#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:28:38 +0100 (lun 21 de mar de 2016) $
#$Revision: 178607 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/18/4071896.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_4071896
loop_
_publ_author_name
'Esposito, Oriana'
'Gois, Pedro M. P.'
'de K. Lewis, Alexandra K.'
'Caddick, Stephen'
'Cloke, F. Geoffrey N.'
'Hitchcock, Peter B.'
_publ_section_title
;
 Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity,
 and Catalytic Properties
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6411
_journal_paper_doi               10.1021/om800455h
_journal_volume                  27
_journal_year                    2008
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C13 H23 Cl Pd'
_chemical_formula_sum            'C13 H23 Cl Pd'
_chemical_formula_weight         321.16
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2005-06-16T09:28:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 96.456(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.4359(5)
_cell_length_b                   12.0616(10)
_cell_length_c                   17.4155(14)
_cell_measurement_reflns_used    16536
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.986
_cell_measurement_theta_min      3.395
_cell_measurement_wavelength     0.71073
_cell_volume                     1343.34(19)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.382881E-1
_diffrn_orient_matrix_UB_12      -0.353589E-1
_diffrn_orient_matrix_UB_13      0.484061E-1
_diffrn_orient_matrix_UB_21      0.138696
_diffrn_orient_matrix_UB_22      0.219004E-1
_diffrn_orient_matrix_UB_23      0.275141E-1
_diffrn_orient_matrix_UB_31      -0.612284E-1
_diffrn_orient_matrix_UB_32      0.717204E-1
_diffrn_orient_matrix_UB_33      0.154631E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6834
_diffrn_reflns_theta_full        22.97
_diffrn_reflns_theta_max         22.97
_diffrn_reflns_theta_min         3.52
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    1.549
_exptl_absorpt_correction_T_max  0.9045
_exptl_absorpt_correction_T_min  0.8147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.333
_refine_diff_density_min         -0.865
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.06
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0665P)²+7.6275P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1476
_reflns_number_gt                1451
_reflns_number_total             1843
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800455h_si_002.cif
_cod_data_source_block           jun1505
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4071896
