# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_exp_1062
_database_code_csd               000350 # inhouse database code

_audit_creation_date             2012-08-23
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.09.07 svn.r1971, GUI svn.r3853)
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
SHELXL-97, enCifer 1.4
;
_exptl_crystal_id                exp_1062 # inhouse Crysalis exp-number
_exptl_special_details           # lab journal number and solvent if known
; 
 AMP011/230
;

_chemical_name_common            AMP011/230
_chemical_formula_moiety         'C44 H28 O'
_chemical_formula_sum            'C44 H28 O'
_chemical_formula_weight         572.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44 H28 O1'
_chemical_oxdiff_usercomment     AMP011/230
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   10.9104(5)
_cell_length_b                   11.7223(10)
_cell_length_c                   12.8808(9)
_cell_angle_alpha                112.582(7)
_cell_angle_beta                 103.862(5)
_cell_angle_gamma                95.539(5)
_cell_volume                     1443.76(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16825
_cell_measurement_temperature    200
_cell_measurement_theta_max      73.8577
_cell_measurement_theta_min      4.2619
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.4212
_exptl_crystal_size_mid          0.2811
_exptl_crystal_size_min          0.1181
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27946
_diffrn_reflns_theta_full        74.36
_diffrn_reflns_theta_max         74.36
_diffrn_reflns_theta_min         4.27
_diffrn_ambient_temperature      200
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 10.3876
_diffrn_detector_type            'Atlas CCD'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   23.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   94.0000   12.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -97.00   -2.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.8658  125.0000 -150.0000 95

#__ type_ start__ end____ width___ exp.time_
  3 omega  -98.00  -51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.8658  -38.0000  -30.0000 47

#__ type_ start__ end____ width___ exp.time_
  4 omega  -49.00  -15.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.8658  -38.0000  -30.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   12.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.8658   57.0000   60.0000 103

#__ type_ start__ end____ width___ exp.time_
  6 omega  -32.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.8658  -57.0000   30.0000 102

#__ type_ start__ end____ width___ exp.time_
  7 omega   18.00   52.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.8658   57.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
  8 omega   80.00  106.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.8658   57.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega    7.00   32.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   81.0000 -134.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   19.00   44.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   82.0000 -176.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega   19.00   44.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   82.0000  116.0000 25

#__ type_ start__ end____ width___ exp.time_
 12 omega   19.00   44.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   82.0000  -11.0000 25

#__ type_ start__ end____ width___ exp.time_
 13 omega   21.00   46.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   79.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   20.00   45.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   80.0000   40.0000 25

#__ type_ start__ end____ width___ exp.time_
 15 omega   19.00   44.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   81.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 16 omega   25.00   53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  -91.0000 28

#__ type_ start__ end____ width___ exp.time_
 17 omega   71.00  100.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  113.0000 29

#__ type_ start__ end____ width___ exp.time_
 18 omega   27.00   53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  113.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega   29.00   61.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000 -140.0000 32

#__ type_ start__ end____ width___ exp.time_
 20 omega   33.00   61.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000  134.0000 28

#__ type_ start__ end____ width___ exp.time_
 21 omega   32.00  107.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000  173.0000 75

#__ type_ start__ end____ width___ exp.time_
 22 omega  -89.00  -39.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -70.0000  -75.0000  -94.0000 50

#__ type_ start__ end____ width___ exp.time_
 23 omega -149.00 -104.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -74.0000  -69.0000   46.0000 45

#__ type_ start__ end____ width___ exp.time_
 24 omega  -69.00  -42.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -74.0000  -69.0000   46.0000 27

#__ type_ start__ end____ width___ exp.time_
 25 omega  -66.00  -40.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -74.0000  -77.0000   -5.0000 26

#__ type_ start__ end____ width___ exp.time_
 26 omega -146.00  -89.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -74.0000  -77.0000   -5.0000 57

#__ type_ start__ end____ width___ exp.time_
 27 omega  -78.00  -41.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -74.0000  -75.0000  -33.0000 37

#__ type_ start__ end____ width___ exp.time_
 28 omega  -76.00  -45.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -78.0000  -73.0000 -169.0000 31

#__ type_ start__ end____ width___ exp.time_
 29 omega -149.00 -106.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -78.0000  -73.0000 -169.0000 43

#__ type_ start__ end____ width___ exp.time_
 30 omega  -75.00  -49.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 31 omega  -76.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -76.0000 -168.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega  -79.00  -53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -68.0000   89.0000 26

#__ type_ start__ end____ width___ exp.time_
 33 omega  -77.00  -51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000   50.0000 26

#__ type_ start__ end____ width___ exp.time_
 34 omega  -76.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -76.0000   21.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega  -78.00  -52.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -69.0000 -149.0000 26

#__ type_ start__ end____ width___ exp.time_
 36 omega  -78.00  -52.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -66.0000  -92.0000 26

#__ type_ start__ end____ width___ exp.time_
 37 omega  -76.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 38 omega  -75.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -72.0000  -62.0000 25

#__ type_ start__ end____ width___ exp.time_
 39 omega  -77.00  -51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 40 omega  -75.00  -49.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 41 omega  -77.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 42 omega  -76.00  -50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 43 omega  -77.00  -51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -70.0000   66.0000 26

#__ type_ start__ end____ width___ exp.time_
 44 omega   25.00   57.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -94.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
 45 omega   81.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   61.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 46 omega   41.00   76.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -45.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
 47 omega   23.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -94.0000  120.0000 85

#__ type_ start__ end____ width___ exp.time_
 48 omega  120.00  155.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  126.0000  -69.0000 35

#__ type_ start__ end____ width___ exp.time_
 49 omega   24.00   61.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -94.0000 -120.0000 37

#__ type_ start__ end____ width___ exp.time_
 50 omega   73.00  142.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000    0.0000 69

#__ type_ start__ end____ width___ exp.time_
 51 omega   45.00  134.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -77.0000  -90.0000 89

#__ type_ start__ end____ width___ exp.time_
 52 omega   73.00  153.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 53 omega   73.00  143.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000 -120.0000 70

#__ type_ start__ end____ width___ exp.time_
 54 omega   74.00  144.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 55 omega   42.00   67.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -45.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 56 omega  116.00  157.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
 57 omega   78.00  113.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000   60.0000 35

#__ type_ start__ end____ width___ exp.time_
 58 omega   75.00  150.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000  120.0000 75

#__ type_ start__ end____ width___ exp.time_
 59 omega  109.00  158.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000 -180.0000 49

#__ type_ start__ end____ width___ exp.time_
 60 omega   74.00  149.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000   30.0000 75

#__ type_ start__ end____ width___ exp.time_
 61 omega   73.00  156.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000  150.0000 83

#__ type_ start__ end____ width___ exp.time_
 62 omega   73.00  105.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
 63 omega   33.00  111.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707 -125.0000  120.0000 78

#__ type_ start__ end____ width___ exp.time_
 64 omega   36.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707 -126.0000 -110.0000 66

#__ type_ start__ end____ width___ exp.time_
 65 omega   73.00  152.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000  -30.0000 79

#__ type_ start__ end____ width___ exp.time_
 66 omega   77.00  138.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   61.0000 -120.0000 61

#__ type_ start__ end____ width___ exp.time_
 67 omega   74.00  150.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707   77.0000  -90.0000 76

#__ type_ start__ end____ width___ exp.time_
 68 omega   37.00  121.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707 -125.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
 69 omega   78.00  104.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -94.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 70 omega  123.00  154.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  125.0000 -180.0000 31

