data_2010384
_journal_name_full  'Acta Crystallographica'
_journal_year  1995
_journal_volume  C51
_journal_page_first  121
_journal_page_last  123
_publ_section_title
;
Piperidine Nitroxide Radicals with Heterocyclic Ring Substituents.
4-Hydroxy-2,2,6,6-tetramethyl-4-(2-pyridylmethyl 1-oxide)piperidine 1-
oxide
;
loop_
_publ_author_name
  'Olszak, Tomasz A.'
  'Sobczynski, Piotr H.'
  'Brzozowski, A.M.'
  'Grabowski, M.J.'
  'Gwozdzinski, Krzysztof'
_chemical_formula_sum  'C15 H23 N2 O3'
_chemical_formula_weight  279.4
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_cell_length_a  6.4000(10)
_cell_length_b  10.7670(10)
_cell_length_c  11.203(2)
_cell_angle_alpha  91.620(10)
_cell_angle_beta  91.34(2)
_cell_angle_gamma  102.2(2)
_cell_volume  753.9(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  'Room temperature'
_exptl_crystal_density_diffrn  1.2310(10)
_refine_ls_R_factor_obs  0.045
_refine_ls_wR_factor_obs  0.043
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  N(100) .1062(2) .26030(10)
  .22970(10)
  .0382(4)
  O(100) .2377(2) .19230(10)
  .18570(10)
  .0529(5)
  C(200) -.1104(3) .21920(10)
  .21500(10)
  .0358(5)
  C(300) -.2397(3) .2912(2) .2678(2) .0469(7)
  C(400) -.1553(4) .4040(2) .3306(2) .0534(7)
  C(500) .0630(3) .4451(2) .3382(2) .0505(7)
  C(600) .1905(3) .3727(2) .2879(2) .0449(6)
  C(31) -.1974(3) .1037(2) .1366(2) .0387(6)
  N(1) -.3920(2) -.27130(10)
  .27850(10)
  .0394(5)
  O(1) -.4579(2) -.38210(10)
  .32040(10)
  .0580(6)
  C(1) -.2798(3) -.1712(2) .36660(10)
  .0416(5)
  C(11) -.4169(6) -.1776(3) .4764(2) .0671(11)
  C(12) -.0631(4) -.2012(2) .4020(2) .0567(8)
  C(2) -.2585(3) -.0394(2) .3128(2) .0396(6)
  C(3) -.1860(3) -.02820(10)
  .18480(10)
  .0340(5)
  O(3) .0253(2) -.05000(10)
  .17360(10)
  .0488(5)
  C(4) -.3407(3) -.1279(2) .1084(2) .0380(6)
  C(5) -.3674(3) -.2660(2) .1466(2) .0385(6)
  C(51) -.1821(4) -.3263(2) .1106(2) .0547(8)
  C(52) -.5746(4) -.3431(2) .0873(2) .0611(8)
  H(3) .111(4)  .028(3)  .185(2)  .084(8)
  H(300) -.396(3)  .2577(19) .2574(17) .057(6)
  H(400) -.255(4)  .453(2)  .3675(19) .071(7)
  H(500) .135(3)  .525(2)  .3768(19) .066(6)
  H(600) .344(4)  .393(2)  .2898(19) .066(7)
  H(311) -.348(3)  .1037(17) .1211(16) .043(5)
  H(312) -.125(3)  .1092(16) .0587(16) .038(5)
  H(111) -.432(4)  -.258(3)  .509(2)  .080(8)
  H(112) -.356(4)  -.109(3)  .533(2)  .083(8)
  H(113) -.557(4)  -.166(2)  .452(2)  .075(9)
  H(121) .033(4)  -.196(2)  .332(2)  .076(8)
  H(122) -.085(4)  -.286(2)  .437(2)  .073(7)
  H(123) -.001(4)  -.137(2)  .466(2)  .083(8)
  H(21) -.156(3)  .0205(19) .3641(18) .051(6)
  H(22) -.403(3)  -.0151(17) .3135(16) .044(5)
  H(41) -.292(3)  -.1258(16) .0222(16) .039(5)
  H(42) -.487(3)  -.1058(18) .1101(17) .052(6)
  H(511) -.042(4)  -.277(2)  .145(2)  .073(7)
  H(512) -.210(4)  -.413(3)  .139(2)  .081(8)
  H(513) -.166(4)  -.332(2)  .023(2)  .071(7)
  H(521) -.562(4)  -.336(2)  -.002(2)  .079(8)
  H(522) -.696(4)  -.308(3)  .117(2)  .088(9)
  H(523) -.593(4)  -.433(3)  .109(2)  .093(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  N(100) O(100) 1.322(2) yes
  N(100) C(200) 1.368(2) yes
  N(100) C(600) 1.358(2) yes
  C(200) C(300) 1.380(3) yes
  C(200) C(31) 1.500(2) yes
  C(300) C(400) 1.385(3) yes
  C(400) C(500) 1.373(3) yes
  C(500) C(600) 1.363(3) yes
  C(31) C(3) 1.549(3) yes
  N(1) O(1) 1.284(2) yes
  N(1) C(1) 1.494(2) yes
  N(1) C(5) 1.491(3) yes
  C(1) C(11) 1.522(3) yes
  C(1) C(12) 1.535(3) yes
  C(1) C(2) 1.538(3) yes
  C(2) C(3) 1.518(3) yes
  C(3) O(3) 1.428(2) yes
  C(3) C(4) 1.525(2) yes
  C(4) C(5) 1.535(3) yes
  C(5) C(51) 1.524(3) yes
  C(5) C(52) 1.533(3) yes
  O(3) O(100) 2.673(2) yes
  O(3) H(3) 0.90(2) yes
  O(100) H(3) 1.79(3) yes
  C(300) H(300) 0.99(2) no
  C(400) H(400) 1.00(2) no
  C(500) H(500) 0.97(2) no
  C(600) H(600) 0.96(2) no
  C(31) H(311) 0.97(2) no
  C(31) H(312) 0.99(2) no
  C(11) H(111) 0.93(3) no
  C(11) H(112) 0.97(2) no
  C(11) H(113) 0.96(3) no
  C(12) H(121) 1.00(3) no
  C(12) H(122) 0.98(2) no
  C(12) H(123) 1.00(2) no
  C(2) H(21) 0.98(2) no
  C(2) H(22) 1.01(2) no
  O(3) H(3) 0.90(2) no
  C(4) H(41) 1.02(2) no
  C(4) H(42) 1.01(2) no
  C(51) H(511) 1.00(2) no
  C(51) H(512) 0.98(3) no
  C(51) H(513) 0.99(2) no
  C(52) H(521) 1.01(3) no
  C(52) H(522) 0.99(3) no
  C(52) H(523) 0.98(3) no