#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/43/2224326.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_2224326
loop_
_publ_author_name
'Aridoss, G.'
'Gayathri, D.'
'Park, Keun Soo'
'Kim, Jong Tae'
'Jeong, Yeon Tae'
_publ_section_title
;Ethyl
 4-hydroxy-2,6-diphenyl-1-(2-thiomorpholinopropanoyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
;
_journal_coeditor_code           IS2490
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3180
_journal_page_last               o3181
_journal_paper_doi               10.1107/S1600536809049186
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C27 H32 N2 O4 S'
_chemical_formula_moiety         'C27 H32 N2 O4 S'
_chemical_formula_sum            'C27 H32 N2 O4 S'
_chemical_formula_weight         480.61
_chemical_name_systematic
;
Ethyl 4-hydroxy-2,6-diphenyl-1-(2-thiomorpholinopropanoyl)-
1,2,5,6-tetrahydropyridine-3-carboxylate
;
_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                93.908(18)
_cell_angle_beta                 104.941(15)
_cell_angle_gamma                106.819(16)
_cell_formula_units_Z            2
_cell_length_a                   9.904(3)
_cell_length_b                   11.400(4)
_cell_length_c                   12.103(4)
_cell_measurement_reflns_used    5338
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.76
_cell_measurement_theta_min      2.25
_cell_volume                     1248.7(7)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_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  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26182
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.76
_diffrn_reflns_theta_min         2.25
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  0.9677
_exptl_absorpt_correction_T_min  0.9521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.359
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5707
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0382
_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)+(0.0614P)²+0.2715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1173
_reflns_number_gt                4543
_reflns_number_total             5707
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            is2490.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2224326
_cod_database_fobs_code          2224326
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
C C1 1.19148(14) 0.27730(12) 0.23357(11) 0.0347(3) Uani d . 1 . .
H H1 1.2819 0.2883 0.2959 0.042 Uiso calc R 1 . .
C C2 1.22176(15) 0.24683(13) 0.12043(12) 0.0400(3) Uani d . 1 . .
H H2A 1.2817 0.3218 0.1013 0.048 Uiso calc R 1 . .
H H2B 1.2769 0.1885 0.1293 0.048 Uiso calc R 1 . .
C C3 1.08292(15) 0.19255(12) 0.02448(11) 0.0371(3) Uani d . 1 . .
C C4 0.95026(14) 0.14479(11) 0.04268(10) 0.0331(3) Uani d . 1 . .
C C5 0.93213(13) 0.13505(11) 0.16238(10) 0.0310(3) Uani d . 1 . .
H H5 0.8828 0.0472 0.1626 0.037 Uiso calc R 1 . .
C C6 1.10345(14) 0.08311(12) 0.31764(10) 0.0337(3) Uani d . 1 . .
C C7 1.25989(15) 0.11016(13) 0.39709(11) 0.0357(3) Uani d . 1 . .
H H7 1.3274 0.1358 0.3501 0.043 Uiso calc R 1 . .
C C8 1.45086(15) 0.27218(15) 0.54032(13) 0.0478(4) Uani d . 1 . .
H H8A 1.4994 0.2871 0.4801 0.057 Uiso calc R 1 . .
H H8B 1.4889 0.2154 0.5853 0.057 Uiso calc R 1 . .
C C9 1.4863(2) 0.39292(17) 0.61776(16) 0.0611(4) Uani d . 1 . .
H H9A 1.4450 0.4485 0.5733 0.073 Uiso calc R 1 . .
H H9B 1.5924 0.4315 0.6454 0.073 Uiso calc R 1 . .
C C10 1.2279(2) 0.29267(17) 0.65584(14) 0.0574(4) Uani d . 1 . .
H H10A 1.1697 0.2655 0.7082 0.069 Uiso calc R 1 . .
H H10B 1.1886 0.3499 0.6126 0.069 Uiso calc R 1 . .
C C11 1.21338(17) 0.18191(15) 0.57289(12) 0.0457(3) Uani d . 1 . .
H H11A 1.2508 0.1239 0.6163 0.055 Uiso calc R 1 . .
