# 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. 
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data_cis-5d
_database_code_depnum_ccdc_archive 'CCDC 2087015'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-30 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2019-11-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        SHK-150
_chemical_formula_moiety         'C H2 Cl2, 2(C24 H32 N2 P2 S8)'
_chemical_formula_sum            'C49 H66 Cl2 N4 P4 S16'
_chemical_formula_weight         1418.79
_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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.909(2)
_cell_length_b                   11.9462(15)
_cell_length_c                   17.630(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.950(3)
_cell_angle_gamma                90
_cell_volume                     3187.4(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8474
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5748
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1718 before and 0.0724 after correction. The Ratio of minimum to maximum transmission is 0.7704. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1087
_diffrn_reflns_av_unetI/netI     0.1051
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33038
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         2.277
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4841
_reflns_number_total             7663
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.998
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         7663
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0826
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0756P)²+4.7952P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1757
_refine_ls_wR_factor_ref         0.2018
_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. Uiso/Uaniso restraints and constraints
Uanis(Cl1) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
3. Others
 Fixed Sof: Cl1(0.5) Cl2(0.5) C25(0.5) H25A(0.5) H25B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C17(H17A,H17B), C19(H19A,H19B), C21(H21A,H21B), C23(H23A,H23B)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C),
 C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.0045(4) 0.9106(5) 0.5537(3) 0.0806(16) Uani 0.5 1 d . U P A -1
Cl2 Cl -0.0442(4) 1.1131(4) 0.4647(3) 0.0712(14) Uani 0.5 1 d . . P A -1
C25 C 0.0105(12) 0.9868(14) 0.4757(10) 0.063(4) Uani 0.5 1 d . . P A -1
H25A H 0.0744 1.0004 0.4857 0.075 Uiso 0.5 1 calc R . P A -1
H25B H -0.0117 0.9432 0.4258 0.075 Uiso 0.5 1 calc R . P A -1
S1 S 0.35330(9) 0.61713(11) 0.45001(8) 0.0283(3) Uani 1 1 d . . . . .
S2 S 0.29461(9) 0.39070(12) 0.39133(8) 0.0281(3) Uani 1 1 d . . . . .
S3 S 0.20950(9) 0.62323(11) 0.54609(9) 0.0309(3) Uani 1 1 d . . . . .
S4 S 0.14986(9) 0.39728(11) 0.49032(8) 0.0279(3) Uani 1 1 d . . . . .
S5 S 0.64619(9) 0.58085(11) 0.31370(8) 0.0280(3) Uani 1 1 d . . . . .
S6 S 0.58825(10) 0.35249(12) 0.25776(9) 0.0325(3) Uani 1 1 d . . . . .
S7 S 0.76857(9) 0.58654(11) 0.19477(8) 0.0290(3) Uani 1 1 d . . . . .
S8 S 0.70511(10) 0.36166(12) 0.13667(9) 0.0322(3) Uani 1 1 d . . . . .
P1 P 0.52011(9) 0.61849(12) 0.40545(8) 0.0262(3) Uani 1 1 d . . . . .
P2 P 0.45683(10) 0.32869(12) 0.34755(9) 0.0285(3) Uani 1 1 d . . . . .
N1 N 0.4715(3) 0.7251(4) 0.3454(3) 0.0298(10) Uani 1 1 d . . . . .
N2 N 0.3840(3) 0.2875(4) 0.2629(3) 0.0368(12) Uani 1 1 d . . . . .
C1 C 0.4230(3) 0.5403(4) 0.4087(3) 0.0259(11) Uani 1 1 d . . . . .
C2 C 0.2819(3) 0.5044(4) 0.4502(3) 0.0261(11) Uani 1 1 d . . . . .
C3 C 0.3974(3) 0.4361(4) 0.3833(3) 0.0249(11) Uani 1 1 d . . . . .
C4 C 0.2226(3) 0.5072(4) 0.4901(3) 0.0258(11) Uani 1 1 d . . . . .
C5 C 0.1383(3) 0.5579(5) 0.5908(3) 0.0274(12) Uani 1 1 d . . . . .
C6 C 0.1109(3) 0.4534(5) 0.5650(3) 0.0288(12) Uani 1 1 d . . . . .
C7 C 0.1100(4) 0.6261(5) 0.6501(4) 0.0382(14) Uani 1 1 d . . . . .
H7A H 0.1618 0.6617 0.6876 0.057 Uiso 1 1 calc GR . . . .
H7B H 0.0814 0.5773 0.6795 0.057 Uiso 1 1 calc GR . . . .
H7C H 0.0682 0.6839 0.6220 0.057 Uiso 1 1 calc GR . . . .
C8 C 0.0466(4) 0.3836(5) 0.5911(3) 0.0333(13) Uani 1 1 d . . . . .
H8A H -0.0136 0.3994 0.5567 0.050 Uiso 1 1 calc GR . . . .
H8B H 0.0513 0.4017 0.6464 0.050 Uiso 1 1 calc GR . . . .
H8C H 0.0599 0.3042 0.5870 0.050 Uiso 1 1 calc GR . . . .
C9 C 0.5573(3) 0.5250(4) 0.3402(3) 0.0263(11) Uani 1 1 d . . . . .
C10 C 0.6520(3) 0.4700(4) 0.2506(3) 0.0256(11) Uani 1 1 d . . . . .
C11 C 0.5310(3) 0.4205(4) 0.3163(3) 0.0262(11) Uani 1 1 d . . . . .
C12 C 0.7016(3) 0.4726(4) 0.2002(3) 0.0277(12) Uani 1 1 d . . . . .
C13 C 0.7902(4) 0.5390(5) 0.1082(3) 0.0303(12) Uani 1 1 d . . . . .
C14 C 0.7608(4) 0.4372(5) 0.0812(3) 0.0302(12) Uani 1 1 d . . . . .
C15 C 0.8442(4) 0.6164(5) 0.0745(4) 0.0379(14) Uani 1 1 d . . . . .
H15A H 0.8077 0.6802 0.0487 0.057 Uiso 1 1 calc GR . . . .
H15B H 0.8648 0.5761 0.0352 0.057 Uiso 1 1 calc GR . . . .
H15C H 0.8951 0.6435 0.1176 0.057 Uiso 1 1 calc GR . . . .
C16 C 0.7701(4) 0.3791(5) 0.0086(4) 0.0416(15) Uani 1 1 d . . . . .
H16A H 0.7937 0.3036 0.0231 0.062 Uiso 1 1 calc GR . . . .
H16B H 0.8105 0.4217 -0.0125 0.062 Uiso 1 1 calc GR . . . .
H16C H 0.7121 0.3741 -0.0320 0.062 Uiso 1 1 calc GR . . . .
C17 C 0.5043(4) 0.8393(5) 0.3661(4) 0.0471(17) Uani 1 1 d . . . . .
H17A H 0.5051 0.8786 0.3169 0.057 Uiso 1 1 calc R . . . .
H17B H 0.5659 0.8355 0.4020 0.057 Uiso 1 1 calc R . . . .
C18 C 0.4513(8) 0.9052(7) 0.4054(7) 0.108(4) Uani 1 1 d . . . . .
H18A H 0.3919 0.9166 0.3682 0.162 Uiso 1 1 calc GR . . . .
H18B H 0.4796 0.9780 0.4216 0.162 Uiso 1 1 calc GR . . . .
H18C H 0.4472 0.8649 0.4526 0.162 Uiso 1 1 calc GR . . . .
C19 C 0.4006(4) 0.7114(5) 0.2711(3) 0.0331(13) Uani 1 1 d . . . . .
H19A H 0.3553 0.7694 0.2683 0.040 Uiso 1 1 calc R . . . .
H19B H 0.3726 0.6375 0.2717 0.040 Uiso 1 1 calc R . . . .
C20 C 0.4279(5) 0.7190(8) 0.1986(4) 0.071(3) Uani 1 1 d . . . . .
H20A H 0.3758 0.7127 0.1514 0.106 Uiso 1 1 calc GR . . . .
H20B H 0.4693 0.6582 0.1985 0.106 Uiso 1 1 calc GR . . . .
H20C H 0.4569 0.7912 0.1978 0.106 Uiso 1 1 calc GR . . . .
