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

 
data_R2 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
'C28 H23 N O3' 
_chemical_formula_sum 
 'C28 H23 N O3' 
_chemical_formula_weight          421.47 
 
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' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting                 Monoclinic
_symmetry_space_group_name_Hall      '-P 2yn'
_symmetry_space_group_name_H-M       'P 21/n'
_symmetry_Int_Tables_number                 14 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    18.491(2) 
_cell_length_b                    5.2471(5) 
_cell_length_c                    22.346(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.654(4) 
_cell_angle_gamma                 90.00 
_cell_volume                      2168.0(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     3741 
_cell_measurement_theta_min       2.84 
_cell_measurement_theta_max       20.37 
 
_exptl_crystal_description        'plate' 
_exptl_crystal_colour             'colourless' 
_exptl_crystal_size_max           0.36 
_exptl_crystal_size_mid           0.08 
_exptl_crystal_size_min           0.04 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.291 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              888 
_exptl_absorpt_coefficient_mu     0.084 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9705 
_exptl_absorpt_correction_T_max   0.9967 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             20292 
_diffrn_reflns_av_R_equivalents   0.1379 
_diffrn_reflns_av_sigmaI/netI     0.1039 
_diffrn_reflns_limit_h_min        -22 
_diffrn_reflns_limit_h_max        22 
_diffrn_reflns_limit_k_min        -5 
_diffrn_reflns_limit_k_max        6 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        26 
_diffrn_reflns_theta_min          2.84 
_diffrn_reflns_theta_max          25.36 
_reflns_number_total              3976 
_reflns_number_gt                 1780 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0647P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3976 
_refine_ls_number_parameters      288 
_refine_ls_number_restraints      30 
_refine_ls_R_factor_all           0.1708 
_refine_ls_R_factor_gt            0.0550 
_refine_ls_wR_factor_ref          0.1541 
_refine_ls_wR_factor_gt           0.1196 
_refine_ls_goodness_of_fit_ref    0.986 
_refine_ls_restrained_S_all       0.992 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 

_iucr_refine_instruction_details
;
TITL R2 in P2(1)/n
CELL 0.71073 18.4909 5.2471 22.3461 90.000 90.654 90.000
ZERR 4.00 0.0020 0.0005 0.0025 0.000 0.004 0.000
LATT 1
SYMM -x+1/2, y+1/2, -z+1/2
SFAC C H N O
UNIT 112 92 4 12
TEMP 23
ACTA
L.S. 12
OMIT 2 0 0
SIZE 0.36 0.08 0.04
DFIX 1.36 C23 C24A C24A C25A C25A C26A C26A C27A C27A C28A C28A C23
DFIX 1.36 C23 C24B C24B C25B C25B C26B C26B C27B C27B C28B C28B C23
DANG 2.37 C23 C25A C25A C27A C27A C23 C24A C26A C26A C28A C28A C24A
DANG 2.37 C23 C25B C25B C27B C27B C23 C24B C26B C26B C28B C28B C24B
FLAT C23 C24A C25A C26A C27A C28A
FLAT C23 C24B C25B C26B C27B C28B
EADP C24A C25A C26A C27A C28A
EADP C24B C25B C26B C27B C28B
FMAP 2
PLAN 5
HTAB
BOND $H
CONF
WGHT    0.064700
FVAR       0.16723   0.52666
O1    4    1.004142    0.548363    0.791991    11.00000    0.04619    0.06924 =
         0.05407   -0.01482    0.01220   -0.01389
O2    4    0.956287    0.684802    0.876849    11.00000    0.07536    0.05613 =
         0.05412   -0.01315    0.01643   -0.00776
O3    4    0.879345    0.645864    1.077748    11.00000    0.07469    0.06917 =
         0.04967   -0.00874    0.00902    0.00547
N1    3    0.770970   -0.022901    0.910570    11.00000    0.04054    0.04927 =
         0.06899    0.00332   -0.00187   -0.00491
