#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202322.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_2202322
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1101
_journal_page_last  o1102
_publ_section_title
;
A tetrakis(tertiary amide) derivative of norbornadiene:
7-isopropylidenenorborna-2,5-diene-2,3,5,6-tetracarboxylic acid
tetrakis(diethylamide)
;
loop_
_publ_author_name
  'Winkler, Torsten'
  'Herges, Rainer'
  'Jones, Peter G.'
  'Dix, Ina'
_chemical_formula_moiety  'C30 H48 N4 O4'
_chemical_formula_sum  'C30 H48 N4 O4'
_chemical_formula_iupac  'C30 H48 N4 O4'
_chemical_formula_weight  528.72
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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'
_cell_length_a  10.7945(12)
_cell_length_b  25.449(3)
_cell_length_c  11.6710(12)
_cell_angle_alpha  90.00
_cell_angle_beta  106.353(3)
_cell_angle_gamma  90.00
_cell_volume  3076.4(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  133(2)
_exptl_crystal_density_diffrn  1.142
_diffrn_ambient_temperature  133(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 0.79816(11) 0.66733(5) 0.09104(9) 0.0359(3) Uani d . 1 . . O
  O2 0.75937(10) 0.51322(4) 0.37644(10) 0.0362(3) Uani d . 1 . . O
  O3 0.66659(10) 0.62720(5) 0.66299(9) 0.0366(3) Uani d . 1 . . O
  O4 0.42995(10) 0.68820(5) 0.22351(9) 0.0326(3) Uani d . 1 . . O
  N1 0.66646(12) 0.59666(5) 0.06782(11) 0.0297(3) Uani d . 1 . . N
  N2 0.94430(11) 0.53210(5) 0.33016(11) 0.0271(3) Uani d . 1 . . N
  N3 0.48350(11) 0.60232(5) 0.52538(11) 0.0271(3) Uani d . 1 . . N
  N4 0.44752(13) 0.74008(6) 0.38489(12) 0.0389(4) Uani d . 1 . . N
  C1 0.73255(13) 0.68912(6) 0.32409(13) 0.0232(3) Uani d . 1 . . C
  H1 0.7278 0.7219 0.2759 0.028 Uiso calc R 1 . . H
  C2 0.75545(13) 0.63725(6) 0.26518(13) 0.0227(3) Uani d . 1 . . C
  C3 0.80098(12) 0.60263(6) 0.35372(12) 0.0212(3) Uani d . 1 . . C
  C4 0.80330(13) 0.63064(6) 0.47131(12) 0.0217(3) Uani d . 1 . . C
  H4 0.8578 0.6145 0.5469 0.026 Uiso calc R 1 . . H
  C5 0.66173(13) 0.64309(6) 0.46530(12) 0.0220(3) Uani d . 1 . . C
  C6 0.62009(13) 0.67880(6) 0.37921(12) 0.0223(3) Uani d . 1 . . C
  C7 0.84278(13) 0.68522(6) 0.43928(12) 0.0224(3) Uani d . 1 . . C
  C8 0.93647(14) 0.71763(6) 0.49500(13) 0.0272(4) Uani d . 1 . . C
  C9 1.03525(15) 0.70210(7) 0.60898(15) 0.0352(4) Uani d . 1 . . C
  H9A 1.0206 0.7221 0.6757 0.042 Uiso calc R 1 . . H
  H9B 1.1220 0.7096 0.6023 0.042 Uiso calc R 1 . . H
  H9C 1.0275 0.6644 0.6232 0.042 Uiso calc R 1 . . H
  C10 0.94805(17) 0.77257(7) 0.45172(16) 0.0369(4) Uani d . 1 . . C
  H10A 0.8897 0.7768 0.3711 0.044 Uiso calc R 1 . . H
  H10B 1.0371 0.7789 0.4502 0.044 Uiso calc R 1 . . H
  H10C 0.9249 0.7978 0.5057 0.044 Uiso calc R 1 . . H
  C11 0.74030(14) 0.63450(6) 0.13440(13) 0.0258(3) Uani d . 1 . . C
  C12 0.57984(15) 0.56158(7) 0.10810(14) 0.0333(4) Uani d . 1 . . C
  H12A 0.6051 0.5613 0.1965 0.040 Uiso calc R 1 . . H
  H12B 0.5899 0.5254 0.0808 0.040 Uiso calc R 1 . . H
