#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:25:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179843 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/39/7013980.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_7013980
loop_
_publ_author_name
'Ghedini, Mauro'
'Aiello, Iolinda'
'Crispini, Alessandra'
'La Deda, Massimo'
_publ_section_title
;
 Synthesis and solid state characterisation of mononuclear
 2-benzoylpyridine N-methyl-N-phenylhydrazone palladium(II) complexes.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1386
_journal_page_last               1392
_journal_paper_doi               10.1039/b316843c
_journal_year                    2004
_chemical_formula_sum            'C20 H17 Cl3 I N3 Pd'
_chemical_formula_weight         639.02
_chemical_name_systematic
;
2-benzoylpyridine-N-methyl-N-phenylhydrazonepalladium(II) bromide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.20(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0814(20)
_cell_length_b                   16.5373(40)
_cell_length_c                   14.7199(47)
_cell_measurement_temperature    298
_cell_volume                     2201.6(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0563
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3723
_diffrn_reflns_theta_full        24.05
_diffrn_reflns_theta_max         24.05
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    2.621
_exptl_absorpt_correction_T_max  0.133
_exptl_absorpt_correction_T_min  0.096
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.871
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0353
_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)+(0.0433P)²+0.0000P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0807
_reflns_number_gt                2377
_reflns_number_total             3480
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316843c.txt
_cod_data_source_block           (4)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_cell_volume        2201.6(8)
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               7013980
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.07930(5) 0.07990(3) 0.08474(3) 0.03891(14) Uani 1 1 d . . .
I1 I 0.30361(5) 0.14026(3) 0.01375(3) 0.05465(15) Uani 1 1 d . . .
N1 N -0.2007(5) 0.0860(3) 0.1560(3) 0.0481(13) Uani 1 1 d . . .
N2 N -0.0817(5) 0.0362(3) 0.1513(3) 0.0381(11) Uani 1 1 d . . .
N3 N 0.1590(5) -0.0379(3) 0.1162(3) 0.0413(12) Uani 1 1 d . . .
C1 C -0.1819(7) 0.1616(4) 0.1151(4) 0.0428(15) Uani 1 1 d . . .
C2 C -0.0480(7) 0.1766(4) 0.0759(4) 0.0446(15) Uani 1 1 d . . .
C3 C -0.0279(8) 0.2521(4) 0.0400(4) 0.0571(18) Uani 1 1 d . . .
H3A H 0.0612 0.2642 0.0165 0.068 Uiso 1 1 calc R . .
C4 C -0.1385(9) 0.3112(4) 0.0380(5) 0.069(2) Uani 1 1 d . . .
H4A H -0.1236 0.3615 0.0120 0.083 Uiso 1 1 calc R . .
C5 C -0.2688(8) 0.2949(4) 0.0744(5) 0.0592(19) Uani 1 1 d . . .
H5A H -0.3423 0.3341 0.0732 0.071 Uiso 1 1 calc R . .
C6 C -0.2910(8) 0.2201(4) 0.1131(5) 0.0566(18) Uani 1 1 d . . .
H6A H -0.3796 0.2092 0.1378 0.068 Uiso 1 1 calc R . .
C7 C -0.0634(7) -0.0332(4) 0.1922(4) 0.0405(14) Uani 1 1 d . . .
C8 C 0.0683(6) -0.0777(4) 0.1692(4) 0.0429(15) Uani 1 1 d . . .
C9 C 0.1031(7) -0.1553(4) 0.1998(4) 0.0522(17) Uani 1 1 d . . .
H9A H 0.0418 -0.1819 0.2374 0.063 Uiso 1 1 calc R . .
C10 C 0.2270(8) -0.1925(5) 0.1748(5) 0.067(2) Uani 1 1 d . . .
H10A H 0.2505 -0.2446 0.1947 0.081 Uiso 1 1 calc R . .
C11 C 0.3157(8) -0.1526(4) 0.1205(5) 0.0598(19) Uani 1 1 d . . .
H11A H 0.3994 -0.1775 0.1015 0.072 Uiso 1 1 calc R . .
C12 C 0.2801(7) -0.0752(4) 0.0940(4) 0.0463(15) Uani 1 1 d . . .
H12A H 0.3437 -0.0474 0.0589 0.056 Uiso 1 1 calc R . .
C13 C -0.1518(6) -0.0634(4) 0.2655(4) 0.0424(15) Uani 1 1 d . . .
C14 C -0.2353(7) -0.1325(4) 0.2579(5) 0.0585(18) Uani 1 1 d . . .
H14A H -0.2401 -0.1627 0.2044 0.070 Uiso 1 1 calc R . .
C15 C -0.3117(9) -0.1571(5) 0.3289(5) 0.074(2) Uani 1 1 d . . .
H15A H -0.3682 -0.2040 0.3231 0.088 Uiso 1 1 calc R . .
