# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2259187'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl2 O Se), 2(Cl), 2(C9 H20 N)'
_chemical_formula_sum            'C18 H40 Cl6 N2 O2 Se2'
_chemical_formula_weight         687.14
_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'
Cl Cl 0.1484 0.1585 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.972(3)
_cell_length_b                   9.675(3)
_cell_length_c                   10.878(3)
_cell_angle_alpha                68.48(2)
_cell_angle_beta                 66.84(2)
_cell_angle_gamma                66.63(2)
_cell_volume                     771.7(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4091
_cell_measurement_temperature    213
_cell_measurement_theta_max      26.72
_cell_measurement_theta_min      2.07
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.617
_exptl_absorpt_coefficient_mu    2.932
_exptl_absorpt_correction_T_max  0.3781
_exptl_absorpt_correction_T_min  0.0068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.096
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5647
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.103
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
 226 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1993
_reflns_number_total             2683
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      0.978
_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)+(0.0744P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1176
_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:
 C6(H6A,H6B), C2(H2A,H2B), C7(H7A,H7B), C5(H5A,H5B), C8(H8A,H8B), C3(H3A,H3B),
 C4(H4A,H4B)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.83903(5) 0.43502(6) 0.69899(5) 0.06159(19) Uani 1 1 d . . . . .
Cl3 Cl 0.88266(16) -0.28327(14) 0.50074(14) 0.0761(4) Uani 1 1 d . . . . .
Cl1 Cl 0.67666(18) 0.5756(2) 0.86393(15) 0.0911(4) Uani 1 1 d . . . . .
Cl2 Cl 0.8733(2) 0.20040(19) 0.86619(17) 0.1016(5) Uani 1 1 d . . . . .
N1 N 0.7580(5) 0.2118(5) 0.3646(4) 0.0690(10) Uani 1 1 d . . . . .
O1 O 0.6941(4) 0.4318(5) 0.6475(4) 0.0873(11) Uani 1 1 d . . . . .
C6 C 0.7331(7) 0.1312(6) 0.5184(6) 0.0761(13) Uani 1 1 d . . . . .
H6A H 0.771300 0.018472 0.529821 0.091 Uiso 1 1 calc R U . . .
H6B H 0.805103 0.155557 0.551007 0.091 Uiso 1 1 calc R U . . .
C2 C 0.9529(7) 0.1542(8) 0.2901(8) 0.099(2) Uani 1 1 d . . . . .
H2A H 1.020223 0.149745 0.344619 0.119 Uiso 1 1 calc R U . . .
H2B H 0.983674 0.050669 0.276395 0.119 Uiso 1 1 calc R U . . .
C7 C 0.5528(7) 0.1770(7) 0.6076(6) 0.0839(15) Uani 1 1 d . . . . .
H7A H 0.478783 0.157374 0.573391 0.101 Uiso 1 1 calc R U . . .
H7B H 0.515704 0.288494 0.601758 0.101 Uiso 1 1 calc R U . . .
C5 C 0.7312(7) 0.3849(7) 0.3269(7) 0.0880(16) Uani 1 1 d . . . . .
H5A H 0.758962 0.412344 0.391876 0.106 Uiso 1 1 calc R U . . .
H5B H 0.613106 0.442727 0.328146 0.106 Uiso 1 1 calc R U . . .
C1 C 0.6610(8) 0.1660(8) 0.3052(6) 0.0956(18) Uani 1 1 d . . . . .
H1A H 0.696240 0.053722 0.321883 0.143 Uiso 1 1 calc R U . . .
H1B H 0.684740 0.212680 0.206612 0.143 Uiso 1 1 calc R U . . .
H1C H 0.540215 0.202494 0.349414 0.143 Uiso 1 1 calc R U . . .
C8 C 0.5363(10) 0.0847(10) 0.7593(6) 0.110(2) Uani 1 1 d . . . . .
H8A H 0.569069 -0.025952 0.763220 0.132 Uiso 1 1 calc R U . . .
H8B H 0.618436 0.098577 0.788787 0.132 Uiso 1 1 calc R U . . .
C3 C 0.9824(11) 0.2724(12) 0.1532(8) 0.123(3) Uani 1 1 d . . . . .
H3A H 0.967148 0.243591 0.082442 0.148 Uiso 1 1 calc R U . . .
H3B H 1.096829 0.282444 0.122273 0.148 Uiso 1 1 calc R U . . .
C4 C 0.8495(11) 0.4215(11) 0.1828(7) 0.126(3) Uani 1 1 d . . . . .
H4A H 0.785267 0.469084 0.115171 0.151 Uiso 1 1 calc R U . . .
H4B H 0.904053 0.495090 0.175916 0.151 Uiso 1 1 calc R U . . .
C9 C 0.3688(12) 0.1245(13) 0.8597(9) 0.150(3) Uani 1 1 d . . . . .
H9A H 0.354267 0.215251 0.886593 0.225 Uiso 1 1 calc R U . . .
H9B H 0.360498 0.037667 0.940589 0.225 Uiso 1 1 calc R U . . .
H9C H 0.281181 0.146807 0.818296 0.225 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 Cl1 2.3137(17) . ?
Se1 Cl2 2.3264(18) . ?
Se1 O1 1.620(3) . ?
N1 C6 1.532(7) . ?
N1 C2 1.571(7) . ?
N1 C5 1.512(7) . ?
N1 C1 1.527(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.505(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 C3 1.509(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.541(8) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C4 1.513(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.469(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 C4 1.510(11) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?

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
Cl1 Se1 Cl2 92.18(7) . . ?
O1 Se1 Cl1 101.29(15) . . ?
O1 Se1 Cl2 101.21(16) . . ?
C6 N1 C2 106.7(4) . . ?
C5 N1 C6 115.3(4) . . ?
C5 N1 C2 100.3(4) . . ?
C5 N1 C1 113.9(4) . . ?
C1 N1 C6 110.9(4) . . ?
C1 N1 C2 108.7(4) . . ?
N1 C6 H6A 108.7 . . ?
N1 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 N1 114.2(4) . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
N1 C2 H2A 110.7 . . ?
N1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 N1 105.2(5) . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C6 C7 C8 111.1(5) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
N1 C5 H5A 110.6 . . ?
N1 C5 H5B 110.6 . . ?
N1 C5 C4 105.5(6) . . ?
H5A C5 H5B 108.8 . . ?
C4 C5 H5A 110.6 . . ?
C4 C5 H5B 110.6 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C8 H8A 108.0 . . ?
C7 C8 H8B 108.0 . . ?
H8A C8 H8B 107.3 . . ?
C9 C8 C7 117.0(7) . . ?
C9 C8 H8A 108.0 . . ?
C9 C8 H8B 108.0 . . ?
C2 C3 H3A 111.0 . . ?
C2 C3 H3B 111.0 . . ?
C2 C3 C4 103.8(6) . . ?
H3A C3 H3B 109.0 . . ?
C4 C3 H3A 111.0 . . ?
C4 C3 H3B 111.0 . . ?
C5 C4 H4A 109.9 . . ?
C5 C4 H4B 109.9 . . ?
C3 C4 C5 108.8(6) . . ?
C3 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
N1 C6 C7 C8 176.9(5) . . . . ?
N1 C2 C3 C4 29.9(6) . . . . ?
N1 C5 C4 C3 -17.9(7) . . . . ?
C6 N1 C2 C3 -161.0(5) . . . . ?
C6 N1 C5 C4 148.9(5) . . . . ?
C6 C7 C8 C9 176.3(6) . . . . ?
C2 N1 C6 C7 178.1(4) . . . . ?
C2 N1 C5 C4 34.7(6) . . . . ?
C2 C3 C4 C5 -7.9(7) . . . . ?
C5 N1 C6 C7 67.7(6) . . . . ?
C5 N1 C2 C3 -40.4(5) . . . . ?
C1 N1 C6 C7 -63.6(6) . . . . ?
C1 N1 C2 C3 79.3(6) . . . . ?
C1 N1 C5 C4 -81.2(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_1
_database_code_depnum_ccdc_archive 'CCDC 2259191'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'2(Cl3 Se), 2(Cl5 Se), 2(Cl4 Se), 2(Cl), 2(C8 H15 N2)'
_chemical_formula_sum            'C16 H30 Cl26 N4 Se6'
_chemical_formula_weight         1673.90
_chemical_absolute_configuration ?
_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'
Cl Cl 0.1484 0.1585 '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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.4053(12)
_cell_length_b                   16.6488(16)
_cell_length_c                   9.7517(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.712(11)
_cell_angle_gamma                90
_cell_volume                     1313.6(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4463
_cell_measurement_temperature    213
_cell_measurement_theta_max      29.29
_cell_measurement_theta_min      2.14
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.435
_exptl_absorpt_coefficient_mu    5.524
_exptl_absorpt_correction_T_max  0.5493
_exptl_absorpt_correction_T_min  0.3195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.116
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.032
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8095
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.169
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
 171 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.926
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3735
_reflns_number_total             4606
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.843
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.002(19)
_refine_ls_extinction_coef       0.0026(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4606
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      0.980
_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)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0981
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.69325(14) 0.50797(7) 0.84862(14) 0.0257(3) Uani 1 1 d . . . . .
Se3 Se 0.35417(14) 0.67879(7) 0.75648(13) 0.0236(3) Uani 1 1 d . . . . .
Se2 Se 0.56540(14) 0.60423(8) 0.45535(13) 0.0281(3) Uani 1 1 d . . . . .
Cl4 Cl 0.6832(4) 0.66073(18) 0.7436(4) 0.0281(7) Uani 1 1 d . . . . .
Cl12 Cl 0.4460(4) 0.7160(2) 0.9833(4) 0.0335(7) Uani 1 1 d . . . . .
Cl11 Cl 0.3585(4) 0.8040(2) 0.6758(4) 0.0397(8) Uani 1 1 d . . . . .
Cl2 Cl 0.7612(4) 0.5539(2) 1.0686(4) 0.0371(8) Uani 1 1 d . . . . .
Cl10 Cl 0.0947(3) 0.6827(3) 0.7545(4) 0.0346(7) Uani 1 1 d . . . . .
Cl9 Cl 0.2606(4) 0.6205(2) 0.4965(4) 0.0336(8) Uani 1 1 d . . . . .
Cl13 Cl 0.3711(4) 0.5296(2) 0.8467(4) 0.0338(8) Uani 1 1 d . . . . .
Cl3 Cl 0.9520(4) 0.4990(2) 0.8429(4) 0.0365(8) Uani 1 1 d . . . . .
Cl8 Cl 0.4526(4) 0.5491(3) 0.2511(4) 0.0413(9) Uani 1 1 d . . . . .
Cl7 Cl 0.5347(4) 0.7297(2) 0.3730(4) 0.0419(9) Uani 1 1 d . . . . .
Cl5 Cl 0.5966(5) 0.4600(2) 0.5743(4) 0.0415(9) Uani 1 1 d . . . . .
Cl6 Cl 0.8215(4) 0.5965(3) 0.4386(4) 0.0454(9) Uani 1 1 d . . . . .
Cl1 Cl 0.6748(5) 0.3829(2) 0.9133(5) 0.0446(9) Uani 1 1 d . . . . .
N2 N 1.0595(13) 0.3458(7) 0.6680(13) 0.035(3) Uani 1 1 d . . . . .
N1 N 0.9952(13) 0.2556(8) 0.8041(12) 0.035(3) Uani 1 1 d . . . . .
C2 C 1.1567(17) 0.2781(10) 0.8710(18) 0.042(4) Uani 1 1 d . . . . .
H2 H 1.224671 0.258651 0.957670 0.050 Uiso 1 1 calc R U . . .
C3 C 1.1956(17) 0.3346(10) 0.7833(16) 0.038(3) Uani 1 1 d . . . . .
H3 H 1.297521 0.361266 0.798936 0.045 Uiso 1 1 calc R U . . .
C5 C 1.0476(18) 0.4009(9) 0.5500(17) 0.039(3) Uani 1 1 d . . . . .
H5A H 1.102920 0.451392 0.586943 0.047 Uiso 1 1 calc R U . . .
H5B H 0.930907 0.412991 0.505422 0.047 Uiso 1 1 calc R U . . .
C4 C 0.9398(17) 0.2965(9) 0.6852(15) 0.035(3) Uani 1 1 d . . . . .
H4 H 0.833452 0.291872 0.622374 0.042 Uiso 1 1 calc R U . . .
C6 C 1.1238(19) 0.3678(10) 0.4393(17) 0.040(3) Uani 1 1 d . . . . .
