#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:10:15 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178711 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/22/4082221.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4082221
loop_
_publ_author_name
'Saxena, Priya'
'Thirupathi, Natesan'
'Nethaji, Munirathinam'
_publ_contact_author             'Thirupathi N.'
_publ_section_title
;
 Insertion Reactions of Six-Membered
 CyclopalladatedN,N′,N″-Triarylguanidine,
 [Pd{κ2(C,N)-C6H3Me-3(NHC(NHAr)(═NAr))-2}(μ-Br)]2(Ar = 2-MeC6H4)
 with PhC≡C---C(O)OR (R = Me and Et): A Gateway to Second
 Orthopalladation through Novel Rearrangements
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              7580
_journal_paper_doi               10.1021/om4010719
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C52 H46 Br N3 O6 Pd, C2 CL4 H4, H2 O'
_chemical_formula_sum            'C54 H52 Br Cl4 N3 O7 Pd'
_chemical_formula_weight         1183.10
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.479(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.656(5)
_cell_length_b                   12.866(5)
_cell_length_c                   26.106(4)
_cell_measurement_reflns_used    175
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.56
_cell_volume                     5242(3)
_computing_cell_refinement       'BRUKER SMART APEX CCD'
_computing_data_collection       'BRUKER SMART APEX CCD'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    OLEX2-1.2
_computing_publication_material  'WINGX V1.80.01'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 0.3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1010
_diffrn_reflns_av_sigmaI/netI    0.1026
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            58298
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    1.374
_exptl_absorpt_correction_T_max  0.6833
_exptl_absorpt_correction_T_min  0.6448
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             2408
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_diff_density_max         2.200
_refine_diff_density_min         -1.465
_refine_diff_density_rms         0.253
_refine_ls_extinction_coef       0.0132(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     638
_refine_ls_number_reflns         10692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1247
_refine_ls_R_factor_gt           0.0710
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1435P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1975
_refine_ls_wR_factor_ref         0.2323
_reflns_number_gt                6704
_reflns_number_total             10692
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            om4010719_si_002.cif
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'MONOCLINIC' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'EMPIRICAL'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed
to 'constr' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4082221
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'
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
Pd1 Pd 0.33828(3) 0.01158(4) 0.109037(16) 0.02042(15) Uani 1 1 d .
Br1 Br 0.29846(5) -0.09292(6) 0.02856(2) 0.0339(2) Uani 1 1 d .
O1 O 0.2948(3) 0.2624(3) 0.15905(15) 0.0234(10) Uani 1 1 d .
O2 O 0.4270(3) 0.2326(3) 0.13520(15) 0.0242(10) Uani 1 1 d .
O3 O 0.5846(3) 0.3701(4) 0.2558(2) 0.0469(14) Uani 1 1 d .
O4 O 0.6823(3) 0.2492(4) 0.28032(18) 0.0405(13) Uani 1 1 d .
O5 O 0.4615(3) -0.0385(4) 0.10422(16) 0.0266(10) Uani 1 1 d .
O6 O 0.6033(3) -0.0363(4) 0.11897(17) 0.0285(11) Uani 1 1 d .
N1 N 0.2196(3) 0.0628(4) 0.11839(18) 0.0203(11) Uani 1 1 d .
N2 N 0.1834(3) 0.1203(4) 0.03603(18) 0.0242(12) Uani 1 1 d .
H2 H 0.1820 0.0587 0.0232 0.029 Uiso 1 1 calc R
N3 N 0.1294(3) 0.2072(4) 0.10560(17) 0.0211(12) Uani 1 1 d .
H3 H 0.1410 0.2245 0.1372 0.025 Uiso 1 1 calc R
C1 C 0.1777(4) 0.1295(5) 0.0873(2) 0.0206(13) Uani 1 1 d .
C2 C 0.1913(4) 0.2046(6) 0.0020(2) 0.0276(15) Uani 1 1 d .
C3 C 0.2305(5) 0.2964(6) 0.0188(3) 0.0387(18) Uani 1 1 d .
H3A H 0.2520 0.3031 0.0529 0.046 Uiso 1 1 calc R
C4 C 0.2375(6) 0.3789(8) -0.0156(4) 0.059(2) Uani 1 1 d .
H4 H 0.2606 0.4422 -0.0042 0.070 Uiso 1 1 calc R
C5 C 0.2105(7) 0.3657(9) -0.0658(4) 0.066(3) Uani 1 1 d .
H5 H 0.2165 0.4194 -0.0891 0.079 Uiso 1 1 calc R
C6 C 0.1752(5) 0.2753(9) -0.0819(3) 0.052(3) Uani 1 1 d .
