# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_a13344
_database_code_depnum_ccdc_archive 'CCDC 1420690'
_audit_update_record             
;
2015-08-26 deposited with the CCDC.
2015-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H28 Ni P2 S4'
_chemical_formula_sum            'C36 H28 Ni P2 S4'
_chemical_formula_weight         709.47

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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.1450(7)
_cell_length_b                   16.9903(10)
_cell_length_c                   17.4117(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3297.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7289
_exptl_absorpt_correction_T_max  0.9013
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16125
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.06
_reflns_number_total             2920
_reflns_number_gt                2134
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0449P)²+2.5423P] 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         2920
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7666(3) 0.09818(16) 0.48915(16) 0.0285(7) Uani 1 1 d . . .
C2 C 0.7353(3) 0.16146(18) 0.53749(17) 0.0367(8) Uani 1 1 d . . .
C3 C 0.7888(3) 0.23382(18) 0.5265(2) 0.0476(9) Uani 1 1 d . . .
H3 H 0.7690 0.2764 0.5596 0.057 Uiso 1 1 calc R . .
C4 C 0.8702(3) 0.2451(2) 0.4683(2) 0.0527(10) Uani 1 1 d . . .
H4 H 0.9062 0.2953 0.4615 0.063 Uiso 1 1 calc R . .
C5 C 0.9000(3) 0.18410(19) 0.4198(2) 0.0450(9) Uani 1 1 d . . .
H5 H 0.9560 0.1922 0.3795 0.054 Uiso 1 1 calc R . .
C6 C 0.8482(3) 0.11119(18) 0.43014(18) 0.0352(7) Uani 1 1 d . . .
H6 H 0.8685 0.0693 0.3964 0.042 Uiso 1 1 calc R . .
C7 C 0.3441(3) 0.07891(17) 0.36903(15) 0.0286(7) Uani 1 1 d . . .
C8 C 0.3149(3) 0.11637(19) 0.30027(17) 0.0380(8) Uani 1 1 d . . .
H8 H 0.3720 0.1490 0.2753 0.046 Uiso 1 1 calc R . .
C9 C 0.2018(3) 0.1056(2) 0.26858(18) 0.0438(9) Uani 1 1 d . . .
H9 H 0.1819 0.1314 0.2219 0.053 Uiso 1 1 calc R . .
C10 C 0.1178(3) 0.05803(19) 0.30380(18) 0.0407(8) Uani 1 1 d . . .
H10 H 0.0417 0.0497 0.2806 0.049 Uiso 1 1 calc R . .
C11 C 0.1452(3) 0.02279(18) 0.37278(17) 0.0364(8) Uani 1 1 d . . .
H11 H 0.0873 -0.0093 0.3978 0.044 Uiso 1 1 calc R . .
C12 C 0.2573(3) 0.03406(16) 0.40597(15) 0.0279(7) Uani 1 1 d . . .
C13 C 0.7618(3) -0.06168(16) 0.43113(16) 0.0283(7) Uani 1 1 d . . .
C14 C 0.7073(3) -0.0685(2) 0.35945(18) 0.0467(9) Uani 1 1 d . . .
H14 H 0.6381 -0.0382 0.3478 0.056 Uiso 1 1 calc R . .
C15 C 0.7541(4) -0.1195(2) 0.3053(2) 0.0658(12) Uani 1 1 d . . .
H15 H 0.7172 -0.1239 0.2563 0.079 Uiso 1 1 calc R . .
C16 C 0.8543(4) -0.1639(2) 0.3221(2) 0.0643(12) Uani 1 1 d . . .
H16 H 0.8860 -0.1989 0.2847 0.077 Uiso 1 1 calc R . .
C17 C 0.9083(3) -0.1579(2) 0.3924(2) 0.0523(10) Uani 1 1 d . . .
H17 H 0.9773 -0.1886 0.4037 0.063 Uiso 1 1 calc R . .
C18 C 0.8619(3) -0.10670(18) 0.44703(18) 0.0374(8) Uani 1 1 d . . .
H18 H 0.8994 -0.1026 0.4959 0.045 Uiso 1 1 calc R . .
P1 P 0.69456(7) 0.00335(4) 0.50193(4) 0.02513(19) Uani 1 1 d . . .
S1 S 0.63096(9) 0.15333(5) 0.61335(5) 0.0500(3) Uani 1 1 d . . .
H1' H 0.5610 0.1119 0.5756 0.060 Uiso 1 1 d R . .
S2 S 0.49121(7) 0.08659(5) 0.40776(4) 0.0318(2) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 0.5000 0.02485(16) Uani 1 2 d S . .


_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
C1 C6 1.390(4) . ?
C1 C2 1.409(4) . ?
C1 P1 1.814(3) . ?
C2 C3 1.380(4) . ?
C2 S1 1.765(3) . ?
C3 C4 1.373(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.389(4) . ?
C7 C8 1.394(4) . ?
C7 S2 1.778(3) . ?
C8 C9 1.388(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(4) . ?
C11 H11 0.9500 . ?
C12 P1 1.806(3) 5_656 ?
C13 C18 1.380(4) . ?
C13 C14 1.393(4) . ?
C13 P1 1.817(3) . ?
C14 C15 1.382(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.367(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
P1 C12 1.806(3) 5_656 ?
P1 Ni1 2.1694(8) . ?
S1 H1' 1.2393 . ?
S2 Ni1 2.1802(7) . ?
Ni1 P1 2.1694(8) 5_656 ?
Ni1 S2 2.1802(7) 5_656 ?

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
C6 C1 C2 118.8(3) . . ?
C6 C1 P1 121.4(2) . . ?
C2 C1 P1 119.6(2) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 S1 117.3(3) . . ?
C1 C2 S1 123.4(2) . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 120.9(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C12 C7 C8 119.1(3) . . ?
C12 C7 S2 120.4(2) . . ?
C8 C7 S2 120.5(2) . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.1(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 120.6(3) . . ?
C7 C12 P1 113.4(2) . 5_656 ?
C11 C12 P1 126.0(2) . 5_656 ?
C18 C13 C14 119.1(3) . . ?
C18 C13 P1 122.3(2) . . ?
C14 C13 P1 118.6(2) . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C13 C18 C17 120.7(3) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C12 P1 C1 106.85(13) 5_656 . ?
C12 P1 C13 105.41(13) 5_656 . ?
C1 P1 C13 105.90(13) . . ?
C12 P1 Ni1 107.53(10) 5_656 . ?
C1 P1 Ni1 117.65(10) . . ?
C13 P1 Ni1 112.70(10) . . ?
C2 S1 H1' 93.6 . . ?
C7 S2 Ni1 105.74(10) . . ?
P1 Ni1 P1 180.00(4) 5_656 . ?
P1 Ni1 S2 87.79(3) 5_656 . ?
P1 Ni1 S2 92.21(3) . . ?
P1 Ni1 S2 92.21(3) 5_656 5_656 ?
P1 Ni1 S2 87.79(3) . 5_656 ?
S2 Ni1 S2 180.0 . 5_656 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_ch13416
_database_code_depnum_ccdc_archive 'CCDC 1420691'
_audit_update_record             
;
2015-08-26 deposited with the CCDC.
2015-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H48 Cl2 N6 Ni O8 P2 S4'
_chemical_formula_sum            'C48 H48 Cl2 N6 Ni O8 P2 S4'
_chemical_formula_weight         1156.71

