#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/69/1506985.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_1506985
loop_
_publ_author_name
'Isobe, Hiroyuki'
'Sato, Sota'
'Tanaka, Takatsugu'
'Tokuyama, Hidetoshi'
'Nakamura, Eiichi'
_publ_section_title
;
 Thermal and palladium-catalyzed [3 + 2] synthesis of cyclopentadienone
 acetals from cyclopropenone acetals and acetylenes.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              3569
_journal_page_last               3571
_journal_paper_doi               10.1021/ol0483450
_journal_volume                  6
_journal_year                    2004
_chemical_compound_source        'Nakamura laboratory'
_chemical_formula_moiety         'C24 H24 O9 '
_chemical_formula_sum            'C24 H24 O9'
_chemical_formula_weight         456.447
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 107.431(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.038(2)
_cell_length_b                   10.3700(6)
_cell_length_c                   18.678(2)
_cell_measurement_temperature    298
_cell_volume                     2224.6(5)
_computing_cell_refinement       'HKL Scalepack'
_computing_data_collection       'DIP Image plate'
_computing_data_reduction        'maXus (Mackay et al., 1999)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'maXus(Mackay et al., 1999)'
_computing_structure_refinement  'maXus(Mackay et al., 1999)'
_diffrn_measurement_device       'DIP Image plate'
_diffrn_measurement_method       IP
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3959
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.10
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.41
_refine_diff_density_rms         0.10
_refine_ls_extinction_coef       54E4(18)
_refine_ls_extinction_expression
;
 equation(22) p292 'Crystallographic Computing' (1970)
 coefficient is multiplied by 10^4
;
_refine_ls_extinction_method     Zachariasen
_refine_ls_goodness_of_fit_all   1.348
_refine_ls_goodness_of_fit_gt    1.355
_refine_ls_goodness_of_fit_ref   1.355
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     299
_refine_ls_number_reflns         2165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.138
_refine_ls_R_factor_gt           0.091
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details     ' w = 1 / ( s²(Fo²) + 0.10000 * Fo²)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.184
_refine_ls_wR_factor_gt          0.176
_refine_ls_wR_factor_ref         0.176
_reflns_d_resolution_high        0.64
_reflns_d_resolution_low         2.12
_reflns_limit_h_max              14
_reflns_limit_h_min              0
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              -22
_reflns_number_gt                2165
_reflns_number_total             4036
_reflns_threshold_expression     'I> 3.00 sigma(I)'
_cod_data_source_file            ol0483450si20040820_035617.cif
_cod_data_source_block           16
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2224.6(4)
_cod_original_sg_symbol_H-M      'P 21/n        '
_cod_original_formula_sum        'C24 H24 O9 '
_cod_database_code               1506985
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,-Y,-Z
'-X+ 1/2,+Y+ 1/2,-Z+ 1/2'
