3,4- seco-Norclerodane Diterpenoids from the Roots of Polyalthia laui.
Yu, Zhang-Xin; Zheng, Cai-Juan; Chen, Guang-Ying; Huang, Rong-Li; Zhou, Xue-Ming; Niu, Zhi-Gang; Li, Xiao-Bao; Han, Chang-Ri; Song, Xiao-Ping; Journal of natural products 82 (2019) 27–34; doi:10.1021/acs.jnatprod.8b00243

data_1553368
_publ_section_title
;
 3,4- seco-Norclerodane Diterpenoids from the Roots of Polyalthia laui.
;
_journal_issue                   1
_journal_name_full               'Journal of natural products'
_journal_page_first              27
_journal_page_last               34
_journal_paper_doi               10.1021/acs.jnatprod.8b00243
_journal_volume                  82
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H30 O4'
_chemical_formula_sum            'C21 H30 O4'
_chemical_formula_weight         346.45
_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
_audit_creation_date             2017-02-20
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.02787(12)
_cell_length_b                   11.2128(2)
_cell_length_c                   24.3184(5)
_cell_measurement_reflns_used    5951
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.2750
_cell_measurement_theta_min      3.6150
_cell_volume                     1916.34(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5095
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -49.00   34.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.0339   38.0000   90.0000 83

  2 omega   11.00   76.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0339   57.0000 -150.0000 65

  3 omega   80.00  110.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0339   57.0000 -150.0000 30

  4 omega   78.00  117.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -92.0000   68.6823 39

  5 omega   20.00   69.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000  150.0000 49

  6 omega   20.00   61.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000   30.0000 41

  7 omega   17.00   61.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000 -120.0000 44

  8 omega   92.00  118.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000 -120.0000 26

  9 omega   41.00   77.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -120.0000 36

 10 omega   27.00   97.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000 -120.0000 70

 11 omega  138.00  167.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  130.0000  -69.0000 29

 12 omega   16.00   55.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000  -90.0000 39

 13 omega   21.00   53.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000    0.0000 32

 14 omega   81.00  124.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -61.0000   90.0000 43

 15 omega   78.00  116.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  130.0000  -69.0000 38

 16 omega   19.00   45.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000    0.0000 26

 17 omega   79.00  105.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -93.0000  173.3698 26

 18 omega  141.00  167.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000 -120.0000 26

 19 omega   20.00   74.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -94.0000    0.0000 54

 20 omega   48.00   81.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000 -150.0000 33

 21 omega  101.00  127.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   61.0000  -30.0000 26

 22 omega   25.00   52.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -93.0000  173.3698 27
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0363828000
_diffrn_orient_matrix_UB_12      -0.1302188000
_diffrn_orient_matrix_UB_13      0.0172573000
_diffrn_orient_matrix_UB_21      -0.0026118000
_diffrn_orient_matrix_UB_22      0.0376662000
_diffrn_orient_matrix_UB_23      0.0609164000
_diffrn_orient_matrix_UB_31      -0.2161555000
_diffrn_orient_matrix_UB_32      -0.0223723000
_diffrn_orient_matrix_UB_33      0.0021305000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            10630
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.142
_diffrn_reflns_theta_max         67.142
_diffrn_reflns_theta_min         3.635
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour
;
;
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_description
;
;
_exptl_crystal_F_000             752
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1263 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3427
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0401
_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^)+(0.0566P)^2^+0.0786P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1006
_reflns_Friedel_coverage         0.716
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                3210
_reflns_number_total             3427
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np8b00243_si_003.cif
_cod_data_source_block           d1-35-c1a
_cod_database_code               1553368
_chemical_oxdiff_formula         'C1 O1'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Ternary CH refined with riding coordinates:
 C6(H6), C16(H16), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C5(H5A,H5B), C4(H4A,H4B), C11(H11A,H11B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C17(H17)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C18(H18A,H18B,
 H18C), C0AA(H0AA,H0AB,H0AC)
;
_shelx_res_checksum              39925
_shelx_hkl_checksum              80190
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-12-30
_olex2_submission_special_instructions 'No special instructions were received'