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#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/46/7004691.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7004691
loop_
_publ_author_name
'Vargas-Baca, Ignacio'
'Findlater, Michael'
'Powell, Adam'
'Vasudevan, Kalyan V.'
'Cowley, Alan H.'
_publ_section_title
;
 Boron di- and tri-cations
;
_journal_issue                   45
_journal_name_full               'Dalton Transactions'
_journal_page_first              6421
_journal_page_last               6426
_journal_paper_doi               10.1039/b810575h
_journal_year                    2008
_chemical_formula_moiety         'C15 H16 B N3, 2(H2 O), 2(Br)'
_chemical_formula_sum            'C15 H20 B Br2 N3 O2'
_chemical_formula_weight         444.97
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXTL Ver. 6.10'
_cell_angle_alpha                93.085(3)
_cell_angle_beta                 112.533(3)
_cell_angle_gamma                117.583(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3043(4)
_cell_length_b                   10.0118(4)
_cell_length_c                   12.0149(8)
_cell_measurement_temperature    100(2)
_cell_volume                     878.96(9)
_computing_cell_refinement       'Collect software, Nonius B.V. 1998'
_computing_data_collection       'Collect software, Nonius B.V. 1998'
_computing_data_reduction
;
DENZO and Scalepack (Otwinoski and Minor, 1997)
;
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C.,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19540
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    4.623
_exptl_absorpt_correction_T_max  0.379
_exptl_absorpt_correction_T_min  0.246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'DENZO and Scalepack (Otwinoski and Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4019
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0105P)²+1.6077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0590
_refine_ls_wR_factor_ref         0.0603
_reflns_number_gt                3833
_reflns_number_total             4019
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b810575h.txt
_cod_data_source_block           texas087
_cod_original_cell_volume        878.96(8)
_cod_original_sg_symbol_Hall     -p1
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7004691
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.6744(5) 0.8305(4) 0.7958(4) 0.0191(7) Uani 1 1 d . . .
N1 N 0.6912(4) 0.8249(4) 0.6697(3) 0.0228(7) Uani 1 1 d . . .
C1 C 0.6989(5) 0.7114(5) 0.6110(4) 0.0284(9) Uani 1 1 d . . .
H1 H 0.6827 0.6228 0.6421 0.053(15) Uiso 1 1 calc R . .
C2 C 0.7292(6) 0.7199(6) 0.5091(4) 0.0370(10) Uani 1 1 d . . .
H2 H 0.7330 0.6381 0.4690 0.067(17) Uiso 1 1 calc R . .
C3 C 0.7535(5) 0.8448(6) 0.4656(4) 0.0396(11) Uani 1 1 d . . .
H3 H 0.7762 0.8516 0.3948 0.052(14) Uiso 1 1 calc R . .
C4 C 0.7461(6) 0.9665(6) 0.5229(5) 0.0448(15) Uani 1 1 d . . .
H4 H 0.7612 1.0546 0.4915 0.040(13) Uiso 1 1 calc R . .
C5 C 0.7156(5) 0.9516(5) 0.6285(4) 0.0299(9) Uani 1 1 d . . .
H5 H 0.7122 1.0320 0.6711 0.034(12) Uiso 1 1 calc R . .
N2 N 0.4752(4) 0.7820(3) 0.7670(3) 0.0222(6) Uani 1 1 d . . .
C6 C 0.3346(5) 0.7272(4) 0.6518(3) 0.0237(8) Uani 1 1 d . . .
H6 H 0.3488 0.7034 0.5805 0.041(12) Uiso 1 1 calc R . .
C7 C 0.1677(5) 0.7048(4) 0.6357(4) 0.0225(8) Uani 1 1 d . . .
H7 H 0.0687 0.6672 0.5538 0.022(10) Uiso 1 1 calc R . .
C8 C 0.1479(5) 0.7380(4) 0.7407(4) 0.0231(7) Uani 1 1 d . . .
H8 H 0.0357 0.7247 0.7318 0.022(9) Uiso 1 1 calc R . .
C9 C 0.2937(5) 0.7908(4) 0.8582(4) 0.0220(8) Uani 1 1 d . . .
H9 H 0.2821 0.8117 0.9314 0.041(13) Uiso 1 1 calc R . .
C10 C 0.4518(5) 0.8122(4) 0.8681(3) 0.0228(7) Uani 1 1 d . . .
H10 H 0.5519 0.8503 0.9495 0.035(12) Uiso 1 1 calc R . .
N3 N 0.7221(4) 0.7143(4) 0.8617(3) 0.0219(7) Uani 1 1 d . . .
C11 C 0.5984(5) 0.5741(4) 0.8644(3) 0.0217(7) Uani 1 1 d . . .
H11 H 0.4717 0.5339 0.8151 0.027(10) Uiso 1 1 calc R . .
C12 C 0.6526(5) 0.4890(4) 0.9372(3) 0.0217(8) Uani 1 1 d . . .
H12 H 0.5646 0.3905 0.9379 0.037(12) Uiso 1 1 calc R . .
C13 C 0.8375(6) 0.5487(5) 1.0094(3) 0.0251(9) Uani 1 1 d . . .
H13 H 0.8779 0.4926 1.0616 0.040(12) Uiso 1 1 calc R . .
C14 C 0.9617(5) 0.6899(4) 1.0045(3) 0.0231(7) Uani 1 1 d . . .
H14 H 1.0890 0.7310 1.0522 0.028(10) Uiso 1 1 calc R . .
C15 C 0.9025(5) 0.7712(4) 0.9312(4) 0.0228(8) Uani 1 1 d . . .
