#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:49:11 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180156 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/52/7105226.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_7105226
loop_
_publ_author_name
'Dutton, Jason L'
'Battista, Taylor L'
'Sgro, Michael J'
'Ragogna, Paul J'
_publ_section_title
;
 Diazabutadiene complexes of selenium as Se2+ transfer reagents.
;
_journal_issue                   7
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1041
_journal_page_last               1043
_journal_paper_doi               10.1039/b917841d
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C16 H24 F6 N2 O6 S2 Se'
_chemical_formula_weight         597.45
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 102.06(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   20.755(4)
_cell_length_b                   20.753(4)
_cell_length_c                   22.493(5)
_cell_measurement_reflns_used    33812
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.04
_cell_volume                     9474(3)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001)'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 2001)'
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full .998
_diffrn_measured_fraction_theta_max .998
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'φ scans, 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  0.0655
_diffrn_reflns_av_sigmaI/netI    0.0962
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20705
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    1.843
_exptl_absorpt_correction_T_max  0.7094
_exptl_absorpt_correction_T_min  0.6078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4832
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         .550
_refine_diff_density_min         -1.051
_refine_diff_density_rms         .119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         10832
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.976
_refine_ls_R_factor_all          0.1213
_refine_ls_R_factor_gt           0.0551
_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)+(0.0737P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1461
_reflns_number_gt                6115
_reflns_number_total             10832
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b917841d.txt
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7105226
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.0000 0.66220(3) 0.2500 0.02720(16) Uani 1 2 d S . .
S21 S 0.05553(6) 0.80984(5) 0.15983(5) 0.0357(3) Uani 1 1 d . . .
F10 F 0.08271(16) 0.75557(15) 0.06383(13) 0.0648(9) Uani 1 1 d . . .
N10 N 0.02718(15) 0.59668(15) 0.20595(14) 0.0245(8) Uani 1 1 d . . .
C60 C 0.0744(2) 0.5782(2) 0.0505(2) 0.0421(12) Uani 1 1 d . . .
H60A H 0.0578 0.5491 0.0157 0.050 Uiso 1 1 calc R . .
H60B H 0.0677 0.6232 0.0357 0.050 Uiso 1 1 calc R . .
F11 F 0.0413(2) 0.84940(15) 0.04862(13) 0.0853(12) Uani 1 1 d . . .
C58 C 0.0634(2) 0.60750(19) 0.15527(18) 0.0284(10) Uani 1 1 d . . .
H58A H 0.0582 0.6538 0.1430 0.034 Uiso 1 1 calc R . .
C59 C 0.0350(2) 0.5668(2) 0.10015(19) 0.0365(11) Uani 1 1 d . . .
H59A H -0.0118 0.5784 0.0846 0.044 Uiso 1 1 calc R . .
H59B H 0.0370 0.5207 0.1116 0.044 Uiso 1 1 calc R . .
C51 C 0.0395(3) 0.7959(2) 0.0788(2) 0.0452(12) Uani 1 1 d . . .
C61 C 0.1472(2) 0.5662(2) 0.0740(2) 0.0458(13) Uani 1 1 d . . .
H61A H 0.1543 0.5200 0.0844 0.055 Uiso 1 1 calc R . .
H61B H 0.1714 0.5765 0.0416 0.055 Uiso 1 1 calc R . .
C63 C 0.1362(2) 0.5946(2) 0.1797(2) 0.0378(11) Uani 1 1 d . . .
H63A H 0.1425 0.5495 0.1940 0.045 Uiso 1 1 calc R . .
H63B H 0.1530 0.6235 0.2145 0.045 Uiso 1 1 calc R . .
C62 C 0.1740(2) 0.6065(2) 0.1293(2) 0.0470(13) Uani 1 1 d . . .
H62A H 0.1708 0.6527 0.1180 0.056 Uiso 1 1 calc R . .
H62B H 0.2211 0.5960 0.1445 0.056 Uiso 1 1 calc R . .
Se2 Se 0.0000 0.21661(3) 0.2500 0.02902(17) Uani 1 2 d S . .
S11 S 0.09277(6) 0.07069(5) 0.34406(5) 0.0325(3) Uani 1 1 d . . .
S10 S 0.39275(5) -0.12718(5) 0.34444(5) 0.0338(3) Uani 1 1 d . . .
