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#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/11/4101106.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_4101106
_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         'C62 H48 Cl11 Cu2 F12 N6 P4'
_chemical_formula_sum            'C62 H48 Cl11 Cu2 F12 N6 P4'
_chemical_formula_weight         1745.97
_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                81.7810(5)
_cell_angle_beta                 72.9085(6)
_cell_angle_gamma                86.5873(7)
_cell_formula_units_Z            2
_cell_length_a                   14.5703(2)
_cell_length_b                   15.7547(2)
_cell_length_c                   16.3777(2)
_cell_measurement_temperature    120(2)
_cell_volume                     3555.96(8)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.631
_cod_database_code               4101106
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 0.15865(3) 0.30972(3) 0.18012(3) 0.02661(13) Uani 1 1 d . . .
Cu2 Cu 0.21204(3) 0.28700(3) 0.32074(3) 0.02651(13) Uani 1 1 d . . .
P1 P 0.08062(6) 0.37551(5) 0.29843(5) 0.02468(18) Uani 1 1 d . . .
P2 P 0.16915(6) 0.14887(5) 0.35015(5) 0.02725(19) Uani 1 1 d . . .
N1 N 0.0352(2) 0.3387(2) 0.1450(2) 0.0335(6) Uani 1 1 d . . .
N2 N 0.1914(2) 0.34734(19) 0.42775(19) 0.0307(6) Uani 1 1 d . . .
N3 N 0.2182(2) 0.20147(19) 0.13094(18) 0.0284(6) Uani 1 1 d . . .
N4 N 0.1149(2) 0.1677(2) 0.5308(2) 0.0348(7) Uani 1 1 d . . .
C1 C -0.0388(2) 0.3613(2) 0.2904(2) 0.0283(7) Uani 1 1 d . . .
C2 C -0.1046(3) 0.3535(2) 0.3704(2) 0.0308(7) Uani 1 1 d . . .
C3 C -0.2098(3) 0.3365(3) 0.3883(3) 0.0439(9) Uani 1 1 d . . .
H3A H -0.2164 0.2796 0.3747 0.053 Uiso 1 1 calc R . .
H3B H -0.2357 0.3774 0.3502 0.053 Uiso 1 1 calc R . .
C4 C -0.2689(3) 0.3423(4) 0.4808(3) 0.0540(12) Uani 1 1 d . . .
H4A H -0.2827 0.4022 0.4882 0.065 Uiso 1 1 calc R . .
H4B H -0.3296 0.3142 0.4920 0.065 Uiso 1 1 calc R . .
C5 C -0.2186(3) 0.3019(3) 0.5451(3) 0.0502(11) Uani 1 1 d . . .
H5A H -0.2044 0.2420 0.5379 0.060 Uiso 1 1 calc R . .
H5B H -0.2605 0.3044 0.6030 0.060 Uiso 1 1 calc R . .
C6 C -0.1252(3) 0.3481(3) 0.5334(2) 0.0379(8) Uani 1 1 d . . .
H6A H -0.1406 0.4042 0.5524 0.045 Uiso 1 1 calc R . .
H6B H -0.0896 0.3157 0.5694 0.045 Uiso 1 1 calc R . .
C7 C -0.0630(3) 0.3588(2) 0.4409(2) 0.0305(7) Uani 1 1 d . . .
C8 C 0.0333(3) 0.3710(2) 0.4152(2) 0.0279(7) Uani 1 1 d . . .
C9 C 0.1011(3) 0.3763(2) 0.4648(2) 0.0292(7) Uani 1 1 d . . .
C10 C 0.0781(3) 0.4110(2) 0.5427(2) 0.0359(8) Uani 1 1 d . . .
H10 H 0.0164 0.4319 0.5668 0.043 Uiso 1 1 calc R . .
C11 C 0.1488(3) 0.4136(3) 0.5830(3) 0.0418(9) Uani 1 1 d . . .
H11 H 0.1348 0.4362 0.6348 0.050 Uiso 1 1 calc R . .
