##############################################################################
#                                                                            #
# 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 Acta Crystallographica 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.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
(<i>E</i>,<i>E</i>)-<i>N</i>^1^,<i>N</i>^4^-Bis(2,6-
difluorobenzylidene)butane-1,4-diamine
;
_chemical_name_common
;
;
_chemical_formula_moiety     'C18 H16 F4 N2'
_chemical_formula_sum     'C18 H16 F4 N2'
_chemical_formula_iupac     'C18 H16 F4 N2'
_chemical_formula_weight     336.33
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     6.4672(8)
_cell_length_b     8.9296(12)
_cell_length_c     14.4939(19)
_cell_angle_alpha     104.956(2)
_cell_angle_beta     94.474(2)
_cell_angle_gamma     93.679(2)
_cell_volume     803.10(18)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4637
_cell_measurement_theta_min     2.88
_cell_measurement_theta_max     28.27
_cell_measurement_temperature     150(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.34
_exptl_crystal_size_mid     0.30
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.391
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     348
_exptl_absorpt_coefficient_mu     0.115
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2005)'
_exptl_absorpt_correction_T_min     0.962
_exptl_absorpt_correction_T_max     0.977
_exptl_special_details
;
The low-temperature data were collected with the Oxford Cyrosystems Cryostream
low-temperature attachment.
;
_diffrn_ambient_temperature     150(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 area-detector
;
_diffrn_measurement_method     '\w scans'
_diffrn_detector_area_resol_mean     8.33
_diffrn_reflns_number     5828
_diffrn_reflns_av_R_equivalents     0.0191
_diffrn_reflns_av_sigmaI/netI     0.0251
_diffrn_reflns_theta_min     2.37
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     .
_refine_special_details
;
Refinement of <i>F</i>^2^ against ALL reflections. The weighted <i>R</i>-factor
<i>wR</i> and goodness of fit <i>S</i> are based on <i>F</i>^2^, conventional
<i>R</i>-factors <i>R</i> are based on <i>F</i>, with <i>F</i> set to zero for
negative <i>F</i>^2^. The threshold expression of <i>F</i>^2^ >
\s(<i>F</i>^2^) is used only for calculating <i>R</i>-factors(gt) <i>etc</i>.
and is not relevant to the choice of reflections for refinement.
<i>R</i>-factors based on <i>F</i>^2^ are statistically about twice as large
as those based on <i>F</i>, and <i>R</i>- factors based on ALL data will be
even larger.
;
_reflns_number_total     2819
_reflns_number_gt     2394
_reflns_threshold_expression     'I>2\s(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0454
_refine_ls_R_factor_gt     0.0369
_refine_ls_wR_factor_gt     0.0931
_refine_ls_wR_factor_ref     0.0998
_refine_ls_goodness_of_fit_ref     1.110
_refine_ls_restrained_S_all     1.110
_refine_ls_number_reflns     2819
_refine_ls_number_parameters     218
_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^)+(0.0437P)^2^+0.2616P] 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     0.248
_refine_diff_density_min     -0.174
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_extinction_coef     0.0064(19)
_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'
    'F' 'F' 0.0171 0.0103
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 2005)'
_computing_cell_refinement     'SAINT (Bruker, 2005)'
_computing_data_reduction     'SAINT (Bruker, 2005)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
                              'SHELXTL (Sheldrick, 2008) and PLATON (Spek,2009)'
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_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    N N1 0.1808(2) 0.73556(16) 0.64201(10) 0.0304(3) Uani d . 1 1 . .
    N N2 0.1964(2) 0.08666(15) 0.86448(9) 0.0280(3) Uani d . 1 1 . .
    F F1 0.19530(16) 1.11574(12) 0.54522(8) 0.0423(3) Uani d . 1 1 . .
    F F2 0.57474(16) 0.85519(11) 0.73666(7) 0.0392(3) Uani d . 1 1 . .
    F F3 0.14208(16) 0.33304(13) 0.78309(9) 0.0486(3) Uani d . 1 1 . .
    F F4 0.76402(16) 0.30222(12) 0.96638(8) 0.0424(3) Uani d . 1 1 . .
