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#$Date: 2025-08-21 04:34:05 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/05/4510511.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_4510511
loop_
_publ_author_name
'Phukan, Nithi'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Polymorphs of 1-(5-Methylthiazol-2-yl)-3-phenylthiourea and Various
 Anion-Assisted Assemblies of Two Positional Isomers
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2640
_journal_paper_doi               10.1021/cg5003379
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C11 H12 Br N3 S2'
_chemical_formula_weight         330.28
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2yc'
_symmetry_space_group_name_H-M   'I 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.947(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.7103(11)
_cell_length_b                   4.45641(17)
_cell_length_c                   25.3321(7)
_cell_measurement_temperature    296(2)
_cell_volume                     2662.26(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4634
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         3.23
_exptl_absorpt_coefficient_mu    3.383
_exptl_absorpt_correction_T_max  0.666
_exptl_absorpt_correction_T_min  0.393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .24
_exptl_crystal_size_min          .12
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2410
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0294P)²+1.3448P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0832
_reflns_number_gt                1855
_reflns_number_total             2410
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            2a.cif
_cod_data_source_block           2a
_cod_depositor_comments
'Adding full bibliography for 4510508--4510523.cif.'
_cod_original_cell_volume        2662.26(17)
_cod_original_sg_symbol_H-M      'I 2/c '
_cod_database_code               4510511
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.329830(17) 0.13041(8) 0.506450(14) 0.05114(16) Uani 1 1 d .
S1 S 0.80671(4) 0.6678(2) 0.69197(3) 0.0497(3) Uani 1 1 d .
S2 S 0.70103(5) 0.3202(2) 0.69043(4) 0.0587(3) Uani 1 1 d .
N2 N 0.72692(14) 0.6140(7) 0.60543(11) 0.0474(8) Uani 1 1 d D
N3 N 0.64164(15) 0.3880(7) 0.59446(12) 0.0520(8) Uani 1 1 d D
N1 N 0.80719(14) 0.9022(7) 0.60185(12) 0.0479(8) Uani 1 1 d D
C2 C 0.86419(17) 0.8934(8) 0.67902(15) 0.0517(10) Uani 1 1 d .
C4 C 0.77590(17) 0.7247(8) 0.62854(13) 0.0422(9) Uani 1 1 d .
C1 C 0.91272(18) 0.9477(11) 0.72102(17) 0.0787(13) Uani 1 1 d .
H1A H 0.9402 1.0754 0.7070 0.118 Uiso 1 1 calc R
H1B H 0.9301 0.7597 0.7317 0.118 Uiso 1 1 calc R
H1C H 0.8989 1.0426 0.7511 0.118 Uiso 1 1 calc R
C5 C 0.68769(16) 0.4409(8) 0.62844(14) 0.0453(9) Uani 1 1 d .
C9 C 0.4845(2) -0.0141(12) 0.6051(2) 0.0752(14) Uani 1 1 d .
C3 C 0.85700(19) 0.9982(9) 0.62969(16) 0.0527(10) Uani 1 1 d .
C10 C 0.4938(2) 0.1664(12) 0.5643(2) 0.0803(15) Uani 1 1 d .
C8 C 0.5289(3) -0.0728(13) 0.6432(2) 0.0903(17) Uani 1 1 d .
C6 C 0.58999(18) 0.2441(8) 0.60076(15) 0.0512(10) Uani 1 1 d .
C7 C 0.5810(2) 0.0521(11) 0.64167(19) 0.0711(13) Uani 1 1 d .
C11 C 0.5464(2) 0.2931(12) 0.5615(2) 0.0766(14) Uani 1 1 d .
H3A H 0.8829(15) 1.122(6) 0.6145(14) 0.046(10) Uiso 1 1 d .
H2 H 0.7148(17) 0.688(8) 0.5745(10) 0.072(13) Uiso 1 1 d D
H1 H 0.7985(15) 0.960(8) 0.5700(9) 0.055(11) Uiso 1 1 d D
H3 H 0.6430(17) 0.469(8) 0.5643(8) 0.063(12) Uiso 1 1 d D
H11 H 0.5560(18) 0.409(8) 0.5363(17) 0.075(14) Uiso 1 1 d .
H7 H 0.6103(18) 0.001(9) 0.6663(17) 0.077(14) Uiso 1 1 d .
H10 H 0.466(2) 0.187(10) 0.5365(19) 0.093(17) Uiso 1 1 d .
H9 H 0.448(2) -0.105(10) 0.606(2) 0.107(19) Uiso 1 1 d .
H8 H 0.525(2) -0.203(11) 0.669(2) 0.107(19) 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'
Br Br -0.2901 2.4595 '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
C4 S1 C2 90.22(19)
C4 N2 C5 127.7(3)
C5 N3 C6 132.0(3)
C4 N1 C3 114.9(3)
C3 C2 C1 128.6(4)
C3 C2 S1 110.6(3)
C1 C2 S1 120.9(3)
N1 C4 N2 120.4(3)
N1 C4 S1 111.2(3)
N2 C4 S1 128.4(3)
N3 C5 N2 111.5(3)
N3 C5 S2 127.9(3)
N2 C5 S2 120.6(3)
C10 C9 C8 118.5(5)
C2 C3 N1 113.1(4)
C9 C10 C11 120.4(5)
C7 C8 C9 122.2(5)
C11 C6 C7 118.6(4)
C11 C6 N3 116.3(4)
C7 C6 N3 125.0(4)
C8 C7 C6 119.2(5)
C6 C11 C10 121.0(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C4 1.714(3)
S1 C2 1.752(4)
S2 C5 1.659(4)
N2 C4 1.339(5)
N2 C5 1.383(5)
N3 C5 1.339(5)
N3 C6 1.406(5)
N1 C4 1.318(5)
N1 C3 1.379(5)
C2 C3 1.328(5)
C2 C1 1.504(5)
C9 C10 1.345(7)
C9 C8 1.377(7)
C10 C11 1.379(7)
C8 C7 1.359(7)
C6 C11 1.374(6)
C6 C7 1.378(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139147233
