#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2203333.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_2203333
loop_
_publ_author_name
Vasu
'K. A. Nirmala'
'Deepak Chopra'
'S. Mohan'
J.Saravanan
_publ_section_title
;
2-Amino-N-(2-chlorophenyl)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide
;
_journal_issue                 3
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            o437
_journal_page_last             o438
_journal_volume                60
_journal_year                  2004
_chemical_formula_moiety       'C14 H13 Cl N2 O S'
_chemical_formula_structural   ?
_chemical_formula_sum          'C14 H13 Cl N2 O S'
_chemical_formula_weight       292.78
_chemical_melting_point        ?
_chemical_name_common          ?
_chemical_name_systematic
;
 ?
;
_symmetry_cell_setting         Monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 21/c'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary   direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha              90
_cell_angle_beta               111.912(4)
_cell_angle_gamma              90
_cell_formula_units_Z          8
_cell_length_a                 9.939(3)
_cell_length_b                 29.449(8)
_cell_length_c                 9.747(3)
_cell_measurement_reflns_used  600
_cell_measurement_temperature  293(2)
_cell_measurement_theta_max    24.5
_cell_measurement_theta_min    2.0
_cell_volume                   2646.8(14)
_computing_cell_refinement     SMART
_computing_data_collection     'SMART (Bruker, 1998)'
_computing_data_reduction      'SAINT (Bruker, 1998)'
_computing_molecular_graphics
'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material 'PLATON (Spek, 2003)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution  'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature    293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type 'Bruker SMART CCD area-detector'
_diffrn_measurement_method     '\f and \w 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 0.0325
_diffrn_reflns_av_sigmaI/netI  0.0323
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_k_max     36
_diffrn_reflns_limit_k_min     -36
_diffrn_reflns_limit_l_max     11
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_number          19431
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_full      25.00
_diffrn_reflns_theta_max       26.37
_diffrn_reflns_theta_min       1.38
_diffrn_standards_decay_%      ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_number       ?
_exptl_absorpt_coefficient_mu  0.439
_exptl_absorpt_correction_T_max 0.8616
_exptl_absorpt_correction_T_min 0.7788
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour          yellow
_exptl_crystal_density_diffrn  1.469
_exptl_crystal_density_meas    ?
