# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1884418'
loop_
_audit_author_name
_audit_author_address
'Marappan Velusamy and Mitu Sharma '
;Tezpur University
India
;
_audit_update_record             
;
2019-09-17 deposited with the CCDC.	2020-05-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H26 Cl2 Cu N6 O8'
_chemical_formula_weight         564.87

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/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                   11.562(3)
_cell_length_b                   14.067(4)
_cell_length_c                   13.652(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.830(4)
_cell_angle_gamma                90
_cell_volume                     2219.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3897
_cell_measurement_theta_min      3.258
_cell_measurement_theta_max      25.000

_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_F_000             1164
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.340
_exptl_absorpt_coefficient_mu    1.282
_shelx_estimated_absorpt_T_min   0.596
_shelx_estimated_absorpt_T_max   0.670
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker,Kappa
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25910
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.258
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.241
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             3897
_reflns_number_gt                3333
_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    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1310P)²+3.1208P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3897
_refine_ls_number_parameters     305
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1902
_refine_ls_wR_factor_gt          0.1806
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.121
_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
Cu1 Cu 0.31521(4) 0.47951(4) 0.21212(4) 0.0130(2) Uani 1 1 d . . . . .
Cl2 Cl -0.08253(8) 0.36016(7) 0.35469(8) 0.0155(3) Uani 1 1 d . . . . .
Cl1 Cl 0.48828(9) 0.26132(7) -0.01703(8) 0.0197(3) Uani 1 1 d . . . . .
N2 N 0.2168(3) 0.4888(3) 0.0845(3) 0.0147(8) Uani 1 1 d . . . . .
N4 N 0.4205(3) 0.4590(3) 0.3313(3) 0.0154(8) Uani 1 1 d . . . . .
H4 H 0.4256 0.3891 0.3441 0.019 Uiso 1 1 calc R U . . .
N1 N 0.2585(3) 0.3249(3) 0.1809(3) 0.0158(8) Uani 1 1 d . . . . .
C4 C 0.1351(4) 0.2339(3) 0.0730(3) 0.0175(9) Uani 1 1 d . . . . .
H4A H 0.0841 0.2320 0.0171 0.021 Uiso 1 1 calc R U . . .
N6 N 0.3143(4) 0.6693(3) 0.2512(4) 0.0263(10) Uani 1 1 d . . . . .
C14 C 0.2373(4) 0.4795(3) 0.4089(3) 0.0204(10) Uani 1 1 d . . . . .
H14A H 0.2271 0.4111 0.4233 0.024 Uiso 1 1 calc R U . . .
H14B H 0.1951 0.5164 0.4581 0.024 Uiso 1 1 calc R U . . .
N5 N 0.1883(3) 0.5009(3) 0.3088(3) 0.0165(8) Uani 1 1 d . . . . .
H5 H 0.1268 0.4525 0.2941 0.020 Uiso 1 1 calc R U . . .
C8 C 0.1073(4) 0.4949(4) -0.0982(4) 0.0231(10) Uani 1 1 d . . . . .
H8 H 0.0705 0.4972 -0.1613 0.028 Uiso 1 1 calc R U . . .
N3 N 0.4651(3) 0.4823(3) 0.1392(3) 0.0196(9) Uani 1 1 d . . . . .
H3A H 0.4601 0.4380 0.0828 0.024 Uiso 1 1 calc R U . . .
H3B H 0.4790 0.5471 0.1139 0.024 Uiso 1 1 calc R U . . .
C5 C 0.1887(3) 0.3186(3) 0.1012(3) 0.0129(9) Uani 1 1 d . . . . .
O6 O -0.0318(3) 0.4198(2) 0.4303(2) 0.0235(7) Uani 1 1 d . . . . .
O8 O -0.0048(3) 0.3552(3) 0.2737(2) 0.0276(8) Uani 1 1 d . . . . .
C6 C 0.1721(4) 0.4085(3) 0.0443(3) 0.0131(9) Uani 1 1 d . . . . .
C7 C 0.1163(4) 0.4100(3) -0.0481(3) 0.0195(10) Uani 1 1 d . . . . .
H7 H 0.0851 0.3533 -0.0760 0.023 Uiso 1 1 calc R U . . .
O7 O -0.1008(3) 0.2662(2) 0.3923(3) 0.0341(9) Uani 1 1 d . . . . .
C3 C 0.1568(4) 0.1529(3) 0.1271(4) 0.0230(11) Uani 1 1 d . . . . .