#__ type_ start__ end____ width___ exp.time_
 71 omega   29.00   54.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  -94.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 72 omega   85.00  120.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      107.0707  125.0000 -180.0000 35
;
_diffrn_measurement_device       'kappa four circle diffractometer'
_diffrn_measurement_device_type  'Agilent Technologies SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0068629000
_diffrn_orient_matrix_UB_12      0.1063160000
_diffrn_orient_matrix_UB_13      -0.0419364000
_diffrn_orient_matrix_UB_21      -0.0347791000
_diffrn_orient_matrix_UB_22      -0.0982283000
_diffrn_orient_matrix_UB_23      -0.1287468000
_diffrn_orient_matrix_UB_31      -0.1443430000
_diffrn_orient_matrix_UB_32      -0.0127278000
_diffrn_orient_matrix_UB_33      -0.0089307000
_diffrn_radiation_collimation    'focussing mirrors'
_diffrn_radiation_monochromator  none
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'microfocus source'
_diffrn_source_current           0.8
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent NOVA microfocus source'
_diffrn_source_voltage           50
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5394
_reflns_number_total             5788
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    
;
SHELXD, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0104(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.426
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5788
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.426
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1605
_refine_ls_wR_factor_ref         0.1644
_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. 
;
_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
O1 O 0.28730(9) 0.57802(8) 0.08916(7) 0.0415(2) Uani 1 1 d . . .
C10 C 0.18624(11) 0.50882(10) 0.10068(9) 0.0307(3) Uani 1 1 d . . .
C25 C 0.44261(11) 0.68529(11) -0.08449(10) 0.0339(3) Uani 1 1 d . . .
H25 H 0.5007 0.7565 -0.0713 0.041 Uiso 1 1 calc R . .
C8 C 0.05152(11) 0.51204(10) 0.22434(10) 0.0328(3) Uani 1 1 d . . .
H8 H 0.0062 0.5562 0.2738 0.039 Uiso 1 1 calc R . .
C22 C 0.17744(12) 0.24534(11) -0.24906(11) 0.0369(3) Uani 1 1 d . . .
H22 H 0.1307 0.1680 -0.2620 0.044 Uiso 1 1 calc R . .
C26 C 0.39638(11) 0.59054(11) -0.19648(10) 0.0328(3) Uani 1 1 d . . .
C18 C 0.28706(10) 0.46142(10) -0.11722(9) 0.0305(3) Uani 1 1 d . . .
C19 C 0.31645(11) 0.47628(10) -0.21530(9) 0.0315(3) Uani 1 1 d . . .
C4 C -0.03014(11) 0.31942(10) 0.24788(10) 0.0329(3) Uani 1 1 d . . .
C23 C 0.32519(10) 0.56960(10) -0.00747(9) 0.0298(3) Uani 1 1 d . . .
C33 C 0.14601(11) 0.71825(10) 0.22945(10) 0.0318(3) Uani 1 1 d . . .
C39 C 0.44953(11) 0.79282(10) 0.12665(10) 0.0327(3) Uani 1 1 d . . .
C20 C 0.26916(12) 0.37436(11) -0.32881(10) 0.0357(3) Uani 1 1 d . . .
H20 H 0.2870 0.3834 -0.3926 0.043 Uiso 1 1 calc R . .
C21 C 0.19772(12) 0.26319(11) -0.34542(10) 0.0382(3) Uani 1 1 d . . .
H21 H 0.1624 0.1991 -0.4211 0.046 Uiso 1 1 calc R . .
C12 C 0.10272(11) 0.31463(10) 0.11168(10) 0.0323(3) Uani 1 1 d . . .
C7 C 0.04185(11) 0.38534(11) 0.19509(10) 0.0328(3) Uani 1 1 d . . .
C32 C 0.43313(12) 0.61122(10) -0.29338(10) 0.0345(3) Uani 1 1 d . . .
C11 C 0.16528(10) 0.37521(10) 0.05507(10) 0.0314(3) Uani 1 1 d . . .
C24 C 0.40590(10) 0.67946(10) 0.01185(10) 0.0311(3) Uani 1 1 d . . .
C17 C 0.22470(11) 0.33905(10) -0.13505(10) 0.0323(3) Uani 1 1 d . . .
C34 C 0.16220(12) 0.78962(11) 0.34892(10) 0.0379(3) Uani 1 1 d . . .
H34 H 0.1670 0.7496 0.3992 0.045 Uiso 1 1 calc R . .
C14 C 0.21343(12) 0.17721(11) -0.05867(11) 0.0386(3) Uani 1 1 d . . .
H14 H 0.2494 0.1299 -0.1155 0.046 Uiso 1 1 calc R . .
C38 C 0.14072(12) 0.78060(11) 0.15651(11) 0.0385(3) Uani 1 1 d . . .
H38 H 0.1308 0.7349 0.0769 0.046 Uiso 1 1 calc R . .
C40 C 0.49185(12) 0.78378(11) 0.23370(10) 0.0380(3) Uani 1 1 d . . .
H40 H 0.4927 0.7048 0.2343 0.046 Uiso 1 1 calc R . .
C6 C -0.20723(13) 0.16207(11) 0.22462(12) 0.0418(3) Uani 1 1 d . . .
H6 H -0.2835 0.1030 0.1774 0.050 Uiso 1 1 calc R . .
C15 C 0.16723(13) 0.12199(11) 0.00745(11) 0.0403(3) Uani 1 1 d . . .
H15 H 0.1775 0.0409 -0.0027 0.048 Uiso 1 1 calc R . .
C9 C 0.12794(11) 0.57820(10) 0.18210(9) 0.0308(3) Uani 1 1 d . . .
C16 C 0.10723(12) 0.18655(11) 0.08663(11) 0.0373(3) Uani 1 1 d . . .
H16 H 0.0691 0.1463 0.1243 0.045 Uiso 1 1 calc R . .
C44 C 0.45023(12) 0.91301(11) 0.12888(11) 0.0393(3) Uani 1 1 d . . .
H44 H 0.4235 0.9213 0.0584 0.047 Uiso 1 1 calc R . .
C13 C 0.20701(11) 0.30005(10) -0.04167(10) 0.0329(3) Uani 1 1 d . . .
C5 C -0.14423(12) 0.23033(11) 0.17848(11) 0.0374(3) Uani 1 1 d . . .
H5 H -0.1786 0.2164 0.1002 0.045 Uiso 1 1 calc R . .
C30 C 0.37699(16) 0.62761(13) -0.47964(12) 0.0496(4) Uani 1 1 d . . .
H30 H 0.3143 0.6206 -0.5463 0.059 Uiso 1 1 calc R . .
C27 C 0.56273(13) 0.64731(11) -0.28202(11) 0.0406(3) Uani 1 1 d . . .
H27 H 0.6259 0.6541 -0.2158 0.049 Uiso 1 1 calc R . .
C31 C 0.34037(13) 0.60230(11) -0.39289(11) 0.0403(3) Uani 1 1 d . . .
H31 H 0.2533 0.5793 -0.4016 0.048 Uiso 1 1 calc R . .
C29 C 0.50623(17) 0.66316(13) -0.46701(13) 0.0528(4) Uani 1 1 d . . .
