5-{[(3<i>R</i>,5a<i>S</i>,6<i>R</i>,8a<i>S</i>,9<i>R</i>,10<i>S</i>,12<i>R</i>,12a<i>R</i>)-3,6,9-Trimethylperhydro-3,12-epoxy-1,2-dioxepino[4,3-<i>i</i>]isochromen-10-yl]oxymethyl}benzene-1,3-diol
Gul, Waseem; Carvalho, Paulo; Galal, Ahmed; Avery, Mitchell A.; El Sohly, Mahmoud A.; Acta Crystallographica Section E 65 (2009) o358–o359; doi:10.1107/S1600536809002050

data_2220705
_publ_section_title
5-{[(3<i>R</i>,5a<i>S</i>,6<i>R</i>,8a<i>S</i>,9<i>R</i>,10<i>S</i>,12<i>R</i>,12a<i>R</i>)-3,6,9-Trimethylperhydro-3,12-epoxy-1,2-dioxepino[4,3-<i>i</i>]isochromen-10-yl]oxymethyl}benzene-1,3-diol
_journal_coeditor_code           BI2336
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o358
_journal_page_last               o359
_journal_paper_doi               10.1107/S1600536809002050
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C22 H30 O7'
_chemical_formula_moiety         'C22 H30 O7'
_chemical_formula_sum            'C22 H30 O7'
_chemical_formula_weight         406.46
_chemical_name_common
'12-(3-hydroxy,5-hydroxymethyl)phenoxy dihydroartemisinin'
_chemical_name_systematic
;5-{[(3<i>R</i>,5a<i>S</i>,6<i>R</i>,8a<i>S</i>,9<i>R</i>,10<i>S</i>,12<i>R</i>,
12a<i>R</i>)-3,6,9-Trimethylperhydro-3,12-epoxy-1,2-dioxepino[4,3-
<i>i</i>]isochromen-10-yl]oxymethyl}benzene-1,3-diol
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.140(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3088(2)
_cell_length_b                   10.2844(2)
_cell_length_c                   10.3218(3)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.92
_cell_measurement_theta_min      4.30
_cell_volume                     1006.27(9)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15943
_diffrn_reflns_theta_full        69.33
_diffrn_reflns_theta_max         69.33
_diffrn_reflns_theta_min         4.66
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.217
_refine_ls_abs_structure_details 'Flack (1983), 1623 Friedel pairs'
_refine_ls_abs_structure_Flack   0.04(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3623
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0258
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0416P)^2^+0.199P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0688
_reflns_number_gt                3604
_reflns_number_total             3623
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bi2336.cif
_cod_data_source_block           I
_cod_original_cell_volume        1006.29(9)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2220705
_cod_database_fobs_code          2220705