data_2007084
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  439
_journal_page_last  440
_publ_section_title
;
Anticancer Agents. III. 4,4'-(Hexane-1,6-diyl)bis(piperazine-2,6-dione)
;
loop_
_publ_author_name
  'Liu, Q.'
  'Zhang, S.-W.'
  'Shao, M.-C.'
_chemical_formula_moiety  'C14 H22 N4 O4'
_chemical_formula_sum  'C14 H22 N4 O4'
_chemical_formula_weight  310.4
_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,1/2-y,1/2+z'
  '-x,-y,-z'
  '-x,1/2+y,1/2-z'
_cell_length_a  10.756(2)
_cell_length_b  7.0690(10)
_cell_length_c  10.160(2)
_cell_angle_alpha  90.
_cell_angle_beta  91.90(3)
_cell_angle_gamma  90.
_cell_volume  772.1(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  295.00(10)
_exptl_crystal_density_diffrn  1.335
_exptl_crystal_density_meas  1.3290(10)
_diffrn_ambient_temperature  295.00(10)
_refine_ls_R_factor_obs  .058
_refine_ls_wR_factor_obs  .053
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
  N(1) .1196(2) .0792(4) .8787(3) .0450(10)
  Uij ? ? N
  N(2) .2818(2) -.0743(3) .7112(2) .0390(10)
  Uij ? ? N
  O(1) .0161(2) -.1969(3) .8899(2) .0580(10)
  Uij ? ? O
  O(2) .2040(2) .3676(3) .8527(3) .0670(10)
  Uij ? ? O
  C(1) .4839(3) -.3959(4) .5015(3) .0440(10)
  Uij ? ? C
  C(2) .3882(3) -.3482(5) .6060(3) .0430(10)
  Uij ? ? C
  C(3) .3542(3) -.1412(5) .5992(3) .0460(10)
  Uij ? ? C
  C(4) .2647(3) .1281(5) .7027(3) .0450(10)
  Uij ? ? C
  C(5) .1613(3) -.1675(5) .7180(3) .0440(10)
  Uij ? ? C
  C(6) .1960(3) .2052(4) .8173(3) .0450(10)
  Uij ? ? C
  C(7) .0932(3) -.0998(4) .8366(3) .0420(10)
  Uij ? ? C
  H(11) .447(3)  -.363(4)  .409(3)  .048(8) Uiso ? ? H
  H(12) .554(3)  -.312(5)  .520(3)  .063(10) Uiso ? ? H
  H(21) .422(3)  -.371(5)  .702(3)  .059(9) Uiso ? ? H
  H(22) .315(3)  -.439(4)  .590(3)  .043(8) Uiso ? ? H
  H(31) .308(3)  -.116(4)  .510(3)  .045(8) Uiso ? ? H
  H(32) .429(3)  -.052(4)  .597(3)  .053(9) Uiso ? ? H
  H(41) .218(3)  .162(4)  .618(3)  .044(8) Uiso ? ? H
  H(42) .336(3)  .201(5)  .699(3)  .062(10) Uiso ? ? H
  H(51) .172(2)  -.304(4)  .724(2)  .030(7) Uiso ? ? H
  H(52) .115(2)  -.140(4)  .642(3)  .031(7) Uiso ? ? H
  H(0N) .093(3)  .114(5)  .947(3)  .064(11) Uiso ? ? 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
_atom_site_aniso_type_symbol
  O .0730(10)
  .0280(10)
  .0570(10)
  .0030(10)
  .0340(10)
  .0040(10)
  O
  N(1) .0540(10)
  .0280(10)
  .0400(10)
  -.0010(10)
  .0240(10)
  .0010(10)
  N
  N(2) .0560(10)
  .0530(10)
  .0550(10)
  -.0020(10)
  .0290(10)
  -.0060(10)
  N
  C(1) .0510(10)
  .0320(10)
  .0400(10)
  .0000(10)
  .0230(10)
  .0030(10)
  C
  C(2) .0480(10)
  .0310(10)
  .0400(10)
  .0010(10)
  .0200(10)
  .0020(10)
  C
  C(3) .0440(10)
  .0320(10)
  .0410(10)
  .0000(10)
  .0200(10)
  .0010(10)
  C
  C(4) .0460(10)
  .0290(10)
  .0370(10)
  -.0010(10)
  .0160(10)
  .0010(10)
  C
  C(5) .0430(10)
  .0310(10)
  .0340(10)
  -.0050(10)
  .0130(10)
  -.0030(10)
  C
  C(6) .0520(10)
  .0360(10)
  .0420(10)
  -.0010(10)
  .0160(10)
  .0010(10)
  C
  C(7) .0660(10)
  .0440(10)
  .0420(10)
  -.0080(10)
  .0170(10)
  .0050(10)
  C
  C(8) .0620(10)
  .0520(10)
  .0460(10)
  -.0130(10)
  .0290(10)
  -.0060(10)
  C
  C(9) .0480(10)
  .0390(10)
  .0430(10)
  .0010(10)
  .0180(10)
  -.0030(10)
  C
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  N(1) C(6) . . 1.376(4) yes
  N(1) C(7) . . 1.363(4) yes
  N(1) H(0N) . .  .80(3)  no
  N(2) C(3) . . 1.478(4) yes
  N(2) C(4) . . 1.445(4) yes
  N(2) C(5) . . 1.458(4) yes
  O(1) C(7) . . 1.217(4) yes
  O(2) C(6) . . 1.205(4) yes
  C(1) C(2) . . 1.540(4) yes
  C(1) H(11) . . 1.04(3)  no
  C(1) H(12) . .  .98(3)  no
  C(1) C(1) . 3_646 1.512(6) yes
  C(2) C(3) . . 1.510(5) yes
  C(2) H(21) . . 1.04(3)  no
  C(2) H(22) . . 1.03(3)  no
  C(3) H(31) . . 1.04(3)  no
  C(3) H(32) . . 1.02(3)  no
  C(4) C(6) . . 1.502(5) yes
  C(4) H(41) . . 1.02(3)  no
  C(4) H(42) . .  .92(3)  no
  C(5) C(7) . . 1.508(4) yes
  C(5) H(51) . .  .97(3)  no
  C(5) H(52) . .  .92(3)  no