#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/87/2208736.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2208736
loop_
_publ_author_name
'Kareev, Ivan E.'
'Lebedkin, Sergey F.'
'Popov, Alexey A.'
'Miller, Susie M.'
'Anderson, Oren P.'
'Strauss, Steven H.'
'Boltalina, Olga V.'
_publ_section_title
1,6,12,15,18,23,25,41,45,57-Decakis(trifluoromethyl)-1,6,12,15,18,23,25,41,45,57-decahydro(C₆₀--Iₕ)[5,6]fullerene
_journal_coeditor_code           TK2009
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1501
_journal_page_last               o1503
_journal_paper_doi               10.1107/S1600536806008300
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C70 F30'
_chemical_formula_moiety         'C70 F30'
_chemical_formula_sum            'C70 F30'
_chemical_formula_weight         1410.70
_chemical_name_systematic
;
1,6,12,15,18,23,25,41,45,57-Decakis(trifluoromethyl)-
1,6,12,15,18,23,25,41,45,57-decahydro(C₆₀-Iₕ)[5,6]fullerene
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.0971(11)
_cell_length_b                   16.2516(10)
_cell_length_c                   15.3735(9)
_cell_measurement_reflns_used    999
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      30.3
_cell_measurement_theta_min      2.9
_cell_volume                     4521.5(5)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        APEX2
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      100.0(10)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa APEXII'
_diffrn_measurement_method       'φ and ω'
_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  0.036
_diffrn_reflns_av_sigmaI/netI    0.031
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            61427
_diffrn_reflns_theta_full        30.3
_diffrn_reflns_theta_max         30.34
_diffrn_reflns_theta_min         2.88
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.072
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6794
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.077
_refine_ls_R_factor_gt           0.047
_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)+(0.0675P)²+1.8907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.111
_refine_ls_wR_factor_ref         0.129
_reflns_number_gt                4712
_reflns_number_total             6794
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2009.cif
_cod_data_source_block           III
_cod_database_code               2208736
_cod_database_fobs_code          2208736
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_type_symbol
_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_occupancy
C C1 0.06146(10) 0.13807(12) 0.09806(13) 0.0215(4) Uani d 1
