#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/11/4101107.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_4101107
_publ_section_title
;
Mimicking [2,2]Paracyclophane Topology : Molecular Clips for the
 Coordination-Driven Co-facial Assembly of pi-Conjugated Systems
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja058617+
_journal_year                    2006
_chemical_formula_moiety         'C119 H94 Cl8 Cu4 F24 N8 P10'
_chemical_formula_sum            'C61 H49 Cl8 Cu2 F12 N4 P5'
_chemical_formula_weight         1631.57
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                99.8772(13)
_cell_angle_beta                 103.3609(12)
_cell_angle_gamma                93.6767(14)
_cell_formula_units_Z            2
_cell_length_a                   11.8771(3)
_cell_length_b                   16.2862(5)
_cell_length_c                   18.4991(6)
_cell_measurement_temperature    120(2)
_cell_volume                     3409.72(18)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.589
_cod_database_code               4101107
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu1 Cu 0.68017(6) 0.21515(4) 0.32445(4) 0.0349(2) Uani 1 1 d . . .
Cu2 Cu 0.46380(6) 0.20008(4) 0.23518(4) 0.0346(2) Uani 1 1 d . . .
P1 P 0.62884(14) 0.12430(9) 0.20807(9) 0.0343(3) Uani 1 1 d . . .
P2 P 0.68071(13) 0.35261(10) 0.36384(9) 0.0330(3) Uani 1 1 d . . .
P3 P 0.43569(13) 0.33469(10) 0.27207(9) 0.0331(3) Uani 1 1 d . . .
N1 N 0.8469(5) 0.1847(3) 0.3294(3) 0.0446(13) Uani 1 1 d . . .
N2 N 0.3796(5) 0.1424(3) 0.1265(3) 0.0376(11) Uani 1 1 d . . .
C1 C 0.7758(5) 0.1435(4) 0.1972(4) 0.0408(14) Uani 1 1 d . . .
C2 C 0.7733(6) 0.1548(4) 0.1246(4) 0.0446(15) Uani 1 1 d . . .
C3 C 0.8712(7) 0.1790(5) 0.0912(5) 0.059(2) Uani 1 1 d . . .
H3A H 0.8909 0.1292 0.0619 0.071 Uiso 1 1 calc R . .
H3B H 0.9390 0.2020 0.1320 0.071 Uiso 1 1 calc R . .
C4 C 0.8414(8) 0.2446(5) 0.0395(5) 0.060(2) Uani 1 1 d . . .
H4A H 0.8731 0.2998 0.0691 0.071 Uiso 1 1 calc R . .
H4B H 0.8809 0.2336 -0.0010 0.071 Uiso 1 1 calc R . .
C5 C 0.7158(8) 0.2470(6) 0.0050(5) 0.067(2) Uani 1 1 d . . .
H5A H 0.7074 0.2611 -0.0447 0.080 Uiso 1 1 calc R . .
H5B H 0.6868 0.2910 0.0359 0.080 Uiso 1 1 calc R . .
C6 C 0.6426(7) 0.1648(5) -0.0027(4) 0.0506(17) Uani 1 1 d . . .
H6A H 0.5616 0.1695 -0.0254 0.061 Uiso 1 1 calc R . .
H6B H 0.6688 0.1204 -0.0350 0.061 Uiso 1 1 calc R . .
C7 C 0.6553(6) 0.1447(4) 0.0754(4) 0.0402(14) Uani 1 1 d . . .
C8 C 0.5694(6) 0.1253(4) 0.1091(3) 0.0373(13) Uani 1 1 d . . .
C9 C 0.4429(6) 0.1146(4) 0.0768(3) 0.0372(13) Uani 1 1 d . . .
C10 C 0.3880(7) 0.0750(4) 0.0024(4) 0.0464(16) Uani 1 1 d . . .
H10 H 0.4319 0.0562 -0.0315 0.056 Uiso 1 1 calc R . .
C11 C 0.2664(6) 0.0644(4) -0.0202(4) 0.0464(16) Uani 1 1 d . . .
H11 H 0.2286 0.0380 -0.0694 0.056 Uiso 1 1 calc R . .
C12 C 0.2031(6) 0.0931(5) 0.0305(4) 0.0500(17) Uani 1 1 d . . .
H12 H 0.1221 0.0869 0.0163 0.060 Uiso 1 1 calc R . .
C13 C 0.2624(6) 0.1316(4) 0.1038(4) 0.0442(15) Uani 1 1 d . . .
