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

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

data_f
_database_code_depnum_ccdc_archive 'CCDC 1837654'
loop_
_audit_author_name
_audit_author_address
'sabyasachi ta' 'burdwan university'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.	2023-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H48 N6 O8 V2'
_chemical_formula_weight         842.72

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'
V V 0.3005 0.5294 '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                   8.146(3)
_cell_length_b                   10.585(5)
_cell_length_c                   12.953(6)
_cell_angle_alpha                107.404(14)
_cell_angle_beta                 99.533(12)
_cell_angle_gamma                106.007(13)
_cell_volume                     986.3(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    462
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      25.00

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.534
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4328
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13036
_diffrn_reflns_av_unetI/netI     0.1037
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.711
_diffrn_reflns_theta_max         25.654
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3653
_reflns_number_gt                2376
_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)+(0.1011P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3653
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1924
_refine_ls_wR_factor_gt          0.1715
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
V V 0.57883(9) 0.48123(8) 0.38747(6) 0.0305(3) Uani 1 1 d . . . . .
O1 O 0.4706(4) 0.2793(3) 0.3548(2) 0.0319(7) Uani 1 1 d . . . . .
O2 O 0.5714(4) 0.6529(3) 0.3820(2) 0.0326(7) Uani 1 1 d . . . . .
O3 O 0.6555(3) 0.5130(3) 0.5389(2) 0.0301(7) Uani 1 1 d . . . . .
O4 O 0.7569(4) 0.4836(3) 0.3506(3) 0.0370(8) Uani 1 1 d . . . . .
N1 N 0.3011(4) 0.2556(4) 0.1831(3) 0.0331(9) Uani 1 1 d . . . . .
N2 N 0.4059(4) 0.3993(4) 0.2262(3) 0.0302(8) Uani 1 1 d . . . . .
N3 N 0.7615(5) 1.0472(4) 0.2655(3) 0.0340(9) Uani 1 1 d . . . . .
C1 C 0.3480(5) 0.2020(5) 0.2573(4) 0.0312(10) Uani 1 1 d . . . . .
C2 C 0.2630(6) 0.0489(5) 0.2338(4) 0.0326(11) Uani 1 1 d . . . . .
C3 C 0.2898(6) -0.0090(5) 0.3165(4) 0.0362(11) Uani 1 1 d . . . . .
H3 H 0.3686 0.0489 0.3887 0.043 Uiso 1 1 calc R U . . .
C4 C 0.2016(6) -0.1509(5) 0.2935(4) 0.0418(12) Uani 1 1 d . . . . .
H4 H 0.2215 -0.1886 0.3505 0.050 Uiso 1 1 calc R U . . .
C5 C 0.0841(6) -0.2399(5) 0.1885(4) 0.0396(12) Uani 1 1 d . . . . .
C6 C 0.0609(6) -0.1816(5) 0.1054(4) 0.0403(12) Uani 1 1 d . . . . .
H6 H -0.0150 -0.2404 0.0326 0.048 Uiso 1 1 calc R U . . .
C7 C 0.1468(6) -0.0397(5) 0.1276(4) 0.0358(11) Uani 1 1 d . . . . .
H7 H 0.1269 -0.0021 0.0706 0.043 Uiso 1 1 calc R U . . .
C8 C -0.0156(7) -0.3941(5) 0.1655(5) 0.0516(14) Uani 1 1 d . . . . .
H8A H -0.0982 -0.4372 0.0901 0.077 Uiso 1 1 calc R U . . .
H8B H -0.0819 -0.4008 0.2214 0.077 Uiso 1 1 calc R U . . .
H8C H 0.0691 -0.4437 0.1700 0.077 Uiso 1 1 calc R U . . .
C9 C 0.3953(5) 0.4676(5) 0.1571(4) 0.0327(11) Uani 1 1 d . . . . .
H9 H 0.3199 0.4158 0.0830 0.039 Uiso 1 1 calc R U . . .
C10 C 0.4887(5) 0.6137(5) 0.1854(4) 0.0317(10) Uani 1 1 d . . . . .
C11 C 0.5767(5) 0.7051(5) 0.2983(4) 0.0314(10) Uani 1 1 d . . . . .
C12 C 0.6644(5) 0.8487(5) 0.3257(4) 0.0322(11) Uani 1 1 d . . . . .
H12 H 0.7177 0.9083 0.4023 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6750(5) 0.9072(5) 0.2403(4) 0.0322(10) Uani 1 1 d . . . . .
C14 C 0.5853(6) 0.8144(5) 0.1264(4) 0.0358(11) Uani 1 1 d . . . . .
H14 H 0.5887 0.8501 0.0673 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4948(6) 0.6745(5) 0.1022(4) 0.0390(12) Uani 1 1 d . . . . .
H15 H 0.4336 0.6160 0.0262 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8119(6) 1.1032(5) 0.1791(4) 0.0349(11) Uani 1 1 d . . . . .
H16A H 0.8194 1.0260 0.1162 0.042 Uiso 1 1 calc R U . . .
H16B H 0.9312 1.1768 0.2120 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6828(6) 1.1661(5) 0.1326(4) 0.0403(12) Uani 1 1 d . . . . .
H17A H 0.5637 1.0945 0.1010 0.060 Uiso 1 1 calc R U . . .
H17B H 0.7211 1.1972 0.0737 0.060 Uiso 1 1 calc R U . . .
H17C H 0.6806 1.2469 0.1933 0.060 Uiso 1 1 calc R U . . .
C18 C 0.8196(5) 1.1501(5) 0.3806(4) 0.0345(11) Uani 1 1 d . . . . .
H18A H 0.7344 1.1195 0.4221 0.041 Uiso 1 1 calc R U . . .
H18B H 0.8179 1.2424 0.3783 0.041 Uiso 1 1 calc R U . . .
C19 C 1.0054(6) 1.1686(5) 0.4442(4) 0.0428(12) Uani 1 1 d . . . . .
H19A H 1.0101 1.0768 0.4433 0.064 Uiso 1 1 calc R U . . .
H19B H 1.0331 1.2328 0.5221 0.064 Uiso 1 1 calc R U . . .
H19C H 1.0923 1.2081 0.4079 0.064 Uiso 1 1 calc R U . . .
C20 C 0.8036(6) 0.4845(5) 0.5922(4) 0.0379(12) Uani 1 1 d . . . . .
H20A H 0.7657 0.3856 0.5861 0.057 Uiso 1 1 calc R U . . .
H20B H 0.8476 0.5461 0.6717 0.057 Uiso 1 1 calc R U . . .
