#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:02:12 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179359 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/56/4325670.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4325670
loop_
_publ_author_name
'Anna M. Kutasi'
'David R. Turner'
'Paul Jensen'
'Boujemaa Moubaraki'
'Stuart R. Batten'
'Keith S. Murray'
_publ_contact_author_address
;School of Chemistry
Monash University
Clayton
VIC 3800
Australia    
;
_publ_contact_author_email       keith.murray@monash.edu
_publ_contact_author_fax         '+61 3 9905 4597'
_publ_contact_author_name        'Keith S. Murray'
_publ_contact_author_phone       '+61 3 9905 4512'
_publ_section_title
;
 Coordination Polymers of Hexacyanotrimethylenecyclopropanediide and Its
 Monoanionic Radical: Synthesis, Structure, and Magnetic Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6673
_journal_page_last               6684
_journal_paper_doi               10.1021/ic200591u
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C24 H4 Fe N12 O2, 2(C16 H36 N)'
_chemical_formula_sum            'C56 H76 Fe N14 O2'
_chemical_formula_weight         1033.16
_chemical_name_systematic
; 

 ? 

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.00
_cell_angle_beta                 93.516(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.9598(1)
_cell_length_b                   18.8191(2)
_cell_length_c                   13.9049(2)
_cell_measurement_reflns_used    33798
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      3.16
_cell_volume                     2862.54(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33798
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6780
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0393P)²+0.6283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0968
_reflns_number_gt                4547
_reflns_number_total             6780
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200591u_si_001_4.cif
_cod_data_source_block           1Fe
_cod_database_code               4325670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.5000 0.0000 0.0000 0.01444(10) Uani 1 2 d S
O1 O 0.33229(11) 0.05681(6) 0.00423(9) 0.0195(3) Uani 1 1 d D
H1 H 0.3204(18) 0.0745(10) 0.0597(9) 0.037(6) Uiso 1 1 d D
H2 H 0.327(2) 0.0927(9) -0.0340(14) 0.057(8) Uiso 1 1 d D
C101 C 0.59647(15) 0.26669(9) 0.13997(11) 0.0179(4) Uani 1 1 d .
C102 C 0.58921(15) 0.32821(9) 0.19385(11) 0.0170(4) Uani 1 1 d .
C103 C 0.50767(15) 0.27305(9) 0.20596(11) 0.0170(4) Uani 1 1 d .
C110 C 0.64992(15) 0.22588(8) 0.06903(12) 0.0176(4) Uani 1 1 d .
C111 C 0.61794(15) 0.15364(9) 0.05818(11) 0.0160(4) Uani 1 1 d .
N112 N 0.59370(13) 0.09412(7) 0.05256(10) 0.0191(3) Uani 1 1 d .
C113 C 0.73810(16) 0.25570(9) 0.01059(12) 0.0204(4) Uani 1 1 d .
N114 N 0.80883(16) 0.28124(8) -0.03658(12) 0.0325(4) Uani 1 1 d .
C120 C 0.62850(15) 0.39742(8) 0.21764(11) 0.0166(4) Uani 1 1 d .
C121 C 0.57647(15) 0.43358(8) 0.29403(11) 0.0153(3) Uani 1 1 d .
N122 N 0.53224(13) 0.46194(7) 0.35673(10) 0.0186(3) Uani 1 1 d .
C123 C 0.72090(16) 0.43148(9) 0.16698(12) 0.0185(4) Uani 1 1 d .
N124 N 0.79445(14) 0.45877(8) 0.12401(10) 0.0267(4) Uani 1 1 d .
C130 C 0.40475(16) 0.24703(9) 0.24891(12) 0.0187(4) Uani 1 1 d .
C131 C 0.34911(16) 0.18264(9) 0.21614(12) 0.0196(4) Uani 1 1 d .
N132 N 0.30744(14) 0.13023(8) 0.18599(11) 0.0260(4) Uani 1 1 d .
C133 C 0.35000(16) 0.29052(9) 0.31726(12) 0.0198(4) Uani 1 1 d .
N134 N 0.31115(14) 0.32972(8) 0.37114(11) 0.0280(4) Uani 1 1 d .
N200 N 0.83895(12) 0.01506(7) 0.29955(9) 0.0163(3) Uani 1 1 d .
C211 C 0.85881(15) -0.01686(9) 0.20119(11) 0.0184(4) Uani 1 1 d .
H21B H 0.8129 -0.0621 0.1955 0.022 Uiso 1 1 calc R
H21A H 0.8227 0.0158 0.1514 0.022 Uiso 1 1 calc R
C212 C 0.99010(15) -0.03153(9) 0.17850(12) 0.0214(4) Uani 1 1 d .