H13 H 0.2197 0.1507 0.1383 0.053 Uiso 1 1 calc R . .
C14 C 0.8734(6) 0.1539(4) 0.2627(4) 0.0440(15) Uani 1 1 d . . .
C15 C 0.9861(6) 0.1349(5) 0.2606(5) 0.059(2) Uani 1 1 d . . .
H15 H 1.0035 0.1138 0.2149 0.070 Uiso 1 1 calc R . .
C16 C 1.0716(7) 0.1484(6) 0.3283(6) 0.070(2) Uani 1 1 d . . .
H16 H 1.1471 0.1368 0.3279 0.084 Uiso 1 1 calc R . .
C17 C 1.0458(7) 0.1782(6) 0.3942(6) 0.069(2) Uani 1 1 d . . .
H17 H 1.1027 0.1872 0.4395 0.083 Uiso 1 1 calc R . .
C18 C 0.9314(6) 0.1953(5) 0.3934(4) 0.0517(18) Uani 1 1 d . . .
H18 H 0.9133 0.2148 0.4392 0.062 Uiso 1 1 calc R . .
C19 C 0.6099(6) 0.0155(4) 0.2203(4) 0.0388(14) Uani 1 1 d . . .
C20 C 0.6955(6) -0.0171(4) 0.2682(4) 0.0474(16) Uani 1 1 d . . .
H20 H 0.7665 0.0149 0.2910 0.057 Uiso 1 1 calc R . .
C21 C 0.6763(7) -0.0968(5) 0.2823(5) 0.0564(19) Uani 1 1 d . . .
H21 H 0.7345 -0.1178 0.3148 0.068 Uiso 1 1 calc R . .
C22 C 0.5709(7) -0.1460(4) 0.2484(4) 0.0477(16) Uani 1 1 d . . .
H22 H 0.5581 -0.1995 0.2580 0.057 Uiso 1 1 calc R . .
C23 C 0.4856(7) -0.1137(4) 0.2003(4) 0.0439(15) Uani 1 1 d . . .
H23 H 0.4157 -0.1466 0.1764 0.053 Uiso 1 1 calc R . .
C24 C 0.5024(6) -0.0330(4) 0.1870(4) 0.0410(14) Uani 1 1 d . . .
H24 H 0.4429 -0.0113 0.1562 0.049 Uiso 1 1 calc R . .
C30 C 0.5343(5) 0.3815(4) 0.3632(4) 0.0358(13) Uani 1 1 d . . .
H30A H 0.5077 0.3618 0.4036 0.043 Uiso 1 1 calc R . .
H30B H 0.5354 0.4421 0.3715 0.043 Uiso 1 1 calc R . .
C31 C 0.7653(6) 0.3868(4) 0.4608(4) 0.0392(14) Uani 1 1 d . . .
C32 C 0.8865(6) 0.3996(5) 0.4744(4) 0.0487(16) Uani 1 1 d . . .
H32 H 0.9209 0.3983 0.4340 0.058 Uiso 1 1 calc R . .
C33 C 0.9563(7) 0.4145(5) 0.5481(4) 0.0558(19) Uani 1 1 d . . .
H33 H 1.0368 0.4236 0.5565 0.067 Uiso 1 1 calc R . .
C34 C 0.9067(7) 0.4155(6) 0.6079(4) 0.062(2) Uani 1 1 d . . .
H34 H 0.9532 0.4260 0.6571 0.075 Uiso 1 1 calc R . .
C35 C 0.7873(8) 0.4008(7) 0.5948(4) 0.077(3) Uani 1 1 d . . .
H35 H 0.7537 0.4001 0.6354 0.092 Uiso 1 1 calc R . .
C36 C 0.7170(7) 0.3872(6) 0.5219(4) 0.059(2) Uani 1 1 d . . .
H36 H 0.6366 0.3782 0.5141 0.071 Uiso 1 1 calc R . .
C37 C 0.7375(5) 0.4196(4) 0.3089(3) 0.0345(13) Uani 1 1 d . . .
C38 C 0.7639(6) 0.3853(4) 0.2429(4) 0.0412(14) Uani 1 1 d . . .
H38 H 0.7559 0.3272 0.2279 0.049 Uiso 1 1 calc R . .
C39 C 0.8019(6) 0.4346(5) 0.1981(4) 0.0500(17) Uani 1 1 d . . .
H39 H 0.8186 0.4101 0.1531 0.060 Uiso 1 1 calc R . .