H6A H 1.243895 0.364707 0.479537 0.049 Uiso 1 1 calc R U . . .
H6B H 1.082777 0.313089 0.414952 0.049 Uiso 1 1 calc R U . . .
C8 C 1.155(2) 0.3825(11) 0.192(2) 0.053(4) Uani 1 1 d . . . . .
H8A H 1.152694 0.422866 0.119571 0.080 Uiso 1 1 calc R U . . .
H8B H 1.088208 0.336828 0.148620 0.080 Uiso 1 1 calc R U . . .
H8C H 1.267935 0.365109 0.233179 0.080 Uiso 1 1 calc R U . . .
C1 C 0.9041(18) 0.1963(11) 0.8617(16) 0.043(4) Uani 1 1 d . . . . .
H1A H 0.888483 0.148337 0.802992 0.065 Uiso 1 1 calc R U . . .
H1B H 0.797267 0.218066 0.862229 0.065 Uiso 1 1 calc R U . . .
H1C H 0.965803 0.182800 0.958179 0.065 Uiso 1 1 calc R U . . .
C7 C 1.087(2) 0.4175(10) 0.3062(19) 0.047(4) Uani 1 1 d . . . . .
H7A H 1.133006 0.471322 0.329931 0.057 Uiso 1 1 calc R U . . .
H7B H 0.966665 0.422985 0.269013 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 Cl2 2.202(4) . ?
Se1 Cl3 2.196(3) . ?
Se1 Cl1 2.194(4) . ?
Se3 Cl12 2.224(3) . ?
Se3 Cl11 2.231(4) . ?
Se3 Cl10 2.176(3) . ?
Se3 Cl9 2.629(4) . ?
Se3 Cl13 2.626(4) . ?
Se2 Cl8 2.165(4) . ?
Se2 Cl7 2.228(4) . ?
Se2 Cl5 2.648(4) . ?
Se2 Cl6 2.206(3) . ?
N2 C3 1.383(18) . ?
N2 C5 1.45(2) . ?
N2 C4 1.344(19) . ?
N1 C2 1.389(18) . ?
N1 C4 1.315(19) . ?
N1 C1 1.453(19) . ?
C2 H2 0.9400 . ?
C2 C3 1.37(2) . ?
C3 H3 0.9400 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.50(2) . ?
C4 H4 0.9400 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.50(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C8 C7 1.50(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C7 H7A 0.9800 . ?
C7 H7B 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
Cl3 Se1 Cl2 92.93(14) . . ?
Cl1 Se1 Cl2 94.00(16) . . ?
Cl1 Se1 Cl3 95.17(15) . . ?
Cl12 Se3 Cl11 93.22(15) . . ?
Cl12 Se3 Cl9 174.10(14) . . ?
Cl12 Se3 Cl13 87.59(13) . . ?
Cl11 Se3 Cl9 91.94(14) . . ?
Cl11 Se3 Cl13 175.51(13) . . ?
Cl10 Se3 Cl12 94.44(13) . . ?
Cl10 Se3 Cl11 94.64(15) . . ?
Cl10 Se3 Cl9 88.00(12) . . ?
Cl10 Se3 Cl13 89.69(14) . . ?
Cl13 Se3 Cl9 87.05(12) . . ?
Cl8 Se2 Cl7 94.95(16) . . ?
Cl8 Se2 Cl5 89.18(15) . . ?
Cl8 Se2 Cl6 95.75(15) . . ?
Cl7 Se2 Cl5 174.90(15) . . ?
Cl6 Se2 Cl7 92.75(16) . . ?
Cl6 Se2 Cl5 89.82(15) . . ?
C3 N2 C5 126.4(12) . . ?
C4 N2 C3 107.3(13) . . ?
C4 N2 C5 126.3(12) . . ?
C2 N1 C1 123.5(13) . . ?
C4 N1 C2 110.1(13) . . ?
C4 N1 C1 126.5(12) . . ?
N1 C2 H2 127.5 . . ?
C3 C2 N1 105.0(14) . . ?
C3 C2 H2 127.5 . . ?
N2 C3 H3 125.8 . . ?
C2 C3 N2 108.4(13) . . ?
C2 C3 H3 125.8 . . ?
N2 C5 H5A 109.1 . . ?
N2 C5 H5B 109.1 . . ?
N2 C5 C6 112.7(12) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
N2 C4 H4 125.4 . . ?
N1 C4 N2 109.1(12) . . ?
N1 C4 H4 125.4 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 C5 113.0(13) . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C7 C8 113.4(13) . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?

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
N2 C5 C6 C7 170.0(13) . . . . ?
N1 C2 C3 N2 0.5(16) . . . . ?
C2 N1 C4 N2 0.6(16) . . . . ?
C3 N2 C5 C6 81.2(18) . . . . ?
C3 N2 C4 N1 -0.2(16) . . . . ?
C5 N2 C3 C2 179.6(13) . . . . ?
C5 N2 C4 N1 180.0(12) . . . . ?
C5 C6 C7 C8 -177.0(15) . . . . ?
C4 N2 C3 C2 -0.2(16) . . . . ?
C4 N2 C5 C6 -99.0(16) . . . . ?
C4 N1 C2 C3 -0.7(16) . . . . ?
C1 N1 C2 C3 -179.9(14) . . . . ?
C1 N1 C4 N2 179.7(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT341_1                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0225 Ang.  
RESPONSE: Small crystals
;
# end Validation Reply Form
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2259189'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 O Se, 2(C8 H15 N2)'
_chemical_formula_sum            'C16 H30 Cl4 N4 O Se'
_chemical_formula_weight         515.20
_chemical_absolute_configuration ?
_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'
Cl Cl 0.1484 0.1585 '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'
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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.570(4)
_cell_length_b                   8.857(4)
_cell_length_c                   9.228(4)
_cell_angle_alpha                73.69(3)
_cell_angle_beta                 72.73(3)
_cell_angle_gamma                63.57(3)
_cell_volume                     589.9(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2363
_cell_measurement_temperature    213
_cell_measurement_theta_max      21.94
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.853
_exptl_absorpt_coefficient_mu    2.057
_exptl_absorpt_correction_T_max  0.8483
_exptl_absorpt_correction_T_min  0.4542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_av_unetI/netI     0.2234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7614
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.347
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
 432 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_full    0.909
_reflns_Friedel_fraction_max     0.909
_reflns_number_gt                1406
_reflns_number_total             3970
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.40(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.608
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     579
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      0.631
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0236P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0728
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.60(3)
 0.40(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
N2 \\sim N1 \\sim C4 \\sim C2 \\sim C1 \\sim H4 \\sim C3 \\sim H2 \\sim H1A
\\sim H1B \\sim H1C \\sim C5 \\sim H3 \\sim H5A \\sim H5B \\sim C6 \\sim H6A
\\sim H6B \\sim C7 \\sim C8 \\sim H7A \\sim H7B \\sim H8A \\sim H8B \\sim H8C
\\sim C15 \\sim N3 \\sim C10 \\sim C9 \\sim C12 \\sim H10 \\sim C11 \\sim H9A
\\sim H9B \\sim H9C \\sim N4 \\sim H12 \\sim H11 \\sim C13 \\sim C14 \\sim H13A
\\sim H13B \\sim H14A \\sim H14B \\sim H15A \\sim H15B \\sim C16 \\sim H16A
\\sim H16B \\sim H16C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C15, N3, C10, C9, C12, H10, C11, H9A, H9B, H9C, N4, H12, H11, C13, C14, H13A,
 H13B, H14A, H14B, H15A, H15B, C16, H16A, H16B, H16C, C5, N1, C4, C2, C1, H4,
 N2, C3, H2, H1A, H1B, H1C, H3, H5A, H5B, C6, H6A, H6B, C7, C8, H7A, H7B, H8A,
 H8B, H8C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C13(H13A,H13B), C5(H5A,H5B), C15(H15A,H15B), C6(H6A,H6B),
 C7(H7A,H7B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C10(H10), C11(H11), C2(H2), C12(H12)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.5398(4) 0.4254(3) 0.1747(3) 0.0713(5) Uani 1 1 d . . . . .
Cl1 Cl 0.7111(8) 0.2062(6) 0.3683(5) 0.0808(18) Uani 1 1 d . . . . .
Cl2 Cl 0.2793(8) 0.3408(7) 0.3021(6) 0.0928(19) Uani 1 1 d . . . . .
Cl4 Cl 0.8100(7) 0.4623(6) 0.0254(6) 0.0916(18) Uani 1 1 d . . . . .
Cl3 Cl 0.3776(8) 0.6153(7) -0.0305(6) 0.097(2) Uani 1 1 d . . . . .
N1 N 0.774(2) 0.5135(19) 0.5720(18) 0.069(4) Uani 1 1 d . U . . .
N3 N 1.251(2) 0.1378(19) 0.9589(16) 0.074(4) Uani 1 1 d . U . . .
N4 N 1.295(2) 0.326(2) 0.7596(18) 0.071(4) Uani 1 1 d . U . . .
C4 C 0.803(3) 0.556(3) 0.418(2) 0.094(6) Uani 1 1 d . U . . .
H4 H 0.847642 0.479207 0.348332 0.112 Uiso 1 1 calc R U . . .
O1 O 0.4779(13) 0.5909(10) 0.2718(9) 0.092(3) Uani 1 1 d . . . . .
C3 C 0.703(2) 0.7860(19) 0.5124(17) 0.073(5) Uani 1 1 d . U . . .
H3 H 0.661781 0.902246 0.517939 0.088 Uiso 1 1 calc R U . . .
C10 C 1.273(2) 0.075(2) 0.8323(17) 0.079(5) Uani 1 1 d . U . . .
H10 H 1.266330 -0.028119 0.831436 0.094 Uiso 1 1 calc R U . . .
C11 C 1.308(3) 0.188(2) 0.708(2) 0.089(6) Uani 1 1 d . U . . .
H11 H 1.335595 0.175531 0.604228 0.107 Uiso 1 1 calc R U . . .
C9 C 1.205(3) 0.064(2) 1.1108(14) 0.083(5) Uani 1 1 d . U . . .
H9A H 1.077031 0.109729 1.143716 0.124 Uiso 1 1 calc R U . . .
H9B H 1.257298 0.089587 1.176266 0.124 Uiso 1 1 calc R U . . .
H9C H 1.250234 -0.059186 1.118485 0.124 Uiso 1 1 calc R U . . .
C14 C 1.138(3) 0.6145(19) 0.628(2) 0.111(5) Uani 1 1 d . U . . .
H14A H 1.065039 0.650456 0.725905 0.133 Uiso 1 1 calc R U . . .
H14B H 1.077655 0.563652 0.592840 0.133 Uiso 1 1 calc R U . . .
C2 C 0.717(3) 0.658(2) 0.630(2) 0.080(5) Uani 1 1 d . U . . .
H2 H 0.692454 0.664992 0.734618 0.097 Uiso 1 1 calc R U . . .
C13 C 1.311(3) 0.479(2) 0.658(2) 0.083(5) Uani 1 1 d . U . . .
H13A H 1.389133 0.447523 0.559852 0.099 Uiso 1 1 calc R U . . .
H13B H 1.367161 0.523795 0.704078 0.099 Uiso 1 1 calc R U . . .
N2 N 0.759(3) 0.717(2) 0.3801(19) 0.111(6) Uani 1 1 d . U . . .
C12 C 1.259(3) 0.294(2) 0.908(2) 0.069(5) Uani 1 1 d . U . . .
H12 H 1.239895 0.368863 0.971596 0.083 Uiso 1 1 calc R U . . .
C1 C 0.816(3) 0.337(2) 0.653(2) 0.116(8) Uani 1 1 d . U . . .
H1A H 0.710059 0.327563 0.722557 0.175 Uiso 1 1 calc R U . . .
H1B H 0.906547 0.306056 0.712002 0.175 Uiso 1 1 calc R U . . .
H1C H 0.860747 0.261404 0.579181 0.175 Uiso 1 1 calc R U . . .
C8 C 0.742(3) 0.945(3) -0.127(2) 0.152(7) Uani 1 1 d . U . . .
H8A H 0.772987 1.006801 -0.228446 0.228 Uiso 1 1 calc R U . . .
H8B H 0.613289 0.989862 -0.093735 0.228 Uiso 1 1 calc R U . . .
H8C H 0.786482 0.824551 -0.130844 0.228 Uiso 1 1 calc R U . . .
C5 C 0.702(3) 0.851(2) 0.2051(18) 0.119(5) Uani 1 1 d . U . . .
