#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/33/2213341.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2213341
loop_
_publ_author_name
'Özgen, Özen'
'Bozdag̃--Dündar, Oya'
'Ertan, Rahmiye'
'Kendi, Engin'
_publ_section_title
5-[4-Chloro-2-(4-chlorobenzylsulfanyl)thiazol-5-ylmethylene]-3-(2,4-dichlorobenzyl)thiazolidine-2,4-dione
_journal_coeditor_code           HB2351
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2355
_journal_page_last               o2356
_journal_paper_doi               10.1107/S1600536807015139
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C21 H12 Cl4 N2 O2 S3'
_chemical_formula_moiety         'C21 H12 Cl4 N2 O2 S3'
_chemical_formula_sum            'C21 H12 Cl4 N2 O2 S3'
_chemical_formula_weight         562.31
_chemical_name_systematic
;
5-[4-Chloro-2-(4-chlorobenzylsulfanyl)thiazol-5-ylmethylene]-3-(2,4-
dichlorobenzyl)thiazolidine-2,4-dione
;
_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
_cell_angle_alpha                100.386(8)
_cell_angle_beta                 99.594(7)
_cell_angle_gamma                104.237(10)
_cell_formula_units_Z            4
_cell_length_a                   8.0420(7)
_cell_length_b                   14.359(2)
_cell_length_c                   21.2641(15)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.61
_cell_measurement_theta_min      12.84
_cell_volume                     2283.0(4)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection
;
CAD-4 Express (Enraf--Nonius, 1994)
;
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       'Nonprofiled ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enraf--Nonius FR590'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1114
_diffrn_reflns_av_sigmaI/netI    0.2478
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9143
_diffrn_reflns_theta_full        70.78
_diffrn_reflns_theta_max         70.78
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        -14
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    7.485
_exptl_absorpt_correction_T_max  0.346
_exptl_absorpt_correction_T_min  0.237
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.466
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         8769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.2863
_refine_ls_R_factor_gt           0.0758
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0668P)²+1.0407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.2212
_reflns_number_gt                3186
_reflns_number_total             8769
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2351.cif
_cod_data_source_block           I
_cod_database_code               2213341
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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
S S2 0.0495(3) 0.15695(17) 0.40492(11) 0.0518(6) Uani d . 1
