# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_H49CdBr2-a
_database_code_depnum_ccdc_archive 'CCDC 2068379'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-03-06 deposited with the CCDC.	2021-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXTL
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H23 Br2 Cd N5 O'
_chemical_formula_sum            'C17 H23 Br2 Cd N5 O'
_chemical_formula_weight         585.62

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   11.5549(9)
_cell_length_b                   14.9462(11)
_cell_length_c                   12.0964(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2089.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6004
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      25.98

_exptl_crystal_description       Rod
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    4.886
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5478
_exptl_absorpt_correction_T_max  0.8673
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12348
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4046
_reflns_number_gt                3201
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0464P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.007(11)
_refine_ls_number_reflns         4046
_refine_ls_number_parameters     239
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0933
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.064
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.48549(4) 0.00781(2) 0.55913(4) 0.02916(13) Uani 1 1 d . . .
Br1 Br 0.38635(7) 0.01533(4) 0.75158(7) 0.0435(2) Uani 1 1 d . . .
Br2 Br 0.70540(6) -0.00618(4) 0.57997(5) 0.03696(19) Uani 1 1 d . . .
N1 N 0.4206(5) -0.1321(3) 0.5105(4) 0.0352(13) Uani 1 1 d . . .
N2 N 0.3310(5) -0.1377(3) 0.4366(4) 0.0315(12) Uani 1 1 d . . .
N3 N 0.3093(4) 0.0199(3) 0.4251(4) 0.0258(12) Uani 1 1 d . . .
N4 N 0.3736(4) 0.1703(3) 0.4311(5) 0.0304(12) Uani 1 1 d . . .
N5 N 0.4598(4) 0.1538(3) 0.5049(4) 0.0302(12) Uani 1 1 d . . .
C1 C 0.4208(6) -0.2104(4) 0.5634(7) 0.0400(16) Uani 1 1 d . . .
C2 C 0.3320(7) -0.2656(4) 0.5221(6) 0.046(2) Uani 1 1 d . . .
H2 H 0.3139 -0.3238 0.5458 0.056 Uiso 1 1 calc R . .
C3 C 0.2771(6) -0.2182(4) 0.4408(6) 0.0393(17) Uani 1 1 d . . .
C4 C 0.3141(5) -0.0627(4) 0.3615(5) 0.0291(14) Uani 1 1 d . . .
H4A H 0.2419 -0.0706 0.3202 0.035 Uiso 1 1 calc R . .
H4B H 0.3781 -0.0600 0.3085 0.035 Uiso 1 1 calc R . .
C5 C 0.3377(6) 0.0984(4) 0.3590(5) 0.0334(15) Uani 1 1 d . . .
H5A H 0.4002 0.0839 0.3072 0.040 Uiso 1 1 calc R . .
H5B H 0.2699 0.1170 0.3161 0.040 Uiso 1 1 calc R . .
C6 C 0.3368(7) 0.2567(4) 0.4356(6) 0.0430(19) Uani 1 1 d . . .
C7 C 0.4030(7) 0.2971(4) 0.5173(6) 0.046(2) Uani 1 1 d . . .
H7 H 0.3983 0.3570 0.5404 0.055 Uiso 1 1 calc R . .
C8 C 0.4781(6) 0.2316(4) 0.5585(7) 0.0351(14) Uani 1 1 d . . .
C9 C 0.5060(8) -0.2283(5) 0.6530(7) 0.053(2) Uani 1 1 d . . .
H9A H 0.5834 -0.2297 0.6221 0.080 Uiso 1 1 calc R . .
H9B H 0.4888 -0.2855 0.6872 0.080 Uiso 1 1 calc R . .
H9C H 0.5012 -0.1813 0.7082 0.080 Uiso 1 1 calc R . .
C10 C 0.1794(7) -0.2432(5) 0.3676(7) 0.055(2) Uani 1 1 d . . .
H10A H 0.1107 -0.2103 0.3893 0.083 Uiso 1 1 calc R . .
H10B H 0.1648 -0.3069 0.3739 0.083 Uiso 1 1 calc R . .
H10C H 0.1989 -0.2288 0.2916 0.083 Uiso 1 1 calc R . .
C11 C 0.2417(7) 0.2920(5) 0.3674(6) 0.0495(19) Uani 1 1 d . . .
H11A H 0.2617 0.2866 0.2898 0.074 Uiso 1 1 calc R . .
H11B H 0.2290 0.3545 0.3853 0.074 Uiso 1 1 calc R . .
H11C H 0.1717 0.2583 0.3821 0.074 Uiso 1 1 calc R . .
C12 C 0.5675(8) 0.2384(4) 0.6481(7) 0.0469(19) Uani 1 1 d . . .
H12A H 0.5400 0.2080 0.7139 0.070 Uiso 1 1 calc R . .
H12B H 0.5815 0.3010 0.6651 0.070 Uiso 1 1 calc R . .
H12C H 0.6390 0.2109 0.6233 0.070 Uiso 1 1 calc R . .
C13 C 0.2022(7) 0.0308(4) 0.4892(6) 0.0425(19) Uani 1 1 d . . .
H13A H 0.2000 0.0918 0.5186 0.051 Uiso 1 1 calc R . .
H13B H 0.2049 -0.0103 0.5523 0.051 Uiso 1 1 calc R . .
C14 C 0.0943(6) 0.0144(4) 0.4276(7) 0.0367(17) Uani 1 1 d . . .
C15 C 0.0077(6) -0.0401(6) 0.4459(7) 0.0477(19) Uani 1 1 d . . .
H15 H 0.0008 -0.0799 0.5057 0.057 Uiso 1 1 calc R . .
C16 C -0.0748(7) -0.0287(6) 0.3586(8) 0.055(2) Uani 1 1 d . . .
H16 H -0.1447 -0.0599 0.3487 0.066 Uiso 1 1 calc R . .
C17 C -0.0324(9) 0.0342(7) 0.2957(9) 0.076(3) Uani 1 1 d . . .
H17 H -0.0681 0.0563 0.2314 0.092 Uiso 1 1 calc R . .
O1 O 0.0728(5) 0.0639(4) 0.3371(5) 0.0663(18) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N5 2.298(5) . ?
Cd1 N1 2.298(5) . ?
Cd1 Br2 2.5621(8) . ?
Cd1 Br1 2.5970(10) . ?
Cd1 N3 2.609(5) . ?
N1 C1 1.334(8) . ?
N1 N2 1.371(8) . ?
N2 C3 1.356(8) . ?
N2 C4 1.455(8) . ?
N3 C4 1.456(7) . ?
N3 C5 1.457(7) . ?
N3 C13 1.469(9) . ?
N4 C6 1.360(7) . ?
N4 N5 1.360(7) . ?
N4 C5 1.444(8) . ?
N5 C8 1.348(8) . ?
C1 C2 1.408(10) . ?
C1 C9 1.488(11) . ?
C2 C3 1.368(11) . ?
C2 H2 0.9400 . ?
C3 C10 1.482(10) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.388(10) . ?
C6 C11 1.472(10) . ?
C7 C8 1.400(9) . ?
C7 H7 0.9400 . ?
C8 C12 1.502(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C14 1.473(10) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.309(10) . ?
C14 O1 1.344(9) . ?
C15 C16 1.433(12) . ?
C15 H15 0.9400 . ?
C16 C17 1.305(13) . ?
C16 H16 0.9400 . ?
C17 O1 1.388(11) . ?
C17 H17 0.9400 . ?

