Rapid self-healing and anion selectivity in metallosupramolecular gels assisted by fluorine–fluorine interactions
Arnedo-Sánchez, Leticia; Nonappa, Nonappa; Bhowmik, Sandip; Hietala, Sami; Puttreddy, Rakesh; Lahtinen, Manu; De Cola, Luisa; Rissanen, Kari; Dalton Trans.  (2017) –; doi:10.1039/C7DT00983F

data_7043138
_publ_section_title
;
 Rapid self-healing and anion selectivity in metallosupramolecular gels
 assisted by fluorine--fluorine interactions
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT00983F
_journal_year                    2017
_chemical_formula_moiety         'C29 H15 F15 N4 O, C H4 O, H2 O'
_chemical_formula_sum            'C30 H21 F15 N4 O3'
_chemical_formula_weight         770.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-02-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2017-02-16 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.363(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.5175(6)
_cell_length_b                   31.498(3)
_cell_length_c                   9.0538(9)
_cell_measurement_reflns_used    2246
_cell_measurement_temperature    119.97(12)
_cell_measurement_theta_max      66.8820
_cell_measurement_theta_min      4.1810
_cell_volume                     1552.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.97(12)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -116.00 -70.00   2.00    5.00    --  -41.90 -37.00-150.00   23
  2  \w    -70.00  30.00   2.00    5.00    --  -41.90  57.00 -90.00   50
  3  \w    -65.00  -9.00   2.00    5.00    --  -41.90 -77.00  90.00   28
  4  \w   -118.00 -10.00   2.00    5.00    --  -41.90 -77.00   0.00   54
  5  \w    -52.00 -14.00   2.00    5.00    --  -41.90 -57.00-180.00   19
  6  \w    -72.00 -18.00   2.00    5.00    --  -41.90 -37.00  60.00   27
  7  \w    -71.00 -13.00   2.00    5.00    --  -41.90 -77.00-180.00   29
  8  \w   -106.00 -78.00   2.00    5.00    --  -41.90 -77.00  90.00   14
  9  \w    -60.00 -20.00   2.00    5.00    --  -41.90 -37.00-150.00   20
 10  \w    -45.00  17.00   2.00    5.00    --  -41.90  42.00  27.00   31
 11  \w      1.00  83.00   2.00    5.00    --   41.90 -99.00  90.00   41
 12  \w     11.00  65.00   2.00    5.00    --   41.90  77.00 -60.00   27
 13  \w     75.00 117.00   2.00    5.00    --   41.90  77.00 -60.00   21
 14  \w     10.00  60.00   2.00    5.00    --   41.90  77.00  30.00   25
 15  \w     72.00 126.00   2.00   30.00    --  100.82  61.00 -60.00   27
 16  \w     73.00  99.00   2.00   30.00    --  100.82  61.00  60.00   13
 17  \w     68.00 176.00   2.00   30.00    --  100.82  77.00-120.00   54
 18  \w     95.00 171.00   2.00   30.00    --  100.82 125.00 -90.00   38
 19  \w     73.00 101.00   2.00   30.00    --  100.82  77.00 -60.00   14
 20  \w     70.00  96.00   2.00   30.00    --  100.82  71.00 -30.31   13
 21  \w     72.00 170.00   2.00   30.00    --  100.82  61.00  30.00   49
 22  \w     72.00 142.00   2.00   30.00    --  100.82  61.00-150.00   35
 23  \w     25.00 133.00   2.00   30.00    --  100.82 -77.00-120.00   54
 24  \w     73.00 115.00   2.00   30.00    --  100.82  61.00-180.00   21
 25  \w     69.00  97.00   2.00   30.00    --  100.82  77.00  90.00   14
 26  \w    140.00 174.00   2.00   30.00    --  100.82  77.00  90.00   17
 27  \w     68.00  96.00   2.00   30.00    --  100.82  77.00   0.00   14
 28  \w     69.00  95.00   2.00   30.00    --  100.82  77.00-180.00   13
 29  \w    109.00 173.00   2.00   30.00    --  100.82  63.00  77.28   32
 30  \w     68.00 134.00   2.00   30.00    --  100.82  77.00 120.00   33
