# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_249
_database_code_depnum_ccdc_archive 'CCDC 1874879'
loop_
_audit_author_name
_audit_author_address
'Meerakrishna Ramakrishnan Suseela' CSIR-CLRI
_audit_update_record             
;
2018-10-23 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'MKII-249 F3'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N3 O2'
_chemical_formula_sum            'C24 H19 N3 O2'
_chemical_formula_weight         381.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   12.1075(9)
_cell_length_b                   15.3568(12)
_cell_length_c                   10.8188(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.326(3)
_cell_angle_gamma                90
_cell_volume                     1949.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3366
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      19.53

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7021
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_absorpt_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  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'


_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28245
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.185
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3438
_reflns_number_gt                1876
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'


_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+0.5235P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0049(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3438
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1218
_refine_ls_wR_factor_gt          0.0890
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4923(2) 0.37321(17) 0.3893(2) 0.0552(7) Uani 1 1 d . . . . .
H1 H 0.5675 0.3574 0.3953 0.066 Uiso 1 1 calc R U . . .
C2 C 0.4556(3) 0.38396(18) 0.4986(3) 0.0681(8) Uani 1 1 d . . . . .
H2 H 0.5058 0.3754 0.5779 0.082 Uiso 1 1 calc R U . . .
C3 C 0.3451(3) 0.4072(2) 0.4903(3) 0.0763(9) Uani 1 1 d . . . . .
H3 H 0.3199 0.4144 0.5642 0.092 Uiso 1 1 calc R U . . .
C4 C 0.2719(3) 0.4198(2) 0.3742(3) 0.0773(9) Uani 1 1 d . . . . .
H4 H 0.1968 0.4358 0.3686 0.093 Uiso 1 1 calc R U . . .
C5 C 0.3091(2) 0.40897(19) 0.2649(3) 0.0627(8) Uani 1 1 d . . . . .
H5 H 0.2587 0.4177 0.1858 0.075 Uiso 1 1 calc R U . . .
C6 C 0.4195(2) 0.38550(15) 0.2711(2) 0.0449(6) Uani 1 1 d . . . . .
C7 C 0.45597(19) 0.37129(17) 0.1502(2) 0.0490(7) Uani 1 1 d . . . . .
H7A H 0.4524 0.3095 0.1310 0.059 Uiso 1 1 calc R U . . .
H7B H 0.4026 0.4006 0.0811 0.059 Uiso 1 1 calc R U . . .
C8 C 0.6586(2) 0.34997(18) 0.1498(2) 0.0487(7) Uani 1 1 d . . . . .
C9 C 0.76436(19) 0.40873(15) 0.1537(2) 0.0436(6) Uani 1 1 d . . . . .
C10 C 0.71605(19) 0.49831(16) 0.1628(2) 0.0411(6) Uani 1 1 d . . . . .
C11 C 0.6018(2) 0.49072(16) 0.1617(2) 0.0400(6) Uani 1 1 d . . . . .
C12 C 0.5344(2) 0.56140(17) 0.1680(2) 0.0478(7) Uani 1 1 d . . . . .
H12 H 0.4578 0.5550 0.1674 0.057 Uiso 1 1 calc R U . . .
C13 C 0.5848(2) 0.64233(18) 0.1753(2) 0.0543(7) Uani 1 1 d . . . . .
H13 H 0.5410 0.6916 0.1786 0.065 Uiso 1 1 calc R U . . .
C14 C 0.6980(2) 0.65202(17) 0.1779(2) 0.0545(7) Uani 1 1 d . . . . .
H14 H 0.7300 0.7074 0.1838 0.065 Uiso 1 1 calc R U . . .
C15 C 0.7648(2) 0.57978(17) 0.1718(2) 0.0508(7) Uani 1 1 d . . . . .
H15 H 0.8416 0.5862 0.1737 0.061 Uiso 1 1 calc R U . . .
C16 C 0.7457(2) 0.34924(17) -0.0702(3) 0.0563(7) Uani 1 1 d . . . . .
H17 H 0.6851 0.3110 -0.0759 0.068 Uiso 1 1 calc R U . . .
C17 C 0.7977(2) 0.36717(19) -0.1642(3) 0.0630(8) Uani 1 1 d . . . . .
