#------------------------------------------------------------------------------
#$Date: 2018-09-26 06:29:44 +0300 (Wed, 26 Sep 2018) $
#$Revision: 211175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/23/8102396.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_8102396
loop_
_publ_author_name
'Mei-Yi Wang'
_publ_section_title
;
 Crystal structure of methyl-4-(4-ethylbenzamido)-2-sulfamoylbenzoate,
 C17H18N2O5S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              115
_journal_volume                  224
_journal_year                    2009
_chemical_formula_sum            'C17 H18 N2 O5 S'
_chemical_formula_weight         362.39
_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                76.445(5)
_cell_angle_beta                 79.684(5)
_cell_angle_gamma                78.770(5)
_cell_formula_units_Z            2
_cell_length_a                   8.650(3)
_cell_length_b                   8.832(3)
_cell_length_c                   11.619(4)
_cell_measurement_reflns_used    1723
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.42
_cell_volume                     838.1(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4276
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  0.9693
_exptl_absorpt_correction_T_min  0.9440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       clubbed
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2943
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0629P)²+0.9004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1270
_refine_ls_wR_factor_ref         0.1490
_reflns_number_gt                2106
_reflns_number_total             2943
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2494.cff
_cod_data_source_block           070701a
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' 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_original_cell_volume        838.1(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102396
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 0.23439(10) 0.61109(10) 1.17489(8) 0.0437(3) Uani 1 1 d . . .
O1 O 0.2073(3) -0.0002(3) 0.9137(2) 0.0557(7) Uani 1 1 d . . .
O2 O 0.2196(3) 0.5720(3) 1.3010(2) 0.0597(7) Uani 1 1 d . . .
O3 O 0.3884(3) 0.6221(3) 1.1085(2) 0.0605(7) Uani 1 1 d . . .
O4 O -0.1224(3) 0.6283(3) 1.2637(3) 0.0669(8) Uani 1 1 d . . .
O5 O -0.1954(3) 0.3957(3) 1.3344(2) 0.0664(8) Uani 1 1 d . . .
N1 N 0.3424(3) 0.1799(3) 0.9405(2) 0.0389(6) Uani 1 1 d D . .
N2 N 0.1305(4) 0.7770(3) 1.1359(3) 0.0514(8) Uani 1 1 d D . .
C1 C 0.8087(9) -0.0781(8) 0.4274(6) 0.129(2) Uani 1 1 d D . .
H1A H 0.7077 -0.0955 0.4142 0.193 Uiso 1 1 calc R . .
H1B H 0.8909 -0.1151 0.3685 0.193 Uiso 1 1 calc R . .
H1C H 0.8062 0.0326 0.4213 0.193 Uiso 1 1 calc R . .
C2 C 0.8401(8) -0.1614(7) 0.5433(5) 0.1047(18) Uani 1 1 d D . .
H2A H 0.9396 -0.1423 0.5602 0.126 Uiso 1 1 calc R . .
H2B H 0.8445 -0.2740 0.5516 0.126 Uiso 1 1 calc R . .
C3 C 0.6953(5) -0.0918(5) 0.6274(4) 0.0731(13) Uani 1 1 d . . .
C4 C 0.5821(5) -0.1807(5) 0.6859(4) 0.0638(11) Uani 1 1 d . . .
H4 H 0.5843 -0.2782 0.6677 0.077 Uiso 1 1 calc R . .
C5 C 0.4660(4) -0.1308(4) 0.7703(3) 0.0518(9) Uani 1 1 d . . .
H5 H 0.3913 -0.1952 0.8097 0.062 Uiso 1 1 calc R . .
C6 C 0.4575(4) 0.0143(4) 0.7983(3) 0.0378(7) Uani 1 1 d . . .
C7 C 0.5694(5) 0.1050(4) 0.7387(3) 0.0591(10) Uani 1 1 d . . .
H7 H 0.5657 0.2038 0.7553 0.071 Uiso 1 1 calc R . .
C8 C 0.6867(5) 0.0530(6) 0.6550(4) 0.0841(16) Uani 1 1 d . . .
H8 H 0.7622 0.1166 0.6158 0.101 Uiso 1 1 calc R . .