C1    1    0.793040    0.135385    0.956551    11.00000    0.03815    0.04471 =
         0.05749    0.00769    0.00266    0.00932
C2    1    0.768261    0.143766    1.014606    11.00000    0.04557    0.06348 =
         0.07268    0.02042    0.01427    0.00511
AFIX  43
H2    2    0.731573    0.035526    1.027089    11.00000   -1.20000
AFIX   0
C3    1    0.799254    0.316281    1.053438    11.00000    0.05798    0.06879 =
         0.05016    0.01256    0.01539    0.01460
AFIX  43
H3    2    0.784144    0.321868    1.092969    11.00000   -1.20000
AFIX   0
C4    1    0.852917    0.482708    1.034451    11.00000    0.04848    0.05064 =
         0.04982    0.00100    0.00499    0.01449
 
C5    1    0.876747    0.478246    0.976063    11.00000    0.03834    0.04797 =
         0.04566    0.00123    0.00511    0.00750
AFIX  43
H5    2    0.912255    0.591260    0.963567    11.00000   -1.20000
AFIX   0
C6    1    0.846786    0.301658    0.936025    11.00000    0.03304    0.03671 =
         0.05105    0.00351    0.00205    0.00958
C7    1    0.857813    0.240820    0.873500    11.00000    0.03255    0.04211 =
         0.04806    0.00020   -0.00176    0.00632
C8    1    0.809315    0.036942    0.860125    11.00000    0.03734    0.04843 =
         0.06004   -0.00154   -0.00360    0.00778
C9    1    0.804731   -0.074909    0.804064    11.00000    0.04788    0.05514 =
         0.07708   -0.01147   -0.01243   -0.00284
AFIX  43
H9    2    0.772085   -0.205949    0.796296    11.00000   -1.20000
AFIX   0
C10   1    0.849871    0.013558    0.760262    11.00000    0.06077    0.07031 =
         0.06085   -0.02130   -0.00788    0.00075
AFIX  43
H10   2    0.847598   -0.058594    0.722274    11.00000   -1.20000
AFIX   0
C11   1    0.898403    0.207128    0.771622    11.00000    0.04735    0.06475 =
         0.05438   -0.00919    0.00224    0.00188
AFIX  43
H11   2    0.928962    0.260258    0.741299    11.00000   -1.20000
AFIX   0
C12   1    0.902903    0.324852    0.827062    11.00000    0.03874    0.04461 =
         0.04639   -0.00297   -0.00116    0.00776
C13   1    0.955473    0.536325    0.836102    11.00000    0.04580    0.04825 =
         0.04426    0.00290    0.00598    0.00870
C14   1    1.056408    0.752451    0.798262    11.00000    0.05218    0.06137 =
         0.05867   -0.01141    0.00285   -0.01211
AFIX  23
H14A  2    1.082929    0.734446    0.835725    11.00000   -1.20000
H14B  2    1.031846    0.915793    0.798425    11.00000   -1.20000
AFIX   0
C15   1    1.107147    0.739695    0.747079    11.00000    0.03909    0.04876 =
         0.05040   -0.00894    0.00423   -0.00416
C16   1    1.158322    0.552168    0.744471    11.00000    0.06519    0.05587 =
         0.07700   -0.00236    0.00594    0.00275
AFIX  43
H16   2    1.160331    0.429796    0.774550    11.00000   -1.20000
AFIX   0
C17   1    1.206963    0.540152    0.698367    11.00000    0.06089    0.06454 =
         0.11130   -0.02068    0.01783    0.00464
AFIX  43
H17   2    1.241158    0.410316    0.697241    11.00000   -1.20000
AFIX   0
C18   1    1.204611    0.719835    0.654437    11.00000    0.06431    0.07833 =
         0.08086   -0.02460    0.02637   -0.02446
AFIX  43
H18   2    1.238115    0.715275    0.623730    11.00000   -1.20000
AFIX   0
C19   1    1.153117    0.907188    0.655294    11.00000    0.07239    0.07830 =
         0.07038    0.00248    0.01171   -0.01667
AFIX  43
H19   2    1.150573    1.026723    0.624614    11.00000   -1.20000
AFIX   0
C20   1    1.104866    0.917528    0.702123    11.00000    0.05061    0.05708 =
         0.07034   -0.00324    0.00790    0.00067
AFIX  43
H20   2    1.070462    1.046699    0.703117    11.00000   -1.20000
AFIX   0
C21   1    0.935900    0.813838    1.060818    11.00000    0.06357    0.06860 =
