# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C30 H26 I2 N6 Pd'

_chemical_formula_sum            
'C30 H26 I2 N6 Pd'

_chemical_formula_weight         830.77



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'
Pd Pd -0.9988 1.0072 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Triclinic

_symmetry_space_group_name_H-M   P-1

_symmetry_space_group_name_Hall  '-p 1'

loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   9.0912(4)

_cell_length_b                   9.6479(5)

_cell_length_c                   9.7378(4)

_cell_angle_alpha                100.783(2)

_cell_angle_beta                 90.525(2)

_cell_angle_gamma                116.372(2)

_cell_volume                     747.57(6)

_cell_formula_units_Z            1

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    4005

_cell_measurement_theta_min      2.14

_cell_measurement_theta_max      25.63



_exptl_crystal_description       Block

_exptl_crystal_colour            colourless

_exptl_crystal_size_max          0.25

_exptl_crystal_size_mid          0.22

_exptl_crystal_size_min          0.15

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.845

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             400

_exptl_absorpt_coefficient_mu    2.715

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.5501

_exptl_absorpt_correction_T_max  0.6862

_exptl_absorpt_process_details   'SADABS (Bruker,2004)'



_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  'Bruker APEXII 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            8349

_diffrn_reflns_av_R_equivalents  0.0253

_diffrn_reflns_av_sigmaI/netI    0.0302

_diffrn_reflns_limit_h_min       -10

_diffrn_reflns_limit_h_max       10

_diffrn_reflns_limit_k_min       -11

_diffrn_reflns_limit_k_max       11

_diffrn_reflns_limit_l_min       -11

_diffrn_reflns_limit_l_max       11

_diffrn_reflns_theta_min         2.14

_diffrn_reflns_theta_max         25.00

_reflns_number_total             2543

_reflns_number_gt                1895

_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'APEX2 (Bruker-Nonius, 2004)'
_computing_cell_refinement       'APEX2 and SAINT (Bruker-Nonius, 2004)'
_computing_data_reduction        'SAINT and XPREP (Bruker-Nonius, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997) '
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'





_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)+(0.0432P)²+2.4979P] 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         2543

_refine_ls_number_parameters     179

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0598

_refine_ls_R_factor_gt           0.0387

_refine_ls_wR_factor_ref         0.1129

_refine_ls_wR_factor_gt          0.0943

_refine_ls_goodness_of_fit_ref   1.109

_refine_ls_restrained_S_all      1.109

_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 0.3421(8) 0.7656(7) 0.9614(7) 0.0477(16) Uani 1 1 d . . .
C2 C 0.3276(8) 0.6480(7) 1.0315(8) 0.0490(16) Uani 1 1 d . . .
C3 C 0.4178(9) 0.6588(8) 1.1594(9) 0.0593(19) Uani 1 1 d . . .
C4 C 0.4738(14) 0.7938(12) 1.2650(10) 0.096(3) Uani 1 1 d . . .
H4 H 0.4533 0.8773 1.2529 0.115 Uiso 1 1 calc R . .
C5 C 0.5602(17) 0.8064(15) 1.3883(12) 0.118(4) Uani 1 1 d . . .
H5 H 0.5984 0.8982 1.4582 0.142 Uiso 1 1 calc R . .
C6 C 0.5891(13) 0.6838(15) 1.4072(12) 0.096(3) Uani 1 1 d . . .
H6 H 0.6453 0.6921 1.4910 0.115 Uiso 1 1 calc R . .
C7 C 0.5391(14) 0.5546(15) 1.3091(12) 0.098(3) Uani 1 1 d . . .
H7 H 0.5620 0.4731 1.3231 0.118 Uiso 1 1 calc R . .
C8 C 0.4512(11) 0.5384(11) 1.1835(10) 0.078(2) Uani 1 1 d . . .
H8 H 0.4149 0.4454 1.1153 0.093 Uiso 1 1 calc R . .
C9 C 0.1299(15) 0.3450(12) 0.9684(15) 0.130(5) Uani 1 1 d . . .
H9A H 0.0212 0.2865 0.9189 0.195 Uiso 1 1 calc R . .
H9B H 0.1234 0.3445 1.0666 0.195 Uiso 1 1 calc R . .
H9C H 0.1980 0.2970 0.9319 0.195 Uiso 1 1 calc R . .
C10 C 0.1786(9) 0.7378(10) 0.7345(9) 0.065(2) Uani 1 1 d . . .
C11 C 0.2011(18) 0.682(2) 0.6016(13) 0.141(6) Uani 1 1 d . . .
H11 H 0.2534 0.6179 0.5865 0.169 Uiso 1 1 calc R . .
C12 C 0.146(2) 0.722(2) 0.4872(14) 0.168(7) Uani 1 1 d . . .
H12 H 0.1570 0.6818 0.3956 0.201 Uiso 1 1 calc R . .
C13 C 0.0746(16) 0.821(2) 0.5136(14) 0.133(5) Uani 1 1 d . . .
H13 H 0.0415 0.8527 0.4396 0.159 Uiso 1 1 calc R . .
C14 C 0.0525(16) 0.8718(19) 0.6422(15) 0.134(5) Uani 1 1 d . . .
H14 H -0.0003 0.9359 0.6577 0.161 Uiso 1 1 calc R . .
C15 C 0.1060(14) 0.8322(14) 0.7558(11) 0.102(3) Uani 1 1 d . . .
H15 H 0.0913 0.8715 0.8467 0.122 Uiso 1 1 calc R . .
I1 I 0.29289(6) 1.06884(6) 1.14742(6) 0.0699(2) Uani 1 1 d . . .
N1 N 0.2017(8) 0.5082(7) 0.9495(9) 0.075(2) Uani 1 1 d . . .
N2 N 0.1394(8) 0.5291(8) 0.8410(9) 0.079(2) Uani 1 1 d . . .
N3 N 0.2239(7) 0.6831(7) 0.8468(7) 0.0597(16) Uani 1 1 d . . .
Pd1 Pd 0.5000 1.0000 1.0000 0.0459(2) Uani 1 2 d S . .






