#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/89/2228960.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_2228960
loop_
_publ_author_name
'Thenmozhi, S.'
'Govindan, E.'
'Gavaskar, D.'
'Raghunathan, R.'
'SubbiahPandi, A.'
_publ_section_title
;
 3'-(4-Chlorobenzoyl)-1'-methyl-4'-[5-(2-thienyl)-2-thienyl]spiro[acenaphthylene-1,2'-pyrrolidin]-2(1H)-one
;
_journal_coeditor_code           BT5403
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o268
_journal_paper_doi               10.1107/S1600536810053870
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C31 H22 Cl N O2 S2'
_chemical_formula_moiety         'C31 H22 Cl N O2 S2'
_chemical_formula_sum            'C31 H22 Cl N O2 S2'
_chemical_formula_weight         540.07
_chemical_name_systematic
;
3'-(4-Chlorobenzoyl)-1'-methyl-4'-[5-(2-thienyl)-2-
thienyl]spiro[acenaphthylene-1,2'-pyrrolidin]-2(1H)-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.6858(13)
_cell_length_b                   13.6733(13)
_cell_length_c                   15.2782(17)
_cell_measurement_reflns_used    4384
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.5
_cell_measurement_theta_min      2.0
_cell_volume                     2650.1(5)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'ω and φ'
_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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13196
_diffrn_reflns_theta_full        24.49
_diffrn_reflns_theta_max         24.49
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.332
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2006)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.284
_refine_ls_abs_structure_details 'Flack (1983), 1898 Friedel pairs'
_refine_ls_abs_structure_Flack   0.00(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4384
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0445
_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)+(0.0474P)²+0.7498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1134
_reflns_number_gt                3364
_reflns_number_total             4384
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5403.cif
_cod_data_source_block           I
_cod_database_code               2228960
_cod_database_fobs_code          2228960
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_disorder_assembly
_atom_site_disorder_group
C C1 1.3937(4) -0.2222(3) 0.0631(3) 0.0800(13) Uani d . 1 . .
C C2 1.3483(5) -0.2581(3) 0.1358(4) 0.1047(17) Uani d . 1 . .
H H2 1.3714 -0.3174 0.1586 0.126 Uiso calc R 1 . .
C C3 1.2680(4) -0.2083(3) 0.1769(3) 0.0861(13) Uani d . 1 . .
H H3 1.2359 -0.2350 0.2261 0.103 Uiso calc R 1 . .
C C4 1.2353(3) -0.1191(3) 0.1455(2) 0.0566(9) Uani d . 1 . .
C C5 1.2854(4) -0.0835(3) 0.0728(3) 0.0832(13) Uani d . 1 . .
H H5 1.2662 -0.0223 0.0514 0.100 Uiso calc R 1 . .
C C6 1.3632(4) -0.1351(3) 0.0302(3) 0.0966(16) Uani d . 1 . .
H H6 1.3942 -0.1104 -0.0204 0.116 Uiso calc R 1 . .
C C7 1.1509(3) -0.0646(2) 0.1911(2) 0.0533(8) Uani d . 1 . .
C C8 1.1575(3) 0.0467(2) 0.1911(2) 0.0472(8) Uani d . 1 . .
H H8 1.1689 0.0684 0.1307 0.057 Uiso calc R 1 . .
C C9 1.2525(3) 0.0844(2) 0.2484(2) 0.0496(8) Uani d . 1 . .
C C10 1.3424(3) 0.1227(3) 0.1863(2) 0.0624(10) Uani d . 1 . .
C C11 1.4414(3) 0.0747(3) 0.2121(2) 0.0654(10) Uani d . 1 . .
C C12 1.5430(4) 0.0814(4) 0.1802(3) 0.0920(15) Uani d . 1 . .
H H12 1.5600 0.1236 0.1346 0.110 Uiso calc R 1 . .
C C13 1.6186(4) 0.0224(5) 0.2192(4) 0.1115(19) Uani d . 1 . .
H H13 1.6874 0.0257 0.1985 0.134 Uiso calc R 1 . .
C C14 1.5970(4) -0.0401(4) 0.2861(4) 0.1040(18) Uani d . 1 . .
