Cyathane Diterpenes from Cultures of the Bird's Nest Fungus Cyathus hookeri and Their Neurotrophic and Anti-neuroinflammatory Activities.
Tang, Dan; Xu, Yuan-Zhen; Wang, Wei-Wei; Yang, Zhi; Liu, Bo; Stadler, Marc; Liu, Ling-Li; Gao, Jin-Ming; Journal of natural products 82 (2019) 1599–; doi:10.1021/acs.jnatprod.9b00091

data_1552669
_publ_section_title
;
 Cyathane Diterpenes from Cultures of the Bird's Nest Fungus Cyathus
 hookeri and Their Neurotrophic and Anti-neuroinflammatory Activities.
;
_journal_issue                   6
_journal_name_full               'Journal of natural products'
_journal_page_first              1599
_journal_paper_doi               10.1021/acs.jnatprod.9b00091
_journal_volume                  82
_journal_year                    2019
_chemical_formula_moiety         '3(C H Cl3), 4(C20 H28 O4)'
_chemical_formula_sum            'C83 H115 Cl9 O16'
_chemical_formula_weight         1687.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-06
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.330(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.1618(13)
_cell_length_b                   15.0341(14)
_cell_length_c                   20.4035(18)
_cell_measurement_reflns_used    9232
_cell_measurement_temperature    298
_cell_measurement_theta_max      68.454
_cell_measurement_theta_min      4.016
_cell_volume                     4317.6(7)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      298.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            82160
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.701
_diffrn_reflns_theta_min         2.179
_exptl_absorpt_coefficient_mu    3.176
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1526 before and 0.0832 after correction. The Ratio of minimum to maximum transmission is 0.5006. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       block
_exptl_crystal_F_000             1788
_refine_diff_density_max         1.694
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.113
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.18(4)
_refine_ls_extinction_coef       0.0035(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.459
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1008
_refine_ls_number_reflns         15814
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.480
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0993
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2893
_refine_ls_wR_factor_ref         0.2935
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                15326
_reflns_number_total             15814
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np9b00091_si_003.cif
_cod_data_source_block           zhangyaling20180702_2_0m
_cod_database_code               1552669
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.82(4)
 0.18(4)
2. 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
3. Restrained distances
 H5-O14
 1.9 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C80) \\sim Ueq, Uanis(C81) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C2, Cl4, Cl5, Cl6, Cl5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C81, C79, C80
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(H2B)=Sof(Cl5A)=1-FVAR(1)
 Sof(Cl5)=Sof(H2A)=FVAR(1)
7.a Riding coordinates:
 C60(H60A,H60B,H60C)
7.b Ternary CH refined with riding coordinates:
 C1(H1), C2(H2A), C2(H2B), C3(H3), C6(H6), C10(H10), C19(H19), C26(H26),
 C30(H30), C39(H39), C46(H46), C50(H50), C59(H59), C66(H66), C70(H70), C79(H79)
7.c Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C31(H31A,H31B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B),
 C37(H37A,H37B), C51(H51A,H51B), C54(H54A,H54B), C55(H55A,H55B), C56(H56A,H56B),
  C57(H57A,H57B), C71(H71A,H71B), C74(H74A,H74B), C75(H75A,H75B), C76(H76A,
 H76B), C77(H77A,H77B)
7.d Aromatic/amide H refined with riding coordinates:
 C8(H8), C28(H28), C48(H48), C68(H68)
7.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,
 H43B,H43C), C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C),
 C80(H80A,H80B,H80C), C81(H81A,H81B,H81C), C82(H82A,H82B,H82C), C83(H83A,H83B,
 H83C)
7.f Idealised tetrahedral OH refined as rotating group:
 O2(H2), O4(H4), O5(H5), O8(H8A), O9(H9), O12(H12), O13(H13), O16(H16)
;
_shelx_res_checksum              52752
_shelx_hkl_checksum              7880
_olex2_submission_special_instructions 'No special instructions were received'