# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_gby343
_database_code_depnum_ccdc_archive 'CCDC 2348040'
loop_
_audit_author_name
_audit_author_address
'Satyajit Saha'
;Institute of Chemical Technology Mumbai
India
;
_audit_update_record             
;
2024-04-13 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
_audit_creation_date             2024-01-12
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        GBY-343
_chemical_formula_moiety         'C H2 Cl2, C42 H26 N2 O'
_chemical_formula_sum            'C43 H28 Cl2 N2 O'
_chemical_formula_weight         659.57
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.232(2)
_cell_length_b                   23.274(5)
_cell_length_c                   15.821(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.951(7)
_cell_angle_gamma                90
_cell_volume                     3397.4(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7611
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.47
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4384
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1452 before and 0.0902 after correction.
The Ratio of minimum to maximum transmission is 0.5879.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1443
_diffrn_reflns_av_unetI/netI     0.0736
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            111037
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.706
_diffrn_reflns_theta_min         1.557
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4149
_reflns_number_total             8601
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         8601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1549
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0677P)²+2.2577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1984
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C01C(H01C,H01D)
2.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I), C00K(H00K), C00L(H00L),
 C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U),
 C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C014(H014), C015(H015), C016(H016), C017(H017), C018(H018), C019(H019),
 C01A(H01A), C01B(H01B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl 0.05711(14) 0.74704(6) 0.33185(9) 0.1172(5) Uani 1 1 d . . . . .
Cl1 Cl -0.01684(16) 0.77929(10) 0.16088(10) 0.1629(8) Uani 1 1 d . . . . .
O003 O 0.6620(2) 0.47353(8) 0.06385(12) 0.0474(5) Uani 1 1 d . . . . .
C004 C 0.3552(3) 0.46850(11) 0.21173(16) 0.0382(6) Uani 1 1 d . . . . .
C005 C 0.0130(3) 0.40470(11) 0.36363(16) 0.0383(6) Uani 1 1 d . . . . .
C006 C 0.0301(3) 0.34470(11) 0.39495(16) 0.0418(6) Uani 1 1 d . . . . .
C007 C 0.1344(3) 0.42604(11) 0.31209(16) 0.0377(6) Uani 1 1 d . . . . .
N008 N 0.6376(3) 0.60456(12) 0.04074(19) 0.0666(8) Uani 1 1 d . . . . .
C009 C 0.4655(3) 0.49303(11) 0.15606(16) 0.0406(6) Uani 1 1 d . . . . .
C00A C -0.2153(3) 0.42315(11) 0.44059(17) 0.0395(6) Uani 1 1 d . . . . .
C00B C 0.7423(3) 0.38708(11) 0.10988(17) 0.0420(6) Uani 1 1 d . . . . .
C00C C 0.5732(3) 0.45458(12) 0.12684(17) 0.0418(6) Uani 1 1 d . . . . .
C00D C -0.1013(3) 0.43917(11) 0.38045(16) 0.0399(6) Uani 1 1 d . . . . .
C00E C 0.3236(3) 0.49468(11) 0.28769(16) 0.0413(6) Uani 1 1 d . . . . .
H00E H 0.376804 0.526590 0.305715 0.050 Uiso 1 1 calc R U . . .
C00F C 0.2146(3) 0.47417(11) 0.33689(17) 0.0408(6) Uani 1 1 d . . . . .
H00F H 0.194373 0.492706 0.387219 0.049 Uiso 1 1 calc R U . . .
C00G C -0.1225(3) 0.49620(12) 0.33898(17) 0.0419(6) Uani 1 1 d . . . . .
C00H C 0.6185(3) 0.40219(11) 0.15585(17) 0.0435(6) Uani 1 1 d . . . . .
H00H H 0.576306 0.380480 0.197789 0.052 Uiso 1 1 calc R U . . .
C00I C -0.1808(3) 0.40001(11) 0.51911(17) 0.0438(6) Uani 1 1 d . . . . .
H00I H -0.084367 0.392698 0.534397 0.053 Uiso 1 1 calc R U . . .
C00J C 0.4629(3) 0.55019(12) 0.13574(18) 0.0458(7) Uani 1 1 d . . . . .
C00K C 0.2786(3) 0.41911(12) 0.18779(18) 0.0456(7) Uani 1 1 d . . . . .
H00K H 0.299766 0.400287 0.137856 0.055 Uiso 1 1 calc R U . . .
C00L C 0.1712(3) 0.39809(12) 0.23827(18) 0.0457(7) Uani 1 1 d . . . . .
H00L H 0.122549 0.364576 0.222443 0.055 Uiso 1 1 calc R U . . .
C00M C 0.8429(3) 0.34025(12) 0.11276(18) 0.0461(7) Uani 1 1 d . . . . .
C00N C 0.7646(3) 0.43176(12) 0.05541(18) 0.0463(7) Uani 1 1 d . . . . .
