#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/21/4112139.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_4112139
loop_
_publ_author_name
'Ikuya Shibata'
'Hirofumi Kato'
'Nobuaki Kanazawa'
'Makoto Yasuda'
'Akio Baba'
_publ_contact_author_address
;
Department of Molecular Chemistry, Science and Technology Center for Atoms, 
Molecules and Ions Control, 
Graduate School of Engineering
Osaka University
  2-1 Yamadaoka
  Suita Osaka 565-0871
  Japan
;
_publ_contact_author_email       ' baba@ap.chem.eng.osaka-u.ac.jp'
_publ_contact_author_fax         ' 81(6)68797387 '
_publ_contact_author_name        ' Dr. Akio Baba'
_publ_contact_author_phone       ' 81(6)687973876'
_publ_section_title
;
 One-Pot Synthesis of Nitrogen Heterocycles Initiated by Regio- and
 Diastereoselective Carbon-Carbon Bond Formation of Bifunctional Carbonyl
 Compounds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              466
_journal_page_last               467
_journal_paper_doi               10.1021/ja038712n
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C22 H22 Cl N O5 S '
_chemical_formula_sum            'C22 H22 Cl N O5 S'
_chemical_formula_weight         447.93
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                92.52(1)
_cell_angle_beta                 112.46(1)
_cell_angle_gamma                69.16(1)
_cell_formula_units_Z            2
_cell_length_a                   10.403(2)
_cell_length_b                   11.939(2)
_cell_length_c                   10.139(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.4
_cell_volume                     1081.4(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_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_measured_fraction_theta_full 1.0018
_diffrn_measured_fraction_theta_max 1.0018
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.017
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5238
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_standards_decay_%        1.38
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.54
_refine_diff_density_min         -0.37
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.972
_refine_ls_number_parameters     327
_refine_ls_number_reflns         2238
_refine_ls_R_factor_gt           0.0641
_refine_ls_shift/su_max          0.1060
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1544
_reflns_number_gt                2238
_reflns_number_total             4966
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja038712nsi20031127_030438_2.cif
_cod_data_source_block           5c
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C22 H22 Cl N O5 S '
_cod_database_code               4112139