C16 C -0.3063(9) -0.1139(5) 0.4080(5) 0.075(2) Uani 1 1 d . . .
H16A H -0.3581 -0.1312 0.4561 0.090 Uiso 1 1 calc R . .
C17 C -0.2244(10) -0.0453(5) 0.4157(5) 0.078(2) Uani 1 1 d . . .
H17A H -0.2202 -0.0155 0.4695 0.094 Uiso 1 1 calc R . .
C18 C -0.1482(9) -0.0195(4) 0.3454(5) 0.065(2) Uani 1 1 d . . .
H18A H -0.0935 0.0281 0.3513 0.078 Uiso 1 1 calc R . .
C19 C -0.3462(6) 0.0526(4) 0.1653(5) 0.0539(18) Uani 1 1 d . . .
H19A H -0.3363 0.0009 0.1947 0.081 Uiso 1 1 calc R . .
H19B H -0.3983 0.0464 0.1060 0.081 Uiso 1 1 calc R . .
H19C H -0.4004 0.0885 0.2013 0.081 Uiso 1 1 calc R . .
C1S C 0.3043(9) 0.1125(4) 0.3003(5) 0.071(2) Uani 1 1 d . . .
H1SA H 0.2980 0.1156 0.2336 0.085 Uiso 1 1 calc R . .
Cl1 Cl 0.1443(3) 0.15384(14) 0.33705(17) 0.0945(7) Uani 1 1 d . . .
Cl2 Cl 0.3230(3) 0.01177(12) 0.33200(16) 0.0981(8) Uani 1 1 d . . .
Cl3 Cl 0.4570(3) 0.16813(16) 0.34423(18) 0.1055(9) Uani 1 1 d . . .
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'
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'
Cl Cl 0.1484 0.1585 '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 C2 82.7(2) . . ?
N2 Pd N3 78.92(19) . . ?
C2 Pd N3 161.6(2) . . ?
N2 Pd I1 174.15(13) . . ?
C2 Pd I1 98.05(18) . . ?
N3 Pd I1 100.28(14) . . ?
N2 N1 C1 112.8(5) . . ?
N2 N1 C19 120.5(5) . . ?
C1 N1 C19 121.8(5) . . ?
C7 N2 N1 125.3(5) . . ?
C7 N2 Pd 119.0(4) . . ?
N1 N2 Pd 115.5(3) . . ?
C12 N3 C8 118.4(5) . . ?
C12 N3 Pd 130.5(4) . . ?
C8 N3 Pd 111.1(4) . . ?
C6 C1 N1 121.1(6) . . ?
C6 C1 C2 120.6(6) . . ?
N1 C1 C2 118.2(5) . . ?
C3 C2 C1 117.7(6) . . ?
C3 C2 Pd 131.6(5) . . ?
C1 C2 Pd 110.6(4) . . ?
C2 C3 C4 121.5(7) . . ?
C5 C4 C3 119.8(7) . . ?
C4 C5 C6 120.1(7) . . ?
C5 C6 C1 120.2(7) . . ?
N2 C7 C8 114.0(5) . . ?
N2 C7 C13 125.2(5) . . ?
C8 C7 C13 120.2(5) . . ?
N3 C8 C9 120.3(6) . . ?
N3 C8 C7 116.1(5) . . ?
C9 C8 C7 123.6(6) . . ?
C10 C9 C8 119.9(6) . . ?
C11 C10 C9 119.3(7) . . ?
C10 C11 C12 119.0(6) . . ?
N3 C12 C11 123.0(6) . . ?
C14 C13 C18 118.6(6) . . ?
C14 C13 C7 123.5(6) . . ?
C18 C13 C7 117.9(6) . . ?
C15 C14 C13 120.1(7) . . ?
C16 C15 C14 121.1(7) . . ?
C17 C16 C15 119.1(7) . . ?
C16 C17 C18 120.7(7) . . ?
C17 C18 C13 120.5(7) . . ?
Cl2 C1S Cl1 111.0(4) . . ?
Cl2 C1S Cl3 110.7(5) . . ?
Cl1 C1S Cl3 109.7(4) . . ?
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 1.970(5) . ?
Pd C2 1.970(6) . ?
Pd N3 2.114(5) . ?
Pd I1 2.5736(8) . ?
N1 N2 1.366(6) . ?
N1 C1 1.405(7) . ?
N1 C19 1.450(7) . ?
N2 C7 1.300(7) . ?
N3 C12 1.327(7) . ?
N3 C8 1.355(7) . ?
C1 C6 1.384(8) . ?
C1 C2 1.413(8) . ?
C2 C3 1.375(8) . ?
C3 C4 1.401(9) . ?
C4 C5 1.369(10) . ?
C5 C6 1.383(9) . ?
C7 C8 1.469(8) . ?
C7 C13 1.488(8) . ?
C8 C9 1.387(8) . ?
