Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl oximes with α-diazo compounds.
Sun, Lincong; Liu, Bingxian; Zhao, Yanlian; Chang, Junbiao; Kong, Lingheng; Wang, Fen; Deng, Wei-Qiao; Li, Xingwei; Chemical communications (Cambridge, England) 57 (2021) 8268–8271; doi:10.1039/d1cc02888j

data_7128676
_publ_section_title
;
 Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl
 oximes with \a-diazo compounds.
;
_journal_issue                   67
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8268
_journal_page_last               8271
_journal_paper_doi               10.1039/d1cc02888j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C18 H16 N O3'
_chemical_formula_sum            'C18 H15 N O3'
_chemical_formula_weight         293.31
_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
_audit_block_doi                 10.5517/ccdc.csd.cc27m1qn
_audit_creation_date             2021-03-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-29 deposited with the CCDC.	2021-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                70.212(5)
_cell_angle_beta                 73.352(6)
_cell_angle_gamma                70.063(5)
_cell_formula_units_Z            2
_cell_length_a                   7.4610(5)
_cell_length_b                   10.2760(5)
_cell_length_c                   11.7263(8)
_cell_measurement_reflns_used    3349
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2940
_cell_measurement_theta_min      4.7600
_cell_volume                     780.25(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_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    -72.00  25.00   1.00    1.00    --  -35.62  95.00 115.00   97
  2  \w     -3.00  72.00   1.00    1.00    --   35.62 -95.00   5.00   75
  3  \w     38.00 110.00   1.00    1.41    --  107.12 -95.00   5.00   72
  4  \w    101.00 177.00   1.00    1.41    --  107.12  95.00 115.00   76
  5  \w   -108.00 -35.00   1.00    1.00    --  -35.62-178.00  90.00   73
  6  \w   -105.00 -17.00   1.00    1.00    --  -35.62 -38.00  30.00   88
  7  \w      9.00 103.00   1.00    1.00    --   35.62  77.00-120.00   94
  8  \w     57.00 108.00   1.00    1.00    --   35.62 178.00   0.00   51
  9  \w     19.00 103.00   1.00    1.00    --   35.62  57.00 -60.00   84
 10  \w     19.00 103.00   1.00    1.00    --   35.62  57.00   0.00   84
 11  \w     39.00 125.00   1.00    1.41    --  107.12 -45.00-150.00   86
 12  \w     38.00 110.00   1.00    1.41    --  107.12 -95.00 120.00   72
 13  \w     57.00 147.00   1.00    1.41    --  107.12 178.00  30.00   90
 14  \w     39.00 102.00   1.00    1.41    --  107.12 -95.00  30.00   63
 15  \w     95.00 157.00   1.00    1.41    --  107.12  61.00  60.00   62
 16  \w    100.00 173.00   1.00    1.41    --  107.12 111.00   0.00   73
 17  \w     65.00 144.00   1.00    1.41    --  107.12 178.00  90.00   79
 18  \w     62.00 107.00   1.00    1.41    --  107.12-111.00-150.00   45
 19  \w     45.00 124.00   1.00    1.41    --  107.12 -30.00   0.00   79
 20  \w     40.00  77.00   1.00    1.41    --  107.12 -45.00  30.00   37
 21  \w     92.00 122.00   1.00    1.41    --  107.12 -45.00  30.00   30
 22  \w     89.00 174.00   1.00    1.41    --  107.12  61.00-180.00   85
 23  \w    110.00 136.00   1.00    1.41    --  107.12  61.00-120.00   26
 24  \w     66.00 113.00   1.00    1.41    --  107.12-111.00  60.00   47
 25  \w     67.00 119.00   1.00    1.41    --  107.12 -45.00  90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2151479000
_diffrn_orient_matrix_UB_12      0.0350256000
_diffrn_orient_matrix_UB_13      0.0645360000
_diffrn_orient_matrix_UB_21      0.0601126000
_diffrn_orient_matrix_UB_22      -0.0019203000
_diffrn_orient_matrix_UB_23      0.1158891000
_diffrn_orient_matrix_UB_31      -0.0146968000
_diffrn_orient_matrix_UB_32      0.1617440000
_diffrn_orient_matrix_UB_33      -0.0515378000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6371
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.588
_diffrn_reflns_theta_min         4.084
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2972
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0552
_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^)+(0.0858P)^2^+0.2088P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1509
_refine_ls_wR_factor_ref         0.1588
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2567
_reflns_number_total             2972
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc02888j2.cif
_cod_data_source_block           slc-20210329
_cod_depositor_comments
'Adding full bibliography for 7128674--7128676.cif.'
_cod_database_code               7128676
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C1 H1 O1 N1'
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.873
_diffrn_oxdiff_digest_frames
;
01ece809db329e927e2e50b502435495f7017926467
;
_diffrn_oxdiff_digest_hkl
;
01046198a7d9660251e6c55377418e9f387ff9
;
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C4(H4), C6(H6), C5(H5), C14(H14), C12(H12), C13(H13),
 C18(H18)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C)
2.c Idealised tetrahedral OH refined as rotating group:
 O21(H21)
;
_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 1.615
_oxdiff_exptl_absorpt_empirical_full_min 0.831