#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/59/2005977.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_2005977
loop_
_publ_author_name
'Barkley, J. V.'
'Cristiano, M. L. S.'
'Johnstone, R. A. W.'
'Loureiro, R. M. S.'
_publ_section_title
;
 3-(E)-But-2-enoxy-1,2-benzisothiazole 1,1-Dioxide: Unusual
 C---O---C Ether Bond Lengths and Reactivity
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              383
_journal_page_last               386
_journal_paper_doi               10.1107/S0108270196014151
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C11 H11 N O3 S'
_chemical_formula_structural     'C11 H11 N O3 S'
_chemical_formula_sum            'C11 H11 N O3 S'
_chemical_formula_weight         237.27
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.
_cell_angle_beta                 92.26(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   8.145(4)
_cell_length_b                   16.375(5)
_cell_length_c                   17.274(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    153
_cell_measurement_theta_max      6.7
_cell_measurement_theta_min      3.7
_cell_volume                     2302.1(14)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1995)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_diffrn_ambient_temperature      153
_diffrn_measurement_device       'Rigaku AFC-6S'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.03311
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4168
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        0.10
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.810
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2048
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0569
_refine_ls_shift/esd_max         0.0585
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ) + 0.00022|Fₒ|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0623
_reflns_number_observed          2048
_reflns_number_total             3855
_reflns_observed_criterion       >3\s(I)
_cod_data_source_file            bm1104.cif
_cod_data_source_block           A16A
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F~o~) +
0.00022|F~o~|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F~o~) + 0.00022|F~o~|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2302.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C11 H11 N O3 S '
_cod_database_code               2005977
loop_
_symmetry_equiv_pos_as_xyz
' +x, +y, +z'
1/2-x,1/2+y,1/2-z
' -x, -y, -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
S(1) 1.000 0.7882(2) 0.08278(9) 0.12215(9) 0.0317(4) Uani d
S(2) 1.000 0.2392(2) 0.34074(9) 0.21777(9) 0.0329(5) Uani d
O(1) 1.000 0.7244(4) -0.1371(2) 0.0850(2) 0.033(1) Uani d
O(2) 1.000 0.8426(5) 0.1341(2) 0.0613(2) 0.043(1) Uani d
