#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/22/4102289.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_4102289
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            'C28 H18 N2 O2.5 Te'
_chemical_formula_weight         550.04
_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                106.488(4)
_cell_angle_beta                 114.488(5)
_cell_angle_gamma                94.871(5)
_cell_formula_units_Z            2
_cell_length_a                   10.879(3)
_cell_length_b                   11.265(3)
_cell_length_c                   11.488(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1195.0(6)
_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    'SHELXL-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0539
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13800
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.524
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5392
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0464
_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)+(0.0544P)²+0.9808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1175
_reflns_number_gt                4513
_reflns_number_total             5392
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja908080u_si_005.cif
_cod_data_source_block           comp25_racemic
_cod_original_cell_volume        1195.0(5)
_cod_original_formula_sum        'C28 H18 N2 O2.50 Te'
_cod_database_code               4102289
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
Te1 Te 0.25492(3) 0.47659(3) 0.23165(3) 0.03167(11) Uani 1 1 d .
C1 C 0.1487(4) 0.3212(4) 0.0460(5) 0.0342(10) Uani 1 1 d .
C2 C 0.0983(5) 0.3586(5) -0.0665(5) 0.0358(10) Uani 1 1 d .
C3 C 0.0255(6) 0.2646(6) -0.1963(6) 0.0492(13) Uani 1 1 d .
H3A H -0.006(5) 0.300(5) -0.266(6) 0.048(15) Uiso 1 1 d .
C4 C 0.0062(6) 0.1381(6) -0.2088(6) 0.0594(16) Uani 1 1 d .
H4A H -0.053(6) 0.087(5) -0.293(6) 0.055(17) Uiso 1 1 d .
C5 C 0.0567(6) 0.1031(6) -0.0958(7) 0.0556(15) Uani 1 1 d .
H5A H 0.044(5) 0.023(5) -0.100(5) 0.036(13) Uiso 1 1 d .
C6 C 0.1294(5) 0.1948(5) 0.0347(6) 0.0434(12) Uani 1 1 d .
H6A H 0.170(6) 0.174(5) 0.119(6) 0.053(16) Uiso 1 1 d .
C7 C 0.1177(4) 0.4951(5) -0.0502(5) 0.0344(10) Uani 1 1 d .
O1 O 0.0562(4) 0.5287(3) -0.1492(3) 0.0453(8) Uani 1 1 d .
N1 N 0.2065(4) 0.5722(4) 0.0799(4) 0.0356(9) Uani 1 1 d .
C8 C 0.2467(5) 0.7074(5) 0.1217(5) 0.0399(11) Uani 1 1 d .
C9 C 0.2238(6) 0.7729(6) 0.0314(7) 0.0530(14) Uani 1 1 d .
H9A H 0.178(7) 0.716(6) -0.078(7) 0.08(2) Uiso 1 1 d .
C10 C 0.2677(7) 0.9041(6) 0.0811(8) 0.0650(18) Uani 1 1 d .
H10A H 0.252(9) 0.951(8) 0.013(9) 0.12(3) Uiso 1 1 d .
C11 C 0.3351(8) 0.9717(7) 0.2173(9) 0.075(2) Uani 1 1 d .
H11A H 0.363(8) 1.064(8) 0.262(8) 0.10(3) Uiso 1 1 d .
C12 C 0.3563(8) 0.9086(7) 0.3060(8) 0.082(2) Uani 1 1 d .
H12A H 0.391(8) 0.956(7) 0.400(8) 0.10(3) Uiso 1 1 d .
C13 C 0.3134(7) 0.7774(6) 0.2600(7) 0.0623(18) Uani 1 1 d .
H13A H 0.342(6) 0.741(5) 0.325(6) 0.051(16) Uiso 1 1 d .
C14 C 0.4546(5) 0.4794(5) 0.2452(5) 0.0360(10) Uani 1 1 d .
C15 C 0.5297(5) 0.4156(5) 0.3289(5) 0.0392(11) Uani 1 1 d .
C16 C 0.6642(6) 0.4133(6) 0.3488(6) 0.0511(14) Uani 1 1 d .
H16A H 0.708(5) 0.376(5) 0.409(5) 0.046(15) Uiso 1 1 d .
C17 C 0.7209(6) 0.4713(6) 0.2869(6) 0.0565(15) Uani 1 1 d .
H17A H 0.805(7) 0.466(6) 0.293(6) 0.07(2) Uiso 1 1 d .
C18 C 0.6438(6) 0.5327(6) 0.2024(6) 0.0545(14) Uani 1 1 d .
H18A H 0.680(6) 0.576(6) 0.156(6) 0.062(18) Uiso 1 1 d .
C19 C 0.5098(5) 0.5386(5) 0.1822(5) 0.0445(12) Uani 1 1 d .
