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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_new
_database_code_depnum_ccdc_archive 'CCDC 891212'
_audit_update_record             
;
2014-11-20 deposited with the CCDC.
2015-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'ADG-PC-Phsophine complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H40 Cl4 N3 P Pd'
_chemical_formula_weight         901.97

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   14.7017(6)
_cell_length_b                   15.3648(6)
_cell_length_c                   19.1929(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.828(2)
_cell_angle_gamma                90.00
_cell_volume                     4209.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5116
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.94

_exptl_crystal_description       Block
_exptl_crystal_colour            clear
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.768
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9135
_exptl_absorpt_correction_T_max  0.9411
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26324
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.47
_reflns_number_total             7477
_reflns_number_gt                5084
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0837P)²+5.1461P] 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         7477
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1640
_refine_ls_wR_factor_gt          0.1454
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0719(4) 0.6830(3) 0.9369(3) 0.0375(12) Uani 1 1 d . . .
C2 C 0.0253(4) 0.7002(3) 0.8666(3) 0.0369(12) Uani 1 1 d . . .
C3 C 0.1191(4) 0.5362(4) 0.9994(3) 0.0479(14) Uani 1 1 d . . .
C4 C 0.2249(4) 0.5291(4) 1.0213(3) 0.0529(16) Uani 1 1 d . . .
C5 C 0.2787(6) 0.5633(5) 1.0830(4) 0.078(2) Uani 1 1 d . . .
C6 C 0.3802(6) 0.5521(6) 1.0959(6) 0.093(3) Uani 1 1 d . . .
H6 H 0.4215 0.5802 1.1335 0.111 Uiso 1 1 calc R . .
C7 C 0.4101(7) 0.4994(7) 1.0508(6) 0.097(3) Uani 1 1 d . . .
H7 H 0.4742 0.4995 1.0539 0.117 Uiso 1 1 calc R . .
C8 C 0.3560(8) 0.4443(7) 0.9996(6) 0.107(3) Uani 1 1 d . . .
C9 C 0.2677(6) 0.4702(5) 0.9801(5) 0.092(3) Uani 1 1 d . . .
H9 H 0.2309 0.4491 0.9372 0.110 Uiso 1 1 calc R . .
C10 C 0.2445(7) 0.5893(6) 1.1430(5) 0.106(3) Uani 1 1 d . . .
H10A H 0.1926 0.6290 1.1263 0.127 Uiso 1 1 calc R . .
H10B H 0.2936 0.6216 1.1755 0.127 Uiso 1 1 calc R . .
C11 C 0.2107(9) 0.5148(7) 1.1866(6) 0.133(4) Uani 1 1 d . . .
H11A H 0.1429 0.5119 1.1738 0.160 Uiso 1 1 calc R . .
H11B H 0.2310 0.5270 1.2375 0.160 Uiso 1 1 calc R . .
C12 C 0.2523(8) 0.4252(7) 1.1698(5) 0.104(3) Uani 1 1 d . . .
C13 C 0.3462(7) 0.4118(8) 1.1978(6) 0.114(4) Uani 1 1 d . . .
H13 H 0.3774 0.4382 1.2405 0.137 Uiso 1 1 calc R . .
C14 C 0.3931(8) 0.3574(7) 1.1605(6) 0.115(4) Uani 1 1 d . . .
H14 H 0.4570 0.3477 1.1776 0.138 Uiso 1 1 calc R . .
C15 C 0.3442(9) 0.3166(6) 1.0966(8) 0.118(4) Uani 1 1 d . . .
C16 C 0.2447(8) 0.3198(6) 1.0778(6) 0.100(3) Uani 1 1 d . . .
H16 H 0.2096 0.2872 1.0400 0.120 Uiso 1 1 calc R . .
C17 C 0.2051(7) 0.3705(6) 1.1162(6) 0.101(3) Uani 1 1 d . . .
H17 H 0.1400 0.3698 1.1068 0.121 Uiso 1 1 calc R . .
C18 C 0.3926(9) 0.2903(9) 1.0441(8) 0.163(6) Uani 1 1 d . . .
H18A H 0.3699 0.2331 1.0266 0.195 Uiso 1 1 calc R . .
H18B H 0.4586 0.2845 1.0674 0.195 Uiso 1 1 calc R . .
C19 C 0.3830(10) 0.3531(7) 0.9773(7) 0.161(5) Uani 1 1 d . . .
H19A H 0.4419 0.3559 0.9630 0.193 Uiso 1 1 calc R . .
H19B H 0.3351 0.3316 0.9371 0.193 Uiso 1 1 calc R . .
C20 C -0.0261(5) 0.6037(4) 0.7559(3) 0.0647(19) Uani 1 1 d . . .
H20A H 0.0161 0.6178 0.7264 0.097 Uiso 1 1 calc R . .
H20B H -0.0822 0.6378 0.7411 0.097 Uiso 1 1 calc R . .
H20C H -0.0417 0.5430 0.7510 0.097 Uiso 1 1 calc R . .
C21 C -0.0193(4) 0.7807(3) 0.8344(3) 0.0426(13) Uani 1 1 d . . .
C22 C -0.0219(5) 0.8066(4) 0.7644(3) 0.0584(17) Uani 1 1 d . . .
H22 H 0.0099 0.7747 0.7365 0.070 Uiso 1 1 calc R . .
C23 C -0.0725(6) 0.8803(5) 0.7363(4) 0.077(2) Uani 1 1 d . . .
H23 H -0.0765 0.8957 0.6888 0.093 Uiso 1 1 calc R . .
C24 C -0.1157(6) 0.9298(5) 0.7763(4) 0.078(2) Uani 1 1 d . . .
H24 H -0.1469 0.9801 0.7571 0.094 Uiso 1 1 calc R . .
C25 C -0.1135(5) 0.9054(4) 0.8464(4) 0.0695(19) Uani 1 1 d . . .
H25 H -0.1437 0.9393 0.8741 0.083 Uiso 1 1 calc R . .
C26 C -0.0666(4) 0.8311(4) 0.8751(3) 0.0518(15) Uani 1 1 d . . .
H26 H -0.0665 0.8144 0.9218 0.062 Uiso 1 1 calc R . .
C27 C 0.2523(4) 0.7673(4) 0.9047(3) 0.0425(13) Uani 1 1 d . . .
C28 C 0.3028(5) 0.6904(4) 0.9152(3) 0.0645(18) Uani 1 1 d . . .
H28 H 0.3290 0.6711 0.9616 0.077 Uiso 1 1 calc R . .
C29 C 0.3145(6) 0.6418(5) 0.8569(4) 0.077(2) Uani 1 1 d . . .
H29 H 0.3482 0.5900 0.8644 0.092 Uiso 1 1 calc R . .
C30 C 0.2774(5) 0.6692(5) 0.7897(3) 0.0690(19) Uani 1 1 d . . .
H30 H 0.2867 0.6368 0.7511 0.083 Uiso 1 1 calc R . .
C31 C 0.2268(6) 0.7432(5) 0.7776(3) 0.072(2) Uani 1 1 d . . .
H31 H 0.1999 0.7605 0.7308 0.087 Uiso 1 1 calc R . .
C32 C 0.2144(5) 0.7940(4) 0.8348(3) 0.0570(16) Uani 1 1 d . . .
H32 H 0.1808 0.8458 0.8261 0.068 Uiso 1 1 calc R . .
C33 C 0.2049(5) 0.9353(4) 0.9538(3) 0.0530(16) Uani 1 1 d . . .
C34 C 0.2666(7) 0.9796(6) 0.9220(7) 0.133(4) Uani 1 1 d . . .
H34 H 0.3196 0.9512 0.9151 0.160 Uiso 1 1 calc R . .
C35 C 0.2500(8) 1.0681(6) 0.8997(6) 0.128(4) Uani 1 1 d . . .
H35 H 0.2894 1.0968 0.8760 0.153 Uiso 1 1 calc R . .
C36 C 0.1731(7) 1.1098(5) 0.9147(5) 0.095(3) Uani 1 1 d . . .
H36 H 0.1643 1.1692 0.9061 0.114 Uiso 1 1 calc R . .
C37 C 0.1125(6) 1.0647(5) 0.9412(4) 0.081(2) Uani 1 1 d . . .
H37 H 0.0582 1.0914 0.9474 0.098 Uiso 1 1 calc R . .
C38 C 0.1289(5) 0.9780(5) 0.9599(4) 0.0689(19) Uani 1 1 d . . .
H38 H 0.0843 0.9482 0.9777 0.083 Uiso 1 1 calc R . .
C39 C 0.3385(4) 0.8180(4) 1.0460(3) 0.0588(17) Uani 1 1 d . . .
C40 C 0.3485(5) 0.7893(5) 1.1143(4) 0.077(2) Uani 1 1 d . . .
H40 H 0.2954 0.7740 1.1299 0.092 Uiso 1 1 calc R . .
C41 C 0.4361(7) 0.7822(7) 1.1615(5) 0.102(3) Uani 1 1 d . . .
H41 H 0.4406 0.7600 1.2073 0.123 Uiso 1 1 calc R . .
C42 C 0.5115(7) 0.8062(8) 1.1428(6) 0.117(4) Uani 1 1 d . . .
H42 H 0.5693 0.8040 1.1757 0.140 Uiso 1 1 calc R . .
C43 C 0.5055(7) 0.8340(12) 1.0761(7) 0.202(8) Uani 1 1 d . . .
H43 H 0.5597 0.8497 1.0622 0.242 Uiso 1 1 calc R . .
C44 C 0.4182(6) 0.8399(9) 1.0262(5) 0.153(6) Uani 1 1 d . . .
H44 H 0.4152 0.8587 0.9796 0.184 Uiso 1 1 calc R . .
C45 C 0.3828(13) 0.0751(16) 0.1615(12) 0.294(14) Uani 1 1 d . . .
H45A H 0.3442 0.1261 0.1465 0.353 Uiso 1 1 calc R . .
H45B H 0.3548 0.0265 0.1318 0.353 Uiso 1 1 calc R . .
Cl1 Cl 0.13440(12) 0.86439(10) 1.11498(7) 0.0600(4) Uani 1 1 d . . .
Cl2 Cl -0.01424(12) 0.69606(10) 1.06444(9) 0.0594(4) Uani 1 1 d . . .
Cl3 Cl 0.3862(4) 0.0540(5) 0.2442(4) 0.308(4) Uani 1 1 d . . .
Cl4 Cl 0.4955(7) 0.0940(5) 0.1499(5) 0.413(6) Uani 1 1 d . . .
N1 N 0.0860(3) 0.5951(3) 0.9368(2) 0.0426(11) Uani 1 1 d . . .
N2 N 0.0552(3) 0.5575(3) 0.8732(2) 0.0483(12) Uani 1 1 d . . .
N3 N 0.0188(3) 0.6231(3) 0.8312(2) 0.0451(12) Uani 1 1 d . . .
P1 P 0.22568(10) 0.82170(9) 0.98129(7) 0.0424(4) Uani 1 1 d . . .
Pd1 Pd 0.10657(3) 0.76262(2) 1.02091(2) 0.03746(16) 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 N1 1.366(6) . ?
C1 C2 1.386(7) . ?
C1 Pd1 1.990(5) . ?
C2 N3 1.358(6) . ?
C2 C21 1.466(7) . ?
C3 N1 1.490(6) . ?
C3 C4 1.516(8) . ?
C4 C5 1.362(9) . ?
C4 C9 1.441(10) . ?
C5 C10 1.420(11) . ?
C5 C6 1.463(11) . ?
C6 C7 1.335(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.394(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.322(11) . ?
C8 C19 1.545(14) . ?
C9 H9 0.9300 . ?
C10 C11 1.567(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.569(14) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.373(13) . ?
C12 C17 1.380(12) . ?
C13 C14 1.388(15) . ?
C13 H13 0.9300 . ?
C14 C15 1.411(15) . ?
C14 H14 0.9300 . ?
C15 C16 1.421(14) . ?
C15 C18 1.424(15) . ?
C16 C17 1.301(12) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.584(14) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N3 1.468(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.392(8) . ?
C21 C26 1.399(8) . ?
C22 C23 1.391(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.341(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(8) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.384(8) . ?
C27 C32 1.386(7) . ?
C27 P1 1.814(5) . ?
C28 C29 1.391(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.341(9) . ?
C29 H29 0.9300 . ?
C30 C31 1.349(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.393(9) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C38 1.324(9) . ?
C33 C34 1.386(11) . ?
C33 P1 1.829(6) . ?
C34 C35 1.428(12) . ?
C34 H34 0.9300 . ?
C35 C36 1.388(13) . ?
C35 H35 0.9300 . ?
C36 C37 1.324(11) . ?
C36 H36 0.9300 . ?
C37 C38 1.385(10) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.357(9) . ?
C39 C44 1.358(11) . ?
C39 P1 1.820(6) . ?
C40 C41 1.390(10) . ?
C40 H40 0.9300 . ?
C41 C42 1.298(13) . ?
C41 H41 0.9300 . ?
C42 C43 1.333(15) . ?
C42 H42 0.9300 . ?
C43 C44 1.408(13) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C45 Cl3 1.608(19) . ?
C45 Cl4 1.748(18) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
Cl1 Pd1 2.3493(14) . ?
Cl2 Pd1 2.3681(16) . ?
N1 N2 1.329(6) . ?
N2 N3 1.321(6) . ?
P1 Pd1 2.2595(16) . ?

