#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/36/2233647.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_2233647
loop_
_publ_author_name
'Ha, Kwang'
_publ_section_title
;
 A second monoclinic polymorph of (pyridine-2-carboxaldehyde
 oximato-κ²N,N')(pyridine-2-carboxaldehyde
 oxime-κ²N,N')palladium(II) chloride
;
_journal_coeditor_code           TK5047
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m176
_journal_page_last               m177
_journal_paper_doi               10.1107/S1600536812001559
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Pd (C6 H5 N2 O) (C6 H6 N2 O)] Cl'
_chemical_formula_moiety         'C12 H11 N4 O2 Pd +, Cl -'
_chemical_formula_sum            'C12 H11 Cl N4 O2 Pd'
_chemical_formula_weight         385.10
_chemical_name_systematic
;
(pyridine-2-carboxaldehyde
oximato-κ²N,N')(pyridine-2-carboxaldehyde
oxime-κ²N,N')palladium(II) chloride
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 114.447(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0865(16)
_cell_length_b                   12.1439(14)
_cell_length_c                   8.2723(9)
_cell_measurement_reflns_used    2872
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.01
_cell_measurement_theta_min      2.31
_cell_volume                     1288.2(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       'φ and ω 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  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3935
_diffrn_reflns_theta_full        26.04
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.893702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.986
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.747
_refine_diff_density_min         -0.526
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0300
_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)+(0.0350P)²+2.4037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0747
_reflns_number_gt                1188
_reflns_number_total             1312
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            tk5047.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               2233647
_cod_database_fobs_code          2233647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
Pd Pd1 0.09319(3) 0.5000 0.41451(4) 0.02259(15) Uani d S 1 2
O O1 0.2571(2) 0.4005(3) 0.7251(4) 0.0546(9) Uani d . 1 1
H H1o 0.261(5) 0.5000 0.725(10) 0.08(2) Uiso d S 1 2
N N1 0.0142(2) 0.3633(2) 0.2741(4) 0.0295(7) Uani d . 1 1
N N2 0.1746(2) 0.3793(3) 0.5732(4) 0.0342(7) Uani d . 1 1
C C1 -0.0700(3) 0.3564(4) 0.1201(5) 0.0444(11) Uani d . 1 1
H H1 -0.1006 0.4219 0.0576 0.053 Uiso calc R 1 1
C C2 -0.1134(4) 0.2558(6) 0.0502(8) 0.075(2) Uani d . 1 1
H H2 -0.1730 0.2539 -0.0599 0.090 Uiso calc R 1 1
C C3 -0.0738(6) 0.1612(5) 0.1328(11) 0.092(3) Uani d . 1 1
H H3 -0.1051 0.0926 0.0848 0.110 Uiso calc R 1 1
C C4 0.0139(5) 0.1668(4) 0.2904(9) 0.0721(18) Uani d . 1 1
H H4 0.0452 0.1013 0.3524 0.086 Uiso calc R 1 1
C C5 0.0562(3) 0.2684(3) 0.3576(6) 0.0413(10) Uani d . 1 1
C C6 0.1470(3) 0.2806(4) 0.5255(6) 0.0457(11) Uani d . 1 1
H H6 0.1831 0.2191 0.5946 0.055 Uiso calc R 1 1
Cl Cl1 0.23809(11) 0.0000 0.72959(19) 0.0424(3) Uani d S 1 2
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'
Cl Cl 0.1484 0.1585 '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'
Pd Pd -0.9988 1.0072 '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_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Pd1 N2 6_565 . 95.2(2) ?
N2 Pd1 N1 6_565 . 173.62(12) ?
N2 Pd1 N1 . . 78.91(14) y
N2 Pd1 N1 6_565 6_565 78.91(14) ?
N2 Pd1 N1 . 6_565 173.62(13) ?
N1 Pd1 N1 . 6_565 106.87(17) ?
N2 O1 H1o . . 103(3) ?
C1 N1 C5 . . 117.6(4) ?
C1 N1 Pd1 . . 130.1(3) ?
C5 N1 Pd1 . . 112.3(3) ?
C6 N2 O1 . . 120.6(3) ?
C6 N2 Pd1 . . 118.2(3) ?
O1 N2 Pd1 . . 121.3(3) ?
N1 C1 C2 . . 121.3(5) ?
N1 C1 H1 . . 119.4 ?
C2 C1 H1 . . 119.4 ?
C3 C2 C1 . . 121.9(6) ?
C3 C2 H2 . . 119.1 ?
C1 C2 H2 . . 119.1 ?
C2 C3 C4 . . 117.6(5) ?
C2 C3 H3 . . 121.2 ?
C4 C3 H3 . . 121.2 ?
C3 C4 C5 . . 119.5(5) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
N1 C5 C4 . . 122.2(5) ?
N1 C5 C6 . . 115.3(3) ?
C4 C5 C6 . . 122.5(5) ?
N2 C6 C5 . . 115.3(4) ?
N2 C6 H6 . . 122.3 ?
C5 C6 H6 . . 122.3 ?
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 N1 . 2.068(3) y
Pd1 N1 6_565 2.068(3) ?
Pd1 N2 6_565 1.985(3) ?
Pd1 N2 . 1.985(3) y
O1 N2 . 1.337(4) ?
O1 H1o . 1.210(5) ?
N1 C1 . 1.336(5) ?
N1 C5 . 1.347(5) ?
N2 C6 . 1.271(5) ?
C1 C2 . 1.381(7) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.335(10) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.377(9) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.383(6) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.455(6) ?
C6 H6 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1o O1 6_565 1.210(5) 1.210(5) 2.418(7) 175(7)
C2 H2 O1 8_454 0.95 2.49 3.178(5) 129
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
N2 Pd1 N1 C1 . 178.8(3)
N1 Pd1 N1 C1 6_565 1.6(4)
N2 Pd1 N1 C5 . 0.0(2)
N1 Pd1 N1 C5 6_565 -177.22(17)
N2 Pd1 N2 C6 6_565 178.0(2)
N1 Pd1 N2 C6 . 0.4(3)
N2 Pd1 N2 O1 6_565 -2.8(3)
N1 Pd1 N2 O1 . 179.6(3)
C5 N1 C1 C2 . 0.9(5)
Pd1 N1 C1 C2 . -177.9(3)
N1 C1 C2 C3 . 0.3(7)
C1 C2 C3 C4 . -1.3(8)
C2 C3 C4 C5 . 1.1(8)
C1 N1 C5 C4 . -1.1(5)
Pd1 N1 C5 C4 . 177.9(3)
C1 N1 C5 C6 . -179.4(3)
Pd1 N1 C5 C6 . -0.4(4)
C3 C4 C5 N1 . 0.1(7)
C3 C4 C5 C6 . 178.3(4)
O1 N2 C6 C5 . -180.0(3)
Pd1 N2 C6 C5 . -0.7(5)
N1 C5 C6 N2 . 0.7(5)
C4 C5 C6 N2 . -177.6(4)
