#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:13:55 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178426 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/47/4024720.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_4024720
loop_
_publ_author_name
'Yunhui Lang'
'Fabio E. S. Souza'
'Xinshe Xu'
'Nicholas J. Taylor'
'Abdeljalil Assoud'
'Russell Rodrigo'
_publ_section_title
;
Pentacyclic Furanosteroids: The Synthesis of Potential Kinase Inhibitors
Related to Viridin and Wortmannolone
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5429
_journal_page_last               5439
_journal_paper_doi               10.1021/jo900922q
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C23 H30 O6 Si'
_chemical_formula_weight         430.56
_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                90.00
_cell_angle_beta                 97.290(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6476(4)
_cell_length_b                   14.7947(8)
_cell_length_c                   19.1298(11)
_cell_measurement_reflns_used    9024
_cell_measurement_temperature    180(1)
_cell_measurement_theta_max      34.97
_cell_measurement_theta_min      2.69
_cell_volume                     2146.9(2)
_computing_cell_refinement       SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      180(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX'
_diffrn_measurement_method       Omega
_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  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            26348
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Pale pink'
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Needle fragment'
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0033(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         6261
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.972
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                5341
_reflns_number_total             6261
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900922q_si_004.cif
_cod_data_source_block           rrr1259m
_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.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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               4024720
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
C1 C -0.19187(14) 0.23509(7) 0.26788(6) 0.0172(2) Uani 1 1 d . . .
C2 C -0.15178(15) 0.14944(8) 0.31236(6) 0.0198(2) Uani 1 1 d . . .
H2 H -0.2048 0.0976 0.2836 0.024 Uiso 1 1 calc R . .
C3 C -0.21972(17) 0.14307(9) 0.38507(7) 0.0269(3) Uani 1 1 d . . .
H3X H -0.2180 0.2032 0.4079 0.032 Uiso 1 1 calc R . .
H3Y H -0.3415 0.1191 0.3801 0.032 Uiso 1 1 calc R . .
C4 C -0.09162(17) 0.07792(9) 0.42804(7) 0.0273(3) Uani 1 1 d . . .
H4X H -0.0750 0.0954 0.4784 0.033 Uiso 1 1 calc R . .
H4Y H -0.1373 0.0153 0.4240 0.033 Uiso 1 1 calc R . .
C5 C 0.07978(17) 0.08513(8) 0.39726(6) 0.0240(3) Uani 1 1 d . . .
C6 C 0.04237(15) 0.13048(8) 0.32835(6) 0.0206(2) Uani 1 1 d . . .
C7 C 0.15823(16) 0.15399(8) 0.28500(6) 0.0232(2) Uani 1 1 d . . .
H7 H 0.2781 0.1360 0.2947 0.028 Uiso 1 1 calc R . .
C8 C 0.09920(16) 0.20724(8) 0.22292(6) 0.0221(2) Uani 1 1 d . . .
H8 H 0.1749 0.2148 0.1876 0.027 Uiso 1 1 calc R . .
C9 C -0.06084(15) 0.24617(8) 0.21443(6) 0.0186(2) Uani 1 1 d . . .
C10 C -0.11807(15) 0.31389(8) 0.15698(6) 0.0209(2) Uani 1 1 d . . .
C11 C -0.26585(15) 0.37277(8) 0.18055(6) 0.0204(2) Uani 1 1 d . . .
H11 H -0.2926 0.4246 0.1473 0.025 Uiso 1 1 calc R . .
C12 C -0.43333(15) 0.31673(8) 0.18542(6) 0.0205(2) Uani 1 1 d . . .
O13 O -0.53285(10) 0.36675(6) 0.23244(4) 0.02371(19) Uani 1 1 d . . .
C14 C -0.42255(15) 0.43946(8) 0.26424(7) 0.0257(3) Uani 1 1 d . . .
H14X H -0.4388 0.4479 0.3144 0.031 Uiso 1 1 calc R . .
H14Y H -0.4487 0.4971 0.2387 0.031 Uiso 1 1 calc R . .
C15 C -0.23761(15) 0.40684(8) 0.25703(6) 0.0213(2) Uani 1 1 d . . .
