#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/47/2204796.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2204796
loop_
_publ_author_name
'Han, Won Seok'
'Lee, Hee Keun'
'Kim, Yong-Joo'
'Lee, Soon W.'
_publ_section_title
;A cyclic dipalladium compound formed by concomitant N--C coupling and
 [2+3]-cycloaddition:
 bis{μ-1-[4-(carbodiimido)phenyl]tetrazolato-κ²N:C⁵}bis[bis(trimethylphosphine-κP)palladium(II)]
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1813
_journal_page_last               m1814
_journal_paper_doi               10.1107/S1600536804028260
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Pd2 (C8 H4 N6)2 (C3 H9 P)4]'
_chemical_formula_moiety         'C28 H44 N12 P4 Pd2'
_chemical_formula_sum            'C28 H44 N12 P4 Pd2'
_chemical_formula_weight         885.43
_chemical_name_systematic
;
bis{μ-1-[4-(carbodiimido)phenyl]tetrazolato-κ²N:C⁵}
bis[bis(trimethylphosphine-\kP)palladium(II)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                99.095(19)
_cell_angle_beta                 103.42(2)
_cell_angle_gamma                90.85(2)
_cell_formula_units_Z            1
_cell_length_a                   8.842(3)
_cell_length_b                   9.519(3)
_cell_length_c                   11.996(3)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.52
_cell_measurement_theta_min      5.12
_cell_volume                     968.4(5)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1995)'
_computing_data_reduction        'SHELXTL (Siemens, 1997) '
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3615
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.77
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.130
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3374
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0632P)²+0.2618P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0939
_reflns_number_gt                3039
_reflns_number_total             3374
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj6022.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        968.5(5)
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               2204796
_cod_database_fobs_code          2204796
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Pd1 0.69364(3) 0.89012(2) 0.684937(19) 0.03877(12) Uani d . 1 Pd
P1 0.86814(11) 0.71478(10) 0.65981(8) 0.0497(2) Uani d . 1 P
P2 0.52022(11) 1.06752(10) 0.71136(8) 0.0493(2) Uani d . 1 P
N1 0.4193(4) 0.6818(3) 0.6233(3) 0.0593(8) Uani d . 1 N
N2 0.3520(4) 0.5830(4) 0.6699(3) 0.0675(9) Uani d . 1 N
N3 0.4299(4) 0.5816(4) 0.7766(3) 0.0672(9) Uani d . 1 N
N4 0.5512(3) 0.6819(3) 0.7991(3) 0.0494(7) Uani d . 1 N
N5 0.8589(4) 1.0376(3) 0.6725(3) 0.0571(7) Uani d . 1 N
N6 1.0090(5) 1.2573(4) 0.7705(3) 0.0735(10) Uani d . 1 N
C1 0.5439(4) 0.7435(3) 0.7030(3) 0.0464(7) Uani d . 1 C
C2 0.6636(4) 0.7005(3) 0.9077(3) 0.0474(8) Uani d . 1 C
C3 0.6839(5) 0.5913(4) 0.9737(4) 0.0711(12) Uani d . 1 C
H3 0.6237 0.5065 0.9467 0.085 Uiso calc R 1 H
C4 0.7915(6) 0.6077(4) 1.0776(4) 0.0794(14) Uani d . 1 C
H4 0.8032 0.5329 1.1198 0.095 Uiso calc R 1 H
C5 0.8845(5) 0.7330(4) 1.1226(3) 0.0553(9) Uani d . 1 C
C6 0.8630(5) 0.8417(4) 1.0558(3) 0.0535(9) Uani d . 1 C
H6 0.9240 0.9261 1.0817 0.064 Uiso calc R 1 H
C7 0.7528(5) 0.8257(4) 0.9522(3) 0.0553(9) Uani d . 1 C
H7 0.7380 0.9014 0.9111 0.066 Uiso calc R 1 H
C8 0.9326(4) 1.1400(4) 0.7241(3) 0.0525(8) Uani d . 1 C
C9 0.8030(6) 0.5303(4) 0.6480(5) 0.0768(13) Uani d . 1 C
H9A 0.7609 0.5195 0.7133 0.092 Uiso calc R 1 H
H9B 0.8895 0.4707 0.6471 0.092 Uiso calc R 1 H
H9C 0.7242 0.5030 0.5774 0.092 Uiso calc R 1 H
C10 1.0392(5) 0.7415(6) 0.7802(4) 0.0756(12) Uani d . 1 C
H10A 1.0084 0.7388 0.8515 0.091 Uiso calc R 1 H
H10B 1.0904 0.8323 0.7839 0.091 Uiso calc R 1 H
H10C 1.1093 0.6674 0.7688 0.091 Uiso calc R 1 H
C11 0.9429(6) 0.7205(5) 0.5329(4) 0.0775(13) Uani d . 1 C
H11A 0.9806 0.8159 0.5339 0.093 Uiso calc R 1 H
H11B 0.8614 0.6912 0.4643 0.093 Uiso calc R 1 H
H11C 1.0266 0.6574 0.5330 0.093 Uiso calc R 1 H
C12 0.5553(9) 1.1560(9) 0.8590(5) 0.145(3) Uani d . 1 C
H12A 0.5424 1.0883 0.9079 0.174 Uiso calc R 1 H
H12B 0.4827 1.2292 0.8649 0.174 Uiso calc R 1 H
H12C 0.6596 1.1979 0.8832 0.174 Uiso calc R 1 H
C13 0.3158(6) 1.0171(6) 0.6672(7) 0.111(2) Uani d . 1 C
H13A 0.2898 0.9729 0.5870 0.133 Uiso calc R 1 H
H13B 0.2570 1.1003 0.6768 0.133 Uiso calc R 1 H
H13C 0.2914 0.9511 0.7141 0.133 Uiso calc R 1 H
C14 0.5331(7) 1.2117(6) 0.6326(7) 0.106(2) Uani d . 1 C
H14A 0.5138 1.1749 0.5511 0.128 Uiso calc R 1 H
H14B 0.6353 1.2578 0.6589 0.128 Uiso calc R 1 H
H14C 0.4570 1.2792 0.6460 0.128 Uiso calc R 1 H
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'
P P 0.1023 0.0942 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Pd1 N5 . . 176.78(13) yes
C1 Pd1 P1 . . 89.50(10) yes
N5 Pd1 P1 . . 88.28(10) yes
C1 Pd1 P2 . . 90.86(10) yes
N5 Pd1 P2 . . 91.35(10) yes
P1 Pd1 P2 . . 179.48(3) yes
C11 P1 C9 . . 105.0(2) ?
