# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_rjs_cd_3a_0m
_database_code_depnum_ccdc_archive 'CCDC 2261679'
loop_
_audit_author_name
_audit_author_address
'Dr. Rupam Jyoti  Sarma'
;Department of Chemistry, Gauhati University
India
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N2 O2, C3 H7 N O'
_chemical_formula_sum            'C25 H23 N3 O3'
_chemical_formula_weight         413.46

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.5226(3)
_cell_length_b                   10.0347(4)
_cell_length_c                   12.5476(5)
_cell_angle_alpha                77.009(2)
_cell_angle_beta                 81.678(2)
_cell_angle_gamma                86.510(2)
_cell_volume                     1034.17(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6226
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   Sheldrick,G.M.,(2003)
_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            20541
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.950
_diffrn_reflns_theta_max         29.081
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5514
_reflns_number_gt                3993
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0905P)²+0.1083P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5514
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1580
_refine_ls_wR_factor_gt          0.1417
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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 0.85000(15) 0.62612(14) 0.06508(12) 0.0411(3) Uani 1 1 d . . . . .
C2 C 0.80731(16) 0.53659(14) 0.16487(12) 0.0424(3) Uani 1 1 d . . . . .
H2 H 0.884703 0.496509 0.208143 0.051 Uiso 1 1 calc R U . . .
C3 C 0.64956(15) 0.50656(14) 0.20043(11) 0.0389(3) Uani 1 1 d . . . . .
H3 H 0.621843 0.446188 0.267694 0.047 Uiso 1 1 calc R U . . .
C4 C 0.53168(14) 0.56529(12) 0.13711(11) 0.0343(3) Uani 1 1 d . . . . .
C5 C 0.57660(16) 0.65435(14) 0.03651(12) 0.0417(3) Uani 1 1 d . . . . .
H5 H 0.499450 0.694523 -0.006953 0.050 Uiso 1 1 calc R U . . .
C6 C 0.73397(17) 0.68407(15) 0.00013(12) 0.0454(3) Uani 1 1 d . . . . .
H6 H 0.762296 0.742855 -0.067829 0.055 Uiso 1 1 calc R U . . .
C7 C 0.35979(14) 0.53852(13) 0.16965(11) 0.0369(3) Uani 1 1 d . . . . .
C8 C 0.15463(15) 0.25435(14) 0.31980(12) 0.0408(3) Uani 1 1 d . . . . .
H8 H 0.246801 0.200876 0.328812 0.049 Uiso 1 1 calc R U . . .
C9 C 0.00232(15) 0.18779(13) 0.36161(11) 0.0354(3) Uani 1 1 d . . . . .
C10 C -0.00871(16) 0.05340(13) 0.34537(11) 0.0375(3) Uani 1 1 d . . . . .
C11 C 0.11219(19) -0.00883(16) 0.27953(13) 0.0501(4) Uani 1 1 d . . . . .
H11 H 0.201454 0.040341 0.244864 0.060 Uiso 1 1 calc R U . . .
C12 C 0.0994(2) -0.13812(17) 0.26655(15) 0.0586(4) Uani 1 1 d . . . . .
H12 H 0.180267 -0.176480 0.223733 0.070 Uiso 1 1 calc R U . . .
C13 C -0.0344(2) -0.21477(16) 0.31705(15) 0.0602(4) Uani 1 1 d . . . . .
H13 H -0.041557 -0.303345 0.307471 0.072 Uiso 1 1 calc R U . . .
C14 C -0.1528(2) -0.16051(16) 0.37941(15) 0.0553(4) Uani 1 1 d . . . . .
H14 H -0.240745 -0.212365 0.412370 0.066 Uiso 1 1 calc R U . . .
C15 C -0.14511(17) -0.02447(14) 0.39563(12) 0.0415(3) Uani 1 1 d . . . . .
C16 C -0.26581(17) 0.03331(15) 0.45899(13) 0.0463(3) Uani 1 1 d . . . . .
H16 H -0.353353 -0.018447 0.493206 0.056 Uiso 1 1 calc R U . . .
C17 C -0.25951(15) 0.16667(14) 0.47277(11) 0.0400(3) Uani 1 1 d . . . . .
C18 C -0.38457(17) 0.22462(18) 0.53791(14) 0.0537(4) Uani 1 1 d . . . . .
H18 H -0.473194 0.173184 0.569955 0.064 Uiso 1 1 calc R U . . .
C19 C -0.37747(18) 0.35260(18) 0.55423(14) 0.0561(4) Uani 1 1 d . . . . .
H19 H -0.461039 0.388722 0.596449 0.067 Uiso 1 1 calc R U . . .
C20 C -0.24350(18) 0.43101(16) 0.50726(13) 0.0494(4) Uani 1 1 d . . . . .
H20 H -0.238711 0.518667 0.519387 0.059 Uiso 1 1 calc R U . . .
C21 C -0.12056(16) 0.38044(14) 0.44423(12) 0.0414(3) Uani 1 1 d . . . . .
H21 H -0.033030 0.434124 0.414225 0.050 Uiso 1 1 calc R U . . .
C22 C -0.12365(14) 0.24670(13) 0.42342(10) 0.0346(3) Uani 1 1 d . . . . .
C23 C 0.8150(2) 0.0308(2) 0.06813(17) 0.0705(5) Uani 1 1 d . . . . .
H23A H 0.883810 0.104964 0.062798 0.106 Uiso 1 1 calc R U . . .
H23B H 0.788267 0.030973 -0.003638 0.106 Uiso 1 1 calc R U . . .
H24C H 0.868059 -0.054337 0.096180 0.106 Uiso 1 1 calc R U . . .
C25 C 0.5587(3) -0.0612(2) 0.1665(2) 0.0802(6) Uani 1 1 d . . . . .
H25A H 0.482312 -0.050179 0.228388 0.120 Uiso 1 1 calc R U . . .
H25B H 0.613359 -0.148214 0.184017 0.120 Uiso 1 1 calc R U . . .
H25C H 0.505346 -0.056995 0.103468 0.120 Uiso 1 1 calc R U . . .
C26 C 0.6436(2) 0.15428(17) 0.18587(15) 0.0560(4) Uani 1 1 d . . . . .
H26 H 0.721553 0.219533 0.169630 0.067 Uiso 1 1 calc R U . . .
N1 N 0.32599(12) 0.41764(11) 0.24025(10) 0.0394(3) Uani 1 1 d . . . . .
