# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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.
# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  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.
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data_130803_lux_qjx_1
_audit_creation_date             2013-08-05
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H18 O2'
_chemical_formula_sum            'C26 H18 O2'
_chemical_formula_weight         362.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   23.0227(11)
_cell_length_b                   7.5756(3)
_cell_length_c                   16.2346(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.316(5)
_cell_angle_gamma                90.00
_cell_volume                     2808.4(2)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    5279
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0190
_cell_measurement_theta_min      3.6780
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.22
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27881
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9136
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   21.00   87.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       17.7426   57.0000  -30.0000 66

#__ type_ start__ end____ width___ exp.time_
  2 omega    5.00   87.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       17.7426   57.0000  -90.0000 82

#__ type_ start__ end____ width___ exp.time_
  3 omega  -52.00   48.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       17.7426  -77.0000  150.0000 100

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   23.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8363  -99.0000   30.0000 48

#__ type_ start__ end____ width___ exp.time_
  5 omega  -54.00   48.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8363   19.0000   90.0000 102

#__ type_ start__ end____ width___ exp.time_
  6 omega   -4.00   54.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       17.7426   57.0000   60.0000 58

#__ type_ start__ end____ width___ exp.time_
  7 omega  -51.00   39.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       17.7426  -57.0000  -90.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0286920000
_diffrn_orient_matrix_UB_12      0.0334685000
_diffrn_orient_matrix_UB_13      0.0111081000
_diffrn_orient_matrix_UB_21      0.0063059000
_diffrn_orient_matrix_UB_22      -0.0148099000
_diffrn_orient_matrix_UB_23      -0.0410846000
_diffrn_orient_matrix_UB_31      -0.0100591000
_diffrn_orient_matrix_UB_32      0.0861923000
_diffrn_orient_matrix_UB_33      -0.0113948000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3781
_reflns_number_total             5743
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.00065(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5743
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0472P)²+0.7998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1213
_refine_ls_wR_factor_ref         0.1424
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C13(H13), C15(H15), C17(H17), C18(H18), C19(H19), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31),
  C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38),
 C39(H39), C40(H40), C41(H41), C42(H42)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.75142(5) 0.53263(16) 0.49299(7) 0.0492(3) Uani 1 1 d . . .
O2 O -0.15064(6) 0.54294(16) 0.14694(8) 0.0582(4) Uani 1 1 d . . .
O3 O 0.34681(6) 0.44078(17) 0.18174(8) 0.0579(4) Uani 1 1 d . . .
C4 C 0.93901(8) 0.5088(2) 0.50562(10) 0.0435(4) Uani 1 1 d . . .
C5 C 0.78310(8) 0.4514(2) 0.56163(11) 0.0473(4) Uani 1 1 d . . .
C6 C 0.69404(8) 0.5288(2) 0.50713(11) 0.0471(4) Uani 1 1 d . . .
C7 C 0.68889(8) 0.4471(2) 0.58279(11) 0.0495(5) Uani 1 1 d . . .
C8 C 0.96319(8) 0.5846(2) 0.43953(11) 0.0483(4) Uani 1 1 d . . .
H8 H 0.9386 0.6424 0.3982 0.058 Uiso 1 1 calc R . .
C9 C 0.97787(8) 0.4232(2) 0.56646(11) 0.0489(5) Uani 1 1 d . . .
H9 H 0.9635 0.3710 0.6116 0.059 Uiso 1 1 calc R . .
C10 C 0.03755(8) 0.5045(2) 0.15798(11) 0.0484(4) Uani 1 1 d . . .
C11 C -0.11938(9) 0.4696(2) 0.21674(11) 0.0520(5) Uani 1 1 d . . .
C12 C 0.15995(8) 0.4764(2) 0.15294(11) 0.0497(5) Uani 1 1 d . . .
C13 C 0.87608(8) 0.5175(2) 0.50765(11) 0.0491(4) Uani 1 1 d . . .
H13 H 0.8548 0.5833 0.4658 0.059 Uiso 1 1 calc R . .
C14 C -0.20874(9) 0.5450(2) 0.16448(12) 0.0498(5) Uani 1 1 d . . .
C15 C 0.13385(9) 0.4153(2) 0.22038(11) 0.0514(5) Uani 1 1 d . . .
H15 H 0.1573 0.3633 0.2647 0.062 Uiso 1 1 calc R . .
C16 C -0.21044(9) 0.4749(2) 0.24378(12) 0.0535(5) Uani 1 1 d . . .
C17 C 0.07496(9) 0.4294(2) 0.22355(11) 0.0516(5) Uani 1 1 d . . .
H17 H 0.0594 0.3884 0.2701 0.062 Uiso 1 1 calc R . .
C18 C 0.84530(8) 0.4422(2) 0.56245(11) 0.0491(5) Uani 1 1 d . . .
H18 H 0.8662 0.3777 0.6051 0.059 Uiso 1 1 calc R . .
C19 C 0.74700(9) 0.3981(2) 0.61603(11) 0.0529(5) Uani 1 1 d . . .
H19 H 0.7580 0.3400 0.6661 0.064 Uiso 1 1 calc R . .
C20 C 0.41562(9) 0.5498(3) 0.10781(12) 0.0561(5) Uani 1 1 d . . .
C21 C 0.40570(9) 0.4476(2) 0.17532(12) 0.0540(5) Uani 1 1 d . . .
C22 C 0.31963(9) 0.5388(2) 0.11508(12) 0.0548(5) Uani 1 1 d . . .
C23 C 0.06319(9) 0.5642(2) 0.08997(12) 0.0556(5) Uani 1 1 d . . .
H23 H 0.0396 0.6153 0.0455 0.067 Uiso 1 1 calc R . .
C24 C -0.02568(9) 0.5183(2) 0.15839(12) 0.0548(5) Uani 1 1 d . . .
H24 H -0.0466 0.5770 0.1138 0.066 Uiso 1 1 calc R . .
C25 C 0.12251(9) 0.5498(2) 0.08667(12) 0.0583(5) Uani 1 1 d . . .
H25 H 0.1380 0.5892 0.0398 0.070 Uiso 1 1 calc R . .
C26 C -0.15230(9) 0.4260(3) 0.27465(13) 0.0612(5) Uani 1 1 d . . .
H26 H -0.1398 0.3736 0.3256 0.073 Uiso 1 1 calc R . .
C27 C 0.22338(9) 0.4661(2) 0.15617(12) 0.0558(5) Uani 1 1 d . . .
H27 H 0.2427 0.3946 0.1974 0.067 Uiso 1 1 calc R . .
C28 C -0.05612(9) 0.4563(3) 0.21523(13) 0.0604(5) Uani 1 1 d . . .
H28 H -0.0350 0.3973 0.2596 0.072 Uiso 1 1 calc R . .
C29 C 0.25669(9) 0.5472(3) 0.10693(12) 0.0584(5) Uani 1 1 d . . .
H29 H 0.2379 0.6149 0.0637 0.070 Uiso 1 1 calc R . .
C30 C 0.35932(9) 0.6071(3) 0.07038(13) 0.0617(5) Uani 1 1 d . . .
H30 H 0.3516 0.6784 0.0237 0.074 Uiso 1 1 calc R . .
C31 C 0.64742(9) 0.5964(3) 0.45504(13) 0.0605(5) Uani 1 1 d . . .
H31 H 0.6524 0.6497 0.4048 0.073 Uiso 1 1 calc R . .
C32 C 0.63318(10) 0.4325(3) 0.60750(13) 0.0650(6) Uani 1 1 d . . .
H32 H 0.6279 0.3781 0.6574 0.078 Uiso 1 1 calc R . .
C33 C -0.25586(10) 0.6032(3) 0.11358(14) 0.0655(6) Uani 1 1 d . . .
H33 H -0.2526 0.6477 0.0610 0.079 Uiso 1 1 calc R . .
C34 C -0.26574(10) 0.4663(3) 0.27320(13) 0.0641(6) Uani 1 1 d . . .
H34 H -0.2696 0.4213 0.3255 0.077 Uiso 1 1 calc R . .
C35 C -0.31370(10) 0.5274(3) 0.22121(15) 0.0674(6) Uani 1 1 d . . .
H35 H -0.3505 0.5241 0.2391 0.081 Uiso 1 1 calc R . .
C36 C 0.47313(11) 0.5685(3) 0.09053(14) 0.0713(6) Uani 1 1 d . . .
H36 H 0.4817 0.6382 0.0465 0.086 Uiso 1 1 calc R . .
C37 C -0.30830(11) 0.5933(3) 0.14330(15) 0.0713(6) Uani 1 1 d . . .
H37 H -0.3417 0.6323 0.1100 0.086 Uiso 1 1 calc R . .
C38 C 0.44887(10) 0.3629(3) 0.22677(14) 0.0725(6) Uani 1 1 d . . .
H38 H 0.4406 0.2970 0.2722 0.087 Uiso 1 1 calc R . .
C39 C 0.58608(10) 0.5006(3) 0.55609(16) 0.0736(6) Uani 1 1 d . . .
H39 H 0.5488 0.4924 0.5720 0.088 Uiso 1 1 calc R . .
C40 C 0.59321(10) 0.5808(3) 0.48131(15) 0.0741(6) Uani 1 1 d . . .
H40 H 0.5606 0.6251 0.4481 0.089 Uiso 1 1 calc R . .
C41 C 0.51686(11) 0.4812(4) 0.14034(17) 0.0806(7) Uani 1 1 d . . .
H41 H 0.5552 0.4900 0.1286 0.097 Uiso 1 1 calc R . .
C42 C 0.50508(11) 0.3810(4) 0.20738(16) 0.0824(7) Uani 1 1 d . . .
H42 H 0.5357 0.3247 0.2400 0.099 Uiso 1 1 calc R . .


