# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc28c0h5
_database_code_depnum_ccdc_archive 'CCDC 2095956'
loop_
_audit_author_name
_audit_author_address
'Sunder N. Dhuri and Sarvesh S. Harmalkar'
;Goa University
India
;
_audit_update_record             
;
2021-07-12 deposited with the CCDC.	2022-12-01 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 H27 Cl2 Cu N5 O8'
_chemical_formula_weight         659.97

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.6168(3)
_cell_length_b                   19.1651(7)
_cell_length_c                   16.7109(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.2210(10)
_cell_angle_gamma                90
_cell_volume                     2755.31(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      25.61

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_F_000             1356
_exptl_transmission_factor_min   0.6657
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    1.045
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33466
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.595
_diffrn_reflns_theta_max         26.387
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5615
_reflns_number_gt                4498
_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-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)+(0.0781P)²+1.9043P] 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         5615
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1450
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Cu1 Cu 0.84922(4) 0.69677(2) 0.30566(2) 0.04446(14) Uani 1 1 d . . . . .
O1 O 0.1900(6) 1.0457(3) 0.3107(3) 0.1406(17) Uani 1 1 d . . . . .
Cl1 Cl 0.12623(12) 1.02873(5) 0.38316(6) 0.0656(3) Uani 1 1 d . . . . .
C1 C 0.5664(4) 0.70109(19) 0.1935(2) 0.0573(8) Uani 1 1 d . . . . .
H1 H 0.595695 0.657419 0.175312 0.069 Uiso 1 1 calc R U . . .
N1 N 0.6580(3) 0.73347(13) 0.24743(15) 0.0478(6) Uani 1 1 d . . . . .
C2 C 0.4267(4) 0.7303(2) 0.1626(2) 0.0638(9) Uani 1 1 d . . . . .
H2 H 0.366440 0.706952 0.123184 0.077 Uiso 1 1 calc R U . . .
N2 N 0.8778(3) 0.80227(12) 0.33609(16) 0.0476(6) Uani 1 1 d . . . . .
O2 O -0.0367(5) 1.0312(3) 0.3722(4) 0.170(2) Uani 1 1 d . . . . .
N4 N 0.7706(3) 0.60073(13) 0.33343(15) 0.0463(6) Uani 1 1 d . . . . .
O4 O 0.1680(6) 0.9606(2) 0.4055(3) 0.1316(15) Uani 1 1 d . . . . .
C4 C 0.4727(4) 0.82900(19) 0.2477(2) 0.0565(8) Uani 1 1 d . . . . .
Cl3 Cl 0.55062(11) 0.68452(5) 0.50408(6) 0.0641(2) Uani 1 1 d . . . . .
O3 O 0.1697(9) 1.0759(3) 0.4392(3) 0.201(3) Uani 1 1 d . . . . .
C3 C 0.3798(4) 0.7927(2) 0.1906(2) 0.0637(9) Uani 1 1 d . . . . .
H3 H 0.285229 0.811440 0.171593 0.076 Uiso 1 1 calc R U . . .
N3 N 1.0531(3) 0.66293(14) 0.36219(15) 0.0488(6) Uani 1 1 d . . . . .
C5 C 0.4354(5) 0.8937(2) 0.2809(3) 0.0718(11) Uani 1 1 d . . . . .
H5 H 0.339712 0.914171 0.267430 0.086 Uiso 1 1 calc R U . . .
N5 N 0.9267(4) 0.65955(18) 0.18441(18) 0.0666(8) Uani 1 1 d . . . . .
O5 O 0.4754(10) 0.7041(3) 0.5682(4) 0.197(3) Uani 1 1 d . . . . .
C6 C 0.5378(6) 0.9263(2) 0.3323(3) 0.0771(12) Uani 1 1 d . . . . .
H6 H 0.510195 0.968800 0.354267 0.093 Uiso 1 1 calc R U . . .
O6 O 0.7124(5) 0.6837(3) 0.5102(4) 0.167(2) Uani 1 1 d . . . . .
C7 C 0.6852(5) 0.8979(2) 0.3538(2) 0.0695(10) Uani 1 1 d . . . . .
