# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_zengyj_1223
_database_code_depnum_ccdc_archive 'CCDC 1974072'
_audit_update_record             
;
2019-12-25 deposited with the CCDC.	2020-07-06 downloaded from the CCDC.
;
_audit_creation_date             2019-12-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C13 H9 F6 N O2 Se)'
_chemical_formula_sum            'C26 H18 F12 N2 O4 Se2'
_chemical_formula_weight         808.34
_chemical_melting_point          ?
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'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.4389(2)
_cell_length_b                   21.5791(4)
_cell_length_c                   14.6690(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.581(2)
_cell_angle_gamma                90
_cell_volume                     3113.26(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4385
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.8110
_cell_measurement_theta_min      5.1750
_shelx_estimated_absorpt_T_max   0.647
_shelx_estimated_absorpt_T_min   0.535
_exptl_absorpt_coefficient_mu    3.968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11769
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.573
_diffrn_reflns_theta_max         66.573
_diffrn_reflns_theta_min         3.798
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  12.00   1.00    1.00    --    0.00  38.00  30.00   36
  2  ω     19.00  69.00   1.00    1.00    --    0.00  38.00  30.00   50
  3  ω     95.00 121.00   1.00    1.00    --   54.00  57.00   0.00   26
  4  ω    105.00 140.00   1.00    1.00    --  108.00 111.00  90.00   35
  5  ω    151.00 177.00   1.00    1.00    --  108.00  50.00 -30.00   26
  6  ω    100.00 127.00   1.00    1.00    --  108.00 111.00-120.00   27
  7  ω     96.00 163.00   1.00    1.00    --  108.00  63.00-150.00   67
  8  ω     87.00 174.00   1.00    1.00    --  108.00  63.00-120.00   87
  9  ω     76.00 127.00   1.00    1.00    --  108.00 -63.00  60.00   51
 10  ω     39.00 112.00   1.00    1.00    --  108.00-111.00  90.00   73
 11  ω      2.00  81.00   1.00    1.00    --   54.00 -99.00 -60.00   79
 12  ω     23.00  66.00   1.00    1.00    --   54.00-125.00-180.00   43
 13  ω     40.00 108.00   1.00    1.00    --  108.00 -63.00-180.00   68
 14  ω     61.00 109.00   1.00    1.00    --   54.00  57.00-180.00   48
 15  ω     79.00 177.00   1.00    1.00    --  108.00  77.00 -90.00   98
 16  ω    -11.00  75.00   1.00    1.00    --   54.00 -57.00 -30.00   86
 17  ω    -15.00  11.00   1.00    1.00    --    0.00  57.00-180.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0134733000
_diffrn_orient_matrix_UB_12      -0.0384168000
_diffrn_orient_matrix_UB_13      0.0848658000
_diffrn_orient_matrix_UB_21      -0.0925580000
_diffrn_orient_matrix_UB_22      0.0503511000
_diffrn_orient_matrix_UB_23      0.0190670000
_diffrn_orient_matrix_UB_31      -0.1256660000
_diffrn_orient_matrix_UB_32      -0.0329462000
_diffrn_orient_matrix_UB_33      -0.0696843000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4530
_reflns_number_total             5495
_reflns_odcompleteness_completeness 99.93
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.055
_refine_diff_density_min         -0.889
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5495
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.039
_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)+(0.0852P)²+3.6994P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1635
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C24-C25
 1.49 with sigma of 0.01
3. Rigid bond restraints
 C24, C25
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4.a Ternary CH refined with riding coordinates:
 C10(H10), C23(H23)
4.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C22(H22A,H22B), C24(H24A,H24B)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.86815(4) 0.04639(3) 0.20763(3) 0.05230(18) Uani 1 1 d . . . . .
F1 F 1.1579(6) -0.06656(19) 0.1916(4) 0.1204(17) Uani 1 1 d . . . . .
F2 F 0.9508(5) -0.0914(2) 0.1489(4) 0.142(2) Uani 1 1 d . . . . .
F3 F 1.0978(5) -0.14680(16) 0.2471(4) 0.1107(14) Uani 1 1 d . . . . .
F4 F 0.9994(5) 0.05344(19) 0.0744(3) 0.1010(13) Uani 1 1 d . . . . .
F5 F 0.8326(4) 0.1163(2) 0.0516(3) 0.1067(13) Uani 1 1 d . . . . .
