#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:19:09 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266128 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/05/7060514.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_7060514
loop_
_publ_author_name
'Moshkina, Tatyana N.'
'Nosova, Emiliya V.'
'Lipunova, Galina N.'
'Zhilina, Ekaterina F.'
'Slepukhin, Pavel A.'
'Nikonov, Igor L.'
'Charushin, Valery N.'
_publ_section_title
;
 The Rh(iii)-catalysed C--H/N--H annulation of 2-thienyl- and
 2-phenyl-quinazolin-4(3H)-ones with diphenylacetylene
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8456
_journal_page_last               8466
_journal_paper_doi               10.1039/D1NJ00935D
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C26 H15 Br N2 O S'
_chemical_formula_weight         483.37
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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
_audit_update_record
;
2021-03-23 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                105.626(8)
_cell_angle_beta                 107.407(8)
_cell_angle_gamma                103.726(8)
_cell_formula_units_Z            4
_cell_length_a                   12.3877(11)
_cell_length_b                   13.2907(12)
_cell_length_c                   14.7438(13)
_cell_measurement_reflns_used    2409
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.4640
_cell_measurement_theta_min      3.6580
_cell_volume                     2093.0(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.5253
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       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  0.0747
_diffrn_reflns_av_sigmaI/netI    0.1419
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21802
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         3.64
_exptl_absorpt_coefficient_mu    2.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.38a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         10261
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.1786
_refine_ls_R_factor_gt           0.0624
_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)+(0.0446P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1862
_reflns_number_gt                4046
_reflns_number_total             10261
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1nj00935d2.cif
_cod_data_source_block           exp_744
_cod_depositor_comments
'Adding full bibliography for 7060512--7060514.cif.'
_cod_original_cell_volume        2092.9(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7060514
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.02253(6) 0.51993(5) 0.14654(5) 0.0688(2) Uani 1 1 d . . .
Br1A Br 0.23403(7) 0.76215(6) 0.71546(6) 0.0804(3) Uani 1 1 d . . .
S1 S 0.18164(13) 0.44468(11) 0.10413(11) 0.0516(4) Uani 1 1 d . . .
S1A S 0.43292(13) 0.67952(12) 0.66855(11) 0.0556(4) Uani 1 1 d . . .
O1 O 0.3368(4) 0.0273(3) 0.0328(3) 0.0659(11) Uani 1 1 d . . .
C2 C 0.0612(5) 0.4192(5) 0.1402(4) 0.0503(14) Uani 1 1 d . . .
N2 N 0.2874(3) 0.1808(3) 0.0982(3) 0.0373(9) Uani 1 1 d . . .
N1 N 0.3703(4) 0.3485(3) 0.0713(3) 0.0486(11) Uani 1 1 d . . .
O1A O 0.6291(3) 0.2894(4) 0.6803(4) 0.0798(13) Uani 1 1 d . . .
N1A N 0.6099(4) 0.5690(4) 0.6247(3) 0.0485(11) Uani 1 1 d . . .
C15 C 0.2007(4) 0.3236(4) 0.1161(3) 0.0407(12) Uani 1 1 d . . .
N2A N 0.5198(4) 0.4035(4) 0.6531(3) 0.0458(11) Uani 1 1 d . . .
C16 C 0.0545(5) 0.1187(4) 0.2129(4) 0.0452(13) Uani 1 1 d . . .
C14 C 0.2913(4) 0.2858(4) 0.0942(3) 0.0397(11) Uani 1 1 d . . .
C6 C 0.2074(4) 0.1239(4) 0.1366(4) 0.0433(12) Uani 1 1 d . . .
C15A C 0.4409(4) 0.5530(4) 0.6714(4) 0.0437(12) Uani 1 1 d . . .
C13 C 0.4538(4) 0.3069(5) 0.0469(4) 0.0451(13) Uani 1 1 d . . .
C22 C 0.2165(5) 0.0194(4) 0.1522(4) 0.0422(12) Uani 1 1 d . . .
C4 C 0.1194(4) 0.2695(4) 0.1482(4) 0.0431(12) Uani 1 1 d . . .
C2A C 0.3082(5) 0.6549(5) 0.7020(4) 0.0622(16) Uani 1 1 d . . .