H5A H 0.654133 0.807921 0.148958 0.143 Uiso 1 1 calc R U . . .
H5B H 0.629545 0.971673 0.212910 0.143 Uiso 1 1 calc R U . . .
C15 C 1.140(3) 0.776(2) 0.510(2) 0.160(6) Uani 1 1 d . U . . .
H15A H 1.219329 0.741130 0.413213 0.191 Uiso 1 1 calc R U . . .
H15B H 1.020095 0.844760 0.488490 0.191 Uiso 1 1 calc R U . . .
C6 C 0.869(4) 0.814(3) 0.162(2) 0.165(8) Uani 1 1 d . U . . .
H6A H 0.940498 0.694581 0.147339 0.198 Uiso 1 1 calc R U . . .
H6B H 0.918651 0.847328 0.225032 0.198 Uiso 1 1 calc R U . . .
C16 C 1.193(3) 0.877(2) 0.554(2) 0.144(7) Uani 1 1 d . U . . .
H16A H 1.169302 0.985724 0.483524 0.216 Uiso 1 1 calc R U . . .
H16B H 1.319853 0.820403 0.553659 0.216 Uiso 1 1 calc R U . . .
H16C H 1.128767 0.898129 0.657487 0.216 Uiso 1 1 calc R U . . .
C7 C 0.820(3) 0.967(3) -0.019(3) 0.191(8) Uani 1 1 d . U . . .
H7A H 0.740875 1.079135 0.011528 0.229 Uiso 1 1 calc R U . . .
H7B H 0.931827 0.977068 -0.076970 0.229 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 Cl1 2.488(6) . ?
Se1 Cl2 2.522(6) . ?
Se1 Cl4 2.428(6) . ?
Se1 Cl3 2.458(6) . ?
Se1 O1 1.730(7) . ?
N1 C4 1.34(2) . ?
N1 C2 1.35(2) . ?
N1 C1 1.46(2) . ?
N3 C10 1.362(17) . ?
N3 C9 1.390(18) . ?
N3 C12 1.36(2) . ?
N4 C11 1.38(2) . ?
N4 C13 1.45(2) . ?
N4 C12 1.28(2) . ?
C4 H4 0.9400 . ?
C4 N2 1.27(2) . ?
C3 H3 0.9400 . ?
C3 C2 1.32(2) . ?
C3 N2 1.380(19) . ?
C10 H10 0.9400 . ?
C10 C11 1.35(2) . ?
C11 H11 0.9400 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 C13 1.48(2) . ?
C14 C15 1.54(2) . ?
C2 H2 0.9400 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
N2 C5 1.77(2) . ?
C12 H12 0.9400 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C8 C7 1.45(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.28(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 C16 1.37(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.86(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C7 H7A 0.9800 . ?
C7 H7B 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
Cl1 Se1 Cl2 89.7(2) . . ?
Cl4 Se1 Cl1 89.4(2) . . ?
Cl4 Se1 Cl2 169.0(2) . . ?
Cl4 Se1 Cl3 90.8(2) . . ?
Cl3 Se1 Cl1 173.6(2) . . ?
Cl3 Se1 Cl2 88.7(2) . . ?
O1 Se1 Cl1 93.4(3) . . ?
O1 Se1 Cl2 98.2(3) . . ?
O1 Se1 Cl4 92.8(3) . . ?
O1 Se1 Cl3 93.0(3) . . ?
C4 N1 C2 107.8(16) . . ?
C4 N1 C1 123.1(17) . . ?
C2 N1 C1 128.9(16) . . ?
C10 N3 C9 125.4(14) . . ?
C12 N3 C10 106.9(14) . . ?
C12 N3 C9 127.3(14) . . ?
C11 N4 C13 123.5(17) . . ?
C12 N4 C11 107.2(15) . . ?
C12 N4 C13 129.2(15) . . ?
N1 C4 H4 125.5 . . ?
N2 C4 N1 109.0(17) . . ?
N2 C4 H4 125.5 . . ?
C2 C3 H3 126.5 . . ?
C2 C3 N2 107.0(15) . . ?
N2 C3 H3 126.5 . . ?
N3 C10 H10 126.6 . . ?
C11 C10 N3 106.7(15) . . ?
C11 C10 H10 126.6 . . ?
N4 C11 H11 126.0 . . ?
C10 C11 N4 108.1(16) . . ?
C10 C11 H11 126.0 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
H14A C14 H14B 107.2 . . ?
C13 C14 H14A 107.9 . . ?
C13 C14 H14B 107.9 . . ?
C13 C14 C15 117.7(15) . . ?
C15 C14 H14A 107.9 . . ?
C15 C14 H14B 107.9 . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.4(16) . . ?
C3 C2 H2 126.3 . . ?
N4 C13 C14 113.2(16) . . ?
N4 C13 H13A 108.9 . . ?
N4 C13 H13B 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C4 N2 C3 108.8(17) . . ?
C4 N2 C5 128.3(15) . . ?
C3 N2 C5 119.9(14) . . ?
N3 C12 H12 124.5 . . ?
N4 C12 N3 111.0(15) . . ?
N4 C12 H12 124.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
N2 C5 H5A 114.6 . . ?
N2 C5 H5B 114.6 . . ?
H5A C5 H5B 111.7 . . ?
C6 C5 N2 84.3(17) . . ?
C6 C5 H5A 114.6 . . ?
C6 C5 H5B 114.6 . . ?
C14 C15 H15A 108.5 . . ?
C14 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C16 C15 C14 115.0(17) . . ?
C16 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
C5 C6 H6A 114.1 . . ?
C5 C6 H6B 114.1 . . ?
C5 C6 C7 87.1(19) . . ?
H6A C6 H6B 111.3 . . ?
C7 C6 H6A 114.1 . . ?
C7 C6 H6B 114.1 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C7 C6 123.4(19) . . ?
C8 C7 H7A 106.5 . . ?
C8 C7 H7B 106.5 . . ?
C6 C7 H7A 106.5 . . ?
C6 C7 H7B 106.5 . . ?
H7A C7 H7B 106.5 . . ?

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
N1 C4 N2 C3 1(3) . . . . ?
N1 C4 N2 C5 -158.6(18) . . . . ?
N3 C10 C11 N4 -4(2) . . . . ?
C4 N1 C2 C3 3(2) . . . . ?
C4 N2 C5 C6 -88(3) . . . . ?
C3 N2 C5 C6 114(2) . . . . ?
C10 N3 C12 N4 -4(2) . . . . ?
C11 N4 C13 C14 92(2) . . . . ?
C11 N4 C12 N3 2(2) . . . . ?
C9 N3 C10 C11 177.1(19) . . . . ?
C9 N3 C12 N4 -176(2) . . . . ?
C2 N1 C4 N2 -3(3) . . . . ?
C2 C3 N2 C4 1(2) . . . . ?
C2 C3 N2 C5 162.6(16) . . . . ?
C13 N4 C11 C10 -175.3(18) . . . . ?
C13 N4 C12 N3 178(2) . . . . ?
C13 C14 C15 C16 -68(2) . . . . ?
N2 C3 C2 N1 -2(2) . . . . ?
N2 C5 C6 C7 -175.1(13) . . . . ?
C12 N3 C10 C11 5(2) . . . . ?
C12 N4 C11 C10 1(2) . . . . ?
C12 N4 C13 C14 -84(3) . . . . ?
C1 N1 C4 N2 -178(2) . . . . ?
C1 N1 C2 C3 178(2) . . . . ?
C5 C6 C7 C8 -63(3) . . . . ?
C15 C14 C13 N4 -174.6(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.60(3)
2 0.40(3)

# start Validation Reply Form
_vrf_PLAT026_6                   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        35% Check 
RESPONSE: Small crystals, which decompose with too long radiation
;
_vrf_PLAT341_6                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02714 Ang.  
RESPONSE: Small crystals, which decompose with too long radiation
;
# end Validation Reply Form
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2259194'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl2 O Se), 2(Cl4 Se), 2(Cl), 2(C9 H20 N)'
_chemical_formula_sum            'C18 H40 Cl14 N2 O2 Se4'
_chemical_formula_weight         1128.66
_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'
Cl Cl 0.1484 0.1585 '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'
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                   10.4199(17)
_cell_length_b                   16.067(4)
_cell_length_c                   12.373(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.433(13)
_cell_angle_gamma                90
_cell_volume                     2065.3(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2834
_cell_measurement_temperature    213
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      2.08
_shelx_estimated_absorpt_T_max   0.468
_shelx_estimated_absorpt_T_min   0.367
_exptl_absorpt_coefficient_mu    4.481
_exptl_absorpt_correction_T_max  0.0029
_exptl_absorpt_correction_T_min  0.0008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0861
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7429
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.081
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
 105 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1962
_reflns_number_total             3623
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.742
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3623
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      0.742
_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)+(0.0398P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0809
_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:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B),
 C8(H8A,H8B)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.47198(8) 0.61060(5) 0.78221(5) 0.0747(2) Uani 1 1 d . . . . .
Cl1 Cl 0.6202(2) 0.55395(15) 0.89179(16) 0.1098(7) Uani 1 1 d . . . . .
Cl2 Cl 0.5139(3) 0.74005(13) 0.83205(15) 0.1207(9) Uani 1 1 d . . . . .
O1 O 0.3433(4) 0.5854(3) 0.8454(4) 0.0949(17) Uani 1 1 d . . . . .
Se2 Se 0.69216(5) 0.49422(4) 0.52416(4) 0.04501(15) Uani 1 1 d . . . . .
Cl4 Cl 0.68597(15) 0.62953(9) 0.59561(11) 0.0605(4) Uani 1 1 d . . . . .
Cl5 Cl 0.82041(15) 0.44966(10) 0.66401(12) 0.0668(4) Uani 1 1 d . . . . .
Cl6 Cl 0.68624(15) 0.35501(9) 0.45052(11) 0.0641(4) Uani 1 1 d . . . . .
Cl7 Cl 0.84853(14) 0.53123(10) 0.42543(12) 0.0689(5) Uani 1 1 d . . . . .
Cl3 Cl 0.51949(13) 0.54102(9) 0.36516(9) 0.0505(3) Uani 1 1 d . . . . .
N1 N 0.4741(4) 0.2188(3) 0.7215(3) 0.0530(12) Uani 1 1 d . . . . .
C1 C 0.5967(6) 0.2651(4) 0.7442(4) 0.0599(16) Uani 1 1 d . . . . .
H1A H 0.608508 0.305753 0.686773 0.072 Uiso 1 1 calc R U . . .
H1B H 0.670051 0.226710 0.748742 0.072 Uiso 1 1 calc R U . . .
C2 C 0.5863(7) 0.3082(5) 0.8506(5) 0.079(2) Uani 1 1 d . . . . .
H2A H 0.628094 0.362876 0.850812 0.095 Uiso 1 1 calc R U . . .
H2B H 0.626462 0.274948 0.910344 0.095 Uiso 1 1 calc R U . . .
C3 C 0.4406(7) 0.3175(5) 0.8613(5) 0.084(2) Uani 1 1 d . . . . .
H3A H 0.416108 0.289837 0.927266 0.100 Uiso 1 1 calc R U . . .
H3B H 0.416968 0.376434 0.864793 0.100 Uiso 1 1 calc R U . . .
C4 C 0.3740(6) 0.2773(4) 0.7624(5) 0.0657(18) Uani 1 1 d . . . . .
H4A H 0.347717 0.319122 0.707447 0.079 Uiso 1 1 calc R U . . .
H4B H 0.297718 0.246381 0.781159 0.079 Uiso 1 1 calc R U . . .
C5 C 0.4750(6) 0.1399(4) 0.7863(4) 0.0643(17) Uani 1 1 d . . . . .
H5A H 0.549915 0.107044 0.771857 0.096 Uiso 1 1 calc R U . . .
H5B H 0.397528 0.108265 0.765950 0.096 Uiso 1 1 calc R U . . .
H5C H 0.478093 0.153244 0.862855 0.096 Uiso 1 1 calc R U . . .
C6 C 0.4426(6) 0.2017(4) 0.6029(4) 0.0630(17) Uani 1 1 d . . . . .
H6A H 0.434418 0.254913 0.564403 0.076 Uiso 1 1 calc R U . . .
H6B H 0.358877 0.173694 0.593966 0.076 Uiso 1 1 calc R U . . .
C7 C 0.5405(6) 0.1489(4) 0.5508(4) 0.0669(17) Uani 1 1 d . . . . .
H7A H 0.551837 0.095999 0.589919 0.080 Uiso 1 1 calc R U . . .
