#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011341.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_2011341
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1144
_journal_page_last  1145
_publ_section_title
;
2,8-Dihydroxy-1,3,7,9-tetramethyl-6,12-dihydrodipyrido[1,2-a:1',2'-d]
pyrazinediylium dichloride dihydrate
;
_space_group_IT_number           12
_symmetry_space_group_name_Hall  '-I 2y'
_symmetry_space_group_name_H-M   'I 1 2/m 1'
_[local]_cod_cif_authors_sg_H-M  'I 2/m'
loop_
_publ_author_name
  "Ko\<suti\'c-Hulita, Nada"
  'Danilovski, Aleksandar'
  "Male\<sevi\'c, Miroslav"
  "Ore\<si\'c, Marina"
  "Dumi\'c, Miljenko"
_chemical_formula_moiety  'C16 H20 N2 O2 2+ , 2Cl - , 2H2 O'
_chemical_formula_sum  'C16 H24 Cl2 N2 O4'
_chemical_formula_weight  379.28
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,y,-z'
  'x+1/2,y+1/2,z+1/2'
  '-x+1/2,y+1/2,-z+1/2'
  '-x,-y,-z'
  'x,-y,z'
  '-x+1/2,-y+1/2,-z+1/2'
  'x+1/2,-y+1/2,z+1/2'
_cell_length_a  11.255(15)
_cell_length_b  6.8650(13)
_cell_length_c  11.9530(12)
_cell_angle_alpha  90.00
_cell_angle_beta  104.15(2)
_cell_angle_gamma  90.00
_cell_volume  895.5(12)
_cell_formula_units_Z  2
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.407
_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
  Cl1  .70308(5)  .0000  .11959(5)  .0599(3) Uani d S 1 . . Cl
  O1W  .43032(18)  .0000  .13863(17)  .0822(9) Uani d S 1 . . O
  H1W  .4015(12)  .0000  .070(3)  .090(14) Uiso d SR 1 . . H
  H2W  .495(3)  .0000  .1464(3)  .086(13) Uiso d SR 1 . . H
  N5  .01901(14)  .0000  .38809(14)  .0343(4) Uani d S 1 . . N
  O2'  .35773(15)  .0000  .32597(15)  .0652(6) Uani d S 1 . . O
  H2'  .3673(5)  .0000  .262(3)  .060(9) Uiso d SR 1 . . H
  C13  .11818(16)  .0000  .47604(16)  .0344(4) Uani d S 1 . . C
  C6  -.10741(17)  .0000  .40238(17)  .0424(5) Uani d S 1 . . C
  H6A  -.1494  -.1140  .3639  .051 Uiso calc PR  .50 . . H
  C1  .23454(18)  .0000  .45637(18)  .0429(5) Uani d S 1 . . C
  C1'  .34721(19)  .0000  .5551(2)  .0578(7) Uani d S 1 . . C
  H1'1  .4191  .0000  .5253  .087 Uiso calc SR 1 . . H
  H1'2  .3472  -.1142  .6015  .087 Uiso calc PR  .50 . . H
  C2  .24504(19)  .0000  .34112(19)  .0488(6) Uani d S 1 . . C
  C4  .02755(19)  .0000  .27661(18)  .0426(5) Uani d S 1 . . C
  H4  -.0436  .0000  .2174  .051 Uiso calc SR 1 . . H
  C3'  .1451(2)  .0000  .1251(2)  .0682(9) Uani d S 1 . . C
  H3'1  .2292  .0000  .1209  .102 Uiso calc SR 1 . . H
  H3'2  .1049  .1142  .0875  .102 Uiso calc PR  .50 . . H
  C3  .1392(2)  .0000  .25002(18)  .0481(6) Uani d S 1 . . C
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
  Cl1  .0415(4)  .0965(6)  .0401(4)  .000  .0067(2)  .000
  O1W  .0398(9)  .174(3)  .0367(9)  .000  .0161(7)  .000
  N5  .0242(7)  .0509(9)  .0276(7)  .000  .0062(5)  .000
  O2'  .0291(7)  .1341(18)  .0354(9)  .000  .0134(6)  .000
  C13  .0255(8)  .0505(10)  .0277(8)  .000  .0072(6)  .000
  C6  .0230(8)  .0761(14)  .0277(9)  .000  .0055(7)  .000
  C1  .0246(8)  .0752(14)  .0284(9)  .000  .0052(7)  .000
  C1'  .0238(8)  .115(2)  .0329(10)  .000  .0043(7)  .000
  C2  .0270(9)  .0885(17)  .0318(10)  .000  .0091(7)  .000
  C4  .0299(8)  .0692(14)  .0279(8)  .000  .0058(7)  .000
  C3'  .0393(11)  .136(3)  .0297(10)  .000  .0099(9)  .000
  C3  .0314(9)  .0851(16)  .0280(9)  .000  .0074(7)  .000
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
  O1W H1W .  .81(3) ?
  O1W H2W .  .71(3) ?
  N5 C13 . 1.333(3) yes
  N5 C4 . 1.359(3) yes
  N5 C6 . 1.474(3) yes
  O2' C2 . 1.324(3) yes
  O2' H2' .  .80(3) ?
  C13 C1 . 1.386(3) yes
  C13 C6 5_556 1.488(3) ?
  C6 C13 5_556 1.488(3) ?
  C6 H6A .  .97 ?
  C6 H6B .  .97 ?
  C1 C2 . 1.411(3) yes
  C1 C1' . 1.506(3) yes
  C1' H1'1 .  .96 ?
  C1' H1'2 .  .96 ?
  C1' H1'3 .  .96 ?
  C2 C3 . 1.403(3) yes
  C4 C3 . 1.370(3) yes
  C4 H4 .  .93 ?
  C3' C3 . 1.510(3) yes
  C3' H3'1 .  .96 ?
  C3' H3'2 .  .96 ?
  C3' H3'3 .  .96 ?