# 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_yunl1
_database_code_depnum_ccdc_archive 'CCDC 1402341'
_audit_update_record             
;
2015-05-22 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C13 H18 N O P'
_chemical_formula_sum            'C13 H18 N O P'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         235.25

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_int_tables_number      33
_chemical_absolute_configuration ?

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'

_cell_length_a                   24.4349(11)
_cell_length_b                   8.1832(4)
_cell_length_c                   6.3091(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1261.54(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3166
_cell_measurement_theta_min      2.9900
_cell_measurement_theta_max      29.0305
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10549
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         29.09
_reflns_number_total             3010
_reflns_number_gt                2740
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0413P)²+0.0653P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(8)
_refine_ls_number_reflns         3010
_refine_ls_number_parameters     153
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0772
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
P P 0.336664(16) 0.71459(5) 0.22367(7) 0.02173(11) Uani 1 1 d . . .
H0A H 0.3351(8) 0.774(2) 0.417(4) 0.037(6) Uiso 1 1 d . . .
O O 0.31680(5) 0.54550(14) 0.1933(2) 0.0358(3) Uani 1 1 d . . .
N N 0.43595(6) 0.67214(17) 0.0005(2) 0.0197(3) Uani 1 1 d . . .
C1 C 0.49046(7) 0.71540(19) 0.0162(3) 0.0186(3) Uani 1 1 d . . .
C2 C 0.53445(7) 0.6685(2) -0.1116(3) 0.0238(4) Uani 1 1 d . . .
H2 H 0.5293 0.6017 -0.2332 0.029 Uiso 1 1 calc R . .
C3 C 0.58590(7) 0.7233(2) -0.0536(3) 0.0258(4) Uani 1 1 d . . .
H3 H 0.6168 0.6927 -0.1359 0.031 Uiso 1 1 calc R . .
C4 C 0.59314(7) 0.8233(2) 0.1244(3) 0.0271(4) Uani 1 1 d . . .
H4 H 0.6290 0.8595 0.1594 0.033 Uiso 1 1 calc R . .
C5 C 0.54990(6) 0.87055(19) 0.2500(3) 0.0249(4) Uani 1 1 d . . .
H5 H 0.5555 0.9392 0.3695 0.030 Uiso 1 1 calc R . .
C6 C 0.49719(6) 0.81461(18) 0.1968(3) 0.0197(3) Uani 1 1 d . . .
C7 C 0.44438(7) 0.8310(2) 0.2908(3) 0.0231(4) Uani 1 1 d . . .
H7 H 0.4358 0.8919 0.4145 0.028 Uiso 1 1 calc R . .
C8 C 0.40810(6) 0.74238(18) 0.1694(3) 0.0204(4) Uani 1 1 d . . .
C9 C 0.41441(7) 0.5618(2) -0.1603(3) 0.0293(4) Uani 1 1 d . . .
H9A H 0.4139 0.6175 -0.2978 0.044 Uiso 1 1 calc R . .
H9B H 0.3771 0.5291 -0.1220 0.044 Uiso 1 1 calc R . .
H9C H 0.4377 0.4647 -0.1694 0.044 Uiso 1 1 calc R . .
C10 C 0.29656(6) 0.8686(2) 0.0830(3) 0.0198(3) Uani 1 1 d . . .
C11 C 0.30191(7) 0.8390(2) -0.1559(3) 0.0243(4) Uani 1 1 d . . .
H11A H 0.2925 0.7253 -0.1881 0.036 Uiso 1 1 calc R . .
H11B H 0.3396 0.8607 -0.2004 0.036 Uiso 1 1 calc R . .
H11C H 0.2770 0.9122 -0.2321 0.036 Uiso 1 1 calc R . .
C12 C 0.23678(7) 0.8459(2) 0.1532(3) 0.0292(4) Uani 1 1 d . . .
H12A H 0.2337 0.8680 0.3054 0.044 Uiso 1 1 calc R . .
H12B H 0.2252 0.7334 0.1243 0.044 Uiso 1 1 calc R . .
H12C H 0.2133 0.9219 0.0747 0.044 Uiso 1 1 calc R . .
C13 C 0.31679(7) 1.03994(19) 0.1415(3) 0.0273(4) Uani 1 1 d . . .
H13A H 0.2949 1.1218 0.0664 0.041 Uiso 1 1 calc R . .
H13B H 0.3553 1.0513 0.1009 0.041 Uiso 1 1 calc R . .
H13C H 0.3131 1.0563 0.2948 0.041 Uiso 1 1 calc 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
P O 1.4789(12) . ?
P C8 1.7933(16) . ?
P C10 1.8261(17) . ?
P H0A 1.32(3) . ?
N C1 1.382(2) . ?
N C8 1.389(2) . ?
N C9 1.457(2) . ?
C1 C2 1.398(2) . ?
C1 C6 1.409(2) . ?
C2 C3 1.384(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.426(2) . ?
C7 C8 1.378(2) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C13 1.532(2) . ?
C10 C11 1.533(2) . ?
C10 C12 1.538(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O P C8 114.41(7) . . ?
O P C10 113.98(8) . . ?
C8 P C10 110.01(7) . . ?
O P H0A 117.1(9) . . ?
C8 P H0A 99.1(8) . . ?
C10 P H0A 100.5(9) . . ?
C1 N C8 108.14(13) . . ?
C1 N C9 123.85(14) . . ?
C8 N C9 127.88(14) . . ?
N C1 C2 129.02(15) . . ?
N C1 C6 108.55(14) . . ?
C2 C1 C6 122.37(15) . . ?
C3 C2 C1 117.18(17) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 121.07(17) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 121.94(16) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 118.27(17) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C5 C6 C1 119.15(15) . . ?
C5 C6 C7 134.29(17) . . ?
C1 C6 C7 106.54(14) . . ?
C8 C7 C6 107.57(15) . . ?
C8 C7 H7 126.2 . . ?
C6 C7 H7 126.2 . . ?
C7 C8 N 109.20(15) . . ?
C7 C8 P 125.95(13) . . ?
N C8 P 124.81(12) . . ?
N C9 H9A 109.5 . . ?
N C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C13 C10 C11 110.73(14) . . ?
C13 C10 C12 110.32(14) . . ?
C11 C10 C12 110.21(14) . . ?
C13 C10 P 109.96(12) . . ?
C11 C10 P 108.87(11) . . ?
C12 C10 P 106.66(11) . . ?
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 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.939
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_hong276m
_database_code_depnum_ccdc_archive 'CCDC 1402342'
_audit_update_record             
;
2015-05-22 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H15 O P S'
_chemical_formula_weight         238.27

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'
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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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'

_cell_length_a                   9.2832(2)
_cell_length_b                   11.2563(2)
_cell_length_c                   11.6948(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1222.04(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.367
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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            16313
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_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         2.84
_diffrn_reflns_theta_max         29.24
_reflns_number_total             3046
_reflns_number_gt                2910
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0471P)²+0.5218P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.46(8)
_refine_ls_number_reflns         3046
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0881
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.131
_refine_ls_shift/su_mean         0.018

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
P P 0.23586(5) 0.10792(4) 0.09430(4) 0.02449(12) Uani 1 1 d . . .
H13A H 0.1980 0.0852 0.0192 0.029 Uiso 1 1 calc R . .
S S 0.38640(5) 0.33337(5) 0.17830(4) 0.02961(12) Uani 1 1 d . . .
C8 C 0.25480(19) 0.26627(16) 0.09334(15) 0.0236(3) Uani 1 1 d . . .
C6 C 0.22366(19) 0.46700(17) 0.05058(15) 0.0236(4) Uani 1 1 d . . .
C7 C 0.1768(2) 0.34677(17) 0.03061(16) 0.0253(4) Uani 1 1 d . . .
H7A H 0.1024 0.3262 -0.0189 0.030 Uiso 1 1 calc R . .
C9 C 0.0998(2) 0.06739(17) 0.19885(17) 0.0271(4) Uani 1 1 d . . .
C3 C 0.3479(2) 0.68336(18) 0.10977(19) 0.0332(4) Uani 1 1 d . . .
H3A H 0.3883 0.7565 0.1284 0.040 Uiso 1 1 calc R . .
C2 C 0.4001(2) 0.58192(19) 0.16087(18) 0.0321(4) Uani 1 1 d . . .
H2A H 0.4743 0.5853 0.2142 0.039 Uiso 1 1 calc R . .
O O 0.37555(16) 0.04566(14) 0.10827(14) 0.0382(4) Uani 1 1 d . . .
C5 C 0.1725(2) 0.57294(17) 0.00039(16) 0.0272(4) Uani 1 1 d . . .
H5A H 0.0973 0.5710 -0.0522 0.033 Uiso 1 1 calc R . .
C4 C 0.2350(2) 0.67858(18) 0.03021(18) 0.0323(4) Uani 1 1 d . . .
H4A H 0.2019 0.7486 -0.0029 0.039 Uiso 1 1 calc R . .
C11 C -0.0384(2) 0.13557(18) 0.1762(2) 0.0329(4) Uani 1 1 d . . .
H11A H -0.1094 0.1139 0.2321 0.049 Uiso 1 1 calc R . .
H11B H -0.0733 0.1167 0.1011 0.049 Uiso 1 1 calc R . .
H11C H -0.0197 0.2193 0.1811 0.049 Uiso 1 1 calc R . .
C1 C 0.3373(2) 0.47312(18) 0.12965(16) 0.0252(4) Uani 1 1 d . . .
C10 C 0.1570(3) 0.0963(3) 0.3179(2) 0.0584(8) Uani 1 1 d . . .
H10A H 0.0861 0.0752 0.3741 0.088 Uiso 1 1 calc R . .
H10B H 0.1770 0.1798 0.3230 0.088 Uiso 1 1 calc R . .
H10C H 0.2438 0.0522 0.3316 0.088 Uiso 1 1 calc R . .
C12 C 0.0691(3) -0.0651(2) 0.1831(3) 0.0666(10) Uani 1 1 d . . .
H12A H -0.0023 -0.0900 0.2375 0.100 Uiso 1 1 calc R . .
H12B H 0.1562 -0.1094 0.1951 0.100 Uiso 1 1 calc R . .
H12C H 0.0343 -0.0790 0.1070 0.100 Uiso 1 1 calc 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
P O 1.4830(15) . ?
P C8 1.7911(19) . ?
P C9 1.8164(19) . ?
P H13A 0.9800 . ?
S C1 1.734(2) . ?
S C8 1.7465(18) . ?
C8 C7 1.373(3) . ?
C6 C1 1.404(3) . ?
C6 C5 1.412(3) . ?
C6 C7 1.441(3) . ?
C7 H7A 0.9300 . ?
C9 C10 1.525(3) . ?
C9 C11 1.518(3) . ?
C9 C12 1.529(3) . ?
C3 C2 1.377(3) . ?
C3 C4 1.403(3) . ?
C3 H3A 0.9300 . ?
C2 C1 1.405(3) . ?
C2 H2A 0.9300 . ?
C5 C4 1.368(3) . ?
C5 H5A 0.9300 . ?
C4 H4A 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 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
O P C8 112.65(9) . . ?
O P C9 114.54(9) . . ?
C8 P C9 108.81(9) . . ?
O P H13A 106.8 . . ?
C8 P H13A 106.8 . . ?
C9 P H13A 106.8 . . ?
C1 S C8 91.24(9) . . ?
C7 C8 S 112.82(14) . . ?
C7 C8 P 127.48(15) . . ?
S C8 P 119.70(11) . . ?
C1 C6 C5 119.04(17) . . ?
C1 C6 C7 112.32(17) . . ?
C5 C6 C7 128.64(17) . . ?
C8 C7 C6 111.96(17) . . ?
C8 C7 H7A 124.0 . . ?
C6 C7 H7A 124.0 . . ?
C10 C9 C11 110.20(19) . . ?
C10 C9 C12 112.5(2) . . ?
C11 C9 C12 108.37(19) . . ?
C10 C9 P 108.58(15) . . ?
C11 C9 P 110.07(14) . . ?
C12 C9 P 107.06(15) . . ?
C2 C3 C4 121.28(19) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C3 C2 C1 117.65(18) . . ?
C3 C2 H2A 121.2 . . ?
C1 C2 H2A 121.2 . . ?
C4 C5 C6 119.03(18) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C5 C4 C3 121.29(19) . . ?
C5 C4 H4A 119.4 . . ?
C3 C4 H4A 119.4 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C1 C2 121.71(18) . . ?
C6 C1 S 111.66(14) . . ?
C2 C1 S 126.63(15) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.946
_diffrn_reflns_theta_full        29.24
_diffrn_measured_fraction_theta_full 0.946
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_spt
_database_code_depnum_ccdc_archive 'CCDC 1402345'
_audit_update_record             
;
2015-05-22 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H30 Cl2 O2 P2 Pt S2'
_chemical_formula_sum            'C24 H30 Cl2 O2 P2 Pt S2'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         742.53

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'
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'
Pt Pt -1.7033 8.3905 '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/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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

_cell_length_a                   19.7394(5)
_cell_length_b                   10.6656(2)
_cell_length_c                   13.4265(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.353(2)
_cell_angle_gamma                90.00
_cell_volume                     2818.56(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3847
_cell_measurement_theta_min      2.8106
_cell_measurement_theta_max      29.1916
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    5.450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.46281
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13289
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         29.26
_reflns_number_total             6492
_reflns_number_gt                5257
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0253P)²+2.4134P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6492
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0751
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001

