# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_b17133
_database_code_depnum_ccdc_archive 'CCDC 1811771'
_audit_update_record             
;
2017-12-15 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
"[Pd(C6H4(2-t-Bu))(κ3-N,N',O-OC6H4N=CH(2-C5H4N))]"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 N2 O Pd'
_chemical_formula_weight         514.92
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.509(4)
_cell_length_b                   9.397(4)
_cell_length_c                   14.443(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.146(17)
_cell_angle_gamma                90
_cell_volume                     1154.6(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      32.59
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.826
_shelx_estimated_absorpt_T_min   0.918
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6571
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24450
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.230
_diffrn_reflns_theta_max         24.249
_diffrn_reflns_theta_full        24.249
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3724
_reflns_number_gt                3471
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.874
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+1.8042P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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_abs_structure_details 
;
 Refined as an inversion twin.
;

_refine_ls_abs_structure_Flack   0.41(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3724
_refine_ls_number_parameters     307
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0948
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.48061(5) 0.23739(11) 0.14562(4) 0.02933(18) Uani 1 1 d . . . . .
O1 O 0.3896(7) 0.4216(7) 0.0893(4) 0.0366(14) Uani 1 1 d . . . . .
N1 N 0.3209(8) 0.1438(8) 0.0603(5) 0.0308(16) Uani 1 1 d . . . . .
N2 N 0.5263(7) 0.0288(7) 0.1742(5) 0.0306(15) Uani 1 1 d . . . . .
C1 C 0.2732(9) 0.3868(10) 0.0295(6) 0.0282(18) Uani 1 1 d . . . . .
C2 C 0.2294(7) 0.2463(14) 0.0091(5) 0.0288(15) Uani 1 1 d . . . . .
C3 C 0.1102(9) 0.2106(9) -0.0552(6) 0.035(2) Uani 1 1 d . . . . .
H3A H 0.0838 0.1140 -0.0673 0.041 Uiso 1 1 calc R U . . .
C4 C 0.0328(10) 0.3197(9) -0.1003(7) 0.040(2) Uani 1 1 d . . . . .
H4A H -0.0490 0.2983 -0.1438 0.048 Uiso 1 1 calc R U . . .
C5 C 0.0724(10) 0.4594(9) -0.0832(6) 0.038(2) Uani 1 1 d . . . . .
H5A H 0.0180 0.5329 -0.1157 0.046 Uiso 1 1 calc R U . . .
C6 C 0.1913(9) 0.4955(9) -0.0188(6) 0.0364(19) Uani 1 1 d . . . . .
H6A H 0.2166 0.5926 -0.0076 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3269(10) 0.0103(10) 0.0557(6) 0.0334(19) Uani 1 1 d . . . . .
H7A H 0.2639 -0.0431 0.0132 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4436(8) -0.0597(7) 0.1238(5) 0.0234(17) Uani 1 1 d . . . . .
C9 C 0.4528(10) -0.2065(9) 0.1240(7) 0.038(2) Uani 1 1 d . . . . .
H9A H 0.3880 -0.2639 0.0849 0.046 Uiso 1 1 calc R U . . .
C10 C 0.5620(9) -0.2640(16) 0.1847(5) 0.0433(18) Uani 1 1 d . . . . .
H10A H 0.5760 -0.3643 0.1874 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6509(11) -0.1771(9) 0.2416(7) 0.043(2) Uani 1 1 d . . . . .
H11A H 0.7232 -0.2158 0.2859 0.052 Uiso 1 1 calc R U . . .
C12 C 0.6315(10) -0.0284(8) 0.2323(6) 0.0365(19) Uani 1 1 d . . . . .
H12A H 0.6960 0.0329 0.2690 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6575(10) 0.3287(8) 0.2196(6) 0.036(2) Uani 1 1 d . . . . .
C14 C 0.6497(10) 0.3949(9) 0.3080(6) 0.038(2) Uani 1 1 d . . . . .
C15 C 0.7859(12) 0.4654(10) 0.3408(7) 0.053(3) Uani 1 1 d . U . . .
H15A H 0.7835 0.5101 0.3998 0.064 Uiso 1 1 calc DR U . . .
C16 C 0.9230(12) 0.4723(10) 0.2912(8) 0.053(3) Uani 1 1 d . U . . .
H16A H 1.0109 0.5243 0.3146 0.063 Uiso 1 1 calc R U . . .
C17 C 0.9304(10) 0.4035(9) 0.2082(8) 0.046(2) Uani 1 1 d . . . . .
H17A H 1.0254 0.4030 0.1747 0.055 Uiso 1 1 calc R U . . .
C18 C 0.7984(9) 0.3342(8) 0.1731(7) 0.037(2) Uani 1 1 d . . . . .
H18A H 0.8047 0.2885 0.1146 0.045 Uiso 1 1 calc R U . . .
C19 C 0.5055(11) 0.3896(11) 0.3697(7) 0.049(3) Uani 1 1 d . . . . .
