#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:04:54 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178419 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/40/4024013.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_4024013
loop_
_publ_author_name
'Devarajulu Sureshkumar'
'Venkataraman Ganesh'
'Srinivasan Chandrasekaran'
_publ_contact_author_address
; 
Department of Organic Chemistry
Indian Institute of Science
Bangaloe 560012, Karnataka
India
;
_publ_contact_author_email       scn@orgchem.iisc.ernet.in
_publ_contact_author_fax         '+91 80 23602423'
_publ_contact_author_name        'Prof. Srinivasan Chandrasekaran'
_publ_contact_author_phone       '+91 80 22932404'
_publ_section_title
;
 Conformationally Locked Bridged Bicyclic Diselenides: Synthesis,
 Structure, Se···O Interaction, and Theoretical Studies
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5313
_journal_page_last               5319
_journal_paper_doi               10.1021/jo070705k
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C21 H35 N O4 S Se2 Si'
_chemical_formula_sum            'C21 H35 N O4 S Se2 Si'
_chemical_formula_weight         583.57
_chemical_melting_point          434.15
_chemical_name_common            'locked bridged bicyclic diselenide'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.317(2)
_cell_angle_beta                 92.479(2)
_cell_angle_gamma                94.647(2)
_cell_formula_units_Z            2
_cell_length_a                   6.9359(7)
_cell_length_b                   10.7681(10)
_cell_length_c                   17.6827(17)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.17
_cell_volume                     1296.8(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics
'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0337
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11785
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.17
_exptl_absorpt_coefficient_mu    3.003
_exptl_absorpt_correction_T_max  0.7335
_exptl_absorpt_correction_T_min  0.3949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.754
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4415
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0568
_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)+(0.1272P)²+0.8784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1697
_refine_ls_wR_factor_ref         0.1856
_reflns_number_gt                3362
_reflns_number_total             4415
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            jo070705ksi20070405_075852_03.cif
_cod_data_source_block           compound13
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '161 deg' was changed to '434.15' -
it was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4024013
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.33470(9) -0.05071(6) 0.66819(3) 0.0683(3) Uani 1 1 d . . .
Se2 Se 0.44968(12) -0.24712(7) 0.68374(4) 0.0882(3) Uani 1 1 d . . .
S1 S 0.21162(16) 0.15782(10) 0.96426(6) 0.0407(3) Uani 1 1 d . . .
Si1 Si 0.1890(3) 0.2962(2) 0.63867(12) 0.0882(6) Uani 1 1 d . . .
O3 O 0.1331(5) 0.1233(3) 1.03205(18) 0.0516(8) Uani 1 1 d . . .
O4 O 0.4125(4) 0.2054(3) 0.96834(19) 0.0505(8) Uani 1 1 d . . .
O1 O 0.3069(6) -0.2128(4) 0.9104(2) 0.0573(9) Uani 1 1 d . . .
N1 N 0.1686(5) 0.0365(4) 0.8969(2) 0.0397(9) Uani 1 1 d . . .
O2 O 0.1161(7) 0.1605(4) 0.6637(2) 0.0827(13) Uani 1 1 d . . .
C9 C 0.0792(6) 0.2748(4) 0.9337(2) 0.0400(10) Uani 1 1 d . . .
C4 C 0.4688(7) -0.0495(5) 0.8477(3) 0.0495(11) Uani 1 1 d . . .
H4A H 0.5628 -0.0386 0.8098 0.059 Uiso 1 1 calc R . .
H4B H 0.5285 -0.0114 0.8976 0.059 Uiso 1 1 calc R . .
C1 C 0.1206(8) -0.1855(5) 0.7660(3) 0.0541(12) Uani 1 1 d . . .
H1A H 0.0423 -0.1896 0.8098 0.065 Uiso 1 1 calc R . .
H1B H 0.0450 -0.2282 0.7204 0.065 Uiso 1 1 calc R . .
C14 C 0.1723(7) 0.3911(4) 0.9252(3) 0.0485(11) Uani 1 1 d . . .
H14 H 0.3052 0.4076 0.9361 0.058 Uiso 1 1 calc R . .
C10 C -0.1177(7) 0.2515(4) 0.9179(3) 0.0492(12) Uani 1 1 d . . .
H10 H -0.1808 0.1745 0.9239 0.059 Uiso 1 1 calc R . .
C12 C -0.1313(8) 0.4576(5) 0.8832(3) 0.0568(13) Uani 1 1 d . . .
C5 C 0.2932(6) 0.0208(4) 0.8311(2) 0.0399(10) Uani 1 1 d . . .
