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#$Date: 2025-04-04 07:58:35 +0300 (Fri, 04 Apr 2025) $
#$Revision: 298712 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/43/7134375.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_7134375
loop_
_publ_author_name
'Belmonte-Vázquez, José L'
'Cortes-Muñoz, Juan L'
'Romo-Pérez, Adriana'
'Rodríguez-Molina, Braulio'
'Jiménez-Sánchez, Arturo'
_publ_section_title
;
 ESIPT-driven imaging: a thiazole probe for lipid droplets and plasma
 membranes.
;
_journal_issue                   26
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5023
_journal_page_last               5026
_journal_paper_doi               10.1039/d4cc06049k
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '2(C27 H18 N2 O S), C H2 Cl2'
_chemical_formula_sum            'C55 H38 Cl2 N4 O2 S2'
_chemical_formula_weight         921.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-10-25 deposited with the CCDC.	2025-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.121(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.8159(13)
_cell_length_b                   14.0135(17)
_cell_length_c                   18.159(3)
_cell_measurement_reflns_used    9841
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.73
_cell_measurement_theta_min      2.27
_cell_volume                     2215.0(6)
_computing_cell_refinement       'APEX3 v2019.1-0(Bruker, 2019)'
_computing_data_collection       'APEX3 v2019.1-0(Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2014)'
_computing_molecular_graphics    'SHELXLe (H bschle et al, 2011)'
_computing_publication_material  'CIFTAB V 2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2012 (Bruker, 2013)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 52.0833
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
'Bruker D8 Venture κ-geometry diffractometer 208039-01'
_diffrn_measurement_method       'φ and ω-scans'
_diffrn_radiation_monochromator  'Helios multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            61513
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.127
_diffrn_reflns_theta_min         2.272
_diffrn_source                   'micro-focus X-ray source'
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Sheldrick, 2012)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       prism
_exptl_crystal_F_000             956
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane'
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.366
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5953
_refine_ls_number_restraints     73
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1420
_refine_ls_R_factor_gt           0.0550
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0415P)²+0.7256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1257
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3051
_reflns_number_total             5953
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc06049k2.cif
_cod_data_source_block           Cbz-1
_cod_original_cell_volume        2215.0(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7134375
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.895
_shelx_estimated_absorpt_t_max   0.941
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0712(2) -0.11130(12) 0.61769(10) 0.0628(5) Uani 1 1 d . . . . .
H1A H 1.040(3) -0.054(2) 0.6378(16) 0.094 Uiso 1 1 d . U . . .
C1 C 0.2082(3) 0.45964(18) 0.71296(14) 0.0604(7) Uani 1 1 d . . . . .
H1 H 0.235301 0.395436 0.714849 0.073 Uiso 1 1 calc R U . . .
C2 C 0.0716(3) 0.4905(2) 0.73341(15) 0.0705(8) Uani 1 1 d . . . . .
H2 H 0.005152 0.446150 0.749178 0.085 Uiso 1 1 calc R U . . .
C3 C 0.0321(3) 0.5865(2) 0.73081(15) 0.0679(7) Uani 1 1 d . . . . .
H3 H -0.059978 0.605155 0.745306 0.081 Uiso 1 1 calc R U . . .
C4 C 0.1255(3) 0.65404(18) 0.70743(13) 0.0556(6) Uani 1 1 d . . . . .
H4 H 0.096928 0.717984 0.705477 0.067 Uiso 1 1 calc R U . . .
C5 C 0.4190(3) 0.77104(15) 0.64635(12) 0.0489(6) Uani 1 1 d . . . . .
H5 H 0.348825 0.818450 0.653310 0.059 Uiso 1 1 calc R U . . .
C6 C 0.5549(3) 0.79398(16) 0.62266(13) 0.0532(6) Uani 1 1 d . . . . .
H6 H 0.576456 0.857575 0.613974 0.064 Uiso 1 1 calc R U . . .
C7 C 0.6602(3) 0.72447(17) 0.61147(13) 0.0545(6) Uani 1 1 d . . . . .
H7 H 0.751272 0.742292 0.595489 0.065 Uiso 1 1 calc R U . . .
C8 C 0.6330(3) 0.62955(17) 0.62348(12) 0.0491(6) Uani 1 1 d . . . . .
H8 H 0.703778 0.582880 0.615640 0.059 Uiso 1 1 calc R U . . .
N9 N 0.4439(2) 0.51717(12) 0.66589(10) 0.0463(5) Uani 1 1 d . . . . .
C10 C 0.3025(3) 0.52822(16) 0.68965(12) 0.0460(6) Uani 1 1 d . . . . .
C11 C 0.2644(3) 0.62582(15) 0.68652(11) 0.0440(5) Uani 1 1 d . . . . .
