##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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                #
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##############################################################################
data_global
_audit_creation_method     'from SHELXL97 CIF and IUCr SHELXL97-template'
_journal_date_recd_electronic     2000-10-25
_journal_date_accepted     2000-11-09
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2001
_journal_volume     57
_journal_issue      2
_journal_page_first     156
_journal_page_last     157
_journal_paper_category     FM
_publ_contact_author_name     'Dr. Stuart R. Batten'
_publ_contact_author_address
;
School of Chemistry
PO Box 23
Monash University 3800
Australia
;
_publ_contact_author_email     'stuart.batten@sci.monash.edu.au'
_publ_contact_author_fax     '+61 3 9905 4597'
_publ_contact_author_phone     '+61 3 9905 4606'
_publ_section_title
;
Dichloro[N,N,N',N'-tetrakis-(2-pyridylmethyl)benzene-1,4-diamine]iron(II)
;
_publ_section_title_footnote
; ?
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Batten, Stuart R.' .
;
School of Chemistry
PO Box 23
Monash University 3800
Australia
;
    'McKenzie, Christine J.' .
;
Department of Chemistry
Odense University
Campusvej 55
5230 Odense M
Denmark
;
    'Preuss Nielsen, Lars' .
;
Department of Chemistry
Odense University
Campusvej 55
5230 Odense M
Denmark
;
data_I
_chemical_name_systematic
;
 Dichloro[N,N,N',N'-tetrakis(2-pyridylmethyl)benzene-1,4-diamine]iron(II)
;
_chemical_name_common
;
 Dichloro[N,N,N',N'-tetrakis(2-pyridylmethyl)benzene-1,4-diamine]iron(II)
;
_chemical_formula_moiety     'C30 H28 Cl2 Fe N6 '
_chemical_formula_sum     'C30 H28 Cl2 Fe N6'
_chemical_formula_iupac     '[FeCl2 (C30 H28 N6 )] '
_chemical_formula_weight     599.33
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     8.4470(6)
_cell_length_b     12.9100(12)
_cell_length_c     12.9850(13)
_cell_angle_alpha     90.00
_cell_angle_beta     105.270(6)
_cell_angle_gamma     90.00
_cell_volume     1366.0(2)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     11554
_cell_measurement_theta_min     3.16
_cell_measurement_theta_max     28.26
_cell_measurement_temperature     123(2)
_exptl_crystal_description     'irregular block'
_exptl_crystal_colour     yellow
_exptl_crystal_size_max      .125
_exptl_crystal_size_mid      .125
_exptl_crystal_size_min      .075
_exptl_crystal_density_diffrn     1.457
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     620
_exptl_absorpt_coefficient_mu      .780
_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     123(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD diffractometer'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     9
_diffrn_reflns_number     11514
_diffrn_reflns_av_R_equivalents      .1101
_diffrn_reflns_av_sigmaI/netI      .1482
_diffrn_reflns_theta_min     3.16
_diffrn_reflns_theta_max     28.26
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max      .986
