#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/43/2014366.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_2014366
loop_
_publ_author_name
'Dibrov, Sergey M.'
'Kochi, Jay K.'
_publ_section_title
;
 Crystallographic view of fluidic structures for room-temperature ionic
 liquids: 1-butyl-3-methylimidazolium hexafluorophosphate
;
_journal_coeditor_code           JZ1769
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o19
_journal_page_last               o21
_journal_paper_doi               10.1107/S0108270105037200
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C8 H15 N2 +, P F6 -'
_chemical_formula_moiety         'C8 H15 N2 +, F6 P -'
_chemical_formula_sum            'C8 H15 F6 N2 P'
_chemical_formula_weight         284.19
_chemical_melting_point          279.15
_chemical_name_common            BMIMPF6
_chemical_name_systematic
;
1-butyl-3-methylimidazolium hexafluorophosphate
;
_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
_cell_angle_alpha                95.810(3)
_cell_angle_beta                 114.955(2)
_cell_angle_gamma                103.061(3)
_cell_formula_units_Z            2
_cell_length_a                   8.7549(12)
_cell_length_b                   8.9042(12)
_cell_length_c                   9.0128(13)
_cell_measurement_reflns_used    9189
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.47
_cell_volume                     604.96(15)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT and SADABS (Bruker, 2003)'
_computing_molecular_graphics    'XP (Bruker, 1999)'
_computing_publication_material  'SHELXTL and XCIF (Bruker, 1999)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2003)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART'
_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  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0271
_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       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9189
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.266
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3487
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0434
_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)+(0.0749P)²+0.0074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1253
_reflns_number_gt                2840
_reflns_number_total             3486
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1769.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '6C' was changed to '279.15' - it was
converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '6C' was changed to '279.15' - it was
converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2014366
_cod_database_fobs_code          2014366
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
P1 0.18444(5) 0.79488(4) 0.44901(4) 0.02785(12) Uani d . 1 . . P
F1 0.35521(12) 0.93965(11) 0.57091(12) 0.0410(2) Uani d . 1 . . F
F2 0.29779(13) 0.67516(11) 0.50853(13) 0.0490(3) Uani d . 1 . . F
F3 0.12957(14) 0.78229(15) 0.59432(13) 0.0539(3) Uani d . 1 . . F
F4 0.07314(13) 0.91488(12) 0.38757(13) 0.0464(3) Uani d . 1 . . F
F5 0.24066(15) 0.81036(14) 0.30242(13) 0.0544(3) Uani d . 1 . . F
F6 0.01489(13) 0.65083(12) 0.32406(13) 0.0511(3) Uani d . 1 . . F
N1 0.75199(15) 0.72952(14) 0.65019(14) 0.0270(3) Uani d . 1 . . N
N2 0.78894(16) 0.83706(14) 0.89274(15) 0.0277(3) Uani d . 1 . . N
C1 0.6931(2) 0.6937(2) 0.46853(18) 0.0403(4) Uani d . 1 . . C
H1A 0.5839 0.7216 0.4106 0.061 Uiso calc R 1 . . H
H1B 0.6715 0.5806 0.4294 0.061 Uiso calc R 1 . . H
H1C 0.7846 0.7551 0.4444 0.061 Uiso calc R 1 . . H
C2 0.70855(18) 0.83227(17) 0.72967(18) 0.0282(3) Uani d . 1 . . C
H2 0.6322 0.8927 0.6783 0.034 Uiso calc R 1 . . H
C3 0.86449(19) 0.66566(18) 0.76617(19) 0.0317(3) Uani d . 1 . . C
H3 0.9163 0.5890 0.7436 0.038 Uiso calc R 1 . . H
C4 0.8872(2) 0.73249(18) 0.91775(18) 0.0323(3) Uani d . 1 . . C
H4 0.9578 0.7115 1.0224 0.039 Uiso calc R 1 . . H
C5 0.7659(2) 0.92927(17) 1.02293(19) 0.0352(3) Uani d . 1 . . C
H5A 0.7116 1.0112 0.9774 0.042 Uiso calc R 1 . . H
H5B 0.8828 0.9834 1.1198 0.042 Uiso calc R 1 . . H
C6 0.6500(2) 0.82430(17) 1.08181(17) 0.0307(3) Uani d . 1 . . C