  C13 0.43891(15) 0.57763(8) 0.06197(16) 0.0403(4) Uani d . 1 . . C
  H13A 0.4268 0.6122 0.0942 0.048 Uiso calc R 1 . . H
  H13B 0.3849 0.5517 0.0874 0.048 Uiso calc R 1 . . H
  H13C 0.4141 0.5793 -0.0254 0.048 Uiso calc R 1 . . H
  C14 0.66111(16) 0.59381(8) -0.05969(14) 0.0372(4) Uani d . 1 . . C
  H14A 0.6589 0.6299 -0.0917 0.045 Uiso calc R 1 . . H
  H14B 0.5802 0.5760 -0.1038 0.045 Uiso calc R 1 . . H
  C15 0.77390(17) 0.56487(8) -0.08165(14) 0.0420(4) Uani d . 1 . . C
  H15A 0.8533 0.5849 -0.0476 0.050 Uiso calc R 1 . . H
  H15B 0.7603 0.5607 -0.1678 0.050 Uiso calc R 1 . . H
  H15C 0.7815 0.5302 -0.0439 0.050 Uiso calc R 1 . . H
  C16 0.83304(13) 0.54597(6) 0.35305(12) 0.0228(3) Uani d . 1 . . C
  C17 0.97370(16) 0.47609(7) 0.32691(15) 0.0367(4) Uani d . 1 . . C
  H17A 0.9509 0.4582 0.3935 0.044 Uiso calc R 1 . . H
  H17B 1.0677 0.4718 0.3394 0.044 Uiso calc R 1 . . H
  C18 0.9026(2) 0.44980(8) 0.21083(17) 0.0545(5) Uani d . 1 . . C
  H18A 0.8093 0.4527 0.1993 0.065 Uiso calc R 1 . . H
  H18B 0.9271 0.4126 0.2136 0.065 Uiso calc R 1 . . H
  H18C 0.9252 0.4671 0.1444 0.065 Uiso calc R 1 . . H
  C19 1.04566(14) 0.56986(7) 0.32538(15) 0.0354(4) Uani d . 1 . . C
  H19A 1.1274 0.5593 0.3841 0.042 Uiso calc R 1 . . H
  H19B 1.0217 0.6049 0.3491 0.042 Uiso calc R 1 . . H
  C20 1.06780(17) 0.57395(9) 0.20379(16) 0.0494(5) Uani d . 1 . . C
  H20A 1.0864 0.5390 0.1775 0.059 Uiso calc R 1 . . H
  H20B 1.1411 0.5973 0.2081 0.059 Uiso calc R 1 . . H
  H20C 0.9903 0.5882 0.1468 0.059 Uiso calc R 1 . . H
  C21 0.60349(14) 0.62291(6) 0.55785(13) 0.0234(3) Uani d . 1 . . C
  C22 0.42408(16) 0.59024(7) 0.62121(14) 0.0340(4) Uani d . 1 . . C
  H22A 0.4898 0.5748 0.6898 0.041 Uiso calc R 1 . . H
  H22B 0.3547 0.5640 0.5922 0.041 Uiso calc R 1 . . H
  C23 0.3686(2) 0.63881(9) 0.6614(2) 0.0629(6) Uani d . 1 . . C
  H23A 0.4372 0.6648 0.6905 0.076 Uiso calc R 1 . . H
  H23B 0.3307 0.6297 0.7259 0.076 Uiso calc R 1 . . H
  H23C 0.3017 0.6536 0.5941 0.076 Uiso calc R 1 . . H
  C24 0.40765(15) 0.59014(7) 0.40285(14) 0.0305(4) Uani d . 1 . . C
  H24A 0.4483 0.6075 0.3466 0.037 Uiso calc R 1 . . H
  H24B 0.3200 0.6050 0.3891 0.037 Uiso calc R 1 . . H
  C25 0.39613(17) 0.53208(7) 0.37571(15) 0.0400(4) Uani d . 1 . . C
  H25A 0.4819 0.5176 0.3820 0.048 Uiso calc R 1 . . H
  H25B 0.3400 0.5266 0.2946 0.048 Uiso calc R 1 . . H
  H25C 0.3590 0.5143 0.4329 0.048 Uiso calc R 1 . . H
  C26 0.49095(14) 0.70284(6) 0.32486(13) 0.0264(3) Uani d . 1 . . C
  C27 0.52281(19) 0.76161(8) 0.50031(16) 0.0461(5) Uani d . 1 . . C
  H27A 0.5818 0.7341 0.5451 0.055 Uiso calc R 1 . . H
  H27B 0.4634 0.7715 0.5476 0.055 Uiso calc R 1 . . H
  C28 0.6009(2) 0.80920(9) 0.48557(19) 0.0650(6) Uani d . 1 . . C
  H28A 0.6586 0.7997 0.4373 0.078 Uiso calc R 1 . . H
  H28B 0.6523 0.8214 0.5643 0.078 Uiso calc R 1 . . H
  H28C 0.5425 0.8373 0.4456 0.078 Uiso calc R 1 . . H
  C29 0.32216(18) 0.76484(9) 0.32497(18) 0.0557(6) Uani d . 1 . . C
  H29A 0.3160 0.7704 0.2396 0.067 Uiso calc R 1 . . H