C00O C 0.5632(3) 0.57859(13) 0.08281(19) 0.0500(7) Uani 1 1 d . . . . .
C00P C -0.0823(3) 0.30509(12) 0.3897(2) 0.0527(7) Uani 1 1 d . . . . .
H00P H -0.171291 0.315905 0.365297 0.063 Uiso 1 1 calc R U . . .
C00Q C -0.1136(3) 0.50250(14) 0.25200(19) 0.0548(8) Uani 1 1 d . . . . .
H00Q H -0.092705 0.470726 0.218916 0.066 Uiso 1 1 calc R U . . .
C00R C 0.1623(3) 0.32682(13) 0.4300(2) 0.0549(8) Uani 1 1 d . . . . .
H00R H 0.240098 0.352238 0.432467 0.066 Uiso 1 1 calc R U . . .
C00S C -0.2884(4) 0.38755(12) 0.57538(19) 0.0535(8) Uani 1 1 d . . . . .
H00S H -0.263603 0.372543 0.628400 0.064 Uiso 1 1 calc R U . . .
C00T C -0.3608(3) 0.43327(13) 0.4198(2) 0.0540(8) Uani 1 1 d . . . . .
H00T H -0.386631 0.448860 0.367311 0.065 Uiso 1 1 calc R U . . .
C00U C -0.1567(3) 0.54409(13) 0.3862(2) 0.0526(7) Uani 1 1 d . . . . .
H00U H -0.166476 0.540520 0.444244 0.063 Uiso 1 1 calc R U . . .
C00V C 0.9604(3) 0.34356(14) 0.0579(2) 0.0547(8) Uani 1 1 d . . . . .
C00W C 0.3564(4) 0.58909(14) 0.1670(2) 0.0583(8) Uani 1 1 d . . . . .
C00X C 0.8325(4) 0.29366(13) 0.1680(2) 0.0588(8) Uani 1 1 d . . . . .
H00X H 0.755296 0.291270 0.204052 0.071 Uiso 1 1 calc R U . . .
N00Y N 0.2769(4) 0.62230(14) 0.1901(2) 0.0901(11) Uani 1 1 d . . . . .
C00Z C 0.8785(3) 0.43542(15) -0.0003(2) 0.0619(9) Uani 1 1 d . . . . .
H00Z H 0.887977 0.466253 -0.037081 0.074 Uiso 1 1 calc R U . . .
C010 C -0.4311(4) 0.39728(14) 0.5532(2) 0.0638(9) Uani 1 1 d . . . . .
H010 H -0.503086 0.388073 0.590609 0.077 Uiso 1 1 calc R U . . .
C011 C -0.4674(3) 0.42045(14) 0.4762(2) 0.0657(9) Uani 1 1 d . . . . .
H011 H -0.564121 0.427656 0.461622 0.079 Uiso 1 1 calc R U . . .
C012 C -0.0639(4) 0.24997(13) 0.4200(2) 0.0643(9) Uani 1 1 d . . . . .
H012 H -0.140090 0.223881 0.415964 0.077 Uiso 1 1 calc R U . . .
C013 C 0.1801(4) 0.27164(14) 0.4613(2) 0.0651(9) Uani 1 1 d . . . . .
H013 H 0.268623 0.260428 0.485809 0.078 Uiso 1 1 calc R U . . .
C014 C 0.9744(4) 0.39115(16) 0.0026(2) 0.0665(9) Uani 1 1 d . . . . .
H014 H 1.052405 0.392053 -0.033020 0.080 Uiso 1 1 calc R U . . .
C015 C 1.0638(4) 0.29910(16) 0.0603(2) 0.0698(10) Uani 1 1 d . . . . .
H015 H 1.141626 0.300418 0.024555 0.084 Uiso 1 1 calc R U . . .
C016 C 0.0668(4) 0.23353(14) 0.4563(2) 0.0684(10) Uani 1 1 d . . . . .
H016 H 0.078554 0.196476 0.477390 0.082 Uiso 1 1 calc R U . . .
C017 C -0.1767(4) 0.59691(14) 0.3484(3) 0.0683(9) Uani 1 1 d . . . . .
H017 H -0.197467 0.628834 0.381184 0.082 Uiso 1 1 calc R U . . .
C018 C -0.1354(4) 0.55506(17) 0.2143(2) 0.0721(10) Uani 1 1 d . . . . .
H018 H -0.129649 0.558639 0.155932 0.087 Uiso 1 1 calc R U . . .
C019 C -0.1659(4) 0.60258(16) 0.2627(3) 0.0767(11) Uani 1 1 d . . . . .
H019 H -0.179048 0.638303 0.237228 0.092 Uiso 1 1 calc R U . . .
C01A C 1.0511(4) 0.25461(16) 0.1142(3) 0.0780(11) Uani 1 1 d . . . . .
