#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/21/4062139.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_4062139
loop_
_publ_author_name
'Hierso, Jean-Cyrille'
'Fihri, Aziz'
'Amardeil, Régine'
'Meunier, Philippe'
'Doucet, Henri'
'Santelli, Maurice'
'Donnadieu, Bruno'
_publ_section_title
;
A Palladium-Ferrocenyl Tetraphosphine System as Catalyst for Suzuki 
Cross-Coupling and Heck Vinylation of Aryl Halides: Dynamic Behavior 
of the Palladium/Phosphine Species.
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              4490
_journal_page_last               4499
_journal_paper_doi               10.1021/om0302948
_journal_volume                  22
_journal_year                    2003
_chemical_formula_sum            'C66 H62 Cl2 Fe P4 Pd'
_chemical_formula_weight         1212.19
_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                90.000(5)
_cell_angle_beta                 97.865(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   13.682(5)
_cell_length_b                   21.928(5)
_cell_length_c                   27.427(5)
_cell_measurement_temperature    180(2)
_cell_volume                     8151(4)
_diffrn_ambient_temperature      180(2)
_exptl_crystal_density_diffrn    0.988
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4062139
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
Fe1 Fe 0.72837(4) 0.11258(2) 0.268376(19) 0.01873(13) Uani 1 1 d . . .
Pd1 Pd 1.00787(2) 0.168572(13) 0.356434(10) 0.01857(9) Uani 1 1 d . . .
P1 P 0.58245(7) 0.23340(5) 0.29403(4) 0.0258(2) Uani 1 1 d . . .
P2 P 0.75649(7) 0.17224(5) 0.38736(4) 0.0232(2) Uani 1 1 d . . .
P3 P 0.92502(7) 0.22115(4) 0.29322(4) 0.0197(2) Uani 1 1 d . . .
P4 P 0.98116(7) 0.08767(4) 0.30623(4) 0.0192(2) Uani 1 1 d . . .
Cl1 Cl 1.04474(7) 0.25749(4) 0.40467(4) 0.0279(2) Uani 1 1 d . . .
Cl2 Cl 1.11303(7) 0.10871(5) 0.41239(4) 0.0279(2) Uani 1 1 d . . .
C11 C 0.6261(3) 0.04706(19) 0.28770(15) 0.0268(9) Uani 1 1 d . . .
C12 C 0.5782(3) 0.10202(19) 0.26859(15) 0.0246(9) Uani 1 1 d . . .
H12 H 0.5299 0.1045 0.2403 0.030 Uiso 1 1 calc R . .
C13 C 0.6146(3) 0.15229(18) 0.29867(14) 0.0233(9) Uani 1 1 d . . .
C14 C 0.6860(3) 0.12794(18) 0.33768(14) 0.0211(8) Uani 1 1 d . . .
C15 C 0.6938(3) 0.06451(18) 0.32893(15) 0.0242(9) Uani 1 1 d . . .
H15 H 0.7382 0.0376 0.3480 0.029 Uiso 1 1 calc R . .
C16 C 0.5973(3) -0.0184(2) 0.27375(17) 0.0355(10) Uani 1 1 d . . .
C17 C 0.5553(5) -0.0438(3) 0.3184(2) 0.0697(18) Uani 1 1 d . . .
H17A H 0.6079 -0.0463 0.3464 0.105 Uiso 1 1 calc R . .
H17B H 0.5282 -0.0846 0.3107 0.105 Uiso 1 1 calc R . .
H17C H 0.5029 -0.0169 0.3267 0.105 Uiso 1 1 calc R . .
C18 C 0.6868(4) -0.0568(2) 0.2639(2) 0.0504(13) Uani 1 1 d . . .
H18A H 0.7105 -0.0422 0.2338 0.076 Uiso 1 1 calc R . .
H18B H 0.6673 -0.0997 0.2598 0.076 Uiso 1 1 calc R . .
H18C H 0.7395 -0.0528 0.2917 0.076 Uiso 1 1 calc R . .
