#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/26/4062696.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_4062696
loop_
_publ_author_name
'Weng, Zhiqiang'
'Teo, Shihui'
'Koh, Lip Lin'
'Hor, T. S. Andy'
_publ_section_title
;
 Efficient Suzuki-coupling of aryl chlorides catalyzed by Palladium(0)
with P,N-heteroligand and isolation of unsaturated intermediates
;
_journal_name_full               Organometallics
_journal_paper_doi               10.1021/om0494770
_journal_year                    2004
_chemical_formula_sum            'C33 H36.5 Cl F5 Fe I N P Pd'
_chemical_formula_weight         897.70
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 102.386(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.600(2)
_cell_length_b                   11.3938(16)
_cell_length_c                   18.179(3)
_cell_measurement_temperature    223(2)
_cell_volume                     3358.3(8)
_diffrn_ambient_temperature      223(2)
_exptl_crystal_density_diffrn    1.775
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C33 H36.50 Cl F5 Fe I N P Pd'
_cod_database_code               4062696
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.30379(3) 0.23102(4) 0.35873(3) 0.02823(13) Uani 1 1 d . . .
Fe1 Fe 0.39959(5) 0.06561(7) 0.20359(5) 0.0326(2) Uani 1 1 d . . .
I1 I 0.40874(3) 0.35841(4) 0.45881(2) 0.04458(14) Uani 1 1 d . . .
P1 P 0.21522(9) 0.13588(13) 0.25398(9) 0.0299(4) Uani 1 1 d . . .
N1 N 0.3911(3) 0.0916(4) 0.3911(3) 0.0303(12) Uani 1 1 d . . .
F1 F 0.1505(2) 0.2833(3) 0.4288(2) 0.0557(11) Uani 1 1 d . . .
F2 F 0.0676(2) 0.4811(4) 0.4403(2) 0.0702(13) Uani 1 1 d . . .
F3 F 0.1063(3) 0.6833(4) 0.3770(3) 0.0826(14) Uani 1 1 d . . .
F4 F 0.2314(2) 0.6831(3) 0.3012(3) 0.0740(13) Uani 1 1 d . . .
F5 F 0.3119(2) 0.4867(3) 0.2852(2) 0.0476(10) Uani 1 1 d . . .
C1 C 0.4553(4) 0.0765(5) 0.3633(3) 0.0314(14) Uani 1 1 d . . .
H1 H 0.4955 0.0247 0.3896 0.038 Uiso 1 1 calc R . .
C2 C 0.4729(3) 0.1296(5) 0.2968(3) 0.0317(15) Uani 1 1 d . . .
C3 C 0.5216(3) 0.0701(6) 0.2520(4) 0.0370(16) Uani 1 1 d . . .
H3 H 0.5570 0.0008 0.2680 0.044 Uiso 1 1 calc R . .
C4 C 0.5097(4) 0.1246(5) 0.1815(4) 0.0404(17) Uani 1 1 d . . .
H4 H 0.5343 0.0996 0.1390 0.049 Uiso 1 1 calc R . .
C5 C 0.4548(4) 0.2194(5) 0.1810(4) 0.0376(16) Uani 1 1 d . . .
H5 H 0.4342 0.2720 0.1377 0.045 Uiso 1 1 calc R . .
C6 C 0.4316(3) 0.2244(5) 0.2512(3) 0.0317(14) Uani 1 1 d . . .
H6 H 0.3938 0.2824 0.2663 0.038 Uiso 1 1 calc R . .
C7 C 0.2782(3) 0.0437(5) 0.2044(3) 0.0317(15) Uani 1 1 d . . .
C8 C 0.2910(4) 0.0468(5) 0.1294(4) 0.0383(16) Uani 1 1 d . . .
H8 H 0.2665 0.1050 0.0906 0.046 Uiso 1 1 calc R . .
C9 C 0.3435(4) -0.0463(5) 0.1188(4) 0.0410(16) Uani 1 1 d . . .
H9 H 0.3626 -0.0647 0.0721 0.049 Uiso 1 1 calc R . .
C10 C 0.3660(4) -0.1067(5) 0.1891(4) 0.0393(16) Uani 1 1 d . . .
H10 H 0.4039 -0.1746 0.1996 0.047 Uiso 1 1 calc R . .
C11 C 0.3259(4) -0.0540(5) 0.2408(4) 0.0354(15) Uani 1 1 d . . .
H11 H 0.3305 -0.0785 0.2938 0.042 Uiso 1 1 calc R . .
C12 C 0.3791(3) 0.0145(5) 0.4502(3) 0.0307(14) Uani 1 1 d . . .
