# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

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

data_compound-2
_database_code_depnum_ccdc_archive 'CCDC 1951787'
loop_
_audit_author_name
_audit_author_address
'Simon Hernandez-Ortega'
;UNIVERSIDAD NACIONAL AUTONOMA DE MEXICO
Mexico
;
_audit_update_record             
;
2019-09-05 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H25 N2 O P S'
_chemical_formula_sum            'C12 H25 N2 O P S'
_chemical_formula_weight         276.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

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                   10.0025(6)
_cell_length_b                   18.7416(11)
_cell_length_c                   17.4507(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.041(2)
_cell_angle_gamma                90
_cell_volume                     3253.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      25.34

_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.129
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.463
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.246
_exptl_absorpt_coefficient_mu    0.287
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.83
_diffrn_reflns_number            19321
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         25.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2981
_reflns_number_gt                2429
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX3 v2016.1 (Bruker, 2014)'
_computing_cell_refinement       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2014)'
_computing_structure_solution    'SHELXS-2014 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Ortep-3 Ver 2.02 L.J. Farrugia (1997) J. Appl. Cryst. 30, 565'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0810P)²+0.7973P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2981
_refine_ls_number_parameters     161
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1345
_refine_ls_wR_factor_gt          0.1273
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.12207(5) 0.16193(3) 0.03073(4) 0.0685(2) Uani 1 1 d . . . . .
P1 P 0.29080(5) 0.11122(3) 0.02472(3) 0.0444(2) Uani 1 1 d . . . . .
O1 O 0.58483(14) 0.09082(8) 0.03628(10) 0.0609(4) Uani 1 1 d . . . . .
N1 N 0.41714(17) 0.16894(9) 0.05073(11) 0.0516(5) Uani 1 1 d D . . . .
H1 H 0.396(2) 0.2142(6) 0.0449(13) 0.062 Uiso 1 1 d D U . . .
N2 N 0.64154(16) 0.20153(10) 0.08057(11) 0.0565(5) Uani 1 1 d . . . . .
C1 C 0.55185(18) 0.15079(11) 0.05519(12) 0.0468(5) Uani 1 1 d . . . . .
C2 C 0.6123(2) 0.26499(13) 0.12402(15) 0.0692(7) Uani 1 1 d . . . . .
H2A H 0.5158 0.2720 0.1207 0.083 Uiso 1 1 calc R U . . .
H2B H 0.6515 0.3064 0.1017 0.083 Uiso 1 1 calc R U . . .
C3 C 0.6671(3) 0.25817(18) 0.20608(15) 0.0837(9) Uani 1 1 d . . . . .
H3A H 0.6177 0.2215 0.2303 0.100 Uiso 1 1 calc R U . . .
H3B H 0.6544 0.3029 0.2324 0.100 Uiso 1 1 calc R U . . .
C4 C 0.8160(3) 0.2393(2) 0.21483(16) 0.0966(11) Uani 1 1 d . . . . .
H4A H 0.8674 0.2792 0.1982 0.116 Uiso 1 1 calc R U . . .
H4B H 0.8456 0.2300 0.2686 0.116 Uiso 1 1 calc R U . . .
C5 C 0.8419(2) 0.17391(17) 0.16719(15) 0.0799(8) Uani 1 1 d . . . . .
H5A H 0.9379 0.1655 0.1694 0.096 Uiso 1 1 calc R U . . .
H5B H 0.8009 0.1324 0.1883 0.096 Uiso 1 1 calc R U . . .
C6 C 0.7854(2) 0.18422(14) 0.08574(13) 0.0605(6) Uani 1 1 d . . . . .
H6A H 0.8332 0.2226 0.0631 0.073 Uiso 1 1 calc R U . . .
H6B H 0.7980 0.1410 0.0568 0.073 Uiso 1 1 calc R U . . .
C7 C 0.3147(2) 0.03631(12) 0.09136(14) 0.0598(6) Uani 1 1 d . . . . .
H7 H 0.3920 0.0089 0.0774 0.072 Uiso 1 1 calc R U . . .
C8 C 0.3481(5) 0.0617(2) 0.17345(18) 0.1304(16) Uani 1 1 d . . . . .
H8A H 0.2773 0.0920 0.1875 0.196 Uiso 1 1 calc R U . . .
H8B H 0.4310 0.0879 0.1775 0.196 Uiso 1 1 calc R U . . .
H8C H 0.3571 0.0213 0.2074 0.196 Uiso 1 1 calc R U . . .
C9 C 0.1950(4) -0.01327(17) 0.0853(2) 0.0990(10) Uani 1 1 d . . . . .
H9A H 0.2142 -0.0535 0.1187 0.148 Uiso 1 1 calc R U . . .
H9B H 0.1766 -0.0296 0.0331 0.148 Uiso 1 1 calc R U . . .
H9C H 0.1180 0.0117 0.1002 0.148 Uiso 1 1 calc R U . . .
C10 C 0.3135(2) 0.07763(12) -0.07146(12) 0.0573(6) Uani 1 1 d . . . . .
H10 H 0.3832 0.0407 -0.0654 0.069 Uiso 1 1 calc R U . . .
C11 C 0.3641(4) 0.13647(19) -0.12061(17) 0.1040(11) Uani 1 1 d . . . . .
H11A H 0.3706 0.1188 -0.1717 0.156 Uiso 1 1 calc R U . . .
H11B H 0.4511 0.1520 -0.0983 0.156 Uiso 1 1 calc R U . . .
H11C H 0.3026 0.1759 -0.1229 0.156 Uiso 1 1 calc R U . . .
C12 C 0.1866(3) 0.04310(19) -0.11038(17) 0.0945(10) Uani 1 1 d . . . . .
H12A H 0.1162 0.0781 -0.1175 0.142 Uiso 1 1 calc R U . . .
H12B H 0.1593 0.0050 -0.0787 0.142 Uiso 1 1 calc R U . . .
H12C H 0.2040 0.0244 -0.1596 0.142 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
S1 P1 1.9494(7) . ?
P1 N1 1.6890(17) . ?
P1 C7 1.823(2) . ?
P1 C10 1.829(2) . ?
O1 C1 1.226(2) . ?
N1 C1 1.384(2) . ?
N1 H1 0.879(9) . ?
N2 C1 1.350(3) . ?
N2 C2 1.457(3) . ?
N2 C6 1.469(3) . ?
C2 C3 1.484(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.523(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.518(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.486(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.511(4) . ?
C7 C8 1.513(4) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.516(4) . ?
C10 C12 1.520(3) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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
N1 P1 C7 106.12(10) . . ?
N1 P1 C10 107.79(11) . . ?
C7 P1 C10 107.45(11) . . ?
N1 P1 S1 107.50(7) . . ?
C7 P1 S1 113.43(8) . . ?
C10 P1 S1 114.14(8) . . ?
C1 N1 P1 123.65(14) . . ?
C1 N1 H1 118.0(16) . . ?
P1 N1 H1 114.9(15) . . ?
C1 N2 C2 125.68(19) . . ?
C1 N2 C6 118.54(18) . . ?
C2 N2 C6 113.41(18) . . ?
O1 C1 N2 123.08(18) . . ?
O1 C1 N1 119.87(18) . . ?
N2 C1 N1 117.05(18) . . ?
N2 C2 C3 111.0(2) . . ?
N2 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 112.0(2) . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C3 110.7(2) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 110.5(2) . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
N2 C6 C5 111.04(19) . . ?
N2 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C9 C7 C8 110.7(3) . . ?
C9 C7 P1 112.25(19) . . ?