Se3 Se 0.22268(2) -0.052673(19) 0.250799(19) 0.02807(13) Uani 1 1 d . . .
S4 S 0.34636(5) 0.01999(5) 0.16153(5) 0.0335(3) Uani 1 1 d . . .
N2 N 0.14567(16) -0.01920(15) 0.20544(14) 0.0254(8) Uani 1 1 d . . .
F27 F 0.27375(16) 0.06747(15) 0.06288(13) 0.0643(9) Uani 1 1 d . . .
F4 F 0.45940(14) -0.17653(15) 0.44485(13) 0.0657(9) Uani 1 1 d . . .
N1 N 0.16736(16) -0.09380(15) 0.29303(15) 0.0272(8) Uani 1 1 d . . .
C10 C 0.1053(2) -0.08092(18) 0.27355(18) 0.0256(9) Uani 1 1 d . . .
H10A H 0.0712 -0.0990 0.2907 0.031 Uiso 1 1 calc R . .
O4 O 0.37527(15) 0.08255(14) 0.17205(14) 0.0427(8) Uani 1 1 d . . .
O3 O 0.33134(16) -0.09230(19) 0.33155(15) 0.0606(11) Uani 1 1 d . . .
F3 F 0.41585(18) -0.08737(16) 0.45736(13) 0.0802(11) Uani 1 1 d . . .
F2 F 0.35677(15) -0.17303(19) 0.44039(14) 0.0838(12) Uani 1 1 d . . .
C8 C 0.4063(2) -0.1412(2) 0.4253(2) 0.0407(12) Uani 1 1 d . . .
C7 C 0.3148(3) 0.0193(3) 0.0801(2) 0.0451(13) Uani 1 1 d . . .
O2 O 0.44805(14) -0.08860(13) 0.33747(14) 0.0377(8) Uani 1 1 d . . .
O1 O 0.39269(16) -0.03208(15) 0.17217(17) 0.0605(11) Uani 1 1 d . . .
C6 C 0.0892(2) 0.0641(2) 0.0507(2) 0.0445(13) Uani 1 1 d . . .
H6A H 0.1306 0.0607 0.0355 0.053 Uiso 1 1 calc R . .
H6B H 0.0520 0.0554 0.0162 0.053 Uiso 1 1 calc R . .
C5 C 0.0895(2) 0.0132(2) 0.10066(19) 0.0380(11) Uani 1 1 d . . .
H5A H 0.0464 0.0129 0.1129 0.046 Uiso 1 1 calc R . .
H5B H 0.0971 -0.0302 0.0851 0.046 Uiso 1 1 calc R . .
F1 F 0.36214(17) 0.0245(2) 0.05011(14) 0.0947(13) Uani 1 1 d . . .
C4 C 0.0936(2) -0.03718(18) 0.22417(18) 0.0259(9) Uani 1 1 d . . .
H4A H 0.0507 -0.0221 0.2061 0.031 Uiso 1 1 calc R . .
C3 C 0.1921(2) -0.14297(18) 0.34186(18) 0.0275(10) Uani 1 1 d . . .
H3A H 0.2409 -0.1373 0.3553 0.033 Uiso 1 1 calc R . .
C2 C 0.1370(2) 0.09672(19) 0.1796(2) 0.0399(12) Uani 1 1 d . . .
H2A H 0.1744 0.1057 0.2139 0.048 Uiso 1 1 calc R . .
H2B H 0.0956 0.0999 0.1949 0.048 Uiso 1 1 calc R . .
C1 C 0.1437(2) 0.02933(19) 0.15485(18) 0.0290(10) Uani 1 1 d . . .
H1A H 0.1867 0.0271 0.1415 0.035 Uiso 1 1 calc R . .
N6 N 0.04746(16) 0.28254(15) 0.29434(15) 0.0271(8) Uani 1 1 d . . .
F9 F 0.07511(17) 0.07263(17) 0.45611(13) 0.0785(10) Uani 1 1 d . . .
F7 F 0.16301(16) 0.02672(15) 0.44572(13) 0.0686(9) Uani 1 1 d . . .
C11 C 0.1231(2) 0.0750(2) 0.4258(2) 0.0407(12) Uani 1 1 d . . .
