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###        Electronic paper (Acta Crystallographica Section E)             ###
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#                                                                            #
# 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                                                              #
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data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
(E,E)-N-[3-(Biphenyl-2-ylimino)butan-2-ylidene]-2-phenylaniline
;
_chemical_name_common     ?
_chemical_formula_moiety     'C28 H24 N2'
_chemical_formula_sum     'C28 H24 N2'
_chemical_formula_iupac     'C28 H24 N2'
_chemical_formula_weight     388.49
_chemical_melting_point     ?
_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     9.603(3)
_cell_length_b     8.017(3)
_cell_length_c     14.332(5)
_cell_angle_alpha     90.00
_cell_angle_beta     94.740(6)
_cell_angle_gamma     90.00
_cell_volume     1099.7(7)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     775
_cell_measurement_theta_min     2.66
_cell_measurement_theta_max     26.05
_cell_measurement_temperature     273(2)
_exptl_crystal_description     'block'
_exptl_crystal_colour     'yellow'
_exptl_crystal_size_max     0.50
_exptl_crystal_size_mid     0.50
_exptl_crystal_size_min     0.45
_exptl_crystal_density_diffrn     1.173
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     412
_exptl_absorpt_coefficient_mu     0.068
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2002)'
_exptl_absorpt_correction_T_min     0.973
_exptl_absorpt_correction_T_max     0.976
_exptl_special_details
;
;
_diffrn_ambient_temperature     273(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     'Bruker SMART 1K CCD'
_diffrn_measurement_method     \w
_diffrn_detector_area_resol_mean     10
_diffrn_reflns_number     6608
_diffrn_reflns_av_R_equivalents     0.0294
_diffrn_reflns_av_sigmaI/netI     0.0264
_diffrn_reflns_theta_min     2.46
_diffrn_reflns_theta_max     27.04
_diffrn_reflns_theta_full     27.04
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.987
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     8
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     18
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     .
_refine_special_details
;
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F^2^, conventional R-factors R are based
 on F, with F set to zero for negative F^2^. The threshold expression of
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F^2^ 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     2373
_reflns_number_gt     1776
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0638
_refine_ls_R_factor_gt     0.0488
_refine_ls_wR_factor_gt     0.1559
_refine_ls_wR_factor_ref     0.1779
_refine_ls_goodness_of_fit_ref     1.028
_refine_ls_restrained_S_all     1.028
_refine_ls_number_reflns     2373
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[\s^2^(Fo^2^)+(0.1119P)^2^+0.1177P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.265
_refine_diff_density_min     -0.190
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_extinction_coef     0.126(15)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
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'
_computing_data_collection     'SMART (Bruker, 1998)'
_computing_cell_refinement     'SAINT (Bruker, 1998)'
_computing_data_reduction     'SAINT (Bruker, 1998)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'DIAMOND (Bergerhoff, 1996)'
_computing_publication_material     'SHELXTL (Sheldrick, 2008)'
loop_
    _atom_site_type_symbol
    _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
    N N1 0.41183(12) 0.12272(16) 0.07641(9) 0.0549(4) Uani d . 1 . .
    C C1 0.28095(15) 0.14069(18) 0.11538(11) 0.0522(4) Uani d . 1 . .
    C C2 0.26218(19) 0.0733(2) 0.20274(12) 0.0678(5) Uani d . 1 . .
    H H2A 0.3336 0.0117 0.2340 0.081 Uiso calc R 1 . .
    C C3 0.1387(2) 0.0970(2) 0.24353(14) 0.0766(6) Uani d . 1 . .
    H H3A 0.1269 0.0505 0.3018 0.092 Uiso calc R 1 . .
    C C4 0.03264(19) 0.1895(2) 0.19818(14) 0.0728(5) Uani d . 1 . .
    H H4A -0.0501 0.2073 0.2261 0.087 Uiso calc R 1 . .
    C C5 0.05000(16) 0.2551(2) 0.11148(13) 0.0626(5) Uani d . 1 . .
    H H5A -0.0224 0.3163 0.0810 0.075 Uiso calc R 1 . .
    C C6 0.17315(14) 0.23261(18) 0.06781(10) 0.0513(4) Uani d . 1 . .
    C C7 0.18618(15) 0.30173(19) -0.02718(10) 0.0540(4) Uani d . 1 . .