H01A H 1.120273 0.225558 0.114693 0.094 Uiso 1 1 calc R U . . .
C01B C 0.9371(4) 0.25118(14) 0.1690(3) 0.0743(10) Uani 1 1 d . . . . .
H01B H 0.931121 0.220391 0.206153 0.089 Uiso 1 1 calc R U . . .
C01C C 0.1102(5) 0.7476(2) 0.2280(3) 0.1114(17) Uani 1 1 d . . . . .
H01C H 0.201155 0.768197 0.224720 0.134 Uiso 1 1 calc R U . . .
H01D H 0.126402 0.708389 0.209701 0.134 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl C01C 1.731(5) . ?
Cl1 C01C 1.721(5) . ?
O003 C00C 1.384(3) . ?
O003 C00N 1.367(3) . ?
C004 C009 1.483(3) . ?
C004 C00E 1.387(4) . ?
C004 C00K 1.395(4) . ?
C005 C006 1.488(4) . ?
C005 C007 1.494(3) . ?
C005 C00D 1.359(4) . ?
C006 C00P 1.389(4) . ?
C006 C00R 1.387(4) . ?
C007 C00F 1.392(4) . ?
C007 C00L 1.389(4) . ?
N008 C00O 1.145(4) . ?
C009 C00C 1.427(4) . ?
C009 C00J 1.369(4) . ?
C00A C00D 1.490(4) . ?
C00A C00I 1.381(4) . ?
C00A C00T 1.392(4) . ?
C00B C00H 1.420(4) . ?
C00B C00M 1.432(4) . ?
C00B C00N 1.371(4) . ?
C00C C00H 1.363(4) . ?
C00D C00G 1.490(4) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.378(4) . ?
C00F H00F 0.9300 . ?
C00G C00Q 1.389(4) . ?
C00G C00U 1.384(4) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00S 1.387(4) . ?
C00J C00O 1.431(4) . ?
C00J C00W 1.437(4) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.384(4) . ?
C00L H00L 0.9300 . ?
C00M C00V 1.414(4) . ?
C00M C00X 1.398(4) . ?
C00N C00Z 1.397(4) . ?
C00P H00P 0.9300 . ?
C00P C012 1.379(4) . ?
C00Q H00Q 0.9300 . ?
C00Q C018 1.373(4) . ?
C00R H00R 0.9300 . ?
C00R C013 1.384(4) . ?
C00S H00S 0.9300 . ?
C00S C010 1.371(5) . ?
C00T H00T 0.9300 . ?
C00T C011 1.384(4) . ?
C00U H00U 0.9300 . ?
C00U C017 1.376(4) . ?
C00V C014 1.419(5) . ?
C00V C015 1.408(4) . ?
C00W N00Y 1.135(4) . ?
C00X H00X 0.9300 . ?
C00X C01B 1.382(4) . ?
C00Z H00Z 0.9300 . ?
C00Z C014 1.359(4) . ?
C010 H010 0.9300 . ?
C010 C011 1.363(5) . ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?
C012 C016 1.372(5) . ?
C013 H013 0.9300 . ?
C013 C016 1.371(5) . ?
C014 H014 0.9300 . ?
C015 H015 0.9300 . ?
C015 C01A 1.349(5) . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C019 1.370(5) . ?
C018 H018 0.9300 . ?
C018 C019 1.380(5) . ?
C019 H019 0.9300 . ?
C01A H01A 0.9300 . ?
C01A C01B 1.388(5) . ?
C01B H01B 0.9300 . ?
C01C H01C 0.9700 . ?
C01C H01D 0.9700 . ?

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
C00N O003 C00C 105.9(2) . . ?
C00E C004 C009 121.0(2) . . ?
C00E C004 C00K 118.5(2) . . ?
C00K C004 C009 120.5(2) . . ?
C006 C005 C007 114.9(2) . . ?
C00D C005 C006 124.3(2) . . ?
C00D C005 C007 120.9(2) . . ?
C00P C006 C005 122.1(3) . . ?
C00R C006 C005 119.8(2) . . ?
C00R C006 C00P 118.1(3) . . ?
C00F C007 C005 121.0(2) . . ?
C00L C007 C005 120.8(2) . . ?
C00L C007 C00F 118.1(2) . . ?
C00C C009 C004 116.8(2) . . ?
C00J C009 C004 120.5(2) . . ?
C00J C009 C00C 122.7(2) . . ?
C00I C00A C00D 121.7(2) . . ?
C00I C00A C00T 118.0(2) . . ?
C00T C00A C00D 120.2(2) . . ?
C00H C00B C00M 134.8(3) . . ?
C00N C00B C00H 106.0(2) . . ?
C00N C00B C00M 119.1(2) . . ?
O003 C00C C009 118.0(2) . . ?