         0.06212   -0.01322   -0.00353    0.00705
AFIX 137
H21A  2    0.976107    0.716446    1.046505    11.00000   -1.50000
H21B  2    0.950984    0.913052    1.094830    11.00000   -1.50000
H21C  2    0.918786    0.925402    1.029691    11.00000   -1.50000
AFIX   0
C22   1    0.720999   -0.234129    0.917034    11.00000    0.04335    0.04562 =
         0.09069    0.00860   -0.00466    0.00075
AFIX  23
H22A  2    0.729937   -0.314358    0.955520    11.00000   -1.20000
H22B  2    0.731200   -0.359291    0.886320    11.00000   -1.20000
AFIX   0
C23   1    0.642547   -0.164032    0.912804    11.00000    0.04004    0.04883 =
         0.07190    0.00403   -0.00551   -0.00022
 
PART -1
C24A  1    0.591067   -0.333983    0.926804    21.00000    0.04165    0.09038 =
         0.11995    0.03575   -0.00770   -0.00002
AFIX  43
H24A  2    0.604346   -0.490498    0.943075    21.00000   -1.20000
AFIX   0
C25A  1    0.518087   -0.279238    0.917308    21.00000    0.04165    0.09038 =
         0.11995    0.03575   -0.00770   -0.00002
AFIX  43
H25A  2    0.482709   -0.397364    0.927259    21.00000   -1.20000
AFIX   0
C26A  1    0.498556   -0.038237    0.891994    21.00000    0.04165    0.09038 =
         0.11995    0.03575   -0.00770   -0.00002
AFIX  43
H26A  2    0.450202    0.007146    0.887328    21.00000   -1.20000
AFIX   0
C27A  1    0.550920    0.120282    0.875195    21.00000    0.04165    0.09038 =
         0.11995    0.03575   -0.00770   -0.00002
AFIX  43
H27A  2    0.538868    0.274372    0.857095    21.00000   -1.20000
AFIX   0
C28A  1    0.622092    0.059202    0.884237    21.00000    0.04165    0.09038 =
         0.11995    0.03575   -0.00770   -0.00002
AFIX  43
H28A  2    0.657621    0.170279    0.870876    21.00000   -1.20000
AFIX   0
PART -2
C24B  1    0.595903   -0.249800    0.959603   -21.00000    0.05623    0.11597 =
         0.09272    0.01788   -0.00157   -0.00208
AFIX  43
H24B  2    0.614630   -0.343973    0.991450   -21.00000   -1.20000
AFIX   0
C25B  1    0.522969   -0.191687    0.957097   -21.00000    0.05623    0.11597 =
         0.09272    0.01788   -0.00157   -0.00208
AFIX  43
H25B  2    0.493430   -0.240002    0.988535   -21.00000   -1.20000
AFIX   0
C26B  1    0.494845   -0.070662    0.911588   -21.00000    0.05623    0.11597 =
         0.09272    0.01788   -0.00157   -0.00208
AFIX  43
H26B  2    0.444853   -0.057674    0.907687   -21.00000   -1.20000
AFIX   0
C27B  1    0.537736    0.036015    0.870060   -21.00000    0.05623    0.11597 =
         0.09272    0.01788   -0.00157   -0.00208
AFIX  43
H27B  2    0.518183    0.140917    0.840489   -21.00000   -1.20000
AFIX   0
C28B  1    0.612619   -0.013903    0.872163   -21.00000    0.05623    0.11597 =
         0.09272    0.01788   -0.00157   -0.00208
AFIX  43
H28B  2    0.642076    0.061957    0.843793   -21.00000   -1.20000
PART 0
 
HKLF 4
 
REM  R2 in P2(1)/n
REM R1 =  0.0550 for   1780 Fo > 4sig(Fo)  and  0.1708 for all   3976 data
REM    288 parameters refined using     30 restraints
 
END  
     
WGHT      0.0647      0.0000 
REM Highest difference peak  0.206,  deepest hole -0.184,  1-sigma level  0.038
Q1    1   0.5015 -0.1007  0.9455  11.00000  0.05    0.21
Q2    1   0.5156 -0.0413  0.9461  11.00000  0.05    0.18
Q3    1   1.1249  0.2836  0.7424  11.00000  0.05    0.17
Q4    1   0.5066  0.0308  0.8894  11.00000  0.05    0.15
Q5    1   0.7655 -0.3895  0.7538  11.00000  0.05    0.14
;
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
O1 O 1.00414(11) 0.5484(4) 0.79199(8) 0.0564(6) Uani 1 1 d . . . 
O2 O 0.95629(12) 0.6848(4) 0.87685(9) 0.0618(7) Uani 1 1 d . . . 
O3 O 0.87935(13) 0.6459(5) 1.07775(9) 0.0644(7) Uani 1 1 d . . . 
N1 N 0.77097(13) -0.0229(5) 0.91057(12) 0.0530(7) Uani 1 1 d . . . 