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
N5 Cd1 N1 138.5(2) . . ?
N5 Cd1 Br2 103.51(13) . . ?
N1 Cd1 Br2 105.92(15) . . ?
N5 Cd1 Br1 99.09(13) . . ?
N1 Cd1 Br1 97.18(14) . . ?
Br2 Cd1 Br1 110.66(3) . . ?
N5 Cd1 N3 69.87(16) . . ?
N1 Cd1 N3 69.50(17) . . ?
Br2 Cd1 N3 147.22(11) . . ?
Br1 Cd1 N3 102.12(11) . . ?
C1 N1 N2 105.1(5) . . ?
C1 N1 Cd1 132.5(5) . . ?
N2 N1 Cd1 117.9(3) . . ?
C3 N2 N1 112.1(5) . . ?
C3 N2 C4 130.2(6) . . ?
N1 N2 C4 117.5(5) . . ?
C4 N3 C5 112.6(5) . . ?
C4 N3 C13 113.9(5) . . ?
C5 N3 C13 113.0(5) . . ?
C4 N3 Cd1 103.9(3) . . ?
C5 N3 Cd1 102.8(4) . . ?
C13 N3 Cd1 109.7(4) . . ?
C6 N4 N5 112.0(5) . . ?
C6 N4 C5 129.8(6) . . ?
N5 N4 C5 118.1(5) . . ?
C8 N5 N4 105.9(5) . . ?
C8 N5 Cd1 131.4(5) . . ?
N4 N5 Cd1 117.0(3) . . ?
N1 C1 C2 110.0(7) . . ?
N1 C1 C9 120.5(6) . . ?
C2 C1 C9 129.4(6) . . ?
C3 C2 C1 106.9(6) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
N2 C3 C2 105.9(6) . . ?
N2 C3 C10 123.4(7) . . ?
C2 C3 C10 130.7(7) . . ?
N2 C4 N3 109.2(5) . . ?
N2 C4 H4A 109.8 . . ?
N3 C4 H4A 109.8 . . ?
N2 C4 H4B 109.8 . . ?
N3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
N4 C5 N3 109.4(5) . . ?
N4 C5 H5A 109.8 . . ?
N3 C5 H5A 109.8 . . ?
N4 C5 H5B 109.8 . . ?
N3 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
N4 C6 C7 105.6(6) . . ?
N4 C6 C11 123.5(7) . . ?
C7 C6 C11 130.8(6) . . ?
C6 C7 C8 106.9(6) . . ?
C6 C7 H7 126.6 . . ?
C8 C7 H7 126.6 . . ?
N5 C8 C7 109.6(6) . . ?
N5 C8 C12 121.0(6) . . ?
C7 C8 C12 129.5(6) . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 115.3(6) . . ?
N3 C13 H13A 108.4 . . ?
C14 C13 H13A 108.4 . . ?
N3 C13 H13B 108.4 . . ?
C14 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
C15 C14 O1 109.8(7) . . ?
C15 C14 C13 131.7(8) . . ?
O1 C14 C13 118.5(6) . . ?
C14 C15 C16 108.1(7) . . ?
C14 C15 H15 126.0 . . ?
C16 C15 H15 126.0 . . ?
C17 C16 C15 105.4(7) . . ?
C17 C16 H16 127.3 . . ?
C15 C16 H16 127.3 . . ?
C16 C17 O1 110.4(8) . . ?
C16 C17 H17 124.8 . . ?
O1 C17 H17 124.8 . . ?
C14 O1 C17 106.2(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
N5 Cd1 N1 C1 -162.0(5) . . . . ?
Br2 Cd1 N1 C1 64.5(7) . . . . ?
Br1 Cd1 N1 C1 -49.5(6) . . . . ?
N3 Cd1 N1 C1 -149.8(7) . . . . ?
N5 Cd1 N1 N2 -9.6(6) . . . . ?
Br2 Cd1 N1 N2 -143.2(4) . . . . ?
Br1 Cd1 N1 N2 102.9(4) . . . . ?
N3 Cd1 N1 N2 2.6(4) . . . . ?
C1 N1 N2 C3 -1.2(7) . . . . ?
Cd1 N1 N2 C3 -160.5(4) . . . . ?
C1 N1 N2 C4 -176.3(6) . . . . ?
Cd1 N1 N2 C4 24.4(7) . . . . ?
N5 Cd1 N3 C4 144.5(4) . . . . ?
N1 Cd1 N3 C4 -26.9(4) . . . . ?
Br2 Cd1 N3 C4 60.8(4) . . . . ?
Br1 Cd1 N3 C4 -120.1(3) . . . . ?
N5 Cd1 N3 C5 27.0(4) . . . . ?
N1 Cd1 N3 C5 -144.5(4) . . . . ?
Br2 Cd1 N3 C5 -56.7(4) . . . . ?
Br1 Cd1 N3 C5 122.3(3) . . . . ?
N5 Cd1 N3 C13 -93.5(4) . . . . ?
N1 Cd1 N3 C13 95.1(4) . . . . ?
Br2 Cd1 N3 C13 -177.2(3) . . . . ?
Br1 Cd1 N3 C13 1.9(4) . . . . ?
C6 N4 N5 C8 0.4(7) . . . . ?
C5 N4 N5 C8 178.3(5) . . . . ?
C6 N4 N5 Cd1 157.0(4) . . . . ?
C5 N4 N5 Cd1 -25.2(7) . . . . ?
N1 Cd1 N5 C8 158.9(5) . . . . ?
Br2 Cd1 N5 C8 -66.8(6) . . . . ?
Br1 Cd1 N5 C8 47.1(6) . . . . ?
N3 Cd1 N5 C8 146.8(6) . . . . ?
N1 Cd1 N5 N4 9.6(6) . . . . ?
Br2 Cd1 N5 N4 143.9(4) . . . . ?
Br1 Cd1 N5 N4 -102.2(4) . . . . ?
N3 Cd1 N5 N4 -2.5(4) . . . . ?
N2 N1 C1 C2 0.5(7) . . . . ?
Cd1 N1 C1 C2 155.4(5) . . . . ?
N2 N1 C1 C9 -178.6(6) . . . . ?
Cd1 N1 C1 C9 -23.7(10) . . . . ?
N1 C1 C2 C3 0.3(8) . . . . ?
C9 C1 C2 C3 179.4(7) . . . . ?
N1 N2 C3 C2 1.4(8) . . . . ?
C4 N2 C3 C2 175.7(6) . . . . ?
N1 N2 C3 C10 -178.2(7) . . . . ?
C4 N2 C3 C10 -3.9(11) . . . . ?
C1 C2 C3 N2 -1.0(8) . . . . ?
C1 C2 C3 C10 178.6(8) . . . . ?
C3 N2 C4 N3 134.2(6) . . . . ?
N1 N2 C4 N3 -51.7(7) . . . . ?
C5 N3 C4 N2 157.6(5) . . . . ?
C13 N3 C4 N2 -72.2(7) . . . . ?
Cd1 N3 C4 N2 47.1(5) . . . . ?
C6 N4 C5 N3 -129.3(7) . . . . ?
N5 N4 C5 N3 53.2(7) . . . . ?
C4 N3 C5 N4 -158.7(5) . . . . ?
C13 N3 C5 N4 70.6(7) . . . . ?
Cd1 N3 C5 N4 -47.5(5) . . . . ?
N5 N4 C6 C7 -0.3(8) . . . . ?
C5 N4 C6 C7 -177.9(6) . . . . ?
N5 N4 C6 C11 -177.9(7) . . . . ?
C5 N4 C6 C11 4.6(12) . . . . ?
N4 C6 C7 C8 0.1(8) . . . . ?
C11 C6 C7 C8 177.4(8) . . . . ?
N4 N5 C8 C7 -0.3(7) . . . . ?
Cd1 N5 C8 C7 -152.1(5) . . . . ?
N4 N5 C8 C12 179.3(7) . . . . ?
Cd1 N5 C8 C12 27.6(10) . . . . ?
C6 C7 C8 N5 0.1(8) . . . . ?
C6 C7 C8 C12 -179.5(8) . . . . ?
C4 N3 C13 C14 -48.4(8) . . . . ?
C5 N3 C13 C14 81.7(7) . . . . ?
Cd1 N3 C13 C14 -164.3(4) . . . . ?
N3 C13 C14 C15 124.2(9) . . . . ?
N3 C13 C14 O1 -58.3(9) . . . . ?
O1 C14 C15 C16 2.6(10) . . . . ?
C13 C14 C15 C16 -179.7(8) . . . . ?
C14 C15 C16 C17 -1.7(12) . . . . ?
C15 C16 C17 O1 0.2(13) . . . . ?
C15 C14 O1 C17 -2.5(10) . . . . ?
C13 C14 O1 C17 179.5(7) . . . . ?
C16 C17 O1 C14 1.4(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.520
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.155
####################################################################### 
# 
# 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_SH1-39_a
_database_code_depnum_ccdc_archive 'CCDC 2068382'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-03-06 deposited with the CCDC.	2021-05-20 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            'C21 H29 Br2 Cd N5'
_chemical_formula_weight         623.71