H18 H 0.7810 0.3443 -0.2464 0.076 Uiso 1 1 calc R U . . .
C18 C 0.8807(2) 0.42667(18) -0.1115(3) 0.0529(7) Uani 1 1 d . . . . .
C19 C 0.8631(3) 0.4139(2) 0.3869(3) 0.0776(9) Uani 1 1 d . . . . .
H25 H 0.8106 0.4561 0.3966 0.093 Uiso 1 1 calc R U . . .
C20 C 0.8593(2) 0.38153(16) 0.2680(2) 0.0483(7) Uani 1 1 d . . . . .
C21 C 0.9369(2) 0.31938(19) 0.2559(3) 0.0684(8) Uani 1 1 d . . . . .
H21 H 0.9356 0.2962 0.1761 0.082 Uiso 1 1 calc R U . . .
C22 C 1.0173(3) 0.2911(2) 0.3628(4) 0.0888(11) Uani 1 1 d . . . . .
H22 H 1.0698 0.2488 0.3540 0.107 Uiso 1 1 calc R U . . .
C23 C 1.0207(3) 0.3238(3) 0.4796(4) 0.0916(11) Uani 1 1 d . . . . .
H23 H 1.0757 0.3045 0.5504 0.110 Uiso 1 1 calc R U . . .
C24 C 0.9439(3) 0.3848(3) 0.4932(3) 0.0952(11) Uani 1 1 d . . . . .
H24 H 0.9454 0.4071 0.5735 0.114 Uiso 1 1 calc R U . . .
N1 N 0.57013(16) 0.40239(13) 0.15516(17) 0.0430(5) Uani 1 1 d . . . . .
N2 N 0.79657(16) 0.39615(13) 0.03276(19) 0.0492(6) Uani 1 1 d . . . . .
N3 N 0.88156(17) 0.44646(14) 0.00771(19) 0.0524(6) Uani 1 1 d . . . . .
O1 O 0.65596(14) 0.27130(12) 0.14334(18) 0.0672(6) Uani 1 1 d . . . . .
O2 O 0.95378(15) 0.46238(13) -0.17185(16) 0.0730(6) Uani 1 1 d . . . . .
H2A H 1.0023 0.4901 -0.1207 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.371(3) . ?
C1 C6 1.375(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.366(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.370(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.496(3) . ?
C7 N1 1.451(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.210(3) . ?
C8 N1 1.353(3) . ?
C8 C9 1.559(3) . ?
C9 N2 1.467(3) . ?
C9 C10 1.508(3) . ?
C9 C20 1.524(3) . ?
C10 C15 1.377(3) . ?
C10 C11 1.385(3) . ?
C11 C12 1.370(3) . ?
C11 N1 1.407(3) . ?
C12 C13 1.378(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 N2 1.342(3) . ?
C16 C17 1.350(3) . ?
C16 H17 0.9300 . ?
C17 C18 1.374(3) . ?
C17 H18 0.9300 . ?
C18 N3 1.323(3) . ?
C18 O2 1.340(3) . ?
C19 C20 1.370(4) . ?
C19 C24 1.387(4) . ?
C19 H25 0.9300 . ?
C20 C21 1.368(3) . ?
C21 C22 1.385(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.351(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.354(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
N2 N3 1.366(3) . ?
O2 H2A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.1(3) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 C7 119.4(2) . . ?
C1 C6 C7 122.3(2) . . ?
N1 C7 C6 113.83(19) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O1 C8 N1 125.9(2) . . ?
O1 C8 C9 126.1(2) . . ?
N1 C8 C9 108.0(2) . . ?
N2 C9 C10 111.82(19) . . ?
N2 C9 C20 111.97(19) . . ?
C10 C9 C20 115.07(19) . . ?
N2 C9 C8 107.31(18) . . ?
C10 C9 C8 101.57(19) . . ?
C20 C9 C8 108.24(19) . . ?
C15 C10 C11 119.2(2) . . ?
C15 C10 C9 131.9(2) . . ?
C11 C10 C9 109.0(2) . . ?
C12 C11 C10 122.6(2) . . ?
C12 C11 N1 127.4(2) . . ?
C10 C11 N1 109.9(2) . . ?
C11 C12 C13 117.1(2) . . ?