_exptl_crystal_density_method  'Not Measured'
_exptl_crystal_description     block
_exptl_crystal_F_000           1216
_exptl_crystal_size_max        0.60
_exptl_crystal_size_mid        0.40
_exptl_crystal_size_min        0.35
_exptl_crystal_size_rad        ?
_refine_diff_density_max       0.341
_refine_diff_density_min       -0.232
_refine_ls_extinction_coef     ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 1.145
_refine_ls_hydrogen_treatment  refall
_refine_ls_matrix_type         full
_refine_ls_number_parameters   447
_refine_ls_number_reflns       5215
_refine_ls_number_restraints   0
_refine_ls_restrained_S_all    1.145
_refine_ls_R_factor_all        0.0792
_refine_ls_R_factor_gt         0.0568
_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/[\s^2^(Fo^2^)+(0.0488P)^2^+1.7113P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.1212
_refine_ls_wR_factor_ref       0.1303
_reflns_number_gt              4005
_reflns_number_total           5215
_reflns_threshold_expression   I>2\s(I)
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.66111(9) 0.18736(3) 0.86308(10) 0.0523(2) Uani d . 1 . . S
S2 1.16488(9) 0.05914(3) 0.90025(10) 0.0499(2) Uani d . 1 . . S
Cl1 1.10786(10) 0.33831(3) 0.65822(11) 0.0598(3) Uani d . 1 . . Cl
Cl2 1.55132(11) -0.10306(3) 0.65134(13) 0.0731(3) Uani d . 1 . . Cl
O1 1.0466(2) 0.16585(6) 0.7236(3) 0.0568(6) Uani d . 1 . . O
O2 1.5621(2) 0.06872(7) 0.7754(3) 0.0543(6) Uani d . 1 . . O
N1 1.0436(3) 0.24232(8) 0.6889(3) 0.0442(6) Uani d . 1 . . N
N2 1.5368(3) -0.00714(9) 0.7300(3) 0.0438(6) Uani d . 1 . . N
N3 1.3497(4) 0.11400(9) 0.8383(4) 0.0566(8) Uani d . 1 . . N
N4 0.8251(4) 0.12740(9) 0.7893(4) 0.0585(8) Uani d . 1 . . N
C1 0.7182(5) 0.32347(12) 0.8415(6) 0.0677(11) Uani d . 1 . . C
C2 0.6359(4) 0.28646(11) 0.8903(4) 0.0487(8) Uani d . 1 . . C
C3 0.6990(3) 0.24427(10) 0.8533(3) 0.0445(7) Uani d . 1 . . C
C4 0.8112(3) 0.25097(9) 0.8099(3) 0.0377(6) Uani d . 1 . . C
C5 0.8415(4) 0.30091(9) 0.8068(4) 0.0446(7) Uani d . 1 . . C
C6 0.8749(3) 0.20948(8) 0.7819(3) 0.0362(6) Uani d . 1 . . C
C7 0.8014(3) 0.17194(9) 0.8061(3) 0.0413(7) Uani d . 1 . . C
C8 0.9940(3) 0.20348(9) 0.7312(3) 0.0382(6) Uani d . 1 . . C
C9 1.1534(3) 0.24807(9) 0.6335(3) 0.0381(6) Uani d . 1 . . C
C10 1.2228(3) 0.21268(11) 0.5914(4) 0.0466(7) Uani d . 1 . . C
C11 1.3300(4) 0.22133(13) 0.5378(4) 0.0563(9) Uani d . 1 . . C
C12 1.3703(4) 0.26535(13) 0.5228(4) 0.0594(9) Uani d . 1 . . C
C13 1.3025(4) 0.30110(12) 0.5615(4) 0.0530(8) Uani d . 1 . . C
C14 1.1953(3) 0.29241(10) 0.6154(3) 0.0421(7) Uani d . 1 . . C
C15 1.1742(4) -0.07771(11) 0.8552(5) 0.0530(9) Uani d . 1 . . C
C16 1.3107(3) -0.05949(9) 0.8333(4) 0.0405(7) Uani d . 1 . . C
C17 1.2976(3) -0.00883(8) 0.8446(3) 0.0334(6) Uani d . 1 . . C
C18 1.1074(4) -0.03857(10) 0.9140(4) 0.0479(8) Uani d . 1 . . C