C20 C 0.4819(19) 0.240(3) 0.3914(10) 0.059(4) Uani 0.6 1 d . . P A 1
H20A H 0.3884 0.2295 0.4294 0.088 Uiso 0.6 1 calc R U P A 1
H20B H 0.5740 0.2035 0.4257 0.088 Uiso 0.6 1 calc R U P A 1
H20C H 0.4674 0.1858 0.3339 0.088 Uiso 0.6 1 calc R U P A 1
C21 C 0.3692(16) 0.4554(16) 0.3167(12) 0.044(4) Uani 0.6 1 d . U P A 1
H21A H 0.3594 0.4109 0.2555 0.067 Uiso 0.6 1 calc R U P A 1
H21B H 0.3875 0.5577 0.3096 0.067 Uiso 0.6 1 calc R U P A 1
H21C H 0.2721 0.4402 0.3508 0.067 Uiso 0.6 1 calc R U P A 1
C22 C 0.530(2) 0.391(3) 0.4778(12) 0.073(7) Uani 0.6 1 d . . P A 1
H22A H 0.5544 0.2945 0.4995 0.110 Uiso 0.6 1 calc R U P A 1
H22B H 0.4336 0.4243 0.5069 0.110 Uiso 0.6 1 calc R U P A 1
H22C H 0.6170 0.4549 0.4945 0.110 Uiso 0.6 1 calc R U P A 1
C20A C 0.373(4) 0.265(4) 0.352(2) 0.072(8) Uiso 0.4 1 d . . P A 2
H20D H 0.2846 0.2812 0.3929 0.108 Uiso 0.4 1 calc R U P A 2
H20E H 0.4200 0.1721 0.3649 0.108 Uiso 0.4 1 calc R U P A 2
H20F H 0.3362 0.2689 0.2873 0.108 Uiso 0.4 1 calc R U P A 2
C21A C 0.395(3) 0.531(3) 0.364(2) 0.059(7) Uiso 0.4 1 d . . P A 2
H21D H 0.3031 0.5180 0.4021 0.089 Uiso 0.4 1 calc R U P A 2
H21E H 0.3614 0.5467 0.2991 0.089 Uiso 0.4 1 calc R U P A 2
H21F H 0.4556 0.6137 0.3857 0.089 Uiso 0.4 1 calc R U P A 2
C22A C 0.529(3) 0.483(3) 0.4540(18) 0.069(9) Uiso 0.4 1 d . . P A 2
H22D H 0.4353 0.4785 0.4924 0.104 Uiso 0.4 1 calc R U P A 2
H22E H 0.6208 0.4507 0.4899 0.104 Uiso 0.4 1 calc DR U P A 2
H22F H 0.5454 0.5820 0.4342 0.104 Uiso 0.4 1 calc R U P A 2
C1S C 1.0859(13) 0.5005(12) 0.5748(7) 0.054(3) Uani 1 1 d . . . . .
H1SA H 1.1740 0.5340 0.5418 0.065 Uiso 1 1 calc R U . . .
C2S C 1.0165(12) 0.5864(11) 0.6383(6) 0.052(3) Uani 1 1 d . . . . .
H2SA H 1.0578 0.6786 0.6502 0.062 Uiso 1 1 calc R U . . .
C3S C 0.8874(15) 0.5402(16) 0.6848(7) 0.074(4) Uani 1 1 d . . . . .
H3SA H 0.8398 0.6006 0.7289 0.089 Uiso 1 1 calc R U . . .
C4S C 0.8267(19) 0.4082(18) 0.6682(10) 0.088(4) Uani 1 1 d . U . . .
H4SA H 0.7342 0.3771 0.6979 0.106 Uiso 1 1 calc R U . . .
C5S C 0.9033(19) 0.3213(15) 0.6071(10) 0.086(4) Uani 1 1 d . U . . .
H5SA H 0.8671 0.2265 0.5984 0.103 Uiso 1 1 calc R U . . .
C6S C 1.0295(18) 0.3669(14) 0.5586(8) 0.078(4) Uani 1 1 d . . . . .
H6SB H 1.0773 0.3068 0.5144 0.093 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N1 2.018(8) . ?
Pd1 C13 2.019(8) . ?
Pd1 N2 2.039(7) . ?
Pd1 O1 2.057(7) . ?
O1 C1 1.342(10) . ?
N1 C7 1.257(12) . ?
N1 C2 1.434(13) . ?
N2 C8 1.303(10) . ?
N2 C12 1.328(11) . ?
C1 C2 1.401(16) . ?
C1 C6 1.413(13) . ?
C2 C3 1.402(11) . ?
C3 C4 1.376(12) . ?
C3 H3A 0.9500 . ?
C4 C5 1.376(12) . ?
C4 H4A 0.9500 . ?
C5 C6 1.403(12) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.532(13) . ?
C7 H7A 0.9500 . ?
C8 C9 1.382(12) . ?
C9 C10 1.375(13) . ?
C9 H9A 0.9500 . ?
C10 C11 1.375(14) . ?
C10 H10A 0.9500 . ?
C11 C12 1.413(12) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C18 1.387(13) . ?
C13 C14 1.424(13) . ?
C14 C15 1.409(13) . ?
C14 C19 1.532(13) . ?
C15 C16 1.382(15) . ?
C15 H15A 0.9500 . ?
C16 C17 1.365(15) . ?
C16 H16A 0.9500 . ?
C17 C18 1.385(12) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C20 1.46(3) . ?
C19 C22A 1.51(3) . ?
C19 C21 1.509(17) . ?
C19 C22 1.570(19) . ?
C19 C21A 1.63(3) . ?
C19 C20A 1.64(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C20A H20D 0.9800 . ?
C20A H20E 0.9800 . ?
C20A H20F 0.9800 . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C1S C2S 1.365(14) . ?
C1S C6S 1.362(18) . ?
C1S H1SA 0.9500 . ?
C2S C3S 1.370(16) . ?
C2S H2SA 0.9500 . ?
C3S C4S 1.36(2) . ?
C3S H3SA 0.9500 . ?
C4S C5S 1.38(2) . ?
C4S H4SA 0.9500 . ?
C5S C6S 1.36(2) . ?
C5S H5SA 0.9500 . ?
C6S H6SB 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Pd1 C13 173.7(3) . . ?
N1 Pd1 N2 80.1(3) . . ?
C13 Pd1 N2 99.4(3) . . ?
N1 Pd1 O1 83.2(3) . . ?
C13 Pd1 O1 97.0(3) . . ?
N2 Pd1 O1 163.3(2) . . ?
C1 O1 Pd1 108.4(5) . . ?
C7 N1 C2 131.7(9) . . ?
C7 N1 Pd1 116.1(7) . . ?
C2 N1 Pd1 111.9(6) . . ?
C8 N2 C12 116.4(7) . . ?
C8 N2 Pd1 113.7(5) . . ?
C12 N2 Pd1 129.8(6) . . ?
O1 C1 C2 123.7(8) . . ?
O1 C1 C6 119.4(8) . . ?
C2 C1 C6 116.8(8) . . ?
C1 C2 C3 123.4(9) . . ?
C1 C2 N1 112.7(7) . . ?
C3 C2 N1 123.9(10) . . ?
