#------------------------------------------------------------------------------
#$Date: 2021-08-07 03:30:49 +0300 (Sat, 07 Aug 2021) $
#$Revision: 267978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/43/1564333.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_1564333
loop_
_publ_author_name
'McLaughlin, Calum'
'Bitai, Jacqueline'
'Barber, Lydia'
'Slawin, Alexandra'
'Smith, Andrew D.'
_publ_section_title
;
 Catalytic Enantioselective Synthesis of 1,4-Dihydropyridines via the
 Addition of C(1)-Ammonium Enolates to Pyridinium Salts
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC03860E
_journal_year                    2021
_chemical_formula_moiety         'C35 H34 Cl2 N2 O3 S'
_chemical_formula_sum            'C35 H34 Cl2 N2 O3 S'
_chemical_formula_weight         633.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-09-26
_audit_creation_method           'by CrystalStructure 4.3'
_audit_update_record
;
2021-06-23 deposited with the CCDC.	2021-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.078(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   27.4341(8)
_cell_length_b                   14.0679(4)
_cell_length_c                   16.1319(5)
_cell_measurement_reflns_used    20689
_cell_measurement_temperature    93
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.00
_cell_volume                     6191.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35889
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.304
_diffrn_reflns_theta_min         2.016
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.8d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2656.00
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     393
_refine_ls_number_reflns         6726
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0623P)²+2.7228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1065
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5755
_reflns_number_total             6726
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d1sc03860e2.cif
_cod_data_source_block           31
_cod_database_code               1564333
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cl1 Cl 0.04604(2) 0.42289(4) 0.52796(3) 0.04317(13) Uani 1 1 d . . . . .
Cl2 Cl 0.10235(2) 0.33265(4) 0.40693(3) 0.04780(14) Uani 1 1 d . . . . .
S3 S 0.22096(2) 0.64843(2) 0.34583(2) 0.01530(10) Uani 1 1 d . . . . .
O3 O 0.23562(3) 0.71794(7) 0.41011(6) 0.0204(2) Uani 1 1 d . . . . .
O4 O 0.23465(4) 0.66825(7) 0.26358(6) 0.0201(2) Uani 1 1 d . . . . .
O21 O 0.18069(4) 0.47529(7) 0.60807(6) 0.0234(2) Uani 1 1 d . . . . .
N1 N 0.29083(4) 0.40514(8) 0.34530(7) 0.0160(2) Uani 1 1 d . . . . .
N22 N 0.21017(4) 0.62002(9) 0.65042(7) 0.0188(2) Uani 1 1 d D . . . .
C2 C 0.27396(4) 0.49471(9) 0.33052(8) 0.0147(3) Uani 1 1 d . . . . .
H2 H 0.284794 0.529273 0.285310 0.018 Uiso 1 1 calc R U . . .
C3 C 0.24234(5) 0.53652(9) 0.37769(8) 0.0148(3) Uani 1 1 d . . . . .
C4 C 0.22502(5) 0.49162(10) 0.45520(8) 0.0155(3) Uani 1 1 d . . . . .
H4 H 0.188443 0.496176 0.449936 0.019 Uiso 1 1 calc R U . . .
C5 C 0.23824(5) 0.38758(10) 0.45366(8) 0.0181(3) Uani 1 1 d . . . . .
H5 H 0.223377 0.345835 0.489851 0.022 Uiso 1 1 calc R U . . .
C6 C 0.26946(5) 0.35078(9) 0.40468(9) 0.0177(3) Uani 1 1 d . . . . .
H6 H 0.277560 0.285268 0.410129 0.021 Uiso 1 1 calc R U . . .
C7 C 0.32880(5) 0.36515(10) 0.29899(9) 0.0181(3) Uani 1 1 d . . . . .
H7A H 0.328633 0.399602 0.245448 0.022 Uiso 1 1 calc R U . . .
H7B H 0.320671 0.297859 0.285963 0.022 Uiso 1 1 calc R U . . .
C8 C 0.38007(5) 0.36985(9) 0.34472(8) 0.0163(3) Uani 1 1 d . . . . .
C9 C 0.39019(5) 0.41124(10) 0.42292(9) 0.0215(3) Uani 1 1 d . . . . .
