#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:32:06 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178874 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/03/4110359.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_4110359
loop_
_publ_author_name
'Douglas B. Grotjahn'
'Yi Gong'
'Lev Zakharov'
'James A. Golen'
'Arnold L. Rheingold'
_publ_section_title
;
 Changes in Coordination of Sterically Demanding Hybrid
 Imidazolylphosphine Ligands on Pd(0) and Pd(II)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              438
_journal_page_last               453
_journal_paper_doi               10.1021/ja054779u
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C18 H28 I N2 P Pd'
_chemical_formula_weight         536.69
_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                 102.8490(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9008(5)
_cell_length_b                   16.7186(9)
_cell_length_c                   12.9150(7)
_cell_measurement_reflns_used    9333
_cell_measurement_temperature    147(2)
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.44
_cell_volume                     2084.26(19)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      147(2)
_diffrn_measured_fraction_theta_full 0.930
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12908
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_T_max  0.7917
_exptl_absorpt_correction_T_min  0.3739
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pale
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_meas      0
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.129
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0230
_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)+(0.0340P)²+0.7593P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0588
_reflns_number_gt                4361
_reflns_number_total             4808
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja054779usi20050716_085059.cif
_cod_data_source_block           grot71
_cod_database_code               4110359
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
I1 I 0.166984(15) 0.194570(9) 0.891546(12) 0.02447(6) Uani 1 1 d .
Pd1 Pd 0.404974(17) 0.159513(9) 0.844963(13) 0.01688(5) Uani 1 1 d .
P1 P 0.59147(6) 0.10423(3) 0.79315(4) 0.01719(11) Uani 1 1 d .
N1 N 0.4635(2) -0.05588(11) 0.71958(16) 0.0240(4) Uani 1 1 d .
N2 N 0.34944(19) 0.04462(11) 0.77046(14) 0.0205(4) Uani 1 1 d .
C1 C 0.5744(3) -0.10820(15) 0.7000(3) 0.0387(7) Uani 1 1 d .
H1A H 0.6606 -0.0776 0.7092 0.058 Uiso 1 1 calc R
H1B H 0.5488 -0.1291 0.6274 0.058 Uiso 1 1 calc R
H1C H 0.5876 -0.1528 0.7505 0.058 Uiso 1 1 calc R
C2 C 0.3283(3) -0.08042(15) 0.7128(2) 0.0281(5) Uani 1 1 d .
H2A H 0.2905 -0.1314 0.6902 0.034 Uiso 1 1 calc R
C3 C 0.2601(3) -0.01807(14) 0.74449(19) 0.0251(5) Uani 1 1 d .
H3A H 0.1652 -0.0180 0.7481 0.030 Uiso 1 1 calc R
C4 C 0.4720(2) 0.02101(13) 0.75492(17) 0.0196(4) Uani 1 1 d .
C5 C 0.7434(2) 0.06895(14) 0.89556(18) 0.0230(5) Uani 1 1 d .
C6 C 0.6836(3) 0.01396(17) 0.9695(2) 0.0348(6) Uani 1 1 d .
H6A H 0.7591 -0.0070 1.0252 0.052 Uiso 1 1 calc R
H6B H 0.6342 -0.0306 0.9284 0.052 Uiso 1 1 calc R
H6C H 0.6192 0.0444 1.0021 0.052 Uiso 1 1 calc R
C7 C 0.8542(3) 0.02474(16) 0.8520(2) 0.0302(5) Uani 1 1 d .
H7A H 0.9295 0.0083 0.9111 0.045 Uiso 1 1 calc R
H7B H 0.8910 0.0603 0.8045 0.045 Uiso 1 1 calc R
H7C H 0.8132 -0.0227 0.8126 0.045 Uiso 1 1 calc R
C8 C 0.8084(3) 0.14235(16) 0.9602(2) 0.0292(5) Uani 1 1 d .
H8A H 0.8889 0.1254 1.0146 0.044 Uiso 1 1 calc R
H8B H 0.7399 0.1672 0.9944 0.044 Uiso 1 1 calc R
H8C H 0.8377 0.1811 0.9127 0.044 Uiso 1 1 calc R
C9 C 0.6326(3) 0.14508(14) 0.66859(18) 0.0225(5) Uani 1 1 d .
C10 C 0.7365(3) 0.21365(16) 0.6996(2) 0.0302(5) Uani 1 1 d .
H10A H 0.7595 0.2360 0.6355 0.045 Uiso 1 1 calc R
H10B H 0.8209 0.1933 0.7469 0.045 Uiso 1 1 calc R
H10C H 0.6956 0.2554 0.7361 0.045 Uiso 1 1 calc R
C11 C 0.6881(3) 0.08354(17) 0.6004(2) 0.0334(6) Uani 1 1 d .
