# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


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# 
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#  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. 
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data_c104a
_database_code_depnum_ccdc_archive 'CCDC 921865'
#TrackingRef '17847_web_deposit_cif_file_0_HanVinhHuynh_1361182531.Complex1.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H27 Br2 N7 O Pd'
_chemical_formula_weight         719.77
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a                   23.886(3)
_cell_length_b                   9.2712(9)
_cell_length_c                   24.553(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5437.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    681
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      20.82
_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2848
_exptl_absorpt_coefficient_mu    3.656
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4424
_exptl_absorpt_correction_T_max  0.5629
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2008)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(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            29983
_diffrn_reflns_av_R_equivalents  0.1557
_diffrn_reflns_av_sigmaI/netI    0.0928
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4777
_reflns_number_gt                2815
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The free Br (that is Br2 or Br3) and a solvent methanol are disordered
into two parts and were refined as Part -1 and Part -2 with 0.5 occupancy
each. Since Br2 and one of the disordered methonal are located near a
symmetry point, free variable refinement cannot be applied. Restraints
instructions DFIX and ISOR of the SHELXTL programs were applied in
bond lengths and thermal parameters to the disordered methanol to ensure
that the geometry of these parts were not distorted and to achieve better
least-squares convergence as well as lower R values.'
The very high Rint of this structure is likely to be due to the disorder.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0826P)^2^+1.7138P] where P=(Fo^2^+2Fc^2^)/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         4777
_refine_ls_number_parameters     363
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.1695
_refine_ls_wR_factor_gt          0.1486
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.015
_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
Br2 Br 0.50719(11) 0.29110(18) 0.73310(9) 0.0378(7) Uani 0.50 1 d P A -1
Br3 Br 0.49019(12) 0.3631(3) 0.59858(13) 0.0712(8) Uani 0.50 1 d P B -2
Pd1 Pd 0.67683(2) 0.18010(7) 0.32216(3) 0.0223(2) Uani 1 1 d . . .
Br1 Br 0.77809(3) 0.18529(9) 0.31976(4) 0.0292(3) Uani 1 1 d . . .
N1 N 0.6970(3) 0.0174(8) 0.4337(3) 0.0273(18) Uani 1 1 d . . .
N2 N 0.6745(3) -0.0998(8) 0.4610(3) 0.0297(19) Uani 1 1 d . . .
N3 N 0.6337(3) -0.0673(7) 0.3825(3) 0.0270(18) Uani 1 1 d . . .
N4 N 0.5910(3) 0.1768(8) 0.3234(3) 0.0257(16) Uani 1 1 d . . .
N5 N 0.6308(3) 0.4206(7) 0.2599(3) 0.0255(18) Uani 1 1 d . . .
N6 N 0.6666(3) 0.4352(8) 0.1779(3) 0.0297(18) Uani 1 1 d . . .
N7 N 0.6916(3) 0.3258(8) 0.2080(3) 0.0233(17) Uani 1 1 d . . .
C1 C 0.6737(3) 0.0399(9) 0.3858(4) 0.029(2) Uani 1 1 d . . .
C2 C 0.6367(4) -0.1477(9) 0.4283(4) 0.032(2) Uani 1 1 d . . .
H2 H 0.6138 -0.2293 0.4354 0.039 Uiso 1 1 calc R . .
C3 C 0.7390(3) 0.1060(10) 0.4609(4) 0.031(2) Uani 1 1 d . . .
H3A H 0.7222 0.1508 0.4936 0.038 Uiso 1 1 calc R . .
H3B H 0.7508 0.1844 0.4361 0.038 Uiso 1 1 calc R . .
C4 C 0.7895(3) 0.0201(9) 0.4775(4) 0.025(2) Uani 1 1 d . . .
C5 C 0.8047(4) 0.0176(12) 0.5311(5) 0.052(3) Uani 1 1 d . . .
H5 H 0.7835 0.0696 0.5572 0.062 Uiso 1 1 calc R . .
C6 C 0.8514(5) -0.0613(14) 0.5473(5) 0.067(4) Uani 1 1 d . . .
H6 H 0.8612 -0.0655 0.5847 0.081 Uiso 1 1 calc R . .
C7 C 0.8831(4) -0.1323(12) 0.5102(4) 0.047(3) Uani 1 1 d . . .
H7 H 0.9153 -0.1842 0.5215 0.056 Uiso 1 1 calc R . .