H15 H -0.1493 0.4570 0.2636 0.026 Uiso 1 1 calc R . .
C16 C -0.18776(15) 0.32669(7) 0.30939(6) 0.0187(2) Uani 1 1 d . . .
H16 H -0.2790 0.3234 0.3424 0.022 Uiso 1 1 calc R . .
C17 C -0.37599(15) 0.22824(7) 0.22466(6) 0.0184(2) Uani 1 1 d . . .
C18 C -0.17448(17) 0.26733(9) 0.08636(6) 0.0290(3) Uani 1 1 d . . .
H18X H -0.2216 0.3125 0.0514 0.044 Uiso 1 1 calc R . .
H18Y H -0.2656 0.2223 0.0920 0.044 Uiso 1 1 calc R . .
H18Z H -0.0724 0.2374 0.0703 0.044 Uiso 1 1 calc R . .
O19 O -0.54306(11) 0.29510(6) 0.12487(5) 0.0261(2) Uani 1 1 d . . .
C20 C -0.59490(18) 0.37003(10) 0.07885(7) 0.0342(3) Uani 1 1 d . . .
H20X H -0.6153 0.4233 0.1071 0.051 Uiso 1 1 calc R . .
H20Y H -0.7035 0.3547 0.0483 0.051 Uiso 1 1 calc R . .
H20Z H -0.5012 0.3831 0.0498 0.051 Uiso 1 1 calc R . .
O21 O -0.46709(11) 0.16205(6) 0.22174(5) 0.0278(2) Uani 1 1 d . . .
O22 O 0.22332(12) 0.05812(7) 0.42396(5) 0.0341(2) Uani 1 1 d . . .
O23 O 0.02593(11) 0.36838(6) 0.13900(5) 0.0284(2) Uani 1 1 d . . .
O24 O 0.10583(12) 0.41748(6) 0.20073(5) 0.0318(2) Uani 1 1 d . . .
C25 C -0.01300(15) 0.34384(8) 0.35234(6) 0.0212(2) Uani 1 1 d . . .
H25 H 0.0884 0.3390 0.3286 0.025 Uiso 1 1 calc R . .
C26 C 0.01408(16) 0.36507(9) 0.41999(7) 0.0262(3) Uani 1 1 d . . .
H26 H -0.0815 0.3625 0.4471 0.031 Uiso 1 1 calc R . .
Si27 Si 0.23570(5) 0.39979(3) 0.463013(19) 0.02666(10) Uani 1 1 d . . .
C28 C 0.23940(19) 0.40045(12) 0.56034(7) 0.0402(4) Uani 1 1 d . . .
H28X H 0.1455 0.4399 0.5731 0.060 Uiso 1 1 calc R . .
H28Y H 0.3538 0.4229 0.5824 0.060 Uiso 1 1 calc R . .
H28Z H 0.2209 0.3389 0.5768 0.060 Uiso 1 1 calc R . .
C29 C 0.40376(19) 0.32021(11) 0.43548(8) 0.0411(4) Uani 1 1 d . . .
H29X H 0.3825 0.2594 0.4529 0.062 Uiso 1 1 calc R . .
H29Y H 0.5219 0.3404 0.4552 0.062 Uiso 1 1 calc R . .
H29Z H 0.3952 0.3191 0.3839 0.062 Uiso 1 1 calc R . .
C30 C 0.2751(2) 0.51557(10) 0.43004(8) 0.0428(4) Uani 1 1 d . . .
H30X H 0.2641 0.5148 0.3784 0.064 Uiso 1 1 calc R . .
H30Y H 0.3939 0.5355 0.4490 0.064 Uiso 1 1 calc R . .
H30Z H 0.1880 0.5573 0.4453 0.064 Uiso 1 1 calc R . .
H24 H 0.213(3) 0.3875(12) 0.2049(9) 0.060(6) 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'
Si Si 0.0817 0.0704 '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
C9 C1 C2 110.94(9) . . ?
C9 C1 C17 106.24(9) . . ?
C2 C1 C17 110.31(9) . . ?
C9 C1 C16 105.85(9) . . ?
C2 C1 C16 116.27(9) . . ?