 31  \w     72.00 100.00   2.00   30.00    --  100.82  61.00-120.00   14
 32  \w    139.00 167.00   2.00   30.00    --  100.82  61.00   0.00   14
 33  \w     18.00 108.00   2.00   30.00    --  100.82 -94.00-150.00   45
 34  \w     72.00 138.00   2.00   30.00    --  100.82  61.00   0.00   33
 35  \w     68.00  94.00   2.00   30.00    --  100.82  77.00 150.00   13
 36  \w     69.00  95.00   2.00   30.00    --  100.82  77.00  30.00   13
 37  \w    152.00 178.00   2.00   30.00    --  100.82  77.00  30.00   13
 38  \w     72.00 104.00   2.00   30.00    --  100.82  61.00  90.00   16
 39  \w     95.00 171.00   2.00   30.00    --  100.82 125.00 150.00   38
 40  \w    135.00 167.00   2.00   30.00    --  100.82  77.00 120.00   16
 41  \w     73.00 149.00   2.00   30.00    --  100.82  61.00 -30.00   38
 42  \w     72.00 100.00   2.00   30.00    --  100.82  61.00 120.00   14
 43  \w     28.00 122.00   2.00   30.00    --  100.82-125.00 120.00   47
 44  \w     71.00  97.00   2.00   30.00    --  100.82  63.00  77.28   13
 45  \w     69.00  95.00   2.00   30.00    --  100.82  73.00 137.46   13
 46  \w     69.00  95.00   2.00   30.00    --  100.82  74.00-103.45   13
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2257211000
_diffrn_orient_matrix_UB_12      -0.0169029000
_diffrn_orient_matrix_UB_13      0.0617320000
_diffrn_orient_matrix_UB_21      0.0995777000
_diffrn_orient_matrix_UB_22      0.0194682000
_diffrn_orient_matrix_UB_23      0.1541071000
_diffrn_orient_matrix_UB_31      -0.1383756000
_diffrn_orient_matrix_UB_32      0.0415596000
_diffrn_orient_matrix_UB_33      -0.0469583000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            22314
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.733
_diffrn_reflns_theta_max         66.733
_diffrn_reflns_theta_min         4.211
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83498
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.073
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1249 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.31(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         5503
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0615P)^2^+0.4509P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1652
_reflns_Friedel_coverage         0.987
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3646
_reflns_number_total             5503
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt00983f2.cif
_cod_data_source_block           3_CH3OH_H2O
_cod_database_code               7043138
_chemical_oxdiff_formula         'C13 H14 N1 O4 F15'
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9(4) 0.1(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(F10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(F5)=Sof(F7)=1-FVAR(1)
 Sof(F6)=Sof(F8)=FVAR(1)
 Sof(F15)=Sof(F16)=1-FVAR(2)
 Sof(F13)=Sof(F14)=FVAR(2)
 Sof(F19)=Sof(F20)=Sof(C29)=1-FVAR(3)
 Sof(F17)=Sof(F18)=Sof(C28)=FVAR(3)
 Sof(F22)=Sof(F24)=Sof(F25)=1-FVAR(4)
 Sof(F21)=Sof(F23)=Sof(F26)=FVAR(4)
 Sof(F9)=Sof(F10)=1-FVAR(5)
 Sof(F11)=Sof(F12)=FVAR(5)
5.a Riding coordinates:
 O3(H3A,H3B)
5.b Aromatic/amide H refined with riding coordinates:
 N4(H4), C1(H1), C2(H2), C3(H3), C4(H4A), C7(H7), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21)
5.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
5.d Idealised tetrahedral OH refined as rotating group:
 O2(H2A)
;
_shelx_res_checksum              94244
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.692