H6A 0.7070 0.7448 1.1303 0.037 Uiso calc R 1 . . H
H6B 0.6420 0.8901 1.1721 0.037 Uiso calc R 1 . . H
C7 0.4647(2) 0.73904(19) 0.94394(18) 0.0335(3) Uani d . 1 . . C
H7A 0.4717 0.6697 0.8554 0.040 Uiso calc R 1 . . H
H7B 0.4083 0.8179 0.8927 0.040 Uiso calc R 1 . . H
C8 0.3510(2) 0.6397(2) 1.0089(2) 0.0418(4) Uani d . 1 . . C
H8A 0.4061 0.5612 1.0594 0.063 Uiso calc R 1 . . H
H8B 0.2336 0.5856 0.9156 0.063 Uiso calc R 1 . . H
H8C 0.3400 0.7084 1.0936 0.063 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
P1 0.0262(2) 0.0302(2) 0.0242(2) 0.01010(15) 0.00859(15) 0.00349(14)
F1 0.0314(5) 0.0347(5) 0.0449(5) 0.0065(4) 0.0112(4) -0.0037(4)
F2 0.0416(6) 0.0359(5) 0.0559(6) 0.0192(4) 0.0069(5) 0.0070(4)
F3 0.0496(6) 0.0787(8) 0.0408(6) 0.0161(6) 0.0276(5) 0.0193(5)
F4 0.0408(6) 0.0453(6) 0.0534(6) 0.0246(5) 0.0153(5) 0.0136(5)
F5 0.0623(7) 0.0740(8) 0.0387(6) 0.0241(6) 0.0323(5) 0.0107(5)
F6 0.0351(5) 0.0396(5) 0.0504(6) 0.0042(4) 0.0005(5) -0.0039(4)
N1 0.0280(6) 0.0320(6) 0.0238(6) 0.0110(5) 0.0124(5) 0.0098(5)
N2 0.0307(6) 0.0281(6) 0.0265(6) 0.0086(5) 0.0149(5) 0.0079(5)
C1 0.0500(10) 0.0503(10) 0.0240(7) 0.0207(8) 0.0165(7) 0.0104(7)
C2 0.0280(7) 0.0313(7) 0.0308(7) 0.0127(6) 0.0154(6) 0.0128(6)
C3 0.0319(7) 0.0318(7) 0.0340(8) 0.0157(6) 0.0136(6) 0.0117(6)
C4 0.0331(7) 0.0337(7) 0.0289(7) 0.0135(6) 0.0100(6) 0.0130(6)
C5 0.0461(9) 0.0285(7) 0.0324(8) 0.0078(6) 0.0219(7) 0.0026(6)
C6 0.0362(8) 0.0320(7) 0.0238(7) 0.0095(6) 0.0144(6) 0.0039(5)
C7 0.0338(8) 0.0416(8) 0.0265(7) 0.0160(7) 0.0130(6) 0.0073(6)
C8 0.0324(8) 0.0503(10) 0.0421(9) 0.0098(7) 0.0189(7) 0.0060(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'
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'
P P 0.1023 0.0942 '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
F3 P1 F4 90.17(6)
F3 P1 F6 91.03(6)
F4 P1 F6 89.64(6)
F3 P1 F2 90.85(6)
F4 P1 F2 178.96(6)
F6 P1 F2 90.55(5)
F3 P1 F1 90.18(6)
F4 P1 F1 90.24(5)
F6 P1 F1 178.78(6)
F2 P1 F1 89.55(5)
F3 P1 F5 179.17(6)
F4 P1 F5 89.25(6)
F6 P1 F5 89.56(6)
F2 P1 F5 89.73(6)
F1 P1 F5 89.23(6)
C2 N1 C3 108.73(12)
C2 N1 C1 125.26(12)
C3 N1 C1 125.99(13)
C2 N2 C4 108.31(12)
C2 N2 C5 125.63(12)
C4 N2 C5 125.90(12)
N1 C1 H1A 109.5
N1 C1 H1B 109.5
H1A C1 H1B 109.5
N1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
N1 C2 N2 108.83(12)
N1 C2 H2 125.6
N2 C2 H2 125.6
C4 C3 N1 106.93(13)
C4 C3 H3 126.5
N1 C3 H3 126.5
C3 C4 N2 107.19(12)
C3 C4 H4 126.4
N2 C4 H4 126.4
N2 C5 C6 111.48(12)
N2 C5 H5A 109.3
C6 C5 H5A 109.3
N2 C5 H5B 109.3
C6 C5 H5B 109.3
H5A C5 H5B 108.0
C7 C6 C5 113.87(12)
C7 C6 H6A 108.8
C5 C6 H6A 108.8
C7 C6 H6B 108.8
C5 C6 H6B 108.8
H6A C6 H6B 107.7
C6 C7 C8 112.30(12)
C6 C7 H7A 109.1
C8 C7 H7A 109.1
C6 C7 H7B 109.1
C8 C7 H7B 109.1
H7A C7 H7B 107.9
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
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
P1 F3 . 1.5795(10) ?
P1 F4 . 1.5916(9) ?
P1 F6 . 1.5979(10) ?
P1 F2 . 1.5980(9) ?
P1 F1 . 1.6000(9) ?
P1 F5 . 1.6005(10) ?
N1 C2 . 1.3226(18) ?
N1 C3 . 1.3751(17) ?
N1 C1 . 1.4682(18) ?
N2 C2 . 1.3259(18) ?
N2 C4 . 1.3781(17) ?
N2 C5 . 1.4738(18) ?
C1 H1A . 0.9800 ?
C1 H1B . 0.9800 ?
C1 H1C . 0.9800 ?
C2 H2 . 0.9500 ?
C3 C4 . 1.346(2) ?
C3 H3 . 0.9500 ?
C4 H4 . 0.9500 ?
C5 C6 . 1.520(2) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.517(2) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.522(2) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
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
C2 H2 F1 . 0.95 2.36 3.2264(17) 152
C2 H2 F5 2_676 0.95 2.58 3.1721(19) 121
C3 H3 F6 2_666 0.95 2.43 3.3653(19) 167
C4 H4 F5 1_656 0.95 2.56 3.4008(18) 147
C5 H5B F4 1_656 0.99 2.52 3.2917(19) 135
C1 H1B F2 2_666 0.98 2.45 3.329(2) 150
C8 H8C F5 1_556 0.98 2.55 3.499(2) 163
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
C3 N1 C2 N2 0.01(16)
C1 N1 C2 N2 -178.40(14)
C4 N2 C2 N1 -0.18(16)
C5 N2 C2 N1 -175.85(12)
C2 N1 C3 C4 0.17(17)
C1 N1 C3 C4 178.56(15)
N1 C3 C4 N2 -0.27(17)
C2 N2 C4 C3 0.28(17)
C5 N2 C4 C3 175.93(13)
C2 N2 C5 C6 103.77(16)
C4 N2 C5 C6 -71.15(19)
N2 C5 C6 C7 -60.80(17)
C5 C6 C7 C8 -178.02(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2015930
