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#$Date: 2021-09-06 14:20:33 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268789 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/76/7707654.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.
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data_7707654
loop_
_publ_author_name
'Khrustalev, Victor N.'
'Grishina, Maria M.'
'Matsulevich, Zhanna V.'
'Lukiyanova, Julia M.'
'Borisova, Galina N.'
'Osmanov, Vladimir K.'
'Novikov, Alexander S.'
'Kirichuk, Anatoly A.'
'Borisov, Alexander V.'
'Solari, Euro'
'Tskhovrebov, Alexander G.'
_publ_section_title
;
 Novel cationic 1,2,4-selenadiazoles: synthesis via addition of
 2-pyridylselenyl halides to unactivated nitriles, structures and
 four-center SeN contacts.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10689
_journal_page_last               10691
_journal_paper_doi               10.1039/d1dt01322j
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C7 H7 N2 Se, Br'
_chemical_formula_sum            'C7 H7 Br N2 Se'
_chemical_formula_weight         278.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2021-03-14 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.099(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1030(5)
_cell_length_b                   9.6595(7)
_cell_length_c                   12.7813(9)
_cell_measurement_reflns_used    3662
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.80
_cell_measurement_theta_min      2.65
_cell_volume                     868.20(11)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13339
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.603
_diffrn_reflns_theta_min         2.653
_exptl_absorpt_coefficient_mu    8.862
_exptl_absorpt_correction_T_max  0.242
_exptl_absorpt_correction_T_min  0.128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10. 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.127
_exptl_crystal_description       prism
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.863
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         3178
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0338P)²+0.1402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0755
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2587
_reflns_number_total             3178
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt01322j2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7707653--7707655.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7707654
_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. 
;
_shelx_estimated_absorpt_t_min   0.215
_shelx_estimated_absorpt_t_max   0.350
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41656(4) 0.81687(3) 0.35389(2) 0.02647(7) Uani 1 1 d . . . . .
Se1 Se 0.20890(3) 0.54720(2) 0.41820(2) 0.02200(7) Uani 1 1 d . . . . .
N1 N 0.3563(3) 0.2998(2) 0.38690(17) 0.0225(4) Uani 1 1 d . . . . .
N2 N 0.1005(3) 0.3855(2) 0.45974(17) 0.0246(4) Uani 1 1 d . . . . .
C1 C 0.3906(4) 0.4365(3) 0.36728(19) 0.0222(4) Uani 1 1 d . . . . .
C2 C 0.5470(4) 0.4720(3) 0.3178(2) 0.0258(5) Uani 1 1 d . . . . .
H2 H 0.5733 0.5662 0.3041 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6636(4) 0.3673(3) 0.2890(2) 0.0294(5) Uani 1 1 d . . . . .
H3 H 0.7706 0.3894 0.2552 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6228(4) 0.2297(3) 0.3099(2) 0.0320(6) Uani 1 1 d . . . . .
H4 H 0.7023 0.1583 0.2896 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4707(4) 0.1961(3) 0.3589(2) 0.0280(5) Uani 1 1 d . . . . .
H5 H 0.4444 0.1022 0.3735 0.034 Uiso 1 1 calc R U . . .
C6 C 0.1923(3) 0.2777(3) 0.43692(19) 0.0227(4) Uani 1 1 d . . . . .
C7 C 0.1347(4) 0.1347(3) 0.4602(2) 0.0303(5) Uani 1 1 d . . . . .
H7A H 0.0181 0.1376 0.4931 0.046 Uiso 1 1 calc R U . . .
H7B H 0.2363 0.0905 0.5087 0.046 Uiso 1 1 calc R U . . .
H7C H 0.1115 0.0815 0.3944 0.046 Uiso 1 1 calc R U . . .
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
N2 Se1 C1 87.29(10) . . ?
C5 N1 C1 122.0(2) . . ?
C5 N1 C6 124.1(2) . . ?
C1 N1 C6 113.9(2) . . ?
C6 N2 Se1 111.94(17) . . ?
N1 C1 C2 119.5(2) . . ?
N1 C1 Se1 109.82(17) . . ?
C2 C1 Se1 130.71(19) . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 N1 118.9(2) . . ?
C4 C5 H5 120.5 . . ?
N1 C5 H5 120.5 . . ?
N2 C6 N1 117.1(2) . . ?
N2 C6 C7 123.1(2) . . ?
N1 C6 C7 119.8(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
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 N2 1.852(2) . ?
Se1 C1 1.862(2) . ?
N1 C5 1.369(3) . ?
N1 C1 1.372(3) . ?
N1 C6 1.422(3) . ?
N2 C6 1.284(3) . ?
C1 C2 1.396(3) . ?
C2 C3 1.389(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.363(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.483(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
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 N2 C6 0.19(19) . . . . ?
C5 N1 C1 C2 -0.3(4) . . . . ?
C6 N1 C1 C2 -179.6(2) . . . . ?
C5 N1 C1 Se1 -179.03(19) . . . . ?
C6 N1 C1 Se1 1.7(3) . . . . ?
N2 Se1 C1 N1 -1.07(17) . . . . ?
N2 Se1 C1 C2 -179.6(3) . . . . ?
N1 C1 C2 C3 0.5(4) . . . . ?
Se1 C1 C2 C3 178.8(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 N1 0.6(4) . . . . ?
C1 N1 C5 C4 -0.2(4) . . . . ?
C6 N1 C5 C4 179.0(2) . . . . ?
Se1 N2 C6 N1 0.7(3) . . . . ?
Se1 N2 C6 C7 -179.2(2) . . . . ?
C5 N1 C6 N2 179.1(2) . . . . ?
C1 N1 C6 N2 -1.7(3) . . . . ?
C5 N1 C6 C7 -1.0(4) . . . . ?
C1 N1 C6 C7 178.3(2) . . . . ?
