#------------------------------------------------------------------------------
#$Date: 2021-12-09 01:00:39 +0200 (Thu, 09 Dec 2021) $
#$Revision: 271275 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/93/7129369.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_7129369
loop_
_publ_author_name
'Yuan, Shu-Pei'
'Dou, Pei-Hao'
'Jia, Yun-Qing'
'Zhao, Jian-Qiang'
'You, Yong'
'Wang, Zhen-Hua'
'Zhou, Ming-Qiang'
'Yuan, Weicheng'
_publ_section_title
;
 Catalytic asymmetric aromatizing inverse electron-demand [4+2]
 cycloaddition of 1-thioaurones and 1-azaaurones
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06357J
_journal_year                    2021
_chemical_formula_sum            'C31 H23 N O3 S'
_chemical_formula_weight         489.56
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-08-10 deposited with the CCDC.	2021-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                117.754(6)
_cell_angle_beta                 91.918(4)
_cell_angle_gamma                96.198(4)
_cell_formula_units_Z            2
_cell_length_a                   10.0702(4)
_cell_length_b                   11.9626(8)
_cell_length_c                   12.1903(7)
_cell_measurement_temperature    293(2)
_cell_volume                     1286.11(15)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18465
_diffrn_reflns_point_group_measured_fraction_full 0.908
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.041
_diffrn_reflns_theta_min         4.117
_exptl_absorpt_coefficient_mu    1.377
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 2995 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         8825
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0775P)²+0.0729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1344
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    0.817
_reflns_Friedel_fraction_max     0.789
_reflns_number_gt                7897
_reflns_number_total             8825
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06357j2.cif
_cod_data_source_block           202106188
_cod_original_cell_volume        1286.10(14)
_cod_database_code               7129369
_shelx_shelxl_version_number     2014/7
_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   0.841
_shelx_estimated_absorpt_t_max   0.875
loop_
_space_group_symop_operation_xyz
'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_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
S1 S -0.28966(12) 0.70386(12) 0.25732(12) 0.0684(3) Uani 1 1 d . . . . .
O1 O -0.1393(3) 0.3975(3) 0.0401(3) 0.0523(7) Uani 1 1 d . . . . .
O2 O 0.0624(3) 0.3413(3) 0.0284(3) 0.0524(7) Uani 1 1 d . . . . .
O3 O 0.1746(3) 0.6499(3) 0.4625(3) 0.0647(8) Uani 1 1 d . . . . .
N1 N 0.1579(3) 0.5041(3) 0.2590(3) 0.0470(7) Uani 1 1 d D . . . .
H1 H 0.193(4) 0.448(3) 0.200(3) 0.033(9) Uiso 1 1 d D . . . .
C1 C -0.4409(5) 0.3677(5) -0.0197(5) 0.0639(11) Uani 1 1 d . . . . .
H1A H -0.4067 0.2924 -0.0687 0.077 Uiso 1 1 calc R U . . .
C2 C -0.5753(5) 0.3764(7) -0.0351(6) 0.0815(17) Uani 1 1 d . . . . .
H2 H -0.6326 0.3061 -0.0944 0.098 Uiso 1 1 calc R U . . .
C3 C -0.6261(5) 0.4914(8) 0.0386(6) 0.0854(18) Uani 1 1 d . . . . .
H3 H -0.7161 0.4966 0.0251 0.102 Uiso 1 1 calc R U . . .
C4 C -0.5461(5) 0.5945(7) 0.1289(6) 0.0773(15) Uani 1 1 d . . . . .
H4 H -0.5808 0.6692 0.1782 0.093 Uiso 1 1 calc R U . . .
C5 C -0.4104(4) 0.5858(5) 0.1460(4) 0.0622(11) Uani 1 1 d . . . . .
C6 C -0.3574(4) 0.4745(4) 0.0715(4) 0.0535(9) Uani 1 1 d . . . . .
C7 C -0.2170(4) 0.4923(4) 0.1051(4) 0.0521(9) Uani 1 1 d . . . . .
C8 C -0.1665(4) 0.6050(4) 0.2019(4) 0.0549(10) Uani 1 1 d . . . . .
C9 C -0.0237(4) 0.6340(4) 0.2569(4) 0.0498(9) Uani 1 1 d . . . . .
H9 H -0.0226 0.6864 0.3472 0.060 Uiso 1 1 calc R U . . .
C10 C 0.0159(4) 0.5006(4) 0.2312(3) 0.0461(8) Uani 1 1 d . . . . .
C11 C -0.0151(4) 0.4068(3) 0.0917(3) 0.0435(8) Uani 1 1 d . . . . .
C12 C -0.0692(4) 0.4485(4) 0.3060(4) 0.0525(9) Uani 1 1 d . . . . .
H12A H -0.0414 0.5023 0.3939 0.063 Uiso 1 1 calc R U . . .
H12B H -0.1625 0.4562 0.2922 0.063 Uiso 1 1 calc R U . . .
