#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/69/7216958.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_7216958
loop_
_publ_author_name
'Moriguchi, Tetsuji'
'Inoue, Megumi'
'Yasutake, Mikio'
'Sinmyozu, Teruo'
'Sakata, Kazunori'
'Tsuge, Akihiko'
_publ_section_title
;
 Preparation and structural properties of dithia[3.3.1]metacyclophanes
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              2084
_journal_paper_doi               10.1039/b106154m
_journal_year                    2001
_chemical_formula_moiety         'C33 H41 N O4 S2 '
_chemical_formula_sum            'C33 H41 N O4 S2'
_chemical_formula_weight         579.81
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 104.0528(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9636(5)
_cell_length_b                   12.7351(4)
_cell_length_c                   19.3901(7)
_cell_measurement_reflns_used    32666
_cell_measurement_temperature    93.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.2
_cell_volume                     3105.36(19)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9968
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27065
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4629
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.0009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00063|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0401
_reflns_number_gt                4629
_reflns_number_total             7112
_reflns_threshold_expression     F²>3.0σ(F²)
_cod_data_source_file            b106154m.txt
_cod_data_source_block           outerNO2[3.3.1]MCP
_cod_original_cell_volume        3105.4(2)
_cod_original_formula_sum        'C33 H41 N O4 S2 '
_cod_database_code               7216958
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+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_calc_flag
_atom_site_disorder_assembly
S(1) S 1.03148(4) -0.06909(4) 0.31903(2) 0.0202(1) Uani 1.00 d .
S(2) S 0.48956(4) 0.05365(3) 0.09893(2) 0.0203(1) Uani 1.00 d .
O(1) O 0.61148(9) -0.16158(9) 0.24741(6) 0.0180(3) Uani 1.00 d .
O(2) O 0.84759(9) -0.32293(9) 0.31893(6) 0.0164(3) Uani 1.00 d .
O(3) O 0.80497(10) 0.33161(10) 0.35193(7) 0.0215(3) Uani 1.00 d .
O(4) O 0.7018(1) 0.36723(9) 0.24868(7) 0.0243(3) Uani 1.00 d .
N(1) N 0.7536(1) 0.3051(1) 0.29236(8) 0.0177(4) Uani 1.00 d .
C(1) C 0.4601(1) -0.1457(1) 0.14735(9) 0.0151(4) Uani 1.00 d .
C(2) C 0.3928(1) -0.1927(1) 0.08777(9) 0.0158(4) Uani 1.00 d .
C(3) C 0.4056(1) -0.2960(1) 0.06869(9) 0.0150(4) Uani 1.00 d .
C(4) C 0.4915(1) -0.3519(1) 0.11027(9) 0.0154(4) Uani 1.00 d .
C(5) C 0.5607(1) -0.3090(1) 0.16942(9) 0.0141(4) Uani 1.00 d .
C(6) C 0.5415(1) -0.2061(1) 0.18863(9) 0.0147(4) Uani 1.00 d .
C(7) C 0.6606(1) -0.3651(1) 0.20841(9) 0.0168(4) Uani 1.00 d .
C(8) C 0.7593(1) -0.3138(1) 0.19445(9) 0.0150(4) Uani 1.00 d .
C(9) C 0.7624(1) -0.2824(1) 0.12599(9) 0.0155(4) Uani 1.00 d .
C(10) C 0.8501(1) -0.2312(1) 0.11167(9) 0.0162(4) Uani 1.00 d .
C(11) C 0.9359(1) -0.2100(1) 0.16929(9) 0.0170(4) Uani 1.00 d .
C(12) C 0.9363(1) -0.2396(1) 0.23845(9) 0.0158(4) Uani 1.00 d .
C(13) C 0.8480(1) -0.2928(1) 0.24995(9) 0.0148(4) Uani 1.00 d .
C(14) C 1.0271(1) -0.2095(1) 0.29973(9) 0.0175(4) Uani 1.00 d .
C(15) C 0.9050(1) -0.0521(1) 0.34397(9) 0.0199(5) Uani 1.00 d .
C(16) C 0.8317(1) 0.0239(1) 0.29585(9) 0.0174(4) Uani 1.00 d .
C(17) C 0.8247(1) 0.1271(1) 0.31689(9) 0.0172(4) Uani 1.00 d .