H7 H 0.755312 0.922209 0.387680 0.083 Uiso 1 1 calc R U . . .
O7 O 0.5096(6) 0.7239(3) 0.4362(3) 0.1489(18) Uani 1 1 d . . . . .
C8 C 0.7235(4) 0.83414(16) 0.32410(19) 0.0511(7) Uani 1 1 d . . . . .
O8 O 0.5002(6) 0.6156(2) 0.4846(3) 0.1346(16) Uani 1 1 d . . . . .
C9 C 0.6169(4) 0.79811(15) 0.27292(19) 0.0479(7) Uani 1 1 d . . . . .
C10 C 0.9795(4) 0.83653(19) 0.2781(2) 0.0611(9) Uani 1 1 d . . . . .
H10A H 0.945734 0.823496 0.224414 0.092 Uiso 1 1 calc R U . . .
H10B H 1.085129 0.821797 0.288841 0.092 Uiso 1 1 calc R U . . .
H10C H 0.973066 0.886276 0.283674 0.092 Uiso 1 1 calc R U . . .
C11 C 0.9399(5) 0.81401(18) 0.4207(2) 0.0578(8) Uani 1 1 d . . . . .
H11A H 0.861593 0.800021 0.456946 0.069 Uiso 1 1 calc R U . . .
H11B H 0.959052 0.863476 0.428551 0.069 Uiso 1 1 calc R U . . .
C12 C 1.0876(5) 0.7746(2) 0.4419(2) 0.0643(9) Uani 1 1 d . . . . .
H12A H 1.163619 0.787209 0.403731 0.077 Uiso 1 1 calc R U . . .
H12B H 1.127736 0.790100 0.494346 0.077 Uiso 1 1 calc R U . . .
C13 C 1.0742(4) 0.69640(18) 0.4434(2) 0.0572(8) Uani 1 1 d . . . . .
H13A H 1.167171 0.677428 0.470669 0.069 Uiso 1 1 calc R U . . .
H13B H 0.986643 0.683831 0.474447 0.069 Uiso 1 1 calc R U . . .
C14 C 1.1906(4) 0.6763(2) 0.3137(2) 0.0677(10) Uani 1 1 d . . . . .
H14A H 1.196255 0.640857 0.273305 0.101 Uiso 1 1 calc R U . . .
H14B H 1.283707 0.675292 0.348046 0.101 Uiso 1 1 calc R U . . .
H14C H 1.180232 0.721181 0.288541 0.101 Uiso 1 1 calc R U . . .
C15 C 1.0374(4) 0.58742(18) 0.37562(19) 0.0535(8) Uani 1 1 d . . . . .
C16 C 1.1603(5) 0.5466(2) 0.4029(2) 0.0712(10) Uani 1 1 d . . . . .
H16 H 1.258747 0.566145 0.410941 0.085 Uiso 1 1 calc R U . . .
C17 C 1.1377(7) 0.4764(2) 0.4184(2) 0.0808(13) Uani 1 1 d . . . . .
H17 H 1.221674 0.449118 0.436688 0.097 Uiso 1 1 calc R U . . .
C18 C 0.9965(7) 0.4472(2) 0.4074(2) 0.0782(13) Uani 1 1 d . . . . .
H18 H 0.984427 0.399984 0.418325 0.094 Uiso 1 1 calc R U . . .
C19 C 0.8640(5) 0.48720(17) 0.37924(19) 0.0610(9) Uani 1 1 d . . . . .
C20 C 0.7137(6) 0.46155(19) 0.3689(2) 0.0738(12) Uani 1 1 d . . . . .
H20 H 0.693451 0.415059 0.380315 0.089 Uiso 1 1 calc R U . . .
C21 C 0.5961(6) 0.5041(2) 0.3420(2) 0.0740(11) Uani 1 1 d . . . . .
H21 H 0.494933 0.487359 0.335463 0.089 Uiso 1 1 calc R U . . .
C22 C 0.6299(4) 0.57411(18) 0.3244(2) 0.0583(8) Uani 1 1 d . . . . .
H22 H 0.549085 0.602891 0.305419 0.070 Uiso 1 1 calc R U . . .