C27 C 0.1180(4) -0.0781(4) 0.0960(4) 0.0430(12) Uani 1 1 d . . .
H27 H 0.0498 -0.0773 0.0480 0.052 Uiso 1 1 calc R . .
C26 C 0.1197(5) -0.1766(4) 0.1103(4) 0.0507(14) Uani 1 1 d . . .
H26 H 0.0539 -0.2420 0.0713 0.061 Uiso 1 1 calc R . .
C3 C 0.0376(5) 0.3264(4) 0.1630(3) 0.0469(13) Uani 1 1 d . . .
H3 H -0.0234 0.3028 0.1852 0.056 Uiso 1 1 calc R . .
C24 C 0.3158(5) -0.0816(5) 0.2398(4) 0.0530(14) Uani 1 1 d . . .
H24 H 0.3819 -0.0825 0.2899 0.064 Uiso 1 1 calc R . .
C23 C 0.3166(5) 0.0160(5) 0.2242(4) 0.0530(14) Uani 1 1 d . . .
H23 H 0.3845 0.0800 0.2619 0.064 Uiso 1 1 calc R . .
C6A C 0.4217(4) 0.3381(5) 0.6679(4) 0.0452(13) Uani 1 1 d . . .
C5 C 0.1273(4) 0.1672(4) 0.1629(4) 0.0440(12) Uani 1 1 d . . .
C14A C 0.5294(5) 0.5085(4) 0.6471(4) 0.0460(13) Uani 1 1 d . . .
C20A C 0.0176(6) 0.2128(5) 0.6171(5) 0.0679(17) Uani 1 1 d . . .
H20A H -0.0531 0.1791 0.5585 0.081 Uiso 1 1 calc R . .
C16A C 0.2291(5) 0.3173(4) 0.6966(4) 0.0485(13) Uani 1 1 d . . .
C8 C 0.4515(5) 0.1990(5) 0.0375(4) 0.0510(14) Uani 1 1 d . . .
C17 C 0.1081(5) 0.1150(4) 0.3079(4) 0.0520(14) Uani 1 1 d . . .
H17 H 0.1916 0.1443 0.3408 0.062 Uiso 1 1 calc R . .
C21A C 0.1233(5) 0.2664(5) 0.6116(4) 0.0593(15) Uani 1 1 d . . .
H21A H 0.1233 0.2683 0.5490 0.071 Uiso 1 1 calc R . .
C5A C 0.3415(5) 0.3848(4) 0.6902(3) 0.0464(13) Uani 1 1 d . . .
C13A C 0.6927(5) 0.5243(5) 0.6056(4) 0.0511(14) Uani 1 1 d . . .
C4A C 0.3527(4) 0.4976(4) 0.6952(4) 0.0455(13) Uani 1 1 d . . .
C21 C -0.0728(5) 0.0736(4) 0.1666(4) 0.0511(14) Uani 1 1 d . . .
H21 H -0.1122 0.0754 0.1028 0.061 Uiso 1 1 calc R . .
C12 C 0.5444(5) 0.3757(5) 0.0286(4) 0.0652(17) Uani 1 1 d . . .
H12 H 0.5474 0.4479 0.0345 0.078 Uiso 1 1 calc R . .
C7 C 0.3567(5) 0.1261(5) 0.0548(4) 0.0495(14) Uani 1 1 d . . .
C7A C 0.6188(5) 0.3656(5) 0.6527(4) 0.0535(14) Uani 1 1 d . . .
C11A C 0.8666(6) 0.5431(6) 0.5597(4) 0.0717(19) Uani 1 1 d . . .
H11A H 0.9228 0.5830 0.5408 0.086 Uiso 1 1 calc R . .
C8A C 0.7030(5) 0.4266(5) 0.6192(4) 0.0507(14) Uani 1 1 d . . .
C9 C 0.5379(5) 0.1620(5) 0.0105(4) 0.0666(17) Uani 1 1 d . . .
H9 H 0.5361 0.0900 0.0036 0.080 Uiso 1 1 calc R . .
C18 C 0.0389(6) 0.0677(5) 0.3561(4) 0.0620(16) Uani 1 1 d . . .
