#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:46:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180095 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/41/7054143.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_7054143
loop_
_publ_author_name
'Nizhnik, Yakov P.'
'Lu, Jianjiang'
'Rosokha, Sergiy V.'
'Kochi, Jay K.'
_publ_section_title
;
 Lewis acid effects on donor--acceptor associations and redox reactions:
 ternary complexes of heteroaromatic N-oxides with boron trifluoride and
 organic donors
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2317
_journal_paper_doi               10.1039/b9nj00205g
_journal_volume                  33
_journal_year                    2009
_chemical_formula_sum            'C5 H4 B F3 N2 O3'
_chemical_formula_weight         207.91
_chemical_name_systematic
;
?
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.996(3)
_cell_length_b                   6.0475(13)
_cell_length_c                   11.156(2)
_cell_measurement_reflns_used    301
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.38
_cell_measurement_theta_min      3.37
_cell_volume                     809.3(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7360
_diffrn_reflns_theta_full        29.50
_diffrn_reflns_theta_max         30.64
_diffrn_reflns_theta_min         3.37
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.9860
_exptl_absorpt_correction_T_min  0.9655
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.1(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2319
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0387P)²+0.1787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1057
_reflns_number_gt                1643
_reflns_number_total             2319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00205g.txt
_cod_data_source_block           yak14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'Pca2(1) '
_cod_database_code               7054143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'
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
O1 O 0.86296(15) 0.7083(3) 1.00325(17) 0.0344(4) Uani 1 1 d .
O2 O 0.96450(17) -0.1824(4) 0.75743(19) 0.0469(6) Uani 1 1 d .
O3 O 1.09853(16) -0.1726(3) 0.8876(2) 0.0449(5) Uani 1 1 d .
N1 N 0.89611(16) 0.5006(3) 0.97085(19) 0.0291(4) Uani 1 1 d .
N2 N 1.01514(18) -0.0967(4) 0.84006(19) 0.0323(5) Uani 1 1 d .
C1 C 0.8365(2) 0.3971(4) 0.8849(2) 0.0322(5) Uani 1 1 d .
H1 H 0.7699 0.4617 0.8550 0.039 Uiso 1 1 calc R
C2 C 0.8729(2) 0.1977(4) 0.8413(2) 0.0326(6) Uani 1 1 d .
H2 H 0.8326 0.1211 0.7809 0.039 Uiso 1 1 calc R
C3 C 0.9700(2) 0.1126(4) 0.8881(2) 0.0279(5) Uani 1 1 d .
C4 C 1.0288(2) 0.2162(4) 0.9782(2) 0.0322(6) Uani 1 1 d .
H4 H 1.0939 0.1513 1.0115 0.039 Uiso 1 1 calc R
C5 C 0.9897(2) 0.4168(4) 1.0180(2) 0.0325(5) Uani 1 1 d .
H5 H 1.0288 0.4955 1.0785 0.039 Uiso 1 1 calc R
B1 B 0.8062(2) 0.7223(5) 1.1251(3) 0.0350(6) Uani 1 1 d .
F1 F 0.88071(15) 0.6825(4) 1.21462(16) 0.0623(6) Uani 1 1 d .
F2 F 0.76602(12) 0.9349(2) 1.12674(19) 0.0498(4) Uani 1 1 d .
F3 F 0.72266(11) 0.5670(2) 1.12742(18) 0.0470(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0416(9) 0.0244(9) 0.0372(10) -0.0012(8) 0.0075(8) 0.0022(8)
O2 0.0578(13) 0.0416(12) 0.0412(11) -0.0167(10) -0.0031(10) 0.0033(10)
O3 0.0405(10) 0.0381(11) 0.0563(12) -0.0070(11) -0.0018(10) 0.0093(8)
N1 0.0320(9) 0.0254(10) 0.0299(11) -0.0003(9) 0.0043(9) 0.0011(9)
N2 0.0334(11) 0.0305(11) 0.0330(12) -0.0025(10) 0.0066(10) 0.0001(9)
C1 0.0281(11) 0.0371(13) 0.0314(13) 0.0008(12) -0.0017(10) 0.0012(10)
C2 0.0322(12) 0.0360(14) 0.0294(13) -0.0031(11) -0.0022(10) -0.0021(11)
C3 0.0342(12) 0.0242(11) 0.0254(11) 0.0007(10) 0.0050(10) -0.0031(10)
C4 0.0333(12) 0.0347(13) 0.0287(13) 0.0025(12) -0.0030(11) 0.0024(11)
C5 0.0351(12) 0.0346(13) 0.0278(12) -0.0013(11) -0.0065(10) -0.0008(11)
B1 0.0373(14) 0.0395(17) 0.0281(13) -0.0066(15) 0.0008(14) 0.0052(11)
F1 0.0628(12) 0.0831(15) 0.0411(10) -0.0176(11) -0.0197(9) 0.0188(10)
F2 0.0552(9) 0.0408(8) 0.0535(10) -0.0107(10) 0.0101(10) 0.0096(7)
F3 0.0413(8) 0.0498(9) 0.0499(10) 0.0032(10) 0.0099(9) -0.0028(7)
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'
F F 0.0171 0.0103 '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
N1 O1 B1 114.67(19)
C5 N1 C1 123.2(2)
C5 N1 O1 119.2(2)
C1 N1 O1 117.4(2)
O2 N2 O3 125.2(2)
O2 N2 C3 117.1(2)
O3 N2 C3 117.7(2)
N1 C1 C2 119.4(2)
N1 C1 H1 120.3
C2 C1 H1 120.3
C1 C2 C3 117.7(2)
C1 C2 H2 121.2
C3 C2 H2 121.2
C2 C3 C4 122.7(2)
C2 C3 N2 119.5(2)
C4 C3 N2 117.8(2)
C5 C4 C3 117.5(2)
C5 C4 H4 121.2
C3 C4 H4 121.2
N1 C5 C4 119.5(2)
N1 C5 H5 120.2
C4 C5 H5 120.2
F1 B1 F2 112.7(3)
F1 B1 F3 110.1(3)
F2 B1 F3 112.6(2)
F1 B1 O1 110.6(2)
F2 B1 O1 102.8(3)
F3 B1 O1 107.8(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.366(2)
O1 B1 1.523(4)
O2 N2 1.219(3)
O3 N2 1.222(3)
N1 C5 1.340(3)
N1 C1 1.350(3)
N2 C3 1.478(3)
C1 C2 1.372(4)
C1 H1 0.9500
C2 C3 1.375(3)
C2 H2 0.9500
C3 C4 1.378(4)
C4 C5 1.374(4)
C4 H4 0.9500
C5 H5 0.9500
B1 F1 1.362(4)
B1 F2 1.373(3)
B1 F3 1.374(3)
