#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/96/2209659.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_2209659
loop_
_publ_author_name
'Deepak Chopra'
'K. N. Venugopala'
'B. S. Jayashree'
'T. N. Guru Row'
_publ_section_title
;
 3-(2-Anilino-1,3-thiazol-4-yl)-2H-chromen-2-one
;
_journal_coeditor_code           SJ2082
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2663
_journal_page_last               o2665
_journal_paper_doi               10.1107/S1600536806019994
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C19 H13 Br N2 O2 S'
_chemical_formula_moiety         'C19 H13 Br N2 O2 S'
_chemical_formula_sum            'C19 H13 Br N2 O2 S'
_chemical_formula_weight         413.28
_chemical_name_systematic
;
3-(2-Anilino-1,3-thiazol-4-yl)-2H-chromen-2-one
;
_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                93.025(10)
_cell_angle_beta                 108.484(10)
_cell_angle_gamma                112.653(9)
_cell_formula_units_Z            4
_cell_length_a                   10.940(7)
_cell_length_b                   12.172(8)
_cell_length_c                   15.039(10)
_cell_measurement_reflns_used    625
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      25.6
_cell_measurement_theta_min      1.4
_cell_volume                     1717(2)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_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      290(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17861
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.85
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.530
_exptl_absorpt_correction_T_max  0.8839
_exptl_absorpt_correction_T_min  0.4628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.533
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         6816
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.018
_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+0.3557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0915
_reflns_number_gt                5066
_reflns_number_total             6816
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2082.cif
_cod_data_source_block           I
_cod_database_code               2209659
_cod_database_fobs_code          2209659
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
Br Br1 0.52445(4) -0.32661(3) 0.02141(2) 0.05893(11) Uani d . 1
Br Br2 0.42374(4) 0.69624(3) 0.62613(2) 0.06852(13) Uani d . 1
S S1 0.08557(8) 0.26173(6) 0.12186(5) 0.04264(17) Uani d . 1
S S2 0.26814(8) -0.18085(6) 0.43050(5) 0.04228(17) Uani d . 1
O O1 0.1056(2) 0.08726(19) -0.13853(13) 0.0542(5) Uani d . 1
O O2 0.2154(2) -0.02802(17) -0.14249(12) 0.0459(5) Uani d . 1
O O3 0.5239(2) 0.26594(15) 0.74310(12) 0.0430(4) Uani d . 1
O O4 0.4957(2) 0.07761(17) 0.71794(13) 0.0578(6) Uani d . 1
N N1 0.1682(2) 0.1955(2) 0.29409(15) 0.0417(5) Uani d . 1
N N2 0.2038(2) 0.11413(18) 0.16415(14) 0.0352(5) Uani d . 1
N N3 0.2655(2) 0.02860(18) 0.41519(14) 0.0361(5) Uani d . 1
N N4 0.1428(2) -0.11534(19) 0.27029(15) 0.0453(6) Uani d . 1
C C1 0.3851(3) -0.2304(3) -0.1248(2) 0.0474(7) Uani d . 1
C C2 0.4256(3) -0.2311(2) -0.02716(19) 0.0407(6) Uani d . 1
C C3 0.3979(3) -0.1634(2) 0.03383(18) 0.0384(6) Uani d . 1
C C4 0.3257(3) -0.0932(2) -0.00347(17) 0.0339(5) Uani d . 1
C C5 0.2854(3) -0.0950(2) -0.10167(17) 0.0391(6) Uani d . 1
