#------------------------------------------------------------------------------
#$Date: 2025-11-29 20:18:12 +0100 (Sat 29 de Nov de 2025) $
#$Revision: 303712 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/11/7251114.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_7251114
loop_
_publ_author_name
'Smirnov, Andrey S.'
'Katlenok, Eugene A.'
'Vakhrushev, Aleksandr Yu.'
'Krasilnikov, Vitalii A.'
'Belskaya, Nataliya P.'
'Katkova, Svetlana A.'
'Bokach, Nadezhda A.'
_publ_section_title
;
 Divergent noncovalent interactions of isomeric nitrile and isocyanide
 groups in selenodiazole--triazole cocrystals: σ-hole chalcogen bonding
 versus π--π stacking
;
_journal_issue                   45
_journal_name_full               CrystEngComm
_journal_page_first              7390
_journal_page_last               7398
_journal_paper_doi               10.1039/D5CE00888C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C4 N4 Se, C14 H12 N6 O'
_chemical_formula_sum            'C18 H12 N10 O Se'
_chemical_formula_weight         463.34
_chemical_name_systematic
'Cocryastals of 2-(4-isocyanophenyl)-5-morpholino-2H-1,2,3-triazole-4-carbonitrile with 1,2,5-selenadiazole-3,4-dicarbonitrile'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-08-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-08-29 deposited with the CCDC.	2025-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.3180(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0474(2)
_cell_length_b                   21.2353(2)
_cell_length_c                   8.10380(10)
_cell_measurement_reflns_used    12917
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.2280
_cell_measurement_theta_min      3.9680
_cell_volume                     1895.71(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  12.00   0.50    0.08    --  -47.38  86.00-145.00  162
  2  ω    -20.00  59.00   0.50    0.08    --   47.38 -86.00  96.00  158
  3  ω    -65.00 -39.00   0.50    0.34    -- -106.00  86.00-145.00   52
  4  ω   -170.00-140.00   0.50    0.34    -- -106.00 -86.00  96.00   60
  5  ω   -106.00 -81.00   0.50    0.34    -- -106.00 -86.00  96.00   50
  6  ω     88.00 176.00   0.50    0.34    --  113.25  86.00-145.00  176
  7  ω    -15.00  11.00   0.50    0.08    --  -47.38  19.00   0.00   52
  8  ω   -110.00 -84.00   0.50    0.08    --  -47.38-125.00-180.00   52
  9  ω    -99.00 -73.00   0.50    0.08    --  -47.38-125.00-120.00   52
 10  ω   -105.00 -73.00   0.50    0.08    --  -47.38-125.00   0.00   64
 11  ω     76.00 103.00   0.50    0.08    --   47.38 125.00  60.00   54
 12  ω    -70.00 -34.00   0.50    0.34    -- -106.00  61.00   0.00   72
 13  ω    -71.00 -39.00   0.50    0.34    -- -106.00  61.00 -30.00   64
 14  ω    -65.00 -38.00   0.50    0.34    -- -106.00  61.00-180.00   54
 15  ω   -116.00 -90.00   0.50    0.34    -- -106.00 -61.00-180.00   52
 16  ω    -72.00 -34.00   0.50    0.34    -- -106.00  77.00  30.00   76
 17  ω    -64.00 -34.00   0.50    0.34    -- -106.00  61.00-150.00   60
 18  ω    -69.00 -44.00   0.50    0.34    -- -106.00  61.00  60.00   50
 19  ω   -176.00-115.00   0.50    0.34    -- -106.00 -15.00  30.00  122
 20  ω     42.00  67.00   0.50    0.34    --  113.25 -61.00-120.00   50
 21  ω     42.00 106.00   0.50    0.34    --  113.25-125.00  90.00  128
 22  ω     51.00 103.00   0.50    0.34    --  113.25-125.00  60.00  104
 23  ω     53.00 105.00   0.50    0.34    --  113.25 -77.00 -60.00  104
 24  ω     45.00  70.00   0.50    0.34    --  113.25 -61.00 120.00   50
 25  ω    103.00 175.00   0.50    0.34    --  113.25  15.00-180.00  144
 26  ω     57.00 127.00   0.50    0.34    --  113.25 -86.00  96.00  140
 27  ω   -124.00 -98.00   0.50    0.34    -- -106.00  86.00-145.00   52
