#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202325.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_2202325
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1106
_journal_page_last  o1107
_publ_section_title
;
 A tetrakis(secondary amide) derivative of quadricyclane:
 3-Isopropylidene-tetracyclo[3.2.0.0^2,7^.0^4,5^]heptane-
 1,5,6,7-tetracarboxylic acid tetrakis(tert-butylamide)
;
loop_
_publ_author_name
  'Winkler, Torsten'
  'Herges, Rainer'
  'Jones, Peter G.'
  'Dix, Ina'
_chemical_formula_sum  'C30 H48 N4 O4'
_chemical_formula_weight  528.72
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.9831(8)
_cell_length_b  12.2324(10)
_cell_length_c  13.9644(10)
_cell_angle_alpha  92.574(3)
_cell_angle_beta  106.831(3)
_cell_angle_gamma  105.554(3)
_cell_volume  1558.5(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  143(2)
_exptl_crystal_density_diffrn  1.127
_diffrn_ambient_temperature  143(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.60747(11) 0.47639(8) 0.64218(8) 0.0417(3) Uani d . 1 . . O
  O2 0.43366(10) 0.10456(7) 0.70203(7) 0.0356(2) Uani d . 1 . . O
  O3 0.17048(11) 0.23915(8) 0.87880(7) 0.0347(2) Uani d . 1 . . O
  O4 0.28301(11) 0.59070(7) 0.77216(7) 0.0351(2) Uani d . 1 . . O
  N1 0.49918(15) 0.60357(9) 0.68437(9) 0.0370(3) Uani d . 1 . . N
  H01 0.4307(18) 0.6122(13) 0.7077(12) 0.045(5) Uiso d . 1 . . H
  N2 0.60441(12) 0.26198(10) 0.68533(8) 0.0309(3) Uani d . 1 . . N
  H02 0.6165(16) 0.3373(14) 0.6724(11) 0.042(4) Uiso d . 1 . . H
  N3 0.25743(12) 0.10357(9) 0.82410(9) 0.0295(3) Uani d . 1 . . N
  H03 0.3045(17) 0.0890(12) 0.7853(11) 0.036(4) Uiso d . 1 . . H
  N4 0.26571(12) 0.47241(9) 0.89138(8) 0.0261(2) Uani d . 1 . . N
  H04 0.2378(15) 0.3975(13) 0.8985(11) 0.034(4) Uiso d . 1 . . H
  C1 0.37739(14) 0.40315(10) 0.66910(9) 0.0259(3) Uani d . 1 . . C
  C2 0.21965(14) 0.40172(11) 0.61595(9) 0.0269(3) Uani d . 1 . . C
  H2 0.1981 0.4715 0.5886 0.032 Uiso calc R 1 . . H
  C3 0.13231(14) 0.28643(11) 0.56195(9) 0.0268(3) Uani d . 1 . . C
  C4 0.20270(13) 0.21392(11) 0.62881(9) 0.0256(3) Uani d . 1 . . C
  H4 0.1666 0.1286 0.6122 0.031 Uiso calc R 1 . . H
  C5 0.36551(13) 0.27441(10) 0.67752(9) 0.0250(3) Uani d . 1 . . C
  C6 0.25752(13) 0.26996(10) 0.73879(9) 0.0241(3) Uani d . 1 . . C
  C7 0.26756(13) 0.39779(10) 0.72941(9) 0.0245(3) Uani d . 1 . . C
  C8 0.02138(15) 0.25601(12) 0.47614(10) 0.0336(3) Uani d . 1 . . C
  C9 -0.05601(18) 0.13288(13) 0.43273(11) 0.0448(4) Uani d . 1 . . C
  H9A -0.0320 0.1157 0.3716 0.054 Uiso calc R 1 . . H
  H9B -0.1620 0.1192 0.4159 0.054 Uiso calc R 1 . . H
  H9C -0.0245 0.0834 0.4824 0.054 Uiso calc R 1 . . H
  C10 -0.03578(19) 0.34118(14) 0.41501(12) 0.0501(4) Uani d . 1 . . C
  H10A 0.0248 0.4189 0.4459 0.060 Uiso calc R 1 . . H
  H10B -0.1371 0.3320 0.4131 0.060 Uiso calc R 1 . . H
  H10C -0.0324 0.3282 0.3461 0.060 Uiso calc R 1 . . H
  C11 0.50598(15) 0.49833(11) 0.66517(9) 0.0299(3) Uani d . 1 . . C
