#------------------------------------------------------------------------------
#$Date: 2022-03-31 01:42:06 +0300 (Thu, 31 Mar 2022) $
#$Revision: 274140 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/46/7244682.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_7244682
loop_
_publ_author_name
'Baruah, Jubaraj Bikash'
'Nath, Jitendra'
_publ_section_title
;
 Polymorphic Solvates, Ionic-cocrystals and C-N Bond Formation to Form
 Ionic Cocrystal In Sulfamethoxazole and Sulfathiazole Derived Urea
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D1CE01731D
_journal_year                    2022
_chemical_formula_sum            'C32 H49 I N6 O5 S2'
_chemical_formula_weight         788.79
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-10-10 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                95.205(5)
_cell_angle_beta                 90.068(5)
_cell_angle_gamma                103.897(5)
_cell_formula_units_Z            2
_cell_length_a                   9.2845(6)
_cell_length_b                   10.2816(5)
_cell_length_c                   21.5213(13)
_cell_measurement_reflns_used    3137
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.1240
_cell_measurement_theta_min      2.3460
_cell_volume                     1985.5(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13502
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         2.260
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       Block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         7020
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0624
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0504P)²+1.0200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1639
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3929
_reflns_number_total             7020
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01731d2.cif
_cod_data_source_block           STZU_TBAI
_cod_database_code               7244682
_shelx_shelxl_version_number     2014/7
_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, -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_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
I1 I 0.89766(5) 0.58692(5) 0.71348(2) 0.0940(2) Uani 1 1 d . . . . .
S1 S 0.4546(2) 0.24770(17) 0.89483(8) 0.0843(5) Uani 1 1 d . . . . .
O3 O 0.3703(5) 0.4600(5) 0.60308(19) 0.0870(13) Uani 1 1 d . . . . .
N2 N 0.1703(7) 0.5502(6) 0.5940(2) 0.0715(15) Uani 1 1 d . . . . .
O2 O 0.3386(6) 0.7808(5) 0.3362(2) 0.1019(15) Uani 1 1 d . . . . .
N6 N 0.5292(5) 0.8666(4) 0.7479(2) 0.0755(14) Uani 1 1 d . . . . .
O4 O 0.3338(6) 0.1704(4) 0.9277(2) 0.1048(16) Uani 1 1 d . . . . .
O5 O 0.5729(6) 0.1876(5) 0.8747(2) 0.1119(17) Uani 1 1 d . . . . .
N4 N 0.5169(6) 0.3833(5) 0.9401(2) 0.0729(14) Uani 1 1 d . . . . .
N3 N 0.2034(8) 0.4492(6) 0.6804(3) 0.0811(18) Uani 1 1 d . . . . .
O1 O 0.1191(7) 0.8128(5) 0.3463(2) 0.1085(16) Uani 1 1 d . . . . .
C6 C 0.1893(6) 0.6014(5) 0.5367(3) 0.0619(15) Uani 1 1 d . . . . .
C1 C 0.2117(7) 0.7136(5) 0.4245(3) 0.0654(15) Uani 1 1 d . . . . .
C7 C 0.2587(7) 0.4833(6) 0.6243(3) 0.0624(15) Uani 1 1 d . . . . .
C5 C 0.3015(6) 0.5881(6) 0.4962(3) 0.0675(15) Uani 1 1 d . . . . .
H5 H 0.3699 0.5404 0.5068 0.081 Uiso 1 1 calc R U . . .
C8 C 0.2671(7) 0.3963(6) 0.7278(3) 0.0691(16) Uani 1 1 d . . . . .
C4 C 0.0862(7) 0.6725(6) 0.5190(3) 0.0715(16) Uani 1 1 d . . . . .
H4 H 0.0092 0.6816 0.5453 0.086 Uiso 1 1 calc R U . . .
C3 C 0.0983(7) 0.7285(6) 0.4632(3) 0.0731(17) Uani 1 1 d . . . . .
H3 H 0.0305 0.7760 0.4518 0.088 Uiso 1 1 calc R U . . .
C2 C 0.3128(7) 0.6438(6) 0.4409(3) 0.0722(17) Uani 1 1 d . . . . .
H2 H 0.3890 0.6347 0.4142 0.087 Uiso 1 1 calc R U . . .
