# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Jochen Mattay'
_publ_contact_author_email       OC1JM@UNI-BIELEFELD.DE

_publ_section_title              
;
Controlling the self assembly of arene functionalised
2-aminopyrimidines by arene-perfluoroarene interaction
and by silver(I) complex formation
;
loop_
_publ_author_name
'Jochen Mattay'
'Ralf Brodbeck'
'Beate Neumann'
'Hans-Georg Stammler'
'Ion Stoll'

# Attachment 'ION06_18_09_12_16_13_15_19_20_21.CIF'

data_compound4
_database_code_depnum_ccdc_archive 'CCDC 693050'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H9 N3'
_chemical_formula_sum            'C10 H9 N3'
_chemical_formula_weight         171.20

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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                   17.8896(8)
_cell_length_b                   7.3769(4)
_cell_length_c                   6.7820(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.310(3)
_cell_angle_gamma                90.00
_cell_volume                     887.74(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    14218
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       'fragment, plate'
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             360
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9777
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      200(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14062
_diffrn_reflns_av_R_equivalents  0.063
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         27.47
_reflns_number_total             2024
_reflns_number_gt                1452
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0733P)²+0.0737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.021(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2024
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1361
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_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 0.40062(6) 0.12929(16) 0.69114(19) 0.0391(3) Uani 1 1 d . . .
N2 N 0.51020(6) -0.03336(17) 0.76117(18) 0.0374(3) Uani 1 1 d . . .
H2A H 0.5315 0.0644 0.8176 0.045 Uiso 1 1 calc R . .
H2B H 0.5364 -0.1340 0.7575 0.045 Uiso 1 1 calc R . .
N3 N 0.40764(6) -0.18205(15) 0.59440(17) 0.0334(3) Uani 1 1 d . . .
C1 C 0.43822(7) -0.02900(18) 0.6813(2) 0.0319(3) Uani 1 1 d . . .
C2 C 0.33649(7) -0.17075(19) 0.5123(2) 0.0324(3) Uani 1 1 d . . .
H2 H 0.3141 -0.2761 0.4495 0.039 Uiso 1 1 calc R . .
C3 C 0.29203(7) -0.01455(18) 0.5114(2) 0.0326(3) Uani 1 1 d . . .
C4 C 0.32956(7) 0.1326(2) 0.6071(2) 0.0384(4) Uani 1 1 d . . .
H4 H 0.3024 0.2427 0.6126 0.046 Uiso 1 1 calc R . .
C5 C 0.21224(7) -0.00776(18) 0.4232(2) 0.0342(3) Uani 1 1 d . . .
C6 C 0.18527(8) -0.1132(2) 0.2594(2) 0.0405(4) Uani 1 1 d . . .
H6 H 0.2192 -0.1895 0.2012 0.049 Uiso 1 1 calc R . .
C7 C 0.11021(8) -0.1098(2) 0.1793(2) 0.0450(4) Uani 1 1 d . . .
H7 H 0.0932 -0.1844 0.0685 0.054 Uiso 1 1 calc R . .
C8 C 0.05999(8) 0.0014(2) 0.2594(2) 0.0437(4) Uani 1 1 d . . .
H8 H 0.0085 0.0049 0.2038 0.052 Uiso 1 1 calc R . .
C9 C 0.08551(8) 0.1076(2) 0.4214(2) 0.0430(4) Uani 1 1 d . . .
H9 H 0.0512 0.1843 0.4778 0.052 Uiso 1 1 calc R . .
C10 C 0.16022(8) 0.1037(2) 0.5025(2) 0.0390(4) Uani 1 1 d . . .
H10 H 0.1767 0.1779 0.6141 0.047 Uiso 1 1 calc R . .


_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 C4 1.3254(16) . ?
N1 C1 1.3535(18) . ?
N2 C1 1.3324(16) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.3254(16) . ?
N3 C1 1.3562(17) . ?
C2 C3 1.3997(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3924(19) . ?
C3 C5 1.4769(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 C10 1.399(2) . ?
C6 C7 1.3832(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.378(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.3794(18) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?

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
C4 N1 C1 116.74(11) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 116.29(11) . . ?
N2 C1 N1 117.48(11) . . ?
N2 C1 N3 118.18(11) . . ?
N1 C1 N3 124.35(12) . . ?
N3 C2 C3 124.63(12) . . ?
N3 C2 H2 117.7 . . ?
C3 C2 H2 117.7 . . ?
C4 C3 C2 113.56(12) . . ?
C4 C3 C5 123.12(12) . . ?
C2 C3 C5 123.30(12) . . ?
N1 C4 C3 124.43(13) . . ?
N1 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
C6 C5 C10 117.09(13) . . ?
C6 C5 C3 121.58(12) . . ?
C10 C5 C3 121.33(12) . . ?
C7 C6 C5 121.61(13) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C8 C7 C6 120.33(14) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.07(13) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C8 C9 C10 120.75(13) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C5 121.15(13) . . ?
C9 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.038

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

data_compound4b
_database_code_depnum_ccdc_archive 'CCDC 693051'

_audit_creation_method           ion18
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H9 N3'
_chemical_formula_sum            'C10 H9 N3'
_chemical_formula_weight         171.20

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   36.2306(16)
_cell_length_b                   5.48990(10)
_cell_length_c                   26.4460(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.6441(12)
_cell_angle_gamma                90.00
_cell_volume                     5234.7(3)
_cell_formula_units_Z            24
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    25670
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      25.028

_exptl_crystal_description       needle
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2160
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9757
_exptl_absorpt_correction_T_max  0.9975
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      200(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17873
_diffrn_reflns_av_R_equivalents  0.053
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4602
_reflns_number_gt                2808
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0576P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4602
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1221
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_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 0.25430(5) 1.0328(3) 0.44756(7) 0.0354(5) Uani 1 1 d . . .
N2 N 0.20615(5) 1.0449(3) 0.49750(7) 0.0428(5) Uani 1 1 d . . .
H2A H 0.1855 0.9858 0.5075 0.051 Uiso 1 1 calc R . .
H2B H 0.2159 1.1786 0.5114 0.051 Uiso 1 1 calc R . .
N3 N 0.20692(5) 0.7280(3) 0.44067(7) 0.0407(5) Uani 1 1 d . . .
N4 N 0.14633(5) 0.8244(3) 0.55399(6) 0.0335(4) Uani 1 1 d . . .
N5 N 0.14414(5) 0.4691(3) 0.50709(7) 0.0397(5) Uani 1 1 d . . .
H5A H 0.1334 0.3306 0.4976 0.048 Uiso 1 1 calc R . .
H5B H 0.1651 0.5115 0.4953 0.048 Uiso 1 1 calc R . .
N6 N 0.09659(5) 0.5413(3) 0.55639(7) 0.0363(5) Uani 1 1 d . . .
N7 N 0.09054(5) 0.0331(3) 0.45977(7) 0.0348(5) Uani 1 1 d . . .
N8 N 0.04408(5) 0.1892(3) 0.50382(7) 0.0447(5) Uani 1 1 d . . .
H8A H 0.0214 0.1845 0.5131 0.054 Uiso 1 1 calc R . .
H8B H 0.0593 0.3068 0.5149 0.054 Uiso 1 1 calc R . .
N9 N 0.03071(5) -0.1572(3) 0.45739(7) 0.0393(5) Uani 1 1 d . . .
C1 C 0.22260(6) 0.9320(4) 0.46121(8) 0.0333(5) Uani 1 1 d . . .
C2 C 0.22401(6) 0.6270(4) 0.40377(9) 0.0416(6) Uani 1 1 d . . .
H2 H 0.2135 0.4824 0.3888 0.050 Uiso 1 1 calc R . .
C3 C 0.25614(6) 0.7156(4) 0.38519(8) 0.0316(5) Uani 1 1 d . . .
C4 C 0.26986(6) 0.9224(4) 0.41053(8) 0.0340(5) Uani 1 1 d . . .
H4 H 0.2922 0.9902 0.4006 0.041 Uiso 1 1 calc R . .
C5 C 0.27373(6) 0.6024(4) 0.34295(8) 0.0320(5) Uani 1 1 d . . .
C6 C 0.26152(6) 0.3814(4) 0.32121(8) 0.0384(6) Uani 1 1 d . . .
H6 H 0.2419 0.2966 0.3349 0.046 Uiso 1 1 calc R . .
C7 C 0.27726(7) 0.2830(4) 0.28027(9) 0.0451(6) Uani 1 1 d . . .
H7 H 0.2685 0.1318 0.2664 0.054 Uiso 1 1 calc R . .
C8 C 0.30566(7) 0.4024(4) 0.25947(9) 0.0487(7) Uani 1 1 d . . .
H8 H 0.3162 0.3362 0.2310 0.058 Uiso 1 1 calc R . .
C9 C 0.31848(7) 0.6184(4) 0.28061(9) 0.0491(7) Uani 1 1 d . . .
H9 H 0.3383 0.7009 0.2669 0.059 Uiso 1 1 calc R . .
C10 C 0.30296(6) 0.7172(4) 0.32163(8) 0.0404(6) Uani 1 1 d . . .
H10 H 0.3124 0.8667 0.3357 0.048 Uiso 1 1 calc R . .
C11 C 0.12851(6) 0.6165(4) 0.53980(8) 0.0314(5) Uani 1 1 d . . .
C12 C 0.08198(6) 0.6870(4) 0.58943(8) 0.0361(6) Uani 1 1 d . . .
H12 H 0.0595 0.6369 0.6020 0.043 Uiso 1 1 calc R . .
C13 C 0.09727(6) 0.9062(3) 0.60670(8) 0.0308(5) Uani 1 1 d . . .
C14 C 0.12999(6) 0.9634(4) 0.58682(8) 0.0339(5) Uani 1 1 d . . .
H14 H 0.1418 1.1123 0.5972 0.041 Uiso 1 1 calc R . .
C15 C 0.07962(6) 1.0653(3) 0.64279(8) 0.0334(5) Uani 1 1 d . . .
C16 C 0.04131(7) 1.0636(4) 0.64441(9) 0.0423(6) Uani 1 1 d . . .
H16 H 0.0264 0.9602 0.6220 0.051 Uiso 1 1 calc R . .
C17 C 0.02468(7) 1.2112(4) 0.67830(9) 0.0491(7) Uani 1 1 d . . .
H17 H -0.0015 1.2070 0.6792 0.059 Uiso 1 1 calc R . .
C18 C 0.04592(8) 1.3630(4) 0.71045(9) 0.0519(7) Uani 1 1 d . . .
H18 H 0.0345 1.4638 0.7336 0.062 Uiso 1 1 calc R . .
C19 C 0.08379(7) 1.3697(4) 0.70927(9) 0.0493(7) Uani 1 1 d . . .
H19 H 0.0985 1.4756 0.7314 0.059 Uiso 1 1 calc R . .
C20 C 0.10041(7) 1.2208(4) 0.67564(8) 0.0417(6) Uani 1 1 d . . .
H20 H 0.1266 1.2257 0.6751 0.050 Uiso 1 1 calc R . .
C21 C 0.05542(6) 0.0175(4) 0.47291(8) 0.0329(5) Uani 1 1 d . . .
C22 C 0.04255(6) -0.3238(4) 0.42618(8) 0.0403(6) Uani 1 1 d . . .
H22 H 0.0259 -0.4511 0.4152 0.048 Uiso 1 1 calc R . .
C23 C 0.07718(6) -0.3257(3) 0.40858(8) 0.0326(5) Uani 1 1 d . . .
C24 C 0.10012(6) -0.1376(4) 0.42796(8) 0.0358(5) Uani 1 1 d . . .
H24 H 0.1245 -0.1307 0.4176 0.043 Uiso 1 1 calc R . .
C25 C 0.08874(6) -0.5149(4) 0.37350(8) 0.0349(6) Uani 1 1 d . . .
C26 C 0.06268(7) -0.6511(4) 0.34292(8) 0.0410(6) Uani 1 1 d . . .
H26 H 0.0370 -0.6168 0.3436 0.049 Uiso 1 1 calc R . .
C27 C 0.07346(7) -0.8347(4) 0.31163(9) 0.0462(6) Uani 1 1 d . . .
H27 H 0.0552 -0.9259 0.2915 0.055 Uiso 1 1 calc R . .
C28 C 0.11055(8) -0.8859(4) 0.30958(9) 0.0489(7) Uani 1 1 d . . .
H28 H 0.1180 -1.0125 0.2883 0.059 Uiso 1 1 calc R . .
C29 C 0.13663(7) -0.7513(4) 0.33875(9) 0.0526(7) Uani 1 1 d . . .
H29 H 0.1622 -0.7838 0.3371 0.063 Uiso 1 1 calc R . .
C30 C 0.12603(7) -0.5687(4) 0.37054(9) 0.0445(6) Uani 1 1 d . . .
H30 H 0.1445 -0.4790 0.3906 0.053 Uiso 1 1 calc R . .


