#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/23/2202352.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_2202352
loop_
_publ_author_name
'Clegg, William'
'Horsburgh, Lynne'
_publ_section_title
;
 trans-(6-Amino-2-pyridinio)iodobis(triphenylphosphine)palladium(II)
 iodide ethyl acetate solvate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m700
_journal_page_last               m702
_journal_paper_doi               10.1107/S1600536803017252
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Pd (C5 H6 N2) (C18 H15 P}2] I, C4 H8 O2'
_chemical_formula_moiety         'C41 H36 I N2 P2 Pd 1+, I 1-, C4 H8 O2'
_chemical_formula_sum            'C45 H44 I2 N2 O2 P2 Pd'
_chemical_formula_weight         1066.96
_chemical_name_systematic
;
trans-(6-amino-2-pyridinio)iodobis(triphenylphosphine)palladium(II) iodide
ethyl acetate solvate
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.0297(9)
_cell_length_b                   16.9603(10)
_cell_length_c                   17.2897(11)
_cell_measurement_reflns_used    13025
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.8
_cell_measurement_theta_min      2.2
_cell_volume                     4407.3(5)
_computing_cell_refinement       'local programs'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2001)'
_diffrn_ambient_temperature      160(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Bruker SMART 1K CCD'
_diffrn_measurement_method       'narrow-frame 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  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14181
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.80
_diffrn_reflns_theta_min         1.81
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.932
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_correction_T_min  0.600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2002)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2104
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.280
_refine_diff_density_min         -0.705
_refine_ls_abs_structure_details 'Flack (1983); 2220 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.005(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         5016
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0393P)²+0.905P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0658
_reflns_number_gt                4828
_reflns_number_total             5016
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6322.cif
_cod_data_source_block           I
_cod_database_code               2202352
_cod_database_fobs_code          2202352
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, 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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Pd1 0.5000 0.278578(18) 0.282560(19) 0.01377(7) Uani d S 1 . . Pd
I1 0.5000 0.420395(18) 0.21713(2) 0.02785(9) Uani d S 1 . . I
C1 0.5000 0.1796(3) 0.3462(3) 0.0177(9) Uani d S 1 . . C
N1 0.5000 0.1095(2) 0.3084(2) 0.0209(8) Uani d S 1 . . N
H1 0.5000 0.1114 0.2576 0.025 Uiso calc SR 1 . . H
C2 0.5000 0.0360(3) 0.3416(3) 0.0279(11) Uani d S 1 . . C
N2 0.5000 -0.0265(3) 0.2959(3) 0.0354(11) Uani d S 1 . . N
H2A 0.5000 -0.0204 0.2454 0.042 Uiso calc SR 1 . . H
H2B 0.5000 -0.0741 0.3161 0.042 Uiso calc SR 1 . . H
C3 0.5000 0.0335(3) 0.4235(3) 0.0304(12) Uani d S 1 . . C
