#------------------------------------------------------------------------------
#$Date: 2017-02-20 00:18:30 +0200 (Mon, 20 Feb 2017) $
#$Revision: 192324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/06/2100630.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2100630
loop_
_publ_author_name
'R. Kingsford-Adaboh'
'B. Dittrich'
'C. B. Hübschle'
'W. S. K. Gbewonyo'
'H. Okamoto'
'M. Kimura'
'H. Ishida'
_publ_section_title
;
Invariom structure refinement, electrostatic potential and toxicity of
4-O-methylalpinumisoflavone, O,O-dimethylalpinumisoflavone and
5-O-methyl-4-O-(3-methylbut-2-en-1-yl)alpinumisoflavone
;
_journal_coeditor_code           SN5034
_journal_date_accepted           2006-05-25
_journal_date_recd_electronic    2006-01-11
_journal_issue                   4
_journal_name_full               'Acta Crystallographica, Section B'
_journal_page_first              843
_journal_page_last               849
_journal_paper_category          FA
_journal_paper_doi               10.1107/S0108768106019616
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C21 H18 O5'
_chemical_formula_sum            'C21 H18 O5'
_chemical_formula_weight         350.35
_chemical_name_common            4-O-Methylalpinumisoflavone
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                90.00
_cell_angle_beta                 92.5140(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3670(2)
_cell_length_b                   8.4724(2)
_cell_length_c                   23.6852(5)
_cell_measurement_reflns_used    6416
_cell_measurement_temperature    90
_cell_measurement_theta_max      35.51
_cell_measurement_theta_min      2.44
_cell_volume                     1677.39(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Koritsanszky et al, (2003)'
_computing_publication_material  'Koritsanszky et al, (2003)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_sigmaI/netI    0.0549
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            47225
_diffrn_reflns_theta_full        35.52
_diffrn_reflns_theta_max         35.52
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.9941
_exptl_absorpt_correction_T_min  0.9757
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS by G. Sheldrick (Blessing, 1995)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.1422
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
     calc w1 = 1/[s²(Fo)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0208
_reflns_number_gt                5021
_reflns_number_total             7659
_reflns_threshold_expression     >2sigma(F)
_cod_data_source_file            sn5034.cif
_cod_depositor_comments
;
 Marking atoms 'DUM1', 'DUM2', 'DUM3', 'DUM4', 'DUM5', 'DUM6', 'DUM6', 'DUM7',
 'DUM8', 'DUM9' and 'DUM10' as dummy atoms.

 Antanas Vaitkus,
 2017-02-19

 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-02-19

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               2100630
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,1/2+Y,1/2-Z
-X,-Y,-Z
+X,1/2-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_calc_flag
O(1) O 1.02958(6) 0.38866(6) 0.24177(2) 0.015 1 ?
O(2) O 0.77989(5) 0.45628(6) 0.29736(2) 0.015 1 ?
O(3) O 0.63127(5) 0.74878(6) 0.16839(2) 0.014 1 ?
O(4) O 1.08493(5) 0.65440(6) 0.06660(2) 0.02 1 ?
O(5) O 0.16107(5) 0.59009(6) 0.43879(2) 0.018 1 ?
C(1) C 1.24933(9) 0.53168(11) 0.00103(3) 0.022 1 ?
C(2) C 1.35060(10) 0.75480(10) 0.06370(10) 0.024 1 ?
C(3) C 1.25051(7) 0.60459(8) 0.05985(3) 0.014 1 ?
C(4) C 1.30702(8) 0.48765(9) 0.10395(3) 0.018 1 ?
C(5) C 1.22254(8) 0.44951(9) 0.14854(3) 0.016 1 ?
C(6) C 1.06672(7) 0.52206(8) 0.15600(3) 0.012 1 ?
C(7) C 0.97486(7) 0.49189(8) 0.20247(3) 0.011 1 ?
C(8) C 0.82558(7) 0.56898(8) 0.20857(3) 0.011 1 ?
C(9) C 0.73334(7) 0.54726(8) 0.25802(3) 0.011 1 ?
C(10) C 0.58320(7) 0.63518(8) 0.25875(3) 0.012 1 ?
C(11) C 0.54354(8) 0.72945(8) 0.21387(3) 0.013 1 ?
