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#$Date: 2016-03-21 16:51:15 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178757 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/11/4101105.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_4101105
_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         'C54 H51 Cl2 Cu2 F12 N4 P5'
_chemical_formula_sum            'C54 H51 Cl2 Cu2 F12 N4 P5'
_chemical_formula_weight         1336.82
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 107.8980(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.9807(1)
_cell_length_b                   11.3507(1)
_cell_length_c                   25.4674(2)
_cell_measurement_temperature    120(2)
_cell_volume                     5771.44(7)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.538
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4101105
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cu1 Cu 0.338826(15) 0.50581(3) 0.562122(13) 0.01961(10) Uani 1 1 d . . .
Cu2 Cu 0.226097(16) 0.39236(3) 0.558503(14) 0.02216(10) Uani 1 1 d . . .
P1 P 0.28554(3) 0.39502(6) 0.48618(3) 0.01808(14) Uani 1 1 d . . .
P2 P 0.18096(3) 0.55164(6) 0.58762(3) 0.02032(15) Uani 1 1 d . . .
P3 P 0.30890(3) 0.67715(6) 0.59290(3) 0.01887(14) Uani 1 1 d . . .
N1 N 0.15883(11) 0.28844(19) 0.50119(10) 0.0219(5) Uani 1 1 d . . .
N2 N 0.40300(11) 0.5545(2) 0.51903(10) 0.0218(5) Uani 1 1 d . . .
C1 C 0.20226(12) 0.3875(2) 0.43740(11) 0.0199(5) Uani 1 1 d . . .
C2 C 0.19439(13) 0.4700(2) 0.39725(11) 0.0212(5) Uani 1 1 d . . .
C3 C 0.12866(14) 0.5092(3) 0.35745(12) 0.0257(6) Uani 1 1 d . . .
H3A H 0.0924 0.4897 0.3721 0.031 Uiso 1 1 calc R . .
H3B H 0.1209 0.4686 0.3225 0.031 Uiso 1 1 calc R . .
C4 C 0.13040(14) 0.6431(3) 0.34856(13) 0.0304(6) Uani 1 1 d . . .
H4A H 0.0875 0.6697 0.3243 0.036 Uiso 1 1 calc R . .
H4B H 0.1392 0.6838 0.3836 0.036 Uiso 1 1 calc R . .
C5 C 0.18548(15) 0.6705(3) 0.32293(13) 0.0344(7) Uani 1 1 d . . .
H5A H 0.1853 0.7543 0.3154 0.041 Uiso 1 1 calc R . .
H5B H 0.1761 0.6292 0.2880 0.041 Uiso 1 1 calc R . .
C6 C 0.25541(14) 0.6348(3) 0.36028(11) 0.0259(6) Uani 1 1 d . . .
H6A H 0.2824 0.6121 0.3371 0.031 Uiso 1 1 calc R . .
H6B H 0.2764 0.7031 0.3815 0.031 Uiso 1 1 calc R . .
C7 C 0.25600(13) 0.5352(2) 0.39965(11) 0.0211(5) Uani 1 1 d . . .
C8 C 0.30974(13) 0.5031(2) 0.44303(11) 0.0201(5) Uani 1 1 d . . .
C9 C 0.37569(13) 0.5584(2) 0.46331(11) 0.0208(5) Uani 1 1 d . . .
C10 C 0.40904(14) 0.6128(3) 0.43018(13) 0.0271(6) Uani 1 1 d . . .
H10 H 0.3905 0.6128 0.3920 0.032 Uiso 1 1 calc R . .
C11 C 0.47021(14) 0.6669(3) 0.45491(13) 0.0307(6) Uani 1 1 d . . .
H11 H 0.4925 0.7053 0.4335 0.037 Uiso 1 1 calc R . .
C12 C 0.49767(14) 0.6633(3) 0.51145(13) 0.0300(6) Uani 1 1 d . . .
H12 H 0.5386 0.6992 0.5287 0.036 Uiso 1 1 calc R . .
