#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/50/2215098.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2215098
loop_
_publ_author_name
'Peng, Ya-Liu'
'Hsueh, Mao-Lin'
'Lin, Chu-Chieh'
_publ_section_title
Bis{N-[(1Z,3Z)-1,3-bis(4-fluorophenyl)-3-(phenylimino)prop-1-enyl]aniline(1--)}zinc(II)
_journal_coeditor_code           GG2033
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2388
_journal_page_last               m2388
_journal_paper_doi               10.1107/S1600536807040123
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Zn (C27 H19 F2 N2)2]'
_chemical_formula_moiety         'C54 H38 F4 N4 Zn'
_chemical_formula_sum            'C54 H38 F4 N4 Zn'
_chemical_formula_weight         884.26
_chemical_name_systematic
;
Bis{N-[(1Z,3Z)-1,3-bis(4-fluorophenyl)-3-
(phenylimino)prop-1-enyl]aniline(1-)}zinc(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 106.102(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.967(2)
_cell_length_b                   10.6232(10)
_cell_length_c                   19.2852(19)
_cell_measurement_reflns_used    3748
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.49
_cell_measurement_theta_min      2.48
_cell_volume                     4323.8(7)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  'SHELXTL (Bruker, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12028
_diffrn_reflns_theta_full        26.1
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelpiped
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.301
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4272
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.059P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1054
_reflns_number_gt                3043
_reflns_number_total             4272
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg2033.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2215098
_cod_database_fobs_code          2215098
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Zn Zn 0.5000 0.15528(4) 1.2500 0.03975(14) Uani d S 1
F F1 0.72953(9) 0.0113(2) 0.97921(11) 0.0977(7) Uani d . 1
F F2 0.33272(10) 0.65322(18) 0.92235(10) 0.0936(6) Uani d . 1
N N1 0.54684(9) 0.06780(18) 1.18950(9) 0.0403(5) Uani d . 1
N N2 0.44306(9) 0.25386(19) 1.16987(9) 0.0424(5) Uani d . 1
C C1 0.55117(11) 0.1220(2) 1.12847(11) 0.0391(5) Uani d . 1
C C2 0.51558(11) 0.2276(2) 1.09706(11) 0.0428(6) Uani d . 1
H H2A 0.5292 0.2669 1.0609 0.051 Uiso calc R 1
C C3 0.46282(11) 0.2823(2) 1.11195(11) 0.0412(5) Uani d . 1
C C4 0.57425(12) -0.0522(2) 1.21246(12) 0.0429(6) Uani d . 1
C C5 0.62314(13) -0.0624(3) 1.27565(13) 0.0550(7) Uani d . 1
H H5A 0.6406 0.0097 1.3008 0.066 Uiso calc R 1
C C6 0.64604(16) -0.1804(3) 1.30144(15) 0.0682(9) Uani d . 1
H H6A 0.6791 -0.1869 1.3436 0.082 Uiso calc R 1
C C7 0.62031(17) -0.2870(3) 1.26521(18) 0.0714(9) Uani d . 1
H H7A 0.6355 -0.3658 1.2828 0.086 Uiso calc R 1
