#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012975.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_2012975
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o629
_journal_page_last  o631
_publ_section_title
;
Tris[(1-methylimidazol-2-yl)methyl]amine boric acid
;
loop_
_publ_author_name
  'Mashuta, Mark S.'
  'Cheruzel, Lionel'
  'Buchanan, Robert M.'
_chemical_name_common  'tmima boric acid'
_chemical_formula_moiety  'C15 H21 N7 , B (H O)3'
_chemical_formula_sum  'C15 H24 B N7 O3'
_chemical_formula_weight  361.22
_chemical_melting_point  .458E-305
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  16.2812(17)
_cell_length_b  10.0010(10)
_cell_length_c  12.2564(13)
_cell_angle_alpha  90
_cell_angle_beta  110.72(2)
_cell_angle_gamma  90
_cell_volume  1866.6(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.285
_exptl_crystal_density_meas  1.28
_diffrn_ambient_temperature  100(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 0.25207(7) 0.49024(10) 0.18171(9) 0.0174(2) Uani d . 1 . . N
  N2 0.45825(7) 0.60347(11) 0.32134(10) 0.0215(2) Uani d . 1 . . N
  N3 0.37941(7) 0.57300(11) 0.43335(10) 0.0221(3) Uani d . 1 . . N
  N4 0.11603(8) 0.68132(12) -0.03682(10) 0.0237(3) Uani d . 1 . . N
  N5 0.17575(7) 0.78254(11) 0.13423(10) 0.0203(2) Uani d . 1 . . N
  N6 0.18253(7) 0.17898(11) 0.23441(9) 0.0185(2) Uani d . 1 . . N
  N7 0.10750(7) 0.35553(11) 0.25492(10) 0.0200(2) Uani d . 1 . . N
  C1 0.33864(8) 0.43420(13) 0.25123(12) 0.0195(3) Uani d . 1 . . C
  H1A 0.3694 0.4054 0.1985 0.023 Uiso calc R 1 . . H
  H1B 0.3306 0.3547 0.2945 0.023 Uiso calc R 1 . . H
  C2 0.39287(8) 0.53528(13) 0.33503(11) 0.0180(3) Uani d . 1 . . C
  C3 0.48762(9) 0.68846(14) 0.41549(13) 0.0263(3) Uani d . 1 . . C
  H3 0.5345 0.7504 0.4296 0.032 Uiso calc R 1 . . H
  C4 0.43990(9) 0.67071(14) 0.48517(12) 0.0271(3) Uani d . 1 . . C
  H4 0.4469 0.7166 0.5557 0.032 Uiso calc R 1 . . H
  C5 0.31387(10) 0.52060(17) 0.47802(13) 0.0315(3) Uani d . 1 . . C
  H5A 0.2685 0.5884 0.4693 0.047 Uiso calc R 1 . . H
  H5B 0.3421 0.4979 0.5607 0.047 Uiso calc R 1 . . H
  H5C 0.2869 0.4403 0.4341 0.047 Uiso calc R 1 . . H
  C6 0.25984(9) 0.58995(13) 0.09688(11) 0.0199(3) Uani d . 1 . . C
  H6A 0.2623 0.5435 0.0267 0.024 Uiso calc R 1 . . H
  H6B 0.3150 0.6412 0.1319 0.024 Uiso calc R 1 . . H