C13 C 0.46304(13) 0.6052(2) 0.54226(13) 0.0259(6) Uani 1 1 d . . .
H13 H 0.4821 0.6011 0.5804 0.031 Uiso 1 1 calc R . .
C14 C 0.15274(13) 0.3078(2) 0.44708(12) 0.0216(5) Uani 1 1 d . . .
C15 C 0.10348(14) 0.2518(3) 0.40466(13) 0.0291(6) Uani 1 1 d . . .
H15 H 0.1005 0.2652 0.3680 0.035 Uiso 1 1 calc R . .
C16 C 0.05904(14) 0.1757(3) 0.41816(15) 0.0351(7) Uani 1 1 d . . .
H16 H 0.0258 0.1375 0.3906 0.042 Uiso 1 1 calc R . .
C17 C 0.06496(15) 0.1575(3) 0.47296(15) 0.0337(7) Uani 1 1 d . . .
H17 H 0.0354 0.1075 0.4828 0.040 Uiso 1 1 calc R . .
C18 C 0.11505(14) 0.2140(2) 0.51319(14) 0.0290(6) Uani 1 1 d . . .
H18 H 0.1188 0.2003 0.5500 0.035 Uiso 1 1 calc R . .
C19 C 0.32766(13) 0.2580(2) 0.47911(12) 0.0235(5) Uani 1 1 d . . .
C20 C 0.32104(16) 0.2126(3) 0.42643(14) 0.0335(7) Uani 1 1 d . . .
H20 H 0.2940 0.2504 0.3951 0.040 Uiso 1 1 calc R . .
C21 C 0.35555(18) 0.1102(3) 0.42164(17) 0.0431(8) Uani 1 1 d . . .
H21 H 0.3517 0.0796 0.3869 0.052 Uiso 1 1 calc R . .
C22 C 0.39514(17) 0.0544(3) 0.46814(18) 0.0439(9) Uani 1 1 d . . .
H22 H 0.4176 -0.0143 0.4645 0.053 Uiso 1 1 calc R . .
C23 C 0.40234(16) 0.0986(3) 0.52048(16) 0.0364(7) Uani 1 1 d . . .
H23 H 0.4296 0.0603 0.5516 0.044 Uiso 1 1 calc R . .
C24 C 0.36817(14) 0.2013(2) 0.52587(13) 0.0277(6) Uani 1 1 d . . .
H24 H 0.3725 0.2316 0.5607 0.033 Uiso 1 1 calc R . .
C30 C 0.24580(13) 0.6549(2) 0.62843(11) 0.0223(5) Uani 1 1 d . . .
H30A H 0.2254 0.7297 0.6324 0.027 Uiso 1 1 calc R . .
H30B H 0.2668 0.6229 0.6650 0.027 Uiso 1 1 calc R . .
C31 C 0.12382(13) 0.6359(2) 0.53175(11) 0.0222(5) Uani 1 1 d . . .
C32 C 0.12062(14) 0.7584(3) 0.52933(13) 0.0291(6) Uani 1 1 d . . .
H32 H 0.1480 0.8031 0.5581 0.035 Uiso 1 1 calc R . .
C33 C 0.07618(15) 0.8139(3) 0.48369(15) 0.0361(7) Uani 1 1 d . . .
H33 H 0.0756 0.8957 0.4815 0.043 Uiso 1 1 calc R . .
C34 C 0.03325(16) 0.7492(3) 0.44195(13) 0.0360(7) Uani 1 1 d . . .
H34 H 0.0040 0.7872 0.4117 0.043 Uiso 1 1 calc R . .
C35 C 0.03358(16) 0.6270(3) 0.44500(13) 0.0341(7) Uani 1 1 d . . .
H35 H 0.0033 0.5831 0.4177 0.041 Uiso 1 1 calc R . .
C36 C 0.07968(14) 0.5707(3) 0.48943(12) 0.0285(6) Uani 1 1 d . . .
