# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Keiichiro Ogawa'
'Jun Harada'
'Mayuko Harakawa'
'Shingo Sugiyama'

_publ_contact_author_name        'Keiichiro Ogawa'
_publ_contact_author_email       OGAWA@RAMIE.C.U-TOKYO.AC.JP

_publ_section_title              
;
Single crystal cis-trans photoisomerizations of
2-(9-anthrylmethylene)-1-indanones
;

# Attachment 'indanones.cif'

data_9a1i_0h
_database_code_depnum_ccdc_archive 'CCDC 712712'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.6222(8)
_cell_length_b                   13.9067(9)
_cell_length_c                   10.3985(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.513(1)
_cell_angle_gamma                90.00
_cell_volume                     1640.75(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    4703
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9681
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25420
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         30.02
_reflns_number_total             4801
_reflns_number_gt                3591
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0722P)²+0.3205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4801
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1390
_refine_ls_wR_factor_gt          0.1213
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.74615(8) 0.13915(6) 0.65900(10) 0.0487(2) Uani 1 1 d . . .
C1 C 0.95978(15) -0.26171(10) 0.70763(15) 0.0541(3) Uani 1 1 d . . .
C2 C 1.04771(16) -0.25159(12) 0.64234(16) 0.0600(4) Uani 1 1 d . . .
C3 C 1.09721(15) -0.16019(13) 0.63114(16) 0.0590(4) Uani 1 1 d . . .
C4 C 1.05805(13) -0.08103(11) 0.68618(14) 0.0495(3) Uani 1 1 d . . .
C5 C 0.96640(10) -0.08806(8) 0.75764(11) 0.0380(3) Uani 1 1 d . . .
C6 C 0.92438(10) -0.00762(8) 0.81643(11) 0.0352(2) Uani 1 1 d . . .
C7 C 0.83221(10) -0.01864(8) 0.88396(11) 0.0359(2) Uani 1 1 d . . .
C8 C 0.78904(13) 0.05802(9) 0.95175(13) 0.0449(3) Uani 1 1 d . . .
C9 C 0.70251(14) 0.04311(11) 1.01872(15) 0.0546(4) Uani 1 1 d . . .
C10 C 0.65101(15) -0.04869(12) 1.02304(16) 0.0584(4) Uani 1 1 d . . .
C11 C 0.68882(14) -0.12344(11) 0.96103(15) 0.0530(3) Uani 1 1 d . . .
C12 C 0.78066(11) -0.11205(8) 0.89049(12) 0.0403(3) Uani 1 1 d . . .
C13 C 0.82337(13) -0.19016(9) 0.83189(14) 0.0455(3) Uani 1 1 d . . .
C14 C 0.91524(12) -0.18090(8) 0.76671(12) 0.0418(3) Uani 1 1 d . . .
C15 C 0.98862(11) 0.08426(8) 0.81719(12) 0.0381(3) Uani 1 1 d . . .
C16 C 0.94920(10) 0.17033(8) 0.77053(11) 0.0345(2) Uani 1 1 d . . .
C17 C 0.82965(9) 0.19374(8) 0.69004(11) 0.0336(2) Uani 1 1 d . . .
C18 C 0.83380(10) 0.29512(8) 0.64953(11) 0.0345(2) Uani 1 1 d . . .
C19 C 0.74549(12) 0.34858(9) 0.56862(13) 0.0447(3) Uani 1 1 d . . .
C20 C 0.77194(14) 0.44121(10) 0.53655(15) 0.0499(3) Uani 1 1 d . . .
C21 C 0.88363(14) 0.47915(9) 0.58502(14) 0.0484(3) Uani 1 1 d . . .
C22 C 0.97113(13) 0.42666(9) 0.66678(13) 0.0438(3) Uani 1 1 d . . .
C23 C 0.94535(10) 0.33286(8) 0.69887(11) 0.0351(2) Uani 1 1 d . . .
C24 C 1.02490(11) 0.26000(9) 0.78081(14) 0.0428(3) Uani 1 1 d . . .
H1 H 0.9232(16) -0.3258(13) 0.7163(17) 0.065(5) Uiso 1 1 d . . .
H2 H 1.0772(18) -0.3079(14) 0.602(2) 0.081(6) Uiso 1 1 d . . .
H3 H 1.1598(17) -0.1515(14) 0.5828(19) 0.076(6) Uiso 1 1 d . . .
H4 H 1.0919(15) -0.0176(13) 0.6777(16) 0.059(5) Uiso 1 1 d . . .
H8 H 0.8247(13) 0.1238(11) 0.9498(15) 0.051(4) Uiso 1 1 d . . .
H9 H 0.6730(15) 0.0975(13) 1.0664(18) 0.066(5) Uiso 1 1 d . . .
H10 H 0.5900(17) -0.0593(13) 1.0753(19) 0.071(5) Uiso 1 1 d . . .
H11 H 0.6533(16) -0.1884(13) 0.9612(18) 0.070(5) Uiso 1 1 d . . .
H13 H 0.7878(14) -0.2548(11) 0.8348(15) 0.051(4) Uiso 1 1 d . . .
H15 H 1.0747(13) 0.0789(11) 0.8565(15) 0.046(4) Uiso 1 1 d . . .
H19 H 0.6684(15) 0.3213(11) 0.5349(16) 0.057(4) Uiso 1 1 d . . .
H20 H 0.7122(15) 0.4801(13) 0.4788(17) 0.064(5) Uiso 1 1 d . . .
H21 H 0.8997(14) 0.5450(12) 0.5593(16) 0.058(4) Uiso 1 1 d . . .
H22 H 1.0501(14) 0.4539(11) 0.6999(16) 0.054(4) Uiso 1 1 d . . .
H241 H 1.0497(15) 0.2829(13) 0.8748(18) 0.065(5) Uiso 1 1 d . . .
H242 H 1.0991(16) 0.2491(12) 0.7500(18) 0.067(5) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C17 1.2192(13) . ?
C1 C2 1.351(2) . ?
C1 C14 1.4304(18) . ?
C1 H1 1.000(18) . ?
C2 C3 1.410(2) . ?
C2 H2 0.98(2) . ?
C3 C4 1.364(2) . ?
C3 H3 0.98(2) . ?
C4 C5 1.4280(18) . ?
C4 H4 0.978(18) . ?
C5 C6 1.4117(16) . ?
C5 C14 1.4330(16) . ?
C6 C7 1.4108(16) . ?
C6 C15 1.4790(16) . ?
C7 C8 1.4276(17) . ?
C7 C12 1.4383(16) . ?
C8 C9 1.358(2) . ?
C8 H8 1.006(16) . ?
C9 C10 1.415(2) . ?
C9 H9 1.005(18) . ?
C10 C11 1.346(2) . ?
C10 H10 0.994(19) . ?
C11 C12 1.4289(18) . ?
C11 H11 0.994(18) . ?
C12 C13 1.3888(18) . ?
C13 C14 1.389(2) . ?
C13 H13 0.993(16) . ?
C15 C16 1.3348(16) . ?
C15 H15 0.998(15) . ?
C16 C17 1.4944(16) . ?
C16 C24 1.5166(15) . ?
C17 C18 1.4752(15) . ?
C18 C23 1.3897(16) . ?
C18 C19 1.3928(17) . ?
C19 C20 1.3818(18) . ?
C19 H19 0.966(17) . ?
C20 C21 1.391(2) . ?
C20 H20 0.977(18) . ?
C21 C22 1.384(2) . ?
C21 H21 0.983(16) . ?
C22 C23 1.3949(16) . ?
C22 H22 0.984(16) . ?
C23 C24 1.5054(17) . ?
C24 H241 1.009(18) . ?
C24 H242 0.994(18) . ?

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
C2 C1 C14 121.16(14) . . ?
C2 C1 H1 121.4(10) . . ?
C14 C1 H1 117.5(10) . . ?
C1 C2 C3 120.12(14) . . ?
C1 C2 H2 120.2(12) . . ?
C3 C2 H2 119.7(12) . . ?
C4 C3 C2 120.91(15) . . ?
C4 C3 H3 118.0(12) . . ?
C2 C3 H3 121.1(12) . . ?
C3 C4 C5 121.17(14) . . ?
C3 C4 H4 120.9(10) . . ?
C5 C4 H4 118.0(10) . . ?
C6 C5 C4 122.55(11) . . ?
C6 C5 C14 119.87(11) . . ?
C4 C5 C14 117.57(11) . . ?
C7 C6 C5 120.05(10) . . ?
C7 C6 C15 121.87(10) . . ?
C5 C6 C15 117.73(11) . . ?
C6 C7 C8 123.42(11) . . ?
C6 C7 C12 119.38(10) . . ?
C8 C7 C12 117.16(11) . . ?
C9 C8 C7 121.19(12) . . ?
C9 C8 H8 120.2(9) . . ?
C7 C8 H8 118.6(9) . . ?
C8 C9 C10 121.31(13) . . ?
C8 C9 H9 120.5(10) . . ?
C10 C9 H9 118.1(10) . . ?
C11 C10 C9 119.83(14) . . ?
C11 C10 H10 119.6(11) . . ?
C9 C10 H10 120.5(11) . . ?
C10 C11 C12 121.19(13) . . ?
C10 C11 H11 121.5(11) . . ?
C12 C11 H11 117.3(11) . . ?
C13 C12 C11 121.08(12) . . ?
C13 C12 C7 119.58(11) . . ?
C11 C12 C7 119.31(11) . . ?
C12 C13 C14 121.81(11) . . ?
C12 C13 H13 120.3(9) . . ?
C14 C13 H13 117.9(9) . . ?
C13 C14 C1 121.64(12) . . ?
C13 C14 C5 119.31(11) . . ?
C1 C14 C5 119.05(12) . . ?
C16 C15 C6 129.77(11) . . ?
C16 C15 H15 116.8(9) . . ?
C6 C15 H15 113.4(9) . . ?
C15 C16 C17 127.10(10) . . ?
C15 C16 C24 124.30(11) . . ?
C17 C16 C24 108.37(9) . . ?
O1 C17 C18 126.36(11) . . ?
O1 C17 C16 127.07(10) . . ?
C18 C17 C16 106.51(9) . . ?
C23 C18 C19 121.85(11) . . ?
C23 C18 C17 109.95(10) . . ?
C19 C18 C17 128.12(11) . . ?
C20 C19 C18 118.04(12) . . ?
C20 C19 H19 121.1(10) . . ?
C18 C19 H19 120.9(10) . . ?
C19 C20 C21 120.34(13) . . ?
C19 C20 H20 119.9(11) . . ?
C21 C20 H20 119.7(10) . . ?
C22 C21 C20 121.77(12) . . ?
C22 C21 H21 120.1(10) . . ?
C20 C21 H21 118.2(10) . . ?
C21 C22 C23 118.22(12) . . ?
C21 C22 H22 121.2(9) . . ?
C23 C22 H22 120.6(9) . . ?
C18 C23 C22 119.77(11) . . ?
C18 C23 C24 111.35(10) . . ?
C22 C23 C24 128.86(11) . . ?
C23 C24 C16 103.76(10) . . ?
C23 C24 H241 110.3(10) . . ?
C16 C24 H241 111.6(10) . . ?
C23 C24 H242 112.9(10) . . ?
C16 C24 H242 112.4(10) . . ?
H241 C24 H242 106.0(14) . . ?

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 -0.1(2) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C3 C4 C5 C6 179.62(13) . . . . ?
C3 C4 C5 C14 -1.4(2) . . . . ?
C4 C5 C6 C7 178.92(11) . . . . ?
C14 C5 C6 C7 0.00(17) . . . . ?
C4 C5 C6 C15 -7.73(17) . . . . ?
C14 C5 C6 C15 173.35(11) . . . . ?
C5 C6 C7 C8 176.63(11) . . . . ?
C15 C6 C7 C8 3.56(17) . . . . ?
C5 C6 C7 C12 -0.90(16) . . . . ?
C15 C6 C7 C12 -173.97(11) . . . . ?
C6 C7 C8 C9 -177.97(13) . . . . ?
C12 C7 C8 C9 -0.38(19) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C13 176.91(15) . . . . ?
C10 C11 C12 C7 -1.0(2) . . . . ?
C6 C7 C12 C13 0.87(17) . . . . ?
C8 C7 C12 C13 -176.81(12) . . . . ?
C6 C7 C12 C11 178.83(12) . . . . ?
C8 C7 C12 C11 1.14(18) . . . . ?
C11 C12 C13 C14 -177.83(13) . . . . ?
C7 C12 C13 C14 0.1(2) . . . . ?
C12 C13 C14 C1 179.35(13) . . . . ?
C12 C13 C14 C5 -1.0(2) . . . . ?
C2 C1 C14 C13 178.75(14) . . . . ?
C2 C1 C14 C5 -0.9(2) . . . . ?
C6 C5 C14 C13 0.96(18) . . . . ?
C4 C5 C14 C13 -178.02(12) . . . . ?
C6 C5 C14 C1 -179.39(12) . . . . ?
C4 C5 C14 C1 1.64(18) . . . . ?
C7 C6 C15 C16 -62.91(18) . . . . ?
C5 C6 C15 C16 123.87(14) . . . . ?
C6 C15 C16 C17 -7.6(2) . . . . ?
C6 C15 C16 C24 178.49(12) . . . . ?
C15 C16 C17 O1 4.0(2) . . . . ?
C24 C16 C17 O1 178.62(12) . . . . ?
C15 C16 C17 C18 -173.31(12) . . . . ?
C24 C16 C17 C18 1.36(13) . . . . ?
O1 C17 C18 C23 -177.08(12) . . . . ?
C16 C17 C18 C23 0.21(12) . . . . ?
O1 C17 C18 C19 -0.3(2) . . . . ?
C16 C17 C18 C19 176.96(12) . . . . ?
C23 C18 C19 C20 0.76(19) . . . . ?
C17 C18 C19 C20 -175.64(12) . . . . ?
C18 C19 C20 C21 -0.4(2) . . . . ?
C19 C20 C21 C22 -0.4(2) . . . . ?
C20 C21 C22 C23 0.9(2) . . . . ?
C19 C18 C23 C22 -0.34(17) . . . . ?
C17 C18 C23 C22 176.65(10) . . . . ?
C19 C18 C23 C24 -178.73(11) . . . . ?
C17 C18 C23 C24 -1.74(14) . . . . ?
C21 C22 C23 C18 -0.47(18) . . . . ?
C21 C22 C23 C24 177.61(13) . . . . ?
C18 C23 C24 C16 2.49(14) . . . . ?
C22 C23 C24 C16 -175.72(12) . . . . ?
C15 C16 C24 C23 172.58(12) . . . . ?
C17 C16 C24 C23 -2.27(13) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        30.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.040
#===END

data_9a1i_20h
_database_code_depnum_ccdc_archive 'CCDC 712713'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.6186(9)
_cell_length_b                   13.9166(11)
_cell_length_c                   10.4190(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.484(2)
_cell_angle_gamma                90.00
_cell_volume                     1644.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    4463
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      29.8

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9682
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25501
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         30.04
_reflns_number_total             4812
_reflns_number_gt                3534
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0736P)²+0.3215P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4812
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1480
_refine_ls_wR_factor_gt          0.1307
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.74605(9) 0.13826(8) 0.65744(12) 0.0510(3) Uani 0.90 1 d P A 1
C1 C 0.96003(15) -0.26215(11) 0.70844(16) 0.0564(4) Uani 1 1 d . A 1
H1 H 0.9281 -0.3228 0.7150 0.068 Uiso 1 1 calc R A 1
C2 C 1.04786(16) -0.25179(12) 0.64338(17) 0.0627(4) Uani 1 1 d . A 1
H2 H 1.0759 -0.3051 0.6057 0.075 Uiso 1 1 calc R A 1
C3 C 1.09711(15) -0.16059(13) 0.63233(17) 0.0616(4) Uani 1 1 d . A 1
H3 H 1.1573 -0.1541 0.5869 0.074 Uiso 1 1 calc R A 1
C4 C 1.05789(13) -0.08172(11) 0.68721(15) 0.0515(3) Uani 1 1 d . A 1
H4 H 1.0915 -0.0221 0.6782 0.062 Uiso 1 1 calc R A 1
C5 C 0.96621(11) -0.08881(9) 0.75834(12) 0.0399(3) Uani 1 1 d . A 1
C6 C 0.92407(11) -0.00847(8) 0.81702(12) 0.0366(3) Uani 1 1 d . A 1
C7 C 0.83175(11) -0.01964(8) 0.88427(12) 0.0375(3) Uani 1 1 d . A 1
C8 C 0.78814(13) 0.05670(10) 0.95168(14) 0.0468(3) Uani 1 1 d . A 1
H8 H 0.8197 0.1180 0.9500 0.056 Uiso 1 1 calc R A 1
C9 C 0.70163(15) 0.04173(11) 1.01808(16) 0.0573(4) Uani 1 1 d . A 1
H9 H 0.6754 0.0929 1.0616 0.069 Uiso 1 1 calc R A 1
C10 C 0.65062(15) -0.04956(12) 1.02259(17) 0.0611(4) Uani 1 1 d . A 1
H10 H 0.5907 -0.0582 1.0679 0.073 Uiso 1 1 calc R A 1
C11 C 0.68875(14) -0.12445(11) 0.96110(16) 0.0552(4) Uani 1 1 d . A 1
H11 H 0.6547 -0.1846 0.9645 0.066 Uiso 1 1 calc R A 1
C12 C 0.78050(12) -0.11301(9) 0.89078(13) 0.0420(3) Uani 1 1 d . A 1
C13 C 0.82358(13) -0.19090(9) 0.83252(14) 0.0472(3) Uani 1 1 d . A 1
H13 H 0.7900 -0.2511 0.8373 0.057 Uiso 1 1 calc R A 1
C14 C 0.91524(12) -0.18168(9) 0.76746(13) 0.0432(3) Uani 1 1 d . A 1
C15 C 0.98746(11) 0.08352(9) 0.81743(13) 0.0401(3) Uani 1 1 d . A 1
H15 H 1.0674 0.0814 0.8565 0.048 Uiso 1 1 calc R A 1
C16A C 0.94770(11) 0.16927(8) 0.77031(12) 0.0365(3) Uani 0.90 1 d P A 1
C17A C 0.82813(10) 0.19229(8) 0.68968(12) 0.0368(3) Uani 0.90 1 d P A 1
C18A C 0.83268(11) 0.29377(8) 0.64925(12) 0.0367(3) Uani 0.90 1 d P A 1
C19 C 0.74465(13) 0.34734(10) 0.56862(14) 0.0472(3) Uani 1 1 d . A 1
H19 H 0.6700 0.3217 0.5369 0.057 Uiso 1 1 calc R A 1
C20 C 0.77157(14) 0.43983(10) 0.53713(15) 0.0529(4) Uani 1 1 d . A 1
H20 H 0.7144 0.4771 0.4831 0.063 Uiso 1 1 calc R A 1
C21 C 0.88301(15) 0.47773(9) 0.58517(15) 0.0515(4) Uani 1 1 d . A 1
H21 H 0.8995 0.5400 0.5620 0.062 Uiso 1 1 calc R A 1
C22 C 0.97006(13) 0.42511(9) 0.66662(14) 0.0464(3) Uani 1 1 d . A 1
H22 H 1.0441 0.4515 0.6994 0.056 Uiso 1 1 calc R A 1
C23A C 0.94420(11) 0.33144(8) 0.69855(12) 0.0372(3) Uani 0.90 1 d P A 1
C24A C 1.02297(12) 0.25867(9) 0.78036(15) 0.0450(3) Uani 0.90 1 d P A 1
H241 H 1.0468 0.2799 0.8709 0.054 Uiso 0.90 1 calc PR A 1
H242 H 1.0929 0.2472 0.7459 0.054 Uiso 0.90 1 calc PR A 1
O1B O 1.1159(8) 0.2609(7) 0.8363(11) 0.0510(3) Uani 0.10 1 d P B 2
C16B C 0.94770(11) 0.16927(8) 0.77031(12) 0.0365(3) Uani 0.10 1 d P B 2
C24B C 0.82813(10) 0.19229(8) 0.68968(12) 0.0368(3) Uani 0.10 1 d P B 2
H243 H 0.8094 0.1508 0.6132 0.044 Uiso 0.10 1 calc PR B 2
H244 H 0.7686 0.1836 0.7411 0.044 Uiso 0.10 1 calc PR B 2
C23B C 0.83268(11) 0.29377(8) 0.64925(12) 0.0367(3) Uani 0.10 1 d P B 2
C18B C 0.94420(11) 0.33144(8) 0.69855(12) 0.0372(3) Uani 0.10 1 d P B 2
C17B C 1.02297(12) 0.25867(9) 0.78036(15) 0.0450(3) Uani 0.10 1 d P B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.2039(15) . ?
C1 C2 1.349(2) . ?
C1 C14 1.4288(19) . ?
C2 C3 1.407(2) . ?
C3 C4 1.361(2) . ?
C4 C5 1.4265(19) . ?
C5 C6 1.4117(17) . ?
C5 C14 1.4334(17) . ?
C6 C7 1.4108(17) . ?
C6 C15 1.4766(17) . ?
C7 C8 1.4258(18) . ?
C7 C12 1.4370(17) . ?
C8 C9 1.354(2) . ?
C9 C10 1.407(2) . ?
C10 C11 1.348(2) . ?
C11 C12 1.427(2) . ?
C12 C13 1.3876(19) . ?
C13 C14 1.386(2) . ?
C15 C16A 1.3343(17) . ?
C16A C17A 1.4946(17) . ?
C16A C24A 1.5112(17) . ?
C17A C18A 1.4779(16) . ?
C18A C23A 1.3891(17) . ?
C18A C19 1.3915(18) . ?
C19 C20 1.381(2) . ?
C20 C21 1.387(2) . ?
C21 C22 1.381(2) . ?
C22 C23A 1.3941(17) . ?
C23A C24A 1.5008(18) . ?

