# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
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data_6186f
_database_code_depnum_ccdc_archive 'CCDC 2032731'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2020-12-02 downloaded from the CCDC.
;
_audit_creation_date             2019-11-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        NRN-174
_chemical_formula_moiety         '2(C11 H18 N2 P Se)'
_chemical_formula_sum            'C22 H36 N4 P2 Se2'
_chemical_formula_weight         576.41
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.5787(5)
_cell_length_b                   24.9549(12)
_cell_length_c                   12.3331(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.935(2)
_cell_angle_gamma                90
_cell_volume                     2926.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.08
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.857
_shelx_estimated_absorpt_T_min   0.504
_exptl_absorpt_coefficient_mu    2.651
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4726
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1183 before and 0.0567 after correction. The Ratio of minimum to maximum transmission is 0.6335. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            53791
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         2.331
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5597
_reflns_number_total             7062
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         7062
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0314
_refine_ls_restrained_S_all      1.014
_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)+(0.0328P)²+1.9531P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0758
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C9(H9B,H9A), C10(H10C,
 H10D), C4'(H4'A,H4'B), C5'(H5'A,H5'B), C6'(H6'A,H6'B), C8'(H8'A,H8'B),
 C9'(H9'A,H9'B), C10'(H10A,H10B)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C11(H11D,H11E,H11F), C7'(H7'C,H7'A,H7'B), C11'(H11C,H11A,H11B)
;
_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
Se Se 0.68656(3) 0.66646(2) 0.35942(2) 0.03251(8) Uani 1 1 d . . . . .
P P 0.93687(6) 0.50575(2) 0.63632(5) 0.01746(12) Uani 1 1 d . . . . .
N1 N 0.81028(18) 0.58802(7) 0.51176(15) 0.0192(4) Uani 1 1 d . . . . .
N2 N 0.88164(18) 0.58029(7) 0.35106(15) 0.0189(4) Uani 1 1 d . . . . .
C1 C 0.9014(2) 0.54410(8) 0.51799(17) 0.0171(4) Uani 1 1 d . . . . .
C2 C 0.7981(2) 0.61005(9) 0.40964(19) 0.0218(5) Uani 1 1 d . . . . .
C3 C 0.9486(2) 0.53941(8) 0.41466(17) 0.0171(4) Uani 1 1 d . . . . .
C4 C 0.7394(2) 0.60713(9) 0.60291(19) 0.0229(5) Uani 1 1 d . . . . .
H4A H 0.6975 0.5762 0.6373 0.028 Uiso 1 1 calc R . . . .
H4B H 0.6620 0.6315 0.5745 0.028 Uiso 1 1 calc R . . . .
C5 C 0.8381(2) 0.63664(9) 0.68947(19) 0.0240(5) Uani 1 1 d . . . . .
H5A H 0.7873 0.6438 0.7533 0.029 Uiso 1 1 calc R . . . .
H5B H 0.9186 0.6130 0.7141 0.029 Uiso 1 1 calc R . . . .
C6 C 0.8941(3) 0.68913(10) 0.6510(2) 0.0306(6) Uani 1 1 d . . . . .
H6A H 0.8144 0.7135 0.6279 0.037 Uiso 1 1 calc R . . . .
H6B H 0.9446 0.6824 0.5868 0.037 Uiso 1 1 calc R . . . .
C7 C 0.9935(4) 0.71603(13) 0.7404(2) 0.0516(9) Uani 1 1 d . . . . .
H7A H 1.0297 0.7493 0.7122 0.077 Uiso 1 1 calc GR . . . .
H7B H 1.0720 0.6919 0.7639 0.077 Uiso 1 1 calc GR . . . .
H7C H 0.9426 0.7242 0.8027 0.077 Uiso 1 1 calc GR . . . .
C8 C 0.9050(2) 0.59045(9) 0.23754(18) 0.0221(5) Uani 1 1 d . . . . .
H8A H 0.8238 0.6105 0.2002 0.026 Uiso 1 1 calc R . . . .
H8B H 0.9111 0.5558 0.1992 0.026 Uiso 1 1 calc R . . . .
C9 C 1.0386(3) 0.62224(10) 0.23028(19) 0.0259(5) Uani 1 1 d . . . . .
