#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:10:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179560 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/29/4502902.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_4502902
loop_
_publ_author_name
'Murata, Tsuyoshi'
'Miyazaki, Eigo'
'Yokoyama, Takuji'
'Nakasuji, Kazuhiro'
'Morita, Yasushi'
_publ_section_title
;
 Intermolecular Hydrogen-Bond Networks and Physical Properties of BF4--and
 TCNQ•--Salts of Three-Fold Symmetric
 Tris(alkylamino)phenalenyliums
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              804
_journal_paper_doi               10.1021/cg201120s
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C22 H30 N3, B F4, H2 O'
_chemical_formula_sum            'C22 H33 B F4 N3 O'
_chemical_formula_weight         442.32
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           205
_symmetry_cell_setting           cubic
_symmetry_space_group_name_Hall  '-P 2ac 2ab 3'
_symmetry_space_group_name_H-M   'P a -3'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.693(7)
_cell_length_b                   16.693(7)
_cell_length_c                   16.693(7)
_cell_measurement_reflns_used    22280
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.45
_cell_volume                     4652(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            40854
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.45
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_correction_T_min  0.9520
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1782
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0601
_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)+(0.1066P)²+0.4337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1788
_refine_ls_wR_factor_ref         0.1948
_reflns_number_gt                1089
_reflns_number_total             1782
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201120s_si_002.cif
_cod_data_source_block           6bBF4
_cod_original_cell_volume        4651(3)
_cod_database_code               4502902
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'y, z, x'
'z, x, y'
'x+1/2, y, -z+1/2'
'y+1/2, z, -x+1/2'
'z+1/2, x, -y+1/2'
'y+1/2, -z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-z, x+1/2, -y+1/2'
'-x, y+1/2, -z+1/2'
'-y, z+1/2, -x+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'-y, -z, -x'
'-z, -x, -y'
'-x-1/2, -y, z-1/2'
'-y-1/2, -z, x-1/2'
'-z-1/2, -x, y-1/2'
'-y-1/2, z-1/2, x'
'-z-1/2, x-1/2, y'
'z, -x-1/2, y-1/2'
'x, -y-1/2, z-1/2'
'y, -z-1/2, x-1/2'
'-x-1/2, y-1/2, 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
F1 F 0.35532(15) 0.35532(15) 0.35532(15) 0.157(2) Uani 1 3 d S
F2 F 0.34849(12) 0.29222(12) 0.23861(11) 0.0723(7) Uani 1 1 d .
O1 O 0.9499(7) 0.4499(7) 0.0501(7) 0.399(11) Uani 1 3 d S
N1 N 0.38382(12) 0.08375(12) 0.30617(12) 0.0389(5) Uani 1 1 d .
H1A H 0.3629 0.1264 0.3289 0.047 Uiso 1 1 calc R
C1 C 0.59480(13) -0.01068(13) 0.40652(12) 0.0298(5) Uani 1 1 d .
C2 C 0.55954(12) 0.05954(12) 0.44046(12) 0.0274(8) Uani 1 3 d S
C4 C 0.55924(14) -0.04203(13) 0.33643(13) 0.0338(6) Uani 1 1 d .
H4 H 0.5832 -0.0875 0.3119 0.041 Uiso 1 1 calc R
C6 C 0.45327(13) 0.05651(13) 0.33647(13) 0.0316(5) Uani 1 1 d .
C7 C 0.49246(14) -0.01043(14) 0.30234(13) 0.0352(6) Uani 1 1 d .
H7 H 0.4717 -0.0337 0.2547 0.042 Uiso 1 1 calc R
C10 C 0.33972(15) 0.04875(16) 0.23857(15) 0.0419(6) Uani 1 1 d .
H10 H 0.3488 -0.0105 0.2383 0.050 Uiso 1 1 calc R
C11 C 0.3690(2) 0.0829(2) 0.15972(17) 0.0559(8) Uani 1 1 d .
H11A H 0.4248 0.0669 0.1510 0.067 Uiso 1 1 calc R
H11B H 0.3655 0.1415 0.1613 0.067 Uiso 1 1 calc R
H11C H 0.3357 0.0625 0.1159 0.067 Uiso 1 1 calc R
C12 C 0.25123(16) 0.0645(2) 0.2506(2) 0.0611(9) Uani 1 1 d .
H12A H 0.2207 0.0387 0.2076 0.073 Uiso 1 1 calc R
H12B H 0.2414 0.1224 0.2496 0.073 Uiso 1 1 calc R
H12C H 0.2343 0.0427 0.3024 0.073 Uiso 1 1 calc R
B1 B 0.30856(18) 0.30856(18) 0.30856(18) 0.0442(12) Uani 1 3 d S
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
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 N1 C10 125.9(2) . .
C6 N1 H1A 117.0 . .
C10 N1 H1A 117.0 . .
C4 C1 C2 117.34(18) . .
C4 C1 C6 122.5(2) . 9_645
C2 C1 C6 120.19(17) . 9_645
C1 C2 C1 119.996(4) 9_645 .
C1 C2 C1 119.994(4) 9_645 7_556
C1 C2 C1 119.997(4) . 7_556
C7 C4 C1 123.2(2) . .
C7 C4 H4 118.4 . .
C1 C4 H4 118.4 . .
N1 C6 C7 121.0(2) . .
N1 C6 C1 121.1(2) . 7_556
C7 C6 C1 117.9(2) . 7_556
C4 C7 C6 121.2(2) . .
C4 C7 H7 119.4 . .
C6 C7 H7 119.4 . .
N1 C10 C12 108.5(2) . .
N1 C10 C11 110.8(2) . .
C12 C10 C11 111.4(2) . .
N1 C10 H10 108.7 . .
C12 C10 H10 108.7 . .
C11 C10 H10 108.7 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
F1 B1 F2 109.0(2) . 3
F1 B1 F2 109.0(2) . .
F2 B1 F2 109.9(2) 3 .
F1 B1 F2 109.0(2) . 2
F2 B1 F2 109.9(2) 3 2
F2 B1 F2 109.9(2) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 B1 1.352(7) .
F2 B1 1.372(3) .
N1 C6 1.344(3) .
N1 C10 1.469(3) .
N1 H1A 0.8800 .
C1 C4 1.413(3) .
C1 C2 1.429(2) .
C1 C6 1.435(3) 9_645
C2 C1 1.429(2) 9_645
C2 C1 1.429(2) 7_556
C4 C7 1.358(3) .
C4 H4 0.9500 .
C6 C7 1.415(3) .
C6 C1 1.435(3) 7_556
C7 H7 0.9500 .
C10 C12 1.514(4) .
C10 C11 1.516(4) .
C10 H10 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
B1 F2 1.372(3) 3
B1 F2 1.372(3) 2
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C4 C1 C2 C1 -179.1(2) . 9_645
C6 C1 C2 C1 1.0(4) 9_645 9_645
C4 C1 C2 C1 2.3(4) . 7_556
C6 C1 C2 C1 -177.64(19) 9_645 7_556
C2 C1 C4 C7 -2.4(4) . .
C6 C1 C4 C7 177.5(2) 9_645 .
C10 N1 C6 C7 1.8(4) . .
C10 N1 C6 C1 -177.2(2) . 7_556
C1 C4 C7 C6 -0.9(4) . .
N1 C6 C7 C4 -174.8(2) . .
C1 C6 C7 C4 4.2(3) 7_556 .
C6 N1 C10 C12 149.9(3) . .
C6 N1 C10 C11 -87.5(3) . .
