Emerones A-C: three novel merosesquiterpenoids with unprecedented skeletons from Emericella sp. XL029.
Chen, Heng-Ye; Liu, Ting-Kai; Yang, Jian; Yang, Xiao-Long; Organic & biomolecular chemistry 17 (2019) 8450–8455; doi:10.1039/c9ob01788g

data_7157057
_publ_section_title
;
 Emerones A-C: three novel merosesquiterpenoids with unprecedented
 skeletons from Emericella sp. XL029.
;
_journal_issue                   36
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8450
_journal_page_last               8455
_journal_paper_doi               10.1039/c9ob01788g
_journal_volume                  17
_journal_year                    2019
_chemical_compound_source        'Emericella sp. XL029'
_chemical_formula_moiety         '0.44(C22 H28 O8), 0.44(H2 O)'
_chemical_formula_sum            'C22 H32 O8'
_chemical_formula_weight         424.47
_chemical_melting_point          520.2(8)
_chemical_name_systematic        'Emerone A'
_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'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc207w49
_audit_creation_date             2018-07-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-30 deposited with the CCDC.    2019-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            9
_cell_length_a                   11.34869(14)
_cell_length_b                   12.79403(16)
_cell_length_c                   14.62274(18)
_cell_measurement_temperature    293(2)
_cell_volume                     2123.16(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.161
_diffrn_reflns_theta_min         4.592
_exptl_absorpt_coefficient_mu    1.878
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_diffrn    2.988
_exptl_crystal_F_000             2052
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          10.000
_exptl_crystal_size_mid          8.000
_exptl_crystal_size_min          5.500
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.187
_refine_ls_abs_structure_details
;
 Flack x determined using 1770 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4247
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0491
_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^)+(0.0825P)^2^+0.1231P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1163
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                4187
_reflns_number_total             4247
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob01788g2.cif
_cod_data_source_block           180712e-2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '519.45-521.05' was changed to
'520.2(8)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7157057--7157058.cif.
;
_cod_database_code               7157057
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.034
_shelx_estimated_absorpt_t_min   0.019
_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 Free rotating group:
 O8(H8A)
2.b Ternary CH refined with riding coordinates:
 C10(H10), C17(H17), C21(H21)
2.c Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C28(H28A,H28B)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_shelx_res_checksum              17118
_olex2_submission_special_instructions 'No special instructions were received'