data_20210206mat1
_audit_creation_date               2021-02-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C21 H14 N2 Se'
_chemical_formula_sum              'C21 H14 N2 Se'
_chemical_formula_weight           373.30
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C21 H14 N2 Se1'
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'
 'Se' 'Se' -0.7943 1.1372
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
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'

_cell_length_a                     8.60000(10)
_cell_length_b                     11.4839(2)
_cell_length_c                     16.6687(2)
_cell_angle_alpha                  90
_cell_angle_beta                   90.8590(10)
_cell_angle_gamma                  90
_cell_volume                       1646.04(4)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      4769
_cell_measurement_temperature      103.15
_cell_measurement_theta_max        67.9760
_cell_measurement_theta_min        4.6690
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      3.097
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.74622
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.506
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         prism
_exptl_crystal_F_000               752
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 -6 1 0 0.0369
 0 7 -1 0.0435
 6 -1 0 0.0520
 0 -7 1 0.0477
 1 0 -11 0.0154
 4 3 6 0.0558
 -3 -1 9 0.0453
 0 1 11 0.0300

_exptl_crystal_size_max            0.105
_exptl_crystal_size_mid            0.096
_exptl_crystal_size_min            0.056
loop_
  _exptl_oxdiff_crystal_face_indexfrac_h
  _exptl_oxdiff_crystal_face_indexfrac_k
  _exptl_oxdiff_crystal_face_indexfrac_l
  _exptl_oxdiff_crystal_face_x
  _exptl_oxdiff_crystal_face_y
  _exptl_oxdiff_crystal_face_z
 -5.5320 0.9900 0.4055 0.4845 -0.1741 0.8573
 0.2430 7.4281 -0.7483 0.8476 -0.2995 -0.4381
 5.5346 -0.9631 -0.4083 -0.4815 0.1730 -0.8592
 -0.2524 -7.4275 0.7491 -0.8469 0.2993 0.4396
 1.1248 0.2644 -10.6239 0.3230 0.9125 -0.2512
 4.0286 2.5549 6.3901 -0.2170 -0.6061 -0.7652
 -3.0800 -1.4559 8.8611 -0.2590 -0.7350 0.6267
 -0.1115 1.1718 10.6860 -0.2339 -0.9722 0.0090

_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0337
_diffrn_reflns_av_unetI/netI       0.0364
_diffrn_reflns_Laue_measured_fraction_full  0.995
_diffrn_reflns_Laue_measured_fraction_max  0.991
_diffrn_reflns_limit_h_max         8
_diffrn_reflns_limit_h_min         -10
_diffrn_reflns_limit_k_max         10
_diffrn_reflns_limit_k_min         -13
_diffrn_reflns_limit_l_max         20
_diffrn_reflns_limit_l_min         -20
_diffrn_reflns_number              7991
_diffrn_reflns_point_group_measured_fraction_full  0.995
_diffrn_reflns_point_group_measured_fraction_max  0.991
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           68.139
_diffrn_reflns_theta_min           4.676
_diffrn_ambient_temperature        103.15
_diffrn_detector                   'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean   10.0000
_diffrn_detector_type              HyPix3000
_diffrn_measured_fraction_theta_full  0.995
_diffrn_measured_fraction_theta_max  0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -29.00  12.00   0.50    0.20    --   40.40 -12.00 -60.00   82
  2  ω     -2.00  45.00   0.50    0.20    --   40.40 -92.00 -80.00   94
  3  ω     29.00  57.00   0.50    0.55    --   96.04 -50.00 -30.00   56
  4  ω     29.00  56.00   0.50    0.55    --   96.04 -50.00   0.00   54
  5  ω     29.00  54.00   0.50    0.55    --   96.04 -50.00  30.00   50
  6  ω     29.00  54.00   0.50    0.55    --   96.04 -50.00  60.00   50
  7  ω     30.00  56.00   0.50    0.55    --   96.04 -50.00  90.00   52
  8  ω     29.00  55.00   0.50    0.55    --   96.04 -50.00 120.00   52
  9  ω     90.00 164.00   0.50    0.55    --   96.04  33.00  30.00  148