_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 C5 1.395(2) . ?
O1 C6 1.370(2) . ?
O2 C11 1.379(2) . ?
O2 C14 1.403(2) . ?
O3 C21 1.374(2) . ?
O3 C22 1.394(2) . ?
C4 C8 1.394(2) . ?
C4 C9 1.404(2) . ?
C4 C13 1.455(3) . ?
C5 C18 1.432(3) . ?
C5 C19 1.350(2) . ?
C6 C7 1.394(2) . ?
C6 C31 1.378(3) . ?
C7 C19 1.427(3) . ?
C7 C32 1.396(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(3) 3_766 ?
C9 C8 1.374(3) 3_766 ?
C9 H9 0.9300 . ?
C10 C17 1.402(2) . ?
C10 C23 1.392(3) . ?
C10 C24 1.460(3) . ?
C11 C26 1.322(3) . ?
C11 C28 1.463(3) . ?
C12 C15 1.393(3) . ?
C12 C25 1.405(3) . ?
C12 C27 1.457(3) . ?
C13 H13 0.9300 . ?
C13 C18 1.334(3) . ?
C14 C16 1.398(3) . ?
C14 C33 1.351(3) . ?
C15 H15 0.9300 . ?
C15 C17 1.368(3) . ?
C16 C26 1.417(3) . ?
C16 C34 1.417(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.384(3) . ?
C20 C30 1.427(3) . ?
C20 C36 1.395(3) . ?
C21 C38 1.373(3) . ?
C22 C29 1.440(3) . ?
C22 C30 1.341(3) . ?
C23 H23 0.9300 . ?
C23 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C24 C28 1.314(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C29 1.327(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C31 C40 1.374(3) . ?
C32 H32 0.9300 . ?
C32 C39 1.381(3) . ?
C33 H33 0.9300 . ?
C33 C37 1.358(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.381(3) . ?
C35 H35 0.9300 . ?
C35 C37 1.380(3) . ?
C36 H36 0.9300 . ?
C36 C41 1.377(3) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C38 C42 1.377(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.386(3) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C41 C42 1.382(3) . ?
C42 H42 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
C6 O1 C5 105.90(13) . . ?
C11 O2 C14 104.41(15) . . ?
C21 O3 C22 105.72(15) . . ?
C8 C4 C9 116.78(17) . . ?
C8 C4 C13 119.69(16) . . ?
C9 C4 C13 123.51(16) . . ?
O1 C5 C18 116.72(16) . . ?
C19 C5 O1 110.62(16) . . ?
C19 C5 C18 132.65(17) . . ?
O1 C6 C7 110.45(16) . . ?
O1 C6 C31 125.57(17) . . ?
C31 C6 C7 123.98(19) . . ?
C6 C7 C19 105.55(17) . . ?
C6 C7 C32 118.22(18) . . ?
C32 C7 C19 136.23(19) . . ?
C4 C8 H8 119.0 . . ?
C9 C8 C4 122.10(16) 3_766 . ?
C9 C8 H8 119.0 3_766 . ?
C4 C9 H9 119.4 . . ?
C8 C9 C4 121.12(17) 3_766 . ?
C8 C9 H9 119.4 3_766 . ?
C17 C10 C24 122.83(17) . . ?
C23 C10 C17 116.91(18) . . ?
C23 C10 C24 120.26(17) . . ?
O2 C11 C28 115.48(17) . . ?
C26 C11 O2 113.47(18) . . ?
C26 C11 C28 131.04(19) . . ?
C15 C12 C25 116.69(18) . . ?
C15 C12 C27 118.99(17) . . ?
C25 C12 C27 124.28(18) . . ?
C4 C13 H13 116.2 . . ?
C18 C13 C4 127.66(17) . . ?
C18 C13 H13 116.2 . . ?
C16 C14 O2 108.79(16) . . ?
C33 C14 O2 126.27(18) . . ?
C33 C14 C16 124.9(2) . . ?
C12 C15 H15 118.9 . . ?
C17 C15 C12 122.17(17) . . ?
C17 C15 H15 118.9 . . ?
C14 C16 C26 106.80(19) . . ?
C14 C16 C34 117.37(18) . . ?
C34 C16 C26 135.8(2) . . ?
C10 C17 H17 119.4 . . ?
C15 C17 C10 121.29(18) . . ?
C15 C17 H17 119.4 . . ?
C5 C18 H18 117.0 . . ?
C13 C18 C5 126.03(17) . . ?
C13 C18 H18 117.0 . . ?
C5 C19 C7 107.48(16) . . ?
C5 C19 H19 126.3 . . ?
C7 C19 H19 126.3 . . ?
C21 C20 C30 105.94(18) . . ?
C21 C20 C36 118.2(2) . . ?
C36 C20 C30 135.8(2) . . ?
O3 C21 C20 110.18(17) . . ?
C38 C21 O3 125.52(19) . . ?
C38 C21 C20 124.3(2) . . ?
O3 C22 C29 116.25(17) . . ?
C30 C22 O3 110.86(18) . . ?
C30 C22 C29 132.89(19) . . ?
C10 C23 H23 119.1 . . ?
C25 C23 C10 121.83(18) . . ?
C25 C23 H23 119.1 . . ?
C10 C24 H24 116.6 . . ?
C28 C24 C10 126.76(19) . . ?
C28 C24 H24 116.6 . . ?
C12 C25 H25 119.5 . . ?
C23 C25 C12 121.09(18) . . ?
C23 C25 H25 119.5 . . ?
C11 C26 C16 106.52(18) . . ?
C11 C26 H26 126.7 . . ?
C16 C26 H26 126.7 . . ?
C12 C27 H27 116.3 . . ?
C29 C27 C12 127.39(19) . . ?
C29 C27 H27 116.3 . . ?
C11 C28 H28 116.3 . . ?
C24 C28 C11 127.44(19) . . ?
C24 C28 H28 116.3 . . ?
C22 C29 H29 117.4 . . ?
C27 C29 C22 125.19(19) . . ?
C27 C29 H29 117.4 . . ?
C20 C30 H30 126.4 . . ?
C22 C30 C20 107.28(18) . . ?
C22 C30 H30 126.4 . . ?
C6 C31 H31 121.8 . . ?
C40 C31 C6 116.4(2) . . ?
C40 C31 H31 121.8 . . ?
C7 C32 H32 120.8 . . ?
C39 C32 C7 118.4(2) . . ?
C39 C32 H32 120.8 . . ?
C14 C33 H33 121.8 . . ?
C14 C33 C37 116.5(2) . . ?
C37 C33 H33 121.8 . . ?
C16 C34 H34 121.3 . . ?
C35 C34 C16 117.46(19) . . ?
C35 C34 H34 121.3 . . ?
C34 C35 H35 119.2 . . ?
C37 C35 C34 121.5(2) . . ?
C37 C35 H35 119.2 . . ?
C20 C36 H36 120.8 . . ?
C41 C36 C20 118.3(2) . . ?
C41 C36 H36 120.8 . . ?
C33 C37 C35 122.2(2) . . ?
C33 C37 H37 118.9 . . ?
C35 C37 H37 118.9 . . ?
C21 C38 H38 121.9 . . ?
C21 C38 C42 116.3(2) . . ?
C42 C38 H38 121.9 . . ?
C32 C39 H39 119.3 . . ?
C32 C39 C40 121.4(2) . . ?
C40 C39 H39 119.3 . . ?
C31 C40 C39 121.5(2) . . ?
C31 C40 H40 119.2 . . ?
C39 C40 H40 119.2 . . ?
C36 C41 H41 119.2 . . ?
C36 C41 C42 121.6(2) . . ?
C42 C41 H41 119.2 . . ?
C38 C42 C41 121.3(2) . . ?
C38 C42 H42 119.4 . . ?
C41 C42 H42 119.4 . . ?

