# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1904920'
loop_
_audit_author_name
_audit_author_address
'Dhrubajyoti Majumder'
;IIT ISM Dhanbad
India
;
_audit_update_record             
;
2019-03-22 deposited with the CCDC.	2020-07-09 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         ?
_chemical_formula_sum            'C22 H22 N4 O3'
_chemical_formula_weight         390.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.5210(11)
_cell_length_b                   19.764(2)
_cell_length_c                   10.8022(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.759(12)
_cell_angle_gamma                90
_cell_volume                     1974.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2670
_cell_measurement_theta_min      2.4270
_cell_measurement_theta_max      29.0190

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9990
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.061
_diffrn_reflns_theta_max         29.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.848
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.848
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.848
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4606
_reflns_number_gt                2792
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0498P)²+0.3515P] 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         4606
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1366
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_restrained_S_all      1.180
_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 0.1244(2) 0.68286(11) 1.1101(2) 0.0454(5) Uani 1 1 d . . . . .
C2 C -0.0197(2) 0.67963(12) 1.0459(3) 0.0592(7) Uani 1 1 d . . . . .
H2 H -0.045285 0.668154 0.959988 0.071 Uiso 1 1 calc R U . . .
C3 C -0.1251(3) 0.69357(14) 1.1106(3) 0.0742(8) Uani 1 1 d . . . . .
H3 H -0.222069 0.691682 1.067669 0.089 Uiso 1 1 calc R U . . .
C4 C -0.0884(3) 0.71019(15) 1.2376(3) 0.0798(9) Uani 1 1 d . . . . .
H4 H -0.159833 0.720020 1.280440 0.096 Uiso 1 1 calc R U . . .
C5 C 0.0545(3) 0.71214(14) 1.3004(3) 0.0706(8) Uani 1 1 d . . . . .
H5 H 0.079104 0.722824 1.386718 0.085 Uiso 1 1 calc R U . . .
C6 C 0.1630(3) 0.69863(12) 1.2388(2) 0.0547(6) Uani 1 1 d . . . . .
H6 H 0.259692 0.700084 1.282593 0.066 Uiso 1 1 calc R U . . .
C7 C 0.3725(2) 0.67853(11) 1.0961(2) 0.0471(5) Uani 1 1 d . . . . .
H7A H 0.403713 0.644462 1.161511 0.057 Uiso 1 1 calc R U . . .
H7B H 0.390784 0.722888 1.135053 0.057 Uiso 1 1 calc R U . . .
C8 C 0.4513(2) 0.67057(11) 0.9932(2) 0.0416(5) Uani 1 1 d . . . . .
C9 C 0.4868(2) 0.61314(11) 0.9390(2) 0.0415(5) Uani 1 1 d . . . . .
H9 H 0.473382 0.568825 0.962738 0.050 Uiso 1 1 calc R U . . .
C10 C 0.6203(2) 0.52410(11) 0.7734(2) 0.0426(5) Uani 1 1 d . . . . .
C11 C 0.5906(2) 0.59523(10) 0.74749(19) 0.0387(5) Uani 1 1 d . . . . .
C12 C 0.6019(2) 0.62351(11) 0.6363(2) 0.0425(5) Uani 1 1 d . . . . .
H12 H 0.580461 0.669142 0.621562 0.051 Uiso 1 1 calc R U . . .
C13 C 0.6457(2) 0.58476(10) 0.5422(2) 0.0399(5) Uani 1 1 d . . . . .
C14 C 0.6757(2) 0.51614(10) 0.5664(2) 0.0389(5) Uani 1 1 d . . . . .
C15 C 0.7225(2) 0.47383(11) 0.4836(2) 0.0420(5) Uani 1 1 d . . . . .
H15 H 0.741591 0.428588 0.504648 0.050 Uiso 1 1 calc R U . . .
C16 C 0.7414(2) 0.49905(10) 0.3666(2) 0.0406(5) Uani 1 1 d . . . . .
C17 C 0.7098(2) 0.56882(11) 0.3401(2) 0.0467(5) Uani 1 1 d . . . . .
H17 H 0.721115 0.587081 0.263774 0.056 Uiso 1 1 calc R U . . .
