#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/75/4107518.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_4107518
loop_
_publ_author_name
'Yoshihiro Yamauchi'
'Masahiro Yuki'
'Yoshiaki Tanabe'
'Yoshihiro Miyake'
'Youichi Inada'
'Sakae Uemura'
'Yoshiaki Nishibayashi'
_publ_contact_author_email       ynishiba@sogo.t.u-tokyo.ac.jp
_publ_contact_author_fax         +81-3-5841-1175
_publ_contact_author_name        'Yoshiaki Nishibayashi'
_publ_contact_author_phone       +81-3-5841-1175
_publ_section_title
;
 Ruthenium-Catalyzed Vinylic Substitution Reactions with Nucleophiles via
 Butatrienylidene Intermediates
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2908
_journal_page_last               2909
_journal_paper_doi               10.1021/ja710013y
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C15 H12 O2 '
_chemical_formula_sum            'C15 H12 O2'
_chemical_formula_weight         224.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.1092(14)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   13.9616(4)
_cell_length_b                   5.5553(2)
_cell_length_c                   15.2886(5)
_cell_measurement_reflns_used    6494
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      2.7
_cell_volume                     1184.99(7)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10452
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       platelet
_exptl_crystal_F_000             472.00
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2692
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0001Fo² + 2.2750σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0622
_reflns_number_gt                1898
_reflns_number_total             2693
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja710013y-file002_2.cif
_cod_data_source_block           '_Compound4aa_________________'
_cod_original_formula_sum        'C15 H12 O2 '
_cod_database_code               4107518
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+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
O(1) O 0.35110(5) 0.54036(13) 0.21086(5) 0.0430(2) Uani 1.00 1 d .
O(2) O 0.36005(5) 1.12207(15) 0.43658(5) 0.0590(2) Uani 1.00 1 d .
C(1) C 0.29162(8) 0.9693(2) 0.06017(8) 0.0540(3) Uani 1.00 1 d .
C(2) C 0.27684(7) 0.8051(2) 0.10687(7) 0.0406(3) Uani 1.00 1 d .
C(3) C 0.26439(7) 0.60990(18) 0.16542(6) 0.0363(2) Uani 1.00 1 d .
C(4) C 0.18612(7) 0.48449(18) 0.18263(6) 0.0357(2) Uani 1.00 1 d .
C(5) C 0.08739(7) 0.51426(17) 0.14928(6) 0.0317(2) Uani 1.00 1 d .
C(6) C 0.05391(8) 0.71338(18) 0.10166(6) 0.0360(2) Uani 1.00 1 d .
C(7) C -0.04107(8) 0.73112(19) 0.07469(6) 0.0395(3) Uani 1.00 1 d .
C(8) C -0.10533(8) 0.5512(2) 0.09435(7) 0.0403(3) Uani 1.00 1 d .
C(9) C -0.07372(8) 0.3546(2) 0.14198(6) 0.0410(3) Uani 1.00 1 d .
C(10) C 0.02135(7) 0.33655(19) 0.16964(6) 0.0371(3) Uani 1.00 1 d .
C(11) C 0.37492(7) 0.67566(19) 0.28185(7) 0.0361(2) Uani 1.00 1 d .
C(12) C 0.32935(7) 0.86552(19) 0.31350(6) 0.0370(2) Uani 1.00 1 d .
C(13) C 0.38073(7) 0.9490(2) 0.39100(7) 0.0414(3) Uani 1.00 1 d .
C(14) C 0.46643(7) 0.7873(2) 0.40806(7) 0.0482(3) Uani 1.00 1 d .
C(15) C 0.46366(7) 0.6074(2) 0.33259(7) 0.0440(3) Uani 1.00 1 d .
