#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:11:39 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179743 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/39/7003923.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_7003923
loop_
_publ_author_name
'Ye, Jiansheng'
'Chen, Wanzhi'
'Wang, Daqi'
_publ_section_title
;
 Synthesis, structural characterization, and catalytic behaviour in
 Heck coupling of palladium(ii) complexes containing
 pyrimidine-functionalized N-heterocyclic carbenes
;
_journal_issue                   30
_journal_name_full               'Dalton Transactions'
_journal_page_first              4015
_journal_page_last               4022
_journal_paper_doi               10.1039/b801264d
_journal_year                    2008
_chemical_formula_sum            'C30 H28 F12 N12 P2 Pd'
_chemical_formula_weight         952.98
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 96.152(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.944(2)
_cell_length_b                   12.8532(13)
_cell_length_c                   14.2227(18)
_cell_measurement_temperature    293(2)
_cell_volume                     3806.7(7)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9235
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  0.9237
_exptl_absorpt_correction_T_min  0.8829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.172
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     158
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0615
_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)+(0.1178P)²+15.6783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1809
_refine_ls_wR_factor_ref         0.2169
_reflns_number_gt                2488
_reflns_number_total             3352
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b801264d.txt
_cod_data_source_block           071211d
_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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7003923
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Pd1 Pd 0.5000 0.36910(6) 0.7500 0.0391(3) Uani 1 2 d S . .
P1 P 0.69020(12) 0.6448(2) 0.85214(19) 0.0728(8) Uani 1 1 d U . .
F1 F 0.6578(3) 0.5343(5) 0.8456(6) 0.112(2) Uani 1 1 d U . .
F2 F 0.7214(4) 0.7549(7) 0.8598(7) 0.153(3) Uani 1 1 d U . .
F3 F 0.6453(5) 0.6737(7) 0.9283(7) 0.150(3) Uani 1 1 d U . .
F4 F 0.7391(5) 0.6068(7) 0.9323(8) 0.156(3) Uani 1 1 d U . .
F5 F 0.7324(6) 0.6134(9) 0.7783(9) 0.190(4) Uani 1 1 d U . .
F6 F 0.6377(4) 0.6836(8) 0.7756(7) 0.148(3) Uani 1 1 d U . .
N1 N 0.4086(3) 0.2754(4) 0.8620(4) 0.0374(12) Uani 1 1 d . . .
N2 N 0.4887(3) 0.1710(4) 0.8680(4) 0.0426(14) Uani 1 1 d . . .
N3 N 0.4640(2) 0.4796(4) 0.8382(4) 0.0344(12) Uani 1 1 d . . .
N4 N 0.5966(3) 0.1846(6) 0.8470(5) 0.0634(19) Uani 1 1 d . . .
N5 N 0.5474(5) 0.0189(7) 0.8666(6) 0.086(3) Uani 1 1 d . . .
N6 N 0.5940(14) 0.8764(16) 0.583(2) 0.224(9) Uani 1 1 d DU . .
C1 C 0.4671(3) 0.2637(5) 0.8323(4) 0.0355(14) Uani 1 1 d . . .
C2 C 0.4412(4) 0.1250(6) 0.9178(6) 0.056(2) Uani 1 1 d . . .
H2 H 0.4438 0.0607 0.9480 0.068 Uiso 1 1 calc R . .
C3 C 0.3923(4) 0.1908(6) 0.9134(6) 0.0526(19) Uani 1 1 d . . .
H3 H 0.3541 0.1814 0.9402 0.063 Uiso 1 1 calc R . .
C4 C 0.3695(3) 0.3689(5) 0.8390(5) 0.0412(15) Uani 1 1 d . . .
H4A H 0.3304 0.3652 0.8698 0.049 Uiso 1 1 calc R . .
H4B H 0.3576 0.3723 0.7713 0.049 Uiso 1 1 calc R . .
C5 C 0.4066(3) 0.4645(5) 0.8712(4) 0.0360(14) Uani 1 1 d . . .
C6 C 0.3837(4) 0.5342(6) 0.9331(5) 0.0513(19) Uani 1 1 d . . .
H6 H 0.3435 0.5240 0.9537 0.062 Uiso 1 1 calc R . .
C7 C 0.4201(5) 0.6190(6) 0.9647(6) 0.060(2) Uani 1 1 d . . .
H7 H 0.4057 0.6653 1.0081 0.072 Uiso 1 1 calc R . .
C8 C 0.4779(5) 0.6333(7) 0.9308(6) 0.060(2) Uani 1 1 d . . .
H8 H 0.5032 0.6905 0.9501 0.072 Uiso 1 1 calc R . .
C9 C 0.4985(3) 0.5634(6) 0.8685(5) 0.0457(17) Uani 1 1 d . . .
H9 H 0.5381 0.5742 0.8461 0.055 Uiso 1 1 calc R . .
C10 C 0.5490(4) 0.1229(6) 0.8603(5) 0.053(2) Uani 1 1 d . . .
C11 C 0.6044(7) -0.0268(10) 0.8605(9) 0.111(5) Uani 1 1 d . . .
H11 H 0.6075 -0.0987 0.8667 0.133 Uiso 1 1 calc R . .
