# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_Sukhdev1
_database_code_depnum_ccdc_archive 'CCDC 1567079'
_audit_update_record             
;
2017-08-06 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'pyrrolo indoles'
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 N O3'
_chemical_formula_sum            'C20 H17 N O3'
_chemical_formula_weight         319.35
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   11.1210(3)
_cell_length_b                   16.8340(12)
_cell_length_c                   9.3410(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.213(3)
_cell_angle_gamma                90.00
_cell_volume                     1607.17(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    24.71
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      2721

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9612
_exptl_absorpt_correction_T_max  0.9768
_exptl_absorpt_process_details   
;  
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'   
;
_exptl_special_details           
;   
 ?   
;

_diffrn_ambient_temperature      200(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  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2697
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         24.71
_reflns_number_total             2697
_reflns_number_gt                2351
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.7'
_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)+(0.0327P)²+0.7575P] 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         2697
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.96767(14) 0.83916(9) 0.61703(17) 0.0528(4) Uani 1 1 d . . .
O2 O 0.7119(2) 1.16617(12) 0.7604(2) 0.0902(7) Uani 1 1 d . . .
O3 O 0.85941(14) 1.14006(8) 0.99473(16) 0.0510(4) Uani 1 1 d . . .
N1 N 1.01780(15) 0.96954(9) 0.69069(17) 0.0379(4) Uani 1 1 d . . .
C1 C 1.15081(18) 0.98472(12) 0.7313(2) 0.0381(5) Uani 1 1 d . . .
C2 C 1.2513(2) 0.93494(13) 0.7339(2) 0.0453(5) Uani 1 1 d . . .
H2 H 1.2360 0.8808 0.7038 0.054 Uiso 1 1 calc R . .
C3 C 1.3748(2) 0.96839(14) 0.7826(2) 0.0504(5) Uani 1 1 d . . .
H3 H 1.4463 0.9365 0.7858 0.060 Uiso 1 1 calc R . .
C4 C 1.3964(2) 1.04769(14) 0.8270(2) 0.0498(5) Uani 1 1 d . . .
H4 H 1.4823 1.0688 0.8593 0.060 Uiso 1 1 calc R . .
C5 C 1.2967(2) 1.09632(13) 0.8253(2) 0.0457(5) Uani 1 1 d . . .
H5 H 1.3130 1.1503 0.8564 0.055 Uiso 1 1 calc R . .
C6 C 1.17040(19) 1.06464(12) 0.7768(2) 0.0389(5) Uani 1 1 d . . .
C7 C 1.04534(19) 1.09744(12) 0.7624(2) 0.0428(5) Uani 1 1 d . . .
H7 H 1.0292 1.1504 0.7851 0.051 Uiso 1 1 calc R . .
C8 C 0.95636(18) 1.03853(12) 0.7107(2) 0.0385(4) Uani 1 1 d . . .
C9 C 0.81524(19) 1.02103(12) 0.6759(2) 0.0414(5) Uani 1 1 d . . .
H9 H 0.7591 1.0580 0.5927 0.050 Uiso 1 1 calc R . .
C10 C 0.79801(18) 0.93482(12) 0.6086(2) 0.0401(5) Uani 1 1 d . . .
H10 H 0.7514 0.9401 0.4931 0.048 Uiso 1 1 calc R . .
C11 C 0.93516(19) 0.90519(12) 0.6384(2) 0.0409(5) Uani 1 1 d . . .
C12 C 0.7852(2) 1.03218(12) 0.8218(2) 0.0455(5) Uani 1 1 d . . .
H12A H 0.7003 1.0070 0.8054 0.055 Uiso 1 1 calc R . .
H12B H 0.8540 1.0062 0.9122 0.055 Uiso 1 1 calc R . .
C13 C 0.77995(19) 1.11914(13) 0.8543(2) 0.0453(5) Uani 1 1 d . . .
C14 C 0.8565(3) 1.22279(13) 1.0350(3) 0.0626(6) Uani 1 1 d . . .
H14A H 0.9171 1.2313 1.1433 0.094 Uiso 1 1 calc R . .
H14B H 0.7676 1.2372 1.0231 0.094 Uiso 1 1 calc R . .
H14C H 0.8827 1.2559 0.9660 0.094 Uiso 1 1 calc R . .
C15 C 0.71788(18) 0.87792(12) 0.6605(2) 0.0383(5) Uani 1 1 d . . .
C16 C 0.7722(2) 0.83717(12) 0.8011(2) 0.0451(5) Uani 1 1 d . . .
H16 H 0.8621 0.8442 0.8657 0.054 Uiso 1 1 calc R . .
C17 C 0.6963(2) 0.78641(13) 0.8476(2) 0.0499(5) Uani 1 1 d . . .