H1N H 0.401420 0.364311 0.265327 0.047 Uiso 1 1 calc R U . . .
N2 N 0.16959(12) 0.37964(11) 0.27223(10) 0.0396(3) Uani 1 1 d . . . . .
N3 N 0.67174(15) 0.04698(14) 0.14208(11) 0.0504(3) Uani 1 1 d . . . . .
O1 O 1.00132(12) 0.66222(13) 0.02566(10) 0.0598(3) Uani 1 1 d . . . . .
H1O H 1.059000 0.630120 0.072657 0.090 Uiso 1 1 calc R U . . .
O2 O 0.25699(11) 0.62051(10) 0.13376(10) 0.0521(3) Uani 1 1 d . . . . .
O3 O 0.52289(15) 0.17572(13) 0.24658(11) 0.0692(4) 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 O1 1.3530(15) . ?
C1 C2 1.382(2) . ?
C1 C6 1.389(2) . ?
C2 C3 1.3830(18) . ?
C2 H2 0.9300 . ?
C3 C4 1.3915(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.3905(19) . ?
C4 C7 1.4867(16) . ?
C5 C6 1.3807(19) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O2 1.2277(16) . ?
C7 N1 1.3509(17) . ?
C8 N2 1.2702(17) . ?
C8 C9 1.4687(17) . ?
C8 H8 0.9300 . ?
C9 C22 1.4112(18) . ?
C9 C10 1.4190(18) . ?
C10 C15 1.4271(19) . ?
C10 C11 1.4287(19) . ?
C11 C12 1.356(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.405(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.350(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.431(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(2) . ?
C16 C17 1.393(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.424(2) . ?
C17 C22 1.4322(18) . ?
C18 C19 1.351(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.406(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.363(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.4260(18) . ?
C21 H21 0.9300 . ?
C23 N3 1.447(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H24C 0.9600 . ?
C25 N3 1.447(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O3 1.227(2) . ?
C26 N3 1.310(2) . ?
C26 H26 0.9300 . ?
N1 N2 1.3861(14) . ?
N1 H1N 0.8600 . ?
O1 H1O 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
O1 C1 C2 123.47(12) . . ?
O1 C1 C6 116.88(12) . . ?
C2 C1 C6 119.65(12) . . ?
C1 C2 C3 120.05(12) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 121.01(12) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.28(11) . . ?
C5 C4 C7 117.47(11) . . ?
C3 C4 C7 124.24(12) . . ?
C6 C5 C4 121.02(12) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 119.97(13) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O2 C7 N1 122.92(11) . . ?
O2 C7 C4 121.96(12) . . ?
N1 C7 C4 115.12(11) . . ?
N2 C8 C9 124.75(12) . . ?
N2 C8 H8 117.6 . . ?
C9 C8 H8 117.6 . . ?
C22 C9 C10 120.31(11) . . ?
C22 C9 C8 122.99(12) . . ?
C10 C9 C8 116.47(11) . . ?
C9 C10 C15 119.75(12) . . ?
C9 C10 C11 122.61(13) . . ?
C15 C10 C11 117.64(13) . . ?
C12 C11 C10 121.35(15) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 120.76(16) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.33(15) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 121.09(16) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C10 119.24(12) . . ?
C16 C15 C14 121.95(14) . . ?
C10 C15 C14 118.81(14) . . ?
C15 C16 C17 121.82(13) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C18 121.14(13) . . ?
C16 C17 C22 119.96(12) . . ?
C18 C17 C22 118.88(13) . . ?
C19 C18 C17 121.55(14) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.85(14) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 120.96(14) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 121.21(13) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C9 C22 C21 123.54(12) . . ?
C9 C22 C17 118.86(12) . . ?
C21 C22 C17 117.53(12) . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H24C 109.5 . . ?
H23A C23 H24C 109.5 . . ?
H23B C23 H24C 109.5 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O3 C26 N3 125.31(17) . . ?
O3 C26 H26 117.3 . . ?
N3 C26 H26 117.3 . . ?
C7 N1 N2 119.93(10) . . ?
C7 N1 H1N 120.0 . . ?
N2 N1 H1N 120.0 . . ?
C8 N2 N1 113.67(10) . . ?
C26 N3 C25 120.58(14) . . ?
C26 N3 C23 122.21(15) . . ?
C25 N3 C23 117.21(15) . . ?
C1 O1 H1O 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
O1 C1 C2 C3 178.88(13) . . . . ?
C6 C1 C2 C3 -0.9(2) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C2 C3 C4 C7 -179.85(12) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C7 C4 C5 C6 -179.72(13) . . . . ?
C4 C5 C6 C1 -0.9(2) . . . . ?
O1 C1 C6 C5 -178.44(13) . . . . ?
C2 C1 C6 C5 1.4(2) . . . . ?
C5 C4 C7 O2 -24.65(19) . . . . ?
C3 C4 C7 O2 155.69(14) . . . . ?
C5 C4 C7 N1 154.76(12) . . . . ?
C3 C4 C7 N1 -24.89(18) . . . . ?
N2 C8 C9 C22 -45.3(2) . . . . ?
N2 C8 C9 C10 140.16(14) . . . . ?
C22 C9 C10 C15 -2.58(19) . . . . ?
C8 C9 C10 C15 172.12(12) . . . . ?
C22 C9 C10 C11 177.18(12) . . . . ?
C8 C9 C10 C11 -8.13(19) . . . . ?
C9 C10 C11 C12 179.16(14) . . . . ?
C15 C10 C11 C12 -1.1(2) . . . . ?
C10 C11 C12 C13 0.5(3) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 C15 0.0(3) . . . . ?
C9 C10 C15 C16 0.6(2) . . . . ?
C11 C10 C15 C16 -179.19(13) . . . . ?
C9 C10 C15 C14 -179.15(12) . . . . ?
C11 C10 C15 C14 1.1(2) . . . . ?
C13 C14 C15 C16 179.70(15) . . . . ?
C13 C14 C15 C10 -0.6(2) . . . . ?
C10 C15 C16 C17 1.6(2) . . . . ?
C14 C15 C16 C17 -178.66(14) . . . . ?
C15 C16 C17 C18 179.87(14) . . . . ?
C15 C16 C17 C22 -1.8(2) . . . . ?
C16 C17 C18 C19 178.15(15) . . . . ?