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 C1 C2 103.1(4) . . ?
N1 C1 Pd1 126.8(4) . . ?
C2 C1 Pd1 130.0(4) . . ?
N3 C2 C1 106.3(4) . . ?
N3 C2 C21 123.7(4) . . ?
C1 C2 C21 129.7(4) . . ?
N1 C3 C4 112.5(5) . . ?
C5 C4 C9 118.7(7) . . ?
C5 C4 C3 123.9(7) . . ?
C9 C4 C3 116.5(6) . . ?
C4 C5 C10 124.7(8) . . ?
C4 C5 C6 117.3(8) . . ?
C10 C5 C6 116.1(8) . . ?
C7 C6 C5 116.2(8) . . ?
C7 C6 H6 121.9 . . ?
C5 C6 H6 121.9 . . ?
C6 C7 C8 127.2(9) . . ?
C6 C7 H7 116.4 . . ?
C8 C7 H7 116.4 . . ?
C9 C8 C7 111.9(10) . . ?
C9 C8 C19 119.7(11) . . ?
C7 C8 C19 127.2(11) . . ?
C8 C9 C4 124.2(9) . . ?
C8 C9 H9 117.9 . . ?
C4 C9 H9 117.9 . . ?
C5 C10 C11 116.5(8) . . ?
C5 C10 H10A 108.2 . . ?
C11 C10 H10A 108.2 . . ?
C5 C10 H10B 108.2 . . ?
C11 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
C10 C11 C12 110.1(8) . . ?
C10 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C17 118.7(11) . . ?
C13 C12 C11 117.1(11) . . ?
C17 C12 C11 122.4(10) . . ?
C12 C13 C14 117.8(11) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C13 C14 C15 120.2(11) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 119.0(11) . . ?
C14 C15 C18 120.2(14) . . ?
C16 C15 C18 119.3(13) . . ?
C17 C16 C15 116.7(10) . . ?
C17 C16 H16 121.6 . . ?
C15 C16 H16 121.6 . . ?
C16 C17 C12 125.0(11) . . ?
C16 C17 H17 117.5 . . ?
C12 C17 H17 117.5 . . ?
C15 C18 C19 115.9(10) . . ?
C15 C18 H18A 108.3 . . ?
C19 C18 H18A 108.3 . . ?
C15 C18 H18B 108.3 . . ?
C19 C18 H18B 108.3 . . ?
H18A C18 H18B 107.4 . . ?
C8 C19 C18 107.9(10) . . ?
C8 C19 H19A 110.1 . . ?
C18 C19 H19A 110.1 . . ?
C8 C19 H19B 110.1 . . ?
C18 C19 H19B 110.1 . . ?
H19A C19 H19B 108.4 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 118.6(5) . . ?
C22 C21 C2 123.7(5) . . ?
C26 C21 C2 117.6(5) . . ?
C21 C22 C23 119.7(7) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 121.5(7) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C23 C24 C25 119.7(6) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C26 C25 C24 120.3(7) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 120.2(6) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C28 C27 C32 118.2(5) . . ?
C28 C27 P1 119.1(4) . . ?
C32 C27 P1 122.2(4) . . ?
C27 C28 C29 120.4(6) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C30 C29 C28 120.3(6) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 120.7(6) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C30 C31 C32 120.5(6) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C27 C32 C31 119.9(6) . . ?
C27 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C38 C33 C34 116.8(7) . . ?
C38 C33 P1 122.3(5) . . ?
C34 C33 P1 120.9(6) . . ?
C33 C34 C35 121.1(9) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 117.8(9) . . ?
C36 C35 H35 121.1 . . ?
C34 C35 H35 121.1 . . ?
C37 C36 C35 119.6(8) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 120.7(8) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C33 C38 C37 123.5(7) . . ?
C33 C38 H38 118.2 . . ?
C37 C38 H38 118.2 . . ?
C40 C39 C44 116.7(7) . . ?
C40 C39 P1 122.7(6) . . ?
C44 C39 P1 120.5(6) . . ?
C39 C40 C41 121.7(8) . . ?
C39 C40 H40 119.2 . . ?
C41 C40 H40 119.2 . . ?
C42 C41 C40 121.1(10) . . ?
C42 C41 H41 119.5 . . ?
C40 C41 H41 119.5 . . ?
C41 C42 C43 119.4(9) . . ?
C41 C42 H42 120.3 . . ?
C43 C42 H42 120.3 . . ?
C42 C43 C44 121.0(11) . . ?
C42 C43 H43 119.5 . . ?
C44 C43 H43 119.5 . . ?
C39 C44 C43 120.0(10) . . ?
C39 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
Cl3 C45 Cl4 110.7(12) . . ?
Cl3 C45 H45A 109.5 . . ?
Cl4 C45 H45A 109.5 . . ?
Cl3 C45 H45B 109.5 . . ?
Cl4 C45 H45B 109.5 . . ?
H45A C45 H45B 108.1 . . ?
N2 N1 C1 114.4(4) . . ?
N2 N1 C3 116.7(4) . . ?
C1 N1 C3 128.3(4) . . ?
N3 N2 N1 103.2(4) . . ?
N2 N3 C2 113.0(4) . . ?
N2 N3 C20 117.9(4) . . ?
C2 N3 C20 129.0(5) . . ?
C27 P1 C39 101.6(3) . . ?
C27 P1 C33 105.0(3) . . ?
C39 P1 C33 106.8(3) . . ?
C27 P1 Pd1 115.01(18) . . ?
C39 P1 Pd1 114.3(2) . . ?
C33 P1 Pd1 113.0(2) . . ?
C1 Pd1 P1 92.50(15) . . ?
C1 Pd1 Cl1 174.44(15) . . ?
P1 Pd1 Cl1 89.12(6) . . ?
C1 Pd1 Cl2 87.23(15) . . ?
P1 Pd1 Cl2 177.71(6) . . ?
Cl1 Pd1 Cl2 91.36(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
N1 C1 C2 N3 -1.8(6) . . . . ?
Pd1 C1 C2 N3 -179.4(4) . . . . ?
N1 C1 C2 C21 171.7(6) . . . . ?
Pd1 C1 C2 C21 -5.8(9) . . . . ?
N1 C3 C4 C5 110.0(6) . . . . ?
N1 C3 C4 C9 -81.0(6) . . . . ?
C9 C4 C5 C10 -151.5(8) . . . . ?