C12 C 0.2401(3) 0.3826(3) 0.5464(3) 0.0434(9) Uani 1 1 d . . .
H12 H 0.2882 0.3832 0.5731 0.052 Uiso 1 1 calc R . .
C13 C 0.2581(3) 0.3503(3) 0.4681(3) 0.0377(8) Uani 1 1 d . . .
H13 H 0.3196 0.3299 0.4428 0.045 Uiso 1 1 calc R . .
C14 C -0.0482(3) 0.3586(2) 0.2043(2) 0.0332(7) Uani 1 1 d . . .
C15 C -0.1308(3) 0.3788(4) 0.1797(3) 0.0550(13) Uani 1 1 d . . .
H15 H -0.1879 0.3911 0.2203 0.066 Uiso 1 1 calc R . .
C16 C -0.1281(4) 0.3806(6) 0.0947(4) 0.079(2) Uani 1 1 d . . .
H16 H -0.1834 0.3943 0.0778 0.095 Uiso 1 1 calc R . .
C17 C -0.0439(4) 0.3624(5) 0.0350(3) 0.076(2) Uani 1 1 d . . .
H17 H -0.0408 0.3640 -0.0227 0.091 Uiso 1 1 calc R . .
C18 C 0.0358(3) 0.3416(4) 0.0627(3) 0.0506(11) Uani 1 1 d . . .
H18 H 0.0930 0.3289 0.0223 0.061 Uiso 1 1 calc R . .
C19 C 0.1067(2) 0.4893(2) 0.2632(2) 0.0270(6) Uani 1 1 d . . .
C20 C 0.0451(3) 0.5452(2) 0.2306(2) 0.0336(7) Uani 1 1 d . . .
H20 H -0.0121 0.5255 0.2264 0.040 Uiso 1 1 calc R . .
C21 C 0.0691(3) 0.6310(2) 0.2042(3) 0.0395(8) Uani 1 1 d . . .
H21 H 0.0278 0.6685 0.1821 0.047 Uiso 1 1 calc R . .
C22 C 0.1535(3) 0.6608(2) 0.2104(3) 0.0394(8) Uani 1 1 d . . .
H22 H 0.1691 0.7182 0.1923 0.047 Uiso 1 1 calc R . .
C23 C 0.2151(3) 0.6054(2) 0.2436(3) 0.0370(8) Uani 1 1 d . . .
H23 H 0.2717 0.6257 0.2484 0.044 Uiso 1 1 calc R . .
C24 C 0.1922(3) 0.5197(2) 0.2696(2) 0.0325(7) Uani 1 1 d . . .
H24 H 0.2338 0.4824 0.2914 0.039 Uiso 1 1 calc R . .
C31 C 0.1309(3) 0.1175(2) 0.2642(2) 0.0304(7) Uani 1 1 d . . .
C32 C 0.0363(3) 0.0989(2) 0.2915(2) 0.0316(7) Uani 1 1 d . . .
C33 C -0.0220(3) 0.0834(3) 0.2334(3) 0.0413(9) Uani 1 1 d . . .
H33A H -0.0131 0.0242 0.2224 0.050 Uiso 1 1 calc R . .
H33B H 0.0012 0.1196 0.1787 0.050 Uiso 1 1 calc R . .
C34 C -0.1286(3) 0.1020(3) 0.2718(3) 0.0514(11) Uani 1 1 d . . .
H34A H -0.1393 0.1630 0.2742 0.062 Uiso 1 1 calc R . .
H34B H -0.1644 0.0846 0.2357 0.062 Uiso 1 1 calc R . .
C35 C -0.1631(3) 0.0537(4) 0.3613(3) 0.0515(11) Uani 1 1 d . . .
H35A H -0.1503 -0.0071 0.3585 0.062 Uiso 1 1 calc R . .
H35B H -0.2321 0.0620 0.3834 0.062 Uiso 1 1 calc R . .
