#------------------------------------------------------------------------------
#$Date: 2018-09-10 22:03:19 +0300 (Mon, 10 Sep 2018) $
#$Revision: 210788 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/41/7104173.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_7104173
loop_
_publ_author_name
'Liu, Lianzhu'
'Gao, Yingxiang'
'Che, Chao'
'Wu, Na'
'Wang, David Zhigang'
'Li, Chuang-Chuang'
'Yang, Zhen'
_publ_section_title
;
 A model study for the concise construction of the oxapentacyclic core
 of cortistatins through intramolecular Diels--Alder and oxidative
 dearomatization--cyclization reactions
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   6
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              662
_journal_page_last               664
_journal_paper_doi               10.1039/b817376a
_journal_volume                  34
_journal_year                    2009
_chemical_formula_sum            'C23 H30 O6'
_chemical_formula_weight         402.47
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.05(3)
_cell_angle_beta                 111.60(3)
_cell_angle_gamma                110.32(3)
_cell_formula_units_Z            2
_cell_length_a                   10.306(2)
_cell_length_b                   11.417(2)
_cell_length_c                   11.436(2)
_cell_measurement_reflns_used    18609
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.14
_cell_volume                     1051.0(4)
_computing_cell_refinement       Rapid-AUTO
_computing_data_collection       'Rapid-AUTO (Rigaku,2000)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC,2000)'
_computing_molecular_graphics    'Siemens SHELXTL V4.2,(Sheldrick,1990)'
_computing_publication_material  SHELXL-97,(Sheldrick,1997)
_computing_structure_refinement  SHELXL-97,(Sheldrick,1997)
_computing_structure_solution    SHELXS-97,(Sheldrick,1997)
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Rigaku RAXIS RAPID IP'
_diffrn_measurement_method       Ω
_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  0.03887667
_diffrn_reflns_av_sigmaI/netI    0.0681
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18609
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.14
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9732
_exptl_absorpt_correction_T_min  0.9559
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
HIGASHI, T. (1995). Abscor-Empirical
Absorption Correction based on Fourier
Series Approximation.
Rigaku Corporation,Tokyo,Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.069(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4681
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0502
_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)+(0.0550P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1174
_reflns_number_gt                2569
_reflns_number_total             4681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b817376a.txt
_cod_data_source_block           gjx-c
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Empirical' changed to 'empirical'
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      P-1
_cod_database_code               7104173
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.86653(19) 0.64247(18) 0.59854(16) 0.0332(4) Uani 1 1 d . . .
C2 C 1.03158(18) 0.76563(17) 0.67683(17) 0.0343(4) Uani 1 1 d . . .
C3 C 1.13678(19) 0.85269(18) 0.81151(17) 0.0382(4) Uani 1 1 d . . .
C4 C 1.2824(2) 0.9562(2) 0.8127(2) 0.0505(5) Uani 1 1 d . . .
C5 C 1.3603(2) 0.8760(2) 0.7678(2) 0.0561(6) Uani 1 1 d . . .
H5 H 1.4605 0.8871 0.8225 0.067 Uiso 1 1 calc R . .
C6 C 1.2555(2) 0.7874(2) 0.6349(2) 0.0490(5) Uani 1 1 d . . .
H6 H 1.2651 0.7212 0.5766 0.059 Uiso 1 1 calc R . .
C7 C 1.11434(19) 0.81610(18) 0.59611(17) 0.0381(4) Uani 1 1 d . . .
C8 C 1.0073(2) 0.7744(2) 0.44519(18) 0.0444(5) Uani 1 1 d . . .
H8A H 0.9697 0.6766 0.3915 0.053 Uiso 1 1 calc R . .
H8B H 1.0706 0.8272 0.4131 0.053 Uiso 1 1 calc R . .
C9 C 0.86111(19) 0.7954(2) 0.41190(19) 0.0428(5) Uani 1 1 d . . .
H9A H 0.8308 0.8067 0.3263 0.051 Uiso 1 1 calc R . .
H9B H 0.8944 0.8824 0.4866 0.051 Uiso 1 1 calc R . .
C10 C 0.70960(19) 0.68105(17) 0.39343(16) 0.0350(4) Uani 1 1 d . . .
C11 C 0.56972(19) 0.71060(19) 0.33342(18) 0.0407(4) Uani 1 1 d . . .
C12 C 0.3990(2) 0.5892(2) 0.2647(2) 0.0516(5) Uani 1 1 d . . .
H12A H 0.3935 0.5382 0.3202 0.062 Uiso 1 1 calc R . .
H12B H 0.3645 0.5255 0.1709 0.062 Uiso 1 1 calc R . .
C13 C 0.2950(2) 0.6591(2) 0.2597(2) 0.0588(6) Uani 1 1 d . . .
H13A H 0.2306 0.6427 0.1643 0.071 Uiso 1 1 calc R . .
H13B H 0.2237 0.6215 0.2930 0.071 Uiso 1 1 calc R . .