_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 N3 1.385(9) . ?
C1 C2 1.389(9) . ?
C1 Pd1 2.026(6) . ?
C2 N1 1.406(9) . ?
C2 C3 1.446(10) . ?
C3 C4 1.383(12) . ?
C3 C8 1.383(10) . ?
C4 C5 1.385(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.363(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.310(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.399(13) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 N1 1.461(11) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.332(12) . ?
C10 C11 1.358(14) . ?
C10 N3 1.430(10) . ?
C11 C12 1.401(16) . ?
C11 H11 0.9300 . ?
C12 C13 1.361(19) . ?
C12 H12 0.9300 . ?
C13 C14 1.308(17) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(14) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
I1 Pd1 2.6174(5) . ?
N1 N2 1.284(10) . ?
N2 N3 1.325(8) . ?
Pd1 C1 2.026(6) 2_677 ?
Pd1 I1 2.6174(5) 2_677 ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle_publ_flag





























































N3 C1 C2 103.1(6) . . ?
N3 C1 Pd1 125.5(5) . . ?
C2 C1 Pd1 131.4(5) . . ?
C1 C2 N1 104.5(6) . . ?
C1 C2 C3 130.0(6) . . ?
N1 C2 C3 125.5(6) . . ?
C4 C3 C8 117.0(8) . . ?
C4 C3 C2 119.9(7) . . ?
C8 C3 C2 123.0(8) . . ?
C3 C4 C5 120.8(10) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 119.8(11) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C7 C6 C5 121.1(11) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 120.4(10) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C3 C8 C7 120.8(9) . . ?
C3 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 119.7(9) . . ?
C15 C10 N3 121.9(8) . . ?
C11 C10 N3 118.2(8) . . ?
C10 C11 C12 120.2(11) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 118.2(13) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C14 C13 C12 120.6(12) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 121.4(12) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C10 C15 C14 119.7(10) . . ?
C10 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
N2 N1 C2 113.9(6) . . ?
N2 N1 C9 115.3(8) . . ?
C2 N1 C9 130.8(9) . . ?
N1 N2 N3 103.9(6) . . ?
N2 N3 C1 114.6(6) . . ?
N2 N3 C10 115.1(7) . . ?
C1 N3 C10 130.3(6) . . ?
C1 Pd1 C1 180.000(1) 2_677 . ?
C1 Pd1 I1 88.49(18) 2_677 . ?
C1 Pd1 I1 91.51(18) . . ?
C1 Pd1 I1 91.51(18) 2_677 2_677 ?
C1 Pd1 I1 88.49(18) . 2_677 ?
I1 Pd1 I1 180.0 . 2_677 ?



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 C1 C2 N1 0.1(7) . . . . ?
Pd1 C1 C2 N1 -176.6(5) . . . . ?
N3 C1 C2 C3 179.9(7) . . . . ?
Pd1 C1 C2 C3 3.2(11) . . . . ?
C1 C2 C3 C4 32.4(12) . . . . ?
N1 C2 C3 C4 -147.8(8) . . . . ?
C1 C2 C3 C8 -148.1(8) . . . . ?
N1 C2 C3 C8 31.6(11) . . . . ?
C8 C3 C4 C5 0.4(15) . . . . ?
C2 C3 C4 C5 179.9(9) . . . . ?
C3 C4 C5 C6 -0.7(18) . . . . ?
C4 C5 C6 C7 1.3(19) . . . . ?
C5 C6 C7 C8 -1.4(18) . . . . ?
C4 C3 C8 C7 -0.5(13) . . . . ?
C2 C3 C8 C7 -180.0(8) . . . . ?
C6 C7 C8 C3 1.0(16) . . . . ?
C15 C10 C11 C12 -1(2) . . . . ?
N3 C10 C11 C12 174.6(13) . . . . ?
C10 C11 C12 C13 2(3) . . . . ?
C11 C12 C13 C14 -3(3) . . . . ?
C12 C13 C14 C15 3(3) . . . . ?
C11 C10 C15 C14 0.7(18) . . . . ?
N3 C10 C15 C14 -174.8(10) . . . . ?
C13 C14 C15 C10 -1(2) . . . . ?
C1 C2 N1 N2 -0.6(8) . . . . ?
C3 C2 N1 N2 179.6(7) . . . . ?
C1 C2 N1 C9 -180.0(10) . . . . ?
C3 C2 N1 C9 0.2(14) . . . . ?
C2 N1 N2 N3 0.9(9) . . . . ?
C9 N1 N2 N3 -179.7(8) . . . . ?
N1 N2 N3 C1 -0.8(9) . . . . ?
N1 N2 N3 C10 179.4(6) . . . . ?
C2 C1 N3 N2 0.5(8) . . . . ?
Pd1 C1 N3 N2 177.4(5) . . . . ?
C2 C1 N3 C10 -179.8(7) . . . . ?
Pd1 C1 N3 C10 -2.9(10) . . . . ?
C15 C10 N3 N2 112.4(10) . . . . ?
C11 C10 N3 N2 -63.1(12) . . . . ?
C15 C10 N3 C1 -67.3(12) . . . . ?
C11 C10 N3 C1 117.2(11) . . . . ?
N3 C1 Pd1 C1 -119(84) . . . 2_677 ?
C2 C1 Pd1 C1 57(84) . . . 2_677 ?
N3 C1 Pd1 I1 91.1(5) . . . . ?
C2 C1 Pd1 I1 -92.9(6) . . . . ?
N3 C1 Pd1 I1 -88.9(5) . . . 2_677 ?
C2 C1 Pd1 I1 87.1(6) . . . 2_677 ?



_diffrn_measured_fraction_theta_max 0.964

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.964

_refine_diff_density_max         1.160

_refine_diff_density_min         -0.816

_refine_diff_density_rms         0.110

_database_code_depnum_ccdc_archive 'CCDC 994995'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ' C20 H20 I2 N6 O2 Pd, 2(C2 H3 N)'

_chemical_formula_sum            
'C24 H26 I2 N8 O2 Pd'

_chemical_formula_weight         818.73



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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Monoclinic

_symmetry_space_group_name_H-M   P2(1)/c

_symmetry_space_group_name_Hall  '-P 2ybc'

loop_

_symmetry_equiv_pos_as_xyz




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



_cell_length_a                   7.6640(3)

_cell_length_b                   17.9545(9)

_cell_length_c                   21.5137(10)

_cell_angle_alpha                90.00

_cell_angle_beta                 92.956(2)

_cell_angle_gamma                90.00

_cell_volume                     2956.4(2)

_cell_formula_units_Z            4

_cell_measurement_temperature    273(2)

_cell_measurement_reflns_used    6407

_cell_measurement_theta_min      2.46

_cell_measurement_theta_max      28.30



_exptl_crystal_description       rectangular

_exptl_crystal_colour            colourless

_exptl_crystal_size_max          0.35

_exptl_crystal_size_mid          0.25

_exptl_crystal_size_min          0.15

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.839

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1576

_exptl_absorpt_coefficient_mu    2.751

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.4460

_exptl_absorpt_correction_T_max  0.6830

_exptl_absorpt_process_details   'SADABS (Bruker,2004)'



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      273(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  'Bruker APEXII 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            17345

