#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/64/7226408.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_7226408
loop_
_publ_author_name
'Phukan, Nithi'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Conformational adjustments over synthons of urea and thiourea based
 assemblies
;
_journal_issue                   40
_journal_name_full               CrystEngComm
_journal_page_first              7753
_journal_paper_doi               10.1039/C6CE01326K
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C15 H13 N3 S2'
_chemical_formula_weight         299.40
_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
;
2016-02-12 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                97.352(6)
_cell_angle_beta                 104.485(5)
_cell_angle_gamma                96.981(7)
_cell_formula_units_Z            2
_cell_length_a                   7.6357(5)
_cell_length_b                   8.2456(8)
_cell_length_c                   11.8464(6)
_cell_measurement_reflns_used    2016
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.0720
_cell_measurement_theta_min      3.7170
_cell_volume                     707.00(9)
_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_measurement_device_type  'SuperNova, Single source at offset, Eos'
_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  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4719
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         3.33
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2553
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0382
_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+0.3563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0709
_reflns_number_gt                2052
_reflns_number_total             2553
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce01326k2.cif
_cod_data_source_block           2b
_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 7226405--7226416.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7226408
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
S2 S 0.05467(9) 0.53717(7) 0.68908(5) 0.05739(18) Uani 1 1 d .
S1 S 0.12489(10) 0.87805(9) 0.35421(5) 0.0661(2) Uani 1 1 d .
N3 N 0.2506(3) 0.8380(2) 0.74525(15) 0.0504(5) Uani 1 1 d .
N2 N 0.1315(3) 0.7390(2) 0.54702(15) 0.0508(5) Uani 1 1 d .
N1 N 0.2797(3) 1.0166(2) 0.56933(15) 0.0499(5) Uani 1 1 d .
C4 C 0.1869(3) 0.8797(3) 0.50518(18) 0.0460(5) Uani 1 1 d .
C5 C 0.1528(3) 0.7152(3) 0.66128(17) 0.0452(5) Uani 1 1 d .
C6 C 0.2968(3) 0.8236(2) 0.86846(17) 0.0431(5) Uani 1 1 d .
C15 C 0.4582(3) 0.7601(2) 0.91628(17) 0.0424(5) Uani 1 1 d .
C2 C 0.3055(3) 1.1328(3) 0.4972(2) 0.0556(6) Uani 1 1 d .
C10 C 0.5053(3) 0.7525(3) 1.03913(18) 0.0469(5) Uani 1 1 d .
C9 C 0.3876(3) 0.8054(3) 1.10642(19) 0.0565(6) Uani 1 1 d .
H9 H 0.4168 0.8002 1.1868 0.068 Uiso 1 1 calc R
C14 C 0.5737(3) 0.7033(3) 0.8488(2) 0.0549(6) Uani 1 1 d .
H14 H 0.5446 0.7065 0.7682 0.066 Uiso 1 1 calc R
C7 C 0.1885(3) 0.8734(3) 0.93573(19) 0.0533(6) Uani 1 1 d .
H7 H 0.0831 0.9148 0.9020 0.064 Uiso 1 1 calc R
C8 C 0.2346(3) 0.8629(3) 1.05655(19) 0.0588(6) Uani 1 1 d .
H8 H 0.1586 0.8960 1.1024 0.071 Uiso 1 1 calc R
C12 C 0.7724(4) 0.6378(3) 1.0227(2) 0.0702(7) Uani 1 1 d .
H12 H 0.8777 0.5972 1.0578 0.084 Uiso 1 1 calc R
C3 C 0.2331(4) 1.0785(3) 0.3820(2) 0.0668(7) Uani 1 1 d .
H3 H 0.2407 1.1423 0.3236 0.080 Uiso 1 1 calc R
C13 C 0.7278(3) 0.6437(3) 0.9011(2) 0.0664(7) Uani 1 1 d .
H13 H 0.8034 0.6069 0.8560 0.080 Uiso 1 1 calc R
C11 C 0.6649(3) 0.6901(3) 1.0886(2) 0.0633(7) Uani 1 1 d .
H11 H 0.6968 0.6849 1.1690 0.076 Uiso 1 1 calc R
C1 C 0.4053(4) 1.3016(3) 0.5538(2) 0.0782(8) Uani 1 1 d .
H1A H 0.4101 1.3690 0.4939 0.117 Uiso 1 1 calc R
H1B H 0.5276 1.2942 0.5971 0.117 Uiso 1 1 calc R
H1C H 0.3424 1.3507 0.6068 0.117 Uiso 1 1 calc R
H2 H 0.071(3) 0.658(3) 0.4966(18) 0.047(7) Uiso 1 1 d .
H3A H 0.297(3) 0.923(3) 0.723(2) 0.066(8) 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 S1 C4 87.71(11)
C5 N3 C6 122.61(19)
C5 N2 C4 128.8(2)
C4 N1 C2 109.73(19)
N1 C4 N2 125.72(19)
N1 C4 S1 115.90(16)
N2 C4 S1 118.36(17)
N3 C5 N2 117.03(19)
N3 C5 S2 123.44(16)
N2 C5 S2 119.53(16)
C7 C6 C15 121.73(19)
C7 C6 N3 119.7(2)
C15 C6 N3 118.53(19)
C14 C15 C6 123.73(19)
C14 C15 C10 118.5(2)
C6 C15 C10 117.75(19)
C3 C2 N1 114.6(2)
C3 C2 C1 126.8(2)
N1 C2 C1 118.5(2)
C11 C10 C9 122.5(2)
C11 C10 C15 118.8(2)
C9 C10 C15 118.7(2)
C8 C9 C10 121.3(2)
C13 C14 C15 120.5(2)
C6 C7 C8 120.1(2)
C9 C8 C7 120.5(2)
C11 C12 C13 120.6(2)
C2 C3 S1 112.06(18)
C14 C13 C12 120.1(2)
C12 C11 C10 121.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S2 C5 1.674(2)
S1 C3 1.708(3)
S1 C4 1.730(2)
N3 C5 1.327(3)
N3 C6 1.437(2)
N2 C5 1.365(2)
N2 C4 1.379(3)
N1 C4 1.293(3)
N1 C2 1.390(3)
C6 C7 1.347(3)
C6 C15 1.414(3)
C15 C14 1.412(3)
C15 C10 1.421(3)
C2 C3 1.332(3)
C2 C1 1.489(3)
C10 C11 1.402(3)
C10 C9 1.413(3)
C9 C8 1.342(3)
C14 C13 1.365(3)
C7 C8 1.403(3)
C12 C11 1.337(3)
C12 C13 1.405(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 127081492