H6 H 0.1575 0.2681 -0.1166 0.062 Uiso 1 1 calc R
C7 C 0.1637(4) 0.1918(7) -0.0493(2) 0.0366(19) Uani 1 1 d .
C8 C 0.1243(5) 0.0894(8) -0.0675(3) 0.054(3) Uani 1 1 d .
H8A H 0.0977 0.0977 -0.1017 0.081 Uiso 1 1 calc R
H8B H 0.0821 0.0684 -0.0449 0.081 Uiso 1 1 calc R
H8C H 0.1682 0.0374 -0.0677 0.081 Uiso 1 1 calc R
C9 C 0.0626(4) 0.2625(5) 0.0783(2) 0.0217(14) Uani 1 1 d .
C10 C 0.0024(4) 0.2100(6) 0.0456(2) 0.0259(15) Uani 1 1 d .
H10 H 0.0073 0.1387 0.0409 0.031 Uiso 1 1 calc R
C11 C -0.0642(4) 0.2639(7) 0.0205(2) 0.0343(18) Uani 1 1 d .
H11 H -0.1043 0.2292 -0.0015 0.041 Uiso 1 1 calc R
C12 C -0.0713(5) 0.3710(7) 0.0281(3) 0.040(2) Uani 1 1 d .
H12 H -0.1163 0.4073 0.0109 0.049 Uiso 1 1 calc R
C13 C -0.0129(5) 0.4235(6) 0.0605(3) 0.0365(18) Uani 1 1 d .
H13 H -0.0195 0.4946 0.0655 0.044 Uiso 1 1 calc R
C14 C 0.0568(4) 0.3711(6) 0.0863(2) 0.0280(15) Uani 1 1 d .
C15 C 0.1212(5) 0.4273(6) 0.1208(3) 0.0375(18) Uani 1 1 d .
H15A H 0.1129 0.5009 0.1168 0.056 Uiso 1 1 calc R
H15B H 0.1778 0.4092 0.1121 0.056 Uiso 1 1 calc R
H15C H 0.1146 0.4081 0.1558 0.056 Uiso 1 1 calc R
C16 C 0.2058(4) 0.0565(5) 0.1722(2) 0.0193(13) Uani 1 1 d .
C17 C 0.2808(4) 0.0663(5) 0.2046(2) 0.0183(13) Uani 1 1 d .
C18 C 0.2747(4) 0.0452(5) 0.2565(2) 0.0215(14) Uani 1 1 d .
H18 H 0.3237 0.0495 0.2790 0.026 Uiso 1 1 calc R
C19 C 0.1982(4) 0.0181(5) 0.2753(2) 0.0230(14) Uani 1 1 d .
H19 H 0.1962 0.0049 0.3102 0.028 Uiso 1 1 calc R
C20 C 0.1249(5) 0.0104(5) 0.2431(2) 0.0267(15) Uani 1 1 d .
H20 H 0.0733 -0.0067 0.2565 0.032 Uiso 1 1 calc R
C21 C 0.1270(4) 0.0281(5) 0.1901(2) 0.0212(14) Uani 1 1 d .
C22 C 0.0494(4) 0.0079(5) 0.1536(2) 0.0267(15) Uani 1 1 d .
H22A H 0.0087 -0.0329 0.1706 0.040 Uiso 1 1 calc R
H22B H 0.0663 -0.0293 0.1242 0.040 Uiso 1 1 calc R
H22C H 0.0237 0.0728 0.1428 0.040 Uiso 1 1 calc R
C23 C 0.3609(4) 0.0938(5) 0.1777(2) 0.0191(13) Uani 1 1 d .
C24 C 0.3558(4) 0.2034(5) 0.1572(2) 0.0208(14) Uani 1 1 d .
C25 C 0.4317(5) 0.3402(6) 0.1205(3) 0.0377(18) Uani 1 1 d .
H25A H 0.3869 0.3552 0.0943 0.057 Uiso 1 1 calc R
H25B H 0.4863 0.3538 0.1076 0.057 Uiso 1 1 calc R
H25C H 0.4249 0.3834 0.1499 0.057 Uiso 1 1 calc R
C26 C 0.4498(4) 0.0710(5) 0.2068(2) 0.0218(14) Uani 1 1 d .
C27 C 0.4564(4) -0.0356(5) 0.2340(2) 0.0218(14) Uani 1 1 d .
C28 C 0.4045(4) -0.1189(5) 0.2178(3) 0.0303(16) Uani 1 1 d .
