#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/7/7051208.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_7051208
_journal_name_full  'New Journal of Chemistry'
_journal_year      2001
loop_
_publ_author_name
'Fraysse, Sandrine'
'Stoeckli-Evans, Helen'
'von Zelewsky, A.'
_publ_section_title
;
A stable chiral di-olefin complex of CuI with predetermined
configuration at the metal centre
;
_chemical_formula_sum  'C36 H54 Cu F6 N2 O3 P'
_chemical_formula_weight  771.32
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
_cell_length_a  12.8728(11)
_cell_length_b  15.8948(12)
_cell_length_c  18.2031(14)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  3724.5(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  153(2)
_exptl_crystal_density_meas  none
_exptl_crystal_density_diffrn  1.376
_diffrn_ambient_temperature  153(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
Cu1 Cu 0.33489(8) 0.06076(6) 0.56681(5) 0.0475(3) Uani 1 1 d . . .
N1 N 0.2504(5) -0.0121(4) 0.4981(3) 0.0368(16) Uani 1 1 d . . .
N2 N 0.3174(5) 0.1454(4) 0.4854(4) 0.0402(17) Uani 1 1 d . . .
C1 C 0.2218(6) 0.0290(4) 0.4353(4) 0.0400(18) Uani 1 1 d . . .
C2 C 0.1609(8) -0.0109(5) 0.3841(4) 0.049(2) Uani 1 1 d . . .
H2A H 0.1416 0.0167 0.3398 0.059 Uiso 1 1 calc R . .
C3 C 0.1277(6) -0.0933(5) 0.3987(4) 0.045(2) Uani 1 1 d . . .
H3A H 0.0888 -0.1229 0.3626 0.054 Uiso 1 1 calc R . .
C4 C 0.1505(7) -0.1322(5) 0.4646(4) 0.0400(19) Uani 1 1 d . . .
C5 C 0.1167(6) -0.2180(5) 0.4876(5) 0.048(2) Uani 1 1 d . . .
H5A H 0.0708 -0.2491 0.4526 0.058 Uiso 1 1 calc R . .
C6 C 0.2096(6) -0.2681(5) 0.5197(5) 0.047(2) Uani 1 1 d . . .
C7 C 0.1891(6) -0.2150(5) 0.5917(4) 0.045(2) Uani 1 1 d . . .
H7A H 0.2005 -0.2454 0.6391 0.054 Uiso 1 1 calc R . .
C8 C 0.2423(6) -0.1294(5) 0.5851(4) 0.042(2) Uani 1 1 d . . .
H8A H 0.3193 -0.1379 0.5867 0.050 Uiso 1 1 calc R . .
C9 C 0.2142(6) -0.0898(5) 0.5128(4) 0.041(2) Uani 1 1 d . . .
C10 C 0.0749(6) -0.2072(5) 0.5668(5) 0.054(2) Uani 1 1 d . . .
H10B H 0.0432 -0.1516 0.5767 0.065 Uiso 1 1 calc R . .
H10A H 0.0295 -0.2536 0.5837 0.065 Uiso 1 1 calc R . .
C11 C 0.3114(7) -0.2650(6) 0.4841(5) 0.058(3) Uani 1 1 d . . .
H11C H 0.3642 -0.2876 0.5175 0.087 Uiso 1 1 calc R . .
H11B H 0.3285 -0.2066 0.4719 0.087 Uiso 1 1 calc R . .
H11A H 0.3098 -0.2988 0.4391 0.087 Uiso 1 1 calc R . .
C12 C 0.1796(7) -0.3626(5) 0.5324(5) 0.058(2) Uani 1 1 d . . .
H12C H 0.2300 -0.3887 0.5656 0.087 Uiso 1 1 calc R . .
H12B H 0.1798 -0.3924 0.4852 0.087 Uiso 1 1 calc R . .
H12A H 0.1101 -0.3657 0.5542 0.087 Uiso 1 1 calc R . .
C13 C 0.2103(6) -0.0681(6) 0.6492(4) 0.053(2) Uani 1 1 d . . .
H13B H 0.1420 -0.0434 0.6364 0.064 Uiso 1 1 calc R . .
H13A H 0.2001 -0.1024 0.6940 0.064 Uiso 1 1 calc R . .
