# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_201309151
_database_code_depnum_ccdc_archive 'CCDC 1038971'
_audit_update_record             
;
2014-12-12 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;
_audit_creation_date             2013-09-23
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'F6 P, C18 H23 N4'
_chemical_formula_sum            'C18 H23 F6 N4 P'
_chemical_formula_weight         440.37
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20P1F6
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   9.6098(2)
_cell_length_b                   11.4528(4)
_cell_length_c                   18.8441(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2073.98(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3210
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      71.6450
_cell_measurement_theta_min      4.5140
_exptl_absorpt_coefficient_mu    1.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7994
_diffrn_reflns_theta_full        72.38
_diffrn_reflns_theta_max         72.38
_diffrn_reflns_theta_min         4.52
_diffrn_ambient_temperature      291.15
_diffrn_detector_area_resol_mean 16.2312
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -71.00  -38.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
  2 omega  -95.00  -69.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega -113.00  -18.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -37.0000   60.0000 95

#__ type_ start__ end____ width___ exp.time_
  4 omega  -61.00  -34.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega -112.00  -65.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000 -143.0000 -160.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega   68.00  104.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000 -125.0000  -60.0000 36

#__ type_ start__ end____ width___ exp.time_
  7 omega   34.00   59.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000 -125.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   47.00   82.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -120.0000 35

#__ type_ start__ end____ width___ exp.time_
  9 omega   48.00  112.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  -90.0000 64

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00   84.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   60.0000 43

#__ type_ start__ end____ width___ exp.time_
 11 omega   42.00   98.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -180.0000 56

#__ type_ start__ end____ width___ exp.time_
 12 omega   94.00  174.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000 -150.0000 80

#__ type_ start__ end____ width___ exp.time_
 13 omega  -49.00  -23.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   25.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega  -18.00   18.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   25.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
 15 omega  -31.00   26.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   25.0000  150.0000 57

#__ type_ start__ end____ width___ exp.time_
 16 omega   58.00   87.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      111.4066  -37.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
 17 omega   94.00  157.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      111.4066   63.0000   90.0000 63

#__ type_ start__ end____ width___ exp.time_
 18 omega   39.00   64.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      111.4066  -37.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega   39.00   82.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      111.4066  -37.0000  -30.0000 43

#__ type_ start__ end____ width___ exp.time_
 20 omega   88.00  130.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      111.4066  -91.0000    0.0000 42
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0975149000
_diffrn_orient_matrix_UB_12      0.0566383000
_diffrn_orient_matrix_UB_13      -0.0549873000
_diffrn_orient_matrix_UB_21      0.0810700000
_diffrn_orient_matrix_UB_22      -0.0602247000
_diffrn_orient_matrix_UB_23      -0.0602654000
_diffrn_orient_matrix_UB_31      -0.0980524000
_diffrn_orient_matrix_UB_32      -0.1061064000
_diffrn_orient_matrix_UB_33      0.0048939000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3502
_reflns_number_total             3981
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(3)
_refine_ls_extinction_coef       0.0020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0883P)²+0.2565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1494
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
P1 P 0.14032(8) 0.52363(8) 0.36353(4) 0.0637(2) Uani 1 1 d . . .
F1 F 0.0730(9) 0.4219(6) 0.3149(3) 0.1122(15) Uani 0.736(4) 1 d P A 1
F2 F 0.0488(7) 0.6186(4) 0.3236(3) 0.144(2) Uani 0.736(4) 1 d P A 1
F3 F 0.2606(6) 0.5380(6) 0.3090(3) 0.160(2) Uani 0.736(4) 1 d P A 1
F4 F 0.2173(7) 0.4282(4) 0.4085(3) 0.137(2) Uani 0.736(4) 1 d P A 1
F5 F 0.2065(11) 0.6254(8) 0.4133(5) 0.130(2) Uani 0.736(4) 1 d P A 1
F6 F 0.0141(6) 0.5183(5) 0.4186(3) 0.1508(19) Uani 0.736(4) 1 d P A 1
N1 N 0.4592(3) 0.5783(2) 0.57403(13) 0.0569(6) Uani 1 1 d . . .
N2 N 0.4921(2) 0.3829(2) 0.54966(13) 0.0543(5) Uani 1 1 d . . .
N3 N 0.2145(3) 0.6204(2) 0.6436(2) 0.0881(10) Uani 1 1 d . . .
