#------------------------------------------------------------------------------
#$Date: 2022-02-16 02:04:42 +0200 (Wed, 16 Feb 2022) $
#$Revision: 272984 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/95/7709522.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_7709522
loop_
_publ_author_name
'Dodonov, Vladimir Alekseevich'
'Kushnerova, Olga A.'
'Rumyantcev, Roman V.'
'Novikov, Alexander S.'
'Osmanov, Vladimir K.'
'Fedushkin, Igor Leonidovich'
_publ_section_title
;
 Cycloaddition of isoselenocyanates to sodium and magnesium metallacycles
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04366H
_journal_year                    2022
_chemical_formula_moiety         'C8 H7 N O Se'
_chemical_formula_sum            'C8 H7 N O Se'
_chemical_formula_weight         212.11
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-02-11 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.743(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1882(8)
_cell_length_b                   5.1560(4)
_cell_length_c                   14.7709(11)
_cell_measurement_reflns_used    4379
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.9390
_cell_measurement_theta_min      2.7520
_cell_volume                     850.26(11)
_computing_cell_refinement       'CrysAlis Pro 1.171.41.117a'
_computing_data_collection       'CrysAlis Pro 1.171.41.117a'
_computing_data_reduction        'CrysAlis Pro 1.171.41.117a'
_computing_structure_refinement  'SHELXL 2018/3'
_computing_structure_solution    'SHELXT 2018/2'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku OD Xcalibur E (CCD)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4282
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.024
_diffrn_reflns_theta_min         2.215
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.356
_exptl_absorpt_correction_T_max  0.289
_exptl_absorpt_correction_T_min  0.098
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis Pro 1.171.41.117a. Analytical numeric absorption correction using
a multifaceted crystal model based on expressions derived
by R.C. Clark & J.S. Reid. Empirical absorption correction using spherical
harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_description       prism
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.720
_exptl_crystal_size_mid          0.580
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         4282
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0440
_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)+(0.0983P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1589
_refine_ls_wR_factor_ref         0.1690
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2343
_reflns_number_total             4282
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04366h3.cif
_cod_data_source_block           C8H7NOSe
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7709522
_shelx_shelxl_version_number     2018/3
_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   0.146
_shelx_estimated_absorpt_t_max   0.275
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
N1 N 0.7064(5) 0.2021(11) 0.4984(4) 0.0694(15) Uani 1 1 d . . . . .
O1 O 0.8697(4) 0.5259(10) 0.5688(3) 0.0744(13) Uani 1 1 d . . . . .
Se1 Se 0.76065(7) -0.12226(16) 0.34658(5) 0.0814(4) Uani 1 1 d . . . . .
C1 C 0.7592(5) 0.5489(11) 0.6001(4) 0.0513(14) Uani 1 1 d . . . . .
C2 C 0.6754(5) 0.3707(11) 0.5644(4) 0.0523(14) Uani 1 1 d . . . . .
C3 C 0.5603(5) 0.3673(12) 0.5949(4) 0.0619(16) Uani 1 1 d . . . . .
H3A H 0.505065 0.244630 0.572381 0.074 Uiso 1 1 calc R U . . .
C4 C 0.5284(6) 0.5441(14) 0.6577(5) 0.0660(17) Uani 1 1 d . . . . .
H4A H 0.451398 0.542870 0.677999 0.079 Uiso 1 1 calc R U . . .
C5 C 0.6106(6) 0.7236(14) 0.6908(5) 0.0672(18) Uani 1 1 d . . . . .
H5A H 0.588164 0.845753 0.732830 0.081 Uiso 1 1 calc R U . . .
C6 C 0.7248(5) 0.7259(13) 0.6631(4) 0.0624(17) Uani 1 1 d . . . . .
H6A H 0.779546 0.847693 0.686997 0.075 Uiso 1 1 calc R U . . .
C7 C 0.9582(6) 0.7158(15) 0.5974(5) 0.089(2) Uani 1 1 d . . . . .
H7A H 1.032076 0.677323 0.570605 0.133 Uiso 1 1 calc R U . . .
H7B H 0.970747 0.712107 0.662272 0.133 Uiso 1 1 calc R U . . .
H7C H 0.930904 0.884979 0.578351 0.133 Uiso 1 1 calc R U . . .
C8 C 0.7292(5) 0.0743(12) 0.4376(5) 0.0577(16) 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'
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
C8 N1 C2 174.5(7) . . ?
C1 O1 C7 117.8(5) . . ?
O1 C1 C6 126.3(6) . . ?
O1 C1 C2 114.9(5) . . ?
C6 C1 C2 118.9(5) . . ?
N1 C2 C3 120.4(6) . . ?
N1 C2 C1 119.6(6) . . ?
C3 C2 C1 120.0(6) . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 119.6(6) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
C6 C5 C4 121.2(7) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C1 120.3(6) . . ?
C5 C6 H6A 119.9 . . ?
C1 C6 H6A 119.9 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 Se1 178.7(6) . . ?
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
N1 C8 1.156(8) . ?
N1 C2 1.368(8) . ?
O1 C1 1.354(7) . ?
O1 C7 1.436(8) . ?
Se1 C8 1.738(7) . ?
C1 C6 1.376(9) . ?
C1 C2 1.392(8) . ?
C2 C3 1.392(8) . ?
C3 C4 1.365(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.372(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.368(8) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
