#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/02/2230284.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_2230284
loop_
_publ_author_name
'Khan, Muhammad Naeem'
'Tahir, M. Nawaz'
'Khan, Misbahul Ain'
'Munawar, Munawar Ali'
'Ather, Abdul Qayyum'
_publ_section_title
;
 Diethyl
 2-{[(5-oxo-5H-thiochromeno[2,3-b]pyridin-7-yl)amino]methylidene}propanedioate
;
_journal_coeditor_code           DN2678
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1348
_journal_paper_doi               10.1107/S1600536811016291
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H18 N2 O5 S'
_chemical_formula_moiety         'C20 H18 N2 O5 S'
_chemical_formula_sum            'C20 H18 N2 O5 S'
_chemical_formula_weight         398.42
_chemical_name_systematic
;
Diethyl 2-{[(5-oxo-5H-thiochromeno[2,3-b]pyridin-7-
yl)amino]methylidene}propanedioate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 94.330(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.8013(7)
_cell_length_b                   7.5180(3)
_cell_length_c                   36.2743(15)
_cell_measurement_reflns_used    1789
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.25
_cell_measurement_theta_min      2.25
_cell_volume                     3753.0(3)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia,
1997) and
PLATON (Spek, 2009)'
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.10
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       ω
_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  0.0768
_diffrn_reflns_av_sigmaI/netI    0.0853
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            13274
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.25
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         3314
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0544
_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)+(0.0533P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1304
_reflns_number_gt                1776
_reflns_number_total             3314
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2678.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2230284
_cod_database_fobs_code          2230284
loop_
_symmetry_equiv_pos_as_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_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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.10364(6) -0.08366(11) -0.04024(2) 0.0529(3) Uani d . 1 1 . .
O O1 0.11162(17) 0.4807(3) -0.00428(6) 0.0604(7) Uani d . 1 1 . .
O O2 0.3194(2) 0.3243(3) 0.21973(6) 0.0911(9) Uani d D 1 1 . .
C C16A 0.3217(7) 0.1867(9) 0.24963(15) 0.1062(19) Uani d PD 0.75 1 A 1
H H16A 0.2563 0.1492 0.2540 0.127 Uiso calc PR 0.75 1 A 1
H H16B 0.3585 0.0834 0.2428 0.127 Uiso calc PR 0.75 1 A 1
C C17A 0.3688(6) 0.2726(9) 0.28278(13) 0.1062(19) Uani d PD 0.75 1 A 1
H H17A 0.4333 0.3086 0.2780 0.159 Uiso calc PR 0.75 1 A 1
H H17B 0.3718 0.1901 0.3030 0.159 Uiso calc PR 0.75 1 A 1
H H17C 0.3318 0.3751 0.2890 0.159 Uiso calc PR 0.75 1 A 1
C C16B 0.2928(14) 0.259(3) 0.2569(5) 0.122(7) Uani d PD 0.25 1 A 2
H H16C 0.2441 0.1659 0.2556 0.147 Uiso calc PR 0.25 1 A 2
H H16D 0.2762 0.3534 0.2736 0.147 Uiso calc PR 0.25 1 A 2
C C17B 0.3965(14) 0.192(3) 0.2636(8) 0.122(7) Uani d PD 0.25 1 A 2
H H17D 0.4131 0.1221 0.2429 0.184 Uiso calc PR 0.25 1 A 2
H H17E 0.4019 0.1198 0.2855 0.184 Uiso calc PR 0.25 1 A 2
H H17F 0.4401 0.2912 0.2668 0.184 Uiso calc PR 0.25 1 A 2
O O3 0.2852(2) 0.0944(4) 0.18250(6) 0.0853(9) Uani d . 1 1 . .
O O4 0.40074(19) 0.5902(3) 0.18304(7) 0.0793(8) Uani d D 1 1 . .