H9 H 0.364350 0.438130 0.450027 0.026 Uiso 1 1 calc R U . . .
C10 C 0.43781(5) 0.41348(11) 0.46158(9) 0.0255(3) Uani 1 1 d . . . . .
H10 H 0.444410 0.442527 0.514744 0.031 Uiso 1 1 calc R U . . .
C11 C 0.47591(5) 0.37357(12) 0.42315(9) 0.0257(3) Uani 1 1 d . . . . .
H11 H 0.508472 0.375007 0.449871 0.031 Uiso 1 1 calc R U . . .
C12 C 0.46600(5) 0.33166(11) 0.34551(9) 0.0258(3) Uani 1 1 d . . . . .
H12 H 0.491837 0.303867 0.318998 0.031 Uiso 1 1 calc R U . . .
C13 C 0.41859(5) 0.33008(10) 0.30636(9) 0.0209(3) Uani 1 1 d . . . . .
H13 H 0.412196 0.301676 0.252889 0.025 Uiso 1 1 calc R U . . .
C14 C 0.15657(5) 0.63937(9) 0.34224(9) 0.0170(3) Uani 1 1 d . . . . .
C15 C 0.12979(5) 0.60769(10) 0.26973(9) 0.0203(3) Uani 1 1 d . . . . .
H15 H 0.145570 0.592847 0.221699 0.024 Uiso 1 1 calc R U . . .
C16 C 0.07930(5) 0.59817(11) 0.26902(10) 0.0258(3) Uani 1 1 d . . . . .
H16 H 0.060249 0.577465 0.219713 0.031 Uiso 1 1 calc R U . . .
C17 C 0.05658(5) 0.61859(11) 0.33942(11) 0.0284(3) Uani 1 1 d . . . . .
H17 H 0.022089 0.611136 0.338166 0.034 Uiso 1 1 calc R U . . .
C18 C 0.08352(6) 0.64977(11) 0.41178(10) 0.0273(3) Uani 1 1 d . . . . .
H18 H 0.067586 0.663476 0.459891 0.033 Uiso 1 1 calc R U . . .
C19 C 0.13408(5) 0.66096(10) 0.41369(9) 0.0217(3) Uani 1 1 d . . . . .
H19 H 0.152950 0.682902 0.462743 0.026 Uiso 1 1 calc R U . . .
C20 C 0.24525(5) 0.54643(9) 0.53665(8) 0.0151(3) Uani 1 1 d . . . . .
H20 H 0.248132 0.614725 0.520666 0.018 Uiso 1 1 calc R U . . .
C21 C 0.20834(5) 0.54258(10) 0.60131(8) 0.0161(3) Uani 1 1 d . . . . .
C23 C 0.17643(5) 0.63713(10) 0.71294(9) 0.0208(3) Uani 1 1 d . . . . .
H23A H 0.192995 0.676968 0.758049 0.025 Uiso 1 1 calc R U . . .
H23B H 0.168080 0.575636 0.737735 0.025 Uiso 1 1 calc R U . . .
C24 C 0.12946(5) 0.68612(10) 0.67736(8) 0.0194(3) Uani 1 1 d . . . . .
C25 C 0.13093(5) 0.77027(11) 0.63273(9) 0.0248(3) Uani 1 1 d . . . . .
H25 H 0.161647 0.797087 0.623336 0.030 Uiso 1 1 calc R U . . .
C26 C 0.08774(6) 0.81562(12) 0.60167(10) 0.0319(4) Uani 1 1 d . . . . .
H26 H 0.089089 0.873353 0.571442 0.038 Uiso 1 1 calc R U . . .
C27 C 0.04274(6) 0.77674(13) 0.61473(10) 0.0339(4) Uani 1 1 d . . . . .
H27 H 0.013233 0.807639 0.593533 0.041 Uiso 1 1 calc R U . . .
C28 C 0.04108(6) 0.69295(14) 0.65868(11) 0.0371(4) Uani 1 1 d . . . . .
H28 H 0.010373 0.665848 0.667727 0.045 Uiso 1 1 calc R U . . .
