#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:11:53 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179618 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/82/4508271.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_4508271
loop_
_publ_author_name
'Mochida, Tomoyuki'
'Akasaka, Takahiro'
'Funasako, Yusuke'
'Nishio, Yutaka'
'Mori, Hatsumi'
_publ_section_title
;
 Crystal Architectures and Magnetic Properties of Alkylferrocenium Salts
 with FnTCNQ (n= 0, 2, 4): Effect of Substituents on the Self-Assembled
 Structures
;
_journal_issue                   10
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4460
_journal_paper_doi               10.1021/cg400954x
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C39 H24 F4 Fe N8'
_chemical_formula_weight         736.51
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.342(2)
_cell_angle_beta                 76.634(2)
_cell_angle_gamma                89.102(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8034(10)
_cell_length_b                   12.8426(15)
_cell_length_c                   15.2449(17)
_cell_measurement_reflns_used    2309
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      2.46
_cell_volume                     1676.6(3)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_sigmaI/netI    0.1162
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12365
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  0.9747
_exptl_absorpt_correction_T_min  0.8609
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         8252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.948
_refine_ls_R_factor_all          0.1429
_refine_ls_R_factor_gt           0.0574
_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)+(0.0594P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1438
_reflns_number_gt                4232
_reflns_number_total             8252
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg400954x_si_002.cif
_cod_data_source_block           6-tPeF2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4508271
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.8580(4) 0.3164(3) 0.4931(2) 0.0303(8) Uani 1 1 d .
C2 C 0.8546(4) 0.3057(3) 0.5863(2) 0.0360(9) Uani 1 1 d .
H2 H 0.9373 0.2784 0.6105 0.043 Uiso 1 1 calc R
C3 C 0.7088(4) 0.3421(3) 0.6375(2) 0.0384(10) Uani 1 1 d .
H3 H 0.6763 0.3430 0.7014 0.046 Uiso 1 1 calc R
C4 C 0.6211(4) 0.3766(3) 0.5764(2) 0.0415(10) Uani 1 1 d .
H4 H 0.5186 0.4058 0.5920 0.050 Uiso 1 1 calc R
C5 C 0.7110(4) 0.3608(3) 0.4880(2) 0.0362(9) Uani 1 1 d .
H5 H 0.6788 0.3770 0.4341 0.043 Uiso 1 1 calc R
C6 C 0.6972(5) 0.0681(3) 0.5092(3) 0.0453(11) Uani 1 1 d .
H6 H 0.7842 0.0416 0.4658 0.054 Uiso 1 1 calc R
C7 C 0.6799(5) 0.0649(3) 0.6014(3) 0.0423(10) Uani 1 1 d .
H7 H 0.7533 0.0362 0.6322 0.051 Uiso 1 1 calc R
C8 C 0.5372(5) 0.1104(3) 0.6416(3) 0.0448(11) Uani 1 1 d .
H8 H 0.4968 0.1183 0.7046 0.054 Uiso 1 1 calc R
C9 C 0.4640(4) 0.1420(3) 0.5752(3) 0.0486(11) Uani 1 1 d .
H9 H 0.3639 0.1746 0.5844 0.058 Uiso 1 1 calc R
C10 C 0.5642(5) 0.1175(3) 0.4903(3) 0.0508(12) Uani 1 1 d .
H10 H 0.5452 0.1315 0.4324 0.061 Uiso 1 1 calc R
C11 C 0.9936(4) 0.2921(3) 0.4144(2) 0.0371(9) Uani 1 1 d .
C12 C 1.1060(5) 0.2147(4) 0.4430(3) 0.0597(13) Uani 1 1 d .
H12A H 1.1465 0.2444 0.4919 0.090 Uiso 1 1 calc R
H12B H 1.1929 0.1996 0.3915 0.090 Uiso 1 1 calc R
H12C H 1.0509 0.1501 0.4641 0.090 Uiso 1 1 calc R
C13 C 0.9352(5) 0.2469(3) 0.3359(2) 0.0466(11) Uani 1 1 d .