_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 C4 1.324(2) . ?
N1 C1 1.355(3) . ?
N2 C1 1.332(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.328(3) . ?
N3 C1 1.346(3) . ?
N4 C14 1.337(2) . ?
N4 C11 1.346(2) . ?
N5 C11 1.349(2) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C12 1.332(2) . ?
N6 C11 1.342(2) . ?
N7 C24 1.328(2) . ?
N7 C21 1.354(3) . ?
N8 C21 1.338(2) . ?
N8 H8A 0.8800 . ?
N8 H8B 0.8800 . ?
N9 C22 1.331(3) . ?
N9 C21 1.348(3) . ?
C2 C3 1.395(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(3) . ?
C3 C5 1.476(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 C10 1.398(3) . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.373(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C12 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(3) . ?
C13 C15 1.484(3) . ?
C14 H14 0.9500 . ?
C15 C20 1.387(3) . ?
C15 C16 1.393(3) . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.371(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.376(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.388(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C22 C23 1.381(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 C25 1.481(3) . ?
C24 H24 0.9500 . ?
C25 C30 1.392(3) . ?
C25 C26 1.398(3) . ?
C26 C27 1.385(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.375(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.386(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

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
C4 N1 C1 116.35(17) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 115.80(18) . . ?
C14 N4 C11 115.73(18) . . ?
C11 N5 H5A 120.0 . . ?
C11 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C12 N6 C11 116.13(18) . . ?
C24 N7 C21 115.39(18) . . ?
C21 N8 H8A 120.0 . . ?
C21 N8 H8B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C22 N9 C21 115.63(18) . . ?
N2 C1 N3 118.50(19) . . ?
N2 C1 N1 116.94(18) . . ?
N3 C1 N1 124.56(19) . . ?
N3 C2 C3 125.4(2) . . ?
N3 C2 H2 117.3 . . ?
C3 C2 H2 117.3 . . ?
C4 C3 C2 112.81(19) . . ?
C4 C3 C5 123.36(19) . . ?
C2 C3 C5 123.84(19) . . ?
N1 C4 C3 125.0(2) . . ?
N1 C4 H4 117.5 . . ?
C3 C4 H4 117.5 . . ?
C6 C5 C10 116.6(2) . . ?
C6 C5 C3 122.3(2) . . ?
C10 C5 C3 121.04(19) . . ?
C7 C6 C5 121.6(2) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C5 121.5(2) . . ?
C9 C10 H10 119.2 . . ?
C5 C10 H10 119.2 . . ?
N6 C11 N4 125.08(18) . . ?
N6 C11 N5 117.04(18) . . ?
N4 C11 N5 117.86(19) . . ?
N6 C12 C13 124.5(2) . . ?
N6 C12 H12 117.7 . . ?
C13 C12 H12 117.7 . . ?
C14 C13 C12 113.80(19) . . ?
C14 C13 C15 123.49(18) . . ?
C12 C13 C15 122.70(19) . . ?
N4 C14 C13 124.71(19) . . ?
N4 C14 H14 117.6 . . ?
C13 C14 H14 117.6 . . ?
C20 C15 C16 117.8(2) . . ?
C20 C15 C13 121.6(2) . . ?
C16 C15 C13 120.6(2) . . ?
C17 C16 C15 120.9(2) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.1(2) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C20 119.7(2) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C15 C20 C19 121.4(2) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
N8 C21 N9 116.90(19) . . ?
N8 C21 N7 117.70(19) . . ?
N9 C21 N7 125.41(19) . . ?
N9 C22 C23 125.0(2) . . ?
N9 C22 H22 117.5 . . ?
C23 C22 H22 117.5 . . ?
C22 C23 C24 113.58(19) . . ?
C22 C23 C25 122.6(2) . . ?
C24 C23 C25 123.8(2) . . ?
N7 C24 C23 125.0(2) . . ?
N7 C24 H24 117.5 . . ?
C23 C24 H24 117.5 . . ?
C30 C25 C26 117.3(2) . . ?
C30 C25 C23 121.3(2) . . ?
C26 C25 C23 121.4(2) . . ?
C27 C26 C25 121.4(2) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C28 C27 C26 120.3(2) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 119.1(2) . . ?
C29 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C28 C29 C30 120.8(2) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C25 121.0(2) . . ?
C29 C30 H30 119.5 . . ?
C25 C30 H30 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.045

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

data_compound5
_database_code_depnum_ccdc_archive 'CCDC 693052'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H11 N3'
_chemical_formula_sum            'C14 H11 N3'
_chemical_formula_weight         221.26

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7717(4)
_cell_length_b                   11.5440(7)
_cell_length_c                   13.2696(9)
_cell_angle_alpha                71.552(3)
_cell_angle_beta                 89.896(4)
_cell_angle_gamma                87.983(4)
_cell_volume                     1128.57(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    56710
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      25.028

_exptl_crystal_description       fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_T_max  0.9810
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      200(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22623
_diffrn_reflns_av_R_equivalents  0.069
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3916
_reflns_number_gt                3227
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.1015P)²+0.4984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3916
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0676
_refine_ls_wR_factor_ref         0.1825
_refine_ls_wR_factor_gt          0.1732
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_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 0.8638(2) 0.14920(18) 0.22325(15) 0.0360(5) Uani 1 1 d . . .
N2 N 1.0231(2) 0.0968(2) 0.37774(15) 0.0436(5) Uani 1 1 d . . .
H2A H 1.1217 0.0784 0.4126 0.052 Uiso 1 1 calc R . .
H2B H 0.9265 0.0964 0.4125 0.052 Uiso 1 1 calc R . .
N3 N 1.1704(2) 0.12496(18) 0.22090(15) 0.0362(5) Uani 1 1 d . . .
N4 N 0.6700(2) 0.13651(17) 0.47853(15) 0.0348(5) Uani 1 1 d . . .
N5 N 0.5226(2) 0.12193(19) 0.33258(15) 0.0398(5) Uani 1 1 d . . .
H5A H 0.6212 0.1052 0.3066 0.048 Uiso 1 1 calc R . .
H5B H 0.4263 0.1252 0.2969 0.048 Uiso 1 1 calc R . .
N6 N 0.3624(2) 0.16667(18) 0.46190(15) 0.0364(5) Uani 1 1 d . . .
C1 C 1.0200(3) 0.1251(2) 0.27237(18) 0.0331(5) Uani 1 1 d . . .
C2 C 1.1611(3) 0.1551(2) 0.11593(18) 0.0344(5) Uani 1 1 d . . .
H2 H 1.2653 0.1541 0.0786 0.041 Uiso 1 1 calc R . .
C3 C 1.0094(3) 0.18820(19) 0.05657(17) 0.0324(5) Uani 1 1 d . . .
C4 C 0.8628(3) 0.1818(2) 0.11819(18) 0.0356(5) Uani 1 1 d . . .
H4 H 0.7547 0.2021 0.0825 0.043 Uiso 1 1 calc R . .
C5 C 1.0036(3) 0.2230(2) -0.06059(17) 0.0328(5) Uani 1 1 d . . .
C6 C 1.0657(3) 0.1421(2) -0.11078(18) 0.0363(5) Uani 1 1 d . . .
H6 H 1.1151 0.0654 -0.0692 0.044 Uiso 1 1 calc R . .
C7 C 1.0575(3) 0.1702(2) -0.22125(19) 0.0412(6) Uani 1 1 d . . .
H7 H 1.1017 0.1129 -0.2536 0.049 Uiso 1 1 calc R . .
C8 C 0.9865(3) 0.2791(2) -0.28274(19) 0.0422(6) Uani 1 1 d . . .
H8 H 0.9802 0.2967 -0.3576 0.051 Uiso 1 1 calc R . .
C9 C 0.9219(3) 0.3666(2) -0.23605(18) 0.0378(5) Uani 1 1 d . . .
C10 C 0.8501(3) 0.4814(3) -0.2986(2) 0.0497(7) Uani 1 1 d . . .
H10 H 0.8415 0.4996 -0.3735 0.060 Uiso 1 1 calc R . .
C11 C 0.7933(4) 0.5659(3) -0.2533(2) 0.0549(7) Uani 1 1 d . . .
H11 H 0.7450 0.6423 -0.2963 0.066 Uiso 1 1 calc R . .
C12 C 0.8062(3) 0.5401(2) -0.1432(2) 0.0505(7) Uani 1 1 d . . .
H12 H 0.7676 0.5998 -0.1120 0.061 Uiso 1 1 calc R . .
C13 C 0.8733(3) 0.4306(2) -0.0800(2) 0.0428(6) Uani 1 1 d . . .
H13 H 0.8811 0.4151 -0.0055 0.051 Uiso 1 1 calc R . .
C14 C 0.9319(3) 0.3391(2) -0.12415(18) 0.0342(5) Uani 1 1 d . . .
C15 C 0.5192(3) 0.1424(2) 0.42614(18) 0.0328(5) Uani 1 1 d . . .
C16 C 0.3627(3) 0.1929(2) 0.55196(18) 0.0372(5) Uani 1 1 d . . .
H16 H 0.2549 0.2116 0.5781 0.045 Uiso 1 1 calc R . .
C17 C 0.5092(3) 0.1950(2) 0.61128(18) 0.0342(5) Uani 1 1 d . . .
C18 C 0.6609(3) 0.1610(2) 0.56981(18) 0.0352(5) Uani 1 1 d . . .
H18 H 0.7644 0.1549 0.6094 0.042 Uiso 1 1 calc R . .
C19 C 0.5035(3) 0.2236(2) 0.71242(18) 0.0354(5) Uani 1 1 d . . .
C20 C 0.5652(3) 0.1387(2) 0.80461(19) 0.0391(5) Uani 1 1 d . . .
H20 H 0.6127 0.0627 0.8021 0.047 Uiso 1 1 calc R . .
C21 C 0.5594(3) 0.1620(2) 0.90210(19) 0.0434(6) Uani 1 1 d . . .
H21 H 0.6032 0.1022 0.9646 0.052 Uiso 1 1 calc R . .
C22 C 0.4909(3) 0.2705(2) 0.90731(19) 0.0428(6) Uani 1 1 d . . .
H22 H 0.4869 0.2854 0.9737 0.051 Uiso 1 1 calc R . .
C23 C 0.4260(3) 0.3606(2) 0.81549(19) 0.0394(6) Uani 1 1 d . . .
C24 C 0.3541(3) 0.4742(3) 0.8193(2) 0.0500(7) Uani 1 1 d . . .
H24 H 0.3464 0.4890 0.8856 0.060 Uiso 1 1 calc R . .
C25 C 0.2962(3) 0.5619(3) 0.7296(3) 0.0562(7) Uani 1 1 d . . .
H25 H 0.2480 0.6371 0.7336 0.067 Uiso 1 1 calc R . .
C26 C 0.3076(3) 0.5413(2) 0.6313(2) 0.0534(7) Uani 1 1 d . . .
H26 H 0.2684 0.6032 0.5688 0.064 Uiso 1 1 calc R . .
C27 C 0.3746(3) 0.4331(2) 0.6243(2) 0.0432(6) Uani 1 1 d . . .
H27 H 0.3816 0.4209 0.5569 0.052 Uiso 1 1 calc R . .
C28 C 0.4339(3) 0.3390(2) 0.71613(18) 0.0359(5) Uani 1 1 d . . .