O(3) 1.000 0.8347(5) 0.1061(2) 0.1999(2) 0.040(1) Uani d
O(4) 1.000 0.1483(5) 0.5597(2) 0.1913(2) 0.039(1) Uani d
O(5) 1.000 0.2921(5) 0.2945(2) 0.1530(3) 0.047(1) Uani d
O(6) 1.000 0.2958(5) 0.3143(2) 0.2928(2) 0.046(1) Uani d
N(1) 1.000 0.8477(5) -0.0126(3) 0.1074(3) 0.030(1) Uani d
N(2) 1.000 0.2879(5) 0.4377(3) 0.2061(3) 0.034(2) Uani d
C(1) 1.000 0.7190(7) -0.0580(3) 0.0973(3) 0.027(2) Uani d
C(2) 1.000 0.8916(7) -0.1736(4) 0.0830(4) 0.039(2) Uani d
C(3) 1.000 0.8703(8) -0.2630(4) 0.0769(4) 0.055(2) Uiso d
C(4) 1.000 0.9231(9) -0.3037(5) 0.0199(4) 0.061(2) Uiso d
C(5) 1.000 0.9159(9) -0.3951(5) 0.0109(4) 0.069(2) Uiso d
C(6) 1.000 0.5561(6) -0.0193(3) 0.0994(3) 0.024(1) Uiso d
C(7) 1.000 0.4020(7) -0.0535(3) 0.0890(3) 0.027(1) Uiso d
C(8) 1.000 0.2672(7) -0.0014(4) 0.0940(3) 0.034(1) Uiso d
C(9) 1.000 0.2884(7) 0.0815(4) 0.1069(3) 0.036(1) Uiso d
C(10) 1.000 0.4436(7) 0.1156(4) 0.1168(3) 0.031(1) Uiso d
C(11) 1.000 0.5750(7) 0.0642(3) 0.1132(3) 0.028(1) Uiso d
C(12) 1.000 0.1540(7) 0.4798(3) 0.1998(3) 0.028(2) Uani d
C(13) 1.000 0.3070(8) 0.6040(4) 0.1905(4) 0.050(2) Uani d
C(14) 1.000 0.3696(9) 0.6038(5) 0.1134(4) 0.057(2) Uiso d
C(15) 1.000 0.3706(9) 0.6734(5) 0.0729(4) 0.068(2) Uiso d
C(16) 1.000 0.439(1) 0.6800(6) -0.0076(6) 0.103(3) Uiso d
C(17) 1.000 -0.0036(6) 0.4372(3) 0.2031(3) 0.026(1) Uiso d
C(18) 1.000 -0.1627(7) 0.4671(4) 0.1982(3) 0.035(1) Uiso d
C(19) 1.000 -0.2908(8) 0.4113(4) 0.2044(4) 0.047(2) Uiso d
C(20) 1.000 -0.2586(8) 0.3299(4) 0.2142(4) 0.048(2) Uiso d
C(21) 1.000 -0.1000(7) 0.2986(4) 0.2193(4) 0.040(2) Uiso d
C(22) 1.000 0.0251(7) 0.3549(3) 0.2135(3) 0.029(1) Uiso d
H(1) 1.000 0.9475 -0.1606 0.1410 0.049 Uiso c
H(2) 1.000 0.9702 -0.1465 0.0352 0.049 Uiso c
H(3) 1.000 0.3333 0.7401 0.0933 0.081 Uiso c
H(4) 1.000 0.8242 -0.2892 0.1223 0.069 Uiso c
H(5) 1.000 0.9581 -0.2649 -0.0343 0.075 Uiso c
H(6) 1.000 1.0282 -0.4162 -0.0014 0.080 Uiso c
H(7) 1.000 0.8361 -0.4187 0.0393 0.080 Uiso c
H(8) 1.000 0.8203 -0.3985 -0.0208 0.080 Uiso c
H(9) 1.000 0.4030 -0.1153 0.0869 0.033 Uiso c
H(10) 1.000 0.1398 -0.0262 0.0940 0.042 Uiso c
H(11) 1.000 0.1710 0.1176 0.1129 0.044 Uiso c
H(12) 1.000 0.4611 0.1745 0.1295 0.038 Uiso c
H(13) 1.000 0.3981 0.5772 0.2329 0.063 Uiso c
H(14) 1.000 0.2919 0.6645 0.2149 0.063 Uiso c
H(15) 1.000 0.4176 0.5608 0.0890 0.065 Uiso c
H(17) 1.000 0.4269 0.7344 -0.0259 0.124 Uiso c
H(18) 1.000 0.3805 0.6440 -0.0419 0.124 Uiso c
H(19) 1.000 0.5521 0.6656 -0.0054 0.124 Uiso c
H(20) 1.000 -0.1893 0.5307 0.1925 0.043 Uiso c
H(21) 1.000 -0.4244 0.4410 0.2061 0.058 Uiso c
H(22) 1.000 -0.3550 0.2858 0.2252 0.054 Uiso c
H(23) 1.000 -0.0723 0.2392 0.2274 0.048 Uiso c
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C)
;
N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C)
;
O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C)