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.13464(11) 0.36821(6) 0.35840(4) 0.0310(3) Uani 1 1 d . . .
Cl Cl -0.1090(4) 0.2373(2) 0.30702(15) 0.0407(6) Uani 1 1 d . A 1
C1 C 0.2216(15) 0.5289(7) 0.4056(5) 0.035(2) Uani 1 1 d . A 1
H1 H 0.1612 0.5083 0.4508 0.042 Uiso 1 1 calc R A 1
C2 C 0.4007(14) 0.4743(7) 0.3929(5) 0.031(2) Uani 1 1 d . A 1
H2 H 0.4469 0.4173 0.4284 0.037 Uiso 1 1 calc R A 1
C3 C 0.5334(14) 0.4960(8) 0.3273(5) 0.037(2) Uani 1 1 d . A 1
H3A H 0.6798 0.475 0.3448 0.044 Uiso 1 1 calc R A 1
H3B H 0.5313 0.5765 0.3161 0.044 Uiso 1 1 calc R A 1
C4 C 0.4614(15) 0.4324(8) 0.2508(6) 0.039(2) Uani 1 1 d . A 1
H4A H 0.5112 0.4737 0.2073 0.047 Uiso 1 1 calc R A 1
H4B H 0.5306 0.359 0.2532 0.047 Uiso 1 1 calc R A 1
C5 C 0.2319(14) 0.4151(8) 0.2335(5) 0.037(2) Uani 1 1 d . A 1
H5 H 0.189 0.3447 0.2132 0.044 Uiso 1 1 calc R A 1
C6 C 0.0797(15) 0.4867(8) 0.2431(5) 0.035(2) Uani 1 1 d . A 1
H6 H -0.0606 0.4619 0.2323 0.042 Uiso 1 1 calc R A 1
C7 C 0.1152(15) 0.6039(8) 0.2700(6) 0.038(2) Uani 1 1 d . A 1
H7A H 0.0076 0.652 0.2418 0.045 Uiso 1 1 calc R A 1
H7B H 0.2534 0.6289 0.2569 0.045 Uiso 1 1 calc R A 1
C8 C 0.1074(15) 0.6186(7) 0.3561(5) 0.038(2) Uani 1 1 d . A 1
H8A H -0.0408 0.6197 0.3664 0.045 Uiso 1 1 calc R A 1
H8B H 0.1691 0.6914 0.3718 0.045 Uiso 1 1 calc R A 1
C9 C 0.1423(15) 0.2990(8) 0.4674(5) 0.038(2) Uani 1 1 d . A 1
H9A H 0.1901 0.357 0.5055 0.045 Uiso 1 1 calc R A 1
H9B H -0.003 0.2799 0.4758 0.045 Uiso 1 1 calc R A 1
C10 C 0.2774(15) 0.1961(8) 0.4864(6) 0.041(2) Uani 1 1 d . A 1
C11 C 0.5066(18) 0.2155(10) 0.4747(8) 0.065(4) Uani 1 1 d . A 1
H11A H 0.5864 0.1474 0.4867 0.098 Uiso 1 1 calc R A 1
H11B H 0.5638 0.2752 0.509 0.098 Uiso 1 1 calc R A 1
H11C H 0.5163 0.2365 0.4208 0.098 Uiso 1 1 calc R A 1
C12 C 0.261(2) 0.1684(10) 0.5714(6) 0.069(4) Uani 1 1 d . A 1
H12A H 0.114 0.1558 0.5788 0.103 Uiso 1 1 calc R A 1
H12B H 0.3159 0.2303 0.604 0.103 Uiso 1 1 calc R A 1
H12C H 0.342 0.1013 0.5857 0.103 Uiso 1 1 calc R A 1
C13 C 0.199(2) 0.0948(9) 0.4389(7) 0.059(3) Uani 1 1 d . A 1
H13A H 0.0523 0.0809 0.4458 0.088 Uiso 1 1 calc R A 1
H13B H 0.2834 0.03 0.4562 0.088 Uiso 1 1 calc R A 1
H13C H 0.2113 0.1086 0.3841 0.088 Uiso 1 1 calc R A 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pd 0.0346(5) 0.0330(5) 0.0253(5) -0.0004(3) 0.0031(3) -0.0009(3)
Cl 0.0386(13) 0.0398(14) 0.0421(15) -0.0025(12) -0.0027(11) -0.0027(11)
C1 0.047(6) 0.028(5) 0.030(6) -0.004(4) 0.007(4) -0.005(5)
C2 0.037(5) 0.028(5) 0.027(5) 0.006(4) 0.000(4) -0.005(4)
C3 0.036(5) 0.034(5) 0.041(6) 0.001(5) 0.007(5) -0.007(4)
C4 0.045(6) 0.044(6) 0.032(6) 0.004(5) 0.018(5) 0.008(5)
C5 0.042(6) 0.041(5) 0.025(5) 0.004(5) 0.000(4) -0.002(5)
C6 0.036(5) 0.044(6) 0.026(5) -0.001(5) 0.003(4) 0.002(5)
