# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2g
_database_code_depnum_ccdc_archive 'CCDC 2250168'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H15 F3 O3 Se'
_chemical_formula_sum            'C16 H15 F3 O3 Se'
_chemical_formula_weight         391.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H14 F3 O3 Se '
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'
F F 0.0727 0.0534 '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'

_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                   8.4142(2)
_cell_length_b                   25.3815(4)
_cell_length_c                   8.4387(2)
_cell_angle_alpha                90
_cell_angle_beta                 119.088(3)
_cell_angle_gamma                90
_cell_volume                     1574.90(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13532
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.6040
_cell_measurement_theta_min      3.4880
_shelx_estimated_absorpt_T_max   0.611
_shelx_estimated_absorpt_T_min   0.529
_exptl_absorpt_coefficient_mu    3.646
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
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    1.650
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            18825
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.495
_diffrn_reflns_theta_max         67.495
_diffrn_reflns_theta_min         3.483
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -76.00   3.00   0.50    0.09    --  -47.35 101.00 -67.00  158
  2  ω    -10.00  27.00   0.50    0.09    --   47.35-101.00-172.00   74
  3  ω   -125.00 -86.00   0.50    0.37    -- -106.00-101.00-172.00   78
  4  ω   -169.00-129.00   0.50    0.37    -- -106.00-101.00-172.00   80
  5  ω     93.00 124.00   0.50    0.37    --  113.25 101.00 -67.00   62
  6  ω     78.00 106.00   0.50    0.37    --  113.25-101.00-172.00   56
  7  ω     -7.00  23.00   0.50    0.09    --  -47.35  19.00-120.00   60
  8  ω    -26.00  28.00   0.50    0.09    --  -47.35  19.00-150.00  108
  9  ω   -119.00 -93.00   0.50    0.09    --  -47.35-125.00 -30.00   52
 10  ω    -38.00  26.00   0.50    0.09    --  -47.35  37.00 -60.00  128
 11  ω    -25.00  12.00   0.50    0.09    --  -47.35  19.00  90.00   74
 12  ω    -42.00  -4.00   0.50    0.09    --  -47.35  37.00-180.00   76
 13  ω     63.00  88.00   0.50    0.09    --   47.35-125.00-180.00   50
 14  ω   -107.00 -33.00   0.50    0.37    -- -106.00 114.00  96.49  148
 15  ω   -106.00 -54.00   0.50    0.37    -- -106.00 125.00 -30.00  104
 16  ω   -177.00 -95.00   0.50    0.37    -- -106.00 -45.00 -90.00  164
 17  ω   -177.00 -95.00   0.50    0.37    -- -106.00 -94.00-120.00  164
 18  ω    -82.00 -36.00   0.50    0.37    -- -106.00  77.00 120.00   92
 19  ω    -61.00 -33.00   0.50    0.37    -- -106.00 111.00 -72.73   56
 20  ω   -127.00-101.00   0.50    0.37    -- -106.00 146.00-172.13   52
 21  ω   -176.00-100.00   0.50    0.37    -- -106.00 -45.00 -60.00  152
 22  ω   -110.00 -34.00   0.50    0.37    -- -106.00 125.00   0.00  152
 23  ω    -73.00 -36.00   0.50    0.37    -- -106.00 125.00-180.00   74
 24  ω    -66.00 -35.00   0.50    0.37    -- -106.00 125.00  30.00   62
 25  ω   -108.00 -74.00   0.50    0.37    -- -106.00 125.00  30.00   68
 26  ω   -176.00 -92.00   0.50    0.37    -- -106.00 -15.00-180.00  168
 27  ω   -105.00 -73.00   0.50    0.37    -- -106.00 108.00  35.35   64
 28  ω   -124.00 -73.00   0.50    0.37    -- -106.00 142.00  24.26  102
 29  ω    -78.00 -51.00   0.50    0.37    -- -106.00 146.00-172.13   54
 30  ω   -121.00 -77.00   0.50    0.37    -- -106.00 138.00 159.41   88
 31  ω   -103.00 -77.00   0.50    0.37    -- -106.00 141.00  36.11   52
 32  ω   -108.00 -73.00   0.50    0.37    -- -106.00 111.00 -72.73   70
 33  ω   -102.00 -72.00   0.50    0.37    -- -106.00 101.00 -67.00   60
 34  ω    -64.00 -34.00   0.50    0.37    -- -106.00  61.00 -60.00   60
 35  ω     42.00  71.00   0.50    0.37    --  113.25 -61.00  90.00   58
 36  ω    103.00 171.00   0.50    0.37    --  113.25  15.00  30.00  136
 37  ω     58.00  95.00   0.50    0.37    --  113.25 -94.00 150.00   74
 38  ω     42.00  98.00   0.50    0.37    --  113.25 -77.00-180.00  112
 39  ω     52.00  91.00   0.50    0.37    --  113.25-125.00 -60.00   78
 40  ω     43.00  70.00   0.50    0.37    --  113.25 -61.00  30.00   54
 41  ω    103.00 171.00   0.50    0.37    --  113.25  45.00  90.00  136
 42  ω    146.00 174.00   0.50    0.37    --  113.25 125.00  90.00   56
 43  ω     72.00 102.00   0.50    0.37    --  113.25 -94.00 120.00   60
 44  ω    100.00 126.00   0.50    0.37    --  113.25 125.00  90.00   52
;
_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      0.0844815000
_diffrn_orient_matrix_UB_12      -0.0289291000
_diffrn_orient_matrix_UB_13      0.1835334000
_diffrn_orient_matrix_UB_21      -0.1069511000
_diffrn_orient_matrix_UB_22      -0.0501310000
_diffrn_orient_matrix_UB_23      -0.0956734000
_diffrn_orient_matrix_UB_31      0.1590102000
_diffrn_orient_matrix_UB_32      -0.0183207000
_diffrn_orient_matrix_UB_33      -0.0282337000
_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                2747
_reflns_number_total             2812
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.422
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.257
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2812
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0767
_refine_ls_restrained_S_all      1.257
_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)+22.3191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1803
_refine_ls_wR_factor_ref         0.1807
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C11(H11), C9(H9), C6(H6), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C)
;
_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 0.22454(11) 0.38533(3) 0.07300(11) 0.0239(3) Uani 1 1 d . . . . .