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5352(3)
_cell_length_b                   11.8573(5)
_cell_length_c                   13.0288(6)
_cell_angle_alpha                80.481(2)
_cell_angle_beta                 73.240(2)
_cell_angle_gamma                76.247(2)
_cell_volume                     1362.60(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             598
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7514
_exptl_absorpt_correction_T_max  0.9717
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8561
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_sigmaI/netI    0.0856
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.02
_reflns_number_total             4672
_reflns_number_gt                2917
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1288P)²+0.0000P] 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         4672
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.2237
_refine_ls_wR_factor_gt          0.1699
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.004

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4851(6) 0.7382(5) 0.8410(5) 0.0380(14) Uani 1 1 d . . .
C2 C 0.3375(6) 0.7182(5) 0.8720(5) 0.0393(14) Uani 1 1 d . . .
C3 C 0.2334(7) 0.7910(6) 0.8231(6) 0.0517(17) Uani 1 1 d . . .
H3 H 0.1348 0.7812 0.8445 0.062 Uiso 1 1 calc R . .
C4 C 0.2729(8) 0.8761(6) 0.7448(6) 0.0582(19) Uani 1 1 d . . .
H4 H 0.2014 0.9235 0.7124 0.070 Uiso 1 1 calc R . .
C5 C 0.4187(8) 0.8942(6) 0.7116(6) 0.0595(19) Uani 1 1 d . . .
H5 H 0.4446 0.9522 0.6565 0.071 Uiso 1 1 calc R . .
C6 C 0.5230(7) 0.8273(5) 0.7597(5) 0.0489(16) Uani 1 1 d . . .
H6 H 0.6201 0.8404 0.7386 0.059 Uiso 1 1 calc R . .
C7 C 0.6615(6) 0.7208(5) 0.9936(5) 0.0408(14) Uani 1 1 d . . .
C8 C 0.5651(7) 0.8212(6) 1.0297(6) 0.0571(18) Uani 1 1 d . . .
H8 H 0.4813 0.8517 1.0035 0.069 Uiso 1 1 calc R . .
C9 C 0.5935(9) 0.8775(7) 1.1064(7) 0.072(2) Uani 1 1 d . . .
H9 H 0.5279 0.9446 1.1318 0.086 Uiso 1 1 calc R . .
C10 C 0.7182(11) 0.8330(8) 1.1433(7) 0.078(2) Uani 1 1 d . . .
H10 H 0.7378 0.8707 1.1932 0.094 Uiso 1 1 calc R . .
C11 C 0.8131(9) 0.7350(7) 1.1080(7) 0.071(2) Uani 1 1 d . . .
H11 H 0.8968 0.7054 1.1346 0.085 Uiso 1 1 calc R . .
C12 C 0.7876(7) 0.6785(6) 1.0333(6) 0.0548(18) Uani 1 1 d . . .
H12 H 0.8547 0.6115 1.0089 0.066 Uiso 1 1 calc R . .
C13 C 0.7801(6) 0.5965(5) 0.8028(5) 0.0376(14) Uani 1 1 d . . .
C14 C 0.8976(7) 0.6552(6) 0.7765(6) 0.0506(17) Uani 1 1 d . . .
H14 H 0.8900 0.7185 0.8129 0.061 Uiso 1 1 calc R . .
C15 C 1.0256(7) 0.6206(7) 0.6970(6) 0.0585(19) Uani 1 1 d . . .
H15 H 1.1034 0.6606 0.6805 0.070 Uiso 1 1 calc R . .
C16 C 1.0392(7) 0.5280(7) 0.6421(6) 0.0597(19) Uani 1 1 d . . .
H16 H 1.1267 0.5046 0.5896 0.072 Uiso 1 1 calc R . .
C17 C 0.9227(7) 0.4692(6) 0.6649(6) 0.0537(18) Uani 1 1 d . . .
H17 H 0.9305 0.4069 0.6272 0.064 Uiso 1 1 calc R . .
C18 C 0.7950(6) 0.5043(5) 0.7443(5) 0.0388(14) Uani 1 1 d . . .
C19 C 0.5441(7) 0.4989(6) 0.6859(5) 0.0481(16) Uani 1 1 d . . .
C20 C 0.4033(7) 0.4576(7) 0.6976(6) 0.068(2) Uani 1 1 d . . .
H20A H 0.3966 0.3919 0.7516 0.102 Uiso 1 1 calc R . .
H20B H 0.4042 0.4348 0.6300 0.102 Uiso 1 1 calc R . .
H20C H 0.3188 0.5195 0.7186 0.102 Uiso 1 1 calc R . .
C21 C 0.2881(12) 0.7695(11) 0.4711(9) 0.096(3) Uani 1 1 d . . .
C22 C 0.262(5) 0.880(3) 0.408(3) 0.170(16) Uiso 0.53(4) 1 d P A 1
H22A H 0.3062 0.9346 0.4288 0.255 Uiso 0.53(4) 1 calc PR A 1
H22B H 0.1565 0.9095 0.4192 0.255 Uiso 0.53(4) 1 calc PR A 1
H22C H 0.3065 0.8704 0.3328 0.255 Uiso 0.53(4) 1 calc PR A 1
C22' C 0.151(4) 0.873(2) 0.467(3) 0.134(14) Uiso 0.47(4) 1 d P A 2
H22D H 0.0921 0.8540 0.4262 0.200 Uiso 0.47(4) 1 calc PR A 2
H22E H 0.1865 0.9426 0.4336 0.200 Uiso 0.47(4) 1 calc PR A 2
H22F H 0.0912 0.8843 0.5391 0.200 Uiso 0.47(4) 1 calc PR A 2
C23 C 0.1420(10) 0.9785(9) 0.1520(9) 0.089(3) Uani 1 1 d . . .
C24 C 0.1098(14) 0.8888(11) 0.1103(11) 0.158(6) Uani 1 1 d . . .
H24A H 0.1111 0.8204 0.1612 0.237 Uiso 1 1 calc R . .
H24B H 0.1835 0.8713 0.0440 0.237 Uiso 1 1 calc R . .
H24C H 0.0126 0.9134 0.0969 0.237 Uiso 1 1 calc R . .
N1 N 0.5747(6) 0.5870(5) 0.6175(5) 0.0585(15) Uani 1 1 d . . .
H1A H 0.5144 0.6216 0.5788 0.070 Uiso 1 1 calc R . .
H1B H 0.6555 0.6112 0.6104 0.070 Uiso 1 1 calc R . .
N2 N 0.3443(8) 0.6859(8) 0.5009(7) 0.094(3) Uani 1 1 d . A .
N3 N 0.1651(13) 1.0501(9) 0.1867(10) 0.153(4) Uani 1 1 d . . .
O1' O 0.811(4) 0.879(3) 0.520(3) 0.160(11) Uiso 0.30 1 d P B 3
O1 O 0.7097(14) 0.9087(11) 0.4848(10) 0.133(4) Uiso 0.70 1 d P B 4
O2 O 0.8159(7) 0.7107(6) 0.5218(6) 0.114(2) Uani 1 1 d . B .
O3 O 0.8941(8) 0.8148(7) 0.3565(6) 0.139(3) Uani 1 1 d . B .
O4 O 0.6350(16) 0.7929(13) 0.4306(11) 0.154(5) Uiso 0.70 1 d P B 3
O4' O 0.713(3) 0.720(2) 0.3982(19) 0.105(7) Uiso 0.30 1 d P B 4
P1 P 0.61128(15) 0.63861(13) 0.90890(13) 0.0354(4) Uani 1 1 d . . .
S1 S 0.28972(15) 0.60311(13) 0.97078(14) 0.0458(4) Uani 1 1 d . . .
S2 S 0.64754(18) 0.42581(14) 0.77168(14) 0.0493(5) Uani 1 1 d . . .
Cl1 Cl 0.7800(3) 0.80211(18) 0.44746(18) 0.0787(6) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.5000 1.0000 0.0347(3) Uani 1 2 d S . .


