# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_CRS_SBNW_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044203'
loop_
_audit_author_name
_audit_author_address
'SUPRAVA '
;Jadavpur University
India
;
_audit_update_record             
;
2021-06-04 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H16 Cl N3 O5 Zn'
_chemical_formula_weight         491.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   8.697(5)
_cell_length_b                   10.798(6)
_cell_length_c                   13.165(7)
_cell_angle_alpha                100.543(14)
_cell_angle_beta                 105.004(14)
_cell_angle_gamma                113.587(14)
_cell_volume                     1035.4(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7237
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.24

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   0.674
_exptl_transmission_factor_max   0.712
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.354
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4181
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15865
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_av_R_equivalents  0.0853
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.693
_diffrn_reflns_theta_max         24.980
_diffrn_reflns_theta_full        24.980
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             3529
_reflns_number_gt                2754
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1490P)²+0.2443P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3529
_refine_ls_number_parameters     286
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0766
_refine_ls_wR_factor_ref         0.2159
_refine_ls_wR_factor_gt          0.1953
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 0.70745(8) 0.43837(6) 0.78740(5) 0.0386(3) Uani 1 1 d . . . A 2
Cl2 Cl 0.3346(2) 0.05440(19) 0.26091(12) 0.0640(5) Uani 1 1 d . . . A 2
O1 O 0.8740(6) 0.6393(4) 0.8753(3) 0.0489(10) Uani 1 1 d . . . A 2
O3 O 0.6598(6) 0.3671(4) 0.9078(3) 0.0521(10) Uani 1 1 d . . . A 2
N2 N 0.5961(6) 0.3272(5) 0.6168(4) 0.0351(10) Uani 1 1 d . . . A 2
O2 O 0.9567(7) 0.6920(5) 0.7350(4) 0.0615(13) Uani 1 1 d . . . A 2
O4 O 0.4443(6) 0.1579(5) 0.7827(4) 0.0596(12) Uani 1 1 d . . . A 2
N3 N 0.8801(7) 0.3441(5) 0.7643(4) 0.0445(12) Uani 1 1 d . . . A 2
N1 N 0.4852(6) 0.4862(5) 0.7186(4) 0.0421(11) Uani 1 1 d . . . A 2
O5 O 0.1423(8) 0.8949(6) 0.6449(4) 0.0764(15) Uani 1 1 d D . . B 2
H5A H 0.122(12) 0.826(6) 0.669(7) 0.115 Uiso 1 1 d D U . C 2
H5B H 0.233(8) 0.968(5) 0.692(6) 0.115 Uiso 1 1 d D U . D 2
C8 C 0.8320(8) 0.2615(6) 0.6591(5) 0.0405(13) Uani 1 1 d . . . A 2
C12 C 0.3602(8) 0.2392(6) 0.4403(5) 0.0453(14) Uani 1 1 d . . . A 2
H12 H 0.255398 0.235347 0.395409 0.054 Uiso 1 1 calc R U . A 2
C9 C 0.6675(7) 0.2487(6) 0.5776(5) 0.0385(12) Uani 1 1 d . . . A 2