H29 H 0.5304 0.6802 -0.5250 0.063 Uiso 1 1 calc R . .
C43 C 0.49034(14) 1.02020(12) 0.23491(13) 0.0460(3) Uani 1 1 d . . .
H43 H 0.4896 1.0995 0.2351 0.055 Uiso 1 1 calc R . .
C28 C 0.59904(15) 0.67334(13) -0.36830(13) 0.0502(4) Uani 1 1 d . . .
H28 H 0.6860 0.6976 -0.3594 0.060 Uiso 1 1 calc R . .
C3 C 0.01740(12) 0.34112(13) 0.36578(11) 0.0431(3) Uani 1 1 d . . .
H3 H 0.0918 0.4024 0.4142 0.052 Uiso 1 1 calc R . .
C1 C -0.15690(14) 0.18155(13) 0.34060(13) 0.0466(3) Uani 1 1 d . . .
H1 H -0.1978 0.1340 0.3709 0.056 Uiso 1 1 calc R . .
C37 C 0.15001(15) 0.90992(13) 0.20108(13) 0.0480(3) Uani 1 1 d . . .
H37 H 0.1460 0.9504 0.1512 0.058 Uiso 1 1 calc R . .
C42 C 0.53132(14) 1.00944(13) 0.34030(12) 0.0485(3) Uani 1 1 d . . .
H42 H 0.5578 1.0812 0.4114 0.058 Uiso 1 1 calc R . .
C41 C 0.53264(14) 0.89127(13) 0.33927(11) 0.0461(3) Uani 1 1 d . . .
H41 H 0.5611 0.8838 0.4100 0.055 Uiso 1 1 calc R . .
C35 C 0.17120(14) 0.91859(12) 0.39334(12) 0.0467(3) Uani 1 1 d . . .
H35 H 0.1813 0.9648 0.4729 0.056 Uiso 1 1 calc R . .
C36 C 0.16529(15) 0.97934(12) 0.31947(13) 0.0509(4) Uani 1 1 d . . .
H36 H 0.1715 1.0663 0.3492 0.061 Uiso 1 1 calc R . .
C2 C -0.04546(14) 0.27197(15) 0.41150(13) 0.0512(4) Uani 1 1 d . . .
H2 H -0.0125 0.2865 0.4901 0.061 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 C10 1.3763(13) . ?
O1 C23 1.3747(12) . ?
C10 C11 1.4177(15) . ?
C10 C9 1.3894(15) . ?
C25 C26 1.3717(16) . ?
C25 C24 1.4152(15) . ?
C8 C7 1.3711(16) . ?
C8 C9 1.4175(14) . ?
C22 C21 1.3984(16) . ?
C22 C17 1.3849(16) . ?
C26 C19 1.4273(16) . ?
C26 C32 1.4936(15) . ?
C18 C19 1.4427(14) . ?
C18 C23 1.4210(15) . ?
C18 C17 1.4343(15) . ?
C19 C20 1.4175(16) . ?
C4 C7 1.4896(14) . ?
C4 C5 1.3921(16) . ?
C4 C3 1.3931(16) . ?
C23 C24 1.3877(15) . ?
C33 C34 1.3970(16) . ?
C33 C38 1.3891(16) . ?
C33 C9 1.4890(15) . ?
C39 C24 1.4868(15) . ?
C39 C40 1.3938(16) . ?
C39 C44 1.3974(16) . ?
C20 C21 1.3643(17) . ?
C12 C7 1.4305(16) . ?
C12 C11 1.4299(15) . ?
C12 C16 1.4179(16) . ?
C32 C27 1.3920(18) . ?
C32 C31 1.3904(17) . ?
C11 C13 1.4291(15) . ?
C17 C13 1.4864(15) . ?
C34 C35 1.3794(17) . ?
C14 C15 1.4016(16) . ?
C14 C13 1.3823(16) . ?
C38 C37 1.3828(17) . ?
C40 C41 1.3859(17) . ?
C6 C5 1.3860(15) . ?
C6 C1 1.381(2) . ?
C15 C16 1.3653(17) . ?
C44 C43 1.3874(18) . ?
C30 C31 1.3934(17) . ?
C30 C29 1.383(2) . ?
C27 C28 1.3903(16) . ?
C29 C28 1.378(2) . ?
C43 C42 1.382(2) . ?
C3 C2 1.3881(17) . ?
C1 C2 1.383(2) . ?
C37 C36 1.384(2) . ?
C42 C41 1.382(2) . ?
C35 C36 1.384(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O1 C10 131.93(9) . . ?
O1 C10 C11 121.17(10) . . ?
O1 C10 C9 115.19(9) . . ?
C9 C10 C11 121.89(10) . . ?
C26 C25 C24 122.94(10) . . ?
C7 C8 C9 122.49(10) . . ?
C17 C22 C21 122.19(10) . . ?
C25 C26 C19 118.77(10) . . ?
C25 C26 C32 118.37(10) . . ?
C19 C26 C32 122.85(10) . . ?
C23 C18 C19 117.29(9) . . ?
C23 C18 C17 124.08(10) . . ?
C17 C18 C19 118.61(10) . . ?
C26 C19 C18 119.99(10) . . ?
C20 C19 C26 120.89(10) . . ?
C20 C19 C18 119.07(10) . . ?
C5 C4 C7 120.32(10) . . ?
C5 C4 C3 118.51(11) . . ?
C3 C4 C7 121.11(11) . . ?
O1 C23 C18 124.83(9) . . ?
O1 C23 C24 113.05(9) . . ?
C24 C23 C18 122.12(10) . . ?
C34 C33 C9 119.95(10) . . ?
C38 C33 C34 118.35(10) . . ?
C38 C33 C9 121.63(10) . . ?
C40 C39 C24 122.04(10) . . ?
C40 C39 C44 118.17(11) . . ?
C44 C39 C24 119.78(10) . . ?
C21 C20 C19 120.71(11) . . ?
C20 C21 C22 120.22(11) . . ?
C11 C12 C7 119.58(10) . . ?
C16 C12 C7 121.70(10) . . ?
C16 C12 C11 118.67(10) . . ?
C8 C7 C4 121.79(10) . . ?
C8 C7 C12 119.06(10) . . ?
C12 C7 C4 119.15(10) . . ?
C27 C32 C26 119.87(11) . . ?
C31 C32 C26 121.54(11) . . ?
C31 C32 C27 118.49(11) . . ?
C10 C11 C12 117.73(10) . . ?
C10 C11 C13 123.05(10) . . ?
C13 C11 C12 119.20(10) . . ?
C25 C24 C39 118.81(9) . . ?
C23 C24 C25 117.98(10) . . ?
C23 C24 C39 123.13(10) . . ?
C22 C17 C18 118.46(10) . . ?
C22 C17 C13 115.23(10) . . ?
C18 C17 C13 126.29(10) . . ?
C35 C34 C33 120.95(11) . . ?
C13 C14 C15 121.78(11) . . ?
C37 C38 C33 120.70(11) . . ?
C41 C40 C39 120.69(12) . . ?
C1 C6 C5 120.11(12) . . ?
C16 C15 C14 120.36(11) . . ?
C10 C9 C8 117.94(10) . . ?
C10 C9 C33 123.00(10) . . ?
C8 C9 C33 119.03(9) . . ?
C15 C16 C12 120.30(10) . . ?
C43 C44 C39 120.85(12) . . ?
C11 C13 C17 123.77(10) . . ?
C14 C13 C11 117.90(10) . . ?
C14 C13 C17 117.66(10) . . ?
C6 C5 C4 120.81(11) . . ?
C29 C30 C31 120.25(13) . . ?
C28 C27 C32 120.94(13) . . ?
C32 C31 C30 120.49(12) . . ?
C28 C29 C30 119.81(12) . . ?
C42 C43 C44 120.21(12) . . ?
C29 C28 C27 120.03(13) . . ?
C2 C3 C4 120.49(12) . . ?
C6 C1 C2 119.77(11) . . ?
C38 C37 C36 120.34(12) . . ?
C41 C42 C43 119.53(12) . . ?
C42 C41 C40 120.54(13) . . ?
C34 C35 C36 120.04(12) . . ?
C37 C36 C35 119.62(12) . . ?
C1 C2 C3 120.25(12) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 1 0.0590 0.0002 -0.0010 1.0015 -0.0421 -0.1289 -0.0090
0 0 -1 0.0590 -0.0002 0.0010 -1.0015 0.0421 0.1289 0.0090
1 0 0 0.1819 1.0013 -0.0004 -0.0001 -0.0069 -0.0348 -0.1445
-1 0 0 0.1669 -1.0013 0.0004 0.0001 0.0069 0.0348 0.1445
0 -1 0 0.0871 -0.0004 -1.0006 -0.0011 -0.1063 0.0984 0.0128
0 1 0 0.1181 0.0004 1.0006 0.0011 0.1063 -0.0984 -0.0128

