# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_Compound9
_database_code_depnum_ccdc_archive 'CCDC 1894264'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 Cl N'
_chemical_formula_weight         383.90

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   10.1410(14)
_cell_length_b                   10.4626(13)
_cell_length_c                   19.267(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2044.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9880
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      26.39

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21418
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0159
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3537
_reflns_number_gt                3387
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0635P)²+0.2789P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_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   0.05(7)
_refine_ls_number_reflns         3537
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0950
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_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
Cl1 Cl 0.21193(7) -0.11055(6) 0.70879(4) 0.0724(2) Uani 1 1 d . . .
C6 C 0.62851(17) 0.47644(16) 0.58470(9) 0.0358(4) Uani 1 1 d . . .
C1 C 0.58244(17) 0.37662(17) 0.54384(9) 0.0365(4) Uani 1 1 d . . .
H1 H 0.6222 0.3614 0.5011 0.044 Uiso 1 1 calc R . .
C2 C 0.47885(16) 0.29885(16) 0.56472(9) 0.0337(4) Uani 1 1 d . . .
C7 C 0.74107(17) 0.55782(17) 0.56219(10) 0.0407(4) Uani 1 1 d . . .
C3 C 0.41519(16) 0.32347(16) 0.62811(9) 0.0322(4) Uani 1 1 d . . .
N1 N 0.1560(2) 0.4308(2) 0.62908(12) 0.0595(5) Uani 1 1 d . . .
C13 C 0.29671(17) 0.24756(17) 0.64887(8) 0.0343(4) Uani 1 1 d . . .
C4 C 0.46096(17) 0.42396(16) 0.67000(9) 0.0339(4) Uani 1 1 d . . .
C18 C 0.17175(18) 0.30614(19) 0.64912(9) 0.0401(4) Uani 1 1 d . . .
C19 C 0.40118(17) 0.45362(17) 0.73897(9) 0.0353(4) Uani 1 1 d . . .
C14 C 0.30678(18) 0.11924(18) 0.66705(9) 0.0384(4) Uani 1 1 d . . .
H14 H 0.3886 0.0791 0.6664 0.046 Uiso 1 1 calc R . .
C24 C 0.35835(18) 0.57644(18) 0.75503(10) 0.0397(4) Uani 1 1 d . . .
H24 H 0.3645 0.6406 0.7218 0.048 Uiso 1 1 calc R . .
C15 C 0.1959(2) 0.0512(2) 0.68599(10) 0.0463(5) Uani 1 1 d . . .
C26 C 0.4379(2) 0.1891(2) 0.51865(10) 0.0459(5) Uani 1 1 d . . .
H26A H 0.4813 0.1965 0.4745 0.069 Uiso 1 1 calc R . .
H26B H 0.3441 0.1913 0.5120 0.069 Uiso 1 1 calc R . .
H26C H 0.4622 0.1098 0.5401 0.069 Uiso 1 1 calc R . .
C5 C 0.56707(17) 0.49808(16) 0.64806(9) 0.0374(4) Uani 1 1 d . . .
H5 H 0.5975 0.5636 0.6765 0.045 Uiso 1 1 calc R . .
C12 C 0.8334(2) 0.6025(2) 0.60953(13) 0.0536(5) Uani 1 1 d . . .
H12 H 0.8262 0.5800 0.6561 0.064 Uiso 1 1 calc R . .
C22 C 0.29478(19) 0.5120(2) 0.87009(10) 0.0473(5) Uani 1 1 d . . .
C17 C 0.0626(2) 0.2335(3) 0.66938(11) 0.0552(6) Uani 1 1 d . . .
H17 H -0.0200 0.2719 0.6707 0.066 Uiso 1 1 calc R . .
C23 C 0.30690(19) 0.6047(2) 0.81954(10) 0.0466(5) Uani 1 1 d . . .
H23 H 0.2799 0.6877 0.8291 0.056 Uiso 1 1 calc R . .
C16 C 0.0742(2) 0.1070(3) 0.68745(11) 0.0552(5) Uani 1 1 d . . .
H16 H 0.0003 0.0600 0.7005 0.066 Uiso 1 1 calc R . .
C20 C 0.3919(2) 0.36122(18) 0.79022(10) 0.0444(4) Uani 1 1 d . . .
H20 H 0.4211 0.2786 0.7811 0.053 Uiso 1 1 calc R . .
C8 C 0.7553(2) 0.5933(2) 0.49278(12) 0.0510(5) Uani 1 1 d . . .
H8 H 0.6948 0.5648 0.4600 0.061 Uiso 1 1 calc R . .
C21 C 0.3398(2) 0.3900(2) 0.85472(10) 0.0493(5) Uani 1 1 d . . .
H21 H 0.3349 0.3264 0.8884 0.059 Uiso 1 1 calc R . .
C11 C 0.9357(2) 0.6798(3) 0.58822(17) 0.0699(7) Uani 1 1 d . . .
H11 H 0.9968 0.7092 0.6205 0.084 Uiso 1 1 calc R . .
C25 C 0.2338(3) 0.5409(3) 0.94006(12) 0.0734(7) Uani 1 1 d . . .
H25A H 0.2369 0.6313 0.9484 0.110 Uiso 1 1 calc R . .
H25B H 0.2822 0.4971 0.9757 0.110 Uiso 1 1 calc R . .
H25C H 0.1438 0.5125 0.9404 0.110 Uiso 1 1 calc R . .
C9 C 0.8586(3) 0.6704(3) 0.47242(15) 0.0704(7) Uani 1 1 d . . .
H9 H 0.8674 0.6930 0.4260 0.084 Uiso 1 1 calc R . .
C10 C 0.9480(3) 0.7137(3) 0.51976(17) 0.0772(8) Uani 1 1 d . . .
H10 H 1.0171 0.7661 0.5057 0.093 Uiso 1 1 calc R . .
H27 H 0.075(4) 0.452(4) 0.6324(16) 0.090(10) Uiso 1 1 d . . .
