New sesquiterpenoids from the rhizomes of Acorus tatarinowii
Feng, Xiao-lin; Yu, Yang; Gao, Hao; Mu, Zhen-qiang; Cheng, Xiao-rui; Zhou, Wen-xia; Yao, Xin-sheng; RSC Advances  (2014) –; doi:10.1039/C4RA06481J

data_7217795
_publ_section_title
;
 New sesquiterpenoids from the rhizomes of Acorus tatarinowii
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/C4RA06481J
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H22 O2'
_chemical_formula_sum            'C15 H22 O2'
_chemical_formula_weight         234.33
_chemical_name_common            acoronene
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-08-15
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.159(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.5501(2)
_cell_length_b                   6.48130(10)
_cell_length_c                   12.5837(3)
_cell_measurement_reflns_used    6687
_cell_measurement_temperature    173.01(18)
_cell_measurement_theta_max      62.5766
_cell_measurement_theta_min      3.6936
_cell_volume                     662.60(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.01(18)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
  1 omega -101.00  -60.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684 -178.0000  -90.0000 41

  2 omega   55.00   81.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684   57.0000    0.0000 26

  3 omega   14.00  101.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684   57.0000 -150.0000 87

  4 omega  -16.00   99.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684    0.0000 -180.0000 115

  5 omega  -37.00   58.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684  -38.0000  150.0000 95

  6 omega   20.00   82.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000   30.0000 62

  7 omega   87.00  159.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   45.0000   60.0000 72

  8 omega   34.00   73.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000   90.0000 39

  9 omega   39.00   82.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000  150.0000 43

 10 omega   21.00   47.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000   90.0000 26

 11 omega   82.00  161.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   83.0000 -102.0000 79

 12 omega   18.00   65.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000  -90.0000 47

 13 omega  106.00  132.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000 -180.0000 26

 14 omega   18.00   62.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000  120.0000 44

 15 omega   71.00   99.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000 -180.0000 28

 16 omega   39.00   78.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000 -111.0000 -120.0000 39

 17 omega   75.00  101.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000    0.0000 26

 18 omega  128.00  157.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000    0.0000 29

 19 omega   39.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -45.0000  120.0000 31

 20 omega   26.00   72.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -77.0000 -120.0000 46

 21 omega   60.00  126.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000 -150.0000 66

 22 omega   54.00  148.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   15.0000   30.0000 94

 23 omega -109.00  -53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684  178.0000 -150.0000 56

 24 omega -109.00  -53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684  178.0000    0.0000 56

 25 omega  -46.00    0.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684  -83.0000  102.0000 46

 26 omega   35.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684  178.0000 -180.0000 74

 27 omega   10.00  104.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684   46.0000  -49.0000 94

 28 omega    3.00  103.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684   77.0000   30.0000 100

 29 omega -134.00  -34.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   30.0000 100

 30 omega -134.00  -34.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   90.0000 100

 31 omega -134.00  -34.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  -30.0000 100

 32 omega -134.00  -34.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  -90.0000 100

 33 omega   61.00  163.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   30.0000  150.0000 102

 34 omega   60.00  161.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  150.0000 101

 35 omega   18.00   90.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000 -111.0000  120.0000 72

 36 omega   60.00  161.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000   60.0000 101

 37 omega   60.00  161.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  -30.0000 101

 38 omega   61.00  163.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   30.0000  -60.0000 102

 39 omega   19.00   83.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000  -60.0000 64

 40 omega   18.00   69.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000    0.0000 51

 41 omega -109.00  -57.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684 -178.0000   90.0000 52

 42 omega -102.00  -11.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -32.8684  -57.0000  150.0000 91

 43 omega    3.00  103.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       32.8684   77.0000  -90.0000 100
;
_diffrn_measurement_device_type  'Gemini S ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0984334000
_diffrn_orient_matrix_UB_12      -0.1991129000
_diffrn_orient_matrix_UB_13      -0.0416509000
_diffrn_orient_matrix_UB_21      0.1242104000
_diffrn_orient_matrix_UB_22      -0.0622737000
_diffrn_orient_matrix_UB_23      -0.0605328000
_diffrn_orient_matrix_UB_31      0.1042260000
_diffrn_orient_matrix_UB_32      -0.1138156000
_diffrn_orient_matrix_UB_33      0.1057984000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8159
_diffrn_reflns_theta_full        62.66
_diffrn_reflns_theta_max         62.66
_diffrn_reflns_theta_min         3.70
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.023
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2074
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0254
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0313P)^2^+0.1213P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0629
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                2064
_reflns_number_total             2074
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra06481j2.cif
_cod_data_source_block           acoronene
_cod_original_cell_volume        662.60(2)
_cod_database_code               7217795
_reflns_odcompleteness_completeness 98.14
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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:
 C1(H1), C4(H4), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C12(H12A,H12B,
 H12C)
;
_olex2_submission_special_instructions 'No special instructions were received'