C1 C 0.79304(16) 0.1354(6) 0.95655(14) 0.0468(8) Uani 1 1 d . . . 
C2 C 0.76826(17) 0.1438(7) 1.01461(16) 0.0605(9) Uani 1 1 d . . . 
H2 H 0.7316 0.0355 1.0271 0.073 Uiso 1 1 calc R . . 
C3 C 0.79925(18) 0.3163(7) 1.05344(15) 0.0589(10) Uani 1 1 d . . . 
H3 H 0.7841 0.3219 1.0930 0.071 Uiso 1 1 calc R . . 
C4 C 0.85292(17) 0.4827(6) 1.03445(14) 0.0496(8) Uani 1 1 d . . . 
C5 C 0.87675(15) 0.4782(6) 0.97606(12) 0.0440(8) Uani 1 1 d . . . 
H5 H 0.9123 0.5913 0.9636 0.053 Uiso 1 1 calc R . . 
C6 C 0.84679(15) 0.3017(5) 0.93603(13) 0.0403(7) Uani 1 1 d . . . 
C7 C 0.85781(15) 0.2408(5) 0.87350(13) 0.0409(7) Uani 1 1 d . . . 
C8 C 0.80931(16) 0.0369(6) 0.86013(14) 0.0486(8) Uani 1 1 d . . . 
C9 C 0.80473(17) -0.0749(6) 0.80406(16) 0.0601(9) Uani 1 1 d . . . 
H9 H 0.7721 -0.2059 0.7963 0.072 Uiso 1 1 calc R . . 
C10 C 0.84987(19) 0.0136(7) 0.76026(15) 0.0640(10) Uani 1 1 d . . . 
H10 H 0.8476 -0.0586 0.7223 0.077 Uiso 1 1 calc R . . 
C11 C 0.89840(17) 0.2071(6) 0.77162(14) 0.0555(9) Uani 1 1 d . . . 
H11 H 0.9290 0.2603 0.7413 0.067 Uiso 1 1 calc R . . 
C12 C 0.90290(15) 0.3249(6) 0.82706(13) 0.0433(8) Uani 1 1 d . . . 
C13 C 0.95547(16) 0.5363(6) 0.83610(14) 0.0461(8) Uani 1 1 d . . . 
C14 C 1.05641(17) 0.7525(6) 0.79826(13) 0.0574(9) Uani 1 1 d . . . 
H14A H 1.0829 0.7344 0.8357 0.069 Uiso 1 1 calc R . . 
H14B H 1.0318 0.9158 0.7984 0.069 Uiso 1 1 calc R . . 
C15 C 1.10715(16) 0.7397(6) 0.74708(13) 0.0461(8) Uani 1 1 d . . . 
C16 C 1.15832(19) 0.5522(7) 0.74447(15) 0.0660(10) Uani 1 1 d . . . 
H16 H 1.1603 0.4298 0.7746 0.079 Uiso 1 1 calc R . . 
C17 C 1.20696(19) 0.5402(8) 0.69837(19) 0.0788(12) Uani 1 1 d . . . 
H17 H 1.2412 0.4103 0.6972 0.095 Uiso 1 1 calc R . . 
C18 C 1.2046(2) 0.7198(8) 0.65444(18) 0.0743(12) Uani 1 1 d . . . 
H18 H 1.2381 0.7153 0.6237 0.089 Uiso 1 1 calc R . . 
C19 C 1.1531(2) 0.9072(8) 0.65529(15) 0.0736(11) Uani 1 1 d . . . 
H19 H 1.1506 1.0267 0.6246 0.088 Uiso 1 1 calc R . . 
C20 C 1.10487(17) 0.9175(6) 0.70212(15) 0.0593(9) Uani 1 1 d . . . 
H20 H 1.0705 1.0467 0.7031 0.071 Uiso 1 1 calc R . . 
C21 C 0.93590(18) 0.8138(7) 1.06082(14) 0.0648(10) Uani 1 1 d . . . 
H21A H 0.9761 0.7164 1.0465 0.097 Uiso 1 1 calc R . . 
H21B H 0.9510 0.9131 1.0948 0.097 Uiso 1 1 calc R . . 
H21C H 0.9188 0.9254 1.0297 0.097 Uiso 1 1 calc R . . 
C22 C 0.72100(16) -0.2341(6) 0.91703(16) 0.0599(9) Uani 1 1 d . A . 