C23 C 0.8902(4) 0.55863(16) 0.36250(17) 0.0493(7) Uani 1 1 d . . . . .
C24 C 0.9317(5) 0.6379(2) 0.1222(2) 0.0619(9) Uani 1 1 d . . . . .
C25 C 0.9364(7) 0.6104(3) 0.0413(3) 0.0990(17) Uani 1 1 d . . . . .
H25A H 0.934170 0.648233 0.003643 0.149 Uiso 1 1 calc R U . . .
H25B H 0.848131 0.580679 0.030066 0.149 Uiso 1 1 calc R U . . .
H25C H 1.030187 0.583931 0.036733 0.149 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
Cu1 N1 1.994(3) . ?
Cu1 N4 2.024(2) . ?
Cu1 N3 2.053(3) . ?
Cu1 N2 2.096(2) . ?
Cu1 N5 2.283(3) . ?
O1 Cl1 1.397(4) . ?
Cl1 O3 1.339(4) . ?
Cl1 O4 1.399(4) . ?
Cl1 O2 1.406(4) . ?
C1 N1 1.320(4) . ?
C1 C2 1.399(5) . ?
C1 H1 0.9300 . ?
N1 C9 1.363(4) . ?
C2 C3 1.353(6) . ?
C2 H2 0.9300 . ?
N2 C8 1.467(4) . ?
N2 C10 1.495(4) . ?
N2 C11 1.500(4) . ?
N4 C22 1.316(4) . ?
N4 C23 1.376(4) . ?
C4 C3 1.398(5) . ?
C4 C5 1.402(5) . ?
C4 C9 1.419(5) . ?
Cl3 O5 1.337(5) . ?
Cl3 O7 1.392(4) . ?
Cl3 O6 1.392(5) . ?
Cl3 O8 1.423(4) . ?
C3 H3 0.9300 . ?
N3 C15 1.472(4) . ?
N3 C14 1.495(4) . ?
N3 C13 1.502(4) . ?
C5 C6 1.350(6) . ?
C5 H5 0.9300 . ?
N5 C24 1.123(5) . ?
C6 C7 1.409(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.401(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.505(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.504(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.373(5) . ?
C15 C23 1.390(5) . ?
C16 C17 1.387(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.343(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.432(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(6) . ?
C19 C23 1.418(5) . ?
C20 C21 1.358(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.407(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C24 C25 1.454(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
N1 Cu1 N4 98.90(11) . . ?
N1 Cu1 N3 176.81(11) . . ?
N4 Cu1 N3 84.03(11) . . ?
N1 Cu1 N2 81.99(11) . . ?
N4 Cu1 N2 149.07(10) . . ?
N3 Cu1 N2 96.16(11) . . ?
N1 Cu1 N5 87.25(11) . . ?
N4 Cu1 N5 92.16(11) . . ?
N3 Cu1 N5 91.39(11) . . ?
N2 Cu1 N5 118.72(11) . . ?
O3 Cl1 O1 109.9(4) . . ?
O3 Cl1 O4 112.7(4) . . ?
O1 Cl1 O4 110.0(3) . . ?
O3 Cl1 O2 107.8(5) . . ?
O1 Cl1 O2 108.5(3) . . ?
O4 Cl1 O2 107.8(3) . . ?
N1 C1 C2 122.2(3) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 N1 C9 119.0(3) . . ?
C1 N1 Cu1 127.9(2) . . ?
C9 N1 Cu1 113.0(2) . . ?
C3 C2 C1 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C8 N2 C10 106.8(3) . . ?
C8 N2 C11 109.8(3) . . ?
C10 N2 C11 110.7(3) . . ?
C8 N2 Cu1 105.98(19) . . ?
C10 N2 Cu1 109.3(2) . . ?
C11 N2 Cu1 113.83(19) . . ?
C22 N4 C23 118.7(3) . . ?
C22 N4 Cu1 130.1(2) . . ?
C23 N4 Cu1 111.1(2) . . ?
C3 C4 C5 125.1(4) . . ?
C3 C4 C9 117.0(3) . . ?
C5 C4 C9 117.9(4) . . ?
