#------------------------------------------------------------------------------
#$Date: 2019-11-23 11:40:53 +0100 (Sat 23 de Nov de 2019) $
#$Revision: 233318 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/57/7235781.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_7235781
loop_
_publ_author_name
'Rekken, B. D.'
'Carre-Burritt, A. E.'
'Scott, B. L.'
'Davis, B. L.'
_publ_section_title
;
 N-substituted amine-borane ionic liquids as fluid phase, hydrogen storage
 materials
;
_journal_issue                   39
_journal_name_full               'J. Mater. Chem. A'
_journal_page_first              16507
_journal_paper_doi               10.1039/C4TA03853C
_journal_volume                  2
_journal_year                    2014
_chemical_formula_sum            'C7 H15 B F3 N3 O3 S'
_chemical_formula_weight         289.09
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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           SHELXL-97
_cell_angle_alpha                109.251(1)
_cell_angle_beta                 93.241(1)
_cell_angle_gamma                115.054(1)
_cell_formula_units_Z            2
_cell_length_a                   8.1663(9)
_cell_length_b                   9.5042(10)
_cell_length_c                   9.8518(11)
_cell_measurement_temperature    140(1)
_cell_volume                     636.53(12)
_computing_cell_refinement       'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_data_collection       'APEX II, v. 7.0 (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       'ω 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0165
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2921
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         2.25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.295
_exptl_absorpt_correction_T_max  0.9768
_exptl_absorpt_correction_T_min  0.9167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v. 2.03 (Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0311
_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)+(0.0397P)²+0.3840P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0815
_refine_ls_wR_factor_ref         0.0839
_reflns_number_gt                2687
_reflns_number_total             2921
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ta03853c2.cif
_cod_data_source_block           apx1704
_cod_database_code               7235781
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
S1 S 0.45411(4) 0.27387(4) 0.27778(3) 0.01558(10) Uani 1 1 d .
F1 F 0.22784(17) -0.04688(12) 0.12005(11) 0.0444(3) Uani 1 1 d .
F2 F 0.17243(13) 0.12632(13) 0.05335(12) 0.0384(3) Uani 1 1 d .
F3 F 0.40111(15) 0.08346(12) 0.00050(10) 0.0333(2) Uani 1 1 d .
O1 O 0.57733(15) 0.21904(13) 0.32684(11) 0.0251(2) Uani 1 1 d .
O2 O 0.32586(16) 0.28867(14) 0.36826(12) 0.0274(2) Uani 1 1 d .
O3 O 0.53997(14) 0.41008(12) 0.22839(11) 0.0217(2) Uani 1 1 d .
N1 N 0.20011(15) 0.23280(14) 0.62716(12) 0.0158(2) Uani 1 1 d .
H1F H 0.1993 0.1829 0.5318 0.019 Uiso 1 1 calc R
H1G H 0.2865 0.3418 0.6599 0.019 Uiso 1 1 calc R
N2 N 0.59827(15) 0.30598(14) 0.75405(12) 0.0170(2) Uani 1 1 d .
N3 N 0.84906(16) 0.52631(15) 0.77500(12) 0.0178(2) Uani 1 1 d .
B1 B 0.0008(2) 0.2240(2) 0.63688(17) 0.0187(3) Uani 1 1 d .
H1A H -0.0905 0.1092 0.6122 0.028 Uiso 1 1 calc R
H1B H -0.0322 0.2655 0.5688 0.028 Uiso 1 1 calc R
H1C H 0.0060 0.2921 0.7355 0.028 Uiso 1 1 calc R
C1 C 0.25406(19) 0.15174(17) 0.71265(15) 0.0185(3) Uani 1 1 d .
H1D H 0.1538 0.0386 0.6864 0.022 Uiso 1 1 calc R
H1E H 0.2710 0.2146 0.8169 0.022 Uiso 1 1 calc R
C2 C 0.43114(19) 0.14150(17) 0.68706(16) 0.0202(3) Uani 1 1 d .
H2A H 0.4432 0.0654 0.7278 0.024 Uiso 1 1 calc R
H2B H 0.4219 0.0945 0.5816 0.024 Uiso 1 1 calc R
C3 C 0.70717(18) 0.38538(17) 0.67956(14) 0.0175(3) Uani 1 1 d .