C13 C -0.0602(4) 0.3120(4) 0.2746(4) 0.0554(10) Uani 1 1 d . . . . .
C14 C 0.0350(5) 0.2824(6) 0.3381(6) 0.0774(14) Uani 1 1 d . . . . .
H14 H 0.0948 0.3476 0.4005 0.093 Uiso 1 1 calc R U . . .
C15 C 0.0424(8) 0.1576(8) 0.3102(9) 0.103(2) Uani 1 1 d . . . . .
H15 H 0.1061 0.1392 0.3541 0.123 Uiso 1 1 calc R U . . .
C16 C -0.0449(10) 0.0601(8) 0.2169(9) 0.107(3) Uani 1 1 d . . . . .
H16 H -0.0396 -0.0242 0.1974 0.128 Uiso 1 1 calc R U . . .
C17 C -0.1386(9) 0.0872(6) 0.1536(6) 0.097(2) Uani 1 1 d . . . . .
H17 H -0.1974 0.0213 0.0908 0.116 Uiso 1 1 calc R U . . .
C18 C -0.1473(6) 0.2134(5) 0.1821(5) 0.0749(14) Uani 1 1 d . . . . .
H18 H -0.2122 0.2310 0.1385 0.090 Uiso 1 1 calc R U . . .
C19 C 0.0680(4) 0.7076(4) 0.2098(4) 0.0550(10) Uani 1 1 d . . . . .
C20 C 0.0461(6) 0.6923(5) 0.0898(5) 0.0706(13) Uani 1 1 d . . . . .
H20 H -0.0247 0.6337 0.0356 0.085 Uiso 1 1 calc R U . . .
C21 C 0.1300(8) 0.7646(6) 0.0507(6) 0.0870(17) Uani 1 1 d . . . . .
H21 H 0.1141 0.7550 -0.0291 0.104 Uiso 1 1 calc R U . . .
C22 C 0.2365(7) 0.8504(6) 0.1298(7) 0.0900(18) Uani 1 1 d . . . . .
H22 H 0.2940 0.8969 0.1029 0.108 Uiso 1 1 calc R U . . .
C23 C 0.2570(6) 0.8666(5) 0.2485(7) 0.0813(16) Uani 1 1 d . . . . .
H23 H 0.3281 0.9252 0.3022 0.098 Uiso 1 1 calc R U . . .
C24 C 0.1737(5) 0.7973(4) 0.2890(5) 0.0630(11) Uani 1 1 d . . . . .
H24 H 0.1882 0.8107 0.3702 0.076 Uiso 1 1 calc R U . . .
C25 C 0.2235(4) 0.5700(4) 0.3739(4) 0.0510(9) Uani 1 1 d . . . . .
C26 C 0.3602(4) 0.5363(5) 0.3891(4) 0.0573(10) Uani 1 1 d . . . . .
C27 C 0.4437(6) 0.6224(6) 0.4937(6) 0.0810(15) Uani 1 1 d . . . . .
H27 H 0.4173 0.7000 0.5482 0.097 Uiso 1 1 calc R U . . .
C28 C 0.5687(6) 0.5917(10) 0.5168(7) 0.107(3) Uani 1 1 d . . . . .
H28 H 0.6250 0.6498 0.5869 0.129 Uiso 1 1 calc R U . . .
C29 C 0.6085(5) 0.4793(11) 0.4392(8) 0.107(3) Uani 1 1 d . . . . .
H29 H 0.6905 0.4592 0.4568 0.128 Uiso 1 1 calc R U . . .
C30 C 0.5275(6) 0.3956(9) 0.3349(7) 0.105(2) Uani 1 1 d . . . . .
H30 H 0.5556 0.3190 0.2801 0.126 Uiso 1 1 calc R U . . .
C31 C 0.4038(5) 0.4233(6) 0.3093(5) 0.0815(16) Uani 1 1 d . . . . .
H31 H 0.3496 0.3651 0.2377 0.098 Uiso 1 1 calc R U . . .
S1' S 1.00323(12) 0.63874(11) 0.67516(10) 0.0651(3) Uani 1 1 d . . . . .
O1' O 0.7999(3) 0.9252(3) 0.8300(3) 0.0673(9) Uani 1 1 d . . . . .
O2' O 0.8190(3) 1.1207(3) 0.8584(3) 0.0748(10) Uani 1 1 d . . . . .
O3' O 1.1507(4) 1.0195(3) 0.5618(3) 0.0702(9) Uani 1 1 d . . . . .
N1' N 1.0231(3) 1.1052(3) 0.7213(3) 0.0506(8) Uani 1 1 d . . . . .
H1' H 1.009(5) 1.176(5) 0.784(4) 0.049(11) Uiso 1 1 d . . . . .
C1' C 0.6746(6) 0.6923(7) 0.8502(5) 0.0836(17) Uani 1 1 d . . . . .
H1'A H 0.6273 0.7609 0.8901 0.100 Uiso 1 1 calc R U . . .