H9B H 1.0268 0.6589 0.2585 0.031 Uiso 1 1 calc R . . . .
H9A H 1.1175 0.6051 0.2769 0.031 Uiso 1 1 calc R . . . .
C10 C 1.0745(3) 0.62564(11) 0.1140(2) 0.0350(6) Uani 1 1 d . . . . .
H10C H 0.9939 0.6413 0.0669 0.042 Uiso 1 1 calc R . . . .
H10D H 1.0902 0.5890 0.0870 0.042 Uiso 1 1 calc R . . . .
C11 C 1.2047(4) 0.65936(14) 0.1051(3) 0.0565(9) Uani 1 1 d . . . . .
H11D H 1.2260 0.6592 0.0293 0.085 Uiso 1 1 calc GR . . . .
H11E H 1.2845 0.6444 0.1528 0.085 Uiso 1 1 calc GR . . . .
H11F H 1.1876 0.6962 0.1274 0.085 Uiso 1 1 calc GR . . . .
Se' Se 0.77714(2) 0.43368(2) 0.17839(2) 0.02390(7) Uani 1 1 d . . . . .
P' P 0.41485(6) 0.55384(2) 0.41131(5) 0.01863(12) Uani 1 1 d . . . . .
N1' N 0.58781(18) 0.49893(7) 0.28594(14) 0.0185(4) Uani 1 1 d . . . . .
N2' N 0.68753(18) 0.43634(7) 0.39070(14) 0.0180(4) Uani 1 1 d . . . . .
C1' C 0.5350(2) 0.50423(9) 0.38596(17) 0.0179(4) Uani 1 1 d . . . . .
C2' C 0.6797(2) 0.45709(9) 0.28803(18) 0.0196(4) Uani 1 1 d . . . . .
C3' C 0.5993(2) 0.46386(9) 0.45348(17) 0.0176(4) Uani 1 1 d . . . . .
C4' C 0.5414(2) 0.53166(9) 0.18917(18) 0.0221(5) Uani 1 1 d . . . . .
H4'A H 0.6054 0.5255 0.1331 0.026 Uiso 1 1 calc R . . . .
H4'B H 0.5474 0.5700 0.2096 0.026 Uiso 1 1 calc R . . . .
C5' C 0.3908(2) 0.51859(10) 0.14072(18) 0.0245(5) Uani 1 1 d . . . . .
H5'A H 0.3263 0.5292 0.1939 0.029 Uiso 1 1 calc R . . . .
H5'B H 0.3669 0.5405 0.0741 0.029 Uiso 1 1 calc R . . . .
C6' C 0.3649(3) 0.46004(11) 0.11148(19) 0.0293(5) Uani 1 1 d . . . . .
H6'A H 0.3889 0.4378 0.1776 0.035 Uiso 1 1 calc R . . . .
H6'B H 0.4275 0.4492 0.0570 0.035 Uiso 1 1 calc R . . . .
C7' C 0.2124(3) 0.44943(12) 0.0651(2) 0.0376(7) Uani 1 1 d . . . . .
H7'C H 0.2009 0.4115 0.0457 0.056 Uiso 1 1 calc GR . . . .
H7'A H 0.1880 0.4715 -0.0002 0.056 Uiso 1 1 calc GR . . . .
H7'B H 0.1504 0.4585 0.1200 0.056 Uiso 1 1 calc GR . . . .
C8' C 0.7657(2) 0.38801(9) 0.42825(19) 0.0216(5) Uani 1 1 d . . . . .
H8'A H 0.8065 0.3927 0.5053 0.026 Uiso 1 1 calc R . . . .
H8'B H 0.8439 0.3824 0.3838 0.026 Uiso 1 1 calc R . . . .
C9' C 0.6697(3) 0.33910(10) 0.4187(2) 0.0328(6) Uani 1 1 d . . . . .
H9'A H 0.5801 0.3486 0.4463 0.039 Uiso 1 1 calc R . . . .
H9'B H 0.6479 0.3296 0.3406 0.039 Uiso 1 1 calc R . . . .
C10' C 0.7301(3) 0.29132(11) 0.4794(3) 0.0467(8) Uani 1 1 d . . . . .
H10A H 0.7485 0.3000 0.5581 0.056 Uiso 1 1 calc R . . . .