C4 C3 C2 117.9(8) . . ?
C4 C3 H3A 121.0 . . ?
C2 C3 H3A 121.0 . . ?
C3 C4 C5 120.9(8) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
C4 C5 C6 121.3(8) . . ?
C4 C5 H5A 119.3 . . ?
C6 C5 H5A 119.3 . . ?
C5 C6 C1 119.6(8) . . ?
C5 C6 H6A 120.2 . . ?
C1 C6 H6A 120.2 . . ?
N1 C7 C8 114.9(8) . . ?
N1 C7 H7A 122.5 . . ?
C8 C7 H7A 122.5 . . ?
N2 C8 C9 127.3(8) . . ?
N2 C8 C7 114.9(7) . . ?
C9 C8 C7 117.8(8) . . ?
C10 C9 C8 115.6(10) . . ?
C10 C9 H9A 122.2 . . ?
C8 C9 H9A 122.2 . . ?
C9 C10 C11 120.3(13) . . ?
C9 C10 H10A 119.9 . . ?
C11 C10 H10A 119.9 . . ?
C10 C11 C12 117.9(10) . . ?
C10 C11 H11A 121.0 . . ?
C12 C11 H11A 121.0 . . ?
N2 C12 C11 122.4(8) . . ?
N2 C12 H12A 118.8 . . ?
C11 C12 H12A 118.8 . . ?
C18 C13 C14 118.3(8) . . ?
C18 C13 Pd1 113.7(6) . . ?
C14 C13 Pd1 127.8(7) . . ?
C15 C14 C13 117.0(9) . . ?
C15 C14 C19 118.9(8) . . ?
C13 C14 C19 124.0(7) . . ?
C16 C15 C14 123.0(9) . . ?
C16 C15 H15A 118.5 . . ?
C14 C15 H15A 118.5 . . ?
C17 C16 C15 119.2(9) . . ?
C17 C16 H16A 120.4 . . ?
C15 C16 H16A 120.4 . . ?
C16 C17 C18 119.5(9) . . ?
C16 C17 H17A 120.2 . . ?
C18 C17 H17A 120.2 . . ?
C17 C18 C13 122.9(9) . . ?
C17 C18 H18A 118.6 . . ?
C13 C18 H18A 118.6 . . ?
C20 C19 C21 113.4(11) . . ?
C20 C19 C14 105.8(8) . . ?
C22A C19 C14 110.8(9) . . ?
C21 C19 C14 107.9(10) . . ?
C20 C19 C22 79.0(13) . . ?
C21 C19 C22 125.9(12) . . ?
C14 C19 C22 119.1(9) . . ?
C22A C19 C21A 68.5(17) . . ?
C14 C19 C21A 114.1(13) . . ?
C22A C19 C20A 128.3(14) . . ?
C14 C19 C20A 119.2(12) . . ?
C21A C19 C20A 100.4(17) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C20A H20D 109.5 . . ?
C19 C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C19 C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C19 C21A H21D 109.5 . . ?
C19 C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C19 C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C19 C22A H22D 109.5 . . ?
C19 C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C19 C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C2S C1S C6S 120.3(12) . . ?
C2S C1S H1SA 119.8 . . ?
C6S C1S H1SA 119.8 . . ?
C1S C2S C3S 120.3(11) . . ?
C1S C2S H2SA 119.9 . . ?
C3S C2S H2SA 119.9 . . ?
C4S C3S C2S 120.5(12) . . ?
C4S C3S H3SA 119.8 . . ?
C2S C3S H3SA 119.8 . . ?
C3S C4S C5S 118.0(14) . . ?
C3S C4S H4SA 121.0 . . ?
C5S C4S H4SA 121.0 . . ?
C6S C5S C4S 122.1(13) . . ?
C6S C5S H5SA 119.0 . . ?
C4S C5S H5SA 119.0 . . ?
C5S C6S C1S 118.7(12) . . ?
C5S C6S H6SB 120.7 . . ?
C1S C6S H6SB 120.7 . . ?

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 O1 C1 C2 -1.9(9) . . . . ?
Pd1 O1 C1 C6 -179.9(6) . . . . ?
O1 C1 C2 C3 -178.4(7) . . . . ?
C6 C1 C2 C3 -0.2(11) . . . . ?
O1 C1 C2 N1 0.8(10) . . . . ?
C6 C1 C2 N1 179.0(7) . . . . ?
C7 N1 C2 C1 -172.9(8) . . . . ?
Pd1 N1 C2 C1 0.7(7) . . . . ?
C7 N1 C2 C3 6.3(12) . . . . ?
Pd1 N1 C2 C3 179.9(5) . . . . ?
C1 C2 C3 C4 -0.1(11) . . . . ?
N1 C2 C3 C4 -179.2(7) . . . . ?
C2 C3 C4 C5 0.6(12) . . . . ?
C3 C4 C5 C6 -0.7(14) . . . . ?
C4 C5 C6 C1 0.4(13) . . . . ?
O1 C1 C6 C5 178.3(8) . . . . ?
C2 C1 C6 C5 0.1(12) . . . . ?
C2 N1 C7 C8 179.6(6) . . . . ?
Pd1 N1 C7 C8 6.2(9) . . . . ?
C12 N2 C8 C9 0.2(11) . . . . ?
Pd1 N2 C8 C9 177.0(6) . . . . ?
C12 N2 C8 C7 -178.4(7) . . . . ?
Pd1 N2 C8 C7 -1.5(7) . . . . ?
N1 C7 C8 N2 -3.1(10) . . . . ?
N1 C7 C8 C9 178.2(7) . . . . ?
N2 C8 C9 C10 0.0(11) . . . . ?
C7 C8 C9 C10 178.5(6) . . . . ?
C8 C9 C10 C11 1.5(11) . . . . ?
C9 C10 C11 C12 -3.0(12) . . . . ?
C8 N2 C12 C11 -1.8(12) . . . . ?
Pd1 N2 C12 C11 -178.0(6) . . . . ?
C10 C11 C12 N2 3.2(13) . . . . ?