S S1' -0.2860(3) 0.53137(18) 0.56354(11) 0.0545(7) Uani d . 1
S S3' -0.1692(3) 0.33630(18) 0.29760(11) 0.0568(7) Uani d . 1
Cl Cl3' -0.5312(3) 0.10816(17) 0.42955(11) 0.0552(6) Uani d . 1
S S2' -0.2544(3) 0.39635(17) 0.42791(11) 0.0488(6) Uani d . 1
S S1 0.0481(3) 0.29483(18) 0.54350(11) 0.0563(7) Uani d . 1
Cl Cl2' -0.5598(3) 0.54508(18) 0.86087(11) 0.0604(7) Uani d . 1
Cl Cl2 -0.1912(3) 0.3199(2) 0.84627(12) 0.0677(8) Uani d . 1
S S3 0.1275(3) 0.08479(18) 0.27410(12) 0.0592(7) Uani d . 1
Cl Cl3 -0.3067(3) -0.11438(18) 0.39718(12) 0.0666(8) Uani d . 1
Cl Cl1 0.4679(4) 0.3150(2) 0.93491(13) 0.0933(10) Uani d . 1
Cl Cl1' 0.1191(4) 0.6053(3) 0.96624(13) 0.1019(12) Uani d . 1
Cl Cl4' -0.8824(4) 0.1699(2) 0.02897(14) 0.1004(11) Uani d . 1
Cl Cl4 0.7011(4) -0.0388(2) 0.10048(14) 0.0947(10) Uani d . 1
N N1' -0.4106(9) 0.5087(5) 0.6667(3) 0.0448(18) Uani d . 1
N N2' -0.3566(9) 0.2153(5) 0.3613(3) 0.0492(19) Uani d . 1
O O2' -0.5094(8) 0.3398(5) 0.6500(3) 0.0631(19) Uani d . 1
O O1' -0.2981(8) 0.6699(5) 0.6631(3) 0.0633(19) Uani d . 1
N N1 -0.0775(10) 0.2763(6) 0.6473(3) 0.053(2) Uani d . 1
O O2 -0.2361(8) 0.1138(5) 0.6218(3) 0.068(2) Uani d . 1
N N2 -0.0955(9) -0.0171(6) 0.3338(3) 0.054(2) Uani d . 1
C C13' -0.4131(10) 0.2190(6) 0.4173(4) 0.039(2) Uani d . 1
O O1 0.0880(9) 0.4321(5) 0.6510(3) 0.082(2) Uani d . 1
C C6 0.0293(10) 0.2951(6) 0.7652(4) 0.044(2) Uani d . 1
C C12' -0.3739(10) 0.3073(7) 0.4613(4) 0.047(2) Uani d . 1
C C12 -0.0970(10) 0.0741(6) 0.4348(4) 0.038(2) Uani d . 1
C C11 -0.1354(11) 0.0957(7) 0.4983(4) 0.054(3) Uani d . 1
H H11 -0.2060 0.0420 0.5092 0.065 Uiso calc R 1
C C9 -0.0879(11) 0.1788(6) 0.5441(4) 0.046(2) Uani d . 1
C C1 0.0059(11) 0.3096(6) 0.8290(4) 0.045(2) Uani d . 1
C C14' -0.2692(10) 0.3043(6) 0.3596(4) 0.045(2) Uani d . 1
C C7' -0.4621(11) 0.5279(7) 0.7298(3) 0.048(2) Uani d . 1
H H7'1 -0.5579 0.4721 0.7307 0.057 Uiso calc R 1
H H7'2 -0.5052 0.5856 0.7334 0.057 Uiso calc R 1
C C16 0.2488(12) -0.0475(6) 0.1989(4) 0.049(2) Uani d . 1
C C1' -0.3501(11) 0.5521(6) 0.8489(4) 0.046(2) Uani d . 1
C C6' -0.3134(11) 0.5447(6) 0.7881(4) 0.042(2) Uani d . 1
C C13 -0.1593(11) -0.0128(7) 0.3890(4) 0.050(2) Uani d . 1
C C8' -0.4460(11) 0.4100(7) 0.6321(4) 0.044(2) Uani d . 1
C C4' -0.0063(12) 0.5732(7) 0.8367(4) 0.061(3) Uani d . 1
H H4' 0.1093 0.5811 0.8324 0.074 Uiso calc R 1
C C2' -0.2185(14) 0.5710(7) 0.9041(5) 0.067(3) Uani d . 1
H H2' -0.2443 0.5764 0.9454 0.081 Uiso calc R 1
C C10' -0.3277(12) 0.5843(8) 0.6398(4) 0.057(3) Uani d . 1
C C11' -0.4206(10) 0.3252(6) 0.5240(4) 0.044(2) Uani d . 1
H H11' -0.4868 0.2698 0.5347 0.053 Uiso calc R 1
C C21' -0.5565(12) 0.2094(6) 0.2011(4) 0.053(3) Uani d . 1
H H21' -0.5659 0.2142 0.2445 0.063 Uiso calc R 1
C C19 0.5250(14) -0.0467(7) 0.1383(5) 0.063(3) Uani d . 1
