#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/93/4109317.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_4109317
loop_
_publ_author_name
'Takayuki Kudoh'
'Tomoko Mori'
'Mitsuhito Shirahama'
'Masashi Yamada'
'Teruhiko Ishikawa'
'Seiki Saito'
'Hisayoshi Kobayashi'
_publ_contact_author_address     'Okayama Univ., Tsushima, Okayama, Jap.'
_publ_contact_author_email       seisaito@biotech.okayama-u.ac.jp
_publ_contact_author_fax         '+81 86-251-8209'
_publ_contact_author_name        'Prof Seiki Saito'
_publ_contact_author_phone       '+81 86-251-8209'
_publ_section_title
;
 Intramolecular Anionic Diels-Alder Reactions of
 1-Aryl-4-oxahepta-1,6-diyne Systems in DMSO
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4939
_journal_page_last               4947
_journal_paper_doi               10.1021/ja066485u
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C16 H12 O '
_chemical_formula_sum            'C16 H12 O'
_chemical_formula_weight         220.27
_chemical_melting_point          375
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2004-09-13
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                69.63(4)
_cell_angle_beta                 66.86(7)
_cell_angle_gamma                84.08(5)
_cell_formula_units_Z            4
_cell_length_a                   9.429(8)
_cell_length_b                   11.85(1)
_cell_length_c                   11.96(2)
_cell_measurement_reflns_used    3014
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      66.6
_cell_measurement_theta_min      4.3
_cell_volume                     1151(2)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    directMethod
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9090
_diffrn_measured_fraction_theta_max 0.9090
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5419
_diffrn_reflns_av_R_equivalents  0.078
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23256
_diffrn_reflns_theta_full        68.04
_diffrn_reflns_theta_max         68.04
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_F_000             464.00
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.13
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   5.358
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     331
_refine_ls_number_reflns         1474
_refine_ls_R_factor_gt           0.0580
_refine_ls_shift/su_max          0.0110
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.0'
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0560
_reflns_number_gt                1474
_reflns_number_total             3828
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja066485usi20060907_105224.cif
_cod_data_source_block           '_Phenanthrene_____________'
_cod_original_formula_sum        'C16 H12 O '
_cod_database_code               4109317
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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
O(1) O 0.1755(8) 0.9196(7) 0.4221(6) 0.145(3) Uani 1.00 1 d .
O(2) O 0.216(1) 0.4132(7) 1.4327(6) 0.151(4) Uani 1.00 1 d .
C(1) C 0.2130(8) 0.9508(7) -0.1062(7) 0.069(3) Uani 1.00 1 d .
C(2) C 0.3263(8) 1.0377(7) -0.1986(7) 0.083(3) Uani 1.00 1 d .
C(3) C 0.3728(9) 1.0613(7) -0.3301(8) 0.094(3) Uani 1.00 1 d .
C(4) C 0.308(1) 0.9982(8) -0.3757(8) 0.099(3) Uani 1.00 1 d .
C(5) C 0.1930(9) 0.9125(8) -0.2880(9) 0.092(3) Uani 1.00 1 d .
C(6) C 0.1421(8) 0.8855(7) -0.1509(8) 0.072(3) Uani 1.00 1 d .
C(7) C 0.0256(9) 0.7934(7) -0.0602(8) 0.082(3) Uani 1.00 1 d .
C(8) C -0.0152(8) 0.7661(6) 0.0696(8) 0.078(3) Uani 1.00 1 d .
C(9) C 0.0536(8) 0.8280(6) 0.1187(8) 0.073(3) Uani 1.00 1 d .
C(10) C 0.0106(9) 0.7942(7) 0.2550(7) 0.085(3) Uani 1.00 1 d .
C(11) C 0.0802(9) 0.8570(7) 0.2992(8) 0.081(3) Uani 1.00 1 d .
C(12) C 0.059(1) 0.8417(8) 0.4359(8) 0.115(4) Uani 1.00 1 d .
C(13) C 0.2331(9) 1.0042(8) 0.2936(8) 0.104(3) Uani 1.00 1 d .
C(14) C 0.1890(9) 0.9546(7) 0.2130(8) 0.079(3) Uani 1.00 1 d .
C(15) C 0.2305(8) 0.9850(6) 0.0842(7) 0.075(3) Uani 1.00 1 d .
C(16) C 0.1664(8) 0.9225(6) 0.0326(7) 0.064(2) Uani 1.00 1 d .