_diffrn_measured_fraction_theta_full      .991
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     17
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     'less than 1'
_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     5292
_reflns_number_gt     3608
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .1323
_refine_ls_R_factor_gt      .0796
_refine_ls_wR_factor_ref      .1558
_refine_ls_goodness_of_fit_ref     1.061
_refine_ls_restrained_S_all     1.061
_refine_ls_number_reflns     5292
_refine_ls_number_parameters     352
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0338P)²+3.2934P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max     1.025
_refine_diff_density_min      -.662
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), 1813 Friedel pairs'
_refine_ls_abs_structure_Flack      .01(3)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Fe' 'Fe'  .3463  .8444
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl'  .1484  .1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Hooft, 1998)'
_computing_cell_refinement     'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO-SMN'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material     'SHELXL97'
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
    Fe1  .40540(11)  .54750(8)  .43159(7)  .0200(3) Uani d . 1 . . Fe
    Cl1  .58024(19)  .53142(16)  .60247(13)  .0278(5) Uani d . 1 . . Cl
    Cl2  .2987(2)  .39034(13)  .35798(15)  .0277(4) Uani d . 1 . . Cl
    N1  .3807(6)  .7149(4)  .3814(5)  .0171(12) Uani d . 1 . . N
    C1  .5486(7)  .7511(5)  .3777(6)  .0204(16) Uani d . 1 . . C
    H1A  .5379  .8125  .3306  .024 Uiso calc R 1 . . H
    H1B  .6126  .7716  .4501  .024 Uiso calc R 1 . . H
    C2  .6369(8)  .6666(5)  .3365(5)  .0188(15) Uani d . 1 . . C
    C3  .7674(8)  .6892(6)  .2918(6)  .0283(19) Uani d . 1 . . C
    H3A  .7951  .7590  .2812  .034 Uiso calc R 1 . . H
    C4  .8546(9)  .6088(7)  .2637(6)  .0283(19) Uani d . 1 . . C
    H4A  .9445  .6226  .2345  .034 Uiso calc R 1 . . H
    C5  .8103(9)  .5079(7)  .2782(6)  .031(2) Uani d . 1 . . C
    H5A  .8681  .4511  .2588  .038 Uiso calc R 1 . . H
    C6  .6779(8)  .4916(6)  .3221(5)  .0236(17) Uani d . 1 . . C
    H6A  .6460  .4226  .3320  .028 Uiso calc R 1 . . H
    N2  .5948(6)  .5697(4)  .3507(4)  .0190(14) Uani d . 1 . . N
    C7  .3294(8)  .7655(6)  .4698(6)  .0230(17) Uani d . 1 . . C
    H7A  .2912  .8368  .4489  .028 Uiso calc R 1 . . H
    H7B  .4238  .7696  .5338  .028 Uiso calc R 1 . . H
    C8  .1926(8)  .7036(5)  .4951(5)  .0187(15) Uani d . 1 . . C
    C9  .0722(8)  .7490(6)  .5365(6)  .0272(18) Uani d . 1 . . C
    H9A  .0671  .8220  .5439  .033 Uiso calc R 1 . . H
    C10  -.0408(9)  .6843(7)  .5668(6)  .0308(19) Uani d . 1 . . C
    H10A  -.1228  .7128  .5963  .037 Uiso calc R 1 . . H
    C11  -.0318(9)  .5806(7)  .5536(6)  .034(2) Uani d . 1 . . C
    H11A  -.1076  .5354  .5734  .041 Uiso calc R 1 . . H
    C12  .0892(7)  .5416(8)  .5110(5)  .0283(16) Uani d . 1 . . C
    H12A  .0948  .4689  .5017  .034 Uiso calc R 1 . . H