H3 H 0.1232 0.0939 0.1077 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5371(4) 0.4934(4) 0.3073(4) 0.0226(10) Uani 1 1 d . . . . .
H12A H 0.5954 0.4707 0.3566 0.027 Uiso 1 1 calc R U . . .
H12B H 0.5388 0.5638 0.3062 0.027 Uiso 1 1 calc R U . . .
O5 O -0.1904(3) 0.4001(3) 0.3196(3) 0.0337(9) Uani 1 1 d . . . . .
O4 O 0.4250(4) 0.3464(3) -0.0413(3) 0.0442(11) Uani 1 1 d . . . . .
C16 C 0.2169(4) 0.6769(3) 0.3171(4) 0.0250(11) Uani 1 1 d . . . . .
H16A H 0.1763 0.7381 0.3052 0.030 Uiso 1 1 calc R U . . .
H16B H 0.2466 0.6765 0.3859 0.030 Uiso 1 1 calc R U . . .
C1 C 0.2768(4) 0.2455(3) 0.2339(4) 0.0208(10) Uani 1 1 d . . . . .
H1 H 0.3259 0.2493 0.2909 0.025 Uiso 1 1 calc R U . . .
C9 C 0.1526(4) 0.5770(4) -0.0555(4) 0.0258(11) Uani 1 1 d . . . . .
H9 H 0.1461 0.6364 -0.0883 0.031 Uiso 1 1 calc R U . . .
C10 C 0.2064(4) 0.5706(3) 0.0345(3) 0.0225(10) Uani 1 1 d . . . . .
H10 H 0.2381 0.6268 0.0631 0.027 Uiso 1 1 calc R U . . .
C2 C 0.2281(4) 0.1588(3) 0.2101(4) 0.0219(10) Uani 1 1 d . . . . .
H2 H 0.2431 0.1044 0.2497 0.026 Uiso 1 1 calc R U . . .
C11 C 0.5621(4) 0.4538(4) 0.2070(4) 0.0240(10) Uani 1 1 d . . . . .
H11A H 0.6361 0.4795 0.1838 0.029 Uiso 1 1 calc R U . . .
H11B H 0.5681 0.3836 0.2099 0.029 Uiso 1 1 calc R U . . .
C15 C 0.1324(4) 0.5958(3) 0.3015(4) 0.0241(10) Uani 1 1 d . . . . .
H15A H 0.0718 0.6002 0.3509 0.029 Uiso 1 1 calc R U . . .
H15B H 0.0941 0.6023 0.2359 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3653(4) 0.5045(3) 0.4161(3) 0.0181(10) Uani 1 1 d . . . . .
H13A H 0.3758 0.5743 0.4138 0.022 Uiso 1 1 calc R U . . .
H13B H 0.4004 0.4805 0.4783 0.022 Uiso 1 1 calc R U . . .
O3 O 0.5392(4) 0.2242(3) -0.1028(3) 0.0526(13) Uani 1 1 d . . . . .
O1 O 0.4079(5) 0.1923(4) 0.0141(4) 0.0733(16) Uani 1 1 d . U . . .
O2 O 0.5717(6) 0.2812(5) 0.0537(5) 0.096(2) Uani 1 1 d . U . . .
H6A H 0.388(10) 0.674(7) 0.278(8) 0.115 Uiso 1 1 d . U . . .
H6B H 0.304(5) 0.700(4) 0.200(5) 0.035(18) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 2.021(4) . ?
Cu1 N3 2.027(4) . ?
Cu1 N5 2.027(4) . ?
Cu1 N2 2.054(4) . ?
Cu1 N1 2.308(4) . ?
Cl2 O7 1.435(3) . ?
Cl2 O5 1.436(3) . ?
Cl2 O6 1.440(3) . ?
Cl2 O8 1.449(3) . ?
Cl1 O2 1.371(7) . ?
Cl1 O1 1.419(6) . ?
Cl1 O3 1.427(4) . ?
Cl1 O4 1.435(4) . ?
N2 C10 1.342(6) . ?
N2 C6 1.351(6) . ?
N4 C12 1.479(6) . ?
N4 C13 1.485(6) . ?
N4 H4 1.0000 . ?
N1 C5 1.337(6) . ?
N1 C1 1.344(6) . ?
C4 C3 1.376(7) . ?
C4 C5 1.392(6) . ?
C4 H4A 0.9500 . ?
N6 C16 1.468(7) . ?
N6 H6A 0.92(11) . ?