H5 H 0.3399 0.1049 0.8215 0.048 Uiso 1 1 calc R . .
C6 C 0.1708(7) -0.0487(5) 0.7587(3) 0.0463(11) Uani 1 1 d . . .
C3 C 0.4223(7) -0.1888(5) 0.8472(3) 0.0558(13) Uani 1 1 d . . .
H3 H 0.5432 -0.2295 0.8501 0.067 Uiso 1 1 calc R . .
C7 C -0.0126(8) 0.0158(6) 0.7416(3) 0.0613(14) Uani 1 1 d . . .
H7A H -0.0802 -0.0338 0.6961 0.074 Uiso 1 1 calc R . .
H7B H -0.0962 0.0113 0.7839 0.074 Uiso 1 1 calc R . .
C11 C -0.2195(8) 0.3418(5) 0.8935(3) 0.0556(13) Uani 1 1 d . . .
H11 H -0.3527 0.3253 0.8834 0.067 Uiso 1 1 calc R . .
C13 C 0.0675(8) 0.4807(5) 0.9010(3) 0.0562(13) Uani 1 1 d . . .
H13 H 0.1299 0.5585 0.8961 0.067 Uiso 1 1 calc R . .
C8 C 0.0100(9) 0.1507(6) 0.7294(3) 0.0677(15) Uani 1 1 d . . .
H8A H -0.1167 0.1807 0.7226 0.081 Uiso 1 1 calc R . .
H8B H 0.0772 0.2030 0.7741 0.081 Uiso 1 1 calc R . .
C2 C 0.3011(9) -0.2517(5) 0.7759(3) 0.0617(14) Uani 1 1 d . . .
H2 H 0.2639 -0.3399 0.7803 0.074 Uiso 1 1 calc R . .
C15 C -0.2438(10) 0.5564(6) 0.8571(4) 0.0773(18) Uani 1 1 d . . .
H15A H -0.3257 0.5196 0.8126 0.093 Uiso 1 1 calc R . .
H15B H -0.1561 0.6226 0.8444 0.093 Uiso 1 1 calc R . .
H15C H -0.3222 0.5907 0.8974 0.093 Uiso 1 1 calc R . .
C18 C 0.2264(17) 0.2642(8) 0.5362(5) 0.121(3) Uani 1 1 d . . .
C17 C 0.0202(15) 0.4231(8) 0.6630(5) 0.120(3) Uani 1 1 d . . .
H17A H -0.1012 0.3990 0.6341 0.144 Uiso 1 1 calc R . .
H17B H 0.0766 0.5010 0.6505 0.144 Uiso 1 1 calc R . .
H17C H -0.0010 0.4339 0.7169 0.144 Uiso 1 1 calc R . .
C19 C 0.342(3) 0.1560(13) 0.5136(8) 0.242(10) Uani 1 1 d . . .
H19A H 0.3978 0.1629 0.4655 0.290 Uiso 1 1 calc R . .
H19B H 0.2604 0.0785 0.5085 0.290 Uiso 1 1 calc R . .
H19C H 0.4442 0.1564 0.5522 0.290 Uiso 1 1 calc R . .
C16 C 0.4181(15) 0.3517(12) 0.6958(7) 0.169(5) Uani 1 1 d . . .
H16A H 0.3906 0.4026 0.7432 0.203 Uiso 1 1 calc R . .
H16B H 0.5002 0.4012 0.6674 0.203 Uiso 1 1 calc R . .
H16C H 0.4824 0.2803 0.7064 0.203 Uiso 1 1 calc R . .
C20 C 0.289(2) 0.3866(12) 0.5069(7) 0.206(7) Uani 1 1 d . . .
H20A H 0.4206 0.4141 0.5247 0.247 Uiso 1 1 calc R . .
H20B H 0.2063 0.4505 0.5259 0.247 Uiso 1 1 calc R . .
H20C H 0.2792 0.3718 0.4518 0.247 Uiso 1 1 calc R . .
C21 C 0.000(3) 0.2323(19) 0.5005(10) 0.322(14) Uani 1 1 d . . .
H21A H -0.0029 0.1780 0.4516 0.386 Uiso 1 1 calc R . .
H21B H -0.0545 0.3095 0.4942 0.386 Uiso 1 1 calc R . .
H21C H -0.0754 0.1908 0.5351 0.386 Uiso 1 1 calc R . .
H1 H 0.133(9) -0.028(6) 0.909(3) 0.069(19) Uiso 1 1 d . . .
