#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:08:15 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179881 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/77/7017772.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_7017772
loop_
_publ_author_name
'Vicente, José'
'Chicote, María-Teresa'
'Abellán-López, Antonio'
'Bautista, Delia'
_publ_section_title
;
 A systematic study on the synthesis, reactivity and structure of
 ortho-palladated aryloximes, including the first cyclopalladated
 aryloximato and iminoaryloxime complexes.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              752
_journal_page_last               762
_journal_paper_doi               10.1039/c1dt11445j
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C14 H15 Cl N2 O Pd'
_chemical_formula_weight         369.13
_chemical_name_systematic
;
?
;
_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                90.108(2)
_cell_angle_beta                 108.795(2)
_cell_angle_gamma                114.271(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1285(4)
_cell_length_b                   9.2016(4)
_cell_length_c                   10.0426(4)
_cell_measurement_reflns_used    7402
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      2.46
_cell_volume                     719.11(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω-scan
_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  0.0133
_diffrn_reflns_av_sigmaI/netI    0.0154
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8249
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    1.468
_exptl_absorpt_correction_T_max  0.7577
_exptl_absorpt_correction_T_min  0.7001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0164(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         3197
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0172
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0236P)²+0.4874P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0446
_refine_ls_wR_factor_ref         0.0448
_reflns_number_gt                3155
_reflns_number_total             3197
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11445j.txt
_cod_data_source_block           aab16s
_cod_database_code               7017772
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
Pd1 Pd 0.766055(14) 0.276499(13) 1.103599(11) 0.01216(6) Uani 1 1 d .
Cl1 Cl 1.04575(5) 0.30474(5) 1.26100(4) 0.01932(9) Uani 1 1 d .
N1 N 0.73034(17) 0.36338(16) 1.26660(14) 0.0147(3) Uani 1 1 d .
O1 O 0.84981(16) 0.41000(16) 1.40436(12) 0.0204(2) Uani 1 1 d .
H01 H 0.926(4) 0.395(3) 1.390(3) 0.043(7) Uiso 1 1 d .
C1 C 0.5333(2) 0.26411(18) 1.00536(17) 0.0149(3) Uani 1 1 d .
C2 C 0.4788(2) 0.33169(18) 1.09621(16) 0.0137(3) Uani 1 1 d .
C3 C 0.3235(2) 0.34240(19) 1.04538(17) 0.0163(3) Uani 1 1 d .
H3 H 0.2898 0.3900 1.1071 0.020 Uiso 1 1 calc R
C4 C 0.2173(2) 0.2831(2) 0.90355(18) 0.0190(3) Uani 1 1 d .
H4 H 0.1125 0.2929 0.8673 0.023 Uiso 1 1 calc R
C5 C 0.2654(2) 0.2096(2) 0.81563(17) 0.0199(3) Uani 1 1 d .
H5 H 0.1906 0.1653 0.7199 0.024 Uiso 1 1 calc R
C6 C 0.4224(2) 0.1997(2) 0.86575(17) 0.0181(3) Uani 1 1 d .
H6 H 0.4532 0.1488 0.8041 0.022 Uiso 1 1 calc R
C7 C 0.5947(2) 0.38598(18) 1.24523(16) 0.0147(3) Uani 1 1 d .
C8 C 0.5603(2) 0.4562(2) 1.35966(18) 0.0204(3) Uani 1 1 d .
H8A H 0.4762 0.3696 1.3895 0.031 Uiso 1 1 calc R
H8B H 0.5146 0.5335 1.3232 0.031 Uiso 1 1 calc R
H8C H 0.6674 0.5115 1.4413 0.031 Uiso 1 1 calc R
N2 N 0.78231(17) 0.19740(16) 0.92177(14) 0.0138(3) Uani 1 1 d .
C11 C 0.7797(2) 0.2823(2) 0.81228(18) 0.0180(3) Uani 1 1 d .
H11 H 0.7789 0.3845 0.8239 0.022 Uiso 1 1 calc R
C12 C 0.7780(2) 0.2259(2) 0.68402(18) 0.0208(3) Uani 1 1 d .
H12 H 0.7751 0.2886 0.6090 0.025 Uiso 1 1 calc R
C13 C 0.7806(2) 0.0770(2) 0.66454(17) 0.0201(3) Uani 1 1 d .
C14 C 0.7894(2) -0.0064(2) 0.77984(19) 0.0200(3) Uani 1 1 d .
H14 H 0.7951 -0.1067 0.7723 0.024 Uiso 1 1 calc R
C15 C 0.7899(2) 0.05584(19) 0.90521(17) 0.0162(3) Uani 1 1 d .
H15 H 0.7958 -0.0034 0.9826 0.019 Uiso 1 1 calc R
C16 C 0.7754(3) 0.0094(3) 0.5254(2) 0.0338(4) Uani 1 1 d .
H16A H 0.8218 -0.0705 0.5418 0.051 Uiso 1 1 calc R
H16B H 0.8446 0.0970 0.4850 0.051 Uiso 1 1 calc R
H16C H 0.6563 -0.0421 0.4588 0.051 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'
O O 0.0106 0.0060 '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'
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
C1 Pd1 N1 80.00(6)
C1 Pd1 N2 93.74(6)
N1 Pd1 N2 173.05(5)
C1 Pd1 Cl1 170.23(5)
N1 Pd1 Cl1 90.29(4)
N2 Pd1 Cl1 96.01(4)
C7 N1 O1 116.75(13)
C7 N1 Pd1 119.93(11)
O1 N1 Pd1 123.23(10)
C6 C1 C2 118.15(14)
C6 C1 Pd1 129.45(12)
C2 C1 Pd1 112.40(11)
C3 C2 C1 121.16(14)
C3 C2 C7 122.98(14)
C1 C2 C7 115.85(14)
C2 C3 C4 119.70(15)
C5 C4 C3 119.62(15)
C4 C5 C6 120.96(15)
C1 C6 C5 120.28(15)
N1 C7 C2 111.53(13)
N1 C7 C8 123.69(14)
C2 C7 C8 124.77(14)
C15 N2 C11 117.95(14)
C15 N2 Pd1 120.89(11)
C11 N2 Pd1 121.12(11)
N2 C11 C12 122.31(15)
C11 C12 C13 120.06(16)
C14 C13 C12 116.97(15)
C14 C13 C16 121.24(17)
C12 C13 C16 121.79(17)
C15 C14 C13 120.30(15)
N2 C15 C14 122.35(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C1 1.9873(16)
Pd1 N1 1.9945(13)
Pd1 N2 2.0358(13)
Pd1 Cl1 2.4367(4)
N1 C7 1.290(2)
N1 O1 1.3887(17)
C1 C6 1.390(2)
C1 C2 1.419(2)
C2 C3 1.389(2)
C2 C7 1.467(2)
C3 C4 1.392(2)
C4 C5 1.386(2)
C5 C6 1.399(2)
C7 C8 1.495(2)
N2 C15 1.345(2)
N2 C11 1.350(2)
C11 C12 1.381(2)
C12 C13 1.395(2)
C13 C14 1.390(2)
C13 C16 1.507(2)
C14 C15 1.380(2)
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_site_symmetry_A
O1 H01 Cl1 0.82(3) 2.29(3) 3.0476(13) 156(3) .
C12 H12 O1 0.95 2.49 3.388(2) 156.7 1_554