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_calc_flag
Cl(1) Cl 0.5388(2) 0.6476(1) 0.1642(2) 0.0777(5) Uani 1.00 d
S(1) S 0.9306(2) -0.1994(1) 0.5962(2) 0.0686(5) Uani 1.00 d
O(1) O 0.5913(4) -0.0363(3) 0.6867(4) 0.067(1) Uani 1.00 d
O(2) O 0.6477(4) -0.2167(4) 0.6038(5) 0.080(1) Uani 1.00 d
O(3) O 0.7802(5) 0.2468(3) 0.7244(4) 0.075(1) Uani 1.00 d
O(4) O 1.0288(5) -0.1365(4) 0.6168(5) 0.096(2) Uani 1.00 d
O(5) O 0.8671(6) -0.2407(4) 0.4602(4) 0.109(2) Uani 1.00 d
N(1) N 0.7917(4) -0.1008(3) 0.6338(4) 0.052(1) Uani 1.00 d
C(1) C 0.712(2) -0.020(1) 1.167(1) 0.220(8) Uani 1.00 d
C(2) C 0.827(1) -0.0906(9) 1.119(1) 0.141(4) Uani 1.00 d
C(3) C 0.816(1) -0.0486(8) 0.982(1) 0.139(4) Uani 1.00 d
C(4) C 0.7099(8) 0.0552(6) 0.8957(7) 0.086(2) Uani 1.00 d
C(5) C 0.6606(6) 0.0516(5) 0.7348(5) 0.051(2) Uani 1.00 d
C(6) C 0.7831(6) 0.0204(4) 0.6751(6) 0.047(1) Uani 1.00 d
C(7) C 0.7472(7) 0.1079(4) 0.5528(6) 0.049(2) Uani 1.00 d
C(8) C 0.7415(5) 0.2313(4) 0.5976(6) 0.050(2) Uani 1.00 d
C(9) C 0.6909(5) 0.3319(4) 0.4863(5) 0.045(1) Uani 1.00 d
C(10) C 0.6975(7) 0.4427(5) 0.5301(6) 0.059(2) Uani 1.00 d
C(11) C 0.6511(7) 0.5388(5) 0.4318(7) 0.064(2) Uani 1.00 d
C(12) C 0.5974(6) 0.5257(4) 0.2883(6) 0.053(2) Uani 1.00 d
C(13) C 0.6378(6) 0.3214(5) 0.3409(6) 0.056(2) Uani 1.00 d
C(14) C 0.5910(7) 0.4178(5) 0.2407(6) 0.061(2) Uani 1.00 d
C(15) C 0.6758(6) -0.1274(5) 0.6375(6) 0.061(2) Uani 1.00 d
C(16) C 1.0146(5) -0.3215(4) 0.7308(5) 0.050(1) Uani 1.00 d
C(17) C 1.0948(6) -0.3079(5) 0.8707(6) 0.062(2) Uani 1.00 d
C(18) C 1.1619(7) -0.4058(6) 0.9727(7) 0.069(2) Uani 1.00 d
C(19) C 1.1520(6) -0.5161(5) 0.9394(6) 0.061(2) Uani 1.00 d
C(20) C 1.2234(7) -0.6226(6) 1.0501(7) 0.092(2) Uani 1.00 d
C(21) C 1.0019(6) -0.4305(5) 0.6934(7) 0.062(2) Uani 1.00 d
C(22) C 1.0723(7) -0.5272(5) 0.7988(7) 0.067(2) Uani 1.00 d
H(1) H 0.6510 0.0501 1.1039 0.2600 Uiso 1.00 calc
H(2) H 0.7617 0.0006 1.2608 0.2600 Uiso 1.00 calc
H(3) H 0.6588 -0.0667 1.1731 0.2600 Uiso 1.00 calc
H(4) H 0.89(1) -0.189(10) 1.20(1) 0.22(1) Uiso 1.00 calc
H(5) H 0.8915 -0.0988 0.9475 0.1624 Uiso 1.00 calc
H(6) H 0.6242 0.0734 0.9178 0.1030 Uiso 1.00 calc
H(7) H 0.751(7) 0.122(6) 0.926(6) 0.10(2) Uiso 1.00 calc
H(8) H 0.595(5) 0.119(4) 0.695(4) 0.04(1) Uiso 1.00 calc
H(9) H 0.857(5) 0.019(4) 0.735(4) 0.03(1) Uiso 1.00 calc
H(10) H 0.651(6) 0.114(4) 0.477(5) 0.07(1) Uiso 1.00 calc
H(11) H 0.808(5) 0.076(4) 0.506(5) 0.05(1) Uiso 1.00 calc
H(12) H 0.731(5) 0.452(4) 0.630(5) 0.07(1) Uiso 1.00 calc
H(13) H 0.664(6) 0.606(5) 0.464(5) 0.07(2) Uiso 1.00 calc
H(14) H 0.633(5) 0.253(4) 0.308(5) 0.06(1) Uiso 1.00 calc
H(15) H 0.552(6) 0.410(4) 0.146(6) 0.07(2) Uiso 1.00 calc
H(16) H 1.103(8) -0.225(6) 0.891(7) 0.13(2) Uiso 1.00 calc
