# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_P
_database_code_depnum_ccdc_archive 'CCDC 1541474'
_audit_update_record             
;
2017-04-17 deposited with the CCDC.
2017-05-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H28 Br2 N4 Pd'
_chemical_formula_weight         614.70

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.303(3)
_cell_length_b                   5.3098(11)
_cell_length_c                   18.885(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.993(2)
_cell_angle_gamma                90
_cell_volume                     1206.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2789
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      23.18

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    4.095
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.710
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9849
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.203
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_full        24.992
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2122
_reflns_number_gt                1751
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0750P)²+9.3808P] 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         2122
_refine_ls_number_parameters     134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1679
_refine_ls_wR_factor_gt          0.1542
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_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
Pd1 Pd 0.5000 0.5000 0.5000 0.0301(3) Uani 1 2 d S . P . .
Br1 Br 0.66571(9) 0.5815(2) 0.45362(6) 0.0587(4) Uani 1 1 d . . . . .
N1 N 0.2815(6) 0.9531(12) 0.3593(4) 0.0383(16) Uani 1 1 d . . . . .
N2 N 0.4054(5) 0.6868(12) 0.4172(3) 0.0351(15) Uani 1 1 d . . . . .
C1 C -0.0443(12) 0.744(4) 0.4000(11) 0.138(7) Uani 1 1 d . . . . .
H1A H -0.1015 0.8705 0.3908 0.206 Uiso 1 1 calc R U . . .
H1B H -0.0456 0.6612 0.4449 0.206 Uiso 1 1 calc R U . . .
H1C H -0.0569 0.6234 0.3614 0.206 Uiso 1 1 calc R U . . .
C2 C 0.0620(12) 0.862(3) 0.4042(10) 0.112(6) Uani 1 1 d . . . . .
H2A H 0.1178 0.7297 0.4114 0.135 Uiso 1 1 calc R U . . .
H2B H 0.0767 0.9668 0.4471 0.135 Uiso 1 1 calc R U . . .
C3 C 0.0786(10) 1.021(2) 0.3407(8) 0.081(4) Uani 1 1 d . . . . .
H3A H 0.0226 1.1526 0.3327 0.097 Uiso 1 1 calc R U . . .
H3B H 0.0662 0.9162 0.2977 0.097 Uiso 1 1 calc R U . . .
C4 C 0.1921(7) 1.1436(17) 0.3493(5) 0.048(2) Uani 1 1 d . . . . .
H4A H 0.1945 1.2435 0.3066 0.058 Uiso 1 1 calc R U . . .
H4B H 0.2041 1.2556 0.3907 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3422(7) 0.8795(15) 0.4234(4) 0.0366(18) Uani 1 1 d . . . . .
H5 H 0.3397 0.9570 0.4672 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3050(6) 0.7938(15) 0.3077(4) 0.0337(17) Uani 1 1 d . . . . .
C7 C 0.3836(6) 0.6259(14) 0.3439(4) 0.0308(16) Uani 1 1 d . . . . .
C8 C 0.4255(7) 0.4330(15) 0.3066(5) 0.0381(19) Uani 1 1 d . . . . .
H8 H 0.4782 0.3200 0.3307 0.046 Uiso 1 1 calc R U . . .
C9 C 0.3863(8) 0.4172(18) 0.2339(5) 0.047(2) Uani 1 1 d . . . . .
H9 H 0.4105 0.2870 0.2081 0.057 Uiso 1 1 calc R U . . .
C10 C 0.3100(8) 0.594(2) 0.1971(5) 0.050(2) Uani 1 1 d . . . . .
H10 H 0.2879 0.5827 0.1470 0.060 Uiso 1 1 calc R U . . .
C11 C 0.2677(7) 0.7798(18) 0.2324(4) 0.046(2) Uani 1 1 d . . . . .
H11 H 0.2160 0.8937 0.2077 0.056 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N2 2.007(6) . ?
Pd1 N2 2.007(6) 3_666 ?
Pd1 Br1 2.4193(11) 3_666 ?
Pd1 Br1 2.4193(11) . ?
N1 C5 1.341(10) . ?
N1 C6 1.366(10) . ?
N1 C4 1.477(10) . ?
N2 C5 1.304(10) . ?
N2 C7 1.393(9) . ?
C1 C2 1.435(19) . ?
C2 C3 1.517(19) . ?
C3 C4 1.518(15) . ?
C6 C7 1.386(11) . ?
C6 C11 1.403(11) . ?
C7 C8 1.400(11) . ?
C8 C9 1.360(13) . ?
C9 C10 1.404(14) . ?
C10 C11 1.354(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Pd1 N2 180.0 . 3_666 ?
N2 Pd1 Br1 88.53(19) . 3_666 ?
N2 Pd1 Br1 91.47(19) 3_666 3_666 ?
N2 Pd1 Br1 91.47(19) . . ?
N2 Pd1 Br1 88.54(19) 3_666 . ?
Br1 Pd1 Br1 180.00(4) 3_666 . ?
C5 N1 C6 107.6(6) . . ?
C5 N1 C4 125.2(7) . . ?
C6 N1 C4 126.5(7) . . ?
C5 N2 C7 106.0(6) . . ?
C5 N2 Pd1 125.3(5) . . ?
C7 N2 Pd1 128.3(5) . . ?
C1 C2 C3 118.0(15) . . ?
C2 C3 C4 115.3(11) . . ?
N1 C4 C3 111.4(8) . . ?
N2 C5 N1 112.2(7) . . ?
N1 C6 C7 106.0(7) . . ?
N1 C6 C11 133.1(8) . . ?
C7 C6 C11 120.9(8) . . ?
C6 C7 N2 108.1(7) . . ?
C6 C7 C8 121.0(7) . . ?
N2 C7 C8 130.9(7) . . ?
C9 C8 C7 117.5(8) . . ?
C8 C9 C10 121.2(8) . . ?
C11 C10 C9 121.9(8) . . ?
C10 C11 C6 117.3(8) . . ?

_refine_diff_density_max         1.532
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.161