O3 O 0.2089(7) 0.4892(2) 0.2353(8) 0.0275(12) Uani 1 1 d . . . . .
O2 O 0.7783(7) 0.5605(2) 0.3297(8) 0.0279(12) Uani 1 1 d . . . . .
O1 O 0.5959(7) 0.3885(2) 0.1005(7) 0.0266(12) Uani 1 1 d . . . . .
F3 F 0.8426(7) 0.2488(2) 0.7418(9) 0.0605(19) Uani 1 1 d . . . . .
F1 F 0.7931(8) 0.3271(3) 0.7890(9) 0.068(2) Uani 1 1 d . . . . .
F2 F 0.8874(7) 0.3112(3) 0.6043(8) 0.070(2) Uani 1 1 d . . . . .
C8 C 0.5674(10) 0.4350(3) 0.1623(9) 0.0199(15) Uani 1 1 d . . . . .
C1 C 0.3355(10) 0.3305(3) 0.2501(10) 0.0199(15) Uani 1 1 d . . . . .
C10 C 0.6501(10) 0.5229(3) 0.2793(10) 0.0212(15) Uani 1 1 d . . . . .
C3 C 0.5828(10) 0.2902(3) 0.5084(10) 0.0206(15) Uani 1 1 d . . . . .
C2 C 0.5121(10) 0.3332(3) 0.3920(10) 0.0206(15) Uani 1 1 d . . . . .
H2 H 0.5940 0.3682 0.4122 0.025 Uiso 1 1 calc R U . . .
C11 C 0.4909(10) 0.5284(3) 0.2871(10) 0.0211(15) Uani 1 1 d . . . . .
H11 H 0.4620 0.5648 0.3361 0.025 Uiso 1 1 calc R U . . .
C12 C 0.3674(10) 0.4866(3) 0.2309(10) 0.0206(15) Uani 1 1 d . . . . .
C16 C 0.7758(11) 0.2938(3) 0.6629(11) 0.0264(17) Uani 1 1 d . . . . .
C9 C 0.6903(10) 0.4761(3) 0.2187(10) 0.0214(15) Uani 1 1 d . . . . .
H9 H 0.8174 0.4722 0.2160 0.026 Uiso 1 1 calc R U . . .
C15 C 0.1660(11) 0.5373(3) 0.2950(11) 0.0275(17) Uani 1 1 d . . . . .
H15A H 0.1556 0.5694 0.2036 0.041 Uiso 1 1 calc R U . . .
H15B H 0.2734 0.5464 0.4327 0.041 Uiso 1 1 calc R U . . .
H15C H 0.0362 0.5330 0.2944 0.041 Uiso 1 1 calc R U . . .
C7 C 0.4031(10) 0.4401(3) 0.1687(10) 0.0203(15) Uani 1 1 d . . . . .
C6 C 0.2317(10) 0.2862(3) 0.2280(11) 0.0274(17) Uani 1 1 d . . . . .
H6 H 0.0936 0.2840 0.1161 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4802(11) 0.2464(3) 0.4901(11) 0.0252(16) Uani 1 1 d . . . . .
H4 H 0.5366 0.2139 0.5850 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7449(12) 0.6095(3) 0.3915(12) 0.0305(18) Uani 1 1 d . . . . .
H14A H 0.6174 0.6264 0.2860 0.046 Uiso 1 1 calc R U . . .
H14B H 0.8570 0.6367 0.4215 0.046 Uiso 1 1 calc R U . . .
H14C H 0.7346 0.6029 0.5145 0.046 Uiso 1 1 calc R U . . .
C13 C 0.7705(12) 0.3806(3) 0.1160(12) 0.0330(19) Uani 1 1 d . . . . .
H13A H 0.7945 0.4106 0.0370 0.049 Uiso 1 1 calc R U . . .
H13B H 0.7762 0.3414 0.0644 0.049 Uiso 1 1 calc R U . . .
H13C H 0.8752 0.3836 0.2587 0.049 Uiso 1 1 calc R U . . .
C5 C 0.3034(11) 0.2442(3) 0.3486(12) 0.0314(18) Uani 1 1 d . . . . .
H5 H 0.2204 0.2097 0.3316 0.038 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 C1 1.919(7) . ?
Se1 C7 1.913(7) . ?
O3 C12 1.354(9) . ?
O3 C15 1.433(9) . ?
O2 C10 1.344(9) . ?
O2 C14 1.429(9) . ?
O1 C8 1.359(9) . ?
O1 C13 1.425(10) . ?
F3 C16 1.303(9) . ?
F1 C16 1.312(10) . ?
F2 C16 1.332(10) . ?
C8 C9 1.381(11) . ?
C8 C7 1.415(10) . ?
C1 C2 1.385(10) . ?
C1 C6 1.380(10) . ?
C10 C11 1.380(10) . ?
C10 C9 1.398(10) . ?
C3 C2 1.393(10) . ?
C3 C16 1.512(10) . ?
