# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_530ajm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 O2'
_chemical_formula_weight         350.39

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   P21/c

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

_cell_length_a                   12.0032(12)
_cell_length_b                   11.3220(11)
_cell_length_c                   13.1801(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.273(2)
_cell_angle_gamma                90.00
_cell_volume                     1750.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5245
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.03

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_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 APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_diffrn_detector_area_resol_mean 'BRUKER SMART'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8369
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3086
_reflns_number_gt                2729
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART'
_computing_cell_refinement       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ?

_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)+(0.0788P)²+0.8652P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3086
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1428
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
C1 C 1.33072(16) 0.61135(18) 0.30173(15) 0.0392(4) Uani 1 1 d . . .
C2 C 1.44917(17) 0.6142(2) 0.32587(17) 0.0482(5) Uani 1 1 d . . .
C3 C 1.51054(18) 0.5104(2) 0.34391(19) 0.0520(6) Uani 1 1 d . . .
C4 C 1.45402(17) 0.4032(2) 0.33836(17) 0.0467(5) Uani 1 1 d . . .
C5 C 1.33593(16) 0.40022(18) 0.31497(15) 0.0384(4) Uani 1 1 d . . .
C6 C 1.27270(15) 0.50423(16) 0.29625(14) 0.0339(4) Uani 1 1 d . . .
C7 C 1.14630(15) 0.50180(14) 0.26487(14) 0.0320(4) Uani 1 1 d . . .
C8 C 1.09424(16) 0.55697(17) 0.17195(15) 0.0372(4) Uani 1 1 d . . .
C9 C 0.97744(16) 0.55713(17) 0.13765(16) 0.0391(4) Uani 1 1 d . . .
C10 C 0.90616(15) 0.50003(15) 0.19310(15) 0.0348(4) Uani 1 1 d . . .
C12 C 1.07557(14) 0.44681(14) 0.32257(13) 0.0297(4) Uani 1 1 d . . .
C13 C 1.10314(14) 0.39127(14) 0.42646(13) 0.0305(4) Uani 1 1 d . . .
C11 C 0.95512(14) 0.44368(14) 0.28636(14) 0.0306(4) Uani 1 1 d . . .
C14 C 1.20053(16) 0.37393(16) 0.50121(14) 0.0358(4) Uani 1 1 d . . .
C15 C 1.19175(17) 0.31889(17) 0.59582(15) 0.0403(4) Uani 1 1 d . . .
C16 C 1.08965(17) 0.28335(16) 0.61617(15) 0.0404(5) Uani 1 1 d . . .
C17 C 0.98740(16) 0.30204(15) 0.54143(14) 0.0363(4) Uani 1 1 d . . .
C18 C 0.87541(17) 0.27466(16) 0.55158(16) 0.0405(5) Uani 1 1 d . . .
C19 C 0.78476(17) 0.30076(17) 0.47273(16) 0.0411(5) Uani 1 1 d . . .
C20 C 0.79732(16) 0.35495(16) 0.37910(16) 0.0364(4) Uani 1 1 d . . .
C21 C 0.90546(14) 0.38364(14) 0.36663(14) 0.0320(4) Uani 1 1 d . . .
C22 C 0.99803(15) 0.35552(14) 0.44825(14) 0.0320(4) Uani 1 1 d . . .
C23 C 0.78153(17) 0.50121(17) 0.15015(17) 0.0438(5) Uani 1 1 d . . .
C24 C 0.6301(2) 0.6148(2) 0.0445(2) 0.0673(7) Uani 1 1 d . . .
