#------------------------------------------------------------------------------
#$Date: 2023-08-05 12:35:47 +0300 (Sat, 05 Aug 2023) $
#$Revision: 285529 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/69/7246960.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_7246960
loop_
_publ_author_name
'Mandal, Koushik'
'Hasija, Avantika'
'Shukla, Rahul'
'Hathwar, Venkatesha R.'
'Chopra, Deepak'
_publ_section_title
;
 Quantitative evaluation of the electronic features involving
 "nucleophilic-electrophilic" character in the chalcogen sulfur.
;
_journal_issue                   29
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              19427
_journal_page_last               19434
_journal_paper_doi               10.1039/d3cp02526h
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C7 H5 N S'
_chemical_formula_sum            'C7 H5 N S'
_chemical_formula_weight         135.18
_chemical_name_systematic        2A
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-05-31 deposited with the CCDC.	2023-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.830(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8648(6)
_cell_length_b                   4.5145(4)
_cell_length_c                   16.9480(16)
_cell_measurement_reflns_used    4191
_cell_measurement_temperature    140(1)
_cell_measurement_theta_max      29.45
_cell_measurement_theta_min      2.43
_cell_volume                     671.94(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      140(1)
_diffrn_measured_fraction_theta_full 0.885
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.885
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            1643
_diffrn_reflns_point_group_measured_fraction_full 0.885
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.117
_diffrn_reflns_theta_min         2.426
_exptl_absorpt_coefficient_mu    0.378
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_recrystallization_method 'In situ cryocrystallization'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.243
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1643
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.243
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0893
_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/[σ²(Fo²)+(0.0394P)²+3.3666P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2264
_refine_ls_wR_factor_ref         0.2285
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1513
_reflns_number_total             1643
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp02526h2.cif
_cod_data_source_block           2A
_cod_depositor_comments
'Adding full bibliography for 7246960--7246964.cif.'
_cod_database_code               7246960
_shelx_shelxl_version_number     2018/3
_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_max   0.895
_shelx_estimated_absorpt_t_min   0.895
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.712(6)
 0.288(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
;
_shelx_res_file
;
TITL MONOP_a.res in P2(1)/c
    ncs.res
    created by SHELXL-2018/3 at 05:26:58 on 22-May-2023
CELL 0.71073 8.8648 4.5145 16.948 90 97.83 90
ZERR 4 0.0006 0.0004 0.0016 0 0.008 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N S
UNIT 28 20 4 4

L.S. 20
PLAN  1
SIZE 0.3 0.3 0.3
TEMP -133.15
CONF
BOND $H
LIST 4
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\NCS.hkl">
REM </olex2.extras>

WGHT    0.039400    3.366600
BASF   0.28848
FVAR      35.06522
S1    4    0.221082   -0.064690    0.593146    11.00000    0.03872    0.03642 =
         0.03290    0.00817    0.01174    0.00445
N1    3    0.286834    0.279583    0.468275    11.00000    0.05204    0.02769 =
         0.02582    0.00137   -0.00035    0.00127
C7    1    0.253912    0.138399    0.520620    11.00000    0.02714    0.02588 =
         0.02586   -0.00389   -0.00035    0.00574
C1    1    0.272330    0.487012    0.406418    11.00000    0.03702    0.01034 =
         0.02261   -0.00251    0.00138   -0.00171
C2    1    0.131546    0.610232    0.379126    11.00000    0.02780    0.02150 =
         0.02905   -0.00524    0.00530   -0.00451
AFIX  43
H2    2    0.044161    0.556793    0.402715    11.00000   -1.20000
AFIX   0
C3    1    0.119969    0.811140    0.317370    11.00000    0.02768    0.02722 =
         0.02794   -0.00166   -0.00135   -0.00021
AFIX  43
H3    2    0.023894    0.895151    0.297767    11.00000   -1.20000
AFIX   0
C4    1    0.248711    0.891266    0.283648    11.00000    0.04154    0.01683 =
         0.02186   -0.00081    0.00449   -0.00255
AFIX  43
H4    2    0.241183    1.032036    0.241630    11.00000   -1.20000
AFIX   0
C5    1    0.386281    0.765642    0.311500    11.00000    0.03499    0.03328 =
         0.03212   -0.00429    0.01559   -0.00125
AFIX  43
H5    2    0.473496    0.819523    0.287822    11.00000   -1.20000
AFIX   0
C6    1    0.401814    0.561913    0.373324    11.00000    0.02553    0.02880 =
         0.03345   -0.00778    0.00006    0.00046
AFIX  43
H6    2    0.497875    0.476626    0.392340    11.00000   -1.20000
AFIX   0
HKLF 5