H28 H 0.220(3) 0.481(3) 0.6177(14) 0.068(8) Uiso 1 1 d . . .


_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
Cl1 C15 1.756(2) . ?
C6 C1 1.389(2) . ?
C6 C5 1.389(2) . ?
C6 C7 1.489(2) . ?
C1 C2 1.388(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.405(2) . ?
C2 C26 1.509(2) . ?
C7 C12 1.388(3) . ?
C7 C8 1.395(3) . ?
C3 C4 1.404(2) . ?
C3 C13 1.495(2) . ?
N1 C18 1.369(3) . ?
N1 H27 0.85(4) . ?
N1 H28 0.87(3) . ?
C13 C14 1.391(3) . ?
C13 C18 1.408(3) . ?
C4 C5 1.392(2) . ?
C4 C19 1.493(2) . ?
C18 C17 1.398(3) . ?
C19 C20 1.385(3) . ?
C19 C24 1.391(3) . ?
C14 C15 1.380(3) . ?
C14 H14 0.9300 . ?
C24 C23 1.380(3) . ?
C24 H24 0.9300 . ?
C15 C16 1.365(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C5 H5 0.9300 . ?
C12 C11 1.378(3) . ?
C12 H12 0.9300 . ?
C22 C23 1.380(3) . ?
C22 C21 1.387(3) . ?
C22 C25 1.514(3) . ?
C17 C16 1.374(4) . ?
C17 H17 0.9300 . ?
C23 H23 0.9300 . ?
C16 H16 0.9300 . ?
C20 C21 1.384(3) . ?
C20 H20 0.9300 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9300 . ?
C21 H21 0.9300 . ?
C11 C10 1.372(4) . ?
C11 H11 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C9 C10 1.364(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C5 118.03(16) . . ?
C1 C6 C7 121.53(16) . . ?
C5 C6 C7 120.45(16) . . ?
C2 C1 C6 122.07(16) . . ?
C2 C1 H1 119.0 . . ?
C6 C1 H1 119.0 . . ?
C1 C2 C3 119.48(16) . . ?
C1 C2 C26 118.92(16) . . ?
C3 C2 C26 121.60(16) . . ?
C12 C7 C8 118.05(19) . . ?
C12 C7 C6 121.21(18) . . ?
C8 C7 C6 120.73(17) . . ?
C4 C3 C2 119.00(15) . . ?
C4 C3 C13 120.64(15) . . ?
C2 C3 C13 120.30(15) . . ?
C18 N1 H27 110(2) . . ?
C18 N1 H28 124.1(19) . . ?
H27 N1 H28 126(3) . . ?
C14 C13 C18 119.04(17) . . ?
C14 C13 C3 121.40(16) . . ?
C18 C13 C3 119.55(16) . . ?
C5 C4 C3 119.87(15) . . ?
C5 C4 C19 117.92(15) . . ?
C3 C4 C19 122.20(15) . . ?
N1 C18 C17 120.3(2) . . ?
N1 C18 C13 121.24(19) . . ?
C17 C18 C13 118.48(18) . . ?
C20 C19 C24 117.71(16) . . ?
C20 C19 C4 121.13(16) . . ?
C24 C19 C4 121.10(16) . . ?
C15 C14 C13 120.29(17) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C23 C24 C19 121.06(18) . . ?
C23 C24 H24 119.5 . . ?
C19 C24 H24 119.5 . . ?
C16 C15 C14 121.45(19) . . ?
C16 C15 Cl1 119.37(16) . . ?
C14 C15 Cl1 119.18(17) . . ?
C2 C26 H26A 109.5 . . ?
C2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 C5 C4 121.51(16) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C11 C12 C7 120.6(2) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C23 C22 C21 117.80(18) . . ?
C23 C22 C25 121.6(2) . . ?
C21 C22 C25 120.6(2) . . ?
C16 C17 C18 121.8(2) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C22 C23 C24 121.27(18) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C15 C16 C17 118.91(19) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C21 C20 C19 120.96(18) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C9 C8 C7 120.5(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C20 C21 C22 121.17(19) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C10 C11 C12 120.5(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 119.8(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.066
####################################################################### 
# 
# 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_Compound27
_database_code_depnum_ccdc_archive 'CCDC 1894267'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N O2'
_chemical_formula_weight         406.48

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_H-M   P2/n

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

_cell_length_a                   10.8507(8)
_cell_length_b                   8.1358(5)
_cell_length_c                   25.379(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.054(3)
_cell_angle_gamma                90.00
_cell_volume                     2237.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9960
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.22

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             860
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      300(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22139
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3904
_reflns_number_gt                3323
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0825P)²+1.2323P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3904
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0612
_refine_ls_wR_factor_ref         0.1712
_refine_ls_wR_factor_gt          0.1641
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
O2 O 0.24789(14) 0.54007(19) 0.61084(6) 0.0556(4) Uani 1 1 d . . .
O1 O 0.08510(16) 0.5866(2) 0.55546(7) 0.0700(5) Uani 1 1 d . . .
N1 N 0.12460(17) 0.2860(2) 0.50626(7) 0.0492(5) Uani 1 1 d . . .
C13 C 0.49753(17) 0.3584(2) 0.60489(7) 0.0398(4) Uani 1 1 d . . .
C12 C 0.39759(18) 0.2365(2) 0.59819(7) 0.0411(5) Uani 1 1 d . . .
C18 C 0.57873(18) 0.3052(3) 0.64573(8) 0.0438(5) Uani 1 1 d . . .
C7 C 0.29581(18) 0.2331(3) 0.55751(8) 0.0425(5) Uani 1 1 d . . .
C9 C 0.17237(18) 0.5026(3) 0.56982(8) 0.0474(5) Uani 1 1 d . . .
C6 C 0.27061(19) 0.0963(3) 0.52350(8) 0.0447(5) Uani 1 1 d . . .
