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#$Date: 2023-04-05 10:47:13 +0300 (Wed, 05 Apr 2023) $
#$Revision: 282384 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/70/8107030.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8107030
loop_
_publ_author_name
'Ghabbour, Hazem A.'
'Abdel-Aziz, Hatem A.'
'AlRabiah, Haitham'
'Alruqi, Obaid S.'
_publ_section_title
;
 Crystal structure of 4,5-diphenylthiazol-2-amine, C15H12N2S
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              861
_journal_page_last               862
_journal_paper_doi               10.1515/ncrs-2015-0294
_journal_volume                  231
_journal_year                    2016
_chemical_formula_sum            'C15 H12 N2 S'
_chemical_formula_weight         252.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 96.585(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.8853(3)
_cell_length_b                   23.8495(10)
_cell_length_c                   7.5689(3)
_cell_measurement_reflns_used    8256
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.27
_cell_measurement_theta_min      2.84
_cell_volume                     1234.70(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0717
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17571
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.521
_diffrn_reflns_theta_min         2.840
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS_Bruker_2014
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.478
_exptl_crystal_size_mid          0.354
_exptl_crystal_size_min          0.084
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0506
_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/[σ²(Fo²)+(0.0492P)²+0.7987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1143
_refine_ls_wR_factor_ref         0.1243
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2849
_reflns_number_total             3729
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2015-0294_suppl.cif
_cod_data_source_block           gh5
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8107030
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.893
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.49472(6) 0.48334(2) 0.78053(5) 0.01408(12) Uani 1 1 d . . . . .
N1 N 0.2283(2) 0.53650(6) 0.58029(18) 0.0133(3) Uani 1 1 d . . . . .
N2 N 0.1539(2) 0.44137(6) 0.6232(2) 0.0162(3) Uani 1 1 d . . . . .
C1 C 0.2702(3) 0.48713(7) 0.6509(2) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.3769(2) 0.57475(7) 0.6319(2) 0.0128(3) Uani 1 1 d . . . . .
C3 C 0.5306(2) 0.55469(7) 0.7438(2) 0.0129(3) Uani 1 1 d . . . . .
C4 C 0.7017(2) 0.58295(7) 0.8408(2) 0.0140(3) Uani 1 1 d . . . . .
C5 C 0.6788(3) 0.63348(7) 0.9304(2) 0.0185(4) Uani 1 1 d . . . . .
H5A H 0.5532 0.6503 0.9259 0.022 Uiso 1 1 calc R U . . .
C6 C 0.8393(3) 0.65912(7) 1.0259(2) 0.0231(4) Uani 1 1 d . . . . .
H6A H 0.8227 0.6937 1.0848 0.028 Uiso 1 1 calc R U . . .
C7 C 1.0233(3) 0.63489(8) 1.0362(2) 0.0217(4) Uani 1 1 d . . . . .
H7A H 1.1323 0.6526 1.1017 0.026 Uiso 1 1 calc R U . . .
C8 C 1.0461(3) 0.58455(8) 0.9499(2) 0.0196(4) Uani 1 1 d . . . . .
H8A H 1.1716 0.5676 0.9566 0.024 Uiso 1 1 calc R U . . .
C9 C 0.8865(3) 0.55860(7) 0.8532(2) 0.0165(3) Uani 1 1 d . . . . .
H9A H 0.9040 0.5239 0.7952 0.020 Uiso 1 1 calc R U . . .
C10 C 0.3535(3) 0.63210(7) 0.5579(2) 0.0141(3) Uani 1 1 d . . . . .
C11 C 0.1692(3) 0.65766(7) 0.5377(2) 0.0174(4) Uani 1 1 d . . . . .
H11A H 0.0602 0.6389 0.5769 0.021 Uiso 1 1 calc R U . . .
C12 C 0.1451(3) 0.71033(7) 0.4604(2) 0.0230(4) Uani 1 1 d . . . . .
H12A H 0.0197 0.7275 0.4479 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3016(3) 0.73819(7) 0.4015(2) 0.0245(4) Uani 1 1 d . . . . .
H13A H 0.2838 0.7742 0.3481 0.029 Uiso 1 1 calc R U . . .
C14 C 0.4844(3) 0.71327(8) 0.4208(2) 0.0248(4) Uani 1 1 d . . . . .
H14A H 0.5924 0.7323 0.3807 0.030 Uiso 1 1 calc R U . . .
C15 C 0.5110(3) 0.66045(7) 0.4988(2) 0.0196(4) Uani 1 1 d . . . . .
H15A H 0.6370 0.6437 0.5117 0.024 Uiso 1 1 calc R U . . .
H2N2 H 0.024(4) 0.4476(10) 0.575(3) 0.035(6) Uiso 1 1 d . . . . .
H1N2 H 0.162(4) 0.4154(11) 0.699(3) 0.033(6) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 S1 C3 89.55(8) . .
C1 N1 C2 110.71(14) . .
C1 N2 H2N2 116.9(15) . .
C1 N2 H1N2 119.8(17) . .
H2N2 N2 H1N2 111(2) . .
N1 C1 N2 124.15(16) . .
