#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/75/4027594.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_4027594
loop_
_publ_author_name
'Debkumar Nandi'
'Yang-Ming Jhou'
'Jhen-Yi Lee'
'Bing-Chiuan Kuo'
'Chien-Yu Liu'
'Pei-Wen Huang'
'Hon Man Lee'
_publ_section_title
;
 Pd(0)-Catalyzed Decarboxylative Coupling and Tandem C-H
 Arylation/Decarboxylation for the Synthesis of Heteroaromatic Biaryls
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9384
_journal_page_last               9390
_journal_paper_doi               10.1021/jo3015837
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C46 H48 N6 O5 Pd, C4H8O, 0.5(C6H14)'
_chemical_formula_sum            'C51.5 H59.5 N6 O6 Pd'
_chemical_formula_weight         964.95
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.224(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.1631(3)
_cell_length_b                   17.2094(4)
_cell_length_c                   18.0568(3)
_cell_measurement_reflns_used    13026
_cell_measurement_temperature    100(2)
_cell_volume                     4822.61(17)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'DIAMOND (Brandenburg, 2006)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0690
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) x-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0546
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26312
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.80
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  0.9783
_exptl_absorpt_correction_T_min  0.9532
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET)
(compiled Aug 27 2009,17:19:36)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             2018
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.803
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.223
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     591
_refine_ls_number_reflns         10377
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.224
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0747P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                7331
_reflns_number_total             10377
_reflns_threshold_expression     I>2σ
_cod_data_source_file            jo3015837_si_001.cif
_cod_data_source_block           ljy215
_cod_original_cell_volume        4822.61(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C51.50 H59.50 N6 O6 Pd'
_cod_database_code               4027594
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.808395(17) 0.236038(18) 0.848796(14) 0.01957(10) Uani 1 1 d . . .
C1 C 0.7696(2) 0.1532(2) 0.76447(19) 0.0197(8) Uani 1 1 d . . .
C3 C 0.6911(2) 0.0577(2) 0.6904(2) 0.0238(8) Uani 1 1 d . . .
H3 H 0.6445 0.0237 0.6680 0.029 Uiso 1 1 calc R . .
C2 C 0.7687(2) 0.0579(2) 0.6773(2) 0.0246(8) Uani 1 1 d . . .
H2 H 0.7876 0.0245 0.6433 0.029 Uiso 1 1 calc R . .
C7 C 0.9744(3) 0.2300(3) 0.6541(2) 0.0381(11) Uani 1 1 d . . .
H7 H 0.9751 0.2728 0.6211 0.046 Uiso 1 1 calc R . .
C6 C 0.8121(3) 0.2431(3) 0.6211(2) 0.0384(11) Uani 1 1 d . . .
H6A H 0.7833 0.2636 0.6581 0.058 Uiso 1 1 calc R . .
H6B H 0.7750 0.2045 0.5879 0.058 Uiso 1 1 calc R . .
H6C H 0.8236 0.2857 0.5893 0.058 Uiso 1 1 calc R . .
C8 C 0.9737(2) 0.1058(3) 0.7533(2) 0.0259(9) Uani 1 1 d . . .
C4 C 0.8979(2) 0.1442(2) 0.71533(19) 0.0228(8) Uani 1 1 d . . .
C5 C 0.8960(3) 0.2055(2) 0.6641(2) 0.0282(9) Uani 1 1 d . . .
N2 N 0.83008(17) 0.09686(18) 0.96606(15) 0.0183(6) Uani 1 1 d . . .
N1 N 0.94479(17) 0.16418(18) 0.98295(15) 0.0186(6) Uani 1 1 d . . .
C10 C 0.8922(2) 0.0635(2) 1.02751(19) 0.0234(8) Uani 1 1 d . . .
H10 H 0.8850 0.0191 1.0564 0.028 Uiso 1 1 calc R . .
C9 C 0.9635(2) 0.1058(2) 1.03798(19) 0.0224(8) Uani 1 1 d . . .
H9 H 1.0169 0.0975 1.0758 0.027 Uiso 1 1 calc R . .
C11 C 1.0036(2) 0.2258(2) 0.9756(2) 0.0221(8) Uani 1 1 d . . .
