Ion pair complexes and anion binding in the solution of a ditopic receptor.
Mäkelä, T; Rissanen, K.; Dalton transactions (Cambridge, England : 2003) 45 (2016) 6481–6490; doi:10.1039/c6dt00414h

data_7038567
_publ_section_title
;
 Ion pair complexes and anion binding in the solution of a ditopic
 receptor.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6481
_journal_page_last               6490
_journal_paper_doi               10.1039/c6dt00414h
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety
'2(C56 H60 K N12 O22), 1.25(C3 H7 N O), 0.25(C H4 O), C H3 O, 0.2(C3 N O), 1.25(O), 4(H2 O), 2(F)'
_chemical_formula_sum            'C117.6 H140.75 F2 K2 N25.45 O51.95'
_chemical_formula_weight         2858.20
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-09-16
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_audit_update_record
;
2015-09-17 deposited with the CCDC.
2016-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   52.080(2)
_cell_length_b                   43.9225(8)
_cell_length_c                   27.7395(6)
_cell_measurement_reflns_used    11148
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      74.8930
_cell_measurement_theta_min      3.9570
_cell_volume                     63454(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla et al., 2007)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
  1 omega -114.00   -9.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6176  -77.0000 -180.0000 105

  2 omega -108.00  -79.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.5000 -111.0000  -90.0000 29

  3 omega   55.00   81.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -30.0000 26

  4 omega   31.00  107.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -180.0000 76

  5 omega   55.00   90.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  120.0000 35