N1 C1 S1 114.66(12) . .
N2 C1 S1 121.17(13) . .
C3 C2 N1 115.91(14) . .
C3 C2 C10 127.04(15) . .
N1 C2 C10 117.04(14) . .
C2 C3 C4 131.77(15) . .
C2 C3 S1 109.08(12) . .
C4 C3 S1 118.99(12) . .
C9 C4 C5 118.61(15) . .
C9 C4 C3 120.92(14) . .
C5 C4 C3 120.38(15) . .
C6 C5 C4 120.21(17) . .
C6 C5 H5A 119.9 . .
C4 C5 H5A 119.9 . .
C7 C6 C5 120.82(17) . .
C7 C6 H6A 119.6 . .
C5 C6 H6A 119.6 . .
C8 C7 C6 119.18(17) . .
C8 C7 H7A 120.4 . .
C6 C7 H7A 120.4 . .
C7 C8 C9 120.51(17) . .
C7 C8 H8A 119.7 . .
C9 C8 H8A 119.7 . .
C8 C9 C4 120.65(16) . .
C8 C9 H9A 119.7 . .
C4 C9 H9A 119.7 . .
C15 C10 C11 118.82(15) . .
C15 C10 C2 120.97(15) . .
C11 C10 C2 120.13(16) . .
C12 C11 C10 120.19(17) . .
C12 C11 H11A 119.9 . .
C10 C11 H11A 119.9 . .
C13 C12 C11 120.77(18) . .
C13 C12 H12A 119.6 . .
C11 C12 H12A 119.6 . .
C12 C13 C14 119.47(16) . .
C12 C13 H13A 120.3 . .
C14 C13 H13A 120.3 . .
C13 C14 C15 120.43(18) . .
C13 C14 H14A 119.8 . .
C15 C14 H14A 119.8 . .
C14 C15 C10 120.32(18) . .
C14 C15 H15A 119.8 . .
C10 C15 H15A 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.7356(17) .
S1 C3 1.7464(16) .
N1 C1 1.311(2) .
N1 C2 1.393(2) .
N2 C1 1.356(2) .
N2 H2N2 0.93(3) .
N2 H1N2 0.84(3) .
C2 C3 1.364(2) .
C2 C10 1.480(2) .
C3 C4 1.477(2) .
C4 C9 1.393(2) .
C4 C5 1.400(2) .
C5 C6 1.391(3) .
C5 H5A 0.9500 .
C6 C7 1.386(3) .
C6 H6A 0.9500 .
C7 C8 1.384(3) .
C7 H7A 0.9500 .
C8 C9 1.393(2) .
C8 H8A 0.9500 .
C9 H9A 0.9500 .
C10 C15 1.395(2) .
C10 C11 1.400(2) .
C11 C12 1.387(2) .
C11 H11A 0.9500 .
C12 C13 1.383(3) .
C12 H12A 0.9500 .
C13 C14 1.384(3) .
C13 H13A 0.9500 .
C14 C15 1.394(2) .
C14 H14A 0.9500 .
C15 H15A 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 N1 C1 N2 -179.33(16) . . . .
C2 N1 C1 S1 -1.31(18) . . . .
C3 S1 C1 N1 2.38(13) . . . .
C3 S1 C1 N2 -179.53(15) . . . .
C1 N1 C2 C3 -0.9(2) . . . .
C1 N1 C2 C10 178.09(14) . . . .
N1 C2 C3 C4 -172.62(16) . . . .
C10 C2 C3 C4 8.5(3) . . . .
N1 C2 C3 S1 2.66(19) . . . .
C10 C2 C3 S1 -176.26(13) . . . .
C1 S1 C3 C2 -2.71(13) . . . .
C1 S1 C3 C4 173.26(14) . . . .
C2 C3 C4 C9 -139.12(19) . . . .
S1 C3 C4 C9 46.0(2) . . . .
C2 C3 C4 C5 44.3(3) . . . .
S1 C3 C4 C5 -130.56(15) . . . .
C9 C4 C5 C6 1.5(3) . . . .
C3 C4 C5 C6 178.12(16) . . . .
C4 C5 C6 C7 -0.9(3) . . . .
C5 C6 C7 C8 0.0(3) . . . .
C6 C7 C8 C9 0.2(3) . . . .
C7 C8 C9 C4 0.4(3) . . . .
C5 C4 C9 C8 -1.2(2) . . . .
C3 C4 C9 C8 -177.85(16) . . . .
C3 C2 C10 C15 41.0(3) . . . .
N1 C2 C10 C15 -137.93(17) . . . .
C3 C2 C10 C11 -142.39(18) . . . .
N1 C2 C10 C11 38.7(2) . . . .
C15 C10 C11 C12 -0.2(2) . . . .
C2 C10 C11 C12 -176.89(15) . . . .
C10 C11 C12 C13 0.4(3) . . . .
C11 C12 C13 C14 -0.4(3) . . . .
C12 C13 C14 C15 0.1(3) . . . .
C13 C14 C15 C10 0.1(3) . . . .
C11 C10 C15 C14 -0.1(3) . . . .
C2 C10 C15 C14 176.61(16) . . . .