C11 C12 H12 121.4 . . ?
C13 C12 H12 121.4 . . ?
C14 C13 C12 121.7(2) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 119.1(2) . . ?
C10 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
N2 C16 C17 108.2(2) . . ?
N2 C16 H17 125.9 . . ?
C17 C16 H17 125.9 . . ?
C16 C17 C18 104.6(2) . . ?
C16 C17 H18 127.7 . . ?
C18 C17 H18 127.7 . . ?
N3 C18 O2 122.3(2) . . ?
N3 C18 C17 112.7(2) . . ?
O2 C18 C17 125.0(2) . . ?
C20 C19 C24 120.9(3) . . ?
C20 C19 H25 119.5 . . ?
C24 C19 H25 119.5 . . ?
C21 C20 C19 118.7(2) . . ?
C21 C20 C9 120.7(2) . . ?
C19 C20 C9 120.4(2) . . ?
C20 C21 C22 119.8(3) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 121.2(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 119.7(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C19 119.8(3) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
C8 N1 C11 111.5(2) . . ?
C8 N1 C7 124.0(2) . . ?
C11 N1 C7 124.4(2) . . ?
C16 N2 N3 110.6(2) . . ?
C16 N2 C9 130.0(2) . . ?
N3 N2 C9 118.80(18) . . ?
C18 N3 N2 103.83(19) . . ?
C18 O2 H2A 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.0(4) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C4 C5 C6 C7 177.9(3) . . . . ?
C2 C1 C6 C5 0.1(4) . . . . ?
C2 C1 C6 C7 -177.9(2) . . . . ?
C5 C6 C7 N1 141.8(2) . . . . ?
C1 C6 C7 N1 -40.3(3) . . . . ?
O1 C8 C9 N2 63.1(3) . . . . ?
N1 C8 C9 N2 -117.0(2) . . . . ?
O1 C8 C9 C10 -179.4(2) . . . . ?
N1 C8 C9 C10 0.4(2) . . . . ?
O1 C8 C9 C20 -57.9(3) . . . . ?
N1 C8 C9 C20 121.9(2) . . . . ?
N2 C9 C10 C15 -67.0(3) . . . . ?
C20 C9 C10 C15 62.2(3) . . . . ?
C8 C9 C10 C15 178.8(2) . . . . ?
N2 C9 C10 C11 113.2(2) . . . . ?
C20 C9 C10 C11 -117.6(2) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C15 C10 C11 C12 0.6(3) . . . . ?
C9 C10 C11 C12 -179.6(2) . . . . ?
C15 C10 C11 N1 -178.61(19) . . . . ?
C9 C10 C11 N1 1.2(2) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
N1 C11 C12 C13 179.2(2) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C11 C10 C15 C14 -0.7(3) . . . . ?
C9 C10 C15 C14 179.5(2) . . . . ?
C13 C14 C15 C10 0.1(4) . . . . ?
N2 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 N3 -0.6(3) . . . . ?
C16 C17 C18 O2 179.8(2) . . . . ?
C24 C19 C20 C21 0.2(4) . . . . ?
C24 C19 C20 C9 175.2(3) . . . . ?
N2 C9 C20 C21 -27.2(3) . . . . ?
C10 C9 C20 C21 -156.4(2) . . . . ?
C8 C9 C20 C21 90.9(3) . . . . ?
N2 C9 C20 C19 158.0(2) . . . . ?
C10 C9 C20 C19 28.8(3) . . . . ?
C8 C9 C20 C19 -83.9(3) . . . . ?
C19 C20 C21 C22 -0.4(4) . . . . ?
C9 C20 C21 C22 -175.3(3) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C21 C22 C23 C24 0.5(5) . . . . ?
C22 C23 C24 C19 -0.7(5) . . . . ?
C20 C19 C24 C23 0.3(5) . . . . ?
O1 C8 N1 C11 -179.8(2) . . . . ?
C9 C8 N1 C11 0.3(2) . . . . ?
O1 C8 N1 C7 -1.9(4) . . . . ?
C9 C8 N1 C7 178.26(19) . . . . ?
C12 C11 N1 C8 179.9(2) . . . . ?
C10 C11 N1 C8 -1.0(2) . . . . ?
C12 C11 N1 C7 1.9(3) . . . . ?