H(17) H 1.211(7) -0.396(5) 1.054(6) 0.08(2) Uiso 1.00 calc
H(18) H 1.2733 -0.6004 1.1412 0.1100 Uiso 1.00 calc
H(19) H 1.1489 -0.6489 1.0540 0.1100 Uiso 1.00 calc
H(20) H 1.2938 -0.6859 1.0250 0.1100 Uiso 1.00 calc
H(21) H 0.954(6) -0.440(5) 0.593(6) 0.08(2) Uiso 1.00 calc
H(22) H 1.071(7) -0.609(6) 0.773(7) 0.12(2) 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)
;
Cl Cl 0.148 0.159
;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
O(4) S(1) O(5) 120.9(3) yes
O(4) S(1) N(1) 102.8(2) yes
O(4) S(1) C(16) 109.7(3) yes
O(5) S(1) N(1) 108.5(3) yes
O(5) S(1) C(16) 108.6(3) yes
N(1) S(1) C(16) 105.0(2) yes
C(5) O(1) C(15) 110.5(4) yes
S(1) N(1) C(6) 125.1(3) yes
S(1) N(1) C(15) 122.9(3) yes
C(6) N(1) C(15) 111.9(4) yes
C(2) C(1) H(1) 109.2 no
C(2) C(1) H(2) 107.0 no
C(2) C(1) H(3) 108.8 no
H(1) C(1) H(2) 109.8 no
H(1) C(1) H(3) 112.1 no
H(2) C(1) H(3) 109.8 no
C(1) C(2) C(3) 116.7(10) yes
C(1) C(2) H(4) 103(4) no
C(3) C(2) H(4) 137(4) no
C(2) C(3) C(4) 126.8(9) yes
C(2) C(3) H(5) 116.8 no
C(4) C(3) H(5) 116.5 no
C(3) C(4) C(5) 117.5(6) yes
C(3) C(4) H(6) 106.2 no
C(3) C(4) H(7) 106(3) no
C(5) C(4) H(6) 107.8 no
C(5) C(4) H(7) 109(3) no
H(6) C(4) H(7) 108.3 no
O(1) C(5) C(4) 111.2(5) yes
O(1) C(5) C(6) 105.1(4) yes
O(1) C(5) H(8) 106(2) no
C(4) C(5) C(6) 116.7(5) yes
C(4) C(5) H(8) 108(2) no
C(6) C(5) H(8) 108(2) no
N(1) C(6) C(5) 100.7(4) yes
N(1) C(6) C(7) 113.4(4) yes
N(1) C(6) H(9) 111(3) no
C(5) C(6) C(7) 113.9(4) yes
C(5) C(6) H(9) 109(3) no
C(7) C(6) H(9) 107(3) no
C(6) C(7) C(8) 112.7(4) yes
C(6) C(7) H(10) 108(2) no
C(6) C(7) H(11) 110(2) no
C(8) C(7) H(10) 110(2) no
C(8) C(7) H(11) 114(2) no
H(10) C(7) H(11) 99(4) no
O(3) C(8) C(7) 119.7(4) yes
O(3) C(8) C(9) 120.9(4) yes
C(7) C(8) C(9) 119.4(4) yes
C(8) C(9) C(10) 118.7(4) yes
C(8) C(9) C(13) 123.4(4) yes
C(10) C(9) C(13) 117.9(4) yes
C(9) C(10) C(11) 121.1(5) yes
C(9) C(10) H(12) 118(3) no
C(11) C(10) H(12) 120(3) no
C(10) C(11) C(12) 119.5(5) yes
C(10) C(11) H(13) 118(3) no
C(12) C(11) H(13) 121(3) no
Cl(1) C(12) C(11) 119.4(4) yes
Cl(1) C(12) C(14) 119.3(4) yes
C(11) C(12) C(14) 121.3(5) yes
C(9) C(13) C(14) 121.5(5) yes
C(9) C(13) H(14) 121(3) no
C(14) C(13) H(14) 117(3) no
C(12) C(14) C(13) 118.7(5) yes
C(12) C(14) H(15) 121(3) no
C(13) C(14) H(15) 119(3) no
O(1) C(15) O(2) 122.5(5) yes
O(1) C(15) N(1) 109.5(4) yes
O(2) C(15) N(1) 128.0(5) yes
S(1) C(16) C(17) 120.0(4) yes
S(1) C(16) C(21) 119.0(4) yes
C(17) C(16) C(21) 121.0(5) yes
C(16) C(17) C(18) 118.6(6) yes
C(16) C(17) H(16) 117(3) no
C(18) C(17) H(16) 124(3) no
C(17) C(18) C(19) 122.1(6) yes
C(17) C(18) H(17) 116(4) no
C(19) C(18) H(17) 120(4) no
C(18) C(19) C(20) 122.4(6) yes
C(18) C(19) C(22) 118.0(5) yes
C(20) C(19) C(22) 119.6(6) yes