C C2 0.06567(10) 0.22159(13) 0.05180(12) 0.0209(4) Uani d 1
C C3 0.12373(9) 0.26379(12) 0.08366(11) 0.0188(4) Uani d 1
C C4 0.15521(9) 0.21859(12) 0.15868(11) 0.0173(3) Uani d 1
C C5 0.11673(9) 0.14907(12) 0.17247(12) 0.0186(4) Uani d 1
C C6 0.11017(10) 0.10670(12) 0.25979(13) 0.0201(4) Uani d 1
C C7 0.02774(10) 0.09513(11) 0.28321(13) 0.0204(4) Uani d 1
C C9 -0.01465(10) 0.12188(12) 0.13407(13) 0.0210(4) Uani d 1
C C10 -0.07828(10) 0.16915(12) 0.10291(12) 0.0205(4) Uani d 1
C C11 -0.07126(9) 0.23604(14) 0.04878(12) 0.0224(4) Uani d 1
C C12 0.00147(10) 0.26095(14) 0.00402(12) 0.0234(4) Uani d 1
C C13 0.00265(10) 0.35379(14) 0.02307(12) 0.0239(4) Uani d 1
C C14 0.06319(10) 0.39601(13) 0.05178(12) 0.0235(4) Uani d 1
C C15 0.13805(10) 0.35430(12) 0.06906(12) 0.0206(4) Uani d 1
C C16 0.16013(9) 0.39441(12) 0.15565(12) 0.0197(4) Uani d 1
C C17 0.18969(9) 0.35221(12) 0.22463(12) 0.0182(4) Uani d 1
C C18 0.20461(9) 0.25923(12) 0.22477(11) 0.0176(3) Uani d 1
C C19 0.17678(9) 0.23500(12) 0.31575(12) 0.0186(4) Uani d 1
C C20 0.13377(9) 0.16736(12) 0.33055(12) 0.0190(4) Uani d 1
C C28 0.16623(9) 0.30736(12) 0.36659(12) 0.0195(4) Uani d 1
C C29 0.11439(10) 0.30771(13) 0.43409(12) 0.0219(4) Uani d 1
C C30 0.06992(10) 0.37970(14) 0.44932(13) 0.0247(4) Uani d 1
C C31 0.07864(11) 0.44916(13) 0.39756(14) 0.0257(4) Uani d 1
C C32 -0.01496(11) 0.49384(13) 0.13195(14) 0.0271(4) Uani d 1
C C33 0.05521(11) 0.46563(13) 0.10819(14) 0.0258(4) Uani d 1
C C34 0.11399(10) 0.46508(12) 0.17117(14) 0.0235(4) Uani d 1
C C35 0.10182(10) 0.49351(12) 0.25526(15) 0.0252(4) Uani d 1
C C36 0.13253(10) 0.44916(12) 0.32731(13) 0.0238(4) Uani d 1
C C37 0.17453(9) 0.37893(12) 0.31203(12) 0.0206(4) Uani d 1
C C50 0.02849(11) 0.52170(12) 0.28038(15) 0.0283(5) Uani d 1
C C61 0.08994(11) 0.07001(14) 0.03614(14) 0.0288(5) Uani d 1
C C62 -0.00303(11) 0.24312(18) -0.09534(13) 0.0361(6) Uani d 1
C C63 0.19315(11) 0.37361(15) -0.00427(13) 0.0293(5) Uani d 1
C C64 0.28656(10) 0.23781(13) 0.21250(13) 0.0234(4) Uani d 1
C C65 0.15074(11) 0.02299(13) 0.26707(15) 0.0280(4) Uani d 1
F F11 0.04700(7) 0.06274(9) -0.03368(8) 0.0346(3) Uani d 1
F F12 0.09262(7) -0.00305(8) 0.07525(9) 0.0368(3) Uani d 1
F F13 0.15839(7) 0.08748(9) 0.00867(9) 0.0389(3) Uani d 1
F F21 -0.03600(8) 0.17248(10) -0.11297(8) 0.0424(4) Uani d 1
F F22 -0.04241(8) 0.30267(10) -0.13476(8) 0.0429(4) Uani d 1
F F23 0.06337(8) 0.24168(17) -0.13083(9) 0.0831(8) Uani d 1
F F31 0.16608(8) 0.35317(11) -0.08164(8) 0.0449(4) Uani d 1
F F32 0.20786(7) 0.45410(9) -0.00644(9) 0.0399(3) Uani d 1
F F33 0.25678(7) 0.33425(10) 0.00597(9) 0.0428(4) Uani d 1
F F41 0.30021(6) 0.15956(8) 0.23077(9) 0.0312(3) Uani d 1