H H14 1.6512 -0.0773 0.3101 0.125 Uiso calc R 1 . .
C C15 1.4942(4) -0.0495(3) 0.3196(3) 0.0740(12) Uani d . 1 . .
C C16 1.4591(5) -0.1096(3) 0.3881(3) 0.0922(15) Uani d . 1 . .
H H16 1.5067 -0.1504 0.4166 0.111 Uiso calc R 1 . .
C C17 1.3559(5) -0.1086(3) 0.4134(3) 0.0899(15) Uani d . 1 . .
H H17 1.3347 -0.1489 0.4592 0.108 Uiso calc R 1 . .
C C18 1.2801(3) -0.0481(3) 0.3719(2) 0.0705(11) Uani d . 1 . .
H H18 1.2103 -0.0486 0.3905 0.085 Uiso calc R 1 . .
C C19 1.3106(3) 0.0107(2) 0.3048(2) 0.0552(9) Uani d . 1 . .
C C20 1.4180(3) 0.0097(3) 0.2798(2) 0.0565(8) Uani d . 1 . .
C C21 1.2724(4) 0.2350(3) 0.3369(3) 0.0880(13) Uani d . 1 . .
H H21A 1.2967 0.2752 0.2895 0.132 Uiso calc R 1 . .
H H21B 1.3318 0.2051 0.3653 0.132 Uiso calc R 1 . .
H H21C 1.2348 0.2746 0.3783 0.132 Uiso calc R 1 . .
C C22 1.1089(3) 0.1941(2) 0.2613(2) 0.0567(9) Uani d . 1 . .
H H22A 1.1251 0.2389 0.2139 0.068 Uiso calc R 1 . .
H H22B 1.0624 0.2262 0.3027 0.068 Uiso calc R 1 . .
C C23 1.0607(3) 0.1006(2) 0.2272(2) 0.0496(8) Uani d . 1 . .
H H23 1.0329 0.0634 0.2769 0.060 Uiso calc R 1 . .
C C24 0.9739(3) 0.1152(2) 0.1621(2) 0.0508(8) Uani d . 1 C .
C C25 0.9350(3) 0.1998(3) 0.1294(2) 0.0663(10) Uani d . 1 . .
H H25 0.9606 0.2610 0.1453 0.080 Uiso calc R 1 . .
C C26 0.8532(3) 0.1871(3) 0.0695(3) 0.0721(11) Uani d . 1 . .
H H26 0.8194 0.2393 0.0423 0.086 Uiso calc R 1 . .
C C27 0.8272(3) 0.0943(3) 0.0545(2) 0.0522(8) Uani d . 1 C .
C C28 0.7479(3) 0.0563(3) -0.0029(2) 0.0568(9) Uani d D 1 . .
C C30 0.6091(4) 0.0442(3) -0.1079(3) 0.0979(16) Uani d D 1 . .
H H30 0.5593 0.0565 -0.1511 0.117 Uiso calc R 1 A 1
C C31 0.6363(4) -0.0460(4) -0.0872(4) 0.111(2) Uani d D 1 C .
H H31 0.6068 -0.1032 -0.1091 0.133 Uiso calc R 1 B 1
N N1 1.2030(2) 0.1596(2) 0.30319(19) 0.0615(8) Uani d . 1 . .
O O1 1.3271(2) 0.1816(2) 0.1289(2) 0.0946(10) Uani d . 1 . .
O O2 1.0810(2) -0.10617(19) 0.23110(18) 0.0746(7) Uani d . 1 . .
S S1 0.90714(8) 0.01840(7) 0.11587(6) 0.0631(3) Uani d . 1 . .
S S2 0.6657(4) 0.1332(3) -0.0552(3) 0.0847(11) Uani d P 0.629(7) C 1
C C29' 0.7190(17) -0.0390(8) -0.0252(15) 0.105(8) Uani d PD 0.629(7) C 1
H H29' 0.7515 -0.0937 -0.0011 0.126 Uiso calc PR 0.629(7) C 1
S S2' 0.7253(10) -0.0658(7) -0.0140(8) 0.097(2) Uani d P 0.372(7) C 2
C C29 0.686(2) 0.1034(13) -0.0665(19) 0.128(16) Uani d PD 0.372(7) C 2
H H29 0.6957 0.1690 -0.0806 0.153 Uiso calc PR 0.372(7) C 2
Cl Cl1 1.49143(12) -0.28892(10) 0.00879(10) 0.1206(6) 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'
Cl Cl 0.1484 0.1585 '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
C2 C1 C6 . . 120.5(4) ?
