Supplementary Material (ESI) for Dalton Transactions
This journal is (c) The Royal Society of Chemistry 2002

data_global

_journal_coden_Cambridge      186


loop_
_publ_author_name
'Mark Fox' 
'Elena S. Alekseyeva'
'A. Batsanov' 
'Lynn A. Boyd' 
'Thomas G. Hibbert' 
'Judith A. K. Howard'
'J. MacBride' 
'Angus Mackinnon' 
'K. Wade' 

_publ_contact_author_name     	'Dr Mark Fox'  
_publ_contact_author_address 
;
Dept of Chemistry 
Durham University 
South Road 
Durham 
Durham 
DH1 3LE 
UNITED KINGDOM 
;

_publ_contact_author_email       'M.A.FOX@DURHAM.AC.UK'

_publ_requested_journal       'Dalton Transactions'


_publ_section_title		
;
Intra- and inter-molecular carboranyl C-HN hydrogen
bonds in pyridyl-containing ortho-carboranes
;



#=============================================================END

data_1
_database_code_CSD                  162846

_journal_coden_Cambridge      186


loop_
_publ_author_name
'Mark Fox' 
'Elena S. Alekseyeva'
'A. Batsanov' 
'Lynn A. Boyd' 
'Thomas G. Hibbert' 
'Judith A. K. Howard'
'J. MacBride' 
'Angus Mackinnon' 
'K. Wade' 

_publ_contact_author_name     	'Dr Mark Fox'  
_publ_contact_author_address 
;
Dept of Chemistry 
Durham University 
South Road 
Durham 
Durham 
DH1 3LE 
UNITED KINGDOM 
;

_publ_contact_author_email       'M.A.FOX@DURHAM.AC.UK'

_publ_requested_journal       'Dalton Transactions'


_publ_section_title		
;
Intra- and inter-molecular carboranyl C-HN hydrogen
bonds in pyridyl-containing ortho-carboranes
;

_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
1-(2-pyridyl)-orthocarborane
;
_chemical_name_common             ?
_chemical_melting_point           '104--105\% C'
_chemical_formula_moiety          ?
_chemical_formula_sum
'C7 H15 B10 N'
_chemical_formula_weight          221.30

_ccdc_compound_id                  '1'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C'  'C'   0.0181   0.0091
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H'  'H'   0.0000   0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'B'  'B'   0.0090   0.0039
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'N'  'N'   0.0311   0.0180
'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 1 21/n  1'

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

_cell_length_a                    7.057(3)
_cell_length_b                    18.029(3)
_cell_length_c                    9.899(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  92.54(4)
_cell_angle_gamma                 90.00
_cell_volume                      1258.2(8)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     24
_cell_measurement_theta_min       15.0
_cell_measurement_theta_max       29.0

_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.4
_exptl_crystal_size_mid           0.3
_exptl_crystal_size_min           0.2
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.168
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              456
_exptl_absorpt_coefficient_mu     0.390
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Rigaku AFC6S 4-circle diffractometer'
_diffrn_measurement_method        '2\q/\w scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          3
_diffrn_standards_interval_count  150
_diffrn_standards_interval_time   .
_diffrn_standards_decay_%         0
_diffrn_reflns_number             1984
_diffrn_reflns_av_R_equivalents   0.0284
_diffrn_reflns_av_sigmaI/netI     0.0694
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        22
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          4.91
_diffrn_reflns_theta_max          73.65
_reflns_number_total              1780
_reflns_number_gt                 1128
_reflns_threshold_expression      I>2\s(I)

_computing_data_collection        'AFC (MSC, 1989)'
_computing_cell_refinement        'AFC (MSC, 1989)'
_computing_data_reduction         'TEXSAN (MSC, 1990)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     SHELXTL
_computing_publication_material   SHELXTL

_refine_special_details
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. 
H(2) - refall, other H - constr (riding).
;

_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'calc w==1/[\s^2^(Fo^2^)+(0.0664P)^2^+0.4393P] where P==(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    difmap 
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.0054(7)
_refine_ls_extinction_expression
'Fc^*^==kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_number_reflns          1780
_refine_ls_number_parameters      168
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1051
_refine_ls_R_factor_gt            0.0468
_refine_ls_wR_factor_ref          0.1361
_refine_ls_wR_factor_gt           0.1167
_refine_ls_goodness_of_fit_ref    0.982
_refine_ls_restrained_S_all       0.982
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2223(3) 0.11035(12) 0.0397(2) 0.0315(6) Uani 1 1 d . . .
C1 C 0.2758(4) 0.11033(12) 0.2811(2) 0.0234(6) Uani 1 1 d . . .
C2 C 0.2240(4) 0.19849(13) 0.2741(3) 0.0277(7) Uani 1 1 d . . .
H2 H 0.174(3) 0.2159(14) 0.186(3) 0.030(7) Uiso 1 1 d . . .
C12 C 0.2561(4) 0.06829(14) 0.1490(2) 0.0247(6) Uani 1 1 d . . .
C13 C 0.2772(4) -0.00782(14) 0.1450(3) 0.0327(7) Uani 1 1 d . . .
H13 H 0.2996 -0.0356 0.2256 0.039 Uiso 1 1 calc R . .
C14 C 0.2647(4) -0.04239(15) 0.0201(3) 0.0402(8) Uani 1 1 d . . .
H14 H 0.2788 -0.0946 0.0133 0.048 Uiso 1 1 calc R . .
C15 C 0.2316(4) -0.00001(17) -0.0939(3) 0.0399(8) Uani 1 1 d . . .
H15 H 0.2230 -0.0224 -0.1808 0.048 Uiso 1 1 calc R . .
C16 C 0.2111(4) 0.07529(17) -0.0801(3) 0.0382(8) Uani 1 1 d . . .
H16 H 0.1877 0.1041 -0.1594 0.046 Uiso 1 1 calc R . .
B3 B 0.4573(5) 0.17422(16) 0.2893(3) 0.0312(8) Uani 1 1 d . . .
H3 H 0.5634 0.1819 0.2096 0.037 Uiso 1 1 calc R . .
B4 B 0.4578(5) 0.09511(18) 0.3953(3) 0.0323(8) Uani 1 1 d . . .
H4 H 0.5658 0.0500 0.3868 0.039 Uiso 1 1 calc R . .
B5 B 0.2199(5) 0.07445(17) 0.4329(3) 0.0340(8) Uani 1 1 d . . .
H5 H 0.1719 0.0160 0.4488 0.041 Uiso 1 1 calc R . .
B6 B 0.0686(5) 0.14064(16) 0.3512(3) 0.0285(7) Uani 1 1 d . . .
H6 H -0.0784 0.1266 0.3121 0.034 Uiso 1 1 calc R . .
B7 B 0.3658(5) 0.25000(18) 0.3791(3) 0.0385(9) Uani 1 1 d . . .
H7 H 0.4122 0.3082 0.3590 0.046 Uiso 1 1 calc R . .
B8 B 0.5162(5) 0.1843(2) 0.4624(3) 0.0413(9) Uani 1 1 d . . .
H8 H 0.6638 0.1987 0.4998 0.050 Uiso 1 1 calc R . .
B9 B 0.3699(5) 0.1228(2) 0.5520(3) 0.0415(9) Uani 1 1 d . . .
H9 H 0.4215 0.0965 0.6493 0.050 Uiso 1 1 calc R . .
B10 B 0.1294(5) 0.15050(18) 0.5251(3) 0.0353(8) Uani 1 1 d . . .
H10 H 0.0222 0.1426 0.6039 0.042 Uiso 1 1 calc R . .
B11 B 0.1272(5) 0.22965(17) 0.4173(3) 0.0330(8) Uani 1 1 d . . .
H11 H 0.0176 0.2744 0.4222 0.040 Uiso 1 1 calc R . .
B12 B 0.3129(5) 0.2187(2) 0.5427(3) 0.0391(9) Uani 1 1 d . . .
H12 H 0.3261 0.2560 0.6331 0.047 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0350(15) 0.0374(13) 0.0219(11) -0.0024(9) 0.0005(10) 0.0032(10)
C1 0.0264(15) 0.0210(12) 0.0227(12) 0.0020(10) 0.0017(11) 0.0023(11)
C2 0.0344(17) 0.0238(13) 0.0246(13) -0.0006(11) -0.0022(12) 0.0014(12)
C12 0.0216(16) 0.0271(13) 0.0255(13) -0.0018(11) 0.0031(11) -0.0022(11)
C13 0.0307(17) 0.0272(14) 0.0406(16) -0.0001(12) 0.0044(13) -0.0003(12)
C14 0.0376(19) 0.0317(15) 0.0522(18) -0.0186(14) 0.0108(14) -0.0068(13)
C15 0.0323(18) 0.0510(19) 0.0368(16) -0.0240(14) 0.0059(13) -0.0081(15)
C16 0.0344(18) 0.056(2) 0.0238(13) -0.0059(13) 0.0008(12) 0.0042(15)
B3 0.0300(19) 0.0317(17) 0.0320(16) -0.0080(13) 0.0008(14) -0.0063(14)
B4 0.031(2) 0.0417(17) 0.0241(15) -0.0024(14) -0.0022(14) 0.0103(15)
B5 0.042(2) 0.0358(18) 0.0255(15) 0.0057(13) 0.0100(14) 0.0068(15)
B6 0.0275(19) 0.0319(16) 0.0263(15) -0.0049(12) 0.0045(13) 0.0028(13)
B7 0.038(2) 0.0353(18) 0.0425(19) -0.0168(15) 0.0042(16) -0.0073(15)
B8 0.030(2) 0.058(2) 0.0362(18) -0.0178(16) -0.0023(16) -0.0017(17)
B9 0.042(2) 0.059(2) 0.0238(15) -0.0035(15) -0.0009(15) 0.0180(18)
B10 0.036(2) 0.0456(19) 0.0248(15) -0.0041(14) 0.0040(14) 0.0051(16)
B11 0.034(2) 0.0333(17) 0.0316(16) -0.0113(13) -0.0019(15) 0.0049(15)
B12 0.034(2) 0.052(2) 0.0308(17) -0.0166(15) -0.0039(16) 0.0072(17)