  C12 0.60886(19) 0.71080(12) 0.68096(11) 0.0453(4) Uani d . 1 . . C
  C13 0.7567(2) 0.71772(17) 0.75515(17) 0.0929(9) Uani d . 1 . . C
  H13A 0.7502 0.7201 0.8239 0.112 Uiso calc R 1 . . H
  H13B 0.8297 0.7872 0.7502 0.112 Uiso calc R 1 . . H
  H13C 0.7857 0.6503 0.7393 0.112 Uiso calc R 1 . . H
  C14 0.6179(2) 0.71641(14) 0.57472(13) 0.0539(5) Uani d . 1 . . C
  H14A 0.6548 0.6547 0.5561 0.065 Uiso calc R 1 . . H
  H14B 0.6845 0.7905 0.5718 0.065 Uiso calc R 1 . . H
  H14C 0.5203 0.7077 0.5276 0.065 Uiso calc R 1 . . H
  C15 0.5523(3) 0.80717(14) 0.71019(15) 0.0763(7) Uani d . 1 . . C
  H15A 0.4612 0.8052 0.6580 0.092 Uiso calc R 1 . . H
  H15B 0.6257 0.8810 0.7165 0.092 Uiso calc R 1 . . H
  H15C 0.5335 0.7974 0.7749 0.092 Uiso calc R 1 . . H
  C16 0.47254(14) 0.20635(11) 0.68937(9) 0.0275(3) Uani d . 1 . . C
  C17 0.72657(15) 0.21211(13) 0.69405(11) 0.0380(3) Uani d . 1 . . C
  C18 0.85528(18) 0.31059(16) 0.68948(16) 0.0623(5) Uani d . 1 . . C
  H18A 0.8279 0.3419 0.6257 0.075 Uiso calc R 1 . . H
  H18B 0.9396 0.2824 0.6937 0.075 Uiso calc R 1 . . H
  H18C 0.8810 0.3707 0.7461 0.075 Uiso calc R 1 . . H
  C19 0.6843(2) 0.11741(15) 0.60645(13) 0.0530(4) Uani d . 1 . . C
  H19A 0.5974 0.0574 0.6077 0.064 Uiso calc R 1 . . H
  H19B 0.7655 0.0848 0.6129 0.064 Uiso calc R 1 . . H
  H19C 0.6628 0.1493 0.5425 0.064 Uiso calc R 1 . . H
  C20 0.76546(18) 0.16537(16) 0.79443(12) 0.0522(4) Uani d . 1 . . C
  H20A 0.7890 0.2264 0.8498 0.063 Uiso calc R 1 . . H
  H20B 0.8504 0.1371 0.8013 0.063 Uiso calc R 1 . . H
  H20C 0.6820 0.1025 0.7967 0.063 Uiso calc R 1 . . H
  C21 0.22703(13) 0.20304(10) 0.82121(9) 0.0250(3) Uani d . 1 . . C
  C22 0.22689(15) 0.02095(11) 0.89486(10) 0.0327(3) Uani d . 1 . . C
  C23 0.3111(2) 0.07463(14) 1.00274(12) 0.0579(5) Uani d . 1 . . C
  H23A 0.4162 0.0989 1.0113 0.069 Uiso calc R 1 . . H
  H23B 0.2911 0.0185 1.0486 0.069 Uiso calc R 1 . . H
  H23C 0.2805 0.1413 1.0183 0.069 Uiso calc R 1 . . H
  C24 0.06388(17) -0.01849(14) 0.88008(14) 0.0526(4) Uani d . 1 . . C
  H24A 0.0337 0.0453 0.9029 0.063 Uiso calc R 1 . . H
  H24B 0.0423 -0.0815 0.9194 0.063 Uiso calc R 1 . . H
  H24C 0.0102 -0.0447 0.8084 0.063 Uiso calc R 1 . . H
  C25 0.2765(2) -0.08014(14) 0.86738(14) 0.0584(5) Uani d . 1 . . C
  H25A 0.2157 -0.1174 0.7992 0.070 Uiso calc R 1 . . H
  H25B 0.2665 -0.1351 0.9157 0.070 Uiso calc R 1 . . H
  H25C 0.3792 -0.0529 0.8696 0.070 Uiso calc R 1 . . H
  C26 0.27135(13) 0.49490(10) 0.80019(9) 0.0258(3) Uani d . 1 . . C
  C27 0.26760(14) 0.55655(11) 0.97165(10) 0.0293(3) Uani d . 1 . . C
  C28 0.40649(15) 0.65728(12) 0.99792(11) 0.0386(3) Uani d . 1 . . C
  H28A 0.4924 0.6291 1.0182 0.046 Uiso calc R 1 . . H
  H28B 0.4088 0.7102 1.0536 0.046 Uiso calc R 1 . . H
  H28C 0.4076 0.6973 0.9388 0.046 Uiso calc R 1 . . H
  C29 0.26686(18) 0.49287(13) 1.06292(11) 0.0411(4) Uani d . 1 . . C
  H29A 0.1808 0.4253 1.0446 0.049 Uiso calc R 1 . . H