C C8 -0.1392(12) 0.1823(8) 0.6072(5) 0.058(3) Uani d . 1
C C5' -0.1446(11) 0.5521(6) 0.7825(4) 0.053(3) Uani d . 1
H H5' -0.1209 0.5427 0.7409 0.063 Uiso calc R 1
C C9' -0.3823(10) 0.4099(6) 0.5689(4) 0.038(2) Uani d . 1
C C15' -0.2391(11) 0.2201(6) 0.2374(4) 0.056(3) Uani d . 1
H H15A -0.1425 0.2131 0.2168 0.067 Uiso calc R 1
H H15B -0.2664 0.1667 0.2596 0.067 Uiso calc R 1
C C2 0.1381(13) 0.3106(6) 0.8806(5) 0.058(3) Uani d . 1
H H2 0.1192 0.3173 0.9230 0.070 Uiso calc R 1
C C20 0.5451(13) -0.0427(7) 0.2038(4) 0.061(3) Uani d . 1
H H20 0.6545 -0.0401 0.2279 0.074 Uiso calc R 1
C C16' -0.3974(13) 0.2108(6) 0.1851(4) 0.055(3) Uani d . 1
C C21 0.4124(13) -0.0424(7) 0.2346(5) 0.058(3) Uani d . 1
H H21 0.4303 -0.0389 0.2794 0.070 Uiso calc R 1
C C14 0.0149(12) 0.0666(7) 0.3338(4) 0.055(3) Uani d . 1
C C20' -0.7030(13) 0.2008(6) 0.1533(5) 0.062(3) Uani d . 1
H H20' -0.8073 0.2049 0.1655 0.074 Uiso calc R 1
C C18 0.3612(14) -0.0508(7) 0.1025(5) 0.065(3) Uani d . 1
H H18 0.3456 -0.0524 0.0579 0.078 Uiso calc R 1
C C7 -0.1141(11) 0.3000(7) 0.7112(4) 0.056(3) Uani d . 1
H H7A -0.2243 0.2544 0.7123 0.067 Uiso calc R 1
H H7B -0.1280 0.3661 0.7192 0.067 Uiso calc R 1
C C10 0.0196(14) 0.3460(9) 0.6234(5) 0.067(3) Uani d . 1
C C3' -0.0499(12) 0.5817(7) 0.8971(4) 0.056(3) Uani d . 1
C C17' -0.3881(13) 0.1995(7) 0.1204(4) 0.061(3) Uani d . 1
H H17' -0.2820 0.1995 0.1085 0.074 Uiso calc R 1
C C3 0.2952(12) 0.3017(7) 0.8688(4) 0.056(3) Uani d . 1
C C5 0.1889(12) 0.2823(6) 0.7551(4) 0.052(2) Uani d . 1
H H5 0.2065 0.2702 0.7126 0.062 Uiso calc R 1
C C19' -0.6962(15) 0.1860(8) 0.0867(5) 0.071(3) Uani d . 1
C C15 0.0985(12) -0.0412(6) 0.2326(5) 0.067(3) Uani d . 1
H H15C 0.0944 -0.0825 0.2640 0.080 Uiso calc R 1
H H15D -0.0121 -0.0654 0.2003 0.080 Uiso calc R 1
C C4 0.3224(13) 0.2871(7) 0.8068(4) 0.064(3) Uani d . 1
H H4 0.4300 0.2804 0.7992 0.077 Uiso calc R 1
C C17 0.2238(13) -0.0527(7) 0.1321(4) 0.065(3) Uani d . 1
H H17 0.1135 -0.0574 0.1077 0.077 Uiso calc R 1
C C18' -0.5361(15) 0.1881(7) 0.0730(5) 0.067(3) Uani d . 1
H H18' -0.5260 0.1815 0.0296 0.081 Uiso calc R 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.00311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
3 3 1
-1 2 8
2 -4 2
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C12 S2 C14 89.8(4) n
C9' S1' C10' 93.1(5) n
C14' S3' C15' 101.5(4) ?
C12' S2' C14' 89.3(4) n
C9 S1 C10 90.5(5) n
C14 S3 C15 100.7(5) ?
C10' N1' C8' 118.8(8) n
C10' N1' C7' 122.5(8) ?
C8' N1' C7' 118.7(7) ?
C14' N2' C13' 109.2(7) n
C10 N1 C8 116.3(8) n
C10 N1 C7 120.9(8) ?
C8 N1 C7 122.8(9) ?
C14 N2 C13 112.2(8) n
N2' C13' C12' 119.6(8) ?
N2' C13' Cl3' 116.6(7) ?
C12' C13' Cl3' 123.8(7) ?
C5 C6 C1 117.5(8) ?
C5 C6 C7 123.5(8) ?
C1 C6 C7 118.9(8) ?
C13' C12' C11' 127.4(8) ?
C13' C12' S2' 107.0(6) ?
C11' C12' S2' 125.6(7) ?