_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 C12 1.335(3) . ?
N1 C16 1.342(3) . ?
C12 C13 1.381(4) . ?
C12 C1 1.513(3) . ?
C13 C14 1.384(4) . ?
C14 C15 1.374(4) . ?
C1 C2 1.632(3) . ?
C1 B4 1.695(4) . ?
C1 B5 1.699(4) . ?
C1 B3 1.722(4) . ?
C1 B6 1.734(4) . ?
C16 C15 1.373(4) . ?
C2 B7 1.689(4) . ?
C2 B11 1.696(4) . ?
C2 B3 1.704(4) . ?
C2 B6 1.717(4) . ?
B6 B10 1.765(4) . ?
B6 B5 1.773(4) . ?
B6 B11 1.775(4) . ?
B3 B8 1.755(4) . ?
B3 B7 1.767(4) . ?
B3 B4 1.770(4) . ?
B12 B7 1.771(5) . ?
B12 B9 1.776(5) . ?
B12 B11 1.776(4) . ?
B12 B8 1.782(5) . ?
B12 B10 1.789(5) . ?
B4 B9 1.768(4) . ?
B4 B5 1.775(5) . ?
B4 B8 1.782(5) . ?
B8 B7 1.770(5) . ?
B8 B9 1.778(5) . ?
B11 B7 1.781(5) . ?
B11 B10 1.782(4) . ?
B9 B10 1.778(5) . ?
B9 B5 1.778(5) . ?
B10 B5 1.781(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
C12 N1 C16 116.7(2) . . ?
N1 C12 C13 123.8(2) . . ?
N1 C12 C1 115.0(2) . . ?
C13 C12 C1 121.1(2) . . ?
C12 C13 C14 118.1(3) . . ?
C15 C14 C13 119.0(3) . . ?
C12 C1 C2 116.1(2) . . ?
C12 C1 B4 122.2(2) . . ?
C2 C1 B4 110.4(2) . . ?
C12 C1 B5 123.9(2) . . ?
C2 C1 B5 110.38(19) . . ?
B4 C1 B5 63.08(18) . . ?
C12 C1 B3 114.6(2) . . ?
C2 C1 B3 61.01(16) . . ?
B4 C1 B3 62.42(17) . . ?
B5 C1 B3 114.5(2) . . ?
C12 C1 B6 117.2(2) . . ?
C2 C1 B6 61.23(15) . . ?
B4 C1 B6 114.3(2) . . ?
B5 C1 B6 62.17(17) . . ?
B3 C1 B6 114.15(19) . . ?
N1 C16 C15 123.5(3) . . ?
C16 C15 C14 118.9(3) . . ?
C1 C2 B7 112.6(2) . . ?
C1 C2 B11 112.6(2) . . ?
B7 C2 B11 63.48(18) . . ?
C1 C2 B3 62.10(16) . . ?
B7 C2 B3 62.78(18) . . ?
B11 C2 B3 115.8(2) . . ?
C1 C2 B6 62.34(16) . . ?
B7 C2 B6 115.7(2) . . ?
B11 C2 B6 62.67(17) . . ?
B3 C2 B6 116.0(2) . . ?
C2 B6 C1 56.43(15) . . ?
C2 B6 B10 103.9(2) . . ?
C1 B6 B10 104.4(2) . . ?
C2 B6 B5 103.2(2) . . ?
C1 B6 B5 57.92(16) . . ?
B10 B6 B5 60.46(17) . . ?
C2 B6 B11 58.09(16) . . ?
C1 B6 B11 104.2(2) . . ?
B10 B6 B11 60.46(17) . . ?
B5 B6 B11 108.3(2) . . ?
C2 B3 C1 56.88(15) . . ?
C2 B3 B8 104.2(2) . . ?
C1 B3 B8 105.0(2) . . ?
C2 B3 B7 58.18(17) . . ?
C1 B3 B7 104.7(2) . . ?
B8 B3 B7 60.32(19) . . ?
C2 B3 B4 103.6(2) . . ?
C1 B3 B4 58.04(16) . . ?
B8 B3 B4 60.71(18) . . ?
B7 B3 B4 108.4(2) . . ?
B7 B12 B9 107.5(2) . . ?
B7 B12 B11 60.28(18) . . ?
B9 B12 B11 107.6(2) . . ?
B7 B12 B8 59.76(19) . . ?
B9 B12 B8 60.0(2) . . ?
B11 B12 B8 108.1(2) . . ?
B7 B12 B10 108.1(2) . . ?
B9 B12 B10 59.8(2) . . ?
B11 B12 B10 59.99(19) . . ?
B8 B12 B10 108.1(2) . . ?
C1 B4 B9 104.7(2) . . ?
C1 B4 B3 59.54(16) . . ?
B9 B4 B3 107.5(2) . . ?
C1 B4 B5 58.57(16) . . ?
B9 B4 B5 60.23(19) . . ?
B3 B4 B5 108.5(2) . . ?
C1 B4 B8 105.0(2) . . ?
B9 B4 B8 60.1(2) . . ?
B3 B4 B8 59.21(18) . . ?
B5 B4 B8 108.5(2) . . ?
B3 B8 B7 60.19(18) . . ?
B3 B8 B9 107.7(2) . . ?
B7 B8 B9 107.5(2) . . ?
B3 B8 B4 60.07(17) . . ?
B7 B8 B4 107.8(2) . . ?
B9 B8 B4 59.55(19) . . ?
B3 B8 B12 108.1(2) . . ?
B7 B8 B12 59.80(19) . . ?
B9 B8 B12 59.9(2) . . ?
B4 B8 B12 107.6(2) . . ?
C2 B11 B6 59.24(16) . . ?
C2 B11 B12 103.6(2) . . ?
B6 B11 B12 108.0(2) . . ?
C2 B11 B7 58.07(17) . . ?
B6 B11 B7 108.4(2) . . ?
B12 B11 B7 59.72(19) . . ?
C2 B11 B10 104.0(2) . . ?
B6 B11 B10 59.49(17) . . ?
B12 B11 B10 60.36(19) . . ?
B7 B11 B10 108.0(2) . . ?
B4 B9 B12 108.5(2) . . ?
B4 B9 B10 108.5(2) . . ?
B12 B9 B10 60.44(18) . . ?
B4 B9 B8 60.33(19) . . ?
B12 B9 B8 60.2(2) . . ?
B10 B9 B8 108.8(2) . . ?
B4 B9 B5 60.08(18) . . ?
B12 B9 B5 108.4(2) . . ?
B10 B9 B5 60.12(18) . . ?
B8 B9 B5 108.5(2) . . ?
B6 B10 B9 107.9(2) . . ?
B6 B10 B5 59.99(17) . . ?
B9 B10 B5 59.93(19) . . ?
B6 B10 B11 60.05(17) . . ?
B9 B10 B11 107.3(2) . . ?
B5 B10 B11 107.7(2) . . ?
B6 B10 B12 107.9(2) . . ?
B9 B10 B12 59.7(2) . . ?
B5 B10 B12 107.7(2) . . ?
B11 B10 B12 59.65(18) . . ?
C2 B7 B3 59.03(16) . . ?
C2 B7 B8 104.2(2) . . ?
B3 B7 B8 59.49(18) . . ?
C2 B7 B12 104.1(2) . . ?
B3 B7 B12 108.1(2) . . ?
B8 B7 B12 60.44(19) . . ?
C2 B7 B11 58.45(16) . . ?
B3 B7 B11 108.5(2) . . ?
B8 B7 B11 108.4(2) . . ?
B12 B7 B11 60.01(18) . . ?
C1 B5 B6 59.91(16) . . ?
C1 B5 B4 58.35(16) . . ?
B6 B5 B4 108.6(2) . . ?
C1 B5 B9 104.2(2) . . ?
B6 B5 B9 107.5(2) . . ?
B4 B5 B9 59.69(18) . . ?
C1 B5 B10 105.2(2) . . ?
B6 B5 B10 59.55(17) . . ?
B4 B5 B10 108.1(2) . . ?
B9 B5 B10 59.94(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C12 C1 C2 8.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 N1  0.98(2) 2.42(2) 2.812(3) 103.2(17) .

