#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/12/7051209.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_7051209
loop_
_publ_author_name
'Banciu, Mircea D.'
'Castellano, Eduardo E.'
'Ellena, Javier'
'Haiduc, Ionel'
'Draghici, Constantin'
'Balaban, Alexandru T.'
_publ_section_title
;
 Serendipitous, one-pot formation of 2,3,7-triphenylcyclopenta[c]pyran
 from 1,2-diphenylethanedione
 (â€œbenzilâ€ ) and cyclopentadiene
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1472
_journal_paper_doi               10.1039/b105878a
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C26 H18 O'
_chemical_formula_weight         346.40
_chemical_name_systematic
;
2,3,7-Triphenylcyclopenta[c]pyran
;
_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
_cell_angle_alpha                98.303(2)
_cell_angle_beta                 94.060(3)
_cell_angle_gamma                96.414(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2130(4)
_cell_length_b                   9.9120(4)
_cell_length_c                   11.5310(5)
_cell_measurement_reflns_used    13322
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     919.44(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'φ scans and ω scans winth κ offsets'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6152
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0955P)²+0.0367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1250
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                2504
_reflns_number_total             3243
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b105878a.txt
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               7051209
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
O1 O 0.86041(14) 0.27159(11) -0.07083(9) 0.0504(3) Uani 1 1 d . . .
C1 C 0.9427(2) 0.20269(16) -0.15393(14) 0.0470(4) Uani 1 1 d . . .
C2 C 1.0843(2) 0.15332(17) -0.12135(15) 0.0500(4) Uani 1 1 d . . .
C3 C 1.1961(2) 0.07687(19) -0.18449(17) 0.0615(5) Uani 1 1 d . . .
H3 H 1.1860 0.0440 -0.2647 0.074 Uiso 1 1 calc R . .
C4 C 1.3202(3) 0.0613(2) -0.10482(19) 0.0696(6) Uani 1 1 d . . .
H4 H 1.4097 0.0150 -0.1230 0.083 Uiso 1 1 calc R . .
C5 C 1.2948(2) 0.1252(2) 0.00984(17) 0.0639(5) Uani 1 1 d . . .
H5 H 1.3644 0.1289 0.0777 0.077 Uiso 1 1 calc R . .
C6 C 1.1490(2) 0.18069(17) 0.00247(15) 0.0506(4) Uani 1 1 d . . .
C7 C 1.0584(2) 0.25405(16) 0.08688(14) 0.0471(4) Uani 1 1 d . . .
C8 C 0.9147(2) 0.29464(17) 0.04731(14) 0.0470(4) Uani 1 1 d . . .
C11 C 0.8539(2) 0.18849(16) -0.27122(14) 0.0479(4) Uani 1 1 d . . .
C12 C 0.9361(2) 0.1833(2) -0.37281(15) 0.0602(5) Uani 1 1 d . . .
H12 H 1.0504 0.1916 -0.3672 0.072 Uiso 1 1 calc R . .
C13 C 0.8490(3) 0.1660(2) -0.48229(16) 0.0678(5) Uani 1 1 d . . .
H13 H 0.9051 0.1629 -0.5497 0.081 Uiso 1 1 calc R . .
C14 C 0.6807(3) 0.15343(19) -0.49187(17) 0.0652(5) Uani 1 1 d . . .
H14 H 0.6226 0.1402 -0.5657 0.078 Uiso 1 1 calc R . .
C15 C 0.5976(3) 0.1604(2) -0.39191(17) 0.0637(5) Uani 1 1 d . . .
H15 H 0.4833 0.1530 -0.3984 0.076 Uiso 1 1 calc R . .
C16 C 0.6830(2) 0.17838(18) -0.28196(16) 0.0550(4) Uani 1 1 d . . .
H16 H 0.6260 0.1837 -0.2149 0.066 Uiso 1 1 calc R . .
C21 C 0.7956(2) 0.36743(16) 0.11420(14) 0.0464(4) Uani 1 1 d . . .
C22 C 0.7356(2) 0.48023(18) 0.07513(16) 0.0576(5) Uani 1 1 d . . .
H22 H 0.7713 0.5093 0.0070 0.069 Uiso 1 1 calc R . .
