# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_maju
_database_code_depnum_ccdc_archive 'CCDC 1508958'
_audit_update_record             
;
2016-10-10 deposited with the CCDC.
2016-10-20 downloaded from the CCDC.
;
_audit_creation_date             2014-03-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_chemical_formula_moiety         'C28 H24 O4'
_chemical_formula_sum            'C28 H24 O4'
_chemical_formula_weight         424.50
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51091 26.12573 3.14236
57.79977 0.00304 'Custom 4-Gaussian' custom
C 0.00330 0.00160 2.31000 1.02000 1.58860 0.86500 20.84392 10.20751 0.56870
51.65125 0.2156 'Custom 4-Gaussian' custom
O 0.01060 0.00600 3.04850 2.28680 1.54630 0.86700 13.27711 5.70111 0.32390
32.90894 0.2508 'Custom 4-Gaussian' custom

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   5.6126(11)
_cell_length_b                   8.3452(17)
_cell_length_c                   12.339(3)
_cell_angle_alpha                88.55(3)
_cell_angle_beta                 78.74(3)
_cell_angle_gamma                87.54(3)
_cell_volume                     566.2(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    10092
_cell_measurement_theta_min      6.42
_cell_measurement_theta_max      54.82
_exptl_crystal_description       block
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.2449
_exptl_crystal_F_000             224.1088
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5390
_diffrn_reflns_theta_full        27.4772
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.37
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.9769
_diffrn_measured_fraction_theta_max 0.9769
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2009
_reflns_number_total             2537
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_refine_diff_density_max         0.2009
_refine_diff_density_min         -0.2488
_refine_diff_density_rms         0.0569
_refine_ls_d_res_high            0.7702
_refine_ls_d_res_low             6.0498
_refine_ls_goodness_of_fit_ref   1.0654
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2537
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.0654
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+0.2220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1323
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C10(H10), C12(H12), C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C16(H16a,H16b,H16c)
;
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_refinement_flags_posn
O1 O 0.88415(19) 0.24780(12) 0.44272(8) 0.0361(3) Uani 1.000000 .
O2 O 1.1938(3) 0.3859(2) 0.11409(12) 0.0781(5) Uani 1.000000 .
C2 C 0.5418(3) 0.14021(17) 0.61697(12) 0.0320(3) Uani 1.000000 .
C3 C 0.5623(2) 0.06616(16) 0.50627(11) 0.0313(3) Uani 1.000000 .
C4 C 0.3427(3) 0.23949(19) 0.65894(13) 0.0400(4) Uani 1.000000 .
H4 H 0.2280(3) 0.26656(19) 0.61576(13) 0.0480(4) Uiso 1.000000 R
C5 C 0.7169(3) 0.14670(17) 0.41326(12) 0.0322(3) Uani 1.000000 .
C6 C 1.0114(3) 0.31427(18) 0.34804(13) 0.0368(3) Uani 1.000000 .
C7 C 0.7387(3) 0.15316(18) 0.30242(12) 0.0376(3) Uani 1.000000 .
H7 H 0.6477(3) 0.09796(18) 0.26123(12) 0.0451(4) Uiso 1.000000 R
C8 C 0.9281(3) 0.26085(18) 0.25991(13) 0.0377(3) Uani 1.000000 .
C9 C 1.2019(3) 0.4267(2) 0.36152(16) 0.0488(4) Uani 1.000000 .
H9a H 1.3060(16) 0.4454(13) 0.2912(3) 0.0731(7) Uiso 1.000000 GR
H9b H 1.1261(3) 0.5264(6) 0.3897(11) 0.0731(7) Uiso 1.000000 GR
H9c H 1.2964(16) 0.3807(8) 0.4123(9) 0.0731(7) Uiso 1.000000 GR
C10 C 0.7144(3) 0.1045(2) 0.68132(14) 0.0418(4) Uani 1.000000 .
H10 H 0.8515(3) 0.0407(2) 0.65330(14) 0.0502(4) Uiso 1.000000 R
C12 C 0.3133(3) 0.2989(2) 0.76515(15) 0.0497(4) Uani 1.000000 .
H12 H 0.1789(3) 0.3652(2) 0.79284(15) 0.0596(5) Uiso 1.000000 R
C13 C 1.0160(3) 0.3067(2) 0.14307(14) 0.0494(4) Uani 1.000000 .
C14 C 0.4827(4) 0.2600(2) 0.82935(15) 0.0548(5) Uani 1.000000 .
H14 H 0.4619(4) 0.2985(2) 0.90079(15) 0.0658(6) Uiso 1.000000 R
C15 C 0.6834(4) 0.1637(2) 0.78728(15) 0.0526(5) Uani 1.000000 .