C18 C13 C14 C15 1.8(11) . . . . ?
Pd1 C13 C14 C15 -173.0(6) . . . . ?
C18 C13 C14 C19 -176.1(8) . . . . ?
Pd1 C13 C14 C19 9.1(12) . . . . ?
C13 C14 C15 C16 0.1(13) . . . . ?
C19 C14 C15 C16 178.2(9) . . . . ?
C14 C15 C16 C17 -2.7(14) . . . . ?
C15 C16 C17 C18 3.3(13) . . . . ?
C16 C17 C18 C13 -1.3(12) . . . . ?
C14 C13 C18 C17 -1.2(12) . . . . ?
Pd1 C13 C18 C17 174.2(6) . . . . ?
C15 C14 C19 C20 -115.8(10) . . . . ?
C13 C14 C19 C20 62.1(12) . . . . ?
C15 C14 C19 C22A 8.3(17) . . . . ?
C13 C14 C19 C22A -173.9(15) . . . . ?
C15 C14 C19 C21 122.6(10) . . . . ?
C13 C14 C19 C21 -59.5(12) . . . . ?
C15 C14 C19 C22 -29.7(17) . . . . ?
C13 C14 C19 C22 148.2(14) . . . . ?
C15 C14 C19 C21A 83.3(15) . . . . ?
C13 C14 C19 C21A -98.8(15) . . . . ?
C15 C14 C19 C20A -158.3(15) . . . . ?
C13 C14 C19 C20A 19.6(18) . . . . ?
C6S C1S C2S C3S -1.4(15) . . . . ?
C1S C2S C3S C4S -0.1(18) . . . . ?
C2S C3S C4S C5S 3(2) . . . . ?
C3S C4S C5S C6S -5(2) . . . . ?
C4S C5S C6S C1S 3.3(19) . . . . ?
C2S C1S C6S C5S -0.2(16) . . . . ?

_refine_diff_density_max         0.826
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.085

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b16089
_database_code_depnum_ccdc_archive 'CCDC 1811772'
_audit_update_record             
;
2017-12-15 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
"[Pd(CH2CMe2C6H5)(κ3-N,N',O-OC6H4N=CH(2-C5H4N))]"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 N2 O Pd'
_chemical_formula_weight         514.92
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.515(2)
_cell_length_b                   18.388(7)
_cell_length_c                   18.995(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.858(10)
_cell_angle_gamma                90
_cell_volume                     2274.4(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9967
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      28.62
_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.371
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.012
_exptl_absorpt_coefficient_mu    0.839
_shelx_estimated_absorpt_T_min   0.746
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5999
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60652
_diffrn_reflns_av_unetI/netI     0.0815
_diffrn_reflns_av_R_equivalents  0.1063
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.405
_diffrn_reflns_theta_max         28.776
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5850
_reflns_number_gt                3869
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0628P)²+1.6308P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         5850
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1252
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.76493(4) 0.57891(2) 0.55298(2) 0.01729(11) Uani 1 1 d . . . . .
O1 O 0.7587(4) 0.55165(15) 0.65833(14) 0.0209(6) Uani 1 1 d . . . . .
N1 N 0.7425(4) 0.46928(18) 0.54232(16) 0.0176(7) Uani 1 1 d . . . . .
N2 N 0.7602(4) 0.57129(18) 0.44560(16) 0.0184(7) Uani 1 1 d . . . . .
C1 C 0.7991(6) 0.6895(2) 0.5555(2) 0.0222(9) Uani 1 1 d . . . . .
H1A H 0.9344 0.7004 0.5358 0.027 Uiso 1 1 calc R U . . .
H1B H 0.6940 0.7100 0.5223 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7864(6) 0.7328(2) 0.6249(2) 0.0208(8) Uani 1 1 d . . . . .
C3 C 0.5734(7) 0.7200(2) 0.6541(2) 0.0302(10) Uani 1 1 d . . . . .
H3A H 0.5596 0.7482 0.6975 0.045 Uiso 1 1 calc R U . . .
H3B H 0.5560 0.6682 0.6643 0.045 Uiso 1 1 calc R U . . .
H3C H 0.4682 0.7356 0.6193 0.045 Uiso 1 1 calc R U . . .
C4 C 0.9506(7) 0.7063(2) 0.6799(2) 0.0262(9) Uani 1 1 d . . . . .
H4A H 0.9474 0.7373 0.7218 0.039 Uiso 1 1 calc R U . . .
H4B H 1.0867 0.7090 0.6596 0.039 Uiso 1 1 calc R U . . .
H4C H 0.9213 0.6559 0.6930 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8262(6) 0.8135(2) 0.6095(2) 0.0213(9) Uani 1 1 d . . . . .
C6 C 1.0148(6) 0.8362(2) 0.5846(2) 0.0244(9) Uani 1 1 d . . . . .
H6 H 1.1177 0.8007 0.5769 0.029 Uiso 1 1 calc R U . . .
C7 C 1.0577(7) 0.9085(2) 0.5706(2) 0.0268(10) Uani 1 1 d . . . . .
H7 H 1.1883 0.9220 0.5541 0.032 Uiso 1 1 calc R U . . .
C8 C 0.9096(7) 0.9608(2) 0.5809(2) 0.0294(10) Uani 1 1 d . . . . .
H8 H 0.9382 1.0105 0.5721 0.035 Uiso 1 1 calc R U . . .
C9 C 0.7210(7) 0.9403(2) 0.6040(2) 0.0289(10) Uani 1 1 d . . . . .
H9 H 0.6173 0.9760 0.6098 0.035 Uiso 1 1 calc R U . . .
C10 C 0.6802(7) 0.8675(2) 0.6190(2) 0.0262(10) Uani 1 1 d . . . . .
H10 H 0.5497 0.8545 0.6361 0.031 Uiso 1 1 calc R U . . .
C11 C 0.7542(5) 0.4798(2) 0.6652(2) 0.0183(8) Uani 1 1 d . . . . .
C12 C 0.7622(6) 0.4478(2) 0.7328(2) 0.0223(9) Uani 1 1 d . . . . .