C21 C 0.3549(5) 0.1694(6) 0.2538(5) 0.060(2) Uani 1 1 d . . . . .
H21A H 0.3579 0.1396 0.3070 0.072 Uiso 1 1 calc R . . . .
H21B H 0.2922 0.1668 0.2203 0.072 Uiso 1 1 calc R . . . .
C22 C 0.4050(5) 0.0976(7) 0.2193(6) 0.077(3) Uani 1 1 d . . . . .
H22A H 0.4677 0.1029 0.2499 0.115 Uiso 1 1 calc GR . . . .
H22B H 0.3966 0.1205 0.1640 0.115 Uiso 1 1 calc GR . . . .
H22C H 0.3849 0.0202 0.2201 0.115 Uiso 1 1 calc GR . . . .
C23 C 0.3334(5) 0.3646(6) 0.2009(4) 0.0515(18) Uani 1 1 d . . . . .
H23A H 0.2698 0.3529 0.1935 0.062 Uiso 1 1 calc R . . . .
H23B H 0.3481 0.4422 0.2202 0.062 Uiso 1 1 calc R . . . .
C24 C 0.3480(7) 0.3538(9) 0.1237(5) 0.092(3) Uani 1 1 d . . . . .
H24A H 0.3092 0.4058 0.0858 0.138 Uiso 1 1 calc GR . . . .
H24B H 0.3350 0.2769 0.1042 0.138 Uiso 1 1 calc GR . . . .
H24C H 0.4098 0.3714 0.1292 0.138 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C25 1.726(17) . ?
Cl2 C25 1.722(18) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
S1 C1 1.762(5) . ?
S1 C2 1.763(5) . ?
S2 C2 1.760(5) . ?
S2 C3 1.769(5) . ?
S3 C4 1.751(5) . ?
S3 C5 1.750(5) . ?
S4 C4 1.751(5) . ?
S4 C6 1.753(6) . ?
S5 C9 1.753(5) . ?
S5 C10 1.750(5) . ?
S6 C10 1.759(5) . ?
S6 C11 1.770(5) . ?
S7 C12 1.749(5) . ?
S7 C13 1.759(6) . ?
S8 C12 1.747(5) . ?
S8 C14 1.758(6) . ?
P1 N1 1.684(5) . ?
P1 C1 1.821(5) . ?
P1 C9 1.827(5) . ?
P2 N2 1.657(5) . ?
P2 C3 1.819(5) . ?
P2 C11 1.816(5) . ?
N1 C17 1.466(7) . ?
N1 C19 1.451(7) . ?
N2 C21 1.479(8) . ?
N2 C23 1.465(8) . ?
C1 C3 1.342(7) . ?
C2 C4 1.338(8) . ?
C5 C6 1.353(8) . ?
C5 C7 1.501(8) . ?
C6 C8 1.498(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C11 1.343(7) . ?
C10 C12 1.358(8) . ?
C13 C14 1.338(8) . ?
C13 C15 1.503(7) . ?
C14 C16 1.501(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.473(10) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.474(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.429(10) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.455(10) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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 C25 H25A 109.4 . . ?
Cl1 C25 H25B 109.4 . . ?
Cl2 C25 Cl1 111.2(8) . . ?
Cl2 C25 H25A 109.4 . . ?
Cl2 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C1 S1 C2 95.3(3) . . ?
C2 S2 C3 95.0(2) . . ?
C5 S3 C4 96.1(3) . . ?
C4 S4 C6 95.8(3) . . ?
C10 S5 C9 95.0(3) . . ?
C10 S6 C11 95.0(2) . . ?
C12 S7 C13 94.7(3) . . ?
C12 S8 C14 95.1(3) . . ?
N1 P1 C1 100.3(2) . . ?
N1 P1 C9 104.0(2) . . ?
C1 P1 C9 98.5(2) . . ?
N2 P2 C3 103.2(2) . . ?
N2 P2 C11 104.2(2) . . ?
C11 P2 C3 97.7(2) . . ?
C17 N1 P1 119.2(4) . . ?
C19 N1 P1 124.1(4) . . ?
C19 N1 C17 116.6(5) . . ?
C21 N2 P2 119.3(5) . . ?
C23 N2 P2 123.8(4) . . ?
C23 N2 C21 115.9(5) . . ?
S1 C1 P1 113.2(3) . . ?
C3 C1 S1 117.1(4) . . ?
C3 C1 P1 129.7(4) . . ?
S2 C2 S1 113.4(3) . . ?
C4 C2 S1 122.8(4) . . ?
C4 C2 S2 123.8(4) . . ?
S2 C3 P2 113.8(3) . . ?
C1 C3 S2 116.8(4) . . ?
C1 C3 P2 129.2(4) . . ?
S3 C4 S4 113.5(3) . . ?
C2 C4 S3 122.8(4) . . ?
C2 C4 S4 123.7(4) . . ?
C6 C5 S3 116.5(4) . . ?
C6 C5 C7 126.8(5) . . ?
C7 C5 S3 116.5(4) . . ?
C5 C6 S4 116.9(4) . . ?
C5 C6 C8 126.2(5) . . ?
C8 C6 S4 116.8(4) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
S5 C9 P1 112.3(3) . . ?
C11 C9 S5 118.0(4) . . ?
C11 C9 P1 129.5(4) . . ?
S5 C10 S6 114.4(3) . . ?
C12 C10 S5 123.6(4) . . ?
C12 C10 S6 122.0(4) . . ?
S6 C11 P2 113.5(3) . . ?
C9 C11 S6 116.3(4) . . ?
C9 C11 P2 129.4(4) . . ?
S8 C12 S7 114.5(3) . . ?
C10 C12 S7 122.7(4) . . ?
C10 C12 S8 122.8(4) . . ?
C14 C13 S7 117.5(4) . . ?
C14 C13 C15 126.8(5) . . ?
C15 C13 S7 115.6(4) . . ?
C13 C14 S8 116.7(4) . . ?
C13 C14 C16 127.4(5) . . ?
C16 C14 S8 115.9(4) . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 H17A 108.8 . . ?
N1 C17 H17B 108.8 . . ?
N1 C17 C18 113.8(6) . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 108.5 . . ?
N1 C19 H19B 108.5 . . ?
N1 C19 C20 114.9(5) . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 H21A 108.5 . . ?
N2 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C22 C21 N2 114.9(7) . . ?
C22 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 108.4 . . ?
N2 C23 H23B 108.4 . . ?
H23A C23 H23B 107.4 . . ?
C24 C23 N2 115.6(7) . . ?
C24 C23 H23A 108.4 . . ?
C24 C23 H23B 108.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_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_3c
_database_code_depnum_ccdc_archive 'CCDC 2087016'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-30 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2021-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        SHK-297
_chemical_formula_moiety         'C18 H22 N P S4'
_chemical_formula_sum            'C18 H22 N P S4'
_chemical_formula_weight         411.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   6.8055(3)
_cell_length_b                   7.6486(4)
_cell_length_c                   37.8273(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.938(2)
_cell_angle_gamma                90
_cell_volume                     1966.42(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.49
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.781
_shelx_estimated_absorpt_T_min   0.574
_exptl_absorpt_coefficient_mu    5.200
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4144
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1672 before and 0.0953 after correction. The Ratio of minimum to maximum transmission is 0.5499. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            15066
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.719
_diffrn_reflns_theta_min         2.339
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon100 detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3074
_reflns_number_total             3506
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0620
_refine_ls_restrained_S_all      1.071
_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)+(0.1029P)²+6.4157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.1852
_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. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.25091(14) 0.53760(15) 0.61043(2) 0.0204(3) Uani 1 1 d . . . . .
S2 S -0.17826(14) 0.54130(15) 0.59288(2) 0.0201(3) Uani 1 1 d . . . . .
S3 S 0.32980(13) 0.69544(14) 0.53281(2) 0.0175(3) Uani 1 1 d . . . . .
S4 S -0.09763(14) 0.71891(14) 0.51648(2) 0.0173(3) Uani 1 1 d . . . . .
P P 0.19105(15) 0.32829(16) 0.68146(2) 0.0204(3) Uani 1 1 d . . . . .
