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#$Date: 2021-05-18 09:47:04 +0300 (Tue, 18 May 2021) $
#$Revision: 265292 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022380.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022380
loop_
_publ_author_name
'Saravanan, Raju'
'Singh, Harkesh B.'
'Butcher, Ray J.'
_publ_section_title
;
 Bis(2-nitrophenyl) selenide, bis(2-aminophenyl) selenide and
 bis(2-aminophenyl) telluride: structural and theoretical analysis
;
_journal_coeditor_code           ZO3004
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229621005015
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C12 H12 N2 Te'
_chemical_formula_moiety         'C12 H12 N2 Te'
_chemical_formula_sum            'C12 H12 N2 Te'
_chemical_formula_weight         311.84
_chemical_name_systematic
;
Bis(2-aminophenyl) telluride
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                66.164(3)
_cell_angle_beta                 88.628(2)
_cell_angle_gamma                88.780(2)
_cell_formula_units_Z            2
_cell_length_a                   7.0048(2)
_cell_length_b                   8.6062(3)
_cell_length_c                   10.1392(3)
_cell_measurement_reflns_used    6288
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.8760
_cell_measurement_theta_min      2.1680
_cell_volume                     558.90(3)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015\\)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015\\)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015\\)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008\\)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008\\)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b\\)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a\\)
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku Saturn 724 Dual Source CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13367
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.127
_diffrn_reflns_theta_min         2.632
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.628
_exptl_absorpt_correction_T_max  0.714
_exptl_absorpt_correction_T_min  0.567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015\\)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.853
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.273
_refine_diff_density_min         -1.280
_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     152
_refine_ls_number_reflns         2976
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0204
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0215P)²+0.5277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0490
_reflns_number_gt                2890
_reflns_number_total             2976
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zo3004sup1.cif
_cod_data_source_block           7
_cod_database_code               2022380
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Te Te1 0.79904(2) 0.71267(2) 0.05875(2) 0.02352(5) Uani d 1 . .
N N1 1.1524(3) 0.4620(3) 0.2470(2) 0.0332(4) Uani d 1 . .
H H1N1 1.151(5) 0.570(2) 0.185(3) 0.044(8) Uiso d 1 . .
H H1N2 1.260(4) 0.408(4) 0.254(4) 0.066(11) Uiso d 1 . .
N N2 0.8161(3) 0.6373(3) 0.4087(2) 0.0288(4) Uani d 1 . .
H H2N1 0.893(4) 0.598(4) 0.364(3) 0.032(7) Uiso d 1 . .
H H2N2 0.821(4) 0.588(4) 0.5008(19) 0.041(8) Uiso d 1 . .
C C1 0.8319(3) 0.4444(2) 0.1672(2) 0.0230(4) Uani d 1 . .
C C2 1.0018(3) 0.3687(3) 0.2356(2) 0.0244(4) Uani d 1 . .
C C3 1.0123(3) 0.1897(3) 0.3027(2) 0.0306(4) Uani d 1 . .
H H3 1.126508 0.136094 0.349196 0.037 Uiso calc 1 . .
C C4 0.8600(4) 0.0911(3) 0.3021(2) 0.0342(5) Uani d 1 . .
H H4 0.870739 -0.029119 0.348067 0.041 Uiso calc 1 . .
C C5 0.6920(4) 0.1654(3) 0.2352(3) 0.0341(5) Uani d 1 . .
H H5 0.586994 0.097238 0.235456 0.041 Uiso calc 1 . .
C C6 0.6791(3) 0.3409(3) 0.1679(2) 0.0295(4) Uani d 1 . .
H H6 0.564225 0.392455 0.121032 0.035 Uiso calc 1 . .
C C7 0.5972(3) 0.7416(2) 0.2063(2) 0.0210(3) Uani d 1 . .
C C8 0.6391(3) 0.6977(2) 0.3521(2) 0.0228(4) Uani d 1 . .
C C9 0.4957(3) 0.7238(3) 0.4406(2) 0.0282(4) Uani d 1 . .
H H9 0.519978 0.692485 0.539947 0.034 Uiso calc 1 . .
C C10 0.3199(3) 0.7938(3) 0.3865(2) 0.0296(4) Uani d 1 . .
H H10 0.225347 0.809897 0.448766 0.035 Uiso calc 1 . .
C C11 0.2809(3) 0.8409(3) 0.2414(3) 0.0287(4) Uani d 1 . .
H H11 0.161479 0.891668 0.203528 0.034 Uiso calc 1 . .
C C12 0.4188(3) 0.8127(2) 0.1531(2) 0.0250(4) Uani d 1 . .
H H12 0.391751 0.842237 0.054446 0.030 Uiso calc 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 Te1 C1 . . 96.36(7) y
C7 Te1 H1N1 . . 113.5(6) ?
C1 Te1 H1N1 . . 59.9(5) ?
C7 Te1 H2N1 . . 59.9(4) ?
C1 Te1 H2N1 . . 66.3(5) ?
H1N1 Te1 H2N1 . . 53.7(7) ?
C2 N1 N2 . . 84.56(12) ?
C2 N1 H1N1 . . 115(2) ?
N2 N1 H1N1 . . 78(2) ?