H3 0.5000 -0.0158 0.4496 0.036 Uiso calc SR 1 . . H
C4 0.5000 0.1024(3) 0.4646(3) 0.0310(13) Uani d S 1 . . C
H4 0.5000 0.1006 0.5195 0.037 Uiso calc SR 1 . . H
C5 0.5000 0.1769(3) 0.4264(3) 0.0240(10) Uani d S 1 . . C
H5 0.5000 0.2243 0.4556 0.029 Uiso calc SR 1 . . H
P1 0.65508(4) 0.27780(4) 0.28541(5) 0.01498(14) Uani d . 1 . . P
C6 0.7082(2) 0.32603(18) 0.20310(19) 0.0169(6) Uani d . 1 . . C
C7 0.7793(2) 0.3781(2) 0.2112(2) 0.0250(7) Uani d . 1 . . C
H7 0.8013 0.3910 0.2611 0.030 Uiso calc R 1 . . H
C8 0.8176(3) 0.4111(2) 0.1457(3) 0.0318(9) Uani d . 1 . . C
H8 0.8648 0.4479 0.1511 0.038 Uiso calc R 1 . . H
C9 0.7880(3) 0.3910(2) 0.0725(2) 0.0282(8) Uani d . 1 . . C
H9 0.8154 0.4134 0.0281 0.034 Uiso calc R 1 . . H
C10 0.7193(3) 0.3389(2) 0.0645(2) 0.0286(8) Uani d . 1 . . C
H10 0.6997 0.3245 0.0142 0.034 Uiso calc R 1 . . H
C11 0.6778(2) 0.3068(2) 0.1291(2) 0.0242(7) Uani d . 1 . . C
H11 0.6289 0.2718 0.1229 0.029 Uiso calc R 1 . . H
C12 0.6957(2) 0.32586(19) 0.3731(2) 0.0189(7) Uani d . 1 . . C
C13 0.6376(2) 0.3692(2) 0.4194(2) 0.0252(7) Uani d . 1 . . C
H13 0.5772 0.3752 0.4042 0.030 Uiso calc R 1 . . H
C14 0.6676(3) 0.4039(2) 0.4878(2) 0.0307(8) Uani d . 1 . . C
H14 0.6274 0.4322 0.5200 0.037 Uiso calc R 1 . . H
C15 0.7567(3) 0.3967(2) 0.5087(2) 0.0341(9) Uani d . 1 . . C
H15 0.7776 0.4210 0.5548 0.041 Uiso calc R 1 . . H
C16 0.8155(3) 0.3540(2) 0.4626(2) 0.0314(8) Uani d . 1 . . C
H16 0.8761 0.3490 0.4773 0.038 Uiso calc R 1 . . H
C17 0.7853(2) 0.3189(2) 0.3949(2) 0.0261(7) Uani d . 1 . . C
H17 0.8254 0.2899 0.3634 0.031 Uiso calc R 1 . . H
C18 0.71207(19) 0.18245(18) 0.2894(2) 0.0176(6) Uani d . 1 . . C
C19 0.7548(2) 0.1507(2) 0.2255(2) 0.0293(8) Uani d . 1 . . C
H19 0.7531 0.1778 0.1775 0.035 Uiso calc R 1 . . H
C20 0.8002(3) 0.0797(2) 0.2313(3) 0.0377(10) Uani d . 1 . . C
H20 0.8304 0.0589 0.1875 0.045 Uiso calc R 1 . . H
C21 0.8013(3) 0.0394(2) 0.3002(2) 0.0334(9) Uani d . 1 . . C
H21 0.8328 -0.0090 0.3041 0.040 Uiso calc R 1 . . H
C22 0.7570(3) 0.0690(2) 0.3638(2) 0.0297(8) Uani d . 1 . . C
H22 0.7571 0.0405 0.4111 0.036 Uiso calc R 1 . . H
C23 0.7125(2) 0.1402(2) 0.3585(2) 0.0236(7) Uani d . 1 . . C
H23 0.6819 0.1605 0.4023 0.028 Uiso calc R 1 . . H
I2 0.5000 0.09769(2) 0.11255(2) 0.03015(9) Uani d S 1 . . I
C24 0.5000 -0.2651(8) 0.2157(9) 0.120(6) Uani d S 1 . . C
H24A 0.4633 -0.2223 0.1947 0.180 Uiso calc PR 0.50 . . H
H24B 0.4756 -0.3159 0.1991 0.180 Uiso calc PR 0.50 . . H
H24C 0.5611 -0.2597 0.1965 0.180 Uiso calc PR 0.50 . . H
C25 0.5000 -0.2605(5) 0.3083(8) 0.080(4) Uani d S 1 . . C
O1 0.5000 -0.1948(3) 0.3390(4) 0.0605(15) Uani d S 1 . . O
O2 0.5000 -0.3250(4) 0.3347(7) 0.111(3) Uani d S 1 . . O
C26 0.5000 -0.3210(6) 0.4186(7) 0.069(3) Uani d S 1 . . C
H26A 0.4466 -0.2924 0.4369 0.083 Uiso calc PR 0.50 . . H
H26B 0.5534 -0.2924 0.4369 0.083 Uiso calc PR 0.50 . . H
C27 0.5000 -0.4071(6) 0.4510(10) 0.101(4) Uani d S 1 . . C
H27A 0.4812 -0.4065 0.5052 0.152 Uiso calc PR 0.50 . . H
H27B 0.5601 -0.4292 0.4471 0.152 Uiso calc PR 0.50 . . H
H27C 0.4587 -0.4395 0.4208 0.152 Uiso calc PR 0.50 . . 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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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_3
_geom_angle
_geom_angle_publ_flag
I1 Pd1 C1 . 171.95(14) yes
I1 Pd1 P1 . 90.81(2) yes
I1 Pd1 P1 4_655 90.81(2) ?