C3 C4 C5 C10 17.3(11) . . . . ?
C9 C4 C5 C6 12.1(10) . . . . ?
C3 C4 C5 C6 -179.0(6) . . . . ?
C4 C5 C6 C7 -8.7(11) . . . . ?
C10 C5 C6 C7 156.4(8) . . . . ?
C5 C6 C7 C8 -10.1(14) . . . . ?
C6 C7 C8 C9 23.4(14) . . . . ?
C6 C7 C8 C19 -143.6(11) . . . . ?
C7 C8 C9 C4 -18.8(12) . . . . ?
C19 C8 C9 C4 149.3(9) . . . . ?
C5 C4 C9 C8 2.5(11) . . . . ?
C3 C4 C9 C8 -167.2(8) . . . . ?
C4 C5 C10 C11 69.0(12) . . . . ?
C6 C5 C10 C11 -94.8(10) . . . . ?
C5 C10 C11 C12 18.6(13) . . . . ?
C10 C11 C12 C13 72.3(11) . . . . ?
C10 C11 C12 C17 -92.2(12) . . . . ?
C17 C12 C13 C14 14.3(13) . . . . ?
C11 C12 C13 C14 -150.8(9) . . . . ?
C12 C13 C14 C15 -1.2(15) . . . . ?
C13 C14 C15 C16 -10.7(15) . . . . ?
C13 C14 C15 C18 155.2(10) . . . . ?
C14 C15 C16 C17 9.0(14) . . . . ?
C18 C15 C16 C17 -157.1(10) . . . . ?
C15 C16 C17 C12 4.7(15) . . . . ?
C13 C12 C17 C16 -17.0(14) . . . . ?
C11 C12 C17 C16 147.3(10) . . . . ?
C14 C15 C18 C19 -100.5(14) . . . . ?
C16 C15 C18 C19 65.4(16) . . . . ?
C9 C8 C19 C18 -100.5(12) . . . . ?
C7 C8 C19 C18 65.6(15) . . . . ?
C15 C18 C19 C8 22.1(18) . . . . ?
N3 C2 C21 C22 -40.9(9) . . . . ?
C1 C2 C21 C22 146.5(6) . . . . ?
N3 C2 C21 C26 134.9(6) . . . . ?
C1 C2 C21 C26 -37.7(9) . . . . ?
C26 C21 C22 C23 -1.1(9) . . . . ?
C2 C21 C22 C23 174.7(6) . . . . ?
C21 C22 C23 C24 3.0(11) . . . . ?
C22 C23 C24 C25 -2.7(12) . . . . ?
C23 C24 C25 C26 0.5(11) . . . . ?
C24 C25 C26 C21 1.3(10) . . . . ?
C22 C21 C26 C25 -1.0(9) . . . . ?
C2 C21 C26 C25 -177.0(5) . . . . ?
C32 C27 C28 C29 -0.1(10) . . . . ?
P1 C27 C28 C29 172.2(6) . . . . ?
C27 C28 C29 C30 0.4(12) . . . . ?
C28 C29 C30 C31 -1.3(12) . . . . ?
C29 C30 C31 C32 1.9(12) . . . . ?
C28 C27 C32 C31 0.7(10) . . . . ?
P1 C27 C32 C31 -171.3(5) . . . . ?
C30 C31 C32 C27 -1.7(11) . . . . ?
C38 C33 C34 C35 2.4(15) . . . . ?
P1 C33 C34 C35 179.3(8) . . . . ?
C33 C34 C35 C36 3.7(17) . . . . ?
C34 C35 C36 C37 -7.6(16) . . . . ?
C35 C36 C37 C38 5.5(14) . . . . ?
C34 C33 C38 C37 -4.8(12) . . . . ?
P1 C33 C38 C37 178.3(6) . . . . ?
C36 C37 C38 C33 1.0(12) . . . . ?
C44 C39 C40 C41 -0.3(13) . . . . ?
P1 C39 C40 C41 176.1(7) . . . . ?
C39 C40 C41 C42 2.8(15) . . . . ?
C40 C41 C42 C43 -3.4(19) . . . . ?
C41 C42 C43 C44 2(2) . . . . ?
C40 C39 C44 C43 -1.3(18) . . . . ?
P1 C39 C44 C43 -177.9(11) . . . . ?
C42 C43 C44 C39 1(2) . . . . ?
C2 C1 N1 N2 1.8(6) . . . . ?
Pd1 C1 N1 N2 179.4(4) . . . . ?
C2 C1 N1 C3 -169.3(5) . . . . ?
Pd1 C1 N1 C3 8.3(8) . . . . ?
C4 C3 N1 N2 100.8(6) . . . . ?
C4 C3 N1 C1 -88.4(7) . . . . ?
C1 N1 N2 N3 -0.9(6) . . . . ?
C3 N1 N2 N3 171.2(5) . . . . ?
N1 N2 N3 C2 -0.4(6) . . . . ?
N1 N2 N3 C20 -177.5(5) . . . . ?
C1 C2 N3 N2 1.5(6) . . . . ?
C21 C2 N3 N2 -172.6(5) . . . . ?
C1 C2 N3 C20 178.2(6) . . . . ?
C21 C2 N3 C20 4.2(10) . . . . ?
C28 C27 P1 C39 46.1(6) . . . . ?
C32 C27 P1 C39 -142.0(5) . . . . ?
C28 C27 P1 C33 157.2(5) . . . . ?
C32 C27 P1 C33 -30.8(6) . . . . ?
C28 C27 P1 Pd1 -77.8(5) . . . . ?
C32 C27 P1 Pd1 94.1(5) . . . . ?
C40 C39 P1 C27 -130.0(6) . . . . ?
C44 C39 P1 C27 46.3(9) . . . . ?
C40 C39 P1 C33 120.2(6) . . . . ?
C44 C39 P1 C33 -63.5(9) . . . . ?
C40 C39 P1 Pd1 -5.6(7) . . . . ?
C44 C39 P1 Pd1 170.7(8) . . . . ?
C38 C33 P1 C27 128.8(6) . . . . ?
C34 C33 P1 C27 -48.0(8) . . . . ?
C38 C33 P1 C39 -123.9(6) . . . . ?
C34 C33 P1 C39 59.4(8) . . . . ?
C38 C33 P1 Pd1 2.7(6) . . . . ?
C34 C33 P1 Pd1 -174.1(7) . . . . ?
N1 C1 Pd1 P1 107.4(5) . . . . ?
C2 C1 Pd1 P1 -75.6(5) . . . . ?
N1 C1 Pd1 Cl1 -145.7(13) . . . . ?
C2 C1 Pd1 Cl1 31(2) . . . . ?
N1 C1 Pd1 Cl2 -70.3(5) . . . . ?
C2 C1 Pd1 Cl2 106.7(5) . . . . ?
C27 P1 Pd1 C1 -8.7(2) . . . . ?
C39 P1 Pd1 C1 -125.7(3) . . . . ?
C33 P1 Pd1 C1 111.9(2) . . . . ?
C27 P1 Pd1 Cl1 176.6(2) . . . . ?
C39 P1 Pd1 Cl1 59.7(2) . . . . ?
C33 P1 Pd1 Cl1 -62.8(2) . . . . ?
C27 P1 Pd1 Cl2 74.3(14) . . . . ?
C39 P1 Pd1 Cl2 -42.6(14) . . . . ?
C33 P1 Pd1 Cl2 -165.0(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.955
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.828
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.091
####################################################################### 
# 
# 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_new
_database_code_depnum_ccdc_archive 'CCDC 915053'
_audit_update_record             
;
2012-12-10 deposited with the CCDC.
2015-02-17 downloaded from the CCDC.
;
#TrackingRef 'new.cif'




