Supplementary Material for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2005

data_global
_journal_name_full               Chem.Commun.
_journal_coden_Cambridge         0182

# 1. SUBMISSION DETAILS
_publ_contact_author_name        'Andreas Schmidt'
_publ_contact_author_address     
;
Institute of Organic Chemistry
Clausthal University of Technology
Leibnizstrasse 6
Clausthal-Zellerfeld
D-38678
GERMANY
;

_publ_contact_author_email       SCHMIDT@IOC.TU-CLAUSTHAL.DE
_publ_requested_coeditor_name    ?

_publ_contact_letter             
;
enclosed you will fond the necessary data of our publication in
Org. Biomol. Chem.
;

#==============================================================================

# 3. TITLE AND AUTHOR LIST

_publ_section_title              
;
From uncharged to decationic molecules: Syntheses of and
spectroscopic porperties of heteroarenium-substituted pyridines
;

loop_
_publ_author_name
_publ_author_address
A.Schmidt
; Institut f\"ur Organische Chemie
Technische Universit\"at Clausthal
Leibnitzstr. 6
D-38678 Clausthal-Zellerfeld
Bundesrepublik Deutschland
;
T.Mordhorst
; Institut f\"ur Organische Chemie
Technische Universit\"at Clausthal
Leibnitzstr. 6
D-38678 Clausthal-Zellerfeld
Bundesrepublik Deutschland
;
M.Nieger
; Institut f\"ur Anorganische Chemie
Universit\"at Bonn
Gerhard-Domagk-Str. 1
D-53121 Bonn
Bundesrepublik Deutschland
;
#==============================================================================

data_schm24_m_compound_2c
_database_code_depnum_ccdc_archive 'CCDC 278514'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1-(4-Pyrrolidino)-[2,3,5,6-tetrachloropyridin-4-yl]-pyridinium
tetrafluoroborate
;
_chemical_name_common            
;
1-(4-Pyrrolidino)-(2,3,5,6-tetrachloropyridin-4-yl)-
pyridinium tetrafluoroborate
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H12 Cl4 N3 - B F4'
_chemical_formula_sum            'C14 H12 B Cl4 F4 N3'
_chemical_formula_weight         450.88

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c #(No.14)

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'

_cell_length_a                   7.7703(1)
_cell_length_b                   20.6759(3)
_cell_length_c                   11.1315(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.594(1)
_cell_angle_gamma                90.00
_cell_volume                     1779.85(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3508
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72637
_exptl_absorpt_correction_T_max  0.83415
_exptl_absorpt_process_details   'MULABS (Platon, cf. Blessing, 1995)'