C14 C 0.52349(19) 0.4997(3) 0.57698(8) 0.0461(5) Uani 1 1 d . . .
H14 H 0.4699 0.5358 0.5496 0.055 Uiso 1 1 calc R . .
C8 C 0.20388(18) 0.3467(3) 0.54568(8) 0.0446(5) Uani 1 1 d . . .
C22 C 0.50431(19) 0.1516(3) 0.72583(8) 0.0477(5) Uani 1 1 d . . .
C5 C 0.16247(19) 0.1331(3) 0.49266(8) 0.0468(5) Uani 1 1 d . . .
C28 C 0.4190(2) 0.1167(3) 0.63348(8) 0.0488(5) Uani 1 1 d . . .
H28 H 0.3675 0.0262 0.6366 0.059 Uiso 1 1 calc R . .
C20 C 0.53526(19) 0.1429(3) 0.66772(8) 0.0460(5) Uani 1 1 d . . .
C4 C 0.1096(2) 0.0215(3) 0.45602(9) 0.0574(6) Uani 1 1 d . . .
H4 H 0.0378 0.0469 0.4361 0.069 Uiso 1 1 calc R . .
C17 C 0.68415(19) 0.3934(3) 0.65925(9) 0.0542(6) Uani 1 1 d . . .
H17 H 0.7374 0.3581 0.6869 0.065 Uiso 1 1 calc R . .
C1 C 0.3289(2) -0.0564(3) 0.51623(9) 0.0552(6) Uani 1 1 d . . .
H1 H 0.4014 -0.0832 0.5355 0.066 Uiso 1 1 calc R . .
C21 C 0.6289(2) 0.0068(3) 0.65714(10) 0.0623(6) Uani 1 1 d . . .
H21A H 0.5955 -0.0978 0.6666 0.093 Uiso 1 1 calc R . .
H21B H 0.7040 0.0266 0.6779 0.093 Uiso 1 1 calc R . .
H21C H 0.6457 0.0064 0.6204 0.093 Uiso 1 1 calc R . .
C15 C 0.6300(2) 0.5859(3) 0.59056(10) 0.0548(6) Uani 1 1 d . . .
H15 H 0.6480 0.6802 0.5717 0.066 Uiso 1 1 calc R . .
C3 C 0.1676(2) -0.1261(3) 0.45075(10) 0.0645(7) Uani 1 1 d . . .
H3 H 0.1340 -0.2030 0.4270 0.077 Uiso 1 1 calc R . .
C16 C 0.7109(2) 0.5358(3) 0.63140(10) 0.0574(6) Uani 1 1 d . . .
C2 C 0.2766(3) -0.1644(3) 0.48028(10) 0.0645(7) Uani 1 1 d . . .
H2 H 0.3143 -0.2655 0.4753 0.077 Uiso 1 1 calc R . .
C27 C 0.5347(3) 0.0348(4) 0.76151(11) 0.0860(10) Uani 1 1 d . . .
H27 H 0.5810 -0.0547 0.7512 0.103 Uiso 1 1 calc R . .
C10 C 0.2241(3) 0.6933(3) 0.63756(11) 0.0683(7) Uani 1 1 d . . .
H10A H 0.1415 0.6933 0.6504 0.082 Uiso 1 1 calc R . .
H10B H 0.2316 0.7853 0.6136 0.082 Uiso 1 1 calc R . .
C25 C 0.4342(3) 0.1665(4) 0.82996(11) 0.0816(9) Uani 1 1 d . . .
H25 H 0.4110 0.1714 0.8647 0.098 Uiso 1 1 calc R . .
C19 C 0.8279(3) 0.6316(4) 0.64524(15) 0.0891(10) Uani 1 1 d . . .
H19A H 0.8437 0.6315 0.6828 0.134 Uiso 1 1 calc R . .
H19B H 0.8182 0.7427 0.6330 0.134 Uiso 1 1 calc R . .
H19C H 0.8959 0.5812 0.6287 0.134 Uiso 1 1 calc R . .
C11 C 0.3174(3) 0.7062(4) 0.68226(12) 0.0851(9) Uani 1 1 d . . .
H11A H 0.3097 0.6138 0.7054 0.128 Uiso 1 1 calc R . .
H11B H 0.3043 0.8060 0.7014 0.128 Uiso 1 1 calc R . .
H11C H 0.3986 0.7073 0.6690 0.128 Uiso 1 1 calc R . .
C26 C 0.4998(4) 0.0427(5) 0.81297(12) 0.1042(13) Uani 1 1 d . . .
H26 H 0.5232 -0.0414 0.8362 0.125 Uiso 1 1 calc R . .
C23 C 0.4387(6) 0.2770(6) 0.74401(15) 0.181(3) Uani 1 1 d . . .
H23 H 0.4165 0.3628 0.7212 0.217 Uiso 1 1 calc R . .
C24 C 0.4029(6) 0.2834(7) 0.79566(17) 0.188(3) Uani 1 1 d . . .
H24 H 0.3558 0.3716 0.8063 0.226 Uiso 1 1 calc R . .
H5 H 0.061(3) 0.333(3) 0.4908(11) 0.073(8) Uiso 1 1 d . . .


_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
O2 C9 1.326(3) . ?
O2 C10 1.449(3) . ?
O1 C9 1.208(3) . ?
N1 C5 1.361(3) . ?
N1 C8 1.376(3) . ?
N1 H5 0.86(3) . ?
C13 C14 1.387(3) . ?
C13 C18 1.393(3) . ?
C13 C12 1.473(3) . ?
C12 C28 1.336(3) . ?
C12 C7 1.471(3) . ?
C18 C17 1.378(3) . ?
C18 C20 1.518(3) . ?
C7 C8 1.381(3) . ?
C7 C6 1.426(3) . ?
C9 C8 1.457(3) . ?
C6 C5 1.408(3) . ?
C6 C1 1.411(3) . ?
C14 C15 1.380(3) . ?
C14 H14 0.9300 . ?
C22 C23 1.340(4) . ?