_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C26 H26 I N3'

_chemical_formula_weight         507.40



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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Monoclinic

_symmetry_space_group_name_H-M   P2(1)/c



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                   26.3226(17)

_cell_length_b                   7.3433(4)

_cell_length_c                   11.8767(6)

_cell_angle_alpha                90.00

_cell_angle_beta                 99.340(2)

_cell_angle_gamma                90.00

_cell_volume                     2265.3(2)

_cell_formula_units_Z            4

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    6004

_cell_measurement_theta_min      2.35

_cell_measurement_theta_max      25.56



_exptl_crystal_description       ?

_exptl_crystal_colour            ?

_exptl_crystal_size_max          0.28

_exptl_crystal_size_mid          0.25

_exptl_crystal_size_min          0.20

_exptl_crystal_density_meas      0

_exptl_crystal_density_diffrn    1.488

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1024

_exptl_absorpt_coefficient_mu    1.431

_exptl_absorpt_correction_type   none

_exptl_absorpt_correction_T_min  0.6901

_exptl_absorpt_correction_T_max  0.7628

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

?

;



_diffrn_ambient_temperature      298(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  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            15415

_diffrn_reflns_av_R_equivalents  0.0253

_diffrn_reflns_av_sigmaI/netI    0.0389

_diffrn_reflns_limit_h_min       -35

_diffrn_reflns_limit_h_max       21

_diffrn_reflns_limit_k_min       -9

_diffrn_reflns_limit_k_max       9

_diffrn_reflns_limit_l_min       -13

_diffrn_reflns_limit_l_max       15

_diffrn_reflns_theta_min         0.78

_diffrn_reflns_theta_max         28.68

_reflns_number_total             5175

_reflns_number_gt                3635

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

Refinement of F² against ALL reflections. The weighted R-factor wR and

goodness of fit S are based on F², conventional R-factors R are based

on F, with F set to zero for negative F². The threshold expression of

F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

not relevant to the choice of reflections for refinement. R-factors based

on F² are statistically about twice as large as those based on F, and R-

factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0224P)²+3.6588P] 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         5175

