Building Covalent Molecular Capsules by Thiol-Michael Addition Click Reaction.
Perretti, Marcelle D.; Pérez-Márquez, Lidia A; García-Rodríguez, Raúl; Carrillo, Romen; The Journal of organic chemistry 84 (2019) 840–850; doi:10.1021/acs.joc.8b02677

data_4036004
_publ_section_title
;
 Building Covalent Molecular Capsules by Thiol-Michael Addition Click
 Reaction.
;
_journal_issue                   2
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              840
_journal_page_last               850
_journal_paper_doi               10.1021/acs.joc.8b02677
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C48 H54 O9 S3'
_chemical_formula_sum            'C48 H54 O9 S3'
_chemical_formula_weight         871.09
_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
_audit_creation_date             2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                85.427(9)
_cell_angle_beta                 86.549(9)
_cell_angle_gamma                62.251(9)
_cell_formula_units_Z            2
_cell_length_a                   11.9497(11)
_cell_length_b                   12.5259(11)
_cell_length_c                   18.539(2)
_cell_measurement_reflns_used    1165
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      51.4920
_cell_measurement_theta_min      3.9330
_cell_volume                     2447.1(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'SIR2004 (Burla et al.,  2007)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5953
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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   -114.00 -31.00   1.00   15.00    --  -41.86 -38.00  30.00   83
  2  \w   -116.00 -19.00   1.00   15.00    --  -41.86 -38.00 120.00   97
  3  \w    -27.00  -2.00   1.00   15.00    --  -41.86 125.00 120.00   25
  4  \w    -87.00 -55.00   1.00   15.00    --  -41.86 125.00 120.00   32
  5  \w      1.00  72.00   1.00   15.00    --   41.86 -99.00   0.00   71
  6  \w      1.00  47.00   1.00   15.00    --   41.86 -99.00 -90.00   46
  7  \w     79.00 178.00   1.00   75.00    --  106.58  30.00 -90.00   99
  8  \w     41.00 107.00   1.00   75.00    --  106.58 -94.00 150.00   66
  9  \w     61.00  98.00   1.00   75.00    --  106.58 -45.00-150.00   37
 10  \w     30.00  81.00   1.00   75.00    --  106.58 -30.00  90.00   51
 11  \w     49.00 109.00   1.00   75.00    --  106.58 -94.00-150.00   60
 12  \w     25.00  91.00   1.00   75.00    --  106.58 -94.00  30.00   66
 13  \w    108.00 178.00   1.00   75.00    --  106.58  30.00-180.00   70
 14  \w     54.00  86.00   1.00   75.00    --  106.58 -45.00  30.00   32
 15  \w     36.00  81.00   1.00   75.00    --  106.58 -30.00 -90.00   45
 16  \w     75.00 118.00   1.00   75.00    --  106.58-125.00 120.00   43
 17  \w     33.00  60.00   1.00   75.00    --  106.58-125.00 120.00   27
 18  \w     63.00 106.00   1.00   75.00    --  106.58 -94.00 -60.00   43
 19  \w     61.00  88.00   1.00   75.00    --  106.58 -45.00-180.00   27
 20  \w     34.00  83.00   1.00   75.00    --  106.58 -45.00 -90.00   49
 21  \w     53.00  90.00   1.00   75.00    --  106.58 -30.00 120.00   37
 22  \w     99.00 151.00   1.00   75.00    --  106.58 125.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_av_unetI/netI     0.1297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16131
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.598
_diffrn_reflns_theta_min         3.995
_exptl_absorpt_coefficient_mu    1.798
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    1.182
_exptl_crystal_description       irregular
_exptl_crystal_F_000             924
_exptl_crystal_recrystallization_method DCM/hexane
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         8620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0657
_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^)+(0.0006P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1428
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3547
_reflns_number_total             8620
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b02677_si_003.cif
_cod_data_source_block           compound_12
_cod_original_cell_volume        2447.2(5)
_cod_database_code               4036004
_shelx_shelxl_version_number     2017/1
_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 Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B),
 C19(H19A,H19B), C26(H26A,H26B), C28(H28A,H28B), C30(H30A,H30B), C31(H31A,H31B),
  C33(H33A,H33B), C40(H40A,H40B), C47(H47A,H47B), C48(H48A,H48B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C17(H17), C35(H35), C38(H38), C42(H42), C45(H45)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C32(H32A,H32B,H32C)
;
_shelx_res_checksum              34546
_shelx_hkl_checksum              12541
_shelx_fab_checksum              3128
_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
;
_ccdc_publ_extra_info
;The structure contains solvent molecules that could be CH2Cl2 or hexane. The molecules were poorly resolved and in the standard refinement, it was not possible to resolve any chemically

reasonable molecules from the electron density. Therefore, the solvent mask integrated with olex2 has been 

applied to these regions to handle diffuse solvent region. The electron count is very close to that required for 3

CH2Cl2 molecules. See _smtbx_masks_special_details. We have not included these molecules in the formula.
;