C12 C 0.3878(2) 0.67558(15) 0.65982(11) 0.0407(5) Uani 1 1 d . . . . .
C13 C 0.4964(2) 0.60593(15) 0.64771(11) 0.0412(5) Uani 1 1 d . . . . .
C14 C 0.5159(3) 0.42815(14) 0.65384(12) 0.0429(5) Uani 1 1 d . . . . .
C15 C 0.4899(3) 0.38594(18) 0.58562(15) 0.0744(9) Uani 1 1 d . . . . .
H15 H 0.424301 0.414929 0.546896 0.089 Uiso 1 1 calc R U . . .
C16 C 0.5596(3) 0.30062(18) 0.57312(14) 0.0725(8) Uani 1 1 d . . . . .
H16 H 0.540607 0.273076 0.525960 0.087 Uiso 1 1 calc R U . . .
C17 C 0.6562(2) 0.25583(14) 0.62887(11) 0.0389(5) Uani 1 1 d . . . . .
C18 C 0.6813(3) 0.29928(17) 0.69720(13) 0.0637(7) Uani 1 1 d . . . . .
H18 H 0.746465 0.270422 0.736163 0.076 Uiso 1 1 calc R U . . .
C19 C 0.6124(3) 0.38487(17) 0.70967(14) 0.0653(7) Uani 1 1 d . . . . .
H19 H 0.631993 0.413093 0.756570 0.078 Uiso 1 1 calc R U . . .
S21 S 0.67378(7) 0.09501(4) 0.53936(3) 0.04826(18) Uani 1 1 d . . . . .
C22 C 0.8215(2) 0.01617(14) 0.56847(12) 0.0399(5) Uani 1 1 d . . . . .
N23 N 0.9059(2) 0.04064(12) 0.63172(10) 0.0482(5) Uani 1 1 d . . . . .
C24 C 0.8557(3) 0.12421(15) 0.65823(12) 0.0489(6) Uani 1 1 d . . . . .
H24 H 0.904077 0.151480 0.702475 0.059 Uiso 1 1 calc R U . . .
C25 C 0.7317(2) 0.16521(14) 0.61659(11) 0.0396(5) Uani 1 1 d . . . . .
C26 C 0.9755(3) -0.12867(15) 0.55351(13) 0.0467(6) Uani 1 1 d . . . . .
C27 C 0.8518(2) -0.06824(14) 0.52652(12) 0.0416(5) Uani 1 1 d . . . . .
C28 C 0.7610(3) -0.09091(17) 0.45882(14) 0.0556(6) Uani 1 1 d . . . . .
H28 H 0.679747 -0.051037 0.439893 0.067 Uiso 1 1 calc R U . . .
C29 C 0.7890(3) -0.17118(18) 0.41937(15) 0.0671(7) Uani 1 1 d . . . . .
H29 H 0.727360 -0.185442 0.374276 0.081 Uiso 1 1 calc R U . . .
C30 C 0.9097(3) -0.23024(17) 0.44748(16) 0.0646(7) Uani 1 1 d . . . . .
H30 H 0.928517 -0.284899 0.421303 0.078 Uiso 1 1 calc R U . . .
C31 C 1.0017(3) -0.20941(16) 0.51311(15) 0.0556(6) Uani 1 1 d . . . . .
H31 H 1.082913 -0.249781 0.531036 0.067 Uiso 1 1 calc R U . . .
C33 C 1.0461(17) 0.4597(11) 0.4775(13) 0.095(4) Uani 0.25 1 d D U P A -1
H33A H 1.041859 0.437502 0.426566 0.113 Uiso 0.25 1 calc R U P A -1
H33B H 1.094786 0.409479 0.509658 0.113 Uiso 0.25 1 calc R U P A -1
Cl1 Cl 1.1649(16) 0.5545(7) 0.4883(7) 0.075(2) Uani 0.25 1 d D U P A -1
Cl2 Cl 0.8644(14) 0.4687(13) 0.4933(6) 0.121(4) Uani 0.25 1 d D U P A -1
C33B C 0.9944(18) 0.5166(12) 0.5403(9) 0.095(4) Uani 0.25 1 d D U P B -2
H33C H 0.953616 0.580012 0.545849 0.113 Uiso 0.25 1 calc R U P B -2
H33D H 1.059586 0.501081 0.586904 0.113 Uiso 0.25 1 calc R U P B -2
Cl1B Cl 0.8440(14) 0.4394(13) 0.5297(11) 0.102(4) Uani 0.25 1 d D U P B -2
Cl2B Cl 1.1072(11) 0.5226(12) 0.4740(7) 0.121(3) Uani 0.25 1 d D U P B -2
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 O1 H1A 107.9(18) . . ?
C10 C1 C2 117.2(2) . . ?
C10 C1 H1 121.4 . . ?
C2 C1 H1 121.4 . . ?