C8 C7 P1 111.28(19) . . ?
C9 C7 H7 107.4 . . ?
C8 C7 H7 107.4 . . ?
P1 C7 H7 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 111.7(2) . . ?
C11 C10 P1 110.48(18) . . ?
C12 C10 P1 112.22(18) . . ?
C11 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
P1 C10 H10 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 S1 0.879(9) 2.667(13) 3.4791(19) 154.2(19) 7

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_compound-7
_database_code_depnum_ccdc_archive 'CCDC 1951789'
loop_
_audit_author_name
_audit_author_address
'Simon Hernandez-Ortega'
;UNIVERSIDAD NACIONAL AUTONOMA DE MEXICO
Mexico
;
_audit_update_record             
;
2019-09-05 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H48 Cd N4 P2 S4'
_chemical_formula_weight         695.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9720(2)
_cell_length_b                   13.3201(2)
_cell_length_c                   13.5216(2)
_cell_angle_alpha                86.0570(10)
_cell_angle_beta                 68.82
_cell_angle_gamma                82.7220(10)
_cell_volume                     1660.70(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      25.40
_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.516
_exptl_crystal_size_mid          0.316
_exptl_crystal_size_min          0.144
_exptl_absorpt_coefficient_mu    1.025
_shelx_estimated_absorpt_T_min   0.620
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.7414
_exptl_absorpt_correction_T_max  0.9129
_exptl_absorpt_process_details   'SHELXTL (Sheldrick, 2013)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.83
_diffrn_reflns_number            19444
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.204
_diffrn_reflns_theta_max         25.401
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6095
_reflns_number_gt                5148
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
Piperidinyl frame, is disodered and was refined in two position
using a variable site occupational factor (SOF). the ratio of SOF was 
0.69/0.31 for N4-C18 and N4-C18A respectively.
234 parameters were refined as follow:
192 for SIMU, 30 for DELU y 12 for SAMe/SADI instructions
In last refinement cycle, 5 refections were omitted.

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. 
;

_computing_data_collection       'APEX3 v2016.1 (Bruker, 2014)'
_computing_cell_refinement       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2014)'
_computing_structure_solution    'SHELXS-2014 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Ortep-3 Ver 2.02 L.J. Farrugia (1997) J. Appl. Cryst. 30, 565'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+0.1174P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6095
_refine_ls_number_parameters     389
_refine_ls_number_restraints     234
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0800
_refine_ls_wR_factor_gt          0.0757
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cd1 Cd 0.70469(2) 0.74070(2) 0.22380(2) 0.05345(9) Uani 1 1 d . . . . .
P1 P 0.73363(6) 0.67480(4) 0.46923(4) 0.03833(14) Uani 1 1 d . . . . .
P2 P 0.80050(7) 0.67644(5) -0.04012(5) 0.04845(16) Uani 1 1 d . . . . .
S1 S 0.67795(9) 0.60397(5) 0.36588(5) 0.0634(2) Uani 1 1 d . . . . .
S2 S 0.76677(8) 0.89217(5) 0.29076(5) 0.06055(18) Uani 1 1 d . . . . .
S3 S 0.91155(7) 0.69994(6) 0.05302(5) 0.0656(2) Uani 1 1 d . . . . .
S4 S 0.4791(7) 0.7295(7) 0.1830(5) 0.0612(12) Uani 0.63(5) 1 d . . P A 1
S4A S 0.4838(16) 0.765(4) 0.1822(10) 0.084(5) Uani 0.37(5) 1 d . . P A 2
N1 N 0.6944(2) 0.79419(14) 0.48576(15) 0.0464(5) Uani 1 1 d . . . . .
N2 N 0.6796(3) 0.96483(14) 0.48468(16) 0.0570(5) Uani 1 1 d . . . . .
C1 C 0.7115(2) 0.87852(16) 0.42905(17) 0.0422(5) Uani 1 1 d . . . . .
C2 C 0.6963(3) 1.06733(19) 0.4380(2) 0.0649(7) Uani 1 1 d . . . . .
H2A H 0.6046 1.1094 0.4651 0.078 Uiso 1 1 calc R U . . .
H2B H 0.7245 1.0647 0.3616 0.078 Uiso 1 1 calc R U . . .
C3 C 0.8064(4) 1.1119(3) 0.4640(3) 0.0925(11) Uani 1 1 d . . . . .
H3A H 0.8097 1.1816 0.4380 0.111 Uiso 1 1 calc R U . . .
H3B H 0.9005 1.0752 0.4284 0.111 Uiso 1 1 calc R U . . .
C4 C 0.7754(6) 1.1088(4) 0.5813(3) 0.139(2) Uani 1 1 d . . . . .
H4A H 0.6911 1.1562 0.6153 0.167 Uiso 1 1 calc R U . . .
H4B H 0.8568 1.1302 0.5943 0.167 Uiso 1 1 calc R U . . .
C5 C 0.7480(4) 1.0038(3) 0.6302(3) 0.1011(13) Uani 1 1 d . . . . .
H5A H 0.8376 0.9590 0.6067 0.121 Uiso 1 1 calc R U . . .
H5B H 0.7149 1.0072 0.7069 0.121 Uiso 1 1 calc R U . . .
C6 C 0.6391(3) 0.9629(2) 0.5998(2) 0.0644(7) Uani 1 1 d . . . . .
H6A H 0.6294 0.8938 0.6267 0.077 Uiso 1 1 calc R U . . .
H6B H 0.5462 1.0026 0.6312 0.077 Uiso 1 1 calc R U . . .
C7 C 0.6369(3) 0.62273(17) 0.60096(18) 0.0491(6) Uani 1 1 d . . . . .
H7 H 0.6694 0.6531 0.6512 0.059 Uiso 1 1 calc R U . . .
C8 C 0.6719(3) 0.50831(19) 0.6094(2) 0.0651(7) Uani 1 1 d . . . . .
H8A H 0.6147 0.4841 0.6784 0.098 Uiso 1 1 calc R U . . .
H8B H 0.7727 0.4925 0.5987 0.098 Uiso 1 1 calc R U . . .
H8C H 0.6502 0.4763 0.5563 0.098 Uiso 1 1 calc R U . . .
C9 C 0.4750(3) 0.6530(2) 0.6337(2) 0.0731(8) Uani 1 1 d . . . . .
H9A H 0.4395 0.6253 0.5855 0.110 Uiso 1 1 calc R U . . .
H9B H 0.4562 0.7254 0.6323 0.110 Uiso 1 1 calc R U . . .
H9C H 0.4270 0.6273 0.7043 0.110 Uiso 1 1 calc R U . . .
C10 C 0.9267(2) 0.64187(18) 0.44303(19) 0.0479(5) Uani 1 1 d . . . . .
H10 H 0.9447 0.5678 0.4432 0.058 Uiso 1 1 calc R U . . .
C11 C 0.9717(3) 0.6781(3) 0.5295(3) 0.0747(8) Uani 1 1 d . . . . .
H11A H 1.0737 0.6600 0.5126 0.112 Uiso 1 1 calc R U . . .
H11B H 0.9195 0.6469 0.5962 0.112 Uiso 1 1 calc R U . . .
H11C H 0.9505 0.7503 0.5342 0.112 Uiso 1 1 calc R U . . .
C12 C 1.0194(3) 0.6803(3) 0.3341(2) 0.0734(8) Uani 1 1 d . . . . .
H12A H 1.0030 0.7529 0.3306 0.110 Uiso 1 1 calc R U . . .
H12B H 0.9941 0.6524 0.2805 0.110 Uiso 1 1 calc R U . . .
