##############################################################################
###                                                                        ###
###        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_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2005-06-21
_journal_date_accepted     2005-06-30
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      8
_journal_page_first     o2513
_journal_page_last     o2514
_journal_paper_category     EO
_journal_coeditor_code     CV6540
_publ_contact_author_name     'Dr. Pengwu Zheng'
_publ_contact_author_address
;
College of Pharmaceutical Science,
Jiangxi Science and Technology Normal University,
Nanchang, 330013
People's Republic of China
;
_publ_contact_author_email     zhengpw@sohu.com
_publ_contact_author_fax     '86 0791-3805385'
_publ_contact_author_phone     '86 0791-3805385'
_publ_section_title
;
N,N'-Dibenzoylpiperazine
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Zheng, Peng-Wu' .
;
School of Pharmaceuticals
Jiangxi Science and Technology Normal University
Nanchang 330013
People's Republic of China
;
    'Wang, Wei' .
;
Department of Chemical Engineering
Anshan University of Science and Technology
Anshan 114002
People's Republic of China
;
    'Duan, Xue-Min' .
;
School of Pharmaceuticals
Jiangxi Science and Technology Normal University
Nanchang 330013
People's Republic of China
;
data_I
_chemical_name_systematic
;
N,N'-dibenzoylpiperazine
;
_chemical_name_common     ?
_chemical_formula_moiety     'C18 H18 N2 O2'
_chemical_formula_sum     'C18 H18 N2 O2'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac     'C18 H18 N2 O2'
_chemical_formula_weight     294.34
_chemical_melting_point     471.0(10)
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P b c a'
_symmetry_space_group_name_Hall     '-P 2ac2ab'
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'
    '-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     7.8486(13)
_cell_length_b     6.8254(12)
_cell_length_c     28.771(5)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     1541.3(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2532
_cell_measurement_theta_min     2.83
_cell_measurement_theta_max     26.39
_cell_measurement_temperature     294(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.26
_exptl_crystal_size_mid     0.24
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.268
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     624
_exptl_absorpt_coefficient_mu     0.084
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.930
_exptl_absorpt_correction_T_max     0.983
_exptl_special_details
;
;
_diffrn_ambient_temperature     294(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART CCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     7944
_diffrn_reflns_av_R_equivalents     0.0374
_diffrn_reflns_av_sigmaI/netI     0.0275
_diffrn_reflns_theta_min     1.42
_diffrn_reflns_theta_max     26.43
_diffrn_reflns_theta_full     26.43
_diffrn_measured_fraction_theta_max     0.996
_diffrn_measured_fraction_theta_full     0.996
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     5
_diffrn_reflns_limit_k_min     -8
_diffrn_reflns_limit_k_max     8
_diffrn_reflns_limit_l_min     -35
_diffrn_reflns_limit_l_max     35
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_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     1580
_reflns_number_gt     1168
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0576
_refine_ls_R_factor_gt     0.0382
_refine_ls_wR_factor_gt     0.0941
_refine_ls_wR_factor_ref     0.1062
_refine_ls_goodness_of_fit_ref     1.020
_refine_ls_restrained_S_all     1.020
_refine_ls_number_reflns     1580
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0513P)²+0.3539P] 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     0.004
_refine_ls_shift/su_mean     0.001
_refine_diff_density_max     0.168
_refine_diff_density_min     -0.142
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef     0.060(4)
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'
_computing_data_collection     'SMART (Bruker, 1997)'
_computing_cell_refinement     'SAINT (Bruker, 1997)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL (Bruker, 1997)'
_computing_publication_material     'SHELXTL'
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
    O1 0.52685(16) 0.43277(15) 0.43666(4) 0.0542(4) Uani d . 1 . . O
    N1 0.54459(15) 0.11883(16) 0.46140(4) 0.0345(3) Uani d . 1 . . N