F6 F 1.0258(4) 0.13420(17) 0.1594(3) 0.0931(11) Uani 1 1 d . . . . .
O1 O 1.2706(3) 0.13239(17) 0.3593(3) 0.0640(9) Uani 1 1 d . . . . .
O2 O 0.8870(4) 0.12879(18) 0.4412(3) 0.0718(10) Uani 1 1 d . . . . .
N1 N 1.0749(3) 0.11412(17) 0.3946(3) 0.0464(8) Uani 1 1 d . . . . .
C1 C 1.1705(4) 0.1518(2) 0.3736(3) 0.0473(10) Uani 1 1 d . . . . .
C2 C 1.1260(4) 0.2165(2) 0.3770(3) 0.0505(10) Uani 1 1 d . . . . .
C3 C 1.1814(5) 0.2714(2) 0.3601(4) 0.0625(13) Uani 1 1 d . . . . .
H3 H 1.259139 0.271822 0.342636 0.075 Uiso 1 1 calc R . . . .
C4 C 1.1179(7) 0.3257(3) 0.3701(4) 0.0747(16) Uani 1 1 d . . . . .
H4 H 1.154163 0.363378 0.359968 0.090 Uiso 1 1 calc R . . . .
C5 C 1.0013(7) 0.3252(3) 0.3948(4) 0.0809(17) Uani 1 1 d . . . . .
H5 H 0.959701 0.362473 0.399999 0.097 Uiso 1 1 calc R . . . .
C6 C 0.9445(6) 0.2692(3) 0.4121(4) 0.0696(15) Uani 1 1 d . . . . .
H6 H 0.866577 0.268803 0.429428 0.084 Uiso 1 1 calc R . . . .
C7 C 1.0084(5) 0.2153(2) 0.4026(3) 0.0538(11) Uani 1 1 d . . . . .
C8 C 0.9764(4) 0.1499(2) 0.4155(3) 0.0518(11) Uani 1 1 d . . . . .
C9 C 1.0773(5) 0.0469(2) 0.3959(3) 0.0479(10) Uani 1 1 d . . . . .
H9A H 1.011390 0.032100 0.424273 0.057 Uiso 1 1 calc R . . . .
H9B H 1.166474 0.033156 0.436964 0.057 Uiso 1 1 calc R . . . .
C10 C 1.0460(4) 0.01785(19) 0.2957(3) 0.0403(9) Uani 1 1 d . . . . .
H10 H 1.116529 0.030415 0.269106 0.048 Uiso 1 1 calc R . . . .
C11 C 1.0497(5) -0.0533(2) 0.3067(4) 0.0548(11) Uani 1 1 d . . . . .
H11A H 1.125936 -0.064249 0.363635 0.066 Uiso 1 1 calc R . . . .
H11B H 0.967374 -0.066491 0.317953 0.066 Uiso 1 1 calc R . . . .
C12 C 1.0617(6) -0.0884(2) 0.2226(5) 0.0701(15) Uani 1 1 d . . . . .
C13 C 0.9361(6) 0.0891(3) 0.1171(4) 0.0646(14) Uani 1 1 d . . . . .
Se2 Se 0.64273(5) -0.07323(3) -0.19393(4) 0.0596(2) Uani 1 1 d . . . . .
F7 F 0.3563(7) -0.1808(2) -0.1757(5) 0.172(3) Uani 1 1 d . . . . .
F8 F 0.5553(6) -0.2125(3) -0.1499(4) 0.156(2) Uani 1 1 d . . . . .
F9 F 0.3902(5) -0.26092(18) -0.2490(4) 0.1227(16) Uani 1 1 d . . . . .
F10 F 0.5038(6) 0.0181(2) -0.1380(4) 0.1343(19) Uani 1 1 d . . . . .
F11 F 0.6889(6) -0.0091(3) -0.0322(4) 0.163(2) Uani 1 1 d . . . . .
F12 F 0.5095(7) -0.0624(2) -0.0631(4) 0.138(2) Uani 1 1 d . . . . .
O3 O 0.6329(3) 0.01953(14) -0.4074(2) 0.0518(7) Uani 1 1 d . . . . .
O4 O 0.2297(3) 0.02278(17) -0.3517(3) 0.0614(9) Uani 1 1 d . . . . .
N2 N 0.4365(3) 0.00532(16) -0.3709(2) 0.0408(7) Uani 1 1 d . . . . .