C C6 0.3149(3) -0.1623(3) -0.16217(19) 0.0518(7) Uani d . 1
C C7 0.2908(3) -0.0191(2) 0.05274(17) 0.0342(6) Uani d . 1
C C8 0.2175(3) 0.0441(2) 0.01221(17) 0.0342(6) Uani d . 1
C C9 0.1743(3) 0.0392(2) -0.09180(18) 0.0396(6) Uani d . 1
C C10 0.1773(3) 0.1190(2) 0.06709(17) 0.0341(6) Uani d . 1
C C11 0.1160(3) 0.1928(2) 0.03334(19) 0.0421(6) Uani d . 1
C C12 0.1608(3) 0.1847(2) 0.20114(17) 0.0340(5) Uani d . 1
C C13 0.1181(3) 0.2702(2) 0.33351(18) 0.0408(6) Uani d . 1
C C14 0.1663(3) 0.3917(3) 0.3262(2) 0.0537(8) Uani d . 1
C C15 0.1132(5) 0.4645(3) 0.3584(2) 0.0748(11) Uani d . 1
C C16 0.0170(5) 0.4186(4) 0.4004(3) 0.0873(13) Uani d . 1
C C17 -0.0250(4) 0.3008(4) 0.4132(2) 0.0749(11) Uani d . 1
C C18 0.0227(3) 0.2223(3) 0.37921(19) 0.0493(7) Uani d . 1
C C19 -0.0287(4) 0.0926(3) 0.3903(2) 0.0676(9) Uani d . 1
C C20 0.4549(3) 0.5596(2) 0.66092(19) 0.0423(6) Uani d . 1
C C21 0.5305(3) 0.5656(2) 0.75656(19) 0.0421(6) Uani d . 1
C C22 0.5536(3) 0.4662(2) 0.78315(18) 0.0407(6) Uani d . 1
C C23 0.5015(3) 0.3638(2) 0.71389(17) 0.0353(6) Uani d . 1
C C24 0.4271(3) 0.3571(2) 0.61766(17) 0.0348(6) Uani d . 1
C C25 0.4042(3) 0.4580(2) 0.59162(19) 0.0451(7) Uani d . 1
C C26 0.3777(3) 0.2468(2) 0.55138(18) 0.0388(6) Uani d . 1
C C27 0.3962(3) 0.1486(2) 0.57929(17) 0.0331(5) Uani d . 1
C C28 0.4717(3) 0.1561(2) 0.68148(18) 0.0397(6) Uani d . 1
C C29 0.3415(3) 0.0347(2) 0.51136(17) 0.0324(5) Uani d . 1
C C30 0.3532(3) -0.0680(2) 0.53197(18) 0.0404(6) Uani d . 1
C C31 0.2201(3) -0.0796(2) 0.36530(17) 0.0348(6) Uani d . 1
C C32 -0.1237(4) -0.2718(4) 0.2884(3) 0.0756(10) Uani d . 1
C C33 -0.0565(3) -0.3164(3) 0.2304(2) 0.0517(7) Uani d . 1
C C34 0.0710(3) -0.2411(2) 0.22322(17) 0.0396(6) Uani d . 1
C C35 0.1310(3) -0.2841(3) 0.1703(2) 0.0509(7) Uani d . 1
C C36 0.0639(4) -0.4041(3) 0.1225(2) 0.0715(10) Uani d . 1
C C37 -0.0624(4) -0.4793(3) 0.1283(3) 0.0786(11) Uani d . 1
C C38 -0.1208(4) -0.4354(3) 0.1807(3) 0.0731(10) Uani d . 1
H H1 0.4060 -0.2762 -0.1643 0.057 Uiso calc R 1
H H3 0.4268 -0.1645 0.0989 0.046 Uiso calc R 1
H H6 0.2873 -0.1611 -0.2272 0.062 Uiso calc R 1
H H7 0.3194 -0.0146 0.1185 0.041 Uiso calc R 1
H H11 0.0931 0.2049 -0.0293 0.051 Uiso calc R 1
H H14 0.2351 0.4240 0.2994 0.064 Uiso calc R 1
H H15 0.1432 0.5450 0.3511 0.090 Uiso calc R 1
H H16 -0.0206 0.4673 0.4209 0.105 Uiso calc R 1
H H17 -0.0874 0.2723 0.4454 0.090 Uiso calc R 1
H H19A -0.0585 0.0407 0.3300 0.101 Uiso calc R 1
H H19B -0.1076 0.0724 0.4113 0.101 Uiso calc R 1
H H19C 0.0469 0.0814 0.4368 0.101 Uiso calc R 1
H H21 0.5649 0.6357 0.8020 0.051 Uiso calc R 1
H H22 0.6034 0.4683 0.8466 0.049 Uiso calc R 1
H H25 0.3554 0.4566 0.5281 0.054 Uiso calc R 1
H H26 0.3312 0.2424 0.4868 0.047 Uiso calc R 1
H H30 0.4007 -0.0768 0.5926 0.048 Uiso calc R 1
H H32A -0.0659 -0.2538 0.3551 0.113 Uiso calc R 1
H H32B -0.2169 -0.3335 0.2774 0.113 Uiso calc R 1
H H32C -0.1310 -0.1996 0.2698 0.113 Uiso calc R 1
H H35 0.2169 -0.2323 0.1665 0.061 Uiso calc R 1
H H36 0.1045 -0.4333 0.0867 0.086 Uiso calc R 1
H H37 -0.1082 -0.5602 0.0967 0.094 Uiso calc R 1
H H38 -0.2075 -0.4874 0.1832 0.088 Uiso calc R 1
H H100 0.200(3) 0.148(3) 0.330(2) 0.051(8) Uiso d . 1
H H101 0.131(3) -0.067(3) 0.237(2) 0.063(10) Uiso d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 '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_publ_flag
C30 S2 C31 88.87(13) ?