H22A H 0.7299 -0.3144 0.9555 0.072 Uiso 1 1 calc R . . 
H22B H 0.7312 -0.3593 0.8863 0.072 Uiso 1 1 calc R . . 
C23 C 0.64255(16) -0.1640(6) 0.91280(14) 0.0536(9) Uani 1 1 d D . . 
C24A C 0.5911(4) -0.3340(17) 0.9268(4) 0.084(2) Uani 0.527(11) 1 d PD A -1 
H24A H 0.6043 -0.4905 0.9431 0.101 Uiso 0.527(11) 1 calc PR A -1 
C25A C 0.5181(4) -0.2792(17) 0.9173(5) 0.084(2) Uani 0.527(11) 1 d PD A -1 
H25A H 0.4827 -0.3974 0.9273 0.101 Uiso 0.527(11) 1 calc PR A -1 
C26A C 0.4986(6) -0.0382(18) 0.8920(4) 0.084(2) Uani 0.527(11) 1 d PD A -1 
H26A H 0.4502 0.0071 0.8873 0.101 Uiso 0.527(11) 1 calc PR A -1 
C27A C 0.5509(4) 0.120(2) 0.8752(5) 0.084(2) Uani 0.527(11) 1 d PD A -1 
H27A H 0.5389 0.2744 0.8571 0.101 Uiso 0.527(11) 1 calc PR A -1 
C28A C 0.6221(5) 0.0592(18) 0.8842(5) 0.084(2) Uani 0.527(11) 1 d PD A -1 
H28A H 0.6576 0.1703 0.8709 0.101 Uiso 0.527(11) 1 calc PR A -1 
C24B C 0.5959(5) -0.2498(19) 0.9596(5) 0.088(2) Uani 0.473(11) 1 d PD A -2 
H24B H 0.6146 -0.3440 0.9915 0.106 Uiso 0.473(11) 1 calc PR A -2 
C25B C 0.5230(4) -0.1917(19) 0.9571(6) 0.088(2) Uani 0.473(11) 1 d PD A -2 
H25B H 0.4934 -0.2400 0.9885 0.106 Uiso 0.473(11) 1 calc PR A -2 
C26B C 0.4948(6) -0.071(3) 0.9116(5) 0.088(2) Uani 0.473(11) 1 d PD A -2 
H26B H 0.4449 -0.0577 0.9077 0.106 Uiso 0.473(11) 1 calc PR A -2 
C27B C 0.5377(6) 0.036(2) 0.8701(5) 0.088(2) Uani 0.473(11) 1 d PD A -2 
H27B H 0.5182 0.1409 0.8405 0.106 Uiso 0.473(11) 1 calc PR A -2 
C28B C 0.6126(6) -0.014(2) 0.8722(5) 0.088(2) Uani 0.473(11) 1 d PD A -2 
H28B H 0.6421 0.0620 0.8438 0.106 Uiso 0.473(11) 1 calc PR A -2 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
O1 C13 1.344(3) . ? 
O1 C14 1.448(3) . ? 
O2 C13 1.198(3) . ? 
O3 C4 1.377(4) . ? 
O3 C21 1.422(4) . ? 
N1 C8 1.375(3) . ? 
N1 C1 1.379(4) . ? 
N1 C22 1.451(4) . ? 
C1 C2 1.381(4) . ? 
C1 C6 1.403(4) . ? 
C2 C3 1.375(4) . ? 
C2 H2 0.9300 . ? 
C3 C4 1.392(4) . ? 
C3 H3 0.9300 . ? 
C4 C5 1.382(4) . ? 
C5 C6 1.398(4) . ? 
C5 H5 0.9300 . ? 
C6 C7 1.450(4) . ? 
C7 C12 1.409(4) . ? 
C7 C8 1.425(4) . ? 
C8 C9 1.385(4) . ? 
C9 C10 1.374(4) . ? 
C9 H9 0.9300 . ? 
C10 C11 1.377(4) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.386(4) . ? 
C11 H11 0.9300 . ? 
C12 C13 1.487(4) . ? 
C14 C15 1.489(4) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 C16 1.367(4) . ? 
C15 C20 1.371(4) . ? 
C16 C17 1.377(4) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.361(5) . ? 
C17 H17 0.9300 . ? 
C18 C19 1.369(5) . ? 
C18 H18 0.9300 . ? 
C19 C20 1.384(4) . ? 
C19 H19 0.9300 . ? 
C20 H20 0.9300 . ? 
C21 H21A 0.9600 . ? 