N N 0.3210(5) 0.4862(5) 0.70370(9) 0.0206(8) Uani 1 1 d . . . . .
C1 C 0.1002(6) 0.4237(6) 0.63928(10) 0.0191(9) Uani 1 1 d . . . . .
C2 C 0.0601(6) 0.5891(6) 0.57891(10) 0.0158(8) Uani 1 1 d . . . . .
C3 C -0.0915(6) 0.4265(6) 0.63059(10) 0.0203(9) Uani 1 1 d . . . . .
H3 H -0.181020 0.366489 0.644759 0.024 Uiso 1 1 calc R . . . .
C4 C 0.0924(6) 0.6581(6) 0.54717(10) 0.0150(8) Uani 1 1 d . . . . .
C5 C 0.2520(6) 0.7685(6) 0.49015(10) 0.0175(9) Uani 1 1 d . . . . .
C6 C 0.0583(6) 0.7806(6) 0.48283(10) 0.0163(8) Uani 1 1 d . . . . .
C7 C 0.4143(6) 0.8094(6) 0.46603(11) 0.0218(9) Uani 1 1 d . . . . .
H7A H 0.497172 0.902695 0.476459 0.033 Uiso 1 1 calc GR . . . .
H7B H 0.357406 0.847670 0.442992 0.033 Uiso 1 1 calc GR . . . .
H7C H 0.494219 0.704486 0.462891 0.033 Uiso 1 1 calc GR . . . .
C8 C -0.0442(6) 0.8441(6) 0.44940(10) 0.0198(9) Uani 1 1 d . . . . .
H8A H -0.131895 0.752341 0.439699 0.030 Uiso 1 1 calc GR . . . .
H8B H 0.053464 0.873001 0.432164 0.030 Uiso 1 1 calc GR . . . .
H8C H -0.121482 0.948490 0.454401 0.030 Uiso 1 1 calc GR . . . .
C9 C 0.3894(6) 0.1891(6) 0.66651(10) 0.0202(9) Uani 1 1 d . . . . .
C10 C 0.5585(6) 0.1567(7) 0.68867(11) 0.0244(10) Uani 1 1 d . . . . .
H10 H 0.572919 0.212451 0.711095 0.029 Uiso 1 1 calc R . . . .
C11 C 0.7041(7) 0.0443(7) 0.67798(12) 0.0301(11) Uani 1 1 d . . . . .
H11 H 0.818590 0.025627 0.692932 0.036 Uiso 1 1 calc R . . . .
C12 C 0.6837(8) -0.0412(7) 0.64568(13) 0.0332(11) Uani 1 1 d . . . . .
H12 H 0.783722 -0.117597 0.638280 0.040 Uiso 1 1 calc R . . . .
C13 C 0.5149(8) -0.0131(7) 0.62439(12) 0.0325(12) Uani 1 1 d . . . . .
H13 H 0.499431 -0.072099 0.602323 0.039 Uiso 1 1 calc R . . . .
C14 C 0.3694(7) 0.0981(6) 0.63443(11) 0.0251(10) Uani 1 1 d . . . . .
H14 H 0.254257 0.113411 0.619479 0.030 Uiso 1 1 calc R . . . .
C15 C 0.2063(7) 0.5981(7) 0.72698(11) 0.0248(10) Uani 1 1 d . . . . .
H15A H 0.286858 0.622414 0.748967 0.030 Uiso 1 1 calc R . . . .
H15B H 0.087900 0.533144 0.733645 0.030 Uiso 1 1 calc R . . . .
C16 C 0.1422(7) 0.7702(7) 0.71031(13) 0.0333(11) Uani 1 1 d . . . . .
H16A H 0.067684 0.747863 0.687916 0.050 Uiso 1 1 calc GR . . . .
H16B H 0.258510 0.840833 0.705828 0.050 Uiso 1 1 calc GR . . . .
H16C H 0.059006 0.833455 0.726409 0.050 Uiso 1 1 calc GR . . . .
C17 C 0.4936(6) 0.5719(6) 0.69033(11) 0.0233(9) Uani 1 1 d . . . . .
H17A H 0.451977 0.679777 0.677574 0.028 Uiso 1 1 calc R . . . .
H17B H 0.554963 0.493407 0.673240 0.028 Uiso 1 1 calc R . . . .
C18 C 0.6452(7) 0.6185(7) 0.71983(13) 0.0339(11) Uani 1 1 d . U . . .
H18A H 0.762681 0.666964 0.709538 0.051 Uiso 1 1 calc GR . . . .
H18B H 0.680984 0.513206 0.733438 0.051 Uiso 1 1 calc GR . . . .
H18C H 0.589365 0.705412 0.735502 0.051 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.765(4) . ?
S1 C2 1.762(4) . ?
S2 C2 1.770(4) . ?
S2 C3 1.752(4) . ?
S3 C4 1.754(4) . ?
S3 C5 1.763(4) . ?
S4 C4 1.756(4) . ?
S4 C6 1.763(4) . ?
P N 1.695(4) . ?
P C1 1.833(4) . ?
P C9 1.832(5) . ?
N C15 1.479(6) . ?
N C17 1.458(6) . ?
C1 C3 1.329(6) . ?
C2 C4 1.340(6) . ?
C3 H3 0.9500 . ?
C5 C6 1.336(6) . ?
C5 C7 1.501(6) . ?
C6 C8 1.493(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.410(6) . ?
C9 C14 1.399(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.374(7) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.514(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.523(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C2 S1 C1 95.58(19) . . ?
C3 S2 C2 94.06(19) . . ?
C4 S3 C5 95.56(19) . . ?
C4 S4 C6 95.64(19) . . ?
N P C1 107.0(2) . . ?
N P C9 101.15(19) . . ?
C9 P C1 100.58(18) . . ?
C15 N P 115.5(3) . . ?
C17 N P 123.9(3) . . ?
C17 N C15 113.9(4) . . ?
S1 C1 P 123.6(2) . . ?
C3 C1 S1 115.7(3) . . ?
C3 C1 P 120.3(3) . . ?
S1 C2 S2 114.0(2) . . ?
C4 C2 S1 123.1(3) . . ?
C4 C2 S2 122.9(3) . . ?
S2 C3 H3 120.2 . . ?
C1 C3 S2 119.7(3) . . ?
C1 C3 H3 120.2 . . ?
S3 C4 S4 114.3(2) . . ?
C2 C4 S3 122.5(3) . . ?
C2 C4 S4 123.2(3) . . ?
C6 C5 S3 117.3(3) . . ?
C6 C5 C7 127.5(4) . . ?
C7 C5 S3 115.2(3) . . ?
C5 C6 S4 117.1(3) . . ?
C5 C6 C8 127.7(4) . . ?
C8 C6 S4 115.2(3) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 P 120.7(3) . . ?
C14 C9 P 121.1(3) . . ?
C14 C9 C10 117.9(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(5) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(5) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 H13 119.2 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.5(4) . . ?
C13 C14 H14 119.7 . . ?
N C15 H15A 108.8 . . ?
N C15 H15B 108.8 . . ?
N C15 C16 113.9(4) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
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 . . ?
N C17 H17A 109.2 . . ?
N C17 H17B 109.2 . . ?