C1 Pd1 P1 . 89.06(2) yes
C1 Pd1 P1 4_655 89.06(2) ?
P1 Pd1 P1 4_655 177.49(5) yes
Pd1 C1 N1 . 118.0(3) ?
Pd1 C1 C5 . 125.2(4) ?
N1 C1 C5 . 116.8(4) ?
C1 N1 H1 . 116.7 ?
C1 N1 C2 . 126.6(4) ?
H1 N1 C2 . 116.7 ?
N1 C2 N2 . 118.6(5) ?
N1 C2 C3 . 116.5(5) ?
N2 C2 C3 . 124.9(5) ?
C2 N2 H2A . 120.0 ?
C2 N2 H2B . 120.0 ?
H2A N2 H2B . 120.0 ?
C2 C3 H3 . 120.2 ?
C2 C3 C4 . 119.5(5) ?
H3 C3 C4 . 120.2 ?
C3 C4 H4 . 119.5 ?
C3 C4 C5 . 121.1(5) ?
H4 C4 C5 . 119.5 ?
C1 C5 C4 . 119.6(5) ?
C1 C5 H5 . 120.2 ?
C4 C5 H5 . 120.2 ?
Pd1 P1 C6 . 114.73(10) ?
Pd1 P1 C12 . 110.45(11) ?
Pd1 P1 C18 . 118.26(10) ?
C6 P1 C12 . 107.51(14) ?
C6 P1 C18 . 102.71(15) ?
C12 P1 C18 . 101.94(16) ?
P1 C6 C7 . 122.8(3) ?
P1 C6 C11 . 117.8(2) ?
C7 C6 C11 . 119.4(3) ?
C6 C7 H7 . 120.3 ?
C6 C7 C8 . 119.4(3) ?
H7 C7 C8 . 120.3 ?
C7 C8 H8 . 119.5 ?
C7 C8 C9 . 120.9(3) ?
H8 C8 C9 . 119.5 ?
C8 C9 H9 . 120.2 ?
C8 C9 C10 . 119.7(3) ?
H9 C9 C10 . 120.2 ?
C9 C10 H10 . 119.6 ?
C9 C10 C11 . 120.7(4) ?
H10 C10 C11 . 119.6 ?
C6 C11 C10 . 119.8(3) ?
C6 C11 H11 . 120.1 ?
C10 C11 H11 . 120.1 ?
P1 C12 C13 . 120.1(2) ?
P1 C12 C17 . 120.4(3) ?
C13 C12 C17 . 119.4(3) ?
C12 C13 H13 . 119.8 ?
C12 C13 C14 . 120.4(3) ?
H13 C13 C14 . 119.8 ?
C13 C14 H14 . 120.2 ?
C13 C14 C15 . 119.5(4) ?
H14 C14 C15 . 120.2 ?
C14 C15 H15 . 119.8 ?
C14 C15 C16 . 120.5(4) ?
H15 C15 C16 . 119.8 ?
C15 C16 H16 . 120.1 ?
C15 C16 C17 . 119.9(4) ?
H16 C16 C17 . 120.1 ?
C12 C17 C16 . 120.3(3) ?
C12 C17 H17 . 119.9 ?
C16 C17 H17 . 119.9 ?
P1 C18 C19 . 122.0(3) ?
P1 C18 C23 . 119.2(3) ?
C19 C18 C23 . 118.8(3) ?
C18 C19 H19 . 119.7 ?
C18 C19 C20 . 120.5(4) ?
H19 C19 C20 . 119.7 ?
C19 C20 H20 . 120.0 ?
C19 C20 C21 . 120.0(4) ?
H20 C20 C21 . 120.0 ?
C20 C21 H21 . 119.9 ?
C20 C21 C22 . 120.3(3) ?
H21 C21 C22 . 119.9 ?