H36 H 0.0810 0.4889 0.4909 0.034 Uiso 1 1 calc R . .
C37 C 0.13103(13) 0.5255(2) 0.63391(12) 0.0237(5) Uani 1 1 d . . .
C38 C 0.08642(14) 0.6094(3) 0.64246(12) 0.0263(6) Uani 1 1 d . . .
H38 H 0.0811 0.6809 0.6238 0.032 Uiso 1 1 calc R . .
C39 C 0.05016(14) 0.5868(3) 0.67842(12) 0.0301(6) Uani 1 1 d . . .
H39 H 0.0214 0.6438 0.6845 0.036 Uiso 1 1 calc R . .
C40 C 0.05651(16) 0.4802(3) 0.70528(14) 0.0353(7) Uani 1 1 d . . .
H40 H 0.0321 0.4655 0.7295 0.042 Uiso 1 1 calc R . .
C41 C 0.09915(18) 0.3947(3) 0.69638(15) 0.0412(8) Uani 1 1 d . . .
H41 H 0.1028 0.3222 0.7141 0.049 Uiso 1 1 calc R . .
C42 C 0.13649(16) 0.4178(3) 0.66083(14) 0.0349(7) Uani 1 1 d . . .
H42 H 0.1653 0.3606 0.6550 0.042 Uiso 1 1 calc R . .
C43 C 0.27842(13) 0.8014(2) 0.54733(11) 0.0223(5) Uani 1 1 d . . .
C44 C 0.26203(15) 0.7874(3) 0.49065(12) 0.0274(6) Uani 1 1 d . . .
H44 H 0.2682 0.7148 0.4760 0.033 Uiso 1 1 calc R . .
C45 C 0.23627(16) 0.8822(3) 0.45544(13) 0.0319(6) Uani 1 1 d . . .
H45 H 0.2256 0.8726 0.4174 0.038 Uiso 1 1 calc R . .
C46 C 0.22673(15) 0.9899(3) 0.47700(14) 0.0313(6) Uani 1 1 d . . .
H46 H 0.2092 1.0527 0.4535 0.038 Uiso 1 1 calc R . .
C47 C 0.24334(15) 1.0046(2) 0.53387(14) 0.0294(6) Uani 1 1 d . . .
H47 H 0.2370 1.0772 0.5484 0.035 Uiso 1 1 calc R . .
C48 C 0.26928(14) 0.9112(2) 0.56890(12) 0.0255(6) Uani 1 1 d . . .
H48 H 0.2807 0.9216 0.6069 0.031 Uiso 1 1 calc R . .
C49 C 0.38507(13) 0.7356(2) 0.64199(11) 0.0217(5) Uani 1 1 d . . .
C50 C 0.42386(15) 0.8133(3) 0.62203(13) 0.0292(6) Uani 1 1 d . . .
H50 H 0.4060 0.8471 0.5873 0.035 Uiso 1 1 calc R . .
C51 C 0.48904(15) 0.8407(3) 0.65368(14) 0.0345(7) Uani 1 1 d . . .
H51 H 0.5145 0.8925 0.6402 0.041 Uiso 1 1 calc R . .
C52 C 0.51577(15) 0.7904(3) 0.70531(13) 0.0344(7) Uani 1 1 d . . .
H52 H 0.5597 0.8070 0.7262 0.041 Uiso 1 1 calc R . .
C53 C 0.47712(15) 0.7157(3) 0.72583(12) 0.0314(6) Uani 1 1 d . . .
H53 H 0.4949 0.6839 0.7610 0.038 Uiso 1 1 calc R . .
C54 C 0.41194(14) 0.6874(2) 0.69459(11) 0.0245(6) Uani 1 1 d . . .
H54 H 0.3865 0.6366 0.7087 0.029 Uiso 1 1 calc R . .
N3 N 0.26915(12) 0.2803(2) 0.62057(11) 0.0294(5) Uani 1 1 d . . .
C60 C 0.28819(18) 0.2305(3) 0.66046(16) 0.0492(10) Uani 1 1 d . . .