H12C H 1.1197 0.6600 0.3225 0.110 Uiso 1 1 calc R U . . .
N3 N 0.6487(2) 0.7400(2) -0.02737(16) 0.0685(7) Uani 1 1 d . . . . .
C19 C 0.9131(3) 0.7118(3) -0.1749(2) 0.0726(9) Uani 1 1 d . . . . .
H19 H 0.8636 0.6961 -0.2218 0.087 Uiso 1 1 calc R U . . .
C20 C 1.0607(3) 0.6518(3) -0.2127(3) 0.1002(12) Uani 1 1 d . . . . .
H20A H 1.1131 0.6714 -0.2847 0.150 Uiso 1 1 calc R U . . .
H20B H 1.0499 0.5809 -0.2090 0.150 Uiso 1 1 calc R U . . .
H20C H 1.1129 0.6648 -0.1684 0.150 Uiso 1 1 calc R U . . .
C21 C 0.9207(5) 0.8251(3) -0.1843(3) 0.1336(19) Uani 1 1 d . . . . .
H21A H 0.9749 0.8432 -0.1435 0.200 Uiso 1 1 calc R U . . .
H21B H 0.8246 0.8597 -0.1580 0.200 Uiso 1 1 calc R U . . .
H21C H 0.9674 0.8443 -0.2574 0.200 Uiso 1 1 calc R U . . .
C22 C 0.7857(4) 0.5412(2) -0.0397(3) 0.0756(8) Uani 1 1 d . . . . .
H22 H 0.8842 0.5066 -0.0606 0.091 Uiso 1 1 calc R U . . .
C23 C 0.7234(6) 0.5156(4) -0.1215(4) 0.1270(16) Uani 1 1 d . . . . .
H23A H 0.7077 0.4454 -0.1138 0.191 Uiso 1 1 calc R U . . .
H23B H 0.7902 0.5286 -0.1916 0.191 Uiso 1 1 calc R U . . .
H23C H 0.6332 0.5567 -0.1107 0.191 Uiso 1 1 calc R U . . .
C24 C 0.7020(5) 0.5004(3) 0.0701(3) 0.1062(13) Uani 1 1 d . . . . .
H24A H 0.6039 0.5317 0.0930 0.159 Uiso 1 1 calc R U . . .
H24B H 0.7463 0.5152 0.1189 0.159 Uiso 1 1 calc R U . . .
H24C H 0.7027 0.4284 0.0677 0.159 Uiso 1 1 calc R U . . .
C13 C 0.5229(3) 0.7600(3) 0.0481(2) 0.0696(8) Uani 1 1 d . U . . .
N4 N 0.4043(4) 0.7850(3) 0.0180(3) 0.0610(9) Uani 0.695(4) 1 d . U P A 1
C14 C 0.4238(5) 0.8048(4) -0.0941(3) 0.0778(13) Uani 0.695(4) 1 d D U P A 1
H14A H 0.3631 0.7652 -0.1144 0.093 Uiso 0.695(4) 1 calc R U P A 1
H14B H 0.5238 0.7860 -0.1382 0.093 Uiso 0.695(4) 1 calc R U P A 1
C15 C 0.3824(7) 0.9171(4) -0.1094(4) 0.0977(16) Uani 0.695(4) 1 d D U P A 1
H15A H 0.3906 0.9305 -0.1826 0.117 Uiso 0.695(4) 1 calc R U P A 1
H15B H 0.4498 0.9554 -0.0954 0.117 Uiso 0.695(4) 1 calc R U P A 1
C16 C 0.2292(6) 0.9527(5) -0.0370(4) 0.0991(18) Uani 0.695(4) 1 d D U P A 1
H16A H 0.2105 1.0255 -0.0448 0.119 Uiso 0.695(4) 1 calc R U P A 1
H16B H 0.1602 0.9213 -0.0568 0.119 Uiso 0.695(4) 1 calc R U P A 1
C17 C 0.2114(7) 0.9249(4) 0.0764(4) 0.0838(14) Uani 0.695(4) 1 d D U P A 1
H17A H 0.1111 0.9411 0.1214 0.101 Uiso 0.695(4) 1 calc R U P A 1
H17B H 0.2701 0.9642 0.0992 0.101 Uiso 0.695(4) 1 calc R U P A 1
C18 C 0.2562(4) 0.8137(3) 0.0881(3) 0.0678(11) Uani 0.695(4) 1 d D U P A 1
H18A H 0.2482 0.7980 0.1611 0.081 Uiso 0.695(4) 1 calc R U P A 1
H18B H 0.1915 0.7746 0.0718 0.081 Uiso 0.695(4) 1 calc R U P A 1
N4A N 0.4415(9) 0.8491(9) 0.0157(6) 0.0690(17) Uani 0.305(4) 1 d . U P A 2
C14A C 0.4674(11) 0.8804(11) -0.0944(8) 0.0772(19) Uani 0.305(4) 1 d D U P A 2
H14C H 0.5584 0.8458 -0.1395 0.093 Uiso 0.305(4) 1 calc R U P A 2
H14D H 0.4751 0.9526 -0.1025 0.093 Uiso 0.305(4) 1 calc R U P A 2
C15A C 0.3483(10) 0.8571(11) -0.1288(9) 0.085(2) Uani 0.305(4) 1 d D U P A 2
H15C H 0.3477 0.7843 -0.1281 0.101 Uiso 0.305(4) 1 calc R U P A 2
H15D H 0.3664 0.8822 -0.2010 0.101 Uiso 0.305(4) 1 calc R U P A 2
C16A C 0.2029(13) 0.9040(11) -0.0581(8) 0.084(2) Uani 0.305(4) 1 d D U P A 2
H16C H 0.1963 0.9770 -0.0688 0.101 Uiso 0.305(4) 1 calc R U P A 2
H16D H 0.1273 0.8793 -0.0760 0.101 Uiso 0.305(4) 1 calc R U P A 2
C17A C 0.1825(12) 0.8776(12) 0.0557(9) 0.080(2) Uani 0.305(4) 1 d D U P A 2
H17C H 0.0947 0.9161 0.1003 0.096 Uiso 0.305(4) 1 calc R U P A 2
H17D H 0.1686 0.8065 0.0683 0.096 Uiso 0.305(4) 1 calc R U P A 2
C18A C 0.3036(10) 0.8968(10) 0.0892(8) 0.0745(19) Uani 0.305(4) 1 d D U P A 2
H18C H 0.3075 0.9691 0.0899 0.089 Uiso 0.305(4) 1 calc R U P A 2
H18D H 0.2874 0.8694 0.1605 0.089 Uiso 0.305(4) 1 calc R U P A 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
Cd1 S4A 2.442(13) . ?
Cd1 S2 2.4994(7) . ?
Cd1 S3 2.5157(7) . ?
Cd1 S1 2.5201(7) . ?
Cd1 S4 2.526(6) . ?
P1 N1 1.5999(19) . ?
P1 C10 1.827(2) . ?
P1 C7 1.828(2) . ?
P1 S1 2.0065(8) . ?
P2 N3 1.595(2) . ?
P2 C22 1.825(3) . ?
P2 C19 1.828(3) . ?
P2 S3 2.0149(9) . ?
S2 C1 1.751(2) . ?
S4 C13 1.747(6) . ?
S4A C13 1.716(11) . ?
N1 C1 1.309(3) . ?
N2 C1 1.357(3) . ?
N2 C6 1.459(3) . ?
N2 C2 1.467(3) . ?
C2 C3 1.467(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.501(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.519(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.466(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.519(4) . ?