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2192 2.4085 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8219 1.1893 '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                   8.9830(18)
_cell_length_b                   13.250(3)
_cell_length_c                   21.860(4)
_cell_angle_alpha                107.51(3)
_cell_angle_beta                 99.64(3)
_cell_angle_gamma                93.76(3)
_cell_volume                     2427.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    88751
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.025
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    4.041
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21781
_diffrn_reflns_av_unetI/netI     0.1011
_diffrn_reflns_av_R_equivalents  0.0720
_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       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.589
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        24.835
_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             11032
_reflns_number_gt                7595
_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       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  SHELXL
_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)+(0.0988P)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         11032
_refine_ls_number_parameters     535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1479
_refine_ls_wR_factor_gt          0.1380
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_restrained_S_all      0.872
_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
Cd1 Cd 0.20311(5) 0.26044(3) 0.39111(2) 0.01835(11) Uani 1 1 d . . . . .
Br1 Br 0.04857(7) 0.18462(5) 0.27363(3) 0.02657(16) Uani 1 1 d . . . . .
N1 N 0.0408(5) 0.3258(4) 0.4586(2) 0.0153(10) Uani 1 1 d . . . . .
C1 C -0.1125(7) 0.3261(5) 0.4523(3) 0.0213(13) Uani 1 1 d . . . . .
Cd2 Cd 0.68464(5) 0.42644(3) 0.81342(2) 0.02084(12) Uani 1 1 d . . . . .
Br2 Br 0.39349(7) 0.41897(4) 0.39408(3) 0.01999(14) Uani 1 1 d . . . . .
N2 N 0.0995(5) 0.3837(4) 0.5224(2) 0.0161(10) Uani 1 1 d . . . . .
C2 C -0.1463(7) 0.3840(4) 0.5115(3) 0.0182(12) Uani 1 1 d . . . . .
H2 H -0.242801 0.396292 0.519783 0.022 Uiso 1 1 calc R U . . .
N3 N 0.3163(5) 0.2942(4) 0.5315(2) 0.0183(10) Uani 1 1 d . . . . .
Br3 Br 0.54337(8) 0.33031(6) 0.87538(3) 0.03560(18) Uani 1 1 d . . . . .
C3 C -0.0108(7) 0.4200(5) 0.5558(3) 0.0203(12) Uani 1 1 d . . . . .
Br4 Br 0.77105(7) 0.34276(5) 0.70478(3) 0.02516(15) Uani 1 1 d . . . . .
N4 N 0.4761(6) 0.1860(4) 0.4724(2) 0.0201(10) Uani 1 1 d . . . . .
C4 C -0.2187(7) 0.2674(5) 0.3902(3) 0.0305(15) Uani 1 1 d . . . . .
H4A H -0.294853 0.311288 0.381205 0.046 Uiso 1 1 calc R U . . .
H4B H -0.266788 0.203201 0.393998 0.046 Uiso 1 1 calc R U . . .
H4C H -0.163416 0.249504 0.355254 0.046 Uiso 1 1 calc R U . . .
N5 N 0.3717(5) 0.1506(4) 0.4154(2) 0.0198(10) Uani 1 1 d . . . . .
C5 C 0.0208(7) 0.4830(5) 0.6265(3) 0.0222(13) Uani 1 1 d . . . . .
H5A H -0.071589 0.506791 0.639003 0.033 Uiso 1 1 calc R U . . .
H5B H 0.094355 0.543688 0.634309 0.033 Uiso 1 1 calc R U . . .
H5C H 0.060139 0.439273 0.651822 0.033 Uiso 1 1 calc R U . . .
N6 N 0.4903(6) 0.5234(4) 0.7798(2) 0.0213(11) Uani 1 1 d . . . . .
C6 C 0.2631(6) 0.3986(4) 0.5456(3) 0.0186(12) Uani 1 1 d . . . . .
H6A H 0.287635 0.435687 0.592322 0.022 Uiso 1 1 calc R U . . .
H6AB H 0.312363 0.441077 0.523749 0.022 Uiso 1 1 calc R U . . .
C7 C 0.4704(6) 0.2896(4) 0.5194(3) 0.0172(12) Uani 1 1 d . . . . .
H7A H 0.541516 0.298930 0.559934 0.021 Uiso 1 1 calc R U . . .
H7AB H 0.498156 0.346030 0.502194 0.021 Uiso 1 1 calc R U . . .
N7 N 0.5462(6) 0.6184(4) 0.7751(2) 0.0203(11) Uani 1 1 d . . . . .
C8 C 0.5757(7) 0.1143(5) 0.4762(3) 0.0228(13) Uani 1 1 d . . . . .
N8 N 0.7866(5) 0.6233(4) 0.8380(2) 0.0199(10) Uani 1 1 d . . . . .
C9 C 0.5328(7) 0.0294(5) 0.4193(3) 0.0248(14) Uani 1 1 d . . . . .
H9 H 0.579062 -0.032499 0.407764 0.030 Uiso 1 1 calc R U . . .
N9 N 1.0061(6) 0.5616(4) 0.8837(2) 0.0251(12) Uani 1 1 d . . . . .
C10 C 0.4077(7) 0.0540(5) 0.3827(3) 0.0218(13) Uani 1 1 d . . . . .
N10 N 0.9320(6) 0.4635(4) 0.8763(3) 0.0275(12) Uani 1 1 d . . . . .
C12 C 0.7050(7) 0.1322(5) 0.5330(3) 0.0236(13) Uani 1 1 d . . . . .
H12A H 0.745128 0.066100 0.530955 0.035 Uiso 1 1 calc R U . . .
H12B H 0.669123 0.158500 0.573181 0.035 Uiso 1 1 calc R U . . .
H12C H 0.783608 0.183421 0.531304 0.035 Uiso 1 1 calc R U . . .
C11 C 0.3162(8) -0.0115(5) 0.3181(3) 0.0317(15) Uani 1 1 d . . . . .
H11A H 0.306336 -0.085139 0.315961 0.048 Uiso 1 1 calc R U . . .
H11B H 0.365978 -0.003152 0.284076 0.048 Uiso 1 1 calc R U . . .
H11C H 0.217050 0.011449 0.312623 0.048 Uiso 1 1 calc R U . . .
C14 C 0.1493(7) 0.1618(5) 0.5537(3) 0.0246(14) Uani 1 1 d . . . . .
H14 H 0.090003 0.147533 0.512154 0.030 Uiso 1 1 calc R U . . .
C13 C 0.2775(6) 0.2364(4) 0.5745(3) 0.0177(12) Uani 1 1 d . . . . .
C15 C 0.1104(7) 0.1085(5) 0.5959(3) 0.0242(13) Uani 1 1 d . . . . .
H15 H 0.024751 0.057886 0.581896 0.029 Uiso 1 1 calc R U . . .
C16 C 0.1962(7) 0.1288(4) 0.6585(3) 0.0199(12) Uani 1 1 d . . . . .
C17 C 0.3257(7) 0.2031(5) 0.6783(3) 0.0201(12) Uani 1 1 d . . . . .
H17 H 0.386161 0.216905 0.719565 0.024 Uiso 1 1 calc R U . . .
C18 C 0.3647(7) 0.2567(4) 0.6365(3) 0.0183(12) Uani 1 1 d . . . . .
H18 H 0.450646 0.306994 0.650284 0.022 Uiso 1 1 calc R U . . .
C19 C 0.1500(7) 0.0731(5) 0.7052(3) 0.0209(13) Uani 1 1 d . . . . .
H19 H 0.069676 0.014746 0.679814 0.025 Uiso 1 1 calc R U . . .
C20 C 0.0839(8) 0.1484(5) 0.7587(3) 0.0296(15) Uani 1 1 d . . . . .
H20A H 0.041952 0.108893 0.783458 0.044 Uiso 1 1 calc R U . . .
H20B H 0.005297 0.181265 0.739189 0.044 Uiso 1 1 calc R U . . .
H20C H 0.162889 0.202508 0.787221 0.044 Uiso 1 1 calc R U . . .
C21 C 0.2818(7) 0.0239(5) 0.7347(3) 0.0279(14) Uani 1 1 d . . . . .
H21A H 0.246412 -0.014236 0.761598 0.042 Uiso 1 1 calc R U . . .
H21B H 0.361480 0.079451 0.760924 0.042 Uiso 1 1 calc R U . . .
H21C H 0.320181 -0.024295 0.700242 0.042 Uiso 1 1 calc R U . . .
C22 C 0.3399(7) 0.5282(5) 0.7764(3) 0.0211(12) Uani 1 1 d . . . . .
C23 C 0.3021(7) 0.6250(5) 0.7676(3) 0.0264(14) Uani 1 1 d . . . . .
H23 H 0.205656 0.646700 0.762816 0.032 Uiso 1 1 calc R U . . .
C24 C 0.4356(7) 0.6809(5) 0.7673(3) 0.0209(13) Uani 1 1 d . . . . .
C25 C 0.2389(7) 0.4379(5) 0.7803(3) 0.0223(13) Uani 1 1 d . . . . .
H25A H 0.138206 0.457530 0.781489 0.033 Uiso 1 1 calc R U . . .
H25B H 0.277628 0.421079 0.819295 0.033 Uiso 1 1 calc R U . . .
H25C H 0.235776 0.376779 0.742706 0.033 Uiso 1 1 calc R U . . .
C26 C 0.4693(8) 0.7889(5) 0.7612(3) 0.0277(15) Uani 1 1 d . . . . .
H26A H 0.375737 0.817743 0.752486 0.042 Uiso 1 1 calc R U . . .
H26B H 0.522497 0.783345 0.725966 0.042 Uiso 1 1 calc R U . . .