H24A H 0.5785 0.5772 0.0821 0.081 Uiso 1 1 calc R A 1
H24B H 0.6079 0.6969 0.0333 0.081 Uiso 1 1 calc R A 1
C25 C 0.6233(4) 0.5555(5) -0.0559(4) 0.0604(12) Uani 0.80 1 d P B 1
H25A H 0.6790 0.5887 -0.0902 0.091 Uiso 0.80 1 calc PR B 1
H25B H 0.5485 0.5664 -0.0984 0.091 Uiso 0.80 1 calc PR B 1
H25C H 0.6378 0.4726 -0.0446 0.091 Uiso 0.80 1 calc PR B 1
O2 O 0.74914(13) 0.60736(15) 0.10618(14) 0.0418(4) Uani 0.80 1 d P B 1
C25A C 0.6502(14) 0.534(2) -0.0229(13) 0.054(5) Uani 0.20 1 d P B 2
H25D H 0.5949 0.4721 -0.0284 0.081 Uiso 0.20 1 calc PR B 2
H25E H 0.7253 0.5023 0.0008 0.081 Uiso 0.20 1 calc PR B 2
H25F H 0.6449 0.5705 -0.0896 0.081 Uiso 0.20 1 calc PR B 2
O2A O 0.7664(5) 0.5400(8) 0.0387(5) 0.0491(18) Uani 0.20 1 d P B 2
O1 O 0.71455(11) 0.42577(12) 0.15933(11) 0.0446(4) Uani 1 1 d . B .
H1 H 1.2929(18) 0.683(2) 0.2893(16) 0.045(6) Uiso 1 1 d . . .
H2 H 1.2985(18) 0.326(2) 0.3123(16) 0.043(5) Uiso 1 1 d . . .
H3 H 1.1391(17) 0.5952(18) 0.1305(16) 0.038(5) Uiso 1 1 d . . .
H4 H 1.0863(17) 0.2466(19) 0.6828(17) 0.046(6) Uiso 1 1 d . . .
H5 H 0.7309(18) 0.3692(18) 0.3237(16) 0.040(5) Uiso 1 1 d . . .
H6 H 0.8649(18) 0.2390(19) 0.6154(17) 0.047(6) Uiso 1 1 d . . .
H7 H 1.2638(18) 0.3055(19) 0.6489(16) 0.042(5) Uiso 1 1 d . . .
H8 H 1.4886(19) 0.688(2) 0.3330(17) 0.053(6) Uiso 1 1 d . . .
H9 H 1.2731(18) 0.3990(17) 0.4906(15) 0.037(5) Uiso 1 1 d . . .
H10 H 0.9444(18) 0.5946(19) 0.0723(17) 0.043(5) Uiso 1 1 d . . .
H11 H 0.7090(19) 0.2822(19) 0.4813(16) 0.050(6) Uiso 1 1 d . . .
H12 H 1.4963(19) 0.327(2) 0.3547(17) 0.050(6) Uiso 1 1 d . . .
H13 H 1.593(2) 0.511(2) 0.361(2) 0.066(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
C1 C2 1.390(3) . ?
C1 C6 1.393(3) . ?
C1 H1 0.93(2) . ?
C2 C3 1.380(3) . ?
C2 H8 0.95(2) . ?
C3 C4 1.385(3) . ?
C3 H13 0.97(3) . ?
C4 C5 1.385(3) . ?
C4 H12 1.00(2) . ?
C5 C6 1.394(3) . ?
C5 H2 0.95(2) . ?
C6 C7 1.486(2) . ?
C7 C8 1.398(3) . ?
C7 C12 1.400(2) . ?
C8 C9 1.379(3) . ?
C8 H3 0.95(2) . ?
C9 C10 1.396(3) . ?
C9 H10 0.97(2) . ?
C10 C11 1.399(3) . ?
C10 C23 1.483(3) . ?
C12 C11 1.423(2) . ?
C12 C13 1.479(2) . ?
C13 C14 1.373(2) . ?
C13 C22 1.411(2) . ?
C11 C21 1.485(2) . ?
C14 C15 1.418(3) . ?
C14 H9 0.95(2) . ?
C15 C16 1.369(3) . ?
C15 H7 1.00(2) . ?
C16 C17 1.417(3) . ?
C16 H4 0.98(2) . ?
C17 C22 1.399(3) . ?
C17 C18 1.413(3) . ?
C18 C19 1.368(3) . ?
C18 H6 0.97(2) . ?