C14 C 0.3901(7) 0.4232(6) 0.6089(4) 0.0387(12) Uani 1 1 d . . . A 2
C13 C 0.4485(7) 0.3268(6) 0.5518(4) 0.0373(12) Uani 1 1 d . . . A 2
C15 C 0.2525(8) 0.4491(6) 0.5532(5) 0.0501(15) Uani 1 1 d . . . A 2
H15 H 0.189788 0.405362 0.476956 0.060 Uiso 1 1 calc R U . A 2
C19 C 0.9456(8) 0.7264(6) 0.8277(5) 0.0408(13) Uani 1 1 d . . . A 2
C3 C 0.5544(8) 0.2325(7) 0.8787(5) 0.0432(13) Uani 1 1 d . . . A 2
C20 C 1.0075(8) 0.8797(6) 0.8855(5) 0.0445(14) Uani 1 1 d . . . A 2
H20 H 1.073568 0.946960 0.857648 0.053 Uiso 1 1 calc R U . A 2
C10 C 0.5888(8) 0.1617(6) 0.4672(5) 0.0429(14) Uani 1 1 d . . . A 2
H10 H 0.637533 0.107095 0.439226 0.052 Uiso 1 1 calc R U . A 2
C11 C 0.4329(8) 0.1594(6) 0.3997(5) 0.0448(14) Uani 1 1 d . . . A 2
C7 C 0.9303(8) 0.1956(7) 0.6319(5) 0.0520(16) Uani 1 1 d . . . A 2
H7 H 0.894610 0.138297 0.559545 0.062 Uiso 1 1 calc R U . A 2
C21 C 0.9755(8) 0.9265(6) 0.9729(5) 0.0443(14) Uani 1 1 d . . . A 2
H21 H 0.915606 0.858958 1.002710 0.053 Uiso 1 1 calc R U . A 2
C2 C 0.5731(9) 0.1691(7) 0.9699(5) 0.0530(16) Uani 1 1 d . . . A 2
H2 H 0.649310 0.230956 1.041487 0.064 Uiso 1 1 calc R U . A 2
C1 C 0.4895(9) 0.0320(7) 0.9563(5) 0.0492(14) Uani 1 1 d . . . A 2
H1 H 0.410532 -0.029077 0.885000 0.059 Uiso 1 1 calc R U . A 2
C4 C 1.0254(8) 0.3595(7) 0.8434(6) 0.0550(16) Uani 1 1 d . . . A 2
H4 H 1.057074 0.413671 0.916149 0.066 Uiso 1 1 calc R U . A 2
C6 C 1.0848(9) 0.2173(8) 0.7159(6) 0.0583(17) Uani 1 1 d . . . A 2
H6 H 1.155299 0.176681 0.699433 0.070 Uiso 1 1 calc R U . A 2
C5 C 1.1301(9) 0.2976(8) 0.8208(6) 0.0622(19) Uani 1 1 d . . . A 2
H5 H 1.230960 0.311351 0.877557 0.075 Uiso 1 1 calc R U . A 2
C18 C 0.4421(9) 0.5738(7) 0.7762(5) 0.0566(18) Uani 1 1 d . . . A 2
H18 H 0.506327 0.616154 0.852356 0.068 Uiso 1 1 calc R U . A 2
C16 C 0.2110(9) 0.5429(8) 0.6153(6) 0.0627(19) Uani 1 1 d . . . A 2
H16 H 0.120267 0.562946 0.580543 0.075 Uiso 1 1 calc R U . A 2
C17 C 0.3056(10) 0.6049(8) 0.7276(6) 0.063(2) Uani 1 1 d . . . A 2
H17 H 0.279060 0.666343 0.770465 0.076 Uiso 1 1 calc R U . A 2


_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 O3 1.951(4) . ?
Zn1 O1 1.960(4) . ?
Zn1 N2 2.093(4) . ?
Zn1 N3 2.175(4) . ?
Zn1 N1 2.211(4) . ?
Cl2 C11 1.735(6) . ?
O1 C19 1.270(7) . ?
O3 C3 1.283(7) . ?
N2 C9 1.341(7) . ?
N2 C13 1.344(7) . ?
O2 C19 1.250(7) . ?
O4 C3 1.244(7) . ?
N3 C4 1.340(8) . ?
N3 C8 1.356(7) . ?
N1 C18 1.333(7) . ?
N1 C14 1.344(7) . ?
O5 H5A 0.84(2) . ?
O5 H5B 0.83(2) . ?
C8 C7 1.384(8) . ?
C8 C9 1.487(8) . ?
C12 C11 1.368(8) . ?
C12 C13 1.402(7) . ?
C12 H12 0.9300 . ?
C9 C10 1.390(7) . ?
C14 C15 1.391(8) . ?
C14 C13 1.496(7) . ?
C15 C16 1.402(8) . ?
C15 H15 0.9300 . ?
C19 C20 1.491(7) . ?
C3 C2 1.493(8) . ?
C20 C21 1.312(8) . ?
C20 H20 0.9300 . ?
C10 C11 1.403(8) . ?
C10 H10 0.9300 . ?
C7 C6 1.403(9) . ?
