data_2008897
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1513
_journal_page_last  1514
_publ_section_title
;
1,2,3,4,5,6,7,8-Octahydro-3,3,6,6-tetramethylacridine-1,8-dione
;
loop_
_publ_author_name
  'R. Sankaranarayanan'
  'S. Shanmuga Sundara Raj'
  'D. Velmurugan'
  'Hoong-Kun Fun'
_chemical_formula_sum  'C17 H21 N O2'
_chemical_formula_weight  271.35
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  6.9887(2)
_cell_length_b  10.7123(2)
_cell_length_c  20.4198(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1528.73(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.179
_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
  C1 0.5753(4) 0.8577(3) 0.20063(12) 0.0437(7) Uani d . 1 . . C
  H1A 0.4406 0.8360 0.2009 0.052 Uiso calc R 1 . . H
  H1B 0.5870 0.9405 0.1818 0.052 Uiso calc R 1 . . H
  C2 0.6480(4) 0.8615(2) 0.27183(13) 0.0399(6) Uani d . 1 . . C
  C3 0.8671(4) 0.8744(3) 0.27058(15) 0.0465(7) Uani d . 1 . . C
  H3A 0.9005 0.9542 0.2513 0.056 Uiso calc R 1 . . H
  H3B 0.9147 0.8739 0.3152 0.056 Uiso calc R 1 . . H
  O4 1.1163(3) 0.7279(3) 0.24960(12) 0.0821(8) Uani d . 1 . . O
  C4 0.9637(4) 0.7725(3) 0.23286(15) 0.0480(7) Uani d . 1 . . C
  C4A 0.8657(4) 0.7269(2) 0.17278(12) 0.0393(6) Uani d . 1 . . C
  C5 0.9557(4) 0.6436(3) 0.13016(14) 0.0437(7) Uani d . 1 . . C
  H5 1.0788 0.6154 0.1390 0.052 Uiso calc R 1 . . H
  O6 1.1066(4) 0.4678(3) 0.04059(14) 0.0871(9) Uani d . 1 . . O
  C6 0.9527(4) 0.5164(3) 0.02730(16) 0.0506(8) Uani d . 1 . . C
  C6A 0.8605(4) 0.6035(2) 0.07464(13) 0.0389(6) Uani d . 1 . . C
  C7 0.8499(5) 0.4932(3) -0.03550(14) 0.0536(8) Uani d . 1 . . C
  H7A 0.8966 0.4161 -0.0546 0.064 Uiso calc R 1 . . H
  H7B 0.8787 0.5603 -0.0658 0.064 Uiso calc R 1 . . H
  C8 0.6317(5) 0.4841(3) -0.02685(14) 0.0473(7) Uani d . 1 . . C
  C9 0.5617(5) 0.6065(3) 0.00444(14) 0.0521(8) Uani d . 1 . . C
  H9A 0.5676 0.6722 -0.0282 0.063 Uiso calc R 1 . . H
  H9B 0.4288 0.5964 0.0170 0.063 Uiso calc R 1 . . H
  C9A 0.6742(4) 0.6467(2) 0.06353(12) 0.0386(6) Uani d . 1 . . C
  N10 0.5851(3) 0.7275(2) 0.10389(10) 0.0395(5) Uani d . 1 . . N
  C10 0.6801(4) 0.7667(2) 0.15764(12) 0.0379(6) Uani d . 1 . . C
  C11 0.5620(5) 0.9751(3) 0.30690(14) 0.0524(8) Uani d . 1 . . C
  H11A 0.5966 1.0498 0.2838 0.079 Uiso calc R 1 . . H
  H11B 0.6104 0.9790 0.3509 0.079 Uiso calc R 1 . . H
  H11C 0.4252 0.9674 0.3080 0.079 Uiso calc R 1 . . H
  C12 0.5923(5) 0.7429(3) 0.30882(14) 0.0518(8) Uani d . 1 . . C
  H12A 0.4554 0.7351 0.3095 0.078 Uiso calc R 1 . . H
  H12B 0.6395 0.7475 0.3529 0.078 Uiso calc R 1 . . H
  H12C 0.6468 0.6717 0.2873 0.078 Uiso calc R 1 . . H
  C13 0.5328(6) 0.4679(4) -0.09382(17) 0.0844(13) Uani d . 1 . . C
  H13A 0.5628 0.5379 -0.1213 0.127 Uiso calc R 1 . . H
  H13B 0.3968 0.4633 -0.0876 0.127 Uiso calc R 1 . . H
