#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/51/2005139.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_2005139
loop_
_publ_author_name
'Uchida, A.'
'Mizutani, H.'
'Ohshima, S.'
'Oonishi, I.'
'Hano, Y.'
'Fukai, T.'
'Nomura, T.'
_publ_section_title
;
 Morusin and Morusin Dimethyl Ether
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1713
_journal_page_last               1716
_journal_paper_doi               10.1107/S0108270196001382
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C27 H28 O6'
_chemical_formula_weight         448.49
_chemical_name_common            morusindimethylether
_chemical_name_systematic
;2-(2,4-dimethoxyphenyl)-5-hydroxy-3-(3-methyl-2-butenyl)-4H-6,6-dimethylpyrano-
[2,3-h]-1-benzopyran-4-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-93
_cell_angle_alpha                99.87(2)
_cell_angle_beta                 103.31(2)
_cell_angle_gamma                105.73(1)
_cell_formula_units_Z            2
_cell_length_a                   11.326(2)
_cell_length_b                   11.806(2)
_cell_length_c                   9.688(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      60
_cell_measurement_theta_min      59
_cell_volume                     1175.0(4)
_computing_cell_refinement
'MSC/AFC (Molecular Structure Corporation, 1988)'
_computing_data_collection
'MSC/AFC (Molecular Structure Corporation, 1988)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXL86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'RIGAKU AFC-6 four-circle diffractometer'
_diffrn_measurement_method       'Profile data from ω-2θ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3712
_diffrn_reflns_theta_max         62.49
_diffrn_reflns_theta_min         4.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       Plate
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.380
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.699
_refine_ls_goodness_of_fit_obs   0.693
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         3712
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.699
_refine_ls_restrained_S_obs      0.693
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_obs          0.0495
_refine_ls_shift/esd_max         -0.032
_refine_ls_shift/esd_mean        0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;calc w = 1/[\s^2^(Fo^2^) + (0.1507P)^2^ + 0.5679P]
where P = (Fo^2^+2Fc^2^)/3
;
_refine_ls_wR_factor_all         0.1539
_refine_ls_wR_factor_obs         0.1422
_reflns_number_observed          3265
_reflns_number_total             3712