N6 H6B 0.83(6) . ?
C14 N5 1.492(6) . ?
C14 C13 1.521(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N5 C15 1.485(6) . ?
N5 H5 1.0000 . ?
C8 C7 1.379(7) . ?
C8 C9 1.388(7) . ?
C8 H8 0.9500 . ?
N3 C11 1.485(6) . ?
N3 H3A 0.9900 . ?
N3 H3B 0.9900 . ?
C5 C6 1.493(6) . ?
C6 C7 1.399(6) . ?
C7 H7 0.9500 . ?
C3 C2 1.382(7) . ?
C3 H3 0.9500 . ?
C12 C11 1.515(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C16 C15 1.513(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C1 C2 1.378(7) . ?
C1 H1 0.9500 . ?
C9 C10 1.362(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C2 H2 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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 N3 84.00(16) . . ?
N4 Cu1 N5 85.81(15) . . ?
N3 Cu1 N5 164.83(16) . . ?
N4 Cu1 N2 174.09(14) . . ?
N3 Cu1 N2 92.39(16) . . ?
N5 Cu1 N2 98.62(16) . . ?
N4 Cu1 N1 100.04(14) . . ?
N3 Cu1 N1 99.77(14) . . ?
N5 Cu1 N1 93.04(15) . . ?
N2 Cu1 N1 75.91(13) . . ?
O7 Cl2 O5 110.1(2) . . ?
O7 Cl2 O6 110.0(2) . . ?
O5 Cl2 O6 109.9(2) . . ?
O7 Cl2 O8 109.3(2) . . ?
O5 Cl2 O8 108.5(2) . . ?
O6 Cl2 O8 109.1(2) . . ?
O2 Cl1 O1 112.4(4) . . ?
O2 Cl1 O3 110.7(4) . . ?
O1 Cl1 O3 106.7(3) . . ?
O2 Cl1 O4 109.5(4) . . ?
O1 Cl1 O4 107.8(3) . . ?
O3 Cl1 O4 109.7(3) . . ?
C10 N2 C6 118.9(4) . . ?
C10 N2 Cu1 121.6(3) . . ?
C6 N2 Cu1 119.1(3) . . ?
C12 N4 C13 116.7(4) . . ?
C12 N4 Cu1 107.7(3) . . ?
C13 N4 Cu1 107.6(3) . . ?
C12 N4 H4 108.2 . . ?
C13 N4 H4 108.2 . . ?
Cu1 N4 H4 108.2 . . ?
C5 N1 C1 117.7(4) . . ?
C5 N1 Cu1 111.9(3) . . ?
C1 N1 Cu1 130.1(3) . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
C16 N6 H6A 118(7) . . ?
C16 N6 H6B 112(4) . . ?
H6A N6 H6B 115(8) . . ?
N5 C14 C13 110.6(4) . . ?
N5 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
N5 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C15 N5 C14 113.3(4) . . ?
C15 N5 Cu1 114.3(3) . . ?
C14 N5 Cu1 107.7(3) . . ?
C15 N5 H5 107.0 . . ?
C14 N5 H5 107.0 . . ?
Cu1 N5 H5 107.0 . . ?
C7 C8 C9 119.4(4) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C11 N3 Cu1 109.2(3) . . ?
C11 N3 H3A 109.8 . . ?
Cu1 N3 H3A 109.8 . . ?
C11 N3 H3B 109.8 . . ?
Cu1 N3 H3B 109.8 . . ?
H3A N3 H3B 108.3 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 C6 115.6(4) . . ?
C4 C5 C6 122.2(4) . . ?
N2 C6 C7 120.9(4) . . ?
N2 C6 C5 117.1(4) . . ?
C7 C6 C5 122.0(4) . . ?
C8 C7 C6 119.0(4) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
N4 C12 C11 106.3(4) . . ?
N4 C12 H12A 110.5 . . ?
C11 C12 H12A 110.5 . . ?
N4 C12 H12B 110.5 . . ?
C11 C12 H12B 110.5 . . ?
H12A C12 H12B 108.7 . . ?
N6 C16 C15 111.3(4) . . ?
N6 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
N6 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N1 C1 C2 123.5(4) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C10 C9 C8 118.6(4) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
N2 C10 C9 123.1(4) . . ?
N2 C10 H10 118.4 . . ?
C9 C10 H10 118.4 . . ?
C1 C2 C3 118.4(4) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
N3 C11 C12 107.6(4) . . ?
