#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008215.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_2008215
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  397
_journal_page_last  399
_publ_section_title
;
7,8,10,11,12,13-Hexahydro-4-methylnaphtho[2,3-c]acridine
;
loop_
_publ_author_name
  'Jayanta Kumar Ray'
  'Manas Kumar Haldar'
  'Susmita Gupta'
  'Kandasamy Chinnakali'
  'Hoong-Kun Fun'
_chemical_formula_sum  'C22 H21 N'
_chemical_formula_weight  299.40
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  12.2516(8)
_cell_length_b  13.2439(9)
_cell_length_c  10.1913(7)
_cell_angle_alpha  90.00
_cell_angle_beta  90.291(2)
_cell_angle_gamma  90.00
_cell_volume  1653.61(19)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.203
_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 0.9016(3) 0.1655(2) 0.6136(3) 0.0786(9) Uani d . 1 . . C
  C2 0.8016(2) 0.1947(2) 0.6566(3) 0.0733(8) Uani d . 1 . . C
  H2A 0.7968 0.2302 0.7351 0.088 Uiso calc R 1 . . H
  C3 0.7047(2) 0.17298(18) 0.5860(3) 0.0603(7) Uani d . 1 . . C
  C4 0.5999(2) 0.2003(2) 0.6284(3) 0.0706(8) Uani d . 1 . . C
  H4A 0.5920 0.2359 0.7065 0.085 Uiso calc R 1 . . H
  C5 0.5101(2) 0.17555(19) 0.5569(3) 0.0628(7) Uani d D 1 . . C
  C6A 0.3942(3) 0.1883(4) 0.6098(4) 0.0740(12) Uani d PDU 0.80 A 1 C
  H6AA 0.3702 0.1258 0.6500 0.089 Uiso calc PR 0.80 A 1 H
  H6AB 0.3932 0.2408 0.6761 0.089 Uiso calc PR 0.80 A 1 H
  C6B 0.4038(7) 0.2384(9) 0.5582(15) 0.062(4) Uani d PDU 0.20 A 2 C
  H6BA 0.3945 0.2720 0.6420 0.074 Uiso calc PR 0.20 A 2 H
  H6BB 0.4042 0.2888 0.4891 0.074 Uiso calc PR 0.20 A 2 H
  C7A 0.3185(4) 0.2161(3) 0.4984(4) 0.0730(11) Uani d PDU 0.80 A 1 C
  H7AA 0.3380 0.2821 0.4646 0.088 Uiso calc PR 0.80 A 1 H
  H7AB 0.2441 0.2193 0.5301 0.088 Uiso calc PR 0.80 A 1 H
  C7B 0.3139(10) 0.1610(10) 0.5350(8) 0.054(3) Uani d PDU 0.20 A 2 C
  H7BA 0.2426 0.1891 0.5535 0.065 Uiso calc PR 0.20 A 2 H
  H7BB 0.3251 0.1012 0.5884 0.065 Uiso calc PR 0.20 A 2 H
  C8 0.3265(2) 0.13709(19) 0.3881(2) 0.0612(7) Uani d D 1 . . C
  C9 0.2378(2) 0.1150(2) 0.3082(3) 0.0689(7) Uani d . 1 . . C
  H9A 0.1702 0.1424 0.3292 0.083 Uiso calc R 1 . . H
  C10 0.2454(2) 0.0541(2) 0.1986(2) 0.0602(7) Uani d . 1 . . C
  C11 0.1460(2) 0.0354(2) 0.1132(3) 0.0839(9) Uani d . 1 . . C
  H11A 0.0861 0.0147 0.1689 0.101 Uiso calc R 1 . . H
  H11B 0.1253 0.0985 0.0715 0.101 Uiso calc R 1 . . H
  C12 0.1620(3) -0.0435(3) 0.0082(4) 0.1195(14) Uani d . 1 . . C
  H12A 0.1480 -0.1095 0.0456 0.143 Uiso calc R 1 . . H
  H12B 0.1086 -0.0324 -0.0610 0.143 Uiso calc R 1 . . H
  C13 0.2713(3) -0.0435(3) -0.0496(3) 0.0998(11) Uani d . 1 . . C
  H13A 0.2830 0.0200 -0.0950 0.120 Uiso calc R 1 . . H
  H13B 0.2762 -0.0974 -0.1137 0.120 Uiso calc R 1 . . H
  C14 0.3578(2) -0.0572(3) 0.0513(3) 0.0858(9) Uani d . 1 . . C
  H14A 0.4284 -0.0461 0.0110 0.103 Uiso calc R 1 . . H
  H14B 0.3559 -0.1264 0.0824 0.103 Uiso calc R 1 . . H
  C15 0.3463(2) 0.01296(19) 0.1671(2) 0.0601(7) Uani d . 1 . . C
  C16 0.4353(2) 0.03530(18) 0.2472(2) 0.0587(6) Uani d . 1 . . C
  H16A 0.5027 0.0073 0.2266 0.070 Uiso calc R 1 . . H
  C17 0.42804(18) 0.09720(16) 0.3559(2) 0.0485(6) Uani d . 1 . . C