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ka1170.cif
_cod_data_source_block           II
_cod_database_code               2005139
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
O1 1 0.86515(10) 0.73563(10) 0.60875(12) 0.0454(3) Uani d . O
C2 1 0.9886(2) 0.74042(14) 0.6719(2) 0.0448(4) Uani d . C
C3 1 1.0585(2) 0.69261(15) 0.5988(2) 0.0470(4) Uani d . C
C4 1 1.0044(2) 0.63754(15) 0.4426(2) 0.0479(4) Uani d . C
O4 1 1.06682(13) 0.59520(13) 0.3679(2) 0.0649(4) Uani d . O
C5 1 0.8107(2) 0.58130(15) 0.2257(2) 0.0466(4) Uani d . C
O5 1 0.87243(13) 0.53502(13) 0.13813(14) 0.0600(4) Uani d . O
H5 1 0.9426(11) 0.5373(22) 0.1880(4) 0.084(8) Uiso calc R H
C6 1 0.6862(2) 0.5762(2) 0.1679(2) 0.0480(4) Uani d . C
H6 1 0.6445(2) 0.5416(2) 0.0687(2) 0.064(6) Uiso calc R H
C7 1 0.6230(2) 0.62290(15) 0.2584(2) 0.0441(4) Uani d . C
C8 1 0.6818(2) 0.67796(14) 0.4079(2) 0.0429(4) Uani d . C
C9 1 0.8077(2) 0.68113(14) 0.4626(2) 0.0412(4) Uani d . C
C10 1 0.8750(2) 0.63400(14) 0.3770(2) 0.0436(4) Uani d . C
C1' 1 1.0336(2) 0.80509(15) 0.8292(2) 0.0451(4) Uani d . C
C2' 1 1.10261(15) 0.92985(15) 0.8725(2) 0.0445(4) Uani d . C
O2' 1 1.11674(13) 0.98447(11) 0.76139(13) 0.0567(4) Uani d . O
C3' 1 1.1500(2) 0.9898(2) 1.0187(2) 0.0479(4) Uani d . C
H3' 1 1.1964(2) 1.0723(2) 1.0470(2) 0.059(5) Uiso calc R H
C4' 1 1.1282(2) 0.9268(2) 1.1239(2) 0.0491(4) Uani d . C
O4' 1 1.17954(14) 0.99620(13) 1.26450(14) 0.0647(4) Uani d . O
C5' 1 1.0596(2) 0.8044(2) 1.0839(2) 0.0552(5) Uani d . C
H5' 1 1.0452(2) 0.7624(2) 1.1545(2) 0.071(6) Uiso calc R H
C6' 1 1.0125(2) 0.7451(2) 0.9360(2) 0.0535(5) Uani d . C
H6' 1 0.9656(2) 0.6628(2) 0.9082(2) 0.060(5) Uiso calc R H
C7' 1 1.2027(2) 1.1046(2) 0.7989(3) 0.0737(6) Uani d . C
H7'A 1 1.2032(12) 1.1327(6) 0.7117(3) 0.100(5) Uiso calc R H
H7'B 1 1.2874(4) 1.1059(3) 0.8470(16) 0.100(5) Uiso calc R H
H7'C 1 1.1757(9) 1.1567(3) 0.8636(15) 0.100(5) Uiso calc R H
C8' 1 1.1596(3) 0.9401(3) 1.3790(2) 0.0875(8) Uani d . C
H8'A 1 1.2027(16) 0.9983(5) 1.4717(2) 0.116(6) Uiso calc R H
H8'B 1 1.1930(17) 0.8735(11) 1.3746(13) 0.116(6) Uiso calc R H
H8'C 1 1.0694(3) 0.9105(16) 1.3683(12) 0.116(6) Uiso calc R H
O7 1 0.50207(11) 0.62058(12) 0.19378(12) 0.0543(3) Uani d . O
C11 1 1.1924(2) 0.6973(2) 0.6742(2) 0.0560(5) Uani d . C
H11A 1 1.1951(2) 0.6830(2) 0.7704(2) 0.076(7) Uiso calc R H
H11B 1 1.2122(2) 0.6320(2) 0.6186(2) 0.077(7) Uiso calc R H
C12 1 1.2939(2) 0.8154(2) 0.6916(2) 0.0552(5) Uani d . C
H12 1 1.2682(2) 0.8714(2) 0.6457(2) 0.072(6) Uiso calc R H
C13 1 1.4149(2) 0.8469(2) 0.7652(2) 0.0604(5) Uani d . C
