##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
10-[2-(4-acetylpiperzain-1-yl)ethyl]-9-(4-chlorophenyl)-3,3,6,6-tetramethyl-
3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione
;
_chemical_name_common     ?
_chemical_formula_moiety     'C31 H40 Cl N3 O3'
_chemical_formula_sum     'C31 H40 Cl N3 O3'
_chemical_formula_weight     538.11
_chemical_melting_point     '485-487 K'
_symmetry_cell_setting     'Monoclinic'
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     10.3624(6)
_cell_length_b     21.4915(12)
_cell_length_c     13.5314(8)
_cell_angle_alpha     90.00
_cell_angle_beta     101.4920(10)
_cell_angle_gamma     90.00
_cell_volume     2953.1(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     4320
_cell_measurement_theta_min     1.80
_cell_measurement_theta_max     28.33
_cell_measurement_temperature     293(2)
_exptl_crystal_description     'plate'
_exptl_crystal_colour     'light yellow'
_exptl_crystal_size_max     0.50
_exptl_crystal_size_mid     0.24
_exptl_crystal_size_min     0.14
_exptl_crystal_density_diffrn     1.210
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1152
_exptl_absorpt_coefficient_mu     0.165
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
;
Siemens SMART CCD area detector diffractometer
;
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     19702
_diffrn_reflns_av_R_equivalents     0.1184
_diffrn_reflns_av_sigmaI/netI     0.1755
_diffrn_reflns_theta_min     1.80
_diffrn_reflns_theta_max     28.33
_diffrn_reflns_theta_full     28.33
_diffrn_measured_fraction_theta_max     0.955
_diffrn_measured_fraction_theta_full     0.955
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -25
_diffrn_reflns_limit_k_max     28
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     7195
_reflns_number_gt     2446
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.2386
_refine_ls_R_factor_gt     0.0791
_refine_ls_wR_factor_gt     0.1606
_refine_ls_wR_factor_ref     0.2163
_refine_ls_goodness_of_fit_ref     0.904
_refine_ls_restrained_S_all     0.904
_refine_ls_number_reflns     7195
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                ' w = 1/[σ²(Fo²)+(0.0816P)²] where P = (Fo²+2Fc²)/3 '
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     <0.001
_refine_ls_shift/su_mean     <0.001
_refine_diff_density_max     0.618
_refine_diff_density_min     -0.249
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1996)'
_computing_cell_refinement     'SAINT (Siemens, 1996)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
ZORTEP (Zsolnai, 1997) and PLATON (Spek, 1990)
;
_computing_publication_material     'SHELXL97 and PARST (Nardelli, 1995)'
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
    Cl1 0.69046(13) 0.03634(6) 0.57454(13) 0.1220(6) Uani d . 1 . . Cl
    O1 0.1304(2) 0.23575(12) 0.4932(2) 0.0633(7) Uani d . 1 . . O