N3 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
N3 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
N5 C15 C16 113.0(4) . . ?
N5 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
N5 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
N4 C13 C14 106.9(4) . . ?
N4 C13 H13A 110.3 . . ?
C14 C13 H13A 110.3 . . ?
N4 C13 H13B 110.3 . . ?
C14 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?

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
C13 C14 N5 C15 -95.2(4) . . . . ?
C13 C14 N5 Cu1 32.3(4) . . . . ?
C1 N1 C5 C4 0.5(6) . . . . ?
Cu1 N1 C5 C4 -174.0(3) . . . . ?
C1 N1 C5 C6 -179.4(4) . . . . ?
Cu1 N1 C5 C6 6.1(4) . . . . ?
C3 C4 C5 N1 -1.8(6) . . . . ?
C3 C4 C5 C6 178.1(4) . . . . ?
C10 N2 C6 C7 0.3(6) . . . . ?
Cu1 N2 C6 C7 -172.4(3) . . . . ?
C10 N2 C6 C5 178.3(4) . . . . ?
Cu1 N2 C6 C5 5.6(5) . . . . ?
N1 C5 C6 N2 -7.9(5) . . . . ?
C4 C5 C6 N2 172.2(4) . . . . ?
N1 C5 C6 C7 170.1(4) . . . . ?
C4 C5 C6 C7 -9.8(6) . . . . ?
C9 C8 C7 C6 -0.7(7) . . . . ?
N2 C6 C7 C8 0.0(7) . . . . ?
C5 C6 C7 C8 -177.9(4) . . . . ?
C5 C4 C3 C2 2.3(6) . . . . ?
C13 N4 C12 C11 -167.2(4) . . . . ?
Cu1 N4 C12 C11 -46.2(4) . . . . ?
C5 N1 C1 C2 0.4(7) . . . . ?
Cu1 N1 C1 C2 173.7(3) . . . . ?
C7 C8 C9 C10 1.0(7) . . . . ?
C6 N2 C10 C9 0.1(7) . . . . ?
Cu1 N2 C10 C9 172.6(4) . . . . ?
C8 C9 C10 N2 -0.8(7) . . . . ?
N1 C1 C2 C3 0.1(7) . . . . ?
C4 C3 C2 C1 -1.5(6) . . . . ?
Cu1 N3 C11 C12 -36.2(4) . . . . ?
N4 C12 C11 N3 54.4(5) . . . . ?
C14 N5 C15 C16 65.2(5) . . . . ?
Cu1 N5 C15 C16 -58.8(5) . . . . ?
N6 C16 C15 N5 53.7(5) . . . . ?
C12 N4 C13 C14 164.2(4) . . . . ?
Cu1 N4 C13 C14 43.0(4) . . . . ?
N5 C14 C13 N4 -50.6(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
N4 H4 Cl1 1.00 2.92 3.795(4) 147.0 4_566
N4 H4 O3 1.00 2.17 3.042(6) 144.1 4_566
N4 H4 O1 1.00 2.60 3.286(7) 125.7 4_566
C14 H14B O6 0.99 2.62 3.578(6) 162.4 3_566
N5 H5 Cl2 1.00 2.89 3.774(4) 147.7 .
N5 H5 O8 1.00 2.06 3.057(5) 175.8 .
N3 H3A Cl1 0.99 2.86 3.784(4) 155.8 .
N3 H3A O4 0.99 2.16 3.141(6) 172.4 .
N3 H3A O2 0.99 2.59 3.313(8) 129.5 .
N3 H3B O4 0.99 2.13 3.052(6) 154.6 3_665
C16 H16A Cl2 0.99 2.96 3.785(5) 141.8 2
C10 H10 O7 0.95 2.61 3.185(6) 119.5 2
C11 H11B O2 0.99 2.58 3.210(9) 121.8 .
C13 H13A N6 0.99 2.67 3.272(7) 119.5 .
C13 H13B O1 0.99 2.48 3.107(7) 121.0 4_566
N6 H6B O3 0.83(6) 2.52(6) 3.071(6) 125(5) 3_665
N4 H4 Cl1 1.00 2.92 3.795(4) 147.0 4_566
N4 H4 O3 1.00 2.17 3.042(6) 144.1 4_566
N4 H4 O1 1.00 2.60 3.286(7) 125.7 4_566
C14 H14B O6 0.99 2.62 3.578(6) 162.4 3_566
N5 H5 Cl2 1.00 2.89 3.774(4) 147.7 .