_exptl_special_details           
;
dx = 40 mm, 40 sec./deg., 1 deg., 3 sets, 277 frames, mos.= 0.452(1) deg.
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'rotation in phi and omega, 1 deg.'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11708
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         27.48
_reflns_number_total             3989
_reflns_number_gt                3391
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Collect
_computing_cell_refinement       DENZO-SMN
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0332P)^2^+1.0319P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3989
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N1 N 0.25966(17) 0.33909(7) 0.88991(13) 0.0213(3) Uani 1 1 d . . .
C2 C 0.2512(2) 0.34444(8) 0.77100(16) 0.0208(3) Uani 1 1 d . . .
Cl2 Cl 0.25105(6) 0.27260(2) 0.69221(4) 0.02973(12) Uani 1 1 d . . .
C3 C 0.24472(19) 0.40339(8) 0.71022(15) 0.0190(3) Uani 1 1 d . . .
Cl3 Cl 0.22624(6) 0.40863(2) 0.55618(4) 0.02751(12) Uani 1 1 d . . .
C4 C 0.25249(19) 0.45907(8) 0.77978(15) 0.0182(3) Uani 1 1 d . . .
C5 C 0.2625(2) 0.45440(8) 0.90484(15) 0.0200(3) Uani 1 1 d . . .
Cl5 Cl 0.26877(7) 0.52194(2) 0.99401(4) 0.03118(12) Uani 1 1 d . . .
C6 C 0.2640(2) 0.39275(8) 0.95461(15) 0.0194(3) Uani 1 1 d . . .
Cl6 Cl 0.27542(6) 0.38365(2) 1.10963(4) 0.02724(11) Uani 1 1 d . . .
N7 N 0.25015(17) 0.52146(7) 0.72421(12) 0.0193(3) Uani 1 1 d . . .
C8 C 0.1095(2) 0.56076(8) 0.72890(15) 0.0203(3) Uani 1 1 d . . .
H8 H 0.0113 0.5450 0.7643 0.024 Uiso 1 1 calc R . .
C9 C 0.1072(2) 0.62155(8) 0.68422(15) 0.0205(3) Uani 1 1 d . . .
H9 H 0.0085 0.6481 0.6895 0.025 Uiso 1 1 calc R . .
C10 C 0.2526(2) 0.64612(8) 0.62901(14) 0.0190(3) Uani 1 1 d . . .
C11 C 0.3965(2) 0.60344(9) 0.62605(16) 0.0231(4) Uani 1 1 d . . .
H11 H 0.4965 0.6175 0.5907 0.028 Uiso 1 1 calc R . .
C12 C 0.3921(2) 0.54310(9) 0.67312(16) 0.0224(4) Uani 1 1 d . . .
H12 H 0.4893 0.5154 0.6705 0.027 Uiso 1 1 calc R . .
N13 N 0.25451(17) 0.70510(7) 0.58364(12) 0.0207(3) Uani 1 1 d . . .
C14 C 0.1033(2) 0.74879(9) 0.57058(17) 0.0259(4) Uani 1 1 d . . .
H14A H 0.0912 0.7726 0.6465 0.031 Uiso 1 1 calc R . .
H14B H -0.0046 0.7245 0.5474 0.031 Uiso 1 1 calc R . .
C15 C 0.1450(3) 0.79466(10) 0.47031(19) 0.0355(5) Uani 1 1 d . . .
H15A H 0.1057 0.7767 0.3899 0.043 Uiso 1 1 calc R . .
H15B H 0.0903 0.8374 0.4790 0.043 Uiso 1 1 calc R . .
C16 C 0.3403(2) 0.79971(10) 0.4880(2) 0.0364(5) Uani 1 1 d . . .
H16A H 0.3777 0.8303 0.5539 0.044 Uiso 1 1 calc R . .
H16B H 0.3873 0.8143 0.4130 0.044 Uiso 1 1 calc R . .
C17 C 0.3993(2) 0.73081(9) 0.52077(17) 0.0269(4) Uani 1 1 d . . .
H17A H 0.4156 0.7052 0.4476 0.032 Uiso 1 1 calc R . .
H17B H 0.5085 0.7309 0.5746 0.032 Uiso 1 1 calc R . .
B1 B 0.2159(3) 0.59130(11) 0.2853(2) 0.0283(5) Uani 1 1 d . . .
F1 F 0.11144(15) 0.59296(8) 0.17692(11) 0.0519(4) Uani 1 1 d . . .