C18 C 0.6632(2) 0.60940(11) 0.4248(2) 0.0473(5) Uani 1 1 d . . . . .
H18 H 0.642509 0.654575 0.404057 0.057 Uiso 1 1 calc R U . . .
C19 C 0.8215(3) 0.48484(12) 0.1658(2) 0.0561(6) Uani 1 1 d . . . . .
H19A H 0.753517 0.520374 0.130290 0.067 Uiso 1 1 calc R U . . .
H19B H 0.810827 0.449021 0.102809 0.067 Uiso 1 1 calc R U . . .
C20 C 0.9730(3) 0.51292(15) 0.1889(3) 0.0818(9) Uani 1 1 d . . . . .
H20A H 0.987412 0.532613 0.111605 0.123 Uiso 1 1 calc R U . . .
H20B H 1.041604 0.477079 0.215621 0.123 Uiso 1 1 calc R U . . .
H20C H 0.986413 0.546901 0.254145 0.123 Uiso 1 1 calc R U . . .
C21 C 0.8228(2) 0.38704(11) 0.3106(2) 0.0525(6) Uani 1 1 d . . . . .
H21A H 0.817463 0.362558 0.231775 0.063 Uiso 1 1 calc R U . . .
H21B H 0.752012 0.367368 0.351437 0.063 Uiso 1 1 calc R U . . .
C22 C 0.9716(3) 0.37723(14) 0.3965(3) 0.0722(8) Uani 1 1 d . . . . .
H22A H 1.043008 0.394205 0.354941 0.108 Uiso 1 1 calc R U . . .
H22B H 0.988126 0.329926 0.414304 0.108 Uiso 1 1 calc R U . . .
H22C H 0.978213 0.401336 0.474827 0.108 Uiso 1 1 calc R U . . .
N1 N 0.4901(2) 0.72448(9) 0.93036(19) 0.0527(5) Uani 1 1 d . . . . .
N2 N 0.5486(2) 0.70232(9) 0.83904(19) 0.0522(5) Uani 1 1 d . . . . .
N3 N 0.54565(17) 0.63363(8) 0.84375(16) 0.0394(4) Uani 1 1 d . . . . .
N4 N 0.78386(19) 0.45805(9) 0.27987(17) 0.0468(5) Uani 1 1 d . . . . .
O1 O 0.22188(15) 0.67062(8) 1.03717(14) 0.0528(4) Uani 1 1 d . . . . .
O2 O 0.66086(15) 0.48770(7) 0.67928(14) 0.0451(4) Uani 1 1 d . . . . .
O3 O 0.61242(19) 0.49338(8) 0.86831(15) 0.0602(5) 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 1.374(2) . ?
C1 C2 1.384(3) . ?
C1 C6 1.386(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.433(2) . ?
C7 C8 1.490(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.356(3) . ?
C8 N1 1.361(3) . ?
C9 N3 1.345(2) . ?
C9 H9 0.9300 . ?
C10 O3 1.209(2) . ?
C10 O2 1.373(2) . ?
C10 C11 1.448(3) . ?
C11 C12 1.352(3) . ?
C11 N3 1.433(3) . ?
C12 C13 1.412(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.398(3) . ?
C13 C18 1.405(3) . ?
C14 C15 1.374(3) . ?
C14 O2 1.380(2) . ?
C15 C16 1.409(3) . ?
C15 H15 0.9300 . ?
C16 N4 1.371(3) . ?
C16 C17 1.426(3) . ?
C17 C18 1.367(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 N4 1.462(3) . ?
C19 C20 1.510(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N4 1.469(3) . ?
C21 C22 1.510(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 N2 1.318(2) . ?
N2 N3 1.359(2) . ?

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 115.4(2) . . ?
O1 C1 C6 124.1(2) . . ?
C2 C1 C6 120.5(2) . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.6(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.4(3) . . ?
C5 C6 H6 120.8 . . ?
C1 C6 H6 120.8 . . ?
O1 C7 C8 106.56(17) . . ?
O1 C7 H7A 110.4 . . ?
C8 C7 H7A 110.4 . . ?
