# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_sk-2
_database_code_depnum_ccdc_archive 'CCDC 848812'
_audit_update_record             
;
2011-10-16 deposited with the CCDC.
2015-01-08 downloaded from the CCDC.
;
#TrackingRef 'sk-2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 Cl2 N4 O2 Pd'
_chemical_formula_weight         463.63

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'
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           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   9.8262(3)
_cell_length_b                   9.8965(3)
_cell_length_c                   9.9887(3)
_cell_angle_alpha                104.009(3)
_cell_angle_beta                 99.865(2)
_cell_angle_gamma                110.767(3)
_cell_volume                     845.08(4)
_cell_formula_units_Z            2
_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          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    11.914
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.0752
_exptl_absorpt_correction_T_max  0.7164
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\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            12741
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.02
_diffrn_reflns_theta_max         67.50
_reflns_number_total             3044
_reflns_number_gt                2963
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0694P)²+0.0926P] 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         3044
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2879(4) -0.0088(4) -0.0088(3) 0.0309(6) Uani 1 1 d . . .
C2 C 0.3098(4) -0.1413(3) -0.0582(3) 0.0324(7) Uani 1 1 d . . .
H2 H 0.3069 -0.2039 -0.0017 0.039 Uiso 1 1 calc R . .
C3 C 0.3359(4) -0.1807(4) -0.1913(4) 0.0345(7) Uani 1 1 d . . .
C4 C 0.3441(4) -0.0868(4) -0.2748(4) 0.0360(7) Uani 1 1 d . . .
C5 C 0.3270(4) 0.0483(4) -0.2258(4) 0.0369(7) Uani 1 1 d . . .
H5 H 0.3343 0.1115 -0.2820 0.044 Uiso 1 1 calc R . .
C6 C 0.2993(4) 0.0896(4) -0.0943(4) 0.0322(7) Uani 1 1 d . . .
C7 C 0.2392(4) 0.3095(4) -0.1048(4) 0.0393(8) Uani 1 1 d . . .
C8 C 0.1802(5) 0.4155(4) -0.0143(4) 0.0430(8) Uani 1 1 d . . .
H8A H 0.2255 0.5166 -0.0222 0.052 Uiso 1 1 calc R . .
H8B H 0.0712 0.3763 -0.0543 0.052 Uiso 1 1 calc R . .
C9 C 0.3585(4) 0.5654(4) 0.2224(5) 0.0489(9) Uani 1 1 d . . .
H9A H 0.4380 0.5559 0.1823 0.073 Uiso 1 1 calc R . .
H9B H 0.3839 0.5729 0.3219 0.073 Uiso 1 1 calc R . .
H9C H 0.3469 0.6558 0.2146 0.073 Uiso 1 1 calc R . .
C10 C 0.0889(4) 0.4422(4) 0.2037(4) 0.0425(8) Uani 1 1 d . . .
H10A H -0.0071 0.3664 0.1364 0.051 Uiso 1 1 calc R . .
H10B H 0.0901 0.5423 0.2119 0.051 Uiso 1 1 calc R . .
C11 C 0.0970(5) 0.4202(5) 0.3512(4) 0.0464(9) Uani 1 1 d . . .
H11A H 0.1982 0.4872 0.4144 0.056 Uiso 1 1 calc R . .
H11B H 0.0266 0.4542 0.3906 0.056 Uiso 1 1 calc R . .
C12 C 0.0625(4) 0.2585(5) 0.3559(4) 0.0466(9) Uani 1 1 d . . .
H12A H 0.0464 0.2548 0.4484 0.056 Uiso 1 1 calc R . .
H12B H -0.0313 0.1880 0.2822 0.056 Uiso 1 1 calc R . .
C13 C 0.3212(4) 0.2903(5) 0.4599(4) 0.0457(8) Uani 1 1 d . . .
H13A H 0.3980 0.2546 0.4442 0.069 Uiso 1 1 calc R . .
H13B H 0.2950 0.2737 0.5446 0.069 Uiso 1 1 calc R . .
H13C H 0.3590 0.3976 0.4723 0.069 Uiso 1 1 calc R . .
C14 C 0.1334(5) 0.0363(4) 0.3096(4) 0.0442(8) Uani 1 1 d . . .
H14A H 0.0234 -0.0123 0.2756 0.053 Uiso 1 1 calc R . .
H14B H 0.1635 0.0222 0.4010 0.053 Uiso 1 1 calc R . .
C15 C 0.1966(4) -0.0455(4) 0.2012(4) 0.0384(7) Uani 1 1 d . . .
N1 N 0.2511(4) 0.0380(3) 0.1193(3) 0.0348(6) Uani 1 1 d . . .
N2 N 0.2723(4) 0.2186(3) -0.0373(3) 0.0347(7) Uani 1 1 d . . .
N3 N 0.2144(3) 0.4294(3) 0.1428(3) 0.0337(6) Uani 1 1 d . . .
N4 N 0.1847(3) 0.2053(3) 0.3340(3) 0.0334(6) Uani 1 1 d . . .
O1 O 0.1856(4) -0.1741(3) 0.1931(3) 0.0539(7) Uani 1 1 d . . .
O2 O 0.2430(5) 0.3109(4) -0.2255(3) 0.0637(9) Uani 1 1 d . . .
Cl1 Cl 0.35155(12) -0.35311(10) -0.25094(10) 0.0488(2) Uani 1 1 d . . .
Cl2 Cl 0.36509(15) -0.13842(13) -0.44651(11) 0.0592(3) Uani 1 1 d . . .
Pd01 Pd 0.23235(2) 0.23076(2) 0.14807(2) 0.02851(13) Uani 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
C1 C2 1.390(4) . ?
C1 N1 1.405(4) . ?
C1 C6 1.431(4) . ?
C2 C3 1.387(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(5) . ?
C3 Cl1 1.737(3) . ?
C4 C5 1.388(5) . ?
C4 Cl2 1.737(3) . ?
C5 C6 1.381(5) . ?
C5 H5 0.9300 . ?
C6 N2 1.402(4) . ?
C7 O2 1.215(5) . ?
C7 N2 1.340(4) . ?
C7 C8 1.551(5) . ?
C8 N3 1.508(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N3 1.481(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N3 1.496(5) . ?
C10 C11 1.534(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.528(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N4 1.500(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N4 1.482(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N4 1.508(4) . ?
C14 C15 1.542(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O1 1.220(4) . ?
C15 N1 1.343(5) . ?
N1 Pd01 1.938(3) . ?
N2 Pd01 1.942(3) . ?
N3 Pd01 2.047(3) . ?
N4 Pd01 2.043(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
C2 C1 N1 125.6(3) . . ?
C2 C1 C6 119.1(3) . . ?