C14 C 0.2820(7) 0.0027(6) 0.6682(4) 0.052(2) Uani 1 1 d . . .
H14A H 0.3524 -0.0112 0.6779 0.062 Uiso 1 1 calc R . .
C15 C 0.2550(8) 0.0852(6) 0.6729(4) 0.061(3) Uani 1 1 d . . .
H15A H 0.1854 0.1019 0.6636 0.073 Uiso 1 1 calc R . .
H15B H 0.3058 0.1261 0.6854 0.073 Uiso 1 1 calc R . .
C21 C 0.2622(5) 0.1153(4) 0.4276(5) 0.0412(19) Uani 1 1 d . . .
C22 C 0.2477(7) 0.1631(5) 0.3642(4) 0.042(2) Uani 1 1 d . . .
H22A H 0.2077 0.1423 0.3242 0.050 Uiso 1 1 calc R . .
C23 C 0.2935(6) 0.2415(6) 0.3616(4) 0.051(2) Uani 1 1 d . . .
H23A H 0.2831 0.2757 0.3194 0.061 Uiso 1 1 calc R . .
C24 C 0.3545(6) 0.2724(4) 0.4190(4) 0.0383(19) Uani 1 1 d . . .
C25 C 0.4087(6) 0.3562(5) 0.4245(5) 0.049(2) Uani 1 1 d . . .
H25A H 0.4015 0.3941 0.3810 0.058 Uiso 1 1 calc R . .
C26 C 0.3876(7) 0.3962(6) 0.4985(5) 0.050(2) Uani 1 1 d . . .
C27 C 0.4720(6) 0.3366(5) 0.5283(4) 0.048(2) Uani 1 1 d . . .
H27A H 0.5169 0.3608 0.5679 0.057 Uiso 1 1 calc R . .
C28 C 0.4315(6) 0.2477(5) 0.5432(4) 0.042(2) Uani 1 1 d . . .
H28A H 0.3897 0.2491 0.5895 0.050 Uiso 1 1 calc R . .
C29 C 0.3618(6) 0.2199(5) 0.4819(4) 0.041(2) Uani 1 1 d . . .
C30 C 0.5198(7) 0.3387(6) 0.4499(5) 0.060(3) Uani 1 1 d . . .
H30B H 0.5690 0.3856 0.4414 0.072 Uiso 1 1 calc R . .
H30A H 0.5486 0.2843 0.4330 0.072 Uiso 1 1 calc R . .
C31 C 0.2797(6) 0.3932(5) 0.5325(4) 0.053(2) Uani 1 1 d . . .
H31C H 0.2826 0.4152 0.5827 0.080 Uiso 1 1 calc R . .
H31B H 0.2550 0.3349 0.5335 0.080 Uiso 1 1 calc R . .
H31A H 0.2319 0.4275 0.5031 0.080 Uiso 1 1 calc R . .
C32 C 0.4205(7) 0.4880(6) 0.5002(5) 0.066(3) Uani 1 1 d . . .
H32C H 0.4104 0.5105 0.5499 0.099 Uiso 1 1 calc R . .
H32B H 0.3782 0.5202 0.4654 0.099 Uiso 1 1 calc R . .
H32A H 0.4939 0.4925 0.4866 0.099 Uiso 1 1 calc R . .
C33 C 0.5215(6) 0.1842(5) 0.5538(5) 0.054(2) Uani 1 1 d . . .
H33B H 0.5502 0.1711 0.5046 0.065 Uiso 1 1 calc R . .
H33A H 0.5771 0.2130 0.5818 0.065 Uiso 1 1 calc R . .
C34 C 0.4991(7) 0.1019(6) 0.5918(5) 0.056(3) Uani 1 1 d . . .
H34A H 0.4792 0.1047 0.6420 0.067 Uiso 1 1 calc R . .
C35 C 0.5047(6) 0.0247(6) 0.5613(6) 0.063(3) Uani 1 1 d . . .
H35A H 0.5242 0.0187 0.5112 0.075 Uiso 1 1 calc R . .
H35B H 0.4890 -0.0237 0.5898 0.075 Uiso 1 1 calc R . .
P1 P 0.0461(3) 0.6740(2) 0.26794(16) 0.0803(10) Uani 1 1 d . . .
