#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/75/1507552.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_1507552
loop_
_publ_author_name
'Paczkowski, Ralph'
'Maichle-Mössmer, Cäcilia'
'Maier, Martin E.'
_publ_section_title
;
 A Formal Total Synthesis of Dysidiolide
;
_journal_issue                   25
_journal_name_full               'Organic Letters'
_journal_page_first              3967
_journal_paper_doi               10.1021/ol006742e
_journal_volume                  2
_journal_year                    2000
_chemical_formula_moiety         Palkow
_chemical_formula_sum            'C10 H14 O3'
_chemical_formula_weight         182.21
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 96.887(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.808(2)
_cell_length_b                   5.9534(5)
_cell_length_c                   13.2719(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      28.2
_cell_measurement_theta_min      15.4
_cell_volume                     1946.0(3)
_computing_cell_refinement       CAD4-EXPRESS
_computing_data_collection       CAD4
_computing_data_reduction        HELENA
_computing_molecular_graphics    PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.450
_diffrn_measured_fraction_theta_max 0.450
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       omega-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1447
_diffrn_reflns_av_sigmaI/netI    0.1124
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3033
_diffrn_reflns_theta_full        64.93
_diffrn_reflns_theta_max         64.93
_diffrn_reflns_theta_min         6.72
_diffrn_standards_decay_%        1.4
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  3600
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    sf-calc
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1637
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0599
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0724P)²+0.8603P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1519
_refine_ls_wR_factor_ref         0.1718
_reflns_number_gt                1142
_reflns_number_total             1637
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol006742e_s8.cif
_cod_data_source_block           maier
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0724P)^2^+0.8603P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0724P)^2^+0.8603P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1507552
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_calc_flag
_atom_site_refinement_flags
O1 O 0.21033(8) -0.0235(3) 0.57075(14) 0.0572(6) Uani 1 d .
O2 O 0.07586(9) -0.2854(3) 0.13228(17) 0.0645(7) Uani 1 d .
O3 O 0.07953(6) 0.0520(3) 0.20504(14) 0.0415(5) Uani 1 d .
C1 C 0.13984(8) -0.2236(3) 0.28309(17) 0.0299(6) Uani 1 d .
C2 C 0.11192(9) -0.2697(4) 0.37969(18) 0.0333(6) Uani 1 d .
H2 H 0.0892 -0.1369 0.3902 0.040 Uiso 1 calc R
C3 C 0.15428(9) -0.2889(4) 0.47298(19) 0.0368(6) Uani 1 d .
H3A H 0.1357 -0.3095 0.5335 0.044 Uiso 1 calc R
H3B H 0.1769 -0.4217 0.4660 0.044 Uiso 1 calc R
C4 C 0.19012(9) -0.0843(4) 0.48696(18) 0.0354(6) Uani 1 d .
C5 C 0.20159(9) 0.0305(4) 0.39548(18) 0.0341(6) Uani 1 d .
H5 H 0.2257 0.1529 0.4016 0.041 Uiso 1 calc R
C6 C 0.17919(9) -0.0307(4) 0.30282(19) 0.0319(6) Uani 1 d .
H6 H 0.1885 0.0510 0.2468 0.038 Uiso 1 calc R
C7 C 0.09551(9) -0.1610(4) 0.19764(19) 0.0349(6) Uani 1 d .
C8 C 0.03686(10) 0.1285(5) 0.1288(2) 0.0510(8) Uani 1 d .
H8A H 0.0278 0.2831 0.1426 0.077 Uiso 1 calc R
H8B H 0.0050 0.0348 0.1305 0.077 Uiso 1 calc R
H8C H 0.0492 0.1188 0.0623 0.077 Uiso 1 calc R
C9 C 0.07434(11) -0.4739(5) 0.3716(2) 0.0495(7) Uani 1 d .
H9A H 0.0477 -0.4586 0.3122 0.074 Uiso 1 calc R
H9B H 0.0559 -0.4836 0.4319 0.074 Uiso 1 calc R
H9C H 0.0955 -0.6090 0.3655 0.074 Uiso 1 calc R
C10 C 0.17090(10) -0.4269(4) 0.2481(2) 0.0421(7) Uani 1 d .
H10A H 0.1991 -0.4705 0.3016 0.063 Uiso 1 calc R
H10B H 0.1873 -0.3874 0.1877 0.063 Uiso 1 calc R
H10C H 0.1460 -0.5512 0.2330 0.063 Uiso 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0585(12) 0.0760(13) 0.0327(11) -0.0055(10) -0.0131(9) -0.0164(10)
O2 0.0762(14) 0.0494(11) 0.0566(13) -0.0152(11) -0.0392(11) 0.0031(10)
O3 0.0350(9) 0.0384(8) 0.0450(11) -0.0054(9) -0.0198(8) 0.0092(7)
C1 0.0271(11) 0.0290(10) 0.0308(13) -0.0021(10) -0.0090(9) 0.0006(9)
C2 0.0276(11) 0.0345(11) 0.0359(14) -0.0016(11) -0.0042(10) -0.0020(9)
C3 0.0325(12) 0.0404(12) 0.0356(13) 0.0040(12) -0.0037(10) -0.0018(10)
C4 0.0281(11) 0.0426(13) 0.0328(13) -0.0006(11) -0.0075(9) 0.0015(10)
C5 0.0261(11) 0.0338(11) 0.0397(14) -0.0008(11) -0.0068(10) -0.0034(9)
C6 0.0275(11) 0.0315(11) 0.0347(14) 0.0021(11) -0.0043(9) 0.0014(9)
C7 0.0321(12) 0.0353(11) 0.0344(14) -0.0026(12) -0.0085(10) -0.0034(10)
C8 0.0361(14) 0.0563(16) 0.0546(17) 0.0066(15) -0.0194(12) 0.0086(12)
C9 0.0450(15) 0.0553(15) 0.0460(17) 0.0007(14) -0.0040(12) -0.0204(13)
C10 0.0402(14) 0.0380(13) 0.0460(16) -0.0050(12) -0.0039(12) 0.0070(11)
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
C7 O3 C8 116.49(19)
C6 C1 C7 109.63(18)
C6 C1 C10 108.33(17)
C7 C1 C10 108.07(18)
C6 C1 C2 109.54(19)
C7 C1 C2 107.66(18)
C10 C1 C2 113.55(18)
C9 C2 C3 110.61(19)
C9 C2 C1 114.3(2)
C3 C2 C1 110.52(18)
C4 C3 C2 112.18(19)
O1 C4 C5 121.5(2)
O1 C4 C3 121.6(2)
C5 C4 C3 116.7(2)
C6 C5 C4 122.6(2)
C5 C6 C1 123.7(2)
O2 C7 O3 122.8(2)
O2 C7 C1 125.5(2)
O3 C7 C1 111.75(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.219(3)
O2 C7 1.199(3)
O3 C7 1.336(3)
O3 C8 1.447(3)
C1 C6 1.509(3)
C1 C7 1.528(3)
C1 C10 1.536(3)
C1 C2 1.553(3)
C2 C9 1.528(3)
C2 C3 1.529(3)
C3 C4 1.506(3)
C4 C5 1.451(3)
C5 C6 1.338(3)