;
S 0.125 0.123
;International Tables for Crystallography
(1992, Vol. C)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 1 3
-1 -1 3
1 -1 2
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(2) S(1) O(3) 117.0(2) no
O(2) S(1) N(1) 109.9(2) no
O(2) S(1) C(11) 111.7(2) no
O(3) S(1) N(1) 109.1(2) no
O(3) S(1) C(11) 110.6(2) no
N(1) S(1) C(11) 96.7(2) no
O(5) S(2) O(6) 117.0(3) no
O(5) S(2) N(2) 109.4(2) no
O(5) S(2) C(22) 111.4(3) no
O(6) S(2) N(2) 109.4(2) no
O(6) S(2) C(22) 111.3(3) no
N(2) S(2) C(22) 96.4(2) no
C(1) O(1) C(2) 115.9(4) yes
C(12) O(4) C(13) 117.4(4) yes
S(1) N(1) C(1) 108.9(4) no
S(2) N(2) C(12) 108.5(4) no
O(1) C(1) N(1) 123.9(5) no
O(1) C(1) C(6) 117.7(5) no
N(1) C(1) C(6) 118.4(5) no
O(1) C(2) C(3) 107.1(5) yes
O(1) C(2) H(1) 104.3 no
O(1) C(2) H(2) 113.3 no
C(3) C(2) H(1) 107.4 no
C(3) C(2) H(2) 113.4 no
H(1) C(2) H(2) 110.8 no
C(2) C(3) C(4) 122.0(7) yes
C(2) C(3) H(4) 115.1 no
C(4) C(3) H(4) 122.6 no
C(3) C(4) C(5) 125.8(7) yes
C(3) C(4) H(5) 115.5 no
C(5) C(4) H(5) 117.7 no
C(4) C(5) H(6) 109.2 no
C(4) C(5) H(7) 112.9 no
C(4) C(5) H(8) 98.5 no
H(6) C(5) H(7) 129.6 no
H(6) C(5) H(8) 126.8 no
H(7) C(5) H(8) 72.4 no
C(1) C(6) C(7) 129.7(5) no
C(1) C(6) C(11) 109.4(4) no
C(7) C(6) C(11) 120.9(5) no
C(6) C(7) C(8) 117.2(5) no
C(6) C(7) H(9) 113.6 no
C(8) C(7) H(9) 128.4 no
C(7) C(8) C(9) 121.0(5) no
C(7) C(8) H(10) 120.8 no
C(9) C(8) H(10) 117.8 no
C(8) C(9) C(10) 121.4(5) no
C(8) C(9) H(11) 115.2 no
C(10) C(9) H(11) 123.3 no
C(9) C(10) C(11) 117.4(5) no
C(9) C(10) H(12) 122.5 no
C(11) C(10) H(12) 120.0 no
S(1) C(11) C(6) 106.6(4) no
S(1) C(11) C(10) 131.4(4) no
C(6) C(11) C(10) 122.0(5) no
O(4) C(12) N(2) 124.4(5) no
O(4) C(12) C(17) 116.8(5) no
N(2) C(12) C(17) 118.8(5) no
O(4) C(13) C(14) 110.3(5) yes
O(4) C(13) H(13) 111.1 no
O(4) C(13) H(14) 109.3 no
C(14) C(13) H(13) 110.9 no
C(14) C(13) H(14) 114.2 no
H(13) C(13) H(14) 100.8 no
C(13) C(14) C(15) 119.3(7) yes
C(13) C(14) H(15) 126.8 no
C(15) C(14) H(15) 113.7 no
C(14) C(15) C(16) 123.3(7) yes
C(14) C(15) H(3) 128.3 no
C(16) C(15) H(3) 108.2 no
C(15) C(16) H(17) 109.5 no
C(15) C(16) H(18) 109.5 no
C(15) C(16) H(19) 109.5 no
H(17) C(16) H(18) 109.5 no
H(17) C(16) H(19) 109.5 no
H(18) C(16) H(19) 109.5 no
C(12) C(17) C(18) 130.5(5) no
C(12) C(17) C(22) 109.0(5) no
C(18) C(17) C(22) 120.4(5) no
C(17) C(18) C(19) 117.8(5) no
C(17) C(18) H(20) 122.4 no
C(19) C(18) H(20) 119.8 no
C(18) C(19) C(20) 120.5(6) no
C(18) C(19) H(21) 114.9 no
C(20) C(19) H(21) 124.3 no
C(19) C(20) C(21) 122.7(6) no
C(19) C(20) H(22) 122.2 no
C(21) C(20) H(22) 114.7 no
C(20) C(21) C(22) 115.8(6) no
C(20) C(21) H(23) 124.6 no
C(22) C(21) H(23) 119.5 no
S(2) C(22) C(17) 107.3(4) no
S(2) C(22) C(21) 130.0(4) no
C(17) C(22) C(21) 122.7(5) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) . O(2) . 1.430(4) no