H12 H 0.7723 0.4779 0.7734 0.027 Uiso 1 1 calc R U . . .
C13 C 0.7554(6) 0.3731(2) 0.7407(2) 0.0231(9) Uani 1 1 d . . . . .
H13 H 0.7625 0.3527 0.7867 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7383(6) 0.3275(2) 0.6824(2) 0.0252(9) Uani 1 1 d . . . . .
H14 H 0.7302 0.2763 0.6887 0.030 Uiso 1 1 calc R U . . .
C15 C 0.7333(6) 0.3566(2) 0.6158(2) 0.0212(9) Uani 1 1 d . . . . .
H15 H 0.7239 0.3255 0.5759 0.025 Uiso 1 1 calc R U . . .
C16 C 0.7419(6) 0.4318(2) 0.6065(2) 0.0187(8) Uani 1 1 d . . . . .
C17 C 0.7417(6) 0.4451(2) 0.4786(2) 0.0197(8) Uani 1 1 d . . . . .
H17 H 0.7372 0.3946 0.4682 0.024 Uiso 1 1 calc R U . . .
C18 C 0.7481(5) 0.5004(2) 0.4233(2) 0.0179(8) Uani 1 1 d . . . . .
C19 C 0.7440(6) 0.4830(2) 0.3523(2) 0.0226(9) Uani 1 1 d . . . . .
H19 H 0.7379 0.4336 0.3379 0.027 Uiso 1 1 calc R U . . .
C20 C 0.7488(6) 0.5379(2) 0.3021(2) 0.0215(9) Uani 1 1 d . . . . .
H20 H 0.7467 0.5264 0.2533 0.026 Uiso 1 1 calc R U . . .
C21 C 0.7567(6) 0.6094(2) 0.3243(2) 0.0221(9) Uani 1 1 d . . . . .
H21 H 0.7577 0.6481 0.2912 0.026 Uiso 1 1 calc R U . . .
C22 C 0.7632(6) 0.6233(2) 0.3962(2) 0.0207(9) Uani 1 1 d . . . . .
H22 H 0.7702 0.6725 0.4112 0.025 Uiso 1 1 calc R U . . .
C1S C 0.5070(7) 0.6096(2) 0.8088(2) 0.0284(10) Uani 1 1 d . . . . .
H1S H 0.5306 0.5926 0.7626 0.034 Uiso 1 1 calc R U . . .
C2S C 0.3113(7) 0.6248(2) 0.8286(2) 0.0285(10) Uani 1 1 d . . . . .
H2S H 0.1989 0.6182 0.7961 0.034 Uiso 1 1 calc R U . . .
C3S C 0.2774(7) 0.6499(2) 0.8964(2) 0.0287(10) Uani 1 1 d . . . . .
H3S H 0.1418 0.6604 0.9103 0.034 Uiso 1 1 calc R U . . .
C4S C 0.4408(7) 0.6594(3) 0.9435(2) 0.0328(11) Uani 1 1 d . . . . .
H4S H 0.4170 0.6765 0.9897 0.039 Uiso 1 1 calc R U . . .
C5S C 0.6382(7) 0.6444(3) 0.9240(2) 0.0375(12) Uani 1 1 d . . . . .
H5S H 0.7509 0.6513 0.9563 0.045 Uiso 1 1 calc R U . . .
C6S C 0.6701(7) 0.6189(3) 0.8563(2) 0.0335(11) Uani 1 1 d . . . . .
H6S H 0.8054 0.6079 0.8425 0.040 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N1 2.031(3) . ?
Pd1 N2 2.044(3) . ?
Pd1 C1 2.046(4) . ?
Pd1 O1 2.064(3) . ?
O1 C11 1.328(5) . ?
N1 C17 1.289(5) . ?
N1 C16 1.401(5) . ?
N2 C22 1.341(5) . ?
N2 C18 1.373(5) . ?
C1 C2 1.545(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.529(6) . ?
C2 C5 1.536(6) . ?
C2 C4 1.549(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C10 1.390(6) . ?
C5 C6 1.394(6) . ?
C6 C7 1.387(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.380(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.370(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.413(6) . ?
C11 C16 1.423(5) . ?
C12 C13 1.382(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(5) . ?
C15 H15 0.9500 . ?
C17 C18 1.463(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(5) . ?
C19 C20 1.389(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(6) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C1S C2S 1.370(6) . ?
C1S C6S 1.382(6) . ?
C1S H1S 0.9500 . ?
C2S C3S 1.393(6) . ?
C2S H2S 0.9500 . ?
C3S C4S 1.379(6) . ?
C3S H3S 0.9500 . ?
C4S C5S 1.378(7) . ?
C4S H4S 0.9500 . ?
C5S C6S 1.390(6) . ?
C5S H5S 0.9500 . ?
C6S H6S 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Pd1 N2 80.43(13) . . ?
N1 Pd1 C1 175.08(14) . . ?
N2 Pd1 C1 95.14(14) . . ?
N1 Pd1 O1 81.49(11) . . ?
N2 Pd1 O1 161.91(12) . . ?
C1 Pd1 O1 102.95(13) . . ?
C11 O1 Pd1 109.8(2) . . ?
C17 N1 C16 130.3(4) . . ?
C17 N1 Pd1 115.7(3) . . ?
C16 N1 Pd1 113.9(2) . . ?
C22 N2 C18 117.6(3) . . ?
C22 N2 Pd1 130.6(3) . . ?
C18 N2 Pd1 111.8(2) . . ?
C2 C1 Pd1 121.6(3) . . ?
C2 C1 H1A 106.9 . . ?
Pd1 C1 H1A 106.9 . . ?
C2 C1 H1B 106.9 . . ?
Pd1 C1 H1B 106.9 . . ?
H1A C1 H1B 106.7 . . ?
C3 C2 C5 112.3(3) . . ?
C3 C2 C1 107.7(3) . . ?
C5 C2 C1 108.8(3) . . ?
C3 C2 C4 108.8(3) . . ?
C5 C2 C4 108.4(3) . . ?
C1 C2 C4 110.9(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 116.5(4) . . ?
