#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/53/4025389.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_4025389
loop_
_publ_author_name
'Nasir Baig Rashid Baig'
'R. N. Chandrakala'
'V. Sai Sudhir'
'Srinivasan Chandrasekaran'
_publ_contact_author_address
; 
 Department of Organic Chemistry
 Indian Institute of Science
 Bangalore, 560 012
 India
;
_publ_contact_author_name
; 
 'Srinivasan Chandrasekaran'
;
_publ_section_title
;
 Synthesis of Unnatural Selenocystines and β-Aminodiselenides via
 Regioselective Ring-Opening of Sulfamidates Using a Sequential, One-Pot,
 Multistep Strategy
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2910
_journal_page_last               2921
_journal_paper_doi               10.1021/jo1001388
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration unk
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C44 H50 N4 O10 Se2'
_chemical_formula_sum            'C44 H50 N4 O10 Se2'
_chemical_formula_weight         952.80
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             'Dec 20 17:51:27 2009'
_audit_creation_method           SHELXL-97
_audit_update_record
;
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3000(4)
_cell_length_b                   16.5434(5)
_cell_length_c                   20.9360(8)
_cell_measurement_reflns_used    46013
_cell_measurement_temperature    293
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.57
_cell_volume                     4606.5(3)
_computing_cell_refinement       Apex2
_computing_data_collection       'Bruker kappa Apex2'
_computing_data_reduction        SAINT32
_computing_molecular_graphics
'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Brucker kappa apex2 CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1346
_diffrn_reflns_av_sigmaI/netI    0.1332
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            46013
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    1.663
_exptl_absorpt_correction_T_max  0.8513
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'APEX 2 (Bruker)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.013(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.729
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         8130
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.729
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0336
_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)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0505
_refine_ls_wR_factor_ref         0.0600
_reflns_number_gt                3791
_reflns_number_total             8130
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1001388_si_001.cif
_cod_data_source_block           anb_om
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4025389
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.67794(4) 0.63800(2) 0.15075(2) 0.07073(15) Uani 1 1 d . . .
Se2 Se 0.81814(4) 0.66921(3) 0.21030(2) 0.08039(17) Uani 1 1 d . . .
C13 C 0.4250(3) 0.8714(3) 0.3037(2) 0.0445(11) Uani 1 1 d . . .
C21 C 0.5716(3) 0.6140(2) 0.30887(19) 0.0450(12) Uani 1 1 d . . .
C5 C 0.4911(3) 0.8328(3) 0.1473(2) 0.0505(11) Uani 1 1 d . . .
C9 C 0.1732(4) 0.9231(3) 0.2151(3) 0.0844(15) Uani 1 1 d . . .
H9 H 0.2058 0.9714 0.2056 0.101 Uiso 1 1 calc R . .
C31 C 0.3267(4) 0.5035(2) 0.1078(2) 0.0681(13) Uani 1 1 d . . .
H31A H 0.3358 0.4520 0.0863 0.082 Uiso 1 1 calc R . .
H31B H 0.3680 0.5430 0.0858 0.082 Uiso 1 1 calc R . .
C30 C 0.3927(3) 0.5655(3) 0.2010(2) 0.0500(11) Uani 1 1 d . . .
C32 C 0.2191(4) 0.5281(2) 0.1015(3) 0.0558(13) Uani 1 1 d . . .
C24 C 0.2981(4) 0.5959(3) 0.3686(2) 0.0688(15) Uani 1 1 d . . .
C6 C 0.4017(3) 0.8328(2) 0.19290(19) 0.0442(11) Uani 1 1 d . . .
H6 H 0.3951 0.7791 0.2123 0.053 Uiso 1 1 calc R . .
C20 C 0.7155(3) 0.7007(2) 0.3335(2) 0.0604(14) Uani 1 1 d . . .
H20 H 0.7467 0.6478 0.3404 0.072 Uiso 1 1 calc R . .