C19 C 0.5171(4) -0.0205(3) 0.2287(2) 0.0562(15) Uani 1 1 d . . .
H19A H 0.4581 0.0008 0.2362 0.084 Uiso 1 1 calc R . .
H19B H 0.5006 -0.0631 0.2203 0.084 Uiso 1 1 calc R . .
H19C H 0.5416 -0.0006 0.2007 0.084 Uiso 1 1 calc R . .
C21 C 0.7562(3) 0.11335(19) 0.19364(14) 0.0237(9) Uani 1 1 d . . .
C22 C 0.7690(3) 0.17204(19) 0.21647(13) 0.0214(8) Uani 1 1 d . . .
H22 H 0.7333 0.2079 0.2058 0.026 Uiso 1 1 calc R . .
C23 C 0.8441(3) 0.16799(17) 0.25799(13) 0.0192(8) Uani 1 1 d . . .
C24 C 0.8760(3) 0.10523(17) 0.26229(13) 0.0185(8) Uani 1 1 d . . .
C25 C 0.8199(3) 0.07223(18) 0.22299(14) 0.0226(9) Uani 1 1 d . . .
H25 H 0.8245 0.0296 0.2174 0.027 Uiso 1 1 calc R . .
C26 C 0.6994(3) 0.1003(2) 0.14298(15) 0.0310(10) Uani 1 1 d . . .
C27 C 0.6919(5) 0.0328(3) 0.1324(2) 0.0617(16) Uani 1 1 d . . .
H27A H 0.6525 0.0133 0.1553 0.092 Uiso 1 1 calc R . .
H27B H 0.7582 0.0149 0.1365 0.092 Uiso 1 1 calc R . .
H27C H 0.6602 0.0263 0.0986 0.092 Uiso 1 1 calc R . .
C28 C 0.5963(4) 0.1280(3) 0.1369(2) 0.0667(18) Uani 1 1 d . . .
H28A H 0.6009 0.1715 0.1451 0.100 Uiso 1 1 calc R . .
H28B H 0.5564 0.1073 0.1590 0.100 Uiso 1 1 calc R . .
H28C H 0.5652 0.1230 0.1028 0.100 Uiso 1 1 calc R . .
C29 C 0.7604(5) 0.1298(4) 0.10695(19) 0.079(2) Uani 1 1 d . . .
H29A H 0.7309 0.1205 0.0732 0.118 Uiso 1 1 calc R . .
H29B H 0.8279 0.1138 0.1126 0.118 Uiso 1 1 calc R . .
H29C H 0.7618 0.1741 0.1119 0.118 Uiso 1 1 calc R . .
C111 C 0.4712(3) 0.2378(2) 0.32418(15) 0.0299(10) Uani 1 1 d . . .
C112 C 0.4086(3) 0.1903(2) 0.33081(16) 0.0356(11) Uani 1 1 d . . .
H112 H 0.4227 0.1507 0.3197 0.043 Uiso 1 1 calc R . .
C113 C 0.3243(3) 0.1996(3) 0.35377(18) 0.0524(15) Uani 1 1 d . . .
H113 H 0.2804 0.1668 0.3571 0.063 Uiso 1 1 calc R . .
C114 C 0.3054(4) 0.2563(3) 0.37129(18) 0.0568(16) Uani 1 1 d . . .
H114 H 0.2497 0.2622 0.3880 0.068 Uiso 1 1 calc R . .
C115 C 0.3667(4) 0.3051(3) 0.3650(2) 0.0569(15) Uani 1 1 d . . .
H115 H 0.3526 0.3446 0.3764 0.068 Uiso 1 1 calc R . .
C116 C 0.4490(3) 0.2952(2) 0.34184(17) 0.0417(12) Uani 1 1 d . . .
H116 H 0.4917 0.3284 0.3378 0.050 Uiso 1 1 calc R . .
C121 C 0.5254(3) 0.2421(2) 0.22945(16) 0.0354(11) Uani 1 1 d . . .
C122 C 0.5695(4) 0.2831(2) 0.20064(19) 0.0521(14) Uani 1 1 d . . .
