#------------------------------------------------------------------------------
#$Date: 2016-02-16 21:30:59 +0100 (mar 16 de feb de 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/13/4081310.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_4081310
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         'C44 H50 Cl1.49 I0.51 N6 Pd1'
_chemical_formula_sum            'C44 H50 Cl1.49 I0.51 N6 Pd'
_chemical_formula_weight         887.08
_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                73.478(3)
_cell_angle_beta                 83.797(4)
_cell_angle_gamma                74.338(3)
_cell_formula_units_Z            1
_cell_length_a                   8.0692(5)
_cell_length_b                   11.6654(8)
_cell_length_c                   12.175(6)
_cell_measurement_reflns_used    8883
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.55
_cell_volume                     1057.3(5)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0799
_diffrn_reflns_av_sigmaI/netI    0.1104
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12964
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.944
_exptl_absorpt_correction_T_max  0.964
_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    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             454
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4828
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0558
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0325P)²+0.8140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1149
_reflns_number_gt                2942
_reflns_number_total             4828
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            om400533d_si_002.cif
_cod_data_source_block           k11276
_cod_original_formula_sum        'C44 H50 Cl1.49 I0.51 N6 Pd1'
_cod_database_code               4081310
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
Cl1 Cl 0.2594(10) 0.6408(9) 0.3910(9) 0.073(3) Uani 0.744(2) 1 d P A 1
I1 I 0.2398(8) 0.6544(7) 0.3748(7) 0.0437(8) Uani 0.256(2) 1 d P A 2
Pd1 Pd 0.5000 0.5000 0.5000 0.03261(17) Uani 1 2 d S . .
N1 N 0.4425(4) 0.2661(3) 0.4577(3) 0.0328(8) Uani 1 1 d . . .
N2 N 0.5691(4) 0.3639(3) 0.3129(3) 0.0328(8) Uani 1 1 d . . .
N3 N 0.3930(4) 0.1070(3) 0.6040(3) 0.0343(8) Uani 1 1 d . . .
C1 C 0.4987(5) 0.3716(3) 0.4179(3) 0.0305(9) Uani 1 1 d . A .
C2 C 0.4804(5) 0.1941(4) 0.3800(3) 0.0385(11) Uani 1 1 d . A .
H2 H 0.4568 0.1181 0.3893 0.046 Uiso 1 1 calc R . .
C3 C 0.5575(6) 0.2572(4) 0.2896(3) 0.0409(11) Uani 1 1 d . A .
H3 H 0.5965 0.2335 0.2227 0.049 Uiso 1 1 calc R . .
C4 C 0.3674(5) 0.2220(4) 0.5700(3) 0.0342(10) Uani 1 1 d . A .
C5 C 0.2652(6) 0.3170(4) 0.6269(4) 0.0461(12) Uani 1 1 d . . .
H5A H 0.1899 0.2813 0.6851 0.069 Uiso 1 1 calc R A .
H5B H 0.1981 0.3847 0.5711 0.069 Uiso 1 1 calc R . .
H5C H 0.3416 0.3463 0.6611 0.069 Uiso 1 1 calc R . .
C6 C 0.3248(5) 0.0508(3) 0.7134(3) 0.0306(9) Uani 1 1 d . A .
C7 C 0.4317(5) 0.0118(4) 0.8076(3) 0.0350(10) Uani 1 1 d . . .
C8 C 0.3702(6) -0.0511(4) 0.9121(4) 0.0414(11) Uani 1 1 d . A .
H8 H 0.4390 -0.0782 0.9756 0.050 Uiso 1 1 calc R . .
C9 C 0.2091(6) -0.0743(4) 0.9238(4) 0.0420(11) Uani 1 1 d . . .
H9 H 0.1686 -0.1142 0.9949 0.050 Uiso 1 1 calc R A .
C10 C 0.1087(6) -0.0377(4) 0.8288(4) 0.0426(11) Uani 1 1 d . A .
H10 H 0.0011 -0.0544 0.8366 0.051 Uiso 1 1 calc R . .
C11 C 0.1649(5) 0.0236(4) 0.7218(3) 0.0369(10) Uani 1 1 d . . .
C12 C 0.6080(6) 0.0354(5) 0.7928(4) 0.0514(13) Uani 1 1 d . A .
H12A H 0.6697 -0.0066 0.8619 0.077 Uiso 1 1 calc R . .
H12B H 0.5974 0.1226 0.7765 0.077 Uiso 1 1 calc R . .
H12C H 0.6695 0.0054 0.7304 0.077 Uiso 1 1 calc R . .
C13 C 0.0635(6) 0.0552(5) 0.6160(4) 0.0579(14) Uani 1 1 d . A .
H13A H 0.0290 0.1434 0.5859 0.087 Uiso 1 1 calc R . .
H13B H -0.0368 0.0233 0.6350 0.087 Uiso 1 1 calc R . .
H13C H 0.1337 0.0193 0.5595 0.087 Uiso 1 1 calc R . .
C14 C 0.6534(5) 0.4522(4) 0.2340(3) 0.0331(10) Uani 1 1 d . A .
C15 C 0.5556(6) 0.5444(4) 0.1491(3) 0.0411(11) Uani 1 1 d . . .
C16 C 0.6394(7) 0.6280(4) 0.0747(4) 0.0494(12) Uani 1 1 d . A .
H16 H 0.5770 0.6916 0.0178 0.059 Uiso 1 1 calc R . .
C17 C 0.8128(6) 0.6193(4) 0.0830(4) 0.0462(12) Uani 1 1 d . . .