C14 C 0.4257(4) 0.9267(3) 0.4083(2) 0.0735(15) Uani 1 1 d . . .
H14A H 0.4655 0.9704 0.4261 0.088 Uiso 1 1 calc R . .
H14B H 0.4611 0.8765 0.4164 0.088 Uiso 1 1 calc R . .
C1 C 0.6829(4) 0.7300(2) 0.0895(2) 0.0646(12) Uani 1 1 d . . .
H1 H 0.7086 0.7771 0.1127 0.077 Uiso 1 1 calc R . .
C8 C 0.2127(3) 0.8525(3) 0.1925(2) 0.0640(14) Uani 1 1 d . . .
C22 C 0.4577(3) 0.6113(2) 0.3039(2) 0.0451(11) Uani 1 1 d . . .
H22 H 0.4344 0.6636 0.2878 0.054 Uiso 1 1 calc R . .
C4 C 0.5372(3) 0.6867(3) 0.0216(2) 0.0581(13) Uani 1 1 d . . .
C19 C 0.7724(3) 0.7426(2) 0.2788(2) 0.0650(14) Uani 1 1 d . . .
H19 H 0.8342 0.7633 0.2984 0.078 Uiso 1 1 calc R . .
C7 C 0.3066(3) 0.8511(2) 0.1528(2) 0.0648(12) Uani 1 1 d . . .
H7A H 0.3146 0.9031 0.1320 0.078 Uiso 1 1 calc R . .
H7B H 0.2997 0.8104 0.1198 0.078 Uiso 1 1 calc R . .
C23 C 0.4103(3) 0.5973(2) 0.3689(2) 0.0609(13) Uani 1 1 d . . .
H23A H 0.4345 0.5462 0.3858 0.073 Uiso 1 1 calc R . .
H23B H 0.4326 0.6396 0.3977 0.073 Uiso 1 1 calc R . .
C3 C 0.5773(3) 0.7516(2) 0.0652(2) 0.0575(13) Uani 1 1 d . . .
H3 H 0.5818 0.8021 0.0409 0.069 Uiso 1 1 calc R . .
C10 C 0.0883(4) 0.9255(4) 0.2511(3) 0.116(2) Uani 1 1 d . . .
H10 H 0.0633 0.9747 0.2655 0.139 Uiso 1 1 calc R . .
C11 C 0.1638(4) 0.7818(3) 0.2073(3) 0.0974(18) Uani 1 1 d . . .
H11 H 0.1883 0.7325 0.1926 0.117 Uiso 1 1 calc R . .
C35 C 0.1605(4) 0.5482(2) 0.1530(3) 0.0746(14) Uani 1 1 d . . .
H35 H 0.1876 0.5473 0.1939 0.090 Uiso 1 1 calc R . .
C25 C 0.2430(5) 0.6651(3) 0.3746(3) 0.102(2) Uani 1 1 d . . .
H25 H 0.2757 0.7145 0.3792 0.123 Uiso 1 1 calc R . .
C28 C 0.1416(5) 0.5230(4) 0.3569(3) 0.130(3) Uani 1 1 d . . .
H28 H 0.1082 0.4745 0.3493 0.156 Uiso 1 1 calc R . .
C41 C 0.7550(3) 0.7129(3) 0.0353(2) 0.0977(18) Uani 1 1 d . . .
H41A H 0.7435 0.6593 0.0192 0.147 Uiso 1 1 calc R . .
H41B H 0.8229 0.7172 0.0505 0.147 Uiso 1 1 calc R . .
H41C H 0.7444 0.7514 0.0016 0.147 Uiso 1 1 calc R . .
C33 C 0.1756(5) 0.5305(3) 0.0408(3) 0.0883(16) Uani 1 1 d . . .
H33 H 0.2144 0.5175 0.0053 0.106 Uiso 1 1 calc R . .
C12 C 0.0769(5) 0.7847(4) 0.2447(4) 0.119(2) Uani 1 1 d . . .