C2' C 0.6320(7) 0.5746(8) 0.8428(6) 0.098(2) Uani 1 1 d . . . . .
H2' H 0.5544 0.5636 0.8780 0.118 Uiso 1 1 calc R U . . .
C3' C 0.7044(9) 0.4716(8) 0.7829(7) 0.107(3) Uani 1 1 d . . . . .
H3' H 0.6737 0.3935 0.7787 0.128 Uiso 1 1 calc R U . . .
C4' C 0.8186(7) 0.4843(6) 0.7308(6) 0.0892(19) Uani 1 1 d . . . . .
H4' H 0.8662 0.4158 0.6914 0.107 Uiso 1 1 calc R U . . .
C5' C 0.8624(6) 0.6016(5) 0.7378(4) 0.0679(13) Uani 1 1 d . . . . .
C6' C 0.7924(5) 0.7035(5) 0.7948(4) 0.0663(13) Uani 1 1 d . . . . .
C7' C 0.8550(5) 0.8113(5) 0.7832(4) 0.0604(11) Uani 1 1 d . . . . .
C8' C 0.9669(4) 0.7933(4) 0.7251(4) 0.0548(10) Uani 1 1 d . . . . .
C9' C 1.0493(4) 0.8937(4) 0.7071(4) 0.0514(9) Uani 1 1 d . . . . .
H9' H 1.0843 0.8525 0.6256 0.062 Uiso 1 1 calc R U . . .
C10' C 0.9520(4) 0.9845(4) 0.7035(4) 0.0491(9) Uani 1 1 d . . . . .
C11' C 0.8547(4) 1.0204(4) 0.8055(4) 0.0570(10) Uani 1 1 d . . . . .
C12' C 0.8626(5) 0.9140(4) 0.5761(4) 0.0573(10) Uani 1 1 d . . . . .
H12C H 0.9213 0.8852 0.5096 0.069 Uiso 1 1 calc R U . . .
H12D H 0.8104 0.8388 0.5718 0.069 Uiso 1 1 calc R U . . .
C13' C 0.7675(5) 0.9913(4) 0.5522(4) 0.0582(10) Uani 1 1 d . . . . .
C14' C 0.6374(5) 0.9893(6) 0.5847(6) 0.0812(15) Uani 1 1 d . . . . .
H14' H 0.6084 0.9405 0.6228 0.097 Uiso 1 1 calc R U . . .
C15' C 0.5499(6) 1.0588(9) 0.5614(8) 0.109(2) Uani 1 1 d . . . . .
H15' H 0.4624 1.0560 0.5831 0.131 Uiso 1 1 calc R U . . .
C16' C 0.5921(7) 1.1318(8) 0.5062(8) 0.101(2) Uani 1 1 d . . . . .
H16' H 0.5341 1.1801 0.4918 0.121 Uiso 1 1 calc R U . . .
C17' C 0.7204(6) 1.1330(7) 0.4725(6) 0.0863(16) Uani 1 1 d . . . . .
H17' H 0.7492 1.1812 0.4339 0.104 Uiso 1 1 calc R U . . .
C18' C 0.8069(5) 1.0632(6) 0.4953(5) 0.0707(12) Uani 1 1 d . . . . .
H18' H 0.8937 1.0649 0.4718 0.085 Uiso 1 1 calc R U . . .
C19' C 1.1679(4) 0.9593(4) 0.8057(4) 0.0525(9) Uani 1 1 d . . . . .
C20' C 1.1520(5) 1.0274(5) 0.9320(4) 0.0651(11) Uani 1 1 d . . . . .
H20' H 1.0661 1.0345 0.9578 0.078 Uiso 1 1 calc R U . . .
C21' C 1.2617(6) 1.0845(6) 1.0196(5) 0.0786(15) Uani 1 1 d . . . . .
H21' H 1.2491 1.1302 1.1036 0.094 Uiso 1 1 calc R U . . .
C22' C 1.3892(6) 1.0741(7) 0.9832(7) 0.0894(18) Uani 1 1 d . . . . .
H22' H 1.4631 1.1102 1.0423 0.107 Uiso 1 1 calc R U . . .
C23' C 1.4062(6) 1.0113(9) 0.8614(8) 0.104(2) Uani 1 1 d . . . . .
H23' H 1.4927 1.0068 0.8366 0.125 Uiso 1 1 calc R U . . .
C24' C 1.2969(5) 0.9527(6) 0.7715(6) 0.0795(15) Uani 1 1 d . . . . .
H24' H 1.3112 0.9088 0.6878 0.095 Uiso 1 1 calc R U . . .
C25' C 1.1145(4) 1.1141(4) 0.6468(4) 0.0504(9) Uani 1 1 d . . . . .
C26' C 1.1712(4) 1.2448(4) 0.6705(4) 0.0503(8) Uani 1 1 d . . . . .
