#------------------------------------------------------------------------------
#$Date: 2018-08-17 00:36:15 +0300 (Fri, 17 Aug 2018) $
#$Revision: 209826 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/08/4060850.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_4060850
loop_
_publ_author_name
'Teo, Shihui'
'Weng, Zhiqiang'
'Hor, T. S. Andy'
_publ_section_title
;
 1,1'-P/O-Ferrocenyl Ligands in Palladium-Catalyzed Suzuki Coupling
 of Aryl Chlorides
;
_journal_coden_ASTM              ORGND7
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1199
_journal_page_last               1205
_journal_paper_doi               10.1021/om050791j
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C38 H41 Cl2 F5 Fe I O2 P Pd'
_chemical_formula_weight         1015.73
_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                 98.876(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9657(8)
_cell_length_b                   16.0604(11)
_cell_length_c                   20.2335(14)
_cell_measurement_temperature    223(2)
_cell_volume                     3841.8(5)
_diffrn_ambient_temperature      223(2)
_exptl_crystal_density_diffrn    1.756
_cod_duplicate_entry             4074682
_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_database_code               4060850
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 0.54419(4) 0.94215(3) 0.08360(2) 0.03771(16) Uani 1 1 d . . .
I1 I 0.38704(4) 1.05342(3) 0.03513(2) 0.05167(17) Uani 1 1 d . . .
Fe1 Fe 0.73153(8) 0.72940(6) 0.28071(4) 0.0404(2) Uani 1 1 d . . .
P1 P 0.66979(13) 0.84211(10) 0.12595(7) 0.0334(3) Uani 1 1 d . . .
O1 O 0.9294(5) 0.8280(4) 0.4111(3) 0.0649(14) Uani 1 1 d . . .
O2 O 0.9794(4) 0.8537(3) 0.3098(3) 0.0579(13) Uani 1 1 d . . .
F1 F 0.3470(4) 0.8445(4) 0.1279(3) 0.0840(15) Uani 1 1 d . . .
F2 F 0.2422(5) 0.8487(5) 0.2330(3) 0.113(2) Uani 1 1 d . . .
F3 F 0.3222(5) 0.9496(4) 0.3387(3) 0.100(2) Uani 1 1 d . . .
F4 F 0.5037(5) 1.0466(4) 0.3305(3) 0.0904(18) Uani 1 1 d . . .
F5 F 0.6018(4) 1.0467(3) 0.2207(3) 0.0708(13) Uani 1 1 d . . .
C1 C 0.4760(6) 0.9450(4) 0.1694(4) 0.0448(16) Uani 1 1 d U . .
C2 C 0.3868(4) 0.8921(3) 0.1719(2) 0.0215(10) Uani 1 1 d U . .
C3 C 0.3336(7) 0.8967(6) 0.2297(4) 0.066(2) Uani 1 1 d U . .
C4 C 0.3723(8) 0.9483(6) 0.2829(4) 0.065(2) Uani 1 1 d U . .
C5 C 0.4640(7) 0.9976(6) 0.2793(4) 0.061(2) Uani 1 1 d . . .
C6 C 0.5128(6) 0.9961(4) 0.2203(3) 0.0449(15) Uani 1 1 d . . .
C7 C 0.9717(6) 0.7892(5) 0.3572(4) 0.0499(17) Uani 1 1 d . . .
C8 C 1.0109(10) 0.9267(6) 0.3477(5) 0.084(3) Uani 1 1 d . . .
H8A H 0.9758 0.9762 0.3249 0.101 Uiso 1 1 calc R . .
H8B H 1.0932 0.9339 0.3553 0.101 Uiso 1 1 calc R . .
C9 C 0.9668(11) 0.9117(7) 0.4132(6) 0.100(4) Uani 1 1 d . . .
H9A H 1.0269 0.9205 0.4513 0.120 Uiso 1 1 calc R . .
H9B H 0.9041 0.9496 0.4175 0.120 Uiso 1 1 calc R . .
C10 C 1.0886(6) 0.7512(5) 0.3811(4) 0.0570(19) Uani 1 1 d . . .
C11 C 1.1184(9) 0.7208(7) 0.4432(5) 0.088(3) Uani 1 1 d . . .
H11 H 1.0684 0.7263 0.4745 0.105 Uiso 1 1 calc R . .
C12 C 1.2200(11) 0.6820(8) 0.4617(7) 0.109(4) Uani 1 1 d . . .
H12 H 1.2388 0.6613 0.5055 0.131 Uiso 1 1 calc R . .
C13 C 1.2923(9) 0.6731(7) 0.4188(8) 0.108(5) Uani 1 1 d . . .
H13 H 1.3630 0.6483 0.4330 0.129 Uiso 1 1 calc R . .