H15 H 0.7988(4) 0.1381(2) 0.83037(15) 0.0631(5) Uiso 1.000000 R
C16 C 0.8720(5) 0.2556(4) 0.06131(18) 0.0875(9) Uani 1.000000 .
H16a H 0.922(3) 0.313(2) -0.0073(6) 0.1312(13) Uiso 1.000000 GR
H16b H 0.899(3) 0.1425(6) 0.0495(14) 0.1312(13) Uiso 1.000000 GR
H16c H 0.7023(7) 0.279(2) 0.0891(8) 0.1312(13) Uiso 1.000000 GR


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 1.3938(17) . ?
O1 C6 1.3632(18) . ?
O2 C13 1.211(2) . ?
C2 C3 1.495(2) . ?
C2 C4 1.385(2) . ?
C2 C10 1.386(2) . ?
C3 C3 1.360(3) 2_656 ?
C3 C5 1.464(2) . ?
C4 H4 0.9300 . ?
C4 C12 1.390(2) . ?
C5 C7 1.349(2) . ?
C6 C8 1.357(2) . ?
C6 C9 1.488(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.433(2) . ?
C8 C13 1.476(2) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10 0.9300 . ?
C10 C15 1.386(2) . ?
C12 H12 0.9300 . ?
C12 C14 1.375(3) . ?
C13 C16 1.491(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(3) . ?
C15 H15 0.9300 . ?
C16 H16a 0.9600 . ?
C16 H16b 0.9600 . ?
C16 H16c 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 C5 107.74(11) . . ?
C4 C2 C3 120.18(13) . . ?
C10 C2 C3 120.72(13) . . ?
C10 C2 C4 119.03(14) . . ?
C3 C3 C2 121.08(16) 2_656 . ?
C5 C3 C2 116.30(12) . . ?
H4 C4 C2 119.78(9) . . ?
C12 C4 C2 120.44(16) . . ?
C12 C4 H4 119.78(11) . . ?
C3 C5 O1 114.79(12) . . ?
C7 C5 O1 108.63(12) . . ?
C7 C5 C3 136.55(14) . . ?
C8 C6 O1 109.49(13) . . ?
C9 C6 O1 116.28(14) . . ?
C9 C6 C8 134.23(15) . . ?
H7 C7 C5 126.34(9) . . ?
C8 C7 C5 107.31(14) . . ?
C8 C7 H7 126.34(9) . . ?
C7 C8 C6 106.82(13) . . ?
C13 C8 C6 126.18(15) . . ?
C13 C8 C7 127.00(15) . . ?
H9a C9 C6 109.5 . . ?
H9b C9 C6 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C6 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10 C10 C2 119.91(9) . . ?
C15 C10 C2 120.17(16) . . ?
C15 C10 H10 119.91(11) . . ?
H12 C12 C4 119.93(11) . . ?
C14 C12 C4 120.14(16) . . ?
C14 C12 H12 119.93(10) . . ?
C8 C13 O2 122.03(17) . . ?
C16 C13 O2 120.71(17) . . ?
C16 C13 C8 117.23(16) . . ?
H14 C14 C12 120.17(10) . . ?
C15 C14 C12 119.66(16) . . ?
C15 C14 H14 120.17(11) . . ?
C14 C15 C10 120.53(17) . . ?
H15 C15 C10 119.74(11) . . ?
H15 C15 C14 119.74(11) . . ?
H16a C16 C13 109.5 . . ?
H16b C16 C13 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C13 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd15219
_database_code_depnum_ccdc_archive 'CCDC 1508959'
_audit_update_record             
;
2016-10-10 deposited with the CCDC.
2016-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 O6'
_chemical_formula_weight         456.47

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4453(16)
_cell_length_b                   10.5990(16)
_cell_length_c                   10.8669(18)
_cell_angle_alpha                86.506(4)
_cell_angle_beta                 84.424(3)
_cell_angle_gamma                71.570(3)
_cell_volume                     1135.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1561
_cell_measurement_theta_min      4.776
_cell_measurement_theta_max      46.437

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6473
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6867
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.884
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4445
_reflns_number_gt                3100
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0852P)²+0.1414P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4445
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1442
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.12310(16) 0.89859(18) 0.7318(2) 0.0656(6) Uani 1 1 d . . . . .
O2 O 0.15645(15) 0.84520(15) 0.94526(14) 0.0431(4) Uani 1 1 d . . . . .
O3 O 0.32511(14) 0.91012(15) 0.67779(14) 0.0419(4) Uani 1 1 d . . . . .
O4 O -0.0381(2) 0.7418(2) 1.0023(2) 0.0816(7) Uani 1 1 d . . . . .
O5 O 0.32412(18) 0.61149(17) 0.73791(19) 0.0621(5) Uani 1 1 d . . . . .
O6 O 0.5782(2) 0.7856(3) 0.9717(2) 0.0923(8) Uani 1 1 d . . . . .