H H11B 1.1099 0.1405 0.5329 0.055 Uiso calc R 1 . .
C C12 1.15095(14) 0.39523(12) 0.24545(11) 0.0358(3) Uani d . 1 . .
C C13 1.12638(16) 0.43177(14) 0.34780(13) 0.0448(3) Uani d . 1 . .
H H13 1.1291 0.3814 0.4051 0.054 Uiso calc R 1 . .
C C14 1.0980(2) 0.54136(16) 0.36610(16) 0.0577(4) Uani d . 1 . .
H H14 1.0809 0.5643 0.4352 0.069 Uiso calc R 1 . .
C C15 1.0948(2) 0.61727(16) 0.28258(18) 0.0640(5) Uani d . 1 . .
H H15 1.0773 0.6922 0.2955 0.077 Uiso calc R 1 . .
C C16 1.1173(2) 0.58217(16) 0.18069(17) 0.0608(4) Uani d . 1 . .
H H16 1.1135 0.6327 0.1235 0.073 Uiso calc R 1 . .
C C17 1.14591(18) 0.47184(13) 0.16176(13) 0.0471(3) Uani d . 1 . .
H H17 1.1618 0.4490 0.0921 0.057 Uiso calc R 1 . .
C C18 0.83851(13) 0.20571(12) 0.19968(11) 0.0332(3) Uani d . 1 . .
C C19 0.80193(16) 0.18358(14) 0.30119(12) 0.0425(3) Uani d . 1 . .
H H19 0.8339 0.1262 0.3429 0.051 Uiso calc R 1 . .
C C20 0.71920(19) 0.24515(16) 0.34109(15) 0.0547(4) Uani d . 1 . .
H H20 0.6955 0.2294 0.4093 0.066 Uiso calc R 1 . .
C C21 0.6719(2) 0.32964(16) 0.28039(16) 0.0597(4) Uani d . 1 . .
H H21 0.6165 0.3720 0.3075 0.072 Uiso calc R 1 . .
C C22 0.7062(2) 0.35187(16) 0.17939(16) 0.0555(4) Uani d . 1 . .
H H22 0.6733 0.4090 0.1379 0.067 Uiso calc R 1 . .
C C23 0.78906(16) 0.29013(13) 0.13889(12) 0.0423(3) Uani d . 1 . .
H H23 0.8116 0.3057 0.0702 0.051 Uiso calc R 1 . .
C C24 1.2782(2) -0.00907(15) 0.43919(14) 0.0524(4) Uani d . 1 . .
H H24A 1.3719 0.0096 0.4965 0.079 Uiso calc R 1 . .
H H24B 1.2733 -0.0661 0.3751 0.079 Uiso calc R 1 . .
H H24C 1.2008 -0.0457 0.4725 0.079 Uiso calc R 1 . .
C C25 0.82265(15) 0.08996(12) -0.05693(11) 0.0369(3) Uani d . 1 . .
C C26 0.56361(17) -0.00482(15) -0.12584(13) 0.0494(4) Uani d . 1 . .
H H26A 0.4891 -0.0668 -0.1038 0.059 Uiso calc R 1 . .
H H26B 0.5820 -0.0430 -0.1922 0.059 Uiso calc R 1 . .
C C27 0.5094(2) 0.1005(2) -0.15733(19) 0.0757(6) Uani d . 1 . .
H H27A 0.4967 0.1411 -0.0904 0.114 Uiso calc R 1 . .
H H27B 0.4167 0.0701 -0.2167 0.114 Uiso calc R 1 . .
H H27C 0.5797 0.1585 -0.1852 0.114 Uiso calc R 1 . .
N N1 1.07728(11) 0.16791(10) 0.24818(9) 0.0326(2) Uani d . 1 . .
N N2 1.29325(11) 0.21563(10) 0.48737(9) 0.0336(2) Uani d . 1 . .
O O1 1.00568(11) -0.01107(9) 0.31843(9) 0.0454(2) Uani d . 1 . .
O O2 1.10662(12) 0.19398(11) -0.07897(9) 0.0520(3) Uani d . 1 . .