C27' C 1.2661(6) 1.2555(6) 0.5953(7) 0.0812(16) Uani 1 1 d . . . . .
H27' H 1.2933 1.1818 0.5337 0.097 Uiso 1 1 calc R U . . .
C28' C 1.3212(6) 1.3714(7) 0.6090(9) 0.102(2) Uani 1 1 d . . . . .
H28' H 1.3842 1.3759 0.5566 0.122 Uiso 1 1 calc R U . . .
C29' C 1.2837(7) 1.4796(6) 0.6993(7) 0.0879(18) Uani 1 1 d . . . . .
H29' H 1.3213 1.5588 0.7096 0.105 Uiso 1 1 calc R U . . .
C30' C 1.1917(8) 1.4721(6) 0.7740(6) 0.094(2) Uani 1 1 d . . . . .
H30' H 1.1668 1.5468 0.8361 0.112 Uiso 1 1 calc R U . . .
C31' C 1.1331(7) 1.3551(5) 0.7604(5) 0.0736(14) Uani 1 1 d . . . . .
H31' H 1.0684 1.3517 0.8119 0.088 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C8 S1 C5 91.0(2) . . ?
C11 O1 C7 118.3(3) . . ?
C25 N1 C10 124.3(3) . . ?
C25 N1 H1 121(3) . . ?
C10 N1 H1 114(3) . . ?
C2 C1 C6 118.5(5) . . ?
C2 C1 H1A 120.8 . . ?
C6 C1 H1A 120.8 . . ?
C1 C2 C3 120.5(6) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 121.3(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 118.6(6) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 121.0(5) . . ?
C6 C5 S1 112.2(3) . . ?
C4 C5 S1 126.8(4) . . ?
C5 C6 C1 120.2(4) . . ?
C5 C6 C7 109.7(4) . . ?
C1 C6 C7 130.1(4) . . ?
C8 C7 O1 123.1(4) . . ?
C8 C7 C6 115.9(4) . . ?
O1 C7 C6 121.0(4) . . ?
C7 C8 C9 122.5(4) . . ?
C7 C8 S1 111.1(3) . . ?
C9 C8 S1 126.2(3) . . ?
C8 C9 C19 113.4(4) . . ?
C8 C9 C10 104.7(3) . . ?
C19 C9 C10 115.2(3) . . ?
C8 C9 H9 107.7 . . ?
C19 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
N1 C10 C11 105.6(3) . . ?
N1 C10 C12 110.7(3) . . ?
C11 C10 C12 108.6(3) . . ?
N1 C10 C9 113.5(3) . . ?
C11 C10 C9 109.0(3) . . ?
C12 C10 C9 109.3(3) . . ?
O2 C11 O1 119.1(3) . . ?
O2 C11 C10 124.1(3) . . ?
O1 C11 C10 116.8(3) . . ?
C13 C12 C10 115.6(3) . . ?
C13 C12 H12A 108.4 . . ?
C10 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
C10 C12 H12B 108.4 . . ?
H12A C12 H12B 107.4 . . ?
C18 C13 C14 118.3(5) . . ?
C18 C13 C12 120.6(5) . . ?
C14 C13 C12 121.0(4) . . ?
C15 C14 C13 121.0(6) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 119.9(7) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 119.9(7) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.4(7) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 120.4(6) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C24 C19 C20 118.4(5) . . ?
C24 C19 C9 119.9(4) . . ?
C20 C19 C9 121.7(4) . . ?
C21 C20 C19 120.2(5) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 120.3(6) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 119.5(6) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 120.8(6) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C19 120.7(5) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
O3 C25 N1 122.8(4) . . ?
O3 C25 C26 121.2(4) . . ?
N1 C25 C26 116.0(4) . . ?
C31 C26 C27 118.6(5) . . ?
C31 C26 C25 124.2(4) . . ?
C27 C26 C25 117.1(5) . . ?
C26 C27 C28 119.4(7) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C29 C28 C27 121.2(6) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 119.4(6) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C31 120.8(7) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C26 C31 C30 120.6(6) . . ?
C26 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C8' S1' C5' 91.2(2) . . ?
C11' O1' C7' 119.2(3) . . ?
C25' N1' C10' 123.5(3) . . ?
C25' N1' H1' 116(3) . . ?
C10' N1' H1' 120(3) . . ?
C2' C1' C6' 117.2(7) . . ?
C2' C1' H1'A 121.4 . . ?
C6' C1' H1'A 121.4 . . ?
C1' C2' C3' 121.0(6) . . ?
C1' C2' H2' 119.5 . . ?
C3' C2' H2' 119.5 . . ?
C4' C3' C2' 121.1(6) . . ?
C4' C3' H3' 119.4 . . ?
C2' C3' H3' 119.4 . . ?
C3' C4' C5' 118.5(8) . . ?
C3' C4' H4' 120.7 . . ?
C5' C4' H4' 120.7 . . ?
C6' C5' C4' 121.4(6) . . ?
