Conformational studies of biaryl-bridged seven-membered lactones with a quaternary carbon center.
Zhang, Yu; Yu, Yueyang; Ma, Xiaoqiang; Zhao, Xiaofei; Huang, Jialin; Zhao, Depeng; RSC advances 14 (2024) 25663–25668; doi:10.1039/d4ra04703f

data_7249216
_publ_section_title
;
 Conformational studies of biaryl-bridged seven-membered lactones with a
 quaternary carbon center.
;
_journal_issue                   35
_journal_name_full               'RSC advances'
_journal_page_first              25663
_journal_page_last               25668
_journal_paper_doi               10.1039/d4ra04703f
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C19 H20 O3'
_chemical_formula_sum            'C19 H20 O3'
_chemical_formula_weight         296.35
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-02-22 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.877(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3390(4)
_cell_length_b                   11.1632(6)
_cell_length_c                   16.2872(7)
_cell_measurement_reflns_used    3966
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.5460
_cell_measurement_theta_min      4.7660
_cell_volume                     1512.70(13)
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.926
_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   -109.00 -43.00   0.50    1.03    -- -100.00 116.00  80.00  132
  2  \w   -112.00 -30.00   0.50    1.03    -- -100.00 125.00-120.00  164
  3  \w    -68.00 -31.00   0.50    1.03    -- -100.00  61.00-150.00   74
  4  \w    -62.00 -35.00   0.50    1.03    -- -100.00  61.00-120.00   54
  5  \w    -23.00  28.00   0.50    0.05    --  -44.85  19.00-180.00  102
  6  \w   -116.00 -27.00   0.50    0.05    --  -44.85 -57.00-120.00  178
  7  \w   -116.00 -50.00   0.50    0.05    --  -44.85-167.00-154.00  132
  8  \w   -172.00 -97.00   0.50    1.03    -- -100.00 -61.00  30.00  150
  9  \w   -135.00-109.00   0.50    1.03    -- -100.00-116.00  -8.00   52
 10  \w     50.00  75.00   0.50    0.05    --   44.85-116.00  -8.00   50
 11  \w     57.00  82.00   0.50    0.05    --   44.85-167.00-154.00   50
 12  \w     66.00  91.00   0.50    1.03    --  105.84-167.00-154.00   50
 13  \w     65.00 110.00   0.50    1.03    --  105.84-125.00-150.00   90
 14  \w     71.00 105.00   0.50    1.03    --  105.84-116.00  -8.00   68
 15  \w     45.00  72.00   0.50    1.03    --  105.84 -61.00  30.00   54
 16  \w     34.00  60.00   0.50    1.03    --  105.84 -77.00 150.00   52
 17  \w     71.00  98.00   0.50    1.03    --  105.84 -77.00 150.00   54
 18  \w     48.00  73.00   0.50    1.03    --  105.84 -61.00 -30.00   50
 19  \w     41.00  73.00   0.50    1.03    --  105.84 -61.00-120.00   64
 20  \w     88.00 134.00   0.50    1.03    --  105.84  45.00-120.00   92
 21  \w    152.00 177.00   0.50    1.03    --  105.84  45.00-120.00   50
 22  \w     94.00 119.00   0.50    0.05    --   44.85 167.00-133.00   50
 23  \w     78.00 103.00   0.50    1.03    --  105.84 167.00-133.00   50
 24  \w     86.00 154.00   0.50    1.03    --  105.84 116.00  80.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0174131000
_diffrn_orient_matrix_UB_12      0.1101992000
_diffrn_orient_matrix_UB_13      -0.0556511000
_diffrn_orient_matrix_UB_21      0.0249799000
_diffrn_orient_matrix_UB_22      0.0801209000
_diffrn_orient_matrix_UB_23      0.0768082000
_diffrn_orient_matrix_UB_31      0.1825993000
_diffrn_orient_matrix_UB_32      -0.0216511000
_diffrn_orient_matrix_UB_33      0.0012867000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8450
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.502
_diffrn_reflns_theta_min         4.806
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
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    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.249
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.249
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.1090
_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^)+(0.1235P)^2^+4.8991P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3220
_refine_ls_wR_factor_ref         0.3254
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2575
_reflns_number_total             2915
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra04703f2.cif
_cod_data_source_block           zhangy_231123_auto
_cod_database_code               7249216
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     CHO
_shelx_estimated_absorpt_t_max   0.921
_shelx_estimated_absorpt_t_min   0.891
_reflns_odcompleteness_completeness 99.19
_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:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2), C3(H3), C4(H4), C9(H9), C11(H11), C10(H10)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
2.e Idealised tetrahedral OH refined as rotating group:
 O16(H16)
;
_shelx_res_checksum              50717
_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 2.235
_oxdiff_exptl_absorpt_empirical_full_min 0.533