#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/17/8101771.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_8101771
loop_
_publ_author_name
'X.-H. Huang'
'Q.-F. Zhang'
'H. H. Y. Sung'
_publ_section_title
;
Crystal structures of p-methyl-N-(2-phenyl-1H-indol-7-yl)-benzene-
sulfonamide, C₂₁H₁₈N₂O₂S, and p-methoxy-N-(2-phenyl-1H-indol-
7-yl)-benzene-sulfonamide, C₂₁H₁₈N₂O₃S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              258
_journal_page_last               260
_journal_volume                  220
_journal_year                    2005
_chemical_formula_moiety         C~21~H~18~N~2~O~2~S
_chemical_formula_sum            'C21 H18 N2 O2 S'
_chemical_formula_weight         362.43
_chemical_name_systematic
; 
p-methyl-N-(2-phenyl-1H-indol-7-yl)-benzene-sulfonamide
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   5.0299(10)
_cell_length_b                   18.894(4)
_cell_length_c                   36.178(7)
_cell_measurement_reflns_used    731
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.71
_cell_measurement_theta_min      2.25
_cell_volume                     3438.2(12)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       phi/omega
_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  0.0570
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            17110
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0469P)²+1.8260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1202
_reflns_number_gt                1924
_reflns_number_total             3369
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1520.cff
_cod_data_source_block           indole_hxh3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_sg_symbol_H-M      Pbca
_cod_database_code               8101771
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.54796(17) 0.12484(4) 0.06891(2) 0.0171(2) Uani 1 8 c d . . .
O1 O 0.8240(4) 0.11400(12) 0.07818(6) 0.0214(6) Uani 1 8 c d . . .
O2 O 0.4319(5) 0.08758(12) 0.03871(6) 0.0218(6) Uani 1 8 c d . . .
N1 N 0.3771(5) 0.10349(14) 0.10584(7) 0.0180(7) Uani 1 8 c d . . .
H1B H 0.2410 0.0761 0.1042 0.022 Uiso 1 8 c calc R . .
N2 N 0.8099(5) 0.03997(14) 0.15211(7) 0.0168(6) Uani 1 8 c d . . .
H2 H 0.7951 0.0157 0.1321 0.020 Uiso 1 8 c calc R . .
C1 C 0.6271(7) 0.18322(18) 0.21041(9) 0.0207(8) Uani 1 8 c d . . .
H1 H 0.6816 0.2009 0.2332 0.025 Uiso 1 8 c calc R . .
C2 C 0.4254(7) 0.21630(17) 0.19106(8) 0.0202(8) Uani 1 8 c d . . .
H2A H 0.3434 0.2561 0.2010 0.024 Uiso 1 8 c calc R . .
C3 C 0.3428(7) 0.19017(18) 0.15631(8) 0.0184(8) Uani 1 8 c d . . .
H3 H 0.2073 0.2132 0.1436 0.022 Uiso 1 8 c calc R . .
C4 C 0.4593(7) 0.13147(17) 0.14108(8) 0.0172(7) Uani 1 8 c d . . .
C5 C 0.6611(7) 0.09809(16) 0.16069(8) 0.0153(7) Uani 1 8 c d . . .
C6 C 0.7489(7) 0.12302(18) 0.19555(8) 0.0170(7) Uani 1 8 c d . . .
C7 C 0.9529(7) 0.07592(17) 0.20737(8) 0.0181(7) Uani 1 8 c d . . .
H7 H 1.0458 0.0787 0.2296 0.022 Uiso 1 8 c calc R . .
C8 C 0.9891(6) 0.02569(17) 0.18042(8) 0.0158(7) Uani 1 8 c d . . .
C9 C 1.1769(6) -0.03319(17) 0.17749(8) 0.0167(7) Uani 1 8 c d . . .
C10 C 1.3525(7) -0.04881(18) 0.20628(9) 0.0205(8) Uani 1 8 c d . . .
H10 H 1.3478 -0.0220 0.2278 0.025 Uiso 1 8 c calc R . .
C11 C 1.5340(7) -0.10388(17) 0.20311(9) 0.0245(8) Uani 1 8 c d . . .
H11 H 1.6488 -0.1137 0.2226 0.029 Uiso 1 8 c calc R . .
C12 C 1.5456(7) -0.14440(17) 0.17115(9) 0.0217(8) Uani 1 8 c d . . .
H12 H 1.6687 -0.1809 0.1690 0.026 Uiso 1 8 c calc R . .
C13 C 1.3714(7) -0.12962(18) 0.14264(9) 0.0224(8) Uani 1 8 c d . . .
H13 H 1.3756 -0.1568 0.1212 0.027 Uiso 1 8 c calc R . .
C14 C 1.1910(7) -0.07478(17) 0.14565(9) 0.0193(8) Uani 1 8 c d . . .