H20C H 0.8984 0.5023 0.5551 0.057 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
V O4 1.597(3) . ?
V O3 1.854(3) . ?
V O2 1.856(3) . ?
V O1 1.955(3) . ?
V N2 2.090(4) . ?
V O3 2.278(3) 2_666 ?
O1 C1 1.333(5) . ?
O2 C11 1.358(5) . ?
O3 C20 1.440(5) . ?
O3 V 2.278(3) 2_666 ?
N1 C1 1.309(5) . ?
N1 N2 1.404(5) . ?
N2 C9 1.315(5) . ?
N3 C13 1.363(5) . ?
N3 C18 1.464(6) . ?
N3 C16 1.479(5) . ?
C1 C2 1.488(6) . ?
C2 C3 1.401(6) . ?
C2 C7 1.405(6) . ?
C3 C4 1.388(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.404(7) . ?
C5 C8 1.519(6) . ?
C6 C7 1.387(6) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.423(6) . ?
C9 H9 0.9500 . ?
C10 C15 1.412(6) . ?
C10 C11 1.419(6) . ?
C11 C12 1.394(6) . ?
C12 C13 1.424(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.434(6) . ?
C14 C15 1.370(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.525(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.528(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
O4 V O3 100.72(14) . . ?
O4 V O2 98.96(14) . . ?
O3 V O2 105.25(13) . . ?
O4 V O1 99.96(14) . . ?
O3 V O1 90.34(13) . . ?
O2 V O1 152.70(13) . . ?
O4 V N2 97.38(15) . . ?
O3 V N2 158.19(13) . . ?
O2 V N2 83.69(14) . . ?
O1 V N2 74.53(13) . . ?
O4 V O3 173.34(14) . 2_666 ?
O3 V O3 72.72(12) . 2_666 ?
O2 V O3 82.01(12) . 2_666 ?
O1 V O3 81.47(11) . 2_666 ?
N2 V O3 89.28(12) . 2_666 ?
C1 O1 V 117.7(3) . . ?
C11 O2 V 131.1(3) . . ?
C20 O3 V 126.6(3) . . ?
C20 O3 V 122.1(2) . 2_666 ?
V O3 V 107.28(12) . 2_666 ?
C1 N1 N2 107.1(4) . . ?
C9 N2 N1 116.1(4) . . ?
C9 N2 V 125.8(3) . . ?
N1 N2 V 117.9(3) . . ?
C13 N3 C18 122.2(3) . . ?
C13 N3 C16 121.9(4) . . ?
C18 N3 C16 115.8(4) . . ?
N1 C1 O1 122.7(4) . . ?
N1 C1 C2 119.8(4) . . ?
O1 C1 C2 117.5(4) . . ?
C3 C2 C7 118.6(4) . . ?
C3 C2 C1 121.7(4) . . ?
C7 C2 C1 119.7(4) . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 121.8(4) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 117.6(4) . . ?
C4 C5 C8 121.2(4) . . ?
C6 C5 C8 121.2(5) . . ?
C7 C6 C5 121.2(5) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C2 120.6(4) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 124.6(4) . . ?
N2 C9 H9 117.7 . . ?
C10 C9 H9 117.7 . . ?
C15 C10 C11 117.1(4) . . ?
C15 C10 C9 121.3(4) . . ?
C11 C10 C9 121.6(4) . . ?
O2 C11 C12 119.1(4) . . ?
O2 C11 C10 119.6(4) . . ?
C12 C11 C10 121.3(4) . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
N3 C13 C12 121.6(4) . . ?
N3 C13 C14 120.8(4) . . ?
C12 C13 C14 117.6(4) . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 122.8(5) . . ?
C14 C15 H15 118.6 . . ?
C10 C15 H15 118.6 . . ?
N3 C16 C17 113.7(4) . . ?
N3 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N3 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C19 113.3(4) . . ?
N3 C18 H18A 108.9 . . ?
C19 C18 H18A 108.9 . . ?
N3 C18 H18B 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_refine_diff_density_max         0.616
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.094

_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
_database_code_depnum_ccdc_archive 'CCDC 1837665'
loop_
_audit_author_name
_audit_author_address
'sabyasachi ta' 'burdwan university'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.	2023-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H23 N3 O2'
_chemical_formula_sum            'C19 H23 N3 O2'
_chemical_formula_weight         325.40

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8512(6)
_cell_length_b                   11.5664(8)
_cell_length_c                   15.7394(10)
_cell_angle_alpha                94.283(5)
_cell_angle_beta                 99.404(4)
_cell_angle_gamma                102.695(4)
_cell_volume                     1714.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1968
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      22.57

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9195
_exptl_absorpt_correction_T_max  0.9866
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48605
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.817
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8498
_reflns_number_gt                5290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'BRUKER APEX2'
_computing_cell_refinement       'BRUKER APEX2'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_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)+(0.0515P)²+0.3166P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0059(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8498
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1337
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
H12A H 0.709(3) 0.483(2) 0.0814(17) 0.069(8) Uiso 1 1 d . . . . .
H12B H 0.217(3) 0.305(2) 0.1949(17) 0.076(9) Uiso 1 1 d . . . . .
C101 C 0.53674(17) 0.08564(15) -0.08599(10) 0.0185(4) Uani 1 1 d . . . . .
C102 C 0.39135(18) 0.04083(16) -0.11431(11) 0.0234(4) Uani 1 1 d . . . . .
H102 H 0.3273 0.0870 -0.1010 0.028 Uiso 1 1 calc R U . . .
C103 C 0.34011(19) -0.07036(16) -0.16159(11) 0.0239(4) Uani 1 1 d . . . . .
H103 H 0.2408 -0.1000 -0.1795 0.029 Uiso 1 1 calc R U . . .
C104 C 0.43051(19) -0.13979(15) -0.18357(10) 0.0213(4) Uani 1 1 d . . . . .
C4A C 0.3721(2) -0.26008(16) -0.23587(12) 0.0291(4) Uani 1 1 d . . . . .
H4A1 H 0.4504 -0.2957 -0.2461 0.044 Uiso 1 1 calc R U . . .
H4A2 H 0.3168 -0.2507 -0.2916 0.044 Uiso 1 1 calc R U . . .
H4A3 H 0.3111 -0.3121 -0.2040 0.044 Uiso 1 1 calc R U . . .
C105 C 0.57491(19) -0.09523(16) -0.15492(11) 0.0240(4) Uani 1 1 d . . . . .
H105 H 0.6389 -0.1412 -0.1687 0.029 Uiso 1 1 calc R U . . .