C(18) C 0.7558(1) 0.1943(1) 0.27165(9) 0.0157(4) Uani 1.00 d .
C(19) C 0.6917(1) 0.1628(1) 0.20733(9) 0.0165(4) Uani 1.00 d .
C(20) C 0.6979(1) 0.0590(1) 0.18598(9) 0.0166(4) Uani 1.00 d .
C(21) C 0.7693(1) -0.0085(1) 0.22969(9) 0.0173(4) Uani 1.00 d .
C(22) C 0.6291(1) 0.0203(1) 0.11563(9) 0.0191(4) Uani 1.00 d .
C(23) C 0.4480(1) -0.0311(1) 0.16274(9) 0.0189(4) Uani 1.00 d .
C(24) C 0.5768(2) -0.1706(2) 0.31197(9) 0.0251(5) Uani 1.00 d .
C(25) C 0.8829(2) -0.4297(1) 0.33219(10) 0.0259(5) Uani 1.00 d .
C(26) C 0.3340(1) -0.3470(1) 0.00240(9) 0.0187(4) Uani 1.00 d .
C(27) C 0.2945(2) -0.4547(2) 0.0210(1) 0.0259(5) Uani 1.00 d .
C(28) C 0.3997(2) -0.3617(2) -0.05281(10) 0.0260(5) Uani 1.00 d .
C(29) C 0.2368(2) -0.2794(2) -0.0302(1) 0.0267(5) Uani 1.00 d .
C(30) C 0.8538(1) -0.1946(1) 0.03696(9) 0.0189(4) Uani 1.00 d .
C(31) C 0.8662(2) -0.0752(2) 0.0376(1) 0.0330(6) Uani 1.00 d .
C(32) C 0.7533(2) -0.2243(2) -0.01906(10) 0.0279(5) Uani 1.00 d .
C(33) C 0.9489(2) -0.2456(2) 0.0160(1) 0.0353(6) Uani 1.00 d .
H(1) H 0.3351 -0.1524 0.0599 0.0196 Uiso 1.00 calc .
H(2) H 0.5023 -0.4234 0.0971 0.0189 Uiso 1.00 calc .
H(3) H 0.6651 -0.3632 0.2588 0.0210 Uiso 1.00 calc .
H(4) H 0.6578 -0.4366 0.1939 0.0210 Uiso 1.00 calc .
H(5) H 0.7017 -0.2961 0.0874 0.0180 Uiso 1.00 calc .
H(6) H 0.9961 -0.1732 0.1609 0.0214 Uiso 1.00 calc .
H(7) H 1.0928 -0.2299 0.2893 0.0213 Uiso 1.00 calc .
H(8) H 1.0207 -0.2471 0.3416 0.0213 Uiso 1.00 calc .
H(9) H 0.8699 -0.1189 0.3423 0.0243 Uiso 1.00 calc .
H(10) H 0.9183 -0.0266 0.3919 0.0243 Uiso 1.00 calc .
H(11) H 0.8662 0.1515 0.3615 0.0220 Uiso 1.00 calc .
H(12) H 0.6446 0.2114 0.1780 0.0198 Uiso 1.00 calc .
H(13) H 0.7754 -0.0798 0.2146 0.0202 Uiso 1.00 calc .
H(14) H 0.6358 -0.0545 0.1141 0.0227 Uiso 1.00 calc ..
H(15) H 0.6570 0.0494 0.0781 0.0227 Uiso 1.00 calc .
H(16) H 0.4892 -0.0148 0.2096 0.0227 Uiso 1.00 calc .
H(17) H 0.3745 -0.0165 0.1615 0.0227 Uiso 1.00 calc .
H(18) H 0.6266 -0.1388 0.3503 0.0312 Uiso 1.00 calc .
H(19) H 0.5093 -0.1369 0.3065 0.0312 Uiso 1.00 calc .
H(20) H 0.5691 -0.2430 0.3228 0.0312 Uiso 1.00 calc .
H(21) H 0.8827 -0.4486 0.3800 0.0320 Uiso 1.00 calc .
H(22) H 0.8369 -0.4757 0.3004 0.0320 Uiso 1.00 calc .
H(23) H 0.9533 -0.4369 0.3263 0.0320 Uiso 1.00 calc .
H(24) H 0.2510 -0.4459 0.0536 0.0337 Uiso 1.00 calc .