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
C2 C1 C14 121.19(15) . . ?
C1 C2 C3 120.16(14) . . ?
C4 C3 C2 120.94(15) . . ?
C3 C4 C5 121.20(15) . . ?
C6 C5 C4 122.56(12) . . ?
C6 C5 C14 119.90(12) . . ?
C4 C5 C14 117.54(12) . . ?
C7 C6 C5 120.00(11) . . ?
C7 C6 C15 121.76(11) . . ?
C5 C6 C15 117.93(11) . . ?
C6 C7 C8 123.49(11) . . ?
C6 C7 C12 119.37(11) . . ?
C8 C7 C12 117.10(12) . . ?
C9 C8 C7 121.28(13) . . ?
C8 C9 C10 121.37(14) . . ?
C11 C10 C9 119.90(14) . . ?
C10 C11 C12 121.11(14) . . ?
C13 C12 C11 121.17(12) . . ?
C13 C12 C7 119.56(12) . . ?
C11 C12 C7 119.23(12) . . ?
C14 C13 C12 121.97(12) . . ?
C13 C14 C1 121.85(13) . . ?
C13 C14 C5 119.20(11) . . ?
C1 C14 C5 118.95(13) . . ?
C16A C15 C6 129.91(12) . . ?
C15 C16A C17A 127.18(11) . . ?
C15 C16A C24A 124.17(11) . . ?
C17A C16A C24A 108.43(10) . . ?
O1A C17A C18A 126.32(12) . . ?
O1A C17A C16A 127.37(11) . . ?
C18A C17A C16A 106.19(10) . . ?
C23A C18A C19 121.75(12) . . ?
C23A C18A C17A 110.07(11) . . ?
C19 C18A C17A 128.10(12) . . ?
C20 C19 C18A 117.92(13) . . ?
C19 C20 C21 120.69(13) . . ?
C22 C21 C20 121.49(13) . . ?
C21 C22 C23A 118.38(13) . . ?
C18A C23A C22 119.77(12) . . ?
C18A C23A C24A 111.16(10) . . ?
C22 C23A C24A 129.05(12) . . ?
C23A C24A C16A 104.09(10) . . ?

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 -0.1(3) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C3 C4 C5 C6 179.63(14) . . . . ?
C3 C4 C5 C14 -1.3(2) . . . . ?
C4 C5 C6 C7 178.91(12) . . . . ?
C14 C5 C6 C7 -0.13(18) . . . . ?
C4 C5 C6 C15 -7.37(18) . . . . ?
C14 C5 C6 C15 173.59(11) . . . . ?
C5 C6 C7 C8 176.77(12) . . . . ?
C15 C6 C7 C8 3.30(19) . . . . ?
C5 C6 C7 C12 -0.79(18) . . . . ?
C15 C6 C7 C12 -174.25(11) . . . . ?
C6 C7 C8 C9 -178.05(13) . . . . ?
C12 C7 C8 C9 -0.4(2) . . . . ?
C7 C8 C9 C10 -0.4(2) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C13 177.01(15) . . . . ?
C10 C11 C12 C7 -0.8(2) . . . . ?
C6 C7 C12 C13 0.89(19) . . . . ?
C8 C7 C12 C13 -176.82(12) . . . . ?
C6 C7 C12 C11 178.76(12) . . . . ?
C8 C7 C12 C11 1.05(19) . . . . ?
C11 C12 C13 C14 -177.89(13) . . . . ?
C7 C12 C13 C14 -0.1(2) . . . . ?
C12 C13 C14 C1 179.50(13) . . . . ?
C12 C13 C14 C5 -0.9(2) . . . . ?
C2 C1 C14 C13 178.79(15) . . . . ?
C2 C1 C14 C5 -0.8(2) . . . . ?
C6 C5 C14 C13 0.95(19) . . . . ?
C4 C5 C14 C13 -178.14(13) . . . . ?
C6 C5 C14 C1 -179.40(12) . . . . ?
C4 C5 C14 C1 1.51(19) . . . . ?
C7 C6 C15 C16A -62.98(19) . . . . ?
C5 C6 C15 C16A 123.43(15) . . . . ?
C6 C15 C16A C17A -7.5(2) . . . . ?
C6 C15 C16A C24A 178.60(13) . . . . ?
C15 C16A C17A O1A 2.9(2) . . . . ?
C24A C16A C17A O1A 177.57(14) . . . . ?
C15 C16A C17A C18A -173.40(13) . . . . ?
C24A C16A C17A C18A 1.31(13) . . . . ?
O1A C17A C18A C23A -175.99(13) . . . . ?
C16A C17A C18A C23A 0.32(13) . . . . ?
O1A C17A C18A C19 0.9(2) . . . . ?
C16A C17A C18A C19 177.17(12) . . . . ?
C23A C18A C19 C20 0.7(2) . . . . ?
C17A C18A C19 C20 -175.80(13) . . . . ?
C18A C19 C20 C21 -0.2(2) . . . . ?
C19 C20 C21 C22 -0.6(2) . . . . ?
C20 C21 C22 C23A 1.0(2) . . . . ?
C19 C18A C23A C22 -0.37(19) . . . . ?
C17A C18A C23A C22 176.72(11) . . . . ?
C19 C18A C23A C24A -178.95(12) . . . . ?
C17A C18A C23A C24A -1.86(14) . . . . ?
C21 C22 C23A C18A -0.48(19) . . . . ?
C21 C22 C23A C24A 177.82(13) . . . . ?
C18A C23A C24A C16A 2.58(15) . . . . ?
C22 C23A C24A C16A -175.84(12) . . . . ?
C15 C16A C24A C23A 172.60(12) . . . . ?
C17A C16A C24A C23A -2.31(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.04
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.038
#===END

data_9a1i_30h
_database_code_depnum_ccdc_archive 'CCDC 712714'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.6272(8)
_cell_length_b                   13.9254(10)
_cell_length_c                   10.4577(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.408(1)
_cell_angle_gamma                90.00
_cell_volume                     1653.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    4100
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9684
_exptl_absorpt_correction_T_max  0.9802
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25652
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         30.02
_reflns_number_total             4837
_reflns_number_gt                3385
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0695P)²+0.4591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4837
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1601
_refine_ls_wR_factor_gt          0.1400
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.74635(13) 0.13632(11) 0.65511(17) 0.0574(4) Uani 0.74 1 d P A 1
C1 C 0.96104(18) -0.26287(12) 0.70981(18) 0.0607(5) Uani 1 1 d . A 1
H1 H 0.9293 -0.3235 0.7161 0.073 Uiso 1 1 calc R A 1
C2 C 1.04852(19) -0.25243(14) 0.6453(2) 0.0672(5) Uani 1 1 d . A 1
H2 H 1.0768 -0.3056 0.6077 0.081 Uiso 1 1 calc R A 1
C3 C 1.09729(18) -0.16117(16) 0.6344(2) 0.0677(5) Uani 1 1 d . A 1
H3 H 1.1574 -0.1544 0.5891 0.081 Uiso 1 1 calc R A 1
C4 C 1.05781(15) -0.08258(13) 0.68923(17) 0.0558(4) Uani 1 1 d . A 1
H4 H 1.0912 -0.0229 0.6804 0.067 Uiso 1 1 calc R A 1
C5 C 0.96615(13) -0.09000(10) 0.75988(14) 0.0430(3) Uani 1 1 d . A 1
C6 C 0.92321(13) -0.00986(10) 0.81801(14) 0.0401(3) Uani 1 1 d . A 1
C7 C 0.83090(13) -0.02144(10) 0.88489(14) 0.0401(3) Uani 1 1 d . A 1
C8 C 0.78657(15) 0.05497(11) 0.95170(16) 0.0510(4) Uani 1 1 d . A 1
H8 H 0.8180 0.1163 0.9502 0.061 Uiso 1 1 calc R A 1
C9 C 0.69979(18) 0.03988(13) 1.01705(19) 0.0625(5) Uani 1 1 d . A 1
H9 H 0.6728 0.0909 1.0599 0.075 Uiso 1 1 calc R A 1
C10 C 0.64926(18) -0.05190(14) 1.0215(2) 0.0651(5) Uani 1 1 d . A 1
H10 H 0.5889 -0.0607 1.0661 0.078 Uiso 1 1 calc R A 1
C11 C 0.68839(16) -0.12641(13) 0.96147(18) 0.0584(4) Uani 1 1 d . A 1
H11 H 0.6550 -0.1867 0.9654 0.070 Uiso 1 1 calc R A 1
C12 C 0.78035(14) -0.11469(10) 0.89164(15) 0.0453(3) Uani 1 1 d . A 1
C13 C 0.82417(15) -0.19253(10) 0.83389(16) 0.0507(4) Uani 1 1 d . A 1
H13 H 0.7912 -0.2529 0.8389 0.061 Uiso 1 1 calc R A 1
C14 C 0.91566(14) -0.18278(10) 0.76903(15) 0.0467(3) Uani 1 1 d . A 1
C15 C 0.98563(13) 0.08265(10) 0.81804(15) 0.0441(3) Uani 1 1 d . A 1
H15 H 1.0654 0.0814 0.8574 0.053 Uiso 1 1 calc R A 1
C16A C 0.94438(12) 0.16736(10) 0.77001(14) 0.0408(3) Uani 0.74 1 d P A 1
C17A C 0.82519(13) 0.18982(10) 0.68958(15) 0.0430(3) Uani 0.74 1 d P A 1
C18A C 0.83029(13) 0.29139(10) 0.64860(14) 0.0410(3) Uani 0.74 1 d P A 1
C19 C 0.74320(15) 0.34514(12) 0.56827(17) 0.0525(4) Uani 1 1 d . A 1
H19 H 0.6687 0.3196 0.5363 0.063 Uiso 1 1 calc R A 1
C20 C 0.77022(18) 0.43762(12) 0.53706(18) 0.0590(4) Uani 1 1 d . A 1
H20 H 0.7132 0.4749 0.4833 0.071 Uiso 1 1 calc R A 1
C21 C 0.88155(17) 0.47539(11) 0.58506(17) 0.0568(4) Uani 1 1 d . A 1
H21 H 0.8983 0.5375 0.5619 0.068 Uiso 1 1 calc R A 1
C22 C 0.96769(16) 0.42272(11) 0.66626(16) 0.0516(4) Uani 1 1 d . A 1
H22 H 1.0416 0.4490 0.6994 0.062 Uiso 1 1 calc R A 1
C23A C 0.94134(13) 0.32919(10) 0.69747(14) 0.0416(3) Uani 0.74 1 d P A 1
C24A C 1.01941(14) 0.25669(11) 0.77939(17) 0.0496(4) Uani 0.74 1 d P A 1
H241 H 1.0430 0.2783 0.8694 0.060 Uiso 0.74 1 calc PR A 1
H242 H 1.0894 0.2450 0.7453 0.060 Uiso 0.74 1 calc PR A 1
O1B O 1.1126(4) 0.2610(3) 0.8354(5) 0.0574(4) Uani 0.26 1 d P B 2
C16B C 0.94438(12) 0.16736(10) 0.77001(14) 0.0408(3) Uani 0.26 1 d P B 2
C24B C 0.82519(13) 0.18982(10) 0.68958(15) 0.0430(3) Uani 0.26 1 d P B 2
H243 H 0.8067 0.1480 0.6137 0.052 Uiso 0.26 1 calc PR B 2
H244 H 0.7656 0.1815 0.7408 0.052 Uiso 0.26 1 calc PR B 2
C23B C 0.83029(13) 0.29139(10) 0.64860(14) 0.0410(3) Uani 0.26 1 d P B 2
C18B C 0.94134(13) 0.32919(10) 0.69747(14) 0.0416(3) Uani 0.26 1 d P B 2
C17B C 1.01941(14) 0.25669(11) 0.77939(17) 0.0496(4) Uani 0.26 1 d P B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.176(2) . ?
C1 C2 1.344(3) . ?
C1 C14 1.430(2) . ?
C2 C3 1.406(3) . ?
C3 C4 1.360(2) . ?
C4 C5 1.425(2) . ?
C5 C6 1.412(2) . ?
C5 C14 1.431(2) . ?
C6 C7 1.411(2) . ?
C6 C15 1.4784(19) . ?
C7 C8 1.429(2) . ?
C7 C12 1.4334(19) . ?
C8 C9 1.351(2) . ?
C9 C10 1.412(3) . ?
C10 C11 1.342(3) . ?
C11 C12 1.428(2) . ?
C12 C13 1.390(2) . ?
C13 C14 1.386(2) . ?
C15 C16A 1.331(2) . ?
C16A C17A 1.492(2) . ?
C16A C24A 1.510(2) . ?
C17A C18A 1.4827(19) . ?
C18A C23A 1.386(2) . ?
C18A C19 1.388(2) . ?
C19 C20 1.381(2) . ?
C20 C21 1.387(3) . ?
C21 C22 1.377(3) . ?
C22 C23A 1.393(2) . ?
C23A C24A 1.498(2) . ?

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
C2 C1 C14 121.49(17) . . ?
C1 C2 C3 120.01(16) . . ?
C4 C3 C2 120.98(18) . . ?
C3 C4 C5 121.19(17) . . ?
C6 C5 C4 122.60(14) . . ?
C6 C5 C14 119.78(13) . . ?
C4 C5 C14 117.61(14) . . ?
C7 C6 C5 120.00(12) . . ?
C7 C6 C15 121.69(12) . . ?
C5 C6 C15 118.01(13) . . ?
C6 C7 C8 123.38(13) . . ?
C6 C7 C12 119.46(13) . . ?
C8 C7 C12 117.12(14) . . ?
C9 C8 C7 121.25(15) . . ?
C8 C9 C10 121.26(16) . . ?
C11 C10 C9 119.94(16) . . ?
C10 C11 C12 121.16(16) . . ?
C13 C12 C11 121.19(14) . . ?
C13 C12 C7 119.51(14) . . ?
C11 C12 C7 119.26(14) . . ?
C14 C13 C12 121.87(14) . . ?
C13 C14 C1 121.93(15) . . ?
C13 C14 C5 119.37(13) . . ?
C1 C14 C5 118.70(15) . . ?
C16A C15 C6 129.44(14) . . ?
C15 C16A C17A 127.92(13) . . ?
C15 C16A C24A 123.32(13) . . ?
C17A C16A C24A 108.52(12) . . ?
O1A C17A C18A 126.35(15) . . ?
O1A C17A C16A 127.48(14) . . ?
C18A C17A C16A 105.84(12) . . ?
C23A C18A C19 121.27(14) . . ?
C23A C18A C17A 110.34(13) . . ?
C19 C18A C17A 128.33(14) . . ?
C20 C19 C18A 118.20(16) . . ?
C19 C20 C21 120.65(16) . . ?
C22 C21 C20 121.31(15) . . ?
C21 C22 C23A 118.36(16) . . ?
C18A C23A C22 120.20(14) . . ?
C18A C23A C24A 110.91(12) . . ?
C22 C23A C24A 128.88(14) . . ?
C23A C24A C16A 104.33(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
_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 -0.2(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 179.96(16) . . . . ?
C3 C4 C5 C14 -1.1(2) . . . . ?
C4 C5 C6 C7 178.93(14) . . . . ?
C14 C5 C6 C7 0.0(2) . . . . ?
C4 C5 C6 C15 -7.2(2) . . . . ?
C14 C5 C6 C15 173.88(13) . . . . ?
C5 C6 C7 C8 176.80(14) . . . . ?
C15 C6 C7 C8 3.2(2) . . . . ?
C5 C6 C7 C12 -0.8(2) . . . . ?
C15 C6 C7 C12 -174.45(13) . . . . ?
C6 C7 C8 C9 -178.43(16) . . . . ?
C12 C7 C8 C9 -0.7(2) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 C11 0.8(3) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C10 C11 C12 C13 177.37(18) . . . . ?
C10 C11 C12 C7 -0.5(3) . . . . ?
C6 C7 C12 C13 0.9(2) . . . . ?
C8 C7 C12 C13 -176.84(14) . . . . ?
C6 C7 C12 C11 178.87(14) . . . . ?
C8 C7 C12 C11 1.1(2) . . . . ?
C11 C12 C13 C14 -178.12(16) . . . . ?
C7 C12 C13 C14 -0.2(2) . . . . ?
C12 C13 C14 C1 179.85(15) . . . . ?
C12 C13 C14 C5 -0.6(2) . . . . ?
C2 C1 C14 C13 178.89(17) . . . . ?
C2 C1 C14 C5 -0.7(3) . . . . ?
C6 C5 C14 C13 0.7(2) . . . . ?
C4 C5 C14 C13 -178.28(15) . . . . ?
C6 C5 C14 C1 -179.74(14) . . . . ?
C4 C5 C14 C1 1.3(2) . . . . ?
C7 C6 C15 C16A -63.2(2) . . . . ?
C5 C6 C15 C16A 123.05(18) . . . . ?
C6 C15 C16A C17A -7.2(3) . . . . ?
C6 C15 C16A C24A 179.04(15) . . . . ?
C15 C16A C17A O1A 0.5(3) . . . . ?
C24A C16A C17A O1A 175.00(18) . . . . ?
C15 C16A C17A C18A -173.18(15) . . . . ?
C24A C16A C17A C18A 1.36(16) . . . . ?
O1A C17A C18A C23A -173.47(17) . . . . ?
C16A C17A C18A C23A 0.27(16) . . . . ?
O1A C17A C18A C19 3.6(3) . . . . ?
C16A C17A C18A C19 177.31(15) . . . . ?
C23A C18A C19 C20 0.5(2) . . . . ?
C17A C18A C19 C20 -176.25(15) . . . . ?
C18A C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 -0.9(3) . . . . ?
C20 C21 C22 C23A 1.3(2) . . . . ?
C19 C18A C23A C22 -0.1(2) . . . . ?
C17A C18A C23A C22 177.20(13) . . . . ?
C19 C18A C23A C24A -179.11(14) . . . . ?
C17A C18A C23A C24A -1.83(17) . . . . ?
C21 C22 C23A C18A -0.8(2) . . . . ?
C21 C22 C23A C24A 178.03(15) . . . . ?
C18A C23A C24A C16A 2.57(17) . . . . ?
C22 C23A C24A C16A -176.34(15) . . . . ?
C15 C16A C24A C23A 172.50(14) . . . . ?
C17A C16A C24A C23A -2.34(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.036
#===END

data_9a1i_40h
_database_code_depnum_ccdc_archive 'CCDC 712715'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.6561(8)
_cell_length_b                   13.9147(10)
_cell_length_c                   10.5076(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.099(1)
_cell_angle_gamma                90.00
_cell_volume                     1666.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    7134
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      29.9

