#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/13/7021362.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_7021362
loop_
_publ_author_name
'Funasako, Yusuke'
'Inagaki, Takashi'
'Mochida, Tomoyuki'
'Sakurai, Toshihiro'
'Ohta, Hitoshi'
'Furukawa, Ko'
'Nakamura, Toshikazu'
_publ_section_title
;
 Organometallic ionic liquids from alkyloctamethylferrocenium cations:
 thermal properties, crystal structures, and magnetic properties.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8317
_journal_page_last               8327
_journal_paper_doi               10.1039/c3dt00084b
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C28 H46 Fe, F6 P '
_chemical_formula_sum            'C28 H46 F6 Fe P'
_chemical_formula_weight         583.47
_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                 102.498(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.6648(18)
_cell_length_b                   8.7837(8)
_cell_length_c                   17.5494(16)
_cell_measurement_reflns_used    6518
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.96
_cell_measurement_theta_min      2.38
_cell_volume                     2959.5(5)
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15520
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_T_max  0.9872
_exptl_absorpt_correction_T_min  0.7613
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1236
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5600
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0392
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0621P)²+2.2744P] where
P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1175
_reflns_number_gt                4534
_reflns_number_total             5600
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3dt00084b.txt
_cod_data_source_block           '[C10Fc]PF6'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7021362
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
C1 C 0.76923(12) 0.1879(3) 0.25500(14) 0.0266(5) Uani 1 1 d .
C2 C 0.77109(12) 0.3496(3) 0.24953(15) 0.0308(5) Uani 1 1 d .
C3 C 0.75824(13) 0.3900(3) 0.16926(16) 0.0328(6) Uani 1 1 d .
C4 C 0.74805(13) 0.2536(3) 0.12421(15) 0.0306(5) Uani 1 1 d .
C5 C 0.75513(12) 0.1283(3) 0.17731(14) 0.0274(5) Uani 1 1 d .
C6 C 0.59465(13) 0.2335(3) 0.25466(15) 0.0316(5) Uani 1 1 d .
C7 C 0.59509(12) 0.3868(3) 0.22918(15) 0.0302(5) Uani 1 1 d .
H7 H 0.6032 0.4738 0.2621 0.036 Uiso 1 1 d R
C8 C 0.58129(12) 0.3885(3) 0.14618(14) 0.0272(5) Uani 1 1 d .
C9 C 0.57304(12) 0.2348(3) 0.12024(14) 0.0266(5) Uani 1 1 d .
C10 C 0.58133(12) 0.1387(3) 0.18715(15) 0.0295(5) Uani 1 1 d .
C11 C 0.78744(16) 0.4592(4) 0.31678(19) 0.0506(8) Uani 1 1 d .
H11A H 0.8372 0.4840 0.3279 0.076 Uiso 1 1 calc R
H11B H 0.7756 0.4125 0.3630 0.076 Uiso 1 1 calc R
H11C H 0.7601 0.5524 0.3033 0.076 Uiso 1 1 calc R
C12 C 0.75765(16) 0.5495(3) 0.1382(2) 0.0553(9) Uani 1 1 d .
H12A H 0.7335 0.6167 0.1683 0.083 Uiso 1 1 calc R
H12B H 0.7334 0.5509 0.0832 0.083 Uiso 1 1 calc R
H12C H 0.8056 0.5849 0.1429 0.083 Uiso 1 1 calc R
C13 C 0.73373(16) 0.2439(4) 0.03682(16) 0.0477(8) Uani 1 1 d .
H13A H 0.7064 0.3325 0.0142 0.071 Uiso 1 1 calc R
H13B H 0.7076 0.1506 0.0196 0.071 Uiso 1 1 calc R
H13C H 0.7779 0.2423 0.0196 0.071 Uiso 1 1 calc R
C14 C 0.75125(15) -0.0372(3) 0.15587(19) 0.0447(7) Uani 1 1 d .