_diffrn_reflns_av_R_equivalents  0.0225

_diffrn_reflns_av_sigmaI/netI    0.0223

_diffrn_reflns_limit_h_min       -7

_diffrn_reflns_limit_h_max       9

_diffrn_reflns_limit_k_min       -21

_diffrn_reflns_limit_k_max       21

_diffrn_reflns_limit_l_min       -25

_diffrn_reflns_limit_l_max       23

_diffrn_reflns_theta_min         1.48

_diffrn_reflns_theta_max         24.99

_reflns_number_total             5173

_reflns_number_gt                4395

_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)+(0.0151P)²+19.9121P] 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         5173

_refine_ls_number_parameters     338

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0489

_refine_ls_R_factor_gt           0.0388

_refine_ls_wR_factor_ref         0.0968

_refine_ls_wR_factor_gt          0.0897

_refine_ls_goodness_of_fit_ref   1.156

_refine_ls_restrained_S_all      1.156

_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 1.0777(11) 0.9057(5) 0.3658(4) 0.062(2) Uani 1 1 d . . .
H1 H 1.0202 0.9368 0.3370 0.074 Uiso 1 1 calc R . .
C2 C 1.1169(14) 0.9292(6) 0.4250(5) 0.086(3) Uani 1 1 d . . .
H2 H 1.0868 0.9772 0.4367 0.104 Uiso 1 1 calc R . .
C3 C 1.2003(15) 0.8829(8) 0.4676(5) 0.092(4) Uani 1 1 d . . .
H3 H 1.2248 0.8997 0.5080 0.111 Uiso 1 1 calc R . .
C4 C 1.2476(13) 0.8129(7) 0.4516(4) 0.084(3) Uani 1 1 d . . .
H4 H 1.3041 0.7821 0.4810 0.101 Uiso 1 1 calc R . .
C5 C 1.2112(10) 0.7870(5) 0.3907(3) 0.058(2) Uani 1 1 d . . .
H5 H 1.2444 0.7395 0.3788 0.069 Uiso 1 1 calc R . .
C6 C 1.1257(9) 0.8339(4) 0.3494(3) 0.0435(16) Uani 1 1 d . . .
C7 C 0.9983(8) 0.7449(3) 0.2685(3) 0.0317(13) Uani 1 1 d . . .
C8 C 0.9816(8) 0.7537(3) 0.2042(3) 0.0323(13) Uani 1 1 d . . .
C9 C 0.9026(9) 0.7039(4) 0.1552(3) 0.0421(15) Uani 1 1 d . . .
H9A H 0.8324 0.6664 0.1746 0.051 Uiso 1 1 calc R . .
H9B H 0.8257 0.7329 0.1274 0.051 Uiso 1 1 calc R . .
C10 C 1.0583(11) 0.8576(4) 0.1304(3) 0.0548(19) Uani 1 1 d . . .
H10A H 0.9421 0.8698 0.1149 0.082 Uiso 1 1 calc R . .
H10B H 1.1114 0.8247 0.1017 0.082 Uiso 1 1 calc R . .
H10C H 1.1263 0.9024 0.1347 0.082 Uiso 1 1 calc R . .
C11 C 0.6064(8) 0.8035(4) 0.2744(3) 0.0365(14) Uani 1 1 d . . .
C12 C 0.5162(9) 0.7425(4) 0.2491(3) 0.0465(16) Uani 1 1 d . . .
H12 H 0.4935 0.7010 0.2732 0.056 Uiso 1 1 calc R . .
C13 C 0.4615(11) 0.7456(6) 0.1869(4) 0.066(2) Uani 1 1 d . . .
H13 H 0.4034 0.7052 0.1684 0.079 Uiso 1 1 calc R . .
C14 C 0.4930(12) 0.8082(7) 0.1527(4) 0.081(3) Uani 1 1 d . . .
H14 H 0.4548 0.8099 0.1109 0.098 Uiso 1 1 calc R . .
C15 C 0.5780(13) 0.8673(7) 0.1783(5) 0.081(3) Uani 1 1 d . . .
H15 H 0.5961 0.9093 0.1542 0.097 Uiso 1 1 calc R . .
C16 C 0.6385(10) 0.8660(4) 0.2400(4) 0.057(2) Uani 1 1 d . . .
H16 H 0.6991 0.9063 0.2576 0.068 Uiso 1 1 calc R . .
C17 C 0.7740(8) 0.7449(3) 0.3647(3) 0.0342(13) Uani 1 1 d . . .
C18 C 0.7857(8) 0.7661(4) 0.4271(3) 0.0387(15) Uani 1 1 d . . .
C19 C 0.8697(9) 0.7287(4) 0.4828(3) 0.0483(17) Uani 1 1 d . . .
H19A H 0.9452 0.6889 0.4698 0.058 Uiso 1 1 calc R . .
H19B H 0.9408 0.7643 0.5068 0.058 Uiso 1 1 calc R . .
C20 C 0.6774(12) 0.8784(5) 0.4851(4) 0.072(3) Uani 1 1 d . . .
H20A H 0.6187 0.9236 0.4726 0.108 Uiso 1 1 calc R . .
H20B H 0.7901 0.8900 0.5041 0.108 Uiso 1 1 calc R . .
H20C H 0.6094 0.8523 0.5144 0.108 Uiso 1 1 calc R . .
C21 C 0.4035(12) 0.0213(5) 0.2950(5) 0.079(3) Uani 1 1 d . . .
H21A H 0.4612 0.0432 0.2609 0.118 Uiso 1 1 calc R . .
H21B H 0.2857 0.0394 0.2951 0.118 Uiso 1 1 calc R . .
H21C H 0.4023 -0.0319 0.2904 0.118 Uiso 1 1 calc R . .
C22 C 0.4952(16) 0.0409(5) 0.3525(5) 0.082(3) Uani 1 1 d . . .
C23 C 0.6996(14) 0.4184(6) 0.5226(4) 0.078(3) Uani 1 1 d . . .
C24 C 0.7546(15) 0.4832(6) 0.5560(4) 0.088(3) Uani 1 1 d . . .
H24A H 0.7133 0.5267 0.5338 0.131 Uiso 1 1 calc R . .
H24B H 0.8798 0.4843 0.5602 0.131 Uiso 1 1 calc R . .
H24C H 0.7077 0.4825 0.5965 0.131 Uiso 1 1 calc R . .
I1 I 0.73104(7) 0.56437(3) 0.38453(2) 0.05737(16) Uani 1 1 d . . .
I2 I 1.10735(7) 0.56765(3) 0.26697(2) 0.05140(15) Uani 1 1 d . . .
N1 N 1.0815(7) 0.8098(3) 0.2876(2) 0.0350(12) Uani 1 1 d . . .
N2 N 1.1164(7) 0.8565(3) 0.2408(2) 0.0440(13) Uani 1 1 d . . .
N3 N 1.0510(7) 0.8210(3) 0.1913(2) 0.0378(12) Uani 1 1 d . . .
N4 N 0.6712(7) 0.7995(3) 0.3377(2) 0.0350(11) Uani 1 1 d . . .
N5 N 0.6242(8) 0.8533(3) 0.3767(3) 0.0469(14) Uani 1 1 d . . .
N6 N 0.6988(7) 0.8314(3) 0.4304(3) 0.0451(14) Uani 1 1 d . . .
N7 N 0.566(2) 0.0552(7) 0.3967(5) 0.155(5) Uani 1 1 d . . .
N8 N 0.6559(17) 0.3679(7) 0.4963(5) 0.129(4) Uani 1 1 d . . .
O1 O 1.0300(7) 0.6680(3) 0.1199(2) 0.0589(14) Uani 1 1 d . . .
O2 O 0.7382(8) 0.6990(4) 0.5205(2) 0.0693(16) Uani 1 1 d . . .
Pd1 Pd 0.90103(6) 0.66503(2) 0.321171(19) 0.02876(12) 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 1.362(11) . ?
C1 C6 1.390(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(15) . ?
C2 H2 0.9300 . ?
C3 C4 1.357(16) . ?
C3 H3 0.9300 . ?
C4 C5 1.405(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.367(10) . ?
C5 H5 0.9300 . ?
C6 N1 1.424(8) . ?
C7 N1 1.381(7) . ?
C7 C8 1.390(8) . ?
C7 Pd1 1.996(6) . ?
C8 N3 1.355(8) . ?
C8 C9 1.488(8) . ?
C9 O1 1.421(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N3 1.471(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C16 1.375(9) . ?
C11 C12 1.391(9) . ?
C11 N4 1.427(8) . ?
C12 C13 1.381(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(14) . ?
C13 H13 0.9300 . ?
C14 C15 1.347(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(12) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 N4 1.369(8) . ?
C17 C18 1.393(8) . ?
C17 Pd1 1.994(6) . ?
C18 N6 1.352(9) . ?
C18 C19 1.492(9) . ?
C19 O2 1.429(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N6 1.463(8) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.434(14) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N7 1.100(13) . ?
C23 N8 1.112(13) . ?
C23 C24 1.420(14) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
I1 Pd1 2.6467(6) . ?
I2 Pd1 2.6659(6) . ?
N1 N2 1.346(7) . ?
N2 N3 1.317(7) . ?
N4 N5 1.339(7) . ?
N5 N6 1.322(8) . ?



