Adaptive Covalent Networks Enabled by Dual Reactivity: The Evolution of Reversible Covalent Bonds, Their Molecular Assemblies, and Guest Recognition.
Mao, Jialin; Hai, Yu; Ye, Hebo; You, Lei; The Journal of organic chemistry 85 (2020) 5351–5361; doi:10.1021/acs.joc.0c00051

data_4038237
_publ_section_title
;
 Adaptive Covalent Networks Enabled by Dual Reactivity: The Evolution of
 Reversible Covalent Bonds, Their Molecular Assemblies, and Guest
 Recognition.
;
_journal_issue                   8
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5351
_journal_page_last               5361
_journal_paper_doi               10.1021/acs.joc.0c00051
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C19 H20 N2 O4 S4'
_chemical_formula_sum            'C19 H20 N2 O4 S4'
_chemical_formula_weight         468.61
_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
_audit_creation_date             2019-09-26
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.598(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2696(2)
_cell_length_b                   11.1966(2)
_cell_length_c                   16.4635(3)
_cell_measurement_reflns_used    10464
_cell_measurement_temperature    298.89(10)
_cell_measurement_theta_max      60.4780
_cell_measurement_theta_min      3.4060
_cell_volume                     2063.63(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.59a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.59a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.59a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.89(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.973
_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     13.00  40.00   0.50    0.05    --   -1.41  38.00 -90.00   54
  2  \w     30.00  73.00   0.50    0.05    --   -1.41  19.00-165.00   86
  3  \w     69.00 127.00   0.50    0.05    --   72.34  19.00-165.00  116
  4  \w     26.00 111.00   0.50    0.05    --   72.34-125.00  30.00  170
  5  \w     13.00  39.00   0.50    0.05    --   72.34 -38.00-150.00   52
  6  \w      8.00  65.00   0.50    0.05    --   72.34 -57.00-150.00  114
  7  \w     -3.00  25.00   0.50    0.05    --   72.34 -19.00-120.00   56
  8  \w     -3.00  23.00   0.50    0.05    --   72.34 -19.00 -90.00   52
  9  \w      1.00  26.00   0.50    0.05    --   72.34 -19.00  26.00   50
 10  \w     -1.00  26.00   0.50    0.05    --   72.34 -19.00  60.00   54
 11  \w    -73.00 -11.00   0.50    0.05    --   -1.41 -19.00  26.00  124
 12  \w    -43.00  -5.00   0.50    0.05    --  -75.15  38.00 150.00   76
 13  \w    -33.00  -8.00   0.50    0.05    --  -75.15  77.00   0.00   50
 14  \w    -66.00 -38.00   0.50    0.05    --  -75.15  57.00 -30.00   56
 15  \w    -75.00 -26.00   0.50    0.05    --  -75.15 125.00 -90.00   98
 16  \w    -16.00  14.00   0.50    0.05    --   -1.41  19.00-165.00   60
 17  \w    -26.00  -1.00   0.50    0.05    --  -75.15  19.00-165.00   50
 18  \w    -99.00 -57.00   0.50    0.05    --  -75.15  77.00   0.00   84
 19  \w   -150.00 -60.00   0.50    0.05    --  -75.15 -19.00  26.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0113611000
_diffrn_orient_matrix_UB_12      -0.0109315000
_diffrn_orient_matrix_UB_13      0.0814894000
_diffrn_orient_matrix_UB_21      -0.1154638000
_diffrn_orient_matrix_UB_22      0.0282306000
_diffrn_orient_matrix_UB_23      0.0002201000
_diffrn_orient_matrix_UB_31      -0.0292804000
_diffrn_orient_matrix_UB_32      -0.1157366000
_diffrn_orient_matrix_UB_33      -0.0076319000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.3405
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16267
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         60.644
_diffrn_reflns_theta_min         3.432
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    2.915
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.59a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       Prism
_exptl_crystal_F_000             976
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4618
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0379
_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^)+(0.0500P)^2^+0.6156P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3925
_reflns_number_total             4618
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00051_si_002.cif
_cod_data_source_block           3H
_cod_depositor_comments
'Adding full bibliography for 4038227--4038237.cif.'
_cod_original_cell_volume        2063.62(6)
_cod_database_code               4038237
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         CHONS
_diffrn_oxdiff_digest_frames
;
018df00bc72fc6398b55aa6ab3b922da4a015821351
;
_diffrn_oxdiff_digest_hkl
;
01b8a769c640d20ea3abe07d448a1d83af081b
;
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C14(H14A,H14B), C13(H13A,H13B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C21(H21), C25(H25), C24(H24), C20(H20), C18(H18), C23(H23), C19(H19)
;
_shelx_res_checksum              57252
_shelx_hkl_checksum              89616
_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 1.856
_oxdiff_exptl_absorpt_empirical_full_min 0.559