_refine_ls_number_parameters     319

_refine_ls_number_restraints     13

_refine_ls_R_factor_all          0.0694

_refine_ls_R_factor_gt           0.0424

_refine_ls_wR_factor_ref         0.0872

_refine_ls_wR_factor_gt          0.0759

_refine_ls_goodness_of_fit_ref   1.048

_refine_ls_restrained_S_all      1.047

_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 0.30870(18) -0.0320(6) -0.0423(3) 0.0593(12) Uani 1 1 d . . .
H1A H 0.2828 -0.1263 -0.0589 0.071 Uiso 1 1 calc R . .
H1B H 0.3168 0.0118 -0.1144 0.071 Uiso 1 1 calc R . .
C2 C 0.35688(16) -0.1143(5) 0.0265(3) 0.0434(9) Uani 1 1 d . . .
C3 C 0.40482(17) -0.0380(5) 0.0264(3) 0.0459(10) Uani 1 1 d . . .
H3 H 0.4110 0.0292 -0.0363 0.055 Uiso 1 1 calc R . .
C4 C 0.44384(16) -0.0608(5) 0.1189(3) 0.0467(10) Uani 1 1 d . . .
H4 H 0.4760 -0.0093 0.1169 0.056 Uiso 1 1 calc R . .
C5 C 0.43586(15) -0.1593(5) 0.2145(3) 0.0426(9) Uani 1 1 d . . .
C6 C 0.39160(16) -0.2656(5) 0.2014(3) 0.0433(9) Uani 1 1 d . . .
H6 H 0.3880 -0.3529 0.2563 0.052 Uiso 1 1 calc R . .
C7 C 0.35301(16) -0.2448(5) 0.1092(3) 0.0433(9) Uani 1 1 d . . .
H7 H 0.3240 -0.3190 0.1022 0.052 Uiso 1 1 calc R . .
C8 C 0.46578(17) -0.1177(6) 0.3318(3) 0.0615(12) Uani 1 1 d . . .
H8A H 0.4998 -0.0742 0.3234 0.074 Uiso 1 1 calc R . .
H8B H 0.4702 -0.2296 0.3757 0.074 Uiso 1 1 calc R . .
C9 C 0.43935(15) 0.0272(6) 0.3996(3) 0.0482(10) Uani 1 1 d . . .
H9A H 0.4295 -0.0303 0.4664 0.058 Uiso 1 1 calc R . .
H9B H 0.4640 0.1224 0.4258 0.058 Uiso 1 1 calc R . .
C10 C 0.39216(13) 0.1122(5) 0.3294(3) 0.0340(8) Uani 1 1 d . . .
C11 C 0.34387(13) 0.0374(4) 0.3271(3) 0.0296(7) Uani 1 1 d . . .
H11 H 0.3374 -0.0309 0.3892 0.035 Uiso 1 1 calc R . .
C12 C 0.30456(12) 0.0614(4) 0.2344(3) 0.0272(7) Uani 1 1 d . . .
C13 C 0.31455(13) 0.1618(4) 0.1396(3) 0.0303(7) Uani 1 1 d . . .
C14 C 0.35864(14) 0.2669(4) 0.1547(3) 0.0368(8) Uani 1 1 d . . .
H14 H 0.3626 0.3559 0.1011 0.044 Uiso 1 1 calc R . .
C15 C 0.39708(14) 0.2432(5) 0.2478(3) 0.0375(8) Uani 1 1 d . . .
H15 H 0.4264 0.3156 0.2557 0.045 Uiso 1 1 calc R . .
C16 C 0.28580(16) 0.1299(5) 0.0207(3) 0.0467(10) Uani 1 1 d . . .
H16A H 0.2868 0.2403 -0.0238 0.056 Uiso 1 1 calc R . .
H16B H 0.2500 0.1040 0.0249 0.056 Uiso 1 1 calc R . .
C17 C 0.25542(13) -0.0424(4) 0.2310(3) 0.0352(8) Uani 1 1 d . . .
H17A H 0.2514 -0.1258 0.1669 0.042 Uiso 1 1 calc R . .
H17B H 0.2574 -0.1142 0.3002 0.042 Uiso 1 1 calc R . .
C18 C 0.13147(13) 0.1815(5) 0.1945(3) 0.0325(8) Uani 1 1 d . A .
C19 C 0.16124(13) 0.0383(5) 0.1715(3) 0.0364(8) Uani 1 1 d . . .
H19 H 0.1502 -0.0660 0.1303 0.044 Uiso 1 1 calc R . .
C20 C 0.15555(17) 0.4756(5) 0.3041(4) 0.0542(11) Uani 1 1 d . A .
H20A H 0.1415 0.4592 0.3731 0.081 Uiso 1 1 calc R . .
H20B H 0.1315 0.5420 0.2498 0.081 Uiso 1 1 calc R . .
H20C H 0.1872 0.5424 0.3205 0.081 Uiso 1 1 calc R . .
C21 C 0.07544(14) 0.2109(5) 0.1663(3) 0.0370(8) Uani 1 1 d . . .
C22 C 0.0462(3) 0.1266(13) 0.2343(7) 0.053(2) Uani 0.519(4) 1 d P A 1
H22 H 0.0613 0.0612 0.2981 0.064 Uiso 0.519(4) 1 calc PR A 1
C23 C -0.0068(3) 0.1404(14) 0.2062(8) 0.067(3) Uani 0.519(4) 1 d P A 1
H23 H -0.0283 0.0879 0.2521 0.080 Uiso 0.519(4) 1 calc PR A 1
C24 C -0.0299(5) 0.2475(17) 0.0941(10) 0.049(3) Uani 0.519(4) 1 d PU A 1
H24 H -0.0651 0.2585 0.0694 0.059 Uiso 0.519(4) 1 calc PR A 1
C25 C 0.0015(4) 0.3138(15) 0.0431(8) 0.058(3) Uani 0.519(4) 1 d P A 1
H25 H -0.0113 0.3827 -0.0210 0.070 Uiso 0.519(4) 1 calc PR A 1
C26 C 0.0554(3) 0.2988(14) 0.0696(7) 0.050(2) Uani 0.519(4) 1 d P A 1
H26 H 0.0766 0.3479 0.0219 0.060 Uiso 0.519(4) 1 calc PR A 1
C22A C 0.0450(3) 0.2823(13) 0.2479(8) 0.052(2) Uani 0.481(4) 1 d P A 2
H22A H 0.0610 0.3158 0.3206 0.063 Uiso 0.481(4) 1 calc PR A 2
C23A C -0.0084(4) 0.3007(14) 0.2173(10) 0.067(3) Uani 0.481(4) 1 d P A 2
H23A H -0.0268 0.3592 0.2671 0.080 Uiso 0.481(4) 1 calc PR A 2
C24A C -0.0311(5) 0.2432(18) 0.1285(11) 0.050(3) Uani 0.481(4) 1 d PU A 2
H24A H -0.0666 0.2281 0.1201 0.059 Uiso 0.481(4) 1 calc PR A 2
C25A C -0.0045(4) 0.1959(17) 0.0322(10) 0.065(3) Uani 0.481(4) 1 d P A 2
H25A H -0.0220 0.1797 -0.0417 0.078 Uiso 0.481(4) 1 calc PR A 2
C26A C 0.0488(4) 0.1773(15) 0.0603(8) 0.050(2) Uani 0.481(4) 1 d P A 2
H26A H 0.0671 0.1400 0.0036 0.060 Uiso 0.481(4) 1 calc PR A 2
I1 I 0.178742(12) 0.59210(4) -0.00282(2) 0.05348(11) Uani 1 1 d . . .
N1 N 0.20965(10) 0.0783(4) 0.2205(2) 0.0317(6) Uani 1 1 d . . .
N2 N 0.21318(11) 0.2358(4) 0.2735(2) 0.0336(6) Uani 1 1 d . A .
N3 N 0.16537(11) 0.2973(4) 0.2566(2) 0.0327(6) 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 1.519(6) . ?
C1 C16 1.575(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.381(5) . ?
C2 C7 1.387(5) . ?
C3 C4 1.387(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(5) . ?
C5 C8 1.515(5) . ?
C6 C7 1.376(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.565(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.514(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.381(5) . ?
C10 C15 1.387(5) . ?
C11 C12 1.394(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.406(4) . ?
C12 C17 1.497(4) . ?
C13 C14 1.381(5) . ?
C13 C16 1.509(5) . ?
C14 C15 1.383(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N1 1.484(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N3 1.360(4) . ?
C18 C19 1.365(5) . ?
C18 C21 1.474(5) . ?
C19 N1 1.345(4) . ?
C19 H19 0.9300 . ?
C20 N3 1.465(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.347(9) . ?
C21 C22 1.353(8) . ?
C21 C26A 1.360(9) . ?
C21 C22A 1.452(9) . ?
C22 C23 1.386(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.580(15) . ?
C23 H23 0.9300 . ?
C24 C25 1.205(15) . ?
C24 H24 0.9300 . ?
C25 C26 1.406(12) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C22A C23A 1.401(12) . ?
C22A H22A 0.9300 . ?
C23A C24A 1.201(15) . ?
C23A H23A 0.9300 . ?
C24A C25A 1.475(18) . ?
C24A H24A 0.9300 . ?
C25A C26A 1.396(13) . ?
C25A H25A 0.9300 . ?
C26A H26A 0.9300 . ?
N1 N2 1.313(4) . ?
N2 N3 1.321(4) . ?