C13 C12 C11 127.5(8) ?
C13 C12 S2 108.2(6) ?
C11 C12 S2 124.2(7) ?
C9 C11 C12 131.3(9) ?
C9 C11 H11 114.4 ?
C12 C11 H11 114.4 ?
C11 C9 C8 121.4(9) ?
C11 C9 S1 128.5(8) ?
C8 C9 S1 110.0(7) ?
C2 C1 C6 120.9(8) ?
C2 C1 Cl2 117.9(7) ?
C6 C1 Cl2 121.2(7) ?
N2' C14' S3' 126.1(7) ?
N2' C14' S2' 114.8(6) ?
S3' C14' S2' 119.0(5) ?
N1' C7' C6' 113.3(7) ?
N1' C7' H7'1 108.9 ?
C6' C7' H7'1 108.9 ?
N1' C7' H7'2 108.9 ?
C6' C7' H7'2 108.9 ?
H7'1 C7' H7'2 107.7 ?
C21 C16 C17 119.8(9) ?
C21 C16 C15 120.8(9) ?
C17 C16 C15 119.3(9) ?
C6' C1' C2' 121.0(8) ?
C6' C1' Cl2' 121.9(7) ?
C2' C1' Cl2' 117.0(7) ?
C5' C6' C1' 118.7(8) ?
C5' C6' C7' 122.7(7) ?
C1' C6' C7' 118.6(8) ?
N2 C13 C12 116.6(8) ?
N2 C13 Cl3 118.9(7) ?
C12 C13 Cl3 124.5(7) ?
O2' C8' N1' 125.7(8) ?
O2' C8' C9' 125.7(9) ?
N1' C8' C9' 108.6(8) ?
C5' C4' C3' 116.4(8) ?
C5' C4' H4' 121.8 ?
C3' C4' H4' 121.8 ?
C3' C2' C1' 118.8(9) ?
C3' C2' H2' 120.6 ?
C1' C2' H2' 120.6 ?
O1' C10' N1' 124.7(9) ?
O1' C10' S1' 126.1(8) ?
N1' C10' S1' 109.0(7) ?
C9' C11' C12' 129.3(8) ?
C9' C11' H11' 115.4 ?
C12' C11' H11' 115.4 ?
C16' C21' C20' 120.7(8) ?
C16' C21' H21' 119.7 ?
C20' C21' H21' 119.7 ?
C18 C19 C20 118.6(9) ?
C18 C19 Cl4 119.7(8) ?
C20 C19 Cl4 121.6(8) ?
O2 C8 N1 122.7(9) ?
O2 C8 C9 125.2(9) ?
N1 C8 C9 111.8(9) ?
C6' C5' C4' 122.5(8) ?
C6' C5' H5' 118.7 ?
C4' C5' H5' 118.7 ?
C11' C9' C8' 119.6(8) ?
C11' C9' S1' 129.4(7) ?
C8' C9' S1' 110.5(6) ?
C16' C15' S3' 113.4(6) ?
C16' C15' H15A 108.9 ?
S3' C15' H15A 108.9 ?
C16' C15' H15B 108.9 ?
S3' C15' H15B 108.9 ?
H15A C15' H15B 107.7 ?
C3 C2 C1 119.6(9) ?
C3 C2 H2 120.2 ?
C1 C2 H2 120.2 ?
C21 C20 C19 122.3(10) ?
C21 C20 H20 118.9 ?
C19 C20 H20 118.9 ?
C21' C16' C17' 118.7(10) ?
C21' C16' C15' 120.2(8) ?
C17' C16' C15' 121.1(9) ?
C20 C21 C16 119.2(9) ?
C20 C21 H21 120.4 ?
C16 C21 H21 120.4 ?
N2 C14 S3 124.4(7) ?
N2 C14 S2 113.1(7) ?
S3 C14 S2 122.4(6) ?
C19' C20' C21' 121.0(9) ?
C19' C20' H20' 119.5 ?
C21' C20' H20' 119.5 ?
C19 C18 C17 120.4(10) ?
C19 C18 H18 119.8 ?
C17 C18 H18 119.8 ?
N1 C7 C6 112.6(7) ?