C22 C17 C18 C19 -0.2(2) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C21 0.7(3) . . . . ?
C19 C20 C21 C22 0.2(2) . . . . ?
C10 C9 C22 C21 179.31(12) . . . . ?
C8 C9 C22 C21 5.0(2) . . . . ?
C10 C9 C22 C17 2.38(19) . . . . ?
C8 C9 C22 C17 -171.96(12) . . . . ?
C20 C21 C22 C9 -178.01(13) . . . . ?
C20 C21 C22 C17 -1.0(2) . . . . ?
C16 C17 C22 C9 -0.2(2) . . . . ?
C18 C17 C22 C9 178.14(12) . . . . ?
C16 C17 C22 C21 -177.34(13) . . . . ?
C18 C17 C22 C21 1.0(2) . . . . ?
O2 C7 N1 N2 2.2(2) . . . . ?
C4 C7 N1 N2 -177.19(11) . . . . ?
C9 C8 N2 N1 -179.91(12) . . . . ?
C7 N1 N2 C8 166.46(13) . . . . ?
O3 C26 N3 C25 -2.2(3) . . . . ?
O3 C26 N3 C23 177.91(16) . . . . ?

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
O1 H1O O2 0.82 1.94 2.6930(15) 152.2 1_655
C8 H8 O3 0.93 2.45 3.2415(17) 142.9 .
N1 H1N O3 0.86 2.14 2.8586(15) 140.2 .
O1 H1O O2 0.82 1.94 2.6930(15) 152.2 1_655
C8 H8 O3 0.93 2.45 3.2415(17) 142.9 .
N1 H1N O3 0.86 2.14 2.8586(15) 140.2 .
N1 H1N O3 0.86 2.14 2.8586(15) 140.2 .
C8 H8 O3 0.93 2.45 3.2415(17) 142.9 .
N1 H1N O3 0.86 2.14 2.8586(15) 140.2 .
C8 H8 O3 0.93 2.45 3.2415(17) 142.9 .
O1 H1O O2 0.82 1.94 2.6930(15) 152.2 1_655

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_rjs_9an_4oh_0m
_database_code_depnum_ccdc_archive 'CCDC 2261681'
loop_
_audit_author_name
_audit_author_address
'Dr. Rupam Jyoti  Sarma'
;Department of Chemistry, Gauhati University
India
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 N2 O3'
_chemical_formula_sum            'C22 H18 N2 O3'
_chemical_formula_weight         358.38

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   12.5066(4)
_cell_length_b                   14.8096(5)
_cell_length_c                   18.3306(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3395.2(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6087
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.20

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   0.981
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18823
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.404
_diffrn_reflns_theta_max         29.082
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4469
_reflns_number_gt                3354
_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    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0591P)²+0.8074P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0016(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4469
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1278
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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_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 1.06739(10) 0.22814(9) 0.21959(7) 0.0321(3) Uani 1 1 d . . . . .
C2 C 1.11776(11) 0.28668(11) 0.26749(8) 0.0403(4) Uani 1 1 d . . . . .
H2 H 1.188587 0.303201 0.259688 0.048 Uiso 1 1 calc R U . . .
C3 C 1.06309(11) 0.32028(10) 0.32646(8) 0.0371(3) Uani 1 1 d . . . . .
H3 H 1.097595 0.359644 0.358218 0.045 Uiso 1 1 calc R U . . .
C4 C 0.95722(10) 0.29676(9) 0.33975(7) 0.0277(3) Uani 1 1 d . . . . .
C5 C 0.90741(10) 0.23827(9) 0.29114(8) 0.0322(3) Uani 1 1 d . . . . .
H5 H 0.836730 0.221381 0.299037 0.039 Uiso 1 1 calc R U . . .
C6 C 0.96137(11) 0.20505(10) 0.23144(8) 0.0353(3) Uani 1 1 d . . . . .
H6 H 0.926533 0.166904 0.198893 0.042 Uiso 1 1 calc R U . . .
C7 C 0.90478(10) 0.33931(9) 0.40366(7) 0.0301(3) Uani 1 1 d . . . . .
C8 C 0.65349(11) 0.33585(10) 0.48384(8) 0.0353(3) Uani 1 1 d . . . . .
H8 H 0.628215 0.286929 0.457115 0.042 Uiso 1 1 calc R U . . .
C9 C 0.58029(10) 0.37939(9) 0.53551(7) 0.0294(3) Uani 1 1 d . . . . .
C10 C 0.46956(10) 0.37747(9) 0.51735(7) 0.0294(3) Uani 1 1 d . . . . .
C11 C 0.42779(12) 0.33531(10) 0.45352(8) 0.0382(3) Uani 1 1 d . . . . .
H11 H 0.474467 0.306582 0.421569 0.046 Uiso 1 1 calc R U . . .
C12 C 0.32151(12) 0.33604(11) 0.43820(9) 0.0444(4) Uani 1 1 d . . . . .
H12 H 0.296678 0.307532 0.396288 0.053 Uiso 1 1 calc R U . . .
C13 C 0.24826(12) 0.37959(12) 0.48516(9) 0.0450(4) Uani 1 1 d . . . . .
H13 H 0.175652 0.379553 0.474213 0.054 Uiso 1 1 calc R U . . .
C14 C 0.28374(11) 0.42104(10) 0.54565(9) 0.0385(3) Uani 1 1 d . . . . .
H14 H 0.235015 0.449743 0.576158 0.046 Uiso 1 1 calc R U . . .
C15 C 0.39448(10) 0.42202(9) 0.56414(8) 0.0314(3) Uani 1 1 d . . . . .
C16 C 0.43067(11) 0.46607(10) 0.62601(8) 0.0358(3) Uani 1 1 d . . . . .
H16 H 0.381542 0.496047 0.655400 0.043 Uiso 1 1 calc R U . . .
C17 C 0.53790(11) 0.46695(9) 0.64564(8) 0.0328(3) Uani 1 1 d . . . . .
C18 C 0.57189(13) 0.51052(11) 0.71067(9) 0.0441(4) Uani 1 1 d . . . . .
H18 H 0.521647 0.539400 0.739904 0.053 Uiso 1 1 calc R U . . .
C19 C 0.67552(14) 0.51083(12) 0.73084(9) 0.0481(4) Uani 1 1 d . . . . .
C20 C 0.75227(14) 0.46739(12) 0.68668(9) 0.0457(4) Uani 1 1 d . . . . .