C1 C -0.0256(2) 0.9363(2) 0.7225(2) 0.0426(5) Uani 1 1 d . . . . .
C2 C -0.0217(2) 1.0722(2) 0.6943(2) 0.0393(5) Uani 1 1 d . . . . .
C3 C 0.1053(2) 1.0763(2) 0.7005(2) 0.0384(5) Uani 1 1 d . . . . .
C4 C 0.1954(2) 0.9450(2) 0.7480(2) 0.0381(5) Uani 1 1 d . . . . .
C5 C 0.1180(2) 0.8472(2) 0.7374(2) 0.0388(5) Uani 1 1 d . . . . .
H5 H 0.1538 0.7927 0.6646 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1396(2) 0.7611(2) 0.8557(2) 0.0405(5) Uani 1 1 d . . . . .
C7 C 0.2250(2) 0.9333(2) 0.8854(2) 0.0372(5) Uani 1 1 d . . . . .
H7 H 0.1929 1.0207 0.9231 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3764(2) 0.8797(2) 0.8768(2) 0.0403(5) Uani 1 1 d . . . . .
C9 C 0.4230(2) 0.8710(2) 0.7575(2) 0.0413(5) Uani 1 1 d . . . . .
C10 C 0.5610(2) 0.8279(3) 0.6955(3) 0.0624(8) Uani 1 1 d . . . . .
H10A H 0.6259 0.8121 0.7561 0.094 Uiso 1 1 calc R U . . .
H10B H 0.5724 0.8962 0.6373 0.094 Uiso 1 1 calc R U . . .
H10C H 0.5747 0.7475 0.6528 0.094 Uiso 1 1 calc R U . . .
C11 C 0.0222(2) 0.7083(3) 0.9036(3) 0.0520(6) Uani 1 1 d . . . . .
C12 C -0.0057(3) 0.6098(3) 0.8269(3) 0.0707(8) Uani 1 1 d . . . . .
H12A H 0.0394 0.5214 0.8572 0.106 Uiso 1 1 calc R U . . .
H12B H 0.0269 0.6203 0.7425 0.106 Uiso 1 1 calc R U . . .
H12C H -0.1015 0.6240 0.8316 0.106 Uiso 1 1 calc R U . . .
C13 C 0.2696(2) 0.6410(2) 0.8390(3) 0.0474(6) Uani 1 1 d . . . . .
C14 C 0.3194(3) 0.5643(3) 0.9525(3) 0.0798(9) Uani 1 1 d . . . . .
H14A H 0.2644 0.5087 0.9790 0.120 Uiso 1 1 calc R U . . .
H14B H 0.3144 0.6247 1.0165 0.120 Uiso 1 1 calc R U . . .
H14C H 0.4116 0.5099 0.9357 0.120 Uiso 1 1 calc R U . . .
C15 C 0.4586(3) 0.8466(3) 0.9828(3) 0.0531(6) Uani 1 1 d . . . . .
C16 C 0.3891(3) 0.8906(3) 1.1048(3) 0.0708(8) Uani 1 1 d . . . . .
H16A H 0.4547 0.8733 1.1648 0.106 Uiso 1 1 calc R U . . .
H16B H 0.3259 0.8429 1.1289 0.106 Uiso 1 1 calc R U . . .
H16C H 0.3416 0.9843 1.1000 0.106 Uiso 1 1 calc R U . . .
C17 C -0.1436(2) 1.1827(2) 0.6710(2) 0.0410(5) Uani 1 1 d . . . . .
C18 C -0.2374(2) 1.1691(3) 0.5952(2) 0.0461(6) Uani 1 1 d . . . . .
H18 H -0.2220 1.0891 0.5567 0.055 Uiso 1 1 calc R U . . .
C19 C -0.3528(2) 1.2729(3) 0.5765(2) 0.0547(7) Uani 1 1 d . . . . .
H19 H -0.4145 1.2632 0.5245 0.066 Uiso 1 1 calc R U . . .
C20 C -0.3775(2) 1.3900(3) 0.6338(2) 0.0569(7) Uani 1 1 d . . . . .
H20 H -0.4564 1.4596 0.6217 0.068 Uiso 1 1 calc R U . . .
C21 C -0.2855(2) 1.4053(3) 0.7097(2) 0.0543(7) Uani 1 1 d . . . . .
H21 H -0.3023 1.4853 0.7487 0.065 Uiso 1 1 calc R U . . .
C22 C -0.1693(2) 1.3027(2) 0.7280(2) 0.0484(6) Uani 1 1 d . . . . .
H22 H -0.1074 1.3137 0.7790 0.058 Uiso 1 1 calc R U . . .
C23 C 0.1572(2) 1.1868(2) 0.6650(2) 0.0392(5) Uani 1 1 d . . . . .
