#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/73/1507346.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_1507346
loop_
_publ_author_name
'Hamura, Toshiyuki'
'Ibusuki, Yousuke'
'Sato, Kazuhiko'
'Matsumoto, Takashi'
'Osamura, Yoshihiro'
'Suzuki, Keisuke'
_publ_section_title
;
 Strain-induced regioselectivities in reactions of benzyne possessing a
 fused four-membered ring.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              3551
_journal_page_last               3554
_journal_paper_doi               10.1021/ol034877p
_journal_volume                  5
_journal_year                    2003
_chemical_formula_moiety         'C12 H10 O3 '
_chemical_formula_sum            'C12 H10 O3'
_chemical_formula_weight         202.21
_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
_cell_angle_beta                 111.009(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.641(1)
_cell_length_b                   5.8808(6)
_cell_length_c                   14.023(2)
_cell_measurement_reflns_used    5687
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      67.1
_cell_measurement_theta_min      5.9
_cell_volume                     973.16(19)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.5121
_diffrn_measured_fraction_theta_max 0.5121
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.017
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12772
_diffrn_reflns_theta_full        68.25
_diffrn_reflns_theta_max         68.25
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.690
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.51
_refine_diff_density_min         -1.00
_refine_ls_abs_structure_Flack   0.00000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.437
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1509
_refine_ls_R_factor_gt           0.1018
_refine_ls_shift/su_max          0.0582
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00063|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1291
_reflns_number_gt                1473
_reflns_number_total             571
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol034877p.cif
_cod_data_source_block           hamura6
_cod_original_cell_volume        973.2(2)
_cod_original_formula_sum        'C12 H10 O3 '
_cod_database_code               1507346
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
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_calc_flag
O(1) O 0.1675(1) 0.1751(3) 0.6423(1) 0.0447(4) Uani 1.00 d
O(2) O 0.2398(2) 0.4533(3) 0.5756(1) 0.0494(4) Uani 1.00 d
O(3) O 0.4887(1) -0.1614(4) 0.6082(1) 0.0607(5) Uani 1.00 d
C(1) C 0.2950(1) -0.0740(4) 0.4834(1) 0.0321(4) Uani 1.00 d
C(2) C 0.2143(1) 0.0738(3) 0.4900(1) 0.0319(4) Uani 1.00 d
C(3) C 0.1109(1) 0.0845(4) 0.4089(1) 0.0371(5) Uani 1.00 d
C(4) C 0.0855(2) -0.0505(4) 0.3222(1) 0.0427(5) Uani 1.00 d
C(5) C 0.1676(2) -0.2026(4) 0.3153(1) 0.0406(5) Uani 1.00 d
C(6) C 0.2703(1) -0.2111(3) 0.3964(1) 0.0342(5) Uani 1.00 d
C(7) C 0.1761(2) 0.2519(4) 0.5507(1) 0.0354(5) Uani 1.00 d
C(8) C 0.0615(2) 0.2661(4) 0.4584(2) 0.0457(6) Uani 1.00 d
C(9) C 0.4091(2) -0.1819(4) 0.5295(2) 0.0406(5) Uani 1.00 d
C(10) C 0.3842(2) -0.3351(4) 0.4337(2) 0.0468(6) Uani 1.00 d
C(11) C 0.2776(2) 0.2204(5) 0.7181(2) 0.0494(6) Uani 1.00 d
C(12) C 0.3220(2) 0.4167(5) 0.6749(2) 0.0564(7) Uani 1.00 d
H(1) H 0.0104 -0.0399 0.2659 0.0504 Uiso 1.00 calc
H(2) H 0.1532 -0.2989 0.2543 0.0475 Uiso 1.00 calc
H(3) H 0.0464 0.4087 0.4234 0.0540 Uiso 1.00 calc
H(4) H -0.0040 0.2207 0.4721 0.0540 Uiso 1.00 calc
H(5) H 0.3808 -0.4941 0.4458 0.0560 Uiso 1.00 calc
H(6) H 0.4311 -0.3101 0.3951 0.0560 Uiso 1.00 calc
H(7) H 0.2722 0.2595 0.7819 0.0580 Uiso 1.00 calc
H(8) H 0.3258 0.0905 0.7273 0.0580 Uiso 1.00 calc
H(9) H 0.3937 0.3781 0.6707 0.0673 Uiso 1.00 calc
H(10) H 0.3307 0.5467 0.7169 0.0673 Uiso 1.00 calc
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O(1) 0.0440(7) 0.0599(10) 0.0328(7) -0.0055(7) 0.0170(6) -0.0001(6)
O(2) 0.0651(9) 0.0355(8) 0.0447(8) -0.0045(7) 0.0162(7) -0.0015(6)
O(3) 0.0392(8) 0.072(1) 0.0506(9) 0.0134(8) -0.0086(6) -0.0062(8)
C(1) 0.0273(8) 0.0343(10) 0.0315(8) 0.0033(6) 0.0065(6) 0.0001(6)
C(2) 0.0311(8) 0.0351(10) 0.0275(8) 0.0016(6) 0.0080(6) 0.0001(7)
C(3) 0.0320(9) 0.043(1) 0.0335(9) 0.0080(7) 0.0084(7) -0.0011(7)
C(4) 0.0319(9) 0.053(1) 0.0346(9) 0.0090(8) 0.0014(6) -0.0065(8)
C(5) 0.0337(9) 0.049(1) 0.0341(9) 0.0034(8) 0.0059(7) -0.0091(8)
C(6) 0.0287(8) 0.036(1) 0.0355(9) 0.0053(7) 0.0084(6) -0.0036(7)
C(7) 0.0406(9) 0.0350(10) 0.0310(8) 0.0032(7) 0.0132(7) 0.0001(7)
C(8) 0.0401(10) 0.053(1) 0.040(1) 0.0187(9) 0.0090(7) -0.0036(8)
C(9) 0.0285(8) 0.043(1) 0.0433(9) 0.0079(7) 0.0047(6) 0.0004(8)
C(10) 0.0338(9) 0.050(1) 0.051(1) 0.0130(9) 0.0081(8) -0.0090(9)
C(11) 0.047(1) 0.064(2) 0.0318(10) -0.0009(10) 0.0082(8) 0.0006(9)
C(12) 0.055(1) 0.073(2) 0.041(1) -0.019(1) 0.0166(8) -0.007(1)
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 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