_diffrn_measured_fraction_theta_max    0.700
_diffrn_reflns_theta_full              73.65
_diffrn_measured_fraction_theta_full   0.700
_refine_diff_density_max    0.178
_refine_diff_density_min   -0.189
_refine_diff_density_rms    0.040

#===========================================================================
#=====================END

data_2
_database_code_CSD                  162847

_journal_coden_Cambridge      186


loop_
_publ_author_name
'Mark Fox' 
'Elena S. Alekseyeva'
'A. Batsanov' 
'Lynn A. Boyd' 
'Thomas G. Hibbert' 
'Judith A. K. Howard'
'J. MacBride' 
'Angus Mackinnon' 
'K. Wade' 

_publ_contact_author_name     	'Dr Mark Fox'  
_publ_contact_author_address 
;
Dept of Chemistry 
Durham University 
South Road 
Durham 
Durham 
DH1 3LE 
UNITED KINGDOM 
;

_publ_contact_author_email       'M.A.FOX@DURHAM.AC.UK'

_publ_requested_journal       'Dalton Transactions'


_publ_section_title		
;
Intra- and inter-molecular carboranyl C-HN hydrogen
bonds in pyridyl-containing ortho-carboranes
;

_audit_creation_method            SHELXL-97
_chemical_name_systematic
; 1-(2-picolyl)-orthocarborane 
;
_chemical_name_common             ?
_chemical_melting_point           '79.5--80.0\% C'
_chemical_formula_moiety          ?
_chemical_formula_sum
'C8 H17 B10 N'
_chemical_formula_weight          235.33

_ccdc_compound_id                  '2'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C'  'C'   0.0181   0.0091
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H'  'H'   0.0000   0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'B'  'B'   0.0090   0.0039
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'N'  'N'   0.0311   0.0180
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P2/c

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

_cell_length_a                    8.887(1)
_cell_length_b                    7.170(2)
_cell_length_c                    21.945(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.22(1)
_cell_angle_gamma                 90.00
_cell_volume                      1398.3(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used     25
_cell_measurement_theta_min       20
_cell_measurement_theta_max       24

_exptl_crystal_description        block
_exptl_crystal_colour             'white opaque'
_exptl_crystal_size_max           0.5
_exptl_crystal_size_mid           0.3
_exptl_crystal_size_min           0.2
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.118
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              488
_exptl_absorpt_coefficient_mu     0.377
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details   
'variation of \y-scans insignificant'

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Rigaku AFC6S 4-circle diffractometer'
_diffrn_measurement_method        '2\q/\w scans'
_diffrn_standards_number          3
_diffrn_standards_interval_count  150
_diffrn_standards_interval_time   .
_diffrn_standards_decay_%         0
_diffrn_reflns_number             2742
_diffrn_reflns_av_R_equivalents   0.0232
_diffrn_reflns_av_sigmaI/netI     0.0602
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -27
_diffrn_reflns_limit_l_max        27
_diffrn_reflns_theta_min          4.03
_diffrn_reflns_theta_max          74.99
_reflns_number_total              2598
_reflns_number_gt                 1335
_reflns_threshold_expression      I>2\s(I)

_computing_data_collection        'AFC (MSC, 1989)'
_computing_cell_refinement        'AFC (MSC, 1989)'
_computing_data_reduction         'TEXSAN (MSC, 1990)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     SHELXTL
_computing_publication_material   SHELXTL

_refine_special_details
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and=

goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is=

not relevant to the choice of reflections for refinement.
H(2) - refall, other H - constr (riding). 
;

_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details
'calc w==1/[\s^2^(Fo^2^)+(0.0794P)^2^+0.2947P] where P==(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.0047(7)
_refine_ls_extinction_expression
'Fc^*^==kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_number_reflns          2598
_refine_ls_number_parameters      177
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1335
_refine_ls_R_factor_gt            0.0564
_refine_ls_wR_factor_ref          0.1835
_refine_ls_wR_factor_gt           0.1506
_refine_ls_goodness_of_fit_ref    1.030
_refine_ls_restrained_S_all       1.030
_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 0.6435(3) 0.0942(4) 0.30949(11) 0.0643(7) Uani 1 1 d . . .
C1 C 0.4258(3) 0.3591(4) 0.38270(11) 0.0478(6) Uani 1 1 d . . .
C2 C 0.3249(3) 0.2855(4) 0.32581(13) 0.0602(8) Uani 1 1 d . . .
H2 H 0.372(4) 0.222(5) 0.2915(16) 0.110(13) Uiso 1 1 d . . .
C11 C 0.5976(3) 0.3372(4) 0.38248(15) 0.0676(9) Uani 1 1 d . . .
H111 H 0.6385 0.4257 0.3535 0.088 Uiso 1 1 d R . .
H112 H 0.6352 0.3720 0.4225 0.088 Uiso 1 1 d R . .
C12 C 0.6590(3) 0.1479(4) 0.36726(13) 0.0526(7) Uani 1 1 d . . .
C13 C 0.7327(3) 0.0403(5) 0.40961(13) 0.0671(9) Uani 1 1 d . . .
H13 H 0.7406 0.0803 0.4498 0.080 Uiso 1 1 d R . .
C14 C 0.7944(3) -0.1269(5) 0.39221(16) 0.0780(10) Uani 1 1 d . . .
H14 H 0.8455 -0.2009 0.4203 0.094 Uiso 1 1 d R . .
C15 C 0.7797(4) -0.1823(5) 0.33337(17) 0.0738(9) Uani 1 1 d . . .
H15 H 0.8210 -0.2944 0.3201 0.089 Uiso 1 1 d R . .
C16 C 0.7031(4) -0.0697(5) 0.29436(15) 0.0734(9) Uani 1 1 d . . .
H16 H 0.6915 -0.1098 0.2543 0.088 Uiso 1 1 d R . .
B3 B 0.3140(4) 0.1663(5) 0.39182(18) 0.0685(10) Uani 1 1 d . . .
H3 H 0.3571 0.0242 0.3991 0.082 Uiso 1 1 d R . .
B4 B 0.3261(4) 0.3403(7) 0.44769(16) 0.0800(12) Uani 1 1 d . . .
H4 H 0.3761 0.3120 0.4927 0.096 Uiso 1 1 d R . .
B5 B 0.3518(4) 0.5560(5) 0.41133(18) 0.0719(11) Uani 1 1 d . . .
H5 H 0.4185 0.6681 0.4324 0.086 Uiso 1 1 d R . .
B6 B 0.3532(4) 0.5185(5) 0.33300(18) 0.0698(11) Uani 1 1 d . . .
H6 H 0.4210 0.6050 0.3021 0.084 Uiso 1 1 d R . .
B7 B 0.1525(4) 0.2095(5) 0.34751(17) 0.0642(9) Uani 1 1 d . . .
H7 H 0.0890 0.0956 0.3258 0.077 Uiso 1 1 d R . .
B8 B 0.1491(4) 0.2480(6) 0.42631(17) 0.0768(12) Uani 1 1 d . . .
H8 H 0.0824 0.1599 0.4571 0.092 Uiso 1 1 d R . .
B9 B 0.1719(4) 0.4908(7) 0.4380(2) 0.0969(16) Uani 1 1 d . . .
H9 H 0.1190 0.5626 0.4767 0.116 Uiso 1 1 d R . .
B10 B 0.1900(4) 0.5993(6) 0.3667(2) 0.0928(15) Uani 1 1 d . . .
H10 H 0.1491 0.7417 0.3581 0.111 Uiso 1 1 d R . .
B11 B 0.1774(4) 0.4251(6) 0.31107(18) 0.0792(12) Uani 1 1 d . . .
H11 H 0.1297 0.4503 0.2655 0.095 Uiso 1 1 d R . .
B12 B 0.0649(4) 0.4097(5) 0.37680(18) 0.0735(11) Uani 1 1 d . . .
H12 H -0.0579 0.4283 0.3752 0.088 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0648(14) 0.0632(17) 0.0649(15) 0.0050(13) -0.0033(12) 0.0133(13)
C1 0.0435(12) 0.0485(15) 0.0512(14) -0.0059(12) -0.0033(10) -0.0027(11)
C2 0.0501(15) 0.077(2) 0.0537(16) -0.0138(16) -0.0023(12) -0.0083(15)
C11 0.0426(13) 0.0572(18) 0.103(2) -0.0123(17) -0.0064(14) -0.0008(13)
C12 0.0346(11) 0.0587(17) 0.0644(16) 0.0020(14) -0.0019(11) -0.0010(12)
C13 0.0546(15) 0.086(2) 0.0606(17) 0.0034(16) -0.0068(13) 0.0097(16)
C14 0.0649(19) 0.084(3) 0.085(2) 0.025(2) -0.0025(17) 0.0194(18)
C15 0.0656(18) 0.060(2) 0.096(2) 0.0075(19) 0.0102(18) 0.0143(16)
C16 0.076(2) 0.075(2) 0.0693(19) -0.0058(18) 0.0008(16) 0.0124(19)
B3 0.0524(18) 0.050(2) 0.103(3) 0.018(2) -0.0117(18) -0.0073(16)
B4 0.065(2) 0.124(4) 0.0512(19) 0.007(2) -0.0039(16) -0.020(2)
B5 0.0549(18) 0.065(2) 0.096(3) -0.029(2) 0.0064(18) -0.0035(18)
B6 0.0548(19) 0.069(3) 0.086(2) 0.032(2) -0.0058(17) -0.0075(17)
B7 0.0437(16) 0.067(2) 0.081(2) -0.003(2) -0.0068(15) -0.0105(16)
B8 0.0535(19) 0.104(3) 0.073(2) 0.024(2) 0.0085(17) -0.016(2)
B9 0.059(2) 0.119(4) 0.113(3) -0.053(3) 0.030(2) -0.009(2)
B10 0.0415(17) 0.057(3) 0.180(5) 0.013(3) 0.001(2) 0.0053(17)
B11 0.0534(18) 0.099(3) 0.085(3) 0.035(2) -0.0226(18) -0.010(2)
B12 0.0436(16) 0.068(2) 0.109(3) 0.002(2) 0.0029(18) 0.0046(16)

