#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:43:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178531 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/36/4063697.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_4063697
loop_
_publ_author_name
'Saito, Shinichi'
'Saika, Mitsuya'
'Yamasaki, Ryu'
'Azumaya, Isao'
'Masu, Hyuma'
_publ_section_title
;
 Synthesis and Structure of Dinuclear Silver(I) and Palladium(II)
 Complexes of 2,7-Bis(methylene)naphthalene-Bridged Bis-N-Heterocyclic
 Carbene Ligands
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1366
_journal_paper_doi               10.1021/om1008583
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C52 H64 N8 I4 Pd2, 2(C H2 Cl2)'
_chemical_formula_sum            'C54 H68 Cl4 I4 N8 Pd2'
_chemical_formula_weight         1691.36
_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                 130.5370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   35.0351(8)
_cell_length_b                   9.8429(2)
_cell_length_c                   23.6265(6)
_cell_measurement_reflns_used    8052
_cell_measurement_temperature    150
_cell_measurement_theta_max      65.35
_cell_measurement_theta_min      2.54
_cell_volume                     6192.0(3)
_computing_cell_refinement       'Smart (Bruker AXS)'
_computing_data_collection       'Smart '
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.921
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Bruker ApexII CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25841
_diffrn_reflns_theta_full        66.03
_diffrn_reflns_theta_max         66.03
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    22.251
_exptl_absorpt_correction_T_max  0.1351
_exptl_absorpt_correction_T_min  0.0949
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3280
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         3.254
_refine_diff_density_min         -1.372
_refine_diff_density_rms         0.200
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0516
_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)+(0.0754P)²+68.0042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1376
_reflns_number_gt                4571
_reflns_number_total             4980
_reflns_threshold_expression     >2sigma
_cod_data_source_file            om1008583_si_002.cif
_cod_data_source_block           a0504221mas(9b)
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        6192.0(2)
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4063697
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
Pd1 Pd 0.171556(17) 0.94356(5) 0.04642(2) 0.01819(16) Uani 1 1 d .
I2 I 0.155157(17) 0.68334(4) 0.02203(3) 0.02872(17) Uani 1 1 d .
I1 I 0.184697(19) 1.20635(5) 0.06359(3) 0.03079(17) Uani 1 1 d .
C19 C 0.0084(3) 0.9232(7) -0.3561(4) 0.0209(14) Uani 1 1 d .
N2 N 0.1264(2) 0.9720(6) 0.1224(3) 0.0257(13) Uani 1 1 d .
N3 N 0.2262(2) 0.9450(6) -0.0131(3) 0.0263(13) Uani 1 1 d .
N1 N 0.2000(2) 0.8790(7) 0.1951(3) 0.0253(13) Uani 1 1 d .
N4 N 0.1470(2) 0.9487(7) -0.1034(3) 0.0287(14) Uani 1 1 d .
C1 C 0.1655(3) 0.9324(7) 0.1257(4) 0.0211(14) Uani 1 1 d .
C20 C 0.0161(3) 0.7851(7) -0.3636(4) 0.0234(15) Uani 1 1 d .
C10 C 0.2186(3) 0.9454(9) -0.0787(4) 0.040(2) Uani 1 1 d .
H10 H 0.2439 0.9446 -0.0828 0.048 Uiso 1 1 calc R
C9 C 0.1818(3) 0.9470(7) -0.0285(4) 0.0240(15) Uani 1 1 d .
C2 C 0.1374(3) 0.9412(9) 0.1888(4) 0.036(2) Uani 1 1 d .
H2 H 0.1163 0.9573 0.2002 0.043 Uiso 1 1 calc R
C18 C 0.0337(3) 0.9769(8) -0.2841(4) 0.0244(15) Uani 1 1 d .
H18 H 0.0300 1.0702 -0.2783 0.029 Uiso 1 1 calc R
C8 C 0.0811(3) 1.0410(8) 0.0589(4) 0.0256(15) Uani 1 1 d .
