When cobalt-mediated [2 + 2 + 2] cycloaddition reaction dares go astray: synthesis of unprecedented cobalt(iii)-complexes.
Delorme, Marion; Punter, Alexander; Oliveira, Raquel; Aubert, Corinne; Carissan, Yannick; Parrain, Jean-Luc; Amatore, Muriel; Nava, Paola; Commeiras, Laurent; Dalton transactions (Cambridge, England : 2003) 48 (2019) 15767–15771; doi:10.1039/c9dt03311d

data_7701171
_publ_section_title
;
 When cobalt-mediated [2 + 2 + 2] cycloaddition reaction dares go astray:
 synthesis of unprecedented cobalt(iii)-complexes.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15767
_journal_page_last               15771
_journal_paper_doi               10.1039/c9dt03311d
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         '2(C29 H33 N O8 S)'
_chemical_formula_sum            'C58 H66 N2 O16 S2'
_chemical_formula_weight         1111.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-10-19
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3461 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-05 deposited with the CCDC.    2019-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.645(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7863(5)
_cell_length_b                   16.4081(6)
_cell_length_c                   27.3047(12)
_cell_measurement_reflns_used    12770
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.9300
_cell_measurement_theta_min      3.8850
_cell_volume                     5677.6(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.858
_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     51.00  77.00   1.00   60.00    --    8.41  57.00-180.00   26
  2  \w    -48.00  18.00   1.00   60.00    --    8.41 -38.00  90.00   66
  3  \w    -16.00  82.00   1.00   60.00    --    8.41  38.00-180.00   98
  4  \w    -57.00  12.00   1.00   60.00    --    8.41 -38.00  30.00   69
  5  \w    -15.00  74.00   1.00   60.00    --    8.41  77.00 -90.00   89
  6  \w     15.00  41.00   1.00   60.00    --    8.41  57.00-180.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0134771000
_diffrn_orient_matrix_UB_12      -0.0315098000
_diffrn_orient_matrix_UB_13      0.0174738000
_diffrn_orient_matrix_UB_21      0.0048943000
_diffrn_orient_matrix_UB_22      0.0291295000
_diffrn_orient_matrix_UB_23      0.0193736000
_diffrn_orient_matrix_UB_31      -0.0541089000
_diffrn_orient_matrix_UB_32      -0.0052163000
_diffrn_orient_matrix_UB_33      0.0024953000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            53741
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.570
_diffrn_reflns_theta_min         3.257
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.18b (Rigaku Oxford Diffraction, 2015)
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    1.300
_exptl_crystal_description       prism
_exptl_crystal_F_000             2352
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     711
_refine_ls_number_reflns         12419
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1280
_refine_ls_R_factor_gt           0.0791
_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^)+(0.0702P)^2^+9.6164P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1878
_refine_ls_wR_factor_ref         0.2152
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7387
_reflns_number_total             12419
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03311d2.cif
_cod_data_source_block           mdl606
_cod_depositor_comments
'Adding full bibliography for 7701168--7701171.cif.'
_cod_database_code               7701171
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c30 h30 o10 s1'
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.940
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C58-C59
 1.54 with sigma of 0.02
 C28-C29
 1.54 with sigma of 0.02
 C28-C30
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C34 \\sim C37: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
C34 \\sim C35: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
C28 \\sim C29: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
C28 \\sim C30: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
C25 \\sim C26: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
C4 \\sim C7: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004
4. Others
 Fixed Sof: H28C(0.5) H28D(0.5) H28A(0.5) H28B(0.5) C29(0.5) H29A(0.5)
 H29B(0.5) H29C(0.5) C30(0.5) H30A(0.5) H30B(0.5) H30C(0.5) H58A(0.3) H58B(0.3)
 H58C(0.7) H58D(0.7) C59(0.3) H59A(0.3) H59B(0.3) H59C(0.3) C60(0.7) H60A(0.7)
 H60B(0.7) H60C(0.7)
5.a Ternary CH refined with riding coordinates:
 C14(H14), C44(H44)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C15(H15A,H15B), C19(H19A,H19B), C25(H25A,H25B), C28(H28C,H28D),
 C28(H28A,H28B), C38(H38A,H38B), C45(H45A,H45B), C49(H49A,H49B), C55(H55A,H55B),
  C58(H58A,H58B), C58(H58C,H58D)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C3(H3), C2(H2), C11(H11), C21(H21), C36(H36), C35(H35),
 C33(H33), C32(H32), C41(H41), C51(H51)
5.d Fitted hexagon refined as free rotating group:
 C1(C6,C5,C4,C3,C2), C31(C36,C35,C34,C33,C32)
5.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C16(H16A,H16B,H16C), C23(H23A,H23B,H23C), C26(H26A,H26B,
 H26C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C37(H37A,H37B,H37C), C46(H46A,
 H46B,H46C), C53(H53A,H53B,H53C), C56(H56A,H56B,H56C), C59(H59A,H59B,H59C),
 C60(H60A,H60B,H60C)
5.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O12(H12)
;
_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 1.514
_oxdiff_exptl_absorpt_empirical_full_min 0.562