H11A H 1.0260 0.2518 1.0262 0.026 Uiso 1 1 calc R . .
H11B H 0.9715 0.2649 0.9384 0.026 Uiso 1 1 calc R . .
C12 C 1.0784(2) 0.1963(2) 0.94889(19) 0.0228(8) Uani 1 1 d . . .
O1 O 1.10059(17) 0.12855(17) 0.95345(15) 0.0295(6) Uani 1 1 d . . .
N56 N 1.1210(2) 0.25294(19) 0.92148(19) 0.0269(8) Uani 1 1 d . . .
C30 C 1.1994(3) 0.2321(3) 0.9002(3) 0.0412(11) Uani 1 1 d . . .
H30A H 1.2192 0.1807 0.9210 0.062 Uiso 1 1 calc R . .
H30B H 1.2445 0.2706 0.9215 0.062 Uiso 1 1 calc R . .
H30C H 1.1869 0.2312 0.8439 0.062 Uiso 1 1 calc R . .
C15 C 1.0941(2) 0.3325(2) 0.9121(2) 0.0257(9) Uani 1 1 d . . .
C21 C 0.5777(2) 0.0052(2) 0.9074(2) 0.0259(9) Uani 1 1 d . . .
C18 C 0.7967(2) -0.0446(2) 0.8783(2) 0.0244(8) Uani 1 1 d . . .
H18A H 0.8110 -0.0155 0.8368 0.037 Uiso 1 1 calc R . .
H18B H 0.7762 -0.0966 0.8597 0.037 Uiso 1 1 calc R . .
H18C H 0.8482 -0.0492 0.9223 0.037 Uiso 1 1 calc R . .
C26 C 0.5966(2) 0.0762(3) 0.94510(19) 0.0259(9) Uani 1 1 d . . .
H26 H 0.5518 0.1033 0.9586 0.031 Uiso 1 1 calc R . .
C20 C 0.6785(2) 0.1092(2) 0.96393(19) 0.0229(8) Uani 1 1 d . . .
C16 C 0.7427(2) 0.0683(2) 0.94214(18) 0.0191(8) Uani 1 1 d . . .
C17 C 0.7268(2) -0.0021(2) 0.90310(19) 0.0202(8) Uani 1 1 d . . .
C19 C 0.6960(3) 0.1847(3) 1.0062(2) 0.0317(10) Uani 1 1 d . . .
H19A H 0.7428 0.1779 1.0538 0.048 Uiso 1 1 calc R . .
H19B H 0.6439 0.2022 1.0190 0.048 Uiso 1 1 calc R . .
H19C H 0.7129 0.2237 0.9737 0.048 Uiso 1 1 calc R . .
C23 C 0.8618(2) 0.1598(2) 0.93764(18) 0.0175(7) Uani 1 1 d . . .
N4 N 0.69208(17) 0.11684(18) 0.74310(15) 0.0192(6) Uani 1 1 d . . .
N3 N 0.81633(18) 0.11675(18) 0.72323(16) 0.0202(6) Uani 1 1 d . . .
C24 C 0.7821(2) 0.3481(2) 0.8043(2) 0.0303(9) Uani 1 1 d . . .
H24 H 0.8092 0.3689 0.7649 0.036 Uiso 1 1 calc R . .
C25 C 0.8249(3) 0.3535(2) 0.8861(2) 0.0295(9) Uani 1 1 d . . .
H25 H 0.8837 0.3768 0.9052 0.035 Uiso 1 1 calc R . .
C28 C 0.6441(2) -0.0324(2) 0.8859(2) 0.0239(8) Uani 1 1 d . . .
H28 H 0.6322 -0.0802 0.8586 0.029 Uiso 1 1 calc R . .
C27 C 0.4880(2) -0.0298(3) 0.8883(2) 0.0357(10) Uani 1 1 d . . .
H27A H 0.4529 -0.0008 0.9153 0.054 Uiso 1 1 calc R . .
H27B H 0.4919 -0.0843 0.9049 0.054 Uiso 1 1 calc R . .
H27C H 0.4612 -0.0270 0.8326 0.054 Uiso 1 1 calc R . .
C31 C 0.6904(3) 0.3568(2) 0.7954(2) 0.0307(9) Uani 1 1 d . . .