N4 N 0.6268(3) 0.3781(2) 0.41947(13) 0.0618(6) Uani 1 1 d . . .
C1 C 0.4375(2) 0.4847(3) 0.53603(14) 0.0518(6) Uani 1 1 d . . .
H1 H 0.3794 0.4911 0.4968 0.062 Uiso 1 1 calc R . .
C2 C 0.5428(3) 0.5718(3) 0.63881(16) 0.0618(7) Uani 1 1 d . . .
H2A H 0.4837 0.5512 0.6786 0.074 Uiso 1 1 calc R . .
H2B H 0.5841 0.6475 0.6485 0.074 Uiso 1 1 calc R . .
C3 C 0.6572(3) 0.4806(3) 0.63027(14) 0.0573(6) Uani 1 1 d . . .
C4 C 0.5886(3) 0.3664(3) 0.60903(17) 0.0631(7) Uani 1 1 d . . .
H4A H 0.6597 0.3105 0.5956 0.076 Uiso 1 1 calc R . .
H4B H 0.5384 0.3348 0.6493 0.076 Uiso 1 1 calc R . .
C5 C 0.7292(4) 0.4640(4) 0.70185(17) 0.0808(10) Uani 1 1 d . . .
H5A H 0.7805 0.5333 0.7136 0.121 Uiso 1 1 calc R . .
H5B H 0.7917 0.3988 0.6992 0.121 Uiso 1 1 calc R . .
H5C H 0.6605 0.4495 0.7378 0.121 Uiso 1 1 calc R . .
C6 C 0.7622(3) 0.5179(4) 0.57451(17) 0.0778(9) Uani 1 1 d . . .
H6A H 0.7164 0.5253 0.5294 0.117 Uiso 1 1 calc R . .
H6B H 0.8344 0.4603 0.5711 0.117 Uiso 1 1 calc R . .
H6C H 0.8020 0.5916 0.5877 0.117 Uiso 1 1 calc R . .
C7 C 0.3855(3) 0.6862(3) 0.55749(17) 0.0633(7) Uani 1 1 d . . .
H7A H 0.3571 0.6844 0.5081 0.076 Uiso 1 1 calc R . .
H7B H 0.4488 0.7514 0.5634 0.076 Uiso 1 1 calc R . .
C8 C 0.2583(3) 0.7064(2) 0.60333(15) 0.0542(6) Uani 1 1 d . . .
C9 C 0.1912(4) 0.8126(3) 0.6016(2) 0.0759(9) Uani 1 1 d . . .
H9 H 0.2258 0.8730 0.5737 0.091 Uiso 1 1 calc R . .
C10 C 0.0730(4) 0.8289(3) 0.6413(2) 0.0793(10) Uani 1 1 d . . .
H10 H 0.0251 0.8994 0.6393 0.095 Uiso 1 1 calc R . .
C11 C 0.0273(4) 0.7417(3) 0.6832(3) 0.0851(11) Uani 1 1 d . . .
H11 H -0.0523 0.7505 0.7107 0.102 Uiso 1 1 calc R . .
C12 C 0.1017(5) 0.6394(4) 0.6839(3) 0.1113(18) Uani 1 1 d . . .
H12 H 0.0722 0.5800 0.7141 0.134 Uiso 1 1 calc R . .
C13 C 0.4677(3) 0.2853(3) 0.50153(17) 0.0608(7) Uani 1 1 d . . .
H13A H 0.3764 0.2938 0.4802 0.073 Uiso 1 1 calc R . .
H13B H 0.4682 0.2131 0.5284 0.073 Uiso 1 1 calc R . .
C14 C 0.5761(3) 0.2780(2) 0.44338(13) 0.0494(5) Uani 1 1 d . . .
C15 C 0.6146(3) 0.1712(2) 0.41468(16) 0.0559(6) Uani 1 1 d . . .
H15 H 0.5799 0.1020 0.4335 0.067 Uiso 1 1 calc R . .
C16 C 0.7055(3) 0.1688(3) 0.35757(17) 0.0622(7) Uani 1 1 d . . .
H16 H 0.7306 0.0983 0.3366 0.075 Uiso 1 1 calc R . .
C17 C 0.7572(3) 0.2717(3) 0.33271(15) 0.0645(7) Uani 1 1 d . . .
H17 H 0.8181 0.2731 0.2944 0.077 Uiso 1 1 calc R . .