H122 H 0.6275 0.3040 0.2146 0.063 Uiso 1 1 calc R . .
C123 C 0.5313(7) 0.2941(4) 0.1523(3) 0.088(3) Uani 1 1 d . . .
H123 H 0.5628 0.3224 0.1333 0.105 Uiso 1 1 calc R . .
C124 C 0.4489(7) 0.2645(4) 0.1320(2) 0.092(3) Uani 1 1 d . . .
H124 H 0.4226 0.2721 0.0987 0.110 Uiso 1 1 calc R . .
C125 C 0.4022(5) 0.2229(4) 0.1598(2) 0.080(2) Uani 1 1 d . . .
H125 H 0.3449 0.2018 0.1452 0.096 Uiso 1 1 calc R . .
C126 C 0.4396(4) 0.2125(3) 0.20865(18) 0.0491(14) Uani 1 1 d . . .
H126 H 0.4067 0.1853 0.2279 0.059 Uiso 1 1 calc R . .
C211 C 0.6598(3) 0.2073(2) 0.41859(15) 0.0305(10) Uani 1 1 d . . .
C212 C 0.5733(3) 0.1792(2) 0.42679(16) 0.0388(11) Uani 1 1 d . . .
H212 H 0.5570 0.1403 0.4127 0.047 Uiso 1 1 calc R . .
C213 C 0.5096(4) 0.2071(3) 0.45538(18) 0.0530(15) Uani 1 1 d . . .
H213 H 0.4498 0.1878 0.4606 0.064 Uiso 1 1 calc R . .
C214 C 0.5352(5) 0.2633(3) 0.4761(2) 0.0640(18) Uani 1 1 d . . .
H214 H 0.4927 0.2823 0.4962 0.077 Uiso 1 1 calc R . .
C215 C 0.6194(5) 0.2922(3) 0.4684(2) 0.0576(15) Uani 1 1 d . . .
H215 H 0.6349 0.3311 0.4824 0.069 Uiso 1 1 calc R . .
C216 C 0.6821(4) 0.2645(2) 0.43997(17) 0.0423(12) Uani 1 1 d . . .
H216 H 0.7414 0.2845 0.4348 0.051 Uiso 1 1 calc R . .
C221 C 0.7968(3) 0.11329(19) 0.43347(14) 0.0259(9) Uani 1 1 d . . .
C222 C 0.7426(3) 0.06243(19) 0.44447(15) 0.0300(10) Uani 1 1 d . . .
H222 H 0.6786 0.0556 0.4271 0.036 Uiso 1 1 calc R . .
C223 C 0.7819(4) 0.0218(2) 0.48065(16) 0.0392(11) Uani 1 1 d . . .
H223 H 0.7452 -0.0132 0.4875 0.047 Uiso 1 1 calc R . .
C224 C 0.8745(4) 0.0319(2) 0.50698(16) 0.0414(12) Uani 1 1 d . . .
H224 H 0.9013 0.0039 0.5317 0.050 Uiso 1 1 calc R . .
C225 C 0.9263(4) 0.0819(2) 0.49719(17) 0.0392(11) Uani 1 1 d . . .
H225 H 0.9897 0.0886 0.5154 0.047 Uiso 1 1 calc R . .
C226 C 0.8889(3) 0.1241(2) 0.46080(14) 0.0277(9) Uani 1 1 d . . .
H226 H 0.9257 0.1594 0.4549 0.033 Uiso 1 1 calc R . .
C311 C 0.8628(3) 0.29344(17) 0.29843(15) 0.0239(9) Uani 1 1 d . . .
C312 C 0.8326(3) 0.3120(2) 0.34256(17) 0.0325(10) Uani 1 1 d . . .
H312 H 0.8455 0.2870 0.3710 0.039 Uiso 1 1 calc R . .
C313 C 0.7837(4) 0.3669(2) 0.34494(18) 0.0386(11) Uani 1 1 d . . .
H313 H 0.7622 0.3793 0.3749 0.046 Uiso 1 1 calc R . .