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 C6 118.5(9) . . ?
C2 C1 H1 120.8 . . ?
C6 C1 H1 120.8 . . ?
C1 C2 C3 120.6(10) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 121.0(9) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.0(10) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 117.9(9) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 C1 122.1(7) . . ?
C5 C6 N1 120.2(7) . . ?
C1 C6 N1 117.8(6) . . ?
N1 C7 C8 102.5(5) . . ?
N1 C7 Pd1 128.1(4) . . ?
C8 C7 Pd1 128.9(5) . . ?
N3 C8 C7 106.7(5) . . ?
N3 C8 C9 122.7(5) . . ?
C7 C8 C9 130.5(6) . . ?
O1 C9 C8 112.7(5) . . ?
O1 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
O1 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 122.0(7) . . ?
C16 C11 N4 119.5(6) . . ?
C12 C11 N4 118.5(6) . . ?
C13 C12 C11 118.0(7) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C14 C13 C12 119.9(9) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 121.3(8) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 120.7(9) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 118.0(9) . . ?
C11 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
N4 C17 C18 102.6(5) . . ?
N4 C17 Pd1 126.9(4) . . ?
C18 C17 Pd1 129.8(5) . . ?
N6 C18 C17 106.3(6) . . ?
N6 C18 C19 122.8(6) . . ?
C17 C18 C19 130.9(6) . . ?
O2 C19 C18 109.6(6) . . ?
O2 C19 H19A 109.7 . . ?
C18 C19 H19A 109.7 . . ?
O2 C19 H19B 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N7 C22 C21 179.3(13) . . ?
N8 C23 C24 179.6(14) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 N1 C7 114.2(5) . . ?
N2 N1 C6 117.5(5) . . ?
C7 N1 C6 128.2(5) . . ?
N3 N2 N1 102.8(5) . . ?
N2 N3 C8 113.7(5) . . ?
N2 N3 C10 118.3(5) . . ?
C8 N3 C10 128.0(6) . . ?
N5 N4 C17 114.7(5) . . ?
N5 N4 C11 118.0(5) . . ?
C17 N4 C11 127.2(5) . . ?
N6 N5 N4 102.5(5) . . ?
N5 N6 C18 113.7(5) . . ?
N5 N6 C20 118.1(6) . . ?
C18 N6 C20 128.2(6) . . ?
C17 Pd1 C7 87.5(2) . . ?
C17 Pd1 I1 89.08(17) . . ?
C7 Pd1 I1 172.42(17) . . ?
C17 Pd1 I2 172.81(18) . . ?
C7 Pd1 I2 88.57(16) . . ?
I1 Pd1 I2 95.52(2) . . ?