C36 C -0.1144(3) 0.0829(3) 0.4234(3) 0.0373(8) Uani 1 1 d . . .
H36A H -0.1471 0.1345 0.4443 0.045 Uiso 1 1 calc R . .
H36B H -0.1222 0.0389 0.4727 0.045 Uiso 1 1 calc R . .
C37 C -0.0090(3) 0.1009(2) 0.3847(2) 0.0309(7) Uani 1 1 d . . .
C38 C 0.0525(2) 0.1237(2) 0.4262(2) 0.0292(7) Uani 1 1 d . . .
C39 C 0.0370(3) 0.1384(2) 0.5166(2) 0.0296(7) Uani 1 1 d . . .
C40 C -0.0489(3) 0.1249(3) 0.5820(3) 0.0391(8) Uani 1 1 d . . .
H40 H -0.1016 0.1029 0.5715 0.047 Uiso 1 1 calc R . .
C41 C -0.0548(3) 0.1449(3) 0.6634(3) 0.0468(10) Uani 1 1 d . . .
H41 H -0.1118 0.1371 0.7077 0.056 Uiso 1 1 calc R . .
C42 C 0.0253(3) 0.1764(3) 0.6778(3) 0.0422(9) Uani 1 1 d . . .
H42 H 0.0230 0.1910 0.7314 0.051 Uiso 1 1 calc R . .
C43 C 0.1085(3) 0.1854(3) 0.6097(3) 0.0402(8) Uani 1 1 d . . .
H43 H 0.1630 0.2049 0.6194 0.048 Uiso 1 1 calc R . .
C44 C 0.1917(3) 0.1225(2) 0.1734(2) 0.0310(7) Uani 1 1 d . . .
C45 C 0.2186(4) 0.0490(3) 0.1341(3) 0.0455(10) Uani 1 1 d . . .
H45 H 0.1983 -0.0044 0.1643 0.055 Uiso 1 1 calc R . .
C46 C 0.2760(4) 0.0557(3) 0.0492(3) 0.0515(12) Uani 1 1 d . . .
H46 H 0.2947 0.0070 0.0218 0.062 Uiso 1 1 calc R . .
C47 C 0.3048(3) 0.1355(3) 0.0062(3) 0.0433(9) Uani 1 1 d . . .
H47 H 0.3437 0.1418 -0.0505 0.052 Uiso 1 1 calc R . .
C48 C 0.2746(3) 0.2065(2) 0.0490(2) 0.0337(7) Uani 1 1 d . . .
H48 H 0.2943 0.2603 0.0197 0.040 Uiso 1 1 calc R . .
C49 C 0.2555(2) 0.0673(2) 0.3735(2) 0.0313(7) Uani 1 1 d . . .
C50 C 0.2670(3) -0.0106(2) 0.3407(3) 0.0364(8) Uani 1 1 d . . .
H50 H 0.2296 -0.0228 0.3068 0.044 Uiso 1 1 calc R . .
C51 C 0.3356(3) -0.0708(3) 0.3592(3) 0.0486(11) Uani 1 1 d . . .
H51 H 0.3432 -0.1231 0.3378 0.058 Uiso 1 1 calc R . .
C52 C 0.3913(4) -0.0528(3) 0.4087(3) 0.0554(12) Uani 1 1 d . . .
H52 H 0.4363 -0.0931 0.4210 0.067 Uiso 1 1 calc R . .
C53 C 0.3809(3) 0.0254(3) 0.4407(3) 0.0527(11) Uani 1 1 d . . .
H53 H 0.4193 0.0375 0.4739 0.063 Uiso 1 1 calc R . .
C54 C 0.3133(3) 0.0854(3) 0.4231(3) 0.0406(9) Uani 1 1 d . . .
H54 H 0.3064 0.1378 0.4444 0.049 Uiso 1 1 calc R . .
N7 N 0.2490(2) 0.4029(2) 0.0964(2) 0.0328(6) Uani 1 1 d . . .