H10B H 0.8210 0.2820 0.4535 0.056 Uiso 1 1 calc R . . . .
C11' C 0.6315(4) 0.24316(13) 0.4639(3) 0.0566(9) Uani 1 1 d . . . . .
H11C H 0.6737 0.2128 0.5063 0.085 Uiso 1 1 calc GR . . . .
H11A H 0.6162 0.2335 0.3864 0.085 Uiso 1 1 calc GR . . . .
H11B H 0.5413 0.2523 0.4891 0.085 Uiso 1 1 calc GR . . . .


_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
Se C2 1.829(2) . ?
P C1 1.744(2) . ?
P C3 1.742(2) 3_766 ?
N1 C1 1.397(3) . ?
N1 C2 1.366(3) . ?
N1 C4 1.462(3) . ?
N2 C2 1.362(3) . ?
N2 C3 1.395(3) . ?
N2 C8 1.466(3) . ?
C1 C3 1.408(3) . ?
C3 P 1.742(2) 3_766 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.527(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.514(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.523(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.518(3) . ?
C9 H9B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 C10 1.517(3) . ?
C10 H10C 0.9900 . ?
C10 H10D 0.9900 . ?
C10 C11 1.519(4) . ?
C11 H11D 0.9800 . ?
C11 H11E 0.9800 . ?
C11 H11F 0.9800 . ?
Se' C2' 1.829(2) . ?
P' C1' 1.744(2) . ?
P' C3' 1.746(2) 3_666 ?
N1' C1' 1.395(3) . ?
N1' C2' 1.364(3) . ?
N1' C4' 1.470(3) . ?
N2' C2' 1.362(3) . ?
N2' C3' 1.394(3) . ?
N2' C8' 1.465(3) . ?
C1' C3' 1.401(3) . ?
C3' P' 1.746(2) 3_666 ?
C4' H4'A 0.9900 . ?
C4' H4'B 0.9900 . ?
C4' C5' 1.529(3) . ?
C5' H5'A 0.9900 . ?
C5' H5'B 0.9900 . ?
C5' C6' 1.518(4) . ?
C6' H6'A 0.9900 . ?
C6' H6'B 0.9900 . ?
C6' C7' 1.526(3) . ?
C7' H7'C 0.9800 . ?
C7' H7'A 0.9800 . ?
C7' H7'B 0.9800 . ?
C8' H8'A 0.9900 . ?
C8' H8'B 0.9900 . ?
C8' C9' 1.524(3) . ?
C9' H9'A 0.9900 . ?
C9' H9'B 0.9900 . ?
C9' C10' 1.487(4) . ?
C10' H10A 0.9900 . ?
C10' H10B 0.9900 . ?
C10' C11' 1.526(4) . ?
C11' H11C 0.9800 . ?
C11' H11A 0.9800 . ?
C11' H11B 0.9800 . ?

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
C3 P C1 96.92(10) 3_766 . ?
C1 N1 C4 123.96(18) . . ?
C2 N1 C1 110.47(18) . . ?
C2 N1 C4 125.57(18) . . ?
C2 N2 C3 111.13(18) . . ?
C2 N2 C8 125.40(18) . . ?
C3 N2 C8 123.42(18) . . ?
N1 C1 P 122.26(16) . . ?
N1 C1 C3 106.39(18) . . ?
C3 C1 P 131.35(17) . . ?
N1 C2 Se 127.11(17) . . ?
N2 C2 Se 126.64(17) . . ?
N2 C2 N1 106.20(18) . . ?
N2 C3 P 122.47(16) . 3_766 ?
N2 C3 C1 105.79(18) . . ?
C1 C3 P 131.73(16) . 3_766 ?
N1 C4 H4A 109.0 . . ?
N1 C4 H4B 109.0 . . ?
N1 C4 C5 112.92(18) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C4 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 C4 114.3(2) . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C5 C6 C7 111.6(2) . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.2 . . ?
N2 C8 H8B 109.2 . . ?
N2 C8 C9 111.94(18) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C8 C9 H9A 109.2 . . ?
H9B C9 H9A 107.9 . . ?
C10 C9 C8 112.0(2) . . ?
C10 C9 H9B 109.2 . . ?