C2 C1 Cl1 . . 120.4(4) ?
C6 C1 Cl1 . . 119.2(4) ?
C1 C2 C3 . . 120.9(4) ?
C1 C2 H2 . . 119.6 ?
C3 C2 H2 . . 119.6 ?
C4 C3 C2 . . 120.2(4) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C5 C4 C3 . . 117.3(4) ?
C5 C4 C7 . . 122.6(3) ?
C3 C4 C7 . . 120.1(4) ?
C4 C5 C6 . . 122.2(4) ?
C4 C5 H5 . . 118.9 ?
C6 C5 H5 . . 118.9 ?
C1 C6 C5 . . 118.8(4) ?
C1 C6 H6 . . 120.6 ?
C5 C6 H6 . . 120.6 ?
O2 C7 C4 . . 121.9(3) ?
O2 C7 C8 . . 120.4(3) ?
C4 C7 C8 . . 117.6(3) ?
C7 C8 C23 . . 115.8(3) ?
C7 C8 C9 . . 111.7(3) ?
C23 C8 C9 . . 104.7(2) ?
C7 C8 H8 . . 108.1 ?
C23 C8 H8 . . 108.1 ?
C9 C8 H8 . . 108.1 ?
N1 C9 C19 . . 110.5(3) ?
N1 C9 C10 . . 114.9(3) ?
C19 C9 C10 . . 102.2(3) ?
N1 C9 C8 . . 102.7(3) ?
C19 C9 C8 . . 118.0(3) ?
C10 C9 C8 . . 109.1(3) ?
O1 C10 C11 . . 129.1(4) ?
O1 C10 C9 . . 122.9(4) ?
C11 C10 C9 . . 108.0(3) ?
C12 C11 C20 . . 120.1(4) ?
C12 C11 C10 . . 132.3(4) ?
C20 C11 C10 . . 107.5(3) ?
C11 C12 C13 . . 117.1(5) ?
C11 C12 H12 . . 121.5 ?
C13 C12 H12 . . 121.5 ?
C14 C13 C12 . . 123.3(5) ?
C14 C13 H13 . . 118.3 ?
C12 C13 H13 . . 118.3 ?
C13 C14 C15 . . 121.1(4) ?
C13 C14 H14 . . 119.4 ?
C15 C14 H14 . . 119.4 ?
C20 C15 C16 . . 116.4(4) ?
C20 C15 C14 . . 115.4(4) ?
C16 C15 C14 . . 128.2(5) ?
C17 C16 C15 . . 120.6(4) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C18 . . 121.9(5) ?
C16 C17 H17 . . 119.0 ?
C18 C17 H17 . . 119.0 ?
C19 C18 C17 . . 119.3(4) ?
C19 C18 H18 . . 120.3 ?
C17 C18 H18 . . 120.3 ?
C18 C19 C20 . . 118.2(3) ?
C18 C19 C9 . . 133.1(4) ?
C20 C19 C9 . . 108.7(3) ?
C11 C20 C15 . . 122.9(4) ?
C11 C20 C19 . . 113.5(3) ?
C15 C20 C19 . . 123.6(4) ?
N1 C21 H21A . . 109.5 ?
N1 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N1 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N1 C22 C23 . . 102.3(3) ?
N1 C22 H22A . . 111.3 ?
C23 C22 H22A . . 111.3 ?
N1 C22 H22B . . 111.3 ?
C23 C22 H22B . . 111.3 ?
H22A C22 H22B . . 109.2 ?
C24 C23 C22 . . 114.4(3) ?
C24 C23 C8 . . 114.5(3) ?
C22 C23 C8 . . 101.9(3) ?
C24 C23 H23 . . 108.6 ?
C22 C23 H23 . . 108.6 ?
