#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:00:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179358 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/55/4325593.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_4325593
loop_
_publ_author_name
'Stefanie A. Cantalupo'
'Helen E. Ferreira'
'Eman Bataineh'
'Annie J. King'
'Montana V. Petersen'
'Teresa Wojtasiewicz'
'Antonio G. DiPasquale'
'Arnold L. Rheingold'
'Linda H. Doerrer'
_publ_section_title
;
 Synthesis with Structural and Electronic Characterization of Homoleptic
 Fe(II)- and Fe(III)-Fluorinated Phenolate Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6584
_journal_page_last               6596
_journal_paper_doi               10.1021/ic2003782
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C67 H56 F30 Fe2 K2 O19'
_chemical_formula_weight         1925.02
_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                113.9230(10)
_cell_angle_beta                 103.6040(10)
_cell_angle_gamma                103.9180(10)
_cell_formula_units_Z            1
_cell_length_a                   13.2990(14)
_cell_length_b                   13.3710(14)
_cell_length_c                   14.0097(14)
_cell_measurement_reflns_used    5662
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.43
_cell_volume                     2049.0(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      130(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17930
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  0.8433
_exptl_absorpt_correction_T_min  0.7988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_description       plate
_exptl_crystal_F_000             970
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         9007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0349
_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)+(0.0500P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0930
_reflns_number_gt                7756
_reflns_number_total             9007
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic2003782_si_002_5.cif
_cod_data_source_block           lhd4_compuond_4
_cod_database_code               4325593
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
Fe1 Fe 0.878639(17) 0.396047(19) 0.380136(18) 0.02296(7) Uani 1 1 d .
K1 K 0.74562(3) 0.05060(3) 0.12149(3) 0.02343(8) Uani 1 1 d .
F12 F 0.65768(10) 0.39772(10) 0.55821(10) 0.0429(3) Uani 1 1 d .
F13 F 0.58304(10) 0.56685(11) 0.66345(9) 0.0473(3) Uani 1 1 d .
F14 F 0.59642(10) 0.74696(10) 0.61689(9) 0.0441(3) Uani 1 1 d .
F15 F 0.68572(10) 0.75652(10) 0.46331(10) 0.0455(3) Uani 1 1 d .
F16 F 0.76606(10) 0.59243(10) 0.36278(10) 0.0448(3) Uani 1 1 d .
F22 F 0.85044(9) 0.55404(10) 0.16452(9) 0.0426(3) Uani 1 1 d .
F23 F 1.00634(10) 0.65041(11) 0.10143(11) 0.0497(3) Uani 1 1 d .
F24 F 1.19235(10) 0.59792(11) 0.11557(11) 0.0520(3) Uani 1 1 d .
F25 F 1.22360(9) 0.45216(11) 0.20049(10) 0.0457(3) Uani 1 1 d .
F26 F 1.07147(9) 0.36154(10) 0.27167(10) 0.0430(3) Uani 1 1 d .
F32 F 0.97982(9) 0.11209(10) 0.24213(8) 0.0365(2) Uani 1 1 d .
F33 F 1.11393(9) 0.04023(11) 0.35334(10) 0.0481(3) Uani 1 1 d .
F34 F 1.13538(10) 0.09065(10) 0.56803(10) 0.0497(3) Uani 1 1 d .
F35 F 1.01628(11) 0.20889(11) 0.66671(9) 0.0523(3) Uani 1 1 d .
F36 F 0.88585(10) 0.28669(10) 0.55748(9) 0.0437(3) Uani 1 1 d .
O1 O 0.74814(10) 0.40539(10) 0.40419(11) 0.0346(3) Uani 1 1 d .
O2 O 0.87825(10) 0.40867(12) 0.25128(10) 0.0363(3) Uani 1 1 d .
O3 O 0.86521(9) 0.23799(10) 0.34086(9) 0.0281(2) Uani 1 1 d .