O1 C7 H7B 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
C9 C8 N1 108.34(19) . . ?
C9 C8 C7 129.2(2) . . ?
N1 C8 C7 122.29(19) . . ?
N3 C9 C8 105.67(18) . . ?
N3 C9 H9 127.2 . . ?
C8 C9 H9 127.2 . . ?
O3 C10 O2 116.73(19) . . ?
O3 C10 C11 127.0(2) . . ?
O2 C10 C11 116.23(18) . . ?
C12 C11 N3 121.76(19) . . ?
C12 C11 C10 121.32(19) . . ?
N3 C11 C10 116.91(18) . . ?
C11 C12 C13 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C18 116.24(19) . . ?
C14 C13 C12 118.28(19) . . ?
C18 C13 C12 125.5(2) . . ?
C15 C14 O2 116.41(18) . . ?
C15 C14 C13 123.5(2) . . ?
O2 C14 C13 120.07(18) . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
N4 C16 C15 121.69(19) . . ?
N4 C16 C17 121.1(2) . . ?
C15 C16 C17 117.14(19) . . ?
C18 C17 C16 121.3(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 121.8(2) . . ?
C17 C18 H18 119.1 . . ?
C13 C18 H18 119.1 . . ?
N4 C19 C20 114.2(2) . . ?
N4 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
N4 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 C22 114.24(19) . . ?
N4 C21 H21A 108.7 . . ?
C22 C21 H21A 108.7 . . ?
N4 C21 H21B 108.7 . . ?
C22 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 N1 C8 109.06(17) . . ?
N1 N2 N3 106.72(17) . . ?
C9 N3 N2 110.21(17) . . ?
C9 N3 C11 130.25(18) . . ?
N2 N3 C11 119.31(17) . . ?
C16 N4 C19 122.25(19) . . ?
C16 N4 C21 120.65(18) . . ?
C19 N4 C21 115.92(18) . . ?
C1 O1 C7 117.85(17) . . ?
C10 O2 C14 123.12(17) . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1944133'
loop_
_audit_author_name
_audit_author_address
'Haripada Nayek'
;IIT (ISM) Dhanbad
India
;
_audit_update_record             
;
2019-07-30 deposited with the CCDC.	2020-07-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N5 O3'
_chemical_formula_weight         441.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.6779(8)
_cell_length_b                   10.4548(10)
_cell_length_c                   12.1262(10)
_cell_angle_alpha                112.874(9)
_cell_angle_beta                 91.882(7)
_cell_angle_gamma                103.594(7)
_cell_volume                     1088.16(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    457
_cell_measurement_theta_min      2.6400
_cell_measurement_theta_max      21.1120

_exptl_crystal_description       block
_exptl_crystal_colour            copourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9010
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.186
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4680
_reflns_number_gt                2869
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0652P)²] 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         4680
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1334
_refine_ls_wR_factor_gt          0.1163
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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 0.5104(2) 0.8859(2) 0.28009(15) 0.0487(5) Uani 1 1 d . . . . .
H1 H 0.426891 0.834649 0.225473 0.058 Uiso 1 1 calc R U . . .
C2 C 0.61976(19) 0.9896(2) 0.27359(14) 0.0435(4) Uani 1 1 d . . . . .
C3 C 0.6421(2) 1.0479(2) 0.17998(16) 0.0526(5) Uani 1 1 d . . . . .
H3A H 0.551465 1.052067 0.146802 0.063 Uiso 1 1 calc R U . . .
H3B H 0.706692 1.144366 0.214396 0.063 Uiso 1 1 calc R U . . .
C5 C 0.75662(19) 0.9959(2) 0.00148(15) 0.0477(5) Uani 1 1 d . . . . .
C6 C 0.7502(2) 1.1212(2) -0.00664(18) 0.0605(5) Uani 1 1 d . . . . .
H6 H 0.704187 1.182314 0.047536 0.073 Uiso 1 1 calc R U . . .
C7 C 0.8136(2) 1.1577(3) -0.09745(19) 0.0704(6) Uani 1 1 d . . . . .
H7 H 0.808905 1.243270 -0.102296 0.085 Uiso 1 1 calc R U . . .