C70 C 0.3012(3) 0.4485(2) 0.0455(2) 0.0303(7) Uani 1 1 d . . .
C71 C 0.3721(2) 0.5007(2) -0.0190(2) 0.0288(7) Uani 1 1 d . . .
C72 C 0.3735(3) 0.5890(2) -0.0171(2) 0.0329(7) Uani 1 1 d . . .
H72 H 0.3271 0.6148 0.0247 0.039 Uiso 1 1 calc R . .
C73 C 0.4410(3) 0.4604(2) -0.0801(2) 0.0326(7) Uani 1 1 d . . .
H73 H 0.4392 0.4016 -0.0806 0.039 Uiso 1 1 calc R . .
N8 N 0.3447(2) 0.32162(19) 0.2508(2) 0.0318(6) Uani 1 1 d . . .
C80 C 0.4096(3) 0.3555(2) 0.2018(2) 0.0307(7) Uani 1 1 d . . .
C81 C 0.4867(2) 0.4033(2) 0.1394(2) 0.0300(7) Uani 1 1 d . . .
C82 C 0.5125(3) 0.5089(2) -0.1404(2) 0.0332(7) Uani 1 1 d . . .
H82 H 0.5597 0.4827 -0.1812 0.040 Uiso 1 1 calc R . .
C83 C 0.4443(3) 0.6381(2) -0.0778(2) 0.0331(7) Uani 1 1 d . . .
H83 H 0.4460 0.6969 -0.0776 0.040 Uiso 1 1 calc R . .
P10 P 0.41224(9) 0.79240(7) 0.12725(8) 0.0466(3) Uani 1 1 d . . .
F10 F 0.4792(2) 0.8331(2) 0.1717(2) 0.0695(9) Uani 1 1 d . . .
F11 F 0.4088(4) 0.8817(2) 0.0710(3) 0.0969(14) Uani 1 1 d . . .
F12 F 0.3451(3) 0.7518(3) 0.0831(3) 0.0813(11) Uani 1 1 d . . .
F13 F 0.4200(4) 0.7020(3) 0.1792(4) 0.122(2) Uani 1 1 d . . .
F14 F 0.5037(3) 0.7663(3) 0.0532(3) 0.1000(16) Uani 1 1 d . . .
F15 F 0.3197(2) 0.8158(3) 0.1995(3) 0.0969(15) Uani 1 1 d . . .
P20 P 0.76903(10) 0.62342(12) 0.18414(8) 0.0619(4) Uani 1 1 d . . .
F20 F 0.7933(5) 0.6882(3) 0.2413(3) 0.1100(17) Uani 1 1 d . . .
F21 F 0.7770(5) 0.6997(5) 0.1090(3) 0.154(3) Uani 1 1 d . . .
F22 F 0.7447(4) 0.5616(5) 0.1291(5) 0.168(4) Uani 1 1 d . . .
F23 F 0.7655(4) 0.5487(3) 0.2620(3) 0.1033(15) Uani 1 1 d . . .
F24 F 0.8782(3) 0.6006(4) 0.1488(3) 0.1078(17) Uani 1 1 d . . .
F25 F 0.6604(3) 0.6495(4) 0.2186(4) 0.133(2) Uani 1 1 d . . .
C100 C 0.4884(4) 0.0477(3) 0.1339(4) 0.0570(12) Uani 1 1 d . . .
H10A H 0.5006 0.0559 0.0719 0.068 Uiso 1 1 calc R . .
H10B H 0.4440 0.0008 0.1575 0.068 Uiso 1 1 calc R . .
Cl10 Cl 0.43513(8) 0.14160(7) 0.17513(7) 0.0476(2) Uani 1 1 d . . .
Cl11 Cl 0.59699(10) 0.01988(9) 0.15876(10) 0.0630(3) Uani 1 1 d . . .
C200 C 0.5810 0.1641 0.3110 0.117(3) Uani 1 1 d . . .
Cl20 Cl 0.5707 0.1861 0.4105 0.102(5) Uani 0.33 1 d P . .