  H29B 0.3172 0.7996 0.3615 0.067 Uiso calc R 1 . . H
  C30 0.21109(19) 0.73157(12) 0.3348(2) 0.0785(9) Uani d . 1 . . C
  H30A 0.2147 0.6974 0.2972 0.094 Uiso calc R 1 . . H
  H30B 0.1297 0.7492 0.2945 0.094 Uiso calc R 1 . . H
  H30C 0.2162 0.7264 0.4192 0.094 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 0.0428(7) 0.0354(7) 0.0336(7) -0.0058(6) 0.0177(5) 0.0043(5)
  O2 0.0339(6) 0.0246(7) 0.0550(8) -0.0029(5) 0.0204(6) 0.0046(5)
  O3 0.0336(6) 0.0517(8) 0.0232(6) -0.0091(5) 0.0058(5) 0.0009(5)
  O4 0.0290(6) 0.0393(7) 0.0265(6) 0.0062(5) 0.0028(5) 0.0009(5)
  N1 0.0307(7) 0.0355(8) 0.0223(7) -0.0043(6) 0.0066(6) -0.0040(6)
  N2 0.0217(6) 0.0244(7) 0.0352(7) 0.0042(5) 0.0079(6) 0.0007(6)
  N3 0.0225(6) 0.0345(8) 0.0256(7) -0.0034(6) 0.0089(5) -0.0001(6)
  N4 0.0368(8) 0.0437(9) 0.0327(8) 0.0201(7) 0.0041(6) -0.0038(7)
  C1 0.0250(7) 0.0204(8) 0.0248(8) 0.0008(6) 0.0081(6) 0.0028(6)
  C2 0.0188(7) 0.0222(8) 0.0277(8) -0.0028(6) 0.0077(6) -0.0004(6)
  C3 0.0158(7) 0.0219(8) 0.0267(8) -0.0022(6) 0.0071(6) -0.0002(6)
  C4 0.0183(7) 0.0218(8) 0.0239(8) 0.0015(6) 0.0043(6) 0.0012(6)
  C5 0.0213(7) 0.0223(8) 0.0223(8) 0.0003(6) 0.0062(6) -0.0037(6)
  C6 0.0217(7) 0.0221(8) 0.0229(8) 0.0012(6) 0.0057(6) -0.0031(6)
  C7 0.0225(7) 0.0211(8) 0.0251(8) 0.0020(6) 0.0094(6) -0.0011(6)
  C8 0.0270(8) 0.0264(9) 0.0307(8) -0.0017(7) 0.0123(7) -0.0056(7)
  C9 0.0266(8) 0.0356(10) 0.0409(10) -0.0059(7) 0.0053(7) -0.0103(8)
  C10 0.0423(10) 0.0274(10) 0.0454(10) -0.0090(8) 0.0194(8) -0.0071(8)
  C11 0.0251(8) 0.0255(9) 0.0274(8) 0.0045(7) 0.0084(7) 0.0025(7)
  C12 0.0357(9) 0.0326(10) 0.0293(9) -0.0077(8) 0.0055(7) -0.0038(7)
  C13 0.0353(9) 0.0432(12) 0.0417(10) -0.0060(8) 0.0096(8) -0.0067(8)
  C14 0.0397(9) 0.0470(11) 0.0230(8) 0.0021(8) 0.0058(7) -0.0034(8)
  C15 0.0508(11) 0.0492(12) 0.0268(9) 0.0068(9) 0.0121(8) -0.0031(8)
  C16 0.0215(7) 0.0227(8) 0.0230(8) -0.0001(6) 0.0044(6) 0.0002(6)
  C17 0.0372(9) 0.0304(10) 0.0435(10) 0.0130(8) 0.0132(8) 0.0033(8)
  C18 0.0782(14) 0.0325(11) 0.0533(12) 0.0103(10) 0.0191(11) -0.0068(9)
  C19 0.0210(8) 0.0401(11) 0.0453(10) -0.0015(7) 0.0097(7) 0.0030(8)
  C20 0.0284(9) 0.0698(15) 0.0486(11) -0.0012(9) 0.0086(8) 0.0136(10)
  C21 0.0241(7) 0.0234(9) 0.0232(8) 0.0010(6) 0.0074(6) -0.0004(6)
  C22 0.0313(9) 0.0416(11) 0.0335(9) -0.0060(8) 0.0166(7) 0.0001(8)
  C23 0.0735(14) 0.0609(15) 0.0751(15) 0.0150(12) 0.0548(13) 0.0072(12)
  C24 0.0246(8) 0.0354(10) 0.0289(8) -0.0019(7) 0.0032(7) 0.0004(7)
  C25 0.0381(9) 0.0399(11) 0.0363(10) 0.0001(8) 0.0012(8) -0.0028(8)
  C26 0.0256(8) 0.0280(9) 0.0256(8) 0.0055(7) 0.0073(7) 0.0035(7)
  C27 0.0558(11) 0.0452(12) 0.0338(10) 0.0227(10) 0.0070(9) -0.0084(8)
  C28 0.0782(15) 0.0553(15) 0.0560(13) 0.0038(13) 0.0102(12) -0.0177(11)
  C29 0.0505(12) 0.0653(15) 0.0458(12) 0.0386(11) 0.0044(9) -0.0044(10)
  C30 0.0384(11) 0.147(3) 0.0545(14) 0.0421(14) 0.0200(10) 0.0244(14)
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 . 1.2339(18) ?