C10 C9 H9A 109.2 . . ?
C9 C10 H10C 109.1 . . ?
C9 C10 H10D 109.1 . . ?
C9 C10 C11 112.4(2) . . ?
H10C C10 H10D 107.9 . . ?
C11 C10 H10C 109.1 . . ?
C11 C10 H10D 109.1 . . ?
C10 C11 H11D 109.5 . . ?
C10 C11 H11E 109.5 . . ?
C10 C11 H11F 109.5 . . ?
H11D C11 H11E 109.5 . . ?
H11D C11 H11F 109.5 . . ?
H11E C11 H11F 109.5 . . ?
C1' P' C3' 96.93(10) . 3_666 ?
C1' N1' C4' 123.99(18) . . ?
C2' N1' C1' 110.97(18) . . ?
C2' N1' C4' 124.88(19) . . ?
C2' N2' C3' 111.12(18) . . ?
C2' N2' C8' 125.14(19) . . ?
C3' N2' C8' 123.43(18) . . ?
N1' C1' P' 122.91(16) . . ?
N1' C1' C3' 106.10(19) . . ?
C3' C1' P' 130.99(17) . . ?
N1' C2' Se' 128.04(17) . . ?
N2' C2' Se' 126.19(17) . . ?
N2' C2' N1' 105.75(19) . . ?
N2' C3' P' 121.87(16) . 3_666 ?
N2' C3' C1' 106.05(18) . . ?
C1' C3' P' 132.08(17) . 3_666 ?
N1' C4' H4'A 109.2 . . ?
N1' C4' H4'B 109.2 . . ?
N1' C4' C5' 112.17(18) . . ?
H4'A C4' H4'B 107.9 . . ?
C5' C4' H4'A 109.2 . . ?
C5' C4' H4'B 109.2 . . ?
C4' C5' H5'A 108.6 . . ?
C4' C5' H5'B 108.6 . . ?
H5'A C5' H5'B 107.6 . . ?
C6' C5' C4' 114.7(2) . . ?
C6' C5' H5'A 108.6 . . ?
C6' C5' H5'B 108.6 . . ?
C5' C6' H6'A 109.2 . . ?
C5' C6' H6'B 109.2 . . ?
C5' C6' C7' 112.2(2) . . ?
H6'A C6' H6'B 107.9 . . ?
C7' C6' H6'A 109.2 . . ?
C7' C6' H6'B 109.2 . . ?
C6' C7' H7'C 109.5 . . ?
C6' C7' H7'A 109.5 . . ?
C6' C7' H7'B 109.5 . . ?
H7'C C7' H7'A 109.5 . . ?
H7'C C7' H7'B 109.5 . . ?
H7'A C7' H7'B 109.5 . . ?
N2' C8' H8'A 109.5 . . ?
N2' C8' H8'B 109.5 . . ?
N2' C8' C9' 110.75(18) . . ?
H8'A C8' H8'B 108.1 . . ?
C9' C8' H8'A 109.5 . . ?
C9' C8' H8'B 109.5 . . ?
C8' C9' H9'A 108.7 . . ?
C8' C9' H9'B 108.7 . . ?
H9'A C9' H9'B 107.6 . . ?
C10' C9' C8' 114.1(2) . . ?
C10' C9' H9'A 108.7 . . ?
C10' C9' H9'B 108.7 . . ?
C9' C10' H10A 109.3 . . ?
C9' C10' H10B 109.3 . . ?
C9' C10' C11' 111.8(3) . . ?
H10A C10' H10B 107.9 . . ?
C11' C10' H10A 109.3 . . ?
C11' C10' H10B 109.3 . . ?
C10' C11' H11C 109.5 . . ?
C10' C11' H11A 109.5 . . ?
C10' C11' H11B 109.5 . . ?
H11C C11' H11A 109.5 . . ?
H11C C11' H11B 109.5 . . ?
H11A C11' H11B 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.018 0.196 0.593 118.2 43.3 ?
2 0.018 0.804 0.407 118.2 43.4 ?
3 0.518 0.696 0.907 118.2 43.1 ?
4 0.482 0.304 0.093 118.2 43.6 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_6000f
_database_code_depnum_ccdc_archive 'CCDC 2032732'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2020-12-02 downloaded from the CCDC.