_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 C16 1.331(4) . ?
N1 C12 1.332(3) . ?
C1 C11 1.535(3) . ?
C1 C2 1.622(4) . ?
C1 B5 1.681(4) . ?
C1 B4 1.687(4) . ?
C1 B6 1.705(4) . ?
C1 B3 1.714(4) . ?
C2 B11 1.680(5) . ?
C2 B3 1.685(5) . ?
C2 B7 1.696(4) . ?
C2 B6 1.696(5) . ?
C11 C12 1.501(4) . ?
C12 C13 1.372(4) . ?
C13 C14 1.374(4) . ?
C14 C15 1.357(4) . ?
C15 C16 1.358(4) . ?
B3 B4 1.752(6) . ?
B3 B8 1.753(5) . ?
B3 B7 1.758(5) . ?
B4 B5 1.756(6) . ?
B4 B9 1.757(6) . ?
B4 B8 1.768(5) . ?
B5 B6 1.740(5) . ?
B5 B10 1.764(6) . ?
B5 B9 1.767(5) . ?
B6 B10 1.730(5) . ?
B6 B11 1.765(5) . ?
B7 B8 1.752(5) . ?
B7 B11 1.754(5) . ?
B7 B12 1.756(5) . ?
B8 B12 1.755(5) . ?
B8 B9 1.772(6) . ?
B9 B12 1.742(6) . ?
B9 B10 1.756(7) . ?
B10 B11 1.750(6) . ?
B10 B12 1.771(5) . ?
B11 B12 1.762(5) . ?

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
C16 N1 C12 116.9(3) . . ?
C11 C1 C2 120.7(2) . . ?
C11 C1 B5 118.5(2) . . ?
C2 C1 B5 110.2(2) . . ?
C11 C1 B4 121.3(2) . . ?
C2 C1 B4 109.5(2) . . ?
B5 C1 B4 62.8(2) . . ?
C11 C1 B6 116.1(2) . . ?
C2 C1 B6 61.3(2) . . ?
B5 C1 B6 61.8(2) . . ?
B4 C1 B6 113.3(3) . . ?
C11 C1 B3 119.7(2) . . ?
C2 C1 B3 60.60(19) . . ?
B5 C1 B3 113.9(2) . . ?
B4 C1 B3 62.0(2) . . ?
B6 C1 B3 113.4(2) . . ?
C1 C2 B11 112.5(3) . . ?
C1 C2 B3 62.41(18) . . ?
B11 C2 B3 114.8(3) . . ?
C1 C2 B7 112.7(2) . . ?
B11 C2 B7 62.6(2) . . ?
B3 C2 B7 62.65(19) . . ?
C1 C2 B6 61.78(18) . . ?
B11 C2 B6 63.0(2) . . ?
B3 C2 B6 115.4(3) . . ?
B7 C2 B6 115.1(3) . . ?
C12 C11 C1 117.1(2) . . ?
N1 C12 C13 122.0(3) . . ?
N1 C12 C11 115.9(2) . . ?
C13 C12 C11 122.0(3) . . ?
C12 C13 C14 119.5(3) . . ?
C15 C14 C13 118.9(3) . . ?
C14 C15 C16 118.1(3) . . ?
N1 C16 C15 124.5(3) . . ?
C2 B3 C1 56.99(17) . . ?
C2 B3 B4 103.7(3) . . ?
C1 B3 B4 58.24(19) . . ?
C2 B3 B8 104.6(3) . . ?
C1 B3 B8 105.5(3) . . ?
B4 B3 B8 60.6(2) . . ?
C2 B3 B7 58.98(19) . . ?
C1 B3 B7 105.4(2) . . ?
B4 B3 B7 108.0(3) . . ?
B8 B3 B7 59.9(2) . . ?
C1 B4 B3 59.75(19) . . ?
C1 B4 B5 58.40(19) . . ?
B3 B4 B5 108.5(2) . . ?
C1 B4 B9 105.1(3) . . ?
B3 B4 B9 107.9(3) . . ?
B5 B4 B9 60.4(2) . . ?
C1 B4 B8 106.0(2) . . ?
B3 B4 B8 59.7(2) . . ?
B5 B4 B8 109.0(3) . . ?
B9 B4 B8 60.3(2) . . ?
C1 B5 B6 59.76(19) . . ?
C1 B5 B4 58.8(2) . . ?
B6 B5 B4 108.3(3) . . ?
C1 B5 B10 105.0(3) . . ?
B6 B5 B10 59.2(2) . . ?
B4 B5 B10 107.5(3) . . ?
C1 B5 B9 104.9(3) . . ?
B6 B5 B9 107.2(3) . . ?
B4 B5 B9 59.8(2) . . ?
B10 B5 B9 59.6(2) . . ?
C2 B6 C1 56.97(17) . . ?
C2 B6 B10 104.2(3) . . ?
C1 B6 B10 105.5(3) . . ?
C2 B6 B5 104.0(3) . . ?
C1 B6 B5 58.4(2) . . ?
B10 B6 B5 61.1(2) . . ?
C2 B6 B11 58.0(2) . . ?
C1 B6 B11 104.6(2) . . ?
B10 B6 B11 60.1(2) . . ?
B5 B6 B11 108.6(3) . . ?
C2 B7 B8 104.2(2) . . ?
C2 B7 B11 58.23(19) . . ?
B8 B7 B11 108.3(3) . . ?
C2 B7 B12 104.0(2) . . ?
B8 B7 B12 60.0(2) . . ?
B11 B7 B12 60.2(2) . . ?
C2 B7 B3 58.37(19) . . ?
B8 B7 B3 59.9(2) . . ?
B11 B7 B3 107.7(2) . . ?
B12 B7 B3 107.7(3) . . ?
B7 B8 B3 60.2(2) . . ?
B7 B8 B12 60.1(2) . . ?
B3 B8 B12 108.0(3) . . ?
B7 B8 B4 107.6(2) . . ?
B3 B8 B4 59.7(2) . . ?
B12 B8 B4 107.1(3) . . ?
B7 B8 B9 107.2(3) . . ?
B3 B8 B9 107.2(3) . . ?
B12 B8 B9 59.2(2) . . ?
B4 B8 B9 59.5(2) . . ?
B12 B9 B10 60.8(2) . . ?
B12 B9 B4 108.2(3) . . ?
B10 B9 B4 107.8(3) . . ?
B12 B9 B5 109.0(3) . . ?
B10 B9 B5 60.1(2) . . ?
B4 B9 B5 59.8(2) . . ?
B12 B9 B8 59.9(2) . . ?
B10 B9 B8 108.5(3) . . ?
B4 B9 B8 60.1(2) . . ?
B5 B9 B8 108.4(3) . . ?
B6 B10 B11 61.0(2) . . ?
B6 B10 B9 108.2(3) . . ?
B11 B10 B9 107.4(3) . . ?
B6 B10 B5 59.7(2) . . ?
B11 B10 B5 108.2(3) . . ?
B9 B10 B5 60.3(2) . . ?
B6 B10 B12 108.9(3) . . ?
B11 B10 B12 60.1(2) . . ?
B9 B10 B12 59.2(2) . . ?
B5 B10 B12 107.8(3) . . ?
C2 B11 B10 104.1(2) . . ?
C2 B11 B7 59.1(2) . . ?
B10 B11 B7 108.6(3) . . ?
C2 B11 B12 104.5(3) . . ?
B10 B11 B12 60.6(2) . . ?
B7 B11 B12 59.9(2) . . ?
C2 B11 B6 58.95(19) . . ?
B10 B11 B6 59.0(2) . . ?
B7 B11 B6 108.8(2) . . ?
B12 B11 B6 107.8(3) . . ?
B9 B12 B8 60.9(3) . . ?
B9 B12 B7 108.3(3) . . ?
B8 B12 B7 59.8(2) . . ?
B9 B12 B11 107.5(3) . . ?
B8 B12 B11 107.8(3) . . ?
B7 B12 B11 59.8(2) . . ?
B9 B12 B10 60.0(3) . . ?
B8 B12 B10 108.6(3) . . ?
B7 B12 B10 107.6(2) . . ?
B11 B12 B10 59.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C11 C12 -49.4(4) . . . . ?
C1 C11 C12 N1 70.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 N1  0.98(3) 2.40(3) 3.284(4) 150(3) 2_655

_diffrn_measured_fraction_theta_max    0.905
_diffrn_reflns_theta_full              74.99
_diffrn_measured_fraction_theta_full   0.905
_refine_diff_density_max    0.168
_refine_diff_density_min   -0.162
_refine_diff_density_rms    0.036

