#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/30/7103067.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_7103067
loop_
_publ_author_name
'Fudickar, Werner'
'Linker, Torsten'
_publ_section_title
;
 Remote substituent effects on the photooxygenation of
 9,10-diarylanthracenes: strong evidence for polar intermediates.
;
_journal_issue                   15
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1771
_journal_page_last               1773
_journal_paper_doi               10.1039/b719637g
_journal_year                    2008
_chemical_formula_sum            'C28 H22 O2'
_chemical_formula_weight         390.46
_chemical_name_systematic
;
?
;
_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   geom
_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                   17.4125(9)
_cell_length_b                   11.1909(5)
_cell_length_c                   21.1510(12)
_cell_measurement_temperature    293(2)
_cell_volume                     4121.5(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25136
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.078
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0087(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         3630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0388
_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)+(0.0621P)²+0.4461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                2904
_reflns_number_total             3630
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b719637g.txt
_cod_data_source_block           fud7i
_cod_database_code               7103067
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.08639(7) 0.14806(12) 0.20532(6) 0.0345(3) Uani 1 1 d . . .
C2 C 0.07667(7) 0.22406(12) 0.15295(6) 0.0355(3) Uani 1 1 d . . .
C3 C 0.02748(8) 0.32593(13) 0.15534(7) 0.0415(3) Uani 1 1 d . . .
H3 H -0.0006(9) 0.3394(14) 0.1952(8) 0.050 Uiso 1 1 d . . .
C4 C 0.01940(9) 0.39939(14) 0.10482(7) 0.0474(4) Uani 1 1 d . . .
H4 H -0.0131(9) 0.4703(16) 0.1092(8) 0.057 Uiso 1 1 d . . .
C5 C 0.06060(9) 0.37743(15) 0.04864(7) 0.0501(4) Uani 1 1 d . . .
H5 H 0.0550(10) 0.4314(16) 0.0120(8) 0.060 Uiso 1 1 d . . .
C6 C 0.10846(8) 0.28217(14) 0.04406(7) 0.0449(4) Uani 1 1 d . . .
H6 H 0.1375(9) 0.2674(15) 0.0051(8) 0.054 Uiso 1 1 d . . .
C7 C 0.11801(7) 0.20086(12) 0.09545(6) 0.0361(3) Uani 1 1 d . . .
C8 C 0.16625(7) 0.10106(12) 0.09116(6) 0.0361(3) Uani 1 1 d . . .
C9 C 0.17448(7) 0.02325(12) 0.14274(6) 0.0348(3) Uani 1 1 d . . .
C10 C 0.22295(8) -0.07983(13) 0.14048(7) 0.0402(3) Uani 1 1 d . . .
H10 H 0.2511(9) -0.0965(14) 0.1022(8) 0.048 Uiso 1 1 d . . .
C11 C 0.23065(8) -0.15326(14) 0.19100(7) 0.0445(3) Uani 1 1 d . . .
H11 H 0.2642(10) -0.2236(15) 0.1887(7) 0.053 Uiso 1 1 d . . .
C12 C 0.19043(9) -0.12935(13) 0.24773(7) 0.0438(3) Uani 1 1 d . . .
H12 H 0.1971(9) -0.1822(15) 0.2837(8) 0.053 Uiso 1 1 d . . .
C13 C 0.14390(8) -0.03321(13) 0.25216(6) 0.0386(3) Uani 1 1 d . . .
H13 H 0.1159(9) -0.0171(13) 0.2901(8) 0.046 Uiso 1 1 d . . .
C14 C 0.13388(7) 0.04773(12) 0.20048(6) 0.0339(3) Uani 1 1 d . . .
C15 C 0.04888(8) 0.17864(12) 0.26680(6) 0.0389(3) Uani 1 1 d . . .
C16 C 0.09061(10) 0.23656(15) 0.31378(7) 0.0520(4) Uani 1 1 d . . .
H16 H 0.1479(11) 0.2469(17) 0.3069(8) 0.062 Uiso 1 1 d . . .
C17 C 0.05616(13) 0.26832(17) 0.37065(8) 0.0665(5) Uani 1 1 d . . .
H17 H 0.0887(12) 0.3098(19) 0.4021(10) 0.080 Uiso 1 1 d . . .
C18 C -0.01966(12) 0.24199(18) 0.38051(8) 0.0665(5) Uani 1 1 d . . .
H18 H -0.0467(12) 0.2661(19) 0.4214(10) 0.080 Uiso 1 1 d . . .
C19 C -0.06176(11) 0.18290(16) 0.33555(7) 0.0565(4) Uani 1 1 d . . .
H19 H -0.1166(12) 0.1618(17) 0.3408(9) 0.068 Uiso 1 1 d . . .
C20 C -0.02776(8) 0.15079(13) 0.27865(6) 0.0435(3) Uani 1 1 d . . .
C21 C -0.13737(10) 0.0409(2) 0.24514(10) 0.0622(5) Uani 1 1 d . . .
H21A H -0.1777(12) 0.1029(18) 0.2546(9) 0.075 Uiso 1 1 d . . .