C32 C 0.7597(3) 0.3690(2) 0.9242(3) 0.0356(10) Uani 1 1 d . . .
O4 O 0.7627(2) 0.38230(19) 0.99036(18) 0.0457(8) Uani 1 1 d . . .
O2 O 0.62830(17) 0.35677(18) 0.73965(16) 0.0373(7) Uani 1 1 d . . .
O3 O 0.67783(17) 0.36630(17) 0.86912(15) 0.0337(7) Uani 1 1 d . . .
C36 C 0.4970(3) 0.2617(3) 0.8286(2) 0.0351(10) Uani 1 1 d . . .
H36 H 0.5352 0.2961 0.8134 0.042 Uiso 1 1 calc R . .
C34 C 0.5484(2) 0.1740(2) 0.69496(19) 0.0207(8) Uani 1 1 d . . .
C33 C 0.6172(2) 0.1431(2) 0.76468(19) 0.0221(8) Uani 1 1 d . . .
H33A H 0.6342 0.1846 0.8039 0.027 Uiso 1 1 calc R . .
H33B H 0.5933 0.0994 0.7878 0.027 Uiso 1 1 calc R . .
C35 C 0.4571(2) 0.2024(3) 0.7800(2) 0.0266(9) Uani 1 1 d . . .
C37 C 0.4808(3) 0.2707(3) 0.9001(3) 0.0535(15) Uani 1 1 d . . .
H37 H 0.5091 0.3102 0.9347 0.064 Uiso 1 1 calc R . .
C38 C 0.4228(3) 0.2211(4) 0.9199(3) 0.0562(17) Uani 1 1 d . . .
H38 H 0.4107 0.2277 0.9680 0.067 Uiso 1 1 calc R . .
C39 C 0.3999(2) 0.1532(3) 0.8007(2) 0.0342(10) Uani 1 1 d . . .
H39 H 0.3726 0.1130 0.7666 0.041 Uiso 1 1 calc R . .
O5 O 0.56187(17) 0.17584(17) 0.63170(14) 0.0305(6) Uani 1 1 d . . .
N5 N 0.47215(18) 0.1938(2) 0.70582(16) 0.0254(7) Uani 1 1 d . . .
C40 C 1.0474(3) 0.3592(3) 0.8396(2) 0.0352(10) Uani 1 1 d . . .
H40 H 1.0321 0.3242 0.7972 0.042 Uiso 1 1 calc R . .
C41 C 1.0234(3) 0.4366(3) 0.8292(3) 0.0425(12) Uani 1 1 d . . .
H41 H 0.9906 0.4545 0.7799 0.051 Uiso 1 1 calc R . .
C42 C 1.0470(3) 0.4878(3) 0.8904(3) 0.0400(11) Uani 1 1 d . . .
H42 H 1.0323 0.5413 0.8832 0.048 Uiso 1 1 calc R . .
C43 C 1.0506(3) 0.1318(3) 0.7407(2) 0.0354(10) Uani 1 1 d . . .
H43 H 1.1031 0.1067 0.7666 0.042 Uiso 1 1 calc R . .
C44 C 1.0523(3) 0.1931(3) 0.6913(2) 0.0435(12) Uani 1 1 d . . .
C45 C 1.1364(3) 0.2178(4) 0.6770(3) 0.072(2) Uani 1 1 d . . .
H45A H 1.1845 0.1924 0.7146 0.108 Uiso 1 1 calc R . .
H45B H 1.1427 0.2743 0.6825 0.108 Uiso 1 1 calc R . .
H45C H 1.1365 0.2027 0.6248 0.108 Uiso 1 1 calc R . .
C46 C 1.1154(3) 0.3832(3) 0.9725(2) 0.0374(11) Uani 1 1 d . . .
H46 H 1.1466 0.3653 1.0222 0.045 Uiso 1 1 calc R . .
C47 C 1.0921(3) 0.4606(3) 0.9619(3) 0.0475(13) Uani 1 1 d . . .
H47 H 1.1073 0.4953 1.0044 0.057 Uiso 1 1 calc R . .
C48 C 0.3822(3) 0.1621(3) 0.8709(3) 0.0462(13) Uani 1 1 d . . .