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
Pt Pt 0.741830(9) 0.242627(16) 0.157925(13) 0.01967(7) Uani 1 1 d . . .
Cl1 Cl 0.71984(6) 0.40390(12) 0.26573(9) 0.0310(3) Uani 1 1 d . . .
Cl2 Cl 0.76435(7) 0.08347(12) 0.04813(9) 0.0307(3) Uani 1 1 d . . .
S1 S 0.82619(16) -0.0890(3) 0.23074(19) 0.0270(5) Uani 0.581(3) 1 d P A 1
C6 C 0.8752(6) 0.0105(11) 0.3952(9) 0.026(2) Uani 0.581(3) 1 d P A 1
H6A H 0.8890 0.0705 0.4450 0.031 Uiso 0.581(3) 1 calc PR A 1
S1' S 0.8879(3) 0.0359(4) 0.4249(3) 0.0270(5) Uani 0.419(3) 1 d P A 2
C6' C 0.8378(8) -0.0575(15) 0.2632(11) 0.026(2) Uani 0.419(3) 1 d P A 2
H6'A H 0.8191 -0.0639 0.1961 0.031 Uiso 0.419(3) 1 calc PR A 2
S2 S 0.49484(15) 0.1801(3) 0.0808(3) 0.0481(8) Uani 0.655(5) 1 d P B 1
C18 C 0.5464(5) 0.3304(12) 0.2107(9) 0.038(3) Uani 0.655(5) 1 d P B 1
H18A H 0.5789 0.3776 0.2508 0.045 Uiso 0.655(5) 1 calc PR B 1
S2' S 0.5561(3) 0.3749(6) 0.2352(6) 0.0481(8) Uani 0.345(5) 1 d P B 2
C18' C 0.5124(11) 0.205(3) 0.1044(18) 0.038(3) Uani 0.345(5) 1 d P B 2
H18B H 0.5120 0.1426 0.0535 0.045 Uiso 0.345(5) 1 calc PR B 2
P1 P 0.84145(6) 0.20478(12) 0.25502(9) 0.0195(3) Uani 1 1 d . A .
P2 P 0.64076(7) 0.27677(13) 0.06324(10) 0.0257(3) Uani 1 1 d . B .
O1 O 0.8465(2) 0.2813(3) 0.3584(3) 0.0266(8) Uani 1 1 d . . .
H1A H 0.815(2) 0.316(5) 0.365(3) 0.013(14) Uiso 1 1 d . . .
O2 O 0.6233(2) 0.1662(4) -0.0146(3) 0.0389(10) Uani 1 1 d . . .
H2A H 0.656(3) 0.136(6) -0.029(4) 0.04(2) Uiso 1 1 d . . .
C1 C 0.9221(3) 0.2501(4) 0.2039(4) 0.0254(11) Uani 1 1 d . . .
C2 C 0.9158(3) 0.3891(5) 0.1766(5) 0.0415(14) Uani 1 1 d . . .
H2B H 0.9577 0.4174 0.1490 0.062 Uiso 1 1 calc R . .
H2C H 0.9082 0.4379 0.2365 0.062 Uiso 1 1 calc R . .
H2D H 0.8774 0.4009 0.1268 0.062 Uiso 1 1 calc R . .
C3 C 0.9813(3) 0.2342(6) 0.2831(4) 0.0407(15) Uani 1 1 d . . .
H3A H 1.0238 0.2588 0.2551 0.061 Uiso 1 1 calc R . .
H3B H 0.9843 0.1463 0.3043 0.061 Uiso 1 1 calc R . .
H3C H 0.9739 0.2873 0.3409 0.061 Uiso 1 1 calc R . .
C4 C 0.9341(3) 0.1716(6) 0.1116(4) 0.0414(14) Uani 1 1 d . . .
H4A H 0.9769 0.1969 0.0852 0.062 Uiso 1 1 calc R . .
H4B H 0.8966 0.1849 0.0606 0.062 Uiso 1 1 calc R . .
H4C H 0.9363 0.0827 0.1300 0.062 Uiso 1 1 calc R . .
C5 C 0.8521(2) 0.0467(4) 0.3002(3) 0.0204(10) Uani 1 1 d . . .
C7 C 0.8775(3) -0.1217(5) 0.4161(4) 0.0273(11) Uani 1 1 d . . .
C8 C 0.8508(3) -0.1773(5) 0.3275(4) 0.0288(12) Uani 1 1 d . A .
C9 C 0.8439(3) -0.3100(6) 0.3225(5) 0.0490(17) Uani 1 1 d . . .
H9A H 0.8262 -0.3497 0.2628 0.059 Uiso 1 1 calc R A .
C10 C 0.8635(4) -0.3794(6) 0.4061(6) 0.061(2) Uani 1 1 d . A .
H10A H 0.8592 -0.4681 0.4038 0.073 Uiso 1 1 calc R . .
C11 C 0.8891(3) -0.3224(7) 0.4934(5) 0.0532(19) Uani 1 1 d . . .
H11A H 0.9023 -0.3724 0.5502 0.064 Uiso 1 1 calc R A .
C12 C 0.8958(3) -0.1959(6) 0.4992(4) 0.0405(14) Uani 1 1 d . A .
H12A H 0.9128 -0.1579 0.5601 0.049 Uiso 1 1 calc R . .
C13 C 0.6370(3) 0.4187(6) -0.0157(4) 0.0412(10) Uani 1 1 d . . .
C14 C 0.6964(3) 0.4131(6) -0.0786(4) 0.0412(10) Uani 1 1 d . . .
H14A H 0.6960 0.4869 -0.1221 0.062 Uiso 1 1 calc R . .
H14B H 0.6934 0.3370 -0.1196 0.062 Uiso 1 1 calc R . .
H14C H 0.7386 0.4118 -0.0353 0.062 Uiso 1 1 calc R . .
C15 C 0.6407(3) 0.5376(5) 0.0473(4) 0.0456(16) Uani 1 1 d . . .
H15A H 0.6383 0.6111 0.0033 0.068 Uiso 1 1 calc R . .
H15B H 0.6835 0.5390 0.0892 0.068 Uiso 1 1 calc R . .
H15C H 0.6025 0.5393 0.0899 0.068 Uiso 1 1 calc R . .
C16 C 0.5706(3) 0.4158(6) -0.0832(4) 0.0469(16) Uani 1 1 d . . .
H16A H 0.5679 0.4906 -0.1257 0.070 Uiso 1 1 calc R . .
H16B H 0.5318 0.4143 -0.0417 0.070 Uiso 1 1 calc R . .
H16C H 0.5697 0.3406 -0.1252 0.070 Uiso 1 1 calc R . .
C17 C 0.5640(3) 0.2754(5) 0.1288(4) 0.0331(13) Uani 1 1 d . . .
C19 C 0.4784(4) 0.3192(8) 0.2392(6) 0.0666(9) Uani 1 1 d . . .
C20 C 0.4482(4) 0.2329(7) 0.1702(6) 0.0666(9) Uani 1 1 d . B .
C21 C 0.3793(4) 0.1989(8) 0.1779(6) 0.0666(9) Uani 1 1 d . . .
H21A H 0.3581 0.1399 0.1326 0.080 Uiso 1 1 calc R B .
C22 C 0.3446(4) 0.2497(7) 0.2484(6) 0.0666(9) Uani 1 1 d . B .
H22A H 0.2984 0.2264 0.2522 0.080 Uiso 1 1 calc R . .
C23 C 0.3724(4) 0.3331(8) 0.3151(6) 0.0666(9) Uani 1 1 d . . .
H23A H 0.3452 0.3675 0.3638 0.080 Uiso 1 1 calc R B .
C24 C 0.4398(4) 0.3700(7) 0.3141(6) 0.0666(9) Uani 1 1 d . B .
H24B H 0.4593 0.4275 0.3621 0.080 Uiso 1 1 calc 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
Pt Cl1 2.3103(12) . ?
Pt P2 2.3117(13) . ?
Pt P1 2.3109(12) . ?
Pt Cl2 2.3133(12) . ?
S1 C8 1.648(6) . ?
S1 C5 1.775(5) . ?
C6 C5 1.377(12) . ?
C6 C7 1.437(13) . ?
C6 H6A 0.9500 . ?
S1' C7 1.696(7) . ?
S1' C5 1.771(6) . ?
C6' C5 1.241(15) . ?
C6' C8 1.553(17) . ?
C6' H6'A 0.9500 . ?
S2 C20 1.667(9) . ?
S2 C17 1.783(6) . ?
C18 C17 1.317(13) . ?
C18 C19 1.428(12) . ?
C18 H18A 0.9500 . ?
S2' C19 1.650(10) . ?
S2' C17 1.797(9) . ?
C18' C17 1.29(2) . ?
C18' C20 1.63(3) . ?
C18' H18B 0.9500 . ?
P1 O1 1.607(4) . ?
P1 C5 1.799(5) . ?
P1 C1 1.845(5) . ?
P2 O2 1.596(4) . ?
P2 C17 1.809(6) . ?
P2 C13 1.846(6) . ?
O1 H1A 0.73(5) . ?
O2 H2A 0.75(6) . ?
C1 C3 1.529(7) . ?
C1 C4 1.528(7) . ?
C1 C2 1.530(7) . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 H2D 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C7 C12 1.394(7) . ?
C7 C8 1.396(7) . ?
C8 C9 1.423(9) . ?
C9 C10 1.374(9) . ?
C9 H9A 0.9500 . ?
C10 C11 1.383(10) . ?
C10 H10A 0.9500 . ?
C11 C12 1.357(10) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.496(7) . ?
C13 C15 1.524(8) . ?
C13 C16 1.537(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C19 C20 1.406(11) . ?
C19 C24 1.415(10) . ?
C20 C21 1.419(10) . ?
C21 C22 1.326(10) . ?
C21 H21A 0.9500 . ?
C22 C23 1.349(11) . ?
C22 H22A 0.9500 . ?
C23 C24 1.388(9) . ?
C23 H23A 0.9500 . ?
C24 H24B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Pt P2 91.83(5) . . ?
Cl1 Pt P1 88.22(4) . . ?
P2 Pt P1 178.52(5) . . ?
Cl1 Pt Cl2 179.09(5) . . ?
P2 Pt Cl2 87.98(5) . . ?
P1 Pt Cl2 92.00(4) . . ?
C8 S1 C5 89.7(3) . . ?
C5 C6 C7 117.3(8) . . ?
C5 C6 H6A 121.3 . . ?
C7 C6 H6A 121.3 . . ?
C7 S1' C5 87.7(3) . . ?
C5 C6' C8 119.4(11) . . ?
C5 C6' H6'A 120.3 . . ?
C8 C6' H6'A 120.3 . . ?
C20 S2 C17 89.8(4) . . ?
C17 C18 C19 120.0(10) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C19 S2' C17 87.1(5) . . ?
C17 C18' C20 112.7(18) . . ?
C17 C18' H18B 123.6 . . ?
C20 C18' H18B 123.6 . . ?
O1 P1 C5 100.8(2) . . ?
O1 P1 C1 101.0(2) . . ?
C5 P1 C1 106.8(2) . . ?
O1 P1 Pt 113.10(15) . . ?
C5 P1 Pt 115.26(16) . . ?
C1 P1 Pt 117.77(16) . . ?
O2 P2 C17 99.5(3) . . ?
O2 P2 C13 103.4(2) . . ?
C17 P2 C13 106.7(3) . . ?
O2 P2 Pt 112.23(16) . . ?
C17 P2 Pt 116.81(19) . . ?
C13 P2 Pt 116.1(2) . . ?
P1 O1 H1A 111(4) . . ?
P2 O2 H2A 110(5) . . ?
C3 C1 C4 110.3(5) . . ?
C3 C1 C2 108.6(5) . . ?
C4 C1 C2 110.6(4) . . ?
C3 C1 P1 110.4(4) . . ?
C4 C1 P1 110.4(4) . . ?
C2 C1 P1 106.6(4) . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C2 H2D 109.5 . . ?
H2B C2 H2D 109.5 . . ?
H2C C2 H2D 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6' C5 C6 99.7(8) . . ?
C6' C5 S1' 112.5(8) . . ?
C6 C5 S1' 13.0(6) . . ?
C6' C5 S1 9.0(8) . . ?
C6 C5 S1 108.7(6) . . ?
S1' C5 S1 121.5(3) . . ?
C6' C5 P1 133.4(8) . . ?
C6 C5 P1 126.7(6) . . ?
S1' C5 P1 114.0(3) . . ?
S1 C5 P1 124.4(3) . . ?
C12 C7 C8 119.9(5) . . ?
C12 C7 C6 135.7(7) . . ?
C8 C7 C6 104.2(6) . . ?
C12 C7 S1' 119.0(5) . . ?
C8 C7 S1' 121.1(4) . . ?
C6 C7 S1' 17.0(5) . . ?
C7 C8 C9 119.5(5) . . ?
C7 C8 C6' 99.2(7) . . ?
C9 C8 C6' 141.3(7) . . ?
C7 C8 S1 119.9(4) . . ?
C9 C8 S1 120.6(5) . . ?
C6' C8 S1 20.7(5) . . ?
C10 C9 C8 118.5(6) . . ?
C10 C9 H9A 120.8 . . ?
C8 C9 H9A 120.8 . . ?
C9 C10 C11 121.1(6) . . ?
C9 C10 H10A 119.4 . . ?
C11 C10 H10A 119.4 . . ?
C12 C11 C10 120.9(6) . . ?
C12 C11 H11A 119.5 . . ?
C10 C11 H11A 119.5 . . ?
C11 C12 C7 120.1(6) . . ?
C11 C12 H12A 120.0 . . ?
C7 C12 H12A 120.0 . . ?
C14 C13 C15 109.9(5) . . ?
C14 C13 C16 109.6(5) . . ?
C15 C13 C16 110.2(5) . . ?
C14 C13 P2 107.0(4) . . ?
C15 C13 P2 111.4(4) . . ?
C16 C13 P2 108.5(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C18' 102.7(13) . . ?
C18 C17 S2 108.2(6) . . ?
C18' C17 S2 6.5(12) . . ?
C18 C17 P2 133.4(6) . . ?
C18' C17 P2 123.8(13) . . ?
S2 C17 P2 118.4(4) . . ?
C18 C17 S2' 13.5(6) . . ?
C18' C17 S2' 115.7(13) . . ?
S2 C17 S2' 121.0(4) . . ?
P2 C17 S2' 120.5(4) . . ?
C20 C19 C24 119.6(7) . . ?
C20 C19 C18 103.8(8) . . ?
C24 C19 C18 136.6(9) . . ?
C20 C19 S2' 124.3(7) . . ?
C24 C19 S2' 115.9(7) . . ?
C18 C19 S2' 21.0(6) . . ?
C19 C20 C21 118.7(8) . . ?
C19 C20 C18' 99.8(10) . . ?
C21 C20 C18' 141.5(11) . . ?
C19 C20 S2 117.8(6) . . ?
C21 C20 S2 123.4(7) . . ?
C18' C20 S2 18.2(8) . . ?
C22 C21 C20 119.8(9) . . ?
C22 C21 H21A 120.1 . . ?
C20 C21 H21A 120.1 . . ?
C21 C22 C23 122.5(8) . . ?
C21 C22 H22A 118.8 . . ?
C23 C22 H22A 118.8 . . ?
C24 C23 C22 121.5(8) . . ?
C24 C23 H23A 119.2 . . ?
C22 C23 H23A 119.2 . . ?
C23 C24 C19 117.8(8) . . ?
C23 C24 H24B 121.1 . . ?
C19 C24 H24B 121.1 . . ?