H(1) H 0.3035 1.1013 0.0226 0.065 Uiso 1.00 1 c R
H(2) H 0.1959 0.3556 0.2228 0.043 Uiso 1.00 1 c R
H(3) H 0.0972 0.8384 0.0877 0.043 Uiso 1.00 1 c R
H(4) H -0.0626 0.8680 0.0423 0.047 Uiso 1.00 1 c R
H(5) H -0.1706 0.5632 0.0752 0.048 Uiso 1.00 1 c R
H(6) H -0.1175 0.2306 0.1559 0.049 Uiso 1.00 1 c R
H(7) H 0.0420 0.2008 0.2031 0.044 Uiso 1.00 1 c R
H(8) H 0.2722 0.9346 0.2889 0.044 Uiso 1.00 1 c R
H(9) H 0.5241 0.8781 0.4085 0.058 Uiso 1.00 1 c R
H(10) H 0.4616 0.7063 0.4624 0.058 Uiso 1.00 1 c R
H(11) H 0.4598 0.4469 0.3536 0.053 Uiso 1.00 1 c R
H(12) H 0.5185 0.6235 0.2981 0.053 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, 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_publ_flag
C(3) O(1) C(11) 114.82(7) yes
C(1) C(2) C(3) 176.67(10) yes
O(1) C(3) C(2) 113.09(8) yes
O(1) C(3) C(4) 116.77(8) yes
C(2) C(3) C(4) 130.14(9) yes
C(3) C(4) C(5) 130.00(9) yes
C(4) C(5) C(6) 124.42(9) yes
C(4) C(5) C(10) 117.72(8) yes
C(6) C(5) C(10) 117.80(9) yes
C(5) C(6) C(7) 120.87(9) yes
C(6) C(7) C(8) 120.53(9) yes
C(7) C(8) C(9) 119.37(10) yes
C(8) C(9) C(10) 120.34(10) yes
C(5) C(10) C(9) 121.08(9) yes
O(1) C(11) C(12) 128.71(9) yes
O(1) C(11) C(15) 116.93(8) yes
C(12) C(11) C(15) 114.37(9) yes
C(11) C(12) C(13) 108.91(8) yes
O(2) C(13) C(12) 126.80(9) yes
O(2) C(13) C(14) 124.66(9) yes
C(12) C(13) C(14) 108.54(9) yes
C(13) C(14) C(15) 105.13(8) yes
C(11) C(15) C(14) 103.00(8) yes
C(2) C(1) H(1) 180.0 no
C(3) C(4) H(2) 115.0 no
C(5) C(4) H(2) 115.0 no
C(5) C(6) H(3) 119.6 no
C(7) C(6) H(3) 119.6 no
C(6) C(7) H(4) 119.7 no
C(8) C(7) H(4) 119.7 no
C(7) C(8) H(5) 120.3 no
C(9) C(8) H(5) 120.3 no
C(8) C(9) H(6) 119.8 no
C(10) C(9) H(6) 119.8 no
C(5) C(10) H(7) 119.5 no
C(9) C(10) H(7) 119.5 no
C(11) C(12) H(8) 125.5 no
C(13) C(12) H(8) 125.5 no
C(13) C(14) H(9) 110.5 no
C(13) C(14) H(10) 110.5 no
C(15) C(14) H(9) 110.5 no
C(15) C(14) H(10) 110.5 no
H(9) C(14) H(10) 109.5 no
C(11) C(15) H(11) 111.1 no
C(11) C(15) H(12) 111.1 no
C(14) C(15) H(11) 111.1 no
C(14) C(15) H(12) 111.1 no
H(11) C(15) H(12) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(3) 1.4267(11) yes
O(1) C(11) 1.3516(12) yes
O(2) C(13) 1.2280(13) yes
C(1) C(2) 1.1810(17) yes
C(2) C(3) 1.4210(14) yes
C(3) C(4) 1.3304(13) yes
C(4) C(5) 1.4614(13) yes
C(5) C(6) 1.3954(13) yes
C(5) C(10) 1.3938(14) yes
C(6) C(7) 1.3777(15) yes
C(7) C(8) 1.3836(15) yes
C(8) C(9) 1.3764(15) yes
C(9) C(10) 1.3818(14) yes
C(11) C(12) 1.3319(14) yes
C(11) C(15) 1.4866(14) yes
C(12) C(13) 1.4391(14) yes
C(13) C(14) 1.5113(14) yes
C(14) C(15) 1.5259(15) yes
C(1) H(1) 0.950 no
C(4) H(2) 0.950 no
C(6) H(3) 0.950 no
C(7) H(4) 0.950 no
C(8) H(5) 0.950 no
C(9) H(6) 0.950 no
C(10) H(7) 0.950 no
C(12) H(8) 0.950 no
C(14) H(9) 0.950 no
C(14) H(10) 0.950 no
C(15) H(11) 0.950 no
C(15) H(12) 0.950 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660298