H18 H 0.0765 0.0653 0.4200 0.074 Uiso 1 1 calc R . .
C12A C 0.7776(5) 0.5832(5) 0.5737(4) 0.0584(15) Uani 1 1 d . . .
H12A H 0.7728 0.6479 0.5626 0.070 Uiso 1 1 calc R . .
C19A C 0.0156(6) 0.2086(5) 0.7081(6) 0.0721(19) Uani 1 1 d . . .
H19A H -0.0562 0.1721 0.7117 0.087 Uiso 1 1 calc R . .
C25 C 0.2195(5) -0.1764(5) 0.1826(4) 0.0576(15) Uani 1 1 d . . .
H25 H 0.2212 -0.2422 0.1926 0.069 Uiso 1 1 calc R . .
C22A C 0.4004(5) 0.2175(5) 0.6416(4) 0.0506(14) Uani 1 1 d . . .
C10A C 0.8752(6) 0.4446(6) 0.5731(4) 0.0690(18) Uani 1 1 d . . .
H10A H 0.9354 0.4185 0.5621 0.083 Uiso 1 1 calc R . .
C20 C -0.1393(6) 0.0273(5) 0.2139(5) 0.0638(16) Uani 1 1 d . . .
H20 H -0.2229 -0.0030 0.1815 0.077 Uiso 1 1 calc R . .
C3A C 0.2755(5) 0.5581(4) 0.7128(4) 0.0515(14) Uani 1 1 d . . .
H3A H 0.2103 0.5327 0.7297 0.062 Uiso 1 1 calc R . .
C23A C 0.4016(5) 0.1685(5) 0.7146(5) 0.0590(15) Uani 1 1 d . . .
H23A H 0.4183 0.2126 0.7814 0.071 Uiso 1 1 calc R . .
C10 C 0.6244(6) 0.2303(6) -0.0056(5) 0.0719(18) Uani 1 1 d . . .
H10 H 0.6823 0.2048 -0.0223 0.086 Uiso 1 1 calc R . .
C18A C 0.1200(6) 0.2585(5) 0.7944(5) 0.0691(18) Uani 1 1 d . . .
H18A H 0.1193 0.2547 0.8563 0.083 Uiso 1 1 calc R . .
C11 C 0.6281(6) 0.3365(6) 0.0022(5) 0.0722(18) Uani 1 1 d . . .
H11 H 0.6872 0.3818 -0.0104 0.087 Uiso 1 1 calc R . .
C24A C 0.3782(5) 0.0559(6) 0.6888(6) 0.0720(19) Uani 1 1 d . . .
H24A H 0.3829 0.0248 0.7387 0.086 Uiso 1 1 calc R . .
C9A C 0.7924(5) 0.3868(5) 0.6028(4) 0.0650(17) Uani 1 1 d . . .
H9A H 0.7966 0.3211 0.6120 0.078 Uiso 1 1 calc R . .
C17A C 0.2271(5) 0.3150(5) 0.7894(4) 0.0595(16) Uani 1 1 d . . .
H17A H 0.2971 0.3510 0.8483 0.071 Uiso 1 1 calc R . .
C19 C -0.0837(6) 0.0253(5) 0.3084(5) 0.0666(17) Uani 1 1 d . . .
H19 H -0.1298 -0.0051 0.3403 0.080 Uiso 1 1 calc R . .
C27A C 0.3706(5) 0.1493(5) 0.5430(4) 0.0675(17) Uani 1 1 d . . .
H27A H 0.3664 0.1798 0.4927 0.081 Uiso 1 1 calc R . .
C26A C 0.3466(6) 0.0353(6) 0.5168(6) 0.089(2) Uani 1 1 d . . .
H26A H 0.3297 -0.0096 0.4502 0.107 Uiso 1 1 calc R . .
C25A C 0.3482(6) -0.0104(6) 0.5903(7) 0.085(2) Uani 1 1 d . . .
H25A H 0.3286 -0.0869 0.5726 0.101 Uiso 1 1 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'
Br Br -0.2901 2.4595 '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
C2 S1 C15 89.5(3) . . ?
C15A S1A C2A 89.2(3) . . ?
C3 C2 S1 114.9(4) . . ?