N5 H5 O8 1.00 2.06 3.057(5) 175.8 .
N3 H3A Cl1 0.99 2.86 3.784(4) 155.8 .
N3 H3A O4 0.99 2.16 3.141(6) 172.4 .
N3 H3A O2 0.99 2.59 3.313(8) 129.5 .
N3 H3B O4 0.99 2.13 3.052(6) 154.6 3_665
C16 H16A Cl2 0.99 2.96 3.785(5) 141.8 2
C10 H10 O7 0.95 2.61 3.185(6) 119.5 2
C11 H11B O2 0.99 2.58 3.210(9) 121.8 .
C13 H13A N6 0.99 2.67 3.272(7) 119.5 .
C13 H13B O1 0.99 2.48 3.107(7) 121.0 4_566
N6 H6B O3 0.83(6) 2.52(6) 3.071(6) 125(5) 3_665

_refine_diff_density_max         2.092
_refine_diff_density_min         -1.510
_refine_diff_density_rms         0.163

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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 1884428'
loop_
_audit_author_name
_audit_author_address
'Marappan Velusamy and Mitu Sharma '
;Tezpur University
India
;
_audit_update_record             
;
2019-09-17 deposited with the CCDC.	2020-05-15 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            'C18 H26 Cl2 Cu N6 O8'
_chemical_formula_weight         588.89

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/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                   11.822(2)
_cell_length_b                   13.985(3)
_cell_length_c                   13.983(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.685(2)
_cell_angle_gamma                90
_cell_volume                     2307.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6184
_cell_measurement_theta_min      3.259
_cell_measurement_theta_max      29.140

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_F_000             1212
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.237
_shelx_estimated_absorpt_T_min   0.808
_shelx_estimated_absorpt_T_max   0.918
_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      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30293
_diffrn_reflns_av_unetI/netI     0.1207
_diffrn_reflns_av_R_equivalents  0.1127
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.259
_diffrn_reflns_theta_max         29.140
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6184
_reflns_number_gt                3475
_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)+(0.0346P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6184
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1172
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   0.913
_refine_ls_restrained_S_all      0.913
_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 0.82767(3) 0.51394(2) 0.27488(3) 0.01273(11) Uani 1 1 d . . . . .
Cl2 Cl 0.40528(7) 0.62182(5) 0.17278(6) 0.01607(18) Uani 1 1 d . . . . .
Cl1 Cl 1.01310(7) 0.25774(5) 0.48829(6) 0.01719(18) Uani 1 1 d . . . . .
O6 O 0.4496(2) 0.56494(14) 0.09679(16) 0.0227(6) Uani 1 1 d . . . . .
N2 N 0.7408(2) 0.50527(16) 0.39534(18) 0.0123(5) Uani 1 1 d . . . . .
O7 O 0.3098(2) 0.57483(15) 0.20949(18) 0.0274(6) Uani 1 1 d . . . . .
N3 N 0.9790(2) 0.51718(16) 0.35181(18) 0.0133(6) Uani 1 1 d . . . . .
H00A H 0.976306 0.560179 0.400458 0.016 Uiso 1 1 calc R U . . .
H00B H 0.994513 0.458571 0.377700 0.016 Uiso 1 1 calc R U . . .
N5 N 0.6951(2) 0.49518(17) 0.17571(19) 0.0167(6) Uani 1 1 d . . . . .
H008 H 0.637485 0.545284 0.188046 0.020 Uiso 1 1 calc R U . . .
N1 N 0.7689(2) 0.67075(16) 0.29647(18) 0.0129(6) Uani 1 1 d . . . . .
N4 N 0.9215(2) 0.53598(17) 0.16178(18) 0.0142(6) Uani 1 1 d . . . . .
H00C H 0.923950 0.606420 0.149770 0.017 Uiso 1 1 calc R U . . .
O1 O 1.0627(3) 0.34924(16) 0.47100(18) 0.0397(8) Uani 1 1 d . . . . .
O8 O 0.3720(2) 0.71403(15) 0.13729(19) 0.0355(7) Uani 1 1 d . . . . .
N6 N 0.8184(3) 0.32651(19) 0.2387(2) 0.0234(7) Uani 1 1 d . . . . .
O5 O 0.4936(2) 0.63005(19) 0.24855(19) 0.0432(8) Uani 1 1 d . . . . .
C12 C 0.7069(3) 0.6743(2) 0.3732(2) 0.0118(6) Uani 1 1 d . . . . .