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
O1 C5 C18 C13 6.4(3) . . . . ?
O1 C5 C19 C7 -0.6(2) . . . . ?
O1 C6 C7 C19 -0.3(2) . . . . ?
O1 C6 C7 C32 179.65(15) . . . . ?
O1 C6 C31 C40 -179.24(18) . . . . ?
O2 C11 C26 C16 -1.0(2) . . . . ?
O2 C11 C28 C24 5.8(3) . . . . ?
O2 C14 C16 C26 -1.1(2) . . . . ?
O2 C14 C16 C34 179.76(15) . . . . ?
O2 C14 C33 C37 -179.91(18) . . . . ?
O3 C21 C38 C42 177.31(19) . . . . ?
O3 C22 C29 C27 -1.8(3) . . . . ?
O3 C22 C30 C20 1.0(2) . . . . ?
C4 C13 C18 C5 -178.94(16) . . . . ?
C5 O1 C6 C7 -0.06(18) . . . . ?
C5 O1 C6 C31 179.49(18) . . . . ?
C6 O1 C5 C18 -178.76(14) . . . . ?
C6 O1 C5 C19 0.40(19) . . . . ?
C6 C7 C19 C5 0.5(2) . . . . ?
C6 C7 C32 C39 -0.4(3) . . . . ?
C6 C31 C40 C39 -0.2(3) . . . . ?
C7 C6 C31 C40 0.2(3) . . . . ?
C7 C32 C39 C40 0.5(3) . . . . ?
C8 C4 C9 C8 0.0(3) . . . 3_766 ?
C8 C4 C13 C18 174.89(18) . . . . ?
C9 C4 C8 C9 0.0(3) . . . 3_766 ?
C9 C4 C13 C18 -3.5(3) . . . . ?
C10 C23 C25 C12 -1.1(3) . . . . ?
C10 C24 C28 C11 179.74(17) . . . . ?
C11 O2 C14 C16 0.51(18) . . . . ?
C11 O2 C14 C33 -178.97(18) . . . . ?
C12 C15 C17 C10 0.9(3) . . . . ?
C12 C27 C29 C22 177.07(18) . . . . ?
C13 C4 C8 C9 -178.48(16) . . . 3_766 ?
C13 C4 C9 C8 178.42(16) . . . 3_766 ?
C14 O2 C11 C26 0.3(2) . . . . ?
C14 O2 C11 C28 -178.50(15) . . . . ?
C14 C16 C26 C11 1.2(2) . . . . ?
C14 C16 C34 C35 0.2(3) . . . . ?
C14 C33 C37 C35 0.0(3) . . . . ?
C15 C12 C25 C23 1.7(3) . . . . ?
C15 C12 C27 C29 -165.53(19) . . . . ?
C16 C14 C33 C37 0.7(3) . . . . ?
C16 C34 C35 C37 0.5(3) . . . . ?
C17 C10 C23 C25 0.4(3) . . . . ?
C17 C10 C24 C28 -4.1(3) . . . . ?
C18 C5 C19 C7 178.41(18) . . . . ?
C19 C5 C18 C13 -172.5(2) . . . . ?
C19 C7 C32 C39 179.5(2) . . . . ?
C20 C21 C38 C42 -1.2(3) . . . . ?
C20 C36 C41 C42 -1.8(4) . . . . ?
C21 O3 C22 C29 178.30(16) . . . . ?
C21 O3 C22 C30 -1.4(2) . . . . ?
C21 C20 C30 C22 -0.2(2) . . . . ?
C21 C20 C36 C41 1.4(3) . . . . ?
C21 C38 C42 C41 0.8(4) . . . . ?
C22 O3 C21 C20 1.2(2) . . . . ?
C22 O3 C21 C38 -177.43(19) . . . . ?
C23 C10 C17 C15 -0.2(3) . . . . ?
C23 C10 C24 C28 174.75(19) . . . . ?
C24 C10 C17 C15 178.64(16) . . . . ?
C24 C10 C23 C25 -178.54(17) . . . . ?
C25 C12 C15 C17 -1.6(3) . . . . ?
C25 C12 C27 C29 12.3(3) . . . . ?
C26 C11 C28 C24 -172.8(2) . . . . ?
C26 C16 C34 C35 -178.7(2) . . . . ?
C27 C12 C15 C17 176.43(16) . . . . ?
C27 C12 C25 C23 -176.22(17) . . . . ?
C28 C11 C26 C16 177.59(18) . . . . ?
C29 C22 C30 C20 -178.6(2) . . . . ?
C30 C20 C21 O3 -0.6(2) . . . . ?
C30 C20 C21 C38 178.04(19) . . . . ?
C30 C20 C36 C41 -175.8(2) . . . . ?
C30 C22 C29 C27 177.8(2) . . . . ?
C31 C6 C7 C19 -179.83(18) . . . . ?
C31 C6 C7 C32 0.1(3) . . . . ?
C32 C7 C19 C5 -179.4(2) . . . . ?
C32 C39 C40 C31 -0.1(4) . . . . ?
C33 C14 C16 C26 178.40(18) . . . . ?
C33 C14 C16 C34 -0.8(3) . . . . ?
C34 C16 C26 C11 -179.8(2) . . . . ?
C34 C35 C37 C33 -0.5(4) . . . . ?
C36 C20 C21 O3 -178.66(17) . . . . ?
C36 C20 C21 C38 0.0(3) . . . . ?
C36 C20 C30 C22 177.3(2) . . . . ?
C36 C41 C42 C38 0.6(4) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 980249'
#######################################################################
#
#                 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_130907_lyx_qjx_2a
_audit_creation_date             2013-09-12
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C36 H24 O3'
_chemical_formula_sum            'C36 H24 O3'
_chemical_formula_weight         504.55
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   4.30313(16)
_cell_length_b                   23.6764(9)
_cell_length_c                   25.1955(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2566.98(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1732
_cell_measurement_temperature    174(70)
_cell_measurement_theta_max      69.5320
_cell_measurement_theta_min      3.9350
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7661
_diffrn_reflns_theta_full        66.58
_diffrn_reflns_theta_max         66.58
_diffrn_reflns_theta_min         3.73
_diffrn_ambient_temperature      174(70)
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.9935
_diffrn_measured_fraction_theta_max 0.8347
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -37.00   16.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   37.0000   30.0000 106