O5 Cl3 O7 112.9(4) . . ?
O5 Cl3 O6 118.3(5) . . ?
O7 Cl3 O6 105.9(4) . . ?
O5 Cl3 O8 106.7(3) . . ?
O7 Cl3 O8 105.0(3) . . ?
O6 Cl3 O8 107.3(3) . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C15 N3 C14 109.5(3) . . ?
C15 N3 C13 106.8(2) . . ?
C14 N3 C13 111.0(3) . . ?
C15 N3 Cu1 107.3(2) . . ?
C14 N3 Cu1 112.4(2) . . ?
C13 N3 Cu1 109.7(2) . . ?
C6 C5 C4 120.3(4) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C24 N5 Cu1 165.0(3) . . ?
C5 C6 C7 122.0(4) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 N2 124.0(3) . . ?
C9 C8 N2 115.9(3) . . ?
N1 C9 C8 117.8(3) . . ?
N1 C9 C4 121.7(3) . . ?
C8 C9 C4 120.6(3) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 113.5(3) . . ?
N2 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
N2 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C11 116.0(3) . . ?
C13 C12 H12A 108.3 . . ?
C11 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
C11 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
N3 C13 C12 114.6(3) . . ?
N3 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
N3 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C23 120.4(3) . . ?
C16 C15 N3 122.3(3) . . ?
C23 C15 N3 117.2(3) . . ?
C15 C16 C17 120.1(4) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 121.0(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 121.4(4) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C23 118.4(3) . . ?
C20 C19 C18 124.9(4) . . ?
C23 C19 C18 116.7(4) . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 118.9(4) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
N4 C22 C21 123.1(4) . . ?
N4 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
N4 C23 C15 118.8(3) . . ?
N4 C23 C19 120.8(3) . . ?
C15 C23 C19 120.4(3) . . ?
N5 C24 C25 179.4(5) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
_geom_hbond_publ_flag
C1 H1 O2 0.93 2.59 3.441(7) 152.8 2_545 yes
C11 H11B O4 0.97 2.63 3.446(6) 141.6 1_655 yes
C13 H13B O6 0.97 2.47 3.379(7) 156.0 . yes
C14 H14A O1 0.96 2.53 3.446(6) 159.2 2_645 yes
C14 H14B O7 0.96 2.55 3.457(7) 157.4 1_655 yes
C16 H16 O8 0.93 2.54 3.427(7) 159.3 1_655 yes
C25 H25B O4 0.96 2.65 3.429(7) 139.0 4_675 yes
C25 H25C O3 0.96 2.60 3.455(9) 148.6 2_645 yes

_refine_diff_density_max         0.703
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc28c0j6
_database_code_depnum_ccdc_archive 'CCDC 2095957'
loop_
_audit_author_name
_audit_author_address
'Sunder N. Dhuri and Sarvesh S. Harmalkar'
;Goa University
India
;
_audit_update_record             
;
2021-07-12 deposited with the CCDC.	2022-12-01 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            'C24 H25 Cl2 Cu N5 O8'
_chemical_formula_weight         645.94

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'
Cu Cu 0.3201 1.2651 '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                   8.8978(2)
_cell_length_b                   12.9429(3)
_cell_length_c                   13.0536(3)
_cell_angle_alpha                89.5050(10)
_cell_angle_beta                 71.2600(10)
_cell_angle_gamma                74.5360(10)
_cell_volume                     1367.17(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      27.92

_exptl_crystal_description       NEEDLES
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             662
_exptl_transmission_factor_min   0.6759
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    1.051
_shelx_estimated_absorpt_T_min   0.649
_shelx_estimated_absorpt_T_max   0.809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32636
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.593
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6769
_reflns_number_gt                5497
_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-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)+(0.0870P)²+1.3091P] 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         6769
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1617
_refine_ls_wR_factor_gt          0.1479
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
Cu1 Cu 0.33491(4) 0.27412(3) 0.30487(3) 0.03842(13) Uani 1 1 d . . . . .
O1 O -0.1141(7) 0.2447(4) 0.4046(4) 0.1289(18) Uani 1 1 d . . . . .