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9686
_exptl_absorpt_correction_T_max  0.9804
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25641
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         30.05
_reflns_number_total             4875
_reflns_number_gt                3055
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0724P)²+0.6195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4875
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1840
_refine_ls_wR_factor_gt          0.1560
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.7470(3) 0.1330(2) 0.6511(3) 0.0684(6) Uani 0.49 1 d P A 1
C1 C 0.9624(2) -0.26421(15) 0.7124(2) 0.0658(6) Uani 1 1 d . A 1
H1 H 0.9313 -0.3251 0.7188 0.079 Uiso 1 1 calc R A 1
C2 C 1.0497(2) -0.25311(18) 0.6482(2) 0.0753(7) Uani 1 1 d . A 1
H2 H 1.0782 -0.3060 0.6102 0.090 Uiso 1 1 calc R A 1
C3 C 1.0983(2) -0.16114(19) 0.6382(2) 0.0740(6) Uani 1 1 d . A 1
H3 H 1.1586 -0.1539 0.5933 0.089 Uiso 1 1 calc R A 1
C4 C 1.05811(19) -0.08312(16) 0.6932(2) 0.0616(5) Uani 1 1 d . A 1
H4 H 1.0914 -0.0233 0.6853 0.074 Uiso 1 1 calc R A 1
C5 C 0.96585(16) -0.09124(12) 0.76284(17) 0.0466(4) Uani 1 1 d . A 1
C6 C 0.92214(15) -0.01166(11) 0.82070(16) 0.0430(4) Uani 1 1 d . A 1
C7 C 0.82938(15) -0.02378(11) 0.88643(16) 0.0428(4) Uani 1 1 d . A 1
C8 C 0.78360(18) 0.05218(13) 0.95207(19) 0.0543(5) Uani 1 1 d . A 1
H8 H 0.8145 0.1137 0.9509 0.065 Uiso 1 1 calc R A 1
C9 C 0.6963(2) 0.03648(16) 1.0159(2) 0.0674(6) Uani 1 1 d . A 1
H9 H 0.6681 0.0875 1.0577 0.081 Uiso 1 1 calc R A 1
C10 C 0.6466(2) -0.05551(17) 1.0206(2) 0.0705(6) Uani 1 1 d . A 1
H10 H 0.5858 -0.0648 1.0641 0.085 Uiso 1 1 calc R A 1
C11 C 0.6879(2) -0.12984(15) 0.9616(2) 0.0631(5) Uani 1 1 d . A 1
H11 H 0.6556 -0.1906 0.9658 0.076 Uiso 1 1 calc R A 1
C12 C 0.77969(16) -0.11765(12) 0.89321(18) 0.0480(4) Uani 1 1 d . A 1
C13 C 0.82519(18) -0.19480(12) 0.83598(19) 0.0544(5) Uani 1 1 d . A 1
H13 H 0.7932 -0.2555 0.8413 0.065 Uiso 1 1 calc R A 1
C14 C 0.91650(17) -0.18459(12) 0.77118(18) 0.0503(4) Uani 1 1 d . A 1
C15 C 0.98176(16) 0.08177(12) 0.81913(18) 0.0483(4) Uani 1 1 d . A 1
H15 H 1.0611 0.0823 0.8584 0.058 Uiso 1 1 calc R A 1
C16A C 0.93858(15) 0.16490(12) 0.76992(17) 0.0444(4) Uani 0.49 1 d P A 1
C17A C 0.81939(16) 0.18640(13) 0.69020(19) 0.0502(4) Uani 0.49 1 d P A 1
C18A C 0.82560(16) 0.28798(12) 0.64733(17) 0.0461(4) Uani 0.49 1 d P A 1
C19 C 0.73981(19) 0.34188(15) 0.5674(2) 0.0599(5) Uani 1 1 d . A 1
H19 H 0.6655 0.3165 0.5356 0.072 Uiso 1 1 calc R A 1
C20 C 0.7674(2) 0.43458(15) 0.5358(2) 0.0682(6) Uani 1 1 d . A 1
H20 H 0.7110 0.4717 0.4818 0.082 Uiso 1 1 calc R A 1
C21 C 0.8775(2) 0.47257(14) 0.5834(2) 0.0649(6) Uani 1 1 d . A 1
H21 H 0.8944 0.5347 0.5605 0.078 Uiso 1 1 calc R A 1
C22 C 0.9625(2) 0.41978(13) 0.6641(2) 0.0576(5) Uani 1 1 d . A 1
H22 H 1.0362 0.4458 0.6970 0.069 Uiso 1 1 calc R A 1
C23A C 0.93560(16) 0.32653(12) 0.69560(17) 0.0463(4) Uani 0.49 1 d P A 1
C24A C 1.01207(19) 0.25441(13) 0.7774(2) 0.0541(5) Uani 0.49 1 d P A 1
H241 H 1.0351 0.2766 0.8666 0.065 Uiso 0.49 1 calc PR A 1
H242 H 1.0822 0.2425 0.7438 0.065 Uiso 0.49 1 calc PR A 1
O1B O 1.1062(2) 0.2622(2) 0.8341(3) 0.0684(6) Uani 0.51 1 d P B 2
C16B C 0.93858(15) 0.16490(12) 0.76992(17) 0.0444(4) Uani 0.51 1 d P B 2
C24B C 0.81939(16) 0.18640(13) 0.69020(19) 0.0502(4) Uani 0.51 1 d P B 2
H243 H 0.8008 0.1437 0.6157 0.060 Uiso 0.51 1 calc PR B 2
H244 H 0.7600 0.1791 0.7419 0.060 Uiso 0.51 1 calc PR B 2
C23B C 0.82560(16) 0.28798(12) 0.64733(17) 0.0461(4) Uani 0.51 1 d P B 2
C18B C 0.93560(16) 0.32653(12) 0.69560(17) 0.0463(4) Uani 0.51 1 d P B 2
C17B C 1.01207(19) 0.25441(13) 0.7774(2) 0.0541(5) Uani 0.51 1 d P B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.135(3) . ?
C1 C2 1.343(3) . ?
C1 C14 1.426(3) . ?
C2 C3 1.412(4) . ?
C3 C4 1.359(3) . ?
C4 C5 1.427(3) . ?
C5 C6 1.409(2) . ?
C5 C14 1.431(2) . ?
C6 C7 1.410(2) . ?
C6 C15 1.476(2) . ?
C7 C8 1.425(2) . ?
C7 C12 1.437(2) . ?
C8 C9 1.349(3) . ?
C9 C10 1.410(3) . ?
C10 C11 1.345(3) . ?
C11 C12 1.418(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.386(3) . ?
C15 C16A 1.323(2) . ?
C16A C17A 1.494(3) . ?
C16A C24A 1.504(2) . ?
C17A C18A 1.490(2) . ?
C18A C23A 1.384(3) . ?
C18A C19 1.384(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.381(3) . ?
C21 C22 1.374(3) . ?
C22 C23A 1.391(2) . ?
C23A C24A 1.489(3) . ?

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
C2 C1 C14 121.4(2) . . ?
C1 C2 C3 120.0(2) . . ?
C4 C3 C2 120.9(2) . . ?
C3 C4 C5 121.3(2) . . ?
C6 C5 C4 122.60(17) . . ?
C6 C5 C14 120.05(16) . . ?
C4 C5 C14 117.34(17) . . ?
C5 C6 C7 120.08(15) . . ?
C5 C6 C15 118.28(16) . . ?
C7 C6 C15 121.47(15) . . ?
C6 C7 C8 123.48(15) . . ?
C6 C7 C12 119.44(15) . . ?
C8 C7 C12 117.03(16) . . ?
C9 C8 C7 121.23(18) . . ?
C8 C9 C10 121.50(19) . . ?
C11 C10 C9 119.5(2) . . ?
C10 C11 C12 121.47(19) . . ?
C13 C12 C11 121.60(17) . . ?
C13 C12 C7 119.13(17) . . ?
C11 C12 C7 119.24(17) . . ?
C14 C13 C12 122.40(16) . . ?
C13 C14 C1 121.99(18) . . ?
C13 C14 C5 118.89(16) . . ?
C1 C14 C5 119.11(19) . . ?
C16A C15 C6 129.28(17) . . ?
C15 C16A C17A 128.83(16) . . ?
C15 C16A C24A 122.53(17) . . ?
C17A C16A C24A 108.41(15) . . ?
O1A C17A C18A 126.3(2) . . ?
O1A C17A C16A 127.2(2) . . ?
C18A C17A C16A 105.13(15) . . ?
C23A C18A C19 120.55(17) . . ?
C23A C18A C17A 110.90(16) . . ?
C19 C18A C17A 128.52(18) . . ?
C18A C19 C20 118.4(2) . . ?
C21 C20 C19 120.9(2) . . ?
C22 C21 C20 120.92(19) . . ?
C21 C22 C23A 118.4(2) . . ?
C18A C23A C22 120.79(18) . . ?
C18A C23A C24A 110.28(15) . . ?
C22 C23A C24A 128.92(18) . . ?
C23A C24A C16A 105.21(16) . . ?

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 0.3(4) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -179.9(2) . . . . ?
C3 C4 C5 C14 -0.7(3) . . . . ?
C4 C5 C6 C7 178.89(17) . . . . ?
C14 C5 C6 C7 -0.3(3) . . . . ?
C4 C5 C6 C15 -5.7(3) . . . . ?
C14 C5 C6 C15 175.10(16) . . . . ?
C5 C6 C7 C8 177.27(17) . . . . ?
C15 C6 C7 C8 2.1(3) . . . . ?
C5 C6 C7 C12 -0.3(2) . . . . ?
C15 C6 C7 C12 -175.53(16) . . . . ?
C6 C7 C8 C9 -178.63(19) . . . . ?
C12 C7 C8 C9 -1.0(3) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C9 C10 C11 C12 -0.8(4) . . . . ?
C10 C11 C12 C13 177.8(2) . . . . ?
C10 C11 C12 C7 -0.2(3) . . . . ?
C6 C7 C12 C13 0.7(3) . . . . ?
C8 C7 C12 C13 -177.00(17) . . . . ?
C6 C7 C12 C11 178.78(17) . . . . ?
C8 C7 C12 C11 1.0(3) . . . . ?
C11 C12 C13 C14 -178.59(19) . . . . ?
C7 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C1 -179.85(18) . . . . ?
C12 C13 C14 C5 0.0(3) . . . . ?
C2 C1 C14 C13 178.9(2) . . . . ?
C2 C1 C14 C5 -0.9(3) . . . . ?
C6 C5 C14 C13 0.4(3) . . . . ?
C4 C5 C14 C13 -178.78(18) . . . . ?
C6 C5 C14 C1 -179.71(17) . . . . ?
C4 C5 C14 C1 1.1(3) . . . . ?
C5 C6 C15 C16A 122.0(2) . . . . ?
C7 C6 C15 C16A -62.7(3) . . . . ?
C6 C15 C16A C17A -6.5(3) . . . . ?
C6 C15 C16A C24A 179.64(18) . . . . ?
C15 C16A C17A O1A -5.3(4) . . . . ?
C24A C16A C17A O1A 169.3(3) . . . . ?
C15 C16A C17A C18A -172.50(19) . . . . ?
C24A C16A C17A C18A 2.04(19) . . . . ?
O1A C17A C18A C23A -168.0(3) . . . . ?
C16A C17A C18A C23A -0.6(2) . . . . ?
O1A C17A C18A C19 10.1(4) . . . . ?
C16A C17A C18A C19 177.49(18) . . . . ?
C23A C18A C19 C20 0.8(3) . . . . ?
C17A C18A C19 C20 -177.15(19) . . . . ?
C18A C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C22 -0.5(3) . . . . ?
C20 C21 C22 C23A 0.8(3) . . . . ?
C19 C18A C23A C22 -0.4(3) . . . . ?
C17A C18A C23A C22 177.83(16) . . . . ?
C19 C18A C23A C24A -179.37(17) . . . . ?
C17A C18A C23A C24A -1.1(2) . . . . ?
C21 C22 C23A C18A -0.4(3) . . . . ?
C21 C22 C23A C24A 178.33(19) . . . . ?
C18A C23A C24A C16A 2.3(2) . . . . ?
C22 C23A C24A C16A -176.50(18) . . . . ?
C15 C16A C24A C23A 172.30(17) . . . . ?
C17A C16A C24A C23A -2.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.038
#===END

data_9a1i_50h
_database_code_depnum_ccdc_archive 'CCDC 712716'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.7174(10)
_cell_length_b                   13.8685(12)
_cell_length_c                   10.5133(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.625(2)
_cell_angle_gamma                90.00
_cell_volume                     1673.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    6360
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9687
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25403
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         30.04
_reflns_number_total             4909
_reflns_number_gt                2762
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0645P)²+0.8209P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4909
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.1897
_refine_ls_wR_factor_gt          0.1560
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.7477(5) 0.1286(5) 0.6481(7) 0.0746(7) Uani 0.26 1 d P A 1
C1 C 0.9643(2) -0.26511(17) 0.7145(2) 0.0679(7) Uani 1 1 d . A 1
H1 H 0.9338 -0.3265 0.7204 0.081 Uiso 1 1 calc R A 1
C2 C 1.0513(3) -0.2532(2) 0.6508(3) 0.0785(8) Uani 1 1 d . A 1
H2 H 1.0803 -0.3058 0.6126 0.094 Uiso 1 1 calc R A 1
C3 C 1.0990(2) -0.1608(2) 0.6418(3) 0.0787(8) Uani 1 1 d . A 1
H3 H 1.1595 -0.1531 0.5974 0.094 Uiso 1 1 calc R A 1
C4 C 1.0582(2) -0.08296(19) 0.6969(2) 0.0646(6) Uani 1 1 d . A 1
H4 H 1.0910 -0.0227 0.6893 0.078 Uiso 1 1 calc R A 1
C5 C 0.96617(18) -0.09195(14) 0.7660(2) 0.0473(5) Uani 1 1 d . A 1
C6 C 0.92059(17) -0.01284(13) 0.82325(18) 0.0433(4) Uani 1 1 d . A 1
C7 C 0.82782(17) -0.02560(13) 0.88800(18) 0.0433(4) Uani 1 1 d . A 1
C8 C 0.7808(2) 0.05005(15) 0.9535(2) 0.0557(6) Uani 1 1 d . A 1
H8 H 0.8114 0.1119 0.9532 0.067 Uiso 1 1 calc R A 1
C9 C 0.6929(2) 0.03387(18) 1.0159(3) 0.0699(7) Uani 1 1 d . A 1
H9 H 0.6637 0.0849 1.0571 0.084 Uiso 1 1 calc R A 1
C10 C 0.6442(2) -0.05879(19) 1.0199(3) 0.0705(7) Uani 1 1 d . A 1
H10 H 0.5828 -0.0685 1.0625 0.085 Uiso 1 1 calc R A 1
C11 C 0.6871(2) -0.13297(17) 0.9620(2) 0.0629(6) Uani 1 1 d . A 1
H11 H 0.6554 -0.1941 0.9660 0.075 Uiso 1 1 calc R A 1
C12 C 0.77968(19) -0.12008(14) 0.8948(2) 0.0481(5) Uani 1 1 d . A 1
C13 C 0.8260(2) -0.19669(14) 0.8378(2) 0.0549(5) Uani 1 1 d . A 1
H13 H 0.7946 -0.2578 0.8428 0.066 Uiso 1 1 calc R A 1
C14 C 0.91724(19) -0.18581(14) 0.7736(2) 0.0513(5) Uani 1 1 d . A 1
C15 C 0.97790(18) 0.08196(14) 0.8206(2) 0.0492(5) Uani 1 1 d . A 1
H15 H 1.0564 0.0842 0.8598 0.059 Uiso 1 1 calc R A 1
C16A C 0.93226(17) 0.16413(13) 0.7699(2) 0.0448(4) Uani 0.26 1 d P A 1
C17A C 0.81344(19) 0.18378(15) 0.6914(2) 0.0534(5) Uani 0.26 1 d P A 1
C18A C 0.82041(19) 0.28570(14) 0.6457(2) 0.0482(5) Uani 0.26 1 d P A 1
C19 C 0.7354(2) 0.33962(17) 0.5662(2) 0.0646(6) Uani 1 1 d . A 1
H19 H 0.6615 0.3143 0.5354 0.078 Uiso 1 1 calc R A 1
C20 C 0.7632(3) 0.43208(18) 0.5336(3) 0.0725(7) Uani 1 1 d . A 1
H20 H 0.7073 0.4688 0.4791 0.087 Uiso 1 1 calc R A 1
C21 C 0.8717(3) 0.47100(16) 0.5803(2) 0.0706(7) Uani 1 1 d . A 1
H21 H 0.8879 0.5335 0.5572 0.085 Uiso 1 1 calc R A 1
C22 C 0.9559(2) 0.41853(15) 0.6606(2) 0.0606(6) Uani 1 1 d . A 1
H22 H 1.0291 0.4447 0.6925 0.073 Uiso 1 1 calc R A 1
C23A C 0.92888(19) 0.32493(14) 0.69305(19) 0.0475(5) Uani 0.26 1 d P A 1
C24A C 1.0036(2) 0.25419(15) 0.7750(2) 0.0535(5) Uani 0.26 1 d P A 1
H241 H 1.0256 0.2775 0.8636 0.064 Uiso 0.26 1 calc PR A 1
H242 H 1.0738 0.2422 0.7419 0.064 Uiso 0.26 1 calc PR A 1
O1B O 1.0997(2) 0.26512(17) 0.8330(3) 0.0746(7) Uani 0.74 1 d P B 2
C16B C 0.93226(17) 0.16413(13) 0.7699(2) 0.0448(4) Uani 0.74 1 d P B 2
C24B C 0.81344(19) 0.18378(15) 0.6914(2) 0.0534(5) Uani 0.74 1 d P B 2
H243 H 0.7949 0.1398 0.6185 0.064 Uiso 0.74 1 calc PR B 2
H244 H 0.7548 0.1776 0.7442 0.064 Uiso 0.74 1 calc PR B 2
C23B C 0.82041(19) 0.28570(14) 0.6457(2) 0.0482(5) Uani 0.74 1 d P B 2
C18B C 0.92888(19) 0.32493(14) 0.69305(19) 0.0475(5) Uani 0.74 1 d P B 2
C17B C 1.0036(2) 0.25419(15) 0.7750(2) 0.0535(5) Uani 0.74 1 d P B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.115(6) . ?
C1 C2 1.338(4) . ?
C1 C14 1.427(3) . ?
C2 C3 1.408(4) . ?
C3 C4 1.357(3) . ?
C4 C5 1.422(3) . ?
C5 C6 1.407(3) . ?
C5 C14 1.431(3) . ?
C6 C7 1.405(3) . ?
C6 C15 1.479(3) . ?
C7 C8 1.426(3) . ?
C7 C12 1.434(3) . ?
C8 C9 1.346(3) . ?
C9 C10 1.410(3) . ?
C10 C11 1.344(3) . ?
C11 C12 1.421(3) . ?
C12 C13 1.384(3) . ?
C13 C14 1.383(3) . ?
C15 C16A 1.325(3) . ?
C16A C17A 1.493(3) . ?
C16A C24A 1.498(3) . ?
C17A C18A 1.501(3) . ?
C18A C23A 1.380(3) . ?
C18A C19 1.384(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.377(4) . ?
C21 C22 1.371(4) . ?
C22 C23A 1.395(3) . ?
C23A C24A 1.472(3) . ?

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
C2 C1 C14 121.5(2) . . ?
C1 C2 C3 120.0(2) . . ?
C4 C3 C2 121.1(3) . . ?
C3 C4 C5 121.1(2) . . ?
C6 C5 C4 122.85(19) . . ?
C6 C5 C14 119.63(19) . . ?
C4 C5 C14 117.50(19) . . ?
C7 C6 C5 120.42(17) . . ?
C7 C6 C15 121.29(17) . . ?
C5 C6 C15 118.17(18) . . ?
C6 C7 C8 123.63(18) . . ?
C6 C7 C12 119.32(17) . . ?
C8 C7 C12 116.99(19) . . ?
C9 C8 C7 121.4(2) . . ?
C8 C9 C10 121.4(2) . . ?
C11 C10 C9 119.6(2) . . ?
C10 C11 C12 121.5(2) . . ?
C13 C12 C11 121.64(19) . . ?
C13 C12 C7 119.18(19) . . ?
C11 C12 C7 119.17(19) . . ?
C14 C13 C12 122.48(19) . . ?
C13 C14 C1 122.2(2) . . ?
C13 C14 C5 118.97(18) . . ?
C1 C14 C5 118.8(2) . . ?
C16A C15 C6 128.62(19) . . ?
C15 C16A C17A 129.45(18) . . ?
C15 C16A C24A 121.72(19) . . ?
C17A C16A C24A 108.61(17) . . ?
O1A C17A C16A 126.2(4) . . ?
O1A C17A C18A 126.4(4) . . ?
C16A C17A C18A 104.12(17) . . ?
C23A C18A C19 120.2(2) . . ?
C23A C18A C17A 111.19(18) . . ?
C19 C18A C17A 128.6(2) . . ?
C20 C19 C18A 118.3(2) . . ?
C21 C20 C19 121.4(2) . . ?
C22 C21 C20 120.6(2) . . ?
C21 C22 C23A 118.3(2) . . ?
C18A C23A C22 121.1(2) . . ?
C18A C23A C24A 110.14(17) . . ?
C22 C23A C24A 128.8(2) . . ?
C23A C24A C16A 105.83(18) . . ?

