#------------------------------------------------------------------------------
#$Date: 2021-11-06 22:10:33 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270453 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/24/1562413.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_1562413
loop_
_publ_author_name
'Fucci, Rosa'
'Vande Velde, Christophe M. L.'
_publ_section_title
;
 Strategic design and synthesis of star-shaped organic linkers for
 mesoporous MOFs.
;
_journal_issue                   0
_journal_name_full               'Faraday discussions'
_journal_page_first              97
_journal_page_last               111
_journal_paper_doi               10.1039/d1fd00026h
_journal_volume                  231
_journal_year                    2021
_chemical_formula_moiety         'C13 H13 N O4 S2'
_chemical_formula_sum            'C13 H13 N O4 S2'
_chemical_formula_weight         311.36
_chemical_name_systematic
;
methyl 3-(p-tolylsulfonylamino)thiophene-2-carboxylate
;
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-03-04 deposited with the CCDC.	2021-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.455(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.5382(11)
_cell_length_b                   7.5215(7)
_cell_length_c                   15.2868(19)
_cell_measurement_reflns_used    19138
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.725
_cell_measurement_theta_min      3.536
_cell_volume                     1437.3(3)
_computing_cell_refinement       'HKL3000 v2.3.10 (Minor & Otwinowski, 1997)'
_computing_data_collection       'Rigaku CrystalClear 2.1 (Rigaku, 2014)'
_computing_data_reduction        'HKL3000 v2.3.10 (Minor & Otwinowski, 1997)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2016 (Sheldrick, 2016)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Rigaku R-Axis II'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39751
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.700
_diffrn_reflns_theta_max         71.799
_diffrn_reflns_theta_min         5.806
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    3.481
_exptl_absorpt_correction_T_max  1.3418
_exptl_absorpt_correction_T_min  0.7239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL3000 v2.3.10 (Minor & Otwinowski, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         2671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0616
_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)+(0.0987P)²+1.0485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1678
_refine_ls_wR_factor_ref         0.1807
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2162
_reflns_number_total             2671
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1fd00026h2.cif
_cod_data_source_block           thio-nh-ts
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1562413--1562418.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1562413
_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.
;
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 0.47633(8) 0.84897(12) 0.36727(7) 0.0692(3) Uani 1 1 d . . . . .
H3 H 0.608(4) 0.362(6) 0.427(3) 0.097(15) Uiso 1 1 d . . . . .
C3 C 0.6130(3) 0.6193(4) 0.4278(2) 0.0524(7) Uani 1 1 d . . . . .
N3 N 0.6569(2) 0.4530(4) 0.4527(2) 0.0617(8) Uani 1 1 d . . . . .
O3 O 0.7875(2) 0.2173(4) 0.4722(2) 0.0859(9) Uani 1 1 d . . . . .
C2 C 0.5137(2) 0.6307(4) 0.3836(2) 0.0519(7) Uani 1 1 d . . . . .
S2 S 0.78439(7) 0.40612(13) 0.46020(6) 0.0643(3) Uani 1 1 d . . . . .
O2 O 0.8380(2) 0.5192(5) 0.52404(19) 0.0879(9) Uani 1 1 d . . . . .
C4 C 0.6595(3) 0.7869(5) 0.4468(3) 0.0665(9) Uani 1 1 d . . . . .
H4 H 0.726708 0.804113 0.475753 0.080 Uiso 1 1 calc R U . . .
C5 C 0.5927(3) 0.9202(5) 0.4172(3) 0.0746(11) Uani 1 1 d . . . . .
H5 H 0.609947 1.039976 0.424030 0.090 Uiso 1 1 calc R U . . .
O6 O 0.4714(2) 0.3268(3) 0.36844(18) 0.0701(7) Uani 1 1 d . . . . .
C6 C 0.4462(3) 0.4808(4) 0.3557(2) 0.0552(8) Uani 1 1 d . . . . .
O7 O 0.35393(19) 0.5314(3) 0.31372(18) 0.0697(7) Uani 1 1 d . . . . .
C7 C 0.2786(4) 0.3902(7) 0.2876(3) 0.0892(14) Uani 1 1 d . . . . .
H7A H 0.221172 0.437942 0.249497 0.134 Uiso 1 1 calc R U . . .
H7B H 0.250280 0.340503 0.338825 0.134 Uiso 1 1 calc R U . . .
H7C H 0.314631 0.299012 0.257304 0.134 Uiso 1 1 calc R U . . .
C11 C 0.8309(2) 0.4589(4) 0.3578(2) 0.0524(7) Uani 1 1 d . . . . .
C13 C 0.9605(3) 0.5939(5) 0.2724(3) 0.0733(11) Uani 1 1 d . . . . .
H13 H 1.021813 0.662423 0.269474 0.088 Uiso 1 1 calc R U . . .
C12 C 0.9226(3) 0.5605(5) 0.3532(3) 0.0673(10) Uani 1 1 d . . . . .
H12 H 0.958125 0.605787 0.404096 0.081 Uiso 1 1 calc R U . . .
C14 C 0.9096(3) 0.5281(4) 0.1961(3) 0.0602(8) Uani 1 1 d . . . . .
C15 C 0.8179(3) 0.4267(5) 0.2014(3) 0.0614(9) Uani 1 1 d . . . . .
