#------------------------------------------------------------------------------
#$Date: 2008-01-13 23:15:36 +0100 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008870.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_2008870
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1494
_journal_page_last  1496
_publ_section_title
;
1,4,7,10,13,16,21,24-Octaazabicyclo[8.8.8]hexacosa-4,6,13,15,21,23-hexaene
pentahydrate
;
loop_
_publ_author_name
  'McKee, Vickie'
  'Nelson, Jane'
_chemical_formula_sum  'C18 H40 N8 O5'
_chemical_formula_iupac  'C18 H30 N8 , 5H2 O'
_chemical_formula_weight  448.58
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  Cc
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  22.3117(14)
_cell_length_b  8.2925(6)
_cell_length_c  16.1711(18)
_cell_angle_alpha  90.00
_cell_angle_beta  122.532(6)
_cell_angle_gamma  90.00
_cell_volume  2522.5(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  153(2)
_exptl_crystal_density_diffrn  1.181
_diffrn_ambient_temperature  153(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
  N1 -0.16337(10) -0.1370(2) 0.29803(14) 0.0248(5) Uani d . 1 . . N
  C11 -0.19079(13) -0.2691(3) 0.22715(19) 0.0287(6) Uani d . 1 . . C
  H11A -0.2182 -0.2240 0.1600 0.034 Uiso calc R 1 . . H
  H11B -0.2235 -0.3355 0.2366 0.034 Uiso calc R 1 . . H
  C12 -0.13168(13) -0.3756(3) 0.23753(19) 0.0302(6) Uani d . 1 . . C
  H12A -0.0991 -0.4052 0.3073 0.036 Uiso calc R 1 . . H
  H12B -0.1524 -0.4762 0.1996 0.036 Uiso calc R 1 . . H
  N11 -0.09196(11) -0.2935(3) 0.20241(14) 0.0277(5) Uani d . 1 . . N
  C13 -0.02451(13) -0.3013(3) 0.25430(18) 0.0260(5) Uani d . 1 . . C
  H13 -0.0015 -0.3544 0.3160 0.031 Uiso calc R 1 . . H
  C14 0.01792(14) -0.2289(3) 0.21954(18) 0.0277(6) Uani d . 1 . . C
  H14 -0.0046 -0.1640 0.1622 0.033 Uiso calc R 1 . . H
  N12 0.08425(10) -0.2523(3) 0.26532(14) 0.0265(5) Uani d . 1 . . N
  C15 0.12302(13) -0.1791(3) 0.22545(19) 0.0315(6) Uani d . 1 . . C
  H15A 0.0900 -0.1142 0.1668 0.038 Uiso calc R 1 . . H
  H15B 0.1436 -0.2646 0.2053 0.038 Uiso calc R 1 . . H
  C16 0.18194(13) -0.0721(3) 0.3022(2) 0.0305(6) Uani d . 1 . . C
  H16A 0.2136 -0.1368 0.3616 0.037 Uiso calc R 1 . . H
  H16B 0.2106 -0.0311 0.2766 0.037 Uiso calc R 1 . . H
  N2 0.15403(10) 0.0649(2) 0.32891(15) 0.0271(5) Uani d . 1 . . N
  C21 -0.21262(13) -0.0013(3) 0.26611(19) 0.0276(6) Uani d . 1 . . C
  H21A -0.2029 0.0610 0.3243 0.033 Uiso calc R 1 . . H
  H21B -0.2618 -0.0429 0.2331 0.033 Uiso calc R 1 . . H
  C22 -0.20654(13) 0.1105(3) 0.19607(18) 0.0288(6) Uani d . 1 . . C
  H22A -0.2133 0.0477 0.1396 0.035 Uiso calc R 1 . . H
  H22B -0.2442 0.1938 0.1708 0.035 Uiso calc R 1 . . H
  N21 -0.13684(11) 0.1878(3) 0.24670(14) 0.0263(5) Uani d . 1 . . N
  C23 -0.09662(13) 0.1581(3) 0.21552(17) 0.0264(5) Uani d . 1 . . C
