#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:06:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178768 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/22/4102286.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_4102286
loop_
_publ_author_name
'Bani Kanta Sarma'
'Debasish Manna'
'Mao Minoura'
'Govindasamy Mugesh'
_publ_section_title
;
 Synthesis, Structure, Spirocyclization Mechanism, and Glutathione
 Peroxidase-like Antioxidant Activity of Stable Spirodiazaselenurane and
 Spirodiazatellurane
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5364
_journal_page_last               5374
_journal_paper_doi               10.1021/ja908080u
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C26 H20 N2 O2 Se'
_chemical_formula_weight         471.40
_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                90.000(2)
_cell_angle_beta                 108.292(2)
_cell_angle_gamma                90.000(2)
_cell_formula_units_Z            4
_cell_length_a                   24.069(3)
_cell_length_b                   5.1082(6)
_cell_length_c                   17.486(2)
_cell_measurement_temperature    273(2)
_cell_volume                     2041.3(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCDC area detector'
_diffrn_measurement_method       omega
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7971
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    1.867
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_correction_T_min  0.577
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       square
_exptl_crystal_F_000             960
_exptl_crystal_size_max          .35
_exptl_crystal_size_mid          .25
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0449P)²+3.1629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0926
_reflns_number_gt                1898
_reflns_number_total             2324
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja908080u_si_002.cif
_cod_data_source_block           comp20_
_cod_database_code               4102286
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
Se1 Se 0.0000 0.25177(7) 0.2500 0.02892(13) Uani 1 2 d S
C1 C -0.04695(10) 0.5104(4) 0.17735(14) 0.0242(5) Uani 1 1 d .
C2 C -0.02622(10) 0.6538(5) 0.12307(14) 0.0246(5) Uani 1 1 d .
C3 C -0.06011(11) 0.8533(5) 0.07874(15) 0.0305(5) Uani 1 1 d .
H1 H -0.0461 0.9512 0.0439 0.037 Uiso 1 1 calc R
C4 C -0.11493(11) 0.9099(5) 0.08549(17) 0.0363(6) Uani 1 1 d .
H2 H -0.1375 1.0435 0.0549 0.044 Uiso 1 1 calc R
C5 C -0.13559(12) 0.7676(6) 0.13756(19) 0.0400(6) Uani 1 1 d .
H3 H -0.1724 0.8040 0.1418 0.048 Uiso 1 1 calc R
C6 C -0.10169(11) 0.5698(5) 0.18377(16) 0.0328(6) Uani 1 1 d .
H4 H -0.1157 0.4760 0.2194 0.039 Uiso 1 1 calc R
C7 C 0.03157(11) 0.5889(5) 0.11162(15) 0.0271(5) Uani 1 1 d .
O1 O 0.04343(9) 0.3659(4) 0.09594(13) 0.0417(5) Uani 1 1 d .
N1 N 0.06802(10) 0.7948(4) 0.11990(14) 0.0296(5) Uani 1 1 d .
C8 C 0.12705(11) 0.7864(4) 0.11908(16) 0.0287(5) Uani 1 1 d .
C9 C 0.16557(12) 0.9694(6) 0.16408(18) 0.0402(6) Uani 1 1 d .
H5 H 0.1529 1.0920 0.1943 0.048 Uiso 1 1 calc R
C10 C 0.22310(13) 0.9710(6) 0.1644(2) 0.0493(8) Uani 1 1 d .
H6 H 0.2491 1.0940 0.1953 0.059 Uiso 1 1 calc R
C11 C 0.24219(13) 0.7915(6) 0.1194(2) 0.0461(7) Uani 1 1 d .
H7 H 0.2808 0.7945 0.1191 0.055 Uiso 1 1 calc R
C12 C 0.20382(12) 0.6088(6) 0.07496(19) 0.0435(7) Uani 1 1 d .
H8 H 0.2167 0.4862 0.0450 0.052 Uiso 1 1 calc R
C13 C 0.14597(11) 0.6041(6) 0.07408(17) 0.0366(6) Uani 1 1 d .
H9 H 0.1202 0.4799 0.0436 0.044 Uiso 1 1 calc R
H10 H 0.0590(11) 0.937(6) 0.1321(16) 0.026(7) 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'
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
C1 Se1 C1 93.76(13) 2
C6 C1 C2 119.1(2) .