N1 C7 H7A 109.1 ?
C6 C7 H7A 109.1 ?
N1 C7 H7B 109.1 ?
C6 C7 H7B 109.1 ?
H7A C7 H7B 107.8 ?
O1 C10 N1 126.6(10) ?
O1 C10 S1 122.1(9) ?
N1 C10 S1 111.2(8) ?
C2' C3' C4' 122.4(8) ?
C2' C3' Cl1' 119.7(8) ?
C4' C3' Cl1' 117.9(7) ?
C16' C17' C18' 120.1(10) ?
C16' C17' H17' 120.0 ?
C18' C17' H17' 120.0 ?
C2 C3 C4 121.0(9) ?
C2 C3 Cl1 119.3(8) ?
C4 C3 Cl1 119.6(8) ?
C6 C5 C4 121.6(9) ?
C6 C5 H5 119.2 ?
C4 C5 H5 119.2 ?
C18' C19' C20' 116.2(10) ?
C18' C19' Cl4' 124.3(9) ?
C20' C19' Cl4' 119.5(9) ?
C16 C15 S3 110.3(6) ?
C16 C15 H15C 109.6 ?
S3 C15 H15C 109.6 ?
C16 C15 H15D 109.6 ?
S3 C15 H15D 109.6 ?
H15C C15 H15D 108.1 ?
C3 C4 C5 119.4(9) ?
C3 C4 H4 120.3 ?
C5 C4 H4 120.3 ?
C18 C17 C16 119.6(9) ?
C18 C17 H17 120.2 ?
C16 C17 H17 120.2 ?
C19' C18' C17' 123.2(10) ?
C19' C18' H18' 118.4 ?
C17' C18' H18' 118.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S2 C12 1.742(8) ?
S2 C14 1.738(9) ?
S1' C9' 1.757(8) ?
S1' C10' 1.785(10) ?
S3' C14' 1.728(8) n
S3' C15' 1.806(8) n
Cl3' C13' 1.729(9) ?
S2' C12' 1.736(8) ?
S2' C14' 1.744(9) ?
S1 C9 1.756(9) ?
S1 C10 1.800(10) ?
Cl2' C1' 1.729(8) ?
Cl2 C1 1.721(8) ?
S3 C14 1.700(9) n
S3 C15 1.804(8) n
Cl3 C13 1.695(8) ?
Cl1 C3 1.749(9) ?
Cl1' C3' 1.746(8) ?
Cl4' C19' 1.707(10) ?
Cl4 C19 1.732(10) ?
N1' C10' 1.394(11) ?
N1' C8' 1.408(10) ?
N1' C7' 1.468(9) ?
N2' C14' 1.308(9) ?
N2' C13' 1.340(9) n
O2' C8' 1.173(10) n
O1' C10' 1.187(10) n
N1 C10 1.342(11) ?
N1 C8 1.381(11) ?
N1 C7 1.437(10) ?
O2 C8 1.218(10) n
N2 C14 1.305(10) ?
N2 C13 1.355(10) n
C13' C12' 1.363(11) n
O1 C10 1.213(11) n
C6 C5 1.385(10) ?
C6 C1 1.387(11) ?
C6 C7 1.510(10) ?
C12' C11' 1.439(11) ?
C12 C13 1.359(10) n
C12 C11 1.432(10) ?
C11 C9 1.324(10) ?
C11 H11 0.9300 ?
C9 C8 1.464(12) ?
C1 C2 1.391(11) ?
C7' C6' 1.511(10) ?
C7' H7'1 0.9700 ?
C7' H7'2 0.9700 ?
C16 C21 1.383(11) ?
C16 C17 1.388(11) ?
C16 C15 1.516(11) ?
C1' C6' 1.365(10) ?
C1' C2' 1.379(11) ?
C6' C5' 1.363(10) ?
C8' C9' 1.514(11) ?
C4' C5' 1.392(10) ?
C4' C3' 1.379(11) ?
C4' H4' 0.9300 ?
C2' C3' 1.363(11) ?
C2' H2' 0.9300 ?
C11' C9' 1.338(10) ?
C11' H11' 0.9300 ?