 10  ω    134.00 161.00   0.50    0.55    --   96.04  68.00 -30.00   54
 11  ω    121.00 168.00   0.50    0.55    --   96.04  92.00  33.00   94
 12  ω     91.00 117.00   0.50    0.55    --   96.04  68.00 -30.00   52
 13  ω     77.00 109.00   0.50    0.55    --   96.04  92.00  33.00   64
 14  ω     92.00 163.00   0.50    0.55    --   96.04  68.00  90.00  142
 15  ω     60.00  95.00   0.50    0.20    --   40.40  37.00 150.00   70
 16  ω     25.00  56.00   0.50    0.20    --   40.40  37.00 150.00   62
 17  ω      6.00  31.00   0.50    0.20    --  -40.71  92.00  33.00   50
 18  ω    -15.00  28.00   0.50    0.20    --  -40.71  63.00  30.00   86
 19  ω    -29.00  30.00   0.50    0.20    --  -40.71  25.00 -90.00  118
 20  ω    -39.00  19.00   0.50    0.20    --  -40.71  37.00 -30.00  116
 21  ω    -57.00 -32.00   0.50    0.55    --  -96.35  50.00-180.00   50
 22  ω    -77.00 -38.00   0.50    0.55    --  -96.35  68.00-150.00   78
 23  ω    -82.00 -28.00   0.50    0.55    --  -96.35  68.00-180.00  108
 24  ω    -64.00 -26.00   0.50    0.20    --  -40.71  63.00  30.00   76
 25  ω    -62.00 -34.00   0.50    0.20    --  -40.71  92.00  33.00   56
 26  ω    -83.00 -39.00   0.50    0.55    --  -96.35  68.00  30.00   88
 27  ω   -109.00 -45.00   0.50    0.55    --  -96.35  92.00  33.00  128
 28  ω     82.00 107.00   0.50    0.20    --   40.40  77.00-150.00   50
 29  ω     80.00 105.00   0.50    0.20    --   40.40 138.00-120.00   50
 30  ω     18.00  44.00   0.50    0.20    --   40.40  77.00-150.00   52
 31  ω     30.00  57.00   0.50    0.55    --   96.04 -50.00 -60.00   54
 32  ω     28.00  68.00   0.50    0.55    --   96.04 -59.00 -90.00   80
 33  ω     53.00  81.00   0.50    0.55    --   96.04 -92.00 -80.00   56
 34  ω    103.00 128.00   0.50    0.55    --   96.04-144.00 -60.00   50
 35  ω     28.00  86.00   0.50    0.55    --   96.04-144.00 -60.00  116
 36  ω   -129.00-104.00   0.50    0.55    --  -96.35 -92.00 -80.00   50
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type   
 'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0699399000
_diffrn_orient_matrix_UB_12        0.1128677000
_diffrn_orient_matrix_UB_13        -0.0349971000
_diffrn_orient_matrix_UB_21        0.0163549000
_diffrn_orient_matrix_UB_22        -0.0494572000
_diffrn_orient_matrix_UB_23        -0.0853859000
_diffrn_orient_matrix_UB_31        -0.1641164000
_diffrn_orient_matrix_UB_32        -0.0531061000
_diffrn_orient_matrix_UB_33        0.0049505000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             'Cu K\a'
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2717
_reflns_number_total               2989
_reflns_odcompleteness_completeness  99.94
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       66.97
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection         'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction          'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max           0.317
_refine_diff_density_min           -0.426
_refine_diff_density_rms           0.059
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.056
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       217
_refine_ls_number_reflns           2989
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0309
_refine_ls_R_factor_gt             0.0274
_refine_ls_restrained_S_all        1.056
_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)+(0.0279P)²+0.6731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0667
_refine_ls_wR_factor_ref           0.0686
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C17(H17), C13(H13), C1(H1), C19(H19), C21(H21),
 C18(H18), C12(H12), C11(H11), C4(H4), C20(H20), C10(H10)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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 0.08537(2) 0.31138(2) 0.40513(2) 0.02168(9) Uani 1 1 d . . . . .