;
_audit_creation_date             2019-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        NRN-272
_chemical_formula_moiety         'C24 H42 N4 P2 Se2, 2(C F3 O3 S)'
_chemical_formula_sum            'C26 H42 F6 N4 O6 P2 S2 Se2'
_chemical_formula_weight         904.61
_chemical_absolute_configuration ad
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   16.4677(7)
_cell_length_b                   9.3211(4)
_cell_length_c                   23.9930(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3682.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6641
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.41
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.712
_exptl_absorpt_coefficient_mu    2.282
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5453
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1098 before and 0.0568 after correction. The Ratio of minimum to maximum transmission is 0.7309. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            32863
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         0.849
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.953
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                8049
_reflns_number_total             8876
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 3514 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         8876
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.028
_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)+(0.0260P)²+0.0237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0632
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.511(8)
 0.489(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,
 H11B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C19(H19A,H19B,H19C),
 C20(H20A,H20B,H20C), C24(H24A,H24B,H24C)
;
_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 0.62295(3) 0.82131(4) 0.30033(2) 0.01259(9) Uani 1 1 d . . . . .
Se2 Se 0.35480(2) 0.68036(4) 0.69968(2) 0.01221(9) Uani 1 1 d . . . . .
P1 P 0.39657(6) 0.85543(12) 0.47644(4) 0.0123(2) Uani 1 1 d . . . . .
P2 P 0.57664(6) 0.64171(12) 0.52186(4) 0.0120(2) Uani 1 1 d . . . . .
N1 N 0.5024(2) 0.8506(4) 0.38740(14) 0.0115(7) Uani 1 1 d . . . . .
N2 N 0.6075(2) 0.7263(4) 0.41425(14) 0.0108(7) Uani 1 1 d . . . . .
N3 N 0.3667(2) 0.7730(4) 0.58488(14) 0.0102(7) Uani 1 1 d . . . . .
N4 N 0.4708(2) 0.6451(4) 0.61064(14) 0.0106(7) Uani 1 1 d . . . . .
C1 C 0.4864(2) 0.8092(4) 0.44240(16) 0.0107(8) Uani 1 1 d . . . . .
C2 C 0.5751(2) 0.7994(4) 0.37170(16) 0.0112(8) Uani 1 1 d . . . . .
C3 C 0.5544(2) 0.7284(5) 0.45967(17) 0.0111(8) Uani 1 1 d . . . . .
C4 C 0.4458(2) 0.9311(4) 0.35134(17) 0.0132(8) Uani 1 1 d . . . . .
H4A H 0.477099 0.984558 0.322917 0.016 Uiso 1 1 calc R . . . .
H4B H 0.415597 1.001671 0.374180 0.016 Uiso 1 1 calc R . . . .
C5 C 0.3857(3) 0.8321(5) 0.32240(19) 0.0215(10) Uani 1 1 d . . . . .
H5A H 0.352817 0.781939 0.350910 0.026 Uiso 1 1 calc R . . . .
H5B H 0.416103 0.758591 0.301123 0.026 Uiso 1 1 calc R . . . .
C6 C 0.3290(3) 0.9125(5) 0.28276(18) 0.0239(10) Uani 1 1 d . . . . .
H6A H 0.287518 0.844788 0.268623 0.029 Uiso 1 1 calc R . . . .
H6B H 0.300485 0.988520 0.303869 0.029 Uiso 1 1 calc R . . . .
C7 C 0.3723(3) 0.9804(7) 0.2335(2) 0.0345(13) Uani 1 1 d . . . . .
H7A H 0.332167 1.023375 0.208329 0.052 Uiso 1 1 calc GR . . . .
H7B H 0.403096 0.906738 0.213392 0.052 Uiso 1 1 calc GR . . . .
H7C H 0.409491 1.054858 0.246834 0.052 Uiso 1 1 calc GR . . . .
C8 C 0.5963(3) 0.6275(5) 0.27541(19) 0.0187(9) Uani 1 1 d . . . . .
H8A H 0.616103 0.613648 0.237277 0.028 Uiso 1 1 calc GR . . . .
H8B H 0.537268 0.614267 0.276279 0.028 Uiso 1 1 calc GR . . . .