 28  ω    -26.00  -1.00   0.50    0.08    --  -47.38  19.00   0.00   50
 29  ω    -14.00  25.00   0.50    0.08    --   47.38 -19.00 150.00   78
 30  ω     -2.00  25.00   0.50    0.08    --   47.38 -19.00 -90.00   54
 31  ω      8.00  37.00   0.50    0.08    --   47.38 -37.00 120.00   58
 32  ω    -25.00  26.00   0.50    0.08    --   47.38 -19.00-150.00  102
 33  ω     -1.00  31.00   0.50    0.08    --   47.38 -37.00-180.00   64
 34  ω     90.00 118.00   0.50    0.08    --   47.38  37.00 -30.00   56
 35  ω     52.00  77.00   0.50    0.08    --   47.38  37.00 -30.00   50
 36  ω    -23.00   4.00   0.50    0.08    --   47.38 -37.00 120.00   54
 37  ω   -141.00 -95.00   0.50    0.34    -- -106.00 -30.00 -60.00   92
 38  ω   -111.00 -85.00   0.50    0.34    -- -106.00 125.00  90.00   52
 39  ω    -66.00 -34.00   0.50    0.34    -- -106.00 125.00  90.00   64
 40  ω   -114.00 -89.00   0.50    0.34    -- -106.00 -61.00 150.00   50
 41  ω   -176.00-150.00   0.50    0.34    -- -106.00 -30.00 -60.00   52
 42  ω    -71.00 -46.00   0.50    0.34    -- -106.00  61.00  90.00   50
 43  ω   -177.00 -94.00   0.50    0.34    -- -106.00 -30.00   0.00  166
 44  ω   -108.00 -83.00   0.50    0.34    -- -106.00 -77.00 150.00   50
 45  ω   -126.00 -93.00   0.50    0.34    -- -106.00 -30.00 -30.00   66
 46  ω    -64.00 -37.00   0.50    0.34    -- -106.00  61.00 -60.00   54
 47  ω    -65.00 -40.00   0.50    0.34    -- -106.00 125.00 120.00   50
 48  ω   -173.00 -86.00   0.50    0.34    -- -106.00 -94.00 120.00  174
 49  ω   -177.00-148.00   0.50    0.34    -- -106.00 -30.00 -90.00   58
 50  ω   -173.00-136.00   0.50    0.34    -- -106.00 -30.00 -30.00   74
 51  ω     71.00 111.00   0.50    0.34    --  113.25-125.00 -90.00   80
 52  ω     49.00  93.00   0.50    0.34    --  113.25 -94.00-120.00   88
 53  ω    118.00 144.00   0.50    0.34    --  113.25  77.00 150.00   52
 54  ω     91.00 116.00   0.50    0.34    --  113.25  77.00 150.00   50
 55  ω    124.00 176.00   0.50    0.34    --  113.25  45.00 -30.00  104
 56  ω     76.00 102.00   0.50    0.34    --  113.25 -94.00  60.00   52
 57  ω     43.00  69.00   0.50    0.34    --  113.25-125.00 150.00   52
 58  ω     45.00  78.00   0.50    0.34    --  113.25-125.00-120.00   66
 59  ω    131.00 177.00   0.50    0.34    --  113.25  45.00 -90.00   92
 60  ω    101.00 127.00   0.50    0.34    --  113.25  45.00 -90.00   52
 61  ω    130.00 143.50   0.50    0.34    --  113.25  45.00 -60.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0392826000
_diffrn_orient_matrix_UB_12      0.0589297000
_diffrn_orient_matrix_UB_13      0.1013046000
_diffrn_orient_matrix_UB_21      0.1299047000
_diffrn_orient_matrix_UB_22      -0.0264245000
_diffrn_orient_matrix_UB_23      0.0263193000
_diffrn_orient_matrix_UB_31      0.0336919000
_diffrn_orient_matrix_UB_32      0.0330459000
_diffrn_orient_matrix_UB_33      -0.1593807000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            28150
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.063
_diffrn_reflns_theta_min         4.013
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.988
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_recrystallization_method
'Evaporation the mixture of two components in dichloromethane'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4045
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1200
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3591
_reflns_number_total             4045
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00888c2.cif
_cod_data_source_block           073-002_a564_auto
_cod_depositor_comments
'Adding full bibliography for 7251113--7251115.cif.'