H8A H 0.0910 1.1216 0.0459 0.031 Uiso 1 1 calc R
H8B H 0.0617 1.0732 0.0733 0.031 Uiso 1 1 calc R
C4 C 0.2497(3) 0.8306(8) 0.2262(4) 0.0288(16) Uani 1 1 d .
H4A H 0.2486 0.7988 0.1853 0.035 Uiso 1 1 calc R
H4B H 0.2596 0.7528 0.2598 0.035 Uiso 1 1 calc R
C3 C 0.1830(3) 0.8849(9) 0.2340(4) 0.0368(19) Uani 1 1 d .
H3 H 0.2005 0.8547 0.2836 0.044 Uiso 1 1 calc R
C21 C 0.0465(3) 0.7037(8) -0.2981(5) 0.0362(19) Uani 1 1 d .
H21 H 0.0509 0.6101 -0.3024 0.043 Uiso 1 1 calc R
C6 C 0.3412(3) 0.8910(10) 0.3044(5) 0.0388(19) Uani 1 1 d .
H6A H 0.3415 0.8610 0.2647 0.047 Uiso 1 1 calc R
H6B H 0.3498 0.8119 0.3367 0.047 Uiso 1 1 calc R
C11 C 0.1693(3) 0.9472(10) -0.1344(4) 0.040(2) Uani 1 1 d .
H11 H 0.1525 0.9475 -0.1861 0.048 Uiso 1 1 calc R
C13 C 0.3025(3) 1.0780(8) 0.0825(5) 0.041(2) Uani 1 1 d .
H13A H 0.2812 1.1506 0.0783 0.049 Uiso 1 1 calc R
H13B H 0.3081 1.0994 0.0474 0.049 Uiso 1 1 calc R
C17 C 0.0634(3) 0.8956(8) -0.2227(4) 0.0292(16) Uani 1 1 d .
C5 C 0.2883(3) 0.9424(8) 0.2689(4) 0.0325(17) Uani 1 1 d .
H5A H 0.2885 0.9766 0.3085 0.039 Uiso 1 1 calc R
H5B H 0.2791 1.0188 0.2348 0.039 Uiso 1 1 calc R
C16 C 0.0923(3) 0.9544(9) -0.1455(4) 0.0322(18) Uani 1 1 d .
H16A H 0.0821 1.0500 -0.1495 0.039 Uiso 1 1 calc R
H16B H 0.0843 0.9027 -0.1185 0.039 Uiso 1 1 calc R
C12 C 0.2756(3) 0.9433(8) 0.0614(4) 0.0297(17) Uani 1 1 d .
H12A H 0.2964 0.8717 0.0637 0.036 Uiso 1 1 calc R
H12B H 0.2716 0.9201 0.0981 0.036 Uiso 1 1 calc R
C14 C 0.3532(4) 1.0749(10) 0.1623(7) 0.064(3) Uani 1 1 d .
H14A H 0.3477 1.0427 0.1962 0.077 Uiso 1 1 calc R
H14B H 0.3754 1.0085 0.1647 0.077 Uiso 1 1 calc R
C22 C 0.0690(3) 0.7563(9) -0.2305(4) 0.0365(18) Uani 1 1 d .
H22 H 0.0888 0.6996 -0.1877 0.044 Uiso 1 1 calc R
C7 C 0.3808(4) 1.0037(13) 0.3510(6) 0.062(3) Uani 1 1 d .
H7A H 0.3737 1.0792 0.3183 0.093 Uiso 1 1 calc R
H7B H 0.4143 0.9672 0.3753 0.093 Uiso 1 1 calc R
H7C H 0.3794 1.0363 0.3889 0.093 Uiso 1 1 calc R
C15 C 0.3792(5) 1.2098(11) 0.1894(8) 0.072(4) Uani 1 1 d .
H15A H 0.3897 1.2357 0.1613 0.108 Uiso 1 1 calc R
H15B H 0.4088 1.2034 0.2425 0.108 Uiso 1 1 calc R
H15C H 0.3562 1.2785 0.1822 0.108 Uiso 1 1 calc R
C23 C -0.0239(3) 1.0032(7) -0.4212(4) 0.0212(14) Uani 1 1 d .
