Molecular Recognition of Hydrophilic Molecules in Water by Combining the Hydrophobic Effect with Hydrogen Bonding.
Yao, Huan; Ke, Hua; Zhang, Xiaobin; Pan, San-Jiang; Li, Ming-Shuang; Yang, Liu-Pan; Schreckenbach, Georg; Jiang, Wei; Journal of the American Chemical Society 140 (2018) 13466–13477; doi:10.1021/jacs.8b09157

data_4133263
_publ_section_title
;
 Molecular Recognition of Hydrophilic Molecules in Water by Combining the
 Hydrophobic Effect with Hydrogen Bonding.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13466
_journal_page_last               13477
_journal_paper_doi               10.1021/jacs.8b09157
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C66 H66 N2 O10, 5(C4 H5 N)'
_chemical_formula_sum            'C86 H91 N7 O10'
_chemical_formula_weight         1382.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-04-09
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.627(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.721(7)
_cell_length_b                   16.773(8)
_cell_length_c                   25.853(15)
_cell_measurement_reflns_used    9739
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      58.98
_cell_measurement_theta_min      2.69
_cell_volume                     7126(6)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            66895
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        59.208
_diffrn_reflns_theta_max         59.208
_diffrn_reflns_theta_min         2.689
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0799 before and 0.0561 after correction. The Ratio of minimum to maximum transmission is 0.8715. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       block
_exptl_crystal_F_000             2944
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.924
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     943
_refine_ls_number_reflns         10313
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0746
_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^)+(0.0910P)^2^+12.3720P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1919
_refine_ls_wR_factor_ref         0.2052
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8410
_reflns_number_total             10313
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b09157_si_015.cif
_cod_data_source_block           p21c_a_pl
_cod_database_code               4133263
_shelx_shelxl_version_number     2014/7
_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
 C28-C29A
 1.43 with sigma of 0.02
 C29A-C30A
 1.43 with sigma of 0.02
 C30A-C31A
 1.43 with sigma of 0.02
 C29-C28
 1.43 with sigma of 0.02
 C28-C29
 1.43 with sigma of 0.02
 C29-C30
 1.43 with sigma of 0.02
 C30-C31
 1.43 with sigma of 0.02
 C30-C29
 1.43 with sigma of 0.02
 C28-C30A
 2.52 with sigma of 0.04
 C29A-C31A
 2.52 with sigma of 0.04
 C28-C30
 2.52 with sigma of 0.04
 C29-C31
 2.52 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C28 \\sim C29A \\sim C30A \\sim C31A: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
C28 \\sim C29 \\sim C30 \\sim C31: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C31) = Uanis(C31A)
Uanis(C29) = Uanis(C29A)
Uanis(C30) = Uanis(C30A)
4. Others
 Sof(H28C)=Sof(H28D)=Sof(C29A)=Sof(H29C)=Sof(H29D)=Sof(C30A)=Sof(H30C)=
 Sof(H30D)=Sof(C31A)=Sof(H31D)=Sof(H31E)=Sof(H31F)=1-FVAR(1)
 Sof(H28A)=Sof(H28B)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=Sof(H30B)=
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C48(H48), C50(H50)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C28(H28A,H28B),
 C28(H28C,H28D), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,H32B), C44(H44A,H44B),
  C45(H45A,H45B), C46(H46A,H46B), C49(H49A,H49B), C61(H61A,H61B), C62(H62A,
 H62B), C63(H63A,H63B), C66(H66A,H66B), C29A(H29C,H29D), C30A(H30C,H30D)
5.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C10(H10), C11(H11), C19(H19), C20(H20), C24(H24), C25(H25),
 C36(H36), C37(H37), C41(H41), C42(H42), C52(H52), C53(H53), C57(H57), C58(H58),
  N1(H1A), N2(H2), C79(H79), C80(H80), C81(H81), C82(H82), N6(H6A), C75(H75),
 C76(H76), C77(H77), C78(H78), N5(H5A), C67(H67), C68(H68), C69(H69), C70(H70),
 N3(H3A), C71(H71), C72(H72), C73(H73), C74(H74), N4(H4), C83(H83), C84(H84),
 C85(H85), C86(H86), N7(H7)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C31(H31A,H31B,H31C), C47(H47A,H47B,H47C), C64(H64A,H64B,
 H64C), C31A(H31D,H31E,H31F)
;
_olex2_submission_special_instructions 'No special instructions were received'