C11 P1 C10 . . 104.6(2) ?
C9 P1 C10 . . 104.6(2) ?
C11 P1 Pd1 . . 112.42(15) ?
C9 P1 Pd1 . . 118.37(16) ?
C10 P1 Pd1 . . 110.68(16) ?
C12 P2 C13 . . 106.1(4) ?
C12 P2 C14 . . 103.0(4) ?
C13 P2 C14 . . 101.9(3) ?
C12 P2 Pd1 . . 112.7(2) ?
C13 P2 Pd1 . . 117.55(19) ?
C14 P2 Pd1 . . 114.05(19) ?
C1 N1 N2 . . 108.4(3) ?
N3 N2 N1 . . 109.9(3) ?
N2 N3 N4 . . 106.4(3) ?
C1 N4 N3 . . 109.1(3) ?
C1 N4 C2 . . 130.9(3) ?
N3 N4 C2 . . 119.9(3) ?
C8 N5 Pd1 . . 142.0(3) ?
C8 N6 C5 . 2_777 119.7(3) ?
N1 C1 N4 . . 106.2(3) ?
N1 C1 Pd1 . . 127.4(3) ?
N4 C1 Pd1 . . 126.3(3) ?
C7 C2 C3 . . 117.7(4) ?
C7 C2 N4 . . 122.2(3) ?
C3 C2 N4 . . 120.1(3) ?
C4 C3 C2 . . 120.6(4) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C3 C4 C5 . . 122.2(3) ?
C3 C4 H4 . . 118.9 ?
C5 C4 H4 . . 118.9 ?
N6 C5 C6 2_777 . 124.2(3) ?
N6 C5 C4 2_777 . 119.1(3) ?
C6 C5 C4 . . 116.7(4) ?
C7 C6 C5 . . 121.0(3) ?
C7 C6 H6 . . 119.5 ?
C5 C6 H6 . . 119.5 ?
C6 C7 C2 . . 121.8(3) ?
C6 C7 H7 . . 119.1 ?
C2 C7 H7 . . 119.1 ?
N5 C8 N6 . . 173.9(4) yes
P1 C9 H9A . . 109.5 ?
P1 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
P1 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
P1 C10 H10A . . 109.5 ?
P1 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
P1 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
P1 C11 H11A . . 109.5 ?
P1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
P1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
P2 C12 H12A . . 109.5 ?
P2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
P2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
P2 C13 H13A . . 109.5 ?
P2 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
P2 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
P2 C14 H14A . . 109.5 ?
P2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
P2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pd1 C1 . 1.980(3) yes
Pd1 N5 . 2.058(3) yes
Pd1 P1 . 2.3219(11) yes
Pd1 P2 . 2.3318(11) yes
P1 C11 . 1.802(4) ?
P1 C9 . 1.814(4) ?
P1 C10 . 1.816(4) ?
P2 C12 . 1.791(5) ?
P2 C13 . 1.797(5) ?
P2 C14 . 1.801(5) ?
N1 C1 . 1.336(5) yes
N1 N2 . 1.361(5) yes
N2 N3 . 1.308(5) yes
N3 N4 . 1.375(4) yes
N4 C1 . 1.362(4) yes
N4 C2 . 1.428(5) ?
N5 C8 . 1.166(5) yes
N6 C8 . 1.272(5) yes
N6 C5 2_777 1.393(5) ?
C2 C7 . 1.380(5) ?
C2 C3 . 1.392(5) ?
C3 C4 . 1.367(6) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.397(5) ?
C4 H4 . 0.9300 ?
C5 N6 2_777 1.393(5) ?
C5 C6 . 1.395(5) ?
C6 C7 . 1.375(5) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