C314 C 0.7660(4) 0.4039(2) 0.30364(19) 0.0475(13) Uani 1 1 d . . .
H314 H 0.7325 0.4416 0.3055 0.057 Uiso 1 1 calc R . .
C315 C 0.7967(4) 0.3863(2) 0.26005(19) 0.0519(14) Uani 1 1 d . . .
H315 H 0.7845 0.4116 0.2318 0.062 Uiso 1 1 calc R . .
C316 C 0.8453(4) 0.3314(2) 0.25788(17) 0.0406(11) Uani 1 1 d . . .
H316 H 0.8672 0.3195 0.2279 0.049 Uiso 1 1 calc R . .
C321 C 1.0161(3) 0.23626(17) 0.25156(15) 0.0243(9) Uani 1 1 d . . .
C322 C 0.9939(3) 0.22959(19) 0.20047(16) 0.0316(10) Uani 1 1 d . . .
H322 H 0.9291 0.2185 0.1861 0.038 Uiso 1 1 calc R . .
C323 C 1.0666(4) 0.2392(2) 0.17105(17) 0.0381(11) Uani 1 1 d . . .
H323 H 1.0518 0.2346 0.1364 0.046 Uiso 1 1 calc R . .
C324 C 1.1607(4) 0.2553(2) 0.19177(19) 0.0436(13) Uani 1 1 d . . .
H324 H 1.2104 0.2615 0.1713 0.052 Uiso 1 1 calc R . .
C325 C 1.1831(3) 0.2624(2) 0.24199(19) 0.0426(12) Uani 1 1 d . . .
H325 H 1.2477 0.2741 0.2560 0.051 Uiso 1 1 calc R . .
C326 C 1.1109(3) 0.2525(2) 0.27195(17) 0.0324(10) Uani 1 1 d . . .
H326 H 1.1265 0.2569 0.3066 0.039 Uiso 1 1 calc R . .
C411 C 1.0846(3) 0.07859(17) 0.27159(14) 0.0218(9) Uani 1 1 d . . .
C412 C 1.0771(3) 0.08986(19) 0.22183(15) 0.0283(9) Uani 1 1 d . . .
H412 H 1.0150 0.1000 0.2038 0.034 Uiso 1 1 calc R . .
C413 C 1.1607(3) 0.0864(2) 0.19781(17) 0.0381(11) Uani 1 1 d . . .
H413 H 1.1557 0.0954 0.1637 0.046 Uiso 1 1 calc R . .
C414 C 1.2506(3) 0.0700(2) 0.22376(18) 0.0389(11) Uani 1 1 d . . .
H414 H 1.3073 0.0674 0.2074 0.047 Uiso 1 1 calc R . .
C415 C 1.2579(3) 0.0575(2) 0.27353(18) 0.0405(12) Uani 1 1 d . . .
H415 H 1.3198 0.0460 0.2912 0.049 Uiso 1 1 calc R . .
C416 C 1.1766(3) 0.0616(2) 0.29775(17) 0.0334(10) Uani 1 1 d . . .
H416 H 1.1824 0.0530 0.3320 0.040 Uiso 1 1 calc R . .
C421 C 0.9621(3) 0.01167(18) 0.32899(15) 0.0240(9) Uani 1 1 d . . .
C422 C 0.9713(3) -0.03826(19) 0.29858(16) 0.0304(10) Uani 1 1 d . . .
H422 H 0.9941 -0.0324 0.2677 0.036 Uiso 1 1 calc R . .
C423 C 0.9480(4) -0.09557(19) 0.31280(16) 0.0348(10) Uani 1 1 d . . .
H423 H 0.9545 -0.1293 0.2918 0.042 Uiso 1 1 calc R . .
C424 C 0.9148(4) -0.1045(2) 0.35772(17) 0.0389(11) Uani 1 1 d . . .
H424 H 0.8991 -0.1445 0.3676 0.047 Uiso 1 1 calc R . .
C425 C 0.9045(3) -0.05522(19) 0.38827(15) 0.0291(9) Uani 1 1 d . . .