C6' C5' S1' 112.1(4) . . ?
C4' C5' S1' 126.4(5) . . ?
C5' C6' C1' 120.8(5) . . ?
C5' C6' C7' 110.3(4) . . ?
C1' C6' C7' 128.9(6) . . ?
C8' C7' O1' 123.5(4) . . ?
C8' C7' C6' 115.3(5) . . ?
O1' C7' C6' 121.3(4) . . ?
C7' C8' C9' 123.8(4) . . ?
C7' C8' S1' 111.1(4) . . ?
C9' C8' S1' 125.1(3) . . ?
C8' C9' C19' 111.4(4) . . ?
C8' C9' C10' 106.6(3) . . ?
C19' C9' C10' 114.5(3) . . ?
C8' C9' H9' 108.0 . . ?
C19' C9' H9' 108.0 . . ?
C10' C9' H9' 108.0 . . ?
N1' C10' C11' 105.4(3) . . ?
N1' C10' C9' 112.2(3) . . ?
C11' C10' C9' 113.5(4) . . ?
N1' C10' C12' 111.1(4) . . ?
C11' C10' C12' 106.2(3) . . ?
C9' C10' C12' 108.3(3) . . ?
O2' C11' O1' 118.2(4) . . ?
O2' C11' C10' 124.6(4) . . ?
O1' C11' C10' 117.1(4) . . ?
C13' C12' C10' 115.9(3) . . ?
C13' C12' H12C 108.3 . . ?
C10' C12' H12C 108.3 . . ?
C13' C12' H12D 108.3 . . ?
C10' C12' H12D 108.3 . . ?
H12C C12' H12D 107.4 . . ?
C18' C13' C14' 118.2(5) . . ?
C18' C13' C12' 120.9(4) . . ?
C14' C13' C12' 120.9(5) . . ?
C15' C14' C13' 120.9(6) . . ?
C15' C14' H14' 119.6 . . ?
C13' C14' H14' 119.6 . . ?
C16' C15' C14' 120.0(6) . . ?
C16' C15' H15' 120.0 . . ?
C14' C15' H15' 120.0 . . ?
C17' C16' C15' 119.4(6) . . ?
C17' C16' H16' 120.3 . . ?
C15' C16' H16' 120.3 . . ?
C16' C17' C18' 120.4(6) . . ?
C16' C17' H17' 119.8 . . ?
C18' C17' H17' 119.8 . . ?
C13' C18' C17' 121.2(5) . . ?
C13' C18' H18' 119.4 . . ?
C17' C18' H18' 119.4 . . ?
C24' C19' C20' 117.4(5) . . ?
C24' C19' C9' 120.1(4) . . ?
C20' C19' C9' 122.4(4) . . ?
C21' C20' C19' 121.2(5) . . ?
C21' C20' H20' 119.4 . . ?
C19' C20' H20' 119.4 . . ?
C22' C21' C20' 120.2(5) . . ?
C22' C21' H21' 119.9 . . ?
C20' C21' H21' 119.9 . . ?
C23' C22' C21' 119.4(6) . . ?
C23' C22' H22' 120.3 . . ?
C21' C22' H22' 120.3 . . ?
C22' C23' C24' 121.3(6) . . ?
C22' C23' H23' 119.4 . . ?
C24' C23' H23' 119.4 . . ?
C19' C24' C23' 120.5(6) . . ?
C19' C24' H24' 119.7 . . ?
C23' C24' H24' 119.7 . . ?
O3' C25' N1' 122.1(4) . . ?
O3' C25' C26' 120.5(4) . . ?
N1' C25' C26' 117.4(3) . . ?
C31' C26' C27' 117.8(5) . . ?
C31' C26' C25' 124.2(4) . . ?
C27' C26' C25' 118.0(4) . . ?
C28' C27' C26' 121.8(6) . . ?
C28' C27' H27' 119.1 . . ?
C26' C27' H27' 119.1 . . ?
C29' C28' C27' 119.7(6) . . ?
C29' C28' H28' 120.1 . . ?
C27' C28' H28' 120.1 . . ?
C30' C29' C28' 119.7(6) . . ?
C30' C29' H29' 120.1 . . ?
C28' C29' H29' 120.1 . . ?
C29' C30' C31' 121.4(6) . . ?
C29' C30' H30' 119.3 . . ?
C31' C30' H30' 119.3 . . ?
C26' C31' C30' 119.5(5) . . ?
C26' C31' H31' 120.2 . . ?
C30' C31' H31' 120.2 . . ?
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
S1 C8 1.738(4) . ?
S1 C5 1.746(5) . ?
O1 C11 1.351(5) . ?
O1 C7 1.387(5) . ?
O2 C11 1.195(5) . ?
O3 C25 1.223(5) . ?
N1 C25 1.349(5) . ?
N1 C10 1.450(5) . ?
N1 H1 0.84(2) . ?
C1 C2 1.382(7) . ?
