Simple acyclic molecules containing a single charge-assisted O-H group can recognize anions in acetonitrile : water mixtures.
Goodwin, Rosemary J.; Blyth, Mitchell T.; Fung, Alfred K. K.; Smith, Leesa M.; Norcott, Philip L.; Tanovic, Sara; Coote, Michelle L.; White, Nicholas G.; Organic & biomolecular chemistry 19 (2021) 2794–2803; doi:10.1039/d1ob00282a

data_7157941
_publ_section_title
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 Simple acyclic molecules containing a single charge-assisted O-H group
 can recognize anions in acetonitrile&#x2009;:&#x2009;water mixtures.
;
_journal_issue                   12
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2794
_journal_page_last               2803
_journal_paper_doi               10.1039/d1ob00282a
_journal_volume                  19
_journal_year                    2021
_chemical_compound_source        synthesized
_chemical_formula_moiety         '2(C26 H22 N2 O2), 4(F6 P), 6(C2 H3 N)'
_chemical_formula_sum            'C64 H62 F24 N10 O4 P4'
_chemical_formula_weight         1615.12
_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_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2020-12-16 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                65.052(4)
_cell_angle_beta                 66.010(3)
_cell_angle_gamma                88.251(3)
_cell_formula_units_Z            2
_cell_length_a                   14.8499(5)
_cell_length_b                   16.5325(6)
_cell_length_c                   18.0268(7)
_cell_measurement_reflns_used    30196
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.4980
_cell_measurement_theta_min      2.9420
_cell_volume                     3612.6(3)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            70361
_diffrn_reflns_theta_full        71.364
_diffrn_reflns_theta_max         72.821
_diffrn_reflns_theta_min         2.992
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.005
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.87
_refine_diff_density_min         -0.67
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9718
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1003
_refine_ls_number_reflns         14207
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0646
_refine_ls_shift/su_max          0.0003669
_refine_ls_shift/su_mean         0.0000322
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 0.137E+04 0.232E+04 0.141E+04 571. 122. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1874
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.1874
_reflns_limit_h_max              18
_reflns_limit_h_min              -16
_reflns_limit_k_max              20
_reflns_limit_k_min              -18
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                12871
_reflns_number_total             14267
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.36
_oxford_diffrn_Wilson_scale      0.34
_oxford_refine_ls_r_factor_ref   0.0689
_oxford_refine_ls_scale          1.956(13)
_oxford_reflns_number_all        14207
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_iucr_refine_instructions_details_constraints
;
BLOCK 
CONT SCALE 
CONT O    (    1 ,X'S,U'S)  UNTIL C    (  253 ) 
CONT H    (  301 ,X'S)  UNTIL H    (  801 ) 
CONT F    (  146 ,X'S,U'S)  UNTIL F    (  143 ) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) H   ( 192,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) H   ( 622,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) 
RIDE C   (  69,X'S) H   ( 691,X'S) H   ( 692,X'S) 
RIDE C   (  71,X'S) H   ( 711,X'S) 
RIDE C   (  72,X'S) H   ( 721,X'S) 
RIDE C   (  73,X'S) H   ( 731,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   ( 203,X'S) H   (2031,X'S) H   (2033,X'S) H   (2032,X'S) 
RIDE C   ( 213,X'S) H   (2133,X'S) H   (2132,X'S) H   (2131,X'S) 
RIDE C   ( 223,X'S) H   (2231,X'S) H   (2232,X'S) H   (2233,X'S) 
RIDE C   ( 226,X'S) H   (2262,X'S) H   (2261,X'S) H   (2263,X'S) 
RIDE C   ( 243,X'S) H   (2431,X'S) H   (2433,X'S) H   (2432,X'S) 
RIDE C   ( 253,X'S) H   (2531,X'S) H   (2533,X'S) H   (2532,X'S) 
END         
;
_iucr_refine_instructions_details_restraints