C106 C 0.62724(18) 0.01551(16) -0.10640(11) 0.0222(4) Uani 1 1 d . . . . .
H106 H 0.7264 0.0438 -0.0869 0.027 Uiso 1 1 calc R U . . .
C107 C 0.59915(17) 0.20395(15) -0.03378(10) 0.0194(4) Uani 1 1 d . . . . .
O11 O 0.72818(12) 0.24897(11) -0.01781(8) 0.0253(3) Uani 1 1 d . . . . .
N11 N 0.50650(14) 0.25949(12) -0.00396(9) 0.0190(3) Uani 1 1 d . . . . .
H11 H 0.4150 0.2269 -0.0165 0.023 Uiso 1 1 calc R U . . .
N12 N 0.55677(15) 0.36786(12) 0.04641(8) 0.0197(3) Uani 1 1 d . . . . .
C108 C 0.46643(18) 0.41376(15) 0.07900(10) 0.0201(4) Uani 1 1 d . . . . .
H108 H 0.3691 0.3737 0.0667 0.024 Uiso 1 1 calc R U . . .
C109 C 0.51199(17) 0.52552(15) 0.13410(10) 0.0185(4) Uani 1 1 d . . . . .
C110 C 0.65426(17) 0.59003(15) 0.15305(10) 0.0191(4) Uani 1 1 d . . . . .
O12 O 0.75524(12) 0.55218(12) 0.11631(8) 0.0242(3) Uani 1 1 d . . . . .
C111 C 0.69665(18) 0.69400(16) 0.20949(10) 0.0209(4) Uani 1 1 d . . . . .
H111 H 0.7941 0.7338 0.2230 0.025 Uiso 1 1 calc R U . . .
C112 C 0.59846(18) 0.74209(15) 0.24732(10) 0.0202(4) Uani 1 1 d . . . . .
C113 C 0.45454(18) 0.67934(15) 0.22592(11) 0.0212(4) Uani 1 1 d . . . . .
H113 H 0.3850 0.7097 0.2497 0.025 Uiso 1 1 calc R U . . .
C114 C 0.41491(18) 0.57491(15) 0.17100(11) 0.0209(4) Uani 1 1 d . . . . .
H114 H 0.3176 0.5347 0.1576 0.025 Uiso 1 1 calc R U . . .
N13 N 0.63925(15) 0.84712(13) 0.30196(9) 0.0231(3) Uani 1 1 d . . . . .
C115 C 0.5366(2) 0.89798(17) 0.33875(12) 0.0270(4) Uani 1 1 d . . . . .
H11A H 0.4511 0.8890 0.2936 0.032 Uiso 1 1 calc R U . . .
H11B H 0.5771 0.9844 0.3557 0.032 Uiso 1 1 calc R U . . .
C116 C 0.4930(2) 0.8413(2) 0.41734(12) 0.0380(5) Uani 1 1 d . . . . .
H11C H 0.4482 0.7565 0.4005 0.057 Uiso 1 1 calc R U . . .
H11D H 0.4258 0.8813 0.4396 0.057 Uiso 1 1 calc R U . . .
H11E H 0.5769 0.8498 0.4625 0.057 Uiso 1 1 calc R U . . .
C117 C 0.78760(18) 0.91185(16) 0.32433(12) 0.0264(4) Uani 1 1 d . . . . .
H11F H 0.7921 0.9977 0.3381 0.032 Uiso 1 1 calc R U . . .
H11G H 0.8327 0.9033 0.2732 0.032 Uiso 1 1 calc R U . . .
C118 C 0.8714(2) 0.8696(2) 0.40048(13) 0.0380(5) Uani 1 1 d . . . . .
H11H H 0.8289 0.8795 0.4519 0.057 Uiso 1 1 calc R U . . .
H11I H 0.9694 0.9168 0.4119 0.057 Uiso 1 1 calc R U . . .
H11J H 0.8699 0.7852 0.3869 0.057 Uiso 1 1 calc R U . . .
C201 C 0.00930(17) 0.13678(15) -0.10807(11) 0.0202(4) Uani 1 1 d . . . . .
C202 C -0.06519(17) 0.19444(16) -0.16706(11) 0.0218(4) Uani 1 1 d . . . . .
H202 H -0.0665 0.2755 -0.1531 0.026 Uiso 1 1 calc R U . . .
C203 C -0.13768(18) 0.13336(17) -0.24655(11) 0.0247(4) Uani 1 1 d . . . . .
H203 H -0.1860 0.1740 -0.2873 0.030 Uiso 1 1 calc R U . . .
C204 C -0.14090(19) 0.01365(17) -0.26767(11) 0.0258(4) Uani 1 1 d . . . . .
C4B C -0.2278(2) -0.05566(18) -0.35127(12) 0.0348(5) Uani 1 1 d . . . . .
H4B1 H -0.3234 -0.0916 -0.3422 0.052 Uiso 1 1 calc R U . . .
H4B2 H -0.1830 -0.1186 -0.3697 0.052 Uiso 1 1 calc R U . . .
H4B3 H -0.2334 -0.0017 -0.3962 0.052 Uiso 1 1 calc R U . . .
C205 C -0.06433(18) -0.04264(16) -0.20836(11) 0.0250(4) Uani 1 1 d . . . . .
H205 H -0.0638 -0.1239 -0.2221 0.030 Uiso 1 1 calc R U . . .
C206 C 0.01099(18) 0.01817(16) -0.12973(11) 0.0219(4) Uani 1 1 d . . . . .
H206 H 0.0640 -0.0211 -0.0904 0.026 Uiso 1 1 calc R U . . .
C207 C 0.08922(17) 0.19601(15) -0.02132(11) 0.0195(4) Uani 1 1 d . . . . .
O21 O 0.20690(12) 0.18213(11) 0.00887(8) 0.0241(3) Uani 1 1 d . . . . .
N21 N 0.02038(15) 0.26286(13) 0.02213(9) 0.0213(3) Uani 1 1 d . . . . .
H21 H -0.0625 0.2734 -0.0020 0.026 Uiso 1 1 calc R U . . .
N22 N 0.08352(15) 0.31421(13) 0.10542(9) 0.0211(3) Uani 1 1 d . . . . .
C208 C 0.01890(18) 0.38172(15) 0.14365(11) 0.0210(4) Uani 1 1 d . . . . .
H208 H -0.0662 0.3966 0.1136 0.025 Uiso 1 1 calc R U . . .
C209 C 0.07463(17) 0.43521(15) 0.23198(11) 0.0198(4) Uani 1 1 d . . . . .
