#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:35:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178433 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/54/4025459.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_4025459
loop_
_publ_author_name
'Kristen N. Clary'
'Masood Parvez'
'Thomas G. Back'
_publ_contact_author
;
    Masood Parvez
    Department of Chemistry
    University of Calgary
    2500 University Drive N.W.
    Calgary, Alberta, Canada T2N 1N4  
;
_publ_contact_author_email       ' parvez@ucalgary.ca '
_publ_contact_author_fax         ' (403)289-9488 '
_publ_contact_author_phone       ' (403)220-5348 '
_publ_section_title
;
 Rearrangements and Intramolecular Diels-Alder Reactions of Normal and
 Vinylogous Aza-Morita-Baylis-Hillman Products Leading to Isoindoline
 Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3751
_journal_page_last               3760
_journal_paper_doi               10.1021/jo1005087
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C23 H25 N O5 S'
_chemical_formula_sum            'C23 H25 N O5 S'
_chemical_formula_weight         427.50
_chemical_name_systematic
;
 ?
;
_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                99.2890(10)
_cell_angle_beta                 110.6670(10)
_cell_angle_gamma                90.0490(10)
_cell_formula_units_Z            2
_cell_length_a                   9.0001(2)
_cell_length_b                   10.1935(2)
_cell_length_c                   12.2097(2)
_cell_measurement_reflns_used    14397
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.9
_cell_volume                     1032.29(4)
_computing_cell_refinement       'APEX2 (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT & XPREP (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       ' ω and φ '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14397
_diffrn_reflns_theta_full        68.20
_diffrn_reflns_theta_max         68.20
_diffrn_reflns_theta_min         3.93
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.695
_exptl_absorpt_correction_T_max  0.7280
_exptl_absorpt_correction_T_min  0.6767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS: (Bruker, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3644
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0344
_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)+(0.0513P)²+0.4620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0950
_reflns_number_gt                3449
_reflns_number_total             3644
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1005087_si_003.cif
_cod_data_source_block           Compound_I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1032.29(3)
_cod_database_code               4025459
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
S1 S 0.27754(4) 0.93249(3) 0.65601(3) 0.02290(13) Uani 1 1 d . . .
O1 O 0.20979(14) 0.96764(12) 0.54048(10) 0.0317(3) Uani 1 1 d . . .
O2 O 0.44028(13) 0.89978(11) 0.70039(10) 0.0297(3) Uani 1 1 d . . .
O3 O 0.16423(15) 0.86004(12) 0.97085(10) 0.0351(3) Uani 1 1 d . . .
O4 O 0.13942(17) 0.64663(13) 0.98523(11) 0.0421(3) Uani 1 1 d . . .
O5 O 0.54774(15) 0.26278(12) 0.68955(11) 0.0358(3) Uani 1 1 d . . .
N1 N 0.17094(14) 0.80147(12) 0.65472(11) 0.0216(3) Uani 1 1 d . . .
C1 C -0.03516(17) 0.80909(15) 0.73276(13) 0.0235(3) Uani 1 1 d . . .
H1 H 0.0006 0.8984 0.7844 0.028 Uiso 1 1 calc R . .
C2 C -0.20501(18) 0.77806(17) 0.71838(14) 0.0276(3) Uani 1 1 d . . .
H2 H -0.2785 0.8450 0.6987 0.033 Uiso 1 1 calc R . .
C3 C -0.25792(19) 0.66257(17) 0.73155(15) 0.0310(4) Uani 1 1 d . . .
H3 H -0.3659 0.6528 0.7248 0.037 Uiso 1 1 calc R . .
C4 C -0.1571(2) 0.54657(17) 0.75645(17) 0.0337(4) Uani 1 1 d . . .
H4A H -0.2163 0.4649 0.7031 0.040 Uiso 1 1 calc R . .
H4B H -0.1357 0.5343 0.8393 0.040 Uiso 1 1 calc R . .
C5 C 0.00164(18) 0.56506(15) 0.73878(15) 0.0275(3) Uani 1 1 d . . .
H5A H 0.0753 0.5001 0.7772 0.033 Uiso 1 1 calc R . .
