#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/39/7013977.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_7013977
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            'C19 H17 N3'
_chemical_formula_weight         287.36
_chemical_name_systematic
;
2-benzoylpyridine-N-methyl-N-phenylhydrazone
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.16(2)
_cell_angle_beta                 109.48(2)
_cell_angle_gamma                105.28(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1886(30)
_cell_length_b                   9.5011(21)
_cell_length_c                   10.1192(28)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      13.9
_cell_measurement_theta_min      8.3
_cell_volume                     773.2(4)
_computing_molecular_graphics    'Bruker SHELXLTL'
_computing_publication_material  'Bruker SHELXLTL'
_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  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0303
_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       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2921
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2734
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w==1/[σ²(Fo²)+(0.0606P)²+0.0166P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1176
_reflns_number_gt                1898
_reflns_number_total             2734
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316843c.txt
_cod_data_source_block           (1)
_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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7013977
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N1 N 0.77027(18) 0.12553(16) 0.86711(16) 0.0509(4) Uani 1 1 d . . .
N2 N 0.73974(18) 0.24232(16) 0.80353(17) 0.0497(4) Uani 1 1 d . . .
N3 N 0.90247(18) 0.49601(17) 0.63011(17) 0.0505(4) Uani 1 1 d . . .
C1 C 0.6269(2) 0.00245(18) 0.82968(18) 0.0425(4) Uani 1 1 d . . .
C2 C 0.6073(2) -0.0883(2) 0.9213(2) 0.0523(5) Uani 1 1 d . . .
H2 H 0.6898 -0.0663 1.0130 0.063 Uiso 1 1 calc R . .
C3 C 0.4657(2) -0.2111(2) 0.8768(2) 0.0594(5) Uani 1 1 d . . .
H3 H 0.4537 -0.2702 0.9400 0.071 Uiso 1 1 calc R . .
C4 C 0.3424(2) -0.2485(2) 0.7425(2) 0.0574(5) Uani 1 1 d . . .
H4 H 0.2479 -0.3322 0.7138 0.069 Uiso 1 1 calc R . .
C5 C 0.3612(2) -0.1596(2) 0.6509(2) 0.0576(5) Uani 1 1 d . . .
H5 H 0.2781 -0.1833 0.5592 0.069 Uiso 1 1 calc R . .
C6 C 0.5015(2) -0.0357(2) 0.6927(2) 0.0517(5) Uani 1 1 d . . .
H6 H 0.5122 0.0228 0.6288 0.062 Uiso 1 1 calc R . .
C7 C 0.8537(2) 0.32034(18) 0.76950(18) 0.0424(4) Uani 1 1 d . . .
C8 C 0.8199(2) 0.44727(18) 0.71047(18) 0.0409(4) Uani 1 1 d . . .
C9 C 0.7070(2) 0.5086(2) 0.7342(2) 0.0565(5) Uani 1 1 d . . .
H9 H 0.6535 0.4746 0.7925 0.068 Uiso 1 1 calc R . .
C10 C 0.6749(3) 0.6200(2) 0.6708(3) 0.0664(6) Uani 1 1 d . . .
H10 H 0.5981 0.6615 0.6842 0.080 Uiso 1 1 calc R . .
C11 C 0.7573(3) 0.6697(2) 0.5872(2) 0.0605(5) Uani 1 1 d . . .
H11 H 0.7377 0.7452 0.5430 0.073 Uiso 1 1 calc R . .
C12 C 0.8689(2) 0.6054(2) 0.5705(2) 0.0573(5) Uani 1 1 d . . .
H12 H 0.9249 0.6399 0.5141 0.069 Uiso 1 1 calc R . .
C13 C 1.0033(2) 0.28520(19) 0.77235(18) 0.0438(4) Uani 1 1 d . . .
C14 C 1.1570(2) 0.3971(2) 0.8341(2) 0.0514(5) Uani 1 1 d . . .
H14 H 1.1686 0.4946 0.8803 0.062 Uiso 1 1 calc R . .
C15 C 1.2929(2) 0.3652(2) 0.8278(2) 0.0610(5) Uani 1 1 d . . .
H15 H 1.3953 0.4412 0.8698 0.073 Uiso 1 1 calc R . .
C16 C 1.2783(3) 0.2221(3) 0.7602(2) 0.0642(6) Uani 1 1 d . . .
H16 H 1.3702 0.2012 0.7558 0.077 Uiso 1 1 calc R . .
C17 C 1.1273(3) 0.1101(2) 0.6990(2) 0.0631(6) Uani 1 1 d . . .
H17 H 1.1171 0.0128 0.6536 0.076 Uiso 1 1 calc R . .
C18 C 0.9904(2) 0.1408(2) 0.7044(2) 0.0539(5) Uani 1 1 d . . .