C19 C20 1.415(3) . ?
C19 H11 0.96(2) . ?
C20 C21 1.381(2) . ?
C20 H5 0.97(2) . ?
C21 C22 1.409(2) . ?
C23 O1 1.197(2) . ?
C23 O2 1.355(2) . ?
C23 O2A 1.507(7) . ?
C24 C25A 1.33(2) . ?
C24 C25 1.470(6) . ?
C24 O2 1.488(3) . ?
C24 O2A 1.858(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25A H25D 0.9600 . ?
C25A H25E 0.9600 . ?
C25A H25F 0.9600 . ?

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 C6 120.53(19) . . ?
C2 C1 H1 117.2(13) . . ?
C6 C1 H1 122.3(13) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H8 119.5(14) . . ?
C1 C2 H8 120.3(14) . . ?
C2 C3 C4 119.96(19) . . ?
C2 C3 H13 121.2(15) . . ?
C4 C3 H13 118.8(15) . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H12 121.7(13) . . ?
C5 C4 H12 118.3(13) . . ?
C4 C5 C6 120.74(18) . . ?
C4 C5 H2 118.9(12) . . ?
C6 C5 H2 120.4(12) . . ?
C1 C6 C5 118.61(17) . . ?
C1 C6 C7 120.03(16) . . ?
C5 C6 C7 121.26(16) . . ?
C8 C7 C12 117.68(16) . . ?
C8 C7 C6 118.38(16) . . ?
C12 C7 C6 123.93(16) . . ?
C9 C8 C7 121.45(17) . . ?
C9 C8 H3 118.2(12) . . ?
C7 C8 H3 120.3(12) . . ?
C8 C9 C10 121.42(18) . . ?
C8 C9 H10 119.3(13) . . ?
C10 C9 H10 119.2(13) . . ?
C9 C10 C11 118.78(17) . . ?
C9 C10 C23 118.47(17) . . ?
C11 C10 C23 122.75(16) . . ?
C7 C12 C11 121.26(16) . . ?
C7 C12 C13 130.51(16) . . ?
C11 C12 C13 108.13(15) . . ?
C14 C13 C22 118.32(16) . . ?
C14 C13 C12 135.54(16) . . ?
C22 C13 C12 106.06(15) . . ?
C10 C11 C12 119.37(16) . . ?
C10 C11 C21 132.66(16) . . ?
C12 C11 C21 107.79(15) . . ?
C13 C14 C15 118.86(18) . . ?
C13 C14 H9 121.1(12) . . ?
C15 C14 H9 120.1(12) . . ?
C16 C15 C14 122.57(18) . . ?
C16 C15 H7 119.6(12) . . ?
C14 C15 H7 117.8(12) . . ?
C15 C16 C17 119.93(18) . . ?
C15 C16 H4 120.6(12) . . ?
C17 C16 H4 119.5(12) . . ?
C22 C17 C18 116.36(18) . . ?
C22 C17 C16 116.60(17) . . ?
C18 C17 C16 127.03(18) . . ?
C19 C18 C17 119.99(18) . . ?
C19 C18 H6 121.5(13) . . ?
C17 C18 H6 118.5(13) . . ?
C18 C19 C20 122.78(18) . . ?
C18 C19 H11 118.8(13) . . ?
C20 C19 H11 118.4(13) . . ?
C21 C20 C19 118.87(18) . . ?
C21 C20 H5 120.8(12) . . ?
C19 C20 H5 120.3(12) . . ?
C20 C21 C22 117.68(17) . . ?
C20 C21 C11 136.23(17) . . ?
C22 C21 C11 106.05(15) . . ?
C17 C22 C21 124.31(17) . . ?
C17 C22 C13 123.71(17) . . ?
C21 C22 C13 111.95(16) . . ?
O1 C23 O2 122.58(18) . . ?
O1 C23 C10 126.87(17) . . ?
O2 C23 C10 110.23(16) . . ?
O1 C23 O2A 111.3(3) . . ?
O2 C23 O2A 50.2(3) . . ?
