4,5-seco-Probotryenols A–C, a new type of sesquiterpenoids from Stachybotrys bisbyi
Bao, Yan-Ru; Chen, Guo-Dong; Gao, Hao; He, Rong-Rong; Wu, Yue-Hua; Li, Xiao-Xia; Hu, Dan; Wang, Chuan-Xi; Liu, Xing-Zhong; Li, Yan; Yao, Xin-Sheng; RSC Adv. 5 (2015) 46252–; doi:10.1039/C5RA07122D

data_7220548
_publ_section_title
;
 4,5-seco-Probotryenols A--C, a new type of sesquiterpenoids from
 Stachybotrys bisbyi
;
_journal_issue                   57
_journal_name_full               'RSC Adv.'
_journal_page_first              46252
_journal_paper_doi               10.1039/C5RA07122D
_journal_volume                  5
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H26 O2, H2 O'
_chemical_formula_sum            'C15 H28 O3'
_chemical_formula_weight         256.37
_chemical_name_common            '4, 5-seco-probotryenol 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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-04-18 deposited with the CCDC.
2015-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.30805(13)
_cell_length_b                   14.8331(3)
_cell_length_c                   16.7092(3)
_cell_measurement_reflns_used    6716
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      62.8680
_cell_measurement_theta_min      3.9680
_cell_volume                     1563.45(5)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -102.00  -27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1184  -37.0000 -120.0000 75

  2 omega   35.00   81.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184 -178.0000   90.0000 46

  3 omega   30.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   57.0000 -150.0000 72

  4 omega   28.00   54.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000 -150.0000 26

  5 omega   83.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -77.0000  150.0000 33

  6 omega   23.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000 -180.0000 46

  7 omega   28.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000 -111.0000  -30.0000 43

  8 omega   67.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   45.0000   30.0000 32

  9 omega  102.00  151.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   45.0000   30.0000 49

 10 omega   21.00   49.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -77.0000  150.0000 28

 11 omega   55.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000 -180.0000 27

 12 omega   60.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  -30.0000 64

 13 omega  128.00  160.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  -30.0000 32

 14 omega   62.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  -60.0000 33

 15 omega  123.00  149.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  -60.0000 26

 16 omega   35.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  178.0000 -150.0000 39

 17 omega   25.00   56.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000   30.0000 31

 18 omega   22.00   48.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000  -90.0000 26

 19 omega  105.00  151.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   61.0000    0.0000 46

 20 omega -110.00  -53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1184  178.0000    0.0000 57

 21 omega -109.00  -57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1184 -178.0000  150.0000 52

 22 omega   12.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   53.0000   94.0000 91

 23 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   57.0000    0.0000 89

 24 omega -134.00  -34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000 -180.0000 100

 25 omega   69.00  160.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   53.0000   94.0000 91

 26 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -45.0000   90.0000 25

 27 omega   19.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -94.0000   90.0000 64

 28 omega   60.00  161.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000  120.0000 101

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

 30 omega   18.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000 -111.0000   30.0000 72

 31 omega   60.00  161.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   77.0000 -120.0000 101
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1452575000
_diffrn_orient_matrix_UB_12      0.0729032000
_diffrn_orient_matrix_UB_13      -0.0361534000
_diffrn_orient_matrix_UB_21      -0.0571118000
_diffrn_orient_matrix_UB_22      0.0327768000
_diffrn_orient_matrix_UB_23      0.0847972000
_diffrn_orient_matrix_UB_31      0.1877767000
_diffrn_orient_matrix_UB_32      0.0663293000
_diffrn_orient_matrix_UB_33      -0.0021655000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12848
_diffrn_reflns_theta_full        62.77
_diffrn_reflns_theta_max         62.77
_diffrn_reflns_theta_min         3.99
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37090
_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            colorless
_exptl_crystal_density_diffrn    1.089
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_refine_diff_density_max         0.105
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0281
_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^)+(0.0360P)^2^+0.1930P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0708
_reflns_number_gt                2417
_reflns_number_total             2512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra07122d2.cif
_cod_data_source_block           4,
_cod_original_cell_volume        1563.44(5)
_cod_database_code               7220548
_chemical_oxdiff_formula         CHNO
_reflns_odcompleteness_completeness 91.47
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H2(0.041) H3C(0.055) H3D(0.055) H1(0.051) H2A(0.033) H7A(0.033)
 H7B(0.033) H3A(0.033) H3B(0.033) H14A(0.042) H14B(0.042) H14C(0.042) H15(0.03)
 H1A(0.031) H10A(0.036) H10B(0.036) H12A(0.053) H12B(0.053) H12C(0.053)
 H5(0.031) H4A(0.035) H4B(0.035) H13A(0.055) H13B(0.055) H13C(0.055)
 H11A(0.079) H11B(0.079) H11C(0.079)
 Fixed X: H2(-0.2967) H3C(-0.4509) H3D(-0.3072) H1(0.6091) H2A(0.297) H7A(-
 0.4278) H7B(-0.2467) H3A(0.1987) H3B(0.1482) H14A(0.0489) H14B(0.1767)
 H14C(0.1372) H15(-0.3615) H1A(-0.1237) H10A(0.055) H10B(-0.1494) H12A(-0.555)
 H12B(-0.4769) H12C(-0.5748) H5(-0.1582) H4A(0.4991) H4B(0.5595) H13A(0.0031)
 H13B(-0.1155) H13C(-0.2021) H11A(0.4013) H11B(0.2296) H11C(0.1671)
 Fixed Y: H2(-0.2558) H3C(-0.2157) H3D(-0.1939) H1(0.1778) H2A(-0.0517) H7A(-
 0.022) H7B(-0.0016) H3A(0.0981) H3B(0.0695) H14A(-0.1148) H14B(-0.1041) H14C(-
 0.0201) H15(-0.1291) H1A(-0.0396) H10A(-0.1826) H10B(-0.1851) H12A(0.1454)
 H12B(0.2004) H12C(0.1041) H5(0.1304) H4A(0.043) H4B(0.0528) H13A(0.1319)
 H13B(0.2174) H13C(0.1665) H11A(-0.1009) H11B(-0.1673) H11C(-0.0955)
 Fixed Z: H2(-0.886) H3C(-1.0752) H3D(-1.0153) H1(-0.6328) H2A(-0.7645) H7A(-
 0.937) H7B(-0.9994) H3A(-0.7341) H3B(-0.6458) H14A(-0.9825) H14B(-0.9026)
 H14C(-0.9575) H15(-0.835) H1A(-0.7037) H10A(-0.7905) H10B(-0.7362) H12A(-
 0.9545) H12B(-0.8801) H12C(-0.8685) H5(-0.7914) H4A(-0.6193) H4B(-0.7101)
 H13A(-0.9733) H13B(-0.941) H13C(-1.0164) H11A(-0.6382) H11B(-0.6718) H11C(-
 0.6072)
;
_olex2_submission_special_instructions 'No special instructions were received'