H26C H 0.531395 0.835013 0.801308 0.042 Uiso 1 1 calc R U . . .
C27 C 0.7068(7) 0.6378(5) 0.7770(3) 0.0206(12) Uani 1 1 d . . . . .
H27A H 0.733517 0.709710 0.776650 0.025 Uiso 1 1 calc R U . . .
H27B H 0.734742 0.587969 0.739313 0.025 Uiso 1 1 calc R U . . .
C28 C 0.9482(7) 0.6153(5) 0.8371(3) 0.0247(13) Uani 1 1 d . . . . .
H28A H 0.960606 0.575043 0.793521 0.030 Uiso 1 1 calc R U . . .
H28B H 1.003904 0.685899 0.849065 0.030 Uiso 1 1 calc R U . . .
C29 C 1.1392(7) 0.5832(6) 0.9280(3) 0.0281(15) Uani 1 1 d . . . . .
C30 C 1.1515(8) 0.4954(6) 0.9493(3) 0.0320(16) Uani 1 1 d . . . . .
H30 H 1.230711 0.485947 0.979579 0.038 Uiso 1 1 calc R U . . .
C31 C 1.0210(7) 0.4235(6) 0.9161(3) 0.0271(14) Uani 1 1 d . . . . .
C32 C 0.9771(9) 0.3155(6) 0.9202(3) 0.0368(17) Uani 1 1 d . . . . .
H32A H 1.024533 0.311522 0.962062 0.055 Uiso 1 1 calc R U . . .
H32B H 1.009969 0.262365 0.886198 0.055 Uiso 1 1 calc R U . . .
H32C H 0.868560 0.303078 0.915109 0.055 Uiso 1 1 calc R U . . .
C33 C 1.2431(8) 0.6832(6) 0.9452(4) 0.0390(18) Uani 1 1 d . . . . .
H33A H 1.319174 0.688903 0.982989 0.059 Uiso 1 1 calc R U . . .
H33B H 1.186096 0.742967 0.954637 0.059 Uiso 1 1 calc R U . . .
H33C H 1.291374 0.682684 0.909137 0.059 Uiso 1 1 calc R U . . .
C34 C 0.7624(7) 0.7022(5) 0.8969(3) 0.0227(13) Uani 1 1 d . . . . .
C35 C 0.6874(7) 0.6706(5) 0.9400(3) 0.0268(14) Uani 1 1 d . . . . .
H35 H 0.648723 0.599379 0.929895 0.032 Uiso 1 1 calc R U . . .
C36 C 0.6696(8) 0.7445(6) 0.9981(3) 0.0300(15) Uani 1 1 d . . . . .
H36 H 0.622499 0.721260 1.027089 0.036 Uiso 1 1 calc R U . . .
C37 C 0.7199(8) 0.8511(6) 1.0137(3) 0.0300(15) Uani 1 1 d . . . . .
C38 C 0.7908(9) 0.8818(6) 0.9687(3) 0.0360(17) Uani 1 1 d . . . . .
H38 H 0.825064 0.953578 0.977893 0.043 Uiso 1 1 calc R U . . .
C39 C 0.8119(8) 0.8099(6) 0.9111(3) 0.0327(16) Uani 1 1 d . . . . .
H39 H 0.858700 0.833337 0.882076 0.039 Uiso 1 1 calc R U . . .
C40 C 0.6991(9) 0.9273(6) 1.0781(3) 0.0387(17) Uani 1 1 d . . . . .
H40 H 0.734952 0.895077 1.111908 0.046 Uiso 1 1 calc R U . . .
C41 C 0.5290(10) 0.9386(6) 1.0787(4) 0.047(2) Uani 1 1 d . . . . .
H41A H 0.517881 0.978245 1.122060 0.070 Uiso 1 1 calc R U . . .
H41B H 0.472238 0.869075 1.065735 0.070 Uiso 1 1 calc R U . . .
H41C H 0.491229 0.975491 1.048814 0.070 Uiso 1 1 calc R U . . .
C42 C 0.7922(14) 1.0340(8) 1.0971(5) 0.088(4) Uani 1 1 d . . . . .
H42A H 0.786642 1.074253 1.141105 0.132 Uiso 1 1 calc R U . . .
H42B H 0.753498 1.071878 1.067925 0.132 Uiso 1 1 calc R U . . .
H42C H 0.896257 1.024323 1.094578 0.132 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
Cd1 N1 2.273(5) . ?
Cd1 N5 2.275(5) . ?
Cd1 Br1 2.5692(12) . ?
Cd1 Br2 2.5983(11) . ?
N1 C1 1.361(8) . ?
N1 N2 1.368(6) . ?
C1 C2 1.384(8) . ?
C1 C4 1.481(8) . ?
Cd2 N10 2.344(5) . ?
Cd2 N6 2.381(5) . ?
Cd2 Br3 2.5435(10) . ?
Cd2 N8 2.571(5) . ?
Cd2 Br4 2.5724(11) . ?
N2 C3 1.356(8) . ?
N2 C6 1.452(7) . ?
C2 C3 1.377(8) . ?
N3 C13 1.448(7) . ?
N3 C7 1.454(7) . ?
N3 C6 1.455(7) . ?
C3 C5 1.488(8) . ?
N4 C8 1.357(7) . ?
N4 N5 1.361(7) . ?
N4 C7 1.457(7) . ?
N5 C10 1.355(8) . ?
N6 C22 1.348(8) . ?
N6 N7 1.364(7) . ?
N7 C24 1.356(7) . ?
N7 C27 1.440(8) . ?
C8 C9 1.378(9) . ?
C8 C12 1.502(8) . ?
N8 C34 1.453(8) . ?
N8 C28 1.465(8) . ?
N8 C27 1.478(7) . ?
C9 C10 1.383(8) . ?
N9 C29 1.361(8) . ?
N9 N10 1.373(7) . ?
N9 C28 1.456(7) . ?
C10 C11 1.483(9) . ?
N10 C31 1.334(8) . ?
C14 C13 1.383(8) . ?
C14 C15 1.394(8) . ?
C13 C18 1.386(8) . ?
C15 C16 1.391(8) . ?
C16 C17 1.391(8) . ?
C16 C19 1.521(8) . ?
C17 C18 1.389(8) . ?
C19 C20 1.526(9) . ?
C19 C21 1.530(8) . ?
C22 C23 1.408(8) . ?
C22 C25 1.485(8) . ?
C23 C24 1.369(9) . ?
C24 C26 1.492(8) . ?
C29 C30 1.380(9) . ?
C29 C33 1.480(10) . ?
C30 C31 1.401(10) . ?
C31 C32 1.492(10) . ?
C34 C35 1.388(9) . ?
C34 C39 1.392(9) . ?
C35 C36 1.393(9) . ?
C36 C37 1.375(10) . ?
C37 C38 1.398(10) . ?
C37 C40 1.515(10) . ?
C38 C39 1.383(10) . ?
C40 C42 1.499(11) . ?
C40 C41 1.547(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
N1 Cd1 N5 120.80(17) . . ?
N1 Cd1 Br1 108.16(12) . . ?
N5 Cd1 Br1 112.36(13) . . ?
N1 Cd1 Br2 108.05(12) . . ?
N5 Cd1 Br2 99.27(12) . . ?
Br1 Cd1 Br2 107.02(4) . . ?
C1 N1 N2 105.0(4) . . ?
C1 N1 Cd1 136.1(4) . . ?
N2 N1 Cd1 118.9(3) . . ?
N1 C1 C2 109.7(5) . . ?
N1 C1 C4 121.8(6) . . ?
C2 C1 C4 128.5(6) . . ?
N10 Cd2 N6 137.83(18) . . ?
N10 Cd2 Br3 102.05(13) . . ?
N6 Cd2 Br3 99.69(13) . . ?
N10 Cd2 N8 69.83(17) . . ?
N6 Cd2 N8 68.79(16) . . ?
Br3 Cd2 N8 132.44(11) . . ?
N10 Cd2 Br4 94.09(14) . . ?
N6 Cd2 Br4 100.85(13) . . ?
Br3 Cd2 Br4 127.20(3) . . ?
N8 Cd2 Br4 100.34(11) . . ?
C3 N2 N1 112.0(5) . . ?
C3 N2 C6 129.0(5) . . ?
N1 N2 C6 119.1(5) . . ?
C3 C2 C1 107.5(5) . . ?
C13 N3 C7 115.1(4) . . ?
C13 N3 C6 113.0(5) . . ?
C7 N3 C6 116.1(5) . . ?
N2 C3 C2 105.9(5) . . ?
N2 C3 C5 123.3(5) . . ?
C2 C3 C5 130.8(6) . . ?
C8 N4 N5 111.4(5) . . ?
C8 N4 C7 128.9(5) . . ?
N5 N4 C7 119.7(5) . . ?
C10 N5 N4 105.5(5) . . ?
C10 N5 Cd1 134.9(4) . . ?
N4 N5 Cd1 119.3(4) . . ?
C22 N6 N7 104.8(5) . . ?
C22 N6 Cd2 140.4(4) . . ?
N7 N6 Cd2 113.0(4) . . ?
N2 C6 N3 108.3(4) . . ?
N3 C7 N4 108.3(4) . . ?
C24 N7 N6 112.3(5) . . ?
C24 N7 C27 129.4(5) . . ?
N6 N7 C27 118.3(5) . . ?
N4 C8 C9 106.4(5) . . ?
N4 C8 C12 123.4(6) . . ?
C9 C8 C12 130.2(6) . . ?
C34 N8 C28 112.7(5) . . ?
C34 N8 C27 113.6(5) . . ?
C28 N8 C27 111.0(5) . . ?
C34 N8 Cd2 119.4(4) . . ?
C28 N8 Cd2 100.8(4) . . ?
C27 N8 Cd2 97.9(3) . . ?
C8 C9 C10 106.8(5) . . ?
C29 N9 N10 111.2(5) . . ?
C29 N9 C28 130.4(6) . . ?
N10 N9 C28 117.4(5) . . ?
N5 C10 C9 110.0(5) . . ?
N5 C10 C11 121.5(5) . . ?
C9 C10 C11 128.5(6) . . ?
C31 N10 N9 105.7(5) . . ?
C31 N10 Cd2 138.6(5) . . ?
N9 N10 Cd2 114.9(4) . . ?
C13 C14 C15 119.0(5) . . ?
C14 C13 C18 119.8(5) . . ?
C14 C13 N3 119.3(5) . . ?
C18 C13 N3 120.9(5) . . ?
C16 C15 C14 121.8(6) . . ?
C17 C16 C15 118.4(5) . . ?
C17 C16 C19 120.0(5) . . ?
C15 C16 C19 121.5(5) . . ?
C18 C17 C16 119.9(5) . . ?
C13 C18 C17 121.0(5) . . ?
C16 C19 C20 111.2(5) . . ?
C16 C19 C21 112.1(5) . . ?
C20 C19 C21 110.9(5) . . ?
N6 C22 C23 110.2(5) . . ?
N6 C22 C25 120.6(5) . . ?
C23 C22 C25 129.2(6) . . ?
C24 C23 C22 106.4(6) . . ?
N7 C24 C23 106.3(5) . . ?
N7 C24 C26 122.1(6) . . ?
C23 C24 C26 131.6(6) . . ?
N7 C27 N8 106.9(5) . . ?
N9 C28 N8 108.1(5) . . ?
N9 C29 C30 106.3(6) . . ?
N9 C29 C33 122.8(6) . . ?
C30 C29 C33 130.9(6) . . ?
C29 C30 C31 106.4(6) . . ?
N10 C31 C30 110.4(6) . . ?
N10 C31 C32 120.8(6) . . ?
C30 C31 C32 128.8(6) . . ?
C35 C34 C39 118.9(6) . . ?
C35 C34 N8 119.9(6) . . ?
C39 C34 N8 121.2(6) . . ?
C34 C35 C36 120.5(6) . . ?
C37 C36 C35 121.6(6) . . ?
C36 C37 C38 116.9(6) . . ?
C36 C37 C40 119.0(6) . . ?
C38 C37 C40 124.0(6) . . ?
C39 C38 C37 122.7(7) . . ?
C38 C39 C34 119.3(6) . . ?
C42 C40 C37 113.6(7) . . ?
C42 C40 C41 111.5(8) . . ?
C37 C40 C41 111.3(6) . . ?

