Light-mediated chiroptical switching of an achiral foldamer host in presence of a carbohydrate guest.
Pramanik, Susnata; Kauffmann, Brice; Hecht, Stefan; Ferrand, Yann; Huc, Ivan; Chemical communications (Cambridge, England) 57 (2021) 93–96; doi:10.1039/d0cc06484j

data_7127557
_publ_section_title
;
 Light-mediated chiroptical switching of an achiral foldamer host in
 presence of a carbohydrate guest.
;
_journal_issue                   1
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              93
_journal_page_last               96
_journal_paper_doi               10.1039/d0cc06484j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C174 H168 N32 O26 S2, 2(C H4 O)'
_chemical_formula_sum            'C176 H176 N32 O28 S2'
_chemical_formula_weight         3251.60
_chemical_properties_physical    Air-sensitive
_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             2020-09-18
_audit_creation_method
;
Olex2 1.2
(compiled May 29 2018 13:30:08 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-09-18 deposited with the CCDC.	2020-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.4660(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.6936(2)
_cell_length_b                   38.3273(3)
_cell_length_c                   27.2035(3)
_cell_measurement_reflns_used    65067
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.1660
_cell_measurement_theta_min      2.0170
_cell_volume                     20359.2(3)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      130
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Rigaku FRX'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            148080
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.420
_diffrn_reflns_theta_min         2.003
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58214
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear yellowish'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_density_diffrn    1.061
_exptl_crystal_description       block
_exptl_crystal_F_000             6848
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.278
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2280
_refine_ls_number_reflns         40202
_refine_ls_number_restraints     450
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0852
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1350P)^2^+17.7309P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2410
_refine_ls_wR_factor_ref         0.2463
_reflns_Friedel_coverage         0.000
_reflns_number_gt                35303
_reflns_number_total             40202
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc06484j2.cif
_cod_data_source_block           sp_05_a_sq
_cod_depositor_comments
'Adding full bibliography for 7127557--7127559.cif.'
_cod_database_code               7127557
_shelx_shelxl_version_number     2018/3
_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
2. Restrained distances
 S1_1-C1_1 = S1_1-C4_1
 1.71 with sigma of 0.02
 S1_2-C1_2 = S1_2-C4_2
 1.71 with sigma of 0.02
 C1_2-C2_2 = C3_2-C4_2
 1.36 with sigma of 0.02
 C1_1-C2_1 = C3_1-C4_1
 1.36 with sigma of 0.02
 C2_1-C3_1
 1.42 with sigma of 0.02
 C2_2-C3_2
 1.42 with sigma of 0.02
 S1_3-C1_3 = S1_3-C5_3
 1.71 with sigma of 0.02
 C2_3-C3_3
 1.42 with sigma of 0.02
 S1_5-C1_5 = S1_5-C4_5
 1.71 with sigma of 0.02
 C1_3-C2_3 = C3_3-C5_3
 1.36 with sigma of 0.02
 C1_5-C2_5 = C3_5-C4_5
 1.36 with sigma of 0.02
 C2_5-C3_5
 1.42 with sigma of 0.02
 C51-C5_3
 1.54 with sigma of 0.02
 C58-C1_5
 1.54 with sigma of 0.002
 C1_2-C3_2 = C2_2-C4_2
 2.31 with sigma of 0.04
 S1_2-C2_2 = S1_2-C3_2
 2.54 with sigma of 0.04
 C1_1-C3_1 = C2_1-C4_1
 2.31 with sigma of 0.04
 S1_1-C2_1 = S1_1-C3_1
 2.54 with sigma of 0.04
 C1_5-C3_5 = C2_5-C4_5
 2.31 with sigma of 0.04
 C1_3-C3_3 = C2_3-C5_3
 2.31 with sigma of 0.04
 S1_5-C2_5 = S1_5-C3_5
 2.54 with sigma of 0.04
 S1_3-C2_3 = S1_3-C3_3
 2.54 with sigma of 0.04
 S1_1-C1_1 \\sim S1_1-C4_1
 S1_2-C1_2 \\sim S1_2-C4_2
 S1_3-C1_3 \\sim S1_3-?
 S1_5-C1_5 \\sim S1_5-C4_5
 with sigma of 0.02
 C1_1-C2_1 \\sim C2_1-C3_1 \\sim C3_1-C4_1
 C1_2-C2_2 \\sim C2_2-C3_2 \\sim C3_2-C4_2
 C1_3-C2_3 \\sim C2_3-C3_3 \\sim C3_3-?
 C1_5-C2_5 \\sim C2_5-C3_5 \\sim C3_5-C4_5
 with sigma of 0.03
 C1_1-C3_1 \\sim C2_1-C4_1
 C1_2-C3_2 \\sim C2_2-C4_2
 C1_3-C3_3 \\sim C2_3-?