H7B H 0.623652 0.177679 0.555014 0.080 Uiso 1 1 calc R U . . .
C8 C 0.4961(7) 0.1319(5) 0.4322(4) 0.089(2) Uani 1 1 d . . . . .
H8A H 0.416227 0.099524 0.428558 0.107 Uiso 1 1 calc R U . . .
H8B H 0.478206 0.184889 0.394764 0.107 Uiso 1 1 calc R U . . .
C9 C 0.5983(8) 0.0843(5) 0.3755(5) 0.104(3) Uani 1 1 d . . . . .
H9A H 0.568529 0.075388 0.300129 0.157 Uiso 1 1 calc R U . . .
H9B H 0.613755 0.030912 0.410829 0.157 Uiso 1 1 calc R U . . .
H9C H 0.677558 0.116153 0.379384 0.157 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 Cl1 2.174(2) . ?
Se1 Cl2 2.204(2) . ?
Se1 O1 1.654(4) . ?
Se2 Cl4 2.3497(16) . ?
Se2 Cl5 2.2214(16) . ?
Se2 Cl6 2.4141(17) . ?
Se2 Cl7 2.1928(13) . ?
N1 C1 1.487(7) . ?
N1 C4 1.520(7) . ?
N1 C5 1.499(6) . ?
N1 C6 1.503(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 C2 1.499(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 C3 1.541(9) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 C4 1.506(9) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.509(8) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.528(8) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.526(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?

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
Cl1 Se1 Cl2 96.02(10) . . ?
O1 Se1 Cl1 99.5(2) . . ?
O1 Se1 Cl2 104.40(18) . . ?
Cl4 Se2 Cl6 176.96(6) . . ?
Cl5 Se2 Cl4 92.15(6) . . ?
Cl5 Se2 Cl6 89.53(6) . . ?
Cl7 Se2 Cl4 90.11(6) . . ?
Cl7 Se2 Cl5 95.35(6) . . ?
Cl7 Se2 Cl6 92.26(6) . . ?
C1 N1 C4 103.2(4) . . ?
C1 N1 C5 110.6(5) . . ?
C1 N1 C6 113.3(4) . . ?
C5 N1 C4 108.7(4) . . ?
C5 N1 C6 111.0(4) . . ?
C6 N1 C4 109.5(5) . . ?
N1 C1 H1A 110.5 . . ?
N1 C1 H1B 110.5 . . ?
N1 C1 C2 106.1(4) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
C1 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
C1 C2 C3 105.0(6) . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C2 C3 H3A 110.4 . . ?
C2 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
C4 C3 C2 106.5(5) . . ?
C4 C3 H3A 110.4 . . ?
C4 C3 H3B 110.4 . . ?
N1 C4 H4A 110.8 . . ?
N1 C4 H4B 110.8 . . ?
C3 C4 N1 104.6(5) . . ?
C3 C4 H4A 110.8 . . ?
C3 C4 H4B 110.8 . . ?
H4A C4 H4B 108.9 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 H6A 108.6 . . ?
N1 C6 H6B 108.6 . . ?
N1 C6 C7 114.6(5) . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C6 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C6 C7 C8 110.2(6) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.2(6) . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
N1 C1 C2 C3 -24.3(6) . . . . ?
N1 C6 C7 C8 177.3(5) . . . . ?
C1 N1 C4 C3 -36.0(5) . . . . ?
C1 N1 C6 C7 61.3(6) . . . . ?
C1 C2 C3 C4 1.5(7) . . . . ?
C2 C3 C4 N1 21.2(6) . . . . ?
C4 N1 C1 C2 37.6(6) . . . . ?
C4 N1 C6 C7 175.9(5) . . . . ?
C5 N1 C1 C2 -78.6(5) . . . . ?
C5 N1 C4 C3 81.5(6) . . . . ?
C5 N1 C6 C7 -64.0(6) . . . . ?
C6 N1 C1 C2 156.0(5) . . . . ?
C6 N1 C4 C3 -157.0(5) . . . . ?
C6 C7 C8 C9 175.7(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_5
_database_code_depnum_ccdc_archive 'CCDC 2259190'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl4 Se), 4(Cl2 O Se), 2(Cl), 2(C9 H20 N)'
_chemical_formula_sum            'C18 H40 Cl18 N2 O4 Se6'
_chemical_formula_weight         1460.38
_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'
Cl Cl 0.1484 0.1585 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9777(17)
_cell_length_b                   10.5576(18)
_cell_length_c                   13.801(2)
_cell_angle_alpha                67.258(12)
_cell_angle_beta                 68.592(12)
_cell_angle_gamma                87.254(14)
_cell_volume                     1240.9(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    12374
_cell_measurement_temperature    213
_cell_measurement_theta_max      28.93
_cell_measurement_theta_min      1.91
_shelx_estimated_absorpt_T_max   0.671
_shelx_estimated_absorpt_T_min   0.587
_exptl_absorpt_coefficient_mu    5.421
_exptl_absorpt_correction_T_max  0.1233
_exptl_absorpt_correction_T_min  0.0680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens in: F. R. Ahmed (Editor), "Crystallographic Computing", Munksgaard,
Copenhagen (1970), 255 - 270. Afterwards scaling of reflection intensities was
performed within STOE LANA. J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta
Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Finally a spherical absorption correction was done within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             704
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 3 -4 0.1090
4 -1 -7 0.1270
-5 -4 3 0.0710
-3 2 7 0.0680
-3 8 -5 0.0800
-1 0 -1 0.0890
3 -3 4 0.0080

_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14038
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.727
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
 360 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3216
_reflns_number_total             4311
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.902
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4311
_refine_ls_number_restraints     349
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      0.911
_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)+(0.0386P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0628
_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. Restrained distances
 Se3B-O2B \\sim Se3A-O2A \\sim Se1-O1
 with sigma of 0.02
 C5B-C6B \\sim C5A-C6A
 with sigma of 0.04
 C6B-C8B \\sim C6A-C8A
 with sigma of 0.04
 C7B-C9B \\sim C7A-C9A
 with sigma of 0.04
 C8B-C9B \\sim C8A-C9A
 with sigma of 0.02
 C5B-C4B \\sim C5A-C4A
 with sigma of 0.02
 C6B-C7B \\sim C6A-C7A \\sim C7B-C8B \\sim C7A-C8A
 with sigma of 0.02
 N1B-C1B \\sim N1A-C1A
 with sigma of 0.02
 N1B-C2B \\sim N1A-C2A \\sim N1B-C5B \\sim N1A-C5A \\sim N1B-C6B \\sim N1A-C6A
 with sigma of 0.02
 N1B-C3B \\sim N1A-C3A
 with sigma of 0.04
 N1B-C4B \\sim N1A-C4A
 with sigma of 0.04
 N1B-C7B \\sim N1A-C7A
 with sigma of 0.04
 C1B-C2B \\sim C1A-C2A
 with sigma of 0.04
 C1B-C5B \\sim C1A-C5A
 with sigma of 0.04
 C1B-C6B \\sim C1A-C6A
 with sigma of 0.04
 C2B-C3B \\sim C2A-C3A
 with sigma of 0.02
 C2B-C5B \\sim C2A-C5A
 with sigma of 0.04
 C2B-C4B \\sim C2A-C4A
 with sigma of 0.04
 C2B-C6B \\sim C2A-C6A
 with sigma of 0.04
 C2B-C7B \\sim C2A-C7A
 with sigma of 0.04
 C3B-C5B \\sim C3A-C5A
 with sigma of 0.04
 C3B-C4B \\sim C3A-C4A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1B \\sim C8A \\sim C6A \\sim C2B \\sim C2A \\sim C3B \\sim C4A \\sim C5B \\sim
N1B \\sim C4B \\sim C5A \\sim C6B \\sim C3A \\sim C7B \\sim C7A \\sim C8B \\sim
C9A \\sim C9B \\sim N1A \\sim C1A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
4. Others
 Sof(N1A)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=
 Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C3A)=Sof(H3AA)=
 Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=
 Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=1-FVAR(1)
 Sof(N1B)=Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(H1BC)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=
 Sof(C3B)=Sof(H3BA)=Sof(H3BB)=Sof(C5B)=Sof(H5BA)=Sof(H5BB)=Sof(C4B)=Sof(H4BA)=
 Sof(H4BB)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(C8B)=
 Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=FVAR(1)
 Fixed Sof: Se3A(0.5) Cl9A(0.5) O2A(0.5) Cl8A(0.5) Se3B(0.5) Cl8B(0.5)
 O2B(0.5) Cl9B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C2B(H2BA,H2BB), C3B(H3BA,H3BB), C5B(H5BA,H5BB), C4B(H4BA,H4BB), C6B(H6BA,
 H6BB), C7B(H7BA,H7BB), C8B(H8BA,H8BB), C2A(H2AA,H2AB), C5A(H5AA,H5AB),
 C6A(H6AA,H6AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C7A(H7AA,H7AB), C8A(H8AA,H8AB)
5.b Idealised Me refined as rotating group:
 C1B(H1BA,H1BB,H1BC), C9B(H9BA,H9BB,H9BC), C1A(H1AA,H1AB,H1AC), C9A(H9AA,H9AB,
 H9AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se2 Se 0.79863(3) 1.07517(4) 0.53339(3) 0.04492(10) Uani 1 1 d . . . . .
Se1 Se 0.86542(4) 0.74247(4) 0.81670(3) 0.05680(11) Uani 1 1 d D . . . .
Se3A Se 0.90305(17) 0.7757(2) 0.35971(19) 0.0561(4) Uani 0.5 1 d D . P A 1
Cl7 Cl 0.89960(9) 0.81980(9) 0.56869(7) 0.0509(2) Uani 1 1 d . . . . .
Cl5 Cl 0.80479(9) 1.09555(10) 0.35553(8) 0.0549(2) Uani 1 1 d . . . . .
Cl3 Cl 0.79777(10) 1.05488(10) 0.71623(8) 0.0599(2) Uani 1 1 d . . . . .
Cl6 Cl 0.57593(9) 0.97846(13) 0.61475(9) 0.0730(3) Uani 1 1 d . . . . .
Cl4 Cl 0.74598(13) 1.28911(11) 0.49691(10) 0.0744(3) Uani 1 1 d . . . . .
Cl9A Cl 0.9199(11) 0.8507(12) 0.1773(9) 0.112(3) Uani 0.5 1 d . . P A 1
Cl2 Cl 0.97568(14) 0.55225(13) 0.83425(14) 0.1027(4) Uani 1 1 d . . . . .
O2A O 0.959(2) 0.6263(13) 0.3803(16) 0.080(5) Uani 0.5 1 d D . P A 1
Cl8A Cl 0.6660(6) 0.7406(6) 0.4300(7) 0.0725(10) Uani 0.5 1 d . . P A 1
O1 O 0.6977(3) 0.6831(3) 0.8712(3) 0.0778(8) Uani 1 1 d D . . . .