_refine_diff_density_max         2.588
_refine_diff_density_min         -1.783
_refine_diff_density_rms         0.205

####################################################################### 
# 
# 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_tt_a
_database_code_depnum_ccdc_archive 'CCDC 2068381'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-03-06 deposited with the CCDC.	2021-05-20 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            'C21 H29 Cl2 N5 Zn'
_chemical_formula_weight         487.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1177 0.1185 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3307 1.0994 '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                   12.837(3)
_cell_length_b                   12.585(3)
_cell_length_c                   14.222(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.04(3)
_cell_angle_gamma                90
_cell_volume                     2296.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    64513
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.075
_exptl_absorpt_coefficient_mu    0.867
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27490
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.855
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7909
_reflns_number_gt                7145
_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       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  SHELXL
_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)+(0.0529P)²+0.6354P] 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         7909
_refine_ls_number_parameters     268
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.142
_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
Zn1 Zn 0.27720(2) 0.39721(2) 0.14177(2) 0.01154(6) Uani 1 1 d . . . . .
Cl1 Cl 0.33514(3) 0.24068(3) 0.09155(3) 0.01799(8) Uani 1 1 d . . . . .
N1 N 0.14635(8) 0.35725(10) 0.21217(8) 0.0127(2) Uani 1 1 d . . . . .
C1 C 0.04543(10) 0.35759(11) 0.18303(10) 0.0144(2) Uani 1 1 d . . . . .
N2 N 0.14955(8) 0.30722(9) 0.29804(8) 0.0121(2) Uani 1 1 d . . . . .
Cl2 Cl 0.24675(3) 0.52462(3) 0.03528(3) 0.01939(8) Uani 1 1 d . . . . .
C2 C -0.01474(10) 0.30902(12) 0.25060(10) 0.0161(2) Uani 1 1 d . . . . .
H2 H -0.088135 0.299065 0.247216 0.019 Uiso 1 1 calc R U . . .
N3 N 0.26737(9) 0.39031(9) 0.41449(8) 0.0124(2) Uani 1 1 d . . . . .
C3 C 0.05280(10) 0.27814(11) 0.32342(10) 0.0139(2) Uani 1 1 d . . . . .
C4 C 0.01063(11) 0.40360(13) 0.09031(11) 0.0198(3) Uani 1 1 d . . . . .
H4A H -0.065363 0.398033 0.082834 0.030 Uiso 1 1 calc R U . . .
H4B H 0.043202 0.364443 0.039546 0.030 Uiso 1 1 calc R U . . .
H4C H 0.031209 0.478500 0.087723 0.030 Uiso 1 1 calc R U . . .
N4 N 0.36744(9) 0.50792(10) 0.32042(8) 0.0127(2) Uani 1 1 d . . . . .
C5 C 0.03209(11) 0.22423(13) 0.41422(11) 0.0195(3) Uani 1 1 d . . . . .
H5A H -0.038972 0.195668 0.411989 0.029 Uiso 1 1 calc R U . . .
H5B H 0.039670 0.275526 0.465858 0.029 Uiso 1 1 calc R U . . .
H5C H 0.081970 0.166073 0.424495 0.029 Uiso 1 1 calc R U . . .
N5 N 0.38570(8) 0.46086(10) 0.23579(8) 0.0131(2) Uani 1 1 d . . . . .
C6 C 0.24815(9) 0.30011(11) 0.35312(9) 0.0115(2) Uani 1 1 d . . . . .
H6A H 0.247580 0.234625 0.391670 0.014 Uiso 1 1 calc R U . . .
H6AB H 0.306162 0.294041 0.309397 0.014 Uiso 1 1 calc R U . . .
C7 C 0.26972(10) 0.49256(11) 0.36740(10) 0.0134(2) Uani 1 1 d . . . . .
H7A H 0.260940 0.549908 0.414107 0.016 Uiso 1 1 calc R U . . .
H7AB H 0.210984 0.496927 0.320533 0.016 Uiso 1 1 calc R U . . .
C8 C 0.45522(10) 0.55348(11) 0.35780(10) 0.0151(2) Uani 1 1 d . . . . .
C9 C 0.53275(10) 0.53599(12) 0.29489(10) 0.0168(3) Uani 1 1 d . . . . .
H9 H 0.603312 0.558427 0.301188 0.020 Uiso 1 1 calc R U . . .
C10 C 0.48676(10) 0.47852(11) 0.21973(10) 0.0145(2) Uani 1 1 d . . . . .
C11 C 0.45489(13) 0.61422(13) 0.44785(11) 0.0211(3) Uani 1 1 d . . . . .
H11A H 0.525675 0.638903 0.464046 0.032 Uiso 1 1 calc R U . . .
H11B H 0.430541 0.568131 0.498080 0.032 Uiso 1 1 calc R U . . .
H11C H 0.408230 0.675529 0.440574 0.032 Uiso 1 1 calc R U . . .
C12 C 0.53454(11) 0.44099(13) 0.13154(11) 0.0198(3) Uani 1 1 d . . . . .
H12A H 0.602569 0.475078 0.125176 0.030 Uiso 1 1 calc R U . . .
H12B H 0.488860 0.459538 0.077341 0.030 Uiso 1 1 calc R U . . .
H12C H 0.543580 0.363712 0.134192 0.030 Uiso 1 1 calc R U . . .
C13 C 0.23095(10) 0.38495(11) 0.50786(10) 0.0126(2) Uani 1 1 d . . . . .
C14 C 0.25369(10) 0.29406(11) 0.56148(9) 0.0134(2) Uani 1 1 d . . . . .
H14 H 0.292496 0.237932 0.534980 0.016 Uiso 1 1 calc R U . . .
C15 C 0.22014(10) 0.28486(12) 0.65316(10) 0.0150(2) Uani 1 1 d . . . . .
H15 H 0.234402 0.221318 0.687301 0.018 Uiso 1 1 calc R U . . .
C16 C 0.16613(11) 0.36670(13) 0.69602(10) 0.0178(3) Uani 1 1 d . . . . .
C17 C 0.14479(13) 0.45710(14) 0.64220(12) 0.0235(3) Uani 1 1 d . . . . .
H17 H 0.108439 0.514346 0.669682 0.028 Uiso 1 1 calc R U . . .
C18 C 0.17506(13) 0.46642(13) 0.54909(11) 0.0208(3) Uani 1 1 d . . . . .
H18 H 0.157479 0.528431 0.513895 0.025 Uiso 1 1 calc R U . . .
C19 C 0.12971(12) 0.35965(14) 0.79648(10) 0.0208(3) Uani 1 1 d . . . . .
H19 H 0.136018 0.432238 0.824724 0.025 Uiso 1 1 calc R U . . .
C20 C 0.01491(14) 0.3277(2) 0.79755(13) 0.0355(5) Uani 1 1 d . . . . .
H20A H -0.008255 0.328025 0.862464 0.053 Uiso 1 1 calc R U . . .
H20B H 0.006289 0.256261 0.770969 0.053 Uiso 1 1 calc R U . . .
H20C H -0.026918 0.378311 0.759892 0.053 Uiso 1 1 calc R U . . .
C21 C 0.19470(19) 0.2845(2) 0.85834(13) 0.0452(6) Uani 1 1 d . . . . .
H21A H 0.172528 0.289689 0.923412 0.068 Uiso 1 1 calc R U . . .
H21B H 0.268458 0.303969 0.855683 0.068 Uiso 1 1 calc R U . . .
H21C H 0.184998 0.211480 0.835802 0.068 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
Zn1 N1 2.0486(12) . ?
Zn1 N5 2.0583(13) . ?
Zn1 Cl2 2.2306(5) . ?
Zn1 Cl1 2.2319(5) . ?
N1 C1 1.3460(16) . ?
N1 N2 1.3733(16) . ?
C1 C2 1.395(2) . ?
C1 C4 1.494(2) . ?
N2 C3 1.3560(16) . ?
N2 C6 1.4673(17) . ?
C2 C3 1.383(2) . ?
C2 H2 0.9500 . ?
N3 C13 1.4249(18) . ?
N3 C6 1.4478(17) . ?
N3 C7 1.4515(18) . ?
C3 C5 1.491(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N4 C8 1.3559(17) . ?
N4 N5 1.3692(16) . ?
N4 C7 1.4549(17) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
N5 C10 1.3439(17) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C9 1.379(2) . ?
C8 C11 1.491(2) . ?
C9 C10 1.403(2) . ?
C9 H9 0.9500 . ?
C10 C12 1.492(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.393(2) . ?
C13 C14 1.400(2) . ?
C14 C15 1.3924(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(2) . ?
C16 C19 1.522(2) . ?
C17 C18 1.398(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C21 1.520(3) . ?
C19 C20 1.528(2) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
N1 Zn1 N5 109.00(5) . . ?
N1 Zn1 Cl2 112.42(4) . . ?
N5 Zn1 Cl2 105.04(4) . . ?
N1 Zn1 Cl1 103.19(4) . . ?
N5 Zn1 Cl1 109.02(4) . . ?
Cl2 Zn1 Cl1 118.01(2) . . ?
C1 N1 N2 105.86(11) . . ?
C1 N1 Zn1 130.22(9) . . ?
N2 N1 Zn1 123.23(8) . . ?
N1 C1 C2 109.69(12) . . ?
N1 C1 C4 121.83(13) . . ?
C2 C1 C4 128.48(12) . . ?
C3 N2 N1 111.21(11) . . ?
C3 N2 C6 128.48(12) . . ?
N1 N2 C6 120.05(10) . . ?
C3 C2 C1 106.94(11) . . ?
C3 C2 H2 126.5 . . ?
C1 C2 H2 126.5 . . ?
C13 N3 C6 118.05(11) . . ?
C13 N3 C7 119.00(11) . . ?
C6 N3 C7 115.02(11) . . ?
N2 C3 C2 106.30(12) . . ?
N2 C3 C5 123.14(12) . . ?
C2 C3 C5 130.57(12) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C8 N4 N5 111.21(11) . . ?
C8 N4 C7 126.46(12) . . ?
N5 N4 C7 121.57(11) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C10 N5 N4 105.92(11) . . ?
C10 N5 Zn1 126.08(10) . . ?
N4 N5 Zn1 127.33(8) . . ?
N3 C6 N2 113.53(11) . . ?
N3 C6 H6A 108.9 . . ?
N2 C6 H6A 108.9 . . ?
N3 C6 H6AB 108.9 . . ?
N2 C6 H6AB 108.9 . . ?
H6A C6 H6AB 107.7 . . ?
N3 C7 N4 111.23(11) . . ?
N3 C7 H7A 109.4 . . ?
N4 C7 H7A 109.4 . . ?
N3 C7 H7AB 109.4 . . ?
N4 C7 H7AB 109.4 . . ?
H7A C7 H7AB 108.0 . . ?
N4 C8 C9 106.67(12) . . ?
N4 C8 C11 121.71(13) . . ?
C9 C8 C11 131.52(13) . . ?
C8 C9 C10 106.42(12) . . ?
C8 C9 H9 126.8 . . ?
C10 C9 H9 126.8 . . ?
N5 C10 C9 109.77(13) . . ?
N5 C10 C12 121.24(13) . . ?
C9 C10 C12 128.97(12) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.21(13) . . ?
C18 C13 N3 123.27(13) . . ?
C14 C13 N3 118.52(12) . . ?
C15 C14 C13 120.84(13) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 121.55(14) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 117.02(13) . . ?
C17 C16 C19 120.17(14) . . ?
C15 C16 C19 122.80(15) . . ?
C16 C17 C18 122.21(15) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C13 C18 C17 120.12(15) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C21 C19 C16 113.51(14) . . ?
C21 C19 C20 109.88(18) . . ?
C16 C19 C20 110.69(13) . . ?
C21 C19 H19 107.5 . . ?
C16 C19 H19 107.5 . . ?
C20 C19 H19 107.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
N2 N1 C1 C2 0.60(16) . . . . ?
Zn1 N1 C1 C2 171.11(10) . . . . ?
N2 N1 C1 C4 -178.60(13) . . . . ?
Zn1 N1 C1 C4 -8.1(2) . . . . ?
C1 N1 N2 C3 -1.00(15) . . . . ?
Zn1 N1 N2 C3 -172.34(9) . . . . ?
C1 N1 N2 C6 -175.55(12) . . . . ?
Zn1 N1 N2 C6 13.10(16) . . . . ?
N1 C1 C2 C3 -0.02(17) . . . . ?
C4 C1 C2 C3 179.12(14) . . . . ?
N1 N2 C3 C2 0.99(16) . . . . ?
C6 N2 C3 C2 174.97(13) . . . . ?
N1 N2 C3 C5 -178.72(13) . . . . ?
C6 N2 C3 C5 -4.7(2) . . . . ?
C1 C2 C3 N2 -0.58(16) . . . . ?
C1 C2 C3 C5 179.09(15) . . . . ?
C8 N4 N5 C10 -0.65(15) . . . . ?
C7 N4 N5 C10 -171.23(12) . . . . ?
C8 N4 N5 Zn1 -171.71(10) . . . . ?
C7 N4 N5 Zn1 17.70(18) . . . . ?
C13 N3 C6 N2 90.52(14) . . . . ?
C7 N3 C6 N2 -58.22(15) . . . . ?
C3 N2 C6 N3 -85.26(17) . . . . ?
N1 N2 C6 N3 88.25(14) . . . . ?
C13 N3 C7 N4 134.90(12) . . . . ?
C6 N3 C7 N4 -76.68(14) . . . . ?
C8 N4 C7 N3 -90.72(16) . . . . ?
N5 N4 C7 N3 78.34(15) . . . . ?
N5 N4 C8 C9 0.46(16) . . . . ?
C7 N4 C8 C9 170.47(13) . . . . ?
N5 N4 C8 C11 177.21(13) . . . . ?
C7 N4 C8 C11 -12.8(2) . . . . ?
N4 C8 C9 C10 -0.08(16) . . . . ?
C11 C8 C9 C10 -176.40(15) . . . . ?
N4 N5 C10 C9 0.59(15) . . . . ?
Zn1 N5 C10 C9 171.79(10) . . . . ?
N4 N5 C10 C12 -178.23(13) . . . . ?
Zn1 N5 C10 C12 -7.02(19) . . . . ?
C8 C9 C10 N5 -0.32(17) . . . . ?
C8 C9 C10 C12 178.37(15) . . . . ?
C6 N3 C13 C18 -132.01(15) . . . . ?
C7 N3 C13 C18 15.5(2) . . . . ?
C6 N3 C13 C14 48.98(17) . . . . ?
C7 N3 C13 C14 -163.55(12) . . . . ?
C18 C13 C14 C15 0.8(2) . . . . ?
N3 C13 C14 C15 179.87(12) . . . . ?
C13 C14 C15 C16 -2.2(2) . . . . ?
C14 C15 C16 C17 1.6(2) . . . . ?
C14 C15 C16 C19 -179.17(13) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C19 C16 C17 C18 -178.86(15) . . . . ?
C14 C13 C18 C17 1.1(2) . . . . ?
N3 C13 C18 C17 -177.87(15) . . . . ?
C16 C17 C18 C13 -1.8(3) . . . . ?
C17 C16 C19 C21 -155.00(19) . . . . ?
C15 C16 C19 C21 25.8(2) . . . . ?
C17 C16 C19 C20 80.9(2) . . . . ?
C15 C16 C19 C20 -98.29(19) . . . . ?