C3 C2 Br1 126.3(4) . . ?
S1 C2 Br1 118.8(3) . . ?
C14 N2 C7 118.5(4) . . ?
C14 N2 C6 121.2(4) . . ?
C7 N2 C6 120.0(4) . . ?
C14 N1 C13 117.5(4) . . ?
C14A N1A C13A 115.9(5) . . ?
C4 C15 C14 124.6(5) . . ?
C4 C15 S1 112.8(4) . . ?
C14 C15 S1 122.6(4) . . ?
C14A N2A C6A 123.2(4) . . ?
C14A N2A C7A 117.4(5) . . ?
C6A N2A C7A 119.2(5) . . ?
C17 C16 C21 117.0(5) . . ?
C17 C16 C5 121.0(5) . . ?
C21 C16 C5 122.0(5) . . ?
N1 C14 N2 125.1(4) . . ?
N1 C14 C15 119.4(5) . . ?
N2 C14 C15 115.5(4) . . ?
C5 C6 N2 120.6(5) . . ?
C5 C6 C22 119.6(5) . . ?
N2 C6 C22 119.8(4) . . ?
C4A C15A C14A 123.7(5) . . ?
C4A C15A S1A 112.6(4) . . ?
C14A C15A S1A 123.6(4) . . ?
N1 C13 C8 122.9(5) . . ?
N1 C13 C12 118.5(5) . . ?
C8 C13 C12 118.6(5) . . ?
C27 C22 C23 118.2(5) . . ?
C27 C22 C6 118.5(4) . . ?
C23 C22 C6 123.2(5) . . ?
C15 C4 C3 112.2(5) . . ?
C15 C4 C5 118.1(5) . . ?
C3 C4 C5 129.6(5) . . ?
C3A C2A S1A 114.1(5) . . ?
C3A C2A Br1A 127.3(5) . . ?
S1A C2A Br1A 118.6(4) . . ?
C26 C27 C22 120.9(5) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
C25 C26 C27 119.1(5) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C2 C3 C4 110.6(5) . . ?
C2 C3 H3 124.7 . . ?
C4 C3 H3 124.7 . . ?
C25 C24 C23 120.5(5) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C23 C22 120.3(5) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C5A C6A N2A 118.8(5) . . ?
C5A C6A C22A 122.4(5) . . ?
N2A C6A C22A 118.0(4) . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 C16 122.0(5) . . ?
C4 C5 C16 118.5(5) . . ?
N1A C14A N2A 126.9(5) . . ?
N1A C14A C15A 118.5(5) . . ?
N2A C14A C15A 114.6(5) . . ?
C19A C20A C21A 120.3(6) . . ?
C19A C20A H20A 119.9 . . ?
C21A C20A H20A 119.9 . . ?
C21A C16A C17A 118.6(5) . . ?
C21A C16A C5A 120.1(5) . . ?
C17A C16A C5A 121.0(5) . . ?
C9 C8 C13 119.5(5) . . ?
C9 C8 C7 121.3(5) . . ?
C13 C8 C7 119.1(5) . . ?
C16 C17 C18 121.4(5) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C20A C21A C16A 121.3(6) . . ?
C20A C21A H21A 119.3 . . ?
C16A C21A H21A 119.3 . . ?
C6A C5A C4A 120.8(5) . . ?
C6A C5A C16A 121.6(5) . . ?
C4A C5A C16A 117.1(5) . . ?
N1A C13A C8A 124.0(5) . . ?
N1A C13A C12A 118.3(6) . . ?
C8A C13A C12A 117.7(5) . . ?
C15A C4A C3A 112.6(5) . . ?
C15A C4A C5A 118.3(5) . . ?
C3A C4A C5A 128.8(5) . . ?
C20 C21 C16 121.2(6) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?
C11 C12 C13 120.3(6) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
O1 C7 N2 122.2(5) . . ?
O1 C7 C8 123.0(5) . . ?
N2 C7 C8 114.7(5) . . ?
O1A C7A N2A 120.5(6) . . ?
O1A C7A C8A 124.5(5) . . ?
N2A C7A C8A 115.0(5) . . ?
C12A C11A C10A 122.2(6) . . ?