C7 C8 1.526(3) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.521(4) . ?
C10 C12 1.523(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N3 C13 1.309(3) . ?
C19 C20 1.511(4) . ?
C19 C21 1.515(5) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C24 1.518(5) . ?
C22 C23 1.526(5) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C13 N4 1.380(4) . ?
C13 N4A 1.483(9) . ?
N4 C18 1.456(5) . ?
N4 C14 1.466(5) . ?
C14 C15 1.520(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.522(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.504(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.507(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N4A C14A 1.457(12) . ?
N4A C18A 1.470(12) . ?
C14A C15A 1.496(10) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C15A C16A 1.502(10) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C16A C17A 1.500(9) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C17A C18A 1.490(10) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C18A H18C 0.9700 . ?
C18A H18D 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
S4A Cd1 S2 116.0(11) . . ?
S4A Cd1 S3 107.0(3) . . ?
S2 Cd1 S3 104.93(3) . . ?
S4A Cd1 S1 108.3(10) . . ?
S2 Cd1 S1 106.75(2) . . ?
S3 Cd1 S1 114.05(3) . . ?
S2 Cd1 S4 126.2(2) . . ?
S3 Cd1 S4 105.15(19) . . ?
S1 Cd1 S4 100.16(14) . . ?
N1 P1 C10 109.18(11) . . ?
N1 P1 C7 102.50(11) . . ?
C10 P1 C7 106.94(11) . . ?
N1 P1 S1 121.46(8) . . ?
C10 P1 S1 109.03(9) . . ?
C7 P1 S1 106.70(8) . . ?
N3 P2 C22 110.21(15) . . ?
N3 P2 C19 102.23(12) . . ?
C22 P2 C19 106.82(16) . . ?
N3 P2 S3 121.46(9) . . ?
C22 P2 S3 109.03(11) . . ?
C19 P2 S3 105.91(12) . . ?
P1 S1 Cd1 99.78(3) . . ?
C1 S2 Cd1 107.49(8) . . ?
P2 S3 Cd1 99.89(3) . . ?
C13 S4 Cd1 106.3(3) . . ?
C13 S4A Cd1 111.0(6) . . ?
C1 N1 P1 139.06(17) . . ?
C1 N2 C6 121.84(19) . . ?
C1 N2 C2 125.3(2) . . ?
C6 N2 C2 112.6(2) . . ?
N1 C1 N2 115.8(2) . . ?
N1 C1 S2 127.39(18) . . ?
N2 C1 S2 116.84(16) . . ?
N2 C2 C3 110.5(3) . . ?
N2 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C4 111.8(3) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 C5 112.2(3) . . ?
C3 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 110.9(3) . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
N2 C6 C5 110.9(2) . . ?
N2 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C9 C7 C8 111.5(2) . . ?
C9 C7 P1 110.99(17) . . ?
C8 C7 P1 112.60(18) . . ?
C9 C7 H7 107.1 . . ?
C8 C7 H7 107.1 . . ?
P1 C7 H7 107.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 111.0(2) . . ?
C11 C10 P1 111.99(18) . . ?
C12 C10 P1 111.95(17) . . ?
C11 C10 H10 107.2 . . ?
C12 C10 H10 107.2 . . ?
P1 C10 H10 107.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 N3 P2 137.55(19) . . ?
C20 C19 C21 112.8(3) . . ?
C20 C19 P2 113.2(2) . . ?
C21 C19 P2 110.1(2) . . ?
C20 C19 H19 106.8 . . ?
C21 C19 H19 106.8 . . ?
P2 C19 H19 106.8 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C22 C23 111.6(3) . . ?
C24 C22 P2 112.2(2) . . ?
C23 C22 P2 112.0(3) . . ?
C24 C22 H22 106.9 . . ?
C23 C22 H22 106.9 . . ?
P2 C22 H22 106.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C13 N4 117.3(2) . . ?
N3 C13 N4A 109.4(4) . . ?
N3 C13 S4A 128.7(4) . . ?
N4A C13 S4A 108.2(13) . . ?
N3 C13 S4 126.7(3) . . ?
N4 C13 S4 114.0(3) . . ?
C13 N4 C18 126.3(3) . . ?
C13 N4 C14 120.3(3) . . ?
C18 N4 C14 112.3(3) . . ?
N4 C14 C15 108.4(4) . . ?
N4 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
N4 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
C14 C15 C16 112.5(4) . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C17 C16 C15 109.7(4) . . ?
C17 C16 H16A 109.7 . . ?
C15 C16 H16A 109.7 . . ?
C17 C16 H16B 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C16 C17 C18 110.7(4) . . ?
C16 C17 H17A 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
N4 C18 C17 111.4(4) . . ?
N4 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
N4 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C14A N4A C18A 112.7(8) . . ?
C14A N4A C13 123.6(8) . . ?
C18A N4A C13 121.9(8) . . ?
N4A C14A C15A 111.5(9) . . ?
N4A C14A H14C 109.3 . . ?
C15A C14A H14C 109.3 . . ?
N4A C14A H14D 109.3 . . ?
C15A C14A H14D 109.3 . . ?
H14C C14A H14D 108.0 . . ?
C14A C15A C16A 111.9(10) . . ?
C14A C15A H15C 109.2 . . ?
C16A C15A H15C 109.2 . . ?
C14A C15A H15D 109.2 . . ?
C16A C15A H15D 109.2 . . ?
H15C C15A H15D 107.9 . . ?
C17A C16A C15A 109.8(9) . . ?
C17A C16A H16C 109.7 . . ?
C15A C16A H16C 109.7 . . ?
C17A C16A H16D 109.7 . . ?
C15A C16A H16D 109.7 . . ?
H16C C16A H16D 108.2 . . ?
C18A C17A C16A 115.3(10) . . ?
C18A C17A H17C 108.4 . . ?
C16A C17A H17C 108.4 . . ?
C18A C17A H17D 108.4 . . ?
C16A C17A H17D 108.4 . . ?
H17C C17A H17D 107.5 . . ?
N4A C18A C17A 110.0(9) . . ?
N4A C18A H18C 109.7 . . ?
C17A C18A H18C 109.7 . . ?
N4A C18A H18D 109.7 . . ?
C17A C18A H18D 109.7 . . ?
H18C C18A H18D 108.2 . . ?

_refine_diff_density_max         0.395
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_COMPOUND-6
_database_code_depnum_ccdc_archive 'CCDC 1951788'
loop_
_audit_author_name
_audit_author_address
'Simon Hernandez-Ortega'
;UNIVERSIDAD NACIONAL AUTONOMA DE MEXICO
Mexico
;
_audit_update_record             
;
2019-09-05 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H48 N4 O2 P2 S2 Zn'
_chemical_formula_sum            'C24 H48 N4 O2 P2 S2 Zn'
_chemical_formula_weight         616.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

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                   11.9623(2)
_cell_length_b                   11.1902(2)
_cell_length_c                   23.5940(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.5400(10)
_cell_angle_gamma                90
_cell_volume                     3157.17(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9538
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      25.32

_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.407
_exptl_crystal_size_mid          0.307
_exptl_crystal_size_min          0.174
_exptl_absorpt_coefficient_mu    1.038
_shelx_estimated_absorpt_T_min   0.677
_shelx_estimated_absorpt_T_max   0.840
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.7532
_exptl_absorpt_correction_T_max  0.8735
_exptl_absorpt_process_details   'SHELXTL (Sheldrick, 2013)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.83
_diffrn_reflns_number            27833
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.930
_diffrn_reflns_theta_max         25.329
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5765
_reflns_number_gt                4670
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX3 v2016.1 (Bruker, 2014)'
_computing_cell_refinement       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2014)'
_computing_structure_solution    'SHELXS-2014 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Ortep-3 Ver 2.02 L.J. Farrugia (1997) J. Appl. Cryst. 30, 565'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0451P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5765
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0786
_refine_ls_wR_factor_gt          0.0751
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.94840(2) 0.73839(2) 0.13084(2) 0.03973(9) Uani 1 1 d . . . . .