H23 H -0.0291 1.0958 -0.4165 0.025 Uiso 1 1 calc R
C24 C -0.0085(3) 0.7347(8) -0.4367(4) 0.0299(16) Uani 1 1 d .
H24 H -0.0030 0.6432 -0.4426 0.036 Uiso 1 1 calc R
C25 C -0.0393(3) 0.8134(7) -0.4975(4) 0.0280(16) Uani 1 1 d .
H25 H -0.0555 0.7763 -0.5454 0.034 Uiso 1 1 calc R
C26 C -0.0478(2) 0.9507(7) -0.4909(4) 0.0217(14) Uani 1 1 d .
Cl1 Cl 0.01718(15) 0.6352(2) 0.4454(2) 0.0832(11) Uani 1 1 d .
Cl2 Cl 0.03105(18) 0.6292(5) 0.3384(2) 0.1115(13) Uani 1 1 d .
C27 C 0.0568(4) 0.5861(10) 0.4281(7) 0.057(3) Uani 1 1 d .
H27A H 0.0898 0.6313 0.4642 0.069 Uiso 1 1 calc R
H27B H 0.0623 0.4867 0.4349 0.069 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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 C9 176.1(3) . .
C1 Pd1 I2 90.61(19) . .
C9 Pd1 I2 87.8(2) . .
C1 Pd1 I1 91.37(19) . .
C9 Pd1 I1 90.3(2) . .
I2 Pd1 I1 177.11(3) . .
C23 C19 C18 122.2(6) . .
C23 C19 C20 118.7(6) . .
C18 C19 C20 119.1(6) . .
C1 N2 C2 110.0(6) . .
C1 N2 C8 124.4(6) . .
C2 N2 C8 125.5(6) . .
C9 N3 C10 110.3(6) . .
C9 N3 C12 125.5(6) . .
C10 N3 C12 124.2(6) . .
C1 N1 C3 111.0(6) . .
C1 N1 C4 124.4(6) . .
C3 N1 C4 124.5(6) . .
C9 N4 C11 110.9(6) . .
C9 N4 C16 123.8(6) . .
C11 N4 C16 125.3(6) . .
N1 C1 N2 104.3(6) . .
N1 C1 Pd1 126.4(5) . .
N2 C1 Pd1 129.2(5) . .
C19 C20 C21 118.1(7) . .
C19 C20 C24 118.1(6) . .
C21 C20 C24 123.8(7) . .
C11 C10 N3 106.7(7) . .
C11 C10 H10 126.7 . .
N3 C10 H10 126.7 . .
N4 C9 N3 104.8(6) . .
N4 C9 Pd1 128.7(5) . .
N3 C9 Pd1 126.4(5) . .
C3 C2 N2 107.6(6) . .
C3 C2 H2 126.2 . .
N2 C2 H2 126.2 . .
C17 C18 C19 120.5(7) . .
C17 C18 H18 119.7 . .
C19 C18 H18 119.7 . .
N2 C8 C26 113.0(6) . 2_554
N2 C8 H8A 109.0 . .
C26 C8 H8A 109.0 2_554 .
N2 C8 H8B 109.0 . .
C26 C8 H8B 109.0 2_554 .
H8A C8 H8B 107.8 . .
N1 C4 C5 110.8(6) . .
N1 C4 H4A 109.5 . .
C5 C4 H4A 109.5 . .
N1 C4 H4B 109.5 . .
C5 C4 H4B 109.5 . .
H4A C4 H4B 108.1 . .
C2 C3 N1 107.1(6) . .
C2 C3 H3 126.4 . .
N1 C3 H3 126.4 . .
C22 C21 C20 121.4(7) . .
C22 C21 H21 119.3 . .
C20 C21 H21 119.3 . .
C5 C6 C7 110.9(8) . .
C5 C6 H6A 109.5 . .
C7 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
C7 C6 H6B 109.5 . .
H6A C6 H6B 108.0 . .
C10 C11 N4 107.2(7) . .
C10 C11 H11 126.4 . .
N4 C11 H11 126.4 . .
C12 C13 C14 111.3(7) . .