C19 1.1858(3) 0.00115(9) 0.8843(3) 0.0394(6) Uani d . 1 . . C
C20 1.3760(3) 0.03065(8) 0.8252(3) 0.0338(6) Uani d . 1 . . C
C21 1.3120(3) 0.07004(9) 0.8493(3) 0.0403(7) Uani d . 1 . . C
C22 1.4981(3) 0.03288(9) 0.7766(3) 0.0374(6) Uani d . 1 . . C
C23 1.6385(3) -0.01548(10) 0.6646(3) 0.0404(7) Uani d . 1 . . C
C24 1.7204(4) 0.01843(13) 0.6320(4) 0.0554(9) Uani d . 1 . . C
C25 1.8171(4) 0.00773(15) 0.5665(4) 0.0629(10) Uani d . 1 . . C
C26 1.8350(4) -0.03602(15) 0.5294(4) 0.0636(10) Uani d . 1 . . C
C27 1.7542(4) -0.07019(13) 0.5583(4) 0.0580(9) Uani d . 1 . . C
C28 1.6569(3) -0.05991(10) 0.6242(3) 0.0462(7) Uani d . 1 . . C
H1A 0.761(4) 0.3470(15) 0.916(4) 0.088(14) Uiso d . 1 . . H
H1B 0.653(4) 0.3373(14) 0.755(5) 0.086(14) Uiso d . 1 . . H
H1N 1.001(4) 0.2627(11) 0.695(4) 0.050(10) Uiso d . 1 . . H
H2A 0.661(3) 0.2878(10) 0.995(4) 0.050(9) Uiso d . 1 . . H
H2B 0.534(4) 0.2879(10) 0.835(3) 0.047(9) Uiso d . 1 . . H
H2N 1.490(4) -0.0262(11) 0.733(4) 0.055(11) Uiso d . 1 . . H
H5A 0.939(4) 0.3093(11) 0.881(4) 0.061(10) Uiso d . 1 . . H
H5B 0.836(3) 0.3111(10) 0.710(3) 0.047(8) Uiso d . 1 . . H
H10 1.195(3) 0.1826(11) 0.598(3) 0.048(8) Uiso d . 1 . . H
H11 1.376(4) 0.1983(13) 0.507(4) 0.080(12) Uiso d . 1 . . H
H12 1.437(3) 0.2688(10) 0.483(3) 0.046(8) Uiso d . 1 . . H
H13 1.327(4) 0.3339(12) 0.554(4) 0.069(10) Uiso d . 1 . . H
H14N 0.897(5) 0.1210(13) 0.764(4) 0.081(14) Uiso d . 1 . . H
H15A 1.195(4) -0.1020(13) 0.913(4) 0.069(11) Uiso d . 1 . . H
H15B 1.109(4) -0.0859(12) 0.757(4) 0.069(11) Uiso d . 1 . . H
H16A 1.402(4) -0.0706(10) 0.909(4) 0.053(9) Uiso d . 1 . . H
H16B 1.311(3) -0.0682(9) 0.744(3) 0.039(8) Uiso d . 1 . . H
H18A 1.006(4) -0.0362(11) 0.860(4) 0.057(10) Uiso d . 1 . . H
H18B 1.128(3) -0.0413(10) 1.021(4) 0.052(9) Uiso d . 1 . . H
H24 1.704(4) 0.0471(12) 0.655(4) 0.059(10) Uiso d . 1 . . H
H24N 0.767(4) 0.1070(13) 0.797(4) 0.071(12) Uiso d . 1 . . H
H25 1.870(4) 0.0313(13) 0.548(4) 0.080(12) Uiso d . 1 . . H
H26 1.895(4) -0.0443(12) 0.480(4) 0.069(11) Uiso d . 1 . . H
H27 1.763(4) -0.1022(12) 0.532(4) 0.067(11) Uiso d . 1 . . H
H31N 1.416(4) 0.1184(11) 0.799(4) 0.055(10) Uiso d . 1 . . H
H32N 1.283(4) 0.1327(12) 0.812(4) 0.065(11) Uiso d . 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0458(4) 0.0445(4) 0.0761(6) -0.0037(3) 0.0335(4) 0.0103(4)
S2 0.0524(5) 0.0377(4) 0.0725(6) 0.0068(3) 0.0382(4) -0.0001(4)
Cl1 0.0659(5) 0.0345(4) 0.0922(7) -0.0015(3) 0.0448(5) 0.0045(4)
Cl2 0.0805(6) 0.0379(4) 0.1292(9) 0.0020(4) 0.0718(6) -0.0029(5)
O1 0.0633(14) 0.0301(11) 0.0933(18) 0.0061(10) 0.0478(13) 0.0072(11)
O2 0.0541(13) 0.0351(11) 0.0848(17) -0.0101(9) 0.0386(12) -0.0044(10)
N1 0.0457(15) 0.0294(13) 0.0680(18) 0.0048(11) 0.0333(14) 0.0071(12)
N2 0.0440(15) 0.0352(13) 0.0639(18) -0.0082(11) 0.0338(13) -0.0058(12)
