data_2009src0886

#Dr. M. Beckett/ James Timmis
#The imidazolium cation is disordered over 2 sites.
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C6 H15 B5 N2 O10'
_chemical_formula_weight          329.25
 
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'
 'O'  'O'   0.0106   0.0060
 '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                    8.1239(5)
_cell_length_b                    9.4947(5)
_cell_length_c                    9.9342(4)
_cell_angle_alpha                 106.587(3)
_cell_angle_beta                  91.279(3)
_cell_angle_gamma                 96.031(3)
_cell_volume                      729.21(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3263
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Plate
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.52
_exptl_crystal_size_mid           0.32
_exptl_crystal_size_min           0.08
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.500
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              340
_exptl_absorpt_coefficient_mu     0.130
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9353
_exptl_absorpt_correction_T_max   0.9896
_exptl_absorpt_process_details       'SADABS 2007/2 (Sheldrick, G.M., 2007)'

_exptl_special_details
;
SADABS was used to perform the Absorption correction
Estimated minimum and maximum transmission: 0.6417 0.7456
The given Tmin and Tmax were generated using the SHELX SIZE command
;


_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type   
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '9.091'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             14787
_diffrn_reflns_av_R_equivalents   0.0421
_diffrn_reflns_av_sigmaI/netI     0.0400
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          3.18
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3347
_reflns_number_gt                 2603
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material   'WinGX (Farrugia, 1999)'
 