_cod_database_code               7251114
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C18 H13 n1o O Se '
_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.
;
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B), C13(H13A,H13B)
1.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3), C7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.095
_oxdiff_exptl_absorpt_empirical_full_min 0.424
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Se1 Se 0.86863(2) 0.77954(2) 0.61864(3) 0.02062(12) Uani 1 1 d . . . . .
O1 O 0.45509(14) 0.11141(7) 0.3154(2) 0.0235(3) Uani 1 1 d . . . . .
N3 N 0.69760(16) 0.30546(8) 0.4258(2) 0.0183(3) Uani 1 1 d . . . . .
N2 N 0.78853(16) 0.33550(8) 0.5139(2) 0.0179(3) Uani 1 1 d . . . . .
N4 N 0.86834(15) 0.29924(8) 0.5973(2) 0.0181(4) Uani 1 1 d . . . . .
N5 N 0.64923(16) 0.19788(8) 0.3789(2) 0.0185(4) Uani 1 1 d . . . . .
N1 N 0.81382(17) 0.59671(8) 0.5289(2) 0.0214(4) Uani 1 1 d . . . . .
N7 N 0.74687(17) 0.79319(9) 0.4611(2) 0.0223(4) Uani 1 1 d . . . . .
N8 N 0.89620(19) 0.86209(8) 0.6480(2) 0.0240(4) Uani 1 1 d . . . . .
N6 N 0.95112(18) 0.14729(9) 0.6917(3) 0.0266(4) Uani 1 1 d . . . . .
C2 C 0.8067(2) 0.53094(9) 0.5258(3) 0.0203(4) Uani 1 1 d . . . . .
C5 C 0.79498(19) 0.40233(9) 0.5179(3) 0.0182(4) Uani 1 1 d . . . . .
C9 C 0.82764(19) 0.24038(9) 0.5615(3) 0.0186(4) Uani 1 1 d . . . . .
N10 N 0.8245(3) 1.01397(10) 0.5277(3) 0.0404(6) Uani 1 1 d . . . . .
N9 N 0.5725(2) 0.90550(12) 0.2435(3) 0.0406(5) Uani 1 1 d . . . . .
C10 C 0.8945(2) 0.18826(10) 0.6329(3) 0.0203(4) Uani 1 1 d . . . . .
C6 C 0.7088(2) 0.43690(9) 0.4225(3) 0.0215(4) Uani 1 1 d . . . . .
H6 H 0.646724 0.416170 0.355533 0.026 Uiso 1 1 calc R U . . .
C8 C 0.72129(18) 0.24431(9) 0.4534(3) 0.0173(4) Uani 1 1 d . . . . .
C15 C 0.8205(2) 0.89242(9) 0.5454(3) 0.0214(4) Uani 1 1 d . . . . .
C4 C 0.8860(2) 0.43118(10) 0.6195(3) 0.0213(4) Uani 1 1 d . . . . .
H4 H 0.943109 0.406602 0.685052 0.026 Uiso 1 1 calc R U . . .
C11 C 0.6465(2) 0.13795(9) 0.4703(3) 0.0234(4) Uani 1 1 d . . . . .
H11A H 0.608716 0.144577 0.575846 0.028 Uiso 1 1 calc R U . . .
H11B H 0.730416 0.122595 0.496246 0.028 Uiso 1 1 calc R U . . .
C3 C 0.8918(2) 0.49617(10) 0.6233(3) 0.0213(4) Uani 1 1 d . . . . .
H3 H 0.953029 0.516907 0.691676 0.026 Uiso 1 1 calc R U . . .
C7 C 0.7148(2) 0.50200(10) 0.4266(3) 0.0226(4) Uani 1 1 d . . . . .
H7 H 0.656803 0.526585 0.362495 0.027 Uiso 1 1 calc R U . . .
