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_1550932
_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         '0.5(C29 H23 N2 O2 S2), C4 H10 O, 0.5(B F4)'
_chemical_formula_sum            'C18.5 H21.5 B0.5 F2 N O2 S'
_chemical_formula_weight         365.33
_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   geom
_atom_sites_solution_primary     dual
_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                93.738(2)
_cell_angle_beta                 92.017(2)
_cell_angle_gamma                103.011(2)
_cell_formula_units_Z            4
_cell_length_a                   8.0211(4)
_cell_length_b                   11.5905(6)
_cell_length_c                   20.2484(11)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.99
_cell_volume                     1827.82(17)
_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    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      130.01
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_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  0.0403
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            90249
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.588
_diffrn_reflns_theta_min         2.816
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0562 before and 0.0505 after correction. The Ratio of minimum to maximum transmission is 0.9434. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       Needle
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile diethyl ether'
_exptl_crystal_size_max          0.505
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         11201
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0488
_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^)+(0.0502P)^2^+1.5706P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1281
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9265
_reflns_number_total             11201
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc00913b2.cif
_cod_data_source_block           mo_gb048_0m
_cod_original_formula_sum        'C18.50 H21.50 B0.50 F2 N O2 S'
_cod_database_code               1550932
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.902
_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
2. Uiso/Uaniso restraints and constraints
C2S \\sim C3S \\sim O1S \\sim C4S \\sim C4SA \\sim C5S \\sim C5SA: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(F1) = Uanis(F1A)
Uanis(F2) = Uanis(F2A)
Uanis(F3) = Uanis(F3A)
Uanis(F4) = Uanis(F4A)
Uanis(C4S) = Uanis(C4SA)
3. Same fragment restrains
{F2A, F1A, F3A, F4A, B1} sigma for 1-2: 0.02, 1-3: 0.04
as
{F2, F1, F3, F4, B1}
{C2S, C3S, O1S, C4SA, C5SA} sigma for 1-2: 0.02, 1-3: 0.04
as
{C2S, C3S, O1S, C4S, C5S}
4. Others
 Sof(C4SA)=Sof(H4SC)=Sof(H4SD)=Sof(C5SA)=Sof(H5SD)=Sof(H5SE)=Sof(H5SF)=1-FVAR(1)
 Sof(C4S)=Sof(H4SA)=Sof(H4SB)=Sof(C5S)=Sof(H5SA)=Sof(H5SB)=Sof(H5SC)=FVAR(1)
 Sof(F2A)=Sof(F1A)=Sof(F3A)=Sof(F4A)=1-FVAR(2)
 Sof(F2)=Sof(F1)=Sof(F3)=Sof(F4)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C7S(H7SA,H7SB), C9S(H9SA,H9SB), C2S(H2SA,H2SB), C4S(H4SA,H4SB), C4SA(H4SC,H4SD)
5.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C7(H7), C9(H9), C6(H6), C10(H10), C18(H18), C15(H15),
 C25(H25), C16(H16), C28(H28), C26(H26), C17(H17), C27(H27)
5.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C31(H31A,H31B,H31C), C8S(H8SA,H8SB,H8SC), C1(H1A,H1B,
 H1C), C10S(H10A,H10B,H10C), C3S(H3SA,H3SB,H3SC), C5S(H5SA,H5SB,H5SC),
 C5SA(H5SD,H5SE,H5SF)
;
_shelx_res_checksum              2415
_olex2_submission_special_instructions 'No special instructions were received'