C14 C 0.3329(4) 0.0423(2) -0.3617(3) 0.0445(9) Uani 1 1 d . . . . .
C15 C 0.3726(4) 0.1073(2) -0.3714(3) 0.0448(9) Uani 1 1 d . . . . .
C16 C 0.3074(6) 0.1625(3) -0.3680(4) 0.0650(13) Uani 1 1 d . . . . .
H16 H 0.225119 0.163242 -0.356415 0.078 Uiso 1 1 calc R . . . .
C17 C 0.3687(7) 0.2162(2) -0.3824(4) 0.0734(16) Uani 1 1 d . . . . .
H17 H 0.327227 0.253992 -0.380055 0.088 Uiso 1 1 calc R . . . .
C18 C 0.4910(7) 0.2152(2) -0.4004(4) 0.0720(15) Uani 1 1 d . . . . .
H18 H 0.529278 0.252290 -0.410973 0.086 Uiso 1 1 calc R . . . .
C19 C 0.5569(5) 0.1599(2) -0.4028(4) 0.0587(12) Uani 1 1 d . . . . .
H19 H 0.639626 0.159161 -0.413860 0.070 Uiso 1 1 calc R . . . .
C20 C 0.4958(4) 0.10619(19) -0.3884(3) 0.0440(9) Uani 1 1 d . . . . .
C21 C 0.5366(4) 0.04063(19) -0.3898(3) 0.0405(9) Uani 1 1 d . . . . .
C22 C 0.4306(4) -0.06185(19) -0.3771(3) 0.0429(9) Uani 1 1 d . . . . .
H22A H 0.495021 -0.075866 -0.407402 0.051 Uiso 1 1 calc R . . . .
H22B H 0.340532 -0.073898 -0.418826 0.051 Uiso 1 1 calc R . . . .
C23 C 0.4612(4) -0.0948(2) -0.2808(3) 0.0431(9) Uani 1 1 d . . . . .
H23 H 0.393447 -0.083099 -0.251095 0.052 Uiso 1 1 calc R . . . .
C24 C 0.4555(6) -0.1682(2) -0.2989(4) 0.0667(15) Uani 1 1 d D U . . .
H24A H 0.380745 -0.177589 -0.357591 0.080 Uiso 1 1 calc R . . . .
H24B H 0.538997 -0.181344 -0.308406 0.080 Uiso 1 1 calc R . . . .
C25 C 0.4377(8) -0.2039(3) -0.2176(5) 0.0845(18) Uani 1 1 d D U . . .
C26 C 0.5838(7) -0.0293(3) -0.1004(4) 0.0771(16) Uani 1 1 d . . . . .


_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 C10 1.971(4) . ?
Se1 C13 1.935(6) . ?
F1 C12 1.321(7) . ?
F2 C12 1.294(7) . ?
F3 C12 1.330(7) . ?
F4 C13 1.303(7) . ?
F5 C13 1.319(6) . ?
F6 C13 1.349(6) . ?
O1 C1 1.207(5) . ?
O2 C8 1.207(6) . ?
N1 C1 1.400(6) . ?
N1 C8 1.399(6) . ?
N1 C9 1.451(6) . ?
C1 C2 1.478(7) . ?
C2 C3 1.376(7) . ?
C2 C7 1.399(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.405(9) . ?
C6 H6 0.9300 . ?
C6 C7 1.372(7) . ?
C7 C8 1.476(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.530(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.543(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.488(8) . ?
Se2 C23 1.953(4) . ?
Se2 C26 1.931(6) . ?
F7 C25 1.302(8) . ?
F8 C25 1.308(8) . ?
F9 C25 1.350(8) . ?
F10 C26 1.319(8) . ?
F11 C26 1.288(7) . ?
F12 C26 1.301(8) . ?
O3 C21 1.208(5) . ?
O4 C14 1.210(5) . ?
N2 C14 1.387(5) . ?
N2 C21 1.394(5) . ?
N2 C22 1.452(5) . ?
C14 C15 1.483(6) . ?
C15 C16 1.379(6) . ?
C15 C20 1.390(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.374(6) . ?
C20 C21 1.480(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.517(6) . ?
C23 H23 0.9800 . ?
C23 C24 1.605(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.482(6) . ?

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
C13 Se1 C10 96.7(2) . . ?
C1 N1 C9 124.9(4) . . ?
C8 N1 C1 111.0(4) . . ?
C8 N1 C9 124.1(4) . . ?