H(25) H 0.2538 -0.4873 -0.0212 0.0337 Uiso 1.00 calc .
H(26) H 0.3533 -0.4985 0.0417 0.0337 Uiso 1.00 calc .
H(27) H 0.4607 -0.4039 -0.0339 0.0313 Uiso 1.00 calc .
H(28) H 0.3580 -0.3935 -0.0944 0.0313 Uiso 1.00 calc .
H(29) H 0.4236 -0.2943 -0.0652 0.0313 Uiso 1.00 calc .
H(30) H 0.2584 -0.2120 -0.0424 0.0325 Uiso 1.00 calc .
H(31) H 0.1959 -0.3124 -0.0728 0.0325 Uiso 1.00 calc .
H(32) H 0.1929 -0.2718 0.0022 0.0325 Uiso 1.00 calc .
H(33) H 0.9305 -0.0562 0.0708 0.0395 Uiso 1.00 calc .
H(34) H 0.8690 -0.0519 -0.0084 0.0395 Uiso 1.00 calc .
H(35) H 0.8079 -0.0432 0.0509 0.0395 Uiso 1.00 calc .
H(36) H 0.6913 -0.1929 -0.0083 0.0358 Uiso 1.00 calc .
H(37) H 0.7570 -0.2017 -0.0651 0.0358 Uiso 1.00 calc .
H(38) H 0.7429 -0.2991 -0.0202 0.0358 Uiso 1.00 calc .
H(39) H 0.9406 -0.3220 0.0148 0.0436 Uiso 1.00 calc .
H(40) H 0.9542 -0.2240 -0.0297 0.0436 Uiso 1.00 calc .
H(41) H 1.0139 -0.2306 0.0499 0.0436 Uiso 1.00 calc .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
S S 0.125 0.123
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(14) S(1) C(15) 100.63(8) yes
C(22) S(2) C(23) 100.79(8) yes
C(6) O(1) C(24) 113.7(1) yes
C(13) O(2) C(25) 110.9(1) yes
O(3) N(1) O(4) 123.3(1) yes
O(3) N(1) C(18) 118.5(1) yes
O(4) N(1) C(18) 118.2(1) yes
C(2) C(1) C(6) 118.1(2) yes
C(2) C(1) C(23) 120.2(1) yes
C(6) C(1) C(23) 121.5(1) yes
C(1) C(2) C(3) 122.3(1) yes
C(2) C(3) C(4) 117.3(1) yes
C(2) C(3) C(26) 122.5(1) yes
C(4) C(3) C(26) 120.1(1) yes
C(3) C(4) C(5) 122.7(2) yes
C(4) C(5) C(6) 117.9(1) yes
C(4) C(5) C(7) 122.1(2) yes
C(6) C(5) C(7) 119.7(1) yes
O(1) C(6) C(1) 119.8(1) yes
O(1) C(6) C(5) 118.4(1) yes
C(1) C(6) C(5) 121.5(1) yes
C(5) C(7) C(8) 111.4(1) yes
C(7) C(8) C(9) 120.8(1) yes
C(7) C(8) C(13) 121.1(2) yes
C(9) C(8) C(13) 118.1(2) yes
C(8) C(9) C(10) 122.4(1) yes
C(9) C(10) C(11) 117.4(2) yes
C(9) C(10) C(30) 122.9(1) yes
C(11) C(10) C(30) 119.7(2) yes
C(10) C(11) C(12) 122.3(2) yes
C(11) C(12) C(13) 118.3(1) yes
C(11) C(12) C(14) 120.8(2) yes
C(13) C(12) C(14) 120.8(2) yes
O(2) C(13) C(8) 119.6(2) yes
O(2) C(13) C(12) 118.8(1) yes
C(8) C(13) C(12) 121.6(2) yes
S(1) C(14) C(12) 113.0(1) yes
S(1) C(15) C(16) 112.5(1) yes
C(15) C(16) C(17) 120.2(1) yes
C(15) C(16) C(21) 120.9(2) yes
C(17) C(16) C(21) 118.9(1) yes
C(16) C(17) C(18) 118.5(1) yes
N(1) C(18) C(17) 118.2(1) yes
N(1) C(18) C(19) 118.6(1) yes
C(17) C(18) C(19) 123.2(2) yes
C(18) C(19) C(20) 118.6(1) yes