 N2 N 0.26401(19) 0.50076(16) 0.46919(10) 0.0207(4) Uani 1 1 d . . . . .
 N1 N 0.2098(2) 0.51777(16) 0.59986(10) 0.0222(4) Uani 1 1 d . . . . .
 C6 C 0.1351(2) 0.42189(18) 0.56887(12) 0.0202(4) Uani 1 1 d . . . . .
 C16 C 0.4603(2) 0.04992(19) 0.35777(12) 0.0221(4) Uani 1 1 d . . . . .
 C7 C 0.1669(2) 0.40822(19) 0.48848(12) 0.0220(4) Uani 1 1 d . . . . .
 C2 C 0.4240(2) 0.6261(2) 0.39630(13) 0.0245(5) Uani 1 1 d . . . . .
 H2 H 0.470765 0.648193 0.347330 0.029 Uiso 1 1 calc R U . . .
 C8 C 0.0351(2) 0.35241(19) 0.62358(12) 0.0210(4) Uani 1 1 d . . . . .
 C5 C 0.2874(2) 0.56373(19) 0.53897(12) 0.0218(4) Uani 1 1 d . . . . .
 C3 C 0.4535(3) 0.6925(2) 0.46643(13) 0.0255(5) Uani 1 1 d . . . . .
 H3 H 0.520513 0.758205 0.464269 0.031 Uiso 1 1 calc R U . . .
 C9 C 0.0044(2) 0.3981(2) 0.69926(12) 0.0238(4) Uani 1 1 d . . . . .
 H9 H 0.045431 0.471910 0.714189 0.029 Uiso 1 1 calc R U . . .
 C17 C 0.4424(2) -0.01678(19) 0.28812(12) 0.0231(4) Uani 1 1 d . . . . .
 H17 H 0.357063 -0.002589 0.252625 0.028 Uiso 1 1 calc R U . . .
 C13 C -0.0282(2) 0.2452(2) 0.60203(13) 0.0252(5) Uani 1 1 d . . . . .
 H13 H -0.010239 0.214194 0.550140 0.030 Uiso 1 1 calc R U . . .
 C1 C 0.3304(2) 0.5318(2) 0.39795(13) 0.0245(5) Uani 1 1 d . . . . .
 H1 H 0.310832 0.487706 0.350648 0.029 Uiso 1 1 calc R U . . .
 C19 C 0.6760(3) -0.1232(2) 0.32022(13) 0.0280(5) Uani 1 1 d . . . . .
 H19 H 0.749351 -0.181935 0.307415 0.034 Uiso 1 1 calc R U . . .
 C21 C 0.5895(2) 0.0294(2) 0.40845(12) 0.0259(5) Uani 1 1 d . . . . .
 H21 H 0.603504 0.074144 0.455936 0.031 Uiso 1 1 calc R U . . .
 C18 C 0.5487(3) -0.1036(2) 0.27061(13) 0.0272(5) Uani 1 1 d . . . . .
 H18 H 0.533763 -0.150117 0.223995 0.033 Uiso 1 1 calc R U . . .
 C12 C -0.1177(3) 0.1831(2) 0.65632(14) 0.0288(5) Uani 1 1 d . . . . .
 H12 H -0.159995 0.109638 0.641419 0.035 Uiso 1 1 calc R U . . .
 C11 C -0.1453(3) 0.2278(2) 0.73164(14) 0.0293(5) Uani 1 1 d . . . . .
 H11 H -0.204752 0.184590 0.768912 0.035 Uiso 1 1 calc R U . . .
 C15 C 0.3459(2) 0.1365(2) 0.37716(12) 0.0228(4) Uani 1 1 d . . . . .
 C4 C 0.3861(2) 0.6627(2) 0.53710(13) 0.0246(5) Uani 1 1 d . . . . .
 H4 H 0.404962 0.707336 0.584220 0.030 Uiso 1 1 calc R U . . .
 C20 C 0.6962(3) -0.0560(2) 0.38924(13) 0.0291(5) Uani 1 1 d . . . . .
 H20 H 0.783922 -0.068882 0.423388 0.035 Uiso 1 1 calc R U . . .