C13 C 0.3989(4) -0.1040(5) 0.4478(4) 0.0410(17) Uani 1 1 d . . .
H13 H 0.4241 -0.1321 0.4097 0.049 Uiso 1 1 calc R . .
C14 C 0.3814(4) -0.1804(6) 0.5014(4) 0.0501(19) Uani 1 1 d . . .
H14 H 0.3950 -0.2603 0.4997 0.060 Uiso 1 1 calc R . .
C15 C 0.3444(4) -0.1404(6) 0.5566(4) 0.0477(18) Uani 1 1 d . . .
H15 H 0.3317 -0.1933 0.5921 0.057 Uiso 1 1 calc R . .
C16 C 0.3253(4) -0.0221(6) 0.5610(4) 0.0440(17) Uani 1 1 d . . .
H16 H 0.3010 0.0054 0.6000 0.053 Uiso 1 1 calc R . .
C17 C 0.3423(3) 0.0543(6) 0.5076(3) 0.0367(16) Uani 1 1 d . . .
H17 H 0.3290 0.1342 0.5099 0.044 Uiso 1 1 calc R . .
C18 C 0.2330(3) 0.3745(5) 0.3543(3) 0.0277(14) Uani 1 1 d . . .
C19 C 0.1717(4) 0.3800(5) 0.3942(3) 0.0369(16) Uani 1 1 d . . .
C20 C 0.1279(4) 0.4807(6) 0.4004(4) 0.0480(18) Uani 1 1 d . . .
C21 C 0.1486(4) 0.5833(6) 0.3703(4) 0.0519(19) Uani 1 1 d . . .
C22 C 0.2099(4) 0.5831(6) 0.3305(4) 0.0489(19) Uani 1 1 d . . .
C23 C 0.2503(4) 0.4798(5) 0.3245(4) 0.0376(16) Uani 1 1 d . . .
C24 C 0.1571(3) 0.2320(5) 0.1758(3) 0.0342(15) Uani 1 1 d . . .
C25 C 0.2203(3) 0.3095(5) 0.1481(3) 0.0376(16) Uani 1 1 d . . .
H25A H 0.2623 0.2603 0.1341 0.056 Uiso 1 1 calc R . .
H25B H 0.2458 0.3627 0.1880 0.056 Uiso 1 1 calc R . .
H25C H 0.1927 0.3545 0.1046 0.056 Uiso 1 1 calc R . .
C26 C 0.0966(4) 0.3183(5) 0.2010(4) 0.0464(18) Uani 1 1 d . . .
H26A H 0.0704 0.3664 0.1586 0.070 Uiso 1 1 calc R . .
H26B H 0.1266 0.3682 0.2408 0.070 Uiso 1 1 calc R . .
H26C H 0.0549 0.2745 0.2194 0.070 Uiso 1 1 calc R . .
C27 C 0.1074(4) 0.1597(6) 0.1097(4) 0.0500(19) Uani 1 1 d . . .
H27A H 0.0591 0.1266 0.1241 0.075 Uiso 1 1 calc R . .
H27B H 0.1415 0.0969 0.0973 0.075 Uiso 1 1 calc R . .
H27C H 0.0901 0.2103 0.0662 0.075 Uiso 1 1 calc R . .
C28 C 0.1408(4) 0.0272(5) 0.2827(4) 0.0411(17) Uani 1 1 d . . .
C29 C 0.0602(4) 0.0864(6) 0.2914(4) 0.058(2) Uani 1 1 d . . .
H29A H 0.0295 0.1116 0.2424 0.087 Uiso 1 1 calc R . .
H29B H 0.0728 0.1539 0.3243 0.087 Uiso 1 1 calc R . .
H29C H 0.0273 0.0309 0.3129 0.087 Uiso 1 1 calc R . .
C30 C 0.1189(4) -0.0750(6) 0.2264(4) 0.0492(18) Uani 1 1 d . . .
H30A H 0.1691 -0.1145 0.2209 0.074 Uiso 1 1 calc R . .
H30B H 0.0905 -0.0447 0.1779 0.074 Uiso 1 1 calc R . .
H30C H 0.0834 -0.1302 0.2449 0.074 Uiso 1 1 calc R . .
C31 C 0.1824(4) -0.0224(5) 0.3605(3) 0.0519(19) Uani 1 1 d . . .
H31A H 0.1464 -0.0799 0.3761 0.078 Uiso 1 1 calc R . .
H31B H 0.1929 0.0409 0.3970 0.078 Uiso 1 1 calc R . .