C10 C11 N1 C7 -178.93(19) . . . . ?
C6 C7 N1 C8 113.8(3) . . . . ?
C6 C7 N1 C11 -68.5(3) . . . . ?
C17 C16 N2 N3 0.8(3) . . . . ?
C17 C16 N2 C9 171.6(2) . . . . ?
C10 C9 N2 C16 -106.3(3) . . . . ?
C20 C9 N2 C16 122.9(3) . . . . ?
C8 C9 N2 C16 4.2(3) . . . . ?
C10 C9 N2 N3 63.9(3) . . . . ?
C20 C9 N2 N3 -67.0(3) . . . . ?
C8 C9 N2 N3 174.41(19) . . . . ?
O2 C18 N3 N2 -179.3(2) . . . . ?
C17 C18 N3 N2 1.1(3) . . . . ?
C16 N2 N3 C18 -1.2(3) . . . . ?
C9 N2 N3 C18 -173.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C16 H17 O1 0.93 2.56 3.032(4) 112.2 .
C17 H18 O1 0.93 2.44 3.167(3) 134.6 4_565
O2 H2A N3 0.82 1.89 2.708(3) 177.5 3_765

_refine_diff_density_max         0.144
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.037


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: EtOAc/Hexane'
####################################################################### 
# 
# 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_293p1
_database_code_depnum_ccdc_archive 'CCDC 1896309'
loop_
_audit_author_name
_audit_author_address
'Meerakrishna Ramakrishnan Suseela' CSIR-CLRI
_audit_update_record             
;
2019-02-09 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'MKII-293 P1'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 N3 O2'
_chemical_formula_weight         395.45

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   8.7600(3)
_cell_length_b                   23.4233(8)
_cell_length_c                   10.4245(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.4463(15)
_cell_angle_gamma                90
_cell_volume                     2016.96(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6053
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      26.58

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13151
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.739
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3559
_reflns_number_gt                2858
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²+0.7616P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0053(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3559
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.0992
_refine_ls_wR_factor_gt          0.0907
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.77866(19) 0.08179(7) 0.52497(16) 0.0319(4) Uani 1 1 d . . . . .
C2 C 0.6628(2) 0.07597(8) 0.58615(19) 0.0407(4) Uani 1 1 d . . . . .
H2 H 0.5550 0.0847 0.5392 0.049 Uiso 1 1 calc R U . . .
C3 C 0.7100(2) 0.05680(8) 0.7189(2) 0.0502(5) Uani 1 1 d . . . . .
H3 H 0.6332 0.0524 0.7619 0.060 Uiso 1 1 calc R U . . .
C4 C 0.8699(3) 0.04418(9) 0.7881(2) 0.0531(5) Uani 1 1 d . . . . .
H4 H 0.8993 0.0322 0.8781 0.064 Uiso 1 1 calc R U . . .
C5 C 0.9881(2) 0.04875(8) 0.72766(19) 0.0463(5) Uani 1 1 d . . . . .
H5 H 1.0956 0.0395 0.7743 0.056 Uiso 1 1 calc R U . . .
C6 C 0.93908(19) 0.06771(7) 0.59528(17) 0.0348(4) Uani 1 1 d . . . . .
C7 C 1.1861(2) 0.08491(8) 0.5232(2) 0.0452(5) Uani 1 1 d . . . . .
C8 C 1.1872(2) 0.10075(9) 0.3836(2) 0.0516(5) Uani 1 1 d . . . . .
H8A H 1.2146 0.0680 0.3385 0.062 Uiso 1 1 calc R U . . .
H8B H 1.2646 0.1310 0.3887 0.062 Uiso 1 1 calc R U . . .
C9 C 1.0144(2) 0.12094(8) 0.30770(19) 0.0440(5) Uani 1 1 d . . . . .
H9 H 1.0036 0.1613 0.3278 0.053 Uiso 1 1 calc R U . . .
C10 C 0.76997(18) 0.10892(7) 0.39006(16) 0.0304(4) Uani 1 1 d . . . . .
C11 C 0.76906(18) 0.17471(7) 0.41052(15) 0.0294(4) Uani 1 1 d . . . . .
C12 C 0.54145(18) 0.15219(7) 0.23317(15) 0.0303(4) Uani 1 1 d . . . . .