_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 C4 1.324(3) . ?
N1 C1 1.357(3) . ?
N2 C1 1.331(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.326(3) . ?
N3 C1 1.353(3) . ?
N4 C18 1.329(3) . ?
N4 C15 1.352(3) . ?
N5 C15 1.335(3) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C16 1.322(3) . ?
N6 C15 1.359(3) . ?
C2 C3 1.392(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 C5 1.478(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(3) . ?
C5 C14 1.432(3) . ?
C6 C7 1.399(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.361(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.420(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.418(3) . ?
C9 C14 1.418(3) . ?
C10 C11 1.359(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.363(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.422(3) . ?
C13 H13 0.9500 . ?
C16 C17 1.391(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(3) . ?
C17 C19 1.480(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(3) . ?
C19 C28 1.436(3) . ?
C20 C21 1.402(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.409(4) . ?
C22 H22 0.9500 . ?
C23 C28 1.418(3) . ?
C23 C24 1.423(4) . ?
C24 C25 1.361(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.400(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.367(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.416(3) . ?
C27 H27 0.9500 . ?

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
C4 N1 C1 116.79(18) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 116.60(18) . . ?
C18 N4 C15 116.09(18) . . ?
C15 N5 H5A 120.0 . . ?
C15 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C16 N6 C15 115.92(18) . . ?
N2 C1 N3 118.78(19) . . ?
N2 C1 N1 117.34(19) . . ?
N3 C1 N1 123.9(2) . . ?
N3 C2 C3 124.59(19) . . ?
N3 C2 H2 117.7 . . ?
C3 C2 H2 117.7 . . ?
C4 C3 C2 113.6(2) . . ?
C4 C3 C5 123.05(19) . . ?
C2 C3 C5 123.31(19) . . ?
N1 C4 C3 124.39(19) . . ?
N1 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
C6 C5 C14 118.7(2) . . ?
C6 C5 C3 120.0(2) . . ?
C14 C5 C3 121.31(19) . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.6(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C14 119.3(2) . . ?
C10 C9 C8 121.6(2) . . ?
C14 C9 C8 119.1(2) . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 119.8(2) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C9 C14 C13 117.9(2) . . ?
C9 C14 C5 119.4(2) . . ?
C13 C14 C5 122.7(2) . . ?
N5 C15 N4 118.23(19) . . ?
N5 C15 N6 116.87(19) . . ?
N4 C15 N6 124.9(2) . . ?
N6 C16 C17 124.8(2) . . ?
N6 C16 H16 117.6 . . ?
C17 C16 H16 117.6 . . ?
C16 C17 C18 113.8(2) . . ?
C16 C17 C19 123.05(19) . . ?
C18 C17 C19 123.1(2) . . ?
N4 C18 C17 124.3(2) . . ?
N4 C18 H18 117.9 . . ?
C17 C18 H18 117.9 . . ?
C20 C19 C28 119.2(2) . . ?
C20 C19 C17 120.0(2) . . ?
C28 C19 C17 120.9(2) . . ?
C19 C20 C21 121.5(2) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.9(2) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C28 119.6(2) . . ?
C22 C23 C24 121.7(2) . . ?
C28 C23 C24 118.7(2) . . ?
C25 C24 C23 121.2(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 121.0(3) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C23 118.4(2) . . ?
C27 C28 C19 122.7(2) . . ?
C23 C28 C19 118.8(2) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.069

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

data_compound6
_database_code_depnum_ccdc_archive 'CCDC 693053'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H11 N3'
_chemical_formula_sum            'C14 H11 N3'
_chemical_formula_weight         221.26

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   46.0671(8)
_cell_length_b                   6.28130(10)
_cell_length_c                   7.4605(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0684(13)
_cell_angle_gamma                90.00
_cell_volume                     2146.68(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27468
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      30.034

_exptl_crystal_description       fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9751
_exptl_absorpt_correction_T_max  0.9850
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17712
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         29.99
_reflns_number_total             3117
_reflns_number_gt                2927
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0549P)²+0.4062P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3117
_refine_ls_number_parameters     307
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0867
_refine_ls_wR_factor_gt          0.0849
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_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 0.00992(3) 0.6891(2) 0.17266(18) 0.0178(3) Uani 1 1 d . . .
N2 N 0.03833(3) 0.4087(2) 0.09862(19) 0.0199(3) Uani 1 1 d . . .
H2A H 0.0418 0.2715 0.0893 0.024 Uiso 1 1 calc R . .
H2B H 0.0512 0.5020 0.0680 0.024 Uiso 1 1 calc R . .
N3 N -0.00549(3) 0.3253(2) 0.20467(19) 0.0180(3) Uani 1 1 d . . .
N4 N 0.09569(3) -0.0832(2) 0.43525(19) 0.0197(3) Uani 1 1 d . . .
N5 N 0.04736(3) 0.0185(2) 0.3864(2) 0.0204(3) Uani 1 1 d . . .
H5A H 0.0430 -0.1123 0.3510 0.025 Uiso 1 1 calc R . .
H5B H 0.0335 0.1149 0.3872 0.025 Uiso 1 1 calc R . .
N6 N 0.08078(3) 0.2738(2) 0.49529(19) 0.0198(3) Uani 1 1 d . . .
C1 C 0.01363(3) 0.4753(3) 0.1592(2) 0.0165(3) Uani 1 1 d . . .
C2 C -0.01547(3) 0.7535(3) 0.2240(2) 0.0172(3) Uani 1 1 d . . .
H2 H -0.0187 0.9021 0.2346 0.021 Uiso 1 1 calc R . .
C3 C -0.03770(3) 0.6140(3) 0.2635(2) 0.0160(3) Uani 1 1 d . . .
C4 C -0.03063(3) 0.3982(3) 0.2543(2) 0.0175(3) Uani 1 1 d . . .
H4 H -0.0446 0.2971 0.2853 0.021 Uiso 1 1 calc R . .
C5 C -0.06619(3) 0.6888(3) 0.3108(2) 0.0158(3) Uani 1 1 d . . .
C6 C -0.06843(4) 0.8842(3) 0.4059(2) 0.0181(3) Uani 1 1 d . . .
H6 H -0.0512 0.9613 0.4451 0.022 Uiso 1 1 calc R . .
C7 C -0.09498(4) 0.9630(3) 0.4418(2) 0.0189(3) Uani 1 1 d . . .
H7 H -0.0958 1.0942 0.5043 0.023 Uiso 1 1 calc R . .
C8 C -0.12118(4) 0.8511(3) 0.3867(2) 0.0177(3) Uani 1 1 d . . .
C9 C -0.14901(4) 0.9288(3) 0.4204(2) 0.0213(3) Uani 1 1 d . . .
H9 H -0.1505 1.0609 0.4807 0.026 Uiso 1 1 calc R . .
C10 C -0.17382(4) 0.8141(3) 0.3662(2) 0.0235(3) Uani 1 1 d . . .
H10 H -0.1924 0.8673 0.3896 0.028 Uiso 1 1 calc R . .
C11 C -0.17192(4) 0.6174(3) 0.2758(2) 0.0229(3) Uani 1 1 d . . .
H11 H -0.1892 0.5399 0.2383 0.028 Uiso 1 1 calc R . .
C12 C -0.14535(4) 0.5377(3) 0.2419(2) 0.0202(3) Uani 1 1 d . . .
H12 H -0.1443 0.4052 0.1815 0.024 Uiso 1 1 calc R . .
C13 C -0.11925(4) 0.6521(3) 0.2967(2) 0.0170(3) Uani 1 1 d . . .
C14 C -0.09150(4) 0.5757(3) 0.2594(2) 0.0170(3) Uani 1 1 d . . .
H14 H -0.0903 0.4441 0.1978 0.020 Uiso 1 1 calc R . .
C15 C 0.07547(4) 0.0715(3) 0.4395(2) 0.0176(3) Uani 1 1 d . . .
C16 C 0.10859(4) 0.3233(3) 0.5471(2) 0.0193(3) Uani 1 1 d . . .
H16 H 0.1130 0.4645 0.5869 0.023 Uiso 1 1 calc R . .
C17 C 0.13150(3) 0.1791(3) 0.5458(2) 0.0172(3) Uani 1 1 d . . .
C18 C 0.12307(4) -0.0254(3) 0.4882(2) 0.0202(3) Uani 1 1 d . . .
H18 H 0.1379 -0.1305 0.4866 0.024 Uiso 1 1 calc R . .
C19 C 0.16213(3) 0.2338(3) 0.6072(2) 0.0167(3) Uani 1 1 d . . .
C20 C 0.17376(4) 0.4360(3) 0.5665(2) 0.0183(3) Uani 1 1 d . . .
H20 H 0.1617 0.5352 0.4972 0.022 Uiso 1 1 calc R . .
C21 C 0.20202(4) 0.4904(3) 0.6254(2) 0.0180(3) Uani 1 1 d . . .
H21 H 0.2091 0.6274 0.5982 0.022 Uiso 1 1 calc R . .
C22 C 0.22075(4) 0.3447(3) 0.7264(2) 0.0174(3) Uani 1 1 d . . .
C23 C 0.25020(4) 0.3942(3) 0.7877(2) 0.0199(3) Uani 1 1 d . . .
H23 H 0.2580 0.5290 0.7604 0.024 Uiso 1 1 calc R . .
C24 C 0.26757(4) 0.2492(3) 0.8862(2) 0.0224(3) Uani 1 1 d . . .
H24 H 0.2872 0.2847 0.9274 0.027 Uiso 1 1 calc R . .
C25 C 0.25636(4) 0.0466(3) 0.9267(2) 0.0210(3) Uani 1 1 d . . .
H25 H 0.2685 -0.0527 0.9954 0.025 Uiso 1 1 calc R . .
C26 C 0.22803(4) -0.0068(3) 0.8670(2) 0.0183(3) Uani 1 1 d . . .
H26 H 0.2208 -0.1436 0.8934 0.022 Uiso 1 1 calc R . .
C27 C 0.20957(3) 0.1409(3) 0.7664(2) 0.0167(3) Uani 1 1 d . . .
C28 C 0.18018(4) 0.0907(3) 0.7063(2) 0.0172(3) Uani 1 1 d . . .
H28 H 0.1727 -0.0446 0.7348 0.021 Uiso 1 1 calc R . .


_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 C2 1.332(2) . ?
N1 C1 1.359(2) . ?
N2 C1 1.335(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C4 1.333(2) . ?
N3 C1 1.357(2) . ?
N4 C18 1.332(2) . ?
N4 C15 1.349(2) . ?
N5 C15 1.355(2) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C16 1.335(2) . ?
N6 C15 1.351(2) . ?
C2 C3 1.402(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.397(2) . ?
C3 C5 1.472(2) . ?
C4 H4 0.9500 . ?
C5 C14 1.384(2) . ?
C5 C6 1.427(2) . ?
C6 C7 1.372(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.420(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.418(2) . ?
C8 C13 1.426(2) . ?
C9 C10 1.375(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.415(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.371(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.423(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.420(2) . ?
C14 H14 0.9500 . ?
C16 C17 1.392(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(2) . ?
C17 C19 1.477(2) . ?
C18 H18 0.9500 . ?
C19 C28 1.385(2) . ?
C19 C20 1.423(2) . ?
C20 C21 1.373(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.418(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.420(2) . ?
C22 C27 1.423(2) . ?
C23 C24 1.373(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.418(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.375(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.419(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.416(2) . ?
C28 H28 0.9500 . ?