C10 C23 O2A 106.1(3) . . ?
C25A C24 C25 21.5(6) . . ?
C25A C24 O2 92.1(6) . . ?
C25 C24 O2 109.2(3) . . ?
C25A C24 O2A 51.2(7) . . ?
C25 C24 O2A 68.7(3) . . ?
O2 C24 O2A 41.0(2) . . ?
C25A C24 H24A 105.4 . . ?
C25 C24 H24A 109.8 . . ?
O2 C24 H24A 109.8 . . ?
O2A C24 H24A 119.0 . . ?
C25A C24 H24B 129.7 . . ?
C25 C24 H24B 109.8 . . ?
O2 C24 H24B 109.8 . . ?
O2A C24 H24B 130.3 . . ?
H24A C24 H24B 108.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
C23 O2 C24 116.03(17) . . ?
C24 C25A H25D 109.5 . . ?
C24 C25A H25E 109.5 . . ?
H25D C25A H25E 109.5 . . ?
C24 C25A H25F 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
C23 O2A C24 91.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 960560'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_datam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H20 O2'
_chemical_formula_sum            'C29 H20 O2'
_chemical_formula_weight         400.45

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           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.365(7)
_cell_length_b                   9.614(7)
_cell_length_c                   13.398(10)
_cell_angle_alpha                93.436(6)
_cell_angle_beta                 100.301(11)
_cell_angle_gamma                118.186(9)
_cell_volume                     1031.4(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    1361
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9842
_exptl_absorpt_correction_T_max  0.9842
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1997'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      301(2)
_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  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8513
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0853
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         26.50
_reflns_number_total             4148
_reflns_number_gt                2014
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_structure_solution    'SHELXTL (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0485P)²+0.0000P] 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         4148
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1238
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_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
C1 C 0.6492(2) 0.0734(3) 0.30288(18) 0.0441(6) Uani 1 1 d . . .
C2 C 0.7851(3) 0.0551(3) 0.34696(19) 0.0520(7) Uani 1 1 d . . .
H2 H 0.8222 0.0030 0.3064 0.062 Uiso 1 1 calc R . .
C3 C 0.8651(3) 0.1126(3) 0.44919(19) 0.0481(6) Uani 1 1 d . . .
H3 H 0.9556 0.0989 0.4758 0.058 Uiso 1 1 calc R . .
C4 C 0.8155(2) 0.1902(2) 0.51372(18) 0.0403(6) Uani 1 1 d . . .
C5 C 0.6763(2) 0.2054(2) 0.47162(17) 0.0399(6) Uani 1 1 d . . .
C6 C 0.5806(2) 0.2611(2) 0.52155(18) 0.0408(6) Uani 1 1 d . . .
C7 C 0.5840(3) 0.3071(3) 0.61962(19) 0.0493(6) Uani 1 1 d . . .
H7 H 0.6651 0.3128 0.6737 0.059 Uiso 1 1 calc R . .
C8 C 0.4614(3) 0.3471(3) 0.6396(2) 0.0567(7) Uani 1 1 d . . .
H8 H 0.4621 0.3761 0.7072 0.068 Uiso 1 1 calc R . .
C9 C 0.3434(3) 0.3433(3) 0.5612(2) 0.0570(7) Uani 1 1 d . . .
H9 H 0.2663 0.3713 0.5763 0.068 Uiso 1 1 calc R . .
C10 C 0.3368(3) 0.2976(3) 0.4578(2) 0.0488(6) Uani 1 1 d . . .
C11 C 0.2271(3) 0.2912(3) 0.3697(2) 0.0579(8) Uani 1 1 d . . .
H11 H 0.1435 0.3146 0.3770 0.069 Uiso 1 1 calc R . .
C12 C 0.2392(3) 0.2510(3) 0.2719(2) 0.0554(7) Uani 1 1 d . . .
C13 C 0.1273(3) 0.2489(3) 0.1828(3) 0.0766(10) Uani 1 1 d . . .
H13 H 0.0417 0.2685 0.1913 0.092 Uiso 1 1 calc R . .