C40 C 0.8151(7) 0.5213(5) 0.2203(5) 0.0528(18) Uani 1 1 d . . .
H40 H 0.8399 0.5552 0.1900 0.063 Uiso 1 1 calc R . .
C41 C 0.7910(6) 0.5568(4) 0.2881(5) 0.0502(17) Uani 1 1 d . . .
H41 H 0.8009 0.6148 0.3035 0.060 Uiso 1 1 calc R . .
C42 C 0.7525(6) 0.5073(4) 0.3328(4) 0.0415(14) Uani 1 1 d . . .
H42 H 0.7368 0.5315 0.3782 0.050 Uiso 1 1 calc R . .
C43 C 0.4556(5) 0.4052(4) 0.2087(4) 0.0369(13) Uani 1 1 d . . .
C44 C 0.4847(7) 0.3712(5) 0.1408(4) 0.0490(17) Uani 1 1 d . . .
H44 H 0.4870 0.3138 0.1275 0.059 Uiso 1 1 calc R . .
C45 C 0.5098(8) 0.4241(5) 0.0942(5) 0.060(2) Uani 1 1 d . . .
H45 H 0.5293 0.4023 0.0494 0.072 Uiso 1 1 calc R . .
C46 C 0.5059(7) 0.5095(5) 0.1144(4) 0.057(2) Uani 1 1 d . . .
H46 H 0.5221 0.5446 0.0826 0.068 Uiso 1 1 calc R . .
C47 C 0.4786(7) 0.5427(5) 0.1799(5) 0.058(2) Uani 1 1 d . . .
H47 H 0.4763 0.6003 0.1928 0.069 Uiso 1 1 calc R . .
C48 C 0.4545(7) 0.4907(4) 0.2268(4) 0.0485(16) Uani 1 1 d . . .
H48 H 0.4369 0.5138 0.2719 0.058 Uiso 1 1 calc R . .
C49 C 0.2925(5) 0.3527(4) 0.2877(4) 0.0356(13) Uani 1 1 d . . .
C50 C 0.2688(6) 0.3600(6) 0.3579(4) 0.057(2) Uani 1 1 d . . .
H50 H 0.3280 0.3574 0.4000 0.069 Uiso 1 1 calc R . .
C51 C 0.1577(7) 0.3713(7) 0.3662(5) 0.072(3) Uani 1 1 d . . .
H51 H 0.1435 0.3780 0.4142 0.087 Uiso 1 1 calc R . .
C52 C 0.0678(6) 0.3726(6) 0.3042(5) 0.062(2) Uani 1 1 d . . .
H52 H -0.0068 0.3798 0.3101 0.074 Uiso 1 1 calc R . .
C53 C 0.0896(6) 0.3632(5) 0.2335(5) 0.058(2) Uani 1 1 d . . .
H53 H 0.0293 0.3642 0.1915 0.069 Uiso 1 1 calc R . .
C54 C 0.2005(6) 0.3523(5) 0.2244(4) 0.0467(16) Uani 1 1 d . . .
H54 H 0.2140 0.3447 0.1762 0.056 Uiso 1 1 calc R . .
N3 N 0.6527(5) 0.1555(3) 0.4061(3) 0.0448(13) Uani 1 1 d . . .
N4 N 0.3956(5) 0.1234(3) 0.2915(3) 0.0403(12) Uani 1 1 d . . .
C60 C 0.6549(6) 0.1211(4) 0.4555(4) 0.0429(15) Uani 1 1 d . . .
C61 C 0.6551(5) 0.0729(4) 0.5141(4) 0.0381(14) Uani 1 1 d . . .
C62 C 0.6513(6) 0.1119(4) 0.5863(4) 0.0433(15) Uani 1 1 d . . .
H62 H 0.6534 0.1699 0.5984 0.052 Uiso 1 1 calc R . .
C63 C 0.6443(6) 0.0635(4) 0.6398(4) 0.0420(14) Uani 1 1 d . . .
H63 H 0.6408 0.0886 0.6883 0.050 Uiso 1 1 calc R . .
C64 C 0.6426(5) -0.0237(4) 0.6208(4) 0.0361(13) Uani 1 1 d . . .
C65 C 0.6490(6) -0.0624(4) 0.5484(4) 0.0434(15) Uani 1 1 d . . .
H65 H 0.6481 -0.1203 0.5362 0.052 Uiso 1 1 calc R . .