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
C2 N1 C1 116.28(14) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C4 N3 C1 115.86(14) . . ?
C18 N4 C15 115.56(15) . . ?
C15 N5 H5A 120.0 . . ?
C15 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C16 N6 C15 116.43(14) . . ?
N2 C1 N3 117.76(15) . . ?
N2 C1 N1 116.94(14) . . ?
N3 C1 N1 125.29(15) . . ?
N1 C2 C3 123.60(15) . . ?
N1 C2 H2 118.2 . . ?
C3 C2 H2 118.2 . . ?
C4 C3 C2 114.63(14) . . ?
C4 C3 C5 122.66(14) . . ?
C2 C3 C5 122.71(15) . . ?
N3 C4 C3 124.10(14) . . ?
N3 C4 H4 117.9 . . ?
C3 C4 H4 117.9 . . ?
C14 C5 C6 118.43(14) . . ?
C14 C5 C3 121.08(14) . . ?
C6 C5 C3 120.45(14) . . ?
C7 C6 C5 121.34(15) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 120.89(15) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C9 C8 C7 122.36(16) . . ?
C9 C8 C13 119.16(15) . . ?
C7 C8 C13 118.47(14) . . ?
C10 C9 C8 120.44(17) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 120.39(16) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.58(16) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 120.40(16) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 121.55(15) . . ?
C14 C13 C8 119.40(14) . . ?
C12 C13 C8 119.03(14) . . ?
C5 C14 C13 121.42(15) . . ?
C5 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
N4 C15 N6 125.58(14) . . ?
N4 C15 N5 117.19(15) . . ?
N6 C15 N5 117.22(14) . . ?
N6 C16 C17 123.48(15) . . ?
N6 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C16 C17 C18 114.47(14) . . ?
C16 C17 C19 123.15(14) . . ?
C18 C17 C19 122.33(15) . . ?
N4 C18 C17 124.46(15) . . ?
N4 C18 H18 117.8 . . ?
C17 C18 H18 117.8 . . ?
C28 C19 C20 118.34(15) . . ?
C28 C19 C17 120.98(15) . . ?
C20 C19 C17 120.68(15) . . ?
C21 C20 C19 121.31(15) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 120.82(15) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C21 C22 C23 122.46(15) . . ?
C21 C22 C27 118.59(14) . . ?
C23 C22 C27 118.95(15) . . ?
C24 C23 C22 120.68(16) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.30(16) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 120.31(16) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 120.45(16) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C28 C27 C26 121.40(15) . . ?
C28 C27 C22 119.30(14) . . ?
C26 C27 C22 119.30(14) . . ?
C19 C28 C27 121.64(15) . . ?
C19 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        29.99
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.040

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

data_compound4+HBF
_database_code_depnum_ccdc_archive 'CCDC 693054'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '1.5(C6 F6), (C10 H9 N3)'
_chemical_formula_sum            'C19 H9 F9 N3'
_chemical_formula_weight         450.29

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'
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   'C 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.6457(9)
_cell_length_b                   7.7132(6)
_cell_length_c                   37.641(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.728(2)
_cell_angle_gamma                90.00
_cell_volume                     3638.1(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21953
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      25.028

_exptl_crystal_description       plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1800
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9524
_exptl_absorpt_correction_T_max  0.9870
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8087
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2873
_reflns_number_gt                2478
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0211P)²+18.8062P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2873
_refine_ls_number_parameters     300
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1407
_refine_ls_wR_factor_gt          0.1356
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_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
F1 F 0.48203(18) 0.3710(3) 0.14878(6) 0.0429(6) Uani 1 1 d . . .
F2 F 0.62430(18) 0.5718(3) 0.11956(6) 0.0434(6) Uani 1 1 d . . .
F3 F 0.64665(17) 0.5370(3) 0.04909(6) 0.0411(6) Uani 1 1 d . . .
F4 F 0.52427(18) 0.3038(3) 0.00783(5) 0.0419(6) Uani 1 1 d . . .
F5 F 0.38154(19) 0.1047(3) 0.03703(6) 0.0484(6) Uani 1 1 d . . .
F6 F 0.36047(17) 0.1363(3) 0.10773(6) 0.0443(6) Uani 1 1 d . . .
N1 N 0.7403(2) -0.0635(4) 0.20450(7) 0.0218(6) Uani 1 1 d . . .
N2 N 0.7509(2) 0.0934(4) 0.25698(7) 0.0244(6) Uani 1 1 d . . .
H2A H 0.7491 -0.0048 0.2688 0.029 Uiso 1 1 calc R . .
H2B H 0.7552 0.1925 0.2687 0.029 Uiso 1 1 calc R . .
N3 N 0.7495(2) 0.2471(4) 0.20451(7) 0.0223(6) Uani 1 1 d . . .
C1 C 0.7469(2) 0.0921(4) 0.22107(8) 0.0214(7) Uani 1 1 d . . .
C2 C 0.7480(2) 0.2418(5) 0.16895(8) 0.0226(7) Uani 1 1 d . . .
H2 H 0.7502 0.3486 0.1565 0.027 Uiso 1 1 calc R . .
C3 C 0.7434(2) 0.0887(4) 0.14907(8) 0.0212(7) Uani 1 1 d . . .
C4 C 0.7383(2) -0.0605(5) 0.16910(8) 0.0225(7) Uani 1 1 d . . .
H4 H 0.7331 -0.1682 0.1567 0.027 Uiso 1 1 calc R . .
C5 C 0.7466(3) 0.0867(4) 0.11000(8) 0.0218(7) Uani 1 1 d . . .
C6 C 0.8151(3) 0.1963(5) 0.09431(9) 0.0268(8) Uani 1 1 d . . .
H6 H 0.8589 0.2759 0.1089 0.032 Uiso 1 1 calc R . .
C7 C 0.8201(3) 0.1903(5) 0.05755(9) 0.0305(8) Uani 1 1 d . . .
H7 H 0.8668 0.2660 0.0472 0.037 Uiso 1 1 calc R . .
C8 C 0.7572(3) 0.0745(5) 0.03625(9) 0.0319(9) Uani 1 1 d . . .
H8 H 0.7613 0.0694 0.0113 0.038 Uiso 1 1 calc R . .
C9 C 0.6884(3) -0.0343(5) 0.05119(9) 0.0310(8) Uani 1 1 d . . .
H9 H 0.6450 -0.1135 0.0364 0.037 Uiso 1 1 calc R . .
C10 C 0.6824(3) -0.0286(5) 0.08776(9) 0.0271(8) Uani 1 1 d . . .
H10 H 0.6344 -0.1032 0.0978 0.033 Uiso 1 1 calc R . .
C11 C 0.4927(3) 0.3523(5) 0.11433(9) 0.0289(8) Uani 1 1 d . . .
C12 C 0.5649(3) 0.4542(5) 0.09923(10) 0.0296(8) Uani 1 1 d . . .
C13 C 0.5765(3) 0.4382(5) 0.06367(10) 0.0284(8) Uani 1 1 d . . .
C14 C 0.5145(3) 0.3206(5) 0.04273(9) 0.0291(8) Uani 1 1 d . . .
C15 C 0.4415(3) 0.2203(5) 0.05759(10) 0.0319(8) Uani 1 1 d . . .
C16 C 0.4313(3) 0.2352(5) 0.09325(10) 0.0283(8) Uani 1 1 d . . .
F7A F 0.4939(5) 1.1773(11) 0.2136(3) 0.0360(18) Uiso 0.347(4) 1 d P A 1
F8A F 0.4869(5) 0.8738(13) 0.17759(17) 0.0271(15) Uiso 0.347(4) 1 d P A 1
F9A F 0.4931(5) 0.5657(10) 0.2132(2) 0.0329(17) Uiso 0.347(4) 1 d P A 1
C17A C 0.4951(13) 1.040(2) 0.2317(5) 0.021(5) Uiso 0.347(4) 1 d P . 1
C18A C 0.4947(12) 0.871(3) 0.2161(5) 0.018(5) Uiso 0.347(4) 1 d P A 1
C19A C 0.4980(13) 0.704(2) 0.2313(5) 0.019(5) Uiso 0.347(4) 1 d P . 1
F7B F 0.4943(7) 1.2091(12) 0.2291(3) 0.053(3) Uiso 0.3263(19) 1 d P B -2
F8B F 0.4896(6) 0.9597(13) 0.1786(2) 0.049(2) Uiso 0.3263(19) 1 d P B -2
F9B F 0.4983(6) 0.6196(12) 0.1993(2) 0.048(2) Uiso 0.3263(19) 1 d P B -2
F10B F 0.5056(6) 0.5306(10) 0.2704(2) 0.045(2) Uiso 0.3263(19) 1 d P B -3
F11B F 0.5058(6) 0.7865(12) 0.3199(2) 0.041(2) Uiso 0.3263(19) 1 d P B -3
F12B F 0.5036(6) 1.1233(12) 0.2998(2) 0.047(2) Uiso 0.3263(19) 1 d P B -3
C17B C 0.4997(16) 1.0365(19) 0.2411(5) 0.029(6) Uiso 0.3263(19) 1 d P B -2
C18B C 0.4936(11) 0.920(3) 0.2115(5) 0.028(5) Uiso 0.3263(19) 1 d P B -2
C19B C 0.4982(10) 0.751(3) 0.2246(4) 0.019(4) Uiso 0.3263(19) 1 d P B -2
C20B C 0.5028(15) 0.7036(18) 0.2585(5) 0.028(5) Uiso 0.3263(19) 1 d P B -3
C21B C 0.5009(12) 0.824(3) 0.2871(5) 0.026(5) Uiso 0.3263(19) 1 d P B -3
C22B C 0.5018(9) 0.988(2) 0.2745(4) 0.017(3) Uiso 0.3263(19) 1 d P B -3


_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
F1 C11 1.329(4) . ?
F2 C12 1.348(4) . ?
F3 C13 1.341(4) . ?
F4 C14 1.342(4) . ?
F5 C15 1.346(4) . ?
F6 C16 1.346(4) . ?
N1 C4 1.330(4) . ?
N1 C1 1.350(4) . ?
N2 C1 1.346(4) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.337(4) . ?
N3 C1 1.351(4) . ?
C2 C3 1.395(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(5) . ?
C3 C5 1.477(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(5) . ?
C5 C10 1.403(5) . ?
C6 C7 1.394(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.382(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.372(5) . ?
C11 C12 1.384(5) . ?
C12 C13 1.372(5) . ?
C13 C14 1.376(5) . ?
C14 C15 1.379(5) . ?
C15 C16 1.371(5) . ?
F7A C17A 1.260(17) . ?
F8A C18A 1.440(19) . ?
F9A C19A 1.266(17) . ?
C17A C17A 1.37(4) 2_655 ?
C17A C18A 1.43(3) . ?
C18A C19A 1.40(3) . ?
C19A C19A 1.40(3) 2_655 ?
F7B C17B 1.404(17) . ?
F8B C18B 1.269(18) . ?
F9B C19B 1.394(17) . ?
F10B C20B 1.406(15) . ?
F11B C21B 1.261(18) . ?
F12B C22B 1.412(16) . ?
C17B C22B 1.31(2) . ?
C17B C18B 1.42(2) . ?
C18B C19B 1.39(2) . ?
C19B C20B 1.32(2) . ?
C20B C21B 1.43(2) . ?
C21B C22B 1.35(2) . ?

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
C4 N1 C1 116.1(3) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 115.9(3) . . ?
N2 C1 N1 117.6(3) . . ?
N2 C1 N3 117.2(3) . . ?
N1 C1 N3 125.3(3) . . ?
N3 C2 C3 123.8(3) . . ?
N3 C2 H2 118.1 . . ?
C3 C2 H2 118.1 . . ?
C4 C3 C2 114.5(3) . . ?
C4 C3 C5 123.0(3) . . ?
C2 C3 C5 122.5(3) . . ?
N1 C4 C3 124.4(3) . . ?
N1 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
C6 C5 C10 118.3(3) . . ?
C6 C5 C3 121.1(3) . . ?
C10 C5 C3 120.6(3) . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 119.9(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C10 120.3(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 120.5(3) . . ?
C9 C10 H10 119.8 . . ?
C5 C10 H10 119.8 . . ?
F1 C11 C16 120.8(3) . . ?
F1 C11 C12 119.9(3) . . ?
C16 C11 C12 119.3(3) . . ?
F2 C12 C13 119.3(3) . . ?
F2 C12 C11 119.8(3) . . ?
C13 C12 C11 120.9(3) . . ?
F3 C13 C12 120.8(3) . . ?
F3 C13 C14 119.9(3) . . ?
C12 C13 C14 119.4(3) . . ?
F4 C14 C13 120.2(3) . . ?
F4 C14 C15 119.9(3) . . ?
C13 C14 C15 119.9(3) . . ?
F5 C15 C16 119.9(3) . . ?
F5 C15 C14 119.6(3) . . ?
C16 C15 C14 120.4(3) . . ?
F6 C16 C15 120.3(3) . . ?
F6 C16 C11 119.7(3) . . ?
C15 C16 C11 120.1(3) . . ?
F7A C17A C17A 122.4(10) . 2_655 ?
F7A C17A C18A 123.3(17) . . ?
C17A C17A C18A 114.1(11) 2_655 . ?
C19A C18A C17A 132.0(16) . . ?
C19A C18A F8A 114.9(19) . . ?
C17A C18A F8A 113.2(19) . . ?
F9A C19A C19A 122.4(10) . 2_655 ?
F9A C19A C18A 123.7(17) . . ?
C19A C19A C18A 113.9(11) 2_655 . ?
C22B C17B F7B 125.1(17) . . ?
C22B C17B C18B 124.2(15) . . ?
F7B C17B C18B 110.6(14) . . ?
F8B C18B C19B 124.4(18) . . ?
F8B C18B C17B 127.0(17) . . ?
C19B C18B C17B 108.5(15) . . ?
C20B C19B C18B 126.8(16) . . ?
C20B C19B F9B 116.9(18) . . ?
C18B C19B F9B 116.4(17) . . ?
C19B C20B F10B 124.6(16) . . ?
C19B C20B C21B 122.9(14) . . ?
F10B C20B C21B 112.4(14) . . ?
F11B C21B C22B 124(2) . . ?
F11B C21B C20B 125.7(18) . . ?
C22B C21B C20B 110.1(15) . . ?
C17B C22B C21B 127.3(17) . . ?
C17B C22B F12B 115.5(18) . . ?
C21B C22B F12B 117.2(17) . . ?