S1 S 0.91741(5) 0.92979(5) 0.09930(2) 0.05689(17) Uani 1 1 d . . . . .
S2 S 1.13662(4) 0.70403(6) 0.14554(2) 0.05562(17) Uani 1 1 d . . . . .
P1 P 0.79054(4) 0.68676(4) 0.02992(2) 0.03604(13) Uani 1 1 d . . . . .
P2 P 0.94096(4) 0.61012(5) 0.24496(2) 0.03784(13) Uani 1 1 d . . . . .
O1 O 0.86832(11) 0.63729(11) 0.07589(5) 0.0454(3) Uani 1 1 d . . . . .
O2 O 0.88450(10) 0.69711(12) 0.20407(5) 0.0452(3) Uani 1 1 d . . . . .
N1 N 0.80351(14) 0.82285(13) 0.01041(7) 0.0435(4) Uani 1 1 d . . . . .
N2 N 0.82821(15) 1.02372(14) 0.00643(7) 0.0489(4) Uani 1 1 d . . . . .
N3 N 1.06853(13) 0.57333(16) 0.23612(7) 0.0512(5) Uani 1 1 d . . . . .
N4 N 1.25392(12) 0.57422(16) 0.21925(7) 0.0509(5) Uani 1 1 d . . . . .
C1 C 0.84344(15) 0.91938(16) 0.03434(8) 0.0382(4) Uani 1 1 d . . . . .
C2 C 0.86700(18) 1.14085(17) 0.02595(10) 0.0545(6) Uani 1 1 d . . . . .
H2A H 0.9069 1.1801 -0.0041 0.065 Uiso 1 1 calc R U . . .
H2B H 0.9182 1.1311 0.0582 0.065 Uiso 1 1 calc R U . . .
C3 C 0.7698(2) 1.2170(2) 0.04268(11) 0.0637(6) Uani 1 1 d . . . . .
H3A H 0.7964 1.2959 0.0534 0.076 Uiso 1 1 calc R U . . .
H3B H 0.7345 1.1818 0.0752 0.076 Uiso 1 1 calc R U . . .
C4 C 0.6845(2) 1.2276(2) -0.00618(13) 0.0787(8) Uani 1 1 d . . . . .
H4A H 0.6186 1.2690 0.0067 0.094 Uiso 1 1 calc R U . . .
H4B H 0.7161 1.2741 -0.0365 0.094 Uiso 1 1 calc R U . . .
C5 C 0.6514(2) 1.1049(2) -0.02842(12) 0.0778(8) Uani 1 1 d . . . . .
H5A H 0.6098 1.0628 0.0001 0.093 Uiso 1 1 calc R U . . .
H5B H 0.6032 1.1137 -0.0619 0.093 Uiso 1 1 calc R U . . .
C6 C 0.7533(2) 1.03294(19) -0.04315(8) 0.0577(6) Uani 1 1 d . . . . .
H6A H 0.7308 0.9537 -0.0556 0.069 Uiso 1 1 calc R U . . .
H6B H 0.7918 1.0714 -0.0739 0.069 Uiso 1 1 calc R U . . .
C7 C 0.81002(17) 0.59879(18) -0.03330(9) 0.0492(5) Uani 1 1 d . . . . .
H7 H 0.8027 0.5145 -0.0227 0.059 Uiso 1 1 calc R U . . .
C8 C 0.9281(2) 0.6167(2) -0.05432(11) 0.0767(8) Uani 1 1 d . . . . .
H8A H 0.9419 0.5610 -0.0843 0.115 Uiso 1 1 calc R U . . .
H8B H 0.9810 0.6037 -0.0236 0.115 Uiso 1 1 calc R U . . .
H8C H 0.9358 0.6968 -0.0683 0.115 Uiso 1 1 calc R U . . .
C9 C 0.7232(2) 0.6240(2) -0.08021(10) 0.0793(8) Uani 1 1 d . . . . .
H9A H 0.7244 0.7074 -0.0896 0.119 Uiso 1 1 calc R U . . .
H9B H 0.6503 0.6027 -0.0674 0.119 Uiso 1 1 calc R U . . .
H9C H 0.7401 0.5776 -0.1131 0.119 Uiso 1 1 calc R U . . .
C10 C 0.64729(17) 0.66999(19) 0.05185(10) 0.0544(6) Uani 1 1 d . . . . .
H10 H 0.5979 0.6983 0.0209 0.065 Uiso 1 1 calc R U . . .
C12 C 0.6291(2) 0.7495(2) 0.10329(14) 0.0863(9) Uani 1 1 d . . . . .
H12A H 0.5527 0.7434 0.1144 0.130 Uiso 1 1 calc R U . . .
H12B H 0.6454 0.8310 0.0938 0.130 Uiso 1 1 calc R U . . .
H12C H 0.6776 0.7243 0.1341 0.130 Uiso 1 1 calc R U . . .
C11 C 0.6175(2) 0.5405(2) 0.06400(14) 0.0875(9) Uani 1 1 d . . . . .
H11A H 0.6644 0.5110 0.0945 0.131 Uiso 1 1 calc R U . . .
H11B H 0.6287 0.4931 0.0307 0.131 Uiso 1 1 calc R U . . .
H11C H 0.5406 0.5356 0.0744 0.131 Uiso 1 1 calc R U . . .
C13 C 1.14948(14) 0.61213(17) 0.20508(8) 0.0385(4) Uani 1 1 d . . . . .
C14 C 1.35594(15) 0.6163(2) 0.19320(9) 0.0535(6) Uani 1 1 d . . . . .
H14A H 1.3368 0.6637 0.1599 0.064 Uiso 1 1 calc R U . . .
H14B H 1.3998 0.5484 0.1812 0.064 Uiso 1 1 calc R U . . .
C15 C 1.4241(2) 0.6908(2) 0.23482(10) 0.0678(7) Uani 1 1 d . . . . .
H15A H 1.4938 0.7138 0.2178 0.081 Uiso 1 1 calc R U . . .
H15B H 1.3833 0.7631 0.2436 0.081 Uiso 1 1 calc R U . . .
C16 C 1.4489(2) 0.6224(3) 0.28874(11) 0.0795(8) Uani 1 1 d . . . . .
H16A H 1.4865 0.6743 0.3161 0.095 Uiso 1 1 calc R U . . .
H16B H 1.4983 0.5561 0.2809 0.095 Uiso 1 1 calc R U . . .
C17 C 1.3416(2) 0.5755(3) 0.31327(10) 0.0775(8) Uani 1 1 d . . . . .
H17A H 1.3592 0.5262 0.3461 0.093 Uiso 1 1 calc R U . . .
H17B H 1.2963 0.6421 0.3255 0.093 Uiso 1 1 calc R U . . .
C18 C 1.27662(17) 0.5032(2) 0.27000(11) 0.0651(7) Uani 1 1 d . . . . .
H18A H 1.3191 0.4326 0.2602 0.078 Uiso 1 1 calc R U . . .
H18B H 1.2066 0.4772 0.2858 0.078 Uiso 1 1 calc R U . . .