C8 C 0.8683(4) -0.1288(10) 0.4559(4) 0.030(2) Uani 1 1 d . . .
H8 H 0.8904 -0.1781 0.4297 0.036 Uiso 1 1 calc R . .
C9 C 0.8216(4) -0.0540(10) 0.4398(4) 0.034(2) Uani 1 1 d . . .
H9 H 0.8112 -0.0531 0.4025 0.041 Uiso 1 1 calc R . .
C10 C 0.5949(3) -0.0833(9) 0.3360(4) 0.028(2) Uani 1 1 d . . .
H10A H 0.5691 -0.1651 0.3426 0.033 Uiso 1 1 calc R . .
H10B H 0.6163 -0.1033 0.3023 0.033 Uiso 1 1 calc R . .
C11 C 0.5620(3) 0.0541(9) 0.3296(4) 0.024(2) Uani 1 1 d . . .
C12 C 0.5034(3) 0.0510(11) 0.3312(4) 0.039(3) Uani 1 1 d . . .
H12 H 0.4839 -0.0373 0.3356 0.046 Uiso 1 1 calc R . .
C13 C 0.4747(3) 0.1809(11) 0.3261(4) 0.035(2) Uani 1 1 d . . .
H13 H 0.4349 0.1820 0.3275 0.041 Uiso 1 1 calc R . .
C14 C 0.5034(3) 0.3065(10) 0.3191(4) 0.033(2) Uani 1 1 d . . .
H14 H 0.4839 0.3953 0.3157 0.039 Uiso 1 1 calc R . .
C15 C 0.5613(3) 0.3033(9) 0.3170(4) 0.026(2) Uani 1 1 d . . .
C16 C 0.5944(4) 0.4392(9) 0.3077(4) 0.031(2) Uani 1 1 d . . .
H16A H 0.5686 0.5212 0.3017 0.037 Uiso 1 1 calc R . .
H16B H 0.6175 0.4605 0.3402 0.037 Uiso 1 1 calc R . .
C17 C 0.6714(3) 0.3134(9) 0.2581(4) 0.024(2) Uani 1 1 d . . .
C18 C 0.6304(4) 0.4900(10) 0.2112(4) 0.033(2) Uani 1 1 d . . .
H18 H 0.6067 0.5690 0.2026 0.040 Uiso 1 1 calc R . .
C19 C 0.7274(3) 0.2230(9) 0.1802(4) 0.028(2) Uani 1 1 d . . .
H19A H 0.7567 0.1879 0.2055 0.033 Uiso 1 1 calc R . .
H19B H 0.7461 0.2704 0.1490 0.033 Uiso 1 1 calc R . .
C20 C 0.6926(3) 0.0973(10) 0.1602(4) 0.029(2) Uani 1 1 d . . .
C21 C 0.6761(4) -0.0092(9) 0.1963(4) 0.034(3) Uani 1 1 d . . .
H21 H 0.6902 -0.0079 0.2325 0.041 Uiso 1 1 calc R . .
C22 C 0.6398(4) -0.1172(10) 0.1809(5) 0.044(3) Uani 1 1 d . . .
H22 H 0.6278 -0.1872 0.2066 0.052 Uiso 1 1 calc R . .
C23 C 0.6213(4) -0.1229(11) 0.1286(6) 0.050(3) Uani 1 1 d . . .
H23 H 0.5970 -0.1986 0.1176 0.059 Uiso 1 1 calc R . .
C24 C 0.6376(5) -0.0192(13) 0.0910(5) 0.054(3) Uani 1 1 d . . .
H24 H 0.6242 -0.0235 0.0546 0.064 Uiso 1 1 calc R . .
C25 C 0.6731(4) 0.0899(13) 0.1065(5) 0.052(3) Uani 1 1 d . . .
H25 H 0.6845 0.1604 0.0808 0.062 Uiso 1 1 calc R . .
