# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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_mb-msp-aa-ss
_database_code_depnum_ccdc_archive 'CCDC 1943125'
loop_
_audit_author_name
_audit_author_address
'sumair ahmad rather'
;pondicherry university
India
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-05-12 downloaded from the CCDC.
;
_audit_creation_date             2020-01-13
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 N2 O3'
_chemical_formula_sum            'C25 H22 N2 O3'
_chemical_formula_weight         398.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H22 N2 O3'
_chemical_oxdiff_usercomment     'COLOURLESS BLOCK, 298K, 0.7 0.52 0.42'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   11.2883(4)
_cell_length_b                   9.8313(4)
_cell_length_c                   18.7276(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.498(4)
_cell_angle_gamma                90
_cell_volume                     2036.66(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3809
_cell_measurement_temperature    298
_cell_measurement_theta_max      29.1062
_cell_measurement_theta_min      3.9153
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.42
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.880
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15572
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.171
_diffrn_reflns_theta_min         3.923
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -89.00  -64.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -37.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -94.00  -45.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  178.0000 -150.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega  -23.00    2.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -99.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   17.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -99.0000   30.0000 42

#__ type_ start__ end____ width___ exp.time_
  5 omega   28.00   55.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741    0.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega  -87.00    7.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -37.0000 -120.0000 94

#__ type_ start__ end____ width___ exp.time_
  7 omega  -80.00  -54.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -57.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega  -25.00    1.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -57.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega    6.00   42.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741   73.0000   -6.0000 36

#__ type_ start__ end____ width___ exp.time_
 10 omega  -82.00  -56.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -      -17.5741    0.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 11 omega   15.00   49.00   1.0000   10.5300
omega____ theta____ kappa____ phi______ frames
    -       19.3710  -77.0000   90.0000 34
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0620127000
_diffrn_orient_matrix_UB_12      -0.0176198000
_diffrn_orient_matrix_UB_13      0.0101764000
_diffrn_orient_matrix_UB_21      -0.0064626000
_diffrn_orient_matrix_UB_22      -0.0453764000
_diffrn_orient_matrix_UB_23      -0.0299709000
_diffrn_orient_matrix_UB_31      0.0149881000
_diffrn_orient_matrix_UB_32      0.0532575000
_diffrn_orient_matrix_UB_33      -0.0221666000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3259
_reflns_number_total             4848
_reflns_odcompleteness_completeness 99.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4848
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.3832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1155
_refine_ls_wR_factor_ref         0.1334
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C6(H6)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.48555(9) 0.64287(12) 0.13854(6) 0.0470(3) Uani 1 1 d . . . . .
O2 O 0.24076(11) 0.78084(11) 0.22974(7) 0.0526(3) Uani 1 1 d . . . . .
O3 O 0.33207(11) 0.54868(11) 0.28675(5) 0.0459(3) Uani 1 1 d . . . . .
H3 H 0.314555 0.468962 0.292307 0.069 Uiso 1 1 calc R U . . .
C4 C 0.34223(13) 0.57007(14) 0.21353(7) 0.0369(3) Uani 1 1 d . . . . .
H4 H 0.329812 0.483468 0.187182 0.044 Uiso 1 1 calc R U . . .
N5 N 0.39514(13) 0.75764(14) 0.03065(7) 0.0493(3) Uani 1 1 d . . . . .
C6 C 0.47039(13) 0.62215(15) 0.21319(8) 0.0397(3) Uani 1 1 d . . . . .
H6 H 0.483215 0.708564 0.239692 0.048 Uiso 1 1 calc R U . . .
C7 C 0.24230(13) 0.67185(15) 0.17844(8) 0.0397(3) Uani 1 1 d . . . . .
C8 C 0.56613(13) 0.52233(15) 0.24705(8) 0.0407(3) Uani 1 1 d . . . . .
N9 N 0.28572(14) 0.81904(16) 0.00137(8) 0.0564(4) Uani 1 1 d . . . . .
C10 C 0.12099(14) 0.59671(16) 0.16267(9) 0.0443(4) Uani 1 1 d . . . . .
C11 C 0.59946(15) 0.41635(17) 0.20636(9) 0.0499(4) Uani 1 1 d . . . . .
H11 H 0.563976 0.408064 0.157292 0.060 Uiso 1 1 calc R U . . .
C12 C 0.38983(14) 0.70519(15) 0.09707(8) 0.0416(3) Uani 1 1 d . . . . .
C13 C 0.27825(14) 0.72763(15) 0.11172(8) 0.0425(4) Uani 1 1 d . . . . .