C21 C 0.72367(12) 0.42499(11) 0.62392(9) 0.0386(3) Uani 1 1 d . . . . .
C22 C 0.61503(10) 0.42281(9) 0.60000(7) 0.0299(3) Uani 1 1 d . . . . .
H19 H 0.6974(13) 0.5384(12) 0.7761(11) 0.053(5) Uiso 1 1 d . . . . .
H20 H 0.8266(16) 0.4699(12) 0.7003(10) 0.053(5) Uiso 1 1 d . . . . .
H21 H 0.7775(14) 0.3981(11) 0.5967(10) 0.044(5) Uiso 1 1 d . . . . .
N1 N 0.80296(9) 0.31586(8) 0.41849(7) 0.0336(3) Uani 1 1 d . . . . .
N2 N 0.74921(9) 0.36099(8) 0.47346(7) 0.0354(3) Uani 1 1 d . . . . .
O1 O 1.12443(9) 0.19632(8) 0.16196(6) 0.0422(3) Uani 1 1 d . . . . .
O2 O 0.95234(9) 0.39571(8) 0.44070(6) 0.0472(3) Uani 1 1 d . . . . .
O3 O 1.00235(10) 0.42055(10) 0.58760(7) 0.0510(3) Uani 1 1 d . . . . .
H1N H 0.7680(13) 0.2714(11) 0.3935(9) 0.043(4) Uiso 1 1 d . . . . .
H1O H 1.0857(15) 0.1566(14) 0.1373(11) 0.060(6) Uiso 1 1 d . . . . .
H3B H 1.0162(18) 0.4773(18) 0.5838(13) 0.076(7) Uiso 1 1 d . . . . .
H3A H 0.9755(18) 0.4084(15) 0.5428(15) 0.076(7) 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
C1 O1 1.3591(16) . ?
C1 C2 1.386(2) . ?
C1 C6 1.3864(19) . ?
C2 C3 1.372(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.3907(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.3901(19) . ?
C4 C7 1.4831(18) . ?
C5 C6 1.3766(19) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O2 1.2298(16) . ?
C7 N1 1.3477(17) . ?
C8 N2 1.2681(18) . ?
C8 C9 1.4666(18) . ?
C8 H8 0.9300 . ?
C9 C22 1.4140(19) . ?
C9 C10 1.4247(18) . ?
C10 C11 1.425(2) . ?
C10 C15 1.4326(18) . ?
C11 C12 1.359(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.413(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.343(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.4258(19) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(2) . ?
C16 C17 1.389(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.421(2) . ?
C17 C22 1.4345(18) . ?
C18 C19 1.348(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.411(2) . ?
C19 H19 0.964(19) . ?
C20 C21 1.359(2) . ?
C20 H20 0.963(19) . ?
C21 C22 1.4281(19) . ?
C21 H21 0.927(18) . ?
N1 N2 1.3834(15) . ?
N1 H1N 0.914(17) . ?
O1 H1O 0.89(2) . ?
O3 H3B 0.86(3) . ?
O3 H3A 0.90(3) . ?

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
O1 C1 C2 118.09(12) . . ?
O1 C1 C6 122.57(13) . . ?
C2 C1 C6 119.33(12) . . ?
C3 C2 C1 119.97(12) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.43(13) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 118.06(12) . . ?
C5 C4 C7 124.96(11) . . ?
C3 C4 C7 116.93(12) . . ?
C6 C5 C4 120.84(12) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 120.35(13) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
O2 C7 N1 121.38(13) . . ?
O2 C7 C4 120.72(12) . . ?
N1 C7 C4 117.87(12) . . ?
N2 C8 C9 123.86(13) . . ?
N2 C8 H8 118.1 . . ?
C9 C8 H8 118.1 . . ?
C22 C9 C10 120.20(12) . . ?
C22 C9 C8 123.23(12) . . ?
C10 C9 C8 116.56(12) . . ?
C9 C10 C11 123.83(12) . . ?
C9 C10 C15 119.22(12) . . ?
C11 C10 C15 116.93(12) . . ?
C12 C11 C10 121.65(14) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 120.79(15) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 119.83(14) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 121.46(14) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 121.14(13) . . ?
C16 C15 C10 119.54(12) . . ?
C14 C15 C10 119.32(13) . . ?
C15 C16 C17 122.17(12) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
C16 C17 C18 120.71(13) . . ?
C16 C17 C22 119.61(13) . . ?
C18 C17 C22 119.68(13) . . ?
C19 C18 C17 121.30(14) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 119.69(15) . . ?
C18 C19 H19 120.7(10) . . ?
C20 C19 H19 119.6(10) . . ?
C21 C20 C19 121.16(15) . . ?
C21 C20 H20 119.4(11) . . ?
C19 C20 H20 119.4(11) . . ?
C20 C21 C22 121.39(14) . . ?
C20 C21 H21 117.5(11) . . ?
C22 C21 H21 121.1(11) . . ?
C9 C22 C21 124.01(12) . . ?
C9 C22 C17 119.22(12) . . ?
C21 C22 C17 116.77(13) . . ?
C7 N1 N2 118.78(12) . . ?
C7 N1 H1N 122.5(10) . . ?
N2 N1 H1N 118.7(10) . . ?
C8 N2 N1 115.23(12) . . ?
C1 O1 H1O 109.9(13) . . ?
H3B O3 H3A 101(2) . . ?

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 C1 C2 C3 -179.90(14) . . . . ?
C6 C1 C2 C3 0.8(2) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C2 C3 C4 C7 -178.07(14) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C7 C4 C5 C6 177.17(13) . . . . ?
C4 C5 C6 C1 1.2(2) . . . . ?
O1 C1 C6 C5 179.25(13) . . . . ?
C2 C1 C6 C5 -1.5(2) . . . . ?
C5 C4 C7 O2 -174.34(13) . . . . ?
C3 C4 C7 O2 3.1(2) . . . . ?
C5 C4 C7 N1 4.0(2) . . . . ?
C3 C4 C7 N1 -178.52(13) . . . . ?
N2 C8 C9 C22 -29.7(2) . . . . ?
N2 C8 C9 C10 149.41(14) . . . . ?
C22 C9 C10 C11 179.96(13) . . . . ?
C8 C9 C10 C11 0.83(19) . . . . ?
C22 C9 C10 C15 1.63(19) . . . . ?
