#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/00/2230066.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_2230066
loop_
_publ_author_name
'Arshad, Afsheen'
'Osman, Hasnah'
'Lam, Chan Kit'
'Hemamalini, Madhukar'
'Fun, Hoong-Kun'
_publ_section_title
;
 6-Bromo-3-{2-[2-(diphenylmethylene)hydrazinyl]-1,3-thiazol-5-yl}-2H-chromen-2-one
 chloroform monosolvate
;
_journal_coeditor_code           LH5227
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1079
_journal_page_last               o1080
_journal_paper_doi               10.1107/S1600536811012335
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C25 H16 Br N3 O2 S, C H Cl3'
_chemical_formula_moiety         'C25 H16 Br N3 O2 S, C H Cl3'
_chemical_formula_sum            'C26 H17 Br Cl3 N3 O2 S'
_chemical_formula_weight         621.75
_chemical_name_systematic
;
6-Bromo-3-{2-[2-(diphenylmethylene)hydrazinyl]-1,3-thiazol-5-yl}-
2H-chromen-2-one chloroform monosolvate
;
_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                114.157(2)
_cell_angle_beta                 92.879(2)
_cell_angle_gamma                100.384(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0774(3)
_cell_length_b                   12.6782(5)
_cell_length_c                   14.4396(5)
_cell_measurement_reflns_used    4500
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.59
_cell_measurement_theta_min      2.85
_cell_volume                     1314.40(9)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type
;
Bruker SMART APEXII 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  0.0411
_diffrn_reflns_av_sigmaI/netI    0.0670
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21464
_diffrn_reflns_theta_full        30.09
_diffrn_reflns_theta_max         30.09
_diffrn_reflns_theta_min         1.56
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.978
_exptl_absorpt_correction_T_max  0.8905
_exptl_absorpt_correction_T_min  0.4012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.396
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         7663
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0487P)²+0.0043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1249
_reflns_number_gt                3262
_reflns_number_total             7663
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5227.cif
_cod_data_source_block           I
_cod_original_cell_volume        1314.40(8)
_cod_database_code               2230066
_cod_database_fobs_code          2230066
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 -0.38420(5) -0.63922(3) 0.45724(3) 0.09363(18) Uani d . 1 . .
S S1 0.38790(9) 0.12055(6) 0.50298(6) 0.0610(2) Uani d . 1 . .
O O1 -0.1491(2) -0.32668(16) 0.24872(13) 0.0643(5) Uani d . 1 . .
O O2 0.0058(3) -0.17090(17) 0.24065(14) 0.0764(6) Uani d . 1 . .
N N1 0.2137(3) -0.03044(18) 0.55842(16) 0.0540(5) Uani d . 1 . .
N N2 0.3995(3) 0.1301(2) 0.69187(19) 0.0651(7) Uani d . 1 . .
N N3 0.5130(3) 0.23407(18) 0.71595(17) 0.0591(6) Uani d . 1 . .
C C1 -0.3766(4) -0.5695(3) 0.2940(2) 0.0740(8) Uani d . 1 . .
H H1A -0.4596 -0.6386 0.2594 0.089 Uiso calc R 1 . .
C C2 -0.3234(4) -0.4974(2) 0.2462(2) 0.0726(8) Uani d . 1 . .
H H2A -0.3701 -0.5172 0.1795 0.087 Uiso calc R 1 . .
C C3 -0.2001(3) -0.3959(2) 0.2988(2) 0.0568(7) Uani d . 1 . .
C C4 -0.0283(3) -0.2219(2) 0.2938(2) 0.0582(7) Uani d . 1 . .
C C5 0.0446(3) -0.1845(2) 0.39995(19) 0.0509(6) Uani d . 1 . .
C C6 -0.0045(3) -0.2545(2) 0.44803(19) 0.0540(6) Uani d . 1 . .
H H6A 0.0438 -0.2311 0.5152 0.065 Uiso calc R 1 . .
C C7 -0.1285(3) -0.3632(2) 0.39842(19) 0.0529(6) Uani d . 1 . .
C C8 -0.1827(4) -0.4375(2) 0.4461(2) 0.0627(7) Uani d . 1 . .
H H8A -0.1358 -0.4186 0.5126 0.075 Uiso calc R 1 . .