H1O H 0.376(9) -0.205(6) 0.946(4) 0.07(2) Uiso 1 1 d . . .
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'
Si Si 0.0817 0.0704 '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'
Se Se -0.0929 2.2259 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Se1 Se2 92.45(15) . . ?
C2 Se2 Se1 90.89(16) . . ?
O3 S1 O4 118.0(2) . . ?
O3 S1 N1 107.0(2) . . ?
O4 S1 N1 110.7(2) . . ?
O3 S1 C9 109.3(2) . . ?
O4 S1 C9 106.3(2) . . ?
N1 S1 C9 104.7(2) . . ?
O2 Si1 C18 106.7(3) . . ?
O2 Si1 C16 105.9(4) . . ?
C18 Si1 C16 111.7(6) . . ?
O2 Si1 C17 114.1(4) . . ?
C18 Si1 C17 112.1(5) . . ?
C16 Si1 C17 106.2(6) . . ?
C3 O1 H1O 107(5) . . ?
C5 N1 S1 119.8(3) . . ?
C5 N1 H1 113(5) . . ?
S1 N1 H1 117(4) . . ?
C8 O2 Si1 123.1(4) . . ?
C10 C9 C14 119.7(4) . . ?
C10 C9 S1 119.8(3) . . ?
C14 C9 S1 120.4(4) . . ?
C3 C4 C5 114.2(4) . . ?
C3 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C2 C1 C6 111.0(4) . . ?
C2 C1 H1A 109.4 . . ?
C6 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
C6 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C13 C14 C9 119.7(5) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C11 C12 C13 117.5(5) . . ?
C11 C12 C15 121.9(5) . . ?
C13 C12 C15 120.6(5) . . ?
N1 C5 C4 111.4(4) . . ?
N1 C5 C6 109.2(3) . . ?
C4 C5 C6 111.4(4) . . ?
N1 C5 H5 108.3 . . ?
C4 C5 H5 108.3 . . ?
C6 C5 H5 108.3 . . ?
C1 C6 C7 111.0(4) . . ?
C1 C6 C5 110.1(4) . . ?
C7 C6 C5 113.2(4) . . ?
C1 C6 Se1 106.2(3) . . ?
C7 C6 Se1 107.7(3) . . ?
C5 C6 Se1 108.2(3) . . ?
O1 C3 C4 112.0(4) . . ?
O1 C3 C2 104.7(4) . . ?
C4 C3 C2 112.0(4) . . ?
O1 C3 H3 109.4 . . ?
C4 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
C8 C7 C6 118.5(5) . . ?
C8 C7 H7A 107.7 . . ?
C6 C7 H7A 107.7 . . ?
C8 C7 H7B 107.7 . . ?
C6 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
C10 C11 C12 122.1(5) . . ?
C10 C11 H11 118.9 . . ?
C12 C11 H11 118.9 . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
O2 C8 C7 109.9(5) . . ?
O2 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
O2 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C1 C2 C3 111.1(4) . . ?
C1 C2 Se2 107.9(4) . . ?
C3 C2 Se2 110.4(4) . . ?
C1 C2 H2 109.1 . . ?
C3 C2 H2 109.1 . . ?
Se2 C2 H2 109.1 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C18 C20 116.6(11) . . ?
C19 C18 C21 111.1(12) . . ?
C20 C18 C21 102.5(12) . . ?
C19 C18 Si1 113.7(7) . . ?
C20 C18 Si1 110.5(7) . . ?
C21 C18 Si1 100.7(9) . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C6 2.001(5) . ?
Se1 Se2 2.3723(10) . ?
Se2 C2 1.971(6) . ?
S1 O3 1.428(3) . ?
S1 O4 1.439(3) . ?
S1 N1 1.618(4) . ?
S1 C9 1.757(5) . ?
Si1 O2 1.642(5) . ?
Si1 C18 1.823(8) . ?
Si1 C16 1.848(9) . ?
Si1 C17 1.880(8) . ?
O1 C3 1.447(6) . ?
O1 H1O 0.76(6) . ?
N1 C5 1.476(5) . ?
N1 H1 0.78(6) . ?
O2 C8 1.415(7) . ?
C9 C10 1.376(6) . ?
C9 C14 1.395(6) . ?
C4 C3 1.507(7) . ?
C4 C5 1.528(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C1 C2 1.507(8) . ?
C1 C6 1.513(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C14 C13 1.365(7) . ?
C14 H14 0.9300 . ?
C10 C11 1.360(7) . ?
C10 H10 0.9300 . ?
C12 C11 1.386(7) . ?
