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#$Date: 2016-03-21 18:47:52 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178824 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/78/4107813.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_4107813
loop_
_publ_author_name
'Xinjun Luan'
'Ronaldo Mariz'
'Michele Gatti'
'Chiara Costabile'
'Albert Poater'
'Luigi Cavallo'
'Anthony Linden'
'Reto Dorta'
_publ_section_title
;
 Identification and Characterization of a New Family of Catalytically
 Highly Active Imidazolin-2-ylidenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6848
_journal_page_last               6858
_journal_paper_doi               10.1021/ja800861p
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C30 H31 Cl N2 Pd, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C30.5 H32 Cl2 N2 Pd'
_chemical_formula_weight         603.91
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      12
_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
_audit_creation_date             07-08-21
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.1256(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.1294(3)
_cell_length_b                   17.2169(3)
_cell_length_c                   8.0950(1)
_cell_measurement_reflns_used    25857
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      30.0
_cell_measurement_theta_min      2.0
_cell_volume                     2746.91(7)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2006)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 '65 mm CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Nonius KappaCCD area-detector diffractometer'
_diffrn_measurement_method       'φ and ω scans with κ offsets'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'Nonius FR590 sealed tube generator'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            37455
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1236
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.712
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         4130
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0702P)²+7.6555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1090
_refine_ls_wR_factor_ref         0.1133
_reflns_number_gt                3746
_reflns_number_total             4130
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja800861p-file005.cif
_cod_data_source_block           DT0723
_cod_database_code               4107813
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_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 0.776747(12) 0.0000 1.01034(3) 0.01416(9) Uani 1 2 d S
Cl1 Cl 0.66778(4) 0.0000 1.02973(11) 0.02317(18) Uani 1 2 d S
N1 N 0.72161(12) 0.06287(12) 0.6390(3) 0.0217(4) Uani 1 1 d .
C2 C 0.73735(16) 0.0000 0.7427(4) 0.0165(6) Uani 1 2 d S
C3 C 0.69361(15) 0.04464(16) 0.4475(3) 0.0267(5) Uani 1 1 d .
H31 H 0.7228 0.0655 0.3859 0.032 Uiso 1 1 calc R
H32 H 0.6471 0.0656 0.3908 0.032 Uiso 1 1 calc R
C4 C 0.72926(13) 0.14187(14) 0.6976(3) 0.0200(5) Uani 1 1 d .
C5 C 0.79315(13) 0.17878(15) 0.7336(3) 0.0206(5) Uani 1 1 d .
C6 C 0.84933(14) 0.14039(17) 0.7119(4) 0.0264(5) Uani 1 1 d .
H6 H 0.8447 0.0880 0.6722 0.032 Uiso 1 1 calc R
C7 C 0.91031(15) 0.1780(2) 0.7474(4) 0.0333(6) Uani 1 1 d .
C8 C 0.91745(16) 0.2552(2) 0.8094(4) 0.0357(7) Uani 1 1 d .
H8 H 0.9598 0.2809 0.8361 0.043 Uiso 1 1 calc R
C9 C 0.86480(16) 0.29363(18) 0.8318(4) 0.0315(6) Uani 1 1 d .
H9 H 0.8711 0.3454 0.8753 0.038 Uiso 1 1 calc R
C10 C 0.80095(14) 0.25741(15) 0.7910(3) 0.0235(5) Uani 1 1 d .
C11 C 0.74451(16) 0.29694(17) 0.8061(4) 0.0300(6) Uani 1 1 d .
H11 H 0.7492 0.3493 0.8460 0.036 Uiso 1 1 calc R
C12 C 0.68349(15) 0.26051(17) 0.7640(4) 0.0292(6) Uani 1 1 d .
H12 H 0.6460 0.2887 0.7715 0.035 Uiso 1 1 calc R
C13 C 0.67436(14) 0.18156(16) 0.7091(4) 0.0240(5) Uani 1 1 d .
C14 C 0.96925(19) 0.1365(3) 0.7214(6) 0.0554(11) Uani 1 1 d .
H141 H 0.9582 0.0813 0.6981 0.083 Uiso 1 1 calc R
H142 H 1.0098 0.1419 0.8285 0.083 Uiso 1 1 calc R
H143 H 0.9778 0.1594 0.6206 0.083 Uiso 1 1 calc R
C15 C 0.60593(15) 0.14383(19) 0.6663(5) 0.0335(6) Uani 1 1 d .