C00H C00C O003 110.2(2) . . ?
C00H C00C C009 131.4(2) . . ?
C005 C00D C00A 123.2(2) . . ?
C005 C00D C00G 122.0(2) . . ?
C00A C00D C00G 114.8(2) . . ?
C004 C00E H00E 119.5 . . ?
C00F C00E C004 121.1(2) . . ?
C00F C00E H00E 119.5 . . ?
C007 C00F H00F 119.6 . . ?
C00E C00F C007 120.7(2) . . ?
C00E C00F H00F 119.6 . . ?
C00Q C00G C00D 121.3(3) . . ?
C00U C00G C00D 120.6(2) . . ?
C00U C00G C00Q 118.1(3) . . ?
C00B C00H H00H 126.5 . . ?
C00C C00H C00B 107.0(2) . . ?
C00C C00H H00H 126.5 . . ?
C00A C00I H00I 119.7 . . ?
C00A C00I C00S 120.7(3) . . ?
C00S C00I H00I 119.7 . . ?
C009 C00J C00O 125.5(3) . . ?
C009 C00J C00W 122.6(3) . . ?
C00O C00J C00W 112.0(2) . . ?
C004 C00K H00K 120.0 . . ?
C00L C00K C004 120.1(2) . . ?
C00L C00K H00K 120.0 . . ?
C007 C00L H00L 119.3 . . ?
C00K C00L C007 121.3(2) . . ?
C00K C00L H00L 119.3 . . ?
C00V C00M C00B 116.7(3) . . ?
C00X C00M C00B 123.5(3) . . ?
C00X C00M C00V 119.8(3) . . ?
O003 C00N C00B 111.0(2) . . ?
O003 C00N C00Z 123.8(3) . . ?
C00B C00N C00Z 125.1(3) . . ?
N008 C00O C00J 175.4(3) . . ?
C006 C00P H00P 119.6 . . ?
C012 C00P C006 120.9(3) . . ?
C012 C00P H00P 119.6 . . ?
C00G C00Q H00Q 119.6 . . ?
C018 C00Q C00G 120.8(3) . . ?
C018 C00Q H00Q 119.6 . . ?
C006 C00R H00R 119.6 . . ?
C013 C00R C006 120.9(3) . . ?
C013 C00R H00R 119.6 . . ?
C00I C00S H00S 119.9 . . ?
C010 C00S C00I 120.3(3) . . ?
C010 C00S H00S 119.9 . . ?
C00A C00T H00T 119.6 . . ?
C011 C00T C00A 120.9(3) . . ?
C011 C00T H00T 119.6 . . ?
C00G C00U H00U 119.5 . . ?
C017 C00U C00G 121.0(3) . . ?
C017 C00U H00U 119.5 . . ?
C00M C00V C014 120.6(3) . . ?
C015 C00V C00M 118.5(3) . . ?
C015 C00V C014 121.0(3) . . ?
N00Y C00W C00J 176.1(3) . . ?
C00M C00X H00X 120.0 . . ?
C01B C00X C00M 119.9(3) . . ?
C01B C00X H00X 120.0 . . ?
C00N C00Z H00Z 122.1 . . ?
C014 C00Z C00N 115.8(3) . . ?
C014 C00Z H00Z 122.1 . . ?
C00S C010 H010 120.0 . . ?
C011 C010 C00S 119.9(3) . . ?
C011 C010 H010 120.0 . . ?
C00T C011 H011 119.9 . . ?
C010 C011 C00T 120.2(3) . . ?
C010 C011 H011 119.9 . . ?
C00P C012 H012 119.9 . . ?
C016 C012 C00P 120.1(3) . . ?
C016 C012 H012 119.9 . . ?
C00R C013 H013 120.1 . . ?
C016 C013 C00R 119.9(3) . . ?
C016 C013 H013 120.1 . . ?
C00V C014 H014 118.7 . . ?
C00Z C014 C00V 122.7(3) . . ?
C00Z C014 H014 118.7 . . ?
C00V C015 H015 119.7 . . ?
C01A C015 C00V 120.5(3) . . ?
C01A C015 H015 119.7 . . ?
C012 C016 H016 119.9 . . ?
C013 C016 C012 120.1(3) . . ?
C013 C016 H016 119.9 . . ?
C00U C017 H017 119.9 . . ?
C019 C017 C00U 120.2(3) . . ?
C019 C017 H017 119.9 . . ?
C00Q C018 H018 119.9 . . ?
C00Q C018 C019 120.2(3) . . ?
C019 C018 H018 119.9 . . ?
C017 C019 C018 119.7(3) . . ?
C017 C019 H019 120.1 . . ?
C018 C019 H019 120.1 . . ?
C015 C01A H01A 119.2 . . ?
C015 C01A C01B 121.5(3) . . ?
C01B C01A H01A 119.2 . . ?