N C17 C18 112.2(4) . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_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_cis-8f
_database_code_depnum_ccdc_archive 'CCDC 2252853'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-30 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        SHK-474
_chemical_formula_moiety         'C32 H48 N2 P2 S8 Se2'
_chemical_formula_sum            'C32 H48 N2 P2 S8 Se2'
_chemical_formula_weight         937.06
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   25.4912(5)
_cell_length_b                   7.70630(10)
_cell_length_c                   21.8491(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.0643(16)
_cell_angle_gamma                90.00
_cell_volume                     4080.54(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    58628
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.29
_cell_measurement_theta_min      3.67
_shelx_estimated_absorpt_T_max   0.540
_shelx_estimated_absorpt_T_min   0.418
_exptl_absorpt_coefficient_mu    7.03
_exptl_absorpt_correction_T_max  0.3100
_exptl_absorpt_correction_T_min  0.1542
_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            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            63776
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         67.737
_diffrn_reflns_theta_min         3.648
_diffrn_ambient_temperature      100
_diffrn_detector                 Pilatus200K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_source                   'Axo Cu'
_diffrn_source_type              ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6702
_reflns_number_total             7388
_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 1.37.0.0 (STOE, 2021)'
_computing_data_collection       'X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)'
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.998
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         7388
_refine_ls_number_restraints     230
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0697
_refine_ls_restrained_S_all      1.167
_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)+(0.0577P)²+18.8734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1759
_refine_ls_wR_factor_ref         0.1790
_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
 C27S-C28S = C32-C31 = C31S-C32S
 1.5 with sigma of 0.01
 N1S-C27S = N1S-C25S = N2S-C29S = N2-C29 = N2-C31
 1.48 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
N1 \\sim N1S \\sim C25 \\sim C25S \\sim C26 \\sim C26S \\sim C27 \\sim C27S
\\sim C28 \\sim C28S: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
N2 \\sim N2S \\sim C29 \\sim C29S \\sim C30 \\sim C30S \\sim C31 \\sim C31S
\\sim C32 \\sim C32S: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
Uanis(C27) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C27S) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C30S) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C25S) \\sim Ueq, Uanis(C26S) \\sim Ueq, Uanis(C28S) \\sim Ueq,
Uanis(C27S) \\sim Ueq, Uanis(N1S) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4. Others
 Sof(Se2S)=Sof(P2S)=Sof(N2S)=Sof(C29S)=Sof(H29C)=Sof(H29D)=Sof(C30S)=Sof(H30D)=
 Sof(H30E)=Sof(H30F)=Sof(C31S)=Sof(H31C)=Sof(H31D)=Sof(C32S)=Sof(H32D)=
 Sof(H32E)=Sof(H32F)=1-FVAR(1)
 Sof(Se2)=Sof(P2)=Sof(N2)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=
 Sof(H30B)=Sof(H30C)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=
 Sof(H32C)=FVAR(1)
 Sof(Se1S)=Sof(P1S)=Sof(N1S)=Sof(C25S)=Sof(H25C)=Sof(H25D)=Sof(C26S)=Sof(H26D)=
 Sof(H26E)=Sof(H26F)=Sof(C27S)=Sof(H27C)=Sof(H27D)=Sof(C28S)=Sof(H28D)=
 Sof(H28E)=Sof(H28F)=1-FVAR(2)
 Sof(Se1)=Sof(P1)=Sof(N1)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(C26)=Sof(H26A)=
 Sof(H26B)=Sof(H26C)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(C28)=Sof(H28A)=Sof(H28B)=
 Sof(H28C)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C19(H19A,H19B),
 C20(H20A,H20B), C22(H22A,H22B), C23(H23A,H23B), C25(H25A,H25B), C25S(H25C,
 H25D), C27(H27A,H27B), C27S(H27C,H27D), C29(H29A,H29B), C29S(H29C,H29D),
 C31S(H31C,H31D)
5.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C21(H21A,H21B,H21C), C24(H24A,H24B,
 H24C), C26(H26A,H26B,H26C), C26S(H26D,H26E,H26F), C28(H28A,H28B,H28C),
 C28S(H28D,H28E,H28F), C30(H30A,H30B,H30C), C30S(H30D,H30E,H30F), C32(H32A,H32B,
 H32C), C32S(H32D,H32E,H32F)
;
_atom_sites_solution_hydrogens   mixed
_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 0.18434(3) 0.93209(11) 0.36838(4) 0.0495(3) Uani 0.897(3) 1 d . . P A 1
Se1S Se 0.1927(3) 0.3295(12) 0.2605(4) 0.057(3) Uani 0.103(3) 1 d . . P A 2
Se2 Se 0.30738(4) 1.18114(12) 0.24341(5) 0.0446(3) Uani 0.755(3) 1 d . . P B 1
Se2S Se 0.31605(15) 0.5877(5) 0.1424(2) 0.0653(12) Uani 0.245(3) 1 d . . P B 2
S1 S 0.11435(6) 0.7921(2) 0.19044(7) 0.0465(4) Uani 1 1 d . . . . .
S2 S 0.18240(6) 0.9278(2) 0.11374(8) 0.0523(4) Uani 1 1 d . . . . .
S3 S 0.01150(6) 0.73765(19) 0.05911(7) 0.0414(3) Uani 1 1 d . . . . .
S4 S 0.08028(6) 0.8742(2) -0.01632(7) 0.0445(4) Uani 1 1 d . . . . .
S5 S 0.31730(6) 0.6120(2) 0.39972(8) 0.0477(4) Uani 1 1 d . . . . .
S6 S 0.38375(6) 0.7381(2) 0.32000(7) 0.0474(4) Uani 1 1 d . . . . .
S7 S 0.42685(6) 0.6364(2) 0.52655(8) 0.0472(4) Uani 1 1 d . . . . .
S8 S 0.49087(6) 0.7708(2) 0.44543(7) 0.0425(3) Uani 1 1 d . . . . .
P1 P 0.20772(6) 0.7459(2) 0.31290(8) 0.0411(4) Uani 0.897(3) 1 d . . P A 1
P1S P 0.2098(6) 0.589(2) 0.2805(8) 0.049(4) Uani 0.103(3) 1 d . . P A 2
P2 P 0.28956(7) 0.9199(2) 0.22382(9) 0.0359(4) Uani 0.755(3) 1 d . . P B 1
P2S P 0.2919(3) 0.7796(10) 0.1953(4) 0.0544(19) Uani 0.245(3) 1 d . . P B 2
N1 N 0.1836(2) 0.5487(8) 0.3168(3) 0.0472(8) Uani 0.897(3) 1 d . U P A 1
N1S N 0.185(2) 0.686(5) 0.333(2) 0.0472(9) Uani 0.103(3) 1 d D U P A 2
N2 N 0.3184(3) 0.8296(8) 0.1736(3) 0.0446(9) Uani 0.755(3) 1 d D U P B 1
N2S N 0.3130(8) 0.972(3) 0.1877(9) 0.0449(9) Uani 0.245(3) 1 d D U P B 2
C1 C 0.1858(2) 0.7988(9) 0.2282(3) 0.0506(15) Uani 1 1 d . . . . .
C2 C 0.1177(2) 0.8420(8) 0.1138(3) 0.0417(13) Uani 1 1 d . . . . .
C3 C 0.2165(3) 0.8643(10) 0.1935(3) 0.0581(18) Uani 1 1 d . . . . .
C4 C 0.0760(2) 0.8203(8) 0.0597(3) 0.0418(13) Uani 1 1 d . . . . .
C5 C -0.0188(2) 0.7456(8) -0.0251(3) 0.0415(13) Uani 1 1 d . . . . .
C6 C 0.0128(2) 0.8086(8) -0.0591(3) 0.0428(13) Uani 1 1 d . . . . .
C7 C -0.0776(2) 0.6868(8) -0.0528(3) 0.0439(13) Uani 1 1 d . . . . .
H7A H -0.078864 0.595802 -0.085246 0.053 Uiso 1 1 calc R . . . .
H7B H -0.099632 0.786176 -0.075854 0.053 Uiso 1 1 calc R . . . .
C8 C -0.1053(3) 0.6164(9) -0.0062(3) 0.0496(15) Uani 1 1 d . . . . .
H8A H -0.104328 0.705855 0.026665 0.060 Uiso 1 1 calc R . . . .
H8B H -0.084494 0.514245 0.016180 0.060 Uiso 1 1 calc R . . . .
C9 C -0.1650(3) 0.5638(10) -0.0392(3) 0.0564(17) Uani 1 1 d . . . . .
H9A H -0.166242 0.473094 -0.071075 0.085 Uiso 1 1 calc GR . . . .
H9B H -0.186063 0.664895 -0.060779 0.085 Uiso 1 1 calc GR . . . .
H9C H -0.181176 0.519413 -0.007026 0.085 Uiso 1 1 calc GR . . . .
C10 C -0.0033(3) 0.8309(8) -0.1309(3) 0.0466(14) Uani 1 1 d . . . . .
H10A H 0.014045 0.938016 -0.140641 0.056 Uiso 1 1 calc R . . . .
H10B H -0.043804 0.845851 -0.148081 0.056 Uiso 1 1 calc R . . . .