C12 C13 1.394(8) . ?
C12 C15 1.489(8) . ?
C5 C6 1.553(6) . ?
C5 H5 0.9800 . ?
C6 C7 1.539(7) . ?
C3 C2 1.515(8) . ?
C3 H3 0.9800 . ?
C7 C8 1.500(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C2 H2 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C18 C19 1.481(14) . ?
C18 C20 1.529(12) . ?
C18 C21 1.658(19) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 Se1 Se2 C2 -1.9(2) . . . . ?
O3 S1 N1 C5 -155.3(3) . . . . ?
O4 S1 N1 C5 -25.5(4) . . . . ?
C9 S1 N1 C5 88.8(4) . . . . ?
C18 Si1 O2 C8 -157.3(6) . . . . ?
C16 Si1 O2 C8 83.5(6) . . . . ?
C17 Si1 O2 C8 -32.9(6) . . . . ?
O3 S1 C9 C10 -57.3(4) . . . . ?
O4 S1 C9 C10 174.4(4) . . . . ?
N1 S1 C9 C10 57.1(4) . . . . ?
O3 S1 C9 C14 122.7(4) . . . . ?
O4 S1 C9 C14 -5.6(4) . . . . ?
N1 S1 C9 C14 -122.9(4) . . . . ?
C10 C9 C14 C13 -0.4(7) . . . . ?
S1 C9 C14 C13 179.6(4) . . . . ?
C14 C9 C10 C11 0.6(7) . . . . ?
S1 C9 C10 C11 -179.4(4) . . . . ?
S1 N1 C5 C4 87.7(4) . . . . ?
S1 N1 C5 C6 -148.8(3) . . . . ?
C3 C4 C5 N1 73.2(5) . . . . ?
C3 C4 C5 C6 -48.9(5) . . . . ?
C2 C1 C6 C7 175.1(4) . . . . ?
C2 C1 C6 C5 -58.7(5) . . . . ?
C2 C1 C6 Se1 58.3(5) . . . . ?
N1 C5 C6 C1 -70.8(5) . . . . ?
C4 C5 C6 C1 52.7(5) . . . . ?
N1 C5 C6 C7 54.2(5) . . . . ?
C4 C5 C6 C7 177.6(4) . . . . ?
N1 C5 C6 Se1 173.5(3) . . . . ?
C4 C5 C6 Se1 -63.1(4) . . . . ?
Se2 Se1 C6 C1 -27.2(3) . . . . ?
Se2 Se1 C6 C7 -146.3(3) . . . . ?
Se2 Se1 C6 C5 90.9(3) . . . . ?
C5 C4 C3 O1 -67.6(6) . . . . ?
C5 C4 C3 C2 49.6(6) . . . . ?
C1 C6 C7 C8 -177.6(4) . . . . ?
C5 C6 C7 C8 58.0(6) . . . . ?
Se1 C6 C7 C8 -61.6(6) . . . . ?
C9 C10 C11 C12 0.5(8) . . . . ?
C13 C12 C11 C10 -1.8(8) . . . . ?
C15 C12 C11 C10 -179.5(5) . . . . ?
C9 C14 C13 C12 -0.9(8) . . . . ?
C11 C12 C13 C14 2.0(8) . . . . ?
C15 C12 C13 C14 179.8(5) . . . . ?
Si1 O2 C8 C7 -172.9(4) . . . . ?
C6 C7 C8 O2 63.0(7) . . . . ?
C6 C1 C2 C3 59.8(6) . . . . ?
C6 C1 C2 Se2 -61.4(5) . . . . ?
O1 C3 C2 C1 67.3(5) . . . . ?
C4 C3 C2 C1 -54.2(6) . . . . ?
O1 C3 C2 Se2 -172.9(3) . . . . ?
C4 C3 C2 Se2 65.5(5) . . . . ?
Se1 Se2 C2 C1 31.4(3) . . . . ?
Se1 Se2 C2 C3 -90.2(4) . . . . ?
O2 Si1 C18 C19 -48.5(11) . . . . ?
C16 Si1 C18 C19 66.8(12) . . . . ?
C17 Si1 C18 C19 -174.1(10) . . . . ?
O2 Si1 C18 C20 178.3(9) . . . . ?
C16 Si1 C18 C20 -66.5(11) . . . . ?
C17 Si1 C18 C20 52.7(11) . . . . ?
O2 Si1 C18 C21 70.5(9) . . . . ?
C16 Si1 C18 C21 -174.3(9) . . . . ?
C17 Si1 C18 C21 -55.1(9) . . . . ?