H5B H -0.0167 0.5463 0.6527 0.033 Uiso 1 1 calc R . .
C6 C 0.07912(17) 0.70616(14) 0.79080(13) 0.0207(3) Uani 1 1 d . . .
C7 C 0.23073(16) 0.73220(14) 0.75898(12) 0.0200(3) Uani 1 1 d . . .
H7 H 0.3079 0.7950 0.8268 0.024 Uiso 1 1 calc R . .
C8 C -0.00370(17) 0.81051(16) 0.61810(13) 0.0245(3) Uani 1 1 d . . .
H8A H -0.0608 0.7337 0.5565 0.029 Uiso 1 1 calc R . .
H8B H -0.0368 0.8939 0.5870 0.029 Uiso 1 1 calc R . .
C9 C 0.12828(17) 0.73099(16) 0.92568(14) 0.0251(3) Uani 1 1 d . . .
C10 C 0.2167(2) 0.8983(2) 1.09804(15) 0.0397(4) Uani 1 1 d . . .
H10A H 0.1267 0.8885 1.1242 0.060 Uiso 1 1 calc R . .
H10B H 0.2588 0.9913 1.1208 0.060 Uiso 1 1 calc R . .
H10C H 0.3002 0.8411 1.1357 0.060 Uiso 1 1 calc R . .
C11 C 0.31481(16) 0.60829(14) 0.73466(13) 0.0200(3) Uani 1 1 d . . .
C12 C 0.41035(18) 0.55152(16) 0.83009(13) 0.0250(3) Uani 1 1 d . . .
H12 H 0.4237 0.5926 0.9088 0.030 Uiso 1 1 calc R . .
C13 C 0.4860(2) 0.43657(17) 0.81226(14) 0.0283(3) Uani 1 1 d . . .
H13 H 0.5512 0.3997 0.8784 0.034 Uiso 1 1 calc R . .
C14 C 0.46672(18) 0.37483(15) 0.69746(14) 0.0249(3) Uani 1 1 d . . .
C15 C 0.37257(18) 0.43012(15) 0.60135(13) 0.0257(3) Uani 1 1 d . . .
H15 H 0.3593 0.3890 0.5226 0.031 Uiso 1 1 calc R . .
C16 C 0.29774(17) 0.54615(15) 0.62103(13) 0.0241(3) Uani 1 1 d . . .
H16 H 0.2334 0.5836 0.5549 0.029 Uiso 1 1 calc R . .
C17 C 0.5341(2) 0.19668(18) 0.57404(17) 0.0397(4) Uani 1 1 d . . .
H17A H 0.4227 0.1665 0.5282 0.059 Uiso 1 1 calc R . .
H17B H 0.5998 0.1197 0.5810 0.059 Uiso 1 1 calc R . .
H17C H 0.5702 0.2583 0.5335 0.059 Uiso 1 1 calc R . .
C18 C 0.24916(19) 1.06366(15) 0.75941(15) 0.0267(3) Uani 1 1 d . . .
C19 C 0.3523(2) 1.08276(17) 0.87692(16) 0.0338(4) Uani 1 1 d . . .
H19 H 0.4423 1.0310 0.9003 0.041 Uiso 1 1 calc R . .
C20 C 0.3222(3) 1.1782(2) 0.95967(18) 0.0448(5) Uani 1 1 d . . .
H20 H 0.3916 1.1919 1.0404 0.054 Uiso 1 1 calc R . .
C21 C 0.1916(3) 1.25371(19) 0.9253(2) 0.0489(5) Uani 1 1 d . . .
H21 H 0.1715 1.3192 0.9824 0.059 Uiso 1 1 calc R . .
C22 C 0.0902(2) 1.23417(18) 0.8081(2) 0.0425(5) Uani 1 1 d . . .
H22 H 0.0004 1.2863 0.7852 0.051 Uiso 1 1 calc R . .
C23 C 0.1177(2) 1.13956(16) 0.72327(17) 0.0330(4) Uani 1 1 d . . .
H23 H 0.0485 1.1269 0.6425 0.040 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 0.0181 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
O1 S1 O2 120.50(7) . . ?