H8C H 0.622114 0.557474 0.300171 0.028 Uiso 1 1 calc GR . . . .
C9 C 0.6899(2) 0.6636(5) 0.41551(17) 0.0131(8) Uani 1 1 d . . . . .
H9A H 0.707676 0.642750 0.376943 0.016 Uiso 1 1 calc R . . . .
H9B H 0.688481 0.571871 0.436293 0.016 Uiso 1 1 calc R . . . .
C10 C 0.7500(3) 0.7631(5) 0.44260(19) 0.0173(9) Uani 1 1 d . . . . .
H10A H 0.734603 0.776926 0.482123 0.021 Uiso 1 1 calc R . . . .
H10B H 0.747425 0.857700 0.423949 0.021 Uiso 1 1 calc R . . . .
C11 C 0.8365(3) 0.7071(5) 0.43986(19) 0.0183(9) Uani 1 1 d . . . . .
H11A H 0.872884 0.776897 0.458392 0.022 Uiso 1 1 calc R . . . .
H11B H 0.853136 0.700404 0.400303 0.022 Uiso 1 1 calc R . . . .
C12 C 0.8474(3) 0.5596(6) 0.4674(2) 0.0234(11) Uani 1 1 d . . . . .
H12A H 0.819939 0.486351 0.445006 0.035 Uiso 1 1 calc GR . . . .
H12B H 0.823837 0.561447 0.504928 0.035 Uiso 1 1 calc GR . . . .
H12C H 0.905400 0.536987 0.469933 0.035 Uiso 1 1 calc GR . . . .
C13 C 0.4193(3) 0.7701(4) 0.53937(17) 0.0109(8) Uani 1 1 d . . . . .
C14 C 0.3989(2) 0.6981(4) 0.62701(17) 0.0106(8) Uani 1 1 d . . . . .
C15 C 0.4868(2) 0.6878(4) 0.55591(16) 0.0098(8) Uani 1 1 d . . . . .
C16 C 0.2852(2) 0.8390(4) 0.58463(17) 0.0125(8) Uani 1 1 d . . . . .
H16A H 0.286419 0.928080 0.562189 0.015 Uiso 1 1 calc R . . . .
H16B H 0.269617 0.864774 0.623202 0.015 Uiso 1 1 calc R . . . .
C17 C 0.2226(3) 0.7363(5) 0.56043(18) 0.0147(9) Uani 1 1 d . . . . .
H17A H 0.236285 0.716281 0.521020 0.018 Uiso 1 1 calc R . . . .
H17B H 0.224703 0.644488 0.581103 0.018 Uiso 1 1 calc R . . . .
C18 C 0.1370(3) 0.7968(5) 0.5636(2) 0.0227(10) Uani 1 1 d . . . . .
H18A H 0.121843 0.808207 0.603237 0.027 Uiso 1 1 calc R . . . .
H18B H 0.099024 0.726671 0.546771 0.027 Uiso 1 1 calc R . . . .
C19 C 0.1266(3) 0.9410(6) 0.5341(2) 0.0255(11) Uani 1 1 d . . . . .
H19A H 0.143893 0.932154 0.495175 0.038 Uiso 1 1 calc GR . . . .
H19B H 0.159769 1.013746 0.552841 0.038 Uiso 1 1 calc GR . . . .
H19C H 0.069342 0.969727 0.535394 0.038 Uiso 1 1 calc GR . . . .
C20 C 0.3885(3) 0.8741(5) 0.72220(19) 0.0192(10) Uani 1 1 d . . . . .
H20A H 0.357160 0.945415 0.701280 0.029 Uiso 1 1 calc GR . . . .
H20B H 0.446493 0.886805 0.714357 0.029 Uiso 1 1 calc GR . . . .
H20C H 0.378765 0.886773 0.762189 0.029 Uiso 1 1 calc GR . . . .
C21 C 0.5233(2) 0.5500(4) 0.64431(17) 0.0136(8) Uani 1 1 d . . . . .
H21A H 0.556184 0.489960 0.618837 0.016 Uiso 1 1 calc R . . . .
H21B H 0.488429 0.485004 0.666494 0.016 Uiso 1 1 calc R . . . .
C22 C 0.5799(3) 0.6292(5) 0.68345(18) 0.0169(9) Uani 1 1 d . . . . .