C22 C27 1.341(3) . ?
C22 C20 1.531(3) . ?
C5 C4 1.400(3) . ?
C28 C20 1.508(3) . ?
C28 H28 0.9300 . ?
C20 C21 1.536(3) . ?
C4 C3 1.365(4) . ?
C4 H4 0.9300 . ?
C17 C16 1.396(3) . ?
C17 H17 0.9300 . ?
C1 C2 1.367(3) . ?
C1 H1 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C15 C16 1.383(3) . ?
C15 H15 0.9300 . ?
C3 C2 1.401(4) . ?
C3 H3 0.9300 . ?
C16 C19 1.515(3) . ?
C2 H2 0.9300 . ?
C27 C26 1.380(4) . ?
C27 H27 0.9300 . ?
C10 C11 1.483(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C25 C26 1.319(4) . ?
C25 C24 1.321(5) . ?
C25 H25 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C26 H26 0.9300 . ?
C23 C24 1.388(5) . ?
C23 H23 0.9300 . ?
C24 H24 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
C9 O2 C10 116.57(18) . . ?
C5 N1 C8 109.08(18) . . ?
C5 N1 H5 122.5(19) . . ?
C8 N1 H5 128.4(19) . . ?
C14 C13 C18 120.00(19) . . ?
C14 C13 C12 131.88(18) . . ?
C18 C13 C12 108.00(17) . . ?
C28 C12 C7 123.67(19) . . ?
C28 C12 C13 108.26(18) . . ?
C7 C12 C13 127.87(17) . . ?
C17 C18 C13 120.5(2) . . ?
C17 C18 C20 129.14(19) . . ?
C13 C18 C20 110.32(17) . . ?
C8 C7 C6 106.13(18) . . ?
C8 C7 C12 130.28(19) . . ?
C6 C7 C12 123.48(18) . . ?
O1 C9 O2 123.3(2) . . ?
O1 C9 C8 124.3(2) . . ?
O2 C9 C8 112.41(18) . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 107.32(18) . . ?
C1 C6 C7 133.9(2) . . ?
C15 C14 C13 118.9(2) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
N1 C8 C7 109.54(19) . . ?
N1 C8 C9 117.80(18) . . ?
C7 C8 C9 132.38(19) . . ?
C23 C22 C27 115.0(2) . . ?
C23 C22 C20 121.0(2) . . ?
C27 C22 C20 124.0(2) . . ?
N1 C5 C4 130.0(2) . . ?
N1 C5 C6 107.91(18) . . ?
C4 C5 C6 122.1(2) . . ?
C12 C28 C20 113.17(18) . . ?
C12 C28 H28 123.4 . . ?
C20 C28 H28 123.4 . . ?
C28 C20 C18 100.25(15) . . ?
C28 C20 C22 109.99(17) . . ?
C18 C20 C22 113.72(17) . . ?
C28 C20 C21 109.74(19) . . ?
C18 C20 C21 109.96(18) . . ?
C22 C20 C21 112.49(17) . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C2 C1 C6 118.7(2) . . ?
C2 C1 H1 120.7 . . ?
C6 C1 H1 120.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C15 C16 121.8(2) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C4 C3 C2 121.6(2) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C15 C16 C17 118.9(2) . . ?
C15 C16 C19 120.8(2) . . ?
C17 C16 C19 120.3(2) . . ?
C1 C2 C3 121.5(2) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C22 C27 C26 122.4(3) . . ?
C22 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
O2 C10 C11 106.7(2) . . ?
O2 C10 H10A 110.4 . . ?
C11 C10 H10A 110.4 . . ?
O2 C10 H10B 110.4 . . ?
C11 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
C26 C25 C24 117.3(3) . . ?
C26 C25 H25 121.3 . . ?
C24 C25 H25 121.3 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C25 C26 C27 121.6(3) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C22 C23 C24 122.3(3) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C25 C24 C23 121.3(3) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_Compound25
_database_code_depnum_ccdc_archive 'CCDC 1894266'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H24 N2 O4'
_chemical_formula_weight         500.53

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3117(11)
_cell_length_b                   10.8487(11)
_cell_length_c                   13.8774(12)
_cell_angle_alpha                69.647(5)
_cell_angle_beta                 87.597(5)
_cell_angle_gamma                63.669(5)
_cell_volume                     1292.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3963
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      20.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43421
_diffrn_reflns_av_R_equivalents  0.1683
_diffrn_reflns_av_sigmaI/netI    0.0759
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4542
_reflns_number_gt                2351
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0748P)²+0.0186P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4542
_refine_ls_number_parameters     350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1440
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1618
_refine_ls_wR_factor_gt          0.1368
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.185
_refine_ls_shift/su_mean         0.003

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
O2 O 0.6565(2) 0.2741(2) 0.92004(16) 0.0675(6) Uani 1 1 d . . .
O1 O 0.6386(2) 0.0645(2) 0.99016(18) 0.0827(8) Uani 1 1 d . . .
N1 N 0.3489(3) 0.2132(3) 0.89487(19) 0.0539(7) Uani 1 1 d . . .
C11 C 0.4119(3) 0.5400(3) 0.7779(2) 0.0426(7) Uani 1 1 d . . .
C14 C 0.5067(3) 0.5354(3) 0.69605(19) 0.0407(7) Uani 1 1 d . . .
C15 C 0.5157(3) 0.6675(3) 0.65766(19) 0.0398(7) Uani 1 1 d . . .
C3 C 0.2142(3) 0.4542(3) 0.7972(2) 0.0467(7) Uani 1 1 d . . .
C2 C 0.3597(3) 0.4290(3) 0.8232(2) 0.0446(7) Uani 1 1 d . . .
C19 C 0.6005(3) 0.6901(3) 0.5805(2) 0.0472(7) Uani 1 1 d . . .
H19 H 0.6087 0.7774 0.5570 0.057 Uiso 1 1 calc R . .