  C7 0.18362(8) 0.68345(13) 0.06253(11) 0.0188(3) Uani d . 1 . . C
  C8 0.06228(9) 0.78394(14) -0.02761(13) 0.0260(3) Uani d . 1 . . C
  H8 0.0078 0.8070 -0.0859 0.031 Uiso calc R 1 . . H
  C9 0.09816(9) 0.84731(14) 0.07649(13) 0.0245(3) Uani d . 1 . . C
  H9 0.0744 0.9214 0.1038 0.029 Uiso calc R 1 . . H
  C10 0.23511(10) 0.81162(14) 0.25287(12) 0.0272(3) Uani d . 1 . . C
  H10A 0.2165 0.7612 0.3087 0.041 Uiso calc R 1 . . H
  H10B 0.2335 0.9076 0.2683 0.041 Uiso calc R 1 . . H
  H10C 0.2950 0.7856 0.2611 0.041 Uiso calc R 1 . . H
  C11 0.19142(8) 0.38282(13) 0.12017(11) 0.0188(3) Uani d . 1 . . C
  H11A 0.2214 0.3224 0.0822 0.023 Uiso calc R 1 . . H
  H11B 0.1400 0.4223 0.0585 0.023 Uiso calc R 1 . . H
  C12 0.16115(8) 0.30447(13) 0.20224(11) 0.0170(3) Uani d . 1 . . C
  C13 0.14029(8) 0.14923(14) 0.31105(11) 0.0212(3) Uani d . 1 . . C
  H13 0.1434 0.0657 0.3492 0.025 Uiso calc R 1 . . H
  C14 0.09369(9) 0.25665(14) 0.32418(12) 0.0233(3) Uani d . 1 . . C
  H14 0.0586 0.2623 0.3717 0.028 Uiso calc R 1 . . H
  C15 0.06665(10) 0.48741(14) 0.23549(14) 0.0283(3) Uani d . 1 . . C
  H15A 0.1051 0.5510 0.2159 0.042 Uiso calc R 1 . . H
  H15B 0.0574 0.5170 0.3065 0.042 Uiso calc R 1 . . H
  H15C 0.0101 0.4828 0.1710 0.042 Uiso calc R 1 . . H
  B1 0.40567(9) 0.06126(14) 0.34655(13) 0.0180(3) Uani d . 1 . . B
  O1 0.34868(6) 0.10075(9) 0.24053(8) 0.0208(2) Uani d . 1 . . O
  O2 0.37670(6) 0.03776(10) 0.43659(9) 0.0227(2) Uani d . 1 . . O
  O3 0.49262(6) 0.04577(10) 0.36186(8) 0.0216(2) Uani d . 1 . . O
  H1O 0.2957(13) 0.1165(19) 0.2418(17) 0.043(5) Uiso d . 1 . . H
  H2O 0.4206(14) 0.016(2) 0.4986(19) 0.051(6) Uiso d . 1 . . H
  H3O 0.5056(13) 0.067(2) 0.299(2) 0.054(6) 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 0.0165(5) 0.0172(5) 0.0185(5) -0.0018(4) 0.0063(4) 0.0004(4)
  N2 0.0195(5) 0.0225(6) 0.0224(6) -0.0017(4) 0.0071(5) -0.0015(4)
  N3 0.0220(6) 0.0262(6) 0.0176(5) 0.0018(5) 0.0065(5) 0.0006(4)
  N4 0.0231(6) 0.0255(6) 0.0212(6) -0.0025(5) 0.0063(5) 0.0021(5)
  N5 0.0220(6) 0.0183(5) 0.0204(6) -0.0006(4) 0.0071(5) 0.0009(4)
  N6 0.0160(5) 0.0195(5) 0.0190(5) 0.0002(4) 0.0050(4) 0.0000(4)
  N7 0.0175(5) 0.0197(5) 0.0242(6) 0.0012(4) 0.0092(5) -0.0015(4)
  C1 0.0179(6) 0.0176(6) 0.0233(7) 0.0011(5) 0.0078(5) -0.0009(5)