C6 C1 Se1 118.01(18) .
C2 C1 Se1 122.74(17) .
C3 C2 C1 119.4(2) .
C3 C2 C7 119.8(2) .
C1 C2 C7 120.9(2) .
C2 C3 C4 121.0(2) .
C2 C3 H1 119.5 .
C4 C3 H1 119.5 .
C5 C4 C3 119.8(2) .
C5 C4 H2 120.1 .
C3 C4 H2 120.1 .
C4 C5 C6 120.1(2) .
C4 C5 H3 119.9 .
C6 C5 H3 119.9 .
C5 C6 C1 120.7(2) .
C5 C6 H4 119.6 .
C1 C6 H4 119.6 .
O1 C7 N1 124.0(2) .
O1 C7 C2 121.7(2) .
N1 C7 C2 114.3(2) .
C7 N1 C8 126.3(2) .
C7 N1 H10 120.7(19) .
C8 N1 H10 112.5(19) .
C9 C8 C13 119.9(2) .
C9 C8 N1 117.9(2) .
C13 C8 N1 122.2(2) .
C8 C9 C10 120.0(3) .
C8 C9 H5 120.0 .
C10 C9 H5 120.0 .
C11 C10 C9 120.4(3) .
C11 C10 H6 119.8 .
C9 C10 H6 119.8 .
C12 C11 C10 119.4(3) .
C12 C11 H7 120.3 .
C10 C11 H7 120.3 .
C11 C12 C13 120.9(3) .
C11 C12 H8 119.6 .
C13 C12 H8 119.6 .
C8 C13 C12 119.3(3) .
C8 C13 H9 120.3 .
C12 C13 H9 120.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Se1 C1 1.933(2) 2
Se1 C1 1.933(2) .
C1 C6 1.391(3) .
C1 C2 1.409(3) .
C2 C3 1.381(4) .
C2 C7 1.503(3) .
C3 C4 1.392(4) .
C3 H1 0.9300 .
C4 C5 1.374(4) .
C4 H2 0.9300 .
C5 C6 1.388(4) .
C5 H3 0.9300 .
C6 H4 0.9300 .
C7 O1 1.226(3) .
C7 N1 1.348(3) .
N1 C8 1.426(3) .
N1 H10 0.80(3) .
C8 C9 1.377(4) .
C8 C13 1.385(4) .
C9 C10 1.383(4) .
C9 H5 0.9300 .
C10 C11 1.379(4) .
C10 H6 0.9300 .
C11 C12 1.370(4) .
C11 H7 0.9300 .
C12 C13 1.388(4) .
C12 H8 0.9300 .
C13 H9 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
C1 Se1 C1 C6 -99.2(2) 2
C1 Se1 C1 C2 75.80(19) 2
C6 C1 C2 C3 1.3(3) .
Se1 C1 C2 C3 -173.62(18) .
C6 C1 C2 C7 -177.4(2) .
Se1 C1 C2 C7 7.7(3) .
C1 C2 C3 C4 -1.6(4) .
C7 C2 C3 C4 177.1(2) .
C2 C3 C4 C5 0.7(4) .
C3 C4 C5 C6 0.6(4) .
C4 C5 C6 C1 -0.9(4) .
C2 C1 C6 C5 0.0(4) .
Se1 C1 C6 C5 175.1(2) .
C3 C2 C7 O1 -126.3(3) .
C1 C2 C7 O1 52.4(3) .
C3 C2 C7 N1 53.6(3) .
C1 C2 C7 N1 -127.7(2) .
O1 C7 N1 C8 -5.9(4) .
C2 C7 N1 C8 174.3(2) .
C7 N1 C8 C9 -149.4(3) .
C7 N1 C8 C13 31.5(4) .
C13 C8 C9 C10 -0.1(4) .
N1 C8 C9 C10 -179.2(3) .
C8 C9 C10 C11 0.6(5) .
C9 C10 C11 C12 -0.9(5) .
C10 C11 C12 C13 0.7(5) .
C9 C8 C13 C12 0.0(4) .
N1 C8 C13 C12 179.1(3) .
C11 C12 C13 C8 -0.3(4) .