H14A H 0.7979 -0.0744 0.1544 0.067 Uiso 1 1 calc R
H14B H 0.7204 -0.0503 0.1044 0.067 Uiso 1 1 calc R
H14C H 0.7329 -0.0949 0.1948 0.067 Uiso 1 1 calc R
C15 C 0.60347(16) 0.1828(4) 0.33808(16) 0.0465(7) Uani 1 1 d .
H15A H 0.6290 0.2609 0.3728 0.070 Uiso 1 1 calc R
H15B H 0.6296 0.0870 0.3457 0.070 Uiso 1 1 calc R
H15C H 0.5576 0.1674 0.3501 0.070 Uiso 1 1 calc R
C16 C 0.57328(14) 0.5271(3) 0.09577(17) 0.0396(6) Uani 1 1 d .
H16A H 0.5958 0.5100 0.0519 0.059 Uiso 1 1 calc R
H16B H 0.5951 0.6142 0.1265 0.059 Uiso 1 1 calc R
H16C H 0.5237 0.5481 0.0759 0.059 Uiso 1 1 calc R
C17 C 0.55574(14) 0.1827(3) 0.03689(15) 0.0382(6) Uani 1 1 d .
H17A H 0.5051 0.1748 0.0191 0.057 Uiso 1 1 calc R
H17B H 0.5770 0.0829 0.0328 0.057 Uiso 1 1 calc R
H17C H 0.5739 0.2563 0.0043 0.057 Uiso 1 1 calc R
C18 C 0.57304(15) -0.0306(3) 0.18575(19) 0.0439(7) Uani 1 1 d .
H18A H 0.5238 -0.0564 0.1808 0.066 Uiso 1 1 calc R
H18B H 0.6003 -0.0738 0.2343 0.066 Uiso 1 1 calc R
H18C H 0.5895 -0.0726 0.1413 0.066 Uiso 1 1 calc R
C19 C 0.78590(13) 0.0978(3) 0.32912(15) 0.0365(6) Uani 1 1 d .
H19A H 0.7653 -0.0052 0.3200 0.044 Uiso 1 1 calc R
H19B H 0.7656 0.1484 0.3694 0.044 Uiso 1 1 calc R
C20 C 0.86533(14) 0.0850(4) 0.35781(17) 0.0447(7) Uani 1 1 d .
H20A H 0.8844 0.0271 0.3188 0.054 Uiso 1 1 calc R
H20B H 0.8857 0.1885 0.3611 0.054 Uiso 1 1 calc R
C21 C 0.88810(15) 0.0074(3) 0.43708(18) 0.0456(7) Uani 1 1 d .
H21A H 0.9380 0.0298 0.4577 0.055 Uiso 1 1 calc R
H21B H 0.8617 0.0528 0.4735 0.055 Uiso 1 1 calc R
C22 C 0.87803(14) -0.1634(3) 0.43657(16) 0.0402(6) Uani 1 1 d .
H22A H 0.9006 -0.2092 0.3968 0.048 Uiso 1 1 calc R
H22B H 0.8276 -0.1868 0.4218 0.048 Uiso 1 1 calc R
C23 C 0.90873(16) -0.2348(3) 0.51619(16) 0.0409(7) Uani 1 1 d .
H23A H 0.9582 -0.2041 0.5324 0.049 Uiso 1 1 calc R
H23B H 0.8839 -0.1931 0.5550 0.049 Uiso 1 1 calc R
C24 C 0.90454(15) -0.4069(3) 0.51765(17) 0.0408(6) Uani 1 1 d .
H24A H 0.9269 -0.4489 0.4768 0.049 Uiso 1 1 calc R
H24B H 0.8550 -0.4379 0.5051 0.049 Uiso 1 1 calc R
C25 C 0.93958(15) -0.4743(3) 0.59626(16) 0.0396(6) Uani 1 1 d .
H25A H 0.9894 -0.4453 0.6081 0.048 Uiso 1 1 calc R
H25B H 0.9181 -0.4297 0.6372 0.048 Uiso 1 1 calc R
C27 C 0.96489(19) -0.7168(3) 0.67758(18) 0.0498(8) Uani 1 1 d .