H15 H 0.9893 0.8693 0.9289 0.039(13) Uiso 1 1 calc R . .
Br1 Br 0.18796(5) 0.10274(4) 0.82495(3) 0.01723(8) Uani 1 1 d . . .
Br2 Br 0.76474(4) 0.37514(4) 0.67406(3) 0.02060(8) Uani 1 1 d . . .
O1 O 0.1439(4) 0.3782(3) 0.6959(3) 0.0262(6) Uani 1 1 d . . .
H1AO H 0.1447 0.3094 0.7343 0.026(11) Uiso 1 1 d R . .
H1BO H 0.0494 0.3809 0.6846 0.024(10) Uiso 1 1 d R . .
O2 O 0.4338(3) 0.8720(3) 0.1835(3) 0.0258(6) Uani 1 1 d . . .
H2BO H 0.5297 0.8738 0.1918 0.050(15) Uiso 1 1 d R . .
H2AO H 0.3906 0.8019 0.2180 0.039(13) Uiso 1 1 d R . .
H1B H 0.768(5) 0.951(4) 0.858(3) 0.020(9) Uiso 1 1 d . . .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 B1 N3 109.1(3) . . ?
N2 B1 N1 110.0(3) . . ?
N3 B1 N1 109.9(3) . . ?
N2 B1 H1B 108(2) . . ?
N3 B1 H1B 110(2) . . ?
N1 B1 H1B 109.1(19) . . ?
C5 N1 C1 120.1(3) . . ?
C5 N1 B1 114.9(3) . . ?
C1 N1 B1 124.7(3) . . ?
N1 C1 C2 122.0(4) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 119.3(5) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 116.9(4) . . ?
C5 C4 H4 121.5 . . ?
C3 C4 H4 121.5 . . ?
N1 C5 C4 120.5(4) . . ?
N1 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C6 N2 C10 119.1(3) . . ?
C6 N2 B1 125.0(3) . . ?
C10 N2 B1 115.7(3) . . ?
N2 C6 C7 120.6(3) . . ?
N2 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 119.2(3) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C9 C8 C7 118.9(3) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 N2 122.9(3) . . ?
C9 C10 H10 118.6 . . ?
N2 C10 H10 118.6 . . ?
C15 N3 C11 119.4(3) . . ?
C15 N3 B1 115.2(3) . . ?
C11 N3 B1 124.9(3) . . ?
N3 C11 C12 121.3(3) . . ?
N3 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C13 119.1(3) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C15 C14 C13 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
N3 C15 C14 121.0(3) . . ?
N3 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
H1AO O1 H1BO 107.5 . . ?
H2BO O2 H2AO 102.8 . . ?
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 N2 1.565(4) . ?
B1 N3 1.577(5) . ?
B1 N1 1.583(5) . ?
B1 H1B 1.10(4) . ?
N1 C5 1.339(5) . ?
N1 C1 1.350(5) . ?
C1 C2 1.357(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.336(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
N2 C6 1.339(5) . ?
N2 C10 1.355(5) . ?
C6 C7 1.393(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.340(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
N3 C15 1.352(5) . ?
N3 C11 1.354(5) . ?
C11 C12 1.373(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.366(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
O1 H1AO 0.8500 . ?
O1 H1BO 0.8500 . ?
O2 H2BO 0.8501 . ?
O2 H2AO 0.8500 . ?
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
N2 B1 N1 C5 81.5(4) . . . . ?
N3 B1 N1 C5 -158.3(3) . . . . ?
N2 B1 N1 C1 -104.7(4) . . . . ?
N3 B1 N1 C1 15.5(5) . . . . ?
C5 N1 C1 C2 -0.7(6) . . . . ?
B1 N1 C1 C2 -174.2(3) . . . . ?
N1 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
C2 C3 C4 C5 1.1(6) . . . . ?
C1 N1 C5 C4 1.1(6) . . . . ?
B1 N1 C5 C4 175.2(3) . . . . ?
C3 C4 C5 N1 -1.3(6) . . . . ?
N3 B1 N2 C6 -114.0(4) . . . . ?
N1 B1 N2 C6 6.7(4) . . . . ?
N3 B1 N2 C10 72.1(4) . . . . ?
N1 B1 N2 C10 -167.2(3) . . . . ?
C10 N2 C6 C7 1.4(5) . . . . ?
B1 N2 C6 C7 -172.3(3) . . . . ?
N2 C6 C7 C8 -0.8(5) . . . . ?
C6 C7 C8 C9 -0.7(6) . . . . ?
C7 C8 C9 C10 1.6(6) . . . . ?
C8 C9 C10 N2 -1.1(6) . . . . ?
C6 N2 C10 C9 -0.5(5) . . . . ?
B1 N2 C10 C9 173.8(3) . . . . ?
N2 B1 N3 C15 -157.2(3) . . . . ?
N1 B1 N3 C15 82.1(4) . . . . ?
N2 B1 N3 C11 15.2(5) . . . . ?
N1 B1 N3 C11 -105.6(4) . . . . ?
C15 N3 C11 C12 0.5(5) . . . . ?
B1 N3 C11 C12 -171.5(3) . . . . ?
N3 C11 C12 C13 0.3(6) . . . . ?
C11 C12 C13 C14 -1.3(6) . . . . ?
C12 C13 C14 C15 1.4(6) . . . . ?
C11 N3 C15 C14 -0.3(6) . . . . ?
B1 N3 C15 C14 172.4(3) . . . . ?
C13 C14 C15 N3 -0.6(6) . . . . ?
