A cocrystal of clusiacitran A, clusiacitran B, fluorinated clusiacitran A and fluorinated clusiacitran B (0.45:0.45:0.05:0.05)
Hoong-Kun Fun; Sorwaporn Koysomboon; Kan Chantrapromma; Suchada Chantrapromma; Acta Crystallographica Section E 62 (2006) o3228–o3230; doi:10.1107/S160053680602602X

data_2209785
_publ_section_title
;
 A cocrystal of clusiacitran A, clusiacitran B, fluorinated
 clusiacitran A and fluorinated clusiacitran B (0.45:0.45:0.05:0.05)
;
_journal_coeditor_code           CI2071
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3228
_journal_page_last               o3230
_journal_paper_doi               10.1107/S160053680602602X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac
'0.45C23 H24 O4, 0.45C23 H24 O4, 0.05C23 H23 F O4, 0.05C23 H23 F O4'
_chemical_formula_moiety
'0.45C23 H24 O4, 0.45C23 H24 O4, 0.05C23 H23 F O4, 0.05C23 H23 F O4'
_chemical_formula_sum            'C23 H23.9 F0.1 O4'
_chemical_formula_weight         366.24
_chemical_name_common
;A cocrystal of clusiacitran A, clusiacitran
 B,
(10-fluoro-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.10^4,13^.0^7,12^]
pentadeca-7,9-11-trien-8,yl)phenyl-methanone
 and
(10-fluoro-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.10^4,13^.0^7,12^]
pentadeca-7,9-11-trien-10,yl)phenyl-methanone
 (0.45:0.45:0.05:0.05)
;
_chemical_name_systematic
;
clusiacitran A--clusiacitran B--
(10-fluoro-9-hydroxy-1,5,5-trimethyl-6,15-
dioxatetracyclo[9.3.10^4,13^.0^7,12^]pentadeca-7,9,11-trien-8-
yl)(phenyl)methanone--
(10-fluoro-9-hydroxy-1,5,5-trimethyl-6,15-
dioxatetracyclo[9.3.10^4,13^.0^7,12^]pentadeca-7,9,11-trien-10-
yl)(phenyl)methanone (0.45/0.45/0.05/0.05)
;
_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_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                 103.1600(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6691(2)
_cell_length_b                   10.5583(2)
_cell_length_c                   18.9279(3)
_cell_measurement_reflns_used    4330
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.21
_cell_volume                     1881.59(6)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and PLATON (Spek, 2003)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
;
Bruker SMART APEX2 CCD area-detector
;
_diffrn_measurement_method       \w
_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  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0478
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22779
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             779.2
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.223
_refine_ls_extinction_coef       0.0036(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4330
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0489P)^2^+0.5555P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1354
_reflns_number_gt                2691
_reflns_number_total             4330
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ci2071.cif
_cod_data_source_block           I
_cod_depositor_comments
;
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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C23 H23.90 F0.10 O4'
_cod_database_code               2209785
_cod_database_fobs_code          2209785