C8 C9 C10 C15 -177.50(12) . . . . ?
C9 C10 C11 C12 -179.34(14) . . . . ?
C15 C10 C11 C12 -1.0(2) . . . . ?
C10 C11 C12 C13 0.5(2) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C16 179.01(14) . . . . ?
C13 C14 C15 C10 -0.3(2) . . . . ?
C9 C10 C15 C16 0.01(19) . . . . ?
C11 C10 C15 C16 -178.43(13) . . . . ?
C9 C10 C15 C14 179.31(12) . . . . ?
C11 C10 C15 C14 0.87(19) . . . . ?
C14 C15 C16 C17 179.15(13) . . . . ?
C10 C15 C16 C17 -1.6(2) . . . . ?
C15 C16 C17 C18 -178.10(14) . . . . ?
C15 C16 C17 C22 1.4(2) . . . . ?
C16 C17 C18 C19 179.10(16) . . . . ?
C22 C17 C18 C19 -0.4(2) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 0.2(3) . . . . ?
C10 C9 C22 C21 177.44(13) . . . . ?
C8 C9 C22 C21 -3.5(2) . . . . ?
C10 C9 C22 C17 -1.76(19) . . . . ?
C8 C9 C22 C17 177.31(13) . . . . ?
C20 C21 C22 C9 -179.62(15) . . . . ?
C20 C21 C22 C17 -0.4(2) . . . . ?
C16 C17 C22 C9 0.25(19) . . . . ?
C18 C17 C22 C9 179.79(13) . . . . ?
C16 C17 C22 C21 -179.01(14) . . . . ?
C18 C17 C22 C21 0.5(2) . . . . ?
O2 C7 N1 N2 4.5(2) . . . . ?
C4 C7 N1 N2 -173.88(12) . . . . ?
C9 C8 N2 N1 -175.24(13) . . . . ?
C7 N1 N2 C8 179.38(13) . . . . ?

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_tri
_database_code_depnum_ccdc_archive 'CCDC 2261680'
loop_
_audit_author_name
_audit_author_address
'Dr. Rupam Jyoti  Sarma'
;Department of Chemistry, Gauhati University
India
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H32 N4 O4'
_chemical_formula_sum            'C44 H32 N4 O4'
_chemical_formula_weight         680.73

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   11.3394(8)
_cell_length_b                   11.3450(8)
_cell_length_c                   14.9825(10)
_cell_angle_alpha                77.424(5)
_cell_angle_beta                 86.116(4)
_cell_angle_gamma                67.045(4)
_cell_volume                     1731.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4035
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      26.45

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   0.983
_exptl_transmission_factor_max   0.990
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27578
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.393
_diffrn_reflns_theta_max         26.596
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7160
_reflns_number_gt                3805
_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    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0965P)²+0.2359P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.033(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7160
_refine_ls_number_parameters     486
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1413
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.2116
_refine_ls_wR_factor_gt          0.1724
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 0.1493(3) 0.8809(3) 0.2649(2) 0.0450(7) Uani 1 1 d . . . . .
C2 C 0.2601(3) 0.7708(3) 0.2628(2) 0.0459(7) Uani 1 1 d . . . . .
H2 H 0.277987 0.733488 0.211457 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3434(3) 0.7169(3) 0.33705(19) 0.0424(7) Uani 1 1 d . . . . .
H3 H 0.418738 0.644700 0.334812 0.051 Uiso 1 1 calc R U . . .
C4 C 0.3162(2) 0.7692(3) 0.41497(19) 0.0419(7) Uani 1 1 d . . . . .
C5 C 0.2044(3) 0.8780(3) 0.4166(2) 0.0555(8) Uani 1 1 d . . . . .
H5 H 0.184830 0.913446 0.468767 0.067 Uiso 1 1 calc R U . . .
C6 C 0.1223(3) 0.9341(3) 0.3424(2) 0.0569(9) Uani 1 1 d . . . . .
H6 H 0.048403 1.008119 0.344061 0.068 Uiso 1 1 calc R U . . .
C7 C 0.3976(3) 0.7076(3) 0.4985(2) 0.0458(7) Uani 1 1 d . . . . .
C8 C 0.7248(3) 0.5634(3) 0.5497(2) 0.0534(8) Uani 1 1 d . . . . .
H8 H 0.777752 0.514059 0.600377 0.064 Uiso 1 1 calc R U . . .
C9 C 0.7898(3) 0.6018(3) 0.4663(2) 0.0502(8) Uani 1 1 d . . . . .
C10 C 0.7673(3) 0.7355(3) 0.4318(2) 0.0551(8) Uani 1 1 d . . . . .
C11 C 0.6840(3) 0.8366(3) 0.4752(3) 0.0658(9) Uani 1 1 d . . . . .
H11 H 0.641809 0.815379 0.527863 0.079 Uiso 1 1 calc R U . . .
C12 C 0.6655(4) 0.9635(4) 0.4405(3) 0.0830(12) Uani 1 1 d . . . . .
H12 H 0.610381 1.028501 0.469380 0.100 Uiso 1 1 calc R U . . .
C13 C 0.7288(5) 0.9974(5) 0.3615(4) 0.0975(14) Uani 1 1 d . . . . .
H13 H 0.714881 1.084897 0.338450 0.117 Uiso 1 1 calc R U . . .
C14 C 0.8094(4) 0.9054(5) 0.3186(3) 0.0851(12) Uani 1 1 d . . . . .
H14 H 0.850480 0.929871 0.266272 0.102 Uiso 1 1 calc R U . . .
C15 C 0.8325(3) 0.7703(4) 0.3525(3) 0.0665(10) Uani 1 1 d . . . . .
C16 C 0.9155(3) 0.6738(5) 0.3103(3) 0.0786(12) Uani 1 1 d . . . . .
H16 H 0.955616 0.697665 0.257309 0.094 Uiso 1 1 calc R U . . .
C17 C 0.9412(3) 0.5420(4) 0.3446(3) 0.0704(10) Uani 1 1 d . . . . .
C18 C 1.0288(4) 0.4422(6) 0.3025(3) 0.0973(15) Uani 1 1 d . . . . .
H18 H 1.068007 0.464865 0.248619 0.117 Uiso 1 1 calc R U . . .
C19 C 1.0555(4) 0.3151(6) 0.3398(4) 0.1084(18) Uani 1 1 d . . . . .
