#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/10/4021082.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_4021082
loop_
_publ_author_name
'Gary A. Molander'
'Jason P. Burke'
'Patrick J. Carroll'
_publ_section_title
;
 Synthesis and Application of Chiral Cyclopropane-Based Ligands
 in Palladium-Catalyzed Allylic Alkylation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8062
_journal_page_last               8069
_journal_paper_doi               10.1021/jo048782s
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C30 H30 Cl4 P2 Pd'
_chemical_formula_weight         700.68
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                94.89(2)
_cell_angle_beta                 100.46(2)
_cell_angle_gamma                108.139(6)
_cell_formula_units_Z            2
_cell_length_a                   10.633(7)
_cell_length_b                   11.279(6)
_cell_length_c                   13.865(12)
_cell_measurement_temperature    295(2)
_cell_volume                     1536.0(19)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.515
_refine_ls_R_factor_obs          0.0532
_refine_ls_wR_factor_obs         0.1393
_cod_database_code               4021082
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Pd Pd 0.38299(3) 0.31358(3) 0.33669(2) 0.03144(13) Uani 1 d . .
Cl1 Cl 0.46841(13) 0.15654(11) 0.29723(10) 0.0463(3) Uani 1 d . .
Cl2 Cl 0.30404(14) 0.47422(12) 0.38253(12) 0.0554(3) Uani 1 d . .
P1 P 0.21636(11) 0.18239(10) 0.40443(8) 0.0303(2) Uani 1 d . .
P2 P 0.50512(12) 0.42831(11) 0.23179(8) 0.0354(3) Uani 1 d . .
C1 C 0.2194(4) 0.2450(4) 0.5319(3) 0.0358(9) Uani 1 d . .
H1A H 0.1913(4) 0.3190(4) 0.5308(3) 0.048 Uiso 1 calc R .
H1B H 0.1544(4) 0.1821(4) 0.5580(3) 0.048 Uiso 1 calc R .
C2 C 0.3569(5) 0.2803(4) 0.6000(3) 0.0366(10) Uani 1 d . .
H2 H 0.4333(5) 0.3310(4) 0.5746(3) 0.049 Uiso 1 calc R .
C3 C 0.3868(7) 0.1888(5) 0.6665(4) 0.0583(15) Uani 1 d . .
H3A H 0.4777(7) 0.1841(5) 0.6787(4) 0.077 Uiso 1 calc R .
H3B H 0.3151(7) 0.1094(5) 0.6633(4) 0.077 Uiso 1 calc R .
C4 C 0.3683(5) 0.3079(4) 0.7101(3) 0.0423(11) Uani 1 d . .
H4 H 0.2822(5) 0.2959(4) 0.7305(3) 0.056 Uiso 1 calc R .
C5 C 0.4900(5) 0.4079(4) 0.7767(4) 0.0439(11) Uani 1 d . .
H5A H 0.5715(5) 0.3983(4) 0.7603(4) 0.058 Uiso 1 calc R .
H5B H 0.4913(5) 0.3938(4) 0.8449(4) 0.058 Uiso 1 calc R .
C6 C 0.2037(4) 0.0169(4) 0.4042(3) 0.0324(9) Uani 1 d . .
C7 C 0.3096(5) -0.0150(4) 0.4571(4) 0.0407(10) Uani 1 d . .
H7 H 0.3871(5) 0.0486(4) 0.4930(4) 0.054 Uiso 1 calc R .
C8 C 0.3017(5) -0.1402(5) 0.4573(4) 0.0487(12) Uani 1 d . .
H8 H 0.3727(5) -0.1601(5) 0.4939(4) 0.065 Uiso 1 calc R .
C9 C 0.1876(6) -0.2353(5) 0.4026(4) 0.0519(13) Uani 1 d . .
H9 H 0.1821(6) -0.3192(5) 0.4022(4) 0.069 Uiso 1 calc R .
C10 C 0.0816(6) -0.2055(5) 0.3486(4) 0.0531(13) Uani 1 d . .
H10 H 0.0046(6) -0.2692(5) 0.3121(4) 0.071 Uiso 1 calc R .
C11 C 0.0909(5) -0.0805(4) 0.3493(4) 0.0407(10) Uani 1 d . .
H11 H 0.0199(5) -0.0610(4) 0.3122(4) 0.054 Uiso 1 calc R .
C12 C 0.0526(4) 0.1706(4) 0.3290(3) 0.0333(9) Uani 1 d . .
C13 C -0.0625(5) 0.1538(4) 0.3697(4) 0.0404(10) Uani 1 d . .
H13 H -0.0557(5) 0.1541(4) 0.4375(4) 0.054 Uiso 1 calc R .
C14 C -0.1865(5) 0.1369(5) 0.3071(5) 0.0511(13) Uani 1 d . .
H14 H -0.2630(5) 0.1261(5) 0.3335(5) 0.068 Uiso 1 calc R .
C15 C -0.1975(5) 0.1360(5) 0.2076(5) 0.0556(14) Uani 1 d . .
H15 H -0.2815(5) 0.1234(5) 0.1666(5) 0.074 Uiso 1 calc R .
C16 C -0.0854(6) 0.1534(6) 0.1675(4) 0.062(2) Uani 1 d . .