O1 S1 N1 106.25(7) . . ?
O2 S1 N1 106.33(6) . . ?
O1 S1 C18 107.69(7) . . ?
O2 S1 C18 108.18(7) . . ?
N1 S1 C18 107.22(7) . . ?
C9 O3 C10 117.54(14) . . ?
C14 O5 C17 117.74(13) . . ?
C8 N1 C7 110.14(11) . . ?
C8 N1 S1 117.84(10) . . ?
C7 N1 S1 117.16(9) . . ?
C2 C1 C8 115.87(12) . . ?
C2 C1 C6 113.15(13) . . ?
C8 C1 C6 102.67(12) . . ?
C2 C1 H1 108.3 . . ?
C8 C1 H1 108.3 . . ?
C6 C1 H1 108.3 . . ?
C3 C2 C1 123.64(15) . . ?
C3 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
C2 C3 C4 123.64(15) . . ?
C2 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?
C3 C4 C5 112.41(14) . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 112.30(13) . . ?
C6 C5 H5A 109.1 . . ?
C4 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
C9 C6 C5 110.16(13) . . ?
C9 C6 C1 112.42(12) . . ?
C5 C6 C1 109.85(12) . . ?
C9 C6 C7 108.33(11) . . ?
C5 C6 C7 112.80(12) . . ?
C1 C6 C7 103.14(11) . . ?
N1 C7 C11 112.53(11) . . ?
N1 C7 C6 104.42(11) . . ?
C11 C7 C6 114.58(12) . . ?
N1 C7 H7 108.4 . . ?
C11 C7 H7 108.4 . . ?
C6 C7 H7 108.4 . . ?
N1 C8 C1 103.50(11) . . ?
N1 C8 H8A 111.1 . . ?
C1 C8 H8A 111.1 . . ?
N1 C8 H8B 111.1 . . ?
C1 C8 H8B 111.1 . . ?
H8A C8 H8B 109.0 . . ?
O4 C9 O3 123.43(15) . . ?
O4 C9 C6 125.25(15) . . ?
O3 C9 C6 111.27(13) . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 118.07(13) . . ?
C16 C11 C7 122.84(13) . . ?
C12 C11 C7 119.06(13) . . ?
C13 C12 C11 121.19(14) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.02(14) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
O5 C14 C15 124.93(14) . . ?
O5 C14 C13 115.42(14) . . ?
C15 C14 C13 119.63(14) . . ?
C14 C15 C16 119.55(14) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 121.53(14) . . ?
C11 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 121.27(16) . . ?
C19 C18 S1 119.25(13) . . ?
C23 C18 S1 119.33(13) . . ?
C20 C19 C18 119.13(18) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C21 C20 C19 120.26(19) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 120.08(18) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.88(18) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C18 118.37(18) . . ?
C22 C23 H23 120.8 . . ?
C18 C23 H23 120.8 . . ?
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
S1 O1 1.4305(12) . ?
S1 O2 1.4315(11) . ?
S1 N1 1.6385(13) . ?
S1 C18 1.7693(16) . ?
O3 C9 1.334(2) . ?
O3 C10 1.440(2) . ?
O4 C9 1.195(2) . ?
O5 C14 1.3642(18) . ?
O5 C17 1.424(2) . ?
N1 C8 1.4820(18) . ?
N1 C7 1.4887(18) . ?
C1 C2 1.503(2) . ?
C1 C8 1.525(2) . ?
C1 C6 1.545(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.324(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.496(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.534(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.533(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C9 1.524(2) . ?
C6 C7 1.5780(19) . ?
C7 C11 1.5150(19) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C16 1.384(2) . ?
C11 C12 1.394(2) . ?
C12 C13 1.381(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C15 C16 1.391(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.388(2) . ?
C18 C23 1.391(2) . ?
C19 C20 1.385(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
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
O1 S1 N1 C8 -53.61(12) . . . . ?
O2 S1 N1 C8 176.88(10) . . . . ?
C18 S1 N1 C8 61.34(12) . . . . ?
O1 S1 N1 C7 171.26(10) . . . . ?
O2 S1 N1 C7 41.75(12) . . . . ?