C8 C 0.8804(2) 1.0711(3) -0.17696(18) 0.0672(6) Uani 1 1 d . . . . .
H8 H 0.921155 1.097122 -0.236184 0.081 Uiso 1 1 calc R U . . .
C9 C 0.88926(19) 0.9418(2) -0.17126(15) 0.0522(5) Uani 1 1 d . . . . .
C10 C 0.82467(18) 0.9005(2) -0.08252(14) 0.0444(4) Uani 1 1 d . . . . .
C11 C 0.9592(2) 0.8458(3) -0.25104(17) 0.0683(7) Uani 1 1 d . . . . .
H11 H 1.005775 0.869068 -0.309315 0.082 Uiso 1 1 calc R U . . .
C12 C 0.9583(2) 0.7221(3) -0.24269(19) 0.0736(7) Uani 1 1 d . . . . .
H12 H 1.003008 0.658216 -0.295474 0.088 Uiso 1 1 calc R U . . .
C13 C 0.8890(2) 0.6896(3) -0.15342(18) 0.0677(6) Uani 1 1 d . . . . .
H13 H 0.888266 0.602023 -0.150063 0.081 Uiso 1 1 calc R U . . .
C14 C 0.33257(18) 0.69266(19) 0.38274(15) 0.0428(4) Uani 1 1 d . . . . .
C15 C 0.47832(17) 0.77830(18) 0.43465(13) 0.0369(4) Uani 1 1 d . . . . .
C16 C 0.54595(18) 0.76872(19) 0.52938(14) 0.0417(4) Uani 1 1 d . . . . .
H16 H 0.640969 0.821510 0.559025 0.050 Uiso 1 1 calc R U . . .
C17 C 0.47400(17) 0.67949(19) 0.58383(13) 0.0391(4) Uani 1 1 d . . . . .
C18 C 0.33109(17) 0.60266(18) 0.53966(13) 0.0378(4) Uani 1 1 d . . . . .
C19 C 0.24975(18) 0.5169(2) 0.58834(14) 0.0444(4) Uani 1 1 d . . . . .
H19 H 0.154354 0.468978 0.555592 0.053 Uiso 1 1 calc R U . . .
C20 C 0.31088(19) 0.5016(2) 0.68799(15) 0.0441(4) Uani 1 1 d . . . . .
C21 C 0.4570(2) 0.5789(2) 0.73360(15) 0.0497(5) Uani 1 1 d . . . . .
H21 H 0.500560 0.571896 0.799781 0.060 Uiso 1 1 calc R U . . .
C22 C 0.53467(19) 0.6627(2) 0.68299(15) 0.0483(5) Uani 1 1 d . . . . .
H22 H 0.630404 0.710344 0.714658 0.058 Uiso 1 1 calc R U . . .
C23 C 0.0797(2) 0.3498(2) 0.69969(17) 0.0570(5) Uani 1 1 d . . . . .
H23A H 0.037108 0.413891 0.678543 0.068 Uiso 1 1 calc R U . . .
H23B H 0.035437 0.336701 0.766524 0.068 Uiso 1 1 calc R U . . .
C24 C 0.0468(2) 0.2063(2) 0.59321(18) 0.0704(6) Uani 1 1 d . . . . .
H24A H -0.055307 0.167394 0.571796 0.106 Uiso 1 1 calc R U . . .
H24B H 0.088197 0.218591 0.525918 0.106 Uiso 1 1 calc R U . . .
H24C H 0.086525 0.141346 0.613963 0.106 Uiso 1 1 calc R U . . .
C25 C 0.2982(2) 0.3863(2) 0.83289(16) 0.0598(5) Uani 1 1 d . . . . .
H25A H 0.396252 0.384562 0.820118 0.072 Uiso 1 1 calc R U . . .
H25B H 0.246044 0.291078 0.824986 0.072 Uiso 1 1 calc R U . . .
C26 C 0.2987(3) 0.4940(3) 0.95959(18) 0.0914(8) Uani 1 1 d . . . . .
H26A H 0.342479 0.467477 1.016716 0.137 Uiso 1 1 calc R U . . .