N1 C1 C6 115.3(3) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 Cl1 121.6(3) . . ?
C2 C3 Cl1 117.9(3) . . ?
C3 C4 C5 120.3(3) . . ?
C3 C4 Cl2 121.5(3) . . ?
C5 C4 Cl2 118.1(3) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 N2 125.7(3) . . ?
C5 C6 C1 119.2(3) . . ?
N2 C6 C1 115.0(3) . . ?
O2 C7 N2 128.1(3) . . ?
O2 C7 C8 119.6(3) . . ?
N2 C7 C8 112.2(3) . . ?
N3 C8 C7 113.9(3) . . ?
N3 C8 H8A 108.8 . . ?
C7 C8 H8A 108.8 . . ?
N3 C8 H8B 108.8 . . ?
C7 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 114.8(3) . . ?
N3 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
N3 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C12 C11 C10 117.1(3) . . ?
C12 C11 H11A 108.0 . . ?
C10 C11 H11A 108.0 . . ?
C12 C11 H11B 108.0 . . ?
C10 C11 H11B 108.0 . . ?
H11A C11 H11B 107.3 . . ?
N4 C12 C11 114.2(3) . . ?
N4 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
N4 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C15 114.8(3) . . ?
N4 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
N4 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.5 . . ?
O1 C15 N1 128.3(4) . . ?
O1 C15 C14 120.0(3) . . ?
N1 C15 C14 111.6(3) . . ?
C15 N1 C1 128.4(3) . . ?
C15 N1 Pd01 117.5(2) . . ?
C1 N1 Pd01 112.2(2) . . ?
C7 N2 C6 128.4(3) . . ?
C7 N2 Pd01 117.5(2) . . ?
C6 N2 Pd01 112.4(2) . . ?
C9 N3 C10 110.3(3) . . ?
C9 N3 C8 108.7(3) . . ?
C10 N3 C8 111.6(3) . . ?
C9 N3 Pd01 111.8(2) . . ?
C10 N3 Pd01 109.5(2) . . ?
C8 N3 Pd01 104.9(2) . . ?
C13 N4 C12 110.6(3) . . ?
C13 N4 C14 108.8(3) . . ?
C12 N4 C14 112.3(3) . . ?
C13 N4 Pd01 111.9(2) . . ?
C12 N4 Pd01 108.9(2) . . ?
C14 N4 Pd01 104.3(2) . . ?
N1 Pd01 N2 85.10(12) . . ?
N1 Pd01 N4 85.39(12) . . ?
N2 Pd01 N4 170.22(11) . . ?
N1 Pd01 N3 170.12(11) . . ?
N2 Pd01 N3 85.11(12) . . ?
N4 Pd01 N3 104.34(11) . . ?

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 C1 C2 C3 175.7(3) . . . . ?
C6 C1 C2 C3 -2.7(5) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?
C1 C2 C3 Cl1 -176.4(2) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
Cl1 C3 C4 C5 178.2(3) . . . . ?
C2 C3 C4 Cl2 -176.0(3) . . . . ?
Cl1 C3 C4 Cl2 1.9(4) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
Cl2 C4 C5 C6 175.4(3) . . . . ?
C4 C5 C6 N2 -176.5(3) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C2 C1 C6 C5 2.0(5) . . . . ?
N1 C1 C6 C5 -176.6(3) . . . . ?
C2 C1 C6 N2 178.7(3) . . . . ?
N1 C1 C6 N2 0.1(4) . . . . ?
O2 C7 C8 N3 -166.7(4) . . . . ?
N2 C7 C8 N3 16.9(5) . . . . ?
N3 C10 C11 C12 -71.2(4) . . . . ?
C10 C11 C12 N4 72.6(5) . . . . ?
N4 C14 C15 O1 166.5(3) . . . . ?
N4 C14 C15 N1 -17.3(5) . . . . ?
O1 C15 N1 C1 10.5(7) . . . . ?
C14 C15 N1 C1 -165.3(3) . . . . ?
O1 C15 N1 Pd01 173.6(3) . . . . ?
C14 C15 N1 Pd01 -2.3(4) . . . . ?
C2 C1 N1 C15 -16.6(6) . . . . ?
C6 C1 N1 C15 161.8(3) . . . . ?
C2 C1 N1 Pd01 179.6(3) . . . . ?
C6 C1 N1 Pd01 -2.0(4) . . . . ?
O2 C7 N2 C6 -9.6(7) . . . . ?
C8 C7 N2 C6 166.4(3) . . . . ?
O2 C7 N2 Pd01 -173.2(4) . . . . ?
C8 C7 N2 Pd01 2.7(4) . . . . ?
C5 C6 N2 C7 13.9(6) . . . . ?
C1 C6 N2 C7 -162.5(4) . . . . ?
C5 C6 N2 Pd01 178.2(3) . . . . ?
C1 C6 N2 Pd01 1.8(4) . . . . ?
C11 C10 N3 C9 -72.3(4) . . . . ?
C11 C10 N3 C8 166.8(3) . . . . ?
C11 C10 N3 Pd01 51.1(4) . . . . ?
C7 C8 N3 C9 93.6(4) . . . . ?
C7 C8 N3 C10 -144.5(3) . . . . ?
C7 C8 N3 Pd01 -26.1(4) . . . . ?
C11 C12 N4 C13 69.9(4) . . . . ?
C11 C12 N4 C14 -168.4(3) . . . . ?
C11 C12 N4 Pd01 -53.5(4) . . . . ?
C15 C14 N4 C13 -93.4(4) . . . . ?
C15 C14 N4 C12 143.8(3) . . . . ?
C15 C14 N4 Pd01 26.1(4) . . . . ?
C15 N1 Pd01 N2 -163.4(3) . . . . ?
C1 N1 Pd01 N2 2.4(2) . . . . ?
C15 N1 Pd01 N4 14.3(3) . . . . ?
C1 N1 Pd01 N4 -179.9(2) . . . . ?
C15 N1 Pd01 N3 -155.6(5) . . . . ?
C1 N1 Pd01 N3 10.2(8) . . . . ?
C7 N2 Pd01 N1 163.9(3) . . . . ?
C6 N2 Pd01 N1 -2.3(2) . . . . ?
C7 N2 Pd01 N4 150.5(6) . . . . ?
C6 N2 Pd01 N4 -15.7(8) . . . . ?
C7 N2 Pd01 N3 -14.8(3) . . . . ?
C6 N2 Pd01 N3 179.0(3) . . . . ?
C13 N4 Pd01 N1 96.2(2) . . . . ?
C12 N4 Pd01 N1 -141.3(2) . . . . ?
C14 N4 Pd01 N1 -21.2(2) . . . . ?
C13 N4 Pd01 N2 109.6(7) . . . . ?