_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)+(0.0861P)²+0.3607P] 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          3347
_refine_ls_number_parameters      271
_refine_ls_number_restraints      24
_refine_ls_R_factor_all           0.0720
_refine_ls_R_factor_gt            0.0549
_refine_ls_wR_factor_ref          0.1578
_refine_ls_wR_factor_gt           0.1452
_refine_ls_goodness_of_fit_ref    1.058
_refine_ls_restrained_S_all       1.056
_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
B1 B 0.1078(2) 0.8180(2) 0.2034(2) 0.0185(4) Uani 1 1 d . . .
B2 B -0.0869(3) 0.5898(2) 0.1867(2) 0.0207(4) Uani 1 1 d . . .
B3 B -0.0964(3) 0.7988(2) 0.3843(2) 0.0228(4) Uani 1 1 d . . .
B4 B 0.4066(3) 0.8568(2) 0.1741(2) 0.0234(4) Uani 1 1 d . . .
B5 B 0.2233(3) 0.9416(2) 0.0314(2) 0.0231(4) Uani 1 1 d . . .
O1 O 0.02855(16) 0.66570(14) 0.13012(13) 0.0211(3) Uani 1 1 d . . .
O2 O -0.14803(17) 0.65260(14) 0.31588(13) 0.0248(3) Uani 1 1 d . . .
O3 O 0.01760(16) 0.88018(14) 0.33086(13) 0.0217(3) Uani 1 1 d . . .
O4 O 0.27882(16) 0.81502(15) 0.24466(13) 0.0230(3) Uani 1 1 d . . .
O5 O 0.37794(17) 0.90764(17) 0.05851(15) 0.0306(4) Uani 1 1 d . . .
O6 O 0.09292(16) 0.90886(14) 0.10634(13) 0.0207(3) Uani 1 1 d . . .
O7 O -0.14928(17) 0.44658(14) 0.12052(14) 0.0254(3) Uani 1 1 d . . .
H7 H -0.1060 0.4177 0.0429 0.038 Uiso 1 1 calc R . .
O8 O -0.16061(18) 0.85619(16) 0.51175(14) 0.0305(4) Uani 1 1 d . . .
H8 H -0.1131 0.9419 0.5497 0.046 Uiso 1 1 calc R . .
O9 O 0.56526(18) 0.85229(19) 0.21700(16) 0.0348(4) Uani 1 1 d . . .
H9 H 0.6307 0.8891 0.1685 0.052 Uiso 1 1 calc R . .
O10 O 0.20571(17) 1.00887(19) -0.07091(16) 0.0334(4) Uani 1 1 d . . .
H10 H 0.1099 1.0346 -0.0713 0.050 Uiso 1 1 calc R . .
C1A C 0.5088(7) 0.7112(6) 0.7053(7) 0.0205(11) Uani 0.768(4) 1 d PD A 1
C2A C 0.3875(6) 0.7852(7) 0.5398(6) 0.0483(16) Uani 0.768(4) 1 d PD A 1
H2A H 0.3731 0.8250 0.4633 0.058 Uiso 0.768(4) 1 calc PR A 1
C3A C 0.2659(7) 0.7351(7) 0.6108(6) 0.0474(16) Uani 0.768(4) 1 d PD A 1
H3A H 0.1498 0.7317 0.5940 0.057 Uiso 0.768(4) 1 calc PR A 1
C4A C 0.6305(4) 0.6734(4) 0.7976(4) 0.0468(9) Uani 0.768(4) 1 d PD A 1
H4A H 0.6298 0.7547 0.8874 0.056 Uiso 0.768(4) 1 calc PR A 1
C5A C 0.5768(6) 0.5374(7) 0.8411(7) 0.0588(14) Uani 0.768(4) 1 d PD A 1
H5A1 H 0.5702 0.4500 0.7589 0.088 Uiso 0.768(4) 1 calc PR A 1
H5A2 H 0.4676 0.5455 0.8808 0.088 Uiso 0.768(4) 1 calc PR A 1
H5A3 H 0.6573 0.5280 0.9120 0.088 Uiso 0.768(4) 1 calc PR A 1
C6A C 0.8020(5) 0.6882(5) 0.7608(5) 0.0611(11) Uani 0.768(4) 1 d PD A 1
H6A1 H 0.8177 0.6092 0.6754 0.092 Uiso 0.768(4) 1 calc PR A 1
H6A2 H 0.8744 0.6808 0.8382 0.092 Uiso 0.768(4) 1 calc PR A 1
H6A3 H 0.8296 0.7845 0.7441 0.092 Uiso 0.768(4) 1 calc PR A 1
N1A N 0.3449(8) 0.6899(12) 0.7128(11) 0.0283(5) Uani 0.768(4) 1 d PD A 1
H1A H 0.2942 0.6523 0.7743 0.034 Uiso 0.768(4) 1 calc PR A 1
N2A N 0.5359(9) 0.7678(11) 0.5986(11) 0.0328(6) Uani 0.768(4) 1 d PD A 1
H2A1 H 0.6342 0.7907 0.5701 0.039 Uiso 0.768(4) 1 calc PR A 1
C1B C 0.491(2) 0.6767(16) 0.6809(18) 0.017(4) Uani 0.232(4) 1 d PD A 2
C2B C 0.391(3) 0.831(2) 0.5781(19) 0.062(8) Uani 0.232(4) 1 d PD A 2
H2B H 0.3828 0.8977 0.5235 0.074 Uiso 0.232(4) 1 calc PR A 2
C3B C 0.271(2) 0.785(2) 0.6526(18) 0.040(5) Uani 0.232(4) 1 d PD A 2
H3B H 0.1620 0.8126 0.6604 0.048 Uiso 0.232(4) 1 calc PR A 2
C4B C 0.5942(12) 0.5741(11) 0.7226(12) 0.0468(9) Uani 0.232(4) 1 d PD A 2
H4B H 0.5259 0.4754 0.6901 0.056 Uiso 0.232(4) 1 calc PR A 2
C5B C 0.6100(17) 0.6073(13) 0.8774(11) 0.032(3) Uani 0.232(4) 1 d PD A 2
H5B1 H 0.6257 0.5167 0.9023 0.048 Uiso 0.232(4) 1 calc PR A 2
H5B2 H 0.5091 0.6457 0.9180 0.048 Uiso 0.232(4) 1 calc PR A 2
H5B3 H 0.7056 0.6815 0.9144 0.048 Uiso 0.232(4) 1 calc PR A 2
C6B C 0.7419(11) 0.5543(9) 0.6466(9) 0.025(2) Uani 0.232(4) 1 d PD A 2
H6B1 H 0.7185 0.4725 0.5599 0.038 Uiso 0.232(4) 1 calc PR A 2
H6B2 H 0.8284 0.5317 0.7049 0.038 Uiso 0.232(4) 1 calc PR A 2
H6B3 H 0.7798 0.6453 0.6229 0.038 Uiso 0.232(4) 1 calc PR A 2
N1B N 0.335(3) 0.689(4) 0.715(4) 0.0283(5) Uani 0.232(4) 1 d PD A 2
H1B H 0.2816 0.6435 0.7695 0.034 Uiso 0.232(4) 1 calc PR A 2
N2B N 0.527(3) 0.762(4) 0.598(4) 0.0328(6) Uani 0.232(4) 1 d PD A 2
H2B1 H 0.6230 0.7726 0.5604 0.039 Uiso 0.232(4) 1 calc PR A 2
 
