#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003309.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_2003309
loop_
_publ_author_name
'Gainsford, G. J.'
_publ_section_title
;
 Antifungal Compounds Isolated from New Zealand Flax:
 7-Hydroxy-5-methoxy-6-methylphthalide and 4-Methoxycarbonyl-\b-orcinol
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              709
_journal_page_last               712
_journal_paper_doi               10.1107/S0108270194009753
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
' natural product isolated from Phormium cookianum'
_chemical_formula_moiety         'C10 H12 O4'
_chemical_formula_sum            'C10 H12 O4'
_chemical_formula_weight         196.2
_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'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 96.44(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.043(2)
_cell_length_b                   18.142(7)
_cell_length_c                   7.238(2)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    133
_cell_measurement_theta_max      16.5
_cell_measurement_theta_min      3.7
_cell_volume                     919.0(5)
_diffrn_measurement_device       'Nicolet R3m'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0134
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2505
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.74
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1415
_refine_ls_R_factor_obs          0.040
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F~o~) + 0.0006(F~o~)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.052
_reflns_number_observed          1415
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            as1120.cif
_cod_data_source_block           as1120b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F~o~) +
0.0006(F~o~)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F~o~) + 0.0006(F~o~)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        918.9(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2003309
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(2) 1.3902(2) .1890(1) .2754(2) .029(1)
O(4) .7743(2) .1122(1) .0434(2) .030(1)
O(9) 1.4613(2) .3265(1) .3094(2) .030(1)
O(10) 1.2464(2) .4092(1) .1937(2) .028(1)
C(1) 1.1535(3) .2839(1) .1844(2) .020(2)
C(2) 1.2092(3) .2087(1) .2074(2) .022(2)
C(3) 1.0851(3) .1504(1) .1591(3) .022(2)
C(4) .8990(3) .1684(1) .0906(2) .022(2)
C(5) .8384(3) .2416(1) .0715(3) .022(2)
C(6) .9614(3) .2996(1) .1147(2) .021(2)
C(7) 1.1510(4) .0720(1) .1801(3) .031(2)
C(8) .8781(3) .3760(1) .0870(3) .026(2)
C(9) 1.2987(3) .3398(1) .2353(3) .023(2)
C(10) 1.3914(3) .4651(1) .2317(4) .034(2)
H(2) 1.447(4) .235(2) .297(4) .063(9)
H(4) .673(4) .131(2) -.011(4) .059(9)
H(5) .709(3) .253(1) .031(3) .024(5)
H(71) 1.051(6) .037(2) .180(5) .105(12)
H(72) 1.218(5) .061(2) .300(5) .078(10)
H(73) 1.240(5) .058(2) .101(5) .092(11)
H(81) .739(4) .373(1) .043(3) .038(6)
H(82) .886(3) .404(1) .205(3) .028(5)
H(83) .939(3) .405(1) -.008(3) .024(5)
H(101) 1.328(4) .511(1) .196(3) .046(7)
H(102) 1.500(4) .455(1) .161(3) .050(7)
H(103) 1.437(4) .463(1) .364(4) .051(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 78435