#__ type_ start__ end____ width___ exp.time_
  2 omega  -22.00    3.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  125.0000 -150.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega  -96.00  -70.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  125.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega -103.00  -24.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -37.0000   60.0000 158

#__ type_ start__ end____ width___ exp.time_
  5 omega   50.00   93.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -25.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
  6 omega   55.00  104.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -50.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  7 omega   73.00  116.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044 -111.0000   30.0000 86

#__ type_ start__ end____ width___ exp.time_
  8 omega   42.00   69.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044 -111.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  9 omega   47.00   88.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -25.0000 -120.0000 82

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00   92.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -37.0000 -150.0000 106

#__ type_ start__ end____ width___ exp.time_
 11 omega -115.00  -17.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -37.0000  -30.0000 196

#__ type_ start__ end____ width___ exp.time_
 12 omega -113.00  -21.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -50.0000 -120.0000 184

#__ type_ start__ end____ width___ exp.time_
 13 omega   59.00  127.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       54.6022  175.0000  -24.0000 136

#__ type_ start__ end____ width___ exp.time_
 14 omega  104.00  130.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       54.6022 -175.0000  -33.0000 52

#__ type_ start__ end____ width___ exp.time_
 15 omega   89.00  120.00   0.5000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -77.0000   30.0000 62
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0270924000
_diffrn_orient_matrix_UB_12      -0.0327749000
_diffrn_orient_matrix_UB_13      0.0526049000
_diffrn_orient_matrix_UB_21      0.0890107000
_diffrn_orient_matrix_UB_22      -0.0549823000
_diffrn_orient_matrix_UB_23      -0.0289488000
_diffrn_orient_matrix_UB_31      0.3457844000
_diffrn_orient_matrix_UB_32      0.0116149000
_diffrn_orient_matrix_UB_33      0.0115423000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2381
_reflns_number_total             3892
_reflns_odcompleteness_completeness 99.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.110
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(9)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         3892
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1454
_refine_ls_R_factor_gt           0.0985
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1666P)²+0.1693P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2492
_refine_ls_wR_factor_ref         0.2878
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C19(H19), C22(H22),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30),
  C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 -0.0573(18) -0.0393(3) -0.1737(3) 0.0503(16) Uani 1 1 d . . .
H1 H -0.1904 -0.0709 -0.1787 0.060 Uiso 1 1 calc R . .
C2 C 0.1499(16) -0.0215(3) -0.3177(2) 0.0457(14) Uani 1 1 d . . .
C3 C 0.0847(15) -0.0175(3) -0.2217(3) 0.0464(15) Uani 1 1 d . . .
O4 O -0.3531(13) -0.09508(19) -0.08900(17) 0.0562(13) Uani 1 1 d . . .
C5 C 1.2357(16) 0.2383(2) -0.2449(3) 0.0493(16) Uani 1 1 d . . .
C6 C 0.0246(16) -0.0407(2) -0.2705(3) 0.0458(15) Uani 1 1 d . . .
H6 H -0.1126 -0.0721 -0.2719 0.055 Uiso 1 1 calc R . .
C7 C -0.030(2) -0.0221(3) -0.1242(3) 0.0611(19) Uani 1 1 d . . .
H7 H 0.1007 0.0096 -0.1181 0.073 Uiso 1 1 calc R . .
O8 O 1.0456(12) 0.18942(18) -0.2420(2) 0.0603(14) Uani 1 1 d . . .
C9 C 0.9292(19) 0.1807(3) -0.2924(3) 0.0597(19) Uani 1 1 d . . .
C10 C 0.3522(16) 0.0259(3) -0.3140(3) 0.0488(15) Uani 1 1 d . . .
H10 H 0.4433 0.0406 -0.3455 0.059 Uiso 1 1 calc R . .
C11 C 0.6360(18) 0.0990(3) -0.2605(3) 0.0533(17) Uani 1 1 d . . .
H11 H 0.7133 0.1067 -0.2259 0.064 Uiso 1 1 calc R . .
C12 C 0.0852(18) -0.0470(2) -0.3688(3) 0.0492(16) Uani 1 1 d . . .
H12 H 0.1922 -0.0318 -0.3985 0.059 Uiso 1 1 calc R . .
C13 C 1.2197(19) 0.2564(3) -0.2970(3) 0.0588(19) Uani 1 1 d . . .
C14 C -0.3689(19) -0.0740(4) -0.0005(3) 0.063(2) Uani 1 1 d . . .
C15 C -0.1595(19) -0.1133(3) -0.4297(3) 0.0565(17) Uani 1 1 d . . .
C16 C -0.1776(19) -0.0462(3) -0.0791(3) 0.0567(17) Uani 1 1 d . . .
C17 C 0.4191(15) 0.0511(3) -0.2658(3) 0.0484(15) Uani 1 1 d . . .
C18 C -0.108(3) -0.1200(3) -0.5165(3) 0.083(3) Uani 1 1 d . . .
C19 C 0.2934(15) 0.0304(3) -0.2198(3) 0.0489(15) Uani 1 1 d . . .
H19 H 0.3431 0.0473 -0.1867 0.059 Uiso 1 1 calc R . .
C20 C -0.466(2) -0.1110(3) -0.0411(3) 0.060(2) Uani 1 1 d . . .
O21 O -0.023(2) -0.08995(19) -0.47235(19) 0.084(2) Uani 1 1 d . . .
C22 C 1.3983(19) 0.2646(3) -0.2059(3) 0.064(2) Uani 1 1 d . . .
H22 H 1.4042 0.2503 -0.1707 0.076 Uiso 1 1 calc R . .
C23 C -0.649(3) -0.1574(3) -0.0310(3) 0.074(2) Uani 1 1 d . . .
H23 H -0.7105 -0.1825 -0.0584 0.088 Uiso 1 1 calc R . .
C24 C -0.1084(18) -0.0895(3) -0.3784(3) 0.0532(16) Uani 1 1 d . . .
H24 H -0.2198 -0.1050 -0.3492 0.064 Uiso 1 1 calc R . .
C25 C 1.020(2) 0.2193(3) -0.3262(3) 0.070(2) Uani 1 1 d . . .
H25 H 0.9642 0.2221 -0.3626 0.084 Uiso 1 1 calc R . .
C26 C 1.5541(18) 0.3131(4) -0.2199(4) 0.079(3) Uani 1 1 d . . .
H26 H 1.6721 0.3327 -0.1940 0.095 Uiso 1 1 calc R . .
C27 C -0.179(2) -0.0340(3) -0.0270(3) 0.066(2) Uani 1 1 d . . .
H27 H -0.0711 -0.0037 -0.0107 0.079 Uiso 1 1 calc R . .
C28 C 1.542(2) 0.3336(3) -0.2713(5) 0.081(3) Uani 1 1 d . . .
H28 H 1.6528 0.3671 -0.2799 0.098 Uiso 1 1 calc R . .
C29 C -0.739(3) -0.1659(5) 0.0213(4) 0.090(3) Uani 1 1 d . . .
H29 H -0.8681 -0.1971 0.0298 0.107 Uiso 1 1 calc R . .
C30 C 0.7319(19) 0.1318(3) -0.2988(3) 0.0565(18) Uani 1 1 d . . .
H30 H 0.6665 0.1228 -0.3338 0.068 Uiso 1 1 calc R . .
C31 C -0.299(2) -0.1653(5) -0.5016(4) 0.086(3) Uani 1 1 d . . .
C32 C -0.459(3) -0.0837(4) 0.0514(3) 0.081(3) Uani 1 1 d . . .
H32 H -0.3953 -0.0593 0.0793 0.097 Uiso 1 1 calc R . .
C33 C -0.128(5) -0.1475(4) -0.6053(4) 0.118(6) Uani 1 1 d . . .
H33 H -0.0675 -0.1419 -0.6412 0.142 Uiso 1 1 calc R . .
C34 C 1.374(2) 0.3071(3) -0.3103(4) 0.070(2) Uani 1 1 d . . .
H34 H 1.3612 0.3223 -0.3451 0.084 Uiso 1 1 calc R . .
C35 C -0.645(3) -0.1302(5) 0.0612(3) 0.090(3) Uani 1 1 d . . .
H35 H -0.7106 -0.1376 0.0965 0.107 Uiso 1 1 calc R . .
C36 C -0.322(3) -0.1593(5) -0.4449(4) 0.106(4) Uani 1 1 d . . .
H36 H -0.4340 -0.1838 -0.4219 0.127 Uiso 1 1 calc R . .
C37 C -0.025(5) -0.1108(4) -0.5673(3) 0.136(7) Uani 1 1 d . . .
H37 H 0.1014 -0.0795 -0.5766 0.164 Uiso 1 1 calc R . .
C38 C -0.315(3) -0.1919(6) -0.5925(4) 0.115(5) Uani 1 1 d . . .
H38 H -0.3881 -0.2160 -0.6200 0.138 Uiso 1 1 calc R . .
C39 C -0.402(4) -0.2028(7) -0.5407(5) 0.139(6) Uani 1 1 d . . .
H39 H -0.5265 -0.2346 -0.5320 0.167 Uiso 1 1 calc R . .


