#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/27/8102769.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_8102769
loop_
_publ_author_name
'Yan-Jun Hou'
'Wen-Yi Chu'
'Jun Sui'
'Zhi-Zhong Sun'
_publ_section_title
;
 Crystal structure of N,N-dimethyl-2-sulfamoylnicotinamide, C8H11N3O3S
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              509
_journal_volume                  225
_journal_year                    2010
_chemical_formula_moiety         'C8 H11 N3 O3 S'
_chemical_formula_sum            'C8 H11 N3 O3 S'
_chemical_formula_weight         229.26
_chemical_name_systematic
; 
 N,N-dimethyl-2-sulfamoylnicotinamide 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.2600(10)
_cell_angle_beta                 90.9180(10)
_cell_angle_gamma                112.6590(10)
_cell_formula_units_Z            2
_cell_length_a                   7.8191(10)
_cell_length_b                   8.0420(10)
_cell_length_c                   9.5511(12)
_cell_measurement_reflns_used    1631
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      25.72
_cell_measurement_theta_min      2.75
_cell_volume                     553.90(12)
_computing_cell_refinement       SAINT
_computing_data_collection       APEX2
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL[3]
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3716
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.75
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_T_max  0.9506
_exptl_absorpt_correction_T_min  0.9196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1959
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0513P)²+0.1959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1037
_reflns_number_gt                1692
_reflns_number_total             1959
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-3066.cff
_cod_data_source_block           100304-6
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_database_code               8102769
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29306(7) 0.35037(6) 0.80978(6) 0.04080(19) Uani 1 1 d . . .
N1 N 0.6126(2) 0.3226(2) 0.85710(19) 0.0430(4) Uani 1 1 d . . .
O1 O 0.0651(2) -0.0816(2) 0.87375(16) 0.0559(4) Uani 1 1 d . . .
C5 C 0.4380(3) 0.2239(2) 0.82009(19) 0.0335(4) Uani 1 1 d . . .
C4 C 0.3689(3) 0.0387(2) 0.79178(19) 0.0349(4) Uani 1 1 d . . .
N3 N 0.2048(3) 0.3470(3) 0.9582(2) 0.0454(5) Uani 1 1 d . . .
C6 C 0.1648(3) -0.0749(3) 0.7741(2) 0.0402(5) Uani 1 1 d . . .
N2 N 0.1042(3) -0.1706(2) 0.65523(19) 0.0535(5) Uani 1 1 d . . .
O2 O 0.1487(2) 0.2570(2) 0.71000(17) 0.0631(5) Uani 1 1 d . . .
C3 C 0.4960(3) -0.0436(3) 0.8011(2) 0.0446(5) Uani 1 1 d . . .
H3 H 0.4577 -0.1668 0.7823 0.054 Uiso 1 1 calc R . .
O3 O 0.4126(2) 0.5323(2) 0.7865(2) 0.0640(5) Uani 1 1 d . . .
C1 C 0.7294(3) 0.2382(3) 0.8666(2) 0.0507(6) Uani 1 1 d . . .
H1 H 0.8519 0.3055 0.8939 0.061 Uiso 1 1 calc R . .
C2 C 0.6780(3) 0.0574(3) 0.8381(2) 0.0499(6) Uani 1 1 d . . .
H2 H 0.7644 0.0042 0.8437 0.060 Uiso 1 1 calc R . .
C7 C 0.2145(4) -0.1477(5) 0.5308(3) 0.0921(11) Uani 1 1 d . . .
H7A H 0.3184 -0.0343 0.5380 0.138 Uiso 1 1 calc R . .
H7B H 0.1397 -0.1498 0.4495 0.138 Uiso 1 1 calc R . .
H7C H 0.2581 -0.2438 0.5226 0.138 Uiso 1 1 calc R . .
C8 C -0.0893(4) -0.2976(4) 0.6439(3) 0.0879(10) Uani 1 1 d . . .
H8A H -0.0998 -0.4111 0.6808 0.132 Uiso 1 1 calc R . .
H8B H -0.1295 -0.3145 0.5472 0.132 Uiso 1 1 calc R . .
H8C H -0.1653 -0.2504 0.6961 0.132 Uiso 1 1 calc R . .
