New prenylated coumarins from the stems of Toddalia asiatica
Li, Wei; Zhang, Jun-Sheng; Huang, Jia-Luo; Jiang, Min-Hong; Xu, You-Kai; Ahmed, Abrar; Yin, Sheng; Tang, Gui-Hua; RSC Adv. 7 (2017) 31061–; doi:10.1039/C7RA04794K

data_7228500
_publ_section_title
;
 New prenylated coumarins from the stems of Toddalia asiatica
;
_journal_issue                   49
_journal_name_full               'RSC Adv.'
_journal_page_first              31061
_journal_paper_doi               10.1039/C7RA04794K
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C16 H16 O6'
_chemical_formula_sum            'C16 H16 O6'
_chemical_formula_weight         304.30
_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_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_primary     direct
_audit_creation_date             2017-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-04-20 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.4239(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9452(1)
_cell_length_b                   7.6683(1)
_cell_length_c                   19.8154(1)
_cell_measurement_reflns_used    16281
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.2090
_cell_measurement_theta_min      2.2570
_cell_volume                     1358.81(2)
_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  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2417
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.9907
_diffrn_measured_fraction_theta_max 0.9907
_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   -118.00 -73.00   1.00    3.00    --  -44.40-125.00 150.00   45
  2  \w   -126.00 -79.00   1.00    3.00    --  -44.40 -99.00 150.00   47
  3  \w     73.00 118.00   1.00    3.00    --   44.40 125.00  30.00   45
  4  \w    -25.00  70.00   1.00    3.00    --   44.40 -57.00 -30.00   95
  5  \w     19.00 114.00   1.00    3.00    --   44.40  57.00 -90.00   95
  6  \w    -25.00  70.00   1.00    3.00    --   44.40 -57.00 120.00   95
  7  \w   -122.00 -16.00   1.00    5.00    --  -90.00  77.00 -90.00  106
  8  \w     68.00 174.00   1.00    5.00    --  100.00  77.00 -90.00  106
  9  \w     26.00 121.00   1.00    5.00    --  100.00-125.00-150.00   95
 10  \w     76.00 171.00   1.00    5.00    --  100.00  45.00  60.00   95
 11  \w     27.00 130.00   1.00    5.00    --  100.00-143.00  22.00  103
 12  \w     21.00 139.00   1.00    5.00    --  100.00 -15.00-150.00  118
 13  \w     17.00 109.00   1.00    5.00    --  100.00 -94.00 -60.00   92
 14  \w     17.00 109.00   1.00    5.00    --  100.00 -94.00-150.00   92
 15  \w     73.00 174.00   1.00    5.00    --  100.00 125.00-150.00  101
 16  \w     73.00 174.00   1.00    5.00    --  100.00 125.00  60.00  101
 17  \w     17.00 109.00   1.00    5.00    --  100.00 -94.00 120.00   92
 18  \w     68.00 174.00   1.00    5.00    --  100.00  77.00  60.00  106
 19  \w     27.00 127.00   1.00    5.00    --  100.00 -30.00  30.00  100
 20  \w     26.00 132.00   1.00    5.00    --  100.00 -77.00-120.00  106
 21  \w     30.00 127.00   1.00    5.00    --  100.00 -61.00-120.00   97
 22  \w     73.00 174.00   1.00    5.00    --  100.00 125.00-120.00  101
 23  \w     26.00 121.00   1.00    5.00    --  100.00-125.00-120.00   95
 24  \w     17.00 109.00   1.00    5.00    --  100.00 -94.00  60.00   92
 25  \w     68.00 174.00   1.00    5.00    --  100.00  77.00-180.00  106
 26  \w     26.00 132.00   1.00    5.00    --  100.00 -77.00-150.00  106
 27  \w     36.00  77.00   1.00    5.00    --  100.00 -94.00   0.00   41
 28  \w     81.00 107.00   1.00    5.00    --  100.00  45.00 -90.00   26
 29  \w     54.00  94.00   1.00    5.00    --  100.00 -45.00  90.00   40
 30  \w     64.00 121.00   1.00    5.00    --  100.00-125.00  90.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0553836000
_diffrn_orient_matrix_UB_12      -0.1304695000
_diffrn_orient_matrix_UB_13      -0.0529868000
_diffrn_orient_matrix_UB_21      -0.0348082000
_diffrn_orient_matrix_UB_22      -0.1523496000
_diffrn_orient_matrix_UB_23      0.0477876000
_diffrn_orient_matrix_UB_31      -0.1593219000
_diffrn_orient_matrix_UB_32      -0.0119886000
_diffrn_orient_matrix_UB_33      -0.0309482000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25805
_diffrn_reflns_theta_full        72.3498
_diffrn_reflns_theta_max         72.35
_diffrn_reflns_theta_min         2.23
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.963
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14931
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4874
_exptl_crystal_description       block
_exptl_crystal_F_000             642.4194
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.4188
_refine_diff_density_min         -0.2004
_refine_diff_density_rms         0.0441
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.42(19)
_refine_ls_d_res_high            0.8090
_refine_ls_d_res_low             19.8093
_refine_ls_goodness_of_fit_ref   1.0627
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    50
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5326
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0627
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.0051
_refine_ls_shift/su_mean         0.0013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0516P)^2^+0.5215P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.0979
_reflns_Friedel_coverage         0.989
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              24
_reflns_limit_l_min              -24
_reflns_number_gt                5084
_reflns_number_total             5326
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c7ra04794k2.cif
_cod_data_source_block           lw_yflzx-7_160922_2
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_database_code               7228500
_reflns_odcompleteness_completeness 99.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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:
 C26(H26), C34(H34), C39(H39), C41(H41)
2.b Secondary CH2 refined with riding coordinates:
 C25(H25b,H25a), C40(H40a,H40b)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C18(H18), C28(H28), C33(H33), C35(H35)
2.d Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C29(H29a,H29b,H29c), C30(H30a,H30b,
 H30c), C38(H38a,H38b,H38c), C2(H2a,H2b,H2c)
;
_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 5.869
_oxdiff_exptl_absorpt_empirical_full_min 0.564