O1S O 0.4918(7) 0.156(2) 0.5241(8) 0.084(6) Uani 0.50 1 d PDU C -1
H1S H 0.4984 0.1068 0.5522 0.126 Uiso 0.50 1 calc PR C -1
C1S C 0.5136(13) 0.082(3) 0.4776(11) 0.108(11) Uani 0.50 1 d PDU C -1
H1S1 H 0.4986 0.1266 0.4444 0.162 Uiso 0.50 1 calc PR C -1
H1S2 H 0.5027 -0.0194 0.4790 0.162 Uiso 0.50 1 calc PR C -1
H1S3 H 0.5545 0.0901 0.4775 0.162 Uiso 0.50 1 calc PR C -1
O2S O 0.4690(12) 0.358(3) 0.4536(11) 0.133(9) Uani 0.50 1 d PDU D -2
H2S H 0.4439 0.3506 0.4298 0.200 Uiso 0.50 1 calc PR D -2
C2S C 0.4795(16) 0.221(3) 0.4775(16) 0.135(14) Uani 0.50 1 d PDU D -2
H2S1 H 0.5111 0.1745 0.4588 0.202 Uiso 0.50 1 calc PR D -2
H2S2 H 0.4461 0.1600 0.4739 0.202 Uiso 0.50 1 calc PR D -2
H2S3 H 0.4886 0.2328 0.5162 0.202 Uiso 0.50 1 calc PR D -2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br2 0.0316(14) 0.0201(9) 0.062(2) -0.0043(9) -0.0143(14) 0.0028(9)
Br3 0.0636(17) 0.0625(16) 0.088(2) 0.0063(16) 0.0230(15) -0.0021(13)
Pd1 0.0142(3) 0.0170(4) 0.0357(4) 0.0042(3) 0.0016(3) 0.0012(3)
Br1 0.0157(4) 0.0271(5) 0.0447(6) 0.0069(5) 0.0017(4) 0.0003(4)
N1 0.016(4) 0.025(4) 0.041(5) 0.006(4) 0.002(4) -0.003(3)
N2 0.022(4) 0.026(4) 0.041(5) 0.021(4) 0.011(4) -0.003(3)
N3 0.016(4) 0.023(4) 0.042(5) 0.009(4) 0.000(3) -0.002(3)
N4 0.012(3) 0.030(4) 0.036(4) 0.003(4) 0.004(3) 0.003(3)
N5 0.029(4) 0.010(4) 0.037(5) 0.003(4) -0.003(4) 0.000(3)
N6 0.030(4) 0.026(4) 0.033(5) 0.008(4) -0.011(4) -0.008(3)
N7 0.019(4) 0.024(4) 0.027(5) -0.001(4) -0.003(3) -0.007(3)
C1 0.019(5) 0.022(5) 0.045(7) 0.001(5) 0.002(4) 0.004(4)
C2 0.019(5) 0.019(5) 0.059(7) 0.008(5) 0.003(5) 0.003(4)
C3 0.027(5) 0.033(5) 0.035(6) 0.004(5) -0.001(4) -0.002(4)
C4 0.019(5) 0.018(5) 0.038(6) 0.009(5) -0.003(4) 0.000(4)
C5 0.044(7) 0.069(8) 0.041(7) 0.005(7) 0.004(5) 0.027(6)
C6 0.088(10) 0.091(10) 0.023(7) 0.006(7) -0.003(6) 0.055(8)
C7 0.049(7) 0.052(7) 0.039(7) 0.000(6) -0.017(5) 0.022(5)
C8 0.023(5) 0.035(6) 0.032(6) 0.004(5) -0.003(4) -0.001(4)
C9 0.033(5) 0.032(5) 0.037(6) -0.001(5) -0.008(5) 0.003(5)
C10 0.021(5) 0.020(5) 0.043(7) 0.001(4) 0.001(4) -0.002(4)
C11 0.017(4) 0.027(5) 0.028(6) 0.007(4) 0.000(4) -0.004(4)
C12 0.015(5) 0.047(6) 0.054(8) 0.013(6) -0.007(4) -0.008(4)
C13 0.014(4) 0.048(6) 0.041(6) 0.008(6) 0.003(4) 0.006(4)
C14 0.020(5) 0.043(6) 0.036(6) 0.010(5) -0.007(4) 0.003(4)
C15 0.021(4) 0.030(5) 0.027(5) -0.001(5) 0.003(4) 0.004(4)
C16 0.037(6) 0.023(5) 0.034(6) -0.005(4) 0.000(4) 0.003(4)
C17 0.019(4) 0.018(5) 0.034(6) 0.001(4) -0.003(4) -0.002(4)
C18 0.031(5) 0.024(5) 0.045(7) 0.003(5) -0.004(5) -0.006(4)
C19 0.021(4) 0.027(5) 0.035(6) -0.002(5) 0.008(4) -0.004(4)
C20 0.014(4) 0.032(6) 0.042(7) -0.003(5) 0.004(4) -0.005(4)
C21 0.030(5) 0.016(5) 0.058(7) -0.014(5) -0.006(5) 0.003(4)
C22 0.028(5) 0.018(5) 0.084(10) 0.001(6) 0.001(6) -0.001(4)
C23 0.025(6) 0.030(6) 0.095(10) -0.023(7) 0.009(6) 0.001(4)
C24 0.048(7) 0.071(8) 0.042(7) -0.022(7) 0.012(5) -0.026(6)
C25 0.035(6) 0.073(8) 0.047(7) -0.013(7) 0.011(5) -0.022(6)
O1S 0.038(9) 0.122(13) 0.092(13) 0.053(11) -0.024(9) -0.035(9)
C1S 0.093(17) 0.107(18) 0.124(19) 0.011(16) -0.036(15) -0.006(15)
O2S 0.141(17) 0.141(16) 0.118(16) -0.036(14) 0.033(13) 0.036(14)
C2S 0.12(2) 0.16(2) 0.13(2) -0.038(18) 0.018(17) -0.039(17)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C17 2.005(9) . ?