C12A C11A H11A 118.9 . . ?
C10A C11A H11A 118.9 . . ?
C9A C8A C13A 121.9(6) . . ?
C9A C8A C7A 119.2(6) . . ?
C13A C8A C7A 118.9(5) . . ?
C10 C9 C8 120.5(6) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C19 C18 C17 119.5(6) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C11A C12A C13A 119.4(6) . . ?
C11A C12A H12A 120.3 . . ?
C13A C12A H12A 120.3 . . ?
C20A C19A C18A 119.7(6) . . ?
C20A C19A H19A 120.1 . . ?
C18A C19A H19A 120.1 . . ?
C24 C25 C26 120.9(5) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27A C22A C23A 118.0(6) . . ?
C27A C22A C6A 120.7(6) . . ?
C23A C22A C6A 121.1(5) . . ?
C9A C10A C11A 118.5(6) . . ?
C9A C10A H10A 120.7 . . ?
C11A C10A H10A 120.7 . . ?
C19 C20 C21 120.5(6) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C2A C3A C4A 111.5(5) . . ?
C2A C3A H3A 124.3 . . ?
C4A C3A H3A 124.3 . . ?
C24A C23A C22A 120.8(6) . . ?
C24A C23A H23A 119.6 . . ?
C22A C23A H23A 119.6 . . ?
C9 C10 C11 121.2(6) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C19A C18A C17A 120.1(6) . . ?
C19A C18A H18A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C10 C11 C12 119.9(6) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C25A C24A C23A 120.1(7) . . ?
C25A C24A H24A 119.9 . . ?
C23A C24A H24A 119.9 . . ?
C10A C9A C8A 120.3(6) . . ?
C10A C9A H9A 119.8 . . ?
C8A C9A H9A 119.8 . . ?
C16A C17A C18A 120.0(6) . . ?
C16A C17A H17A 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18 C19 C20 120.4(6) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C22A C27A C26A 121.2(7) . . ?
C22A C27A H27A 119.4 . . ?
C26A C27A H27A 119.4 . . ?
C25A C26A C27A 119.3(7) . . ?
C25A C26A H26A 120.3 . . ?
C27A C26A H26A 120.3 . . ?
C24A C25A C26A 120.4(7) . . ?
C24A C25A H25A 119.8 . . ?
C26A C25A H25A 119.8 . . ?
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
Br1 C2 1.878(5) . ?
Br1A C2A 1.869(6) . ?
S1 C2 1.720(6) . ?
S1 C15 1.728(5) . ?
S1A C15A 1.718(5) . ?
S1A C2A 1.744(6) . ?
O1 C7 1.209(6) . ?
C2 C3 1.352(7) . ?
N2 C14 1.402(6) . ?
N2 C7 1.432(6) . ?
N2 C6 1.444(6) . ?
N1 C14 1.316(6) . ?
N1 C13 1.376(6) . ?
O1A C7A 1.208(7) . ?
N1A C14A 1.307(6) . ?
N1A C13A 1.361(6) . ?
C15 C4 1.372(7) . ?
C15 C14 1.419(6) . ?
N2A C14A 1.402(6) . ?
N2A C6A 1.427(6) . ?
N2A C7A 1.433(6) . ?
C16 C17 1.378(7) . ?
C16 C21 1.414(7) . ?
C16 C5 1.466(7) . ?
C6 C5 1.359(6) . ?
C6 C22 1.492(7) . ?
C15A C4A 1.358(7) . ?
C15A C14A 1.453(7) . ?
C13 C8 1.396(7) . ?
C13 C12 1.412(7) . ?
C22 C27 1.386(6) . ?
C22 C23 1.389(7) . ?
C4 C3 1.433(6) . ?
C4 C5 1.454(7) . ?
C2A C3A 1.321(8) . ?
C27 C26 1.385(7) . ?
C27 H27 0.9300 . ?
C26 C25 1.368(7) . ?
C26 H26 0.9300 . ?
C3 H3 0.9300 . ?
C24 C25 1.354(7) . ?
C24 C23 1.376(7) . ?
C24 H24 0.9300 . ?
C23 H23 0.9300 . ?
C6A C5A 1.363(7) . ?