C1 C2 C3 121.2(3) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 121.5(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C11 119.1(2) . . ?
C3 C4 H4 120.5 . . ?
C11 C4 H4 120.5 . . ?
C6 C5 C12 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C12 C5 H5 120.5 . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C13 117.6(2) . . ?
C7 C8 H8 121.2 . . ?
C13 C8 H8 121.2 . . ?
C13 N9 C10 108.88(17) . . ?
C13 N9 C14 124.95(18) . . ?
C10 N9 C14 125.81(18) . . ?
C1 C10 N9 129.1(2) . . ?
C1 C10 C11 122.5(2) . . ?
N9 C10 C11 108.41(19) . . ?
C4 C11 C10 118.6(2) . . ?
C4 C11 C12 134.2(2) . . ?
C10 C11 C12 107.19(18) . . ?
C5 C12 C13 118.7(2) . . ?
C5 C12 C11 134.7(2) . . ?
C13 C12 C11 106.59(18) . . ?
N9 C13 C8 129.03(19) . . ?
N9 C13 C12 108.92(19) . . ?
C8 C13 C12 122.0(2) . . ?
C19 C14 C15 118.8(2) . . ?
C19 C14 N9 121.0(2) . . ?
C15 C14 N9 120.2(2) . . ?
C14 C15 C16 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 117.3(2) . . ?
C16 C17 C25 121.93(19) . . ?
C18 C17 C25 120.73(19) . . ?
C17 C18 C19 121.6(2) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C14 C19 C18 120.4(2) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C25 S21 C22 90.24(10) . . ?
N23 C22 C27 123.08(19) . . ?
N23 C22 S21 113.38(15) . . ?
C27 C22 S21 123.53(17) . . ?
C22 N23 C24 111.24(18) . . ?
C25 C24 N23 116.4(2) . . ?
C25 C24 H24 121.8 . . ?
N23 C24 H24 121.8 . . ?
C24 C25 C17 128.9(2) . . ?
C24 C25 S21 108.72(16) . . ?
C17 C25 S21 122.35(16) . . ?
O1 C26 C31 118.1(2) . . ?
O1 C26 C27 122.5(2) . . ?
C31 C26 C27 119.4(2) . . ?
C28 C27 C26 118.4(2) . . ?
C28 C27 C22 121.4(2) . . ?
C26 C27 C22 120.2(2) . . ?
C29 C28 C27 121.3(2) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 119.3(3) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C31 C30 C29 120.8(2) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C26 120.8(2) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
Cl2 C33 Cl1 120.9(9) . . ?
Cl2 C33 H33A 107.1 . . ?
Cl1 C33 H33A 107.1 . . ?
Cl2 C33 H33B 107.1 . . ?
Cl1 C33 H33B 107.1 . . ?
H33A C33 H33B 106.8 . . ?
Cl2B C33B Cl1B 119.4(10) . . ?
Cl2B C33B H33C 107.5 . . ?
Cl1B C33B H33C 107.5 . . ?
Cl2B C33B H33D 107.5 . . ?
Cl1B C33B H33D 107.5 . . ?
H33C C33B H33D 107.0 . . ?
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
O1 C26 1.348(3) . ?
O1 H1A 0.94(3) . ?
C1 C10 1.380(3) . ?
C1 C2 1.385(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.388(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(3) . ?
C3 H3 0.9300 . ?
C4 C11 1.395(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(3) . ?
C5 C12 1.395(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.375(3) . ?
C7 H7 0.9300 . ?
C8 C13 1.387(3) . ?
C8 H8 0.9300 . ?
N9 C13 1.385(3) . ?
N9 C10 1.391(3) . ?
N9 C14 1.432(3) . ?
C10 C11 1.408(3) . ?
C11 C12 1.440(3) . ?
C12 C13 1.408(3) . ?
C14 C19 1.358(3) . ?
C14 C15 1.359(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.368(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.368(3) . ?
C17 C25 1.467(3) . ?
C18 C19 1.380(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
S21 C25 1.723(2) . ?
S21 C22 1.726(2) . ?
C22 N23 1.311(3) . ?
C22 C27 1.454(3) . ?
N23 C24 1.366(3) . ?
C24 C25 1.355(3) . ?
C24 H24 0.9300 . ?
C26 C31 1.388(3) . ?
C26 C27 1.407(3) . ?
C27 C28 1.393(3) . ?
C28 C29 1.377(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.381(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.363(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 Cl2 1.677(9) . ?
C33 Cl1 1.684(9) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33B Cl2B 1.680(9) . ?
C33B Cl1B 1.698(9) . ?
C33B H33C 0.9700 . ?