C(17) C 0.3130(8) 0.4472(6) 0.8880(7) 0.069(2) Uani 1.00 1 d .
C(18) C 0.2138(9) 0.5373(7) 0.8474(7) 0.083(3) Uani 1.00 1 d .
C(19) C 0.205(1) 0.5632(8) 0.7292(8) 0.102(3) Uani 1.00 1 d .
C(20) C 0.290(1) 0.499(1) 0.6469(9) 0.116(4) Uani 1.00 1 d .
C(21) C 0.390(1) 0.4143(9) 0.682(1) 0.111(4) Uani 1.00 1 d .
C(22) C 0.4013(9) 0.3874(8) 0.8028(9) 0.085(3) Uani 1.00 1 d .
C(23) C 0.505(1) 0.2976(9) 0.839(1) 0.113(4) Uani 1.00 1 d .
C(24) C 0.515(1) 0.2720(8) 0.956(1) 0.111(4) Uani 1.00 1 d .
C(25) C 0.4253(9) 0.3288(7) 1.046(1) 0.086(3) Uani 1.00 1 d .
C(26) C 0.437(1) 0.2979(8) 1.168(1) 0.106(4) Uani 1.00 1 d .
C(27) C 0.348(1) 0.3529(8) 1.254(1) 0.098(4) Uani 1.00 1 d .
C(28) C 0.335(1) 0.3359(9) 1.389(1) 0.122(4) Uani 1.00 1 d .
C(29) C 0.165(1) 0.4841(8) 1.3342(8) 0.110(4) Uani 1.00 1 d .
C(30) C 0.2459(9) 0.4388(7) 1.2231(8) 0.083(3) Uani 1.00 1 d .
C(31) C 0.2341(8) 0.4719(6) 1.1063(7) 0.077(3) Uani 1.00 1 d .
C(32) C 0.3229(8) 0.4174(6) 1.0136(7) 0.071(3) Uani 1.00 1 d .
H(1) H 0.3734 1.0825 -0.1693 0.098 Uiso 1.00 1 c R
H(2) H 0.4501 1.1221 -0.3901 0.107 Uiso 1.00 1 c R
H(3) H 0.3408 1.0128 -0.4657 0.117 Uiso 1.00 1 c R
H(4) H 0.1452 0.8694 -0.3185 0.121 Uiso 1.00 1 c R
H(5) H -0.0235 0.7518 -0.0912 0.102 Uiso 1.00 1 c R
H(6) H -0.0906 0.7038 0.1289 0.094 Uiso 1.00 1 c R
H(7) H -0.0637 0.7306 0.3127 0.102 Uiso 1.00 1 c R
H(8) H 0.0719 0.7604 0.4814 0.140 Uiso 1.00 1 c R
H(9) H -0.0408 0.8655 0.4804 0.140 Uiso 1.00 1 c R
H(10) H 0.1879 1.0798 0.2923 0.130 Uiso 1.00 1 c R
H(11) H 0.3422 1.0139 0.2620 0.130 Uiso 1.00 1 c R
H(12) H 0.3038 1.0494 0.0267 0.093 Uiso 1.00 1 c R
H(13) H 0.1537 0.5795 0.9038 0.102 Uiso 1.00 1 c R
H(14) H 0.1407 0.6254 0.7031 0.127 Uiso 1.00 1 c R
H(15) H 0.2766 0.5141 0.5682 0.142 Uiso 1.00 1 c R
H(16) H 0.4513 0.3742 0.6237 0.132 Uiso 1.00 1 c R
H(17) H 0.5663 0.2564 0.7821 0.139 Uiso 1.00 1 c R
H(18) H 0.5851 0.2139 0.9784 0.136 Uiso 1.00 1 c R
H(19) H 0.5070 0.2386 1.1891 0.134 Uiso 1.00 1 c R
H(20) H 0.4291 0.3594 1.3866 0.153 Uiso 1.00 1 c R
H(21) H 0.3086 0.2542 1.4425 0.153 Uiso 1.00 1 c R
H(22) H 0.0563 0.4749 1.3627 0.138 Uiso 1.00 1 c R
H(23) H 0.1928 0.5665 1.3096 0.138 Uiso 1.00 1 c R
H(24) H 0.1653 0.5324 1.0859 0.095 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 0.018 0.009
;
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 0.049 0.032
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