C210 C 0.19276(17) 0.40838(15) 0.28343(11) 0.0199(4) Uani 1 1 d . . . . .
O22 O 0.26302(13) 0.33124(11) 0.25199(8) 0.0239(3) Uani 1 1 d . . . . .
C211 C 0.24030(18) 0.45940(16) 0.36844(11) 0.0223(4) Uani 1 1 d . . . . .
H211 H 0.3187 0.4385 0.4020 0.027 Uiso 1 1 calc R U . . .
C212 C 0.17536(18) 0.54110(16) 0.40596(11) 0.0239(4) Uani 1 1 d . . . . .
C213 C 0.05944(18) 0.57018(17) 0.35395(11) 0.0251(4) Uani 1 1 d . . . . .
H213 H 0.0148 0.6271 0.3771 0.030 Uiso 1 1 calc R U . . .
C214 C 0.01030(18) 0.51726(16) 0.27024(11) 0.0228(4) Uani 1 1 d . . . . .
H214 H -0.0696 0.5368 0.2373 0.027 Uiso 1 1 calc R U . . .
N23 N 0.22167(17) 0.59058(16) 0.49048(10) 0.0339(4) Uani 1 1 d . . . . .
C215 C 0.1344(2) 0.6507(2) 0.53578(14) 0.0238(7) Uiso 0.823(5) 1 d . . P A 1
H21A H 0.1482 0.6355 0.5973 0.029 Uiso 0.823(5) 1 calc R U P A 1
H21B H 0.0334 0.6176 0.5098 0.029 Uiso 0.823(5) 1 calc R U P A 1
C216 C 0.1718(3) 0.7843(2) 0.53083(16) 0.0325(7) Uiso 0.823(5) 1 d . . P A 1
H21C H 0.2713 0.8174 0.5576 0.049 Uiso 0.823(5) 1 calc R U P A 1
H21D H 0.1113 0.8222 0.5617 0.049 Uiso 0.823(5) 1 calc R U P A 1
H21E H 0.1568 0.7996 0.4700 0.049 Uiso 0.823(5) 1 calc R U P A 1
C15' C 0.1959(12) 0.7284(11) 0.5177(7) 0.030(3) Uiso 0.177(5) 1 d . . P A 2
H15A H 0.2785 0.7778 0.5591 0.036 Uiso 0.177(5) 1 calc R U P A 2
H15B H 0.1795 0.7702 0.4656 0.036 Uiso 0.177(5) 1 calc R U P A 2
C16' C 0.0685(13) 0.7038(11) 0.5581(8) 0.036(4) Uiso 0.177(5) 1 d . . P A 2
H16A H -0.0122 0.6564 0.5155 0.054 Uiso 0.177(5) 1 calc R U P A 2
H16B H 0.0475 0.7793 0.5777 0.054 Uiso 0.177(5) 1 calc R U P A 2
H16C H 0.0857 0.6594 0.6078 0.054 Uiso 0.177(5) 1 calc R U P A 2
C217 C 0.35405(19) 0.57810(18) 0.54210(11) 0.0278(4) Uani 1 1 d . . . . .
H21F H 0.3965 0.6519 0.5824 0.033 Uiso 1 1 calc R U . . .
H21G H 0.4211 0.5691 0.5030 0.033 Uiso 1 1 calc R U . . .
C218 C 0.3344(2) 0.4723(2) 0.59404(13) 0.0383(5) Uani 1 1 d . . . . .
H21H H 0.2670 0.4799 0.6323 0.058 Uiso 1 1 calc R U . . .
H21I H 0.4256 0.4702 0.6290 0.058 Uiso 1 1 calc R U . . .
H21J H 0.2980 0.3984 0.5544 0.058 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
C101 C106 1.389(2) . ?
C101 C102 1.396(2) . ?
C101 C107 1.491(2) . ?
C102 C103 1.383(2) . ?
C102 H102 0.9500 . ?
C103 C104 1.390(2) . ?
C103 H103 0.9500 . ?
C104 C105 1.388(2) . ?
C104 C4A 1.506(2) . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 0.9800 . ?
C105 C106 1.387(2) . ?
C105 H105 0.9500 . ?
C106 H106 0.9500 . ?
C107 O11 1.239(2) . ?
C107 N11 1.349(2) . ?
N11 N12 1.3767(19) . ?
N11 H11 0.8800 . ?
N12 C108 1.286(2) . ?
C108 C109 1.440(2) . ?
C108 H108 0.9500 . ?
C109 C114 1.397(2) . ?
C109 C110 1.407(2) . ?
C110 O12 1.363(2) . ?
C110 C111 1.381(2) . ?
O12 H12A 0.91(3) . ?
C111 C112 1.405(2) . ?
C111 H111 0.9500 . ?
C112 N13 1.376(2) . ?
C112 C113 1.416(2) . ?
C113 C114 1.373(2) . ?
C113 H113 0.9500 . ?
C114 H114 0.9500 . ?
N13 C115 1.451(2) . ?
N13 C117 1.460(2) . ?
C115 C116 1.522(3) . ?
C115 H11A 0.9900 . ?
C115 H11B 0.9900 . ?
C116 H11C 0.9800 . ?
C116 H11D 0.9800 . ?
C116 H11E 0.9800 . ?
C117 C118 1.516(3) . ?
C117 H11F 0.9900 . ?
C117 H11G 0.9900 . ?
C118 H11H 0.9800 . ?
C118 H11I 0.9800 . ?
C118 H11J 0.9800 . ?
C201 C202 1.389(2) . ?
C201 C206 1.393(2) . ?
C201 C207 1.492(2) . ?
C202 C203 1.389(2) . ?
C202 H202 0.9500 . ?
C203 C204 1.392(3) . ?
C203 H203 0.9500 . ?
C204 C205 1.393(3) . ?
C204 C4B 1.510(2) . ?
C4B H4B1 0.9800 . ?
C4B H4B2 0.9800 . ?
C4B H4B3 0.9800 . ?
C205 C206 1.385(2) . ?
C205 H205 0.9500 . ?
C206 H206 0.9500 . ?
C207 O21 1.2283(19) . ?
C207 N21 1.352(2) . ?
N21 N22 1.3831(19) . ?
N21 H21 0.8800 . ?
N22 C208 1.285(2) . ?
C208 C209 1.446(2) . ?
C208 H208 0.9500 . ?
C209 C214 1.403(2) . ?
C209 C210 1.412(2) . ?
C210 O22 1.356(2) . ?
C210 C211 1.383(2) . ?
O22 H12B 0.93(3) . ?