  H29B 0.2634 0.5435 1.1180 0.049 Uiso calc R 1 . . H
  H29C 0.3559 0.4689 1.0849 0.049 Uiso calc R 1 . . H
  C30 0.13083(15) 0.59655(13) 0.93642(11) 0.0369(3) Uani d . 1 . . C
  H30A 0.1324 0.6359 0.8770 0.044 Uiso calc R 1 . . H
  H30B 0.1291 0.6493 0.9907 0.044 Uiso calc R 1 . . H
  H30C 0.0433 0.5302 0.9190 0.044 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1 0.0352(6) 0.0344(6) 0.0560(7) 0.0060(4) 0.0180(5) 0.0118(5)
  O2 0.0387(5) 0.0269(5) 0.0475(6) 0.0150(4) 0.0172(5) 0.0105(4)
  O3 0.0436(6) 0.0286(5) 0.0371(5) 0.0105(4) 0.0202(5) 0.0080(4)
  O4 0.0531(6) 0.0251(5) 0.0318(5) 0.0170(4) 0.0146(5) 0.0076(4)
  N1 0.0546(8) 0.0225(6) 0.0326(7) 0.0023(6) 0.0199(6) 0.0048(5)
  N2 0.0299(6) 0.0304(6) 0.0344(6) 0.0116(5) 0.0102(5) 0.0060(5)
  N3 0.0331(6) 0.0264(6) 0.0310(6) 0.0105(5) 0.0106(5) 0.0103(5)
  N4 0.0310(6) 0.0225(6) 0.0247(6) 0.0091(5) 0.0075(5) 0.0033(4)
  C1 0.0303(7) 0.0228(6) 0.0230(6) 0.0074(5) 0.0064(5) 0.0040(5)
  C2 0.0336(7) 0.0240(6) 0.0230(6) 0.0116(5) 0.0055(5) 0.0063(5)
  C3 0.0307(7) 0.0250(6) 0.0252(7) 0.0106(5) 0.0073(5) 0.0038(5)
  C4 0.0271(7) 0.0221(6) 0.0252(7) 0.0069(5) 0.0050(5) 0.0028(5)
  C5 0.0271(7) 0.0219(6) 0.0248(6) 0.0072(5) 0.0063(5) 0.0041(5)
  C6 0.0238(6) 0.0225(6) 0.0244(6) 0.0072(5) 0.0045(5) 0.0040(5)
  C7 0.0282(7) 0.0226(6) 0.0226(6) 0.0088(5) 0.0058(5) 0.0058(5)
  C8 0.0370(8) 0.0338(7) 0.0275(7) 0.0141(6) 0.0035(6) 0.0013(6)
  C9 0.0465(9) 0.0399(9) 0.0350(8) 0.0122(7) -0.0049(7) -0.0032(7)
  C10 0.0621(11) 0.0454(9) 0.0338(8) 0.0252(8) -0.0070(8) 0.0036(7)
  C11 0.0343(7) 0.0275(7) 0.0217(6) 0.0039(6) 0.0043(6) 0.0046(5)
  C12 0.0654(11) 0.0246(7) 0.0311(8) -0.0067(7) 0.0110(7) 0.0054(6)
  C13 0.0863(16) 0.0510(12) 0.0777(15) -0.0306(11) -0.0245(12) 0.0175(11)
  C14 0.0733(12) 0.0411(9) 0.0480(10) 0.0039(8) 0.0307(9) 0.0146(8)
  C15 0.142(2) 0.0254(9) 0.0626(12) 0.0041(10) 0.0536(13) 0.0041(8)
  C16 0.0307(7) 0.0288(7) 0.0231(6) 0.0115(6) 0.0062(5) 0.0024(5)
  C17 0.0333(8) 0.0446(8) 0.0429(8) 0.0199(7) 0.0143(6) 0.0065(7)
  C18 0.0376(9) 0.0656(12) 0.0920(15) 0.0187(9) 0.0291(10) 0.0156(11)
  C19 0.0644(11) 0.0609(11) 0.0494(10) 0.0344(9) 0.0266(9) 0.0074(8)
  C20 0.0470(10) 0.0731(12) 0.0449(9) 0.0371(9) 0.0083(8) 0.0122(9)
  C21 0.0219(6) 0.0230(6) 0.0247(6) 0.0034(5) 0.0021(5) 0.0035(5)
  C22 0.0368(8) 0.0244(7) 0.0318(7) 0.0047(6) 0.0058(6) 0.0119(6)
  C23 0.0730(12) 0.0404(9) 0.0361(9) -0.0009(8) -0.0049(8) 0.0175(7)
  C24 0.0439(9) 0.0422(9) 0.0619(11) -0.0021(7) 0.0137(8) 0.0201(8)
  C25 0.0827(13) 0.0401(9) 0.0656(12) 0.0313(9) 0.0276(10) 0.0275(9)
  C26 0.0261(6) 0.0252(7) 0.0256(7) 0.0101(5) 0.0048(5) 0.0036(5)
  C27 0.0324(7) 0.0299(7) 0.0259(7) 0.0110(6) 0.0086(6) 0.0002(5)
  C28 0.0351(8) 0.0368(8) 0.0374(8) 0.0071(6) 0.0069(6) -0.0078(6)
  C29 0.0519(9) 0.0474(9) 0.0293(8) 0.0199(7) 0.0157(7) 0.0053(7)
  C30 0.0359(8) 0.0402(8) 0.0377(8) 0.0162(6) 0.0124(6) 0.0005(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C11 . 1.2362(16) ?