F1 F -0.0277(5) 0.7003(6) 0.3332(3) 0.128(3) Uani 1 1 d . . .
F2 F 0.1241(5) 0.6474(4) 0.2042(3) 0.091(2) Uani 1 1 d . . .
F3 F -0.0299(6) 0.7128(7) 0.2084(4) 0.150(4) Uani 1 1 d . . .
F4 F 0.1233(8) 0.6348(7) 0.3260(3) 0.175(4) Uani 1 1 d . . .
F5 F -0.0110(7) 0.5884(6) 0.2587(5) 0.203(5) Uani 1 1 d . . .
F6 F 0.1001(5) 0.7604(4) 0.2731(4) 0.117(3) Uani 1 1 d . . .
C41 C 0.5274(12) 0.2374(13) 0.2642(9) 0.202(10) Uani 1 1 d . . .
H41C H 0.5205 0.2955 0.2815 0.303 Uiso 1 1 calc R . .
H41B H 0.5108 0.1986 0.3043 0.303 Uiso 1 1 calc R . .
H41A H 0.4794 0.2280 0.2232 0.303 Uiso 1 1 calc R . .
C42 C 0.6342(14) 0.2228(12) 0.2394(15) 0.254(15) Uani 1 1 d . . .
H42A H 0.6504 0.2590 0.1966 0.305 Uiso 1 1 calc R . .
H42B H 0.6839 0.2359 0.2793 0.305 Uiso 1 1 calc R . .
O43 O 0.6414(17) 0.1360(11) 0.2194(8) 0.235(6) Uani 1 1 d . . .
H43 H 0.6784 0.1312 0.1816 0.352 Uiso 1 1 calc R . .
C51 C 0.1296(10) 0.4009(11) 0.2169(8) 0.159(8) Uani 1 1 d . . .
H51C H 0.0701 0.4385 0.2101 0.238 Uiso 1 1 calc R . .
H51B H 0.1110 0.3561 0.2514 0.238 Uiso 1 1 calc R . .
H51A H 0.1490 0.3760 0.1695 0.238 Uiso 1 1 calc R . .
C52 C 0.2197(10) 0.4498(10) 0.2469(11) 0.179(10) Uani 1 1 d . . .
H52B H 0.2288 0.5041 0.2209 0.215 Uiso 1 1 calc R . .
H52A H 0.2123 0.4603 0.3002 0.215 Uiso 1 1 calc R . .
O53 O 0.3059(8) 0.3910(6) 0.2310(6) 0.147(4) Uani 1 1 d . . .
H53 H 0.3594 0.4184 0.2201 0.221 Uiso 1 1 calc R . .
C61 C 0.5619(10) 0.4259(12) 0.1628(9) 0.194(9) Uani 1 1 d . . .
H61C H 0.5706 0.4113 0.1109 0.291 Uiso 1 1 calc R . .
H61B H 0.5178 0.3838 0.1868 0.291 Uiso 1 1 calc R . .
H61A H 0.6300 0.4272 0.1869 0.291 Uiso 1 1 calc R . .
C62 C 0.5067(19) 0.5194(11) 0.1694(10) 0.255(14) Uani 1 1 d . . .
H62B H 0.5558 0.5667 0.1628 0.305 Uiso 1 1 calc R . .
H62A H 0.4452 0.5262 0.1373 0.305 Uiso 1 1 calc R . .
O63 O 0.4795(12) 0.5026(8) 0.2487(8) 0.193(5) Uani 1 1 d . . .