  H23 -0.1123 0.0847 0.1626 0.032 Uiso calc R 1 . . H
  C24 -0.02707(13) 0.2332(3) 0.25841(18) 0.0261(6) Uani d . 1 . . C
  H24 -0.0080 0.2965 0.3162 0.031 Uiso calc R 1 . . H
  N22 0.00786(11) 0.2137(3) 0.21805(14) 0.0285(5) Uani d . 1 . . N
  C25 0.07425(13) 0.3019(3) 0.25698(19) 0.0303(6) Uani d . 1 . . C
  H25A 0.0919 0.3377 0.3247 0.036 Uiso calc R 1 . . H
  H25B 0.0658 0.3990 0.2164 0.036 Uiso calc R 1 . . H
  C26 0.12973(13) 0.1964(3) 0.25705(19) 0.0303(6) Uani d . 1 . . C
  H26A 0.1095 0.1499 0.1908 0.036 Uiso calc R 1 . . H
  H26B 0.1710 0.2638 0.2720 0.036 Uiso calc R 1 . . H
  C31 -0.14148(13) -0.1902(3) 0.39677(18) 0.0299(6) Uani d . 1 . . C
  H31A -0.1293 -0.3063 0.4039 0.036 Uiso calc R 1 . . H
  H31B -0.1817 -0.1766 0.4059 0.036 Uiso calc R 1 . . H
  C32 -0.07803(14) -0.0960(4) 0.47519(19) 0.0314(6) Uani d . 1 . . C
  H32A -0.0873 0.0210 0.4624 0.038 Uiso calc R 1 . . H
  H32B -0.0706 -0.1194 0.5401 0.038 Uiso calc R 1 . . H
  N31 -0.01402(11) -0.1388(3) 0.47636(15) 0.0285(5) Uani d . 1 . . N
  C33 0.02213(14) -0.0239(3) 0.47292(18) 0.0271(6) Uani d . 1 . . C
  H33 0.0051 0.0836 0.4649 0.033 Uiso calc R 1 . . H
  C34 0.08981(13) -0.0550(3) 0.48121(17) 0.0278(6) Uani d . 1 . . C
  H34 0.1032 -0.1622 0.4775 0.033 Uiso calc R 1 . . H
  N32 0.13043(11) 0.0623(3) 0.49341(15) 0.0287(5) Uani d . 1 . . N
  C35 0.19836(13) 0.0260(3) 0.50396(19) 0.0312(6) Uani d . 1 . . C
  H35A 0.2013 -0.0909 0.4943 0.037 Uiso calc R 1 . . H
  H35B 0.2379 0.0545 0.5710 0.037 Uiso calc R 1 . . H
  C36 0.20545(13) 0.1203(3) 0.42927(19) 0.0312(6) Uani d . 1 . . C
  H36A 0.1976 0.2363 0.4347 0.037 Uiso calc R 1 . . H
  H36B 0.2543 0.1074 0.4435 0.037 Uiso calc R 1 . . H
  O1W 0.18836(10) -0.4032(3) 0.45043(16) 0.0421(5) Uani d . 1 . . O
  H1WA 0.1530(16) -0.360(4) 0.389(2) 0.040 Uiso d . 1 . . H
  H1WB 0.1722(16) -0.458(4) 0.472(2) 0.040 Uiso d . 1 . . H
  O2W -0.17484(11) -0.1825(3) 0.00214(14) 0.0396(5) Uani d . 1 . . O
  H2WA -0.1536(16) -0.207(4) 0.056(2) 0.040 Uiso d . 1 . . H
  H2WB -0.2134(18) -0.156(4) -0.010(2) 0.040 Uiso d . 1 . . H
  O3W 0.12500(12) 0.4050(3) 0.51967(18) 0.0449(5) Uani d . 1 . . O
  H3WA 0.1208(17) 0.307(4) 0.508(2) 0.040 Uiso d . 1 . . H
  H3WB 0.0879(17) 0.439(4) 0.520(2) 0.040 Uiso d . 1 . . H
  O4W -0.11569(12) 0.3656(3) 0.41687(16) 0.0438(5) Uani d . 1 . . O
  H4WA -0.1232(16) 0.313(4) 0.365(2) 0.040 Uiso d . 1 . . H
  H4WB -0.1360(17) 0.318(4) 0.438(2) 0.040 Uiso d . 1 . . H
  O5W 0.01454(12) -0.4807(3) 0.52799(18) 0.0495(6) Uani d . 1 . . O
  H5WA 0.0073(17) -0.386(4) 0.510(2) 0.040 Uiso d . 1 . . H
  H5WB -0.0224(18) -0.530(4) 0.501(2) 0.040 Uiso d . 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
  N1 0.0245(10) 0.0248(11) 0.0243(10) -0.0009(9) 0.0125(9) 0.0010(9)
  C11 0.0229(13) 0.0290(14) 0.0316(13) -0.0082(11) 0.0129(11) -0.0028(11)