Cl1 Cl -0.09923(12) 0.32688(7) 0.46598(8) 0.0623(2) Uani 1 1 d . . . . .
N1 N 0.3578(3) 0.4117(2) 0.2384(2) 0.0415(5) Uani 1 1 d . . . . .
C1 C 0.2398(5) 0.5038(3) 0.2629(3) 0.0510(7) Uani 1 1 d . . . . .
H1 H 0.135013 0.504080 0.308549 0.061 Uiso 1 1 calc R U . . .
N2 N 0.5995(3) 0.2166(2) 0.1892(2) 0.0444(6) Uani 1 1 d . . . . .
Cl2 Cl 0.76058(13) 0.82225(8) 0.18379(7) 0.0608(2) Uani 1 1 d . . . . .
O2 O -0.2450(6) 0.4056(4) 0.5183(4) 0.1347(18) Uani 1 1 d . . . . .
C2 C 0.2653(6) 0.6013(3) 0.2233(3) 0.0611(9) Uani 1 1 d . . . . .
H2 H 0.178158 0.663890 0.240324 0.073 Uiso 1 1 calc R U . . .
N3 N 0.2796(3) 0.21172(19) 0.17536(18) 0.0376(5) Uani 1 1 d . . . . .
O3 O 0.0234(5) 0.3705(3) 0.3970(3) 0.0874(10) Uani 1 1 d . . . . .
C3 C 0.4188(5) 0.6025(3) 0.1597(3) 0.0585(9) Uani 1 1 d . . . . .
H3 H 0.438697 0.666918 0.135264 0.070 Uiso 1 1 calc R U . . .
N4 N 0.3026(3) 0.1394(2) 0.3681(2) 0.0411(5) Uani 1 1 d . . . . .
O4 O -0.0376(6) 0.2739(4) 0.5482(3) 0.1271(17) Uani 1 1 d . . . . .
C4 C 0.5480(5) 0.5065(3) 0.1309(3) 0.0501(8) Uani 1 1 d . . . . .
C5 C 0.7104(5) 0.5004(4) 0.0615(3) 0.0638(10) Uani 1 1 d . . . . .
H5 H 0.736913 0.562981 0.036636 0.077 Uiso 1 1 calc R U . . .
N5 N 0.3676(4) 0.3301(3) 0.4391(2) 0.0584(7) Uani 1 1 d . . . . .
O5 O 0.7191(12) 0.7425(6) 0.1460(4) 0.210(4) Uani 1 1 d . . . . .
C6 C 0.8264(5) 0.4053(4) 0.0314(4) 0.0682(11) Uani 1 1 d . . . . .
H6 H 0.931002 0.402411 -0.016231 0.082 Uiso 1 1 calc R U . . .
O6 O 0.8666(11) 0.7762(8) 0.2365(8) 0.242(4) Uani 1 1 d . . . . .
C7 C 0.7913(4) 0.3101(3) 0.0710(3) 0.0573(8) Uani 1 1 d . . . . .
H7 H 0.872809 0.244897 0.048547 0.069 Uiso 1 1 calc R U . . .
O7 O 0.8464(6) 0.8759(3) 0.0984(3) 0.1089(13) Uani 1 1 d . . . . .
C8 C 0.6389(4) 0.3116(3) 0.1422(3) 0.0448(7) Uani 1 1 d . . . . .
O8 O 0.6444(10) 0.8890(6) 0.2642(6) 0.223(4) Uani 1 1 d . . . . .
C9 C 0.5128(4) 0.4105(2) 0.1716(2) 0.0419(6) Uani 1 1 d . . . . .
C10 C 0.7196(5) 0.1585(4) 0.2410(4) 0.0717(12) Uani 1 1 d . . . . .
H10A H 0.680448 0.102426 0.280077 0.107 Uiso 1 1 calc R U . . .
H10B H 0.731529 0.207790 0.290409 0.107 Uiso 1 1 calc R U . . .
H10C H 0.824592 0.127517 0.186194 0.107 Uiso 1 1 calc R U . . .
C11 C 0.5844(4) 0.1434(3) 0.1086(3) 0.0510(7) Uani 1 1 d . . . . .