    C C1 0.3727(2) 1.10083(19) 0.59734(11) 0.0274(4) Uani d . 1 1 . .
    C C2 0.5378(3) 1.21002(19) 0.60645(12) 0.0327(4) Uani d . 1 1 . .
    H H2 0.5284 1.2924 0.5764 0.039 Uiso calc R 1 1 . .
    C C3 0.7184(3) 1.1967(2) 0.66064(12) 0.0323(4) Uani d . 1 1 . .
    H H3 0.8348 1.2707 0.6677 0.039 Uiso calc R 1 1 . .
    C C4 0.7309(2) 1.07689(19) 0.70447(12) 0.0290(4) Uani d . 1 1 . .
    H H4 0.8539 1.0686 0.7425 0.035 Uiso calc R 1 1 . .
    C C5 0.5610(2) 0.96960(18) 0.69179(11) 0.0260(4) Uani d . 1 1 . .
    C C6 0.3742(2) 0.97517(17) 0.63782(10) 0.0236(3) Uani d . 1 1 . .
    C C7 0.1858(2) 0.86668(18) 0.62385(11) 0.0262(4) Uani d . 1 1 . .
    H H7 0.0593 0.8975 0.5995 0.031 Uiso calc R 1 1 . .
    C C8 -0.0223(3) 0.6452(2) 0.62406(12) 0.0353(4) Uani d . 1 1 . .
    H H8A -0.1286 0.7057 0.6011 0.042 Uiso calc R 1 1 . .
    H H8B -0.0627 0.6257 0.6847 0.042 Uiso calc R 1 1 . .
    C C9 -0.0163(3) 0.49050(19) 0.54960(12) 0.0324(4) Uani d . 1 1 . .
    H H9A 0.0978 0.4343 0.5706 0.039 Uiso calc R 1 1 . .
    H H9B -0.1488 0.4263 0.5459 0.039 Uiso calc R 1 1 . .
    C C10 0.3370(2) 0.38982(19) 0.82192(12) 0.0285(4) Uani d . 1 1 . .
    C C11 0.4160(3) 0.52544(19) 0.80426(12) 0.0335(4) Uani d . 1 1 . .
    H H11 0.3351 0.5768 0.7664 0.040 Uiso calc R 1 1 . .
    C C12 0.6160(3) 0.58532(19) 0.84294(12) 0.0336(4) Uani d . 1 1 . .
    H H12 0.6728 0.6790 0.8316 0.040 Uiso calc R 1 1 . .
    C C13 0.7339(3) 0.51022(19) 0.89783(12) 0.0331(4) Uani d . 1 1 . .
    H H13 0.8712 0.5509 0.9245 0.040 Uiso calc R 1 1 . .
    C C14 0.6470(3) 0.37536(18) 0.91265(12) 0.0275(4) Uani d . 1 1 . .
    C C15 0.4472(2) 0.30737(17) 0.87626(11) 0.0245(3) Uani d . 1 1 . .
    C C16 0.3732(2) 0.15886(18) 0.89413(11) 0.0261(4) Uani d . 1 1 . .
    H H16 0.4662 0.1137 0.9310 0.031 Uiso calc R 1 1 . .
    C C17 0.1558(3) -0.06100(18) 0.88829(12) 0.0298(4) Uani d . 1 1 . .
    H H17A 0.2825 -0.0846 0.9229 0.036 Uiso calc R 1 1 . .
    H H17B 0.1225 -0.1454 0.8284 0.036 Uiso calc R 1 1 . .
    C C18 -0.0243(2) -0.05570(17) 0.95036(11) 0.0248(3) Uani d . 1 1 . .
    H H18A -0.1474 -0.0238 0.9176 0.030 Uiso calc R 1 1 . .
