#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:58:29 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178414 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/35/4023540.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_4023540
loop_
_publ_author_name
'Kohei Ogawa'
'Shinya Minegishi'
'Koichi Komatsu'
'Toshikazu Kitagawa'
_publ_contact_author_address
;
    Department of Chemistry for Materials, Graduate School of Engineering, 
    Mie University, Tsu, Mie 514-8507, Japan. 
;
_publ_contact_author_email       ' kitagawa@chem.mie-u.ac.jp'
_publ_contact_author_fax         ' +81-59-231-9416 '
_publ_contact_author_name        ' Toshikazu Kitagawa '
_publ_contact_author_phone       ' +81-59-231-9416 '
_publ_section_title
;
 Generation and Reaction of a Phenyl-Substituted Cyclopentadienyl
 Cation Annelated with Two Homoadamantene Frameworks
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5248
_journal_page_last               5254
_journal_paper_doi               10.1021/jo800340g
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C30 H36 O'
_chemical_formula_sum            'C30 H36 O'
_chemical_formula_weight         412.59
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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                 97.847(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.0557(16)
_cell_length_b                   17.650(3)
_cell_length_c                   22.609(3)
_cell_measurement_temperature    100(2)
_cell_volume                     4370.6(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_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            11232
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9855
_exptl_absorpt_correction_T_min  0.9855
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3847
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.048
_refine_ls_shift/su_mean         0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0380P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0908
_reflns_number_gt                2757
_reflns_number_total             3847
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo800340g-File003.cif
_cod_data_source_block           6
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4023540
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.37284(11) 0.35591(6) 0.05698(5) 0.0231(3) Uani 1 1 d . . .
C1 C 0.41367(15) 0.46725(9) 0.12117(7) 0.0166(4) Uani 1 1 d . . .
C2 C 0.34288(15) 0.39240(9) 0.11158(7) 0.0175(4) Uani 1 1 d . . .
C23 C 0.17521(16) 0.67297(9) 0.13977(8) 0.0211(4) Uani 1 1 d . . .
H23 H 0.1557 0.7098 0.1707 0.025 Uiso 1 1 calc R . .
C5 C 0.33371(15) 0.52500(9) 0.10977(7) 0.0165(4) Uani 1 1 d . . .
C17 C 0.08744(16) 0.37173(9) 0.17879(7) 0.0220(4) Uani 1 1 d . . .
H17A H 0.0902 0.4254 0.1915 0.026 Uiso 1 1 calc R . .
H17B H 0.0056 0.3516 0.1833 0.026 Uiso 1 1 calc R . .
C10 C 0.75076(16) 0.42646(10) 0.12675(8) 0.0238(4) Uani 1 1 d . . .
H10 H 0.8020 0.3913 0.1103 0.029 Uiso 1 1 calc R . .
C27 C 0.35957(16) 0.60795(9) 0.10243(7) 0.0182(4) Uani 1 1 d . . .
H27 H 0.4503 0.6141 0.1068 0.022 Uiso 1 1 calc R . .
C26 C 0.30781(16) 0.63533(10) 0.03932(7) 0.0209(4) Uani 1 1 d . . .
H26A H 0.3538 0.6809 0.0299 0.025 Uiso 1 1 calc R . .
H26B H 0.3224 0.5955 0.0103 0.025 Uiso 1 1 calc R . .
C14 C 0.20206(16) 0.23500(9) 0.13829(7) 0.0206(4) Uani 1 1 d . . .
H14 H 0.1888 0.1808 0.1262 0.025 Uiso 1 1 calc R . .
C13 C 0.33826(16) 0.25225(9) 0.14105(8) 0.0216(4) Uani 1 1 d . . .
H13A H 0.3627 0.2438 0.1010 0.026 Uiso 1 1 calc R . .
H13B H 0.3849 0.2162 0.1690 0.026 Uiso 1 1 calc R . .
C18 C 0.10613(16) 0.36741(9) 0.11269(7) 0.0197(4) Uani 1 1 d . . .
H18 H 0.0311 0.3884 0.0885 0.024 Uiso 1 1 calc R . .
C9 C 0.80226(17) 0.48344(10) 0.16440(8) 0.0234(4) Uani 1 1 d . . .
H9 H 0.8884 0.4877 0.1736 0.028 Uiso 1 1 calc R . .
C4 C 0.20744(15) 0.49486(9) 0.10051(7) 0.0169(4) Uani 1 1 d . . .