C11 C 0.0136(3) 0.6780(9) -0.1654(3) 0.0547(16) Uani 1 1 d . . . . .
H11A H 0.053340 0.653083 -0.144987 0.066 Uiso 1 1 calc R . . . .
H11B H -0.007508 0.573576 -0.160982 0.066 Uiso 1 1 calc R . . . .
C12 C 0.0030(4) 0.7180(10) -0.2365(4) 0.065(2) Uani 1 1 d . . . . .
H12A H -0.036502 0.739569 -0.256957 0.098 Uiso 1 1 calc GR . . . .
H12B H 0.014492 0.618979 -0.257388 0.098 Uiso 1 1 calc GR . . . .
H12C H 0.024004 0.821106 -0.240869 0.098 Uiso 1 1 calc GR . . . .
C13 C 0.2815(3) 0.7208(9) 0.3294(3) 0.0504(15) Uani 1 1 d . . . . .
C14 C 0.3830(2) 0.6840(8) 0.3972(3) 0.0445(13) Uani 1 1 d . . . . .
C15 C 0.3118(2) 0.7787(10) 0.2922(3) 0.0531(16) Uani 1 1 d . . . . .
C16 C 0.4271(2) 0.6953(8) 0.4498(3) 0.0415(13) Uani 1 1 d . . . . .
C17 C 0.4959(3) 0.6933(8) 0.5653(3) 0.0460(14) Uani 1 1 d . . . . .
C18 C 0.5251(2) 0.7552(8) 0.5283(3) 0.0435(13) Uani 1 1 d . . . . .
C19 C 0.5164(3) 0.6647(9) 0.6370(3) 0.0522(15) Uani 1 1 d . . . . .
H19A H 0.556723 0.645172 0.650460 0.063 Uiso 1 1 calc R . . . .
H19B H 0.498998 0.558263 0.647301 0.063 Uiso 1 1 calc R . . . .
C20 C 0.5042(4) 0.8150(10) 0.6758(3) 0.068(2) Uani 1 1 d . . . . .
H20A H 0.464297 0.841787 0.659998 0.082 Uiso 1 1 calc R . . . .
H20B H 0.524518 0.919167 0.669057 0.082 Uiso 1 1 calc R . . . .
C21 C 0.5209(4) 0.7740(11) 0.7476(4) 0.075(2) Uani 1 1 d . . . . .
H21A H 0.494815 0.690330 0.755662 0.113 Uiso 1 1 calc GR . . . .
H21B H 0.520350 0.880858 0.771733 0.113 Uiso 1 1 calc GR . . . .
H21C H 0.558112 0.724513 0.761528 0.113 Uiso 1 1 calc GR . . . .
C22 C 0.5849(2) 0.8091(8) 0.5525(3) 0.0475(14) Uani 1 1 d . . . . .
H22A H 0.606555 0.710269 0.576427 0.057 Uiso 1 1 calc R . . . .
H22B H 0.588244 0.905143 0.583623 0.057 Uiso 1 1 calc R . . . .
C23 C 0.6109(3) 0.8673(10) 0.5024(3) 0.0566(17) Uani 1 1 d . . . . .
H23A H 0.606933 0.774104 0.470060 0.068 Uiso 1 1 calc R . . . .
H23B H 0.591222 0.971084 0.479851 0.068 Uiso 1 1 calc R . . . .
C24 C 0.6712(3) 0.9100(10) 0.5319(4) 0.0623(18) Uani 1 1 d . . . . .
H24A H 0.687619 0.933424 0.497730 0.093 Uiso 1 1 calc GR . . . .
H24B H 0.690135 0.811526 0.557873 0.093 Uiso 1 1 calc GR . . . .
H24C H 0.675011 1.012694 0.559407 0.093 Uiso 1 1 calc GR . . . .
C25 C 0.1545(3) 0.4988(10) 0.3632(4) 0.0471(8) Uani 0.897(3) 1 d . U P A 1
H25A H 0.125970 0.411381 0.342843 0.057 Uiso 0.897(3) 1 calc R . P A 1
H25B H 0.135577 0.602074 0.373191 0.057 Uiso 0.897(3) 1 calc R . P A 1
C25S C 0.156(3) 0.566(8) 0.365(3) 0.0472(9) Uani 0.103(3) 1 d D U P A 2
H25C H 0.144043 0.461668 0.338606 0.057 Uiso 0.103(3) 1 calc R . P A 2
H25D H 0.123279 0.624482 0.370626 0.057 Uiso 0.103(3) 1 calc R . P A 2
C26 C 0.1918(3) 0.4267(10) 0.4239(3) 0.0475(10) Uani 0.897(3) 1 d . U P A 1
H26A H 0.208228 0.318501 0.414833 0.071 Uiso 0.897(3) 1 calc GR . P A 1
H26B H 0.170817 0.403240 0.453734 0.071 Uiso 0.897(3) 1 calc GR . P A 1
H26C H 0.221160 0.510542 0.443410 0.071 Uiso 0.897(3) 1 calc GR . P A 1
C26S C 0.198(3) 0.511(9) 0.436(3) 0.0473(11) Uani 0.103(3) 1 d . U P A 2
H26D H 0.177103 0.449102 0.459741 0.071 Uiso 0.103(3) 1 calc GR . P A 2
H26E H 0.214490 0.615673 0.459355 0.071 Uiso 0.103(3) 1 calc GR . P A 2
H26F H 0.226926 0.435838 0.429923 0.071 Uiso 0.103(3) 1 calc GR . P A 2
C27 C 0.2013(3) 0.4069(12) 0.2834(4) 0.0483(9) Uani 0.897(3) 1 d . U P A 1
H27A H 0.223026 0.323082 0.315724 0.058 Uiso 0.897(3) 1 calc R . P A 1
H27B H 0.225979 0.454462 0.260282 0.058 Uiso 0.897(3) 1 calc R . P A 1
C27S C 0.192(2) 0.877(5) 0.340(3) 0.0470(11) Uani 0.103(3) 1 d D U P A 2
H27C H 0.200153 0.920157 0.301329 0.056 Uiso 0.103(3) 1 calc R . P A 2
H27D H 0.224427 0.900397 0.377428 0.056 Uiso 0.103(3) 1 calc R . P A 2
C28 C 0.1539(3) 0.3107(10) 0.2353(4) 0.0525(12) Uani 0.897(3) 1 d . U P A 1
H28A H 0.168613 0.233626 0.208926 0.079 Uiso 0.897(3) 1 calc GR . P A 1
H28B H 0.128643 0.394725 0.207533 0.079 Uiso 0.897(3) 1 calc GR . P A 1
H28C H 0.133963 0.241841 0.258674 0.079 Uiso 0.897(3) 1 calc GR . P A 1
C28S C 0.145(2) 0.984(8) 0.348(3) 0.0469(16) Uani 0.103(3) 1 d D U P A 2
H28D H 0.113768 0.977884 0.308059 0.070 Uiso 0.103(3) 1 calc GR . P A 2
H28E H 0.157216 1.104978 0.355916 0.070 Uiso 0.103(3) 1 calc GR . P A 2
H28F H 0.134169 0.939642 0.383783 0.070 Uiso 0.103(3) 1 calc GR . P A 2
C29 C 0.3450(3) 0.9354(11) 0.1351(4) 0.0448(9) Uani 0.755(3) 1 d D U P B 1
H29A H 0.376663 0.869894 0.129741 0.054 Uiso 0.755(3) 1 calc R . P B 1
H29B H 0.359603 1.042750 0.159293 0.054 Uiso 0.755(3) 1 calc R . P B 1
C29S C 0.3433(11) 1.011(4) 0.1412(12) 0.0450(9) Uani 0.245(3) 1 d D U P B 2
H29C H 0.370780 1.103219 0.158900 0.054 Uiso 0.245(3) 1 calc R . P B 2
H29D H 0.363272 0.905876 0.134698 0.054 Uiso 0.245(3) 1 calc R . P B 2
C30 C 0.3070(3) 0.9844(12) 0.0696(4) 0.0462(11) Uani 0.755(3) 1 d . U P B 1
H30A H 0.292510 0.879007 0.045092 0.069 Uiso 0.755(3) 1 calc GR . P B 1
H30B H 0.327516 1.052235 0.046614 0.069 Uiso 0.755(3) 1 calc GR . P B 1
H30C H 0.276351 1.053954 0.074405 0.069 Uiso 0.755(3) 1 calc GR . P B 1
C30S C 0.3058(11) 1.067(4) 0.0798(13) 0.0458(12) Uani 0.245(3) 1 d . U P B 2