C12 C 0.3696(3) 0.6677(3) 0.7917(2) 0.0495(8) Uani 1 1 d . . .
H12 H 0.3127 0.6929 0.8421 0.059 Uiso 1 1 calc R . .
C13 C 0.4250(3) 0.7671(3) 0.7155(2) 0.0458(7) Uani 1 1 d . . .
C4 C 0.2130(3) 0.3174(3) 0.8423(2) 0.0507(8) Uani 1 1 d . . .
C1 C 0.4373(3) 0.2809(3) 0.8833(2) 0.0490(7) Uani 1 1 d . . .
C21 C 0.2917(3) 0.9069(3) 0.6480(2) 0.0496(7) Uani 1 1 d . . .
C18 C 0.6735(3) 0.5838(3) 0.5376(2) 0.0534(8) Uani 1 1 d . . .
C9 C 0.5845(3) 0.1949(3) 0.9360(2) 0.0572(8) Uani 1 1 d . . .
C16 C 0.5798(3) 0.4274(3) 0.6553(2) 0.0538(8) Uani 1 1 d . . .
H16 H 0.5742 0.3387 0.6805 0.065 Uiso 1 1 calc R . .
C8 C 0.0895(3) 0.5783(3) 0.7381(2) 0.0566(8) Uani 1 1 d . . .
H8 H 0.0886 0.6700 0.7084 0.068 Uiso 1 1 calc R . .
C27 C 0.5295(3) 0.8001(3) 0.7650(2) 0.0564(8) Uani 1 1 d . . .
C17 C 0.6617(3) 0.4535(3) 0.5760(2) 0.0581(8) Uani 1 1 d . . .
H17 H 0.7101 0.3815 0.5477 0.070 Uiso 1 1 calc R . .
C26 C 0.2563(3) 0.9393(3) 0.5451(2) 0.0655(9) Uani 1 1 d . . .
H26 H 0.3180 0.8764 0.5133 0.079 Uiso 1 1 calc R . .
C5 C 0.0887(3) 0.3016(4) 0.8289(2) 0.0635(9) Uani 1 1 d . . .
H5 H 0.0881 0.2108 0.8593 0.076 Uiso 1 1 calc R . .
C7 C -0.0328(3) 0.5622(4) 0.7245(2) 0.0701(10) Uani 1 1 d . . .
H7 H -0.1172 0.6442 0.6849 0.084 Uiso 1 1 calc R . .
C6 C -0.0328(4) 0.4256(4) 0.7689(3) 0.0702(9) Uani 1 1 d . . .
H6 H -0.1169 0.4182 0.7576 0.084 Uiso 1 1 calc R . .
C22 C 0.1965(4) 1.0025(3) 0.6926(3) 0.0732(10) Uani 1 1 d . . .
H22 H 0.2175 0.9838 0.7622 0.088 Uiso 1 1 calc R . .
C28 C 0.6257(4) 0.6940(4) 0.8527(3) 0.0760(10) Uani 1 1 d . . .
H28 H 0.6156 0.6092 0.8883 0.091 Uiso 1 1 calc R . .
C10 C 0.8070(3) 0.1966(4) 0.9667(3) 0.0822(11) Uani 1 1 d . . .
H10A H 0.8141 0.1391 1.0385 0.123 Uiso 1 1 calc R . .
H10B H 0.8423 0.2668 0.9610 0.123 Uiso 1 1 calc R . .
H10C H 0.8647 0.1323 0.9315 0.123 Uiso 1 1 calc R . .
C25 C 0.1320(4) 1.0625(4) 0.4876(3) 0.0825(11) Uani 1 1 d . . .
H25 H 0.1112 1.0823 0.4177 0.099 Uiso 1 1 calc R . .
C23 C 0.0707(4) 1.1251(4) 0.6353(3) 0.0858(12) Uani 1 1 d . . .
H23 H 0.0075 1.1869 0.6671 0.103 Uiso 1 1 calc R . .
C32 C 0.5431(4) 0.9278(4) 0.7160(3) 0.0815(11) Uani 1 1 d . . .
H32 H 0.4767 1.0021 0.6585 0.098 Uiso 1 1 calc R . .
C24 C 0.0380(4) 1.1566(4) 0.5330(3) 0.0867(12) Uani 1 1 d . . .
H24 H -0.0461 1.2401 0.4944 0.104 Uiso 1 1 calc R . .
C20 C 0.7634(4) 0.6099(4) 0.4511(3) 0.0846(11) Uani 1 1 d . . .
H20A H 0.8439 0.5173 0.4558 0.127 Uiso 1 1 calc R . .
H20B H 0.7999 0.6748 0.4571 0.127 Uiso 1 1 calc R . .
H20C H 0.7036 0.6544 0.3854 0.127 Uiso 1 1 calc R . .
C30 C 0.7466(6) 0.8406(8) 0.8349(4) 0.1151(19) Uani 1 1 d . . .
C31 C 0.6523(6) 0.9467(6) 0.7507(4) 0.1134(16) Uani 1 1 d . . .
H31 H 0.6614 1.0324 0.7162 0.136 Uiso 1 1 calc R . .
C29 C 0.7370(5) 0.7120(6) 0.8882(3) 0.1073(15) Uani 1 1 d . . .
H29 H 0.8034 0.6395 0.9463 0.129 Uiso 1 1 calc R . .
O3 O 0.9584(7) 0.7534(10) 0.9384(4) 0.269(4) Uani 1 1 d . . .
O4 O 0.8776(7) 0.9683(8) 0.8211(4) 0.241(3) Uani 1 1 d . . .
N2 N 0.8715(7) 0.8509(11) 0.8694(5) 0.189(3) Uani 1 1 d . . .
H1 H 0.379(4) 0.104(4) 0.942(3) 0.123(13) Uiso 1 1 d . . .


_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
O2 C9 1.326(3) . ?
O2 C10 1.443(3) . ?
O1 C9 1.213(3) . ?
N1 C4 1.371(3) . ?
N1 C1 1.377(3) . ?