C3 C4 1.371(11) . ?
C2 H2 1.0850 . ?
C11 H11 1.0850 . ?
C11 C12 1.398(10) . ?
C12 C7 1.384(10) . ?
C9 H9 1.0850 . ?
C15 H15A 1.0950 . ?
C15 H15B 1.0950 . ?
C15 H15C 1.0950 . ?
C6 H6 1.0850 . ?
C6 C5 1.392(11) . ?
C4 H4 1.0850 . ?
C4 C5 1.384(11) . ?
C14 H14A 1.0950 . ?
C14 H14B 1.0950 . ?
C14 H14C 1.0950 . ?
C13 H13A 1.0950 . ?
C13 H13B 1.0950 . ?
C13 H13C 1.0950 . ?
C5 H5 1.0850 . ?

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
C7 Se1 C1 102.3(3) . . ?
C12 O3 C15 118.0(6) . . ?
C10 O2 C14 117.6(6) . . ?
C8 O1 C13 117.0(6) . . ?
O1 C8 C9 123.2(7) . . ?
O1 C8 C7 116.8(6) . . ?
C9 C8 C7 120.0(7) . . ?
C2 C1 Se1 123.3(5) . . ?
C6 C1 Se1 116.7(6) . . ?
C6 C1 C2 120.0(7) . . ?
O2 C10 C11 124.1(7) . . ?
O2 C10 C9 114.7(7) . . ?
C11 C10 C9 121.1(7) . . ?
C2 C3 C16 118.2(7) . . ?
C4 C3 C2 121.8(7) . . ?
C4 C3 C16 119.9(7) . . ?
C1 C2 C3 118.8(7) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.1(7) . . ?
C12 C11 H11 120.5 . . ?
O3 C12 C11 122.3(7) . . ?
O3 C12 C7 116.7(7) . . ?
C7 C12 C11 121.0(7) . . ?
F3 C16 F1 107.5(7) . . ?
F3 C16 F2 105.9(7) . . ?
F3 C16 C3 113.9(6) . . ?
F1 C16 F2 105.5(7) . . ?
F1 C16 C3 112.8(7) . . ?
F2 C16 C3 110.8(6) . . ?
C8 C9 C10 119.6(7) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C7 Se1 120.0(5) . . ?
C12 C7 Se1 120.6(5) . . ?
C12 C7 C8 119.2(7) . . ?
C1 C6 H6 119.9 . . ?
C1 C6 C5 120.3(7) . . ?
C5 C6 H6 119.9 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.9(7) . . ?
C5 C4 H4 120.6 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.2(7) . . ?
C4 C5 H5 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
Se1 C1 C2 C3 -177.0(5) . . . . ?
Se1 C1 C6 C5 178.8(6) . . . . ?
O3 C12 C7 Se1 5.8(9) . . . . ?
O3 C12 C7 C8 -179.5(6) . . . . ?
O2 C10 C11 C12 -180.0(7) . . . . ?
O2 C10 C9 C8 -179.6(7) . . . . ?
O1 C8 C9 C10 179.6(7) . . . . ?
O1 C8 C7 Se1 -5.4(9) . . . . ?
O1 C8 C7 C12 179.9(6) . . . . ?
C1 C6 C5 C4 -0.9(13) . . . . ?
C10 C11 C12 O3 179.7(7) . . . . ?
C10 C11 C12 C7 0.2(11) . . . . ?
C3 C4 C5 C6 -0.3(13) . . . . ?
C2 C1 C6 C5 0.4(12) . . . . ?
C2 C3 C16 F3 -167.0(7) . . . . ?
C2 C3 C16 F1 70.2(9) . . . . ?
C2 C3 C16 F2 -47.8(10) . . . . ?
C2 C3 C4 C5 2.0(12) . . . . ?
C11 C10 C9 C8 1.2(11) . . . . ?
C11 C12 C7 Se1 -174.7(5) . . . . ?
C11 C12 C7 C8 0.0(11) . . . . ?
C16 C3 C2 C1 -179.9(7) . . . . ?
C16 C3 C4 C5 179.4(7) . . . . ?
C9 C8 C7 Se1 175.1(5) . . . . ?
C9 C8 C7 C12 0.4(11) . . . . ?
C9 C10 C11 C12 -0.9(11) . . . . ?
C15 O3 C12 C11 1.9(11) . . . . ?
C15 O3 C12 C7 -178.5(7) . . . . ?
C7 C8 C9 C10 -1.0(11) . . . . ?
C6 C1 C2 C3 1.2(11) . . . . ?
C4 C3 C2 C1 -2.5(11) . . . . ?
C4 C3 C16 F3 15.5(11) . . . . ?
C4 C3 C16 F1 -107.4(9) . . . . ?
C4 C3 C16 F2 134.7(8) . . . . ?
C14 O2 C10 C11 -1.4(11) . . . . ?
C14 O2 C10 C9 179.4(7) . . . . ?
C13 O1 C8 C9 7.5(10) . . . . ?
C13 O1 C8 C7 -172.0(6) . . . . ?