_database_code_depnum_ccdc_archive 'CCDC 1024839'
#######################################################################
#
#                 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_I

_chemical_name_systematic        ?

_chemical_name_common            ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C20 H12 O'

_chemical_formula_iupac          ?

_chemical_formula_weight         268.30



_chemical_melting_point          ?



_space_group_crystal_system      monoclinic

_space_group_name_H-M_alt        'P 1 21/c 1'

_space_group_name_Hall           '-P 2ybc'

loop_

_space_group_symop_operation_xyz




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



_cell_length_a                   8.4538(3)

_cell_length_b                   13.4041(4)

_cell_length_c                   11.2408(4)

_cell_angle_alpha                90

_cell_angle_beta                 93.812(2)

_cell_angle_gamma                90

_cell_volume                     1270.94(7)

_cell_formula_units_Z            4

_cell_measurement_reflns_used    9928

_cell_measurement_theta_min      2.3677

_cell_measurement_theta_max      27.9204

_cell_measurement_temperature    100.(2)



_exptl_crystal_description       prism

_exptl_crystal_colour            colorless

_exptl_crystal_size_max          0.1

_exptl_crystal_size_mid          0.1

_exptl_crystal_size_min          0.1

_exptl_crystal_density_diffrn    1.402

_exptl_crystal_density_meas      ?

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             560



_exptl_absorpt_coefficient_mu    0.085

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_absorpt_correction_T_min  0.7207

_exptl_absorpt_correction_T_max  0.7456



_exptl_special_details           
;

;



_diffrn_ambient_temperature      100.(2)



_diffrn_source                   ?

_diffrn_source_type              'fine-focus sealed tube'



_diffrn_radiation_type           MoK\a

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_monochromator  graphite



_diffrn_measurement_device_type  'Bruker APEX-II CCD'

_diffrn_measurement_method       'φ and ω scans'



_diffrn_detector_area_resol_mean 8.3333



_diffrn_reflns_number            19500

_diffrn_reflns_av_R_equivalents  0.0185

_diffrn_reflns_av_sigmaI/netI    0.0124

_diffrn_reflns_theta_min         2.37

_diffrn_reflns_theta_max         27.94

_diffrn_reflns_theta_full        27.94

_diffrn_measured_fraction_theta_max 0.990

_diffrn_measured_fraction_theta_full 0.990

_diffrn_reflns_limit_h_min       -11

_diffrn_reflns_limit_h_max       11

_diffrn_reflns_limit_k_min       -17

_diffrn_reflns_limit_k_max       17

_diffrn_reflns_limit_l_min       -14

_diffrn_reflns_limit_l_max       14



_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.

;



_reflns_number_total             3013

_reflns_number_gt                2617

_reflns_threshold_expression     >2sigma(I)



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_R_factor_all          0.0532

_refine_ls_R_factor_gt           0.0461

_refine_ls_wR_factor_gt          0.1240

_refine_ls_wR_factor_ref         0.1305

_refine_ls_goodness_of_fit_ref   1.025

_refine_ls_restrained_S_all      1.025

_refine_ls_number_reflns         3013

_refine_ls_number_parameters     190

_refine_ls_number_restraints     0

_refine_ls_hydrogen_treatment    constr

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0700P)²+0.8685P] where P=(Fo²+2Fc²)/3'



_atom_sites_solution_hydrogens   geom

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap



_refine_ls_shift/su_max          0.000

_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.645

_refine_diff_density_min         -0.241

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?



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'



_computing_data_collection       'Bruker APEX2'

_computing_cell_refinement       'APEX2 v2011.8-0 (Bruker AXS)'

_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    ?

_computing_publication_material  ?



loop_

_atom_site_type_symbol

_atom_site_label

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_occupancy

_atom_site_disorder_assembly

_atom_site_disorder_group

































O O1 0.56477(12) 0.25295(7) 0.36729(9) 0.0202(2) Uani d . 1 . .
C C1 1.00466(17) 0.34612(11) 0.27215(13) 0.0230(3) Uani d . 1 . .
H H1 1.1057 0.3631 0.2458 0.028 Uiso calc R 1 . .
C C2 0.86873(16) 0.39984(10) 0.22755(12) 0.0196(3) Uani d . 1 . .
C C3 0.71760(15) 0.37919(10) 0.27271(12) 0.0164(3) Uani d . 1 . .
C C4 0.58452(16) 0.44302(10) 0.23792(12) 0.0167(3) Uani d . 1 . .
C C5 0.44128(15) 0.45734(9) 0.30996(11) 0.0153(3) Uani d . 1 . .
C C6 0.40039(15) 0.39719(9) 0.40992(11) 0.0143(3) Uani d . 1 . .
C C7 0.28211(15) 0.43202(10) 0.48585(11) 0.0157(3) Uani d . 1 . .
C C8 0.20020(15) 0.52201(10) 0.45882(12) 0.0176(3) Uani d . 1 . .
H H2 0.121 0.5445 0.5086 0.021 Uiso calc R 1 . .
C C9 0.99260(17) 0.27051(11) 0.35224(13) 0.0223(3) Uani d . 1 . .
H H3 1.0851 0.2372 0.3842 0.027 Uiso calc R 1 . .
C C10 0.84237(18) 0.24204(11) 0.38726(13) 0.0224(3) Uani d . 1 . .
H H12 0.8326 0.1865 0.4388 0.027 Uiso calc R 1 . .
C C11 0.70986(17) 0.29454(10) 0.34691(12) 0.0188(3) Uani d . 1 . .
C C12 0.46790(16) 0.30292(10) 0.44195(12) 0.0171(3) Uani d . 1 . .
C C13 0.43176(17) 0.25154(10) 0.54164(13) 0.0208(3) Uani d . 1 . .
H H4 0.4826 0.1897 0.5601 0.025 Uiso calc R 1 . .
C C14 0.32034(17) 0.28937(11) 0.61674(13) 0.0220(3) Uani d . 1 . .
H H5 0.2975 0.2543 0.687 0.026 Uiso calc R 1 . .
C C15 0.24489(16) 0.37691(11) 0.58822(12) 0.0193(3) Uani d . 1 . .
H H11 0.1664 0.4013 0.6374 0.023 Uiso calc R 1 . .
C C16 0.88166(17) 0.47238(11) 0.13656(13) 0.0211(3) Uani d . 1 . .
H H8 0.9822 0.4884 0.1086 0.025 Uiso calc R 1 . .
C C17 0.74789(18) 0.51883(11) 0.08981(13) 0.0232(3) Uani d . 1 . .
H H7 0.7533 0.5606 0.0219 0.028 Uiso calc R 1 . .
C C18 0.60238(17) 0.50549(10) 0.14116(12) 0.0197(3) Uani d . 1 . .
H H6 0.5123 0.5407 0.1083 0.024 Uiso calc R 1 . .
C C19 0.35571(16) 0.54509(10) 0.29042(12) 0.0189(3) Uani d . 1 . .
H H10 0.3806 0.5861 0.2253 0.023 Uiso calc R 1 . .
C C20 0.23466(16) 0.57660(10) 0.36147(13) 0.0199(3) Uani d . 1 . .
H H9 0.1769 0.6358 0.3418 0.024 Uiso calc R 1 . .