C14 1 1.5087(2) 0.9670(2) 0.7747(4) 0.0938(9) Uani d . C
H14A 1 1.5491(13) 1.0100(7) 0.8757(4) 0.112(6) Uiso calc R H
H14B 1 1.4645(4) 1.0139(7) 0.7249(17) 0.112(6) Uiso calc R H
H14C 1 1.5727(10) 0.9541(2) 0.7297(18) 0.112(6) Uiso calc R H
C15 1 1.4704(2) 0.7647(3) 0.8408(4) 0.1028(10) Uani d . C
H15A 1 1.5519(13) 0.7694(20) 0.8247(27) 0.175(10) Uiso calc R H
H15B 1 1.4132(14) 0.6826(5) 0.8023(23) 0.175(10) Uiso calc R H
H15C 1 1.4815(26) 0.7892(17) 0.9440(6) 0.175(10) Uiso calc R H
C16 1 0.4149(2) 0.6295(2) 0.2837(2) 0.0511(4) Uani d . C
C17 1 0.4882(2) 0.7143(2) 0.4319(2) 0.0592(5) Uani d . C
H17 1 0.4453(2) 0.7541(2) 0.4837(2) 0.083(7) Uiso calc R H
C18 1 0.6120(2) 0.7340(2) 0.4911(2) 0.0528(5) Uani d . C
H18 1 0.6539(2) 0.7834(2) 0.5852(2) 0.067(6) Uiso calc R H
C19 1 0.3520(2) 0.5038(2) 0.2980(3) 0.0753(6) Uani d . C
H19A 1 0.2944(11) 0.5074(3) 0.3562(14) 0.094(5) Uiso calc R H
H19B 1 0.4165(3) 0.4727(6) 0.3444(16) 0.094(5) Uiso calc R H
H19C 1 0.3050(13) 0.4513(4) 0.2025(3) 0.094(5) Uiso calc R H
C20 1 0.3187(2) 0.6779(2) 0.1986(2) 0.0676(6) Uani d . C
H20A 1 0.2557(8) 0.6827(13) 0.2489(9) 0.088(4) Uiso calc R H
H20B 1 0.2772(10) 0.6243(7) 0.1026(6) 0.088(4) Uiso calc R H
H20C 1 0.3619(3) 0.7573(6) 0.1903(14) 0.088(4) Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C9 119.60(10) yes
C3 C2 O1 123.7(2) yes
C3 C2 C1' 125.1(2) yes
O1 C2 C1' 111.10(10) yes
C2 C3 C4 119.1(2) yes
C2 C3 C11 121.7(2) yes
C4 C3 C11 119.2(2) yes
O4 C4 C10 121.5(2) yes
O4 C4 C3 121.9(2) yes
C10 C4 C3 116.6(2) yes
O5 C5 C6 119.8(2) yes
O5 C5 C10 119.7(2) yes
C6 C5 C10 120.6(2) yes
C5 C6 C7 119.5(2) yes
O7 C7 C6 116.9(2) yes
O7 C7 C8 120.3(2) yes
C6 C7 C8 122.6(2) yes
C9 C8 C7 116.2(2) yes
C9 C8 C18 125.0(2) yes
C7 C8 C18 118.7(2) yes
O1 C9 C8 116.0(2) yes
O1 C9 C10 120.5(2) yes
C8 C9 C10 123.5(2) yes
C9 C10 C5 117.6(2) yes
C9 C10 C4 120.3(2) yes
C5 C10 C4 122.1(2) yes
C6' C1' C2' 118.5(2) yes
C6' C1' C2 121.7(2) yes
C2' C1' C2 119.8(2) yes
O2' C2' C3' 124.1(2) yes
O2' C2' C1' 115.6(2) yes
C3' C2' C1' 120.3(2) yes
C2' O2' C7' 117.7(2) yes
C2' C3' C4' 119.8(2) yes
O4' C4' C5' 124.9(2) yes
O4' C4' C3' 114.3(2) yes
C5' C4' C3' 120.8(2) yes
C4' O4' C8' 118.2(2) yes
C4' C5' C6' 118.7(2) yes
C5' C6' C1' 121.8(2) yes
C7 O7 C16 119.40(10) yes
C12 C11 C3 114.1(2) yes
C13 C12 C11 126.1(2) yes
C12 C13 C14 121.9(2) yes
C12 C13 C15 122.7(2) yes
C14 C13 C15 115.4(2) yes
O7 C16 C17 110.20(10) yes
O7 C16 C19 108.0(2) yes
C17 C16 C19 110.7(2) yes
O7 C16 C20 104.7(2) yes
C17 C16 C20 111.5(2) yes
C19 C16 C20 111.5(2) yes
C18 C17 C16 122.1(2) yes