C66 C 0.6565(6) -0.0134(4) 0.4951(4) 0.0450(15) Uani 1 1 d . . .
H66 H 0.6625 -0.0380 0.4471 0.054 Uiso 1 1 calc R . .
C67 C 0.3746(5) 0.0765(4) 0.3280(4) 0.0376(13) Uani 1 1 d . . .
P4 P 0.5917(2) 0.70189(12) 0.42493(11) 0.0542(5) Uani 1 1 d . . .
F40 F 0.5637(5) 0.6090(3) 0.4359(4) 0.0833(16) Uani 1 1 d . . .
F41 F 0.6130(5) 0.6700(3) 0.3450(3) 0.0769(15) Uani 1 1 d . . .
F42 F 0.6125(9) 0.7954(3) 0.4135(4) 0.131(3) Uani 1 1 d . . .
F43 F 0.5637(7) 0.7337(3) 0.5051(3) 0.101(2) Uani 1 1 d . . .
F44 F 0.4562(7) 0.7024(6) 0.3863(5) 0.128(3) Uani 1 1 d . . .
F45 F 0.7212(6) 0.6984(7) 0.4619(4) 0.140(3) Uani 1 1 d . . .
P5 P 0.08608(16) 0.92744(12) 0.15436(11) 0.0474(4) Uani 1 1 d . . .
F50 F 0.0172(5) 0.8493(3) 0.0912(3) 0.0838(17) Uani 1 1 d . . .
F51 F 0.1324(5) 0.8654(3) 0.2088(4) 0.0928(18) Uani 1 1 d . . .
F52 F 0.1512(4) 1.0040(3) 0.2180(3) 0.0693(14) Uani 1 1 d . . .
F53 F 0.0373(5) 0.9911(3) 0.1025(3) 0.0763(14) Uani 1 1 d . . .
F54 F -0.0281(4) 0.9333(3) 0.1865(3) 0.0670(12) Uani 1 1 d . . .
F55 F 0.1979(4) 0.9235(4) 0.1213(3) 0.0851(16) Uani 1 1 d . . .
C100 C 0.7972(12) 0.5551(7) 0.9605(7) 0.097(4) Uani 1 1 d . . .
Cl1 Cl 0.8269(12) 0.4668(7) 1.0047(6) 0.108(4) Uani 0.50 1 d P . .
Cl11 Cl 0.7853(9) 0.4950(7) 1.0210(6) 0.113(3) Uani 0.50 1 d P . .
Cl2 Cl 0.8994(3) 0.6400(2) 0.98970(18) 0.1052(10) Uani 1 1 d . . .
C200 C 0.1455(10) 0.6743(7) 0.1794(9) 0.100(4) Uani 1 1 d . . .
Cl3 Cl 0.1021(3) 0.57391(18) 0.18912(16) 0.0898(8) Uani 1 1 d . . .
Cl4 Cl 0.2737(19) 0.7106(18) 0.2346(16) 0.058(4) Uani 0.33 1 d P . .
Cl41 Cl 0.278(4) 0.6939(17) 0.188(3) 0.34(3) Uani 0.33 1 d P . .
Cl42 Cl 0.2981(17) 0.7060(17) 0.228(2) 0.057(4) Uani 0.33 1 d P . .
C300 C 0.7631(8) 0.7817(6) 0.1239(5) 0.069(2) Uani 1 1 d . . .
H30C H 0.7427 0.8358 0.1452 0.083 Uiso 1 1 calc R . .
H30D H 0.8196 0.7918 0.0951 0.083 Uiso 1 1 calc R . .
Cl5 Cl 0.8278(3) 0.73366(18) 0.19762(18) 0.1006(9) Uani 1 1 d . . .
Cl6 Cl 0.6392(3) 0.72416(16) 0.0626(2) 0.1091(11) Uani 1 1 d . . .
C400 C 0.0255 0.8790 0.3511 0.101(4) Uani 1 1 d . . .
Cl7 Cl 0.0594 0.7843 0.3794 0.0550(9) Uani 0.50 1 d P . .
Cl71 Cl -0.0618 0.7935 0.3961 0.92(8) Uani 0.50 1 d P . .
Cl81 Cl -0.0135(5) 0.9470(3) 0.4163(3) 0.163(2) 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
Cu1 N3 2.005(6) . ?
Cu1 N1 2.058(6) . ?
Cu1 P2 2.2314(18) . ?
Cu1 P1 2.3196(18) . ?