H28 H 0.3613 -0.1091 0.1918 0.036 Uiso 1 1 calc R
C29 C 0.4163(5) -0.2173(6) 0.2402(3) 0.0368(18) Uani 1 1 d .
H29 H 0.3809 -0.2723 0.2293 0.044 Uiso 1 1 calc R
C30 C 0.4814(5) -0.2321(6) 0.2788(3) 0.0366(18) Uani 1 1 d .
H30 H 0.4889 -0.2969 0.2943 0.044 Uiso 1 1 calc R
C31 C 0.5344(5) -0.1518(6) 0.2939(3) 0.0343(17) Uani 1 1 d .
H31 H 0.5788 -0.1624 0.3192 0.041 Uiso 1 1 calc R
C32 C 0.5226(4) -0.0542(6) 0.2717(2) 0.0264(15) Uani 1 1 d .
H32 H 0.5594 -0.0003 0.2823 0.032 Uiso 1 1 calc R
C33 C 0.4814(4) 0.1605(5) 0.2440(2) 0.0202(13) Uani 1 1 d .
C34 C 0.4381(4) 0.1972(5) 0.2893(2) 0.0207(13) Uani 1 1 d .
C35 C 0.3610(4) 0.2501(5) 0.2862(2) 0.0250(15) Uani 1 1 d .
H35 H 0.3331 0.2641 0.2542 0.030 Uiso 1 1 calc R
C36 C 0.3249(4) 0.2826(5) 0.3305(2) 0.0263(15) Uani 1 1 d .
H36 H 0.2726 0.3173 0.3277 0.032 Uiso 1 1 calc R
C37 C 0.3655(4) 0.2641(5) 0.3787(2) 0.0275(15) Uani 1 1 d .
H37 H 0.3406 0.2853 0.4081 0.033 Uiso 1 1 calc R
C38 C 0.4424(4) 0.2144(5) 0.3821(2) 0.0280(15) Uani 1 1 d .
H38 H 0.4707 0.2027 0.4143 0.034 Uiso 1 1 calc R
C39 C 0.4798(4) 0.1803(5) 0.3379(2) 0.0263(15) Uani 1 1 d .
H39 H 0.5324 0.1465 0.3409 0.032 Uiso 1 1 calc R
C40 C 0.5590(4) 0.1924(5) 0.2323(2) 0.0227(14) Uani 1 1 d .
C41 C 0.6083(4) 0.2813(6) 0.2574(2) 0.0263(15) Uani 1 1 d .
C42 C 0.7415(5) 0.3327(7) 0.2988(3) 0.055(2) Uani 1 1 d .
H42A H 0.7646 0.3660 0.2700 0.083 Uiso 1 1 calc R
H42B H 0.7874 0.3035 0.3209 0.083 Uiso 1 1 calc R
H42C H 0.7111 0.3829 0.3177 0.083 Uiso 1 1 calc R
C43 C 0.5877(4) 0.1335(5) 0.1886(2) 0.0216(14) Uani 1 1 d .
C44 C 0.6727(4) 0.1494(5) 0.1675(2) 0.0236(14) Uani 1 1 d .
C45 C 0.7467(5) 0.1148(6) 0.1956(3) 0.0366(18) Uani 1 1 d .
H45 H 0.7431 0.0861 0.2280 0.044 Uiso 1 1 calc R
C46 C 0.8254(5) 0.1231(7) 0.1752(3) 0.0410(19) Uani 1 1 d .
H46 H 0.8744 0.0964 0.1930 0.049 Uiso 1 1 calc R
C47 C 0.8306(5) 0.1721(6) 0.1278(3) 0.0394(19) Uani 1 1 d .
H47 H 0.8836 0.1802 0.1144 0.047 Uiso 1 1 calc R
C48 C 0.7581(5) 0.2079(6) 0.1010(3) 0.0410(19) Uani 1 1 d .
H48 H 0.7624 0.2409 0.0696 0.049 Uiso 1 1 calc R
C49 C 0.6792(5) 0.1962(6) 0.1195(3) 0.0349(17) Uani 1 1 d .
H49 H 0.6303 0.2191 0.1004 0.042 Uiso 1 1 calc R
C50 C 0.5248(4) 0.0678(5) 0.1718(2) 0.0205(14) Uani 1 1 d .
C51 C 0.5254(4) -0.0046(5) 0.1294(2) 0.0240(14) Uani 1 1 d .
C52 C 0.6092(5) -0.0988(7) 0.0734(3) 0.0402(19) Uani 1 1 d .