_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_site_symmetry_2

_geom_bond_distance

_geom_bond_publ_flag





































O1 C11 . 1.3803(17) ?
O1 C12 . 1.3837(16) ?
C1 C9 . 1.364(2) ?
C1 C2 . 1.419(2) ?
C1 H1 . 0.95 ?
C2 C16 . 1.421(2) ?
C2 C3 . 1.4328(19) ?
C3 C11 . 1.4123(19) ?
C3 C4 . 1.4464(18) ?
C4 C18 . 1.3889(19) ?
C4 C5 . 1.5130(19) ?
C5 C19 . 1.3906(18) ?
C5 C6 . 1.4435(18) ?
C6 C12 . 1.4230(18) ?
C6 C7 . 1.4351(18) ?
C7 C8 . 1.4138(19) ?
C7 C15 . 1.4202(19) ?
C8 C20 . 1.364(2) ?
C8 H2 . 0.95 ?
C9 C10 . 1.407(2) ?
C9 H3 . 0.95 ?
C10 C11 . 1.374(2) ?
C10 H12 . 0.95 ?
C12 C13 . 1.367(2) ?
C13 C14 . 1.401(2) ?
C13 H4 . 0.95 ?
C14 C15 . 1.364(2) ?
C14 H5 . 0.95 ?
C15 H11 . 0.95 ?
C16 C17 . 1.365(2) ?
C16 H8 . 0.95 ?
C17 C18 . 1.405(2) ?
C17 H7 . 0.95 ?
C18 H6 . 0.95 ?
C19 C20 . 1.4043(19) ?
C19 H10 . 0.95 ?
C20 H9 . 0.95 ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle

_geom_angle_publ_flag





























































C11 O1 C12 . . 118.26(10) ?
C9 C1 C2 . . 121.06(14) ?
C9 C1 H1 . . 119.5 ?
C2 C1 H1 . . 119.5 ?
C1 C2 C16 . . 120.15(13) ?
C1 C2 C3 . . 119.80(13) ?
C16 C2 C3 . . 120.03(13) ?
C11 C3 C2 . . 116.22(12) ?
C11 C3 C4 . . 124.69(12) ?
C2 C3 C4 . . 119.06(12) ?
C18 C4 C3 . . 116.44(12) ?
C18 C4 C5 . . 118.37(12) ?
C3 C4 C5 . . 124.48(12) ?
C19 C5 C6 . . 116.51(12) ?
C19 C5 C4 . . 116.69(12) ?
C6 C5 C4 . . 125.97(12) ?
C12 C6 C7 . . 114.96(12) ?
C12 C6 C5 . . 125.46(12) ?
C7 C6 C5 . . 119.58(11) ?
C8 C7 C15 . . 119.09(12) ?
C8 C7 C6 . . 120.03(12) ?
C15 C7 C6 . . 120.88(12) ?
C20 C8 C7 . . 120.16(12) ?
C20 C8 H2 . . 119.9 ?
C7 C8 H2 . . 119.9 ?
C1 C9 C10 . . 119.64(13) ?
C1 C9 H3 . . 120.2 ?
C10 C9 H3 . . 120.2 ?
C11 C10 C9 . . 119.99(14) ?
C11 C10 H12 . . 120.0 ?
C9 C10 H12 . . 120.0 ?
C10 C11 O1 . . 116.89(13) ?
C10 C11 C3 . . 122.52(13) ?
O1 C11 C3 . . 119.94(12) ?
C13 C12 O1 . . 115.26(12) ?
C13 C12 C6 . . 123.16(13) ?
O1 C12 C6 . . 121.33(12) ?
C12 C13 C14 . . 120.49(13) ?
C12 C13 H4 . . 119.8 ?
C14 C13 H4 . . 119.8 ?
C15 C14 C13 . . 119.51(13) ?
C15 C14 H5 . . 120.2 ?
C13 C14 H5 . . 120.2 ?
C14 C15 C7 . . 120.85(13) ?
C14 C15 H11 . . 119.6 ?
C7 C15 H11 . . 119.6 ?
C17 C16 C2 . . 119.20(13) ?
C17 C16 H8 . . 120.4 ?
C2 C16 H8 . . 120.4 ?
C16 C17 C18 . . 120.63(14) ?
C16 C17 H7 . . 119.7 ?
C18 C17 H7 . . 119.7 ?
C4 C18 C17 . . 122.85(13) ?
C4 C18 H6 . . 118.6 ?
C17 C18 H6 . . 118.6 ?
C5 C19 C20 . . 123.75(13) ?
C5 C19 H10 . . 118.1 ?
C20 C19 H10 . . 118.1 ?
C8 C20 C19 . . 119.84(13) ?
C8 C20 H9 . . 120.1 ?
C19 C20 H9 . . 120.1 ?



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_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion

_geom_torsion_publ_flag
























































C9 C1 C2 C16 . . . . -174.50(13) ?
C9 C1 C2 C3 . . . . 4.1(2) ?
C1 C2 C3 C11 . . . . -9.53(19) ?
C16 C2 C3 C11 . . . . 169.11(12) ?
C1 C2 C3 C4 . . . . 172.09(12) ?
C16 C2 C3 C4 . . . . -9.27(19) ?
C11 C3 C4 C18 . . . . -163.30(12) ?
C2 C3 C4 C18 . . . . 14.93(18) ?
C11 C3 C4 C5 . . . . 26.5(2) ?
C2 C3 C4 C5 . . . . -155.25(12) ?
C18 C4 C5 C19 . . . . -13.43(18) ?
C3 C4 C5 C19 . . . . 156.57(13) ?
C18 C4 C5 C6 . . . . 177.41(12) ?
C3 C4 C5 C6 . . . . -12.6(2) ?
C19 C5 C6 C12 . . . . 176.88(12) ?
C4 C5 C6 C12 . . . . -13.9(2) ?
C19 C5 C6 C7 . . . . -2.94(18) ?
C4 C5 C6 C7 . . . . 166.24(12) ?
C12 C6 C7 C8 . . . . -176.36(11) ?
C5 C6 C7 C8 . . . . 3.48(18) ?
C12 C6 C7 C15 . . . . 3.28(18) ?
C5 C6 C7 C15 . . . . -176.88(11) ?
C15 C7 C8 C20 . . . . 179.53(12) ?
C6 C7 C8 C20 . . . . -0.83(19) ?
C2 C1 C9 C10 . . . . 3.0(2) ?
C1 C9 C10 C11 . . . . -4.3(2) ?
C9 C10 C11 O1 . . . . 169.07(12) ?
C9 C10 C11 C3 . . . . -1.7(2) ?
C12 O1 C11 C10 . . . . 115.31(14) ?
C12 O1 C11 C3 . . . . -73.68(16) ?
C2 C3 C11 C10 . . . . 8.44(19) ?
C4 C3 C11 C10 . . . . -173.28(13) ?
C2 C3 C11 O1 . . . . -162.05(12) ?
C4 C3 C11 O1 . . . . 16.2(2) ?
C11 O1 C12 C13 . . . . -119.06(13) ?
C11 O1 C12 C6 . . . . 66.42(16) ?
C7 C6 C12 C13 . . . . -4.13(19) ?
C5 C6 C12 C13 . . . . 176.04(13) ?
C7 C6 C12 O1 . . . . 169.94(11) ?
C5 C6 C12 O1 . . . . -9.9(2) ?
O1 C12 C13 C14 . . . . -172.59(12) ?
C6 C12 C13 C14 . . . . 1.8(2) ?
C12 C13 C14 C15 . . . . 1.6(2) ?
C13 C14 C15 C7 . . . . -2.4(2) ?
C8 C7 C15 C14 . . . . 179.47(12) ?
C6 C7 C15 C14 . . . . -0.2(2) ?
C1 C2 C16 C17 . . . . 176.02(13) ?
C3 C2 C16 C17 . . . . -2.6(2) ?
C2 C16 C17 C18 . . . . 8.5(2) ?
C3 C4 C18 C17 . . . . -9.5(2) ?
C5 C4 C18 C17 . . . . 161.26(13) ?
C16 C17 C18 C4 . . . . -2.2(2) ?
C6 C5 C19 C20 . . . . -0.1(2) ?
C4 C5 C19 C20 . . . . -170.36(12) ?
C7 C8 C20 C19 . . . . -2.3(2) ?
C5 C19 C20 C8 . . . . 2.8(2) ?



_database_code_depnum_ccdc_archive 'CCDC 1024840'
#######################################################################
#
#                 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_I

_chemical_name_systematic        ?

_chemical_name_common            ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C36 H24 O2'

_chemical_formula_iupac          ?

_chemical_formula_weight         488.55



_chemical_melting_point          ?