    O2 0.4961(2) 0.36457(12) 0.4605(2) 0.0629(7) Uani d . 1 . . O
    O3 0.5716(4) -0.08411(15) 0.1789(3) 0.1189(14) Uani d . 1 . . O
    C1 0.1158(3) 0.22185(15) 0.4033(3) 0.0471(9) Uani d . 1 . . C
    C1A 0.2214(3) 0.22942(14) 0.3476(3) 0.0387(8) Uani d . 1 . . C
    C2 -0.0145(3) 0.19858(19) 0.3457(3) 0.0635(11) Uani d . 1 . . C
    H2A -0.0655 0.2336 0.3136 0.076 Uiso calc R 1 . . H
    H2B -0.0630 0.1799 0.3925 0.076 Uiso calc R 1 . . H
    C3 0.0004(3) 0.1512(2) 0.2661(3) 0.0597(11) Uani d . 1 . . C
    C4 0.0824(3) 0.18172(17) 0.1948(3) 0.0522(10) Uani d . 1 . . C
    H4A 0.1108 0.1494 0.1538 0.063 Uiso calc R 1 . . H
    H4B 0.0260 0.2100 0.1497 0.063 Uiso calc R 1 . . H
    C4A 0.2011(3) 0.21679(14) 0.2478(3) 0.0373(8) Uani d . 1 . . C
    C5 0.4395(3) 0.32298(14) 0.1571(2) 0.0415(8) Uani d . 1 . . C
    H5A 0.3737 0.3514 0.1213 0.050 Uiso calc R 1 . . H
    H5B 0.4648 0.2953 0.1076 0.050 Uiso calc R 1 . . H
    C5A 0.3780(3) 0.28474(14) 0.2299(2) 0.0354(8) Uani d . 1 . . C
    C6 0.5608(3) 0.36065(16) 0.2075(3) 0.0479(9) Uani d . 1 . . C
    C7 0.5263(4) 0.39454(16) 0.2979(3) 0.0576(10) Uani d . 1 . . C
    H7A 0.6038 0.4163 0.3335 0.069 Uiso calc R 1 . . H
    H7B 0.4591 0.4254 0.2738 0.069 Uiso calc R 1 . . H
    C8 0.4774(3) 0.35183(17) 0.3701(3) 0.0487(10) Uani d . 1 . . C
    C8A 0.4044(3) 0.29643(14) 0.3294(2) 0.0377(8) Uani d . 1 . . C
    C9 0.3517(3) 0.25538(15) 0.4023(2) 0.0416(9) Uani d . 1 . . C
    H9 0.3352 0.2814 0.4579 0.050 Uiso calc R 1 . . H
    N10 0.2885(2) 0.23827(11) 0.18920(19) 0.0359(7) Uani d . 1 . . N
    C11 0.0683(4) 0.09327(18) 0.3143(3) 0.0804(14) Uani d . 1 . . C
    H11A 0.1580 0.1029 0.3444 0.121 Uiso calc R 1 . . H
    H11B 0.0666 0.0618 0.2637 0.121 Uiso calc R 1 . . H
    H11C 0.0235 0.0784 0.3652 0.121 Uiso calc R 1 . . H
    C12 -0.1351(4) 0.1333(2) 0.2022(4) 0.1033(18) Uani d . 1 . . C
    H12A -0.1882 0.1147 0.2448 0.155 Uiso calc R 1 . . H
    H12B -0.1232 0.1042 0.1510 0.155 Uiso calc R 1 . . H
    H12C -0.1782 0.1700 0.1711 0.155 Uiso calc R 1 . . H
    C13 0.6786(3) 0.31717(18) 0.2418(3) 0.0652(11) Uani d . 1 . . C
    H13A 0.6941 0.2933 0.1853 0.098 Uiso calc R 1 . . H
    H13B 0.6600 0.2895 0.2929 0.098 Uiso calc R 1 . . H
    H13C 0.7554 0.3414 0.2686 0.098 Uiso calc R 1 . . H
    C14 0.5948(4) 0.40778(18) 0.1312(3) 0.0718(12) Uani d . 1 . . C
    H14A 0.6733 0.4299 0.1610 0.108 Uiso calc R 1 . . H
    H14B 0.5234 0.4367 0.1127 0.108 Uiso calc R 1 . . H
    H14C 0.6088 0.3862 0.0721 0.108 Uiso calc R 1 . . H
    C15 0.4429(3) 0.20189(16) 0.4471(3) 0.0432(9) Uani d . 1 . . C
    C16 0.5410(4) 0.17892(17) 0.4016(3) 0.0579(10) Uani d . 1 . . C
    H16 0.5561 0.1973 0.3427 0.069 Uiso calc R 1 . . H
    C17 0.6173(4) 0.12873(18) 0.4428(3) 0.0695(12) Uani d . 1 . . C
    H17 0.6838 0.1141 0.4118 0.083 Uiso calc R 1 . . H
    C18 0.5959(4) 0.10113(19) 0.5272(4) 0.0731(13) Uani d . 1 . . C