C10 C 0.4093(8) 0.3757(6) 0.7257(3) 0.0759(17) Uani 1 1 d . . . . .
H10 H 0.4666 0.3935 0.6906 0.091 Uiso 1 1 calc R U . . .
C12 C 0.4642(8) 0.3286(6) 0.7761(3) 0.0789(18) Uani 1 1 d . . . . .
H12 H 0.5596 0.3149 0.7747 0.095 Uiso 1 1 calc R U . . .
C13 C 0.3817(8) 0.3009(5) 0.8290(3) 0.0709(17) Uani 1 1 d . . . . .
C29 C 0.5692(7) 0.7827(6) 0.6916(3) 0.083(2) Uani 1 1 d D . . . .
H29A H 0.6339 0.7294 0.7057 0.100 Uiso 1 1 calc R U . . .
H29B H 0.4791 0.7207 0.6746 0.100 Uiso 1 1 calc R U . . .
C21 C 0.6673(7) 0.9634(6) 0.7772(3) 0.087(2) Uani 1 1 d . . . . .
H21A H 0.7136 1.0213 0.7460 0.104 Uiso 1 1 calc R U . . .
H21B H 0.6368 1.0201 0.8107 0.104 Uiso 1 1 calc R U . . .
C14 C 0.6458(8) 0.4669(7) 0.9308(3) 0.0767(18) Uani 1 1 d . . . . .
C20 C 0.4305(7) 0.9548(6) 0.7283(3) 0.0804(19) Uani 1 1 d . . . . .
H20A H 0.4076 1.0065 0.7654 0.097 Uiso 1 1 calc R U . . .
H20B H 0.4866 1.0182 0.7013 0.097 Uiso 1 1 calc R U . . .
C9 C 0.1824(7) 0.3674(7) 0.7804(3) 0.0840(19) Uani 1 1 d . . . . .
H9 H 0.0865 0.3801 0.7815 0.101 Uiso 1 1 calc R U . . .
C28 C 0.4522(7) 0.7691(6) 0.7928(3) 0.0837(19) Uani 1 1 d . . . . .
H28A H 0.3651 0.7102 0.7717 0.100 Uiso 1 1 calc R U . . .
H28B H 0.5184 0.7136 0.8028 0.100 Uiso 1 1 calc R U . . .
C11 C 0.2387(9) 0.3201(6) 0.8310(3) 0.086(2) Uani 1 1 d . . . . .
H11 H 0.1814 0.3013 0.8660 0.103 Uiso 1 1 calc R U . . .
C30 C 0.6445(9) 0.8616(7) 0.6400(3) 0.106(3) Uani 1 1 d D . . . .
H30A H 0.7386 0.9192 0.6555 0.128 Uiso 1 1 calc R U . . .
H30B H 0.5831 0.9186 0.6267 0.128 Uiso 1 1 calc R U . . .
C27 C 0.4043(9) 0.8311(7) 0.8533(4) 0.104(2) Uani 1 1 d . . . . .
H27A H 0.3338 0.8831 0.8440 0.125 Uiso 1 1 calc R U . . .
H27B H 0.4900 0.8923 0.8743 0.125 Uiso 1 1 calc R U . . .
C22 C 0.7813(9) 0.9007(8) 0.8031(4) 0.124(3) Uani 1 1 d . . . . .
H22A H 0.8120 0.8424 0.7704 0.149 Uiso 1 1 calc R U . . .
H22B H 0.7383 0.8461 0.8360 0.149 Uiso 1 1 calc R U . . .
C19 C 0.2861(9) 0.8828(8) 0.6950(4) 0.115(3) Uani 1 1 d . . . . .
H19A H 0.2313 0.8150 0.7203 0.138 Uiso 1 1 calc R U . . .
H19B H 0.3073 0.8375 0.6558 0.138 Uiso 1 1 calc R U . . .
C26 C 0.3339(10) 0.7268(8) 0.8966(4) 0.125(3) Uani 1 1 d . . . . .
H26A H 0.2500 0.6642 0.8750 0.150 Uiso 1 1 calc R U . . .
H26B H 0.4054 0.6763 0.9064 0.150 Uiso 1 1 calc R U . . .
C32 C 0.7347(11) 0.8375(9) 0.5311(4) 0.148(4) Uani 1 1 d . . . . .
H32A H 0.6736 0.8947 0.5191 0.223 Uiso 1 1 calc R U . . .