C00X C01B C01A 119.8(4) . . ?
C00X C01B H01B 120.1 . . ?
C01A C01B H01B 120.1 . . ?
Cl C01C H01C 109.1 . . ?
Cl C01C H01D 109.1 . . ?
Cl1 C01C Cl 112.3(2) . . ?
Cl1 C01C H01C 109.1 . . ?
Cl1 C01C H01D 109.1 . . ?
H01C C01C H01D 107.9 . . ?

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
O003 C00C C00H C00B 0.4(3) . . . . ?
O003 C00N C00Z C014 176.9(3) . . . . ?
C004 C009 C00C O003 169.2(2) . . . . ?
C004 C009 C00C C00H -18.8(4) . . . . ?
C004 C009 C00J C00O -180.0(3) . . . . ?
C004 C009 C00J C00W 0.5(4) . . . . ?
C004 C00E C00F C007 0.9(4) . . . . ?
C004 C00K C00L C007 1.7(4) . . . . ?
C005 C006 C00P C012 -179.3(3) . . . . ?
C005 C006 C00R C013 178.5(3) . . . . ?
C005 C007 C00F C00E -178.0(2) . . . . ?
C005 C007 C00L C00K 176.7(3) . . . . ?
C005 C00D C00G C00Q 48.6(4) . . . . ?
C005 C00D C00G C00U -133.7(3) . . . . ?
C006 C005 C007 C00F -120.5(3) . . . . ?
C006 C005 C007 C00L 59.0(3) . . . . ?
C006 C005 C00D C00A 7.2(4) . . . . ?
C006 C005 C00D C00G -172.3(2) . . . . ?
C006 C00P C012 C016 0.1(5) . . . . ?
C006 C00R C013 C016 1.4(5) . . . . ?
C007 C005 C006 C00P -134.4(3) . . . . ?
C007 C005 C006 C00R 44.9(3) . . . . ?
C007 C005 C00D C00A -171.6(2) . . . . ?
C007 C005 C00D C00G 8.9(4) . . . . ?
C009 C004 C00E C00F 175.7(3) . . . . ?
C009 C004 C00K C00L -177.0(3) . . . . ?
C009 C00C C00H C00B -172.0(3) . . . . ?
C00A C00D C00G C00Q -130.9(3) . . . . ?
C00A C00D C00G C00U 46.7(3) . . . . ?
C00A C00I C00S C010 1.0(4) . . . . ?
C00A C00T C011 C010 -0.4(5) . . . . ?
C00B C00M C00V C014 -0.7(4) . . . . ?
C00B C00M C00V C015 178.4(3) . . . . ?
C00B C00M C00X C01B -177.7(3) . . . . ?
C00B C00N C00Z C014 -1.5(5) . . . . ?
C00C O003 C00N C00B 0.8(3) . . . . ?
C00C O003 C00N C00Z -177.8(3) . . . . ?
C00C C009 C00J C00O 1.1(5) . . . . ?
C00C C009 C00J C00W -178.4(3) . . . . ?
C00D C005 C006 C00P 46.7(4) . . . . ?
C00D C005 C006 C00R -133.9(3) . . . . ?
C00D C005 C007 C00F 58.4(4) . . . . ?
C00D C005 C007 C00L -122.1(3) . . . . ?
C00D C00A C00I C00S 177.4(2) . . . . ?
C00D C00A C00T C011 -177.7(3) . . . . ?
C00D C00G C00Q C018 179.0(3) . . . . ?
C00D C00G C00U C017 -179.9(3) . . . . ?
C00E C004 C009 C00C 130.2(3) . . . . ?
C00E C004 C009 C00J -48.8(4) . . . . ?
C00E C004 C00K C00L 1.7(4) . . . . ?
C00F C007 C00L C00K -3.7(4) . . . . ?
C00G C00Q C018 C019 0.3(5) . . . . ?
C00G C00U C017 C019 1.5(5) . . . . ?
C00H C00B C00M C00V -175.8(3) . . . . ?
C00H C00B C00M C00X 2.2(5) . . . . ?
C00H C00B C00N O003 -0.5(3) . . . . ?
C00H C00B C00N C00Z 178.0(3) . . . . ?
C00I C00A C00D C005 45.5(4) . . . . ?
C00I C00A C00D C00G -134.9(3) . . . . ?
C00I C00A C00T C011 0.0(4) . . . . ?
C00I C00S C010 C011 -1.4(5) . . . . ?
C00J C009 C00C O003 -11.8(4) . . . . ?
C00J C009 C00C C00H 160.1(3) . . . . ?
C00K C004 C009 C00C -51.2(4) . . . . ?
C00K C004 C009 C00J 129.8(3) . . . . ?
C00K C004 C00E C00F -2.9(4) . . . . ?
C00L C007 C00F C00E 2.5(4) . . . . ?