H H2 1.0283 0.1614 -0.1296 0.078 Uiso calc R 1 . .
O O3 0.82742(12) 0.08937(11) -0.15678(8) 0.0539(3) Uani d . 1 . .
O O4 0.69839(10) 0.03850(9) -0.03050(8) 0.0406(2) Uani d . 1 . .
S S1 1.41530(6) 0.37181(4) 0.73873(4) 0.06261(15) Uani 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'
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
N1 C1 C2 . . 107.66(11) ?
N1 C1 C12 . . 112.16(11) ?
C2 C1 C12 . . 114.82(11) ?
N1 C1 H1 . . 107.3 ?
C2 C1 H1 . . 107.3 ?
C12 C1 H1 . . 107.3 ?
C3 C2 C1 . . 111.58(11) ?
C3 C2 H2A . . 109.3 ?
C1 C2 H2A . . 109.3 ?
C3 C2 H2B . . 109.3 ?
C1 C2 H2B . . 109.3 ?
H2A C2 H2B . . 108.0 ?
O2 C3 C4 . . 125.09(13) ?
O2 C3 C2 . . 112.09(12) ?
C4 C3 C2 . . 122.79(12) ?
C3 C4 C25 . . 118.29(12) ?
C3 C4 C5 . . 122.64(11) ?
C25 C4 C5 . . 118.79(11) ?
N1 C5 C4 . . 109.82(10) ?
N1 C5 C18 . . 110.60(10) ?
C4 C5 C18 . . 116.73(10) ?
N1 C5 H5 . . 106.3 ?
C4 C5 H5 . . 106.3 ?
C18 C5 H5 . . 106.3 ?
O1 C6 N1 . . 121.77(12) ?
O1 C6 C7 . . 120.49(12) ?
N1 C6 C7 . . 117.73(11) ?
N2 C7 C24 . . 116.11(11) ?
N2 C7 C6 . . 109.40(10) ?
C24 C7 C6 . . 109.39(12) ?
N2 C7 H7 . . 107.2 ?
C24 C7 H7 . . 107.2 ?
C6 C7 H7 . . 107.2 ?
N2 C8 C9 . . 111.80(13) ?
N2 C8 H8A . . 109.3 ?
C9 C8 H8A . . 109.3 ?
N2 C8 H8B . . 109.3 ?
C9 C8 H8B . . 109.3 ?
H8A C8 H8B . . 107.9 ?
C8 C9 S1 . . 112.18(12) ?
C8 C9 H9A . . 109.2 ?
S1 C9 H9A . . 109.2 ?
C8 C9 H9B . . 109.2 ?
S1 C9 H9B . . 109.2 ?
H9A C9 H9B . . 107.9 ?
C11 C10 S1 . . 112.47(12) ?
C11 C10 H10A . . 109.1 ?
S1 C10 H10A . . 109.1 ?
C11 C10 H10B . . 109.1 ?
S1 C10 H10B . . 109.1 ?
H10A C10 H10B . . 107.8 ?
N2 C11 C10 . . 112.61(13) ?
N2 C11 H11A . . 109.1 ?
C10 C11 H11A . . 109.1 ?
N2 C11 H11B . . 109.1 ?
C10 C11 H11B . . 109.1 ?
H11A C11 H11B . . 107.8 ?
C17 C12 C13 . . 118.22(14) ?
C17 C12 C1 . . 123.25(13) ?
C13 C12 C1 . . 118.41(12) ?
C14 C13 C12 . . 120.97(15) ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C13 C14 C15 . . 120.20(16) ?
C13 C14 H14 . . 119.9 ?
C15 C14 H14 . . 119.9 ?
C16 C15 C14 . . 119.63(16) ?
C16 C15 H15 . . 120.2 ?
C14 C15 H15 . . 120.2 ?
C15 C16 C17 . . 120.40(16) ?
C15 C16 H16 . . 119.8 ?
C17 C16 H16 . . 119.8 ?
C12 C17 C16 . . 120.56(15) ?
C12 C17 H17 . . 119.7 ?
C16 C17 H17 . . 119.7 ?
C23 C18 C19 . . 118.54(13) ?