C(12) C 0.77315(7) 0.67224(8) 0.16527(3) 0.012 1 ?
C(13) C 0.85998(8) 0.70262(8) 0.11789(3) 0.013 1 ?
C(14) C 1.00637(7) 0.62680(8) 0.11382(3) 0.013 1 ?
C(15) C 0.47183(7) 0.62446(8) 0.30601(3) 0.012 1 ?
C(16) C 0.52746(8) 0.60919(8) 0.36253(3) 0.014 1 ?
C(17) C 0.42124(8) 0.60021(8) 0.40577(3) 0.015 1 ?
C(18) C 0.25576(8) 0.60614(8) 0.39382(3) 0.014 1 ?
C(19) C 0.19838(8) 0.62389(8) 0.33796(3) 0.015 1 ?
C(20) C 0.30649(8) 0.63155(8) 0.29484(3) 0.014 1 ?
C(21) C -0.00758(9) 0.60693(11) 0.42856(4) 0.023 1 ?
H(9) H 0.9490(10) 0.3900(10) 0.271 0.020(2) 1 ?
H(1) H 1.3710(10) 0.4950(10) -0.009 0.047(3) 1 ?
H(2) H 1.2070(10) 0.6160(10) -0.031 0.041(3) 1 ?
H(3) H 1.1730(10) 0.4300(10) 0 0.046(3) 1 ?
H(4) H 1.4740(10) 0.7260(10) 0.057 0.049(3) 1 ?
H(5) H 1.3080(10) 0.8360(10) 0.032 0.035(3) 1 ?
H(6) H 1.3420(10) 0.8050(10) 0.105 0.045(3) 1 ?
H(7) H 1.4240(10) 0.4390(10) 0.099 0.033(3) 1 ?
H(8) H 1.2629(9) 0.3700(10) 0.1812(3) 0.026(2) 1 ?
H(10) H 0.4320(10) 0.7980(10) 0.21 0.028(2) 1 ?
H(11) H 0.8159(9) 0.7858(10) 0.0846(3) 0.024(2) 1 ?
H(12) H 0.6554(9) 0.6054(10) 0.3728(3) 0.021(2) 1 ?
H(13) H 0.4624(9) 0.5875(10) 0.4498(3) 0.025(2) 1 ?
H(14) H 0.0710(10) 0.6290(10) 0.328 0.024(2) 1 ?
H(15) H 0.2620(10) 0.6380(10) 0.253 0.028(2) 1 ?
H(16) H -0.0550(10) 0.5130(10) 0.4 0.039(3) 1 ?
H(17) H -0.0350(10) 0.7210(10) 0.41 0.044(3) 1 ?
H(18) H -0.0570(10) 0.5990(10) 0.469 0.033(3) 1 ?
DUM1 . 0.87109 0.59483 0.32688 . . dum
DUM2 . 0.68546 0.65286 0.21077 . . dum
DUM3 . 1.17195 0.57695 0.10708 . . dum
DUM4 . 0.08722 0.62302 0.38359 . . dum
DUM5 . 1.1622 0.55432 0.10633 . . dum
DUM6 . 0.92239 0.59517 0.15915 . . dum
DUM7 . 0.36567 0.61551 0.34923 . . dum
DUM8 . 0.36191 0.61518 0.3506 . . dum
DUM9 . 0.36379 0.61381 0.3507 . . dum
DUM10 . 0.36378 0.61688 0.34914 . . dum
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(7) O(1) H(9) 1_555 1_555 1_555 104.8(5) no
C(11) O(3) C(12) 1_555 1_555 1_555 119.77(5) no
C(18) O(5) C(21) 1_555 1_555 1_555 117.49(5) no
C(3) C(1) H(1) 1_555 1_555 1_555 109.7(5) no
C(3) C(1) H(2) 1_555 1_555 1_555 111.0(5) no
C(3) C(1) H(3) 1_555 1_555 1_555 109.06(14) no
H(1) C(1) H(2) 1_555 1_555 1_555 108.5(7) no
H(1) C(1) H(3) 1_555 1_555 1_555 108.5(7) no
H(2) C(1) H(3) 1_555 1_555 1_555 109.5(7) no
C(3) C(2) H(4) 1_555 1_555 1_555 109.3(6) no
C(3) C(2) H(5) 1_555 1_555 1_555 109.1(5) no