C6A C22A 1.480(7) . ?
C20A C19A 1.366(8) . ?
C20A C21A 1.372(7) . ?
C20A H20A 0.9300 . ?
C16A C21A 1.374(7) . ?
C16A C17A 1.384(7) . ?
C16A C5A 1.511(7) . ?
C8 C9 1.395(7) . ?
C8 C7 1.468(7) . ?
C17 C18 1.409(7) . ?
C17 H17 0.9300 . ?
C21A H21A 0.9300 . ?
C5A C4A 1.452(7) . ?
C13A C8A 1.396(7) . ?
C13A C12A 1.429(7) . ?
C4A C3A 1.425(7) . ?
C21 C20 1.371(7) . ?
C21 H21 0.9300 . ?
C12 C11 1.374(8) . ?
C12 H12 0.9300 . ?
C7A C8A 1.454(8) . ?
C11A C12A 1.377(8) . ?
C11A C10A 1.399(9) . ?
C11A H11A 0.9300 . ?
C8A C9A 1.390(7) . ?
C9 C10 1.355(8) . ?
C9 H9 0.9300 . ?
C18 C19 1.364(8) . ?
C18 H18 0.9300 . ?
C12A H12A 0.9300 . ?
C19A C18A 1.373(8) . ?
C19A H19A 0.9300 . ?
C25 H25 0.9300 . ?
C22A C27A 1.372(7) . ?
C22A C23A 1.398(8) . ?
C10A C9A 1.383(8) . ?
C10A H10A 0.9300 . ?
C20 C19 1.367(8) . ?
C20 H20 0.9300 . ?
C3A H3A 0.9300 . ?
C23A C24A 1.375(8) . ?
C23A H23A 0.9300 . ?
C10 C11 1.373(9) . ?
C10 H10 0.9300 . ?
C18A C17A 1.395(8) . ?
C18A H18A 0.9300 . ?
C11 H11 0.9300 . ?
C24A C25A 1.363(8) . ?
C24A H24A 0.9300 . ?
C9A H9A 0.9300 . ?
C17A H17A 0.9300 . ?
C19 H19 0.9300 . ?
C27A C26A 1.392(9) . ?
C27A H27A 0.9300 . ?
C26A C25A 1.375(9) . ?
C26A H26A 0.9300 . ?
C25A H25A 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 S1 C2 C3 1.6(4) . . . . ?
C15 S1 C2 Br1 -179.2(3) . . . . ?
C2 S1 C15 C4 -1.2(4) . . . . ?
C2 S1 C15 C14 178.6(4) . . . . ?
C13 N1 C14 N2 1.7(7) . . . . ?
C13 N1 C14 C15 -177.7(4) . . . . ?
C7 N2 C14 N1 -13.6(7) . . . . ?
C6 N2 C14 N1 172.0(4) . . . . ?
C7 N2 C14 C15 165.8(4) . . . . ?
C6 N2 C14 C15 -8.6(6) . . . . ?
C4 C15 C14 N1 -174.9(5) . . . . ?
S1 C15 C14 N1 5.3(6) . . . . ?
C4 C15 C14 N2 5.7(7) . . . . ?
S1 C15 C14 N2 -174.1(3) . . . . ?
C14 N2 C6 C5 4.8(7) . . . . ?
C7 N2 C6 C5 -169.5(4) . . . . ?
C14 N2 C6 C22 -172.3(4) . . . . ?
C7 N2 C6 C22 13.4(6) . . . . ?
C2A S1A C15A C4A 0.6(4) . . . . ?
C2A S1A C15A C14A 178.4(4) . . . . ?
C14 N1 C13 C8 5.4(7) . . . . ?
C14 N1 C13 C12 -175.9(5) . . . . ?
C5 C6 C22 C27 65.1(6) . . . . ?
N2 C6 C22 C27 -117.8(5) . . . . ?
C5 C6 C22 C23 -111.5(6) . . . . ?
N2 C6 C22 C23 65.6(7) . . . . ?
C14 C15 C4 C3 -179.2(4) . . . . ?
S1 C15 C4 C3 0.6(5) . . . . ?
C14 C15 C4 C5 1.2(7) . . . . ?