C211 C212 1.399(2) . ?
C211 H211 0.9500 . ?
C212 N23 1.371(2) . ?
C212 C213 1.411(2) . ?
C213 C214 1.373(2) . ?
C213 H213 0.9500 . ?
C214 H214 0.9500 . ?
N23 C215 1.455(3) . ?
N23 C217 1.461(2) . ?
N23 C15' 1.703(13) . ?
C215 C216 1.520(4) . ?
C215 H21A 0.9900 . ?
C215 H21B 0.9900 . ?
C216 H21C 0.9800 . ?
C216 H21D 0.9800 . ?
C216 H21E 0.9800 . ?
C15' C16' 1.481(17) . ?
C15' H15A 0.9900 . ?
C15' H15B 0.9900 . ?
C16' H16A 0.9800 . ?
C16' H16B 0.9800 . ?
C16' H16C 0.9800 . ?
C217 C218 1.517(3) . ?
C217 H21F 0.9900 . ?
C217 H21G 0.9900 . ?
C218 H21H 0.9800 . ?
C218 H21I 0.9800 . ?
C218 H21J 0.9800 . ?

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
C106 C101 C102 118.22(16) . . ?
C106 C101 C107 118.54(15) . . ?
C102 C101 C107 123.23(15) . . ?
C103 C102 C101 120.38(16) . . ?
C103 C102 H102 119.8 . . ?
C101 C102 H102 119.8 . . ?
C102 C103 C104 121.55(16) . . ?
C102 C103 H103 119.2 . . ?
C104 C103 H103 119.2 . . ?
C105 C104 C103 117.89(16) . . ?
C105 C104 C4A 121.59(16) . . ?
C103 C104 C4A 120.51(16) . . ?
C104 C4A H4A1 109.5 . . ?
C104 C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C104 C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
C106 C105 C104 120.98(17) . . ?
C106 C105 H105 119.5 . . ?
C104 C105 H105 119.5 . . ?
C105 C106 C101 120.95(16) . . ?
C105 C106 H106 119.5 . . ?
C101 C106 H106 119.5 . . ?
O11 C107 N11 121.49(16) . . ?
O11 C107 C101 122.57(15) . . ?
N11 C107 C101 115.93(14) . . ?
C107 N11 N12 119.18(14) . . ?
C107 N11 H11 120.4 . . ?
N12 N11 H11 120.4 . . ?
C108 N12 N11 117.34(14) . . ?
N12 C108 C109 120.38(15) . . ?
N12 C108 H108 119.8 . . ?
C109 C108 H108 119.8 . . ?
C114 C109 C110 116.98(16) . . ?
C114 C109 C108 120.73(15) . . ?
C110 C109 C108 122.29(15) . . ?
O12 C110 C111 117.57(15) . . ?
O12 C110 C109 121.17(15) . . ?
C111 C110 C109 121.25(16) . . ?
C110 O12 H12A 106.0(16) . . ?
C110 C111 C112 121.28(15) . . ?
C110 C111 H111 119.4 . . ?
C112 C111 H111 119.4 . . ?
N13 C112 C111 121.68(15) . . ?
N13 C112 C113 120.87(16) . . ?
C111 C112 C113 117.44(16) . . ?
C114 C113 C112 120.40(16) . . ?
C114 C113 H113 119.8 . . ?
C112 C113 H113 119.8 . . ?
C113 C114 C109 122.57(16) . . ?
C113 C114 H114 118.7 . . ?
C109 C114 H114 118.7 . . ?
C112 N13 C115 121.33(14) . . ?
C112 N13 C117 121.00(15) . . ?
C115 N13 C117 117.67(14) . . ?
N13 C115 C116 113.91(16) . . ?
N13 C115 H11A 108.8 . . ?
C116 C115 H11A 108.8 . . ?
N13 C115 H11B 108.8 . . ?
C116 C115 H11B 108.8 . . ?
H11A C115 H11B 107.7 . . ?
C115 C116 H11C 109.5 . . ?
C115 C116 H11D 109.5 . . ?
H11C C116 H11D 109.5 . . ?
C115 C116 H11E 109.5 . . ?
H11C C116 H11E 109.5 . . ?
H11D C116 H11E 109.5 . . ?
N13 C117 C118 113.87(15) . . ?
N13 C117 H11F 108.8 . . ?
C118 C117 H11F 108.8 . . ?
N13 C117 H11G 108.8 . . ?
C118 C117 H11G 108.8 . . ?
H11F C117 H11G 107.7 . . ?
C117 C118 H11H 109.5 . . ?
C117 C118 H11I 109.5 . . ?
H11H C118 H11I 109.5 . . ?
C117 C118 H11J 109.5 . . ?
H11H C118 H11J 109.5 . . ?
H11I C118 H11J 109.5 . . ?
C202 C201 C206 119.42(16) . . ?
C202 C201 C207 123.07(16) . . ?
C206 C201 C207 117.51(15) . . ?
C203 C202 C201 119.85(17) . . ?
C203 C202 H202 120.1 . . ?
C201 C202 H202 120.1 . . ?
C202 C203 C204 121.23(17) . . ?
C202 C203 H203 119.4 . . ?
C204 C203 H203 119.4 . . ?
C203 C204 C205 118.27(16) . . ?
C203 C204 C4B 121.54(17) . . ?
C205 C204 C4B 120.17(17) . . ?
C204 C4B H4B1 109.5 . . ?
C204 C4B H4B2 109.5 . . ?
H4B1 C4B H4B2 109.5 . . ?
C204 C4B H4B3 109.5 . . ?
H4B1 C4B H4B3 109.5 . . ?
H4B2 C4B H4B3 109.5 . . ?
C206 C205 C204 120.94(17) . . ?
C206 C205 H205 119.5 . . ?
C204 C205 H205 119.5 . . ?
C205 C206 C201 120.22(16) . . ?
C205 C206 H206 119.9 . . ?
C201 C206 H206 119.9 . . ?
O21 C207 N21 122.91(15) . . ?
O21 C207 C201 122.23(15) . . ?
N21 C207 C201 114.84(14) . . ?
C207 N21 N22 118.30(13) . . ?
C207 N21 H21 120.9 . . ?
N22 N21 H21 120.9 . . ?
C208 N22 N21 116.94(14) . . ?
N22 C208 C209 120.56(15) . . ?
N22 C208 H208 119.7 . . ?
C209 C208 H208 119.7 . . ?
C214 C209 C210 117.16(15) . . ?
C214 C209 C208 119.92(15) . . ?
C210 C209 C208 122.92(15) . . ?