C23 C 0.6239(3) 0.5495(2) 0.13601(18) 0.0649(5) Uani 1 1 d . . .
H23 H 0.5860 0.6258 0.1097 0.078 Uiso 1 1 calc R . .
C24 C 0.5686(2) 0.5057(2) 0.23564(17) 0.0652(5) Uani 1 1 d . . .
H24 H 0.4927 0.5521 0.2766 0.078 Uiso 1 1 calc R . .
C25 C 0.6252(3) 0.3934(2) 0.27493(17) 0.0658(5) Uani 1 1 d . . .
H25 H 0.5871 0.3638 0.3422 0.079 Uiso 1 1 calc R . .
C26 C 0.7382(2) 0.32458(18) 0.21490(15) 0.0567(5) Uani 1 1 d . . .
H26 H 0.7762 0.2489 0.2421 0.068 Uiso 1 1 calc R . .
C31 C 1.1222(2) 0.28594(16) 0.21312(14) 0.0475(4) Uani 1 1 d . . .
C32 C 1.1347(2) 0.41748(18) 0.27574(16) 0.0573(5) Uani 1 1 d . . .
H32 H 1.1021 0.4886 0.2386 0.069 Uiso 1 1 calc R . .
C33 C 1.1953(3) 0.4441(2) 0.39268(18) 0.0685(6) Uani 1 1 d . . .
H33 H 1.2014 0.5326 0.4341 0.082 Uiso 1 1 calc R . .
C34 C 1.2466(3) 0.3404(2) 0.44818(18) 0.0694(6) Uani 1 1 d . . .
H34 H 1.2879 0.3587 0.5268 0.083 Uiso 1 1 calc R . .
C35 C 1.2364(3) 0.2096(2) 0.38693(17) 0.0650(5) Uani 1 1 d . . .
H35 H 1.2715 0.1394 0.4241 0.078 Uiso 1 1 calc R . .
C36 C 1.1746(2) 0.18246(18) 0.27093(15) 0.0546(4) Uani 1 1 d . . .
H36 H 1.1676 0.0935 0.2304 0.065 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 0.0033 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
C1 O1 C8 122.62(12) . . ?
O1 C1 C2 119.69(15) . . ?
O1 C1 C11 111.01(13) . . ?
C2 C1 C11 129.24(15) . . ?
C1 C2 C3 133.57(16) . . ?
C1 C2 C6 119.13(15) . . ?
C3 C2 C6 107.29(15) . . ?
C4 C3 C2 106.85(17) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
C3 C4 C5 111.00(17) . . ?
C3 C4 H4 124.5 . . ?
C5 C4 H4 124.5 . . ?
C6 C5 C4 107.78(17) . . ?
C6 C5 H5 126.1 . . ?
C4 C5 H5 126.1 . . ?
C5 C6 C7 133.75(16) . . ?
C5 C6 C2 107.06(15) . . ?
C7 C6 C2 119.20(14) . . ?
C8 C7 C6 117.71(15) . . ?
C8 C7 C31 121.69(15) . . ?
C6 C7 C31 120.60(14) . . ?
C7 C8 O1 121.54(15) . . ?
C7 C8 C21 129.22(15) . . ?
O1 C8 C21 109.23(13) . . ?
C12 C11 C16 118.60(16) . . ?
C12 C11 C1 121.76(16) . . ?
C16 C11 C1 119.64(15) . . ?
C13 C12 C11 120.46(19) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 120.39(19) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.83(18) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.42(19) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 120.28(17) . . ?
C15 C16 H16 119.9 . . ?
C11 C16 H16 119.9 . . ?
C26 C21 C22 118.46(16) . . ?
C26 C21 C8 121.66(14) . . ?
C22 C21 C8 119.87(15) . . ?
C23 C22 C21 120.87(17) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 119.85(17) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.12(18) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 120.22(18) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 120.47(16) . . ?
C25 C26 H26 119.8 . . ?
C21 C26 H26 119.8 . . ?
C32 C31 C36 118.10(15) . . ?
C32 C31 C7 122.00(14) . . ?
C36 C31 C7 119.89(15) . . ?