C24 C 0.1182(2) 1.2624(3) 0.5582(2) 0.0503(6) Uani 1 1 d . . . . .
H24 H 0.0581 1.2428 0.5105 0.060 Uiso 1 1 calc R U . . .
C25 C 0.1673(3) 1.3654(3) 0.5223(3) 0.0559(7) Uani 1 1 d . . . . .
H25 H 0.1402 1.4155 0.4506 0.067 Uiso 1 1 calc R U . . .
C26 C 0.2564(3) 1.3951(3) 0.5918(3) 0.0556(7) Uani 1 1 d . . . . .
H26 H 0.2896 1.4653 0.5675 0.067 Uiso 1 1 calc R U . . .
C27 C 0.2961(3) 1.3213(3) 0.6965(3) 0.0540(7) Uani 1 1 d . . . . .
H27 H 0.3563 1.3415 0.7435 0.065 Uiso 1 1 calc R U . . .
C28 C 0.2481(2) 1.2175(2) 0.7333(2) 0.0467(6) Uani 1 1 d . . . . .
H28 H 0.2767 1.1674 0.8045 0.056 Uiso 1 1 calc R U . . .


_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 C1 1.200(3) . ?
O2 C6 1.418(3) . ?
O2 C7 1.438(3) . ?
O3 C9 1.352(3) . ?
O3 C4 1.439(2) . ?
O4 C11 1.203(3) . ?
O5 C13 1.198(3) . ?
O6 C15 1.210(3) . ?
C1 C2 1.466(3) . ?
C1 C5 1.517(3) . ?
C2 C3 1.349(3) . ?
C2 C17 1.463(3) . ?
C3 C23 1.456(3) . ?
C3 C4 1.506(3) . ?
C4 C5 1.518(3) . ?
C4 C7 1.544(3) . ?
C5 C6 1.523(3) . ?
C5 H5 0.9800 . ?
C6 C11 1.537(3) . ?
C6 C13 1.545(3) . ?
C7 C8 1.497(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.337(3) . ?
C8 C15 1.462(3) . ?
C9 C10 1.474(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.489(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.479(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.475(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.385(3) . ?
C17 C22 1.386(3) . ?
C18 C19 1.374(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.386(3) . ?
C23 C24 1.389(3) . ?
C24 C25 1.367(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.362(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.369(3) . ?
C27 H27 0.9300 . ?
C28 H28 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 O2 C7 108.76(16) . . ?
C9 O3 C4 108.52(16) . . ?
O1 C1 C2 127.5(2) . . ?
O1 C1 C5 124.5(2) . . ?
C2 C1 C5 108.07(18) . . ?
C3 C2 C17 128.1(2) . . ?
C3 C2 C1 109.65(19) . . ?
C17 C2 C1 122.12(19) . . ?
C2 C3 C23 127.6(2) . . ?
C2 C3 C4 110.82(19) . . ?
C23 C3 C4 121.52(18) . . ?
O3 C4 C3 110.01(18) . . ?
O3 C4 C5 113.71(17) . . ?
C3 C4 C5 105.06(17) . . ?
O3 C4 C7 106.14(16) . . ?
C3 C4 C7 117.77(17) . . ?
C5 C4 C7 104.28(18) . . ?
C1 C5 C4 103.47(18) . . ?
C1 C5 C6 116.09(18) . . ?
C4 C5 C6 104.95(17) . . ?
C1 C5 H5 110.6 . . ?
C4 C5 H5 110.6 . . ?
C6 C5 H5 110.6 . . ?
O2 C6 C5 104.74(18) . . ?
O2 C6 C11 108.66(18) . . ?
C5 C6 C11 115.38(19) . . ?
O2 C6 C13 109.21(17) . . ?
C5 C6 C13 110.61(18) . . ?
C11 C6 C13 108.08(19) . . ?
O2 C7 C8 115.05(18) . . ?
O2 C7 C4 106.43(16) . . ?
C8 C7 C4 101.94(17) . . ?
O2 C7 H7 111.0 . . ?
C8 C7 H7 111.0 . . ?
C4 C7 H7 111.0 . . ?
C9 C8 C15 126.2(2) . . ?
C9 C8 C7 109.0(2) . . ?
C15 C8 C7 124.8(2) . . ?
C8 C9 O3 114.19(18) . . ?
C8 C9 C10 132.4(2) . . ?
O3 C9 C10 113.4(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O4 C11 C12 122.8(2) . . ?
O4 C11 C6 119.9(2) . . ?
C12 C11 C6 117.2(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O5 C13 C14 122.8(2) . . ?
O5 C13 C6 120.6(2) . . ?
C14 C13 C6 116.6(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O6 C15 C8 121.8(3) . . ?
O6 C15 C16 121.1(3) . . ?
C8 C15 C16 117.1(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 118.6(2) . . ?