_diffrn_measured_fraction_theta_max 0.845
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.326
_refine_diff_density_min         -1.106
_refine_diff_density_rms         0.143

####################################################################### 
# 
# 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_spt1
_database_code_depnum_ccdc_archive 'CCDC 1402346'
_audit_update_record             
;
2015-05-22 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C18 H30 Cl2 O2 P2 Pt S2'
_chemical_formula_sum            'C18 H30 Cl2 O2 P2 Pt S2'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         670.47

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'
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'
Pt Pt -1.7033 8.3905 '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'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   7.9939(6)
_cell_length_b                   8.2245(7)
_cell_length_c                   9.6307(8)
_cell_angle_alpha                106.931(8)
_cell_angle_beta                 98.445(7)
_cell_angle_gamma                99.675(7)
_cell_volume                     584.11(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3481
_cell_measurement_theta_min      2.8703
_cell_measurement_theta_max      29.0241
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328
_exptl_absorpt_coefficient_mu    6.562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.55552
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5200
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         29.09
_reflns_number_total             2694
_reflns_number_gt                2693
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0205P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2694
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0476
_refine_ls_wR_factor_gt          0.0475
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
Pt Pt 0.5000 0.5000 0.5000 0.00843(6) Uani 1 2 d S . .
Cl Cl 0.26720(10) 0.61768(11) 0.44427(9) 0.02241(18) Uani 1 1 d . . .
S S 0.22696(10) 0.43673(10) 0.07623(9) 0.01586(16) Uani 1 1 d . . .
P P 0.39085(10) 0.25749(9) 0.29099(9) 0.01016(15) Uani 1 1 d . . .
O O 0.5302(3) 0.1377(3) 0.2628(3) 0.0168(5) Uani 1 1 d . . .
H0A H 0.601(6) 0.178(6) 0.328(5) 0.043(15) Uiso 1 1 d . . .
C1 C 0.1859(4) 0.4772(5) -0.2054(4) 0.0234(8) Uani 1 1 d . . .
H1A H 0.2203 0.4368 -0.3010 0.035 Uiso 1 1 calc R . .
H1B H 0.2269 0.6040 -0.1624 0.035 Uiso 1 1 calc R . .
H1C H 0.0592 0.4466 -0.2204 0.035 Uiso 1 1 calc R . .
C2 C 0.2639(4) 0.3920(4) -0.1024(4) 0.0161(7) Uani 1 1 d . . .
C3 C 0.3681(4) 0.2757(4) -0.1266(4) 0.0185(7) Uani 1 1 d . . .
H3A H 0.4045 0.2352 -0.2176 0.022 Uiso 1 1 calc R . .
C4 C 0.4168(4) 0.2212(4) -0.0034(4) 0.0183(7) Uani 1 1 d . . .
H4A H 0.4887 0.1403 -0.0037 0.022 Uiso 1 1 calc R . .
C5 C 0.3504(4) 0.2962(4) 0.1165(3) 0.0126(6) Uani 1 1 d . . .
C6 C 0.1988(4) 0.0999(4) 0.2948(4) 0.0145(6) Uani 1 1 d . . .
C7 C 0.1701(5) -0.0672(4) 0.1634(4) 0.0280(8) Uani 1 1 d . . .
H7A H 0.0681 -0.1509 0.1650 0.042 Uiso 1 1 calc R . .
H7B H 0.2723 -0.1178 0.1704 0.042 Uiso 1 1 calc R . .
H7C H 0.1514 -0.0400 0.0705 0.042 Uiso 1 1 calc R . .
C8 C 0.2375(5) 0.0608(5) 0.4414(4) 0.0246(8) Uani 1 1 d . . .
H8A H 0.1381 -0.0227 0.4475 0.037 Uiso 1 1 calc R . .
H8B H 0.2583 0.1690 0.5249 0.037 Uiso 1 1 calc R . .
H8C H 0.3406 0.0112 0.4452 0.037 Uiso 1 1 calc R . .
C9 C 0.0363(4) 0.1765(5) 0.2893(4) 0.0225(7) Uani 1 1 d . . .
H9A H -0.0635 0.0904 0.2911 0.034 Uiso 1 1 calc R . .
H9B H 0.0139 0.2063 0.1979 0.034 Uiso 1 1 calc R . .
H9C H 0.0550 0.2818 0.3753 0.034 Uiso 1 1 calc 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
Pt Cl 2.3028(8) . ?
Pt Cl 2.3028(8) 2_666 ?
Pt P 2.3134(8) . ?
Pt P 2.3134(8) 2_666 ?
S C5 1.729(3) . ?
S C2 1.732(3) . ?
P O 1.609(2) . ?
P C5 1.793(3) . ?
P C6 1.847(3) . ?
O H0A 0.73(5) . ?
C1 C2 1.495(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.363(5) . ?
C3 C4 1.411(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.368(4) . ?
C4 H4A 0.9500 . ?
C6 C7 1.529(5) . ?
C6 C9 1.537(5) . ?
C6 C8 1.537(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl Pt Cl 179.999(1) . 2_666 ?
Cl Pt P 90.77(3) . . ?
Cl Pt P 89.23(3) 2_666 . ?
Cl Pt P 89.23(3) . 2_666 ?
Cl Pt P 90.77(3) 2_666 2_666 ?
P Pt P 180.0 . 2_666 ?
C5 S C2 92.63(16) . . ?
O P C5 100.51(14) . . ?
O P C6 101.93(14) . . ?
C5 P C6 107.21(14) . . ?
O P Pt 110.90(10) . . ?
C5 P Pt 116.75(10) . . ?
C6 P Pt 117.28(11) . . ?
P O H0A 105(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 129.2(3) . . ?
C3 C2 S 110.1(3) . . ?
C1 C2 S 120.7(3) . . ?
C2 C3 C4 113.6(3) . . ?
C2 C3 H3A 123.2 . . ?
C4 C3 H3A 123.2 . . ?
C5 C4 C3 113.5(3) . . ?
C5 C4 H4A 123.2 . . ?
C3 C4 H4A 123.2 . . ?
C4 C5 S 110.1(2) . . ?
C4 C5 P 124.6(2) . . ?
S C5 P 125.35(18) . . ?
C7 C6 C9 110.1(3) . . ?
C7 C6 C8 110.0(3) . . ?
C9 C6 C8 109.1(3) . . ?
C7 C6 P 109.4(2) . . ?
C9 C6 P 111.1(2) . . ?
C8 C6 P 107.0(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.860
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.674
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.140

####################################################################### 
# 
# 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_ctw05
_database_code_depnum_ccdc_archive 'CCDC 1403220'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C18 H20 N O2 P'
_chemical_formula_sum            'C18 H20 N O2 P'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         313.32

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   9.4916(8)
_cell_length_b                   9.9475(8)
_cell_length_c                   10.6719(8)
_cell_angle_alpha                67.278(7)
_cell_angle_beta                 87.525(6)
_cell_angle_gamma                62.600(8)
_cell_volume                     813.93(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6469
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         29.38
_reflns_number_total             3760
_reflns_number_gt                2920
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0621P)²+0.3449P] 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         3760
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.010
_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
P P 0.02419(7) 0.15567(6) 0.31711(5) 0.02571(17) Uani 1 1 d . . .
O1 O -0.1306(2) 0.2268(2) 0.37989(18) 0.0396(4) Uani 1 1 d . . .
H1A H -0.1148 0.1637 0.4635 0.18(2) Uiso 1 1 calc R . .
O2 O 0.12694(19) -0.02896(18) 0.38641(16) 0.0355(4) Uani 1 1 d . . .
N N 0.2808(2) 0.2367(2) 0.29774(17) 0.0234(4) Uani 1 1 d . . .
C1 C 0.1257(3) 0.2670(2) 0.3248(2) 0.0246(5) Uani 1 1 d . . .
C2 C 0.0531(3) 0.4116(3) 0.3447(2) 0.0275(5) Uani 1 1 d . . .
H2B H -0.0529 0.4610 0.3641 0.033 Uiso 1 1 calc R . .
C3 C 0.1624(3) 0.4740(2) 0.3313(2) 0.0270(5) Uani 1 1 d . . .
C4 C 0.1576(3) 0.6133(3) 0.3420(2) 0.0345(6) Uani 1 1 d . . .
H4A H 0.0626 0.6918 0.3590 0.041 Uiso 1 1 calc R . .
C5 C 0.2914(3) 0.6334(3) 0.3277(3) 0.0393(6) Uani 1 1 d . . .
H5A H 0.2887 0.7268 0.3348 0.047 Uiso 1 1 calc R . .
C6 C 0.4333(3) 0.5182(3) 0.3024(3) 0.0411(6) Uani 1 1 d . . .
H6A H 0.5248 0.5347 0.2939 0.049 Uiso 1 1 calc R . .
C7 C 0.4417(3) 0.3818(3) 0.2899(2) 0.0324(5) Uani 1 1 d . . .
H7A H 0.5374 0.3040 0.2731 0.039 Uiso 1 1 calc R . .
C8 C 0.3053(3) 0.3623(2) 0.3027(2) 0.0260(5) Uani 1 1 d . . .
C9 C 0.4036(2) 0.0988(2) 0.2748(2) 0.0236(4) Uani 1 1 d . . .
C10 C 0.4688(3) 0.1291(3) 0.1554(2) 0.0271(5) Uani 1 1 d . . .
H10A H 0.4321 0.2400 0.0894 0.032 Uiso 1 1 calc R . .
C11 C 0.5879(3) -0.0026(3) 0.1319(2) 0.0326(5) Uani 1 1 d . . .
H11A H 0.6336 0.0182 0.0502 0.039 Uiso 1 1 calc R . .
C12 C 0.6402(3) -0.1640(3) 0.2274(3) 0.0379(6) Uani 1 1 d . . .
H12A H 0.7211 -0.2542 0.2109 0.045 Uiso 1 1 calc R . .
C13 C 0.5752(3) -0.1943(3) 0.3466(2) 0.0345(6) Uani 1 1 d . . .
H13A H 0.6112 -0.3055 0.4118 0.041 Uiso 1 1 calc R . .
C14 C 0.4566(3) -0.0627(3) 0.3724(2) 0.0291(5) Uani 1 1 d . . .
H14A H 0.4130 -0.0833 0.4553 0.035 Uiso 1 1 calc R . .
C15 C -0.0500(3) 0.2211(3) 0.1384(2) 0.0271(5) Uani 1 1 d . . .
C16 C -0.1682(3) 0.4088(3) 0.0734(2) 0.0389(6) Uani 1 1 d . . .
H16A H -0.2079 0.4432 -0.0230 0.058 Uiso 1 1 calc R . .
H16B H -0.1131 0.4697 0.0779 0.058 Uiso 1 1 calc R . .
H16C H -0.2590 0.4330 0.1239 0.058 Uiso 1 1 calc R . .
C17 C 0.0898(3) 0.1804(3) 0.0584(2) 0.0339(5) Uani 1 1 d . . .
H17A H 0.0481 0.2165 -0.0379 0.051 Uiso 1 1 calc R . .
H17B H 0.1627 0.0602 0.0990 0.051 Uiso 1 1 calc R . .
H17C H 0.1483 0.2384 0.0626 0.051 Uiso 1 1 calc R . .
C18 C -0.1358(3) 0.1241(3) 0.1355(3) 0.0445(6) Uani 1 1 d . . .
H18A H -0.1775 0.1573 0.0399 0.067 Uiso 1 1 calc R . .
H18B H -0.2252 0.1483 0.1875 0.067 Uiso 1 1 calc R . .
H18C H -0.0597 0.0047 0.1771 0.067 Uiso 1 1 calc 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
P O2 1.4952(15) . ?
P O1 1.5595(17) . ?
P C1 1.795(2) . ?
P C15 1.814(2) . ?
N C8 1.392(3) . ?
N C1 1.402(3) . ?
N C9 1.436(2) . ?
C1 C2 1.377(3) . ?
C2 C3 1.412(3) . ?
C3 C4 1.414(3) . ?
C3 C8 1.417(3) . ?
C4 C5 1.368(4) . ?
C5 C6 1.409(3) . ?
C6 C7 1.380(3) . ?
C7 C8 1.388(3) . ?
C9 C10 1.379(3) . ?
C9 C14 1.389(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.382(3) . ?
C12 C13 1.377(4) . ?
C13 C14 1.397(3) . ?
C15 C17 1.526(3) . ?
C15 C18 1.531(3) . ?
C15 C16 1.538(3) . ?