H19A H 0.459(6) 0.582(6) 0.130(6) 0.057(17) Uiso 1 1 d .
C20 C 0.4637(5) 0.3506(5) 0.3927(5) 0.0412(11) Uani 1 1 d .
O2 O 0.5354(4) 0.3071(4) 0.4784(4) 0.0596(11) Uani 1 1 d .
N2 N 0.3265(4) 0.3474(4) 0.3473(4) 0.0382(9) Uani 1 1 d .
C21 C 0.2407(5) 0.2905(5) 0.3926(5) 0.0411(11) Uani 1 1 d .
C22 C 0.1025(6) 0.2971(6) 0.3384(7) 0.0569(15) Uani 1 1 d .
H22A H 0.076(7) 0.342(6) 0.290(6) 0.07(2) Uiso 1 1 d .
C23 C 0.0117(8) 0.2425(7) 0.3747(8) 0.0671(18) Uani 1 1 d .
H23A H -0.068(7) 0.245(6) 0.340(7) 0.07(2) Uiso 1 1 d .
C24 C 0.0570(8) 0.1800(6) 0.4657(7) 0.0642(18) Uani 1 1 d .
H24A H 0.006(7) 0.150(6) 0.493(7) 0.07(2) Uiso 1 1 d .
C25 C 0.1921(8) 0.1711(6) 0.5175(7) 0.0653(19) Uani 1 1 d .
H25A H 0.229(6) 0.143(6) 0.583(6) 0.061(18) Uiso 1 1 d .
C26 C 0.2838(7) 0.2251(6) 0.4818(6) 0.0526(14) Uani 1 1 d .
H26A H 0.379(6) 0.224(5) 0.514(6) 0.057(18) Uiso 1 1 d .
O3 O 0.5000 0.0000 0.0000 0.106(3) Uiso 1 2 d SD
C31 C 0.5922(13) -0.1597(11) 0.0826(13) 0.139(4) Uiso 1 1 d D
C29 C 0.492(3) 0.1468(16) 0.042(3) 0.143(8) Uiso 0.50 1 d PD
C30 C 0.623(2) -0.0063(16) 0.1486(17) 0.124(7) Uiso 0.50 1 d PD
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'
Te Te -0.5308 1.6751 '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
C1 Te1 C14 96.19(17) . .
C1 Te1 N1 78.20(16) . .
C14 Te1 N1 90.09(16) . .
C1 Te1 N2 91.32(17) . .
C14 Te1 N2 78.60(17) . .
N1 Te1 N2 163.74(15) . .
C6 C1 C2 122.4(5) . .
C6 C1 Te1 125.0(4) . .
C2 C1 Te1 112.6(3) . .
C1 C2 C3 118.5(5) . .
C1 C2 C7 120.9(4) . .
C3 C2 C7 120.6(5) . .
C4 C3 C2 119.6(6) . .
C4 C3 H3A 129(3) . .
C2 C3 H3A 112(3) . .
C5 C4 C3 121.0(6) . .
C5 C4 H4A 126(4) . .
C3 C4 H4A 112(4) . .
C4 C5 C6 120.6(6) . .
C4 C5 H5A 124(3) . .
C6 C5 H5A 116(3) . .
C1 C6 C5 118.0(5) . .
C1 C6 H6A 119(3) . .
C5 C6 H6A 124(3) . .
O1 C7 N1 126.8(5) . .
O1 C7 C2 120.6(4) . .
N1 C7 C2 112.6(4) . .
C7 N1 C8 123.8(4) . .
C7 N1 Te1 114.2(3) . .
C8 N1 Te1 121.1(3) . .
C13 C8 C9 118.0(5) . .
C13 C8 N1 118.2(5) . .
C9 C8 N1 123.8(5) . .
C10 C9 C8 119.9(6) . .
C10 C9 H9A 123(4) . .
C8 C9 H9A 117(4) . .
C11 C10 C9 121.5(6) . .
C11 C10 H10A 119(5) . .
C9 C10 H10A 119(5) . .
C12 C11 C10 118.8(7) . .
C12 C11 H11A 113(5) . .
C10 C11 H11A 128(5) . .
C11 C12 C13 121.2(7) . .
C11 C12 H12A 119(5) . .
C13 C12 H12A 119(5) . .
C8 C13 C12 120.5(6) . .
C8 C13 H13A 123(4) . .
C12 C13 H13A 116(4) . .
C19 C14 C15 121.9(5) . .
C19 C14 Te1 125.3(4) . .
C15 C14 Te1 112.7(4) . .
C16 C15 C14 118.3(5) . .
C16 C15 C20 121.9(5) . .
C14 C15 C20 119.8(4) . .