C18 C 0.7173(4) 0.3736(3) 0.36566(17) 0.0683(8) Uani 1 1 d . . .
H18 H 0.7555 0.4434 0.3496 0.082 Uiso 1 1 calc R . .
F4A F 0.2896(18) 0.4696(12) 0.3713(8) 0.137(2) Uani 0.264(4) 1 d PD A 2
F6A F 0.1052(18) 0.4600(16) 0.4332(9) 0.1508(19) Uani 0.264(4) 1 d P A 2
F2A F -0.002(2) 0.5751(11) 0.3632(10) 0.144(2) Uani 0.264(4) 1 d PD A 2
F3A F 0.1664(18) 0.5635(19) 0.2876(10) 0.160(2) Uani 0.264(4) 1 d P A 2
F5A F 0.193(4) 0.630(2) 0.3924(16) 0.130(2) Uani 0.264(4) 1 d PD A 2
F1A F 0.084(3) 0.4156(19) 0.3372(10) 0.1122(15) Uani 0.264(4) 1 d PD A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F1 1.617(6) . ?
P1 F2 1.589(4) . ?
P1 F3 1.555(5) . ?
P1 F4 1.568(4) . ?
P1 F5 1.625(6) . ?
P1 F6 1.598(4) . ?
P1 F4A 1.569(15) . ?
P1 F6A 1.539(17) . ?
P1 F2A 1.486(17) . ?
P1 F3A 1.523(19) . ?
P1 F5A 1.42(3) . ?
P1 F1A 1.44(2) . ?
N1 C1 1.305(3) . ?
N1 C2 1.463(4) . ?
N1 C7 1.458(4) . ?
N2 C1 1.305(4) . ?
N2 C4 1.465(4) . ?
N2 C13 1.458(3) . ?
N3 C8 1.313(4) . ?
N3 C12 1.342(5) . ?
N4 C14 1.324(3) . ?
N4 C18 1.337(4) . ?
C1 H1 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.526(4) . ?
C3 C4 1.518(4) . ?
C3 C5 1.528(4) . ?
C3 C6 1.518(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.515(4) . ?
C8 C9 1.377(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.347(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(5) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.514(4) . ?
C14 C15 1.388(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.363(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(4) . ?
C18 H18 0.9300 . ?

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
F1 P1 F5 179.2(6) . . ?
F2 P1 F1 90.2(3) . . ?
F2 P1 F5 89.9(3) . . ?
F2 P1 F6 85.1(3) . . ?
F3 P1 F1 89.9(4) . . ?
F3 P1 F2 91.5(4) . . ?
F3 P1 F4 94.6(4) . . ?
F3 P1 F5 90.8(5) . . ?
F3 P1 F6 176.0(3) . . ?
F3 P1 F4A 54.8(6) . . ?
F4 P1 F1 89.6(3) . . ?
F4 P1 F2 173.9(4) . . ?
F4 P1 F5 90.2(3) . . ?
F4 P1 F6 88.9(3) . . ?
F4 P1 F4A 40.8(6) . . ?
F6 P1 F1 92.1(4) . . ?
F6 P1 F5 87.1(5) . . ?
F4A P1 F1 97.7(6) . . ?
F4A P1 F2 145.1(7) . . ?
F4A P1 F5 82.6(6) . . ?
F4A P1 F6 128.2(7) . . ?
F6A P1 F1 93.2(7) . . ?
F6A P1 F2 127.4(7) . . ?
F6A P1 F3 141.0(8) . . ?
F6A P1 F4 46.6(6) . . ?
F6A P1 F5 86.2(8) . . ?
F6A P1 F6 42.3(7) . . ?
F6A P1 F4A 86.2(8) . . ?
F2A P1 F1 85.2(6) . . ?
F2A P1 F2 38.6(7) . . ?
F2A P1 F3 129.6(8) . . ?
F2A P1 F4 135.4(8) . . ?
F2A P1 F5 94.4(6) . . ?
F2A P1 F6 47.2(7) . . ?
F2A P1 F4A 174.9(9) . . ?
F2A P1 F6A 89.4(10) . . ?
F2A P1 F3A 91.6(10) . . ?
F3A P1 F1 75.5(7) . . ?
F3A P1 F2 56.0(8) . . ?
F3A P1 F3 39.2(7) . . ?
F3A P1 F4 129.7(8) . . ?