F F42 0.32831(6) 0.28382(9) 0.26424(9) 0.0342(3) Uani d 1
F F43 0.30799(6) 0.25108(10) 0.13074(8) 0.0407(4) Uani d 1
F F51 0.10920(7) -0.03976(8) 0.24061(11) 0.0413(4) Uani d 1
F F52 0.21245(7) 0.02211(8) 0.21969(9) 0.0382(3) Uani d 1
F F53 0.16987(7) 0.00784(9) 0.34944(9) 0.0381(3) Uani d 1
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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C9 C1 C5 . . 110.07(16)
C9 C1 C2 . . 111.71(15)
C5 C1 C2 . . 102.17(15)
C9 C1 C61 . . 113.91(16)
C5 C1 C61 . . 109.01(15)
C2 C1 C61 . . 109.31(16)
C3 C2 C12 . . 123.99(19)
C3 C2 C1 . . 108.70(16)
C12 C2 C1 . . 124.05(16)
C2 C3 C4 . . 109.31(17)
C2 C3 C15 . . 125.15(17)
C4 C3 C15 . . 122.19(16)
C5 C4 C3 . . 109.90(16)
C5 C4 C18 . . 124.74(17)
C3 C4 C18 . . 122.42(17)
C4 C5 C6 . . 124.26(17)
C4 C5 C1 . . 108.61(16)
C6 C5 C1 . . 123.97(16)
C5 C6 C20 . . 108.42(15)
C5 C6 C7 . . 109.73(15)
C20 C6 C7 . . 100.50(15)
C5 C6 C65 . . 115.22(16)
C20 C6 C65 . . 112.47(16)
C7 C6 C65 . . 109.48(15)
C9 C7 C7 3 3 122.9(2)
C9 C7 C6 3 . 110.23(16)
C7 C7 C6 3 . 120.7(2)
C7 C9 C10 3 . 109.59(16)
C7 C9 C1 3 . 123.80(17)
C10 C9 C1 . . 120.44(18)
C11 C10 C20 . 3 120.83(17)
C11 C10 C9 . . 122.68(17)
C20 C10 C9 3 . 107.86(17)
C10 C11 C29 . 3 118.90(17)
C10 C11 C12 . . 123.88(17)
C29 C11 C12 3 . 109.61(18)
C2 C12 C13 . . 108.13(16)
C2 C12 C11 . . 109.13(16)
C13 C12 C11 . . 100.65(15)
C2 C12 C62 . . 115.91(16)
C13 C12 C62 . . 111.74(18)
C11 C12 C62 . . 110.17(15)
C14 C13 C30 . 3 119.2(2)
C14 C13 C12 . . 124.46(17)
C30 C13 C12 3 . 109.26(17)
C13 C14 C33 . . 120.76(18)
C13 C14 C15 . . 122.75(19)
C33 C14 C15 . . 109.40(17)
C3 C15 C16 . . 109.23(15)
C3 C15 C63 . . 114.77(17)
C16 C15 C63 . . 112.36(16)
C3 C15 C14 . . 107.68(15)
C16 C15 C14 . . 101.07(15)
C63 C15 C14 . . 110.77(15)
C17 C16 C34 . . 119.79(18)
C17 C16 C15 . . 124.03(17)
C34 C16 C15 . . 109.36(16)
C16 C17 C37 . . 119.79(17)
C16 C17 C18 . . 124.19(17)
C37 C17 C18 . . 109.23(16)
C4 C18 C17 . . 109.05(15)
C4 C18 C64 . . 113.03(15)
C17 C18 C64 . . 113.14(15)
C4 C18 C19 . . 107.88(14)
C17 C18 C19 . . 101.29(15)
C64 C18 C19 . . 111.72(15)
C20 C19 C28 . . 119.76(16)
C20 C19 C18 . . 122.96(17)
C28 C19 C18 . . 109.36(16)
C19 C20 C10 . 3 120.10(18)
C19 C20 C6 . . 124.02(16)
C10 C20 C6 3 . 108.97(15)
C29 C28 C19 . . 120.01(17)
C29 C28 C37 . . 119.88(18)
C19 C28 C37 . . 109.43(16)
C28 C29 C11 . 3 120.04(18)
C28 C29 C30 . . 119.93(19)
C11 C29 C30 3 . 109.13(16)
C31 C30 C29 . . 120.23(17)
C31 C30 C13 . 3 120.57(19)
C29 C30 C13 . 3 108.64(18)
C30 C31 C32 . 3 120.03(18)
C30 C31 C36 . . 120.06(19)
C32 C31 C36 3 . 107.66(19)
C33 C32 C31 . 3 118.7(2)
C33 C32 C50 . 3 120.06(19)
C31 C32 C50 3 3 108.53(17)