H22A H 0.547770 0.685396 0.710650 0.020 Uiso 1 1 calc R . . . .
H22B H 0.614239 0.696562 0.661972 0.020 Uiso 1 1 calc R . . . .
C23 C 0.6337(3) 0.5211(5) 0.71434(18) 0.0203(9) Uani 1 1 d . . . . .
H23A H 0.599903 0.439200 0.726622 0.024 Uiso 1 1 calc R . . . .
H23B H 0.675264 0.483779 0.688284 0.024 Uiso 1 1 calc R . . . .
C24 C 0.6760(3) 0.5857(6) 0.7648(2) 0.0309(12) Uani 1 1 d . . . . .
H24A H 0.708522 0.668464 0.753142 0.046 Uiso 1 1 calc GR . . . .
H24B H 0.711522 0.513580 0.781848 0.046 Uiso 1 1 calc GR . . . .
H24C H 0.635241 0.616658 0.792053 0.046 Uiso 1 1 calc GR . . . .
S1 S 0.66005(6) 0.24431(12) 0.37422(4) 0.0138(2) Uani 1 1 d . . . . .
F1 F 0.54571(16) 0.4345(3) 0.39647(13) 0.0311(7) Uani 1 1 d . . . . .
F2 F 0.50743(17) 0.2631(3) 0.34285(12) 0.0302(7) Uani 1 1 d . . . . .
F3 F 0.52443(18) 0.2240(4) 0.43073(13) 0.0351(8) Uani 1 1 d . . . . .
O1 O 0.6800(2) 0.3232(3) 0.32442(13) 0.0206(7) Uani 1 1 d . . . . .
O2 O 0.65459(19) 0.0903(3) 0.36731(13) 0.0221(7) Uani 1 1 d . . . . .
O3 O 0.7012(2) 0.2929(3) 0.42385(13) 0.0220(7) Uani 1 1 d . . . . .
C25 C 0.5542(3) 0.2940(5) 0.3866(2) 0.0199(10) Uani 1 1 d . . . . .
S2 S 0.31459(6) 0.25665(11) 0.63034(4) 0.0142(2) Uani 1 1 d . . . . .
F4 F 0.44500(18) 0.2746(3) 0.56763(12) 0.0307(7) Uani 1 1 d . . . . .
F5 F 0.42071(16) 0.0609(3) 0.59869(13) 0.0303(7) Uani 1 1 d . . . . .
F6 F 0.46963(16) 0.2211(3) 0.65297(11) 0.0219(6) Uani 1 1 d . . . . .
O4 O 0.2657(2) 0.2124(3) 0.58401(13) 0.0224(7) Uani 1 1 d . . . . .
O5 O 0.3006(2) 0.1784(4) 0.68148(13) 0.0224(7) Uani 1 1 d . . . . .
O6 O 0.32422(19) 0.4097(3) 0.63705(13) 0.0209(7) Uani 1 1 d . . . . .
C26 C 0.4174(3) 0.2016(5) 0.61084(19) 0.0178(9) 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 C2 1.896(4) . ?
Se1 C8 1.952(4) . ?
Se2 C14 1.896(4) . ?
Se2 C20 1.965(4) . ?
P1 C1 1.744(4) . ?
P1 C13 1.747(4) . ?
P2 C3 1.736(4) . ?
P2 C15 1.744(4) . ?
N1 C1 1.400(5) . ?
N1 C2 1.343(5) . ?
N1 C4 1.476(5) . ?
N2 C2 1.339(5) . ?
N2 C3 1.397(5) . ?
N2 C9 1.478(5) . ?
N3 C13 1.394(5) . ?
N3 C14 1.338(5) . ?
N3 C16 1.476(5) . ?
N4 C14 1.341(5) . ?
N4 C15 1.397(5) . ?
N4 C21 1.478(5) . ?
C1 C3 1.412(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.520(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.529(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.519(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.504(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.518(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.536(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.407(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.522(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.529(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.515(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.533(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.522(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
S1 O1 1.441(3) . ?
S1 O2 1.448(3) . ?
S1 O3 1.443(3) . ?
S1 C25 1.828(5) . ?
F1 C25 1.338(5) . ?
