Threading-gated photochromism in [2]pseudorotaxanes
Baggi, Giorgio; Casimiro, Lorenzo; Baroncini, Massimo; Silvi, Serena; Credi, Alberto; Loeb, Stephen J.; Chemical Science  (2019) –; doi:10.1039/C9SC00913B

data_1550933
_publ_section_title
;
 Threading-gated photochromism in [2]pseudorotaxanes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC00913B
_journal_year                    2019
_chemical_formula_moiety         'C27 H21 N2 S2, C24 H32 O8, B F4, C4 H10 O'
_chemical_formula_sum            'C55 H63 B F4 N2 O9 S2'
_chemical_formula_weight         1047.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-11-06 deposited with the CCDC.    2019-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.248(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2818(6)
_cell_length_b                   19.8213(8)
_cell_length_c                   20.1065(9)
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      3.072
_cell_volume                     5284.8(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.21
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            168940
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.333
_diffrn_reflns_theta_min         2.808
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0605 before and 0.0562 after correction. The Ratio of minimum to maximum transmission is 0.9303. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       Block
_exptl_crystal_F_000             2208
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile diethyl ether'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.252
_refine_diff_density_max         0.790
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     780
_refine_ls_number_reflns         13131
_refine_ls_number_restraints     363
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0836
_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^)+(0.0618P)^2^+12.3194P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2057
_refine_ls_wR_factor_ref         0.2252
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10120
_reflns_number_total             13131
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc00913b2.cif
_cod_data_source_block           mo_gb033_0m
_cod_database_code               1550933
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.958
_shelx_estimated_absorpt_t_min   0.940
_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 planarity
 C27A, C26A, C19A, C20A, C21A, C22A, C23A, C24A, C25A, S2A
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
S2 \\sim C19 \\sim C26 \\sim C20 \\sim C21 \\sim C27 \\sim C25 \\sim C24 \\sim
C23 \\sim C22 \\sim S2A \\sim C19A \\sim C26A \\sim C20A \\sim C21A \\sim C27A
\\sim C25A \\sim C24A \\sim C23A \\sim C22A: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
Uanis(C25) = Uanis(C25A)
Uanis(O8) = Uanis(O8A)
Uanis(F3) = Uanis(F3A)
Uanis(F2) = Uanis(F2A)
Uanis(F4) = Uanis(F4A)
4. Rigid body (RIGU) restrains
 O1S, C2S, C1S, C3S, C4S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{S2A, C19A, C26A, C20A, C21A, C27A, C25A, C24A, C23A, C22A} sigma for 1-2:
0.02, 1-3: 0.02
as
{S2, C19, C26, C20, C21, C27, C25, C24, C23, C22}
{F4A, F3A, F2A, F1, B1} sigma for 1-2: 0.02, 1-3: 0.02
as
{F4, F3, F2, F1, B1}
6. Others
 Sof(H48C)=Sof(H48D)=Sof(H51C)=Sof(H51D)=Sof(O8A)=Sof(C50A)=Sof(H50C)=
 Sof(H50D)=Sof(C49A)=Sof(H49C)=Sof(H49D)=1-FVAR(1)
 Sof(H48A)=Sof(H48B)=Sof(H51A)=Sof(H51B)=Sof(O8)=Sof(C50)=Sof(H50A)=Sof(H50B)=
 Sof(C49)=Sof(H49A)=Sof(H49B)=FVAR(1)
 Sof(S2A)=Sof(C19A)=Sof(C26A)=Sof(C20A)=Sof(C21A)=Sof(H21A)=Sof(C27A)=
 Sof(H27D)=Sof(H27E)=Sof(H27F)=Sof(C25A)=Sof(C24A)=Sof(H24A)=Sof(C23A)=
 Sof(H23A)=Sof(C22A)=Sof(H22A)=1-FVAR(2)
 Sof(S2)=Sof(C19)=Sof(C26)=Sof(C20)=Sof(C21)=Sof(H21)=Sof(C27)=Sof(H27A)=
 Sof(H27B)=Sof(H27C)=Sof(C25)=Sof(C24)=Sof(H24)=Sof(C23)=Sof(H23)=Sof(C22)=
 Sof(H22)=FVAR(2)
 Sof(F4A)=Sof(F3A)=Sof(F2A)=1-FVAR(3)
 Sof(F4)=Sof(F3)=Sof(F2)=FVAR(3)
7.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C38(H38A,H38B), C47(H47A,H47B), C39(H39A,H39B), C48(H48A,
 H48B), C48(H48C,H48D), C37(H37A,H37B), C34(H34A,H34B), C51(H51A,H51B),
 C51(H51C,H51D), C46(H46A,H46B), C35(H35A,H35B), C50(H50A,H50B), C49(H49A,H49B),
  C50A(H50C,H50D), C49A(H49C,H49D), C1S(H1SA,H1SB), C3S(H3SA,H3SB)
7.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C6(H6), C4(H4), C2(H2A), C3(H3), C32(H32), C5(H5), C14(H14),
 C41(H41), C11(H11), C13(H13), C43(H43), C29(H29), C12(H12), C44(H44), C30(H30),
  C42(H42), C31(H31), C21(H21), C24(H24), C23(H23), C22(H22), C21A(H21A),
 C24A(H24A), C23A(H23A), C22A(H22A)
7.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C27(H27A,H27B,H27C), C27A(H27D,H27E,H27F), C2S(H2SA,H2SB,
 H2SC), C4S(H4SA,H4SB,H4SC)
;
_shelx_res_checksum              37175
_olex2_submission_special_instructions 'No special instructions were received'