  6 omega   40.00  123.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -15.0000    0.0000 83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0184610500
_diffrn_orient_matrix_UB_12      0.0083591000
_diffrn_orient_matrix_UB_13      0.0413620500
_diffrn_orient_matrix_UB_21      -0.0223230000
_diffrn_orient_matrix_UB_22      -0.0024253500
_diffrn_orient_matrix_UB_23      0.0362763500
_diffrn_orient_matrix_UB_31      0.0060944500
_diffrn_orient_matrix_UB_32      -0.0339505000
_diffrn_orient_matrix_UB_33      0.0074730500
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            33534
_diffrn_reflns_point_group_measured_fraction_full 0.677
_diffrn_reflns_point_group_measured_fraction_max 0.690
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.748
_diffrn_reflns_theta_min         3.167
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.277
_exptl_absorpt_correction_T_max  0.855
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_description       block
_exptl_crystal_F_000             23938
_exptl_crystal_size_max          0.2031
_exptl_crystal_size_mid          0.1929
_exptl_crystal_size_min          0.1318
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.129
_refine_ls_abs_structure_details
;
 Flack x determined using 4276 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.413(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1958
_refine_ls_number_reflns         19416
_refine_ls_number_restraints     69
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0823
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1938P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2222
_refine_ls_wR_factor_ref         0.2316
_reflns_Friedel_coverage         0.364
_reflns_Friedel_fraction_full    0.370
_reflns_Friedel_fraction_max     0.377
_reflns_number_gt                17270
_reflns_number_total             19416
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt00414h2.cif
_cod_data_source_block           R1_KF
_cod_depositor_comments
'Adding full bibliography for 7038560--7038573.cif.'
_cod_original_cell_volume        63453(3)
_cod_original_formula_sum        'C117.60 H140.75 F2 K2 N25.45 O51.95'
_cod_database_code               7038567
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C56 H56 N12 O20 K2 F2'
_reflns_odcompleteness_completeness 98.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,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
2. Restrained distances
 O11E-C28E
 1.42 with sigma of 0.01
 O11E-C18D
 1.36 with sigma of 0.01
 C38-N10
 1.35 with sigma of 0.01
 N10-C39
 1.4 with sigma of 0.01
 N10-C40
 1.4 with sigma of 0.01
 C25E-C26E = C27E-C28E
 1.52 with sigma of 0.01
 O21-C38
 1.2 with sigma of 0.02
 O11D-C18D
 1.36 with sigma of 0.01
 O22-C41
 1.44 with sigma of 0.01
 O23-C42
 1.44 with sigma of 0.01
 C18D-O11D
 1.37 with sigma of 0.02
 C19D-O7D
 1.37 with sigma of 0.02
 O7E-C19D = O11E-C18D
 1.37 with sigma of 0.02
 O11E-C28E = O10E-C27E = O10E-C26E
 1.42 with sigma of 0.01
 C24D-C23D = C26D-C25D = C28D-C27D
 1.52 with sigma of 0.01
 C22D-C21D = C24D-C23D = C26D-C25D = C28D-C27D
 1.52 with sigma of 0.02
 C28E-C27E = C26E-C25E = C24E-C23E = C22E-C21E
 1.52 with sigma of 0.02
 C23E-C22E
 2.4 with sigma of 0.02
 O7E-C21E = O11E-C28E = O8E-C22E = O8E-C23E = O9E-C24E = O9E-C25E = O10E-C26E =
  O10E-C27E
 1.42 with sigma of 0.02
 O10D-C27D = O8D-C23D = O9D-C24D = O9D-C25D = O10D-C26D = O11D-C28D
 1.42 with sigma of 0.01
 O11D-C28D = O7D-C21D = O8D-C22D = O8D-C23D = O9D-C24D = O9D-C25D = O10D-C26D =
  O10D-C27D
 1.42 with sigma of 0.02
 O20-C35
 1.2 with sigma of 0.01
 C35-N9
 1.35 with sigma of 0.01
 C37-N9 = N9-C36
 1.4 with sigma of 0.01
 O6B-N6B
 1.24 with sigma of 0.01
 N6B-O5B
 1.24 with sigma of 0.01
 H13F-O12