C14 C 0.21683(16) 0.80079(17) 0.05026(9) 0.0505(4) Uani 1 1 d . . . . .
C15 C 0.49448(16) 0.76699(17) -0.00527(8) 0.0495(4) Uani 1 1 d . . . . .
C16 C 0.61965(16) 0.53239(19) 0.32016(9) 0.0531(4) Uani 1 1 d . . . . .
H16 H 0.598843 0.603685 0.347892 0.064 Uiso 1 1 calc R U . . .
C17 C 0.70371(17) 0.4372(2) 0.35210(11) 0.0663(5) Uani 1 1 d . . . . .
H17 H 0.737746 0.443698 0.401473 0.080 Uiso 1 1 calc R U . . .
C18 C 0.68533(16) 0.3229(2) 0.23853(12) 0.0635(5) Uani 1 1 d . . . . .
H18 H 0.708173 0.252644 0.210861 0.076 Uiso 1 1 calc R U . . .
C19 C 0.4951(2) 0.8665(2) -0.05749(10) 0.0665(5) Uani 1 1 d . . . . .
H19 H 0.428908 0.923867 -0.070843 0.080 Uiso 1 1 calc R U . . .
C20 C 0.59223(19) 0.6806(2) 0.01248(10) 0.0650(5) Uani 1 1 d . . . . .
H20 H 0.591670 0.610685 0.045859 0.078 Uiso 1 1 calc R U . . .
C21 C 0.03676(19) 0.6096(2) 0.20562(12) 0.0686(6) Uani 1 1 d . . . . .
H21 H 0.049686 0.670959 0.244187 0.082 Uiso 1 1 calc R U . . .
C22 C 0.73724(16) 0.3336(2) 0.31165(13) 0.0698(6) Uani 1 1 d . . . . .
H22 H 0.794761 0.270521 0.333264 0.084 Uiso 1 1 calc R U . . .
C23 C 0.09323(18) 0.8612(2) 0.03847(11) 0.0723(6) Uani 1 1 d . . . . .
H23A H 0.092570 0.935088 0.071918 0.108 Uiso 1 1 calc R U . . .
H23B H 0.036395 0.793075 0.046503 0.108 Uiso 1 1 calc R U . . .
H23C H 0.071184 0.894403 -0.010599 0.108 Uiso 1 1 calc R U . . .
C24 C 0.5945(3) 0.8804(2) -0.08977(12) 0.0798(7) Uani 1 1 d . . . . .
H24 H 0.594619 0.947386 -0.124808 0.096 Uiso 1 1 calc R U . . .
C25 C -0.09023(19) 0.4424(2) 0.13615(14) 0.0770(6) Uani 1 1 d . . . . .
H25 H -0.160760 0.390883 0.127312 0.092 Uiso 1 1 calc R U . . .
C26 C 0.09684(19) 0.5058(3) 0.10665(12) 0.0833(7) Uani 1 1 d . . . . .
H26 H 0.152460 0.494896 0.076534 0.100 Uiso 1 1 calc R U . . .
C27 C 0.6921(2) 0.7974(3) -0.07098(12) 0.0848(7) Uani 1 1 d . . . . .
H27 H 0.758732 0.807657 -0.092736 0.102 Uiso 1 1 calc R U . . .
C28 C -0.0079(2) 0.4294(3) 0.09341(14) 0.1005(9) Uani 1 1 d . . . . .
H28 H -0.021821 0.368525 0.054646 0.121 Uiso 1 1 calc R U . . .
C29 C 0.6910(2) 0.6989(3) -0.01981(11) 0.0832(7) Uani 1 1 d . . . . .
H29 H 0.758128 0.642923 -0.006363 0.100 Uiso 1 1 calc R U . . .
C30 C -0.0682(2) 0.5314(3) 0.19193(15) 0.0855(7) Uani 1 1 d . . . . .
H30 H -0.124277 0.540784 0.221892 0.103 Uiso 1 1 calc R U . . .
H2 H 0.249(2) 0.743(3) 0.2728(13) 0.094(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
O1 C6 1.4563(17) . ?
O1 C12 1.3459(18) . ?
O2 C7 1.4415(17) . ?
O2 H2 0.88(2) . ?
O3 H3 0.8200 . ?
O3 C4 1.4144(16) . ?
C4 H4 0.9800 . ?
C4 C6 1.536(2) . ?
C4 C7 1.552(2) . ?
N5 N9 1.3859(19) . ?
N5 C12 1.3590(19) . ?
N5 C15 1.421(2) . ?
C6 H6 0.9800 . ?
C6 C8 1.503(2) . ?
C7 C10 1.532(2) . ?
C7 C13 1.493(2) . ?
C8 C11 1.386(2) . ?