H21B H -0.1347(11) -0.0125(18) 0.2836(10) 0.075 Uiso 1 1 d . . .
H21C H -0.1516(11) -0.0085(18) 0.2042(10) 0.075 Uiso 1 1 d . . .
C22 C 0.21033(8) 0.07747(14) 0.03172(6) 0.0427(3) Uani 1 1 d . . .
C23 C 0.28322(9) 0.12502(17) 0.02374(8) 0.0552(4) Uani 1 1 d . . .
H23 H 0.3056(11) 0.1786(17) 0.0563(9) 0.066 Uiso 1 1 d . . .
C24 C 0.32578(12) 0.1010(2) -0.02985(10) 0.0763(6) Uani 1 1 d . . .
H24 H 0.3788(14) 0.137(2) -0.0319(11) 0.092 Uiso 1 1 d . . .
C25 C 0.29484(14) 0.0279(3) -0.07545(10) 0.0882(8) Uani 1 1 d . . .
H25 H 0.3232(14) 0.014(2) -0.1134(13) 0.106 Uiso 1 1 d . . .
C26 C 0.22228(14) -0.0190(2) -0.06938(8) 0.0800(6) Uani 1 1 d . . .
H26 H 0.1999(13) -0.069(2) -0.0991(12) 0.096 Uiso 1 1 d . . .
C27 C 0.17905(10) 0.00680(16) -0.01568(7) 0.0552(4) Uani 1 1 d . . .
C28 C 0.06639(17) -0.0896(3) -0.05576(12) 0.0893(7) Uani 1 1 d . . .
H27A H 0.0642(14) -0.035(2) -0.0956(13) 0.107 Uiso 1 1 d . . .
H27B H 0.0961(15) -0.164(3) -0.0672(12) 0.107 Uiso 1 1 d . . .
H27C H 0.0164(16) -0.113(2) -0.0349(12) 0.107 Uiso 1 1 d . . .
O1 O -0.06489(6) 0.09277(11) 0.23123(5) 0.0573(3) Uani 1 1 d . . .
O2 O 0.10656(7) -0.03344(14) -0.00535(6) 0.0760(4) 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 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
C14 C1 C2 119.93(11) . . ?
C14 C1 C15 120.39(11) . . ?
C2 C1 C15 119.60(12) . . ?
C1 C2 C3 121.82(12) . . ?
C1 C2 C7 119.80(12) . . ?
C3 C2 C7 118.37(12) . . ?
C4 C3 C2 121.26(14) . . ?
C3 C4 C5 120.40(14) . . ?
C6 C5 C4 120.66(14) . . ?
C5 C6 C7 121.20(14) . . ?
C8 C7 C6 121.94(12) . . ?
C8 C7 C2 119.96(12) . . ?
C6 C7 C2 118.10(12) . . ?
C7 C8 C9 120.39(11) . . ?
C7 C8 C22 120.18(12) . . ?
C9 C8 C22 119.42(12) . . ?
C8 C9 C10 122.33(11) . . ?
C8 C9 C14 119.48(12) . . ?
C10 C9 C14 118.19(12) . . ?
C11 C10 C9 121.42(13) . . ?
C10 C11 C12 120.35(14) . . ?
C13 C12 C11 120.44(14) . . ?
C12 C13 C14 121.66(13) . . ?
C1 C14 C13 121.65(11) . . ?
C1 C14 C9 120.40(12) . . ?
C13 C14 C9 117.94(12) . . ?
C16 C15 C20 118.42(13) . . ?
C16 C15 C1 119.99(13) . . ?
C20 C15 C1 121.59(12) . . ?
C17 C16 C15 120.78(17) . . ?
C18 C17 C16 119.54(17) . . ?
C17 C18 C19 120.93(15) . . ?
C18 C19 C20 119.88(17) . . ?
O1 C20 C19 124.11(14) . . ?
O1 C20 C15 115.46(12) . . ?
C19 C20 C15 120.43(14) . . ?
C23 C22 C27 119.32(14) . . ?
C23 C22 C8 120.28(14) . . ?
C27 C22 C8 120.40(13) . . ?
C24 C23 C22 121.11(19) . . ?
C25 C24 C23 118.8(2) . . ?
C26 C25 C24 121.48(18) . . ?
C25 C26 C27 119.6(2) . . ?
O2 C27 C22 115.94(13) . . ?
O2 C27 C26 124.39(17) . . ?
C22 C27 C26 119.67(18) . . ?
C20 O1 C21 117.74(13) . . ?
C27 O2 C28 118.90(17) . . ?
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
C1 C14 1.3983(19) . ?
C1 C2 1.4067(18) . ?
C1 C15 1.4949(18) . ?
C2 C3 1.427(2) . ?
C2 C7 1.4369(18) . ?
C3 C4 1.356(2) . ?
C4 C5 1.410(2) . ?
C5 C6 1.357(2) . ?
C6 C7 1.4273(19) . ?
C7 C8 1.4003(19) . ?
C8 C9 1.4032(18) . ?
C8 C22 1.4965(18) . ?