Cl77 Cl 0.5915(10) 0.1735(8) 0.4051(6) 0.116(3) Uani 0.33 1 d P . .
Cl46 Cl 0.5249 0.2230 0.4069 0.170(7) Uani 0.33 1 d P . .
Cl21 Cl 0.6576 0.2328 0.2296 0.0607(6) Uani 0.50 1 d P . .
Cl45 Cl 0.6230 0.2953 0.2572 0.57(3) Uani 0.50 1 d P . .
C300 C 0.5214 0.5166 0.3464 0.104(3) Uani 1 1 d . . .
Cl30 Cl 0.3993 0.5285 0.3586 0.0810(5) Uani 1 1 d . . .
Cl31 Cl 0.5481 0.4055 0.3545 0.145(3) Uani 0.50 1 d P . .
Cl81 Cl 0.5480 0.4808 0.4327 0.252(7) Uani 0.50 1 d P . .
C400 C 0.6033 0.8185 0.3078 0.074 Uani 1 1 d . . .
Cl40 Cl 0.5351 0.7422 0.3888 0.131 Uani 1 1 d . . .
C600 C 1.1960 0.8558 0.0032 0.116 Uani 0.50 1 d P . .
C601 C 1.1032 0.8561 -0.0190 0.199 Uani 0.50 1 d P . .
Cl60 Cl 1.1122 0.8806 0.1054 0.107 Uani 0.50 1 d P . .
Cl51 Cl 1.0462 0.8658 0.0652 0.113 Uani 0.50 1 d P . .
Cl70 Cl 1.1727 0.7842 -0.0405 0.360 Uani 1 1 d . . .
Cl87 Cl 0.8381 0.9138 0.1647 0.148(3) Uani 0.50 1 d P . .
Cl88 Cl 0.8588 0.9341 0.1302 0.153(3) Uani 0.50 1 d P . .
C503 C 0.9332 0.8827 0.0484 0.093(5) Uani 0.50 1 d P . .
Cl48 Cl 0.6550 0.8934 0.3503 0.083 Uani 0.33 1 d P . .
C502 C 0.9288(6) 0.8997(7) -0.0068(5) 0.048(2) Uani 0.50 1 d P . .
Cl58 Cl 0.6535 0.8715 0.3631 0.107(2) Uani 0.33 1 d P . .
Cl68 Cl 0.6611 0.9005 0.3491 0.100(2) Uani 0.33 1 d P . .
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 2.029(3) . ?
Cu1 N1 2.052(3) . ?
Cu1 N7 2.089(3) . ?
Cu1 P1 2.2935(10) . ?
Cu1 Cu2 2.6117(9) . ?
Cu2 N8 1.998(3) . ?
Cu2 N2 2.049(3) . ?
Cu2 P2 2.2459(11) . ?
Cu2 P1 2.3858(11) . ?
P1 C1 1.812(4) . ?
P1 C8 1.825(3) . ?
P1 C19 1.830(3) . ?
P2 C31 1.797(4) . ?
P2 C38 1.814(3) . ?
P2 C49 1.824(4) . ?
N1 C18 1.341(5) . ?
N1 C14 1.365(5) . ?
N2 C13 1.332(5) . ?
N2 C9 1.359(5) . ?
N3 C48 1.345(4) . ?
N3 C44 1.354(5) . ?
N4 C43 1.337(5) . ?
N4 C39 1.344(5) . ?
C1 C2 1.371(5) . ?
C1 C14 1.463(5) . ?
C2 C7 1.468(5) . ?
C2 C3 1.507(5) . ?
C3 C4 1.520(6) . ?
C4 C5 1.503(8) . ?
C5 C6 1.530(6) . ?
C6 C7 1.511(5) . ?
C7 C8 1.358(5) . ?
C8 C9 1.464(5) . ?
C9 C10 1.402(5) . ?
C10 C11 1.382(6) . ?
C11 C12 1.381(7) . ?