O22 C210 C211 117.47(15) . . ?
O22 C210 C209 121.56(15) . . ?
C211 C210 C209 120.97(16) . . ?
C210 O22 H12B 106.1(16) . . ?
C210 C211 C212 121.40(16) . . ?
C210 C211 H211 119.3 . . ?
C212 C211 H211 119.3 . . ?
N23 C212 C211 121.31(16) . . ?
N23 C212 C213 121.02(16) . . ?
C211 C212 C213 117.67(16) . . ?
C214 C213 C212 120.81(17) . . ?
C214 C213 H213 119.6 . . ?
C212 C213 H213 119.6 . . ?
C213 C214 C209 121.96(16) . . ?
C213 C214 H214 119.0 . . ?
C209 C214 H214 119.0 . . ?
C212 N23 C215 120.98(16) . . ?
C212 N23 C217 122.60(15) . . ?
C215 N23 C217 116.24(15) . . ?
C212 N23 C15' 117.7(4) . . ?
C217 N23 C15' 109.4(4) . . ?
N23 C215 C216 111.38(19) . . ?
N23 C215 H21A 109.4 . . ?
C216 C215 H21A 109.4 . . ?
N23 C215 H21B 109.4 . . ?
C216 C215 H21B 109.4 . . ?
H21A C215 H21B 108.0 . . ?
C215 C216 H21C 109.5 . . ?
C215 C216 H21D 109.5 . . ?
H21C C216 H21D 109.5 . . ?
C215 C216 H21E 109.5 . . ?
H21C C216 H21E 109.5 . . ?
H21D C216 H21E 109.5 . . ?
C16' C15' N23 104.0(9) . . ?
C16' C15' H15A 111.0 . . ?
N23 C15' H15A 111.0 . . ?
C16' C15' H15B 111.0 . . ?
N23 C15' H15B 111.0 . . ?
H15A C15' H15B 109.0 . . ?
C15' C16' H16A 109.5 . . ?
C15' C16' H16B 109.5 . . ?
H16A C16' H16B 109.5 . . ?
C15' C16' H16C 109.5 . . ?
H16A C16' H16C 109.5 . . ?
H16B C16' H16C 109.5 . . ?
N23 C217 C218 113.04(16) . . ?
N23 C217 H21F 109.0 . . ?
C218 C217 H21F 109.0 . . ?
N23 C217 H21G 109.0 . . ?
C218 C217 H21G 109.0 . . ?
H21F C217 H21G 107.8 . . ?
C217 C218 H21H 109.5 . . ?
C217 C218 H21I 109.5 . . ?
H21H C218 H21I 109.5 . . ?
C217 C218 H21J 109.5 . . ?
H21H C218 H21J 109.5 . . ?
H21I C218 H21J 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
C106 C101 C102 C103 -0.2(2) . . . . ?
C107 C101 C102 C103 -179.14(15) . . . . ?
C101 C102 C103 C104 -1.1(3) . . . . ?
C102 C103 C104 C105 1.4(3) . . . . ?
C102 C103 C104 C4A -179.39(16) . . . . ?
C103 C104 C105 C106 -0.4(2) . . . . ?
C4A C104 C105 C106 -179.67(16) . . . . ?
C104 C105 C106 C101 -0.8(3) . . . . ?
C102 C101 C106 C105 1.1(2) . . . . ?
C107 C101 C106 C105 -179.90(15) . . . . ?
C106 C101 C107 O11 9.9(2) . . . . ?
C102 C101 C107 O11 -171.18(16) . . . . ?
C106 C101 C107 N11 -169.60(14) . . . . ?
C102 C101 C107 N11 9.3(2) . . . . ?
O11 C107 N11 N12 -1.0(2) . . . . ?
C101 C107 N11 N12 178.54(13) . . . . ?
C107 N11 N12 C108 -174.91(14) . . . . ?
N11 N12 C108 C109 178.46(14) . . . . ?
N12 C108 C109 C114 -178.85(15) . . . . ?
N12 C108 C109 C110 1.4(2) . . . . ?
C114 C109 C110 O12 -176.43(14) . . . . ?
C108 C109 C110 O12 3.3(2) . . . . ?
C114 C109 C110 C111 3.5(2) . . . . ?
C108 C109 C110 C111 -176.74(15) . . . . ?
O12 C110 C111 C112 177.23(14) . . . . ?
C109 C110 C111 C112 -2.7(2) . . . . ?
C110 C111 C112 N13 -178.40(15) . . . . ?
C110 C111 C112 C113 0.5(2) . . . . ?
N13 C112 C113 C114 179.68(15) . . . . ?
C111 C112 C113 C114 0.8(2) . . . . ?
C112 C113 C114 C109 0.2(3) . . . . ?
C110 C109 C114 C113 -2.3(2) . . . . ?
C108 C109 C114 C113 178.00(16) . . . . ?
C111 C112 N13 C115 178.18(15) . . . . ?
C113 C112 N13 C115 -0.7(2) . . . . ?
C111 C112 N13 C117 -1.3(2) . . . . ?
C113 C112 N13 C117 179.83(15) . . . . ?
C112 N13 C115 C116 80.7(2) . . . . ?
C117 N13 C115 C116 -99.81(19) . . . . ?
C112 N13 C117 C118 -86.0(2) . . . . ?
C115 N13 C117 C118 94.55(19) . . . . ?
C206 C201 C202 C203 0.4(2) . . . . ?
C207 C201 C202 C203 -179.74(15) . . . . ?
C201 C202 C203 C204 1.9(3) . . . . ?
C202 C203 C204 C205 -2.7(3) . . . . ?
C202 C203 C204 C4B 175.64(16) . . . . ?
C203 C204 C205 C206 1.2(3) . . . . ?
C4B C204 C205 C206 -177.18(16) . . . . ?
C204 C205 C206 C201 1.1(3) . . . . ?
C202 C201 C206 C205 -1.9(2) . . . . ?
C207 C201 C206 C205 178.25(15) . . . . ?
C202 C201 C207 O21 -138.08(18) . . . . ?
C206 C201 C207 O21 41.8(2) . . . . ?
C202 C201 C207 N21 43.8(2) . . . . ?
C206 C201 C207 N21 -136.34(16) . . . . ?
O21 C207 N21 N22 -2.4(2) . . . . ?
C201 C207 N21 N22 175.77(13) . . . . ?
C207 N21 N22 C208 176.86(15) . . . . ?
N21 N22 C208 C209 177.57(14) . . . . ?
N22 C208 C209 C214 174.18(16) . . . . ?
N22 C208 C209 C210 -6.2(3) . . . . ?