F3A P1 F5 105.2(8) . . ?
F3A P1 F6 138.3(8) . . ?
F3A P1 F4A 93.2(9) . . ?
F3A P1 F6A 168.5(9) . . ?
F5A P1 F1 166.7(12) . . ?
F5A P1 F2 78.1(9) . . ?
F5A P1 F3 84.2(17) . . ?
F5A P1 F4 102.7(10) . . ?
F5A P1 F5 13.8(16) . . ?
F5A P1 F6 93.1(17) . . ?
F5A P1 F4A 88.7(11) . . ?
F5A P1 F6A 98.9(17) . . ?
F5A P1 F2A 89.3(13) . . ?
F5A P1 F3A 92.6(17) . . ?
F5A P1 F1A 178(2) . . ?
F1A P1 F1 15.1(9) . . ?
F1A P1 F2 102.6(8) . . ?
F1A P1 F3 98.1(12) . . ?
F1A P1 F4 76.3(7) . . ?
F1A P1 F5 164.3(9) . . ?
F1A P1 F6 84.7(12) . . ?
F1A P1 F4A 92.0(11) . . ?
F1A P1 F6A 78.8(11) . . ?
F1A P1 F2A 89.8(11) . . ?
F1A P1 F3A 89.7(11) . . ?
C1 N1 C2 120.3(2) . . ?
C1 N1 C7 120.1(2) . . ?
C7 N1 C2 119.2(2) . . ?
C1 N2 C4 121.3(2) . . ?
C1 N2 C13 119.9(2) . . ?
C13 N2 C4 118.6(2) . . ?
C8 N3 C12 117.7(3) . . ?
C14 N4 C18 117.6(3) . . ?
N1 C1 H1 117.9 . . ?
N2 C1 N1 124.1(2) . . ?
N2 C1 H1 117.9 . . ?
N1 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
N1 C2 C3 110.0(2) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 C5 108.6(2) . . ?
C4 C3 C2 107.8(2) . . ?
C4 C3 C5 108.8(3) . . ?
C4 C3 C6 110.4(3) . . ?
C6 C3 C2 111.0(3) . . ?
C6 C3 C5 110.2(3) . . ?
N2 C4 C3 111.4(2) . . ?
N2 C4 H4A 109.3 . . ?
N2 C4 H4B 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
N1 C7 C8 113.5(2) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
N3 C8 C7 118.3(3) . . ?
N3 C8 C9 121.8(3) . . ?
C9 C8 C7 120.0(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 121.0 . . ?
C10 C11 C12 118.0(4) . . ?
C12 C11 H11 121.0 . . ?
N3 C12 C11 123.6(4) . . ?
N3 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
N2 C13 H13A 109.1 . . ?
N2 C13 H13B 109.1 . . ?
N2 C13 C14 112.4(2) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
N4 C14 C13 116.8(2) . . ?
N4 C14 C15 122.2(3) . . ?
C15 C14 C13 120.9(2) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.7 . . ?
C16 C17 H17 120.8 . . ?
C16 C17 C18 118.5(3) . . ?
C18 C17 H17 120.8 . . ?
N4 C18 C17 123.8(3) . . ?
N4 C18 H18 118.1 . . ?
C17 C18 H18 118.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 -54.5(3) . . . . ?
N1 C2 C3 C5 -172.2(3) . . . . ?
N1 C2 C3 C6 66.5(3) . . . . ?
N1 C7 C8 N3 -10.7(4) . . . . ?
N1 C7 C8 C9 169.8(3) . . . . ?
N2 C13 C14 N4 -34.1(4) . . . . ?
N2 C13 C14 C15 148.9(3) . . . . ?
N3 C8 C9 C10 -1.9(6) . . . . ?
N4 C14 C15 C16 -2.2(4) . . . . ?
C1 N1 C2 C3 33.4(4) . . . . ?
C1 N1 C7 C8 97.9(3) . . . . ?
C1 N2 C4 C3 -22.7(4) . . . . ?
C1 N2 C13 C14 89.6(3) . . . . ?
C2 N1 C1 N2 -3.7(4) . . . . ?
C2 N1 C7 C8 -74.1(3) . . . . ?
C2 C3 C4 N2 49.6(3) . . . . ?
C4 N2 C1 N1 -2.2(4) . . . . ?
C4 N2 C13 C14 -84.9(3) . . . . ?