_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
C1 C6 1.400(8) . ?
C1 C2 1.414(8) . ?
C1 P1 1.794(6) . ?
C2 C3 1.383(8) . ?
C2 S1 1.762(6) . ?
C3 C4 1.349(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.353(9) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.378(9) . ?
C7 C12 1.396(8) . ?
C7 P1 1.812(6) . ?
C8 C9 1.406(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.368(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.347(11) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(10) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.391(8) . ?
C13 C14 1.389(8) . ?
C13 P1 1.820(6) . ?
C14 C15 1.380(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.367(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.386(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.379(8) . ?
C17 H17 0.9300 . ?
C18 S2 1.787(6) . ?
C19 N1 1.288(8) . ?
C19 C20 1.495(8) . ?
C19 S2 1.698(7) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N2 1.078(11) . ?
C21 C22 1.44(3) . ?
C21 C22' 1.57(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22' H22D 0.9600 . ?
C22' H22E 0.9600 . ?
C22' H22F 0.9600 . ?
C23 N3 1.117(12) . ?
C23 C24 1.401(14) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
O1' Cl1 1.54(3) . ?
O1 Cl1 1.377(12) . ?
O2 Cl1 1.377(6) . ?
O3 Cl1 1.373(7) . ?
O4 Cl1 1.492(14) . ?
O4' Cl1 1.59(2) . ?
P1 Ni1 2.1664(15) . ?
S1 Ni1 2.1865(14) . ?
Ni1 P1 2.1665(15) 2_667 ?
Ni1 S1 2.1865(14) 2_667 ?

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
C6 C1 C2 119.6(5) . . ?
C6 C1 P1 125.6(5) . . ?
C2 C1 P1 114.8(4) . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 S1 121.5(5) . . ?
C1 C2 S1 120.1(4) . . ?
C4 C3 C2 120.8(6) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 121.2(6) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 119.9(7) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 120.1(6) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C8 C7 C12 118.6(6) . . ?
C8 C7 P1 119.5(5) . . ?
C12 C7 P1 121.5(5) . . ?
C7 C8 C9 119.9(7) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 119.6(7) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 120.8(7) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.7(7) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C7 120.4(7) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C18 C13 C14 117.6(5) . . ?
C18 C13 P1 120.8(4) . . ?
C14 C13 P1 121.6(5) . . ?
C15 C14 C13 120.7(6) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.8(6) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.0(6) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 119.0(6) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C13 122.0(5) . . ?
C17 C18 S2 117.7(5) . . ?
C13 C18 S2 120.3(4) . . ?
N1 C19 C20 119.6(6) . . ?
N1 C19 S2 125.4(5) . . ?
C20 C19 S2 114.9(5) . . ?
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 . . ?
N2 C21 C22 161(2) . . ?
N2 C21 C22' 155.3(18) . . ?
C22 C21 C22' 43.9(14) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
C21 C22' H22D 109.5 . . ?
C21 C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21 C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
N3 C23 C24 178.7(13) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 N1 H1A 120.0 . . ?
C19 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 P1 C7 107.5(3) . . ?
C1 P1 C13 104.9(3) . . ?
C7 P1 C13 106.2(3) . . ?
C1 P1 Ni1 108.1(2) . . ?
C7 P1 Ni1 112.7(2) . . ?
C13 P1 Ni1 116.80(19) . . ?
C2 S1 Ni1 106.21(19) . . ?
C19 S2 C18 103.0(3) . . ?
O2 Cl1 O3 114.5(5) . . ?
O2 Cl1 O1 117.5(6) . . ?
O3 Cl1 O1 110.6(6) . . ?
O2 Cl1 O4 107.2(6) . . ?
O3 Cl1 O4 116.6(7) . . ?
O1 Cl1 O4 87.8(8) . . ?
O2 Cl1 O1' 85.1(13) . . ?
O3 Cl1 O1' 100.2(13) . . ?
O1 Cl1 O1' 45.7(12) . . ?
O4 Cl1 O1' 129.6(14) . . ?
O2 Cl1 O4' 89.4(9) . . ?
O3 Cl1 O4' 94.4(9) . . ?
O1 Cl1 O4' 127.7(11) . . ?
O4 Cl1 O4' 40.1(8) . . ?
O1' Cl1 O4' 165.4(14) . . ?
P1 Ni1 P1 180.000(1) . 2_667 ?
P1 Ni1 S1 88.97(5) . . ?
P1 Ni1 S1 91.03(6) 2_667 . ?
P1 Ni1 S1 91.03(6) . 2_667 ?
P1 Ni1 S1 88.97(5) 2_667 2_667 ?
S1 Ni1 S1 180.00(9) . 2_667 ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.168
####################################################################### 
# 
# 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_5411
_database_code_depnum_ccdc_archive 'CCDC 1420692'
_audit_update_record             
;
2015-08-26 deposited with the CCDC.
2015-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H47 Cl2 N8 Ni O9 P2 S4'
_chemical_formula_sum            'C52 H47 Cl2 N8 Ni O9 P2 S4'
_chemical_formula_weight         1247.77

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'
Ni Ni 0.3393 1.1124 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   29.5398(18)
_cell_length_b                   14.4527(9)
_cell_length_c                   14.8710(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.550(2)
_cell_angle_gamma                90.00
_cell_volume                     6342.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    27297
_cell_measurement_theta_min      2.037
_cell_measurement_theta_max      25.35