O4 O 1.0000 0.5000 0.5000 0.0315(4) Uani 1 2 d S
O11 O 0.82798(10) 0.00428(11) -0.05641(10) 0.0357(3) Uani 1 1 d .
O12 O 0.79544(11) -0.15694(11) 0.02517(11) 0.0363(3) Uani 1 1 d .
O13 O 0.72661(10) -0.10913(10) 0.20665(10) 0.0318(3) Uani 1 1 d .
O14 O 0.59350(10) 0.02600(10) 0.22831(9) 0.0279(2) Uani 1 1 d .
O15 O 0.60684(9) 0.17862(10) 0.13923(9) 0.0277(2) Uani 1 1 d .
O16 O 0.69295(10) 0.13535(10) -0.02986(10) 0.0301(3) Uani 1 1 d .
C11 C 0.71499(13) 0.49026(14) 0.45765(14) 0.0275(3) Uani 1 1 d .
C12 C 0.66717(14) 0.48689(15) 0.53528(14) 0.0302(4) Uani 1 1 d .
C13 C 0.62867(14) 0.57280(17) 0.58910(14) 0.0318(4) Uani 1 1 d .
C14 C 0.63594(14) 0.66409(16) 0.56604(15) 0.0320(4) Uani 1 1 d .
C15 C 0.68139(14) 0.66919(15) 0.48907(15) 0.0325(4) Uani 1 1 d .
C16 C 0.72108(14) 0.58451(15) 0.43718(14) 0.0300(4) Uani 1 1 d .
C21 C 0.95625(13) 0.45612(15) 0.22191(13) 0.0291(4) Uani 1 1 d .
C22 C 0.94300(14) 0.52899(16) 0.17613(14) 0.0309(4) Uani 1 1 d .
C23 C 1.02165(15) 0.57801(16) 0.14273(15) 0.0343(4) Uani 1 1 d .
C24 C 1.11681(15) 0.55248(17) 0.15135(15) 0.0356(4) Uani 1 1 d .
C25 C 1.13244(14) 0.47977(16) 0.19472(15) 0.0323(4) Uani 1 1 d .
C26 C 1.05419(14) 0.43287(15) 0.22992(14) 0.0311(4) Uani 1 1 d .
C31 C 0.93163(13) 0.20514(14) 0.39817(13) 0.0263(3) Uani 1 1 d .
C32 C 0.99099(14) 0.14053(15) 0.34951(13) 0.0277(3) Uani 1 1 d .
C33 C 1.05891(14) 0.10290(16) 0.40505(15) 0.0339(4) Uani 1 1 d .
C34 C 1.06968(15) 0.12758(16) 0.51292(16) 0.0371(4) Uani 1 1 d .
C35 C 1.00991(16) 0.18838(16) 0.56294(15) 0.0361(4) Uani 1 1 d .
C36 C 0.94326(14) 0.22727(15) 0.50671(14) 0.0308(4) Uani 1 1 d .
C41 C 0.82842(19) -0.11119(18) -0.11302(17) 0.0466(5) Uani 1 1 d .
H41A H 0.8761 -0.1121 -0.1578 0.056 Uiso 1 1 calc R
H41B H 0.7516 -0.1682 -0.1650 0.056 Uiso 1 1 calc R
C42 C 0.87207(18) -0.14556(18) -0.0285(2) 0.0476(5) Uani 1 1 d .
H42A H 0.8813 -0.2215 -0.0659 0.057 Uiso 1 1 calc R
H42B H 0.9459 -0.0846 0.0279 0.057 Uiso 1 1 calc R
C43 C 0.82640(18) -0.19916(17) 0.10151(18) 0.0429(5) Uani 1 1 d .
H43A H 0.8977 -0.1405 0.1645 0.051 Uiso 1 1 calc R
H43B H 0.8369 -0.2740 0.0624 0.051 Uiso 1 1 calc R
C44 C 0.73579(17) -0.21918(16) 0.14579(17) 0.0403(4) Uani 1 1 d .