C18 C 0.9049(6) 0.5220(4) 0.1655(4) 0.0466(12) Uani 1 1 d . A .
H18 H 1.0223 0.5134 0.1694 0.056 Uiso 1 1 calc R . .
C19 C 0.8289(6) 0.4365(4) 0.2428(3) 0.0393(11) Uani 1 1 d . . .
C20 C 0.3695(6) 0.5540(5) 0.1326(4) 0.0639(15) Uani 1 1 d . A .
H20A H 0.3228 0.6295 0.0762 0.096 Uiso 1 1 calc R . .
H20B H 0.3057 0.5536 0.2039 0.096 Uiso 1 1 calc R . .
H20C H 0.3614 0.4851 0.1070 0.096 Uiso 1 1 calc R . .
C21 C 0.8967(7) 0.7145(5) 0.0017(4) 0.0713(17) Uani 1 1 d . A .
H21A H 0.8351 0.7489 -0.0682 0.107 Uiso 1 1 calc R . .
H21B H 1.0140 0.6756 -0.0148 0.107 Uiso 1 1 calc R . .
H21C H 0.8939 0.7790 0.0368 0.107 Uiso 1 1 calc R . .
C22 C 0.9352(6) 0.3302(5) 0.3284(4) 0.0613(15) Uani 1 1 d . A .
H22A H 0.8987 0.3371 0.4044 0.092 Uiso 1 1 calc R . .
H22B H 1.0543 0.3311 0.3155 0.092 Uiso 1 1 calc R . .
H22C H 0.9206 0.2541 0.3201 0.092 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'
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'
I I -0.4742 1.8119 '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
C1 Pd1 C1 180.000(1) . 2_666
C1 Pd1 Cl1 89.7(2) . 2_666
C1 Pd1 Cl1 90.3(2) 2_666 2_666
C1 Pd1 Cl1 90.3(2) . .
C1 Pd1 Cl1 89.7(2) 2_666 .
Cl1 Pd1 Cl1 180.000(1) 2_666 .
C1 Pd1 I1 90.61(18) . 2_666
C1 Pd1 I1 89.39(18) 2_666 2_666
Cl1 Pd1 I1 1.5(4) 2_666 2_666
Cl1 Pd1 I1 178.5(3) . 2_666
C1 Pd1 I1 89.39(18) . .
C1 Pd1 I1 90.61(18) 2_666 .
Cl1 Pd1 I1 178.5(4) 2_666 .
Cl1 Pd1 I1 1.5(3) . .
I1 Pd1 I1 180.000(1) 2_666 .
C1 N1 C2 112.0(3) . .
C1 N1 C4 126.9(3) . .
C2 N1 C4 120.8(3) . .
C1 N2 C3 111.5(3) . .
C1 N2 C14 125.9(3) . .
C3 N2 C14 122.6(3) . .
C4 N3 C6 120.2(3) . .
N2 C1 N1 103.0(3) . .
N2 C1 Pd1 127.8(3) . .
N1 C1 Pd1 129.0(3) . .
C3 C2 N1 105.6(3) . .
C2 C3 N2 108.0(3) . .
N3 C4 N1 114.2(3) . .
N3 C4 C5 128.7(3) . .
N1 C4 C5 116.9(3) . .
C11 C6 C7 121.8(3) . .
C11 C6 N3 120.0(4) . .
C7 C6 N3 117.7(3) . .
C8 C7 C6 117.7(4) . .
C8 C7 C12 122.2(4) . .
C6 C7 C12 120.1(4) . .
C9 C8 C7 121.5(4) . .
C10 C9 C8 119.4(4) . .
C9 C10 C11 121.5(4) . .
C10 C11 C6 117.9(4) . .
C10 C11 C13 122.2(4) . .
C6 C11 C13 119.9(4) . .
C15 C14 C19 123.1(4) . .
C15 C14 N2 118.0(4) . .
C19 C14 N2 118.8(4) . .
C14 C15 C16 116.9(4) . .
C14 C15 C20 123.1(4) . .
C16 C15 C20 119.9(4) . .
C17 C16 C15 122.1(4) . .
C18 C17 C16 118.2(4) . .
C18 C17 C21 121.8(5) . .
C16 C17 C21 120.0(5) . .
C17 C18 C19 122.5(4) . .
C18 C19 C14 117.1(4) . .
C18 C19 C22 120.6(4) . .
C14 C19 C22 122.3(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 Pd1 2.413(10) .
I1 Pd1 2.658(9) .
Pd1 C1 2.027(4) .
Pd1 C1 2.027(4) 2_666
Pd1 Cl1 2.413(10) 2_666
Pd1 I1 2.658(9) 2_666
N1 C1 1.367(5) .
N1 C2 1.394(5) .
N1 C4 1.445(5) .
N2 C1 1.359(5) .
N2 C3 1.381(5) .
N2 C14 1.456(5) .
N3 C4 1.252(5) .
N3 C6 1.431(5) .
C2 C3 1.334(5) .
C4 C5 1.485(5) .
C6 C11 1.396(5) .
C6 C7 1.404(6) .
C7 C8 1.391(5) .
C7 C12 1.503(6) .
C8 C9 1.383(6) .
C9 C10 1.382(6) .
C10 C11 1.389(5) .
C11 C13 1.504(6) .
C14 C15 1.390(6) .
C14 C19 1.391(6) .
C15 C16 1.397(6) .
C15 C20 1.506(6) .
C16 C17 1.388(6) .
C17 C18 1.381(6) .
C17 C21 1.519(6) .
C18 C19 1.389(6) .
C19 C22 1.497(6) .