_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 1.442
_oxdiff_exptl_absorpt_empirical_full_min 0.830
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3b
_database_code_depnum_ccdc_archive 'CCDC 2250170'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 N2 O4 Se2'
_chemical_formula_sum            'C12 H8 N2 O4 Se2'
_chemical_formula_weight         402.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H8 N2 O4 Se '
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   7.19910(10)
_cell_length_b                   14.1649(2)
_cell_length_c                   12.8571(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.3270(10)
_cell_angle_gamma                90
_cell_volume                     1311.08(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3203
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      79.0870
_cell_measurement_theta_min      6.2360
_shelx_estimated_absorpt_T_max   0.373
_shelx_estimated_absorpt_T_min   0.326
_exptl_absorpt_coefficient_mu    7.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.037
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3717
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.739
_diffrn_reflns_theta_min         6.249
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00   7.00   0.50    1.06    --  -47.35 103.00 108.00  176
  2  ω     23.00  50.00   0.50    1.06    --   47.35-103.00   5.00   54
  3  ω     58.00  83.00   0.50    1.06    --   47.35-103.00   5.00   50
  4  ω    -99.00 -47.00   0.50    3.23    -- -106.00 103.00 108.00  104
  5  ω   -131.00 -93.00   0.50    3.23    -- -106.00-103.00   5.00   76
  6  ω     42.00 103.00   0.50    3.23    --  113.25-103.00   5.00  122
  7  ω   -102.00 -77.00   0.50    1.06    --  -47.35-125.00  90.00   50
  8  ω     80.00 113.00   0.50    1.06    --   47.35 125.00 -30.00   66
  9  ω    -25.00  26.00   0.50    1.06    --   47.35 -19.00 -30.00  102
 10  ω     75.00 118.00   0.50    1.06    --   47.35 125.00  60.00   86
 11  ω    -66.00 -38.00   0.50    3.23    -- -106.00  61.00 -30.00   56
 12  ω   -116.00 -88.00   0.50    3.23    -- -106.00-125.00 -60.00   56
 13  ω    -70.00 -37.00   0.50    3.23    -- -106.00  61.00-180.00   66
 14  ω    -70.00 -37.00   0.50    3.23    -- -106.00  61.00 120.00   66
 15  ω    -69.00 -33.00   0.50    3.23    -- -106.00  61.00 -60.00   72
 16  ω   -165.00-139.00   0.50    3.23    -- -106.00-125.00 -60.00   52
 17  ω    -68.00 -38.00   0.50    3.23    -- -106.00  61.00 -90.00   60
 18  ω     73.00 102.00   0.50    3.23    --  113.25 -94.00  30.00   58
 19  ω     46.00  71.00   0.50    3.23    --  113.25 -94.00  30.00   50
 20  ω    141.00 175.00   0.50    3.23    --  113.25  45.00 -90.00   68
 21  ω    111.00 142.00   0.50    3.23    --  113.25  45.00  60.00   62
 22  ω    101.00 128.00   0.50    3.23    --  113.25  45.00 -90.00   54
 23  ω     44.00  71.00   0.50    3.23    --  113.25 -61.00   0.00   54
 24  ω     46.00  71.00   0.50    3.23    --  113.25 -61.00 -90.00   50
 25  ω     44.00  69.00   0.50    3.23    --  113.25 -61.00  30.00   50
 26  ω    117.00 167.00   0.50    3.23    --  113.25  30.00  90.00  100
;
_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      0.0491792000
_diffrn_orient_matrix_UB_12      0.0575779000
_diffrn_orient_matrix_UB_13      0.0979977000
_diffrn_orient_matrix_UB_21      -0.0962894000
_diffrn_orient_matrix_UB_22      0.0871766000
_diffrn_orient_matrix_UB_23      -0.0475013000
_diffrn_orient_matrix_UB_31      -0.1846515000
_diffrn_orient_matrix_UB_32      -0.0301299000
_diffrn_orient_matrix_UB_33      0.0500675000
_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                1303
_reflns_number_total             1350
_reflns_odcompleteness_completeness 97.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.911
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0293
_refine_ls_restrained_S_all      1.040
_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)+(0.0613P)²+2.1966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0824
_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), C6(H6), C5(H5), C3(H3)
;
_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 0.58725(3) 0.18635(2) 0.32536(2) 0.01673(14) Uani 1 1 d . . . . .
O1 O 0.2807(3) 0.48230(13) 0.70097(14) 0.0262(4) Uani 1 1 d . . . . .
O2 O 0.1745(3) 0.55921(13) 0.56738(16) 0.0289(4) Uani 1 1 d . . . . .
N1 N 0.2559(3) 0.49173(14) 0.60651(16) 0.0203(4) Uani 1 1 d . . . . .
C2 C 0.5025(3) 0.27652(17) 0.51533(17) 0.0184(4) Uani 1 1 d . . . . .
H2 H 0.5830 0.2185 0.5472 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3288(3) 0.41837(16) 0.53717(18) 0.0178(4) Uani 1 1 d . . . . .
C6 C 0.3640(3) 0.35543(16) 0.36622(18) 0.0181(4) Uani 1 1 d . . . . .
H6 H 0.3380 0.3587 0.2831 0.022 Uiso 1 1 calc R U . . .
C1 C 0.4692(3) 0.28207(17) 0.40813(17) 0.0169(4) Uani 1 1 d . . . . .
C5 C 0.2925(3) 0.42441(17) 0.43150(19) 0.0192(5) Uani 1 1 d . . . . .
H5 H 0.2098 0.4819 0.4003 0.023 Uiso 1 1 calc R U . . .
C3 C 0.4322(3) 0.34550(17) 0.58042(18) 0.0194(5) Uani 1 1 d . . . . .
H3 H 0.4574 0.3426 0.6636 0.023 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 Se1 2.3035(4) 2_655 ?
Se1 C1 1.924(2) . ?
O1 N1 1.234(3) . ?
O2 N1 1.228(3) . ?
N1 C4 1.468(3) . ?
C2 H2 1.0850 . ?
C2 C1 1.400(3) . ?
C2 C3 1.384(3) . ?
C4 C5 1.385(3) . ?
C4 C3 1.387(3) . ?