C29 C 0.08422(6) 0.64827(12) 0.68964(10) 0.0295(3) Uani 1 1 d . . . . .
H29 H 0.082709 0.590580 0.719875 0.035 Uiso 1 1 calc R U . . .
C30 C 0.29552(5) 0.51592(10) 0.57583(8) 0.0160(3) Uani 1 1 d . . . . .
C31 C 0.30279(5) 0.43171(10) 0.62126(8) 0.0188(3) Uani 1 1 d . . . . .
H31 H 0.275891 0.390221 0.625894 0.023 Uiso 1 1 calc R U . . .
C32 C 0.34896(5) 0.40775(10) 0.65986(8) 0.0206(3) Uani 1 1 d . . . . .
H32 H 0.353227 0.349761 0.689927 0.025 Uiso 1 1 calc R U . . .
C33 C 0.38910(5) 0.46788(11) 0.65497(8) 0.0203(3) Uani 1 1 d . . . . .
C34 C 0.38178(5) 0.55137(10) 0.60945(8) 0.0198(3) Uani 1 1 d . . . . .
H34 H 0.408656 0.592965 0.605035 0.024 Uiso 1 1 calc R U . . .
C35 C 0.33568(5) 0.57528(10) 0.57010(8) 0.0179(3) Uani 1 1 d . . . . .
H35 H 0.331623 0.632649 0.539071 0.021 Uiso 1 1 calc R U . . .
C36 C 0.43860(5) 0.44288(12) 0.69966(10) 0.0288(3) Uani 1 1 d . . . . .
H36A H 0.464113 0.479438 0.675740 0.035 Uiso 1 1 calc R U . . .
H36B H 0.444753 0.374787 0.693246 0.035 Uiso 1 1 calc R U . . .
H36C H 0.439072 0.458182 0.759007 0.035 Uiso 1 1 calc R U . . .
C41 C 0.09597(6) 0.34797(11) 0.51402(10) 0.0289(3) Uani 1 1 d . . . . .
H41A H 0.090872 0.285315 0.539689 0.035 Uiso 1 1 calc R U . . .
H41B H 0.126417 0.375892 0.542341 0.035 Uiso 1 1 calc R U . . .
H22 H 0.2305(6) 0.6728(10) 0.6361(12) 0.048(6) Uiso 1 1 d D . . . .
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(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
O4 S3 O3 116.57(6) . . ?
O4 S3 C3 109.51(6) . . ?
O3 S3 C3 109.85(6) . . ?
O4 S3 C14 109.90(6) . . ?
O3 S3 C14 105.84(6) . . ?
C3 S3 C14 104.44(6) . . ?
C2 N1 C6 117.89(11) . . ?
C2 N1 C7 121.21(11) . . ?
C6 N1 C7 120.87(11) . . ?
C21 N22 C23 123.63(12) . . ?
C21 N22 H22 117.8(12) . . ?
C23 N22 H22 117.4(13) . . ?
C3 C2 N1 122.33(12) . . ?
C3 C2 H2 118.8 . . ?
N1 C2 H2 118.8 . . ?
C2 C3 C4 123.95(12) . . ?
C2 C3 S3 116.45(10) . . ?
C4 C3 S3 119.60(10) . . ?
C5 C4 C3 107.02(11) . . ?
C5 C4 C20 115.15(11) . . ?
C3 C4 C20 111.70(11) . . ?
C5 C4 H4 107.6 . . ?
C3 C4 H4 107.6 . . ?
C20 C4 H4 107.6 . . ?
C6 C5 C4 123.95(12) . . ?
C6 C5 H5 118.0 . . ?
C4 C5 H5 118.0 . . ?
C5 C6 N1 122.41(12) . . ?
C5 C6 H6 118.8 . . ?
N1 C6 H6 118.8 . . ?
N1 C7 C8 114.18(11) . . ?
N1 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C13 118.80(12) . . ?
C9 C8 C7 122.99(12) . . ?
C13 C8 C7 118.20(12) . . ?
C10 C9 C8 120.37(13) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 120.51(14) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.38(14) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C13 C12 C11 120.29(13) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 120.65(13) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
C15 C14 C19 121.64(13) . . ?
