#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/26/2012698.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_2012698
loop_
_publ_author_name
'Hörner, Manfredo'
'Visentin, Lorenzo do C.'
'Dahmer, Marisa'
'Bordinhao, Jairo'
_publ_section_title
trans-Bis[3-(2-fluorophenyl)-1-(4-nitrophenyl)triazenido-κN³]bis(pyridine-κN)palladium(II)
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m286
_journal_page_last               m287
_journal_paper_doi               10.1107/S0108270102004602
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Pd (C5 H5 N)2 (C12 H8 F N4 O2)2]'
_chemical_formula_moiety         'C34 H26 F2  N10  O4 Pd'
_chemical_formula_sum            'C34 H26 F2 N10 O4 Pd'
_chemical_formula_weight         783.07
_chemical_name_systematic
;
trans-Bis[3-(2-fluorophenyl)-1-(4-nitrophenyl)triazenido-\kN³]bis(pyridine-
\kN)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                110.058(14)
_cell_angle_beta                 93.437(13)
_cell_angle_gamma                109.012(19)
_cell_formula_units_Z            1
_cell_length_a                   8.941(2)
_cell_length_b                   9.732(2)
_cell_length_c                   10.9449(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2.6
_cell_volume                     829.8(3)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius TurboCAD-4'
_diffrn_measurement_method       'non-profiled ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3149
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         2.73
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_type   \y-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.98
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.07
_refine_ls_R_factor_gt           0.045
_refine_ls_shift/su_max          <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0476P)² where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.105
_reflns_number_gt                2446
_reflns_number_total             2947
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd1195.cif
_cod_data_source_block           I
_cod_original_cell_volume        829.9(3)
_cod_original_formula_sum        'C34 H26 F2  N10  O4 Pd'
_cod_database_code               2012698
_cod_database_fobs_code          2012698
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Pd 0.000 0.000 0.000 0.03118(18) Uani d S 1 . . Pd
F -0.0045(4) -0.4695(3) -0.2670(3) 0.0730(9) Uani d . 1 . . F
O1 0.7974(5) 0.7313(5) 0.2395(4) 0.0874(14) Uani d . 1 . . O
O2 0.6004(6) 0.7853(5) 0.3236(4) 0.0850(14) Uani d . 1 . . O
N11 0.2269(4) 0.0717(4) -0.0337(3) 0.0349(8) Uani d . 1 . . N
N12 0.2805(4) -0.0246(4) -0.1213(3) 0.0366(8) Uani d . 1 . . N
N13 0.1707(4) -0.1625(4) -0.1775(4) 0.0389(9) Uani d . 1 . . N
N31 -0.0860(4) 0.0475(4) -0.1515(4) 0.0376(9) Uani d . 1 . . N
N1 0.6557(6) 0.6932(5) 0.2526(5) 0.0602(13) Uani d . 1 . . N
C11 0.3410(5) 0.2240(5) 0.0368(4) 0.0324(9) Uani d . 1 . . C
C12 0.5022(5) 0.2731(5) 0.0232(4) 0.0417(11) Uani d . 1 . . C
H12 0.5403 0.2024 -0.034 0.05 Uiso calc R 1 . . H
C13 0.6041(5) 0.4257(6) 0.0946(5) 0.0468(12) Uani d . 1 . . C
H13 0.7113 0.4585 0.0856 0.056 Uiso calc R 1 . . H
C14 0.5481(5) 0.5299(5) 0.1792(4) 0.0424(12) Uani d . 1 . . C