;                                                                   
DIST 0, 0.01 = MEAN P(131) TO F(132), P(131) TO F(137) 
CONT P(131) TO F(133), P(131) TO F(134) 
CONT P(131) TO F(135), P(131) TO F(136) 
CONT P(131) TO F(143), P(131) TO F(144) 
CONT P(131) TO F(145), P(131) TO F(146) 
ANGL 90, 1 = F(132) TO P(131) TO F(133) 
CONT F(132) TO P(131) TO F(134) 
CONT F(132) TO P(131) TO F(135) 
CONT F(132) TO P(131) TO F(136) 
CONT F(137) TO P(131) TO F(133) 
CONT F(137) TO P(131) TO F(134) 
CONT F(137) TO P(131) TO F(135) 
CONT F(137) TO P(131) TO F(136) 
CONT F(133) TO P(131) TO F(134) 
CONT F(134) TO P(131) TO F(135) 
CONT F(135) TO P(131) TO F(136) 
CONT F(136) TO P(131) TO F(133) 
CONT F(132) TO P(131) TO F(143) 
CONT F(132) TO P(131) TO F(144) 
CONT F(132) TO P(131) TO F(145) 
CONT F(132) TO P(131) TO F(146) 
CONT F(137) TO P(131) TO F(143) 
CONT F(137) TO P(131) TO F(144) 
CONT F(137) TO P(131) TO F(145) 
CONT F(137) TO P(131) TO F(146) 
CONT F(143) TO P(131) TO F(144) 
CONT F(144) TO P(131) TO F(145) 
CONT F(145) TO P(131) TO F(146) 
CONT F(146) TO P(131) TO F(143) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM NO H   NO #H U MULT DIST 
REM C-H 
REM >4           1.5    .96 DISORDER 
REM 1      1     1.2    .93 C C-H (ACETYLENE) 
REM 1      2     1.2    .93 C-C(H)-C 
REM 1      3     1.2    .98 (C)3-C-H 
REM 2      1     1.2    .93 C=C-H(2) 
REM 2      2     1.2    .97 (C)2-C-(H)2 
REM 3      1     1.5    .96 C-C-(H)3 
REM N-H 
REM >4           1.5    .89 DISORDER 
REM 1      1     1.2    .86 N-N/H 
REM 1      2     1.2    .86 (C)2-N-H 
REM 1      3     1.2    .89 (C)3-N-H 
REM 2      1     1.2    .86 C-N-(H)2 
REM 2      2     1.2    .89 (C)2-N-(H)2 
REM 3      1     1.2    .89 C-H-(H)3 
REM O-H 
REM 1      1     1.5    .82 O-H 
REM 
REM DIST      ESD = 0.02 
REM VIB       ESD = 0.002 
REM ANGLE     ESD = 2.0 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 1) TO H(11) 
REST 0.060, 0.002 = H(11,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 30) TO H(301) 
REST 0.050, 0.002 = H(301,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 51) TO H(511) 
REST 0.049, 0.002 = H(511,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 80) TO H(801) 
REST 0.082, 0.002 = H(801,U[ISO]) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00200 = P(131) TO F(134) 
VIBR .0, 0.00200 = P(131) TO F(137) 
VIBR .0, 0.00200 = P(131) TO F(133) 
VIBR .0, 0.00200 = P(131) TO F(132) 
VIBR .0, 0.00200 = P(131) TO F(135) 
VIBR .0, 0.00200 = P(131) TO F(136) 
VIBR .0, 0.00500 = F(137) TO F(134) 
VIBR .0, 0.00500 = F(133) TO F(134) 
VIBR .0, 0.00500 = F(133) TO F(137) 
VIBR .0, 0.00500 = F(132) TO F(134) 
VIBR .0, 0.00500 = F(132) TO F(137) 
VIBR .0, 0.00500 = F(132) TO F(133) 
VIBR .0, 0.00500 = F(135) TO F(134) 
VIBR .0, 0.00500 = F(135) TO F(137) 
VIBR .0, 0.00500 = F(135) TO F(133) 
VIBR .0, 0.00500 = F(135) TO F(132) 
VIBR .0, 0.00500 = F(136) TO F(134) 
VIBR .0, 0.00500 = F(136) TO F(137) 
VIBR .0, 0.00500 = F(136) TO F(133) 
VIBR .0, 0.00500 = F(136) TO F(132) 
VIBR .0, 0.00500 = F(136) TO F(135) 
VIBR .0, 0.00200 = P(131) TO F(144) 
VIBR .0, 0.00200 = P(131) TO F(143) 
VIBR .0, 0.00200 = P(131) TO F(145) 
VIBR .0, 0.00200 = P(131) TO F(146) 
VIBR .0, 0.00500 = F(143) TO F(144) 
VIBR .0, 0.00500 = F(145) TO F(144) 
VIBR .0, 0.00500 = F(145) TO F(143) 
VIBR .0, 0.00500 = F(146) TO F(144) 
VIBR .0, 0.00500 = F(146) TO F(143) 
VIBR .0, 0.00500 = F(146) TO F(145) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.08000 = P(131) TO F(134) 
U(IJ) .0, 0.08000 = P(131) TO F(137) 
U(IJ) .0, 0.08000 = P(131) TO F(133) 
U(IJ) .0, 0.08000 = P(131) TO F(132) 
U(IJ) .0, 0.08000 = P(131) TO F(135) 
U(IJ) .0, 0.08000 = P(131) TO F(146) 
U(IJ) .0, 0.08000 = P(131) TO F(144) 
U(IJ) .0, 0.08000 = P(131) TO F(143) 
U(IJ) .0, 0.08000 = P(131) TO F(145) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_cod_data_source_file            d1ob00282a2.cif
_cod_data_source_block           3PF6_acetonitrile
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7157935--7157948.cif.
;
_cod_original_cell_volume        3612.62(14)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7157941