#===========================================================================
#=======================END




data_3 

_database_code_CSD	195131


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
1-(5'-bromo-2'-pyridyl)-ortho-carborane 
; 
_chemical_name_common             ? 
_chemical_melting_point           '137--138\% C' 
_chemical_formula_moiety          ? 
_chemical_formula_sum             'C7 H14 B10 Br N' 
_chemical_formula_weight          300.20 

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' 
'B'  'B'   0.0013   0.0007 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'N'  'N'   0.0061   0.0033 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Br'  'Br'  -0.2901   2.4595 
'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 1 21/n 1' 

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

_cell_length_a                    7.1473(14) 
_cell_length_b                    18.867(4) 
_cell_length_c                    10.082(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  91.38(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      1359.1(5) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     496 
_cell_measurement_theta_min       2.4 
_cell_measurement_theta_max       30.5 

_exptl_crystal_description        needle 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.5 
_exptl_crystal_size_mid           0.1 
_exptl_crystal_size_min           0.1 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.467 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              592 
_exptl_absorpt_coefficient_mu     2.995 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    'SADABS (G.M.Sheldrick,1996)' 

_exptl_special_details 
;
The data collection nominally covered a hemisphere 
of reciprocal space, by a combination of 4 sets of \w scans;
each set at different \f and/or 2\q angles and each
scan covering 0.3\% in \w. Crystal to 
detector distance 4.51 cm. Crystal decay was
monitored by repeating 50 initial frames at the end of data
collection and comparing duplicate reflections.
; 

_diffrn_ambient_temperature       150(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   'SMART 1K CCD area detector' 
_diffrn_measurement_method        \w 
_diffrn_detector_area_resol_mean  8 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             14930 
_diffrn_reflns_av_R_equivalents   0.0672 
_diffrn_reflns_av_sigmaI/netI     0.0616 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -25 
_diffrn_reflns_limit_k_max        25 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          2.16 
_diffrn_reflns_theta_max          29.00 
_reflns_number_total              3599 
_reflns_number_gt                 2584 
_reflns_threshold_expression      I>2\s(I) 

_computing_data_collection        'SMART (Siemens, 1995)' 
_computing_cell_refinement        'SMART (Siemens, 1995)' 
_computing_data_reduction         'SAINT (Siemens, 1995)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL (Bruker, 1997)' 
_computing_publication_material   'SHELXTL (Bruker, 1997)' 

_refine_special_details 
; 
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F^2^, conventional R-factors R are based 
on F, with F set to zero for negative F^2^. The threshold expression of 
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  
H(2) at C(2) - refall, other H atoms - 'riding' (constr). 
; 

_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'calc w=1/[\s^2^(Fo^2^)+(0.0503P)^2^+2.6357P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3599 
_refine_ls_number_parameters      176 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0832 
_refine_ls_R_factor_gt            0.0489 
_refine_ls_wR_factor_ref          0.1273 
_refine_ls_wR_factor_gt           0.1088 
_refine_ls_goodness_of_fit_ref    1.039 
_refine_ls_restrained_S_all       1.039 
_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 
Br Br 0.75917(5) 0.04432(2) 0.65278(4) 0.03062(14) Uani 1 1 d . . . 
N N 0.7612(4) -0.11407(16) 0.3709(3) 0.0205(6) Uani 1 1 d . . . 
C1 C 0.7241(5) -0.12084(17) 0.1320(3) 0.0170(7) Uani 1 1 d . . . 
C2 C 0.7733(5) -0.20548(18) 0.1439(4) 0.0213(7) Uani 1 1 d . . . 
H2 H 0.806(6) -0.217(2) 0.231(4) 0.029(11) Uiso 1 1 d . . . 
B3 B 0.5416(6) -0.1816(2) 0.1312(4) 0.0226(8) Uani 1 1 d . . . 
H3 H 0.4375 -0.1875 0.2118 0.027 Uiso 1 1 d R . . 
B4 B 0.5424(6) -0.1071(2) 0.0217(4) 0.0208(8) Uani 1 1 d . . . 
H4 H 0.4367 -0.0635 0.0296 0.025 Uiso 1 1 d R . . 
B5 B 0.7783(6) -0.0891(2) -0.0205(4) 0.0214(8) Uani 1 1 d . . . 
H5 H 0.8267 -0.0337 -0.0402 0.026 Uiso 1 1 d R . . 
B6 B 0.9273(6) -0.1519(2) 0.0620(4) 0.0228(8) Uani 1 1 d . . . 
H6 H 1.0728 -0.1384 0.0973 0.027 Uiso 1 1 d R . . 
B7 B 0.6302(6) -0.2558(2) 0.0436(5) 0.0270(9) Uani 1 1 d . . . 
H7 H 0.5831 -0.3110 0.0660 0.032 Uiso 1 1 d R . . 
B8 B 0.4818(6) -0.1936(2) -0.0391(5) 0.0258(9) Uani 1 1 d . . . 
H8 H 0.3357 -0.2071 -0.0727 0.031 Uiso 1 1 d R . . 
B9 B 0.6287(6) -0.1365(2) -0.1332(4) 0.0249(9) Uani 1 1 d . . . 
H9 H 0.5790 -0.1126 -0.2294 0.030 Uiso 1 1 d R . . 
B10 B 0.8670(6) -0.1638(2) -0.1084(4) 0.0279(9) Uani 1 1 d . . . 
H10 H 0.9733 -0.1583 -0.1876 0.033 Uiso 1 1 d R . . 
B11 B 0.8667(6) -0.2379(2) 0.0034(5) 0.0280(9) Uani 1 1 d . . . 
H11 H 0.9737 -0.2813 0.0000 0.034 Uiso 1 1 d R . . 
B12 B 0.6820(6) -0.2285(2) -0.1185(4) 0.0266(9) Uani 1 1 d . . . 
H12 H 0.6668 -0.2655 -0.2049 0.032 Uiso 1 1 d R . . 
C12 C 0.7424(5) -0.07722(18) 0.2577(3) 0.0168(7) Uani 1 1 d . . . 
C13 C 0.7325(5) -0.00420(19) 0.2524(4) 0.0222(7) Uani 1 1 d . . . 
H13 H 0.7214 0.0197 0.1696 0.027 Uiso 1 1 d R . . 
C14 C 0.7391(5) 0.03366(19) 0.3703(4) 0.0264(8) Uani 1 1 d . . . 
H14 H 0.7337 0.0840 0.3705 0.032 Uiso 1 1 d R . . 
C15 C 0.7549(5) -0.0039(2) 0.4877(4) 0.0222(7) Uani 1 1 d . . . 
C16 C 0.7674(5) -0.0776(2) 0.4849(3) 0.0233(8) Uani 1 1 d . . . 
H16 H 0.7816 -0.1025 0.5663 0.028 Uiso 1 1 d R . . 

loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 
Br 0.0259(2) 0.0397(2) 0.0263(2) -0.01692(17) 0.00292(14) -0.00317(18) 
N 0.0244(16) 0.0210(14) 0.0163(14) 0.0004(11) 0.0011(12) 0.0014(12) 
C1 0.0187(17) 0.0145(15) 0.0178(16) -0.0016(12) 0.0024(13) 0.0016(12) 
C2 0.0268(19) 0.0189(16) 0.0182(16) 0.0005(13) 0.0014(14) 0.0037(14) 
B3 0.018(2) 0.0201(19) 0.030(2) -0.0008(16) 0.0042(16) -0.0033(15) 
B4 0.019(2) 0.0207(19) 0.0222(19) 0.0011(15) -0.0063(15) 0.0032(15) 
B5 0.025(2) 0.024(2) 0.0158(18) -0.0001(15) 0.0028(15) -0.0023(16) 
B6 0.0145(19) 0.028(2) 0.026(2) -0.0017(16) 0.0019(15) 0.0038(16) 
B7 0.029(2) 0.019(2) 0.032(2) -0.0071(17) 0.0030(18) -0.0003(17) 
B8 0.017(2) 0.029(2) 0.031(2) -0.0083(18) 0.0015(17) 0.0032(17) 
B9 0.022(2) 0.034(2) 0.0190(19) -0.0031(17) -0.0006(16) 0.0027(18) 
B10 0.024(2) 0.037(2) 0.024(2) -0.0072(18) 0.0028(17) 0.0049(18) 
B11 0.023(2) 0.028(2) 0.033(2) -0.0091(18) -0.0010(18) 0.0089(17) 
B12 0.025(2) 0.028(2) 0.026(2) -0.0105(17) -0.0003(17) 0.0034(17) 
C12 0.0143(16) 0.0206(16) 0.0155(15) -0.0007(13) -0.0003(12) 0.0009(13) 
C13 0.0254(19) 0.0196(17) 0.0213(17) 0.0009(13) -0.0046(14) 0.0009(14) 
C14 0.0243(19) 0.0194(18) 0.035(2) -0.0073(15) -0.0060(16) 0.0017(15) 
C15 0.0149(17) 0.031(2) 0.0204(17) -0.0089(14) 0.0016(13) 0.0001(14) 
C16 0.0235(19) 0.0284(19) 0.0181(16) -0.0010(14) 0.0018(14) -0.0011(15) 

