#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:49:11 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180156 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/52/7105296.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7105296
loop_
_publ_author_name
'Carr, James L'
'Offermann, Daniel A'
'Holdom, Mary D'
'Dusart, Philip'
'White, Andrew J P'
'Beavil, Andrew J'
'Leatherbarrow, Robin J'
'Lindell, Stephen D'
'Sutton, Brian J'
'Spivey, Alan C'
_publ_section_title
;
 Total synthesis of (+/-)-aspercyclide A and its C19 methyl ether.
;
_journal_issue                   11
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1824
_journal_page_last               1826
_journal_paper_doi               10.1039/b923528k
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C25 H28 O6'
_chemical_formula_sum            'C25 H28 O6'
_chemical_formula_weight         424.47
_chemical_name_systematic
;
?
;
_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
_cell_angle_beta                 93.1039(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.7407(3)
_cell_length_b                   8.56319(13)
_cell_length_c                   13.73354(18)
_cell_measurement_reflns_used    4220
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.0802
_cell_measurement_theta_min      2.3576
_cell_volume                     2200.73(6)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9522
_diffrn_reflns_theta_full        71.00
_diffrn_reflns_theta_max         71.27
_diffrn_reflns_theta_min         2.36
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.812
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'canoe-shaped plates'
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4188
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0429
_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/[σ²(Fo²)+(0.0650P)²+0.3389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1214
_reflns_number_gt                3114
_reflns_number_total             4188
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b923528k.txt
_cod_data_source_block           15a
_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 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7105296
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.20873(6) 0.31779(13) 0.45576(8) 0.0396(3) Uani 1 1 d . . .
C2 C 0.23385(9) 0.4610(2) 0.47898(11) 0.0378(4) Uani 1 1 d . . .
O2 O 0.26175(7) 0.49649(15) 0.55663(8) 0.0493(3) Uani 1 1 d . . .
C3 C 0.22171(9) 0.56903(19) 0.39368(11) 0.0373(4) Uani 1 1 d . . .
C4 C 0.16300(9) 0.6688(2) 0.38595(12) 0.0420(4) Uani 1 1 d . . .
C5 C 0.15545(11) 0.7650(2) 0.30376(13) 0.0482(4) Uani 1 1 d . . .
H5A H 0.1161 0.8349 0.2971 0.058 Uiso 1 1 calc R . .
C6 C 0.20430(11) 0.7598(2) 0.23238(13) 0.0495(4) Uani 1 1 d . . .
H6A H 0.1976 0.8247 0.1765 0.059 Uiso 1 1 calc R . .
C7 C 0.26288(10) 0.6618(2) 0.24067(12) 0.0452(4) Uani 1 1 d . . .
H7A H 0.2961 0.6582 0.1908 0.054 Uiso 1 1 calc R . .
C8 C 0.27236(9) 0.5691(2) 0.32266(11) 0.0400(4) Uani 1 1 d . . .
O9 O 0.33204(6) 0.47808(14) 0.34576(8) 0.0433(3) Uani 1 1 d . . .
C10 C 0.37260(9) 0.4207(2) 0.27112(11) 0.0416(4) Uani 1 1 d . . .
C11 C 0.41934(10) 0.5203(2) 0.22586(13) 0.0482(4) Uani 1 1 d . . .
H11A H 0.4232 0.6263 0.2458 0.058 Uiso 1 1 calc R . .
C12 C 0.46007(10) 0.4660(2) 0.15235(13) 0.0498(5) Uani 1 1 d . . .
H12A H 0.4914 0.5346 0.1210 0.060 Uiso 1 1 calc R . .
C13 C 0.45489(9) 0.3099(2) 0.12443(12) 0.0469(4) Uani 1 1 d . . .
C14 C 0.41068(9) 0.2063(2) 0.17304(11) 0.0406(4) Uani 1 1 d . . .