H13A H 0.8778 0.1828 0.3558 0.070 Uiso 1 1 calc R
H13B H 1.0245 0.2311 0.2860 0.070 Uiso 1 1 calc R
H13C H 0.8661 0.2977 0.3157 0.070 Uiso 1 1 calc R
C14 C 1.0710(5) 0.3978(4) 0.3861(3) 0.0674(15) Uani 1 1 d .
H14A H 0.9912 0.4465 0.3725 0.081 Uiso 1 1 calc R
H14B H 1.1066 0.4262 0.4379 0.081 Uiso 1 1 calc R
C15 C 1.2093(6) 0.3943(4) 0.3049(3) 0.0848(19) Uani 1 1 d .
H15A H 1.1804 0.3564 0.2558 0.127 Uiso 1 1 calc R
H15B H 1.2979 0.3589 0.3217 0.127 Uiso 1 1 calc R
H15C H 1.2386 0.4655 0.2848 0.127 Uiso 1 1 calc R
C16 C 1.0503(3) 0.3532(2) 0.9032(2) 0.0231(7) Uani 1 1 d .
C17 C 1.0634(3) 0.3637(2) 0.9943(2) 0.0231(7) Uani 1 1 d .
H17 H 1.1631 0.3594 1.0081 0.028 Uiso 1 1 calc R
C18 C 0.9350(4) 0.3796(3) 1.0607(2) 0.0230(7) Uani 1 1 d .
C19 C 0.7792(3) 0.3858(2) 1.0471(2) 0.0221(7) Uani 1 1 d .
C20 C 0.7667(4) 0.3726(2) 0.9563(2) 0.0239(7) Uani 1 1 d .
H20 H 0.6668 0.3744 0.9424 0.029 Uiso 1 1 calc R
C21 C 0.8946(4) 0.3576(3) 0.8905(2) 0.0234(7) Uani 1 1 d .
C22 C 1.1813(3) 0.3395(3) 0.8329(2) 0.0254(7) Uani 1 1 d .
C23 C 0.6464(4) 0.4026(3) 1.1157(2) 0.0242(7) Uani 1 1 d .
C24 C 1.1806(4) 0.3333(3) 0.7392(2) 0.0324(9) Uani 1 1 d .
C25 C 1.3342(4) 0.3341(3) 0.8500(2) 0.0280(8) Uani 1 1 d .
C26 C 0.6458(4) 0.4194(3) 1.2086(2) 0.0293(8) Uani 1 1 d .
C27 C 0.4969(4) 0.4069(3) 1.0955(2) 0.0250(7) Uani 1 1 d .
N1 N 1.1898(4) 0.3272(3) 0.6638(2) 0.0478(9) Uani 1 1 d .
N2 N 1.4587(3) 0.3299(2) 0.8614(2) 0.0384(8) Uani 1 1 d .
N3 N 0.6348(4) 0.4361(3) 1.2835(2) 0.0421(8) Uani 1 1 d .
N4 N 0.3779(3) 0.4096(2) 1.07729(19) 0.0357(7) Uani 1 1 d .
F1 F 0.9510(2) 0.39220(16) 1.14551(12) 0.0332(5) Uani 1 1 d .
F2 F 0.8777(2) 0.34537(16) 0.80535(12) 0.0354(5) Uani 1 1 d .
Fe1 Fe 0.67135(6) 0.22023(4) 0.55860(3) 0.02838(15) Uani 1 1 d .
C28 C 0.9109(3) 0.1067(2) 0.8980(2) 0.0222(7) Uani 1 1 d .
C29 C 0.9258(3) 0.1221(2) 0.9880(2) 0.0221(7) Uani 1 1 d .
H29 H 1.0265 0.1212 1.0007 0.027 Uiso 1 1 calc R
C30 C 0.7987(4) 0.1380(2) 1.05518(19) 0.0215(7) Uani 1 1 d .