F8 F 0.15792(18) 0.12800(15) 0.44117(13) 0.0818(11) Uani 1 1 d . . .
O22 O 0.12247(15) 0.83384(16) 0.17180(15) 0.0494(9) Uani 1 1 d . . .
O25 O 0.15164(17) 0.06465(17) 0.32154(15) 0.0563(10) Uani 1 1 d . . .
O24 O 0.05088(14) 0.01483(13) 0.33584(14) 0.0394(8) Uani 1 1 d . . .
O23 O 0.00780(15) 0.85707(15) 0.16786(16) 0.0527(9) Uani 1 1 d . . .
F26 F 0.28120(18) -0.03387(17) 0.06277(16) 0.0914(12) Uani 1 1 d . . .
C71 C 0.01550(19) 0.53940(19) 0.22531(17) 0.0264(9) Uani 1 1 d . . .
H71A H 0.0272 0.5009 0.2073 0.032 Uiso 1 1 calc R . .
O26 O 0.05670(17) 0.13025(14) 0.33065(14) 0.0559(10) Uani 1 1 d . . .
O54 O 0.39212(19) -0.19057(16) 0.32043(15) 0.0607(11) Uani 1 1 d . . .
F28 F -0.01935(16) 0.76893(19) 0.05963(16) 0.0943(12) Uani 1 1 d . . .
C92 C 0.02766(18) 0.33977(19) 0.27475(17) 0.0260(9) Uani 1 1 d . . .
H92A H 0.0484 0.3782 0.2920 0.031 Uiso 1 1 calc R . .
O21 O 0.0482(2) 0.74772(15) 0.18522(16) 0.0753(13) Uani 1 1 d . . .
C93 C 0.10731(19) 0.27063(19) 0.34329(18) 0.0280(10) Uani 1 1 d . . .
H93A H 0.1046 0.2257 0.3587 0.034 Uiso 1 1 calc R . .
C94 C 0.1722(3) 0.3015(3) 0.4443(2) 0.0654(18) Uani 1 1 d . . .
H94A H 0.1756 0.3328 0.4781 0.078 Uiso 1 1 calc R . .
H94B H 0.1686 0.2578 0.4610 0.078 Uiso 1 1 calc R . .
C95 C 0.1101(2) 0.3161(3) 0.3956(2) 0.0551(15) Uani 1 1 d . . .
H95A H 0.0703 0.3109 0.4129 0.066 Uiso 1 1 calc R . .
H95B H 0.1115 0.3612 0.3814 0.066 Uiso 1 1 calc R . .
C97 C 0.1362(3) 0.1458(2) 0.1288(2) 0.0482(13) Uani 1 1 d . . .
H97A H 0.1290 0.1895 0.1440 0.058 Uiso 1 1 calc R . .
H97B H 0.1795 0.1456 0.1170 0.058 Uiso 1 1 calc R . .
C96 C 0.0830(2) 0.1312(2) 0.0739(2) 0.0465(13) Uani 1 1 d . . .
H96A H 0.0394 0.1360 0.0847 0.056 Uiso 1 1 calc R . .
H96B H 0.0856 0.1625 0.0413 0.056 Uiso 1 1 calc R . .
C45 C 0.1874(3) -0.1844(3) 0.4446(2) 0.0685(19) Uani 1 1 d . . .
H45A H 0.2351 -0.1779 0.4605 0.082 Uiso 1 1 calc R . .
H45B H 0.1646 -0.1798 0.4789 0.082 Uiso 1 1 calc R . .
C44 C 0.1616(3) -0.1330(3) 0.3961(2) 0.0541(15) Uani 1 1 d . . .
H44A H 0.1130 -0.1362 0.3836 0.065 Uiso 1 1 calc R . .
H44B H 0.1727 -0.0895 0.4132 0.065 Uiso 1 1 calc R . .
C32 C 0.1682(2) 0.2754(3) 0.3166(2) 0.0623(17) Uani 1 1 d . . .
H32A H 0.1720 0.3194 0.3007 0.075 Uiso 1 1 calc R . .
H32B H 0.1649 0.2446 0.2824 0.075 Uiso 1 1 calc R . .
C43 C 0.1755(3) -0.2517(3) 0.4176(3) 0.083(2) Uani 1 1 d . . .
H43A H 0.1943 -0.2840 0.4489 0.099 Uiso 1 1 calc R . .
