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_7127559
_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      'C210 H213 N40 O34 S2, 2.5(C2 H6 O S), 0.5(H2 O)'
_chemical_formula_sum            'C215 H229 N40 O37 S4.5'
_chemical_formula_weight         4109.64
_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   mixed
_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                 110.728(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   39.9797(6)
_cell_length_b                   39.0226(4)
_cell_length_c                   35.4973(5)
_cell_measurement_reflns_used    259363
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      55.572
_cell_measurement_theta_min      2.264
_cell_volume                     51795.1(14)
_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 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Pilatus 200K  detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            259363
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        55.572
_diffrn_reflns_theta_max         55.572
_diffrn_reflns_theta_min         2.264
_diffrn_source                   'Rigaku FRX rotating anode'
_exptl_absorpt_coefficient_mu    0.927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45205
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            clear
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    1.054
_exptl_crystal_description       block
_exptl_crystal_F_000             17336
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.329
_refine_diff_density_min         -0.961
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.391
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     5382
_refine_ls_number_reflns         65674
_refine_ls_number_restraints     195
_refine_ls_restrained_S_all      1.396
_refine_ls_R_factor_all          0.1611
_refine_ls_R_factor_gt           0.1189
_refine_ls_shift/su_max          6.245
_refine_ls_shift/su_mean         0.046
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3485
_refine_ls_wR_factor_ref         0.3867
_reflns_Friedel_coverage         0.000
_reflns_number_gt                38239
_reflns_number_total             65674
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc06484j2.cif
_cod_data_source_block           ref_sq_sq
_cod_depositor_comments
;
Adding full bibliography for 7127557--7127559.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C430 H458 N80 O74 S9'
_cod_original_formula_weight         8219.28
_cod_original_formula_moiety     '2(C210 H213 N40 O34 S2), 5(C2 H6 O S), H2 O'
_cod_original_formula_units_Z            4
_cod_database_code               7127559
_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, All O(H,H) groups
2. Restrained distances
 C600-C433
 1.54 with sigma of 0.02
 C29-C27
 2.8 with sigma of 0.02
 O589-C9
 1.45 with sigma of 0.02
 O589-C22
 1.45 with sigma of 0.02
 C27-C26
 1.54 with sigma of 0.02
 C26-C22
 1.54 with sigma of 0.02
 C29-C26
 1.54 with sigma of 0.02
 C507-C23
 1.54 with sigma of 0.02
 C7-C190
 1.54 with sigma of 0.02
 C507-C478
 1.54 with sigma of 0.02
 C7-C538
 1.54 with sigma of 0.02
 C507-C79
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C27) = Uanis(C29) = Uanis(C26) = Uanis(C22) = Uanis(O589) = Uanis(C9)
4. Rigid body (RIGU) restrains
 O262, C45, C494, C569, C570
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O333, C24, C73, C345, C532, C577
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O051, C12, C433, C600
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O180, C23, C79, C478, C507
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O094, C11, C34, C158, C490, C603
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 O589, C9, C22, C26, C27, C29
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 C29, C27, C26, C22, O589, C9
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C27, C29, C26, C22, O589, C9
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 H56C, C44, C56, C568, C573, O434, C457
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
5.a Free rotating group:
 O486(H48F,H48G)
5.b Ternary CH refined with riding coordinates:
 C7(H7), C25(H25), C26(H26), C281(H281), C346(H346), C371(H371), C379(H379),
 C381(H381), C393(H393), C430(H430), C452(H452), C482(H482), C498(H498),
 C499(H499), C502(H502), C507(H507), C508(H508), C513(H513), C514(H514),