_space_group_crystal_system      monoclinic

_space_group_name_H-M_alt        'P 1 21/c 1'

_space_group_name_Hall           '-P 2ybc'

loop_

_space_group_symop_operation_xyz




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



_cell_length_a                   14.442(2)

_cell_length_b                   10.2549(16)

_cell_length_c                   17.944(3)

_cell_angle_alpha                90

_cell_angle_beta                 112.500(2)

_cell_angle_gamma                90

_cell_volume                     2455.2(7)

_cell_formula_units_Z            4

_cell_measurement_reflns_used    97

_cell_measurement_theta_min      2.5295

_cell_measurement_theta_max      27.3099

_cell_measurement_temperature    100.(2)



_exptl_crystal_description       prism

_exptl_crystal_colour            'clear colourless'

_exptl_crystal_size_max          0.416

_exptl_crystal_size_mid          0.195

_exptl_crystal_size_min          0.114

_exptl_crystal_density_diffrn    1.322

_exptl_crystal_density_meas      ?

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1024



_exptl_absorpt_coefficient_mu    0.080

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_absorpt_correction_T_min  0.6484

_exptl_absorpt_correction_T_max  0.7456



_exptl_special_details           
;

;



_diffrn_ambient_temperature      100.(2)



_diffrn_source                   ?

_diffrn_source_type              'fine-focus sealed tube'



_diffrn_radiation_type           MoK\a

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_monochromator  graphite



_diffrn_measurement_device_type  'Bruker APEX-II CCD'

_diffrn_measurement_method       'φ and ω scans'



_diffrn_detector_area_resol_mean 8.3333



_diffrn_reflns_number            21556

_diffrn_reflns_av_R_equivalents  0.0294

_diffrn_reflns_av_sigmaI/netI    0.0301

_diffrn_reflns_theta_min         2.34

_diffrn_reflns_theta_max         27.84

_diffrn_reflns_theta_full        27.84

_diffrn_measured_fraction_theta_max 0.992

_diffrn_measured_fraction_theta_full 0.992

_diffrn_reflns_limit_h_min       -18

_diffrn_reflns_limit_h_max       18

_diffrn_reflns_limit_k_min       -12

_diffrn_reflns_limit_k_max       13

_diffrn_reflns_limit_l_min       -22

_diffrn_reflns_limit_l_max       23



_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.

;



_reflns_number_total             5789

_reflns_number_gt                4398

_reflns_threshold_expression     >2sigma(I)



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_R_factor_all          0.0633

_refine_ls_R_factor_gt           0.0382

_refine_ls_wR_factor_gt          0.0814

_refine_ls_wR_factor_ref         0.0941

_refine_ls_goodness_of_fit_ref   1.013

_refine_ls_restrained_S_all      1.013

_refine_ls_number_reflns         5789

_refine_ls_number_parameters     343

_refine_ls_number_restraints     0

_refine_ls_hydrogen_treatment    constr

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0311P)²+1.3337P] where P=(Fo²+2Fc²)/3'



_atom_sites_solution_hydrogens   geom

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap



_refine_ls_shift/su_max          0.000

_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.316

_refine_diff_density_min         -0.256

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?



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'



_computing_data_collection       'Bruker APEX2'

_computing_cell_refinement       'APEX2 v2011.8-0 (Bruker AXS)'

_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    ?

_computing_publication_material  ?



loop_

_atom_site_type_symbol

_atom_site_label

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_occupancy

_atom_site_disorder_assembly

_atom_site_disorder_group






























































O O1 0.45331(7) -0.00967(10) 0.25298(5) 0.0198(2) Uani d . 1 . .
O O2 0.94942(6) 0.52082(10) 0.74437(5) 0.0199(2) Uani d . 1 . .
C C1 0.62671(10) -0.18864(15) 0.46928(9) 0.0239(3) Uani d . 1 . .
H H1 0.6671 -0.2297 0.5185 0.029 Uiso calc R 1 . .
C C2 0.59657(10) -0.25799(15) 0.39753(9) 0.0247(3) Uani d . 1 . .
H H4 0.6168 -0.3461 0.3974 0.03 Uiso calc R 1 . .
C C3 0.53682(10) -0.19830(14) 0.32598(9) 0.0218(3) Uani d . 1 . .
H H11 0.5151 -0.2454 0.2767 0.026 Uiso calc R 1 . .
C C4 0.50898(9) -0.06907(14) 0.32700(8) 0.0189(3) Uani d . 1 . .
C C5 0.35531(9) 0.01889(14) 0.24510(8) 0.0180(3) Uani d . 1 . .
C C6 0.27820(10) -0.04965(14) 0.18729(8) 0.0211(3) Uani d . 1 . .
H H12 0.2926 -0.1157 0.1562 0.025 Uiso calc R 1 . .
C C7 0.17948(10) -0.02037(15) 0.17549(8) 0.0229(3) Uani d . 1 . .
H H2 0.126 -0.0667 0.1362 0.027 Uiso calc R 1 . .
C C8 0.15934(10) 0.07638(14) 0.22104(8) 0.0223(3) Uani d . 1 . .
H H3 0.0919 0.0964 0.2129 0.027 Uiso calc R 1 . .
C C9 0.59808(10) -0.05938(14) 0.46938(8) 0.0209(3) Uani d . 1 . .
H H5 0.6188 -0.0133 0.519 0.025 Uiso calc R 1 . .
C C10 0.53921(9) 0.00457(14) 0.39774(8) 0.0181(3) Uani d . 1 . .
C C11 0.51460(9) 0.14508(14) 0.39714(8) 0.0179(3) Uani d . 1 . .
C C12 0.58773(10) 0.22936(14) 0.44843(8) 0.0221(3) Uani d . 1 . .
H H10 0.6515 0.1951 0.4812 0.027 Uiso calc R 1 . .
C C13 0.56963(10) 0.36113(14) 0.45267(9) 0.0236(3) Uani d . 1 . .
H H9 0.6206 0.4162 0.4878 0.028 Uiso calc R 1 . .
C C14 0.47665(10) 0.41259(15) 0.40528(8) 0.0229(3) Uani d . 1 . .
H H8 0.4635 0.5029 0.408 0.027 Uiso calc R 1 . .
C C15 0.40337(10) 0.33112(14) 0.35410(8) 0.0196(3) Uani d . 1 . .
H H7 0.3399 0.3667 0.3218 0.024 Uiso calc R 1 . .
C C16 0.42030(9) 0.19771(14) 0.34867(8) 0.0176(3) Uani d . 1 . .
C C17 0.33783(9) 0.11746(13) 0.29166(8) 0.0176(3) Uani d . 1 . .
C C18 0.23729(10) 0.14410(14) 0.27846(8) 0.0203(3) Uani d . 1 . .
H H6 0.2224 0.2098 0.3095 0.024 Uiso calc R 1 . .
C C19 0.69671(10) 0.41205(15) 0.78672(9) 0.0245(3) Uani d . 1 . .
H H13 0.6396 0.3869 0.7972 0.029 Uiso calc R 1 . .
C C20 0.71557(10) 0.35358(14) 0.72445(9) 0.0217(3) Uani d . 1 . .
H H19 0.6708 0.2889 0.6925 0.026 Uiso calc R 1 . .
C C21 0.79968(9) 0.38794(14) 0.70754(8) 0.0186(3) Uani d . 1 . .
C C22 0.82495(9) 0.31665(14) 0.64591(8) 0.0183(3) Uani d . 1 . .
C C23 0.86624(9) 0.37862(14) 0.59559(8) 0.0193(3) Uani d . 1 . .
C C24 0.88687(9) 0.52051(14) 0.59865(8) 0.0189(3) Uani d . 1 . .
C C25 0.87048(10) 0.59233(15) 0.52833(9) 0.0236(3) Uani d . 1 . .
H H24 0.8384 0.5516 0.4773 0.028 Uiso calc R 1 . .
C C26 0.90016(10) 0.72181(15) 0.53156(9) 0.0266(3) Uani d . 1 . .
H H14 0.8879 0.7688 0.4831 0.032 Uiso calc R 1 . .
C C27 0.93043(9) 0.58687(14) 0.67186(8) 0.0188(3) Uani d . 1 . .
C C28 0.86178(9) 0.48542(14) 0.75527(8) 0.0189(3) Uani d . 1 . .
C C29 0.84379(10) 0.54492(14) 0.81790(8) 0.0216(3) Uani d . 1 . .
H H21 0.8877 0.6106 0.8495 0.026 Uiso calc R 1 . .
C C30 0.76084(10) 0.50737(15) 0.83397(8) 0.0243(3) Uani d . 1 . .
H H20 0.748 0.5467 0.877 0.029 Uiso calc R 1 . .
C C31 0.89026(10) 0.30245(15) 0.54058(8) 0.0235(3) Uani d . 1 . .
H H18 0.918 0.3435 0.5064 0.028 Uiso calc R 1 . .
C C32 0.87461(10) 0.16906(15) 0.53489(9) 0.0258(3) Uani d . 1 . .
H H17 0.8919 0.1193 0.4974 0.031 Uiso calc R 1 . .
C C33 0.83363(10) 0.10844(15) 0.58418(9) 0.0252(3) Uani d . 1 . .
H H16 0.8226 0.0169 0.5807 0.03 Uiso calc R 1 . .
C C34 0.80880(9) 0.18183(14) 0.63856(8) 0.0216(3) Uani d . 1 . .
H H15 0.7801 0.1397 0.6717 0.026 Uiso calc R 1 . .
C C35 0.96198(9) 0.71508(14) 0.67605(9) 0.0221(3) Uani d . 1 . .
H H23 0.9932 0.7566 0.7269 0.027 Uiso calc R 1 . .
C C36 0.94772(10) 0.78255(15) 0.60556(9) 0.0260(3) Uani d . 1 . .
H H22 0.9704 0.87 0.6079 0.031 Uiso calc R 1 . .