H43B H 0.1275 -0.2595 0.4054 0.099 Uiso 1 1 calc R . .
C42 C 0.2060(3) -0.2599(2) 0.3637(3) 0.077(2) Uani 1 1 d . . .
H42A H 0.1961 -0.3035 0.3465 0.093 Uiso 1 1 calc R . .
H42B H 0.2545 -0.2556 0.3764 0.093 Uiso 1 1 calc R . .
C33 C 0.2289(3) 0.2599(4) 0.3659(3) 0.0744(19) Uani 1 1 d . . .
H33A H 0.2258 0.2151 0.3804 0.089 Uiso 1 1 calc R . .
H33B H 0.2690 0.2632 0.3489 0.089 Uiso 1 1 calc R . .
C41 C 0.1796(3) -0.2091(2) 0.3150(2) 0.0597(16) Uani 1 1 d . . .
H41A H 0.2017 -0.2139 0.2803 0.072 Uiso 1 1 calc R . .
H41B H 0.1317 -0.2154 0.2998 0.072 Uiso 1 1 calc R . .
C34 C 0.2337(3) 0.3054(3) 0.4179(3) 0.078(2) Uani 1 1 d . . .
H34A H 0.2390 0.3499 0.4038 0.093 Uiso 1 1 calc R . .
H34B H 0.2728 0.2948 0.4497 0.093 Uiso 1 1 calc R . .
O78 O 0.28874(16) 0.0119(2) 0.18637(15) 0.0715(13) Uani 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -.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
N10 Se1 N10 84.66(19) . 2 ?
O21 S21 O23 115.6(2) . . ?
O21 S21 O22 114.4(2) . . ?
O23 S21 O22 113.80(19) . . ?
O21 S21 C51 104.2(2) . . ?
O23 S21 C51 104.5(2) . . ?
O22 S21 C51 102.1(2) . . ?
C71 N10 C58 123.0(3) . . ?
C71 N10 Se1 113.2(3) . . ?
C58 N10 Se1 123.7(2) . . ?
C61 C60 C59 111.4(4) . . ?
C61 C60 H60A 109.3 . . ?
C59 C60 H60A 109.3 . . ?
C61 C60 H60B 109.3 . . ?
C59 C60 H60B 109.3 . . ?
H60A C60 H60B 108.0 . . ?
N10 C58 C59 111.5(3) . . ?
N10 C58 C63 108.4(3) . . ?
C59 C58 C63 112.7(4) . . ?
N10 C58 H58A 108.1 . . ?
C59 C58 H58A 108.1 . . ?
C63 C58 H58A 108.1 . . ?
C58 C59 C60 109.5(4) . . ?
C58 C59 H59A 109.8 . . ?
C60 C59 H59A 109.8 . . ?
C58 C59 H59B 109.8 . . ?
C60 C59 H59B 109.8 . . ?
H59A C59 H59B 108.2 . . ?
F11 C51 F10 108.2(4) . . ?
F11 C51 F28 108.3(4) . . ?
F10 C51 F28 106.1(4) . . ?
F11 C51 S21 111.6(3) . . ?
F10 C51 S21 111.5(3) . . ?
F28 C51 S21 110.9(4) . . ?
C62 C61 C60 111.5(4) . . ?
C62 C61 H61A 109.3 . . ?
C60 C61 H61A 109.3 . . ?
C62 C61 H61B 109.3 . . ?
C60 C61 H61B 109.3 . . ?
H61A C61 H61B 108.0 . . ?
C58 C63 C62 109.3(4) . . ?
C58 C63 H63A 109.8 . . ?
C62 C63 H63A 109.8 . . ?
C58 C63 H63B 109.8 . . ?
C62 C63 H63B 109.8 . . ?
H63A C63 H63B 108.3 . . ?
C61 C62 C63 111.4(4) . . ?
C61 C62 H62A 109.3 . . ?
C63 C62 H62A 109.3 . . ?
C61 C62 H62B 109.3 . . ?
C63 C62 H62B 109.3 . . ?
H62A C62 H62B 108.0 . . ?
N6 Se2 N6 84.7(2) . 2 ?
O25 S11 O24 115.1(2) . . ?
O25 S11 O26 116.6(2) . . ?
O24 S11 O26 113.0(2) . . ?