C(3) C(2) H(6) 1_555 1_555 1_555 108.9(5) no
H(4) C(2) H(5) 1_555 1_555 1_555 109.4(7) no
H(4) C(2) H(6) 1_555 1_555 1_555 108.6(7) no
H(5) C(2) H(6) 1_555 1_555 1_555 111.5(7) no
C(1) C(3) C(2) 1_555 1_555 1_555 112.05(6) no
C(1) C(3) C(4) 1_555 1_555 1_555 110.97(6) no
C(2) C(3) C(4) 1_555 1_555 1_555 110.70(6) no
C(3) C(4) C(5) 1_555 1_555 1_555 123.25(6) no
C(3) C(4) H(7) 1_555 1_555 1_555 116.4(5) no
C(5) C(4) H(7) 1_555 1_555 1_555 120.3(5) no
C(4) C(5) C(6) 1_555 1_555 1_555 120.03(6) no
C(4) C(5) H(8) 1_555 1_555 1_555 124.2(4) no
C(6) C(5) H(8) 1_555 1_555 1_555 115.7(4) no
C(5) C(6) C(7) 1_555 1_555 1_555 123.03(6) no
C(5) C(6) C(14) 1_555 1_555 1_555 118.20(6) no
C(7) C(6) C(14) 1_555 1_555 1_555 118.77(6) no
O(1) C(7) C(6) 1_555 1_555 1_555 118.94(6) no
O(1) C(7) C(8) 1_555 1_555 1_555 120.19(6) no
C(6) C(7) C(8) 1_555 1_555 1_555 120.88(6) no
C(7) C(8) C(9) 1_555 1_555 1_555 121.83(6) no
C(7) C(8) C(12) 1_555 1_555 1_555 117.36(6) no
C(9) C(8) C(12) 1_555 1_555 1_555 120.77(6) no
O(2) C(9) C(8) 1_555 1_555 1_555 121.36(6) no
O(2) C(9) C(10) 1_555 1_555 1_555 122.82(6) no
C(8) C(9) C(10) 1_555 1_555 1_555 115.82(6) no
C(9) C(10) C(11) 1_555 1_555 1_555 118.09(6) no
C(9) C(10) C(15) 1_555 1_555 1_555 122.96(6) no
C(11) C(10) C(15) 1_555 1_555 1_555 118.95(6) no
O(3) C(11) C(10) 1_555 1_555 1_555 125.25(6) no
O(3) C(11) H(10) 1_555 1_555 1_555 111.5(4) no
C(10) C(11) H(10) 1_555 1_555 1_555 123.2(4) no
O(3) C(12) C(8) 1_555 1_555 1_555 120.26(6) no
O(3) C(12) C(13) 1_555 1_555 1_555 116.46(6) no
C(8) C(12) C(13) 1_555 1_555 1_555 123.28(6) no
C(12) C(13) C(14) 1_555 1_555 1_555 117.67(6) no
C(12) C(13) H(11) 1_555 1_555 1_555 121.6(4) no
C(14) C(13) H(11) 1_555 1_555 1_555 120.8(4) no
O(4) C(14) C(6) 1_555 1_555 1_555 121.71(6) no
O(4) C(14) C(13) 1_555 1_555 1_555 116.25(6) no
C(6) C(14) C(13) 1_555 1_555 1_555 122.01(6) no
C(10) C(15) C(16) 1_555 1_555 1_555 121.99(6) no
C(10) C(15) C(20) 1_555 1_555 1_555 120.09(6) no
C(16) C(15) C(20) 1_555 1_555 1_555 117.91(6) no
C(15) C(16) C(17) 1_555 1_555 1_555 120.84(6) no
C(15) C(16) H(12) 1_555 1_555 1_555 119.9(4) no
C(17) C(16) H(12) 1_555 1_555 1_555 119.3(4) no
C(16) C(17) C(18) 1_555 1_555 1_555 120.53(6) no
C(16) C(17) H(13) 1_555 1_555 1_555 121.7(4) no
C(18) C(17) H(13) 1_555 1_555 1_555 117.7(4) no
O(5) C(18) C(17) 1_555 1_555 1_555 116.21(6) no