C15 0.3905(5) 0.4829(5) 0.1959(4) 0.0411(11) Uani d . 1 . . C
H15 0.3541 0.5539 0.2547 0.049 Uiso calc R 1 . . H
C16 0.2877(5) 0.3310(5) 0.1252(4) 0.0394(11) Uani d . 1 . . C
H16 0.1813 0.299 0.1364 0.047 Uiso calc R 1 . . H
C21 0.2191(5) -0.2668(5) -0.2775(4) 0.0392(10) Uani d . 1 . . C
C22 0.1233(6) -0.4242(5) -0.3235(5) 0.0460(11) Uani d . 1 . . C
C23 0.1531(7) -0.5372(6) -0.4220(5) 0.0558(13) Uani d . 1 . . C
H23 0.0864 -0.6425 -0.4497 0.067 Uiso calc R 1 . . H
C24 0.2826(7) -0.4936(7) -0.4795(5) 0.0639(15) Uani d . 1 . . C
H24 0.304 -0.5693 -0.5474 0.077 Uiso calc R 1 . . H
C25 0.3818(7) -0.3368(7) -0.4366(5) 0.0659(16) Uani d . 1 . . C
H25 0.4707 -0.3074 -0.475 0.079 Uiso calc R 1 . . H
C26 0.3495(6) -0.2239(6) -0.3369(5) 0.0552(13) Uani d . 1 . . C
H26 0.4156 -0.1184 -0.3095 0.066 Uiso calc R 1 . . H
C32 -0.0961(6) -0.0402(6) -0.2772(5) 0.0537(13) Uani d . 1 . . C
H32 -0.0571 -0.1213 -0.2962 0.064 Uiso calc R 1 . . H
C33 -0.1621(7) -0.0153(7) -0.3802(6) 0.0714(17) Uani d . 1 . . C
H33 -0.1666 -0.0782 -0.4673 0.086 Uiso calc R 1 . . H
C34 -0.2202(8) 0.1002(10) -0.3545(8) 0.092(2) Uani d . 1 . . C
H34 -0.268 0.1169 -0.4232 0.11 Uiso calc R 1 . . H
C35 -0.2076(9) 0.1931(10) -0.2253(8) 0.097(2) Uani d . 1 . . C
H35 -0.2444 0.2759 -0.205 0.117 Uiso calc R 1 . . H
C36 -0.1400(7) 0.1632(7) -0.1252(6) 0.0684(17) Uani d . 1 . . C
H36 -0.1325 0.2261 -0.0374 0.082 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
4 3 -2
3 -6 4
0 -1 -6
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
N11 Pd N11 . 2 180.0(2) yes
N11 Pd N31 . . 91.59(14) yes
N11 Pd N31 2 . 88.41(14) no
N11 Pd N31 . 2 88.41(14) yes
N11 Pd N31 2 2 91.59(14) no
N31 Pd N31 . 2 180.00(16) yes
N11 Pd N13 . . 47.77(12) no
N11 Pd N13 2 . 132.23(12) no
N31 Pd N13 . . 88.44(12) no
N31 Pd N13 2 . 91.56(12) no
N12 N11 C11 . . 115.1(3) no
N12 N11 Pd . . 122.0(3) no
C11 N11 Pd . . 122.9(3) no
N13 N12 N11 . . 111.0(3) yes
N12 N13 C21 . . 113.0(4) no
N12 N13 Pd . . 79.2(2) no
C21 N13 Pd . . 167.3(3) no
C36 N31 C32 . . 118.6(4) no
C36 N31 Pd . . 119.7(4) no
C32 N31 Pd . . 121.6(3) no
O2 N1 O1 . . 123.4(5) no
O2 N1 C14 . . 118.5(5) no
O1 N1 C14 . . 118.1(5) no
C16 C11 C12 . . 119.0(4) no
C16 C11 N11 . . 116.9(4) no
C12 C11 N11 . . 124.1(4) no
C13 C12 C11 . . 119.9(4) no
C13 C12 H12 . . 120.1 no
C11 C12 H12 . . 120.1 no
C14 C13 C12 . . 120.2(4) no
C14 C13 H13 . . 119.9 no
C12 C13 H13 . . 119.9 no
C13 C14 C15 . . 120.8(4) no
C13 C14 N1 . . 120.0(5) no
C15 C14 N1 . . 119.2(5) no
C16 C15 C14 . . 119.6(4) no
C16 C15 H15 . . 120.2 no
C14 C15 H15 . . 120.2 no
C15 C16 C11 . . 120.6(4) no
C15 C16 H16 . . 119.7 no
C11 C16 H16 . . 119.7 no
C22 C21 C26 . . 117.5(4) no
C22 C21 N13 . . 116.7(4) no
C26 C21 N13 . . 125.8(4) no
F C22 C23 . . 118.2(4) no
F C22 C21 . . 118.7(4) no
C23 C22 C21 . . 123.0(5) no
C22 C23 C24 . . 119.0(5) no
C22 C23 H23 . . 120.5 no
C24 C23 H23 . . 120.5 no
C23 C24 C25 . . 119.9(5) no
C23 C24 H24 . . 120 no
C25 C24 H24 . . 120 no
C26 C25 C24 . . 120.3(5) no
C26 C25 H25 . . 119.9 no
C24 C25 H25 . . 119.9 no
C25 C26 C21 . . 120.3(5) no
C25 C26 H26 . . 119.8 no
C21 C26 H26 . . 119.8 no
N31 C32 C33 . . 122.3(5) no
N31 C32 H32 . . 118.9 no
C33 C32 H32 . . 118.9 no
C34 C33 C32 . . 119.6(6) no
C34 C33 H33 . . 120.2 no
