Bioactive Sesquiterpenoids from the Peeled Stems of Syringa pinnatifolia.
Zhang, Ruifei; Feng, Xiao; Su, Guozhu; Mu, Zejing; Zhang, Hexinge; Zhao, Yanan; Jiao, Shungang; Cao, Lan; Chen, Suyile; Tu, Pengfei; Chai, Xingyun; Journal of natural products 81 (2018) 1711–1720; doi:10.1021/acs.jnatprod.7b01071

data_1553352
_publ_section_title
;
 Bioactive Sesquiterpenoids from the Peeled Stems of Syringa pinnatifolia.
;
_journal_issue                   8
_journal_name_full               'Journal of natural products'
_journal_page_first              1711
_journal_page_last               1720
_journal_paper_doi               10.1021/acs.jnatprod.7b01071
_journal_volume                  81
_journal_year                    2018
_chemical_formula_moiety         'C16 H26 O3'
_chemical_formula_sum            'C16 H26 O3'
_chemical_formula_weight         266.37
_chemical_melting_point          433.6(2)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-05-09
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                63.805(9)
_cell_angle_beta                 72.976(7)
_cell_angle_gamma                85.623(7)
_cell_formula_units_Z            2
_cell_length_a                   7.4903(6)
_cell_length_b                   10.5587(10)
_cell_length_c                   11.2330(9)
_cell_measurement_reflns_used    5331
_cell_measurement_temperature    105.9
_cell_measurement_theta_max      70.9676
_cell_measurement_theta_min      4.5793
_cell_volume                     760.77(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      105.9
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
  1 omega  -26.00   14.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -77.0000  -60.0000 40

  2 omega  -21.00    5.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -37.0000   60.0000 26

  3 omega  -73.00  -37.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -37.0000   60.0000 36

  4 omega  -70.00  -37.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -77.0000  -60.0000 33

  5 omega   10.00   37.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000  -60.0000 27

  6 omega  -11.00   61.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000  150.0000 72

  7 omega  -15.00   62.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000 -120.0000 77

  8 omega  -26.00   62.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000  -30.0000 88

  9 omega   77.00  103.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000  -60.0000 26

 10 omega  -23.00   64.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000   60.0000 87

 11 omega    4.00   29.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   94.0000  130.0000 25

 12 omega    8.00   33.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   86.0000   29.0000 25

 13 omega   11.00   36.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   88.0000   80.0000 25

 14 omega   11.00   36.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   88.0000  -74.0000 25

 15 omega   10.00   35.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   90.0000 -165.0000 25

 16 omega   27.00   53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   78.0000 -141.0000 26

 17 omega   75.00  116.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   76.0000   30.0000 41

 18 omega   26.00   51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   78.0000  -58.0000 25

 19 omega   27.00   71.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   76.0000   30.0000 44

 20 omega   93.00  122.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   79.0000  -33.0000 29

 21 omega   41.00   66.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   72.0000  127.0000 25

 22 omega   83.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   72.0000   89.0000 27

 23 omega   34.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   72.0000   89.0000 36

 24 omega   37.00   79.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   75.0000   10.0000 42

 25 omega   32.00   64.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   79.0000  -33.0000 32

 26 omega   33.00  124.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   79.0000 -110.0000 91

 27 omega   36.00  121.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   70.0000  171.0000 85

 28 omega   82.00  116.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 34

 29 omega   39.00  113.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -119.0000  -76.0000 74

 30 omega   62.00  135.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   90.0000 73

 31 omega   64.00  104.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -107.0000  -30.0000 40

 32 omega   81.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 95

 33 omega  135.00  161.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 26

 34 omega   38.00  104.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -108.0000  108.0000 66

 35 omega   81.00  126.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 45

 36 omega   72.00  104.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -150.0000 32

 37 omega   45.00  134.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -60.0000 89

 38 omega  117.00  174.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 57

 39 omega   81.00  108.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 27

 40 omega   81.00  164.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 83

 41 omega   81.00  172.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 91

 42 omega   81.00  154.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 73

 43 omega  134.00  174.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 40

 44 omega   82.00  128.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 46

 45 omega   92.00  117.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   53.0000  -84.0000 25

 46 omega   81.00  145.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 64

 47 omega   82.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 94

 48 omega   81.00  150.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 69

 49 omega  138.00  169.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 31

 50 omega   81.00  135.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 54

 51 omega  130.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 46
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1278144000
_diffrn_orient_matrix_UB_12      0.0582419000
_diffrn_orient_matrix_UB_13      -0.0954651000
_diffrn_orient_matrix_UB_21      0.0631201000
_diffrn_orient_matrix_UB_22      0.1521374000
_diffrn_orient_matrix_UB_23      -0.0385338000
_diffrn_orient_matrix_UB_31      0.1615992000
_diffrn_orient_matrix_UB_32      0.0000566000
_diffrn_orient_matrix_UB_33      -0.1220602000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9049
_diffrn_reflns_theta_full        71.10
_diffrn_reflns_theta_max         71.10
_diffrn_reflns_theta_min         4.58
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2894
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0635P)^2^+0.3000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1123
_reflns_number_gt                2738
_reflns_number_total             2894
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np7b01071_si_005.cif
_cod_data_source_block           exp_4957
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '433.45-433.85 K' was
changed to '433.6(2)' -- the average value was taken and precision
was estimated.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        760.77(11)
_cod_database_code               1553352
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97