C18 C17 C2 121.2(2) . . ?
C22 C17 C2 120.1(2) . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.9(2) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.5(2) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C28 C23 C24 118.2(2) . . ?
C28 C23 C3 121.9(2) . . ?
C24 C23 C3 119.8(2) . . ?
C25 C24 C23 120.8(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.7(2) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C27 C28 C23 120.4(2) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.8 . . ?

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 C1 C2 C3 175.7(3) . . . . ?
C5 C1 C2 C3 -4.9(3) . . . . ?
O1 C1 C2 C17 -1.1(4) . . . . ?
C5 C1 C2 C17 178.3(2) . . . . ?
C17 C2 C3 C23 -11.4(4) . . . . ?
C1 C2 C3 C23 172.0(2) . . . . ?
C17 C2 C3 C4 170.1(2) . . . . ?
C1 C2 C3 C4 -6.4(3) . . . . ?
C9 O3 C4 C3 132.98(19) . . . . ?
C9 O3 C4 C5 -109.5(2) . . . . ?
C9 O3 C4 C7 4.5(2) . . . . ?
C2 C3 C4 O3 137.84(19) . . . . ?
C23 C3 C4 O3 -40.7(3) . . . . ?
C2 C3 C4 C5 15.1(2) . . . . ?
C23 C3 C4 C5 -163.49(19) . . . . ?
C2 C3 C4 C7 -100.4(2) . . . . ?
C23 C3 C4 C7 81.0(3) . . . . ?
O1 C1 C5 C4 -166.9(2) . . . . ?
C2 C1 C5 C4 13.7(2) . . . . ?
O1 C1 C5 C6 -52.5(3) . . . . ?
C2 C1 C5 C6 128.1(2) . . . . ?
O3 C4 C5 C1 -137.11(19) . . . . ?
C3 C4 C5 C1 -16.8(2) . . . . ?
C7 C4 C5 C1 107.73(19) . . . . ?
O3 C4 C5 C6 100.7(2) . . . . ?
C3 C4 C5 C6 -138.91(17) . . . . ?
C7 C4 C5 C6 -14.4(2) . . . . ?
C7 O2 C6 C5 -34.0(2) . . . . ?
C7 O2 C6 C11 -157.84(18) . . . . ?
C7 O2 C6 C13 84.5(2) . . . . ?
C1 C5 C6 O2 -84.1(2) . . . . ?
C4 C5 C6 O2 29.5(2) . . . . ?
C1 C5 C6 C11 35.3(3) . . . . ?
C4 C5 C6 C11 148.86(19) . . . . ?
C1 C5 C6 C13 158.39(18) . . . . ?
C4 C5 C6 C13 -88.1(2) . . . . ?
C6 O2 C7 C8 -87.3(2) . . . . ?
C6 O2 C7 C4 24.7(2) . . . . ?
O3 C4 C7 O2 -125.51(17) . . . . ?
C3 C4 C7 O2 110.77(19) . . . . ?
C5 C4 C7 O2 -5.1(2) . . . . ?
O3 C4 C7 C8 -4.6(2) . . . . ?
C3 C4 C7 C8 -128.32(19) . . . . ?
C5 C4 C7 C8 115.76(18) . . . . ?
O2 C7 C8 C9 118.0(2) . . . . ?
C4 C7 C8 C9 3.2(2) . . . . ?
O2 C7 C8 C15 -63.8(3) . . . . ?
C4 C7 C8 C15 -178.5(2) . . . . ?
C15 C8 C9 O3 -178.9(2) . . . . ?
C7 C8 C9 O3 -0.6(3) . . . . ?
C15 C8 C9 C10 0.5(4) . . . . ?
C7 C8 C9 C10 178.8(3) . . . . ?
C4 O3 C9 C8 -2.6(3) . . . . ?
C4 O3 C9 C10 177.9(2) . . . . ?
O2 C6 C11 O4 0.7(3) . . . . ?
C5 C6 C11 O4 -116.5(3) . . . . ?
C13 C6 C11 O4 119.1(3) . . . . ?
O2 C6 C11 C12 -175.7(2) . . . . ?
C5 C6 C11 C12 67.1(3) . . . . ?
C13 C6 C11 C12 -57.3(3) . . . . ?
O2 C6 C13 O5 -128.6(2) . . . . ?
C5 C6 C13 O5 -13.9(3) . . . . ?
C11 C6 C13 O5 113.3(2) . . . . ?
O2 C6 C13 C14 52.9(3) . . . . ?
C5 C6 C13 C14 167.6(2) . . . . ?
C11 C6 C13 C14 -65.2(3) . . . . ?
C9 C8 C15 O6 -13.1(4) . . . . ?
C7 C8 C15 O6 168.9(2) . . . . ?