C6 H6 1.0850 . ?
C6 C1 1.393(3) . ?
C6 C5 1.389(3) . ?
C5 H5 1.0850 . ?
C3 H3 1.0850 . ?

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
C1 Se1 Se1 102.99(7) . 2_655 ?
O1 N1 C4 118.1(2) . . ?
O2 N1 O1 123.6(2) . . ?
O2 N1 C4 118.3(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C3 C2 C1 119.6(2) . . ?
C5 C4 N1 119.1(2) . . ?
C5 C4 C3 122.5(2) . . ?
C3 C4 N1 118.4(2) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C1 119.6(2) . . ?
C2 C1 Se1 115.54(17) . . ?
C6 C1 Se1 123.56(17) . . ?
C6 C1 C2 120.8(2) . . ?
C4 C5 C6 118.7(2) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C2 C3 C4 118.7(2) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?

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
O1 N1 C4 C5 176.0(2) . . . . ?
O1 N1 C4 C3 -4.1(3) . . . . ?
O2 N1 C4 C5 -4.4(3) . . . . ?
O2 N1 C4 C3 175.5(2) . . . . ?
N1 C4 C5 C6 179.2(2) . . . . ?
N1 C4 C3 C2 -179.5(2) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C6 C5 C4 0.2(3) . . . . ?
C5 C4 C3 C2 0.4(4) . . . . ?
C5 C6 C1 Se1 -176.39(17) . . . . ?
C5 C6 C1 C2 0.6(3) . . . . ?
C3 C2 C1 Se1 176.29(17) . . . . ?
C3 C2 C1 C6 -0.9(3) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?

_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 1.405
_oxdiff_exptl_absorpt_empirical_full_min 0.724
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2i
_database_code_depnum_ccdc_archive 'CCDC 2250169'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H15 N O3 Se'
_chemical_formula_sum            'C16 H15 N O3 Se'
_chemical_formula_weight         348.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H15 N O3 Se '
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'

_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                   14.6406(9)
_cell_length_b                   4.3593(3)
_cell_length_c                   23.6861(19)
_cell_angle_alpha                90
_cell_angle_beta                 104.016(8)
_cell_angle_gamma                90
_cell_volume                     1466.71(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2339
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.2630
_cell_measurement_theta_min      3.0980
_shelx_estimated_absorpt_T_max   0.618
_shelx_estimated_absorpt_T_min   0.522
_exptl_absorpt_coefficient_mu    3.554
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
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    1.577
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1605
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            25265
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.490
_diffrn_reflns_theta_max         67.490
_diffrn_reflns_theta_min         3.111
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   2.00   0.50    0.05    --  -47.35  18.00  19.00   56
  2  ω   -112.00 -41.00   0.50    0.05    --  -47.35 -18.00-148.00  142
  3  ω    -26.00  26.00   0.50    0.05    --   47.35 -18.00-148.00  104
  4  ω     36.00 122.00   0.50    0.05    --   47.35  18.00  19.00  172
  5  ω   -170.00-116.00   0.50    0.05    -- -106.00 -18.00-148.00  108
  6  ω    102.00 127.00   0.50    0.05    --  113.25  18.00  19.00   50
  7  ω    -20.00  41.00   0.50    0.05    --   47.35 -37.00  60.00  122
  8  ω    -93.00 -67.00   0.50    0.05    -- -106.00 125.00  90.00   52
  9  ω    -64.00 -33.00   0.50    0.05    -- -106.00  61.00 120.00   62
 10  ω   -112.00 -86.00   0.50    0.05    -- -106.00 125.00  60.00   52
 11  ω    -66.00 -34.00   0.50    0.05    -- -106.00  61.00 -60.00   64
 12  ω    -60.00 -35.00   0.50    0.05    -- -106.00 125.00  90.00   50
 13  ω    -60.00 -34.00   0.50    0.05    -- -106.00  61.00-180.00   52
 14  ω    -70.00 -45.00   0.50    0.05    -- -106.00  61.00 -30.00   50
 15  ω    -64.00 -34.00   0.50    0.05    -- -106.00  61.00  90.00   60
 16  ω    -72.00 -40.00   0.50    0.05    -- -106.00 125.00  60.00   64
 17  ω    126.00 177.00   0.50    0.05    --  113.25  45.00 -60.00  102
 18  ω     73.00 106.00   0.50    0.05    --  113.25 -94.00 120.00   66
 19  ω    106.00 168.00   0.50    0.05    --  113.25  30.00  60.00  124
 20  ω    126.00 176.00   0.50    0.05    --  113.25  45.00 -30.00  100
 21  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00   0.00   50
 22  ω     60.00  86.00   0.50    0.05    --  113.25-125.00  90.00   52