C11 C 0.6939(3) 0.5883(2) 0.4275(2) 0.0118(6) Uani 1 1 d . . . . .
C10 C 0.7319(3) 0.4259(2) 0.4472(2) 0.0158(7) Uani 1 1 d . . . . .
H00H H 0.765510 0.368798 0.425457 0.019 Uiso 1 1 calc R U . . .
C4 C 0.6541(3) 0.7588(2) 0.4039(2) 0.0135(7) Uani 1 1 d . . . . .
C8 C 0.6255(3) 0.5046(2) 0.5636(2) 0.0165(7) Uani 1 1 d . . . . .
H00J H 0.586390 0.503522 0.620864 0.020 Uiso 1 1 calc R U . . .
C14 C 1.0382(3) 0.5038(2) 0.1888(2) 0.0182(7) Uani 1 1 d . . . . .
H00F H 1.091173 0.527791 0.142255 0.022 Uiso 1 1 calc R U . . .
H00G H 1.041987 0.433137 0.190056 0.022 Uiso 1 1 calc R U . . .
O4 O 0.9492(3) 0.22474(18) 0.4044(2) 0.0616(11) Uani 1 1 d . . . . .
C3 C 0.6676(3) 0.8416(2) 0.3490(2) 0.0165(7) Uani 1 1 d . . . . .
H00M H 0.633378 0.899966 0.366440 0.020 Uiso 1 1 calc R U . . .
O3 O 1.0987(2) 0.19022(18) 0.5116(2) 0.0584(10) Uani 1 1 d . . . . .
C2 C 0.7300(3) 0.8378(2) 0.2704(2) 0.0180(7) Uani 1 1 d . . . . .
H00O H 0.739596 0.893192 0.232507 0.022 Uiso 1 1 calc R U . . .
C16 C 0.7388(3) 0.5163(2) 0.0796(2) 0.0204(8) Uani 1 1 d . . . . .
H00I H 0.728416 0.585073 0.064908 0.024 Uiso 1 1 calc R U . . .
H00K H 0.694709 0.479222 0.029744 0.024 Uiso 1 1 calc R U . . .
C17 C 0.6383(3) 0.4016(2) 0.1815(2) 0.0229(8) Uani 1 1 d . . . . .
H00L H 0.575849 0.398148 0.130877 0.027 Uiso 1 1 calc R U . . .
H00N H 0.604533 0.396303 0.244230 0.027 Uiso 1 1 calc R U . . .
C6 C 0.5819(3) 0.6765(2) 0.5397(2) 0.0157(7) Uani 1 1 d . . . . .
H00R H 0.541121 0.677530 0.596040 0.019 Uiso 1 1 calc R U . . .
C9 C 0.6761(3) 0.4228(2) 0.5311(2) 0.0187(7) Uani 1 1 d . . . . .
H00S H 0.672515 0.364746 0.566178 0.022 Uiso 1 1 calc R U . . .
C13 C 1.0686(3) 0.5446(2) 0.2881(2) 0.0185(7) Uani 1 1 d . . . . .
H00P H 1.142693 0.519026 0.313392 0.022 Uiso 1 1 calc R U . . .
H00Q H 1.074445 0.615165 0.284677 0.022 Uiso 1 1 calc R U . . .
C7 C 0.6330(3) 0.5891(2) 0.5106(2) 0.0153(7) Uani 1 1 d . . . . .
C1 C 0.7798(3) 0.7509(2) 0.2464(2) 0.0163(7) Uani 1 1 d . . . . .
H00V H 0.823589 0.749011 0.191802 0.020 Uiso 1 1 calc R U . . .
C5 C 0.5909(3) 0.7572(2) 0.4880(2) 0.0170(7) Uani 1 1 d . . . . .
H00W H 0.554737 0.813944 0.507584 0.020 Uiso 1 1 calc R U . . .
C15 C 0.8627(3) 0.4909(2) 0.0778(2) 0.0168(7) Uani 1 1 d . . . . .
H00T H 0.872763 0.420635 0.080474 0.020 Uiso 1 1 calc R U . . .
H00U H 0.893699 0.514842 0.018179 0.020 Uiso 1 1 calc R U . . .
O2 O 0.9414(3) 0.2689(2) 0.5638(3) 0.0814(13) Uani 1 1 d . . . . .
C18 C 0.7177(3) 0.3182(2) 0.1699(2) 0.0232(8) Uani 1 1 d . . . . .
H00X H 0.677491 0.257582 0.181354 0.028 Uiso 1 1 calc R U . . .