C12 N4 Pd01 N2 -127.9(6) . . . . ?
C14 N4 Pd01 N2 -7.9(7) . . . . ?
C13 N4 Pd01 N3 -85.6(2) . . . . ?
C12 N4 Pd01 N3 37.0(3) . . . . ?
C14 N4 Pd01 N3 157.0(2) . . . . ?
C9 N3 Pd01 N1 -103.8(6) . . . . ?
C10 N3 Pd01 N1 133.7(6) . . . . ?
C8 N3 Pd01 N1 13.8(7) . . . . ?
C9 N3 Pd01 N2 -95.9(3) . . . . ?
C10 N3 Pd01 N2 141.5(2) . . . . ?
C8 N3 Pd01 N2 21.7(2) . . . . ?
C9 N3 Pd01 N4 86.6(3) . . . . ?
C10 N3 Pd01 N4 -35.9(2) . . . . ?
C8 N3 Pd01 N4 -155.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        67.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.033
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.133
####################################################################### 
# 
# 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_sk-79
_database_code_depnum_ccdc_archive 'CCDC 848813'
_audit_update_record             
;
2011-10-16 deposited with the CCDC.
2015-01-08 downloaded from the CCDC.
;
#TrackingRef 'sk-79.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H20 N4 O2 Pd'
_chemical_formula_sum            'C15 H20 N4 O2 Pd'
_chemical_formula_weight         394.75

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'
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_space_group_name_Hall  '-P 2ybc'

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                   9.606(2)
_cell_length_b                   15.616(4)
_cell_length_c                   10.6058(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.624(16)
_cell_angle_gamma                90.00
_cell_volume                     1539.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2714
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      24.99

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    1.218
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7505
_exptl_absorpt_correction_T_max  0.8015
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
'CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)'
;

_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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5960
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2714
_reflns_number_gt                2094
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0505P)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         2714
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0917
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.003
_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
Pd01 Pd 0.76492(3) 0.01869(2) 0.04737(3) 0.03589(15) Uani 1 1 d . . .
O2 O 0.9721(4) -0.2032(2) 0.0553(4) 0.0613(10) Uani 1 1 d . . .
O1 O 0.5898(5) 0.1466(2) -0.2793(4) 0.0766(12) Uani 1 1 d . . .
N2 N 0.8142(4) -0.0916(2) -0.0095(4) 0.0376(9) Uani 1 1 d . . .
N1 N 0.6820(4) 0.0398(2) -0.1349(4) 0.0366(9) Uani 1 1 d . . .
N3 N 0.8661(4) -0.0227(2) 0.2302(4) 0.0451(10) Uani 1 1 d . . .
N4 N 0.7020(4) 0.1396(2) 0.0753(4) 0.0438(10) Uani 1 1 d . . .
C6 C 0.7579(5) -0.1045(3) -0.1436(5) 0.0398(11) Uani 1 1 d . . .
C2 C 0.6273(5) -0.0387(3) -0.3456(5) 0.0497(12) Uani 1 1 d . . .
H2 H 0.5821 0.0084 -0.3921 0.060 Uiso 1 1 calc R . .
C4 C 0.7035(5) -0.1842(3) -0.3432(5) 0.0589(14) Uani 1 1 d . . .
H4 H 0.7092 -0.2348 -0.3880 0.071 Uiso 1 1 calc R . .
C3 C 0.6358(5) -0.1154(3) -0.4088(5) 0.0566(13) Uani 1 1 d . . .
H3 H 0.5943 -0.1197 -0.4978 0.068 Uiso 1 1 calc R . .
C1 C 0.6868(5) -0.0328(3) -0.2126(5) 0.0390(11) Uani 1 1 d . . .
C5 C 0.7641(5) -0.1803(3) -0.2107(5) 0.0476(12) Uani 1 1 d . . .
H5 H 0.8090 -0.2283 -0.1664 0.057 Uiso 1 1 calc R . .
C7 C 0.9147(5) -0.1356(3) 0.0743(5) 0.0457(12) Uani 1 1 d . . .
C8 C 0.9660(5) -0.0911(3) 0.2053(5) 0.0547(13) Uani 1 1 d . . .
H8A H 0.9785 -0.1337 0.2738 0.066 Uiso 1 1 calc R . .
H8B H 1.0593 -0.0656 0.2104 0.066 Uiso 1 1 calc R . .
C9 C 0.7632(6) -0.0608(4) 0.2976(5) 0.0651(15) Uani 1 1 d . . .
H9A H 0.7135 -0.1076 0.2470 0.098 Uiso 1 1 calc R . .
H9B H 0.6948 -0.0181 0.3077 0.098 Uiso 1 1 calc R . .
H9C H 0.8146 -0.0812 0.3819 0.098 Uiso 1 1 calc R . .
C14 C 0.6854(6) 0.1802(3) -0.0551(5) 0.0582(14) Uani 1 1 d . . .
H14A H 0.7760 0.2068 -0.0571 0.070 Uiso 1 1 calc R . .
H14B H 0.6139 0.2252 -0.0651 0.070 Uiso 1 1 calc R . .
C15 C 0.6411(5) 0.1193(3) -0.1714(5) 0.0501(13) Uani 1 1 d . . .
C12 C 0.8156(6) 0.1814(3) 0.1756(5) 0.0616(15) Uani 1 1 d . . .
H12A H 0.7830 0.2380 0.1928 0.074 Uiso 1 1 calc R . .
H12B H 0.9002 0.1884 0.1424 0.074 Uiso 1 1 calc R . .
C10 C 0.9463(6) 0.0498(3) 0.3046(5) 0.0615(14) Uani 1 1 d . . .
H10A H 1.0263 0.0638 0.2679 0.074 Uiso 1 1 calc R . .
H10B H 0.9861 0.0314 0.3938 0.074 Uiso 1 1 calc R . .
C13 C 0.5614(6) 0.1409(3) 0.1077(6) 0.0675(17) Uani 1 1 d . . .
H13A H 0.4906 0.1135 0.0394 0.101 Uiso 1 1 calc R . .
H13B H 0.5333 0.1991 0.1167 0.101 Uiso 1 1 calc R . .
H13C H 0.5688 0.1109 0.1882 0.101 Uiso 1 1 calc R . .
C11 C 0.8582(7) 0.1303(3) 0.3061(5) 0.0698(17) Uani 1 1 d . . .
H11A H 0.9124 0.1681 0.3735 0.084 Uiso 1 1 calc R . .
H11B H 0.7708 0.1145 0.3303 0.084 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
Pd01 N2 1.923(3) . ?
Pd01 N1 1.924(4) . ?
Pd01 N4 2.027(4) . ?
Pd01 N3 2.043(4) . ?