C33B H33D 0.9700 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1A N23 0.94(3) 1.77(3) 2.615(2) 148(3) . yes
C8 H8 Cl1B 0.93 2.94 3.803(18) 155.8 . yes
C8 H8 Cl2B 0.93 2.91 3.770(12) 154.1 3_766 yes
C31 H31 Cl1 0.93 2.97 3.664(10) 132.5 1_545 yes
C31 H31 Cl1B 0.93 2.99 3.630(19) 127.7 3_756 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C11 -0.7(4) . . . . ?
C12 C5 C6 C7 0.5(3) . . . . ?
C5 C6 C7 C8 0.1(4) . . . . ?
C6 C7 C8 C13 -0.4(3) . . . . ?
C2 C1 C10 N9 -179.6(2) . . . . ?
C2 C1 C10 C11 0.2(4) . . . . ?
C13 N9 C10 C1 179.8(2) . . . . ?
C14 N9 C10 C1 6.4(4) . . . . ?
C13 N9 C10 C11 0.0(2) . . . . ?
C14 N9 C10 C11 -173.40(19) . . . . ?
C3 C4 C11 C10 0.6(3) . . . . ?
C3 C4 C11 C12 180.0(2) . . . . ?
C1 C10 C11 C4 -0.3(3) . . . . ?
N9 C10 C11 C4 179.50(19) . . . . ?
C1 C10 C11 C12 -179.9(2) . . . . ?
N9 C10 C11 C12 0.0(2) . . . . ?
C6 C5 C12 C13 -0.8(3) . . . . ?
C6 C5 C12 C11 177.6(2) . . . . ?
C4 C11 C12 C5 2.1(4) . . . . ?
C10 C11 C12 C5 -178.5(2) . . . . ?
C4 C11 C12 C13 -179.4(2) . . . . ?
C10 C11 C12 C13 0.0(2) . . . . ?
C10 N9 C13 C8 178.1(2) . . . . ?
C14 N9 C13 C8 -8.4(3) . . . . ?
C10 N9 C13 C12 0.0(2) . . . . ?
C14 N9 C13 C12 173.50(19) . . . . ?
C7 C8 C13 N9 -177.8(2) . . . . ?
C7 C8 C13 C12 0.1(3) . . . . ?
C5 C12 C13 N9 178.77(18) . . . . ?
C11 C12 C13 N9 0.0(2) . . . . ?
C5 C12 C13 C8 0.5(3) . . . . ?
C11 C12 C13 C8 -178.30(19) . . . . ?
C13 N9 C14 C19 97.4(3) . . . . ?
C10 N9 C14 C19 -90.2(3) . . . . ?
C13 N9 C14 C15 -81.8(3) . . . . ?
C10 N9 C14 C15 90.5(3) . . . . ?
C19 C14 C15 C16 0.1(4) . . . . ?
N9 C14 C15 C16 179.4(3) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C15 C16 C17 C25 -179.9(3) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C25 C17 C18 C19 179.5(2) . . . . ?
C15 C14 C19 C18 -0.5(4) . . . . ?
N9 C14 C19 C18 -179.8(2) . . . . ?
C17 C18 C19 C14 0.5(4) . . . . ?
C25 S21 C22 N23 0.72(17) . . . . ?
C25 S21 C22 C27 -178.16(18) . . . . ?
C27 C22 N23 C24 178.07(19) . . . . ?
S21 C22 N23 C24 -0.8(2) . . . . ?
C22 N23 C24 C25 0.5(3) . . . . ?
N23 C24 C25 C17 -177.3(2) . . . . ?
N23 C24 C25 S21 0.0(3) . . . . ?
C16 C17 C25 C24 162.1(3) . . . . ?
C18 C17 C25 C24 -17.5(4) . . . . ?
C16 C17 C25 S21 -14.9(3) . . . . ?
C18 C17 C25 S21 165.57(19) . . . . ?
C22 S21 C25 C24 -0.40(17) . . . . ?
C22 S21 C25 C17 177.11(18) . . . . ?
O1 C26 C27 C28 178.6(2) . . . . ?
C31 C26 C27 C28 -1.3(3) . . . . ?
O1 C26 C27 C22 -0.8(3) . . . . ?
C31 C26 C27 C22 179.34(19) . . . . ?
N23 C22 C27 C28 -178.8(2) . . . . ?
S21 C22 C27 C28 -0.1(3) . . . . ?
N23 C22 C27 C26 0.5(3) . . . . ?
S21 C22 C27 C26 179.31(16) . . . . ?
C26 C27 C28 C29 1.0(3) . . . . ?
C22 C27 C28 C29 -179.6(2) . . . . ?
C27 C28 C29 C30 -0.1(4) . . . . ?
C28 C29 C30 C31 -0.7(4) . . . . ?
C29 C30 C31 C26 0.4(4) . . . . ?
O1 C26 C31 C30 -179.4(2) . . . . ?
C27 C26 C31 C30 0.5(3) . . . . ?