Pd1 C1 2.034(10) . ?
Pd1 N4 2.052(6) . ?
Pd1 Br1 2.4198(10) . ?
N1 C1 1.317(12) . ?
N1 N2 1.385(9) . ?
N1 C3 1.459(11) . ?
N2 C2 1.288(11) . ?
N3 C2 1.351(11) . ?
N3 C1 1.382(10) . ?
N3 C10 1.478(11) . ?
N4 C11 1.340(10) . ?
N4 C15 1.380(10) . ?
N5 C18 1.359(12) . ?
N5 C17 1.390(10) . ?
N5 C16 1.470(11) . ?
N6 C18 1.292(12) . ?
N6 N7 1.390(10) . ?
N7 C17 1.326(11) . ?
N7 C19 1.450(11) . ?
C3 C4 1.501(11) . ?
C4 C5 1.365(14) . ?
C4 C9 1.384(13) . ?
C5 C6 1.392(14) . ?
C6 C7 1.354(14) . ?
C7 C8 1.378(13) . ?
C8 C9 1.371(12) . ?
C10 C11 1.505(11) . ?
C11 C12 1.400(11) . ?
C12 C13 1.392(12) . ?
C13 C14 1.362(12) . ?
C14 C15 1.383(12) . ?
C15 C16 1.505(12) . ?
C19 C20 1.513(12) . ?
C20 C21 1.383(13) . ?
C20 C25 1.400(14) . ?
C21 C22 1.378(13) . ?
C22 C23 1.360(15) . ?
C23 C24 1.389(15) . ?
C24 C25 1.374(14) . ?
O1S C1S 1.426(5) . ?
O2S C2S 1.428(5) . ?
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
C17 Pd1 C1 174.0(3) . . ?
C17 Pd1 N4 87.5(3) . . ?
C1 Pd1 N4 86.7(3) . . ?
C17 Pd1 Br1 91.9(2) . . ?
C1 Pd1 Br1 93.9(2) . . ?
N4 Pd1 Br1 179.4(2) . . ?
C1 N1 N2 113.2(7) . . ?
C1 N1 C3 127.5(8) . . ?
N2 N1 C3 119.1(8) . . ?
C2 N2 N1 103.9(8) . . ?
C2 N3 C1 108.1(8) . . ?
C2 N3 C10 128.4(7) . . ?
C1 N3 C10 123.5(7) . . ?
C11 N4 C15 118.0(7) . . ?
C11 N4 Pd1 122.0(5) . . ?
C15 N4 Pd1 120.0(5) . . ?
C18 N5 C17 108.3(8) . . ?
C18 N5 C16 130.1(8) . . ?
C17 N5 C16 121.5(7) . . ?
C18 N6 N7 103.8(8) . . ?
C17 N7 N6 113.5(7) . . ?
C17 N7 C19 126.4(8) . . ?
N6 N7 C19 118.9(7) . . ?
N1 C1 N3 103.3(8) . . ?
N1 C1 Pd1 140.5(7) . . ?
N3 C1 Pd1 116.1(7) . . ?
N2 C2 N3 111.5(8) . . ?