 
_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
B1 O4 1.445(2) . ?
B1 O6 1.476(2) . ?
B1 O3 1.481(2) . ?
B1 O1 1.489(2) . ?
B2 O1 1.352(2) . ?
B2 O7 1.366(2) . ?
B2 O2 1.379(2) . ?
B3 O3 1.358(2) . ?
B3 O8 1.366(2) . ?
B3 O2 1.375(2) . ?
B4 O4 1.354(2) . ?
B4 O9 1.357(3) . ?
B4 O5 1.390(3) . ?
B5 O10 1.358(3) . ?
B5 O6 1.368(2) . ?
B5 O5 1.369(3) . ?
O7 H7 0.8400 . ?
O8 H8 0.8400 . ?
O9 H9 0.8400 . ?
O10 H10 0.8400 . ?
C1A N2A 1.330(6) . ?
C1A N1A 1.333(6) . ?
C1A C4A 1.473(5) . ?
C2A C3A 1.350(6) . ?
C2A N2A 1.374(7) . ?
C2A H2A 0.9500 . ?
C3A N1A 1.378(6) . ?
C3A H3A 0.9500 . ?
C4A C6A 1.451(5) . ?
C4A C5A 1.500(5) . ?
C4A H4A 1.0000 . ?
C5A H5A1 0.9800 . ?
C5A H5A2 0.9800 . ?
C5A H5A3 0.9800 . ?
C6A H6A1 0.9800 . ?
C6A H6A2 0.9800 . ?
C6A H6A3 0.9800 . ?
N1A H1A 0.8800 . ?
N2A H2A1 0.8800 . ?
C1B N1B 1.326(15) . ?
C1B N2B 1.329(15) . ?
C1B C4B 1.486(13) . ?
C2B C3B 1.346(16) . ?
C2B N2B 1.382(16) . ?
C2B H2B 0.9500 . ?
C3B N1B 1.373(16) . ?
C3B H3B 0.9500 . ?
C4B C6B 1.433(12) . ?
C4B C5B 1.479(13) . ?
C4B H4B 1.0000 . ?
C5B H5B1 0.9800 . ?
C5B H5B2 0.9800 . ?
C5B H5B3 0.9800 . ?
C6B H6B1 0.9800 . ?
C6B H6B2 0.9800 . ?
C6B H6B3 0.9800 . ?
N1B H1B 0.8800 . ?
N2B H2B1 0.8800 . ?
 