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow-green
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2572
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8735
_exptl_absorpt_correction_T_max  1.0445
_exptl_absorpt_process_details   
;
 ?
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21064
_diffrn_reflns_av_R_equivalents  0.1575
_diffrn_reflns_av_sigmaI/netI    0.1556
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.38
_reflns_number_total             5775
_reflns_number_gt                2889
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 19'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1594P)²+22.9023P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5775
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2123
_refine_ls_R_factor_gt           0.1098
_refine_ls_wR_factor_ref         0.3394
_refine_ls_wR_factor_gt          0.2648
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.006
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0702(3) 0.5470(7) 0.1690(6) 0.043(2) Uani 1 1 d . . .
C2 C 0.0327(4) 0.6008(9) 0.1392(9) 0.070(3) Uani 1 1 d . . .
H2 H 0.0052 0.5715 0.1254 0.084 Uiso 1 1 calc R . .
C3 C 0.0354(4) 0.6930(8) 0.1302(10) 0.079(4) Uani 1 1 d . . .
H3 H 0.0099 0.7275 0.1132 0.094 Uiso 1 1 calc R . .
C4 C 0.0770(4) 0.7359(8) 0.1467(8) 0.064(3) Uani 1 1 d . . .
H4 H 0.0796 0.7994 0.1381 0.077 Uiso 1 1 calc R . .
C5 C 0.1138(4) 0.6865(8) 0.1750(7) 0.054(3) Uani 1 1 d . . .
H5 H 0.1413 0.7162 0.1870 0.065 Uiso 1 1 calc R . .
C6 C 0.1104(3) 0.5936(7) 0.1858(6) 0.048(2) Uani 1 1 d . . .
H6 H 0.1360 0.5603 0.2051 0.058 Uiso 1 1 calc R . .
C7 C 0.0758(3) 0.3661(7) 0.0828(6) 0.042(2) Uani 1 1 d . . .
C8 C 0.0852(3) 0.4155(8) 0.0069(6) 0.050(3) Uani 1 1 d . . .
H8 H 0.0866 0.4797 0.0096 0.060 Uiso 1 1 calc R . .
C9 C 0.0924(4) 0.3709(9) -0.0735(7) 0.060(3) Uani 1 1 d . . .
H9 H 0.0999 0.4051 -0.1237 0.072 Uiso 1 1 calc R . .
C10 C 0.0887(4) 0.2753(9) -0.0797(8) 0.065(3) Uani 1 1 d . . .
H10 H 0.0928 0.2457 -0.1342 0.078 Uiso 1 1 calc R . .
C11 C 0.0789(4) 0.2252(9) -0.0054(8) 0.060(3) Uani 1 1 d . . .
H11 H 0.0766 0.1611 -0.0092 0.072 Uiso 1 1 calc R . .
C13 C 0.0723(3) 0.2691(8) 0.0754(6) 0.049(3) Uani 1 1 d . . .
C14 C 0.1016(4) 0.1648(7) 0.2244(8) 0.056(3) Uani 1 1 d . . .
C15 C 0.0943(4) 0.1214(8) 0.3138(9) 0.077(4) Uani 1 1 d . . .
H15A H 0.0625 0.1199 0.3242 0.115 Uiso 1 1 calc R . .
H15B H 0.1097 0.1570 0.3603 0.115 Uiso 1 1 calc R . .
H15C H 0.1061 0.0595 0.3145 0.115 Uiso 1 1 calc R . .
C16 C 0.1086(3) 0.3912(6) 0.2707(6) 0.043(2) Uani 1 1 d . . .
C17 C 0.1548(3) 0.3863(7) 0.2525(7) 0.048(2) Uani 1 1 d . . .
H17 H 0.1641 0.3985 0.1947 0.058 Uiso 1 1 calc R . .
C18 C 0.1860(3) 0.3639(7) 0.3188(7) 0.051(3) Uani 1 1 d . . .
H18 H 0.2165 0.3595 0.3063 0.062 Uiso 1 1 calc R . .
C19 C 0.1720(3) 0.3477(8) 0.4057(8) 0.061(3) Uani 1 1 d . . .
H19 H 0.1933 0.3326 0.4513 0.073 Uiso 1 1 calc R . .
C20 C 0.1264(3) 0.3539(7) 0.4246(7) 0.051(2) Uani 1 1 d . . .
H20 H 0.1173 0.3440 0.4829 0.061 Uiso 1 1 calc R . .
C21 C 0.0940(3) 0.3752(6) 0.3555(6) 0.037(2) Uani 1 1 d . . .
C22 C 0.2032(4) 0.3333(10) 0.0113(9) 0.067(3) Uani 1 1 d . . .
C23 C 0.2169(5) 0.4108(12) -0.0487(11) 0.105(5) Uani 1 1 d . . .
C24 C 0.1603(7) 0.0427(15) 0.5356(11) 0.112(6) Uani 1 1 d . . .
C25 C 0.1897(7) 0.1188(15) 0.5586(15) 0.145(8) Uani 1 1 d . . .
C26 C 0.3380(7) 0.3948(11) 0.2043(13) 0.099(5) Uani 1 1 d . . .
C27 C 0.2999(5) 0.3598(12) 0.1541(11) 0.105(5) Uani 1 1 d . . .
O5A O -0.0011(13) -0.046(3) 0.349(3) 0.102(12) Uiso 0.25 1 d P . .
N1 N 0.1414(3) 0.1747(6) 0.1969(7) 0.066(3) Uani 1 1 d . . .
H1A H 0.1643 0.1564 0.2297 0.079 Uiso 1 1 calc R . .
H1B H 0.1453 0.1997 0.1453 0.079 Uiso 1 1 calc R . .
N2 N 0.1925(4) 0.2757(9) 0.0541(8) 0.081(3) Uani 1 1 d . . .
N3 N 0.1378(12) -0.0186(19) 0.5181(15) 0.265(18) Uani 1 1 d . . .
N4 N 0.3687(6) 0.4189(12) 0.2481(13) 0.137(6) Uani 1 1 d . . .
P1 P 0.06373(7) 0.42310(18) 0.18956(16) 0.0410(7) Uani 1 1 d . . .
S1 S 0.03594(7) 0.37907(18) 0.37870(16) 0.0455(7) Uani 1 1 d . . .
S2 S 0.05321(9) 0.2051(2) 0.1697(2) 0.0575(8) Uani 1 1 d . . .
Ni1 Ni 0.0000 0.39654(12) 0.2500 0.0399(5) Uani 1 2 d S . .
Cl1 Cl 0.25436(10) 0.1191(2) 0.3252(2) 0.0746(9) Uani 1 1 d . . .
O1 O 0.2661(5) 0.1908(12) 0.3876(12) 0.186(7) Uani 1 1 d . . .
O2 O 0.2073(3) 0.1061(7) 0.3270(9) 0.117(4) Uani 1 1 d . . .
O3 O 0.2783(4) 0.0453(8) 0.3571(14) 0.191(8) Uani 1 1 d . . .
O4 O 0.2707(7) 0.1550(16) 0.2524(11) 0.226(9) Uani 1 1 d . . .
O5 O 0.0000 -0.067(3) 0.2500 0.178(16) Uiso 0.50 2 d SP . .