H00Y H 0.742377 0.317036 0.103572 0.028 Uiso 1 1 calc R U . . .
H00D H 0.883(3) 0.306(2) 0.210(3) 0.028 Uiso 1 1 d . U . . .
H00E H 0.803(3) 0.290(2) 0.288(3) 0.028 Uiso 1 1 d . 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 2.013(3) . ?
Cu1 N3 2.028(2) . ?
Cu1 N2 2.032(3) . ?
Cu1 N5 2.042(2) . ?
Cu1 N1 2.326(2) . ?
Cl2 O8 1.428(2) . ?
Cl2 O7 1.429(2) . ?
Cl2 O5 1.443(2) . ?
Cl2 O6 1.452(2) . ?
Cl1 O2 1.404(3) . ?
Cl1 O3 1.407(3) . ?
Cl1 O4 1.431(2) . ?
Cl1 O1 1.435(2) . ?
N2 C10 1.334(3) . ?
N2 C11 1.375(4) . ?
N3 C13 1.479(4) . ?
N3 H00A 0.9100 . ?
N3 H00B 0.9100 . ?
N5 C17 1.476(4) . ?
N5 C16 1.499(4) . ?
N5 H008 1.0000 . ?
N1 C1 1.332(4) . ?
N1 C12 1.339(4) . ?
N4 C15 1.468(4) . ?
N4 C14 1.476(4) . ?
N4 H00C 1.0000 . ?
N6 C18 1.486(4) . ?
N6 H00D 0.93(4) . ?
N6 H00E 0.89(4) . ?
C12 C4 1.416(4) . ?
C12 C11 1.436(4) . ?
C11 C7 1.406(4) . ?
C10 C9 1.384(4) . ?
C10 H00H 0.9500 . ?
C4 C3 1.404(4) . ?
C4 C5 1.433(4) . ?
C8 C9 1.381(4) . ?
C8 C7 1.402(4) . ?
C8 H00J 0.9500 . ?
C14 C13 1.523(4) . ?
C14 H00F 0.9900 . ?
C14 H00G 0.9900 . ?
C3 C2 1.363(4) . ?
C3 H00M 0.9500 . ?
C2 C1 1.400(4) . ?
C2 H00O 0.9500 . ?
C16 C15 1.510(5) . ?
C16 H00I 0.9900 . ?
C16 H00K 0.9900 . ?
C17 C18 1.512(4) . ?
C17 H00L 0.9900 . ?
C17 H00N 0.9900 . ?
C6 C5 1.349(4) . ?
C6 C7 1.433(4) . ?
C6 H00R 0.9500 . ?
C9 H00S 0.9500 . ?
C13 H00P 0.9900 . ?
C13 H00Q 0.9900 . ?
C1 H00V 0.9500 . ?
C5 H00W 0.9500 . ?
C15 H00T 0.9900 . ?
C15 H00U 0.9900 . ?
C18 H00X 0.9900 . ?
C18 H00Y 0.9900 . ?

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 N3 84.34(11) . . ?
N4 Cu1 N2 173.60(10) . . ?
N3 Cu1 N2 92.13(10) . . ?
N4 Cu1 N5 85.63(11) . . ?
N3 Cu1 N5 167.33(11) . . ?
N2 Cu1 N5 98.55(11) . . ?
N4 Cu1 N1 98.15(10) . . ?
N3 Cu1 N1 99.83(9) . . ?
N2 Cu1 N1 77.15(9) . . ?
N5 Cu1 N1 89.24(9) . . ?
O8 Cl2 O7 109.51(15) . . ?
O8 Cl2 O5 110.68(17) . . ?
O7 Cl2 O5 108.87(17) . . ?
O8 Cl2 O6 110.16(15) . . ?
O7 Cl2 O6 109.94(14) . . ?
O5 Cl2 O6 107.65(15) . . ?
O2 Cl1 O3 111.1(2) . . ?
O2 Cl1 O4 109.9(2) . . ?
O3 Cl1 O4 107.88(17) . . ?
O2 Cl1 O1 107.51(17) . . ?
O3 Cl1 O1 110.00(18) . . ?
O4 Cl1 O1 110.46(17) . . ?
C10 N2 C11 118.5(3) . . ?
C10 N2 Cu1 124.2(2) . . ?
C11 N2 Cu1 117.19(19) . . ?
C13 N3 Cu1 109.16(18) . . ?
C13 N3 H00A 109.8 . . ?