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 0.5(4) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 -179.3(2) . . . . ?
C3 C4 C5 C14 -0.9(3) . . . . ?
C4 C5 C6 C7 178.58(19) . . . . ?
C14 C5 C6 C7 0.2(3) . . . . ?
C4 C5 C6 C15 -5.4(3) . . . . ?
C14 C5 C6 C15 176.29(18) . . . . ?
C5 C6 C7 C8 176.91(19) . . . . ?
C15 C6 C7 C8 1.0(3) . . . . ?
C5 C6 C7 C12 -0.2(3) . . . . ?
C15 C6 C7 C12 -176.17(18) . . . . ?
C6 C7 C8 C9 -179.0(2) . . . . ?
C12 C7 C8 C9 -1.8(3) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C9 C10 C11 C12 -0.9(4) . . . . ?
C10 C11 C12 C13 178.4(2) . . . . ?
C10 C11 C12 C7 -0.4(3) . . . . ?
C6 C7 C12 C13 0.2(3) . . . . ?
C8 C7 C12 C13 -177.1(2) . . . . ?
C6 C7 C12 C11 179.05(19) . . . . ?
C8 C7 C12 C11 1.7(3) . . . . ?
C11 C12 C13 C14 -179.0(2) . . . . ?
C7 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C1 -179.7(2) . . . . ?
C12 C13 C14 C5 0.2(3) . . . . ?
C2 C1 C14 C13 178.9(2) . . . . ?
C2 C1 C14 C5 -1.1(4) . . . . ?
C6 C5 C14 C13 -0.2(3) . . . . ?
C4 C5 C14 C13 -178.7(2) . . . . ?
C6 C5 C14 C1 179.76(19) . . . . ?
C4 C5 C14 C1 1.3(3) . . . . ?
C7 C6 C15 C16A -62.4(3) . . . . ?
C5 C6 C15 C16A 121.6(2) . . . . ?
C6 C15 C16A C17A -5.6(4) . . . . ?
C6 C15 C16A C24A -179.6(2) . . . . ?
C15 C16A C17A O1A -11.3(6) . . . . ?
C24A C16A C17A O1A 163.3(5) . . . . ?
C15 C16A C17A C18A -171.6(2) . . . . ?
C24A C16A C17A C18A 3.0(2) . . . . ?
O1A C17A C18A C23A -161.8(5) . . . . ?
C16A C17A C18A C23A -1.5(2) . . . . ?
O1A C17A C18A C19 17.7(6) . . . . ?
C16A C17A C18A C19 178.0(2) . . . . ?
C23A C18A C19 C20 1.4(3) . . . . ?
C17A C18A C19 C20 -178.0(2) . . . . ?
C18A C19 C20 C21 -1.1(4) . . . . ?
C19 C20 C21 C22 0.3(4) . . . . ?
C20 C21 C22 C23A 0.2(4) . . . . ?
C19 C18A C23A C22 -1.0(3) . . . . ?
C17A C18A C23A C22 178.58(19) . . . . ?
C19 C18A C23A C24A 179.87(19) . . . . ?
C17A C18A C23A C24A -0.6(2) . . . . ?
C21 C22 C23A C18A 0.1(3) . . . . ?
C21 C22 C23A C24A 179.1(2) . . . . ?
C18A C23A C24A C16A 2.4(2) . . . . ?
C22 C23A C24A C16A -176.7(2) . . . . ?
C15 C16A C24A C23A 171.75(19) . . . . ?
C17A C16A C24A C23A -3.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.039
#===END

data_9a1i_70h
_database_code_depnum_ccdc_archive 'CCDC 712717'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.8493(9)
_cell_length_b                   13.8243(11)
_cell_length_c                   10.4921(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.018(2)
_cell_angle_gamma                90.00
_cell_volume                     1687.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    5006
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      28.8

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9690
_exptl_absorpt_correction_T_max  0.9806
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25739
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         30.05
_reflns_number_total             4953
_reflns_number_gt                2391
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0642P)²+0.5869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4953
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1488
_refine_ls_R_factor_gt           0.0664
_refine_ls_wR_factor_ref         0.1821
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.7484(17) 0.1250(16) 0.646(2) 0.0771(6) Uani 0.08 1 d P A 1
C1 C 0.9660(2) -0.26541(18) 0.7167(2) 0.0694(7) Uani 1 1 d . A 1
H1 H 0.9364 -0.3272 0.7223 0.083 Uiso 1 1 calc R A 1
C2 C 1.0532(3) -0.2524(2) 0.6533(3) 0.0818(8) Uani 1 1 d . A 1
H2 H 1.0827 -0.3048 0.6148 0.098 Uiso 1 1 calc R A 1
C3 C 1.1001(2) -0.1595(2) 0.6450(3) 0.0806(8) Uani 1 1 d . A 1
H3 H 1.1604 -0.1512 0.6010 0.097 Uiso 1 1 calc R A 1
C4 C 1.0581(2) -0.08173(19) 0.7007(2) 0.0664(7) Uani 1 1 d . A 1
H4 H 1.0903 -0.0210 0.6941 0.080 Uiso 1 1 calc R A 1
C5 C 0.96576(18) -0.09186(15) 0.7689(2) 0.0481(5) Uani 1 1 d . A 1
C6 C 0.91944(17) -0.01295(14) 0.82632(19) 0.0436(5) Uani 1 1 d . A 1
C7 C 0.82672(18) -0.02674(13) 0.89022(19) 0.0441(5) Uani 1 1 d . A 1
C8 C 0.7781(2) 0.04840(15) 0.9559(2) 0.0555(6) Uani 1 1 d . A 1
H8 H 0.8081 0.1106 0.9567 0.067 Uiso 1 1 calc R A 1
C9 C 0.6895(2) 0.03124(18) 1.0169(3) 0.0696(7) Uani 1 1 d . A 1
H9 H 0.6597 0.0819 1.0585 0.084 Uiso 1 1 calc R A 1
C10 C 0.6415(2) -0.06160(19) 1.0188(3) 0.0711(7) Uani 1 1 d . A 1
H10 H 0.5794 -0.0718 1.0596 0.085 Uiso 1 1 calc R A 1
C11 C 0.6856(2) -0.13535(17) 0.9616(2) 0.0636(6) Uani 1 1 d . A 1
H11 H 0.6544 -0.1968 0.9647 0.076 Uiso 1 1 calc R A 1
C12 C 0.77940(19) -0.12199(14) 0.8959(2) 0.0481(5) Uani 1 1 d . A 1
C13 C 0.8266(2) -0.19835(15) 0.8390(2) 0.0572(6) Uani 1 1 d . A 1
H13 H 0.7959 -0.2599 0.8435 0.069 Uiso 1 1 calc R A 1
C14 C 0.91789(19) -0.18646(15) 0.7753(2) 0.0521(5) Uani 1 1 d . A 1
C15 C 0.97358(18) 0.08313(15) 0.8228(2) 0.0492(5) Uani 1 1 d . A 1
H15 H 1.0507 0.0870 0.8624 0.059 Uiso 1 1 calc R A 1
C16A C 0.92668(16) 0.16445(14) 0.7707(2) 0.0429(5) Uani 0.08 1 d P A 1
C17A C 0.80854(18) 0.18289(15) 0.6939(2) 0.0523(5) Uani 0.08 1 d P A 1
C18A C 0.81521(19) 0.28483(14) 0.6446(2) 0.0481(5) Uani 0.08 1 d P A 1
C19 C 0.7314(2) 0.33833(17) 0.5647(2) 0.0662(7) Uani 1 1 d . A 1
H19 H 0.6586 0.3127 0.5347 0.079 Uiso 1 1 calc R A 1
C20 C 0.7588(3) 0.43094(18) 0.5305(3) 0.0761(8) Uani 1 1 d . A 1
H20 H 0.7038 0.4672 0.4757 0.091 Uiso 1 1 calc R A 1
C21 C 0.8652(3) 0.47047(17) 0.5757(3) 0.0734(8) Uani 1 1 d . A 1
H21 H 0.8810 0.5330 0.5516 0.088 Uiso 1 1 calc R A 1
C22 C 0.9482(2) 0.41886(16) 0.6557(2) 0.0612(6) Uani 1 1 d . A 1
H22 H 1.0203 0.4456 0.6867 0.073 Uiso 1 1 calc R A 1
C23A C 0.92223(18) 0.32510(14) 0.68988(19) 0.0464(5) Uani 0.08 1 d P A 1
C24A C 0.9953(2) 0.25536(15) 0.7724(2) 0.0513(5) Uani 0.08 1 d P A 1
H241 H 1.0165 0.2800 0.8603 0.062 Uiso 0.08 1 calc PR A 1
H242 H 1.0649 0.2432 0.7391 0.062 Uiso 0.08 1 calc PR A 1
O1B O 1.09220(16) 0.26799(14) 0.8315(2) 0.0771(6) Uani 0.92 1 d P B 2
C16B C 0.92668(16) 0.16445(14) 0.7707(2) 0.0429(5) Uani 0.92 1 d P B 2
C24B C 0.80854(18) 0.18289(15) 0.6939(2) 0.0523(5) Uani 0.92 1 d P B 2
H243 H 0.7898 0.1375 0.6224 0.063 Uiso 0.92 1 calc PR B 2
H244 H 0.7512 0.1778 0.7484 0.063 Uiso 0.92 1 calc PR B 2
C23B C 0.81521(19) 0.28483(14) 0.6446(2) 0.0481(5) Uani 0.92 1 d P B 2
C18B C 0.92223(18) 0.32510(14) 0.68988(19) 0.0464(5) Uani 0.92 1 d P B 2
C17B C 0.9953(2) 0.25536(15) 0.7724(2) 0.0513(5) Uani 0.92 1 d P B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.12(2) . ?
C1 C2 1.344(4) . ?
C1 C14 1.424(3) . ?
C2 C3 1.408(4) . ?
C3 C4 1.363(4) . ?
C4 C5 1.424(3) . ?
C5 C6 1.407(3) . ?
C5 C14 1.432(3) . ?
C6 C7 1.405(3) . ?
C6 C15 1.478(3) . ?
C7 C8 1.427(3) . ?
C7 C12 1.437(3) . ?
C8 C9 1.351(3) . ?
C9 C10 1.406(3) . ?
C10 C11 1.339(3) . ?
C11 C12 1.427(3) . ?
C12 C13 1.382(3) . ?
C13 C14 1.386(3) . ?
C15 C16A 1.325(3) . ?
C16A C24A 1.495(3) . ?
C16A C17A 1.497(3) . ?
C17A C18A 1.508(3) . ?
C18A C23A 1.383(3) . ?
C18A C19 1.385(3) . ?
C19 C20 1.385(4) . ?
C20 C21 1.373(4) . ?
C21 C22 1.366(4) . ?
C22 C23A 1.395(3) . ?
C23A C24A 1.463(3) . ?

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
C2 C1 C14 121.4(2) . . ?
C1 C2 C3 120.1(2) . . ?
C4 C3 C2 120.9(3) . . ?
C3 C4 C5 121.1(3) . . ?
C6 C5 C4 122.6(2) . . ?
C6 C5 C14 119.8(2) . . ?
C4 C5 C14 117.6(2) . . ?
C7 C6 C5 120.23(18) . . ?
C7 C6 C15 121.08(18) . . ?
C5 C6 C15 118.63(19) . . ?
C6 C7 C8 123.78(18) . . ?
C6 C7 C12 119.40(18) . . ?
C8 C7 C12 116.77(19) . . ?
C9 C8 C7 121.5(2) . . ?
C8 C9 C10 121.4(2) . . ?
C11 C10 C9 119.7(2) . . ?
C10 C11 C12 121.7(2) . . ?
C13 C12 C11 121.7(2) . . ?
C13 C12 C7 119.3(2) . . ?
C11 C12 C7 118.98(19) . . ?
C12 C13 C14 122.33(19) . . ?
C13 C14 C1 122.1(2) . . ?
C13 C14 C5 118.95(19) . . ?
C1 C14 C5 119.0(2) . . ?
C16A C15 C6 128.51(19) . . ?
C15 C16A C24A 121.61(19) . . ?
C15 C16A C17A 129.92(18) . . ?
C24A C16A C17A 108.28(17) . . ?
O1A C17A C16A 124.6(11) . . ?
O1A C17A C18A 125.6(11) . . ?
C16A C17A C18A 103.80(17) . . ?
C23A C18A C19 119.8(2) . . ?
C23A C18A C17A 111.28(18) . . ?
C19 C18A C17A 128.9(2) . . ?
C20 C19 C18A 118.3(2) . . ?
C21 C20 C19 121.6(2) . . ?
C22 C21 C20 120.7(2) . . ?
C21 C22 C23A 118.4(2) . . ?
C18A C23A C22 121.2(2) . . ?
C18A C23A C24A 109.73(17) . . ?
C22 C23A C24A 129.0(2) . . ?
C23A C24A C16A 106.74(18) . . ?

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 0.8(4) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 -179.3(2) . . . . ?
C3 C4 C5 C14 -0.7(3) . . . . ?
C4 C5 C6 C7 178.71(19) . . . . ?
C14 C5 C6 C7 0.2(3) . . . . ?
C4 C5 C6 C15 -3.9(3) . . . . ?
C14 C5 C6 C15 177.54(19) . . . . ?
C5 C6 C7 C8 177.08(19) . . . . ?
C15 C6 C7 C8 -0.2(3) . . . . ?
C5 C6 C7 C12 -0.3(3) . . . . ?
C15 C6 C7 C12 -177.55(18) . . . . ?
C6 C7 C8 C9 -179.4(2) . . . . ?
C12 C7 C8 C9 -2.0(3) . . . . ?
C7 C8 C9 C10 0.2(4) . . . . ?
C8 C9 C10 C11 1.5(4) . . . . ?
C9 C10 C11 C12 -1.3(4) . . . . ?
C10 C11 C12 C13 178.7(2) . . . . ?
C10 C11 C12 C7 -0.6(4) . . . . ?
C6 C7 C12 C13 0.4(3) . . . . ?
C8 C7 C12 C13 -177.1(2) . . . . ?
C6 C7 C12 C11 179.67(19) . . . . ?
C8 C7 C12 C11 2.1(3) . . . . ?
C11 C12 C13 C14 -179.7(2) . . . . ?
C7 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 C1 -179.9(2) . . . . ?
C12 C13 C14 C5 0.4(3) . . . . ?
C2 C1 C14 C13 178.8(2) . . . . ?
C2 C1 C14 C5 -1.5(4) . . . . ?
C6 C5 C14 C13 -0.2(3) . . . . ?
C4 C5 C14 C13 -178.8(2) . . . . ?
C6 C5 C14 C1 -179.97(19) . . . . ?
C4 C5 C14 C1 1.4(3) . . . . ?
C7 C6 C15 C16A -62.1(3) . . . . ?
C5 C6 C15 C16A 120.6(2) . . . . ?
C6 C15 C16A C24A -178.2(2) . . . . ?
C6 C15 C16A C17A -3.9(4) . . . . ?
C15 C16A C17A O1A -17.4(15) . . . . ?
C24A C16A C17A O1A 157.5(15) . . . . ?
C15 C16A C17A C18A -171.1(2) . . . . ?
C24A C16A C17A C18A 3.8(2) . . . . ?
O1A C17A C18A C23A -155.6(15) . . . . ?
C16A C17A C18A C23A -2.2(2) . . . . ?
O1A C17A C18A C19 24.4(16) . . . . ?
C16A C17A C18A C19 177.8(2) . . . . ?
C23A C18A C19 C20 1.2(3) . . . . ?
C17A C18A C19 C20 -178.9(2) . . . . ?
C18A C19 C20 C21 -1.2(4) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C23A 0.2(4) . . . . ?
C19 C18A C23A C22 -0.6(3) . . . . ?
C17A C18A C23A C22 179.50(19) . . . . ?
C19 C18A C23A C24A 179.7(2) . . . . ?
C17A C18A C23A C24A -0.3(2) . . . . ?
C21 C22 C23A C18A -0.2(3) . . . . ?
C21 C22 C23A C24A 179.5(2) . . . . ?
C18A C23A C24A C16A 2.7(2) . . . . ?
C22 C23A C24A C16A -177.0(2) . . . . ?
C15 C16A C24A C23A 171.32(19) . . . . ?
C17A C16A C24A C23A -4.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        30.05
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.039
#===END

data_9a1i_90h
_database_code_depnum_ccdc_archive 'CCDC 712718'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(Z)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          221
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P_1_21/a_1

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'

_cell_length_a                   11.8957(11)
_cell_length_b                   13.8099(13)
_cell_length_c                   10.4687(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.865(2)
_cell_angle_gamma                90.00
_cell_volume                     1689.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300
_cell_measurement_reflns_used    3715
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      24.3

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9690
_exptl_absorpt_correction_T_max  0.9807
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25437
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         30.04
_reflns_number_total             4942
_reflns_number_gt                2326
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0461P)²+0.3576P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4942
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1246
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 1.09001(12) 0.26877(11) 0.83096(16) 0.0907(5) Uani 1 1 d . . .
C1 C 0.9664(2) -0.26539(16) 0.7166(2) 0.0769(6) Uani 1 1 d . . .
C2 C 1.0537(2) -0.25230(19) 0.6542(2) 0.0884(7) Uani 1 1 d . . .
C3 C 1.1002(2) -0.1594(2) 0.6461(2) 0.0880(7) Uani 1 1 d . . .
C4 C 1.05800(18) -0.08156(17) 0.7014(2) 0.0738(5) Uani 1 1 d . . .
C5 C 0.96564(15) -0.09173(12) 0.76943(16) 0.0559(4) Uani 1 1 d . . .
C6 C 0.91884(14) -0.01261(11) 0.82720(16) 0.0520(4) Uani 1 1 d . . .
C7 C 0.82610(14) -0.02695(11) 0.89074(16) 0.0516(4) Uani 1 1 d . . .
C8 C 0.77753(18) 0.04819(13) 0.95659(19) 0.0631(5) Uani 1 1 d . . .
C9 C 0.6886(2) 0.03099(16) 1.0171(2) 0.0766(6) Uani 1 1 d . . .
C10 C 0.6408(2) -0.06201(16) 1.0188(2) 0.0785(6) Uani 1 1 d . . .
C11 C 0.68544(18) -0.13587(15) 0.9613(2) 0.0716(6) Uani 1 1 d . . .
C12 C 0.77877(15) -0.12218(12) 0.89589(17) 0.0567(4) Uani 1 1 d . . .
C13 C 0.82659(17) -0.19876(13) 0.83918(19) 0.0638(5) Uani 1 1 d . . .
C14 C 0.91808(16) -0.18660(12) 0.77622(17) 0.0601(5) Uani 1 1 d . . .
C15 C 0.97258(16) 0.08372(12) 0.82346(18) 0.0574(4) Uani 1 1 d . . .
C16 C 0.92547(14) 0.16475(11) 0.77082(16) 0.0518(4) Uani 1 1 d . . .
C17 C 0.99301(16) 0.25574(12) 0.77183(18) 0.0586(4) Uani 1 1 d . . .
C18 C 0.92046(15) 0.32547(12) 0.68928(16) 0.0549(4) Uani 1 1 d . . .
C19 C 0.9464(2) 0.41949(14) 0.6545(2) 0.0701(5) Uani 1 1 d . . .
C20 C 0.8635(2) 0.47095(16) 0.5740(2) 0.0821(7) Uani 1 1 d . . .
C21 C 0.7572(2) 0.43084(16) 0.5293(2) 0.0847(7) Uani 1 1 d . . .
C22 C 0.7305(2) 0.33858(15) 0.5643(2) 0.0752(6) Uani 1 1 d . . .
C23 C 0.81406(15) 0.28501(12) 0.64420(17) 0.0555(4) Uani 1 1 d . . .
C24 C 0.80700(16) 0.18305(13) 0.6945(2) 0.0612(5) Uani 1 1 d . . .
H1 H 0.9318(16) -0.3290(15) 0.7253(19) 0.080(6) Uiso 1 1 d . . .
H2 H 1.0872(18) -0.3069(16) 0.617(2) 0.093(7) Uiso 1 1 d . . .
H3 H 1.167(2) -0.1485(16) 0.603(2) 0.100(7) Uiso 1 1 d . . .
H4 H 1.0932(17) -0.0176(15) 0.6973(19) 0.080(6) Uiso 1 1 d . . .
H8 H 0.8128(15) 0.1132(14) 0.9595(17) 0.068(5) Uiso 1 1 d . . .
H9 H 0.6547(18) 0.0847(16) 1.059(2) 0.097(7) Uiso 1 1 d . . .
H10 H 0.5753(18) -0.0716(14) 1.060(2) 0.085(6) Uiso 1 1 d . . .
H11 H 0.6552(16) -0.2004(15) 0.9622(19) 0.078(6) Uiso 1 1 d . . .
H13 H 0.7930(14) -0.2640(14) 0.8456(17) 0.067(5) Uiso 1 1 d . . .
H15 H 1.0545(16) 0.0852(13) 0.8615(18) 0.071(5) Uiso 1 1 d . . .
H19 H 1.0234(18) 0.4435(15) 0.690(2) 0.082(6) Uiso 1 1 d . . .
H20 H 0.8797(19) 0.5350(18) 0.545(2) 0.103(7) Uiso 1 1 d . . .
H21 H 0.699(2) 0.4695(18) 0.473(2) 0.114(8) Uiso 1 1 d . . .
H22 H 0.6572(17) 0.3113(14) 0.5410(19) 0.080(6) Uiso 1 1 d . . .
H241 H 0.7756(14) 0.1332(13) 0.6258(17) 0.061(5) Uiso 1 1 d . . .
H242 H 0.7473(17) 0.1776(13) 0.748(2) 0.083(6) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C17 1.216(2) . ?
C1 C2 1.340(3) . ?
C1 C14 1.428(3) . ?
C2 C3 1.406(4) . ?
C3 C4 1.360(3) . ?
C4 C5 1.425(3) . ?
C5 C6 1.413(2) . ?
C5 C14 1.434(2) . ?
C6 C7 1.406(2) . ?
C6 C15 1.480(2) . ?
C7 C8 1.427(2) . ?
C7 C12 1.436(2) . ?
C8 C9 1.353(3) . ?
C9 C10 1.406(3) . ?
C10 C11 1.344(3) . ?
C11 C12 1.422(3) . ?
C12 C13 1.386(2) . ?
C13 C14 1.385(3) . ?
C15 C16 1.324(2) . ?
C16 C17 1.490(2) . ?
C16 C24 1.505(2) . ?
C17 C18 1.462(3) . ?
C18 C23 1.383(2) . ?
C18 C19 1.399(2) . ?
C19 C20 1.369(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.379(3) . ?
C22 C23 1.386(3) . ?
C23 C24 1.511(2) . ?

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
C2 C1 C14 121.5(2) . . ?
C1 C2 C3 120.2(2) . . ?
C4 C3 C2 120.9(2) . . ?
C3 C4 C5 121.1(2) . . ?
C6 C5 C4 122.76(17) . . ?
C6 C5 C14 119.62(16) . . ?
C4 C5 C14 117.61(17) . . ?
C7 C6 C5 120.10(15) . . ?
C7 C6 C15 121.38(15) . . ?
C5 C6 C15 118.48(15) . . ?
C6 C7 C8 123.48(15) . . ?
C6 C7 C12 119.68(15) . . ?
C8 C7 C12 116.79(16) . . ?
C9 C8 C7 121.48(18) . . ?
C8 C9 C10 121.3(2) . . ?
C11 C10 C9 119.5(2) . . ?
C10 C11 C12 121.67(19) . . ?
C13 C12 C11 121.67(17) . . ?
C13 C12 C7 119.17(17) . . ?
C11 C12 C7 119.14(16) . . ?
C14 C13 C12 122.27(17) . . ?
C13 C14 C1 122.19(19) . . ?
C13 C14 C5 119.16(16) . . ?
C1 C14 C5 118.65(19) . . ?
C16 C15 C6 128.30(17) . . ?
C15 C16 C17 121.62(16) . . ?
C15 C16 C24 130.05(15) . . ?
C17 C16 C24 108.17(14) . . ?
O1 C17 C18 126.97(16) . . ?
O1 C17 C16 125.95(17) . . ?
C18 C17 C16 107.08(15) . . ?
C23 C18 C19 121.25(18) . . ?
C23 C18 C17 109.63(14) . . ?
C19 C18 C17 129.12(18) . . ?
C20 C19 C18 118.3(2) . . ?
C19 C20 C21 120.5(2) . . ?
C20 C21 C22 121.6(2) . . ?
C21 C22 C23 118.6(2) . . ?
C18 C23 C22 119.75(17) . . ?
C18 C23 C24 111.42(15) . . ?
C22 C23 C24 128.83(18) . . ?
C16 C24 C23 103.51(14) . . ?