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








































































C6 C1 C2 C3 -0.6(14) . . . . ?
C1 C2 C3 C4 0.8(16) . . . . ?
C2 C3 C4 C5 0.0(15) . . . . ?
C3 C4 C5 C6 -1.0(12) . . . . ?
C4 C5 C6 C1 1.2(11) . . . . ?
C4 C5 C6 N1 -178.4(6) . . . . ?
C2 C1 C6 C5 -0.4(12) . . . . ?
C2 C1 C6 N1 179.1(7) . . . . ?
N1 C7 C8 N3 -1.0(6) . . . . ?
Pd1 C7 C8 N3 172.2(4) . . . . ?
N1 C7 C8 C9 -179.7(6) . . . . ?
Pd1 C7 C8 C9 -6.5(10) . . . . ?
N3 C8 C9 O1 75.0(8) . . . . ?
C7 C8 C9 O1 -106.4(8) . . . . ?
C16 C11 C12 C13 1.3(10) . . . . ?
N4 C11 C12 C13 -176.9(6) . . . . ?
C11 C12 C13 C14 -1.6(11) . . . . ?
C12 C13 C14 C15 0.5(13) . . . . ?
C13 C14 C15 C16 0.9(14) . . . . ?
C12 C11 C16 C15 0.1(11) . . . . ?
N4 C11 C16 C15 178.3(7) . . . . ?
C14 C15 C16 C11 -1.2(13) . . . . ?
N4 C17 C18 N6 -3.0(7) . . . . ?
Pd1 C17 C18 N6 168.6(5) . . . . ?
N4 C17 C18 C19 175.9(7) . . . . ?
Pd1 C17 C18 C19 -12.6(11) . . . . ?
N6 C18 C19 O2 71.4(8) . . . . ?
C17 C18 C19 O2 -107.3(8) . . . . ?
C8 C7 N1 N2 -0.1(7) . . . . ?
Pd1 C7 N1 N2 -173.4(4) . . . . ?
C8 C7 N1 C6 176.6(6) . . . . ?
Pd1 C7 N1 C6 3.3(9) . . . . ?
C5 C6 N1 N2 -133.7(7) . . . . ?
C1 C6 N1 N2 46.8(9) . . . . ?
C5 C6 N1 C7 49.7(10) . . . . ?
C1 C6 N1 C7 -129.8(7) . . . . ?
C7 N1 N2 N3 1.2(7) . . . . ?
C6 N1 N2 N3 -175.9(5) . . . . ?
N1 N2 N3 C8 -1.9(7) . . . . ?
N1 N2 N3 C10 177.3(6) . . . . ?
C7 C8 N3 N2 1.9(7) . . . . ?
C9 C8 N3 N2 -179.3(6) . . . . ?
C7 C8 N3 C10 -177.2(6) . . . . ?
C9 C8 N3 C10 1.7(10) . . . . ?
C18 C17 N4 N5 2.3(7) . . . . ?
Pd1 C17 N4 N5 -169.6(4) . . . . ?
C18 C17 N4 C11 -175.6(6) . . . . ?
Pd1 C17 N4 C11 12.5(9) . . . . ?
C16 C11 N4 N5 56.8(8) . . . . ?
C12 C11 N4 N5 -124.9(6) . . . . ?
C16 C11 N4 C17 -125.4(7) . . . . ?
C12 C11 N4 C17 52.9(9) . . . . ?
C17 N4 N5 N6 -0.6(7) . . . . ?
C11 N4 N5 N6 177.5(5) . . . . ?
N4 N5 N6 C18 -1.5(7) . . . . ?
N4 N5 N6 C20 179.1(6) . . . . ?
C17 C18 N6 N5 3.0(8) . . . . ?
C19 C18 N6 N5 -176.0(6) . . . . ?
C17 C18 N6 C20 -177.7(7) . . . . ?
C19 C18 N6 C20 3.3(11) . . . . ?
N4 C17 Pd1 C7 50.7(5) . . . . ?
C18 C17 Pd1 C7 -118.9(6) . . . . ?
N4 C17 Pd1 I1 -122.5(5) . . . . ?
C18 C17 Pd1 I1 67.8(6) . . . . ?
N4 C17 Pd1 I2 107.6(13) . . . . ?
C18 C17 Pd1 I2 -62.1(16) . . . . ?
N1 C7 Pd1 C17 51.4(5) . . . . ?
C8 C7 Pd1 C17 -120.2(6) . . . . ?
N1 C7 Pd1 I1 114.6(11) . . . . ?
C8 C7 Pd1 I1 -56.9(15) . . . . ?
N1 C7 Pd1 I2 -122.6(5) . . . . ?
C8 C7 Pd1 I2 65.9(5) . . . . ?



_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        24.99

_diffrn_measured_fraction_theta_full 0.993

_refine_diff_density_max         0.736

_refine_diff_density_min         -0.947

_refine_diff_density_rms         0.112

_database_code_depnum_ccdc_archive 'CCDC 957604'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C32 H28 I2 N6 Pd, 2(C2 H3 N)'

_chemical_formula_sum            
'C36 H34 I2 N8 Pd'

_chemical_formula_weight         938.91



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'
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   C2/c

_symmetry_space_group_name_Hall  '-C 2yc'

loop_

_symmetry_equiv_pos_as_xyz








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



_cell_length_a                   18.6769(3)

_cell_length_b                   12.2264(2)

_cell_length_c                   18.2277(3)

_cell_angle_alpha                90.00

_cell_angle_beta                 119.7150(10)

_cell_angle_gamma                90.00

_cell_volume                     3614.98(10)

_cell_formula_units_Z            4

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    7465

_cell_measurement_theta_min      2.51

_cell_measurement_theta_max      28.32



_exptl_crystal_description       Hexagonal

_exptl_crystal_colour            colourless

_exptl_crystal_size_max          0.25

_exptl_crystal_size_mid          0.20

_exptl_crystal_size_min          0.15

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.725

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1832

_exptl_absorpt_coefficient_mu    2.259

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.6021

_exptl_absorpt_correction_T_max  0.7281

_exptl_absorpt_process_details   'SADABS (Bruker,2004)'



_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  'Bruker APEXII 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            10931

_diffrn_reflns_av_R_equivalents  0.0182

_diffrn_reflns_av_sigmaI/netI    0.0177

_diffrn_reflns_limit_h_min       -19

_diffrn_reflns_limit_h_max       22

_diffrn_reflns_limit_k_min       -14

_diffrn_reflns_limit_k_max       14

_diffrn_reflns_limit_l_min       -21

_diffrn_reflns_limit_l_max       14

_diffrn_reflns_theta_min         2.09

_diffrn_reflns_theta_max         25.00

_reflns_number_total             3178

_reflns_number_gt                2867

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'APEX2 (Bruker-Nonius, 2004)'
_computing_cell_refinement       'APEX2 and SAINT (Bruker-Nonius, 2004)'
_computing_data_reduction        'SAINT and XPREP (Bruker-Nonius, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997) '
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'




_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)+(0.0207P)²+4.3341P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         3178