C8 C16 1.385(2) . ?
N9 C14 1.326(2) . ?
C10 C21 1.368(2) . ?
C10 C26 1.364(2) . ?
C11 H11 0.9300 . ?
C11 C18 1.384(2) . ?
C12 C13 1.359(2) . ?
C13 C14 1.416(2) . ?
C14 C23 1.492(2) . ?
C15 C19 1.384(2) . ?
C15 C20 1.380(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(3) . ?
C17 H17 0.9300 . ?
C17 C22 1.368(3) . ?
C18 H18 0.9300 . ?
C18 C22 1.382(3) . ?
C19 H19 0.9300 . ?
C19 C24 1.383(3) . ?
C20 H20 0.9300 . ?
C20 C29 1.382(3) . ?
C21 H21 0.9300 . ?
C21 C30 1.393(3) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C27 1.359(3) . ?
C25 H25 0.9300 . ?
C25 C28 1.348(3) . ?
C25 C30 1.347(3) . ?
C26 H26 0.9300 . ?
C26 C28 1.381(3) . ?
C27 H27 0.9300 . ?
C27 C29 1.364(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 H30 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
C12 O1 C6 112.53(11) . . ?
C7 O2 H2 106.3(16) . . ?
C4 O3 H3 109.5 . . ?
O3 C4 H4 109.1 . . ?
O3 C4 C6 108.18(11) . . ?
O3 C4 C7 108.28(11) . . ?
C6 C4 H4 109.1 . . ?
C6 C4 C7 112.89(12) . . ?
C7 C4 H4 109.1 . . ?
N9 N5 C15 120.65(13) . . ?
C12 N5 N9 109.20(13) . . ?
C12 N5 C15 129.86(14) . . ?
O1 C6 C4 109.97(11) . . ?
O1 C6 H6 109.3 . . ?
O1 C6 C8 106.50(12) . . ?
C4 C6 H6 109.3 . . ?
C8 C6 C4 112.29(12) . . ?
C8 C6 H6 109.3 . . ?
O2 C7 C4 107.54(11) . . ?
O2 C7 C10 110.97(12) . . ?
O2 C7 C13 109.04(12) . . ?
C10 C7 C4 108.48(12) . . ?
C13 C7 C4 107.17(12) . . ?
C13 C7 C10 113.42(12) . . ?
C11 C8 C6 120.65(14) . . ?
C16 C8 C6 120.36(15) . . ?
C16 C8 C11 118.96(15) . . ?
C14 N9 N5 105.48(13) . . ?
C21 C10 C7 122.77(15) . . ?
C26 C10 C7 119.89(15) . . ?
C26 C10 C21 117.20(17) . . ?
C8 C11 H11 119.9 . . ?
C18 C11 C8 120.22(16) . . ?
C18 C11 H11 119.9 . . ?
O1 C12 N5 121.61(14) . . ?
O1 C12 C13 128.83(14) . . ?
N5 C12 C13 109.57(13) . . ?
C12 C13 C7 121.78(13) . . ?
C12 C13 C14 103.99(14) . . ?
C14 C13 C7 134.12(15) . . ?
N9 C14 C13 111.74(15) . . ?
N9 C14 C23 120.24(15) . . ?
C13 C14 C23 127.93(16) . . ?
C19 C15 N5 119.73(17) . . ?
C20 C15 N5 120.99(15) . . ?
C20 C15 C19 119.25(17) . . ?
C8 C16 H16 119.8 . . ?
C17 C16 C8 120.42(18) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.8 . . ?
C22 C17 C16 120.46(18) . . ?
C22 C17 H17 119.8 . . ?
C11 C18 H18 119.9 . . ?
C22 C18 C11 120.18(19) . . ?
C22 C18 H18 119.9 . . ?
C15 C19 H19 120.1 . . ?
C24 C19 C15 119.8(2) . . ?
C24 C19 H19 120.1 . . ?
C15 C20 H20 120.3 . . ?
C15 C20 C29 119.38(19) . . ?
C29 C20 H20 120.3 . . ?
C10 C21 H21 119.8 . . ?
C10 C21 C30 120.41(19) . . ?
C30 C21 H21 119.8 . . ?
C17 C22 C18 119.74(18) . . ?
C17 C22 H22 120.1 . . ?
C18 C22 H22 120.1 . . ?
C14 C23 H23A 109.5 . . ?
C14 C23 H23B 109.5 . . ?
C14 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C24 H24 119.6 . . ?
C27 C24 C19 120.9(2) . . ?
C27 C24 H24 119.6 . . ?
C28 C25 H25 120.7 . . ?
C30 C25 H25 120.7 . . ?