C25 C 0.17115(16) 0.65461(9) 0.03037(8) 0.0211(4) Uani 1 1 d . . .
H25 H 0.1515 0.6802 -0.0093 0.025 Uiso 1 1 calc R . .
C28 C 0.08633(16) 0.58639(9) 0.03113(7) 0.0213(4) Uani 1 1 d . . .
H28A H 0.1043 0.5499 0.0002 0.026 Uiso 1 1 calc R . .
H28B H 0.0009 0.6036 0.0204 0.026 Uiso 1 1 calc R . .
C16 C 0.18405(16) 0.32711(9) 0.21943(8) 0.0208(4) Uani 1 1 d . . .
H16 H 0.1656 0.3320 0.2613 0.025 Uiso 1 1 calc R . .
C11 C 0.62496(16) 0.42059(9) 0.11300(7) 0.0205(4) Uani 1 1 d . . .
H11 H 0.5910 0.3809 0.0876 0.025 Uiso 1 1 calc R . .
C12 C 0.37286(16) 0.33323(9) 0.16113(7) 0.0191(4) Uani 1 1 d . . .
H12 H 0.4635 0.3339 0.1724 0.023 Uiso 1 1 calc R . .
C8 C 0.72639(16) 0.53389(9) 0.18832(8) 0.0222(4) Uani 1 1 d . . .
H8 H 0.7608 0.5730 0.2142 0.027 Uiso 1 1 calc R . .
C3 C 0.21093(15) 0.41872(9) 0.10398(7) 0.0171(4) Uani 1 1 d . . .
C6 C 0.54739(16) 0.47207(9) 0.13583(7) 0.0175(4) Uani 1 1 d . . .
C15 C 0.16924(16) 0.24374(9) 0.20133(7) 0.0206(4) Uani 1 1 d . . .
H15A H 0.2237 0.2118 0.2295 0.025 Uiso 1 1 calc R . .
H15B H 0.0839 0.2273 0.2024 0.025 Uiso 1 1 calc R . .
C29 C 0.31256(16) 0.65696(9) 0.15101(8) 0.0212(4) Uani 1 1 d . . .
H29A H 0.3318 0.6310 0.1900 0.025 Uiso 1 1 calc R . .
H29B H 0.3569 0.7058 0.1538 0.025 Uiso 1 1 calc R . .
C19 C 0.31665(15) 0.35353(10) 0.21815(7) 0.0215(4) Uani 1 1 d . . .
H19A H 0.3686 0.3312 0.2529 0.026 Uiso 1 1 calc R . .
H19B H 0.3195 0.4093 0.2231 0.026 Uiso 1 1 calc R . .
C24 C 0.14525(17) 0.71073(9) 0.07855(8) 0.0225(4) Uani 1 1 d . . .
H24A H 0.0583 0.7259 0.0719 0.027 Uiso 1 1 calc R . .
H24B H 0.1958 0.7567 0.0768 0.027 Uiso 1 1 calc R . .
C22 C 0.09422(16) 0.60288(9) 0.14302(8) 0.0214(4) Uani 1 1 d . . .
H22A H 0.0089 0.6199 0.1429 0.026 Uiso 1 1 calc R . .
H22B H 0.1198 0.5768 0.1815 0.026 Uiso 1 1 calc R . .
C20 C 0.11886(17) 0.28410(9) 0.09379(8) 0.0229(4) Uani 1 1 d . . .
H20A H 0.0366 0.2609 0.0875 0.028 Uiso 1 1 calc R . .
H20B H 0.1509 0.2833 0.0550 0.028 Uiso 1 1 calc R . .
C21 C 0.09751(15) 0.54512(9) 0.09180(7) 0.0189(4) Uani 1 1 d . . .
H21 H 0.0241 0.5118 0.0911 0.023 Uiso 1 1 calc R . .
C7 C 0.60103(16) 0.52789(9) 0.17492(7) 0.0198(4) Uani 1 1 d . . .
H7 H 0.5503 0.5623 0.1925 0.024 Uiso 1 1 calc R . .
C30 C 0.35705(19) 0.40002(11) 0.00439(8) 0.0322(5) Uani 1 1 d . . .
H30A H 0.2727 0.4184 -0.0031 0.048 Uiso 1 1 calc R . .
H30B H 0.3744 0.3690 -0.0294 0.048 Uiso 1 1 calc R . .
H30C H 0.4131 0.4433 0.0092 0.048 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
C30 O1 C2 116.71(12) . . ?
C5 C1 C6 127.59(15) . . ?