O2 C7 1.231(5) . ?
O1 C15 1.204(6) . ?
N2 C7 1.328(6) . ?
N2 C6 1.403(6) . ?
N1 C15 1.330(6) . ?
N1 C1 1.410(6) . ?
N3 C10 1.480(6) . ?
N3 C9 1.483(6) . ?
N3 C8 1.504(6) . ?
N4 C12 1.471(6) . ?
N4 C13 1.475(6) . ?
N4 C14 1.492(6) . ?
C6 C5 1.391(6) . ?
C6 C1 1.415(6) . ?
C2 C3 1.384(7) . ?
C2 C1 1.385(7) . ?
C2 H2 0.9300 . ?
C4 C3 1.355(7) . ?
C4 C5 1.380(7) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.520(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C14 C15 1.531(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C12 C11 1.560(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C10 C11 1.519(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Pd01 N1 84.86(15) . . ?
N2 Pd01 N4 170.45(16) . . ?
N1 Pd01 N4 85.65(15) . . ?
N2 Pd01 N3 85.35(15) . . ?
N1 Pd01 N3 170.13(14) . . ?
N4 Pd01 N3 104.11(16) . . ?
C7 N2 C6 129.3(4) . . ?
C7 N2 Pd01 116.7(3) . . ?
C6 N2 Pd01 112.6(3) . . ?
C15 N1 C1 129.2(4) . . ?
C15 N1 Pd01 118.0(3) . . ?
C1 N1 Pd01 112.5(3) . . ?
C10 N3 C9 111.8(4) . . ?
C10 N3 C8 111.5(4) . . ?
C9 N3 C8 109.4(4) . . ?
C10 N3 Pd01 108.9(3) . . ?
C9 N3 Pd01 111.7(3) . . ?
C8 N3 Pd01 103.3(3) . . ?
C12 N4 C13 112.4(4) . . ?
C12 N4 C14 111.6(4) . . ?
C13 N4 C14 108.7(4) . . ?
C12 N4 Pd01 109.0(3) . . ?
C13 N4 Pd01 111.8(3) . . ?
C14 N4 Pd01 103.1(3) . . ?
C5 C6 N2 125.9(4) . . ?
C5 C6 C1 119.1(4) . . ?
N2 C6 C1 115.0(4) . . ?
C3 C2 C1 119.4(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C3 C4 C5 120.8(5) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C3 C2 121.1(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C2 C1 N1 125.7(4) . . ?
C2 C1 C6 119.7(4) . . ?
N1 C1 C6 114.6(4) . . ?
C4 C5 C6 119.8(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
O2 C7 N2 127.9(5) . . ?
O2 C7 C8 119.2(5) . . ?
N2 C7 C8 112.8(4) . . ?
N3 C8 C7 114.3(4) . . ?
N3 C8 H8A 108.7 . . ?
C7 C8 H8A 108.7 . . ?
N3 C8 H8B 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C14 C15 115.2(4) . . ?
N4 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
N4 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
O1 C15 N1 128.8(5) . . ?
O1 C15 C14 120.7(5) . . ?
N1 C15 C14 110.1(4) . . ?
N4 C12 C11 113.3(4) . . ?
N4 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
N4 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N3 C10 C11 115.0(4) . . ?
N3 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
N3 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C11 C12 115.8(4) . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?

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 Pd01 N2 C7 162.4(3) . . . . ?
N3 Pd01 N2 C7 -16.4(3) . . . . ?
N1 Pd01 N2 C6 -5.3(3) . . . . ?
N3 Pd01 N2 C6 175.9(3) . . . . ?
N2 Pd01 N1 C15 -169.5(3) . . . . ?
N4 Pd01 N1 C15 9.5(3) . . . . ?
N2 Pd01 N1 C1 4.8(3) . . . . ?
N4 Pd01 N1 C1 -176.3(3) . . . . ?
N2 Pd01 N3 C10 141.9(3) . . . . ?
N4 Pd01 N3 C10 -36.9(3) . . . . ?
N2 Pd01 N3 C9 -94.2(3) . . . . ?
N4 Pd01 N3 C9 87.0(3) . . . . ?
N2 Pd01 N3 C8 23.2(3) . . . . ?
N4 Pd01 N3 C8 -155.5(3) . . . . ?
N1 Pd01 N4 C12 -139.7(3) . . . . ?
N3 Pd01 N4 C12 38.9(3) . . . . ?
N1 Pd01 N4 C13 95.5(4) . . . . ?
N3 Pd01 N4 C13 -86.0(4) . . . . ?
N1 Pd01 N4 C14 -21.1(3) . . . . ?
N3 Pd01 N4 C14 157.5(3) . . . . ?
C7 N2 C6 C5 20.4(7) . . . . ?
Pd01 N2 C6 C5 -173.8(3) . . . . ?
C7 N2 C6 C1 -160.9(4) . . . . ?
Pd01 N2 C6 C1 4.8(5) . . . . ?
C5 C4 C3 C2 1.1(8) . . . . ?
C1 C2 C3 C4 -1.2(8) . . . . ?
C3 C2 C1 N1 -177.6(4) . . . . ?
C3 C2 C1 C6 1.3(7) . . . . ?
C15 N1 C1 C2 -11.0(7) . . . . ?
Pd01 N1 C1 C2 175.6(4) . . . . ?
C15 N1 C1 C6 170.1(4) . . . . ?
Pd01 N1 C1 C6 -3.4(4) . . . . ?
C5 C6 C1 C2 -1.3(6) . . . . ?
N2 C6 C1 C2 180.0(4) . . . . ?
C5 C6 C1 N1 177.8(4) . . . . ?
N2 C6 C1 N1 -1.0(5) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
N2 C6 C5 C4 179.7(4) . . . . ?
C1 C6 C5 C4 1.1(7) . . . . ?
C6 N2 C7 O2 -7.6(8) . . . . ?
Pd01 N2 C7 O2 -172.9(4) . . . . ?
C6 N2 C7 C8 168.8(4) . . . . ?
Pd01 N2 C7 C8 3.5(5) . . . . ?
C10 N3 C8 C7 -144.6(4) . . . . ?
C9 N3 C8 C7 91.2(5) . . . . ?
Pd01 N3 C8 C7 -27.8(4) . . . . ?
O2 C7 C8 N3 -165.3(4) . . . . ?
N2 C7 C8 N3 17.9(6) . . . . ?
C12 N4 C14 C15 147.2(4) . . . . ?
C13 N4 C14 C15 -88.4(5) . . . . ?
Pd01 N4 C14 C15 30.4(5) . . . . ?
C1 N1 C15 O1 5.4(9) . . . . ?
Pd01 N1 C15 O1 178.5(5) . . . . ?
