data_2014188
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o589
_journal_page_last  o591
_publ_section_title
;
A supramolecular ladder motif in
2-(2,2,6,6-tetramethylpiperidin-1-yloxy)propane-1,3-diol
;
loop_
_publ_author_name
  'Schmittel, Michael'
  'Lal, Mukul'
  'Schlosser, Marc'
  'Deiseroth, Hans-J\"org'
_chemical_formula_moiety  'C12 H25 N O3'
_chemical_formula_sum  'C12 H25 N O3'
_chemical_formula_iupac  'C12 H25 N O3'
_chemical_formula_weight  231.33
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.6525(13)
_cell_length_b  14.6357(8)
_cell_length_c  6.1793(5)
_cell_angle_alpha  90.00
_cell_angle_beta  93.801(10)
_cell_angle_gamma  90.00
_cell_volume  1322.23(17)
_cell_formula_units_Z  4
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.162
_diffrn_ambient_temperature  173(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 0.83695(5) 0.19447(5) 0.09459(13) 0.01920(17) Uani d . 1 . . N
  O1 0.87895(4) 0.28244(4) 0.15085(10) 0.01944(15) Uani d . 1 . . O
  O2 0.93334(5) 0.40403(5) -0.35090(11) 0.02823(18) Uani d . 1 . . O
  H2 0.9614(10) 0.4535(10) -0.303(2) 0.042 Uiso d . 1 . . H
  O3 0.97076(5) 0.44377(5) 0.22922(11) 0.02349(16) Uani d . 1 . . O
  H3 0.9485(9) 0.4193(9) 0.340(2) 0.035 Uiso d . 1 . . H
  C1 0.73809(6) 0.20290(7) 0.14236(16) 0.0225(2) Uani d . 1 . . C
  C2 0.69463(7) 0.10860(7) 0.0970(2) 0.0314(2) Uani d . 1 . . C
  H2A 0.6300 0.1105 0.1342 0.038 Uiso calc R 1 . . H
  H2B 0.6953 0.0953 -0.0600 0.038 Uiso calc R 1 . . H
  C3 0.74314(8) 0.03201(8) 0.2232(2) 0.0393(3) Uani d . 1 . . C
  H3A 0.7143 -0.0273 0.1826 0.047 Uiso calc R 1 . . H
  H3B 0.7382 0.0415 0.3806 0.047 Uiso calc R 1 . . H
  C4 0.84318(8) 0.03101(7) 0.1719(2) 0.0356(3) Uani d . 1 . . C
  H4A 0.8472 0.0155 0.0169 0.043 Uiso calc R 1 . . H
  H4B 0.8753 -0.0175 0.2589 0.043 Uiso calc R 1 . . H
  C5 0.89214(7) 0.12252(7) 0.21828(17) 0.0246(2) Uani d . 1 . . C
  C6 0.93335(6) 0.31733(6) -0.01723(14) 0.01936(18) Uani d . 1 . . C
  H6 0.9619 0.2649 -0.0916 0.023 Uiso calc R 1 . . H
  C7 0.87718(7) 0.37361(7) -0.18464(16) 0.0233(2) Uani d . 1 . . C
  H7A 0.8262 0.3361 -0.2497 0.028 Uiso calc R 1 . . H
  H7B 0.8507 0.4271 -0.1133 0.028 Uiso calc R 1 . . H
  C8 1.00801(6) 0.37259(6) 0.10436(16) 0.02108(19) Uani d . 1 . . C
  H8A 1.0455 0.3316 0.2017 0.025 Uiso calc R 1 . . H
  H8B 1.0485 0.3996 -0.0008 0.025 Uiso calc R 1 . . H
  C9 0.69230(7) 0.27123(8) -0.01684(18) 0.0282(2) Uani d . 1 . . C
  H9A 0.7163 0.3326 0.0152 0.034 Uiso calc R 1 . . H
  H9B 0.6261 0.2707 -0.0027 0.034 Uiso calc R 1 . . H
  H9C 0.7051 0.2542 -0.1652 0.034 Uiso calc R 1 . . H
  C10 0.72040(7) 0.23651(8) 0.37195(17) 0.0303(2) Uani d . 1 . . C