H19 H 1.113474 0.251207 0.311264 0.130 Uiso 1 1 calc R U . . .
C20 C 0.9977(4) 0.2767(4) 0.4210(4) 0.0935(14) Uani 1 1 d . . . . .
H20 H 1.019773 0.188453 0.446876 0.112 Uiso 1 1 calc R U . . .
C21 C 0.9099(3) 0.3689(4) 0.4609(3) 0.0701(10) Uani 1 1 d . . . . .
H21 H 0.868854 0.343039 0.512825 0.084 Uiso 1 1 calc R U . . .
C22 C 0.8789(3) 0.5047(3) 0.4255(2) 0.0564(9) Uani 1 1 d . . . . .
C23 C 1.3607(3) 0.6343(3) 0.8022(2) 0.0469(7) Uani 1 1 d . . . . .
C24 C 1.3974(3) 0.6188(3) 0.8912(2) 0.0530(8) Uani 1 1 d . . . . .
H24 H 1.482988 0.573127 0.909168 0.064 Uiso 1 1 calc R U . . .
C25 C 1.3085(3) 0.6704(3) 0.9530(2) 0.0473(7) Uani 1 1 d . . . . .
H25 H 1.334549 0.659390 1.012882 0.057 Uiso 1 1 calc R U . . .
C26 C 1.1799(2) 0.7391(3) 0.92827(19) 0.0400(7) Uani 1 1 d . . . . .
C27 C 1.1439(3) 0.7508(3) 0.8398(2) 0.0493(8) Uani 1 1 d . . . . .
H27 H 1.058048 0.794687 0.822128 0.059 Uiso 1 1 calc R U . . .
C28 C 1.2328(3) 0.6987(3) 0.7769(2) 0.0507(8) Uani 1 1 d . . . . .
H28 H 1.206693 0.706892 0.717549 0.061 Uiso 1 1 calc R U . . .
C29 C 1.0930(3) 0.7921(3) 1.0010(2) 0.0438(7) Uani 1 1 d . . . . .
C30 C 0.7649(3) 0.9326(3) 1.0334(2) 0.0593(9) Uani 1 1 d . . . . .
H30 H 0.711037 0.966949 1.078989 0.071 Uiso 1 1 calc R U . . .
C31 C 0.6997(3) 0.9261(3) 0.9538(2) 0.0516(8) Uani 1 1 d . . . . .
C32 C 0.6023(3) 1.0409(3) 0.9071(2) 0.0508(8) Uani 1 1 d . . . . .
C33 C 0.5617(3) 1.1626(3) 0.9353(3) 0.0644(9) Uani 1 1 d . . . . .
H33 H 0.601750 1.168164 0.985436 0.077 Uiso 1 1 calc R U . . .
C34 C 0.4664(4) 1.2697(4) 0.8906(3) 0.0835(13) Uani 1 1 d . . . . .
H34 H 0.440339 1.347639 0.911051 0.100 Uiso 1 1 calc R U . . .
C35 C 0.4053(4) 1.2653(4) 0.8129(4) 0.0941(15) Uani 1 1 d . . . . .
H35 H 0.340142 1.340125 0.782286 0.113 Uiso 1 1 calc R U . . .
C36 C 0.4414(3) 1.1534(4) 0.7834(3) 0.0828(12) Uani 1 1 d . . . . .
H36 H 0.401852 1.152111 0.731389 0.099 Uiso 1 1 calc R U . . .
C37 C 0.5384(3) 1.0367(3) 0.8295(2) 0.0611(9) Uani 1 1 d . . . . .
C38 C 0.5715(3) 0.9161(4) 0.8040(3) 0.0710(10) Uani 1 1 d . . . . .
H38 H 0.532478 0.913378 0.752215 0.085 Uiso 1 1 calc R U . . .
C39 C 0.6602(3) 0.8009(3) 0.8531(3) 0.0611(9) Uani 1 1 d . . . . .
C40 C 0.6838(4) 0.6758(4) 0.8305(3) 0.0816(12) Uani 1 1 d . . . . .
H40 H 0.643362 0.672404 0.779685 0.098 Uiso 1 1 calc R U . . .
C41 C 0.7633(4) 0.5659(4) 0.8824(4) 0.0884(14) Uani 1 1 d . . . . .
H41 H 0.776048 0.485921 0.868357 0.106 Uiso 1 1 calc R U . . .
C42 C 0.8278(4) 0.5681(4) 0.9573(4) 0.0923(15) Uani 1 1 d . . . . .
H42 H 0.883023 0.489656 0.992199 0.111 Uiso 1 1 calc R U . . .
C43 C 0.8115(3) 0.6832(3) 0.9804(3) 0.0717(11) Uani 1 1 d . . . . .
H43 H 0.856334 0.682303 1.030454 0.086 Uiso 1 1 calc R U . . .
C44 C 0.7262(3) 0.8051(3) 0.9286(2) 0.0561(8) Uani 1 1 d . . . . .
N1 N 0.5258(2) 0.6562(2) 0.48646(19) 0.0475(6) Uani 1 1 d . . . . .
N2 N 0.6057(2) 0.5888(2) 0.56131(17) 0.0515(6) Uani 1 1 d . . . . .
N3 N 0.9668(2) 0.8512(3) 0.98175(19) 0.0486(7) Uani 1 1 d . . . . .
N4 N 0.8845(2) 0.8979(3) 1.04912(17) 0.0565(7) Uani 1 1 d . . . . .
O1 O 0.0646(2) 0.9399(2) 0.19356(15) 0.0611(6) Uani 1 1 d . . . . .
O2 O 0.35146(19) 0.7026(3) 0.57467(15) 0.0703(7) Uani 1 1 d . . . . .
O3 O 1.4542(2) 0.5828(2) 0.74384(18) 0.0682(7) Uani 1 1 d . . . . .
O4 O 1.1345(2) 0.7783(2) 1.07757(15) 0.0691(7) Uani 1 1 d . . . . .
H1O H 0.076(4) 0.875(4) 0.152(3) 0.112(15) Uiso 1 1 d . . . . .
H1N H 0.559(3) 0.669(3) 0.433(2) 0.041(8) Uiso 1 1 d . . . . .
H3O H 1.426(4) 0.616(4) 0.685(3) 0.115(17) Uiso 1 1 d . . . . .
H3N H 0.939(3) 0.863(3) 0.931(2) 0.063(11) 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
C1 O1 1.356(3) . ?