_refine_ls_number_parameters     215

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0229

_refine_ls_R_factor_gt           0.0194

_refine_ls_wR_factor_ref         0.0478

_refine_ls_wR_factor_gt          0.0457

_refine_ls_goodness_of_fit_ref   1.029

_refine_ls_restrained_S_all      1.029

_refine_ls_shift/su_max          0.003

_refine_ls_shift/su_mean         0.000



loop_

_atom_site_label

_atom_site_type_symbol

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_occupancy

_atom_site_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group









































C1 C 0.31512(15) 0.33437(19) 0.49407(15) 0.0428(6) Uani 1 1 d . . .
H1 H 0.2789 0.2963 0.4455 0.051 Uiso 1 1 calc R . .
C2 C 0.30172(18) 0.4441(2) 0.50048(18) 0.0536(7) Uani 1 1 d . . .
H2 H 0.2574 0.4794 0.4559 0.064 Uiso 1 1 calc R . .
C3 C 0.3528(2) 0.5005(2) 0.57146(19) 0.0657(8) Uani 1 1 d . . .
H3 H 0.3429 0.5740 0.5763 0.079 Uiso 1 1 calc R . .
C4 C 0.4191(2) 0.4487(2) 0.63594(19) 0.0766(11) Uani 1 1 d . . .
H4 H 0.4548 0.4877 0.6842 0.092 Uiso 1 1 calc R . .
C5 C 0.43372(18) 0.3389(2) 0.63018(16) 0.0553(7) Uani 1 1 d . . .
H5 H 0.4788 0.3047 0.6746 0.066 Uiso 1 1 calc R . .
C6 C 0.38149(14) 0.27995(17) 0.55854(13) 0.0326(5) Uani 1 1 d . . .
C7 C 0.39794(13) 0.16300(17) 0.55501(13) 0.0301(5) Uani 1 1 d . . .
C8 C 0.43968(13) 0.08883(16) 0.62092(13) 0.0289(5) Uani 1 1 d . . .
C9 C 0.46833(15) -0.11303(17) 0.61517(15) 0.0380(5) Uani 1 1 d . . .
H9A H 0.5236 -0.1035 0.6626 0.046 Uiso 1 1 calc R . .
H9B H 0.4724 -0.1569 0.5731 0.046 Uiso 1 1 calc R . .
C10 C 0.41699(14) -0.17378(17) 0.64478(14) 0.0338(5) Uani 1 1 d . . .
C11 C 0.45412(13) -0.22841(17) 0.72209(13) 0.0335(5) Uani 1 1 d . . .
C12 C 0.40476(16) -0.2832(2) 0.74789(16) 0.0438(6) Uani 1 1 d . . .
H12 H 0.4293 -0.3191 0.7996 0.053 Uiso 1 1 calc R . .
C13 C 0.32031(16) -0.2847(2) 0.69791(19) 0.0537(7) Uani 1 1 d . . .
H13 H 0.2880 -0.3208 0.7160 0.064 Uiso 1 1 calc R . .
C14 C 0.28397(16) -0.2323(2) 0.62082(19) 0.0559(8) Uani 1 1 d . . .
H14 H 0.2270 -0.2339 0.5865 0.067 Uiso 1 1 calc R . .
C15 C 0.33161(15) -0.1779(2) 0.59453(16) 0.0456(6) Uani 1 1 d . . .
H15 H 0.3064 -0.1432 0.5422 0.055 Uiso 1 1 calc R . .
C16 C 0.3302(2) 0.1417(2) 0.39294(15) 0.0599(8) Uani 1 1 d . . .
H16A H 0.3366 0.0873 0.3587 0.090 Uiso 1 1 calc R . .
H16B H 0.3531 0.2098 0.3880 0.090 Uiso 1 1 calc R . .
H16C H 0.2726 0.1513 0.3742 0.090 Uiso 1 1 calc R . .
C17 C 0.6186(3) 0.4319(4) 0.6330(3) 0.1153(15) Uani 1 1 d . . .
H17A H 0.5933 0.4980 0.6375 0.173 Uiso 1 1 calc R . .
H17B H 0.6705 0.4488 0.6367 0.173 Uiso 1 1 calc R . .
H17C H 0.6275 0.3832 0.6781 0.173 Uiso 1 1 calc R . .
C18 C 0.5641(3) 0.3790(3) 0.5512(3) 0.0904(12) Uani 1 1 d . . .
I1 I 0.640809(10) 0.104318(15) 0.752452(10) 0.04838(7) Uani 1 1 d . . .
N1 N 0.37326(12) 0.10615(15) 0.48159(11) 0.0382(5) Uani 1 1 d . . .
N2 N 0.39482(13) 0.00216(16) 0.49497(11) 0.0432(5) Uani 1 1 d . . .
N3 N 0.43444(11) -0.00549(14) 0.57889(10) 0.0343(4) Uani 1 1 d . . .
N4 N 0.5234(3) 0.3385(3) 0.4898(3) 0.1147(13) Uani 1 1 d . . .
Pd1 Pd 0.5000 0.094863(17) 0.7500 0.02542(7) Uani 1 2 d S . .






_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 1.380(4) . ?
C1 C6 1.384(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.383(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.471(3) . ?
C7 N1 1.369(3) . ?
C7 C8 1.395(3) . ?
C8 N3 1.361(3) . ?
C8 Pd1 2.045(2) . ?
C9 N3 1.467(3) . ?
C9 C10 1.508(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.392(3) . ?
C10 C11 1.394(3) . ?
C11 C12 1.396(3) . ?
C11 C11 1.498(4) 2_656 ?
C12 C13 1.376(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.374(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 N1 1.469(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.474(6) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N4 1.110(5) . ?
I1 Pd1 2.61056(16) . ?
N1 N2 1.319(3) . ?
N2 N3 1.332(2) . ?
Pd1 C8 2.045(2) 2_656 ?
Pd1 I1 2.61056(16) 2_656 ?



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 C6 121.3(2) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 117.8(2) . . ?
C5 C6 C7 118.9(2) . . ?
C1 C6 C7 123.3(2) . . ?
N1 C7 C8 106.59(18) . . ?
N1 C7 C6 124.06(19) . . ?
C8 C7 C6 129.36(19) . . ?
N3 C8 C7 102.27(17) . . ?
N3 C8 Pd1 121.53(14) . . ?
C7 C8 Pd1 136.19(16) . . ?
N3 C9 C10 113.19(19) . . ?
N3 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N3 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.8 . . ?
C15 C10 C11 118.8(2) . . ?
C15 C10 C9 120.4(2) . . ?
C11 C10 C9 120.8(2) . . ?
C10 C11 C12 119.3(2) . . ?
C10 C11 C11 121.0(2) . 2_656 ?
C12 C11 C11 119.7(2) . 2_656 ?
C13 C12 C11 121.0(2) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 119.5(3) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 C17 179.5(5) . . ?
N2 N1 C7 112.61(17) . . ?
N2 N1 C16 116.05(19) . . ?
C7 N1 C16 131.31(19) . . ?
N1 N2 N3 102.99(17) . . ?
N2 N3 C8 115.53(17) . . ?
N2 N3 C9 116.78(17) . . ?
C8 N3 C9 127.69(17) . . ?
C8 Pd1 C8 175.87(11) . 2_656 ?
C8 Pd1 I1 90.35(6) . 2_656 ?
C8 Pd1 I1 89.83(6) 2_656 2_656 ?
C8 Pd1 I1 89.83(6) . . ?
C8 Pd1 I1 90.35(6) 2_656 . ?
I1 Pd1 I1 174.924(12) 2_656 . ?