C5 C3 C4 N2 167.1(2) . . . . ?
C6 C3 C4 N2 -71.9(3) . . . . ?
C7 N1 C1 N2 -175.6(3) . . . . ?
C7 N1 C2 C3 -154.6(3) . . . . ?
C7 C8 C9 C10 177.6(3) . . . . ?
C8 N3 C12 C11 2.6(8) . . . . ?
C8 C9 C10 C11 2.2(6) . . . . ?
C9 C10 C11 C12 -0.2(7) . . . . ?
C10 C11 C12 N3 -2.2(8) . . . . ?
C12 N3 C8 C7 -180.0(4) . . . . ?
C12 N3 C8 C9 -0.4(6) . . . . ?
C13 N2 C1 N1 -176.5(3) . . . . ?
C13 N2 C4 C3 151.6(2) . . . . ?
C13 C14 C15 C16 174.7(3) . . . . ?
C14 N4 C18 C17 2.0(5) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C15 C16 C17 C18 0.3(5) . . . . ?
C16 C17 C18 N4 -2.3(5) . . . . ?
C18 N4 C14 C13 -176.7(3) . . . . ?
C18 N4 C14 C15 0.3(4) . . . . ?

####################################################################### 
# 
# 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_201408162
_database_code_depnum_ccdc_archive 'CCDC 1038972'
_audit_update_record             
;
2014-12-12 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;
_audit_creation_date             2014-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H22 Cl N4 Pd, F6 P'
_chemical_formula_sum            'C18 H22 Cl F6 N4 P Pd'
_chemical_formula_weight         581.22
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4Cl1Pd1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   7.8169(4)
_cell_length_b                   12.9702(6)
_cell_length_c                   22.3383(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2264.82(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2876
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      26.8030
_cell_measurement_theta_min      3.2680
_exptl_absorpt_coefficient_mu    1.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6519
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         3.04
_diffrn_ambient_temperature      291.15
_diffrn_detector_area_resol_mean 16.2312
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -23.00    6.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1323  -99.0000 -120.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega   -3.00   81.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885   37.0000 -120.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00   75.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885  178.0000 -150.0000 39
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0826572000
_diffrn_orient_matrix_UB_12      -0.0042191000
_diffrn_orient_matrix_UB_13      -0.0128659000
_diffrn_orient_matrix_UB_21      -0.0236706000
_diffrn_orient_matrix_UB_22      -0.0357372000
_diffrn_orient_matrix_UB_23      0.0225695000
_diffrn_orient_matrix_UB_31      -0.0289072000
_diffrn_orient_matrix_UB_32      0.0412148000
_diffrn_orient_matrix_UB_33      0.0182472000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3684
_reflns_number_total             4214
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(7)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0541P)²+0.8150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1045
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C7(H7A,H7B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Pd1 Pd 0.29646(6) 0.67131(3) 0.455440(18) 0.03535(13) Uani 1 d . . .
Cl1 Cl 0.2336(2) 0.71012(12) 0.55637(6) 0.0508(4) Uani 1 d . . .
N1 N 0.2280(6) 0.6763(4) 0.32949(19) 0.0416(10) Uani 1 d . . .
N2 N 0.4656(6) 0.5803(4) 0.3539(2) 0.0377(11) Uani 1 d . . .
N3 N 0.2399(6) 0.8179(3) 0.4294(2) 0.0427(11) Uani 1 d . . .
N4 N 0.3558(6) 0.5224(3) 0.47509(19) 0.0375(11) Uani 1 d . . .
C1 C 0.3355(7) 0.6382(4) 0.3702(2) 0.0358(12) Uani 1 d . . .
C2 C 0.2437(9) 0.6519(6) 0.2663(3) 0.0581(19) Uani 1 d . . .
H2A H 0.1998 0.7089 0.2427 0.070 Uiso 1 calc . . R
H2B H 0.1755 0.5914 0.2572 0.070 Uiso 1 calc . . R
C3 C 0.4280(11) 0.6318(8) 0.2492(3) 0.076(3) Uani 1 d . . .
C4 C 0.4924(10) 0.5470(6) 0.2918(3) 0.0575(18) Uani 1 d . . .
H4A H 0.4306 0.4834 0.2844 0.069 Uiso 1 calc . . R
H4B H 0.6131 0.5343 0.2849 0.069 Uiso 1 calc . . R
C5 C 0.5293(15) 0.7295(9) 0.2556(6) 0.135(5) Uani 1 d . . .