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 P O1 114.57(9) . . ?
O2 P C1 113.24(10) . . ?
O1 P C1 104.04(10) . . ?
O2 P C15 110.93(10) . . ?
O1 P C15 104.42(10) . . ?
C1 P C15 109.04(10) . . ?
C8 N C1 108.50(17) . . ?
C8 N C9 122.65(18) . . ?
C1 N C9 128.78(18) . . ?
C2 C1 N 108.20(19) . . ?
C2 C1 P 123.79(17) . . ?
N C1 P 127.66(15) . . ?
C1 C2 C3 108.66(19) . . ?
C4 C3 C2 134.6(2) . . ?
C4 C3 C8 118.4(2) . . ?
C2 C3 C8 106.98(19) . . ?
C5 C4 C3 119.1(2) . . ?
C4 C5 C6 121.2(2) . . ?
C7 C6 C5 121.2(3) . . ?
C6 C7 C8 117.7(2) . . ?
C7 C8 N 129.9(2) . . ?
C7 C8 C3 122.3(2) . . ?
N C8 C3 107.6(2) . . ?
C10 C9 C14 120.61(19) . . ?
C10 C9 N 119.21(18) . . ?
C14 C9 N 120.17(19) . . ?
C9 C10 C11 119.9(2) . . ?
C12 C11 C10 120.0(2) . . ?
C13 C12 C11 120.1(2) . . ?
C12 C13 C14 120.5(2) . . ?
C9 C14 C13 118.8(2) . . ?
C17 C15 C18 108.7(2) . . ?
C17 C15 C16 110.16(19) . . ?
C18 C15 C16 110.0(2) . . ?
C17 C15 P 110.29(15) . . ?
C18 C15 P 107.71(16) . . ?
C16 C15 P 109.92(16) . . ?

_diffrn_measured_fraction_theta_max 0.837
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_indothio
_database_code_depnum_ccdc_archive 'CCDC 1403221'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H18 N O P S'
_chemical_formula_sum            'C16 H18 N O P S'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         303.34

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'
_symmetry_int_tables_number      29
_chemical_absolute_configuration ?

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

_cell_length_a                   10.4802(6)
_cell_length_b                   14.7316(8)
_cell_length_c                   10.1363(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1564.94(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1445
_cell_measurement_theta_min      2.7597
_cell_measurement_theta_max      29.0288
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4508
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         29.09
_reflns_number_total             2349
_reflns_number_gt                2100
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0377P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(11)
_refine_ls_number_reflns         2349
_refine_ls_number_parameters     186
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0795
_refine_ls_wR_factor_gt          0.0750
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
S S 0.86961(7) 0.65642(4) 0.46832(8) 0.02443(17) Uani 1 1 d . . .
P P 0.81442(7) 0.86071(4) 0.51572(8) 0.02379(17) Uani 1 1 d . . .
O O 0.70073(18) 0.86626(12) 0.4293(2) 0.0359(6) Uani 1 1 d . . .
N N 0.9383(2) 0.49515(14) 0.5835(2) 0.0239(5) Uani 1 1 d . . .
C1 C 0.8771(2) 0.42944(16) 0.5081(3) 0.0211(6) Uani 1 1 d . . .
C2 C 0.7700(3) 0.43516(18) 0.4273(3) 0.0267(6) Uani 1 1 d . . .
H2A H 0.7245 0.4905 0.4175 0.032 Uiso 1 1 calc R . .
C3 C 0.7325(3) 0.35734(19) 0.3619(3) 0.0336(7) Uani 1 1 d . . .
H3A H 0.6602 0.3593 0.3054 0.040 Uiso 1 1 calc R . .
C4 C 0.7996(3) 0.2752(2) 0.3775(3) 0.0376(8) Uani 1 1 d . . .
H4A H 0.7722 0.2228 0.3308 0.045 Uiso 1 1 calc R . .
C5 C 0.9038(3) 0.26953(17) 0.4590(4) 0.0315(7) Uani 1 1 d . . .
H5A H 0.9477 0.2136 0.4696 0.038 Uiso 1 1 calc R . .
C6 C 0.9444(3) 0.34740(16) 0.5263(3) 0.0250(6) Uani 1 1 d . . .
C7 C 1.0476(3) 0.36586(18) 0.6151(3) 0.0283(7) Uani 1 1 d . . .
H7A H 1.1087 0.3233 0.6462 0.034 Uiso 1 1 calc R . .
C8 C 1.0420(3) 0.45552(19) 0.6469(3) 0.0292(7) Uani 1 1 d . . .
H8A H 1.0999 0.4863 0.7035 0.035 Uiso 1 1 calc R . .
C9 C 0.9053(3) 0.58683(17) 0.6012(3) 0.0231(6) Uani 1 1 d . . .
C10 C 0.9064(3) 0.63303(19) 0.7163(3) 0.0286(7) Uani 1 1 d . . .
H10A H 0.9248 0.6060 0.7992 0.034 Uiso 1 1 calc R . .
C11 C 0.8771(3) 0.72600(18) 0.7001(3) 0.0283(7) Uani 1 1 d . . .
H11A H 0.8737 0.7679 0.7712 0.034 Uiso 1 1 calc R . .
C12 C 0.8542(2) 0.74951(16) 0.5718(3) 0.0225(6) Uani 1 1 d . . .
C13 C 0.9562(3) 0.91372(17) 0.4469(3) 0.0266(6) Uani 1 1 d . . .
C14 C 0.9893(3) 0.8702(2) 0.3143(3) 0.0353(8) Uani 1 1 d . . .
H14A H 1.0659 0.8992 0.2780 0.053 Uiso 1 1 calc R . .
H14B H 0.9180 0.8783 0.2529 0.053 Uiso 1 1 calc R . .
H14C H 1.0055 0.8053 0.3269 0.053 Uiso 1 1 calc R . .
C15 C 0.9220(3) 1.01423(18) 0.4257(4) 0.0383(8) Uani 1 1 d . . .
H15A H 0.9957 1.0462 0.3884 0.057 Uiso 1 1 calc R . .
H15B H 0.8989 1.0418 0.5104 0.057 Uiso 1 1 calc R . .
H15C H 0.8497 1.0187 0.3647 0.057 Uiso 1 1 calc R . .
C16 C 1.0676(3) 0.9045(2) 0.5435(3) 0.0424(8) Uani 1 1 d . . .
H16A H 1.1436 0.9332 0.5058 0.064 Uiso 1 1 calc R . .
H16B H 1.0848 0.8401 0.5596 0.064 Uiso 1 1 calc R . .
H16C H 1.0457 0.9344 0.6269 0.064 Uiso 1 1 calc R . .
H0A H 0.803(2) 0.9032(16) 0.633(3) 0.017(7) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S C9 1.733(3) . ?
S C12 1.734(3) . ?
P O 1.481(2) . ?
P C12 1.783(3) . ?
P C13 1.817(3) . ?
P H0A 1.35(3) . ?
N C1 1.390(3) . ?
N C8 1.391(3) . ?
N C9 1.406(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.411(4) . ?
C2 C3 1.381(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.408(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.371(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.401(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.433(4) . ?
C7 C8 1.361(4) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C9 C10 1.351(4) . ?
C10 C11 1.413(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.367(4) . ?
C11 H11A 0.9500 . ?
C13 C14 1.529(4) . ?
C13 C16 1.529(4) . ?
C13 C15 1.538(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 S C12 91.03(13) . . ?
O P C12 115.29(12) . . ?
O P C13 114.02(13) . . ?
C12 P C13 109.00(13) . . ?
O P H0A 115.1(11) . . ?
C12 P H0A 99.6(10) . . ?
C13 P H0A 102.1(11) . . ?
C1 N C8 108.8(2) . . ?
C1 N C9 128.7(2) . . ?
C8 N C9 122.5(2) . . ?
N C1 C2 130.8(2) . . ?
N C1 C6 107.1(2) . . ?
C2 C1 C6 122.1(2) . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 H2A 121.3 . . ?
C1 C2 H2A 121.3 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 H4A 119.4 . . ?
C3 C4 H4A 119.4 . . ?
C4 C5 C6 119.0(3) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 133.7(3) . . ?
C1 C6 C7 107.2(2) . . ?
C8 C7 C6 107.5(2) . . ?
C8 C7 H7A 126.3 . . ?
C6 C7 H7A 126.3 . . ?
C7 C8 N 109.4(3) . . ?
C7 C8 H8A 125.3 . . ?
N C8 H8A 125.3 . . ?
C10 C9 N 126.3(3) . . ?
C10 C9 S 112.0(2) . . ?
N C9 S 121.5(2) . . ?
C9 C10 C11 112.7(3) . . ?
C9 C10 H10A 123.6 . . ?
C11 C10 H10A 123.6 . . ?
C12 C11 C10 113.2(3) . . ?
C12 C11 H11A 123.4 . . ?
C10 C11 H11A 123.4 . . ?
C11 C12 S 111.0(2) . . ?
C11 C12 P 125.2(2) . . ?
S C12 P 123.76(17) . . ?
C14 C13 C16 110.6(2) . . ?
C14 C13 C15 109.4(3) . . ?
C16 C13 C15 110.6(2) . . ?
C14 C13 P 110.1(2) . . ?
C16 C13 P 109.9(2) . . ?
C15 C13 P 106.08(19) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.869
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_ls2
_database_code_depnum_ccdc_archive 'CCDC 1403222'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C64 H70 Cl2 N4 O4 P4 Pd2 S4, 2(C7 H8)'
_chemical_formula_sum            'C78 H86 Cl2 N4 O4 P4 Pd2 S4'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         1679.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