'+X+ 1/2,-Y+ 1/2,+Z+ 1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
O1 0.8164(3) 0.0246(3) 0.93426(17) 0.0498(17) 1.00 Uij
C2 0.6958(4) 0.0288(4) 0.9167(2) 0.044(2) 1.00 Uij
O3 0.6588(3) 0.0816(3) 0.97533(18) 0.0514(17) 1.00 Uij
O4 0.6021(3) 0.3046(3) 0.8764(2) 0.0641(19) 1.00 Uij
O5 0.5637(3) -0.1289(3) 0.69659(19) 0.063(2) 1.00 Uij
C6 0.6458(4) 0.2373(5) 0.8303(3) 0.053(3) 1.00 Uij
C7 0.6779(4) -0.2100(4) 0.9538(3) 0.050(2) 1.00 Uij
C8 0.7852(5) -0.2752(4) 0.9710(3) 0.058(3) 1.00 Uij
O9 0.6958(4) 0.2833(3) 0.7909(2) 0.073(2) 1.00 Uij
C10 0.6884(4) -0.1279(4) 0.8220(3) 0.046(2) 1.00 Uij
C11 0.6850(4) 0.0090(4) 0.7892(2) 0.047(2) 1.00 Uij
C12 0.6300(4) 0.0935(4) 0.8389(3) 0.050(2) 1.00 Uij
O13 0.3060(3) 0.0435(4) 0.7899(2) 0.083(2) 1.00 Uij
C14 0.5180(4) -0.0749(4) 0.8611(3) 0.052(3) 1.00 Uij
C15 0.6062(4) -0.2049(5) 0.7606(3) 0.056(3) 1.00 Uij
C16 0.4007(4) 0.1087(5) 0.7890(3) 0.056(3) 1.00 Uij
C17 0.7457(5) 0.0731(5) 1.0475(3) 0.068(3) 1.00 Uij
C18 0.8510(5) 0.1537(5) 1.0493(3) 0.059(3) 1.00 Uij
C19 0.6442(4) -0.1100(4) 0.8924(3) 0.046(2) 1.00 Uij
O20 0.3975(3) 0.2105(4) 0.7569(2) 0.080(2) 1.00 Uij
C21 0.5085(4) 0.0436(4) 0.8305(3) 0.049(2) 1.00 Uij
C22 0.6114(4) -0.0055(5) 0.7085(3) 0.062(3) 1.00 Uij
C23 0.6093(5) -0.2288(5) 1.0016(3) 0.063(3) 1.00 Uij
O24 0.5745(4) -0.3136(4) 0.7608(2) 0.079(2) 1.00 Uij
O25 0.5909(4) 0.0686(4) 0.6567(2) 0.086(3) 1.00 Uij
C26 0.8733(5) 0.1378(5) 0.9735(3) 0.061(3) 1.00 Uij
C27 0.8211(5) -0.3523(5) 1.0327(3) 0.073(3) 1.00 Uij
C28 0.6466(6) -0.3079(5) 1.0638(3) 0.077(4) 1.00 Uij
C29 0.7514(6) -0.3694(6) 1.0783(3) 0.079(4) 1.00 Uij
C30 0.6132(6) 0.4430(5) 0.8726(4) 0.085(4) 1.00 Uij
C31 0.9524(5) 0.1066(6) 1.1149(3) 0.078(4) 1.00 Uij
C32 0.8270(6) 0.2958(6) 1.0612(4) 0.089(4) 1.00 Uij
C33 0.1939(6) 0.1029(8) 0.7530(5) 0.109(5) 1.00 Uij
H29 0.776(3) -0.425(3) 1.1212(19) 0.096605 1.00 Uiso
H27 0.895(4) -0.395(4) 1.044(3) 0.090019 1.00 Uiso
H28 0.599(6) -0.319(6) 1.096(4) 0.095983 1.00 Uiso
H8 0.834(6) -0.266(5) 0.939(3) 0.075965 1.00 Uiso
H23 0.535(6) -0.187(6) 0.991(4) 0.081699 1.00 Uiso
H10 0.764(6) -0.168(6) 0.836(4) 0.064567 1.00 Uiso
H11 0.760(6) 0.044(5) 0.791(4) 0.065607 1.00 Uiso
H14 0.459(4) -0.135(5) 0.865(3) 0.071478 1.00 Uiso
H33A 0.133(5) 0.047(4) 0.757(3) 0.124416 1.00 Uiso
H33B 0.186774 0.116365 0.701005 0.124416 1.00 Uiso
H33C 0.188443 0.184257 0.776312 0.124416 1.00 Uiso
H30A 0.579398 0.483051 0.907503 0.102765 1.00 Uiso
H30B 0.573536 0.472260 0.822731 0.102765 1.00 Uiso
H30C 0.694106 0.465745 0.885184 0.102765 1.00 Uiso
H32A 0.894514 0.345662 1.061975 0.104946 1.00 Uiso
H32B 0.811(5) 0.306(5) 1.108(3) 0.104946 1.00 Uiso
H32C 0.762(8) 0.325(9) 1.021(5) 0.104946 1.00 Uiso
H31A 1.021(5) 0.156(5) 1.118(3) 0.094663 1.00 Uiso
H31B 0.967(4) 0.017(4) 1.108(3) 0.094663 1.00 Uiso
H31C 0.933(8) 0.117(9) 1.161(5) 0.094663 1.00 Uiso
H26A 0.956(5) 0.131(5) 0.982(3) 0.079327 1.00 Uiso
H26B 0.844(8) 0.213(9) 0.944(5) 0.079327 1.00 Uiso
H17A 0.713(5) 0.104(5) 1.086(3) 0.086213 1.00 Uiso
H17B 0.769432 -0.015128 1.057538 0.086213 1.00 Uiso
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 'Waasmaier & Kirfel, 1995'
'H ' 'H ' 0.0000 0.0000 'Waasmaier & Kirfel, 1995'
'O ' 'O ' 0.0106 0.0060 'Waasmaier & Kirfel, 1995'
loop_
_diffrn_radiation_wavelength
0.71073