_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_site_symmetry_2

_geom_bond_distance

_geom_bond_publ_flag




































































O1 C5 . 1.3985(15) ?
O1 C4 . 1.4015(16) ?
O2 C27 . 1.3979(16) ?
O2 C28 . 1.4005(15) ?
C1 C2 . 1.387(2) ?
C1 C9 . 1.389(2) ?
C1 H1 . 0.95 ?
C2 C3 . 1.385(2) ?
C2 H4 . 0.95 ?
C3 C4 . 1.387(2) ?
C3 H11 . 0.95 ?
C4 C10 . 1.3956(19) ?
C5 C6 . 1.3879(19) ?
C5 C17 . 1.3946(19) ?
C6 C7 . 1.3917(19) ?
C6 H12 . 0.95 ?
C7 C8 . 1.385(2) ?
C7 H2 . 0.95 ?
C8 C18 . 1.3868(19) ?
C8 H3 . 0.95 ?
C9 C10 . 1.4032(19) ?
C9 H5 . 0.95 ?
C10 C11 . 1.4831(19) ?
C11 C12 . 1.4020(19) ?
C11 C16 . 1.4128(18) ?
C12 C13 . 1.384(2) ?
C12 H10 . 0.95 ?
C13 C14 . 1.389(2) ?
C13 H9 . 0.95 ?
C14 C15 . 1.3848(19) ?
C14 H8 . 0.95 ?
C15 C16 . 1.400(2) ?
C15 H7 . 0.95 ?
C16 C17 . 1.4866(18) ?
C17 C18 . 1.4057(18) ?
C18 H6 . 0.95 ?
C19 C20 . 1.384(2) ?
C19 C30 . 1.390(2) ?
C19 H13 . 0.95 ?
C20 C21 . 1.4050(18) ?
C20 H19 . 0.95 ?
C21 C28 . 1.3961(19) ?
C21 C22 . 1.4830(18) ?
C22 C34 . 1.400(2) ?
C22 C23 . 1.4095(19) ?
C23 C31 . 1.4024(19) ?
C23 C24 . 1.482(2) ?
C24 C27 . 1.3970(19) ?
C24 C25 . 1.4008(19) ?
C25 C26 . 1.390(2) ?
C25 H24 . 0.95 ?
C26 C36 . 1.388(2) ?
C26 H14 . 0.95 ?
C27 C35 . 1.384(2) ?
C28 C29 . 1.3879(19) ?
C29 C30 . 1.3896(19) ?
C29 H21 . 0.95 ?
C30 H20 . 0.95 ?
C31 C32 . 1.384(2) ?
C31 H18 . 0.95 ?
C32 C33 . 1.385(2) ?
C32 H17 . 0.95 ?
C33 C34 . 1.384(2) ?
C33 H16 . 0.95 ?
C34 H15 . 0.95 ?
C35 C36 . 1.386(2) ?
C35 H23 . 0.95 ?
C36 H22 . 0.95 ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle

_geom_angle_publ_flag














































































































C5 O1 C4 . . 112.22(9) ?
C27 O2 C28 . . 112.94(9) ?
C2 C1 C9 . . 120.18(13) ?
C2 C1 H1 . . 119.9 ?
C9 C1 H1 . . 119.9 ?
C3 C2 C1 . . 119.77(14) ?
C3 C2 H4 . . 120.1 ?
C1 C2 H4 . . 120.1 ?
C2 C3 C4 . . 119.39(13) ?
C2 C3 H11 . . 120.3 ?
C4 C3 H11 . . 120.3 ?
C3 C4 C10 . . 122.52(13) ?
C3 C4 O1 . . 117.82(12) ?
C10 C4 O1 . . 119.54(12) ?
C6 C5 C17 . . 122.50(12) ?
C6 C5 O1 . . 117.46(12) ?
C17 C5 O1 . . 119.96(11) ?
C5 C6 C7 . . 119.14(13) ?
C5 C6 H12 . . 120.4 ?
C7 C6 H12 . . 120.4 ?
C8 C7 C6 . . 119.92(13) ?
C8 C7 H2 . . 120.0 ?
C6 C7 H2 . . 120.0 ?
C7 C8 C18 . . 120.20(12) ?
C7 C8 H3 . . 119.9 ?
C18 C8 H3 . . 119.9 ?
C1 C9 C10 . . 121.42(13) ?
C1 C9 H5 . . 119.3 ?
C10 C9 H5 . . 119.3 ?
C4 C10 C9 . . 116.69(13) ?
C4 C10 C11 . . 121.90(12) ?
C9 C10 C11 . . 121.35(12) ?
C12 C11 C16 . . 118.37(13) ?
C12 C11 C10 . . 118.42(12) ?
C16 C11 C10 . . 123.20(12) ?
C13 C12 C11 . . 121.82(13) ?
C13 C12 H10 . . 119.1 ?
C11 C12 H10 . . 119.1 ?
C12 C13 C14 . . 119.73(13) ?
C12 C13 H9 . . 120.1 ?
C14 C13 H9 . . 120.1 ?
C15 C14 C13 . . 119.41(14) ?
C15 C14 H8 . . 120.3 ?
C13 C14 H8 . . 120.3 ?
C14 C15 C16 . . 121.76(13) ?
C14 C15 H7 . . 119.1 ?
C16 C15 H7 . . 119.1 ?
C15 C16 C11 . . 118.91(12) ?
C15 C16 C17 . . 118.28(12) ?
C11 C16 C17 . . 122.81(12) ?
C5 C17 C18 . . 116.88(12) ?
C5 C17 C16 . . 122.17(11) ?
C18 C17 C16 . . 120.82(12) ?
C8 C18 C17 . . 121.36(13) ?
C8 C18 H6 . . 119.3 ?
C17 C18 H6 . . 119.3 ?
C20 C19 C30 . . 120.41(13) ?
C20 C19 H13 . . 119.8 ?
C30 C19 H13 . . 119.8 ?
C19 C20 C21 . . 121.29(13) ?
C19 C20 H19 . . 119.4 ?
C21 C20 H19 . . 119.4 ?
C28 C21 C20 . . 116.91(12) ?
C28 C21 C22 . . 121.79(11) ?
C20 C21 C22 . . 121.15(12) ?
C34 C22 C23 . . 118.75(12) ?
C34 C22 C21 . . 118.52(12) ?
C23 C22 C21 . . 122.72(12) ?
C31 C23 C22 . . 118.62(13) ?
C31 C23 C24 . . 118.20(12) ?
C22 C23 C24 . . 123.18(12) ?
C27 C24 C25 . . 116.80(13) ?
C27 C24 C23 . . 121.66(12) ?
C25 C24 C23 . . 121.37(12) ?
C26 C25 C24 . . 121.45(14) ?
C26 C25 H24 . . 119.3 ?
C24 C25 H24 . . 119.3 ?
C36 C26 C25 . . 120.05(14) ?
C36 C26 H14 . . 120.0 ?
C25 C26 H14 . . 120.0 ?
C35 C27 C24 . . 122.30(13) ?
C35 C27 O2 . . 117.80(12) ?
C24 C27 O2 . . 119.77(12) ?
C29 C28 C21 . . 122.43(12) ?
C29 C28 O2 . . 117.28(12) ?
C21 C28 O2 . . 120.17(11) ?
C28 C29 C30 . . 119.31(13) ?
C28 C29 H21 . . 120.3 ?
C30 C29 H21 . . 120.3 ?
C29 C30 C19 . . 119.64(13) ?
C29 C30 H20 . . 120.2 ?
C19 C30 H20 . . 120.2 ?
C32 C31 C23 . . 121.67(14) ?
C32 C31 H18 . . 119.2 ?
C23 C31 H18 . . 119.2 ?
C31 C32 C33 . . 119.61(13) ?
C31 C32 H17 . . 120.2 ?
C33 C32 H17 . . 120.2 ?
C34 C33 C32 . . 119.70(14) ?
C34 C33 H16 . . 120.2 ?
C32 C33 H16 . . 120.2 ?
C33 C34 C22 . . 121.65(13) ?
C33 C34 H15 . . 119.2 ?
C22 C34 H15 . . 119.2 ?
C27 C35 C36 . . 119.58(13) ?
C27 C35 H23 . . 120.2 ?
C36 C35 H23 . . 120.2 ?
C35 C36 C26 . . 119.70(14) ?
C35 C36 H22 . . 120.1 ?
C26 C36 H22 . . 120.1 ?