C(19) C(20) H(18) 109.4 no
C(19) C(20) H(19) 109.5 no
C(19) C(20) H(20) 109.2 no
H(18) C(20) H(19) 109.7 no
H(18) C(20) H(20) 109.4 no
H(19) C(20) H(20) 109.6 no
C(16) C(21) C(22) 118.7(6) yes
C(16) C(21) H(21) 119(3) no
C(22) C(21) H(21) 121(3) no
C(19) C(22) C(21) 121.6(5) yes
C(19) C(22) H(22) 117(3) no
C(21) C(22) H(22) 120(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl(1) C(12) 1.737(5) yes
S(1) O(4) 1.422(4) yes
S(1) O(5) 1.434(4) yes
S(1) N(1) 1.670(4) yes
S(1) C(16) 1.763(5) yes
O(1) C(5) 1.443(6) yes
O(1) C(15) 1.347(6) yes
O(2) C(15) 1.205(6) yes
O(3) C(8) 1.219(5) yes
N(1) C(6) 1.470(6) yes
N(1) C(15) 1.366(7) yes
C(1) C(2) 1.43(2) yes
C(1) H(1) 0.936 no
C(1) H(2) 0.961 no
C(1) H(3) 0.935 no
C(2) C(3) 1.45(1) yes
C(2) H(4) 1.3(1) no
C(3) C(4) 1.38(1) yes
C(3) H(5) 0.983 no
C(4) C(5) 1.515(8) yes
C(4) H(6) 0.951 no
C(4) H(7) 1.03(6) no
C(5) C(6) 1.536(7) yes
C(5) H(8) 0.84(4) no
C(6) C(7) 1.501(7) yes
C(6) H(9) 0.77(4) no
C(7) C(8) 1.510(7) yes
C(7) H(10) 0.98(5) no
C(7) H(11) 0.90(5) no
C(8) C(9) 1.486(6) yes
C(9) C(10) 1.394(7) yes
C(9) C(13) 1.380(7) yes
C(10) C(11) 1.371(7) yes
C(10) H(12) 0.95(5) no
C(11) C(12) 1.369(7) yes
C(11) H(13) 0.89(5) no
C(12) C(14) 1.372(7) yes
C(13) C(14) 1.386(7) yes
C(13) H(14) 0.88(5) no
C(14) H(15) 0.91(5) no
C(16) C(17) 1.381(7) yes
C(16) C(21) 1.377(7) yes
C(17) C(18) 1.378(8) yes
C(17) H(16) 1.03(7) no
C(18) C(19) 1.375(8) yes
C(18) H(17) 0.82(6) no
C(19) C(20) 1.499(8) yes
C(19) C(22) 1.378(8) yes
C(20) H(18) 0.950 no
C(20) H(19) 0.948 no
C(20) H(20) 0.951 no
C(21) C(22) 1.385(8) yes
C(21) H(21) 0.97(5) no
C(22) H(22) 1.00(7) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
Cl(1) H(15) 3.04(5) 2_665
Cl(1) H(7) 3.12(6) 2_666
Cl(1) H(8) 3.18(4) 2_666
Cl(1) H(17) 3.38(6) 1_464
Cl(1) C(4) 3.480(7) 2_666
Cl(1) C(19) 3.571(5) 2_756
O(1) H(10) 2.88(5) 2_656
O(1) C(15) 3.474(6) 2_656
O(1) O(1) 3.510(8) 2_656
O(2) H(10) 2.70(5) 2_656
O(2) H(8) 3.04(4) 2_656
O(2) C(11) 3.330(7) 1_545
O(2) H(14) 3.52(5) 2_656
O(2) C(7) 3.534(7) 2_656
O(2) C(20) 3.599(7) 2_747
O(3) H(17) 2.80(6) 2_757
O(3) H(4) 3.0(1) 2_757
O(3) C(18) 3.505(7) 2_757
O(3) C(2) 3.55(1) 2_757
O(4) H(11) 2.75(5) 2_756
O(4) H(14) 3.08(5) 2_756
O(4) C(13) 3.254(7) 2_756
O(4) C(7) 3.490(7) 2_756
O(4) C(9) 3.509(6) 2_756
O(5) H(4) 2.8(1) 1_554
O(5) H(22) 3.04(7) 2_746
O(5) H(13) 3.26(5) 1_545
O(5) C(1) 3.52(1) 1_554
C(1) H(14) 3.45(5) 1_556
C(1) H(11) 3.46(5) 1_556
C(2) H(9) 3.45(4) 2_757
C(2) H(22) 3.46(7) 2_747
C(4) H(16) 3.43(7) 2_757
C(8) H(4) 3.4(1) 2_757
C(10) H(21) 3.28(6) 1_565
C(10) H(22) 3.56(7) 1_565
C(11) H(21) 3.04(6) 1_565
C(12) H(17) 3.59(6) 1_464
C(14) H(17) 3.54(6) 1_464
C(15) H(10) 3.09(5) 2_656
C(15) H(8) 3.44(4) 2_656