C23 C18 C5 . . 123.75(12) ?
C19 C18 C5 . . 117.71(12) ?
C20 C19 C18 . . 120.98(14) ?
C20 C19 H19 . . 119.5 ?
C18 C19 H19 . . 119.5 ?
C21 C20 C19 . . 119.88(15) ?
C21 C20 H20 . . 120.1 ?
C19 C20 H20 . . 120.1 ?
C20 C21 C22 . . 119.83(15) ?
C20 C21 H21 . . 120.1 ?
C22 C21 H21 . . 120.1 ?
C21 C22 C23 . . 120.49(15) ?
C21 C22 H22 . . 119.8 ?
C23 C22 H22 . . 119.8 ?
C18 C23 C22 . . 120.26(14) ?
C18 C23 H23 . . 119.9 ?
C22 C23 H23 . . 119.9 ?
C7 C24 H24A . . 109.5 ?
C7 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C7 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
O3 C25 O4 . . 122.39(12) ?
O3 C25 C4 . . 123.53(13) ?
O4 C25 C4 . . 114.08(11) ?
O4 C26 C27 . . 110.13(13) ?
O4 C26 H26A . . 109.6 ?
C27 C26 H26A . . 109.6 ?
O4 C26 H26B . . 109.6 ?
C27 C26 H26B . . 109.6 ?
H26A C26 H26B . . 108.1 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C6 N1 C5 . . 117.56(10) ?
C6 N1 C1 . . 125.05(11) ?
C5 N1 C1 . . 115.92(10) ?
C8 N2 C11 . . 112.46(11) ?
C8 N2 C7 . . 111.81(11) ?
C11 N2 C7 . . 111.79(11) ?
C3 O2 H2 . . 109.5 ?
C25 O4 C26 . . 116.77(11) ?
C9 S1 C10 . . 95.98(8) ?
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
C1 N1 . 1.4773(16) ?
C1 C2 . 1.5142(19) ?
C1 C12 . 1.5182(19) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.4861(19) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 O2 . 1.3323(16) ?
C3 C4 . 1.3501(19) ?
C4 C25 . 1.4477(18) ?
C4 C5 . 1.5126(17) ?
C5 N1 . 1.4665(16) ?
C5 C18 . 1.5202(18) ?
C5 H5 . 0.9800 ?
C6 O1 . 1.2227(16) ?
C6 N1 . 1.3609(17) ?
C6 C7 . 1.5281(18) ?
C7 N2 . 1.4675(18) ?
C7 C24 . 1.526(2) ?
C7 H7 . 0.9800 ?
C8 N2 . 1.4520(18) ?
C8 C9 . 1.507(2) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 S1 . 1.782(2) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.507(2) ?
C10 S1 . 1.792(2) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 N2 . 1.4647(17) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C17 . 1.382(2) ?
C12 C13 . 1.382(2) ?
C13 C14 . 1.373(2) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.375(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.363(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.384(2) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C18 C23 . 1.375(2) ?
C18 C19 . 1.3867(19) ?
C19 C20 . 1.374(2) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.367(3) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.371(2) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.380(2) ?
C22 H22 . 0.9300 ?
C23 H23 . 0.9300 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C25 O3 . 1.2212(17) ?
C25 O4 . 1.3310(17) ?
C26 O4 . 1.4505(16) ?
C26 C27 . 1.485(3) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
O2 H2 . 0.8200 ?
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
O2 H2 O3 . 0.82 1.85 2.560(2) 144
C24 H24B O3 2_755 0.96 2.54 3.285(2) 135
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
N1 C1 C2 C3 . . . . 48.04(14) ?
C12 C1 C2 C3 . . . . -77.64(14) ?
C1 C2 C3 O2 . . . . 164.35(11) ?
C1 C2 C3 C4 . . . . -17.41(18) ?
O2 C3 C4 C25 . . . . 0.3(2) ?
C2 C3 C4 C25 . . . . -177.71(12) ?
O2 C3 C4 C5 . . . . 174.15(12) ?
C2 C3 C4 C5 . . . . -3.9(2) ?