H16 H -0.0937(6) 0.1532(6) 0.0995(4) 0.082 Uiso 1 calc R .
C17 C 0.0404(5) 0.1712(5) 0.2280(4) 0.0483(12) Uani 1 d . .
H17 H 0.1163(5) 0.1836(5) 0.2006(4) 0.064 Uiso 1 calc R .
C18 C 0.4028(6) 0.3434(5) 0.1105(4) 0.0528(14) Uani 1 d . .
C19 C 0.4343(8) 0.2537(6) 0.0547(5) 0.078(2) Uani 1 d . .
H19 H 0.5151(8) 0.2383(6) 0.0761(5) 0.103 Uiso 1 calc R .
C20 C 0.3465(13) 0.1868(9) -0.0328(6) 0.118(4) Uani 1 d . .
H20 H 0.3694(13) 0.1279(9) -0.0707(6) 0.158 Uiso 1 calc R .
C21 C 0.2265(14) 0.2065(9) -0.0638(6) 0.133(5) Uani 1 d . .
H21 H 0.1675(14) 0.1598(9) -0.1223(6) 0.176 Uiso 1 calc R .
C22 C 0.1914(10) 0.2954(9) -0.0091(7) 0.116(4) Uani 1 d . .
H22 H 0.1096(10) 0.3088(9) -0.0308(7) 0.154 Uiso 1 calc R .
C23 C 0.2805(7) 0.3646(7) 0.0789(5) 0.082(2) Uani 1 d . .
H23 H 0.2583(7) 0.4245(7) 0.1163(5) 0.109 Uiso 1 calc R .
C24 C 0.6796(5) 0.4358(4) 0.2393(4) 0.0416(11) Uani 1 d . .
C25 C 0.7410(6) 0.4566(5) 0.1589(5) 0.0587(14) Uani 1 d . .
H25 H 0.6908(6) 0.4619(5) 0.0981(5) 0.078 Uiso 1 calc R .
C26 C 0.8777(7) 0.4694(6) 0.1696(7) 0.076(2) Uani 1 d . .
H26 H 0.9181(7) 0.4806(6) 0.1154(7) 0.100 Uiso 1 calc R .
C27 C 0.9521(7) 0.4655(6) 0.2596(7) 0.073(2) Uani 1 d . .
H27 H 1.0435(7) 0.4751(6) 0.2663(7) 0.097 Uiso 1 calc R .
C28 C 0.8950(6) 0.4479(5) 0.3401(6) 0.066(2) Uani 1 d . .
H28 H 0.9475(6) 0.4464(5) 0.4011(6) 0.088 Uiso 1 calc R .
C29 C 0.7569(5) 0.4320(5) 0.3306(4) 0.0505(13) Uani 1 d . .
H29 H 0.7173(5) 0.4191(5) 0.3851(4) 0.067 Uiso 1 calc R .
C30 C 0.7186(10) 0.1319(9) 0.8456(7) 0.101(3) Uani 1 d . .
Cl3 Cl 0.7853(6) 0.2886(4) 0.8914(4) 0.158(2) Uani 0.67 d P .
Cl4 Cl 0.8421(6) 0.0586(5) 0.8938(3) 0.152(2) Uani 0.67 d P .
Cl5 Cl 0.6098(9) 0.0992(8) 0.9202(5) 0.238(4) Uani 0.67 d P .
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
Pd Cl1 2.297(2) . ?
Pd Cl2 2.310(2) . ?
Pd P1 2.3280(15) . ?
Pd P2 2.332(2) . ?
P1 C12 1.820(4) . ?
P1 C6 1.829(4) . ?
P1 C1 1.838(5) . ?
P2 C24 1.814(5) . ?
P2 C18 1.828(5) . ?
P2 C5 1.846(5) 2_666 ?
C1 C2 1.503(6) . ?
C2 C4 1.507(7) . ?
C2 C3 1.509(7) . ?
C3 C4 1.509(8) . ?
C4 C5 1.510(6) . ?
C5 P2 1.846(5) 2_666 ?
C6 C11 1.389(6) . ?
C6 C7 1.390(6) . ?
C7 C8 1.388(7) . ?
C8 C9 1.383(8) . ?
C9 C10 1.385(8) . ?
C10 C11 1.382(7) . ?
C12 C17 1.384(7) . ?
C12 C13 1.406(6) . ?
C13 C14 1.388(7) . ?
C14 C15 1.362(9) . ?
C15 C16 1.371(9) . ?
C16 C17 1.389(8) . ?
C18 C19 1.381(9) . ?
C18 C23 1.394(10) . ?
C19 C20 1.381(11) . ?
C20 C21 1.36(2) . ?
C21 C22 1.39(2) . ?
C22 C23 1.398(10) . ?
C24 C29 1.391(7) . ?
C24 C25 1.391(7) . ?
C25 C26 1.394(9) . ?
C26 C27 1.363(11) . ?
C27 C28 1.365(11) . ?
C28 C29 1.402(8) . ?
C30 Cl5 1.666(11) . ?
C30 Cl3 1.701(10) . ?
C30 Cl4 1.818(11) . ?
Cl3 Cl5 2.477(10) . ?