C C19A 0.4388(7) 0.7695(14) 0.1889(4) 0.105(3) Uani d PD 0.53 1 B 3
H H19A 0.4366 0.8060 0.2145 0.126 Uiso calc PR 0.53 1 B 3
H H19B 0.4031 0.8548 0.1730 0.126 Uiso calc PR 0.53 1 B 3
C C20A 0.5401(7) 0.7499(13) 0.1787(3) 0.105(3) Uani d PD 0.53 1 B 3
H H20A 0.5726 0.6611 0.1941 0.157 Uiso calc PR 0.53 1 B 3
H H20B 0.5734 0.8614 0.1822 0.157 Uiso calc PR 0.53 1 B 3
H H20C 0.5399 0.7146 0.1533 0.157 Uiso calc PR 0.53 1 B 3
C C19B 0.4500(8) 0.7644(17) 0.1791(5) 0.108(4) Uani d PD 0.47 1 B 4
H H19C 0.4098 0.8599 0.1874 0.130 Uiso calc PR 0.47 1 B 4
H H19D 0.4615 0.7854 0.1534 0.130 Uiso calc PR 0.47 1 B 4
C C20B 0.5450(7) 0.7572(16) 0.2024(3) 0.108(4) Uani d PD 0.47 1 B 4
H H20D 0.5325 0.7451 0.2280 0.163 Uiso calc PR 0.47 1 B 4
H H20E 0.5808 0.8647 0.1990 0.163 Uiso calc PR 0.47 1 B 4
H H20F 0.5822 0.6571 0.1950 0.163 Uiso calc PR 0.47 1 B 4
O O5 0.2939(2) 0.6807(4) 0.13788(7) 0.0874(9) Uani d . 1 1 . .
N N1 0.0155(2) 0.0557(4) -0.09743(7) 0.0591(8) Uani d . 1 1 . .
N N2 0.23819(19) 0.1593(4) 0.11064(7) 0.0544(8) Uani d . 1 1 . .
H H2 0.2432 0.0765 0.1270 0.065 Uiso calc R 1 1 . .
C C1 0.1051(2) 0.3242(5) -0.01327(8) 0.0440(8) Uani d . 1 1 . .
C C2 0.0601(2) 0.2734(4) -0.05003(8) 0.0446(8) Uani d . 1 1 . .
C C3 0.0182(2) 0.4052(5) -0.07279(9) 0.0618(10) Uani d . 1 1 . .
H H3 0.0195 0.5229 -0.0649 0.074 Uiso calc R 1 1 . .
C C4 -0.0251(3) 0.3623(6) -0.10695(10) 0.0737(12) Uani d . 1 1 . .
H H4 -0.0542 0.4491 -0.1223 0.088 Uiso calc R 1 1 . .
C C5 -0.0242(3) 0.1861(6) -0.11782(9) 0.0719(11) Uani d . 1 1 . .
H H5 -0.0533 0.1574 -0.1410 0.086 Uiso calc R 1 1 . .
C C6 0.0558(2) 0.1015(4) -0.06379(8) 0.0460(8) Uani d . 1 1 . .
C C7 0.1410(2) 0.0021(4) 0.00313(8) 0.0407(8) Uani d . 1 1 . .
C C8 0.1395(2) 0.1820(4) 0.01247(8) 0.0390(8) Uani d . 1 1 . .
C C9 0.1711(2) 0.2333(4) 0.04837(8) 0.0452(8) Uani d . 1 1 . .
H H9 0.1691 0.3528 0.0549 0.054 Uiso calc R 1 1 . .
C C10 0.2052(2) 0.1102(5) 0.07425(8) 0.0448(8) Uani d . 1 1 . .
C C11 0.2065(2) -0.0693(4) 0.06457(8) 0.0507(9) Uani d . 1 1 . .
H H11 0.2294 -0.1534 0.0819 0.061 Uiso calc R 1 1 . .
C C12 0.1743(2) -0.1219(4) 0.02973(8) 0.0468(8) Uani d . 1 1 . .