    C1 0.6320(2) 0.0725(2) 0.35815(5) 0.0453(4) Uani d . 1 . . C
    H1 0.7214 0.0240 0.3760 0.054 Uiso calc R 1 . . H
    C2 0.6215(2) 0.0266(3) 0.31129(6) 0.0561(5) Uani d . 1 . . C
    H2 0.7040 -0.0528 0.2978 0.067 Uiso calc R 1 . . H
    C3 0.4901(3) 0.0976(3) 0.28478(6) 0.0597(5) Uani d . 1 . . C
    H3 0.4834 0.0662 0.2534 0.072 Uiso calc R 1 . . H
    C4 0.3690(3) 0.2147(3) 0.30467(6) 0.0601(5) Uani d . 1 . . C
    H4 0.2793 0.2618 0.2867 0.072 Uiso calc R 1 . . H
    C5 0.3787(2) 0.2638(2) 0.35123(6) 0.0485(4) Uani d . 1 . . C
    H5 0.2973 0.3462 0.3643 0.058 Uiso calc R 1 . . H
    C6 0.50911(18) 0.1906(2) 0.37843(5) 0.0355(4) Uani d . 1 . . C
    C7 0.52542(18) 0.2566(2) 0.42795(5) 0.0356(4) Uani d . 1 . . C
    C8 0.59471(19) 0.1745(2) 0.50852(4) 0.0369(4) Uani d . 1 . . C
    H8A 0.5964 0.3163 0.5109 0.044 Uiso calc R 1 . . H
    H8B 0.7091 0.1272 0.5146 0.044 Uiso calc R 1 . . H
    C9 0.52503(19) -0.0927(2) 0.45522(5) 0.0354(4) Uani d . 1 . . C
    H9A 0.6353 -0.1559 0.4579 0.043 Uiso calc R 1 . . H
    H9B 0.4804 -0.1196 0.4244 0.043 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
    O1 0.0912(9) 0.0294(6) 0.0420(6) 0.0043(5) 0.0034(6) 0.0016(5)
    N1 0.0470(7) 0.0287(6) 0.0278(6) -0.0032(5) 0.0007(5) 0.0006(5)
    C1 0.0521(9) 0.0478(9) 0.0360(8) 0.0085(7) 0.0038(7) 0.0034(7)
    C2 0.0751(13) 0.0538(10) 0.0394(9) 0.0067(9) 0.0151(8) -0.0023(8)
    C3 0.0881(14) 0.0598(11) 0.0313(8) -0.0079(10) -0.0015(9) -0.0017(8)
    C4 0.0701(13) 0.0673(12) 0.0427(10) 0.0020(9) -0.0150(9) 0.0098(8)
    C5 0.0529(10) 0.0487(9) 0.0438(9) 0.0089(7) -0.0006(7) 0.0059(7)
    C6 0.0446(8) 0.0312(7) 0.0307(7) -0.0011(6) 0.0031(6) 0.0058(6)
    C7 0.0415(8) 0.0326(8) 0.0326(8) 0.0018(6) 0.0054(6) 0.0020(6)
    C8 0.0469(9) 0.0319(7) 0.0319(8) -0.0056(6) -0.0040(6) -0.0006(6)
    C9 0.0477(9) 0.0291(7) 0.0295(7) 0.0005(6) -0.0001(6) -0.0015(6)
_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
    O1 C7 . 1.2284(18) y
    N1 C7 . 1.3539(18) y
    N1 C8 . 1.4619(17) y
    N1 C9 . 1.4629(17) y
    C1 C6 . 1.386(2) ?
    C1 C2 . 1.387(2) ?
    C1 H1 . 0.9300 ?
    C2 C3 . 1.371(3) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.368(3) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.383(2) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.382(2) ?
    C5 H5 . 0.9300 ?
    C6 C7 . 1.500(2) ?
    C8 C9 5_656 1.511(2) y
    C8 H8A . 0.9700 ?
    C8 H8B . 0.9700 ?
    C9 C8 5_656 1.511(2) ?
    C9 H9A . 0.9700 ?
    C9 H9B . 0.9700 ?
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
    C7 N1 C8 . . 120.56(12) y
    C7 N1 C9 . . 125.98(12) y
    C8 N1 C9 . . 113.43(11) y
    C6 C1 C2 . . 119.97(15) ?
    C6 C1 H1 . . 120.0 ?
    C2 C1 H1 . . 120.0 ?
    C3 C2 C1 . . 120.37(16) ?
    C3 C2 H2 . . 119.8 ?
    C1 C2 H2 . . 119.8 ?
    C4 C3 C2 . . 119.77(16) ?
    C4 C3 H3 . . 120.1 ?
    C2 C3 H3 . . 120.1 ?
    C3 C4 C5 . . 120.57(17) ?
    C3 C4 H4 . . 119.7 ?
    C5 C4 H4 . . 119.7 ?
    C6 C5 C4 . . 120.13(16) ?
    C6 C5 H5 . . 119.9 ?
    C4 C5 H5 . . 119.9 ?
    C5 C6 C1 . . 119.16(14) ?
    C5 C6 C7 . . 119.53(13) ?
    C1 C6 C7 . . 121.01(13) ?
    O1 C7 N1 . . 122.27(13) y
    O1 C7 C6 . . 119.23(13) y
    N1 C7 C6 . . 118.45(12) y
    N1 C8 C9 . 5_656 112.13(12) ?
    N1 C8 H8A . . 109.2 ?
    C9 C8 H8A 5_656 . 109.2 ?
    N1 C8 H8B . . 109.2 ?
    C9 C8 H8B 5_656 . 109.2 ?
    H8A C8 H8B . . 107.9 ?
    N1 C9 C8 . 5_656 110.26(11) ?
    N1 C9 H9A . . 109.6 ?
    C8 C9 H9A 5_656 . 109.6 ?
    N1 C9 H9B . . 109.6 ?
    C8 C9 H9B 5_656 . 109.6 ?
    H9A C9 H9B . . 108.1 ?
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
    C6 C1 C2 C3 . . . . 0.0(3) ?
    C1 C2 C3 C4 . . . . 0.2(3) ?
    C2 C3 C4 C5 . . . . 0.6(3) ?
    C3 C4 C5 C6 . . . . -1.6(3) ?
    C4 C5 C6 C1 . . . . 1.8(2) ?
    C4 C5 C6 C7 . . . . 175.55(15) ?
    C2 C1 C6 C5 . . . . -1.0(2) ?
    C2 C1 C6 C7 . . . . -174.70(15) ?
    C8 N1 C7 O1 . . . . -9.7(2) y
    C9 N1 C7 O1 . . . . 172.45(14) y
    C8 N1 C7 C6 . . . . 167.75(12) y
    C9 N1 C7 C6 . . . . -10.1(2) y
    C5 C6 C7 O1 . . . . -51.6(2) ?
    C1 C6 C7 O1 . . . . 122.11(17) ?
    C5 C6 C7 N1 . . . . 130.92(15) ?
    C1 C6 C7 N1 . . . . -55.42(19) ?
    C7 N1 C8 C9 . . . 5_656 127.61(13) ?
    C9 N1 C8 C9 . . . 5_656 -54.29(17) ?
    C7 N1 C9 C8 . . . 5_656 -128.72(14) ?
    C8 N1 C9 C8 . . . 5_656 53.31(17) ?
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
    C8 H8A O1 5_666 0.97 2.479 3.253(3) 137 yes