C7 H7 0.9300 . ?
C21 C21 1.447(10) 2_777 ?
C21 H21 0.9300 . ?
C2 C1 1.313(9) . ?
C2 H2 0.9300 . ?
C1 C1 1.456(12) 2_657 ?
C1 H1 0.9300 . ?
C4 C5 1.385(9) . ?
C4 H4 0.9300 . ?
C6 C5 1.350(9) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C18 C17 1.391(9) . ?
C18 H18 0.9300 . ?
C16 C17 1.371(9) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?

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
O3 Zn1 O1 98.54(18) . . ?
O3 Zn1 N2 128.53(18) . . ?
O1 Zn1 N2 132.85(18) . . ?
O3 Zn1 N3 95.70(18) . . ?
O1 Zn1 N3 104.94(19) . . ?
N2 Zn1 N3 76.17(16) . . ?
O3 Zn1 N1 105.10(18) . . ?
O1 Zn1 N1 92.35(18) . . ?
N2 Zn1 N1 74.71(16) . . ?
N3 Zn1 N1 150.67(18) . . ?
C19 O1 Zn1 119.6(4) . . ?
C3 O3 Zn1 115.3(4) . . ?
C9 N2 C13 122.0(4) . . ?
C9 N2 Zn1 117.9(4) . . ?
C13 N2 Zn1 119.9(3) . . ?
C4 N3 C8 118.3(5) . . ?
C4 N3 Zn1 126.3(4) . . ?
C8 N3 Zn1 115.4(3) . . ?
C18 N1 C14 118.3(5) . . ?
C18 N1 Zn1 125.5(4) . . ?
C14 N1 Zn1 116.1(3) . . ?
H5A O5 H5B 109(5) . . ?
N3 C8 C7 121.8(5) . . ?
N3 C8 C9 114.5(5) . . ?
C7 C8 C9 123.8(5) . . ?
C11 C12 C13 118.0(5) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
N2 C9 C10 120.7(5) . . ?
N2 C9 C8 115.8(5) . . ?
C10 C9 C8 123.6(5) . . ?
N1 C14 C15 122.5(5) . . ?
N1 C14 C13 114.3(5) . . ?
C15 C14 C13 123.2(5) . . ?
N2 C13 C12 120.3(5) . . ?
N2 C13 C14 114.7(4) . . ?
C12 C13 C14 125.0(5) . . ?
C14 C15 C16 118.1(6) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
O2 C19 O1 125.1(5) . . ?
O2 C19 C20 119.0(6) . . ?
O1 C19 C20 115.8(5) . . ?
O4 C3 O3 124.0(5) . . ?
O4 C3 C2 121.2(6) . . ?
O3 C3 C2 114.8(5) . . ?
C21 C20 C19 124.7(6) . . ?
C21 C20 H20 117.6 . . ?
C19 C20 H20 117.6 . . ?
C9 C10 C11 117.5(5) . . ?
C9 C10 H10 121.3 . . ?
C11 C10 H10 121.3 . . ?
C12 C11 C10 121.6(5) . . ?
C12 C11 Cl2 120.0(4) . . ?
C10 C11 Cl2 118.4(4) . . ?
C8 C7 C6 118.5(6) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C20 C21 H21 116.9 . . ?
C21 C21 H21 116.9 2_777 . ?
C1 C2 C3 124.6(6) . . ?
C1 C2 H2 117.7 . . ?
C3 C2 H2 117.7 . . ?
C2 C1 C1 125.3(8) . 2_657 ?
C2 C1 H1 117.3 . . ?
C1 C1 H1 117.3 2_657 . ?
N3 C4 C5 122.5(6) . . ?
N3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C5 C6 C7 119.4(6) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C5 C4 119.5(6) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
N1 C18 C17 123.1(6) . . ?
N1 C18 H18 118.4 . . ?
C17 C18 H18 118.4 . . ?
C17 C16 C15 119.4(6) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 118.6(6) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?

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
C4 N3 C8 C7 -1.0(9) . . . . ?
Zn1 N3 C8 C7 179.4(5) . . . . ?
C4 N3 C8 C9 179.0(5) . . . . ?