H H12 0.1746 -0.2421 0.0237 0.056 Uiso calc R 1 1 . .
C C13 0.2620(2) 0.3227(5) 0.12156(8) 0.0525(9) Uani d . 1 1 A .
H H13 0.2555 0.4106 0.1035 0.063 Uiso calc R 1 1 . .
C C14 0.2949(2) 0.3776(4) 0.15601(8) 0.0503(9) Uani d . 1 1 . .
C C15 0.3008(3) 0.2515(6) 0.18640(9) 0.0634(10) Uani d . 1 1 A .
C C18 0.3268(3) 0.5646(5) 0.15800(9) 0.0608(10) Uani d . 1 1 A .
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
C6 S1 C7 . . 102.90(15) ?
C15 O2 C16A . . 111.4(4) ?
C15 O2 C16B . . 129.4(11) ?
C16A O2 C16B . . 28.4(8) ?
C17A C16A O2 . . 105.8(5) ?
C17A C16A H16A . . 110.6 ?
O2 C16A H16A . . 110.6 ?
C17A C16A H16B . . 110.6 ?
O2 C16A H16B . . 110.6 ?
H16A C16A H16B . . 108.7 ?
O2 C16B C17B . . 87.8(14) ?
O2 C16B H16C . . 114.0 ?
C17B C16B H16C . . 114.0 ?
O2 C16B H16D . . 114.0 ?
C17B C16B H16D . . 114.0 ?
H16C C16B H16D . . 111.2 ?
C16B C17B H17D . . 109.5 ?
C16B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C16B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C18 O4 C19A . . 118.9(6) ?
C18 O4 C19B . . 113.3(6) ?
C19A O4 C19B . . 15.6(11) ?
O4 C19A C20A . . 102.0(8) ?
O4 C19A H19A . . 111.4 ?
C20A C19A H19A . . 111.4 ?
O4 C19A H19B . . 111.4 ?
C20A C19A H19B . . 111.4 ?
H19A C19A H19B . . 109.2 ?
O4 C19B C20B . . 107.4(10) ?
O4 C19B H19C . . 110.2 ?
C20B C19B H19C . . 110.2 ?
O4 C19B H19D . . 110.2 ?
C20B C19B H19D . . 110.2 ?
H19C C19B H19D . . 108.5 ?
C5 N1 C6 . . 116.3(3) ?
C13 N2 C10 . . 125.3(3) ?
C13 N2 H2 . . 117.4 ?
C10 N2 H2 . . 117.4 ?
O1 C1 C8 . . 121.0(3) ?
O1 C1 C2 . . 120.4(3) ?
C8 C1 C2 . . 118.5(3) ?
C6 C2 C3 . . 116.6(3) ?
C6 C2 C1 . . 124.7(3) ?
C3 C2 C1 . . 118.7(3) ?
C4 C3 C2 . . 120.2(3) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C3 C4 C5 . . 118.0(4) ?
C3 C4 H4 . . 121.0 ?
C5 C4 H4 . . 121.0 ?
N1 C5 C4 . . 124.3(4) ?
N1 C5 H5 . . 117.9 ?
C4 C5 H5 . . 117.9 ?
N1 C6 C2 . . 124.6(3) ?
N1 C6 S1 . . 110.9(3) ?
C2 C6 S1 . . 124.5(2) ?
C12 C7 C8 . . 119.4(3) ?
C12 C7 S1 . . 115.9(2) ?
C8 C7 S1 . . 124.7(2) ?
C7 C8 C9 . . 119.0(3) ?
C7 C8 C1 . . 124.0(3) ?
C9 C8 C1 . . 117.0(3) ?
C10 C9 C8 . . 121.2(3) ?
C10 C9 H9 . . 119.4 ?
C8 C9 H9 . . 119.4 ?
C9 C10 C11 . . 119.3(3) ?
C9 C10 N2 . . 122.1(3) ?
