    --  105.98 100.00  -7.00   65
  2  \w     33.00  68.00   1.00    1.69    --  105.98 -61.00 150.00   35
  3  \w     38.00 128.00   1.00    1.69    --  105.98 -88.00 143.00   90
  4  \w     34.00  95.00   1.00    1.69    --  105.98 -77.00  60.00   61
  5  \w    -20.00  76.00   1.00    0.18    --   48.21 -88.00 143.00   96
  6  \w    -24.00  29.00   1.00    0.18    --   48.21 -42.00 -14.00   53
  7  \w   -120.00 -90.00   1.00    0.18    --  -48.21-125.00  60.00   30
  8  \w   -159.00 -89.00   1.00    1.69    --  -91.75 -94.00 -90.00   70
  9  \w   -154.00-117.00   1.00    1.69    --  -91.75 -42.00 -14.00   37
 10  \w   -109.00 -82.00   1.00    1.69    --  -91.75 -42.00 -14.00   27
 11  \w    -68.00 -20.00   1.00    1.69    --  -91.75  61.00 -90.00   48
 12  \w    -46.00 -20.00   1.00    1.69    --  -91.75  42.00 137.00   26
 13  \w   -120.00 -85.00   1.00    1.69    --  -91.75 -30.00 150.00   35
 14  \w   -166.00-135.00   1.00    1.69    --  -91.75 -30.00 150.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2049275000
_diffrn_orient_matrix_UB_12      0.0541201000
_diffrn_orient_matrix_UB_13      0.0112649000
_diffrn_orient_matrix_UB_21      0.0806035000
_diffrn_orient_matrix_UB_22      -0.0921661000
_diffrn_orient_matrix_UB_23      0.0206292000
_diffrn_orient_matrix_UB_31      0.1057577000
_diffrn_orient_matrix_UB_32      -0.0343029000
_diffrn_orient_matrix_UB_33      -0.0376831000
_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  0.0729
_diffrn_reflns_av_unetI/netI     0.0834
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            14764
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.629
_diffrn_reflns_theta_min         3.463
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.866
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36350
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_description       block
_exptl_crystal_F_000             1484
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         3.088
_refine_diff_density_min         -1.268
_refine_diff_density_rms         0.202
_refine_ls_abs_structure_details
;
 Flack x determined using 1562 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_coef       0.0047(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.546
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         5795
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.546
_refine_ls_R_factor_all          0.1362
_refine_ls_R_factor_gt           0.1254
_refine_ls_shift/su_max          0.082
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3595
_refine_ls_wR_factor_ref         0.3757
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.881
_reflns_number_gt                4878
_reflns_number_total             5795
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc00554f2.cif
_cod_data_source_block           20220525wzec_auto
_cod_depositor_comments
;
Adding full bibliography for 1571402--1571406.cif.

2025-06-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C34 H28 Br2 N3 O6'
_cod_original_formula_weight         734.41
_cod_original_formula_moiety         '2(C17 H14 Br N O3)'
_cod_original_formula_units_Z            4
_cod_database_code               1571406
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CONBr
_reflns_odcompleteness_completeness 99.33
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C32(H32), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C33(H33A,H33B), C11(H11A,H11B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C29(H29), C45(H45), C26(H26), C4(H4), C6(H6), C7(H7), C20(H20), C44(H44),
 C28(H28), C41(H41), C43(H43), C22(H22), C42(H42), C18(H18), C21(H21), C19(H19)
2.d Idealised tetrahedral OH refined as rotating group:
 O34(H34), O12(H12)
;
_shelx_res_checksum              97382
_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 1.877
_oxdiff_exptl_absorpt_empirical_full_min 0.600