C30 C25 C28 118.7(2) . . ?
C10 C26 H26 119.1 . . ?
C10 C26 C28 121.81(19) . . ?
C28 C26 H26 119.1 . . ?
C24 C27 H27 120.4 . . ?
C24 C27 C29 119.2(2) . . ?
C29 C27 H27 120.4 . . ?
C25 C28 C26 120.6(2) . . ?
C25 C28 H28 119.7 . . ?
C26 C28 H28 119.7 . . ?
C20 C29 H29 119.3 . . ?
C27 C29 C20 121.4(2) . . ?
C27 C29 H29 119.3 . . ?
C21 C30 H30 119.3 . . ?
C25 C30 C21 121.3(2) . . ?
C25 C30 H30 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C6 C8 C11 -36.38(18) . . . . ?
O1 C6 C8 C16 145.72(15) . . . . ?
O1 C12 C13 C7 -5.3(3) . . . . ?
O1 C12 C13 C14 178.07(15) . . . . ?
O2 C7 C10 C21 -15.6(2) . . . . ?
O2 C7 C10 C26 168.89(18) . . . . ?
O2 C7 C13 C12 105.75(16) . . . . ?
O2 C7 C13 C14 -78.8(2) . . . . ?
O3 C4 C6 O1 178.83(11) . . . . ?
O3 C4 C6 C8 60.42(15) . . . . ?
O3 C4 C7 O2 44.64(15) . . . . ?
O3 C4 C7 C10 -75.44(14) . . . . ?
O3 C4 C7 C13 161.75(12) . . . . ?
C4 C6 C8 C11 84.04(17) . . . . ?
C4 C6 C8 C16 -93.85(17) . . . . ?
C4 C7 C10 C21 102.36(18) . . . . ?
C4 C7 C10 C26 -73.2(2) . . . . ?
C4 C7 C13 C12 -10.37(19) . . . . ?
C4 C7 C13 C14 165.09(17) . . . . ?
N5 N9 C14 C13 -0.24(19) . . . . ?
N5 N9 C14 C23 176.58(16) . . . . ?
N5 C12 C13 C7 175.14(14) . . . . ?
N5 C12 C13 C14 -1.50(18) . . . . ?
N5 C15 C19 C24 176.61(17) . . . . ?
N5 C15 C20 C29 -175.38(18) . . . . ?
C6 O1 C12 N5 166.89(14) . . . . ?
C6 O1 C12 C13 -12.6(2) . . . . ?
C6 C4 C7 O2 -75.11(15) . . . . ?
C6 C4 C7 C10 164.81(12) . . . . ?
C6 C4 C7 C13 42.00(15) . . . . ?
C6 C8 C11 C18 -178.25(15) . . . . ?
C6 C8 C16 C17 177.11(15) . . . . ?
C7 C4 C6 O1 -61.37(15) . . . . ?
C7 C4 C6 C8 -179.77(12) . . . . ?
C7 C10 C21 C30 -175.26(18) . . . . ?
C7 C10 C26 C28 175.8(2) . . . . ?
C7 C13 C14 N9 -174.94(16) . . . . ?
C7 C13 C14 C23 8.5(3) . . . . ?
C8 C11 C18 C22 0.8(3) . . . . ?
C8 C16 C17 C22 1.5(3) . . . . ?
N9 N5 C12 O1 -178.16(13) . . . . ?
N9 N5 C12 C13 1.45(18) . . . . ?
N9 N5 C15 C19 18.0(2) . . . . ?
N9 N5 C15 C20 -163.73(16) . . . . ?
C10 C7 C13 C12 -130.07(15) . . . . ?
C10 C7 C13 C14 45.4(2) . . . . ?
C10 C21 C30 C25 -0.6(4) . . . . ?
C10 C26 C28 C25 -0.2(4) . . . . ?
C11 C8 C16 C17 -0.8(2) . . . . ?
C11 C18 C22 C17 -0.2(3) . . . . ?
C12 O1 C6 C4 43.92(16) . . . . ?
C12 O1 C6 C8 165.83(12) . . . . ?
C12 N5 N9 C14 -0.72(18) . . . . ?
C12 N5 C15 C19 -155.06(17) . . . . ?
C12 N5 C15 C20 23.2(3) . . . . ?
C12 C13 C14 N9 1.08(19) . . . . ?
C12 C13 C14 C23 -175.43(18) . . . . ?
C13 C7 C10 C21 -138.69(17) . . . . ?
C13 C7 C10 C26 45.8(2) . . . . ?
C15 N5 N9 C14 -175.12(15) . . . . ?
C15 N5 C12 O1 -4.4(3) . . . . ?