_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 
Br C15 1.896(3) . ? 
N C16 1.339(4) . ? 
N C12 1.341(4) . ? 
C1 C12 1.514(4) . ? 
C1 C2 1.639(5) . ? 
C1 B5 1.703(5) . ? 
C1 B4 1.709(5) . ? 
C1 B6 1.731(5) . ? 
C1 B3 1.736(5) . ? 
C2 B11 1.695(6) . ? 
C2 B7 1.709(6) . ? 
C2 B3 1.718(6) . ? 
C2 B6 1.721(6) . ? 
B3 B8 1.774(6) . ? 
B3 B7 1.780(6) . ? 
B3 B4 1.788(6) . ? 
B4 B9 1.781(6) . ? 
B4 B5 1.782(6) . ? 
B4 B8 1.793(6) . ? 
B5 B9 1.782(6) . ? 
B5 B6 1.785(6) . ? 
B5 B10 1.789(6) . ? 
B6 B10 1.776(6) . ? 
B6 B11 1.778(6) . ? 
B7 B12 1.761(7) . ? 
B7 B8 1.775(6) . ? 
B7 B11 1.780(7) . ? 
B8 B12 1.783(6) . ? 
B8 B9 1.792(6) . ? 
B9 B12 1.783(6) . ? 
B9 B10 1.791(6) . ? 
B10 B11 1.796(7) . ? 
B10 B12 1.800(7) . ? 
B11 B12 1.791(6) . ? 
C12 C13 1.380(5) . ? 
C13 C14 1.386(5) . ? 
C14 C15 1.382(5) . ? 
C15 C16 1.393(5) . ? 

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 
C16 N C12 117.7(3) . . ? 
C12 C1 C2 117.0(3) . . ? 
C12 C1 B5 123.2(3) . . ? 
C2 C1 B5 110.9(3) . . ? 
C12 C1 B4 120.7(3) . . ? 
C2 C1 B4 110.7(3) . . ? 
B5 C1 B4 62.9(2) . . ? 
C12 C1 B6 117.9(3) . . ? 
C2 C1 B6 61.3(2) . . ? 
B5 C1 B6 62.6(2) . . ? 
B4 C1 B6 114.7(3) . . ? 
C12 C1 B3 114.3(3) . . ? 
C2 C1 B3 61.1(2) . . ? 
B5 C1 B3 114.6(3) . . ? 
B4 C1 B3 62.5(2) . . ? 
B6 C1 B3 114.4(3) . . ? 
C1 C2 B11 112.2(3) . . ? 
C1 C2 B7 111.9(3) . . ? 
B11 C2 B7 63.1(3) . . ? 
C1 C2 B3 62.2(2) . . ? 
B11 C2 B3 115.5(3) . . ? 
B7 C2 B3 62.6(2) . . ? 
C1 C2 B6 62.0(2) . . ? 
B11 C2 B6 62.7(2) . . ? 
B7 C2 B6 115.0(3) . . ? 
B3 C2 B6 115.9(3) . . ? 
C2 B3 C1 56.7(2) . . ? 
C2 B3 B8 104.3(3) . . ? 
C1 B3 B8 104.6(3) . . ? 
C2 B3 B7 58.4(2) . . ? 
C1 B3 B7 104.2(3) . . ? 
B8 B3 B7 59.9(2) . . ? 
C2 B3 B4 103.6(3) . . ? 
C1 B3 B4 58.0(2) . . ? 
B8 B3 B4 60.4(2) . . ? 
B7 B3 B4 107.8(3) . . ? 
C1 B4 B9 104.4(3) . . ? 
C1 B4 B5 58.4(2) . . ? 
B9 B4 B5 60.0(2) . . ? 
C1 B4 B3 59.5(2) . . ? 
B9 B4 B3 107.6(3) . . ? 
B5 B4 B3 108.3(3) . . ? 
C1 B4 B8 104.9(3) . . ? 
B9 B4 B8 60.2(2) . . ? 
B5 B4 B8 108.3(3) . . ? 
B3 B4 B8 59.4(2) . . ? 
C1 B5 B4 58.7(2) . . ? 
C1 B5 B9 104.6(3) . . ? 
B4 B5 B9 60.0(2) . . ? 
C1 B5 B6 59.5(2) . . ? 
B4 B5 B6 108.6(3) . . ? 
B9 B5 B6 107.8(3) . . ? 
C1 B5 B10 105.1(3) . . ? 
B4 B5 B10 108.5(3) . . ? 
B9 B5 B10 60.2(2) . . ? 
B6 B5 B10 59.6(2) . . ? 
C2 B6 C1 56.7(2) . . ? 
C2 B6 B10 104.3(3) . . ? 
C1 B6 B10 104.5(3) . . ? 
C2 B6 B11 57.9(2) . . ? 
C1 B6 B11 104.1(3) . . ? 
B10 B6 B11 60.7(3) . . ? 
C2 B6 B5 103.5(3) . . ? 
C1 B6 B5 57.9(2) . . ? 
B10 B6 B5 60.3(2) . . ? 
B11 B6 B5 108.3(3) . . ? 
C2 B7 B12 104.5(3) . . ? 
C2 B7 B8 104.7(3) . . ? 
B12 B7 B8 60.5(3) . . ? 
C2 B7 B11 58.1(2) . . ? 
B12 B7 B11 60.8(3) . . ? 
B8 B7 B11 109.1(3) . . ? 
C2 B7 B3 59.0(2) . . ? 
B12 B7 B3 108.4(3) . . ? 
B8 B7 B3 59.8(2) . . ? 
B11 B7 B3 108.4(3) . . ? 
B3 B8 B7 60.2(2) . . ? 
B3 B8 B12 107.8(3) . . ? 
B7 B8 B12 59.3(2) . . ? 
B3 B8 B9 107.8(3) . . ? 
B7 B8 B9 107.2(3) . . ? 
B12 B8 B9 59.9(3) . . ? 
B3 B8 B4 60.2(2) . . ? 
B7 B8 B4 107.8(3) . . ? 
B12 B8 B4 107.5(3) . . ? 
B9 B8 B4 59.6(2) . . ? 
B4 B9 B12 108.0(3) . . ? 
B4 B9 B5 60.0(2) . . ? 
B12 B9 B5 108.2(3) . . ? 
B4 B9 B8 60.2(2) . . ? 
B12 B9 B8 59.8(2) . . ? 
B5 B9 B8 108.3(3) . . ? 
B4 B9 B10 108.4(3) . . ? 
B12 B9 B10 60.5(3) . . ? 
B5 B9 B10 60.1(2) . . ? 
B8 B9 B10 108.7(3) . . ? 
B6 B10 B5 60.1(2) . . ? 
B6 B10 B9 107.8(3) . . ? 
B5 B10 B9 59.7(2) . . ? 
B6 B10 B11 59.7(2) . . ? 
B5 B10 B11 107.3(3) . . ? 
B9 B10 B11 107.2(3) . . ? 
B6 B10 B12 107.6(3) . . ? 
B5 B10 B12 107.1(3) . . ? 
B9 B10 B12 59.5(3) . . ? 
B11 B10 B12 59.7(3) . . ? 
C2 B11 B6 59.3(2) . . ? 
C2 B11 B7 58.8(2) . . ? 
B6 B11 B7 108.8(3) . . ? 
C2 B11 B12 103.8(3) . . ? 
B6 B11 B12 107.9(3) . . ? 
B7 B11 B12 59.1(3) . . ? 
C2 B11 B10 104.5(3) . . ? 
B6 B11 B10 59.6(2) . . ? 
B7 B11 B10 107.8(3) . . ? 
B12 B11 B10 60.3(3) . . ? 
B7 B12 B8 60.1(3) . . ? 
B7 B12 B9 108.2(3) . . ? 
B8 B12 B9 60.3(2) . . ? 
B7 B12 B11 60.2(3) . . ? 
B8 B12 B11 108.3(3) . . ? 
B9 B12 B11 107.8(3) . . ? 
B7 B12 B10 108.4(3) . . ? 
B8 B12 B10 108.7(3) . . ? 
B9 B12 B10 60.0(2) . . ? 
B11 B12 B10 60.0(3) . . ? 
N C12 C13 123.7(3) . . ? 
N C12 C1 115.8(3) . . ? 
C13 C12 C1 120.5(3) . . ? 
C12 C13 C14 118.7(3) . . ? 
C15 C14 C13 118.1(3) . . ? 
C14 C15 C16 119.8(3) . . ? 
C14 C15 Br 120.3(3) . . ? 
C16 C15 Br 119.8(3) . . ? 
N C16 C15 122.0(3) . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C2 C1 C12 N -12.6(4) . . . . ? 

loop_ 
_geom_hbond_atom_site_label_D 
_geom_hbond_atom_site_label_H 
_geom_hbond_atom_site_label_A 
_geom_hbond_distance_DH 
_geom_hbond_distance_HA 
_geom_hbond_distance_DA 
_geom_hbond_angle_DHA 
_geom_hbond_site_symmetry_A 
C2 H2 N  0.93(4) 2.43(4) 2.869(4) 109(3) . 