C61 C 0.3123(4) 0.1686(7) 0.7135(3) 0.142(4) Uani 1 1 d . . .
H61A H 0.3301 0.2246 0.7425 0.213 Uiso 1 1 calc R . .
H61B H 0.3467 0.1137 0.7124 0.213 Uiso 1 1 calc R . .
H61C H 0.2758 0.1268 0.7203 0.213 Uiso 1 1 calc R . .
N4 N 0.40197(12) 0.4287(2) 0.62955(10) 0.0273(5) Uani 1 1 d . . .
C70 C 0.43762(15) 0.4075(3) 0.67207(13) 0.0294(6) Uani 1 1 d . . .
C71 C 0.48280(19) 0.3831(4) 0.72736(14) 0.0467(9) Uani 1 1 d . . .
H71A H 0.5244 0.4237 0.7325 0.070 Uiso 1 1 calc R . .
H71B H 0.4910 0.2999 0.7315 0.070 Uiso 1 1 calc R . .
H71C H 0.4627 0.4096 0.7544 0.070 Uiso 1 1 calc R . .
P4 P 0.88829(6) 0.63630(8) 0.80409(4) 0.0457(2) Uani 1 1 d . . .
F40 F 0.83173(16) 0.6455(2) 0.83369(14) 0.0790(9) Uani 1 1 d . . .
F43 F 0.94068(14) 0.6084(2) 0.86273(11) 0.0688(7) Uani 1 1 d . . .
F44 F 0.87407(12) 0.49898(19) 0.79483(10) 0.0538(6) Uani 1 1 d . . .
F41 F 0.8310(2) 0.6588(3) 0.74641(13) 0.0968(11) Uani 1 1 d . . .
F42 F 0.94302(19) 0.6241(3) 0.77394(15) 0.0941(12) Uani 1 1 d . . .
F45 F 0.90241(18) 0.7745(2) 0.81343(11) 0.0746(9) Uani 1 1 d . . .
P5 P 0.12806(5) 0.00205(7) 0.66909(4) 0.0376(2) Uani 1 1 d . . .
F50 F 0.06306(12) 0.0598(2) 0.67768(10) 0.0593(6) Uani 1 1 d . . .
F51 F 0.08795(16) -0.0097(3) 0.60389(11) 0.0759(8) Uani 1 1 d . . .
F52 F 0.19308(14) -0.0570(3) 0.66116(13) 0.0777(8) Uani 1 1 d . . .
F53 F 0.16476(13) 0.0124(3) 0.73332(10) 0.0675(7) Uani 1 1 d . . .
F54 F 0.10067(15) -0.1239(2) 0.67706(13) 0.0733(8) Uani 1 1 d . . .
F55 F 0.15214(17) 0.1277(3) 0.65749(16) 0.0912(10) Uani 1 1 d . . .
C100 C 0.8059(3) 0.9731(4) 0.73315(19) 0.0539(11) Uani 0.905(3) 1 d P A 1
H10A H 0.8036 0.8941 0.7471 0.065 Uiso 0.905(3) 1 calc PR A 1
H10B H 0.7605 1.0033 0.7190 0.065 Uiso 0.905(3) 1 calc PR A 1
Cl1 Cl 0.84224(7) 0.96766(14) 0.67936(5) 0.0699(4) Uani 0.905(3) 1 d P A 1
Cl2 Cl 0.85313(7) 1.06447(10) 0.78766(5) 0.0594(4) Uani 0.905(3) 1 d P A 1
Cl4 Cl 0.7669 1.1810 0.7937 0.063(3) Uani 0.095(3) 1 d P . 2
Cl3 Cl 0.9033 1.0645 0.8207 0.142(11) Uani 0.095(3) 1 d P A 2
C200 C 0.8579 1.1862 0.8368 0.18(6) Uani 0.095(3) 1 d P A 2
H20A H 0.8776 1.2596 0.8299 0.219 Uiso 0.095(3) 1 calc PR A 2
H20B H 0.8612 1.1836 0.8756 0.219 Uiso 0.095(3) 1 calc PR A 2
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 N4 2.018(2) . ?