H425 H 0.8809 -0.0613 0.4189 0.035 Uiso 1 1 calc R . .
C426 C 0.9287(3) 0.00297(18) 0.37415(14) 0.0239(9) Uani 1 1 d . . .
H426 H 0.9224 0.0367 0.3952 0.029 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
Fe1 C23 2.046(4) . ?
Fe1 C24 2.055(4) . ?
Fe1 C13 2.056(4) . ?
Fe1 C22 2.062(4) . ?
Fe1 C12 2.068(4) . ?
Fe1 C15 2.075(4) . ?
Fe1 C25 2.081(4) . ?
Fe1 C14 2.089(4) . ?
Fe1 C11 2.123(4) . ?
Fe1 C21 2.135(4) . ?
Pd1 P4 2.2447(11) . ?
Pd1 P3 2.2544(11) . ?
Pd1 Cl2 2.3545(11) . ?
Pd1 Cl1 2.3715(11) . ?
P1 C111 1.832(4) . ?
P1 C13 1.832(4) . ?
P1 C121 1.845(4) . ?
P2 C14 1.836(4) . ?
P2 C221 1.839(4) . ?
P2 C211 1.840(4) . ?
P3 C23 1.796(4) . ?
P3 C311 1.814(4) . ?
P3 C321 1.832(4) . ?
P4 C24 1.788(4) . ?
P4 C421 1.811(4) . ?
P4 C411 1.821(4) . ?
C11 C15 1.413(6) . ?
C11 C12 1.436(6) . ?
C11 C16 1.524(6) . ?
C12 C13 1.425(6) . ?
C13 C14 1.449(6) . ?
C14 C15 1.418(6) . ?
C16 C17 1.527(7) . ?
C16 C19 1.537(7) . ?
C16 C18 1.539(7) . ?
C21 C25 1.425(6) . ?
C21 C22 1.431(6) . ?
C21 C26 1.523(6) . ?
C22 C23 1.428(5) . ?
C23 C24 1.444(5) . ?
C24 C25 1.431(5) . ?
C26 C27 1.509(7) . ?
C26 C29 1.523(7) . ?
C26 C28 1.525(7) . ?
C111 C112 1.377(6) . ?
C111 C116 1.396(7) . ?
C112 C113 1.403(6) . ?
C113 C114 1.369(9) . ?
C114 C115 1.385(9) . ?
C115 C116 1.383(7) . ?
C121 C122 1.389(7) . ?
C121 C126 1.393(7) . ?
C122 C123 1.377(9) . ?
C123 C124 1.353(12) . ?
C124 C125 1.398(12) . ?
C125 C126 1.387(8) . ?
C211 C212 1.380(6) . ?
C211 C216 1.400(7) . ?
C212 C213 1.390(7) . ?
C213 C214 1.383(9) . ?
C214 C215 1.356(9) . ?
C215 C216 1.376(7) . ?
C221 C222 1.395(6) . ?
C221 C226 1.396(6) . ?
C222 C223 1.387(6) . ?
C223 C224 1.388(7) . ?
C224 C225 1.352(7) . ?
C225 C226 1.406(6) . ?
C311 C316 1.384(6) . ?
C311 C312 1.392(6) . ?
C312 C313 1.383(6) . ?
C313 C314 1.388(7) . ?
C314 C315 1.376(7) . ?
C315 C316 1.380(7) . ?
C321 C326 1.388(6) . ?
C321 C322 1.400(6) . ?
C322 C323 1.380(6) . ?
C323 C324 1.380(7) . ?
C324 C325 1.378(7) . ?
C325 C326 1.385(6) . ?
C411 C412 1.377(6) . ?
C411 C416 1.411(6) . ?
C412 C413 1.398(6) . ?
C413 C414 1.381(7) . ?
C414 C415 1.382(7) . ?
C415 C416 1.374(6) . ?
C421 C426 1.391(6) . ?
C421 C422 1.393(6) . ?
C422 C423 1.367(6) . ?
C423 C424 1.384(6) . ?
C424 C425 1.387(6) . ?
C425 C426 1.386(6) . ?