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

















































C6 C1 C2 C3 -1.4(4) . . . . ?
C1 C2 C3 C4 1.7(5) . . . . ?
C2 C3 C4 C5 -1.2(6) . . . . ?
C3 C4 C5 C6 0.4(5) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C4 C5 C6 C7 -179.0(3) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C6 C7 179.4(2) . . . . ?
C5 C6 C7 N1 -154.5(2) . . . . ?
C1 C6 C7 N1 26.7(4) . . . . ?
C5 C6 C7 C8 25.2(4) . . . . ?
C1 C6 C7 C8 -153.6(2) . . . . ?
N1 C7 C8 N3 -0.6(2) . . . . ?
C6 C7 C8 N3 179.6(2) . . . . ?
N1 C7 C8 Pd1 178.36(18) . . . . ?
C6 C7 C8 Pd1 -1.4(4) . . . . ?
N3 C9 C10 C15 44.9(3) . . . . ?
N3 C9 C10 C11 -136.3(2) . . . . ?
C15 C10 C11 C12 -1.6(3) . . . . ?
C9 C10 C11 C12 179.5(2) . . . . ?
C15 C10 C11 C11 178.84(18) . . . 2_656 ?
C9 C10 C11 C11 0.0(3) . . . 2_656 ?
C10 C11 C12 C13 0.6(3) . . . . ?
C11 C11 C12 C13 -179.9(2) 2_656 . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C13 C14 C15 C10 -0.3(4) . . . . ?
C11 C10 C15 C14 1.5(3) . . . . ?
C9 C10 C15 C14 -179.6(2) . . . . ?
C8 C7 N1 N2 0.7(3) . . . . ?
C6 C7 N1 N2 -179.5(2) . . . . ?
C8 C7 N1 C16 -177.2(3) . . . . ?
C6 C7 N1 C16 2.6(4) . . . . ?
C7 N1 N2 N3 -0.5(3) . . . . ?
C16 N1 N2 N3 177.8(2) . . . . ?
N1 N2 N3 C8 0.0(3) . . . . ?
N1 N2 N3 C9 -179.0(2) . . . . ?
C7 C8 N3 N2 0.4(3) . . . . ?
Pd1 C8 N3 N2 -178.79(16) . . . . ?
C7 C8 N3 C9 179.2(2) . . . . ?
Pd1 C8 N3 C9 0.1(3) . . . . ?
C10 C9 N3 N2 -102.5(2) . . . . ?
C10 C9 N3 C8 78.6(3) . . . . ?
N3 C8 Pd1 C8 -13.39(17) . . . 2_656 ?
C7 C8 Pd1 C8 167.8(2) . . . 2_656 ?
N3 C8 Pd1 I1 -105.92(17) . . . 2_656 ?
C7 C8 Pd1 I1 75.3(2) . . . 2_656 ?
N3 C8 Pd1 I1 79.15(17) . . . . ?
C7 C8 Pd1 I1 -99.7(2) . . . . ?



_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.996

_refine_diff_density_max         0.276

_refine_diff_density_min         -0.521

_refine_diff_density_rms         0.060

_database_code_depnum_ccdc_archive 'CCDC 994996'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_211

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H28 Br2 N4 Pd '
_chemical_formula_sum            'C32 H28 Br2 N4 Pd'
_chemical_formula_weight         734.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   7.9729(3)
_cell_length_b                   20.2336(10)
_cell_length_c                   9.0739(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.0162(18)
_cell_angle_gamma                90
_cell_volume                     1441.50(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7689
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      28.31

_exptl_crystal_description       rectangular
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.444
_shelx_estimated_absorpt_T_min   0.379
_shelx_estimated_absorpt_T_max   0.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.379
_exptl_absorpt_correction_T_max  0.626
_exptl_absorpt_process_details   'SADABS (Bruker,2004)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11706
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.013
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             2544
_reflns_number_gt                2286
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0288P)²+0.4880P] 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_number_reflns         2544
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_ref         0.0605
_refine_ls_wR_factor_gt          0.0578
_refine_ls_goodness_of_fit_ref   1.230
_refine_ls_restrained_S_all      1.230
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Br1 Br 0.71488(4) 0.04536(2) -0.13188(3) 0.05066(11) Uani 1 1 d . . . . .
C1 C 0.7229(4) -0.03690(19) 0.4904(3) 0.0619(9) Uani 1 1 d . . . . .
H1 H 0.6586 -0.0151 0.5516 0.074 Uiso 1 1 calc R U . . .
C2 C 0.8013(4) -0.0960(2) 0.5349(4) 0.0746(11) Uani 1 1 d . . . . .
H2 H 0.7901 -0.1140 0.6270 0.089 Uiso 1 1 calc R U . . .
C3 C 0.8948(4) -0.12821(18) 0.4456(4) 0.0605(8) Uani 1 1 d . . . . .
H3 H 0.9452 -0.1686 0.4756 0.073 Uiso 1 1 calc R U . . .
C4 C 0.9147(4) -0.10112(17) 0.3115(3) 0.0568(8) Uani 1 1 d . . . . .
H4 H 0.9800 -0.1229 0.2510 0.068 Uiso 1 1 calc R U . . .
C5 C 0.8382(4) -0.04149(15) 0.2655(3) 0.0469(7) Uani 1 1 d . . . . .
H5 H 0.8531 -0.0227 0.1751 0.056 Uiso 1 1 calc R U . . .
C6 C 0.7408(3) -0.01046(14) 0.3542(3) 0.0380(6) Uani 1 1 d . . . . .
C7 C 0.5655(3) 0.06389(12) 0.1721(3) 0.0316(5) Uani 1 1 d . . . . .
C8 C 0.5742(4) 0.15333(15) 0.3215(3) 0.0496(7) Uani 1 1 d . . . . .
H8 H 0.5550 0.1958 0.3542 0.060 Uiso 1 1 calc R U . . .
C9 C 0.6640(4) 0.10617(16) 0.4004(3) 0.0507(7) Uani 1 1 d . . . . .
H9 H 0.7195 0.1094 0.4992 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4105(4) 0.16374(13) 0.0584(3) 0.0437(6) Uani 1 1 d . . . . .
H10A H 0.3823 0.1348 -0.0275 0.052 Uiso 1 1 calc R U . . .
H10B H 0.4770 0.2002 0.0298 0.052 Uiso 1 1 calc R U . . .
C11 C 0.2488(3) 0.19040(13) 0.0990(3) 0.0377(6) Uani 1 1 d . . . . .
C12 C 0.1027(4) 0.15258(15) 0.0793(3) 0.0498(7) Uani 1 1 d . . . . .
H12 H 0.1039 0.1103 0.0391 0.060 Uiso 1 1 calc R U . . .
C13 C -0.0455(4) 0.17685(19) 0.1186(4) 0.0669(9) Uani 1 1 d . . . . .
H13 H -0.1435 0.1510 0.1041 0.080 Uiso 1 1 calc R U . . .
C14 C -0.0485(4) 0.23849(19) 0.1786(4) 0.0655(9) Uani 1 1 d . . . . .
H14 H -0.1484 0.2546 0.2051 0.079 Uiso 1 1 calc R U . . .
C15 C 0.0944(5) 0.27667(16) 0.1998(4) 0.0623(9) Uani 1 1 d . . . . .
H15 H 0.0924 0.3187 0.2410 0.075 Uiso 1 1 calc R U . . .
C16 C 0.2421(4) 0.25276(14) 0.1597(3) 0.0501(7) Uani 1 1 d . . . . .
H16 H 0.3391 0.2791 0.1738 0.060 Uiso 1 1 calc R U . . .
N1 N 0.6599(3) 0.05130(11) 0.3088(2) 0.0378(5) Uani 1 1 d . . . . .
N2 N 0.5142(3) 0.12713(11) 0.1807(2) 0.0370(5) Uani 1 1 d . . . . .
Pd1 Pd 0.5000 0.0000 0.0000 0.02765(9) Uani 1 2 d S . P . .