C15 N5 C12 C13 175.17(16) . . . . ?
C15 C19 C24 C27 0.0(3) . . . . ?
C15 C20 C29 C27 -2.5(3) . . . . ?
C16 C8 C11 C18 -0.3(2) . . . . ?
C16 C17 C22 C18 -0.9(3) . . . . ?
C19 C15 C20 C29 2.9(3) . . . . ?
C19 C24 C27 C29 0.3(4) . . . . ?
C20 C15 C19 C24 -1.6(3) . . . . ?
C21 C10 C26 C28 0.0(4) . . . . ?
C24 C27 C29 C20 0.9(4) . . . . ?
C26 C10 C21 C30 0.4(3) . . . . ?
C28 C25 C30 C21 0.3(4) . . . . ?
C30 C25 C28 C26 0.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mb-msp-609-s
_database_code_depnum_ccdc_archive 'CCDC 1977496'
loop_
_audit_author_name
_audit_author_address
'sumair ahmad rather'
;pondicherry university
India
;
_audit_update_record             
;
2020-01-14 deposited with the CCDC.	2020-05-12 downloaded from the CCDC.
;
_audit_creation_date             2020-01-14
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H18 N2 O3'
_chemical_formula_sum            'C25 H18 N2 O3'
_chemical_formula_weight         394.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H18 N2 O3'
_chemical_oxdiff_usercomment     'VIOLET COLOUR BLOCK, 298K, 0.82 0.72 0.42'
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'

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

_cell_length_a                   9.6663(14)
_cell_length_b                   10.7447(16)
_cell_length_c                   10.7533(10)
_cell_angle_alpha                66.900(12)
_cell_angle_beta                 85.830(10)
_cell_angle_gamma                80.391(12)
_cell_volume                     1012.9(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3906
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.0648
_cell_measurement_theta_min      3.1968
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.82
_exptl_crystal_size_mid          0.72
_exptl_crystal_size_min          0.42
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10884
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.127
_diffrn_reflns_theta_min         3.203
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00   46.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835   77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -46.00   48.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1835   77.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega   -9.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397   77.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
  4 omega  -10.00   17.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397   77.0000 -120.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega   49.00   85.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397   77.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
  6 omega  -10.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397   77.0000  -90.0000 100

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397  178.0000  150.0000 61

#__ type_ start__ end____ width___ exp.time_
  8 omega  -49.00   41.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.8397  -57.0000  -60.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0366611000
_diffrn_orient_matrix_UB_12      0.0568991000
_diffrn_orient_matrix_UB_13      -0.0289094000
_diffrn_orient_matrix_UB_21      -0.0246413000
_diffrn_orient_matrix_UB_22      0.0121762000
_diffrn_orient_matrix_UB_23      -0.0649050000
_diffrn_orient_matrix_UB_31      -0.0598950000
_diffrn_orient_matrix_UB_32      0.0434199000
_diffrn_orient_matrix_UB_33      0.0097125000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3745
_reflns_number_total             4715
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip n/a (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4715
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.1743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1231
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C1A(H1A), C1B(H1B), C1C(H1C), C1D(H1D), C1E(H1E), C1F(H1F)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
O2 O 0.18762(11) 0.16481(10) 1.06183(11) 0.0610(3) Uani 1 1 d . . . . .
O3 O 0.49861(11) 0.27008(12) 0.93967(13) 0.0689(3) Uani 1 1 d . . . . .
N6 N 0.16180(12) 0.63744(10) 0.70785(10) 0.0453(3) Uani 1 1 d . . . . .
N5 N 0.14442(12) 0.71945(11) 0.78494(11) 0.0465(3) Uani 1 1 d . . . . .
C20 C 0.17354(14) 0.64094(13) 0.90956(12) 0.0431(3) Uani 1 1 d . . . . .
C2 C 0.13690(14) 0.70112(13) 0.56661(12) 0.0438(3) Uani 1 1 d . . . . .
C3 C 0.28393(14) 0.36601(13) 1.16866(12) 0.0447(3) Uani 1 1 d . . . . .
C4 C 0.21216(14) 0.49784(13) 0.92524(12) 0.0434(3) Uani 1 1 d . . . . .
C6 C 0.26696(14) 0.24596(13) 1.00800(13) 0.0462(3) Uani 1 1 d . . . . .
C5 C 0.19670(15) 0.50165(13) 0.78696(13) 0.0461(3) Uani 1 1 d . . . . .
C7 C 0.40625(15) 0.12896(13) 0.85200(13) 0.0474(3) Uani 1 1 d . . . . .