H30D H 0.326070 1.078423 0.048501 0.069 Uiso 0.245(3) 1 calc GR . P B 2
H30E H 0.289666 1.179139 0.085055 0.069 Uiso 0.245(3) 1 calc GR . P B 2
H30F H 0.276328 0.980879 0.064227 0.069 Uiso 0.245(3) 1 calc GR . P B 2
C31 C 0.3008(4) 0.6511(11) 0.1502(5) 0.0454(10) Uani 0.755(3) 1 d D U P B 1
H31A H 0.270(4) 0.669(12) 0.107(4) 0.054 Uiso 0.755(3) 1 d R . P B 1
H31B H 0.288(4) 0.614(12) 0.182(4) 0.054 Uiso 0.755(3) 1 d R . P B 1
C31S C 0.2944(11) 1.127(4) 0.2183(13) 0.0451(11) Uani 0.245(3) 1 d D U P B 2
H31C H 0.277959 1.215233 0.184786 0.054 Uiso 0.245(3) 1 calc R . P B 2
H31D H 0.265719 1.090559 0.237457 0.054 Uiso 0.245(3) 1 calc R . P B 2
C32 C 0.3497(4) 0.5426(11) 0.1475(4) 0.0474(13) Uani 0.755(3) 1 d D U P B 1
H32A H 0.365314 0.591958 0.115638 0.071 Uiso 0.755(3) 1 calc GR . P B 1
H32B H 0.337554 0.423408 0.135305 0.071 Uiso 0.755(3) 1 calc GR . P B 1
H32C H 0.377832 0.542493 0.189935 0.071 Uiso 0.755(3) 1 calc GR . P B 1
C32S C 0.3423(11) 1.207(3) 0.2698(11) 0.0453(17) Uani 0.245(3) 1 d D U P B 2
H32D H 0.363029 1.283170 0.249799 0.068 Uiso 0.245(3) 1 calc GR . P B 2
H32E H 0.366630 1.114462 0.293624 0.068 Uiso 0.245(3) 1 calc GR . P B 2
H32F H 0.328388 1.274224 0.299544 0.068 Uiso 0.245(3) 1 calc GR . 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
Se1 P1 2.081(2) . ?
Se1S P1S 2.07(2) . ?
Se2 P2 2.079(2) . ?
Se2S P2S 2.084(10) . ?
S1 C1 1.753(6) . ?
S1 C2 1.745(6) . ?
S2 C2 1.778(6) . ?
S2 C3 1.759(7) . ?
S3 C4 1.759(6) . ?
S3 C5 1.762(6) . ?
S4 C4 1.748(6) . ?
S4 C6 1.758(6) . ?
S5 C13 1.739(7) . ?
S5 C14 1.780(6) . ?
S6 C14 1.744(6) . ?
S6 C15 1.772(6) . ?
S7 C16 1.740(6) . ?
S7 C17 1.757(7) . ?
S8 C16 1.756(6) . ?
S8 C18 1.753(6) . ?
P1 N1 1.651(6) . ?
P1 C1 1.806(7) . ?
P1 C13 1.813(6) . ?
P1S N1S 1.65(5) . ?
P1S C1 1.963(17) . ?
P1S C13 2.074(18) . ?
P2 N2 1.652(7) . ?
P2 C3 1.824(7) . ?
P2 C15 1.793(6) . ?
P2S N2S 1.60(2) . ?
P2S C3 2.019(10) . ?
P2S C15 2.020(10) . ?
N1 C25 1.480(9) . ?
N1 C27 1.461(10) . ?
N1S C25S 1.482(10) . ?
N1S C27S 1.484(10) . ?
N2 C29 1.477(7) . ?
N2 C31 1.487(8) . ?
N2S C29S 1.485(10) . ?
N2S C31S 1.52(3) . ?
C1 C3 1.344(9) . ?
C2 C4 1.334(8) . ?
C5 C6 1.344(8) . ?
C5 C7 1.502(8) . ?
C6 C10 1.504(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.510(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.523(9) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.530(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.523(9) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.357(9) . ?
C14 C16 1.338(8) . ?
C17 C18 1.345(9) . ?
C17 C19 1.507(8) . ?
C18 C22 1.507(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.522(10) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.526(10) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.515(9) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.507(9) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.481(11) . ?
C25S H25C 0.9900 . ?
C25S H25D 0.9900 . ?
C25S C26S 1.63(9) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26S H26D 0.9800 . ?
C26S H26E 0.9800 . ?
C26S H26F 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.526(11) . ?
C27S H27C 0.9900 . ?
C27S H27D 0.9900 . ?
C27S C28S 1.495(10) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28S H28D 0.9800 . ?
C28S H28E 0.9800 . ?
C28S H28F 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.507(12) . ?
C29S H29C 0.9900 . ?
C29S H29D 0.9900 . ?
C29S C30S 1.45(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C30S H30D 0.9800 . ?
C30S H30E 0.9800 . ?
C30S H30F 0.9800 . ?
C31 H31A 1.02(9) . ?
C31 H31B 0.90(9) . ?
C31 C32 1.516(8) . ?
C31S H31C 0.9900 . ?
C31S H31D 0.9900 . ?
C31S C32S 1.511(10) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32S H32D 0.9800 . ?
C32S H32E 0.9800 . ?
C32S H32F 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
C2 S1 C1 95.3(3) . . ?
C3 S2 C2 93.9(3) . . ?
C4 S3 C5 95.8(3) . . ?
C4 S4 C6 95.6(3) . . ?
C13 S5 C14 93.6(3) . . ?
C14 S6 C15 93.0(3) . . ?
C16 S7 C17 95.5(3) . . ?
C18 S8 C16 95.4(3) . . ?
N1 P1 Se1 115.2(2) . . ?
N1 P1 C1 105.0(3) . . ?
N1 P1 C13 105.7(3) . . ?
C1 P1 Se1 112.8(2) . . ?
C1 P1 C13 101.5(3) . . ?
C13 P1 Se1 115.1(2) . . ?
Se1S P1S C13 132.6(8) . . ?
N1S P1S Se1S 118.9(16) . . ?
N1S P1S C1 85.4(17) . . ?
N1S P1S C13 83.4(18) . . ?
C1 P1S Se1S 131.8(9) . . ?
C1 P1S C13 87.9(7) . . ?
N2 P2 Se2 115.5(2) . . ?
N2 P2 C3 106.0(4) . . ?
N2 P2 C15 102.0(3) . . ?
C3 P2 Se2 115.8(3) . . ?
C15 P2 Se2 115.1(3) . . ?
C15 P2 C3 100.5(3) . . ?
N2S P2S Se2S 115.6(8) . . ?
N2S P2S C3 92.8(8) . . ?
N2S P2S C15 97.3(8) . . ?
C3 P2S Se2S 131.5(5) . . ?
C3 P2S C15 87.1(4) . . ?
C15 P2S Se2S 123.9(4) . . ?
C25 N1 P1 123.3(5) . . ?
C27 N1 P1 119.0(5) . . ?
C27 N1 C25 116.5(6) . . ?
C25S N1S P1S 114(4) . . ?
C25S N1S C27S 129(5) . . ?
C27S N1S P1S 117(4) . . ?
C29 N2 P2 121.5(5) . . ?
C29 N2 C31 117.2(7) . . ?
C31 N2 P2 117.9(6) . . ?
C29S N2S P2S 121.3(18) . . ?
C29S N2S C31S 116(2) . . ?
C31S N2S P2S 121.6(15) . . ?
S1 C1 P1 114.9(3) . . ?
S1 C1 P1S 109.9(5) . . ?
C3 C1 S1 116.6(5) . . ?
C3 C1 P1 127.8(5) . . ?
C3 C1 P1S 120.4(7) . . ?
S1 C2 S2 113.8(3) . . ?