C19 C 0.93607(18) 0.6744(2) 0.31502(8) 0.0527(6) Uani 1 1 d . . . . .
H19 H 0.8577 0.6918 0.3228 0.063 Uiso 1 1 calc R U . . .
C20 C 0.9998(2) 0.7930(2) 0.31584(12) 0.0831(8) Uani 1 1 d . . . . .
H20A H 0.9871 0.8338 0.3509 0.125 Uiso 1 1 calc R U . . .
H20B H 0.9739 0.8418 0.2847 0.125 Uiso 1 1 calc R U . . .
H20C H 1.0783 0.7778 0.3125 0.125 Uiso 1 1 calc R U . . .
C21 C 0.9806(2) 0.5908(3) 0.36146(9) 0.0816(8) Uani 1 1 d . . . . .
H21A H 1.0548 0.5654 0.3527 0.122 Uiso 1 1 calc R U . . .
H21B H 0.9326 0.5224 0.3638 0.122 Uiso 1 1 calc R U . . .
H21C H 0.9824 0.6322 0.3971 0.122 Uiso 1 1 calc R U . . .
C22 C 0.86359(17) 0.47132(19) 0.24490(9) 0.0523(5) Uani 1 1 d . . . . .
H22 H 0.8977 0.4191 0.2739 0.063 Uiso 1 1 calc R U . . .
C23 C 0.8721(2) 0.4092(2) 0.18807(12) 0.0831(8) Uani 1 1 d . . . . .
H23A H 0.8388 0.3313 0.1901 0.125 Uiso 1 1 calc R U . . .
H23B H 0.9493 0.4015 0.1787 0.125 Uiso 1 1 calc R U . . .
H23C H 0.8335 0.4555 0.1594 0.125 Uiso 1 1 calc R U . . .
C24 C 0.74232(18) 0.4923(2) 0.26025(13) 0.0904(10) Uani 1 1 d . . . . .
H24A H 0.7068 0.5427 0.2322 0.136 Uiso 1 1 calc R U . . .
H24B H 0.7399 0.5304 0.2967 0.136 Uiso 1 1 calc R U . . .
H24C H 0.7038 0.4172 0.2616 0.136 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
Zn1 O1 1.9524(12) . ?
Zn1 O2 1.9631(13) . ?
Zn1 S1 2.2942(6) . ?
Zn1 S2 2.3012(6) . ?
S1 C1 1.7530(19) . ?
S2 C13 1.7444(19) . ?
P1 O1 1.5148(12) . ?
P1 N1 1.5996(16) . ?
P1 C7 1.808(2) . ?
P1 C10 1.813(2) . ?
P2 O2 1.5165(13) . ?
P2 N3 1.5997(16) . ?
P2 C19 1.805(2) . ?
P2 C22 1.808(2) . ?
N1 C1 1.304(2) . ?
N2 C1 1.350(2) . ?
N2 C6 1.458(2) . ?
N2 C2 1.461(2) . ?
N3 C13 1.304(2) . ?
N4 C13 1.353(2) . ?
N4 C18 1.457(3) . ?
N4 C14 1.459(2) . ?
C2 C3 1.503(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.523(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.518(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.510(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.523(3) . ?
C7 C9 1.524(3) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.521(3) . ?
C10 C12 1.525(3) . ?
C10 H10 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C14 C15 1.511(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.507(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.516(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.503(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C21 1.526(3) . ?
C19 C20 1.530(3) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.516(3) . ?
C22 C24 1.523(3) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
O1 Zn1 O2 104.61(6) . . ?
O1 Zn1 S1 104.68(4) . . ?
O2 Zn1 S1 116.22(4) . . ?
O1 Zn1 S2 117.64(4) . . ?
O2 Zn1 S2 103.33(4) . . ?
S1 Zn1 S2 110.72(2) . . ?
C1 S1 Zn1 107.15(7) . . ?
C13 S2 Zn1 106.54(6) . . ?
O1 P1 N1 119.44(8) . . ?
O1 P1 C7 107.55(9) . . ?
N1 P1 C7 105.39(9) . . ?
O1 P1 C10 108.95(9) . . ?
N1 P1 C10 106.28(9) . . ?
C7 P1 C10 108.84(10) . . ?
O2 P2 N3 119.50(8) . . ?
O2 P2 C19 107.57(9) . . ?
N3 P2 C19 106.05(10) . . ?
O2 P2 C22 109.37(9) . . ?
N3 P2 C22 105.60(10) . . ?
C19 P2 C22 108.30(10) . . ?
P1 O1 Zn1 123.00(8) . . ?
P2 O2 Zn1 122.25(7) . . ?
C1 N1 P1 134.55(14) . . ?
C1 N2 C6 121.63(17) . . ?
C1 N2 C2 125.77(17) . . ?
C6 N2 C2 111.88(16) . . ?
C13 N3 P2 135.48(14) . . ?
C13 N4 C18 121.65(16) . . ?
C13 N4 C14 124.90(17) . . ?
C18 N4 C14 112.51(15) . . ?
N1 C1 N2 117.53(16) . . ?
N1 C1 S1 127.17(14) . . ?
N2 C1 S1 115.29(14) . . ?
N2 C2 C3 110.49(18) . . ?
N2 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C4 110.6(2) . . ?
C2 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C3 110.8(2) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 110.9(2) . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?
N2 C6 C5 109.62(18) . . ?
N2 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
N2 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C9 111.1(2) . . ?
C8 C7 P1 109.77(15) . . ?
C9 C7 P1 113.46(16) . . ?
C8 C7 H7 107.4 . . ?
C9 C7 H7 107.4 . . ?
P1 C7 H7 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 111.5(2) . . ?
C11 C10 P1 112.35(16) . . ?
C12 C10 P1 108.84(16) . . ?
C11 C10 H10 108.0 . . ?
C12 C10 H10 108.0 . . ?
P1 C10 H10 108.0 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C13 N4 116.85(17) . . ?
N3 C13 S2 126.71(14) . . ?
N4 C13 S2 116.40(14) . . ?
N4 C14 C15 110.33(18) . . ?
N4 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
N4 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C14 111.0(2) . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C17 110.4(2) . . ?
C15 C16 H16A 109.6 . . ?
C17 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
C17 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 C16 110.8(2) . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
N4 C18 C17 110.22(19) . . ?
N4 C18 H18A 109.6 . . ?
C17 C18 H18A 109.6 . . ?
N4 C18 H18B 109.6 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C21 C19 C20 111.0(2) . . ?
C21 C19 P2 113.20(16) . . ?
C20 C19 P2 109.20(16) . . ?
C21 C19 H19 107.7 . . ?
C20 C19 H19 107.7 . . ?
P2 C19 H19 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C24 111.6(2) . . ?
C23 C22 P2 110.36(17) . . ?
C24 C22 P2 110.98(16) . . ?
C23 C22 H22 107.9 . . ?
C24 C22 H22 107.9 . . ?