O25 S11 C11 102.9(2) . . ?
O24 S11 C11 104.0(2) . . ?
O26 S11 C11 102.9(2) . . ?
O54 S10 O2 114.8(2) . . ?
O54 S10 O3 116.8(2) . . ?
O2 S10 O3 113.1(2) . . ?
O54 S10 C8 102.8(2) . . ?
O2 S10 C8 103.9(2) . . ?
O3 S10 C8 103.2(2) . . ?
N2 Se3 N1 84.17(14) . . ?
O4 S4 O78 113.5(2) . . ?
O4 S4 O1 114.4(2) . . ?
O78 S4 O1 115.6(2) . . ?
O4 S4 C7 103.0(2) . . ?
O78 S4 C7 103.8(2) . . ?
O1 S4 C7 104.6(2) . . ?
C4 N2 C1 122.9(3) . . ?
C4 N2 Se3 113.4(3) . . ?
C1 N2 Se3 123.5(3) . . ?
C10 N1 C3 123.2(3) . . ?
C10 N1 Se3 114.3(3) . . ?
C3 N1 Se3 122.3(3) . . ?
N1 C10 C4 113.0(4) . . ?
N1 C10 H10A 123.5 . . ?
C4 C10 H10A 123.5 . . ?
F4 C8 F3 105.5(4) . . ?
F4 C8 F2 106.0(4) . . ?
F3 C8 F2 108.5(4) . . ?
F4 C8 S10 111.6(4) . . ?
F3 C8 S10 112.8(3) . . ?
F2 C8 S10 111.9(3) . . ?
F1 C7 F27 107.2(4) . . ?
F1 C7 F26 108.9(5) . . ?
F27 C7 F26 106.2(4) . . ?
F1 C7 S4 111.6(4) . . ?
F27 C7 S4 111.5(4) . . ?
F26 C7 S4 111.2(4) . . ?
C96 C6 C5 111.6(4) . . ?
C96 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C96 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C1 C5 C6 108.9(4) . . ?
C1 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
C1 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
N2 C4 C10 115.0(4) . . ?
N2 C4 H4A 122.5 . . ?
C10 C4 H4A 122.5 . . ?
C41 C3 C44 112.7(4) . . ?
C41 C3 N1 108.8(3) . . ?
C44 C3 N1 111.1(3) . . ?
C41 C3 H3A 108.0 . . ?
C44 C3 H3A 108.0 . . ?
N1 C3 H3A 108.0 . . ?
C1 C2 C97 109.0(4) . . ?
C1 C2 H2A 109.9 . . ?
C97 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
C97 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
C5 C1 N2 110.9(3) . . ?
C5 C1 C2 112.9(4) . . ?
N2 C1 C2 109.0(3) . . ?
C5 C1 H1A 107.9 . . ?
N2 C1 H1A 107.9 . . ?
C2 C1 H1A 107.9 . . ?
C92 N6 C93 123.6(3) . . ?
C92 N6 Se2 113.4(3) . . ?
C93 N6 Se2 122.7(2) . . ?
F7 C11 F9 106.5(4) . . ?
F7 C11 F8 105.8(4) . . ?
F9 C11 F8 109.1(4) . . ?
F7 C11 S11 111.5(3) . . ?
F9 C11 S11 112.5(3) . . ?
F8 C11 S11 111.2(3) . . ?
N10 C71 C71 114.5(2) . 2 ?
N10 C71 H71A 122.8 . . ?
C71 C71 H71A 122.8 2 . ?
N6 C92 C92 114.2(2) . 2 ?
N6 C92 H92A 122.9 . . ?
C92 C92 H92A 122.9 2 . ?
N6 C93 C95 111.3(3) . . ?
N6 C93 C32 109.3(3) . . ?
C95 C93 C32 111.9(4) . . ?
N6 C93 H93A 108.1 . . ?
C95 C93 H93A 108.1 . . ?
C32 C93 H93A 108.1 . . ?
C34 C94 C95 110.9(5) . . ?
C34 C94 H94A 109.5 . . ?
C95 C94 H94A 109.5 . . ?
C34 C94 H94B 109.5 . . ?
C95 C94 H94B 109.5 . . ?
H94A C94 H94B 108.0 . . ?
C93 C95 C94 108.9(4) . . ?