_refine_diff_density_max         1.207
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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_tt_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2068380'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-03-06 deposited with the CCDC.	2021-05-20 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         'C21 H29 Cl2 Co N5'
_chemical_formula_sum            'C21 H29 Cl2 Co N5'
_chemical_formula_weight         481.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0024 0.0013 '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 0.0048 0.0026 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1242 0.1265 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3355 0.7890 '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                   12.775(3)
_cell_length_b                   12.623(3)
_cell_length_c                   14.263(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.00(3)
_cell_angle_gamma                90
_cell_volume                     2298.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    66987
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      33.548

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             1004
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.710
_shelx_estimated_absorpt_T_min   0.932
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33425
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_av_R_equivalents  0.0931
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9553
_reflns_number_gt                7072
_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       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX'
_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)+(0.0654P)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         9553
_refine_ls_number_parameters     268
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1310
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
Co1 Co 0.27744(2) 0.39864(2) 0.14291(2) 0.01444(6) Uani 1 1 d . . . . .
C1 C 0.48780(14) 0.47884(14) 0.21995(12) 0.0182(3) Uani 1 1 d . . . . .
N1 N 0.38615(11) 0.46161(12) 0.23512(10) 0.0163(3) Uani 1 1 d . . . . .
Cl1 Cl 0.24628(4) 0.52714(4) 0.03719(3) 0.02300(10) Uani 1 1 d . . . . .
Cl2 Cl 0.33370(4) 0.24325(3) 0.08897(3) 0.02127(9) Uani 1 1 d . . . . .
C2 C 0.53363(14) 0.53548(15) 0.29552(13) 0.0209(3) Uani 1 1 d . . . . .
H2 H 0.604684 0.557182 0.302451 0.025 Uiso 1 1 calc R U . . .
N2 N 0.36738(12) 0.50860(11) 0.31999(10) 0.0162(3) Uani 1 1 d . . . . .
N4 N 0.14859(11) 0.30785(12) 0.29702(10) 0.0154(3) Uani 1 1 d . . . . .
C4 C 0.53639(15) 0.44136(16) 0.13211(13) 0.0227(4) Uani 1 1 d . . . . .
H4A H 0.604507 0.475823 0.125742 0.034 Uiso 1 1 calc R U . . .
H4B H 0.490482 0.459272 0.077936 0.034 Uiso 1 1 calc R U . . .
H4C H 0.546030 0.364394 0.135047 0.034 Uiso 1 1 calc R U . . .
N3 N 0.26599(12) 0.39171(11) 0.41322(10) 0.0164(3) Uani 1 1 d . . . . .
C3 C 0.45546(14) 0.55340(14) 0.35756(12) 0.0186(3) Uani 1 1 d . . . . .
N5 N 0.14628(11) 0.35728(11) 0.21101(10) 0.0154(3) Uani 1 1 d . . . . .
C5 C 0.45477(16) 0.61375(15) 0.44757(14) 0.0244(4) Uani 1 1 d . . . . .
H5A H 0.430519 0.567516 0.497563 0.037 Uiso 1 1 calc R U . . .
H5B H 0.407568 0.674640 0.440463 0.037 Uiso 1 1 calc R U . . .
H5C H 0.525760 0.638695 0.463763 0.037 Uiso 1 1 calc R U . . .
C9 C -0.01608(13) 0.30806(14) 0.24877(13) 0.0193(3) Uani 1 1 d . . . . .
H9 H -0.089769 0.297760 0.244973 0.023 Uiso 1 1 calc R U . . .
C8 C 0.05130(13) 0.27809(14) 0.32192(12) 0.0167(3) Uani 1 1 d . . . . .
C7 C 0.24700(13) 0.30111(13) 0.35251(11) 0.0145(3) Uani 1 1 d . . . . .
H7A H 0.245982 0.236196 0.391425 0.017 Uiso 1 1 calc R U . . .
H7AB H 0.305680 0.294515 0.309349 0.017 Uiso 1 1 calc R U . . .
C6 C 0.26867(14) 0.49341(13) 0.36623(12) 0.0163(3) Uani 1 1 d . . . . .
H6A H 0.259421 0.550672 0.412643 0.020 Uiso 1 1 calc R U . . .
H6AB H 0.210035 0.497647 0.319124 0.020 Uiso 1 1 calc R U . . .
C10 C 0.04488(13) 0.35641(14) 0.18144(12) 0.0171(3) Uani 1 1 d . . . . .
C11 C 0.03009(15) 0.22468(16) 0.41236(13) 0.0227(4) Uani 1 1 d . . . . .
H11A H -0.041244 0.196014 0.409894 0.034 Uiso 1 1 calc R U . . .
H11B H 0.037254 0.276010 0.463729 0.034 Uiso 1 1 calc R U . . .
H11C H 0.080301 0.166854 0.422983 0.034 Uiso 1 1 calc R U . . .
C12 C 0.01036(15) 0.40205(15) 0.08876(13) 0.0226(4) Uani 1 1 d . . . . .
H12A H -0.066339 0.402975 0.083690 0.034 Uiso 1 1 calc R U . . .
H12B H 0.037686 0.358590 0.038207 0.034 Uiso 1 1 calc R U . . .
H12C H 0.037078 0.474515 0.083609 0.034 Uiso 1 1 calc R U . . .
C13 C 0.22872(13) 0.38638(13) 0.50678(12) 0.0165(3) Uani 1 1 d . . . . .
C14 C 0.17251(16) 0.46809(16) 0.54758(14) 0.0244(4) Uani 1 1 d . . . . .
H14 H 0.155227 0.529932 0.512374 0.029 Uiso 1 1 calc R U . . .
C15 C 0.14168(17) 0.45888(17) 0.64026(14) 0.0275(4) Uani 1 1 d . . . . .
H15 H 0.104506 0.515728 0.667337 0.033 Uiso 1 1 calc R U . . .
C16 C 0.16356(15) 0.36945(16) 0.69409(13) 0.0215(3) Uani 1 1 d . . . . .
C17 C 0.21768(13) 0.28786(14) 0.65194(12) 0.0182(3) Uani 1 1 d . . . . .
H17 H 0.231879 0.224655 0.686244 0.022 Uiso 1 1 calc R U . . .
C18 C 0.25161(13) 0.29663(14) 0.56047(12) 0.0167(3) Uani 1 1 d . . . . .
H18 H 0.290880 0.240647 0.534391 0.020 Uiso 1 1 calc R U . . .
C19 C 0.12662(16) 0.36252(18) 0.79432(13) 0.0250(4) Uani 1 1 d . . . . .
H19 H 0.132539 0.435090 0.822109 0.030 Uiso 1 1 calc R U . . .
C20 C 0.1923(2) 0.2889(3) 0.85634(16) 0.0527(8) Uani 1 1 d . . . . .
H20A H 0.168970 0.293231 0.920946 0.079 Uiso 1 1 calc R U . . .
H20B H 0.266118 0.309791 0.854616 0.079 Uiso 1 1 calc R U . . .
H20C H 0.184396 0.215963 0.833553 0.079 Uiso 1 1 calc R U . . .
C21 C 0.01149(19) 0.3304(2) 0.79571(16) 0.0409(6) Uani 1 1 d . . . . .
H21A H -0.011899 0.331734 0.860403 0.061 Uiso 1 1 calc R U . . .
H21B H 0.003096 0.258729 0.770129 0.061 Uiso 1 1 calc R U . . .
H21C H -0.030634 0.380127 0.757475 0.061 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
Co1 N5 2.0341(16) . ?
Co1 N1 2.0403(15) . ?
Co1 Cl2 2.2349(6) . ?
Co1 Cl1 2.2407(6) . ?
C1 N1 1.342(2) . ?
C1 C2 1.404(2) . ?
C1 C4 1.494(3) . ?
N1 N2 1.377(2) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9500 . ?
N2 C3 1.353(2) . ?
N2 C6 1.456(2) . ?
N4 C8 1.357(2) . ?
N4 N5 1.376(2) . ?
N4 C7 1.464(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N3 C13 1.434(2) . ?
N3 C6 1.449(2) . ?
N3 C7 1.450(2) . ?
C3 C5 1.493(3) . ?
N5 C10 1.348(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C9 C8 1.382(2) . ?
C9 C10 1.398(3) . ?
C9 H9 0.9500 . ?
C8 C11 1.489(3) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C10 C12 1.494(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.393(2) . ?
C13 C14 1.395(3) . ?
C14 C15 1.397(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(3) . ?
C16 C19 1.524(3) . ?
C17 C18 1.393(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.517(3) . ?
C19 C21 1.526(3) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
N5 Co1 N1 110.22(6) . . ?
N5 Co1 Cl2 102.67(5) . . ?
N1 Co1 Cl2 110.12(5) . . ?
N5 Co1 Cl1 112.16(4) . . ?
N1 Co1 Cl1 104.64(5) . . ?
Cl2 Co1 Cl1 117.09(2) . . ?
N1 C1 C2 109.80(17) . . ?
N1 C1 C4 121.10(15) . . ?
C2 C1 C4 129.09(17) . . ?
C1 N1 N2 105.74(14) . . ?
C1 N1 Co1 126.88(12) . . ?
N2 N1 Co1 126.81(11) . . ?
C3 C2 C1 106.55(16) . . ?
C3 C2 H2 126.7 . . ?
C1 C2 H2 126.7 . . ?
C3 N2 N1 111.12(15) . . ?
C3 N2 C6 126.66(15) . . ?
N1 N2 C6 121.45(13) . . ?
C8 N4 N5 111.56(13) . . ?
C8 N4 C7 128.25(14) . . ?
N5 N4 C7 119.97(13) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C13 N3 C6 119.08(14) . . ?
C13 N3 C7 117.69(14) . . ?
C6 N3 C7 115.39(14) . . ?
N2 C3 C2 106.79(15) . . ?
N2 C3 C5 121.59(17) . . ?
C2 C3 C5 131.53(16) . . ?
C10 N5 N4 105.41(14) . . ?
C10 N5 Co1 130.63(12) . . ?
N4 N5 Co1 123.36(10) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C9 C10 106.91(15) . . ?
C8 C9 H9 126.5 . . ?
C10 C9 H9 126.5 . . ?
N4 C8 C9 106.18(15) . . ?
N4 C8 C11 123.23(15) . . ?
C9 C8 C11 130.59(16) . . ?
N3 C7 N4 113.55(14) . . ?
N3 C7 H7A 108.9 . . ?
N4 C7 H7A 108.9 . . ?
N3 C7 H7AB 108.9 . . ?
N4 C7 H7AB 108.9 . . ?
H7A C7 H7AB 107.7 . . ?
N3 C6 N2 111.16(14) . . ?
N3 C6 H6A 109.4 . . ?
N2 C6 H6A 109.4 . . ?
N3 C6 H6AB 109.4 . . ?
N2 C6 H6AB 109.4 . . ?
H6A C6 H6AB 108.0 . . ?
N5 C10 C9 109.93(15) . . ?
N5 C10 C12 121.62(16) . . ?
C9 C10 C12 128.45(15) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.24(17) . . ?
C18 C13 N3 118.67(15) . . ?
C14 C13 N3 123.08(16) . . ?
C13 C14 C15 119.94(18) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 122.21(19) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 117.21(17) . . ?
C15 C16 C19 120.18(18) . . ?
C17 C16 C19 122.59(18) . . ?
C16 C17 C18 121.47(17) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C13 C18 C17 120.88(17) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C16 113.53(18) . . ?
C20 C19 C21 110.1(2) . . ?
C16 C19 C21 110.95(16) . . ?
C20 C19 H19 107.3 . . ?
C16 C19 H19 107.3 . . ?
C21 C19 H19 107.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
C2 C1 N1 N2 0.70(19) . . . . ?
C4 C1 N1 N2 -178.29(16) . . . . ?
C2 C1 N1 Co1 172.44(12) . . . . ?
C4 C1 N1 Co1 -6.6(2) . . . . ?
N1 C1 C2 C3 -0.6(2) . . . . ?
C4 C1 C2 C3 178.28(18) . . . . ?
C1 N1 N2 C3 -0.56(19) . . . . ?
Co1 N1 N2 C3 -172.30(12) . . . . ?
C1 N1 N2 C6 -171.15(14) . . . . ?
Co1 N1 N2 C6 17.1(2) . . . . ?
N1 N2 C3 C2 0.18(19) . . . . ?
C6 N2 C3 C2 170.17(16) . . . . ?
N1 N2 C3 C5 177.21(15) . . . . ?
C6 N2 C3 C5 -12.8(3) . . . . ?
C1 C2 C3 N2 0.3(2) . . . . ?
C1 C2 C3 C5 -176.36(18) . . . . ?
C8 N4 N5 C10 -0.98(19) . . . . ?
C7 N4 N5 C10 -176.01(15) . . . . ?
C8 N4 N5 Co1 -172.93(11) . . . . ?
C7 N4 N5 Co1 12.0(2) . . . . ?
N5 N4 C8 C9 0.8(2) . . . . ?
C7 N4 C8 C9 175.36(16) . . . . ?
N5 N4 C8 C11 -178.82(16) . . . . ?
C7 N4 C8 C11 -4.3(3) . . . . ?
C10 C9 C8 N4 -0.4(2) . . . . ?
C10 C9 C8 C11 179.27(19) . . . . ?
C13 N3 C7 N4 90.94(18) . . . . ?
C6 N3 C7 N4 -57.99(19) . . . . ?
C8 N4 C7 N3 -86.0(2) . . . . ?
N5 N4 C7 N3 88.07(18) . . . . ?
C13 N3 C6 N2 134.69(15) . . . . ?
C7 N3 C6 N2 -76.83(18) . . . . ?
C3 N2 C6 N3 -90.33(19) . . . . ?
N1 N2 C6 N3 78.72(18) . . . . ?
N4 N5 C10 C9 0.72(19) . . . . ?
Co1 N5 C10 C9 171.86(12) . . . . ?
N4 N5 C10 C12 -179.03(16) . . . . ?
Co1 N5 C10 C12 -7.9(3) . . . . ?
C8 C9 C10 N5 -0.2(2) . . . . ?
C8 C9 C10 C12 179.49(18) . . . . ?
C6 N3 C13 C18 -163.14(15) . . . . ?
C7 N3 C13 C18 49.1(2) . . . . ?
C6 N3 C13 C14 15.3(2) . . . . ?
C7 N3 C13 C14 -132.45(18) . . . . ?
C18 C13 C14 C15 0.6(3) . . . . ?
N3 C13 C14 C15 -177.85(18) . . . . ?
C13 C14 C15 C16 -1.1(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C14 C15 C16 C19 -178.97(19) . . . . ?
C15 C16 C17 C18 2.0(3) . . . . ?
C19 C16 C17 C18 -179.30(16) . . . . ?
C14 C13 C18 C17 1.1(3) . . . . ?
N3 C13 C18 C17 179.65(15) . . . . ?
C16 C17 C18 C13 -2.5(3) . . . . ?
C15 C16 C19 C20 -154.8(2) . . . . ?
C17 C16 C19 C20 26.5(3) . . . . ?
C15 C16 C19 C21 80.6(3) . . . . ?
C17 C16 C19 C21 -98.1(2) . . . . ?