C15 C14 S3 119.31(10) . . ?
C19 C14 S3 119.00(11) . . ?
C14 C15 C16 118.44(13) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C17 C16 C15 120.58(14) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.76(14) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C19 119.72(14) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 118.86(14) . . ?
C18 C19 H19 120.6 . . ?
C14 C19 H19 120.6 . . ?
C30 C20 C21 110.13(10) . . ?
C30 C20 C4 115.73(11) . . ?
C21 C20 C4 110.59(10) . . ?
C30 C20 H20 106.6 . . ?
C21 C20 H20 106.6 . . ?
C4 C20 H20 106.6 . . ?
O21 C21 N22 123.94(12) . . ?
O21 C21 C20 123.29(12) . . ?
N22 C21 C20 112.76(11) . . ?
N22 C23 C24 112.85(11) . . ?
N22 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N22 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C29 C24 C25 118.56(13) . . ?
C29 C24 C23 120.59(13) . . ?
C25 C24 C23 120.85(13) . . ?
C24 C25 C26 120.49(14) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 C25 120.15(15) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C27 C26 119.58(15) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C27 C28 C29 119.99(16) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C24 C29 C28 121.23(15) . . ?
C24 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C35 C30 C31 118.25(12) . . ?
C35 C30 C20 119.55(12) . . ?
C31 C30 C20 122.13(12) . . ?
C32 C31 C30 120.85(13) . . ?
C32 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
C31 C32 C33 120.88(13) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C34 C33 C32 118.11(12) . . ?
C34 C33 C36 121.46(13) . . ?
C32 C33 C36 120.42(13) . . ?
C33 C34 C35 121.21(13) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C30 C35 C34 120.70(13) . . ?
C30 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Cl1 C41 Cl2 110.89(9) . . ?
Cl1 C41 H41A 109.5 . . ?
Cl2 C41 H41A 109.5 . . ?
Cl1 C41 H41B 109.5 . . ?
Cl2 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
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
Cl1 C41 1.7615(16) . ?
Cl2 C41 1.7680(17) . ?
S3 O4 1.4439(10) . ?
S3 O3 1.4508(10) . ?
S3 C3 1.7387(13) . ?
S3 C14 1.7657(13) . ?
O21 C21 1.2250(17) . ?
N1 C2 1.3549(17) . ?
N1 C6 1.4018(17) . ?
N1 C7 1.4574(17) . ?
N22 C21 1.3449(18) . ?
N22 C23 1.4594(17) . ?
N22 H22 0.971(5) . ?
C2 C3 1.3482(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.5212(18) . ?
C4 C5 1.5089(19) . ?
C4 C20 1.5732(17) . ?
C4 H4 1.0000 . ?
C5 C6 1.330(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.5189(18) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.3906(19) . ?
C8 C13 1.3968(19) . ?
C9 C10 1.387(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 C19 1.3972(19) . ?
C15 C16 1.390(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.385(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.393(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C30 1.5169(17) . ?
C20 C21 1.5297(17) . ?
C20 H20 1.0000 . ?
C23 C24 1.5193(19) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.384(2) . ?
C24 C25 1.388(2) . ?
C25 C26 1.392(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.387(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.386(2) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C35 1.3933(19) . ?
C30 C31 1.3963(19) . ?
C31 C32 1.3923(19) . ?
C31 H31 0.9500 . ?
C32 C33 1.397(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.388(2) . ?
C33 C36 1.5103(19) . ?
C34 C35 1.3948(19) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N22 H22 O3 . . 7_566 2.9443(16) 0.971(16) 1.982(17) 170.6(16) no
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
C6 N1 C2 C3 8.55(18) . . . . ?
C7 N1 C2 C3 -173.56(12) . . . . ?
N1 C2 C3 C4 4.4(2) . . . . ?
N1 C2 C3 S3 -175.58(10) . . . . ?
O4 S3 C3 C2 10.88(12) . . . . ?
O3 S3 C3 C2 -118.35(10) . . . . ?
C14 S3 C3 C2 128.54(10) . . . . ?
O4 S3 C3 C4 -169.12(10) . . . . ?
O3 S3 C3 C4 61.65(11) . . . . ?