C C8 0.57228(17) -0.2772(3) 1.20321(18) 0.0709(9) Uani d . 1
H H8A 0.5551 -0.3497 1.1784 0.085 Uiso calc R 1
C C9 0.54883(15) -0.1610(3) 1.17676(15) 0.0587(7) Uani d . 1
H H9A 0.5157 -0.1559 1.1346 0.070 Uiso calc R 1
C C10 0.59870(11) 0.0783(2) 1.09063(12) 0.0401(5) Uani d . 1
C C11 0.66212(12) 0.0696(2) 1.12655(13) 0.0495(6) Uani d . 1
H H11A 0.6753 0.0790 1.1764 0.059 Uiso calc R 1
C C12 0.70666(13) 0.0471(3) 1.08923(16) 0.0581(7) Uani d . 1
H H12A 0.7495 0.0419 1.1135 0.070 Uiso calc R 1
C C13 0.68610(14) 0.0326(3) 1.01600(16) 0.0596(7) Uani d . 1
C C14 0.62417(15) 0.0373(3) 0.97884(14) 0.0583(7) Uani d . 1
H H14A 0.6115 0.0241 0.9292 0.070 Uiso calc R 1
C C15 0.57990(12) 0.0620(3) 1.01597(12) 0.0486(6) Uani d . 1
H H15A 0.5372 0.0678 0.9909 0.058 Uiso calc R 1
C C16 0.42858(11) 0.3809(2) 1.06036(12) 0.0411(6) Uani d . 1
C C17 0.41609(13) 0.4975(2) 1.08620(14) 0.0534(7) Uani d . 1
H H17A 0.4291 0.5132 1.1356 0.064 Uiso calc R 1
C C18 0.38494(15) 0.5900(3) 1.04009(16) 0.0625(8) Uani d . 1
H H18A 0.3771 0.6682 1.0576 0.075 Uiso calc R 1
C C19 0.36572(14) 0.5641(3) 0.96792(16) 0.0629(8) Uani d . 1
C C20 0.37753(14) 0.4522(3) 0.93986(14) 0.0633(8) Uani d . 1
H H20A 0.3641 0.4377 0.8904 0.076 Uiso calc R 1
C C21 0.40987(13) 0.3606(3) 0.98648(13) 0.0540(7) Uani d . 1
H H21A 0.4192 0.2844 0.9681 0.065 Uiso calc R 1
C C22 0.37975(12) 0.2775(2) 1.17125(12) 0.0434(6) Uani d . 1
C C23 0.36800(14) 0.3224(3) 1.23379(14) 0.0563(7) Uani d . 1
H H23A 0.4014 0.3478 1.2725 0.068 Uiso calc R 1
C C24 0.30590(17) 0.3294(3) 1.23820(17) 0.0731(10) Uani d . 1
H H24A 0.2982 0.3601 1.2801 0.088 Uiso calc R 1
C C25 0.25627(16) 0.2920(3) 1.1824(2) 0.0775(10) Uani d . 1
H H25A 0.2151 0.2958 1.1866 0.093 Uiso calc R 1
C C26 0.26751(14) 0.2485(3) 1.11993(17) 0.0688(8) Uani d . 1
H H26A 0.2338 0.2239 1.0813 0.083 Uiso calc R 1
C C27 0.32846(12) 0.2416(2) 1.11452(14) 0.0513(6) Uani d . 1
H H27A 0.3355 0.2123 1.0720 0.062 Uiso calc R 1
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 Zn N1 2_657 . 124.24(11) no
N1 Zn N2 2_657 2_657 96.10(7) no
N1 Zn N2 . 2_657 112.64(8) no
N1 Zn N2 2_657 . 112.64(8) no
N1 Zn N2 . . 96.10(7) no
N2 Zn N2 2_657 . 116.65(12) no
C1 N1 C4 . . 122.07(19) no
C1 N1 Zn . . 119.36(16) no
C4 N1 Zn . . 118.57(13) no
C3 N2 C22 . . 121.39(19) no
C3 N2 Zn . . 119.06(16) no
C22 N2 Zn . . 119.01(14) no
N1 C1 C2 . . 123.8(2) no
N1 C1 C10 . . 121.5(2) no
C2 C1 C10 . . 114.56(19) no
C3 C2 C1 . . 129.7(2) no
C3 C2 H2A . . 115.2 no
C1 C2 H2A . . 115.2 no
N2 C3 C2 . . 123.8(2) no
N2 C3 C16 . . 119.5(2) no
C2 C3 C16 . . 116.61(19) no
C9 C4 C5 . . 118.7(2) no
C9 C4 N1 . . 121.0(2) no
C5 C4 N1 . . 120.0(2) no
C4 C5 C6 . . 120.0(3) no
C4 C5 H5A . . 120.0 no
C6 C5 H5A . . 120.0 no
C7 C6 C5 . . 120.4(3) no
C7 C6 H6A . . 119.8 no
C5 C6 H6A . . 119.8 no
C8 C7 C6 . . 119.6(3) no
C8 C7 H7A . . 120.2 no