C(19) C(20) C(21) 118.9(1) yes
C(19) C(20) C(22) 120.7(1) yes
C(21) C(20) C(22) 120.4(2) yes
C(16) C(21) C(20) 121.8(2) yes
S(2) C(22) C(20) 115.4(1) yes
S(2) C(23) C(1) 112.2(1) yes
C(3) C(26) C(27) 110.4(1) yes
C(3) C(26) C(28) 108.1(1) yes
C(3) C(26) C(29) 112.2(1) yes
C(27) C(26) C(28) 109.1(2) yes
C(27) C(26) C(29) 108.1(2) yes
C(28) C(26) C(29) 108.8(1) yes
C(10) C(30) C(31) 108.8(1) yes
C(10) C(30) C(32) 112.3(2) yes
C(10) C(30) C(33) 109.4(1) yes
C(31) C(30) C(32) 108.7(1) yes
C(31) C(30) C(33) 109.5(2) yes
C(32) C(30) C(33) 108.0(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(14) 1.825(2) yes
S(1) C(15) 1.832(2) yes
S(2) C(22) 1.809(2) yes
S(2) C(23) 1.820(2) yes
O(1) C(6) 1.393(2) yes
O(1) C(24) 1.434(2) yes
O(2) C(13) 1.393(2) yes
O(2) C(25) 1.437(2) yes
O(3) N(1) 1.232(2) yes
O(4) N(1) 1.232(2) yes
N(1) C(18) 1.470(2) yes
C(1) C(2) 1.402(2) yes
C(1) C(6) 1.392(2) yes
C(1) C(23) 1.505(2) yes
C(2) C(3) 1.388(3) yes
C(3) C(4) 1.400(2) yes
C(3) C(26) 1.534(2) yes
C(4) C(5) 1.385(2) yes
C(5) C(6) 1.400(2) yes
C(5) C(7) 1.511(2) yes
C(7) C(8) 1.519(3) yes
C(8) C(9) 1.396(3) yes
C(8) C(13) 1.396(2) yes
C(9) C(10) 1.396(3) yes
C(10) C(11) 1.398(2) yes
C(10) C(30) 1.534(3) yes
C(11) C(12) 1.392(3) yes
C(12) C(13) 1.395(3) yes
C(12) C(14) 1.505(2) yes
C(15) C(16) 1.510(2) yes
C(16) C(17) 1.386(2) yes
C(16) C(21) 1.403(2) yes
C(17) C(18) 1.385(2) yes
C(18) C(19) 1.380(2) yes
C(19) C(20) 1.394(2) yes
C(20) C(21) 1.390(2) yes
C(20) C(22) 1.519(2) yes
C(26) C(27) 1.538(3) yes
C(26) C(28) 1.533(3) yes
C(26) C(29) 1.529(3) yes
C(30) C(31) 1.529(3) yes
C(30) C(32) 1.527(2) yes
C(30) C(33) 1.533(3) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O(3) C(2) 3.080(2) 2_655
O(3) C(25) 3.255(2) 1_565
O(3) C(1) 3.452(2) 2_655
O(3) C(11) 3.522(2) 2_755
O(4) C(23) 3.165(2) 2_655
O(4) C(1) 3.248(2) 2_655
O(4) C(7) 3.509(2) 1_565
O(4) C(24) 3.549(2) 2_655
N(1) C(1) 3.318(2) 2_655
N(1) C(2) 3.338(3) 2_655
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_publ_flag
S(1) C(14) C(12) C(11) 69.7(2) yes
S(1) C(14) C(12) C(13) -106.9(2) yes
S(1) C(15) C(16) C(17) -99.0(2) yes
S(1) C(15) C(16) C(21) 81.5(2) yes
S(2) C(22) C(20) C(19) -48.5(2) yes
S(2) C(22) C(20) C(21) 132.5(2) yes
S(2) C(23) C(1) C(2) -70.3(2) yes
S(2) C(23) C(1) C(6) 105.7(2) yes
O(1) C(6) C(1) C(2) 178.7(2) yes
O(1) C(6) C(1) C(23) 2.6(3) yes
O(1) C(6) C(5) C(4) -179.1(2) yes
O(1) C(6) C(5) C(7) -5.2(3) yes