    C19 0.5014(5) 0.1228(2) 0.5748(4) 0.0911(16) Uani d . 1 . . C
    H19 0.4871 0.1038 0.6334 0.109 Uiso calc R 1 . . H
    C20 0.4270(4) 0.1732(2) 0.5351(3) 0.0750(13) Uani d . 1 . . C
    H20 0.3637 0.1885 0.5688 0.090 Uiso calc R 1 . . H
    C21 0.2778(3) 0.21903(16) 0.0836(2) 0.0467(9) Uani d . 1 . . C
    H21A 0.2820 0.2556 0.0422 0.056 Uiso calc R 1 . . H
    H21B 0.1932 0.1992 0.0601 0.056 Uiso calc R 1 . . H
    C22 0.3863(4) 0.17441(16) 0.0711(3) 0.0588(11) Uani d . 1 . . C
    H22A 0.3788 0.1652 -0.0001 0.071 Uiso calc R 1 . . H
    H22B 0.4708 0.1943 0.0947 0.071 Uiso calc R 1 . . H
    N23 0.3824(3) 0.11627(13) 0.1259(2) 0.0550(8) Uani d . 1 . . N
    C24 0.2969(4) 0.07022(17) 0.0676(3) 0.0645(12) Uani d . 1 . . C
    H24A 0.3315 0.0590 0.0084 0.077 Uiso calc R 1 . . H
    H24B 0.2100 0.0879 0.0449 0.077 Uiso calc R 1 . . H
    C25 0.2864(4) 0.01334(18) 0.1284(4) 0.0815(15) Uani d . 1 . . C
    H25A 0.2447 0.0236 0.1844 0.098 Uiso calc R 1 . . H
    H25B 0.2325 -0.0175 0.0869 0.098 Uiso calc R 1 . . H
    N26 0.4175(3) -0.01207(15) 0.1665(3) 0.0818(12) Uani d . 1 . . N
    C27 0.5076(5) 0.0329(2) 0.2214(4) 0.0976(17) Uani d . 1 . . C
    H27A 0.5949 0.0148 0.2394 0.117 Uiso calc R 1 . . H
    H27B 0.4794 0.0442 0.2832 0.117 Uiso calc R 1 . . H
    C28 0.5123(4) 0.08952(19) 0.1588(4) 0.0767(14) Uani d . 1 . . C
    H28A 0.5699 0.1201 0.1976 0.092 Uiso calc R 1 . . H
    H28B 0.5485 0.0787 0.1002 0.092 Uiso calc R 1 . . H
    C29 0.4566(5) -0.0684(2) 0.1500(4) 0.0753(13) Uani d . 1 . . C
    C30 0.3606(5) -0.1136(2) 0.0963(5) 0.114(2) Uani d . 1 . . C
    H30A 0.4061 -0.1501 0.0810 0.171 Uiso calc R 1 . . H
    H30B 0.3137 -0.0953 0.0348 0.171 Uiso calc R 1 . . H
    H30C 0.2995 -0.1247 0.1382 0.171 Uiso calc R 1 . . H
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    Cl1 C18 . 1.749(4) yes
    O1 C1 . 1.232(4) yes
    O2 C8 . 1.230(4) yes
    O3 C29 . 1.226(5) ?
    C1 C1A . 1.456(5) ?
    C1 C2 . 1.504(5) ?
    C1A C4A . 1.353(4) ?
    C1A C9 . 1.511(4) ?
    C2 C3 . 1.511(5) ?
    C2 H2A . 0.97 ?
    C2 H2B . 0.97 ?
    C3 C11 . 1.513(5) ?
    C3 C12 . 1.543(5) ?
    C3 C4 . 1.553(5) ?
    C4 C4A . 1.498(4) ?
    C4 H4A . 0.97 ?
    C4 H4B . 0.97 ?
    C4A N10 . 1.396(4) yes
    C5 C5A . 1.517(4) ?
    C5 C6 . 1.536(4) ?
    C5 H5A . 0.97 ?
    C5 H5B . 0.97 ?
    C5A C8A . 1.344(4) ?
    C5A N10 . 1.399(4) yes
    C6 C7 . 1.526(5) ?
    C6 C13 . 1.534(5) ?
    C6 C14 . 1.537(5) ?
    C7 C8 . 1.501(5) ?
    C7 H7A . 0.97 ?
    C7 H7B . 0.97 ?
    C8 C8A . 1.459(4) ?
    C8A C9 . 1.504(4) ?
    C9 C15 . 1.534(5) ?
    C9 H9 . 0.98 ?
    N10 C21 . 1.471(4) yes
    C11 H11A . 0.96 ?
    C11 H11B . 0.96 ?
    C11 H11C . 0.96 ?
    C12 H12A . 0.96 ?
    C12 H12B . 0.96 ?
    C12 H12C . 0.96 ?
    C13 H13A . 0.96 ?
    C13 H13B . 0.96 ?
    C13 H13C . 0.96 ?