H27A H 0.9430 -0.6699 0.7176 0.060 Uiso 1 1 calc R
H27B H 1.0153 -0.6936 0.6916 0.060 Uiso 1 1 calc R
C26 C 0.93412(15) -0.6464(3) 0.59936(17) 0.0434(7) Uani 1 1 d .
H26A H 0.8843 -0.6751 0.5843 0.052 Uiso 1 1 calc R
H26B H 0.9577 -0.6906 0.5601 0.052 Uiso 1 1 calc R
C28 C 0.95499(19) -0.8883(4) 0.6789(2) 0.0611(9) Uani 1 1 d .
H28A H 0.9051 -0.9120 0.6669 0.092 Uiso 1 1 calc R
H28B H 0.9764 -0.9276 0.7308 0.092 Uiso 1 1 calc R
H28C H 0.9771 -0.9357 0.6399 0.092 Uiso 1 1 calc R
F2 F 0.66983(12) 0.7387(2) 0.33868(11) 0.0634(6) Uani 1 1 d .
F4 F 0.63087(9) 0.6999(2) 0.50475(9) 0.0492(4) Uani 1 1 d .
F6 F 0.58086(11) 0.8120(3) 0.39144(14) 0.0854(8) Uani 1 1 d .
F5 F 0.71948(12) 0.6296(3) 0.45166(14) 0.0994(10) Uani 1 1 d .
F3 F 0.68868(13) 0.8746(3) 0.44694(13) 0.0828(7) Uani 1 1 d .
F1 F 0.61016(17) 0.5667(3) 0.39570(13) 0.1048(10) Uani 1 1 d .
Fe1 Fe 0.672941(17) 0.26797(3) 0.192489(19) 0.02204(12) Uani 1 1 d .
P1 P 0.65040(4) 0.71971(7) 0.42168(4) 0.03118(17) 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'
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'
P P 0.1023 0.0942 '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 107.7(2)
C2 C1 C19 125.6(2)
C5 C1 C19 126.5(2)
C3 C2 C1 108.3(2)
C3 C2 C11 125.5(2)
C1 C2 C11 126.1(2)
C2 C3 C4 108.2(2)
C2 C3 C12 125.3(3)
C4 C3 C12 126.4(3)
C3 C4 C5 107.7(2)
C3 C4 C13 126.0(2)
C5 C4 C13 126.4(2)
C1 C5 C4 108.1(2)
C1 C5 C14 125.7(2)
C4 C5 C14 126.2(2)
C7 C6 C10 107.7(2)
C7 C6 C15 125.5(2)
C10 C6 C15 126.7(2)
C6 C7 C8 108.7(2)
C6 C7 H7 125.7
C8 C7 H7 125.7
C9 C8 C7 107.5(2)
C9 C8 C16 126.5(2)
C7 C8 C16 126.0(2)
C8 C9 C10 108.3(2)
C8 C9 C17 126.0(2)
C10 C9 C17 125.7(2)
C6 C10 C9 107.9(2)
C6 C10 C18 126.4(2)
C9 C10 C18 125.6(2)
C2 C11 H11A 109.5
C2 C11 H11B 109.5
H11A C11 H11B 109.5
C2 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C3 C12 H12A 109.5
C3 C12 H12B 109.5
H12A C12 H12B 109.5
C3 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C4 C13 H13A 109.5
C4 C13 H13B 109.5
H13A C13 H13B 109.5
C4 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C5 C14 H14A 109.5
C5 C14 H14B 109.5
H14A C14 H14B 109.5
C5 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C6 C15 H15A 109.5
C6 C15 H15B 109.5
H15A C15 H15B 109.5
C6 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C8 C16 H16A 109.5
C8 C16 H16B 109.5
H16A C16 H16B 109.5
C8 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C9 C17 H17A 109.5
C9 C17 H17B 109.5
H17A C17 H17B 109.5
C9 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C10 C18 H18A 109.5
C10 C18 H18B 109.5
H18A C18 H18B 109.5