C14 C 0.4088(2) 0.8146(2) 0.3541(2) 0.0588(6) Uani 1 1 d . . .
H14A H 0.3742 0.8505 0.4165 0.071 Uiso 1 1 calc R . .
H14B H 0.4133 0.8656 0.2985 0.071 Uiso 1 1 calc R . .
C15 C 0.5735(2) 0.8282(2) 0.4383(2) 0.0452(5) Uani 1 1 d . . .
C16 C 0.5951(2) 0.8094(2) 0.57010(19) 0.0515(5) Uani 1 1 d . . .
H16A H 0.6076 0.8899 0.6383 0.062 Uiso 1 1 calc R . .
H16B H 0.5002 0.7278 0.5467 0.062 Uiso 1 1 calc R . .
C17 C 0.7415(2) 0.7921(2) 0.63409(17) 0.0457(5) Uani 1 1 d . . .
H17A H 0.7514 0.7786 0.7166 0.055 Uiso 1 1 calc R . .
H17B H 0.8372 0.8764 0.6634 0.055 Uiso 1 1 calc R . .
C18 C 0.72928(19) 0.66809(18) 0.52979(16) 0.0342(4) Uani 1 1 d . . .
C19 C 1.1335(2) 0.8555(2) 0.93914(18) 0.0451(5) Uani 1 1 d . . .
C20 C 0.9787(3) 0.7537(2) 1.0337(2) 0.0627(6) Uani 1 1 d . . .
H20A H 1.0836 0.8018 1.1176 0.075 Uiso 1 1 calc R . .
H20B H 0.9245 0.6577 1.0176 0.075 Uiso 1 1 calc R . .
C21 C 0.8843(3) 0.8214(3) 1.0533(3) 0.0911(8) Uani 1 1 d . . .
H21A H 0.9429 0.9184 1.0775 0.137 Uiso 1 1 calc R . .
H21B H 0.8652 0.8122 1.1274 0.137 Uiso 1 1 calc R . .
H21C H 0.7836 0.7775 0.9678 0.137 Uiso 1 1 calc R . .
C22 C 0.6249(3) 0.5115(3) 0.16085(19) 0.0624(6) Uani 1 1 d . . .
H22A H 0.5396 0.4153 0.1030 0.075 Uiso 1 1 calc R . .
H22B H 0.5818 0.5698 0.1344 0.075 Uiso 1 1 calc R . .
C23 C 0.7946(3) 0.4262(3) 0.1373(2) 0.0806(7) Uani 1 1 d . . .
H23A H 0.8313 0.4305 0.2294 0.121 Uiso 1 1 calc R . .
H23B H 0.8798 0.4433 0.1166 0.121 Uiso 1 1 calc R . .
H23C H 0.7047 0.3353 0.0694 0.121 Uiso 1 1 calc R . .
O1 O 0.84807(14) 0.52923(13) 0.58909(13) 0.0510(4) Uani 1 1 d . . .
O2 O 1.24408(17) 0.93832(18) 1.05468(14) 0.0918(6) Uani 1 1 d . . .
O3 O 0.99643(14) 0.75795(14) 0.91388(12) 0.0554(4) Uani 1 1 d . . .
O4 O 0.67081(13) 0.54412(12) 0.30240(11) 0.0432(3) Uani 1 1 d . . .
O5 O 0.74730(17) 0.52915(15) 0.13219(13) 0.0619(4) Uani 1 1 d . . .
O48 O 1.19884(14) 0.96510(13) 0.68561(13) 0.0491(3) Uani 1 1 d . . .
H4 H 1.346(2) 1.051(2) 0.8934(19) 0.053(5) Uiso 1 1 d . . .
H18 H 0.6285(19) 0.5832(18) 0.4985(16) 0.044(5) Uiso 1 1 d . . .
H15 H 0.665(2) 0.919(2) 0.4639(18) 0.055(5) Uiso 1 1 d . . .
H11 H 0.5775(18) 0.7392(17) 0.2599(17) 0.041(5) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 '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
O1 C1 C2 120.28(15) . . ?
O1 C1 C18 123.38(15) . . ?
C2 C1 C18 116.30(14) . . ?
C3 C2 C1 134.40(15) . . ?
C3 C2 C7 105.22(14) . . ?
C1 C2 C7 120.38(14) . . ?
C2 C3 C19 131.55(16) . . ?
C2 C3 C4 104.86(15) . . ?
C19 C3 C4 123.49(16) . . ?
O48 C4 C5 100.69(16) . . ?
O48 C4 C3 99.31(14) . . ?
C5 C4 C3 107.40(16) . . ?
O48 C4 H4 109.0(11) . . ?
C5 C4 H4 122.3(11) . . ?
C3 C4 H4 114.7(11) . . ?
C6 C5 C4 105.19(17) . . ?
C6 C5 H5 127.4 . . ?