C8 C 0.25201(14) 0.37978(13) 1.03032(12) 0.0439(3) Uani 1 1 d . . . . .
C9 C 0.39967(15) 0.21761(13) 0.92949(14) 0.0481(3) Uani 1 1 d . . . . .
C10 C 0.15573(17) 0.69924(16) 1.01600(14) 0.0569(4) Uani 1 1 d . . . . .
H10A H 0.246258 0.700320 1.046504 0.085 Uiso 1 1 calc R U . . .
H10B H 0.103414 0.643932 1.090768 0.085 Uiso 1 1 calc R U . . .
H10C H 0.106077 0.790936 0.979154 0.085 Uiso 1 1 calc R U . . .
C11 C 0.12004(17) 0.84177(14) 0.50285(14) 0.0555(4) Uani 1 1 d . . . . .
H11 H 0.126219 0.895225 0.551861 0.067 Uiso 1 1 calc R U . . .
C12 C 0.38892(17) 0.43036(17) 1.18779(15) 0.0597(4) Uani 1 1 d . . . . .
H12 H 0.437518 0.484216 1.113694 0.072 Uiso 1 1 calc R U . . .
C13 C 0.0847(2) 0.82696(18) 0.29131(15) 0.0681(4) Uani 1 1 d . . . . .
H13 H 0.068591 0.868906 0.198774 0.082 Uiso 1 1 calc R U . . .
C14 C 0.21210(16) 0.28652(15) 1.28091(14) 0.0553(4) Uani 1 1 d . . . . .
H14 H 0.142220 0.241978 1.269701 0.066 Uiso 1 1 calc R U . . .
C15 C 0.3490(2) 0.33582(19) 1.42753(15) 0.0709(5) Uani 1 1 d . . . . .
H15 H 0.371164 0.325153 1.514203 0.085 Uiso 1 1 calc R U . . .
C16 C 0.29169(18) 0.07573(16) 0.83423(17) 0.0611(4) Uani 1 1 d . . . . .
H16 H 0.205531 0.093984 0.872987 0.073 Uiso 1 1 calc R U . . .
C17 C 0.0998(3) 0.6875(2) 0.35544(16) 0.0895(7) Uani 1 1 d . . . . .
H17 H 0.092037 0.634969 0.305821 0.107 Uiso 1 1 calc R U . . .
C18 C 0.09374(19) 0.90320(16) 0.36477(15) 0.0641(4) Uani 1 1 d . . . . .
H18 H 0.082123 0.998086 0.322031 0.077 Uiso 1 1 calc R U . . .
C19 C 0.1264(2) 0.62295(17) 0.49271(15) 0.0752(5) Uani 1 1 d . . . . .
H19 H 0.136988 0.528043 0.534730 0.090 Uiso 1 1 calc R U . . .
C1A C 0.2442(2) 0.27352(18) 1.40896(15) 0.0680(4) Uani 1 1 d . . . . .
H1A H 0.194193 0.221954 1.483251 0.082 Uiso 1 1 calc R U . . .
C1B C 0.4215(2) 0.4145(2) 1.31712(17) 0.0718(5) Uani 1 1 d . . . . .
H1B H 0.492533 0.457138 1.329539 0.086 Uiso 1 1 calc R U . . .
C1C C 0.3053(2) -0.00473(18) 0.75872(18) 0.0721(5) Uani 1 1 d . . . . .
H1C H 0.228359 -0.040967 0.747687 0.087 Uiso 1 1 calc R U . . .
C1D C 0.53320(17) 0.10255(17) 0.79066(17) 0.0631(4) Uani 1 1 d . . . . .
H1D H 0.610738 0.138564 0.800763 0.076 Uiso 1 1 calc R U . . .
C1E C 0.4316(2) -0.03122(18) 0.70020(18) 0.0749(5) Uani 1 1 d . . . . .
H1E H 0.440404 -0.086150 0.650527 0.090 Uiso 1 1 calc R U . . .
C1F C 0.5447(2) 0.0232(2) 0.71489(19) 0.0774(5) Uani 1 1 d . . . . .
H1F H 0.629730 0.006557 0.673602 0.093 Uiso 1 1 calc R U . . .
O1 O 0.21270(14) 0.40447(10) 0.75230(10) 0.0668(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
O2 C6 1.2025(16) . ?
O3 C9 1.2199(16) . ?
N6 N5 1.4126(14) . ?
N6 C2 1.4197(16) . ?
N6 C5 1.3674(16) . ?
N5 C20 1.2943(16) . ?
C20 C4 1.4650(18) . ?
C20 C10 1.4933(17) . ?
C2 C11 1.3789(19) . ?
C2 C19 1.3825(19) . ?