C1 N1 C15 C14 -167.4(4) . . . . ?
Pd01 N1 C15 C14 5.7(5) . . . . ?
N4 C14 C15 O1 161.1(5) . . . . ?
N4 C14 C15 N1 -25.5(6) . . . . ?
C13 N4 C12 C11 69.3(5) . . . . ?
C14 N4 C12 C11 -168.3(4) . . . . ?
Pd01 N4 C12 C11 -55.2(5) . . . . ?
C9 N3 C10 C11 -71.2(6) . . . . ?
C8 N3 C10 C11 165.9(4) . . . . ?
Pd01 N3 C10 C11 52.6(5) . . . . ?
N3 C10 C11 C12 -72.1(6) . . . . ?
N4 C12 C11 C10 73.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.969
_refine_diff_density_rms         0.101
####################################################################### 
# 
# 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_skpdl-13
_database_code_depnum_ccdc_archive 'CCDC 848814'
_audit_update_record             
;
2011-10-16 deposited with the CCDC.
2015-01-08 downloaded from the CCDC.
;
#TrackingRef 'skpdl-13.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H24 N4 O4 Pd'
_chemical_formula_sum            'C17 H24 N4 O4 Pd'
_chemical_formula_weight         454.80

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'
Pd Pd 0.1215 3.9337 '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_space_group_name_Hall  '-P 2yn'

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                   10.4774(4)
_cell_length_b                   10.9664(3)
_cell_length_c                   16.1533(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.730(3)
_cell_angle_gamma                90.00
_cell_volume                     1829.30(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3611
_cell_measurement_theta_min      5.00
_cell_measurement_theta_max      73.20

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    8.452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2467
_exptl_absorpt_correction_T_max  0.2827
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8698
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.90
_diffrn_reflns_theta_max         73.39
_reflns_number_total             3611
_reflns_number_gt                3228
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0429P)²+1.0150P] 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         3611
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
C1 C 0.7508(3) 0.1882(3) 0.43459(17) 0.0352(6) Uani 1 1 d . . .
C2 C 0.6432(3) 0.2311(3) 0.4645(2) 0.0417(7) Uani 1 1 d . . .
H2 H 0.5623 0.1971 0.4452 0.050 Uiso 1 1 calc R . .
C3 C 0.6552(3) 0.3243(3) 0.52299(19) 0.0418(7) Uani 1 1 d . . .
C4 C 0.7763(3) 0.3768(3) 0.55222(18) 0.0375(6) Uani 1 1 d . . .
C5 C 0.8850(3) 0.3341(3) 0.52285(18) 0.0351(6) Uani 1 1 d . . .
H5 H 0.9654 0.3694 0.5418 0.042 Uiso 1 1 calc R . .
C6 C 0.8745(3) 0.2386(3) 0.46517(18) 0.0337(6) Uani 1 1 d . . .
C7 C 1.1048(3) 0.1835(3) 0.4692(2) 0.0429(7) Uani 1 1 d . . .
C8 C 1.1821(3) 0.0871(4) 0.4281(2) 0.0509(8) Uani 1 1 d . . .
H8A H 1.2652 0.1219 0.4220 0.061 Uiso 1 1 calc R . .
H8B H 1.1988 0.0178 0.4656 0.061 Uiso 1 1 calc R . .
C9 C 1.1551(5) 0.1209(4) 0.2776(3) 0.0669(12) Uani 1 1 d . . .
H9A H 1.1341 0.2043 0.2875 0.100 Uiso 1 1 calc R . .
H9B H 1.1095 0.0955 0.2238 0.100 Uiso 1 1 calc R . .
H9C H 1.2466 0.1136 0.2786 0.100 Uiso 1 1 calc R . .
C10 C 1.1468(4) -0.0876(4) 0.3303(3) 0.0575(10) Uani 1 1 d . . .
H10A H 1.1412 -0.1329 0.3811 0.069 Uiso 1 1 calc R . .
H10B H 1.2354 -0.0934 0.3204 0.069 Uiso 1 1 calc R . .
C11 C 1.0574(4) -0.1475(4) 0.2567(3) 0.0642(11) Uani 1 1 d . . .
H11A H 1.0973 -0.2231 0.2432 0.077 Uiso 1 1 calc R . .
H11B H 1.0525 -0.0944 0.2082 0.077 Uiso 1 1 calc R . .
C12 C 0.9182(4) -0.1760(3) 0.2700(2) 0.0574(9) Uani 1 1 d . . .
H12A H 0.8791 -0.2322 0.2266 0.069 Uiso 1 1 calc R . .
H12B H 0.9219 -0.2166 0.3237 0.069 Uiso 1 1 calc R . .
C13 C 0.8022(5) -0.0143(4) 0.1817(2) 0.0649(11) Uani 1 1 d . . .
H13A H 0.7478 0.0560 0.1825 0.097 Uiso 1 1 calc R . .
H13B H 0.7577 -0.0743 0.1443 0.097 Uiso 1 1 calc R . .
H13C H 0.8808 0.0090 0.1629 0.097 Uiso 1 1 calc R . .
C14 C 0.7095(4) -0.0938(4) 0.2987(2) 0.0547(9) Uani 1 1 d . . .
H14A H 0.7234 -0.1622 0.3372 0.066 Uiso 1 1 calc R . .
H14B H 0.6450 -0.1181 0.2512 0.066 Uiso 1 1 calc R . .
C15 C 0.6555(4) 0.0151(3) 0.3437(2) 0.0486(8) Uani 1 1 d . . .
C16 C 0.4285(4) 0.3227(5) 0.5253(3) 0.0862(17) Uani 1 1 d . . .
H16A H 0.3654 0.3618 0.5529 0.129 Uiso 1 1 calc R . .
H16B H 0.4286 0.2366 0.5362 0.129 Uiso 1 1 calc R . .
H16C H 0.4075 0.3366 0.4659 0.129 Uiso 1 1 calc R . .
C17 C 0.8989(4) 0.5203(4) 0.6430(3) 0.0591(10) Uani 1 1 d . . .
H17A H 0.8872 0.5829 0.6826 0.089 Uiso 1 1 calc R . .
H17B H 0.9366 0.5549 0.5982 0.089 Uiso 1 1 calc R . .
H17C H 0.9552 0.4583 0.6708 0.089 Uiso 1 1 calc R . .
N1 N 0.7514(3) 0.0927(3) 0.37579(17) 0.0415(6) Uani 1 1 d . . .
N2 N 0.9799(2) 0.1847(2) 0.43403(16) 0.0386(5) Uani 1 1 d . . .
N3 N 1.1165(3) 0.0427(3) 0.34399(19) 0.0455(7) Uani 1 1 d . . .