H21C H 1.0330 -0.0565 0.2334 0.026 Uiso 1 1 calc R
H21D H 1.0330 0.0139 0.1683 0.026 Uiso 1 1 calc R
C213 C 0.99202(16) -0.07725(9) 0.08801(12) 0.0216(4) Uani 1 1 d .
H21F H 0.9502 -0.1228 0.0994 0.026 Uiso 1 1 calc R
H21E H 0.9461 -0.0527 0.0343 0.026 Uiso 1 1 calc R
C214 C 1.12141(17) -0.09247(10) 0.05906(13) 0.0282(4) Uani 1 1 d .
H21G H 1.1629 -0.0476 0.0467 0.042 Uiso 1 1 calc R
H21H H 1.1178 -0.1216 0.0006 0.042 Uiso 1 1 calc R
H21I H 1.1667 -0.1180 0.1113 0.042 Uiso 1 1 calc R
C221 C 0.91286(15) 0.08260(9) 0.31670(12) 0.0190(4) Uani 1 1 d .
H22A H 0.9024 0.0986 0.3835 0.023 Uiso 1 1 calc R
H22B H 1.0003 0.0708 0.3121 0.023 Uiso 1 1 calc R
C222 C 0.88240(16) 0.14434(9) 0.24960(12) 0.0222(4) Uani 1 1 d .
H22C H 0.7991 0.1620 0.2597 0.027 Uiso 1 1 calc R
H22D H 0.8848 0.1287 0.1818 0.027 Uiso 1 1 calc R
C223 C 0.97566(17) 0.20343(9) 0.27034(13) 0.0245(4) Uani 1 1 d .
H22E H 0.9877 0.2102 0.3409 0.029 Uiso 1 1 calc R
H22F H 1.0550 0.1890 0.2461 0.029 Uiso 1 1 calc R
C224 C 0.93589(19) 0.27344(10) 0.22376(15) 0.0334(5) Uani 1 1 d .
H22G H 0.9258 0.2673 0.1537 0.050 Uiso 1 1 calc R
H22H H 0.9982 0.3097 0.2392 0.050 Uiso 1 1 calc R
H22I H 0.8580 0.2884 0.2484 0.050 Uiso 1 1 calc R
C231 C 0.70237(15) 0.02905(9) 0.29970(12) 0.0179(4) Uani 1 1 d .
H23A H 0.6790 0.0607 0.2448 0.022 Uiso 1 1 calc R
H23B H 0.6591 -0.0166 0.2881 0.022 Uiso 1 1 calc R
C232 C 0.65676(15) 0.06201(10) 0.39018(12) 0.0215(4) Uani 1 1 d .
H23D H 0.6961 0.1088 0.4021 0.026 Uiso 1 1 calc R
H23C H 0.6779 0.0310 0.4463 0.026 Uiso 1 1 calc R
C233 C 0.51924(16) 0.07102(11) 0.37748(13) 0.0291(4) Uani 1 1 d .
H23E H 0.4992 0.0953 0.3154 0.035 Uiso 1 1 calc R
H23F H 0.4810 0.0234 0.3737 0.035 Uiso 1 1 calc R
C234 C 0.46359(17) 0.11251(11) 0.45658(14) 0.0317(5) Uani 1 1 d .
H23G H 0.4827 0.0890 0.5186 0.048 Uiso 1 1 calc R
H23H H 0.3747 0.1147 0.4439 0.048 Uiso 1 1 calc R
H23I H 0.4972 0.1608 0.4587 0.048 Uiso 1 1 calc R
C241 C 0.88052(15) -0.03492(9) 0.38104(12) 0.0180(4) Uani 1 1 d .
H24B H 0.9698 -0.0421 0.3787 0.022 Uiso 1 1 calc R
H24A H 0.8665 -0.0111 0.4428 0.022 Uiso 1 1 calc R
C242 C 0.82001(16) -0.10737(9) 0.38172(12) 0.0202(4) Uani 1 1 d .
H24D H 0.8336 -0.1328 0.3210 0.024 Uiso 1 1 calc R
H24C H 0.7308 -0.1018 0.3869 0.024 Uiso 1 1 calc R
C243 C 0.87467(17) -0.14995(9) 0.46742(12) 0.0237(4) Uani 1 1 d .
H24F H 0.9648 -0.1505 0.4654 0.028 Uiso 1 1 calc R
H24E H 0.8544 -0.1261 0.5279 0.028 Uiso 1 1 calc R
C244 C 0.82790(19) -0.22587(10) 0.46804(14) 0.0313(5) Uani 1 1 d .
H24G H 0.7389 -0.2256 0.4720 0.047 Uiso 1 1 calc R
H24H H 0.8658 -0.2511 0.5238 0.047 Uiso 1 1 calc R
H24I H 0.8488 -0.2499 0.4087 0.047 Uiso 1 1 calc R
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'
Fe Fe 0.3463 0.8444 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Fe1 O1 180.00(8) 3_655 .