S1 C15 C4 C5 -179.0(3) . . . . ?
C15A S1A C2A C3A -0.8(5) . . . . ?
C15A S1A C2A Br1A -179.4(3) . . . . ?
C23 C22 C27 C26 -0.6(7) . . . . ?
C6 C22 C27 C26 -177.4(4) . . . . ?
C22 C27 C26 C25 1.3(8) . . . . ?
S1 C2 C3 C4 -1.6(6) . . . . ?
Br1 C2 C3 C4 179.4(3) . . . . ?
C15 C4 C3 C2 0.6(6) . . . . ?
C5 C4 C3 C2 -179.9(5) . . . . ?
C25 C24 C23 C22 2.6(8) . . . . ?
C27 C22 C23 C24 -1.3(8) . . . . ?
C6 C22 C23 C24 175.3(5) . . . . ?
C14A N2A C6A C5A -8.6(7) . . . . ?
C7A N2A C6A C5A 166.0(4) . . . . ?
C14A N2A C6A C22A 161.4(5) . . . . ?
C7A N2A C6A C22A -23.9(7) . . . . ?
N2 C6 C5 C4 2.5(7) . . . . ?
C22 C6 C5 C4 179.5(4) . . . . ?
N2 C6 C5 C16 -172.9(4) . . . . ?
C22 C6 C5 C16 4.2(7) . . . . ?
C15 C4 C5 C6 -5.4(7) . . . . ?
C3 C4 C5 C6 175.1(5) . . . . ?
C15 C4 C5 C16 170.2(4) . . . . ?
C3 C4 C5 C16 -9.4(8) . . . . ?
C17 C16 C5 C6 62.4(7) . . . . ?
C21 C16 C5 C6 -117.5(6) . . . . ?
C17 C16 C5 C4 -113.0(6) . . . . ?
C21 C16 C5 C4 67.1(6) . . . . ?
C13A N1A C14A N2A -0.2(7) . . . . ?
C13A N1A C14A C15A 178.1(4) . . . . ?
C6A N2A C14A N1A -173.4(5) . . . . ?
C7A N2A C14A N1A 11.9(7) . . . . ?
C6A N2A C14A C15A 8.3(6) . . . . ?
C7A N2A C14A C15A -166.4(4) . . . . ?
C4A C15A C14A N1A 179.6(5) . . . . ?
S1A C15A C14A N1A 2.1(7) . . . . ?
C4A C15A C14A N2A -1.9(7) . . . . ?
S1A C15A C14A N2A -179.5(3) . . . . ?
N1 C13 C8 C9 178.7(5) . . . . ?
C12 C13 C8 C9 0.0(8) . . . . ?
N1 C13 C8 C7 -0.4(8) . . . . ?
C12 C13 C8 C7 -179.1(5) . . . . ?
C21 C16 C17 C18 0.4(8) . . . . ?
C5 C16 C17 C18 -179.5(5) . . . . ?
C19A C20A C21A C16A -0.2(10) . . . . ?
C17A C16A C21A C20A -0.9(9) . . . . ?
C5A C16A C21A C20A -174.3(6) . . . . ?
N2A C6A C5A C4A 2.2(7) . . . . ?
C22A C6A C5A C4A -167.4(5) . . . . ?
N2A C6A C5A C16A 173.9(4) . . . . ?
C22A C6A C5A C16A 4.3(8) . . . . ?
C21A C16A C5A C6A -91.6(6) . . . . ?
C17A C16A C5A C6A 95.2(6) . . . . ?
C21A C16A C5A C4A 80.4(6) . . . . ?
C17A C16A C5A C4A -92.8(6) . . . . ?
C14A N1A C13A C8A -7.0(7) . . . . ?
C14A N1A C13A C12A 175.7(4) . . . . ?
C14A C15A C4A C3A -178.2(4) . . . . ?
S1A C15A C4A C3A -0.4(6) . . . . ?
C14A C15A C4A C5A -3.9(7) . . . . ?
S1A C15A C4A C5A 173.9(4) . . . . ?
C6A C5A C4A C15A 3.7(7) . . . . ?
C16A C5A C4A C15A -168.3(4) . . . . ?
C6A C5A C4A C3A 177.0(5) . . . . ?