C8 C23 H23 . . 108.6 ?
C25 C24 C23 . . 128.9(3) ?
C25 C24 S1 . . 109.0(3) ?
C23 C24 S1 . . 122.1(2) ?
C24 C25 C26 . . 114.0(3) ?
C24 C25 H25 . . 123.0 ?
C26 C25 H25 . . 123.0 ?
C27 C26 C25 . . 114.6(4) ?
C27 C26 H26 . . 122.7 ?
C25 C26 H26 . . 122.7 ?
C26 C27 C28 . . 128.7(3) ?
C26 C27 S1 . . 109.5(3) ?
C28 C27 S1 . . 121.8(3) ?
C29' C28 C29 . . 96.6(8) ?
C29' C28 C27 . . 132.2(5) ?
C29 C28 C27 . . 130.4(6) ?
C29' C28 S2 . . 107.7(6) ?
C27 C28 S2 . . 120.0(3) ?
C29 C28 S2' . . 106.7(7) ?
C27 C28 S2' . . 122.3(3) ?
S2 C28 S2' . . 117.5(3) ?
C31 C30 C29 . . 104.2(8) ?
C31 C30 S2 . . 117.8(4) ?
C31 C30 H30 . . 121.1 ?
C29 C30 H30 . . 133.1 ?
S2 C30 H30 . . 121.1 ?
C30 C31 C29' . . 106.9(6) ?
C30 C31 S2' . . 120.4(5) ?
C30 C31 H31 . . 126.5 ?
C29' C31 H31 . . 126.5 ?
S2' C31 H31 . . 113.0 ?
C22 N1 C21 . . 115.5(3) ?
C22 N1 C9 . . 109.4(3) ?
C21 N1 C9 . . 116.2(3) ?
C24 S1 C27 . . 92.86(17) ?
C30 S2 C28 . . 92.3(3) ?
C28 C29' C31 . . 114.8(8) ?
C28 C29' H29' . . 122.6 ?
C31 C29' H29' . . 122.6 ?
C31 S2' C28 . . 91.2(5) ?
C28 C29 C30 . . 115.5(10) ?
C28 C29 H29 . . 122.3 ?
C30 C29 H29 . . 122.3 ?
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
C1 C2 . 1.344(7) ?
C1 C6 . 1.349(6) ?
C1 Cl1 . 1.748(4) ?
C2 C3 . 1.377(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.375(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.370(5) ?
C4 C7 . 1.479(5) ?
C5 C6 . 1.377(6) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 O2 . 1.218(4) ?
C7 C8 . 1.524(5) ?
C8 C23 . 1.535(4) ?
C8 C9 . 1.577(5) ?
C8 H8 . 0.9800 ?
C9 N1 . 1.466(4) ?
C9 C19 . 1.517(5) ?
C9 C10 . 1.573(5) ?
C10 O1 . 1.206(4) ?
C10 C11 . 1.470(5) ?
C11 C12 . 1.381(5) ?
C11 C20 . 1.396(5) ?
C12 C13 . 1.387(7) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.360(8) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.408(7) ?
C14 H14 . 0.9300 ?
C15 C20 . 1.400(5) ?
C15 C16 . 1.403(7) ?
C16 C17 . 1.365(7) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.419(6) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.360(5) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.415(5) ?
C21 N1 . 1.450(5) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 N1 . 1.435(4) ?
C22 C23 . 1.510(5) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.498(4) ?
C23 H23 . 0.9800 ?
C24 C25 . 1.354(5) ?
C24 S1 . 1.723(4) ?
C25 C26 . 1.394(5) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.332(5) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.432(5) ?
C27 S1 . 1.727(3) ?
C28 C29' . 1.396(9) ?
C28 C29 . 1.402(10) ?
C28 S2 . 1.682(5) ?
C28 S2' . 1.703(8) ?
C30 C31 . 1.318(6) ?
C30 C29 . 1.420(10) ?
C30 S2 . 1.625(6) ?
C30 H30 . 0.9300 ?
C31 C29' . 1.416(9) ?
C31 S2' . 1.612(9) ?
C31 H31 . 0.9300 ?
C29' H29' . 0.9300 ?