_diffrn_measured_fraction_theta_max 0.899
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.899
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.061

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

data_compound5+HBF
_database_code_depnum_ccdc_archive 'CCDC 693055'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H11 N3, C6 F6'
_chemical_formula_sum            'C20 H11 F6 N3'
_chemical_formula_weight         407.32

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'
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   'P 21/c'

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                   17.7639(4)
_cell_length_b                   7.0692(2)
_cell_length_c                   14.1054(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.9350(16)
_cell_angle_gamma                90.00
_cell_volume                     1703.24(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10254
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9694
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19875
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         27.47
_reflns_number_total             3896
_reflns_number_gt                2901
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0612P)²+0.0930P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3896
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1088
_refine_ls_wR_factor_gt          0.0992
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_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 0.42473(6) -0.02830(15) 0.31618(8) 0.0218(3) Uani 1 1 d . . .
N2 N 0.51640(7) 0.12406(17) 0.25593(9) 0.0228(3) Uani 1 1 d . . .
H2A H 0.5425(9) 0.229(3) 0.2483(11) 0.033(4) Uiso 1 1 d . . .
H2B H 0.5104(10) 0.032(3) 0.2111(12) 0.036(5) Uiso 1 1 d . . .
N3 N 0.47137(6) 0.28137(15) 0.37319(8) 0.0209(3) Uani 1 1 d . . .
C1 C 0.47007(7) 0.12623(17) 0.31652(9) 0.0194(3) Uani 1 1 d . . .
C2 C 0.42249(7) 0.28048(18) 0.43030(10) 0.0205(3) Uani 1 1 d . . .
H2 H 0.4229 0.3866 0.4718 0.025 Uiso 1 1 calc R . .
C3 C 0.37093(7) 0.13307(18) 0.43261(9) 0.0189(3) Uani 1 1 d . . .
C4 C 0.37668(8) -0.02056(19) 0.37332(9) 0.0214(3) Uani 1 1 d . . .
H4 H 0.3441 -0.1268 0.3738 0.026 Uiso 1 1 calc R . .
C5 C 0.31557(7) 0.13902(17) 0.49476(9) 0.0183(3) Uani 1 1 d . . .
C6 C 0.34383(8) 0.16272(19) 0.59478(9) 0.0215(3) Uani 1 1 d . . .
H6 H 0.3987 0.1756 0.6229 0.026 Uiso 1 1 calc R . .
C7 C 0.29401(8) 0.16858(19) 0.65707(10) 0.0237(3) Uani 1 1 d . . .
H7 H 0.3155 0.1834 0.7262 0.028 Uiso 1 1 calc R . .
C8 C 0.21487(8) 0.15305(19) 0.61839(10) 0.0233(3) Uani 1 1 d . . .
H8 H 0.1816 0.1563 0.6608 0.028 Uiso 1 1 calc R . .
C9 C 0.18210(8) 0.13205(17) 0.51532(10) 0.0197(3) Uani 1 1 d . . .
C10 C 0.09955(8) 0.12123(19) 0.47324(11) 0.0248(3) Uani 1 1 d . . .
H10 H 0.0658 0.1271 0.5150 0.030 Uiso 1 1 calc R . .
C11 C 0.06825(8) 0.1026(2) 0.37406(11) 0.0280(3) Uani 1 1 d . . .
H11 H 0.0131 0.0960 0.3472 0.034 Uiso 1 1 calc R . .
C12 C 0.11763(8) 0.0933(2) 0.31121(10) 0.0259(3) Uani 1 1 d . . .
H12 H 0.0955 0.0797 0.2421 0.031 Uiso 1 1 calc R . .
C13 C 0.19736(8) 0.10354(19) 0.34908(10) 0.0223(3) Uani 1 1 d . . .
H13 H 0.2298 0.0976 0.3057 0.027 Uiso 1 1 calc R . .
C14 C 0.23228(8) 0.12284(17) 0.45203(9) 0.0179(3) Uani 1 1 d . . .
F1 F 0.27674(5) 0.55853(11) 0.36183(6) 0.0311(2) Uani 1 1 d . . .
F2 F 0.34479(4) 0.62441(12) 0.55653(6) 0.0324(2) Uani 1 1 d . . .
F3 F 0.25342(5) 0.68583(12) 0.68055(6) 0.0343(2) Uani 1 1 d . . .
F4 F 0.09540(5) 0.69297(13) 0.60802(6) 0.0388(2) Uani 1 1 d . . .
F5 F 0.02770(5) 0.63196(12) 0.41338(7) 0.0382(2) Uani 1 1 d . . .
F6 F 0.11872(5) 0.56739(13) 0.28996(6) 0.0350(2) Uani 1 1 d . . .
C15 C 0.23210(8) 0.59177(18) 0.42298(10) 0.0227(3) Uani 1 1 d . . .
C16 C 0.26652(8) 0.62340(18) 0.52190(10) 0.0231(3) Uani 1 1 d . . .
C17 C 0.22063(8) 0.65569(19) 0.58442(10) 0.0245(3) Uani 1 1 d . . .
C18 C 0.14023(8) 0.6577(2) 0.54784(10) 0.0261(3) Uani 1 1 d . . .
C19 C 0.10573(8) 0.62756(19) 0.44880(11) 0.0263(3) Uani 1 1 d . . .
C20 C 0.15170(8) 0.59509(19) 0.38626(10) 0.0242(3) Uani 1 1 d . . .


_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 C4 1.3262(17) . ?
N1 C1 1.3565(17) . ?
N2 C1 1.3395(17) . ?
N2 H2A 0.897(18) . ?
N2 H2B 0.893(18) . ?
N3 C2 1.3369(17) . ?
N3 C1 1.3535(17) . ?
C2 C3 1.3936(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3915(18) . ?
C3 C5 1.4869(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3717(18) . ?
C5 C14 1.4409(18) . ?
C6 C7 1.4084(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.366(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.4177(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.4250(19) . ?
C9 C14 1.4258(18) . ?
C10 C11 1.362(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.409(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3716(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.4203(18) . ?
C13 H13 0.9500 . ?
F1 C15 1.3429(15) . ?
F2 C16 1.3414(16) . ?
F3 C17 1.3377(15) . ?
F4 C18 1.3374(16) . ?
F5 C19 1.3386(16) . ?
F6 C20 1.3377(15) . ?
C15 C16 1.379(2) . ?
C15 C20 1.3793(19) . ?
C16 C17 1.374(2) . ?
C17 C18 1.379(2) . ?
C18 C19 1.379(2) . ?
C19 C20 1.376(2) . ?

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
C4 N1 C1 116.43(11) . . ?
C1 N2 H2A 119.7(10) . . ?
C1 N2 H2B 119.0(11) . . ?
H2A N2 H2B 118.9(15) . . ?
C2 N3 C1 116.32(11) . . ?
N2 C1 N3 118.18(12) . . ?
N2 C1 N1 117.17(12) . . ?
N3 C1 N1 124.65(12) . . ?
N3 C2 C3 123.87(12) . . ?
N3 C2 H2 118.1 . . ?
C3 C2 H2 118.1 . . ?
C4 C3 C2 114.36(12) . . ?
C4 C3 C5 123.10(11) . . ?
C2 C3 C5 122.54(12) . . ?
N1 C4 C3 124.28(12) . . ?
N1 C4 H4 117.9 . . ?
C3 C4 H4 117.9 . . ?
C6 C5 C14 118.93(12) . . ?
C6 C5 C3 119.70(11) . . ?
C14 C5 C3 121.37(11) . . ?
C5 C6 C7 122.01(12) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 120.17(12) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 120.40(12) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 121.25(12) . . ?
C8 C9 C14 119.70(12) . . ?
C10 C9 C14 119.05(12) . . ?
C11 C10 C9 121.07(13) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 120.09(13) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.46(12) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 121.18(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 118.16(12) . . ?
C13 C14 C5 123.05(12) . . ?
C9 C14 C5 118.77(11) . . ?
F1 C15 C16 120.15(12) . . ?
F1 C15 C20 119.67(12) . . ?
C16 C15 C20 120.18(13) . . ?
F2 C16 C17 120.24(12) . . ?
F2 C16 C15 119.77(12) . . ?
C17 C16 C15 119.99(12) . . ?
F3 C17 C16 120.46(12) . . ?
F3 C17 C18 119.72(13) . . ?
C16 C17 C18 119.82(12) . . ?
F4 C18 C17 120.03(12) . . ?
F4 C18 C19 119.69(13) . . ?
C17 C18 C19 120.27(13) . . ?
F5 C19 C20 120.04(12) . . ?
F5 C19 C18 120.07(13) . . ?
C20 C19 C18 119.89(13) . . ?
F6 C20 C19 120.26(12) . . ?
F6 C20 C15 119.90(13) . . ?
C19 C20 C15 119.85(12) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.051

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

data_compound6+HBF
_database_code_depnum_ccdc_archive 'CCDC 693056'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C14 H11 N3, 0.5(C6 F6)'
_chemical_formula_sum            'C17 H11 F3 N3'
_chemical_formula_weight         314.29

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'
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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   14.7028(6)
_cell_length_b                   7.3888(4)
_cell_length_c                   13.7709(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.236(3)
_cell_angle_gamma                90.00
_cell_volume                     1403.68(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    26353
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9653
_exptl_absorpt_correction_T_max  0.9653
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17838
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3204
_reflns_number_gt                2483
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0772P)²+0.2583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3204
_refine_ls_number_parameters     216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1319
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_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 0.42357(8) 0.48055(14) 0.32747(9) 0.0249(3) Uani 1 1 d . . .
N2 N 0.50085(9) 0.31640(16) 0.23718(9) 0.0252(3) Uani 1 1 d . . .
H2A H 0.5226(12) 0.214(3) 0.2238(13) 0.034(4) Uiso 1 1 d . . .
H2B H 0.5071(12) 0.415(3) 0.2069(13) 0.036(4) Uiso 1 1 d . . .
N3 N 0.45648(8) 0.16453(14) 0.36047(9) 0.0245(3) Uani 1 1 d . . .
C1 C 0.45914(9) 0.31977(16) 0.30922(10) 0.0221(3) Uani 1 1 d . . .
C2 C 0.41070(9) 0.17141(17) 0.42868(10) 0.0249(3) Uani 1 1 d . . .
H2 H 0.4071 0.0634 0.4646 0.030 Uiso 1 1 calc R . .
C3 C 0.36765(9) 0.32709(17) 0.45066(10) 0.0232(3) Uani 1 1 d . . .
C4 C 0.37923(9) 0.47977(18) 0.39676(10) 0.0255(3) Uani 1 1 d . . .
H4 H 0.3537 0.5911 0.4105 0.031 Uiso 1 1 calc R . .
C5 C 0.31535(9) 0.33062(18) 0.52540(10) 0.0236(3) Uani 1 1 d . . .
C6 C 0.26923(10) 0.17176(18) 0.54436(10) 0.0265(3) Uani 1 1 d . . .
H6 H 0.2723 0.0632 0.5086 0.032 Uiso 1 1 calc R . .
C7 C 0.22071(10) 0.17250(19) 0.61295(10) 0.0281(3) Uani 1 1 d . . .
H7 H 0.1907 0.0645 0.6241 0.034 Uiso 1 1 calc R . .
C8 C 0.21446(9) 0.33088(19) 0.66756(10) 0.0269(3) Uani 1 1 d . . .
C9 C 0.16325(10) 0.3373(2) 0.73832(11) 0.0321(3) Uani 1 1 d . . .
H9 H 0.1326 0.2311 0.7508 0.039 Uiso 1 1 calc R . .
C10 C 0.15763(11) 0.4939(2) 0.78841(11) 0.0354(4) Uani 1 1 d . . .
H10 H 0.1226 0.4965 0.8348 0.042 Uiso 1 1 calc R . .
C11 C 0.20372(10) 0.6519(2) 0.77139(11) 0.0351(4) Uani 1 1 d . . .
H11 H 0.1998 0.7602 0.8069 0.042 Uiso 1 1 calc R . .
C12 C 0.25423(10) 0.6511(2) 0.70427(11) 0.0306(3) Uani 1 1 d . . .
H12 H 0.2856 0.7583 0.6942 0.037 Uiso 1 1 calc R . .
C13 C 0.25991(9) 0.49081(18) 0.64970(10) 0.0258(3) Uani 1 1 d . . .
C14 C 0.30990(9) 0.48615(18) 0.57805(10) 0.0250(3) Uani 1 1 d . . .
H14 H 0.3404 0.5931 0.5662 0.030 Uiso 1 1 calc R . .
F1 F 0.00018(7) 0.20301(13) 0.38384(7) 0.0450(3) Uani 1 1 d . . .
F2 F 0.09063(7) 0.51047(14) 0.35822(7) 0.0480(3) Uani 1 1 d . . .
F3 F 0.09154(7) 0.80550(13) 0.47525(8) 0.0492(3) Uani 1 1 d . . .
C15 C 0.00013(11) 0.3494(2) 0.44130(11) 0.0344(4) Uani 1 1 d . . .
C16 C 0.04655(11) 0.5044(2) 0.42870(11) 0.0346(3) Uani 1 1 d . . .
C17 C 0.04646(11) 0.6547(2) 0.48781(12) 0.0354(4) Uani 1 1 d . . .