H52A H 0.5750 -0.1603 0.0758 0.060 Uiso 1 1 calc R
H52B H 0.6678 -0.1181 0.0704 0.060 Uiso 1 1 calc R
H52C H 0.5886 -0.0596 0.0437 0.060 Uiso 1 1 calc R
Cl1 Cl 0.2555(7) 0.5287(7) -0.1731(3) 0.262(4) Uani 1 1 d .
Cl2 Cl 0.4021(6) 0.3923(7) -0.1792(4) 0.249(4) Uani 1 1 d .
C53 C 0.3691(16) 0.5050(18) -0.1482(9) 0.176(9) Uani 1 1 d .
H53A H 0.4049 0.5636 -0.1560 0.211 Uiso 1 1 calc R
H53B H 0.3729 0.4949 -0.1113 0.211 Uiso 1 1 calc R
O7 O 0.4858(7) 0.6169(8) 0.0426(4) 0.125(3) Uani 1 1 d .
C54 C 0.4059(14) 0.6836(14) 0.0855(11) 0.203(13) Uani 1 1 d .
Cl3 Cl 0.3201(4) 0.6055(4) 0.0812(2) 0.169(2) Uani 1 1 d .
Cl4 Cl 0.4853(12) 0.6407(12) 0.1271(6) 0.450(9) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
N1 Pd1 O5 176.40(17) .
N1 Pd1 C23 80.0(2) .
O5 Pd1 C23 96.6(2) .
N1 Pd1 Br1 96.04(14) .
O5 Pd1 Br1 87.38(12) .
C23 Pd1 Br1 175.01(17) .
C24 O2 C25 116.3(5) .
C41 O4 C42 115.2(6) .
C51 O5 Pd1 125.8(4) .
C51 O6 C52 117.1(5) .
C1 N1 C16 122.1(5) .
C1 N1 Pd1 124.0(4) .
C16 N1 Pd1 108.2(4) .
C1 N2 C2 124.8(6) .
C1 N2 H2 117.6 .
C2 N2 H2 117.6 .
C1 N3 C9 127.0(5) .
C1 N3 H3 116.5 .
C9 N3 H3 116.5 .
N1 C1 N2 118.9(6) .
N1 C1 N3 121.6(5) .
N2 C1 N3 119.5(5) .
C7 C2 C3 120.4(7) .
C7 C2 N2 118.7(7) .
C3 C2 N2 120.8(6) .
C2 C3 C4 119.8(7) .
C2 C3 H3A 120.1 .
C4 C3 H3A 120.1 .
C5 C4 C3 119.4(10) .
C5 C4 H4 120.3 .
C3 C4 H4 120.3 .
C6 C5 C4 120.1(8) .
C6 C5 H5 120.0 .
C4 C5 H5 120.0 .
C5 C6 C7 123.2(7) .
C5 C6 H6 118.4 .
C7 C6 H6 118.4 .
C2 C7 C6 117.1(8) .
C2 C7 C8 119.8(7) .
C6 C7 C8 123.1(7) .
C7 C8 H8A 109.5 .
C7 C8 H8B 109.5 .
H8A C8 H8B 109.5 .
C7 C8 H8C 109.5 .
H8A C8 H8C 109.5 .
H8B C8 H8C 109.5 .
C10 C9 N3 120.3(6) .
C10 C9 C14 121.3(6) .
N3 C9 C14 118.4(6) .
C11 C10 C9 119.9(7) .
C11 C10 H10 120.0 .
C9 C10 H10 120.0 .
C10 C11 C12 119.6(7) .
C10 C11 H11 120.2 .
C12 C11 H11 120.2 .
C13 C12 C11 121.0(7) .
C13 C12 H12 119.5 .
C11 C12 H12 119.5 .
C12 C13 C14 120.8(7) .
C12 C13 H13 119.6 .
C14 C13 H13 119.6 .
C13 C14 C9 117.2(6) .
C13 C14 C15 121.3(7) .
C9 C14 C15 121.4(6) .
C14 C15 H15A 109.5 .
C14 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C14 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C17 C16 C21 122.7(5) .
C17 C16 N1 113.7(5) .
C21 C16 N1 123.0(5) .
C18 C17 C16 117.0(6) .
C18 C17 C23 127.9(5) .
C16 C17 C23 115.1(5) .
C19 C18 C17 121.6(6) .
C19 C18 H18 119.2 .
C17 C18 H18 119.2 .
C20 C19 C18 120.8(6) .
C20 C19 H19 119.6 .
C18 C19 H19 119.6 .
C19 C20 C21 120.5(6) .
C19 C20 H20 119.8 .
C21 C20 H20 119.8 .
C16 C21 C20 117.4(6) .