O1 Fe1 N112 88.40(5) 3_655 3_655
O1 Fe1 N112 91.60(5) . 3_655
O1 Fe1 N112 91.60(5) 3_655 .
O1 Fe1 N112 88.40(5) . .
N112 Fe1 N112 180.00(8) 3_655 .
O1 Fe1 N122 92.82(5) 3_655 2_645
O1 Fe1 N122 87.18(5) . 2_645
N112 Fe1 N122 86.49(5) 3_655 2_645
N112 Fe1 N122 93.51(5) . 2_645
O1 Fe1 N122 87.18(5) 3_655 4_565
O1 Fe1 N122 92.82(5) . 4_565
N112 Fe1 N122 93.51(5) 3_655 4_565
N112 Fe1 N122 86.49(5) . 4_565
N122 Fe1 N122 180.00(10) 2_645 4_565
Fe1 O1 H1 113.5(14) . .
Fe1 O1 H2 114.1(16) . .
H1 O1 H2 104(2) . .
C103 C101 C102 60.15(12) . .
C103 C101 C110 148.55(16) . .
C102 C101 C110 151.28(16) . .
C101 C102 C103 59.90(12) . .
C101 C102 C120 151.17(16) . .
C103 C102 C120 148.86(16) . .
C101 C103 C102 59.95(12) . .
C101 C103 C130 150.78(16) . .
C102 C103 C130 149.05(16) . .
C101 C110 C111 119.36(15) . .
C101 C110 C113 120.97(15) . .
C111 C110 C113 119.65(14) . .
N112 C111 C110 177.54(18) . .
C111 N112 Fe1 157.77(13) . .
N114 C113 C110 178.64(18) . .
C102 C120 C121 119.49(15) . .
C102 C120 C123 121.26(14) . .
C121 C120 C123 119.25(14) . .
N122 C121 C120 178.53(18) . .
C121 N122 Fe1 161.34(13) . 2_655
N124 C123 C120 178.50(18) . .
C103 C130 C133 118.11(15) . .
C103 C130 C131 120.30(15) . .
C133 C130 C131 121.18(15) . .
N132 C131 C130 176.79(18) . .
N134 C133 C130 175.06(18) . .
C221 N200 C231 111.76(12) . .
C221 N200 C241 105.56(12) . .
C231 N200 C241 110.86(12) . .
C221 N200 C211 111.55(12) . .
C231 N200 C211 105.36(12) . .
C241 N200 C211 111.88(12) . .
C212 C211 N200 116.65(13) . .
C212 C211 H21B 108.1 . .
N200 C211 H21B 108.1 . .
C212 C211 H21A 108.1 . .
N200 C211 H21A 108.1 . .
H21B C211 H21A 107.3 . .
C211 C212 C213 109.60(14) . .
C211 C212 H21C 109.8 . .
C213 C212 H21C 109.8 . .
C211 C212 H21D 109.8 . .
C213 C212 H21D 109.8 . .
H21C C212 H21D 108.2 . .
C214 C213 C212 112.57(14) . .
C214 C213 H21F 109.1 . .
C212 C213 H21F 109.1 . .
C214 C213 H21E 109.1 . .
C212 C213 H21E 109.1 . .
H21F C213 H21E 107.8 . .
C213 C214 H21G 109.5 . .
C213 C214 H21H 109.5 . .
H21G C214 H21H 109.5 . .
C213 C214 H21I 109.5 . .
H21G C214 H21I 109.5 . .
H21H C214 H21I 109.5 . .
C222 C221 N200 116.76(13) . .
C222 C221 H22A 108.1 . .
N200 C221 H22A 108.1 . .
C222 C221 H22B 108.1 . .
N200 C221 H22B 108.1 . .
H22A C221 H22B 107.3 . .
C221 C222 C223 108.84(14) . .
C221 C222 H22C 109.9 . .
C223 C222 H22C 109.9 . .
C221 C222 H22D 109.9 . .
C223 C222 H22D 109.9 . .
H22C C222 H22D 108.3 . .
C224 C223 C222 112.33(15) . .
C224 C223 H22E 109.1 . .
C222 C223 H22E 109.1 . .
C224 C223 H22F 109.1 . .
C222 C223 H22F 109.1 . .
H22E C223 H22F 107.9 . .
C223 C224 H22G 109.5 . .
C223 C224 H22H 109.5 . .
H22G C224 H22H 109.5 . .
C223 C224 H22I 109.5 . .
H22G C224 H22I 109.5 . .
H22H C224 H22I 109.5 . .
C232 C231 N200 116.57(13) . .
C232 C231 H23A 108.2 . .
N200 C231 H23A 108.2 . .
C232 C231 H23B 108.2 . .
N200 C231 H23B 108.2 . .
H23A C231 H23B 107.3 . .