N4 N 0.8336(3) -0.0664(2) 0.26816(18) 0.0463(7) Uani 1 1 d . . .
O1 O 0.5417(3) 0.0187(3) 0.3507(2) 0.0708(9) Uani 1 1 d . . .
O2 O 1.1576(2) 0.2432(3) 0.52924(16) 0.0559(6) Uani 1 1 d . . .
O3 O 0.5543(2) 0.3718(3) 0.55645(17) 0.0613(8) Uani 1 1 d . . .
O4 O 0.7775(2) 0.4682(2) 0.60988(16) 0.0516(6) Uani 1 1 d . . .
Pd01 Pd 0.92302(2) 0.06030(2) 0.350932(13) 0.03687(10) Uani 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
C1 C2 1.381(4) . ?
C1 N1 1.415(4) . ?
C1 C6 1.419(4) . ?
C2 C3 1.383(5) . ?
C2 H2 0.9300 . ?
C3 O3 1.369(4) . ?
C3 C4 1.401(4) . ?
C4 O4 1.367(4) . ?
C4 C5 1.387(4) . ?
C5 C6 1.393(4) . ?
C5 H5 0.9300 . ?
C6 N2 1.419(4) . ?
C7 O2 1.223(4) . ?
C7 N2 1.335(4) . ?
C7 C8 1.548(5) . ?
C8 N3 1.497(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N3 1.481(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N3 1.489(4) . ?
C10 C11 1.532(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.543(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N4 1.491(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N4 1.493(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N4 1.497(5) . ?
C14 C15 1.554(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O1 1.217(5) . ?
C15 N1 1.351(4) . ?
C16 O3 1.434(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O4 1.414(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N1 Pd01 1.940(3) . ?
N2 Pd01 1.936(3) . ?
N3 Pd01 2.058(3) . ?
N4 Pd01 2.043(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
C2 C1 N1 125.7(3) . . ?
C2 C1 C6 119.8(3) . . ?
N1 C1 C6 114.5(3) . . ?
C1 C2 C3 120.3(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
O3 C3 C2 124.4(3) . . ?
O3 C3 C4 115.2(3) . . ?
C2 C3 C4 120.4(3) . . ?
O4 C4 C5 124.6(3) . . ?
O4 C4 C3 115.7(3) . . ?
C5 C4 C3 119.7(3) . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 N2 124.9(3) . . ?
C5 C6 C1 119.4(3) . . ?
N2 C6 C1 115.8(3) . . ?
O2 C7 N2 127.8(3) . . ?
O2 C7 C8 120.4(3) . . ?
N2 C7 C8 111.7(3) . . ?
N3 C8 C7 114.7(3) . . ?
N3 C8 H8A 108.6 . . ?
C7 C8 H8A 108.6 . . ?
N3 C8 H8B 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 114.1(3) . . ?
N3 C10 H10A 108.7 . . ?
C11 C10 H10A 108.7 . . ?
N3 C10 H10B 108.7 . . ?
C11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 C12 116.6(3) . . ?
C10 C11 H11A 108.2 . . ?
C12 C11 H11A 108.2 . . ?
C10 C11 H11B 108.2 . . ?
C12 C11 H11B 108.2 . . ?
H11A C11 H11B 107.3 . . ?
N4 C12 C11 114.0(3) . . ?
N4 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
N4 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C15 113.9(3) . . ?
N4 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
N4 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
O1 C15 N1 128.3(4) . . ?
O1 C15 C14 120.6(3) . . ?
N1 C15 C14 110.9(3) . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 H17A 109.5 . . ?
O4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 N1 C1 129.5(3) . . ?
C15 N1 Pd01 117.4(2) . . ?
C1 N1 Pd01 112.6(2) . . ?
C7 N2 C6 128.2(3) . . ?
C7 N2 Pd01 116.9(2) . . ?
C6 N2 Pd01 111.88(19) . . ?
C9 N3 C10 110.9(3) . . ?
C9 N3 C8 109.2(3) . . ?
C10 N3 C8 111.7(3) . . ?
C9 N3 Pd01 112.1(3) . . ?
C10 N3 Pd01 109.6(2) . . ?
C8 N3 Pd01 103.0(2) . . ?
C12 N4 C13 111.3(3) . . ?
C12 N4 C14 112.2(3) . . ?
C13 N4 C14 108.6(3) . . ?
C12 N4 Pd01 109.3(2) . . ?
C13 N4 Pd01 110.8(2) . . ?
C14 N4 Pd01 104.4(2) . . ?
C3 O3 C16 116.3(3) . . ?
C4 O4 C17 117.3(3) . . ?
N2 Pd01 N1 85.13(11) . . ?
N2 Pd01 N4 170.61(12) . . ?
N1 Pd01 N4 85.49(12) . . ?
N2 Pd01 N3 85.01(11) . . ?
N1 Pd01 N3 169.80(11) . . ?
N4 Pd01 N3 104.34(12) . . ?

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 C1 C2 C3 179.1(3) . . . . ?
C6 C1 C2 C3 1.1(5) . . . . ?
C1 C2 C3 O3 -179.6(3) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
O3 C3 C4 O4 -0.1(5) . . . . ?
C2 C3 C4 O4 180.0(3) . . . . ?
O3 C3 C4 C5 179.3(3) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
O4 C4 C5 C6 178.7(3) . . . . ?
C3 C4 C5 C6 -0.6(5) . . . . ?
C4 C5 C6 N2 -177.1(3) . . . . ?
C4 C5 C6 C1 2.1(4) . . . . ?
C2 C1 C6 C5 -2.4(4) . . . . ?
N1 C1 C6 C5 179.4(3) . . . . ?
C2 C1 C6 N2 176.9(3) . . . . ?
N1 C1 C6 N2 -1.3(4) . . . . ?
O2 C7 C8 N3 -166.0(3) . . . . ?
N2 C7 C8 N3 17.5(4) . . . . ?
N3 C10 C11 C12 -72.9(5) . . . . ?
C10 C11 C12 N4 73.7(4) . . . . ?
N4 C14 C15 O1 159.4(4) . . . . ?
N4 C14 C15 N1 -24.7(5) . . . . ?
O1 C15 N1 C1 9.5(7) . . . . ?
C14 C15 N1 C1 -166.0(3) . . . . ?
O1 C15 N1 Pd01 -179.3(4) . . . . ?
C14 C15 N1 Pd01 5.2(4) . . . . ?
C2 C1 N1 C15 -8.2(6) . . . . ?
C6 C1 N1 C15 169.9(3) . . . . ?
C2 C1 N1 Pd01 -179.7(3) . . . . ?
C6 C1 N1 Pd01 -1.6(3) . . . . ?
O2 C7 N2 C6 -11.6(6) . . . . ?
