Synthesis of the ABC ring system of kadlongilactones.
Li, Liang; Li, Pengfei; Li, Tianhao; Zhang, Mingxiao; Liu, Wenjie; Li, Jing; Wang, Liang; Chen, Yue; Organic & biomolecular chemistry 21 (2023) 1704–1708; doi:10.1039/d2ob01701f

data_7159134
_publ_section_title
;
 Synthesis of the ABC ring system of kadlongilactones.
;
_journal_issue                   8
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1704
_journal_page_last               1708
_journal_paper_doi               10.1039/d2ob01701f
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C17 H24 O4'
_chemical_formula_sum            'C17 H24 O4'
_chemical_formula_weight         292.36
_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     dual
_audit_creation_date             2021-10-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-05-30 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                70.439(4)
_cell_angle_beta                 69.026(4)
_cell_angle_gamma                81.960(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2032(3)
_cell_length_b                   9.4524(4)
_cell_length_c                   11.3516(5)
_cell_measurement_reflns_used    4957
_cell_measurement_temperature    297.97(10)
_cell_measurement_theta_max      75.5510
_cell_measurement_theta_min      6.6680
_cell_volume                     774.25(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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_environment      air
_diffrn_ambient_temperature      297.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.976
_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    -19.00  37.00   1.00    1.00    --    0.00  82.00 -60.00   56
  2  \w     -1.00  39.00   1.00    1.00    --    0.00  82.00 120.00   40
  3  \w    -32.00  -4.00   1.00    1.00    --    0.00  82.00 120.00   28
  4  \w    -39.00  20.00   1.00    1.00    --    0.00 -82.00-180.00   59
  5  \w     55.00 129.00   1.00    1.00    --  101.90 -82.00-120.00   74
  6  \w     14.00  86.00   1.00    1.00    --  101.90 -19.00  90.00   72
  7  \w     76.00 191.00   1.00    1.00    --  101.90  38.00  60.00  115
  8  \w    150.00 186.00   1.00    1.00    --  101.90  19.00 120.00   36
  9  \w     51.00 138.00   1.00    1.00    --  101.90 -82.00  30.00   87
 10  \w    118.00 145.00   1.00    1.00    --  101.90  19.00 120.00   27
 11  \w     66.00 104.00   1.00    1.00    --  101.90  19.00 120.00   38
 12  \w     12.00  46.00   1.00    1.00    --  101.90 -82.00  30.00   34
 13  \w    100.00 183.00   1.00    1.00    --  101.90  82.00 -30.00   83
 14  \w    103.00 134.00   1.00    1.00    --  101.90 -19.00  90.00   31
 15  \w     14.00  90.00   1.00    1.00    --  101.90 -82.00  90.00   76
 16  \w     96.00 138.00   1.00    1.00    --  101.90 -82.00  90.00   42
 17  \w     23.00 126.00   1.00    1.00    --  101.90 -57.00-120.00  103
 18  \w     -9.00  39.00   1.00    1.00    --    0.00  82.00 -30.00   48
 19  \w     94.00 138.00   1.00    1.00    --  101.30 -82.00 -30.00   44
 20  \w     62.00  90.00   1.00    1.00    --  101.30 -82.00 -30.00   28
 21  \w     59.00  88.00   1.00    1.00    --  101.30 -38.00 150.00   29
 22  \w     20.00  53.00   1.00    1.00    --  101.30 -38.00 150.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1263094000
_diffrn_orient_matrix_UB_12      0.1088038000
_diffrn_orient_matrix_UB_13      -0.1224597000
_diffrn_orient_matrix_UB_21      0.0638438000
_diffrn_orient_matrix_UB_22      0.0510463000
_diffrn_orient_matrix_UB_23      0.0912354000
_diffrn_orient_matrix_UB_31      0.1429796000
_diffrn_orient_matrix_UB_32      -0.1244503000
_diffrn_orient_matrix_UB_33      -0.0042339000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6342
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        66.972
_diffrn_reflns_theta_max         66.972
_diffrn_reflns_theta_min         6.763
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.254
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0397
_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^)+(0.0440P)^2^+0.1953P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2523
_reflns_number_total             2705
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob01701f2.cif
_cod_data_source_block           ll-7-22
_cod_depositor_comments
'Adding full bibliography for 7159130--7159137.cif.'
_cod_database_code               7159134
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 97.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C005(H005), C006(H006), C00A(H00A)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00B,H00C), C00C(H00D,H00E), C00D(H00F,H00G), C00E(H00H,H00I), C00F(H00J,
 H00K)
2.c Aromatic/amide H refined with riding coordinates:
 C00J(H00O)
2.d Idealised Me refined as rotating group:
 C00H(H00L,H00M,H00N), C00K(H00P,H00Q,H00R), C00L(H00S,H00T,H00U)
2.e Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
_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 1.430
_oxdiff_exptl_absorpt_empirical_full_min 0.678