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

_cell_length_a                   10.2731(7)
_cell_length_b                   13.1092(8)
_cell_length_c                   14.9365(9)
_cell_angle_alpha                76.843(5)
_cell_angle_beta                 89.855(5)
_cell_angle_gamma                76.048(5)
_cell_volume                     1898.0(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5387
_cell_measurement_theta_min      3.0405
_cell_measurement_theta_max      72.2562
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    6.705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72719
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12619
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         72.40
_reflns_number_total             7333
_reflns_number_gt                6421
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0437P)²+0.6507P] 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         7333
_refine_ls_number_parameters     443
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd Pd 0.59855(2) 0.873548(16) 0.574353(14) 0.01453(7) Uani 1 1 d . . .
Cl Cl 0.42021(8) 1.02890(6) 0.58555(5) 0.02447(17) Uani 1 1 d . . .
S1 S 0.72828(8) 0.81490(6) 0.88501(6) 0.02417(17) Uani 1 1 d . . .
S2 S 0.70352(9) 0.74962(6) 0.34808(5) 0.02618(18) Uani 1 1 d . . .
P1 P 0.59001(8) 0.78508(6) 0.72236(5) 0.01660(15) Uani 1 1 d . . .
P2 P 0.78105(8) 0.74680(6) 0.55401(5) 0.01999(17) Uani 1 1 d . . .
O1 O 0.7044(2) 0.68370(17) 0.76255(15) 0.0264(5) Uani 1 1 d . . .
H1A H 0.7511 0.6657 0.7198 0.08(2) Uiso 1 1 calc R . .
O2 O 0.8315(2) 0.64683(18) 0.63444(16) 0.0277(5) Uani 1 1 d . . .
N1 N 0.7485(3) 0.9241(2) 1.0150(2) 0.0292(6) Uani 1 1 d . . .
N2 N 0.6748(3) 0.6226(2) 0.23182(19) 0.0272(6) Uani 1 1 d . . .
C1 C 0.5996(3) 0.8692(2) 0.8007(2) 0.0203(6) Uani 1 1 d . . .
C2 C 0.5240(4) 0.9666(3) 0.8111(2) 0.0264(7) Uani 1 1 d . . .
H2B H 0.4499 1.0094 0.7705 0.032 Uiso 1 1 calc R . .
C3 C 0.5676(4) 0.9972(3) 0.8890(2) 0.0283(7) Uani 1 1 d . . .
H3A H 0.5254 1.0617 0.9070 0.034 Uiso 1 1 calc R . .
C4 C 0.6776(3) 0.9227(3) 0.9350(2) 0.0251(7) Uani 1 1 d . . .
C5 C 0.7942(4) 1.0102(3) 1.0321(2) 0.0277(7) Uani 1 1 d . . .
C6 C 0.7745(4) 1.1148(3) 0.9789(3) 0.0376(9) Uani 1 1 d . . .
H6A H 0.7212 1.1388 0.9227 0.045 Uiso 1 1 calc R . .
C7 C 0.8371(5) 1.1823(4) 1.0125(4) 0.0497(11) Uani 1 1 d . . .
H7A H 0.8275 1.2545 0.9781 0.060 Uiso 1 1 calc R . .
C8 C 0.9140(4) 1.1463(4) 1.0962(4) 0.0483(11) Uani 1 1 d . . .
H8A H 0.9552 1.1946 1.1174 0.058 Uiso 1 1 calc R . .
C9 C 0.9307(4) 1.0439(4) 1.1473(3) 0.0437(10) Uani 1 1 d . . .
H9A H 0.9833 1.0204 1.2038 0.052 Uiso 1 1 calc R . .
C10 C 0.8696(4) 0.9732(3) 1.1158(3) 0.0317(8) Uani 1 1 d . . .
C11 C 0.8697(4) 0.8613(3) 1.1492(3) 0.0366(9) Uani 1 1 d . . .
H11A H 0.9126 0.8147 1.2051 0.044 Uiso 1 1 calc R . .
C12 C 0.7977(4) 0.8348(3) 1.0867(2) 0.0318(8) Uani 1 1 d . . .
H12A H 0.7830 0.7651 1.0911 0.038 Uiso 1 1 calc R . .
C13 C 0.4333(3) 0.7374(3) 0.7420(2) 0.0259(7) Uani 1 1 d . . .
C14 C 0.4449(5) 0.6468(4) 0.6912(3) 0.0531(12) Uani 1 1 d . . .
H14A H 0.3643 0.6189 0.6996 0.080 Uiso 1 1 calc R . .
H14B H 0.5242 0.5884 0.7160 0.080 Uiso 1 1 calc R . .
H14C H 0.4534 0.6753 0.6254 0.080 Uiso 1 1 calc R . .
C15 C 0.3071(4) 0.8249(3) 0.7080(3) 0.0464(11) Uani 1 1 d . . .
H15A H 0.2286 0.7947 0.7205 0.070 Uiso 1 1 calc R . .
H15B H 0.3094 0.8535 0.6416 0.070 Uiso 1 1 calc R . .
H15C H 0.3012 0.8833 0.7399 0.070 Uiso 1 1 calc R . .
C16 C 0.4295(4) 0.6904(3) 0.8450(3) 0.0415(10) Uani 1 1 d . . .
H16A H 0.3476 0.6648 0.8570 0.062 Uiso 1 1 calc R . .
H16B H 0.4300 0.7464 0.8786 0.062 Uiso 1 1 calc R . .
H16C H 0.5083 0.6298 0.8655 0.062 Uiso 1 1 calc R . .
C17 C 0.7548(3) 0.6866(3) 0.4609(2) 0.0251(7) Uani 1 1 d . . .
C18 C 0.7740(4) 0.5769(3) 0.4745(3) 0.0365(9) Uani 1 1 d . . .
H18A H 0.8040 0.5279 0.5321 0.044 Uiso 1 1 calc R . .
C19 C 0.7453(4) 0.5435(3) 0.3953(3) 0.0380(9) Uani 1 1 d . . .
H19A H 0.7522 0.4703 0.3939 0.046 Uiso 1 1 calc R . .
C20 C 0.7068(4) 0.6276(3) 0.3212(2) 0.0274(7) Uani 1 1 d . . .
C21 C 0.7553(3) 0.5584(3) 0.1802(2) 0.0246(7) Uani 1 1 d . . .
C22 C 0.8813(4) 0.4883(3) 0.2021(3) 0.0292(7) Uani 1 1 d . . .
H22A H 0.9265 0.4770 0.2603 0.035 Uiso 1 1 calc R . .
C23 C 0.9385(4) 0.4358(3) 0.1365(3) 0.0343(8) Uani 1 1 d . . .
H23A H 1.0246 0.3869 0.1496 0.041 Uiso 1 1 calc R . .
C24 C 0.8718(4) 0.4531(3) 0.0509(3) 0.0357(9) Uani 1 1 d . . .
H24A H 0.9136 0.4158 0.0068 0.043 Uiso 1 1 calc R . .
C25 C 0.7478(4) 0.5227(3) 0.0292(2) 0.0327(8) Uani 1 1 d . . .
H25A H 0.7040 0.5341 -0.0294 0.039 Uiso 1 1 calc R . .
C26 C 0.6863(4) 0.5769(3) 0.0951(2) 0.0280(7) Uani 1 1 d . . .
C27 C 0.5616(4) 0.6559(3) 0.0962(3) 0.0353(8) Uani 1 1 d . . .
H27A H 0.4942 0.6848 0.0475 0.042 Uiso 1 1 calc R . .
C28 C 0.5578(4) 0.6814(3) 0.1787(3) 0.0350(8) Uani 1 1 d . . .
H28A H 0.4866 0.7316 0.1979 0.042 Uiso 1 1 calc R . .
C29 C 0.9287(3) 0.8057(3) 0.5307(3) 0.0365(9) Uani 1 1 d . . .
C30 C 0.9528(5) 0.8441(5) 0.6166(4) 0.0719(17) Uani 1 1 d . . .
H30A H 1.0300 0.8764 0.6089 0.108 Uiso 1 1 calc R . .
H30B H 0.9712 0.7825 0.6701 0.108 Uiso 1 1 calc R . .
H30C H 0.8729 0.8981 0.6261 0.108 Uiso 1 1 calc R . .
C31 C 1.0462(5) 0.7146(4) 0.5209(5) 0.082(2) Uani 1 1 d . . .
H31A H 1.1265 0.7425 0.5085 0.122 Uiso 1 1 calc R . .
H31B H 1.0258 0.6845 0.4698 0.122 Uiso 1 1 calc R . .
H31C H 1.0625 0.6580 0.5780 0.122 Uiso 1 1 calc R . .
C32 C 0.9117(4) 0.8980(4) 0.4451(3) 0.0490(11) Uani 1 1 d . . .
H32A H 0.9939 0.9240 0.4382 0.074 Uiso 1 1 calc R . .
H32B H 0.8358 0.9573 0.4514 0.074 Uiso 1 1 calc R . .
H32C H 0.8945 0.8722 0.3907 0.074 Uiso 1 1 calc R . .
C33 C 0.2093(5) 0.7880(4) 0.2701(3) 0.0499(11) Uani 1 1 d . . .
H33A H 0.1463 0.8255 0.2200 0.060 Uiso 1 1 calc R . .
C34 C 0.2639(5) 0.8458(5) 0.3206(4) 0.0650(15) Uani 1 1 d . . .
H34A H 0.2398 0.9226 0.3040 0.078 Uiso 1 1 calc R . .
C35 C 0.3522(6) 0.7926(6) 0.3938(5) 0.080(2) Uani 1 1 d . . .
H35A H 0.3874 0.8321 0.4296 0.096 Uiso 1 1 calc R . .
C36 C 0.3901(5) 0.6813(6) 0.4157(4) 0.0717(17) Uani 1 1 d . . .
H36A H 0.4525 0.6442 0.4663 0.086 Uiso 1 1 calc R . .
C37 C 0.3381(5) 0.6237(4) 0.3650(3) 0.0579(13) Uani 1 1 d . . .
H37A H 0.3657 0.5470 0.3801 0.069 Uiso 1 1 calc R . .
C38 C 0.2457(5) 0.6770(4) 0.2919(3) 0.0460(10) Uani 1 1 d . . .
C39 C 0.1910(7) 0.6148(4) 0.2348(5) 0.084(2) Uani 1 1 d . . .
H39A H 0.1275 0.6652 0.1865 0.126 Uiso 1 1 calc R . .
H39B H 0.1448 0.5655 0.2741 0.126 Uiso 1 1 calc R . .
H39C H 0.2649 0.5729 0.2064 0.126 Uiso 1 1 calc 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
Pd P2 2.2568(8) . ?
Pd P1 2.2629(8) . ?
Pd Cl 2.4228(7) 2_676 ?
Pd Cl 2.4262(7) . ?
Cl Pd 2.4228(7) 2_676 ?
S1 C4 1.718(3) . ?
S1 C1 1.728(3) . ?
S2 C17 1.721(3) . ?
S2 C20 1.728(3) . ?
P1 O1 1.548(2) . ?
P1 C1 1.799(3) . ?
P1 C13 1.862(3) . ?
P2 O2 1.545(2) . ?
P2 C17 1.798(3) . ?
P2 C29 1.859(4) . ?
O1 H1A 0.8400 . ?
N1 C12 1.384(4) . ?
N1 C5 1.396(4) . ?
N1 C4 1.407(4) . ?
N2 C21 1.393(4) . ?
N2 C20 1.396(4) . ?
N2 C28 1.395(4) . ?
C1 C2 1.367(4) . ?
C2 C3 1.420(4) . ?
C2 H2B 0.9500 . ?
C3 C4 1.367(5) . ?
C3 H3A 0.9500 . ?
C5 C6 1.386(5) . ?
C5 C10 1.395(5) . ?
C6 C7 1.389(5) . ?
C6 H6A 0.9500 . ?
C7 C8 1.402(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.356(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.398(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.438(5) . ?
C11 C12 1.348(5) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C15 1.508(5) . ?
C13 C16 1.525(5) . ?
C13 C14 1.531(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.370(5) . ?
C18 C19 1.406(5) . ?
C18 H18A 0.9500 . ?
C19 C20 1.354(5) . ?
C19 H19A 0.9500 . ?
C21 C22 1.385(5) . ?
C21 C26 1.400(5) . ?
C22 C23 1.374(5) . ?
C22 H22A 0.9500 . ?
C23 C24 1.398(5) . ?
C23 H23A 0.9500 . ?
C24 C25 1.365(5) . ?
C24 H24A 0.9500 . ?
C25 C26 1.403(5) . ?
C25 H25A 0.9500 . ?
C26 C27 1.444(5) . ?
C27 C28 1.347(5) . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
C29 C31 1.513(6) . ?
C29 C30 1.522(6) . ?
C29 C32 1.525(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C38 1.373(6) . ?
C33 C34 1.388(7) . ?
C33 H33A 0.9500 . ?
C34 C35 1.363(8) . ?
C34 H34A 0.9500 . ?
C35 C36 1.377(9) . ?
C35 H35A 0.9500 . ?
C36 C37 1.373(8) . ?
C36 H36A 0.9500 . ?
C37 C38 1.386(6) . ?
C37 H37A 0.9500 . ?
C38 C39 1.500(7) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P2 Pd P1 91.61(3) . . ?
P2 Pd Cl 93.16(3) . 2_676 ?
P1 Pd Cl 173.37(3) . 2_676 ?
P2 Pd Cl 171.63(3) . . ?
P1 Pd Cl 94.09(3) . . ?
Cl Pd Cl 81.68(3) 2_676 . ?
Pd Cl Pd 98.32(3) 2_676 . ?
C4 S1 C1 91.36(16) . . ?
C17 S2 C20 91.65(16) . . ?
O1 P1 C1 101.74(14) . . ?
O1 P1 C13 104.52(15) . . ?
C1 P1 C13 108.16(15) . . ?
O1 P1 Pd 118.00(10) . . ?
C1 P1 Pd 111.54(11) . . ?
C13 P1 Pd 111.98(11) . . ?
O2 P2 C17 102.32(14) . . ?
O2 P2 C29 104.24(16) . . ?
C17 P2 C29 108.52(18) . . ?
O2 P2 Pd 117.79(9) . . ?
C17 P2 Pd 112.50(11) . . ?
C29 P2 Pd 110.70(13) . . ?
P1 O1 H1A 109.5 . . ?
C12 N1 C5 108.0(3) . . ?
C12 N1 C4 124.9(3) . . ?
C5 N1 C4 126.8(3) . . ?
C21 N2 C20 125.6(3) . . ?
C21 N2 C28 108.5(3) . . ?
C20 N2 C28 125.9(3) . . ?
C2 C1 S1 111.4(2) . . ?
C2 C1 P1 134.2(3) . . ?
S1 C1 P1 114.38(17) . . ?
C1 C2 C3 113.0(3) . . ?
C1 C2 H2B 123.5 . . ?
C3 C2 H2B 123.5 . . ?
C4 C3 C2 112.0(3) . . ?
C4 C3 H3A 124.0 . . ?
C2 C3 H3A 124.0 . . ?
C3 C4 N1 128.7(3) . . ?
C3 C4 S1 112.3(3) . . ?
N1 C4 S1 119.0(3) . . ?
C6 C5 C10 123.2(3) . . ?
C6 C5 N1 129.3(3) . . ?
C10 C5 N1 107.5(3) . . ?
C5 C6 C7 116.2(4) . . ?
C5 C6 H6A 121.9 . . ?
C7 C6 H6A 121.9 . . ?
C6 C7 C8 121.4(4) . . ?
C6 C7 H7A 119.3 . . ?
C8 C7 H7A 119.3 . . ?
C9 C8 C7 121.3(4) . . ?
C9 C8 H8A 119.4 . . ?
C7 C8 H8A 119.4 . . ?
C8 C9 C10 119.1(4) . . ?
C8 C9 H9A 120.4 . . ?
C10 C9 H9A 120.4 . . ?
C5 C10 C9 118.8(4) . . ?
C5 C10 C11 107.1(3) . . ?
C9 C10 C11 134.0(4) . . ?
C12 C11 C10 107.2(3) . . ?
C12 C11 H11A 126.4 . . ?
C10 C11 H11A 126.4 . . ?
C11 C12 N1 110.1(3) . . ?
C11 C12 H12A 125.0 . . ?
N1 C12 H12A 125.0 . . ?
C15 C13 C16 110.0(3) . . ?
C15 C13 C14 109.9(3) . . ?
C16 C13 C14 108.9(3) . . ?
C15 C13 P1 113.5(2) . . ?
C16 C13 P1 108.0(2) . . ?
C14 C13 P1 106.3(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 S2 110.4(3) . . ?
C18 C17 P2 121.1(3) . . ?
S2 C17 P2 128.44(19) . . ?
C17 C18 C19 113.9(3) . . ?
C17 C18 H18A 123.1 . . ?
C19 C18 H18A 123.1 . . ?
C20 C19 C18 112.3(3) . . ?
C20 C19 H19A 123.9 . . ?
C18 C19 H19A 123.9 . . ?
C19 C20 N2 127.0(3) . . ?
C19 C20 S2 111.8(3) . . ?
N2 C20 S2 121.2(3) . . ?
C22 C21 N2 130.1(3) . . ?
C22 C21 C26 122.5(3) . . ?
N2 C21 C26 107.4(3) . . ?
C23 C22 C21 117.5(3) . . ?
C23 C22 H22A 121.2 . . ?
C21 C22 H22A 121.2 . . ?
C22 C23 C24 121.0(4) . . ?
C22 C23 H23A 119.5 . . ?
C24 C23 H23A 119.5 . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24A 119.3 . . ?
C23 C24 H24A 119.3 . . ?
C24 C25 C26 118.9(3) . . ?
C24 C25 H25A 120.6 . . ?
C26 C25 H25A 120.6 . . ?
C21 C26 C25 118.6(3) . . ?
C21 C26 C27 107.0(3) . . ?
C25 C26 C27 134.4(4) . . ?
C28 C27 C26 107.7(3) . . ?
C28 C27 H27A 126.2 . . ?
C26 C27 H27A 126.2 . . ?
C27 C28 N2 109.5(3) . . ?
C27 C28 H28A 125.3 . . ?
N2 C28 H28A 125.3 . . ?
C31 C29 C30 109.7(4) . . ?
C31 C29 C32 109.3(4) . . ?
C30 C29 C32 110.6(4) . . ?
C31 C29 P2 106.9(3) . . ?
C30 C29 P2 105.2(3) . . ?
C32 C29 P2 115.0(3) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C38 C33 C34 120.5(5) . . ?
C38 C33 H33A 119.7 . . ?
C34 C33 H33A 119.7 . . ?
C35 C34 C33 120.1(5) . . ?
C35 C34 H34A 119.9 . . ?
C33 C34 H34A 119.9 . . ?
C34 C35 C36 119.7(5) . . ?
C34 C35 H35A 120.2 . . ?
C36 C35 H35A 120.2 . . ?
C37 C36 C35 120.4(6) . . ?
C37 C36 H36A 119.8 . . ?
C35 C36 H36A 119.8 . . ?
C36 C37 C38 120.3(5) . . ?
C36 C37 H37A 119.8 . . ?
C38 C37 H37A 119.8 . . ?
C33 C38 C37 118.9(5) . . ?
C33 C38 C39 120.4(5) . . ?
C37 C38 C39 120.7(5) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        72.40
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_ctw05
_database_code_depnum_ccdc_archive 'CCDC 1403223'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C64 H70 Br2 N4 O4 P4 Pd2 S4'
_chemical_formula_sum            'C64 H70 Br2 N4 O4 P4 Pd2 S4'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            brown