F2 C25 1.335(5) . ?
F3 C25 1.336(5) . ?
S2 O4 1.433(3) . ?
S2 O5 1.446(3) . ?
S2 O6 1.444(3) . ?
S2 C26 1.829(5) . ?
F4 C26 1.321(5) . ?
F5 C26 1.345(5) . ?
F6 C26 1.340(5) . ?

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
C2 Se1 C8 94.78(18) . . ?
C14 Se2 C20 93.70(18) . . ?
C1 P1 C13 96.3(2) . . ?
C3 P2 C15 96.3(2) . . ?
C1 N1 C4 125.0(3) . . ?
C2 N1 C1 109.5(3) . . ?
C2 N1 C4 125.4(3) . . ?
C2 N2 C3 109.8(3) . . ?
C2 N2 C9 125.7(3) . . ?
C3 N2 C9 124.3(3) . . ?
C13 N3 C16 124.7(3) . . ?
C14 N3 C13 109.6(4) . . ?
C14 N3 C16 125.5(3) . . ?
C14 N4 C15 109.6(3) . . ?
C14 N4 C21 125.2(3) . . ?
C15 N4 C21 125.1(3) . . ?
N1 C1 P1 122.2(3) . . ?
N1 C1 C3 106.0(3) . . ?
C3 C1 P1 131.9(3) . . ?
N1 C2 Se1 125.8(3) . . ?
N2 C2 Se1 125.3(3) . . ?
N2 C2 N1 108.8(3) . . ?
N2 C3 P2 122.2(3) . . ?
N2 C3 C1 105.9(3) . . ?
C1 C3 P2 131.9(3) . . ?
N1 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
N1 C4 C5 111.7(3) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C4 C5 C6 112.6(4) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.7(4) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Se1 C8 H8A 109.5 . . ?
Se1 C8 H8B 109.5 . . ?
Se1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
N2 C9 C10 111.7(3) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C9 C10 C11 112.8(4) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C10 C11 C12 113.5(4) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 P1 122.4(3) . . ?
N3 C13 C15 106.3(4) . . ?
C15 C13 P1 131.4(3) . . ?
N3 C14 Se2 126.0(3) . . ?
N3 C14 N4 108.7(3) . . ?
N4 C14 Se2 125.1(3) . . ?
N4 C15 P2 122.0(3) . . ?
N4 C15 C13 105.8(3) . . ?
C13 C15 P2 132.2(3) . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 C17 110.8(3) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 C16 112.1(4) . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C17 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C17 C18 C19 114.0(4) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Se2 C20 H20A 109.5 . . ?
Se2 C20 H20B 109.5 . . ?
Se2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 108.8 . . ?
N4 C21 H21B 108.8 . . ?
N4 C21 C22 114.0(3) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C21 C22 H22A 109.8 . . ?
C21 C22 H22B 109.8 . . ?
C21 C22 C23 109.6(4) . . ?
H22A C22 H22B 108.2 . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 112.9(4) . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 S1 O2 115.2(2) . . ?
O1 S1 O3 114.66(19) . . ?
O1 S1 C25 102.9(2) . . ?
O2 S1 C25 102.2(2) . . ?
O3 S1 O2 115.78(19) . . ?
O3 S1 C25 103.5(2) . . ?
F1 C25 S1 112.1(3) . . ?
F2 C25 S1 111.6(3) . . ?
F2 C25 F1 106.9(4) . . ?
F2 C25 F3 107.8(4) . . ?
F3 C25 S1 110.8(3) . . ?
F3 C25 F1 107.4(4) . . ?
O4 S2 O5 115.1(2) . . ?
O4 S2 O6 115.62(19) . . ?
O4 S2 C26 103.9(2) . . ?
O5 S2 C26 102.9(2) . . ?
O6 S2 O5 114.9(2) . . ?
O6 S2 C26 101.8(2) . . ?
F4 C26 S2 112.0(3) . . ?
F4 C26 F5 108.5(4) . . ?
F4 C26 F6 107.5(4) . . ?
F5 C26 S2 111.5(3) . . ?
F6 C26 S2 111.3(3) . . ?
F6 C26 F5 105.6(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.511(8)
2 0.489(8)

#END---------------------------------------------------------------------------