C14 C 0.1434(4) 0.2193(4) 0.0876(3) 0.0958(12) Uani 1 1 d . . .
H14 H 0.0670 0.2159 0.0313 0.115 Uiso 1 1 calc R . .
C15 C 0.2741(4) 0.1932(4) 0.0713(2) 0.0874(10) Uani 1 1 d . . .
H15 H 0.2868 0.1778 0.0049 0.105 Uiso 1 1 calc R . .
C16 C 0.3815(3) 0.1907(3) 0.1534(2) 0.0642(8) Uani 1 1 d . . .
H16 H 0.4687 0.1757 0.1419 0.077 Uiso 1 1 calc R . .
C17 C 0.3654(3) 0.2099(3) 0.2550(2) 0.0509(7) Uani 1 1 d . . .
C18 C 0.4660(2) 0.2019(2) 0.34472(19) 0.0424(6) Uani 1 1 d . . .
C19 C 0.4546(2) 0.2528(2) 0.43960(19) 0.0425(6) Uani 1 1 d . . .
C20 C 0.5984(2) 0.1564(2) 0.36462(17) 0.0400(6) Uani 1 1 d . . .
C21 C 0.5665(3) -0.0098(3) 0.1953(2) 0.0603(7) Uani 1 1 d . . .
C22 C 0.3039(5) -0.1918(5) 0.0825(2) 0.1265(15) Uani 1 1 d . . .
H22A H 0.2094 -0.1740 0.0656 0.152 Uiso 1 1 calc R . .
H22B H 0.3712 -0.1493 0.0330 0.152 Uiso 1 1 calc R . .
C23 C 0.2481(6) -0.3487(5) 0.0728(3) 0.195(2) Uani 1 1 d . . .
H23B H 0.1852 -0.3986 0.0036 0.292 Uiso 1 1 calc R . .
H23A H 0.1779 -0.3928 0.1196 0.292 Uiso 1 1 calc R . .
H23C H 0.3408 -0.3678 0.0882 0.292 Uiso 1 1 calc R . .
C24 C 0.9186(2) 0.2579(3) 0.62101(18) 0.0424(6) Uani 1 1 d . . .
C25 C 0.9484(3) 0.1602(3) 0.68300(18) 0.0541(7) Uani 1 1 d . . .
H25 H 0.8922 0.0501 0.6610 0.065 Uiso 1 1 calc R . .
C26 C 1.0610(3) 0.2247(4) 0.7774(2) 0.0710(8) Uani 1 1 d . . .
H26 H 1.0803 0.1580 0.8186 0.085 Uiso 1 1 calc R . .
C27 C 1.1445(3) 0.3871(4) 0.8106(2) 0.0792(9) Uani 1 1 d . . .
H27 H 1.2216 0.4305 0.8737 0.095 Uiso 1 1 calc R . .
C28 C 1.1141(3) 0.4847(3) 0.7509(2) 0.0705(8) Uani 1 1 d . . .
H28 H 1.1694 0.5944 0.7740 0.085 Uiso 1 1 calc R . .
C29 C 1.0014(3) 0.4213(3) 0.6561(2) 0.0573(7) Uani 1 1 d . . .
H29 H 0.9812 0.4886 0.6159 0.069 Uiso 1 1 calc R . .
O21A O 0.4026(2) -0.1038(2) 0.18454(13) 0.0775(6) Uani 1 1 d . . .
O21B O 0.6366(3) 0.0002(3) 0.12767(15) 0.1038(8) Uani 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
C1 C2 1.399(3) . ?
C1 C20 1.403(3) . ?
C1 C21 1.482(3) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(3) . ?
C4 C24 1.490(3) . ?
C5 C20 1.425(3) . ?
C5 C6 1.471(3) . ?
C6 C7 1.351(3) . ?
C6 C19 1.429(3) . ?
C7 C8 1.432(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.366(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.409(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.396(3) . ?
C10 C19 1.412(3) . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.433(3) . ?
C12 C17 1.459(3) . ?