_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 H1 0.9500 . ?
C1 C3 1.451(10) . ?
C1 C7 1.317(9) . ?
C2 C6 1.382(9) . ?
C2 C10 1.425(10) . ?
C2 C12 1.450(9) . ?
C3 C6 1.370(9) . ?
C3 C19 1.447(9) . ?
O4 C16 1.404(9) . ?
O4 C20 1.354(8) . ?
C5 O8 1.419(8) . ?
C5 C13 1.382(10) . ?
C5 C22 1.357(11) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C16 1.421(11) . ?
O8 C9 1.378(9) . ?
C9 C25 1.308(11) . ?
C9 C30 1.445(11) . ?
C10 H10 0.9500 . ?
C10 C17 1.385(10) . ?
C11 H11 0.9500 . ?
C11 C17 1.474(10) . ?
C11 C30 1.307(10) . ?
C12 H12 0.9500 . ?
C12 C24 1.329(10) . ?
C13 C25 1.433(11) . ?
C13 C34 1.412(10) . ?
C14 C20 1.410(11) . ?
C14 C27 1.417(12) . ?
C14 C32 1.382(11) . ?
C15 O21 1.345(9) . ?
C15 C24 1.428(10) . ?
C15 C36 1.350(12) . ?
C16 C27 1.344(10) . ?
C17 C19 1.370(10) . ?
C18 O21 1.369(9) . ?
C18 C31 1.405(14) . ?
C18 C37 1.347(12) . ?
C19 H19 0.9500 . ?
C20 C23 1.377(12) . ?
C22 H22 0.9500 . ?
C22 C26 1.374(12) . ?
C23 H23 0.9500 . ?
C23 C29 1.388(12) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C28 1.385(14) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C28 C34 1.371(13) . ?
C29 H29 0.9500 . ?
C29 C35 1.372(15) . ?
C30 H30 0.9500 . ?
C31 C36 1.440(12) . ?
C31 C39 1.397(14) . ?
C32 H32 0.9500 . ?
C32 C35 1.384(15) . ?
C33 H33 0.9500 . ?
C33 C37 1.364(15) . ?
C33 C38 1.363(19) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C38 C39 1.382(16) . ?
C39 H39 0.9500 . ?