C231 C232 C233 108.99(14) . .
C231 C232 H23D 109.9 . .
C233 C232 H23D 109.9 . .
C231 C232 H23C 109.9 . .
C233 C232 H23C 109.9 . .
H23D C232 H23C 108.3 . .
C234 C233 C232 114.62(15) . .
C234 C233 H23E 108.6 . .
C232 C233 H23E 108.6 . .
C234 C233 H23F 108.6 . .
C232 C233 H23F 108.6 . .
H23E C233 H23F 107.6 . .
C233 C234 H23G 109.5 . .
C233 C234 H23H 109.5 . .
H23G C234 H23H 109.5 . .
C233 C234 H23I 109.5 . .
H23G C234 H23I 109.5 . .
H23H C234 H23I 109.5 . .
C242 C241 N200 116.72(13) . .
C242 C241 H24B 108.1 . .
N200 C241 H24B 108.1 . .
C242 C241 H24A 108.1 . .
N200 C241 H24A 108.1 . .
H24B C241 H24A 107.3 . .
C241 C242 C243 109.02(14) . .
C241 C242 H24D 109.9 . .
C243 C242 H24D 109.9 . .
C241 C242 H24C 109.9 . .
C243 C242 H24C 109.9 . .
H24D C242 H24C 108.3 . .
C244 C243 C242 112.44(15) . .
C244 C243 H24F 109.1 . .
C242 C243 H24F 109.1 . .
C244 C243 H24E 109.1 . .
C242 C243 H24E 109.1 . .
H24F C243 H24E 107.8 . .
C243 C244 H24G 109.5 . .
C243 C244 H24H 109.5 . .
H24G C244 H24H 109.5 . .
C243 C244 H24I 109.5 . .
H24G C244 H24I 109.5 . .
H24H C244 H24I 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 2.1303(12) 3_655
Fe1 O1 2.1303(12) .
Fe1 N112 2.1527(14) 3_655
Fe1 N112 2.1527(14) .
Fe1 N122 2.1662(14) 2_645
Fe1 N122 2.1662(14) 4_565
O1 H1 0.858(9) .
O1 H2 0.859(10) .
C101 C103 1.383(2) .
C101 C102 1.384(2) .
C101 C110 1.406(2) .
C102 C103 1.387(2) .
C102 C120 1.405(2) .
C103 C130 1.397(2) .
C110 C111 1.410(2) .
C110 C113 1.416(2) .
C111 N112 1.153(2) .
C113 N114 1.151(2) .
C120 C121 1.411(2) .
C120 C123 1.421(2) .
C121 N122 1.154(2) .
N122 Fe1 2.1662(14) 2_655
C123 N124 1.153(2) .
C130 C133 1.415(2) .
C130 C131 1.419(2) .
C131 N132 1.155(2) .
C133 N134 1.152(2) .
N200 C221 1.518(2) .
N200 C231 1.520(2) .
N200 C241 1.521(2) .
N200 C211 1.522(2) .
C211 C212 1.517(2) .
C211 H21B 0.9900 .
C211 H21A 0.9900 .
C212 C213 1.526(2) .
C212 H21C 0.9900 .
C212 H21D 0.9900 .
C213 C214 1.525(2) .
C213 H21F 0.9900 .
C213 H21E 0.9900 .
C214 H21G 0.9800 .
C214 H21H 0.9800 .
C214 H21I 0.9800 .
C221 C222 1.515(2) .
C221 H22A 0.9900 .
C221 H22B 0.9900 .
C222 C223 1.526(2) .
C222 H22C 0.9900 .
C222 H22D 0.9900 .
C223 C224 1.520(3) .
C223 H22E 0.9900 .
C223 H22F 0.9900 .
C224 H22G 0.9800 .
C224 H22H 0.9800 .
C224 H22I 0.9800 .
C231 C232 1.515(2) .
C231 H23A 0.9900 .
C231 H23B 0.9900 .
C232 C233 1.516(2) .
C232 H23D 0.9900 .
C232 H23C 0.9900 .
C233 C234 1.508(3) .
C233 H23E 0.9900 .
C233 H23F 0.9900 .
C234 H23G 0.9800 .
C234 H23H 0.9800 .
C234 H23I 0.9800 .
C241 C242 1.516(2) .
C241 H24B 0.9900 .
C241 H24A 0.9900 .
C242 C243 1.528(2) .
C242 H24D 0.9900 .
C242 H24C 0.9900 .
C243 C244 1.518(2) .
C243 H24F 0.9900 .
C243 H24E 0.9900 .
C244 H24G 0.9800 .
C244 H24H 0.9800 .
C244 H24I 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N132 0.858(9) 2.057(10) 2.9078(19) 171(2) .
O1 H2 N134 0.859(10) 1.968(10) 2.8258(19) 176(2) 4_565