C C9 -0.3070(4) -0.5392(2) 0.3928(2) 0.0651(8) Uani d . 1 . .
C C10 0.1692(3) -0.0710(2) 0.45345(19) 0.0505(6) Uani d . 1 . .
C C11 0.2498(3) -0.0017(2) 0.4115(2) 0.0580(7) Uani d . 1 . .
H H11A 0.2326 -0.0181 0.3423 0.070 Uiso calc R 1 . .
C C12 0.3265(3) 0.0681(2) 0.5923(2) 0.0540(7) Uani d . 1 . .
C C13 0.5912(3) 0.2922(2) 0.8078(2) 0.0549(6) Uani d . 1 . .
C C14 0.5663(4) 0.2503(2) 0.8896(2) 0.0569(7) Uani d . 1 . .
C C15 0.4327(4) 0.2721(3) 0.9451(3) 0.0856(10) Uani d . 1 . .
H H15A 0.3585 0.3140 0.9318 0.103 Uiso calc R 1 . .
C C16 0.4080(5) 0.2325(3) 1.0202(3) 0.0930(10) Uani d . 1 . .
H H16A 0.3189 0.2494 1.0583 0.112 Uiso calc R 1 . .
C C17 0.5125(5) 0.1691(3) 1.0390(2) 0.0788(9) Uani d . 1 . .
H H17A 0.4941 0.1414 1.0889 0.095 Uiso calc R 1 . .
C C18 0.6456(4) 0.1458(3) 0.9841(2) 0.0775(9) Uani d . 1 . .
H H18A 0.7180 0.1026 0.9970 0.093 Uiso calc R 1 . .
C C19 0.6724(4) 0.1868(2) 0.9093(2) 0.0690(8) Uani d . 1 . .
H H19A 0.7630 0.1709 0.8723 0.083 Uiso calc R 1 . .
C C20 0.7132(3) 0.4042(2) 0.8283(2) 0.0567(7) Uani d . 1 . .
C C21 0.7536(4) 0.4354(2) 0.7496(2) 0.0673(8) Uani d . 1 . .
H H21A 0.7037 0.3853 0.6828 0.081 Uiso calc R 1 . .
C C22 0.8674(4) 0.5400(3) 0.7692(3) 0.0784(9) Uani d . 1 . .
H H22A 0.8936 0.5599 0.7155 0.094 Uiso calc R 1 . .
C C23 0.9421(4) 0.6150(3) 0.8679(3) 0.0815(9) Uani d . 1 . .
H H23A 1.0189 0.6853 0.8811 0.098 Uiso calc R 1 . .
C C24 0.9026(4) 0.5853(3) 0.9461(3) 0.0789(9) Uani d . 1 . .
H H24A 0.9521 0.6361 1.0130 0.095 Uiso calc R 1 . .
C C25 0.7901(4) 0.4809(2) 0.9271(2) 0.0683(8) Uani d . 1 . .
H H25A 0.7654 0.4615 0.9812 0.082 Uiso calc R 1 . .
C C26 0.9833(5) 0.0897(3) 0.2392(3) 0.0975(11) Uani d . 1 . .
H H26A 0.9796 0.0622 0.2935 0.117 Uiso calc PR 0.372(7) A 1
H H26B 0.9696 0.0357 0.2707 0.117 Uiso d PR 0.628(7) A 2
Cl Cl1A 0.8630(12) -0.0189(3) 0.1341(3) 0.136(3) Uani d P 0.372(7) A 1
Cl Cl2A 1.1856(9) 0.1392(9) 0.2352(8) 0.157(3) Uani d P 0.372(7) A 1
Cl Cl3A 0.8588(9) 0.2080(4) 0.2724(5) 0.0986(14) Uani d P 0.372(7) A 1
Cl Cl1B 0.9957(6) 0.0084(4) 0.1053(2) 0.1538(16) Uani d P 0.628(7) A 2
Cl Cl2B 1.1788(7) 0.1888(3) 0.2910(3) 0.1360(14) Uani d P 0.628(7) A 2
Cl Cl3B 0.8225(10) 0.1494(8) 0.2524(5) 0.213(3) Uani d P 0.628(7) A 2
H H1N2 0.384(4) 0.102(3) 0.737(2) 0.091(11) Uiso d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
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
C11 S1 C12 . . 87.98(13) ?