C12 C13 1.395(6) . ?
C14 C15 1.385(6) . ?
C15 C16 1.377(7) . ?
C16 C17 1.370(8) . ?
C17 C18 1.371(7) . ?
C19 C20 1.385(5) . ?
C19 C24 1.398(5) . ?
C20 C21 1.391(5) . ?
C21 C22 1.378(6) . ?
C22 C23 1.386(6) . ?
C23 C24 1.387(5) . ?
C31 C32 1.355(5) . ?
C31 C44 1.484(5) . ?
C32 C37 1.478(5) . ?
C32 C33 1.501(6) . ?
C33 C34 1.522(6) . ?
C34 C35 1.508(7) . ?
C35 C36 1.532(7) . ?
C36 C37 1.506(5) . ?
C37 C38 1.365(5) . ?
C38 C39 1.480(5) . ?
C39 C40 1.392(5) . ?
C40 C41 1.389(6) . ?
C41 C42 1.388(7) . ?
C42 C43 1.384(6) . ?
C44 C45 1.386(5) . ?
C45 C46 1.389(6) . ?
C46 C47 1.374(6) . ?
C47 C48 1.386(6) . ?
C49 C50 1.391(5) . ?
C49 C54 1.395(6) . ?
C50 C51 1.404(6) . ?
C51 C52 1.370(8) . ?
C52 C53 1.390(8) . ?
C53 C54 1.388(6) . ?
N7 C70 1.145(5) . ?
C70 C71 1.439(5) . ?
C71 C73 1.389(5) . ?
C71 C72 1.397(5) . ?
C72 C83 1.386(5) . ?
C73 C82 1.384(5) . ?
N8 C80 1.147(5) . ?
C80 C81 1.441(5) . ?
C81 C82 1.386(5) 2_665 ?
C81 C83 1.403(5) 2_665 ?
C82 C81 1.386(5) 2_665 ?
C83 C81 1.403(5) 2_665 ?
P10 F13 1.567(4) . ?
P10 F11 1.574(4) . ?
P10 F15 1.576(3) . ?
P10 F12 1.585(4) . ?
P10 F10 1.588(3) . ?
P10 F14 1.594(4) . ?
P20 F22 1.538(5) . ?
P20 F24 1.563(4) . ?
P20 F25 1.567(4) . ?
P20 F21 1.575(5) . ?
P20 F23 1.598(5) . ?
P20 F20 1.599(5) . ?
C100 Cl10 1.757(5) . ?
C100 Cl11 1.762(6) . ?
C200 Cl77 1.620(9) . ?
C200 Cl20 1.6748(5) . ?
C200 Cl21 1.7466(4) . ?
C200 Cl46 1.8878(4) . ?
C200 Cl45 2.1761(6) . ?
Cl20 Cl46 0.8680(2) . ?
Cl77 Cl46 1.205(17) . ?
Cl21 Cl45 1.1674(3) . ?
C300 Cl81 1.5911(4) . ?
C300 Cl30 1.7327(6) . ?
C300 Cl31 1.7652(5) . ?
Cl31 Cl81 1.8668(4) . ?
Cl81 Cl81 2.3765(6) 2_666 ?
C400 Cl58 1.6515(3) . ?
C400 Cl48 1.7574(4) . ?
C400 Cl40 1.7616(3) . ?
C400 Cl68 1.8823(4) . ?
C600 C601 1.5007(5) . ?
C600 Cl70 1.5237(3) . ?
C600 Cl60 1.8364(4) . ?
C600 Cl51 2.1267(7) . ?
C601 Cl51 1.4092(4) . ?
C601 Cl70 1.4848(3) . ?
C601 Cl60 2.1683(6) . ?
Cl60 Cl51 1.3609(3) . ?
Cl51 C503 1.7467(6) . ?
Cl87 Cl88 0.61028(13) . ?
Cl87 C503 2.1027(5) . ?
Cl88 C503 1.7258(3) . ?
C503 C502 0.926(7) . ?