 23  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 120.00   50
 24  ω     44.00 104.00   0.50    0.05    --  113.25 -77.00 120.00  120
 25  ω    100.00 170.00   0.50    0.05    --  113.25  15.00 -60.00  140
 26  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 150.00   50
 27  ω    -82.00 -31.00   0.50    0.05    --  -47.35 108.00-177.00  102
 28  ω    -15.00  21.00   0.50    0.05    --   18.00  99.00-135.08   72
 29  ω    -14.00  11.00   0.50    0.05    --   18.00  96.00 142.74   50
 30  ω    -11.00  14.00   0.50    0.05    --   22.00  99.00  40.69   50
 31  ω     -9.00  17.00   0.50    0.05    --   22.00  97.00 -33.08   52
 32  ω     17.00  42.00   0.50    0.05    --   46.00  90.00  99.25   50
 33  ω     17.00  42.00   0.50    0.05    --   46.00  90.00 157.95   50
 34  ω     26.00  52.00   0.50    0.05    --   47.35  77.00 -60.00   52
 35  ω     43.00  89.00   0.50    0.05    --   47.35  19.00  90.00   92
 36  ω     25.00  51.00   0.50    0.05    --   47.35  77.00   0.00   52
 37  ω     56.00  95.00   0.50    0.05    --   47.35-125.00  90.00   78
 38  ω     25.00  52.00   0.50    0.05    --   47.35-125.00  90.00   54
 39  ω     28.00  54.00   0.50    0.05    --   50.00  76.00 139.87   52
 40  ω     30.00  67.00   0.50    0.05    --   50.00  75.00-136.35   74
 41  ω     55.00  81.00   0.50    0.05    --   50.00  76.00 139.87   52
 42  ω     32.00  64.00   0.50    0.05    --   54.00  77.00  75.71   64
 43  ω     99.00 125.00   0.50    0.05    --   54.00  77.00  75.71   52
 44  ω    -72.00 -36.00   0.50    0.05    --  -58.00 -74.00 165.36   72
 45  ω    -63.00 -38.00   0.50    0.05    --  -58.00 -74.00  35.11   50
 46  ω     35.00  61.00   0.50    0.05    --   58.00  77.00  35.63   52
 47  ω     35.00  65.00   0.50    0.05    --   58.00  77.00-119.58   60
 48  ω   -135.00 -99.00   0.50    0.05    --  -62.00 -74.00-168.16   72
 49  ω    -65.00 -40.00   0.50    0.05    --  -62.00 -74.00-168.16   50
 50  ω     41.00  66.00   0.50    0.05    --   62.00  74.00 -93.91   50
 51  ω    -72.00 -46.00   0.50    0.05    --  -66.00 -69.00  -9.73   52
 52  ω    -80.00 -54.00   0.50    0.05    --  -66.00 -60.00 132.24   52
 53  ω    -70.00 -44.00   0.50    0.05    --  -66.00 -74.00 -48.58   52
 54  ω    -74.00 -48.00   0.50    0.05    --  -66.00 -65.00  -4.05   52
 55  ω    -75.00 -49.00   0.50    0.05    --  -66.00 -65.00  13.81   52
 56  ω    -77.00 -51.00   0.50    0.05    --  -70.00 -67.00-172.57   52
 57  ω     47.00  73.00   0.50    0.05    --   70.00  77.00 -32.54   52
 58  ω     50.00  76.00   0.50    0.05    --   70.00  74.00  14.57   52
 59  ω     49.00  75.00   0.50    0.05    --   70.00  76.00 -90.33   52
 60  ω    -85.00 -59.00   0.50    0.05    --  -74.00 -63.00  -1.72   52
 61  ω    -83.00 -57.00   0.50    0.05    --  -74.00 -63.00 114.20   52
 62  ω    -84.00 -58.00   0.50    0.05    --  -74.00 -59.00  41.10   52
 63  ω    -88.00 -62.00   0.50    0.05    --  -78.00 -60.00  11.10   52
 64  ω    -87.00 -61.00   0.50    0.05    --  -78.00 -63.00-176.70   52
 65  ω    -86.00 -61.00   0.50    0.05    --  -78.00 -61.00 169.41   50
 66  ω    -91.00 -64.00   0.50    0.05    --  -78.00 -52.00  79.61   54
 67  ω    -83.00 -57.00   0.50    0.05    --  -78.00 -75.00 -84.16   52
 68  ω    -81.00 -56.00   0.50    0.05    --  -78.00 -74.00 -19.02   50
 69  ω    -93.00 -67.00   0.50    0.05    --  -82.00 -56.00 153.60   52
 70  ω    -94.00 -68.00   0.50    0.05    --  -82.00 -57.00  35.70   52
 71  ω    -85.00 -60.00   0.50    0.05    --  -82.00 -74.00-131.31   50
 72  ω    -89.00 -64.00   0.50    0.05    --  -82.00 -64.00   1.03   50
 73  ω    -91.00 -66.00   0.50    0.05    --  -82.00 -59.00  22.32   50
 74  ω    -88.00 -62.00   0.50    0.05    --  -82.00 -71.00  -3.00   52
 75  ω    -89.00 -63.00   0.50    0.05    --  -82.00 -69.00 -59.82   52
 76  ω    -85.00 -59.00   0.50    0.05    --  -82.00 -77.00-130.92   52
 77  ω    -93.00 -68.00   0.50    0.05    --  -82.00 -54.00  56.98   50
 78  ω    -86.00 -60.00   0.50    0.05    --  -82.00 -77.00 103.16   52
 79  ω    -96.00 -70.00   0.50    0.05    --  -86.00 -62.00  15.17   52
 80  ω    -97.00 -71.00   0.50    0.05    --  -86.00 -60.00 179.93   52
 81  ω    -94.00 -69.00   0.50    0.05    --  -90.00 -73.00-132.61   50
 82  ω   -100.00 -74.00   0.50    0.05    --  -90.00 -59.00  33.93   52