_refine_diff_density_max         0.848
_refine_diff_density_min         -2.025
_refine_diff_density_rms         0.111

####################################################################### 
# 
# 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_SH-3-60_a
_database_code_depnum_ccdc_archive 'CCDC 2068377'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-05-03 deposited with the CCDC.	2021-05-20 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            'C17 H23 Cl2 Co N5 O'
_chemical_formula_weight         443.23

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1472 0.1563 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3496 0.9547 '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                   13.536(3)
_cell_length_b                   10.185(2)
_cell_length_c                   14.325(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.38(3)
_cell_angle_gamma                90
_cell_volume                     1966.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    40018
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.105
_shelx_estimated_absorpt_T_min   0.898
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.925
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22610
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         33.639
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6909
_reflns_number_gt                6135
_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       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Diamind3.1
_computing_publication_material  pubcif
_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)+(0.1414P)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         6909
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0652
_refine_ls_wR_factor_ref         0.1999
_refine_ls_wR_factor_gt          0.1951
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.151
_refine_ls_shift/su_max          0.002
_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
Co1 Co 0.57880(2) 0.23060(2) 0.28662(2) 0.00878(11) Uani 1 1 d . . . . .
Cl1 Cl 0.64365(3) 0.21427(4) 0.14215(3) 0.01362(12) Uani 1 1 d . . . . .
O1 O 0.55505(9) 0.69371(13) 0.20777(10) 0.0123(2) Uani 1 1 d . . . . .
C1 C 0.70570(13) 0.11303(19) 0.47015(12) 0.0132(3) Uani 1 1 d . . . . .
N1 N 0.68917(10) 0.19346(15) 0.39591(10) 0.0103(3) Uani 1 1 d . . . . .
C3 C 0.81841(14) 0.27353(19) 0.49051(14) 0.0150(4) Uani 1 1 d . . . . .
N3 N 0.66501(10) 0.42902(15) 0.30408(10) 0.0082(2) Uani 1 1 d . . . . .
N2 N 0.75937(11) 0.29047(16) 0.40961(11) 0.0114(3) Uani 1 1 d . . . . .
Cl2 Cl 0.48608(4) 0.04057(5) 0.27765(3) 0.02388(14) Uani 1 1 d . . . . .
C2 C 0.78552(13) 0.1593(2) 0.53032(12) 0.0177(4) Uani 1 1 d . . . . .
H2 H 0.812060 0.120011 0.587401 0.021 Uiso 1 1 calc R U . . .
C4 C 0.64559(15) -0.0076(2) 0.48152(14) 0.0201(4) Uani 1 1 d . . . . .
H4A H 0.583510 -0.002076 0.440626 0.030 Uiso 1 1 calc R U . . .
H4B H 0.630610 -0.015209 0.546922 0.030 Uiso 1 1 calc R U . . .
H4C H 0.683159 -0.084876 0.464493 0.030 Uiso 1 1 calc R U . . .
N4 N 0.51342(10) 0.48298(15) 0.36236(10) 0.0102(3) Uani 1 1 d . . . . .
N5 N 0.47588(10) 0.36528(15) 0.33026(10) 0.0108(3) Uani 1 1 d . . . . .
C5 C 0.89925(14) 0.3675(3) 0.52220(14) 0.0233(4) Uani 1 1 d . . . . .
H5A H 0.952800 0.360610 0.480916 0.035 Uiso 1 1 calc R U . . .
H5B H 0.925140 0.346385 0.586639 0.035 Uiso 1 1 calc R U . . .
H5C H 0.872909 0.457168 0.519871 0.035 Uiso 1 1 calc R U . . .
C9 C 0.35275(13) 0.5055(2) 0.35497(14) 0.0186(4) Uani 1 1 d . . . . .
H9 H 0.288067 0.540403 0.358156 0.022 Uiso 1 1 calc R U . . .
C8 C 0.44144(13) 0.5698(2) 0.37838(12) 0.0147(3) Uani 1 1 d . . . . .
C7 C 0.62038(11) 0.49991(17) 0.37791(11) 0.0099(3) Uani 1 1 d . . . . .
H7A H 0.645259 0.464705 0.440124 0.012 Uiso 1 1 calc R U . . .
H7AB H 0.637625 0.594262 0.375877 0.012 Uiso 1 1 calc R U . . .
C6 C 0.76645(12) 0.38609(18) 0.33606(12) 0.0114(3) Uani 1 1 d . . . . .
H6A H 0.798391 0.346508 0.283382 0.014 Uiso 1 1 calc R U . . .
H6AB H 0.806841 0.462004 0.360110 0.014 Uiso 1 1 calc R U . . .
C10 C 0.37630(12) 0.3792(2) 0.32568(13) 0.0157(3) Uani 1 1 d . . . . .
C11 C 0.30621(16) 0.2723(2) 0.29230(19) 0.0252(5) Uani 1 1 d . . . . .
H11A H 0.243529 0.310934 0.265558 0.038 Uiso 1 1 calc R U . . .
H11B H 0.293732 0.215529 0.345159 0.038 Uiso 1 1 calc R U . . .
H11C H 0.335370 0.220324 0.244277 0.038 Uiso 1 1 calc R U . . .
C12 C 0.46290(18) 0.7049(2) 0.41392(16) 0.0217(4) Uani 1 1 d . . . . .
H12A H 0.501679 0.752056 0.370162 0.033 Uiso 1 1 calc R U . . .
H12B H 0.500796 0.700338 0.475572 0.033 Uiso 1 1 calc R U . . .
H12C H 0.400364 0.751515 0.419466 0.033 Uiso 1 1 calc R U . . .
C13 C 0.67202(11) 0.51256(18) 0.21931(11) 0.0100(3) Uani 1 1 d . . . . .
H13A H 0.718547 0.585705 0.235919 0.012 Uiso 1 1 calc R U . . .
H13B H 0.700288 0.459314 0.170470 0.012 Uiso 1 1 calc R U . . .
C14 C 0.57555(12) 0.56829(17) 0.17941(11) 0.0096(3) Uani 1 1 d . . . . .
C15 C 0.50195(13) 0.52513(19) 0.11679(12) 0.0142(3) Uani 1 1 d . . . . .
H15 H 0.498134 0.441885 0.086758 0.017 Uiso 1 1 calc R U . . .
C16 C 0.43083(13) 0.6290(2) 0.10442(13) 0.0170(3) Uani 1 1 d . . . . .
H16 H 0.370779 0.628525 0.064371 0.020 Uiso 1 1 calc R U . . .
C17 C 0.46594(14) 0.72824(17) 0.16103(15) 0.0149(4) Uani 1 1 d . . . . .
H17 H 0.433461 0.809998 0.167424 0.018 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
Co1 N5 2.0919(15) . ?
Co1 N1 2.0947(16) . ?
Co1 Cl2 2.3038(6) . ?
Co1 Cl1 2.3285(7) . ?
Co1 N3 2.3353(15) . ?
O1 C17 1.370(2) . ?
O1 C14 1.376(2) . ?
C1 N1 1.344(2) . ?
C1 C2 1.399(3) . ?
C1 C4 1.491(3) . ?
N1 N2 1.372(2) . ?
C3 N2 1.356(2) . ?
C3 C2 1.388(3) . ?
C3 C5 1.492(3) . ?
N3 C7 1.457(2) . ?
N3 C6 1.473(2) . ?
N3 C13 1.493(2) . ?
N2 C6 1.444(2) . ?
C2 H2 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N4 C8 1.351(2) . ?
N4 N5 1.365(2) . ?
N4 C7 1.454(2) . ?
N5 C10 1.351(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C9 C8 1.381(3) . ?
C9 C10 1.399(3) . ?
C9 H9 0.9500 . ?
C8 C12 1.487(3) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C10 C11 1.493(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.488(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.350(2) . ?
C15 C16 1.430(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.354(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

