Diaporindenes A-D: Four Unusual 2,3-Dihydro-1 H-indene Analogues with Anti-inflammatory Activities from the Mangrove Endophytic Fungus Diaporthe sp. SYSU-HQ3.
Cui, Hui; Liu, Yena; Li, Jing; Huang, Xishan; Yan, Tao; Cao, Wenhao; Liu, Hongju; Long, Yuhua; She, Zhigang; The Journal of organic chemistry 83 (2018) 11804–11813; doi:10.1021/acs.joc.8b01738

data_4035228
_publ_section_title
;
 Diaporindenes A-D: Four Unusual 2,3-Dihydro-1 H-indene Analogues with
 Anti-inflammatory Activities from the Mangrove Endophytic Fungus
 Diaporthe sp. SYSU-HQ3.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11804
_journal_page_last               11813
_journal_paper_doi               10.1021/acs.joc.8b01738
_journal_volume                  83
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H30 O6'
_chemical_formula_sum            'C25 H30 O6'
_chemical_formula_weight         426.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_Int_Tables_number      5
_audit_creation_date             2017-08-03
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5356)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.821(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.3394(5)
_cell_length_b                   8.2464(2)
_cell_length_c                   13.8104(3)
_cell_measurement_reflns_used    17011
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      73.9520
_cell_measurement_theta_min      4.7310
_cell_volume                     2514.06(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      153(3)
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9852
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21177
_diffrn_reflns_theta_full        74.0022
_diffrn_reflns_theta_max         74.00
_diffrn_reflns_theta_min         4.00
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41886
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.1268
_exptl_crystal_description       block
_exptl_crystal_F_000             915.0793
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.1200
_refine_diff_density_min         -0.1453
_refine_diff_density_rms         0.0324
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.09(18)
_refine_ls_d_res_high            0.8019
_refine_ls_d_res_low             11.0376
_refine_ls_goodness_of_fit_ref   1.0499
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4816
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0499
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0607P)^2^+0.2635P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0933
_reflns_Friedel_coverage         0.892
_reflns_limit_h_max              27
_reflns_limit_h_min              -27
_reflns_limit_k_max              10
_reflns_limit_k_min              -8
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                4717
_reflns_number_total             4816
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo8b01738_si_002.cif
_cod_data_source_block           1
_cod_original_sg_symbol_Hall     ' C 2y'
_cod_database_code               4035228
_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:
 C8(H8), C23(H23), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C1AA(H1Aa,H1Ab), C22(H22a,H22b)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C17(H17), C3(H3a), C4(H4a), C13(H13)
2.d Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C26(H26a,H26b,H26c), C25(H25a,H25b,H25c), C12(H12a,H12b,
 H12c), C11(H11a,H11b,H11c)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O4(H4), O15(H15)
;
_olex2_submission_special_instructions 'No special instructions were received'