N1 H1 1.04(4) . ?
C11 C12 1.337(3) . ?
C11 C14 1.467(3) . ?
C11 C2 1.468(3) . ?
C14 C16 1.380(4) . ?
C14 C15 1.388(3) . ?
C15 C19 1.379(4) . ?
C15 C13 1.527(4) . ?
C3 C8 1.387(4) . ?
C3 C4 1.401(4) . ?
C3 C2 1.439(4) . ?
C2 C1 1.379(3) . ?
C19 C18 1.385(4) . ?
C19 H19 0.9300 . ?
C12 C13 1.520(4) . ?
C12 H12 0.9300 . ?
C13 C21 1.528(4) . ?
C13 C27 1.528(4) . ?
C4 C5 1.394(4) . ?
C1 C9 1.439(4) . ?
C21 C26 1.369(4) . ?
C21 C22 1.384(4) . ?
C18 C17 1.385(4) . ?
C18 C20 1.512(4) . ?
C16 C17 1.387(4) . ?
C16 H16 0.9300 . ?
C8 C7 1.377(4) . ?
C8 H8 0.9300 . ?
C27 C28 1.379(4) . ?
C27 C32 1.383(4) . ?
C17 H17 0.9300 . ?
C26 C25 1.375(4) . ?
C26 H26 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C7 C6 1.393(4) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9300 . ?
C28 C29 1.382(5) . ?
C28 H28 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C25 C24 1.376(4) . ?
C25 H25 0.9300 . ?
C23 C24 1.359(5) . ?
C23 H23 0.9300 . ?
C32 C31 1.364(5) . ?
C32 H32 0.9300 . ?
C24 H24 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C30 C31 1.343(6) . ?
C30 C29 1.379(6) . ?
C30 N2 1.455(6) . ?
C31 H31 0.9300 . ?
C29 H29 0.9300 . ?
O3 N2 1.169(10) . ?
O4 N2 1.244(9) . ?

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
C9 O2 C10 116.9(2) . . ?
C4 N1 C1 108.5(2) . . ?
C4 N1 H1 127(2) . . ?
C1 N1 H1 125(2) . . ?
C12 C11 C14 108.6(2) . . ?
C12 C11 C2 127.8(2) . . ?
C14 C11 C2 123.0(2) . . ?
C16 C14 C15 120.1(2) . . ?
C16 C14 C11 131.0(2) . . ?
C15 C14 C11 108.9(2) . . ?
C19 C15 C14 120.3(2) . . ?
C19 C15 C13 130.2(2) . . ?
C14 C15 C13 109.5(2) . . ?
C8 C3 C4 120.1(3) . . ?
C8 C3 C2 133.1(3) . . ?
C4 C3 C2 106.7(2) . . ?
C1 C2 C3 106.3(2) . . ?
C1 C2 C11 129.5(3) . . ?
C3 C2 C11 123.6(2) . . ?
C15 C19 C18 120.5(3) . . ?
C15 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C11 C12 C13 112.3(2) . . ?
C11 C12 H12 123.8 . . ?
C13 C12 H12 123.8 . . ?
C12 C13 C15 100.6(2) . . ?
C12 C13 C21 107.4(2) . . ?
C15 C13 C21 113.9(2) . . ?
C12 C13 C27 114.8(2) . . ?
C15 C13 C27 106.6(2) . . ?
C21 C13 C27 113.0(2) . . ?
N1 C4 C5 129.8(3) . . ?
N1 C4 C3 108.7(3) . . ?
C5 C4 C3 121.6(3) . . ?
N1 C1 C2 109.8(2) . . ?
N1 C1 C9 118.8(2) . . ?
C2 C1 C9 131.3(3) . . ?
C26 C21 C22 117.4(3) . . ?
C26 C21 C13 123.0(2) . . ?
C22 C21 C13 119.5(3) . . ?
C17 C18 C19 118.4(3) . . ?
C17 C18 C20 121.0(3) . . ?
C19 C18 C20 120.6(3) . . ?
O1 C9 O2 122.7(3) . . ?
O1 C9 C1 124.7(3) . . ?
O2 C9 C1 112.6(2) . . ?
C14 C16 C17 118.8(3) . . ?
C14 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C7 C8 C3 118.2(3) . . ?
C7 C8 H8 120.9 . . ?
C3 C8 H8 120.9 . . ?
C28 C27 C32 118.4(3) . . ?
C28 C27 C13 120.2(3) . . ?
C32 C27 C13 120.9(3) . . ?
C18 C17 C16 121.9(3) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C21 C26 C25 121.6(3) . . ?
C21 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C6 C5 C4 117.3(3) . . ?
C6 C5 H5 121.3 . . ?
C4 C5 H5 121.3 . . ?
C8 C7 C6 121.4(3) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C27 C28 C29 120.8(4) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C31 C32 C27 121.1(4) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C23 C24 C25 118.7(3) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C31 C30 C29 122.1(4) . . ?
C31 C30 N2 121.1(6) . . ?
C29 C30 N2 116.6(6) . . ?
C30 C31 C32 119.4(4) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C30 C29 C28 118.1(4) . . ?
C30 C29 H29 121.0 . . ?
C28 C29 H29 121.0 . . ?
O3 N2 O4 123.7(7) . . ?
O3 N2 C30 120.6(9) . . ?
O4 N2 C30 115.7(8) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.040
####################################################################### 
# 
# 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_Compound21
_database_code_depnum_ccdc_archive 'CCDC 1894265'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H27 N O2'
_chemical_formula_weight         469.56

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2333(3)
_cell_length_b                   9.5236(4)
_cell_length_c                   16.9935(7)
_cell_angle_alpha                75.145(3)
_cell_angle_beta                 76.297(3)
_cell_angle_gamma                83.645(3)
_cell_volume                     1249.51(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4067
_cell_measurement_theta_min      2.2080
_cell_measurement_theta_max      24.9150

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12820
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_sigmaI/netI    0.0781
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4393
_reflns_number_gt                2415
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0573P)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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4393
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_ref         0.1425
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_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 0.1552(2) 0.19085(18) 0.28099(10) 0.0524(5) Uani 1 1 d . . .