H48 H 0.3428 0.1283 0.8853 0.055 Uiso 1 1 calc R . .
C49 C 0.9737(2) 0.0382(2) 0.8060(2) 0.0266(9) Uani 1 1 d . . .
H49A H 0.9511 0.0550 0.8484 0.040 Uiso 1 1 calc R . .
H49B H 1.0327 0.0190 0.8269 0.040 Uiso 1 1 calc R . .
H49C H 0.9373 -0.0034 0.7770 0.040 Uiso 1 1 calc R . .
C50 C 0.4022(2) 0.2198(3) 0.6388(2) 0.0369(11) Uani 1 1 d . . .
H50A H 0.4082 0.2756 0.6307 0.055 Uiso 1 1 calc R . .
H50B H 0.3464 0.2098 0.6484 0.055 Uiso 1 1 calc R . .
H50C H 0.4055 0.1913 0.5927 0.055 Uiso 1 1 calc R . .
C51 C 0.2154(5) -0.0912(3) 0.7008(4) 0.203(7) Uani 1 1 d G . .
H51A H 0.2717 -0.1157 0.7042 0.243 Uiso 1 1 calc R . .
H51B H 0.1715 -0.1124 0.6556 0.243 Uiso 1 1 calc R . .
C52 C 0.2206(4) -0.0044(3) 0.6966(2) 0.114(3) Uani 1 1 d G . .
H52A H 0.2589 0.0111 0.6649 0.136 Uiso 1 1 calc R . .
H52B H 0.1628 0.0182 0.6737 0.136 Uiso 1 1 calc R . .
O6 O 0.2545(2) 0.0208(2) 0.7736(2) 0.0780(13) Uani 1 1 d G . .
C53 C 0.2335(3) -0.0361(3) 0.8233(2) 0.109(3) Uani 1 1 d G . .
H53A H 0.1949 -0.0132 0.8514 0.131 Uiso 1 1 calc R . .
H53B H 0.2866 -0.0543 0.8616 0.131 Uiso 1 1 calc R . .
C54 C 0.1894(4) -0.1031(3) 0.7743(5) 0.141(4) Uani 1 1 d G . .
H54A H 0.1261 -0.1004 0.7646 0.169 Uiso 1 1 calc R . .
H54B H 0.2104 -0.1536 0.7987 0.169 Uiso 1 1 calc R . .
C55 C 0.1724(6) -0.0681(12) 0.4879(9) 0.176(11) Uani 0.50 1 d PGU A 1
H55A H 0.1937 -0.0847 0.4447 0.264 Uiso 0.50 1 calc PR A 1
H55B H 0.1759 -0.1116 0.5237 0.264 Uiso 0.50 1 calc PR A 1
H55C H 0.2076 -0.0248 0.5149 0.264 Uiso 0.50 1 calc PR A 1
C56 C 0.0789(6) -0.0419(6) 0.4575(4) 0.064(3) Uani 0.50 1 d PGU A 1
H56A H 0.0452 -0.0862 0.4296 0.077 Uiso 0.50 1 calc PR A 1
H56B H 0.0767 -0.0002 0.4192 0.077 Uiso 0.50 1 calc PR A 1
C57 C 0.0326(5) -0.0116(6) 0.5163(4) 0.056(3) Uani 0.50 1 d PGU . 1
H57A H 0.0259 -0.0543 0.5509 0.068 Uiso 0.50 1 calc PR A 1
H57B H 0.0672 0.0302 0.5483 0.068 Uiso 0.50 1 calc PR A 1
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'
Pd Pd -0.9988 1.0072 '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_1
C1 Pd1 C23 96.31(13) .
C1 Pd1 C24 111.63(15) .
C23 Pd1 C24 151.92(15) .
C1 Pd1 C25 151.85(14) .
C23 Pd1 C25 111.74(14) .
C24 Pd1 C25 40.25(15) .
N3 C1 N4 104.0(3) .
N3 C1 Pd1 128.9(2) .
N4 C1 Pd1 126.8(3) .
C2 C3 N4 106.7(3) .
C2 C3 H3 126.7 .
N4 C3 H3 126.7 .
C3 C2 N3 106.6(3) .