    C14 H14A . 0.96 ?
    C14 H14B . 0.96 ?
    C14 H14C . 0.96 ?
    C15 C16 . 1.380(5) ?
    C15 C20 . 1.379(5) ?
    C16 C17 . 1.387(5) ?
    C16 H16 . 0.93 ?
    C17 C18 . 1.344(6) ?
    C17 H17 . 0.93 ?
    C18 C19 . 1.357(6) ?
    C19 C20 . 1.375(6) ?
    C19 H19 . 0.93 ?
    C20 H20 . 0.93 ?
    C21 C22 . 1.512(4) ?
    C21 H21A . 0.97 ?
    C21 H21B . 0.97 ?
    C22 N23 . 1.458(4) yes
    C22 H22A . 0.97 ?
    C22 H22B . 0.97 ?
    N23 C28 . 1.449(4) yes
    N23 C24 . 1.452(4) yes
    C24 C25 . 1.489(5) ?
    C24 H24A . 0.97 ?
    C24 H24B . 0.97 ?
    C25 N26 . 1.459(5) yes
    C25 H25A . 0.97 ?
    C25 H25B . 0.97 ?
    N26 C29 . 1.310(5) yes
    N26 C27 . 1.444(5) ?
    C27 C28 . 1.489(6) ?
    C27 H27A . 0.97 ?
    C27 H27B . 0.97 ?
    C28 H28A . 0.97 ?
    C28 H28B . 0.97 ?
    C29 C30 . 1.474(6) ?
    C30 H30A . 0.96 ?
    C30 H30B . 0.96 ?
    C30 H30C . 0.96 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 C1 C1A . . 121.8(3) ?
    O1 C1 C2 . . 120.9(3) ?
    C1A C1 C2 . . 117.3(3) ?
    C4A C1A C1 . . 120.7(3) ?
    C4A C1A C9 . . 120.6(3) ?
    C1 C1A C9 . . 118.6(3) ?
    C1 C2 C3 . . 112.6(3) ?
    C1 C2 H2A . . 109.1 ?
    C3 C2 H2A . . 109.1 ?
    C1 C2 H2B . . 109.1 ?
    C3 C2 H2B . . 109.1 ?
    H2A C2 H2B . . 107.8 ?
    C2 C3 C11 . . 110.6(3) ?
    C2 C3 C12 . . 110.9(3) ?
    C11 C3 C12 . . 109.2(4) ?
    C2 C3 C4 . . 107.8(3) ?
    C11 C3 C4 . . 110.5(3) ?
    C12 C3 C4 . . 107.8(3) ?
    C4A C4 C3 . . 114.4(3) ?
    C4A C4 H4A . . 108.7 ?
    C3 C4 H4A . . 108.7 ?
    C4A C4 H4B . . 108.7 ?
    C3 C4 H4B . . 108.7 ?
    H4A C4 H4B . . 107.6 ?
    C1A C4A N10 . . 120.8(3) ?
    C1A C4A C4 . . 121.9(3) ?
    N10 C4A C4 . . 117.3(3) ?
    C5A C5 C6 . . 114.1(3) ?
    C5A C5 H5A . . 108.7 ?
    C6 C5 H5A . . 108.7 ?
    C5A C5 H5B . . 108.7 ?
    C6 C5 H5B . . 108.7 ?
    H5A C5 H5B . . 107.6 ?
    C8A C5A N10 . . 120.9(3) ?
    C8A C5A C5 . . 121.5(3) ?
    N10 C5A C5 . . 117.6(3) ?
    C7 C6 C13 . . 110.4(3) ?
    C7 C6 C5 . . 107.9(3) ?
    C13 C6 C5 . . 110.2(3) ?
    C7 C6 C14 . . 110.2(3) ?
    C13 C6 C14 . . 109.2(3) ?
    C5 C6 C14 . . 109.0(3) ?
    C8 C7 C6 . . 113.2(3) ?
    C8 C7 H7A . . 108.9 ?
    C6 C7 H7A . . 108.9 ?
    C8 C7 H7B . . 108.9 ?
    C6 C7 H7B . . 108.9 ?
    H7A C7 H7B . . 107.8 ?
    O2 C8 C8A . . 121.6(3) ?
    O2 C8 C7 . . 120.3(3) ?
    C8A C8 C7 . . 118.1(3) ?