C9 C10 1.4302(19) . ?
C9 C14 1.4373(17) . ?
C10 C11 1.355(2) . ?
C11 C12 1.415(2) . ?
C12 C13 1.350(2) . ?
C13 C14 1.4303(19) . ?
C15 C16 1.391(2) . ?
C15 C20 1.393(2) . ?
C16 C17 1.390(2) . ?
C17 C18 1.369(3) . ?
C18 C19 1.371(3) . ?
C19 C20 1.389(2) . ?
C20 O1 1.3585(18) . ?
C21 O1 1.4200(19) . ?
C22 C23 1.387(2) . ?
C22 C27 1.388(2) . ?
C23 C24 1.381(2) . ?
C24 C25 1.375(4) . ?
C25 C26 1.374(3) . ?
C26 C27 1.393(2) . ?
C27 O2 1.358(2) . ?
C28 O2 1.422(2) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C1 C2 C3 178.62(12) . . . . ?
C15 C1 C2 C3 -4.43(18) . . . . ?
C14 C1 C2 C7 -2.46(18) . . . . ?
C15 C1 C2 C7 174.49(11) . . . . ?
C1 C2 C3 C4 179.10(13) . . . . ?
C7 C2 C3 C4 0.2(2) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C4 C5 C6 C7 0.6(2) . . . . ?
C5 C6 C7 C8 178.98(14) . . . . ?
C5 C6 C7 C2 -1.3(2) . . . . ?
C1 C2 C7 C8 1.66(18) . . . . ?
C3 C2 C7 C8 -179.38(12) . . . . ?
C1 C2 C7 C6 -178.05(12) . . . . ?
C3 C2 C7 C6 0.91(18) . . . . ?
C6 C7 C8 C9 179.75(12) . . . . ?
C2 C7 C8 C9 0.06(18) . . . . ?
C6 C7 C8 C22 0.60(19) . . . . ?
C2 C7 C8 C22 -179.10(12) . . . . ?
C7 C8 C9 C10 179.87(12) . . . . ?
C22 C8 C9 C10 -0.97(19) . . . . ?
C7 C8 C9 C14 -0.95(18) . . . . ?
C22 C8 C9 C14 178.21(12) . . . . ?
C8 C9 C10 C11 179.40(13) . . . . ?
C14 C9 C10 C11 0.21(19) . . . . ?
C9 C10 C11 C12 0.0(2) . . . . ?
C10 C11 C12 C13 0.1(2) . . . . ?
C11 C12 C13 C14 -0.4(2) . . . . ?
C2 C1 C14 C13 -178.56(12) . . . . ?
C15 C1 C14 C13 4.51(19) . . . . ?
C2 C1 C14 C9 1.58(18) . . . . ?
C15 C1 C14 C9 -175.35(11) . . . . ?
C12 C13 C14 C1 -179.24(13) . . . . ?
C12 C13 C14 C9 0.62(19) . . . . ?
C8 C9 C14 C1 0.13(18) . . . . ?
C10 C9 C14 C1 179.35(12) . . . . ?
C8 C9 C14 C13 -179.73(11) . . . . ?
C10 C9 C14 C13 -0.52(18) . . . . ?
C14 C1 C15 C16 79.56(18) . . . . ?
C2 C1 C15 C16 -97.38(16) . . . . ?
C14 C1 C15 C20 -100.59(16) . . . . ?
C2 C1 C15 C20 82.47(17) . . . . ?
C20 C15 C16 C17 -1.4(2) . . . . ?
C1 C15 C16 C17 178.41(15) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C16 C17 C18 C19 1.1(3) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?
C18 C19 C20 O1 -179.63(15) . . . . ?
C18 C19 C20 C15 -0.2(2) . . . . ?
C16 C15 C20 O1 -179.08(14) . . . . ?
C1 C15 C20 O1 1.1(2) . . . . ?
C16 C15 C20 C19 1.5(2) . . . . ?
C1 C15 C20 C19 -178.36(14) . . . . ?
C7 C8 C22 C23 89.80(17) . . . . ?
C9 C8 C22 C23 -89.37(18) . . . . ?
C7 C8 C22 C27 -90.87(18) . . . . ?
C9 C8 C22 C27 89.96(17) . . . . ?
C27 C22 C23 C24 -1.5(3) . . . . ?
C8 C22 C23 C24 177.83(16) . . . . ?
C22 C23 C24 C25 -0.4(3) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C25 C26 C27 -0.6(3) . . . . ?
C23 C22 C27 O2 -177.99(15) . . . . ?
C8 C22 C27 O2 2.7(2) . . . . ?
C23 C22 C27 C26 2.4(3) . . . . ?
C8 C22 C27 C26 -176.92(16) . . . . ?
C25 C26 C27 O2 179.1(2) . . . . ?
C25 C26 C27 C22 -1.4(3) . . . . ?
C19 C20 O1 C21 -13.1(2) . . . . ?
C15 C20 O1 C21 167.45(15) . . . . ?
C22 C27 O2 C28 169.92(19) . . . . ?
C26 C27 O2 C28 -10.5(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 550150
