#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:34:49 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301835 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/19/4131978.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_4131978
loop_
_publ_author_name
'Karak, Suvendu'
'Kumar, Sushil'
'Pachfule, Pradip'
'Banerjee, Rahul'
_publ_section_title
;
 Porosity Prediction through Hydrogen Bonding in Covalent Organic
 Frameworks.
;
_journal_issue                   15
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5138
_journal_page_last               5145
_journal_paper_doi               10.1021/jacs.7b13558
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C6 H5 O4 S, 0.5(C8 H14 N2)'
_chemical_formula_sum            'C10 H12 N O4 S'
_chemical_formula_weight         242.27
_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
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                90
_cell_angle_beta                 93.074(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1240(2)
_cell_length_b                   5.7011(2)
_cell_length_c                   23.0661(7)
_cell_measurement_reflns_used    1883
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.00
_cell_volume                     1066.79(6)
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Supernova (Mo) X-ray source'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            3718
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.993
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crysalispro
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         1883
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0442
_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)+(0.0423P)²+0.9149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1185
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1630
_reflns_number_total             1883
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b13558_si_005.cif
_cod_data_source_block           PSA-Pa-2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4131978
_shelx_shelxl_version_number     2016/4
_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   0.937
_shelx_estimated_absorpt_t_max   0.948
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
C1 C 0.8791(3) 0.3642(4) 0.33095(11) 0.0275(6) Uani 1 1 d . .
C2 C 0.7633(3) 0.2122(5) 0.30578(13) 0.0360(7) Uani 1 1 d . .
H2 H 0.739582 0.071945 0.324135 0.043 Uiso 1 1 calc R U
C3 C 0.6833(4) 0.2689(5) 0.25346(14) 0.0414(8) Uani 1 1 d . .
H3 H 0.605479 0.166684 0.236528 0.050 Uiso 1 1 calc R U
C4 C 0.7183(3) 0.4773(5) 0.22611(12) 0.0350(7) Uani 1 1 d . .
C5 C 0.8263(4) 0.6351(5) 0.25284(12) 0.0354(7) Uani 1 1 d . .
H5 H 0.844523 0.779584 0.235621 0.043 Uiso 1 1 calc R U
C6 C 0.9073(3) 0.5789(5) 0.30519(12) 0.0339(7) Uani 1 1 d . .
H6 H 0.980708 0.684945 0.323086 0.041 Uiso 1 1 calc R U
C7 C 0.6362(3) 0.1198(4) 0.51981(11) 0.0261(6) Uani 1 1 d . .
C8 C 0.4859(3) 0.1854(5) 0.54074(11) 0.0274(6) Uani 1 1 d . .
C9 C 0.4685(4) 0.3791(6) 0.58425(16) 0.0402(7) Uani 1 1 d . .
C10 C 0.3492(3) 0.0589(5) 0.51941(12) 0.0306(6) Uani 1 1 d . .
N1 N 0.7871(3) 0.2439(5) 0.53937(12) 0.0289(5) Uani 1 1 d . .
O1 O 0.6442(3) 0.5202(5) 0.17267(10) 0.0519(6) Uani 1 1 d . .
O2 O 0.9319(2) 0.4255(4) 0.44192(8) 0.0390(5) Uani 1 1 d . .
O3 O 0.9795(2) 0.0388(3) 0.40256(9) 0.0411(5) Uani 1 1 d . .
O4 O 1.1660(2) 0.3595(3) 0.38473(9) 0.0369(5) Uani 1 1 d . .
S1 S 0.99593(8) 0.29038(12) 0.39461(3) 0.0295(2) Uani 1 1 d . .
H1A H 0.834(4) 0.305(6) 0.5099(16) 0.046(10) Uiso 1 1 d . .
H1B H 0.774(4) 0.365(6) 0.5645(14) 0.042(9) Uiso 1 1 d . .
H1C H 0.858(4) 0.147(6) 0.5560(14) 0.043(9) Uiso 1 1 d . .
H1D H 0.687(7) 0.631(9) 0.160(2) 0.11(2) Uiso 1 1 d . .
H9A H 0.526(5) 0.357(7) 0.621(2) 0.079(13) Uiso 1 1 d . .
H9B H 0.504(5) 0.528(8) 0.5690(18) 0.084(14) Uiso 1 1 d . .
H9C H 0.362(5) 0.393(7) 0.5941(17) 0.070(12) Uiso 1 1 d . .
H10 H 0.249(4) 0.089(5) 0.5328(12) 0.032(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'
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
C2 C1 C6 119.9(2) .
C2 C1 S1 121.7(2) .
C6 C1 S1 118.4(2) .
C3 C2 C1 119.9(3) .
C2 C3 C4 120.1(3) .
O1 C4 C5 121.8(3) .
O1 C4 C3 118.3(3) .
C5 C4 C3 119.9(3) .
C4 C5 C6 120.1(3) .
C5 C6 C1 119.8(3) .
C10 C7 C8 122.6(2) 3_656
C10 C7 N1 117.5(2) 3_656
C8 C7 N1 120.0(2) .
C7 C8 C10 115.9(2) .
C7 C8 C9 123.1(2) .
C10 C8 C9 121.0(2) .
C7 C10 C8 121.5(2) 3_656
O3 S1 O2 112.89(13) .
O3 S1 O4 112.24(12) .
O2 S1 O4 110.62(12) .
O3 S1 C1 107.04(12) .
O2 S1 C1 107.55(12) .
O4 S1 C1 106.10(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.383(4) .
C1 C6 1.385(4) .
C1 S1 1.756(3) .
C2 C3 1.378(4) .
C3 C4 1.382(4) .
C4 O1 1.365(3) .
C4 C5 1.378(4) .
C5 C6 1.382(4) .
C7 C10 1.372(4) 3_656
C7 C8 1.388(4) .
C7 N1 1.466(3) .
C8 C10 1.392(4) .
C8 C9 1.504(4) .
C10 C7 1.372(4) 3_656
O2 S1 1.454(2) .
O3 S1 1.453(2) .
O4 S1 1.4665(19) .
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_4
C6 C1 C2 C3 3.7(4) . .
S1 C1 C2 C3 -175.0(2) . .
C1 C2 C3 C4 0.0(5) . .
C2 C3 C4 O1 175.9(3) . .
C2 C3 C4 C5 -3.9(5) . .
O1 C4 C5 C6 -175.7(3) . .
C3 C4 C5 C6 4.1(4) . .
C4 C5 C6 C1 -0.4(4) . .
C2 C1 C6 C5 -3.5(4) . .
S1 C1 C6 C5 175.3(2) . .
C10 C7 C8 C10 -0.1(4) 3_656 .
N1 C7 C8 C10 179.5(2) . .
C10 C7 C8 C9 179.3(3) 3_656 .
N1 C7 C8 C9 -1.1(4) . .
C7 C8 C10 C7 0.1(4) . 3_656
C9 C8 C10 C7 -179.3(3) . 3_656
C2 C1 S1 O3 15.4(3) . .
C6 C1 S1 O3 -163.3(2) . .
C2 C1 S1 O2 -106.2(2) . .
C6 C1 S1 O2 75.1(2) . .
C2 C1 S1 O4 135.4(2) . .
C6 C1 S1 O4 -43.3(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168335276