C00M C00B C00H C00C 176.1(3) . . . . ?
C00M C00B C00N O003 -177.3(2) . . . . ?
C00M C00B C00N C00Z 1.2(4) . . . . ?
C00M C00V C014 C00Z 0.4(5) . . . . ?
C00M C00V C015 C01A -0.3(5) . . . . ?
C00M C00X C01B C01A -0.8(5) . . . . ?
C00N O003 C00C C009 172.8(2) . . . . ?
C00N O003 C00C C00H -0.7(3) . . . . ?
C00N C00B C00H C00C 0.1(3) . . . . ?
C00N C00B C00M C00V -0.1(4) . . . . ?
C00N C00B C00M C00X 177.8(3) . . . . ?
C00N C00Z C014 C00V 0.6(5) . . . . ?
C00P C006 C00R C013 -2.1(4) . . . . ?
C00P C012 C016 C013 -0.9(5) . . . . ?
C00Q C00G C00U C017 -2.2(4) . . . . ?
C00Q C018 C019 C017 -1.1(6) . . . . ?
C00R C006 C00P C012 1.4(4) . . . . ?
C00R C013 C016 C012 0.1(5) . . . . ?
C00S C010 C011 C00T 1.1(5) . . . . ?
C00T C00A C00D C005 -136.8(3) . . . . ?
C00T C00A C00D C00G 42.7(3) . . . . ?
C00T C00A C00I C00S -0.3(4) . . . . ?
C00U C00G C00Q C018 1.3(4) . . . . ?
C00U C017 C019 C018 0.2(6) . . . . ?
C00V C00M C00X C01B 0.2(4) . . . . ?
C00V C015 C01A C01B -0.3(6) . . . . ?
C00X C00M C00V C014 -178.7(3) . . . . ?
C00X C00M C00V C015 0.4(4) . . . . ?
C014 C00V C015 C01A 178.7(3) . . . . ?
C015 C00V C014 C00Z -178.6(3) . . . . ?
C015 C01A C01B C00X 0.9(6) . . . . ?

_olex2_submission_original_sample_id GBY-343
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_GBY314
_database_code_depnum_ccdc_archive 'CCDC 2348042'
loop_
_audit_author_name
_audit_author_address
'Satyajit Saha'
;Institute of Chemical Technology Mumbai
India
;
_audit_update_record             
;
2024-04-13 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
_audit_creation_date             2024-01-12
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        GBY314
_chemical_formula_moiety         'C22 H19 N3 O'
_chemical_formula_sum            'C22 H19 N3 O'
_chemical_formula_weight         341.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.670(4)
_cell_length_b                   9.892(4)
_cell_length_c                   9.990(4)
_cell_angle_alpha                70.707(11)
_cell_angle_beta                 81.349(12)
_cell_angle_gamma                82.089(12)
_cell_volume                     887.7(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1557
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.76
_cell_measurement_theta_min      2.87
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6304
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1033 before and 0.0759 after correction.
The Ratio of minimum to maximum transmission is 0.8454.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             360
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1201
_diffrn_reflns_av_unetI/netI     0.0970
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            29560
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.866
_diffrn_reflns_theta_min         2.140
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1975
_reflns_number_total             4589
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4589
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1669
_refine_ls_R_factor_gt           0.0607
_refine_ls_restrained_S_all      0.955
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0821P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1863
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C12(H12), C14(H14), C15(H15), C2(H2), C6(H6), C5(H5), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.55809(16) 0.65369(16) 0.55586(16) 0.0447(4) Uani 1 1 d . . . . .
N3 N 0.2131(2) 0.9384(2) 0.7795(2) 0.0488(6) Uani 1 1 d . . . . .
C18 C 0.4571(2) 0.7653(2) 0.5583(3) 0.0395(6) Uani 1 1 d . . . . .
C11 C 0.6013(2) 0.6710(2) 0.4115(2) 0.0397(6) Uani 1 1 d . . . . .
C13 C 0.4369(2) 0.8520(2) 0.4200(2) 0.0405(6) Uani 1 1 d . . . . .
C1 C 0.7385(2) 0.5939(2) 0.2176(2) 0.0402(6) Uani 1 1 d . . . . .
C17 C 0.3875(2) 0.7880(2) 0.6805(3) 0.0424(6) Uani 1 1 d . . . . .
H17 H 0.405670 0.726829 0.770496 0.051 Uiso 1 1 calc R U . . .
C16 C 0.2876(2) 0.9083(2) 0.6629(3) 0.0415(6) Uani 1 1 d . . . . .
C8 C 0.7853(2) 0.4676(2) 0.4682(3) 0.0435(6) Uani 1 1 d . . . . .
C12 C 0.5297(2) 0.7908(2) 0.3281(3) 0.0431(6) Uani 1 1 d . . . . .
