#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202543.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_2202543
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1607
_journal_page_last  o1609
_publ_section_title
;
1,15-Diaza-3,4:12,13-dibenzo-5,8,11-trioxacycloheptadecane hemihydrate
;
_space_group_IT_number           15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
loop_
_publ_author_name
  'H\"okelek*, Tuncer'
  'Bilge, Selen'
  'K\?il\?i\,c, Zeynel'
_chemical_formula_moiety  'C20 H26 N2 O3, 0.5H2 O'
_chemical_formula_sum  'C20 H27 N2 O3.5'
_chemical_formula_iupac  'C20 H26 N2 O3, 0.5H2 O'
_chemical_formula_weight  351.44
_symmetry_cell_setting  monoclinic
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'
  '-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  24.457(2)
_cell_length_b  7.5165(12)
_cell_length_c  23.865(2)
_cell_angle_alpha  90.00
_cell_angle_beta  116.768(9)
_cell_angle_gamma  90.00
_cell_volume  3917.0(8)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.192
_diffrn_ambient_temperature  293(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
  O26 0.0000 0.8760(6) 0.2500 0.130 Uani d S 1 . . O
  H8 0.1216(14) 0.075(4) 0.3627(13) 0.071(9) Uiso d . 1 . . H
  H26 0.0316(12) 0.916(4) 0.2405(12) 0.075 Uiso d . 1 . . H
  H11 0.1465(13) 0.321(3) 0.3299(14) 0.075 Uiso d D 1 . . H
  H2 0.2605(15) 0.027(4) 0.5687(13) 0.072(9) Uiso d . 1 . . H
  O19 0.17834(8) 0.2592(2) 0.24813(8) 0.0699(5) Uani d . 1 . . O
  O22 0.22177(9) 0.0241(2) 0.35207(9) 0.0690(6) Uani d . 1 . . O
  O25 0.20186(8) -0.0789(2) 0.45371(9) 0.0676(5) Uani d . 1 . . O
  N11 0.13632(13) 0.4231(4) 0.33408(12) 0.0792(8) Uani d D 1 . . N
  N8 0.08400(13) 0.0684(4) 0.35653(11) 0.0755(8) Uani d . 1 . . N
  C6 0.11695(14) -0.0064(4) 0.46899(13) 0.0679(8) Uani d . 1 . . C
  C1 0.18040(14) -0.0154(3) 0.49357(12) 0.0599(7) Uani d . 1 . . C
  C13 0.11233(13) 0.5043(4) 0.22189(13) 0.0635(7) Uani d . 1 . . C
  C2 0.21807(18) 0.0393(4) 0.55449(14) 0.0701(8) Uani d . 1 . . C
  C18 0.13043(12) 0.3531(4) 0.20192(13) 0.0624(7) Uani d . 1 . . C
  C23 0.26748(15) -0.0654(4) 0.40503(16) 0.0800(9) Uani d . 1 . . C
  H23A 0.3078 -0.0298 0.4107 0.096 Uiso calc R 1 . . H
  H23B 0.2636 -0.1928 0.3980 0.096 Uiso calc R 1 . . H
  C17 0.10319(15) 0.3043(5) 0.13910(14) 0.0806(9) Uani d . 1 . . C
  H17 0.1157 0.2020 0.1262 0.097 Uiso calc R 1 . . H
  C3 0.1928(2) 0.1020(4) 0.59099(15) 0.0855(10) Uani d . 1 . . C
  H3 0.2182 0.1385 0.6318 0.103 Uiso calc R 1 . . H