H26B H 0.352089 0.588247 0.968860 0.137 Uiso 1 1 calc R U . . .
H26C H 0.201788 0.494705 0.973731 0.137 Uiso 1 1 calc R U . . .
N1 N 0.54806(14) 0.87226(15) 0.38241(11) 0.0386(3) Uani 1 1 d . . . . .
N2 N 0.67636(16) 0.96771(18) 0.43876(13) 0.0537(4) Uani 1 1 d . . . . .
N3 N 0.71916(16) 1.03792(18) 0.37173(13) 0.0558(4) Uani 1 1 d . . . . .
N4 N 0.82522(17) 0.77414(18) -0.07425(13) 0.0540(4) Uani 1 1 d . . . . .
N5 N 0.23319(17) 0.41793(18) 0.73919(13) 0.0542(4) Uani 1 1 d . . . . .
O1 O 0.70314(14) 0.95191(14) 0.08747(10) 0.0573(4) Uani 1 1 d . . . . .
O2 O 0.26489(14) 0.68459(16) 0.29398(11) 0.0628(4) Uani 1 1 d . . . . .
O3 O 0.26456(12) 0.61060(13) 0.44048(9) 0.0462(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.351(2) . ?
C1 C2 1.354(3) . ?
C2 N3 1.351(2) . ?
C2 C3 1.483(2) . ?
C3 O1 1.4362(19) . ?
C5 O1 1.365(2) . ?
C5 C6 1.366(3) . ?
C5 C10 1.424(3) . ?
C6 C7 1.413(3) . ?
C7 C8 1.344(3) . ?
C8 C9 1.402(3) . ?
C9 C11 1.417(3) . ?
C9 C10 1.419(2) . ?
C10 N4 1.365(2) . ?
C11 C12 1.334(3) . ?
C12 C13 1.401(3) . ?
C13 N4 1.312(2) . ?
C14 O2 1.2050(19) . ?
C14 O3 1.375(2) . ?
C14 C15 1.448(2) . ?
C15 C16 1.352(2) . ?
C15 N1 1.422(2) . ?
C16 C17 1.412(2) . ?
C17 C18 1.393(2) . ?
C17 C22 1.410(2) . ?
C18 C19 1.372(2) . ?
C18 O3 1.3856(18) . ?
C19 C20 1.409(2) . ?
C20 N5 1.363(2) . ?
C20 C21 1.422(2) . ?
C21 C22 1.360(2) . ?
C23 N5 1.461(2) . ?
C23 C24 1.504(3) . ?
C25 N5 1.463(2) . ?
C25 C26 1.510(2) . ?
N1 N2 1.355(2) . ?
N2 N3 1.309(2) . ?

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
N1 C1 C2 105.67(16) . . ?
N3 C2 C1 108.33(16) . . ?
N3 C2 C3 120.94(17) . . ?
C1 C2 C3 130.71(17) . . ?
O1 C3 C2 106.58(14) . . ?
O1 C5 C6 124.95(18) . . ?
O1 C5 C10 114.68(17) . . ?
C6 C5 C10 120.36(18) . . ?
C5 C6 C7 119.9(2) . . ?
C8 C7 C6 121.2(2) . . ?
C7 C8 C9 120.46(19) . . ?
C8 C9 C11 123.7(2) . . ?
C8 C9 C10 119.85(19) . . ?
C11 C9 C10 116.4(2) . . ?
N4 C10 C9 122.94(17) . . ?
N4 C10 C5 118.88(17) . . ?
C9 C10 C5 118.19(19) . . ?
C12 C11 C9 120.1(2) . . ?
C11 C12 C13 119.2(2) . . ?
N4 C13 C12 124.5(2) . . ?
O2 C14 O3 116.50(16) . . ?
O2 C14 C15 127.09(17) . . ?
O3 C14 C15 116.40(14) . . ?
C16 C15 N1 121.15(15) . . ?
C16 C15 C14 121.04(16) . . ?
N1 C15 C14 117.81(14) . . ?
C15 C16 C17 120.78(16) . . ?
C18 C17 C22 115.90(17) . . ?
C18 C17 C16 119.01(15) . . ?