H3NA H 0.139(4) 0.248(4) 0.982(3) 0.066(9) Uiso 1 1 d . . .
H3NB H 0.280(4) 0.420(4) 1.019(3) 0.057(7) 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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 119.47(11) . . ?
O2 S1 N3 108.76(11) . . ?
O3 S1 N3 107.29(11) . . ?
O2 S1 C5 106.47(9) . . ?
O3 S1 C5 106.56(9) . . ?
N3 S1 C5 107.77(10) . . ?
C5 N1 C1 117.41(17) . . ?
N1 C5 C4 124.36(17) . . ?
N1 C5 S1 113.81(14) . . ?
C4 C5 S1 121.82(14) . . ?
C3 C4 C5 116.36(17) . . ?
C3 C4 C6 119.99(17) . . ?
C5 C4 C6 122.98(17) . . ?
S1 N3 H3NA 114.6(19) . . ?
S1 N3 H3NB 113.3(17) . . ?
H3NA N3 H3NB 119(2) . . ?
O1 C6 N2 123.53(19) . . ?
O1 C6 C4 117.90(17) . . ?
N2 C6 C4 118.44(18) . . ?
C6 N2 C7 124.0(2) . . ?
C6 N2 C8 118.7(2) . . ?
C7 N2 C8 117.2(2) . . ?
C2 C3 C4 119.94(19) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
N1 C1 C2 123.35(19) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 118.55(19) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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 O2 1.4239(16) . ?
S1 O3 1.4250(16) . ?
S1 N3 1.583(2) . ?
S1 C5 1.7940(19) . ?
N1 C5 1.325(2) . ?
N1 C1 1.334(3) . ?
O1 C6 1.228(2) . ?
C5 C4 1.393(3) . ?
C4 C3 1.393(3) . ?
C4 C6 1.507(3) . ?
N3 H3NA 0.80(3) . ?
N3 H3NB 0.86(3) . ?
C6 N2 1.331(3) . ?
N2 C7 1.453(3) . ?
N2 C8 1.463(3) . ?
C3 C2 1.375(3) . ?
C3 H3 0.9300 . ?
C1 C2 1.371(3) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3NA O1 0.80(3) 2.17(3) 2.894(3) 149(3) 2_557
N3 H3NB N1 0.86(3) 2.22(3) 3.000(3) 152(2) 2_667
C3 H3 O3 0.93 2.31 3.215(2) 164.9 1_545
C7 H7B O2 0.96 2.55 3.450(3) 156.9 2_556
C8 H8B O2 0.96 2.52 3.444(4) 160.8 2_556
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
C1 N1 C5 C4 0.6(3) . . . . ?
C1 N1 C5 S1 -179.75(16) . . . . ?
O2 S1 C5 N1 152.50(16) . . . . ?
O3 S1 C5 N1 23.94(18) . . . . ?
N3 S1 C5 N1 -90.95(17) . . . . ?
O2 S1 C5 C4 -27.79(19) . . . . ?
O3 S1 C5 C4 -156.35(17) . . . . ?
N3 S1 C5 C4 88.76(18) . . . . ?
N1 C5 C4 C3 -1.4(3) . . . . ?
S1 C5 C4 C3 178.96(15) . . . . ?
N1 C5 C4 C6 169.24(18) . . . . ?
S1 C5 C4 C6 -10.4(3) . . . . ?
C3 C4 C6 O1 109.3(2) . . . . ?
C5 C4 C6 O1 -61.0(3) . . . . ?
C3 C4 C6 N2 -66.8(3) . . . . ?
C5 C4 C6 N2 122.9(2) . . . . ?
O1 C6 N2 C7 172.1(3) . . . . ?
C4 C6 N2 C7 -12.1(4) . . . . ?
O1 C6 N2 C8 -3.1(4) . . . . ?
C4 C6 N2 C8 172.7(2) . . . . ?
C5 C4 C3 C2 0.7(3) . . . . ?
C6 C4 C3 C2 -170.23(19) . . . . ?
C5 N1 C1 C2 1.0(3) . . . . ?
N1 C1 C2 C3 -1.6(4) . . . . ?
C4 C3 C2 C1 0.7(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 15615125
2 PubChem 14346876