C21 H21B 0.9600 . ? 
C21 H21C 0.9600 . ? 
C22 C23 1.498(4) . ? 
C22 H22A 0.9700 . ? 
C22 H22B 0.9700 . ? 
C23 C28B 1.319(11) . ? 
C23 C24A 1.344(8) . ? 
C23 C28A 1.385(9) . ? 
C23 C24B 1.436(9) . ? 
C24A C25A 1.394(8) . ? 
C24A H24A 0.9300 . ? 
C25A C26A 1.430(10) . ? 
C25A H25A 0.9300 . ? 
C26A C27A 1.334(10) . ? 
C26A H26A 0.9300 . ? 
C27A C28A 1.367(9) . ? 
C27A H27A 0.9300 . ? 
C28A H28A 0.9300 . ? 
C24B C25B 1.383(9) . ? 
C24B H24B 0.9300 . ? 
C25B C26B 1.302(10) . ? 
C25B H25B 0.9300 . ? 
C26B C27B 1.349(11) . ? 
C26B H26B 0.9300 . ? 
C27B C28B 1.409(11) . ? 
C27B H27B 0.9300 . ? 
C28B H28B 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 
C13 O1 C14 114.6(2) . . ? 
C4 O3 C21 117.0(2) . . ? 
C8 N1 C1 108.8(3) . . ? 
C8 N1 C22 126.2(3) . . ? 
C1 N1 C22 124.7(3) . . ? 
N1 C1 C2 128.3(3) . . ? 
N1 C1 C6 109.6(3) . . ? 
C2 C1 C6 122.1(3) . . ? 
C3 C2 C1 118.3(3) . . ? 
C3 C2 H2 120.9 . . ? 
C1 C2 H2 120.9 . . ? 
C2 C3 C4 121.0(3) . . ? 
C2 C3 H3 119.5 . . ? 
C4 C3 H3 119.5 . . ? 
O3 C4 C5 124.0(3) . . ? 
O3 C4 C3 115.1(3) . . ? 
C5 C4 C3 120.9(3) . . ? 
C4 C5 C6 119.1(3) . . ? 
C4 C5 H5 120.4 . . ? 
C6 C5 H5 120.4 . . ? 
C5 C6 C1 118.7(3) . . ? 
C5 C6 C7 134.7(3) . . ? 
C1 C6 C7 106.6(3) . . ? 
C12 C7 C8 117.2(3) . . ? 
C12 C7 C6 137.0(3) . . ? 
C8 C7 C6 105.8(3) . . ? 
N1 C8 C9 128.2(3) . . ? 
N1 C8 C7 109.2(3) . . ? 
C9 C8 C7 122.6(3) . . ? 
C10 C9 C8 118.0(3) . . ? 
C10 C9 H9 121.0 . . ? 
C8 C9 H9 121.0 . . ? 
C9 C10 C11 121.2(3) . . ? 
C9 C10 H10 119.4 . . ? 
C11 C10 H10 119.4 . . ? 
C10 C11 C12 121.7(3) . . ? 
C10 C11 H11 119.1 . . ? 
C12 C11 H11 119.1 . . ? 
C11 C12 C7 119.3(3) . . ? 
C11 C12 C13 119.1(3) . . ? 
C7 C12 C13 121.6(3) . . ? 
O2 C13 O1 121.6(3) . . ? 
O2 C13 C12 126.2(3) . . ? 
O1 C13 C12 112.2(3) . . ? 
O1 C14 C15 108.5(2) . . ? 
O1 C14 H14A 110.0 . . ? 
C15 C14 H14A 110.0 . . ? 
O1 C14 H14B 110.0 . . ? 
C15 C14 H14B 110.0 . . ? 
H14A C14 H14B 108.4 . . ? 
C16 C15 C20 118.3(3) . . ? 
C16 C15 C14 120.5(3) . . ? 
C20 C15 C14 121.2(3) . . ? 
C15 C16 C17 121.6(3) . . ? 
C15 C16 H16 119.2 . . ? 
C17 C16 H16 119.2 . . ? 
C18 C17 C16 119.5(4) . . ? 
C18 C17 H17 120.3 . . ? 
C16 C17 H17 120.3 . . ? 
C17 C18 C19 120.2(4) . . ? 
C17 C18 H18 119.9 . . ? 
C19 C18 H18 119.9 . . ? 
C18 C19 C20 119.6(4) . . ? 
C18 C19 H19 120.2 . . ? 
