Helical Aromatic Foldamers Functioning as a Fluorescence Turn-on Probe for Anions.
Jeon, Hae-Geun; Jang, Han Bit; Kang, Philjae; Choi, Ye Rin; Kim, Junyoung; Lee, Ji Hyun; Choi, Moon-Gun; Jeong, Kyu-Sung; Organic letters 18 (2016) 4404–4407; doi:10.1021/acs.orglett.6b02156

data_1555713
_publ_section_title
;
 Helical Aromatic Foldamers Functioning as a Fluorescence Turn-on Probe
 for Anions.
;
_journal_issue                   17
_journal_name_full               'Organic letters'
_journal_page_first              4404
_journal_page_last               4407
_journal_paper_doi               10.1021/acs.orglett.6b02156
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C106 H100 N8 O2, C2 H3 N, O4 S'
_chemical_formula_sum            'C108 H103 N9 O6 S'
_chemical_formula_weight         1666.45
_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     direct
_audit_creation_date             2016-05-10
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 110.35(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.026(4)
_cell_length_b                   36.681(7)
_cell_length_c                   14.516(3)
_cell_measurement_reflns_used    196613
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.868
_cell_measurement_theta_min      1.596
_cell_volume                     9998(4)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.70000
_diffrn_reflns_av_R_equivalents  0.0787
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            87747
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         1.596
_diffrn_source                   'Fixed gap multiple wiggler beamline'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.015
_exptl_absorpt_correction_type   Multi-scans
_exptl_absorpt_process_details   HKL3000
_exptl_crystal_colour            'dull reddish brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3516
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.041
_refine_diff_density_max         1.464
_refine_diff_density_min         -0.827
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1212
_refine_ls_number_reflns         22562
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1202
_refine_ls_R_factor_gt           0.0776
_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^)+(0.1467P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2128
_refine_ls_wR_factor_ref         0.2370
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13196
_reflns_number_total             22562
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol6b02156_si_003.cif
_cod_data_source_block           Pentamer1_H2SO4
_cod_original_cell_volume        9997(4)
_cod_original_formula_sum        'C108 H103 N9 O6 S1'
_cod_database_code               1555713
_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
2. Uiso/Uaniso restraints and constraints
Uanis(C99) \\sim Ueq, Uanis(C97) \\sim Ueq, Uanis(C98) \\sim Ueq, Uanis(C100)
\\sim Ueq: with sigma of 0.08 and sigma for terminal atoms of 0.01
3. Others
 Sof(C301)=Sof(C302)=Sof(H30A)=Sof(H30B)=Sof(H30C)=Sof(C303)=Sof(H30D)=
 Sof(H30E)=Sof(H30F)=Sof(C304)=Sof(H30G)=Sof(H30H)=Sof(H30I)=1-FVAR(1)
 Sof(C101)=Sof(C102)=Sof(H10M)=Sof(H10N)=Sof(H10O)=Sof(C103)=Sof(H10P)=
 Sof(H10Q)=Sof(H10R)=Sof(C104)=Sof(H10S)=Sof(H10T)=Sof(H10U)=FVAR(1)
 Fixed Sof: C94(0.7) H94A(0.7) H94B(0.7) H94C(0.7) C95(0.7) H95A(0.7)
 H95B(0.7) H95C(0.7) C96(0.7) H96A(0.7) H96B(0.7) H96C(0.7) C204(0.3) H20A(0.3)
 H20B(0.3) H20C(0.3) C205(0.3) H20D(0.3) H20E(0.3) H20F(0.3) C206(0.3)
 H20G(0.3) H20H(0.3) H20I(0.3)
4.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6), N23(H23), N26(H26), N43(H43), N46(H46), N62(H62), N68(H68),
 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), C64(H64), C65(H65), C66(H66), C70(H70), C71(H71), C72(H72)
4.b Idealised Me refined as rotating group:
 C87(H87A,H87B,H87C), C88(H88A,H88B,H88C), C91(H91A,H91B,H91C), C92(H92A,H92B,
 H92C), C98(H98A,H98B,H98C), C99(H99A,H99B,H99C), C100(H10A,H10B,H10C),
 C106(H10D,H10E,H10F), C107(H10G,H10H,H10I), C108(H10J,H10K,H10L), C110(H11A,
 H11B,H11C), C111(H11D,H11E,H11F), C112(H11G,H11H,H11I), C114(H11J,H11K,H11L),
 C115(H11M,H11N,H11O), C116(H11P,H11Q,H11R), C94(H94A,H94B,H94C), C95(H95A,H95B,
 H95C), C96(H96A,H96B,H96C), C102(H10M,H10N,H10O), C103(H10P,H10Q,H10R),
 C104(H10S,H10T,H10U), C204(H20A,H20B,H20C), C205(H20D,H20E,H20F), C206(H20G,
 H20H,H20I), C302(H30A,H30B,H30C), C303(H30D,H30E,H30F), C304(H30G,H30H,H30I),
 C124(H12A,H12B,H12C)
4.c Idealised tetrahedral OH refined as rotating group:
 O86(H86), O90(H90)
;
_shelx_res_checksum              66076
_shelx_hkl_checksum              27092
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'