_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 C4 1.3288(18) . ?
N1 C1 1.3561(16) . ?
N2 C1 1.3348(18) . ?
N2 H2A 0.869(19) . ?
N2 H2B 0.86(2) . ?
N3 C2 1.3325(18) . ?
N3 C1 1.3544(16) . ?
C2 C3 1.3957(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3928(18) . ?
C3 C5 1.4829(19) . ?
C4 H4 0.9500 . ?
C5 C14 1.3758(18) . ?
C5 C6 1.4242(19) . ?
C6 C7 1.366(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.411(2) . ?
C7 H7 0.9500 . ?
C8 C13 1.4202(19) . ?
C8 C9 1.423(2) . ?
C9 C10 1.364(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.409(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.371(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.4207(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.420(2) . ?
C14 H14 0.9500 . ?
F1 C15 1.3402(17) . ?
F2 C16 1.3413(18) . ?
F3 C17 1.3380(18) . ?
C15 C17 1.373(2) 3_566 ?
C15 C16 1.375(2) . ?
C16 C17 1.377(2) . ?
C17 C15 1.373(2) 3_566 ?

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
C4 N1 C1 116.47(11) . . ?
C1 N2 H2A 118.1(11) . . ?
C1 N2 H2B 119.8(12) . . ?
H2A N2 H2B 122.0(16) . . ?
C2 N3 C1 116.59(11) . . ?
N2 C1 N3 118.36(11) . . ?
N2 C1 N1 117.38(11) . . ?
N3 C1 N1 124.26(12) . . ?
N3 C2 C3 124.19(12) . . ?
N3 C2 H2 117.9 . . ?
C3 C2 H2 117.9 . . ?
C4 C3 C2 113.82(12) . . ?
C4 C3 C5 122.95(11) . . ?
C2 C3 C5 123.23(11) . . ?
N1 C4 C3 124.54(12) . . ?
N1 C4 H4 117.7 . . ?
C3 C4 H4 117.7 . . ?
C14 C5 C6 118.27(12) . . ?
C14 C5 C3 121.28(12) . . ?
C6 C5 C3 120.45(11) . . ?
C7 C6 C5 121.26(12) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 121.17(13) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C13 118.45(13) . . ?
C7 C8 C9 122.66(13) . . ?
C13 C8 C9 118.88(13) . . ?
C10 C9 C8 120.86(14) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 120.12(14) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 120.82(14) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.29(14) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C8 119.19(12) . . ?
C14 C13 C12 121.80(13) . . ?
C8 C13 C12 119.01(13) . . ?
C5 C14 C13 121.66(12) . . ?
C5 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
F1 C15 C17 120.29(14) . 3_566 ?
F1 C15 C16 119.75(15) . . ?
C17 C15 C16 119.96(14) 3_566 . ?
F2 C16 C15 120.28(14) . . ?
F2 C16 C17 120.03(15) . . ?
C15 C16 C17 119.69(15) . . ?
F3 C17 C15 120.08(14) . 3_566 ?
F3 C17 C16 119.56(15) . . ?
C15 C17 C16 120.36(14) 3_566 . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.050

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

data_compound4+AgBF4
_database_code_depnum_ccdc_archive 'CCDC 693057'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C10 H9 N3)2 Ag, B F4, O1.43'
_chemical_formula_sum            'C20 H18 Ag B F4 N6 O1.43'
_chemical_formula_weight         560.04

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'
Ag Ag -0.8971 1.1015 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   7.49100(10)
_cell_length_b                   19.1270(4)
_cell_length_c                   15.8200(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.8670(15)
_cell_angle_gamma                90.00
_cell_volume                     2263.86(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10787
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1118
_exptl_absorpt_coefficient_mu    0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7636
_exptl_absorpt_correction_T_max  0.9279
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19690
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2606
_reflns_number_gt                2239
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Disorder of BF4 on a two-fold axes. Two disordered waterpositions with a
occupation of 0.36 and 0.35

Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0397P)²+7.1068P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2606
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0815
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_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
Ag1 Ag 1.0000 0.0000 0.0000 0.02500(10) Uani 1 2 d S . .
N1 N 0.8678(3) 0.07958(10) 0.07337(12) 0.0214(4) Uani 1 1 d . . .
N2 N 0.8540(3) 0.15931(12) -0.03789(14) 0.0337(5) Uani 1 1 d . . .
H2A H 0.8269 0.2010 -0.0582 0.040 Uiso 1 1 calc R . .
H2B H 0.8998 0.1276 -0.0708 0.040 Uiso 1 1 calc R . .
N3 N 0.7553(3) 0.19563(11) 0.08885(13) 0.0258(4) Uani 1 1 d . . .
C1 C 0.8258(3) 0.14420(13) 0.04257(15) 0.0234(5) Uani 1 1 d . . .
C2 C 0.7257(3) 0.18132(13) 0.16866(16) 0.0255(5) Uani 1 1 d . . .
H2 H 0.6742 0.2169 0.2016 0.031 Uiso 1 1 calc R . .
C3 C 0.7653(3) 0.11725(13) 0.20766(15) 0.0216(5) Uani 1 1 d . . .
C4 C 0.8368(3) 0.06751(12) 0.15515(15) 0.0213(5) Uani 1 1 d . . .
H4 H 0.8652 0.0227 0.1781 0.026 Uiso 1 1 calc R . .
C5 C 0.7299(3) 0.10457(13) 0.29748(15) 0.0234(5) Uani 1 1 d . . .
C6 C 0.7404(4) 0.15976(14) 0.35578(16) 0.0291(5) Uani 1 1 d . . .
H6 H 0.7729 0.2051 0.3376 0.035 Uiso 1 1 calc R . .
C7 C 0.7037(4) 0.14867(16) 0.44002(17) 0.0346(6) Uani 1 1 d . . .
H7 H 0.7090 0.1867 0.4787 0.042 Uiso 1 1 calc R . .
C8 C 0.6597(4) 0.08278(17) 0.46790(18) 0.0363(7) Uani 1 1 d . . .
H8 H 0.6364 0.0752 0.5257 0.044 Uiso 1 1 calc R . .
C9 C 0.6498(4) 0.02774(17) 0.41072(18) 0.0330(6) Uani 1 1 d . . .
H9 H 0.6196 -0.0177 0.4296 0.040 Uiso 1 1 calc R . .
C10 C 0.6837(3) 0.03843(14) 0.32590(16) 0.0269(5) Uani 1 1 d . . .
H10 H 0.6753 0.0004 0.2873 0.032 Uiso 1 1 calc R . .
F1 F 1.0066(4) -0.08637(10) 0.32059(15) 0.0829(10) Uani 1 1 d . . 1
F2 F 1.2329(8) -0.1455(5) 0.2528(4) 0.113(3) Uani 0.50 1 d P A 1
F3 F 1.0000 -0.18564(18) 0.2500 0.114(2) Uani 1 2 d S . 1
B1 B 1.0607(10) -0.1256(3) 0.2589(5) 0.0394(17) Uani 0.50 1 d P . 1
O1 O 1.4024(15) -0.1156(6) 0.3194(7) 0.087(5) Uiso 0.363(13) 1 d P B 2
O2 O 1.5031(18) -0.1528(7) 0.2960(8) 0.101(6) Uiso 0.346(13) 1 d P . 3


_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
Ag1 N1 2.182(2) . ?
Ag1 N1 2.182(2) 5_755 ?
N1 C4 1.346(3) . ?
N1 C1 1.360(3) . ?
N2 C1 1.332(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.321(3) . ?
N3 C1 1.350(3) . ?
C2 C3 1.397(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(3) . ?
C3 C5 1.478(3) . ?
C4 H4 0.9500 . ?
C5 C10 1.392(4) . ?
C5 C6 1.401(4) . ?
C6 C7 1.390(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.381(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
F1 B1 1.311(8) . ?
F1 B1 1.529(8) 2_755 ?
F2 B1 1.353(9) . ?
F3 B1 1.241(7) . ?
F3 B1 1.241(7) 2_755 ?
B1 B1 0.939(15) 2_755 ?
B1 F1 1.528(8) 2_755 ?
O2 O2 1.45(2) 2_855 ?

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
N1 Ag1 N1 180.0 . 5_755 ?
C4 N1 C1 116.9(2) . . ?
C4 N1 Ag1 119.77(16) . . ?
C1 N1 Ag1 123.14(16) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 117.1(2) . . ?
N2 C1 N3 116.4(2) . . ?
N2 C1 N1 119.6(2) . . ?
N3 C1 N1 123.9(2) . . ?
N3 C2 C3 124.2(2) . . ?
N3 C2 H2 117.9 . . ?
C3 C2 H2 117.9 . . ?
C4 C3 C2 114.6(2) . . ?
C4 C3 C5 123.8(2) . . ?
C2 C3 C5 121.6(2) . . ?
N1 C4 C3 123.2(2) . . ?
N1 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
C10 C5 C6 118.6(2) . . ?
C10 C5 C3 121.3(2) . . ?
C6 C5 C3 120.1(2) . . ?
C7 C6 C5 120.6(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.5(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C10 120.7(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C5 C10 C9 120.3(3) . . ?
C5 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
B1 F1 B1 37.6(6) . 2_755 ?
B1 F3 B1 44.5(7) . 2_755 ?
B1 B1 F3 67.8(4) 2_755 . ?
B1 B1 F1 83.9(7) 2_755 . ?
F3 B1 F1 119.3(5) . . ?
B1 B1 F2 153.0(10) 2_755 . ?
F3 B1 F2 94.4(6) . . ?
F1 B1 F2 123.1(7) . . ?
B1 B1 F1 58.5(7) 2_755 2_755 ?
F3 B1 F1 104.9(5) . 2_755 ?
F1 B1 F1 103.3(5) . 2_755 ?
F2 B1 F1 110.9(5) . 2_755 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.089

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

data_compound5+AgBF4
_database_code_depnum_ccdc_archive 'CCDC 693058'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C14 H11 N3)2 Ag, B F4'
_chemical_formula_sum            'C28 H22 Ag B F4 N6'
_chemical_formula_weight         637.20

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'
Ag Ag -0.8971 1.1015 '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   'P 21/c'