_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
Br1 Pd1 2.4337(3) . ?
C1 C2 1.376(5) . ?
C1 C6 1.377(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.360(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(4) . ?
C5 H5 0.9300 . ?
C6 N1 1.433(3) . ?
C7 N2 1.350(3) . ?
C7 N1 1.358(3) . ?
C7 Pd1 2.025(2) . ?
C8 C9 1.325(4) . ?
C8 N2 1.390(3) . ?
C8 H8 0.9300 . ?
C9 N1 1.384(3) . ?
C9 H9 0.9300 . ?
C10 N2 1.464(3) . ?
C10 C11 1.501(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.379(4) . ?
C11 C16 1.382(4) . ?
C12 C13 1.383(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.363(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.362(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
Pd1 C7 2.025(2) 3_655 ?
Pd1 Br1 2.4337(3) 3_655 ?

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 C6 119.2(3) . . ?
C2 C1 H1 120.4 . . ?
C6 C1 H1 120.4 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 120.3(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 N1 120.4(2) . . ?
C1 C6 N1 119.0(3) . . ?
N2 C7 N1 104.5(2) . . ?
N2 C7 Pd1 127.55(17) . . ?
N1 C7 Pd1 127.76(19) . . ?
C9 C8 N2 106.8(2) . . ?
C9 C8 H8 126.6 . . ?
N2 C8 H8 126.6 . . ?
C8 C9 N1 107.4(2) . . ?
C8 C9 H9 126.3 . . ?
N1 C9 H9 126.3 . . ?
N2 C10 C11 113.1(2) . . ?
N2 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N2 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C16 117.9(3) . . ?
C12 C11 C10 120.7(2) . . ?
C16 C11 C10 121.4(3) . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 119.7(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C7 N1 C9 110.5(2) . . ?
C7 N1 C6 125.1(2) . . ?
C9 N1 C6 124.4(2) . . ?
C7 N2 C8 110.8(2) . . ?
C7 N2 C10 125.0(2) . . ?
C8 N2 C10 124.2(2) . . ?
C7 Pd1 C7 180.0 3_655 . ?
C7 Pd1 Br1 88.32(7) 3_655 . ?
C7 Pd1 Br1 91.68(7) . . ?
C7 Pd1 Br1 91.68(7) 3_655 3_655 ?
C7 Pd1 Br1 88.32(7) . 3_655 ?
Br1 Pd1 Br1 180.0 . 3_655 ?

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
C6 C1 C2 C3 -0.3(6) . . . . ?
C1 C2 C3 C4 1.5(6) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C4 C5 C6 C1 2.2(5) . . . . ?
C4 C5 C6 N1 -179.9(3) . . . . ?
C2 C1 C6 C5 -1.5(5) . . . . ?
C2 C1 C6 N1 -179.5(3) . . . . ?
N2 C8 C9 N1 0.2(3) . . . . ?
N2 C10 C11 C12 -87.8(3) . . . . ?
N2 C10 C11 C16 90.9(3) . . . . ?
C16 C11 C12 C13 0.3(4) . . . . ?
C10 C11 C12 C13 179.1(3) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C14 C15 C16 C11 -0.4(5) . . . . ?
C12 C11 C16 C15 0.1(4) . . . . ?
C10 C11 C16 C15 -178.7(3) . . . . ?
N2 C7 N1 C9 0.8(3) . . . . ?
Pd1 C7 N1 C9 -174.62(19) . . . . ?
N2 C7 N1 C6 179.3(2) . . . . ?
Pd1 C7 N1 C6 3.9(4) . . . . ?
C8 C9 N1 C7 -0.6(3) . . . . ?
C8 C9 N1 C6 -179.2(3) . . . . ?
C5 C6 N1 C7 49.2(4) . . . . ?
C1 C6 N1 C7 -132.8(3) . . . . ?
C5 C6 N1 C9 -132.5(3) . . . . ?
C1 C6 N1 C9 45.5(4) . . . . ?
N1 C7 N2 C8 -0.7(3) . . . . ?
Pd1 C7 N2 C8 174.75(18) . . . . ?
N1 C7 N2 C10 178.8(2) . . . . ?
Pd1 C7 N2 C10 -5.7(3) . . . . ?
C9 C8 N2 C7 0.3(3) . . . . ?
C9 C8 N2 C10 -179.2(2) . . . . ?
C11 C10 N2 C7 123.1(3) . . . . ?
C11 C10 N2 C8 -57.4(3) . . . . ?

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
C5 H5 Br1 0.93 3.13 3.978(3) 152.3 .
C1 H1 Br1 0.93 3.08 3.821(3) 137.6 1_556
C5 H5 Br1 0.93 3.13 3.978(3) 152.3 .
C1 H1 Br1 0.93 3.08 3.821(3) 137.6 1_556
C5 H5 Br1 0.93 3.13 3.978(3) 152.3 .
C1 H1 Br1 0.93 3.08 3.821(3) 137.6 1_556
C5 H5 Br1 0.93 3.13 3.978(3) 152.3 .
C1 H1 Br1 0.93 3.08 3.821(3) 137.6 1_556

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.088

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 994997'