C11 S1 C12 88.70(13) ?
C5 O2 C9 122.8(2) ?
C23 O3 C28 122.9(2) ?
C31 N4 C34 122.1(2) yes
C31 N4 H101 122(2) ?
C34 N4 H101 116(2) ?
C12 N1 C13 123.2(2) yes
C12 N1 H100 118.0(18) ?
C13 N1 H100 118.6(18) ?
C31 N3 C29 110.1(2) ?
C12 N2 C10 109.8(2) ?
C26 C27 C29 122.0(2) ?
C26 C27 C28 118.8(2) ?
C29 C27 C28 119.2(2) ?
C25 C24 C23 118.2(2) ?
C25 C24 C26 123.7(2) ?
C23 C24 C26 118.1(2) ?
C8 C7 C4 121.5(2) ?
C8 C7 H7 119.3 ?
C4 C7 H7 119.3 ?
O2 C5 C6 116.6(2) ?
O2 C5 C4 120.8(2) ?
C6 C5 C4 122.6(2) ?
C7 C8 C10 123.1(2) ?
C7 C8 C9 119.5(2) ?
C10 C8 C9 117.5(2) ?
C30 C29 N3 115.5(2) ?
C30 C29 C27 126.6(2) ?
N3 C29 C27 117.9(2) ?
O3 C23 C22 117.3(2) ?
O3 C23 C24 120.3(2) ?
C22 C23 C24 122.5(2) ?
C18 C13 C14 120.6(3) ?
C18 C13 N1 120.3(3) ?
C14 C13 N1 119.1(3) ?
C11 C10 N2 115.6(2) ?
C11 C10 C8 126.3(2) ?
N2 C10 C8 118.1(2) ?
C6 C1 C2 119.7(2) ?
C6 C1 H1 120.1 ?
C2 C1 H1 120.1 ?
O1 C9 O2 115.3(2) ?
O1 C9 C8 127.3(2) ?
O2 C9 C8 117.4(2) ?
C27 C26 C24 122.4(2) ?
C27 C26 H26 118.8 ?
C24 C26 H26 118.8 ?
C5 C4 C3 117.9(2) ?
C5 C4 C7 117.9(2) ?
C3 C4 C7 124.2(2) ?
N3 C31 N4 125.1(2) ?
N3 C31 S2 114.83(19) ?
N4 C31 S2 120.11(19) ?
N2 C12 N1 123.2(2) ?
N2 C12 S1 115.06(19) ?
N1 C12 S1 121.66(19) ?
C2 C3 C4 119.1(2) ?
C2 C3 H3 120.5 ?
C4 C3 H3 120.5 ?
C29 C30 S2 110.66(19) ?
C29 C30 H30 124.7 ?
S2 C30 H30 124.7 ?
C20 C25 C24 119.2(2) ?
C20 C25 H25 120.4 ?
C24 C25 H25 120.4 ?