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                   18.8540(5)
_cell_length_b                   13.3354(3)
_cell_length_c                   10.1094(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.6513(15)
_cell_angle_gamma                90.00
_cell_volume                     2519.13(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    32870
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8265
_exptl_absorpt_correction_T_max  0.9830
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      200(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41367
_diffrn_reflns_av_R_equivalents  0.062
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         27.46
_reflns_number_total             5751
_reflns_number_gt                4191
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0272P)²+2.6406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5751
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0749
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Ag1 Ag 0.476590(12) 0.371674(19) 0.01612(2) 0.03601(8) Uani 1 1 d . . .
N1 N 0.54378(11) 0.36731(18) 0.2080(2) 0.0264(5) Uani 1 1 d . . .
N2 N 0.44421(12) 0.36513(18) 0.3214(2) 0.0312(5) Uani 1 1 d . . .
H2A H 0.4251 0.3573 0.3956 0.037 Uiso 1 1 calc R . .
H2B H 0.4167 0.3791 0.2463 0.037 Uiso 1 1 calc R . .
N3 N 0.55334(13) 0.3345(2) 0.4418(2) 0.0336(6) Uani 1 1 d . . .
N4 N 0.40470(12) 0.36742(18) -0.1697(2) 0.0275(5) Uani 1 1 d . . .
N5 N 0.49763(12) 0.37364(19) -0.2981(2) 0.0341(6) Uani 1 1 d . . .
H5A H 0.5139 0.3671 -0.3752 0.041 Uiso 1 1 calc R . .
H5B H 0.5271 0.3895 -0.2261 0.041 Uiso 1 1 calc R . .
N6 N 0.38625(12) 0.33521(19) -0.4049(2) 0.0312(5) Uani 1 1 d . . .
C1 C 0.51494(14) 0.3559(2) 0.3229(3) 0.0262(6) Uani 1 1 d . . .
C2 C 0.62390(15) 0.3278(2) 0.4452(3) 0.0348(7) Uani 1 1 d . . .
H2 H 0.6515 0.3121 0.5282 0.042 Uiso 1 1 calc R . .
C3 C 0.65984(15) 0.3420(2) 0.3357(3) 0.0286(6) Uani 1 1 d . . .
C4 C 0.61579(14) 0.3615(2) 0.2173(3) 0.0282(6) Uani 1 1 d . . .
H4 H 0.6374 0.3712 0.1386 0.034 Uiso 1 1 calc R . .
C5 C 0.73915(14) 0.3319(2) 0.3440(3) 0.0295(6) Uani 1 1 d . . .
C6 C 0.78619(15) 0.3932(2) 0.4324(3) 0.0302(6) Uani 1 1 d . . .
C7 C 0.76224(17) 0.4681(2) 0.5151(3) 0.0366(7) Uani 1 1 d . . .
H7 H 0.7123 0.4779 0.5147 0.044 Uiso 1 1 calc R . .
C8 C 0.80933(18) 0.5269(3) 0.5956(3) 0.0462(8) Uani 1 1 d . . .
H8 H 0.7919 0.5762 0.6511 0.055 Uiso 1 1 calc R . .
C9 C 0.88362(19) 0.5145(3) 0.5964(4) 0.0492(9) Uani 1 1 d . . .
H9 H 0.9162 0.5567 0.6504 0.059 Uiso 1 1 calc R . .
C10 C 0.90878(17) 0.4423(3) 0.5199(3) 0.0433(8) Uani 1 1 d . . .
H10 H 0.9590 0.4340 0.5221 0.052 Uiso 1 1 calc R . .
C11 C 0.86157(15) 0.3795(2) 0.4372(3) 0.0338(6) Uani 1 1 d . . .
C12 C 0.88782(16) 0.3035(3) 0.3587(3) 0.0422(8) Uani 1 1 d . . .
H12 H 0.9379 0.2927 0.3639 0.051 Uiso 1 1 calc R . .
C13 C 0.84182(17) 0.2461(3) 0.2760(3) 0.0442(8) Uani 1 1 d . . .
H13 H 0.8599 0.1954 0.2236 0.053 Uiso 1 1 calc R . .
C14 C 0.76749(16) 0.2613(2) 0.2674(3) 0.0371(7) Uani 1 1 d . . .
H14 H 0.7362 0.2216 0.2072 0.045 Uiso 1 1 calc R . .
C15 C 0.42854(14) 0.3596(2) -0.2902(3) 0.0273(6) Uani 1 1 d . . .
C16 C 0.31765(15) 0.3222(2) -0.3973(3) 0.0334(7) Uani 1 1 d . . .
H16 H 0.2875 0.3051 -0.4770 0.040 Uiso 1 1 calc R . .
C17 C 0.28598(15) 0.3318(2) -0.2810(3) 0.0311(6) Uani 1 1 d . . .
C18 C 0.33348(15) 0.3544(2) -0.1681(3) 0.0304(6) Uani 1 1 d . . .
H18 H 0.3152 0.3611 -0.0854 0.037 Uiso 1 1 calc R . .
C19 C 0.20750(16) 0.3135(2) -0.2858(3) 0.0344(7) Uani 1 1 d . . .
C20 C 0.17793(17) 0.2308(2) -0.3549(3) 0.0384(7) Uani 1 1 d . . .
H20 H 0.2089 0.1860 -0.3927 0.046 Uiso 1 1 calc R . .
C21 C 0.10462(18) 0.2100(3) -0.3718(3) 0.0487(9) Uani 1 1 d . . .
H21 H 0.0862 0.1530 -0.4212 0.058 Uiso 1 1 calc R . .
C22 C 0.05921(18) 0.2742(3) -0.3150(3) 0.0488(9) Uani 1 1 d . . .
H22 H 0.0093 0.2607 -0.3251 0.059 Uiso 1 1 calc R . .
C23 C 0.08651(15) 0.3595(3) -0.2425(3) 0.0373(7) Uani 1 1 d . . .
C24 C 0.04116(17) 0.4263(3) -0.1845(3) 0.0483(9) Uani 1 1 d . . .
H24 H -0.0087 0.4128 -0.1940 0.058 Uiso 1 1 calc R . .
C25 C 0.06656(18) 0.5085(3) -0.1162(4) 0.0516(9) Uani 1 1 d . . .
H25 H 0.0347 0.5522 -0.0789 0.062 Uiso 1 1 calc R . .
C26 C 0.14011(18) 0.5292(3) -0.1003(3) 0.0465(8) Uani 1 1 d . . .
H26 H 0.1578 0.5866 -0.0511 0.056 Uiso 1 1 calc R . .
C27 C 0.18675(16) 0.4680(2) -0.1546(3) 0.0356(7) Uani 1 1 d . . .
H27 H 0.2362 0.4844 -0.1445 0.043 Uiso 1 1 calc R . .
C28 C 0.16184(15) 0.3798(2) -0.2263(3) 0.0351(7) Uani 1 1 d . . .
B1 B 0.66122(19) 0.4606(3) -0.1318(4) 0.0377(8) Uani 1 1 d . . .
F1 F 0.59632(10) 0.45573(15) -0.08076(17) 0.0468(5) Uani 1 1 d . . .
F2 F 0.71008(11) 0.40472(16) -0.0507(2) 0.0587(6) Uani 1 1 d . . .
F3 F 0.65077(10) 0.42429(17) -0.26114(18) 0.0519(5) Uani 1 1 d . . .
F4 F 0.68018(11) 0.56125(16) -0.1322(2) 0.0566(5) Uani 1 1 d . . .


_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
Ag1 N4 2.166(2) . ?
Ag1 N1 2.172(2) . ?
N1 C4 1.351(3) . ?
N1 C1 1.354(3) . ?
N2 C1 1.337(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C2 1.329(4) . ?
N3 C1 1.349(3) . ?
N4 C18 1.356(3) . ?
N4 C15 1.357(3) . ?
N5 C15 1.329(3) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C16 1.317(4) . ?
N6 C15 1.356(3) . ?
C2 C3 1.386(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(4) . ?
C3 C5 1.493(4) . ?
C4 H4 0.9500 . ?
C5 C14 1.372(4) . ?
C5 C6 1.429(4) . ?
C6 C7 1.415(4) . ?
C6 C11 1.427(4) . ?
C7 C8 1.369(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.409(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.359(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.413(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.416(4) . ?
C12 C13 1.358(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.407(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C16 C17 1.394(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(4) . ?
C17 C19 1.494(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(4) . ?
C19 C28 1.421(4) . ?
C20 C21 1.398(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.413(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.414(5) . ?
C23 C28 1.433(4) . ?
C24 C25 1.350(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.402(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.367(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.429(4) . ?
C27 H27 0.9500 . ?
B1 F2 1.369(4) . ?
B1 F3 1.384(4) . ?
B1 F4 1.389(4) . ?
B1 F1 1.391(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
N4 Ag1 N1 175.72(8) . . ?
C4 N1 C1 116.7(2) . . ?
C4 N1 Ag1 121.65(17) . . ?
C1 N1 Ag1 121.05(17) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 N3 C1 117.0(2) . . ?
C18 N4 C15 116.6(2) . . ?
C18 N4 Ag1 119.92(17) . . ?
C15 N4 Ag1 122.45(18) . . ?
C15 N5 H5A 120.0 . . ?
C15 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C16 N6 C15 116.9(2) . . ?
N2 C1 N3 116.4(2) . . ?
N2 C1 N1 119.6(2) . . ?
N3 C1 N1 124.0(2) . . ?
N3 C2 C3 124.4(3) . . ?
N3 C2 H2 117.8 . . ?
C3 C2 H2 117.8 . . ?
C2 C3 C4 114.5(3) . . ?
C2 C3 C5 122.3(3) . . ?
C4 C3 C5 123.1(2) . . ?
N1 C4 C3 123.5(2) . . ?
N1 C4 H4 118.3 . . ?
C3 C4 H4 118.3 . . ?
C14 C5 C6 119.3(3) . . ?
C14 C5 C3 119.5(3) . . ?
C6 C5 C3 121.1(3) . . ?
C7 C6 C11 117.7(3) . . ?
C7 C6 C5 123.6(3) . . ?
C11 C6 C5 118.7(3) . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 121.1(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 C6 119.3(3) . . ?
C12 C11 C6 119.6(3) . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.4(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C5 C14 C13 121.6(3) . . ?
C5 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
N5 C15 N6 116.9(2) . . ?
N5 C15 N4 119.2(2) . . ?
N6 C15 N4 123.9(2) . . ?
N6 C16 C17 124.8(3) . . ?
N6 C16 H16 117.6 . . ?
C17 C16 H16 117.6 . . ?
C18 C17 C16 114.3(3) . . ?
C18 C17 C19 126.2(3) . . ?
C16 C17 C19 119.4(3) . . ?
N4 C18 C17 123.3(2) . . ?
N4 C18 H18 118.3 . . ?
C17 C18 H18 118.3 . . ?
C20 C19 C28 118.9(3) . . ?
C20 C19 C17 118.5(3) . . ?
C28 C19 C17 122.5(3) . . ?
C19 C20 C21 123.1(3) . . ?
C19 C20 H20 118.5 . . ?
C21 C20 H20 118.5 . . ?
C22 C21 C20 118.8(3) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C21 C22 C23 120.6(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 121.6(3) . . ?
C22 C23 C28 119.8(3) . . ?
C24 C23 C28 118.6(3) . . ?
C25 C24 C23 122.0(3) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C26 119.8(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 121.1(3) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C19 C28 C27 123.4(3) . . ?
C19 C28 C23 118.8(3) . . ?
C27 C28 C23 117.8(3) . . ?
F2 B1 F3 112.0(3) . . ?
F2 B1 F4 112.0(3) . . ?
F3 B1 F4 109.9(3) . . ?
F2 B1 F1 107.9(3) . . ?
F3 B1 F1 108.2(3) . . ?
F4 B1 F1 106.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.074

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

data_compound6+AgBF4
_database_code_depnum_ccdc_archive 'CCDC 693059'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;

;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C14 H11 N3) Ag, B F4 '
_chemical_formula_sum            'C28 H22 Ag B F4 N6'
_chemical_formula_weight         637.20

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'
Ag Ag -0.8971 1.1015 '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   'P 21/c'

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                   21.7294(13)
_cell_length_b                   9.7649(6)
_cell_length_c                   12.1235(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.099(4)
_cell_angle_gamma                90.00
_cell_volume                     2546.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    21533
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      25.028

_exptl_crystal_description       fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9046
_exptl_absorpt_correction_T_max  0.9832
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;

;