C32 C33 H33 . . 120.2 no
C33 C34 C35 . . 118.6(6) no
C33 C34 H34 . . 120.7 no
C35 C34 H34 . . 120.7 no
C34 C35 C36 . . 119.6(6) no
C34 C35 H35 . . 120.2 no
C36 C35 H35 . . 120.2 no
N31 C36 C35 . . 121.3(6) no
N31 C36 H36 . . 119.3 no
C35 C36 H36 . . 119.3 no
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
Pd N11 . 2.021(3) yes
Pd N11 2 2.021(3) no
Pd N31 . 2.039(3) yes
Pd N31 2 2.039(3) no
Pd N13 . 2.903(4) yes
F C22 . 1.353(5) yes
O1 N1 . 1.231(6) yes
O2 N1 . 1.229(6) yes
N11 N12 . 1.325(5) yes
N11 C11 . 1.403(5) yes
N12 N13 . 1.283(5) yes
N13 C21 . 1.413(5) yes
N31 C36 . 1.317(6) yes
N31 C32 . 1.326(6) yes
N1 C14 . 1.460(6) yes
C11 C16 . 1.391(6) no
C11 C12 . 1.397(6) no
C12 C13 . 1.373(6) no
C12 H12 . 0.93 no
C13 C14 . 1.371(7) no
C13 H13 . 0.93 no
C14 C15 . 1.377(6) no
C15 C16 . 1.369(6) no
C15 H15 . 0.93 no
C16 H16 . 0.93 no
C21 C22 . 1.378(6) no
C21 C26 . 1.384(6) no
C22 C23 . 1.362(7) no
C23 C24 . 1.366(7) no
C23 H23 . 0.93 no
C24 C25 . 1.383(8) no
C24 H24 . 0.93 no
C25 C26 . 1.380(7) no
C25 H25 . 0.93 no
C26 H26 . 0.93 no
C32 C33 . 1.370(7) no
C32 H32 . 0.93 no
C33 C34 . 1.339(9) no
C33 H33 . 0.93 no
C34 C35 . 1.366(10) no
C34 H34 . 0.93 no
C35 C36 . 1.380(8) no
C35 H35 . 0.93 no
C36 H36 . 0.93 no
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_site_symmetry_1
_geom_torsion
_geom_torsion_publ_flag
N31 Pd N11 N12 . -86.4(3) no
N31 Pd N11 N12 2 93.6(3) no
N13 Pd N11 N12 . 0.0(3) no
N31 Pd N11 C11 . 96.2(3) no
N31 Pd N11 C11 2 -83.8(3) no
N13 Pd N11 C11 . -177.3(4) no
C11 N11 N12 N13 . 177.5(3) no
Pd N11 N12 N13 . 0.0(5) no
N11 N12 N13 C21 . 176.3(3) no
N11 N12 N13 Pd . 0.0(3) no
N11 Pd N13 N12 . 0.0(2) no
N11 Pd N13 N12 2 180.0(2) no
N31 Pd N13 N12 . 93.6(2) no
N31 Pd N13 N12 2 -86.4(2) no
N11 Pd N13 C21 . -164.5(13) no
N11 Pd N13 C21 2 15.5(13) no
N31 Pd N13 C21 . -70.9(13) no
N31 Pd N13 C21 2 109.1(13) no
N11 Pd N31 C36 . -112.1(4) no
N11 Pd N31 C36 2 67.9(4) no
N13 Pd N31 C36 . -159.8(4) no
N11 Pd N31 C32 . 71.1(4) no
N11 Pd N31 C32 2 -108.9(4) no
N13 Pd N31 C32 . 23.4(3) no
N12 N11 C11 C16 . 177.1(3) no
Pd N11 C11 C16 . -5.4(5) no
N12 N11 C11 C12 . -2.9(6) no
Pd N11 C11 C12 . 174.6(3) no
C16 C11 C12 C13 . -1.4(6) no
N11 C11 C12 C13 . 178.6(4) no
C11 C12 C13 C14 . 0.1(7) no
C12 C13 C14 C15 . 1.2(7) no
C12 C13 C14 N1 . -178.5(4) no
O2 N1 C14 C13 . 177.1(4) no
O1 N1 C14 C13 . -2.6(6) no
O2 N1 C14 C15 . -2.6(7) no
O1 N1 C14 C15 . 177.7(4) no
C13 C14 C15 C16 . -1.2(7) no
N1 C14 C15 C16 . 178.5(4) no
C14 C15 C16 C11 . -0.1(7) no
C12 C11 C16 C15 . 1.4(6) no
N11 C11 C16 C15 . -178.6(4) no
N12 N13 C21 C22 . 166.9(4) no
Pd N13 C21 C22 . -29.7(15) no
N12 N13 C21 C26 . -16.1(6) no
Pd N13 C21 C26 . 147.3(11) no
C26 C21 C22 F . 179.7(4) no
N13 C21 C22 F . -3.0(6) no
C26 C21 C22 C23 . 1.0(7) no
N13 C21 C22 C23 . 178.3(4) no
F C22 C23 C24 . -179.4(5) no
C21 C22 C23 C24 . -0.7(8) no
C22 C23 C24 C25 . 0.6(8) no
C23 C24 C25 C26 . -0.8(8) no
C24 C25 C26 C21 . 1.1(8) no
C22 C21 C26 C25 . -1.2(7) no
N13 C21 C26 C25 . -178.1(5) no
C36 N31 C32 C33 . -0.6(7) no
Pd N31 C32 C33 . 176.2(4) no
N31 C32 C33 C34 . -0.6(9) no
C32 C33 C34 C35 . 1.8(10) no
C33 C34 C35 C36 . -1.8(11) no
C32 N31 C36 C35 . 0.7(8) no
Pd N31 C36 C35 . -176.2(5) no
C34 C35 C36 N31 . 0.5(10) no
