Aromatic Hybrid Foldamer with a Hydrophilic Helical Cavity Capable of Encapsulating Glucose.
Hwang, Ji Young; Jeon, Hae-Geun; Choi, Ye Rin; Kim, Junyoung; Kang, Philjae; Lee, Seungwon; Jeong, Kyu-Sung; Organic letters 19 (2017) 5625–5628; doi:10.1021/acs.orglett.7b02768

data_1547665
_publ_section_title
;
 Aromatic Hybrid Foldamer with a Hydrophilic Helical Cavity Capable of
 Encapsulating Glucose.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5625
_journal_page_last               5628
_journal_paper_doi               10.1021/acs.orglett.7b02768
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C150 H130 N14 O2, 4(H2 O)'
_chemical_formula_sum            'C150 H138 N14 O6'
_chemical_formula_weight         2232.74
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-02-06
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_cell_angle_alpha                117.27(3)
_cell_angle_beta                 92.88(3)
_cell_angle_gamma                96.46(3)
_cell_formula_units_Z            2
_cell_length_a                   17.226(3)
_cell_length_b                   22.283(5)
_cell_length_c                   24.020(5)
_cell_measurement_reflns_used    199278
_cell_measurement_temperature    100
_cell_measurement_theta_max      50.00
_cell_measurement_theta_min      0.63
_cell_volume                     8089(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0932
_diffrn_reflns_Laue_measured_fraction_full 0.941
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            64459
_diffrn_reflns_point_group_measured_fraction_full 0.941
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         1.522
_diffrn_source                   'Fixed gap multiple wiggler beamline'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.055
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL3000
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    0.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.005
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1632
_refine_ls_number_reflns         32830
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.1629
_refine_ls_R_factor_gt           0.0969
_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^)+(0.1857P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2701
_refine_ls_wR_factor_ref         0.3110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14777
_reflns_number_total             32830
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b02768_si_002.cif
_cod_data_source_block           tri
_cod_depositor_comments          'Adding full bibliography for 1547665.cif.'
_cod_original_cell_volume        8089(3)
_cod_database_code               1547665
_shelx_shelxl_version_number     2016/6
_olex2_refinement_description
;
1. 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
2. Restrained distances
 C148-C147 = C248-C147
 1.5 with sigma of 0.02
 C153-C151 \\sim C152-C151 \\sim C154-C151
 with sigma of 0.02
 C149-C147 \\sim C250-C147
 with sigma of 0.02
 C254-C151 \\sim C253-C151 \\sim C252-C151
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C249) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
Uanis(C149) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
Uanis(C147) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
Uanis(C150) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.05
Uanis(C160) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
Uanis(C158) \\sim Ueq: with sigma of 0.5 and sigma for terminal atoms of 0.01
Uanis(C254) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
Uanis(C253) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.05
4. Rigid body (RIGU) restrains
 C248, C249
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.001
 C250, C149
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C252, C253, C254, C152, C153, C154
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C248(0.5) H24A(0.5) H24B(0.5) H24C(0.5) C249(0.5) H24D(0.5)
 H24E(0.5) H24F(0.5) C250(0.5) H25A(0.5) H25B(0.5) H25C(0.5) C252(0.5)
 H25D(0.5) H25E(0.5) H25F(0.5) C253(0.5) H25G(0.5) H25H(0.5) H25I(0.5)
 C254(0.5) H25J(0.5) H25K(0.5) H25L(0.5) C148(0.5) H14S(0.5) H14T(0.5)
 H14U(0.5) C149(0.5) H14V(0.5) H14W(0.5) H14X(0.5) C150(0.5) H15J(0.5)
 H15K(0.5) H15L(0.5) C152(0.5) H15M(0.5) H15N(0.5) H15O(0.5) C153(0.5)
 H15P(0.5) H15Q(0.5) H15R(0.5) C154(0.5) H15S(0.5) H15T(0.5) H15U(0.5)
6.a Free rotating group:
 O170(H17A,H17B), O169(H16S,H16T), O167(H16U,H16V), O168(H16W,H16X)
6.b Me refined with riding coordinates:
 C150(H15J,H15K,H15L)
6.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6), N23(H23), N26(H26), N43(H43), N46(H46), N63(H63), N66(H66),
 C9(H9), C11(H11), C14(H14), C15(H15), C18(H18), C20(H20), C29(H29), C31(H31),
 C34(H34), C35(H35), C38(H38), C40(H40), C49(H49), C51(H51), C54(H54), C55(H55),
  C58(H58), C60(H60), C69(H69), C71(H71), C74(H74), C75(H75), C78(H78),
 C80(H80), C86(H86), C87(H87), C89(H89), C90(H90), C96(H96), C97(H97), C99(H99),
  C100(H100), C106(H106), C107(H107), C109(H109), C110(H110)
6.d Idealised Me refined as rotating group:
 C129(H12A,H12B,H12C), C130(H13A,H13B,H13C), C133(H13D,H13E,H13F), C134(H13G,
 H13H,H13I), C136(H13J,H13K,H13L), C137(H13M,H13N,H13O), C138(H13P,H13Q,H13R),
 C140(H14A,H14B,H14C), C141(H14D,H14E,H14F), C142(H14G,H14H,H14I), C144(H14J,
 H14K,H14L), C145(H14M,H14N,H14O), C146(H14P,H14Q,H14R), C156(H15A,H15B,H15C),
 C157(H15D,H15E,H15F), C158(H15G,H15H,H15I), C160(H16A,H16B,H16C), C161(H16D,
 H16E,H16F), C162(H16G,H16H,H16I), C164(H16J,H16K,H16L), C165(H16M,H16N,H16O),
 C166(H16P,H16Q,H16R), C248(H24A,H24B,H24C), C249(H24D,H24E,H24F), C250(H25A,
 H25B,H25C), C252(H25D,H25E,H25F), C253(H25G,H25H,H25I), C254(H25J,H25K,H25L),
 C148(H14S,H14T,H14U), C149(H14V,H14W,H14X), C152(H15M,H15N,H15O), C153(H15P,
 H15Q,H15R), C154(H15S,H15T,H15U)
6.e Idealised tetrahedral OH refined as rotating group:
 O128(H128), O132(H132)
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_olex2_submission_special_instructions 'No special instructions were received'