  C12 0.14166(15) 0.5542(4) 0.29084(14) 0.0731(8) Uani d . 1 . . C
  H12A 0.1848 0.5764 0.3042 0.088 Uiso calc R 1 . . H
  H12B 0.1236 0.6650 0.2951 0.088 Uiso calc R 1 . . H
  C24 0.26073(14) -0.0211(4) 0.46244(14) 0.0720(8) Uani d . 1 . . C
  H24A 0.2925 -0.0800 0.4986 0.086 Uiso calc R 1 . . H
  H24B 0.2648 0.1063 0.4697 0.086 Uiso calc R 1 . . H
  C20 0.17801(17) 0.0706(4) 0.24199(15) 0.0825(9) Uani d . 1 . . C
  H20A 0.1818 0.0386 0.2045 0.099 Uiso calc R 1 . . H
  H20B 0.1398 0.0222 0.2385 0.099 Uiso calc R 1 . . H
  C21 0.23002(17) -0.0026(4) 0.29805(16) 0.0828(10) Uani d . 1 . . C
  H21A 0.2338 -0.1289 0.2922 0.099 Uiso calc R 1 . . H
  H21B 0.2676 0.0549 0.3035 0.099 Uiso calc R 1 . . H
  C4 0.1304(2) 0.1123(4) 0.56853(18) 0.0923(11) Uani d . 1 . . C
  H4 0.1135 0.1550 0.5939 0.111 Uiso calc R 1 . . H
  C14 0.06591(15) 0.6064(4) 0.17652(15) 0.0784(9) Uani d . 1 . . C
  H14 0.0530 0.7094 0.1886 0.094 Uiso calc R 1 . . H
  C15 0.03892(17) 0.5581(5) 0.11436(16) 0.0892(10) Uani d . 1 . . C
  H15 0.0080 0.6280 0.0848 0.107 Uiso calc R 1 . . H
  C7 0.07780(15) -0.0545(5) 0.40125(14) 0.0838(10) Uani d . 1 . . C
  H7A 0.0886 -0.1734 0.3939 0.101 Uiso calc R 1 . . H
  H7B 0.0353 -0.0569 0.3933 0.101 Uiso calc R 1 . . H
  C9 0.06774(14) 0.2495(5) 0.36249(13) 0.0789(9) Uani d . 1 . . C
  H9A 0.0936 0.2905 0.4049 0.095 Uiso calc R 1 . . H
  H9B 0.0257 0.2521 0.3561 0.095 Uiso calc R 1 . . H
  C10 0.07427(15) 0.3773(5) 0.31624(14) 0.0877(10) Uani d . 1 . . C
  H10A 0.0569 0.3227 0.2750 0.105 Uiso calc R 1 . . H
  H10B 0.0512 0.4847 0.3134 0.105 Uiso calc R 1 . . H
  C5 0.09277(17) 0.0578(5) 0.50723(16) 0.0892(10) Uani d . 1 . . C
  H5 0.0505 0.0649 0.4918 0.107 Uiso calc R 1 . . H
  C16 0.05732(17) 0.4094(6) 0.09617(15) 0.0928(11) Uani d . 1 . . C
  H16 0.0388 0.3773 0.0540 0.111 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
  O26 0.160 0.106 0.108 0.000 0.045 0.000
  O19 0.0786(12) 0.0583(12) 0.0750(12) -0.0008(10) 0.0367(10) -0.0041(10)
  O22 0.0841(13) 0.0540(11) 0.0787(13) 0.0185(10) 0.0453(11) 0.0129(9)
  O25 0.0740(12) 0.0548(11) 0.0687(11) -0.0085(9) 0.0275(10) 0.0004(9)
  N11 0.0848(19) 0.0798(19) 0.0669(14) -0.0089(15) 0.0289(13) -0.0060(15)
  N8 0.0636(17) 0.098(2) 0.0574(14) -0.0029(15) 0.0209(13) 0.0058(13)
  C6 0.076(2) 0.0645(19) 0.0623(17) -0.0058(14) 0.0298(16) 0.0166(14)
  C1 0.079(2) 0.0407(15) 0.0523(15) -0.0069(13) 0.0231(15) 0.0073(12)
  C13 0.0657(17) 0.0566(18) 0.0700(18) -0.0097(14) 0.0322(15) 0.0017(15)