C9 C10 1.362(9) . ?
C10 C11 1.356(9) . ?
C11 C12 1.369(9) . ?
C13 C14 1.370(8) . ?
C13 C18 1.381(9) . ?
C14 C15 1.367(9) . ?
C15 C16 1.364(10) . ?
C16 C17 1.356(10) . ?
C17 C18 1.365(10) . ?
C1S Cl2 1.733(8) . ?
C1S Cl1 1.736(8) . ?
C1S Cl3 1.740(7) . ?
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
C1 N1 N2 C7 172.0(5) . . . . ?
C19 N1 N2 C7 -32.4(8) . . . . ?
C1 N1 N2 Pd -2.7(6) . . . . ?
C19 N1 N2 Pd 152.8(4) . . . . ?
C2 Pd N2 C7 -171.7(5) . . . . ?
N3 Pd N2 C7 8.6(4) . . . . ?
I1 Pd N2 C7 -74.0(15) . . . . ?
C2 Pd N2 N1 3.4(4) . . . . ?
N3 Pd N2 N1 -176.3(4) . . . . ?
I1 Pd N2 N1 101.0(14) . . . . ?
N2 Pd N3 C12 176.9(5) . . . . ?
C2 Pd N3 C12 176.0(6) . . . . ?
I1 Pd N3 C12 -9.0(5) . . . . ?
N2 Pd N3 C8 -4.6(4) . . . . ?
C2 Pd N3 C8 -5.5(9) . . . . ?
I1 Pd N3 C8 169.5(4) . . . . ?
N2 N1 C1 C6 179.9(5) . . . . ?
C19 N1 C1 C6 24.8(9) . . . . ?
N2 N1 C1 C2 -0.2(8) . . . . ?
C19 N1 C1 C2 -155.4(6) . . . . ?
C6 C1 C2 C3 3.0(9) . . . . ?
N1 C1 C2 C3 -176.9(6) . . . . ?
C6 C1 C2 Pd -177.3(5) . . . . ?
N1 C1 C2 Pd 2.9(7) . . . . ?
N2 Pd C2 C3 176.5(7) . . . . ?
N3 Pd C2 C3 177.4(5) . . . . ?
I1 Pd C2 C3 2.4(6) . . . . ?
N2 Pd C2 C1 -3.3(4) . . . . ?
N3 Pd C2 C1 -2.3(10) . . . . ?
I1 Pd C2 C1 -177.4(4) . . . . ?
C1 C2 C3 C4 -3.0(10) . . . . ?
Pd C2 C3 C4 177.2(5) . . . . ?
C2 C3 C4 C5 1.6(11) . . . . ?
C3 C4 C5 C6 0.0(11) . . . . ?
C4 C5 C6 C1 0.0(10) . . . . ?
N1 C1 C6 C5 178.4(6) . . . . ?
C2 C1 C6 C5 -1.5(10) . . . . ?
N1 N2 C7 C8 174.9(5) . . . . ?
Pd N2 C7 C8 -10.5(7) . . . . ?
N1 N2 C7 C13 -13.0(9) . . . . ?
Pd N2 C7 C13 161.6(5) . . . . ?
C12 N3 C8 C9 0.6(8) . . . . ?
Pd N3 C8 C9 -178.1(5) . . . . ?
C12 N3 C8 C7 179.5(5) . . . . ?
Pd N3 C8 C7 0.8(6) . . . . ?
N2 C7 C8 N3 6.0(8) . . . . ?
C13 C7 C8 N3 -166.6(5) . . . . ?
N2 C7 C8 C9 -175.2(6) . . . . ?
C13 C7 C8 C9 12.3(9) . . . . ?
N3 C8 C9 C10 -1.6(10) . . . . ?
C7 C8 C9 C10 179.6(6) . . . . ?
C8 C9 C10 C11 0.5(11) . . . . ?
C9 C10 C11 C12 1.6(11) . . . . ?
C8 N3 C12 C11 1.6(9) . . . . ?
Pd N3 C12 C11 179.9(5) . . . . ?
C10 C11 C12 N3 -2.7(10) . . . . ?
N2 C7 C13 C14 119.3(7) . . . . ?
C8 C7 C13 C14 -69.0(8) . . . . ?
N2 C7 C13 C18 -61.1(9) . . . . ?
C8 C7 C13 C18 110.5(7) . . . . ?
C18 C13 C14 C15 -0.7(10) . . . . ?
C7 C13 C14 C15 178.9(6) . . . . ?
C13 C14 C15 C16 -0.1(12) . . . . ?
C14 C15 C16 C17 0.4(13) . . . . ?
C15 C16 C17 C18 0.0(13) . . . . ?
C16 C17 C18 C13 -0.8(12) . . . . ?
C14 C13 C18 C17 1.1(11) . . . . ?
C7 C13 C18 C17 -178.5(7) . . . . ?