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 C16 113.3(3) . . ?
C2 C1 H1A 108.9 . . ?
C16 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C16 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C7 116.9(4) . . ?
C3 C2 C1 121.4(4) . . ?
C7 C2 C1 120.3(4) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 115.8(4) . . ?
C6 C5 C8 121.2(4) . . ?
C4 C5 C8 121.4(4) . . ?
C7 C6 C5 121.6(3) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C2 120.7(4) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C5 C8 C9 113.7(3) . . ?
C5 C8 H8A 108.8 . . ?
C9 C8 H8A 108.8 . . ?
C5 C8 H8B 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 113.0(3) . . ?
C10 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C15 116.9(3) . . ?
C11 C10 C9 121.2(3) . . ?
C15 C10 C9 120.6(3) . . ?
C10 C11 C12 121.9(3) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 C17 119.0(3) . . ?
C13 C12 C17 121.3(3) . . ?
C14 C13 C12 116.8(3) . . ?
C14 C13 C16 119.5(3) . . ?
C12 C13 C16 122.5(3) . . ?
C13 C14 C15 121.6(3) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C10 120.5(3) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C13 C16 C1 112.9(3) . . ?
C13 C16 H16A 109.0 . . ?
C1 C16 H16A 109.0 . . ?
C13 C16 H16B 109.0 . . ?
C1 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
N1 C17 C12 112.6(3) . . ?
N1 C17 H17A 109.1 . . ?
C12 C17 H17A 109.1 . . ?
N1 C17 H17B 109.1 . . ?
C12 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
N3 C18 C19 104.0(3) . . ?
N3 C18 C21 125.2(3) . . ?
C19 C18 C21 130.7(3) . . ?
N1 C19 C18 106.2(3) . . ?
N1 C19 H19 126.9 . . ?
C18 C19 H19 126.9 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 123.1(6) . . ?
C26 C21 C26A 39.4(5) . . ?
C22 C21 C26A 102.2(6) . . ?
C26 C21 C22A 102.4(6) . . ?
C22 C21 C22A 48.5(5) . . ?
C26A C21 C22A 115.2(6) . . ?
C26 C21 C18 120.2(5) . . ?
C22 C21 C18 116.2(4) . . ?
C26A C21 C18 122.0(5) . . ?
C22A C21 C18 122.7(5) . . ?
C21 C22 C23 118.1(7) . . ?
C21 C22 H22 121.0 . . ?
C23 C22 H22 121.0 . . ?
C22 C23 C24 118.3(8) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 H23 120.8 . . ?
C25 C24 C23 115.1(11) . . ?
C25 C24 H24 122.5 . . ?
C23 C24 H24 122.5 . . ?
C24 C25 C26 127.2(10) . . ?
C24 C25 H25 116.4 . . ?
C26 C25 H25 116.4 . . ?
C21 C26 C25 118.0(8) . . ?
C21 C26 H26 121.0 . . ?
C25 C26 H26 121.0 . . ?
C23A C22A C21 120.0(8) . . ?
C23A C22A H22A 120.0 . . ?
C21 C22A H22A 120.0 . . ?
C24A C23A C22A 122.0(11) . . ?
C24A C23A H23A 119.0 . . ?
C22A C23A H23A 119.0 . . ?
C23A C24A C25A 122.2(12) . . ?
C23A C24A H24A 118.9 . . ?
C25A C24A H24A 118.9 . . ?
C26A C25A C24A 114.9(9) . . ?
C26A C25A H25A 122.5 . . ?
C24A C25A H25A 122.5 . . ?
C21 C26A C25A 123.4(9) . . ?
C21 C26A H26A 118.3 . . ?
C25A C26A H26A 118.3 . . ?
N2 N1 C19 112.8(3) . . ?
N2 N1 C17 119.5(3) . . ?
C19 N1 C17 127.3(3) . . ?
N1 N2 N3 103.7(3) . . ?
N2 N3 C18 113.2(3) . . ?
N2 N3 C20 118.1(3) . . ?
C18 N3 C20 128.8(3) . . ?



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

















































































C16 C1 C2 C3 -83.3(5) . . . . ?
C16 C1 C2 C7 83.3(5) . . . . ?
C7 C2 C3 C4 -13.9(5) . . . . ?
C1 C2 C3 C4 153.2(3) . . . . ?
C2 C3 C4 C5 -0.5(5) . . . . ?
C3 C4 C5 C6 14.1(5) . . . . ?
C3 C4 C5 C8 -151.5(4) . . . . ?
C4 C5 C6 C7 -13.4(5) . . . . ?
C8 C5 C6 C7 152.1(3) . . . . ?
C5 C6 C7 C2 -0.8(5) . . . . ?
C3 C2 C7 C6 14.6(5) . . . . ?
C1 C2 C7 C6 -152.6(3) . . . . ?
C6 C5 C8 C9 -75.0(5) . . . . ?
C4 C5 C8 C9 89.7(5) . . . . ?
C5 C8 C9 C10 -6.4(5) . . . . ?
C8 C9 C10 C11 90.1(4) . . . . ?
C8 C9 C10 C15 -76.4(5) . . . . ?
C15 C10 C11 C12 13.3(4) . . . . ?
C9 C10 C11 C12 -153.7(3) . . . . ?
C10 C11 C12 C13 1.2(5) . . . . ?
C10 C11 C12 C17 172.3(3) . . . . ?
C11 C12 C13 C14 -15.1(4) . . . . ?
C17 C12 C13 C14 173.9(3) . . . . ?
C11 C12 C13 C16 152.5(3) . . . . ?
C17 C12 C13 C16 -18.5(5) . . . . ?
C12 C13 C14 C15 14.8(5) . . . . ?
C16 C13 C14 C15 -153.2(3) . . . . ?
C13 C14 C15 C10 -0.3(5) . . . . ?
C11 C10 C15 C14 -13.8(5) . . . . ?
C9 C10 C15 C14 153.3(3) . . . . ?
C14 C13 C16 C1 83.9(4) . . . . ?
C12 C13 C16 C1 -83.4(4) . . . . ?
C2 C1 C16 C13 -3.7(5) . . . . ?
C11 C12 C17 N1 123.4(3) . . . . ?
C13 C12 C17 N1 -65.7(4) . . . . ?
N3 C18 C19 N1 0.0(3) . . . . ?
C21 C18 C19 N1 -177.6(3) . . . . ?
N3 C18 C21 C26 90.4(6) . . . . ?
C19 C18 C21 C26 -92.5(7) . . . . ?
N3 C18 C21 C22 -97.4(6) . . . . ?
C19 C18 C21 C22 79.7(6) . . . . ?
N3 C18 C21 C26A 136.7(6) . . . . ?
C19 C18 C21 C26A -46.2(8) . . . . ?
N3 C18 C21 C22A -41.5(7) . . . . ?
C19 C18 C21 C22A 135.6(6) . . . . ?
C26 C21 C22 C23 -3.7(12) . . . . ?
C26A C21 C22 C23 -40.3(10) . . . . ?
C22A C21 C22 C23 72.7(9) . . . . ?
C18 C21 C22 C23 -175.7(7) . . . . ?
C21 C22 C23 C24 2.2(14) . . . . ?
C22 C23 C24 C25 -1.9(16) . . . . ?
C23 C24 C25 C26 3(2) . . . . ?
C22 C21 C26 C25 4.6(13) . . . . ?
C26A C21 C26 C25 71.3(11) . . . . ?
C22A C21 C26 C25 -43.6(10) . . . . ?
C18 C21 C26 C25 176.3(7) . . . . ?
C24 C25 C26 C21 -4.6(19) . . . . ?
C26 C21 C22A C23A 43.6(10) . . . . ?
C22 C21 C22A C23A -79.9(10) . . . . ?
C26A C21 C22A C23A 4.1(12) . . . . ?
C18 C21 C22A C23A -177.6(7) . . . . ?
C21 C22A C23A C24A 7.2(17) . . . . ?
C22A C23A C24A C25A -17(2) . . . . ?
C23A C24A C25A C26A 15.8(19) . . . . ?
C26 C21 C26A C25A -83.0(13) . . . . ?
C22 C21 C26A C25A 45.0(12) . . . . ?
C22A C21 C26A C25A -4.6(14) . . . . ?
C18 C21 C26A C25A 177.0(9) . . . . ?
C24A C25A C26A C21 -4.0(16) . . . . ?
C18 C19 N1 N2 0.3(4) . . . . ?
C18 C19 N1 C17 172.7(3) . . . . ?
C12 C17 N1 N2 -36.7(4) . . . . ?
C12 C17 N1 C19 151.3(3) . . . . ?
C19 N1 N2 N3 -0.4(3) . . . . ?
C17 N1 N2 N3 -173.5(3) . . . . ?
N1 N2 N3 C18 0.4(3) . . . . ?
N1 N2 N3 C20 -179.1(3) . . . . ?
C19 C18 N3 N2 -0.3(4) . . . . ?
C21 C18 N3 N2 177.5(3) . . . . ?
C19 C18 N3 C20 179.2(3) . . . . ?
C21 C18 N3 C20 -3.1(5) . . . . ?