Zn1 N3 C8 C9 -0.5(7) . . . . ?
C13 N2 C9 C10 -0.8(9) . . . . ?
Zn1 N2 C9 C10 173.8(4) . . . . ?
C13 N2 C9 C8 179.4(5) . . . . ?
Zn1 N2 C9 C8 -6.1(7) . . . . ?
N3 C8 C9 N2 4.2(8) . . . . ?
C7 C8 C9 N2 -175.7(6) . . . . ?
N3 C8 C9 C10 -175.6(5) . . . . ?
C7 C8 C9 C10 4.4(10) . . . . ?
C18 N1 C14 C15 1.9(9) . . . . ?
Zn1 N1 C14 C15 -176.6(5) . . . . ?
C18 N1 C14 C13 -179.9(6) . . . . ?
Zn1 N1 C14 C13 1.6(7) . . . . ?
C9 N2 C13 C12 2.2(9) . . . . ?
Zn1 N2 C13 C12 -172.3(4) . . . . ?
C9 N2 C13 C14 -178.7(5) . . . . ?
Zn1 N2 C13 C14 6.8(7) . . . . ?
C11 C12 C13 N2 -2.4(9) . . . . ?
C11 C12 C13 C14 178.6(6) . . . . ?
N1 C14 C13 N2 -5.3(8) . . . . ?
C15 C14 C13 N2 172.9(5) . . . . ?
N1 C14 C13 C12 173.8(6) . . . . ?
C15 C14 C13 C12 -8.0(10) . . . . ?
N1 C14 C15 C16 -1.1(10) . . . . ?
C13 C14 C15 C16 -179.2(6) . . . . ?
Zn1 O1 C19 O2 -18.9(8) . . . . ?
Zn1 O1 C19 C20 156.5(4) . . . . ?
Zn1 O3 C3 O4 -22.3(7) . . . . ?
Zn1 O3 C3 C2 157.5(4) . . . . ?
O2 C19 C20 C21 167.9(6) . . . . ?
O1 C19 C20 C21 -7.7(9) . . . . ?
N2 C9 C10 C11 -0.2(9) . . . . ?
C8 C9 C10 C11 179.6(6) . . . . ?
C13 C12 C11 C10 1.4(10) . . . . ?
C13 C12 C11 Cl2 -177.4(5) . . . . ?
C9 C10 C11 C12 -0.2(10) . . . . ?
C9 C10 C11 Cl2 178.7(5) . . . . ?
N3 C8 C7 C6 -0.8(10) . . . . ?
C9 C8 C7 C6 179.1(6) . . . . ?
C19 C20 C21 C21 -176.2(7) . . . 2_777 ?
O4 C3 C2 C1 5.7(10) . . . . ?
O3 C3 C2 C1 -174.0(6) . . . . ?
C3 C2 C1 C1 178.0(7) . . . 2_657 ?
C8 N3 C4 C5 1.9(10) . . . . ?
Zn1 N3 C4 C5 -178.7(5) . . . . ?
C8 C7 C6 C5 2.0(11) . . . . ?
C7 C6 C5 C4 -1.2(11) . . . . ?
N3 C4 C5 C6 -0.7(12) . . . . ?
C14 N1 C18 C17 -1.2(11) . . . . ?
Zn1 N1 C18 C17 177.1(5) . . . . ?
C14 C15 C16 C17 -0.3(11) . . . . ?
C15 C16 C17 C18 0.9(12) . . . . ?
N1 C18 C17 C16 -0.2(12) . . . . ?