C9 C8 C15 C16 167.0(2) . . . . ?
C7 C8 C15 C16 -11.0(4) . . . . ?
C3 C2 C17 C18 139.2(2) . . . . ?
C1 C2 C17 C18 -44.6(3) . . . . ?
C3 C2 C17 C22 -42.7(4) . . . . ?
C1 C2 C17 C22 133.4(2) . . . . ?
C22 C17 C18 C19 0.4(3) . . . . ?
C2 C17 C18 C19 178.5(2) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C18 C19 C20 C21 0.8(4) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C20 C21 C22 C17 -0.3(4) . . . . ?
C18 C17 C22 C21 0.2(4) . . . . ?
C2 C17 C22 C21 -177.9(2) . . . . ?
C2 C3 C23 C28 140.9(2) . . . . ?
C4 C3 C23 C28 -40.8(3) . . . . ?
C2 C3 C23 C24 -40.8(3) . . . . ?
C4 C3 C23 C24 137.5(2) . . . . ?
C28 C23 C24 C25 -0.7(3) . . . . ?
C3 C23 C24 C25 -179.1(2) . . . . ?
C23 C24 C25 C26 0.2(4) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C26 C27 C28 0.1(4) . . . . ?
C26 C27 C28 C23 -0.6(4) . . . . ?
C24 C23 C28 C27 1.0(3) . . . . ?
C3 C23 C28 C27 179.3(2) . . . . ?

_refine_diff_density_max         0.226
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd15275
_database_code_depnum_ccdc_archive 'CCDC 1508960'
_audit_update_record             
;
2016-10-10 deposited with the CCDC.
2016-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 O3'
_chemical_formula_weight         380.42

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 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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                   10.2062(14)
_cell_length_b                   19.416(3)
_cell_length_c                   10.5696(14)
_cell_angle_alpha                90
_cell_angle_beta                 109.487(3)
_cell_angle_gamma                90
_cell_volume                     1974.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2528
_cell_measurement_theta_min      4.725
_cell_measurement_theta_max      48.321

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6635
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11277
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.098
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3682
_reflns_number_gt                2872
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0637P)²+0.5580P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3682
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1410
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.71715(16) 0.05451(7) 0.42816(15) 0.0571(4) Uani 1 1 d . . . . .
O2 O 0.89218(19) 0.08116(9) 0.76796(18) 0.0695(5) Uani 1 1 d . . . . .
O3 O 0.9441(3) 0.37554(10) 0.7883(2) 0.1031(8) Uani 1 1 d . . . . .
C1 C 0.78362(19) 0.17214(9) 0.49209(19) 0.0372(4) Uani 1 1 d . . . . .
C2 C 0.88793(19) 0.16875(9) 0.61414(19) 0.0372(4) Uani 1 1 d . . . . .
C3 C 0.9453(2) 0.23033(10) 0.67999(19) 0.0404(5) Uani 1 1 d . . . . .
C4 C 0.8934(2) 0.29270(10) 0.6170(2) 0.0398(5) Uani 1 1 d . . . . .
C5 C 0.7854(2) 0.29493(10) 0.4934(2) 0.0389(5) Uani 1 1 d . . . . .
H5 H 0.7523 0.3370 0.4534 0.047 Uiso 1 1 calc R U . . .
C6 C 0.72903(19) 0.23441(9) 0.43182(19) 0.0362(4) Uani 1 1 d . . . . .
C7 C 0.60947(19) 0.21914(9) 0.30709(19) 0.0369(4) Uani 1 1 d . . . . .
C8 C 0.5942(2) 0.15022(10) 0.29099(19) 0.0388(5) Uani 1 1 d . . . . .
C9 C 0.7012(2) 0.11569(10) 0.4064(2) 0.0403(5) Uani 1 1 d . . . . .
C10 C 0.4967(2) 0.11050(10) 0.1808(2) 0.0401(5) Uani 1 1 d . . . . .
C11 C 0.4292(2) 0.05301(11) 0.2070(2) 0.0502(5) Uani 1 1 d . . . . .
H11 H 0.4436 0.0403 0.2954 0.060 Uiso 1 1 calc R U . . .
C12 C 0.3413(2) 0.01452(12) 0.1042(3) 0.0589(6) Uani 1 1 d . . . . .
H12 H 0.2956 -0.0234 0.1234 0.071 Uiso 1 1 calc R U . . .
C13 C 0.3212(3) 0.03202(12) -0.0265(3) 0.0613(7) Uani 1 1 d . . . . .
H13 H 0.2633 0.0055 -0.0961 0.074 Uiso 1 1 calc R U . . .
C14 C 0.3867(2) 0.08880(12) -0.0541(2) 0.0562(6) Uani 1 1 d . . . . .
H14 H 0.3723 0.1010 -0.1429 0.067 Uiso 1 1 calc R U . . .