C3 O1 C4 . . 122.8(2) ?
C12 N1 C10 . . 109.2(2) ?
C12 N2 N3 . . 117.0(2) ?
C12 N2 H1N2 . . 122(2) ?
N3 N2 H1N2 . . 120(2) ?
C13 N3 N2 . . 118.9(2) ?
C9 C1 C2 . . 120.1(3) ?
C9 C1 H1A . . 119.9 ?
C2 C1 H1A . . 119.9 ?
C3 C2 C1 . . 118.8(3) ?
C3 C2 H2A . . 120.6 ?
C1 C2 H2A . . 120.6 ?
O1 C3 C2 . . 117.3(2) ?
O1 C3 C7 . . 120.5(2) ?
C2 C3 C7 . . 122.2(2) ?
O2 C4 O1 . . 115.8(2) ?
O2 C4 C5 . . 126.9(2) ?
O1 C4 C5 . . 117.3(2) ?
C6 C5 C4 . . 119.4(2) ?
C6 C5 C10 . . 120.9(2) ?
C4 C5 C10 . . 119.7(2) ?
C5 C6 C7 . . 121.7(2) ?
C5 C6 H6A . . 119.1 ?
C7 C6 H6A . . 119.1 ?
C3 C7 C8 . . 118.5(2) ?
C3 C7 C6 . . 118.3(2) ?
C8 C7 C6 . . 123.2(2) ?
C9 C8 C7 . . 118.9(3) ?
C9 C8 H8A . . 120.5 ?
C7 C8 H8A . . 120.5 ?
C1 C9 C8 . . 121.4(2) ?
C1 C9 Br1 . . 119.3(2) ?
C8 C9 Br1 . . 119.3(2) ?
C11 C10 N1 . . 115.4(2) ?
C11 C10 C5 . . 127.3(2) ?
N1 C10 C5 . . 117.4(2) ?
C10 C11 S1 . . 110.9(2) ?
C10 C11 H11A . . 124.6 ?
S1 C11 H11A . . 124.6 ?
N1 C12 N2 . . 124.1(2) ?
N1 C12 S1 . . 116.6(2) ?
N2 C12 S1 . . 119.33(19) ?
N3 C13 C20 . . 116.0(2) ?
N3 C13 C14 . . 123.1(2) ?
C20 C13 C14 . . 120.9(2) ?
C19 C14 C15 . . 118.7(3) ?
C19 C14 C13 . . 120.9(3) ?
C15 C14 C13 . . 120.4(3) ?
C14 C15 C16 . . 120.6(3) ?
C14 C15 H15A . . 119.7 ?
C16 C15 H15A . . 119.7 ?
C17 C16 C15 . . 120.5(3) ?
C17 C16 H16A . . 119.8 ?
C15 C16 H16A . . 119.8 ?
C16 C17 C18 . . 119.8(3) ?
C16 C17 H17A . . 120.1 ?
C18 C17 H17A . . 120.1 ?
C17 C18 C19 . . 120.0(3) ?
C17 C18 H18A . . 120.0 ?
C19 C18 H18A . . 120.0 ?
C14 C19 C18 . . 120.4(3) ?
C14 C19 H19A . . 119.8 ?
C18 C19 H19A . . 119.8 ?
C21 C20 C25 . . 118.1(2) ?
C21 C20 C13 . . 121.0(2) ?
C25 C20 C13 . . 120.9(2) ?
C20 C21 C22 . . 120.8(3) ?
C20 C21 H21A . . 119.6 ?
C22 C21 H21A . . 119.6 ?
C23 C22 C21 . . 120.2(3) ?
C23 C22 H22A . . 119.9 ?
C21 C22 H22A . . 119.9 ?
C24 C23 C22 . . 119.5(3) ?
C24 C23 H23A . . 120.3 ?
C22 C23 H23A . . 120.3 ?
C23 C24 C25 . . 120.6(3) ?
C23 C24 H24A . . 119.7 ?
C25 C24 H24A . . 119.7 ?
C24 C25 C20 . . 120.8(3) ?
C24 C25 H25A . . 119.6 ?
C20 C25 H25A . . 119.6 ?
Cl3B C26 Cl2A . . 132.4(4) ?