  C12 0.0288(13) 0.0248(13) 0.0332(14) -0.0046(12) 0.0143(11) -0.0021(11)
  N11 0.0271(12) 0.0277(12) 0.0260(11) 0.0034(10) 0.0127(9) -0.0006(9)
  C13 0.0278(13) 0.0217(13) 0.0254(12) 0.0005(11) 0.0122(11) 0.0007(11)
  C14 0.0307(14) 0.0268(14) 0.0243(12) 0.0022(11) 0.0139(11) 0.0030(11)
  N12 0.0271(12) 0.0227(11) 0.0278(11) -0.0021(9) 0.0134(10) -0.0020(9)
  C15 0.0319(15) 0.0347(15) 0.0337(15) 0.0032(12) 0.0214(13) 0.0014(12)
  C16 0.0263(13) 0.0302(15) 0.0412(15) 0.0010(11) 0.0224(12) 0.0055(12)
  N2 0.0237(10) 0.0271(12) 0.0292(11) -0.0012(9) 0.0133(9) 0.0032(9)
  C21 0.0252(13) 0.0288(14) 0.0315(13) -0.0019(11) 0.0170(11) 0.0006(11)
  C22 0.0241(13) 0.0315(14) 0.0286(13) 0.0003(11) 0.0127(11) 0.0039(11)
  N21 0.0289(11) 0.0244(11) 0.0263(10) -0.0016(9) 0.0155(9) 0.0027(9)
  C23 0.0293(13) 0.0223(13) 0.0226(12) -0.0002(11) 0.0106(11) 0.0002(10)
  C24 0.0293(13) 0.0197(13) 0.0235(12) -0.0025(11) 0.0105(11) -0.0009(10)
  N22 0.0257(11) 0.0297(12) 0.0283(11) -0.0009(10) 0.0133(10) 0.0007(10)
  C25 0.0274(13) 0.0257(14) 0.0341(14) -0.0033(11) 0.0141(12) 0.0005(12)
  C26 0.0294(14) 0.0305(15) 0.0343(14) -0.0018(12) 0.0193(12) 0.0061(12)
  C31 0.0290(13) 0.0332(14) 0.0324(14) -0.0001(12) 0.0198(12) 0.0062(12)
  C32 0.0326(14) 0.0369(16) 0.0285(13) 0.0035(12) 0.0190(12) 0.0013(12)
  N31 0.0280(11) 0.0303(12) 0.0255(10) -0.0011(10) 0.0133(9) -0.0009(10)
  C33 0.0309(13) 0.0264(14) 0.0207(12) 0.0026(12) 0.0116(11) -0.0002(11)
  C34 0.0303(14) 0.0265(14) 0.0217(12) 0.0023(12) 0.0108(11) 0.0000(11)
  N32 0.0311(12) 0.0271(12) 0.0270(11) 0.0009(10) 0.0151(10) 0.0023(9)
  C35 0.0237(13) 0.0309(14) 0.0301(14) 0.0001(12) 0.0087(11) 0.0015(12)
  C36 0.0237(13) 0.0288(14) 0.0377(14) -0.0054(11) 0.0144(12) -0.0005(12)
  O1W 0.0260(10) 0.0446(13) 0.0415(12) -0.0059(9) 0.0088(9) 0.0160(10)
  O2W 0.0285(10) 0.0626(14) 0.0290(9) 0.0067(10) 0.0163(9) 0.0051(10)
  O3W 0.0492(13) 0.0290(11) 0.0736(15) -0.0019(10) 0.0443(12) 0.0006(11)
  O4W 0.0609(14) 0.0376(12) 0.0462(12) -0.0191(10) 0.0376(11) -0.0118(10)
  O5W 0.0360(12) 0.0302(12) 0.0745(16) 0.0029(10) 0.0245(11) -0.0021(12)
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
  N1 C21 . 1.460(3) ?
  N1 C11 . 1.461(3) ?
  N1 C31 . 1.464(3) ?
  N1 N2 . 7.029(3) ?
  C11 C12 . 1.520(4) ?
  C12 N11 . 1.454(3) ?
  N11 C13 . 1.271(3) ?
  C13 C14 . 1.464(4) ?
  C14 N12 . 1.264(3) ?
  N12 C15 . 1.460(3) ?
  C15 C16 . 1.517(4) ?
  C16 N2 . 1.468(3) ?
  N2 C26 . 1.468(3) ?
  N2 C36 . 1.469(3) ?
  C21 C22 . 1.525(4) ?
  C22 N21 . 1.460(3) ?
  N21 C23 . 1.268(3) ?
  C23 C24 . 1.456(4) ?
  C24 N22 . 1.268(3) ?
  N22 C25 . 1.457(3) ?
  C25 C26 . 1.515(4) ?
  C31 C32 . 1.514(4) ?
  C32 N31 . 1.462(3) ?
  N31 C33 . 1.269(3) ?
  C33 C34 . 1.465(4) ?
  C34 N32 . 1.271(3) ?
  N32 C35 . 1.462(3) ?
  C35 C36 . 1.517(4) ?