C31 C 0.6420(3) 0.1389(2) 1.0437(2) 0.0224(7) Uani 1 1 d .
C32 C 0.6274(4) 0.1252(3) 0.9532(2) 0.0247(7) Uani 1 1 d .
H32 H 0.5269 0.1270 0.9403 0.030 Uiso 1 1 calc R
C33 C 0.7535(4) 0.1098(3) 0.8865(2) 0.0259(8) Uani 1 1 d .
C34 C 1.0411(4) 0.0891(3) 0.8283(2) 0.0241(7) Uani 1 1 d .
C35 C 0.5117(4) 0.1512(3) 1.1142(2) 0.0252(7) Uani 1 1 d .
C36 C 1.0383(4) 0.0717(3) 0.7364(2) 0.0314(8) Uani 1 1 d .
C37 C 1.1929(4) 0.0855(3) 0.8456(2) 0.0253(7) Uani 1 1 d .
C38 C 0.5138(4) 0.1577(3) 1.2075(2) 0.0300(8) Uani 1 1 d .
C39 C 0.3584(4) 0.1516(3) 1.0974(2) 0.0286(8) Uani 1 1 d .
N5 N 1.0449(4) 0.0584(3) 0.6614(2) 0.0487(9) Uani 1 1 d .
N6 N 1.3152(3) 0.0823(2) 0.85973(19) 0.0336(7) Uani 1 1 d .
N7 N 0.5056(4) 0.1622(3) 1.2829(2) 0.0491(9) Uani 1 1 d .
N8 N 0.2353(3) 0.1512(3) 1.0837(2) 0.0456(9) Uani 1 1 d .
F3 F 0.8181(2) 0.15435(15) 1.13874(11) 0.0289(5) Uani 1 1 d .
F4 F 0.7351(2) 0.09591(18) 0.80252(12) 0.0416(6) Uani 1 1 d .
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'
Fe Fe 0.3463 0.8444 '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
C2 C1 C5 106.1(3)
C2 C1 C11 127.3(3)
C5 C1 C11 126.5(3)
C3 C2 C1 109.4(3)
C3 C2 H2 125.3
C1 C2 H2 125.3
C4 C3 C2 107.4(3)
C4 C3 H3 126.3
C2 C3 H3 126.3
C3 C4 C5 108.4(3)
C3 C4 H4 125.8
C5 C4 H4 125.8
C4 C5 C1 108.7(3)
C4 C5 H5 125.6
C1 C5 H5 125.6
C7 C6 C10 108.5(4)
C7 C6 H6 125.8
C10 C6 H6 125.8
C6 C7 C8 108.5(4)
C6 C7 H7 125.7
C8 C7 H7 125.7
C9 C8 C7 108.7(3)
C9 C8 H8 125.6
C7 C8 H8 125.6
C8 C9 C10 108.0(4)
C8 C9 H9 126.0
C10 C9 H9 126.0
C6 C10 C9 106.2(4)
C6 C10 H10 126.9
C9 C10 H10 126.9
C1 C11 C12 110.3(3)
C1 C11 C13 110.7(3)
C12 C11 C13 109.2(3)
C1 C11 C14 105.0(3)
C12 C11 C14 111.8(4)
C13 C11 C14 109.7(3)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C15 C14 C11 115.1(4)
C15 C14 H14A 108.5
C11 C14 H14A 108.5
C15 C14 H14B 108.5
C11 C14 H14B 108.5
H14A C14 H14B 107.5
C14 C15 H15A 109.5
C14 C15 H15B 109.5
H15A C15 H15B 109.5
C14 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C22 C16 C21 123.3(3)
C22 C16 C17 121.6(3)
C21 C16 C17 115.1(3)
C18 C17 C16 120.3(3)
C18 C17 H17 119.9
C16 C17 H17 119.9
F1 C18 C17 119.1(3)
F1 C18 C19 116.7(3)
C17 C18 C19 124.2(3)