H31C H 0.2342 -0.0595 0.3573 0.078 Uiso 1 1 calc R . .
C1S C 0.0711(10) 0.7386(6) 0.0576(5) 0.128(5) Uiso 0.50 1 d PRD A 1
H1SA H 0.1188 0.7777 0.0880 0.192 Uiso 0.50 1 calc PR B 1
H1SB H 0.0234 0.7521 0.0793 0.192 Uiso 0.50 1 calc PR C 1
H1SC H 0.0606 0.7695 0.0068 0.192 Uiso 0.50 1 calc PR D 1
C2S C 0.0881(10) 0.6055(10) 0.0559(13) 0.128(5) Uiso 0.50 1 d PD A 1
H2SA H 0.1301 0.5875 0.0271 0.154 Uiso 0.50 1 calc PR A 1
H2SB H 0.1048 0.5727 0.1067 0.154 Uiso 0.50 1 calc PR A 1
C3S C 0.0022(10) 0.5619(11) 0.0156(15) 0.128(5) Uiso 0.50 1 d PD . 1
H3SA H -0.0345 0.5667 0.0512 0.154 Uiso 0.50 1 calc PR . 1
H3SB H -0.0193 0.6158 -0.0260 0.154 Uiso 0.50 1 calc PR . 1
C4S C 0.1071(14) 0.6881(18) 0.0430(11) 0.164(11) Uiso 0.50 1 d PD E 2
H4SA H 0.0477 0.7043 0.0314 0.197 Uiso 0.50 1 calc PR E 2
H4SB H 0.1206 0.6321 0.0066 0.197 Uiso 0.50 1 calc PR E 2
Cl2 Cl 0.1659(6) 0.8155(10) 0.0493(6) 0.108(3) Uani 0.25 1 d PDU E 2
Cl1 Cl 0.1414(4) 0.6438(5) 0.1328(4) 0.133(2) Uani 0.50 1 d PDU E 2
Cl2A Cl 0.0355(7) 0.5620(11) 0.0093(8) 0.120(4) Uiso 0.25 1 d PD . 3
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 C18 2.005(5) . ?
Pd1 N1 2.146(5) . ?
Pd1 P1 2.4003(16) . ?
Pd1 I1 2.6632(7) . ?
Fe1 C2 2.000(6) . ?
Fe1 C8 2.018(6) . ?
Fe1 C6 2.026(6) . ?
Fe1 C3 2.029(6) . ?
Fe1 C7 2.033(5) . ?
Fe1 C11 2.041(6) . ?
Fe1 C10 2.042(6) . ?
Fe1 C5 2.060(6) . ?
Fe1 C9 2.062(6) . ?
Fe1 C4 2.067(6) . ?
P1 C7 1.848(6) . ?
P1 C24 1.888(6) . ?
P1 C28 1.899(6) . ?
N1 C1 1.286(6) . ?
N1 C12 1.434(7) . ?
F1 C19 1.352(6) . ?
F2 C20 1.356(7) . ?
F3 C21 1.357(7) . ?
F4 C22 1.339(7) . ?
F5 C23 1.369(6) . ?
C1 C2 1.436(8) . ?
C2 C3 1.435(8) . ?
C2 C6 1.443(8) . ?
C3 C4 1.399(8) . ?
C4 C5 1.413(8) . ?
C5 C6 1.411(8) . ?
C7 C8 1.424(8) . ?
C7 C11 1.442(8) . ?
C8 C9 1.413(8) . ?
C9 C10 1.428(8) . ?
C10 C11 1.398(8) . ?
C12 C17 1.392(8) . ?
C12 C13 1.392(8) . ?
C13 C14 1.383(8) . ?
C14 C15 1.362(9) . ?
C15 C16 1.392(8) . ?
C16 C17 1.378(8) . ?
C18 C19 1.371(8) . ?
C18 C23 1.373(7) . ?
C19 C20 1.377(8) . ?
C20 C21 1.366(9) . ?
C21 C22 1.369(9) . ?
C22 C23 1.371(8) . ?
C24 C27 1.541(8) . ?
C24 C25 1.537(8) . ?
C24 C26 1.543(8) . ?
C28 C29 1.537(8) . ?
C28 C31 1.543(9) . ?
C28 C30 1.542(8) . ?
C1S C2S 1.544(9) . ?
C2S C3S 1.539(10) . ?
C3S C3S 1.517(10) 3_565 ?
C4S Cl1 1.687(16) . ?
C4S Cl2 1.740(15) . ?
Cl2A Cl2A 1.82(2) 3_565 ?