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         1583.98

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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

_cell_length_a                   12.9948(9)
_cell_length_b                   32.593(2)
_cell_length_c                   8.0889(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.090(6)
_cell_angle_gamma                90.00
_cell_volume                     3307.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3196
_cell_measurement_theta_min      3.1980
_cell_measurement_theta_max      28.1360
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1600
_exptl_absorpt_coefficient_mu    2.024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81043
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16601
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_sigmaI/netI    0.1111
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         29.13
_reflns_number_total             7677
_reflns_number_gt                5663
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0001P)²+153.8935P] 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         7677
_refine_ls_number_parameters     374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1914
_refine_ls_R_factor_gt           0.1621
_refine_ls_wR_factor_ref         0.3409
_refine_ls_wR_factor_gt          0.3286
_refine_ls_goodness_of_fit_ref   1.335
_refine_ls_restrained_S_all      1.335
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd Pd 0.61828(10) 0.47981(4) 0.67281(16) 0.0230(3) Uani 1 1 d . . .
Br Br 0.45287(15) 0.45191(5) 0.4631(3) 0.0372(5) Uani 1 1 d . . .
S1 S 0.5979(4) 0.36777(15) 1.0031(6) 0.0350(11) Uani 1 1 d . . .
S2 S 0.7892(4) 0.59160(14) 0.6876(7) 0.0361(11) Uani 1 1 d . . .
P1 P 0.6840(3) 0.41604(12) 0.7645(5) 0.0201(8) Uani 1 1 d . . .
P2 P 0.7571(4) 0.50909(13) 0.8749(5) 0.0245(9) Uani 1 1 d . . .
O1 O 0.7663(10) 0.4137(4) 0.9395(14) 0.030(3) Uani 1 1 d . . .
H1A H 0.8077 0.4339 0.9509 0.05(7) Uiso 1 1 calc R . .
O2 O 0.8426(10) 0.4805(4) 0.9728(15) 0.032(3) Uani 1 1 d . . .
N1 N 0.4643(15) 0.3140(5) 1.085(2) 0.045(4) Uani 1 1 d . . .
N2 N 0.9354(12) 0.6377(5) 0.586(2) 0.036(4) Uani 1 1 d . . .
C1 C 0.5805(13) 0.3817(5) 0.791(2) 0.026(4) Uani 1 1 d . . .
C2 C 0.4921(17) 0.3624(5) 0.685(2) 0.037(4) Uani 1 1 d . . .
H2A H 0.4683 0.3668 0.5646 0.044 Uiso 1 1 calc R . .
C3 C 0.4405(16) 0.3347(5) 0.780(2) 0.035(4) Uani 1 1 d . . .
H3A H 0.3790 0.3186 0.7311 0.042 Uiso 1 1 calc R . .
C4 C 0.4946(16) 0.3353(5) 0.951(2) 0.031(4) Uani 1 1 d . . .
C5 C 0.540(2) 0.2965(7) 1.227(3) 0.052(6) Uani 1 1 d . . .
H5A H 0.6152 0.2957 1.2410 0.062 Uiso 1 1 calc R . .
C6 C 0.488(2) 0.2809(7) 1.342(3) 0.053(6) Uani 1 1 d . . .
H6A H 0.5197 0.2677 1.4484 0.064 Uiso 1 1 calc R . .
C7 C 0.3749(19) 0.2889(6) 1.267(3) 0.046(5) Uani 1 1 d . . .
C8 C 0.3672(19) 0.3097(6) 1.115(2) 0.044(5) Uani 1 1 d . . .
C9 C 0.2696(16) 0.3219(6) 1.012(3) 0.041(5) Uani 1 1 d . . .
H9A H 0.2643 0.3355 0.9061 0.049 Uiso 1 1 calc R . .
C10 C 0.178(2) 0.3134(6) 1.070(3) 0.056(6) Uani 1 1 d . . .
H10A H 0.1089 0.3217 1.0046 0.067 Uiso 1 1 calc R . .
C11 C 0.191(2) 0.2916(7) 1.230(3) 0.058(6) Uani 1 1 d . . .
H11A H 0.1296 0.2853 1.2682 0.069 Uiso 1 1 calc R . .
C12 C 0.291(2) 0.2794(7) 1.333(3) 0.059(7) Uani 1 1 d . . .
H12A H 0.2998 0.2657 1.4393 0.071 Uiso 1 1 calc R . .
C13 C 0.7478(17) 0.3926(6) 0.606(3) 0.040(5) Uani 1 1 d . . .
C14 C 0.6803(18) 0.3935(7) 0.424(2) 0.050(6) Uani 1 1 d . . .
H14A H 0.7193 0.3807 0.3488 0.075 Uiso 1 1 calc R . .
H14B H 0.6638 0.4221 0.3882 0.075 Uiso 1 1 calc R . .
H14C H 0.6138 0.3785 0.4155 0.075 Uiso 1 1 calc R . .
C15 C 0.8481(17) 0.4178(7) 0.616(3) 0.048(6) Uani 1 1 d . . .
H15A H 0.8853 0.4069 0.5346 0.073 Uiso 1 1 calc R . .
H15B H 0.8950 0.4164 0.7322 0.073 Uiso 1 1 calc R . .
H15C H 0.8282 0.4465 0.5870 0.073 Uiso 1 1 calc R . .
C16 C 0.7791(19) 0.3472(6) 0.668(3) 0.049(6) Uani 1 1 d . . .
H16A H 0.8131 0.3337 0.5879 0.073 Uiso 1 1 calc R . .
H16B H 0.7148 0.3320 0.6727 0.073 Uiso 1 1 calc R . .
H16C H 0.8288 0.3478 0.7824 0.073 Uiso 1 1 calc R . .
C17 C 0.8319(16) 0.5449(6) 0.786(2) 0.038(3) Uani 1 1 d . . .
C18 C 0.9357(16) 0.5386(6) 0.803(2) 0.038(3) Uani 1 1 d . . .
H18A H 0.9727 0.5150 0.8574 0.045 Uiso 1 1 calc R . .
C19 C 0.9865(15) 0.5712(6) 0.731(2) 0.039(5) Uani 1 1 d . . .
H19A H 1.0598 0.5721 0.7325 0.046 Uiso 1 1 calc R . .
C20 C 0.9123(18) 0.6007(6) 0.661(2) 0.044(5) Uani 1 1 d . . .
C21 C 0.869(2) 0.6535(7) 0.433(3) 0.057(7) Uani 1 1 d . . .
H21A H 0.8075 0.6399 0.3649 0.068 Uiso 1 1 calc R . .
C22 C 0.904(3) 0.6898(7) 0.398(3) 0.070(8) Uani 1 1 d . . .
H22A H 0.8716 0.7071 0.3037 0.084 Uiso 1 1 calc R . .
C23 C 1.0027(17) 0.6983(6) 0.532(2) 0.038(5) Uani 1 1 d . . .
C24 C 1.0193(15) 0.6650(6) 0.647(2) 0.036(4) Uani 1 1 d . . .
C25 C 1.1048(14) 0.6628(6) 0.796(2) 0.033(4) Uani 1 1 d . . .
H25A H 1.1154 0.6398 0.8700 0.040 Uiso 1 1 calc R . .
C26 C 1.1728(16) 0.6966(6) 0.826(3) 0.042(5) Uani 1 1 d . . .
H26A H 1.2297 0.6973 0.9274 0.050 Uiso 1 1 calc R . .
C27 C 1.1595(16) 0.7299(6) 0.710(3) 0.043(5) Uani 1 1 d . . .
H27A H 1.2099 0.7517 0.7306 0.051 Uiso 1 1 calc R . .
C28 C 1.0760(16) 0.7311(6) 0.570(3) 0.039(5) Uani 1 1 d . . .
H28A H 1.0665 0.7541 0.4956 0.047 Uiso 1 1 calc R . .
C29 C 0.7051(17) 0.5351(6) 1.046(3) 0.043(5) Uani 1 1 d . . .
C30 C 0.6627(19) 0.4998(6) 1.135(3) 0.047(5) Uani 1 1 d . . .
H30A H 0.6340 0.5108 1.2262 0.071 Uiso 1 1 calc R . .
H30B H 0.7208 0.4807 1.1836 0.071 Uiso 1 1 calc R . .
H30C H 0.6062 0.4854 1.0510 0.071 Uiso 1 1 calc R . .
C31 C 0.6176(18) 0.5671(7) 0.977(3) 0.053(6) Uani 1 1 d . . .
H31A H 0.5950 0.5792 1.0733 0.079 Uiso 1 1 calc R . .
H31B H 0.5565 0.5539 0.8985 0.079 Uiso 1 1 calc R . .
H31C H 0.6454 0.5888 0.9168 0.079 Uiso 1 1 calc R . .
C32 C 0.806(2) 0.5532(8) 1.174(3) 0.063(7) Uani 1 1 d . . .
H32A H 0.7853 0.5673 1.2673 0.094 Uiso 1 1 calc R . .
H32B H 0.8411 0.5727 1.1141 0.094 Uiso 1 1 calc R . .
H32C H 0.8557 0.5309 1.2214 0.094 Uiso 1 1 calc 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
Pd P1 2.296(4) . ?
Pd P2 2.302(5) . ?
Pd Br 2.535(2) . ?
Pd Br 2.547(2) 3_666 ?
Br Pd 2.547(2) 3_666 ?
S1 C4 1.675(19) . ?
S1 C1 1.730(17) . ?
S2 C20 1.70(2) . ?
S2 C17 1.74(2) . ?
P1 O1 1.538(12) . ?
P1 C1 1.806(17) . ?
P1 C13 1.861(18) . ?
P2 O2 1.507(13) . ?
P2 C17 1.785(17) . ?
P2 C29 1.891(19) . ?
O1 H1A 0.8400 . ?
N1 C8 1.35(3) . ?
N1 C5 1.43(3) . ?
N1 C4 1.43(2) . ?
N2 C24 1.39(2) . ?
N2 C21 1.41(2) . ?
N2 C20 1.42(2) . ?
C1 C2 1.39(2) . ?
C2 C3 1.46(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.38(2) . ?
C3 H3A 0.9500 . ?
C5 C6 1.38(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.47(3) . ?
C6 H6A 0.9500 . ?
C7 C12 1.37(3) . ?
C7 C8 1.38(3) . ?
C8 C9 1.38(3) . ?
C9 C10 1.42(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.45(3) . ?
C10 H10A 0.9500 . ?
C11 C12 1.40(4) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.51(3) . ?
C13 C15 1.53(3) . ?
C13 C16 1.58(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.34(3) . ?
C18 C19 1.45(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.38(3) . ?
C19 H19A 0.9500 . ?
C21 C22 1.33(3) . ?
C21 H21A 0.9500 . ?
C22 C23 1.48(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.41(2) . ?
C23 C28 1.41(3) . ?
C24 C25 1.41(3) . ?
C25 C26 1.39(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.42(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.35(3) . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
C29 C30 1.53(3) . ?
C29 C31 1.54(3) . ?
C29 C32 1.56(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Pd P2 89.37(16) . . ?
P1 Pd Br 94.06(12) . . ?
P2 Pd Br 174.19(14) . . ?
P1 Pd Br 173.36(13) . 3_666 ?
P2 Pd Br 94.22(12) . 3_666 ?
Br Pd Br 82.84(7) . 3_666 ?
Pd Br Pd 97.16(7) . 3_666 ?
C4 S1 C1 91.5(8) . . ?
C20 S2 C17 90.7(10) . . ?
O1 P1 C1 102.7(7) . . ?
O1 P1 C13 106.6(9) . . ?
C1 P1 C13 107.8(9) . . ?
O1 P1 Pd 117.0(5) . . ?
C1 P1 Pd 112.0(5) . . ?
C13 P1 Pd 110.2(7) . . ?
O2 P2 C17 102.2(9) . . ?
O2 P2 C29 104.3(9) . . ?
C17 P2 C29 109.6(9) . . ?
O2 P2 Pd 116.9(5) . . ?
C17 P2 Pd 113.2(6) . . ?
C29 P2 Pd 110.0(7) . . ?
P1 O1 H1A 109.5 . . ?
C8 N1 C5 107.2(17) . . ?
C8 N1 C4 129.9(18) . . ?
C5 N1 C4 122.5(18) . . ?
C24 N2 C21 109.0(16) . . ?
C24 N2 C20 128.7(16) . . ?
C21 N2 C20 122.3(17) . . ?
C2 C1 S1 111.7(13) . . ?
C2 C1 P1 136.5(13) . . ?
S1 C1 P1 111.8(10) . . ?
C1 C2 C3 111.8(16) . . ?
C1 C2 H2A 124.1 . . ?
C3 C2 H2A 124.1 . . ?
C4 C3 C2 109.6(17) . . ?
C4 C3 H3A 125.2 . . ?
C2 C3 H3A 125.2 . . ?
C3 C4 N1 125.9(18) . . ?
C3 C4 S1 115.3(13) . . ?
N1 C4 S1 118.5(13) . . ?
C6 C5 N1 109(2) . . ?
C6 C5 H5A 125.3 . . ?
N1 C5 H5A 125.3 . . ?
C5 C6 C7 106(2) . . ?
C5 C6 H6A 127.2 . . ?
C7 C6 H6A 127.2 . . ?
C12 C7 C8 125(2) . . ?
C12 C7 C6 128(2) . . ?
C8 C7 C6 106.8(19) . . ?
N1 C8 C7 111(2) . . ?
N1 C8 C9 127.7(18) . . ?
C7 C8 C9 121(2) . . ?
C8 C9 C10 118(2) . . ?
C8 C9 H9A 121.2 . . ?
C10 C9 H9A 121.2 . . ?
C9 C10 C11 118(2) . . ?
C9 C10 H10A 120.8 . . ?
C11 C10 H10A 120.8 . . ?
C12 C11 C10 123(2) . . ?
C12 C11 H11A 118.5 . . ?
C10 C11 H11A 118.5 . . ?
C7 C12 C11 114(2) . . ?
C7 C12 H12A 122.8 . . ?
C11 C12 H12A 122.8 . . ?
C14 C13 C15 108.1(17) . . ?
C14 C13 C16 111.5(17) . . ?
C15 C13 C16 110.0(19) . . ?
C14 C13 P1 114.5(14) . . ?
C15 C13 P1 105.7(13) . . ?
C16 C13 P1 106.9(13) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 S2 112.1(14) . . ?
C18 C17 P2 119.9(16) . . ?
S2 C17 P2 127.9(13) . . ?
C17 C18 C19 113.4(19) . . ?
C17 C18 H18A 123.3 . . ?
C19 C18 H18A 123.3 . . ?
C20 C19 C18 109.6(18) . . ?
C20 C19 H19A 125.2 . . ?
C18 C19 H19A 125.2 . . ?
C19 C20 N2 124.6(19) . . ?
C19 C20 S2 114.1(14) . . ?
N2 C20 S2 121.0(16) . . ?
C22 C21 N2 110(2) . . ?
C22 C21 H21A 124.8 . . ?
N2 C21 H21A 124.8 . . ?
C21 C22 C23 107(2) . . ?
C21 C22 H22A 126.7 . . ?
C23 C22 H22A 126.7 . . ?
C24 C23 C28 117.6(19) . . ?
C24 C23 C22 107.4(18) . . ?
C28 C23 C22 135.0(19) . . ?
N2 C24 C23 106.6(17) . . ?
N2 C24 C25 129.8(17) . . ?
C23 C24 C25 123.6(18) . . ?
C26 C25 C24 115.7(18) . . ?
C26 C25 H25A 122.2 . . ?
C24 C25 H25A 122.2 . . ?
C25 C26 C27 122(2) . . ?
C25 C26 H26A 119.1 . . ?
C27 C26 H26A 119.1 . . ?
C28 C27 C26 121(2) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C27 C28 C23 121(2) . . ?
C27 C28 H28A 119.7 . . ?
C23 C28 H28A 119.7 . . ?
C30 C29 C31 110.8(18) . . ?
C30 C29 C32 108.3(19) . . ?
C31 C29 C32 113.6(18) . . ?
C30 C29 P2 104.3(13) . . ?
C31 C29 P2 114.4(15) . . ?
C32 C29 P2 104.8(14) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.863
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.079
_refine_diff_density_min         -2.376
_refine_diff_density_rms         0.223