O(2) C(13) C(8) C(7) 2.5(2) yes
O(2) C(13) C(8) C(9) 179.9(2) yes
O(2) C(13) C(12) C(11) 179.9(2) yes
O(2) C(13) C(12) C(14) -3.5(2) yes
O(3) N(1) C(18) C(17) -7.1(3) yes
O(3) N(1) C(18) C(19) 174.9(2) yes
O(4) N(1) C(18) C(17) 171.7(2) yes
O(4) N(1) C(18) C(19) -6.3(3) yes
N(1) C(18) C(17) C(16) -176.3(2) yes
N(1) C(18) C(19) C(20) 176.7(2) yes
C(1) C(2) C(3) C(4) -2.0(3) yes
C(1) C(2) C(3) C(26) -178.3(2) yes
C(1) C(6) O(1) C(24) 89.4(2) yes
C(1) C(6) C(5) C(4) -4.3(3) yes
C(1) C(6) C(5) C(7) 169.6(2) yes
C(1) C(23) S(2) C(22) -63.2(1) yes
C(2) C(1) C(6) C(5) 3.9(3) yes
C(2) C(3) C(4) C(5) 1.6(3) yes
C(2) C(3) C(26) C(27) -131.9(2) yes
C(2) C(3) C(26) C(28) 108.8(2) yes
C(2) C(3) C(26) C(29) -11.2(3) yes
C(3) C(2) C(1) C(6) -0.7(3) yes
C(3) C(2) C(1) C(23) 175.4(2) yes
C(3) C(4) C(5) C(6) 1.4(3) yes
C(3) C(4) C(5) C(7) -172.3(2) yes
C(4) C(3) C(26) C(27) 51.9(2) yes
C(4) C(3) C(26) C(28) -67.4(2) yes
C(4) C(3) C(26) C(29) 172.6(2) yes
C(4) C(5) C(7) C(8) 107.2(2) yes
C(5) C(4) C(3) C(26) 178.0(2) yes
C(5) C(6) O(1) C(24) -95.6(2) yes
C(5) C(6) C(1) C(23) -172.2(2) yes
C(5) C(7) C(8) C(9) -43.6(2) yes
C(5) C(7) C(8) C(13) 133.8(2) yes
C(6) C(5) C(7) C(8) -66.4(2) yes
C(7) C(8) C(9) C(10) 177.3(2) yes
C(7) C(8) C(13) C(12) -175.7(2) yes
C(8) C(9) C(10) C(11) -1.3(3) yes
C(8) C(9) C(10) C(30) -178.9(2) yes
C(8) C(13) O(2) C(25) 86.3(2) yes
C(8) C(13) C(12) C(11) -1.9(3) yes
C(8) C(13) C(12) C(14) 174.7(2) yes
C(9) C(8) C(13) C(12) 1.8(3) yes
C(9) C(10) C(11) C(12) 1.1(3) yes
C(9) C(10) C(30) C(31) 118.3(2) yes
C(9) C(10) C(30) C(32) -2.2(2) yes
C(9) C(10) C(30) C(33) -122.1(2) yes
C(10) C(9) C(8) C(13) -0.1(3) yes
C(10) C(11) C(12) C(13) 0.4(3) yes
C(10) C(11) C(12) C(14) -176.2(2) yes
C(11) C(10) C(30) C(31) -59.3(2) yes
C(11) C(10) C(30) C(32) -179.7(2) yes
C(11) C(10) C(30) C(33) 60.3(2) yes
C(12) C(11) C(10) C(30) 178.8(2) yes
C(12) C(13) O(2) C(25) -95.5(2) yes
C(12) C(14) S(1) C(15) 62.9(1) yes
C(14) S(1) C(15) C(16) -119.5(1) yes
C(15) C(16) C(17) C(18) -179.3(2) yes
C(15) C(16) C(21) C(20) 177.1(2) yes
C(16) C(17) C(18) C(19) 1.6(3) yes
C(16) C(21) C(20) C(19) 2.8(3) yes
C(16) C(21) C(20) C(22) -178.2(2) yes
C(17) C(16) C(21) C(20) -2.4(3) yes
C(17) C(18) C(19) C(20) -1.3(3) yes
C(18) C(17) C(16) C(21) 0.2(3) yes
C(18) C(19) C(20) C(21) -0.9(3) yes
C(18) C(19) C(20) C(22) -180.0(2) yes
C(20) C(22) S(2) C(23) -70.8(1) yes
C(20) C(22) S(2) C(23) -70.8(1) yes