_refine_diff_density_max         1.412
_refine_diff_density_min         -1.534
_refine_diff_density_rms         0.157

####################################################################### 
# 
# 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_BDZN1_a
_database_code_depnum_ccdc_archive 'CCDC 2044205'
loop_
_audit_author_name
_audit_author_address
'SUPRAVA '
;Jadavpur University
India
;
_audit_update_record             
;
2021-06-04 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H12 Cl N3 O5 Zn'
_chemical_formula_weight         463.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0876(7)
_cell_length_b                   10.0804(8)
_cell_length_c                   11.7778(9)
_cell_angle_alpha                66.626(2)
_cell_angle_beta                 75.962(2)
_cell_angle_gamma                65.717(2)
_cell_volume                     898.68(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9847
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   0.602
_exptl_transmission_factor_max   0.861
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.555
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30567
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.470
_diffrn_reflns_theta_max         27.531
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             4070
_reflns_number_gt                3952
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0339P)²+0.4485P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4070
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0675
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
Zn1 Zn 0.71901(2) 0.62541(2) 0.75843(2) 0.03060(7) Uani 1 1 d . . . A 4
Cl1 Cl 0.78386(8) 0.91102(6) 0.15390(4) 0.05802(14) Uani 1 1 d . . . A 4
O1 O 0.72850(15) 0.57367(14) 0.93837(10) 0.0347(2) Uani 1 1 d . . . A 4
H1A H 0.759434 0.634004 0.947973 0.052 Uiso 1 1 calc R U . A 4
O2 O 0.55786(15) 0.37764(16) 0.91533(12) 0.0439(3) Uani 1 1 d . . . A 4
O3 O 0.74290(14) 0.41234(13) 0.75542(10) 0.0368(2) Uani 1 1 d . . . A 4
O5 O 0.81445(18) -0.20529(15) 0.92741(12) 0.0466(3) Uani 1 1 d . . . A 4
N2 N 0.74034(14) 0.72425(13) 0.56604(11) 0.0254(2) Uani 1 1 d . . . A 4
O4 O 0.70948(18) -0.11813(15) 0.74860(12) 0.0468(3) Uani 1 1 d . . . A 4
N1 N 0.47181(15) 0.73876(14) 0.71249(11) 0.0282(2) Uani 1 1 d . . . A 4
N3 N 0.97726(15) 0.57158(14) 0.70781(11) 0.0280(2) Uani 1 1 d . . . A 4
C14 C 0.60604(18) 0.79857(15) 0.50651(13) 0.0269(3) Uani 1 1 d . . . A 4
C10 C 0.88729(18) 0.70624(16) 0.50400(13) 0.0266(3) Uani 1 1 d . . . A 4
C11 C 0.9064(2) 0.76403(18) 0.37490(14) 0.0338(3) Uani 1 1 d . . . A 4
H11 H 1.008669 0.751139 0.331454 0.041 Uiso 1 1 calc R U . A 4
C15 C 0.45251(17) 0.80551(15) 0.58997(13) 0.0275(3) Uani 1 1 d . . . A 4
C13 C 0.6146(2) 0.86120(17) 0.37762(14) 0.0344(3) Uani 1 1 d . . . A 4
H13 H 0.521344 0.914281 0.336016 0.041 Uiso 1 1 calc R U . A 4
C16 C 0.3006(2) 0.87517(18) 0.54631(16) 0.0363(3) Uani 1 1 d . . . A 4
H16 H 0.289475 0.920897 0.461537 0.044 Uiso 1 1 calc R U . A 4
