#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:51:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179158 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/19/4311926.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_4311926
loop_
_publ_author_name
'Jean-Philippe Taquet'
'Olivier Siri'
'Pierre Braunstein'
'Richard Welter'
_publ_contact_author_address
;
Institut Le Bel, rue Blaise Pascal, 67000 STRASBOURG, FRANCE
;
_publ_contact_author_email       braunst@chimie.u-strasbg.fr
_publ_contact_author_fax         0390241322
_publ_contact_author_name
;
Pierre BRAUNSTEIN
;
_publ_contact_author_phone       0390241308
_publ_section_title
;
 Stepwise Synthesis, Structures, and Reactivity of Mono-, Di-, and
 Trimetallic Metal Complexes with a 6π + 6π Quinonoid Zwitterion
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6944
_journal_page_last               6953
_journal_paper_doi               10.1021/ic049263a
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         'C36 H40 N4 O2 Pd2, 2(C4 H8 O)'
_chemical_formula_sum            'C44 H56 N4 O4 Pd2'
_chemical_formula_weight         917.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             10-11-03
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.84(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.612(2)
_cell_length_b                   12.394(2)
_cell_length_c                   22.147(2)
_cell_measurement_reflns_used    5936
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.02
_cell_measurement_theta_min      1.93
_cell_volume                     4079.3(15)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'π scans'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0577
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            5936
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.859
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         5936
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0456
_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)+(0.0752P)²+0.1024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1384
_reflns_number_gt                4274
_reflns_number_total             5936
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049263asi20040807_120729.cif
_cod_data_source_block           C17
_cod_original_cell_volume        4079.0(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4311926
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Pd Pd 0.265558(14) 0.212249(19) 0.614761(11) 0.03065(11) Uani 1 1 d . . .
O O 0.35835(15) 0.32063(18) 0.67378(11) 0.0353(5) Uani 1 1 d . . .
C14 C -0.0085(3) 0.2943(4) 0.4119(2) 0.0637(14) Uani 1 1 d . . .
H14 H -0.0489 0.3354 0.3809 0.076 Uiso 1 1 calc . . .
N1 N 0.34678(16) 0.1073(2) 0.67621(12) 0.0288(5) Uani 1 1 d . . .
N2 N 0.19062(19) 0.3212(3) 0.55436(14) 0.0370(6) Uani 1 1 d . . .
C3 C 0.42389(19) 0.1504(2) 0.71246(14) 0.0279(6) Uani 1 1 d . . .
C1 C 0.5000 0.3265(4) 0.7500 0.0319(9) Uani 1 2 d S . .
H1 H 0.5000 0.4015 0.7500 0.038 Uiso 1 2 calc S . .
C6 C 0.2881(2) -0.0537(3) 0.72361(16) 0.0383(8) Uani 1 1 d . . .
C5 C 0.3337(2) -0.0101(2) 0.67610(15) 0.0323(7) Uani 1 1 d . . .
H5A H 0.3921 -0.0445 0.6848 0.039 Uiso 1 1 calc . . .
H5B H 0.2980 -0.0317 0.6338 0.039 Uiso 1 1 calc . . .
C4 C 0.5000 0.0962(3) 0.7500 0.0313(9) Uani 1 2 d S . .
H2 H 0.5000 0.0212 0.7500 0.038 Uiso 1 2 calc S . .
C2 C 0.4259(2) 0.2727(2) 0.71068(16) 0.0309(7) Uani 1 1 d . . .
C10 C 0.1797(2) 0.1066(3) 0.55763(17) 0.0416(8) Uani 1 1 d . . .
H10A H 0.2131 0.0561 0.5400 0.050 Uiso 1 1 calc . . .
H10B H 0.1488 0.0660 0.5821 0.050 Uiso 1 1 calc . . .
C8 C 0.1997(3) 0.0028(3) 0.7169(2) 0.0498(9) Uani 1 1 d . . .
H8A H 0.1606 -0.0051 0.6742 0.075 Uiso 1 1 calc . . .