H3 H 0.6870 0.3480 0.5772 0.021 Uiso 1 1 calc R
C4 C 0.67432(19) 0.40053(18) 0.90349(15) 0.0197(3) Uani 1 1 d .
H4 H 0.6266 0.3745 0.9806 0.024 Uiso 1 1 calc R
C5 C 0.83120(19) 0.53781(18) 0.91576(15) 0.0195(3) Uani 1 1 d .
H5 H 0.9123 0.6243 1.0033 0.023 Uiso 1 1 calc R
C6 C 1.0067(2) 0.6414(2) 0.73652(17) 0.0255(3) Uani 1 1 d .
H6A H 1.1098 0.6196 0.7496 0.038 Uiso 1 1 calc R
H6B H 1.0411 0.7558 0.7993 0.038 Uiso 1 1 calc R
H6C H 0.9727 0.6245 0.6353 0.038 Uiso 1 1 calc R
C7 C 0.3058(2) 0.09923(18) 0.10484(16) 0.0234(3) Uani 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'
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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 S1 O1 115.17(7)
O2 S1 O3 114.97(6)
O1 S1 O3 115.09(6)
O2 S1 C7 103.73(7)
O1 S1 C7 104.01(7)
O3 S1 C7 101.31(6)
C1 N1 B1 114.09(10)
C1 N1 H1F 108.7
B1 N1 H1F 108.7
C1 N1 H1G 108.7
B1 N1 H1G 108.7
H1F N1 H1G 107.6
C3 N2 C4 108.51(11)
C3 N2 C2 125.08(12)
C4 N2 C2 126.34(12)
C3 N3 C5 108.61(12)
C3 N3 C6 125.32(12)
C5 N3 C6 125.84(12)
N1 B1 H1A 109.5
N1 B1 H1B 109.5
H1A B1 H1B 109.5
N1 B1 H1C 109.5
H1A B1 H1C 109.5
H1B B1 H1C 109.5
N1 C1 C2 113.43(11)
N1 C1 H1D 108.9
C2 C1 H1D 108.9
N1 C1 H1E 108.9
C2 C1 H1E 108.9
H1D C1 H1E 107.7
N2 C2 C1 112.99(11)
N2 C2 H2A 109.0
C1 C2 H2A 109.0
N2 C2 H2B 109.0
C1 C2 H2B 109.0
H2A C2 H2B 107.8
N3 C3 N2 108.79(12)
N3 C3 H3 125.6
N2 C3 H3 125.6
C5 C4 N2 106.67(12)
C5 C4 H4 126.7
N2 C4 H4 126.7
C4 C5 N3 107.42(12)
C4 C5 H5 126.3
N3 C5 H5 126.3
N3 C6 H6A 109.5
N3 C6 H6B 109.5
H6A C6 H6B 109.5
N3 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
F1 C7 F2 108.70(12)
F1 C7 F3 107.52(12)
F2 C7 F3 106.31(12)
F1 C7 S1 112.18(10)
F2 C7 S1 110.51(10)
F3 C7 S1 111.40(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.4349(11)
S1 O1 1.4398(10)
S1 O3 1.4454(10)
S1 C7 1.8232(15)
F1 C7 1.3249(16)
F2 C7 1.3307(18)
F3 C7 1.3314(18)
N1 C1 1.4733(16)
N1 B1 1.6038(18)
N1 H1F 0.9000
N1 H1G 0.9000
N2 C3 1.3302(17)
N2 C4 1.3829(18)
N2 C2 1.4673(18)
N3 C3 1.3239(18)
N3 C5 1.3757(17)
N3 C6 1.4606(18)
B1 H1A 0.9600
B1 H1B 0.9600
B1 H1C 0.9600
C1 C2 1.5194(19)
C1 H1D 0.9700
C1 H1E 0.9700
C2 H2A 0.9700
C2 H2B 0.9700
C3 H3 0.9300
C4 C5 1.349(2)
C4 H4 0.9300
C5 H5 0.9300
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