C15 C 0.4734(2) 0.12789(11) 0.0479(2) 0.0466(5) Uani 1 1 d . . . . .
H15 H 0.5168 0.1664 0.0276 0.056 Uiso 1 1 calc R U . . .
C16 C 0.5194(2) 0.27291(10) 0.22395(19) 0.0390(5) Uani 1 1 d . . . . .
C17 C 0.3755(2) 0.26537(11) 0.1782(2) 0.0480(5) Uani 1 1 d . . . . .
H17 H 0.3361 0.2264 0.2019 0.058 Uiso 1 1 calc R U . . .
C18 C 0.2912(2) 0.31478(13) 0.0986(2) 0.0585(6) Uani 1 1 d . . . . .
H18 H 0.1952 0.3091 0.0691 0.070 Uiso 1 1 calc R U . . .
C19 C 0.3476(3) 0.37256(14) 0.0623(2) 0.0640(7) Uani 1 1 d . . . . .
H19 H 0.2902 0.4056 0.0073 0.077 Uiso 1 1 calc R U . . .
C20 C 0.4892(3) 0.38135(12) 0.1075(2) 0.0585(6) Uani 1 1 d . . . . .
H20 H 0.5276 0.4205 0.0832 0.070 Uiso 1 1 calc R U . . .
C21 C 0.5749(2) 0.33233(10) 0.1888(2) 0.0464(5) Uani 1 1 d . . . . .
H21 H 0.6705 0.3392 0.2202 0.056 Uiso 1 1 calc R U . . .
C22 C 0.9342(2) 0.09982(10) 0.6799(2) 0.0429(5) Uani 1 1 d . . . . .
C23 C 1.0336(3) 0.05941(11) 0.6355(2) 0.0560(6) Uani 1 1 d . . . . .
H23A H 1.1259 0.0767 0.6784 0.084 Uiso 1 1 calc R U . . .
H23B H 1.0098 0.0633 0.5399 0.084 Uiso 1 1 calc R U . . .
H23C H 1.0296 0.0119 0.6593 0.084 Uiso 1 1 calc R U . . .
C24 C 1.0593(2) 0.22815(12) 0.8141(2) 0.0558(6) Uani 1 1 d . . . . .
H24A H 1.1244 0.2646 0.8190 0.084 Uiso 1 1 calc R U . . .
H24B H 1.1062 0.1846 0.8247 0.084 Uiso 1 1 calc R U . . .
H24C H 1.0199 0.2339 0.8842 0.084 Uiso 1 1 calc R U . . .
C25 C 0.9518(2) 0.36012(11) 0.6823(2) 0.0473(5) Uani 1 1 d . . . . .
C26 C 1.0204(3) 0.40516(13) 0.6118(3) 0.0799(9) Uani 1 1 d . . . . .
H26A H 1.0404 0.4488 0.6567 0.120 Uiso 1 1 calc R U . . .
H26B H 0.9602 0.4119 0.5210 0.120 Uiso 1 1 calc R U . . .
H26C H 1.1055 0.3842 0.6116 0.120 Uiso 1 1 calc R U . . .


_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 C9 1.210(2) . ?
O2 C22 1.203(2) . ?
O3 C25 1.187(3) . ?
C1 C2 1.373(3) . ?
C1 C6 1.393(3) . ?
C1 C9 1.490(3) . ?
C2 C3 1.409(3) . ?
C2 C22 1.510(3) . ?
C3 C4 1.398(3) . ?
C3 C24 1.505(3) . ?
C4 C5 1.401(3) . ?
C4 C25 1.507(3) . ?
C5 C6 1.373(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.497(3) . ?
C7 C8 1.352(3) . ?
C7 C16 1.472(3) . ?
C8 C10 1.472(3) . ?
C8 C9 1.497(3) . ?
C10 C15 1.386(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.376(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.389(3) . ?
C16 C17 1.392(3) . ?
C17 C18 1.373(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.477(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.469(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.52(17) . . ?
C2 C1 C9 129.72(17) . . ?
C6 C1 C9 107.57(16) . . ?
C1 C2 C3 119.19(17) . . ?
C1 C2 C22 120.05(17) . . ?
C3 C2 C22 120.67(17) . . ?
C4 C3 C2 118.06(17) . . ?
C4 C3 C24 121.61(18) . . ?
C2 C3 C24 120.33(18) . . ?
C3 C4 C5 121.76(17) . . ?
C3 C4 C25 120.34(18) . . ?
C5 C4 C25 117.90(18) . . ?
C6 C5 C4 119.36(18) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 119.05(17) . . ?
C5 C6 C7 132.55(17) . . ?
C1 C6 C7 108.36(16) . . ?
C8 C7 C16 127.16(18) . . ?
C8 C7 C6 109.45(17) . . ?