S(1) . O(3) . 1.433(4) no
S(1) . N(1) . 1.657(5) no
S(1) . C(11) . 1.764(6) no
S(2) . O(5) . 1.432(4) no
S(2) . O(6) . 1.425(4) no
S(2) . N(2) . 1.651(5) no
S(2) . C(22) . 1.758(6) no
O(1) . C(1) . 1.314(7) yes
O(1) . C(2) . 1.488(7) yes
O(4) . C(12) . 1.317(7) yes
O(4) . C(13) . 1.483(8) yes
N(1) . C(1) . 1.292(7) no
N(2) . C(12) . 1.291(7) no
C(1) . C(6) . 1.472(8) no
C(2) . C(3) . 1.477(9) yes
C(2) . H(1) . 1.10 no
C(2) . H(2) . 1.15 no
C(3) . C(4) . 1.278(9) yes
C(3) . H(4) . 0.98 no
C(4) . C(5) . 1.51(1) yes
C(4) . H(5) . 1.18 no
C(5) . H(6) . 1.01 no
C(5) . H(7) . 0.92 no
C(5) . H(8) . 0.94 no
C(6) . C(7) . 1.380(7) no
C(6) . C(11) . 1.396(8) no
C(7) . C(8) . 1.395(8) no
C(7) . H(9) . 1.01 no
C(8) . C(9) . 1.387(8) no
C(8) . H(10) . 1.12 no
C(9) . C(10) . 1.386(8) no
C(9) . H(11) . 1.13 no
C(10) . C(11) . 1.365(8) no
C(10) . H(12) . 1.00 no
C(12) . C(17) . 1.464(8) no
C(13) . C(14) . 1.445(9) yes
C(13) . H(13) . 1.11 no
C(13) . H(14) . 1.08 no
C(14) . C(15) . 1.336(9) yes
C(14) . H(15) . 0.92 no
C(15) . C(16) . 1.52(1) yes
C(15) . H(3) . 1.19 no
C(16) . H(17) . 0.95 no
C(16) . H(18) . 0.95 no
C(16) . H(19) . 0.95 no
C(17) . C(18) . 1.385(8) no
C(17) . C(22) . 1.379(8) no
C(18) . C(19) . 1.394(9) no
C(18) . H(20) . 1.07 no
C(19) . C(20) . 1.367(10) no
C(19) . H(21) . 1.19 no
C(20) . C(21) . 1.390(9) no
C(20) . H(22) . 1.09 no
C(21) . C(22) . 1.381(8) no
C(21) . H(23) . 1.01 no
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) N(1) C(1) O(1) -179.4(4) no
S(1) N(1) C(1) C(6) 0.9(6) no
S(1) C(11) C(6) C(1) -0.4(5) no
S(1) C(11) C(6) C(7) -179.5(4) no
S(1) C(11) C(10) C(9) 179.7(4) no
S(1) C(11) C(10) H(12) -4.0(9) no
S(2) N(2) C(12) O(4) 178.7(4) no
S(2) N(2) C(12) C(17) -0.6(6) no
S(2) C(22) C(17) C(12) -0.1(5) no
S(2) C(22) C(17) C(18) -179.4(4) no
S(2) C(22) C(21) C(20) 179.4(5) no
S(2) C(22) C(21) H(23) 0.1(9) no
O(1) C(1) C(6) C(7) -1.0(9) no
O(1) C(1) C(6) C(11) 179.9(5) no
O(1) C(2) C(3) C(4) 120.2(7) no
O(1) C(2) C(3) H(4) -66.4(7) no
O(2) S(1) N(1) C(1) -116.9(4) no
O(2) S(1) C(11) C(6) 115.3(4) no
O(2) S(1) C(11) C(10) -63.9(6) no
O(3) S(1) N(1) C(1) 113.6(4) no
O(3) S(1) C(11) C(6) -112.6(4) no
O(3) S(1) C(11) C(10) 68.2(6) no
O(4) C(12) C(17) C(18) 0.4(9) no
O(4) C(12) C(17) C(22) -178.9(5) no
O(4) C(13) C(14) C(15) 109.7(7) no
O(4) C(13) C(14) H(15) -75.2(9) no
O(5) S(2) N(2) C(12) 115.9(4) no
O(5) S(2) C(22) C(17) -114.0(4) no
O(5) S(2) C(22) C(21) 66.4(6) no
O(6) S(2) N(2) C(12) -114.8(4) no
O(6) S(2) C(22) C(17) 113.5(4) no
O(6) S(2) C(22) C(21) -66.1(6) no
N(1) S(1) C(11) C(6) 0.8(4) no
N(1) S(1) C(11) C(10) -178.5(5) no
N(1) C(1) O(1) C(2) 0.0(8) yes
N(1) C(1) C(6) C(7) 178.7(5) no
N(1) C(1) C(6) C(11) -0.4(7) no
N(2) S(2) C(22) C(17) -0.2(4) no
