#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:48:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178702 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/13/4081308.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_4081308
loop_
_publ_author_name
'Badaj, Anna C.'
'Lavoie, Gino G.'
_publ_section_title
;
 Reactivity Study of Imino-N-Heterocyclic Carbene Palladium(II) Methyl
 Complexes
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              4577
_journal_paper_doi               10.1021/om400533d
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C29 H32 Cl N3 Pd'
_chemical_formula_sum            'C29 H32 Cl N3 Pd'
_chemical_formula_weight         564.43
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.8980(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.7852(2)
_cell_length_b                   12.0209(3)
_cell_length_c                   17.3783(3)
_cell_measurement_reflns_used    14812
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.55
_cell_volume                     2603.48(9)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V., 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'CAMERON (Watkin, Prout & Pearce, 1996)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_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  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16951
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  0.849
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 multi-scan from symmetry-related measurements
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.438
_refine_diff_density_min         -1.057
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0428
_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)+(0.0455P)²+3.8828P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1169
_reflns_number_gt                3971
_reflns_number_total             5927
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om400533d_si_002.cif
_cod_data_source_block           k10189
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4081308
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
C1 C -0.0707(3) 0.2544(3) 0.0503(2) 0.0207(7) Uani 1 1 d .
C2 C -0.0602(3) 0.2479(3) -0.0789(2) 0.0243(8) Uani 1 1 d .
H2 H -0.0344 0.2353 -0.1241 0.029 Uiso 1 1 calc R
C3 C -0.1547(3) 0.2915(3) -0.0753(2) 0.0249(8) Uani 1 1 d .
H3 H -0.2074 0.3157 -0.1179 0.030 Uiso 1 1 calc R
C4 C 0.1016(3) 0.1979(3) 0.0287(2) 0.0220(7) Uani 1 1 d .
C5 C 0.1624(3) 0.1564(3) -0.0292(2) 0.0248(8) Uani 1 1 d .
C24 C 0.2622(3) 0.1999(3) -0.0313(2) 0.0294(9) Uani 1 1 d .
H24 H 0.2933 0.2546 0.0044 0.035 Uiso 1 1 calc R
C25 C 0.3151(3) 0.1604(4) -0.0876(3) 0.0403(11) Uani 1 1 d .
H25 H 0.3813 0.1901 -0.0904 0.048 Uiso 1 1 calc R
C26 C 0.2700(4) 0.0777(4) -0.1392(3) 0.0441(12) Uani 1 1 d .
H26 H 0.3063 0.0521 -0.1766 0.053 Uiso 1 1 calc R
C27 C 0.1719(4) 0.0324(4) -0.1364(3) 0.0417(11) Uani 1 1 d .
H27 H 0.1422 -0.0239 -0.1713 0.050 Uiso 1 1 calc R
C28 C 0.1178(3) 0.0719(3) -0.0807(2) 0.0315(9) Uani 1 1 d .
H28 H 0.0517 0.0417 -0.0780 0.038 Uiso 1 1 calc R
C6 C 0.2449(3) 0.1943(3) 0.1425(2) 0.0230(8) Uani 1 1 d .
C7 C 0.2844(3) 0.0866(3) 0.1569(2) 0.0263(8) Uani 1 1 d .
C8 C 0.3945(3) 0.0744(3) 0.1925(2) 0.0308(9) Uani 1 1 d .
H8 H 0.4237 0.0034 0.2013 0.037 Uiso 1 1 calc R
C9 C 0.4598(3) 0.1660(3) 0.2144(2) 0.0298(9) Uani 1 1 d .
C10 C 0.4141(3) 0.2704(3) 0.2043(2) 0.0277(9) Uani 1 1 d .
H10 H 0.4572 0.3317 0.2219 0.033 Uiso 1 1 calc R
C11 C 0.3070(3) 0.2884(3) 0.1691(2) 0.0255(8) Uani 1 1 d .