_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
C1 C6 1.379(13) . ?
C1 C2 1.408(14) . ?
C1 P1 1.827(10) . ?
C2 C3 1.343(16) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.351(15) . ?
C4 H4 0.9300 . ?
C5 C6 1.357(14) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.375(13) . ?
C7 C13 1.410(14) . ?
C7 P1 1.837(10) . ?
C8 C9 1.384(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(16) . ?
C9 H9 0.9300 . ?
C10 C11 1.362(16) . ?
C10 H10 0.9300 . ?
C11 C13 1.380(14) . ?
C11 H11 0.9300 . ?
C13 S2 1.792(10) . ?
C14 N1 1.268(13) . ?
C14 C15 1.494(16) . ?
C14 S2 1.716(11) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C21 1.372(13) . ?
C16 C17 1.405(12) . ?
C16 P1 1.812(9) . ?
C17 C18 1.358(13) . ?
C17 H17 0.9300 . ?
C18 C19 1.395(15) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(14) . ?
C19 H19 0.9300 . ?
C20 C21 1.405(13) . ?
C20 H20 0.9300 . ?
C21 S1 1.766(8) . ?
C22 N2 1.102(15) . ?
C22 C23 1.50(2) . ?
C24 N3 1.13(3) . ?
C24 C25 1.43(3) . ?
C26 N4 1.15(2) . ?
C26 C27 1.42(2) . ?
O5A O5 1.50(4) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
P1 Ni1 2.156(2) . ?
S1 Ni1 2.162(2) . ?
Ni1 P1 2.156(2) 2 ?
Ni1 S1 2.162(2) 2 ?
Cl1 O4 1.313(15) . ?
Cl1 O3 1.354(11) . ?
Cl1 O2 1.403(9) . ?
Cl1 O1 1.424(14) . ?
O5 O5A 1.50(4) 2 ?

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
C6 C1 C2 116.5(10) . . ?
C6 C1 P1 122.9(8) . . ?
C2 C1 P1 120.5(8) . . ?
C3 C2 C1 122.0(11) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 118.8(11) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 120.8(11) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.8(10) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 121.9(10) . . ?
C5 C6 H6 119.0 . . ?
C1 C6 H6 119.0 . . ?
C8 C7 C13 117.9(9) . . ?
C8 C7 P1 122.1(8) . . ?
C13 C7 P1 119.9(7) . . ?
C7 C8 C9 120.9(10) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C10 120.3(11) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 119.7(11) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C13 120.3(11) . . ?
C10 C11 H11 119.8 . . ?
C13 C11 H11 119.8 . . ?
C11 C13 C7 120.8(10) . . ?
C11 C13 S2 120.4(9) . . ?
C7 C13 S2 118.4(7) . . ?
N1 C14 C15 120.5(10) . . ?
N1 C14 S2 124.9(9) . . ?
C15 C14 S2 114.4(8) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 121.1(8) . . ?
C21 C16 P1 113.8(6) . . ?
C17 C16 P1 125.0(7) . . ?
C18 C17 C16 120.4(9) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.6(9) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 120.4(9) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 120.0(9) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C16 C21 C20 118.5(8) . . ?
C16 C21 S1 121.5(6) . . ?
C20 C21 S1 120.0(7) . . ?
N2 C22 C23 178.5(16) . . ?
N3 C24 C25 179(3) . . ?
N4 C26 C27 176.1(19) . . ?
C14 N1 H1A 120.0 . . ?
C14 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C16 P1 C1 106.4(4) . . ?
C16 P1 C7 107.3(4) . . ?
C1 P1 C7 105.6(4) . . ?
C16 P1 Ni1 107.7(3) . . ?
C1 P1 Ni1 110.1(3) . . ?
C7 P1 Ni1 119.1(3) . . ?
C21 S1 Ni1 105.9(3) . . ?
C14 S2 C13 105.1(5) . . ?
P1 Ni1 P1 159.49(17) 2 . ?
P1 Ni1 S1 89.22(9) 2 2 ?
P1 Ni1 S1 93.17(9) . 2 ?
P1 Ni1 S1 93.17(9) 2 . ?
P1 Ni1 S1 89.22(9) . . ?
S1 Ni1 S1 166.59(17) 2 . ?
O4 Cl1 O3 113.2(13) . . ?
O4 Cl1 O2 118.0(10) . . ?
O3 Cl1 O2 113.0(7) . . ?
O4 Cl1 O1 99.3(13) . . ?
O3 Cl1 O1 103.7(11) . . ?
O2 Cl1 O1 107.3(9) . . ?
O5A O5 O5A 157(5) 2 . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.38
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.961
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.176
####################################################################### 
# 
# 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_5509
_database_code_depnum_ccdc_archive 'CCDC 1420693'
_audit_update_record             
;
2015-08-26 deposited with the CCDC.
2015-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H21 Cl N O5 P S2'
_chemical_formula_sum            'C22 H21 Cl N O5 P S2'
_chemical_formula_weight         509.94

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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6493(3)
_cell_length_b                   10.7076(4)
_cell_length_c                   13.9856(6)
_cell_angle_alpha                109.381(2)
_cell_angle_beta                 90.385(2)
_cell_angle_gamma                105.756(2)
_cell_volume                     1169.24(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    18889
_cell_measurement_theta_min      2.037
_cell_measurement_theta_max      25.682