N(2) S(2) C(22) C(21) -179.8(6) no
N(2) C(12) O(4) C(13) -1.3(8) yes
N(2) C(12) C(17) C(18) 179.7(6) no
N(2) C(12) C(17) C(22) 0.4(7) no
C(1) O(1) C(2) C(3) 174.1(5) yes
C(1) O(1) C(2) H(1) 60.5(6) no
C(1) O(1) C(2) H(2) -60.1(6) no
C(1) N(1) S(1) C(11) -1.0(4) no
C(1) C(6) C(7) C(8) -179.8(5) no
C(1) C(6) C(7) H(9) 9.1(8) no
C(1) C(6) C(11) C(10) 179.0(5) no
C(2) O(1) C(1) C(6) 179.7(5) yes
C(2) C(3) C(4) C(5) 176.3(6) no
C(2) C(3) C(4) H(5) -15.0(10) no
C(3) C(4) C(5) H(6) -129.2(8) no
C(3) C(4) C(5) H(7) 22.0(10) no
C(3) C(4) C(5) H(8) 97.0(9) no
C(4) C(3) C(2) H(1) -128.3(7) no
C(4) C(3) C(2) H(2) -5.6(9) no
C(5) C(4) C(3) H(4) 3.0(10) no
C(6) C(7) C(8) C(9) 1.5(8) no
C(6) C(7) C(8) H(10) -171.8(5) no
C(6) C(11) C(10) C(9) 0.6(8) no
C(6) C(11) C(10) H(12) 176.8(5) no
C(7) C(6) C(11) C(10) -0.2(8) no
C(7) C(8) C(9) C(10) -1.2(9) no
C(7) C(8) C(9) H(11) -177.1(5) no
C(8) C(7) C(6) C(11) -0.8(8) no
C(8) C(9) C(10) C(11) 0.1(8) no
C(8) C(9) C(10) H(12) -176.1(5) no
C(9) C(8) C(7) H(9) 171.1(6) no
C(10) C(9) C(8) H(10) 172.4(5) no
C(11) C(6) C(7) H(9) -171.9(5) no
C(11) C(10) C(9) H(11) 175.7(5) no
C(12) O(4) C(13) C(14) 85.1(6) yes
C(12) O(4) C(13) H(13) -38.2(7) no
C(12) O(4) C(13) H(14) -148.6(5) no
C(12) N(2) S(2) C(22) 0.5(4) no
C(12) C(17) C(18) C(19) -179.1(6) no
C(12) C(17) C(18) H(20) -1.8(10) no
C(12) C(17) C(22) C(21) 179.6(5) no
C(13) O(4) C(12) C(17) 178.1(5) yes
C(13) C(14) C(15) C(16) 178.0(7) no
C(13) C(14) C(15) H(3) 4.0(10) no
C(14) C(15) C(16) H(17) 179.6(8) no
C(14) C(15) C(16) H(18) 59.0(10) no
C(14) C(15) C(16) H(19) -60.0(10) no
C(15) C(14) C(13) H(13) -126.8(7) no
C(15) C(14) C(13) H(14) -13.9(10) no
C(16) C(15) C(14) H(15) 2.0(10) no
C(17) C(18) C(19) C(20) -0.6(9) no
C(17) C(18) C(19) H(21) 174.2(5) no
C(17) C(22) C(21) C(20) -0.1(9) no
C(17) C(22) C(21) H(23) -179.4(5) no
C(18) C(17) C(22) C(21) 0.2(8) no
C(18) C(19) C(20) C(21) 0.7(10) no
C(18) C(19) C(20) H(22) 173.5(6) no
C(19) C(18) C(17) C(22) 0.2(8) no
C(19) C(20) C(21) C(22) -0.3(9) no
C(19) C(20) C(21) H(23) 179.0(6) no
C(20) C(19) C(18) H(20) -177.9(6) no
C(21) C(20) C(19) H(21) -173.6(6) no
C(22) C(17) C(18) H(20) 177.4(5) no
C(22) C(21) C(20) H(22) -173.6(5) no
H(1) C(2) C(3) H(4) 45.1(8) no
H(2) C(2) C(3) H(4) 167.8(5) no
H(3) C(15) C(14) H(15) -171.3(7) no
H(3) C(15) C(16) H(17) -5.0(10) no
H(3) C(15) C(16) H(18) -125.7(8) no
H(3) C(15) C(16) H(19) 114.3(8) no
H(4) C(3) C(4) H(5) 171.9(6) no
H(5) C(4) C(5) H(6) 62.6(9) no
H(5) C(4) C(5) H(7) -145.7(7) no
H(5) C(4) C(5) H(8) -71.3(8) no
H(9) C(7) C(8) H(10) -2.3(9) no
H(10) C(8) C(9) H(11) -3.6(8) no
H(11) C(9) C(10) H(12) -0.5(9) no
H(13) C(13) C(14) H(15) 48.0(10) no
H(14) C(13) C(14) H(15) 161.2(7) no
H(20) C(18) C(19) H(21) -3.1(9) no
H(21) C(19) C(20) H(22) .0(10) no
H(22) C(20) C(21) H(23) 5.6(10) no