H8B H 0.2105 0.0780 0.7265 0.075 Uiso 1 1 calc . . .
H8C H 0.1717 -0.0287 0.7458 0.075 Uiso 1 1 calc . . .
C13 C 0.0615(2) 0.3459(3) 0.45975(18) 0.0496(10) Uani 1 1 d . . .
C12 C 0.1204(2) 0.2792(3) 0.50564(17) 0.0392(8) Uani 1 1 d . . .
C9 C 0.2705(3) -0.1736(3) 0.7098(2) 0.0599(11) Uani 1 1 d . . .
H9A H 0.3264 -0.2095 0.7135 0.090 Uiso 1 1 calc . . .
H9B H 0.2304 -0.1826 0.6675 0.090 Uiso 1 1 calc . . .
H9C H 0.2438 -0.2040 0.7396 0.090 Uiso 1 1 calc . . .
C19 C 0.0777(3) 0.4578(4) 0.4652(2) 0.0595(11) Uani 1 1 d . . .
H19 H 0.0403 0.5047 0.4360 0.071 Uiso 1 1 calc . . .
C18 C 0.1476(3) 0.4975(3) 0.5128(2) 0.0574(11) Uani 1 1 d . . .
H18 H 0.1585 0.5714 0.5159 0.069 Uiso 1 1 calc . . .
C17 C 0.2041(2) 0.4266(3) 0.55792(18) 0.0481(9) Uani 1 1 d . . .
H17 H 0.2515 0.4547 0.5906 0.058 Uiso 1 1 calc . . .
C11 C 0.1119(2) 0.1656(3) 0.50471(16) 0.0402(8) Uani 1 1 d . . .
C16 C 0.0429(3) 0.1222(4) 0.45712(18) 0.0562(11) Uani 1 1 d . . .
H16 H 0.0354 0.0477 0.4555 0.067 Uiso 1 1 calc . . .
C7 C 0.3480(3) -0.0410(4) 0.7919(2) 0.0735(14) Uani 1 1 d . . .
H7A H 0.4051 -0.0747 0.7967 0.110 Uiso 1 1 calc . . .
H7B H 0.3197 -0.0746 0.8199 0.110 Uiso 1 1 calc . . .
H7C H 0.3569 0.0343 0.8020 0.110 Uiso 1 1 calc . . .
O1 O -0.1526(4) 0.1284(4) 0.5916(3) 0.152(2) Uani 1 1 d . . .
C20 C -0.0869(6) 0.1043(4) 0.6481(3) 0.102(2) Uani 1 1 d . . .
H20A H -0.0683 0.0296 0.6485 0.122 Uiso 1 1 calc . . .
H20B H -0.1094 0.1161 0.6839 0.122 Uiso 1 1 calc . . .
C15 C -0.0166(3) 0.1850(5) 0.4111(2) 0.0666(13) Uani 1 1 d . . .
H15 H -0.0625 0.1521 0.3793 0.080 Uiso 1 1 calc . . .
C22 C -0.0463(8) 0.2493(7) 0.5988(6) 0.131(3) Uani 1 1 d . . .
H22A H -0.0532 0.3209 0.6143 0.157 Uiso 1 1 calc . . .
H22B H -0.0041 0.2531 0.5745 0.157 Uiso 1 1 calc . . .
C21 C -0.0139(5) 0.1744(9) 0.6516(6) 0.162(4) Uani 1 1 d . . .
H21A H 0.0375 0.1341 0.6478 0.194 Uiso 1 1 calc . . .
H21B H 0.0039 0.2130 0.6916 0.194 Uiso 1 1 calc . . .
C23 C -0.1261(8) 0.2116(7) 0.5625(5) 0.151(4) Uani 1 1 d . . .
H23A H -0.1210 0.1880 0.5220 0.181 Uiso 1 1 calc . . .
H23B H -0.1706 0.2688 0.5546 0.181 Uiso 1 1 calc . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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 Pd C10 83.05(15) . . ?
N2 Pd N1 177.01(11) . . ?