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
O4 B1 O6 111.76(14) . . ?
O4 B1 O3 108.94(14) . . ?
O6 B1 O3 108.96(15) . . ?
O4 B1 O1 110.43(15) . . ?
O6 B1 O1 107.55(14) . . ?
O3 B1 O1 109.15(14) . . ?
O1 B2 O7 122.36(16) . . ?
O1 B2 O2 121.68(16) . . ?
O7 B2 O2 115.96(16) . . ?
O3 B3 O8 121.67(17) . . ?
O3 B3 O2 121.75(16) . . ?
O8 B3 O2 116.53(17) . . ?
O4 B4 O9 120.28(18) . . ?
O4 B4 O5 120.70(18) . . ?
O9 B4 O5 119.01(17) . . ?
O10 B5 O6 122.04(18) . . ?
O10 B5 O5 117.59(17) . . ?
O6 B5 O5 120.37(18) . . ?
B2 O1 B1 123.83(14) . . ?
B3 O2 B2 118.66(15) . . ?
B3 O3 B1 123.75(14) . . ?
B4 O4 B1 122.44(15) . . ?
B5 O5 B4 119.54(16) . . ?
B5 O6 B1 121.52(15) . . ?
B2 O7 H7 109.5 . . ?
B3 O8 H8 109.5 . . ?
B4 O9 H9 109.5 . . ?
B5 O10 H10 109.5 . . ?
N2A C1A N1A 106.6(5) . . ?
N2A C1A C4A 128.7(5) . . ?
N1A C1A C4A 124.7(5) . . ?
C3A C2A N2A 107.3(4) . . ?
C3A C2A H2A 126.4 . . ?
N2A C2A H2A 126.4 . . ?
C2A C3A N1A 105.9(5) . . ?
C2A C3A H3A 127.1 . . ?
N1A C3A H3A 127.1 . . ?
C6A C4A C1A 115.9(4) . . ?
C6A C4A C5A 115.0(3) . . ?
C1A C4A C5A 114.8(4) . . ?
C6A C4A H4A 102.8 . . ?
C1A C4A H4A 102.8 . . ?
C5A C4A H4A 102.8 . . ?
C1A N1A C3A 110.4(5) . . ?
C1A N1A H1A 124.8 . . ?
C3A N1A H1A 124.8 . . ?
C1A N2A C2A 109.8(5) . . ?
C1A N2A H2A1 125.1 . . ?
C2A N2A H2A1 125.1 . . ?
N1B C1B N2B 107.4(14) . . ?
N1B C1B C4B 123.5(16) . . ?
N2B C1B C4B 128.9(17) . . ?
C3B C2B N2B 105.9(15) . . ?
C3B C2B H2B 127.1 . . ?
N2B C2B H2B 127.1 . . ?
C2B C3B N1B 107.6(14) . . ?
C2B C3B H3B 126.2 . . ?
N1B C3B H3B 126.2 . . ?
C6B C4B C5B 117.9(9) . . ?
C6B C4B C1B 112.9(11) . . ?
C5B C4B C1B 110.9(10) . . ?
C6B C4B H4B 104.5 . . ?
C5B C4B H4B 104.5 . . ?
C1B C4B H4B 104.5 . . ?
C4B C5B H5B1 109.5 . . ?
C4B C5B H5B2 109.5 . . ?
H5B1 C5B H5B2 109.5 . . ?
C4B C5B H5B3 109.5 . . ?
H5B1 C5B H5B3 109.5 . . ?
H5B2 C5B H5B3 109.5 . . ?
C4B C6B H6B1 109.5 . . ?
C4B C6B H6B2 109.5 . . ?
H6B1 C6B H6B2 109.5 . . ?
C4B C6B H6B3 109.5 . . ?
H6B1 C6B H6B3 109.5 . . ?
H6B2 C6B H6B3 109.5 . . ?
C1B N1B C3B 109.3(15) . . ?
C1B N1B H1B 125.3 . . ?
C3B N1B H1B 125.3 . . ?
C1B N2B C2B 109.8(15) . . ?
C1B N2B H2B1 125.1 . . ?
C2B N2B H2B1 125.1 . . ?
 
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
O7 H7 O1  0.84 1.83 2.6667(17) 173.1 2_565
O8 H8 O3  0.84 1.84 2.6708(18) 167.4 2_576
O9 H9 O10  0.84 1.99 2.829(2) 174.4 2_675
O10 H10 O6  0.84 1.84 2.6715(19) 169.2 2_575
N1A H1A O7  0.88 1.93 2.803(7) 168.6 2_566
N2A H2A1 O8  0.88 1.88 2.757(7) 175.1 1_655
N1B H1B O7  0.88 1.86 2.74(2) 174.4 2_566
N2B H2B1 O8  0.88 1.98 2.83(2) 163.4 1_655
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    0.566
_refine_diff_density_min   -0.437
_refine_diff_density_rms    0.067