C22 C17 C16 125.08(16) . . ?
C19 C18 O3 116.72(15) . . ?
C19 C18 C17 123.82(15) . . ?
O3 C18 C17 119.46(15) . . ?
C18 C19 C20 119.92(16) . . ?
N5 C20 C19 121.59(16) . . ?
N5 C20 C21 121.57(16) . . ?
C19 C20 C21 116.83(17) . . ?
C22 C21 C20 121.73(16) . . ?
C21 C22 C17 121.78(17) . . ?
N5 C23 C24 113.56(15) . . ?
N5 C25 C26 113.44(17) . . ?
C1 N1 N2 109.53(15) . . ?
C1 N1 C15 131.41(15) . . ?
N2 N1 C15 119.06(13) . . ?
N3 N2 N1 107.19(14) . . ?
N2 N3 C2 109.26(16) . . ?
C13 N4 C10 116.83(18) . . ?
C20 N5 C23 121.43(15) . . ?
C20 N5 C25 122.59(16) . . ?
C23 N5 C25 115.95(17) . . ?
C5 O1 C3 117.49(15) . . ?
C14 O3 C18 123.13(13) . . ?

_refine_diff_density_max         0.148
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1904921'
loop_
_audit_author_name
_audit_author_address
'Dhrubajyoti Majumder'
;IIT ISM Dhanbad
India
;
_audit_update_record             
;
2019-03-22 deposited with the CCDC.	2020-07-09 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         ?
_chemical_formula_sum            'C26 H24 N4 O3'
_chemical_formula_weight         440.49

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                   9.5658(8)
_cell_length_b                   10.6286(15)
_cell_length_c                   12.2495(15)
_cell_angle_alpha                113.080(12)
_cell_angle_beta                 91.151(8)
_cell_angle_gamma                103.715(9)
_cell_volume                     1104.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2086
_cell_measurement_theta_min      2.6360
_cell_measurement_theta_max      28.6380

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9589
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.161
_diffrn_reflns_theta_max         29.352
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5107
_reflns_number_gt                2787
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0549P)²] 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         5107
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1144
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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 0.75586(19) 1.0061(2) 0.00417(16) 0.0465(5) Uani 1 1 d . . . . .
C2 C 0.7482(2) 1.1298(2) -0.00177(19) 0.0596(6) Uani 1 1 d . . . . .
H2 H 0.702920 1.190292 0.053736 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8101(2) 1.1648(3) -0.0934(2) 0.0682(7) Uani 1 1 d . . . . .
H3 H 0.805958 1.249566 -0.097319 0.082 Uiso 1 1 calc R U . . .
C4 C 0.8748(2) 1.0779(3) -0.1751(2) 0.0651(7) Uani 1 1 d . . . . .
H4 H 0.913646 1.102885 -0.235065 0.078 Uiso 1 1 calc R U . . .
C5 C 0.8845(2) 0.9497(3) -0.17120(17) 0.0521(6) Uani 1 1 d . . . . .
C6 C 0.9527(2) 0.8559(3) -0.25456(19) 0.0685(8) Uani 1 1 d . . . . .
H6 H 0.996032 0.880306 -0.313371 0.082 Uiso 1 1 calc R U . . .
C7 C 0.9562(2) 0.7318(3) -0.2503(2) 0.0752(8) Uani 1 1 d . . . . .
H7 H 1.000640 0.671240 -0.306680 0.090 Uiso 1 1 calc R U . . .
C8 C 0.8933(2) 0.6931(3) -0.1614(2) 0.0682(7) Uani 1 1 d . . . . .
H8 H 0.894528 0.606458 -0.160163 0.082 Uiso 1 1 calc R U . . .
C9 C 0.8307(2) 0.7822(2) -0.07734(18) 0.0517(5) Uani 1 1 d . . . . .
H9 H 0.792227 0.757452 -0.017164 0.062 Uiso 1 1 calc R U . . .
C10 C 0.82334(19) 0.9116(2) -0.08025(16) 0.0437(5) Uani 1 1 d . . . . .
C11 C 0.6421(2) 1.0546(2) 0.18438(17) 0.0509(5) Uani 1 1 d . . . . .