  H10A 0.7340 0.1872 0.4765 0.036 Uiso calc R 1 . . H
  H10B 0.6562 0.2546 0.3765 0.036 Uiso calc R 1 . . H
  H10C 0.7598 0.2891 0.4089 0.036 Uiso calc R 1 . . H
  C11 0.98569(7) 0.11664(7) 0.12177(19) 0.0290(2) Uani d . 1 . . C
  H11A 0.9771 0.1122 -0.0365 0.035 Uiso calc R 1 . . H
  H11B 1.0184 0.0624 0.1789 0.035 Uiso calc R 1 . . H
  H11C 1.0214 0.1715 0.1613 0.035 Uiso calc R 1 . . H
  C12 0.90958(8) 0.13938(8) 0.46359(18) 0.0347(3) Uani d . 1 . . C
  H12A 0.9248 0.2039 0.4890 0.042 Uiso calc R 1 . . H
  H12B 0.9606 0.1011 0.5203 0.042 Uiso calc R 1 . . H
  H12C 0.8545 0.1239 0.5375 0.042 Uiso calc R 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 0.0186(3) 0.0187(4) 0.0204(4) -0.0051(3) 0.0015(3) -0.0027(3)
  O1 0.0233(3) 0.0193(3) 0.0160(3) -0.0070(2) 0.0036(2) -0.0028(3)
  O2 0.0402(4) 0.0294(4) 0.0155(3) -0.0138(3) 0.0047(3) -0.0014(3)
  O3 0.0307(3) 0.0229(3) 0.0173(3) -0.0085(3) 0.0049(3) -0.0022(3)
  C1 0.0191(4) 0.0286(5) 0.0200(4) -0.0043(3) 0.0033(3) -0.0021(4)
  C2 0.0232(5) 0.0347(6) 0.0364(6) -0.0105(4) 0.0043(4) -0.0040(5)
  C3 0.0344(6) 0.0290(5) 0.0550(8) -0.0130(4) 0.0068(5) 0.0037(5)
  C4 0.0328(5) 0.0227(5) 0.0514(7) -0.0052(4) 0.0035(5) 0.0028(5)
  C5 0.0241(5) 0.0216(4) 0.0280(5) -0.0023(4) 0.0018(4) 0.0033(4)
  C6 0.0207(4) 0.0210(4) 0.0169(4) -0.0041(3) 0.0052(3) -0.0009(4)
  C7 0.0253(4) 0.0286(5) 0.0158(4) -0.0062(4) 0.0007(3) 0.0004(4)
  C8 0.0190(4) 0.0239(4) 0.0203(4) -0.0023(3) 0.0013(3) 0.0011(4)
  C9 0.0204(4) 0.0380(5) 0.0259(5) -0.0001(4) 0.0007(4) -0.0001(5)
  C10 0.0277(5) 0.0413(6) 0.0228(5) -0.0026(4) 0.0083(4) -0.0033(5)
  C11 0.0246(5) 0.0243(5) 0.0380(6) 0.0012(4) 0.0020(4) 0.0003(4)
  C12 0.0353(6) 0.0421(6) 0.0262(5) 0.0007(5) -0.0018(4) 0.0087(5)
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 O1 . 1.4591(9) ?
  N1 C1 . 1.5024(12) ?
  N1 C5 . 1.5050(13) ?
  O1 C6 . 1.4438(10) ?
  O2 C7 . 1.4293(12) ?
  O2 H2 . 0.873(15) ?
  O3 C8 . 1.4263(12) ?
  O3 H3 . 0.855(15) ?
  C1 C9 . 1.5266(14) ?
  C1 C2 . 1.5380(14) ?
  C1 C10 . 1.5397(14) ?
  C2 C3 . 1.5155(17) ?
  C2 H2A . 0.9900 ?
  C2 H2B . 0.9900 ?
  C3 C4 . 1.5201(16) ?
  C3 H3A . 0.9900 ?
  C3 H3B . 0.9900 ?
  C4 C5 . 1.5374(14) ?
  C4 H4A . 0.9900 ?
  C4 H4B . 0.9900 ?
  C5 C11 . 1.5330(14) ?
  C5 C12 . 1.5403(16) ?
  C6 C8 . 1.5187(13) ?
  C6 C7 . 1.5209(13) ?
  C6 H6 . 1.0000 ?
  C7 H7A . 0.9900 ?
  C7 H7B . 0.9900 ?
  C8 H8A . 0.9900 ?
  C8 H8B . 0.9900 ?
  C9 H9A . 0.9800 ?
  C9 H9B . 0.9800 ?
  C9 H9C . 0.9800 ?
  C10 H10A . 0.9800 ?
  C10 H10B . 0.9800 ?
  C10 H10C . 0.9800 ?
  C11 H11A . 0.9800 ?
  C11 H11B . 0.9800 ?
  C11 H11C . 0.9800 ?
  C12 H12A . 0.9800 ?
  C12 H12B . 0.9800 ?
  C12 H12C . 0.9800 ?