H12 H 0.540322 0.825420 0.228908 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7087(2) 0.5741(2) 0.3732(3) 0.0404(6) Uani 1 1 d . . . . .
N2 N 0.7647(3) 0.4092(3) 0.7403(3) 0.0697(7) Uani 1 1 d . . . . .
C14 C 0.3372(2) 0.9727(2) 0.4045(3) 0.0444(6) Uani 1 1 d . . . . .
H14 H 0.321258 1.034511 0.314069 0.053 Uiso 1 1 calc R U . . .
C15 C 0.2643(2) 0.9982(2) 0.5224(3) 0.0455(6) Uani 1 1 d . . . . .
H15 H 0.197168 1.076866 0.510965 0.055 Uiso 1 1 calc R U . . .
C2 C 0.6314(3) 0.5887(3) 0.1412(3) 0.0484(6) Uani 1 1 d . . . . .
H2 H 0.541820 0.570395 0.187670 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7701(3) 0.4399(3) 0.6192(3) 0.0486(6) Uani 1 1 d . . . . .
C6 C 0.8713(3) 0.6207(2) 0.1462(3) 0.0488(7) Uani 1 1 d . . . . .
H6 H 0.944434 0.622355 0.196267 0.059 Uiso 1 1 calc R U . . .
C9 C 0.8909(3) 0.3702(3) 0.4219(3) 0.0520(7) Uani 1 1 d . . . . .
N1 N 0.9783(3) 0.2912(3) 0.3930(3) 0.0789(8) Uani 1 1 d . . . . .
C21 C 0.1104(3) 1.0634(3) 0.7651(3) 0.0523(7) Uani 1 1 d . . . . .
H21A H 0.142733 1.142046 0.683328 0.063 Uiso 1 1 calc R U . . .
H21B H 0.103952 1.093179 0.849307 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2321(3) 0.8483(3) 0.9253(3) 0.0521(7) Uani 1 1 d . . . . .
H19A H 0.255880 0.749192 0.927230 0.063 Uiso 1 1 calc R U . . .
H19B H 0.144211 0.852776 0.985743 0.063 Uiso 1 1 calc R U . . .
C5 C 0.8953(3) 0.6452(3) -0.0003(3) 0.0568(7) Uani 1 1 d . . . . .
H5 H 0.984186 0.664698 -0.047991 0.068 Uiso 1 1 calc R U . . .
C3 C 0.6585(3) 0.6109(3) -0.0035(3) 0.0601(8) Uani 1 1 d . . . . .
H3 H 0.586915 0.605440 -0.053694 0.072 Uiso 1 1 calc R U . . .
C4 C 0.7891(3) 0.6407(3) -0.0750(3) 0.0627(8) Uani 1 1 d . . . . .
H4 H 0.805324 0.657771 -0.173038 0.075 Uiso 1 1 calc R U . . .
C22 C -0.0338(3) 1.0343(3) 0.7468(3) 0.0663(8) Uani 1 1 d . . . . .
H22A H -0.028905 1.008845 0.661305 0.099 Uiso 1 1 calc R U . . .
H22B H -0.097697 1.119042 0.739974 0.099 Uiso 1 1 calc R U . . .
H22C H -0.066426 0.956494 0.827453 0.099 Uiso 1 1 calc R U . . .
C20 C 0.3459(3) 0.8942(3) 0.9846(3) 0.0685(8) Uani 1 1 d . . . . .
H20A H 0.433677 0.887353 0.926766 0.103 Uiso 1 1 calc R U . . .
H20B H 0.354167 0.832677 1.080691 0.103 Uiso 1 1 calc R U . . .
H20C H 0.322248 0.991876 0.984137 0.103 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C18 1.374(3) . ?
O1 C11 1.399(3) . ?
N3 C16 1.371(3) . ?
N3 C21 1.457(3) . ?
N3 C19 1.459(3) . ?
C18 C13 1.392(3) . ?
C18 C17 1.373(3) . ?
C11 C12 1.368(3) . ?
C11 C7 1.412(3) . ?
C13 C12 1.408(3) . ?
C13 C14 1.409(3) . ?
C1 C7 1.490(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.386(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.406(3) . ?
C16 C15 1.424(3) . ?
C8 C7 1.376(3) . ?
C8 C10 1.430(4) . ?
C8 C9 1.437(3) . ?
C12 H12 0.9300 . ?
N2 C10 1.140(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.358(3) . ?
C15 H15 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.378(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.390(4) . ?
C9 N1 1.141(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.511(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.511(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(4) . ?
C4 H4 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O1 C11 105.85(17) . . ?
C16 N3 C21 121.9(2) . . ?
C16 N3 C19 122.3(2) . . ?
C21 N3 C19 115.75(19) . . ?
O1 C18 C13 110.30(19) . . ?
C17 C18 O1 124.5(2) . . ?
C17 C18 C13 125.2(2) . . ?
