#------------------------------------------------------------------------------
#$Date: 2019-11-25 23:16:19 +0200 (Mon, 25 Nov 2019) $
#$Revision: 242033 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/19/4131982.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_4131982
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         'C16 H22 N2, 2(C6 H5 O3 S)'
_chemical_formula_sum            'C28 H32 N2 O6 S2'
_chemical_formula_weight         556.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 92.573(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.3959(13)
_cell_length_b                   7.2509(5)
_cell_length_c                   23.9608(19)
_cell_measurement_reflns_used    2356
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.10
_cell_volume                     2672.1(4)
_computing_structure_refinement  'SHELXL-2016/6 (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  0.0489
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            5273
_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         3.084
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.246
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crysalispro
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2356
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0509
_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)+(0.0630P)²+2.7952P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1429
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1943
_reflns_number_total             2356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b13558_si_005.cif
_cod_data_source_block           BSA-BD-Me4
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4131982
_shelx_shelxl_version_number     2016/6
_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   0.950
_shelx_estimated_absorpt_t_max   0.957
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.66401(16) 0.0670(3) 0.40814(10) 0.0292(6) Uani 1 1 d . .
C2 C 0.62960(19) 0.0408(4) 0.35433(11) 0.0417(7) Uani 1 1 d . .
H2 H 0.665018 0.001105 0.326271 0.050 Uiso 1 1 calc R U
C3 C 0.5423(2) 0.0740(5) 0.34259(14) 0.0548(9) Uani 1 1 d . .
H3 H 0.518866 0.056232 0.306541 0.066 Uiso 1 1 calc R U
C4 C 0.4899(2) 0.1331(5) 0.38397(16) 0.0574(9) Uani 1 1 d . .
C5 C 0.5240(2) 0.1569(4) 0.43712(15) 0.0530(8) Uani 1 1 d . .
H5 H 0.487991 0.194922 0.465065 0.064 Uiso 1 1 calc R U
C6 C 0.61083(18) 0.1253(4) 0.44994(12) 0.0405(7) Uani 1 1 d . .
H6 H 0.633547 0.142836 0.486176 0.049 Uiso 1 1 calc R U
C7 C 0.34028(16) 0.4626(3) 0.64053(10) 0.0276(6) Uani 1 1 d . .
C8 C 0.42555(17) 0.4194(3) 0.62821(10) 0.0297(6) Uani 1 1 d . .
C9 C 0.48748(17) 0.4203(4) 0.67240(10) 0.0329(6) Uani 1 1 d . .
H9 H 0.544831 0.391598 0.665348 0.039 Uiso 1 1 calc R U
C10 C 0.46632(17) 0.4629(3) 0.72673(10) 0.0311(6) Uani 1 1 d . .
C11 C 0.38001(18) 0.5043(4) 0.73668(10) 0.0342(6) Uani 1 1 d . .
H11 H 0.364965 0.533044 0.772822 0.041 Uiso 1 1 calc R U
C12 C 0.31573(17) 0.5039(4) 0.69394(10) 0.0321(6) Uani 1 1 d . .
C13 C 0.45158(18) 0.3677(4) 0.57066(11) 0.0375(7) Uani 1 1 d D .
C14 C 0.2229(2) 0.5450(6) 0.70687(14) 0.0508(9) Uani 1 1 d . .
N1 N 0.27236(15) 0.4583(3) 0.59521(9) 0.0310(5) Uani 1 1 d . .
O1 O 0.78656(16) -0.0232(4) 0.47963(9) 0.0686(8) Uani 1 1 d . .
O2 O 0.81852(12) 0.2048(3) 0.41081(9) 0.0458(5) Uani 1 1 d . .
O3 O 0.80201(12) -0.1128(3) 0.38418(9) 0.0491(6) Uani 1 1 d . .
S1 S 0.77652(4) 0.03112(9) 0.42227(3) 0.0319(2) Uani 1 1 d . .
H1A H 0.297(2) 0.461(4) 0.5592(14) 0.049(9) Uiso 1 1 d . .
H1B H 0.234(3) 0.562(5) 0.5940(15) 0.070(11) Uiso 1 1 d . .
H1C H 0.238(2) 0.348(5) 0.5982(14) 0.068(11) Uiso 1 1 d . .