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 -0.1(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 -179.46(19) . . . . ?
C3 C4 C5 C14 -0.7(3) . . . . ?
C4 C5 C6 C7 178.65(16) . . . . ?
C14 C5 C6 C7 -0.1(2) . . . . ?
C4 C5 C6 C15 -3.7(2) . . . . ?
C14 C5 C6 C15 177.52(16) . . . . ?
C5 C6 C7 C8 176.97(16) . . . . ?
C15 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 C12 -0.4(2) . . . . ?
C15 C6 C7 C12 -177.94(15) . . . . ?
C6 C7 C8 C9 -179.65(18) . . . . ?
C12 C7 C8 C9 -2.2(3) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C8 C9 C10 C11 1.2(4) . . . . ?
C9 C10 C11 C12 -1.4(3) . . . . ?
C10 C11 C12 C13 178.5(2) . . . . ?
C10 C11 C12 C7 -0.3(3) . . . . ?
C6 C7 C12 C13 0.8(2) . . . . ?
C8 C7 C12 C13 -176.77(17) . . . . ?
C6 C7 C12 C11 179.56(16) . . . . ?
C8 C7 C12 C11 2.0(2) . . . . ?
C11 C12 C13 C14 -179.42(18) . . . . ?
C7 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C1 -179.26(18) . . . . ?
C12 C13 C14 C5 0.2(3) . . . . ?
C2 C1 C14 C13 179.0(2) . . . . ?
C2 C1 C14 C5 -0.5(3) . . . . ?
C6 C5 C14 C13 0.2(2) . . . . ?
C4 C5 C14 C13 -178.60(17) . . . . ?
C6 C5 C14 C1 179.67(16) . . . . ?
C4 C5 C14 C1 0.9(3) . . . . ?
C7 C6 C15 C16 -62.0(3) . . . . ?
C5 C6 C15 C16 120.5(2) . . . . ?
C6 C15 C16 C17 -178.03(17) . . . . ?
C6 C15 C16 C24 -3.2(3) . . . . ?
C15 C16 C17 O1 -8.8(3) . . . . ?
C24 C16 C17 O1 175.4(2) . . . . ?
C15 C16 C17 C18 171.42(16) . . . . ?
C24 C16 C17 C18 -4.40(19) . . . . ?
O1 C17 C18 C23 -177.11(19) . . . . ?
C16 C17 C18 C23 2.65(19) . . . . ?
O1 C17 C18 C19 3.4(3) . . . . ?
C16 C17 C18 C19 -176.88(17) . . . . ?
C23 C18 C19 C20 -0.1(3) . . . . ?
C17 C18 C19 C20 179.39(19) . . . . ?
C18 C19 C20 C21 0.3(3) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C19 C18 C23 C22 -0.8(3) . . . . ?
C17 C18 C23 C22 179.61(17) . . . . ?
C19 C18 C23 C24 179.73(17) . . . . ?
C17 C18 C23 C24 0.2(2) . . . . ?
C21 C22 C23 C18 1.5(3) . . . . ?
C21 C22 C23 C24 -179.2(2) . . . . ?
C15 C16 C24 C23 -171.03(18) . . . . ?
C17 C16 C24 C23 4.32(19) . . . . ?
C18 C23 C24 C16 -2.8(2) . . . . ?
C22 C23 C24 C16 177.79(19) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        30.04
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.028
#===END

data_6me0h
_database_code_depnum_ccdc_archive 'CCDC 712719'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(E)-2-(9-anthrylmethylene)-6-methyl-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          197
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 O'
_chemical_formula_weight         334.39

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C_1_2/c_1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.769(2)
_cell_length_b                   10.7865(12)
_cell_length_c                   18.524(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.689(2)
_cell_angle_gamma                90.00
_cell_volume                     3552.4(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    300
_cell_measurement_reflns_used    4175
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9637
_exptl_absorpt_correction_T_max  0.9882
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            26763
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         30.06
_reflns_number_total             5215
_reflns_number_gt                3709
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0606P)²+1.8913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5215
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1426
_refine_ls_wR_factor_gt          0.1231
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.41513(7) 1.18645(10) 0.13405(9) 0.0683(4) Uani 1 1 d . . .
C1 C 0.21095(10) 1.02127(17) 0.42043(9) 0.0550(4) Uani 1 1 d . . .
C2 C 0.26924(11) 1.08760(19) 0.46589(10) 0.0626(4) Uani 1 1 d . . .
C3 C 0.31975(10) 1.14737(16) 0.43506(10) 0.0564(4) Uani 1 1 d . . .
C4 C 0.31103(8) 1.13890(13) 0.35959(9) 0.0455(3) Uani 1 1 d . . .
C5 C 0.24972(7) 1.07132(11) 0.30873(7) 0.0350(3) Uani 1 1 d . . .
C6 C 0.23898(7) 1.06035(11) 0.23042(7) 0.0344(3) Uani 1 1 d . . .
C7 C 0.17469(7) 0.99978(11) 0.18230(7) 0.0344(3) Uani 1 1 d . . .
C8 C 0.15762(8) 0.99477(14) 0.10183(8) 0.0432(3) Uani 1 1 d . . .
C9 C 0.09433(9) 0.93717(16) 0.05701(10) 0.0528(4) Uani 1 1 d . . .
C10 C 0.04463(9) 0.87815(15) 0.08949(10) 0.0542(4) Uani 1 1 d . . .
C11 C 0.05862(8) 0.88008(13) 0.16553(10) 0.0467(3) Uani 1 1 d . . .
C12 C 0.12305(7) 0.94243(11) 0.21489(8) 0.0367(3) Uani 1 1 d . . .
C13 C 0.13687(7) 0.94756(13) 0.29298(8) 0.0411(3) Uani 1 1 d . . .
C14 C 0.19812(7) 1.01199(12) 0.34047(8) 0.0387(3) Uani 1 1 d . . .
C15 C 0.29732(8) 1.10792(13) 0.19871(8) 0.0413(3) Uani 1 1 d . . .
C16 C 0.34501(7) 1.03352(12) 0.18018(7) 0.0379(3) Uani 1 1 d . . .
C17 C 0.40440(8) 1.07938(13) 0.14813(9) 0.0426(3) Uani 1 1 d . . .
C18 C 0.44593(7) 0.96857(12) 0.13703(8) 0.0378(3) Uani 1 1 d . . .
C19 C 0.50634(8) 0.96193(13) 0.10867(9) 0.0441(3) Uani 1 1 d . . .
C20 C 0.53775(8) 0.84748(13) 0.10305(9) 0.0447(3) Uani 1 1 d . . .
C21 C 0.50714(8) 0.74216(14) 0.12592(9) 0.0484(3) Uani 1 1 d . . .
C22 C 0.44714(8) 0.74854(14) 0.15375(9) 0.0483(3) Uani 1 1 d . . .
C23 C 0.41604(7) 0.86308(12) 0.15925(7) 0.0379(3) Uani 1 1 d . . .
C24 C 0.35099(8) 0.89412(13) 0.18743(9) 0.0418(3) Uani 1 1 d . . .
C25 C 0.60393(10) 0.83546(16) 0.07414(12) 0.0617(4) Uani 1 1 d . . .
H251 H 0.6070 0.7518 0.0578 0.093 Uiso 0.56 1 calc PR A 1
H252 H 0.6493 0.8560 0.1142 0.093 Uiso 0.56 1 calc PR A 1
H253 H 0.5976 0.8909 0.0320 0.093 Uiso 0.56 1 calc PR A 1
H254 H 0.6289 0.9140 0.0782 0.093 Uiso 0.44 1 d PR A 2
H255 H 0.5866 0.8098 0.0218 0.093 Uiso 0.44 1 d PR A 2
H256 H 0.6384 0.7749 0.1040 0.093 Uiso 0.44 1 d PR A 2
H1 H 0.1746(11) 0.9752(18) 0.4393(12) 0.073(6) Uiso 1 1 d . . .
H2 H 0.2759(12) 1.094(2) 0.5205(13) 0.082(6) Uiso 1 1 d . . .
H3 H 0.3618(11) 1.1973(18) 0.4696(11) 0.074(6) Uiso 1 1 d . . .
H4 H 0.3456(10) 1.1791(16) 0.3380(10) 0.058(5) Uiso 1 1 d . . .
H8 H 0.1927(9) 1.0360(15) 0.0794(9) 0.049(4) Uiso 1 1 d . . .
H9 H 0.0832(10) 0.9370(17) 0.0030(11) 0.063(5) Uiso 1 1 d . . .
H10 H 0.0004(11) 0.8328(16) 0.0555(10) 0.063(5) Uiso 1 1 d . . .
H11 H 0.0257(10) 0.8365(16) 0.1885(10) 0.059(5) Uiso 1 1 d . . .
H13 H 0.1038(10) 0.9028(16) 0.3147(10) 0.057(5) Uiso 1 1 d . . .
H15 H 0.2998(9) 1.1994(17) 0.1911(9) 0.057(5) Uiso 1 1 d . . .
H19 H 0.5248(10) 1.0392(17) 0.0923(10) 0.062(5) Uiso 1 1 d . . .
H21 H 0.5294(9) 0.6598(16) 0.1223(9) 0.054(5) Uiso 1 1 d . . .
H22 H 0.4280(10) 0.6724(17) 0.1687(10) 0.062(5) Uiso 1 1 d . . .
H241 H 0.3031(10) 0.8542(16) 0.1558(10) 0.056(5) Uiso 1 1 d . . .
H242 H 0.3589(9) 0.8681(16) 0.2396(10) 0.057(5) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C17 1.2150(17) . ?
C1 C2 1.352(3) . ?
C1 C14 1.426(2) . ?
C1 H1 0.99(2) . ?
C2 C3 1.410(3) . ?
C2 H2 0.98(2) . ?
C3 C4 1.358(2) . ?
C3 H3 1.00(2) . ?
C4 C5 1.4312(18) . ?
C4 H4 0.968(18) . ?
C5 C6 1.4042(18) . ?
C5 C14 1.4345(17) . ?
C6 C7 1.4101(17) . ?
C6 C15 1.4898(17) . ?
C7 C8 1.4216(19) . ?
C7 C12 1.4358(17) . ?
C8 C9 1.362(2) . ?
C8 H8 0.989(17) . ?
C9 C10 1.413(2) . ?
C9 H9 0.954(19) . ?
C10 C11 1.348(2) . ?
C10 H10 0.995(19) . ?
C11 C12 1.4289(19) . ?
C11 H11 0.976(18) . ?
C12 C13 1.387(2) . ?
C13 C14 1.389(2) . ?
C13 H13 0.970(18) . ?
C15 C16 1.3267(19) . ?
C15 H15 1.000(18) . ?
C16 C17 1.5044(17) . ?
C16 C24 1.5106(19) . ?
C17 C18 1.4769(19) . ?
C18 C23 1.3881(17) . ?
C18 C19 1.3957(18) . ?
C19 C20 1.386(2) . ?
C19 H19 0.987(18) . ?
C20 C21 1.399(2) . ?
C20 C25 1.508(2) . ?
C21 C22 1.382(2) . ?
C21 H21 0.993(17) . ?
C22 C23 1.384(2) . ?
C22 H22 0.972(18) . ?
C23 C24 1.5112(18) . ?
C24 H241 1.000(17) . ?
C24 H242 0.971(18) . ?
C25 H251 0.9600 . ?
C25 H252 0.9600 . ?
C25 H253 0.9600 . ?
C25 H254 0.9602 . ?
C25 H255 0.9601 . ?
C25 H256 0.9601 . ?

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
C2 C1 C14 121.18(15) . . ?
C2 C1 H1 123.7(12) . . ?
C14 C1 H1 115.1(12) . . ?
C1 C2 C3 120.31(16) . . ?
C1 C2 H2 119.2(13) . . ?
C3 C2 H2 120.5(13) . . ?
C4 C3 C2 120.77(15) . . ?
C4 C3 H3 120.3(12) . . ?
C2 C3 H3 118.9(11) . . ?
C3 C4 C5 121.21(14) . . ?
C3 C4 H4 121.4(10) . . ?
C5 C4 H4 117.4(10) . . ?
C6 C5 C4 122.81(12) . . ?
C6 C5 C14 119.57(11) . . ?
C4 C5 C14 117.62(12) . . ?
C5 C6 C7 120.18(10) . . ?
C5 C6 C15 119.86(11) . . ?
C7 C6 C15 119.90(11) . . ?
C6 C7 C8 122.69(11) . . ?
C6 C7 C12 119.34(11) . . ?
C8 C7 C12 117.95(12) . . ?
C9 C8 C7 121.08(14) . . ?
C9 C8 H8 121.1(9) . . ?
C7 C8 H8 117.8(9) . . ?
C8 C9 C10 120.77(15) . . ?
C8 C9 H9 119.8(11) . . ?
C10 C9 H9 119.5(11) . . ?
C11 C10 C9 120.26(14) . . ?
C11 C10 H10 120.8(11) . . ?
C9 C10 H10 118.9(11) . . ?
C10 C11 C12 121.16(14) . . ?
C10 C11 H11 120.7(10) . . ?
C12 C11 H11 118.1(10) . . ?
C13 C12 C11 121.56(12) . . ?
C13 C12 C7 119.72(11) . . ?
C11 C12 C7 118.73(13) . . ?
C12 C13 C14 121.38(12) . . ?
C12 C13 H13 118.9(10) . . ?
C14 C13 H13 119.7(10) . . ?
C13 C14 C1 121.52(13) . . ?
C13 C14 C5 119.61(12) . . ?
C1 C14 C5 118.87(13) . . ?
C16 C15 C6 122.39(12) . . ?
C16 C15 H15 119.7(10) . . ?
C6 C15 H15 117.9(10) . . ?
C15 C16 C17 123.35(12) . . ?
C15 C16 C24 128.03(12) . . ?
C17 C16 C24 108.61(11) . . ?
O1 C17 C18 127.45(12) . . ?
O1 C17 C16 126.30(13) . . ?
C18 C17 C16 106.24(11) . . ?
C23 C18 C19 121.59(12) . . ?
C23 C18 C17 109.91(11) . . ?
C19 C18 C17 128.51(12) . . ?
C20 C19 C18 119.36(13) . . ?
C20 C19 H19 121.9(10) . . ?
C18 C19 H19 118.7(10) . . ?
C19 C20 C21 118.35(13) . . ?
C19 C20 C25 121.46(13) . . ?
C21 C20 C25 120.19(14) . . ?
C22 C21 C20 122.36(14) . . ?
C22 C21 H21 118.7(10) . . ?
C20 C21 H21 118.9(10) . . ?
C21 C22 C23 119.02(13) . . ?
C21 C22 H22 119.0(11) . . ?
C23 C22 H22 122.0(11) . . ?
C22 C23 C18 119.33(12) . . ?
C22 C23 C24 129.02(12) . . ?
C18 C23 C24 111.65(12) . . ?
C16 C24 C23 103.59(10) . . ?
C16 C24 H241 110.4(10) . . ?
C23 C24 H241 112.2(10) . . ?
C16 C24 H242 111.0(10) . . ?
C23 C24 H242 113.4(10) . . ?
H241 C24 H242 106.2(14) . . ?
C20 C25 H251 109.5 . . ?
C20 C25 H252 109.5 . . ?
C20 C25 H253 109.5 . . ?
C20 C25 H254 109.5 . . ?
C20 C25 H255 109.5 . . ?
H254 C25 H255 109.5 . . ?
C20 C25 H256 109.5 . . ?
H254 C25 H256 109.5 . . ?
H255 C25 H256 109.5 . . ?

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 -1.2(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 -179.88(14) . . . . ?
C3 C4 C5 C14 -0.5(2) . . . . ?
C4 C5 C6 C7 -175.63(12) . . . . ?
C14 C5 C6 C7 4.99(18) . . . . ?
C4 C5 C6 C15 7.06(19) . . . . ?
C14 C5 C6 C15 -172.31(12) . . . . ?
C5 C6 C7 C8 174.65(12) . . . . ?
C15 C6 C7 C8 -8.04(19) . . . . ?
C5 C6 C7 C12 -4.11(18) . . . . ?
C15 C6 C7 C12 173.20(11) . . . . ?
C6 C7 C8 C9 -178.91(13) . . . . ?
C12 C7 C8 C9 -0.1(2) . . . . ?
C7 C8 C9 C10 -1.5(2) . . . . ?
C8 C9 C10 C11 1.2(3) . . . . ?
C9 C10 C11 C12 0.7(2) . . . . ?
C10 C11 C12 C13 178.36(14) . . . . ?
C10 C11 C12 C7 -2.2(2) . . . . ?
C6 C7 C12 C13 0.17(18) . . . . ?
C8 C7 C12 C13 -178.66(12) . . . . ?
C6 C7 C12 C11 -179.24(12) . . . . ?
C8 C7 C12 C11 1.93(18) . . . . ?
C11 C12 C13 C14 -177.69(12) . . . . ?
C7 C12 C13 C14 2.91(19) . . . . ?
C12 C13 C14 C1 177.66(13) . . . . ?
C12 C13 C14 C5 -2.0(2) . . . . ?
C2 C1 C14 C13 -177.75(16) . . . . ?
C2 C1 C14 C5 1.9(2) . . . . ?
C6 C5 C14 C13 -1.95(18) . . . . ?
C4 C5 C14 C13 178.64(12) . . . . ?
C6 C5 C14 C1 178.35(13) . . . . ?
C4 C5 C14 C1 -1.05(19) . . . . ?
C5 C6 C15 C16 103.11(16) . . . . ?
C7 C6 C15 C16 -74.21(18) . . . . ?
C6 C15 C16 C17 -179.96(12) . . . . ?
C6 C15 C16 C24 -0.7(2) . . . . ?
C15 C16 C17 O1 -1.6(2) . . . . ?
C24 C16 C17 O1 179.09(16) . . . . ?
C15 C16 C17 C18 178.83(13) . . . . ?
C24 C16 C17 C18 -0.52(15) . . . . ?
O1 C17 C18 C23 -179.34(16) . . . . ?
C16 C17 C18 C23 0.26(15) . . . . ?
O1 C17 C18 C19 0.4(3) . . . . ?
C16 C17 C18 C19 -179.98(14) . . . . ?
C23 C18 C19 C20 -0.5(2) . . . . ?
C17 C18 C19 C20 179.76(14) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C18 C19 C20 C25 -178.90(14) . . . . ?
C19 C20 C21 C22 -0.1(2) . . . . ?
C25 C20 C21 C22 179.14(15) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C21 C22 C23 C18 -0.2(2) . . . . ?
C21 C22 C23 C24 179.95(14) . . . . ?
C19 C18 C23 C22 0.5(2) . . . . ?
C17 C18 C23 C22 -179.74(13) . . . . ?
C19 C18 C23 C24 -179.68(13) . . . . ?
C17 C18 C23 C24 0.10(16) . . . . ?
C15 C16 C24 C23 -178.76(14) . . . . ?
C17 C16 C24 C23 0.56(15) . . . . ?
C22 C23 C24 C16 179.41(14) . . . . ?
C18 C23 C24 C16 -0.42(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.06
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.041
#===END

data_6me16h
_database_code_depnum_ccdc_archive 'CCDC 712720'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(E)-2-(9-anthrylmethylene)-6-methyl-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          197
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 O'
_chemical_formula_weight         334.39