O1 C11 C7 119.6(2) . . ?
C12 C11 O1 109.97(19) . . ?
C12 C11 C7 130.4(2) . . ?
C18 C13 C12 106.4(2) . . ?
C18 C13 C14 117.2(2) . . ?
C12 C13 C14 136.4(2) . . ?
C2 C1 C7 119.9(2) . . ?
C6 C1 C7 121.0(2) . . ?
C6 C1 C2 119.1(2) . . ?
C18 C17 H17 121.6 . . ?
C18 C17 C16 116.8(2) . . ?
C16 C17 H17 121.6 . . ?
N3 C16 C17 120.5(2) . . ?
N3 C16 C15 120.4(2) . . ?
C17 C16 C15 119.1(2) . . ?
C7 C8 C10 125.4(2) . . ?
C7 C8 C9 121.7(2) . . ?
C10 C8 C9 112.9(2) . . ?
C11 C12 C13 107.5(2) . . ?
C11 C12 H12 126.3 . . ?
C13 C12 H12 126.3 . . ?
C11 C7 C1 115.5(2) . . ?
C8 C7 C11 124.7(2) . . ?
C8 C7 C1 119.8(2) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C16 C15 H15 119.0 . . ?
C14 C15 C16 122.1(2) . . ?
C14 C15 H15 119.0 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
N2 C10 C8 175.0(3) . . ?
C1 C6 H6 120.0 . . ?
C1 C6 C5 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
N1 C9 C8 175.7(3) . . ?
N3 C21 H21A 109.0 . . ?
N3 C21 H21B 109.0 . . ?
N3 C21 C22 112.8(2) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
N3 C19 H19A 109.1 . . ?
N3 C19 H19B 109.1 . . ?
N3 C19 C20 112.4(2) . . ?
H19A C19 H19B 107.9 . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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 C18 C13 C12 0.1(3) . . . . ?
O1 C18 C13 C14 -179.31(19) . . . . ?
O1 C18 C17 C16 179.7(2) . . . . ?
O1 C11 C12 C13 -0.6(3) . . . . ?
O1 C11 C7 C1 174.95(19) . . . . ?
O1 C11 C7 C8 -5.8(3) . . . . ?
N3 C16 C15 C14 179.3(2) . . . . ?
C18 O1 C11 C12 0.6(2) . . . . ?
C18 O1 C11 C7 178.20(19) . . . . ?
C18 C13 C12 C11 0.3(3) . . . . ?
C18 C13 C14 C15 -1.0(3) . . . . ?
C18 C17 C16 N3 179.7(2) . . . . ?
C18 C17 C16 C15 0.0(3) . . . . ?
C11 O1 C18 C13 -0.4(2) . . . . ?
C11 O1 C18 C17 -179.8(2) . . . . ?
C13 C18 C17 C16 0.4(4) . . . . ?
C13 C14 C15 C16 1.5(4) . . . . ?
C1 C2 C3 C4 -1.2(4) . . . . ?
C1 C6 C5 C4 -1.1(4) . . . . ?
C17 C18 C13 C12 179.5(2) . . . . ?
C17 C18 C13 C14 0.1(4) . . . . ?
C17 C16 C15 C14 -1.0(4) . . . . ?
C16 N3 C21 C22 86.4(3) . . . . ?
C16 N3 C19 C20 89.0(3) . . . . ?
C12 C11 C7 C1 -8.0(4) . . . . ?
C12 C11 C7 C8 171.2(2) . . . . ?
C12 C13 C14 C15 179.8(3) . . . . ?
C7 C11 C12 C13 -177.8(2) . . . . ?
C7 C1 C2 C3 178.3(2) . . . . ?
C7 C1 C6 C5 -177.2(2) . . . . ?
C14 C13 C12 C11 179.5(3) . . . . ?
C2 C1 C7 C11 -57.0(3) . . . . ?
C2 C1 C7 C8 123.8(2) . . . . ?
C2 C1 C6 C5 1.4(3) . . . . ?
C2 C3 C4 C5 1.6(4) . . . . ?
C10 C8 C7 C11 -1.1(4) . . . . ?
C10 C8 C7 C1 178.1(2) . . . . ?
C6 C1 C7 C11 121.7(2) . . . . ?
C6 C1 C7 C8 -57.6(3) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C6 C5 C4 C3 -0.4(4) . . . . ?
C9 C8 C7 C11 178.4(2) . . . . ?
C9 C8 C7 C1 -2.4(3) . . . . ?
C21 N3 C16 C17 179.0(2) . . . . ?
C21 N3 C16 C15 -1.3(3) . . . . ?
C21 N3 C19 C20 -90.6(3) . . . . ?
C19 N3 C16 C17 -0.6(4) . . . . ?
C19 N3 C16 C15 179.2(2) . . . . ?
C19 N3 C21 C22 -94.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