 83  ω   -102.00 -76.00   0.50    0.05    --  -90.00 -55.00 -83.25   52
 84  ω   -101.00 -76.00   0.50    0.05    --  -90.00 -53.00-113.35   50
 85  ω    -94.00 -68.00   0.50    0.05    --  -90.00 -74.00-140.39   52
 86  ω   -107.00 -82.00   0.50    0.05    --  -98.00 -64.00 164.41   50
 87  ω   -165.00-136.00   0.50    0.05    --  -98.00 -64.00 164.41   58
 88  ω   -101.00 -75.00   0.50    0.05    --  -98.00 -77.00-138.52   52
 89  ω   -109.00 -84.00   0.50    0.05    --  -98.00 -51.00  74.52   50
 90  ω   -149.00-123.00   0.50    0.05    --  -98.00 -51.00  74.52   52
 91  ω   -108.00 -82.00   0.50    0.05    --  -98.00 -60.00 -82.02   52
 92  ω   -106.00 -80.00   0.50    0.05    -- -102.00 -75.00-155.10   52
 93  ω   -170.00-130.00   0.50    0.05    -- -102.00 -75.00-155.10   80
 94  ω   -130.00 -89.00   0.50    0.05    -- -102.00 -54.00 146.95   82
 95  ω   -162.00-137.00   0.50    0.05    -- -102.00 -54.00 146.95   50
 96  ω   -176.00-139.00   0.50    0.05    -- -106.00 -54.00 138.32   74
 97  ω   -176.00-150.00   0.50    0.05    -- -106.00 -61.00 174.35   52
 98  ω   -140.00-115.00   0.50    0.05    -- -106.00 -82.00  22.14   50
;
_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      0.0603256000
_diffrn_orient_matrix_UB_12      0.0363162000
_diffrn_orient_matrix_UB_13      -0.0445705000
_diffrn_orient_matrix_UB_21      0.0891403000
_diffrn_orient_matrix_UB_22      -0.0768545000
_diffrn_orient_matrix_UB_23      0.0476622000
_diffrn_orient_matrix_UB_31      -0.0135377000
_diffrn_orient_matrix_UB_32      -0.3429021000
_diffrn_orient_matrix_UB_33      -0.0154411000
_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                1981
_reflns_number_total             2641
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.124
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2641
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0709
_refine_ls_restrained_S_all      1.076
_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)+(0.0892P)²+5.6094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1714
_refine_ls_wR_factor_ref         0.1883
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C2(H2), C6(H6), C3(H3), C9(H9), C5(H5)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C14(H14A,H14B,H14C)
;
_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 0.65577(5) 0.04062(16) 0.71986(3) 0.0283(3) Uani 1 1 d . . . . .
O1 O 0.6866(3) -0.0324(10) 0.59994(19) 0.0290(10) Uani 1 1 d . . . . .
O3 O 0.8100(3) 0.4681(10) 0.7769(2) 0.0306(10) Uani 1 1 d . . . . .
O2 O 0.9648(3) 0.6064(11) 0.6247(2) 0.0343(11) Uani 1 1 d . . . . .
N1 N 0.2098(4) 0.6522(16) 0.5537(3) 0.0417(15) Uani 1 1 d . . . . .
C12 C 0.8175(4) 0.4129(14) 0.7218(3) 0.0256(14) Uani 1 1 d . . . . .
C7 C 0.7501(4) 0.2267(15) 0.6871(3) 0.0268(14) Uani 1 1 d . . . . .
C11 C 0.8899(4) 0.5386(14) 0.6989(3) 0.0269(14) Uani 1 1 d . . . . .
H11 H 0.9434 0.6847 0.7255 0.032 Uiso 1 1 calc R U . . .
C1 C 0.5419(4) 0.2030(14) 0.6714(3) 0.0260(14) Uani 1 1 d . . . . .
C2 C 0.5389(4) 0.4179(14) 0.6282(3) 0.0259(14) Uani 1 1 d . . . . .
H2 H 0.6035 0.5016 0.6189 0.031 Uiso 1 1 calc R U . . .
C8 C 0.7545(4) 0.1558(15) 0.6305(3) 0.0284(14) Uani 1 1 d . . . . .
C4 C 0.3697(4) 0.4169(15) 0.6090(3) 0.0294(15) Uani 1 1 d . . . . .
C10 C 0.8915(4) 0.4720(15) 0.6416(3) 0.0287(15) Uani 1 1 d . . . . .
C6 C 0.4584(5) 0.0921(15) 0.6838(3) 0.0300(15) Uani 1 1 d . . . . .
H6 H 0.4615 -0.0772 0.7178 0.036 Uiso 1 1 calc R U . . .
C3 C 0.4518(4) 0.5261(15) 0.5967(3) 0.0301(15) Uani 1 1 d . . . . .
H3 H 0.4482 0.6951 0.5626 0.036 Uiso 1 1 calc R U . . .
C9 C 0.8257(4) 0.2840(14) 0.6069(3) 0.0263(14) Uani 1 1 d . . . . .
H9 H 0.8285 0.2354 0.5624 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2788(5) 0.5450(17) 0.5783(3) 0.0316(15) Uani 1 1 d . . . . .
C13 C 0.6824(5) -0.0803(16) 0.5400(3) 0.0322(15) Uani 1 1 d . . . . .
H13A H 0.6792 0.1416 0.5179 0.048 Uiso 1 1 calc R U . . .
H13B H 0.6196 -0.2145 0.5202 0.048 Uiso 1 1 calc R U . . .
H13C H 0.7453 -0.2048 0.5356 0.048 Uiso 1 1 calc R U . . .
C15 C 0.8784(5) 0.6606(17) 0.8136(3) 0.0342(16) Uani 1 1 d . . . . .
H15A H 0.8775 0.8874 0.7936 0.051 Uiso 1 1 calc R U . . .
H15B H 0.9484 0.5585 0.8193 0.051 Uiso 1 1 calc R U . . .
H15C H 0.8618 0.6832 0.8561 0.051 Uiso 1 1 calc R U . . .
C5 C 0.3726(4) 0.2004(15) 0.6523(3) 0.0282(15) Uani 1 1 d . . . . .
