Polymorphism in carboxamide compounds with high-Z′ crystal structures
Tavakoli-Quchani, Fatemeh; Salimi, Alireza; Notash, Behrouz; Samie, Ali; Garrison, Jered C.; CrystEngComm 25 (2023) 299–308; doi:10.1039/D2CE01171A

data_7245913
_publ_section_title
;
 Polymorphism in carboxamide compounds with high-Z&#x2032; crystal
 structures
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              299
_journal_page_last               308
_journal_paper_doi               10.1039/D2CE01171A
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C8 H6 N4 O S'
_chemical_formula_sum            'C8 H6 N4 O S'
_chemical_formula_weight         206.23
_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     direct
_audit_creation_date             2014-06-05
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_audit_update_record
;
2021-10-08 deposited with the CCDC.	2022-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.776(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8771(5)
_cell_length_b                   5.1276(2)
_cell_length_c                   17.5128(11)
_cell_measurement_reflns_used    2118
_cell_measurement_temperature    100
_cell_measurement_theta_max      76.0280
_cell_measurement_theta_min      4.5710
_cell_volume                     868.28(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2603
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
  1 omega -111.00  -22.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      -45.5339  -57.0000 -150.0000 89

  2 omega  -66.00   17.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      -45.5339   57.0000 -180.0000 83

  3 omega   69.00   95.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -       45.5339   38.0000 -180.0000 26

  4 omega   44.00   96.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025  -95.0000 -150.0000 52

  5 omega   91.00  176.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025   45.0000  120.0000 85

  6 omega   43.00  108.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025  -95.0000  -90.0000 65

  7 omega   49.00   74.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025  -45.0000  -90.0000 25

  8 omega   41.00   66.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025  -30.0000 -120.0000 25

  9 omega   34.00  137.00   1.0000    2.4600
omega____ theta____ kappa____ phi______ frames
    -      108.9025  -15.0000  120.0000 103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0139419000
_diffrn_orient_matrix_UB_12      -0.0145989000
_diffrn_orient_matrix_UB_13      -0.0891138000
_diffrn_orient_matrix_UB_21      -0.1580294000
_diffrn_orient_matrix_UB_22      -0.0246594000
_diffrn_orient_matrix_UB_23      -0.0101576000
_diffrn_orient_matrix_UB_31      -0.0135745000
_diffrn_orient_matrix_UB_32      0.2993223000
_diffrn_orient_matrix_UB_33      -0.0052047000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3500
_diffrn_reflns_point_group_measured_fraction_full 0.736
_diffrn_reflns_point_group_measured_fraction_max 0.689
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.566
_diffrn_reflns_theta_min         4.573
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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    1.578
_exptl_crystal_description       plate
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details
;
 Flack x determined using 525 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.07(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0530
_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^)+(0.1058P)^2^+0.5486P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1691
_reflns_Friedel_coverage         0.295
_reflns_Friedel_fraction_full    0.407
_reflns_Friedel_fraction_max     0.355
_reflns_number_gt                2345
_reflns_number_total             2518
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01171a2.cif
_cod_data_source_block           iran-ft-9-cold
_cod_depositor_comments
'Adding full bibliography for 7245912--7245914.cif.'
_cod_original_cell_volume        868.29(8)
_cod_database_code               7245913
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C8 H5 N3 O1 S1'
_reflns_odcompleteness_completeness 99.37
_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 N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C7(H7A), N7(H7), C15(H15), C10(H10), C3(H3A), C2(H2), C9(H9),
 C16(H16), C8(H8), C11(H11), C1(H1)
;
_shelx_res_checksum              19239
_shelx_hkl_checksum              16698
_olex2_submission_special_instructions 'No special instructions were received'