####################################################################### 
# 
# 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_ctw5
_database_code_depnum_ccdc_archive 'CCDC 1403224'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C30 H32 O3'
_chemical_formula_sum            'C30 H32 O3'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         440.56

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'
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   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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

_cell_length_a                   9.6012(6)
_cell_length_b                   13.4753(10)
_cell_length_c                   18.3926(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.323(6)
_cell_angle_gamma                90.00
_cell_volume                     2372.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2360
_cell_measurement_theta_min      3.3240
_cell_measurement_theta_max      28.9140
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99001
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10700
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         29.31
_reflns_number_total             5461
_reflns_number_gt                4069
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0859P)²+2.2638P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5461
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0671
_refine_ls_wR_factor_ref         0.1842
_refine_ls_wR_factor_gt          0.1655
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
O1 O 0.51773(15) 0.84494(11) 0.02606(8) 0.0207(3) Uani 1 1 d . . .
O2 O 0.55359(17) 0.51928(11) 0.26787(8) 0.0264(4) Uani 1 1 d . . .
O3 O 1.05746(18) 0.48504(16) 0.09500(13) 0.0522(6) Uani 1 1 d . . .
C1 C 0.5080(2) 0.75295(15) 0.05862(10) 0.0169(4) Uani 1 1 d . . .
C2 C 0.3811(2) 0.70440(16) 0.06068(11) 0.0207(4) Uani 1 1 d . . .
H2A H 0.2978 0.7350 0.0405 0.025 Uiso 1 1 calc R . .
C3 C 0.3758(2) 0.61105(16) 0.09227(11) 0.0212(4) Uani 1 1 d . . .
H3A H 0.2884 0.5786 0.0946 0.025 Uiso 1 1 calc R . .
C4 C 0.4973(2) 0.56490(15) 0.12051(10) 0.0175(4) Uani 1 1 d . . .
C5 C 0.6267(2) 0.61384(15) 0.11820(10) 0.0162(4) Uani 1 1 d . . .
C6 C 0.6338(2) 0.71080(15) 0.08960(10) 0.0170(4) Uani 1 1 d . . .
C7 C 0.3963(2) 0.88102(17) -0.01507(12) 0.0249(5) Uani 1 1 d . . .
H7A H 0.4161 0.9463 -0.0353 0.037 Uiso 1 1 calc R . .
H7B H 0.3193 0.8867 0.0168 0.037 Uiso 1 1 calc R . .
H7C H 0.3701 0.8348 -0.0549 0.037 Uiso 1 1 calc R . .
C8 C 0.4856(2) 0.46185(15) 0.14976(11) 0.0173(4) Uani 1 1 d . . .
C9 C 0.4425(2) 0.38437(16) 0.10333(11) 0.0200(4) Uani 1 1 d . . .
H9A H 0.4215 0.3977 0.0530 0.024 Uiso 1 1 calc R . .
C10 C 0.4295(2) 0.28795(16) 0.12893(12) 0.0226(4) Uani 1 1 d . . .
H10A H 0.4008 0.2360 0.0963 0.027 Uiso 1 1 calc R . .
C11 C 0.4588(2) 0.26824(16) 0.20238(12) 0.0235(4) Uani 1 1 d . . .
H11A H 0.4500 0.2025 0.2201 0.028 Uiso 1 1 calc R . .
C12 C 0.5007(2) 0.34375(16) 0.25006(12) 0.0233(4) Uani 1 1 d . . .
H12A H 0.5209 0.3299 0.3004 0.028 Uiso 1 1 calc R . .
C13 C 0.5133(2) 0.44033(15) 0.22403(11) 0.0192(4) Uani 1 1 d . . .
C14 C 0.6204(3) 0.49682(19) 0.33748(12) 0.0349(6) Uani 1 1 d . . .
H14A H 0.6444 0.5586 0.3635 0.052 Uiso 1 1 calc R . .
H14B H 0.7056 0.4587 0.3314 0.052 Uiso 1 1 calc R . .
H14C H 0.5571 0.4576 0.3655 0.052 Uiso 1 1 calc R . .
C15 C 0.7578(2) 0.55615(15) 0.14247(11) 0.0198(4) Uani 1 1 d . . .
H15A H 0.7377 0.5109 0.1827 0.024 Uiso 1 1 calc R . .
H15B H 0.8316 0.6030 0.1611 0.024 Uiso 1 1 calc R . .
C16 C 0.8111(2) 0.49523(18) 0.07920(12) 0.0260(5) Uani 1 1 d . . .
H16A H 0.7406 0.4449 0.0626 0.031 Uiso 1 1 calc R . .
H16B H 0.8264 0.5396 0.0376 0.031 Uiso 1 1 calc R . .
C17 C 0.9469(2) 0.44434(19) 0.10467(13) 0.0300(5) Uani 1 1 d . . .
C18 C 0.9452(2) 0.34743(18) 0.14369(12) 0.0264(5) Uani 1 1 d . . .
C19 C 1.0729(2) 0.3035(2) 0.16664(13) 0.0328(6) Uani 1 1 d . . .
H19A H 1.1576 0.3359 0.1574 0.039 Uiso 1 1 calc R . .
C20 C 1.0772(3) 0.2139(2) 0.20243(15) 0.0409(7) Uani 1 1 d . . .
H20A H 1.1647 0.1844 0.2171 0.049 Uiso 1 1 calc R . .
C21 C 0.9545(3) 0.1665(2) 0.21720(17) 0.0446(7) Uani 1 1 d . . .
H21A H 0.9580 0.1048 0.2423 0.053 Uiso 1 1 calc R . .
C22 C 0.8268(3) 0.2091(2) 0.19544(17) 0.0432(7) Uani 1 1 d . . .
H22A H 0.7425 0.1767 0.2056 0.052 Uiso 1 1 calc R . .
C23 C 0.8222(2) 0.29907(19) 0.15874(14) 0.0335(6) Uani 1 1 d . . .
H23A H 0.7345 0.3280 0.1437 0.040 Uiso 1 1 calc R . .
C24 C 0.7742(2) 0.76442(16) 0.09339(11) 0.0204(4) Uani 1 1 d . C .
H24A H 0.831(2) 0.7304(19) 0.1313(13) 0.024(6) Uiso 1 1 d . . .
C25 C 0.7803(3) 0.8764(2) 0.1132(2) 0.0542(9) Uani 1 1 d . . .
C27 C 1.0307(3) 0.8683(2) 0.08802(14) 0.0368(6) Uani 1 1 d . . .
C29 C 0.8566(4) 0.7619(3) 0.02495(18) 0.0732(13) Uani 1 1 d . . .
H29A H 0.8262 0.7130 -0.0139 0.088 Uiso 1 1 calc R A 1
C30 C 0.8289(3) 0.8900(2) 0.00495(16) 0.0460(8) Uani 1 1 d . C .
H30A H 0.8848 0.9140 -0.0346 0.055 Uiso 1 1 calc R B 1
H30B H 0.7290 0.9065 -0.0061 0.055 Uiso 1 1 calc R B 1
C26 C 0.8806(4) 0.9229(3) 0.0740(2) 0.0280(10) Uani 0.615(5) 1 d P C 1
H26A H 0.8840 0.9967 0.0794 0.034 Uiso 0.615(5) 1 calc PR C 1
C28 C 1.0038(4) 0.7713(3) 0.0437(2) 0.0330(11) Uani 0.615(5) 1 d P C 1
H28A H 1.0546 0.7734 -0.0011 0.040 Uiso 0.615(5) 1 calc PR C 1
H28B H 1.0378 0.7135 0.0731 0.040 Uiso 0.615(5) 1 calc PR C 1
C26' C 0.9288(7) 0.9048(5) 0.1378(4) 0.0339(17) Uani 0.385(5) 1 d P C 2
H26B H 0.9356 0.9780 0.1411 0.041 Uiso 0.385(5) 1 calc PR C 2
H26C H 0.9526 0.8774 0.1871 0.041 Uiso 0.385(5) 1 calc PR C 2
C28' C 0.9530(6) 0.8322(5) 0.0190(3) 0.0296(16) Uani 0.385(5) 1 d P C 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
O1 C1 1.383(2) . ?
O1 C7 1.427(2) . ?
O2 C13 1.373(2) . ?
O2 C14 1.421(3) . ?
O3 C17 1.220(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.415(3) . ?
C2 C3 1.388(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.388(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.411(3) . ?
C4 C8 1.496(3) . ?
C5 C6 1.412(3) . ?
C5 C15 1.518(3) . ?
C6 C24 1.526(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.392(3) . ?
C8 C13 1.402(3) . ?
C9 C10 1.391(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.385(3) . ?
C10 H10A 0.9500 . ?
C11 C12 1.383(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.395(3) . ?
C12 H12A 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.543(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.515(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.491(4) . ?
C18 C23 1.395(3) . ?
C18 C19 1.398(3) . ?
C19 C20 1.374(4) . ?
C19 H19A 0.9500 . ?
C20 C21 1.385(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.387(4) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 C29 1.537(3) . ?
C24 C25 1.552(3) . ?
C24 H24A 0.97(2) . ?
C25 C26 1.395(5) . ?
C25 C26' 1.512(7) . ?
C27 C26' 1.474(7) . ?
C27 C28' 1.504(7) . ?
C27 C28 1.551(5) . ?
C27 C26 1.621(5) . ?
C29 C28' 1.335(7) . ?
C29 C28 1.434(5) . ?
C29 C30 1.781(6) . ?
C29 H29A 1.0000 . ?
C30 C26 1.400(5) . ?
C30 C28' 1.431(7) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C26 H26A 1.0000 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C26' H26B 0.9900 . ?
C26' H26C 0.9900 . ?