C1 C6 1.399(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.411(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.358(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(7) . ?
C6 C7 1.424(6) . ?
C7 C8 1.341(6) . ?
C8 C9 1.499(6) . ?
C9 C19 1.512(6) . ?
C9 C10 1.576(6) . ?
C9 H9 0.9800 . ?
C10 C11 1.536(5) . ?
C10 C12 1.556(6) . ?
C12 C13 1.508(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.380(7) . ?
C13 C14 1.388(7) . ?
C14 C15 1.379(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.357(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.396(10) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.392(6) . ?
C19 C20 1.395(7) . ?
C20 C21 1.393(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.381(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.377(8) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.505(6) . ?
C26 C31 1.377(8) . ?
C26 C27 1.383(7) . ?
C27 C28 1.404(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.349(12) . ?
C28 H28 0.9300 . ?
C29 C30 1.361(11) . ?
C29 H29 0.9300 . ?
C30 C31 1.385(8) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
S1' C8' 1.742(5) . ?
S1' C5' 1.744(5) . ?
O1' C11' 1.371(6) . ?
O1' C7' 1.396(6) . ?
O2' C11' 1.173(6) . ?
O3' C25' 1.228(5) . ?
N1' C25' 1.346(5) . ?
N1' C10' 1.456(5) . ?
N1' H1' 0.87(5) . ?
C1' C2' 1.387(10) . ?
C1' C6' 1.409(7) . ?
C1' H1'A 0.9300 . ?
C2' C3' 1.405(12) . ?
C2' H2' 0.9300 . ?
C3' C4' 1.360(10) . ?
C3' H3' 0.9300 . ?
C4' C5' 1.388(8) . ?
C4' H4' 0.9300 . ?
C5' C6' 1.377(8) . ?
C6' C7' 1.442(7) . ?
C7' C8' 1.335(6) . ?
C8' C9' 1.491(6) . ?
C9' C19' 1.520(6) . ?
C9' C10' 1.553(6) . ?
C9' H9' 0.9800 . ?
C10' C11' 1.538(5) . ?
C10' C12' 1.567(6) . ?
C12' C13' 1.510(7) . ?
C12' H12C 0.9700 . ?
C12' H12D 0.9700 . ?
C13' C18' 1.371(7) . ?
C13' C14' 1.382(7) . ?
C14' C15' 1.382(10) . ?
C14' H14' 0.9300 . ?
C15' C16' 1.372(11) . ?
C15' H15' 0.9300 . ?
C16' C17' 1.370(9) . ?
C16' H16' 0.9300 . ?
C17' C18' 1.375(9) . ?
C17' H17' 0.9300 . ?
C18' H18' 0.9300 . ?
C19' C24' 1.377(7) . ?
C19' C20' 1.391(6) . ?
C20' C21' 1.381(7) . ?
C20' H20' 0.9300 . ?
C21' C22' 1.371(9) . ?
C21' H21' 0.9300 . ?
C22' C23' 1.344(11) . ?
C22' H22' 0.9300 . ?
C23' C24' 1.393(9) . ?
C23' H23' 0.9300 . ?
C24' H24' 0.9300 . ?
C25' C26' 1.492(6) . ?
C26' C31' 1.372(6) . ?
C26' C27' 1.382(7) . ?
C27' C28' 1.368(9) . ?
C27' H27' 0.9300 . ?
C28' C29' 1.356(10) . ?
C28' H28' 0.9300 . ?
C29' C30' 1.346(10) . ?
C29' H29' 0.9300 . ?
C30' C31' 1.391(8) . ?
C30' H30' 0.9300 . ?
C31' H31' 0.9300 . ?
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
N1' H1' O2 0.87(5) 2.69(5) 3.459(4) 148(4) 1_666
N1 H1 O2 0.84(2) 2.17(4) 2.633(4) 114(3) .
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 C1 C2 C3 0.8(8) . . . . ?
C1 C2 C3 C4 -2.2(8) . . . . ?
C2 C3 C4 C5 1.4(8) . . . . ?
C3 C4 C5 C6 0.7(8) . . . . ?
C3 C4 C5 S1 -178.6(4) . . . . ?
C8 S1 C5 C6 1.2(4) . . . . ?
C8 S1 C5 C4 -179.5(5) . . . . ?
C4 C5 C6 C1 -2.0(7) . . . . ?
S1 C5 C6 C1 177.4(4) . . . . ?
C4 C5 C6 C7 178.0(5) . . . . ?
S1 C5 C6 C7 -2.6(5) . . . . ?
C2 C1 C6 C5 1.3(7) . . . . ?
C2 C1 C6 C7 -178.8(5) . . . . ?
C11 O1 C7 C8 14.8(6) . . . . ?
C11 O1 C7 C6 -165.3(4) . . . . ?
C5 C6 C7 C8 3.3(6) . . . . ?
C1 C6 C7 C8 -176.7(5) . . . . ?
C5 C6 C7 O1 -176.6(4) . . . . ?
