#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:42:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180092 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/38/7053822.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7053822
loop_
_publ_author_name
'Thomas, Lynne H.'
'Florence, Alastair J.'
'Wilson, Chick C.'
_publ_section_title
;
 Hydrogen atom behaviour imaged in a short intramolecular hydrogen bond
 using the combined approach of X-ray and neutron diffraction
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2486
_journal_paper_doi               10.1039/b908915b
_journal_volume                  33
_journal_year                    2009
_chemical_formula_moiety         'C15 O2 H12'
_chemical_formula_sum            'C15 H12 O2'
_chemical_formula_weight         224.25
_chemical_name_common            dibenzoylmethane
_chemical_name_systematic
;
dibenzoylmethane
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.6251(5)
_cell_length_b                   10.6442(8)
_cell_length_c                   24.3193(16)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    100(2)
_cell_volume                     2232.7(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       SXD
_diffrn_measurement_method       'time of flight LAUE diffraction'
_diffrn_radiation_monochromator  none
_diffrn_radiation_probe          neutron
_diffrn_radiation_source         'ISIS spallation source'
_diffrn_radiation_type           neutron
_diffrn_radiation_wavelength     0.5-5.0
_diffrn_reflns_av_R_equivalents  0.062
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            4714
_exptl_absorpt_coefficient_mu    '1.72, at 1 Angstrom'
_exptl_absorpt_correction_T_max  0.773
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
The linear absorption coefficient is wavelength dependent
and it is calculated as:
mu = 0.89 + 0.83 * lambda [cm^-1]
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             53
_exptl_crystal_size_max          2.5
_exptl_crystal_size_mid          2.0
_exptl_crystal_size_min          1.5
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.165
_refine_ls_extinction_method     'Becker-Coppens Lorentzian model'
_refine_ls_goodness_of_fit_ref   1.222
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         1473
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.222
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1460
_refine_ls_wR_factor_ref         0.1461
_reflns_number_gt                1472
_reflns_number_total             1473
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b908915bsup1.cif
_cod_data_source_block           dbm100
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7053822
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
C1 C 0.1845(5) 0.9468(3) 0.52221(13) 0.0085(7) Uani 1 1 d
C2 C 0.0781(5) 0.8813(3) 0.55545(14) 0.0111(7) Uani 1 1 d
C3 C 0.0354(5) 0.9297(4) 0.60630(14) 0.0135(8) Uani 1 1 d
C4 C 0.0951(5) 1.0440(3) 0.62450(15) 0.0117(7) Uani 1 1 d
C5 C 0.1997(5) 1.1092(3) 0.59140(13) 0.0122(7) Uani 1 1 d
C6 C 0.2446(5) 1.0622(3) 0.54062(13) 0.0109(7) Uani 1 1 d
C7 C 0.4697(5) 0.9608(3) 0.33940(13) 0.0086(7) Uani 1 1 d
C8 C 0.5224(5) 0.8870(3) 0.29552(14) 0.0126(8) Uani 1 1 d
C9 C 0.6261(5) 0.9355(4) 0.25669(13) 0.0125(7) Uani 1 1 d
C10 C 0.6744(5) 1.0602(3) 0.26077(15) 0.0162(8) Uani 1 1 d
C11 C 0.6216(6) 1.1351(3) 0.30452(15) 0.0158(9) Uani 1 1 d