C22 C21 C20 119.3(2) ?
C22 C21 H21 120.3 ?
C20 C21 H21 120.3 ?
C10 C11 S1 110.8(2) ?
C10 C11 H11 124.6 ?
S1 C11 H11 124.6 ?
O4 C28 O3 115.4(2) ?
O4 C28 C27 127.2(2) ?
O3 C28 C27 117.4(2) ?
C23 C22 C21 118.8(2) ?
C23 C22 H22 120.6 ?
C21 C22 H22 120.6 ?
C34 C35 C36 120.2(3) ?
C34 C35 H35 119.9 ?
C36 C35 H35 119.9 ?
C34 C33 C38 116.9(3) ?
C34 C33 C32 122.0(3) ?
C38 C33 C32 121.1(3) ?
C35 C34 C33 121.1(3) ?
C35 C34 N4 118.5(3) ?
C33 C34 N4 120.5(3) ?
C3 C2 C1 121.9(2) ?
C3 C2 Br1 120.1(2) ?
C1 C2 Br1 118.1(2) ?
C1 C6 C5 118.8(3) ?
C1 C6 H6 120.6 ?
C5 C6 H6 120.6 ?
C13 C18 C17 116.6(3) ?
C13 C18 C19 122.0(3) ?
C17 C18 C19 121.3(3) ?
C25 C20 C21 121.9(2) ?
C25 C20 Br2 119.4(2) ?
C21 C20 Br2 118.7(2) ?
C18 C19 H19A 109.5 ?
C18 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C18 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C15 C14 C13 120.5(3) ?
C15 C14 H14 119.7 ?
C13 C14 H14 119.7 ?
C33 C32 H32A 109.5 ?
C33 C32 H32B 109.5 ?
H32A C32 H32B 109.5 ?
C33 C32 H32C 109.5 ?
H32A C32 H32C 109.5 ?
H32B C32 H32C 109.5 ?
C16 C17 C18 122.0(3) ?
C16 C17 H17 119.0 ?
C18 C17 H17 119.0 ?
C37 C36 C35 119.4(3) ?
C37 C36 H36 120.3 ?
C35 C36 H36 120.3 ?
C37 C38 C33 122.7(3) ?
C37 C38 H38 118.6 ?
C33 C38 H38 118.6 ?
C16 C15 C14 119.7(4) ?
C16 C15 H15 120.2 ?
C14 C15 H15 120.2 ?
C38 C37 C36 119.7(3) ?
C38 C37 H37 120.1 ?
C36 C37 H37 120.1 ?
C15 C16 C17 120.3(3) ?
C15 C16 H16 119.8 ?
C17 C16 H16 119.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C2 1.901(3) yes
Br2 C20 1.890(3) yes
S2 C30 1.725(3) yes
S2 C31 1.748(3) ?
S1 C11 1.722(3) yes
S1 C12 1.752(3) ?
O2 C5 1.365(3) ?
O2 C9 1.373(3) ?
O3 C23 1.373(3) ?
O3 C28 1.384(3) ?
O4 C28 1.200(3) ?
O1 C9 1.204(3) ?
N4 C31 1.351(3) ?
N4 C34 1.437(3) ?
N4 H101 0.81(3) ?
N1 C12 1.370(3) ?
N1 C13 1.418(3) ?
N1 H100 0.90(3) ?
N3 C31 1.303(3) ?
N3 C29 1.403(3) ?
N2 C12 1.302(3) ?
N2 C10 1.405(3) ?
C27 C26 1.353(3) ?
C27 C29 1.465(3) ?
C27 C28 1.474(4) ?
C24 C25 1.397(4) ?
C24 C23 1.398(4) ?
C24 C26 1.431(3) ?
C7 C8 1.350(3) ?
C7 C4 1.436(3) ?
C7 H7 0.9300 ?
C5 C6 1.383(4) ?
C5 C4 1.397(3) ?
C8 C10 1.470(3) ?
C8 C9 1.474(3) ?
C29 C30 1.347(3) ?
C23 C22 1.379(3) ?
C13 C18 1.389(4) ?