C5 C1 C2 108.33(14) . . ?
C6 C1 C2 123.92(15) . . ?
O1 C2 C3 111.24(13) . . ?
O1 C2 C12 105.31(12) . . ?
C3 C2 C12 113.54(13) . . ?
O1 C2 C1 109.07(12) . . ?
C3 C2 C1 102.48(13) . . ?
C12 C2 C1 115.29(13) . . ?
C24 C23 C29 108.52(14) . . ?
C24 C23 C22 109.79(14) . . ?
C29 C23 C22 114.52(14) . . ?
C1 C5 C4 109.60(14) . . ?
C1 C5 C27 128.74(16) . . ?
C4 C5 C27 121.54(15) . . ?
C16 C17 C18 112.51(14) . . ?
C11 C10 C9 120.42(17) . . ?
C5 C27 C26 110.80(14) . . ?
C5 C27 C29 112.29(13) . . ?
C26 C27 C29 111.39(14) . . ?
C25 C26 C27 115.22(14) . . ?
C15 C14 C13 107.47(14) . . ?
C15 C14 C20 110.95(14) . . ?
C13 C14 C20 114.39(14) . . ?
C14 C13 C12 113.73(14) . . ?
C3 C18 C17 107.78(13) . . ?
C3 C18 C20 115.87(14) . . ?
C17 C18 C20 110.22(13) . . ?
C8 C9 C10 119.09(17) . . ?
C3 C4 C5 109.34(15) . . ?
C3 C4 C21 128.02(16) . . ?
C5 C4 C21 122.58(14) . . ?
C28 C25 C24 109.14(14) . . ?
C28 C25 C26 114.73(14) . . ?
C24 C25 C26 109.06(14) . . ?
C25 C28 C21 114.04(14) . . ?
C17 C16 C15 107.11(14) . . ?
C17 C16 C19 114.89(14) . . ?
C15 C16 C19 110.67(14) . . ?
C10 C11 C6 121.09(17) . . ?
C13 C12 C2 113.46(14) . . ?
C13 C12 C19 110.50(13) . . ?
C2 C12 C19 112.30(13) . . ?
C7 C8 C9 120.57(17) . . ?
C4 C3 C18 126.29(16) . . ?
C4 C3 C2 109.36(15) . . ?
C18 C3 C2 123.11(14) . . ?
C11 C6 C7 117.57(16) . . ?
C11 C6 C1 121.85(15) . . ?
C7 C6 C1 120.55(15) . . ?
C14 C15 C16 108.46(13) . . ?
C23 C29 C27 114.09(14) . . ?
C16 C19 C12 115.87(14) . . ?
C25 C24 C23 108.90(14) . . ?
C23 C22 C21 114.95(14) . . ?
C14 C20 C18 115.19(14) . . ?
C4 C21 C28 111.23(13) . . ?
C4 C21 C22 113.20(14) . . ?
C28 C21 C22 110.31(13) . . ?
C8 C7 C6 121.20(16) . . ?
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 C30 1.412(2) . ?
O1 C2 1.4696(18) . ?
C1 C5 1.351(2) . ?
C1 C6 1.473(2) . ?
C1 C2 1.536(2) . ?
C2 C3 1.518(2) . ?
C2 C12 1.534(2) . ?
C23 C24 1.531(2) . ?
C23 C29 1.531(2) . ?
C23 C22 1.535(2) . ?
C5 C4 1.482(2) . ?
C5 C27 1.505(2) . ?
C17 C16 1.529(2) . ?
C17 C18 1.538(2) . ?
C10 C11 1.387(2) . ?
C10 C9 1.388(2) . ?
C27 C26 1.541(2) . ?
C27 C29 1.543(2) . ?
C26 C25 1.535(2) . ?
C14 C15 1.526(2) . ?
C14 C13 1.529(2) . ?
C14 C20 1.535(2) . ?
C13 C12 1.532(2) . ?
C18 C3 1.505(2) . ?
C18 C20 1.543(2) . ?
C9 C8 1.383(2) . ?
C4 C3 1.346(2) . ?
C4 C21 1.496(2) . ?
C25 C28 1.528(2) . ?
C25 C24 1.528(2) . ?
C28 C21 1.543(2) . ?
C16 C15 1.530(2) . ?
C16 C19 1.542(2) . ?
C11 C6 1.396(2) . ?
C12 C19 1.548(2) . ?
C8 C7 1.382(2) . ?
C6 C7 1.400(2) . ?
C22 C21 1.547(2) . ?