H11A H 0.577807 0.075328 0.138819 0.061 Uiso 1 1 calc R U . . .
H11B H 0.681593 0.129384 0.044096 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4334(4) 0.1925(3) 0.0788(2) 0.0466(7) Uani 1 1 d . . . . .
H12A H 0.440825 0.260267 0.048235 0.056 Uiso 1 1 calc R U . . .
H12B H 0.427784 0.145039 0.023924 0.056 Uiso 1 1 calc R U . . .
C13 C 0.1405(4) 0.2856(3) 0.1488(3) 0.0504(7) Uani 1 1 d . . . . .
H13A H 0.160290 0.354829 0.137306 0.076 Uiso 1 1 calc R U . . .
H13B H 0.039441 0.292847 0.207770 0.076 Uiso 1 1 calc R U . . .
H13C H 0.131779 0.256814 0.084028 0.076 Uiso 1 1 calc R U . . .
C14 C 0.2413(4) 0.1107(2) 0.2074(2) 0.0410(6) Uani 1 1 d . . . . .
C15 C 0.1904(4) 0.0510(3) 0.1464(3) 0.0527(8) Uani 1 1 d . . . . .
H15 H 0.185303 0.071986 0.079001 0.063 Uiso 1 1 calc R U . . .
C16 C 0.1455(5) -0.0420(3) 0.1850(3) 0.0641(10) Uani 1 1 d . . . . .
H16 H 0.108853 -0.081140 0.143417 0.077 Uiso 1 1 calc R U . . .
C17 C 0.1549(5) -0.0751(3) 0.2814(3) 0.0634(10) Uani 1 1 d . . . . .
H17 H 0.123986 -0.136575 0.305713 0.076 Uiso 1 1 calc R U . . .
C18 C 0.2114(4) -0.0174(3) 0.3461(3) 0.0505(7) Uani 1 1 d . . . . .
C19 C 0.2228(6) -0.0459(3) 0.4488(3) 0.0659(10) Uani 1 1 d . . . . .
H19 H 0.197071 -0.107830 0.476474 0.079 Uiso 1 1 calc R U . . .
C20 C 0.2712(6) 0.0170(3) 0.5064(3) 0.0671(10) Uani 1 1 d . . . . .
H20 H 0.278666 -0.001277 0.574035 0.081 Uiso 1 1 calc R U . . .
C21 C 0.3099(5) 0.1094(3) 0.4641(3) 0.0548(8) Uani 1 1 d . . . . .
H21 H 0.342411 0.152036 0.505170 0.066 Uiso 1 1 calc R U . . .
C22 C 0.2538(4) 0.0772(2) 0.3081(2) 0.0400(6) Uani 1 1 d . . . . .
C23 C 0.3698(5) 0.3626(3) 0.5180(3) 0.0606(9) Uani 1 1 d . . . . .
C24 C 0.3697(8) 0.4032(5) 0.6223(4) 0.0998(19) Uani 1 1 d . . . . .
H24A H 0.472445 0.367749 0.632792 0.150 Uiso 1 1 calc R U . . .
H24B H 0.280081 0.389248 0.679749 0.150 Uiso 1 1 calc R U . . .
H24C H 0.356428 0.479313 0.622667 0.150 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
Cu1 N4 1.973(2) . ?
Cu1 N1 2.004(2) . ?
Cu1 N5 2.036(3) . ?
Cu1 N3 2.126(2) . ?
Cu1 N2 2.275(3) . ?
O1 Cl1 1.396(4) . ?
Cl1 O2 1.387(4) . ?
Cl1 O3 1.417(3) . ?
Cl1 O4 1.445(4) . ?
N1 C1 1.322(4) . ?
N1 C9 1.371(4) . ?
C1 C2 1.406(5) . ?
C1 H1 0.9300 . ?
N2 C8 1.445(4) . ?
N2 C10 1.480(4) . ?
N2 C11 1.483(4) . ?
Cl2 O8 1.326(6) . ?
Cl2 O5 1.332(5) . ?
Cl2 O6 1.352(6) . ?
Cl2 O7 1.425(4) . ?
C2 C3 1.356(6) . ?
C2 H2 0.9300 . ?