H5 H 0.3078 0.1167 0.6614 0.034 Uiso 1 1 calc R U . . .
C14 C 0.9727(5) 0.5458(18) 0.5664(3) 0.0380(17) Uani 1 1 d . . . . .
H14A H 0.9086 0.6221 0.5353 0.057 Uiso 1 1 calc R U . . .
H14B H 0.9823 0.2992 0.5610 0.057 Uiso 1 1 calc R U . . .
H14C H 1.0334 0.6698 0.5584 0.057 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 1.920(6) . ?
Se1 C1 1.915(6) . ?
O1 C8 1.355(8) . ?
O1 C13 1.422(8) . ?
O3 C12 1.358(8) . ?
O3 C15 1.430(8) . ?
O2 C10 1.365(8) . ?
O2 C14 1.439(8) . ?
N1 C16 1.138(9) . ?
C12 C7 1.383(9) . ?
C12 C11 1.412(9) . ?
C7 C8 1.392(9) . ?
C11 H11 1.0850 . ?
C11 C10 1.394(9) . ?
C1 C2 1.381(9) . ?
C1 C6 1.410(9) . ?
C2 H2 1.0850 . ?
C2 C3 1.395(9) . ?
C8 C9 1.413(9) . ?
C4 C3 1.389(9) . ?
C4 C16 1.463(10) . ?
C4 C5 1.387(10) . ?
C10 C9 1.375(9) . ?
C6 H6 1.0850 . ?
C6 C5 1.379(9) . ?
C3 H3 1.0850 . ?
C9 H9 1.0850 . ?
C13 H13A 1.0950 . ?
C13 H13B 1.0950 . ?
C13 H13C 1.0950 . ?
C15 H15A 1.0950 . ?
C15 H15B 1.0950 . ?
C15 H15C 1.0950 . ?
C5 H5 1.0850 . ?
C14 H14A 1.0950 . ?
C14 H14B 1.0950 . ?
C14 H14C 1.0950 . ?

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
C1 Se1 C7 102.0(3) . . ?
C8 O1 C13 118.1(5) . . ?
C12 O3 C15 118.8(5) . . ?
C10 O2 C14 117.1(5) . . ?
O3 C12 C7 117.5(5) . . ?
O3 C12 C11 122.9(6) . . ?
C7 C12 C11 119.6(6) . . ?
C12 C7 Se1 119.2(5) . . ?
C12 C7 C8 120.6(6) . . ?
C8 C7 Se1 120.1(5) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 C12 118.9(6) . . ?
C10 C11 H11 120.5 . . ?
C2 C1 Se1 124.2(5) . . ?
C2 C1 C6 120.8(6) . . ?
C6 C1 Se1 115.0(5) . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.2(6) . . ?
C3 C2 H2 120.4 . . ?
O1 C8 C7 116.7(5) . . ?
O1 C8 C9 122.9(6) . . ?
C7 C8 C9 120.3(6) . . ?
C3 C4 C16 119.6(6) . . ?
C5 C4 C3 121.1(6) . . ?
C5 C4 C16 119.3(6) . . ?
O2 C10 C11 113.3(6) . . ?
O2 C10 C9 124.5(6) . . ?
C9 C10 C11 122.2(6) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.6(6) . . ?
C5 C6 H6 120.2 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H3 120.1 . . ?
C8 C9 H9 120.8 . . ?
C10 C9 C8 118.4(6) . . ?
C10 C9 H9 120.8 . . ?
N1 C16 C4 177.7(8) . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.6(6) . . ?
C6 C5 H5 120.2 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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 C7 C8 O1 3.8(8) . . . . ?
Se1 C7 C8 C9 -177.9(5) . . . . ?
Se1 C1 C2 C3 -178.3(5) . . . . ?
Se1 C1 C6 C5 178.4(5) . . . . ?
O1 C8 C9 C10 -179.9(6) . . . . ?
O3 C12 C7 Se1 -3.6(8) . . . . ?
O3 C12 C7 C8 -178.8(6) . . . . ?
O3 C12 C11 C10 -179.3(6) . . . . ?
O2 C10 C9 C8 178.8(6) . . . . ?
C12 C7 C8 O1 178.9(6) . . . . ?
C12 C7 C8 C9 -2.8(10) . . . . ?
C12 C11 C10 O2 -179.9(5) . . . . ?
C12 C11 C10 C9 -1.0(10) . . . . ?
C7 C12 C11 C10 0.1(9) . . . . ?
C7 C8 C9 C10 1.9(9) . . . . ?
C11 C12 C7 Se1 176.9(5) . . . . ?
C11 C12 C7 C8 1.8(9) . . . . ?
C11 C10 C9 C8 0.0(9) . . . . ?
C1 C2 C3 C4 0.0(10) . . . . ?
C1 C6 C5 C4 0.0(10) . . . . ?
C2 C1 C6 C5 -0.1(10) . . . . ?
C6 C1 C2 C3 0.2(9) . . . . ?
C3 C4 C5 C6 0.2(10) . . . . ?
C16 C4 C3 C2 176.2(6) . . . . ?
C16 C4 C5 C6 -176.2(6) . . . . ?
C13 O1 C8 C7 172.7(6) . . . . ?
C13 O1 C8 C9 -5.6(9) . . . . ?
C15 O3 C12 C7 -179.8(6) . . . . ?
C15 O3 C12 C11 -0.3(9) . . . . ?
C5 C4 C3 C2 -0.2(10) . . . . ?
C14 O2 C10 C11 179.0(6) . . . . ?
C14 O2 C10 C9 0.1(9) . . . . ?

_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 2.504
_oxdiff_exptl_absorpt_empirical_full_min 0.416
