Structurally Diverse Sesquiterpenoid Glycoside Esters from <i>Pittosporum qinlingense</i> with Anti-neuroinflammatory Activity.
Zhang, Xiuyun; Liu, Yao; Deng, Jili; Xia, Jiankai; Zhang, Qiang; Chen, Xin; Liu, Runze; Gao, Yuqi; Gao, Jin-Ming; Journal of natural products 85 (2022) 115–126; doi:10.1021/acs.jnatprod.1c00544

data_1566296
_publ_section_title
;
 Structurally Diverse Sesquiterpenoid Glycoside Esters from <i>Pittosporum
 qinlingense</i> with Anti-neuroinflammatory Activity.
;
_journal_issue                   1
_journal_name_full               'Journal of natural products'
_journal_page_first              115
_journal_page_last               126
_journal_paper_doi               10.1021/acs.jnatprod.1c00544
_journal_volume                  85
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H44 O7'
_chemical_formula_sum            'C28 H44 O7'
_chemical_formula_weight         492.63
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.518(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6684(4)
_cell_length_b                   8.0630(3)
_cell_length_c                   29.5996(10)
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      78.68
_cell_measurement_theta_min      4.53
_cell_volume                     2754.08(17)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      150.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            94071
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.257
_diffrn_reflns_theta_min         3.830
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.679
_exptl_absorpt_correction_T_max  0.7542
_exptl_absorpt_correction_T_min  0.6871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1198 before and 0.0612 after correction.
The Ratio of minimum to maximum transmission is 0.9110.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
;
 Flack x determined using 4591 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         11502
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0318
_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^)+(0.0459P)^2^+0.4131P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0845
_reflns_Friedel_coverage         0.812
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.930
_reflns_number_gt                10811
_reflns_number_total             11502
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np1c00544_si_002.cif
_cod_data_source_block           cu_1019_10_0m
_cod_database_code               1566296
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.876
_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:
 C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U),
 C00W(H00W), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C014(H014),
 C018(H018), C01H(H01S)
2.b Secondary CH2 refined with riding coordinates:
 C015(H2AA,HB), C016(H01A,H01B), C01D(H4AA,HE), C01E(H5AA,HF), C01F(H01O,H01P),
  C01G(H01Q,H01R), C01J(H7AA,HI), C01P(H01X,H01Y)
2.c Aromatic/amide H refined with riding coordinates:
 C01K(H8AA), C01M(H01W)
2.d Idealised Me refined as rotating group:
 C013(H1AA,H,HA), C017(H01C,H01D,H01E), C019(H01F,H01G,H01H), C01A(H01I,H01J,
 H01K), C01B(H3AA,HC,HD), C01C(H01L,H01M,H01N), C01I(H6AA,HG,HH), C01L(H01T,
 H01U,H01V), C01O(H9AA,HJ,HK), C01Q(H0BA,HL,HM), C01R(H01Z,HN,HO), C01S(H1BA,HP,
 HQ), C01T(H2BA,HR,HS), C01U(H01,HT,HU), C01X(H3BA,HV,HW), C01Y(H0AA,HX,HY)
2.e Idealised tetrahedral OH refined as rotating group:
 O009(H009), O00A(H00A)
;
_shelx_res_checksum              12014
_shelx_hkl_checksum              10523
_olex2_submission_special_instructions 'No special instructions were received'