    C5A C8A C8 . . 121.2(3) ?
    C5A C8A C9 . . 121.3(3) ?
    C8 C8A C9 . . 117.4(3) ?
    C8A C9 C1A . . 107.6(3) ?
    C8A C9 C15 . . 115.1(3) ?
    C1A C9 C15 . . 109.7(3) ?
    C8A C9 H9 . . 108.1 ?
    C1A C9 H9 . . 108.1 ?
    C15 C9 H9 . . 108.1 ?
    C4A N10 C5A . . 117.9(3) yes
    C4A N10 C21 . . 121.8(3) yes
    C5A N10 C21 . . 119.9(3) yes
    C3 C11 H11A . . 109.5 ?
    C3 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    C3 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    C3 C12 H12A . . 109.5 ?
    C3 C12 H12B . . 109.5 ?
    H12A C12 H12B . . 109.5 ?
    C3 C12 H12C . . 109.5 ?
    H12A C12 H12C . . 109.5 ?
    H12B C12 H12C . . 109.5 ?
    C6 C13 H13A . . 109.5 ?
    C6 C13 H13B . . 109.5 ?
    H13A C13 H13B . . 109.5 ?
    C6 C13 H13C . . 109.5 ?
    H13A C13 H13C . . 109.5 ?
    H13B C13 H13C . . 109.5 ?
    C6 C14 H14A . . 109.5 ?
    C6 C14 H14B . . 109.5 ?
    H14A C14 H14B . . 109.5 ?
    C6 C14 H14C . . 109.5 ?
    H14A C14 H14C . . 109.5 ?
    H14B C14 H14C . . 109.5 ?
    C16 C15 C20 . . 116.8(4) ?
    C16 C15 C9 . . 122.8(3) ?
    C20 C15 C9 . . 120.4(4) ?
    C15 C16 C17 . . 120.7(4) ?
    C15 C16 H16 . . 119.6 ?
    C17 C16 H16 . . 119.6 ?
    C18 C17 C16 . . 120.5(4) ?
    C18 C17 H17 . . 119.8 ?
    C16 C17 H17 . . 119.8 ?
    C17 C18 C19 . . 120.6(4) ?
    C17 C18 Cl1 . . 119.2(4) ?
    C19 C18 Cl1 . . 120.3(4) ?
    C18 C19 C20 . . 119.1(4) ?
    C18 C19 H19 . . 120.4 ?
    C20 C19 H19 . . 120.4 ?
    C19 C20 C15 . . 122.3(4) ?
    C19 C20 H20 . . 118.8 ?
    C15 C20 H20 . . 118.8 ?
    N10 C21 C22 . . 111.9(3) ?
    N10 C21 H21A . . 109.2 ?
    C22 C21 H21A . . 109.2 ?
    N10 C21 H21B . . 109.2 ?
    C22 C21 H21B . . 109.2 ?
    H21A C21 H21B . . 107.9 ?
    N23 C22 C21 . . 113.0(3) ?
    N23 C22 H22A . . 109.0 ?
    C21 C22 H22A . . 109.0 ?
    N23 C22 H22B . . 109.0 ?
    C21 C22 H22B . . 109.0 ?
    H22A C22 H22B . . 107.8 ?
    C28 N23 C24 . . 109.0(3) yes
    C28 N23 C22 . . 112.2(3) yes
    C24 N23 C22 . . 112.5(3) yes
    N23 C24 C25 . . 111.3(3) ?
    N23 C24 H24A . . 109.4 ?
    C25 C24 H24A . . 109.4 ?
    N23 C24 H24B . . 109.4 ?
    C25 C24 H24B . . 109.4 ?
    H24A C24 H24B . . 108.0 ?
    N26 C25 C24 . . 109.7(3) ?
    N26 C25 H25A . . 109.7 ?
    C24 C25 H25A . . 109.7 ?
    N26 C25 H25B . . 109.7 ?
    C24 C25 H25B . . 109.7 ?
    H25A C25 H25B . . 108.2 ?
    C29 N26 C27 . . 121.1(4) yes
    C29 N26 C25 . . 125.7(4) yes
    C27 N26 C25 . . 113.1(3) yes
    N26 C27 C28 . . 110.2(4) ?
    N26 C27 H27A . . 109.6 ?