C10 Pd N1 99.43(14) . . ?
N2 Pd O 97.70(12) . . ?
C10 Pd O 178.38(12) . . ?
N1 Pd O 79.78(10) . . ?
C2 O Pd 112.3(2) . . ?
C15 C14 C13 120.4(4) . . ?
C3 N1 C5 119.7(2) . . ?
C3 N1 Pd 114.27(19) . . ?
C5 N1 Pd 125.26(19) . . ?
C17 N2 C12 119.5(3) . . ?
C17 N2 Pd 125.2(3) . . ?
C12 N2 Pd 115.3(2) . . ?
N1 C3 C4 127.7(3) . . ?
N1 C3 C2 113.9(2) . . ?
C4 C3 C2 118.4(3) . . ?
C2 C1 C2 122.6(4) 2_656 . ?
C8 C6 C7 108.3(4) . . ?
C8 C6 C9 109.2(3) . . ?
C7 C6 C9 108.5(3) . . ?
C8 C6 C5 111.8(3) . . ?
C7 C6 C5 111.7(3) . . ?
C9 C6 C5 107.3(3) . . ?
N1 C5 C6 116.1(3) . . ?
C3 C4 C3 122.5(4) 2_656 . ?
O C2 C1 123.3(3) . . ?
O C2 C3 117.7(3) . . ?
C1 C2 C3 118.9(3) . . ?
C11 C10 Pd 110.2(3) . . ?
C19 C13 C12 117.0(4) . . ?
C19 C13 C14 125.8(4) . . ?
C12 C13 C14 117.1(4) . . ?
N2 C12 C13 121.8(3) . . ?
N2 C12 C11 115.8(3) . . ?
C13 C12 C11 122.4(3) . . ?
C18 C19 C13 120.3(4) . . ?
C19 C18 C17 120.1(4) . . ?
N2 C17 C18 121.2(4) . . ?
C16 C11 C12 116.9(3) . . ?
C16 C11 C10 127.5(4) . . ?
C12 C11 C10 115.6(3) . . ?
C11 C16 C15 122.5(4) . . ?
C23 O1 C20 110.3(7) . . ?
O1 C20 C21 106.1(6) . . ?
C14 C15 C16 120.7(4) . . ?
C23 C22 C21 106.9(7) . . ?
C20 C21 C22 105.7(7) . . ?
C22 C23 O1 110.1(8) . . ?
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
Pd N2 2.006(3) . ?
Pd C10 2.018(4) . ?
Pd N1 2.023(3) . ?
Pd O 2.110(2) . ?
O C2 1.267(4) . ?
C14 C15 1.359(7) . ?
C14 C13 1.420(6) . ?
N1 C3 1.337(4) . ?
N1 C5 1.470(4) . ?
N2 C17 1.321(5) . ?
N2 C12 1.383(5) . ?
C3 C4 1.396(4) . ?
C3 C2 1.517(4) . ?
C1 C2 1.387(4) 2_656 ?
C1 C2 1.387(4) . ?
C6 C8 1.514(5) . ?
C6 C7 1.523(5) . ?
C6 C9 1.525(5) . ?
C6 C5 1.538(5) . ?
C4 C3 1.396(4) 2_656 ?
C10 C11 1.506(5) . ?
C13 C19 1.408(6) . ?
C13 C12 1.411(5) . ?
C12 C11 1.413(6) . ?
C19 C18 1.356(6) . ?
C18 C17 1.417(5) . ?
C11 C16 1.366(5) . ?
C16 C15 1.389(6) . ?
O1 C23 1.348(10) . ?
O1 C20 1.386(8) . ?
C20 C21 1.417(10) . ?
C22 C23 1.342(12) . ?
C22 C21 1.457(14) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Pd O C2 -167.5(2) . . . . ?
C10 Pd O C2 -50(4) . . . . ?
N1 Pd O C2 10.9(2) . . . . ?
N2 Pd N1 C3 19(2) . . . . ?
C10 Pd N1 C3 165.7(2) . . . . ?
