#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:02:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180285 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/71/7117106.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_7117106
loop_
_publ_author_name
'Baddigam Kiran Reddy'
'Santosh C. Gadekar'
'Venkataramanarao G. Anand'
_publ_section_title
;
 Non-covalent composites of antiaromatic isophlorin-fullerene
;
_journal_name_full               Chem.Commun.
_journal_page_first              8276
_journal_paper_doi               10.1039/C5cc00771B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C32 H10 F10 O4'
_chemical_formula_sum            'C32 H10 F10 O4'
_chemical_formula_weight         648.40
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2015-03-13 deposited with the CCDC.
2015-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.012(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.649(4)
_cell_length_b                   10.269(3)
_cell_length_c                   8.425(2)
_cell_measurement_reflns_used    5541
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.39
_cell_measurement_theta_min      3.15
_cell_volume                     1251.7(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15032
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.074
_diffrn_reflns_theta_min         2.432
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Multi-Scan absorption correction method'
_exptl_crystal_colour            BLACK
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0608P)²+0.4557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1102
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2691
_reflns_number_total             3342
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc00771b2.cif
_cod_data_source_block           5
_cod_original_cell_volume        1251.8(6)
_cod_database_code               7117106
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.987
_shelxl_version_number           2014/6
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 1.03412(5) 0.81019(8) 1.17275(11) 0.0258(2) Uani 1 1 d . . . . .
F2 F 0.79659(6) 1.11364(8) 1.01358(11) 0.0258(2) Uani 1 1 d . . . . .
F3 F 0.94582(6) 0.63122(8) 0.96494(11) 0.0259(2) Uani 1 1 d . . . . .
F4 F 0.78101(6) 0.69141(8) 0.78409(10) 0.0257(2) Uani 1 1 d . . . . .
F5 F 0.95794(6) 1.05018(8) 1.19937(10) 0.0257(2) Uani 1 1 d . . . . .
O1 O 0.64229(6) 1.03278(9) 0.51350(11) 0.0193(2) Uani 1 1 d . . . . .
O2 O 0.52918(6) 0.92419(10) 0.73234(12) 0.0197(2) Uani 1 1 d . . . . .
C1 C 0.95221(8) 0.83948(13) 1.08450(16) 0.0196(3) Uani 1 1 d . . . . .
C2 C 0.90726(9) 0.74844(13) 0.97904(16) 0.0193(3) Uani 1 1 d . . . . .
C3 C 0.82307(9) 0.78146(13) 0.88639(16) 0.0193(3) Uani 1 1 d . . . . .
C4 C 0.78281(9) 0.90421(13) 0.89318(16) 0.0184(3) Uani 1 1 d . . . . .
C5 C 0.69595(9) 0.93927(13) 0.78173(16) 0.0189(3) Uani 1 1 d . . . . .
C6 C 0.71355(8) 1.00256(13) 0.63531(16) 0.0182(3) Uani 1 1 d . . . . .
C7 C 0.68282(9) 1.09127(13) 0.39273(17) 0.0200(3) Uani 1 1 d . . . . .
C8 C 0.62960(9) 1.13631(14) 0.24553(17) 0.0230(3) Uani 1 1 d . . . . .
H8 H 0.6654 1.1782 0.1758 0.028 Uiso 1 1 calc R U . . .
C9 C 0.46190(9) 0.86930(14) 0.81341(17) 0.0231(3) Uani 1 1 d . . . . .
C10 C 0.61430(9) 0.90330(13) 0.82745(17) 0.0208(3) Uani 1 1 d . . . . .
C11 C 0.83055(9) 0.99321(13) 1.00110(16) 0.0189(3) Uani 1 1 d . . . . .
C12 C 0.91364(9) 0.96209(13) 1.09660(16) 0.0194(3) Uani 1 1 d . . . . .
C13 C 0.50696(11) 0.81682(18) 0.96366(19) 0.0319(4) Uani 1 1 d . . . . .
H13 H 0.4773 0.7751 1.0424 0.038 Uiso 1 1 calc R U . . .