    C28 C27 H27A . . 109.6 ?
    N26 C27 H27B . . 109.6 ?
    C28 C27 H27B . . 109.6 ?
    H27A C27 H27B . . 108.1 ?
    N23 C28 C27 . . 111.4(4) ?
    N23 C28 H28A . . 109.3 ?
    C27 C28 H28A . . 109.3 ?
    N23 C28 H28B . . 109.3 ?
    C27 C28 H28B . . 109.3 ?
    H28A C28 H28B . . 108.0 ?
    O3 C29 N26 . . 120.9(5) ?
    O3 C29 C30 . . 119.6(4) ?
    N26 C29 C30 . . 119.4(4) ?
    C29 C30 H30A . . 109.5 ?
    C29 C30 H30B . . 109.5 ?
    H30A C30 H30B . . 109.5 ?
    C29 C30 H30C . . 109.5 ?
    H30A C30 H30C . . 109.5 ?
    H30B C30 H30C . . 109.5 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C1 C1A C4A . . . . -176.7(3) ?
    C2 C1 C1A C4A . . . . 1.0(5) ?
    O1 C1 C1A C9 . . . . -0.3(5) ?
    C2 C1 C1A C9 . . . . 177.4(3) ?
    O1 C1 C2 C3 . . . . -146.3(4) ?
    C1A C1 C2 C3 . . . . 36.0(4) ?
    C1 C2 C3 C11 . . . . 64.1(4) ?
    C1 C2 C3 C12 . . . . -174.6(3) ?
    C1 C2 C3 C4 . . . . -56.8(4) ?
    C2 C3 C4 C4A . . . . 44.8(4) ?
    C11 C3 C4 C4A . . . . -76.2(4) ?
    C12 C3 C4 C4A . . . . 164.5(3) ?
    C1 C1A C4A N10 . . . . 163.8(3) ?
    C9 C1A C4A N10 . . . . -12.5(5) ?
    C1 C1A C4A C4 . . . . -13.8(5) ?
    C9 C1A C4A C4 . . . . 170.0(3) ?
    C3 C4 C4A C1A . . . . -10.7(5) ?
    C3 C4 C4A N10 . . . . 171.7(3) ?
    C6 C5 C5A C8A . . . . 17.4(4) ?
    C6 C5 C5A N10 . . . . -165.0(3) ?
    C5A C5 C6 C7 . . . . -47.8(4) ?
    C5A C5 C6 C13 . . . . 72.7(4) ?
    C5A C5 C6 C14 . . . . -167.5(3) ?
    C13 C6 C7 C8 . . . . -65.7(4) ?
    C5 C6 C7 C8 . . . . 54.7(4) ?
    C14 C6 C7 C8 . . . . 173.6(3) ?
    C6 C7 C8 O2 . . . . 150.2(3) ?
    C6 C7 C8 C8A . . . . -31.6(5) ?
    N10 C5A C8A C8 . . . . -168.3(3) ?
    C5 C5A C8A C8 . . . . 9.1(5) ?
    N10 C5A C8A C9 . . . . 7.4(5) ?
    C5 C5A C8A C9 . . . . -175.2(3) ?
    O2 C8 C8A C5A . . . . 176.2(3) ?
    C7 C8 C8A C5A . . . . -1.9(5) ?
    O2 C8 C8A C9 . . . . 0.3(5) ?
    C7 C8 C8A C9 . . . . -177.8(3) ?
    C5A C8A C9 C1A . . . . -30.9(4) ?
    C8 C8A C9 C1A . . . . 145.0(3) ?
    C5A C8A C9 C15 . . . . 91.7(4) ?
    C8 C8A C9 C15 . . . . -92.5(4) ?
    C4A C1A C9 C8A . . . . 33.4(4) ?
    C1 C1A C9 C8A . . . . -143.0(3) ?
    C4A C1A C9 C15 . . . . -92.5(4) ?
    C1 C1A C9 C15 . . . . 91.2(3) ?
    C1A C4A N10 C5A . . . . -15.0(4) ?
    C4 C4A N10 C5A . . . . 162.7(3) ?
    C1A C4A N10 C21 . . . . 172.5(3) ?
    C4 C4A N10 C21 . . . . -9.8(4) ?
    C8A C5A N10 C4A . . . . 17.7(4) ?
