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_7159132
_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 O3'
_chemical_formula_sum            'C17 H24 O3'
_chemical_formula_weight         276.36
_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             2023-01-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-01-19 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                83.372(5)
_cell_angle_beta                 83.439(4)
_cell_angle_gamma                78.335(5)
_cell_formula_units_Z            4
_cell_length_a                   7.5883(4)
_cell_length_b                   10.7072(6)
_cell_length_c                   18.4766(10)
_cell_measurement_reflns_used    5827
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.9410
_cell_measurement_theta_min      2.9440
_cell_volume                     1453.99(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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      100.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.970
_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    -39.00  -3.00   1.00    5.00    --    0.00 -77.00  30.00   36
  2  \w      7.00  35.00   1.00    5.00    --    0.00 -77.00  30.00   28
  3  \w    -29.00  14.00   1.00    5.00    --    0.00  57.00-120.00   43
  4  \w     45.00  89.00   1.00    5.00    --    0.00  57.00-120.00   44
  5  \w    -86.00 -30.00   1.00    5.00    --    0.00 -19.00 -90.00   56
  6  \w      2.00  53.00   1.00    5.00    --    0.00 -19.00 -90.00   51
  7  \w    -86.00 -42.00   1.00    5.00    --    0.00 -77.00  30.00   44
;
_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      0.0106706000
_diffrn_orient_matrix_UB_12      0.0647921000
_diffrn_orient_matrix_UB_13      -0.0035784000
_diffrn_orient_matrix_UB_21      0.0468326000
_diffrn_orient_matrix_UB_22      -0.0080931000
_diffrn_orient_matrix_UB_23      -0.0351376000
_diffrn_orient_matrix_UB_31      -0.0829617000
_diffrn_orient_matrix_UB_32      0.0188029000
_diffrn_orient_matrix_UB_33      -0.0161035000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16996
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         2.872
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         6471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0398
_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^)+(0.0458P)^2^+0.5652P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1012
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5498
_reflns_number_total             6471
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob01701f2.cif
_cod_data_source_block           ll-4-50
_cod_depositor_comments
'Adding full bibliography for 7159130--7159137.cif.'
_cod_database_code               7159132
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 98.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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:
 C008(H008), C009(H009), C00B(H00Q), C00G(H00G), C00H(H00R), C00J(H00J),
 C00N(H00S), C00S(H00Z)
2.b Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00B), C00E(H00C,H00D), C00L(H00E,H00F), C00R(H00X,H00Y), C00T(H00,
 H), C00V(H0AA,HA), C00W(H00O,H00P), C00Z(H3AA,HD), C013(H01D,H01E), C014(H01I,
 H01J)
2.c Aromatic/amide H refined with riding coordinates:
 C00U(H00U), C00X(H1AA)
2.d Idealised Me refined as rotating group:
 C00O(H00T,H00V,H00W), C00P(H00H,H00I,H00K), C00Q(H00L,H00M,H00N), C00Y(H2AA,
 HB,HC), C011(H01F,H01G,H01H), C012(H01A,H01B,H01C)
;
_shelx_res_checksum              43303
_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 1.878
_oxdiff_exptl_absorpt_empirical_full_min 0.667