C14 C 1.2654(9) 0.6996(9) 0.3540(8) 0.115(4) Uani 1 1 d . . .
H14 H 1.3155 0.6914 0.3231 0.138 Uiso 1 1 calc R . .
C15 C 1.1606(7) 0.7395(7) 0.3350(6) 0.087(3) Uani 1 1 d . . .
H15 H 1.1398 0.7581 0.2908 0.104 Uiso 1 1 calc R . .
C16 C 0.6518(5) 0.8065(4) 0.2082(3) 0.0390(14) Uani 1 1 d . . .
C17 C 0.5753(6) 0.7453(5) 0.2255(3) 0.0482(17) Uani 1 1 d . . .
H17 H 0.5342 0.7039 0.1946 0.058 Uiso 1 1 calc R . .
C18 C 0.5690(6) 0.7530(6) 0.2936(4) 0.059(2) Uani 1 1 d . . .
H18 H 0.5226 0.7179 0.3191 0.071 Uiso 1 1 calc R . .
C19 C 0.6402(7) 0.8180(6) 0.3200(3) 0.059(2) Uani 1 1 d . . .
H19 H 0.6522 0.8368 0.3672 0.071 Uiso 1 1 calc R . .
C20 C 0.6914(6) 0.8518(4) 0.2687(3) 0.0457(16) Uani 1 1 d . . .
H20 H 0.7457 0.8987 0.2731 0.055 Uiso 1 1 calc R . .
C21 C 0.8949(5) 0.7223(4) 0.3282(3) 0.0438(15) Uani 1 1 d . . .
C22 C 0.8856(6) 0.6883(5) 0.2622(3) 0.0468(16) Uani 1 1 d . . .
H22 H 0.9260 0.7088 0.2263 0.056 Uiso 1 1 calc R . .
C23 C 0.8084(6) 0.6212(4) 0.2565(4) 0.0487(16) Uani 1 1 d . . .
H23 H 0.7854 0.5864 0.2164 0.058 Uiso 1 1 calc R . .
C24 C 0.7697(6) 0.6136(5) 0.3187(4) 0.0528(18) Uani 1 1 d . . .
H24 H 0.7143 0.5720 0.3297 0.063 Uiso 1 1 calc R . .
C25 C 0.8229(6) 0.6749(5) 0.3626(3) 0.0472(17) Uani 1 1 d . . .
H25 H 0.8114 0.6834 0.4095 0.057 Uiso 1 1 calc R . .
C26 C 0.8194(5) 0.8777(4) 0.1347(3) 0.0415(14) Uani 1 1 d . . .
H26 H 0.8619 0.8479 0.1735 0.050 Uiso 1 1 calc R . .
C27 C 0.8285(6) 0.9711(5) 0.1507(4) 0.0530(18) Uani 1 1 d . . .
H27A H 0.7866 1.0026 0.1133 0.064 Uiso 1 1 calc R . .
H27B H 0.7939 0.9825 0.1906 0.064 Uiso 1 1 calc R . .
C28 C 0.9512(7) 1.0000(6) 0.1627(4) 0.069(2) Uani 1 1 d . . .
H28A H 0.9539 1.0603 0.1706 0.083 Uiso 1 1 calc R . .
H28B H 0.9915 0.9726 0.2027 0.083 Uiso 1 1 calc R . .
C29 C 1.0078(8) 0.9802(6) 0.1045(5) 0.073(3) Uani 1 1 d . . .
H29A H 1.0876 0.9963 0.1143 0.087 Uiso 1 1 calc R . .
H29B H 0.9725 1.0124 0.0656 0.087 Uiso 1 1 calc R . .
C30 C 0.9992(7) 0.8891(6) 0.0883(5) 0.068(2) Uani 1 1 d . . .
H30A H 1.0407 0.8574 0.1257 0.082 Uiso 1 1 calc R . .
H30B H 1.0347 0.8782 0.0486 0.082 Uiso 1 1 calc R . .
C31 C 0.8776(5) 0.8597(5) 0.0754(3) 0.0505(17) Uani 1 1 d . . .
H31A H 0.8374 0.8879 0.0358 0.061 Uiso 1 1 calc R . .
H31B H 0.8756 0.7997 0.0665 0.061 Uiso 1 1 calc R . .
C32 C 0.6528(5) 0.7532(4) 0.0678(3) 0.0402(14) Uani 1 1 d . . .
H32 H 0.6820 0.7725 0.0273 0.048 Uiso 1 1 calc R . .
C33 C 0.7209(6) 0.6756(4) 0.0907(3) 0.0472(16) Uani 1 1 d . . .
H33A H 0.6900 0.6493 0.1276 0.057 Uiso 1 1 calc R . .