H5A H 0.5221 0.7536 0.2961 0.202 Uiso 1 calc . . GR
H5B H 0.4838 0.7810 0.2291 0.202 Uiso 1 calc . . GR
H5C H 0.6467 0.7165 0.2456 0.202 Uiso 1 calc . . GR
C6 C 0.4230(17) 0.5817(11) 0.1850(3) 0.157(7) Uani 1 d . . .
H6A H 0.5273 0.5445 0.1781 0.236 Uiso 1 calc . . GR
H6B H 0.4110 0.6349 0.1554 0.236 Uiso 1 calc . . GR
H6C H 0.3277 0.5352 0.1824 0.236 Uiso 1 calc . . GR
C7 C 0.0806(8) 0.7377(5) 0.3491(3) 0.0492(16) Uani 1 d . . .
H7A H 0.0088 0.6966 0.3753 0.059 Uiso 1 calc . . R
H7B H 0.0130 0.7577 0.3146 0.059 Uiso 1 calc . . R
C8 C 0.1393(7) 0.8317(5) 0.3815(3) 0.0472(14) Uani 1 d . . .
C9 C 0.0979(11) 0.9304(6) 0.3631(4) 0.069(2) Uani 1 d . . .
H9 H 0.0275 0.9395 0.3299 0.083 Uiso 1 calc . . R
C10 C 0.1585(10) 1.0141(6) 0.3926(4) 0.070(2) Uani 1 d . . .
H10 H 0.1281 1.0803 0.3806 0.084 Uiso 1 calc . . R
C11 C 0.2658(10) 0.9993(5) 0.4408(4) 0.067(2) Uani 1 d . . .
H11 H 0.3118 1.0552 0.4612 0.081 Uiso 1 calc . . R
C12 C 0.3040(9) 0.8991(4) 0.4582(3) 0.0530(15) Uani 1 d . . .
H12 H 0.3760 0.8884 0.4907 0.064 Uiso 1 calc . . R
C13 C 0.5768(8) 0.5376(4) 0.3997(3) 0.0415(14) Uani 1 d . . .
H13A H 0.6353 0.5935 0.4201 0.050 Uiso 1 calc . . R
H13B H 0.6628 0.4946 0.3808 0.050 Uiso 1 calc . . R
C14 C 0.4810(7) 0.4750(4) 0.4446(2) 0.0366(13) Uani 1 d . . .
C15 C 0.5195(8) 0.3712(4) 0.4555(3) 0.0463(14) Uani 1 d . . .
H15 H 0.6045 0.3382 0.4336 0.056 Uiso 1 calc . . R
C16 C 0.4319(10) 0.3197(5) 0.4980(3) 0.0578(17) Uani 1 d . . .
H16 H 0.4568 0.2509 0.5056 0.069 Uiso 1 calc . . R
C17 C 0.3075(11) 0.3680(5) 0.5298(3) 0.0554(16) Uani 1 d . . .
H17 H 0.2484 0.3330 0.5597 0.066 Uiso 1 calc . . R
C18 C 0.2705(9) 0.4676(4) 0.5174(3) 0.0468(15) Uani 1 d . . .
H18 H 0.1833 0.4997 0.5387 0.056 Uiso 1 calc . . R
P1 P 0.0147(2) 0.37002(15) 0.34755(8) 0.0516(4) Uani 1 d . . .
F1 F -0.0380(9) 0.3968(6) 0.4133(3) 0.136(3) Uani 1 d . . .
F2 F 0.1975(8) 0.4067(6) 0.3549(4) 0.156(3) Uani 1 d . . .
F3 F -0.0365(12) 0.4843(6) 0.3352(5) 0.180(4) Uani 1 d . . .
F4 F 0.0605(9) 0.3420(8) 0.2837(2) 0.179(4) Uani 1 d . . .
F5 F -0.1737(7) 0.3432(7) 0.3389(4) 0.200(5) Uani 1 d . . .
F6 F 0.0621(16) 0.2647(6) 0.3640(6) 0.273(7) Uani 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
Pd1 Cl1 2.3619(14) . ?
Pd1 N3 2.037(4) . ?
Pd1 N4 2.035(4) . ?
Pd1 C1 1.975(5) . ?
N1 C1 1.334(7) . ?
N1 C2 1.452(7) . ?