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C_1_2/c_1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.7933(11)
_cell_length_b                   10.8304(7)
_cell_length_c                   18.5389(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.858(1)
_cell_angle_gamma                90.00
_cell_volume                     3570.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    300
_cell_measurement_reflns_used    7393
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9638
_exptl_absorpt_correction_T_max  0.9882
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            26883
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         30.06
_reflns_number_total             5238
_reflns_number_gt                3450
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0555P)²+2.5839P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5238
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1548
_refine_ls_wR_factor_gt          0.1317
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1A O 0.41542(9) 1.18481(12) 0.13517(10) 0.0719(5) Uani 0.91 1 d P A 1
C1A C 0.21026(13) 1.0230(2) 0.42070(12) 0.0582(5) Uani 0.91 1 d P A 1
H1A H 0.1779 0.9832 0.4419 0.070 Uiso 0.91 1 calc PR A 1
C2A C 0.26807(14) 1.0891(2) 0.46599(12) 0.0657(6) Uani 0.91 1 d P A 1
H2A H 0.2747 1.0957 0.5178 0.079 Uiso 0.91 1 calc PR A 1
C3A C 0.31852(13) 1.1483(2) 0.43544(12) 0.0595(5) Uani 0.91 1 d P A 1
H3A H 0.3582 1.1941 0.4672 0.071 Uiso 0.91 1 calc PR A 1
C4A C 0.31003(11) 1.13938(18) 0.36004(12) 0.0494(4) Uani 0.91 1 d P A 1
H4A H 0.3445 1.1781 0.3411 0.059 Uiso 0.91 1 calc PR A 1
C5A C 0.24909(10) 1.07152(17) 0.30941(11) 0.0393(3) Uani 0.91 1 d P A 1
C6A C 0.23883(9) 1.05952(16) 0.23123(10) 0.0391(3) Uani 0.91 1 d P A 1
C7A C 0.17502(9) 0.99812(16) 0.18328(11) 0.0380(3) Uani 0.91 1 d P A 1
C8A C 0.15799(10) 0.99222(18) 0.10264(11) 0.0462(4) Uani 0.91 1 d P A 1
H8A H 0.1905 1.0288 0.0803 0.055 Uiso 0.91 1 calc PR A 1
C9A C 0.09521(11) 0.93423(19) 0.05780(12) 0.0541(5) Uani 0.91 1 d P A 1
H9A H 0.0848 0.9332 0.0052 0.065 Uiso 0.91 1 calc PR A 1
C10A C 0.04561(10) 0.87555(19) 0.09011(13) 0.0562(5) Uani 0.91 1 d P A 1
H10A H 0.0033 0.8348 0.0589 0.067 Uiso 0.91 1 calc PR A 1
C11A C 0.05941(10) 0.87830(19) 0.16623(14) 0.0502(4) Uani 0.91 1 d P A 1
H11A H 0.0267 0.8383 0.1869 0.060 Uiso 0.91 1 calc PR A 1
C12A C 0.12326(9) 0.94133(17) 0.21554(12) 0.0402(3) Uani 0.91 1 d P A 1
C13A C 0.13680(11) 0.94778(19) 0.29360(13) 0.0457(4) Uani 0.91 1 d P A 1
H13A H 0.1044 0.9076 0.3146 0.055 Uiso 0.91 1 calc PR A 1
C14A C 0.19758(11) 1.01277(18) 0.34104(11) 0.0423(4) Uani 0.91 1 d P A 1
C15A C 0.29808(9) 1.10557(17) 0.19952(10) 0.0438(4) Uani 0.91 1 d P A 1
H15A H 0.3018 1.1901 0.1928 0.053 Uiso 0.91 1 calc PR A 1
C16A C 0.34540(9) 1.03129(15) 0.18059(9) 0.0397(3) Uani 0.91 1 d P A 1
C17A C 0.40483(9) 1.07726(16) 0.14904(11) 0.0446(4) Uani 0.91 1 d P A 1
C18A C 0.44594(9) 0.96682(15) 0.13769(9) 0.0396(3) Uani 0.91 1 d P A 1
C19A C 0.50644(9) 0.96053(17) 0.10967(11) 0.0456(4) Uani 0.91 1 d P A 1
H19A H 0.5256 1.0321 0.0952 0.055 Uiso 0.91 1 calc PR A 1
C20A C 0.53764(9) 0.84673(17) 0.10373(11) 0.0459(4) Uani 0.91 1 d P A 1
C21A C 0.50665(10) 0.74183(17) 0.12578(11) 0.0505(4) Uani 0.91 1 d P A 1
H21A H 0.5272 0.6650 0.1219 0.061 Uiso 0.91 1 calc PR A 1
C22A C 0.44657(10) 0.74800(16) 0.15315(11) 0.0501(4) Uani 0.91 1 d P A 1
H22A H 0.4271 0.6765 0.1674 0.060 Uiso 0.91 1 calc PR A 1
C23A C 0.41582(9) 0.86162(15) 0.15905(9) 0.0389(3) Uani 0.91 1 d P A 1
C24A C 0.35078(10) 0.89257(16) 0.18696(10) 0.0435(4) Uani 0.91 1 d P A 1
H41A H 0.3047 0.8539 0.1553 0.052 Uiso 0.91 1 calc PR A 1
H42A H 0.3609 0.8661 0.2393 0.052 Uiso 0.91 1 calc PR A 1
C25A C 0.60394(12) 0.8359(2) 0.07516(14) 0.0642(5) Uani 0.91 1 d P A 1
H251 H 0.6079 0.7524 0.0595 0.096 Uiso 0.51 1 calc PR A 1
H252 H 0.6491 0.8581 0.1152 0.096 Uiso 0.51 1 calc PR A 1
H253 H 0.5970 0.8903 0.0326 0.096 Uiso 0.51 1 calc PR A 1
H254 H 0.6286 0.9149 0.0784 0.096 Uiso 0.40 1 d PR A 1
H255 H 0.5868 0.8088 0.0229 0.096 Uiso 0.40 1 d PR A 1
H256 H 0.6390 0.7763 0.1055 0.096 Uiso 0.40 1 d PR A 1
O1B O 0.3166(4) 0.8649(6) 0.2200(5) 0.0719(5) Uani 0.09 1 d PG B 2
C1B C 0.2180(8) 0.9935(15) 0.4184(7) 0.0582(5) Uani 0.09 1 d PG B 2
H1B H 0.1862 0.9508 0.4391 0.070 Uiso 0.09 1 calc PR B 2
C2B C 0.2798(9) 1.0517(16) 0.4659(6) 0.0657(6) Uani 0.09 1 d PG B 2
H2B H 0.2892 1.0496 0.5183 0.079 Uiso 0.09 1 calc PR B 2
C3B C 0.3296(8) 1.1154(14) 0.4356(6) 0.0595(5) Uani 0.09 1 d PG B 2
H3B H 0.3715 1.1552 0.4684 0.071 Uiso 0.09 1 calc PR B 2
C4B C 0.3169(6) 1.1188(11) 0.3587(6) 0.0494(4) Uani 0.09 1 d PG B 2
H4B H 0.3508 1.1597 0.3401 0.059 Uiso 0.09 1 calc PR B 2
C5B C 0.2518(6) 1.0602(9) 0.3058(6) 0.0393(3) Uani 0.09 1 d PG B 2
C6B C 0.2368(4) 1.0615(8) 0.2259(6) 0.0391(3) Uani 0.09 1 d PG B 2
C7B C 0.1691(4) 1.0096(9) 0.1763(7) 0.0380(3) Uani 0.09 1 d PG B 2
C8B C 0.1480(4) 1.0174(11) 0.0949(7) 0.0462(4) Uani 0.09 1 d PG B 2
H8B H 0.1798 1.0567 0.0729 0.055 Uiso 0.09 1 calc PR B 2
C9B C 0.0815(3) 0.9678(14) 0.0489(8) 0.0541(5) Uani 0.09 1 d PG B 2
H9B H 0.0684 0.9758 -0.0037 0.065 Uiso 0.09 1 calc PR B 2
C10B C 0.0325(3) 0.9047(14) 0.0808(10) 0.0562(5) Uani 0.09 1 d PG B 2
H10B H -0.0119 0.8702 0.0490 0.067 Uiso 0.09 1 calc PR B 2
C11B C 0.0503(4) 0.8946(13) 0.1577(10) 0.0502(4) Uani 0.09 1 d PG B 2
H11B H 0.0181 0.8522 0.1779 0.060 Uiso 0.09 1 calc PR B 2
C12B C 0.1183(5) 0.9481(11) 0.2086(8) 0.0402(3) Uani 0.09 1 d PG B 2
C13B C 0.1361(6) 0.9409(12) 0.2878(9) 0.0457(4) Uani 0.09 1 d PG B 2
H13B H 0.1043 0.8979 0.3082 0.055 Uiso 0.09 1 calc PR B 2
C14B C 0.2009(7) 0.9968(12) 0.3370(7) 0.0423(4) Uani 0.09 1 d PG B 2
C15B C 0.2754(5) 1.1309(6) 0.1946(6) 0.0438(4) Uani 0.09 1 d PG B 2
H15B H 0.2644 1.2141 0.1843 0.053 Uiso 0.09 1 calc PR B 2
C16B C 0.3315(4) 1.0751(6) 0.1782(5) 0.0397(3) Uani 0.09 1 d PG B 2
C17B C 0.3492(3) 0.9387(5) 0.1918(4) 0.0446(4) Uani 0.09 1 d PG B 2
C18B C 0.4140(3) 0.9138(6) 0.1646(4) 0.0396(3) Uani 0.09 1 d PG B 2
C19B C 0.4515(4) 0.8014(6) 0.1647(5) 0.0456(4) Uani 0.09 1 d PG B 2
H19B H 0.4364 0.7301 0.1837 0.055 Uiso 0.09 1 calc PR B 2
C20B C 0.5113(4) 0.7981(8) 0.1360(5) 0.0459(4) Uani 0.09 1 d PG B 2
C21B C 0.5323(4) 0.9086(9) 0.1081(5) 0.0505(4) Uani 0.09 1 d PG B 2
H21B H 0.5723 0.9070 0.0889 0.061 Uiso 0.09 1 calc PR B 2
C22B C 0.4953(4) 1.0201(8) 0.1082(5) 0.0501(4) Uani 0.09 1 d PG B 2
H22B H 0.5104 1.0915 0.0894 0.060 Uiso 0.09 1 calc PR B 2
C23B C 0.4356(4) 1.0229(7) 0.1369(4) 0.0389(3) Uani 0.09 1 d PG B 2
C24B C 0.3868(5) 1.1318(6) 0.1433(5) 0.0435(4) Uani 0.09 1 d PG B 2
H41B H 0.4167 1.1956 0.1760 0.052 Uiso 0.09 1 calc PR B 2
H42B H 0.3608 1.1668 0.0936 0.052 Uiso 0.09 1 calc PR B 2
C25B C 0.5528(5) 0.6787(9) 0.1334(7) 0.0642(5) Uani 0.09 1 d PG B 2
H257 H 0.6043 0.6864 0.1651 0.096 Uiso 0.09 1 calc PR B 2
H258 H 0.5507 0.6621 0.0819 0.096 Uiso 0.09 1 calc PR B 2
H259 H 0.5296 0.6120 0.1517 0.096 Uiso 0.09 1 calc PR B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.223(2) . ?
C1A C2A 1.345(3) . ?
C1A C14A 1.422(3) . ?
C2A C3A 1.406(3) . ?
C3A C4A 1.358(3) . ?
C4A C5A 1.428(2) . ?
C5A C6A 1.405(2) . ?
C5A C14A 1.433(2) . ?
C6A C7A 1.408(2) . ?
C6A C15A 1.502(2) . ?
C7A C8A 1.426(2) . ?
C7A C12A 1.435(2) . ?
C8A C9A 1.358(3) . ?
C9A C10A 1.412(3) . ?
C10A C11A 1.350(3) . ?
C11A C12A 1.426(2) . ?
C12A C13A 1.388(2) . ?
C13A C14A 1.387(2) . ?
C15A C16A 1.328(2) . ?
C16A C17A 1.503(2) . ?
C16A C24A 1.508(2) . ?
C17A C18A 1.475(2) . ?
C18A C23A 1.386(2) . ?
C18A C19A 1.396(2) . ?
C19A C20A 1.384(2) . ?
C20A C21A 1.397(3) . ?
C20A C25A 1.508(2) . ?
C21A C22A 1.381(3) . ?
C22A C23A 1.379(2) . ?
C23A C24A 1.511(2) . ?
O1B C17B 1.2227 . ?
C1B C2B 1.3637 . ?
C1B C14B 1.4377 . ?
C2B C3B 1.4173 . ?
C3B C4B 1.3684 . ?
C4B C5B 1.4438 . ?
C5B C6B 1.4155 . ?
C5B C14B 1.4425 . ?
C6B C15B 1.3032 . ?
C6B C7B 1.4222 . ?
C7B C8B 1.4336 . ?
C7B C12B 1.4441 . ?
C8B C9B 1.3734 . ?
C9B C10B 1.4207 . ?
C10B C11B 1.3589 . ?
C11B C12B 1.4413 . ?
C12B C13B 1.3977 . ?
C13B C14B 1.4014 . ?
C15B C16B 1.3337 . ?
C16B C17B 1.5174 . ?
C16B C24B 1.5186 . ?
C17B C18B 1.4839 . ?
C18B C23B 1.3987 . ?
C18B C19B 1.4067 . ?
C19B C20B 1.3924 . ?
C20B C21B 1.4087 . ?
C20B C25B 1.5185 . ?
C21B C22B 1.3935 . ?
C22B C23B 1.3904 . ?
C23B C24B 1.5219 . ?

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
C2A C1A C14A 121.36(19) . . ?
C1A C2A C3A 120.33(19) . . ?
C4A C3A C2A 120.78(19) . . ?
C3A C4A C5A 121.05(18) . . ?
C6A C5A C4A 122.64(15) . . ?
C6A C5A C14A 119.71(14) . . ?
C4A C5A C14A 117.65(15) . . ?
C5A C6A C7A 120.00(14) . . ?
C5A C6A C15A 120.06(14) . . ?
C7A C6A C15A 119.84(14) . . ?
C6A C7A C8A 122.69(14) . . ?
C6A C7A C12A 119.56(14) . . ?
C8A C7A C12A 117.73(14) . . ?
C9A C8A C7A 121.26(17) . . ?
C8A C9A C10A 120.72(18) . . ?
C11A C10A C9A 120.23(17) . . ?
C10A C11A C12A 121.21(17) . . ?
C13A C12A C11A 121.69(15) . . ?
C13A C12A C7A 119.51(14) . . ?
C11A C12A C7A 118.79(16) . . ?
C14A C13A C12A 121.51(15) . . ?
C13A C14A C1A 121.69(16) . . ?
C13A C14A C5A 119.52(15) . . ?
C1A C14A C5A 118.79(16) . . ?
C16A C15A C6A 123.15(16) . . ?
C15A C16A C17A 123.20(15) . . ?
C15A C16A C24A 128.06(15) . . ?
C17A C16A C24A 108.73(14) . . ?
O1A C17A C18A 127.87(15) . . ?
O1A C17A C16A 126.10(15) . . ?
C18A C17A C16A 106.03(13) . . ?
C23A C18A C19A 121.55(15) . . ?
C23A C18A C17A 110.16(14) . . ?
C19A C18A C17A 128.29(15) . . ?
C20A C19A C18A 119.33(15) . . ?
C19A C20A C21A 118.26(16) . . ?
C19A C20A C25A 121.09(17) . . ?
C21A C20A C25A 120.64(16) . . ?
C22A C21A C20A 122.41(17) . . ?
C23A C22A C21A 119.06(16) . . ?
C22A C23A C18A 119.39(15) . . ?
C22A C23A C24A 129.15(15) . . ?
C18A C23A C24A 111.46(14) . . ?
C16A C24A C23A 103.61(13) . . ?
C2B C1B C14B 121.4 . . ?
C1B C2B C3B 120.3 . . ?
C4B C3B C2B 120.7 . . ?
C3B C4B C5B 121.4 . . ?
C6B C5B C14B 119.4 . . ?
C6B C5B C4B 123.0 . . ?
C14B C5B C4B 117.6 . . ?
C15B C6B C5B 121.4 . . ?
C15B C6B C7B 116.8 . . ?
C5B C6B C7B 120.4 . . ?
C6B C7B C8B 122.9 . . ?
C6B C7B C12B 119.2 . . ?
C8B C7B C12B 117.9 . . ?
C9B C8B C7B 121.2 . . ?
C8B C9B C10B 120.7 . . ?
C11B C10B C9B 120.2 . . ?
C10B C11B C12B 121.4 . . ?
C13B C12B C11B 121.8 . . ?
C13B C12B C7B 119.6 . . ?
C11B C12B C7B 118.6 . . ?
C12B C13B C14B 121.6 . . ?
C13B C14B C1B 121.7 . . ?
C13B C14B C5B 119.5 . . ?
C1B C14B C5B 118.8 . . ?
C6B C15B C16B 115.8 . . ?
C15B C16B C17B 123.4 . . ?
C15B C16B C24B 127.9 . . ?
C17B C16B C24B 108.7 . . ?
O1B C17B C18B 127.3 . . ?
O1B C17B C16B 126.4 . . ?
C18B C17B C16B 106.3 . . ?
C23B C18B C19B 121.8 . . ?
C23B C18B C17B 109.8 . . ?
C19B C18B C17B 128.5 . . ?
C20B C19B C18B 119.3 . . ?
C19B C20B C21B 118.3 . . ?
C19B C20B C25B 121.4 . . ?
C21B C20B C25B 120.3 . . ?
C22B C21B C20B 122.5 . . ?
C23B C22B C21B 118.9 . . ?
C22B C23B C18B 119.2 . . ?
C22B C23B C24B 128.9 . . ?
C18B C23B C24B 111.8 . . ?
C16B C24B C23B 103.4 . . ?

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
C14A C1A C2A C3A -1.1(3) . . . . ?
C1A C2A C3A C4A -0.3(3) . . . . ?
C2A C3A C4A C5A 1.1(3) . . . . ?
C3A C4A C5A C6A -179.53(17) . . . . ?
C3A C4A C5A C14A -0.3(3) . . . . ?
C4A C5A C6A C7A -175.94(16) . . . . ?
C14A C5A C6A C7A 4.9(2) . . . . ?
C4A C5A C6A C15A 7.6(2) . . . . ?
C14A C5A C6A C15A -171.53(15) . . . . ?
C5A C6A C7A C8A 174.38(15) . . . . ?
C15A C6A C7A C8A -9.2(2) . . . . ?
C5A C6A C7A C12A -3.9(2) . . . . ?
C15A C6A C7A C12A 172.49(15) . . . . ?
C6A C7A C8A C9A -178.75(17) . . . . ?
C12A C7A C8A C9A -0.4(3) . . . . ?
C7A C8A C9A C10A -1.4(3) . . . . ?
C8A C9A C10A C11A 1.2(3) . . . . ?
C9A C10A C11A C12A 0.9(3) . . . . ?
C10A C11A C12A C13A 178.10(17) . . . . ?
C10A C11A C12A C7A -2.6(3) . . . . ?
C6A C7A C12A C13A 0.0(2) . . . . ?
C8A C7A C12A C13A -178.36(16) . . . . ?
C6A C7A C12A C11A -179.27(15) . . . . ?
C8A C7A C12A C11A 2.3(2) . . . . ?
C11A C12A C13A C14A -177.76(16) . . . . ?
C7A C12A C13A C14A 2.9(2) . . . . ?
C12A C13A C14A C1A 177.88(17) . . . . ?
C12A C13A C14A C5A -2.0(3) . . . . ?
C2A C1A C14A C13A -178.08(19) . . . . ?
C2A C1A C14A C5A 1.8(3) . . . . ?
C6A C5A C14A C13A -2.0(2) . . . . ?
C4A C5A C14A C13A 178.84(15) . . . . ?
C6A C5A C14A C1A 178.16(16) . . . . ?
C4A C5A C14A C1A -1.0(2) . . . . ?
C5A C6A C15A C16A 103.9(2) . . . . ?
C7A C6A C15A C16A -72.5(2) . . . . ?
C6A C15A C16A C17A -179.84(15) . . . . ?
C6A C15A C16A C24A -0.7(3) . . . . ?
C15A C16A C17A O1A -2.2(3) . . . . ?
C24A C16A C17A O1A 178.50(19) . . . . ?
C15A C16A C17A C18A 178.55(16) . . . . ?
C24A C16A C17A C18A -0.73(19) . . . . ?
O1A C17A C18A C23A -178.8(2) . . . . ?
C16A C17A C18A C23A 0.41(19) . . . . ?
O1A C17A C18A C19A 0.9(3) . . . . ?
C16A C17A C18A C19A -179.85(17) . . . . ?
C23A C18A C19A C20A -0.6(3) . . . . ?
C17A C18A C19A C20A 179.66(17) . . . . ?
C18A C19A C20A C21A 0.4(3) . . . . ?
C18A C19A C20A C25A -178.85(18) . . . . ?
C19A C20A C21A C22A -0.1(3) . . . . ?
C25A C20A C21A C22A 179.15(18) . . . . ?
C20A C21A C22A C23A 0.0(3) . . . . ?
C21A C22A C23A C18A -0.2(3) . . . . ?
C21A C22A C23A C24A -179.96(17) . . . . ?
C19A C18A C23A C22A 0.5(3) . . . . ?
C17A C18A C23A C22A -179.71(16) . . . . ?
C19A C18A C23A C24A -179.69(15) . . . . ?
C17A C18A C23A C24A 0.07(19) . . . . ?
C15A C16A C24A C23A -178.49(17) . . . . ?
C17A C16A C24A C23A 0.75(18) . . . . ?
C22A C23A C24A C16A 179.24(17) . . . . ?
C18A C23A C24A C16A -0.51(18) . . . . ?
C14B C1B C2B C3B -1.2 . . . . ?
C1B C2B C3B C4B -0.4 . . . . ?
C2B C3B C4B C5B 1.2 . . . . ?
C3B C4B C5B C6B -179.9 . . . . ?
C3B C4B C5B C14B -0.5 . . . . ?
C14B C5B C6B C15B 170.7 . . . . ?
C4B C5B C6B C15B -9.9 . . . . ?
C14B C5B C6B C7B 5.0 . . . . ?
C4B C5B C6B C7B -175.6 . . . . ?
C15B C6B C7B C8B 8.3 . . . . ?
C5B C6B C7B C8B 174.6 . . . . ?
C15B C6B C7B C12B -170.5 . . . . ?
C5B C6B C7B C12B -4.1 . . . . ?
C6B C7B C8B C9B -178.9 . . . . ?
C12B C7B C8B C9B -0.1 . . . . ?
C7B C8B C9B C10B -1.5 . . . . ?
C8B C9B C10B C11B 1.2 . . . . ?
C9B C10B C11B C12B 0.7 . . . . ?
C10B C11B C12B C13B 178.4 . . . . ?
C10B C11B C12B C7B -2.3 . . . . ?
C6B C7B C12B C13B 0.2 . . . . ?
C8B C7B C12B C13B -178.7 . . . . ?
C6B C7B C12B C11B -179.2 . . . . ?
C8B C7B C12B C11B 1.9 . . . . ?
C11B C12B C13B C14B -177.7 . . . . ?
C7B C12B C13B C14B 2.9 . . . . ?
C12B C13B C14B C1B 177.6 . . . . ?
C12B C13B C14B C5B -2.0 . . . . ?
C2B C1B C14B C13B -177.8 . . . . ?
C2B C1B C14B C5B 1.9 . . . . ?
C6B C5B C14B C13B -1.9 . . . . ?
C4B C5B C14B C13B 178.6 . . . . ?
C6B C5B C14B C1B 178.4 . . . . ?
C4B C5B C14B C1B -1.0 . . . . ?
C5B C6B C15B C16B 97.7 . . . . ?
C7B C6B C15B C16B -96.1 . . . . ?
C6B C15B C16B C17B 2.1 . . . . ?
C6B C15B C16B C24B -178.7 . . . . ?
C15B C16B C17B O1B -1.6 . . . . ?
C24B C16B C17B O1B 179.1 . . . . ?
C15B C16B C17B C18B 178.8 . . . . ?
C24B C16B C17B C18B -0.5 . . . . ?
O1B C17B C18B C23B -179.3 . . . . ?
C16B C17B C18B C23B 0.3 . . . . ?
O1B C17B C18B C19B 0.4 . . . . ?
C16B C17B C18B C19B -180.0 . . . . ?
C23B C18B C19B C20B -0.5 . . . . ?
C17B C18B C19B C20B 179.8 . . . . ?
C18B C19B C20B C21B 0.3 . . . . ?
C18B C19B C20B C25B -178.9 . . . . ?
C19B C20B C21B C22B -0.1 . . . . ?
C25B C20B C21B C22B 179.1 . . . . ?
C20B C21B C22B C23B 0.1 . . . . ?
C21B C22B C23B C18B -0.3 . . . . ?
C21B C22B C23B C24B 179.9 . . . . ?
C19B C18B C23B C22B 0.5 . . . . ?
C17B C18B C23B C22B -179.7 . . . . ?
C19B C18B C23B C24B -179.7 . . . . ?
C17B C18B C23B C24B 0.1 . . . . ?
C15B C16B C24B C23B -178.8 . . . . ?
C17B C16B C24B C23B 0.6 . . . . ?
C22B C23B C24B C16B 179.4 . . . . ?
C18B C23B C24B C16B -0.4 . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.06
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.037
#===END

data_6me16h90
_database_code_depnum_ccdc_archive 'CCDC 712721'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(E)-2-(9-anthrylmethylene)-6-methyl-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          197
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 O'
_chemical_formula_weight         334.39