N3 0.0633(19) 0.0283(13) 0.090(2) 0.0016(13) 0.0430(18) -0.0003(13)
N4 0.0614(19) 0.0277(13) 0.097(2) -0.0056(13) 0.0418(18) 0.0041(14)
C1 0.066(2) 0.0434(19) 0.112(4) 0.0076(18) 0.055(3) 0.001(2)
C2 0.0431(19) 0.0502(18) 0.057(2) 0.0061(14) 0.0233(17) 0.0029(15)
C3 0.0397(16) 0.0401(16) 0.0578(19) 0.0009(12) 0.0226(15) 0.0038(14)
C4 0.0368(15) 0.0334(14) 0.0427(16) 0.0004(11) 0.0146(13) 0.0035(12)
C5 0.0476(19) 0.0304(14) 0.061(2) 0.0023(13) 0.0262(17) 0.0043(14)
C6 0.0351(15) 0.0297(13) 0.0448(16) 0.0000(11) 0.0160(12) 0.0054(11)
C7 0.0388(15) 0.0342(14) 0.0510(18) -0.0038(12) 0.0168(14) 0.0057(12)
C8 0.0399(15) 0.0285(13) 0.0477(17) -0.0001(11) 0.0178(13) 0.0024(12)
C9 0.0360(15) 0.0409(15) 0.0393(16) 0.0009(12) 0.0161(13) 0.0047(12)
C10 0.0493(18) 0.0436(17) 0.0532(19) 0.0055(14) 0.0262(15) 0.0029(14)
C11 0.057(2) 0.063(2) 0.058(2) 0.0085(17) 0.0318(18) -0.0025(17)
C12 0.053(2) 0.075(2) 0.064(2) -0.0036(18) 0.0383(19) 0.0020(18)
C13 0.0523(19) 0.059(2) 0.054(2) -0.0093(16) 0.0270(16) 0.0063(16)
C14 0.0422(16) 0.0406(15) 0.0461(17) 0.0000(12) 0.0195(14) 0.0041(13)
C15 0.059(2) 0.0385(17) 0.072(3) -0.0067(15) 0.037(2) 0.0022(17)
C16 0.0451(18) 0.0311(14) 0.0506(19) -0.0021(12) 0.0240(15) -0.0018(13)
C17 0.0376(15) 0.0275(13) 0.0373(15) 0.0002(11) 0.0164(12) 0.0012(11)
C18 0.046(2) 0.0461(17) 0.060(2) -0.0026(14) 0.0295(17) 0.0080(15)
C19 0.0409(16) 0.0348(14) 0.0476(17) 0.0026(12) 0.0223(14) 0.0014(12)
C20 0.0334(14) 0.0313(13) 0.0380(15) -0.0017(11) 0.0149(12) -0.0015(11)
C21 0.0420(16) 0.0318(14) 0.0483(17) -0.0007(11) 0.0183(13) -0.0011(12)
C22 0.0380(15) 0.0323(14) 0.0436(16) -0.0034(11) 0.0173(13) -0.0007(12)
C23 0.0352(15) 0.0468(16) 0.0440(17) -0.0042(12) 0.0204(13) -0.0035(13)
C24 0.054(2) 0.058(2) 0.064(2) -0.0176(16) 0.0333(18) -0.0122(17)
C25 0.051(2) 0.085(3) 0.064(2) -0.0185(19) 0.0348(18) -0.007(2)
C26 0.047(2) 0.100(3) 0.056(2) 0.0013(19) 0.0320(18) -0.004(2)
C27 0.051(2) 0.067(2) 0.066(2) 0.0086(17) 0.0334(18) -0.0049(18)
C28 0.0396(16) 0.0477(17) 0.0563(19) 0.0023(13) 0.0237(14) 0.0005(14)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
C C 0.0033 0.0016 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C19 S2 C21 . . 90.81(13) ?
C3 S1 C7 . . 91.05(13) ?
C8 N1 C9 . . 129.7(3) ?
C8 N1 H1N . . 111(3) ?
C9 N1 H1N . . 119(3) ?
C21 C20 C17 . . 110.2(2) ?
C21 C20 C22 . . 120.5(2) ?
C17 C20 C22 . . 129.1(2) ?
C22 N2 C23 . . 129.9(3) ?
C22 N2 H2N . . 112(3) ?
C23 N2 H2N . . 118(3) ?
C21 N3 H31N . . 116(2) ?
C21 N3 H32N . . 116(3) ?
H31N N3 H32N . . 114(3) ?
C19 C17 C20 . . 114.0(2) ?
C19 C17 C16 . . 110.1(2) ?
C20 C17 C16 . . 136.0(2) ?
C4 C3 C2 . . 115.2(3) ?
C4 C3 S1 . . 112.5(2) ?
C2 C3 S1 . . 132.3(2) ?
C14 C13 C12 . . 119.4(3) ?
C14 C13 H13 . . 117(2) ?
C12 C13 H13 . . 124(2) ?