H18 H 0.8885 0.0640 0.6621 0.065 Uiso 1 1 calc R . .
C19 C 0.9005(2) 0.1713(2) 1.0102(2) 0.0623(6) Uani 1 1 d . . .
H19A H 0.9863 0.2599 1.0187 0.075 Uiso 1 1 calc R . .
H19B H 0.9435 0.0906 1.0243 0.075 Uiso 1 1 calc R . .
H19C H 0.8580 0.1936 1.0828 0.075 Uiso 1 1 calc R . .
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'
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
C1 N1 N2 112.50(14) . . ?
C1 N1 C19 120.59(15) . . ?
N2 N1 C19 116.87(15) . . ?
C7 N2 N1 116.92(15) . . ?
C12 N3 C8 117.11(16) . . ?
C2 C1 C6 118.08(17) . . ?
C2 C1 N1 122.60(17) . . ?
C6 C1 N1 119.25(16) . . ?
C3 C2 C1 120.10(18) . . ?
C4 C3 C2 121.85(19) . . ?
C3 C4 C5 118.41(19) . . ?
C4 C5 C6 121.01(19) . . ?
C5 C6 C1 120.54(18) . . ?
N2 C7 C8 114.94(16) . . ?
N2 C7 C13 125.90(16) . . ?
C8 C7 C13 118.92(14) . . ?
N3 C8 C9 122.13(16) . . ?
N3 C8 C7 115.96(15) . . ?
C9 C8 C7 121.89(15) . . ?
C10 C9 C8 119.21(18) . . ?
C9 C10 C11 119.16(19) . . ?
C12 C11 C10 118.35(19) . . ?
N3 C12 C11 124.03(18) . . ?
C14 C13 C18 118.18(17) . . ?
C14 C13 C7 121.26(16) . . ?
C18 C13 C7 120.44(16) . . ?
C15 C14 C13 120.67(18) . . ?
C16 C15 C14 120.5(2) . . ?
C17 C16 C15 119.6(2) . . ?
C16 C17 C18 120.4(2) . . ?
C17 C18 C13 120.65(19) . . ?
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
N1 C1 1.400(2) . ?
N1 N2 1.412(2) . ?
N1 C19 1.445(2) . ?
N2 C7 1.295(2) . ?
N3 C12 1.336(2) . ?
N3 C8 1.341(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.391(3) . ?
C2 C3 1.378(3) . ?
C3 C4 1.365(3) . ?
C4 C5 1.371(3) . ?
C5 C6 1.380(3) . ?
C7 C8 1.487(2) . ?
C7 C13 1.490(2) . ?
C8 C9 1.384(2) . ?
C9 C10 1.369(3) . ?
C10 C11 1.370(3) . ?
C11 C12 1.366(3) . ?
C13 C14 1.387(3) . ?
C13 C18 1.389(2) . ?
C14 C15 1.379(3) . ?
C15 C16 1.371(3) . ?
C16 C17 1.371(3) . ?
C17 C18 1.380(3) . ?
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 -147.51(15) . . . . ?
C19 N1 N2 C7 66.7(2) . . . . ?
N2 N1 C1 C2 -149.63(17) . . . . ?
C19 N1 C1 C2 -5.2(3) . . . . ?
N2 N1 C1 C6 33.5(2) . . . . ?
C19 N1 C1 C6 177.87(17) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
N1 C1 C2 C3 -177.80(17) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C2 C1 C6 C5 0.7(3) . . . . ?
N1 C1 C6 C5 177.73(16) . . . . ?
N1 N2 C7 C8 -176.80(14) . . . . ?
N1 N2 C7 C13 8.9(2) . . . . ?
C12 N3 C8 C9 -1.3(3) . . . . ?
C12 N3 C8 C7 177.11(16) . . . . ?
N2 C7 C8 N3 -158.13(16) . . . . ?
C13 C7 C8 N3 16.6(2) . . . . ?
N2 C7 C8 C9 20.3(2) . . . . ?
C13 C7 C8 C9 -164.96(16) . . . . ?
N3 C8 C9 C10 1.7(3) . . . . ?
C7 C8 C9 C10 -176.63(18) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C8 N3 C12 C11 0.3(3) . . . . ?
C10 C11 C12 N3 0.4(3) . . . . ?
N2 C7 C13 C14 -134.01(19) . . . . ?
C8 C7 C13 C14 51.9(2) . . . . ?
N2 C7 C13 C18 50.2(3) . . . . ?
C8 C7 C13 C18 -123.89(18) . . . . ?
C18 C13 C14 C15 0.0(3) . . . . ?
C7 C13 C14 C15 -175.84(17) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C13 -0.3(3) . . . . ?
C14 C13 C18 C17 0.1(3) . . . . ?
C7 C13 C18 C17 176.00(17) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29337593