C214 C209 C210 O22 -179.26(15) . . . . ?
C208 C209 C210 O22 1.1(3) . . . . ?
C214 C209 C210 C211 1.3(2) . . . . ?
C208 C209 C210 C211 -178.33(16) . . . . ?
O22 C210 C211 C212 179.20(15) . . . . ?
C209 C210 C211 C212 -1.4(3) . . . . ?
C210 C211 C212 N23 179.29(17) . . . . ?
C210 C211 C212 C213 -0.2(3) . . . . ?
N23 C212 C213 C214 -177.73(17) . . . . ?
C211 C212 C213 C214 1.7(3) . . . . ?
C212 C213 C214 C209 -1.8(3) . . . . ?
C210 C209 C214 C213 0.2(3) . . . . ?
C208 C209 C214 C213 179.92(16) . . . . ?
C211 C212 N23 C215 -164.27(18) . . . . ?
C213 C212 N23 C215 15.2(3) . . . . ?
C211 C212 N23 C217 10.6(3) . . . . ?
C213 C212 N23 C217 -169.92(17) . . . . ?
C211 C212 N23 C15' 152.0(5) . . . . ?
C213 C212 N23 C15' -28.5(5) . . . . ?
C212 N23 C215 C216 -94.6(2) . . . . ?
C217 N23 C215 C216 90.2(2) . . . . ?
C15' N23 C215 C216 1.8(6) . . . . ?
C212 N23 C15' C16' 99.8(7) . . . . ?
C215 N23 C15' C16' -6.0(5) . . . . ?
C217 N23 C15' C16' -114.1(7) . . . . ?
C212 N23 C217 C218 -92.7(2) . . . . ?
C215 N23 C217 C218 82.4(2) . . . . ?
C15' N23 C217 C218 123.2(4) . . . . ?

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
O22 H12B N22 0.93(3) 1.79(3) 2.6331(18) 149(2) .
N11 H11 O21 0.88 2.11 2.9348(18) 155.1 .
C108 H108 O21 0.95 2.44 3.249(2) 142.8 .
N21 H21 O11 0.88 1.99 2.8102(18) 154.5 1_455

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.056

_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_ddvf171_twin
_database_code_depnum_ccdc_archive 'CCDC 1837659'
loop_
_audit_author_name
_audit_author_address
'sabyasachi ta' 'burdwan university'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.	2023-04-13 downloaded from the CCDC.
;
_audit_creation_date             2017-06-09
_audit_creation_method           
;
Olex2 1.2
(compiled Mar 28 2017 19:26:29 for OlexSys, GUI svn.r5337)
;
_chemical_formula_moiety         'C19 H21 Cu N3 O2'
_chemical_formula_sum            'C19 H21 Cu N3 O2'
_chemical_formula_weight         386.94
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   5.8707(19)
_cell_length_b                   11.414(4)
_cell_length_c                   12.565(4)
_cell_angle_alpha                86.627(11)
_cell_angle_beta                 77.937(10)
_cell_angle_gamma                87.756(11)
_cell_volume                     821.6(5)
_cell_formula_units_Z            2
_exptl_absorpt_coefficient_mu    1.347
_exptl_crystal_density_diffrn    1.5640
_exptl_crystal_F_000             402.8133
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6923
_diffrn_reflns_theta_full        27.3032
_diffrn_reflns_theta_max         27.30
_diffrn_reflns_theta_min         2.38
_diffrn_ambient_temperature      150.01
_diffrn_measured_fraction_theta_full 0.9847
_diffrn_measured_fraction_theta_max 0.9847
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3160
_reflns_number_total             3663
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.4991
_refine_diff_density_min         -1.8487
_refine_diff_density_rms         0.2256
_refine_ls_d_res_high            0.7747
_refine_ls_d_res_low             8.5723
_refine_ls_goodness_of_fit_ref   1.0406
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    34
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3663
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0775
_refine_ls_restrained_S_all      1.0406
_refine_ls_shift/su_max          0.0020
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1440P)²+3.9574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1988
_refine_ls_wR_factor_ref         0.2281
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.736(4)
 0.264(4)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C16(H16a,H16b), C18(H18a,H18b)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C12(H12), C14(H14), C15(H15)
3.c Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C17(H17a,H17b,H17c), C19(H19a,H19b,H19c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
Cu Cu 0.78733(15) 0.55759(8) 0.46176(7) 0.0213(3) Uani 1.000000 .
O1 O 0.5318(8) 0.5441(4) 0.3825(4) 0.0231(10) Uani 1.000000 .
O2 O 1.0361(8) 0.5933(4) 0.5427(4) 0.0184(9) Uani 1.000000 .
N1 N 0.5278(10) 0.7463(5) 0.3896(5) 0.0215(12) Uani 1.000000 .
N2 N 0.6919(9) 0.7180(5) 0.4540(5) 0.0171(10) Uani 1.000000 .
N3 N 1.4207(12) 0.8152(6) 0.7634(5) 0.0287(14) Uani 1.000000 .
C1 C 0.4575(12) 0.6494(6) 0.3585(6) 0.0234(14) Uani 1.000000 .
C2 C 0.2824(11) 0.6648(6) 0.2883(6) 0.0217(14) Uani 1.000000 .
C3 C 0.1911(12) 0.5673(6) 0.2519(6) 0.0224(14) Uani 1.000000 .
H3 H 0.2367(12) 0.4906(6) 0.2744(6) 0.0269(16) Uiso 1.000000 R
C4 C 0.0340(13) 0.5814(7) 0.1829(6) 0.0298(16) Uani 1.000000 .
H4 H -0.0282(13) 0.5140(7) 0.1598(6) 0.0358(19) Uiso 1.000000 R
C5 C -0.0336(12) 0.6919(7) 0.1473(6) 0.0250(14) Uani 1.000000 .
C6 C 0.0541(13) 0.7886(7) 0.1868(6) 0.0267(15) Uani 1.000000 .
H6 H 0.0051(13) 0.8653(7) 0.1658(6) 0.0320(18) Uiso 1.000000 R
C7 C 0.2093(12) 0.7766(7) 0.2554(6) 0.0271(15) Uani 1.000000 .
H7 H 0.2667(12) 0.8443(7) 0.2804(6) 0.0325(18) Uiso 1.000000 R
C8 C -0.1992(15) 0.7066(8) 0.0703(7) 0.0371(19) Uani 1.000000 .