C17 C16 C15 120.6(6) . .
C17 C16 H16A 126(3) . .
C15 C16 H16A 113(4) . .
C16 C17 C18 120.2(5) . .
C16 C17 H17A 122(4) . .
C18 C17 H17A 117(4) . .
C17 C18 C19 120.5(6) . .
C17 C18 H18A 123(4) . .
C19 C18 H18A 116(4) . .
C14 C19 C18 118.3(5) . .
C14 C19 H19A 120(4) . .
C18 C19 H19A 122(4) . .
O2 C20 N2 126.9(5) . .
O2 C20 C15 119.3(5) . .
N2 C20 C15 113.8(4) . .
C20 N2 C21 124.3(4) . .
C20 N2 Te1 113.4(3) . .
C21 N2 Te1 120.9(3) . .
C26 C21 C22 117.7(5) . .
C26 C21 N2 124.8(5) . .
C22 C21 N2 117.5(5) . .
C23 C22 C21 121.3(6) . .
C23 C22 H22A 119(5) . .
C21 C22 H22A 119(5) . .
C24 C23 C22 120.3(7) . .
C24 C23 H23A 120(5) . .
C22 C23 H23A 119(5) . .
C25 C24 C23 118.7(6) . .
C25 C24 H24A 119(5) . .
C23 C24 H24A 122(5) . .
C24 C25 C26 121.5(6) . .
C24 C25 H25A 122(4) . .
C26 C25 H25A 115(4) . .
C21 C26 C25 120.5(6) . .
C21 C26 H26A 113(4) . .
C25 C26 H26A 126(4) . .
C29 O3 C29 180(2) 2_655 .
C29 O3 C30 77.4(11) 2_655 .
C29 O3 C30 102.6(11) . .
C29 O3 C30 102.6(11) 2_655 2_655
C29 O3 C30 77.4(11) . 2_655
C30 O3 C30 180.0(17) . 2_655
C29 C31 C30 86.4(11) 2_655 .
C31 C29 O3 103.8(14) 2_655 .
C31 C30 O3 91.1(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Te1 C1 2.108(5) .
Te1 C14 2.109(5) .
Te1 N1 2.209(4) .
Te1 N2 2.218(4) .
C1 C6 1.382(7) .
C1 C2 1.382(6) .
C2 C3 1.397(7) .
C2 C7 1.482(7) .
C3 C4 1.380(9) .
C3 H3A 0.95(5) .
C4 C5 1.370(9) .
C4 H4A 0.89(6) .
C5 C6 1.392(8) .
C5 H5A 0.89(5) .
C6 H6A 0.98(6) .
C7 O1 1.241(5) .
C7 N1 1.358(6) .
N1 C8 1.428(6) .
C8 C13 1.381(8) .
C8 C9 1.390(7) .
C9 C10 1.384(8) .
C9 H9A 1.10(7) .
C10 C11 1.357(11) .
C10 H10A 1.03(9) .
C11 C12 1.357(10) .
C11 H11A 0.97(8) .
C12 C13 1.384(9) .
C12 H12A 0.95(7) .
C13 H13A 0.90(6) .
C14 C19 1.376(7) .
C14 C15 1.396(7) .
C15 C16 1.387(7) .
C15 C20 1.497(7) .
C16 C17 1.368(9) .
C16 H16A 0.90(5) .
C17 C18 1.389(9) .
C17 H17A 0.89(7) .
C18 C19 1.389(8) .
C18 H18A 0.99(6) .
C19 H19A 0.92(6) .
C20 O2 1.234(6) .
C20 N2 1.355(6) .
N2 C21 1.430(6) .
C21 C26 1.378(7) .
C21 C22 1.386(8) .
C22 C23 1.383(9) .
C22 H22A 0.84(6) .
C23 C24 1.372(10) .
C23 H23A 0.80(6) .
C24 C25 1.363(10) .
C24 H24A 0.83(7) .
C25 C26 1.383(9) .
C25 H25A 0.86(6) .
C26 H26A 0.95(6) .
O3 C29 1.608(16) 2_655
O3 C29 1.608(16) .
O3 C30 1.703(15) .
O3 C30 1.703(15) 2_655
C31 C29 1.40(3) 2_655
C31 C30 1.618(16) .
C29 C31 1.40(3) 2_655
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_4
C14 Te1 C1 C6 87.2(4) . .
N1 Te1 C1 C6 176.0(4) . .
N2 Te1 C1 C6 8.5(4) . .
C14 Te1 C1 C2 -93.1(3) . .
N1 Te1 C1 C2 -4.3(3) . .
N2 Te1 C1 C2 -171.7(3) . .
C6 C1 C2 C3 -0.2(7) . .
Te1 C1 C2 C3 -179.9(4) . .