C12 C 0.6599(7) 0.0300(11) 0.8451(9) 0.106(5) Uani 1 1 d . . .
H12 H 0.6992 -0.0018 0.8403 0.127 Uiso 1 1 calc R . .
C13 C 0.6516(5) 0.1357(10) 0.8378(8) 0.088(4) Uani 1 1 d . . .
H13 H 0.6868 0.1758 0.8256 0.106 Uiso 1 1 calc R . .
C14 C 0.6504(13) 0.8709(19) 0.608(2) 0.214(10) Uani 1 1 d DU . .
C15 C 0.7185(12) 0.8385(19) 0.593(2) 0.276(12) Uani 1 1 d DU . .
H15A H 0.7171 0.7796 0.5516 0.413 Uiso 1 1 calc R . .
H15B H 0.7413 0.8201 0.6532 0.413 Uiso 1 1 calc R . .
H15C H 0.7400 0.8952 0.5662 0.413 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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
C1 Pd1 C1 92.7(4) 2_656 . ?
C1 Pd1 N3 86.5(2) 2_656 2_656 ?
C1 Pd1 N3 179.2(2) . 2_656 ?
C1 Pd1 N3 179.2(2) 2_656 . ?
C1 Pd1 N3 86.5(2) . . ?
N3 Pd1 N3 94.3(3) 2_656 . ?
F5 P1 F4 92.2(8) . . ?
F5 P1 F6 91.2(7) . . ?
F4 P1 F6 176.5(6) . . ?
F5 P1 F3 178.1(6) . . ?
F4 P1 F3 87.9(7) . . ?
F6 P1 F3 88.6(6) . . ?
F5 P1 F2 91.1(6) . . ?
F4 P1 F2 89.7(5) . . ?
F6 P1 F2 91.0(5) . . ?
F3 P1 F2 90.8(5) . . ?
F5 P1 F1 89.9(5) . . ?
F4 P1 F1 90.4(5) . . ?
F6 P1 F1 88.9(5) . . ?
F3 P1 F1 88.2(4) . . ?
F2 P1 F1 179.0(5) . . ?
C1 N1 C3 111.4(6) . . ?
C1 N1 C4 121.6(5) . . ?
C3 N1 C4 127.0(6) . . ?
C1 N2 C2 109.4(6) . . ?
C1 N2 C10 128.1(6) . . ?
C2 N2 C10 122.5(6) . . ?
C9 N3 C5 118.2(6) . . ?
C9 N3 Pd1 121.5(4) . . ?
C5 N3 Pd1 120.2(4) . . ?
C10 N4 C13 114.3(9) . . ?
C10 N5 C11 113.8(10) . . ?
N1 C1 N2 104.9(5) . . ?
N1 C1 Pd1 120.0(5) . . ?
N2 C1 Pd1 134.9(5) . . ?
C3 C2 N2 107.0(7) . . ?
C3 C2 H2 126.5 . . ?
N2 C2 H2 126.5 . . ?
C2 C3 N1 107.2(7) . . ?
C2 C3 H3 126.4 . . ?
N1 C3 H3 126.4 . . ?
N1 C4 C5 110.1(5) . . ?
N1 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
N3 C5 C6 120.8(6) . . ?
N3 C5 C4 117.6(5) . . ?
C6 C5 C4 121.6(6) . . ?
C5 C6 C7 120.3(7) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 118.2(7) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C7 C8 C9 119.7(8) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
N3 C9 C8 122.7(7) . . ?
N3 C9 H9 118.7 . . ?
C8 C9 H9 118.7 . . ?
N4 C10 N5 129.9(8) . . ?
N4 C10 N2 116.5(7) . . ?
N5 C10 N2 113.5(8) . . ?
N5 C11 C12 122.5(11) . . ?
N5 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C13 C12 C11 115.2(10) . . ?
C13 C12 H12 122.4 . . ?
C11 C12 H12 122.4 . . ?
N4 C13 C12 124.2(11) . . ?
N4 C13 H13 117.9 . . ?
C12 C13 H13 117.9 . . ?
N6 C14 C15 152(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C1 1.963(6) 2_656 ?
Pd1 C1 1.963(6) . ?
Pd1 N3 2.088(5) 2_656 ?
Pd1 N3 2.088(5) . ?
P1 F5 1.498(9) . ?
P1 F4 1.529(9) . ?
P1 F6 1.544(8) . ?
P1 F3 1.552(8) . ?
P1 F2 1.558(8) . ?
P1 F1 1.573(7) . ?
N1 C1 1.347(8) . ?
N1 C3 1.373(9) . ?
N1 C4 1.471(8) . ?
N2 C1 1.355(8) . ?
N2 C2 1.410(9) . ?
N2 C10 1.422(10) . ?
N3 C9 1.342(9) . ?
N3 C5 1.351(8) . ?
N4 C10 1.303(11) . ?
N4 C13 1.332(11) . ?
N5 C10 1.340(11) . ?
N5 C11 1.342(14) . ?
N6 C14 1.198(10) . ?
C2 C3 1.325(12) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.499(9) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.378(10) . ?
C6 C7 1.378(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.362(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(11) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C11 C12 1.408(19) . ?
C11 H11 0.9300 . ?
C12 C13 1.372(16) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.522(10) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