C8 C7 N2 C6 164.6(3) . . . . ?
O2 C7 N2 Pd01 -170.5(3) . . . . ?
C8 C7 N2 Pd01 5.7(4) . . . . ?
C5 C6 N2 C7 23.1(5) . . . . ?
C1 C6 N2 C7 -156.2(3) . . . . ?
C5 C6 N2 Pd01 -177.2(2) . . . . ?
C1 C6 N2 Pd01 3.6(3) . . . . ?
C11 C10 N3 C9 -72.7(4) . . . . ?
C11 C10 N3 C8 165.2(3) . . . . ?
C11 C10 N3 Pd01 51.7(4) . . . . ?
C7 C8 N3 C9 90.3(4) . . . . ?
C7 C8 N3 C10 -146.6(3) . . . . ?
C7 C8 N3 Pd01 -29.1(3) . . . . ?
C11 C12 N4 C13 69.9(4) . . . . ?
C11 C12 N4 C14 -168.1(3) . . . . ?
C11 C12 N4 Pd01 -52.8(4) . . . . ?
C15 C14 N4 C12 148.2(3) . . . . ?
C15 C14 N4 C13 -88.3(4) . . . . ?
C15 C14 N4 Pd01 30.0(4) . . . . ?
C2 C3 O3 C16 -2.3(6) . . . . ?
C4 C3 O3 C16 177.8(4) . . . . ?
C5 C4 O4 C17 -1.6(5) . . . . ?
C3 C4 O4 C17 177.8(3) . . . . ?
C7 N2 Pd01 N1 158.7(3) . . . . ?
C6 N2 Pd01 N1 -3.5(2) . . . . ?
C7 N2 Pd01 N3 -18.6(2) . . . . ?
C6 N2 Pd01 N3 179.1(2) . . . . ?
C15 N1 Pd01 N2 -169.8(3) . . . . ?
C1 N1 Pd01 N2 2.9(2) . . . . ?
C15 N1 Pd01 N4 9.8(3) . . . . ?
C1 N1 Pd01 N4 -177.6(2) . . . . ?
C15 N1 Pd01 N3 -154.8(6) . . . . ?
C1 N1 Pd01 N3 17.8(8) . . . . ?
C12 N4 Pd01 N1 -141.7(2) . . . . ?
C13 N4 Pd01 N1 95.3(3) . . . . ?
C14 N4 Pd01 N1 -21.4(2) . . . . ?
C12 N4 Pd01 N3 35.6(3) . . . . ?
C13 N4 Pd01 N3 -87.5(3) . . . . ?
C14 N4 Pd01 N3 155.8(2) . . . . ?
C9 N3 Pd01 N2 -92.3(3) . . . . ?
C10 N3 Pd01 N2 144.1(3) . . . . ?
C8 N3 Pd01 N2 25.0(2) . . . . ?
C9 N3 Pd01 N1 -107.2(7) . . . . ?
C10 N3 Pd01 N1 129.1(6) . . . . ?
C8 N3 Pd01 N1 10.0(7) . . . . ?
C9 N3 Pd01 N4 88.6(3) . . . . ?
C10 N3 Pd01 N4 -35.0(3) . . . . ?
C8 N3 Pd01 N4 -154.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        73.39
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.952
_refine_diff_density_rms         0.079
####################################################################### 
# 
# 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_skpdl12-2
_database_code_depnum_ccdc_archive 'CCDC 848815'
_audit_update_record             
;
2011-10-16 deposited with the CCDC.
2015-01-08 downloaded from the CCDC.
;
#TrackingRef 'skpdl12-2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H24 N4 O2 Pd'
_chemical_formula_sum            'C17 H24 N4 O2 Pd'
_chemical_formula_weight         422.80

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'
Pd Pd 0.1215 3.9337 '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_space_group_name_Hall  '-P 2ybc'
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                   9.864(5)
_cell_length_b                   10.537(5)
_cell_length_c                   17.033(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 106.046(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1701.4(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2355
_cell_measurement_theta_min      5.10
_cell_measurement_theta_max      67.45

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    8.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1680
_exptl_absorpt_correction_T_max  0.5347
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4748
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.99
_diffrn_reflns_theta_max         67.46
_reflns_number_total             2680
_reflns_number_gt                2355
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1225P)²+13.1922P] 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     SHELXL
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2680
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.2052
_refine_ls_wR_factor_gt          0.1847
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5953(9) 0.2521(8) 0.4703(5) 0.0335(18) Uani 1 1 d . . .
C2 C 0.6355(10) 0.3474(8) 0.5282(5) 0.0364(19) Uani 1 1 d . . .
H2 H 0.5683 0.3856 0.5495 0.044 Uiso 1 1 calc R . .
C3 C 0.7767(10) 0.3866(9) 0.5550(5) 0.0371(19) Uani 1 1 d . . .
C4 C 0.8755(10) 0.3275(9) 0.5248(5) 0.040(2) Uani 1 1 d . . .
C5 C 0.8344(10) 0.2348(9) 0.4632(5) 0.041(2) Uani 1 1 d . . .
H5 H 0.9011 0.1988 0.4406 0.049 Uiso 1 1 calc R . .
C6 C 0.6935(9) 0.1969(8) 0.4361(5) 0.0330(18) Uani 1 1 d . . .
C7 C 0.7080(10) 0.0216(9) 0.3377(5) 0.039(2) Uani 1 1 d . . .
C8 C 0.6079(11) -0.0850(9) 0.2913(6) 0.045(2) Uani 1 1 d . . .
H8A H 0.6329 -0.1047 0.2415 0.053 Uiso 1 1 calc R . .
H8B H 0.6237 -0.1608 0.3249 0.053 Uiso 1 1 calc R . .
C9 C 0.4142(12) 0.0083(10) 0.1872(5) 0.047(2) Uani 1 1 d . . .
H9A H 0.4748 0.0796 0.1873 0.070 Uiso 1 1 calc R . .
H9B H 0.3180 0.0366 0.1743 0.070 Uiso 1 1 calc R . .
H9C H 0.4243 -0.0521 0.1470 0.070 Uiso 1 1 calc R . .
C10 C 0.3651(10) -0.1625(9) 0.2743(6) 0.044(2) Uani 1 1 d . . .
H10A H 0.4060 -0.2067 0.3253 0.053 Uiso 1 1 calc R . .
H10B H 0.3661 -0.2203 0.2301 0.053 Uiso 1 1 calc R . .
C11 C 0.2115(11) -0.1295(10) 0.2692(7) 0.050(2) Uani 1 1 d . . .
H11A H 0.1561 -0.2066 0.2561 0.060 Uiso 1 1 calc R . .
H11B H 0.1774 -0.0714 0.2239 0.060 Uiso 1 1 calc R . .