C16 C7 C6 123.25(16) . . ?
C7 C8 C10 129.60(18) . . ?
C7 C8 C9 108.57(17) . . ?
C10 C8 C9 121.78(16) . . ?
O1 C9 C1 126.40(19) . . ?
O1 C9 C8 127.55(18) . . ?
C1 C9 C8 106.03(16) . . ?
C15 C10 C11 117.99(19) . . ?
C15 C10 C8 121.10(18) . . ?
C11 C10 C8 120.87(18) . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
C21 C16 C17 118.11(19) . . ?
C21 C16 C7 121.31(18) . . ?
C17 C16 C7 120.59(18) . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C18 119.7(2) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.3(2) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 120.6(2) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
O2 C22 C23 123.1(2) . . ?
O2 C22 C2 119.03(19) . . ?
C23 C22 C2 117.84(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C3 C24 H24A 109.5 . . ?
C3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C26 121.4(2) . . ?
O3 C25 C4 120.7(2) . . ?
C26 C25 C4 117.88(19) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.8(3) . . . . ?
C9 C1 C2 C3 -176.30(18) . . . . ?
C6 C1 C2 C22 174.70(17) . . . . ?
C9 C1 C2 C22 0.2(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C22 C2 C3 C4 -176.85(17) . . . . ?
C1 C2 C3 C24 179.71(18) . . . . ?
C22 C2 C3 C24 3.2(3) . . . . ?
C2 C3 C4 C5 1.3(3) . . . . ?
C24 C3 C4 C5 -178.71(19) . . . . ?
C2 C3 C4 C25 -179.48(18) . . . . ?
C24 C3 C4 C25 0.5(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C25 C4 C5 C6 -179.40(17) . . . . ?
C4 C5 C6 C1 -1.9(3) . . . . ?
C4 C5 C6 C7 175.39(19) . . . . ?
C2 C1 C6 C5 3.0(3) . . . . ?
C9 C1 C6 C5 178.53(16) . . . . ?
C2 C1 C6 C7 -174.92(17) . . . . ?
C9 C1 C6 C7 0.6(2) . . . . ?
C5 C6 C7 C8 -178.77(19) . . . . ?
C1 C6 C7 C8 -1.2(2) . . . . ?
C5 C6 C7 C16 -2.9(3) . . . . ?
C1 C6 C7 C16 174.64(17) . . . . ?
C16 C7 C8 C10 7.9(3) . . . . ?
C6 C7 C8 C10 -176.45(18) . . . . ?
C16 C7 C8 C9 -174.37(18) . . . . ?
C6 C7 C8 C9 1.3(2) . . . . ?
C2 C1 C9 O1 -3.7(3) . . . . ?
C6 C1 C9 O1 -178.8(2) . . . . ?
C2 C1 C9 C8 175.23(19) . . . . ?
C6 C1 C9 C8 0.1(2) . . . . ?
C7 C8 C9 O1 178.0(2) . . . . ?
C10 C8 C9 O1 -4.1(3) . . . . ?
C7 C8 C9 C1 -0.9(2) . . . . ?
C10 C8 C9 C1 177.04(17) . . . . ?
C7 C8 C10 C15 44.6(3) . . . . ?
C9 C8 C10 C15 -132.8(2) . . . . ?
C7 C8 C10 C11 -137.7(2) . . . . ?
C9 C8 C10 C11 44.9(3) . . . . ?
C15 C10 C11 C12 -0.2(3) . . . . ?
C8 C10 C11 C12 -178.0(2) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C11 C12 C13 C14 -1.3(4) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C13 C14 C15 C10 0.3(3) . . . . ?
C11 C10 C15 C14 -0.5(3) . . . . ?
C8 C10 C15 C14 177.3(2) . . . . ?
C8 C7 C16 C21 -139.1(2) . . . . ?
C6 C7 C16 C21 45.7(3) . . . . ?
C8 C7 C16 C17 40.8(3) . . . . ?
C6 C7 C16 C17 -134.3(2) . . . . ?
C21 C16 C17 C18 1.2(3) . . . . ?
C7 C16 C17 C18 -178.80(19) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C19 C20 C21 C16 1.2(3) . . . . ?
C17 C16 C21 C20 -1.9(3) . . . . ?
C7 C16 C21 C20 178.10(19) . . . . ?
C1 C2 C22 O2 -100.1(2) . . . . ?
C3 C2 C22 O2 76.4(3) . . . . ?
C1 C2 C22 C23 81.9(2) . . . . ?
C3 C2 C22 C23 -101.6(2) . . . . ?
C3 C4 C25 O3 -61.4(3) . . . . ?
C5 C4 C25 O3 117.8(3) . . . . ?
C3 C4 C25 C26 117.4(3) . . . . ?
C5 C4 C25 C26 -63.3(3) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4

