#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202633.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_2202633
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1161
_journal_page_last  o1162
_publ_section_title
;
2-tert-Butyl-4-methyl-6-(1-piperiniomethyl)phenol perchlorate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Xiao-Jun Zhao'
  'Miao Du'
_chemical_formula_moiety  'C17 H28 N O 1+, Cl O4 1-'
_chemical_formula_sum  'C17 H28 Cl N O5'
_chemical_formula_iupac  'C17 H28 N O 1+, Cl O4 1-'
_chemical_formula_weight  361.85
_symmetry_cell_setting  Monoclinic
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  11.639(5)
_cell_length_b  10.390(4)
_cell_length_c  16.466(6)
_cell_angle_alpha  90.00
_cell_angle_beta  107.297(7)
_cell_angle_gamma  90.00
_cell_volume  1901.1(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.264
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
  O1 0.7726(2) 0.9106(2) 0.23789(14) 0.0570(7) Uani d D 1 . . O
  H1 0.8231 0.8640 0.2272 0.086 Uiso calc RD 1 . . H
  N1 1.0332(2) 0.7523(2) 0.40337(16) 0.0398(7) Uani d . 1 . . N
  H2 1.0293 0.7381 0.4570 0.048 Uiso calc R 1 . . H
  C1 1.1383(3) 0.6783(4) 0.3938(2) 0.0563(10) Uani d . 1 . . C
  H1A 1.1430 0.6888 0.3364 0.068 Uiso calc R 1 . . H
  H1B 1.1269 0.5875 0.4028 0.068 Uiso calc R 1 . . H
  C2 1.2550(3) 0.7229(4) 0.4564(3) 0.0729(13) Uani d . 1 . . C
  H2A 1.3217 0.6758 0.4468 0.087 Uiso calc R 1 . . H
  H2B 1.2535 0.7051 0.5139 0.087 Uiso calc R 1 . . H
  C3 1.2731(3) 0.8660(5) 0.4466(3) 0.0763(13) Uani d . 1 . . C
  H3A 1.3460 0.8940 0.4891 0.092 Uiso calc R 1 . . H
  H3B 1.2819 0.8831 0.3909 0.092 Uiso calc R 1 . . H
  C4 1.1664(3) 0.9399(4) 0.4572(3) 0.0739(13) Uani d . 1 . . C
  H4A 1.1622 0.9285 0.5147 0.089 Uiso calc R 1 . . H
  H4B 1.1772 1.0310 0.4486 0.089 Uiso calc R 1 . . H
  C5 1.0502(3) 0.8948(3) 0.3946(2) 0.0532(10) Uani d . 1 . . C
  H5A 0.9832 0.9408 0.4046 0.064 Uiso calc R 1 . . H
  H5B 1.0513 0.9137 0.3372 0.064 Uiso calc R 1 . . H
  C6 0.9174(3) 0.7042(3) 0.3425(2) 0.0420(9) Uani d . 1 . . C
  H6A 0.9133 0.6115 0.3483 0.050 Uiso calc R 1 . . H
  H6B 0.9176 0.7224 0.2848 0.050 Uiso calc R 1 . . H
  C7 0.8076(3) 0.7640(3) 0.3571(2) 0.0380(8) Uani d . 1 . . C
  C8 0.7403(3) 0.8604(3) 0.3054(2) 0.0377(8) Uani d . 1 . . C
  C9 0.6360(3) 0.9113(3) 0.3199(2) 0.0375(8) Uani d . 1 . . C
  C14 0.5591(3) 1.0149(3) 0.2621(2) 0.0452(9) Uani d . 1 . . C
  C16 0.6341(3) 1.1380(3) 0.2647(3) 0.0694(12) Uani d . 1 . . C
  H16A 0.6633 1.1686 0.3222 0.104 Uiso calc R 1 . . H
  H16B 0.5848 1.2029 0.2297 0.104 Uiso calc R 1 . . H
  H16C 0.7010 1.1190 0.2439 0.104 Uiso calc R 1 . . H
  C15 0.5108(3) 0.9650(4) 0.1704(2) 0.0677(12) Uani d . 1 . . C
  H15A 0.4636 0.8889 0.1695 0.102 Uiso calc R 1 . . H
  H15B 0.5770 0.9449 0.1491 0.102 Uiso calc R 1 . . H
  H15C 0.4615 1.0300 0.1353 0.102 Uiso calc R 1 . . H
  C17 0.4494(3) 1.0524(4) 0.2893(3) 0.0722(12) Uani d . 1 . . C
  H17B 0.4004 0.9777 0.2883 0.108 Uiso calc R 1 . . H
  H17C 0.4034 1.1160 0.2510 0.108 Uiso calc R 1 . . H
  H17A 0.4752 1.0870 0.3459 0.108 Uiso calc R 1 . . H
  C10 0.6062(3) 0.8625(3) 0.3888(2) 0.0440(9) Uani d . 1 . . C
  H10A 0.5385 0.8959 0.4003 0.053 Uiso calc R 1 . . H
  C11 0.6702(3) 0.7670(4) 0.4421(2) 0.0465(9) Uani d . 1 . . C
  C13 0.6316(3) 0.7175(4) 0.5163(2) 0.0714(13) Uani d . 1 . . C