 C516(H516), C517(H517), C534(H534), C539(H539), C545(H545), C551(H551),
 C557(H557), C568(H568), C570(H570), C577(H577), C593(H593), C600(H600),
 C603(H603)
5.c Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C42(H42I,H42J), C272(H27D,H27E), C298(H29D,H29E), C305(H30A,
 H30B), C315(H31A,H31B), C328(H32A,H32B), C355(H35A,H35B), C368(H36A,H36B),
 C373(H37C,H37D), C378(H37A,H37B), C392(H39D,H39E), C400(H40A,H40B), C423(H42K,
 H42L), C425(H42G,H42H), C433(H43D,H43E), C459(H45A,H45B), C466(H46C,H46D),
 C468(H46A,H46B), C472(H47D,H47E), C478(H47F,H47G), C481(H48A,H48B), C490(H49A,
 H49B), C494(H49F,H49G), C504(H50D,H50E), C510(H51F,H51G), C512(H51D,H51E),
 C519(H51H,H51I), C523(H52D,H52E), C532(H53F,H53G), C538(H53D,H53E), C548(H54M,
 H54N), C553(H55D,H55E), C565(H56A,H56B), C573(H57A,H57B), C574(H57C,H57D)
5.d Aromatic/amide H refined with riding coordinates:
 N09(H09), N019(H019), N020(H020), N026(H026), N035(H035), N052(H052),
 N060(H060), N063(H063), N068(H068), N070(H070), N081(H081), N088(H088),
 N098(H098), N110(H110), N116(H116), N121(H121), N122(H122), N125(H125),
 N129(H129), N140(H140), N144(H144), N151(H151), N153(H153), N155(H155),
 N171(H171), N173(H173), N198(H198), N204(H204), N236(H236), N245(H245),
 N279(H279), N299(H299), N404(H404), C16(H16), C065(H065), C111(H111),
 C135(H135), C136(H136), C137(H137), C145(H145), C183(H183), C186(H186),
 C191(H191), C193(H193), C200(H200), C202(H202), C203(H203), C208(H208),
 C213(H213), C216(H216), C217(H217), C234(H234), C241(H241), C242(H242),
 C249(H249), C253(H253), C254(H254), C263(H263), C265(H265), C270(H270),
 C271(H271), C280(H280), C285(H285), C286(H286), C288(H288), C289(H289),
 C291(H291), C293(H293), C300(H300), C301(H301), C302(H302), C304(H304),
 C309(H309), C311(H311), C314(H314), C317(H317), C324(H324), C326(H326),
 C327(H327), C329(H329), C330(H330), C334(H334), C336(H336), C338(H338),
 C339(H339), C340(H340), C341(H341), C342(H342), C348(H348), C349(H349),
 C360(H360), C361(H361), C369(H369), C370(H370), C372(H372), C376(H376),
 C377(H377), C380(H380), C384(H384), C385(H385), C387(H387), C389(H389),
 C394(H394), C399(H399), C402(H402), C406(H406), C408(H408), C410(H410),
 C411(H411), C414(H414), C420(H420), C429(H429), C436(H436), C438(H438),
 C441(H441), C442(H442), C445(H445), C446(H446), C447(H447), C448(H448),
 C450(H450), C451(H451), C455(H455), C456(H456), C461(H461), C462(H462),
 C463(H463), C467(H467), C471(H471), C476(H476), C506(H506), C515(H515),
 C526(H526), C530(H530), C542(H542), C563(H563), C566(H566), C567(H567),
 C575(H575), C581(H581), C584(H584)
5.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C5(H5A,H5B,H5C), C6(H6A,
 H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,
 H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C),
 C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C34(H34A,H34B,H34C), C39(H39A,H39B,H39C), C44(H44A,
 H44B,H44C), C45(H45C,H45D,H45E), C50(H50A,H50B,H50C), C56(H56C,H56D,H56E),
 C62(H62A,H62B,H62C), C73(H73A,H73B,H73C), C78(H78A,H78B,H78C), C79(H79A,H79B,
 H79C), C190(H19A,H19B,H19C), C358(H35C,H35D,H35E), C421(H42A,H42B,H42C),
 C422(H42D,H42E,H42F), C427(H42M,H42N,H42O), C432(H43A,H43B,H43C), C435(H43F,
 H43G,H43H), C477(H47A,H47B,H47C), C487(H48C,H48D,H48E), C491(H49C,H49D,H49E),
 C505(H50F,H50G,H50H), C511(H51A,H51B,H51C), C522(H52A,H52B,H52C), C525(H52F,
 H52G,H52H), C527(H52I,H52J,H52K), C531(H53A,H53B,H53C), C535(H53H,H53I,H53J),
 C537(H53K,H53L,H53M), C544(H54D,H54E,H54F), C546(H54G,H54H,H54I), C547(H54J,
 H54K,H54L), C549(H54A,H54B,H54C), C550(H55A,H55B,H55C), C554(H55I,H55J,H55K),
 C556(H55F,H55G,H55H), C558(H55L,H55M,H55N), C562(H56F,H56G,H56H), C564(H56I,
 H56J,H56K), C569(H56L,H56M,H56N), C579(H57E,H57F,H57G), C583(H58A,H58B,H58C),
 C590(H59A,H59B,H59C), C594(H59G,H59H,H59I), C599(H59D,H59E,H59F), C602(H60A,
 H60B,H60C), C405(H40C,H40D,H40E), C473(H47H,H47I,H47J), C475(H47K,H47L,H47M),
 C497(H49H,H49I,H49J), C391(H39F,H39G,H39H), C576(H57H,H57I,H57J), C536(H53N,
 H53O,H53P), C560(H56O,H56P,H56Q)
5.f Idealised tetrahedral OH refined as rotating group:
 O488(H488)
;
_shelx_res_checksum              81859
_shelx_fab_checksum              20153
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_original_sample_id mol1
_olex2_submission_special_instructions 'No special instructions were received'