C7 0.038(5) 0.038(6) 0.037(6) 0.010(5) 0.006(4) 0.003(4)
C8 0.049(6) 0.031(5) 0.035(6) -0.008(5) 0.008(5) -0.005(5)
C9 0.044(6) 0.042(6) 0.029(6) 0.008(5) 0.010(4) 0.010(5)
C10 0.045(6) 0.047(6) 0.032(6) -0.001(5) 0.008(5) 0.008(5)
C11 0.068(8) 0.047(7) 0.080(10) 0.019(7) 0.003(7) 0.008(6)
C12 0.108(11) 0.064(8) 0.034(7) 0.014(6) 0.009(7) 0.027(7)
C13 0.082(8) 0.041(6) 0.051(8) -0.003(6) -0.002(6) 0.007(6)
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'
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
C9 Pd C1 92.0(4)
C9 Pd C2 92.7(4)
C1 Pd C2 36.9(3)
C9 Pd Cl 91.4(3)
C1 Pd Cl 152.9(3)
C2 Pd Cl 169.2(3)
C9 Pd C5 161.0(3)
C1 Pd C5 92.9(4)
C2 Pd C5 80.4(3)
Cl Pd C5 92.6(2)
C9 Pd C6 166.1(3)
C1 Pd C6 78.2(3)
C2 Pd C6 85.4(3)
Cl Pd C6 92.9(2)
C5 Pd C6 31.8(3)
C2 C1 C8 127.8(9)
C2 C1 Pd 72.1(5)
C8 C1 Pd 109.6(6)
C2 C1 H1 116.1
C8 C1 H1 116.1
Pd C1 H1 88.2
C1 C2 C3 126.3(8)
C1 C2 Pd 71.0(5)
C3 C2 Pd 112.7(6)
C1 C2 H2 116.8
C3 C2 H2 116.8
Pd C2 H2 86.2
C2 C3 C4 114.7(7)
C2 C3 H3A 108.6
C4 C3 H3A 108.6
C2 C3 H3B 108.6
C4 C3 H3B 108.6
H3A C3 H3B 107.6
C5 C4 C3 115.7(8)
C5 C4 H4A 108.4
C3 C4 H4A 108.4
C5 C4 H4B 108.4
C3 C4 H4B 108.4
H4A C4 H4B 107.4
C6 C5 C4 127.7(9)
C6 C5 Pd 76.6(6)
C4 C5 Pd 101.8(6)
C6 C5 H5 116.1
C4 C5 H5 116.1
Pd C5 H5 91.9
C5 C6 C7 124.3(9)
C5 C6 Pd 71.7(6)
C7 C6 Pd 106.9(6)
C5 C6 H6 117.9
C7 C6 H6 117.9
Pd C6 H6 91.5
C6 C7 C8 113.4(8)
C6 C7 H7A 108.9
C8 C7 H7A 108.9
C6 C7 H7B 108.9
C8 C7 H7B 108.9
H7A C7 H7B 107.7
C7 C8 C1 114.2(8)
C7 C8 H8A 108.7
C1 C8 H8A 108.7
C7 C8 H8B 108.7
C1 C8 H8B 108.7
H8A C8 H8B 107.6
C10 C9 Pd 118.7(7)
C10 C9 H9A 107.6
Pd C9 H9A 107.6
C10 C9 H9B 107.6
Pd C9 H9B 107.6
H9A C9 H9B 107.1
C11 C10 C9 112.3(9)
C11 C10 C13 108.3(9)
C9 C10 C13 112.7(8)
C11 C10 C12 109.6(9)
C9 C10 C12 106.6(8)
C13 C10 C12 107.1(9)
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C10 C12 H12A 109.5
C10 C12 H12B 109.5
H12A C12 H12B 109.5
C10 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C10 C13 H13A 109.5
C10 C13 H13B 109.5
H13A C13 H13B 109.5
C10 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd C9 2.070(9)
Pd C1 2.155(8)
Pd C2 2.168(8)
Pd Cl 2.332(2)
Pd C5 2.398(10)
Pd C6 2.457(9)
C1 C2 1.367(12)
C1 C8 1.520(13)
C1 H1 0.95
C2 C3 1.524(13)
C2 H2 0.95
C3 C4 1.561(13)
C3 H3A 0.99
C3 H3B 0.99
C4 C5 1.489(13)
C4 H4A 0.99
C4 H4B 0.99
C5 C6 1.330(13)
C5 H5 0.95
C6 C7 1.499(13)
C6 H6 0.95
C7 C8 1.515(13)
C7 H7A 0.99
C7 H7B 0.99
C8 H8A 0.99
C8 H8B 0.99
C9 C10 1.529(13)
C9 H9A 0.99
C9 H9B 0.99
C10 C11 1.530(15)
C10 C13 1.529(15)
C10 C12 1.533(15)
C11 H11A 0.98
C11 H11B 0.98
C11 H11C 0.98
C12 H12A 0.98
C12 H12B 0.98
C12 H12C 0.98
C13 H13A 0.98
C13 H13B 0.98
C13 H13C 0.98
