#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/60/2226089.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226089
loop_
_publ_author_name
'Cai, Ying'
_publ_section_title
;
 1-Cyanomethyl-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate
 monohydrate
;
_journal_coeditor_code           CV2716
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1413
_journal_paper_doi               10.1107/S1600536810017757
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C8 H14 N3 +, B F4 -, H2 O'
_chemical_formula_moiety         'C8 H14 N3 +, B F4 -, H2 O'
_chemical_formula_sum            'C8 H16 B F4 N3 O'
_chemical_formula_weight         257.05
_chemical_name_systematic
;
1-Cyanomethyl-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate
monohydrate
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                   17.288(4)
_cell_length_b                   6.8663(14)
_cell_length_c                   9.776(2)
_cell_measurement_reflns_used    3350
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      55.28
_cell_measurement_theta_min      6.29
_cell_volume                     1160.5(4)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 13.6620
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_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  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10255
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.776
_refine_diff_density_min         -0.432
_refine_ls_extinction_coef       0.0476(15)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1239
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0567
_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)+(0.0530P)²+1.0547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1400
_reflns_number_gt                1043
_reflns_number_total             1239
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv2716.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2226089
_cod_database_fobs_code          2226089
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N2 0.10929(12) 0.2500 0.2012(2) 0.0298(5) Uani d S 1 . .
N N3 -0.08170(15) 0.2500 0.1105(3) 0.0501(7) Uani d S 1 . .
C C6 -0.03141(17) 0.2500 0.1853(3) 0.0397(7) Uani d S 1 . .
C C3 0.11555(11) 0.0716(3) 0.1121(2) 0.0396(5) Uani d . 1 . .
H H3A 0.0741 0.0701 0.0467 0.048 Uiso d R 1 . .
H H3B 0.1119 -0.0437 0.1671 0.048 Uiso d R 1 . .
C C2 0.17505(17) 0.2500 0.3022(3) 0.0445(8) Uani d S 1 . .
H H2A 0.1721 0.1366 0.3595 0.053 Uiso d R 1 . .
C C5 0.03436(16) 0.2500 0.2790(3) 0.0414(7) Uani d S 1 . .
H H5A 0.0320 0.3632 0.3365 0.050 Uiso d R 1 . .
N N1 0.23841(13) 0.2500 0.0745(3) 0.0407(6) Uani d S 1 . .
C C1 0.25193(18) 0.2500 0.2228(3) 0.0507(9) Uani d S 1 . .
H H1A 0.2815 0.1369 0.2471 0.061 Uiso d R 1 . .
C C4 0.19356(12) 0.0767(4) 0.0382(2) 0.0471(6) Uani d . 1 . .
H H4A 0.1850 0.0765 -0.0588 0.057 Uiso d R 1 . .
H H4B 0.2226 -0.0379 0.0609 0.057 Uiso d R 1 . .
O O1 0.36760(14) 0.2500 0.8848(2) 0.0574(6) Uani d SD 1 . .
H H1WB 0.3318 0.2500 0.9440 0.086 Uiso d SRD 1 . .
H H1WA 0.4139 0.2500 0.9130 0.086 Uiso d SRD 1 . .
B B1 0.0837(3) 0.2500 0.6715(5) 0.0574(6) Uani d S 1 . .
F F1 0.0498(10) 0.113(2) 0.5939(6) 0.108(4) Uani d PU 0.57(2) A 1
F F2 0.1630(5) 0.2500 0.6946(10) 0.076(3) Uani d SPU 0.57(2) A 1
F F3 0.0555(16) 0.2500 0.800(2) 0.083(5) Uani d SPU 0.57(2) A 1
F F1' 0.0855(8) 0.0727(12) 0.6066(13) 0.083(3) Uani d PU 0.43(2) . 2
F F2' 0.1513(11) 0.162(3) 0.6819(16) 0.086(3) Uani d PU 0.216(12) . 2
F F3' 0.039(2) 0.2500 0.792(3) 0.080(5) Uani d SPU 0.43(2) A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 N2 C2 . . 108.6(2) ?
C5 N2 C3 . . 110.78(13) ?
C2 N2 C3 . . 108.96(14) ?
C5 N2 C3 . 7_565 110.78(13) ?
C2 N2 C3 . 7_565 108.96(14) ?
C3 N2 C3 . 7_565 108.7(2) ?
N3 C6 C5 . . 178.8(3) ?