Se3B Se 0.85391(16) 0.7948(2) 0.3618(2) 0.0560(4) Uani 0.5 1 d D . P B 2
Cl8B Cl 0.9466(8) 0.5900(6) 0.4111(6) 0.0712(11) Uani 0.5 1 d . . P B 2
O2B O 0.6868(16) 0.742(2) 0.4051(17) 0.113(8) Uani 0.5 1 d D . P B 2
N1B N 0.5403(13) 0.3857(11) 0.7955(9) 0.057(3) Uani 0.614(10) 1 d D U P C 1
C1B C 0.6888(12) 0.4450(17) 0.7075(9) 0.061(3) Uani 0.614(10) 1 d D U P C 1
H1BA H 0.681322 0.525316 0.645167 0.092 Uiso 0.614(10) 1 calc R U P C 1
H1BB H 0.734182 0.376140 0.679545 0.092 Uiso 0.614(10) 1 calc R U P C 1
H1BC H 0.746794 0.471979 0.740902 0.092 Uiso 0.614(10) 1 calc R U P C 1
C2B C 0.4582(13) 0.4933(10) 0.8316(10) 0.064(3) Uani 0.614(10) 1 d D U P C 1
H2BA H 0.518783 0.549071 0.845806 0.077 Uiso 0.614(10) 1 calc R U P C 1
H2BB H 0.371056 0.450824 0.900107 0.077 Uiso 0.614(10) 1 calc R U P C 1
C3B C 0.4186(15) 0.5816(14) 0.7287(11) 0.079(4) Uani 0.614(10) 1 d D U P C 1
H3BA H 0.328828 0.622989 0.752501 0.094 Uiso 0.614(10) 1 calc R U P C 1
H3BB H 0.496378 0.655310 0.672606 0.094 Uiso 0.614(10) 1 calc R U P C 1
C5B C 0.4478(16) 0.3488(15) 0.7429(13) 0.070(3) Uani 0.614(10) 1 d D U P C 1
H5BA H 0.503924 0.306778 0.690573 0.084 Uiso 0.614(10) 1 calc R U P C 1
H5BB H 0.364132 0.283258 0.801695 0.084 Uiso 0.614(10) 1 calc R U P C 1
C4B C 0.3998(14) 0.4802(14) 0.6812(10) 0.075(3) Uani 0.614(10) 1 d D U P C 1
H4BA H 0.298050 0.466023 0.692200 0.090 Uiso 0.614(10) 1 calc R U P C 1
H4BB H 0.458400 0.514727 0.599817 0.090 Uiso 0.614(10) 1 calc R U P C 1
C6B C 0.5531(7) 0.2586(7) 0.8909(6) 0.062(2) Uani 0.614(10) 1 d D U P C 1
H6BA H 0.455728 0.219235 0.947476 0.074 Uiso 0.614(10) 1 calc R U P C 1
H6BB H 0.594977 0.189626 0.860439 0.074 Uiso 0.614(10) 1 calc R U P C 1
C7B C 0.6438(11) 0.2846(10) 0.9488(7) 0.083(3) Uani 0.614(10) 1 d D U P C 1
H7BA H 0.744249 0.297759 0.895661 0.099 Uiso 0.614(10) 1 calc R U P C 1
H7BB H 0.622220 0.374695 0.952151 0.099 Uiso 0.614(10) 1 calc R U P C 1
C8B C 0.6452(19) 0.1949(14) 1.0618(10) 0.170(8) Uani 0.614(10) 1 d D U P C 1
H8BA H 0.719559 0.235898 1.074927 0.204 Uiso 0.614(10) 1 calc R U P C 1
H8BB H 0.551384 0.192580 1.120013 0.204 Uiso 0.614(10) 1 calc R U P C 1
C9B C 0.672(2) 0.0608(14) 1.0741(16) 0.208(9) Uani 0.614(10) 1 d D U P C 1
H9BA H 0.755816 0.062248 1.009600 0.312 Uiso 0.614(10) 1 calc R U P C 1
H9BB H 0.588334 0.012610 1.078258 0.312 Uiso 0.614(10) 1 calc R U P C 1
H9BC H 0.690229 0.013630 1.143153 0.312 Uiso 0.614(10) 1 calc R U P C 1
N1A N 0.557(2) 0.4172(17) 0.7950(14) 0.058(4) Uani 0.386(10) 1 d D U P C 2
C1A C 0.699(3) 0.469(4) 0.698(2) 0.113(12) Uani 0.386(10) 1 d D U P C 2
H1AA H 0.752607 0.533619 0.708097 0.170 Uiso 0.386(10) 1 calc R U P C 2
H1AB H 0.682845 0.514046 0.627801 0.170 Uiso 0.386(10) 1 calc R U P C 2
H1AC H 0.754768 0.391300 0.694317 0.170 Uiso 0.386(10) 1 calc R U P C 2
C2A C 0.484(2) 0.5309(18) 0.8235(19) 0.080(5) Uani 0.386(10) 1 d D U P C 2
H2AA H 0.555164 0.608997 0.798433 0.096 Uiso 0.386(10) 1 calc R U P C 2
H2AB H 0.431762 0.499136 0.905684 0.096 Uiso 0.386(10) 1 calc R U P C 2
C5A C 0.451(3) 0.351(2) 0.771(2) 0.081(6) Uani 0.386(10) 1 d D U P C 2
H5AA H 0.385859 0.278360 0.841406 0.097 Uiso 0.386(10) 1 calc R U P C 2
H5AB H 0.501599 0.309287 0.717230 0.097 Uiso 0.386(10) 1 calc R U P C 2
C6A C 0.5710(18) 0.336(2) 0.9056(12) 0.111(5) Uani 0.386(10) 1 d D U P C 2
H6AA H 0.606752 0.403201 0.926034 0.133 Uiso 0.386(10) 1 calc R U P C 2
H6AB H 0.471963 0.301611 0.960871 0.133 Uiso 0.386(10) 1 calc R U P C 2
C3A C 0.378(3) 0.574(3) 0.763(2) 0.091(6) Uani 0.386(10) 1 d D U P C 2
H3AA H 0.283299 0.581948 0.814681 0.109 Uiso 0.386(10) 1 calc R U P C 2
H3AB H 0.414552 0.663881 0.698421 0.109 Uiso 0.386(10) 1 calc R U P C 2
C4A C 0.369(3) 0.463(3) 0.723(2) 0.106(7) Uani 0.386(10) 1 d D U P C 2
H4AA H 0.267244 0.427340 0.748795 0.127 Uiso 0.386(10) 1 calc R U P C 2
H4AB H 0.410352 0.499342 0.639780 0.127 Uiso 0.386(10) 1 calc R U P C 2
C7A C 0.652(3) 0.225(2) 0.9274(14) 0.143(9) Uani 0.386(10) 1 d D U P C 2
H7AA H 0.753630 0.264185 0.890833 0.171 Uiso 0.386(10) 1 calc R U P C 2
H7AB H 0.638945 0.171524 0.886772 0.171 Uiso 0.386(10) 1 calc R U P C 2
C8A C 0.6318(14) 0.1250(12) 1.0431(11) 0.065(3) Uani 0.386(10) 1 d D U P C 2
H8AA H 0.652853 0.035278 1.038691 0.077 Uiso 0.386(10) 1 calc R U P C 2
H8AB H 0.528872 0.115493 1.090334 0.077 Uiso 0.386(10) 1 calc R U P C 2
C9A C 0.7155(12) 0.1498(18) 1.1050(12) 0.079(4) Uani 0.386(10) 1 d D U P C 2
H9AA H 0.814452 0.185601 1.053124 0.118 Uiso 0.386(10) 1 calc R U P C 2
H9AB H 0.715176 0.063675 1.165942 0.118 Uiso 0.386(10) 1 calc R U P C 2
H9AC H 0.671452 0.216349 1.136404 0.118 Uiso 0.386(10) 1 calc R U P C 2
Cl9B Cl 0.9325(7) 0.8141(11) 0.1832(8) 0.0784(16) Uani 0.5 1 d . . P B 2
Cl1 Cl 0.89553(15) 0.77592(18) 0.95719(11) 0.1046(5) 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
Se2 Cl5 2.3575(10) . ?
Se2 Cl3 2.4454(10) . ?
Se2 Cl6 2.1796(11) . ?
Se2 Cl4 2.1981(11) . ?
Se1 Cl2 2.2155(14) . ?
Se1 O1 1.605(3) . ?
Se1 Cl1 2.2224(12) . ?
Se3A Cl9A 2.271(12) . ?
Se3A O2A 1.600(13) . ?
Se3A Cl8A 2.191(6) . ?
Se3B Cl8B 2.263(6) . ?
Se3B O2B 1.598(14) . ?
Se3B Cl9B 2.225(9) . ?
N1B C1B 1.500(10) . ?
N1B C2B 1.504(9) . ?
N1B C5B 1.507(10) . ?
N1B C6B 1.514(9) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B H1BC 0.9700 . ?
C2B H2BA 0.9800 . ?
C2B H2BB 0.9800 . ?
C2B C3B 1.546(11) . ?
C3B H3BA 0.9800 . ?
C3B H3BB 0.9800 . ?
C3B C4B 1.505(11) . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B C4B 1.484(11) . ?
C4B H4BA 0.9800 . ?
C4B H4BB 0.9800 . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B C7B 1.502(10) . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B C8B 1.483(12) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B C9B 1.383(14) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C9B H9BC 0.9700 . ?
N1A C1A 1.491(14) . ?
N1A C2A 1.485(12) . ?
N1A C5A 1.490(12) . ?
N1A C6A 1.487(12) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A H1AC 0.9700 . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A C3A 1.524(15) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A C4A 1.493(15) . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A C7A 1.386(14) . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A C4A 1.501(15) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A C8A 1.480(13) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A C9A 1.487(14) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A H9AC 0.9700 . ?

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
Cl5 Se2 Cl3 178.80(3) . . ?
Cl6 Se2 Cl5 90.67(4) . . ?
Cl6 Se2 Cl3 90.48(4) . . ?
Cl6 Se2 Cl4 96.55(5) . . ?
Cl4 Se2 Cl5 90.39(4) . . ?
Cl4 Se2 Cl3 89.81(4) . . ?
Cl2 Se1 Cl1 96.84(7) . . ?
O1 Se1 Cl2 102.34(12) . . ?
O1 Se1 Cl1 102.53(11) . . ?
O2A Se3A Cl9A 101.6(8) . . ?
O2A Se3A Cl8A 105.9(8) . . ?
Cl8A Se3A Cl9A 93.9(3) . . ?
O2B Se3B Cl8B 100.1(8) . . ?
O2B Se3B Cl9B 101.0(8) . . ?
Cl9B Se3B Cl8B 89.9(3) . . ?
C1B N1B C2B 111.6(9) . . ?
C1B N1B C5B 109.7(9) . . ?
C1B N1B C6B 108.9(8) . . ?
C2B N1B C5B 100.9(7) . . ?
C2B N1B C6B 115.1(8) . . ?
C5B N1B C6B 110.3(8) . . ?
N1B C1B H1BA 109.5 . . ?
N1B C1B H1BB 109.5 . . ?
N1B C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
N1B C2B H2BA 111.2 . . ?
N1B C2B H2BB 111.2 . . ?
N1B C2B C3B 103.0(8) . . ?
H2BA C2B H2BB 109.1 . . ?
C3B C2B H2BA 111.2 . . ?
C3B C2B H2BB 111.2 . . ?
C2B C3B H3BA 111.0 . . ?
C2B C3B H3BB 111.0 . . ?
H3BA C3B H3BB 109.0 . . ?
C4B C3B C2B 104.0(8) . . ?
C4B C3B H3BA 111.0 . . ?
C4B C3B H3BB 111.0 . . ?
N1B C5B H5BA 110.5 . . ?
N1B C5B H5BB 110.5 . . ?
H5BA C5B H5BB 108.7 . . ?
C4B C5B N1B 106.1(8) . . ?
C4B C5B H5BA 110.5 . . ?
C4B C5B H5BB 110.5 . . ?
C3B C4B H4BA 110.3 . . ?
C3B C4B H4BB 110.3 . . ?
C5B C4B C3B 106.9(8) . . ?
C5B C4B H4BA 110.3 . . ?
C5B C4B H4BB 110.3 . . ?
H4BA C4B H4BB 108.6 . . ?
N1B C6B H6BA 108.6 . . ?
N1B C6B H6BB 108.6 . . ?
H6BA C6B H6BB 107.6 . . ?
C7B C6B N1B 114.5(7) . . ?
C7B C6B H6BA 108.6 . . ?
C7B C6B H6BB 108.6 . . ?
C6B C7B H7BA 105.5 . . ?
C6B C7B H7BB 105.5 . . ?
H7BA C7B H7BB 106.1 . . ?
C8B C7B C6B 127.3(11) . . ?
C8B C7B H7BA 105.5 . . ?
C8B C7B H7BB 105.5 . . ?
C7B C8B H8BA 108.8 . . ?
C7B C8B H8BB 108.8 . . ?
H8BA C8B H8BB 107.7 . . ?
C9B C8B C7B 114.0(15) . . ?
C9B C8B H8BA 108.8 . . ?
C9B C8B H8BB 108.8 . . ?
C8B C9B H9BA 109.5 . . ?
C8B C9B H9BB 109.5 . . ?
C8B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C2A N1A C1A 112.0(16) . . ?
C2A N1A C5A 104.5(11) . . ?
C2A N1A C6A 97.8(12) . . ?
C5A N1A C1A 113.1(16) . . ?
C6A N1A C1A 113.6(15) . . ?
C6A N1A C5A 114.4(15) . . ?
N1A C1A H1AA 109.5 . . ?
N1A C1A H1AB 109.5 . . ?
N1A C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
N1A C2A H2AA 110.3 . . ?
N1A C2A H2AB 110.3 . . ?
N1A C2A C3A 107.3(11) . . ?
H2AA C2A H2AB 108.5 . . ?
C3A C2A H2AA 110.3 . . ?
C3A C2A H2AB 110.3 . . ?
N1A C5A H5AA 110.5 . . ?