C3 C4 C5 N1 . . . . -7.76(17) ?
C25 C4 C5 N1 . . . . 166.06(11) ?
C3 C4 C5 C18 . . . . 119.13(14) ?
C25 C4 C5 C18 . . . . -67.04(15) ?
O1 C6 C7 N2 . . . . -110.36(14) ?
N1 C6 C7 N2 . . . . 68.68(14) ?
O1 C6 C7 C24 . . . . 17.86(18) ?
N1 C6 C7 C24 . . . . -163.10(12) ?
N2 C8 C9 S1 . . . . 64.32(17) ?
S1 C10 C11 N2 . . . . -61.25(16) ?
N1 C1 C12 C17 . . . . -125.18(14) ?
C2 C1 C12 C17 . . . . -1.86(18) ?
N1 C1 C12 C13 . . . . 58.79(15) ?
C2 C1 C12 C13 . . . . -177.89(12) ?
C17 C12 C13 C14 . . . . -0.1(2) ?
C1 C12 C13 C14 . . . . 176.10(14) ?
C12 C13 C14 C15 . . . . -0.5(3) ?
C13 C14 C15 C16 . . . . 1.1(3) ?
C14 C15 C16 C17 . . . . -1.1(3) ?
C13 C12 C17 C16 . . . . 0.2(2) ?
C1 C12 C17 C16 . . . . -175.88(14) ?
C15 C16 C17 C12 . . . . 0.5(3) ?
N1 C5 C18 C23 . . . . 116.73(13) ?
C4 C5 C18 C23 . . . . -9.78(18) ?
N1 C5 C18 C19 . . . . -62.99(15) ?
C4 C5 C18 C19 . . . . 170.50(11) ?
C23 C18 C19 C20 . . . . -0.6(2) ?
C5 C18 C19 C20 . . . . 179.18(13) ?
C18 C19 C20 C21 . . . . 0.0(2) ?
C19 C20 C21 C22 . . . . 0.5(3) ?
C20 C21 C22 C23 . . . . -0.4(3) ?
C19 C18 C23 C22 . . . . 0.6(2) ?
C5 C18 C23 C22 . . . . -179.08(13) ?
C21 C22 C23 C18 . . . . -0.2(2) ?
C3 C4 C25 O3 . . . . -3.3(2) ?
C5 C4 C25 O3 . . . . -177.40(13) ?
C3 C4 C25 O4 . . . . 176.05(12) ?
C5 C4 C25 O4 . . . . 1.95(17) ?
O1 C6 N1 C5 . . . . -8.07(18) ?
C7 C6 N1 C5 . . . . 172.90(10) ?
O1 C6 N1 C1 . . . . -173.66(12) ?
C7 C6 N1 C1 . . . . 7.31(18) ?
C4 C5 N1 C6 . . . . -123.91(12) ?
C18 C5 N1 C6 . . . . 105.82(13) ?
C4 C5 N1 C1 . . . . 42.99(14) ?
C18 C5 N1 C1 . . . . -87.27(13) ?
C2 C1 N1 C6 . . . . 101.21(14) ?
C12 C1 N1 C6 . . . . -131.53(13) ?
C2 C1 N1 C5 . . . . -64.58(14) ?
C12 C1 N1 C5 . . . . 62.67(14) ?
C9 C8 N2 C11 . . . . -63.15(17) ?
C9 C8 N2 C7 . . . . 170.12(13) ?
C10 C11 N2 C8 . . . . 61.90(17) ?
C10 C11 N2 C7 . . . . -171.36(12) ?
C24 C7 N2 C8 . . . . 75.03(16) ?
C6 C7 N2 C8 . . . . -160.59(11) ?
C24 C7 N2 C11 . . . . -52.06(16) ?
C6 C7 N2 C11 . . . . 72.31(14) ?
O3 C25 O4 C26 . . . . -7.80(19) ?
C4 C25 O4 C26 . . . . 172.84(11) ?
C27 C26 O4 C25 . . . . -81.20(18) ?
C8 C9 S1 C10 . . . . -55.24(14) ?
C11 C10 S1 C9 . . . . 53.83(14) ?