Cu1 N2 2.057(2) . ?
Cu1 P3 2.2568(10) . ?
Cu1 P1 2.2898(8) . ?
Cu1 Cu2 2.6696(7) . ?
Cu2 N3 2.014(3) . ?
Cu2 N1 2.061(2) . ?
Cu2 P2 2.2687(10) . ?
Cu2 P1 2.5221(8) . ?
P1 C1 1.808(3) . ?
P1 C8 1.820(3) . ?
P1 C19 1.825(3) . ?
P2 C31 1.824(3) . ?
P2 C37 1.826(3) . ?
P2 C30 1.854(3) . ?
P3 C43 1.813(3) . ?
P3 C49 1.824(3) . ?
P3 C30 1.836(3) . ?
N1 C18 1.350(4) . ?
N1 C14 1.362(4) . ?
N2 C13 1.345(3) . ?
N2 C9 1.358(4) . ?
C1 C2 1.359(4) . ?
C1 C14 1.454(4) . ?
C2 C7 1.474(4) . ?
C2 C3 1.506(4) . ?
C3 C4 1.539(4) . ?
C4 C5 1.524(4) . ?
C5 C6 1.538(4) . ?
C6 C7 1.509(4) . ?
C7 C8 1.363(4) . ?
C8 C9 1.461(4) . ?
C9 C10 1.395(4) . ?
C10 C11 1.387(4) . ?
C11 C12 1.377(4) . ?
C12 C13 1.389(4) . ?
C14 C15 1.398(4) . ?
C15 C16 1.390(4) . ?
C16 C17 1.378(5) . ?
C17 C18 1.380(5) . ?
C19 C24 1.390(4) . ?
C19 C20 1.404(4) . ?
C20 C21 1.395(4) . ?
C21 C22 1.374(6) . ?
C22 C23 1.388(5) . ?
C23 C24 1.397(4) . ?
C31 C32 1.393(4) . ?
C31 C36 1.397(4) . ?
C32 C33 1.397(4) . ?
C33 C34 1.376(5) . ?
C34 C35 1.388(5) . ?
C35 C36 1.397(4) . ?
C37 C42 1.390(4) . ?
C37 C38 1.398(4) . ?
C38 C39 1.383(4) . ?
C39 C40 1.376(5) . ?
C40 C41 1.384(5) . ?
C41 C42 1.392(4) . ?
C43 C44 1.386(4) . ?
C43 C48 1.399(4) . ?
C44 C45 1.398(4) . ?
C45 C46 1.381(4) . ?
C46 C47 1.391(5) . ?
C47 C48 1.384(4) . ?
C49 C54 1.396(4) . ?
C49 C50 1.398(4) . ?
C50 C51 1.392(4) . ?
C51 C52 1.384(5) . ?
C52 C53 1.382(5) . ?
C53 C54 1.392(4) . ?
N3 C60 1.123(4) . ?
C60 C61 1.468(6) . ?
N4 C70 1.137(4) . ?
C70 C71 1.462(4) . ?
P4 F42 1.571(3) . ?
P4 F44 1.591(2) . ?
P4 F43 1.591(3) . ?
P4 F40 1.593(3) . ?
P4 F45 1.601(3) . ?
P4 F41 1.607(3) . ?
F41 Cl4 2.009(4) 2_646 ?
P5 F55 1.571(3) . ?
P5 F54 1.577(3) . ?
P5 F53 1.584(3) . ?
P5 F52 1.587(3) . ?
P5 F50 1.588(2) . ?
P5 F51 1.620(3) . ?
C100 Cl1 1.762(5) . ?
C100 Cl2 1.772(5) . ?
Cl4 C200 1.8883(4) . ?
Cl4 F41 2.009(4) 2_656 ?
Cl3 C200 1.7954(5) . ?