O(5) C(18) C(19) 1_555 1_555 1_555 124.37(6) no
C(17) C(18) C(19) 1_555 1_555 1_555 119.40(6) no
C(18) C(19) C(20) 1_555 1_555 1_555 119.46(6) no
C(18) C(19) H(14) 1_555 1_555 1_555 120.6(4) no
C(20) C(19) H(14) 1_555 1_555 1_555 120.16(12) no
C(15) C(20) C(19) 1_555 1_555 1_555 121.83(6) no
C(15) C(20) H(15) 1_555 1_555 1_555 119.1(4) no
C(19) C(20) H(15) 1_555 1_555 1_555 119.0(4) no
O(5) C(21) H(16) 1_555 1_555 1_555 110.9(5) no
O(5) C(21) H(17) 1_555 1_555 1_555 110.5(5) no
O(5) C(21) H(18) 1_555 1_555 1_555 105.4(5) no
H(16) C(21) H(17) 1_555 1_555 1_555 109.1(7) no
H(16) C(21) H(18) 1_555 1_555 1_555 110.9(7) no
H(17) C(21) H(18) 1_555 1_555 1_555 110.1(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(7) 1_555 1_555 1.3431(8) no
O(1) H(9) 1_555 1_555 0.988(9) no
O(2) C(9) 1_555 1_555 1.2579(7) no
O(3) C(11) 1_555 1_555 1.3400(8) no
O(3) C(12) 1_555 1_555 1.3575(7) no
O(4) C(14) 1_555 1_555 1.3424(8) no
O(5) C(18) 1_555 1_555 1.3619(8) no
O(5) C(21) 1_555 1_555 1.4283(9) no
C(1) C(3) 1_555 1_555 1.5235(10) no
C(1) H(1) 1_555 1_555 1.100(10) no
C(1) H(2) 1_555 1_555 1.094(10) no
C(1) H(3) 1_555 1_555 1.072(11) no
C(2) C(3) 1_555 1_555 1.5238(10) no
C(2) H(4) 1_555 1_555 1.081(10) no
C(2) H(5) 1_555 1_555 1.073(10) no
C(2) H(6) 1_555 1_555 1.076(10) no
C(3) C(4) 1_555 1_555 1.5010(10) no
C(4) C(5) 1_555 1_555 1.3359(10) no
C(4) H(7) 1_555 1_555 1.076(9) no
C(5) C(6) 1_555 1_555 1.4591(9) no
C(5) H(8) 1_555 1_555 1.069(9) no
C(6) C(7) 1_555 1_555 1.3935(9) no
C(6) C(14) 1_555 1_555 1.4128(9) no
C(7) C(8) 1_555 1_555 1.4224(9) no
C(8) C(9) 1_555 1_555 1.4423(9) no
C(8) C(12) 1_555 1_555 1.4037(9) no
C(9) C(10) 1_555 1_555 1.4613(9) no
C(10) C(11) 1_555 1_555 1.3589(9) no
C(10) C(15) 1_555 1_555 1.4903(9) no
C(11) H(10) 1_555 1_555 1.097(9) no
C(12) C(13) 1_555 1_555 1.3875(9) no
C(13) C(14) 1_555 1_555 1.3901(9) no
C(13) H(11) 1_555 1_555 1.107(8) no
C(15) C(16) 1_555 1_555 1.4041(9) no
C(15) C(20) 1_555 1_555 1.3983(9) no
C(16) C(17) 1_555 1_555 1.3872(9) no
C(16) H(12) 1_555 1_555 1.088(8) no
C(17) C(18) 1_555 1_555 1.4019(9) no
C(17) H(13) 1_555 1_555 1.088(8) no
C(18) C(19) 1_555 1_555 1.3955(9) no
C(19) C(20) 1_555 1_555 1.3952(9) no
C(19) H(14) 1_555 1_555 1.085(8) no
C(20) H(15) 1_555 1_555 1.045(8) no
C(21) H(16) 1_555 1_555 1.104(10) no
C(21) H(17) 1_555 1_555 1.082(11) no
C(21) H(18) 1_555 1_555 1.059(9) no