C13 C 0.3981(2) 0.15771(8) 0.12660(17) 0.0397(4) Uani 1 1 d . . . . .
H13 H 0.3458 0.1927 0.1045 0.048 Uiso 1 1 calc R U . . .
C14 C 0.3353(2) 0.10848(9) 0.05379(18) 0.0467(5) Uani 1 1 d . . . . .
H14 H 0.2395 0.1106 -0.0197 0.056 Uiso 1 1 calc R U . . .
C15 C 0.4118(2) 0.05650(8) 0.08804(19) 0.0479(5) Uani 1 1 d . . . . .
H15 H 0.3672 0.0243 0.0372 0.057 Uiso 1 1 calc R U . . .
C16 C 0.5546(2) 0.05160(8) 0.19752(18) 0.0408(4) Uani 1 1 d . . . . .
H16 H 0.6053 0.0164 0.2215 0.049 Uiso 1 1 calc R U . . .
C17 C 0.61911(18) 0.10009(7) 0.26943(16) 0.0308(4) Uani 1 1 d . . . . .
C18 C 0.5807(2) 0.25530(7) 0.31575(17) 0.0357(4) Uani 1 1 d . . . . .
H18A H 0.5451 0.2692 0.2228 0.043 Uiso 1 1 calc R U . . .
H18B H 0.6722 0.2783 0.3683 0.043 Uiso 1 1 calc R U . . .
C19 C 0.4446(2) 0.26222(7) 0.37354(17) 0.0350(4) Uani 1 1 d . . . . .
C20 C 0.3156(2) 0.29721(9) 0.3099(2) 0.0515(5) Uani 1 1 d . . . . .
H20 H 0.3140 0.3173 0.2326 0.062 Uiso 1 1 calc R U . . .
C21 C 0.1884(3) 0.30286(10) 0.3594(2) 0.0638(6) Uani 1 1 d . . . . .
H21 H 0.1019 0.3267 0.3154 0.077 Uiso 1 1 calc R U . . .
C22 C 0.1893(3) 0.27351(10) 0.4727(3) 0.0651(7) Uani 1 1 d . . . . .
H22 H 0.1025 0.2765 0.5048 0.078 Uiso 1 1 calc R U . . .
C23 C 0.3185(3) 0.23965(11) 0.5388(3) 0.0765(8) Uani 1 1 d . . . . .
H23 H 0.3207 0.2202 0.6171 0.092 Uiso 1 1 calc R U . . .
C24 C 0.4458(3) 0.23419(9) 0.4898(2) 0.0601(6) Uani 1 1 d . . . . .
H24 H 0.5336 0.2113 0.5359 0.072 Uiso 1 1 calc R U . . .
C25 C 0.9559(3) 0.11185(10) 0.1555(2) 0.0630(6) Uani 1 1 d . . . . .
H25A H 0.9717 0.0727 0.1362 0.095 Uiso 1 1 calc R U . . .
H25B H 1.0160 0.1360 0.1152 0.095 Uiso 1 1 calc R U . . .
H25C H 0.8429 0.1211 0.1186 0.095 Uiso 1 1 calc R U . . .
N1 N 1.02851(16) 0.07625(6) 0.50878(14) 0.0381(4) Uani 1 1 d . . . . .
N2 N 0.91904(16) 0.08531(6) 0.37188(14) 0.0347(3) Uani 1 1 d . . . . .
N3 N 0.63225(15) 0.19607(6) 0.31759(13) 0.0318(3) Uani 1 1 d . . . . .
O1 O 1.29880(15) 0.07946(7) 0.62916(15) 0.0681(5) Uani 1 1 d . . . . .
O2 O 0.87001(13) 0.20232(5) 0.49703(12) 0.0400(3) Uani 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
C1 C2 1.374(2) . ?
C1 C6 1.391(2) . ?
C1 C10 1.522(2) . ?
C2 C3 1.381(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(2) . ?
C5 H5 0.9300 . ?
C6 N1 1.392(2) . ?
C7 O1 1.219(2) . ?
C7 N1 1.353(2) . ?
C7 C8 1.505(3) . ?
C8 C9 1.531(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N2 1.488(2) . ?
C9 C25 1.511(3) . ?
