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#$Date: 2022-03-05 00:18:01 +0200 (Sat, 05 Mar 2022) $
#$Revision: 273383 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/12/7061215.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_7061215
loop_
_publ_author_name
'Makarov, Alexander Yu.'
'Volkova, Yulia M.'
'Zikirin, Samat B.'
'Irtegova, Irina G.'
'Bagryanskaya, Irina Yu.'
'Gatilov, Yuri V.'
'Nefedov, Andrey A.'
'Zibarev, Andrey V.'
_publ_section_title
;
 New 3,1,2,4-benzothiaselenadiazines, related π-heterocycles including
 Herz cations, radicals and molecular complexes, and Bunte salts
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3687
_journal_page_last               3696
_journal_paper_doi               10.1039/D1NJ05979C
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C7 H6 N2 O S Se'
_chemical_formula_sum            'C7 H6 N2 O S Se'
_chemical_formula_weight         245.16
_chemical_name_systematic
;
 6-Methoxy-3,1,2,4-benzothiaselenadiazine
;
_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   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-10-15 deposited with the CCDC.	2022-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                87.367(3)
_cell_angle_beta                 75.419(3)
_cell_angle_gamma                87.060(3)
_cell_formula_units_Z            2
_cell_length_a                   6.6599(4)
_cell_length_b                   7.4329(4)
_cell_length_c                   8.7949(5)
_cell_measurement_reflns_used    5045
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      4.10
_cell_volume                     420.55(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0282
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7576
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_min         2.394
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    4.660
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-prism
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1931
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0283
_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)+(0.0351P)²+0.3393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0775
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1761
_reflns_number_total             1931
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05979c2.cif
_cod_data_source_block           3_vim107
_cod_depositor_comments
'Adding full bibliography for 7061215--7061218.cif.'
_cod_database_code               7061215
_shelx_shelxl_version_number     2014/7
_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   0.335
_shelx_estimated_absorpt_t_max   0.767
loop_
_space_group_symop_operation_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_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
Se1 Se 0.42754(4) 0.08540(4) 0.22130(3) 0.04678(12) Uani 1 1 d . . . . .
S3 S 0.00651(12) 0.13512(11) 0.17307(8) 0.05000(19) Uani 1 1 d . . . . .
O1 O -0.0275(3) 0.4073(3) 0.8397(2) 0.0543(5) Uani 1 1 d . . . . .
N4 N -0.0746(3) 0.1783(3) 0.3471(3) 0.0415(5) Uani 1 1 d . . . . .
C5 C -0.0515(4) 0.2888(3) 0.5919(3) 0.0335(5) Uani 1 1 d . . . . .
H5 H -0.1956 0.3024 0.6185 0.040 Uiso 1 1 calc R U . . .
N2 N 0.2404(4) 0.1010(4) 0.0982(3) 0.0580(7) Uani 1 1 d . . . . .
C4A C 0.0522(4) 0.2183(3) 0.4474(3) 0.0314(5) Uani 1 1 d . . . . .
C6 C 0.0601(4) 0.3390(4) 0.6963(3) 0.0386(5) Uani 1 1 d . . . . .
C1 C -0.2472(5) 0.4154(4) 0.8940(4) 0.0513(7) Uani 1 1 d . . . . .
H3 H -0.3052 0.4950 0.8256 0.077 Uiso 1 1 calc R U . . .
H2 H -0.2863 0.4595 0.9987 0.077 Uiso 1 1 calc R U . . .
H1 H -0.2987 0.2970 0.8944 0.077 Uiso 1 1 calc R U . . .
C7 C 0.2731(5) 0.3202(5) 0.6554(4) 0.0569(8) Uani 1 1 d . . . . .
H7 H 0.3484 0.3534 0.7247 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3763(4) 0.2521(5) 0.5113(4) 0.0522(7) Uani 1 1 d . . . . .
H8 H 0.5206 0.2433 0.4834 0.063 Uiso 1 1 calc R U . . .
C8A C 0.2675(4) 0.1974(3) 0.4092(3) 0.0352(5) Uani 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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Se1 C8A 101.14(11) . . ?
N4 S3 N2 121.50(13) . . ?
C6 O1 C1 118.7(2) . . ?
C4A N4 S3 124.69(18) . . ?
C6 C5 C4A 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4A C5 H5 119.9 . . ?
S3 N2 Se1 120.45(15) . . ?
C8A C4A C5 119.5(2) . . ?
C8A C4A N4 124.7(2) . . ?
C5 C4A N4 115.9(2) . . ?
O1 C6 C7 116.2(2) . . ?
O1 C6 C5 124.3(2) . . ?
C7 C6 C5 119.5(2) . . ?
O1 C1 H3 109.5 . . ?
O1 C1 H2 109.5 . . ?
H3 C1 H2 109.5 . . ?
O1 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
H2 C1 H1 109.5 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C8A C8 C7 120.7(3) . . ?
C8A C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C8A C4A 119.8(2) . . ?
C8 C8A Se1 116.60(19) . . ?
C4A C8A Se1 123.59(18) . . ?
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 1.842(3) . ?
Se1 C8A 1.926(2) . ?
S3 N4 1.532(2) . ?
S3 N2 1.544(3) . ?
O1 C6 1.359(3) . ?
O1 C1 1.419(4) . ?
N4 C4A 1.416(3) . ?
C5 C6 1.392(4) . ?
C5 C4A 1.396(3) . ?
C5 H5 0.9300 . ?
C4A C8A 1.390(3) . ?
C6 C7 1.374(4) . ?
C1 H3 0.9600 . ?
C1 H2 0.9600 . ?
C1 H1 0.9600 . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 C8A 1.374(4) . ?
C8 H8 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
N2 S3 N4 C4A 10.2(3) . . . . ?
N4 S3 N2 Se1 7.1(3) . . . . ?
C8A Se1 N2 S3 -18.1(2) . . . . ?
C6 C5 C4A C8A 0.4(4) . . . . ?
C6 C5 C4A N4 -177.5(2) . . . . ?
S3 N4 C4A C8A -10.2(4) . . . . ?
S3 N4 C4A C5 167.63(19) . . . . ?
C1 O1 C6 C7 -174.7(3) . . . . ?
C1 O1 C6 C5 5.4(4) . . . . ?
C4A C5 C6 O1 -179.4(2) . . . . ?
C4A C5 C6 C7 0.7(4) . . . . ?
O1 C6 C7 C8 -179.9(3) . . . . ?
C5 C6 C7 C8 0.1(5) . . . . ?
C6 C7 C8 C8A -1.9(5) . . . . ?
C7 C8 C8A C4A 3.0(5) . . . . ?
C7 C8 C8A Se1 -174.6(3) . . . . ?
C5 C4A C8A C8 -2.3(4) . . . . ?
N4 C4A C8A C8 175.5(3) . . . . ?
C5 C4A C8A Se1 175.18(18) . . . . ?
N4 C4A C8A Se1 -7.1(4) . . . . ?