    C5 C5A N10 C4A . . . . -159.8(3) ?
    C8A C5A N10 C21 . . . . -169.6(3) ?
    C5 C5A N10 C21 . . . . 12.8(4) ?
    C8A C9 C15 C16 . . . . -21.7(4) ?
    C1A C9 C15 C16 . . . . 99.7(4) ?
    C8A C9 C15 C20 . . . . 160.1(3) ?
    C1A C9 C15 C20 . . . . -78.5(4) ?
    C20 C15 C16 C17 . . . . 1.0(5) ?
    C9 C15 C16 C17 . . . . -177.2(3) ?
    C15 C16 C17 C18 . . . . 0.8(6) ?
    C16 C17 C18 C19 . . . . -1.6(7) ?
    C16 C17 C18 Cl1 . . . . 177.9(3) ?
    C17 C18 C19 C20 . . . . 0.5(7) ?
    Cl1 C18 C19 C20 . . . . -179.0(3) ?
    C18 C19 C20 C15 . . . . 1.5(7) ?
    C16 C15 C20 C19 . . . . -2.2(6) ?
    C9 C15 C20 C19 . . . . 176.1(4) ?
    C4A N10 C21 C22 . . . . -107.6(3) ?
    C5A N10 C21 C22 . . . . 80.1(3) ?
    N10 C21 C22 N23 . . . . 62.5(4) ?
    C21 C22 N23 C28 . . . . -149.6(3) ?
    C21 C22 N23 C24 . . . . 87.1(4) ?
    C28 N23 C24 C25 . . . . 59.5(4) ?
    C22 N23 C24 C25 . . . . -175.4(3) ?
    N23 C24 C25 N26 . . . . -56.5(5) ?
    C24 C25 N26 C29 . . . . -122.3(5) ?
    C24 C25 N26 C27 . . . . 54.0(5) ?
    C29 N26 C27 C28 . . . . 122.6(5) ?
    C25 N26 C27 C28 . . . . -53.8(6) ?
    C24 N23 C28 C27 . . . . -59.1(5) ?
    C22 N23 C28 C27 . . . . 175.5(4) ?
    N26 C27 C28 N23 . . . . 56.3(5) ?
    C27 N26 C29 O3 . . . . -1.5(7) ?
    C25 N26 C29 O3 . . . . 174.4(5) ?
    C27 N26 C29 C30 . . . . 178.2(5) ?
    C25 N26 C29 C30 . . . . -5.9(7) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C9 H9 O1 . 0.98 2.47 2.842(4) 102 yes
    C9 H9 O2 . 0.98 2.44 2.810(4) 102 yes
    C27 H27A O3 . 0.97 2.27 2.693(6) 105 yes
    C24 H24B O2 4_565 0.97 2.50 3.461(4) 171 yes
    C13 H13C O3 2_655 0.96 2.40 3.354(5) 171 yes
data_global
_journal_date_recd_electronic     2003-02-24
_journal_date_accepted     2003-04-03
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2003
_journal_volume     59
_journal_issue      5
_journal_page_first     o696
_journal_page_last     o698
_journal_paper_category     EO
_publ_contact_author_name     'Prof.D.Velmurugan'
_publ_contact_author_address
;   Department of Crystallography and Biophysics
    University of Madras
    Guindy Campus
    Madras 600 025
    India
;
_publ_contact_author_email     'd_velu@yahoo.com'
_publ_contact_author_fax     '044 091 2235 2494'
_publ_contact_author_phone     '044 091 2235 1367'
_publ_section_title
;
10-[2-(4-acetylpiperzain-1-yl)ethyl]-9-(4-chlorophenyl)-3,3,6,6-tetramethyl-
3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'P.R. Seshadri'
;     Permanent Address:
      Department of Physics
      Agurchand Manmull Jain college
      Chennai 600114
      India
;
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600025
      India
;
    'M.Yogavel' ?
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600025
      India
;
    'T. Joseph Rajan' ?
;     Department of Organic Chemistry
      University of Madras
      Guindy Campus
      Chennai 600025
      India
;
    'D.Velmurugan' ?
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600025
      India
;
    'S.Shanmuga Sundara Raj' ?
;     X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM
      Penang
      Malaysia
;
    'H.-K.FUN' ?
;     X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM
      Penang
      Malaysia
;