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
C3 C1 H1 115.0 . . ?
C7 C1 H1 115.0 . . ?
C7 C1 C3 129.9(7) . . ?
C6 C2 C10 116.2(6) . . ?
C6 C2 C12 123.6(6) . . ?
C10 C2 C12 120.2(6) . . ?
C6 C3 C1 121.8(6) . . ?
C6 C3 C19 117.4(6) . . ?
C19 C3 C1 120.8(6) . . ?
C20 O4 C16 105.3(6) . . ?
C13 C5 O8 105.7(6) . . ?
C22 C5 O8 129.5(7) . . ?
C22 C5 C13 124.8(7) . . ?
C2 C6 H6 117.7 . . ?
C3 C6 C2 124.5(6) . . ?
C3 C6 H6 117.7 . . ?
C1 C7 H7 116.8 . . ?
C1 C7 C16 126.3(8) . . ?
C16 C7 H7 116.8 . . ?
C9 O8 C5 106.6(6) . . ?
O8 C9 C30 115.9(7) . . ?
C25 C9 O8 112.7(7) . . ?
C25 C9 C30 131.3(8) . . ?
C2 C10 H10 119.2 . . ?
C17 C10 C2 121.6(6) . . ?
C17 C10 H10 119.2 . . ?
C17 C11 H11 116.9 . . ?
C30 C11 H11 116.9 . . ?
C30 C11 C17 126.2(7) . . ?
C2 C12 H12 116.7 . . ?
C24 C12 C2 126.6(6) . . ?
C24 C12 H12 116.7 . . ?
C5 C13 C25 109.1(7) . . ?
C5 C13 C34 117.7(7) . . ?
C34 C13 C25 132.9(8) . . ?
C20 C14 C27 104.0(6) . . ?
C32 C14 C20 120.1(9) . . ?
C32 C14 C27 135.9(9) . . ?
O21 C15 C24 119.6(7) . . ?
O21 C15 C36 109.4(7) . . ?
C36 C15 C24 131.0(7) . . ?
O4 C16 C7 115.4(6) . . ?
C27 C16 O4 110.3(7) . . ?
C27 C16 C7 134.2(8) . . ?
C10 C17 C11 122.8(6) . . ?
C19 C17 C10 120.4(6) . . ?
C19 C17 C11 116.7(6) . . ?
O21 C18 C31 109.7(7) . . ?
C37 C18 O21 128.2(10) . . ?
C37 C18 C31 122.0(9) . . ?
C3 C19 H19 120.1 . . ?
C17 C19 C3 119.9(6) . . ?
C17 C19 H19 120.1 . . ?
O4 C20 C14 111.6(8) . . ?
O4 C20 C23 126.3(7) . . ?
C23 C20 C14 122.0(7) . . ?
C15 O21 C18 108.5(7) . . ?
C5 C22 H22 121.7 . . ?
C5 C22 C26 116.7(8) . . ?
C26 C22 H22 121.7 . . ?
C20 C23 H23 121.6 . . ?
C20 C23 C29 116.8(9) . . ?
C29 C23 H23 121.6 . . ?
C12 C24 C15 124.0(7) . . ?
C12 C24 H24 118.0 . . ?
C15 C24 H24 118.0 . . ?
C9 C25 C13 105.8(8) . . ?
C9 C25 H25 127.1 . . ?
C13 C25 H25 127.1 . . ?
C22 C26 H26 119.5 . . ?
C22 C26 C28 121.0(8) . . ?
C28 C26 H26 119.5 . . ?
C14 C27 H27 125.7 . . ?
C16 C27 C14 108.7(7) . . ?
C16 C27 H27 125.7 . . ?
C26 C28 H28 119.0 . . ?
C34 C28 C26 121.9(7) . . ?
C34 C28 H28 119.0 . . ?
C23 C29 H29 119.2 . . ?
C35 C29 C23 121.7(11) . . ?
C35 C29 H29 119.2 . . ?
C9 C30 H30 117.3 . . ?
C11 C30 C9 125.3(7) . . ?
C11 C30 H30 117.3 . . ?
C18 C31 C36 103.2(8) . . ?
C39 C31 C18 118.9(10) . . ?
C39 C31 C36 137.8(12) . . ?
C14 C32 H32 121.2 . . ?
C14 C32 C35 117.6(9) . . ?
C35 C32 H32 121.2 . . ?
C37 C33 H33 119.5 . . ?
C38 C33 H33 119.5 . . ?
C38 C33 C37 121.1(10) . . ?
C13 C34 H34 121.1 . . ?
C28 C34 C13 117.8(8) . . ?
C28 C34 H34 121.1 . . ?
C29 C35 C32 121.9(9) . . ?
C29 C35 H35 119.0 . . ?
C32 C35 H35 119.0 . . ?
C15 C36 C31 109.0(9) . . ?
C15 C36 H36 125.5 . . ?
C31 C36 H36 125.5 . . ?
C18 C37 C33 118.7(12) . . ?
C18 C37 H37 120.6 . . ?
C33 C37 H37 120.6 . . ?
C33 C38 H38 119.1 . . ?
C33 C38 C39 121.8(11) . . ?
C39 C38 H38 119.1 . . ?
C31 C39 H39 121.2 . . ?
C38 C39 C31 117.6(13) . . ?
C38 C39 H39 121.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C3 C6 C2 179.3(6) . . . . ?
C1 C3 C19 C17 -178.4(6) . . . . ?
C1 C7 C16 O4 4.0(11) . . . . ?
C1 C7 C16 C27 -179.1(8) . . . . ?
C2 C10 C17 C11 177.8(6) . . . . ?
C2 C10 C17 C19 0.7(9) . . . . ?
C2 C12 C24 C15 -179.2(7) . . . . ?
C3 C1 C7 C16 -179.7(7) . . . . ?
O4 C16 C27 C14 -2.2(9) . . . . ?
O4 C20 C23 C29 179.9(8) . . . . ?
C5 O8 C9 C25 -1.3(8) . . . . ?
C5 O8 C9 C30 178.8(6) . . . . ?
C5 C13 C25 C9 -1.2(10) . . . . ?
C5 C13 C34 C28 3.2(11) . . . . ?
C5 C22 C26 C28 0.4(12) . . . . ?
C6 C2 C10 C17 0.2(9) . . . . ?
C6 C2 C12 C24 3.3(11) . . . . ?
C6 C3 C19 C17 0.8(8) . . . . ?
C7 C1 C3 C6 -178.9(7) . . . . ?
C7 C1 C3 C19 0.2(10) . . . . ?
C7 C16 C27 C14 -179.2(8) . . . . ?
O8 C5 C13 C25 0.4(8) . . . . ?
O8 C5 C13 C34 176.0(6) . . . . ?
O8 C5 C22 C26 -177.5(6) . . . . ?
O8 C9 C25 C13 1.5(10) . . . . ?
O8 C9 C30 C11 6.3(11) . . . . ?
C10 C2 C6 C3 -0.6(9) . . . . ?
C10 C2 C12 C24 -176.7(7) . . . . ?
C10 C17 C19 C3 -1.2(9) . . . . ?
C11 C17 C19 C3 -178.4(5) . . . . ?
C12 C2 C6 C3 179.4(6) . . . . ?
C12 C2 C10 C17 -179.9(6) . . . . ?
C13 C5 O8 C9 0.5(7) . . . . ?
C13 C5 C22 C26 0.8(11) . . . . ?
C14 C20 C23 C29 1.1(13) . . . . ?
C14 C32 C35 C29 0.2(14) . . . . ?
C16 O4 C20 C14 -0.1(8) . . . . ?
C16 O4 C20 C23 -179.0(8) . . . . ?
C17 C11 C30 C9 175.9(7) . . . . ?
C18 C31 C36 C15 1.0(14) . . . . ?
C18 C31 C39 C38 -2(2) . . . . ?
C19 C3 C6 C2 0.2(9) . . . . ?
C20 O4 C16 C7 179.0(6) . . . . ?
C20 O4 C16 C27 1.4(8) . . . . ?
C20 C14 C27 C16 2.0(9) . . . . ?
C20 C14 C32 C35 -0.2(12) . . . . ?
C20 C23 C29 C35 -1.1(14) . . . . ?
O21 C15 C24 C12 -4.6(12) . . . . ?
O21 C15 C36 C31 -2.1(13) . . . . ?
O21 C18 C31 C36 0.4(13) . . . . ?
O21 C18 C31 C39 -177.4(11) . . . . ?
O21 C18 C37 C33 177.5(12) . . . . ?
C22 C5 O8 C9 179.0(7) . . . . ?
C22 C5 C13 C25 -178.2(7) . . . . ?
C22 C5 C13 C34 -2.6(11) . . . . ?
C22 C26 C28 C34 0.4(13) . . . . ?
C23 C29 C35 C32 0.5(16) . . . . ?
C24 C15 O21 C18 -179.8(7) . . . . ?
C24 C15 C36 C31 -179.7(9) . . . . ?
C25 C9 C30 C11 -173.5(9) . . . . ?
C25 C13 C34 C28 177.5(9) . . . . ?
C26 C28 C34 C13 -2.2(13) . . . . ?
C27 C14 C20 O4 -1.2(8) . . . . ?
C27 C14 C20 C23 177.8(8) . . . . ?
C27 C14 C32 C35 -177.8(9) . . . . ?
C30 C9 C25 C13 -178.6(8) . . . . ?
C30 C11 C17 C10 17.3(10) . . . . ?
C30 C11 C17 C19 -165.5(7) . . . . ?
C31 C18 O21 C15 -1.7(11) . . . . ?
C31 C18 C37 C33 -1(2) . . . . ?
C32 C14 C20 O4 -179.4(7) . . . . ?
C32 C14 C20 C23 -0.4(12) . . . . ?
C32 C14 C27 C16 179.9(9) . . . . ?
C33 C38 C39 C31 2(2) . . . . ?
C34 C13 C25 C9 -175.8(8) . . . . ?
C36 C15 O21 C18 2.4(11) . . . . ?
C36 C15 C24 C12 172.7(11) . . . . ?
C36 C31 C39 C38 -178.7(15) . . . . ?
C37 C18 O21 C15 179.5(13) . . . . ?
C37 C18 C31 C36 179.3(13) . . . . ?
C37 C18 C31 C39 1.5(19) . . . . ?
C37 C33 C38 C39 -2(2) . . . . ?
C38 C33 C37 C18 1(2) . . . . ?
C39 C31 C36 C15 178.2(16) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 980250'
#######################################################################
#
#                 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_130824_lyx_qjx_3a
_audit_creation_date             2013-08-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C46 H30 O4'
_chemical_formula_sum            'C46 H30 O4'
_chemical_formula_weight         646.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y+1/2, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y-1/2, -z-1/2'
7 '-x-1/2, y-1/2, z'
8 'x, -y, z-1/2'