C33 C32 C31 120.70(17) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C32 120.29(18) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 119.69(18) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 120.16(18) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 121.05(17) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
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 C1 1.3591(19) . ?
O1 C8 1.3813(18) . ?
C1 C2 1.361(2) . ?
C1 C11 1.471(2) . ?
C2 C3 1.428(2) . ?
C2 C6 1.464(2) . ?
C3 C4 1.360(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.421(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.431(2) . ?
C7 C8 1.359(2) . ?
C7 C31 1.488(2) . ?
C8 C21 1.475(2) . ?
C11 C12 1.390(2) . ?
C11 C16 1.392(3) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C26 1.388(2) . ?
C21 C22 1.391(2) . ?
C22 C23 1.378(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.374(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(2) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C31 C32 1.385(2) . ?
C31 C36 1.392(2) . ?
C32 C33 1.381(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.376(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.374(2) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 O1 C1 C2 0.1(2) . . . . ?
C8 O1 C1 C11 177.73(13) . . . . ?
O1 C1 C2 C3 178.88(18) . . . . ?
C11 C1 C2 C3 1.8(3) . . . . ?
O1 C1 C2 C6 -2.6(2) . . . . ?
C11 C1 C2 C6 -179.69(16) . . . . ?
C1 C2 C3 C4 177.8(2) . . . . ?
C6 C2 C3 C4 -0.9(2) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C4 C5 C6 C7 178.74(19) . . . . ?
C4 C5 C6 C2 -1.5(2) . . . . ?
C1 C2 C6 C5 -177.38(17) . . . . ?
C3 C2 C6 C5 1.5(2) . . . . ?
C1 C2 C6 C7 2.4(2) . . . . ?
C3 C2 C6 C7 -178.71(15) . . . . ?
C5 C6 C7 C8 179.98(19) . . . . ?
C2 C6 C7 C8 0.3(2) . . . . ?
C5 C6 C7 C31 0.9(3) . . . . ?
C2 C6 C7 C31 -178.84(14) . . . . ?
C6 C7 C8 O1 -2.8(2) . . . . ?
C31 C7 C8 O1 176.34(14) . . . . ?
C6 C7 C8 C21 178.15(15) . . . . ?
C31 C7 C8 C21 -2.8(3) . . . . ?
C1 O1 C8 C7 2.7(2) . . . . ?
C1 O1 C8 C21 -178.03(13) . . . . ?
O1 C1 C11 C12 149.45(16) . . . . ?
C2 C1 C11 C12 -33.2(3) . . . . ?
O1 C1 C11 C16 -31.3(2) . . . . ?
C2 C1 C11 C16 146.05(18) . . . . ?
C16 C11 C12 C13 -1.1(3) . . . . ?
C1 C11 C12 C13 178.16(16) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C15 1.1(3) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C14 C15 C16 C11 -0.5(3) . . . . ?
C12 C11 C16 C15 1.5(3) . . . . ?
C1 C11 C16 C15 -177.85(15) . . . . ?
C7 C8 C21 C26 -48.9(3) . . . . ?
O1 C8 C21 C26 131.96(16) . . . . ?
C7 C8 C21 C22 132.6(2) . . . . ?
O1 C8 C21 C22 -46.6(2) . . . . ?
C26 C21 C22 C23 1.2(3) . . . . ?
C8 C21 C22 C23 179.80(17) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C25 C26 C21 -0.2(3) . . . . ?
C22 C21 C26 C25 -0.5(3) . . . . ?
C8 C21 C26 C25 -179.13(17) . . . . ?
C8 C7 C31 C32 -50.1(2) . . . . ?
C6 C7 C31 C32 129.02(18) . . . . ?
C8 C7 C31 C36 131.29(18) . . . . ?
C6 C7 C31 C36 -49.6(2) . . . . ?
C36 C31 C32 C33 -1.0(3) . . . . ?
C7 C31 C32 C33 -179.64(17) . . . . ?
C31 C32 C33 C34 1.1(3) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C33 C34 C35 C36 -0.3(3) . . . . ?
C34 C35 C36 C31 0.4(3) . . . . ?
C32 C31 C36 C35 0.2(3) . . . . ?
C7 C31 C36 C35 178.94(17) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9385233