C18 S1 N1 C7 -73.79(11) . . . . ?
C8 C1 C2 C3 105.58(18) . . . . ?
C6 C1 C2 C3 -12.6(2) . . . . ?
C1 C2 C3 C4 -3.1(3) . . . . ?
C2 C3 C4 C5 -12.2(2) . . . . ?
C3 C4 C5 C6 43.00(19) . . . . ?
C4 C5 C6 C9 66.19(17) . . . . ?
C4 C5 C6 C1 -58.17(17) . . . . ?
C4 C5 C6 C7 -172.63(13) . . . . ?
C2 C1 C6 C9 -80.97(16) . . . . ?
C8 C1 C6 C9 153.40(12) . . . . ?
C2 C1 C6 C5 42.08(17) . . . . ?
C8 C1 C6 C5 -83.55(14) . . . . ?
C2 C1 C6 C7 162.56(12) . . . . ?
C8 C1 C6 C7 36.94(14) . . . . ?
C8 N1 C7 C11 121.26(13) . . . . ?
S1 N1 C7 C11 -100.38(12) . . . . ?
C8 N1 C7 C6 -3.60(14) . . . . ?
S1 N1 C7 C6 134.76(10) . . . . ?
C9 C6 C7 N1 -140.20(12) . . . . ?
C5 C6 C7 N1 97.59(14) . . . . ?
C1 C6 C7 N1 -20.86(13) . . . . ?
C9 C6 C7 C11 96.25(14) . . . . ?
C5 C6 C7 C11 -25.97(17) . . . . ?
C1 C6 C7 C11 -144.42(12) . . . . ?
C7 N1 C8 C1 27.04(15) . . . . ?
S1 N1 C8 C1 -111.00(12) . . . . ?
C2 C1 C8 N1 -163.21(13) . . . . ?
C6 C1 C8 N1 -39.37(14) . . . . ?
C10 O3 C9 O4 -1.0(2) . . . . ?
C10 O3 C9 C6 -178.53(13) . . . . ?
C5 C6 C9 O4 15.8(2) . . . . ?
C1 C6 C9 O4 138.69(16) . . . . ?
C7 C6 C9 O4 -108.00(17) . . . . ?
C5 C6 C9 O3 -166.70(12) . . . . ?
C1 C6 C9 O3 -43.83(17) . . . . ?
C7 C6 C9 O3 69.48(15) . . . . ?
N1 C7 C11 C16 -17.47(19) . . . . ?
C6 C7 C11 C16 101.62(16) . . . . ?
N1 C7 C11 C12 164.34(13) . . . . ?
C6 C7 C11 C12 -76.57(17) . . . . ?
C16 C11 C12 C13 0.0(2) . . . . ?
C7 C11 C12 C13 178.25(14) . . . . ?
C11 C12 C13 C14 -0.4(2) . . . . ?
C17 O5 C14 C15 -0.5(2) . . . . ?
C17 O5 C14 C13 -179.08(16) . . . . ?
C12 C13 C14 O5 179.34(15) . . . . ?
C12 C13 C14 C15 0.7(2) . . . . ?
O5 C14 C15 C16 -178.99(15) . . . . ?
C13 C14 C15 C16 -0.5(2) . . . . ?
C12 C11 C16 C15 0.2(2) . . . . ?
C7 C11 C16 C15 -177.97(14) . . . . ?
C14 C15 C16 C11 0.0(2) . . . . ?
O1 S1 C18 C19 -154.75(13) . . . . ?
O2 S1 C18 C19 -23.03(15) . . . . ?
N1 S1 C18 C19 91.27(14) . . . . ?
O1 S1 C18 C23 29.70(15) . . . . ?
O2 S1 C18 C23 161.42(13) . . . . ?
N1 S1 C18 C23 -84.28(14) . . . . ?
C23 C18 C19 C20 0.8(3) . . . . ?
S1 C18 C19 C20 -174.69(14) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C21 C22 C23 C18 0.7(3) . . . . ?
C19 C18 C23 C22 -0.9(2) . . . . ?
S1 C18 C23 C22 174.51(13) . . . . ?