  C2 0.088(2) 0.0511(17) 0.0590(19) -0.0050(16) 0.0217(18) 0.0131(14)
  C18 0.0663(17) 0.0618(18) 0.0652(17) -0.0063(14) 0.0350(15) 0.0024(14)
  C23 0.087(2) 0.0565(18) 0.104(2) 0.0207(16) 0.0496(19) 0.0217(17)
  C17 0.096(2) 0.086(2) 0.0712(19) -0.0100(19) 0.0477(18) -0.0094(18)
  C3 0.134(3) 0.0565(19) 0.0612(19) -0.0072(19) 0.040(2) 0.0084(14)
  C12 0.0817(19) 0.0604(18) 0.0755(19) -0.0158(15) 0.0340(16) -0.0066(15)
  C24 0.073(2) 0.0533(17) 0.0777(19) 0.0032(14) 0.0238(16) 0.0147(15)
  C20 0.116(3) 0.059(2) 0.083(2) 0.0009(18) 0.054(2) -0.0085(16)
  C21 0.115(3) 0.0593(19) 0.099(2) 0.0166(18) 0.071(2) 0.0047(17)
  C4 0.140(4) 0.075(2) 0.083(3) 0.016(2) 0.068(3) 0.0194(18)
  C14 0.088(2) 0.070(2) 0.079(2) -0.0028(17) 0.0394(18) 0.0085(17)
  C15 0.090(2) 0.094(3) 0.075(2) 0.001(2) 0.0309(19) 0.019(2)
  C7 0.076(2) 0.091(2) 0.071(2) -0.0205(17) 0.0210(17) 0.0056(17)
  C9 0.0732(18) 0.100(3) 0.0660(17) 0.0006(18) 0.0338(15) 0.0096(17)
  C10 0.077(2) 0.119(3) 0.0607(17) -0.005(2) 0.0257(16) 0.0112(18)
  C5 0.091(2) 0.099(3) 0.084(2) 0.0061(19) 0.045(2) 0.032(2)
  C16 0.099(3) 0.115(3) 0.0592(18) -0.013(2) 0.0314(19) 0.006(2)
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
  O26 H26 . 0.95(3) ?
  O19 C18 . 1.387(3) yes
  O19 C20 . 1.425(3) yes
  O22 C21 . 1.406(3) yes
  O22 C23 . 1.424(4) yes
  O25 C1 . 1.363(3) yes
  O25 C24 . 1.427(4) yes
  N11 C10 . 1.422(4) yes
  N11 C12 . 1.475(4) yes
  N11 H11 . 0.829(17) ?
  N8 C9 . 1.443(4) yes
  N8 C7 . 1.470(4) yes
  N8 H8 . 0.86(3) ?
  C6 C5 . 1.379(4) ?
  C6 C1 . 1.392(4) yes
  C6 C7 . 1.506(4) yes
  C1 C2 . 1.387(4) ?
  C13 C18 . 1.380(4) yes
  C13 C14 . 1.394(4) ?
  C13 C12 . 1.516(4) yes
  C2 C3 . 1.359(5) ?
  C2 H2 . 0.94(3) ?
  C18 C17 . 1.388(4) ?
  C23 C24 . 1.490(4) yes
  C23 H23A . 0.9700 ?
  C23 H23B . 0.9700 ?
  C17 C16 . 1.377(5) ?
  C17 H17 . 0.9300 ?
  C3 C4 . 1.374(5) ?
  C3 H3 . 0.9300 ?
  C12 H12A . 0.9700 ?
  C12 H12B . 0.9700 ?
  C24 H24A . 0.9700 ?
  C24 H24B . 0.9700 ?
  C20 C21 . 1.475(5) yes
  C20 H20A . 0.9700 ?
  C20 H20B . 0.9700 ?
  C21 H21A . 0.9700 ?
  C21 H21B . 0.9700 ?
  C4 C5 . 1.393(5) ?
  C4 H4 . 0.9300 ?
  C14 C15 . 1.373(5) ?
  C14 H14 . 0.9300 ?
  C15 C16 . 1.348(5) ?
  C15 H15 . 0.9300 ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C9 C10 . 1.525(4) yes
  C9 H9A . 0.9700 ?
  C9 H9B . 0.9700 ?
  C10 H10A . 0.9700 ?
  C10 H10B . 0.9700 ?
  C5 H5 . 0.9300 ?
  C16 H16 . 0.9300 ?
_cod_database_code 2202543