data_2011259
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e341
_journal_page_last  e342
_publ_section_title
;
3,6-Bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
;
loop_
_publ_author_name
  'Razak, Ibrahim Abdul'
  'Shanmuga Sundara Raj, S.'
  'Fun, Hoong-Kun'
  'Chen, Zhen-Feng'
  'Zhang, Jing'
  'Xiong, Ren-Gen'
  'You, Xiao-Zeng'
_chemical_formula_sum  'C18 H18 N2 O4'
_chemical_formula_weight  326.34
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  16.2590(6)
_cell_length_b  8.0575(2)
_cell_length_c  14.7794(6)
_cell_angle_alpha  90.00
_cell_angle_beta  121.967(2)
_cell_angle_gamma  90.00
_cell_volume  1642.60(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.320
_diffrn_ambient_temperature  293(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
  O1  .38842(11)  .4776(2)  .60768(13)  .0479(5) Uani d . 1 . . O
  O2  .17469(13)  .2719(2)  .86188(14)  .0504(5) Uani d . 1 . . O
  H2B  .1548  .1824  .8691  .076 Uiso calc R 1 . . H
  N1  .23795(13)  .4142(2)  .47295(13)  .0327(5) Uani d . 1 . . N
  H1B  .2313  .5151  .4512  .039 Uiso calc R 1 . . H
  C1  .16070(17)  .4491(3)  .6270(2)  .0417(6) Uani d . 1 . . C
  H1A  .1866  .5390  .6108  .050 Uiso calc R 1 . . H
  C2  .18791(18)  .4229(3)  .7322(2)  .0434(6) Uani d . 1 . . C
  H2A  .2331  .4923  .7859  .052 Uiso calc R 1 . . H
  C3  .14698(17)  .2920(3)  .75663(19)  .0372(6) Uani d . 1 . . C
  C4  .08106(17)  .1891(3)  .6764(2)  .0420(6) Uani d . 1 . . C
  H4A  .0534  .1016  .6923  .050 Uiso calc R 1 . . H
  C5  .05592(17)  .2157(3)  .5722(2)  .0421(6) Uani d . 1 . . C
  H5A  .0111  .1455  .5188  .051 Uiso calc R 1 . . H
  C6  .09590(16)  .3446(3)  .54526(19)  .0350(6) Uani d . 1 . . C
  C7  .07076(16)  .3670(3)  .43149(19)  .0411(6) Uani d . 1 . . C
  H7A  .0577  .4835  .4125  .049 Uiso calc R 1 . . H
  H7B  .0120  .3054  .3840  .049 Uiso calc R 1 . . H
  C8  .15251(16)  .3078(3)  .41453(17)  .0323(5) Uani d . 1 . . C
  H8A  .1210  .3218  .3254  .039 Uiso d R 1 . . H
  C9  .32480(16)  .3731(3)  .55595(17)  .0313(5) Uani d . 1 . . C
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  .0405(10)  .0382(9)  .0603(11)  -.0115(8)  .0235(9)  -.0191(8)
  O2  .0729(12)  .0357(9)  .0512(11)  -.0126(9)  .0386(10)  -.0064(8)
  N1  .0396(11)  .0238(9)  .0371(11)  -.0001(8)  .0220(9)  .0031(8)
  C1  .0499(15)  .0353(12)  .0571(17)  -.0115(11)  .0401(13)  -.0097(12)
  C2  .0539(16)  .0386(13)  .0507(16)  -.0168(12)  .0366(13)  -.0154(12)
  C3  .0444(14)  .0327(12)  .0424(14)  -.0014(11)  .0284(12)  -.0037(11)
  C4  .0446(15)  .0326(12)  .0551(16)  -.0068(11)  .0307(13)  -.0014(12)
  C5  .0362(14)  .0365(13)  .0514(16)  -.0090(11)  .0216(12)  -.0115(12)
  C6  .0299(12)  .0343(12)  .0447(14)  .0030(10)  .0224(11)  -.0038(11)
  C7  .0341(13)  .0404(13)  .0443(14)  .0072(11)  .0176(11)  -.0006(11)
  C8  .0314(12)  .0305(11)  .0288(12)  -.0008(10)  .0118(10)  .0001(10)
  C9  .0356(13)  .0320(11)  .0316(12)  -.0009(11)  .0214(11)  -.0071(10)
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 C9 . 1.236(2) yes
  O2 C3 . 1.381(3) yes
  O2 H2B .  .8200 ?
  N1 C9 . 1.332(3) yes
  N1 C8 . 1.463(3) yes
  N1 H1B .  .8600 ?
  C1 C2 . 1.389(3) ?
  C1 C6 . 1.389(3) ?
  C1 H1A .  .9300 ?
  C2 C3 . 1.393(3) ?
  C2 H2A .  .9300 ?
  C3 C4 . 1.377(3) ?
  C4 C5 . 1.385(3) ?
  C4 H4A .  .9300 ?
  C5 C6 . 1.391(3) ?
  C5 H5A .  .9300 ?
  C6 C7 . 1.516(3) ?
  C7 C8 . 1.552(3) yes
  C7 H7A .  .9700 ?
  C7 H7B .  .9700 ?
  C8 C9 7_556 1.510(3) ?
  C8 H8A . 1.1383 ?
  C9 C8 7_556 1.510(3) ?