C1 C6 1.385(4) . ?
C1 C2 1.389(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 C7 1.475(4) . ?
C5 C6 1.370(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O2 1.223(3) . ?
C7 N1 1.355(4) . ?
C8 N2 1.274(3) . ?
C8 C9 1.478(4) . ?
C8 H8 0.9300 . ?
C9 C22 1.397(4) . ?
C9 C10 1.417(4) . ?
C10 C15 1.420(5) . ?
C10 C11 1.424(5) . ?
C11 C12 1.356(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.403(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.344(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.429(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(5) . ?
C16 C17 1.390(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.420(5) . ?
C17 C22 1.428(5) . ?
C18 C19 1.348(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.408(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.350(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.423(5) . ?
C21 H21 0.9300 . ?
C23 O3 1.358(3) . ?
C23 C24 1.377(4) . ?
C23 C28 1.381(4) . ?
C24 C25 1.367(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.391(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(4) . ?
C26 C29 1.483(4) . ?
C27 C28 1.380(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 O4 1.224(3) . ?
C29 N3 1.343(4) . ?
C30 N4 1.279(4) . ?
C30 C31 1.475(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.411(4) . ?
C31 C44 1.416(4) . ?
C32 C33 1.424(4) . ?
C32 C37 1.429(5) . ?
C33 C34 1.347(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.413(6) . ?
C34 H34 0.9300 . ?
C35 C36 1.337(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.418(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.403(5) . ?
C38 C39 1.385(5) . ?
C38 H38 0.9300 . ?
C39 C44 1.416(5) . ?
C39 C40 1.450(5) . ?
C40 C41 1.330(6) . ?
C40 H40 0.9300 . ?
C41 C42 1.389(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.364(5) . ?
C42 H42 0.9300 . ?
C43 C44 1.430(5) . ?
C43 H43 0.9300 . ?
N1 N2 1.374(3) . ?
N1 H1N 0.87(3) . ?
N3 N4 1.375(3) . ?
N3 H3N 0.81(3) . ?
O1 H1O 1.04(4) . ?
O3 H3O 0.91(5) . ?

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
O1 C1 C6 117.7(3) . . ?
O1 C1 C2 122.6(3) . . ?
C6 C1 C2 119.7(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 C7 122.2(2) . . ?
C5 C4 C7 118.8(3) . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
O2 C7 N1 121.7(3) . . ?
O2 C7 C4 121.6(3) . . ?
N1 C7 C4 116.7(3) . . ?
N2 C8 C9 128.5(3) . . ?
N2 C8 H8 115.7 . . ?
C9 C8 H8 115.7 . . ?
C22 C9 C10 120.6(3) . . ?
C22 C9 C8 119.3(3) . . ?
C10 C9 C8 120.0(3) . . ?
C9 C10 C15 119.1(3) . . ?
C9 C10 C11 122.3(3) . . ?
C15 C10 C11 118.5(3) . . ?
C12 C11 C10 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 120.6(4) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C10 119.5(4) . . ?
C16 C15 C14 121.8(4) . . ?
C10 C15 C14 118.6(4) . . ?
C15 C16 C17 122.0(4) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 H16 119.0 . . ?
C16 C17 C18 122.2(4) . . ?
C16 C17 C22 119.3(3) . . ?
C18 C17 C22 118.6(4) . . ?
C19 C18 C17 120.6(5) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.5(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C21 C20 C19 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 121.4(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C9 C22 C21 122.6(3) . . ?
C9 C22 C17 119.2(3) . . ?
C21 C22 C17 118.2(3) . . ?
O3 C23 C24 117.2(3) . . ?
O3 C23 C28 123.4(3) . . ?
C24 C23 C28 119.4(3) . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 121.3(3) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C27 C26 C25 117.9(3) . . ?
C27 C26 C29 125.8(2) . . ?
C25 C26 C29 116.3(2) . . ?
C26 C27 C28 121.2(3) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C27 C28 C23 119.9(3) . . ?
C27 C28 H28 120.1 . . ?
C23 C28 H28 120.1 . . ?
O4 C29 N3 120.9(3) . . ?
O4 C29 C26 121.0(2) . . ?
N3 C29 C26 118.1(2) . . ?
N4 C30 C31 129.6(3) . . ?
N4 C30 H30 115.2 . . ?
C31 C30 H30 115.2 . . ?
C32 C31 C44 119.8(3) . . ?
C32 C31 C30 119.0(3) . . ?
C44 C31 C30 121.0(3) . . ?
C31 C32 C33 122.6(3) . . ?
C31 C32 C37 119.8(3) . . ?
C33 C32 C37 117.6(3) . . ?
C34 C33 C32 121.2(4) . . ?
C34 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
C33 C34 C35 120.8(4) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C36 C35 C34 120.0(4) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 121.5(4) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C38 C37 C36 122.6(4) . . ?
C38 C37 C32 118.5(3) . . ?
C36 C37 C32 118.8(4) . . ?
C39 C38 C37 122.3(3) . . ?
C39 C38 H38 118.9 . . ?
C37 C38 H38 118.9 . . ?
C38 C39 C44 119.3(3) . . ?
C38 C39 C40 121.2(4) . . ?
C44 C39 C40 119.4(3) . . ?
C41 C40 C39 120.0(4) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C42 121.3(4) . . ?
C40 C41 H41 119.3 . . ?
C42 C41 H41 119.3 . . ?
C43 C42 C41 121.2(4) . . ?
C43 C42 H42 119.4 . . ?
C41 C42 H42 119.4 . . ?
C42 C43 C44 120.6(4) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 H43 119.7 . . ?
C31 C44 C39 120.0(3) . . ?
C31 C44 C43 122.5(3) . . ?
C39 C44 C43 117.4(3) . . ?
C7 N1 N2 119.3(3) . . ?
C7 N1 H1N 121.9(18) . . ?
N2 N1 H1N 118.7(18) . . ?
C8 N2 N1 117.0(3) . . ?
C29 N3 N4 118.9(3) . . ?
C29 N3 H3N 121(2) . . ?
N4 N3 H3N 120(2) . . ?
C30 N4 N3 116.9(3) . . ?
C1 O1 H1O 110(2) . . ?
C23 O3 H3O 111(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 C1 C2 C3 178.8(3) . . . . ?
C6 C1 C2 C3 -1.2(5) . . . . ?
