#------------------------------------------------------------------------------
#$Date: 2016-03-22 22:58:41 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179042 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/04/4300459.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_4300459
_journal_name_full               'Inorganic Chemistry'
_journal_paper_doi               10.1021/ic051290t
_journal_year                    2006
_chemical_formula_sum            'C33 H61 B Cu N9 O3'
_chemical_formula_weight         706.26
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 122.23(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   36.99(1)
_cell_length_b                   12.453(4)
_cell_length_c                   21.097(6)
_cell_measurement_temperature    214.2
_cell_volume                     8221(4)
_exptl_crystal_density_diffrn    1.141
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4300459
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,1/2-z
-x,-y,-z
x,-y,1/2+z
1/2+x,1/2+y,z
1/2-x,1/2+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,1/2-y,1/2+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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.18633(2) 0.22359(6) 0.22887(4) 0.0471(2) Uani 1.00 d . . .
O1 O -0.0016(4) 0.820(1) 0.1736(8) 0.274(6) Uiso 1.00 d . . .
O2 O 0.473(1) 0.146(3) 0.069(2) 0.35(2) Uiso 0.50 d P . .
O3 O 1.0000 0.110(2) 0.7500 0.34(1) Uiso 1.00 d S . .
O4 O 0.079(1) 0.625(3) 0.173(2) 0.38(2) Uiso 0.50 d P . .
O5 O -0.0256(10) 0.819(3) 0.079(2) 0.31(1) Uiso 0.50 d P . .
N11 N 0.1307(2) 0.1478(4) 0.2038(3) 0.049(2) Uani 1.00 d . . .
N12 N 0.0950(1) 0.2133(4) 0.1692(2) 0.038(1) Uani 1.00 d . . .
N21 N 0.1550(1) 0.3028(4) 0.1263(3) 0.042(2) Uani 1.00 d . . .
N22 N 0.1168(1) 0.3488(4) 0.1070(2) 0.038(1) Uani 1.00 d . . .
N31 N 0.1736(1) 0.3495(4) 0.2770(2) 0.040(1) Uani 1.00 d . . .
N32 N 0.1318(1) 0.3857(4) 0.2361(2) 0.037(1) Uani 1.00 d . . .
N41 N 0.2402(2) 0.1597(4) 0.2691(3) 0.053(2) Uani 1.00 d . . .
N51 N 0.8594(5) 0.283(1) 0.0121(7) 0.240(8) Uani 1.00 d . . .
N61 N 0.8979(8) 0.035(2) 0.585(1) 0.35(1) Uani 1.00 d . . .
C11 C 0.1452(5) -0.114(1) 0.1831(9) 0.244(8) Uani 1.00 d . . .
C12 C 0.1432(4) -0.101(1) 0.2943(9) 0.191(7) Uani 1.00 d . . .
C13 C 0.1485(2) -0.0416(6) 0.2395(6) 0.087(3) Uani 1.00 d . . .
C14 C 0.1172(2) 0.0487(6) 0.2041(4) 0.063(2) Uani 1.00 d . . .
C15 C 0.0729(2) 0.0487(6) 0.1689(5) 0.075(3) Uani 1.00 d . . .
C16 C 0.0591(2) 0.1536(5) 0.1470(4) 0.052(2) Uani 1.00 d . . .
C17 C 0.0149(2) 0.1975(5) 0.1076(4) 0.061(2) Uani 1.00 d . . .
C18 C -0.0123(3) 0.148(1) 0.0335(8) 0.243(6) Uani 1.00 d . . .
C19 C -0.0039(4) 0.191(2) 0.1529(9) 0.251(9) Uani 1.00 d . . .
C21 C 0.2349(3) 0.366(1) 0.1108(8) 0.204(7) Uani 1.00 d . . .
C22 C 0.1921(3) 0.2546(9) 0.0000(6) 0.120(4) Uani 1.00 d . . .
C23 C 0.2007(3) 0.2854(8) 0.0745(4) 0.086(3) Uani 1.00 d . . .
C24 C 0.1611(2) 0.3256(6) 0.0712(4) 0.057(2) Uani 1.00 d . . .
C25 C 0.1273(2) 0.3874(7) 0.0165(4) 0.072(3) Uani 1.00 d . . .
C26 C 0.0997(2) 0.4009(6) 0.0406(3) 0.057(2) Uani 1.00 d . . .
C27 C 0.0584(2) 0.4637(8) 0.0067(4) 0.077(3) Uani 1.00 d . . .
C28 C 0.0678(3) 0.5799(9) 0.0469(6) 0.125(4) Uani 1.00 d . . .
C29 C 0.0401(3) 0.494(1) -0.0695(5) 0.137(5) Uani 1.00 d . . .