F2 F 0.38271(15) 0.60742(8) 0.26477(14) 0.0584(4) Uani 1 1 d . . .
F3 F 0.15049(16) 0.63488(7) 0.36177(12) 0.0507(4) Uani 1 1 d . . .
F4 F 0.2170(2) 0.52949(8) 0.33125(17) 0.0722(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0184(7) 0.0185(7) 0.0269(8) -0.0008(6) 0.0024(5) 0.0005(5)
C2 0.0159(7) 0.0186(8) 0.0279(9) -0.0068(7) 0.0031(6) -0.0003(6)
Cl2 0.0325(2) 0.0213(2) 0.0353(3) -0.01171(18) 0.00299(18) -0.00038(17)
C3 0.0152(7) 0.0238(8) 0.0184(8) -0.0040(6) 0.0026(6) -0.0007(6)
Cl3 0.0296(2) 0.0347(3) 0.0186(2) -0.00558(17) 0.00409(16) -0.00043(18)
C4 0.0156(7) 0.0183(8) 0.0208(8) 0.0001(6) 0.0026(6) 0.0010(6)
C5 0.0210(8) 0.0184(8) 0.0205(8) -0.0044(6) 0.0020(6) 0.0007(6)
Cl5 0.0522(3) 0.0190(2) 0.0217(2) -0.00582(16) 0.00008(19) 0.00380(19)
C6 0.0190(7) 0.0199(8) 0.0193(8) 0.0003(6) 0.0022(6) 0.0011(6)
Cl6 0.0350(2) 0.0268(2) 0.0200(2) 0.00325(17) 0.00327(16) 0.00301(18)
N7 0.0199(7) 0.0189(7) 0.0192(7) -0.0001(5) 0.0031(5) 0.0007(5)
C8 0.0172(7) 0.0244(9) 0.0199(8) 0.0002(7) 0.0043(6) 0.0012(6)
C9 0.0184(7) 0.0231(9) 0.0201(8) -0.0004(7) 0.0028(6) 0.0026(6)
C10 0.0216(8) 0.0199(8) 0.0150(8) -0.0025(6) 0.0001(6) -0.0018(6)
C11 0.0196(8) 0.0258(9) 0.0245(9) 0.0007(7) 0.0052(6) -0.0013(7)
C12 0.0175(7) 0.0252(9) 0.0249(9) -0.0013(7) 0.0042(6) 0.0018(7)
N13 0.0207(7) 0.0199(7) 0.0214(7) 0.0000(6) 0.0018(5) -0.0017(6)
C14 0.0242(8) 0.0232(9) 0.0304(9) 0.0060(7) 0.0029(7) 0.0023(7)
C15 0.0320(10) 0.0329(11) 0.0415(11) 0.0126(9) 0.0036(8) -0.0005(8)
C16 0.0305(10) 0.0313(11) 0.0476(12) 0.0109(9) 0.0044(9) -0.0036(8)
C17 0.0219(8) 0.0248(9) 0.0345(10) 0.0050(8) 0.0046(7) -0.0054(7)
B1 0.0188(9) 0.0356(12) 0.0304(11) -0.0051(9) 0.0010(8) -0.0004(8)
F1 0.0294(6) 0.0923(11) 0.0329(7) -0.0245(7) -0.0031(5) 0.0160(7)
F2 0.0191(6) 0.0864(11) 0.0703(10) 0.0070(8) 0.0068(6) -0.0036(6)
F3 0.0410(7) 0.0663(9) 0.0445(8) -0.0302(7) 0.0018(6) -0.0005(6)
F4 0.0694(10) 0.0461(9) 0.0998(14) 0.0194(9) 0.0014(9) -0.0044(8)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
N1 C6 1.321(2) . ?
N1 C2 1.324(2) . ?
C2 C3 1.393(2) . ?
C2 Cl2 1.7248(17) . ?
Cl2 Cl6 3.3691(6) 4_565 ?
C3 C4 1.385(2) . ?
C3 Cl3 1.7101(17) . ?
C4 C5 1.390(2) . ?
C4 N7 1.430(2) . ?
C5 C6 1.389(2) . ?
C5 Cl5 1.7112(17) . ?
Cl5 F1 2.8778(13) 1_556 ?
C6 Cl6 1.7296(17) . ?
Cl6 Cl2 3.3691(6) 4_566 ?
N7 C12 1.365(2) . ?
N7 C8 1.367(2) . ?
C8 C9 1.351(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.431(2) . ?
C9 H9 0.9500 . ?
C10 N13 1.321(2) . ?
C10 C11 1.427(2) . ?
C11 C12 1.355(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
N13 C14 1.478(2) . ?
N13 C17 1.480(2) . ?
N13 F3 2.9107(18) . ?
C14 C15 1.524(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.515(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.530(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
B1 F3 1.371(3) . ?
B1 F4 1.376(3) . ?
B1 F2 1.379(2) . ?
B1 F1 1.387(2) . ?
F1 Cl5 2.8778(13) 1_554 ?