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_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion

_geom_torsion_publ_flag


























































































C9 C1 C2 C3 . . . . -0.7(2) ?
C1 C2 C3 C4 . . . . 0.82(19) ?
C2 C3 C4 C10 . . . . 0.29(19) ?
C2 C3 C4 O1 . . . . 176.45(11) ?
C5 O1 C4 C3 . . . . 112.22(13) ?
C5 O1 C4 C10 . . . . -71.51(14) ?
C4 O1 C5 C6 . . . . -112.85(13) ?
C4 O1 C5 C17 . . . . 70.18(15) ?
C17 C5 C6 C7 . . . . -0.6(2) ?
O1 C5 C6 C7 . . . . -177.51(12) ?
C5 C6 C7 C8 . . . . 0.2(2) ?
C6 C7 C8 C18 . . . . -0.1(2) ?
C2 C1 C9 C10 . . . . -0.5(2) ?
C3 C4 C10 C9 . . . . -1.45(18) ?
O1 C4 C10 C9 . . . . -177.55(11) ?
C3 C4 C10 C11 . . . . 175.78(12) ?
O1 C4 C10 C11 . . . . -0.31(18) ?
C1 C9 C10 C4 . . . . 1.56(18) ?
C1 C9 C10 C11 . . . . -175.69(12) ?
C4 C10 C11 C12 . . . . -140.24(13) ?
C9 C10 C11 C12 . . . . 36.86(17) ?
C4 C10 C11 C16 . . . . 41.17(18) ?
C9 C10 C11 C16 . . . . -141.73(13) ?
C16 C11 C12 C13 . . . . 0.2(2) ?
C10 C11 C12 C13 . . . . -178.48(12) ?
C11 C12 C13 C14 . . . . 0.2(2) ?
C12 C13 C14 C15 . . . . -0.3(2) ?
C13 C14 C15 C16 . . . . 0.0(2) ?
C14 C15 C16 C11 . . . . 0.34(19) ?
C14 C15 C16 C17 . . . . -179.49(12) ?
C12 C11 C16 C15 . . . . -0.42(18) ?
C10 C11 C16 C15 . . . . 178.16(12) ?
C12 C11 C16 C17 . . . . 179.40(12) ?
C10 C11 C16 C17 . . . . -2.02(19) ?
C6 C5 C17 C18 . . . . 0.91(19) ?
O1 C5 C17 C18 . . . . 177.72(11) ?
C6 C5 C17 C16 . . . . -174.90(12) ?
O1 C5 C17 C16 . . . . 1.91(19) ?
C15 C16 C17 C5 . . . . 140.39(13) ?
C11 C16 C17 C5 . . . . -39.43(19) ?
C15 C16 C17 C18 . . . . -35.26(18) ?
C11 C16 C17 C18 . . . . 144.92(13) ?
C7 C8 C18 C17 . . . . 0.4(2) ?
C5 C17 C18 C8 . . . . -0.8(2) ?
C16 C17 C18 C8 . . . . 175.10(12) ?
C30 C19 C20 C21 . . . . 0.4(2) ?
C19 C20 C21 C28 . . . . -1.3(2) ?
C19 C20 C21 C22 . . . . 174.21(13) ?
C28 C21 C22 C34 . . . . 138.36(13) ?
C20 C21 C22 C34 . . . . -36.96(18) ?
C28 C21 C22 C23 . . . . -40.41(19) ?
C20 C21 C22 C23 . . . . 144.27(13) ?
C34 C22 C23 C31 . . . . -0.51(18) ?
C21 C22 C23 C31 . . . . 178.26(12) ?
C34 C22 C23 C24 . . . . -179.67(12) ?
C21 C22 C23 C24 . . . . -0.90(19) ?
C31 C23 C24 C27 . . . . -136.19(13) ?
C22 C23 C24 C27 . . . . 42.97(18) ?
C31 C23 C24 C25 . . . . 38.97(18) ?
C22 C23 C24 C25 . . . . -141.87(13) ?
C27 C24 C25 C26 . . . . 2.70(19) ?
C23 C24 C25 C26 . . . . -172.68(12) ?
C24 C25 C26 C36 . . . . 0.4(2) ?
C25 C24 C27 C35 . . . . -3.89(18) ?
C23 C24 C27 C35 . . . . 171.48(12) ?
C25 C24 C27 O2 . . . . -179.62(10) ?
C23 C24 C27 O2 . . . . -4.26(17) ?
C28 O2 C27 C35 . . . . 115.68(13) ?
C28 O2 C27 C24 . . . . -68.39(15) ?
C20 C21 C28 C29 . . . . 1.3(2) ?
C22 C21 C28 C29 . . . . -174.17(12) ?
C20 C21 C28 O2 . . . . 177.15(12) ?
C22 C21 C28 O2 . . . . 1.64(19) ?
C27 O2 C28 C29 . . . . -113.88(13) ?
C27 O2 C28 C21 . . . . 70.09(16) ?
C21 C28 C29 C30 . . . . -0.4(2) ?
O2 C28 C29 C30 . . . . -176.29(12) ?
C28 C29 C30 C19 . . . . -0.7(2) ?
C20 C19 C30 C29 . . . . 0.7(2) ?
C22 C23 C31 C32 . . . . -0.1(2) ?
C24 C23 C31 C32 . . . . 179.06(12) ?
C23 C31 C32 C33 . . . . 0.4(2) ?
C31 C32 C33 C34 . . . . 0.0(2) ?
C32 C33 C34 C22 . . . . -0.7(2) ?
C23 C22 C34 C33 . . . . 0.92(19) ?
C21 C22 C34 C33 . . . . -177.90(12) ?
C24 C27 C35 C36 . . . . 1.94(19) ?
O2 C27 C35 C36 . . . . 177.75(11) ?
C27 C35 C36 C26 . . . . 1.33(19) ?
C25 C26 C36 C35 . . . . -2.5(2) ?



_database_code_depnum_ccdc_archive 'CCDC 1024841'