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C_1_2/c_1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.6929(13)
_cell_length_b                   10.7386(8)
_cell_length_c                   18.4052(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.093(1)
_cell_angle_gamma                90.00
_cell_volume                     3491.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    90
_cell_measurement_reflns_used    6048
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9630
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.
;

_diffrn_ambient_temperature      90
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            26223
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         30.07
_reflns_number_total             5114
_reflns_number_gt                4258
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0746P)²+2.9984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5114
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1414
_refine_ls_wR_factor_gt          0.1304
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O1A O 0.41574(6) 1.18593(9) 0.13335(6) 0.0305(2) Uani 0.93 1 d P A 1
C1A C 0.21039(8) 1.02290(13) 0.42345(8) 0.0242(3) Uani 0.93 1 d P A 1
H1A H 0.1768 0.9823 0.4449 0.029 Uiso 0.93 1 calc PR A 1
C2A C 0.26969(8) 1.08991(14) 0.47004(7) 0.0265(3) Uani 0.93 1 d P A 1
H2A H 0.2767 1.0966 0.5234 0.032 Uiso 0.93 1 calc PR A 1
C3A C 0.32099(8) 1.14966(13) 0.43909(8) 0.0249(3) Uani 0.93 1 d P A 1
H3A H 0.3618 1.1969 0.4719 0.030 Uiso 0.93 1 calc PR A 1
C4A C 0.31238(8) 1.14007(12) 0.36253(8) 0.0218(2) Uani 0.93 1 d P A 1
H4A H 0.3479 1.1793 0.3431 0.026 Uiso 0.93 1 calc PR A 1
C5A C 0.25042(7) 1.07159(12) 0.31137(7) 0.0180(2) Uani 0.93 1 d P A 1
C6A C 0.24023(7) 1.05898(12) 0.23214(7) 0.0186(2) Uani 0.93 1 d P A 1
C7A C 0.17530(7) 0.99759(12) 0.18342(7) 0.0182(2) Uani 0.93 1 d P A 1
C8A C 0.15833(7) 0.99208(12) 0.10169(7) 0.0206(2) Uani 0.93 1 d P A 1
H8A H 0.1921 1.0290 0.0790 0.025 Uiso 0.93 1 calc PR A 1
C9A C 0.09404(7) 0.93431(12) 0.05572(8) 0.0232(3) Uani 0.93 1 d P A 1
H9A H 0.0831 0.9340 0.0015 0.028 Uiso 0.93 1 calc PR A 1
C10A C 0.04360(7) 0.87481(13) 0.08820(8) 0.0235(3) Uani 0.93 1 d P A 1
H10A H -0.0001 0.8333 0.0558 0.028 Uiso 0.93 1 calc PR A 1
C11A C 0.05795(7) 0.87735(13) 0.16588(9) 0.0218(2) Uani 0.93 1 d P A 1
H11A H 0.0244 0.8364 0.1872 0.026 Uiso 0.93 1 calc PR A 1
C12A C 0.12282(7) 0.94079(13) 0.21570(8) 0.0183(2) Uani 0.93 1 d P A 1
C13A C 0.13628(7) 0.94713(13) 0.29480(8) 0.0198(2) Uani 0.93 1 d P A 1
H13A H 0.1028 0.9061 0.3163 0.024 Uiso 0.93 1 calc PR A 1
C14A C 0.19816(7) 1.01288(12) 0.34290(7) 0.0185(2) Uani 0.93 1 d P A 1
C15A C 0.29902(6) 1.10656(12) 0.20012(7) 0.0194(2) Uani 0.93 1 d P A 1
H15A H 0.3027 1.1938 0.1933 0.023 Uiso 0.93 1 calc PR A 1
C16A C 0.34664(6) 1.03090(11) 0.18067(6) 0.0178(2) Uani 0.93 1 d P A 1
C17A C 0.40549(7) 1.07771(11) 0.14769(7) 0.0197(2) Uani 0.93 1 d P A 1
C18A C 0.44722(6) 0.96654(11) 0.13620(7) 0.0180(2) Uani 0.93 1 d P A 1
C19A C 0.50748(7) 0.96092(12) 0.10711(7) 0.0206(2) Uani 0.93 1 d P A 1
H19A H 0.5263 1.0346 0.0912 0.025 Uiso 0.93 1 calc PR A 1
C20A C 0.53962(7) 0.84558(12) 0.10176(7) 0.0208(2) Uani 0.93 1 d P A 1
C21A C 0.50959(7) 0.73889(12) 0.12521(7) 0.0214(2) Uani 0.93 1 d P A 1
H21A H 0.5313 0.6601 0.1216 0.026 Uiso 0.93 1 calc PR A 1
C22A C 0.44917(7) 0.74461(12) 0.15360(7) 0.0213(2) Uani 0.93 1 d P A 1
H22A H 0.4298 0.6710 0.1689 0.026 Uiso 0.93 1 calc PR A 1
C23A C 0.41770(6) 0.85993(11) 0.15908(6) 0.0174(2) Uani 0.93 1 d P A 1
C24A C 0.35277(7) 0.89069(11) 0.18812(7) 0.0192(2) Uani 0.93 1 d P A 1
H41A H 0.3054 0.8499 0.1563 0.023 Uiso 0.93 1 calc PR A 1
H42A H 0.3642 0.8644 0.2423 0.023 Uiso 0.93 1 calc PR A 1
C25A C 0.60641(8) 0.83428(13) 0.07293(9) 0.0280(3) Uani 0.93 1 d P A 1
H251 H 0.6099 0.7485 0.0562 0.042 Uiso 0.52 1 calc PR A 1
H252 H 0.6530 0.8558 0.1144 0.042 Uiso 0.52 1 calc PR A 1
H253 H 0.5996 0.8912 0.0296 0.042 Uiso 0.52 1 calc PR A 1
H254 H 0.6313 0.9130 0.0768 0.042 Uiso 0.41 1 d PR A 1
H255 H 0.5891 0.8082 0.0206 0.042 Uiso 0.41 1 d PR A 1
H256 H 0.6410 0.7740 0.1029 0.042 Uiso 0.41 1 d PR A 1
O1B O 0.3182(3) 0.8694(5) 0.2218(4) 0.0305(2) Uani 0.07 1 d PG B 2
C1B C 0.2207(6) 0.9945(11) 0.4217(6) 0.0242(3) Uani 0.07 1 d PG B 2
H1B H 0.1891 0.9494 0.4437 0.029 Uiso 0.07 1 calc PR B 2
C2B C 0.2819(7) 1.0552(12) 0.4682(5) 0.0265(3) Uani 0.07 1 d PG B 2
H2B H 0.2924 1.0537 0.5224 0.032 Uiso 0.07 1 calc PR B 2
C3B C 0.3303(6) 1.1207(11) 0.4369(4) 0.0249(3) Uani 0.07 1 d PG B 2
H3B H 0.3730 1.1635 0.4701 0.030 Uiso 0.07 1 calc PR B 2
C4B C 0.3165(5) 1.1235(8) 0.3598(4) 0.0218(2) Uani 0.07 1 d PG B 2
H4B H 0.3504 1.1668 0.3399 0.026 Uiso 0.07 1 calc PR B 2
C5B C 0.2520(4) 1.0622(7) 0.3078(4) 0.0180(2) Uani 0.07 1 d PG B 2
C6B C 0.2360(3) 1.0629(6) 0.2278(4) 0.0186(2) Uani 0.07 1 d PG B 2
C7B C 0.1688(3) 1.0082(8) 0.1792(5) 0.0182(2) Uani 0.07 1 d PG B 2
C8B C 0.1465(3) 1.0150(9) 0.0977(5) 0.0206(2) Uani 0.07 1 d PG B 2
H8B H 0.1782 1.0566 0.0743 0.025 Uiso 0.07 1 calc PR B 2
C9B C 0.0806(3) 0.9628(12) 0.0526(6) 0.0232(3) Uani 0.07 1 d PG B 2
H9B H 0.0662 0.9702 -0.0017 0.028 Uiso 0.07 1 calc PR B 2
C10B C 0.0331(3) 0.8978(12) 0.0856(7) 0.0235(3) Uani 0.07 1 d PG B 2
H10B H -0.0123 0.8605 0.0534 0.028 Uiso 0.07 1 calc PR B 2
C11B C 0.0520(3) 0.8885(11) 0.1627(8) 0.0218(2) Uani 0.07 1 d PG B 2
H11B H 0.0199 0.8438 0.1841 0.026 Uiso 0.07 1 calc PR B 2
C12B C 0.1194(4) 0.9448(9) 0.2126(6) 0.0183(2) Uani 0.07 1 d PG B 2
C13B C 0.1383(5) 0.9384(9) 0.2919(7) 0.0198(2) Uani 0.07 1 d PG B 2
H13B H 0.1067 0.8931 0.3136 0.024 Uiso 0.07 1 calc PR B 2
C14B C 0.2026(5) 0.9970(9) 0.3402(5) 0.0185(2) Uani 0.07 1 d PG B 2
C15B C 0.2730(4) 1.1337(6) 0.1955(4) 0.0194(2) Uani 0.07 1 d PG B 2
H15B H 0.2604 1.2189 0.1846 0.023 Uiso 0.07 1 calc PR B 2
C16B C 0.3295(3) 1.0800(5) 0.1786(3) 0.0178(2) Uani 0.07 1 d PG B 2
C17B C 0.3493(3) 0.9444(5) 0.1927(3) 0.0197(2) Uani 0.07 1 d PG B 2
C18B C 0.4137(3) 0.9220(5) 0.1647(3) 0.0180(2) Uani 0.07 1 d PG B 2
C19B C 0.4527(3) 0.8111(6) 0.1649(4) 0.0206(2) Uani 0.07 1 d PG B 2
H19B H 0.4387 0.7370 0.1851 0.025 Uiso 0.07 1 calc PR B 2
C20B C 0.5120(3) 0.8100(7) 0.1353(4) 0.0208(2) Uani 0.07 1 d PG B 2
C21B C 0.5309(3) 0.9212(8) 0.1065(4) 0.0214(2) Uani 0.07 1 d PG B 2
H21B H 0.5715 0.9212 0.0862 0.026 Uiso 0.07 1 calc PR B 2
C22B C 0.4925(4) 1.0313(7) 0.1065(4) 0.0213(2) Uani 0.07 1 d PG B 2
H22B H 0.5065 1.1054 0.0864 0.026 Uiso 0.07 1 calc PR B 2
C23B C 0.4333(3) 1.0318(6) 0.1361(3) 0.0174(2) Uani 0.07 1 d PG B 2
C24B C 0.3832(4) 1.1388(5) 0.1426(4) 0.0192(2) Uani 0.07 1 d PG B 2
H41B H 0.4133 1.2058 0.1756 0.023 Uiso 0.07 1 calc PR B 2
H42B H 0.3554 1.1737 0.0913 0.023 Uiso 0.07 1 calc PR B 2
C25B C 0.5550(4) 0.6922(8) 0.1329(5) 0.0280(3) Uani 0.07 1 d PG B 2
H257 H 0.6082 0.7027 0.1645 0.042 Uiso 0.07 1 calc PR B 2
H258 H 0.5519 0.6746 0.0797 0.042 Uiso 0.07 1 calc PR B 2
H259 H 0.5330 0.6228 0.1529 0.042 Uiso 0.07 1 calc PR B 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1A C17A 1.2206(15) . ?
C1A C2A 1.3637(19) . ?
C1A C14A 1.4283(16) . ?
C2A C3A 1.4189(19) . ?
C3A C4A 1.3689(17) . ?
C4A C5A 1.4336(16) . ?
C5A C6A 1.4141(16) . ?
C5A C14A 1.4351(16) . ?
C6A C7A 1.4141(16) . ?
C6A C15A 1.4966(16) . ?
C7A C8A 1.4334(16) . ?
C7A C12A 1.4385(16) . ?
C8A C9A 1.3710(17) . ?
C9A C10A 1.4224(18) . ?
C10A C11A 1.3661(18) . ?
C11A C12A 1.4310(16) . ?
C12A C13A 1.3956(16) . ?
C13A C14A 1.3967(16) . ?
C15A C16A 1.3375(16) . ?
C16A C17A 1.5060(15) . ?
C16A C24A 1.5129(17) . ?
C17A C18A 1.4787(16) . ?
C18A C23A 1.3945(16) . ?
C18A C19A 1.3977(16) . ?
C19A C20A 1.3941(17) . ?
C20A C21A 1.4045(17) . ?
C20A C25A 1.5126(17) . ?
C21A C22A 1.3923(17) . ?
C22A C23A 1.3887(17) . ?
C23A C24A 1.5141(16) . ?
O1B C17B 1.2149 . ?
C1B C2B 1.3520 . ?
C1B C14B 1.4260 . ?
C2B C3B 1.4093 . ?
C3B C4B 1.3575 . ?
C4B C5B 1.4312 . ?
C5B C6B 1.4042 . ?
C5B C14B 1.4344 . ?
C6B C15B 1.2954 . ?
C6B C7B 1.4100 . ?
C7B C8B 1.4216 . ?
C7B C12B 1.4362 . ?
C8B C9B 1.3618 . ?
C9B C10B 1.4127 . ?
C10B C11B 1.3477 . ?
C11B C12B 1.4289 . ?
C12B C13B 1.3862 . ?
C13B C14B 1.3894 . ?
C15B C16B 1.3265 . ?
C16B C17B 1.5045 . ?
C16B C24B 1.5106 . ?
C17B C18B 1.4770 . ?
C18B C23B 1.3882 . ?
C18B C19B 1.3959 . ?
C19B C20B 1.3860 . ?
C20B C21B 1.3980 . ?
C20B C25B 1.5071 . ?
C21B C22B 1.3828 . ?
C22B C23B 1.3840 . ?
C23B C24B 1.5112 . ?

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
C2A C1A C14A 120.90(12) . . ?
C1A C2A C3A 120.22(11) . . ?
C4A C3A C2A 120.79(12) . . ?
C3A C4A C5A 120.82(12) . . ?
C6A C5A C4A 122.26(11) . . ?
C6A C5A C14A 119.67(10) . . ?
C4A C5A C14A 118.06(10) . . ?
C5A C6A C7A 119.79(10) . . ?
C5A C6A C15A 120.32(10) . . ?
C7A C6A C15A 119.86(10) . . ?
C6A C7A C8A 122.29(10) . . ?
C6A C7A C12A 119.71(10) . . ?
C8A C7A C12A 117.98(10) . . ?
C9A C8A C7A 120.98(11) . . ?
C8A C9A C10A 120.77(11) . . ?
C11A C10A C9A 120.04(11) . . ?
C10A C11A C12A 121.02(11) . . ?
C13A C12A C11A 121.16(11) . . ?
C13A C12A C7A 119.71(10) . . ?
C11A C12A C7A 119.12(11) . . ?
C12A C13A C14A 121.01(11) . . ?
C13A C14A C1A 120.95(11) . . ?
C13A C14A C5A 119.87(10) . . ?
C1A C14A C5A 119.19(11) . . ?
C16A C15A C6A 122.46(11) . . ?
C15A C16A C17A 122.88(11) . . ?
C15A C16A C24A 128.14(10) . . ?
C17A C16A C24A 108.97(10) . . ?
O1A C17A C18A 127.61(11) . . ?
O1A C17A C16A 126.29(11) . . ?
C18A C17A C16A 106.10(10) . . ?
C23A C18A C19A 121.90(11) . . ?
C23A C18A C17A 109.89(10) . . ?
C19A C18A C17A 128.22(11) . . ?
C20A C19A C18A 119.03(11) . . ?
C19A C20A C21A 118.57(11) . . ?
C19A C20A C25A 121.35(11) . . ?
C21A C20A C25A 120.07(11) . . ?
C22A C21A C20A 122.29(11) . . ?
C23A C22A C21A 118.78(11) . . ?
C22A C23A C18A 119.42(10) . . ?
C22A C23A C24A 128.88(10) . . ?
C18A C23A C24A 111.69(10) . . ?
C16A C24A C23A 103.34(9) . . ?
C2B C1B C14B 121.2 . . ?
C1B C2B C3B 120.3 . . ?
C4B C3B C2B 120.8 . . ?
C3B C4B C5B 121.2 . . ?
C6B C5B C4B 122.8 . . ?
C6B C5B C14B 119.6 . . ?
C4B C5B C14B 117.6 . . ?
C15B C6B C5B 121.5 . . ?
C15B C6B C7B 116.9 . . ?
C5B C6B C7B 120.2 . . ?
C6B C7B C8B 122.7 . . ?
C6B C7B C12B 119.3 . . ?
C8B C7B C12B 118.0 . . ?
C9B C8B C7B 121.1 . . ?
C8B C9B C10B 120.8 . . ?
C11B C10B C9B 120.3 . . ?
C10B C11B C12B 121.2 . . ?
C13B C12B C11B 121.6 . . ?
C13B C12B C7B 119.7 . . ?
C11B C12B C7B 118.7 . . ?
C12B C13B C14B 121.4 . . ?
C13B C14B C1B 121.5 . . ?
C13B C14B C5B 119.6 . . ?
C1B C14B C5B 118.9 . . ?
C6B C15B C16B 116.0 . . ?
C15B C16B C17B 123.3 . . ?
C15B C16B C24B 128.0 . . ?
C17B C16B C24B 108.6 . . ?
O1B C17B C18B 127.5 . . ?
O1B C17B C16B 126.3 . . ?
C18B C17B C16B 106.2 . . ?
C23B C18B C19B 121.6 . . ?
C23B C18B C17B 109.9 . . ?
C19B C18B C17B 128.5 . . ?
C20B C19B C18B 119.3 . . ?
C19B C20B C21B 118.4 . . ?
C19B C20B C25B 121.5 . . ?
C21B C20B C25B 120.2 . . ?
C22B C21B C20B 122.3 . . ?
C21B C22B C23B 119.0 . . ?
C22B C23B C18B 119.3 . . ?
C22B C23B C24B 129.0 . . ?
C18B C23B C24B 111.6 . . ?
C16B C24B C23B 103.6 . . ?