H8a H -0.248(9) 0.6293(9) 0.055(4) 0.056(3) Uiso 1.000000 GR
H8b H -0.336(6) 0.754(5) 0.104(2) 0.056(3) Uiso 1.000000 GR
H8c H -0.121(4) 0.747(5) 0.002(2) 0.056(3) Uiso 1.000000 GR
C9 C 0.7635(13) 0.8059(6) 0.4971(6) 0.0244(14) Uani 1.000000 .
H9 H 0.6982(13) 0.8813(6) 0.4831(6) 0.0293(17) Uiso 1.000000 R
C10 C 0.9319(12) 0.7989(6) 0.5637(6) 0.0216(14) Uani 1.000000 .
C11 C 1.0608(11) 0.6961(6) 0.5858(6) 0.0184(13) Uani 1.000000 .
C12 C 1.2154(11) 0.7017(6) 0.6572(6) 0.0222(14) Uani 1.000000 .
H12 H 1.2948(11) 0.6320(6) 0.6764(6) 0.0267(17) Uiso 1.000000 R
C13 C 1.2551(12) 0.8081(7) 0.7009(6) 0.0233(14) Uani 1.000000 .
C14 C 1.1258(13) 0.9094(7) 0.6785(6) 0.0277(15) Uani 1.000000 .
H14 H 1.1451(13) 0.9817(7) 0.7089(6) 0.0332(18) Uiso 1.000000 R
C15 C 0.9701(13) 0.9010(6) 0.6112(6) 0.0257(15) Uani 1.000000 .
H15 H 0.8832(13) 0.9697(6) 0.5964(6) 0.0309(18) Uiso 1.000000 R
C16 C 1.4552(14) 0.9238(7) 0.8127(7) 0.0317(17) Uani 1.000000 .
H16a H 1.6153(14) 0.9223(7) 0.8265(7) 0.038(2) Uiso 1.000000 R
H16b H 1.4418(14) 0.9905(7) 0.7601(7) 0.038(2) Uiso 1.000000 R
C17 C 1.2848(18) 0.9445(8) 0.9182(8) 0.043(2) Uani 1.000000 .
H17a H 1.1253(18) 0.939(6) 0.9070(16) 0.065(3) Uiso 1.000000 GR
H17b H 1.312(8) 0.885(4) 0.9741(17) 0.065(3) Uiso 1.000000 GR
H17c H 1.306(8) 1.023(3) 0.942(3) 0.065(3) Uiso 1.000000 GR
C18 C 1.5466(13) 0.7103(7) 0.7939(6) 0.0274(15) Uani 1.000000 .
H18a H 1.5832(13) 0.6592(7) 0.7311(6) 0.0329(18) Uiso 1.000000 R
H18b H 1.6961(13) 0.7336(7) 0.8098(6) 0.0329(18) Uiso 1.000000 R
C19 C 1.4118(16) 0.6395(8) 0.8931(7) 0.0371(18) Uani 1.000000 .
H19a H 1.390(11) 0.686(2) 0.9575(13) 0.056(3) Uiso 1.000000 GR
H19b H 1.260(5) 0.620(5) 0.880(2) 0.056(3) Uiso 1.000000 GR
H19c H 1.500(6) 0.567(3) 0.905(4) 0.056(3) Uiso 1.000000 GR


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
Cu Cu 3.080(2) 2_766 ?
Cu O1 1.982(5) . ?
Cu O2 1.972(4) 2_766 ?
Cu O2 2.012(5) . ?
Cu N2 1.896(5) . ?
O1 C1 1.303(9) . ?
O2 C11 1.346(8) . ?
N1 N2 1.400(7) . ?
N1 C1 1.304(9) . ?
N2 C9 1.292(9) . ?
N3 C13 1.379(9) . ?
N3 C16 1.457(10) . ?
N3 C18 1.456(10) . ?
C1 C2 1.487(9) . ?
C2 C3 1.395(10) . ?
C2 C7 1.397(10) . ?
C3 C4 1.391(10) . ?
C4 C5 1.384(11) . ?
C5 C6 1.395(11) . ?
C5 C8 1.508(10) . ?
C6 C7 1.378(10) . ?
C9 C10 1.420(9) . ?
C10 C11 1.416(9) . ?
C10 C15 1.386(10) . ?
C11 C12 1.409(9) . ?
C12 C13 1.409(10) . ?
C13 C14 1.405(10) . ?
C14 C15 1.378(10) . ?
C16 C17 1.509(12) . ?
C18 C19 1.533(11) . ?

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
O2 Cu O1 108.4(2) 2_766 . ?
O2 Cu O1 172.71(19) . . ?
N2 Cu O1 80.9(2) . . ?
N2 Cu O2 165.8(2) . 2_766 ?
N2 Cu O2 91.8(2) . . ?
C1 O1 Cu 108.5(4) . . ?
C11 O2 Cu 132.8(4) . 2_766 ?
C11 O2 Cu 125.9(4) . . ?
C1 N1 N2 108.8(5) . . ?
N1 N2 Cu 115.9(4) . . ?
C9 N2 Cu 128.9(5) . . ?
C9 N2 N1 115.2(5) . . ?
C16 N3 C13 121.5(6) . . ?
C18 N3 C13 120.7(6) . . ?
C18 N3 C16 117.4(6) . . ?
N1 C1 O1 125.2(6) . . ?
C2 C1 O1 119.5(6) . . ?
C2 C1 N1 115.3(6) . . ?
C3 C2 C1 120.4(6) . . ?
C7 C2 C1 121.1(7) . . ?
C7 C2 C3 118.5(6) . . ?
C4 C3 C2 120.6(6) . . ?
C5 C4 C3 121.2(7) . . ?
C6 C5 C4 117.6(6) . . ?
C8 C5 C4 121.0(7) . . ?
C8 C5 C6 121.4(7) . . ?
C7 C6 C5 122.1(7) . . ?
C6 C7 C2 120.0(7) . . ?
C10 C9 N2 125.2(6) . . ?
C11 C10 C9 125.1(6) . . ?
C15 C10 C9 116.9(6) . . ?
C15 C10 C11 118.0(6) . . ?
C10 C11 O2 122.1(6) . . ?
C12 C11 O2 119.3(6) . . ?
C12 C11 C10 118.6(6) . . ?
C13 C12 C11 121.6(6) . . ?
C12 C13 N3 121.4(6) . . ?
C14 C13 N3 119.5(7) . . ?
C14 C13 C12 119.1(6) . . ?
C15 C14 C13 118.2(7) . . ?
C14 C15 C10 124.4(7) . . ?
C17 C16 N3 114.1(7) . . ?
C19 C18 N3 113.6(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.736(4)
2 0.264(4)