    C C8 0.29127(18) 0.4124(2) -0.04477(12) 0.0638(5) Uani d . 1 . .
    H H8A 0.3572 0.4420 0.0036 0.077 Uiso calc R 1 . .
    C C9 0.3002(2) 0.4798(3) -0.13270(13) 0.0799(6) Uani d . 1 . .
    H H9A 0.3708 0.5554 -0.1429 0.096 Uiso calc R 1 . .
    C C10 0.2048(3) 0.4352(3) -0.20518(14) 0.0936(8) Uani d . 1 . .
    H H10A 0.2104 0.4808 -0.2644 0.112 Uiso calc R 1 . .
    C C11 0.1018(3) 0.3236(3) -0.18970(15) 0.0941(8) Uani d . 1 . .
    H H11A 0.0383 0.2920 -0.2391 0.113 Uiso calc R 1 . .
    C C12 0.09052(19) 0.2568(3) -0.10133(13) 0.0731(5) Uani d . 1 . .
    H H12A 0.0191 0.1820 -0.0916 0.088 Uiso calc R 1 . .
    C C13 0.43020(13) 0.00418(18) 0.02004(10) 0.0503(4) Uani d . 1 . .
    C C14 0.32384(18) -0.1253(3) -0.00980(15) 0.0783(6) Uani d . 1 . .
    H H14C 0.3624 -0.2013 -0.0526 0.117 Uiso calc R 1 . .
    H H14B 0.2426 -0.0724 -0.0401 0.117 Uiso calc R 1 . .
    H H14A 0.2982 -0.1855 0.0441 0.117 Uiso calc R 1 . .
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
    N1 0.0449(7) 0.0577(7) 0.0620(8) 0.0032(5) 0.0036(5) -0.0031(6)
    C1 0.0450(7) 0.0529(8) 0.0590(8) -0.0012(6) 0.0060(6) -0.0063(6)
    C2 0.0647(10) 0.0702(10) 0.0682(10) 0.0027(8) 0.0049(8) 0.0078(8)
    C3 0.0831(13) 0.0817(12) 0.0680(11) -0.0117(10) 0.0237(9) 0.0057(9)
    C4 0.0608(10) 0.0759(11) 0.0854(12) -0.0047(9) 0.0285(9) -0.0047(9)
    C5 0.0489(9) 0.0618(9) 0.0783(11) 0.0025(7) 0.0126(7) -0.0076(7)
    C6 0.0464(8) 0.0481(8) 0.0594(8) -0.0015(6) 0.0056(6) -0.0090(6)
    C7 0.0503(8) 0.0545(8) 0.0570(8) 0.0132(6) 0.0045(6) -0.0080(6)
    C8 0.0706(10) 0.0619(10) 0.0605(10) 0.0030(8) 0.0155(7) -0.0056(7)
    C9 0.1029(15) 0.0716(11) 0.0695(11) 0.0155(10) 0.0331(10) 0.0031(9)
    C10 0.128(2) 0.0970(16) 0.0586(11) 0.0514(15) 0.0237(12) 0.0052(10)
    C11 0.1005(16) 0.1150(18) 0.0631(12) 0.0464(15) -0.0156(11) -0.0194(12)
    C12 0.0634(10) 0.0816(12) 0.0721(11) 0.0155(9) -0.0080(8) -0.0144(9)
    C13 0.0435(8) 0.0497(8) 0.0573(8) 0.0037(6) 0.0018(6) 0.0011(6)
    C14 0.0592(10) 0.0759(12) 0.1026(14) -0.0153(9) 0.0236(9) -0.0272(10)
_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
    N1 C13 . 1.2691(19) ?
    N1 C1 . 1.424(2) ?
    C1 C2 . 1.389(2) ?
    C1 C6 . 1.401(2) ?
    C2 C3 . 1.378(3) ?
    C2 H2A . 0.9300 ?
    C3 C4 . 1.378(3) ?
    C3 H3A . 0.9300 ?
    C4 C5 . 1.372(3) ?
    C4 H4A . 0.9300 ?
    C5 C6 . 1.395(2) ?
    C5 H5A . 0.9300 ?
    C6 C7 . 1.485(2) ?
    C7 C8 . 1.383(2) ?
    C7 C12 . 1.393(2) ?
    C8 C9 . 1.380(3) ?