C1 C 0.66014(17) 0.33604(18) 0.83483(13) 0.0297(3) Uani 1 1 d . . . A 4
C12 C 0.7669(2) 0.84162(18) 0.31360(13) 0.0354(3) Uani 1 1 d . . . A 4
C19 C 0.33993(19) 0.74037(18) 0.79357(15) 0.0341(3) Uani 1 1 d . . . A 4
H19 H 0.353187 0.694803 0.878018 0.041 Uiso 1 1 calc R U . A 4
C9 C 1.02327(17) 0.61833(16) 0.58507(13) 0.0269(3) Uani 1 1 d . . . A 4
C4 C 0.75013(19) -0.10096(18) 0.83430(15) 0.0331(3) Uani 1 1 d . . . A 4
C17 C 0.1655(2) 0.8750(2) 0.63214(18) 0.0424(4) Uani 1 1 d . . . A 4
H17 H 0.062327 0.920760 0.605239 0.051 Uiso 1 1 calc R U . A 4
C18 C 0.1847(2) 0.8070(2) 0.75700(18) 0.0406(4) Uani 1 1 d . . . A 4
H18 H 0.095361 0.805806 0.815549 0.049 Uiso 1 1 calc R U . A 4
C7 C 1.3019(2) 0.4960(2) 0.62394(17) 0.0412(4) Uani 1 1 d . . . A 4
H7 H 1.411444 0.471038 0.595781 0.049 Uiso 1 1 calc R U . A 4
C8 C 1.18562(19) 0.58237(19) 0.53966(15) 0.0353(3) Uani 1 1 d . . . A 4
H8 H 1.215832 0.615372 0.454708 0.042 Uiso 1 1 calc R U . A 4
C2 C 0.6921(2) 0.1838(2) 0.82729(15) 0.0373(3) Uani 1 1 d . . . A 4
C5 C 1.09060(19) 0.48792(19) 0.78751(15) 0.0344(3) Uani 1 1 d . . . A 4
H5 H 1.058166 0.455505 0.872110 0.041 Uiso 1 1 calc R U . A 4
C6 C 1.2549(2) 0.4476(2) 0.74880(17) 0.0397(4) Uani 1 1 d . . . A 4
H6 H 1.331577 0.388964 0.806210 0.048 Uiso 1 1 calc R U . A 4
C3 C 0.7195(2) 0.0578(2) 0.82629(16) 0.0389(3) Uani 1 1 d . . . A 4
H1B H 0.650(3) 0.579(3) 0.975(3) 0.064(8) Uiso 1 1 d . . . B 4


_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 O1 1.9864(11) . ?
Zn1 N2 2.0782(12) . ?
Zn1 O3 2.0820(12) . ?
Zn1 N1 2.1524(12) . ?
Zn1 N3 2.1652(12) . ?
Cl1 C12 1.7190(15) . ?
O1 H1A 0.8200 . ?
O1 H1B 0.73(3) . ?
O2 C1 1.2272(18) . ?
O3 C1 1.2632(18) . ?
O5 C4 1.241(2) . ?
N2 C10 1.3352(18) . ?
N2 C14 1.3374(18) . ?
O4 C4 1.2479(19) . ?
N1 C19 1.338(2) . ?
N1 C15 1.3494(18) . ?
N3 C5 1.3341(19) . ?
N3 C9 1.3472(18) . ?
C14 C13 1.390(2) . ?
C14 C15 1.492(2) . ?
C10 C11 1.391(2) . ?
C10 C9 1.491(2) . ?
C11 C12 1.386(2) . ?
C11 H11 0.9300 . ?
C15 C16 1.387(2) . ?
C13 C12 1.382(2) . ?
C13 H13 0.9300 . ?
C16 C17 1.388(3) . ?
C16 H16 0.9300 . ?
C1 C2 1.475(2) . ?
C19 C18 1.383(2) . ?
C19 H19 0.9300 . ?
C9 C8 1.388(2) . ?
C4 C3 1.475(2) . ?
C17 C18 1.374(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C7 C6 1.371(3) . ?
C7 C8 1.388(2) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C2 C3 1.194(2) . ?
C5 C6 1.386(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?

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
O1 Zn1 N2 163.23(5) . . ?
O1 Zn1 O3 100.40(5) . . ?
N2 Zn1 O3 94.03(4) . . ?
O1 Zn1 N1 110.65(5) . . ?
N2 Zn1 N1 76.19(5) . . ?
O3 Zn1 N1 95.13(5) . . ?
O1 Zn1 N3 95.87(5) . . ?
N2 Zn1 N3 75.62(5) . . ?
O3 Zn1 N3 89.51(5) . . ?
N1 Zn1 N3 151.68(5) . . ?
Zn1 O1 H1A 109.5 . . ?
Zn1 O1 H1B 113(2) . . ?
H1A O1 H1B 106.9 . . ?
C1 O3 Zn1 120.14(10) . . ?
C10 N2 C14 121.33(12) . . ?
C10 N2 Zn1 119.64(9) . . ?
C14 N2 Zn1 118.95(10) . . ?
C19 N1 C15 118.64(13) . . ?
C19 N1 Zn1 125.75(10) . . ?
C15 N1 Zn1 115.50(10) . . ?
C5 N3 C9 119.17(13) . . ?
C5 N3 Zn1 124.94(10) . . ?