C31 C 0.2678(3) 0.439(1) 0.3733(7) 0.180(6) Uani 1.00 d . . .
C32 C 0.2524(4) 0.424(1) 0.4728(6) 0.223(7) Uani 1.00 d . . .
C33 C 0.2403(2) 0.3881(6) 0.3966(4) 0.076(3) Uani 1.00 d . . .
C34 C 0.1937(2) 0.4090(6) 0.3386(3) 0.054(2) Uani 1.00 d . . .
C35 C 0.1655(2) 0.4830(6) 0.3387(4) 0.067(2) Uani 1.00 d . . .
C36 C 0.1267(2) 0.4667(5) 0.2737(3) 0.048(2) Uani 1.00 d . . .
C37 C 0.0846(2) 0.5202(6) 0.2457(4) 0.071(3) Uani 1.00 d . . .
C38 C 0.0860(4) 0.615(1) 0.2872(6) 0.174(5) Uani 1.00 d . . .
C39 C 0.0592(4) 0.454(2) 0.2724(8) 0.212(8) Uani 1.00 d . . .
C41 C 0.2729(2) 0.1240(5) 0.2928(4) 0.055(2) Uani 1.00 d . . .
C42 C 0.3160(2) 0.0784(6) 0.3244(5) 0.087(3) Uani 1.00 d . . .
C51 C 0.8651(4) 0.248(1) 0.0652(7) 0.135(5) Uani 1.00 d . . .
C52 C 0.8710(3) 0.2070(8) 0.1312(5) 0.115(4) Uani 1.00 d . . .
C61 C 0.8992(4) 0.055(1) 0.5372(8) 0.136(5) Uani 1.00 d . . .
C62 C 0.9056(5) 0.094(1) 0.4828(7) 0.177(7) Uani 1.00 d . . .
B B 0.0999(2) 0.3330(6) 0.1586(4) 0.039(2) Uani 1.00 d . . .
H1 H 0.0726 0.3669 0.1366 0.0470 Uiso 1.00 calc . . .
H111 H 0.1158 -0.1446 0.1545 0.2859 Uiso 1.00 calc . . .
H112 H 0.1497 -0.0800 0.1485 0.2859 Uiso 1.00 calc . . .
H113 H 0.1638 -0.1740 0.2052 0.2859 Uiso 1.00 calc . . .
H121 H 0.1478 -0.0546 0.3329 0.2318 Uiso 1.00 calc . . .
H122 H 0.1150 -0.1300 0.2697 0.2318 Uiso 1.00 calc . . .
H123 H 0.1632 -0.1589 0.3141 0.2318 Uiso 1.00 calc . . .
H131 H 0.1765 -0.0133 0.2642 0.1059 Uiso 1.00 calc . . .
H151 H 0.0553 -0.0119 0.1611 0.0899 Uiso 1.00 calc . . .
H171 H 0.0170 0.2713 0.0986 0.0739 Uiso 1.00 calc . . .
H181 H -0.0402 0.1786 0.0101 0.3059 Uiso 1.00 calc . . .
H182 H -0.0006 0.1603 0.0043 0.3059 Uiso 1.00 calc . . .
H183 H -0.0142 0.0729 0.0400 0.3059 Uiso 1.00 calc . . .
H191 H 0.0140 0.2356 0.1981 0.2963 Uiso 1.00 calc . . .
H192 H -0.0313 0.2236 0.1269 0.2963 Uiso 1.00 calc . . .
H193 H -0.0044 0.1223 0.1673 0.2963 Uiso 1.00 calc . . .
H211 H 0.2408 0.3799 0.1587 0.2425 Uiso 1.00 calc . . .
H212 H 0.2591 0.3400 0.1115 0.2425 Uiso 1.00 calc . . .
H213 H 0.2247 0.4299 0.0807 0.2425 Uiso 1.00 calc . . .
H221 H 0.1718 0.1990 -0.0203 0.1435 Uiso 1.00 calc . . .
H222 H 0.1818 0.3157 -0.0321 0.1435 Uiso 1.00 calc . . .
H223 H 0.2181 0.2313 0.0051 0.1435 Uiso 1.00 calc . . .
H231 H 0.2105 0.2228 0.1054 0.1024 Uiso 1.00 calc . . .
H251 H 0.1242 0.4150 -0.0280 0.0876 Uiso 1.00 calc . . .
H271 H 0.0381 0.4258 0.0129 0.0917 Uiso 1.00 calc . . .
H281 H 0.0808 0.5714 0.0992 0.1591 Uiso 1.00 calc . . .
H282 H 0.0865 0.6196 0.0372 0.1591 Uiso 1.00 calc . . .
H283 H 0.0417 0.6185 0.0270 0.1591 Uiso 1.00 calc . . .