  C18 0.52484(19) 0.12221(16) 0.4371(2) 0.0499(6) Uani d . 1 . . C
  N19 0.62174(17) 0.09513(15) 0.39346(19) 0.0586(6) Uani d . 1 . . N
  C20 0.7111(2) 0.11894(19) 0.4675(2) 0.0587(6) Uani d . 1 . . C
  C21 0.8159(2) 0.0896(3) 0.4237(3) 0.0819(9) Uani d . 1 . . C
  H21A 0.8228 0.0539 0.3456 0.098 Uiso calc R 1 . . H
  C22 0.9065(2) 0.1134(2) 0.4951(3) 0.0846(9) Uani d . 1 . . C
  H22A 0.9745 0.0941 0.4635 0.102 Uiso calc R 1 . . H
  C23 1.0052(3) 0.1884(3) 0.6897(4) 0.1132(13) Uani d . 1 . . C
  H23A 0.9873 0.2246 0.7683 0.170 Uiso calc R 1 . . H
  H23B 1.0528 0.2288 0.6367 0.170 Uiso calc R 1 . . H
  H23C 1.0411 0.1263 0.7123 0.170 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 0.064(2) 0.076(2) 0.096(2) -0.0146(15) -0.0165(16) 0.0177(17)
  C2 0.073(2) 0.0624(17) 0.0840(19) -0.0127(14) -0.0139(16) 0.0008(14)
  C3 0.0623(17) 0.0504(14) 0.0683(17) -0.0079(12) -0.0086(13) 0.0094(12)
  C4 0.073(2) 0.0676(17) 0.0709(17) -0.0001(14) -0.0055(14) -0.0194(14)
  C5 0.0607(17) 0.0636(16) 0.0640(16) 0.0028(12) -0.0013(12) -0.0114(13)
  C6A 0.067(3) 0.091(3) 0.064(3) 0.012(2) 0.0078(19) -0.016(2)
  C6B 0.046(8) 0.096(12) 0.043(8) 0.000(7) 0.004(6) -0.029(7)
  C7A 0.068(3) 0.072(3) 0.079(3) 0.023(2) 0.003(2) -0.012(2)
  C7B 0.039(7) 0.051(8) 0.071(9) 0.010(6) 0.011(6) -0.003(7)
  C8 0.0508(15) 0.0713(17) 0.0616(16) 0.0103(12) 0.0048(12) -0.0044(13)
  C9 0.0464(15) 0.085(2) 0.0754(18) 0.0108(13) 0.0034(13) -0.0029(15)
  C10 0.0518(16) 0.0652(16) 0.0637(16) -0.0044(12) -0.0015(12) 0.0057(13)
  C11 0.0593(19) 0.099(2) 0.094(2) -0.0059(16) -0.0169(15) -0.0045(18)
  C12 0.081(3) 0.167(4) 0.110(3) -0.012(2) -0.025(2) -0.043(3)
  C13 0.103(3) 0.109(3) 0.087(2) -0.006(2) -0.019(2) -0.025(2)
  C14 0.068(2) 0.107(2) 0.082(2) -0.0105(17) -0.0048(15) -0.0320(18)
  C15 0.0520(16) 0.0684(16) 0.0598(15) -0.0050(12) 0.0003(12) -0.0044(12)
  C16 0.0480(14) 0.0669(16) 0.0613(15) 0.0041(11) 0.0035(11) -0.0034(12)
  C17 0.0497(14) 0.0486(13) 0.0474(13) 0.0029(10) 0.0041(10) 0.0044(10)
  C18 0.0534(15) 0.0451(12) 0.0512(13) 0.0037(10) 0.0013(11) 0.0065(10)
  N19 0.0499(13) 0.0704(14) 0.0555(12) 0.0067(10) -0.0016(9) 0.0023(10)
  C20 0.0534(16) 0.0613(15) 0.0615(15) 0.0023(11) -0.0032(12) 0.0092(12)
  C21 0.0590(19) 0.108(2) 0.0784(19) 0.0102(16) -0.0029(15) 0.0046(17)
  C22 0.0491(18) 0.110(3) 0.095(2) 0.0030(16) -0.0049(16) 0.016(2)
  C23 0.072(2) 0.128(3) 0.139(3) -0.030(2) -0.030(2) 0.012(3)
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 C2 . 1.359(4) ?
  C1 C22 . 1.392(4) ?
  C1 C23 . 1.514(4) ?
  C2 C3 . 1.415(4) ?
  C3 C4 . 1.404(4) ?
  C3 C20 . 1.406(3) ?
  C4 C5 . 1.357(4) ?
  C5 C18 . 1.423(3) n
  C5 C6A . 1.531(4) n
  C5 C6B . 1.546(8) ?
  C6A C7A . 1.508(4) n
  C6B C7B . 1.523(9) ?
  C7A C8 . 1.539(4) n
  C7B C8 . 1.538(8) ?
  C8 C9 . 1.387(3) n
  C8 C17 . 1.392(3) n
  C9 C10 . 1.381(3) n
  C10 C15 . 1.390(3) n
  C10 C11 . 1.513(4) n
  C11 C12 . 1.510(4) n
  C12 C13 . 1.466(5) n
  C13 C14 . 1.484(4) n
  C14 C15 . 1.510(4) n
  C15 C16 . 1.391(3) n
  C16 C17 . 1.382(3) n
  C17 C18 . 1.480(3) n
  C18 N19 . 1.319(3) n
  N19 C20 . 1.364(3) n
  C20 C21 . 1.415(4) ?
  C21 C22 . 1.362(4) ?