C10 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C1 C19 C20 109.8(2)
C1 C19 H19A 109.7
C20 C19 H19A 109.7
C1 C19 H19B 109.7
C20 C19 H19B 109.7
H19A C19 H19B 108.2
C21 C20 C19 114.1(2)
C21 C20 H20A 108.7
C19 C20 H20A 108.7
C21 C20 H20B 108.7
C19 C20 H20B 108.7
H20A C20 H20B 107.6
C22 C21 C20 115.1(3)
C22 C21 H21A 108.5
C20 C21 H21A 108.5
C22 C21 H21B 108.5
C20 C21 H21B 108.5
H21A C21 H21B 107.5
C21 C22 C23 112.0(2)
C21 C22 H22A 109.2
C23 C22 H22A 109.2
C21 C22 H22B 109.2
C23 C22 H22B 109.2
H22A C22 H22B 107.9
C24 C23 C22 114.3(2)
C24 C23 H23A 108.7
C22 C23 H23A 108.7
C24 C23 H23B 108.7
C22 C23 H23B 108.7
H23A C23 H23B 107.6
C23 C24 C25 112.8(2)
C23 C24 H24A 109.0
C25 C24 H24A 109.0
C23 C24 H24B 109.0
C25 C24 H24B 109.0
H24A C24 H24B 107.8
C26 C25 C24 113.5(2)
C26 C25 H25A 108.9
C24 C25 H25A 108.9
C26 C25 H25B 108.9
C24 C25 H25B 108.9
H25A C25 H25B 107.7
C26 C27 C28 113.1(3)
C26 C27 H27A 109.0
C28 C27 H27A 109.0
C26 C27 H27B 109.0
C28 C27 H27B 109.0
H27A C27 H27B 107.8
C27 C26 C25 115.0(3)
C27 C26 H26A 108.5
C25 C26 H26A 108.5
C27 C26 H26B 108.5
C25 C26 H26B 108.5
H26A C26 H26B 107.5
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
F5 P1 F3 90.86(17)
F5 P1 F1 90.63(18)
F3 P1 F1 178.51(17)
F5 P1 F6 179.56(18)
F3 P1 F6 88.71(15)
F1 P1 F6 89.80(16)
F5 P1 F2 89.88(11)
F3 P1 F2 88.40(12)
F1 P1 F2 91.70(12)
F6 P1 F2 90.03(12)
F5 P1 F4 90.03(11)
F3 P1 F4 91.84(11)
F1 P1 F4 88.06(11)
F6 P1 F4 90.06(11)
F2 P1 F4 179.74(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.424(3)
C1 C5 1.431(3)
C1 C19 1.497(3)
C2 C3 1.422(4)
C2 C11 1.503(4)
C3 C4 1.426(4)
C3 C12 1.502(4)
C4 C5 1.430(3)
C4 C13 1.500(4)
C5 C14 1.499(3)
C6 C7 1.420(3)
C6 C10 1.425(4)
C6 C15 1.504(4)
C7 C8 1.423(3)
C7 H7 0.9504
C8 C9 1.423(3)
C8 C16 1.493(3)
C9 C10 1.426(3)
C9 C17 1.500(3)
C10 C18 1.496(3)
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
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 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 C20 1.538(4)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.527(4)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.514(4)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.531(4)
C22 H22A 0.9900
C22 H22B 0.9900
C23 C24 1.515(4)
C23 H23A 0.9900
C23 H23B 0.9900
C24 C25 1.522(4)
C24 H24A 0.9900
C24 H24B 0.9900
C25 C26 1.517(4)
C25 H25A 0.9900
C25 H25B 0.9900
C27 C26 1.507(4)
C27 C28 1.520(4)
C27 H27A 0.9900
C27 H27B 0.9900
C26 H26A 0.9900
C26 H26B 0.9900
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
F2 P1 1.5927(18)
F4 P1 1.5954(17)
F6 P1 1.579(2)
F5 P1 1.562(2)
F3 P1 1.572(2)
F1 P1 1.576(2)