H44A H 0.6640 -0.2758 0.0826 0.048 Uiso 1 1 calc R
H44B H 0.7538 -0.2528 0.1959 0.048 Uiso 1 1 calc R
C45 C 0.64178(15) -0.12327(17) 0.25213(16) 0.0363(4) Uani 1 1 d .
H45A H 0.6620 -0.1515 0.3065 0.044 Uiso 1 1 calc R
H45B H 0.5697 -0.1826 0.1909 0.044 Uiso 1 1 calc R
C46 C 0.63097(15) -0.00814(17) 0.30935(15) 0.0352(4) Uani 1 1 d .
H46A H 0.5769 -0.0151 0.3465 0.042 Uiso 1 1 calc R
H46B H 0.7041 0.0523 0.3677 0.042 Uiso 1 1 calc R
C47 C 0.57143(16) 0.13104(15) 0.27700(15) 0.0339(4) Uani 1 1 d .
H47A H 0.6413 0.1977 0.3355 0.041 Uiso 1 1 calc R
H47B H 0.5170 0.1197 0.3128 0.041 Uiso 1 1 calc R
C48 C 0.52555(15) 0.15755(16) 0.18660(16) 0.0347(4) Uani 1 1 d .
H48A H 0.4566 0.0901 0.1274 0.042 Uiso 1 1 calc R
H48B H 0.5064 0.2281 0.2181 0.042 Uiso 1 1 calc R
C49 C 0.56409(15) 0.19663(16) 0.04695(15) 0.0324(4) Uani 1 1 d .
H49A H 0.5340 0.2598 0.0702 0.039 Uiso 1 1 calc R
H49B H 0.5028 0.1231 -0.0158 0.039 Uiso 1 1 calc R
C50 C 0.65673(15) 0.23119(15) 0.00937(15) 0.0322(4) Uani 1 1 d .
H50A H 0.6300 0.2490 -0.0518 0.039 Uiso 1 1 calc R
H50B H 0.7195 0.3027 0.0729 0.039 Uiso 1 1 calc R
C51 C 0.78047(16) 0.16009(18) -0.06839(17) 0.0399(4) Uani 1 1 d .
H51A H 0.8508 0.2180 -0.0037 0.048 Uiso 1 1 calc R
H51B H 0.7619 0.1940 -0.1181 0.048 Uiso 1 1 calc R
C52 C 0.79414(18) 0.04642(19) -0.13198(17) 0.0427(5) Uani 1 1 d .
H52A H 0.7226 -0.0127 -0.1942 0.051 Uiso 1 1 calc R
H52B H 0.8511 0.0596 -0.1647 0.051 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'
O O 0.0106 0.0060 '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'
K K 0.2009 0.2494 '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
O4 Fe1 O1 112.26(4) .
O4 Fe1 O2 112.71(4) .
O1 Fe1 O2 109.58(6) .
O4 Fe1 O3 111.68(4) .
O1 Fe1 O3 104.82(5) .
O2 Fe1 O3 105.29(6) .
O15 K1 O3 79.42(3) .
O15 K1 O16 59.56(3) .
O3 K1 O16 110.60(4) .
O15 K1 O14 59.50(3) .
O3 K1 O14 77.56(3) .
O16 K1 O14 115.14(4) .
O15 K1 O13 118.92(4) .
O3 K1 O13 89.50(4) .
O16 K1 O13 158.13(4) .
O14 K1 O13 59.44(3) .
O15 K1 O11 118.32(4) .
O3 K1 O11 123.93(4) .
O16 K1 O11 58.78(4) .
O14 K1 O11 158.44(4) .
O13 K1 O11 117.41(4) .
O15 K1 O12 154.42(4) .
O3 K1 O12 124.45(4) .
O16 K1 O12 112.25(4) .
O14 K1 O12 112.67(4) .