N3 C14 1.462(4) . ?
N3 C13 1.486(4) . ?
N3 C12 1.496(4) . ?
C3 C4 1.406(5) . ?
C3 H3 0.9300 . ?
N4 C21 1.326(4) . ?
N4 C22 1.365(4) . ?
C4 C9 1.418(4) . ?
C4 C5 1.419(5) . ?
C5 C6 1.344(6) . ?
C5 H5 0.9300 . ?
N5 C23 1.123(5) . ?
C6 C7 1.405(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.419(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.496(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.366(4) . ?
C14 C22 1.410(4) . ?
C15 C16 1.407(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.346(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.417(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.416(5) . ?
C18 C22 1.416(4) . ?
C19 C20 1.349(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.393(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C23 C24 1.463(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
N4 Cu1 N1 177.15(10) . . ?
N4 Cu1 N5 92.84(11) . . ?
N1 Cu1 N5 89.11(11) . . ?
N4 Cu1 N3 83.28(10) . . ?
N1 Cu1 N3 94.62(9) . . ?
N5 Cu1 N3 174.25(11) . . ?
N4 Cu1 N2 101.32(10) . . ?
N1 Cu1 N2 80.30(10) . . ?
N5 Cu1 N2 101.70(12) . . ?
N3 Cu1 N2 83.27(9) . . ?
O2 Cl1 O1 115.6(4) . . ?
O2 Cl1 O3 112.2(3) . . ?
O1 Cl1 O3 107.4(2) . . ?
O2 Cl1 O4 107.8(3) . . ?
O1 Cl1 O4 105.1(3) . . ?
O3 Cl1 O4 108.3(3) . . ?
C1 N1 C9 118.9(3) . . ?
C1 N1 Cu1 124.6(2) . . ?
C9 N1 Cu1 116.1(2) . . ?
N1 C1 C2 123.1(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C8 N2 C10 112.2(3) . . ?
C8 N2 C11 111.8(3) . . ?
C10 N2 C11 110.6(3) . . ?
C8 N2 Cu1 105.76(19) . . ?
C10 N2 Cu1 114.0(2) . . ?
C11 N2 Cu1 101.93(18) . . ?
O8 Cl2 O5 117.0(5) . . ?
O8 Cl2 O6 99.5(7) . . ?
O5 Cl2 O6 106.4(6) . . ?
O8 Cl2 O7 113.4(4) . . ?
O5 Cl2 O7 111.9(3) . . ?
O6 Cl2 O7 107.1(4) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C14 N3 C13 110.2(2) . . ?
C14 N3 C12 111.1(2) . . ?
C13 N3 C12 109.0(2) . . ?
C14 N3 Cu1 106.76(17) . . ?
C13 N3 Cu1 113.92(19) . . ?
C12 N3 Cu1 105.77(17) . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C21 N4 C22 118.5(3) . . ?
C21 N4 Cu1 126.9(2) . . ?
C22 N4 Cu1 114.31(19) . . ?
C3 C4 C9 118.1(3) . . ?
C3 C4 C5 123.4(3) . . ?
C9 C4 C5 118.5(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C23 N5 Cu1 173.3(4) . . ?
C5 C6 C7 120.7(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 N2 123.1(3) . . ?
C9 C8 N2 117.9(3) . . ?
N1 C9 C4 120.9(3) . . ?
N1 C9 C8 119.3(3) . . ?
C4 C9 C8 119.8(3) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 110.4(3) . . ?
N2 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N3 C12 C11 111.5(3) . . ?
N3 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
N3 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C22 119.9(3) . . ?
C15 C14 N3 123.2(3) . . ?
C22 C14 N3 116.9(2) . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C22 117.3(3) . . ?
C19 C18 C17 124.3(3) . . ?
C22 C18 C17 118.4(3) . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 119.7(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
N4 C21 C20 123.0(3) . . ?
N4 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
N4 C22 C14 118.5(2) . . ?
N4 C22 C18 121.7(3) . . ?
C14 C22 C18 119.7(3) . . ?
N5 C23 C24 178.4(4) . . ?
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 . . ?

_refine_diff_density_max         1.134
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.077

