#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:57:49 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179820 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/16/7011678.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_7011678
loop_
_publ_author_name
'Kaafarani, Bilal R.'
'Gu, Haiyan'
'Alan Pinkerton, A.'
'Neckers, Douglas C.'
_publ_section_title
;
 The crystal and molecular structures of 1-naphthylphenyliodonium
 tetrafluoroborate and 1-naphthylphenyliodonium
 tetrakis(pentafluorophenyl)gallate
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2318
_journal_paper_doi               10.1039/b202805k
_journal_year                    2002
_chemical_formula_sum            'C16 H12 B F4 I'
_chemical_formula_weight         417.97
_chemical_melting_point          186
_chemical_name_common            '1-Naphthylphenyliodonium Tetrafluoroborate'
_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   'difmap, geom H(6), H(12), H(14), H(15)'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.944(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8914(11)
_cell_length_b                   8.8699(9)
_cell_length_c                   14.4445(13)
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      30.24
_cell_measurement_theta_min      1.35
_cell_volume                     1523.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_sigmaI/netI    0.0736
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24408
_diffrn_reflns_theta_full        30.24
_diffrn_reflns_theta_max         30.24
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    1.138
_exptl_absorpt_correction_T_max  0.901078
_exptl_absorpt_correction_T_min  1.0
_exptl_absorpt_correction_type   'SADABS (Blessing 1995)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         2.004
_refine_diff_density_min         -1.173
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         8286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0555P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1258
_reflns_number_gt                4017
_reflns_number_total             8286
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b202805k.txt
_cod_data_source_block           hg
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7011678
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
_atom_site_disorder_assembly
_atom_site_disorder_group
I I 0.333971(13) 0.49766(2) 0.179476(11) 0.03111(6) Uani 1 1 d . . .
B B 0.3721(3) -0.1574(4) 0.3043(2) 0.0356(7) Uani 1 1 d . . .
F1 F 0.27732(15) -0.1931(3) 0.25457(19) 0.0877(9) Uani 1 1 d . . .
F2 F 0.46446(17) -0.2081(3) 0.25776(15) 0.0876(9) Uani 1 1 d . . .
F3 F 0.3818(4) -0.0091(2) 0.3152(2) 0.0958(13) Uani 1 1 d . . .
F4 F 0.3699(2) -0.2186(3) 0.39347(18) 0.0816(8) Uani 1 1 d . . .
C1 C 0.1576(2) 0.5223(3) 0.17344(19) 0.0283(5) Uani 1 1 d . . .
C2 C 0.0982(3) 0.4507(4) 0.2411(2) 0.0364(6) Uani 1 1 d . . .
H2 H 0.129(3) 0.401(4) 0.280(2) 0.038(9) Uiso 1 1 d . . .
C3 C -0.0190(3) 0.4635(4) 0.2412(2) 0.0429(7) Uani 1 1 d . . .
H3 H -0.061(2) 0.399(3) 0.2921(18) 0.030(7) Uiso 1 1 d . . .
C4 C -0.0736(3) 0.5452(4) 0.1753(2) 0.0404(7) Uani 1 1 d . . .
H4 H -0.140(3) 0.554(4) 0.1710(19) 0.035(8) Uiso 1 1 d . . .
C5 C -0.0136(2) 0.6230(3) 0.10471(19) 0.0311(5) Uani 1 1 d . . .
C6 C -0.0701(3) 0.7118(3) 0.0383(2) 0.0402(7) Uani 1 1 d . . .
H6 H -0.1479 0.7204 0.0399 0.048 Uiso 1 1 calc R . .
C7 C -0.0110(3) 0.7865(4) -0.0292(3) 0.0437(7) Uani 1 1 d . . .
H7 H -0.050(3) 0.847(4) -0.075(2) 0.059(10) Uiso 1 1 d . . .
C8 C 0.1066(3) 0.7710(4) -0.0318(2) 0.0422(8) Uani 1 1 d . . .
H8 H 0.130(3) 0.810(4) -0.061(2) 0.053(13) Uiso 1 1 d . . .
C9 C 0.1642(2) 0.6879(3) 0.03103(19) 0.0333(6) Uani 1 1 d . . .
H9 H 0.2395(19) 0.676(3) 0.0244(14) 0.008(5) Uiso 1 1 d . . .
C10 C 0.1056(2) 0.6114(3) 0.10297(16) 0.0265(5) Uani 1 1 d . . .