C32 C33 C14 . . 120.56(19)
C32 C33 C34 . . 119.8(2)
C14 C33 C34 . . 109.15(17)
C35 C34 C33 . . 120.44(18)
C35 C34 C16 . . 120.74(19)
C33 C34 C16 . . 108.80(18)
C34 C35 C36 . . 119.33(18)
C34 C35 C50 . . 119.70(19)
C36 C35 C50 . . 107.85(18)
C37 C36 C35 . . 119.59(18)
C37 C36 C31 . . 119.44(19)
C35 C36 C31 . . 108.28(17)
C36 C37 C17 . . 120.63(18)
C36 C37 C28 . . 120.44(17)
C17 C37 C28 . . 108.65(17)
C50 C50 C32 3 3 120.1(2)
C50 C50 C35 3 . 119.8(2)
C32 C50 C35 3 . 107.68(19)
F11 C61 F12 . . 107.85(17)
F11 C61 F13 . . 107.74(18)
F12 C61 F13 . . 107.32(17)
F11 C61 C1 . . 111.42(17)
F12 C61 C1 . . 111.82(18)
F13 C61 C1 . . 110.51(17)
F23 C62 F21 . . 108.1(2)
F23 C62 F22 . . 108.0(2)
F21 C62 F22 . . 107.05(17)
F23 C62 C12 . . 111.18(16)
F21 C62 C12 . . 112.73(19)
F22 C62 C12 . . 109.6(2)
F33 C63 F31 . . 107.80(19)
F33 C63 F32 . . 107.59(17)
F31 C63 F32 . . 107.22(17)
F33 C63 C15 . . 112.18(16)
F31 C63 C15 . . 111.49(17)
F32 C63 C15 . . 110.34(18)
F41 C64 F42 . . 107.90(15)
F41 C64 F43 . . 107.51(17)
F42 C64 F43 . . 107.95(16)
F41 C64 C18 . . 111.81(16)
F42 C64 C18 . . 110.39(16)
F43 C64 C18 . . 111.11(15)
F51 C65 F52 . . 107.34(18)
F51 C65 F53 . . 107.16(17)
F52 C65 F53 . . 107.38(16)
F51 C65 C6 . . 112.52(16)
F52 C65 C6 . . 111.51(17)
F53 C65 C6 . . 110.67(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C9 . 1.508(3)
C1 C5 . 1.530(3)
C1 C2 . 1.534(3)
C1 C61 . 1.548(3)
C2 C3 . 1.347(3)
C2 C12 . 1.516(3)
C3 C4 . 1.481(3)
C3 C15 . 1.510(3)
C4 C5 . 1.344(3)
C4 C18 . 1.506(2)
C5 C6 . 1.513(3)
C6 C20 . 1.529(3)
C6 C7 . 1.546(2)
C6 C65 . 1.550(3)
C7 C9 3 1.365(3)
C7 C7 3 1.432(4)
C9 C7 3 1.365(3)
C9 C10 . 1.465(3)
C10 C11 . 1.375(3)
C10 C20 3 1.434(3)
C11 C29 3 1.426(3)
C11 C12 . 1.539(3)
C12 C13 . 1.537(3)
C12 C62 . 1.557(3)
C13 C14 . 1.366(3)
C13 C30 3 1.443(3)
C14 C33 . 1.433(3)
C14 C15 . 1.538(3)
C15 C16 . 1.535(3)
C15 C63 . 1.537(3)
C16 C17 . 1.372(3)
C16 C34 . 1.440(3)
C17 C37 . 1.439(3)
C17 C18 . 1.535(3)
C18 C64 . 1.535(2)
C18 C19 . 1.538(2)
C19 C20 . 1.366(3)
C19 C28 . 1.425(3)
C20 C10 3 1.434(3)
C28 C29 . 1.399(2)
C28 C37 . 1.442(3)
C29 C11 3 1.427(3)
C29 C30 . 1.439(3)
C30 C31 . 1.390(3)
C30 C13 3 1.443(3)
C31 C32 3 1.436(3)
C31 C36 . 1.455(3)
C32 C33 . 1.399(3)
C32 C31 3 1.436(3)
C32 C50 3 1.443(3)
C33 C34 . 1.438(3)
C34 C35 . 1.390(3)
C35 C36 . 1.434(3)
C35 C50 . 1.456(3)
C36 C37 . 1.391(3)
C50 C50 3 1.391(4)
C50 C32 3 1.443(3)
C61 F11 . 1.330(2)
C61 F12 . 1.332(3)
C61 F13 . 1.339(2)
C62 F23 . 1.320(2)
C62 F21 . 1.322(3)
C62 F22 . 1.346(3)
C63 F33 . 1.327(2)
C63 F31 . 1.329(3)
C63 F32 . 1.335(3)
C64 F41 . 1.326(2)
C64 F42 . 1.328(2)
C64 F43 . 1.333(2)
C65 F51 . 1.331(3)
C65 F52 . 1.333(2)
C65 F53 . 1.336(3)