C13 C14 1.341(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.410(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.361(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.407(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.419(3) . ?
C18 C19 1.375(3) . ?
C18 C20 1.486(3) . ?
C21 O21B 1.194(3) . ?
C21 O21A 1.337(3) . ?
C22 C23 1.331(5) . ?
C22 O21A 1.453(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23B 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.382(3) . ?
C24 C29 1.385(3) . ?
C25 C26 1.381(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.373(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.364(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.385(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?

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 C20 118.4(2) . . ?
C2 C1 C21 114.4(2) . . ?
C20 C1 C21 127.0(2) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 122.2(2) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 C24 117.54(18) . . ?
C5 C4 C24 125.0(2) . . ?
C4 C5 C20 121.4(2) . . ?
C4 C5 C6 130.5(2) . . ?
C20 C5 C6 108.06(18) . . ?
C7 C6 C19 119.4(2) . . ?
C7 C6 C5 135.36(19) . . ?
C19 C6 C5 105.1(2) . . ?
C6 C7 C8 119.4(2) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C9 C8 C7 121.3(2) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 127.8(2) . . ?
C11 C10 C19 115.2(2) . . ?
C9 C10 C19 117.0(2) . . ?
C12 C11 C10 121.9(2) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 C17 121.9(2) . . ?
C13 C12 C17 117.4(3) . . ?
C14 C13 C12 121.5(3) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 121.2(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 122.4(3) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C16 C17 C18 126.6(2) . . ?
C16 C17 C12 117.6(2) . . ?
C18 C17 C12 115.8(2) . . ?
C19 C18 C17 119.1(2) . . ?
C19 C18 C20 106.12(18) . . ?
C17 C18 C20 134.7(2) . . ?
C18 C19 C10 125.6(2) . . ?
C18 C19 C6 112.59(19) . . ?
C10 C19 C6 121.8(2) . . ?
C1 C20 C5 118.96(19) . . ?
C1 C20 C18 133.5(2) . . ?
C5 C20 C18 107.4(2) . . ?
O21B C21 O21A 124.1(3) . . ?
O21B C21 C1 124.9(3) . . ?
O21A C21 C1 110.9(2) . . ?
C23 C22 O21A 114.1(3) . . ?
C23 C22 H22A 108.7 . . ?
O21A C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
O21A C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23A 109.5 . . ?
H23B C23 H23A 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
C25 C24 C29 118.8(2) . . ?
C25 C24 C4 119.9(2) . . ?
C29 C24 C4 120.8(2) . . ?
C26 C25 C24 120.5(2) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 120.4(2) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C24 120.2(2) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C21 O21A C22 117.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.031
_database_code_depnum_ccdc_archive 'CCDC 960136'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_datam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H20 O2'
_chemical_formula_sum            'C25 H20 O2'
_chemical_formula_weight         352.41

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   Pbcn

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

_cell_length_a                   25.153(9)
_cell_length_b                   7.204(3)
_cell_length_c                   19.717(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3573(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    4885
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9759
_exptl_absorpt_correction_T_max  0.9838
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1997'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      301(2)
_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  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27120
_diffrn_reflns_av_R_equivalents  0.0990
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         26.50
_reflns_number_total             3693
_reflns_number_gt                3056
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_structure_solution    'SHELXTL (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0747P)²+0.4113P] 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         3693
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1600
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_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
C1 C 0.70560(8) 0.5164(3) -0.04261(9) 0.0358(4) Uani 1 1 d . . .
H1 H 0.6687 0.5196 -0.0390 0.043 Uiso 1 1 calc R . .
C2 C 0.72961(8) 0.4595(3) -0.10266(9) 0.0400(5) Uani 1 1 d . . .
H2 H 0.7086 0.4280 -0.1397 0.048 Uiso 1 1 calc R . .
C3 C 0.78404(8) 0.4493(3) -0.10784(9) 0.0386(5) Uani 1 1 d . . .
H3 H 0.7992 0.4074 -0.1480 0.046 Uiso 1 1 calc R . .