Cu1 Cu2 2.6851(14) . ?
Cu2 N4 2.003(6) . ?
Cu2 N2 2.057(5) . ?
Cu2 P3 2.2513(18) . ?
Cu2 P1 2.4838(19) . ?
P1 C8 1.808(6) . ?
P1 C1 1.817(7) . ?
P1 C19 1.830(7) . ?
P2 C37 1.812(6) . ?
P2 C31 1.813(7) . ?
P2 C30 1.828(6) . ?
P3 C43 1.817(6) . ?
P3 C49 1.823(6) . ?
P3 C30 1.824(6) . ?
N1 C18 1.340(9) . ?
N1 C14 1.364(9) . ?
N2 C13 1.348(8) . ?
N2 C9 1.353(8) . ?
C1 C2 1.381(10) . ?
C1 C14 1.448(9) . ?
C2 C7 1.465(10) . ?
C2 C3 1.498(10) . ?
C3 C4 1.557(12) . ?
C4 C5 1.487(12) . ?
C5 C6 1.517(11) . ?
C6 C7 1.512(10) . ?
C7 C8 1.359(9) . ?
C8 C9 1.471(9) . ?
C9 C10 1.401(9) . ?
C10 C11 1.398(10) . ?
C11 C12 1.374(11) . ?
C12 C13 1.391(10) . ?
C14 C15 1.401(9) . ?
C15 C16 1.391(12) . ?
C16 C17 1.343(13) . ?
C17 C18 1.402(11) . ?
C19 C20 1.383(9) . ?
C19 C24 1.405(9) . ?
C20 C21 1.382(10) . ?
C21 C22 1.393(11) . ?
C22 C23 1.380(10) . ?
C23 C24 1.388(9) . ?
C31 C36 1.381(10) . ?
C31 C32 1.398(9) . ?
C32 C33 1.393(10) . ?
C33 C34 1.366(12) . ?
C34 C35 1.381(12) . ?
C35 C36 1.385(11) . ?
C37 C38 1.366(9) . ?
C37 C42 1.408(9) . ?
C38 C39 1.375(10) . ?
C39 C40 1.388(11) . ?
C40 C41 1.389(11) . ?
C41 C42 1.379(10) . ?
C43 C48 1.377(9) . ?
C43 C44 1.411(10) . ?
C44 C45 1.383(10) . ?
C45 C46 1.382(12) . ?
C46 C47 1.358(12) . ?
C47 C48 1.375(11) . ?
C49 C50 1.378(10) . ?
C49 C54 1.404(9) . ?
C50 C51 1.384(11) . ?
C51 C52 1.379(12) . ?
C52 C53 1.376(12) . ?
C53 C54 1.384(10) . ?
N3 C60 1.148(9) . ?
N4 C67 1.153(8) . ?
C60 C61 1.443(10) . ?
C61 C62 1.388(9) . ?
C61 C66 1.392(9) . ?
C62 C63 1.381(9) . ?
C63 C64 1.400(9) . ?
C64 C65 1.400(9) . ?
C64 C67 1.424(9) 2_656 ?
C65 C66 1.384(10) . ?
C67 C64 1.424(9) 2_656 ?
P4 F45 1.541(7) . ?
P4 F41 1.564(5) . ?
P4 F42 1.584(6) . ?
P4 F40 1.585(5) . ?
P4 F43 1.601(5) . ?
P4 F44 1.604(8) . ?
P5 F53 1.578(5) . ?
P5 F52 1.579(5) . ?
P5 F51 1.582(6) . ?
P5 F55 1.585(5) . ?
P5 F50 1.603(5) . ?
P5 F54 1.604(5) . ?
C100 Cl11 1.632(15) . ?
C100 Cl2 1.704(12) . ?
C100 Cl1 1.787(16) . ?
Cl1 Cl11 0.772(13) . ?
C200 Cl41 1.55(4) . ?
C200 Cl4 1.63(3) . ?
C200 Cl3 1.735(11) . ?
C200 Cl42 1.83(3) . ?
Cl4 Cl41 0.88(6) . ?
Cl41 Cl42 0.72(7) . ?
C300 Cl6 1.738(10) . ?
C300 Cl5 1.739(9) . ?
C400 Cl81 1.661(5) . ?
C400 Cl7 1.7540(5) . ?
C400 Cl71 2.0781(4) . ?
Cl7 Cl71 1.5513(6) . ?
Cl71 Cl81 2.473(5) . ?