    N3  .1985(6)  .6018(4)  .4822(4)  .0187(13) Uani d . 1 . . N
    C13  .2610(7)  .7263(5)  .2764(5)  .0162(14) Uani d . 1 . . C
    C14  .2437(8)  .6473(5)  .2013(6)  .0185(15) Uani d . 1 . . C
    H14A  .3061  .5857  .2200  .022 Uiso calc R 1 . . H
    C15  .1392(8)  .6559(5)  .1011(6)  .0199(15) Uani d . 1 . . C
    H15A  .1327  .6014  .0510  .024 Uiso calc R 1 . . H
    C16  .0399(9)  .7462(5)  .0715(6)  .0202(16) Uani d . 1 . . C
    C17  .0588(9)  .8243(5)  .1481(6)  .0235(17) Uani d . 1 . . C
    H17A  -.0053  .8855  .1315  .028 Uiso calc R 1 . . H
    C18  .1684(8)  .8148(5)  .2474(6)  .0220(16) Uani d . 1 . . C
    H18A  .1804  .8704  .2967  .026 Uiso calc R 1 . . H
    N4  -.0702(7)  .7538(5)  -.0284(5)  .0262(15) Uani d . 1 . . N
    C19  -.0808(9)  .6716(6)  -.1053(6)  .0290(18) Uani d . 1 . . C
    H19A  -.1759  .6852  -.1670  .035 Uiso calc R 1 . . H
    H19B  -.1020  .6056  -.0724  .035 Uiso calc R 1 . . H
    C20  .0722(9)  .6585(6)  -.1459(6)  .0252(17) Uani d . 1 . . C
    C21  .1731(9)  .7411(6)  -.1506(6)  .0323(19) Uani d . 1 . . C
    H21A  .1505  .8077  -.1270  .039 Uiso calc R 1 . . H
    C22  .3072(10)  .7255(7)  -.1902(6)  .037(2) Uani d . 1 . . C
    H22A  .3772  .7817  -.1954  .044 Uiso calc R 1 . . H
    C23  .3383(10)  .6290(7)  -.2217(6)  .039(2) Uani d . 1 . . C
    H23A  .4307  .6164  -.2486  .047 Uiso calc R 1 . . H
    C24  .2328(10)  .5495(9)  -.2136(5)  .0412(19) Uani d . 1 . . C
    H24A  .2551  .4820  -.2352  .049 Uiso calc R 1 . . H
    N5  .0991(7)  .5636(5)  -.1762(5)  .0327(16) Uani d . 1 . . N
    C25  -.1533(9)  .8509(6)  -.0635(6)  .0273(18) Uani d . 1 . . C
    H25A  -.1846  .8522  -.1425  .033 Uiso calc R 1 . . H
    H25B  -.0748  .9082  -.0385  .033 Uiso calc R 1 . . H
    C26  -.3064(8)  .8711(6)  -.0252(5)  .0227(17) Uani d . 1 . . C
    C27  -.3662(9)  .8030(7)  .0356(6)  .0312(19) Uani d . 1 . . C
    H27A  -.3125  .7386  .0557  .037 Uiso calc R 1 . . H
    C28  -.5053(9)  .8276(7)  .0680(7)  .037(2) Uani d . 1 . . C
    H28A  -.5493  .7805  .1094  .044 Uiso calc R 1 . . H
    C29  -.5775(9)  .9217(7)  .0387(7)  .036(2) Uani d . 1 . . C
    H29A  -.6706  .9426  .0615  .043 Uiso calc R 1 . . H
    C30  -.5126(9)  .9849(6)  -.0242(6)  .0317(19) Uani d . 1 . . C
    H30A  -.5669 1.0485  -.0473  .038 Uiso calc R 1 . . H
    N6  -.3754(7)  .9623(5)  -.0555(5)  .0284(15) Uani d . 1 . . N
_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
    Fe1 N3 . 2.141(5) yes
    Fe1 N2 . 2.152(5) yes
    Fe1 N1 . 2.251(6) yes
    Fe1 Cl2 . 2.321(2) yes
    Fe1 Cl1 . 2.329(2) yes
    N1 C13 . 1.475(8) no
    N1 C7 . 1.481(9) no
    N1 C1 . 1.506(8) no
    C1 C2 . 1.498(9) no
    C2 N2 . 1.326(8) no
    C2 C3 . 1.405(9) no
    C3 C4 . 1.377(11) no
    C4 C5 . 1.383(10) no
    C5 C6 . 1.399(10) no
    C6 N2 . 1.335(8) no
    C7 C8 . 1.511(9) no
    C8 N3 . 1.328(8) no
    C8 C9 . 1.398(9) no
    C9 C10 . 1.400(11) no
    C10 C11 . 1.355(11) no
    C11 C12 . 1.379(10) no
    C12 N3 . 1.334(9) no
    C13 C18 . 1.380(9) no
    C13 C14 . 1.391(9) no