H63 H 0.4825 0.5477 0.2726 0.290 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0518(6) 0.0425(5) 0.0483(5) -0.0007(6) -0.0137(6) -0.0001(6)
N1 0.041(4) 0.031(4) 0.039(4) 0.007(3) 0.000(3) 0.008(3)
N2 0.032(4) 0.033(4) 0.056(4) -0.006(3) -0.008(3) -0.009(3)
C1 0.048(5) 0.038(4) 0.034(4) 0.005(4) 0.001(4) 0.014(4)
C2 0.055(6) 0.046(5) 0.046(5) -0.003(4) -0.003(5) -0.009(6)
C3 0.040(5) 0.042(5) 0.055(5) -0.018(4) -0.010(4) 0.001(4)
C4 0.038(5) 0.039(4) 0.043(4) -0.001(3) -0.010(4) -0.004(4)
C5 0.034(5) 0.044(5) 0.067(6) -0.015(5) -0.010(4) -0.001(4)
C6 0.043(5) 0.037(5) 0.062(5) -0.001(4) -0.004(4) 0.002(4)
C7 0.045(6) 0.033(4) 0.056(5) 0.004(4) -0.008(4) 0.006(4)
C8 0.037(5) 0.048(5) 0.040(5) 0.001(4) 0.003(4) 0.013(4)
C9 0.034(5) 0.045(5) 0.043(5) -0.001(4) -0.007(4) 0.009(4)
C10 0.039(5) 0.060(6) 0.063(5) -0.002(6) 0.011(5) -0.002(4)
C11 0.054(7) 0.061(6) 0.060(6) 0.004(5) 0.003(5) -0.001(5)
C12 0.053(6) 0.039(5) 0.082(6) 0.004(4) 0.000(5) -0.005(5)
C13 0.063(6) 0.050(5) 0.046(4) -0.004(5) -0.013(4) -0.002(5)
C14 0.053(6) 0.057(6) 0.045(5) 0.008(5) -0.010(4) -0.003(5)
C15 0.069(7) 0.061(7) 0.051(5) -0.008(5) -0.006(5) 0.004(5)
C21 0.040(5) 0.034(4) 0.050(5) -0.004(5) 0.003(4) 0.003(4)
C22 0.054(6) 0.035(5) 0.037(4) 0.002(4) -0.004(4) -0.009(4)
C23 0.046(6) 0.062(6) 0.044(5) 0.010(5) 0.004(4) 0.021(5)
C24 0.040(5) 0.039(4) 0.037(5) 0.000(3) 0.000(4) 0.000(4)
C25 0.054(5) 0.036(5) 0.055(5) 0.002(5) -0.013(5) -0.005(4)
C26 0.056(6) 0.040(5) 0.055(5) -0.003(4) -0.002(5) -0.010(4)
C27 0.048(5) 0.034(5) 0.062(5) -0.005(4) -0.001(4) -0.008(5)
C28 0.042(5) 0.041(5) 0.042(5) -0.003(4) -0.006(4) 0.004(4)
C29 0.036(5) 0.048(5) 0.038(4) 0.004(4) 0.000(4) -0.010(4)
C30 0.056(6) 0.053(6) 0.072(7) -0.009(5) 0.007(5) -0.017(5)
C31 0.057(6) 0.043(5) 0.059(5) -0.006(4) -0.013(5) -0.001(5)
C32 0.055(6) 0.054(6) 0.090(7) 0.000(5) -0.017(6) -0.005(5)
C33 0.055(5) 0.046(5) 0.062(6) 0.008(5) -0.008(5) 0.013(4)
C34 0.038(5) 0.063(7) 0.067(6) 0.012(5) -0.009(4) -0.009(5)
C35 0.037(5) 0.067(6) 0.084(7) -0.007(6) -0.020(5) 0.004(4)
P1 0.088(2) 0.095(2) 0.0581(16) 0.0036(17) 0.0000(16) -0.039(2)
F1 0.071(4) 0.228(9) 0.086(4) -0.035(5) 0.036(4) -0.034(5)
F2 0.108(6) 0.110(5) 0.055(3) 0.000(3) 0.016(3) -0.009(4)
F3 0.081(5) 0.278(12) 0.092(5) 0.001(6) -0.017(4) -0.003(7)
F4 0.227(11) 0.246(10) 0.051(4) 0.057(5) 0.004(5) 0.040(8)
F5 0.222(9) 0.248(12) 0.138(7) -0.023(7) 0.032(6) -0.194(9)
F6 0.138(7) 0.084(5) 0.130(6) -0.032(4) 0.048(5) -0.045(5)
C41 0.117(14) 0.33(3) 0.162(16) -0.103(18) 0.047(13) -0.016(17)
C42 0.127(18) 0.186(19) 0.45(4) -0.23(2) -0.015(19) 0.033(15)
O43 0.29(2) 0.244(15) 0.169(11) -0.016(11) 0.021(13) -0.050(17)
C51 0.082(11) 0.26(2) 0.135(12) 0.025(13) 0.022(9) 0.006(12)
C52 0.048(8) 0.117(14) 0.37(3) 0.124(17) 0.036(12) 0.044(10)
O53 0.177(11) 0.139(8) 0.125(7) 0.047(6) -0.011(8) -0.067(8)
C61 0.086(11) 0.24(2) 0.26(2) -0.162(18) -0.006(12) 0.006(14)
C62 0.42(3) 0.132(17) 0.211(19) 0.009(14) 0.24(2) -0.016(19)
O63 0.142(10) 0.201(14) 0.237(14) -0.007(10) 0.001(10) -0.067(11)
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
Cu1 N2 2.015(6) . ?