  H13C 0.5772 0.3925 -0.1141 0.127 Uiso calc R 1 . . H
  C14 0.5827(5) 0.3717(3) 0.01606(16) 0.0586(8) Uani d . 1 . . C
  H14A 0.4465 0.3664 0.0214 0.088 Uiso calc R 1 . . H
  H14B 0.6422 0.3811 0.0582 0.088 Uiso calc R 1 . . H
  H14C 0.6288 0.2968 -0.0044 0.088 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
  C1 0.0467(16) 0.0466(15) 0.0378(14) 0.0142(15) -0.0007(13) -0.0015(12)
  C2 0.0433(15) 0.0407(14) 0.0357(13) 0.0045(14) -0.0009(12) 0.0007(11)
  C3 0.0474(16) 0.0447(16) 0.0475(16) -0.0040(14) -0.0026(14) -0.0082(13)
  O4 0.0484(13) 0.113(2) 0.0856(18) 0.0251(15) -0.0237(14) -0.0358(16)
  C4 0.0370(15) 0.0542(18) 0.0528(17) -0.0001(15) -0.0022(14) -0.0041(15)
  C4A 0.0404(15) 0.0357(13) 0.0416(14) 0.0022(13) 0.0026(12) 0.0011(11)
  C5 0.0358(14) 0.0408(15) 0.0546(17) 0.0016(13) 0.0033(13) -0.0020(13)
  O6 0.0489(13) 0.105(2) 0.108(2) 0.0233(15) -0.0021(15) -0.0504(17)
  C6 0.0404(16) 0.0503(17) 0.0610(19) -0.0034(15) 0.0147(15) -0.0120(15)
  C6A 0.0419(16) 0.0323(13) 0.0425(14) 0.0008(13) 0.0063(13) 0.0008(11)
  C7 0.064(2) 0.0510(17) 0.0462(17) 0.0019(17) 0.0152(16) -0.0061(14)
  C8 0.0509(17) 0.0489(16) 0.0421(15) 0.0084(15) -0.0005(14) -0.0060(13)
  C9 0.063(2) 0.0499(17) 0.0439(16) 0.0180(16) -0.0116(15) -0.0052(13)
  C9A 0.0475(16) 0.0312(13) 0.0372(14) 0.0052(13) 0.0012(12) 0.0059(11)
  N10 0.0462(13) 0.0376(11) 0.0345(11) 0.0112(11) -0.0037(10) -0.0003(10)
  C10 0.0426(15) 0.0344(13) 0.0366(14) 0.0055(13) 0.0035(12) 0.0055(11)
  C11 0.0603(19) 0.0536(17) 0.0432(16) 0.0124(16) 0.0021(15) -0.0078(13)
  C12 0.0562(19) 0.0528(17) 0.0463(16) 0.0016(16) 0.0017(15) 0.0048(13)
  C13 0.100(3) 0.096(3) 0.057(2) 0.033(3) -0.027(2) -0.033(2)
  C14 0.0504(19) 0.0515(18) 0.074(2) -0.0037(16) 0.0059(17) -0.0107(16)
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
  C1 C10 . 1.502(4) yes
  C1 C2 . 1.541(3) ?
  C1 H1A . 0.9700 ?
  C1 H1B . 0.9700 ?
  C2 C12 . 1.529(4) ?
  C2 C11 . 1.534(4) ?
  C2 C3 . 1.538(4) ?
  C3 C4 . 1.497(4) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  O4 C4 . 1.218(3) ?
  C4 C4A . 1.488(4) yes
  C4A C5 . 1.396(4) yes
  C4A C10 . 1.400(4) ?
  C5 C6A . 1.383(4) yes
  C5 H5 . 0.9300 ?
  O6 C6 . 1.225(4) ?
  C6 C6A . 1.490(4) yes
  C6 C7 . 1.491(4) ?
  C6A C9A . 1.400(4) yes
  C7 C8 . 1.538(4) ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 C14 . 1.529(4) ?
  C8 C9 . 1.538(4) ?
  C8 C13 . 1.542(4) ?
  C9 C9A . 1.503(4) yes
  C9 H9A . 0.9700 ?
  C9 H9B . 0.9700 ?
  C9A N10 . 1.347(3) yes
  N10 C10 . 1.350(3) ?
  C11 H11A . 0.9600 ?
  C11 H11B . 0.9600 ?
  C11 H11C . 0.9600 ?
  C12 H12A . 0.9600 ?
  C12 H12B . 0.9600 ?
  C12 H12C . 0.9600 ?
  C13 H13A . 0.9600 ?
  C13 H13B . 0.9600 ?
  C13 H13C . 0.9600 ?
  C14 H14A . 0.9600 ?
  C14 H14B . 0.9600 ?
  C14 H14C . 0.9600 ?