N2 C3 C4 . . 108.53(17) ?
N2 C3 H3A . . 109.9 ?
C4 C3 H3A . . 110.1 ?
N2 C3 H3B . . 110.0 ?
C4 C3 H3B . . 109.9 ?
H3A C3 H3B . . 108.4 ?
N2 C2 C1 . . 108.7(2) ?
N2 C2 H2A . . 110.0 ?
C1 C2 H2A . . 109.9 ?
C6 C5 N2 . . 110.7(2) ?
C6 C5 H5A . . 109.6 ?
N2 C5 H5A . . 109.4 ?
C4 N1 C4 . 7_565 108.7(2) ?
C4 N1 C1 . . 108.90(16) ?
C4 N1 C1 7_565 . 108.90(16) ?
N1 C1 C2 . . 111.1(2) ?
N1 C1 H1A . . 109.2 ?
C2 C1 H1A . . 109.6 ?
N1 C4 C3 . . 111.76(18) ?
N1 C4 H4A . . 108.8 ?
C3 C4 H4A . . 109.3 ?
N1 C4 H4B . . 109.4 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 108.0 ?
H1WB O1 H1WA . . 117.9 ?
F2' B1 F3 7_565 . 104.4(13) ?
F2' B1 F3 . . 104.4(13) ?
F2' B1 F1 7_565 . 138.6(9) ?
F2' B1 F1 . . 96.2(17) ?
F3 B1 F1 . . 111.6(8) ?
F2' B1 F1 7_565 7_565 96.2(17) ?
F2' B1 F1 . 7_565 138.6(9) ?
F3 B1 F1 . 7_565 111.6(8) ?
F2' B1 F1' 7_565 . 114.9(8) ?
F3 B1 F1' . . 116.0(5) ?
F1 B1 F1' 7_565 . 111.8(10) ?
F2' B1 F1' . 7_565 114.9(8) ?
F3 B1 F1' . 7_565 116.0(5) ?
F1 B1 F1' . 7_565 111.8(10) ?
F1' B1 F1' . 7_565 124.9(10) ?
F3 B1 F2 . . 101.9(13) ?
F1 B1 F2 . . 121.4(10) ?
F1 B1 F2 7_565 . 121.4(10) ?
F1' B1 F2 . . 93.0(7) ?
F1' B1 F2 7_565 . 93.0(7) ?
F2' B1 F3' 7_565 . 115.1(14) ?
F2' B1 F3' . . 115.1(14) ?
F1 B1 F3' . . 103.3(11) ?
F1 B1 F3' 7_565 . 103.3(11) ?
F1' B1 F3' . . 113.5(6) ?
F1' B1 F3' 7_565 . 113.5(6) ?
F2 B1 F3' . . 114.1(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N2 C5 . 1.502(3) ?
N2 C2 . 1.506(3) ?
N2 C3 . 1.507(2) ?
N2 C3 7_565 1.507(2) ?
N3 C6 . 1.136(4) ?
C6 C5 . 1.460(4) ?
C3 C4 . 1.530(3) ?
C3 H3A . 0.9600 ?
C3 H3B . 0.9600 ?
C2 C1 . 1.540(4) ?
C2 H2A . 0.9600 ?
C5 H5A . 0.9600 ?
N1 C4 . 1.464(3) ?
N1 C4 7_565 1.464(3) ?
N1 C1 . 1.468(4) ?
C1 H1A . 0.9599 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
O1 H1WB . 0.85 ?
O1 H1WA . 0.85 ?
B1 F2' 7_565 1.319(16) ?
B1 F2' . 1.319(16) ?
B1 F3 . 1.34(2) ?
B1 F1 . 1.345(7) ?
B1 F1 7_565 1.345(7) ?
B1 F1' . 1.373(9) ?
B1 F1' 7_565 1.373(9) ?
B1 F2 . 1.391(9) ?
B1 F3' . 1.41(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1WB N1 1_556 0.85 2.06 2.903(3) 175.2
O1 H1WA F1 4_556 0.85 2.53 3.29(2) 150.2
O1 H1WA F1 6_657 0.85 2.53 3.29(2) 150.2
C3 H3B O1 2_554 0.96 2.58 3.474(3) 155.0
C5 H5A F1 3_556 0.96 2.32 3.140(7) 142.6
C5 H5A F1 7_565 0.96 2.54 3.231(8) 128.9