C(15) H(13) 3.59(5) 1_545
C(17) H(7) 3.36(6) 2_757
C(17) H(15) 3.50(5) 2_756
C(18) H(15) 3.60(5) 2_756
C(18) H(15) 3.60(5) 1_646
C(20) H(15) 3.34(5) 1_646
C(20) H(4) 3.47(10) 2_747
C(21) H(13) 3.27(5) 1_545
C(21) H(21) 3.34(6) 2_746
C(21) H(12) 3.42(5) 1_545
C(22) H(4) 3.3(1) 2_747
C(22) H(12) 3.40(5) 1_545
H(7) H(17) 3.41(9) 2_757
H(8) H(13) 3.39(7) 2_666
H(12) H(17) 3.08(8) 2_757
H(12) H(22) 3.09(8) 1_565
H(12) H(21) 3.17(7) 1_565
H(13) H(21) 2.64(8) 1_565
H(15) H(17) 3.26(8) 1_464
H(15) H(15) 3.3(1) 2_665
H(21) H(21) 2.6(1) 2_746
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
Cl(1) C(12) C(11) C(10) -180.0(5) yes
Cl(1) C(12) C(14) C(13) -179.9(4) yes
S(1) N(1) C(6) C(5) -165.0(3) yes
S(1) N(1) C(6) C(7) 73.0(6) yes
S(1) N(1) C(15) O(1) 172.9(3) yes
S(1) N(1) C(15) O(2) -7.0(8) yes
S(1) C(16) C(17) C(18) -178.5(4) yes
S(1) C(16) C(21) C(22) 177.9(4) yes
O(1) C(5) C(4) C(3) 61.8(9) yes
O(1) C(5) C(6) N(1) -14.4(5) yes
O(1) C(5) C(6) C(7) 107.3(5) yes
O(1) C(15) N(1) C(6) -3.6(6) yes
O(2) C(15) O(1) C(5) 173.1(5) yes
O(2) C(15) N(1) C(6) 176.5(5) yes
O(3) C(8) C(7) C(6) 7.7(7) yes
O(3) C(8) C(9) C(10) 4.1(7) yes
O(3) C(8) C(9) C(13) -176.1(5) yes
O(4) S(1) N(1) C(6) 0.8(5) yes
O(4) S(1) N(1) C(15) -175.2(4) yes
O(4) S(1) C(16) C(17) 40.4(5) yes
O(4) S(1) C(16) C(21) -138.0(4) yes
O(5) S(1) N(1) C(6) -128.4(4) yes
O(5) S(1) N(1) C(15) 55.6(5) yes
O(5) S(1) C(16) C(17) 174.6(4) yes
O(5) S(1) C(16) C(21) -3.8(5) yes
N(1) S(1) C(16) C(17) -69.4(5) yes
N(1) S(1) C(16) C(21) 112.2(4) yes
N(1) C(6) C(5) C(4) 109.3(5) yes
N(1) C(6) C(7) C(8) -179.0(4) yes
N(1) C(15) O(1) C(5) -6.8(6) yes
C(1) C(2) C(3) C(4) 2(1) yes
C(2) C(3) C(4) C(5) -146.4(9) yes
C(3) C(4) C(5) C(6) -58.7(9) yes
C(4) C(5) O(1) C(15) -113.4(5) yes
C(4) C(5) C(6) C(7) -129.0(5) yes
C(5) C(6) N(1) C(15) 11.4(5) yes
C(5) C(6) C(7) C(8) 66.7(6) yes
C(6) N(1) S(1) C(16) 115.6(4) yes
C(6) C(5) O(1) C(15) 13.7(5) yes
C(6) C(7) C(8) C(9) -173.3(5) yes
C(7) C(6) N(1) C(15) -110.7(5) yes
C(7) C(8) C(9) C(10) -175.0(5) yes
C(7) C(8) C(9) C(13) 4.8(7) yes
C(8) C(9) C(10) C(11) -179.5(5) yes
C(8) C(9) C(13) C(14) 179.7(5) yes
C(9) C(10) C(11) C(12) 0.0(9) yes
C(9) C(13) C(14) C(12) -0.3(9) yes
C(10) C(9) C(13) C(14) -0.6(8) yes
C(10) C(11) C(12) C(14) -1.0(9) yes
C(11) C(10) C(9) C(13) 0.7(8) yes
C(11) C(12) C(14) C(13) 1.1(9) yes
C(15) N(1) S(1) C(16) -60.4(5) yes
C(16) C(17) C(18) C(19) 0.3(9) yes
C(16) C(21) C(22) C(19) 1.0(9) yes
C(17) C(16) C(21) C(22) -0.5(8) yes
C(17) C(18) C(19) C(20) -179.3(5) yes
C(17) C(18) C(19) C(22) 0.2(9) yes
C(18) C(17) C(16) C(21) -0.2(8) yes
C(18) C(19) C(22) C(21) -0.9(8) yes
C(20) C(19) C(22) C(21) 178.7(5) yes
C(20) C(19) C(22) C(21) 178.7(5) yes