C18 C 0.8226(2) 0.96019(11) 0.5374(3) 0.0272(5) Uani 1 1 d . . . . .
C16 C 0.73712(19) 0.85434(10) 0.4436(3) 0.0212(4) Uani 1 1 d . . . . .
C12 C 0.5742(2) 0.08920(9) 0.3663(3) 0.0242(4) Uani 1 1 d . . . . .
H12A H 0.617739 0.079062 0.267160 0.029 Uiso 1 1 calc R U . . .
H12B H 0.567935 0.050059 0.431429 0.029 Uiso 1 1 calc R U . . .
C1 C 0.8209(2) 0.65115(11) 0.5343(3) 0.0274(5) Uani 1 1 d . . . . .
C14 C 0.5288(2) 0.21908(9) 0.3113(3) 0.0207(4) Uani 1 1 d . . . . .
H14A H 0.537751 0.255751 0.237813 0.025 Uiso 1 1 calc R U . . .
H14B H 0.480046 0.232388 0.402899 0.025 Uiso 1 1 calc R U . . .
C13 C 0.4641(2) 0.16639(10) 0.2150(3) 0.0244(4) Uani 1 1 d . . . . .
H13A H 0.381743 0.180517 0.174808 0.029 Uiso 1 1 calc R U . . .
H13B H 0.509105 0.155959 0.117418 0.029 Uiso 1 1 calc R U . . .
C17 C 0.6444(2) 0.88159(11) 0.3303(3) 0.0266(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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 '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
N8 Se1 N7 92.69(9) . . ?
C12 O1 C13 109.32(16) . . ?
C8 N3 N2 104.00(16) . . ?
N3 N2 C5 121.26(17) . . ?
N4 N2 N3 115.99(17) . . ?
N4 N2 C5 122.74(17) . . ?
N2 N4 C9 103.36(17) . . ?
C8 N5 C11 115.54(17) . . ?
C8 N5 C14 114.88(16) . . ?
C14 N5 C11 113.54(16) . . ?
C1 N1 C2 178.7(2) . . ?
C16 N7 Se1 106.63(15) . . ?
C15 N8 Se1 107.72(16) . . ?
C3 C2 N1 119.0(2) . . ?
C7 C2 N1 119.28(19) . . ?
C7 C2 C3 121.73(19) . . ?
C6 C5 N2 118.90(19) . . ?
C6 C5 C4 122.02(19) . . ?
C4 C5 N2 119.07(19) . . ?
N4 C9 C10 118.41(19) . . ?
N4 C9 C8 109.00(17) . . ?
C8 C9 C10 132.58(19) . . ?
N6 C10 C9 178.1(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 C5 118.98(19) . . ?
C7 C6 H6 120.5 . . ?
N3 C8 N5 121.43(19) . . ?
N3 C8 C9 107.65(18) . . ?
N5 C8 C9 130.90(18) . . ?
N8 C15 C18 120.7(2) . . ?
N8 C15 C16 116.12(19) . . ?
C16 C15 C18 123.2(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 C5 118.87(19) . . ?
C3 C4 H4 120.6 . . ?
N5 C11 H11A 109.7 . . ?
N5 C11 H11B 109.7 . . ?
N5 C11 C12 109.80(18) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.25(19) . . ?
C4 C3 H3 120.4 . . ?
C2 C7 H7 120.4 . . ?
C6 C7 C2 119.13(19) . . ?
C6 C7 H7 120.4 . . ?
N10 C18 C15 178.6(3) . . ?
N7 C16 C15 116.8(2) . . ?
N7 C16 C17 121.0(2) . . ?
C15 C16 C17 122.18(19) . . ?
O1 C12 C11 111.62(17) . . ?
O1 C12 H12A 109.3 . . ?
O1 C12 H12B 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N5 C14 H14A 109.6 . . ?
N5 C14 H14B 109.6 . . ?
N5 C14 C13 110.14(17) . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
O1 C13 C14 111.14(18) . . ?
O1 C13 H13A 109.4 . . ?
O1 C13 H13B 109.4 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N9 C17 C16 177.2(3) . . ?
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 N7 1.807(2) . ?