C3 C8 1.4862(17) . ?
C3 C12 1.388(2) . ?
C3 C14 1.3913(19) . ?
C4 C5 1.4891(17) . ?
C4 C8 1.3453(18) . ?
C6 C8 1.5304(18) . ?
C6 C9 1.538(2) . ?
C5 O1 1.2232(15) . ?
C7 C9 1.4834(19) . ?
C7 C16 1.385(2) . ?
C7 C1D 1.391(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C18 1.391(2) . ?
C12 H12 0.9300 . ?
C12 C1B 1.387(2) . ?
C13 H13 0.9300 . ?
C13 C17 1.369(3) . ?
C13 C18 1.358(2) . ?
C14 H14 0.9300 . ?
C14 C1A 1.382(2) . ?
C15 H15 0.9300 . ?
C15 C1A 1.369(3) . ?
C15 C1B 1.381(3) . ?
C16 H16 0.9300 . ?
C16 C1C 1.386(2) . ?
C17 H17 0.9300 . ?
C17 C19 1.385(2) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C1A H1A 0.9300 . ?
C1B H1B 0.9300 . ?
C1C H1C 0.9300 . ?
C1C C1E 1.371(3) . ?
C1D H1D 0.9300 . ?
C1D C1F 1.380(2) . ?
C1E H1E 0.9300 . ?
C1E C1F 1.368(3) . ?
C1F H1F 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
N5 N6 C2 118.89(10) . . ?
C5 N6 N5 111.79(10) . . ?
C5 N6 C2 129.27(10) . . ?
C20 N5 N6 108.33(10) . . ?
N5 C20 C4 110.98(10) . . ?
N5 C20 C10 120.05(12) . . ?
C4 C20 C10 128.82(12) . . ?
C11 C2 N6 120.07(11) . . ?
C11 C2 C19 119.59(12) . . ?
C19 C2 N6 120.33(12) . . ?
C12 C3 C8 120.06(12) . . ?
C12 C3 C14 118.94(12) . . ?
C14 C3 C8 120.98(12) . . ?
C20 C4 C5 104.04(10) . . ?
C8 C4 C20 134.31(12) . . ?
C8 C4 C5 121.65(12) . . ?
O2 C6 C8 120.79(13) . . ?
O2 C6 C9 123.99(12) . . ?
C8 C6 C9 114.73(11) . . ?
N6 C5 C4 104.72(10) . . ?
O1 C5 N6 127.90(12) . . ?
O1 C5 C4 127.38(12) . . ?
C16 C7 C9 123.31(13) . . ?
C16 C7 C1D 118.87(14) . . ?
C1D C7 C9 117.79(13) . . ?
C3 C8 C6 115.86(11) . . ?
C4 C8 C3 125.95(12) . . ?
C4 C8 C6 118.19(11) . . ?
O3 C9 C6 114.78(12) . . ?
O3 C9 C7 123.40(13) . . ?
C7 C9 C6 121.78(11) . . ?
C20 C10 H10A 109.5 . . ?
C20 C10 H10B 109.5 . . ?
C20 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C11 H11 120.2 . . ?
C2 C11 C18 119.60(13) . . ?
C18 C11 H11 120.2 . . ?
C3 C12 H12 119.9 . . ?
C1B C12 C3 120.15(15) . . ?
C1B C12 H12 119.9 . . ?
C17 C13 H13 120.5 . . ?
C18 C13 H13 120.5 . . ?
C18 C13 C17 119.04(14) . . ?
C3 C14 H14 119.9 . . ?
C1A C14 C3 120.24(15) . . ?
C1A C14 H14 119.9 . . ?
C1A C15 H15 120.1 . . ?
C1A C15 C1B 119.75(14) . . ?
C1B C15 H15 120.1 . . ?
C7 C16 H16 120.0 . . ?
C7 C16 C1C 120.06(16) . . ?
C1C C16 H16 120.0 . . ?
C13 C17 H17 119.3 . . ?
C13 C17 C19 121.35(16) . . ?
C19 C17 H17 119.3 . . ?
C11 C18 H18 119.4 . . ?
C13 C18 C11 121.11(14) . . ?
C13 C18 H18 119.4 . . ?
C2 C19 C17 119.30(15) . . ?
C2 C19 H19 120.4 . . ?
C17 C19 H19 120.4 . . ?
C14 C1A H1A 119.7 . . ?
C15 C1A C14 120.63(15) . . ?
C15 C1A H1A 119.7 . . ?
C12 C1B H1B 119.9 . . ?
C15 C1B C12 120.28(16) . . ?
C15 C1B H1B 119.9 . . ?