C14 S3 C3 C4 -51.46(11) . . . . ?
C2 C3 C4 C5 -14.97(17) . . . . ?
S3 C3 C4 C5 165.02(9) . . . . ?
C2 C3 C4 C20 111.91(14) . . . . ?
S3 C3 C4 C20 -68.09(13) . . . . ?
C3 C4 C5 C6 14.78(17) . . . . ?
C20 C4 C5 C6 -110.03(14) . . . . ?
C4 C5 C6 N1 -4.3(2) . . . . ?
C2 N1 C6 C5 -8.74(19) . . . . ?
C7 N1 C6 C5 173.36(12) . . . . ?
C2 N1 C7 C8 98.43(14) . . . . ?
C6 N1 C7 C8 -83.74(15) . . . . ?
N1 C7 C8 C9 -1.83(19) . . . . ?
N1 C7 C8 C13 177.73(12) . . . . ?
C13 C8 C9 C10 0.5(2) . . . . ?
C7 C8 C9 C10 -179.94(13) . . . . ?
C8 C9 C10 C11 -0.7(2) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C11 C12 C13 0.4(2) . . . . ?
C11 C12 C13 C8 -0.6(2) . . . . ?
C9 C8 C13 C12 0.1(2) . . . . ?
C7 C8 C13 C12 -179.46(13) . . . . ?
O4 S3 C14 C15 29.54(13) . . . . ?
O3 S3 C14 C15 156.20(11) . . . . ?
C3 S3 C14 C15 -87.85(12) . . . . ?
O4 S3 C14 C19 -152.83(11) . . . . ?
O3 S3 C14 C19 -26.17(13) . . . . ?
C3 S3 C14 C19 89.78(12) . . . . ?
C19 C14 C15 C16 0.4(2) . . . . ?
S3 C14 C15 C16 177.99(11) . . . . ?
C14 C15 C16 C17 -0.9(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 C19 0.2(2) . . . . ?
C17 C18 C19 C14 -0.6(2) . . . . ?
C15 C14 C19 C18 0.3(2) . . . . ?
S3 C14 C19 C18 -177.24(11) . . . . ?
C5 C4 C20 C30 35.75(15) . . . . ?
C3 C4 C20 C30 -86.58(14) . . . . ?
C5 C4 C20 C21 -90.34(13) . . . . ?
C3 C4 C20 C21 147.33(11) . . . . ?
C23 N22 C21 O21 -5.6(2) . . . . ?
C23 N22 C21 C20 175.36(11) . . . . ?
C30 C20 C21 O21 -97.29(15) . . . . ?
C4 C20 C21 O21 31.87(17) . . . . ?
C30 C20 C21 N22 81.71(14) . . . . ?
C4 C20 C21 N22 -149.13(11) . . . . ?
C21 N22 C23 C24 -86.46(16) . . . . ?
N22 C23 C24 C29 127.42(15) . . . . ?
N22 C23 C24 C25 -53.35(18) . . . . ?
C29 C24 C25 C26 0.4(2) . . . . ?
C23 C24 C25 C26 -178.80(13) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C25 C24 C29 C28 -0.3(2) . . . . ?
C23 C24 C29 C28 178.98(15) . . . . ?
C27 C28 C29 C24 0.0(3) . . . . ?
C21 C20 C30 C35 -126.16(13) . . . . ?
C4 C20 C30 C35 107.52(14) . . . . ?
C21 C20 C30 C31 50.76(16) . . . . ?
C4 C20 C30 C31 -75.57(16) . . . . ?
C35 C30 C31 C32 0.0(2) . . . . ?
C20 C30 C31 C32 -176.91(12) . . . . ?
C30 C31 C32 C33 0.8(2) . . . . ?
C31 C32 C33 C34 -1.0(2) . . . . ?
C31 C32 C33 C36 177.79(13) . . . . ?
C32 C33 C34 C35 0.5(2) . . . . ?
C36 C33 C34 C35 -178.31(13) . . . . ?
C31 C30 C35 C34 -0.58(19) . . . . ?
C20 C30 C35 C34 176.46(12) . . . . ?
C33 C34 C35 C30 0.3(2) . . . . ?