Cu1 N3 H00A 109.8 . . ?
C13 N3 H00B 109.8 . . ?
Cu1 N3 H00B 109.8 . . ?
H00A N3 H00B 108.3 . . ?
C17 N5 C16 114.1(2) . . ?
C17 N5 Cu1 114.16(19) . . ?
C16 N5 Cu1 106.84(19) . . ?
C17 N5 H008 107.1 . . ?
C16 N5 H008 107.1 . . ?
Cu1 N5 H008 107.1 . . ?
C1 N1 C12 117.8(3) . . ?
C1 N1 Cu1 133.3(2) . . ?
C12 N1 Cu1 108.79(17) . . ?
C15 N4 C14 117.4(2) . . ?
C15 N4 Cu1 107.8(2) . . ?
C14 N4 Cu1 107.79(19) . . ?
C15 N4 H00C 107.8 . . ?
C14 N4 H00C 107.8 . . ?
Cu1 N4 H00C 107.8 . . ?
C18 N6 H00D 110(2) . . ?
C18 N6 H00E 105(2) . . ?
H00D N6 H00E 112(3) . . ?
N1 C12 C4 123.2(3) . . ?
N1 C12 C11 118.4(3) . . ?
C4 C12 C11 118.4(3) . . ?
N2 C11 C7 121.1(3) . . ?
N2 C11 C12 118.4(3) . . ?
C7 C11 C12 120.5(3) . . ?
N2 C10 C9 123.1(3) . . ?
N2 C10 H00H 118.5 . . ?
C9 C10 H00H 118.5 . . ?
C3 C4 C12 117.1(3) . . ?
C3 C4 C5 123.0(3) . . ?
C12 C4 C5 119.9(3) . . ?
C9 C8 C7 118.8(3) . . ?
C9 C8 H00J 120.6 . . ?
C7 C8 H00J 120.6 . . ?
N4 C14 C13 106.3(3) . . ?
N4 C14 H00F 110.5 . . ?
C13 C14 H00F 110.5 . . ?
N4 C14 H00G 110.5 . . ?
C13 C14 H00G 110.5 . . ?
H00F C14 H00G 108.7 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H00M 120.2 . . ?
C4 C3 H00M 120.2 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H00O 120.5 . . ?
C1 C2 H00O 120.5 . . ?
N5 C16 C15 111.1(2) . . ?
N5 C16 H00I 109.4 . . ?
C15 C16 H00I 109.4 . . ?
N5 C16 H00K 109.4 . . ?
C15 C16 H00K 109.4 . . ?
H00I C16 H00K 108.0 . . ?
N5 C17 C18 113.0(3) . . ?
N5 C17 H00L 109.0 . . ?
C18 C17 H00L 109.0 . . ?
N5 C17 H00N 109.0 . . ?
C18 C17 H00N 109.0 . . ?
H00L C17 H00N 107.8 . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 H00R 119.6 . . ?
C7 C6 H00R 119.6 . . ?
C8 C9 C10 119.5(3) . . ?
C8 C9 H00S 120.2 . . ?
C10 C9 H00S 120.2 . . ?
N3 C13 C14 108.4(3) . . ?
N3 C13 H00P 110.0 . . ?
C14 C13 H00P 110.0 . . ?
N3 C13 H00Q 110.0 . . ?
C14 C13 H00Q 110.0 . . ?
H00P C13 H00Q 108.4 . . ?
C8 C7 C11 118.9(3) . . ?
C8 C7 C6 121.9(3) . . ?
C11 C7 C6 119.3(3) . . ?
N1 C1 C2 123.2(3) . . ?
N1 C1 H00V 118.4 . . ?
C2 C1 H00V 118.4 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H00W 119.5 . . ?
C4 C5 H00W 119.5 . . ?
N4 C15 C16 107.2(3) . . ?
N4 C15 H00T 110.3 . . ?
C16 C15 H00T 110.3 . . ?
N4 C15 H00U 110.3 . . ?
C16 C15 H00U 110.3 . . ?
H00T C15 H00U 108.5 . . ?
N6 C18 C17 110.3(3) . . ?
N6 C18 H00X 109.6 . . ?
C17 C18 H00X 109.6 . . ?
N6 C18 H00Y 109.6 . . ?
C17 C18 H00Y 109.6 . . ?
H00X C18 H00Y 108.1 . . ?

_refine_diff_density_max         0.796
_refine_diff_density_min         -0.886
_refine_diff_density_rms         0.143