H33B H 0.7997 0.6909 0.1067 0.057 Uiso 1 1 calc R . .
C34 C 0.7158(7) 0.6144(5) 0.0322(4) 0.063(2) Uani 1 1 d . . .
H34A H 0.7533 0.6390 -0.0029 0.076 Uiso 1 1 calc R . .
H34B H 0.7562 0.5633 0.0477 0.076 Uiso 1 1 calc R . .
C35 C 0.5942(8) 0.5935(6) 0.0037(5) 0.073(3) Uani 1 1 d . . .
H35A H 0.5934 0.5594 -0.0365 0.088 Uiso 1 1 calc R . .
H35B H 0.5611 0.5604 0.0365 0.088 Uiso 1 1 calc R . .
C36 C 0.5236(7) 0.6683(6) -0.0137(4) 0.066(2) Uani 1 1 d . . .
H36A H 0.4449 0.6511 -0.0273 0.079 Uiso 1 1 calc R . .
H36B H 0.5487 0.6964 -0.0518 0.079 Uiso 1 1 calc R . .
C37 C 0.5293(6) 0.7296(5) 0.0443(3) 0.0513(18) Uani 1 1 d . . .
H37A H 0.4972 0.7041 0.0812 0.062 Uiso 1 1 calc R . .
H37B H 0.4852 0.7796 0.0298 0.062 Uiso 1 1 calc R . .
C1S C 0.218(2) 0.6501(15) 0.1318(14) 0.285(18) Uani 1 1 d . . .
H1S1 H 0.2452 0.7071 0.1279 0.342 Uiso 1 1 calc R . .
H1S2 H 0.2513 0.6279 0.1755 0.342 Uiso 1 1 calc R . .
Cl1 Cl 0.2526(6) 0.5924(6) 0.0722(6) 0.296(5) Uani 1 1 d . . .
Cl2 Cl 0.0712(7) 0.6498(4) 0.1247(5) 0.287(5) Uani 1 1 d . . .
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 C1 2.031(7) . ?
Pd1 P1 2.2753(16) . ?
Pd1 I1 2.6577(6) 3_675 ?
Pd1 I1 2.6687(6) . ?
I1 Pd1 2.6577(6) 3_675 ?
Fe1 C20 2.029(7) . ?
Fe1 C19 2.030(8) . ?
Fe1 C24 2.037(7) . ?
Fe1 C25 2.037(6) . ?
Fe1 C18 2.038(7) . ?
Fe1 C17 2.041(7) . ?
Fe1 C16 2.041(6) . ?
Fe1 C21 2.045(6) . ?
Fe1 C22 2.047(7) . ?
Fe1 C23 2.059(7) . ?
P1 C16 1.803(6) . ?
P1 C32 1.841(6) . ?
P1 C26 1.862(6) . ?
O1 C9 1.415(11) . ?
O1 C7 1.416(9) . ?
O2 C8 1.420(10) . ?
O2 C7 1.424(8) . ?
F1 C2 1.214(7) . ?
F2 C3 1.348(10) . ?
F3 C4 1.359(9) . ?
F4 C5 1.329(10) . ?
F5 C6 1.338(8) . ?
C1 C6 1.337(10) . ?
C1 C2 1.371(9) . ?
C2 C3 1.418(10) . ?
C3 C4 1.381(13) . ?
C4 C5 1.364(13) . ?
C5 C6 1.407(10) . ?
C7 C21 1.475(10) . ?
C7 C10 1.534(10) . ?
C8 C9 1.520(16) . ?
C10 C11 1.343(12) . ?
C10 C15 1.378(13) . ?
C11 C12 1.365(14) . ?
C12 C13 1.325(18) . ?
C13 C14 1.367(18) . ?
C14 C15 1.407(14) . ?
C16 C17 1.423(10) . ?
C16 C20 1.440(9) . ?
C17 C18 1.397(10) . ?
C18 C19 1.400(12) . ?
C19 C20 1.394(10) . ?
C21 C25 1.411(9) . ?
C21 C22 1.431(10) . ?
C22 C23 1.412(10) . ?
C23 C24 1.412(10) . ?
C24 C25 1.410(10) . ?
C26 C31 1.506(9) . ?
C26 C27 1.535(10) . ?
C27 C28 1.523(10) . ?
C28 C29 1.481(12) . ?
C29 C30 1.499(12) . ?
C30 C31 1.515(10) . ?
C32 C33 1.521(9) . ?
C32 C37 1.529(9) . ?
C33 C34 1.531(10) . ?
C34 C35 1.518(12) . ?
C35 C36 1.479(13) . ?
C36 C37 1.525(10) . ?
C1S Cl1 1.627(17) . ?
C1S Cl2 1.74(2) . ?