H32B H 0.7394 0.7719 0.4969 0.223 Uiso 1 1 calc R U . . .
H32C H 0.8328 0.8908 0.5419 0.223 Uiso 1 1 calc R U . . .
C25 C 0.2815(12) 0.7857(10) 0.9567(4) 0.160(4) Uani 1 1 d . . . . .
H25A H 0.3638 0.8478 0.9785 0.240 Uiso 1 1 calc R U . . .
H25B H 0.2405 0.7147 0.9824 0.240 Uiso 1 1 calc R U . . .
H25C H 0.2068 0.8320 0.9476 0.240 Uiso 1 1 calc R U . . .
N1 N 0.2243(7) 0.7722(5) 0.3642(3) 0.0802(15) Uani 1 1 d . . . . .
N5 N 0.6911(7) 0.5824(6) 0.9660(3) 0.0883(18) Uani 1 1 d . . . . .
S2 S 0.7760(3) 0.4545(3) 0.87501(12) 0.1490(11) Uani 1 1 d . . . . .
C16 C 0.8230(11) 0.6635(10) 0.9521(4) 0.137(4) Uani 1 1 d . . . . .
H16 H 0.8670 0.7454 0.9743 0.164 Uiso 1 1 calc R U . . .
C15 C 0.8812(11) 0.6097(11) 0.9022(5) 0.170(5) Uani 1 1 d . . . . .
H15 H 0.9692 0.6520 0.8844 0.204 Uiso 1 1 calc R U . . .
C31 C 0.6710(10) 0.7690(8) 0.5848(4) 0.112(3) Uani 1 1 d . . . . .
H31A H 0.7371 0.7162 0.5982 0.135 Uiso 1 1 calc R U . . .
H31B H 0.5774 0.7070 0.5719 0.135 Uiso 1 1 calc R U . . .
C18 C 0.1894(12) 0.9812(10) 0.6820(5) 0.149(4) Uani 1 1 d D . . . .
H18A H 0.0856 0.9338 0.6820 0.179 Uiso 1 1 calc R U . . .
H18B H 0.2060 1.0534 0.7154 0.179 Uiso 1 1 calc R U . . .
C17 C 0.221(2) 1.0384(14) 0.6230(6) 0.265(9) Uani 1 1 d D . . . .
H17A H 0.3127 1.1065 0.6270 0.397 Uiso 1 1 calc R U . . .
H17B H 0.1422 1.0778 0.6118 0.397 Uiso 1 1 calc R U . . .
H17C H 0.2298 0.9690 0.5913 0.397 Uiso 1 1 calc R U . . .
C23 C 0.9158(11) 1.0075(10) 0.8290(5) 0.156(4) Uani 1 1 d D . . . .
H23A H 1.0050 0.9775 0.8189 0.187 Uiso 1 1 calc R U . . .
H23B H 0.9209 1.0897 0.8093 0.187 Uiso 1 1 calc R U . . .
C24 C 0.910(2) 1.035(2) 0.8951(8) 0.53(3) Uani 1 1 d D . . . .
H24A H 0.9750 0.9911 0.9152 0.792 Uiso 1 1 calc R U . . .
H24B H 0.8104 1.0023 0.9084 0.792 Uiso 1 1 calc R U . . .
H24C H 0.9413 1.1304 0.9060 0.792 Uiso 1 1 calc R U . . .
H5N H 0.642(7) 0.604(6) 0.996(3) 0.08(2) Uiso 1 1 d . . . . .
H3N H 0.131(5) 0.458(5) 0.687(2) 0.039(17) Uiso 1 1 d . . . . .
H2N H 0.096(6) 0.545(6) 0.612(3) 0.07(2) 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'
I I -0.4742 1.8119 '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
O5 S1 O4 118.9(3) . . ?
O5 S1 N4 110.9(3) . . ?
O4 S1 N4 105.0(3) . . ?
O5 S1 C13 107.8(3) . . ?
O4 S1 C13 108.4(3) . . ?
N4 S1 C13 104.9(3) . . ?
C6 N2 C7 129.0(6) . . ?
C28 N6 C21 111.8(5) . . ?
C28 N6 C20 111.5(5) . . ?
C21 N6 C20 105.4(5) . . ?
C28 N6 C29 106.8(4) . . ?