    H H18B -0.0605 -0.1615 0.9571 0.030 Uiso calc R 1 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 0.0337(8) 0.0262(7) 0.0285(7) -0.0040(6) 0.0007(6) 0.0044(6)
    N2 0.0307(8) 0.0286(7) 0.0266(7) -0.0016(6) 0.0052(6) 0.0109(6)
    F1 0.0344(6) 0.0431(6) 0.0530(7) -0.0030(5) -0.0134(5) 0.0260(5)
    F2 0.0374(6) 0.0374(6) 0.0489(6) 0.0016(4) -0.0052(5) 0.0257(5)
    F3 0.0304(6) 0.0456(6) 0.0743(8) -0.0077(5) -0.0171(5) 0.0333(6)
    F4 0.0352(6) 0.0387(6) 0.0568(7) -0.0022(4) -0.0143(5) 0.0255(5)
    C1 0.0260(8) 0.0301(8) 0.0258(8) 0.0033(7) -0.0027(6) 0.0084(7)
    C2 0.0371(10) 0.0287(9) 0.0350(9) -0.0022(7) 0.0009(7) 0.0155(7)
    C3 0.0289(9) 0.0348(9) 0.0318(9) -0.0058(7) 0.0035(7) 0.0081(7)
    C4 0.0230(8) 0.0350(9) 0.0283(8) 0.0023(7) 0.0009(7) 0.0075(7)
    C5 0.0308(9) 0.0254(8) 0.0241(8) 0.0054(7) 0.0048(7) 0.0092(6)
    C6 0.0265(8) 0.0231(8) 0.0200(7) 0.0018(6) 0.0043(6) 0.0029(6)
    C7 0.0260(8) 0.0274(8) 0.0242(8) 0.0016(6) 0.0019(6) 0.0053(6)
    C8 0.0376(10) 0.0330(9) 0.0333(9) -0.0093(8) 0.0081(8) 0.0069(7)
    C9 0.0382(10) 0.0260(8) 0.0323(9) -0.0096(7) 0.0027(7) 0.0098(7)
    C10 0.0240(8) 0.0277(8) 0.0334(9) 0.0004(7) -0.0009(7) 0.0088(7)
    C11 0.0392(10) 0.0287(9) 0.0349(9) 0.0038(7) -0.0034(8) 0.0142(7)
    C12 0.0421(10) 0.0228(8) 0.0365(9) -0.0041(7) 0.0004(8) 0.0116(7)
    C13 0.0301(9) 0.0285(9) 0.0382(10) -0.0053(7) -0.0045(7) 0.0087(7)
    C14 0.0278(9) 0.0261(8) 0.0297(8) 0.0048(7) -0.0007(7) 0.0100(7)
    C15 0.0262(8) 0.0229(8) 0.0250(8) 0.0031(6) 0.0055(6) 0.0062(6)
    C16 0.0271(9) 0.0269(8) 0.0269(8) 0.0058(7) 0.0049(7) 0.0101(7)
    C17 0.0370(9) 0.0243(8) 0.0284(9) -0.0009(7) 0.0064(7) 0.0076(7)
    C18 0.0281(8) 0.0212(7) 0.0246(8) -0.0053(6) -0.0003(6) 0.0080(6)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 C7 . 1.264(2) ?
    N1 C8 . 1.465(2) ?
    N2 C16 . 1.262(2) ?
    N2 C17 . 1.460(2) ?
    F1 C1 . 1.3568(18) ?
    F2 C5 . 1.3492(18) ?
    F3 C10 . 1.3504(19) ?
    F4 C14 . 1.3562(18) ?
    C1 C2 . 1.373(2) ?
    C1 C6 . 1.394(2) ?
    C2 C3 . 1.385(2) ?
    C2 H2 . 0.950 ?
    C3 C4 . 1.382(2) ?
    C3 H3 . 0.950 ?
    C4 C5 . 1.379(2) ?
    C4 H4 . 0.950 ?
    C5 C6 . 1.398(2) ?
    C6 C7 . 1.474(2) ?
    C7 H7 . 0.950 ?
    C8 C9 . 1.523(2) ?
    C8 H8A . 0.990 ?
    C8 H8B . 0.990 ?
    C9 C9 2_566 1.520(3) ?
    C9 H9A . 0.990 ?
    C9 H9B . 0.990 ?
    C10 C11 . 1.376(2) ?
    C10 C15 . 1.396(2) ?
    C11 C12 . 1.384(2) ?
    C11 H11 . 0.950 ?
    C12 C13 . 1.382(2) ?
    C12 H12 . 0.950 ?
    C13 C14 . 1.370(2) ?
    C13 H13 . 0.950 ?
    C14 C15 . 1.394(2) ?