C4 C 0.81691(7) 0.5005(2) -0.05421(9) 0.0342(4) Uani 1 1 d . . .
C5 C 0.79364(7) 0.5634(2) 0.00608(9) 0.0304(4) Uani 1 1 d . . .
C6 C 0.81605(7) 0.6244(2) 0.07187(9) 0.0317(4) Uani 1 1 d . . .
C7 C 0.86580(8) 0.6499(3) 0.09816(10) 0.0394(5) Uani 1 1 d . . .
H7 H 0.8958 0.6272 0.0718 0.047 Uiso 1 1 calc R . .
C8 C 0.87107(8) 0.7115(3) 0.16631(11) 0.0434(5) Uani 1 1 d . . .
H8 H 0.9050 0.7286 0.1838 0.052 Uiso 1 1 calc R . .
C9 C 0.82855(8) 0.7464(3) 0.20703(10) 0.0396(5) Uani 1 1 d . . .
H9 H 0.8339 0.7866 0.2513 0.048 Uiso 1 1 calc R . .
C10 C 0.77604(7) 0.7219(3) 0.18218(9) 0.0326(4) Uani 1 1 d . . .
C11 C 0.72887(8) 0.7505(3) 0.21731(9) 0.0365(5) Uani 1 1 d . . .
H11 H 0.7301 0.7904 0.2621 0.044 Uiso 1 1 calc R . .
C12 C 0.67945(8) 0.7204(3) 0.18639(9) 0.0352(4) Uani 1 1 d . . .
C13 C 0.63140(8) 0.7475(3) 0.22356(11) 0.0449(5) Uani 1 1 d . . .
H13 H 0.6333 0.7837 0.2688 0.054 Uiso 1 1 calc R . .
C14 C 0.58317(8) 0.7217(3) 0.19465(11) 0.0500(6) Uani 1 1 d . . .
H14 H 0.5525 0.7379 0.2202 0.060 Uiso 1 1 calc R . .
C15 C 0.57940(8) 0.6704(3) 0.12583(12) 0.0486(6) Uani 1 1 d . . .
H15 H 0.5461 0.6572 0.1059 0.058 Uiso 1 1 calc R . .
C16 C 0.62371(7) 0.6400(3) 0.08845(10) 0.0404(5) Uani 1 1 d . . .
H16 H 0.6202 0.6042 0.0434 0.048 Uiso 1 1 calc R . .
C17 C 0.67542(7) 0.6613(2) 0.11620(9) 0.0322(4) Uani 1 1 d . . .
C18 C 0.72336(7) 0.6309(3) 0.08101(9) 0.0299(4) Uani 1 1 d . . .
C19 C 0.77142(7) 0.6609(2) 0.11415(9) 0.0303(4) Uani 1 1 d . . .
C20 C 0.73717(7) 0.5681(2) 0.01171(9) 0.0298(4) Uani 1 1 d . . .
C21 C 0.87562(8) 0.4888(3) -0.06356(10) 0.0421(5) Uani 1 1 d . . .
C22 C 0.94437(8) 0.2900(3) -0.11523(10) 0.0466(5) Uani 1 1 d . . .
C23 C 0.97721(10) 0.2599(4) -0.05215(12) 0.0725(8) Uani 1 1 d . . .
H23A H 0.9811 0.3754 -0.0284 0.109 Uiso 1 1 calc R . .
H23B H 1.0117 0.2137 -0.0646 0.109 Uiso 1 1 calc R . .
H23C H 0.9598 0.1714 -0.0233 0.109 Uiso 1 1 calc R . .
C24 C 0.96580(11) 0.4400(4) -0.16070(15) 0.0868(10) Uani 1 1 d . . .
H24A H 0.9692 0.5533 -0.1354 0.130 Uiso 1 1 calc R . .
H24B H 0.9419 0.4587 -0.1980 0.130 Uiso 1 1 calc R . .
H24C H 1.0000 0.4037 -0.1776 0.130 Uiso 1 1 calc R . .