  C2 0.0173(6) 0.0185(6) 0.0183(6) 0.0023(5) 0.0062(5) 0.0016(5)
  C3 0.0236(7) 0.0228(7) 0.0277(7) -0.0029(5) 0.0031(6) -0.0040(5)
  C4 0.0288(7) 0.0277(7) 0.0200(7) 0.0032(6) 0.0027(6) -0.0056(5)
  C5 0.0319(8) 0.0427(9) 0.0248(7) 0.0020(7) 0.0161(6) 0.0048(6)
  C6 0.0209(6) 0.0208(6) 0.0202(6) -0.0026(5) 0.0100(5) -0.0002(5)
  C7 0.0221(6) 0.0183(6) 0.0180(6) -0.0043(5) 0.0096(5) 0.0013(5)
  C8 0.0212(7) 0.0260(7) 0.0280(7) -0.0003(5) 0.0051(6) 0.0060(6)
  C9 0.0237(7) 0.0203(7) 0.0302(7) 0.0032(5) 0.0103(6) 0.0043(5)
  C10 0.0321(8) 0.0227(7) 0.0230(7) -0.0014(6) 0.0051(6) -0.0037(5)
  C11 0.0185(6) 0.0194(6) 0.0182(6) -0.0022(5) 0.0063(5) -0.0020(5)
  C12 0.0132(6) 0.0193(6) 0.0172(6) -0.0010(5) 0.0036(5) -0.0029(5)
  C13 0.0198(6) 0.0233(7) 0.0201(6) -0.0012(5) 0.0066(5) 0.0029(5)
  C14 0.0216(6) 0.0281(7) 0.0241(7) -0.0012(5) 0.0128(6) 0.0007(5)
  C15 0.0264(7) 0.0211(7) 0.0401(8) 0.0056(6) 0.0152(7) -0.0018(6)
  B1 0.0187(7) 0.0151(6) 0.0207(7) -0.0015(5) 0.0076(6) -0.0031(5)
  O1 0.0184(5) 0.0241(5) 0.0213(5) 0.0034(4) 0.0086(4) 0.0010(4)
  O2 0.0176(5) 0.0311(5) 0.0200(5) 0.0006(4) 0.0072(4) 0.0019(4)
  O3 0.0168(4) 0.0291(5) 0.0196(5) 0.0011(4) 0.0072(4) 0.0015(4)
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 C1 . 1.475(2) no
  N1 C6 . 1.478(2) no
  N1 C11 . 1.474(2) no
  N2 C2 . 1.324(2) no
  N2 C3 . 1.376(2) no
  N3 C2 . 1.352(2) no
  N3 C4 . 1.373(2) no
  N3 C5 . 1.458(2) no
  N4 C7 . 1.321(2) no
  N4 C8 . 1.379(2) no
  N5 C7 . 1.360(2) no
  N5 C9 . 1.373(2) no
  N5 C10 . 1.462(2) no
  N6 C12 . 1.324(2) no
  N6 C13 . 1.379(2) no
  N7 C12 . 1.356(2) no
  N7 C14 . 1.373(2) no
  N7 C15 . 1.458(2) no
  C1 C2 . 1.488(2) no
  C1 H1A . 0.99 no
  C1 H1B . 0.99 no
  C3 C4 . 1.354(2) no
  C3 H3 . 0.95 no
  C4 H4 . 0.95 no
  C5 H5A . 0.98 no
  C5 H5B . 0.98 no
  C5 H5C . 0.98 no
  C6 C7 . 1.491(2) no
  C6 H6A . 0.99 no
  C6 H6B . 0.99 no
  C8 C9 . 1.358(2) no
  C8 H8 . 0.95 no
  C9 H9 . 0.95 no
  C10 H10A . 0.98 no
  C10 H10B . 0.98 no
  C10 H10C . 0.98 no
  C11 C12 . 1.490(2) no
  C11 H11A . 0.99 no
  C11 H11B . 0.99 no
  C13 C14 . 1.357(2) no
  C13 H13 . 0.95 no
  C14 H14 . 0.95 no
  C15 H15A . 0.98 no
  C15 H15B . 0.98 no
  C15 H15C . 0.98 no
  B1 O1 . 1.361(2) no
  B1 O2 . 1.365(2) no
  B1 O3 . 1.369(2) no
  O1 H1O . 0.88(2) no
  O2 H2O . 0.87(2) no
  O3 H3O . 0.90(2) no