C4 C5 H5 127.4 . . ?
C5 C6 C7 105.81(18) . . ?
C5 C6 H6 127.1 . . ?
C7 C6 H6 127.1 . . ?
O48 C7 C8 114.05(15) . . ?
O48 C7 C6 100.22(14) . . ?
C8 C7 C6 118.33(15) . . ?
O48 C7 C2 98.37(13) . . ?
C8 C7 C2 116.88(14) . . ?
C6 C7 C2 106.01(13) . . ?
C7 C8 C9 115.78(15) . . ?
C7 C8 H8A 108.3 . . ?
C9 C8 H8A 108.3 . . ?
C7 C8 H8B 108.3 . . ?
C9 C8 H8B 108.3 . . ?
H8A C8 H8B 107.4 . . ?
C8 C9 C10 118.12(15) . . ?
C8 C9 H9A 107.8 . . ?
C10 C9 H9A 107.8 . . ?
C8 C9 H9B 107.8 . . ?
C10 C9 H9B 107.8 . . ?
H9A C9 H9B 107.1 . . ?
O4 C10 C9 110.60(14) . . ?
O4 C10 C11 111.26(13) . . ?
C9 C10 C11 108.66(14) . . ?
O4 C10 C18 102.42(13) . . ?
C9 C10 C18 114.47(14) . . ?
C11 C10 C18 109.35(14) . . ?
C15 C11 C12 103.30(15) . . ?
C15 C11 C10 115.60(14) . . ?
C12 C11 C10 117.08(15) . . ?
C15 C11 H11 106.8(10) . . ?
C12 C11 H11 107.2(9) . . ?
C10 C11 H11 106.3(9) . . ?
C11 C12 C13 104.53(16) . . ?
C11 C12 H12A 110.8 . . ?
C13 C12 H12A 110.8 . . ?
C11 C12 H12B 110.8 . . ?
C13 C12 H12B 110.8 . . ?
H12A C12 H12B 108.9 . . ?
C14 C13 C12 107.10(16) . . ?
C14 C13 H13A 110.3 . . ?
C12 C13 H13A 110.3 . . ?
C14 C13 H13B 110.3 . . ?
C12 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?
C13 C14 C15 105.26(17) . . ?
C13 C14 H14A 110.7 . . ?
C15 C14 H14A 110.7 . . ?
C13 C14 H14B 110.7 . . ?
C15 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
C16 C15 C11 111.36(16) . . ?
C16 C15 C14 112.12(16) . . ?
C11 C15 C14 102.55(16) . . ?
C16 C15 H15 109.9(10) . . ?
C11 C15 H15 108.5(11) . . ?
C14 C15 H15 112.2(11) . . ?
C17 C16 C15 110.97(15) . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C16 C17 C18 111.54(15) . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C1 C18 C17 111.22(14) . . ?
C1 C18 C10 113.28(14) . . ?
C17 C18 C10 112.20(14) . . ?
C1 C18 H18 106.9(10) . . ?
C17 C18 H18 108.1(10) . . ?
C10 C18 H18 104.7(9) . . ?
O2 C19 O3 123.59(17) . . ?
O2 C19 C3 122.96(18) . . ?
O3 C19 C3 113.45(15) . . ?
O3 C20 C21 109.30(18) . . ?
O3 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
O3 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 C22 O4 114.41(16) . . ?
O5 C22 H22A 108.7 . . ?
O4 C22 H22A 108.7 . . ?
O5 C22 H22B 108.7 . . ?
O4 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 O3 C20 118.01(15) . . ?
C22 O4 C10 118.37(15) . . ?
C22 O5 C23 113.00(18) . . ?
C4 O48 C7 94.95(14) . . ?
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
C1 O1 1.2087(19) . ?
C1 C2 1.495(2) . ?
C1 C18 1.514(2) . ?
C2 C3 1.328(2) . ?
C2 C7 1.558(2) . ?
C3 C19 1.465(2) . ?
C3 C4 1.548(3) . ?
C4 O48 1.442(2) . ?
C4 C5 1.522(3) . ?
C4 H4 0.998(19) . ?
C5 C6 1.316(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.533(2) . ?
C6 H6 0.9300 . ?
C7 O48 1.453(2) . ?
C7 C8 1.493(2) . ?
C8 C9 1.533(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.544(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O4 1.450(2) . ?
C10 C11 1.547(2) . ?
C10 C18 1.550(2) . ?
C11 C15 1.529(3) . ?
C11 C12 1.535(3) . ?
C11 H11 0.997(17) . ?
C12 C13 1.536(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.523(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.539(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.524(3) . ?
C15 H15 1.006(19) . ?
C16 C17 1.523(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.527(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.997(16) . ?
C19 O2 1.197(2) . ?
C19 O3 1.327(2) . ?
C20 O3 1.459(2) . ?
C20 C21 1.479(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O5 1.379(2) . ?
C22 O4 1.409(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O5 1.427(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