H11A H 0.7066 0.1099 0.5372 0.050 Uiso 1 1 calc R
H11B H 0.6191 0.0412 0.5786 0.050 Uiso 1 1 calc R
H11C H 0.7740 0.0601 0.6418 0.050 Uiso 1 1 calc R
C12 C 0.4941(3) 0.17784(16) 0.60373(19) 0.0281(5) Uani 1 1 d .
H12A H 0.5081 0.2003 0.5368 0.042 Uiso 1 1 calc R
H12B H 0.4599 0.2197 0.6445 0.042 Uiso 1 1 calc R
H12C H 0.4262 0.1344 0.5885 0.042 Uiso 1 1 calc R
C13 C 0.4892(2) 0.26151(13) 0.90938(18) 0.0210(4) Uani 1 1 d .
C14 C 0.5060(2) 0.32664(14) 0.84663(19) 0.0242(5) Uani 1 1 d .
H14A H 0.4778 0.3225 0.7715 0.029 Uiso 1 1 calc R
C15 C 0.5636(3) 0.39785(14) 0.8921(2) 0.0288(5) Uani 1 1 d .
H15A H 0.5735 0.4417 0.8476 0.035 Uiso 1 1 calc R
C16 C 0.6065(3) 0.40549(15) 1.0009(2) 0.0332(6) Uani 1 1 d .
H16A H 0.6470 0.4539 1.0316 0.040 Uiso 1 1 calc R
C17 C 0.5894(3) 0.34105(16) 1.0645(2) 0.0338(6) Uani 1 1 d .
H17A H 0.6176 0.3455 1.1395 0.041 Uiso 1 1 calc R
C18 C 0.5313(3) 0.27007(15) 1.01949(19) 0.0285(5) Uani 1 1 d .
H18A H 0.5200 0.2266 1.0642 0.034 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'
P P 0.1023 0.0942 '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
C13 Pd1 N2 169.94(8)
C13 Pd1 P1 100.18(7)
N2 Pd1 P1 69.76(5)
C13 Pd1 I1 91.55(7)
N2 Pd1 I1 98.50(5)
P1 Pd1 I1 168.209(16)
C4 P1 C5 108.87(10)
C4 P1 C9 107.31(10)
C5 P1 C9 115.44(11)
C4 P1 Pd1 82.55(8)
C5 P1 Pd1 119.69(8)
C9 P1 Pd1 116.50(8)
C4 N1 C2 106.7(2)
C4 N1 C1 128.9(2)
C2 N1 C1 124.2(2)
C4 N2 C3 107.33(19)
C4 N2 Pd1 100.37(14)
C3 N2 Pd1 151.38(17)
C3 C2 N1 107.1(2)
C2 C3 N2 109.0(2)
N2 C4 N1 109.9(2)
N2 C4 P1 106.92(15)
N1 C4 P1 143.17(19)
C7 C5 C6 110.3(2)
C7 C5 C8 109.6(2)
C6 C5 C8 108.2(2)
C7 C5 P1 115.06(17)
C6 C5 P1 105.60(16)
C8 C5 P1 107.83(16)
C10 C9 C11 110.2(2)
C10 C9 C12 109.9(2)
C11 C9 C12 108.4(2)
C10 C9 P1 108.06(16)
C11 C9 P1 114.98(17)
C12 C9 P1 105.06(16)
C14 C13 C18 117.8(2)
C14 C13 Pd1 121.28(17)
C18 C13 Pd1 120.92(17)
C13 C14 C15 121.0(2)
C16 C15 C14 120.8(2)
C15 C16 C17 118.7(2)
C16 C17 C18 120.6(2)
C17 C18 C13 121.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 Pd1 2.6245(3)
Pd1 C13 1.997(2)
Pd1 N2 2.1639(18)
Pd1 P1 2.2936(6)
P1 C4 1.822(2)
P1 C5 1.864(2)
P1 C9 1.874(2)
N1 C4 1.361(3)
N1 C2 1.384(3)
N1 C1 1.469(3)
N2 C4 1.333(3)
N2 C3 1.365(3)
C2 C3 1.354(3)
C5 C7 1.530(3)
C5 C6 1.536(3)
C5 C8 1.542(3)
C9 C10 1.533(3)
C9 C11 1.533(3)
C9 C12 1.539(3)
C13 C14 1.389(3)
C13 C18 1.397(3)
C14 C15 1.392(3)
C15 C16 1.380(4)
C16 C17 1.388(4)
C17 C18 1.389(4)