H11A H 0.550037 1.059742 0.154146 0.061 Uiso 1 1 calc R U . . .
H11B H 0.707472 1.149345 0.218779 0.061 Uiso 1 1 calc R U . . .
C12 C 0.6213(2) 0.9945(2) 0.27561(16) 0.0434(5) Uani 1 1 d . . . . .
C13 C 0.5119(2) 0.8902(2) 0.28119(17) 0.0488(5) Uani 1 1 d . . . . .
H13 H 0.428156 0.839373 0.227183 0.059 Uiso 1 1 calc R U . . .
C14 C 0.48038(18) 0.7805(2) 0.43215(15) 0.0383(4) Uani 1 1 d . . . . .
C15 C 0.3347(2) 0.6941(2) 0.38004(17) 0.0438(5) Uani 1 1 d . . . . .
C16 C 0.54884(18) 0.7720(2) 0.52504(16) 0.0411(5) Uani 1 1 d . . . . .
H16 H 0.644210 0.825353 0.554366 0.049 Uiso 1 1 calc R U . . .
C17 C 0.47691(18) 0.6823(2) 0.57858(15) 0.0383(4) Uani 1 1 d . . . . .
C18 C 0.5385(2) 0.6660(2) 0.67546(17) 0.0476(5) Uani 1 1 d . . . . .
H18 H 0.634842 0.713899 0.706465 0.057 Uiso 1 1 calc R U . . .
C19 C 0.4605(2) 0.5815(2) 0.72557(17) 0.0492(5) Uani 1 1 d . . . . .
H19 H 0.504938 0.573431 0.789829 0.059 Uiso 1 1 calc R U . . .
C20 C 0.31351(19) 0.5062(2) 0.68159(16) 0.0432(5) Uani 1 1 d . . . . .
C21 C 0.25171(19) 0.5205(2) 0.58341(16) 0.0443(5) Uani 1 1 d . . . . .
H21 H 0.155746 0.472254 0.551216 0.053 Uiso 1 1 calc R U . . .
C22 C 0.33332(18) 0.6059(2) 0.53511(15) 0.0390(5) Uani 1 1 d . . . . .
C23 C 0.3027(2) 0.3912(2) 0.82355(18) 0.0588(6) Uani 1 1 d . . . . .
H23A H 0.402027 0.390392 0.809813 0.071 Uiso 1 1 calc R U . . .
H23B H 0.250939 0.297164 0.815725 0.071 Uiso 1 1 calc R U . . .
C24 C 0.3020(3) 0.4971(3) 0.9493(2) 0.0896(9) Uani 1 1 d . . . . .
H24A H 0.359116 0.589286 0.959422 0.134 Uiso 1 1 calc R U . . .
H24B H 0.342371 0.468872 1.005600 0.134 Uiso 1 1 calc R U . . .
H24C H 0.204185 0.500473 0.962678 0.134 Uiso 1 1 calc R U . . .
C25 C 0.0799(2) 0.3559(2) 0.69574(19) 0.0590(6) Uani 1 1 d . . . . .
H25A H 0.036551 0.417985 0.674136 0.071 Uiso 1 1 calc R U . . .
H25B H 0.035481 0.344521 0.762960 0.071 Uiso 1 1 calc R U . . .
C26 C 0.0477(2) 0.2132(3) 0.5916(2) 0.0723(7) Uani 1 1 d . . . . .
H26A H 0.089426 0.223932 0.524073 0.109 Uiso 1 1 calc R U . . .
H26B H -0.055454 0.174374 0.571291 0.109 Uiso 1 1 calc R U . . .
H26C H 0.088401 0.150453 0.612918 0.109 Uiso 1 1 calc R U . . .
N1 N 0.72116(17) 1.04141(19) 0.37204(15) 0.0566(5) Uani 1 1 d . . . . .
N2 N 0.67864(16) 0.96987(19) 0.43725(14) 0.0541(5) Uani 1 1 d . . . . .
N3 N 0.54985(15) 0.87558(16) 0.38116(12) 0.0394(4) Uani 1 1 d . . . . .