P2 C22 H22 107.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_compound-9
_database_code_depnum_ccdc_archive 'CCDC 1951790'
loop_
_audit_author_name
_audit_author_address
'Simon Hernandez-Ortega'
;UNIVERSIDAD NACIONAL AUTONOMA DE MEXICO
Mexico
;
_audit_update_record             
;
2019-09-05 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H48 Cd N4 O2 P2 S2'
_chemical_formula_sum            'C24 H48 Cd N4 O2 P2 S2'
_chemical_formula_weight         663.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

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                   11.9249(2)
_cell_length_b                   11.0983(2)
_cell_length_c                   24.2600(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.3960(10)
_cell_angle_gamma                90
_cell_volume                     3210.64(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8405
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      25.34

_exptl_crystal_description       Prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.299
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    0.936
_shelx_estimated_absorpt_T_min   0.767
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.8267
_exptl_absorpt_correction_T_max  0.9152
_exptl_absorpt_process_details   'SHELXTL (Sheldrick, 2013)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.83
_diffrn_reflns_number            15124
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.679
_diffrn_reflns_theta_max         25.344
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5884
_reflns_number_gt                4235
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX3 v2016.1 (Bruker, 2014)'
_computing_cell_refinement       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2014)'
_computing_structure_solution    'SHELXS-2014 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Ortep-3 Ver 2.02 L.J. Farrugia (1997) J. Appl. Cryst. 30, 565'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0269P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5884
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0597
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.949
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cd1 Cd 0.54073(2) 0.24528(2) 0.12877(2) 0.04735(8) Uani 1 1 d . . . . .
P1 P 0.55695(5) 0.10469(7) 0.24552(3) 0.04499(19) Uani 1 1 d . . . . .
S1 S 0.34377(6) 0.19541(8) 0.14766(3) 0.0618(2) Uani 1 1 d . . . . .
O1 O 0.61401(13) 0.19428(17) 0.20809(7) 0.0520(5) Uani 1 1 d . . . . .
N1 N 0.42797(17) 0.0709(2) 0.23587(10) 0.0622(7) Uani 1 1 d . . . . .
N2 N 0.24064(17) 0.0635(2) 0.22133(10) 0.0604(7) Uani 1 1 d . . . . .
C1 C 0.3425(2) 0.1047(2) 0.20661(10) 0.0432(7) Uani 1 1 d . . . . .
C2 C 0.1341(2) 0.0993(3) 0.19668(12) 0.0602(8) Uani 1 1 d . . . . .
H2A H 0.0924 0.0281 0.1857 0.072 Uiso 1 1 calc R U . . .
H2B H 0.1477 0.1472 0.1640 0.072 Uiso 1 1 calc R U . . .
C3 C 0.0663(2) 0.1714(3) 0.23710(14) 0.0769(10) Uani 1 1 d . . . . .
H3A H -0.0064 0.1896 0.2210 0.092 Uiso 1 1 calc R U . . .
H3B H 0.1042 0.2470 0.2447 0.092 Uiso 1 1 calc R U . . .
C4 C 0.0506(3) 0.1030(4) 0.29056(14) 0.0883(12) Uani 1 1 d . . . . .
H4A H 0.0137 0.1544 0.3172 0.106 Uiso 1 1 calc R U . . .
H4B H 0.0031 0.0334 0.2840 0.106 Uiso 1 1 calc R U . . .
C5 C 0.1621(3) 0.0626(4) 0.31328(14) 0.0924(13) Uani 1 1 d . . . . .
H5A H 0.1503 0.0133 0.3458 0.111 Uiso 1 1 calc R U . . .
H5B H 0.2058 0.1324 0.3242 0.111 Uiso 1 1 calc R U . . .
C6 C 0.2256(2) -0.0088(3) 0.27095(15) 0.0799(12) Uani 1 1 d . . . . .
H6A H 0.2982 -0.0318 0.2858 0.096 Uiso 1 1 calc R U . . .
H6B H 0.1845 -0.0816 0.2619 0.096 Uiso 1 1 calc R U . . .
C7 C 0.5662(2) 0.1627(3) 0.31505(11) 0.0586(8) Uani 1 1 d . . . . .
H7 H 0.6457 0.1765 0.3234 0.070 Uiso 1 1 calc R U . . .
C8 C 0.5068(3) 0.2836(3) 0.31839(16) 0.1009(14) Uani 1 1 d . . . . .
H8A H 0.4272 0.2713 0.3160 0.151 Uiso 1 1 calc R U . . .
H8B H 0.5306 0.3339 0.2885 0.151 Uiso 1 1 calc R U . . .
H8C H 0.5250 0.3217 0.3528 0.151 Uiso 1 1 calc R U . . .
C9 C 0.5205(3) 0.0759(3) 0.35884(13) 0.0904(11) Uani 1 1 d . . . . .
H9A H 0.5278 0.1120 0.3946 0.136 Uiso 1 1 calc R U . . .
H9B H 0.5623 0.0020 0.3579 0.136 Uiso 1 1 calc R U . . .
H9C H 0.4428 0.0595 0.3513 0.136 Uiso 1 1 calc R U . . .
C10 C 0.6313(2) -0.0364(3) 0.24331(13) 0.0579(8) Uani 1 1 d . . . . .
H10 H 0.5970 -0.0908 0.2702 0.070 Uiso 1 1 calc R U . . .
C11 C 0.7542(2) -0.0200(3) 0.25941(15) 0.0943(13) Uani 1 1 d . . . . .
H11A H 0.7919 -0.0963 0.2578 0.141 Uiso 1 1 calc R U . . .
H11B H 0.7590 0.0115 0.2962 0.141 Uiso 1 1 calc R U . . .
H11C H 0.7890 0.0353 0.2344 0.141 Uiso 1 1 calc R U . . .
C12 C 0.6196(3) -0.0941(3) 0.18662(15) 0.0950(12) Uani 1 1 d . . . . .
H12A H 0.6540 -0.0432 0.1596 0.143 Uiso 1 1 calc R U . . .
H12B H 0.5416 -0.1042 0.1778 0.143 Uiso 1 1 calc R U . . .
H12C H 0.6559 -0.1713 0.1868 0.143 Uiso 1 1 calc R U . . .
S2 S 0.58653(7) 0.44726(7) 0.09454(3) 0.0679(3) Uani 1 1 d . . . . .
P2 P 0.71234(6) 0.19200(6) 0.02913(3) 0.04089(18) Uani 1 1 d . . . . .
O2 O 0.63337(14) 0.13637(15) 0.07036(7) 0.0513(5) Uani 1 1 d . . . . .
N3 N 0.69739(18) 0.32937(19) 0.01124(8) 0.0470(6) Uani 1 1 d . . . . .
N4 N 0.67827(19) 0.5331(2) 0.00462(9) 0.0538(6) Uani 1 1 d . . . . .
C13 C 0.6599(2) 0.4291(2) 0.03248(10) 0.0424(6) Uani 1 1 d . . . . .
C14 C 0.6411(2) 0.6527(2) 0.02123(13) 0.0608(8) Uani 1 1 d . . . . .
H14A H 0.5888 0.6455 0.0515 0.073 Uiso 1 1 calc R U . . .
H14B H 0.6022 0.6911 -0.0093 0.073 Uiso 1 1 calc R U . . .
C15 C 0.7379(3) 0.7287(3) 0.03860(14) 0.0697(9) Uani 1 1 d . . . . .
H15A H 0.7715 0.6953 0.0718 0.084 Uiso 1 1 calc R U . . .
H15B H 0.7117 0.8094 0.0470 0.084 Uiso 1 1 calc R U . . .
C16 C 0.8258(3) 0.7350(3) -0.00674(16) 0.0850(12) Uani 1 1 d . . . . .
H16A H 0.7966 0.7813 -0.0376 0.102 Uiso 1 1 calc R U . . .
H16B H 0.8923 0.7757 0.0072 0.102 Uiso 1 1 calc R U . . .
C17 C 0.8568(3) 0.6097(3) -0.02612(15) 0.0844(11) Uani 1 1 d . . . . .
H17A H 0.9058 0.6157 -0.0577 0.101 Uiso 1 1 calc R U . . .