H291 H 0.0149 0.5364 -0.0856 0.1729 Uiso 1.00 calc . . .
H292 H 0.0600 0.5372 -0.0741 0.1729 Uiso 1.00 calc . . .
H293 H 0.0328 0.4330 -0.1001 0.1729 Uiso 1.00 calc . . .
H311 H 0.2967 0.4216 0.4094 0.2189 Uiso 1.00 calc . . .
H312 H 0.2600 0.4116 0.3259 0.2189 Uiso 1.00 calc . . .
H313 H 0.2637 0.5137 0.3711 0.2189 Uiso 1.00 calc . . .
H321 H 0.2817 0.4076 0.5073 0.2745 Uiso 1.00 calc . . .
H322 H 0.2490 0.5009 0.4715 0.2745 Uiso 1.00 calc . . .
H323 H 0.2351 0.3914 0.4868 0.2745 Uiso 1.00 calc . . .
H331 H 0.2448 0.3120 0.3990 0.0921 Uiso 1.00 calc . . .
H351 H 0.1717 0.5353 0.3758 0.0790 Uiso 1.00 calc . . .
H371 H 0.0691 0.5313 0.1930 0.0845 Uiso 1.00 calc . . .
H381 H 0.1015 0.5998 0.3391 0.2126 Uiso 1.00 calc . . .
H382 H 0.1012 0.6713 0.2786 0.2126 Uiso 1.00 calc . . .
H383 H 0.0584 0.6388 0.2706 0.2126 Uiso 1.00 calc . . .
H391 H 0.0329 0.4873 0.2575 0.2554 Uiso 1.00 calc . . .
H392 H 0.0527 0.3828 0.2487 0.2554 Uiso 1.00 calc . . .
H393 H 0.0755 0.4434 0.3246 0.2554 Uiso 1.00 calc . . .
H421 H 0.3256 0.0479 0.3717 0.1057 Uiso 1.00 calc . . .
H422 H 0.3154 0.0258 0.2914 0.1057 Uiso 1.00 calc . . .
H423 H 0.3352 0.1349 0.3300 0.1057 Uiso 1.00 calc . . .
H521 H 0.8438 0.1938 0.1240 0.1393 Uiso 1.00 calc . . .
H522 H 0.8867 0.1424 0.1432 0.1393 Uiso 1.00 calc . . .
H523 H 0.8861 0.2580 0.1699 0.1393 Uiso 1.00 calc . . .
H621 H 0.9361 0.1081 0.5054 0.2421 Uiso 1.00 calc . . .
H622 H 0.8969 0.0445 0.4437 0.2421 Uiso 1.00 calc . . .
H623 H 0.8911 0.1607 0.4634 0.2421 Uiso 1.00 calc . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CU N11 2.059(5) . . yes
CU N21 2.079(5) . . yes
CU N31 2.054(5) . . yes
CU N41 1.875(6) . . yes
N11 N12 1.385(6) . . yes
N11 C14 1.333(8) . . yes
N12 C16 1.368(7) . . yes
N12 B 1.533(8) . . yes
N21 N22 1.370(6) . . yes
N21 C24 1.327(7) . . yes
N22 C26 1.355(7) . . yes
N22 B 1.530(8) . . yes
N31 N32 1.384(6) . . yes
N31 C34 1.327(7) . . yes
N32 C36 1.356(7) . . yes
N32 B 1.562(8) . . yes
N41 C41 1.128(7) . . yes
N51 C51 1.11(1) . . yes
N61 C61 1.06(2) . . yes
C11 C13 1.45(1) . . yes
C12 C13 1.47(1) . . yes
C13 C14 1.496(10) . . yes
C14 C15 1.393(9) . . yes
C15 C16 1.390(9) . . yes
C16 C17 1.489(8) . . yes
C17 C18 1.47(1) . . yes
C17 C19 1.45(1) . . yes
C21 C23 1.47(1) . . yes
C22 C23 1.48(1) . . yes
C23 C24 1.515(9) . . yes
C24 C25 1.396(9) . . yes
C25 C26 1.372(9) . . yes
C26 C27 1.513(9) . . yes
C27 C28 1.62(1) . . yes
C27 C29 1.42(1) . . yes
C31 C33 1.48(1) . . yes
C32 C33 1.49(1) . . yes
C33 C34 1.512(9) . . yes
C34 C35 1.393(9) . . yes
C35 C36 1.371(8) . . yes
C36 C37 1.499(9) . . yes
C37 C38 1.46(1) . . yes
C37 C39 1.56(2) . . yes
C41 C42 1.474(10) . . yes
C51 C52 1.39(1) . . yes
C61 C62 1.38(1) . . yes
