#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006022.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_2006022
_journal_name_full  'Acta Crystallographica'
_journal_year       1997
_journal_volume C53
_journal_page_first 327
_journal_page_last 329
_publ_section_title
;
1-Acetyl-4-[(1R,2S,5R)-3-menthyloxycarbonyl]piperazine-2,5-dione
;
_chemical_formula_moiety 'C17 H26 N2 O5'
_chemical_formula_sum 'C17 H26 N2 O5'
_chemical_formula_weight 338.40
_symmetry_cell_setting monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  ' +x, +y, +z'
  ' -x,1/2+y, -z'
_symmetry_space_group_name_H-M 'P 21 '
_cell_length_a 9.977(4)
_cell_length_b 5.757(4)
_cell_length_c 16.047(3)
_cell_angle_alpha 90
_cell_angle_beta 96.26(2)
_cell_angle_gamma 90
_cell_volume 916.2(8)
_cell_formula_units_Z 2
_exptl_crystal_density_diffrn 1.227
_cell_measurement_temperature 296(1)
_refine_ls_R_factor_obs 0.0983
_refine_ls_wR_factor_obs 0.0448
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  O(2) 1.000 0.6018(4) 0.5478 0.5000(3) 0.097(2)
  O(5) 1.000 0.9147(3) -0.200(1) 0.5044(2) 0.066(1)
  O(7) 1.000 0.6633(5) 0.128(2) 0.7036(3) 0.137(3)
  O(9) 1.000 0.8738(5) -0.170(1) 0.3348(3) 0.077(2)
  O(10) 1.000 0.8545(4) 0.209(1) 0.3014(2) 0.067(1)
  N(1) 1.000 0.7015(4) 0.245(1) 0.5756(3) 0.055(2)
  N(4) 1.000 0.8104(4) 0.098(1) 0.4288(3) 0.048(1)
  C(1') 1.000 0.8973(6) 0.170(1) 0.2173(3) 0.065(2)
  C(2) 1.000 0.6790(6) 0.386(2) 0.5064(4) 0.059(2)
  C(2') 1.000 0.8370(7) 0.369(2) 0.1656(3) 0.082(2)
  C(3) 1.000 0.7646(5) 0.342(1) 0.4358(3) 0.056(2)
  C(3') 1.000 0.8998(8) 0.370(2) 0.0811(4) 0.113(3)
  C(4') 1.000 1.0512(9) 0.365(2) 0.0930(4) 0.114(3)
  C(5) 1.000 0.8514(5) -0.018(1) 0.5013(4) 0.050(2)
  C(5') 1.000 1.1036(7) 0.153(2) 0.1414(4) 0.079(2)
  C(6) 1.000 0.8133(5) 0.084(1) 0.5812(3) 0.061(2)
  C(6') 1.000 1.0483(6) 0.159(2) 0.2268(3) 0.076(2)
  C(7) 1.000 0.6283(6) 0.250(2) 0.6465(4) 0.088(3)
  C(7') 1.000 0.6812(9) 0.371(2) 0.1536(6) 0.144(4)
  C(8) 1.000 0.5165(6) 0.423(2) 0.6482(4) 0.091(3)
  C(8') 1.000 0.621(1) 0.574(3) 0.148(1) 0.32(1)
  C(9) 1.000 0.8509(5) 0.031(2) 0.3512(4) 0.059(2)
  C(9') 1.000 0.622(1) 0.192(3) 0.0951(9) 0.217(6)
  C(10') 1.000 1.2554(7) 0.136(2) 0.1507(4) 0.140(4)
  H(1') 1.000 0.8611 0.0271 0.1951 0.078
  H(2') 1.000 0.8652 0.5078 0.1944 0.098
  H(3a) 1.000 0.7134 0.3831 0.3846 0.068
  H(3b) 1.000 0.8422 0.4383 0.4444 0.068
  H(3'a) 1.000 0.8716 0.5070 0.0511 0.136
  H(3'b) 1.000 0.8683 0.2376 0.0496 0.136
  H(4'a) 1.000 1.0837 0.3630 0.0395 0.137
  H(4'b) 1.000 1.0831 0.4999 0.1227 0.137
  H(5') 1.000 1.0683 0.0196 0.1121 0.095
  H(6a) 1.000 0.8902 0.1627 0.6075 0.073
  H(6b) 1.000 0.7914 -0.0420 0.6157 0.073
  H(6'a) 1.000 1.0766 0.0229 0.2572 0.091
  H(6'b) 1.000 1.0829 0.2921 0.2569 0.091
  H(7') 1.000 0.6591 0.3156 0.2062 0.173
  H(8'a) 1.000 0.6045 0.6241 0.2023 0.384
  H(8'b) 1.000 0.5382 0.5606 0.1132 0.384
  H(8'c) 1.000 0.6774 0.6832 0.1244 0.384
  H(8a) 1.000 0.4776 0.4087 0.6994 0.109
  H(8b) 1.000 0.4497 0.3952 0.6025 0.109
  H(8c) 1.000 0.5516 0.5757 0.6439 0.109
  H(9'a) 1.000 0.6506 0.0426 0.1154 0.261