C21 N6 C29 110.5(5) . . ?
C20 N6 C29 110.8(5) . . ?
C14 N4 S1 121.8(4) . . ?
C7 N3 C8 129.2(6) . . ?
N2 C6 C5 124.8(6) . . ?
N2 C6 C4 116.8(5) . . ?
C5 C6 C4 118.4(6) . . ?
C3 C1 C2 121.0(6) . . ?
C3 C1 N1 119.4(6) . . ?
C2 C1 N1 119.6(6) . . ?
O3 C7 N3 125.0(6) . . ?
O3 C7 N2 123.6(6) . . ?
N3 C7 N2 111.4(6) . . ?
C2 C5 C6 120.7(6) . . ?
C10 C8 C9 119.6(6) . . ?
C10 C8 N3 123.5(6) . . ?
C9 C8 N3 116.8(6) . . ?
C3 C4 C6 120.6(6) . . ?
C4 C3 C1 119.1(6) . . ?
C5 C2 C1 120.2(6) . . ?
C12 C10 C8 118.9(6) . . ?
C10 C12 C13 122.0(6) . . ?
C12 C13 C11 119.2(6) . . ?
C12 C13 S1 122.0(6) . . ?
C11 C13 S1 118.7(5) . . ?
C30 C29 N6 115.3(5) . . ?
C22 C21 N6 116.1(5) . . ?
N4 C14 N5 121.0(6) . . ?
N4 C14 S2 129.8(5) . . ?
N5 C14 S2 109.1(5) . . ?
C19 C20 N6 116.3(5) . . ?
C11 C9 C8 121.0(7) . . ?
C27 C28 N6 116.1(5) . . ?
C9 C11 C13 119.2(6) . . ?
C29 C30 C31 111.1(6) . . ?
C28 C27 C26 112.6(6) . . ?
C21 C22 C23 111.0(7) . . ?
C20 C19 C18 111.8(7) . . ?
C25 C26 C27 113.8(7) . . ?
O2 N1 O1 124.0(6) . . ?
O2 N1 C1 118.4(6) . . ?
O1 N1 C1 117.6(6) . . ?
C14 N5 C16 117.1(7) . . ?
C15 S2 C14 90.4(4) . . ?
C15 C16 N5 110.8(8) . . ?
C16 C15 S2 112.5(7) . . ?
C32 C31 C30 114.6(7) . . ?
C17 C18 C19 112.9(9) . . ?
C24 C23 C22 111.9(10) . . ?
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 O5 1.433(5) . ?
S1 O4 1.437(5) . ?
S1 N4 1.611(5) . ?
S1 C13 1.756(6) . ?
O3 C7 1.200(7) . ?
N2 C6 1.379(7) . ?
N2 C7 1.387(8) . ?
O2 N1 1.210(6) . ?
N6 C28 1.512(8) . ?
N6 C21 1.518(7) . ?
N6 C20 1.518(7) . ?
N6 C29 1.522(7) . ?
N4 C14 1.323(8) . ?
N3 C7 1.354(8) . ?
N3 C8 1.394(8) . ?
O1 N1 1.224(7) . ?
C6 C5 1.385(7) . ?
C6 C4 1.407(8) . ?
C1 C3 1.371(8) . ?
C1 C2 1.374(8) . ?
C1 N1 1.474(8) . ?
C5 C2 1.359(8) . ?
C8 C10 1.387(8) . ?
C8 C9 1.392(8) . ?
C4 C3 1.371(8) . ?
C10 C12 1.372(8) . ?
C12 C13 1.385(8) . ?
C13 C11 1.389(9) . ?
C29 C30 1.509(8) . ?
C21 C22 1.496(10) . ?
C14 N5 1.326(7) . ?
C14 S2 1.723(7) . ?
C20 C19 1.512(9) . ?
C9 C11 1.383(9) . ?
C28 C27 1.511(8) . ?
C30 C31 1.511(8) . ?
C27 C26 1.514(9) . ?
C22 C23 1.518(10) . ?
C19 C18 1.547(11) . ?
C26 C25 1.510(11) . ?
C32 C31 1.461(10) . ?
N5 C16 1.357(9) . ?
S2 C15 1.710(9) . ?
C16 C15 1.337(11) . ?
C18 C17 1.448(10) . ?
C23 C24 1.428(15) . ?