C21 C22 H22 . 120.1 ?
C21 C22 C23 . 119.9(3) ?
H22 C22 C23 . 120.1 ?
C18 C23 C22 . 120.5(3) ?
C18 C23 H23 . 119.8 ?
C22 C23 H23 . 119.8 ?
H24A C24 H24B . 109.5 ?
H24A C24 H24C . 109.5 ?
H24A C24 C25 . 109.5 ?
H24B C24 H24C . 109.5 ?
H24B C24 C25 . 109.5 ?
H24C C24 C25 . 109.5 ?
C24 C25 O1 . 118.3(9) ?
C24 C25 O2 . 109.9(12) ?
O1 C25 O2 . 131.8(14) ?
C25 O2 C26 . 110.0(10) ?
O2 C26 H26A . 110.0 ?
O2 C26 H26B . 110.0 ?
O2 C26 C27 . 108.3(10) ?
H26A C26 H26B . 108.4 ?
H26A C26 C27 . 110.0 ?
H26B C26 C27 . 110.0 ?
C26 C27 H27A . 109.5 ?
C26 C27 H27B . 109.5 ?
C26 C27 H27C . 109.5 ?
H27A C27 H27B . 109.5 ?
H27A C27 H27C . 109.5 ?
H27B C27 H27C . 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 I1 . 2.6580(5) yes
Pd1 C1 . 2.006(4) yes
Pd1 P1 . 2.3313(7) yes
Pd1 P1 4_655 2.3313(7) ?
C1 N1 . 1.356(6) ?
C1 C5 . 1.388(7) ?
N1 H1 . 0.880 ?
N1 C2 . 1.372(6) ?
C2 N2 . 1.322(7) ?
C2 C3 . 1.416(8) ?
N2 H2A . 0.880 ?
N2 H2B . 0.880 ?
C3 H3 . 0.950 ?
C3 C4 . 1.369(9) ?
C4 H4 . 0.950 ?
C4 C5 . 1.425(7) ?
C5 H5 . 0.950 ?
P1 C6 . 1.825(3) ?
P1 C12 . 1.826(3) ?
P1 C18 . 1.831(3) ?
C6 C7 . 1.393(4) ?
C6 C11 . 1.398(5) ?
C7 H7 . 0.950 ?
C7 C8 . 1.389(5) ?
C8 H8 . 0.950 ?
C8 C9 . 1.382(6) ?
C9 H9 . 0.950 ?
C9 C10 . 1.367(5) ?
C10 H10 . 0.950 ?
C10 C11 . 1.391(5) ?
C11 H11 . 0.950 ?
C12 C13 . 1.395(5) ?
C12 C17 . 1.403(5) ?
C13 H13 . 0.950 ?
C13 C14 . 1.397(5) ?
C14 H14 . 0.950 ?
C14 C15 . 1.394(6) ?
C15 H15 . 0.950 ?
C15 C16 . 1.393(6) ?
C16 H16 . 0.950 ?
C16 C17 . 1.389(5) ?
C17 H17 . 0.950 ?
C18 C19 . 1.385(5) ?
C18 C23 . 1.394(5) ?
C19 H19 . 0.950 ?
C19 C20 . 1.388(5) ?
C20 H20 . 0.950 ?
C20 C21 . 1.373(6) ?
C21 H21 . 0.950 ?
C21 C22 . 1.381(5) ?
C22 H22 . 0.950 ?
C22 C23 . 1.384(5) ?
C23 H23 . 0.950 ?
C24 H24A . 0.980 ?
C24 H24B . 0.980 ?
C24 H24C . 0.980 ?
C24 C25 . 1.603(18) ?
C25 O1 . 1.236(12) ?
C25 O2 . 1.185(12) ?
O2 C26 . 1.453(14) ?
C26 H26A . 0.990 ?
C26 H26B . 0.990 ?
C26 C27 . 1.564(13) ?
C27 H27A . 0.980 ?
C27 H27B . 0.980 ?
C27 H27C . 0.980 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 I2 0.88 2.52 3.393(4) 173 yes
N2 H2A I2 0.88 3.05 3.806(5) 146 yes
N2 H2B O1 0.88 2.08 2.950(6) 168 yes