  O2 C16 . 1.2345(17) ?
  O3 C21 . 1.2292(16) ?
  O4 C26 . 1.2382(17) ?
  N1 C11 . 1.348(2) ?
  N1 C12 . 1.463(2) ?
  N1 C14 . 1.475(2) ?
  N2 C16 . 1.3488(18) ?
  N2 C17 . 1.463(2) ?
  N2 C19 . 1.469(2) ?
  N3 C21 . 1.3487(19) ?
  N3 C24 . 1.4670(19) ?
  N3 C22 . 1.4701(19) ?
  N4 C26 . 1.339(2) ?
  N4 C27 . 1.469(2) ?
  N4 C29 . 1.478(2) ?
  C1 C7 . 1.527(2) ?
  C1 C2 . 1.540(2) ?
  C1 C6 . 1.548(2) ?
  C1 H1 . 1.0000 ?
  C2 C3 . 1.342(2) ?
  C2 C11 . 1.490(2) ?
  C3 C16 . 1.483(2) ?
  C3 C4 . 1.541(2) ?
  C4 C7 . 1.530(2) ?
  C4 C5 . 1.5428(19) ?
  C4 H4 . 1.0000 ?
  C5 C6 . 1.335(2) ?
  C5 C21 . 1.486(2) ?
  C6 C26 . 1.491(2) ?
  C7 C8 . 1.325(2) ?
  C8 C10 . 1.504(2) ?
  C8 C9 . 1.505(2) ?
  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 C13 . 1.520(2) ?
  C12 H12A . 0.9900 ?
  C12 H12B . 0.9900 ?
  C13 H13A . 0.9800 ?
  C13 H13B . 0.9800 ?
  C13 H13C . 0.9800 ?
  C14 C15 . 1.505(2) ?
  C14 H14A . 0.9900 ?
  C14 H14B . 0.9900 ?
  C15 H15A . 0.9800 ?
  C15 H15B . 0.9800 ?
  C15 H15C . 0.9800 ?
  C17 C18 . 1.512(3) ?
  C17 H17A . 0.9900 ?
  C17 H17B . 0.9900 ?
  C18 H18A . 0.9800 ?
  C18 H18B . 0.9800 ?
  C18 H18C . 0.9800 ?
  C19 C20 . 1.507(2) ?
  C19 H19A . 0.9900 ?
  C19 H19B . 0.9900 ?
  C20 H20A . 0.9800 ?
  C20 H20B . 0.9800 ?
  C20 H20C . 0.9800 ?
  C22 C23 . 1.505(3) ?
  C22 H22A . 0.9900 ?
  C22 H22B . 0.9900 ?
  C23 H23A . 0.9800 ?
  C23 H23B . 0.9800 ?
  C23 H23C . 0.9800 ?
  C24 C25 . 1.509(2) ?
  C24 H24A . 0.9900 ?
  C24 H24B . 0.9900 ?
  C25 H25A . 0.9800 ?
  C25 H25B . 0.9800 ?
  C25 H25C . 0.9800 ?
  C27 C28 . 1.513(3) ?
  C27 H27A . 0.9900 ?
  C27 H27B . 0.9900 ?
  C28 H28A . 0.9800 ?
  C28 H28B . 0.9800 ?
  C28 H28C . 0.9800 ?
  C29 C30 . 1.498(3) ?
  C29 H29A . 0.9900 ?
  C29 H29B . 0.9900 ?
  C30 H30A . 0.9800 ?
  C30 H30B . 0.9800 ?
  C30 H30C . 0.9800 ?