H15 H 0.782388 0.381866 0.150499 0.074 Uiso 1 1 calc R U . . .
C16 C 0.7791(3) 0.3920(4) 0.2815(2) 0.0595(9) Uani 1 1 d . . . . .
H16 H 0.717829 0.323209 0.284404 0.071 Uiso 1 1 calc R U . . .
C17 C 0.9530(4) 0.5639(7) 0.1081(3) 0.0860(13) Uani 1 1 d . . . . .
H17A H 0.923490 0.479368 0.065881 0.129 Uiso 1 1 calc R U . . .
H17B H 1.029550 0.553105 0.113611 0.129 Uiso 1 1 calc R U . . .
H17C H 0.933579 0.681975 0.089127 0.129 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C5 S1 C2 91.21(17) . . ?
C2 C3 N3 120.7(3) . . ?
C2 C3 C4 113.0(3) . . ?
N3 C3 C4 126.3(3) . . ?
C3 N3 S2 124.9(2) . . ?
C3 C2 C6 125.5(3) . . ?
C3 C2 S1 111.0(2) . . ?
C6 C2 S1 123.5(2) . . ?
O2 S2 O3 119.9(2) . . ?
O2 S2 N3 109.10(18) . . ?
O3 S2 N3 103.88(17) . . ?
O2 S2 C11 107.69(18) . . ?
O3 S2 C11 109.30(18) . . ?
N3 S2 C11 106.23(15) . . ?
C5 C4 C3 110.9(3) . . ?
C4 C5 S1 113.9(3) . . ?
O6 C6 O7 123.8(3) . . ?
O6 C6 C2 123.7(3) . . ?
O7 C6 C2 112.6(3) . . ?
C6 O7 C7 116.3(3) . . ?
C16 C11 C12 119.7(3) . . ?
C16 C11 S2 120.1(3) . . ?
C12 C11 S2 120.2(3) . . ?
C14 C13 C12 121.6(3) . . ?
C13 C12 C11 119.3(3) . . ?
C13 C14 C15 118.6(4) . . ?
C13 C14 C17 120.9(3) . . ?
C15 C14 C17 120.5(4) . . ?
C16 C15 C14 120.6(3) . . ?
C15 C16 C11 120.3(3) . . ?
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 C5 1.682(4) . ?
S1 C2 1.720(3) . ?
C3 C2 1.372(4) . ?
C3 N3 1.407(4) . ?
C3 C4 1.410(5) . ?
N3 S2 1.632(3) . ?
O3 S2 1.432(3) . ?
C2 C6 1.454(4) . ?
S2 O2 1.423(3) . ?
S2 C11 1.758(4) . ?
C4 C5 1.361(5) . ?
O6 C6 1.212(4) . ?
C6 O7 1.334(4) . ?
O7 C7 1.456(4) . ?
C11 C16 1.384(4) . ?
C11 C12 1.387(5) . ?
C13 C14 1.378(5) . ?
C13 C12 1.380(6) . ?
C14 C15 1.387(5) . ?
C14 C17 1.513(6) . ?
C15 C16 1.378(5) . ?
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
C2 C3 N3 S2 148.6(3) . . . . ?
C4 C3 N3 S2 -34.2(5) . . . . ?
N3 C3 C2 C6 -2.0(5) . . . . ?
C4 C3 C2 C6 -179.5(3) . . . . ?
N3 C3 C2 S1 176.3(3) . . . . ?
C4 C3 C2 S1 -1.2(4) . . . . ?
C5 S1 C2 C3 1.0(3) . . . . ?
C5 S1 C2 C6 179.3(3) . . . . ?
C3 N3 S2 O2 60.8(4) . . . . ?
C3 N3 S2 O3 -170.3(3) . . . . ?
C3 N3 S2 C11 -55.1(3) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
N3 C3 C4 C5 -176.5(4) . . . . ?
C3 C4 C5 S1 -0.1(5) . . . . ?
C2 S1 C5 C4 -0.5(4) . . . . ?
C3 C2 C6 O6 -0.5(6) . . . . ?
S1 C2 C6 O6 -178.6(3) . . . . ?
C3 C2 C6 O7 -179.8(3) . . . . ?
S1 C2 C6 O7 2.1(4) . . . . ?
O6 C6 O7 C7 4.0(5) . . . . ?
C2 C6 O7 C7 -176.7(3) . . . . ?
O2 S2 C11 C16 -168.6(3) . . . . ?
O3 S2 C11 C16 59.7(3) . . . . ?
N3 S2 C11 C16 -51.8(3) . . . . ?
O2 S2 C11 C12 14.5(3) . . . . ?
O3 S2 C11 C12 -117.2(3) . . . . ?
N3 S2 C11 C12 131.3(3) . . . . ?
C14 C13 C12 C11 -0.2(6) . . . . ?
C16 C11 C12 C13 0.2(5) . . . . ?
S2 C11 C12 C13 177.1(3) . . . . ?
C12 C13 C14 C15 0.3(6) . . . . ?
C12 C13 C14 C17 -179.2(4) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C17 C14 C15 C16 179.1(4) . . . . ?
C14 C15 C16 C11 0.4(5) . . . . ?
C12 C11 C16 C15 -0.3(5) . . . . ?
S2 C11 C16 C15 -177.2(3) . . . . ?