_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              29.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    1.643 
_refine_diff_density_min   -0.694 
_refine_diff_density_rms    0.106 

#=================================================END

data_4 

_database_code_CSD	195132


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
1-(3'-pyridyl)-ortho-carborane 
; 
_chemical_name_common             ? 
_chemical_melting_point           '129\% C' 
_chemical_formula_moiety          ? 
_chemical_formula_sum             'C7 H15 B10 N' 
_chemical_formula_weight          221.30 

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' 
'B'  'B'   0.0013   0.0007 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'N'  'N'   0.0061   0.0033 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_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                    7.239(1) 
_cell_length_b                    7.700(1) 
_cell_length_c                    11.198(2) 
_cell_angle_alpha                 100.05(1) 
_cell_angle_beta                  92.30(1) 
_cell_angle_gamma                 90.57(1) 
_cell_volume                      614.02(16) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     2878 
_cell_measurement_theta_min       1.8 
_cell_measurement_theta_max       27.5 

_exptl_crystal_description        block 
_exptl_crystal_colour             'light yellow' 
_exptl_crystal_size_max           0.4 
_exptl_crystal_size_mid           0.3 
_exptl_crystal_size_min           0.2 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.197 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              228 
_exptl_absorpt_coefficient_mu     0.057 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
;The data collection nominally covered a hemisphere 
of reciprocal space, by a combination of 4 sets of \w scans;
each set at different \f and/or 2\q angles and each
scan (30 sec exposure) covering 0.3\% in \w. Crystal to 
detector distance 4.51 cm. Crystal decay was
monitored by repeating 50 initial frames at the end of data
collection and comparing 91 duplicate reflections.
; 

_diffrn_ambient_temperature       150(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   'SMART 1K CCD area detector' 
_diffrn_measurement_method        '\w scans' 
_diffrn_detector_area_resol_mean  8 
_diffrn_standards_decay_%         0.1 
_diffrn_reflns_number             4529 
_diffrn_reflns_av_R_equivalents   0.0199 
_diffrn_reflns_av_sigmaI/netI     0.0390 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -9 
_diffrn_reflns_limit_k_max        8 
_diffrn_reflns_limit_l_min        -14 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          1.85 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              2783 
_reflns_number_gt                 2212 
_reflns_threshold_expression      I>2\s(I) 

_computing_cell_refinement        'SMART version 4.050 (Siemens, 1995)' 
_computing_cell_refinement        'SMART version 4.050 (Siemens, 1995)' 
_computing_data_reduction         'SAINT version 4.050 (Siemens, 1995)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL version 5.10 (Bruker, 1997)' 
_computing_publication_material   'SHELXTL version 5.10 (Bruker, 1997)' 

_refine_special_details 
; 
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F^2^, conventional R-factors R are based 
on F, with F set to zero for negative F^2^. The threshold expression of 
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement. 
H(2) - refall, other H - 'riding'. Refinement with all H refined gives:
average B---H 1.14 \%A and C(2)---H 0.96 \%A. 
; 

_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
'calc w=1/[\s^2^(Fo^2^)+(0.0888P)^2^+0.1172P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2783 
_refine_ls_number_parameters      167 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0621 
_refine_ls_R_factor_gt            0.0491 
_refine_ls_wR_factor_ref          0.1453 
_refine_ls_wR_factor_gt           0.1340 
_refine_ls_goodness_of_fit_ref    1.026 
_refine_ls_restrained_S_all       1.026 
_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 
N N 0.22613(17) 0.46944(17) 0.04425(12) 0.0305(3) Uani 1 1 d . . . 
C1 C 0.61471(17) 0.31669(16) 0.23562(11) 0.0181(3) Uani 1 1 d . . . 
C2 C 0.83399(17) 0.32853(18) 0.19853(12) 0.0208(3) Uani 1 1 d . . . 
H2 H 0.858(2) 0.411(2) 0.1466(16) 0.038(5) Uiso 1 1 d . . . 
B3 B 0.7796(2) 0.4184(2) 0.34369(14) 0.0214(3) Uani 1 1 d . . . 
H3 H 0.7841 0.5629 0.3820 0.026 Uiso 1 1 calc R . . 
B4 B 0.6053(2) 0.2731(2) 0.38055(13) 0.0213(3) Uani 1 1 d . . . 
H4 H 0.4948 0.3216 0.4447 0.026 Uiso 1 1 calc R . . 
B5 B 0.5587(2) 0.10539(19) 0.25041(14) 0.0218(3) Uani 1 1 d . . . 
H5 H 0.4176 0.0440 0.2293 0.026 Uiso 1 1 calc R . . 
B6 B 0.7036(2) 0.1464(2) 0.13348(14) 0.0220(3) Uani 1 1 d . . . 
H6 H 0.6589 0.1141 0.0351 0.026 Uiso 1 1 calc R . . 
B7 B 0.9843(2) 0.2964(2) 0.31338(14) 0.0238(3) Uani 1 1 d . . . 
H7 H 1.1245 0.3602 0.3326 0.029 Uiso 1 1 calc R . . 
B8 B 0.8396(2) 0.2555(2) 0.43089(14) 0.0237(3) Uani 1 1 d . . . 
H8 H 0.8843 0.2916 0.5291 0.028 Uiso 1 1 calc R . . 
B9 B 0.7039(2) 0.0606(2) 0.37395(15) 0.0248(3) Uani 1 1 d . . . 
H9 H 0.6596 -0.0322 0.4345 0.030 Uiso 1 1 calc R . . 
B10 B 0.7643(2) -0.0172(2) 0.22016(15) 0.0250(3) Uani 1 1 d . . . 
H10 H 0.7597 -0.1609 0.1794 0.030 Uiso 1 1 calc R . . 
B11 B 0.9379(2) 0.1289(2) 0.18379(14) 0.0242(3) Uani 1 1 d . . . 
H11 H 1.0479 0.0834 0.1185 0.029 Uiso 1 1 calc R . . 
C12 C 0.36564(19) 0.37716(19) 0.08358(13) 0.0263(3) Uani 1 1 d . . . 
H12 H 0.3943 0.2671 0.0357 0.032 Uiso 1 1 calc R . . 
B12 B 0.9380(2) 0.0759(2) 0.33264(14) 0.0251(3) Uani 1 1 d . . . 
H12A H 1.0480 -0.0071 0.3663 0.030 Uiso 1 1 calc R . . 
C13 C 0.47082(17) 0.43400(17) 0.19080(11) 0.0189(3) Uani 1 1 d . . . 
C14 C 0.42736(19) 0.59472(18) 0.26045(12) 0.0235(3) Uani 1 1 d . . . 
H14 H 0.4955 0.6383 0.3340 0.028 Uiso 1 1 calc R . . 
C15 C 0.28254(19) 0.69101(18) 0.22093(13) 0.0257(3) Uani 1 1 d . . . 
H15 H 0.2504 0.8014 0.2670 0.031 Uiso 1 1 calc R . . 
C16 C 0.18633(19) 0.62334(19) 0.11362(13) 0.0264(3) Uani 1 1 d . . . 
H16 H 0.0869 0.6893 0.0877 0.032 Uiso 1 1 calc R . . 

loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 
N 0.0231(6) 0.0357(7) 0.0317(7) 0.0047(5) -0.0054(5) 0.0056(5) 
C1 0.0161(6) 0.0190(6) 0.0191(6) 0.0025(5) 0.0014(5) -0.0011(5) 
C2 0.0151(6) 0.0251(7) 0.0225(6) 0.0050(5) 0.0014(5) -0.0004(5) 
B3 0.0189(7) 0.0219(7) 0.0217(7) 0.0000(6) -0.0017(5) -0.0008(5) 
B4 0.0204(7) 0.0243(8) 0.0195(7) 0.0040(6) 0.0027(5) 0.0018(5) 
B5 0.0210(7) 0.0179(7) 0.0267(8) 0.0044(6) 0.0012(6) -0.0012(5) 
B6 0.0214(7) 0.0213(7) 0.0220(7) -0.0003(6) 0.0012(6) 0.0015(5) 
B7 0.0172(7) 0.0283(8) 0.0259(8) 0.0047(6) -0.0018(6) 0.0013(6) 
B8 0.0228(7) 0.0272(8) 0.0206(7) 0.0032(6) -0.0010(6) 0.0042(6) 
B9 0.0253(8) 0.0237(8) 0.0271(8) 0.0082(6) 0.0035(6) 0.0030(6) 
B10 0.0260(8) 0.0200(7) 0.0281(8) 0.0015(6) 0.0003(6) 0.0036(6) 
B11 0.0204(7) 0.0279(8) 0.0240(7) 0.0028(6) 0.0031(6) 0.0059(6) 
C12 0.0222(7) 0.0266(7) 0.0285(7) 0.0012(6) -0.0032(5) 0.0032(5) 
B12 0.0229(8) 0.0275(8) 0.0248(8) 0.0045(6) 0.0001(6) 0.0065(6) 
C13 0.0161(6) 0.0200(6) 0.0216(6) 0.0060(5) 0.0014(5) -0.0008(5) 
C14 0.0236(7) 0.0225(7) 0.0242(7) 0.0040(5) 0.0003(5) 0.0006(5) 
C15 0.0246(7) 0.0218(7) 0.0321(7) 0.0072(6) 0.0053(6) 0.0039(5) 
C16 0.0199(7) 0.0296(8) 0.0325(8) 0.0132(6) 0.0024(6) 0.0043(5) 

