#------------------------------------------------------------------------------
#$Date: 2017-02-14 14:56:02 +0200 (Tue, 14 Feb 2017) $
#$Revision: 192079 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/23/4062397.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_4062397
loop_
_publ_author_name
'Bonnet, Ludovic G.'
'Douthwaite, Richard E.'
'Kariuki, Benson M.'
_publ_section_title
;
 Synthesis of New Chiral N-Heterocyclic Carbene-Imine Ligands and Their
 Application to an Asymmetric Allylic Alkylation Reaction
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              4187
_journal_page_last               4189
_journal_paper_doi               10.1021/om034050z
_journal_volume                  22
_journal_year                    2003
_chemical_absolute_configuration ad
_chemical_formula_sum            'C25 H29 Cl2 N3 Pd'
_chemical_formula_weight         548.81
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.0731(6)
_cell_length_b                   18.2240(10)
_cell_length_c                   12.0902(6)
_cell_measurement_temperature    195(2)
_cell_volume                     2439.8(2)
_diffrn_ambient_temperature      195(2)
_exptl_crystal_density_diffrn    1.494
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_database_code               4062397
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.269316(16) 0.438038(10) -0.015900(15) 0.01977(7) Uani 1 1 d . . .
N1 N 0.2271(2) 0.51256(11) 0.10077(17) 0.0204(5) Uani 1 1 d . . .
N2 N 0.4827(2) 0.50199(12) 0.07828(19) 0.0223(5) Uani 1 1 d . . .
N3 N 0.4914(2) 0.38493(13) 0.1104(2) 0.0293(6) Uani 1 1 d . . .
Cl1 Cl 0.33526(6) 0.34707(4) -0.13558(6) 0.02692(16) Uani 1 1 d . . .
Cl2 Cl 0.09073(7) 0.46266(4) -0.11728(6) 0.03620(19) Uani 1 1 d . . .
C1 C 0.3012(2) 0.58038(14) 0.1036(2) 0.0223(6) Uani 1 1 d . . .
H1 H 0.319(3) 0.5931(14) 0.182(3) 0.027 Uiso 1 1 calc . . .
C2 C 0.2308(2) 0.64354(15) 0.0507(2) 0.0272(6) Uani 1 1 d . . .
H2A H 0.2106 0.6307 -0.0267 0.033 Uiso 1 1 calc R . .
H2B H 0.1542 0.6511 0.0914 0.033 Uiso 1 1 calc R . .
C3 C 0.3044(3) 0.71447(16) 0.0524(3) 0.0342(7) Uani 1 1 d . . .
H3A H 0.2598 0.7533 0.0123 0.041 Uiso 1 1 calc R . .
H3B H 0.3154 0.7308 0.1298 0.041 Uiso 1 1 calc R . .
C4 C 0.4278(3) 0.70340(15) -0.0015(3) 0.0307(6) Uani 1 1 d . . .
H4A H 0.4170 0.6932 -0.0813 0.037 Uiso 1 1 calc R . .
H4B H 0.4758 0.7490 0.0058 0.037 Uiso 1 1 calc R . .
C5 C 0.4960(3) 0.63996(15) 0.0523(2) 0.0259(6) Uani 1 1 d . . .
H5A H 0.5752 0.6334 0.0155 0.031 Uiso 1 1 calc R . .
H5B H 0.5106 0.6509 0.1314 0.031 Uiso 1 1 calc R . .
C6 C 0.4216(2) 0.57011(15) 0.0415(2) 0.0205(5) Uani 1 1 d . . .
H6 H 0.402(3) 0.5639(16) -0.039(2) 0.025 Uiso 1 1 calc . . .
C7 C 0.4235(2) 0.43751(16) 0.0634(2) 0.0226(5) Uani 1 1 d . . .
C8 C 0.5915(3) 0.48903(16) 0.1323(3) 0.0310(7) Uani 1 1 d . . .
C9 C 0.5951(3) 0.41633(17) 0.1524(3) 0.0381(8) Uani 1 1 d . . .
H9 H 0.6584 0.3910 0.1893 0.046 Uiso 1 1 calc R . .
C10 C 0.1485(3) 0.50524(15) 0.1774(2) 0.0257(6) Uani 1 1 d . . .
H10 H 0.1439 0.5447 0.2287 0.031 Uiso 1 1 calc R . .
C11 C 0.0650(2) 0.44480(16) 0.1971(2) 0.0242(6) Uani 1 1 d . . .
C12 C -0.0304(3) 0.45819(17) 0.2715(2) 0.0296(7) Uani 1 1 d . . .
H12 H -0.0363 0.5046 0.3070 0.035 Uiso 1 1 calc R . .