  H13C 0.6872 0.6527 0.5460 0.107 Uiso calc R 1 . . H
  H13B 0.5525 0.6811 0.4958 0.107 Uiso calc R 1 . . H
  H13A 0.6308 0.7873 0.5543 0.107 Uiso calc R 1 . . H
  C12 0.7698(3) 0.7183(3) 0.4247(2) 0.0452(9) Uani d . 1 . . C
  H12A 0.8134 0.6530 0.4589 0.054 Uiso calc R 1 . . H
  Cl1 0.03997(9) 0.81452(10) 0.13528(7) 0.0579(4) Uani d . 1 . . Cl
  O2 0.1349(3) 0.8529(3) 0.20582(18) 0.1145(13) Uani d . 1 . . O
  O3 0.0506(4) 0.6872(3) 0.1139(3) 0.1540(17) Uani d . 1 . . O
  O4 0.0424(3) 0.8887(3) 0.06404(17) 0.1029(11) Uani d . 1 . . O
  O5 -0.0700(3) 0.8373(5) 0.1497(2) 0.1450(17) Uani d . 1 . . O
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 0.0643(16) 0.0642(17) 0.0541(16) 0.0217(14) 0.0353(14) 0.0185(13)
  N1 0.0359(17) 0.0451(17) 0.0393(17) 0.0042(14) 0.0127(14) 0.0053(14)
  C1 0.046(2) 0.052(2) 0.074(3) 0.015(2) 0.024(2) 0.006(2)
  C2 0.038(3) 0.100(4) 0.078(3) 0.016(2) 0.013(2) 0.001(3)
  C3 0.039(2) 0.108(4) 0.079(3) -0.014(3) 0.014(2) -0.011(3)
  C4 0.054(3) 0.069(3) 0.095(3) -0.015(2) 0.017(2) -0.023(3)
  C5 0.047(2) 0.044(2) 0.069(3) 0.0003(19) 0.018(2) -0.005(2)
  C6 0.040(2) 0.035(2) 0.047(2) 0.0013(17) 0.0061(17) -0.0032(17)
  C7 0.037(2) 0.037(2) 0.040(2) -0.0013(17) 0.0110(18) -0.0029(17)
  C8 0.040(2) 0.040(2) 0.035(2) -0.0009(17) 0.0147(18) -0.0017(17)
  C9 0.035(2) 0.040(2) 0.037(2) -0.0028(17) 0.0105(17) -0.0038(17)
  C14 0.041(2) 0.045(2) 0.048(2) 0.0053(18) 0.0114(18) 0.0015(18)
  C16 0.066(3) 0.041(2) 0.100(3) 0.005(2) 0.022(2) 0.010(2)
  C15 0.071(3) 0.068(3) 0.055(3) 0.012(2) 0.005(2) 0.010(2)
  C17 0.062(3) 0.074(3) 0.084(3) 0.026(2) 0.025(2) 0.009(2)
  C10 0.033(2) 0.055(2) 0.046(2) -0.0026(18) 0.0144(18) -0.0071(19)
  C11 0.039(2) 0.058(2) 0.040(2) -0.0082(19) 0.0094(19) 0.0053(19)
  C13 0.060(3) 0.103(4) 0.055(3) -0.005(2) 0.022(2) 0.017(2)
  C12 0.040(2) 0.048(2) 0.042(2) -0.0039(18) 0.0040(18) 0.0094(18)
  Cl1 0.0667(7) 0.0591(7) 0.0526(7) 0.0129(6) 0.0248(6) 0.0008(5)
  O2 0.125(3) 0.134(3) 0.055(2) 0.006(2) -0.018(2) -0.011(2)
  O3 0.132(3) 0.053(2) 0.264(5) 0.001(2) 0.039(3) -0.035(3)
  O4 0.140(3) 0.119(3) 0.0518(18) -0.035(2) 0.0328(18) 0.0072(18)
  O5 0.105(3) 0.252(5) 0.106(3) 0.072(3) 0.075(2) 0.037(3)
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
  O1 C8 . 1.378(4) yes
  O1 H1 . 0.8200 ?
  N1 C1 . 1.492(4) yes
  N1 C6 . 1.506(4) yes
  N1 C5 . 1.506(4) yes
  N1 H2 . 0.9100 ?
  C1 C2 . 1.512(5) ?
  C1 H1A . 0.9700 ?
  C1 H1B . 0.9700 ?
  C2 C3 . 1.516(5) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 C4 . 1.513(5) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 C5 . 1.511(4) ?
  C4 H4A . 0.9700 ?
  C4 H4B . 0.9700 ?
  C5 H5A . 0.9700 ?
  C5 H5B . 0.9700 ?
  C6 C7 . 1.503(4) ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C7 C8 . 1.395(4) ?
  C7 C12 . 1.396(4) ?
  C8 C9 . 1.408(4) ?
  C9 C10 . 1.377(4) ?
  C9 C14 . 1.536(4) ?
  C14 C17 . 1.524(5) ?
  C14 C15 . 1.537(4) ?
  C14 C16 . 1.542(5) ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C15 H15A . 0.9600 ?
  C15 H15B . 0.9600 ?
  C15 H15C . 0.9600 ?
  C17 H17B . 0.9600 ?
  C17 H17C . 0.9600 ?
  C17 H17A . 0.9600 ?
  C10 C11 . 1.387(4) ?
  C10 H10A . 0.9300 ?
  C11 C12 . 1.371(5) ?
  C11 C13 . 1.512(5) ?
  C13 H13C . 0.9600 ?
  C13 H13B . 0.9600 ?
  C13 H13A . 0.9600 ?
  C12 H12A . 0.9300 ?
  Cl1 O3 . 1.384(3) ?
  Cl1 O5 . 1.390(3) ?
  Cl1 O2 . 1.402(3) ?
  Cl1 O4 . 1.411(3) ?