Cooperatively enhanced ion pair binding with a hybrid receptor.
Mäkelä, Toni; Kalenius, Elina; Rissanen, Kari; Inorganic chemistry 54 (2015) 9154–9165; doi:10.1021/acs.inorgchem.5b01577

data_4346489
_publ_section_title
;
 Cooperatively enhanced ion pair binding with a hybrid receptor.
;
_journal_issue                   18
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9154
_journal_page_last               9165
_journal_paper_doi               10.1021/acs.inorgchem.5b01577
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C120 H136 K4 N24 O52 S, C3 H7 N O, O4 S'
_chemical_formula_sum            'C123 H143 K4 N25 O57 S2'
_chemical_formula_weight         3104.14
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-02-10
_audit_creation_method
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Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
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_cell_angle_alpha                106.011(3)
_cell_angle_beta                 91.507(2)
_cell_angle_gamma                115.298(4)
_cell_formula_units_Z            2
_cell_length_a                   17.5359(5)
_cell_length_b                   19.7413(9)
_cell_length_c                   25.8071(7)
_cell_measurement_reflns_used    10078
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      74.8620
_cell_measurement_theta_min      3.5530
_cell_volume                     7656.3(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector_area_resol_mean 10.3953
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
  1 omega  -49.00   33.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6176   37.0000  -90.0000 82

  2 omega  -96.00   -2.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6176  125.0000  -90.0000 94

  3 omega -114.00  -13.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6176  -57.0000  120.0000 101

  4 omega -138.00  -89.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.5000  -94.0000 -120.0000 49

  5 omega  122.00  176.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979   30.0000   60.0000 54

  6 omega   35.00   91.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -30.0000    0.0000 56

  7 omega   43.00  144.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -77.0000   90.0000 101

  8 omega   35.00   89.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -30.0000  150.0000 54

  9 omega   91.00  119.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979   30.0000   60.0000 28

 10 omega   36.00   91.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -30.0000   90.0000 55

 11 omega   55.00   89.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -30.0000 -150.0000 34

 12 omega   29.00  109.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -94.0000   30.0000 80

 13 omega   38.00   98.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -45.0000  -90.0000 60

 14 omega   29.00  109.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979  -94.0000  -90.0000 80