N1A C5A H5AB 110.5 . . ?
N1A C5A C4A 106.2(12) . . ?
H5AA C5A H5AB 108.7 . . ?
C4A C5A H5AA 110.5 . . ?
C4A C5A H5AB 110.5 . . ?
N1A C6A H6AA 105.9 . . ?
N1A C6A H6AB 105.9 . . ?
H6AA C6A H6AB 106.2 . . ?
C7A C6A N1A 125.7(15) . . ?
C7A C6A H6AA 105.9 . . ?
C7A C6A H6AB 105.9 . . ?
C2A C3A H3AA 110.7 . . ?
C2A C3A H3AB 110.7 . . ?
H3AA C3A H3AB 108.8 . . ?
C4A C3A C2A 105.4(12) . . ?
C4A C3A H3AA 110.7 . . ?
C4A C3A H3AB 110.7 . . ?
C5A C4A C3A 107.1(12) . . ?
C5A C4A H4AA 110.3 . . ?
C5A C4A H4AB 110.3 . . ?
C3A C4A H4AA 110.3 . . ?
C3A C4A H4AB 110.3 . . ?
H4AA C4A H4AB 108.5 . . ?
C6A C7A H7AA 106.5 . . ?
C6A C7A H7AB 106.5 . . ?
C6A C7A C8A 123.5(15) . . ?
H7AA C7A H7AB 106.5 . . ?
C8A C7A H7AA 106.5 . . ?
C8A C7A H7AB 106.5 . . ?
C7A C8A H8AA 107.3 . . ?
C7A C8A H8AB 107.3 . . ?
C7A C8A C9A 120.3(15) . . ?
H8AA C8A H8AB 106.9 . . ?
C9A C8A H8AA 107.3 . . ?
C9A C8A H8AB 107.3 . . ?
C8A C9A H9AA 109.5 . . ?
C8A C9A H9AB 109.5 . . ?
C8A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 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
N1B C2B C3B C4B 32.0(12) . . . . ?
N1B C5B C4B C3B -19.0(13) . . . . ?
N1B C6B C7B C8B 161.8(10) . . . . ?
C1B N1B C2B C3B 73.5(11) . . . . ?
C1B N1B C5B C4B -79.1(12) . . . . ?
C1B N1B C6B C7B 59.4(11) . . . . ?
C2B N1B C5B C4B 38.8(11) . . . . ?
C2B N1B C6B C7B -66.8(10) . . . . ?
C2B C3B C4B C5B -8.0(13) . . . . ?
C5B N1B C2B C3B -43.0(10) . . . . ?
C5B N1B C6B C7B 179.9(9) . . . . ?
C6B N1B C2B C3B -161.7(10) . . . . ?
C6B N1B C5B C4B 160.9(10) . . . . ?
C6B C7B C8B C9B 55(2) . . . . ?
N1A C2A C3A C4A 13(2) . . . . ?
N1A C5A C4A C3A -24(3) . . . . ?
N1A C6A C7A C8A -162.8(18) . . . . ?
C1A N1A C2A C3A 95(2) . . . . ?
C1A N1A C5A C4A -91(2) . . . . ?
C1A N1A C6A C7A -51(3) . . . . ?
C2A N1A C5A C4A 31(2) . . . . ?
C2A N1A C6A C7A -170(2) . . . . ?
C2A C3A C4A C5A 7(3) . . . . ?
C5A N1A C2A C3A -27(2) . . . . ?
C5A N1A C6A C7A 81(3) . . . . ?
C6A N1A C2A C3A -145.1(19) . . . . ?
C6A N1A C5A C4A 137.2(18) . . . . ?
C6A C7A C8A C9A -90(3) . . . . ?

_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_3
_database_code_depnum_ccdc_archive 'CCDC 2259188'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl4 Se), 2(Cl2 O Se), 2(Cl), 2(C8 H15 N2)'
_chemical_formula_sum            'C16 H30 Cl14 N4 O2 Se4'
_chemical_formula_weight         1122.58
_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'
Cl Cl 0.1484 0.1585 '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'
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                   11.4012(12)
_cell_length_b                   10.6225(14)
_cell_length_c                   16.1950(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.713(8)
_cell_angle_gamma                90
_cell_volume                     1954.7(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6820
_cell_measurement_temperature    213
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      2.04
_shelx_estimated_absorpt_T_max   0.578
_shelx_estimated_absorpt_T_min   0.396
_exptl_absorpt_coefficient_mu    4.735
_exptl_absorpt_correction_T_max  0.0674
_exptl_absorpt_correction_T_min  0.0052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.907
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14175
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.105
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
 226 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2315
_reflns_number_total             3448
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -1.001
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.823
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      0.823
_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)+(0.0556P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Sof(H5BC)=Sof(H5BD)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(1)
 Sof(H5AA)=Sof(H5AB)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=FVAR(1)
 Sof(H8BD)=Sof(H8BE)=Sof(H8BF)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=1-FVAR(2)
 Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=FVAR(2)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5AA,H5AB), C5(H5BC,H5BD), C6B(H6BA,H6BB), C7B(H7BA,H7BB), C6A(H6AA,H6AB),
 C7A(H7AA,H7AB)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2), C3(H3)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C8(H8AA,H8AB,H8AC), C8(H8BD,H8BE,H8BF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se2 Se 0.96394(4) 0.34146(4) 0.56032(3) 0.04008(14) Uani 1 1 d . . . . .
Se1 Se 0.71536(4) 0.64253(5) 0.57594(3) 0.05433(17) Uani 1 1 d . . . . .
Cl3 Cl 0.99201(10) 0.58602(10) 0.59677(7) 0.0436(3) Uani 1 1 d . . . . .
Cl5 Cl 0.75905(11) 0.37175(12) 0.52366(8) 0.0545(3) Uani 1 1 d . . . . .
Cl4 Cl 0.92816(13) 0.30181(13) 0.68822(8) 0.0609(4) Uani 1 1 d . . . . .
Cl6 Cl 1.16937(12) 0.31437(12) 0.59554(9) 0.0593(3) Uani 1 1 d . . . . .
Cl7 Cl 0.94762(14) 0.14261(11) 0.51875(10) 0.0678(4) Uani 1 1 d . . . . .
Cl1 Cl 0.70713(13) 0.57310(15) 0.70428(9) 0.0695(4) Uani 1 1 d . . . . .
Cl2 Cl 0.74363(16) 0.84222(15) 0.61118(14) 0.0911(6) Uani 1 1 d . . . . .
O1 O 0.5790(3) 0.6389(4) 0.5385(3) 0.0701(11) Uani 1 1 d . . . . .
N1 N 0.3781(4) 0.5303(4) 0.7132(3) 0.0592(12) Uani 1 1 d . . . . .
N2 N 0.4793(4) 0.3625(4) 0.7033(3) 0.0648(13) Uani 1 1 d . . . . .
C4 C 0.4294(5) 0.4582(6) 0.6620(4) 0.0604(15) Uani 1 1 d . . . . .
H4 H 0.430759 0.472066 0.604779 0.073 Uiso 1 1 calc R U . . .
C2 C 0.3962(6) 0.4800(6) 0.7906(4) 0.0727(17) Uani 1 1 d . . . . .
H2 H 0.369759 0.513079 0.839572 0.087 Uiso 1 1 calc R U . . .
C3 C 0.4581(6) 0.3757(6) 0.7839(4) 0.0764(18) Uani 1 1 d . . . . .
H3 H 0.482997 0.320599 0.827242 0.092 Uiso 1 1 calc R U . . .
C1 C 0.3110(6) 0.6445(6) 0.6911(5) 0.090(2) Uani 1 1 d . . . . .
H1A H 0.346629 0.687913 0.646815 0.135 Uiso 1 1 calc R U . . .
H1B H 0.311237 0.699164 0.739084 0.135 Uiso 1 1 calc R U . . .
H1C H 0.230580 0.621983 0.672764 0.135 Uiso 1 1 calc R U . . .
C5 C 0.5476(7) 0.2635(7) 0.6665(5) 0.104(2) Uani 1 1 d . . . . .
H5AA H 0.616192 0.238059 0.703195 0.125 Uiso 0.51(3) 1 calc R U P A 1
H5AB H 0.572856 0.288187 0.612417 0.125 Uiso 0.51(3) 1 calc R U P A 1
H5BC H 0.557637 0.292758 0.610136 0.125 Uiso 0.49(3) 1 calc R U P A 2
H5BD H 0.625877 0.268064 0.696334 0.125 Uiso 0.49(3) 1 calc R U P A 2
C8 C 0.3999(9) -0.0516(8) 0.6076(6) 0.131(3) Uani 1 1 d . . . . .
H8AA H 0.343216 -0.023049 0.563597 0.197 Uiso 0.46(2) 1 calc R U P B 1
H8AB H 0.362009 -0.057385 0.658946 0.197 Uiso 0.46(2) 1 calc R U P B 1
H8AC H 0.429674 -0.133682 0.593518 0.197 Uiso 0.46(2) 1 calc R U P B 1
H8BD H 0.333113 -0.064885 0.567427 0.197 Uiso 0.54(2) 1 calc R U P B 2
H8BE H 0.382887 -0.086997 0.660509 0.197 Uiso 0.54(2) 1 calc R U P B 2
H8BF H 0.468815 -0.092387 0.588543 0.197 Uiso 0.54(2) 1 calc R U P B 2
C6B C 0.446(2) 0.1541(16) 0.6585(10) 0.069(6) Uani 0.51(3) 1 d . . P A 1
H6BA H 0.421913 0.130252 0.713053 0.083 Uiso 0.51(3) 1 calc R U P A 1
H6BB H 0.376639 0.182374 0.623619 0.083 Uiso 0.51(3) 1 calc R U P A 1
C7B C 0.5061(16) 0.0459(15) 0.6186(10) 0.074(6) Uani 0.46(2) 1 d . . P A 1
H7BA H 0.571926 0.012668 0.654810 0.089 Uiso 0.46(2) 1 calc R U P B 1
H7BB H 0.534011 0.070044 0.565185 0.089 Uiso 0.46(2) 1 calc R U P B 1
C6A C 0.523(2) 0.1310(16) 0.6580(11) 0.083(7) Uani 0.49(3) 1 d . . P A 2
H6AA H 0.588087 0.093120 0.630679 0.099 Uiso 0.49(3) 1 calc R U P A 2
H6AB H 0.525978 0.095460 0.713967 0.099 Uiso 0.49(3) 1 calc R U P A 2
C7A C 0.4236(18) 0.0920(16) 0.6177(15) 0.110(7) Uani 0.54(2) 1 d . . P A 2
H7AA H 0.419715 0.128804 0.562008 0.132 Uiso 0.54(2) 1 calc R U P B 2
H7AB H 0.358399 0.128094 0.645698 0.132 Uiso 0.54(2) 1 calc R U P B 2


_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
Se2 Cl5 2.3843(14) . ?
Se2 Cl4 2.1848(14) . ?
Se2 Cl6 2.3821(14) . ?
Se2 Cl7 2.2201(13) . ?
Se1 Cl1 2.2147(17) . ?
Se1 Cl2 2.2134(16) . ?
Se1 O1 1.622(4) . ?
N1 C4 1.304(7) . ?
N1 C2 1.362(7) . ?
N1 C1 1.462(8) . ?
N2 C4 1.319(7) . ?
N2 C3 1.354(8) . ?
N2 C5 1.464(9) . ?
C4 H4 0.9400 . ?
C2 H2 0.9400 . ?
C2 C3 1.323(9) . ?
C3 H3 0.9400 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C5 H5AA 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5BC 0.9800 . ?
C5 H5BD 0.9800 . ?
C5 C6B 1.64(2) . ?
C5 C6A 1.439(17) . ?
C8 H8AA 0.9700 . ?
C8 H8AB 0.9700 . ?
C8 H8AC 0.9700 . ?
C8 H8BD 0.9700 . ?
C8 H8BE 0.9700 . ?
C8 H8BF 0.9700 . ?
C8 C7B 1.592(19) . ?
C8 C7A 1.555(18) . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B C7B 1.51(3) . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A C7A 1.33(3) . ?
C7A H7AA 0.9800 . ?
C7A H7AB 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
Cl4 Se2 Cl5 90.38(5) . . ?
Cl4 Se2 Cl6 90.35(5) . . ?
Cl4 Se2 Cl7 94.96(6) . . ?
Cl6 Se2 Cl5 178.99(5) . . ?
Cl7 Se2 Cl5 89.82(5) . . ?
Cl7 Se2 Cl6 90.80(6) . . ?