  H(9'b) 1.000 0.5268 0.2010 0.0908 0.261
  H(9'c) 1.000 0.6519 0.2160 0.0414 0.261
  H(10'a) 1.000 1.2818 -0.0173 0.1667 0.168
  H(10'b) 1.000 1.2921 0.2424 0.1925 0.168
  H(10'c) 1.000 1.2878 0.1730 0.0988 0.168
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
  O(2) . C(2) . 1.204(9)
  O(5) . C(5) . 1.229(9)
  O(7) . C(7) . 1.18(1)
  O(9) . C(9) . 1.22(1)
  O(10) . C(1') . 1.478(7)
  O(10) . C(9) . 1.304(9)
  N(1) . C(2) . 1.375(9)
  N(1) . C(6) . 1.446(8)
  N(1) . C(7) . 1.418(9)
  N(4) . C(3) . 1.484(9)
  N(4) . C(5) . 1.365(9)
  N(4) . C(9) . 1.403(8)
  C(1') . C(2') . 1.50(1)
  C(1') . C(6') . 1.500(9)
  C(1') . H(1') . 0.95
  C(2) . C(3) . 1.515(9)
  C(2') . C(3') . 1.55(1)
  C(2') . C(7') . 1.55(1)
  C(2') . H(2') . 0.95
  C(3) . H(3a) . 0.95
  C(3) . H(3b) . 0.95
  C(3') . C(4') . 1.50(1)
  C(3') . H(3'a) . 0.95
  C(3') . H(3'b) . 0.95
  C(4') . C(5') . 1.51(1)
  C(4') . H(4'a) . 0.95
  C(4') . H(4'b) . 0.95
  C(5) . C(6) . 1.492(9)
  C(5') . C(6') . 1.531(9)
  C(5') . C(10') . 1.51(1)
  C(5') . H(5') . 0.95
  C(6) . H(6b) . 0.95
  C(6) . H(6a) . 0.95
  C(6') . H(6'a) . 0.95
  C(6') . H(6'b) . 0.95
  C(7') . C(8') . 1.31(2)
  C(7') . C(9') . 1.47(2)
  C(7') . H(7') . 0.95
  C(7) . C(8) . 1.50(1)
  C(8') . H(8'b) . 0.95
  C(8') . H(8'c) . 0.94
  C(8') . H(8'a) . 0.95
  C(8) . H(8b) . 0.95
  C(8) . H(8c) . 0.95
  C(8) . H(8a) . 0.95
  C(9') . H(9'b) . 0.95
  C(9') . H(9'c) . 0.95
  C(9') . H(9'a) . 0.95
  C(10') . H(10'b) . 0.95
  C(10') . H(10'c) . 0.95
  C(10') . H(10'a) . 0.95
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
  O(2) 0.112(3) 0.051(4) 0.045(3) 0.074(4) 0.028(3) 0.111(4)
  O(5) 0.073(3) 0.015(3) 0.000(2) 0.041(3) 0.000(3) 0.082(3)
  O(7) 0.160(5) 0.073(5) 0.050(3) 0.178(8) 0.038(5) 0.080(3)
  O(9) 0.115(4) 0.004(3) 0.026(3) 0.039(3) -0.006(3) 0.080(3)
  O(10) 0.104(3) 0.005(3) 0.023(2) 0.044(3) 0.008(2) 0.056(2)
  N(1) 0.052(3) 0.014(3) 0.002(2) 0.057(4) -0.002(3) 0.056(3)
  N(4) 0.052(3) 0.004(3) 0.007(2) 0.042(3) 0.005(3) 0.051(3)
  C(1') 0.090(4) 0.001(4) 0.016(3) 0.052(5) 0.003(4) 0.054(3)
  C(2) 0.053(4) 0.009(3) 0.003(3) 0.055(5) 0.008(4) 0.069(4)
  C(2') 0.117(6) 0.006(5) 0.012(4) 0.063(5) 0.006(4) 0.065(4)
  C(3) 0.074(4) 0.006(3) 0.014(3) 0.037(4) 0.004(4) 0.060(4)
  C(3') 0.180(7) 0.029(7) 0.016(5) 0.100(7) 0.012(5) 0.060(4)
  C(4') 0.166(8) -0.015(8) 0.049(5) 0.109(8) -0.006(6) 0.076(5)
  C(5) 0.046(3) -0.003(3) -0.002(3) 0.046(4) -0.003(4) 0.057(4)
  C(5') 0.092(5) -0.008(5) 0.015(3) 0.093(7) -0.013(4) 0.052(4)
  C(6) 0.069(4) 0.012(4) 0.009(3) 0.057(5) 0.007(4) 0.058(3)
  C(6') 0.087(4) -0.006(4) 0.010(3) 0.089(6) -0.005(4) 0.053(3)
  C(7') 0.106(7) 0.051(8) -0.027(6) 0.15(1) -0.037(9) 0.166(8)
  C(7) 0.072(4) 0.032(5) 0.015(4) 0.133(9) -0.003(5) 0.062(4)
  C(8') 0.12(1) 0.04(1) 0.03(1) 0.22(2) -0.17(2) 0.62(3)
  C(8) 0.085(5) 0.028(5) 0.024(4) 0.113(7) -0.008(5) 0.078(4)
  C(9') 0.128(8) 0.011(9) -0.065(8) 0.22(2) -0.12(1) 0.28(1)
  C(9) 0.052(4) -0.004(4) 0.003(3) 0.058(5) -0.005(4) 0.067(4)
  C(10') 0.100(5) -0.018(7) 0.023(4) 0.23(1) -0.036(7) 0.089(5)