C13 C -0.1147(3) 0.40506(18) 0.2933(3) 0.0349(8) Uani 1 1 d . . .
H13 H -0.1798 0.4154 0.3420 0.042 Uiso 1 1 calc R . .
C14 C -0.1058(3) 0.33653(18) 0.2451(3) 0.0379(8) Uani 1 1 d . . .
H14 H -0.1639 0.2997 0.2612 0.046 Uiso 1 1 calc R . .
C15 C -0.0120(3) 0.32195(19) 0.1734(3) 0.0408(8) Uani 1 1 d . . .
H15 H -0.0059 0.2749 0.1400 0.049 Uiso 1 1 calc R . .
C16 C 0.0732(3) 0.37496(17) 0.1495(3) 0.0353(8) Uani 1 1 d . . .
H16 H 0.1378 0.3640 0.1005 0.042 Uiso 1 1 calc R . .
C17 C 0.4506(3) 0.30882(16) 0.1303(3) 0.0373(8) Uani 1 1 d . . .
H17 H 0.384(3) 0.2974(19) 0.077(3) 0.045 Uiso 1 1 calc . . .
C18 C 0.4008(4) 0.3036(2) 0.2470(3) 0.0538(10) Uani 1 1 d . . .
H18A H 0.4636 0.3177 0.3000 0.065 Uiso 1 1 calc R . .
H18B H 0.3751 0.2531 0.2618 0.065 Uiso 1 1 calc R . .
H18C H 0.3315 0.3367 0.2546 0.065 Uiso 1 1 calc R . .
C19 C 0.5538(4) 0.25633(17) 0.1092(4) 0.0540(10) Uani 1 1 d . . .
H19A H 0.5887 0.2662 0.0362 0.065 Uiso 1 1 calc R . .
H19B H 0.5238 0.2058 0.1116 0.065 Uiso 1 1 calc R . .
H19C H 0.6159 0.2630 0.1661 0.065 Uiso 1 1 calc R . .
C20 C 0.6916(3) 0.54267(16) 0.1528(3) 0.0325(7) Uani 1 1 d . . .
C21 C 0.6967(3) 0.58306(17) 0.2500(3) 0.0397(8) Uani 1 1 d . . .
H21 H 0.6353 0.5786 0.3045 0.048 Uiso 1 1 calc R . .
C22 C 0.7940(3) 0.63035(19) 0.2659(4) 0.0503(10) Uani 1 1 d . . .
H22 H 0.7993 0.6581 0.3322 0.060 Uiso 1 1 calc R . .
C23 C 0.8820(3) 0.63742(19) 0.1874(4) 0.0491(10) Uani 1 1 d . . .
H23 H 0.9464 0.6710 0.1990 0.059 Uiso 1 1 calc R . .
C24 C 0.8789(3) 0.59666(19) 0.0917(3) 0.0473(10) Uani 1 1 d . . .
H24 H 0.9411 0.6011 0.0380 0.057 Uiso 1 1 calc R . .
C25 C 0.7832(3) 0.54906(18) 0.0756(3) 0.0408(8) Uani 1 1 d . . .
H25 H 0.7802 0.5202 0.0102 0.049 Uiso 1 1 calc R . .
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 C7 1.958(3) . ?
Pd1 N1 2.013(2) . ?
Pd1 Cl1 2.3185(7) . ?
Pd1 Cl2 2.3695(7) . ?
N1 C10 1.278(3) . ?
N1 C1 1.484(3) . ?
N2 C7 1.358(3) . ?
N2 C8 1.390(4) . ?
N2 C6 1.483(3) . ?
N3 C7 1.344(3) . ?
N3 C9 1.379(4) . ?
N3 C17 1.479(4) . ?
C1 C2 1.531(4) . ?
C1 C6 1.542(4) . ?
C2 C3 1.528(4) . ?
C3 C4 1.528(4) . ?
C4 C5 1.526(4) . ?
C5 C6 1.522(4) . ?
C8 C9 1.348(4) . ?
C8 C20 1.499(4) . ?
C10 C11 1.458(4) . ?
C11 C16 1.400(4) . ?
C11 C12 1.409(4) . ?
C12 C13 1.370(4) . ?
C13 C14 1.382(5) . ?
C14 C15 1.378(5) . ?
C15 C16 1.381(4) . ?
C17 C19 1.512(5) . ?
C17 C18 1.518(5) . ?
C20 C25 1.384(5) . ?
C20 C21 1.388(5) . ?
C21 C22 1.393(5) . ?
C22 C23 1.367(6) . ?
C23 C24 1.375(6) . ?
C24 C25 1.384(4) . ?