Cl3B C26 Cl1A . . 85.1(3) ?
Cl2A C26 Cl1A . . 119.6(4) ?
Cl3B C26 Cl2B . . 115.0(4) ?
Cl2A C26 Cl2B . . 27.3(3) ?
Cl1A C26 Cl2B . . 146.5(4) ?
Cl3B C26 Cl1B . . 110.0(3) ?
Cl2A C26 Cl1B . . 79.3(4) ?
Cl1A C26 Cl1B . . 40.7(2) ?
Cl2B C26 Cl1B . . 105.8(3) ?
Cl3B C26 Cl3A . . 20.7(4) ?
Cl2A C26 Cl3A . . 112.6(4) ?
Cl1A C26 Cl3A . . 102.1(4) ?
Cl2B C26 Cl3A . . 94.4(3) ?
Cl1B C26 Cl3A . . 116.5(3) ?
Cl3B C26 H26A . . 101.7 ?
Cl2A C26 H26A . . 107.3 ?
Cl1A C26 H26A . . 107.3 ?
Cl2B C26 H26A . . 95.1 ?
Cl1B C26 H26A . . 129.1 ?
Cl3A C26 H26A . . 107.3 ?
Cl3B C26 H26B . . 108.6 ?
Cl2A C26 H26B . . 112.0 ?
Cl1A C26 H26B . . 88.0 ?
Cl2B C26 H26B . . 108.5 ?
Cl1B C26 H26B . . 108.8 ?
Cl3A C26 H26B . . 120.5 ?
H26A C26 H26B . . 20.9 ?
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
Br1 C9 . 1.898(3) ?
S1 C11 . 1.716(3) ?
S1 C12 . 1.732(2) ?
O1 C3 . 1.372(3) ?
O1 C4 . 1.379(3) ?
O2 C4 . 1.202(3) ?
N1 C12 . 1.295(3) ?
N1 C10 . 1.390(3) ?
N2 C12 . 1.362(3) ?
N2 N3 . 1.363(3) ?
N2 H1N2 . 0.87(3) ?
N3 C13 . 1.284(3) ?
C1 C9 . 1.375(4) ?
C1 C2 . 1.378(4) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.373(3) ?
C2 H2A . 0.9300 ?
C3 C7 . 1.384(4) ?
C4 C5 . 1.461(3) ?
C5 C6 . 1.353(3) ?
C5 C10 . 1.473(3) ?
C6 C7 . 1.428(3) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.402(3) ?
C8 C9 . 1.381(4) ?
C8 H8A . 0.9300 ?
C10 C11 . 1.354(3) ?
C11 H11A . 0.9300 ?
C13 C20 . 1.483(3) ?
C13 C14 . 1.488(3) ?
C14 C19 . 1.370(4) ?
C14 C15 . 1.377(4) ?
C15 C16 . 1.379(4) ?
C15 H15A . 0.9300 ?
C16 C17 . 1.353(4) ?
C16 H16A . 0.9300 ?
C17 C18 . 1.371(4) ?
C17 H17A . 0.9300 ?
C18 C19 . 1.387(4) ?
C18 H18A . 0.9300 ?
C19 H19A . 0.9300 ?
C20 C21 . 1.382(4) ?
C20 C25 . 1.387(4) ?
C21 C22 . 1.383(4) ?
C21 H21A . 0.9300 ?
C22 C23 . 1.378(4) ?
C22 H22A . 0.9300 ?
C23 C24 . 1.364(4) ?
C23 H23A . 0.9300 ?
C24 C25 . 1.378(4) ?
C24 H24A . 0.9300 ?
C25 H25A . 0.9300 ?
C26 Cl3B . 1.599(7) ?
C26 Cl2A . 1.655(8) ?
C26 Cl1A . 1.674(5) ?
C26 Cl2B . 1.740(6) ?
C26 Cl1B . 1.798(5) ?
C26 Cl3A . 1.869(7) ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9601 ?
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
C11 H11A O2 . 0.93 2.32 2.868(4) 117 yes
C19 H19A O2 2_656 0.93 2.54 3.448(4) 165 yes
C26 H26B O2 1_655 0.96 2.55 3.350(5) 141 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C12 N2 N3 C13 . . . . -176.4(2) ?
C9 C1 C2 C3 . . . . 0.2(5) ?
