#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/49/7224971.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_7224971
loop_
_publ_author_name
'Phukan, Nithi'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Imine-tautomers of aminothiazole derivatives: intriguing aspects of
 chemical reactivities
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3877
_journal_paper_doi               10.1039/C6CE00676K
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C11 H9 Br N4 O3 S, C2 H6 O S'
_chemical_formula_sum            'C13 H15 Br N4 O4 S2'
_chemical_formula_weight         435.31
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-01-04 deposited with the CCDC.
2016-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                66.570(4)
_cell_angle_beta                 80.387(5)
_cell_angle_gamma                65.245(5)
_cell_formula_units_Z            2
_cell_length_a                   9.2653(7)
_cell_length_b                   10.2683(7)
_cell_length_c                   11.4407(8)
_cell_measurement_reflns_used    1534
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.82
_cell_measurement_theta_min      2.63
_cell_volume                     906.93(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0717
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13108
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    2.521
_exptl_absorpt_correction_T_max  0.739
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3255
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      3.545
_refine_ls_R_factor_all          0.1286
_refine_ls_R_factor_gt           0.0516
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+1.9000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.1075
_reflns_number_gt                1699
_reflns_number_total             3255
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce00676k2.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7224966--7224975.cif.
;
_cod_original_cell_volume        906.93(11)
_cod_database_code               7224971
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C6 C 0.8923(16) 0.7047(16) 0.7715(12) 0.065(6) Uani 1 1 d GD
C7 C 0.7412(16) 0.8167(14) 0.7329(13) 0.076(6) Uani 1 1 d GD
H7 H 0.6924 0.8900 0.7707 0.091 Uiso 1 1 calc R
C8 C 0.6630(13) 0.8192(15) 0.6379(14) 0.083(7) Uani 1 1 d G
H8A H 0.5619 0.8942 0.6121 0.099 Uiso 1 1 calc R
C9 C 0.7360(17) 0.7098(17) 0.5814(12) 0.071(6) Uani 1 1 d G
C10 C 0.8871(17) 0.5978(15) 0.6200(13) 0.080(7) Uani 1 1 d G
H10 H 0.9359 0.5246 0.5823 0.096 Uiso 1 1 calc R
C11 C 0.9652(13) 0.5953(14) 0.7151(13) 0.078(7) Uani 1 1 d G
H11 H 1.0664 0.5204 0.7409 0.094 Uiso 1 1 calc R
S1 S 0.8365(7) 0.9391(7) 1.1359(6) 0.0779(18) Uani 1 1 d D
C2 C 1.073(3) 0.827(3) 1.286(2) 0.073(6) Uani 1 1 d .
C3 C 0.925(3) 0.929(3) 1.2636(19) 0.073(6) Uani 1 1 d .
C4 C 1.014(3) 0.796(2) 1.122(2) 0.065(6) Uani 1 1 d .
N3 N 0.9764(19) 0.6939(19) 0.8660(15) 0.070(5) Uani 1 1 d .
H3 H 1.0714 0.6245 0.8799 0.084 Uiso 1 1 calc R
N1 N 1.125(2) 0.750(2) 1.2017(17) 0.073(5) Uani 1 1 d .
N2 N 1.038(2) 0.7323(19) 1.0306(16) 0.073(5) Uani 1 1 d .
H2 H 1.1273 0.6585 1.0294 0.088 Uiso 1 1 calc R
Br1 Br 0.8064(3) 1.0634(3) 1.3513(3) 0.1049(12) Uani 1 1 d .
C1 C 1.182(3) 0.791(3) 1.386(2) 0.103(9) Uani 1 1 d .
H1A H 1.2716 0.8161 1.3470 0.154 Uiso 1 1 calc R
H1B H 1.2175 0.6836 1.4382 0.154 Uiso 1 1 calc R
H1C H 1.1259 0.8512 1.4381 0.154 Uiso 1 1 calc R
S2 S 0.5503(7) 0.6040(8) 0.0698(7) 0.088(2) Uani 1 1 d .
C5 C 0.924(3) 0.783(3) 0.941(2) 0.066(6) Uani 1 1 d .
O1 O 0.7991(17) 0.8879(17) 0.9331(13) 0.078(4) Uani 1 1 d .
N4 N 0.660(3) 0.710(3) 0.479(2) 0.091(6) Uani 1 1 d D
O2 O 0.732(2) 0.616(2) 0.4289(17) 0.125(7) Uani 1 1 d D
O3 O 0.526(2) 0.805(2) 0.450(2) 0.138(8) Uani 1 1 d D
O4 O 0.7219(16) 0.5289(17) 0.0434(14) 0.094(5) Uani 1 1 d .
C12 C 0.516(3) 0.487(3) 0.220(3) 0.138(12) Uani 1 1 d .
H12A H 0.5323 0.3889 0.2190 0.207 Uiso 1 1 calc R
H12B H 0.4085 0.5348 0.2455 0.207 Uiso 1 1 calc R
H12C H 0.5879 0.4725 0.2801 0.207 Uiso 1 1 calc R
C13 C 0.527(3) 0.764(3) 0.105(2) 0.105(8) Uani 1 1 d .
H13A H 0.5943 0.7300 0.1751 0.158 Uiso 1 1 calc R
H13B H 0.4183 0.8123 0.1265 0.158 Uiso 1 1 calc R
H13C H 0.5561 0.8359 0.0315 0.158 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 C6 C11 120.0
C7 C6 N3 123.3(12)
C11 C6 N3 116.7(12)
C8 C7 C6 120.0
C9 C8 C7 120.0
C8 C9 C10 120.0
C8 C9 N4 121.9(13)
C10 C9 N4 118.1(13)
C9 C10 C11 120.0
C10 C11 C6 120.0
C4 S1 C3 85.7(10)
C3 C2 N1 113(2)
C3 C2 C1 127(2)
N1 C2 C1 120(2)
C2 C3 S1 113.9(16)
C2 C3 Br1 127.6(17)
S1 C3 Br1 118.5(13)
N1 C4 N2 121.4(19)
N1 C4 S1 116.6(15)
N2 C4 S1 122.0(17)
C5 N3 C6 126.9(17)
C4 N1 C2 111.3(18)
C4 N2 C5 122.9(18)
O4 S2 C12 105.9(11)
O4 S2 C13 107.1(10)
C12 S2 C13 99.0(13)
O1 C5 N3 127(2)
O1 C5 N2 122.7(18)
N3 C5 N2 110(2)
O3 N4 O2 124(2)
O3 N4 C9 117.2(19)
O2 N4 C9 119(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C6 C7 1.3900
C6 C11 1.3900
C6 N3 1.378(17)
C7 C8 1.3900
C8 C9 1.3900
C9 C10 1.3900
C9 N4 1.46(2)
C10 C11 1.3900
S1 C4 1.72(2)
S1 C3 1.74(2)
C2 C3 1.32(3)
C2 N1 1.38(2)
C2 C1 1.49(3)
C3 Br1 1.89(2)
C4 N1 1.29(2)
C4 N2 1.38(2)
N3 C5 1.38(2)
N2 C5 1.39(2)
S2 O4 1.488(14)
S2 C12 1.73(3)
S2 C13 1.76(2)
C5 O1 1.20(2)
N4 O3 1.21(2)
N4 O2 1.22(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139201995