H17 H 0.7342 0.7588 0.9437 0.060 Uiso 1 1 calc R . .
C18 C 0.5656(2) 0.77604(13) 0.7542(3) 0.0534(6) Uani 1 1 d . . .
H18 H 0.5132 0.7416 0.7862 0.064 Uiso 1 1 calc R . .
C19 C 0.5115(2) 0.81587(14) 0.6145(3) 0.0541(6) Uani 1 1 d . . .
H19 H 0.4217 0.8085 0.5498 0.065 Uiso 1 1 calc R . .
C20 C 0.58702(19) 0.86643(12) 0.5679(2) 0.0448(5) Uani 1 1 d . . .
H20 H 0.5487 0.8936 0.4712 0.054 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 C11 1.210(2) . ?
O2 C13 1.203(3) . ?
O3 C13 1.308(2) . ?
O3 C14 1.446(3) . ?
N1 C11 1.380(2) . ?
N1 C8 1.397(2) . ?
N1 C1 1.398(2) . ?
C1 C2 1.389(3) . ?
C1 C6 1.402(3) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.400(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.453(3) . ?
C7 C8 1.349(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.501(3) . ?
C9 C12 1.537(3) . ?
C9 C10 1.563(3) . ?
C9 H9 1.0000 . ?
C10 C15 1.512(3) . ?
C10 C11 1.523(3) . ?
C10 H10 1.0000 . ?
C12 C13 1.501(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.383(3) . ?
C15 C16 1.391(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.380(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.377(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O3 C14 116.40(17) . . ?
C11 N1 C8 114.04(16) . . ?
C11 N1 C1 136.52(17) . . ?
C8 N1 C1 109.43(15) . . ?
C2 C1 N1 130.70(19) . . ?
C2 C1 C6 123.08(18) . . ?
N1 C1 C6 106.21(16) . . ?
C3 C2 C1 116.6(2) . . ?
C3 C2 H2 121.7 . . ?
C1 C2 H2 121.7 . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.7(2) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 118.6(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C5 C6 C1 118.68(18) . . ?
C5 C6 C7 133.38(19) . . ?
C1 C6 C7 107.94(17) . . ?
C8 C7 C6 107.11(18) . . ?
C8 C7 H7 126.4 . . ?
C6 C7 H7 126.4 . . ?
C7 C8 N1 109.31(17) . . ?
C7 C8 C9 141.14(18) . . ?
N1 C8 C9 109.43(16) . . ?
C8 C9 C12 110.96(16) . . ?
C8 C9 C10 102.79(15) . . ?
C12 C9 C10 115.78(16) . . ?
C8 C9 H9 109.0 . . ?
C12 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
C15 C10 C11 114.09(17) . . ?
C15 C10 C9 116.99(15) . . ?
C11 C10 C9 105.99(15) . . ?
C15 C10 H10 106.4 . . ?
C11 C10 H10 106.4 . . ?
C9 C10 H10 106.4 . . ?
O1 C11 N1 125.39(19) . . ?
O1 C11 C10 127.89(18) . . ?
N1 C11 C10 106.68(17) . . ?
C13 C12 C9 109.77(17) . . ?
C13 C12 H12A 109.7 . . ?
C9 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
C9 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
O2 C13 O3 122.4(2) . . ?
O2 C13 C12 123.9(2) . . ?
O3 C13 C12 113.62(17) . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 118.71(18) . . ?
C20 C15 C10 119.74(17) . . ?
C16 C15 C10 121.54(17) . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 120.6(2) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.031
####################################################################### 
# 
# 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_Sukhdev2
_database_code_depnum_ccdc_archive 'CCDC 1567080'
_audit_update_record             
;
2017-08-06 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Pyrrolo indoles'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H19 N O3'
_chemical_formula_sum            'C26 H19 N O3'
_chemical_formula_weight         393.42
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C c'
_symmetry_space_group_name_Hall  'C -2yc'

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

_cell_length_a                   17.4760(13)
_cell_length_b                   13.8930(11)
_cell_length_c                   8.3020(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.346(4)
_cell_angle_gamma                90.00
_cell_volume                     2003.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1696
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      24.70

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9599
_exptl_absorpt_correction_T_max  0.9748
_exptl_absorpt_process_details   
;  
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'   
;
_exptl_special_details           
;   
 ?   
;

_diffrn_ambient_temperature      200(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  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            1677
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         24.68
_reflns_number_total             1677
_reflns_number_gt                1505
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.7'
_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)+(0.0449P)²+1.1145P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0
_refine_ls_number_reflns         1677
_refine_ls_number_parameters     272
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.38421(18) 0.2662(2) 0.0868(4) 0.0774(10) Uani 1 1 d . . .
O2 O 0.02725(15) 0.4158(2) 0.2929(4) 0.0689(8) Uani 1 1 d . . .