    C14 C15 . 1.371(9) no
    C15 C16 . 1.428(9) no
    C16 N4 . 1.386(9) no
    C16 C17 . 1.396(9) no
    C17 C18 . 1.381(9) no
    N4 C19 . 1.444(10) no
    N4 C25 . 1.450(9) no
    C19 C20 . 1.529(10) no
    C20 N5 . 1.325(10) no
    C20 C21 . 1.376(11) no
    C21 C22 . 1.376(11) no
    C22 C23 . 1.359(12) no
    C23 C24 . 1.380(13) no
    C24 N5 . 1.354(9) no
    C25 C26 . 1.526(10) no
    C26 N6 . 1.327(9) no
    C26 C27 . 1.365(10) no
    C27 C28 . 1.385(11) no
    C28 C29 . 1.367(11) no
    C29 C30 . 1.367(11) no
    C30 N6 . 1.357(9) no
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
    N3 Fe1 N2 . . 151.4(2) yes
    N3 Fe1 N1 . . 75.7(2) yes
    N2 Fe1 N1 . . 75.8(2) yes
    N3 Fe1 Cl2 . . 98.8(2) yes
    N2 Fe1 Cl2 . . 100.0(2) yes
    N1 Fe1 Cl2 . . 136.3(2) yes
    N3 Fe1 Cl1 . . 95.8(2) yes
    N2 Fe1 Cl1 . . 96.3(2) yes
    N1 Fe1 Cl1 . . 110.4(2) yes
    Cl2 Fe1 Cl1 . . 113.24(8) yes
    C13 N1 C7 . . 113.7(5) no
    C13 N1 C1 . . 111.2(5) no
    C7 N1 C1 . . 110.9(5) no
    C13 N1 Fe1 . . 110.6(4) no
    C7 N1 Fe1 . . 102.9(4) no
    C1 N1 Fe1 . . 107.0(4) no
    C2 C1 N1 . . 110.3(5) no
    N2 C2 C3 . . 121.5(7) no
    N2 C2 C1 . . 117.4(6) no
    C3 C2 C1 . . 120.9(6) no
    C4 C3 C2 . . 119.0(7) no
    C3 C4 C5 . . 119.5(6) no
    C4 C5 C6 . . 118.1(7) no
    N2 C6 C5 . . 122.4(7) no
    C2 N2 C6 . . 119.5(6) no
    C2 N2 Fe1 . . 117.0(4) no
    C6 N2 Fe1 . . 123.2(4) no
    N1 C7 C8 . . 109.4(5) no
    N3 C8 C9 . . 121.2(6) no
    N3 C8 C7 . . 116.0(5) no
    C9 C8 C7 . . 122.6(6) no
    C8 C9 C10 . . 118.5(7) no
    C11 C10 C9 . . 119.3(7) no
    C10 C11 C12 . . 118.9(8) no
    N3 C12 C11 . . 122.8(9) no
    C8 N3 C12 . . 119.3(6) no
    C8 N3 Fe1 . . 115.1(4) no
    C12 N3 Fe1 . . 125.2(5) no
    C18 C13 C14 . . 117.9(6) no
    C18 C13 N1 . . 122.5(6) no
    C14 C13 N1 . . 119.6(6) no
    C15 C14 C13 . . 121.9(6) no
    C14 C15 C16 . . 120.4(7) no
    N4 C16 C17 . . 122.5(6) no
    N4 C16 C15 . . 120.7(6) no
    C17 C16 C15 . . 116.7(7) no
    C18 C17 C16 . . 121.5(6) no
    C13 C18 C17 . . 121.5(6) no
    C16 N4 C19 . . 120.0(6) no
    C16 N4 C25 . . 120.4(6) no
    C19 N4 C25 . . 118.7(6) no
    N4 C19 C20 . . 114.5(6) no
    N5 C20 C21 . . 123.1(7) no
    N5 C20 C19 . . 115.5(7) no
    C21 C20 C19 . . 121.3(7) no
    C20 C21 C22 . . 119.0(8) no
    C23 C22 C21 . . 119.3(8) no
    C22 C23 C24 . . 118.6(8) no
    N5 C24 C23 . . 122.9(9) no
    C20 N5 C24 . . 117.1(8) no
    N4 C25 C26 . . 115.3(6) no
    N6 C26 C27 . . 122.9(6) no
    N6 C26 C25 . . 113.5(6) no
    C27 C26 C25 . . 123.6(7) no
    C26 C27 C28 . . 120.0(8) no
    C29 C28 C27 . . 118.1(8) no
    C28 C29 C30 . . 118.5(7) no
    N6 C30 C29 . . 124.0(7) no
    C26 N6 C30 . . 116.4(6) no
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
    C11 H11A Cl1 1_455  .95 2.76 3.556(7) 142 yes
    C23 H23A Cl1 1_554  .95 2.80 3.666(8) 152 yes
    C25 H25A Cl2 2_555  .99 2.75 3.730(8) 169 yes
    C17 H17A N5 2_555  .95 2.55 3.420(10)
                                        153 yes
