#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006925.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_2006925
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1998
_journal_volume 54
_journal_page_first  97
_journal_page_last  99
_publ_section_title
;
N,N'-Bis(1-methylimidazol-2-ylmethylidene)-1,3-diaminopropan-2-ol,
HBIMPNOL
;
loop_
_publ_author_name
  'Vencato, Ivo'
  'Neves, Ademir'
  'Scarpellini, Marciela'
  'Correia, Valdir R.'
_chemical_formula_moiety  'C13 H18 N6 O'
_chemical_formula_sum  'C13 H18 N6 O'
_chemical_formula_weight  274.33
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.538(2)
_cell_length_b  9.603(2)
_cell_length_c  9.769(2)
_cell_angle_alpha  82.46(3)
_cell_angle_beta  64.00(3)
_cell_angle_gamma  61.59(3)
_cell_volume  704.0(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.294
_diffrn_ambient_temperature  296(2)
_refine_ls_R_factor_obs  .0409
_refine_ls_wR_factor_obs  .1059
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1  .7758(2) 1.0866(2)  .6484(2)  .0439(4) Uani d . 1 . N
  C2  .7456(3) 1.0468(2)  .5394(2)  .0416(5) Uani d . 1 . C
  N3  .7451(2) 1.1493(2)  .4334(2)  .0517(5) Uani d . 1 . N
  C4  .7759(3) 1.2574(3)  .4778(3)  .0571(6) Uani d . 1 . C
  H4  .7824 1.3437  .4253  .069 Uiso calc R 1 . H
  C5  .7953(3) 1.2209(3)  .6089(3)  .0541(6) Uani d . 1 . C
  H5  .8175 1.2759  .6618  .065 Uiso calc R 1 . H
  C6  .7148(3)  .9139(2)  .5337(2)  .0431(5) Uani d . 1 . C
  H6  .6876  .9051(2)  .4558  .052 Uiso calc R 1 . H
  N7  .7225(2)  .8099(2)  .6267(2)  .0466(5) Uani d . 1 . N
  C8  .6851(3)  .6850(3)  .6064(3)  .0471(5) Uani d . 1 . C
  H8A  .7920  .5837  .5769  .071 Uiso calc R 1 . H
  H8B  .6476  .7074  .5249  .071 Uiso calc R 1 . H
  C9  .5417(3)  .6739(2)  .7528(3)  .0437(5) Uani d . 1 . C
  H9  .5266  .5840  .7375  .066 Uiso calc R 1 . H
  C10  .5831(3)  .6522(2)  .8901(2)  .0456(5) Uani d . 1 . C
  H10A  .5858  .7462  .9122  .068 Uiso calc R 1 . H
  H10B  .4899  .6412  .9786  .068 Uiso calc R 1 . H
  N11  .7526(2)  .5124(2)  .8637(2)  .0457(4) Uani d . 1 . N
  C12  .8725(3)  .5431(2)  .8529(2)  .0424(5) Uani d . 1 . C
  H12  .8442  .6497  .8600  .051 Uiso calc R 1 . H
  C13 1.0505(3)  .4254(2)  .8303(2)  .0392(5) Uani d . 1 . C
  N14 1.1791(2)  .4645(2)  .7829(2)  .0484(5) Uani d . 1 . N
  C15 1.3233(3)  .3270(3)  .7771(3)  .0508(6) Uani d . 1 . C
  H15 1.4349  .3172  .7463  .061 Uiso calc R 1 . H
  C16 1.2821(3)  .2071(3)  .8220(3)  .0486(5) Uani d . 1 . C
  H16 1.3578  .1026  .8284  .058 Uiso calc R 1 . H
  N17 1.1073(2)  .2696(2)  .8564(2)  .0417(4) Uani d . 1 . N