H151 H 0.5823 0.1425 0.5376 0.050 Uiso 1 1 calc R
H152 H 0.5790 0.1738 0.7205 0.050 Uiso 1 1 calc R
H153 H 0.6119 0.0907 0.7130 0.050 Uiso 1 1 calc R
C16 C 0.8422(2) 0.0000 1.2935(6) 0.0325(9) Uani 1 2 d S
H161 H 0.8562 0.0513 1.3500 0.039 Uiso 0.50 1 calc PR
H162 H 0.8313 -0.0383 1.3703 0.039 Uiso 0.50 1 calc PR
C17 C 0.8759(3) -0.0266(3) 1.1922(7) 0.0263(11) Uani 0.50 1 d P
H17 H 0.8984 -0.0753 1.2208 0.032 Uiso 0.50 1 calc PR
C18 C 0.8790(2) 0.0148(3) 1.0457(7) 0.0234(16) Uani 0.50 1 d P
H181 H 0.8956 -0.0143 0.9638 0.028 Uiso 0.50 1 calc PR
H182 H 0.8969 0.0685 1.0688 0.028 Uiso 0.50 1 calc PR
Cl2 Cl 1.0161(3) 0.5184(4) 1.2254(11) 0.080(3) Uani 0.25 1 d P
Cl3 Cl 0.9895(3) 0.5529(5) 0.8627(14) 0.095(3) Uani 0.25 1 d P
C19 C 1.0036(14) 0.4763(7) 1.029(2) 0.033(4) Uani 0.25 1 d PU
H191 H 1.0511 0.4604 1.0941 0.039 Uiso 0.25 1 calc PR
H192 H 0.9710 0.4604 1.0850 0.039 Uiso 0.25 1 calc PR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 122 0.0033 0.0016
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 128 0.0000 0.0000
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Cl Cl 8 0.1484 0.1585
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 8 0.0061 0.0033
; International Tables for Crystallography (1992). 
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
Pd Pd 4 -0.9988 1.0072
; International Tables for Crystallography (1992). 
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
C2 Pd1 C18 98.77(17) . .
C2 Pd1 C17 131.52(18) . .
C18 Pd1 C17 38.9(2) . .
C2 Pd1 C16 166.84(14) . .
C18 Pd1 C16 68.17(18) . .
C17 Pd1 C16 36.03(18) . .
C2 Pd1 Cl1 92.10(9) . .
C18 Pd1 Cl1 167.04(15) . .
C17 Pd1 Cl1 133.83(15) . .
C16 Pd1 Cl1 101.06(11) . .
C2 N1 C4 126.1(2) . .
C2 N1 C3 113.6(2) . .
C4 N1 C3 120.2(2) . .
N1 C2 N1 108.2(3) . 6
N1 C2 Pd1 125.88(15) . .
N1 C3 C3 102.24(13) . 6
N1 C3 H31 111.3 . .
C3 C3 H31 111.3 6 .
N1 C3 H32 111.3 . .
C3 C3 H32 111.3 6 .
H31 C3 H32 109.2 . .
C13 C4 C5 121.6(2) . .
C13 C4 N1 119.8(2) . .
C5 C4 N1 118.5(2) . .
C10 C5 C6 118.6(2) . .
C10 C5 C4 118.8(2) . .
C6 C5 C4 122.6(2) . .
C7 C6 C5 121.0(3) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C8 119.4(3) . .
C6 C7 C14 120.2(3) . .
C8 C7 C14 120.4(3) . .
C9 C8 C7 121.2(3) . .
C9 C8 H8 119.4 . .
C7 C8 H8 119.4 . .
C8 C9 C10 120.8(3) . .
C8 C9 H9 119.6 . .
C10 C9 H9 119.6 . .
C9 C10 C11 122.0(3) . .
C9 C10 C5 119.0(3) . .
C11 C10 C5 118.9(3) . .
C12 C11 C10 120.5(3) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
C11 C12 C13 121.9(3) . .
C11 C12 H12 119.1 . .
C13 C12 H12 119.1 . .
C4 C13 C12 118.2(3) . .
C4 C13 C15 122.1(3) . .
C12 C13 C15 119.7(2) . .
C7 C14 H141 109.5 . .
C7 C14 H142 109.5 . .
H141 C14 H142 109.5 . .
C7 C14 H143 109.5 . .
H141 C14 H143 109.5 . .
H142 C14 H143 109.5 . .
C13 C15 H151 109.5 . .
C13 C15 H152 109.5 . .
H151 C15 H152 109.5 . .
C13 C15 H153 109.5 . .
H151 C15 H153 109.5 . .
H152 C15 H153 109.5 . .
C17 C16 Pd1 68.8(3) . .
C17 C16 H161 116.8 . .
Pd1 C16 H161 116.8 . .
C17 C16 H162 116.8 . .
Pd1 C16 H162 116.8 . .
H161 C16 H162 113.8 . .
C16 C17 C18 122.5(5) . .
C16 C17 Pd1 75.1(3) . .
C18 C17 Pd1 69.0(3) . .
C16 C17 H17 118.7 . .
C18 C17 H17 118.7 . .
Pd1 C17 H17 129.7 . .
C17 C18 Pd1 72.1(3) . .
C17 C18 H181 116.4 . .
Pd1 C18 H181 116.4 . .
C17 C18 H182 116.4 . .
Pd1 C18 H182 116.4 . .
H181 C18 H182 113.4 . .
Cl2 C19 Cl3 108.3(7) . .