H17B H 0.8975 0.5683 0.0030 0.101 Uiso 1 1 calc R U . . .
C18 C 0.7551(3) 0.5380(3) -0.04154(12) 0.0667(9) Uani 1 1 d . . . . .
H18A H 0.7181 0.5748 -0.0730 0.080 Uiso 1 1 calc R U . . .
H18B H 0.7772 0.4569 -0.0518 0.080 Uiso 1 1 calc R U . . .
C19 C 0.7003(2) 0.1072(3) -0.03420(11) 0.0538(8) Uani 1 1 d . . . . .
H19 H 0.7116 0.0221 -0.0249 0.065 Uiso 1 1 calc R U . . .
C20 C 0.5824(3) 0.1191(3) -0.05774(14) 0.0933(12) Uani 1 1 d . . . . .
H20A H 0.5702 0.2007 -0.0695 0.140 Uiso 1 1 calc R U . . .
H20B H 0.5289 0.0985 -0.0299 0.140 Uiso 1 1 calc R U . . .
H20C H 0.5738 0.0658 -0.0886 0.140 Uiso 1 1 calc R U . . .
C21 C 0.7883(3) 0.1405(3) -0.07714(13) 0.0878(12) Uani 1 1 d . . . . .
H21A H 0.7784 0.0911 -0.1093 0.132 Uiso 1 1 calc R U . . .
H21B H 0.8619 0.1276 -0.0620 0.132 Uiso 1 1 calc R U . . .
H21C H 0.7799 0.2238 -0.0871 0.132 Uiso 1 1 calc R U . . .
C22 C 0.8546(2) 0.1778(3) 0.05504(13) 0.0574(8) Uani 1 1 d . . . . .
H22 H 0.9051 0.2113 0.0272 0.069 Uiso 1 1 calc R U . . .
C23 C 0.8678(3) 0.2527(3) 0.10737(16) 0.0873(12) Uani 1 1 d . . . . .
H23A H 0.8224 0.2188 0.1360 0.131 Uiso 1 1 calc R U . . .
H23B H 0.8443 0.3339 0.1002 0.131 Uiso 1 1 calc R U . . .
H23C H 0.9450 0.2524 0.1189 0.131 Uiso 1 1 calc R U . . .
C24 C 0.8883(3) 0.0473(3) 0.06492(16) 0.0903(12) Uani 1 1 d . . . . .
H24A H 0.9645 0.0442 0.0778 0.136 Uiso 1 1 calc R U . . .
H24B H 0.8817 0.0030 0.0311 0.136 Uiso 1 1 calc R U . . .
H24C H 0.8399 0.0124 0.0921 0.136 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
Cd1 O2 2.1705(16) . ?
Cd1 O1 2.1826(17) . ?
Cd1 S2 2.4534(8) . ?
Cd1 S1 2.4592(7) . ?
P1 O1 1.5114(18) . ?
P1 N1 1.599(2) . ?
P1 C10 1.801(3) . ?
P1 C7 1.808(3) . ?
S1 C1 1.749(3) . ?
N1 C1 1.294(3) . ?
N2 C1 1.348(3) . ?
N2 C2 1.456(3) . ?
N2 C6 1.459(4) . ?
C2 C3 1.505(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.516(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.504(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.505(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.520(4) . ?
C7 C9 1.537(4) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C12 1.522(4) . ?
C10 C11 1.525(3) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
S2 C13 1.758(3) . ?
P2 O2 1.5104(16) . ?
P2 N3 1.595(2) . ?
P2 C19 1.807(3) . ?
P2 C22 1.812(3) . ?
N3 C13 1.301(3) . ?
N4 C13 1.356(3) . ?
N4 C18 1.453(3) . ?
N4 C14 1.457(3) . ?
C14 C15 1.489(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.527(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.515(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.496(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.519(4) . ?
C19 C21 1.530(3) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C24 1.522(4) . ?
C22 C23 1.524(4) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
O2 Cd1 O1 103.22(7) . . ?
O2 Cd1 S2 99.92(5) . . ?
O1 Cd1 S2 116.53(5) . . ?
O2 Cd1 S1 119.17(5) . . ?
O1 Cd1 S1 98.88(5) . . ?
S2 Cd1 S1 118.94(3) . . ?
O1 P1 N1 120.20(11) . . ?
O1 P1 C10 109.30(12) . . ?
N1 P1 C10 105.36(13) . . ?
O1 P1 C7 107.54(12) . . ?
N1 P1 C7 105.82(13) . . ?
C10 P1 C7 108.09(14) . . ?
C1 S1 Cd1 107.19(9) . . ?
P1 O1 Cd1 121.41(10) . . ?
C1 N1 P1 140.0(2) . . ?
C1 N2 C2 125.7(2) . . ?
C1 N2 C6 121.4(2) . . ?
C2 N2 C6 112.1(2) . . ?
N1 C1 N2 117.7(2) . . ?
N1 C1 S1 127.18(19) . . ?
N2 C1 S1 115.13(19) . . ?
N2 C2 C3 110.4(3) . . ?
N2 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C4 111.2(3) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 110.4(3) . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C6 110.8(3) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
N2 C6 C5 109.8(3) . . ?
N2 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
N2 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C9 110.4(3) . . ?
C8 C7 P1 109.8(2) . . ?
C9 C7 P1 113.7(2) . . ?
C8 C7 H7 107.6 . . ?
C9 C7 H7 107.6 . . ?
P1 C7 H7 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C10 C11 111.3(3) . . ?
C12 C10 P1 110.5(2) . . ?
C11 C10 P1 111.1(2) . . ?
C12 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
P1 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 S2 Cd1 107.35(9) . . ?
O2 P2 N3 120.13(10) . . ?
O2 P2 C19 107.68(12) . . ?
N3 P2 C19 104.99(13) . . ?
O2 P2 C22 108.74(12) . . ?
N3 P2 C22 106.26(13) . . ?
C19 P2 C22 108.58(13) . . ?
P2 O2 Cd1 121.81(10) . . ?
C13 N3 P2 138.01(19) . . ?
C13 N4 C18 121.4(2) . . ?
C13 N4 C14 125.9(2) . . ?
C18 N4 C14 112.0(2) . . ?
N3 C13 N4 118.0(2) . . ?
N3 C13 S2 127.7(2) . . ?
N4 C13 S2 114.4(2) . . ?
N4 C14 C15 111.0(2) . . ?
N4 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
N4 C14 H14B 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 C16 110.9(3) . . ?
C14 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 110.6(3) . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 C16 111.5(3) . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
N4 C18 C17 110.0(3) . . ?
N4 C18 H18A 109.7 . . ?
C17 C18 H18A 109.7 . . ?
N4 C18 H18B 109.7 . . ?
C17 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C20 C19 C21 111.1(3) . . ?
C20 C19 P2 110.02(19) . . ?
C21 C19 P2 113.7(2) . . ?
C20 C19 H19 107.2 . . ?
C21 C19 H19 107.2 . . ?
P2 C19 H19 107.2 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C22 C23 111.2(3) . . ?
C24 C22 P2 112.5(2) . . ?
C23 C22 P2 109.4(2) . . ?
C24 C22 H22 107.8 . . ?
C23 C22 H22 107.8 . . ?
P2 C22 H22 107.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.416
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.061


# start Validation Reply Form
_vrf_PLAT230_compound-9          
;
PROBLEM: Hirshfeld Test Diff for N3 --C13 . 8.0 s.u.
RESPONSE: ...The N atom is attached to different atoms.
;
# end Validation Reply Form