H12 H 0.0441 0.7368 0.2551 0.143 Uiso 1 1 calc R . .
C27 C 0.2462(5) 0.5239(4) 0.3601(3) 0.101(2) Uani 1 1 d . . .
H27 H 0.2817 0.4757 0.3565 0.121 Uiso 1 1 calc R . .
C26 C 0.1399(6) 0.6624(4) 0.3739(4) 0.142(3) Uani 1 1 d . . .
H26 H 0.1044 0.7102 0.3798 0.170 Uiso 1 1 calc R . .
C34 C 0.0772(7) 0.5513(4) 0.0325(4) 0.117(3) Uani 1 1 d . . .
H34 H 0.0495 0.5524 -0.0083 0.141 Uiso 1 1 calc R . .
C44 C 0.0873(5) 0.5926(5) 0.3648(4) 0.152(4) Uani 1 1 d . . .
H44 H 0.0174 0.5923 0.3641 0.183 Uiso 1 1 calc R . .
N2 N 0.6108(2) 0.68787(18) 0.32110(15) 0.0502(10) Uani 1 1 d . . .
H2 H 0.5711 0.7289 0.3215 0.060 Uiso 1 1 calc R . .
N4 N 0.4269(2) 0.54908(18) 0.25889(17) 0.0527(10) Uani 1 1 d . . .
H4 H 0.4310 0.4993 0.2705 0.063 Uiso 1 1 calc R . .
N1 N 0.5042(2) 0.76260(18) 0.11610(17) 0.0558(10) Uani 1 1 d . . .
H1A H 0.4674 0.7221 0.1268 0.067 Uiso 1 1 calc R . .
N3 N 0.4134(2) 0.89240(16) 0.24278(17) 0.0470(10) Uani 1 1 d . . .
H3A H 0.4130 0.9428 0.2328 0.056 Uiso 1 1 calc R . .
O3 O 0.41678(19) 0.93804(14) 0.34110(14) 0.0582(8) Uani 1 1 d . . .
O2 O 0.44006(19) 0.80377(16) 0.32372(12) 0.0577(8) Uani 1 1 d . . .
O6 O 0.36194(19) 0.49598(15) 0.17173(15) 0.0606(9) Uani 1 1 d . . .
O5 O 0.38823(18) 0.63185(16) 0.17662(12) 0.0591(8) Uani 1 1 d . . .
O4 O 0.62418(18) 0.55349(15) 0.30631(13) 0.0619(9) Uani 1 1 d . . .
O1 O 0.5447(2) 0.89225(15) 0.13776(15) 0.0709(10) Uani 1 1 d . . .
C37 C 0.7181(3) 0.8172(2) 0.2536(2) 0.0890(17) Uani 1 1 d . . .
H37A H 0.6558 0.8012 0.2343 0.133 Uiso 1 1 calc R . .
H37B H 0.7595 0.8436 0.2224 0.133 Uiso 1 1 calc R . .
H37C H 0.7049 0.8536 0.2883 0.133 Uiso 1 1 calc R . .
C39 C 0.0190(6) 0.5709(4) 0.0849(5) 0.119(3) Uani 1 1 d . . .
H39 H -0.0482 0.5848 0.0796 0.143 Uiso 1 1 calc R . .
C38 C 0.0604(5) 0.5698(3) 0.1438(4) 0.105(2) Uani 1 1 d . . .
H38 H 0.0212 0.5837 0.1789 0.126 Uiso 1 1 calc R . .
C36 C 0.4826(4) 0.6549(3) -0.0823(2) 0.126(2) Uani 1 1 d . . .
H36A H 0.5292 0.6113 -0.0884 0.189 Uiso 1 1 calc R . .
H36B H 0.4707 0.6813 -0.1224 0.189 Uiso 1 1 calc R . .
H36C H 0.4204 0.6341 -0.0659 0.189 Uiso 1 1 calc R . .