C3 C2 H2 126.7 .
N3 C2 H2 126.7 .
C5 C7 C44 121.8(4) .
C5 C7 H7 119.1 .
C44 C7 H7 119.1 .
C5 C6 H6A 109.5 .
C5 C6 H6B 109.5 .
H6A C6 H6B 109.5 .
C5 C6 H6C 109.5 .
H6A C6 H6C 109.5 .
H6B C6 H6C 109.5 .
C4 C8 C43 117.9(4) .
C4 C8 C49 121.6(3) .
C43 C8 C49 120.5(3) .
C8 C4 C5 122.5(3) .
C8 C4 N3 119.9(3) .
C5 C4 N3 117.4(3) .
C7 C5 C4 117.5(4) .
C7 C5 C6 121.6(4) .
C4 C5 C6 121.0(4) .
C23 N2 C10 111.4(3) .
C23 N2 C16 126.9(3) .
C10 N2 C16 121.6(3) .
C23 N1 C9 111.8(3) .
C23 N1 C11 122.9(3) .
C9 N1 C11 125.2(3) .
C9 C10 N2 106.9(3) .
C9 C10 H10 126.6 .
N2 C10 H10 126.6 .
C10 C9 N1 106.7(3) .
C10 C9 H9 126.7 .
N1 C9 H9 126.7 .
N1 C11 C12 112.8(3) .
N1 C11 H11A 109.0 .
C12 C11 H11A 109.0 .
N1 C11 H11B 109.0 .
C12 C11 H11B 109.0 .
H11A C11 H11B 107.8 .
O1 C12 N56 122.7(3) .
O1 C12 C11 123.2(3) .
N56 C12 C11 114.0(3) .
C12 N56 C15 123.9(3) .
C12 N56 C30 118.8(3) .
C15 N56 C30 117.3(3) .
N56 C30 H30A 109.5 .
N56 C30 H30B 109.5 .
H30A C30 H30B 109.5 .
N56 C30 H30C 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
C46 C15 C40 119.3(4) .
C46 C15 N56 121.1(3) .
C40 C15 N56 119.5(4) .
C26 C21 C28 117.5(3) .
C26 C21 C27 121.7(4) .
C28 C21 C27 120.8(4) .
C17 C18 H18A 109.5 .
C17 C18 H18B 109.5 .
H18A C18 H18B 109.5 .
C17 C18 H18C 109.5 .
H18A C18 H18C 109.5 .
H18B C18 H18C 109.5 .
C21 C26 C20 122.9(3) .
C21 C26 H26 118.6 .
C20 C26 H26 118.6 .
C26 C20 C16 117.1(4) .
C26 C20 C19 120.8(3) .
C16 C20 C19 122.2(3) .
C17 C16 C20 122.4(3) .
C17 C16 N2 118.4(3) .
C20 C16 N2 119.0(3) .
C28 C17 C16 118.2(3) .
C28 C17 C18 120.2(3) .
C16 C17 C18 121.6(3) .
C20 C19 H19A 109.5 .
C20 C19 H19B 109.5 .
H19A C19 H19B 109.5 .
C20 C19 H19C 109.5 .
H19A C19 H19C 109.5 .
H19B C19 H19C 109.5 .
N2 C23 N1 103.3(3) .
N2 C23 Pd1 132.8(2) .
N1 C23 Pd1 123.9(3) .
C1 N4 C3 111.4(3) .
C1 N4 C33 123.8(3) .
C3 N4 C33 124.3(3) .
C1 N3 C2 111.3(3) .
C1 N3 C4 124.6(3) .
C2 N3 C4 123.1(3) .
C25 C24 C31 106.7(4) .
C25 C24 Pd1 71.3(2) .
C31 C24 Pd1 103.3(3) .
C25 C24 H24 121.5 .
C31 C24 H24 121.5 .
Pd1 C24 H24 121.5 .
C32 C25 C24 107.2(3) .
C32 C25 Pd1 106.6(3) .
C24 C25 Pd1 68.5(2) .
C32 C25 H25 120.9 .
C24 C25 H25 120.9 .
Pd1 C25 H25 120.9 .
C17 C28 C21 122.0(4) .
C17 C28 H28 119.0 .