C6 C7 H7A . . 120.2 no
C7 C8 C9 . . 120.8(3) no
C7 C8 H8A . . 119.6 no
C9 C8 H8A . . 119.6 no
C8 C9 C4 . . 120.4(3) no
C8 C9 H9A . . 119.8 no
C4 C9 H9A . . 119.8 no
C11 C10 C15 . . 118.7(2) no
C11 C10 C1 . . 121.2(2) no
C15 C10 C1 . . 119.5(2) no
C10 C11 C12 . . 120.8(2) no
C10 C11 H11A . . 119.6 no
C12 C11 H11A . . 119.6 no
C13 C12 C11 . . 118.5(3) no
C13 C12 H12A . . 120.7 no
C11 C12 H12A . . 120.7 no
C14 C13 F1 . . 118.6(3) no
C14 C13 C12 . . 122.6(2) no
F1 C13 C12 . . 118.7(3) no
C13 C14 C15 . . 118.8(2) no
C13 C14 H14A . . 120.6 no
C15 C14 H14A . . 120.6 no
C14 C15 C10 . . 120.6(2) no
C14 C15 H15A . . 119.7 no
C10 C15 H15A . . 119.7 no
C21 C16 C17 . . 118.4(2) no
C21 C16 C3 . . 121.7(2) no
C17 C16 C3 . . 119.9(2) no
C18 C17 C16 . . 121.2(2) no
C18 C17 H17A . . 119.4 no
C16 C17 H17A . . 119.4 no
C19 C18 C17 . . 118.3(3) no
C19 C18 H18A . . 120.9 no
C17 C18 H18A . . 120.9 no
F2 C19 C20 . . 118.6(3) no
F2 C19 C18 . . 118.6(3) no
C20 C19 C18 . . 122.8(3) no
C19 C20 C21 . . 118.5(3) no
C19 C20 H20A . . 120.7 no
C21 C20 H20A . . 120.7 no
C20 C21 C16 . . 120.8(3) no
C20 C21 H21A . . 119.6 no
C16 C21 H21A . . 119.6 no
C27 C22 C23 . . 118.3(2) no
C27 C22 N2 . . 121.4(2) no
C23 C22 N2 . . 119.8(2) no
C22 C23 C24 . . 119.6(3) no
C22 C23 H23A . . 120.2 no
C24 C23 H23A . . 120.2 no
C25 C24 C23 . . 121.4(3) no
C25 C24 H24A . . 119.3 no
C23 C24 H24A . . 119.3 no
C24 C25 C26 . . 119.4(3) no
C24 C25 H25A . . 120.3 no
C26 C25 H25A . . 120.3 no
C27 C26 C25 . . 120.0(3) no
C27 C26 H26A . . 120.0 no
C25 C26 H26A . . 120.0 no
C26 C27 C22 . . 121.4(3) no
C26 C27 H27A . . 119.3 no
C22 C27 H27A . . 119.3 no
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
Zn N1 2_657 1.9875(18) no
Zn N1 . 1.9875(18) no
Zn N2 2_657 1.9942(19) no
Zn N2 . 1.9942(19) no
F1 C13 . 1.356(3) no
F2 C19 . 1.356(3) no
N1 C1 . 1.337(3) no
N1 C4 . 1.427(3) no
N2 C3 . 1.340(3) no
N2 C22 . 1.421(3) no
C1 C2 . 1.405(3) no
C1 C10 . 1.503(3) no
C2 C3 . 1.396(3) no
C2 H2A . 0.9300 no
C3 C16 . 1.496(3) no
C4 C9 . 1.382(4) no
C4 C5 . 1.387(3) no
C5 C6 . 1.390(4) no
C5 H5A . 0.9300 no
C6 C7 . 1.368(4) no
C6 H6A . 0.9300 no
C7 C8 . 1.362(4) no
C7 H7A . 0.9300 no
C8 C9 . 1.379(4) no
C8 H8A . 0.9300 no
C9 H9A . 0.9300 no
C10 C11 . 1.376(3) no
C10 C15 . 1.394(3) no
C11 C12 . 1.387(3) no
C11 H11A . 0.9300 no
C12 C13 . 1.367(4) no
C12 H12A . 0.9300 no
C13 C14 . 1.351(4) no
C14 C15 . 1.383(3) no
C14 H14A . 0.9300 no
C15 H15A . 0.9300 no
C16 C21 . 1.386(3) no
C16 C17 . 1.391(3) no
C17 C18 . 1.374(4) no
C17 H17A . 0.9300 no
C18 C19 . 1.366(4) no
C18 H18A . 0.9300 no
C19 C20 . 1.361(4) no
C20 C21 . 1.380(4) no
C20 H20A . 0.9300 no
C21 H21A . 0.9300 no
C22 C27 . 1.389(4) no
C22 C23 . 1.386(3) no
C23 C24 . 1.392(4) no
C23 H23A . 0.9300 no
C24 C25 . 1.361(5) no
C24 H24A . 0.9300 no
C25 C26 . 1.376(4) no
C25 H25A . 0.9300 no
C26 C27 . 1.374(4) no
C26 H26A . 0.9300 no
C27 H27A . 0.9300 no