    C15 C16 . 1.473(2) ?
    C16 H16 . 0.950 ?
    C17 C18 . 1.522(2) ?
    C17 H17A . 0.990 ?
    C17 H17B . 0.990 ?
    C18 C18 2_557 1.520(3) ?
    C18 H18A . 0.990 ?
    C18 H18B . 0.990 ?
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 . . 116.31(15) ?
    C16 N2 C17 . . 116.69(14) ?
    F1 C1 C2 . . 117.90(14) ?
    F1 C1 C6 . . 117.45(14) ?
    C2 C1 C6 . . 124.65(15) ?
    C1 C2 C3 . . 118.21(15) ?
    C1 C2 H2 . . 120.9 ?
    C3 C2 H2 . . 120.9 ?
    C4 C3 C2 . . 120.62(16) ?
    C4 C3 H3 . . 119.7 ?
    C2 C3 H3 . . 119.7 ?
    C5 C4 C3 . . 118.57(15) ?
    C5 C4 H4 . . 120.7 ?
    C3 C4 H4 . . 120.7 ?
    F2 C5 C4 . . 117.69(14) ?
    F2 C5 C6 . . 118.30(14) ?
    C4 C5 C6 . . 123.98(15) ?
    C1 C6 C5 . . 113.95(14) ?
    C1 C6 C7 . . 119.55(14) ?
    C5 C6 C7 . . 126.46(14) ?
    N1 C7 C6 . . 124.53(15) ?
    N1 C7 H7 . . 117.7 ?
    C6 C7 H7 . . 117.7 ?
    N1 C8 C9 . . 111.07(14) ?
    N1 C8 H8A . . 109.4 ?
    C9 C8 H8A . . 109.4 ?
    N1 C8 H8B . . 109.4 ?
    C9 C8 H8B . . 109.4 ?
    H8A C8 H8B . . 108.0 ?
    C9 C9 C8 2_566 . 112.91(17) ?
    C9 C9 H9A 2_566 . 109.0 ?
    C8 C9 H9A . . 109.0 ?
    C9 C9 H9B 2_566 . 109.0 ?
    C8 C9 H9B . . 109.0 ?
    H9A C9 H9B . . 107.8 ?
    F3 C10 C11 . . 117.55(14) ?
    F3 C10 C15 . . 118.52(14) ?
    C11 C10 C15 . . 123.92(15) ?
    C10 C11 C12 . . 118.54(15) ?
    C10 C11 H11 . . 120.7 ?
    C12 C11 H11 . . 120.7 ?
    C13 C12 C11 . . 120.70(15) ?
    C13 C12 H12 . . 119.7 ?
    C11 C12 H12 . . 119.7 ?
    C14 C13 C12 . . 118.07(16) ?
    C14 C13 H13 . . 121.0 ?
    C12 C13 H13 . . 121.0 ?
    F4 C14 C13 . . 117.68(15) ?
    F4 C14 C15 . . 117.52(14) ?
    C13 C14 C15 . . 124.80(15) ?
    C14 C15 C10 . . 113.96(14) ?
    C14 C15 C16 . . 119.93(14) ?
    C10 C15 C16 . . 126.07(15) ?
    N2 C16 C15 . . 125.39(15) ?
    N2 C16 H16 . . 117.3 ?
    C15 C16 H16 . . 117.3 ?
    N2 C17 C18 . . 111.32(13) ?
    N2 C17 H17A . . 109.4 ?
    C18 C17 H17A . . 109.4 ?
    N2 C17 H17B . . 109.4 ?
    C18 C17 H17B . . 109.4 ?
    H17A C17 H17B . . 108.0 ?
    C18 C18 C17 2_557 . 113.13(16) ?
    C18 C18 H18A 2_557 . 109.0 ?
    C17 C18 H18A . . 109.0 ?
    C18 C18 H18B 2_557 . 109.0 ?
    C17 C18 H18B . . 109.0 ?
    H18A C18 H18B . . 107.8 ?
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
    F1 C1 C2 C3 . . . . 179.14(15) ?
    C6 C1 C2 C3 . . . . -0.9(3) ?
    C1 C2 C3 C4 . . . . -0.2(3) ?