C4 C2 S1 124.1(5) . . ?
C4 C2 S2 122.0(5) . . ?
S2 C3 P2 115.4(4) . . ?
S2 C3 P2S 106.4(4) . . ?
C1 C3 S2 117.9(5) . . ?
C1 C3 P2 126.2(5) . . ?
C1 C3 P2S 125.8(6) . . ?
S4 C4 S3 114.4(3) . . ?
C2 C4 S3 122.5(5) . . ?
C2 C4 S4 123.1(4) . . ?
C6 C5 S3 116.5(5) . . ?
C6 C5 C7 125.5(5) . . ?
C7 C5 S3 118.0(4) . . ?
C5 C6 S4 117.7(5) . . ?
C5 C6 C10 127.0(5) . . ?
C10 C6 S4 115.3(4) . . ?
C5 C7 H7A 108.0 . . ?
C5 C7 H7B 108.0 . . ?
C5 C7 C8 117.0(5) . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C7 C8 C9 112.6(5) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
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 . . ?
C6 C10 H10A 108.9 . . ?
C6 C10 H10B 108.9 . . ?
C6 C10 C11 113.5(5) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.0(6) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
S5 C13 P1 117.0(4) . . ?
S5 C13 P1S 110.9(5) . . ?
C15 C13 S5 116.6(5) . . ?
C15 C13 P1 126.4(5) . . ?
C15 C13 P1S 115.2(6) . . ?
S6 C14 S5 113.4(3) . . ?
C16 C14 S5 122.9(5) . . ?
C16 C14 S6 123.7(5) . . ?
S6 C15 P2 114.8(3) . . ?
S6 C15 P2S 104.9(4) . . ?
C13 C15 S6 117.2(5) . . ?
C13 C15 P2 127.4(5) . . ?
C13 C15 P2S 128.6(5) . . ?
S7 C16 S8 114.8(3) . . ?
C14 C16 S7 123.8(5) . . ?
C14 C16 S8 121.5(5) . . ?
C18 C17 S7 117.3(5) . . ?
C18 C17 C19 126.9(6) . . ?
C19 C17 S7 115.8(5) . . ?
C17 C18 S8 117.0(5) . . ?
C17 C18 C22 125.0(6) . . ?
C22 C18 S8 118.0(5) . . ?
C17 C19 H19A 108.8 . . ?
C17 C19 H19B 108.8 . . ?
C17 C19 C20 113.7(6) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C19 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C19 C20 C21 112.0(6) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 108.1 . . ?
C18 C22 H22B 108.1 . . ?
C18 C22 C23 116.7(5) . . ?
H22A C22 H22B 107.3 . . ?
C23 C22 H22A 108.1 . . ?
C23 C22 H22B 108.1 . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 C22 111.8(6) . . ?
C24 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 H25A 109.0 . . ?
N1 C25 H25B 109.0 . . ?
N1 C25 C26 113.0(6) . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
N1S C25S H25C 109.8 . . ?
N1S C25S H25D 109.8 . . ?
N1S C25S C26S 109(5) . . ?
H25C C25S H25D 108.2 . . ?
C26S C25S H25C 109.8 . . ?
C26S C25S H25D 109.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25S C26S H26D 109.5 . . ?
C25S C26S H26E 109.5 . . ?
C25S C26S H26F 109.5 . . ?
H26D C26S H26E 109.5 . . ?
H26D C26S H26F 109.5 . . ?
H26E C26S H26F 109.5 . . ?
N1 C27 H27A 108.8 . . ?
N1 C27 H27B 108.8 . . ?
N1 C27 C28 114.0(6) . . ?
H27A C27 H27B 107.7 . . ?
C28 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
N1S C27S H27C 107.5 . . ?
N1S C27S H27D 107.5 . . ?
N1S C27S C28S 119(5) . . ?
H27C C27S H27D 107.0 . . ?
C28S C27S H27C 107.5 . . ?
C28S C27S H27D 107.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27S C28S H28D 109.5 . . ?
C27S C28S H28E 109.5 . . ?
C27S C28S H28F 109.5 . . ?
H28D C28S H28E 109.5 . . ?
H28D C28S H28F 109.5 . . ?
H28E C28S H28F 109.5 . . ?
N2 C29 H29A 108.8 . . ?
N2 C29 H29B 108.8 . . ?
N2 C29 C30 114.0(7) . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
N2S C29S H29C 109.4 . . ?
N2S C29S H29D 109.4 . . ?
H29C C29S H29D 108.0 . . ?
C30S C29S N2S 111(2) . . ?
C30S C29S H29C 109.4 . . ?
C30S C29S H29D 109.4 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29S C30S H30D 109.5 . . ?
C29S C30S H30E 109.5 . . ?
C29S C30S H30F 109.5 . . ?
H30D C30S H30E 109.5 . . ?
H30D C30S H30F 109.5 . . ?
H30E C30S H30F 109.5 . . ?
N2 C31 H31A 105(5) . . ?
N2 C31 H31B 100(6) . . ?
N2 C31 C32 111.1(7) . . ?
H31A C31 H31B 113(7) . . ?
C32 C31 H31A 116(5) . . ?
C32 C31 H31B 111(6) . . ?
N2S C31S H31C 109.5 . . ?
N2S C31S H31D 109.5 . . ?
H31C C31S H31D 108.0 . . ?
C32S C31S N2S 111(2) . . ?
C32S C31S H31C 109.5 . . ?
C32S C31S H31D 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31S C32S H32D 109.5 . . ?
C31S C32S H32E 109.5 . . ?
C31S C32S H32F 109.5 . . ?
H32D C32S H32E 109.5 . . ?
H32D C32S H32F 109.5 . . ?
H32E C32S H32F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
#END---------------------------------------------------------------------------
####################################################################### 
# 
# 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_trans-6d
_database_code_depnum_ccdc_archive 'CCDC 2252852'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-30 deposited with the CCDC.	2023-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        SHK-499
_chemical_formula_moiety         'C H2 Cl2, C24 H32 N2 O2 P2 S8'
_chemical_formula_sum            'C25 H32 Cl2 N2 O2 P2 S8'
_chemical_formula_weight         781.84
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.9063(4)
_cell_length_b                   7.61506(10)
_cell_length_c                   19.2661(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.0920(10)
_cell_angle_gamma                90
_cell_volume                     3429.53(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    77321
_cell_measurement_temperature    100
_cell_measurement_theta_max      3.78
_cell_measurement_theta_min      70.99
_shelx_estimated_absorpt_T_max   0.867
_shelx_estimated_absorpt_T_min   0.608
_exptl_absorpt_coefficient_mu    7.374
_exptl_absorpt_correction_T_max  0.6081
_exptl_absorpt_correction_T_min  0.4930
_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            'clear brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            87125
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         67.734
_diffrn_reflns_theta_min         3.782
_diffrn_ambient_temperature      100
_diffrn_detector                 Pilatus200K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_source                   'Axo Cu'
_diffrn_source_type              ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2767
_reflns_number_total             3093
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.696
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3093
_refine_ls_number_restraints     238
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.023
_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)+(0.0532P)²+8.2969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0954
_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
 Cl2S-C13S = Cl1S-C13S = Cl2-C13 = Cl1-C13
 1.7 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C13 \\sim Cl1S \\sim Cl2S \\sim Cl2 \\sim C13S \\sim Cl1: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C13) \\sim Ueq, Uanis(Cl1S) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(Cl2S) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl1S)=Sof(Cl2S)=Sof(C13S)=Sof(H13C)=Sof(H13D)=0.5*(1-FVAR(2))
 Sof(Cl1)=Sof(Cl2)=Sof(C13)=Sof(H13A)=Sof(H13B)=0.5*FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C13S(H13C,H13D), C9(H9A,H9B), C11(H11A,H11B)
6.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_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
Cl1 Cl 0.4825(4) 0.1860(10) 0.6700(5) 0.092(2) Uani 0.438(3) 1 d D U P A -1
Cl2 Cl 0.5250(4) 0.1671(9) 0.8179(4) 0.077(2) Uani 0.438(3) 1 d D U P A -1
C13 C 0.4760(4) 0.0836(17) 0.7467(5) 0.067(2) Uani 0.438(3) 1 d D U P A -1
H13A H 0.482389 -0.044079 0.742590 0.080 Uiso 0.438(3) 1 calc R . P A -1
H13B H 0.436767 0.100878 0.754724 0.080 Uiso 0.438(3) 1 calc R . P A -1
Cl1S Cl 0.4474(10) 0.112(3) 0.7267(14) 0.097(5) Uani 0.062(3) 1 d D U P A -2
Cl2S Cl 0.5205(8) 0.170(3) 0.8435(11) 0.019(3) Uani 0.062(3) 1 d D U P A -2
C13S C 0.5170(16) 0.069(11) 0.764(2) 0.061(4) Uani 0.062(3) 1 d D U P A -2
H13C H 0.543551 0.121998 0.736685 0.073 Uiso 0.062(3) 1 calc R . P A -2
H13D H 0.524547 -0.058839 0.769444 0.073 Uiso 0.062(3) 1 calc R . P A -2
S1 S 0.62903(2) 0.20939(9) 0.37841(3) 0.02660(16) Uani 1 1 d . U . . .