C16 C21 C22 121.4(5) .
C20 C21 C22 121.0(6) .
C21 C22 H22A 109.5 .
C21 C22 H22B 109.5 .
H22A C22 H22B 109.5 .
C21 C22 H22C 109.5 .
H22A C22 H22C 109.5 .
H22B C22 H22C 109.5 .
C24 C23 C17 110.9(5) .
C24 C23 C26 111.7(5) .
C17 C23 C26 117.8(5) .
C24 C23 Pd1 99.7(3) .
C17 C23 Pd1 100.8(4) .
C26 C23 Pd1 114.1(4) .
O1 C24 O2 121.2(6) .
O1 C24 C23 125.9(6) .
O2 C24 C23 112.9(5) .
O2 C25 H25A 109.5 .
O2 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
O2 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
C27 C26 C50 102.9(5) .
C27 C26 C23 114.6(5) .
C50 C26 C23 114.0(5) .
C27 C26 C33 111.3(5) .
C50 C26 C33 99.7(5) .
C23 C26 C33 113.0(5) .
C28 C27 C32 117.8(6) .
C28 C27 C26 121.9(5) .
C32 C27 C26 119.8(6) .
C27 C28 C29 121.1(6) .
C27 C28 H28 119.5 .
C29 C28 H28 119.5 .
C30 C29 C28 119.4(7) .
C30 C29 H29 120.3 .
C28 C29 H29 120.3 .
C31 C30 C29 120.1(7) .
C31 C30 H30 119.9 .
C29 C30 H30 119.9 .
C30 C31 C32 120.4(6) .
C30 C31 H31 119.8 .
C32 C31 H31 119.8 .
C31 C32 C27 121.2(6) .
C31 C32 H32 119.4 .
C27 C32 H32 119.4 .
C40 C33 C34 124.3(6) .
C40 C33 C26 109.5(5) .
C34 C33 C26 125.9(5) .
C35 C34 C39 118.3(6) .
C35 C34 C33 124.1(5) .
C39 C34 C33 117.6(6) .
C34 C35 C36 120.7(5) .
C34 C35 H35 119.7 .
C36 C35 H35 119.7 .
C37 C36 C35 121.0(6) .
C37 C36 H36 119.5 .
C35 C36 H36 119.5 .
C38 C37 C36 118.9(6) .
C38 C37 H37 120.6 .
C36 C37 H37 120.6 .
C37 C38 C39 121.0(6) .
C37 C38 H38 119.5 .
C39 C38 H38 119.5 .
C34 C39 C38 120.2(6) .
C34 C39 H39 119.9 .
C38 C39 H39 119.9 .
C33 C40 C43 110.9(6) .
C33 C40 C41 125.3(6) .
C43 C40 C41 123.7(6) .
O3 C41 O4 124.6(6) .
O3 C41 C40 124.3(6) .
O4 C41 C40 111.1(6) .
O4 C42 H42A 109.5 .
O4 C42 H42B 109.5 .
H42A C42 H42B 109.5 .
O4 C42 H42C 109.5 .
H42A C42 H42C 109.5 .
H42B C42 H42C 109.5 .
C50 C43 C40 108.5(5) .
C50 C43 C44 128.0(6) .
C40 C43 C44 123.5(6) .
C45 C44 C49 119.5(6) .
C45 C44 C43 119.3(6) .
C49 C44 C43 121.2(6) .
C46 C45 C44 120.1(7) .
C46 C45 H45 120.0 .
C44 C45 H45 120.0 .
C45 C46 C47 119.4(7) .
C45 C46 H46 120.3 .
C47 C46 H46 120.3 .
C48 C47 C46 120.2(7) .
C48 C47 H47 119.9 .
C46 C47 H47 119.9 .
C47 C48 C49 121.1(7) .
C47 C48 H48 119.4 .
C49 C48 H48 119.4 .
C48 C49 C44 119.7(7) .
C48 C49 H49 120.2 .
C44 C49 H49 120.2 .
C43 C50 C51 127.3(6) .
C43 C50 C26 111.2(5) .
C51 C50 C26 121.3(5) .
O5 C51 O6 120.0(6) .
O5 C51 C50 125.6(6) .
O6 C51 C50 114.4(6) .
O6 C52 H52A 109.5 .
O6 C52 H52B 109.5 .
H52A C52 H52B 109.5 .
O6 C52 H52C 109.5 .
H52A C52 H52C 109.5 .
H52B C52 H52C 109.5 .
C53 Cl2 Cl4 97.2(10) 3_665
Cl2 C53 Cl1 106.3(13) .