C23 C19 C20 120.6(3)
C23 C19 C18 124.2(3)
C20 C19 C18 115.2(3)
C21 C20 C19 120.4(3)
C21 C20 H20 119.8
C19 C20 H20 119.8
C20 C21 F2 118.5(3)
C20 C21 C16 124.8(3)
F2 C21 C16 116.7(3)
C16 C22 C25 120.7(3)
C16 C22 C24 125.6(3)
C25 C22 C24 113.6(3)
C19 C23 C27 120.0(3)
C19 C23 C26 125.3(3)
C27 C23 C26 114.7(3)
N1 C24 C22 175.7(4)
N2 C25 C22 178.2(4)
N3 C26 C23 175.0(4)
N4 C27 C23 178.4(3)
C34 C28 C29 121.2(3)
C34 C28 C33 123.9(3)
C29 C28 C33 114.9(3)
C30 C29 C28 120.7(3)
C30 C29 H29 119.6
C28 C29 H29 119.6
F3 C30 C29 118.8(3)
F3 C30 C31 117.0(3)
C29 C30 C31 124.1(3)
C35 C31 C32 121.3(3)
C35 C31 C30 123.6(3)
C32 C31 C30 115.1(3)
C33 C32 C31 120.7(3)
C33 C32 H32 119.7
C31 C32 H32 119.7
C32 C33 F4 119.0(3)
C32 C33 C28 124.4(3)
F4 C33 C28 116.5(3)
C28 C34 C37 120.3(3)
C28 C34 C36 125.4(3)
C37 C34 C36 114.2(3)
C31 C35 C39 120.4(3)
C31 C35 C38 125.4(3)
C39 C35 C38 114.1(3)
N5 C36 C34 176.2(4)
N6 C37 C34 179.8(5)
N7 C38 C35 175.7(4)
N8 C39 C35 179.6(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.419(5)
C1 C5 1.424(5)
C1 C11 1.515(4)
C2 C3 1.414(5)
C2 H2 0.9500
C3 C4 1.404(5)
C3 H3 0.9500
C4 C5 1.411(5)
C4 H4 0.9500
C5 H5 0.9500
C6 C7 1.378(5)
C6 C10 1.409(6)
C6 H6 0.9500
C7 C8 1.387(5)
C7 H7 0.9500
C8 C9 1.374(5)
C8 H8 0.9500
C9 C10 1.424(5)
C9 H9 0.9500
C10 H10 0.9500
C11 C12 1.523(5)
C11 C13 1.531(5)
C11 C14 1.539(5)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 C15 1.524(5)
C14 H14A 0.9900
C14 H14B 0.9900
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 C22 1.391(4)
C16 C21 1.427(4)
C16 C17 1.428(4)
C17 C18 1.346(4)
C17 H17 0.9500
C18 F1 1.345(3)
C18 C19 1.434(4)
C19 C23 1.393(4)
C19 C20 1.427(4)
C20 C21 1.336(4)
C20 H20 0.9500
C21 F2 1.352(3)
C22 C25 1.430(4)
C22 C24 1.432(5)
C23 C27 1.420(4)
C23 C26 1.433(5)
C24 N1 1.137(4)
C25 N2 1.149(4)
C26 N3 1.146(4)
C27 N4 1.144(4)
C28 C34 1.389(4)
C28 C29 1.424(4)
C28 C33 1.436(4)
C29 C30 1.345(4)
C29 H29 0.9500
C30 F3 1.343(3)
C30 C31 1.430(4)
C31 C35 1.387(4)
C31 C32 1.429(4)
C32 C33 1.334(4)
C32 H32 0.9500
C33 F4 1.342(3)
C34 C37 1.421(4)
C34 C36 1.427(5)
C35 C39 1.430(4)
C35 C38 1.431(5)
C36 N5 1.145(4)
C37 N6 1.146(4)
C38 N7 1.137(4)
C39 N8 1.150(4)