Cu1 N1 2.022(7) . ?
Cu1 C14 2.174(8) . ?
Cu1 C15 2.222(8) . ?
Cu1 C34 2.259(8) . ?
Cu1 C35 2.262(8) . ?
N1 C9 1.348(9) . ?
N1 C1 1.367(9) . ?
N2 C29 1.315(9) . ?
N2 C21 1.356(9) . ?
C1 C2 1.373(11) . ?
C1 C21 1.473(9) . ?
C2 C3 1.404(10) . ?
C2 H2A 0.9500 . ?
C3 C4 1.380(10) . ?
C3 H3A 0.9500 . ?
C4 C9 1.377(10) . ?
C4 C5 1.492(11) . ?
C5 C10 1.548(11) . ?
C5 C6 1.550(11) . ?
C5 H5A 1.0000 . ?
C6 C11 1.464(11) . ?
C6 C12 1.567(11) . ?
C6 C7 1.580(10) . ?
C7 C8 1.528(11) . ?
C7 C10 1.543(10) . ?
C7 H7A 1.0000 . ?
C8 C9 1.504(10) . ?
C8 C13 1.576(10) . ?
C8 H8A 1.0000 . ?
C10 H10B 0.9900 . ?
C10 H10A 0.9900 . ?
C11 H11C 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11A 0.9800 . ?
C12 H12C 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12A 0.9800 . ?
C13 C14 1.496(12) . ?
C13 H13B 0.9900 . ?
C13 H13A 0.9900 . ?
C14 C15 1.359(12) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C15 H15B 0.9500 . ?
C21 C22 1.394(10) . ?
C22 C23 1.380(11) . ?
C22 H22A 0.9500 . ?
C23 C24 1.397(10) . ?
C23 H23A 0.9500 . ?
C24 C29 1.421(10) . ?
C24 C25 1.507(10) . ?
C25 C26 1.513(12) . ?
C25 C30 1.529(11) . ?
C25 H25A 1.0000 . ?
C26 C32 1.519(10) . ?
C26 C31 1.522(11) . ?
C26 C27 1.541(12) . ?
C27 C28 1.530(11) . ?
C27 C30 1.553(10) . ?
C27 H27A 1.0000 . ?
C28 C29 1.497(10) . ?
C28 C33 1.549(10) . ?
C28 H28A 1.0000 . ?
C30 H30B 0.9900 . ?
C30 H30A 0.9900 . ?
C31 H31C 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31A 0.9800 . ?
C32 H32C 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32A 0.9800 . ?
C33 C34 1.509(11) . ?
C33 H33B 0.9900 . ?
C33 H33A 0.9900 . ?
C34 C35 1.349(11) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
C35 H35B 0.9500 . ?
P1 F6 1.543(7) . ?
P1 F5 1.555(8) . ?
P1 F1 1.578(6) . ?
P1 F4 1.579(8) . ?
P1 F3 1.584(8) . ?
P1 F2 1.591(6) . ?
C41 C42 1.466(18) . ?
C41 H41C 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41A 0.9800 . ?
C42 O43 1.429(19) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
O43 H43 0.8400 . ?
C51 C52 1.499(19) . ?
C51 H51C 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51A 0.9800 . ?
C52 O53 1.480(14) . ?
C52 H52B 0.9900 . ?
C52 H52A 0.9900 . ?
O53 H53 0.8400 . ?
C61 C62 1.65(2) . ?
C61 H61C 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61A 0.9800 . ?
C62 O63 1.509(17) . ?
C62 H62B 0.9900 . ?
C62 H62A 0.9900 . ?
O63 H63 0.8400 . ?
_cod_database_code 7051208