C40 C 0.0398(4) 0.8555(5) 0.2660(3) 0.118(2) Uani 1 1 d . . .
H40 H -0.0184 0.8565 0.2907 0.142 Uiso 1 1 calc R . .
O8 O 0.5247(3) 0.71293(18) -0.03691(19) 0.0892(11) Uani 1 1 d . . .
O7 O 0.5176(3) 0.61988(19) 0.03769(16) 0.1082(14) Uani 1 1 d . . .
C42 C 0.7296(5) 0.7500(3) 0.3939(3) 0.0695(16) Uani 1 1 d . . .
O9 O 0.8248(3) 0.74842(16) 0.41215(17) 0.0952(11) Uani 1 1 d . . .
O10 O 0.6643(3) 0.7856(2) 0.42121(18) 0.1028(14) Uani 1 1 d . . .
C45 C 0.8502(4) 0.7916(3) 0.4709(2) 0.137(2) Uani 1 1 d . . .
H45A H 0.8388 0.8484 0.4650 0.206 Uiso 1 1 calc R . .
H45B H 0.9197 0.7826 0.4811 0.206 Uiso 1 1 calc R . .
H45C H 0.8089 0.7721 0.5052 0.206 Uiso 1 1 calc R . .
C46 C 0.3251(5) 0.9243(2) 0.4416(3) 0.0649(13) Uani 1 1 d . . .
C48 C 0.3199(6) 0.9488(3) 0.5050(3) 0.111(2) Uani 1 1 d . . .
H48 H 0.3779 0.9657 0.5259 0.133 Uiso 1 1 calc R . .
C47 C 0.2391(5) 0.9011(3) 0.4109(3) 0.0869(19) Uani 1 1 d . . .
H47 H 0.2404 0.8863 0.3680 0.104 Uiso 1 1 calc R . .
C50 C 0.1491(10) 0.9217(6) 0.5070(6) 0.175(6) Uani 1 1 d . . .
H50 H 0.0887 0.9175 0.5292 0.210 Uiso 1 1 calc R . .
C51 C 0.1495(6) 0.9001(4) 0.4453(4) 0.148(3) Uani 1 1 d . . .
H51 H 0.0900 0.8844 0.4255 0.178 Uiso 1 1 calc R . .
C52 C 0.2267(9) 0.9482(6) 0.5381(5) 0.165(5) Uani 1 1 d . . .
H52 H 0.2216 0.9660 0.5801 0.198 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Se Se -0.0929 2.2259 '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'
N N 0.0061 0.0033 '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'
C C 0.0033 0.0016 '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
C1 Se1 Se2 98.66(14) . . ?
C19 Se2 Se1 106.37(12) . . ?
O2 C13 N3 126.2(4) . . ?
O2 C13 O3 124.4(4) . . ?
N3 C13 O3 109.4(4) . . ?
O4 C21 N2 121.8(4) . . ?
O4 C21 C22 122.9(3) . . ?
N2 C21 C22 115.2(3) . . ?
O1 C5 N1 122.5(4) . . ?
O1 C5 C6 123.5(4) . . ?
N1 C5 C6 113.9(4) . . ?
C10 C9 C8 122.4(5) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
O6 C31 C32 115.0(4) . . ?
O6 C31 H31A 108.5 . . ?
C32 C31 H31A 108.5 . . ?
O6 C31 H31B 108.5 . . ?
C32 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
O5 C30 N4 126.0(4) . . ?
O5 C30 O6 124.0(4) . . ?
N4 C30 O6 109.9(4) . . ?
C35 C32 C33 118.2(5) . . ?
C35 C32 C31 122.8(5) . . ?
C33 C32 C31 119.0(6) . . ?
C25 C24 C27 117.7(5) . . ?
C25 C24 C23 121.5(5) . . ?
C27 C24 C23 120.8(5) . . ?
N3 C6 C5 111.6(3) . . ?