C12 C 0.2143(3) -0.0132(3) 0.1359(2) 0.0340(9) Uani 1 1 d .
H12A H 0.1506 -0.0043 0.1558 0.051 Uiso 1 1 calc R
H12B H 0.2523 -0.0784 0.1587 0.051 Uiso 1 1 calc R
H12C H 0.1949 -0.0211 0.0795 0.051 Uiso 1 1 calc R
C13 C 0.5800(3) 0.1527(4) 0.2478(3) 0.0415(11) Uani 1 1 d .
H13A H 0.6180 0.1682 0.2072 0.062 Uiso 1 1 calc R
H13B H 0.5949 0.0779 0.2664 0.062 Uiso 1 1 calc R
H13C H 0.6028 0.2037 0.2908 0.062 Uiso 1 1 calc R
C14 C 0.2596(3) 0.4035(3) 0.1574(2) 0.0315(9) Uani 1 1 d .
H14A H 0.3101 0.4563 0.1858 0.047 Uiso 1 1 calc R
H14B H 0.1949 0.4060 0.1768 0.047 Uiso 1 1 calc R
H14C H 0.2434 0.4216 0.1022 0.047 Uiso 1 1 calc R
C15 C -0.2438(3) 0.3512(3) 0.0329(2) 0.0226(8) Uani 1 1 d .
C20 C -0.2235(3) 0.4595(3) 0.0596(2) 0.0268(8) Uani 1 1 d .
C19 C -0.3030(3) 0.5137(3) 0.0886(2) 0.0302(9) Uani 1 1 d .
H19 H -0.2912 0.5865 0.1066 0.036 Uiso 1 1 calc R
C18 C -0.3996(3) 0.4622(3) 0.0913(2) 0.0300(9) Uani 1 1 d .
C17 C -0.4159(3) 0.3541(3) 0.0633(2) 0.0291(9) Uani 1 1 d .
H17 H -0.4805 0.3193 0.0645 0.035 Uiso 1 1 calc R
C16 C -0.3396(3) 0.2952(3) 0.0333(2) 0.0254(8) Uani 1 1 d .
C23 C -0.1185(3) 0.5163(3) 0.0590(3) 0.0350(9) Uani 1 1 d .
H23A H -0.0621 0.4827 0.0979 0.053 Uiso 1 1 calc R
H23B H -0.1236 0.5938 0.0709 0.053 Uiso 1 1 calc R
H23C H -0.1028 0.5086 0.0077 0.053 Uiso 1 1 calc R
C22 C -0.4828(3) 0.5242(4) 0.1226(3) 0.0384(10) Uani 1 1 d .
H22A H -0.5529 0.4992 0.0961 0.058 Uiso 1 1 calc R
H22B H -0.4762 0.6024 0.1136 0.058 Uiso 1 1 calc R
H22C H -0.4725 0.5106 0.1783 0.058 Uiso 1 1 calc R
C21 C -0.3587(3) 0.1778(3) 0.0048(3) 0.0340(9) Uani 1 1 d .
H21A H -0.4182 0.1474 0.0231 0.051 Uiso 1 1 calc R
H21B H -0.2957 0.1341 0.0249 0.051 Uiso 1 1 calc R
H21C H -0.3745 0.1768 -0.0518 0.051 Uiso 1 1 calc R
C29 C -0.1301(3) 0.2653(3) 0.2063(2) 0.0308(9) Uani 1 1 d .
H29A H -0.1422 0.3431 0.2132 0.046 Uiso 1 1 calc R
H29B H -0.1203 0.2280 0.2562 0.046 Uiso 1 1 calc R
H29C H -0.1909 0.2341 0.1701 0.046 Uiso 1 1 calc R
Cl1 Cl 0.10769(8) 0.23459(9) 0.29008(5) 0.0344(2) Uani 1 1 d .
N2 N -0.1601(2) 0.2943(3) 0.00418(17) 0.0232(7) Uani 1 1 d .