  O18  .3776(2)  .8153(2)  .7939(2)  .0554(4) Uani d . 1 . O
  C19  .7813(3) 1.0086(3)  .7860(3)  .0532(6) Uani d . 1 . C
  H19A  .8054 1.0632  .8416  .080 Uiso calc R 1 . H
  H19B  .8728  .9001  .7576  .080 Uiso calc R 1 . H
  H19C  .6696 1.0110  .8494  .080 Uiso calc R 1 . H
  C20 1.0026(4)  .1864(3)  .9230(4)  .0670(7) Uani d . 1 . C
  H20A 1.0783  .0770  .9275  .10 Uiso calc R 1 . H
  H20B  .9452  .1924  .8611  .10 Uiso calc R 1 . H
  H20C  .9153  .2349 1.0245  .10 Uiso calc R 1 . H
  H18  .342(3)  .822(3)  .724(3)  .050 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  .0379(9)  .0411(9)  .0532(10)  -.0172(8)  -.0227(8)  .0091(8)
  C2  .0344(10)  .0441(11)  .0434(11)  -.0166(9)  -.0173(9)  .0077(9)
  N3  .0480(11)  .0521(11)  .0547(11)  -.0244(9)  -.0245(9)  .0184(9)
  C4  .0507(14)  .0476(13)  .073(2)  -.0270(11)  -.0258(12)  .0197(11)
  C5  .0478(13)  .0455(12)  .075(2)  -.0253(11)  -.0292(12)  .0108(11)
  C6  .0417(11)  .0464(11)  .0404(11)  -.0184(9)  -.0196(9)  .0045(9)
  N7  .0550(11)  .0484(10)  .0464(10)  -.0286(9)  -.0269(9)  .0107(8)
  C8  .0564(13)  .0425(11)  .0479(12)  -.0228(10)  -.0271(10)  .0032(9)
  C9  .0422(11)  .0321(10)  .0582(13)  -.0141(9)  -.0263(10)  .0044(9)
  C10  .0416(11)  .0398(11)  .0480(12)  -.0149(9)  -.0190(9)  .0080(9)
  N11  .0462(10)  .0394(9)  .0515(11)  -.0163(8)  -.0264(8)  .0090(8)
  C12  .0493(12)  .0362(10)  .0408(11)  -.0182(9)  -.0217(9)  .0072(8)
  C13  .0435(11)  .0380(10)  .0355(10)  -.0177(9)  -.0186(9)  .0053(8)
  N14  .0501(11)  .0512(11)  .0461(10)  -.0270(9)  -.0200(8)  .0090(8)
  C15  .0396(12)  .0594(14)  .0496(13)  -.0202(11)  -.0186(10)  .0025(10)
  C16  .0436(12)  .0459(12)  .0506(12)  -.0126(10)  -.0246(10)  .0029(9)
  N17  .0436(10)  .0377(9)  .0458(10)  -.0175(8)  -.0236(8)  .0071(7)
  O18  .0469(9)  .0452(9)  .0705(11)  -.0108(7)  -.0338(8)  .0033(8)
  C19  .0607(14)  .0542(13)  .0528(13)  -.0269(11)  -.0320(11)  .0082(10)
  C20  .065(2)  .0514(14)  .100(2)  -.0337(13)  -.048(2)  .0314(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
  N1 C2 . 1.358(3) no
  N1 C5 . 1.372(3) no
  N1 C19 . 1.460(3) no
  C2 N3 . 1.332(3) no
  C2 C6 . 1.451(3) no
  N3 C4 . 1.368(3) no
  C4 C5 . 1.351(3) no
  C6 N7 . 1.257(3) yes
  N7 C8 . 1.462(3) yes
  C8 C9 . 1.520(3) yes
  C9 O18 . 1.422(3) yes
  C9 C10 . 1.520(3) yes
  C10 N11 . 1.464(3) yes
  N11 C12 . 1.270(3) yes
  C12 C13 . 1.457(3) no
  C13 N14 . 1.325(3) no
  C13 N17 . 1.359(3) no
  N14 C15 . 1.364(3) no
  C15 C16 . 1.349(3) no
  C16 N17 . 1.365(3) no
  N17 C20 . 1.453(3) no
_cod_database_code 2006925