C1 C6 C7 O1 3.5(7) . . . . ?
O1 C7 C8 C9 -6.3(7) . . . . ?
C6 C7 C8 C9 173.9(4) . . . . ?
O1 C7 C8 S1 177.4(3) . . . . ?
C6 C7 C8 S1 -2.5(6) . . . . ?
C5 S1 C8 C7 0.7(4) . . . . ?
C5 S1 C8 C9 -175.4(4) . . . . ?
C7 C8 C9 C19 97.8(5) . . . . ?
S1 C8 C9 C19 -86.5(5) . . . . ?
C7 C8 C9 C10 -28.6(6) . . . . ?
S1 C8 C9 C10 147.1(4) . . . . ?
C25 N1 C10 C11 -175.9(4) . . . . ?
C25 N1 C10 C12 -58.5(5) . . . . ?
C25 N1 C10 C9 64.9(5) . . . . ?
C8 C9 C10 N1 170.4(3) . . . . ?
C19 C9 C10 N1 45.1(5) . . . . ?
C8 C9 C10 C11 53.0(4) . . . . ?
C19 C9 C10 C11 -72.2(4) . . . . ?
C8 C9 C10 C12 -65.5(4) . . . . ?
C19 C9 C10 C12 169.2(3) . . . . ?
C7 O1 C11 O2 -165.7(4) . . . . ?
C7 O1 C11 C10 15.8(5) . . . . ?
N1 C10 C11 O2 8.4(6) . . . . ?
C12 C10 C11 O2 -110.4(4) . . . . ?
C9 C10 C11 O2 130.6(4) . . . . ?
N1 C10 C11 O1 -173.1(3) . . . . ?
C12 C10 C11 O1 68.1(4) . . . . ?
C9 C10 C11 O1 -50.9(4) . . . . ?
N1 C10 C12 C13 -64.3(4) . . . . ?
C11 C10 C12 C13 51.2(5) . . . . ?
C9 C10 C12 C13 170.0(3) . . . . ?
C10 C12 C13 C18 -89.5(5) . . . . ?
C10 C12 C13 C14 90.8(5) . . . . ?
C18 C13 C14 C15 -0.3(8) . . . . ?
C12 C13 C14 C15 179.4(5) . . . . ?
C13 C14 C15 C16 0.7(10) . . . . ?
C14 C15 C16 C17 -0.6(11) . . . . ?
C15 C16 C17 C18 0.1(10) . . . . ?
C14 C13 C18 C17 -0.2(7) . . . . ?
C12 C13 C18 C17 -179.9(5) . . . . ?
C16 C17 C18 C13 0.4(9) . . . . ?
C8 C9 C19 C24 145.5(4) . . . . ?
C10 C9 C19 C24 -93.9(4) . . . . ?
C8 C9 C19 C20 -31.5(6) . . . . ?
C10 C9 C19 C20 89.1(5) . . . . ?
C24 C19 C20 C21 0.8(7) . . . . ?
C9 C19 C20 C21 177.9(5) . . . . ?
C19 C20 C21 C22 1.0(9) . . . . ?
C20 C21 C22 C23 -1.8(10) . . . . ?
C21 C22 C23 C24 0.8(10) . . . . ?
C22 C23 C24 C19 1.1(9) . . . . ?
C20 C19 C24 C23 -1.9(7) . . . . ?
C9 C19 C24 C23 -179.0(5) . . . . ?
C10 N1 C25 O3 -12.6(7) . . . . ?
C10 N1 C25 C26 165.3(4) . . . . ?
O3 C25 C26 C31 157.7(5) . . . . ?
N1 C25 C26 C31 -20.2(7) . . . . ?
O3 C25 C26 C27 -18.8(7) . . . . ?
N1 C25 C26 C27 163.3(4) . . . . ?
C31 C26 C27 C28 -1.1(8) . . . . ?
C25 C26 C27 C28 175.6(5) . . . . ?
C26 C27 C28 C29 -0.4(10) . . . . ?
C27 C28 C29 C30 1.7(11) . . . . ?
C28 C29 C30 C31 -1.5(11) . . . . ?
C27 C26 C31 C30 1.3(9) . . . . ?
C25 C26 C31 C30 -175.2(6) . . . . ?
C29 C30 C31 C26 0.0(11) . . . . ?
C6' C1' C2' C3' 0.3(9) . . . . ?
C1' C2' C3' C4' 0.3(11) . . . . ?
C2' C3' C4' C5' -0.1(10) . . . . ?
C3' C4' C5' C6' -0.6(9) . . . . ?
C3' C4' C5' S1' -178.5(5) . . . . ?
C8' S1' C5' C6' -0.5(4) . . . . ?
C8' S1' C5' C4' 177.6(5) . . . . ?
C4' C5' C6' C1' 1.2(7) . . . . ?
S1' C5' C6' C1' 179.4(4) . . . . ?
C4' C5' C6' C7' -176.8(5) . . . . ?