_diffrn_ambient_temperature      200(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23647
_diffrn_reflns_av_R_equivalents  0.137
_diffrn_reflns_av_sigmaI/netI    0.0987
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4484
_reflns_number_gt                2424
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0693P)²+34.1016P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4484
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1629
_refine_ls_R_factor_gt           0.0909
_refine_ls_wR_factor_ref         0.2454
_refine_ls_wR_factor_gt          0.2069
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_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
Ag1 Ag 0.49845(4) 0.24732(10) 0.85320(8) 0.0416(3) Uani 1 1 d . . .
N1 N 0.5583(4) 0.4164(10) 0.8847(8) 0.042(2) Uani 1 1 d . . .
N2 N 0.4779(5) 0.5704(11) 0.8692(8) 0.049(3) Uani 1 1 d . . .
H2A H 0.4629 0.6533 0.8758 0.059 Uiso 1 1 calc R . .
H2B H 0.4528 0.5029 0.8448 0.059 Uiso 1 1 calc R . .
N3 N 0.5760(5) 0.6509(10) 0.9326(8) 0.045(2) Uani 1 1 d . . .
N4 N 0.4357(5) 0.0792(10) 0.8525(8) 0.045(2) Uani 1 1 d . . .
N5 N 0.5159(5) -0.0762(10) 0.8804(8) 0.049(3) Uani 1 1 d . . .
H5A H 0.5303 -0.1599 0.8928 0.059 Uiso 1 1 calc R . .
H5B H 0.5415 -0.0089 0.8707 0.059 Uiso 1 1 calc R . .
N6 N 0.4168(5) -0.1532(11) 0.8909(9) 0.050(3) Uani 1 1 d . . .
C1 C 0.5371(6) 0.5479(13) 0.8952(10) 0.041(3) Uiso 1 1 d . . .
C2 C 0.6376(6) 0.6247(14) 0.9549(10) 0.049(3) Uiso 1 1 d . . .
H2 H 0.6652 0.6978 0.9785 0.059 Uiso 1 1 calc R . .
C3 C 0.6619(6) 0.4946(14) 0.9445(11) 0.050(3) Uiso 1 1 d . . .
C4 C 0.6224(6) 0.3943(15) 0.9063(11) 0.055(4) Uiso 1 1 d . . .
H4 H 0.6384 0.3061 0.8936 0.066 Uiso 1 1 calc R . .
C5 C 0.7300(6) 0.4670(13) 0.9641(10) 0.042(3) Uiso 1 1 d . . .
C6 C 0.7717(7) 0.5431(15) 1.0425(12) 0.061(4) Uiso 1 1 d . . .
H6 H 0.7555 0.6120 1.0857 0.073 Uiso 1 1 calc R . .
C7 C 0.8330(7) 0.5198(16) 1.0568(12) 0.063(4) Uiso 1 1 d . . .
H7 H 0.8593 0.5718 1.1105 0.076 Uiso 1 1 calc R . .
C8 C 0.8595(7) 0.4198(15) 0.9939(12) 0.058(4) Uiso 1 1 d . . .
C9 C 0.9244(8) 0.3973(18) 1.0048(14) 0.078(5) Uiso 1 1 d . . .
H9 H 0.9523 0.4529 1.0528 0.093 Uiso 1 1 calc R . .
C10 C 0.9465(8) 0.2920(17) 0.9437(13) 0.077(5) Uiso 1 1 d . . .
H10 H 0.9898 0.2728 0.9547 0.093 Uiso 1 1 calc R . .
C11 C 0.9094(7) 0.2170(16) 0.8706(12) 0.068(4) Uiso 1 1 d . . .
H11 H 0.9267 0.1502 0.8270 0.082 Uiso 1 1 calc R . .
C12 C 0.8460(6) 0.2362(15) 0.8580(10) 0.053(3) Uiso 1 1 d . . .
H12 H 0.8198 0.1802 0.8075 0.063 Uiso 1 1 calc R . .
C13 C 0.8195(6) 0.3381(15) 0.9192(11) 0.054(3) Uiso 1 1 d . . .
C14 C 0.7559(6) 0.3629(14) 0.9058(11) 0.050(3) Uiso 1 1 d . . .
H14 H 0.7291 0.3075 0.8555 0.060 Uiso 1 1 calc R . .
C15 C 0.4570(6) -0.0523(13) 0.8764(10) 0.040(3) Uiso 1 1 d . . .
C16 C 0.3557(6) -0.1277(15) 0.8812(10) 0.052(3) Uiso 1 1 d . . .
H16 H 0.3283 -0.2005 0.8929 0.062 Uiso 1 1 calc R . .
C17 C 0.3309(6) 0.0003(13) 0.8547(10) 0.043(3) Uiso 1 1 d . . .
C18 C 0.3757(6) 0.0989(14) 0.8391(10) 0.044(3) Uiso 1 1 d . . .
H18 H 0.3611 0.1878 0.8169 0.053 Uiso 1 1 calc R . .
C19 C 0.2630(6) 0.0330(14) 0.8399(11) 0.050(3) Uiso 1 1 d . . .
C20 C 0.2229(7) -0.0445(16) 0.8975(12) 0.061(4) Uiso 1 1 d . . .
H20 H 0.2391 -0.1154 0.9469 0.073 Uiso 1 1 calc R . .
C21 C 0.1609(7) -0.0169(16) 0.8819(12) 0.065(4) Uiso 1 1 d . . .
H21 H 0.1343 -0.0678 0.9223 0.078 Uiso 1 1 calc R . .
C22 C 0.1354(7) 0.0845(16) 0.8077(12) 0.064(4) Uiso 1 1 d . . .
C23 C 0.0704(8) 0.1195(18) 0.7892(14) 0.077(5) Uiso 1 1 d . . .
H23 H 0.0419 0.0696 0.8263 0.092 Uiso 1 1 calc R . .
C24 C 0.0488(8) 0.2270(18) 0.7166(13) 0.078(5) Uiso 1 1 d . . .
H24 H 0.0060 0.2512 0.7060 0.094 Uiso 1 1 calc R . .
C25 C 0.0893(8) 0.2951(18) 0.6624(14) 0.075(5) Uiso 1 1 d . . .
H25 H 0.0741 0.3651 0.6113 0.090 Uiso 1 1 calc R . .
C26 C 0.1515(6) 0.2670(15) 0.6784(11) 0.058(3) Uiso 1 1 d . . .
H26 H 0.1782 0.3176 0.6380 0.069 Uiso 1 1 calc R . .
C27 C 0.1766(6) 0.1659(15) 0.7525(11) 0.055(3) Uiso 1 1 d . . .
C28 C 0.2401(6) 0.1326(13) 0.7694(10) 0.047(3) Uiso 1 1 d . . .
H28 H 0.2677 0.1819 0.7297 0.056 Uiso 1 1 calc R . .
B1 B 0.3347(7) 0.4958(17) 0.7034(15) 0.055(4) Uani 1 1 d . . .
F1 F 0.3728(4) 0.4119(9) 0.7774(9) 0.087(3) Uani 1 1 d . . .
F2 F 0.2994(6) 0.4129(12) 0.6314(10) 0.121(4) Uani 1 1 d . . .
F3 F 0.3007(6) 0.5794(12) 0.7548(11) 0.125(4) Uani 1 1 d . . .
F4 F 0.3725(4) 0.5769(9) 0.6435(8) 0.082(3) Uani 1 1 d . . .


_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
Ag1 N1 2.103(10) . ?
Ag1 N4 2.133(10) . ?
N1 C1 1.377(15) . ?
N1 C4 1.396(16) . ?
N2 C1 1.298(15) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C1 1.351(15) . ?
N3 C2 1.352(16) . ?
N4 C18 1.305(15) . ?
N4 C15 1.381(15) . ?
N5 C15 1.294(15) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 C16 1.341(16) . ?
N6 C15 1.344(16) . ?
C2 C3 1.388(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.341(18) . ?
C3 C5 1.490(17) . ?
C4 H4 0.9500 . ?
C5 C14 1.401(17) . ?
C5 C6 1.425(18) . ?
C6 C7 1.339(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.41(2) . ?
C7 H7 0.9500 . ?
C8 C13 1.410(19) . ?
C8 C9 1.41(2) . ?
C9 C10 1.39(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.33(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.376(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.411(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(18) . ?
C14 H14 0.9500 . ?
C16 C17 1.380(18) . ?
C16 H16 0.9500 . ?
C17 C18 1.401(17) . ?
C17 C19 1.495(17) . ?
C18 H18 0.9500 . ?
C19 C28 1.344(17) . ?
C19 C20 1.411(18) . ?
C20 C21 1.361(19) . ?
C20 H20 0.9500 . ?
C21 C22 1.40(2) . ?
C21 H21 0.9500 . ?
C22 C27 1.433(19) . ?
C22 C23 1.44(2) . ?
C23 C24 1.41(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.35(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.37(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.394(19) . ?
C26 H26 0.9500 . ?
C27 C28 1.404(18) . ?
C28 H28 0.9500 . ?
B1 F3 1.32(2) . ?
B1 F2 1.348(19) . ?
B1 F1 1.398(17) . ?
B1 F4 1.412(18) . ?

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
N1 Ag1 N4 169.6(4) . . ?
C1 N1 C4 117.7(11) . . ?
C1 N1 Ag1 122.8(8) . . ?
C4 N1 Ag1 119.2(9) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C1 N3 C2 118.8(11) . . ?
C18 N4 C15 117.6(11) . . ?
C18 N4 Ag1 120.9(8) . . ?
C15 N4 Ag1 121.3(8) . . ?
C15 N5 H5A 120.0 . . ?
C15 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C16 N6 C15 120.4(11) . . ?
N2 C1 N3 120.5(12) . . ?
N2 C1 N1 118.0(11) . . ?
N3 C1 N1 121.6(11) . . ?
N3 C2 C3 122.3(12) . . ?
N3 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C4 C3 C2 117.8(13) . . ?
C4 C3 C5 119.7(12) . . ?
C2 C3 C5 122.2(12) . . ?
C3 C4 N1 121.7(13) . . ?
C3 C4 H4 119.2 . . ?
N1 C4 H4 119.2 . . ?
C14 C5 C6 116.9(12) . . ?
C14 C5 C3 120.8(12) . . ?
C6 C5 C3 122.4(12) . . ?
C7 C6 C5 121.7(14) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 121.5(15) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C7 C8 C13 118.5(13) . . ?
C7 C8 C9 122.3(14) . . ?
C13 C8 C9 119.1(14) . . ?
C10 C9 C8 118.7(16) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C11 C10 C9 122.6(17) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C10 C11 C12 120.1(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C13 120.9(14) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C8 119.2(13) . . ?
C14 C13 C12 122.3(13) . . ?
C8 C13 C12 118.5(13) . . ?
C13 C14 C5 122.1(13) . . ?
C13 C14 H14 119.0 . . ?
C5 C14 H14 119.0 . . ?
N5 C15 N6 121.3(12) . . ?
N5 C15 N4 118.4(11) . . ?
N6 C15 N4 120.3(11) . . ?
N6 C16 C17 122.5(13) . . ?
N6 C16 H16 118.7 . . ?
C17 C16 H16 118.7 . . ?
C16 C17 C18 113.5(11) . . ?
C16 C17 C19 124.5(12) . . ?
C18 C17 C19 122.0(12) . . ?
N4 C18 C17 125.6(12) . . ?
N4 C18 H18 117.2 . . ?
C17 C18 H18 117.2 . . ?
C28 C19 C20 120.2(13) . . ?
C28 C19 C17 120.1(12) . . ?
C20 C19 C17 119.6(12) . . ?
C21 C20 C19 119.6(14) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 121.7(15) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C27 118.4(14) . . ?
C21 C22 C23 124.1(15) . . ?
C27 C22 C23 117.4(14) . . ?
C24 C23 C22 120.6(16) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C25 C24 C23 119.3(17) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 122.2(17) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C27 121.6(14) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C28 123.1(13) . . ?
C26 C27 C22 118.7(13) . . ?
C28 C27 C22 118.0(13) . . ?
C19 C28 C27 121.9(13) . . ?
C19 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
F3 B1 F2 111.9(14) . . ?
F3 B1 F1 112.4(15) . . ?
F2 B1 F1 107.2(13) . . ?
F3 B1 F4 107.5(13) . . ?
F2 B1 F4 108.8(15) . . ?
F1 B1 F4 108.9(11) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.407
_refine_diff_density_min         -1.392
_refine_diff_density_rms         0.148

#===END