C13 C14 1.390(4) ?
C10 C11 1.347(4) ?
C1 C6 1.364(4) ?
C1 C2 1.394(4) ?
C1 H1 0.9300 ?
C26 H26 0.9300 ?
C4 C3 1.400(4) ?
C3 C2 1.378(4) ?
C3 H3 0.9300 ?
C30 H30 0.9300 ?
C25 C20 1.375(4) ?
C25 H25 0.9300 ?
C21 C22 1.382(4) ?
C21 C20 1.395(4) ?
C21 H21 0.9300 ?
C11 H11 0.9300 ?
C22 H22 0.9300 ?
C35 C34 1.375(4) ?
C35 C36 1.386(4) ?
C35 H35 0.9300 ?
C33 C34 1.385(4) ?
C33 C38 1.385(4) ?
C33 C32 1.504(4) ?
C6 H6 0.9300 ?
C18 C17 1.396(4) ?
C18 C19 1.497(5) ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
C14 C15 1.373(4) ?
C14 H14 0.9300 ?
C32 H32A 0.9600 ?
C32 H32B 0.9600 ?
C32 H32C 0.9600 ?
C17 C16 1.372(6) ?
C17 H17 0.9300 ?
C36 C37 1.366(5) ?
C36 H36 0.9300 ?
C38 C37 1.361(5) ?
C38 H38 0.9300 ?
C15 C16 1.351(6) ?
C15 H15 0.9300 ?
C37 H37 0.9300 ?
C16 H16 0.9300 ?
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 H101 N2 1_555 0.81(4) 2.48(4) 3.245(4) 156(3) yes
N1 H100 N3 1_555 0.90(3) 2.17(3) 3.067(4) 177(3) yes
C7 H7 N2 1_555 0.93 2.55 2.873(4) 101 yes
C26 H26 N3 1_555 0.93 2.49 2.841(4) 102 yes
C30 H30 O4 1_555 0.93 2.25 2.825(3) 120 yes
C11 H11 O1 1_555 0.93 2.20 2.774(4) 120 yes
N4 H101 O1 2_555 0.81(4) 2.45(3) 2.970(4) 123(3) yes
C32 H32C O1 2_555 0.96 2.49 3.262(5) 138 yes
C30 H30 Br2 1_545 0.93 2.92 3.504(3) 122 yes
C14 H14 Cg8 2_666 0.93 2.83 3.677(5) 152 yes
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
C9 O2 C5 C6 177.4(2) ?
C9 O2 C5 C4 -3.4(4) ?
C4 C7 C8 C10 178.7(2) ?
C4 C7 C8 C9 -1.1(4) ?
C31 N3 C29 C30 0.6(3) ?
C31 N3 C29 C27 -177.7(2) ?
C26 C27 C29 C30 -179.4(3) ?
C28 C27 C29 C30 -0.5(4) ?
C26 C27 C29 N3 -1.3(4) ?
C28 C27 C29 N3 177.7(2) ?
C28 O3 C23 C22 177.1(2) ?
C28 O3 C23 C24 -2.1(4) ?
C25 C24 C23 O3 178.7(2) ?
C26 C24 C23 O3 -1.0(4) ?
C25 C24 C23 C22 -0.5(4) ?
C26 C24 C23 C22 179.9(2) ?
C12 N1 C13 C18 127.0(3) yes
C12 N1 C13 C14 -53.2(4) ?
C12 N2 C10 C11 0.3(3) ?
C12 N2 C10 C8 -179.5(2) ?
C7 C8 C10 C11 173.6(3) ?
C9 C8 C10 C11 -6.6(4) ?
C7 C8 C10 N2 -6.7(4) ?
C9 C8 C10 N2 173.1(2) ?
C5 O2 C9 O1 -175.5(2) ?
C5 O2 C9 C8 4.2(4) ?
C7 C8 C9 O1 177.7(3) ?
C10 C8 C9 O1 -2.1(4) ?
C7 C8 C9 O2 -1.9(4) ?
C10 C8 C9 O2 178.3(2) ?
C29 C27 C26 C24 178.1(2) ?