C1 C2 C3 C4 1.8(4) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C2 C3 C4 C7 174.8(3) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C7 C4 C5 C6 -176.4(3) . . . . ?
C4 C5 C6 C1 1.2(5) . . . . ?
O1 C1 C6 C5 179.7(3) . . . . ?
C2 C1 C6 C5 -0.3(5) . . . . ?
C3 C4 C7 O2 -140.4(3) . . . . ?
C5 C4 C7 O2 35.3(4) . . . . ?
C3 C4 C7 N1 39.1(4) . . . . ?
C5 C4 C7 N1 -145.2(3) . . . . ?
N2 C8 C9 C22 -117.7(4) . . . . ?
N2 C8 C9 C10 66.0(5) . . . . ?
C22 C9 C10 C15 2.6(4) . . . . ?
C8 C9 C10 C15 178.9(3) . . . . ?
C22 C9 C10 C11 -175.6(3) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C9 C10 C11 C12 179.5(3) . . . . ?
C15 C10 C11 C12 1.2(5) . . . . ?
C10 C11 C12 C13 -0.4(6) . . . . ?
C11 C12 C13 C14 -0.2(6) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C9 C10 C15 C16 0.5(4) . . . . ?
C11 C10 C15 C16 178.8(3) . . . . ?
C9 C10 C15 C14 -179.7(3) . . . . ?
C11 C10 C15 C14 -1.4(4) . . . . ?
C13 C14 C15 C16 -179.4(4) . . . . ?
C13 C14 C15 C10 0.8(5) . . . . ?
C10 C15 C16 C17 -2.1(5) . . . . ?
C14 C15 C16 C17 178.1(3) . . . . ?
C15 C16 C17 C18 -178.6(3) . . . . ?
C15 C16 C17 C22 0.7(5) . . . . ?
C16 C17 C18 C19 177.1(4) . . . . ?
C22 C17 C18 C19 -2.2(6) . . . . ?
C17 C18 C19 C20 0.3(7) . . . . ?
C18 C19 C20 C21 2.4(7) . . . . ?
C19 C20 C21 C22 -3.2(6) . . . . ?
C10 C9 C22 C21 176.3(3) . . . . ?
C8 C9 C22 C21 0.0(4) . . . . ?
C10 C9 C22 C17 -4.1(4) . . . . ?
C8 C9 C22 C17 179.7(3) . . . . ?
C20 C21 C22 C9 -179.0(3) . . . . ?
C20 C21 C22 C17 1.3(5) . . . . ?
C16 C17 C22 C9 2.4(5) . . . . ?
C18 C17 C22 C9 -178.3(3) . . . . ?
C16 C17 C22 C21 -177.9(3) . . . . ?
C18 C17 C22 C21 1.4(5) . . . . ?
O3 C23 C24 C25 178.8(3) . . . . ?
C28 C23 C24 C25 -2.1(5) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
C24 C25 C26 C27 1.6(4) . . . . ?
C24 C25 C26 C29 -179.1(3) . . . . ?
C25 C26 C27 C28 -1.4(4) . . . . ?
C29 C26 C27 C28 179.4(3) . . . . ?
C26 C27 C28 C23 -0.5(5) . . . . ?
O3 C23 C28 C27 -178.6(3) . . . . ?
C24 C23 C28 C27 2.3(5) . . . . ?
C27 C26 C29 O4 -178.9(3) . . . . ?
C25 C26 C29 O4 1.9(4) . . . . ?
C27 C26 C29 N3 3.8(4) . . . . ?
C25 C26 C29 N3 -175.5(3) . . . . ?
N4 C30 C31 C32 -126.0(4) . . . . ?
N4 C30 C31 C44 59.3(5) . . . . ?
C44 C31 C32 C33 173.1(3) . . . . ?
C30 C31 C32 C33 -1.7(4) . . . . ?
C44 C31 C32 C37 -5.4(4) . . . . ?
C30 C31 C32 C37 179.8(3) . . . . ?
C31 C32 C33 C34 -178.4(3) . . . . ?
C37 C32 C33 C34 0.1(5) . . . . ?
C32 C33 C34 C35 -1.4(6) . . . . ?
C33 C34 C35 C36 0.6(6) . . . . ?
C34 C35 C36 C37 1.4(6) . . . . ?
C35 C36 C37 C38 175.3(3) . . . . ?
C35 C36 C37 C32 -2.6(5) . . . . ?
C31 C32 C37 C38 2.4(4) . . . . ?
C33 C32 C37 C38 -176.2(3) . . . . ?
C31 C32 C37 C36 -179.6(3) . . . . ?
C33 C32 C37 C36 1.8(4) . . . . ?
C36 C37 C38 C39 -175.5(3) . . . . ?
C32 C37 C38 C39 2.4(5) . . . . ?
C37 C38 C39 C44 -4.0(5) . . . . ?
C37 C38 C39 C40 174.1(3) . . . . ?
C38 C39 C40 C41 -175.6(3) . . . . ?
C44 C39 C40 C41 2.5(5) . . . . ?
C39 C40 C41 C42 -1.8(6) . . . . ?
C40 C41 C42 C43 0.2(6) . . . . ?
C41 C42 C43 C44 0.7(6) . . . . ?
C32 C31 C44 C39 3.8(4) . . . . ?
C30 C31 C44 C39 178.5(3) . . . . ?
C32 C31 C44 C43 -171.6(3) . . . . ?
C30 C31 C44 C43 3.1(4) . . . . ?
C38 C39 C44 C31 0.9(5) . . . . ?
C40 C39 C44 C31 -177.2(3) . . . . ?
C38 C39 C44 C43 176.6(3) . . . . ?
C40 C39 C44 C43 -1.6(5) . . . . ?
C42 C43 C44 C31 175.6(3) . . . . ?
C42 C43 C44 C39 0.1(5) . . . . ?
O2 C7 N1 N2 4.5(4) . . . . ?
C4 C7 N1 N2 -175.0(2) . . . . ?
C9 C8 N2 N1 3.0(5) . . . . ?
C7 N1 N2 C8 -167.3(3) . . . . ?
O4 C29 N3 N4 0.9(4) . . . . ?
C26 C29 N3 N4 178.3(3) . . . . ?
C31 C30 N4 N3 2.4(5) . . . . ?
C29 N3 N4 C30 -168.2(3) . . . . ?

_refine_diff_density_max         0.275
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.086