_cell_length_a                   33.8575(16)
_cell_length_b                   12.0256(6)
_cell_length_c                   8.0009(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3257.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1767
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1640
_cell_measurement_theta_min      3.9030
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7348
_diffrn_reflns_theta_full        66.59
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_min         3.90
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.9917
_diffrn_measured_fraction_theta_max 0.9213
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   21.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   37.0000    0.0000 138

#__ type_ start__ end____ width___ exp.time_
  2 omega  -66.00  -19.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -25.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega  -96.00  -40.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000    0.0000 112

#__ type_ start__ end____ width___ exp.time_
  4 omega   40.00   92.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -37.0000 -120.0000 104

#__ type_ start__ end____ width___ exp.time_
  5 omega   37.00   64.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -37.0000   60.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega   43.00  101.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -50.0000   90.0000 116

#__ type_ start__ end____ width___ exp.time_
  7 omega   62.00  102.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044 -111.0000  -90.0000 80

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   92.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -37.0000  -60.0000 108

#__ type_ start__ end____ width___ exp.time_
  9 omega   76.00  102.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -50.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00   90.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      109.2044  -25.0000    0.0000 108

#__ type_ start__ end____ width___ exp.time_
 11 omega -113.00  -41.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -50.0000  -60.0000 144

#__ type_ start__ end____ width___ exp.time_
 12 omega -110.00  -20.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -63.0000 -150.0000 180
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0101148000
_diffrn_orient_matrix_UB_12      0.0449075000
_diffrn_orient_matrix_UB_13      -0.1751705000
_diffrn_orient_matrix_UB_21      0.0353310000
_diffrn_orient_matrix_UB_22      -0.0641646000
_diffrn_orient_matrix_UB_23      -0.0735190000
_diffrn_orient_matrix_UB_31      -0.0268203000
_diffrn_orient_matrix_UB_32      -0.1014374000
_diffrn_orient_matrix_UB_33      -0.0310772000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1871
_reflns_number_total             2849
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2849
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1230
_refine_ls_R_factor_gt           0.0940
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1826P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2263
_refine_ls_wR_factor_ref         0.2730
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C9(H9), C12(H12), C14(H14), C7(H7), C2(H2), C15(H15), C19(H19),
 C17(H17), C5(H5), C4(H4), C20(H20), C3(H3), C22(H22), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.34824(6) 0.00077(18) 0.1715(3) 0.0520(6) Uani 1 1 d . . .
O2 O 0.40378(7) 0.3899(2) 0.5649(4) 0.0627(7) Uani 1 1 d . . .
C8 C 0.36483(9) -0.0967(3) 0.2298(5) 0.0520(8) Uani 1 1 d . . .
C1 C 0.31547(9) -0.0302(3) 0.0817(4) 0.0519(8) Uani 1 1 d . . .
C10 C 0.42222(9) 0.0000(3) 0.3533(4) 0.0492(7) Uani 1 1 d . . .
H10 H 0.4115 0.0682 0.3225 0.059 Uiso 1 1 calc R . .
C6 C 0.31143(10) -0.1453(3) 0.0829(5) 0.0601(9) Uani 1 1 d . . .
C11 C 0.46112(9) 0.0010(3) 0.4324(4) 0.0474(7) Uani 1 1 d . . .
C18 C 0.41830(10) 0.5703(3) 0.6219(4) 0.0512(7) Uani 1 1 d . . .
C13 C 0.47781(9) 0.1004(2) 0.4997(4) 0.0476(7) Uani 1 1 d . . .
C9 C 0.40091(9) -0.0907(3) 0.3218(4) 0.0530(8) Uani 1 1 d . . .
H9 H 0.4106 -0.1573 0.3643 0.064 Uiso 1 1 calc R . .
C12 C 0.48403(9) -0.0942(3) 0.4368(4) 0.0490(7) Uani 1 1 d . . .
H12 H 0.4731 -0.1591 0.3938 0.059 Uiso 1 1 calc R . .
C16 C 0.44404(10) 0.4009(3) 0.5791(4) 0.0534(8) Uani 1 1 d . . .
C14 C 0.45450(9) 0.2035(3) 0.5148(4) 0.0517(7) Uani 1 1 d . . .
H14 H 0.4276 0.1980 0.4930 0.062 Uiso 1 1 calc R . .
C23 C 0.38830(11) 0.4938(3) 0.5924(5) 0.0573(8) Uani 1 1 d . . .
C7 C 0.34321(10) -0.1857(3) 0.1818(6) 0.0658(10) Uani 1 1 d . . .
H7 H 0.3482 -0.2597 0.2086 0.079 Uiso 1 1 calc R . .
C2 C 0.28979(10) 0.0417(4) 0.0011(5) 0.0653(10) Uani 1 1 d . . .
H2 H 0.2932 0.1185 0.0039 0.078 Uiso 1 1 calc R . .
C15 C 0.46799(10) 0.3030(3) 0.5564(5) 0.0557(8) Uani 1 1 d . . .
H15 H 0.4951 0.3103 0.5723 0.067 Uiso 1 1 calc R . .
C19 C 0.40871(13) 0.6810(3) 0.6510(5) 0.0658(9) Uani 1 1 d . . .
H19 H 0.4283 0.7342 0.6668 0.079 Uiso 1 1 calc R . .
C17 C 0.45394(10) 0.5072(3) 0.6127(5) 0.0589(9) Uani 1 1 d . . .
H17 H 0.4794 0.5345 0.6273 0.071 Uiso 1 1 calc R . .
C5 C 0.27956(13) -0.1921(4) -0.0049(7) 0.0825(13) Uani 1 1 d . . .
H5 H 0.2759 -0.2687 -0.0083 0.099 Uiso 1 1 calc R . .
C4 C 0.25399(12) -0.1220(5) -0.0856(6) 0.0853(14) Uani 1 1 d . . .
H4 H 0.2327 -0.1520 -0.1436 0.102 Uiso 1 1 calc R . .
C20 C 0.36931(14) 0.7093(3) 0.6558(6) 0.0768(12) Uani 1 1 d . . .
H20 H 0.3622 0.7825 0.6785 0.092 Uiso 1 1 calc R . .
C3 C 0.25891(11) -0.0073(5) -0.0832(5) 0.0765(12) Uani 1 1 d . . .
H3 H 0.2409 0.0373 -0.1400 0.092 Uiso 1 1 calc R . .
C22 C 0.34882(13) 0.5218(4) 0.5939(8) 0.0829(13) Uani 1 1 d . . .
H22 H 0.3292 0.4696 0.5732 0.099 Uiso 1 1 calc R . .
C21 C 0.34011(13) 0.6314(4) 0.6275(7) 0.0853(14) Uani 1 1 d . . .
H21 H 0.3138 0.6536 0.6313 0.102 Uiso 1 1 calc R . .