REM  MONOP_a.res in P2(1)/c
REM wR2 = 0.2285, GooF = S = 1.243, Restrained GooF = 1.243 for all data
REM R1 = 0.0893 for 1513 Fo > 4sig(Fo) and 0.0940 for all 1643 data
REM 83 parameters refined using 0 restraints

END

WGHT      0.0398      3.3617

REM Highest difference peak  0.468,  deepest hole -0.505,  1-sigma level  0.118
Q1    1   0.1379 -0.2839  0.5319  11.00000  0.05    0.47
;
_shelx_res_checksum              40490
_olex2_submission_special_instructions 'No special instructions were received'
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 0.22108(17) -0.0647(4) 0.59315(8) 0.0354(4) Uani 1 1 d . . . . .
N1 N 0.2868(6) 0.2796(13) 0.4683(3) 0.0357(12) Uani 1 1 d . . . . .
C7 C 0.2539(6) 0.1384(14) 0.5206(3) 0.0267(12) Uani 1 1 d . . . . .
C1 C 0.2723(6) 0.4870(12) 0.4064(3) 0.0236(11) Uani 1 1 d . . . . .
C2 C 0.1315(6) 0.6102(14) 0.3791(3) 0.0260(11) Uani 1 1 d . . . . .
H2 H 0.044161 0.556793 0.402715 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1200(6) 0.8111(14) 0.3174(3) 0.0281(12) Uani 1 1 d . . . . .
H3 H 0.023894 0.895151 0.297767 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2487(6) 0.8913(13) 0.2836(3) 0.0267(11) Uani 1 1 d . . . . .
H4 H 0.241183 1.032036 0.241630 0.032 Uiso 1 1 calc R U . . .
C5 C 0.3863(6) 0.7656(15) 0.3115(3) 0.0324(13) Uani 1 1 d . . . . .
H5 H 0.473496 0.819523 0.287822 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4018(6) 0.5619(15) 0.3733(3) 0.0296(12) Uani 1 1 d . . . . .
H6 H 0.497875 0.476626 0.392340 0.036 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0387(7) 0.0364(10) 0.0329(6) 0.0082(6) 0.0117(5) 0.0045(7)
N1 0.052(3) 0.028(3) 0.026(2) 0.001(2) -0.0003(19) 0.001(2)
C7 0.027(2) 0.026(4) 0.026(2) -0.004(2) -0.0003(17) 0.006(2)
C1 0.037(2) 0.010(3) 0.0226(19) -0.0025(19) 0.0014(17) -0.002(2)
C2 0.028(2) 0.021(4) 0.029(2) -0.005(2) 0.0053(17) -0.005(2)
C3 0.028(2) 0.027(4) 0.028(2) -0.002(2) -0.0013(18) 0.000(2)
C4 0.042(3) 0.017(3) 0.022(2) -0.0008(19) 0.0045(18) -0.003(2)
C5 0.035(3) 0.033(4) 0.032(2) -0.004(2) 0.016(2) -0.001(2)
C6 0.026(2) 0.029(4) 0.033(2) -0.008(2) 0.0001(18) 0.000(2)
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
_geom_angle_publ_flag
C7 N1 C1 158.9(6) . . ?
N1 C7 S1 175.8(5) . . ?
C2 C1 N1 120.3(5) . . ?
C6 C1 N1 118.0(5) . . ?
C6 C1 C2 121.6(5) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(5) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(5) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.8(5) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 117.7(5) . . ?
C1 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C7 1.592(6) . ?
N1 C7 1.161(7) . ?
N1 C1 1.398(7) . ?
C1 C2 1.387(7) . ?
C1 C6 1.386(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.378(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.369(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(8) . ?
C6 H6 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
_geom_torsion_publ_flag
N1 C1 C2 C3 -179.1(5) . . . . ?
N1 C1 C6 C5 179.4(5) . . . . ?
C7 N1 C1 C2 -10.9(19) . . . . ?
C7 N1 C1 C6 169.7(15) . . . . ?
C1 C2 C3 C4 -0.8(8) . . . . ?
C2 C1 C6 C5 0.0(8) . . . . ?
C2 C3 C4 C5 1.0(8) . . . . ?
C3 C4 C5 C6 -0.7(9) . . . . ?
C4 C5 C6 C1 0.2(9) . . . . ?
C6 C1 C2 C3 0.3(8) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.712(6)
2 0.288(6)