C25 C 0.93863(11) 0.1098(4) -0.15375(14) 0.0779(9) Uani 1 1 d . . .
H25A H 0.9179 0.1304 -0.1939 0.117 Uiso 1 1 calc R . .
H25C H 0.9212 0.0198 -0.1256 0.117 Uiso 1 1 calc R . .
H25B H 0.9732 0.0646 -0.1662 0.117 Uiso 1 1 calc R . .
O21A O 0.88877(5) 0.33305(19) -0.09662(7) 0.0438(4) Uani 1 1 d . . .
O21B O 0.90728(7) 0.6039(2) -0.04493(9) 0.0700(6) Uani 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
C1 C20 1.384(3) . ?
C1 C2 1.391(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(2) . ?
C4 C21 1.490(3) . ?
C5 C20 1.425(2) . ?
C5 C6 1.481(3) . ?
C6 C7 1.367(3) . ?
C6 C19 1.423(2) . ?
C7 C8 1.421(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.361(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.420(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(3) . ?
C10 C19 1.416(3) . ?
C11 C12 1.401(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.427(3) . ?
C12 C17 1.452(3) . ?
C13 C14 1.353(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.410(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.354(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.419(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.408(2) . ?
C18 C19 1.391(2) . ?
C18 C20 1.481(2) . ?
C21 O21B 1.207(2) . ?
C21 O21A 1.339(2) . ?
C22 O21A 1.479(2) . ?
C22 C24 1.504(3) . ?
C22 C23 1.509(3) . ?
C22 C25 1.511(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25C 0.9600 . ?
C25 H25B 0.9600 . ?

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
C20 C1 C2 119.27(18) . . ?
C20 C1 H1 120.4 . . ?
C2 C1 H1 120.4 . . ?
C3 C2 C1 120.75(18) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.39(17) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 118.84(17) . . ?
C3 C4 C21 118.65(16) . . ?
C5 C4 C21 122.50(17) . . ?
C4 C5 C20 119.37(16) . . ?
C4 C5 C6 132.87(17) . . ?
C20 C5 C6 107.70(15) . . ?
C7 C6 C19 118.37(17) . . ?
C7 C6 C5 136.10(17) . . ?
C19 C6 C5 105.53(16) . . ?
C6 C7 C8 119.07(18) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C9 C8 C7 122.84(18) . . ?
C9 C8 H8 118.6 . . ?
C7 C8 H8 118.6 . . ?
C8 C9 C10 120.29(18) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C19 116.62(17) . . ?
C11 C10 C9 127.15(18) . . ?
C19 C10 C9 116.23(17) . . ?
C10 C11 C12 121.18(17) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C13 120.45(18) . . ?
C11 C12 C17 121.47(16) . . ?
C13 C12 C17 118.08(18) . . ?
C14 C13 C12 121.6(2) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 120.11(19) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 121.8(2) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C16 125.31(17) . . ?
C18 C17 C12 117.10(16) . . ?
C16 C17 C12 117.59(16) . . ?
C19 C18 C17 119.26(17) . . ?
C19 C18 C20 106.08(15) . . ?
C17 C18 C20 134.66(17) . . ?
C18 C19 C10 124.36(16) . . ?
C18 C19 C6 112.45(16) . . ?
C10 C19 C6 123.20(16) . . ?
C1 C20 C5 120.33(16) . . ?
C1 C20 C18 131.42(17) . . ?
C5 C20 C18 108.24(15) . . ?
O21B C21 O21A 124.11(19) . . ?
O21B C21 C4 125.25(18) . . ?
O21A C21 C4 110.63(16) . . ?
O21A C22 C24 109.65(18) . . ?
O21A C22 C23 110.08(17) . . ?
C24 C22 C23 113.5(2) . . ?
O21A C22 C25 102.40(17) . . ?
C24 C22 C25 110.6(2) . . ?
C23 C22 C25 110.1(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25C C25 H25B 109.5 . . ?
C21 O21A C22 122.02(16) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.056
_database_code_depnum_ccdc_archive 'CCDC 960137'