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
N5 Co1 N1 110.08(6) . . ?
N5 Co1 Cl2 101.13(5) . . ?
N1 Co1 Cl2 103.69(5) . . ?
N5 Co1 Cl1 129.01(5) . . ?
N1 Co1 Cl1 110.46(4) . . ?
Cl2 Co1 Cl1 98.00(2) . . ?
N5 Co1 N3 74.97(5) . . ?
N1 Co1 N3 76.23(6) . . ?
Cl2 Co1 N3 175.66(4) . . ?
Cl1 Co1 N3 86.03(4) . . ?
C17 O1 C14 106.66(13) . . ?
N1 C1 C2 110.12(18) . . ?
N1 C1 C4 122.44(17) . . ?
C2 C1 C4 127.43(17) . . ?
C1 N1 N2 105.30(15) . . ?
C1 N1 Co1 139.07(13) . . ?
N2 N1 Co1 114.38(11) . . ?
N2 C3 C2 105.78(16) . . ?
N2 C3 C5 122.36(18) . . ?
C2 C3 C5 131.86(18) . . ?
C7 N3 C6 111.05(13) . . ?
C7 N3 C13 111.72(14) . . ?
C6 N3 C13 107.08(12) . . ?
C7 N3 Co1 105.63(10) . . ?
C6 N3 Co1 102.62(10) . . ?
C13 N3 Co1 118.38(10) . . ?
C3 N2 N1 112.05(16) . . ?
C3 N2 C6 129.44(16) . . ?
N1 N2 C6 118.26(14) . . ?
C3 C2 C1 106.74(16) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C8 N4 N5 112.37(14) . . ?
C8 N4 C7 128.29(16) . . ?
N5 N4 C7 119.31(13) . . ?
C10 N5 N4 105.20(15) . . ?
C10 N5 Co1 138.06(13) . . ?
N4 N5 Co1 116.06(10) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C9 C10 106.95(16) . . ?
C8 C9 H9 126.5 . . ?
C10 C9 H9 126.5 . . ?
N4 C8 C9 105.82(18) . . ?
N4 C8 C12 122.91(17) . . ?
C9 C8 C12 131.28(18) . . ?
N4 C7 N3 107.73(13) . . ?
N4 C7 H7A 110.2 . . ?
N3 C7 H7A 110.2 . . ?
N4 C7 H7AB 110.2 . . ?
N3 C7 H7AB 110.2 . . ?
H7A C7 H7AB 108.5 . . ?
N2 C6 N3 107.67(13) . . ?
N2 C6 H6A 110.2 . . ?
N3 C6 H6A 110.2 . . ?
N2 C6 H6AB 110.2 . . ?
N3 C6 H6AB 110.2 . . ?
H6A C6 H6AB 108.5 . . ?
N5 C10 C9 109.66(16) . . ?
N5 C10 C11 122.68(19) . . ?
C9 C10 C11 127.65(17) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N3 114.17(13) . . ?
C14 C13 H13A 108.7 . . ?
N3 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
N3 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C15 C14 O1 109.98(15) . . ?
C15 C14 C13 134.21(17) . . ?
O1 C14 C13 115.75(14) . . ?
C14 C15 C16 106.71(16) . . ?
C14 C15 H15 126.6 . . ?
C16 C15 H15 126.6 . . ?
C17 C16 C15 106.48(16) . . ?
C17 C16 H16 126.8 . . ?
C15 C16 H16 126.8 . . ?
C16 C17 O1 110.18(16) . . ?
C16 C17 H17 124.9 . . ?
O1 C17 H17 124.9 . . ?

_refine_diff_density_max         2.599
_refine_diff_density_min         -2.214
_refine_diff_density_rms         0.175

####################################################################### 
# 
# 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_tt_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2068378'
loop_
_audit_author_name
_audit_author_address
'Hyosun Lee'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2021-05-03 deposited with the CCDC.	2021-05-20 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            'C17 H23 Cl2 N5 O Zn'
_chemical_formula_weight         449.67

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1472 0.1563 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2964 1.4009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'

_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+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   14.177(3)
_cell_length_b                   11.340(2)
_cell_length_c                   12.075(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1941.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    98(2)
_cell_measurement_reflns_used    16161
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.489
_shelx_estimated_absorpt_T_min   0.842
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.827
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      98(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9446
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_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         2.265
_diffrn_reflns_theta_max         33.651
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.797
_diffrn_reflns_point_group_measured_fraction_full 0.916
_reflns_number_total             3323
_reflns_number_gt                3259
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_max     0.734
_reflns_Friedel_fraction_full    0.851

_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       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Diamond3.1
_computing_publication_material  pubcif
_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)+(0.1032P)²+1.8902P] 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_abs_structure_details 
;
 Flack x determined using 1374 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3323
_refine_ls_number_parameters     135
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1601
_refine_ls_wR_factor_gt          0.1597
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_restrained_S_all      1.198
_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
Zn1 Zn 0.500000 0.47311(4) 0.43611(5) 0.01177(17) Uani 1 2 d S T P . .
Cl1 Cl 0.500000 0.38076(11) 0.26990(13) 0.0181(3) Uani 1 2 d S T P . .
O1 O 0.500000 -0.0184(4) 0.5451(6) 0.0216(10) Uani 1 2 d S T P . .
N1 N 0.3581(2) 0.4450(3) 0.4845(3) 0.0148(6) Uani 1 1 d . . . . .
C1 C 0.2778(3) 0.4558(3) 0.4265(4) 0.0159(7) Uani 1 1 d . . . . .
N2 N 0.3409(2) 0.3582(3) 0.5598(3) 0.0144(6) Uani 1 1 d . . . . .
C2 C 0.2098(3) 0.3747(4) 0.4641(4) 0.0195(7) Uani 1 1 d . . . . .
H2 H 0.147667 0.364019 0.436288 0.023 Uiso 1 1 calc R U . . .
Cl2 Cl 0.500000 0.67370(10) 0.41578(12) 0.0146(3) Uani 1 2 d S T P . .
N3 N 0.500000 0.3072(4) 0.5782(5) 0.0137(8) Uani 1 2 d S T P . .
C3 C 0.2526(3) 0.3135(3) 0.5504(4) 0.0160(7) Uani 1 1 d . . . . .
C4 C 0.2678(3) 0.5418(4) 0.3344(5) 0.0226(9) Uani 1 1 d . . . . .
H4A H 0.290225 0.505952 0.265411 0.034 Uiso 1 1 calc R U . . .
H4B H 0.305173 0.612311 0.350730 0.034 Uiso 1 1 calc R U . . .
H4C H 0.201256 0.563724 0.326315 0.034 Uiso 1 1 calc R U . . .
C5 C 0.2167(3) 0.2156(4) 0.6213(5) 0.0228(8) Uani 1 1 d . . . . .
H5A H 0.157075 0.186083 0.590929 0.034 Uiso 1 1 calc R U . . .
H5B H 0.206238 0.244778 0.696732 0.034 Uiso 1 1 calc R U . . .
H5C H 0.263071 0.151546 0.622940 0.034 Uiso 1 1 calc R U . . .
C6 C 0.4138(3) 0.3321(3) 0.6402(4) 0.0150(6) Uani 1 1 d . . . . .
H6A H 0.395698 0.263025 0.685538 0.018 Uiso 1 1 calc R U . . .
H6AB H 0.423451 0.400377 0.690042 0.018 Uiso 1 1 calc R U . . .
C8 C 0.500000 0.0879(5) 0.5992(6) 0.0158(10) Uani 1 2 d S T P . .
C7 C 0.500000 0.1927(5) 0.5227(6) 0.0166(10) Uani 1 2 d S T P . .
H7A H 0.556329 0.187999 0.474424 0.020 Uiso 0.5 1 calc R U P . .
H7AB H 0.443671 0.187999 0.474424 0.020 Uiso 0.5 1 calc R U P . .
C10 C 0.500000 -0.0538(7) 0.7267(7) 0.0210(12) Uani 1 2 d S T P . .
H10 H 0.500000 -0.093597 0.795923 0.025 Uiso 1 2 calc R U P . .
C11 C 0.500000 -0.1038(5) 0.6267(7) 0.0212(11) Uani 1 2 d S T P . .
H11 H 0.500000 -0.186404 0.613438 0.025 Uiso 1 2 calc R U P . .
C9 C 0.500000 0.0718(5) 0.7100(6) 0.0203(12) Uani 1 2 d S T P . .
H9 H 0.500000 0.131151 0.765529 0.024 Uiso 1 2 calc R U P . .


_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
Zn1 N1 2.119(3) . ?
Zn1 N1 2.119(3) 4_655 ?
Zn1 Cl1 2.2638(16) . ?
Zn1 Cl2 2.2879(13) . ?
O1 C8 1.371(7) . ?
O1 C11 1.381(9) . ?
N1 C1 1.343(5) . ?
N1 N2 1.363(5) . ?
C1 C2 1.407(6) . ?
C1 C4 1.486(7) . ?
N2 C3 1.355(5) . ?
N2 C6 1.448(6) . ?
C2 C3 1.392(6) . ?
C2 H2 0.9500 . ?
N3 C6 1.461(5) 4_655 ?
N3 C6 1.461(5) . ?
N3 C7 1.461(7) . ?
C3 C5 1.492(6) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C8 C9 1.351(10) . ?
C8 C7 1.506(9) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C10 C11 1.335(11) . ?
C10 C9 1.438(8) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C9 H9 0.9500 . ?

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 Zn1 N1 143.4(2) . 4_655 ?
N1 Zn1 Cl1 100.08(11) . . ?
N1 Zn1 Cl1 100.08(11) 4_655 . ?
N1 Zn1 Cl2 100.31(9) . . ?
N1 Zn1 Cl2 100.31(9) 4_655 . ?
Cl1 Zn1 Cl2 111.40(6) . . ?
C8 O1 C11 106.1(6) . . ?
C1 N1 N2 105.1(3) . . ?
C1 N1 Zn1 130.4(3) . . ?
N2 N1 Zn1 117.6(2) . . ?
N1 C1 C2 110.8(4) . . ?
N1 C1 C4 122.1(4) . . ?
C2 C1 C4 127.2(4) . . ?
C3 N2 N1 112.4(3) . . ?
C3 N2 C6 129.7(3) . . ?
N1 N2 C6 117.8(3) . . ?
C3 C2 C1 105.6(4) . . ?
C3 C2 H2 127.2 . . ?
C1 C2 H2 127.2 . . ?
C6 N3 C6 113.6(5) 4_655 . ?
C6 N3 C7 114.0(3) 4_655 . ?
C6 N3 C7 114.0(3) . . ?
N2 C3 C2 106.2(3) . . ?
N2 C3 C5 123.1(4) . . ?
C2 C3 C5 130.7(4) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 N3 107.1(4) . . ?
N2 C6 H6A 110.3 . . ?
N3 C6 H6A 110.3 . . ?
N2 C6 H6AB 110.3 . . ?
N3 C6 H6AB 110.3 . . ?
H6A C6 H6AB 108.6 . . ?
C9 C8 O1 110.7(6) . . ?
C9 C8 C7 135.6(5) . . ?
O1 C8 C7 113.7(6) . . ?
N3 C7 C8 114.8(5) . . ?
N3 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
N3 C7 H7AB 108.6 . . ?
C8 C7 H7AB 108.6 . . ?
H7A C7 H7AB 107.5 . . ?
C11 C10 C9 107.1(7) . . ?
C11 C10 H10 126.4 . . ?
C9 C10 H10 126.4 . . ?
C10 C11 O1 110.3(6) . . ?
C10 C11 H11 124.8 . . ?
O1 C11 H11 124.8 . . ?
C8 C9 C10 105.8(6) . . ?
C8 C9 H9 127.1 . . ?
C10 C9 H9 127.1 . . ?

_refine_diff_density_max         1.278
_refine_diff_density_min         -1.362
_refine_diff_density_rms         0.174