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    0.445
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7373
_exptl_absorpt_correction_T_max  1.0682
_exptl_absorpt_process_details   
;
 ?
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17425
_diffrn_reflns_av_R_equivalents  0.0878
_diffrn_reflns_av_sigmaI/netI    0.0714
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         25.66
_reflns_number_total             4409
_reflns_number_gt                3105
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 19'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1105P)²+0.7984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4409
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.1981
_refine_ls_wR_factor_gt          0.1600
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.88678(13) 0.28541(11) 0.19892(9) 0.0429(4) Uani 1 1 d . . .
S1 S 0.53957(16) 0.51124(12) 0.20266(10) 0.0477(4) Uani 1 1 d . . .
H1 H 0.6664 0.4836 0.1787 0.057 Uiso 1 1 d R . .
S2 S 0.10102(13) 0.77520(13) 0.20795(10) 0.0418(4) Uani 1 1 d . . .
P1 P 0.45223(12) 0.80299(10) 0.22986(8) 0.0253(3) Uani 1 1 d . . .
O1 O 0.2805(4) 0.7990(3) 0.4110(2) 0.0371(7) Uani 1 1 d . . .
O2 O 0.8357(5) 0.3433(5) 0.2949(3) 0.0783(13) Uani 1 1 d . . .
O3 O 0.8052(5) 0.1462(4) 0.1518(4) 0.0952(17) Uani 1 1 d . . .
O4 O 1.0578(4) 0.3110(3) 0.2055(3) 0.0495(9) Uani 1 1 d . . .
O5 O 0.8471(5) 0.3621(6) 0.1381(4) 0.0967(17) Uani 1 1 d . . .
N1' N 0.2209(4) 0.6036(4) 0.2744(3) 0.0327(8) Uani 1 1 d . . .
H1' H 0.1953 0.5046 0.2490 0.039 Uiso 1 1 d R . .
C1 C 0.5875(5) 0.7865(4) 0.3208(3) 0.0276(9) Uani 1 1 d . . .
C2 C 0.6371(5) 0.6661(4) 0.3045(3) 0.0330(10) Uani 1 1 d . . .
C3 C 0.7606(5) 0.6697(5) 0.3707(3) 0.0375(11) Uani 1 1 d . . .
H3 H 0.7936 0.5879 0.3598 0.045 Uiso 1 1 d R . .
C4 C 0.8326(6) 0.7887(5) 0.4510(3) 0.0395(11) Uani 1 1 d . . .
H4 H 0.9211 0.7900 0.4935 0.047 Uiso 1 1 d R . .
C5 C 0.7804(5) 0.9047(5) 0.4705(3) 0.0361(10) Uani 1 1 d . . .
H5 H 0.8311 0.9854 0.5285 0.043 Uiso 1 1 d R . .
C6 C 0.6588(5) 0.9039(4) 0.4069(3) 0.0295(9) Uani 1 1 d . . .
H6 H 0.6209 0.9840 0.4213 0.035 Uiso 1 1 d R . .
C7 C 0.5528(5) 0.8015(4) 0.1173(3) 0.0278(9) Uani 1 1 d . . .
C8 C 0.7085(5) 0.7899(4) 0.1108(3) 0.0333(10) Uani 1 1 d . . .
H8 H 0.7591 0.7710 0.1636 0.040 Uiso 1 1 d R . .
C9 C 0.7893(6) 0.8048(5) 0.0297(3) 0.0393(11) Uani 1 1 d . . .
H9 H 0.8978 0.7983 0.0259 0.047 Uiso 1 1 d R . .
C10 C 0.7156(6) 0.8299(5) -0.0477(3) 0.0397(11) Uani 1 1 d . . .
H10 H 0.7708 0.8390 -0.1054 0.048 Uiso 1 1 d R . .
C11 C 0.5595(6) 0.8408(5) -0.0421(3) 0.0369(10) Uani 1 1 d . . .
H11 H 0.5084 0.8581 -0.0956 0.044 Uiso 1 1 d R . .
C12 C 0.4781(5) 0.8280(4) 0.0403(3) 0.0327(10) Uani 1 1 d . . .
H12 H 0.3704 0.8365 0.0448 0.039 Uiso 1 1 d R . .
C13 C 0.3999(5) 0.9615(4) 0.2709(3) 0.0294(9) Uani 1 1 d . . .
C14 C 0.5097(6) 1.0941(4) 0.3031(3) 0.0341(10) Uani 1 1 d . . .
H14 H 0.6232 1.1041 0.3115 0.041 Uiso 1 1 d R . .
C15 C 0.4522(6) 1.2078(5) 0.3232(3) 0.0418(11) Uani 1 1 d . . .
H15 H 0.5266 1.2993 0.3471 0.050 Uiso 1 1 d R . .
C16 C 0.2868(7) 1.1891(5) 0.3093(4) 0.0453(12) Uani 1 1 d . . .
H16 H 0.2507 1.2700 0.3239 0.054 Uiso 1 1 d R . .
C17 C 0.1771(6) 1.0581(5) 0.2745(3) 0.0428(12) Uani 1 1 d . . .
H17 H 0.0633 1.0448 0.2631 0.051 Uiso 1 1 d R . .
C18 C 0.2345(5) 0.9430(5) 0.2559(3) 0.0323(10) Uani 1 1 d . . .
C19 C 0.2455(5) 0.6730(4) 0.2009(3) 0.0312(10) Uani 1 1 d . . .
C20 C 0.2142(6) 0.5649(5) 0.0938(3) 0.0384(11) Uani 1 1 d . . .
H20A H 0.1073 0.5025 0.0841 0.046 Uiso 1 1 d R . .
H20B H 0.2920 0.5141 0.0858 0.046 Uiso 1 1 d R . .
H20C H 0.2241 0.6100 0.0442 0.046 Uiso 1 1 d R . .
C21 C 0.2346(5) 0.6721(4) 0.3771(3) 0.0329(10) Uani 1 1 d . . .
C22 C 0.1963(7) 0.5838(5) 0.4417(4) 0.0483(13) Uani 1 1 d . . .
H22A H 0.1621 0.4882 0.3986 0.058 Uiso 1 1 d R . .
H22B H 0.1113 0.6051 0.4821 0.058 Uiso 1 1 d R . .
H22C H 0.2909 0.6007 0.4859 0.058 Uiso 1 1 d R . .


_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 O3 1.387(4) . ?
Cl1 O2 1.409(4) . ?
Cl1 O4 1.426(3) . ?
Cl1 O5 1.459(5) . ?
S1 C2 1.774(4) . ?
S1 H1 1.2321 . ?
S2 C18 1.753(5) . ?
S2 C19 1.855(4) . ?
P1 C13 1.786(4) . ?
P1 C7 1.801(4) . ?
P1 C1 1.804(4) . ?
P1 C19 1.888(4) . ?
O1 C21 1.227(5) . ?
N1' C21 1.366(5) . ?
N1' C19 1.441(5) . ?
N1' H1' 0.9594 . ?
C1 C6 1.406(6) . ?
C1 C2 1.416(6) . ?
C2 C3 1.393(6) . ?
C3 C4 1.373(6) . ?
C3 H3 0.9590 . ?
C4 C5 1.379(6) . ?
C4 H4 0.9602 . ?
C5 C6 1.369(6) . ?
C5 H5 0.9598 . ?
C6 H6 0.9602 . ?
C7 C8 1.387(6) . ?
C7 C12 1.396(6) . ?
C8 C9 1.368(6) . ?
C8 H8 0.9595 . ?
C9 C10 1.388(6) . ?
C9 H9 0.9602 . ?
C10 C11 1.387(7) . ?
C10 H10 0.9595 . ?
C11 C12 1.381(6) . ?
C11 H11 0.9600 . ?
C12 H12 0.9607 . ?
C13 C18 1.394(6) . ?
C13 C14 1.399(6) . ?
C14 C15 1.383(6) . ?
C14 H14 0.9602 . ?
C15 C16 1.392(7) . ?
C15 H15 0.9608 . ?
C16 C17 1.386(7) . ?
C16 H16 0.9592 . ?
C17 C18 1.399(6) . ?
C17 H17 0.9597 . ?
C19 C20 1.527(6) . ?
C20 H20A 0.9604 . ?
C20 H20B 0.9595 . ?
C20 H20C 0.9604 . ?
C21 C22 1.489(6) . ?
C22 H22A 0.9604 . ?
C22 H22B 0.9607 . ?
C22 H22C 0.9607 . ?