C17 C18 C8 119.5(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.373(2) yes
O1 C9 1.370(2) yes
C2 C3 1.345(3) yes
C2 C1' 1.482(2) yes
C3 C4 1.452(3) yes
C3 C11 1.506(2) yes
C4 O4 1.256(2) yes
C4 C10 1.444(2) yes
C5 O5 1.353(2) yes
C5 C6 1.372(3) yes
C5 C10 1.420(2) yes
C6 C7 1.386(2) yes
C7 O7 1.359(2) yes
C7 C8 1.401(2) yes
C8 C9 1.390(2) yes
C8 C18 1.451(3) yes
C9 C10 1.393(2) yes
C1' C6' 1.379(3) yes
C1' C2' 1.403(2) yes
C2' O2' 1.364(2) yes
C2' C3' 1.377(2) yes
O2' C7' 1.415(2) yes
C3' C4' 1.388(3) yes
C4' O4' 1.364(2) yes
C4' C5' 1.379(3) yes
O4' C8' 1.416(3) yes
C5' C6' 1.389(3) yes
O7 C16 1.471(2) yes
C11 C12 1.502(3) yes
C12 C13 1.307(3) yes
C13 C14 1.497(3) yes
C13 C15 1.496(3) yes
C16 C17 1.503(2) yes
C16 C19 1.507(3) yes
C16 C20 1.510(3) yes
C17 C18 1.325(3) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 O1 C2 C3 -0.9(2)
C9 O1 C2 C1' 178.79(13)
O1 C2 C3 C4 3.1(3)
C1' C2 C3 C4 -176.59(15)
O1 C2 C3 C11 -178.30(14)
C1' C2 C3 C11 2.0(3)
C2 C3 C4 O4 177.6(2)
C11 C3 C4 O4 -1.1(3)
C2 C3 C4 C10 -2.3(2)
C11 C3 C4 C10 179.03(14)
O5 C5 C6 C7 179.5(2)
C10 C5 C6 C7 0.0(3)
C5 C6 C7 O7 176.92(15)
C5 C6 C7 C8 1.2(3)
O7 C7 C8 C9 -176.95(14)
C6 C7 C8 C9 -1.4(2)
O7 C7 C8 C18 -1.1(2)
C6 C7 C8 C18 174.5(2)
C2 O1 C9 C8 178.75(13)
C2 O1 C9 C10 -2.0(2)
C7 C8 C9 O1 179.68(13)
C18 C8 C9 O1 4.1(2)
C7 C8 C9 C10 0.4(2)
C18 C8 C9 C10 -175.1(2)
O1 C9 C10 C5 -178.57(13)
C8 C9 C10 C5 0.7(3)
O1 C9 C10 C4 2.6(2)
C8 C9 C10 C4 -178.21(14)
O5 C5 C10 C9 179.60(15)
C6 C5 C10 C9 -0.9(2)
O5 C5 C10 C4 -1.6(3)
C6 C5 C10 C4 177.99(15)
O4 C4 C10 C9 179.7(2)
C3 C4 C10 C9 -0.4(2)
O4 C4 C10 C5 0.9(3)
C3 C4 C10 C5 -179.23(14)
C3 C2 C1' C6' -92.6(2)
O1 C2 C1' C6' 87.7(2)
C3 C2 C1' C2' 85.5(2)
O1 C2 C1' C2' -94.2(2)
C6' C1' C2' O2' -178.1(2)
C2 C1' C2' O2' 3.7(2)
C6' C1' C2' C3' 1.2(3)
C2 C1' C2' C3' -177.0(2)
C3' C2' O2' C7' 10.9(3)
C1' C2' O2' C7' -169.9(2)
O2' C2' C3' C4' 178.6(2)
C1' C2' C3' C4' -0.6(3)
C2' C3' C4' O4' -179.81(15)
C2' C3' C4' C5' 0.0(3)
C5' C4' O4' C8' -1.3(3)
C3' C4' O4' C8' 178.6(2)
O4' C4' C5' C6' 179.8(2)
C3' C4' C5' C6' 0.0(3)
C4' C5' C6' C1' 0.6(3)
C2' C1' C6' C5' -1.2(3)
C2 C1' C6' C5' 177.0(2)
C6 C7 O7 C16 159.83(15)
C8 C7 O7 C16 -24.4(2)
C2 C3 C11 C12 -82.2(2)
C4 C3 C11 C12 96.4(2)
C3 C11 C12 C13 172.9(2)
C11 C12 C13 C14 179.5(2)
C11 C12 C13 C15 1.8(4)
C7 O7 C16 C17 36.3(2)
C7 O7 C16 C19 -84.8(2)
C7 O7 C16 C20 156.3(2)
O7 C16 C17 C18 -26.0(3)
C19 C16 C17 C18 93.4(2)
C20 C16 C17 C18 -141.9(2)
C16 C17 C18 C8 3.5(3)
C9 C8 C18 C17 -173.0(2)
C7 C8 C18 C17 11.6(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4587699