C16A C5A C4A C3A 4.9(8) . . . . ?
C17 C16 C21 C20 -0.7(8) . . . . ?
C5 C16 C21 C20 179.2(5) . . . . ?
N1 C13 C12 C11 -178.7(5) . . . . ?
C8 C13 C12 C11 0.0(8) . . . . ?
C14 N2 C7 O1 -161.7(5) . . . . ?
C6 N2 C7 O1 12.7(8) . . . . ?
C14 N2 C7 C8 17.2(6) . . . . ?
C6 N2 C7 C8 -168.4(4) . . . . ?
C9 C8 C7 O1 -11.0(9) . . . . ?
C13 C8 C7 O1 168.0(5) . . . . ?
C9 C8 C7 N2 170.1(5) . . . . ?
C13 C8 C7 N2 -10.9(7) . . . . ?
C14A N2A C7A O1A 163.3(5) . . . . ?
C6A N2A C7A O1A -11.6(8) . . . . ?
C14A N2A C7A C8A -15.6(7) . . . . ?
C6A N2A C7A C8A 169.5(4) . . . . ?
N1A C13A C8A C9A -177.2(5) . . . . ?
C12A C13A C8A C9A 0.2(8) . . . . ?
N1A C13A C8A C7A 1.9(8) . . . . ?
C12A C13A C8A C7A 179.3(5) . . . . ?
O1A C7A C8A C9A 9.8(9) . . . . ?
N2A C7A C8A C9A -171.3(4) . . . . ?
O1A C7A C8A C13A -169.3(6) . . . . ?
N2A C7A C8A C13A 9.6(7) . . . . ?
C13 C8 C9 C10 0.6(9) . . . . ?
C7 C8 C9 C10 179.6(5) . . . . ?
C16 C17 C18 C19 -0.5(9) . . . . ?
C10A C11A C12A C13A 1.7(9) . . . . ?
N1A C13A C12A C11A 176.2(5) . . . . ?
C8A C13A C12A C11A -1.3(8) . . . . ?
C21A C20A C19A C18A 0.1(10) . . . . ?
C23 C24 C25 C26 -1.9(8) . . . . ?
C27 C26 C25 C24 0.0(8) . . . . ?
C5A C6A C22A C27A 106.9(6) . . . . ?
N2A C6A C22A C27A -62.8(7) . . . . ?
C5A C6A C22A C23A -68.5(7) . . . . ?
N2A C6A C22A C23A 121.8(5) . . . . ?
C12A C11A C10A C9A -1.0(9) . . . . ?
C16 C21 C20 C19 1.1(9) . . . . ?
S1A C2A C3A C4A 0.7(6) . . . . ?
Br1A C2A C3A C4A 179.1(4) . . . . ?
C15A C4A C3A C2A -0.2(7) . . . . ?
C5A C4A C3A C2A -173.8(5) . . . . ?
C27A C22A C23A C24A 2.6(8) . . . . ?
C6A C22A C23A C24A 178.1(5) . . . . ?
C8 C9 C10 C11 -1.2(10) . . . . ?
C20A C19A C18A C17A 1.1(9) . . . . ?
C9 C10 C11 C12 1.2(10) . . . . ?
C13 C12 C11 C10 -0.6(9) . . . . ?
C22A C23A C24A C25A -3.0(9) . . . . ?
C11A C10A C9A C8A -0.1(9) . . . . ?
C13A C8A C9A C10A 0.5(8) . . . . ?
C7A C8A C9A C10A -178.6(5) . . . . ?
C21A C16A C17A C18A 2.1(8) . . . . ?
C5A C16A C17A C18A 175.5(5) . . . . ?
C19A C18A C17A C16A -2.3(9) . . . . ?
C17 C18 C19 C20 0.8(9) . . . . ?
C21 C20 C19 C18 -1.1(9) . . . . ?
C23A C22A C27A C26A -2.4(9) . . . . ?
C6A C22A C27A C26A -177.9(6) . . . . ?
C22A C27A C26A C25A 2.6(11) . . . . ?
C23A C24A C25A C26A 3.1(10) . . . . ?
C27A C26A C25A C24A -2.9(11) . . . . ?