C10 C5 C2 122.9(4) . . ?
C6 C5 C2 120.6(4) . . ?
C7 C6 C5 122.4(4) . . ?
C7 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
C8 C7 C6 119.7(4) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C9 C8 C7 119.5(4) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.5(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C5 C10 C9 121.4(4) . . ?
C5 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
O1 C11 C12 120.3(4) . . ?
O1 C11 C16 122.8(3) . . ?
C12 C11 C16 116.9(4) . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 119.8(4) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.2(4) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 N1 126.8(4) . . ?
C15 C16 C11 121.2(4) . . ?
N1 C16 C11 112.0(3) . . ?
N1 C17 C18 115.9(4) . . ?
N1 C17 H17 122.1 . . ?
C18 C17 H17 122.1 . . ?
N2 C18 C19 121.2(4) . . ?
N2 C18 C17 116.1(3) . . ?
C19 C18 C17 122.7(4) . . ?
C18 C19 C20 120.1(4) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 118.9(4) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 118.4(4) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
N2 C22 C21 123.8(4) . . ?
N2 C22 H22 118.1 . . ?
C21 C22 H22 118.1 . . ?
C2S C1S C6S 119.9(4) . . ?
C2S C1S H1S 120.0 . . ?
C6S C1S H1S 120.0 . . ?
C1S C2S C3S 119.9(4) . . ?
C1S C2S H2S 120.1 . . ?
C3S C2S H2S 120.1 . . ?
C4S C3S C2S 120.0(4) . . ?
C4S C3S H3S 120.0 . . ?
C2S C3S H3S 120.0 . . ?
C5S C4S C3S 120.5(4) . . ?
C5S C4S H4S 119.7 . . ?
C3S C4S H4S 119.7 . . ?
C4S C5S C6S 119.0(4) . . ?
C4S C5S H5S 120.5 . . ?
C6S C5S H5S 120.5 . . ?
C1S C6S C5S 120.7(4) . . ?
C1S C6S H6S 119.6 . . ?
C5S C6S H6S 119.6 . . ?

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 C1 C2 C3 -60.2(4) . . . . ?
Pd1 C1 C2 C5 177.9(3) . . . . ?
Pd1 C1 C2 C4 58.8(4) . . . . ?
C3 C2 C5 C10 -2.2(6) . . . . ?
C1 C2 C5 C10 116.9(4) . . . . ?
C4 C2 C5 C10 -122.4(4) . . . . ?
C3 C2 C5 C6 178.0(4) . . . . ?
C1 C2 C5 C6 -62.9(5) . . . . ?
C4 C2 C5 C6 57.9(5) . . . . ?
C10 C5 C6 C7 0.8(6) . . . . ?
C2 C5 C6 C7 -179.4(4) . . . . ?
C5 C6 C7 C8 -0.5(6) . . . . ?
C6 C7 C8 C9 -0.8(6) . . . . ?
C7 C8 C9 C10 1.9(6) . . . . ?
C6 C5 C10 C9 0.2(6) . . . . ?
C2 C5 C10 C9 -179.6(4) . . . . ?
C8 C9 C10 C5 -1.6(6) . . . . ?
Pd1 O1 C11 C12 176.1(3) . . . . ?
Pd1 O1 C11 C16 -3.8(4) . . . . ?
O1 C11 C12 C13 179.3(3) . . . . ?
C16 C11 C12 C13 -0.8(5) . . . . ?
C11 C12 C13 C14 -0.7(6) . . . . ?
C12 C13 C14 C15 1.7(6) . . . . ?
C13 C14 C15 C16 -1.0(6) . . . . ?
C14 C15 C16 N1 178.6(4) . . . . ?
C14 C15 C16 C11 -0.5(6) . . . . ?
C17 N1 C16 C15 -2.3(6) . . . . ?
Pd1 N1 C16 C15 -178.3(3) . . . . ?
C17 N1 C16 C11 176.9(4) . . . . ?
Pd1 N1 C16 C11 0.9(4) . . . . ?
O1 C11 C16 C15 -178.7(3) . . . . ?
C12 C11 C16 C15 1.5(5) . . . . ?
O1 C11 C16 N1 2.1(5) . . . . ?
C12 C11 C16 N1 -177.8(3) . . . . ?
C16 N1 C17 C18 -178.5(3) . . . . ?
Pd1 N1 C17 C18 -2.5(4) . . . . ?
C22 N2 C18 C19 1.5(5) . . . . ?
Pd1 N2 C18 C19 -179.7(3) . . . . ?
C22 N2 C18 C17 -179.0(3) . . . . ?
Pd1 N2 C18 C17 -0.2(4) . . . . ?
N1 C17 C18 N2 1.8(5) . . . . ?
N1 C17 C18 C19 -178.7(3) . . . . ?
N2 C18 C19 C20 -1.0(6) . . . . ?
C17 C18 C19 C20 179.5(4) . . . . ?
C18 C19 C20 C21 -0.3(6) . . . . ?
C19 C20 C21 C22 1.1(6) . . . . ?
C18 N2 C22 C21 -0.6(5) . . . . ?
Pd1 N2 C22 C21 -179.2(3) . . . . ?
C20 C21 C22 N2 -0.7(6) . . . . ?
C6S C1S C2S C3S 0.3(7) . . . . ?
C1S C2S C3S C4S 0.1(7) . . . . ?
C2S C3S C4S C5S 0.0(7) . . . . ?
C3S C4S C5S C6S -0.4(7) . . . . ?
C2S C1S C6S C5S -0.6(7) . . . . ?
C4S C5S C6S C1S 0.7(7) . . . . ?

_refine_diff_density_max         1.614
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.139

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b17102
_database_code_depnum_ccdc_archive 'CCDC 1811773'
_audit_update_record             
;
2017-12-15 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '[Pd(CH2CMe2C6H4)(C6H4N=CH(2-C5H4N))]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H22 N2 Pd'
_chemical_formula_weight         420.81
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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.322(4)
_cell_length_b                   17.535(5)
_cell_length_c                   9.999(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.549(9)
_cell_angle_gamma                90
_cell_volume                     1833.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9777
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      38.30
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.408
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    1.018
_shelx_estimated_absorpt_T_min   0.681
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6413
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            83066
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.948
_diffrn_reflns_theta_max         39.416
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10890
_reflns_number_gt                9155
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+0.2562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         10890
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0628
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.34170(2) 0.76535(2) 0.23155(2) 0.01565(2) Uani 1 1 d . . . . .