O13 K1 O12 58.59(4) .
O11 K1 O12 58.91(4) .
O15 K1 F32 133.26(3) .
O3 K1 F32 57.13(3) .
O16 K1 F32 117.66(3) .
O14 K1 F32 119.01(3) .
O13 K1 F32 80.05(3) .
O11 K1 F32 78.97(3) .
O12 K1 F32 72.31(3) .
O15 K1 C31 99.11(4) .
O3 K1 C31 21.27(4) .
O16 K1 C31 128.65(4) .
O14 K1 C31 80.82(4) .
O13 K1 C31 72.89(4) .
O11 K1 C31 119.72(4) .
O12 K1 C31 103.59(4) .
F32 K1 C31 42.49(3) .
O15 K1 C32 121.43(4) .
O3 K1 C32 42.06(4) .
O16 K1 C32 132.33(4) .
O14 K1 C32 97.56(4) .
O13 K1 C32 68.64(4) .
O11 K1 C32 100.64(4) .
O12 K1 C32 82.65(4) .
F32 K1 C32 21.70(3) .
C31 K1 C32 23.00(4) .
C32 F32 K1 105.98(9) .
C11 O1 Fe1 136.58(11) .
C21 O2 Fe1 134.39(11) .
C31 O3 Fe1 126.35(10) .
C31 O3 K1 108.93(9) .
Fe1 O3 K1 122.11(5) .
Fe1 O4 Fe1 179.999(2) 2_766
C52 O11 C41 112.20(15) .
C52 O11 K1 117.80(10) .
C41 O11 K1 116.21(11) .
C42 O12 C43 112.41(15) .
C42 O12 K1 113.22(11) .
C43 O12 K1 113.37(10) .
C44 O13 C45 110.90(14) .
C44 O13 K1 119.08(10) .
C45 O13 K1 117.30(10) .
C46 O14 C47 111.30(13) .
C46 O14 K1 111.30(9) .
C47 O14 K1 111.57(9) .
C49 O15 C48 111.39(13) .
C49 O15 K1 117.37(9) .
C48 O15 K1 118.82(10) .
C51 O16 C50 112.07(13) .
C51 O16 K1 111.59(10) .
C50 O16 K1 114.68(9) .
O1 C11 C16 122.81(16) .
O1 C11 C12 121.06(16) .
C16 C11 C12 116.08(15) .
F12 C12 C13 118.99(15) .
F12 C12 C11 119.21(15) .
C13 C12 C11 121.80(16) .
F13 C13 C14 119.57(16) .
F13 C13 C12 120.24(17) .
C14 C13 C12 120.19(16) .
F14 C14 C15 120.22(17) .
F14 C14 C13 120.33(16) .
C15 C14 C13 119.44(16) .
F15 C15 C14 119.84(16) .
F15 C15 C16 120.09(16) .
C14 C15 C16 120.06(17) .
F16 C16 C15 118.70(16) .
F16 C16 C11 118.88(15) .
C15 C16 C11 122.42(16) .
O2 C21 C22 121.20(15) .
O2 C21 C26 122.91(16) .
C22 C21 C26 115.83(15) .
F22 C22 C23 118.15(16) .
F22 C22 C21 119.19(15) .
C23 C22 C21 122.66(16) .
F23 C23 C22 120.49(16) .
F23 C23 C24 119.71(16) .
C22 C23 C24 119.80(17) .
F24 C24 C25 120.89(16) .
F24 C24 C23 119.73(17) .
C25 C24 C23 119.38(16) .
F25 C25 C24 119.56(16) .
F25 C25 C26 120.02(17) .
C24 C25 C26 120.40(16) .
F26 C26 C25 119.12(16) .
F26 C26 C21 118.96(15) .
C25 C26 C21 121.91(17) .
O3 C31 C36 123.31(15) .
O3 C31 C32 120.95(15) .
C36 C31 C32 115.68(15) .