_diffrn_measured_fraction_theta_max 0.889

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.991

_refine_diff_density_max         0.605

_refine_diff_density_min         -0.672

_refine_diff_density_rms         0.076



####################################################################### 
# 
# 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_acn
_database_code_depnum_ccdc_archive 'CCDC 1000089'
_audit_update_record             
;
2014-04-28 deposited with the CCDC.
2015-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 Cl2 N4 Pd'
_chemical_formula_weight         597.84

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.6305(2)
_cell_length_b                   15.1575(3)
_cell_length_c                   22.3524(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2585.26(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.949
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12095
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.623
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             4465
_reflns_number_gt                4329
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.715
_reflns_Friedel_fraction_max     0.961
_reflns_Friedel_fraction_full    0.932

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0161P)²+0.9707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1789 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.008(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4465
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0182
_refine_ls_wR_factor_ref         0.0435
_refine_ls_wR_factor_gt          0.0428
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.063
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.4121(4) 0.57168(19) 0.87990(14) 0.0303(7) Uani 1 1 d . . . . .
C2 C 0.4969(4) 0.5306(2) 0.72401(14) 0.0323(7) Uani 1 1 d . . . . .
H2A H 0.5097 0.4685 0.7144 0.039 Uiso 1 1 calc R U . . .
H2B H 0.6106 0.5583 0.7190 0.039 Uiso 1 1 calc R U . . .
C3 C 0.3701(4) 0.57157(17) 0.68064(14) 0.0274(6) Uani 1 1 d . . . . .
C4 C 0.2671(4) 0.64258(19) 0.69844(15) 0.0319(7) Uani 1 1 d . . . . .
H4 H 0.2670 0.6598 0.7384 0.038 Uiso 1 1 calc R U . . .
C5 C 0.1647(4) 0.6882(2) 0.65755(15) 0.0394(7) Uani 1 1 d . . . . .
C6 C 0.1337(5) 0.6491(2) 0.60288(16) 0.0457(9) Uani 1 1 d . . . . .
H6 H 0.0448 0.6700 0.5782 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2360(5) 0.5786(3) 0.58507(16) 0.0451(9) Uani 1 1 d . . . . .
H7 H 0.2146 0.5524 0.5482 0.054 Uiso 1 1 calc R U . . .
C8 C 0.3698(5) 0.54589(19) 0.62070(14) 0.0330(7) Uani 1 1 d . . . . .
C9 C 0.1216(5) 0.7844(2) 0.6694(2) 0.0604(12) Uani 1 1 d . . . . .
H9A H 0.1074 0.7929 0.7121 0.072 Uiso 1 1 calc R U . . .
H9B H 0.0107 0.7984 0.6504 0.072 Uiso 1 1 calc R U . . .
C10 C 0.2625(6) 0.8490(3) 0.6463(3) 0.0760(15) Uani 1 1 d . . . . .
H10A H 0.2105 0.8866 0.6160 0.091 Uiso 1 1 calc R U . . .
H10B H 0.2993 0.8865 0.6791 0.091 Uiso 1 1 calc R U . . .
C11 C 0.4223(5) 0.8047(2) 0.62007(18) 0.0456(9) Uani 1 1 d . . . . .
C12 C 0.4244(5) 0.7773(3) 0.56082(18) 0.0498(10) Uani 1 1 d . . . . .
H12 H 0.3569 0.8071 0.5327 0.060 Uiso 1 1 calc R U . . .
C13 C 0.5247(5) 0.7069(3) 0.54328(17) 0.0510(9) Uani 1 1 d . . . . .
H13 H 0.5223 0.6887 0.5036 0.061 Uiso 1 1 calc R U . . .
C14 C 0.6303(5) 0.6623(2) 0.58414(18) 0.0469(9) Uani 1 1 d . . . . .
C15 C 0.6573(5) 0.7031(2) 0.63853(16) 0.0453(8) Uani 1 1 d . . . . .
H15 H 0.7469 0.6834 0.6633 0.054 Uiso 1 1 calc R U . . .
C16 C 0.5544(5) 0.7724(2) 0.65673(18) 0.0452(9) Uani 1 1 d . . . . .
H16 H 0.5733 0.7979 0.6940 0.054 Uiso 1 1 calc R U . . .
C17 C 0.6760(6) 0.5665(3) 0.5753(2) 0.0710(14) Uani 1 1 d . . . . .
H17A H 0.7782 0.5527 0.5994 0.085 Uiso 1 1 calc R U . . .
H17B H 0.7075 0.5573 0.5337 0.085 Uiso 1 1 calc R U . . .
C18 C 0.5275(5) 0.5018(2) 0.59181(16) 0.0449(9) Uani 1 1 d . . . . .
H18A H 0.4893 0.4715 0.5558 0.054 Uiso 1 1 calc R U . . .
H18B H 0.5735 0.4577 0.6191 0.054 Uiso 1 1 calc R U . . .
C19 C 0.4997(4) 0.59675(18) 0.82887(13) 0.0286(7) Uani 1 1 d . . . . .
C20 C 0.8989(4) 0.8675(2) 0.80104(14) 0.0355(8) Uani 1 1 d . . . . .
C21 C 1.0183(5) 0.9418(2) 0.79913(19) 0.0484(10) Uani 1 1 d . . . . .
H21A H 0.9860 0.9838 0.8294 0.073 Uiso 1 1 calc R U . . .
H21B H 1.0122 0.9693 0.7605 0.073 Uiso 1 1 calc R U . . .
H21C H 1.1357 0.9216 0.8063 0.073 Uiso 1 1 calc R U . . .
C22 C 0.4310(5) 0.6052(2) 0.94155(15) 0.0384(8) Uani 1 1 d . . . . .
C23 C 0.5977(6) 0.6108(3) 0.96546(17) 0.0540(11) Uani 1 1 d . . . . .
H23 H 0.6923 0.5897 0.9435 0.065 Uiso 1 1 calc R U . . .
C24 C 0.6266(9) 0.6468(3) 1.0212(2) 0.0728(15) Uani 1 1 d . . . . .
H24 H 0.7399 0.6512 1.0362 0.087 Uiso 1 1 calc R U . . .
C25 C 0.4890(10) 0.6759(3) 1.0540(2) 0.0822(18) Uani 1 1 d . . . . .
H25 H 0.5085 0.7004 1.0916 0.099 Uiso 1 1 calc R U . . .
C26 C 0.3200(9) 0.6694(3) 1.0323(2) 0.0755(17) Uani 1 1 d . . . . .
H26 H 0.2262 0.6884 1.0556 0.091 Uiso 1 1 calc R U . . .
C27 C 0.2895(6) 0.6340(2) 0.97454(19) 0.0591(12) Uani 1 1 d . . . . .
H27 H 0.1764 0.6302 0.9592 0.071 Uiso 1 1 calc R U . . .
C28 C 0.1889(5) 0.4502(2) 0.90043(17) 0.0493(10) Uani 1 1 d . . . . .
H28A H 0.0738 0.4757 0.8988 0.074 Uiso 1 1 calc R U . . .
H28B H 0.2294 0.4496 0.9411 0.074 Uiso 1 1 calc R U . . .
H28C H 0.1847 0.3909 0.8854 0.074 Uiso 1 1 calc R U . . .
Cl1 Cl 0.40939(12) 0.78774(5) 0.82575(5) 0.0507(2) Uani 1 1 d . . . . .
Cl2 Cl 0.89022(12) 0.60536(6) 0.81340(6) 0.0620(3) Uani 1 1 d . . . . .
N1 N 0.3091(3) 0.50268(16) 0.86380(12) 0.0317(6) Uani 1 1 d . . . . .
N2 N 0.3251(4) 0.48138(15) 0.80699(12) 0.0333(6) Uani 1 1 d . . . . .
N3 N 0.4437(3) 0.53881(15) 0.78678(11) 0.0276(6) Uani 1 1 d . . . . .
N4 N 0.8096(4) 0.80871(19) 0.80381(12) 0.0419(7) Uani 1 1 d . . . . .
Pd1 Pd 0.65273(3) 0.69826(2) 0.81645(2) 0.03011(7) 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 N1 1.357(4) . ?
C1 C19 1.376(4) . ?
C1 C22 1.476(5) . ?
C2 N3 1.466(4) . ?
C2 C3 1.504(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.395(4) . ?
C3 C4 1.391(4) . ?
C4 C5 1.387(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(5) . ?
C5 C9 1.518(5) . ?
C6 C7 1.382(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.386(5) . ?
C7 H7 0.9300 . ?
C8 C18 1.521(5) . ?
C9 C10 1.544(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.510(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.388(5) . ?
C11 C16 1.389(5) . ?
C12 C13 1.371(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.393(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(5) . ?
C14 C17 1.507(5) . ?
C15 C16 1.372(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.544(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N3 1.356(4) . ?
C19 Pd1 1.951(3) . ?
C20 N4 1.123(4) . ?
C20 C21 1.449(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C27 1.378(5) . ?
C22 C23 1.382(6) . ?
C23 C24 1.378(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.354(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.381(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.418(6) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 N1 1.465(4) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cl1 Pd1 2.3088(9) . ?
Cl2 Pd1 2.2959(9) . ?
N1 N2 1.316(4) . ?
N2 N3 1.334(3) . ?
N4 Pd1 2.077(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
N1 C1 C19 105.9(3) . . ?
N1 C1 C22 124.7(3) . . ?
C19 C1 C22 129.2(3) . . ?
N3 C2 C3 113.8(3) . . ?
N3 C2 H2A 108.8 . . ?
C3 C2 H2A 108.8 . . ?
N3 C2 H2B 108.8 . . ?
C3 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C8 C3 C4 119.3(3) . . ?
C8 C3 C2 120.3(3) . . ?
C4 C3 C2 119.9(3) . . ?
C5 C4 C3 121.0(3) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C6 C5 C4 117.8(3) . . ?
C6 C5 C9 122.0(3) . . ?
C4 C5 C9 119.1(3) . . ?
C5 C6 C7 119.4(3) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C8 121.8(3) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C3 C8 C7 116.9(3) . . ?
C3 C8 C18 122.0(3) . . ?
C7 C8 C18 119.7(3) . . ?
C5 C9 C10 113.6(3) . . ?
C5 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
C5 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 114.2(3) . . ?
C11 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C12 C11 C16 116.7(4) . . ?
C12 C11 C10 120.8(4) . . ?
C16 C11 C10 120.9(4) . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.9(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 116.5(4) . . ?
C15 C14 C17 120.9(4) . . ?
C13 C14 C17 121.1(4) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C11 120.7(4) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C14 C17 C18 114.3(3) . . ?
C14 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
C14 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C8 C18 C17 113.8(3) . . ?
C8 C18 H18A 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C8 C18 H18B 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
N3 C19 C1 104.1(3) . . ?
N3 C19 Pd1 126.9(2) . . ?
C1 C19 Pd1 128.8(2) . . ?
N4 C20 C21 177.9(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 119.6(4) . . ?
C27 C22 C1 122.1(4) . . ?
C23 C22 C1 118.2(3) . . ?
C24 C23 C22 121.4(5) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C25 C24 C23 119.6(6) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.7(4) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 120.0(5) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 118.6(5) . . ?
C22 C27 H27 120.7 . . ?
C26 C27 H27 120.7 . . ?
N1 C28 H28A 109.5 . . ?
N1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 N1 C1 113.0(3) . . ?
N2 N1 C28 117.7(3) . . ?
C1 N1 C28 129.3(3) . . ?
N1 N2 N3 103.3(2) . . ?
N2 N3 C19 113.7(2) . . ?
N2 N3 C2 117.2(2) . . ?
C19 N3 C2 129.2(3) . . ?
C20 N4 Pd1 175.0(3) . . ?
C19 Pd1 N4 178.34(13) . . ?
C19 Pd1 Cl2 89.59(9) . . ?
N4 Pd1 Cl2 92.04(9) . . ?
C19 Pd1 Cl1 88.24(9) . . ?
N4 Pd1 Cl1 90.12(9) . . ?
Cl2 Pd1 Cl1 176.14(5) . . ?