C6 C1 C2 C7 178.3(4) . .
Te1 C1 C2 C7 -1.5(5) . .
C1 C2 C3 C4 -0.1(8) . .
C7 C2 C3 C4 -178.6(5) . .
C2 C3 C4 C5 0.3(9) . .
C3 C4 C5 C6 -0.2(10) . .
C2 C1 C6 C5 0.3(8) . .
Te1 C1 C6 C5 -180.0(4) . .
C4 C5 C6 C1 -0.1(9) . .
C1 C2 C7 O1 -169.9(4) . .
C3 C2 C7 O1 8.5(7) . .
C1 C2 C7 N1 10.1(6) . .
C3 C2 C7 N1 -171.4(4) . .
O1 C7 N1 C8 -2.3(8) . .
C2 C7 N1 C8 177.7(4) . .
O1 C7 N1 Te1 166.9(4) . .
C2 C7 N1 Te1 -13.1(5) . .
C1 Te1 N1 C7 10.0(3) . .
C14 Te1 N1 C7 106.3(3) . .
N2 Te1 N1 C7 60.8(6) . .
C1 Te1 N1 C8 179.5(4) . .
C14 Te1 N1 C8 -84.2(4) . .
N2 Te1 N1 C8 -129.7(5) . .
C7 N1 C8 C13 166.6(5) . .
Te1 N1 C8 C13 -1.9(6) . .
C7 N1 C8 C9 -13.9(8) . .
Te1 N1 C8 C9 177.6(4) . .
C13 C8 C9 C10 0.2(9) . .
N1 C8 C9 C10 -179.3(5) . .
C8 C9 C10 C11 0.9(10) . .
C9 C10 C11 C12 -1.7(11) . .
C10 C11 C12 C13 1.4(12) . .
C9 C8 C13 C12 -0.4(10) . .
N1 C8 C13 C12 179.1(6) . .
C11 C12 C13 C8 -0.4(12) . .
C1 Te1 C14 C19 84.0(5) . .
N1 Te1 C14 C19 5.9(4) . .
N2 Te1 C14 C19 174.1(5) . .
C1 Te1 C14 C15 -97.2(4) . .
N1 Te1 C14 C15 -175.3(4) . .
N2 Te1 C14 C15 -7.1(3) . .
C19 C14 C15 C16 0.4(8) . .
Te1 C14 C15 C16 -178.5(4) . .
C19 C14 C15 C20 -178.8(5) . .
Te1 C14 C15 C20 2.4(6) . .
C14 C15 C16 C17 -0.5(8) . .
C20 C15 C16 C17 178.6(5) . .
C15 C16 C17 C18 -0.4(9) . .
C16 C17 C18 C19 1.5(10) . .
C15 C14 C19 C18 0.7(8) . .
Te1 C14 C19 C18 179.4(4) . .
C17 C18 C19 C14 -1.6(9) . .
C16 C15 C20 O2 9.0(8) . .
C14 C15 C20 O2 -171.8(5) . .
C16 C15 C20 N2 -171.3(5) . .
C14 C15 C20 N2 7.9(7) . .
O2 C20 N2 C21 -0.5(8) . .
C15 C20 N2 C21 179.9(4) . .
O2 C20 N2 Te1 166.2(5) . .
C15 C20 N2 Te1 -13.5(5) . .
C1 Te1 N2 C20 107.7(4) . .
C14 Te1 N2 C20 11.7(3) . .
N1 Te1 N2 C20 58.4(6) . .
C1 Te1 N2 C21 -85.1(4) . .
C14 Te1 N2 C21 178.9(4) . .
N1 Te1 N2 C21 -134.4(5) . .
C20 N2 C21 C26 -4.0(8) . .
Te1 N2 C21 C26 -169.7(4) . .
C20 N2 C21 C22 178.8(5) . .
Te1 N2 C21 C22 13.0(6) . .
C26 C21 C22 C23 1.4(10) . .
N2 C21 C22 C23 178.8(6) . .
C21 C22 C23 C24 -0.1(11) . .
C22 C23 C24 C25 -1.1(11) . .
C23 C24 C25 C26 1.0(11) . .
C22 C21 C26 C25 -1.5(9) . .
N2 C21 C26 C25 -178.7(5) . .
C24 C25 C26 C21 0.3(10) . .
C29 O3 C29 C31 113(100) 2_655 2_655
C30 O3 C29 C31 171.1(15) . 2_655
C30 O3 C29 C31 -8.9(15) 2_655 2_655
C29 C31 C30 O3 8.4(14) 2_655 .
C29 O3 C30 C31 -7.5(13) 2_655 .
C29 O3 C30 C31 172.5(13) . .
C30 O3 C30 C31 -157(100) 2_655 .