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
C14A C1A C2A C3A -0.8(2) . . . . ?
C1A C2A C3A C4A -0.7(2) . . . . ?
C2A C3A C4A C5A 1.32(19) . . . . ?
C3A C4A C5A C6A -179.46(12) . . . . ?
C3A C4A C5A C14A -0.42(18) . . . . ?
C4A C5A C6A C7A -175.71(11) . . . . ?
C14A C5A C6A C7A 5.27(17) . . . . ?
C4A C5A C6A C15A 6.29(18) . . . . ?
C14A C5A C6A C15A -172.73(11) . . . . ?
C5A C6A C7A C8A 174.06(11) . . . . ?
C15A C6A C7A C8A -7.93(18) . . . . ?
C5A C6A C7A C12A -4.36(17) . . . . ?
C15A C6A C7A C12A 173.64(11) . . . . ?
C6A C7A C8A C9A -178.51(12) . . . . ?
C12A C7A C8A C9A -0.06(18) . . . . ?
C7A C8A C9A C10A -1.99(19) . . . . ?
C8A C9A C10A C11A 1.59(19) . . . . ?
C9A C10A C11A C12A 0.89(19) . . . . ?
C10A C11A C12A C13A 177.82(12) . . . . ?
C10A C11A C12A C7A -2.90(18) . . . . ?
C6A C7A C12A C13A 0.23(17) . . . . ?
C8A C7A C12A C13A -178.26(11) . . . . ?
C6A C7A C12A C11A -179.06(11) . . . . ?
C8A C7A C12A C11A 2.45(17) . . . . ?
C11A C12A C13A C14A -177.69(11) . . . . ?
C7A C12A C13A C14A 3.03(18) . . . . ?
C12A C13A C14A C1A 177.81(11) . . . . ?
C12A C13A C14A C5A -2.12(18) . . . . ?
C2A C1A C14A C13A -178.23(12) . . . . ?
C2A C1A C14A C5A 1.70(18) . . . . ?
C6A C5A C14A C13A -2.07(17) . . . . ?
C4A C5A C14A C13A 178.88(11) . . . . ?
C6A C5A C14A C1A 178.00(11) . . . . ?
C4A C5A C14A C1A -1.06(17) . . . . ?
C5A C6A C15A C16A 104.82(14) . . . . ?
C7A C6A C15A C16A -73.18(16) . . . . ?
C6A C15A C16A C17A 179.39(11) . . . . ?
C6A C15A C16A C24A -1.69(19) . . . . ?
C15A C16A C17A O1A -1.8(2) . . . . ?
C24A C16A C17A O1A 179.13(13) . . . . ?
C15A C16A C17A C18A 178.50(11) . . . . ?
C24A C16A C17A C18A -0.60(12) . . . . ?
O1A C17A C18A C23A -179.41(13) . . . . ?
C16A C17A C18A C23A 0.31(13) . . . . ?
O1A C17A C18A C19A 0.5(2) . . . . ?
C16A C17A C18A C19A -179.80(11) . . . . ?
C23A C18A C19A C20A -0.84(18) . . . . ?
C17A C18A C19A C20A 179.28(11) . . . . ?
C18A C19A C20A C21A 0.61(18) . . . . ?
C18A C19A C20A C25A -178.18(12) . . . . ?
C19A C20A C21A C22A -0.11(18) . . . . ?
C25A C20A C21A C22A 178.70(12) . . . . ?
C20A C21A C22A C23A -0.18(18) . . . . ?
C21A C22A C23A C18A -0.03(17) . . . . ?
C21A C22A C23A C24A -179.62(11) . . . . ?
C19A C18A C23A C22A 0.55(17) . . . . ?
C17A C18A C23A C22A -179.56(10) . . . . ?
C19A C18A C23A C24A -179.80(11) . . . . ?
C17A C18A C23A C24A 0.10(13) . . . . ?
C15A C16A C24A C23A -178.41(12) . . . . ?
C17A C16A C24A C23A 0.63(12) . . . . ?
C22A C23A C24A C16A 179.16(11) . . . . ?
C18A C23A C24A C16A -0.45(12) . . . . ?
C14B C1B C2B C3B -1.2 . . . . ?
C1B C2B C3B C4B -0.4 . . . . ?
C2B C3B C4B C5B 1.2 . . . . ?
C3B C4B C5B C6B -179.9 . . . . ?
C3B C4B C5B C14B -0.5 . . . . ?
C4B C5B C6B C15B -9.9 . . . . ?
C14B C5B C6B C15B 170.7 . . . . ?
C4B C5B C6B C7B -175.6 . . . . ?
C14B C5B C6B C7B 5.0 . . . . ?
C15B C6B C7B C8B 8.3 . . . . ?
C5B C6B C7B C8B 174.7 . . . . ?
C15B C6B C7B C12B -170.5 . . . . ?
C5B C6B C7B C12B -4.1 . . . . ?
C6B C7B C8B C9B -178.9 . . . . ?
C12B C7B C8B C9B -0.1 . . . . ?
C7B C8B C9B C10B -1.5 . . . . ?
C8B C9B C10B C11B 1.2 . . . . ?
C9B C10B C11B C12B 0.7 . . . . ?
C10B C11B C12B C13B 178.4 . . . . ?
C10B C11B C12B C7B -2.3 . . . . ?
C6B C7B C12B C13B 0.2 . . . . ?
C8B C7B C12B C13B -178.7 . . . . ?
C6B C7B C12B C11B -179.2 . . . . ?
C8B C7B C12B C11B 1.9 . . . . ?
C11B C12B C13B C14B -177.7 . . . . ?
C7B C12B C13B C14B 2.9 . . . . ?
C12B C13B C14B C1B 177.6 . . . . ?
C12B C13B C14B C5B -2.0 . . . . ?
C2B C1B C14B C13B -177.8 . . . . ?
C2B C1B C14B C5B 1.9 . . . . ?
C6B C5B C14B C13B -1.9 . . . . ?
C4B C5B C14B C13B 178.6 . . . . ?
C6B C5B C14B C1B 178.4 . . . . ?
C4B C5B C14B C1B -1.1 . . . . ?
C5B C6B C15B C16B 97.7 . . . . ?
C7B C6B C15B C16B -96.1 . . . . ?
C6B C15B C16B C17B 2.1 . . . . ?
C6B C15B C16B C24B -178.7 . . . . ?
C15B C16B C17B O1B -1.6 . . . . ?
C24B C16B C17B O1B 179.1 . . . . ?
C15B C16B C17B C18B 178.8 . . . . ?
C24B C16B C17B C18B -0.5 . . . . ?
O1B C17B C18B C23B -179.3 . . . . ?
C16B C17B C18B C23B 0.3 . . . . ?
O1B C17B C18B C19B 0.4 . . . . ?
C16B C17B C18B C19B -180.0 . . . . ?
C23B C18B C19B C20B -0.5 . . . . ?
C17B C18B C19B C20B 179.8 . . . . ?
C18B C19B C20B C21B 0.3 . . . . ?
C18B C19B C20B C25B -178.9 . . . . ?
C19B C20B C21B C22B -0.1 . . . . ?
C25B C20B C21B C22B 179.1 . . . . ?
C20B C21B C22B C23B 0.1 . . . . ?
C21B C22B C23B C18B -0.3 . . . . ?
C21B C22B C23B C24B 179.9 . . . . ?
C19B C18B C23B C22B 0.5 . . . . ?
C17B C18B C23B C22B -179.7 . . . . ?
C19B C18B C23B C24B -179.7 . . . . ?
C17B C18B C23B C24B 0.1 . . . . ?
C15B C16B C24B C23B -178.8 . . . . ?
C17B C16B C24B C23B 0.6 . . . . ?
C22B C23B C24B C16B 179.4 . . . . ?
C18B C23B C24B C16B -0.4 . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        30.07
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.052
#===END

data_e-9a1i
_database_code_depnum_ccdc_archive 'CCDC 712722'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(E)-2-(9-anthrylmethylene)-1-indanone
;
_chemical_name_common            ?
_chemical_melting_point          190
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H16 O'
_chemical_formula_weight         320.37

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P_b_c_a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.6663(7)
_cell_length_b                   8.6866(4)
_cell_length_c                   25.9906(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3311.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    300
_cell_measurement_reflns_used    7818
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      28.9?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9410
_exptl_absorpt_correction_T_max  0.9863
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'

_exptl_special_details           
;
The data collection covered over a full sphere of reciprocal space by a
combination of four sets of exposures; each set had a different φ angle (0,
90, 180 and 270°) for the crystal and each exposure of 10s covered 0.3° in
ω. The crystal-to-detector distance was 4 cm and the detector swing angle
was -32°. Crystal decay was monitored by repeating the measurement of the
initial 50 frames at the end of data collection and analyzing the duplicate
reflections.

;

_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_diffrn_detector_area_resol_mean 8.192
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            48690
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         30.05
_reflns_number_total             4846
_reflns_number_gt                3012
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0353P)²+1.5441P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4846
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1100
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O1 O 1.06877(8) 0.09921(16) 0.83267(5) 0.0597(4) Uani 1 1 d . . .
C1 C 0.83552(14) 0.3906(3) 1.07717(7) 0.0606(5) Uani 1 1 d . . .
C2 C 0.85733(15) 0.2461(3) 1.09116(8) 0.0683(6) Uani 1 1 d . . .
C3 C 0.90134(15) 0.1458(3) 1.05593(8) 0.0615(5) Uani 1 1 d . . .
C4 C 0.92261(13) 0.1955(2) 1.00794(7) 0.0503(4) Uani 1 1 d . . .
C5 C 0.90274(10) 0.3484(2) 0.99165(6) 0.0413(4) Uani 1 1 d . . .
C6 C 0.92421(10) 0.40365(19) 0.94222(6) 0.0393(4) Uani 1 1 d . . .
C7 C 0.90227(10) 0.55578(19) 0.92819(6) 0.0404(4) Uani 1 1 d . . .
C8 C 0.92631(13) 0.6211(2) 0.87975(7) 0.0501(4) Uani 1 1 d . . .
C9 C 0.90527(15) 0.7694(2) 0.86750(9) 0.0603(5) Uani 1 1 d . . .
C10 C 0.85962(14) 0.8644(2) 0.90288(10) 0.0628(6) Uani 1 1 d . . .
C11 C 0.83631(12) 0.8096(2) 0.94939(9) 0.0567(5) Uani 1 1 d . . .
C12 C 0.85690(10) 0.6542(2) 0.96430(7) 0.0448(4) Uani 1 1 d . . .
C13 C 0.83535(12) 0.5972(2) 1.01253(7) 0.0504(5) Uani 1 1 d . . .
C14 C 0.85735(11) 0.4481(2) 1.02745(6) 0.0467(4) Uani 1 1 d . . .
C15 C 0.97206(12) 0.30104(19) 0.90563(7) 0.0429(4) Uani 1 1 d . . .
C16 C 0.93949(11) 0.25045(19) 0.86119(7) 0.0423(4) Uani 1 1 d . . .
C17 C 0.99057(11) 0.14316(19) 0.82673(6) 0.0416(4) Uani 1 1 d . . .
C18 C 0.92721(12) 0.09928(19) 0.78517(6) 0.0406(4) Uani 1 1 d . . .
C19 C 0.94089(14) -0.0027(2) 0.74433(7) 0.0497(4) Uani 1 1 d . . .
C20 C 0.86941(16) -0.0303(2) 0.71149(7) 0.0591(5) Uani 1 1 d . . .
C21 C 0.78619(16) 0.0413(3) 0.71880(7) 0.0594(5) Uani 1 1 d . . .
C22 C 0.77238(14) 0.1428(2) 0.75895(7) 0.0531(5) Uani 1 1 d . . .
C23 C 0.84413(12) 0.17163(19) 0.79236(6) 0.0434(4) Uani 1 1 d . . .
C24 C 0.84584(13) 0.2764(3) 0.83871(8) 0.0522(5) Uani 1 1 d . . .
H1 H 0.8016(15) 0.465(3) 1.1013(8) 0.075(7) Uiso 1 1 d . . .
H2 H 0.8442(16) 0.206(3) 1.1255(10) 0.083(7) Uiso 1 1 d . . .
H3 H 0.9168(14) 0.042(3) 1.0662(8) 0.063(6) Uiso 1 1 d . . .
H4 H 0.9507(13) 0.128(2) 0.9835(7) 0.059(6) Uiso 1 1 d . . .
H8 H 0.9609(12) 0.556(2) 0.8558(7) 0.052(5) Uiso 1 1 d . . .
H9 H 0.9250(15) 0.814(3) 0.8329(9) 0.079(7) Uiso 1 1 d . . .
H10 H 0.8422(15) 0.974(3) 0.8936(8) 0.079(7) Uiso 1 1 d . . .
H11 H 0.8052(14) 0.869(2) 0.9755(8) 0.067(6) Uiso 1 1 d . . .
H13 H 0.8057(13) 0.666(2) 1.0372(7) 0.056(5) Uiso 1 1 d . . .
H15 H 1.0332(13) 0.265(2) 0.9157(7) 0.054(5) Uiso 1 1 d . . .
H19 H 1.0011(14) -0.052(2) 0.7420(7) 0.054(5) Uiso 1 1 d . . .
H20 H 0.8779(14) -0.104(3) 0.6825(9) 0.074(6) Uiso 1 1 d . . .
H21 H 0.7368(16) 0.016(3) 0.6955(8) 0.076(7) Uiso 1 1 d . . .
H22 H 0.7127(15) 0.193(2) 0.7649(8) 0.068(6) Uiso 1 1 d . . .
H241 H 0.7974(14) 0.251(2) 0.8630(8) 0.066(6) Uiso 1 1 d . . .
H242 H 0.8350(15) 0.382(3) 0.8288(8) 0.077(7) Uiso 1 1 d . . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C17 1.2187(19) . ?
C1 C2 1.345(3) . ?
C1 C14 1.422(3) . ?
C1 H1 1.03(2) . ?
C2 C3 1.419(3) . ?
C2 H2 0.98(2) . ?
C3 C4 1.356(3) . ?
C3 H3 0.97(2) . ?
C4 C5 1.424(3) . ?
C4 H4 0.96(2) . ?
C5 C6 1.407(2) . ?
C5 C14 1.435(2) . ?
C6 C7 1.408(2) . ?
C6 C15 1.480(2) . ?
C7 C8 1.425(3) . ?
C7 C12 1.433(2) . ?
C8 C9 1.362(3) . ?
C8 H8 0.985(19) . ?
C9 C10 1.405(3) . ?
C9 H9 1.02(2) . ?
C10 C11 1.343(3) . ?
C10 H10 1.01(2) . ?
C11 C12 1.437(3) . ?
C11 H11 0.97(2) . ?
C12 C13 1.384(3) . ?
C13 C14 1.390(3) . ?
C13 H13 0.98(2) . ?
C15 C16 1.325(2) . ?
C15 H15 0.983(19) . ?
C16 C17 1.494(2) . ?
C16 C24 1.510(2) . ?
C17 C18 1.475(2) . ?
C18 C23 1.384(2) . ?
C18 C19 1.397(2) . ?
C19 C20 1.373(3) . ?
C19 H19 0.98(2) . ?
C20 C21 1.383(3) . ?
C20 H20 0.99(2) . ?
C21 C22 1.381(3) . ?
C21 H21 0.97(2) . ?
C22 C23 1.387(2) . ?
C22 H22 0.99(2) . ?
C23 C24 1.510(2) . ?
C24 H241 0.98(2) . ?
C24 H242 0.97(2) . ?

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
C2 C1 C14 121.3(2) . . ?
C2 C1 H1 122.2(12) . . ?
C14 C1 H1 116.4(12) . . ?
C1 C2 C3 120.4(2) . . ?
C1 C2 H2 122.3(14) . . ?
C3 C2 H2 117.2(14) . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.7(13) . . ?
C2 C3 H3 120.1(13) . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 121.1(12) . . ?
C5 C4 H4 117.3(12) . . ?
C6 C5 C4 122.96(16) . . ?
C6 C5 C14 119.31(16) . . ?
C4 C5 C14 117.72(16) . . ?
C5 C6 C7 120.37(15) . . ?
C5 C6 C15 119.15(15) . . ?
C7 C6 C15 120.47(15) . . ?
C6 C7 C8 123.10(15) . . ?
C6 C7 C12 119.74(16) . . ?
C8 C7 C12 117.11(16) . . ?
C9 C8 C7 121.80(19) . . ?
C9 C8 H8 121.0(11) . . ?
C7 C8 H8 117.1(11) . . ?
C8 C9 C10 120.7(2) . . ?
C8 C9 H9 119.9(13) . . ?
C10 C9 H9 119.4(13) . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 118.9(13) . . ?
C9 C10 H10 121.0(13) . . ?
C10 C11 C12 121.49(19) . . ?
C10 C11 H11 124.0(13) . . ?
C12 C11 H11 114.5(13) . . ?
C13 C12 C7 119.07(17) . . ?
C13 C12 C11 122.15(17) . . ?
C7 C12 C11 118.78(18) . . ?
C12 C13 C14 122.19(16) . . ?
C12 C13 H13 118.5(11) . . ?
C14 C13 H13 119.3(11) . . ?
C13 C14 C1 121.92(18) . . ?
C13 C14 C5 119.31(17) . . ?
C1 C14 C5 118.77(19) . . ?
C16 C15 C6 126.08(16) . . ?
C16 C15 H15 117.1(11) . . ?
C6 C15 H15 116.8(11) . . ?
C15 C16 C17 123.29(16) . . ?
C15 C16 C24 128.03(15) . . ?
C17 C16 C24 108.49(14) . . ?
O1 C17 C18 127.20(15) . . ?
O1 C17 C16 126.26(16) . . ?
C18 C17 C16 106.52(14) . . ?
C23 C18 C19 121.13(17) . . ?
C23 C18 C17 109.79(14) . . ?
C19 C18 C17 129.04(16) . . ?
C20 C19 C18 118.26(18) . . ?
C20 C19 H19 124.8(11) . . ?
C18 C19 H19 116.9(11) . . ?
C19 C20 C21 120.65(18) . . ?
C19 C20 H20 119.2(13) . . ?
C21 C20 H20 120.2(13) . . ?
C22 C21 C20 121.4(2) . . ?
C22 C21 H21 120.6(13) . . ?
C20 C21 H21 118.0(13) . . ?
C21 C22 C23 118.48(19) . . ?
C21 C22 H22 121.8(12) . . ?
C23 C22 H22 119.7(12) . . ?
C18 C23 C22 120.11(16) . . ?
C18 C23 C24 111.52(15) . . ?
C22 C23 C24 128.37(16) . . ?
C16 C24 C23 103.54(14) . . ?
C16 C24 H241 112.3(12) . . ?
C23 C24 H241 111.6(12) . . ?
C16 C24 H242 113.2(14) . . ?
C23 C24 H242 111.0(13) . . ?
H241 C24 H242 105.4(18) . . ?

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 -1.3(3) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C3 C4 C5 C6 179.76(17) . . . . ?
C3 C4 C5 C14 -1.3(3) . . . . ?
C4 C5 C6 C7 179.56(15) . . . . ?
C14 C5 C6 C7 0.7(2) . . . . ?
C4 C5 C6 C15 -1.9(2) . . . . ?
C14 C5 C6 C15 179.24(14) . . . . ?
C5 C6 C7 C8 176.69(15) . . . . ?
C15 C6 C7 C8 -1.9(2) . . . . ?
C5 C6 C7 C12 -0.7(2) . . . . ?
C15 C6 C7 C12 -179.25(14) . . . . ?
C6 C7 C8 C9 -179.08(17) . . . . ?
C12 C7 C8 C9 -1.6(3) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C6 C7 C12 C13 -0.1(2) . . . . ?
C8 C7 C12 C13 -177.61(15) . . . . ?
C6 C7 C12 C11 179.16(14) . . . . ?
C8 C7 C12 C11 1.6(2) . . . . ?
C10 C11 C12 C13 178.37(18) . . . . ?
C10 C11 C12 C7 -0.8(3) . . . . ?
C7 C12 C13 C14 0.9(2) . . . . ?
C11 C12 C13 C14 -178.30(16) . . . . ?
C12 C13 C14 C1 179.60(16) . . . . ?
C12 C13 C14 C5 -0.9(2) . . . . ?
C2 C1 C14 C13 -179.89(18) . . . . ?
C2 C1 C14 C5 0.7(3) . . . . ?
C6 C5 C14 C13 0.1(2) . . . . ?
C4 C5 C14 C13 -178.81(15) . . . . ?
C6 C5 C14 C1 179.62(15) . . . . ?
C4 C5 C14 C1 0.7(2) . . . . ?
C5 C6 C15 C16 116.5(2) . . . . ?
C7 C6 C15 C16 -64.9(2) . . . . ?
C6 C15 C16 C17 -178.17(16) . . . . ?
C6 C15 C16 C24 -3.8(3) . . . . ?
C15 C16 C17 O1 -6.0(3) . . . . ?
C24 C16 C17 O1 178.70(18) . . . . ?
C15 C16 C17 C18 172.86(16) . . . . ?
C24 C16 C17 C18 -2.4(2) . . . . ?
O1 C17 C18 C23 178.97(17) . . . . ?
C16 C17 C18 C23 0.12(19) . . . . ?
O1 C17 C18 C19 1.3(3) . . . . ?
C16 C17 C18 C19 -177.54(17) . . . . ?
C23 C18 C19 C20 -0.4(3) . . . . ?
C17 C18 C19 C20 177.03(17) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C19 C18 C23 C22 0.4(3) . . . . ?
C17 C18 C23 C22 -177.47(16) . . . . ?
C19 C18 C23 C24 -179.83(17) . . . . ?
C17 C18 C23 C24 2.3(2) . . . . ?
C21 C22 C23 C18 -0.1(3) . . . . ?
C21 C22 C23 C24 -179.8(2) . . . . ?
C15 C16 C24 C23 -171.40(18) . . . . ?
C17 C16 C24 C23 3.6(2) . . . . ?
C18 C23 C24 C16 -3.7(2) . . . . ?
C22 C23 C24 C16 176.07(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.037


