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_7249215
_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         'C17 H16 O3'
_chemical_formula_sum            'C17 H16 O3'
_chemical_formula_weight         268.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2jcf2f
_audit_creation_date             2018-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-02-22 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   9.0416(3)
_cell_length_b                   20.2173(5)
_cell_length_c                   22.2247(6)
_cell_measurement_reflns_used    15250
_cell_measurement_temperature    99.97(13)
_cell_measurement_theta_max      76.5610
_cell_measurement_theta_min      2.8970
_cell_volume                     4062.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      N~2~
_diffrn_ambient_temperature      99.97(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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    -61.00  28.00   0.50    0.07    --  -46.62  29.00 172.00  178
  2  \w   -114.00 -25.00   0.50    0.40    -- -100.00  29.00 172.00  178
  3  \w   -109.00 -27.00   0.50    0.40    -- -100.00  99.00  -1.00  164
  4  \w     34.00 111.00   0.50    0.40    --  107.00-111.00 164.00  154
  5  \w   -119.00 -71.00   0.50    0.07    --  -46.62-125.00  90.00   96
  6  \w   -119.00 -71.00   0.50    0.07    --  -46.62-125.00 120.00   96
  7  \w     32.00 120.00   0.50    0.07    --   46.62  38.00 -90.00  176
  8  \w    -25.00  63.00   0.50    0.07    --   46.62 -57.00 -30.00  176
  9  \w     92.00 178.00   0.50    0.40    --  107.00  30.00 -60.00  172
 10  \w     88.00 178.00   0.50    0.40    --  107.00  99.00  -1.00  180
 11  \w     34.00 109.00   0.50    0.40    --  107.00 -94.00-180.00  150
 12  \w     32.00 123.00   0.50    0.40    --  107.00 -30.00 150.00  182
 13  \w     34.00 131.00   0.50    0.40    --  107.00 -77.00  60.00  194
 14  \w     34.00 117.00   0.50    0.40    --  107.00-125.00-150.00  166
 15  \w     34.00 117.00   0.50    0.40    --  107.00-125.00 -30.00  166
 16  \w     92.00 178.00   0.50    0.40    --  107.00  30.00   0.00  172
 17  \w     35.00 122.00   0.50    0.40    --  107.00 -45.00 150.00  174
;
_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      -0.0019858000
_diffrn_orient_matrix_UB_12      0.0418666000
_diffrn_orient_matrix_UB_13      -0.0578896000
_diffrn_orient_matrix_UB_21      0.0641626000
_diffrn_orient_matrix_UB_22      -0.0588013000
_diffrn_orient_matrix_UB_23      -0.0355859000
_diffrn_orient_matrix_UB_31      -0.1577914000
_diffrn_orient_matrix_UB_32      -0.0244457000
_diffrn_orient_matrix_UB_33      -0.0137185000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1535
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            32061
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.093
_diffrn_reflns_theta_min         2.955
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.724
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details
;
 Flack x determined using 2550 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         7974
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0734
_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^)+(0.0790P)^2^+6.6155P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1726
_refine_ls_wR_factor_ref         0.2089
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                7119
_reflns_number_total             7974
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra04703f2.cif
_cod_data_source_block           zhangyu_181113
_cod_database_code               7249215
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.931
_shelx_estimated_absorpt_t_min   0.812
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 Secondary CH2 refined with riding coordinates:
 C00S(H00A,H00B), C014(H01E,H01F), C01B(H01R,H01S)
2.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00H(H00H), C00I(H00I), C00N(H00N), C00P(H00P), C00T(H00T),
 C00U(H00U), C00W(H00W), C011(H011), C012(H012), C016(H016), C017(H017),
 C019(H019), C01A(H01A), C01C(H01G), C01E(H01H), C01G(H01M), C01H(H01N),
 C01I(H01T), C01J(H01J), C01L(H01X)
2.c Idealised Me refined as rotating group:
 C00Z(H00C,H00D,H00F), C01F(H01I,H01K,H01L), C01K(H01U,H01V,H01W), C01M(H01Y,H,
 HA), C01N(H01B,H01C,H01D), C01O(H01O,H01P,H01Q)
2.d Idealised tetrahedral OH refined as rotating group:
 O004(H004), O005(H005), O006(H006)
;
_shelx_res_checksum              32482
_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 3.982
_oxdiff_exptl_absorpt_empirical_full_min 0.324