C21 C28 H28 119.0 .
C21 C27 H27A 109.5 .
C21 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
C21 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
O2 C31 O3 118.8(4) .
O2 C31 C24 132.6(4) .
O3 C31 C24 108.7(3) .
O4 C32 O3 118.2(4) .
O4 C32 C25 132.9(4) .
O3 C32 C25 108.9(3) .
C31 O3 C32 108.2(3) .
C35 C36 C37 119.7(5) .
C35 C36 H36 120.2 .
C37 C36 H36 120.2 .
O5 C34 N5 122.7(3) .
O5 C34 C33 120.1(3) .
N5 C34 C33 117.1(3) .
N4 C33 C34 111.1(3) .
N4 C33 H33A 109.4 .
C34 C33 H33A 109.4 .
N4 C33 H33B 109.4 .
C34 C33 H33B 109.4 .
H33A C33 H33B 108.0 .
C39 C35 C36 120.6(4) .
C39 C35 N5 119.4(4) .
C36 C35 N5 119.9(4) .
C38 C37 C36 119.0(5) .
C38 C37 H37 120.5 .
C36 C37 H37 120.5 .
C48 C38 C37 121.4(4) .
C48 C38 H38 119.3 .
C37 C38 H38 119.3 .
C35 C39 C48 120.5(4) .
C35 C39 H39 119.8 .
C48 C39 H39 119.8 .
C34 N5 C35 124.3(3) .
C34 N5 C50 118.7(3) .
C35 N5 C50 116.3(3) .
C41 C40 C15 120.1(4) .
C41 C40 H40 119.9 .
C15 C40 H40 119.9 .
C42 C41 C40 120.0(4) .
C42 C41 H41 120.0 .
C40 C41 H41 120.0 .
C47 C42 C41 119.3(4) .
C47 C42 H42 120.4 .
C41 C42 H42 120.4 .
C44 C43 C8 121.7(4) .
C44 C43 H43 119.2 .
C8 C43 H43 119.2 .
C43 C44 C7 118.5(4) .
C43 C44 C45 120.2(5) .
C7 C44 C45 121.3(4) .
C44 C45 H45A 109.5 .
C44 C45 H45B 109.5 .
H45A C45 H45B 109.5 .
C44 C45 H45C 109.5 .
H45A C45 H45C 109.5 .
H45B C45 H45C 109.5 .
C15 C46 C47 120.5(4) .
C15 C46 H46 119.8 .
C47 C46 H46 119.8 .
C42 C47 C46 120.7(4) .
C42 C47 H47 119.6 .
C46 C47 H47 119.6 .
C39 C48 C38 118.9(5) .
C39 C48 H48 120.6 .
C38 C48 H48 120.6 .
C8 C49 H49A 109.5 .
C8 C49 H49B 109.5 .
H49A C49 H49B 109.5 .
C8 C49 H49C 109.5 .
H49A C49 H49C 109.5 .
H49B C49 H49C 109.5 .
N5 C50 H50A 109.5 .
N5 C50 H50B 109.5 .
H50A C50 H50B 109.5 .
N5 C50 H50C 109.5 .
H50A C50 H50C 109.5 .
H50B C50 H50C 109.5 .
C52 C51 C54 102.3 .
C52 C51 H51A 111.3 .
C54 C51 H51A 111.3 .
C52 C51 H51B 111.3 .
C54 C51 H51B 111.3 .
H51A C51 H51B 109.2 .
O6 C52 C51 105.6 .
O6 C52 H52A 110.6 .
C51 C52 H52A 110.6 .
O6 C52 H52B 110.6 .
C51 C52 H52B 110.6 .
H52A C52 H52B 108.8 .
C52 O6 C53 108.2 .
O6 C53 C54 108.1 .
O6 C53 H53A 110.1 .
C54 C53 H53A 110.1 .
O6 C53 H53B 110.1 .
C54 C53 H53B 110.1 .
H53A C53 H53B 108.4 .
C53 C54 C51 102.1 .
C53 C54 H54A 111.3 .
C51 C54 H54A 111.3 .
C53 C54 H54B 111.3 .
C51 C54 H54B 111.3 .
H54A C54 H54B 109.2 .