N4 N 0.23592(17) 0.42288(19) 0.73263(15) 0.0547(5) Uani 1 1 d . . . . .
O1 O 0.70267(14) 0.96115(15) 0.08979(11) 0.0563(4) Uani 1 1 d . . . . .
O2 O 0.26633(12) 0.61275(14) 0.43758(11) 0.0468(4) Uani 1 1 d . . . . .
O3 O 0.26774(15) 0.68471(17) 0.29177(13) 0.0650(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.364(3) . ?
C1 O1 1.373(2) . ?
C1 C10 1.419(3) . ?
C2 C3 1.414(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.345(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(3) . ?
C5 C10 1.419(2) . ?
C6 C7 1.349(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.406(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.358(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.408(3) . ?
C9 H9 0.9300 . ?
C11 O1 1.436(2) . ?
C11 C12 1.485(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.351(2) . ?
C12 C13 1.357(3) . ?
C13 N3 1.347(2) . ?
C13 H13 0.9300 . ?
C14 C16 1.346(2) . ?
C14 N3 1.430(2) . ?
C14 C15 1.446(2) . ?
C15 O3 1.203(2) . ?
C15 O2 1.378(2) . ?
C16 C17 1.417(2) . ?
C16 H16 0.9300 . ?
C17 C22 1.390(2) . ?
C17 C18 1.402(2) . ?
C18 C19 1.368(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.416(3) . ?
C19 H19 0.9300 . ?
C20 N4 1.367(2) . ?
C20 C21 1.406(2) . ?
C21 C22 1.373(2) . ?
C21 H21 0.9300 . ?
C22 O2 1.380(2) . ?
C23 N4 1.459(2) . ?
C23 C24 1.511(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N4 1.468(2) . ?
C25 C26 1.506(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 N2 1.313(2) . ?
N2 N3 1.355(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 O1 124.8(2) . . ?
C2 C1 C10 121.36(18) . . ?
O1 C1 C10 113.79(18) . . ?
C1 C2 C3 119.1(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 122.8(2) . . ?
C4 C5 C10 119.2(2) . . ?
C6 C5 C10 118.1(2) . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C1 122.52(17) . . ?
C9 C10 C5 119.3(2) . . ?
C1 C10 C5 118.2(2) . . ?
O1 C11 C12 106.57(16) . . ?
O1 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O1 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
N1 C12 C13 108.21(17) . . ?
N1 C12 C11 121.26(17) . . ?
C13 C12 C11 130.52(19) . . ?
N3 C13 C12 105.74(17) . . ?
N3 C13 H13 127.1 . . ?
C12 C13 H13 127.1 . . ?
C16 C14 N3 120.95(16) . . ?
C16 C14 C15 121.46(17) . . ?
N3 C14 C15 117.59(16) . . ?
O3 C15 O2 116.82(16) . . ?
O3 C15 C14 127.09(18) . . ?
O2 C15 C14 116.08(16) . . ?
C14 C16 C17 120.60(16) . . ?
C14 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C22 C17 C18 116.26(16) . . ?
C22 C17 C16 118.75(17) . . ?
C18 C17 C16 124.97(17) . . ?
C19 C18 C17 121.73(17) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 121.35(18) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
N4 C20 C21 121.74(17) . . ?
N4 C20 C19 121.06(18) . . ?
C21 C20 C19 117.20(17) . . ?
C22 C21 C20 119.88(17) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 O2 116.65(15) . . ?
C21 C22 C17 123.56(17) . . ?
O2 C22 C17 119.78(16) . . ?
N4 C23 C24 112.8(2) . . ?
N4 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N4 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 112.98(18) . . ?
N4 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
N4 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 N1 C12 109.32(16) . . ?
N1 N2 N3 106.96(15) . . ?
C13 N3 N2 109.77(15) . . ?
C13 N3 C14 131.59(15) . . ?
N2 N3 C14 118.64(14) . . ?
C20 N4 C23 122.58(16) . . ?
C20 N4 C25 121.46(17) . . ?
C23 N4 C25 115.93(16) . . ?
C1 O1 C11 117.89(16) . . ?
C15 O2 C22 123.07(14) . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.037