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
C6 N1 C2 118.11(15) . . ?
N1 C2 C3 123.70(15) . . ?
N1 C2 Cl2 115.73(13) . . ?
C3 C2 Cl2 120.57(13) . . ?
C2 Cl2 Cl6 165.28(6) . 4_565 ?
C4 C3 C2 117.27(15) . . ?
C4 C3 Cl3 120.18(13) . . ?
C2 C3 Cl3 122.55(13) . . ?
C3 C4 C5 119.82(15) . . ?
C3 C4 N7 120.65(14) . . ?
C5 C4 N7 119.54(14) . . ?
C6 C5 C4 117.42(15) . . ?
C6 C5 Cl5 121.25(13) . . ?
C4 C5 Cl5 121.33(13) . . ?
C5 Cl5 F1 146.79(7) . 1_556 ?
N1 C6 C5 123.66(15) . . ?
N1 C6 Cl6 116.65(13) . . ?
C5 C6 Cl6 119.68(13) . . ?
C6 Cl6 Cl2 112.20(6) . 4_566 ?
C12 N7 C8 120.18(15) . . ?
C12 N7 C4 119.96(14) . . ?
C8 N7 C4 119.75(13) . . ?
C9 C8 N7 121.38(15) . . ?
C9 C8 H8 119.3 . . ?
N7 C8 H8 119.3 . . ?
C8 C9 C10 120.38(15) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
N13 C10 C11 121.61(15) . . ?
N13 C10 C9 122.05(15) . . ?
C11 C10 C9 116.33(15) . . ?
C12 C11 C10 120.73(15) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 N7 121.00(15) . . ?
C11 C12 H12 119.5 . . ?
N7 C12 H12 119.5 . . ?
C10 N13 C14 124.30(14) . . ?
C10 N13 C17 123.34(14) . . ?
C14 N13 C17 111.58(14) . . ?
C10 N13 F3 81.44(10) . . ?
C14 N13 F3 93.96(10) . . ?
C17 N13 F3 86.50(10) . . ?
N13 C14 C15 103.21(15) . . ?
N13 C14 H14A 111.1 . . ?
C15 C14 H14A 111.1 . . ?
N13 C14 H14B 111.1 . . ?
C15 C14 H14B 111.1 . . ?
H14A C14 H14B 109.1 . . ?
C16 C15 C14 103.29(15) . . ?
C16 C15 H15A 111.1 . . ?
C14 C15 H15A 111.1 . . ?
C16 C15 H15B 111.1 . . ?
C14 C15 H15B 111.1 . . ?
H15A C15 H15B 109.1 . . ?
C15 C16 C17 103.87(15) . . ?
C15 C16 H16A 111.0 . . ?
C17 C16 H16A 111.0 . . ?
C15 C16 H16B 111.0 . . ?
C17 C16 H16B 111.0 . . ?
H16A C16 H16B 109.0 . . ?
N13 C17 C16 102.91(14) . . ?
N13 C17 H17A 111.2 . . ?
C16 C17 H17A 111.2 . . ?
N13 C17 H17B 111.2 . . ?
C16 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
F3 B1 F4 111.61(19) . . ?
F3 B1 F2 110.82(17) . . ?
F4 B1 F2 108.32(17) . . ?
F3 B1 F1 107.63(16) . . ?
F4 B1 F1 109.15(18) . . ?
F2 B1 F1 109.27(18) . . ?
B1 F1 Cl5 110.47(11) . 1_554 ?
B1 F3 N13 139.97(12) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -0.7(2) . . . . ?
C6 N1 C2 Cl2 178.53(12) . . . . ?
N1 C2 Cl2 Cl6 -9.7(3) . . . 4_565 ?
C3 C2 Cl2 Cl6 169.55(15) . . . 4_565 ?
N1 C2 C3 C4 1.8(2) . . . . ?
Cl2 C2 C3 C4 -177.40(12) . . . . ?
N1 C2 C3 Cl3 -177.66(12) . . . . ?