C9 C 0.3255(4) 0.0631(4) 0.8885(3) 0.0380(7) Uani 1 1 d . . .
C10 C 0.2320(3) 0.2509(3) 1.0222(3) 0.0342(7) Uani 1 1 d . . .
C11 C 0.2650(3) 0.3842(3) 1.0511(3) 0.0364(7) Uani 1 1 d . . .
H11 H 0.3588 0.4222 1.0151 0.044 Uiso 1 1 calc R . .
C12 C 0.1635(3) 0.4605(3) 1.1307(3) 0.0343(7) Uani 1 1 d . . .
C13 C 0.0200(4) 0.4080(4) 1.1848(3) 0.0370(7) Uani 1 1 d . . .
C14 C -0.0091(4) 0.2739(4) 1.1569(3) 0.0450(8) Uani 1 1 d . . .
H14 H -0.1028 0.2355 1.1927 0.054 Uiso 1 1 calc R . .
C15 C 0.0934(4) 0.1950(4) 1.0792(3) 0.0443(8) Uani 1 1 d . . .
H15 H 0.0702 0.1034 1.0644 0.053 Uiso 1 1 calc R . .
C16 C -0.1027(4) 0.4917(4) 1.2639(3) 0.0426(8) Uani 1 1 d . . .
C17 C -0.3234(5) 0.4659(6) 1.4116(4) 0.0850(15) Uani 1 1 d . . .
H17A H -0.2807 0.5080 1.4661 0.128 Uiso 1 1 calc R . .
H17B H -0.3862 0.3873 1.4560 0.128 Uiso 1 1 calc R . .
H17C H -0.3888 0.5492 1.3646 0.128 Uiso 1 1 calc R . .
H1D H 0.428(3) 0.227(4) 0.915(3) 0.048(10) Uiso 1 1 d D . .
H2C H 0.0276(17) 0.781(4) 1.166(3) 0.072(13) Uiso 1 1 d D . .
H2D H 0.151(3) 0.822(4) 1.0590(13) 0.061(12) Uiso 1 1 d 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 118.62(17) . . ?
O2 S1 N2 108.80(17) . . ?
O3 S1 N2 105.55(17) . . ?
O2 S1 C12 106.28(15) . . ?
O3 S1 C12 106.43(14) . . ?
N2 S1 C12 111.15(16) . . ?
C16 O5 C17 116.2(3) . . ?
C9 N1 C10 127.6(3) . . ?
C9 N1 H1D 119(2) . . ?
C10 N1 H1D 113(2) . . ?
S1 N2 H2C 114(2) . . ?
S1 N2 H2D 115(2) . . ?
H2C N2 H2D 115.6(18) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 103.2(5) . . ?
C1 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
C1 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
C4 C3 C8 117.6(4) . . ?
C4 C3 C2 120.5(4) . . ?
C8 C3 C2 121.6(4) . . ?
C5 C4 C3 121.7(3) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 117.9(3) . . ?
C7 C6 C9 124.2(3) . . ?
C5 C6 C9 117.9(3) . . ?
C6 C7 C8 120.9(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C3 121.1(4) . . ?
C7 C8 H8 119.4 . . ?
C3 C8 H8 119.4 . . ?
O1 C9 N1 122.3(3) . . ?
O1 C9 C6 120.5(3) . . ?
N1 C9 C6 117.2(3) . . ?
C15 C10 N1 124.2(3) . . ?
C15 C10 C11 117.9(3) . . ?
N1 C10 C11 117.9(3) . . ?
C12 C11 C10 121.6(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 120.6(3) . . ?
C11 C12 S1 116.4(2) . . ?
C13 C12 S1 122.5(2) . . ?
C14 C13 C12 116.8(3) . . ?
C14 C13 C16 119.1(3) . . ?
C12 C13 C16 124.0(3) . . ?
C15 C14 C13 122.9(3) . . ?
C15 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
C14 C15 C10 120.1(3) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
O4 C16 O5 122.6(3) . . ?
O4 C16 C13 126.0(3) . . ?
O5 C16 C13 111.4(3) . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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 1.413(3) . ?