  O2 C16 . 1.2379(15) ?
  O3 C21 . 1.2350(15) ?
  O4 C26 . 1.2387(15) ?
  N1 C11 . 1.3267(18) ?
  N1 C12 . 1.4789(18) ?
  N1 H01 . 0.866(16) ?
  N2 C16 . 1.3287(17) ?
  N2 C17 . 1.4811(17) ?
  N2 H02 . 0.930(16) ?
  N3 C21 . 1.3302(16) ?
  N3 C22 . 1.4799(16) ?
  N3 H03 . 0.854(16) ?
  N4 C26 . 1.3285(16) ?
  N4 C27 . 1.4799(16) ?
  N4 H04 . 0.903(15) ?
  C1 C11 . 1.5005(18) ?
  C1 C2 . 1.5291(18) y
  C1 C7 . 1.5546(18) y
  C1 C5 . 1.5597(16) y
  C2 C3 . 1.4772(18) y
  C2 C7 . 1.5237(17) y
  C2 H2 . 1.0000 ?
  C3 C8 . 1.3309(18) y
  C3 C4 . 1.4767(17) y
  C4 C5 . 1.5237(17) y
  C4 C6 . 1.5316(17) y
  C4 H4 . 1.0000 ?
  C5 C16 . 1.4998(17) ?
  C5 C6 . 1.5505(17) y
  C6 C21 . 1.4971(17) ?
  C6 C7 . 1.5537(16) ?
  C7 C26 . 1.4961(17) ?
  C8 C9 . 1.502(2) ?
  C8 C10 . 1.5021(19) ?
  C9 H9A . 0.9800 ?
  C9 H9B . 0.9800 ?
  C9 H9C . 0.9800 ?
  C10 H10A . 0.9800 ?
  C10 H10B . 0.9800 ?
  C10 H10C . 0.9800 ?
  C12 C14 . 1.516(2) ?
  C12 C13 . 1.516(3) ?
  C12 C15 . 1.524(2) ?
  C13 H13A . 0.9800 ?
  C13 H13B . 0.9800 ?
  C13 H13C . 0.9800 ?
  C14 H14A . 0.9800 ?
  C14 H14B . 0.9800 ?
  C14 H14C . 0.9800 ?
  C15 H15A . 0.9800 ?
  C15 H15B . 0.9800 ?
  C15 H15C . 0.9800 ?
  C17 C20 . 1.523(2) ?
  C17 C19 . 1.526(2) ?
  C17 C18 . 1.527(2) ?
  C18 H18A . 0.9800 ?
  C18 H18B . 0.9800 ?
  C18 H18C . 0.9800 ?
  C19 H19A . 0.9800 ?
  C19 H19B . 0.9800 ?
  C19 H19C . 0.9800 ?
  C20 H20A . 0.9800 ?
  C20 H20B . 0.9800 ?
  C20 H20C . 0.9800 ?
  C22 C23 . 1.513(2) ?
  C22 C24 . 1.516(2) ?
  C22 C25 . 1.522(2) ?
  C23 H23A . 0.9800 ?
  C23 H23B . 0.9800 ?
  C23 H23C . 0.9800 ?
  C24 H24A . 0.9800 ?
  C24 H24B . 0.9800 ?
  C24 H24C . 0.9800 ?
  C25 H25A . 0.9800 ?
  C25 H25B . 0.9800 ?
  C25 H25C . 0.9800 ?
  C27 C29 . 1.5241(19) ?
  C27 C28 . 1.5245(19) ?
  C27 C30 . 1.5285(19) ?
  C28 H28A . 0.9800 ?
  C28 H28B . 0.9800 ?
  C28 H28C . 0.9800 ?
  C29 H29A . 0.9800 ?
  C29 H29B . 0.9800 ?
  C29 H29C . 0.9800 ?
  C30 H30A . 0.9800 ?
  C30 H30B . 0.9800 ?
  C30 H30C . 0.9800 ?
_cod_database_code 2202325