N1 N 0.2171(2) 0.5602(2) 0.41655(13) 0.0491(6) Uani 1 1 d . . .
O2 O 0.1925(2) 0.0503(2) 0.40392(12) 0.0775(7) Uani 1 1 d . . .
C15 C 0.4005(3) 0.3110(3) 0.28133(15) 0.0421(6) Uani 1 1 d . . .
C2 C 0.3361(3) 0.3914(3) 0.34652(16) 0.0442(7) Uani 1 1 d . . .
C25 C 0.3755(3) 0.1999(3) 0.10707(15) 0.0429(6) Uani 1 1 d . . .
C22 C 0.3241(3) 0.2208(3) 0.25557(15) 0.0431(6) Uani 1 1 d . . .
C16 C 0.5766(3) 0.3098(3) 0.23499(15) 0.0449(7) Uani 1 1 d . . .
C17 C 0.5983(3) 0.2169(3) 0.18179(15) 0.0455(7) Uani 1 1 d . . .
C3 C 0.3626(3) 0.3441(3) 0.42988(16) 0.0452(7) Uani 1 1 d . . .
C4 C 0.2890(3) 0.4515(3) 0.47109(16) 0.0483(7) Uani 1 1 d . . .
C9 C 0.1946(3) 0.6161(3) 0.26650(17) 0.0483(7) Uani 1 1 d . . .
C23 C 0.4333(3) 0.1510(3) 0.18950(15) 0.0430(6) Uani 1 1 d . . .
C1 C 0.2487(3) 0.5238(3) 0.33988(16) 0.0456(7) Uani 1 1 d . . .
C8 C 0.4433(3) 0.2211(3) 0.47193(17) 0.0555(7) Uani 1 1 d . . .
H8 H 0.4913 0.1475 0.4455 0.067 Uiso 1 1 calc R . .
C14 C 0.3022(3) 0.6370(3) 0.18867(17) 0.0534(7) Uani 1 1 d . . .
H14 H 0.4111 0.5964 0.1845 0.064 Uiso 1 1 calc R . .
C5 C 0.2984(3) 0.4431(3) 0.55312(17) 0.0587(8) Uani 1 1 d . . .
H5 H 0.2513 0.5166 0.5798 0.070 Uiso 1 1 calc R . .
C18 C 0.7540(3) 0.1968(3) 0.13209(17) 0.0573(8) Uani 1 1 d . . .
H18 H 0.7697 0.1342 0.0967 0.069 Uiso 1 1 calc R . .
C21 C 0.7081(3) 0.3854(3) 0.23792(17) 0.0558(8) Uani 1 1 d . . .
H21 H 0.6927 0.4484 0.2731 0.067 Uiso 1 1 calc R . .
C31 C 0.1009(4) 0.1039(3) 0.35828(18) 0.0554(8) Uani 1 1 d . . .
C26 C 0.3423(3) 0.1039(3) 0.06558(17) 0.0565(8) Uani 1 1 d . . .
H26 H 0.3546 0.0044 0.0879 0.068 Uiso 1 1 calc R . .
C30 C 0.3532(3) 0.3465(3) 0.07172(17) 0.0565(8) Uani 1 1 d . . .
H30 H 0.3735 0.4139 0.0989 0.068 Uiso 1 1 calc R . .
C7 C 0.4502(3) 0.2112(3) 0.55302(18) 0.0633(8) Uani 1 1 d . . .
H7 H 0.5026 0.1293 0.5819 0.076 Uiso 1 1 calc R . .
C28 C 0.2698(3) 0.2980(4) -0.04292(18) 0.0629(8) Uani 1 1 d . . .
H28 H 0.2342 0.3305 -0.0928 0.075 Uiso 1 1 calc R . .
C20 C 0.8636(3) 0.3653(3) 0.18724(19) 0.0634(8) Uani 1 1 d . . .
H20 H 0.9533 0.4159 0.1881 0.076 Uiso 1 1 calc R . .
C13 C 0.2529(4) 0.7162(3) 0.11744(18) 0.0621(8) Uani 1 1 d . . .
H13 H 0.3270 0.7262 0.0659 0.074 Uiso 1 1 calc R . .
C29 C 0.3019(3) 0.3956(3) -0.00240(18) 0.0643(9) Uani 1 1 d . . .
H29 H 0.2890 0.4949 -0.0250 0.077 Uiso 1 1 calc R . .
C24 C 0.4464(3) -0.0157(3) 0.22225(17) 0.0629(8) Uani 1 1 d . . .
H24A H 0.5264 -0.0574 0.1823 0.094 Uiso 1 1 calc R . .
H24B H 0.3391 -0.0542 0.2306 0.094 Uiso 1 1 calc R . .
H24C H 0.4820 -0.0391 0.2742 0.094 Uiso 1 1 calc R . .
C10 C 0.0345(3) 0.6829(3) 0.27018(19) 0.0676(9) Uani 1 1 d . . .
H10 H -0.0411 0.6721 0.3213 0.081 Uiso 1 1 calc R . .
C33 C 0.1425(3) 0.6967(3) 0.43640(18) 0.0680(9) Uani 1 1 d . . .
H33A H 0.0274 0.6844 0.4646 0.102 Uiso 1 1 calc R . .
H33B H 0.1488 0.7715 0.3858 0.102 Uiso 1 1 calc R . .
H33C H 0.2023 0.7239 0.4719 0.102 Uiso 1 1 calc R . .
C27 C 0.2905(3) 0.1536(3) -0.00955(19) 0.0656(8) Uani 1 1 d . . .
H27 H 0.2700 0.0870 -0.0371 0.079 Uiso 1 1 calc R . .
C19 C 0.8864(3) 0.2710(3) 0.13559(19) 0.0685(9) Uani 1 1 d . . .