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
N3 C2 C3 C8 -159.3(3) . . . . ?
N3 C2 C3 C4 28.5(4) . . . . ?
C8 C3 C4 C5 -0.1(4) . . . . ?
C2 C3 C4 C5 172.2(3) . . . . ?
C3 C4 C5 C6 15.6(5) . . . . ?
C3 C4 C5 C9 -152.7(3) . . . . ?
C4 C5 C6 C7 -15.4(5) . . . . ?
C9 C5 C6 C7 152.5(3) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C4 C3 C8 C7 -15.2(4) . . . . ?
C2 C3 C8 C7 172.5(3) . . . . ?
C4 C3 C8 C18 151.4(3) . . . . ?
C2 C3 C8 C18 -20.9(4) . . . . ?
C6 C7 C8 C3 15.5(5) . . . . ?
C6 C7 C8 C18 -151.4(3) . . . . ?
C6 C5 C9 C10 -81.4(5) . . . . ?
C4 C5 C9 C10 86.4(5) . . . . ?
C5 C9 C10 C11 -3.9(6) . . . . ?
C9 C10 C11 C12 84.6(6) . . . . ?
C9 C10 C11 C16 -80.7(5) . . . . ?
C16 C11 C12 C13 14.8(5) . . . . ?
C10 C11 C12 C13 -151.1(4) . . . . ?
C11 C12 C13 C14 -1.5(6) . . . . ?
C12 C13 C14 C15 -13.4(5) . . . . ?
C12 C13 C14 C17 152.6(4) . . . . ?
C13 C14 C15 C16 14.9(5) . . . . ?
C17 C14 C15 C16 -151.1(4) . . . . ?
C14 C15 C16 C11 -1.6(5) . . . . ?
C12 C11 C16 C15 -13.4(5) . . . . ?
C10 C11 C16 C15 152.5(4) . . . . ?
C15 C14 C17 C18 88.0(5) . . . . ?
C13 C14 C17 C18 -77.3(5) . . . . ?
C3 C8 C18 C17 -78.0(4) . . . . ?
C7 C8 C18 C17 88.3(4) . . . . ?
C14 C17 C18 C8 -6.7(6) . . . . ?
N1 C1 C19 N3 -1.3(3) . . . . ?
C22 C1 C19 N3 174.1(3) . . . . ?
N1 C1 C19 Pd1 173.5(2) . . . . ?
C22 C1 C19 Pd1 -11.1(5) . . . . ?
N1 C1 C22 C27 -57.7(5) . . . . ?
C19 C1 C22 C27 127.6(4) . . . . ?
N1 C1 C22 C23 124.9(4) . . . . ?
C19 C1 C22 C23 -49.8(5) . . . . ?
C27 C22 C23 C24 -1.8(6) . . . . ?
C1 C22 C23 C24 175.7(4) . . . . ?
C22 C23 C24 C25 1.4(7) . . . . ?
C23 C24 C25 C26 0.2(7) . . . . ?
C24 C25 C26 C27 -1.4(7) . . . . ?
C23 C22 C27 C26 0.6(5) . . . . ?
C1 C22 C27 C26 -176.8(3) . . . . ?
C25 C26 C27 C22 1.0(6) . . . . ?
C19 C1 N1 N2 0.6(4) . . . . ?
C22 C1 N1 N2 -175.1(3) . . . . ?
C19 C1 N1 C28 179.6(3) . . . . ?
C22 C1 N1 C28 3.9(5) . . . . ?
C1 N1 N2 N3 0.4(3) . . . . ?
C28 N1 N2 N3 -178.7(3) . . . . ?
N1 N2 N3 C19 -1.4(3) . . . . ?
N1 N2 N3 C2 177.8(2) . . . . ?
C1 C19 N3 N2 1.7(3) . . . . ?
Pd1 C19 N3 N2 -173.2(2) . . . . ?
C1 C19 N3 C2 -177.4(3) . . . . ?
Pd1 C19 N3 C2 7.7(4) . . . . ?
C3 C2 N3 N2 80.6(3) . . . . ?
C3 C2 N3 C19 -100.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2A Cl1 0.97 2.95 3.912(3) 171.8 3_646
C21 H21B Cl2 0.96 2.75 3.600(4) 148.7 3_756
C21 H21C Cl1 0.96 2.94 3.836(4) 155.0 1_655

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.040

_shelxl_version_number           2013-4