N3 C6 C7 110.2(3) . . ?
C5 C6 C7 107.3(3) . . ?
N3 C6 H6 109.2 . . ?
C5 C6 H6 109.2 . . ?
C7 C6 H6 109.2 . . ?
N2 C20 C42 110.5(4) . . ?
N2 C20 C19 114.3(4) . . ?
C42 C20 C19 108.6(4) . . ?
N2 C20 H20 107.8 . . ?
C42 C20 H20 107.8 . . ?
C19 C20 H20 107.8 . . ?
O3 C14 C46 112.7(4) . . ?
O3 C14 H14A 109.1 . . ?
C46 C14 H14A 109.1 . . ?
O3 C14 H14B 109.1 . . ?
C46 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C41 C1 C3 112.0(4) . . ?
C41 C1 Se1 111.2(3) . . ?
C3 C1 Se1 111.1(3) . . ?
C41 C1 H1 107.4 . . ?
C3 C1 H1 107.4 . . ?
Se1 C1 H1 107.4 . . ?
C9 C8 C11 118.0(5) . . ?
C9 C8 C7 121.6(5) . . ?
C11 C8 C7 120.4(5) . . ?
N4 C22 C23 110.9(3) . . ?
N4 C22 C21 110.3(3) . . ?
C23 C22 C21 110.9(4) . . ?
N4 C22 H22 108.2 . . ?
C23 C22 H22 108.2 . . ?
C21 C22 H22 108.2 . . ?
O7 C4 O8 123.2(5) . . ?
O7 C4 C3 124.7(5) . . ?
O8 C4 C3 112.1(4) . . ?
C37 C19 C20 112.9(4) . . ?
C37 C19 Se2 113.1(3) . . ?
C20 C19 Se2 114.5(3) . . ?
C37 C19 H19 105.0 . . ?
C20 C19 H19 105.0 . . ?
Se2 C19 H19 105.0 . . ?
C8 C7 C6 112.6(3) . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C24 C23 C22 114.4(4) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
N1 C3 C4 107.3(3) . . ?
N1 C3 C1 113.4(4) . . ?
C4 C3 C1 111.1(4) . . ?
N1 C3 H3 108.3 . . ?
C4 C3 H3 108.3 . . ?
C1 C3 H3 108.3 . . ?
C9 C10 C40 119.8(6) . . ?
C9 C10 H10 120.1 . . ?
C40 C10 H10 120.1 . . ?
C8 C11 C12 119.3(5) . . ?
C8 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C32 C35 C38 119.8(6) . . ?
C32 C35 H35 120.1 . . ?
C38 C35 H35 120.1 . . ?
C24 C25 C26 120.5(6) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C44 C28 C27 120.8(7) . . ?
C44 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C1 C41 H41A 109.5 . . ?
C1 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C1 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C34 C33 C32 121.4(6) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C40 C12 C11 121.2(6) . . ?
C40 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C24 C27 C28 120.8(6) . . ?
C24 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C44 C26 C25 122.8(7) . . ?
C44 C26 H26 118.6 . . ?
C25 C26 H26 118.6 . . ?
C33 C34 C39 119.7(7) . . ?
C33 C34 H34 120.1 . . ?
C39 C34 H34 120.1 . . ?
C26 C44 C28 117.3(7) . . ?
C26 C44 H44 121.3 . . ?
C28 C44 H44 121.3 . . ?
C21 N2 C20 122.9(3) . . ?
C21 N2 H2 118.5 . . ?
C20 N2 H2 118.5 . . ?
C30 N4 C22 123.1(3) . . ?
C30 N4 H4 118.5 . . ?
C22 N4 H4 118.5 . . ?
C5 N1 C3 123.5(3) . . ?
C5 N1 H1A 118.3 . . ?
C3 N1 H1A 118.3 . . ?
C13 N3 C6 121.8(3) . . ?
C13 N3 H3A 119.1 . . ?