H14 H 1.0767 -0.0654 0.1261 0.023 Uiso 1 8 c calc R . .
C15 C 0.5033(6) 0.21588(17) 0.06133(8) 0.0154(8) Uani 1 8 c d . . .
C16 C 0.6744(7) 0.26507(18) 0.07679(8) 0.0192(8) Uani 1 8 c d . . .
H16 H 0.8107 0.2500 0.0923 0.023 Uiso 1 8 c calc R . .
C17 C 0.6441(7) 0.33641(18) 0.06934(9) 0.0210(8) Uani 1 8 c d . . .
H17 H 0.7614 0.3689 0.0797 0.025 Uiso 1 8 c calc R . .
C18 C 0.4391(8) 0.36023(18) 0.04643(8) 0.0224(8) Uani 1 8 c d . . .
C19 C 0.2656(7) 0.31024(18) 0.03176(8) 0.0196(8) Uani 1 8 c d . . .
H19 H 0.1268 0.3252 0.0167 0.024 Uiso 1 8 c calc R . .
C20 C 0.2946(7) 0.23927(18) 0.03907(8) 0.0197(8) Uani 1 8 c d . . .
H20 H 0.1752 0.2068 0.0292 0.024 Uiso 1 8 c calc R . .
C21 C 0.4130(9) 0.43765(19) 0.03741(10) 0.0367(10) Uani 1 8 c d . . .
H21A H 0.3640 0.4430 0.0119 0.055 Uiso 1 8 c calc R . .
H21B H 0.5797 0.4609 0.0418 0.055 Uiso 1 8 c calc R . .
H21C H 0.2785 0.4584 0.0528 0.055 Uiso 1 8 c calc R . .
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 O1 120.16(14) . . ?
O2 S1 N1 106.78(14) . . ?
O1 S1 N1 106.26(13) . . ?
O2 S1 C15 108.16(14) . . ?
O1 S1 C15 107.36(15) . . ?
N1 S1 C15 107.53(14) . . ?
C4 N1 S1 118.7(2) . . ?
C4 N1 H1B 120.6 . . ?
S1 N1 H1B 120.6 . . ?
C5 N2 C8 110.1(3) . . ?
C5 N2 H2 124.9 . . ?
C8 N2 H2 124.9 . . ?
C2 C1 C6 119.6(3) . . ?
C2 C1 H1 120.2 . . ?
C6 C1 H1 120.2 . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 118.3(3) . . ?
C3 C4 N1 122.0(3) . . ?
C5 C4 N1 119.7(3) . . ?
N2 C5 C4 130.5(3) . . ?
N2 C5 C6 107.4(3) . . ?
C4 C5 C6 122.1(3) . . ?
C1 C6 C5 118.4(3) . . ?
C1 C6 C7 135.1(3) . . ?
C5 C6 C7 106.5(3) . . ?
C8 C7 C6 108.3(3) . . ?
C8 C7 H7 125.8 . . ?
C6 C7 H7 125.8 . . ?
C7 C8 N2 107.6(3) . . ?
C7 C8 C9 131.5(3) . . ?
N2 C8 C9 120.8(3) . . ?
C14 C9 C10 117.6(3) . . ?
C14 C9 C8 121.4(3) . . ?
C10 C9 C8 121.0(3) . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 118.9(3) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C9 121.4(3) . . ?
C13 C14 H14 119.3 . . ?
C9 C14 H14 119.3 . . ?
C16 C15 C20 119.2(3) . . ?
C16 C15 S1 121.0(2) . . ?
C20 C15 S1 119.8(2) . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 118.1(3) . . ?
C19 C18 C21 121.5(3) . . ?
C17 C18 C21 120.4(3) . . ?
C20 C19 C18 121.5(3) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C15 120.0(3) . . ?
C19 C20 H20 120.0 . . ?
C15 C20 H20 120.0 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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 1.425(2) . ?
S1 O1 1.443(2) . ?
S1 N1 1.639(3) . ?
S1 C15 1.756(3) . ?
N1 C4 1.441(4) . ?
N1 H1B 0.8600 . ?
N2 C5 1.365(4) . ?
N2 C8 1.391(4) . ?
N2 H2 0.8600 . ?
C1 C2 1.382(4) . ?
C1 C6 1.399(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.413(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.370(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(4) . ?
C5 C6 1.417(4) . ?
C6 C7 1.424(4) . ?
C7 C8 1.373(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.463(4) . ?
C9 C14 1.396(4) . ?
C9 C10 1.397(4) . ?
C10 C11 1.389(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.385(4) . ?
C15 C20 1.395(4) . ?
C16 C17 1.383(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.397(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 C21 1.505(5) . ?
C19 C20 1.375(4) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653876