C4 O1 C3 C2 . . . . 179.0(3) ?
C4 O1 C3 C7 . . . . -1.1(4) ?
C1 C2 C3 O1 . . . . 179.5(3) ?
C1 C2 C3 C7 . . . . -0.4(5) ?
C3 O1 C4 O2 . . . . 179.1(2) ?
C3 O1 C4 C5 . . . . -0.8(4) ?
O2 C4 C5 C6 . . . . -178.0(3) ?
O1 C4 C5 C6 . . . . 1.9(4) ?
O2 C4 C5 C10 . . . . 2.5(4) ?
O1 C4 C5 C10 . . . . -177.6(2) ?
C4 C5 C6 C7 . . . . -1.2(4) ?
C10 C5 C6 C7 . . . . 178.3(2) ?
O1 C3 C7 C8 . . . . -179.1(2) ?
C2 C3 C7 C8 . . . . 0.8(4) ?
O1 C3 C7 C6 . . . . 1.8(4) ?
C2 C3 C7 C6 . . . . -178.3(3) ?
C5 C6 C7 C3 . . . . -0.6(4) ?
C5 C6 C7 C8 . . . . -179.7(3) ?
C3 C7 C8 C9 . . . . -1.0(4) ?
C6 C7 C8 C9 . . . . 178.1(3) ?
C2 C1 C9 C8 . . . . -0.4(5) ?
C2 C1 C9 Br1 . . . . 179.4(2) ?
C7 C8 C9 C1 . . . . 0.8(4) ?
C7 C8 C9 Br1 . . . . -179.0(2) ?
C12 N1 C10 C11 . . . . -0.1(3) ?
C12 N1 C10 C5 . . . . 178.5(2) ?
C6 C5 C10 C11 . . . . 168.7(3) ?
C4 C5 C10 C11 . . . . -11.8(4) ?
C6 C5 C10 N1 . . . . -9.7(4) ?
C4 C5 C10 N1 . . . . 169.8(2) ?
N1 C10 C11 S1 . . . . -0.1(3) ?
C5 C10 C11 S1 . . . . -178.5(2) ?
C12 S1 C11 C10 . . . . 0.2(2) ?
C10 N1 C12 N2 . . . . -178.7(2) ?
C10 N1 C12 S1 . . . . 0.3(3) ?
N3 N2 C12 N1 . . . . -178.3(2) ?
N3 N2 C12 S1 . . . . 2.8(3) ?
C11 S1 C12 N1 . . . . -0.3(2) ?
C11 S1 C12 N2 . . . . 178.7(2) ?
N2 N3 C13 C20 . . . . 179.8(2) ?
N2 N3 C13 C14 . . . . 1.1(4) ?
N3 C13 C14 C19 . . . . 94.4(3) ?
C20 C13 C14 C19 . . . . -84.2(3) ?
N3 C13 C14 C15 . . . . -83.9(4) ?
C20 C13 C14 C15 . . . . 97.5(3) ?
C19 C14 C15 C16 . . . . 1.1(5) ?
C13 C14 C15 C16 . . . . 179.3(3) ?
C14 C15 C16 C17 . . . . -1.5(5) ?
C15 C16 C17 C18 . . . . 1.1(5) ?
C16 C17 C18 C19 . . . . -0.3(5) ?
C15 C14 C19 C18 . . . . -0.3(4) ?
C13 C14 C19 C18 . . . . -178.5(3) ?
C17 C18 C19 C14 . . . . -0.1(4) ?
N3 C13 C20 C21 . . . . -7.5(4) ?
C14 C13 C20 C21 . . . . 171.2(3) ?
N3 C13 C20 C25 . . . . 172.5(3) ?
C14 C13 C20 C25 . . . . -8.8(4) ?
C25 C20 C21 C22 . . . . 0.0(4) ?
C13 C20 C21 C22 . . . . 179.9(3) ?
C20 C21 C22 C23 . . . . -0.1(5) ?
C21 C22 C23 C24 . . . . -0.2(5) ?
C22 C23 C24 C25 . . . . 0.5(5) ?
C23 C24 C25 C20 . . . . -0.7(5) ?
C21 C20 C25 C24 . . . . 0.4(4) ?
C13 C20 C25 C24 . . . . -179.6(3) ?