 C14 C 0.2490(2) 0.2075(2) 0.39326(12) 0.0232(5) Uani 1 1 d . . . . .
 C10 C -0.0857(3) 0.3364(2) 0.75272(13) 0.0280(5) Uani 1 1 d . . . . .
 H10 H -0.106862 0.368259 0.803997 0.034 Uiso 1 1 calc R U . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C7 1.905(2) . ?
 Se1 C14 1.858(2) . ?
 N2 C7 1.392(3) . ?
 N2 C5 1.382(3) . ?
 N2 C1 1.372(3) . ?
 N1 C6 1.372(3) . ?
 N1 C5 1.332(3) . ?
 C6 C7 1.381(3) . ?
 C6 C8 1.494(3) . ?
 C16 C17 1.397(3) . ?
 C16 C21 1.405(3) . ?
 C16 C15 1.439(3) . ?
 C2 H2 0.9500 . ?
 C2 C3 1.416(3) . ?
 C2 C1 1.350(3) . ?
 C8 C9 1.395(3) . ?
 C8 C13 1.391(3) . ?
 C5 C4 1.419(3) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.364(3) . ?
 C9 H9 0.9500 . ?
 C9 C10 1.385(3) . ?
 C17 H17 0.9500 . ?
 C17 C18 1.387(3) . ?
 C13 H13 0.9500 . ?
 C13 C12 1.393(3) . ?
 C1 H1 0.9500 . ?
 C19 H19 0.9500 . ?
 C19 C18 1.381(3) . ?
 C19 C20 1.394(3) . ?
 C21 H21 0.9500 . ?
 C21 C20 1.384(3) . ?
 C18 H18 0.9500 . ?
 C12 H12 0.9500 . ?
 C12 C11 1.380(3) . ?
 C11 H11 0.9500 . ?
 C11 C10 1.391(3) . ?
 C15 C14 1.199(3) . ?
 C4 H4 0.9500 . ?
 C20 H20 0.9500 . ?
 C10 H10 0.9500 . ?

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
 C14 Se1 C7 100.45(9) . . ?
 C5 N2 C7 106.57(17) . . ?
 C1 N2 C7 131.06(19) . . ?
 C1 N2 C5 122.37(19) . . ?
 C5 N1 C6 105.56(17) . . ?
 N1 C6 C7 110.99(18) . . ?
 N1 C6 C8 118.00(18) . . ?
 C7 C6 C8 131.00(19) . . ?
 C17 C16 C21 118.9(2) . . ?
 C17 C16 C15 119.87(19) . . ?
 C21 C16 C15 121.20(19) . . ?
 N2 C7 Se1 119.52(15) . . ?
 C6 C7 Se1 134.27(16) . . ?
 C6 C7 N2 105.40(18) . . ?
 C3 C2 H2 119.5 . . ?
 C1 C2 H2 119.5 . . ?
 C1 C2 C3 121.0(2) . . ?
 C9 C8 C6 118.02(19) . . ?
 C13 C8 C6 122.80(19) . . ?
 C13 C8 C9 119.2(2) . . ?
 N2 C5 C4 118.68(18) . . ?
 N1 C5 N2 111.47(19) . . ?
 N1 C5 C4 129.9(2) . . ?
 C2 C3 H3 119.9 . . ?
 C4 C3 C2 120.3(2) . . ?
 C4 C3 H3 119.9 . . ?
 C8 C9 H9 119.8 . . ?
 C10 C9 C8 120.3(2) . . ?
 C10 C9 H9 119.8 . . ?
 C16 C17 H17 119.9 . . ?
 C18 C17 C16 120.3(2) . . ?
 C18 C17 H17 119.9 . . ?
 C8 C13 H13 119.9 . . ?
 C8 C13 C12 120.2(2) . . ?
 C12 C13 H13 119.9 . . ?
 N2 C1 H1 120.6 . . ?
 C2 C1 N2 118.8(2) . . ?
 C2 C1 H1 120.6 . . ?
 C18 C19 H19 120.3 . . ?
 C18 C19 C20 119.5(2) . . ?
 C20 C19 H19 120.3 . . ?