C11 C10 N2 . . 118.6(3) ?
C12 C11 C10 . . 120.2(3) ?
C12 C11 H11 . . 119.9 ?
C10 C11 H11 . . 119.9 ?
C11 C12 C7 . . 120.9(3) ?
C11 C12 H12 . . 119.5 ?
C7 C12 H12 . . 119.5 ?
N2 C13 C14 . . 127.9(3) ?
N2 C13 H13 . . 116.1 ?
C14 C13 H13 . . 116.1 ?
C13 C14 C15 . . 119.7(3) ?
C13 C14 C18 . . 114.3(3) ?
C15 C14 C18 . . 125.9(3) ?
O3 C15 O2 . . 121.9(3) ?
O3 C15 C14 . . 123.4(3) ?
O2 C15 C14 . . 114.6(4) ?
O5 C18 O4 . . 123.0(4) ?
O5 C18 C14 . . 124.4(4) ?
O4 C18 C14 . . 112.5(3) ?
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
S1 C6 . 1.737(3) ?
S1 C7 . 1.742(3) ?
O1 C1 . 1.222(3) ?
O2 C15 . 1.334(4) ?
O2 C16A . 1.497(6) ?
O2 C16B . 1.506(14) ?
C16A C17A . 1.472(7) ?
C16A H16A . 0.9700 ?
C16A H16B . 0.9700 ?
C17A H17A . 0.9600 ?
C17A H17B . 0.9600 ?
C17A H17C . 0.9600 ?
C16B C17B . 1.520(10) ?
C16B H16C . 0.9700 ?
C16B H16D . 0.9700 ?
C17B H17D . 0.9600 ?
C17B H17E . 0.9600 ?
C17B H17F . 0.9600 ?
O3 C15 . 1.206(4) ?
O4 C18 . 1.328(4) ?
O4 C19A . 1.457(10) ?
O4 C19B . 1.487(12) ?
C19A C20A . 1.480(9) ?
C19A H19A . 0.9700 ?
C19A H19B . 0.9700 ?
C20A H20A . 0.9600 ?
C20A H20B . 0.9600 ?
C20A H20C . 0.9600 ?
C19B C20B . 1.506(10) ?
C19B H19C . 0.9700 ?
C19B H19D . 0.9700 ?
C20B H20D . 0.9600 ?
C20B H20E . 0.9600 ?
C20B H20F . 0.9600 ?
O5 C18 . 1.204(4) ?
N1 C5 . 1.321(4) ?
N1 C6 . 1.347(4) ?
N2 C13 . 1.324(4) ?
N2 C10 . 1.413(4) ?
N2 H2 . 0.8600 ?
C1 C8 . 1.474(4) ?
C1 C2 . 1.478(4) ?
C2 C6 . 1.385(4) ?
C2 C3 . 1.388(4) ?
C3 C4 . 1.373(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.382(5) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
C7 C12 . 1.395(4) ?
C7 C8 . 1.395(4) ?
C8 C9 . 1.396(4) ?
C9 C10 . 1.375(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.395(4) ?
C11 C12 . 1.366(4) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C13 C14 . 1.361(4) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.452(4) ?
C14 C18 . 1.473(4) ?
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
N2 H2 O3 . 0.86 2.06 2.683(3) 129
C11 H11 O5 1_545 0.93 2.49 3.403(4) 167
C12 H12 O1 1_545 0.93 2.45 3.322(4) 157
C17A H17C O3 4 0.96 2.58 3.516(8) 165
C19A H19B O3 1_565 0.97 2.47 3.231(11) 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
C15 O2 C16A C17A . . . . 164.6(6) ?
C16B O2 C16A C17A . . . . -60.2(19) ?
C15 O2 C16B C17B . . . . 101.0(17) ?
C16A O2 C16B C17B . . . . 42.9(14) ?
C18 O4 C19A C20A . . . . -118.4(9) ?