Cl2 C19 H191 80.3 . .
Cl3 C19 H191 117.2 . .
Cl2 C19 H192 65.4 . .
Cl3 C19 H192 125.5 . .
H191 C19 H192 114.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C2 2.022(3) .
Pd1 C18 2.091(5) .
Pd1 C17 2.132(5) .
Pd1 C16 2.210(4) .
Pd1 Cl1 2.3636(9) .
N1 C2 1.336(3) .
N1 C4 1.430(3) .
N1 C3 1.481(3) .
C3 C3 1.537(5) 6
C3 H31 0.9900 .
C3 H32 0.9900 .
C4 C13 1.378(4) .
C4 C5 1.424(4) .
C5 C10 1.421(4) .
C5 C6 1.424(4) .
C6 C7 1.377(4) .
C6 H6 0.9500 .
C7 C8 1.409(5) .
C7 C14 1.515(5) .
C8 C9 1.362(5) .
C8 H8 0.9500 .
C9 C10 1.413(4) .
C9 H9 0.9500 .
C10 C11 1.416(4) .
C11 C12 1.362(4) .
C11 H11 0.9500 .
C12 C13 1.421(4) .
C12 H12 0.9500 .
C13 C15 1.507(4) .
C14 H141 0.9800 .
C14 H142 0.9800 .
C14 H143 0.9800 .
C15 H151 0.9800 .
C15 H152 0.9800 .
C15 H153 0.9800 .
C16 C17 1.345(7) .
C16 H161 0.9900 .
C16 H162 0.9900 .
C17 C18 1.406(7) .
C17 H17 0.9500 .
C18 H181 0.9900 .
C18 H182 0.9900 .
Cl2 C19 1.679(18) .
Cl3 C19 1.830(18) .
C19 H191 0.9900 .
C19 H192 0.9900 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C4 N1 C2 N1 178.69(17) . 6
C3 N1 C2 N1 -1.0(4) . 6
C4 N1 C2 Pd1 -0.4(4) . .
C3 N1 C2 Pd1 180.0(2) . .
C18 Pd1 C2 N1 -83.5(3) . .
C17 Pd1 C2 N1 -107.2(3) . .
C16 Pd1 C2 N1 -90.6(3) . .
Cl1 Pd1 C2 N1 89.4(3) . .
C2 N1 C3 C3 0.6(2) . 6
C4 N1 C3 C3 -179.11(19) . 6
C2 N1 C4 C13 -97.5(3) . .
C3 N1 C4 C13 82.1(3) . .
C2 N1 C4 C5 85.8(3) . .
C3 N1 C4 C5 -94.5(3) . .
C13 C4 C5 C10 3.1(4) . .
N1 C4 C5 C10 179.7(2) . .
C13 C4 C5 C6 -176.0(2) . .
N1 C4 C5 C6 0.6(4) . .
C10 C5 C6 C7 0.7(4) . .
C4 C5 C6 C7 179.8(3) . .
C5 C6 C7 C8 1.2(4) . .
C5 C6 C7 C14 -179.3(3) . .
C6 C7 C8 C9 -1.2(5) . .
C14 C7 C8 C9 179.3(3) . .
C7 C8 C9 C10 -0.9(5) . .
C8 C9 C10 C11 -177.4(3) . .
C8 C9 C10 C5 2.8(4) . .
C6 C5 C10 C9 -2.7(4) . .
C4 C5 C10 C9 178.2(2) . .
C6 C5 C10 C11 177.5(2) . .
C4 C5 C10 C11 -1.6(4) . .
C9 C10 C11 C12 179.3(3) . .
C5 C10 C11 C12 -0.9(4) . .
C10 C11 C12 C13 2.0(4) . .
C5 C4 C13 C12 -2.1(4) . .
N1 C4 C13 C12 -178.6(2) . .
C5 C4 C13 C15 178.2(2) . .
N1 C4 C13 C15 1.7(4) . .
C11 C12 C13 C4 -0.5(4) . .
C11 C12 C13 C15 179.2(3) . .
C2 Pd1 C16 C17 -21.4(3) . .
C18 Pd1 C16 C17 -29.0(3) . .
C16 Pd1 C16 C17 0(13) 6 .
Cl1 Pd1 C16 C17 158.6(3) . .
Pd1 C16 C17 C18 52.5(4) . .
C2 Pd1 C17 C16 173.62(11) . .
C18 Pd1 C17 C16 134.2(4) . .
Cl1 Pd1 C17 C16 -29.8(4) . .
C2 Pd1 C17 C18 39.4(4) . .
C16 Pd1 C17 C18 -134.2(4) . .
Cl1 Pd1 C17 C18 -164.1(2) . .
C16 C17 C18 Pd1 -55.2(4) . .
C2 Pd1 C18 C17 -151.3(3) . .
C16 Pd1 C18 C17 27.0(3) . .
Cl1 Pd1 C18 C17 62.1(7) . .