N1 N -0.0076(2) 0.2247(2) -0.00097(17) 0.0222(7) Uani 1 1 d .
N3 N 0.1342(2) 0.2131(3) 0.10397(17) 0.0232(7) Uani 1 1 d .
Pd Pd 0.00381(2) 0.24540(2) 0.162238(15) 0.02048(10) 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'
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'
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
N2 C1 N1 104.7(3)
N2 C1 Pd 140.9(3)
N1 C1 Pd 113.7(2)
C3 C2 N1 106.2(3)
C2 C3 N2 107.6(3)
N3 C4 N1 114.0(3)
N3 C4 C5 129.1(3)
N1 C4 C5 116.9(3)
C24 C5 C28 120.4(4)
C24 C5 C4 120.9(3)
C28 C5 C4 118.6(3)
C5 C24 C25 118.9(4)
C26 C25 C24 120.5(4)
C25 C26 C27 120.9(4)
C26 C27 C28 119.1(4)
C5 C28 C27 120.1(4)
C7 C6 C11 122.4(3)
C7 C6 N3 120.6(3)
C11 C6 N3 116.8(3)
C6 C7 C8 117.4(3)
C6 C7 C12 122.0(3)
C8 C7 C12 120.6(3)
C9 C8 C7 121.3(4)
C10 C9 C8 118.5(3)
C10 C9 C13 120.4(4)
C8 C9 C13 121.1(4)
C9 C10 C11 123.2(4)
C10 C11 C6 116.8(4)
C10 C11 C14 122.1(3)
C6 C11 C14 121.1(3)
C20 C15 C16 123.3(3)
C20 C15 N2 117.4(3)
C16 C15 N2 119.3(3)
C15 C20 C19 117.6(3)
C15 C20 C23 121.5(3)
C19 C20 C23 120.9(4)
C18 C19 C20 121.9(4)
C17 C18 C19 118.0(3)
C17 C18 C22 122.1(4)
C19 C18 C22 119.9(4)
C18 C17 C16 122.9(3)
C17 C16 C15 116.3(4)
C17 C16 C21 121.7(3)
C15 C16 C21 122.0(3)
C1 N2 C3 111.1(3)
C1 N2 C15 124.4(3)
C3 N2 C15 123.7(3)
C1 N1 C2 110.5(3)
C1 N1 C4 119.8(3)
C2 N1 C4 128.4(3)
C4 N3 C6 120.6(3)
C4 N3 Pd 112.9(2)
C6 N3 Pd 126.0(2)
C1 Pd C29 95.91(15)
C1 Pd N3 78.54(13)
C29 Pd N3 173.14(13)
C1 Pd Cl1 174.26(10)
C29 Pd Cl1 89.80(11)
N3 Pd Cl1 95.82(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.331(4)
C1 N1 1.376(4)
C1 Pd 1.969(3)
C2 C3 1.330(5)
C2 N1 1.400(4)
C3 N2 1.399(5)
C4 N3 1.295(4)
C4 N1 1.412(4)
C4 C5 1.488(5)
C5 C24 1.388(5)
C5 C28 1.389(5)
C24 C25 1.391(6)
C25 C26 1.377(6)
C26 C27 1.379(6)
C27 C28 1.394(6)
C6 C7 1.392(5)
C6 C11 1.400(5)
C6 N3 1.442(4)
C7 C8 1.414(5)
C7 C12 1.493(5)
C8 C9 1.383(5)
C9 C10 1.379(5)
C9 C13 1.525(5)
C10 C11 1.386(5)
C11 C14 1.506(5)
C15 C20 1.388(5)
C15 C16 1.399(5)
C15 N2 1.449(5)
C20 C19 1.393(5)
C20 C23 1.508(5)
C19 C18 1.393(5)
C18 C17 1.386(6)
C18 C22 1.497(5)
C17 C16 1.397(5)
C16 C21 1.497(6)
C29 Pd 2.040(4)
Cl1 Pd 2.3237(9)
N3 Pd 2.170(3)