Cl2 C2 C3 Cl3 3.12(19) . . . . ?
C2 C3 C4 C5 -1.4(2) . . . . ?
Cl3 C3 C4 C5 178.14(12) . . . . ?
C2 C3 C4 N7 178.71(14) . . . . ?
Cl3 C3 C4 N7 -1.8(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
N7 C4 C5 C6 179.88(14) . . . . ?
C3 C4 C5 Cl5 -178.93(12) . . . . ?
N7 C4 C5 Cl5 1.0(2) . . . . ?
C6 C5 Cl5 F1 -56.2(2) . . . 1_556 ?
C4 C5 Cl5 F1 122.60(14) . . . 1_556 ?
C2 N1 C6 C5 -0.9(2) . . . . ?
C2 N1 C6 Cl6 -179.90(12) . . . . ?
C4 C5 C6 N1 1.2(2) . . . . ?
Cl5 C5 C6 N1 -179.88(13) . . . . ?
C4 C5 C6 Cl6 -179.75(12) . . . . ?
Cl5 C5 C6 Cl6 -0.9(2) . . . . ?
N1 C6 Cl6 Cl2 -4.49(14) . . . 4_566 ?
C5 C6 Cl6 Cl2 176.43(11) . . . 4_566 ?
C3 C4 N7 C12 -72.7(2) . . . . ?
C5 C4 N7 C12 107.41(18) . . . . ?
C3 C4 N7 C8 111.26(17) . . . . ?
C5 C4 N7 C8 -68.7(2) . . . . ?
C12 N7 C8 C9 -0.4(2) . . . . ?
C4 N7 C8 C9 175.71(15) . . . . ?
N7 C8 C9 C10 0.8(2) . . . . ?
C8 C9 C10 N13 179.53(16) . . . . ?
C8 C9 C10 C11 -0.8(2) . . . . ?
N13 C10 C11 C12 179.98(16) . . . . ?
C9 C10 C11 C12 0.3(2) . . . . ?
C10 C11 C12 N7 0.2(3) . . . . ?
C8 N7 C12 C11 -0.2(2) . . . . ?
C4 N7 C12 C11 -176.22(16) . . . . ?
C11 C10 N13 C14 172.37(16) . . . . ?
C9 C10 N13 C14 -7.9(2) . . . . ?
C11 C10 N13 C17 3.4(2) . . . . ?
C9 C10 N13 C17 -176.95(15) . . . . ?
C11 C10 N13 F3 83.41(15) . . . . ?
C9 C10 N13 F3 -96.90(15) . . . . ?
C10 N13 C14 C15 -156.47(16) . . . . ?
C17 N13 C14 C15 13.66(19) . . . . ?
F3 N13 C14 C15 -74.14(14) . . . . ?
N13 C14 C15 C16 -32.4(2) . . . . ?
C14 C15 C16 C17 39.5(2) . . . . ?
C10 N13 C17 C16 -179.33(16) . . . . ?
C14 N13 C17 C16 10.43(19) . . . . ?
F3 N13 C17 C16 103.30(13) . . . . ?
C15 C16 C17 N13 -30.6(2) . . . . ?
F3 B1 F1 Cl5 169.41(12) . . . 1_554 ?
F4 B1 F1 Cl5 -69.29(17) . . . 1_554 ?
F2 B1 F1 Cl5 49.00(19) . . . 1_554 ?
F4 B1 F3 N13 77.9(2) . . . . ?
F2 B1 F3 N13 -42.9(3) . . . . ?
F1 B1 F3 N13 -162.36(14) . . . . ?
C10 N13 F3 B1 -68.1(2) . . . . ?
C14 N13 F3 B1 167.8(2) . . . . ?
C17 N13 F3 B1 56.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 F4 0.95 2.51 3.168(2) 126.8 3_566
C12 H12 F4 0.95 2.47 3.393(2) 165.0 3_666
C11 H11 Cl3 0.95 2.88 3.7323(17) 149.9 3_666

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.056

#==============================================================================
#_eof # End of Crystallographic Information File