Cl2 Se1 Cl1 95.37(7) . . ?
O1 Se1 Cl1 103.26(16) . . ?
O1 Se1 Cl2 103.54(15) . . ?
C4 N1 C2 108.2(5) . . ?
C4 N1 C1 125.8(5) . . ?
C2 N1 C1 126.0(6) . . ?
C4 N2 C3 107.8(5) . . ?
C4 N2 C5 124.7(6) . . ?
C3 N2 C5 127.5(6) . . ?
N1 C4 N2 109.2(5) . . ?
N1 C4 H4 125.4 . . ?
N2 C4 H4 125.4 . . ?
N1 C2 H2 126.4 . . ?
C3 C2 N1 107.2(6) . . ?
C3 C2 H2 126.4 . . ?
N2 C3 H3 126.1 . . ?
C2 C3 N2 107.7(5) . . ?
C2 C3 H3 126.1 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C5 H5AA 112.1 . . ?
N2 C5 H5AB 112.1 . . ?
N2 C5 H5BC 104.9 . . ?
N2 C5 H5BD 104.9 . . ?
N2 C5 C6B 98.3(9) . . ?
H5AA C5 H5AB 109.7 . . ?
H5BC C5 H5BD 105.8 . . ?
C6B C5 H5AA 112.1 . . ?
C6B C5 H5AB 112.1 . . ?
C6A C5 N2 129.5(12) . . ?
C6A C5 H5BC 104.9 . . ?
C6A C5 H5BD 104.9 . . ?
H8AA C8 H8AB 109.5 . . ?
H8AA C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
H8BD C8 H8BE 109.5 . . ?
H8BD C8 H8BF 109.5 . . ?
H8BE C8 H8BF 109.5 . . ?
C7B C8 H8AA 109.5 . . ?
C7B C8 H8AB 109.5 . . ?
C7B C8 H8AC 109.5 . . ?
C7A C8 H8BD 109.5 . . ?
C7A C8 H8BE 109.5 . . ?
C7A C8 H8BF 109.5 . . ?
C5 C6B H6BA 111.1 . . ?
C5 C6B H6BB 111.1 . . ?
H6BA C6B H6BB 109.1 . . ?
C7B C6B C5 103.3(16) . . ?
C7B C6B H6BA 111.1 . . ?
C7B C6B H6BB 111.1 . . ?
C8 C7B H7BA 111.8 . . ?
C8 C7B H7BB 111.8 . . ?
C6B C7B C8 100.1(14) . . ?
C6B C7B H7BA 111.8 . . ?
C6B C7B H7BB 111.8 . . ?
H7BA C7B H7BB 109.5 . . ?
C5 C6A H6AA 107.3 . . ?
C5 C6A H6AB 107.3 . . ?
H6AA C6A H6AB 106.9 . . ?
C7A C6A C5 120(2) . . ?
C7A C6A H6AA 107.3 . . ?
C7A C6A H6AB 107.3 . . ?
C8 C7A H7AA 107.5 . . ?
C8 C7A H7AB 107.5 . . ?
C6A C7A C8 119.4(17) . . ?
C6A C7A H7AA 107.5 . . ?
C6A C7A H7AB 107.5 . . ?
H7AA C7A H7AB 107.0 . . ?

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
N1 C2 C3 N2 0.7(7) . . . . ?
N2 C5 C6B C7B 178.6(10) . . . . ?
N2 C5 C6A C7A 58(2) . . . . ?
C4 N1 C2 C3 -0.8(7) . . . . ?
C4 N2 C3 C2 -0.4(7) . . . . ?
C4 N2 C5 C6B -100.7(8) . . . . ?
C4 N2 C5 C6A -115.3(14) . . . . ?
C2 N1 C4 N2 0.5(6) . . . . ?
C3 N2 C4 N1 -0.1(6) . . . . ?
C3 N2 C5 C6B 81.3(9) . . . . ?
C3 N2 C5 C6A 66.7(15) . . . . ?
C1 N1 C4 N2 -178.6(5) . . . . ?
C1 N1 C2 C3 178.3(6) . . . . ?
C5 N2 C4 N1 -178.4(5) . . . . ?
C5 N2 C3 C2 177.9(6) . . . . ?
C5 C6B C7B C8 -176.4(9) . . . . ?
C5 C6A C7A C8 178.8(14) . . . . ?

_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_8
_database_code_depnum_ccdc_archive 'CCDC 2259192'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '6(Cl2 O Se), 2(Cl), 2(C9 H20 N)'
_chemical_formula_sum            'C18 H40 Cl14 N2 O6 Se6'
_chemical_formula_weight         1350.58
_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'
Cl Cl 0.1484 0.1585 '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'
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                   10.9462(9)
_cell_length_b                   14.9569(17)
_cell_length_c                   14.0350(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.413(6)
_cell_angle_gamma                90
_cell_volume                     2252.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10505
_cell_measurement_temperature    213
_cell_measurement_theta_max      29.32
_cell_measurement_theta_min      2.00
_shelx_estimated_absorpt_T_max   0.523
_shelx_estimated_absorpt_T_min   0.379
_exptl_absorpt_coefficient_mu    5.738
_exptl_absorpt_correction_T_max  0.0117
_exptl_absorpt_correction_T_min  0.0031
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.991
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_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            16276
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.011
_diffrn_ambient_temperature      213.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
 222 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2971
_reflns_number_total             3949
_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       'STOE X-Area'
_computing_data_collection       'STOE X-Area'
_computing_data_reduction        'STOE X-Area'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.826
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3949
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0229
_refine_ls_restrained_S_all      0.826
_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)+(0.0318P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0508
_refine_ls_wR_factor_ref         0.0515
_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:
 C2(H2A,H2B), C6(H6A,H6B), C5(H5A,H5B), C3(H3A,H3B), C4(H4A,H4B), C8(H8A,H8B),
 C7(H7A,H7B)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se3 Se 0.75666(3) 0.44452(2) 0.64594(2) 0.02809(9) Uani 1 1 d . . . . .
Se1 Se 0.57589(3) 0.61261(2) 0.45606(2) 0.02805(9) Uani 1 1 d . . . . .
Se2 Se 0.56550(3) 0.63729(2) 0.74586(2) 0.03187(9) Uani 1 1 d . . . . .
Cl7 Cl 0.61814(7) 0.42298(6) 0.44024(6) 0.0356(2) Uani 1 1 d . . . . .
Cl1 Cl 0.75869(8) 0.63153(8) 0.40641(7) 0.0461(2) Uani 1 1 d . . . . .
Cl6 Cl 0.94348(8) 0.45331(7) 0.61013(7) 0.0424(2) Uani 1 1 d . . . . .
Cl4 Cl 0.73565(8) 0.70112(7) 0.83465(7) 0.0470(2) Uani 1 1 d . . . . .
Cl5 Cl 0.82015(9) 0.42114(8) 0.80330(6) 0.0504(3) Uani 1 1 d . . . . .
Cl3 Cl 0.43750(9) 0.74502(8) 0.77101(8) 0.0540(3) Uani 1 1 d . . . . .
Cl2 Cl 0.57669(10) 0.75308(7) 0.51359(8) 0.0554(3) Uani 1 1 d . . . . .
O3 O 0.7158(2) 0.54719(17) 0.64382(16) 0.0363(6) Uani 1 1 d . . . . .
O2 O 0.5366(3) 0.55963(19) 0.81529(19) 0.0506(7) Uani 1 1 d . . . . .
N1 N 0.5097(2) 0.6990(2) 0.09504(19) 0.0344(7) Uani 1 1 d . . . . .
O1 O 0.4783(2) 0.61861(18) 0.35495(16) 0.0392(6) Uani 1 1 d . . . . .
C2 C 0.4411(3) 0.7419(3) 0.1661(3) 0.0407(9) Uani 1 1 d . . . . .
H2A H 0.426046 0.698511 0.214858 0.049 Uiso 1 1 calc R U . . .
H2B H 0.360991 0.766200 0.132521 0.049 Uiso 1 1 calc R U . . .
C6 C 0.6095(3) 0.6361(3) 0.1482(2) 0.0360(8) Uani 1 1 d . . . . .
H6A H 0.658924 0.668033 0.203650 0.043 Uiso 1 1 calc R U . . .
H6B H 0.568519 0.585878 0.173915 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5641(3) 0.7785(3) 0.0542(3) 0.0437(9) Uani 1 1 d . . . . .
H5A H 0.500467 0.809857 0.007019 0.052 Uiso 1 1 calc R U . . .
H5B H 0.632214 0.760695 0.022218 0.052 Uiso 1 1 calc R U . . .
C3 C 0.5263(4) 0.8158(3) 0.2131(3) 0.0495(10) Uani 1 1 d . . . . .
H3A H 0.575248 0.796123 0.275728 0.059 Uiso 1 1 calc R U . . .
H3B H 0.477984 0.868723 0.223719 0.059 Uiso 1 1 calc R U . . .
C4 C 0.6117(4) 0.8368(3) 0.1419(3) 0.0506(11) Uani 1 1 d . . . . .
H4A H 0.606503 0.900231 0.123909 0.061 Uiso 1 1 calc R U . . .
H4B H 0.698541 0.822266 0.170500 0.061 Uiso 1 1 calc R U . . .
C8 C 0.7859(4) 0.5311(3) 0.1402(3) 0.0502(10) Uani 1 1 d . . . . .
H8A H 0.835347 0.558361 0.198775 0.060 Uiso 1 1 calc R U . . .
H8B H 0.738475 0.481446 0.160584 0.060 Uiso 1 1 calc R U . . .
C1 C 0.4216(4) 0.6477(3) 0.0194(3) 0.0562(12) Uani 1 1 d . . . . .
H1A H 0.386009 0.598643 0.049993 0.084 Uiso 1 1 calc R U . . .
H1B H 0.466232 0.624286 -0.028342 0.084 Uiso 1 1 calc R U . . .
H1C H 0.355460 0.687028 -0.012343 0.084 Uiso 1 1 calc R U . . .
C7 C 0.6962(4) 0.5996(3) 0.0872(3) 0.0477(10) Uani 1 1 d . . . . .
H7A H 0.743767 0.649039 0.066643 0.057 Uiso 1 1 calc R U . . .
H7B H 0.646891 0.572172 0.028553 0.057 Uiso 1 1 calc R U . . .
C9 C 0.8724(4) 0.4950(3) 0.0780(4) 0.0657(14) Uani 1 1 d . . . . .
H9A H 0.823898 0.467238 0.020315 0.099 Uiso 1 1 calc R U . . .
H9B H 0.927752 0.451067 0.114681 0.099 Uiso 1 1 calc R U . . .
H9C H 0.921224 0.543671 0.059141 0.099 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
Se3 Cl6 2.2042(9) . ?
Se3 Cl5 2.2080(9) . ?
Se3 O3 1.598(2) . ?
Se1 Cl1 2.2631(9) . ?
Se1 Cl2 2.2503(11) . ?
Se1 O1 1.601(2) . ?
Se2 Cl4 2.2394(10) . ?
Se2 Cl3 2.2091(11) . ?
Se2 O2 1.588(3) . ?
N1 C2 1.506(4) . ?
N1 C6 1.520(4) . ?
N1 C5 1.494(5) . ?
N1 C1 1.496(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 C3 1.511(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.501(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C4 1.515(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 C4 1.530(6) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C7 1.510(5) . ?
C8 C9 1.508(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?

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
Cl6 Se3 Cl5 96.60(4) . . ?
O3 Se3 Cl6 101.95(9) . . ?
O3 Se3 Cl5 101.68(9) . . ?
Cl2 Se1 Cl1 93.03(4) . . ?
O1 Se1 Cl1 101.27(9) . . ?
O1 Se1 Cl2 102.72(10) . . ?
Cl3 Se2 Cl4 94.82(4) . . ?
O2 Se2 Cl4 102.41(10) . . ?
O2 Se2 Cl3 103.07(11) . . ?
C2 N1 C6 110.0(3) . . ?
C5 N1 C2 101.8(3) . . ?
C5 N1 C6 112.3(3) . . ?
C5 N1 C1 112.7(3) . . ?
C1 N1 C2 110.6(3) . . ?
C1 N1 C6 109.3(3) . . ?
N1 C2 H2A 110.8 . . ?
N1 C2 H2B 110.8 . . ?
N1 C2 C3 104.8(3) . . ?
H2A C2 H2B 108.9 . . ?
C3 C2 H2A 110.8 . . ?
C3 C2 H2B 110.8 . . ?
