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_4038234
_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         'C28 H32 N2 O4 S4'
_chemical_formula_sum            'C28 H32 N2 O4 S4'
_chemical_formula_weight         588.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-10-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                72.078(6)
_cell_angle_beta                 67.668(6)
_cell_angle_gamma                75.284(4)
_cell_formula_units_Z            1
_cell_length_a                   8.5750(5)
_cell_length_b                   8.8529(4)
_cell_length_c                   10.6185(8)
_cell_measurement_reflns_used    5472
_cell_measurement_temperature    295.8(2)
_cell_measurement_theta_max      60.0910
_cell_measurement_theta_min      3.9850
_cell_volume                     700.79(8)
_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    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.8(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_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    -24.00   7.00   0.50    0.06    --   -1.41  77.00 -90.00   62
  2  \w     20.00  71.00   0.50    0.06    --   -1.41  77.00 -90.00  102
  3  \w     73.00 113.00   0.50    0.24    --   72.34 162.00 -75.00   80
  4  \w     84.00 145.00   0.50    0.24    --   72.34 125.00 -90.00  122
  5  \w     89.00 119.00   0.50    0.24    --   72.34 117.00 134.00   60
  6  \w     -1.00  25.00   0.50    0.24    --   72.34 -19.00 -90.00   52
  7  \w     -3.00  26.00   0.50    0.24    --   72.34 -19.00-120.00   58
  8  \w     -2.00  26.00   0.50    0.24    --   72.34 -19.00-180.00   56
  9  \w     93.00 136.00   0.50    0.24    --   72.34-162.00-102.00   86
 10  \w     70.00 101.00   0.50    0.24    --   72.34-117.00  46.00   62
 11  \w    -65.00  -3.00   0.50    0.24    --  -75.15  57.00 -30.00  124
 12  \w    -41.00 -15.00   0.50    0.24    --  -75.15  57.00 -90.00   52
 13  \w    -43.00 -17.00   0.50    0.24    --  -75.15  38.00-120.00   52
 14  \w    -25.00   0.00   0.50    0.24    --  -75.15  19.00-150.00   50
 15  \w    -26.00   0.00   0.50    0.24    --  -75.15  19.00-180.00   52
 16  \w    -64.00  -8.00   0.50    0.24    --  -75.15  57.00-120.00  112
 17  \w    -52.00 -22.00   0.50    0.24    --  -75.15 125.00-150.00   60
 18  \w    -96.00  -3.00   0.50    0.24    --  -75.15  77.00 -30.00  186
 19  \w    -26.00  -1.00   0.50    0.24    --  -75.15  19.00  60.00   50
 20  \w    -26.00   0.00   0.50    0.24    --  -75.15  19.00 120.00   52
 21  \w    -26.00  -1.00   0.50    0.24    --  -75.15  19.00 150.00   50
 22  \w    -38.00  -6.00   0.50    0.24    --  -75.15  38.00  90.00   64
 23  \w    -66.00 -26.00   0.50    0.24    --  -75.15  57.00  90.00   80
 24  \w    -65.00  -6.00   0.50    0.24    --  -75.15  57.00 120.00  118
 25  \w    -62.00 -30.00   0.50    0.06    --   -1.41 -57.00 150.00   64
 26  \w    -24.00  15.00   0.50    0.06    --   -1.41 -57.00 150.00   78
 27  \w     34.00  66.00   0.50    0.24    --   72.34-117.00  46.00   64
 28  \w     12.00  65.00   0.50    0.24    --   72.34 -57.00  60.00  106
 29  \w    -84.00 -54.00   0.50    0.24    --  -75.15-162.00-102.00   60
 30  \w   -116.00 -91.00   0.50    0.24    --  -75.15-117.00  46.00   50
 31  \w   -108.00 -46.00   0.50    0.24    --  -75.15 117.00 134.00  124
 32  \w   -119.00 -79.00   0.50    0.24    --  -75.15 162.00 -75.00   80
 33  \w    -98.00 -64.00   0.50    0.24    --  -75.15 125.00-150.00   68
;
_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      -0.1617935000
_diffrn_orient_matrix_UB_12      0.0496140000
_diffrn_orient_matrix_UB_13      0.0018107000
_diffrn_orient_matrix_UB_21      0.0517561000
_diffrn_orient_matrix_UB_22      0.0165625000
_diffrn_orient_matrix_UB_23      -0.1387915000
_diffrn_orient_matrix_UB_31      -0.0189509000
_diffrn_orient_matrix_UB_32      -0.1522163000
_diffrn_orient_matrix_UB_33      0.0205130000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     1.34050
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9292
_diffrn_reflns_theta_full        60.72
_diffrn_reflns_theta_max         60.72
_diffrn_reflns_theta_min         4.03
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    0.377
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75523
_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    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             310
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3127
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.1269
_refine_ls_R_factor_gt           0.1131
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1542P)^2^+6.7163P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4040
_refine_ls_wR_factor_ref         0.4095
_reflns_number_gt                2448
_reflns_number_total             3127
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0c00051_si_002.cif
_cod_data_source_block           1G2
_cod_depositor_comments
'Adding full bibliography for 4038227--4038237.cif.'
_cod_original_cell_volume        700.79(7)
_cod_database_code               4038234
_chemical_oxdiff_formula         CHONS
_diffrn_oxdiff_digest_frames
;
0158580e65a6e5604d2c06a4d2efa6a1c902536fe23
;
_diffrn_oxdiff_digest_hkl
;
01c1b6fbc39ddab9a4f1530602bde8de70a2c0
;
_reflns_odcompleteness_completeness 99.93
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C7(H7), C4(H4), C12(H12), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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 2.235
_oxdiff_exptl_absorpt_empirical_full_min 0.248