C56 C55 H55A 109.5 .
C56 C55 H55B 109.5 .
H55A C55 H55B 109.5 .
C56 C55 H55C 109.5 .
H55A C55 H55C 109.5 .
H55B C55 H55C 109.5 .
C55 C56 C57 118.2 .
C55 C56 H56A 107.8 .
C57 C56 H56A 107.8 .
C55 C56 H56B 107.8 .
C57 C56 H56B 107.8 .
H56A C56 H56B 107.1 .
C57 C57 C56 108.7(11) 3_556
C57 C57 H57A 110.0 3_556
C56 C57 H57A 110.0 .
C57 C57 H57B 110.0 3_556
C56 C57 H57B 110.0 .
H57A C57 H57B 108.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.052(4) .
Pd1 C23 2.066(3) .
Pd1 C24 2.087(4) .
Pd1 C25 2.124(4) .
C1 N3 1.354(5) .
C1 N4 1.356(4) .
C3 C2 1.339(5) .
C3 N4 1.391(5) .
C3 H3 0.9500 .
C2 N3 1.397(5) .
C2 H2 0.9500 .
C7 C5 1.394(6) .
C7 C44 1.402(7) .
C7 H7 0.9500 .
C6 C5 1.507(6) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C8 C4 1.392(5) .
C8 C43 1.399(5) .
C8 C49 1.502(5) .
C4 C5 1.398(5) .
C4 N3 1.444(5) .
N2 C23 1.359(5) .
N2 C10 1.395(4) .
N2 C16 1.443(4) .
N1 C23 1.364(4) .
N1 C9 1.386(5) .
N1 C11 1.454(5) .
C10 C9 1.332(5) .
C10 H10 0.9500 .
C9 H9 0.9500 .
C11 C12 1.510(5) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 O1 1.216(5) .
C12 N56 1.363(5) .
N56 C15 1.432(5) .
N56 C30 1.467(5) .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C15 C46 1.363(6) .
C15 C40 1.394(5) .
C21 C26 1.390(6) .
C21 C28 1.399(5) .
C21 C27 1.518(5) .
C18 C17 1.516(5) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C26 C20 1.392(5) .
C26 H26 0.9500 .
C20 C16 1.399(5) .
C20 C19 1.494(6) .
C16 C17 1.389(5) .
C17 C28 1.388(5) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
N4 C33 1.444(4) .
C24 C25 1.449(6) .
C24 C31 1.452(6) .
C24 H24 1.0000 .
C25 C32 1.434(6) .
C25 H25 1.0000 .
C28 H28 0.9500 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C31 O2 1.207(4) .
C31 O3 1.411(5) .
C32 O4 1.205(5) .
C32 O3 1.417(5) .
C36 C35 1.382(6) .
C36 C37 1.396(6) .
C36 H36 0.9500 .
C34 O5 1.222(4) .
C34 N5 1.344(5) .
C34 C33 1.524(5) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C35 C39 1.380(6) .
C35 N5 1.434(5) .
C37 C38 1.387(9) .
C37 H37 0.9500 .
C38 C48 1.386(8) .
C38 H38 0.9500 .
C39 C48 1.384(6) .
C39 H39 0.9500 .
N5 C50 1.476(4) .
C40 C41 1.386(6) .
C40 H40 0.9500 .
C41 C42 1.381(7) .
C41 H41 0.9500 .
C42 C47 1.375(6) .
C42 H42 0.9500 .
C43 C44 1.386(6) .
C43 H43 0.9500 .
C44 C45 1.515(6) .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 C47 1.383(6) .
C46 H46 0.9500 .
C47 H47 0.9500 .
C48 H48 0.9500 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 C52 1.4991 .
C51 C54 1.5141 .
C51 H51A 0.9900 .
C51 H51B 0.9900 .
C52 O6 1.4123 .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
O6 C53 1.4321 .
C53 C54 1.5058 .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 H54A 0.9900 .
C54 H54B 0.9900 .
C55 C56 1.5237 .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 C57 1.5510 .
C56 H56A 0.9900 .
C56 H56B 0.9900 .
C57 C57 1.128(15) 3_556
C57 H57A 0.9900 .
C57 H57B 0.9900 .