 15 omega   60.00  166.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      111.3979   15.0000 -180.0000 106
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0499741000
_diffrn_orient_matrix_UB_12      0.0771233000
_diffrn_orient_matrix_UB_13      0.0477708000
_diffrn_orient_matrix_UB_21      0.0192818000
_diffrn_orient_matrix_UB_22      -0.0464936000
_diffrn_orient_matrix_UB_23      0.0331763000
_diffrn_orient_matrix_UB_31      0.0827049000
_diffrn_orient_matrix_UB_32      0.0132875000
_diffrn_orient_matrix_UB_33      -0.0241534000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0878
_diffrn_reflns_av_unetI/netI     0.0988
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            46767
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.748
_diffrn_reflns_theta_min         3.177
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.099
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       plate
_exptl_crystal_F_000             3240
_exptl_crystal_recrystallization_method
'Diffusion of diethyl ether into MeOH/DMF solution'
_exptl_crystal_size_max          0.2231
_exptl_crystal_size_mid          0.1469
_exptl_crystal_size_min          0.0463
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2061
_refine_ls_number_reflns         26575
_refine_ls_number_restraints     171
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.1148
_refine_ls_R_factor_gt           0.0736
_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^)+(0.1571P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2219
_refine_ls_wR_factor_ref         0.2747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15962
_reflns_number_total             26575
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic5b01577_si_011.cif
_cod_data_source_block           R1-K2SO4
_cod_original_cell_volume        7656.3(5)
_cod_database_code               4346489
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C32 H34 N6 O16 K2 S1'
_reflns_odcompleteness_completeness 97.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O6E-N6E = O5E-N6E
 1.25 with sigma of 0.02
 H21E-H20C
 2 with sigma of 0.01
 C27B-C28B = C28B-C27B = C25B-C26B = C25B-C26B = C23B-C24B = C24B-C23B
 1.52 with sigma of 0.01
 O10B-C27B = O10B-C27B = O10B-C26B = O10B-C26B = O9B-C25B = O9B-C25B = O9B-
 C24B = O9B-C24B = O8B-C23B = O8B-C23B
 1.42 with sigma of 0.02
 O11B-C29B = O11E-C29B = O11B-C28B = O11E-C28B = O10B-C27B = O10B-C27B = O10B-
 C26B = O10B-C26B = O9B-C25B = O9B-C25B
 1.42 with sigma of 0.01
3. Rigid bond restraints
 O5B, N6B, O6B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O6E, O5E, N6E
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C21C, C22F, O8C, C23F, C24C, O9F, C25F, C26C, O10C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C21C, C22C, O8C, C23C, C24C, O9C, C25C, C26C, O10C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C9B, C14B, C13B, C12B, C11B, C10B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C14E, C9B, C13E, C12E, C11E, C10E
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C29B, O11E, C28B, C28E, O27E, C26E, C25E, O9E, C24E, C23E, O8B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C29B, O11B, C28B, C27B, O10B, C26B, C25B, O9B, C24B, C23B, O8B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
N6E \\sim N6B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
O5B \\sim O5E: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
O6B \\sim O6E: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
C23B \\sim C23E: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
C25F \\sim C25C: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
C13B \\sim C13E: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
C12B \\sim C12E: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
O11B \\sim O11E: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
O11E \\sim O11B: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
Uanis(C14B) = Uanis(C14E)
Uanis(C28E) = Uanis(C27B)
Uanis(C24B) = Uanis(C24E)
Uanis(O10B) = Uanis(O27E)
5. Others
 Fixed Sof: O5B(0.7) O5E(0.3) O6B(0.7) O6E(0.3) O9B(0.6) O9C(0.8) O9E(0.4)
 O9F(0.2) O10B(0.9) O11B(0.6) O11E(0.4) O27E(0.1) N6B(0.7) N6E(0.3) C10B(0.7)
 H10B(0.7) C10E(0.3) H10E(0.3) C11B(0.7) H11B(0.7) C11E(0.3) H11E(0.3)
 C12B(0.7) C12E(0.3) C13B(0.7) H13B(0.7) C13E(0.3) H13E(0.3) C14B(0.7)
 H14B(0.7) C14E(0.3) H14E(0.3) H21E(0.7) H21F(0.7) H21G(0.3) H21H(0.3)
 C22C(0.7) H22E(0.7) H22F(0.7) C22F(0.3) H22G(0.3) H22H(0.3) C23B(0.6)
 H23C(0.6) H23D(0.6) C23C(0.7) H23E(0.7) H23F(0.7) C23E(0.4) H23G(0.4)
 H23H(0.4) C23F(0.3) H23I(0.3) H23J(0.3) C24B(0.6) H24C(0.6) H24D(0.6)
 H24E(0.8) H24F(0.8) H24G(0.2) H24H(0.2) C24E(0.4) H24I(0.4) H24J(0.4)
 C25B(0.6) H25C(0.6) H25D(0.6) C25C(0.8) H25E(0.8) H25F(0.8) C25E(0.4)
 H25G(0.4) H25H(0.4) C25F(0.2) H25I(0.2) H25J(0.2) C26B(0.6) H26C(0.6)
 H26D(0.6) H26E(0.8) H26F(0.8) H26G(0.2) H26H(0.2) C26E(0.4) H26I(0.4)
 H26J(0.4) C27B(0.6) H27C(0.6) H27D(0.6) H28E(0.4) H28F(0.4) H28C(0.6)
 H28D(0.6) C28E(0.4) H28I(0.4) H28J(0.4) H29C(0.6) H29D(0.6) H29E(0.4) H29F(0.4)
6.a Secondary CH2 refined with riding coordinates:
 C21A(H21A,H21B), C21B(H21C,H21D), C21C(H21E,H21F), C21C(H21G,H21H), C22A(H22A,
 H22B), C22B(H22C,H22D), C22C(H22E,H22F), C22F(H22G,H22H), C23A(H23A,H23B),
 C23B(H23C,H23D), C23C(H23E,H23F), C23E(H23G,H23H), C23F(H23I,H23J), C24A(H24A,
 H24B), C24B(H24C,H24D), C24C(H24E,H24F), C24C(H24G,H24H), C24E(H24I,H24J),
 C25A(H25A,H25B), C25B(H25C,H25D), C25C(H25E,H25F), C25E(H25G,H25H), C25F(H25I,
 H25J), C26A(H26A,H26B), C26B(H26C,H26D), C26C(H26E,H26F), C26C(H26G,H26H),
 C26E(H26I,H26J), C27A(H27A,H27B), C27B(H27C,H27D), C27C(H27E,H27F), C28A(H28A,
 H28B), C28B(H28E,H28F), C28B(H28C,H28D), C28C(H28G,H28H), C28E(H28I,H28J),
 C29A(H29A,H29B), C29B(H29C,H29D), C29B(H29E,H29F), C29C(H29G,H29H), C30A(H30A,
 H30B), C30B(H30C,H30D), C30C(H30E,H30F), C21D(H21I,H21J), C22D(H22I,H22J),
 C23D(H23K,H23L), C24D(H24K,H24L), C25D(H25K,H25L), C26D(H26K,H26L), C27D(H27G,
 H27H), C28D(H28K,H28L), C29D(H29I,H29J), C30D(H30G,H30H)
6.b Aromatic/amide H refined with riding coordinates:
 N1A(H1A), N1B(H1B), N1C(H1C), N2A(H2A), N2B(H2B), N2C(H2C), N3A(H3A),
 N3B(H3B), N3C(H3C), N4A(H4A), N4B(H4B), N4C(H4C), C3B(H3BA), C3C(H3CA),
 C4A(H4AA), C4B(H4BA), C4C(H4CA), C6A(H6A), C6B(H6B), C6C(H6C), C7A(H7A),
 C7B(H7B), C7C(H7C), C10A(H10A), C10B(H10B), C10C(H10C), C10E(H10E), C11A(H11A),
  C11B(H11B), C11C(H11C), C11E(H11E), C13A(H13A), C13B(H13B), C13C(H13C),
 C13E(H13E), C14A(H14A), C14B(H14B), C14C(H14C), C14E(H14E), C17A(H17A),
 C17B(H17B), C17C(H17C), C20A(H20A), C20B(H20B), C20C(H20C), N1D(H1D), N2D(H2D),
  N3D(H3D), N4D(H4D), C3D(H3DA), C4D(H4DA), C6D(H6D), C7D(H7D), C10D(H10D),
 C11D(H11D), C13D(H13D), C14D(H14D), C17D(H17D), C20D(H20D), C31(H31)
6.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_shelx_res_checksum              80855
_shelx_hkl_checksum              32578
_olex2_submission_special_instructions 'No special instructions were received'