C2 N1 H1N2 . . 111(3) ?
N2 N1 H1N2 . . 148(3) ?
H1N1 N1 H1N2 . . 116(3) ?
C8 N2 N1 . . 123.77(13) ?
C8 N2 H2N1 . . 120(2) ?
N1 N2 H2N1 . . 4(2) ?
C8 N2 H2N2 . . 116(2) ?
N1 N2 H2N2 . . 111(2) ?
H2N1 N2 H2N2 . . 115(3) ?
C2 C1 C6 . . 119.40(18) ?
C2 C1 Te1 . . 121.91(15) ?
C6 C1 Te1 . . 118.68(15) ?
N1 C2 C1 . . 122.51(19) ?
N1 C2 C3 . . 119.3(2) ?
C1 C2 C3 . . 118.08(19) ?
C4 C3 C2 . . 121.4(2) ?
C4 C3 H3 . . 119.3 ?
C2 C3 H3 . . 119.3 ?
C3 C4 C5 . . 120.7(2) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
C4 C5 C6 . . 119.0(2) ?
C4 C5 H5 . . 120.5 ?
C6 C5 H5 . . 120.5 ?
C5 C6 C1 . . 121.5(2) ?
C5 C6 H6 . . 119.2 ?
C1 C6 H6 . . 119.2 ?
C12 C7 C8 . . 119.93(18) ?
C12 C7 Te1 . . 117.65(14) ?
C8 C7 Te1 . . 122.39(14) ?
N2 C8 C9 . . 119.47(19) ?
N2 C8 C7 . . 122.63(18) ?
C9 C8 C7 . . 117.86(18) ?
C10 C9 C8 . . 121.5(2) ?
C10 C9 H9 . . 119.2 ?
C8 C9 H9 . . 119.2 ?
C9 C10 C11 . . 120.33(19) ?
C9 C10 H10 . . 119.8 ?
C11 C10 H10 . . 119.8 ?
C12 C11 C10 . . 119.02(19) ?
C12 C11 H11 . . 120.5 ?
C10 C11 H11 . . 120.5 ?
C11 C12 C7 . . 121.29(19) ?
C11 C12 H12 . . 119.4 ?
C7 C12 H12 . . 119.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Te1 C7 . 2.1180(18) y
Te1 C1 . 2.1286(19) y
Te1 H1N1 . 2.83(3) y
Te1 H2N1 . 2.93(3) y
N1 C2 . 1.373(3) ?
N1 N2 . 3.490(3) ?
N1 H1N1 . 0.883(18) ?
N1 H1N2 . 0.868(18) ?
N2 C8 . 1.379(3) ?
N2 H2N1 . 0.848(17) ?
N2 H2N2 . 0.857(17) ?
C1 C2 . 1.401(3) ?
C1 C6 . 1.405(3) ?
C2 C3 . 1.411(3) ?
C3 C4 . 1.379(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.382(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.385(3) ?
C5 H5 . 0.9500 ?
C6 H6 . 0.9500 ?
C7 C12 . 1.400(3) ?
C7 C8 . 1.406(3) ?
C8 C9 . 1.406(3) ?
C9 C10 . 1.384(3) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.391(3) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.385(3) ?
C11 H11 . 0.9500 ?
C12 H12 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2N1 N1 . 0.848(17) 2.645(18) 3.490(3) 175(3) yes
N2 H2N2 N1 2_766 0.857(17) 2.426(19) 3.253(3) 162(3) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 N1 C2 C1 . . . . 55.43(18) ?
N2 N1 C2 C3 . . . . -120.52(17) ?
C6 C1 C2 N1 . . . . -175.84(19) ?
Te1 C1 C2 N1 . . . . 5.1(3) ?
C6 C1 C2 C3 . . . . 0.2(3) ?
Te1 C1 C2 C3 . . . . -178.87(14) ?
N1 C2 C3 C4 . . . . 175.8(2) ?
C1 C2 C3 C4 . . . . -0.3(3) ?
C2 C3 C4 C5 . . . . 0.0(3) ?
C3 C4 C5 C6 . . . . 0.4(3) ?
C4 C5 C6 C1 . . . . -0.6(3) ?
C2 C1 C6 C5 . . . . 0.3(3) ?
Te1 C1 C6 C5 . . . . 179.34(16) ?
N1 N2 C8 C9 . . . . 163.18(15) ?
N1 N2 C8 C7 . . . . -19.5(3) ?
C12 C7 C8 N2 . . . . -175.81(19) ?
Te1 C7 C8 N2 . . . . 1.9(3) ?
C12 C7 C8 C9 . . . . 1.6(3) ?
Te1 C7 C8 C9 . . . . 179.30(14) ?
N2 C8 C9 C10 . . . . 176.0(2) ?
C7 C8 C9 C10 . . . . -1.5(3) ?
C8 C9 C10 C11 . . . . -0.1(3) ?
C9 C10 C11 C12 . . . . 1.6(3) ?
C10 C11 C12 C7 . . . . -1.5(3) ?
C8 C7 C12 C11 . . . . -0.1(3) ?
Te1 C7 C12 C11 . . . . -177.97(15) ?

_cod_database_fobs_code 2022380