C19B O4 C19A C20A . . . . -46(3) ?
C18 O4 C19B C20B . . . . -166.4(9) ?
C19A O4 C19B C20B . . . . 79(3) ?
O1 C1 C2 C6 . . . . 174.9(3) ?
C8 C1 C2 C6 . . . . -6.5(4) ?
O1 C1 C2 C3 . . . . -5.4(4) ?
C8 C1 C2 C3 . . . . 173.2(3) ?
C6 C2 C3 C4 . . . . 0.4(5) ?
C1 C2 C3 C4 . . . . -179.3(3) ?
C2 C3 C4 C5 . . . . -0.9(5) ?
C6 N1 C5 C4 . . . . 0.9(5) ?
C3 C4 C5 N1 . . . . 0.2(6) ?
C5 N1 C6 C2 . . . . -1.5(5) ?
C5 N1 C6 S1 . . . . 179.4(2) ?
C3 C2 C6 N1 . . . . 0.9(4) ?
C1 C2 C6 N1 . . . . -179.4(3) ?
C3 C2 C6 S1 . . . . 179.8(2) ?
C1 C2 C6 S1 . . . . -0.5(4) ?
C7 S1 C6 N1 . . . . -174.8(2) ?
C7 S1 C6 C2 . . . . 6.2(3) ?
C6 S1 C7 C12 . . . . 173.8(2) ?
C6 S1 C7 C8 . . . . -6.1(3) ?
C12 C7 C8 C9 . . . . -0.2(4) ?
S1 C7 C8 C9 . . . . 179.7(2) ?
C12 C7 C8 C1 . . . . -179.4(3) ?
S1 C7 C8 C1 . . . . 0.5(4) ?
O1 C1 C8 C7 . . . . -175.0(3) ?
C2 C1 C8 C7 . . . . 6.5(4) ?
O1 C1 C8 C9 . . . . 5.8(4) ?
C2 C1 C8 C9 . . . . -172.7(2) ?
C7 C8 C9 C10 . . . . 1.2(4) ?
C1 C8 C9 C10 . . . . -179.5(3) ?
C8 C9 C10 C11 . . . . -1.1(4) ?
C8 C9 C10 N2 . . . . 179.5(3) ?
C13 N2 C10 C9 . . . . -16.8(5) ?
C13 N2 C10 C11 . . . . 163.8(3) ?
C9 C10 C11 C12 . . . . 0.0(4) ?
N2 C10 C11 C12 . . . . 179.4(3) ?
C10 C11 C12 C7 . . . . 1.0(4) ?
C8 C7 C12 C11 . . . . -0.9(4) ?
S1 C7 C12 C11 . . . . 179.2(2) ?
C10 N2 C13 C14 . . . . -179.4(3) ?
N2 C13 C14 C15 . . . . -4.2(5) ?
N2 C13 C14 C18 . . . . 172.5(3) ?
C16A O2 C15 O3 . . . . 2.2(6) ?
C16B O2 C15 O3 . . . . -23.5(11) ?
C16A O2 C15 C14 . . . . 178.4(5) ?
C16B O2 C15 C14 . . . . 152.7(10) ?
C13 C14 C15 O3 . . . . 6.0(5) ?
C18 C14 C15 O3 . . . . -170.3(4) ?
C13 C14 C15 O2 . . . . -170.2(3) ?
C18 C14 C15 O2 . . . . 13.5(5) ?
C19A O4 C18 O5 . . . . 5.6(8) ?
C19B O4 C18 O5 . . . . -10.6(8) ?
C19A O4 C18 C14 . . . . -178.4(6) ?
C19B O4 C18 C14 . . . . 165.4(7) ?
C13 C14 C18 O5 . . . . 29.7(5) ?
C15 C14 C18 O5 . . . . -153.8(4) ?
C13 C14 C18 O4 . . . . -146.2(3) ?
C15 C14 C18 O4 . . . . 30.3(5) ?