C9 H9 0.9800 . ?
C10 N2 1.487(2) . ?
C10 C17 1.505(2) . ?
C10 C11 1.556(2) . ?
C11 O2 1.2177(18) . ?
C11 N3 1.361(2) . ?
C12 C13 1.378(2) . ?
C12 C17 1.387(2) . ?
C12 N3 1.413(2) . ?
C13 C14 1.389(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(2) . ?
C16 H16 0.9300 . ?
C18 N3 1.457(2) . ?
C18 C19 1.513(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.374(2) . ?
C19 C24 1.375(3) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.364(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.378(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 N2 1.4457(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.34(15) . . ?
C2 C1 C10 130.77(15) . . ?
C6 C1 C10 108.47(14) . . ?
C1 C2 C3 118.44(17) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 120.53(18) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.97(18) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C6 C5 C4 116.79(17) . . ?
C6 C5 H5 121.6 . . ?
C4 C5 H5 121.6 . . ?
C5 C6 C1 121.90(16) . . ?
C5 C6 N1 129.89(16) . . ?
C1 C6 N1 108.20(14) . . ?
O1 C7 N1 124.97(18) . . ?
O1 C7 C8 129.68(17) . . ?
N1 C7 C8 105.34(15) . . ?
C7 C8 C9 104.60(14) . . ?
C7 C8 H8A 110.8 . . ?
C9 C8 H8A 110.8 . . ?
C7 C8 H8B 110.8 . . ?
C9 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
N2 C9 C25 110.38(16) . . ?
N2 C9 C8 101.60(14) . . ?
C25 C9 C8 115.47(16) . . ?
N2 C9 H9 109.7 . . ?
C25 C9 H9 109.7 . . ?
C8 C9 H9 109.7 . . ?
N2 C10 C17 113.99(13) . . ?
N2 C10 C1 100.76(12) . . ?
C17 C10 C1 118.34(13) . . ?
N2 C10 C11 115.49(13) . . ?
C17 C10 C11 101.97(12) . . ?
C1 C10 C11 106.72(13) . . ?
O2 C11 N3 125.60(15) . . ?
O2 C11 C10 126.30(14) . . ?
N3 C11 C10 108.07(13) . . ?
C13 C12 C17 122.34(15) . . ?
C13 C12 N3 127.34(15) . . ?
C17 C12 N3 110.30(13) . . ?
C12 C13 C14 116.83(16) . . ?
C12 C13 H13 121.6 . . ?
C14 C13 H13 121.6 . . ?
C15 C14 C13 121.45(16) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 120.85(17) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 118.30(17) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
C16 C17 C12 120.21(15) . . ?
C16 C17 C10 131.03(15) . . ?
C12 C17 C10 108.76(14) . . ?
N3 C18 C19 112.25(13) . . ?
N3 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N3 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C24 118.28(18) . . ?
C20 C19 C18 120.12(16) . . ?
C24 C19 C18 121.60(16) . . ?
C19 C20 C21 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.6(2) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 120.2(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 120.8(2) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C9 C25 H25A 109.5 . . ?
C9 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C9 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C7 N1 C6 136.32(15) . . ?
C7 N1 N2 113.85(14) . . ?
C6 N1 N2 109.22(12) . . ?
N1 N2 C10 104.53(12) . . ?
N1 N2 C9 103.83(12) . . ?
C10 N2 C9 119.80(13) . . ?
C11 N3 C12 110.82(13) . . ?
C11 N3 C18 123.72(13) . . ?
C12 N3 C18 125.21(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.0(3) . . . . ?
C10 C1 C2 C3 -170.61(17) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
C4 C5 C6 N1 -179.62(18) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C10 C1 C6 C5 172.05(16) . . . . ?
C2 C1 C6 N1 178.52(15) . . . . ?
C10 C1 C6 N1 -8.16(18) . . . . ?
O1 C7 C8 C9 -160.7(2) . . . . ?
N1 C7 C8 C9 20.4(2) . . . . ?
C7 C8 C9 N2 -31.40(19) . . . . ?
C7 C8 C9 C25 -150.85(18) . . . . ?
C2 C1 C10 N2 -164.36(17) . . . . ?
C6 C1 C10 N2 23.26(16) . . . . ?
C2 C1 C10 C17 -39.4(3) . . . . ?