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
O3 Cl1 O2 112.7(3) . . ?
O3 Cl1 O4 112.3(3) . . ?
O2 Cl1 O4 111.3(2) . . ?
O3 Cl1 O5 108.7(4) . . ?
O2 Cl1 O5 104.5(3) . . ?
O4 Cl1 O5 106.9(2) . . ?
C2 S1 H1 94.0 . . ?
C18 S2 C19 99.88(19) . . ?
C13 P1 C7 105.24(19) . . ?
C13 P1 C1 114.63(19) . . ?
C7 P1 C1 108.19(19) . . ?
C13 P1 C19 100.82(19) . . ?
C7 P1 C19 112.86(18) . . ?
C1 P1 C19 114.69(18) . . ?
C21 N1' C19 123.2(4) . . ?
C21 N1' H1' 119.3 . . ?
C19 N1' H1' 117.5 . . ?
C6 C1 C2 118.6(4) . . ?
C6 C1 P1 117.9(3) . . ?
C2 C1 P1 123.2(3) . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 S1 120.4(3) . . ?
C1 C2 S1 120.3(3) . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 121.1(4) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 119.9(4) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 120.8(4) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.3 . . ?
C8 C7 C12 119.7(4) . . ?
C8 C7 P1 121.4(3) . . ?
C12 C7 P1 118.5(3) . . ?
C9 C8 C7 120.4(4) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 120.3(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 120.9 . . ?
C12 C11 C10 120.3(4) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 119.7(4) . . ?
C11 C12 H12 120.5 . . ?
C7 C12 H12 119.8 . . ?
C18 C13 C14 120.8(4) . . ?
C18 C13 P1 113.3(3) . . ?
C14 C13 P1 125.4(3) . . ?
C15 C14 C13 119.3(4) . . ?
C15 C14 H14 121.5 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C16 119.8(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 121.5(4) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 117.8 . . ?
C16 C17 C18 118.9(4) . . ?
C16 C17 H17 121.6 . . ?
C18 C17 H17 119.5 . . ?
C13 C18 C17 119.8(4) . . ?
C13 C18 S2 119.7(3) . . ?
C17 C18 S2 120.5(4) . . ?
N1' C19 C20 109.0(3) . . ?
N1' C19 S2 111.4(3) . . ?
C20 C19 S2 106.8(3) . . ?
N1' C19 P1 110.3(3) . . ?
C20 C19 P1 114.0(3) . . ?
S2 C19 P1 105.3(2) . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.1 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.6 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 N1' 119.8(4) . . ?
O1 C21 C22 124.1(4) . . ?
N1' C21 C22 116.1(4) . . ?
C21 C22 H22A 109.2 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 109.4 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.4 . . ?
H22B C22 H22C 109.4 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.66
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.810
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.142

####################################################################### 
# 
# 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_5741
_database_code_depnum_ccdc_archive 'CCDC 1420694'
_audit_update_record             
;
2015-08-26 deposited with the CCDC.
2015-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 Cl2 N O8 P S'
_chemical_formula_sum            'C20 H20 Cl2 N O8 P S'
_chemical_formula_weight         536.30

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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   12.0439(7)
_cell_length_b                   11.1901(7)
_cell_length_c                   17.4924(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.248(2)
_cell_angle_gamma                90.00
_cell_volume                     2303.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    25740
_cell_measurement_theta_min      2.037
_cell_measurement_theta_max      25.35

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    0.490
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8667
_exptl_absorpt_correction_T_max  0.9781
_exptl_absorpt_process_details   
;
 ?
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12792
_diffrn_reflns_av_R_equivalents  0.0784
_diffrn_reflns_av_sigmaI/netI    0.0867
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         25.36
_reflns_number_total             4161
_reflns_number_gt                2636
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 19'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0911P)²+0.9863P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    fixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4161
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1138
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1540
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.21814(11) 0.21494(12) 0.40190(8) 0.0506(4) Uani 1 1 d . . .
Cl2 Cl 0.62235(10) 0.12286(10) 0.13657(7) 0.0372(3) Uani 1 1 d . . .
S1 S 0.87984(11) 0.07932(10) 0.43181(8) 0.0453(4) Uani 1 1 d . . .
P1 P 0.71630(10) 0.26901(10) 0.43584(7) 0.0290(3) Uani 1 1 d . . .
O1 O 0.3143(5) 0.2814(8) 0.4359(13) 0.100(5) Uani 0.88(4) 1 d P A 1
O1A O 0.311(3) 0.301(3) 0.389(4) 0.037(15) Uiso 0.12(4) 1 d P A 2
O2 O 0.2504(4) 0.1025(3) 0.3776(3) 0.0776(13) Uani 1 1 d . A .
O3 O 0.1458(4) 0.2727(3) 0.3376(3) 0.0753(13) Uani 1 1 d . A .
O4 O 0.1521(4) 0.1936(5) 0.4606(3) 0.0982(17) Uani 1 1 d . A .
O5 O 0.5557(3) 0.2306(3) 0.11912(19) 0.0447(9) Uani 1 1 d . . .
O6 O 0.5942(3) 0.0457(3) 0.06805(19) 0.0496(9) Uani 1 1 d . . .
O7 O 0.7395(3) 0.1507(3) 0.1496(2) 0.0561(10) Uani 1 1 d . . .
O8 O 0.5990(4) 0.0641(3) 0.2028(2) 0.0684(12) Uani 1 1 d . . .
N1 N 0.9501(3) 0.3051(3) 0.4562(2) 0.0340(9) Uani 1 1 d . . .
H1A H 0.9413 0.3890 0.4453 0.041 Uiso 1 1 d R . .
H1B H 1.0209 0.2782 0.4453 0.041 Uiso 1 1 d R . .
H1C H 0.9498 0.2908 0.5102 0.041 Uiso 1 1 d R . .
C1 C 0.7472(4) 0.2935(4) 0.5387(3) 0.0305(10) Uani 1 1 d . . .
C2 C 0.7390(4) 0.1984(4) 0.5886(3) 0.0379(12) Uani 1 1 d . . .
H2 H 0.7125 0.1223 0.5668 0.045 Uiso 1 1 d R . .
C3 C 0.7683(4) 0.2143(5) 0.6683(3) 0.0444(13) Uani 1 1 d . . .
H3 H 0.7636 0.1483 0.7025 0.053 Uiso 1 1 d R . .
C4 C 0.8055(4) 0.3233(5) 0.6989(3) 0.0444(13) Uani 1 1 d . . .
H4 H 0.8240 0.3339 0.7547 0.053 Uiso 1 1 d R . .
C5 C 0.8159(4) 0.4187(4) 0.6508(3) 0.0441(13) Uani 1 1 d . . .
H5 H 0.8434 0.4943 0.6731 0.053 Uiso 1 1 d R . .
C6 C 0.7867(4) 0.4047(4) 0.5706(3) 0.0365(11) Uani 1 1 d . . .
H6 H 0.7923 0.4704 0.5364 0.044 Uiso 1 1 d R . .
C7 C 0.6290(4) 0.3836(4) 0.3826(3) 0.0335(11) Uani 1 1 d . . .
C8 C 0.5862(4) 0.4773(4) 0.4201(3) 0.0395(12) Uani 1 1 d . . .
H8 H 0.6093 0.4850 0.4759 0.047 Uiso 1 1 d R . .
C9 C 0.5117(4) 0.5571(5) 0.3772(3) 0.0481(14) Uani 1 1 d . . .
H9 H 0.4824 0.6213 0.4035 0.058 Uiso 1 1 d R . .
C10 C 0.4780(4) 0.5456(5) 0.2979(3) 0.0497(14) Uani 1 1 d . . .
H10 H 0.4275 0.6029 0.2678 0.060 Uiso 1 1 d R . .
C11 C 0.5182(4) 0.4529(5) 0.2598(3) 0.0470(13) Uani 1 1 d . . .
H11 H 0.4932 0.4459 0.2040 0.056 Uiso 1 1 d R . .
C12 C 0.5922(4) 0.3706(4) 0.3019(3) 0.0428(12) Uani 1 1 d . . .
H12 H 0.6190 0.3041 0.2763 0.051 Uiso 1 1 d R . .
C13 C 0.6547(4) 0.1267(4) 0.4103(3) 0.0322(11) Uani 1 1 d . . .
C14 C 0.5394(4) 0.1024(4) 0.3929(3) 0.0418(12) Uani 1 1 d . . .
H14 H 0.4869 0.1657 0.3964 0.050 Uiso 1 1 d R . .
C15 C 0.5049(5) -0.0124(5) 0.3724(3) 0.0510(14) Uani 1 1 d . . .
H15 H 0.4255 -0.0318 0.3586 0.061 Uiso 1 1 d R . .
C16 C 0.5850(5) -0.1009(5) 0.3701(3) 0.0564(16) Uani 1 1 d . . .
H16 H 0.5602 -0.1815 0.3576 0.068 Uiso 1 1 d R . .
C17 C 0.6996(5) -0.0765(4) 0.3866(3) 0.0492(14) Uani 1 1 d . . .
H17 H 0.7533 -0.1387 0.3835 0.059 Uiso 1 1 d R . .
C18 C 0.7346(4) 0.0394(4) 0.4068(3) 0.0389(12) Uani 1 1 d . . .
C19 C 0.8541(4) 0.2384(4) 0.4063(3) 0.0307(10) Uani 1 1 d . . .
C20 C 0.8505(4) 0.2604(4) 0.3205(3) 0.0410(12) Uani 1 1 d . . .
H20A H 0.8370 0.3436 0.3087 0.049 Uiso 1 1 d R . .
H20B H 0.7906 0.2137 0.2895 0.049 Uiso 1 1 d R . .
H20C H 0.9219 0.2374 0.3086 0.049 Uiso 1 1 d R . .