O3 O 0.1097(3) 0.3386(5) 0.4601(6) 0.162(3) Uani 1 1 d . . .
N1 N 0.35406(18) 0.4134(2) 0.1885(4) 0.0526(8) Uani 1 1 d . . .
C1 C 0.3414(2) 0.3171(3) 0.1547(4) 0.0522(9) Uani 1 1 d . . .
C2 C 0.2640(2) 0.2905(2) 0.2112(4) 0.0462(8) Uani 1 1 d . . .
C3 C 0.2371(2) 0.3840(3) 0.2987(4) 0.0474(8) Uani 1 1 d . . .
H3 H 0.2397 0.3739 0.4185 0.057 Uiso 1 1 calc R . .
C4 C 0.2942(2) 0.4574(3) 0.2588(4) 0.0500(9) Uani 1 1 d . . .
C5 C 0.3063(2) 0.5530(3) 0.2685(5) 0.0603(10) Uani 1 1 d . . .
H5 H 0.2739 0.5994 0.3109 0.072 Uiso 1 1 calc R . .
C6 C 0.3778(2) 0.5716(3) 0.2020(5) 0.0609(11) Uani 1 1 d . . .
C7 C 0.4198(3) 0.6550(4) 0.1845(7) 0.0884(16) Uani 1 1 d . . .
H7 H 0.4020 0.7151 0.2201 0.106 Uiso 1 1 calc R . .
C8 C 0.4860(4) 0.6497(5) 0.1165(8) 0.104(2) Uani 1 1 d . . .
H8 H 0.5143 0.7070 0.1034 0.125 Uiso 1 1 calc R . .
C9 C 0.5142(3) 0.5626(6) 0.0647(8) 0.0969(19) Uani 1 1 d . . .
H9 H 0.5609 0.5617 0.0161 0.116 Uiso 1 1 calc R . .
C10 C 0.4745(2) 0.4764(4) 0.0833(6) 0.0759(13) Uani 1 1 d . . .
H10 H 0.4932 0.4161 0.0504 0.091 Uiso 1 1 calc R . .
C11 C 0.4069(2) 0.4843(3) 0.1521(5) 0.0575(10) Uani 1 1 d . . .
C12 C 0.1548(2) 0.4076(3) 0.2258(4) 0.0485(8) Uani 1 1 d . . .
H12 H 0.1511 0.4776 0.1984 0.058 Uiso 1 1 calc R . .
C13 C 0.0959(2) 0.3826(3) 0.3394(5) 0.0614(11) Uani 1 1 d . . .
C14 C -0.0307(3) 0.3955(5) 0.4023(6) 0.0862(16) Uani 1 1 d . . .
H14A H -0.0806 0.4206 0.3555 0.129 Uiso 1 1 calc R . .
H14B H -0.0158 0.4266 0.5071 0.129 Uiso 1 1 calc R . .
H14C H -0.0345 0.3258 0.4178 0.129 Uiso 1 1 calc R . .
C15 C 0.1445(2) 0.3486(3) 0.0708(4) 0.0497(9) Uani 1 1 d . . .
C16 C 0.2041(2) 0.2842(3) 0.0639(4) 0.0453(8) Uani 1 1 d . . .
C17 C 0.2054(3) 0.2231(3) -0.0686(5) 0.0598(10) Uani 1 1 d . . .
H17 H 0.2461 0.1784 -0.0739 0.072 Uiso 1 1 calc R . .
C18 C 0.1457(3) 0.2291(4) -0.1926(5) 0.0733(14) Uani 1 1 d . . .
H18 H 0.1462 0.1886 -0.2847 0.088 Uiso 1 1 calc R . .
C19 C 0.0859(3) 0.2925(4) -0.1848(5) 0.0733(13) Uani 1 1 d . . .
H19 H 0.0449 0.2941 -0.2701 0.088 Uiso 1 1 calc R . .
C20 C 0.0847(2) 0.3539(3) -0.0542(5) 0.0616(11) Uani 1 1 d . . .
H20 H 0.0440 0.3988 -0.0499 0.074 Uiso 1 1 calc R . .
C21 C 0.2700(2) 0.2004(3) 0.3160(4) 0.0534(9) Uani 1 1 d . . .
C22 C 0.3404(3) 0.1752(4) 0.4033(6) 0.0818(14) Uani 1 1 d . . .
H22 H 0.3848 0.2134 0.3929 0.098 Uiso 1 1 calc R . .
C23 C 0.3463(4) 0.0965(4) 0.5034(7) 0.0972(18) Uani 1 1 d . . .
H23 H 0.3946 0.0804 0.5613 0.117 Uiso 1 1 calc R . .