C93 C95 H95A 109.9 . . ?
C94 C95 H95A 109.9 . . ?
C93 C95 H95B 109.9 . . ?
C94 C95 H95B 109.9 . . ?
H95A C95 H95B 108.3 . . ?
C96 C97 C2 111.7(4) . . ?
C96 C97 H97A 109.3 . . ?
C2 C97 H97A 109.3 . . ?
C96 C97 H97B 109.3 . . ?
C2 C97 H97B 109.3 . . ?
H97A C97 H97B 107.9 . . ?
C6 C96 C97 111.8(4) . . ?
C6 C96 H96A 109.3 . . ?
C97 C96 H96A 109.3 . . ?
C6 C96 H96B 109.3 . . ?
C97 C96 H96B 109.3 . . ?
H96A C96 H96B 107.9 . . ?
C43 C45 C44 110.4(5) . . ?
C43 C45 H45A 109.6 . . ?
C44 C45 H45A 109.6 . . ?
C43 C45 H45B 109.6 . . ?
C44 C45 H45B 109.6 . . ?
H45A C45 H45B 108.1 . . ?
C3 C44 C45 109.7(4) . . ?
C3 C44 H44A 109.7 . . ?
C45 C44 H44A 109.7 . . ?
C3 C44 H44B 109.7 . . ?
C45 C44 H44B 109.7 . . ?
H44A C44 H44B 108.2 . . ?
C93 C32 C33 109.1(4) . . ?
C93 C32 H32A 109.9 . . ?
C33 C32 H32A 109.9 . . ?
C93 C32 H32B 109.9 . . ?
C33 C32 H32B 109.9 . . ?
H32A C32 H32B 108.3 . . ?
C42 C43 C45 111.6(5) . . ?
C42 C43 H43A 109.3 . . ?
C45 C43 H43A 109.3 . . ?
C42 C43 H43B 109.3 . . ?
C45 C43 H43B 109.3 . . ?
H43A C43 H43B 108.0 . . ?
C43 C42 C41 110.6(5) . . ?
C43 C42 H42A 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
C34 C33 C32 110.2(5) . . ?
C34 C33 H33A 109.6 . . ?
C32 C33 H33A 109.6 . . ?
C34 C33 H33B 109.6 . . ?
C32 C33 H33B 109.6 . . ?
H33A C33 H33B 108.1 . . ?
C3 C41 C42 109.5(4) . . ?
C3 C41 H41A 109.8 . . ?
C42 C41 H41A 109.8 . . ?
C3 C41 H41B 109.8 . . ?
C42 C41 H41B 109.8 . . ?
H41A C41 H41B 108.2 . . ?
C33 C34 C94 110.5(4) . . ?
C33 C34 H34A 109.6 . . ?
C94 C34 H34A 109.6 . . ?
C33 C34 H34B 109.6 . . ?
C94 C34 H34B 109.6 . . ?
H34A C34 H34B 108.1 . . ?
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 N10 1.839(3) . ?
Se1 N10 1.839(3) 2 ?
S21 O21 1.431(3) . ?
S21 O23 1.432(3) . ?
S21 O22 1.447(3) . ?
S21 C51 1.807(5) . ?
F10 C51 1.321(5) . ?
N10 C71 1.306(5) . ?
N10 C58 1.507(5) . ?
C60 C61 1.514(7) . ?
C60 C59 1.535(6) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
F11 C51 1.306(5) . ?
C58 C59 1.514(6) . ?
C58 C63 1.519(6) . ?
C58 H58A 1.0000 . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C51 F28 1.330(5) . ?
C61 C62 1.507(6) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C63 C62 1.527(6) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
Se2 N6 1.851(3) . ?
Se2 N6 1.851(3) 2 ?
S11 O25 1.422(3) . ?
S11 O24 1.438(3) . ?
S11 O26 1.444(3) . ?
S11 C11 1.816(5) . ?
S10 O54 1.421(3) . ?
S10 O2 1.435(3) . ?
S10 O3 1.441(3) . ?
S10 C8 1.805(5) . ?
Se3 N2 1.843(3) . ?
Se3 N1 1.845(3) . ?
S4 O4 1.429(3) . ?
S4 O78 1.432(3) . ?
S4 O1 1.433(3) . ?
S4 C7 1.812(5) . ?