Cl2 C53 H53A 110.5 .
Cl1 C53 H53A 110.5 .
Cl2 C53 H53B 110.5 .
Cl1 C53 H53B 110.5 .
H53A C53 H53B 108.7 .
Cl3 C54 Cl4 113.3(16) .
C54 Cl4 Cl2 171.2(13) 3_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 N1 2.004(5) .
Pd1 O5 2.048(4) .
Pd1 C23 2.087(6) .
Pd1 Br1 2.5309(8) .
O1 C24 1.225(7) .
O2 C24 1.347(7) .
O2 C25 1.440(8) .
O3 C41 1.201(8) .
O4 C41 1.328(8) .
O4 C42 1.476(9) .
O5 C51 1.232(8) .
O6 C51 1.334(8) .
O6 C52 1.445(8) .
N1 C1 1.320(8) .
N1 C16 1.440(7) .
N2 C1 1.353(7) .
N2 C2 1.414(8) .
N2 H2 0.8600 .
N3 C1 1.362(8) .
N3 C9 1.412(8) .
N3 H3 0.8600 .
C2 C7 1.383(9) .
C2 C3 1.386(10) .
C3 C4 1.402(11) .
C3 H3A 0.9300 .
C4 C5 1.356(13) .
C4 H4 0.9300 .
C5 C6 1.341(14) .
C5 H5 0.9300 .
C6 C7 1.392(12) .
C6 H6 0.9300 .
C7 C8 1.516(12) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 C10 1.394(9) .
C9 C14 1.416(10) .
C10 C11 1.375(9) .
C10 H10 0.9300 .
C11 C12 1.399(12) .
C11 H11 0.9300 .
C12 C13 1.374(11) .
C12 H12 0.9300 .
C13 C14 1.409(9) .
C13 H13 0.9300 .
C14 C15 1.487(10) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.399(8) .
C16 C21 1.402(9) .
C17 C18 1.392(8) .
C17 C23 1.527(9) .
C18 C19 1.374(9) .
C18 H18 0.9300 .
C19 C20 1.373(9) .
C19 H19 0.9300 .
C20 C21 1.405(9) .
C20 H20 0.9300 .
C21 C22 1.506(8) .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C23 C24 1.507(9) .
C23 C26 1.560(8) .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C26 C27 1.544(9) .
C26 C50 1.544(9) .
C26 C33 1.562(8) .
C27 C28 1.390(9) .
C27 C32 1.393(8) .
C28 C29 1.401(10) .
C28 H28 0.9300 .
C29 C30 1.388(10) .
C29 H29 0.9300 .
C30 C31 1.365(10) .
C30 H30 0.9300 .
C31 C32 1.389(10) .
C31 H31 0.9300 .
C32 H32 0.9300 .
C33 C40 1.340(9) .
C33 C34 1.487(8) .
C34 C35 1.381(9) .
C34 C39 1.396(8) .
C35 C36 1.391(9) .
C35 H35 0.9300 .
C36 C37 1.385(9) .
C36 H36 0.9300 .
C37 C38 1.361(9) .
C37 H37 0.9300 .
C38 C39 1.405(9) .
C38 H38 0.9300 .
C39 H39 0.9300 .
C40 C43 1.467(9) .
C40 C41 1.501(9) .
C42 H42A 0.9600 .
C42 H42B 0.9600 .
C42 H42C 0.9600 .
C43 C50 1.345(9) .
C43 C44 1.494(9) .
C44 C45 1.395(9) .
C44 C49 1.400(9) .
C45 C46 1.384(10) .
C45 H45 0.9300 .
C46 C47 1.397(11) .
C46 H46 0.9300 .
C47 C48 1.366(11) .
C47 H47 0.9300 .
C48 C49 1.371(10) .
C48 H48 0.9300 .
C49 H49 0.9300 .
C50 C51 1.448(9) .
C52 H52A 0.9600 .
C52 H52B 0.9600 .
C52 H52C 0.9600 .
Cl1 C53 1.87(2) .
Cl2 C53 1.76(2) .
Cl2 Cl4 2.182(16) 3_665
C53 H53A 0.9700 .
C53 H53B 0.9700 .
C54 Cl3 1.67(2) .
C54 Cl4 1.68(2) .
Cl4 Cl2 2.182(16) 3_665
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_4
N1 Pd1 O5 C51 -30(3) . .
C23 Pd1 O5 C51 -14.3(5) . .
Br1 Pd1 O5 C51 168.7(5) . .
O5 Pd1 N1 C1 130(3) . .
C23 Pd1 N1 C1 114.6(5) . .