_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 
N C16 1.3395(19) . ? 
N C12 1.3441(18) . ? 
C1 C13 1.5126(17) . ? 
C1 C2 1.6625(18) . ? 
C1 B5 1.7104(19) . ? 
C1 B4 1.7176(19) . ? 
C1 B6 1.730(2) . ? 
C1 B3 1.7426(19) . ? 
C2 H2 0.953(19) . ? 
C2 B11 1.703(2) . ? 
C2 B7 1.704(2) . ? 
C2 B3 1.715(2) . ? 
C2 B6 1.717(2) . ? 
B3 B8 1.766(2) . ? 
B3 B7 1.775(2) . ? 
B3 B4 1.786(2) . ? 
B4 B8 1.779(2) . ? 
B4 B9 1.782(2) . ? 
B4 B5 1.789(2) . ? 
B5 B6 1.778(2) . ? 
B5 B10 1.783(2) . ? 
B5 B9 1.787(2) . ? 
B6 B10 1.768(2) . ? 
B6 B11 1.780(2) . ? 
B7 B12 1.779(2) . ? 
B7 B8 1.782(2) . ? 
B7 B11 1.783(2) . ? 
B8 B12 1.784(2) . ? 
B8 B9 1.792(2) . ? 
B9 B12 1.783(2) . ? 
B9 B10 1.795(2) . ? 
B10 B11 1.785(2) . ? 
B10 B12 1.795(2) . ? 
B11 B12 1.784(2) . ? 
C12 C13 1.3962(19) . ? 
C13 C14 1.3890(18) . ? 
C14 C15 1.3919(18) . ? 
C15 C16 1.381(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 
C16 N C12 117.30(13) . . ? 
C13 C1 C2 120.81(10) . . ? 
C13 C1 B5 120.51(10) . . ? 
C2 C1 B5 110.01(10) . . ? 
C13 C1 B4 119.24(10) . . ? 
C2 C1 B4 109.69(10) . . ? 
B5 C1 B4 62.91(8) . . ? 
C13 C1 B6 119.01(11) . . ? 
C2 C1 B6 60.79(8) . . ? 
B5 C1 B6 62.25(8) . . ? 
B4 C1 B6 113.80(10) . . ? 
C13 C1 B3 116.92(10) . . ? 
C2 C1 B3 60.42(8) . . ? 
B5 C1 B3 113.80(10) . . ? 
B4 C1 B3 62.14(8) . . ? 
B6 C1 B3 112.95(10) . . ? 
H2 C2 C1 114.8(11) . . ? 
H2 C2 B11 122.4(11) . . ? 
C1 C2 B11 112.00(10) . . ? 
H2 C2 B7 122.4(11) . . ? 
C1 C2 B7 112.21(10) . . ? 
B11 C2 B7 63.13(9) . . ? 
H2 C2 B3 115.5(11) . . ? 
C1 C2 B3 62.10(8) . . ? 
B11 C2 B3 115.02(11) . . ? 
B7 C2 B3 62.55(9) . . ? 
H2 C2 B6 115.5(11) . . ? 
C1 C2 B6 61.56(8) . . ? 
B11 C2 B6 62.71(9) . . ? 
B7 C2 B6 115.07(11) . . ? 
B3 C2 B6 115.02(10) . . ? 
C2 B3 C1 57.47(8) . . ? 
C2 B3 B8 104.64(10) . . ? 
C1 B3 B8 104.93(10) . . ? 
C2 B3 B7 58.42(8) . . ? 
C1 B3 B7 105.19(10) . . ? 
B8 B3 B7 60.43(9) . . ? 
C2 B3 B4 104.26(10) . . ? 
C1 B3 B4 58.24(8) . . ? 
B8 B3 B4 60.12(9) . . ? 
B7 B3 B4 108.26(11) . . ? 
C1 B4 B8 105.43(10) . . ? 
C1 B4 B9 105.05(10) . . ? 
B8 B4 B9 60.42(9) . . ? 
C1 B4 B3 59.62(8) . . ? 
B8 B4 B3 59.39(9) . . ? 
B9 B4 B3 107.86(10) . . ? 
C1 B4 B5 58.35(8) . . ? 
B8 B4 B5 108.30(11) . . ? 
B9 B4 B5 60.07(9) . . ? 
B3 B4 B5 108.04(10) . . ? 
C1 B5 B6 59.42(8) . . ? 
C1 B5 B10 105.45(10) . . ? 
B6 B5 B10 59.54(9) . . ? 
C1 B5 B9 105.14(10) . . ? 
B6 B5 B9 107.87(10) . . ? 
B10 B5 B9 60.36(9) . . ? 
C1 B5 B4 58.74(8) . . ? 
B6 B5 B4 108.12(10) . . ? 
B10 B5 B4 108.12(10) . . ? 
B9 B5 B4 59.79(9) . . ? 
C2 B6 C1 57.66(8) . . ? 
C2 B6 B10 104.62(11) . . ? 
C1 B6 B10 105.24(11) . . ? 
C2 B6 B5 104.43(10) . . ? 
C1 B6 B5 58.33(8) . . ? 
B10 B6 B5 60.35(9) . . ? 
C2 B6 B11 58.25(8) . . ? 
C1 B6 B11 105.29(10) . . ? 
B10 B6 B11 60.40(9) . . ? 
B5 B6 B11 108.40(11) . . ? 
C2 B7 B3 59.03(8) . . ? 
C2 B7 B12 104.31(11) . . ? 
B3 B7 B12 107.80(11) . . ? 
C2 B7 B8 104.41(10) . . ? 
B3 B7 B8 59.54(9) . . ? 
B12 B7 B8 60.14(9) . . ? 
C2 B7 B11 58.41(8) . . ? 
B3 B7 B11 108.23(10) . . ? 
B12 B7 B11 60.11(9) . . ? 
B8 B7 B11 108.23(11) . . ? 
B3 B8 B4 60.49(8) . . ? 
B3 B8 B7 60.03(9) . . ? 
B4 B8 B7 108.23(10) . . ? 
B3 B8 B12 107.95(11) . . ? 
B4 B8 B12 107.75(11) . . ? 
B7 B8 B12 59.84(9) . . ? 
B3 B8 B9 108.29(10) . . ? 
B4 B8 B9 59.87(9) . . ? 
B7 B8 B9 107.83(11) . . ? 
B12 B8 B9 59.80(9) . . ? 
B4 B9 B12 107.68(11) . . ? 
B4 B9 B5 60.14(8) . . ? 
B12 B9 B5 107.81(11) . . ? 
B4 B9 B8 59.71(9) . . ? 
B12 B9 B8 59.88(9) . . ? 
B5 B9 B8 107.79(10) . . ? 
B4 B9 B10 107.88(10) . . ? 
B12 B9 B10 60.22(9) . . ? 
B5 B9 B10 59.69(9) . . ? 
B8 B9 B10 108.00(11) . . ? 
B6 B10 B5 60.10(8) . . ? 
B6 B10 B11 60.12(9) . . ? 
B5 B10 B11 107.98(11) . . ? 
B6 B10 B12 107.77(11) . . ? 
B5 B10 B12 107.48(11) . . ? 
B11 B10 B12 59.79(9) . . ? 
B6 B10 B9 107.99(11) . . ? 
B5 B10 B9 59.95(9) . . ? 
B11 B10 B9 107.61(11) . . ? 
B12 B10 B9 59.56(9) . . ? 
C2 B11 B6 59.05(8) . . ? 
C2 B11 B7 58.46(8) . . ? 
B6 B11 B7 108.22(11) . . ? 
C2 B11 B12 104.13(11) . . ? 
B6 B11 B12 107.75(11) . . ? 
B7 B11 B12 59.82(9) . . ? 
C2 B11 B10 104.52(10) . . ? 
B6 B11 B10 59.49(9) . . ? 
B7 B11 B10 108.33(11) . . ? 
B12 B11 B10 60.39(9) . . ? 
N C12 C13 123.69(14) . . ? 
B7 B12 B9 108.40(11) . . ? 
B7 B12 B8 60.02(9) . . ? 
B9 B12 B8 60.32(9) . . ? 
B7 B12 B11 60.07(9) . . ? 
B9 B12 B11 108.17(11) . . ? 
B8 B12 B11 108.10(11) . . ? 
B7 B12 B10 108.08(11) . . ? 
B9 B12 B10 60.22(9) . . ? 
B8 B12 B10 108.35(11) . . ? 
B11 B12 B10 59.83(9) . . ? 
C14 C13 C12 117.75(12) . . ? 
C14 C13 C1 120.98(12) . . ? 
C12 C13 C1 121.01(12) . . ? 
C13 C14 C15 119.07(13) . . ? 
C16 C15 C14 118.85(13) . . ? 
N C16 C15 123.34(13) . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C2 C1 C13 C12 92.63(15) . . . . ? 

loop_ 
_geom_hbond_atom_site_label_D 
_geom_hbond_atom_site_label_H 
_geom_hbond_atom_site_label_A 
_geom_hbond_distance_DH 
_geom_hbond_distance_HA 
_geom_hbond_distance_DA 
_geom_hbond_angle_DHA 
_geom_hbond_site_symmetry_A 
C2 H2 N  0.953(19) 2.526(18) 3.3755(19) 148.5(14) 2_665 

_diffrn_measured_fraction_theta_max    0.992 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.992 
_refine_diff_density_max    0.287 
_refine_diff_density_min   -0.239 
_refine_diff_density_rms    0.050 

#============================================END