H4 H 0.431(2) 0.160(5) 0.3763(14) 0.065(10) Uiso 1 1 d . .
H13A H 0.451(3) 0.466(5) 0.547(2) 0.112(17) Uiso 1 1 d D .
H13B H 0.417(2) 0.260(5) 0.5554(16) 0.085(12) Uiso 1 1 d D .
H13C H 0.5108(14) 0.323(6) 0.5725(18) 0.106(15) Uiso 1 1 d D .
H14A H 0.220(2) 0.603(5) 0.7440(17) 0.078(12) Uiso 1 1 d . .
H14B H 0.197(2) 0.625(5) 0.6815(17) 0.076(12) Uiso 1 1 d . .
H14C H 0.184(3) 0.435(7) 0.707(2) 0.113(18) 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_3
C2 C1 C6 120.0(3) .
C2 C1 S1 119.2(2) .
C6 C1 S1 120.7(2) .
C3 C2 C1 119.6(3) .
C4 C3 C2 120.3(3) .
C5 C4 C3 119.9(3) .
C4 C5 C6 121.0(3) .
C5 C6 C1 119.2(3) .
C12 C7 C8 122.9(2) .
C12 C7 N1 118.2(2) .
C8 C7 N1 118.9(2) .
C9 C8 C7 117.2(2) .
C9 C8 C13 119.9(2) .
C7 C8 C13 122.9(2) .
C10 C9 C8 122.1(2) .
C9 C10 C11 118.3(2) .
C9 C10 C10 121.1(3) 2_656
C11 C10 C10 120.6(3) 2_656
C12 C11 C10 121.7(2) .
C7 C12 C11 117.8(2) .
C7 C12 C14 122.3(2) .
C11 C12 C14 119.9(2) .
O1 S1 O2 113.06(15) .
O1 S1 O3 112.66(15) .
O2 S1 O3 111.73(13) .
O1 S1 C1 106.67(13) .
O2 S1 C1 106.11(11) .
O3 S1 C1 105.99(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.385(4) .
C1 C6 1.388(4) .
C1 S1 1.769(3) .
C2 C3 1.382(4) .
C3 C4 1.374(5) .
C4 C5 1.366(5) .
C5 C6 1.378(4) .
C7 C12 1.383(4) .
C7 C8 1.394(4) .
C7 N1 1.474(3) .
C8 C9 1.393(4) .
C8 C13 1.501(3) .
C9 C10 1.391(4) .
C10 C11 1.393(4) .
C10 C10 1.488(5) 2_656
C11 C12 1.392(4) .
C12 C14 1.506(4) .
O1 S1 1.431(2) .
O2 S1 1.448(2) .
O3 S1 1.452(2) .
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 0.3(4) . .
S1 C1 C2 C3 -178.0(2) . .
C1 C2 C3 C4 0.2(5) . .
C2 C3 C4 C5 -0.9(5) . .
C3 C4 C5 C6 1.1(5) . .
C4 C5 C6 C1 -0.5(5) . .
C2 C1 C6 C5 -0.2(4) . .
S1 C1 C6 C5 178.2(2) . .
C12 C7 C8 C9 -0.5(4) . .
N1 C7 C8 C9 -178.4(2) . .
C12 C7 C8 C13 177.6(3) . .
N1 C7 C8 C13 -0.2(4) . .
C7 C8 C9 C10 -0.2(4) . .
C13 C8 C9 C10 -178.4(3) . .
C8 C9 C10 C11 0.4(4) . .
C8 C9 C10 C10 179.97(19) . 2_656
C9 C10 C11 C12 0.0(4) . .
C10 C10 C11 C12 -179.51(19) 2_656 .
C8 C7 C12 C11 1.0(4) . .
N1 C7 C12 C11 178.8(2) . .
C8 C7 C12 C14 -178.2(3) . .
N1 C7 C12 C14 -0.4(4) . .
C10 C11 C12 C7 -0.7(4) . .
C10 C11 C12 C14 178.5(3) . .
C2 C1 S1 O1 -151.7(2) . .
C6 C1 S1 O1 29.9(3) . .
C2 C1 S1 O2 87.5(2) . .
C6 C1 S1 O2 -90.9(2) . .
C2 C1 S1 O3 -31.5(3) . .
C6 C1 S1 O3 150.2(2) . .