Br1 Pd1 N1 C1 -68.5(5) . .
O5 Pd1 N1 C16 -24(3) . .
C23 Pd1 N1 C16 -39.1(4) . .
Br1 Pd1 N1 C16 137.9(4) . .
C16 N1 C1 N2 -169.5(5) . .
Pd1 N1 C1 N2 40.3(8) . .
C16 N1 C1 N3 10.8(9) . .
Pd1 N1 C1 N3 -139.4(5) . .
C2 N2 C1 N1 -139.3(6) . .
C2 N2 C1 N3 40.4(9) . .
C9 N3 C1 N1 -159.2(6) . .
C9 N3 C1 N2 21.1(9) . .
C1 N2 C2 C7 -155.0(6) . .
C1 N2 C2 C3 28.6(10) . .
C7 C2 C3 C4 3.8(11) . .
N2 C2 C3 C4 -179.9(7) . .
C2 C3 C4 C5 -3.9(13) . .
C3 C4 C5 C6 1.8(14) . .
C4 C5 C6 C7 0.4(15) . .
C3 C2 C7 C6 -1.5(10) . .
N2 C2 C7 C6 -177.9(6) . .
C3 C2 C7 C8 177.5(7) . .
N2 C2 C7 C8 1.1(10) . .
C5 C6 C7 C2 -0.6(12) . .
C5 C6 C7 C8 -179.6(8) . .
C1 N3 C9 C10 42.8(9) . .
C1 N3 C9 C14 -139.3(6) . .
N3 C9 C10 C11 177.8(5) . .
C14 C9 C10 C11 0.0(9) . .
C9 C10 C11 C12 -0.3(9) . .
C10 C11 C12 C13 -0.3(10) . .
C11 C12 C13 C14 1.2(11) . .
C12 C13 C14 C9 -1.5(10) . .
C12 C13 C14 C15 179.0(7) . .
C10 C9 C14 C13 0.9(9) . .
N3 C9 C14 C13 -177.0(6) . .
C10 C9 C14 C15 -179.6(6) . .
N3 C9 C14 C15 2.5(9) . .
C1 N1 C16 C17 -125.8(6) . .
Pd1 N1 C16 C17 28.5(6) . .
C1 N1 C16 C21 63.0(9) . .
Pd1 N1 C16 C21 -142.6(5) . .
C21 C16 C17 C18 0.8(9) . .
N1 C16 C17 C18 -170.4(5) . .
C21 C16 C17 C23 177.7(6) . .
N1 C16 C17 C23 6.6(8) . .
C16 C17 C18 C19 -1.4(9) . .
C23 C17 C18 C19 -177.9(6) . .
C17 C18 C19 C20 0.4(10) . .
C18 C19 C20 C21 1.2(10) . .
C17 C16 C21 C20 0.7(9) . .
N1 C16 C21 C20 171.1(6) . .
C17 C16 C21 C22 -173.8(6) . .
N1 C16 C21 C22 -3.5(9) . .
C19 C20 C21 C16 -1.8(9) . .
C19 C20 C21 C22 172.8(6) . .
C18 C17 C23 C24 -114.2(7) . .
C16 C17 C23 C24 69.2(7) . .
C18 C17 C23 C26 16.2(9) . .
C16 C17 C23 C26 -160.4(5) . .
C18 C17 C23 Pd1 140.9(6) . .
C16 C17 C23 Pd1 -35.7(6) . .
N1 Pd1 C23 C24 -74.5(4) . .
O5 Pd1 C23 C24 106.5(4) . .
Br1 Pd1 C23 C24 -111.6(18) . .
N1 Pd1 C23 C17 39.1(4) . .
O5 Pd1 C23 C17 -139.9(4) . .
Br1 Pd1 C23 C17 2(2) . .
N1 Pd1 C23 C26 166.3(5) . .
O5 Pd1 C23 C26 -12.7(4) . .
Br1 Pd1 C23 C26 129.2(17) . .
C25 O2 C24 O1 8.2(8) . .
C25 O2 C24 C23 -172.4(5) . .
C17 C23 C24 O1 -3.5(8) . .
C26 C23 C24 O1 -137.0(6) . .
Pd1 C23 C24 O1 102.1(6) . .
C17 C23 C24 O2 177.1(5) . .
C26 C23 C24 O2 43.6(6) . .
Pd1 C23 C24 O2 -77.3(5) . .
C24 C23 C26 C27 173.5(5) . .
C17 C23 C26 C27 43.5(7) . .
Pd1 C23 C26 C27 -74.3(5) . .