C21' C16' 1.375(11) ?
C21' C20' 1.386(11) ?
C21' H21' 0.9300 ?
C19 C18 1.389(12) ?
C19 C20 1.363(11) ?
C5' H5' 0.9300 ?
C15' C16' 1.506(12) ?
C15' H15A 0.9700 ?
C15' H15B 0.9700 ?
C2 C3 1.360(11) ?
C2 H2 0.9300 ?
C20 C21 1.343(11) ?
C20 H20 0.9300 ?
C16' C17' 1.373(11) ?
C21 H21 0.9300 ?
C20' C19' 1.407(12) ?
C20' H20' 0.9300 ?
C18 C17 1.357(11) ?
C18 H18 0.9300 ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C17' C18' 1.379(12) ?
C17' H17' 0.9300 ?
C3 C4 1.362(11) ?
C5 C4 1.381(11) ?
C5 H5 0.9300 ?
C19' C18' 1.361(13) ?
C15 H15C 0.9700 ?
C15 H15D 0.9700 ?
C4 H4 0.9300 ?
C17 H17 0.9300 ?
C18' H18' 0.9300 ?
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_publ_flag
C14' N2' C13' C12' -0.5(11) ?
C14' N2' C13' Cl3' -179.6(6) ?
N2' C13' C12' C11' -178.9(8) ?
Cl3' C13' C12' C11' 0.1(12) ?
N2' C13' C12' S2' 0.8(9) ?
Cl3' C13' C12' S2' 179.9(4) ?
C14' S2' C12' C13' -0.7(6) ?
C14' S2' C12' C11' 179.1(7) ?
C14 S2 C12 C13 -0.5(7) ?
C14 S2 C12 C11 177.0(7) ?
C13 C12 C11 C9 -176.2(9) ?
S2 C12 C11 C9 6.8(14) n
C12 C11 C9 C8 -177.8(9) ?
C12 C11 C9 S1 -1.8(15) ?
C10 S1 C9 C11 179.6(9) ?
C10 S1 C9 C8 -4.0(7) ?
C5 C6 C1 C2 -0.3(14) ?
C7 C6 C1 C2 -176.8(8) ?
C5 C6 C1 Cl2 -176.7(7) ?
C7 C6 C1 Cl2 6.9(12) ?
C13' N2' C14' S3' 179.2(6) ?
C13' N2' C14' S2' -0.1(9) ?
C15' S3' C14' N2' 5.7(9) ?
C15' S3' C14' S2' -175.1(5) ?
C12' S2' C14' N2' 0.4(7) ?
C12' S2' C14' S3' -178.9(5) ?
C10' N1' C7' C6' -83.0(10) ?
C8' N1' C7' C6' 96.8(9) ?
C2' C1' C6' C5' 2.9(14) ?
Cl2' C1' C6' C5' 179.2(7) ?
C2' C1' C6' C7' -177.6(8) ?
Cl2' C1' C6' C7' -1.3(12) ?
N1' C7' C6' C5' 6.9(12) ?
N1' C7' C6' C1' -172.6(7) n
C14 N2 C13 C12 -1.6(12) ?
C14 N2 C13 Cl3 179.3(7) ?
C11 C12 C13 N2 -176.1(8) ?
S2 C12 C13 N2 1.3(10) ?
C11 C12 C13 Cl3 2.9(14) ?
S2 C12 C13 Cl3 -179.7(5) ?
C10' N1' C8' O2' 177.3(9) ?
C7' N1' C8' O2' -2.5(13) ?
C10' N1' C8' C9' -0.6(10) ?
C7' N1' C8' C9' 179.5(6) ?
C6' C1' C2' C3' -0.4(14) ?
Cl2' C1' C2' C3' -177.0(7) ?
C8' N1' C10' O1' 176.6(9) ?
C7' N1' C10' O1' -3.5(14) ?
C8' N1' C10' S1' -0.1(9) ?
C7' N1' C10' S1' 179.7(6) ?
C9' S1' C10' O1' -176.0(9) ?
C9' S1' C10' N1' 0.6(7) ?
C13' C12' C11' C9' 178.7(8) ?