O1 C1 N1 124.0(4) . . ?
O1 C1 C2 129.3(4) . . ?
N1 C1 C2 106.6(4) . . ?
C3 C2 C1 130.7(5) . . ?
C3 C2 C7 121.6(5) . . ?
C7 C2 C1 107.7(4) . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.8(5) . . ?
C4 C3 H3 121.1 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(6) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.1(6) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 121.3 . . ?
C7 C6 C5 117.5(5) . . ?
C7 C6 H6 121.3 . . ?
C2 C7 C8 108.0(4) . . ?
C6 C7 C2 120.8(5) . . ?
C6 C7 C8 131.2(5) . . ?
O2 C8 N1 124.2(5) . . ?
O2 C8 C7 129.2(5) . . ?
N1 C8 C7 106.6(4) . . ?
N1 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
N1 C9 C10 113.6(4) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
Se1 C10 H10 108.7 . . ?
C9 C10 Se1 110.7(3) . . ?
C9 C10 H10 108.7 . . ?
C9 C10 C11 108.5(4) . . ?
C11 C10 Se1 111.4(3) . . ?
C11 C10 H10 108.7 . . ?
C10 C11 H11A 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 C10 115.2(4) . . ?
C12 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
F1 C12 F3 104.5(5) . . ?
F1 C12 C11 112.9(5) . . ?
F2 C12 F1 107.5(6) . . ?
F2 C12 F3 105.7(5) . . ?
F2 C12 C11 114.8(5) . . ?
F3 C12 C11 110.7(5) . . ?
F4 C13 Se1 114.2(4) . . ?
F4 C13 F5 109.6(5) . . ?
F4 C13 F6 105.2(5) . . ?
F5 C13 Se1 108.2(4) . . ?
F5 C13 F6 106.7(5) . . ?
F6 C13 Se1 112.6(4) . . ?
C26 Se2 C23 96.3(2) . . ?
C14 N2 C21 111.4(3) . . ?
C14 N2 C22 124.3(3) . . ?
C21 N2 C22 123.5(3) . . ?
O4 C14 N2 124.4(4) . . ?
O4 C14 C15 129.0(4) . . ?
N2 C14 C15 106.5(4) . . ?
C16 C15 C14 130.9(4) . . ?
C16 C15 C20 121.3(4) . . ?
C20 C15 C14 107.8(4) . . ?
C15 C16 H16 121.3 . . ?
C17 C16 C15 117.5(5) . . ?
C17 C16 H16 121.3 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.5(5) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.0(5) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 121.2 . . ?
C20 C19 C18 117.6(5) . . ?
C20 C19 H19 121.2 . . ?
C15 C20 C21 107.9(4) . . ?
C19 C20 C15 121.2(4) . . ?
C19 C20 C21 130.8(4) . . ?
O3 C21 N2 124.7(4) . . ?
O3 C21 C20 128.9(4) . . ?
N2 C21 C20 106.3(3) . . ?
N2 C22 H22A 108.6 . . ?
N2 C22 H22B 108.6 . . ?
N2 C22 C23 114.7(3) . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
Se2 C23 H23 109.6 . . ?
C22 C23 Se2 110.6(3) . . ?
C22 C23 H23 109.6 . . ?
C22 C23 C24 108.9(3) . . ?
C24 C23 Se2 108.5(3) . . ?
C24 C23 H23 109.6 . . ?
C23 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 C23 112.8(4) . . ?
C25 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
F7 C25 F8 106.9(7) . . ?
F7 C25 F9 106.7(6) . . ?
F7 C25 C24 117.3(6) . . ?
F8 C25 F9 105.9(6) . . ?
F8 C25 C24 110.2(6) . . ?
F9 C25 C24 109.2(6) . . ?
F10 C26 Se2 113.0(4) . . ?
F11 C26 Se2 109.0(5) . . ?
F11 C26 F10 108.5(6) . . ?
F11 C26 F12 109.4(6) . . ?
F12 C26 Se2 114.0(4) . . ?
F12 C26 F10 102.7(6) . . ?

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 C10 C11 C12 75.1(4) . . . . ?
O1 C1 C2 C3 3.8(8) . . . . ?
O1 C1 C2 C7 -175.9(4) . . . . ?
N1 C1 C2 C3 -178.6(4) . . . . ?
N1 C1 C2 C7 1.7(5) . . . . ?
N1 C9 C10 Se1 -56.7(4) . . . . ?