C28 C27 C26 C24 -0.8(4) ?
C25 C24 C26 C27 -177.2(3) ?
C23 C24 C26 C27 2.4(4) ?
O2 C5 C4 C3 -179.6(2) ?
C6 C5 C4 C3 -0.4(4) ?
O2 C5 C4 C7 0.1(4) ?
C6 C5 C4 C7 179.3(3) ?
C8 C7 C4 C5 2.0(4) ?
C8 C7 C4 C3 -178.2(2) ?
C29 N3 C31 N4 179.7(2) ?
C29 N3 C31 S2 -0.9(3) ?
C34 N4 C31 N3 -166.7(3) yes
C34 N4 C31 S2 13.9(4) ?
C30 S2 C31 N3 0.7(2) ?
C30 S2 C31 N4 -179.8(2) ?
C10 N2 C12 N1 177.6(2) ?
C10 N2 C12 S1 0.0(3) ?
C13 N1 C12 N2 -178.5(2) yes
C13 N1 C12 S1 -0.9(4) ?
C11 S1 C12 N2 -0.2(2) ?
C11 S1 C12 N1 -177.9(2) ?
C5 C4 C3 C2 -0.2(4) ?
C7 C4 C3 C2 -180.0(2) ?
N3 C29 C30 S2 -0.1(3) ?
C27 C29 C30 S2 178.1(2) ?
C31 S2 C30 C29 -0.4(2) ?
C23 C24 C25 C20 -0.2(4) ?
C26 C24 C25 C20 179.4(3) ?
N2 C10 C11 S1 -0.4(3) ?
C8 C10 C11 S1 179.3(2) ?
C12 S1 C11 C10 0.3(2) ?
C23 O3 C28 O4 -177.5(2) ?
C23 O3 C28 C27 3.6(4) ?
C26 C27 C28 O4 179.2(3) ?
C29 C27 C28 O4 0.2(4) ?
C26 C27 C28 O3 -2.1(4) ?
C29 C27 C28 O3 178.9(2) ?
O3 C23 C22 C21 -178.7(2) ?
C24 C23 C22 C21 0.5(4) ?
C20 C21 C22 C23 0.3(4) ?
C36 C35 C34 C33 0.3(4) ?
C36 C35 C34 N4 -179.0(3) ?
C38 C33 C34 C35 -1.0(4) ?
C32 C33 C34 C35 179.5(3) ?
C38 C33 C34 N4 178.4(3) ?
C32 C33 C34 N4 -1.1(4) ?
C31 N4 C34 C35 -102.6(3) yes
C31 N4 C34 C33 78.0(4) ?
C4 C3 C2 C1 0.7(4) ?
C4 C3 C2 Br1 179.63(18) ?
C6 C1 C2 C3 -0.6(4) ?
C6 C1 C2 Br1 -179.5(2) ?
C2 C1 C6 C5 0.0(4) ?
O2 C5 C6 C1 179.8(3) ?
C4 C5 C6 C1 0.6(4) ?
C14 C13 C18 C17 2.4(4) ?
N1 C13 C18 C17 -177.8(3) ?
C14 C13 C18 C19 -178.5(3) ?
N1 C13 C18 C19 1.2(4) ?
C24 C25 C20 C21 1.0(4) ?
C24 C25 C20 Br2 -179.8(2) ?
C22 C21 C20 C25 -1.0(4) ?
C22 C21 C20 Br2 179.8(2) ?
C18 C13 C14 C15 -4.4(4) ?
N1 C13 C14 C15 175.9(3) ?
C13 C18 C17 C16 1.5(5) ?
C19 C18 C17 C16 -177.5(3) ?
C34 C35 C36 C37 0.1(5) ?
C34 C33 C38 C37 1.3(5) ?
C32 C33 C38 C37 -179.2(3) ?
C13 C14 C15 C16 2.4(5) ?
C33 C38 C37 C36 -0.9(6) ?
C35 C36 C37 C38 0.2(6) ?
C14 C15 C16 C17 1.6(6) ?
C18 C17 C16 C15 -3.6(6) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 1682269