_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 C8 1.382(4) . ?
O1 C1 1.373(4) . ?
O2 C16 1.374(4) . ?
O2 C23 1.372(4) . ?
C8 C9 1.428(5) . ?
C8 C7 1.352(5) . ?
C1 C6 1.391(5) . ?
C1 C2 1.386(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.461(4) . ?
C10 C9 1.332(5) . ?
C6 C7 1.421(6) . ?
C6 C5 1.405(5) . ?
C11 C13 1.428(4) . ?
C11 C12 1.383(4) . ?
C18 C23 1.391(5) . ?
C18 C19 1.390(5) . ?
C18 C17 1.427(5) . ?
C13 C12 1.391(5) 5_656 ?
C13 C14 1.474(4) . ?
C9 H9 0.9300 . ?
C12 C13 1.391(5) 5_656 ?
C12 H12 0.9300 . ?
C16 C15 1.441(5) . ?
C16 C17 1.349(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.323(5) . ?
C23 C22 1.379(5) . ?
C7 H7 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.377(6) . ?
C15 H15 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.377(6) . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.370(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.389(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(7) . ?
C3 H3 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.377(6) . ?
C21 H21 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
C1 O1 C8 106.0(2) . . ?
C23 O2 C16 106.2(3) . . ?
O1 C8 C9 118.6(3) . . ?
C7 C8 O1 110.8(3) . . ?
C7 C8 C9 130.5(3) . . ?
O1 C1 C6 110.2(3) . . ?
O1 C1 C2 125.5(3) . . ?
C2 C1 C6 124.3(3) . . ?
C11 C10 H10 117.4 . . ?
C9 C10 H10 117.4 . . ?
C9 C10 C11 125.2(3) . . ?
C1 C6 C7 105.6(3) . . ?
C1 C6 C5 118.0(4) . . ?
C5 C6 C7 136.3(4) . . ?
C13 C11 C10 121.7(3) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 C13 117.5(3) . . ?
C23 C18 C17 104.9(3) . . ?
C19 C18 C23 119.4(3) . . ?
C19 C18 C17 135.7(3) . . ?
C11 C13 C14 121.6(3) . . ?
C12 C13 C11 117.4(3) 5_656 . ?
C12 C13 C14 120.8(3) 5_656 . ?
C8 C9 H9 116.5 . . ?
C10 C9 C8 127.1(3) . . ?
C10 C9 H9 116.5 . . ?
C11 C12 C13 125.1(3) . 5_656 ?
C11 C12 H12 117.5 . . ?
C13 C12 H12 117.5 5_656 . ?
O2 C16 C15 118.0(3) . . ?
C17 C16 O2 110.7(3) . . ?
C17 C16 C15 131.3(3) . . ?
C13 C14 H14 116.7 . . ?
C15 C14 C13 126.6(3) . . ?
C15 C14 H14 116.7 . . ?
O2 C23 C18 110.5(3) . . ?
O2 C23 C22 126.5(4) . . ?
C22 C23 C18 123.0(4) . . ?
C8 C7 C6 107.3(3) . . ?
C8 C7 H7 126.3 . . ?
C6 C7 H7 126.3 . . ?
C1 C2 H2 122.1 . . ?
C3 C2 C1 115.9(4) . . ?
C3 C2 H2 122.1 . . ?
C16 C15 H15 117.4 . . ?
C14 C15 C16 125.2(3) . . ?
C14 C15 H15 117.4 . . ?
C18 C19 H19 121.0 . . ?
C20 C19 C18 117.9(4) . . ?
C20 C19 H19 121.0 . . ?
C18 C17 H17 126.2 . . ?
C16 C17 C18 107.7(3) . . ?
C16 C17 H17 126.2 . . ?
C6 C5 H5 120.8 . . ?
C4 C5 C6 118.3(5) . . ?
C4 C5 H5 120.8 . . ?
C5 C4 H4 119.0 . . ?
C5 C4 C3 121.9(4) . . ?
C3 C4 H4 119.0 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C2 C3 C4 121.5(4) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C23 C22 H22 121.8 . . ?
C21 C22 C23 116.3(4) . . ?
C21 C22 H22 121.8 . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.9(4) . . ?
C22 C21 H21 119.1 . . ?

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
O1 C8 C9 C10 -3.3(5) . . . . ?
O1 C8 C7 C6 1.7(4) . . . . ?
O1 C1 C6 C7 1.1(4) . . . . ?
O1 C1 C6 C5 -179.3(3) . . . . ?
O1 C1 C2 C3 179.4(3) . . . . ?
O2 C16 C15 C14 3.4(6) . . . . ?
O2 C16 C17 C18 0.2(4) . . . . ?
O2 C23 C22 C21 178.8(4) . . . . ?
C8 O1 C1 C6 -0.1(3) . . . . ?
C8 O1 C1 C2 179.8(3) . . . . ?
C1 O1 C8 C9 176.9(3) . . . . ?
C1 O1 C8 C7 -1.0(4) . . . . ?
C1 C6 C7 C8 -1.7(4) . . . . ?
C1 C6 C5 C4 -0.6(6) . . . . ?
C1 C2 C3 C4 0.4(6) . . . . ?
C10 C11 C13 C12 -176.2(3) . . . 5_656 ?
C10 C11 C13 C14 9.0(5) . . . . ?
C10 C11 C12 C13 176.2(3) . . . 5_656 ?
C6 C1 C2 C3 -0.7(5) . . . . ?
C6 C5 C4 C3 0.4(7) . . . . ?
C11 C10 C9 C8 -173.0(3) . . . . ?
C11 C13 C14 C15 -171.5(3) . . . . ?
C18 C23 C22 C21 -0.4(7) . . . . ?
C18 C19 C20 C21 -2.0(7) . . . . ?
C13 C11 C12 C13 -0.5(5) . . . 5_656 ?
C13 C14 C15 C16 -176.4(3) . . . . ?
C9 C8 C7 C6 -175.9(4) . . . . ?
C9 C10 C11 C13 -164.1(3) . . . . ?
C9 C10 C11 C12 19.3(5) . . . . ?
C12 C11 C13 C12 0.5(5) . . . 5_656 ?
C12 C11 C13 C14 -174.3(3) . . . . ?
C12 C13 C14 C15 13.8(5) 5_656 . . . ?
C16 O2 C23 C18 0.7(4) . . . . ?
C16 O2 C23 C22 -178.6(5) . . . . ?
C23 O2 C16 C15 179.7(3) . . . . ?
C23 O2 C16 C17 -0.5(4) . . . . ?
C23 C18 C19 C20 2.5(6) . . . . ?
C23 C18 C17 C16 0.2(4) . . . . ?
C23 C22 C21 C20 1.0(8) . . . . ?
C7 C8 C9 C10 174.3(4) . . . . ?
C7 C6 C5 C4 178.8(4) . . . . ?
C2 C1 C6 C7 -178.7(3) . . . . ?
C2 C1 C6 C5 0.9(5) . . . . ?
C15 C16 C17 C18 179.9(4) . . . . ?
C19 C18 C23 O2 179.3(3) . . . . ?
C19 C18 C23 C22 -1.3(6) . . . . ?
C19 C18 C17 C16 -179.7(4) . . . . ?
C19 C20 C21 C22 0.2(9) . . . . ?
C17 C18 C23 O2 -0.6(4) . . . . ?
C17 C18 C23 C22 178.7(4) . . . . ?
C17 C18 C19 C20 -177.6(4) . . . . ?
C17 C16 C15 C14 -176.2(4) . . . . ?
C5 C6 C7 C8 178.8(5) . . . . ?
C5 C4 C3 C2 -0.2(7) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 980251'