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
C1 O1 C7 117.14(16) . . ?
C13 O2 C14 116.90(17) . . ?
O1 C1 C2 121.53(17) . . ?
O1 C1 C6 116.80(17) . . ?
C2 C1 C6 121.67(18) . . ?
C1 C2 C3 119.97(18) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 120.40(19) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C3 C4 C5 119.80(18) . . ?
C3 C4 C8 117.83(18) . . ?
C5 C4 C8 122.32(17) . . ?
C4 C5 C6 120.76(17) . . ?
C4 C5 C15 117.70(17) . . ?
C6 C5 C15 121.41(17) . . ?
C5 C6 C1 117.23(17) . . ?
C5 C6 C24 119.25(17) . . ?
C1 C6 C24 123.52(18) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 117.93(18) . . ?
C9 C8 C4 120.16(17) . . ?
C13 C8 C4 121.89(18) . . ?
C8 C9 C10 121.55(19) . . ?
C8 C9 H9A 119.2 . . ?
C10 C9 H9A 119.2 . . ?
C11 C10 C9 119.52(19) . . ?
C11 C10 H10A 120.2 . . ?
C9 C10 H10A 120.2 . . ?
C12 C11 C10 120.4(2) . . ?
C12 C11 H11A 119.8 . . ?
C10 C11 H11A 119.8 . . ?
C11 C12 C13 119.81(19) . . ?
C11 C12 H12A 120.1 . . ?
C13 C12 H12A 120.1 . . ?
O2 C13 C12 123.31(18) . . ?
O2 C13 C8 115.87(18) . . ?
C12 C13 C8 120.82(19) . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C15 C16 111.45(16) . . ?
C5 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
C5 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 109.52(17) . . ?
C17 C16 H16A 109.8 . . ?
C15 C16 H16A 109.8 . . ?
C17 C16 H16B 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
O3 C17 C18 120.3(2) . . ?
O3 C17 C16 119.3(2) . . ?
C18 C17 C16 120.3(2) . . ?
C23 C18 C19 118.6(2) . . ?
C23 C18 C17 123.0(2) . . ?
C19 C18 C17 118.4(2) . . ?
C20 C19 C18 120.7(2) . . ?
C20 C19 H19A 119.6 . . ?
C18 C19 H19A 119.6 . . ?
C19 C20 C21 120.2(2) . . ?
C19 C20 H20A 119.9 . . ?
C21 C20 H20A 119.9 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21A 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C21 C22 C23 119.9(3) . . ?
C21 C22 H22A 120.1 . . ?
C23 C22 H22A 120.1 . . ?
C22 C23 C18 120.6(2) . . ?
C22 C23 H23A 119.7 . . ?
C18 C23 H23A 119.7 . . ?
C6 C24 C29 117.37(19) . . ?
C6 C24 C25 119.28(19) . . ?
C29 C24 C25 101.6(2) . . ?
C6 C24 H24A 105.1(14) . . ?
C29 C24 H24A 106.2(14) . . ?
C25 C24 H24A 106.3(15) . . ?
C26 C25 C26' 50.9(3) . . ?
C26 C25 C24 109.3(3) . . ?
C26' C25 C24 109.6(3) . . ?
C26' C27 C28' 108.8(4) . . ?
C26' C27 C28 121.0(3) . . ?
C28' C27 C28 39.8(3) . . ?
C26' C27 C26 47.5(3) . . ?
C28' C27 C26 68.5(3) . . ?
C28 C27 C26 100.8(2) . . ?
C28' C29 C28 44.0(3) . . ?
C28' C29 C24 117.1(4) . . ?
C28 C29 C24 111.1(3) . . ?
C28' C29 C30 52.3(3) . . ?
C28 C29 C30 95.3(3) . . ?
C24 C29 C30 94.0(2) . . ?
C28' C29 H29A 125.1 . . ?
C28 C29 H29A 117.4 . . ?
C24 C29 H29A 117.4 . . ?
C30 C29 H29A 117.4 . . ?
C26 C30 C28' 77.0(3) . . ?
C26 C30 C29 94.7(2) . . ?
C28' C30 C29 47.6(3) . . ?
C26 C30 H30A 112.8 . . ?
C28' C30 H30A 79.6 . . ?
C29 C30 H30A 112.8 . . ?
C26 C30 H30B 112.8 . . ?
C28' C30 H30B 160.0 . . ?
C29 C30 H30B 112.8 . . ?
H30A C30 H30B 110.2 . . ?
C25 C26 C30 96.6(3) . . ?
C25 C26 C27 110.7(3) . . ?
C30 C26 C27 104.6(3) . . ?
C25 C26 H26A 114.4 . . ?
C30 C26 H26A 114.4 . . ?
C27 C26 H26A 114.4 . . ?
C29 C28 C27 108.9(3) . . ?
C29 C28 H28A 109.9 . . ?
C27 C28 H28A 109.9 . . ?
C29 C28 H28B 109.9 . . ?
C27 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C27 C26' C25 112.6(4) . . ?
C27 C26' H26B 109.1 . . ?
C25 C26' H26B 109.1 . . ?
C27 C26' H26C 109.1 . . ?
C25 C26' H26C 109.1 . . ?
H26B C26' H26C 107.8 . . ?
C29 C28' C30 80.1(4) . . ?
C29 C28' C27 117.5(5) . . ?
C30 C28' C27 109.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.840
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.774
_refine_diff_density_min         -0.761
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_ctw6
_database_code_depnum_ccdc_archive 'CCDC 1403225'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C17 H14 O3'
_chemical_formula_sum            'C17 H14 O3'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      297(2)
_chemical_formula_weight         266.28

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'
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   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?

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                   13.233(2)
_cell_length_b                   8.0233(5)
_cell_length_c                   14.282(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.451(19)
_cell_angle_gamma                90.00
_cell_volume                     1345.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    1071
_cell_measurement_theta_min      3.0640
_cell_measurement_theta_max      25.0590
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86286
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6607
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0693
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         29.46
_reflns_number_total             3140
_reflns_number_gt                1606
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_cell_refinement       
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction        
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0698P)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         3140
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1366
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1774
_refine_ls_wR_factor_gt          0.1348
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
O1 O 0.56570(17) -0.3931(2) 0.14383(16) 0.0738(6) Uani 1 1 d . . .
O2 O 0.12997(16) -0.1045(2) 0.03870(17) 0.0677(6) Uani 1 1 d . . .
O3 O 0.12639(17) 0.0339(2) 0.17241(15) 0.0630(6) Uani 1 1 d . . .
C1 C 0.3826(2) -0.0485(3) 0.0678(2) 0.0451(6) Uani 1 1 d . . .
C2 C 0.4333(2) -0.0279(3) 0.1856(2) 0.0591(8) Uani 1 1 d . . .
H2A H 0.3750 -0.0371 0.2086 0.071 Uiso 1 1 calc R . .
H2B H 0.4704 0.0796 0.2074 0.071 Uiso 1 1 calc R . .
C3 C 0.5200(3) -0.1700(3) 0.2313(2) 0.0657(8) Uani 1 1 d . . .
H3A H 0.5960 -0.1257 0.2729 0.079 Uiso 1 1 calc R . .
H3B H 0.5013 -0.2412 0.2759 0.079 Uiso 1 1 calc R . .
C4 C 0.5135(2) -0.2659(3) 0.1387(2) 0.0518(7) Uani 1 1 d . . .
C5 C 0.4315(2) -0.1832(3) 0.0417(2) 0.0453(6) Uani 1 1 d . . .
C6 C 0.4014(2) -0.2251(3) -0.0614(2) 0.0527(7) Uani 1 1 d . . .
H6A H 0.4354 -0.3147 -0.0774 0.063 Uiso 1 1 calc R . .
C7 C 0.3199(2) -0.1306(3) -0.1396(2) 0.0573(7) Uani 1 1 d . . .
H7A H 0.2977 -0.1562 -0.2099 0.069 Uiso 1 1 calc R . .
C8 C 0.2701(2) 0.0030(3) -0.1148(2) 0.0538(7) Uani 1 1 d . . .
H8A H 0.2151 0.0654 -0.1693 0.065 Uiso 1 1 calc R . .
C9 C 0.2996(2) 0.0465(3) -0.0117(2) 0.0453(6) Uani 1 1 d . . .
C10 C 0.2468(2) 0.1955(3) 0.01137(19) 0.0441(6) Uani 1 1 d . . .
C11 C 0.2682(2) 0.3522(3) -0.0163(2) 0.0546(7) Uani 1 1 d . . .
H11A H 0.3150 0.3620 -0.0486 0.066 Uiso 1 1 calc R . .
C12 C 0.2218(2) 0.4938(3) 0.0028(2) 0.0569(7) Uani 1 1 d . . .
H12A H 0.2376 0.5974 -0.0167 0.068 Uiso 1 1 calc R . .
C13 C 0.1529(2) 0.4832(3) 0.0502(2) 0.0566(7) Uani 1 1 d . . .
H13A H 0.1212 0.5788 0.0627 0.068 Uiso 1 1 calc R . .
C14 C 0.1309(2) 0.3287(3) 0.0793(2) 0.0498(7) Uani 1 1 d . . .
H14A H 0.0850 0.3212 0.1126 0.060 Uiso 1 1 calc R . .
C15 C 0.1757(2) 0.1854(3) 0.06012(19) 0.0419(6) Uani 1 1 d . . .
C16 C 0.1428(2) 0.0222(3) 0.0876(2) 0.0474(6) Uani 1 1 d . . .
C17 C 0.0858(3) -0.1138(3) 0.2016(2) 0.0743(9) Uani 1 1 d . . .
H17A H 0.0773 -0.0917 0.2636 0.112 Uiso 1 1 calc R . .
H17B H 0.1396 -0.2026 0.2157 0.112 Uiso 1 1 calc R . .
H17C H 0.0136 -0.1456 0.1448 0.112 Uiso 1 1 calc 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
O1 C4 1.215(3) . ?
O2 C16 1.200(3) . ?
O3 C16 1.330(3) . ?
O3 C17 1.439(3) . ?
C1 C9 1.389(3) . ?
C1 C5 1.396(3) . ?
C1 C2 1.506(4) . ?
C2 C3 1.534(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.498(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.467(4) . ?
C5 C6 1.378(3) . ?
C6 C7 1.369(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.386(3) . ?
C7 H7A 0.9300 . ?
C8 C9 1.383(3) . ?
C8 H8A 0.9300 . ?
C9 C10 1.496(3) . ?
C10 C11 1.386(3) . ?
C10 C15 1.408(3) . ?
C11 C12 1.376(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.366(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.381(3) . ?
C13 H13A 0.9300 . ?
C14 C15 1.377(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.489(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C16 O3 C17 116.4(2) . . ?
C9 C1 C5 119.7(2) . . ?
C9 C1 C2 129.1(2) . . ?
C5 C1 C2 111.2(2) . . ?
C1 C2 C3 104.7(2) . . ?
C1 C2 H2A 110.8 . . ?
C3 C2 H2A 110.8 . . ?
C1 C2 H2B 110.8 . . ?
C3 C2 H2B 110.8 . . ?
H2A C2 H2B 108.9 . . ?
C4 C3 C2 106.3(2) . . ?
C4 C3 H3A 110.5 . . ?
C2 C3 H3A 110.5 . . ?
C4 C3 H3B 110.5 . . ?
C2 C3 H3B 110.5 . . ?
H3A C3 H3B 108.7 . . ?
O1 C4 C5 126.1(2) . . ?
O1 C4 C3 125.4(3) . . ?
C5 C4 C3 108.5(2) . . ?
C6 C5 C1 122.2(3) . . ?
C6 C5 C4 128.5(2) . . ?
C1 C5 C4 109.3(2) . . ?
C5 C6 C7 117.8(2) . . ?
C5 C6 H6A 121.1 . . ?
C7 C6 H6A 121.1 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 H7A 119.7 . . ?
C8 C7 H7A 119.7 . . ?
C9 C8 C7 122.2(3) . . ?
C9 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
C1 C9 C8 117.4(2) . . ?
C1 C9 C10 122.1(2) . . ?
C8 C9 C10 120.4(2) . . ?
C11 C10 C15 117.6(2) . . ?
C11 C10 C9 119.0(2) . . ?
C15 C10 C9 123.40(19) . . ?
C10 C11 C12 121.6(2) . . ?
C10 C11 H11A 119.2 . . ?
C12 C11 H11A 119.2 . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 119.1(2) . . ?
C12 C13 H13A 120.4 . . ?
C14 C13 H13A 120.4 . . ?
C15 C14 C13 121.3(2) . . ?
C15 C14 H14A 119.4 . . ?
C13 C14 H14A 119.4 . . ?
C14 C15 C10 119.9(2) . . ?
C14 C15 C16 118.5(2) . . ?
C10 C15 C16 121.6(2) . . ?
O2 C16 O3 123.5(2) . . ?
O2 C16 C15 125.0(2) . . ?
O3 C16 C15 111.6(2) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.839
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.051