C6 C1 C10 C17 148.21(15) . . . . ?
C2 C1 C10 C11 74.7(2) . . . . ?
C6 C1 C10 C11 -97.70(15) . . . . ?
N2 C10 C11 O2 -55.2(2) . . . . ?
C17 C10 C11 O2 -179.38(15) . . . . ?
C1 C10 C11 O2 55.8(2) . . . . ?
N2 C10 C11 N3 126.89(14) . . . . ?
C17 C10 C11 N3 2.72(16) . . . . ?
C1 C10 C11 N3 -122.07(13) . . . . ?
C17 C12 C13 C14 -1.4(3) . . . . ?
N3 C12 C13 C14 176.86(16) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C17 -1.0(3) . . . . ?
C15 C16 C17 C12 0.6(3) . . . . ?
C15 C16 C17 C10 -179.47(17) . . . . ?
C13 C12 C17 C16 0.7(2) . . . . ?
N3 C12 C17 C16 -177.84(15) . . . . ?
C13 C12 C17 C10 -179.26(15) . . . . ?
N3 C12 C17 C10 2.18(18) . . . . ?
N2 C10 C17 C16 52.0(2) . . . . ?
C1 C10 C17 C16 -66.2(2) . . . . ?
C11 C10 C17 C16 177.12(17) . . . . ?
N2 C10 C17 C12 -128.07(14) . . . . ?
C1 C10 C17 C12 113.75(16) . . . . ?
C11 C10 C17 C12 -2.91(16) . . . . ?
N3 C18 C19 C20 -136.99(17) . . . . ?
N3 C18 C19 C24 43.1(2) . . . . ?
C24 C19 C20 C21 -1.7(3) . . . . ?
C18 C19 C20 C21 178.34(18) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C20 C21 C22 C23 1.6(3) . . . . ?
C21 C22 C23 C24 -1.4(4) . . . . ?
C20 C19 C24 C23 2.0(3) . . . . ?
C18 C19 C24 C23 -178.1(2) . . . . ?
C22 C23 C24 C19 -0.5(4) . . . . ?
O1 C7 N1 C6 10.6(3) . . . . ?
C8 C7 N1 C6 -170.44(19) . . . . ?
O1 C7 N1 N2 -179.64(18) . . . . ?
C8 C7 N1 N2 -0.7(2) . . . . ?
C5 C6 N1 C7 -21.5(3) . . . . ?
C1 C6 N1 C7 158.7(2) . . . . ?
C5 C6 N1 N2 168.43(18) . . . . ?
C1 C6 N1 N2 -11.34(18) . . . . ?
C7 N1 N2 C10 -146.15(15) . . . . ?
C6 N1 N2 C10 26.34(17) . . . . ?
C7 N1 N2 C9 -19.82(18) . . . . ?
C6 N1 N2 C9 152.67(14) . . . . ?
C17 C10 N2 N1 -156.69(13) . . . . ?
C1 C10 N2 N1 -28.85(15) . . . . ?
C11 C10 N2 N1 85.67(15) . . . . ?
C17 C10 N2 C9 87.65(18) . . . . ?
C1 C10 N2 C9 -144.51(14) . . . . ?
C11 C10 N2 C9 -30.0(2) . . . . ?
C25 C9 N2 N1 153.42(15) . . . . ?
C8 C9 N2 N1 30.42(16) . . . . ?
C25 C9 N2 C10 -90.56(18) . . . . ?
C8 C9 N2 C10 146.44(14) . . . . ?
O2 C11 N3 C12 -179.52(15) . . . . ?
C10 C11 N3 C12 -1.60(17) . . . . ?
O2 C11 N3 C18 -5.1(2) . . . . ?
C10 C11 N3 C18 172.86(13) . . . . ?
C13 C12 N3 C11 -178.80(16) . . . . ?
C17 C12 N3 C11 -0.33(18) . . . . ?
C13 C12 N3 C18 6.8(3) . . . . ?
C17 C12 N3 C18 -174.69(14) . . . . ?
C19 C18 N3 C11 -102.73(17) . . . . ?
C19 C18 N3 C12 70.92(19) . . . . ?

_refine_diff_density_max         0.178
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.033


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: EtOAc/Hexane'
