#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008178.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_2008178
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  248
_journal_page_last  250
_publ_section_title
;
2,5,8-Trioxa-16,20-diazatricyclo[20.4.0.0^9,14^]hexacosa-
9,11,13,15,20,22,24,26-octaene
;
_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'
  'K\?il\?i\,c, Zeynel'
  'Bilge, Selen'
_chemical_formula_moiety  'C21 H24 N2 O3'
_chemical_formula_sum  'C21 H24 N2 O3'
_chemical_formula_weight  352.432
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,y,-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'
  '-x+1/2,-y+1/2,-z'
  'x+1/2,-y+1/2,z+1/2'
_cell_length_a  14.901(2)
_cell_length_b  15.7850(10)
_cell_length_c  8.012(2)
_cell_angle_alpha  90
_cell_angle_beta  98.67(2)
_cell_angle_gamma  90
_cell_volume  1863.0(6)
_cell_formula_units_Z  8
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  2.5131
_refine_ls_R_factor_obs  0.0691
_refine_ls_wR_factor_obs  0.0750
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  O1 0.33750(10)
  0.97430(10)
  0.1492(3) 0.0553(5)
  O2 0.500 1.0571(4) 0.250 0.2409(3)
  N1 0.3647(2) 0.7228(2) 0.1844(3) 0.0454(5)
  C1 0.500 0.6333(3) 0.250 0.0448(9)
  C2 0.4407(2) 0.6846(2) 0.1175(4) 0.0468(6)
  C3 0.3528(2) 0.8011(2) 0.1655(4) 0.0413(6)
  C4 0.2768(2) 0.8460(2) 0.2251(4) 0.0382(6)
  C5 0.2108(2) 0.8019(2) 0.2942(4) 0.0488(7)
  C6 0.1400(2) 0.8435(2) 0.3522(5) 0.0587(8)
  C7 0.1341(2) 0.9302(2) 0.3400(4) 0.0560(7)
  C8 0.1982(2) 0.9759(2) 0.2730(4) 0.0501(7)
  C9 0.2701(2) 0.9345(2) 0.2153(4) 0.0413(6)
  C10 0.3462(2) 1.0639(2) 0.1689(5) 0.0624(8)
  C11 0.4328(3) 1.0901(3) 0.1490(10)
  0.1534(2)
  H11 0.538 0.596 0.194 0.0507(7)
  H21 0.477 0.726 0.071 0.0520(7)
  H22 0.416 0.646 0.023 0.0558(7)
  H31 0.392 0.836 0.106 0.0532(7)
  H51 0.215 0.742 0.302 0.0609
  H61 0.100 0.813 0.407 0.0723(9)
  H71 0.086 0.960 0.384 0.0748(9)
  H81 0.195 1.035 0.274 0.0571(7)
  H101 0.345 1.078 0.284 0.0786
  H102 0.298 1.092 0.099 0.0786
  H111 0.435 1.150 0.143 0.1471
  H112 0.439 1.066 0.043 0.1471
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 0.0460(10)
  0.0350(10)
  0.087(2) 0.0020(10)
  0.0190(10)
  0.0060(10)
  O2 0.062(2) 0.072(3) 0.540(10)
  0 -0.100(4) 0
  N1 0.0410(10)
  0.0400(10)
  0.0570(10)
  0.0080(10)
  0.0120(10)
  0.0030(10)
  C1 0.038(2) 0.029(2) 0.068(3) 0 0.011(2) 0
  C2 0.045(2) 0.046(2) 0.050(2) 0.0090(10)
  0.0120(10)
  -0.0060(10)
  C3 0.0390(10)
  0.041(2) 0.045(2) 0.0030(10)
  0.0080(10)
  0.0030(10)
  C4 0.0360(10)
  0.0390(10)
  0.0390(10)
  0.0040(10)
  0.0050(10)
  0.0010(10)
  C5 0.047(2) 0.040(2) 0.060(2) 0.0050(10)
  0.0140(10)
  0.006(2)
  C6 0.049(2) 0.060(2) 0.071(2) 0.002(2) 0.0240(10)
  0.010(2)
  C7 0.047(2) 0.063(2) 0.061(2) 0.017(2) 0.0170(10)
  0.003(2)
  C8 0.048(2) 0.041(2) 0.061(2) 0.0130(10)
  0.0070(10)
  0.001(2)
  C9 0.0350(10)
  0.041(2) 0.047(2) 0.0040(10)
  0.0020(10)
  0.0020(10)
  C10 0.053(2) 0.035(2) 0.095(3) 0.001(2) -0.001(2) 0.011(2)
  C11 0.079(3) 0.054(3) 0.330(9) -0.010(2) 0.038(4) -0.003(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  C3 C4 . . 1.476(4) yes
  C3 N1 . . 1.254(4) yes
  C3 H31 . . 0.976 no
  C9 O1 . . 1.359(4) yes
  C9 C4 . . 1.402(4) yes
  C9 C8 . . 1.392(4) yes
  O1 C10 . . 1.427(4) yes
  C4 C5 . . 1.388(4) yes
  N1 C2 . . 1.455(4) yes
  C5 C6 . . 1.382(5) yes
  C5 H51 . . 0.950 no
  C7 C6 . . 1.374(5) yes
  C7 C8 . . 1.371(5) yes
  C7 H71 . . 0.967 no
  C6 H61 . . 0.925 no
  C1 C2 . . 1.512(4) yes
  C1 H11 . . 0.979 no
  C2 H21 . . 0.957 no
  C2 H22 . . 0.993 no
  C10 C11 . . 1.387(7) yes
  C10 H101 . . 0.952 no
  C10 H102 . . 0.949 no
  O2 C11 . . 1.299(6) yes
  C11 H111 . . 0.949 no
  C11 H112 . . 0.946 no
  C8 H81 . . 0.934 no