N1 C6 H6A 108.6 . . ?
N1 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 N1 114.8(3) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
N1 C5 H5A 110.9 . . ?
N1 C5 H5B 110.9 . . ?
N1 C5 C4 104.2(3) . . ?
H5A C5 H5B 108.9 . . ?
C4 C5 H5A 110.9 . . ?
C4 C5 H5B 110.9 . . ?
C2 C3 H3A 110.6 . . ?
C2 C3 H3B 110.6 . . ?
C2 C3 C4 105.7(3) . . ?
H3A C3 H3B 108.7 . . ?
C4 C3 H3A 110.6 . . ?
C4 C3 H3B 110.6 . . ?
C5 C4 C3 104.8(3) . . ?
C5 C4 H4A 110.8 . . ?
C5 C4 H4B 110.8 . . ?
C3 C4 H4A 110.8 . . ?
C3 C4 H4B 110.8 . . ?
H4A C4 H4B 108.9 . . ?
H8A C8 H8B 107.9 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
C9 C8 C7 112.3(4) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C7 C8 112.9(3) . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
N1 C2 C3 C4 22.0(4) . . . . ?
N1 C6 C7 C8 -174.7(3) . . . . ?
N1 C5 C4 C3 -29.2(4) . . . . ?
C2 N1 C6 C7 -171.6(3) . . . . ?
C2 N1 C5 C4 42.7(3) . . . . ?
C2 C3 C4 C5 4.2(4) . . . . ?
C6 N1 C2 C3 79.2(3) . . . . ?
C6 N1 C5 C4 -74.9(4) . . . . ?
C5 N1 C2 C3 -40.0(3) . . . . ?
C5 N1 C6 C7 -59.0(4) . . . . ?
C1 N1 C2 C3 -159.9(3) . . . . ?
C1 N1 C6 C7 66.8(4) . . . . ?
C1 N1 C5 C4 161.2(3) . . . . ?
C9 C8 C7 C6 -179.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT430_8                   
;
PROBLEM: Short Inter D...A Contact  Se01     ..O00E     .       2.74 Ang.  
RESPONSE: Electrostatic interaction between Se and O
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2259193'
loop_
_audit_author_name
_audit_author_address
'Maxime Andre Bonnin'
;Karlsruher Institute of Technology
Germany
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;


#============================================================================== 
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl3 Se), Cl4 Se, Cl2 O Se, 3(Cl), C8 H15 N2'
_chemical_formula_sum            'C8 H15 Cl15 N2 O Se4'
_chemical_formula_weight         1002.81
_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 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3294 0.5404 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -1.0985 0.9246 '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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.7567(12)
_cell_length_b                   21.2461(10)
_cell_length_c                   16.9058(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6018.7(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    46216
_cell_measurement_temperature    150
_cell_measurement_theta_max      64.42
_cell_measurement_theta_min      3.62
_shelx_estimated_absorpt_T_max   0.484
_shelx_estimated_absorpt_T_min   0.349
_exptl_absorpt_coefficient_mu    12.135
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3808
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            69142
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        53.597
_diffrn_reflns_theta_max         62.524
_diffrn_reflns_theta_min         3.620
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
 1758 frames, detector distance = 80 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34143
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5651
_reflns_number_total             7215
_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       
;
X-Area Recipe 1.34.0.0 (STOE, 2019)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.161.0 (STOE, 2020)
;
_computing_data_reduction        
;
X-Area Integrate 1.78.0.0 (STOE, 2020)
X-Area LANA 1.78.0.0 (STOE, 2020)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.499
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.934
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         7215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      0.934
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0603
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2), C3(H3)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se3 Se 0.83937(2) 0.73768(2) 0.72024(2) 0.02037(6) Uani 1 1 d . . . . .
Se2 Se 0.65889(2) 0.73958(2) 0.55503(2) 0.02076(6) Uani 1 1 d . . . . .
Se4 Se 0.83755(2) 0.60727(2) 0.54945(2) 0.02430(6) Uani 1 1 d . . . . .
Se1 Se 0.64244(2) 0.59433(2) 0.72789(2) 0.02732(6) Uani 1 1 d . . . . .
Cl3 Cl 0.67570(3) 0.73379(2) 0.71894(3) 0.02356(11) Uani 1 1 d . . . . .
Cl8 Cl 0.82830(3) 0.73523(2) 0.55270(3) 0.02485(11) Uani 1 1 d . . . . .
Cl12 Cl 0.83522(3) 0.61205(2) 0.70600(3) 0.02632(11) Uani 1 1 d . . . . .
Cl4 Cl 0.67169(3) 0.61405(2) 0.55091(3) 0.02646(11) Uani 1 1 d . . . . .
Cl9 Cl 0.82833(4) 0.84068(2) 0.72341(3) 0.03094(12) Uani 1 1 d . . . . .
Cl7 Cl 0.66739(4) 0.84342(2) 0.56212(4) 0.03303(13) Uani 1 1 d . . . . .
Cl6 Cl 0.65180(4) 0.73906(3) 0.42614(3) 0.03124(12) Uani 1 1 d . . . . .
Cl10 Cl 0.96909(3) 0.73775(3) 0.70955(4) 0.03339(13) Uani 1 1 d . . . . .
Cl11 Cl 0.83845(4) 0.72574(3) 0.84806(3) 0.03089(12) Uani 1 1 d . . . . .
Cl5 Cl 0.53145(3) 0.73539(3) 0.57439(4) 0.03541(13) Uani 1 1 d . . . . .
Cl15 Cl 0.82906(4) 0.50377(3) 0.55485(4) 0.04069(15) Uani 1 1 d . . . . .
Cl14 Cl 0.83384(4) 0.61070(3) 0.41905(4) 0.03862(14) Uani 1 1 d . . . . .
Cl13 Cl 0.96739(3) 0.61027(3) 0.55460(4) 0.03884(14) Uani 1 1 d . . . . .
Cl2 Cl 0.65500(4) 0.59481(3) 0.85886(4) 0.04388(15) Uani 1 1 d . . . . .
Cl1 Cl 0.66649(5) 0.49176(3) 0.71437(5) 0.0552(2) Uani 1 1 d . . . . .
O1 O 0.54655(11) 0.60014(8) 0.71625(11) 0.0403(4) Uani 1 1 d . . . . .
N1 N 0.44011(11) 0.43481(9) 0.76326(11) 0.0270(4) Uani 1 1 d . . . . .
N2 N 0.37714(12) 0.47817(8) 0.66660(11) 0.0274(4) Uani 1 1 d . . . . .
C6 C 0.41505(15) 0.54030(11) 0.54823(14) 0.0312(5) Uani 1 1 d . . . . .
H6A H 0.424474 0.502373 0.515527 0.037 Uiso 1 1 calc R U . . .
H6B H 0.465329 0.550286 0.576301 0.037 Uiso 1 1 calc R U . . .
C8 C 0.45918(16) 0.60983(12) 0.43559(15) 0.0376(6) Uani 1 1 d . . . . .
H8A H 0.464551 0.574888 0.398129 0.056 Uiso 1 1 calc R U . . .
H8B H 0.509646 0.615717 0.463934 0.056 Uiso 1 1 calc R U . . .
H8C H 0.445843 0.648434 0.406741 0.056 Uiso 1 1 calc R U . . .
C4 C 0.42922(13) 0.48801(10) 0.72401(14) 0.0265(5) Uani 1 1 d . . . . .
H4 H 0.454675 0.526949 0.735267 0.032 Uiso 1 1 calc R U . . .
C2 C 0.39313(17) 0.38936(12) 0.72910(16) 0.0398(6) Uani 1 1 d . . . . .
H2 H 0.389106 0.346601 0.745044 0.048 Uiso 1 1 calc R U . . .
C7 C 0.39328(17) 0.59504(12) 0.49445(15) 0.0376(6) Uani 1 1 d . . . . .
H7A H 0.343760 0.584680 0.465283 0.045 Uiso 1 1 calc R U . . .
H7B H 0.382644 0.632781 0.527143 0.045 Uiso 1 1 calc R U . . .
C5 C 0.35088(15) 0.52615(12) 0.60823(14) 0.0348(6) Uani 1 1 d . . . . .
H5A H 0.336521 0.565373 0.636456 0.042 Uiso 1 1 calc R U . . .
H5B H 0.302640 0.510755 0.580512 0.042 Uiso 1 1 calc R U . . .
C1 C 0.49471(16) 0.42603(13) 0.82977(16) 0.0403(6) Uani 1 1 d . . . . .
H1A H 0.527227 0.388358 0.820809 0.061 Uiso 1 1 calc R U . . .
H1B H 0.463929 0.420965 0.878649 0.061 Uiso 1 1 calc R U . . .
H1C H 0.529573 0.462873 0.834450 0.061 Uiso 1 1 calc R U . . .
C3 C 0.35426(17) 0.41648(12) 0.66941(17) 0.0413(6) Uani 1 1 d . . . . .
H3 H 0.317276 0.396520 0.634981 0.050 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
Se3 Cl9 2.1969(6) . ?
Se3 Cl10 2.1812(6) . ?
Se3 Cl11 2.1757(6) . ?
Se2 Cl7 2.2139(6) . ?
Se2 Cl6 2.1824(6) . ?
Se2 Cl5 2.1623(6) . ?
Se4 Cl12 2.6489(6) . ?
Se4 Cl15 2.2055(6) . ?
Se4 Cl14 2.2066(6) . ?
Se4 Cl13 2.1784(6) . ?
Se1 Cl2 2.2241(7) . ?
Se1 Cl1 2.2279(6) . ?
Se1 O1 1.6234(18) . ?
N1 C4 1.323(3) . ?
N1 C2 1.373(3) . ?
N1 C1 1.462(3) . ?
N2 C4 1.322(3) . ?
N2 C5 1.485(3) . ?
N2 C3 1.366(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.521(3) . ?
C6 C5 1.508(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 C7 1.519(4) . ?
C4 H4 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.332(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C3 H3 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl10 Se3 Cl9 94.89(2) . . ?
Cl11 Se3 Cl9 95.24(2) . . ?
Cl11 Se3 Cl10 95.13(2) . . ?
Cl6 Se2 Cl7 93.59(2) . . ?
Cl5 Se2 Cl7 95.53(2) . . ?
Cl5 Se2 Cl6 95.58(2) . . ?
Cl15 Se4 Cl12 89.76(2) . . ?
Cl15 Se4 Cl14 94.16(3) . . ?
Cl14 Se4 Cl12 175.23(2) . . ?
Cl13 Se4 Cl12 88.49(2) . . ?
Cl13 Se4 Cl15 95.27(3) . . ?
Cl13 Se4 Cl14 93.85(3) . . ?
Cl2 Se1 Cl1 95.13(3) . . ?
O1 Se1 Cl2 102.36(7) . . ?
O1 Se1 Cl1 103.94(7) . . ?
C4 N1 C2 108.1(2) . . ?
C4 N1 C1 125.5(2) . . ?
C2 N1 C1 126.3(2) . . ?
C4 N2 C5 125.07(19) . . ?
C4 N2 C3 108.2(2) . . ?
C3 N2 C5 126.7(2) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
C5 C6 C7 112.6(2) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
N1 C4 H4 125.5 . . ?
N2 C4 N1 108.91(19) . . ?
N2 C4 H4 125.5 . . ?
N1 C2 H2 126.4 . . ?
C3 C2 N1 107.1(2) . . ?
C3 C2 H2 126.4 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
C8 C7 C6 112.1(2) . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N2 C5 C6 111.86(19) . . ?
N2 C5 H5A 109.2 . . ?
N2 C5 H5B 109.2 . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C3 H3 126.2 . . ?
C2 C3 N2 107.7(2) . . ?
C2 C3 H3 126.2 . . ?

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
N1 C2 C3 N2 0.1(3) . . . . ?
C4 N1 C2 C3 -0.2(3) . . . . ?
C4 N2 C5 C6 73.0(3) . . . . ?
C4 N2 C3 C2 0.0(3) . . . . ?
C2 N1 C4 N2 0.2(3) . . . . ?
C7 C6 C5 N2 -172.8(2) . . . . ?
C5 N2 C4 N1 -178.4(2) . . . . ?
C5 N2 C3 C2 178.2(2) . . . . ?
C5 C6 C7 C8 178.6(2) . . . . ?
C1 N1 C4 N2 178.4(2) . . . . ?
C1 N1 C2 C3 -178.4(2) . . . . ?
C3 N2 C4 N1 -0.1(3) . . . . ?
C3 N2 C5 C6 -104.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