Se1 N8 1.7919(18) . ?
O1 C12 1.430(3) . ?
O1 C13 1.431(3) . ?
N3 N2 1.348(2) . ?
N3 C8 1.340(3) . ?
N2 N4 1.318(2) . ?
N2 C5 1.421(2) . ?
N4 C9 1.353(3) . ?
N5 C8 1.377(3) . ?
N5 C11 1.474(3) . ?
N5 C14 1.471(3) . ?
N1 C2 1.399(3) . ?
N1 C1 1.159(3) . ?
N7 C16 1.310(3) . ?
N8 C15 1.304(3) . ?
N6 C10 1.154(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.390(3) . ?
C5 C6 1.390(3) . ?
C5 C4 1.392(3) . ?
C9 C10 1.428(3) . ?
C9 C8 1.414(3) . ?
N10 C18 1.145(3) . ?
N9 C17 1.140(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(3) . ?
C15 C18 1.441(3) . ?
C15 C16 1.439(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.382(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.523(3) . ?
C3 H3 0.9500 . ?
C7 H7 0.9500 . ?
C16 C17 1.444(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.512(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
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
Se1 N7 C16 C15 0.6(2) . . . . ?
Se1 N7 C16 C17 -177.71(17) . . . . ?
Se1 N8 C15 C18 -178.62(18) . . . . ?
Se1 N8 C15 C16 1.3(2) . . . . ?
N3 N2 N4 C9 0.2(2) . . . . ?
N3 N2 C5 C6 -3.1(3) . . . . ?
N3 N2 C5 C4 175.70(19) . . . . ?
N2 N3 C8 N5 -177.96(18) . . . . ?
N2 N3 C8 C9 0.7(2) . . . . ?
N2 N4 C9 C10 179.92(18) . . . . ?
N2 N4 C9 C8 0.2(2) . . . . ?
N2 C5 C6 C7 179.86(19) . . . . ?
N2 C5 C4 C3 -179.87(18) . . . . ?
N4 N2 C5 C6 178.27(19) . . . . ?
N4 N2 C5 C4 -2.9(3) . . . . ?
N4 C9 C8 N3 -0.6(2) . . . . ?
N4 C9 C8 N5 177.9(2) . . . . ?
N5 C11 C12 O1 -55.0(2) . . . . ?
N5 C14 C13 O1 56.3(2) . . . . ?
N1 C2 C3 C4 -179.34(19) . . . . ?
N1 C2 C7 C6 179.32(19) . . . . ?
N7 Se1 N8 C15 -0.84(16) . . . . ?
N8 Se1 N7 C16 0.12(16) . . . . ?
N8 C15 C16 N7 -1.4(3) . . . . ?
N8 C15 C16 C17 176.9(2) . . . . ?
C5 N2 N4 C9 178.90(17) . . . . ?
C5 C6 C7 C2 0.0(3) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?
C10 C9 C8 N3 179.8(2) . . . . ?
C10 C9 C8 N5 -1.7(4) . . . . ?
C6 C5 C4 C3 -1.1(3) . . . . ?
C8 N3 N2 N4 -0.6(2) . . . . ?
C8 N3 N2 C5 -179.31(17) . . . . ?
C8 N5 C11 C12 -174.28(18) . . . . ?
C8 N5 C14 C13 173.09(18) . . . . ?
C4 C5 C6 C7 1.0(3) . . . . ?
C11 N5 C8 N3 -152.78(18) . . . . ?
C11 N5 C8 C9 28.9(3) . . . . ?
C11 N5 C14 C13 -50.8(2) . . . . ?
C3 C2 C7 C6 -1.1(3) . . . . ?
C7 C2 C3 C4 1.1(3) . . . . ?
C18 C15 C16 N7 178.6(2) . . . . ?
C18 C15 C16 C17 -3.1(3) . . . . ?
C12 O1 C13 C14 -62.0(2) . . . . ?
C14 N5 C8 N3 -17.6(3) . . . . ?
C14 N5 C8 C9 164.1(2) . . . . ?
C14 N5 C11 C12 49.9(2) . . . . ?
C13 O1 C12 C11 61.5(2) . . . . ?