S1' C5' C6' C7' 1.4(5) . . . . ?
C2' C1' C6' C5' -1.0(8) . . . . ?
C2' C1' C6' C7' 176.6(5) . . . . ?
C11' O1' C7' C8' 6.5(6) . . . . ?
C11' O1' C7' C6' -173.2(4) . . . . ?
C5' C6' C7' C8' -2.0(6) . . . . ?
C1' C6' C7' C8' -179.8(5) . . . . ?
C5' C6' C7' O1' 177.8(4) . . . . ?
C1' C6' C7' O1' 0.0(7) . . . . ?
O1' C7' C8' C9' 2.3(7) . . . . ?
C6' C7' C8' C9' -177.9(4) . . . . ?
O1' C7' C8' S1' -178.1(3) . . . . ?
C6' C7' C8' S1' 1.6(5) . . . . ?
C5' S1' C8' C7' -0.6(4) . . . . ?
C5' S1' C8' C9' 178.9(4) . . . . ?
C7' C8' C9' C19' 97.6(5) . . . . ?
S1' C8' C9' C19' -81.9(4) . . . . ?
C7' C8' C9' C10' -27.9(5) . . . . ?
S1' C8' C9' C10' 152.6(3) . . . . ?
C25' N1' C10' C11' -177.6(4) . . . . ?
C25' N1' C10' C9' 58.4(5) . . . . ?
C25' N1' C10' C12' -63.0(5) . . . . ?
C8' C9' C10' N1' 163.9(3) . . . . ?
C19' C9' C10' N1' 40.2(4) . . . . ?
C8' C9' C10' C11' 44.6(4) . . . . ?
C19' C9' C10' C11' -79.1(4) . . . . ?
C8' C9' C10' C12' -73.1(4) . . . . ?
C19' C9' C10' C12' 163.2(3) . . . . ?
C7' O1' C11' O2' -170.3(4) . . . . ?
C7' O1' C11' C10' 13.8(6) . . . . ?
N1' C10' C11' O2' 20.4(6) . . . . ?
C9' C10' C11' O2' 143.5(4) . . . . ?
C12' C10' C11' O2' -97.6(5) . . . . ?
N1' C10' C11' O1' -164.0(4) . . . . ?
C9' C10' C11' O1' -40.9(5) . . . . ?
C12' C10' C11' O1' 78.1(5) . . . . ?
N1' C10' C12' C13' -52.4(5) . . . . ?
C11' C10' C12' C13' 61.7(5) . . . . ?
C9' C10' C12' C13' -176.1(3) . . . . ?
C10' C12' C13' C18' 89.3(5) . . . . ?
C10' C12' C13' C14' -92.0(6) . . . . ?
C18' C13' C14' C15' -0.5(9) . . . . ?
C12' C13' C14' C15' -179.2(6) . . . . ?
C13' C14' C15' C16' -0.5(13) . . . . ?
C14' C15' C16' C17' 1.3(14) . . . . ?
C15' C16' C17' C18' -1.0(13) . . . . ?
C14' C13' C18' C17' 0.8(8) . . . . ?
C12' C13' C18' C17' 179.5(5) . . . . ?
C16' C17' C18' C13' -0.1(10) . . . . ?
C8' C9' C19' C24' 118.3(5) . . . . ?
C10' C9' C19' C24' -120.7(5) . . . . ?
C8' C9' C19' C20' -61.7(6) . . . . ?
C10' C9' C19' C20' 59.4(6) . . . . ?
C24' C19' C20' C21' -0.9(8) . . . . ?
C9' C19' C20' C21' 179.1(5) . . . . ?
C19' C20' C21' C22' -0.5(9) . . . . ?
C20' C21' C22' C23' 2.1(11) . . . . ?
C21' C22' C23' C24' -2.2(12) . . . . ?
C20' C19' C24' C23' 0.7(9) . . . . ?
C9' C19' C24' C23' -179.2(6) . . . . ?
C22' C23' C24' C19' 0.8(12) . . . . ?
C10' N1' C25' O3' -4.4(7) . . . . ?
C10' N1' C25' C26' 175.2(4) . . . . ?
O3' C25' C26' C31' 177.7(5) . . . . ?
N1' C25' C26' C31' -2.0(7) . . . . ?
O3' C25' C26' C27' -0.9(7) . . . . ?
N1' C25' C26' C27' 179.4(5) . . . . ?
C31' C26' C27' C28' 0.0(9) . . . . ?
C25' C26' C27' C28' 178.7(6) . . . . ?
C26' C27' C28' C29' 0.7(12) . . . . ?
C27' C28' C29' C30' -0.5(12) . . . . ?
C28' C29' C30' C31' -0.4(12) . . . . ?
C27' C26' C31' C30' -1.0(8) . . . . ?
C25' C26' C31' C30' -179.5(5) . . . . ?
C29' C30' C31' C26' 1.2(11) . . . . ?