C24 C 0.2843(5) 0.0419(4) 0.5203(7) 0.0969(19) Uani 1 1 d . . .
H24 H 0.2885 -0.0109 0.5935 0.116 Uiso 1 1 calc R . .
C25 C 0.2160(4) 0.0616(4) 0.4338(9) 0.1007(18) Uani 1 1 d . . .
H25 H 0.1730 0.0207 0.4422 0.121 Uiso 1 1 calc R . .
C26 C 0.2081(3) 0.1431(3) 0.3307(6) 0.0758(13) Uani 1 1 d . . .
H26 H 0.1597 0.1577 0.2721 0.091 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 C1 1.214(4) . ?
O2 C13 1.304(5) . ?
O2 C14 1.460(5) . ?
O3 C13 1.175(5) . ?
N1 C1 1.380(5) . ?
N1 C4 1.394(5) . ?
N1 C11 1.406(5) . ?
C1 C2 1.525(5) . ?
C2 C16 1.521(5) . ?
C2 C21 1.522(5) . ?
C2 C3 1.584(5) . ?
C3 C4 1.490(5) . ?
C3 C12 1.533(5) . ?
C3 H3 1.0000 . ?
C4 C5 1.345(5) . ?
C5 C6 1.445(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(6) . ?
C6 C11 1.397(6) . ?
C7 C8 1.344(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.403(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.371(6) . ?
C10 H10 0.9500 . ?
C12 C13 1.511(5) . ?
C12 C15 1.519(5) . ?
C12 H12 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.380(5) . ?
C15 C20 1.390(5) . ?
C16 C17 1.392(5) . ?
C17 C18 1.383(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.375(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(6) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C26 1.358(6) . ?
C21 C22 1.402(6) . ?
C22 C23 1.371(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.342(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.352(9) . ?
C24 H24 0.9500 . ?
C25 C26 1.417(8) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O2 C14 115.3(3) . . ?
C1 N1 C4 113.5(3) . . ?
C1 N1 C11 136.9(3) . . ?
C4 N1 C11 108.9(3) . . ?
O1 C1 N1 124.5(4) . . ?
O1 C1 C2 127.9(4) . . ?
N1 C1 C2 107.5(3) . . ?
C16 C2 C21 114.2(3) . . ?
C16 C2 C1 108.8(3) . . ?
C21 C2 C1 111.5(3) . . ?
C16 C2 C3 101.8(3) . . ?
C21 C2 C3 114.7(3) . . ?
C1 C2 C3 105.1(3) . . ?
C4 C3 C12 112.8(3) . . ?
C4 C3 C2 102.7(3) . . ?
C12 C3 C2 107.9(3) . . ?
C4 C3 H3 111.1 . . ?
C12 C3 H3 111.1 . . ?
C2 C3 H3 111.1 . . ?
C5 C4 N1 109.8(3) . . ?
C5 C4 C3 140.1(4) . . ?
N1 C4 C3 110.1(3) . . ?
C4 C5 C6 106.8(4) . . ?
C4 C5 H5 126.6 . . ?
C6 C5 H5 126.6 . . ?
C7 C6 C11 118.7(4) . . ?
C7 C6 C5 132.8(5) . . ?
C11 C6 C5 108.5(3) . . ?
C8 C7 C6 119.2(6) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 121.9(5) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 120.8(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 115.9(5) . . ?
C11 C10 H10 122.0 . . ?
C9 C10 H10 122.0 . . ?
C10 C11 C6 123.5(4) . . ?
C10 C11 N1 130.5(4) . . ?
C6 C11 N1 105.9(3) . . ?
C13 C12 C15 112.3(3) . . ?
C13 C12 C3 112.2(3) . . ?
C15 C12 C3 103.8(3) . . ?
C13 C12 H12 109.5 . . ?
C15 C12 H12 109.5 . . ?
C3 C12 H12 109.5 . . ?
O3 C13 O2 122.0(4) . . ?
O3 C13 C12 124.2(4) . . ?
O2 C13 C12 113.7(3) . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 120.8(3) . . ?
C16 C15 C12 111.4(3) . . ?
C20 C15 C12 127.8(3) . . ?
C15 C16 C17 120.4(3) . . ?
C15 C16 C2 112.6(3) . . ?
C17 C16 C2 127.0(3) . . ?
C18 C17 C16 118.4(4) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C19 C18 C17 121.2(4) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C15 118.6(4) . . ?
C19 C20 H20 120.7 . . ?
C15 C20 H20 120.7 . . ?
C26 C21 C22 118.0(4) . . ?
C26 C21 C2 121.8(4) . . ?
C22 C21 C2 120.1(4) . . ?
C23 C22 C21 121.0(5) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 C22 120.5(6) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.4(5) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 120.2(6) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 119.8(5) . . ?
C21 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        24.68
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.027