C10 C11 C12 . . 120.8(3) ?
C10 C11 H11 . . 122(2) ?
C12 C11 H11 . . 117(2) ?
C4 C5 C1 . . 103.7(3) ?
C4 C5 H5B . . 112.5(18) ?
C1 C5 H5B . . 108.7(18) ?
C4 C5 H5A . . 112.0(19) ?
C1 C5 H5A . . 111.6(19) ?
H5B C5 H5A . . 108(3) ?
C7 N4 H14N . . 117(3) ?
C7 N4 H24N . . 121(3) ?
H14N N4 H24N . . 122(4) ?
C17 C16 C15 . . 103.2(2) ?
C17 C16 H16B . . 112.3(18) ?
C15 C16 H16B . . 110.5(18) ?
C17 C16 H16A . . 110.8(18) ?
C15 C16 H16A . . 112.8(18) ?
H16B C16 H16A . . 107(3) ?
C7 C6 C4 . . 110.1(2) ?
C7 C6 C8 . . 120.4(2) ?
C4 C6 C8 . . 129.4(2) ?
O1 C8 N1 . . 121.5(3) ?
O1 C8 C6 . . 123.0(2) ?
N1 C8 C6 . . 115.6(2) ?
C11 C10 C9 . . 120.8(3) ?
C11 C10 H10 . . 119.6(19) ?
C9 C10 H10 . . 119.5(19) ?
C10 C9 N1 . . 124.6(3) ?
C10 C9 C14 . . 117.2(3) ?
N1 C9 C14 . . 118.3(3) ?
C24 C23 C28 . . 117.2(3) ?
C24 C23 N2 . . 123.9(3) ?
C28 C23 N2 . . 118.9(3) ?
N3 C21 C20 . . 128.7(3) ?
N3 C21 S2 . . 118.9(2) ?
C20 C21 S2 . . 112.5(2) ?
C19 C18 C15 . . 100.7(2) ?
C19 C18 H18A . . 111.1(19) ?
C15 C18 H18A . . 112(2) ?
C19 C18 H18B . . 110.7(18) ?
C15 C18 H18B . . 112.6(18) ?
H18A C18 H18B . . 110(3) ?
N4 C7 C6 . . 128.5(3) ?
N4 C7 S1 . . 119.1(2) ?
C6 C7 S1 . . 112.3(2) ?
C13 C14 C9 . . 122.0(3) ?
C13 C14 Cl1 . . 118.3(2) ?
C9 C14 Cl1 . . 119.7(2) ?
C3 C2 C1 . . 101.2(3) ?
C3 C2 H2A . . 109.1(18) ?
C1 C2 H2A . . 110.2(19) ?
C3 C2 H2B . . 110.8(18) ?
C1 C2 H2B . . 111.6(18) ?
H2A C2 H2B . . 113(3) ?
C13 C12 C11 . . 119.9(3) ?
C13 C12 H12 . . 124(2) ?
C11 C12 H12 . . 117(2) ?
O2 C22 N2 . . 121.5(3) ?
O2 C22 C20 . . 122.4(2) ?
N2 C22 C20 . . 116.1(2) ?
C3 C4 C6 . . 114.0(2) ?
C3 C4 C5 . . 110.2(2) ?
C6 C4 C5 . . 135.8(3) ?
C5 C1 C2 . . 108.7(3) ?
C5 C1 H1A . . 108(2) ?
C2 C1 H1A . . 114(2) ?
C5 C1 H1B . . 109(3) ?
C2 C1 H1B . . 108(3) ?
H1A C1 H1B . . 109(3) ?
C25 C24 C23 . . 120.6(3) ?
C25 C24 H24 . . 123(2) ?
C23 C24 H24 . . 116(2) ?
C27 C28 C23 . . 121.6(3) ?
C27 C28 Cl2 . . 118.7(3) ?
C23 C28 Cl2 . . 119.6(2) ?
C18 C15 C16 . . 108.3(3) ?
C18 C15 H15A . . 113(2) ?
C16 C15 H15A . . 111(2) ?
C18 C15 H15B . . 110(2) ?
C16 C15 H15B . . 104(2) ?