N1 C9 C10 C11 -179.2(3) . . . . ?
C1 N1 C8 O2 -175.7(4) . . . . ?
C1 N1 C8 C7 2.6(5) . . . . ?
C1 N1 C9 C10 -69.4(5) . . . . ?
C1 C2 C3 C4 -179.1(5) . . . . ?
C1 C2 C7 C6 179.4(4) . . . . ?
C1 C2 C7 C8 -0.2(5) . . . . ?
C2 C3 C4 C5 -0.9(8) . . . . ?
C2 C7 C8 O2 176.7(5) . . . . ?
C2 C7 C8 N1 -1.4(5) . . . . ?
C3 C2 C7 C6 -0.3(7) . . . . ?
C3 C2 C7 C8 -179.9(4) . . . . ?
C3 C4 C5 C6 1.0(9) . . . . ?
C4 C5 C6 C7 -0.7(9) . . . . ?
C5 C6 C7 C2 0.3(7) . . . . ?
C5 C6 C7 C8 179.9(5) . . . . ?
C6 C7 C8 O2 -2.8(9) . . . . ?
C6 C7 C8 N1 179.0(5) . . . . ?
C7 C2 C3 C4 0.5(7) . . . . ?
C8 N1 C1 O1 175.1(4) . . . . ?
C8 N1 C1 C2 -2.7(5) . . . . ?
C8 N1 C9 C10 111.3(4) . . . . ?
C9 N1 C1 O1 -4.3(7) . . . . ?
C9 N1 C1 C2 177.9(4) . . . . ?
C9 N1 C8 O2 3.7(7) . . . . ?
C9 N1 C8 C7 -178.0(4) . . . . ?
C9 C10 C11 C12 -162.9(4) . . . . ?
C10 C11 C12 F1 47.7(7) . . . . ?
C10 C11 C12 F2 -76.0(7) . . . . ?
C10 C11 C12 F3 164.5(4) . . . . ?
Se2 C23 C24 C25 78.9(5) . . . . ?
O4 C14 C15 C16 2.8(8) . . . . ?
O4 C14 C15 C20 -175.7(4) . . . . ?
N2 C14 C15 C16 -179.9(4) . . . . ?
N2 C14 C15 C20 1.6(4) . . . . ?
N2 C22 C23 Se2 -59.1(4) . . . . ?
N2 C22 C23 C24 -178.2(4) . . . . ?
C14 N2 C21 O3 -174.7(4) . . . . ?
C14 N2 C21 C20 2.5(4) . . . . ?
C14 N2 C22 C23 -80.2(5) . . . . ?
C14 C15 C16 C17 -178.1(5) . . . . ?
C14 C15 C20 C19 178.4(4) . . . . ?
C14 C15 C20 C21 -0.1(4) . . . . ?
C15 C16 C17 C18 0.5(8) . . . . ?
C15 C20 C21 O3 175.6(4) . . . . ?
C15 C20 C21 N2 -1.5(4) . . . . ?
C16 C15 C20 C19 -0.2(7) . . . . ?
C16 C15 C20 C21 -178.7(4) . . . . ?
C16 C17 C18 C19 -1.1(9) . . . . ?
C17 C18 C19 C20 1.0(8) . . . . ?
C18 C19 C20 C15 -0.4(7) . . . . ?
C18 C19 C20 C21 177.7(5) . . . . ?
C19 C20 C21 O3 -2.7(8) . . . . ?
C19 C20 C21 N2 -179.8(4) . . . . ?
C20 C15 C16 C17 0.2(7) . . . . ?
C21 N2 C14 O4 174.8(4) . . . . ?
C21 N2 C14 C15 -2.6(4) . . . . ?
C21 N2 C22 C23 111.1(4) . . . . ?
C22 N2 C14 O4 4.9(6) . . . . ?
C22 N2 C14 C15 -172.5(3) . . . . ?
C22 N2 C21 O3 -4.7(6) . . . . ?
C22 N2 C21 C20 172.5(3) . . . . ?
C22 C23 C24 C25 -160.7(5) . . . . ?
C23 C24 C25 F7 38.7(9) . . . . ?
C23 C24 C25 F8 -83.9(7) . . . . ?
C23 C24 C25 F9 160.2(5) . . . . ?

_olex2_date_sample_data_collection 2019-12-23
_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 41.488
_oxdiff_exptl_absorpt_empirical_full_min 0.395