C16 C1C H1C 119.8 . . ?
C1E C1C C16 120.39(17) . . ?
C1E C1C H1C 119.8 . . ?
C7 C1D H1D 119.8 . . ?
C1F C1D C7 120.33(16) . . ?
C1F C1D H1D 119.8 . . ?
C1C C1E H1E 120.0 . . ?
C1F C1E C1C 119.99(16) . . ?
C1F C1E H1E 120.0 . . ?
C1D C1F H1F 119.8 . . ?
C1E C1F C1D 120.34(17) . . ?
C1E C1F H1F 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C6 C8 C3 68.16(17) . . . . ?
O2 C6 C8 C4 -111.98(15) . . . . ?
O2 C6 C9 O3 -144.99(14) . . . . ?
O2 C6 C9 C7 32.94(19) . . . . ?
N6 N5 C20 C4 -0.46(15) . . . . ?
N6 N5 C20 C10 -176.34(12) . . . . ?
N6 C2 C11 C18 -179.11(14) . . . . ?
N6 C2 C19 C17 178.98(18) . . . . ?
N5 N6 C2 C11 11.06(19) . . . . ?
N5 N6 C2 C19 -167.53(14) . . . . ?
N5 N6 C5 C4 -3.98(15) . . . . ?
N5 N6 C5 O1 176.43(15) . . . . ?
N5 C20 C4 C5 -1.89(15) . . . . ?
N5 C20 C4 C8 179.04(15) . . . . ?
C20 C4 C5 N6 3.47(14) . . . . ?
C20 C4 C5 O1 -176.95(15) . . . . ?
C20 C4 C8 C3 -7.4(3) . . . . ?
C20 C4 C8 C6 172.76(14) . . . . ?
C2 N6 N5 C20 -179.46(12) . . . . ?
C2 N6 C5 C4 178.74(13) . . . . ?
C2 N6 C5 O1 -0.8(3) . . . . ?
C2 C11 C18 C13 -0.2(3) . . . . ?
C3 C12 C1B C15 -0.6(3) . . . . ?
C3 C14 C1A C15 -1.5(3) . . . . ?
C5 N6 N5 C20 2.95(16) . . . . ?
C5 N6 C2 C11 -171.83(14) . . . . ?
C5 N6 C2 C19 9.6(2) . . . . ?
C5 C4 C8 C3 173.67(12) . . . . ?
C5 C4 C8 C6 -6.18(19) . . . . ?
C7 C16 C1C C1E -0.6(3) . . . . ?
C7 C1D C1F C1E -0.5(3) . . . . ?
C8 C3 C12 C1B -178.21(15) . . . . ?
C8 C3 C14 C1A 179.24(14) . . . . ?
C8 C4 C5 N6 -177.32(12) . . . . ?
C8 C4 C5 O1 2.3(2) . . . . ?
C8 C6 C9 O3 26.95(17) . . . . ?
C8 C6 C9 C7 -155.11(11) . . . . ?
C9 C6 C8 C3 -104.07(13) . . . . ?
C9 C6 C8 C4 75.79(15) . . . . ?
C9 C7 C16 C1C 179.02(14) . . . . ?
C9 C7 C1D C1F -178.62(14) . . . . ?
C10 C20 C4 C5 173.53(14) . . . . ?
C10 C20 C4 C8 -5.5(3) . . . . ?
C11 C2 C19 C17 0.4(3) . . . . ?
C12 C3 C8 C4 -58.7(2) . . . . ?
C12 C3 C8 C6 121.17(15) . . . . ?
C12 C3 C14 C1A 0.7(2) . . . . ?
C13 C17 C19 C2 0.5(3) . . . . ?
C14 C3 C8 C4 122.81(16) . . . . ?
C14 C3 C8 C6 -57.34(17) . . . . ?
C14 C3 C12 C1B 0.3(2) . . . . ?
C16 C7 C9 O3 -176.26(14) . . . . ?
C16 C7 C9 C6 6.0(2) . . . . ?
C16 C7 C1D C1F -0.8(2) . . . . ?
C16 C1C C1E C1F -0.7(3) . . . . ?
C17 C13 C18 C11 1.0(3) . . . . ?
C18 C13 C17 C19 -1.1(3) . . . . ?
C19 C2 C11 C18 -0.5(2) . . . . ?
C1A C15 C1B C12 -0.2(3) . . . . ?
C1B C15 C1A C14 1.2(3) . . . . ?
C1C C1E C1F C1D 1.3(3) . . . . ?
C1D C7 C9 O3 1.5(2) . . . . ?
C1D C7 C9 C6 -176.29(12) . . . . ?
C1D C7 C16 C1C 1.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