C29 H29 . 0.9300 ?
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
C6 C1 C2 C3 . . . . 1.7(8) ?
Cl1 C1 C2 C3 . . . . -177.1(4) ?
C1 C2 C3 C4 . . . . -2.0(8) ?
C2 C3 C4 C5 . . . . 0.1(6) ?
C2 C3 C4 C7 . . . . -178.5(4) ?
C3 C4 C5 C6 . . . . 2.1(7) ?
C7 C4 C5 C6 . . . . -179.4(4) ?
C2 C1 C6 C5 . . . . 0.5(8) ?
Cl1 C1 C6 C5 . . . . 179.3(4) ?
C4 C5 C6 C1 . . . . -2.4(7) ?
C5 C4 C7 O2 . . . . 151.1(4) ?
C3 C4 C7 O2 . . . . -30.3(5) ?
C5 C4 C7 C8 . . . . -32.4(5) ?
C3 C4 C7 C8 . . . . 146.1(4) ?
O2 C7 C8 C23 . . . . -12.0(5) ?
C4 C7 C8 C23 . . . . 171.5(3) ?
O2 C7 C8 C9 . . . . 107.7(4) ?
C4 C7 C8 C9 . . . . -68.8(4) ?
C7 C8 C9 N1 . . . . -131.0(3) ?
C23 C8 C9 N1 . . . . -5.0(3) ?
C7 C8 C9 C19 . . . . -9.3(4) ?
C23 C8 C9 C19 . . . . 116.7(3) ?
C7 C8 C9 C10 . . . . 106.6(3) ?
C23 C8 C9 C10 . . . . -127.3(3) ?
N1 C9 C10 O1 . . . . -62.6(5) ?
C19 C9 C10 O1 . . . . 177.7(4) ?
C8 C9 C10 O1 . . . . 52.1(5) ?
N1 C9 C10 C11 . . . . 117.3(3) ?
C19 C9 C10 C11 . . . . -2.4(4) ?
C8 C9 C10 C11 . . . . -128.1(3) ?
O1 C10 C11 C12 . . . . -0.1(8) ?
C9 C10 C11 C12 . . . . -180.0(4) ?
O1 C10 C11 C20 . . . . -177.7(4) ?
C9 C10 C11 C20 . . . . 2.5(4) ?
C20 C11 C12 C13 . . . . -0.8(6) ?
C10 C11 C12 C13 . . . . -178.2(4) ?
C11 C12 C13 C14 . . . . -0.2(8) ?
C12 C13 C14 C15 . . . . 0.8(8) ?
C13 C14 C15 C20 . . . . -0.4(6) ?
C13 C14 C15 C16 . . . . -179.6(5) ?
C20 C15 C16 C17 . . . . -0.2(6) ?
C14 C15 C16 C17 . . . . 179.0(4) ?
C15 C16 C17 C18 . . . . 0.3(7) ?
C16 C17 C18 C19 . . . . 0.2(6) ?
C17 C18 C19 C20 . . . . -0.8(5) ?
C17 C18 C19 C9 . . . . -178.5(4) ?
N1 C9 C19 C18 . . . . 56.5(5) ?
C10 C9 C19 C18 . . . . 179.3(4) ?
C8 C9 C19 C18 . . . . -61.1(5) ?
N1 C9 C19 C20 . . . . -121.3(3) ?
C10 C9 C19 C20 . . . . 1.5(3) ?
C8 C9 C19 C20 . . . . 121.1(3) ?
C12 C11 C20 C15 . . . . 1.3(6) ?
C10 C11 C20 C15 . . . . 179.2(3) ?
C12 C11 C20 C19 . . . . -179.5(4) ?
C10 C11 C20 C19 . . . . -1.6(4) ?
C16 C15 C20 C11 . . . . 178.7(4) ?
C14 C15 C20 C11 . . . . -0.6(5) ?
C16 C15 C20 C19 . . . . -0.5(5) ?
C14 C15 C20 C19 . . . . -179.8(4) ?
C18 C19 C20 C11 . . . . -178.2(3) ?
C9 C19 C20 C11 . . . . 0.0(4) ?