    C2 C3 C4 C5 . . . . 1.0(2) ?
    C3 C4 C5 F2 . . . . -178.75(14) ?
    C3 C4 C5 C6 . . . . -0.8(2) ?
    F1 C1 C6 C5 . . . . -178.90(13) ?
    C2 C1 C6 C5 . . . . 1.2(2) ?
    F1 C1 C6 C7 . . . . -0.8(2) ?
    C2 C1 C6 C7 . . . . 179.26(15) ?
    F2 C5 C6 C1 . . . . 177.68(13) ?
    C4 C5 C6 C1 . . . . -0.3(2) ?
    F2 C5 C6 C7 . . . . -0.2(2) ?
    C4 C5 C6 C7 . . . . -178.22(15) ?
    C8 N1 C7 C6 . . . . 179.47(14) ?
    C1 C6 C7 N1 . . . . 166.67(15) ?
    C5 C6 C7 N1 . . . . -15.5(2) ?
    C7 N1 C8 C9 . . . . 119.39(16) ?
    N1 C8 C9 C9 . . . 2_566 -66.7(2) ?
    F3 C10 C11 C12 . . . . -179.66(15) ?
    C15 C10 C11 C12 . . . . -0.5(3) ?
    C10 C11 C12 C13 . . . . 0.2(3) ?
    C11 C12 C13 C14 . . . . 0.0(3) ?
    C12 C13 C14 F4 . . . . 179.83(15) ?
    C12 C13 C14 C15 . . . . 0.1(3) ?
    F4 C14 C15 C10 . . . . 179.92(14) ?
    C13 C14 C15 C10 . . . . -0.3(2) ?
    F4 C14 C15 C16 . . . . -2.0(2) ?
    C13 C14 C15 C16 . . . . 177.79(16) ?
    F3 C10 C15 C14 . . . . 179.69(14) ?
    C11 C10 C15 C14 . . . . 0.5(2) ?
    F3 C10 C15 C16 . . . . 1.7(2) ?
    C11 C10 C15 C16 . . . . -177.44(16) ?
    C17 N2 C16 C15 . . . . 178.58(14) ?
    C14 C15 C16 N2 . . . . -179.69(15) ?
    C10 C15 C16 N2 . . . . -1.8(3) ?
    C16 N2 C17 C18 . . . . 118.07(16) ?
    N2 C17 C18 C18 . . . 2_557 -66.8(2) ?
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
    C3 H3 F3 1_665 0.95 2.43 3.137(2) 131 y
    C7 H7 F1 2_576 0.95 2.54 3.378(2) 148 y
    C12 H12 F2 . 0.95 2.42 3.192(2) 138 y
data_global
_journal_data_validation_number     ?
_journal_date_recd_electronic     2011-10-24
_journal_date_accepted     2011-10-26
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2011
_journal_volume     67
_journal_issue     11
_journal_page_first     o3108
_journal_page_last     o3108
_journal_paper_category     QO
_journal_coeditor_code     SU2336
_publ_contact_author_name     'Dr. Mohammad Khaledi'
_publ_contact_author_address
;
Department of Chemistry,
Faculty of Science,
Islamic  Azad University,
Shahrekord Branch
Box 166,
Iran
;
_publ_contact_author_email     khaledi1974@yahoo.com
_publ_contact_author_fax     '+98-'
_publ_contact_author_phone     '+98-'
_publ_section_title
;\
(<i>E</i>,<i>E</i>)-<i>N</i>^1^,<i>N</i>^4^-Bis(2,6-difluorobenzylidene)butane-\
1,4-diamine
;
loop_
    _publ_author_name
    _publ_author_address
    'Khaledi, Mohammad'
;
Department of Chemistry
Faculty of Science
Islamic  Azad University
Shahrekord Branch
Box 166
Tehran
Iran
;
    'Kia, Reza'
;
Department of Chemistry
Science and Research Branch
Islamic Azad University
Tehran
Iran
;
    'Clegg, William'
;
School of Chemistry
Newcastle University
Newcastle upon Tyne NE1 7RU
England
;
    'Harrington, Ross W.'
;
School of Chemistry
Newcastle University
Newcastle upon Tyne NE1 7RU
England
;