N1 N 0.35674(8) 0.64546(5) 0.27187(9) 0.01632(14) Uani 1 1 d . . . . .
N2 N 0.49675(9) 0.75787(6) 0.44598(11) 0.02049(16) Uani 1 1 d . . . . .
C1 C 0.28610(9) 0.58516(6) 0.17860(10) 0.01549(15) Uani 1 1 d . . . . .
C2 C 0.23080(10) 0.52684(6) 0.22972(11) 0.01881(17) Uani 1 1 d . . . . .
H2 H 0.2384 0.5269 0.3277 0.023 Uiso 1 1 calc R U . . .
C3 C 0.16459(11) 0.46857(7) 0.13721(12) 0.02148(18) Uani 1 1 d . . . . .
H3 H 0.1258 0.4293 0.1717 0.026 Uiso 1 1 calc R U . . .
C4 C 0.15495(11) 0.46752(6) -0.00561(12) 0.02157(18) Uani 1 1 d . . . . .
H4 H 0.1110 0.4271 -0.0682 0.026 Uiso 1 1 calc R U . . .
C5 C 0.20983(11) 0.52576(6) -0.05671(11) 0.02035(18) Uani 1 1 d . . . . .
H5 H 0.2037 0.5248 -0.1542 0.024 Uiso 1 1 calc R U . . .
C6 C 0.27389(10) 0.58564(6) 0.03428(11) 0.01758(16) Uani 1 1 d . . . . .
H6 H 0.3088 0.6263 -0.0017 0.021 Uiso 1 1 calc R U . . .
C7 C 0.43596(10) 0.62687(6) 0.39940(11) 0.01861(17) Uani 1 1 d . . . . .
H7A H 0.4418 0.5754 0.4308 0.022 Uiso 1 1 calc R U . . .
C8 C 0.51664(10) 0.68514(6) 0.49548(11) 0.01871(17) Uani 1 1 d . . . . .
C9 C 0.61101(11) 0.66498(7) 0.62764(12) 0.0233(2) Uani 1 1 d . . . . .
H9 H 0.6224 0.6132 0.6581 0.028 Uiso 1 1 calc R U . . .
C10 C 0.68851(12) 0.72168(8) 0.71454(14) 0.0280(2) Uani 1 1 d . . . . .
H10 H 0.7546 0.7095 0.8048 0.034 Uiso 1 1 calc R U . . .
C11 C 0.66718(12) 0.79617(8) 0.66652(14) 0.0305(3) Uani 1 1 d . . . . .
H11 H 0.7181 0.8363 0.7238 0.037 Uiso 1 1 calc R U . . .
C12 C 0.57007(12) 0.81165(7) 0.53309(14) 0.0276(2) Uani 1 1 d . . . . .
H12 H 0.5552 0.8633 0.5024 0.033 Uiso 1 1 calc R U . . .
C13 C 0.18918(10) 0.76319(5) 0.04075(12) 0.01738(16) Uani 1 1 d . . . . .
H13A H 0.2194 0.7605 -0.0398 0.021 Uiso 1 1 calc R U . . .
H13B H 0.1376 0.7170 0.0365 0.021 Uiso 1 1 calc R U . . .
C14 C 0.10522(9) 0.83444(5) 0.02229(10) 0.01490(14) Uani 1 1 d . . . . .
C15 C 0.01794(10) 0.84563(6) -0.13752(11) 0.01891(17) Uani 1 1 d . . . . .
H15A H -0.0382 0.8896 -0.1467 0.028 Uiso 1 1 calc R U . . .
H15B H -0.0341 0.7998 -0.1735 0.028 Uiso 1 1 calc R U . . .
H15C H 0.0704 0.8547 -0.1944 0.028 Uiso 1 1 calc R U . . .
C16 C 0.02250(10) 0.82626(7) 0.11341(12) 0.02018(17) Uani 1 1 d . . . . .
H16A H 0.0780 0.8178 0.2151 0.030 Uiso 1 1 calc R U . . .
H16B H -0.0356 0.7828 0.0779 0.030 Uiso 1 1 calc R U . . .
H16C H -0.0274 0.8729 0.1051 0.030 Uiso 1 1 calc R U . . .
C17 C 0.19867(9) 0.89931(5) 0.08276(10) 0.01450(14) Uani 1 1 d . . . . .
C18 C 0.31917(9) 0.87717(6) 0.18675(11) 0.01655(15) Uani 1 1 d . . . . .
C19 C 0.40975(10) 0.93533(6) 0.24467(12) 0.02052(18) Uani 1 1 d . . . . .
H19 H 0.4925 0.9223 0.3125 0.025 Uiso 1 1 calc R U . . .
C20 C 0.38198(11) 1.01172(6) 0.20560(12) 0.02106(18) Uani 1 1 d . . . . .
H20 H 0.4446 1.0499 0.2489 0.025 Uiso 1 1 calc R U . . .
C21 C 0.26305(11) 1.03194(6) 0.10365(12) 0.01925(17) Uani 1 1 d . . . . .
H21 H 0.2441 1.0838 0.0760 0.023 Uiso 1 1 calc R U . . .
C22 C 0.17154(10) 0.97537(6) 0.04214(11) 0.01627(15) Uani 1 1 d . . . . .
H22 H 0.0901 0.9888 -0.0280 0.020 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C18 2.0057(12) . ?
Pd1 C13 2.0240(11) . ?
Pd1 N1 2.1350(11) . ?
Pd1 N2 2.1929(11) . ?
N1 C7 1.2883(13) . ?
N1 C1 1.4336(13) . ?
N2 C12 1.3351(15) . ?
N2 C8 1.3553(15) . ?
C1 C2 1.3945(15) . ?