N1 C3 C4 112.2(8) . . ?
C5 C4 C9 119.2(9) . . ?
C5 C4 C3 119.0(9) . . ?
C9 C4 C3 121.8(9) . . ?
C4 C5 C6 119.9(10) . . ?
C7 C6 C5 120.7(11) . . ?
C6 C7 C8 119.7(10) . . ?
C9 C8 C7 119.9(9) . . ?
C8 C9 C4 120.6(9) . . ?
N3 C10 C11 108.8(7) . . ?
N4 C11 C12 122.4(8) . . ?
N4 C11 C10 117.4(7) . . ?
C12 C11 C10 120.1(8) . . ?
C13 C12 C11 118.3(9) . . ?
C14 C13 C12 120.1(8) . . ?
C13 C14 C15 119.4(8) . . ?
N4 C15 C14 121.8(8) . . ?
N4 C15 C16 117.3(7) . . ?
C14 C15 C16 120.9(8) . . ?
N5 C16 C15 109.5(7) . . ?
N7 C17 N5 102.9(7) . . ?
N7 C17 Pd1 139.2(6) . . ?
N5 C17 Pd1 117.4(6) . . ?
N6 C18 N5 111.5(9) . . ?
N7 C19 C20 109.5(7) . . ?
C21 C20 C25 118.2(9) . . ?
C21 C20 C19 119.9(9) . . ?
C25 C20 C19 121.7(9) . . ?
C22 C21 C20 121.6(10) . . ?
C23 C22 C21 119.5(11) . . ?
C22 C23 C24 120.6(10) . . ?
C25 C24 C23 119.9(11) . . ?
C24 C25 C20 120.2(11) . . ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.368
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.150


data_c264
_database_code_depnum_ccdc_archive 'CCDC 921866'
#TrackingRef '17236_web_deposit_cif_file_1_HanVinhHuynh_1359192041.Complex 2.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H15 Br2 N7 Pd'
_chemical_formula_weight         535.54
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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a                   8.1277(10)
_cell_length_b                   12.8390(17)
_cell_length_c                   15.837(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.113(3)
_cell_angle_gamma                90.00
_cell_volume                     1621.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4441
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      27.51
_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.36
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_diffrn    2.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    6.082
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1750
_exptl_absorpt_correction_T_max  0.2181
_exptl_absorpt_process_details   'Sadabs, Sheldrick 2008)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(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            11182
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3720
_reflns_number_gt                3241
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0371P)^2^+6.1831P] where P=(Fo^2^+2Fc^2^)/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         3720
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0894
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.38457(4) 0.32618(2) 0.201572(17) 0.00997(9) Uani 1 1 d . . .
Br1 Br 0.41410(6) 0.17855(3) 0.29850(3) 0.01881(11) Uani 1 1 d . . .
Br2 Br 0.62286(7) 0.83036(4) 0.27182(3) 0.02953(14) Uani 1 1 d . . .
N1 N 0.3524(4) 0.4500(3) 0.3690(2) 0.0146(7) Uani 1 1 d . . .
N2 N 0.4881(4) 0.5247(3) 0.2856(2) 0.0134(7) Uani 1 1 d . . .
N3 N 0.3943(4) 0.5468(3) 0.4044(2) 0.0187(7) Uani 1 1 d . . .
N4 N 0.3482(4) 0.4495(2) 0.1144(2) 0.0109(6) Uani 1 1 d . . .
N5 N 0.4466(4) 0.1504(3) 0.0753(2) 0.0121(6) Uani 1 1 d . . .
N6 N 0.2462(4) 0.2524(2) 0.02763(19) 0.0103(6) Uani 1 1 d . . .
N7 N 0.3877(4) 0.1202(3) -0.0091(2) 0.0144(7) Uani 1 1 d . . .
C1 C 0.4069(5) 0.4345(3) 0.2958(2) 0.0139(8) Uani 1 1 d . . .
C2 C 0.4751(5) 0.5901(3) 0.3514(3) 0.0180(8) Uani 1 1 d . . .
H2 H 0.5196 0.6587 0.3575 0.022 Uiso 1 1 calc R . .
C3 C 0.2539(6) 0.3801(4) 0.4110(3) 0.0209(9) Uani 1 1 d . . .
H3A H 0.1903 0.3327 0.3684 0.031 Uiso 1 1 calc R . .