 C1_5-C3_5 \\sim C2_5-C4_5
 with sigma of 0.04
 S1_1-C2_1 \\sim S1_1-C3_1
 S1_2-C2_2 \\sim S1_2-C3_2
 S1_3-C2_3 \\sim S1_3-C3_3
 S1_5-C2_5 \\sim S1_5-C3_5
 with sigma of 0.04
3. Restrained planarity
 S1_1, C1_1, C2_1, C3_1, C4_1
 S1_2, C1_2, C2_2, C3_2, C4_2
 S1_3, C1_3, C2_3, C3_3
 S1_5, C1_5, C2_5, C3_5, C4_5
 with sigma of 0.1
 C1_5, S1_5, C4_5, C3_5, C2_5
 with sigma of 0.1
 C51, C5_3, C1_3, S1_3, C2_3, C3_3
 with sigma of 0.1
 C58, C1_5, S1_5, C4_5, C3_5, C2_5
 with sigma of 0.1
 C2_3, C1_3, S1_3, C5_3, C51, C3_3
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C51) = Uanis(C5_3) = Uanis(C58) = Uanis(C1_5)
5. Rigid body (RIGU) restrains
 S1_1, C1_1, C2_1, C3_1, C4_1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1_2, C1_2, C2_2, C3_2, C4_2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1_3, C1_3, C2_3, C3_3, C5_3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1_5, C1_5, C2_5, C3_5, C4_5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C05B, C04L, C05P, C06U, C069, C06B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C06L, C06C, C05R
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5, C16, C073, C06S, O04S, C061
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 C51, C5_3, C3_3, C2_3, C1_3, S1_3
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 C5_3, C58, C1_5, S1_5, C4_5, C3_5, C2_5
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 C071, O067
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C069, C06U, C05P, C06B, C04L, C05B
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O060, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C21, O060
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
6. Others
 Sof(O05M)=Sof(O1)=1-FVAR(1)
 Sof(O05Q)=Sof(O06E)=FVAR(1)
 Fixed Sof: H04Q(0.75) H04P(0.25) H05N(0.75) H05O(0.25) C05I(0.7) H05X(0.7)
 H05Y(0.7) H(0.7) C05U(0.7) H4AA(0.7) HC(0.7) HD(0.7) C51(0.3) H51A(0.3)
 H51B(0.3) H51C(0.3) C58(0.3) H58A(0.3) H58B(0.3) H58C(0.3) S1(0.7) C1(0.7)
 C2(0.7) H2(0.7) C3(0.7) C4(0.7) S1(0.7) C1(0.7) C2(0.7) C3(0.7) H3(0.7)
 C4(0.7) S1(0.3) C1(0.3) C2(0.3) H2(0.3) C3(0.3) C5(0.3) S1(0.3) C1(0.3)
 C2(0.3) C3(0.3) H3(0.3) C4(0.3)
7.a Ternary CH refined with riding coordinates:
 C03G(H03G), C043(H043), C04A(H04E), C04K(H04O), C04L(H04Q), C04L(H04P),
 C05B(H05N), C05B(H05O), C05H(H05W), C05J(H05Z), C05T(H3AA), C06C(H06S),
 C06D(H06T), C073(H073)
7.b Secondary CH2 refined with riding coordinates:
 C03N(H03B,H03D), C03V(H03F,H03J), C041(H04A,H04B), C045(H04C,H04D), C052(H05A,
 H05B), C057(H05F,H05G), C05D(H05S,H05T), C05P(H0AA,HA), C05R(H1AA,HB),
 C065(H06G,H06H), C069(H06L,H06M), C06B(H06Q,H06R), C06S(H06Z,HL), C06U(H0BA,HO)
7.c Aromatic/amide H refined with riding coordinates:
 N00L(H00L), N00P(H00P), N00Q(H00Q), N00U(H00U), N00X(H00X), N016(H016),
 N017(H017), N019(H019), N01B(H01B), N01D(H01D), N01G(H01G), N01J(H01J),
 C020(H020), C021(H021), C02A(H02A), C02F(H02F), C02H(H02H), C02K(H02K),
 C02N(H02N), C02O(H02O), C02P(H02P), C02Q(H02Q), C02S(H02S), C02T(H02T),
 C02Y(H02Y), C02Z(H02Z), C031(H031), C037(H037), C03A(H03A), C03C(H03C),
 C03E(H03E), C03H(H03H), C03I(H03I), C03L(H03L), C03W(H03W), C03X(H03X),
 C03Y(H03Y), C03Z(H03Z), C047(H047), C04B(H04F), C04C(H04G), C04D(H04H),
 C04E(H04I), C04H(H04M), C04I(H04N), C04R(H04U), C04T(H04V), C04U(H04W),
 C04V(H04X), C04Z(H04Z), C050(H050), C055(H055), C059(H059), C05E(H05U),
 C05G(H05V), C05L(H05), C05S(H2AA), C05V(H5AA), C05X(H7AA), C066(H066), C2(H2),
 C3(H3), C2(H2), C3(H3)
7.d Idealised Me refined as rotating group:
 C04G(H04J,H04K,H04L), C04M(H04R,H04S,H04T), C053(H05C,H05D,H05E), C058(H05H,
 H05I,H05J), C05A(H05K,H05L,H05M), C05C(H05P,H05Q,H05R), C05I(H05X,H05Y,H),
 C05U(H4AA,HC,HD), C05W(H6AA,HE,HF), C05Y(H8AA,HG,HH), C05Z(H9AA,HI,HJ),
 C063(H06A,H06B,H06C), C064(H06D,H06E,H06F), C068(H06I,H06J,H06K), C06A(H06N,
 H06O,H06P), C06L(H06U,H06V,H06W), C06P(H06X,H06Y,HK), C06T(H06,HM,HN),
 C071(H07A,H07B,H07C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C21(H21A,H21B,H21C), C51(H51A,H51B,H51C), C58(H58A,
 H58B,H58C)
7.e Idealised tetrahedral OH refined as rotating group:
 O060(H060), O067(H067)
;
_shelx_res_checksum              34058
_shelx_fab_checksum              95122
_olex2_submission_original_sample_id mol1
_olex2_submission_special_instructions 'No special instructions were received'