C20 C19 H19 120.2 . . ? 
C15 C20 C19 120.8(3) . . ? 
C15 C20 H20 119.6 . . ? 
C19 C20 H20 119.6 . . ? 
O3 C21 H21A 109.5 . . ? 
O3 C21 H21B 109.5 . . ? 
H21A C21 H21B 109.5 . . ? 
O3 C21 H21C 109.5 . . ? 
H21A C21 H21C 109.5 . . ? 
H21B C21 H21C 109.5 . . ? 
N1 C22 C23 115.0(3) . . ? 
N1 C22 H22A 108.5 . . ? 
C23 C22 H22A 108.5 . . ? 
N1 C22 H22B 108.5 . . ? 
C23 C22 H22B 108.5 . . ? 
H22A C22 H22B 107.5 . . ? 
C28B C23 C24A 105.3(6) . . ?  
C24A C23 C28A 118.6(5) . . ? 
C28B C23 C24B 116.0(7) . . ?  
C28A C23 C24B 116.0(6) . . ? 
C28B C23 C22 126.0(6) . . ? 
C24A C23 C22 120.7(4) . . ? 
C28A C23 C22 119.7(5) . . ? 
C24B C23 C22 117.8(5) . . ? 
C23 C24A C25A 121.0(7) . . ? 
C23 C24A H24A 119.5 . . ? 
C25A C24A H24A 119.5 . . ? 
C24A C25A C26A 118.8(7) . . ? 
C24A C25A H25A 120.6 . . ? 
C26A C25A H25A 120.6 . . ? 
C27A C26A C25A 118.8(9) . . ? 
C27A C26A H26A 120.6 . . ? 
C25A C26A H26A 120.6 . . ? 
C26A C27A C28A 120.9(9) . . ? 
C26A C27A H27A 119.6 . . ? 
C28A C27A H27A 119.6 . . ? 
C27A C28A C23 121.6(8) . . ? 
C27A C28A H28A 119.2 . . ? 
C23 C28A H28A 119.2 . . ? 
C25B C24B C23 119.7(7) . . ? 
C25B C24B H24B 120.2 . . ? 
C23 C24B H24B 120.2 . . ? 
C26B C25B C24B 121.3(9) . . ? 
C26B C25B H25B 119.3 . . ? 
C24B C25B H25B 119.3 . . ? 
C25B C26B C27B 120.5(11) . . ? 
C25B C26B H26B 119.8 . . ? 
C27B C26B H26B 119.8 . . ? 
C26B C27B C28B 119.0(11) . . ? 
C26B C27B H27B 120.5 . . ? 
C28B C27B H27B 120.5 . . ? 
C23 C28B C27B 122.6(10) . . ? 
C23 C28B H28B 118.7 . . ? 
C27B C28B H28B 118.7 . . ? 
 
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 
C8 N1 C1 C2 179.1(3) . . . . ? 
C22 N1 C1 C2 -6.8(5) . . . . ? 
C8 N1 C1 C6 -0.1(3) . . . . ? 
C22 N1 C1 C6 174.0(2) . . . . ? 
N1 C1 C2 C3 179.0(3) . . . . ? 
C6 C1 C2 C3 -2.0(5) . . . . ? 
C1 C2 C3 C4 1.6(5) . . . . ? 
C21 O3 C4 C5 -1.7(4) . . . . ? 
C21 O3 C4 C3 178.1(3) . . . . ? 
C2 C3 C4 O3 179.9(3) . . . . ? 
C2 C3 C4 C5 -0.3(5) . . . . ? 
O3 C4 C5 C6 179.1(3) . . . . ? 
C3 C4 C5 C6 -0.7(4) . . . . ? 
C4 C5 C6 C1 0.4(4) . . . . ? 
C4 C5 C6 C7 -179.7(3) . . . . ? 
N1 C1 C6 C5 -179.8(2) . . . . ? 
C2 C1 C6 C5 1.0(4) . . . . ? 
N1 C1 C6 C7 0.2(3) . . . . ? 
C2 C1 C6 C7 -179.0(3) . . . . ? 
C5 C6 C7 C12 1.7(6) . . . . ? 
C1 C6 C7 C12 -178.4(3) . . . . ? 
C5 C6 C7 C8 179.7(3) . . . . ? 
C1 C6 C7 C8 -0.3(3) . . . . ? 
C1 N1 C8 C9 179.6(3) . . . . ? 
C22 N1 C8 C9 5.6(5) . . . . ? 