O3 C31 K1 49.81(7) .
C36 C31 K1 143.78(11) .
C32 C31 K1 81.07(9) .
F32 C32 C33 118.61(15) .
F32 C32 C31 118.57(14) .
C33 C32 C31 122.82(16) .
F32 C32 K1 52.31(7) .
C33 C32 K1 145.09(12) .
C31 C32 K1 75.93(9) .
F33 C33 C32 120.09(16) .
F33 C33 C34 119.88(16) .
C32 C33 C34 120.02(17) .
F34 C34 C33 120.64(18) .
F34 C34 C35 120.36(17) .
C33 C34 C35 118.99(17) .
F35 C35 C34 119.52(17) .
F35 C35 C36 120.15(18) .
C34 C35 C36 120.33(16) .
F36 C36 C35 119.21(16) .
F36 C36 C31 118.66(16) .
C35 C36 C31 122.13(16) .
O11 C41 C42 109.09(16) .
O12 C42 C41 108.65(16) .
O12 C43 C44 108.68(15) .
O13 C44 C43 108.70(15) .
O13 C45 C46 109.04(14) .
O14 C46 C45 108.92(14) .
O14 C47 C48 108.63(14) .
O15 C48 C47 109.21(14) .
O15 C49 C50 108.67(13) .
O16 C50 C49 108.20(14) .
O16 C51 C52 107.93(15) .
O11 C52 C51 108.66(15) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O4 1.7634(2) .
Fe1 O1 1.8672(12) .
Fe1 O2 1.8790(13) .
Fe1 O3 1.9052(12) .
K1 O15 2.7909(12) .
K1 O3 2.7913(11) .
K1 O16 2.8111(12) .
K1 O14 2.8186(12) .
K1 O13 2.8281(12) .
K1 O11 2.8554(12) .
K1 O12 2.8685(13) .
K1 F32 2.8979(11) .
K1 C31 3.4566(16) .
K1 C32 3.5203(17) .
F12 C12 1.341(2) .
F13 C13 1.342(2) .
F14 C14 1.3519(19) .
F15 C15 1.348(2) .
F16 C16 1.3445(19) .
F22 C22 1.3424(19) .
F23 C23 1.344(2) .
F24 C24 1.349(2) .
F25 C25 1.3439(19) .
F26 C26 1.341(2) .
F32 C32 1.3540(19) .
F33 C33 1.347(2) .
F34 C34 1.343(2) .
F35 C35 1.343(2) .
F36 C36 1.345(2) .
O1 C11 1.3228(19) .
O2 C21 1.321(2) .
O3 C31 1.325(2) .
O4 Fe1 1.7634(2) 2_766
O11 C52 1.422(2) .
O11 C41 1.423(2) .
O12 C42 1.416(2) .
O12 C43 1.424(2) .
O13 C44 1.423(2) .
O13 C45 1.431(2) .
O14 C46 1.418(2) .
O14 C47 1.428(2) .
O15 C49 1.423(2) .
O15 C48 1.425(2) .
O16 C51 1.418(2) .
O16 C50 1.424(2) .
C11 C16 1.390(2) .
C11 C12 1.393(2) .
C12 C13 1.383(2) .
C13 C14 1.372(3) .
C14 C15 1.371(3) .
C15 C16 1.375(2) .
C21 C22 1.389(2) .
C21 C26 1.400(2) .
C22 C23 1.375(3) .
C23 C24 1.379(3) .
C24 C25 1.369(3) .
C25 C26 1.378(3) .
C31 C36 1.388(2) .
C31 C32 1.392(2) .
C32 C33 1.371(2) .
C33 C34 1.373(3) .
C34 C35 1.376(3) .
C35 C36 1.379(3) .
C41 C42 1.482(3) .
C43 C44 1.496(3) .
C45 C46 1.481(3) .
C47 C48 1.485(3) .
C49 C50 1.496(3) .
C51 C52 1.499(3) .
