Coordinative-to-Covalent Transformation, Isomerization Dynamics, and Logic Gate Application of Dithienylethene Based Photochromic Cages
Zhang, Jianhua; Wang, Hai-Ping; Zhang, Lu-Yin; Wei, Shi-Chao; Wei, Zhang-Wen; Pan, Mei; Su, Cheng-Yong; Chemical Science  (2020) –; doi:10.1039/D0SC03290E

data_1558811
_publ_section_title
;
 Coordinative-to-Covalent Transformation, Isomerization Dynamics, and
 Logic Gate Application of Dithienylethene Based Photochromic Cages
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03290E
_journal_year                    2020
_chemical_formula_moiety         'C93 H102 N14 S6'
_chemical_formula_sum            'C93 H102 N14 S6'
_chemical_formula_weight         1608.24
_chemical_name_common            A2L3-R
_chemical_properties_physical    Light-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     direct
_audit_creation_date             2019-06-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-14 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.522(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.0570(9)
_cell_length_b                   15.0503(3)
_cell_length_c                   34.322(3)
_cell_measurement_reflns_used    23423
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      63.0130
_cell_measurement_theta_min      2.5510
_cell_volume                     10876.7(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -70.00  -6.00   0.50    7.00    --   -0.78 -57.00  90.00  128
  2  \w    -16.00  25.00   0.50    7.00    --   -0.78 -99.00   0.00   82
  3  \w     23.00 128.00   0.50   19.00    --   79.84-140.00  42.00  210
  4  \w   -108.00 -62.00   0.50   19.00    --  -81.40-140.00  42.00   92
  5  \w   -120.00 -87.00   0.50   19.00    --  -81.40 -99.00 -60.00   66
  6  \w   -111.00 -80.00   0.50   19.00    --  -81.40-130.00-144.00   62
  7  \w   -154.00 -84.00   0.50   19.00    --  -81.40 -99.00-120.00  140
  8  \w   -154.00 -71.00   0.50   19.00    --  -81.40-125.00 -90.00  166
  9  \w      2.00  66.00   0.50    7.00    --   -0.78  38.00-180.00  128
 10  \w     72.00 152.00   0.50   19.00    --   79.84 130.00 -72.00  160
 11  \w     66.00 133.00   0.50   19.00    --   79.84 140.00 100.00  134
 12  \w      7.00  83.00   0.50   19.00    --   79.84 -57.00-180.00  152
 13  \w     60.00  85.00   0.50   19.00    --   79.84 -57.00-150.00   50
 14  \w     18.00 120.00   0.50   19.00    --   79.84-130.00-144.00  204
 15  \w      6.00  95.00   0.50   19.00    --   79.84 -38.00-180.00  178
 16  \w    -97.00 -72.00   0.50   19.00    --  -81.40 140.00 100.00   50
 17  \w   -121.00 -14.00   0.50   19.00    --  -81.40 130.00 -72.00  214
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0424767000
_diffrn_orient_matrix_UB_12      0.0132549000
_diffrn_orient_matrix_UB_13      0.0648752000
_diffrn_orient_matrix_UB_21      -0.0133605000
_diffrn_orient_matrix_UB_22      -0.0015526000
_diffrn_orient_matrix_UB_23      0.0562263000
_diffrn_orient_matrix_UB_31      0.0057391000
_diffrn_orient_matrix_UB_32      -0.1015026000
_diffrn_orient_matrix_UB_33      0.0076387000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1042
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            83143
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        61.168
_diffrn_reflns_theta_max         61.168
_diffrn_reflns_theta_min         2.575
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.496
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.982
_exptl_crystal_description       block
_exptl_crystal_F_000             3416
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH3OH'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.501
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     989
_refine_ls_number_reflns         16130
_refine_ls_number_restraints     1097
_refine_ls_restrained_S_all      0.894
_refine_ls_R_factor_all          0.2304
_refine_ls_R_factor_gt           0.2016
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+150.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4995
_refine_ls_wR_factor_ref         0.5148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10359
_reflns_number_total             16130
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc03290e2.cif
_cod_data_source_block           A2L3-R
_cod_database_code               1558811
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H O N S'
_shelx_estimated_absorpt_t_max   0.865
_shelx_estimated_absorpt_t_min   0.865
_reflns_odcompleteness_completeness 96.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: -9(10)
 10(10)
2. 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
3. Restrained distances
 N10-C61
 1.45 with sigma of 0.01
 N10-C60
 1.4 with sigma of 0.01
 C33-C32 = C40-C38 = C45-C42
 1.45 with sigma of 0.01
 N6-C62 = N6-C93
 1.45 with sigma of 0.01
 C62-C61
 1.48 with sigma of 0.01
 C93-C62
 2.3 with sigma of 0.02
 H62A-H93B
 2.11 with sigma of 0.01
 H53_$1-H8
 2.11 with sigma of 0.01
4. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
6.a Riding coordinates:
 N5(H5), N7(H7), N11(H11), N14(H14)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C15(H15A,H15B), C16(H16A,H16B),
 C17(H17A,H17B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B),
  C33(H33A,H33B), C34(H34A,H34B), C46(H46A,H46B), C47(H47A,H47B), C48(H48A,
 H48B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B),
 C64(H64A,H64B), C65(H65A,H65B), C77(H77A,H77B), C78(H78A,H78B), C79(H79A,H79B),
  C91(H91A,H91B), C92(H92A,H92B), C93(H93A,H93B)
6.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C58(H58), C59(H59), C56(H56), N10(H10), C5(H5A), C7(H7A), C8(H8),
 C10(H10A), C22(H22), C25(H25), C27(H27), C28(H28), C37(H37), C36(H36),
 C41(H41), C53(H53), C67(H67), C69(H69), C70(H70), C72(H72), C84(H84), C90(H90),
  C89(H89), C87(H87), C39(H39)
6.d Fitted hexagon refined as free rotating group:
 N9(C57,C58,C59,C55,C56), C4(N3,C5,C6,C7,C8), C86(C90,C89,C88,N13,C87)
6.e Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C21(H21A,H21B,H21C), C44(H44A,H44B,H44C), C52(H52A,H52B,
 H52C), C75(H75A,H75B,H75C), C83(H83A,H83B,H83C)
;
_shelx_res_checksum              49101
_shelx_fab_checksum              9806
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.018
_oxdiff_exptl_absorpt_empirical_full_min 0.573