C12 C 0.5211(5) 1.0860(3) 0.34374(13) 0.0106(7) Uani 1 1 d
C13 C 0.2254(5) 0.8943(3) 0.46731(13) 0.0104(7) Uani 1 1 d
C14 C 0.3340(5) 0.9554(3) 0.43192(14) 0.0102(7) Uani 1 1 d
C15 C 0.3608(5) 0.9054(3) 0.37982(12) 0.0087(7) Uani 1 1 d
O16 O 0.1606(6) 0.7923(4) 0.45230(17) 0.0130(9) Uani 1 1 d
O17 O 0.2904(6) 0.8026(4) 0.36349(17) 0.0148(10) Uani 1 1 d
H18 H 0.0279(12) 0.7934(8) 0.5402(4) 0.033(2) Uani 1 1 d
H19 H -0.0454(11) 0.8792(8) 0.6318(3) 0.030(2) Uani 1 1 d
H20 H 0.0646(11) 1.0796(8) 0.6648(3) 0.031(2) Uani 1 1 d
H21 H 0.2469(11) 1.2004(8) 0.6047(3) 0.029(2) Uani 1 1 d
H22 H 0.3218(11) 1.1169(7) 0.5151(3) 0.0273(19) Uani 1 1 d
H23 H 0.4852(11) 0.7891(8) 0.2933(3) 0.0286(19) Uani 1 1 d
H24 H 0.6683(13) 0.8765(9) 0.2239(4) 0.038(2) Uani 1 1 d
H25 H 0.7565(13) 1.0993(9) 0.2311(3) 0.037(2) Uani 1 1 d
H26 H 0.6590(13) 1.2327(8) 0.3070(4) 0.036(2) Uani 1 1 d
H27 H 0.4844(12) 1.1465(8) 0.3770(3) 0.030(2) Uani 1 1 d
H28 H 0.3940(13) 1.0395(7) 0.4445(4) 0.033(2) Uani 1 1 d
H29 H 0.2215(13) 0.7775(7) 0.4006(4) 0.034(2) Uani 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 6.646 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H -3.739 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 5.803 0.0000 '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
C6 C1 C2 119.4(3)
C6 C1 C13 121.7(3)
C2 C1 C13 118.9(3)
C3 C2 C1 120.0(3)
C3 C2 H18 120.9(6)
C1 C2 H18 119.1(6)
C2 C3 C4 120.6(3)
C2 C3 H19 120.0(6)
C4 C3 H19 119.5(5)
C5 C4 C3 119.4(3)
C5 C4 H20 120.3(6)
C3 C4 H20 120.2(6)
C6 C5 C4 121.0(3)
C6 C5 H21 118.4(5)
C4 C5 H21 120.6(5)
C5 C6 C1 119.7(3)
C5 C6 H22 119.2(5)
C1 C6 H22 121.0(5)
C12 C7 C8 119.0(3)
C12 C7 C15 121.7(3)
C8 C7 C15 119.2(3)
C9 C8 C7 121.0(3)
C9 C8 H23 120.4(5)
C7 C8 H23 118.5(6)
C10 C9 C8 119.6(3)
C10 C9 H24 120.4(7)
C8 C9 H24 120.0(7)
C9 C10 C11 119.8(3)
C9 C10 H25 120.6(6)
C11 C10 H25 119.6(6)
C12 C11 C10 120.5(3)
C12 C11 H26 120.4(6)
C10 C11 H26 119.1(6)
C11 C12 C7 120.0(3)
C11 C12 H27 118.2(6)
C7 C12 H27 121.8(6)
O16 C13 C14 120.2(3)
O16 C13 C1 118.2(4)
C14 C13 C1 121.7(3)
C15 C14 C13 118.9(3)
C15 C14 H28 119.7(6)
C13 C14 H28 121.4(6)
O17 C15 C14 121.1(4)
O17 C15 C7 115.1(3)
C14 C15 C7 123.8(3)
C13 O16 H29 101.1(5)
C15 O17 H29 101.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.406(5)
C1 C2 1.408(5)
C1 C13 1.489(5)
C2 C3 1.389(5)
C2 H18 1.095(9)
C3 C4 1.393(5)
C3 H19 1.077(9)
C4 C5 1.395(5)
C4 H20 1.084(10)
C5 C6 1.388(5)
C5 H21 1.100(9)
C6 H22 1.080(9)
C7 C12 1.409(5)
C7 C8 1.401(5)
C7 C15 1.481(5)
C8 C9 1.399(5)
C8 H23 1.092(10)
C9 C10 1.395(5)
C9 H24 1.078(9)
C10 C11 1.405(5)
C10 H25 1.093(10)
C11 C12 1.391(5)
C11 H26 1.090(9)
C12 H27 1.081(8)
C13 O16 1.275(5)
C13 C14 1.429(5)
C14 C15 1.394(5)
C14 H28 1.079(9)
C15 O17 1.313(5)
O16 H29 1.372(12)
O17 H29 1.113(12)
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
C6 C1 C2 C3 -1.1(6)
C13 C1 C2 C3 -178.6(4)
C1 C2 C3 C4 1.0(6)
C2 C3 C4 C5 -0.6(6)
C3 C4 C5 C6 0.2(6)
C4 C5 C6 C1 -0.3(6)
C2 C1 C6 C5 0.7(6)
C13 C1 C6 C5 178.1(3)
C12 C7 C8 C9 0.8(6)
C15 C7 C8 C9 -179.5(4)
C7 C8 C9 C10 -1.8(6)
C8 C9 C10 C11 1.6(6)
C9 C10 C11 C12 -0.2(6)
C10 C11 C12 C7 -0.9(6)
C8 C7 C12 C11 0.6(6)
C15 C7 C12 C11 -179.1(4)
C6 C1 C13 O16 -176.6(4)
C2 C1 C13 O16 0.8(5)
C6 C1 C13 C14 3.4(5)
C2 C1 C13 C14 -179.2(4)
O16 C13 C14 C15 3.6(6)
C1 C13 C14 C15 -176.4(3)
C13 C14 C15 O17 -1.3(6)
C13 C14 C15 C7 179.5(4)
C12 C7 C15 O17 162.3(4)
C8 C7 C15 O17 -17.4(5)
C12 C7 C15 C14 -18.5(6)
C8 C7 C15 C14 161.8(4)