H3B H 0.1760 0.4207 0.4381 0.031 Uiso 1 1 calc R . .
H3C H 0.3286 0.3398 0.4550 0.031 Uiso 1 1 calc R . .
C4 C 0.5671(5) 0.5459(3) 0.2114(2) 0.0150(8) Uani 1 1 d . . .
H4A H 0.6590 0.4954 0.2108 0.018 Uiso 1 1 calc R . .
H4B H 0.6160 0.6167 0.2166 0.018 Uiso 1 1 calc R . .
C5 C 0.4404(5) 0.5374(3) 0.1288(2) 0.0127(7) Uani 1 1 d . . .
C6 C 0.4246(5) 0.6171(3) 0.0688(3) 0.0165(8) Uani 1 1 d . . .
H6 H 0.4896 0.6787 0.0809 0.020 Uiso 1 1 calc R . .
C7 C 0.3135(5) 0.6066(3) -0.0090(3) 0.0181(8) Uani 1 1 d . . .
H7 H 0.3036 0.6597 -0.0514 0.022 Uiso 1 1 calc R . .
C8 C 0.2168(5) 0.5168(3) -0.0236(2) 0.0144(8) Uani 1 1 d . . .
H8 H 0.1389 0.5080 -0.0762 0.017 Uiso 1 1 calc R . .
C9 C 0.2347(5) 0.4402(3) 0.0389(2) 0.0128(8) Uani 1 1 d . . .
C10 C 0.1333(5) 0.3413(3) 0.0253(2) 0.0118(7) Uani 1 1 d . . .
H10A H 0.0663 0.3340 0.0710 0.014 Uiso 1 1 calc R . .
H10B H 0.0552 0.3439 -0.0309 0.014 Uiso 1 1 calc R . .
C11 C 0.3636(5) 0.2306(3) 0.0989(2) 0.0104(7) Uani 1 1 d . . .
C12 C 0.2661(5) 0.1843(3) -0.0357(2) 0.0135(8) Uani 1 1 d . . .
H12 H 0.1995 0.1841 -0.0920 0.016 Uiso 1 1 calc R . .
C13 C 0.5864(5) 0.0941(3) 0.1274(3) 0.0169(8) Uani 1 1 d . . .
H13A H 0.6532 0.1422 0.1683 0.025 Uiso 1 1 calc R . .
H13B H 0.6568 0.0643 0.0898 0.025 Uiso 1 1 calc R . .
H13C H 0.5429 0.0381 0.1589 0.025 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pd1 0.01519(16) 0.00796(15) 0.00661(14) -0.00081(10) 0.00172(10) -0.00007(11)
Br1 0.0296(2) 0.0152(2) 0.01063(19) 0.00348(14) 0.00127(16) -0.00102(17)
Br2 0.0415(3) 0.0184(2) 0.0250(2) 0.00109(17) -0.0029(2) -0.0060(2)
N1 0.0182(17) 0.0149(17) 0.0105(15) -0.0025(12) 0.0020(13) 0.0031(13)
N2 0.0161(16) 0.0125(16) 0.0110(15) -0.0041(12) 0.0010(12) 0.0010(13)
N3 0.0203(18) 0.0200(18) 0.0149(17) -0.0071(14) 0.0009(14) 0.0035(15)
N4 0.0141(16) 0.0081(15) 0.0115(15) -0.0006(12) 0.0050(12) 0.0018(12)
N5 0.0145(16) 0.0116(15) 0.0098(15) -0.0024(12) 0.0014(12) -0.0010(13)
N6 0.0138(15) 0.0097(15) 0.0075(14) 0.0000(11) 0.0021(12) 0.0003(12)
N7 0.0196(17) 0.0135(17) 0.0100(15) -0.0043(12) 0.0027(13) -0.0028(14)
C1 0.0131(18) 0.017(2) 0.0114(17) 0.0002(14) 0.0012(15) 0.0022(15)
C2 0.020(2) 0.015(2) 0.018(2) -0.0064(16) -0.0003(16) 0.0020(16)
C3 0.026(2) 0.023(2) 0.016(2) 0.0008(17) 0.0087(17) -0.0026(18)
C4 0.0167(19) 0.0137(19) 0.0149(18) -0.0020(15) 0.0037(15) -0.0015(15)
C5 0.0147(18) 0.0107(18) 0.0150(18) -0.0019(14) 0.0085(15) 0.0021(15)
C6 0.018(2) 0.0090(18) 0.025(2) -0.0003(16) 0.0107(17) 0.0019(15)
C7 0.021(2) 0.016(2) 0.020(2) 0.0056(16) 0.0109(17) 0.0053(16)
C8 0.0154(19) 0.016(2) 0.0118(17) 0.0008(15) 0.0037(15) 0.0056(16)
C9 0.0146(18) 0.0121(18) 0.0131(18) -0.0011(14) 0.0059(15) 0.0045(15)
C10 0.0136(18) 0.0102(18) 0.0107(17) -0.0009(14) 0.0006(14) 0.0017(14)
C11 0.0157(18) 0.0064(17) 0.0096(17) 0.0012(13) 0.0037(14) -0.0007(14)
C12 0.019(2) 0.0128(18) 0.0085(17) -0.0012(14) 0.0031(15) -0.0033(15)
C13 0.020(2) 0.0137(19) 0.0150(19) -0.0028(15) -0.0013(16) 0.0062(16)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C11 2.017(4) . ?