H19 H 0.9918 0.2572 0.1028 0.082 Uiso 1 1 calc R . .
C6 C 0.3802(4) 0.3217(4) 0.59295(18) 0.0677(9) Uani 1 1 d . . .
H6 H 0.3890 0.3130 0.6476 0.081 Uiso 1 1 calc R . .
C12 C 0.0949(4) 0.7800(3) 0.1225(2) 0.0748(10) Uani 1 1 d . . .
H12 H 0.0611 0.8333 0.0744 0.090 Uiso 1 1 calc R . .
C11 C -0.0135(4) 0.7651(3) 0.1985(2) 0.0797(10) Uani 1 1 d . . .
H11 H -0.1201 0.8105 0.2021 0.096 Uiso 1 1 calc R . .
C32 C -0.0820(3) 0.0831(3) 0.37447(18) 0.0831(10) Uani 1 1 d . . .
H32A H -0.1196 0.0291 0.4309 0.125 Uiso 1 1 calc R . .
H32B H -0.1023 0.0304 0.3369 0.125 Uiso 1 1 calc R . .
H32C H -0.1417 0.1762 0.3661 0.125 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 C31 1.363(3) . ?
O1 C22 1.393(3) . ?
N1 C4 1.383(3) . ?
N1 C1 1.392(3) . ?
N1 C33 1.460(3) . ?
O2 C31 1.191(3) . ?
C15 C22 1.330(3) . ?
C15 C2 1.470(3) . ?
C15 C16 1.477(3) . ?
C2 C1 1.373(3) . ?
C2 C3 1.433(3) . ?
C25 C26 1.373(3) . ?
C25 C30 1.381(3) . ?
C25 C23 1.529(3) . ?
C22 C23 1.511(3) . ?
C16 C21 1.382(3) . ?
C16 C17 1.390(3) . ?
C17 C18 1.382(3) . ?
C17 C23 1.523(3) . ?
C3 C4 1.390(3) . ?
C3 C8 1.396(3) . ?
C4 C5 1.396(3) . ?
C9 C14 1.387(3) . ?
C9 C10 1.394(3) . ?
C9 C1 1.463(3) . ?
C23 C24 1.542(3) . ?
C8 C7 1.371(3) . ?
C8 H8 0.9300 . ?
C14 C13 1.377(3) . ?
C14 H14 0.9300 . ?
C5 C6 1.375(4) . ?
C5 H5 0.9300 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9300 . ?
C21 C20 1.388(3) . ?
C21 H21 0.9300 . ?
C31 C32 1.491(3) . ?
C26 C27 1.393(3) . ?
C26 H26 0.9300 . ?
C30 C29 1.375(3) . ?
C30 H30 0.9300 . ?
C7 C6 1.395(4) . ?
C7 H7 0.9300 . ?
C28 C27 1.355(3) . ?
C28 C29 1.370(3) . ?
C28 H28 0.9300 . ?
C20 C19 1.379(3) . ?
C20 H20 0.9300 . ?
C13 C12 1.367(3) . ?
C13 H13 0.9300 . ?
C29 H29 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C10 C11 1.387(4) . ?
C10 H10 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C27 H27 0.9300 . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
C12 C11 1.369(4) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 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
C31 O1 C22 118.3(2) . . ?
C4 N1 C1 108.4(2) . . ?
C4 N1 C33 123.3(2) . . ?
C1 N1 C33 127.7(2) . . ?
C22 C15 C2 129.8(2) . . ?
C22 C15 C16 106.3(2) . . ?
C2 C15 C16 123.7(2) . . ?
C1 C2 C3 107.6(2) . . ?
C1 C2 C15 128.2(2) . . ?
C3 C2 C15 124.2(2) . . ?
C26 C25 C30 117.3(3) . . ?
C26 C25 C23 122.9(2) . . ?
C30 C25 C23 119.9(2) . . ?
C15 C22 O1 126.4(2) . . ?
C15 C22 C23 115.2(2) . . ?
O1 C22 C23 118.4(2) . . ?
C21 C16 C17 121.0(2) . . ?
C21 C16 C15 129.8(2) . . ?
C17 C16 C15 109.2(2) . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 C23 130.0(2) . . ?
C16 C17 C23 110.1(2) . . ?
C4 C3 C8 119.7(2) . . ?
C4 C3 C2 106.9(2) . . ?
C8 C3 C2 133.4(2) . . ?
N1 C4 C3 108.5(2) . . ?
N1 C4 C5 129.6(3) . . ?
C3 C4 C5 121.9(3) . . ?
C14 C9 C10 117.0(3) . . ?
C14 C9 C1 120.2(2) . . ?
C10 C9 C1 122.7(3) . . ?
C22 C23 C17 99.15(19) . . ?
C22 C23 C25 111.58(19) . . ?
C17 C23 C25 110.4(2) . . ?
C22 C23 C24 110.4(2) . . ?
C17 C23 C24 110.8(2) . . ?
C25 C23 C24 113.6(2) . . ?
C2 C1 N1 108.6(2) . . ?
C2 C1 C9 127.9(2) . . ?
N1 C1 C9 123.5(2) . . ?
C7 C8 C3 118.5(3) . . ?
C7 C8 H8 120.7 . . ?
C3 C8 H8 120.7 . . ?
C13 C14 C9 122.0(3) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C6 C5 C4 117.3(3) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C16 C21 C20 118.6(3) . . ?
C16 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
O2 C31 O1 122.6(3) . . ?
O2 C31 C32 126.4(3) . . ?
O1 C31 C32 110.9(2) . . ?
C25 C26 C27 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C29 C30 C25 121.9(3) . . ?
C29 C30 H30 119.0 . . ?
C25 C30 H30 119.0 . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C27 C28 C29 119.4(3) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C19 C20 C21 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C12 C13 C14 120.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C28 C29 C30 119.9(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C28 C27 C26 120.7(3) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C5 C6 C7 121.3(3) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.042