C12 C13 H13A 109.4 . .
C14 C13 H13A 109.4 . .
C12 C13 H13B 109.4 . .
C14 C13 H13B 109.4 . .
H13A C13 H13B 108.0 . .
C18 C17 C22 120.3(7) . .
C18 C17 C16 120.5(7) . .
C22 C17 C16 119.2(7) . .
C4 C5 C6 111.2(7) . .
C4 C5 H5A 109.4 . .
C6 C5 H5A 109.4 . .
C4 C5 H5B 109.4 . .
C6 C5 H5B 109.4 . .
H5A C5 H5B 108.0 . .
N4 C16 C17 111.0(6) . .
N4 C16 H16A 109.4 . .
C17 C16 H16A 109.4 . .
N4 C16 H16B 109.4 . .
C17 C16 H16B 109.4 . .
H16A C16 H16B 108.0 . .
N3 C12 C13 112.6(7) . .
N3 C12 H12A 109.1 . .
C13 C12 H12A 109.1 . .
N3 C12 H12B 109.1 . .
C13 C12 H12B 109.1 . .
H12A C12 H12B 107.8 . .
C15 C14 C13 113.8(9) . .
C15 C14 H14A 108.8 . .
C13 C14 H14A 108.8 . .
C15 C14 H14B 108.8 . .
C13 C14 H14B 108.8 . .
H14A C14 H14B 107.7 . .
C21 C22 C17 120.3(7) . .
C21 C22 H22 119.8 . .
C17 C22 H22 119.8 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
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 . .
C26 C23 C19 121.8(6) . .
C26 C23 H23 119.1 . .
C19 C23 H23 119.1 . .
C25 C24 C20 121.7(7) . .
C25 C24 H24 119.1 . .
C20 C24 H24 119.1 . .
C24 C25 C26 120.8(7) . .
C24 C25 H25 119.6 . .
C26 C25 H25 119.6 . .
C23 C26 C25 118.9(6) . .
C23 C26 C8 120.0(6) . 2_554
C25 C26 C8 121.0(6) . 2_554
Cl2 C27 Cl1 110.9(6) . .
Cl2 C27 H27A 109.5 . .
Cl1 C27 H27A 109.5 . .
Cl2 C27 H27B 109.5 . .
Cl1 C27 H27B 109.5 . .
H27A C27 H27B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.019(7) .
Pd1 C9 2.023(7) .
Pd1 I2 2.6061(6) .
Pd1 I1 2.6123(6) .
C19 C23 1.415(10) .
C19 C18 1.415(10) .
C19 C20 1.419(9) .
N2 C1 1.377(9) .
N2 C2 1.385(10) .
N2 C8 1.462(9) .
N3 C9 1.348(9) .
N3 C10 1.392(10) .
N3 C12 1.460(9) .
N1 C1 1.361(9) .
N1 C3 1.383(10) .
N1 C4 1.463(9) .
N4 C9 1.346(9) .
N4 C11 1.375(10) .
N4 C16 1.478(9) .
C20 C21 1.425(10) .
C20 C24 1.427(10) .
C10 C11 1.328(12) .
C10 H10 0.9500 .
C2 C3 1.336(12) .
C2 H2 0.9500 .
C18 C17 1.365(11) .
C18 H18 0.9500 .
C8 C26 1.514(9) 2_554
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C4 C5 1.511(11) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C3 H3 0.9500 .
C21 C22 1.343(12) .
C21 H21 0.9500 .
C6 C5 1.541(10) .
C6 C7 1.543(14) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C11 H11 0.9500 .
C13 C12 1.512(11) .
C13 C14 1.536(14) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C17 C22 1.414(12) .
C17 C16 1.511(10) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C14 C15 1.499(14) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C22 H22 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C23 C26 1.374(9) .
C23 H23 0.9500 .
C24 C25 1.347(11) .
C24 H24 0.9500 .
C25 C26 1.415(10) .
C25 H25 0.9500 .
C26 C8 1.514(9) 2_554
Cl1 C27 1.752(11) .
Cl2 C27 1.731(12) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