N2 C4 1.294(5) . ?
N2 C1 1.514(5) . ?
F27 C7 1.317(6) . ?
F4 C8 1.321(5) . ?
N1 C10 1.300(5) . ?
N1 C3 1.509(5) . ?
C10 C4 1.415(5) . ?
C10 H10A 0.9500 . ?
F3 C8 1.322(5) . ?
F2 C8 1.325(5) . ?
C7 F1 1.308(5) . ?
C7 F26 1.321(5) . ?
C6 C96 1.502(6) . ?
C6 C5 1.542(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C5 C1 1.513(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C4 H4A 0.9500 . ?
C3 C41 1.500(6) . ?
C3 C44 1.502(6) . ?
C3 H3A 1.0000 . ?
C2 C1 1.523(6) . ?
C2 C97 1.529(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C1 H1A 1.0000 . ?
N6 C92 1.303(5) . ?
N6 C93 1.498(5) . ?
F9 C11 1.320(5) . ?
F7 C11 1.319(5) . ?
C11 F8 1.321(5) . ?
C71 C71 1.395(8) 2 ?
C71 H71A 0.9500 . ?
C92 C92 1.423(7) 2 ?
C92 H92A 0.9500 . ?
C93 C95 1.500(6) . ?
C93 C32 1.512(6) . ?
C93 H93A 1.0000 . ?
C94 C34 1.519(8) . ?
C94 C95 1.537(6) . ?
C94 H94A 0.9900 . ?
C94 H94B 0.9900 . ?
C95 H95A 0.9900 . ?
C95 H95B 0.9900 . ?
C97 C96 1.507(6) . ?
C97 H97A 0.9900 . ?
C97 H97B 0.9900 . ?
C96 H96A 0.9900 . ?
C96 H96B 0.9900 . ?
C45 C43 1.522(8) . ?
C45 C44 1.540(6) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C32 C33 1.530(7) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C43 C42 1.490(8) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C42 C41 1.537(6) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C33 C34 1.490(8) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
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
N10 Se1 N10 C71 -0.2(2) 2 . . . ?
N10 Se1 N10 C58 -176.4(4) 2 . . . ?
C71 N10 C58 C59 50.0(5) . . . . ?
Se1 N10 C58 C59 -134.2(3) . . . . ?
C71 N10 C58 C63 -74.5(5) . . . . ?
Se1 N10 C58 C63 101.3(3) . . . . ?
N10 C58 C59 C60 -178.6(3) . . . . ?
C63 C58 C59 C60 -56.5(5) . . . . ?
C61 C60 C59 C58 54.8(5) . . . . ?
O21 S21 C51 F11 177.0(4) . . . . ?
O23 S21 C51 F11 55.2(4) . . . . ?
O22 S21 C51 F11 -63.6(4) . . . . ?
O21 S21 C51 F10 -61.9(4) . . . . ?
O23 S21 C51 F10 176.3(3) . . . . ?
O22 S21 C51 F10 57.5(4) . . . . ?
O21 S21 C51 F28 56.1(4) . . . . ?
O23 S21 C51 F28 -65.6(4) . . . . ?
O22 S21 C51 F28 175.5(4) . . . . ?
C59 C60 C61 C62 -55.6(5) . . . . ?
N10 C58 C63 C62 -179.0(3) . . . . ?
C59 C58 C63 C62 57.2(5) . . . . ?
C60 C61 C62 C63 56.5(5) . . . . ?
C58 C63 C62 C61 -56.2(5) . . . . ?
N1 Se3 N2 C4 1.9(3) . . . . ?
N1 Se3 N2 C1 176.6(3) . . . . ?
N2 Se3 N1 C10 -0.6(3) . . . . ?
N2 Se3 N1 C3 173.8(3) . . . . ?
C3 N1 C10 C4 -175.0(3) . . . . ?
Se3 N1 C10 C4 -0.7(4) . . . . ?
O54 S10 C8 F4 54.4(4) . . . . ?
O2 S10 C8 F4 -65.6(4) . . . . ?
O3 S10 C8 F4 176.2(3) . . . . ?
O54 S10 C8 F3 173.0(4) . . . . ?
O2 S10 C8 F3 53.1(4) . . . . ?
O3 S10 C8 F3 -65.1(4) . . . . ?