S2 S 0.62272(2) 0.12211(8) 0.52519(3) 0.02530(16) Uani 1 1 d . U . . .
S3 S 0.49658(3) 0.32868(9) 0.34476(3) 0.03075(17) Uani 1 1 d . U . . .
S4 S 0.48577(2) 0.22853(8) 0.48835(3) 0.02691(16) Uani 1 1 d . U . . .
P P 0.75581(2) 0.27602(8) 0.40975(3) 0.02174(16) Uani 1 1 d . U . . .
O O 0.76754(7) 0.1283(2) 0.36408(9) 0.0267(4) Uani 1 1 d . U . . .
N N 0.74847(8) 0.4645(3) 0.36883(10) 0.0264(4) Uani 1 1 d . U . . .
C1 C 0.69227(9) 0.2351(3) 0.44347(12) 0.0226(5) Uani 1 1 d . U . . .
C2 C 0.68929(10) 0.1991(3) 0.51106(13) 0.0234(5) Uani 1 1 d . U . . .
C3 C 0.58558(10) 0.1936(3) 0.44144(13) 0.0247(5) Uani 1 1 d . U . . .
C4 C 0.53028(10) 0.2427(3) 0.42710(13) 0.0242(5) Uani 1 1 d . U . . .
C5 C 0.43457(10) 0.4007(3) 0.37271(14) 0.0272(5) Uani 1 1 d . U . . .
C6 C 0.42968(10) 0.3545(3) 0.43786(13) 0.0259(5) Uani 1 1 d . U . . .
C7 C 0.39360(11) 0.5037(4) 0.31810(16) 0.0388(7) Uani 1 1 d . U . . .
H7A H 0.410502 0.617916 0.311080 0.058 Uiso 1 1 calc GR . . . .
H7B H 0.357841 0.521648 0.334398 0.058 Uiso 1 1 calc GR . . . .
H7C H 0.385691 0.438972 0.273152 0.058 Uiso 1 1 calc GR . . . .
C8 C 0.38152(10) 0.3908(4) 0.47413(14) 0.0311(6) Uani 1 1 d . U . . .
H8A H 0.366731 0.279693 0.488621 0.047 Uiso 1 1 calc GR . . . .
H8B H 0.350940 0.452740 0.441455 0.047 Uiso 1 1 calc GR . . . .
H8C H 0.395276 0.463826 0.516120 0.047 Uiso 1 1 calc GR . . . .
C9 C 0.76249(11) 0.4852(4) 0.29824(13) 0.0323(6) Uani 1 1 d . U . . .
H9A H 0.733958 0.564373 0.269333 0.039 Uiso 1 1 calc R . . . .
H9B H 0.759154 0.369338 0.274403 0.039 Uiso 1 1 calc R . . . .
C10 C 0.82125(13) 0.5574(6) 0.29998(17) 0.0596(11) Uani 1 1 d . U . . .
H10A H 0.826670 0.572928 0.251332 0.089 Uiso 1 1 calc GR . . . .
H10B H 0.850014 0.475326 0.325291 0.089 Uiso 1 1 calc GR . . . .
H10C H 0.825388 0.670903 0.324467 0.089 Uiso 1 1 calc GR . . . .
C11 C 0.73574(12) 0.6244(4) 0.40644(15) 0.0340(6) Uani 1 1 d . U . . .
H11A H 0.767694 0.708670 0.409519 0.041 Uiso 1 1 calc R . . . .
H11B H 0.732968 0.592580 0.455434 0.041 Uiso 1 1 calc R . . . .
C12 C 0.68021(14) 0.7127(4) 0.36949(18) 0.0453(7) Uani 1 1 d . U . . .
H12A H 0.682977 0.746439 0.321242 0.068 Uiso 1 1 calc GR . . . .
H12B H 0.673692 0.817622 0.396167 0.068 Uiso 1 1 calc GR . . . .
H12C H 0.648277 0.630769 0.367329 0.068 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C13 1.708(8) . ?
Cl2 C13 1.728(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
Cl1S C13S 1.702(10) . ?
Cl2S C13S 1.703(10) . ?
C13S H13C 0.9900 . ?
C13S H13D 0.9900 . ?
S1 C1 1.761(2) . ?
S1 C3 1.760(2) . ?
S2 C2 1.770(2) . ?
S2 C3 1.757(2) . ?
S3 C4 1.749(2) . ?
S3 C5 1.767(2) . ?
S4 C4 1.750(2) . ?
S4 C6 1.766(2) . ?
P O 1.4905(17) . ?
P N 1.629(2) . ?
P C1 1.800(2) . ?
P C2 1.802(2) 7_656 ?
N C9 1.476(3) . ?
N C11 1.481(3) . ?
C1 C2 1.347(3) . ?
C3 C4 1.345(3) . ?
C5 C6 1.332(4) . ?
C5 C7 1.500(4) . ?
C6 C8 1.492(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.502(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.525(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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 C13 Cl2 110.4(6) . . ?
Cl1 C13 H13A 109.6 . . ?
Cl1 C13 H13B 109.6 . . ?
Cl2 C13 H13A 109.6 . . ?
Cl2 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
Cl1S C13S Cl2S 98.6(18) . . ?
Cl1S C13S H13C 112.1 . . ?
Cl1S C13S H13D 112.1 . . ?
Cl2S C13S H13C 112.1 . . ?
Cl2S C13S H13D 112.1 . . ?
H13C C13S H13D 109.7 . . ?
C3 S1 C1 93.39(11) . . ?
C3 S2 C2 93.08(11) . . ?
C4 S3 C5 95.53(12) . . ?
C4 S4 C6 95.39(12) . . ?
O P N 113.18(10) . . ?
O P C1 111.10(11) . . ?
O P C2 112.67(10) . 7_656 ?
N P C1 108.28(11) . . ?
N P C2 107.61(11) . 7_656 ?
C1 P C2 103.45(11) . 7_656 ?
C9 N P 121.18(18) . . ?
C9 N C11 118.2(2) . . ?
C11 N P 119.98(17) . . ?
S1 C1 P 115.20(13) . . ?
C2 C1 S1 117.00(18) . . ?
C2 C1 P 127.13(18) . . ?
S2 C2 P 115.06(13) . 7_656 ?
C1 C2 S2 116.59(18) . . ?
C1 C2 P 128.34(18) . 7_656 ?
S2 C3 S1 113.39(13) . . ?
C4 C3 S1 122.41(19) . . ?
C4 C3 S2 124.07(19) . . ?
S3 C4 S4 113.89(13) . . ?
C3 C4 S3 122.43(19) . . ?
C3 C4 S4 123.68(19) . . ?
C6 C5 S3 116.73(19) . . ?
C6 C5 C7 128.7(2) . . ?
C7 C5 S3 114.51(19) . . ?
C5 C6 S4 117.14(19) . . ?
C5 C6 C8 128.4(2) . . ?
C8 C6 S4 114.46(19) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N C9 H9A 108.7 . . ?
N C9 H9B 108.7 . . ?
N C9 C10 114.2(2) . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N C11 H11A 109.1 . . ?
N C11 H11B 109.1 . . ?
N C11 C12 112.5(2) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