C6 N3 H3A 119.1 . . ?
C13 O3 C14 117.1(3) . . ?
C30 O6 C31 116.5(3) . . ?
C19 C37 H37A 109.5 . . ?
C19 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C19 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 C39 C34 119.6(8) . . ?
C38 C39 H39 120.2 . . ?
C34 C39 H39 120.2 . . ?
C39 C38 C35 121.3(7) . . ?
C39 C38 H38 119.4 . . ?
C35 C38 H38 119.4 . . ?
O8 C36 H36A 109.5 . . ?
O8 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O8 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C12 C40 C10 119.3(7) . . ?
C12 C40 H40 120.3 . . ?
C10 C40 H40 120.3 . . ?
C4 O8 C36 116.0(4) . . ?
O10 C42 O9 124.5(5) . . ?
O10 C42 C20 125.1(5) . . ?
O9 C42 C20 110.4(5) . . ?
C42 O9 C45 117.0(5) . . ?
O9 C45 H45A 109.5 . . ?
O9 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
O9 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C48 119.3(6) . . ?
C47 C46 C14 122.2(5) . . ?
C48 C46 C14 118.5(7) . . ?
C46 C48 C52 120.5(7) . . ?
C46 C48 H48 119.7 . . ?
C52 C48 H48 119.7 . . ?
C46 C47 C51 118.4(6) . . ?
C46 C47 H47 120.8 . . ?
C51 C47 H47 120.8 . . ?
C52 C50 C51 124.8(15) . . ?
C52 C50 H50 117.6 . . ?
C51 C50 H50 117.6 . . ?
C50 C51 C47 119.9(10) . . ?
C50 C51 H51 120.0 . . ?
C47 C51 H51 120.0 . . ?
C50 C52 C48 116.9(12) . . ?
C50 C52 H52 121.6 . . ?
C48 C52 H52 121.6 . . ?
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 C1 1.991(4) . ?
Se1 Se2 2.3016(7) . ?
Se2 C19 1.976(4) . ?
C13 O2 1.211(4) . ?
C13 N3 1.331(4) . ?
C13 O3 1.356(4) . ?
C21 O4 1.223(4) . ?
C21 N2 1.353(4) . ?
C21 C22 1.519(5) . ?
C5 O1 1.231(4) . ?
C5 N1 1.343(4) . ?
C5 C6 1.526(5) . ?
C9 C10 1.358(6) . ?
C9 C8 1.366(5) . ?
C9 H9 0.9300 . ?
C31 O6 1.424(4) . ?
C31 C32 1.494(6) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C30 O5 1.212(4) . ?
C30 N4 1.323(5) . ?
C30 O6 1.365(4) . ?
C32 C35 1.371(6) . ?
C32 C33 1.397(6) . ?
C24 C25 1.366(6) . ?
C24 C27 1.387(6) . ?
C24 C23 1.493(5) . ?
C6 N3 1.445(4) . ?
C6 C7 1.548(5) . ?
C6 H6 0.9800 . ?
C20 N2 1.432(4) . ?
C20 C42 1.516(6) . ?
C20 C19 1.537(6) . ?
C20 H20 0.9800 . ?
C14 O3 1.425(5) . ?
C14 C46 1.509(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C1 C41 1.513(5) . ?
C1 C3 1.535(5) . ?
C1 H1 0.9800 . ?
C8 C11 1.373(5) . ?
C8 C7 1.500(5) . ?
C22 N4 1.454(4) . ?
C22 C23 1.518(5) . ?
C22 H22 0.9800 . ?
C4 O7 1.185(4) . ?
C4 O8 1.309(5) . ?
C4 C3 1.507(6) . ?
C19 C37 1.523(5) . ?
C19 H19 0.9800 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C3 N1 1.454(4) . ?
C3 H3 0.9800 . ?
C10 C40 1.362(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.397(7) . ?
C11 H11 0.9300 . ?