    C8 H8A . 0.9300 ?
    C9 C10 . 1.374(3) ?
    C9 H9A . 0.9300 ?
    C10 C11 . 1.365(3) ?
    C10 H10A . 0.9300 ?
    C11 C12 . 1.388(3) ?
    C11 H11A . 0.9300 ?
    C12 H12A . 0.9300 ?
    C13 C14 . 1.494(2) ?
    C13 C13 3_655 1.503(3) ?
    C14 H14C . 0.9600 ?
    C14 H14B . 0.9600 ?
    C14 H14A . 0.9600 ?
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
    C13 N1 C1 . . 119.94(12) ?
    C2 C1 C6 . . 119.83(14) ?
    C2 C1 N1 . . 119.91(14) ?
    C6 C1 N1 . . 120.19(14) ?
    C3 C2 C1 . . 120.61(16) ?
    C3 C2 H2A . . 119.7 ?
    C1 C2 H2A . . 119.7 ?
    C2 C3 C4 . . 120.15(17) ?
    C2 C3 H3A . . 119.9 ?
    C4 C3 H3A . . 119.9 ?
    C5 C4 C3 . . 119.54(16) ?
    C5 C4 H4A . . 120.2 ?
    C3 C4 H4A . . 120.2 ?
    C4 C5 C6 . . 121.86(16) ?
    C4 C5 H5A . . 119.1 ?
    C6 C5 H5A . . 119.1 ?
    C5 C6 C1 . . 118.00(15) ?
    C5 C6 C7 . . 120.13(14) ?
    C1 C6 C7 . . 121.85(13) ?
    C8 C7 C12 . . 118.16(16) ?
    C8 C7 C6 . . 121.66(14) ?
    C12 C7 C6 . . 120.18(16) ?
    C9 C8 C7 . . 121.27(18) ?
    C9 C8 H8A . . 119.4 ?
    C7 C8 H8A . . 119.4 ?
    C10 C9 C8 . . 120.0(2) ?
    C10 C9 H9A . . 120.0 ?
    C8 C9 H9A . . 120.0 ?
    C11 C10 C9 . . 119.61(19) ?
    C11 C10 H10A . . 120.2 ?
    C9 C10 H10A . . 120.2 ?
    C10 C11 C12 . . 120.9(2) ?
    C10 C11 H11A . . 119.5 ?
    C12 C11 H11A . . 119.5 ?
    C11 C12 C7 . . 120.0(2) ?
    C11 C12 H12A . . 120.0 ?
    C7 C12 H12A . . 120.0 ?
    N1 C13 C14 . . 125.10(14) ?
    N1 C13 C13 . 3_655 116.87(15) ?
    C14 C13 C13 . 3_655 118.03(16) ?
    C13 C14 H14C . . 109.5 ?
    C13 C14 H14B . . 109.5 ?
    H14C C14 H14B . . 109.5 ?
    C13 C14 H14A . . 109.5 ?
    H14C C14 H14A . . 109.5 ?
    H14B C14 H14A . . 109.5 ?
data_global
_journal_date_recd_electronic     2007-10-02
_journal_date_accepted     2008-02-01
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2008
_journal_volume     64
_journal_issue      3
_journal_page_first     o567
_journal_page_last     o567
_journal_paper_category     QO
_journal_coeditor_code     ER2044
_publ_contact_author_name     'Bao, Feng'
_publ_contact_author_address
;
     Department of Chemistry
     Central China Normal University
     Wuhan 430079
     China
;
_publ_contact_author_email     baofengstorm@126.com
_publ_contact_author_fax     ' '
_publ_contact_author_phone     '86 27 63233058'
_publ_section_title
;\
(<i>E</i>,<i>E</i>)-<i>N</i>-[3-(Biphenyl-2-ylimino)butan-2-ylidene]-2-\
phenylaniline
;
loop_
    _publ_author_name
    _publ_author_address
    'Zou, Hao'
;
Institute of Polymer Science
School of Chemistry and Chemical Engineering
Sun Yat-Sen (Zhongshan) University
Guangzhou 510275
People's Republic of China
;
    'Hou, Yubang'
;
Department of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;
    'Yong, Xuejian'
;
Department of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;
    'Cen, Yunbin'
;
Department of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;
    'Bao, Feng'
;
Department of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;