O54 S10 C8 F2 -64.3(4) . . . . ?
O2 S10 C8 F2 175.8(3) . . . . ?
O3 S10 C8 F2 57.6(4) . . . . ?
O4 S4 C7 F1 63.3(4) . . . . ?
O78 S4 C7 F1 -178.2(4) . . . . ?
O1 S4 C7 F1 -56.6(4) . . . . ?
O4 S4 C7 F27 -56.6(4) . . . . ?
O78 S4 C7 F27 61.9(4) . . . . ?
O1 S4 C7 F27 -176.5(3) . . . . ?
O4 S4 C7 F26 -174.9(4) . . . . ?
O78 S4 C7 F26 -56.4(4) . . . . ?
O1 S4 C7 F26 65.2(4) . . . . ?
C96 C6 C5 C1 -55.2(5) . . . . ?
C1 N2 C4 C10 -177.5(3) . . . . ?
Se3 N2 C4 C10 -2.7(4) . . . . ?
N1 C10 C4 N2 2.3(5) . . . . ?
C10 N1 C3 C41 75.3(5) . . . . ?
Se3 N1 C3 C41 -98.5(4) . . . . ?
C10 N1 C3 C44 -49.3(5) . . . . ?
Se3 N1 C3 C44 136.9(3) . . . . ?
C6 C5 C1 N2 179.7(3) . . . . ?
C6 C5 C1 C2 57.0(5) . . . . ?
C4 N2 C1 C5 -47.9(5) . . . . ?
Se3 N2 C1 C5 137.9(3) . . . . ?
C4 N2 C1 C2 77.0(5) . . . . ?
Se3 N2 C1 C2 -97.2(4) . . . . ?
C97 C2 C1 C5 -57.3(5) . . . . ?
C97 C2 C1 N2 179.0(4) . . . . ?
N6 Se2 N6 C92 -0.9(2) 2 . . . ?
N6 Se2 N6 C93 -174.5(4) 2 . . . ?
O25 S11 C11 F7 -52.4(4) . . . . ?
O24 S11 C11 F7 68.0(4) . . . . ?
O26 S11 C11 F7 -174.0(4) . . . . ?
O25 S11 C11 F9 -171.9(3) . . . . ?
O24 S11 C11 F9 -51.5(4) . . . . ?
O26 S11 C11 F9 66.5(4) . . . . ?
O25 S11 C11 F8 65.4(4) . . . . ?
O24 S11 C11 F8 -174.1(3) . . . . ?
O26 S11 C11 F8 -56.1(4) . . . . ?
C58 N10 C71 C71 176.7(4) . . . 2 ?
Se1 N10 C71 C71 0.6(5) . . . 2 ?
C93 N6 C92 C92 175.9(4) . . . 2 ?
Se2 N6 C92 C92 2.4(6) . . . 2 ?
C92 N6 C93 C95 44.7(6) . . . . ?
Se2 N6 C93 C95 -142.4(3) . . . . ?
C92 N6 C93 C32 -79.3(5) . . . . ?
Se2 N6 C93 C32 93.6(4) . . . . ?
N6 C93 C95 C94 179.7(4) . . . . ?
C32 C93 C95 C94 -57.7(6) . . . . ?
C34 C94 C95 C93 56.2(6) . . . . ?
C1 C2 C97 C96 55.4(5) . . . . ?
C5 C6 C96 C97 55.7(5) . . . . ?
C2 C97 C96 C6 -56.0(6) . . . . ?
C41 C3 C44 C45 57.0(6) . . . . ?
N1 C3 C44 C45 179.4(4) . . . . ?
C43 C45 C44 C3 -54.9(6) . . . . ?
N6 C93 C32 C33 -177.2(4) . . . . ?
C95 C93 C32 C33 59.1(6) . . . . ?
C44 C45 C43 C42 56.4(6) . . . . ?
C45 C43 C42 C41 -57.2(6) . . . . ?
C93 C32 C33 C34 -58.8(7) . . . . ?
C44 C3 C41 C42 -57.7(6) . . . . ?
N1 C3 C41 C42 178.6(4) . . . . ?
C43 C42 C41 C3 56.9(7) . . . . ?
C32 C33 C34 C94 58.7(6) . . . . ?
C95 C94 C34 C33 -57.8(6) . . . . ?