C14 C 0.59906(10) 0.83717(16) 0.97335(19) 0.0292(3) Uani 1 1 d . . . . .
H14 H 0.6454 0.8126 1.0601 0.035 Uiso 1 1 calc R U . . .
C15 C 0.79673(9) 1.04076(14) 0.59336(17) 0.0225(3) Uani 1 1 d . . . . .
H15 H 0.8560 1.0309 0.6564 0.027 Uiso 1 1 calc R U . . .
C16 C 0.77708(9) 1.09770(14) 0.43763(18) 0.0224(3) Uani 1 1 d . . . . .
H16 H 0.8205 1.1331 0.3768 0.027 Uiso 1 1 calc R U . . .
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'
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
C6 O1 C7 106.32(10) . .
C10 O2 C9 107.02(10) . .
F1 C1 C2 119.89(12) . .
F1 C1 C12 120.03(12) . .
C2 C1 C12 120.07(11) . .
F3 C2 C1 119.88(11) . .
F3 C2 C3 121.06(12) . .
C1 C2 C3 119.05(12) . .
F4 C3 C2 117.87(12) . .
F4 C3 C4 119.51(11) . .
C2 C3 C4 122.60(12) . .
C3 C4 C11 116.46(11) . .
C3 C4 C5 120.84(12) . .
C11 C4 C5 122.60(12) . .
C10 C5 C6 129.88(12) . .
C10 C5 C4 116.94(12) . .
C6 C5 C4 113.11(11) . .
C15 C6 O1 109.98(12) . .
C15 C6 C5 128.82(12) . .
O1 C6 C5 121.20(11) . .
C16 C7 O1 110.16(11) . .
C16 C7 C8 127.51(13) . .
O1 C7 C8 122.34(12) . .
C9 C8 C7 132.48(14) 3_676 .
C9 C8 H8 113.8 3_676 .
C7 C8 H8 113.8 . .
C8 C9 O2 124.65(12) 3_676 .
C8 C9 C13 126.72(14) 3_676 .
O2 C9 C13 108.59(11) . .
C5 C10 O2 122.88(12) . .
C5 C10 C14 128.59(12) . .
O2 C10 C14 108.51(11) . .
F2 C11 C12 117.95(12) . .
F2 C11 C4 119.97(11) . .
C12 C11 C4 122.08(12) . .
F5 C12 C11 120.59(12) . .
F5 C12 C1 119.68(11) . .
C11 C12 C1 119.73(12) . .
C14 C13 C9 108.10(14) . .
C14 C13 H13 125.9 . .
C9 C13 H13 125.9 . .
C13 C14 C10 107.75(13) . .
C13 C14 H14 126.1 . .
C10 C14 H14 126.1 . .
C6 C15 C16 107.10(12) . .
C6 C15 H15 126.5 . .
C16 C15 H15 126.5 . .
C7 C16 C15 106.45(12) . .
C7 C16 H16 126.8 . .
C15 C16 H16 126.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C1 1.3430(14) .
F2 C11 1.3433(16) .
F3 C2 1.3428(16) .
F4 C3 1.3459(15) .
F5 C12 1.3466(15) .
O1 C6 1.3798(15) .
O1 C7 1.3921(17) .
O2 C10 1.3892(15) .
O2 C9 1.4024(17) .
C1 C2 1.3834(18) .
C1 C12 1.3904(19) .
C2 C3 1.3943(18) .
C3 C4 1.3966(19) .
C4 C11 1.3972(18) .
C4 C5 1.5020(17) .
C5 C10 1.3637(19) .
C5 C6 1.4528(19) .
C6 C15 1.3778(19) .
C7 C16 1.3749(18) .
C7 C8 1.4342(19) .
C8 C9 1.3557(19) 3_676
C8 H8 0.9500 .
C9 C8 1.3557(19) 3_676
C9 C13 1.438(2) .
C10 C14 1.452(2) .
C11 C12 1.3871(18) .
C13 C14 1.355(2) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.424(2) .
C15 H15 0.9500 .
C16 H16 0.9500 .