S1 O3 1.424(2) . ?
S1 N2 1.575(3) . ?
S1 C12 1.777(3) . ?
O1 C9 1.218(4) . ?
O4 C16 1.185(4) . ?
O5 C16 1.318(4) . ?
O5 C17 1.433(4) . ?
N1 C9 1.354(4) . ?
N1 C10 1.389(4) . ?
N1 H1D 0.890(10) . ?
N2 H2C 0.892(10) . ?
N2 H2D 0.891(10) . ?
C1 C2 1.420(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.563(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.359(6) . ?
C3 C8 1.375(6) . ?
C4 C5 1.357(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.364(5) . ?
C6 C9 1.477(4) . ?
C7 C8 1.364(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C10 C15 1.383(4) . ?
C10 C11 1.389(4) . ?
C11 C12 1.361(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.399(4) . ?
C13 C14 1.378(4) . ?
C13 C16 1.476(4) . ?
C14 C15 1.361(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
N1 H1D O3 0.890(10) 2.208(14) 3.074(3) 164(3) 2_667
N2 H2C O4 0.892(10) 2.06(3) 2.785(4) 138(3) .
N2 H2D O1 0.891(10) 2.075(18) 2.914(4) 157(3) 1_565
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 C2 C3 C4 109.3(6) . . . . ?
C1 C2 C3 C8 -77.9(7) . . . . ?
C8 C3 C4 C5 -1.2(7) . . . . ?
C2 C3 C4 C5 171.9(4) . . . . ?
C3 C4 C5 C6 1.1(7) . . . . ?
C4 C5 C6 C7 -0.1(6) . . . . ?
C4 C5 C6 C9 178.3(3) . . . . ?
C5 C6 C7 C8 -0.6(6) . . . . ?
C9 C6 C7 C8 -179.0(4) . . . . ?
C6 C7 C8 C3 0.4(8) . . . . ?
C4 C3 C8 C7 0.5(8) . . . . ?
C2 C3 C8 C7 -172.5(5) . . . . ?
C10 N1 C9 O1 -3.6(5) . . . . ?
C10 N1 C9 C6 176.2(3) . . . . ?
C7 C6 C9 O1 159.5(4) . . . . ?
C5 C6 C9 O1 -18.9(5) . . . . ?
C7 C6 C9 N1 -20.4(5) . . . . ?
C5 C6 C9 N1 161.3(3) . . . . ?
C9 N1 C10 C15 11.1(5) . . . . ?
C9 N1 C10 C11 -170.8(3) . . . . ?
C15 C10 C11 C12 -1.4(5) . . . . ?
N1 C10 C11 C12 -179.7(3) . . . . ?
C10 C11 C12 C13 -1.2(5) . . . . ?
C10 C11 C12 S1 171.2(2) . . . . ?
O2 S1 C12 C11 -124.8(3) . . . . ?
O3 S1 C12 C11 2.5(3) . . . . ?
N2 S1 C12 C11 117.0(3) . . . . ?
O2 S1 C12 C13 47.4(3) . . . . ?
O3 S1 C12 C13 174.8(3) . . . . ?
N2 S1 C12 C13 -70.8(3) . . . . ?
C11 C12 C13 C14 2.4(5) . . . . ?
S1 C12 C13 C14 -169.5(2) . . . . ?
C11 C12 C13 C16 -174.5(3) . . . . ?
S1 C12 C13 C16 13.6(4) . . . . ?
C12 C13 C14 C15 -1.0(5) . . . . ?
C16 C13 C14 C15 176.0(3) . . . . ?
C13 C14 C15 C10 -1.6(5) . . . . ?
N1 C10 C15 C14 -179.1(3) . . . . ?
C11 C10 C15 C14 2.8(5) . . . . ?
C17 O5 C16 O4 0.2(6) . . . . ?
C17 O5 C16 C13 -177.5(3) . . . . ?
C14 C13 C16 O4 -152.2(4) . . . . ?
C12 C13 C16 O4 24.7(6) . . . . ?
C14 C13 C16 O5 25.4(4) . . . . ?
C12 C13 C16 O5 -157.8(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653957