N1 C7 1.468(7) . ?
N2 C1 1.316(7) . ?
N2 C4 1.467(8) . ?
N2 C13 1.453(7) . ?
N3 C8 1.340(8) . ?
N3 C12 1.331(7) . ?
N4 C14 1.341(7) . ?
N4 C18 1.358(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.512(10) . ?
C3 C4 1.540(10) . ?
C3 C5 1.501(14) . ?
C3 C6 1.576(13) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.490(9) . ?
C8 C9 1.383(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.356(12) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(11) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(9) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.493(8) . ?
C14 C15 1.400(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.348(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.357(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.352(8) . ?
C18 H18 0.9300 . ?
P1 F1 1.565(6) . ?
P1 F2 1.515(6) . ?
P1 F3 1.560(7) . ?
P1 F4 1.514(5) . ?
P1 F5 1.526(6) . ?
P1 F6 1.462(6) . ?

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
N3 Pd1 Cl1 91.65(14) . . ?
N4 Pd1 Cl1 92.51(13) . . ?
N4 Pd1 N3 175.83(18) . . ?
C1 Pd1 Cl1 176.89(16) . . ?
C1 Pd1 N3 87.8(2) . . ?
C1 Pd1 N4 88.08(19) . . ?
C1 N1 C2 122.0(5) . . ?
C1 N1 C7 119.5(5) . . ?
C2 N1 C7 118.3(5) . . ?
C1 N2 C4 122.8(5) . . ?
C1 N2 C13 119.0(5) . . ?
C13 N2 C4 117.9(5) . . ?
C8 N3 Pd1 118.7(4) . . ?
C12 N3 Pd1 121.2(4) . . ?
C12 N3 C8 120.1(5) . . ?
C14 N4 Pd1 119.5(4) . . ?
C14 N4 C18 118.1(5) . . ?
C18 N4 Pd1 122.4(4) . . ?
N1 C1 Pd1 118.7(4) . . ?
N2 C1 Pd1 120.8(4) . . ?
N2 C1 N1 120.6(5) . . ?
N1 C2 H2A 109.4 . . ?
N1 C2 H2B 109.4 . . ?
N1 C2 C3 111.3(6) . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C2 C3 C4 106.2(6) . . ?
C2 C3 C6 106.1(8) . . ?
C4 C3 C6 106.0(8) . . ?
C5 C3 C2 109.5(8) . . ?
C5 C3 C4 111.9(8) . . ?
C5 C3 C6 116.6(9) . . ?
N2 C4 C3 109.0(6) . . ?
N2 C4 H4A 109.9 . . ?
N2 C4 H4B 109.9 . . ?
C3 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 109.6 . . ?
N1 C7 H7B 109.6 . . ?
N1 C7 C8 110.3(5) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
N3 C8 C7 117.4(5) . . ?
N3 C8 C9 119.9(7) . . ?
C9 C8 C7 122.7(6) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(8) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.8(7) . . ?
C11 C10 H10 120.6 . . ?
C10 C11 H11 120.7 . . ?
C10 C11 C12 118.7(7) . . ?
C12 C11 H11 120.7 . . ?
N3 C12 C11 121.6(7) . . ?
N3 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
N2 C13 H13A 109.1 . . ?
N2 C13 H13B 109.1 . . ?
N2 C13 C14 112.4(5) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
N4 C14 C13 117.3(5) . . ?
N4 C14 C15 120.6(6) . . ?
C15 C14 C13 122.1(5) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.3(6) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(6) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.1(6) . . ?
C18 C17 H17 120.4 . . ?
N4 C18 H18 118.7 . . ?
C17 C18 N4 122.5(6) . . ?
C17 C18 H18 118.7 . . ?
F2 P1 F1 94.4(4) . . ?
F2 P1 F3 87.9(5) . . ?
F2 P1 F5 174.8(6) . . ?
F3 P1 F1 83.5(5) . . ?
F4 P1 F1 178.1(4) . . ?
F4 P1 F2 87.4(4) . . ?
F4 P1 F3 97.0(6) . . ?
F4 P1 F5 93.1(4) . . ?
F5 P1 F1 85.1(4) . . ?
F5 P1 F3 86.9(5) . . ?
F6 P1 F1 92.2(5) . . ?
F6 P1 F2 91.6(6) . . ?
F6 P1 F3 175.6(6) . . ?
F6 P1 F4 87.3(6) . . ?