S2' C12' C11' C9' -1.0(13) n
C10 N1 C8 O2 -176.1(9) ?
C7 N1 C8 O2 3.7(15) ?
C10 N1 C8 C9 -1.6(12) ?
C7 N1 C8 C9 178.2(7) ?
C11 C9 C8 O2 -4.9(16) ?
S1 C9 C8 O2 178.4(9) ?
C11 C9 C8 N1 -179.3(8) ?
S1 C9 C8 N1 4.0(10) ?
C1' C6' C5' C4' -4.2(14) ?
C7' C6' C5' C4' 176.3(9) ?
C3' C4' C5' C6' 3.0(15) ?
C12' C11' C9' C8' -179.6(8) ?
C12' C11' C9' S1' 8.9(14) ?
O2' C8' C9' C11' 10.1(14) ?
N1' C8' C9' C11' -171.9(7) ?
O2' C8' C9' S1' -176.9(8) ?
N1' C8' C9' S1' 1.1(8) ?
C10' S1' C9' C11' 171.1(8) ?
C10' S1' C9' C8' -1.0(6) ?
C14' S3' C15' C16' 96.8(7) n
C6 C1 C2 C3 2.9(14) ?
Cl2 C1 C2 C3 179.4(7) ?
C18 C19 C20 C21 -0.1(15) ?
Cl4 C19 C20 C21 175.7(8) ?
C20' C21' C16' C17' -2.6(14) ?
C20' C21' C16' C15' 180.0(8) ?
S3' C15' C16' C21' -64.3(10) ?
S3' C15' C16' C17' 118.3(9) ?
C19 C20 C21 C16 0.7(15) ?
C17 C16 C21 C20 0.0(14) ?
C15 C16 C21 C20 -176.4(9) ?
C13 N2 C14 S3 176.5(7) ?
C13 N2 C14 S2 1.1(10) ?
C15 S3 C14 N2 -15.5(9) ?
C15 S3 C14 S2 159.5(6) ?
C12 S2 C14 N2 -0.3(7) ?
C12 S2 C14 S3 -175.8(6) ?
C16' C21' C20' C19' 4.7(14) ?
C20 C19 C18 C17 -1.2(15) ?
Cl4 C19 C18 C17 -177.1(8) ?
C10 N1 C7 C6 -86.1(11) ?
C8 N1 C7 C6 94.2(10) ?
C5 C6 C7 N1 8.2(13) ?
C1 C6 C7 N1 -175.6(8) n
C8 N1 C10 O1 -178.7(10) ?
C7 N1 C10 O1 1.6(16) ?
C8 N1 C10 S1 -1.6(11) ?
C7 N1 C10 S1 178.7(6) ?
C9 S1 C10 O1 -179.5(9) ?
C9 S1 C10 N1 3.3(7) ?
C1' C2' C3' C4' -0.8(15) ?
C1' C2' C3' Cl1' -179.7(7) ?
C5' C4' C3' C2' -0.5(15) ?
C5' C4' C3' Cl1' 178.5(7) ?
C21' C16' C17' C18' 0.7(14) ?
C15' C16' C17' C18' 178.1(8) ?
C1 C2 C3 C4 -3.1(15) ?
C1 C2 C3 Cl1 173.8(7) ?
C1 C6 C5 C4 -2.2(14) ?
C7 C6 C5 C4 174.1(9) ?
C21' C20' C19' C18' -4.7(15) ?
C21' C20' C19' Cl4' 176.9(7) ?
C21 C16 C15 S3 76.3(10) ?
C17 C16 C15 S3 -100.1(9) ?
C14 S3 C15 C16 -153.9(7) n
C2 C3 C4 C5 0.7(15) ?
Cl1 C3 C4 C5 -176.3(7) ?
C6 C5 C4 C3 2.0(15) ?
C19 C18 C17 C16 1.9(15) ?
C21 C16 C17 C18 -1.3(15) ?
C15 C16 C17 C18 175.1(9) ?
C20' C19' C18' C17' 2.8(16) ?
Cl4' C19' C18' C17' -178.8(8) ?
C16' C17' C18' C19' -0.9(16) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24737465