C24 C23 C26 C50 -68.3(6) . .
C17 C23 C26 C50 161.7(5) . .
Pd1 C23 C26 C50 43.9(6) . .
C24 C23 C26 C33 44.6(7) . .
C17 C23 C26 C33 -85.4(7) . .
Pd1 C23 C26 C33 156.7(4) . .
C50 C26 C27 C28 -99.4(7) . .
C23 C26 C27 C28 24.9(8) . .
C33 C26 C27 C28 154.7(6) . .
C50 C26 C27 C32 72.5(7) . .
C23 C26 C27 C32 -163.2(6) . .
C33 C26 C27 C32 -33.4(8) . .
C32 C27 C28 C29 2.5(10) . .
C26 C27 C28 C29 174.5(6) . .
C27 C28 C29 C30 -0.6(11) . .
C28 C29 C30 C31 -1.4(12) . .
C29 C30 C31 C32 1.5(11) . .
C30 C31 C32 C27 0.4(11) . .
C28 C27 C32 C31 -2.4(10) . .
C26 C27 C32 C31 -174.6(6) . .
C27 C26 C33 C40 104.9(6) . .
C50 C26 C33 C40 -3.1(6) . .
C23 C26 C33 C40 -124.5(6) . .
C27 C26 C33 C34 -68.3(7) . .
C50 C26 C33 C34 -176.3(5) . .
C23 C26 C33 C34 62.3(8) . .
C40 C33 C34 C35 118.2(7) . .
C26 C33 C34 C35 -69.6(9) . .
C40 C33 C34 C39 -59.3(9) . .
C26 C33 C34 C39 113.0(7) . .
C39 C34 C35 C36 -2.0(9) . .
C33 C34 C35 C36 -179.4(6) . .
C34 C35 C36 C37 0.8(10) . .
C35 C36 C37 C38 0.8(10) . .
C36 C37 C38 C39 -1.2(10) . .
C35 C34 C39 C38 1.6(10) . .
C33 C34 C39 C38 179.2(6) . .
C37 C38 C39 C34 -0.1(10) . .
C34 C33 C40 C43 173.8(5) . .
C26 C33 C40 C43 0.4(7) . .
C34 C33 C40 C41 -10.4(10) . .
C26 C33 C40 C41 176.3(6) . .
C42 O4 C41 O3 -7.9(10) . .
C42 O4 C41 C40 170.5(6) . .
C33 C40 C41 O3 -62.6(10) . .
C43 C40 C41 O3 112.7(8) . .
C33 C40 C41 O4 119.0(7) . .
C43 C40 C41 O4 -65.7(8) . .
C33 C40 C43 C50 2.9(7) . .
C41 C40 C43 C50 -173.0(6) . .
C33 C40 C43 C44 -178.4(6) . .
C41 C40 C43 C44 5.7(9) . .
C50 C43 C44 C45 -109.3(8) . .
C40 C43 C44 C45 72.3(9) . .
C50 C43 C44 C49 69.2(10) . .
C40 C43 C44 C49 -109.2(7) . .
C49 C44 C45 C46 -2.5(11) . .
C43 C44 C45 C46 176.1(7) . .
C44 C45 C46 C47 3.8(12) . .
C45 C46 C47 C48 -2.4(12) . .
C46 C47 C48 C49 -0.6(12) . .
C47 C48 C49 C44 1.9(12) . .
C45 C44 C49 C48 -0.4(11) . .
C43 C44 C49 C48 -178.9(7) . .
C40 C43 C50 C51 179.7(6) . .
C44 C43 C50 C51 1.1(11) . .
C40 C43 C50 C26 -5.0(7) . .
C44 C43 C50 C26 176.4(6) . .
C27 C26 C50 C43 -109.7(6) . .
C23 C26 C50 C43 125.6(6) . .
C33 C26 C50 C43 4.9(6) . .
C27 C26 C50 C51 65.9(7) . .
C23 C26 C50 C51 -58.8(8) . .
C33 C26 C50 C51 -179.5(5) . .
Pd1 O5 C51 O6 -173.1(4) . .
Pd1 O5 C51 C50 8.2(9) . .
C52 O6 C51 O5 8.3(9) . .
C52 O6 C51 C50 -172.8(6) . .
C43 C50 C51 O5 -155.0(7) . .
C26 C50 C51 O5 30.2(10) . .
C43 C50 C51 O6 26.2(9) . .
C26 C50 C51 O6 -148.6(5) . .
Cl4 Cl2 C53 Cl1 -163.5(10) 3_665 .
Cl3 C54 Cl4 Cl2 -172(9) . 3_665