C35 C38 1.392(6) . ?
C35 H35 0.9300 . ?
C25 C26 1.372(6) . ?
C25 H25 0.9300 . ?
C28 C44 1.370(7) . ?
C28 C27 1.393(6) . ?
C28 H28 0.9300 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C33 C34 1.364(8) . ?
C33 H33 0.9300 . ?
C12 C40 1.347(7) . ?
C12 H12 0.9300 . ?
C27 H27 0.9300 . ?
C26 C44 1.363(8) . ?
C26 H26 0.9300 . ?
C34 C39 1.382(8) . ?
C34 H34 0.9300 . ?
C44 H44 0.9300 . ?
N2 H2 0.8600 . ?
N4 H4 0.8600 . ?
N1 H1A 0.8600 . ?
N3 H3A 0.8600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C39 C38 1.351(8) . ?
C39 H39 0.9300 . ?
C38 H38 0.9300 . ?
C36 O8 1.462(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C40 H40 0.9300 . ?
C42 O10 1.195(5) . ?
C42 O9 1.323(6) . ?
O9 C45 1.462(5) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C47 1.366(7) . ?
C46 C48 1.391(6) . ?
C48 C52 1.420(11) . ?
C48 H48 0.9300 . ?
C47 C51 1.393(8) . ?
C47 H47 0.9300 . ?
C50 C52 1.296(13) . ?
C50 C51 1.341(10) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
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
C1 Se1 Se2 C19 87.90(18) . . . . ?
O6 C31 C32 C35 4.9(6) . . . . ?
O6 C31 C32 C33 -174.7(3) . . . . ?
O1 C5 C6 N3 -26.3(5) . . . . ?
N1 C5 C6 N3 156.2(3) . . . . ?
O1 C5 C6 C7 94.7(4) . . . . ?
N1 C5 C6 C7 -82.9(4) . . . . ?
Se2 Se1 C1 C41 82.6(3) . . . . ?
Se2 Se1 C1 C3 -152.0(3) . . . . ?
C10 C9 C8 C11 -0.2(8) . . . . ?
C10 C9 C8 C7 180.0(5) . . . . ?
O4 C21 C22 N4 -36.3(5) . . . . ?
N2 C21 C22 N4 148.4(3) . . . . ?
O4 C21 C22 C23 87.0(5) . . . . ?
N2 C21 C22 C23 -88.4(4) . . . . ?
N2 C20 C19 C37 47.9(5) . . . . ?
C42 C20 C19 C37 -76.0(5) . . . . ?
N2 C20 C19 Se2 -83.5(4) . . . . ?
C42 C20 C19 Se2 152.7(3) . . . . ?
Se1 Se2 C19 C37 -55.5(3) . . . . ?
Se1 Se2 C19 C20 75.8(3) . . . . ?
C9 C8 C7 C6 96.8(5) . . . . ?
C11 C8 C7 C6 -83.0(5) . . . . ?
N3 C6 C7 C8 -58.5(4) . . . . ?
C5 C6 C7 C8 179.7(3) . . . . ?
C25 C24 C23 C22 -87.2(6) . . . . ?
C27 C24 C23 C22 90.8(6) . . . . ?
N4 C22 C23 C24 -58.5(5) . . . . ?
C21 C22 C23 C24 178.5(4) . . . . ?
O7 C4 C3 N1 -58.7(6) . . . . ?
O8 C4 C3 N1 120.4(4) . . . . ?
O7 C4 C3 C1 65.8(6) . . . . ?
O8 C4 C3 C1 -115.1(4) . . . . ?
C41 C1 C3 N1 175.8(3) . . . . ?
Se1 C1 C3 N1 50.8(4) . . . . ?
C41 C1 C3 C4 54.8(5) . . . . ?
Se1 C1 C3 C4 -70.2(4) . . . . ?
C8 C9 C10 C40 0.4(9) . . . . ?