 2 with sigma of 0.01
 N6B-C12B
 1.46 with sigma of 0.01
 O17-F2
 2.8 with sigma of 0.01
 H24-F2
 1.7 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(O21) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(N8) = Uanis(C32)
Uanis(C33) = Uanis(N8)
Uanis(C34) = Uanis(N8)
Uanis(O11E) = Uanis(O11D)
Uanis(C28D) = Uanis(C28E)
Uanis(C27D) = Uanis(C27E)
Uanis(N10) = Uanis(C38)
Uanis(C38) = Uanis(O21)
Uanis(O22) = Uanis(C41)
Uanis(C42) = Uanis(O23)
Uanis(O7E) = Uanis(C19D)
Uanis(C23D) = Uanis(O8D)
Uanis(C26E) = Uanis(O10E)
Uanis(C24E) = Uanis(O9E)
Uanis(O7E) = Uanis(C21E)
Uanis(C23E) = Uanis(C24E)
Uanis(C22D) = Uanis(O8D)
Uanis(C21D) = Uanis(O7D)
Uanis(C21E) = Uanis(C22E)
Uanis(C24D) = Uanis(O9D)
Uanis(C35) = Uanis(O20)
Uanis(O24) = Uanis(C43)
4. Others
 Fixed Sof: O7D(0.7) O7E(0.3) O8D(0.7) O8E(0.3) O9D(0.7) O9E(0.3) O10D(0.7)
 O10E(0.3) O11D(0.7) O11E(0.3) C21D(0.7) H21C(0.7) H21D(0.7) C21E(0.3)
 H21E(0.3) H21F(0.3) C22D(0.7) H22C(0.7) H22D(0.7) C22E(0.3) H22E(0.3)
 H22F(0.3) C23D(0.7) H23C(0.7) H23D(0.7) C23E(0.3) H23E(0.3) H23F(0.3)
 C24D(0.7) H24C(0.7) H24D(0.7) C24E(0.3) H24E(0.3) H24F(0.3) C25D(0.7)
 H25C(0.7) H25D(0.7) C25E(0.3) H25E(0.3) H25F(0.3) C26D(0.7) H26C(0.7)
 H26D(0.7) C26E(0.3) H26E(0.3) H26F(0.3) C27D(0.7) H27C(0.7) H27D(0.7)
 C27E(0.3) H27E(0.3) H27F(0.3) C28D(0.7) H28C(0.7) H28D(0.7) C28E(0.3)
 H28E(0.3) H28F(0.3) O21(0.25) N10(0.25) C38(0.25) H38(0.25) C39(0.25)
 H39A(0.25) H39B(0.25) H39C(0.25) C40(0.25) H40A(0.25) H40B(0.25) H40C(0.25)
 O19(0.5) N8(0.5) C32(0.5) H32(0.5) C33(0.5) H33A(0.5) H33B(0.5) H33C(0.5)
 C34(0.5) H34A(0.5) H34B(0.5) H34C(0.5) O18(0.5) N7(0.5) C29(0.5) H29(0.5)
 C30(0.5) H30A(0.5) H30B(0.5) H30C(0.5) C31(0.5) H31A(0.5) H31B(0.5) H31C(0.5)
 O24(0.25) H24(0.25) C43(0.25) H43A(0.25) H43B(0.25) H43C(0.25) O22(0.5)
 C41(0.5) H41A(0.5) H41B(0.5) H41C(0.5) O23(0.5) C42(0.5) H42A(0.5) H42B(0.5)
 H42C(0.5) O20(0.2) N9(0.2) C35(0.2) C36(0.2) C37(0.2) O17(0.75) O15(0.5)
5.a Free rotating group:
 O12(H12A,H12B), O16(H16A,H16B), O14(H14E,H14F), O13(H13E,H13F)
5.b Secondary CH2 refined with riding coordinates:
 C21C(H21A,H21B), C21D(H21C,H21D), C21E(H21E,H21F), C22C(H22A,H22B), C22D(H22C,
 H22D), C22E(H22E,H22F), C23C(H23A,H23B), C23D(H23C,H23D), C23E(H23E,H23F),
 C24C(H24A,H24B), C24D(H24C,H24D), C24E(H24E,H24F), C25C(H25A,H25B), C25D(H25C,
 H25D), C25E(H25E,H25F), C26C(H26A,H26B), C26D(H26C,H26D), C26E(H26E,H26F),
 C27C(H27A,H27B), C27D(H27C,H27D), C27E(H27E,H27F), C28C(H28A,H28B), C28D(H28C,
 H28D), C28E(H28E,H28F), C21A(H21G,H21H), C21B(H21I,H21J), C22A(H22G,H22H),
 C22B(H22I,H22J), C23A(H23G,H23H), C23B(H23I,H23J), C24A(H24G,H24H), C24B(H24I,
 H24J), C25A(H25G,H25H), C25B(H25I,H25J), C26A(H26G,H26H), C26B(H26I,H26J),
 C27A(H27G,H27H), C27B(H27I,H27J), C28A(H28G,H28H), C28B(H28I,H28J)
5.c Aromatic/amide H refined with riding coordinates:
 N1C(H1C), N1D(H1D), N2C(H2C), N2D(H2D), N3C(H3C), N3D(H3D), N4C(H4C),
 N4D(H4D), C3C(H3CA), C3D(H3DA), C4C(H4CA), C4D(H4DA), C6C(H6C), C6D(H6D),
 C7C(H7C), C7D(H7D), C10C(H10C), C10D(H10D), C11C(H11C), C11D(H11D), C13C(H13C),
  C13D(H13D), C14C(H14C), C14D(H14D), C17C(H17C), C17D(H17D), C20C(H20C),
 C20D(H20D), N1A(H1A), N1B(H1B), N2A(H2A), N2B(H2B), N3A(H3A), N3B(H3B),
 N4A(H4A), N4B(H4B), C3A(H3AA), C3B(H3BA), C4A(H4AA), C4B(H4BA), C6A(H6A),
 C6B(H6B), C7A(H7A), C7B(H7B), C10A(H10A), C10B(H10B), C11A(H11A), C11B(H11B),
 C13A(H13A), C13B(H13B), C14A(H14A), C14B(H14B), C17A(H17A), C17B(H17B),
 C20A(H20A), C20B(H20B), C38(H38), C32(H32), C29(H29)
5.d Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C43(H43A,H43B,H43C), C41(H41A,
 H41B,H41C), C42(H42A,H42B,H42C)
5.e Idealised tetrahedral OH refined as rotating group:
 O24(H24)
;
_olex2_submission_special_instructions 'No special instructions were received'