C1 C6 1.3959(14) . ?
C2 C3 1.3891(16) . ?
C2 H2 0.9500 . ?
C3 C4 1.3900(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.3905(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.3965(15) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.4588(15) . ?
C7 H7A 0.9500 . ?
C8 C9 1.3892(15) . ?
C9 C10 1.3888(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3919(17) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.5376(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C17 1.5128(14) . ?
C14 C15 1.5354(14) . ?
C14 C16 1.5435(14) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.3937(14) . ?
C17 C18 1.4161(14) . ?
C18 C19 1.4042(15) . ?
C19 C20 1.3970(17) . ?
C19 H19 0.9500 . ?
C20 C21 1.3876(17) . ?
C20 H20 0.9500 . ?
C21 C22 1.3954(15) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 Pd1 C13 79.53(4) . . ?
C18 Pd1 N1 177.29(4) . . ?
C13 Pd1 N1 97.87(4) . . ?
C18 Pd1 N2 105.21(4) . . ?
C13 Pd1 N2 173.83(4) . . ?
N1 Pd1 N2 77.33(3) . . ?
C7 N1 C1 117.41(9) . . ?
C7 N1 Pd1 114.25(7) . . ?
C1 N1 Pd1 128.26(7) . . ?
C12 N2 C8 116.86(10) . . ?
C12 N2 Pd1 131.30(8) . . ?
C8 N2 Pd1 111.83(7) . . ?
C2 C1 C6 120.19(9) . . ?
C2 C1 N1 121.29(9) . . ?
C6 C1 N1 118.52(9) . . ?
C3 C2 C1 119.93(9) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.23(10) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.85(10) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 120.42(10) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.33(10) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
N1 C7 C8 119.81(10) . . ?
N1 C7 H7A 120.1 . . ?
C8 C7 H7A 120.1 . . ?
N2 C8 C9 123.12(10) . . ?
N2 C8 C7 116.37(9) . . ?
C9 C8 C7 120.47(10) . . ?
C10 C9 C8 118.94(12) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 118.39(11) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C12 119.11(12) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
N2 C12 C11 123.54(12) . . ?
N2 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C14 C13 Pd1 111.27(7) . . ?
C14 C13 H13A 109.4 . . ?
Pd1 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
Pd1 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C17 C14 C15 113.10(8) . . ?
C17 C14 C13 104.93(8) . . ?
C15 C14 C13 110.51(8) . . ?
C17 C14 C16 108.88(8) . . ?
C15 C14 C16 109.39(8) . . ?
C13 C14 C16 109.93(8) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 121.27(9) . . ?
C22 C17 C14 124.12(9) . . ?
C18 C17 C14 114.61(8) . . ?
C19 C18 C17 116.69(9) . . ?
C19 C18 Pd1 127.43(8) . . ?
C17 C18 Pd1 115.87(7) . . ?
C20 C19 C18 122.05(10) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C21 C20 C19 120.10(10) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 119.30(10) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C17 C22 C21 120.56(10) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?

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
C7 N1 C1 C2 43.82(13) . . . . ?
Pd1 N1 C1 C2 -132.72(9) . . . . ?
C7 N1 C1 C6 -135.92(10) . . . . ?
Pd1 N1 C1 C6 47.53(12) . . . . ?
C6 C1 C2 C3 0.72(15) . . . . ?
N1 C1 C2 C3 -179.01(9) . . . . ?
C1 C2 C3 C4 1.02(16) . . . . ?
C2 C3 C4 C5 -1.16(17) . . . . ?
C3 C4 C5 C6 -0.44(17) . . . . ?
C2 C1 C6 C5 -2.30(15) . . . . ?
N1 C1 C6 C5 177.45(9) . . . . ?
C4 C5 C6 C1 2.16(16) . . . . ?
C1 N1 C7 C8 175.91(9) . . . . ?
Pd1 N1 C7 C8 -7.06(12) . . . . ?
C12 N2 C8 C9 -2.31(17) . . . . ?
Pd1 N2 C8 C9 178.86(9) . . . . ?
C12 N2 C8 C7 179.98(11) . . . . ?
Pd1 N2 C8 C7 1.16(12) . . . . ?
N1 C7 C8 N2 3.99(15) . . . . ?
N1 C7 C8 C9 -173.77(10) . . . . ?
N2 C8 C9 C10 0.55(18) . . . . ?
C7 C8 C9 C10 178.16(11) . . . . ?
C8 C9 C10 C11 0.88(19) . . . . ?
C9 C10 C11 C12 -0.5(2) . . . . ?
C8 N2 C12 C11 2.7(2) . . . . ?
Pd1 N2 C12 C11 -178.70(10) . . . . ?
C10 C11 C12 N2 -1.4(2) . . . . ?
Pd1 C13 C14 C17 39.24(9) . . . . ?
Pd1 C13 C14 C15 161.46(7) . . . . ?
Pd1 C13 C14 C16 -77.69(9) . . . . ?
C15 C14 C17 C22 34.50(13) . . . . ?
C13 C14 C17 C22 155.02(9) . . . . ?
C16 C14 C17 C22 -87.33(11) . . . . ?
C15 C14 C17 C18 -145.63(9) . . . . ?
C13 C14 C17 C18 -25.10(11) . . . . ?
C16 C14 C17 C18 92.54(10) . . . . ?
C22 C17 C18 C19 -0.91(14) . . . . ?
C14 C17 C18 C19 179.21(9) . . . . ?
C22 C17 C18 Pd1 -179.79(7) . . . . ?
C14 C17 C18 Pd1 0.33(11) . . . . ?
C17 C18 C19 C20 1.89(16) . . . . ?
Pd1 C18 C19 C20 -179.38(8) . . . . ?
C18 C19 C20 C21 -1.82(17) . . . . ?
C19 C20 C21 C22 0.70(16) . . . . ?
C18 C17 C22 C21 -0.13(15) . . . . ?
C14 C17 C22 C21 179.73(9) . . . . ?
C20 C21 C22 C17 0.26(15) . . . . ?

_refine_diff_density_max         0.870
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.149

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