C18 C19 C20 C15 . . . . 1.0(5) ?
C9 C19 C20 C15 . . . . 179.2(3) ?
N1 C22 C23 C24 . . . . -166.4(3) ?
N1 C22 C23 C8 . . . . -42.3(3) ?
C7 C8 C23 C24 . . . . -83.9(4) ?
C9 C8 C23 C24 . . . . 152.7(3) ?
C7 C8 C23 C22 . . . . 152.0(3) ?
C9 C8 C23 C22 . . . . 28.6(3) ?
C22 C23 C24 C25 . . . . 1.3(5) ?
C8 C23 C24 C25 . . . . -115.8(4) ?
C22 C23 C24 S1 . . . . -179.3(2) ?
C8 C23 C24 S1 . . . . 63.6(4) ?
C23 C24 C25 C26 . . . . -179.9(3) ?
S1 C24 C25 C26 . . . . 0.7(4) ?
C24 C25 C26 C27 . . . . -0.2(5) ?
C25 C26 C27 C28 . . . . -179.7(3) ?
C25 C26 C27 S1 . . . . -0.4(5) ?
C26 C27 C28 C29' . . . . 176.8(17) ?
S1 C27 C28 C29' . . . . -2.5(17) ?
C26 C27 C28 C29 . . . . 10(2) ?
S1 C27 C28 C29 . . . . -170(2) ?
C26 C27 C28 S2 . . . . -5.6(6) ?
S1 C27 C28 S2 . . . . 175.2(3) ?
C26 C27 C28 S2' . . . . 180.0(8) ?
S1 C27 C28 S2' . . . . 0.8(8) ?
C29 C30 C31 C29' . . . . 8(2) ?
S2 C30 C31 C29' . . . . -4.8(15) ?
C29 C30 C31 S2' . . . . 10.7(18) ?
S2 C30 C31 S2' . . . . -1.8(11) ?
C23 C22 N1 C21 . . . . 175.1(3) ?
C23 C22 N1 C9 . . . . 41.8(3) ?
C19 C9 N1 C22 . . . . -149.3(3) ?
C10 C9 N1 C22 . . . . 95.7(3) ?
C8 C9 N1 C22 . . . . -22.7(3) ?
C19 C9 N1 C21 . . . . 77.8(4) ?
C10 C9 N1 C21 . . . . -37.2(4) ?
C8 C9 N1 C21 . . . . -155.6(3) ?
C25 C24 S1 C27 . . . . -0.7(3) ?
C23 C24 S1 C27 . . . . 179.8(3) ?
C26 C27 S1 C24 . . . . 0.6(3) ?
C28 C27 S1 C24 . . . . 180.0(3) ?
C31 C30 S2 C28 . . . . 6.1(6) ?
C29 C30 S2 C28 . . . . -37(4) ?
C29' C28 S2 C30 . . . . -5.1(13) ?
C29 C28 S2 C30 . . . . 42(4) ?
C27 C28 S2 C30 . . . . 176.7(3) ?
S2' C28 S2 C30 . . . . -8.6(8) ?
C29 C28 C29' C31 . . . . -8(2) ?
C27 C28 C29' C31 . . . . -178.6(9) ?
S2 C28 C29' C31 . . . . 4(2) ?
S2' C28 C29' C31 . . . . 166(12) ?
C30 C31 C29' C28 . . . . 0(2) ?
S2' C31 C29' C28 . . . . -169(9) ?
C30 C31 S2' C28 . . . . -3.6(11) ?
C29' C31 S2' C28 . . . . 8(7) ?
C29' C28 S2' C31 . . . . -11(9) ?
C29 C28 S2' C31 . . . . -5.2(19) ?
C27 C28 S2' C31 . . . . -177.6(4) ?
S2 C28 S2' C31 . . . . 7.8(10) ?
C29' C28 C29 C30 . . . . 14(3) ?
C27 C28 C29 C30 . . . . -175.8(12) ?
S2 C28 C29 C30 . . . . -121(6) ?
S2' C28 C29 C30 . . . . 13(3) ?
C31 C30 C29 C28 . . . . -15(3) ?
S2 C30 C29 C28 . . . . 127(6) ?