O Pd N1 C3 -12.9(2) . . . . ?
N2 Pd N1 C5 -150(2) . . . . ?
C10 Pd N1 C5 -4.2(3) . . . . ?
O Pd N1 C5 177.3(3) . . . . ?
C10 Pd N2 C17 -179.3(3) . . . . ?
N1 Pd N2 C17 -33(2) . . . . ?
O Pd N2 C17 -0.8(3) . . . . ?
C10 Pd N2 C12 0.2(3) . . . . ?
N1 Pd N2 C12 147(2) . . . . ?
O Pd N2 C12 178.8(2) . . . . ?
C5 N1 C3 C4 3.7(5) . . . . ?
Pd N1 C3 C4 -166.7(2) . . . . ?
C5 N1 C3 C2 -176.7(3) . . . . ?
Pd N1 C3 C2 12.8(3) . . . . ?
C3 N1 C5 C6 92.4(3) . . . . ?
Pd N1 C5 C6 -98.3(3) . . . . ?
C8 C6 C5 N1 53.3(4) . . . . ?
C7 C6 C5 N1 -68.2(4) . . . . ?
C9 C6 C5 N1 172.9(3) . . . . ?
N1 C3 C4 C3 -178.0(4) . . . 2_656 ?
C2 C3 C4 C3 2.44(19) . . . 2_656 ?
Pd O C2 C1 174.0(2) . . . . ?
Pd O C2 C3 -7.3(4) . . . . ?
C2 C1 C2 O -178.9(4) 2_656 . . . ?
C2 C1 C2 C3 2.47(19) 2_656 . . . ?
N1 C3 C2 O -3.4(4) . . . . ?
C4 C3 C2 O 176.2(3) . . . . ?
N1 C3 C2 C1 175.4(3) . . . . ?
C4 C3 C2 C1 -5.0(4) . . . . ?
N2 Pd C10 C11 0.3(3) . . . . ?
N1 Pd C10 C11 -178.1(3) . . . . ?
O Pd C10 C11 -117(4) . . . . ?
C15 C14 C13 C19 179.1(5) . . . . ?
C15 C14 C13 C12 -0.4(6) . . . . ?
C17 N2 C12 C13 -0.9(5) . . . . ?
Pd N2 C12 C13 179.5(3) . . . . ?
C17 N2 C12 C11 178.8(3) . . . . ?
Pd N2 C12 C11 -0.7(4) . . . . ?
C19 C13 C12 N2 0.7(5) . . . . ?
C14 C13 C12 N2 -179.8(4) . . . . ?
C19 C13 C12 C11 -179.1(4) . . . . ?
C14 C13 C12 C11 0.4(5) . . . . ?
C12 C13 C19 C18 0.2(6) . . . . ?
C14 C13 C19 C18 -179.2(4) . . . . ?
C13 C19 C18 C17 -0.8(7) . . . . ?
C12 N2 C17 C18 0.3(6) . . . . ?
Pd N2 C17 C18 179.8(3) . . . . ?
C19 C18 C17 N2 0.6(6) . . . . ?
N2 C12 C11 C16 179.8(3) . . . . ?
C13 C12 C11 C16 -0.5(5) . . . . ?
N2 C12 C11 C10 1.0(4) . . . . ?
C13 C12 C11 C10 -179.3(3) . . . . ?
Pd C10 C11 C16 -179.4(3) . . . . ?
Pd C10 C11 C12 -0.7(4) . . . . ?
C12 C11 C16 C15 0.4(6) . . . . ?
C10 C11 C16 C15 179.1(4) . . . . ?
C23 O1 C20 C21 -3.1(10) . . . . ?
C13 C14 C15 C16 0.3(8) . . . . ?
C11 C16 C15 C14 -0.4(8) . . . . ?
O1 C20 C21 C22 7.7(10) . . . . ?
C23 C22 C21 C20 -9.8(12) . . . . ?
C21 C22 C23 O1 8.2(12) . . . . ?
C20 O1 C23 C22 -3.4(11) . . . . ?