Pd1 C1 2.022(4) . ?
Pd1 N4 2.084(3) . ?
Pd1 Br1 2.4217(5) . ?
N1 C1 1.334(5) . ?
N1 N3 1.379(5) . ?
N1 C3 1.447(5) . ?
N2 C1 1.358(5) . ?
N2 C2 1.358(5) . ?
N2 C4 1.468(5) . ?
N3 C2 1.288(6) . ?
N4 C5 1.351(5) . ?
N4 C9 1.366(5) . ?
N5 C11 1.324(5) . ?
N5 N7 1.386(4) . ?
N5 C13 1.460(5) . ?
N6 C11 1.359(5) . ?
N6 C12 1.363(5) . ?
N6 C10 1.462(5) . ?
N7 C12 1.293(5) . ?
C4 C5 1.505(5) . ?
C5 C6 1.385(5) . ?
C6 C7 1.387(6) . ?
C7 C8 1.390(6) . ?
C8 C9 1.383(5) . ?
C9 C10 1.507(5) . ?
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
C11 Pd1 C1 173.95(15) . . ?
C11 Pd1 N4 87.05(13) . . ?
C1 Pd1 N4 87.02(14) . . ?
C11 Pd1 Br1 91.01(10) . . ?
C1 Pd1 Br1 94.97(11) . . ?
N4 Pd1 Br1 177.01(9) . . ?
C1 N1 N3 113.1(3) . . ?
C1 N1 C3 127.8(4) . . ?
N3 N1 C3 119.1(3) . . ?
C1 N2 C2 109.0(3) . . ?
C1 N2 C4 123.4(3) . . ?
C2 N2 C4 127.6(3) . . ?
C2 N3 N1 103.9(3) . . ?
C5 N4 C9 118.7(3) . . ?
C5 N4 Pd1 121.3(3) . . ?
C9 N4 Pd1 119.9(3) . . ?
C11 N5 N7 113.0(3) . . ?
C11 N5 C13 127.5(3) . . ?
N7 N5 C13 119.5(3) . . ?
C11 N6 C12 108.4(3) . . ?
C11 N6 C10 121.2(3) . . ?
C12 N6 C10 130.2(3) . . ?
C12 N7 N5 103.7(3) . . ?
N1 C1 N2 103.1(3) . . ?
N1 C1 Pd1 138.3(3) . . ?
N2 C1 Pd1 118.4(3) . . ?
N3 C2 N2 111.0(4) . . ?
N2 C4 C5 110.5(3) . . ?
N4 C5 C6 121.7(4) . . ?
N4 C5 C4 118.2(3) . . ?
C6 C5 C4 120.1(4) . . ?
C5 C6 C7 119.8(4) . . ?
C6 C7 C8 118.6(4) . . ?
C9 C8 C7 119.5(4) . . ?
N4 C9 C8 121.7(4) . . ?
N4 C9 C10 117.2(3) . . ?
C8 C9 C10 121.1(4) . . ?
N6 C10 C9 109.3(3) . . ?
N5 C11 N6 103.8(3) . . ?
N5 C11 Pd1 137.1(3) . . ?
N6 C11 Pd1 118.8(3) . . ?
N7 C12 N6 111.0(3) . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.239
_refine_diff_density_min         -1.375
_refine_diff_density_rms         0.142