F6 P1 F5 93.7(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 N3 C8 C7 -2.2(7) . . . . ?
Pd1 N3 C8 C9 179.5(5) . . . . ?
Pd1 N3 C12 C11 -179.9(5) . . . . ?
Pd1 N4 C14 C13 3.3(6) . . . . ?
Pd1 N4 C14 C15 -177.3(4) . . . . ?
Pd1 N4 C18 C17 178.7(5) . . . . ?
Cl1 Pd1 N3 C8 -133.0(4) . . . . ?
Cl1 Pd1 N3 C12 48.5(4) . . . . ?
Cl1 Pd1 N4 C14 -145.0(4) . . . . ?
Cl1 Pd1 N4 C18 36.5(4) . . . . ?
Cl1 Pd1 C1 N1 38(3) . . . . ?
Cl1 Pd1 C1 N2 -143(3) . . . . ?
N1 C2 C3 C4 54.6(9) . . . . ?
N1 C2 C3 C5 -66.4(9) . . . . ?
N1 C2 C3 C6 167.1(7) . . . . ?
N1 C7 C8 N3 -56.9(7) . . . . ?
N1 C7 C8 C9 121.3(6) . . . . ?
N2 C13 C14 N4 -58.6(6) . . . . ?
N2 C13 C14 C15 122.0(6) . . . . ?
N3 Pd1 N4 C14 38(3) . . . . ?
N3 Pd1 N4 C18 -140(2) . . . . ?
N3 Pd1 C1 N1 -41.3(4) . . . . ?
N3 Pd1 C1 N2 138.3(4) . . . . ?
N3 C8 C9 C10 0.3(10) . . . . ?
N4 Pd1 N3 C8 44(3) . . . . ?
N4 Pd1 N3 C12 -135(2) . . . . ?
N4 Pd1 C1 N1 138.7(4) . . . . ?
N4 Pd1 C1 N2 -41.7(4) . . . . ?
N4 C14 C15 C16 -1.5(9) . . . . ?
C1 Pd1 N3 C8 44.0(4) . . . . ?
C1 Pd1 N3 C12 -134.6(5) . . . . ?
C1 Pd1 N4 C14 38.1(4) . . . . ?
C1 Pd1 N4 C18 -140.5(5) . . . . ?
C1 N1 C2 C3 -30.0(9) . . . . ?
C1 N1 C7 C8 61.2(7) . . . . ?
C1 N2 C4 C3 33.1(9) . . . . ?
C1 N2 C13 C14 56.4(7) . . . . ?
C2 N1 C1 Pd1 -177.3(5) . . . . ?
C2 N1 C1 N2 3.1(9) . . . . ?
C2 N1 C7 C8 -123.8(6) . . . . ?
C2 C3 C4 N2 -55.4(9) . . . . ?
C4 N2 C1 Pd1 175.1(5) . . . . ?
C4 N2 C1 N1 -5.3(9) . . . . ?
C4 N2 C13 C14 -116.8(6) . . . . ?
C5 C3 C4 N2 64.0(9) . . . . ?
C6 C3 C4 N2 -167.9(8) . . . . ?
C7 N1 C1 Pd1 -2.5(7) . . . . ?
C7 N1 C1 N2 177.9(5) . . . . ?
C7 N1 C2 C3 155.1(6) . . . . ?
C7 C8 C9 C10 -177.8(7) . . . . ?
C8 N3 C12 C11 1.6(9) . . . . ?
C8 C9 C10 C11 1.5(11) . . . . ?
C9 C10 C11 C12 -1.8(10) . . . . ?
C10 C11 C12 N3 0.2(10) . . . . ?
C12 N3 C8 C7 176.3(5) . . . . ?
C12 N3 C8 C9 -1.9(8) . . . . ?
C13 N2 C1 Pd1 2.3(7) . . . . ?
C13 N2 C1 N1 -178.1(5) . . . . ?
C13 N2 C4 C3 -154.0(6) . . . . ?
C13 C14 C15 C16 177.9(6) . . . . ?
C14 N4 C18 C17 0.1(9) . . . . ?
C14 C15 C16 C17 0.2(10) . . . . ?
C15 C16 C17 C18 1.3(10) . . . . ?
C16 C17 C18 N4 -1.5(10) . . . . ?
C18 N4 C14 C13 -178.1(5) . . . . ?
C18 N4 C14 C15 1.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