C15 C 0.36863(9) 0.2630(2) 0.24861(11) 0.0384(4) Uani 1 1 d . . .
C16 C 0.32110(9) 0.1596(2) 0.30227(11) 0.0396(4) Uani 1 1 d . . .
H16A H 0.2883 0.0945 0.2660 0.048 Uiso 1 1 calc R . .
C17 C 0.32242(9) 0.1541(2) 0.39884(11) 0.0401(4) Uani 1 1 d . . .
H17A H 0.3604 0.2061 0.4342 0.048 Uiso 1 1 calc R . .
C18 C 0.26799(9) 0.0712(2) 0.45594(12) 0.0409(4) Uani 1 1 d . . .
H18A H 0.2321 0.0183 0.4106 0.049 Uiso 1 1 calc R . .
C19 C 0.23057(9) 0.1882(2) 0.52035(11) 0.0393(4) Uani 1 1 d . . .
H19A H 0.2658 0.2277 0.5718 0.047 Uiso 1 1 calc R . .
C20 C 0.10954(11) 0.6751(2) 0.46345(14) 0.0556(5) Uani 1 1 d . . .
H20A H 0.1049 0.5714 0.4925 0.083 Uiso 1 1 calc R . .
H20B H 0.0631 0.7083 0.4344 0.083 Uiso 1 1 calc R . .
H20C H 0.1257 0.7498 0.5140 0.083 Uiso 1 1 calc R . .
O21 O 0.49399(7) 0.26291(19) 0.05003(10) 0.0585(4) Uani 1 1 d D . .
H21 H 0.4856(15) 0.1600(7) 0.0428(19) 0.102(10) Uiso 1 1 d D . .
C22 C 0.41028(10) 0.0405(2) 0.14853(13) 0.0475(4) Uani 1 1 d . . .
H22A H 0.3817 -0.0275 0.1848 0.057 Uiso 1 1 calc R . .
O22 O 0.44465(7) -0.01617(18) 0.08393(10) 0.0617(4) Uani 1 1 d . . .
O23 O 0.29853(7) -0.03844(15) 0.52370(8) 0.0526(3) Uani 1 1 d . . .
C24 C 0.34407(11) -0.1482(2) 0.48149(14) 0.0518(5) Uani 1 1 d . . .
H24A H 0.3631 -0.2202 0.5319 0.078 Uiso 1 1 calc R . .
H24B H 0.3837 -0.0933 0.4526 0.078 Uiso 1 1 calc R . .
H24C H 0.3170 -0.2071 0.4307 0.078 Uiso 1 1 calc R . .
C25 C 0.16599(10) 0.1256(2) 0.56868(13) 0.0457(4) Uani 1 1 d . . .
H25A H 0.1794 0.0284 0.6042 0.055 Uiso 1 1 calc R . .
H25B H 0.1285 0.0992 0.5179 0.055 Uiso 1 1 calc R . .
C26 C 0.13572(11) 0.2425(2) 0.63999(14) 0.0536(5) Uani 1 1 d . . .
H26A H 0.1761 0.2914 0.6781 0.064 Uiso 1 1 calc R . .
H26B H 0.1107 0.3261 0.6019 0.064 Uiso 1 1 calc R . .
C27 C 0.08507(11) 0.1758(2) 0.70989(14) 0.0522(5) Uani 1 1 d . . .
H27A H 0.1092 0.0905 0.7475 0.063 Uiso 1 1 calc R . .
H27B H 0.0434 0.1304 0.6726 0.063 Uiso 1 1 calc R . .
C28 C 0.05898(13) 0.2983(3) 0.78060(15) 0.0633(6) Uani 1 1 d . . .
H28A H 0.1009 0.3557 0.8092 0.076 Uiso 1 1 calc R . .
H28B H 0.0285 0.3743 0.7434 0.076 Uiso 1 1 calc R . .
C29 C 0.01748(13) 0.2340(3) 0.86211(15) 0.0722(7) Uani 1 1 d . . .