C9 C8 C11 C12 -0.2(8) . . . . ?
C7 C8 C11 C12 179.5(5) . . . . ?
C33 C32 C35 C38 0.2(6) . . . . ?
C31 C32 C35 C38 -179.3(4) . . . . ?
C27 C24 C25 C26 1.7(9) . . . . ?
C23 C24 C25 C26 179.7(6) . . . . ?
C35 C32 C33 C34 -0.6(6) . . . . ?
C31 C32 C33 C34 179.0(4) . . . . ?
C8 C11 C12 C40 0.6(10) . . . . ?
C25 C24 C27 C28 0.9(9) . . . . ?
C23 C24 C27 C28 -177.1(6) . . . . ?
C44 C28 C27 C24 -2.8(12) . . . . ?
C24 C25 C26 C44 -2.6(13) . . . . ?
C32 C33 C34 C39 0.2(9) . . . . ?
C25 C26 C44 C28 0.7(14) . . . . ?
C27 C28 C44 C26 2.0(13) . . . . ?
O4 C21 N2 C20 -1.6(6) . . . . ?
C22 C21 N2 C20 173.8(4) . . . . ?
C42 C20 N2 C21 -129.5(4) . . . . ?
C19 C20 N2 C21 107.7(4) . . . . ?
O5 C30 N4 C22 4.8(7) . . . . ?
O6 C30 N4 C22 -175.0(3) . . . . ?
C23 C22 N4 C30 131.2(4) . . . . ?
C21 C22 N4 C30 -105.5(4) . . . . ?
O1 C5 N1 C3 -4.7(6) . . . . ?
C6 C5 N1 C3 172.9(3) . . . . ?
C4 C3 N1 C5 -151.5(4) . . . . ?
C1 C3 N1 C5 85.4(4) . . . . ?
O2 C13 N3 C6 10.2(6) . . . . ?
O3 C13 N3 C6 -169.5(3) . . . . ?
C5 C6 N3 C13 -113.6(4) . . . . ?
C7 C6 N3 C13 127.2(4) . . . . ?
O2 C13 O3 C14 -0.7(6) . . . . ?
N3 C13 O3 C14 179.1(4) . . . . ?
C46 C14 O3 C13 -99.8(4) . . . . ?
O5 C30 O6 C31 2.6(5) . . . . ?
N4 C30 O6 C31 -177.6(4) . . . . ?
C32 C31 O6 C30 -83.5(4) . . . . ?
C33 C34 C39 C38 0.5(10) . . . . ?
C34 C39 C38 C35 -0.8(10) . . . . ?
C32 C35 C38 C39 0.5(8) . . . . ?
C11 C12 C40 C10 -0.4(10) . . . . ?
C9 C10 C40 C12 -0.1(10) . . . . ?
O7 C4 O8 C36 1.1(7) . . . . ?
C3 C4 O8 C36 -177.9(4) . . . . ?
N2 C20 C42 O10 -12.7(7) . . . . ?
C19 C20 C42 O10 113.4(6) . . . . ?
N2 C20 C42 O9 167.7(3) . . . . ?
C19 C20 C42 O9 -66.2(5) . . . . ?
O10 C42 O9 C45 1.9(7) . . . . ?
C20 C42 O9 C45 -178.5(4) . . . . ?
O3 C14 C46 C47 25.9(5) . . . . ?
O3 C14 C46 C48 -152.2(4) . . . . ?
C47 C46 C48 C52 1.3(8) . . . . ?
C14 C46 C48 C52 179.5(6) . . . . ?
C48 C46 C47 C51 -2.3(7) . . . . ?
C14 C46 C47 C51 179.6(5) . . . . ?
C52 C50 C51 C47 3.5(17) . . . . ?
C46 C47 C51 C50 0.1(10) . . . . ?
C51 C50 C52 C48 -4.5(19) . . . . ?
C46 C48 C52 C50 2.0(15) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659185
2 PubChem 46217121