C12 C 0.1820(10) -0.0703(8) 0.3452(7) 0.042(2) Uani 1 1 d . . .
H12A H 0.0814 -0.0746 0.3392 0.050 Uiso 1 1 calc R . .
H12B H 0.2291 -0.1207 0.3925 0.050 Uiso 1 1 calc R . .
C13 C 0.1398(10) 0.1523(10) 0.2998(6) 0.046(2) Uani 1 1 d . . .
H13A H 0.1734 0.2375 0.3119 0.069 Uiso 1 1 calc R . .
H13B H 0.0437 0.1468 0.3019 0.069 Uiso 1 1 calc R . .
H13C H 0.1449 0.1295 0.2461 0.069 Uiso 1 1 calc R . .
C14 C 0.2326(11) 0.1074(10) 0.4456(6) 0.046(2) Uani 1 1 d . . .
H14A H 0.2423 0.0339 0.4810 0.055 Uiso 1 1 calc R . .
H14B H 0.1440 0.1486 0.4441 0.055 Uiso 1 1 calc R . .
C15 C 0.3557(10) 0.2006(9) 0.4817(6) 0.040(2) Uani 1 1 d . . .
C16 C 0.8146(12) 0.4912(11) 0.6184(7) 0.054(3) Uani 1 1 d . . .
H16A H 0.7309 0.5197 0.6314 0.081 Uiso 1 1 calc R . .
H16B H 0.8562 0.5608 0.5971 0.081 Uiso 1 1 calc R . .
H16C H 0.8806 0.4593 0.6669 0.081 Uiso 1 1 calc R . .
C17 C 1.0344(11) 0.3540(12) 0.5564(7) 0.059(3) Uani 1 1 d . . .
H17A H 1.0840 0.3027 0.5268 0.088 Uiso 1 1 calc R . .
H17B H 1.0665 0.3338 0.6135 0.088 Uiso 1 1 calc R . .
H17C H 1.0519 0.4421 0.5485 0.088 Uiso 1 1 calc R . .
N1 N 0.4564(7) 0.2016(7) 0.4433(4) 0.0349(16) Uani 1 1 d . . .
N2 N 0.6365(8) 0.1036(7) 0.3773(4) 0.0356(16) Uani 1 1 d . . .
N3 N 0.4538(9) -0.0526(7) 0.2697(5) 0.0403(18) Uani 1 1 d . . .
N4 N 0.2285(8) 0.0640(7) 0.3607(5) 0.0392(18) Uani 1 1 d . . .
O1 O 0.3512(7) 0.2615(8) 0.5442(4) 0.0510(17) Uani 1 1 d . . .
O2 O 0.8314(7) 0.0228(9) 0.3394(5) 0.061(2) Uani 1 1 d . . .
Pd01 Pd 0.43818(6) 0.07675(5) 0.35796(3) 0.0302(3) Uani 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
C1 C6 1.389(13) . ?
C1 C2 1.387(12) . ?
C1 N1 1.422(11) . ?
C2 C3 1.403(13) . ?
C3 C4 1.371(14) . ?
C3 C16 1.515(13) . ?
C4 C5 1.409(13) . ?
C4 C17 1.536(13) . ?
C5 C6 1.396(13) . ?
C6 N2 1.405(10) . ?
C7 O2 1.210(12) . ?
C7 N2 1.400(12) . ?
C7 C8 1.559(13) . ?
C8 N3 1.501(14) . ?
C9 N3 1.496(12) . ?
C10 N3 1.466(12) . ?
C10 C11 1.533(15) . ?
C11 C12 1.535(15) . ?
C12 N4 1.489(11) . ?
C13 N4 1.486(11) . ?
C14 N4 1.505(13) . ?
C14 C15 1.551(13) . ?
C15 O1 1.255(12) . ?
C15 N1 1.332(13) . ?
N1 Pd01 1.932(8) . ?
N2 Pd01 1.913(8) . ?
N3 Pd01 2.066(8) . ?
N4 Pd01 2.086(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.4(8) . . ?
C6 C1 N1 115.4(7) . . ?
C2 C1 N1 124.2(9) . . ?
C1 C2 C3 120.5(9) . . ?
C4 C3 C2 119.3(8) . . ?
C4 C3 C16 122.5(9) . . ?
C2 C3 C16 118.2(9) . . ?
C3 C4 C5 120.4(9) . . ?
C3 C4 C17 123.3(9) . . ?
C5 C4 C17 116.3(9) . . ?
C6 C5 C4 120.0(9) . . ?
C1 C6 N2 113.8(8) . . ?
C1 C6 C5 119.2(8) . . ?
N2 C6 C5 126.9(9) . . ?
O2 C7 N2 128.3(9) . . ?
O2 C7 C8 120.8(9) . . ?
N2 C7 C8 110.8(8) . . ?
N3 C8 C7 114.7(8) . . ?
N3 C10 C11 114.4(8) . . ?
C10 C11 C12 117.3(8) . . ?
N4 C12 C11 114.6(9) . . ?
N4 C14 C15 112.5(9) . . ?
O1 C15 N1 128.3(9) . . ?
O1 C15 C14 116.9(9) . . ?
N1 C15 C14 114.8(8) . . ?
C15 N1 C1 128.8(8) . . ?
C15 N1 Pd01 115.9(6) . . ?
C1 N1 Pd01 112.3(6) . . ?
C7 N2 C6 128.3(8) . . ?
C7 N2 Pd01 116.9(6) . . ?
C6 N2 Pd01 114.5(6) . . ?
C10 N3 C8 112.7(7) . . ?
C10 N3 C9 112.6(7) . . ?
C8 N3 C9 108.2(9) . . ?
C10 N3 Pd01 108.5(6) . . ?
C8 N3 Pd01 104.2(5) . . ?
C9 N3 Pd01 110.4(6) . . ?
C12 N4 C13 112.2(7) . . ?
C12 N4 C14 112.6(8) . . ?
C13 N4 C14 109.6(8) . . ?
C12 N4 Pd01 108.4(6) . . ?
C13 N4 Pd01 109.9(6) . . ?
C14 N4 Pd01 103.8(6) . . ?
N2 Pd01 N1 83.8(3) . . ?
N2 Pd01 N3 86.8(3) . . ?
N1 Pd01 N3 170.6(3) . . ?
N2 Pd01 N4 168.2(3) . . ?
N1 Pd01 N4 85.0(3) . . ?
N3 Pd01 N4 104.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.872
_diffrn_reflns_theta_full        67.46
_diffrn_measured_fraction_theta_full 0.872
_refine_diff_density_max         1.183
_refine_diff_density_min         -1.669
_refine_diff_density_rms         0.179