H29A H 0.0028 0.3199 0.9038 0.108 Uiso 1 1 calc R . .
H29B H 0.0475 0.1609 0.9008 0.108 Uiso 1 1 calc R . .
H29C H -0.0250 0.1794 0.8349 0.108 Uiso 1 1 calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C19 117.66(12) . . ?
O2 C2 O1 124.81(15) . . ?
O2 C2 C3 125.27(16) . . ?
O1 C2 C3 109.92(13) . . ?
C4 C3 C8 120.67(15) . . ?
C4 C3 C2 121.58(14) . . ?
C8 C3 C2 117.74(15) . . ?
C3 C4 C5 117.91(16) . . ?
C3 C4 C20 121.52(15) . . ?
C5 C4 C20 120.57(16) . . ?
C6 C5 C4 120.87(17) . . ?
C5 C6 C7 121.10(17) . . ?
C8 C7 C6 118.87(16) . . ?
C7 C8 O9 125.20(15) . . ?
C7 C8 C3 120.48(16) . . ?
O9 C8 C3 114.21(14) . . ?
C8 O9 C10 119.60(12) . . ?
C15 C10 C11 121.62(16) . . ?
C15 C10 O9 118.75(15) . . ?
C11 C10 O9 119.48(16) . . ?
C12 C11 C10 120.46(18) . . ?
C11 C12 C13 119.47(17) . . ?
O21 C13 C12 117.48(17) . . ?
O21 C13 C14 121.93(18) . . ?
C12 C13 C14 120.58(16) . . ?
C13 C14 C15 119.65(17) . . ?
C13 C14 C22 120.00(16) . . ?
C15 C14 C22 120.30(16) . . ?
C10 C15 C14 118.04(15) . . ?
C10 C15 C16 119.88(14) . . ?
C14 C15 C16 122.08(16) . . ?
C17 C16 C15 122.68(16) . . ?
C16 C17 C18 124.32(16) . . ?
O23 C18 C17 113.23(14) . . ?
O23 C18 C19 103.58(12) . . ?
C17 C18 C19 109.78(14) . . ?
O1 C19 C25 109.30(13) . . ?
O1 C19 C18 105.51(12) . . ?
C25 C19 C18 115.15(14) . . ?
O22 C22 C14 123.80(18) . . ?
C24 O23 C18 113.66(13) . . ?
C19 C25 C26 112.53(15) . . ?
C27 C26 C25 115.49(17) . . ?
C26 C27 C28 112.41(17) . . ?
C29 C28 C27 114.8(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.346(2) . ?
O1 C19 1.4652(18) . ?
C2 O2 1.2012(19) . ?
C2 C3 1.500(2) . ?
C3 C4 1.393(2) . ?
C3 C8 1.397(2) . ?
C4 C5 1.399(2) . ?
C4 C20 1.502(2) . ?
C5 C6 1.378(3) . ?
C6 C7 1.382(3) . ?
C7 C8 1.381(2) . ?
C8 O9 1.386(2) . ?
O9 C10 1.3981(19) . ?
C10 C15 1.386(3) . ?
C10 C11 1.393(2) . ?
C11 C12 1.379(2) . ?
C12 C13 1.393(3) . ?
C13 O21 1.350(2) . ?
C13 C14 1.407(2) . ?
C14 C15 1.422(2) . ?
C14 C22 1.459(3) . ?
C15 C16 1.480(2) . ?
C16 C17 1.326(2) . ?
C17 C18 1.499(2) . ?
C18 O23 1.420(2) . ?
C18 C19 1.531(2) . ?
C19 C25 1.510(2) . ?
O21 O22 2.613(2) . ?
C22 O22 1.225(2) . ?
O23 C24 1.415(2) . ?
C25 C26 1.530(2) . ?
C26 C27 1.499(2) . ?
C27 C28 1.528(3) . ?
C28 C29 1.502(3) . ?