C1 N1 C8 C7 -0.1(3) . . . . ? 
C22 N1 C8 C7 -174.1(2) . . . . ? 
C12 C7 C8 N1 178.8(2) . . . . ? 
C6 C7 C8 N1 0.2(3) . . . . ? 
C12 C7 C8 C9 -1.0(4) . . . . ? 
C6 C7 C8 C9 -179.5(3) . . . . ? 
N1 C8 C9 C10 -178.7(3) . . . . ? 
C7 C8 C9 C10 1.0(5) . . . . ? 
C8 C9 C10 C11 0.2(5) . . . . ? 
C9 C10 C11 C12 -1.4(5) . . . . ? 
C10 C11 C12 C7 1.4(5) . . . . ? 
C10 C11 C12 C13 -178.8(3) . . . . ? 
C8 C7 C12 C11 -0.3(4) . . . . ? 
C6 C7 C12 C11 177.7(3) . . . . ? 
C8 C7 C12 C13 180.0(2) . . . . ? 
C6 C7 C12 C13 -2.1(5) . . . . ? 
C14 O1 C13 O2 0.1(4) . . . . ? 
C14 O1 C13 C12 179.5(2) . . . . ? 
C11 C12 C13 O2 165.2(3) . . . . ? 
C7 C12 C13 O2 -15.0(5) . . . . ? 
C11 C12 C13 O1 -14.2(4) . . . . ? 
C7 C12 C13 O1 165.6(2) . . . . ? 
C13 O1 C14 C15 179.1(2) . . . . ? 
O1 C14 C15 C16 -73.2(4) . . . . ? 
O1 C14 C15 C20 108.1(3) . . . . ? 
C20 C15 C16 C17 0.3(5) . . . . ? 
C14 C15 C16 C17 -178.4(3) . . . . ? 
C15 C16 C17 C18 0.5(5) . . . . ? 
C16 C17 C18 C19 -1.7(6) . . . . ? 
C17 C18 C19 C20 2.0(5) . . . . ? 
C16 C15 C20 C19 0.1(5) . . . . ? 
C14 C15 C20 C19 178.8(3) . . . . ? 
C18 C19 C20 C15 -1.2(5) . . . . ? 
C8 N1 C22 C23 -101.8(3) . . . . ? 
C1 N1 C22 C23 85.1(4) . . . . ? 
N1 C22 C23 C28B 45.8(8) . . . . ? 
N1 C22 C23 C24A -170.0(6) . . . . ? 
N1 C22 C23 C28A 21.7(7) . . . . ? 
N1 C22 C23 C24B -128.9(6) . . . . ? 
C28B C23 C24A C25A -22.9(9) . . . . ? 
C28A C23 C24A C25A -5.1(9) . . . . ? 
C24B C23 C24A C25A 90.5(11) . . . . ? 
C22 C23 C24A C25A -173.5(5) . . . . ? 
C23 C24A C25A C26A 0.3(10) . . . . ? 
C24A C25A C26A C27A 3.7(14) . . . . ? 
C25A C26A C27A C28A -2.8(16) . . . . ? 
C26A C27A C28A C23 -2.2(15) . . . . ? 
C28B C23 C28A C27A 61(2) . . . . ? 
C24A C23 C28A C27A 6.2(11) . . . . ? 
C24B C23 C28A C27A -34.2(11) . . . . ? 
C22 C23 C28A C27A 174.7(7) . . . . ? 
C28B C23 C24B C25B 5.5(9) . . . . ? 
C24A C23 C24B C25B -74.5(10) . . . . ? 
C28A C23 C24B C25B 29.0(9) . . . . ? 
C22 C23 C24B C25B -179.3(6) . . . . ? 
C23 C24B C25B C26B 3.3(13) . . . . ? 
C24B C25B C26B C27B -10.3(19) . . . . ? 
C25B C26B C27B C28B 8.4(19) . . . . ? 
C24A C23 C28B C27B 29.3(11) . . . . ? 
C28A C23 C28B C27B -103(3) . . . . ? 
C24B C23 C28B C27B -7.4(12) . . . . ? 
C22 C23 C28B C27B 177.8(7) . . . . ? 
C26B C27B C28B C23 0.9(15) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.999 
_diffrn_reflns_theta_full              25.36 
_diffrn_measured_fraction_theta_full   0.999 
_refine_diff_density_max    0.206 
_refine_diff_density_min   -0.184 
_refine_diff_density_rms    0.038 