 C16 C21 H21 120.0 . . ?
 C20 C21 C16 120.1(2) . . ?
 C20 C21 H21 120.0 . . ?
 C17 C18 H18 119.7 . . ?
 C19 C18 C17 120.7(2) . . ?
 C19 C18 H18 119.7 . . ?
 C13 C12 H12 119.8 . . ?
 C11 C12 C13 120.3(2) . . ?
 C11 C12 H12 119.8 . . ?
 C12 C11 H11 120.2 . . ?
 C12 C11 C10 119.7(2) . . ?
 C10 C11 H11 120.2 . . ?
 C14 C15 C16 179.1(2) . . ?
 C5 C4 H4 120.6 . . ?
 C3 C4 C5 118.8(2) . . ?
 C3 C4 H4 120.6 . . ?
 C19 C20 H20 119.7 . . ?
 C21 C20 C19 120.6(2) . . ?
 C21 C20 H20 119.7 . . ?
 C15 C14 Se1 172.13(19) . . ?
 C9 C10 C11 120.3(2) . . ?
 C9 C10 H10 119.9 . . ?
 C11 C10 H10 119.9 . . ?

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 C5 C4 C3 0.5(3) . . . . ?
 N1 C6 C7 Se1 -169.92(17) . . . . ?
 N1 C6 C7 N2 -0.7(2) . . . . ?
 N1 C6 C8 C9 9.5(3) . . . . ?
 N1 C6 C8 C13 -170.71(19) . . . . ?
 N1 C5 C4 C3 179.8(2) . . . . ?
 C6 N1 C5 N2 0.5(2) . . . . ?
 C6 N1 C5 C4 -178.9(2) . . . . ?
 C6 C8 C9 C10 -179.02(19) . . . . ?
 C6 C8 C13 C12 178.54(19) . . . . ?
 C16 C17 C18 C19 -2.0(3) . . . . ?
 C16 C21 C20 C19 -0.7(3) . . . . ?
 C7 N2 C5 N1 -0.9(2) . . . . ?
 C7 N2 C5 C4 178.55(18) . . . . ?
 C7 N2 C1 C2 -178.6(2) . . . . ?
 C7 C6 C8 C9 -169.5(2) . . . . ?
 C7 C6 C8 C13 10.3(3) . . . . ?
 C2 C3 C4 C5 0.5(3) . . . . ?
 C8 C6 C7 Se1 9.2(4) . . . . ?
 C8 C6 C7 N2 178.34(19) . . . . ?
 C8 C9 C10 C11 0.5(3) . . . . ?
 C8 C13 C12 C11 0.5(3) . . . . ?
 C5 N2 C7 Se1 172.09(14) . . . . ?
 C5 N2 C7 C6 1.0(2) . . . . ?
 C5 N2 C1 C2 1.2(3) . . . . ?
 C5 N1 C6 C7 0.2(2) . . . . ?
 C5 N1 C6 C8 -179.02(17) . . . . ?
 C3 C2 C1 N2 -0.2(3) . . . . ?
 C9 C8 C13 C12 -1.7(3) . . . . ?
 C17 C16 C21 C20 -0.2(3) . . . . ?
 C13 C8 C9 C10 1.2(3) . . . . ?
 C13 C12 C11 C10 1.2(3) . . . . ?
 C1 N2 C7 Se1 -8.1(3) . . . . ?
 C1 N2 C7 C6 -179.2(2) . . . . ?
 C1 N2 C5 N1 179.24(18) . . . . ?
 C1 N2 C5 C4 -1.3(3) . . . . ?
 C1 C2 C3 C4 -0.6(3) . . . . ?
 C21 C16 C17 C18 1.5(3) . . . . ?
 C18 C19 C20 C21 0.3(3) . . . . ?
 C12 C11 C10 C9 -1.7(3) . . . . ?
 C15 C16 C17 C18 -177.4(2) . . . . ?
 C15 C16 C21 C20 178.7(2) . . . . ?
 C20 C19 C18 C17 1.0(3) . . . . ?

_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  1.652
_oxdiff_exptl_absorpt_empirical_full_min  0.716