C11 C 0.3450(2) 0.3117(3) 0.08949(17) 0.0271(5) Uani 1 1 d . . .
C12 C 0.3798(2) 0.3389(3) -0.00040(18) 0.0329(6) Uani 1 1 d . . .
H12 H 0.3949 0.4361 -0.0208 0.039 Uiso 1 1 calc R . .
C13 C 0.3911(3) 0.2163(4) -0.0582(2) 0.0448(8) Uani 1 1 d . . .
H13 H 0.414(3) 0.235(4) -0.111(2) 0.052(11) Uiso 1 1 d . . .
C14 C 0.3674(3) 0.0731(4) -0.0275(2) 0.0508(9) Uani 1 1 d . . .
H14 H 0.3748 -0.0084 -0.0674 0.061 Uiso 1 1 calc R . .
C15 C 0.3324(4) 0.0496(4) 0.0626(3) 0.0531(9) Uani 1 1 d . . .
H15 H 0.3159 -0.0477 0.0823 0.064 Uiso 1 1 calc R . .
C16 C 0.3216(3) 0.1700(3) 0.1238(2) 0.0384(6) Uani 1 1 d . . .
H16 H 0.293(2) 0.155(3) 0.189(2) 0.037(8) Uiso 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 0.0015 0.0009 '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'
B B 0.0004 0.0004 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0096 0.0061 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.8919 1.1868 '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
_geom_angle_publ_flag
C11 I C1 97.35(9) . . ?
F3 B F1 111.1(3) . . ?
F3 B F2 108.2(3) . . ?
F1 B F2 109.1(2) . . ?
F3 B F4 106.2(3) . . ?
F1 B F4 111.5(3) . . ?
F2 B F4 110.6(3) . . ?
C2 C1 C10 123.1(3) . . ?
C2 C1 I 116.4(2) . . ?
C10 C1 I 120.49(18) . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H2 121(2) . . ?
C3 C2 H2 119(2) . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 123.1(15) . . ?
C2 C3 H3 116.1(15) . . ?
C3 C4 C5 121.4(3) . . ?
C3 C4 H4 125(2) . . ?
C5 C4 H4 114(2) . . ?
C6 C5 C10 119.6(3) . . ?
C6 C5 C4 121.3(3) . . ?
C10 C5 C4 119.1(3) . . ?
C7 C6 C5 120.6(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 119.3(3) . . ?
C6 C7 H7 121(2) . . ?
C8 C7 H7 120(2) . . ?
C9 C8 C7 122.0(3) . . ?
C9 C8 H8 123(4) . . ?
C7 C8 H8 115(4) . . ?
C8 C9 C10 120.0(3) . . ?
C8 C9 H9 118.9(14) . . ?
C10 C9 H9 120.9(14) . . ?
C1 C10 C5 116.7(2) . . ?
C1 C10 C9 124.9(2) . . ?
C5 C10 C9 118.4(2) . . ?
C16 C11 C12 123.9(2) . . ?
C16 C11 I 118.42(19) . . ?
C12 C11 I 117.59(19) . . ?
C13 C12 C11 117.5(3) . . ?
C13 C12 H12 121.2 . . ?
C11 C12 H12 121.2 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 123(3) . . ?
C12 C13 H13 116(3) . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 116.6(3) . . ?
C11 C16 H16 121.6(18) . . ?
C15 C16 H16 121.6(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I C11 2.106(2) . ?
I C1 2.109(3) . ?
B F3 1.330(4) . ?
B F1 1.364(4) . ?
B F2 1.372(4) . ?
B F4 1.398(4) . ?
C1 C2 1.371(4) . ?
C1 C10 1.422(4) . ?
C2 C3 1.398(5) . ?
C2 H2 0.80(3) . ?
C3 C4 1.354(5) . ?
C3 H3 1.06(3) . ?
C4 C5 1.432(4) . ?
C4 H4 0.80(3) . ?
C5 C6 1.403(4) . ?
C5 C10 1.422(3) . ?
C6 C7 1.381(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.407(5) . ?
C7 H7 0.96(3) . ?
C8 C9 1.347(4) . ?
C8 H8 0.62(3) . ?
C9 C10 1.432(4) . ?
C9 H9 0.91(2) . ?
C11 C16 1.381(4) . ?
C11 C12 1.390(4) . ?
C12 C13 1.379(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(5) . ?
C13 H13 0.83(4) . ?
C14 C15 1.389(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.394(4) . ?
C15 H15 0.9300 . ?
C16 H16 1.02(3) . ?