_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 O1 1.398(5) . ?
Cl1 O2 1.409(4) . ?
Cl1 O3 1.424(4) . ?
Cl1 O4 1.446(5) . ?
Cl1 O1A 1.53(3) . ?
Cl2 O8 1.411(4) . ?
Cl2 O7 1.416(4) . ?
Cl2 O5 1.445(3) . ?
Cl2 O6 1.458(3) . ?
S1 C18 1.768(5) . ?
S1 C19 1.845(4) . ?
P1 C13 1.773(4) . ?
P1 C1 1.780(5) . ?
P1 C7 1.790(4) . ?
P1 C19 1.872(5) . ?
N1 C19 1.493(5) . ?
N1 H1A 0.9601 . ?
N1 H1B 0.9601 . ?
N1 H1C 0.9600 . ?
C1 C2 1.393(6) . ?
C1 C6 1.404(6) . ?
C2 C3 1.375(7) . ?
C2 H2 0.9600 . ?
C3 C4 1.369(7) . ?
C3 H3 0.9601 . ?
C4 C5 1.382(7) . ?
C4 H4 0.9600 . ?
C5 C6 1.379(6) . ?
C5 H5 0.9600 . ?
C6 H6 0.9600 . ?
C7 C8 1.393(6) . ?
C7 C12 1.394(7) . ?
C8 C9 1.371(6) . ?
C8 H8 0.9600 . ?
C9 C10 1.367(7) . ?
C9 H9 0.9600 . ?
C10 C11 1.375(7) . ?
C10 H10 0.9600 . ?
C11 C12 1.380(7) . ?
C11 H11 0.9601 . ?
C12 H12 0.9599 . ?
C13 C18 1.382(6) . ?
C13 C14 1.385(6) . ?
C14 C15 1.374(7) . ?
C14 H14 0.9602 . ?
C15 C16 1.389(8) . ?
C15 H15 0.9600 . ?
C16 C17 1.377(8) . ?
C16 H16 0.9600 . ?
C17 C18 1.386(7) . ?
C17 H17 0.9600 . ?
C19 C20 1.513(6) . ?
C20 H20A 0.9601 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9601 . ?

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 Cl1 O2 110.3(4) . . ?
O1 Cl1 O3 114.0(8) . . ?
O2 Cl1 O3 109.2(3) . . ?
O1 Cl1 O4 108.5(9) . . ?
O2 Cl1 O4 107.1(3) . . ?
O3 Cl1 O4 107.5(3) . . ?
O1 Cl1 O1A 33.3(15) . . ?
O2 Cl1 O1A 105.1(12) . . ?
O3 Cl1 O1A 86(2) . . ?
O4 Cl1 O1A 137.8(19) . . ?
O8 Cl2 O7 109.6(2) . . ?
O8 Cl2 O5 111.4(2) . . ?
O7 Cl2 O5 109.9(2) . . ?
O8 Cl2 O6 110.3(2) . . ?
O7 Cl2 O6 108.2(2) . . ?
O5 Cl2 O6 107.39(19) . . ?
C18 S1 C19 94.4(2) . . ?
C13 P1 C1 112.3(2) . . ?
C13 P1 C7 110.1(2) . . ?
C1 P1 C7 112.9(2) . . ?
C13 P1 C19 96.5(2) . . ?
C1 P1 C19 107.5(2) . . ?
C7 P1 C19 116.4(2) . . ?
C19 N1 H1A 109.5 . . ?
C19 N1 H1B 109.7 . . ?
H1A N1 H1B 109.5 . . ?
C19 N1 H1C 109.2 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 C1 C6 119.4(4) . . ?
C2 C1 P1 119.2(3) . . ?
C6 C1 P1 121.3(3) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 119.6(5) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 119.8(4) . . ?
C5 C6 H6 120.7 . . ?
C1 C6 H6 119.5 . . ?
C8 C7 C12 119.1(4) . . ?
C8 C7 P1 121.9(4) . . ?
C12 C7 P1 118.5(3) . . ?
C9 C8 C7 119.8(5) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 120.9(5) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.3(5) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 119.0 . . ?
C10 C11 C12 119.9(5) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 121.0 . . ?
C11 C12 C7 120.1(5) . . ?
C11 C12 H12 120.8 . . ?
C7 C12 H12 119.1 . . ?
C18 C13 C14 121.8(4) . . ?
C18 C13 P1 112.9(4) . . ?
C14 C13 P1 125.3(4) . . ?
C15 C14 C13 118.3(5) . . ?
C15 C14 H14 122.6 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C16 120.0(5) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 121.6(5) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 118.5(5) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 121.4 . . ?
C13 C18 C17 119.7(5) . . ?
C13 C18 S1 118.2(3) . . ?
C17 C18 S1 122.1(4) . . ?
N1 C19 C20 110.7(4) . . ?
N1 C19 S1 105.7(3) . . ?
C20 C19 S1 111.4(3) . . ?
N1 C19 P1 111.7(3) . . ?
C20 C19 P1 113.9(3) . . ?
S1 C19 P1 102.9(2) . . ?
C19 C20 H20A 109.8 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.4 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.36
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.937
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.110