H15A C15 H15B . . 110(3) ?
C25 C26 C27 . . 119.3(3) ?
C25 C26 H26 . . 124(2) ?
C27 C26 H26 . . 117(2) ?
C28 C27 C26 . . 119.8(3) ?
C28 C27 H27 . . 118(2) ?
C26 C27 H27 . . 122(2) ?
C17 C19 C18 . . 115.7(2) ?
C17 C19 S2 . . 112.5(2) ?
C18 C19 S2 . . 131.7(2) ?
C26 C25 C24 . . 121.4(4) ?
C26 C25 H25 . . 121(2) ?
C24 C25 H25 . . 117(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S2 C19 . 1.734(3) ?
S2 C21 . 1.741(3) ?
Cl1 C14 . 1.740(3) ?
S1 C3 . 1.728(3) ?
S1 C7 . 1.743(3) ?
Cl2 C28 . 1.730(3) ?
O2 C22 . 1.235(3) ?
O1 C8 . 1.239(3) ?
N1 C8 . 1.369(3) ?
N1 C9 . 1.396(4) ?
N1 H1N . 0.75(3) ?
C20 C21 . 1.384(4) ?
C20 C17 . 1.451(3) ?
C20 C22 . 1.459(4) ?
N2 C22 . 1.369(4) ?
N2 C23 . 1.403(4) ?
N2 H2N . 0.74(3) ?
N3 C21 . 1.363(4) ?
N3 H31N . 0.88(4) ?
N3 H32N . 0.83(4) ?
C17 C19 . 1.338(4) ?
C17 C16 . 1.505(4) ?
C3 C4 . 1.347(4) ?
C3 C2 . 1.495(4) ?
C13 C14 . 1.376(4) ?
C13 C12 . 1.377(5) ?
C13 H13 . 1.01(4) ?
C11 C10 . 1.374(4) ?
C11 C12 . 1.381(5) ?
C11 H11 . 0.93(4) ?
C5 C4 . 1.504(4) ?
C5 C1 . 1.538(4) ?
C5 H5B . 0.97(3) ?
C5 H5A . 1.00(3) ?
N4 C7 . 1.353(4) ?
N4 H14N . 0.86(4) ?
N4 H24N . 0.85(4) ?
C16 C15 . 1.547(4) ?
C16 H16B . 0.91(3) ?
C16 H16A . 0.98(3) ?
C6 C7 . 1.393(4) ?
C6 C4 . 1.448(4) ?
C6 C8 . 1.454(4) ?
C10 C9 . 1.394(4) ?
C10 H10 . 0.94(3) ?
C9 C14 . 1.402(4) ?
C23 C24 . 1.397(4) ?
C23 C28 . 1.398(4) ?
C18 C19 . 1.493(4) ?
C18 C15 . 1.543(5) ?
C18 H18A . 0.95(3) ?
C18 H18B . 0.99(3) ?
C2 C1 . 1.541(5) ?
C2 H2A . 0.95(3) ?
C2 H2B . 0.95(3) ?
C12 H12 . 0.89(3) ?
C1 H1A . 0.98(4) ?
C1 H1B . 0.95(4) ?
C24 C25 . 1.374(5) ?
C24 H24 . 0.90(3) ?
C28 C27 . 1.379(4) ?
C15 H15A . 0.89(4) ?
C15 H15B . 0.97(4) ?
C26 C25 . 1.367(5) ?
C26 C27 . 1.380(5) ?
C26 H26 . 0.93(4) ?
C27 H27 . 0.99(4) ?
C25 H25 . 0.93(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N4 H24N O2 1_455 0.86(4) 2.27(4) 3.094(5) 162(4) yes
N3 H32N O1 1_555 0.83(4) 2.39(4) 3.186(5) 162(3) yes
N4 H14N O1 1_555 0.86(5) 2.13(5) 2.755(5) 129(4) yes
N3 H31N O2 1_555 0.88(4) 2.14(4) 2.752(5) 126(3) yes
C10 H10 O1 1_555 0.94(3) 2.29(4) 2.883(5) 120(2) yes
C24 H24 O2 1_555 0.90(4) 2.24(4) 2.875(5) 127(3) yes