C17 C1 C16 106.63(9) . . ?
C6 C2 C1 112.91(9) . . ?
C6 C2 C3 103.95(10) . . ?
C1 C2 C3 118.81(9) . . ?
C4 C3 C2 104.77(10) . . ?
C5 C4 C3 105.88(10) . . ?
O22 C5 C6 125.91(12) . . ?
O22 C5 C4 126.52(11) . . ?
C6 C5 C4 107.57(10) . . ?
C7 C6 C5 127.26(11) . . ?
C7 C6 C2 122.78(11) . . ?
C5 C6 C2 109.95(10) . . ?
C6 C7 C8 119.26(11) . . ?
C9 C8 C7 121.09(11) . . ?
C8 C9 C10 123.21(10) . . ?
C8 C9 C1 122.51(10) . . ?
C10 C9 C1 113.82(9) . . ?
O23 C10 C9 112.65(9) . . ?
O23 C10 C18 100.34(9) . . ?
C9 C10 C18 111.55(10) . . ?
O23 C10 C11 111.41(9) . . ?
C9 C10 C11 108.55(9) . . ?
C18 C10 C11 112.24(10) . . ?
C15 C11 C12 97.85(9) . . ?
C15 C11 C10 116.42(9) . . ?
C12 C11 C10 111.14(9) . . ?
O19 C12 O13 109.12(9) . . ?
O19 C12 C11 119.79(10) . . ?
O13 C12 C11 105.58(9) . . ?
O19 C12 C17 108.45(9) . . ?
O13 C12 C17 105.63(9) . . ?
C11 C12 C17 107.40(9) . . ?
C14 O13 C12 108.34(8) . . ?
O13 C14 C15 103.00(9) . . ?
C14 C15 C11 99.84(9) . . ?
C14 C15 C16 109.66(10) . . ?
C11 C15 C16 110.71(9) . . ?
C25 C16 C15 110.47(9) . . ?
C25 C16 C1 112.51(9) . . ?
C15 C16 C1 110.02(9) . . ?
O21 C17 C1 124.33(10) . . ?
O21 C17 C12 122.83(10) . . ?
C1 C17 C12 112.84(9) . . ?
C12 O19 C20 115.20(10) . . ?
C10 O23 O24 109.93(8) . . ?
C26 C25 C16 126.49(11) . . ?
C25 C26 Si27 121.30(10) . . ?
C28 Si27 C26 110.00(6) . . ?
C28 Si27 C30 110.59(7) . . ?
C26 Si27 C30 106.35(6) . . ?
C28 Si27 C29 111.24(7) . . ?
C26 Si27 C29 108.80(6) . . ?
C30 Si27 C29 109.72(7) . . ?
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 C9 1.5286(15) . ?
C1 C2 1.5354(15) . ?
C1 C17 1.5431(15) . ?
C1 C16 1.5690(15) . ?
C2 C6 1.5039(16) . ?
C2 C3 1.5483(16) . ?
C3 C4 1.5364(17) . ?
C4 C5 1.5074(18) . ?
C5 O22 1.2179(15) . ?
C5 C6 1.4745(17) . ?
C6 C7 1.3341(17) . ?
C7 C8 1.4488(17) . ?
C8 C9 1.3438(16) . ?
C9 C10 1.5103(16) . ?
C10 O23 1.4412(14) . ?
C10 C18 1.5291(17) . ?
C10 C11 1.5390(16) . ?
C11 C15 1.5366(16) . ?
C11 C12 1.5384(16) . ?
C12 O19 1.3790(14) . ?
C12 O13 1.4526(14) . ?
C12 C17 1.5448(16) . ?
O13 C14 1.4521(14) . ?
C14 C15 1.5172(16) . ?
C15 C16 1.5677(16) . ?
C16 C25 1.4990(16) . ?
C17 O21 1.1990(14) . ?
O19 C20 1.4396(15) . ?
O23 O24 1.4534(13) . ?
C25 C26 1.3222(17) . ?
C26 Si27 1.8601(13) . ?
Si27 C28 1.8586(14) . ?
Si27 C30 1.8631(15) . ?
Si27 C29 1.8674(15) . ?
