Dimericursones A and B: two unprecedented hexacyclic dimeric diterpenoids from the root barks of Jatropha curcas.
Liu, Jie-Qing; Xu, Ying; Xiao, Qin; Huang, Jin-Di; Ma, Jun-Jie; Lian, Chen-Lei; Huang, Mei-Ying; Du, Zhen-Bo; Wang, Cui-Fang; Organic & biomolecular chemistry 16 (2018) 8305–8310; doi:10.1039/c8ob02082e

data_7156416
_publ_section_title
;
 Dimericursones A and B: two unprecedented hexacyclic dimeric diterpenoids
 from the root barks of Jatropha curcas.
;
_journal_issue                   37
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8305
_journal_page_last               8310
_journal_paper_doi               10.1039/c8ob02082e
_journal_volume                  16
_journal_year                    2018
_chemical_absolute_configuration rmad
_chemical_formula_moiety         '2(C39 H44 O3), C H2 O2'
_chemical_formula_sum            'C79 H90 O8'
_chemical_formula_weight         1167.50
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-09-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-05 deposited with the CCDC.
2018-09-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   20.7367(6)
_cell_length_b                   19.2582(5)
_cell_length_c                   8.3754(3)
_cell_measurement_reflns_used    3247
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1910
_cell_measurement_theta_min      4.5910
_cell_volume                     3344.73(18)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 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      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -28.00  -2.00   1.00    2.50    --   36.10 -57.00  30.00   26
  2  \w      8.00  49.00   1.00    2.50    --   36.10 -57.00  30.00   41
  3  \w     67.00  93.00   1.00    2.50    --   36.10-139.00   6.00   26
  4  \w     40.00 113.00   1.00    4.00    --  108.00-111.00-120.00   73
  5  \w     23.00  53.00   1.00    2.50    --   36.10 -57.00-180.00   30
  6  \w    124.00 177.00   1.00    4.00    --  108.00  50.00-150.00   53
  7  \w    100.00 169.00   1.00    4.00    --  108.00 111.00-120.00   69
  8  \w    102.00 127.00   1.00    4.00    --  108.00 111.00 -90.00   25
  9  \w     93.00 118.00   1.00    4.00    --  108.00  50.00-150.00   25
 10  \w    113.00 149.00   1.00    4.00    --  108.00 111.00  30.00   36
 11  \w    146.00 176.00   1.00    4.00    --  108.00 111.00  90.00   30
 12  \w     45.00  90.00   1.00    2.50    --   36.10  57.00 120.00   45
 13  \w     37.00  70.00   1.00    4.00    --  108.00 -25.00 150.00   33
 14  \w     25.00  90.00   1.00    2.50    --   36.10  57.00 -30.00   65
 15  \w    -27.00   6.00   1.00    2.50    --   36.10 -57.00-180.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0590702000
_diffrn_orient_matrix_UB_12      -0.0066267000
_diffrn_orient_matrix_UB_13      0.1106426000
_diffrn_orient_matrix_UB_21      -0.0450290000
_diffrn_orient_matrix_UB_22      0.0134889000
_diffrn_orient_matrix_UB_23      -0.1428625000
_diffrn_orient_matrix_UB_31      -0.0027481000
_diffrn_orient_matrix_UB_32      -0.0785790000
_diffrn_orient_matrix_UB_33      -0.0338173000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8862
_diffrn_reflns_point_group_measured_fraction_full 0.861
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.810
_diffrn_reflns_theta_min         4.264
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.574
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_description       block
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 1453 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.8(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         5467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0467
_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^)+(0.0775P)^2^+0.1268P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1284
_reflns_Friedel_coverage         0.514
_reflns_Friedel_fraction_full    0.686
_reflns_Friedel_fraction_max     0.650
_reflns_number_gt                4781
_reflns_number_total             5467
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ob02082e2.cif
_cod_data_source_block           exp_4797
_cod_depositor_comments
'Adding full bibliography for 7156416--7156417.cif.'
_cod_database_code               7156416
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.904
_shelx_estimated_absorpt_t_min   0.842
_reflns_odcompleteness_completeness 99.56
_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. Others
 Fixed Sof: H40A(0.5) H40B(0.5)
3.a Ternary CH refined with riding coordinates:
 C9(H9), C29(H29), C31(H31), C10(H10), C4(H4), C17(H17), C30(H30)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C33(H33A,H33B), C32(H32A,H32B), C40(H40A,H40B)
3.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C20(H20), C11(H11)
3.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C21(H21A,H21B,H21C), C13(H13A,H13B,H13C), C36(H36A,H36B,
 H36C), C22(H22A,H22B,H22C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              14395
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.225
_oxdiff_exptl_absorpt_empirical_full_min 0.772