C9 N3 Zn1 115.70(9) . . ?
N2 C14 C13 121.05(14) . . ?
N2 C14 C15 114.26(12) . . ?
C13 C14 C15 124.68(13) . . ?
N2 C10 C11 121.19(14) . . ?
N2 C10 C9 114.09(12) . . ?
C11 C10 C9 124.71(13) . . ?
C12 C11 C10 117.29(14) . . ?
C12 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
N1 C15 C16 121.93(14) . . ?
N1 C15 C14 114.93(12) . . ?
C16 C15 C14 123.14(13) . . ?
C12 C13 C14 117.49(14) . . ?
C12 C13 H13 121.3 . . ?
C14 C13 H13 121.3 . . ?
C15 C16 C17 118.42(15) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
O2 C1 O3 125.95(15) . . ?
O2 C1 C2 118.58(14) . . ?
O3 C1 C2 115.46(13) . . ?
C13 C12 C11 121.64(14) . . ?
C13 C12 Cl1 119.16(13) . . ?
C11 C12 Cl1 119.18(13) . . ?
N1 C19 C18 122.71(15) . . ?
N1 C19 H19 118.6 . . ?
C18 C19 H19 118.6 . . ?
N3 C9 C8 121.58(14) . . ?
N3 C9 C10 114.84(12) . . ?
C8 C9 C10 123.56(13) . . ?
O5 C4 O4 126.35(15) . . ?
O5 C4 C3 115.77(14) . . ?
O4 C4 C3 117.88(15) . . ?
C18 C17 C16 119.81(15) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 118.49(16) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
C6 C7 C8 119.89(15) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 118.47(15) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C3 C2 C1 177.22(18) . . ?
N3 C5 C6 122.38(15) . . ?
N3 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C7 C6 C5 118.50(15) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C2 C3 C4 176.08(18) . . ?

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
C10 N2 C14 C13 -0.6(2) . . . . ?
Zn1 N2 C14 C13 -177.41(10) . . . . ?
C10 N2 C14 C15 178.90(12) . . . . ?
Zn1 N2 C14 C15 2.12(15) . . . . ?
C14 N2 C10 C11 -0.1(2) . . . . ?
Zn1 N2 C10 C11 176.70(10) . . . . ?
C14 N2 C10 C9 -179.02(11) . . . . ?
Zn1 N2 C10 C9 -2.27(15) . . . . ?
N2 C10 C11 C12 0.4(2) . . . . ?
C9 C10 C11 C12 179.21(13) . . . . ?
C19 N1 C15 C16 0.0(2) . . . . ?
Zn1 N1 C15 C16 176.31(11) . . . . ?
C19 N1 C15 C14 179.85(12) . . . . ?
Zn1 N1 C15 C14 -3.82(15) . . . . ?
N2 C14 C15 N1 1.23(17) . . . . ?
C13 C14 C15 N1 -179.26(13) . . . . ?
N2 C14 C15 C16 -178.90(13) . . . . ?
C13 C14 C15 C16 0.6(2) . . . . ?
N2 C14 C13 C12 1.0(2) . . . . ?
C15 C14 C13 C12 -178.51(13) . . . . ?
N1 C15 C16 C17 -0.2(2) . . . . ?
C14 C15 C16 C17 179.95(14) . . . . ?
Zn1 O3 C1 O2 2.7(2) . . . . ?
Zn1 O3 C1 C2 -177.44(10) . . . . ?
C14 C13 C12 C11 -0.7(2) . . . . ?
C14 C13 C12 Cl1 177.69(11) . . . . ?
C10 C11 C12 C13 0.0(2) . . . . ?
C10 C11 C12 Cl1 -178.33(11) . . . . ?
C15 N1 C19 C18 0.3(2) . . . . ?
Zn1 N1 C19 C18 -175.62(12) . . . . ?
C5 N3 C9 C8 -0.4(2) . . . . ?
Zn1 N3 C9 C8 -175.69(11) . . . . ?
C5 N3 C9 C10 177.92(13) . . . . ?
Zn1 N3 C9 C10 2.64(15) . . . . ?
N2 C10 C9 N3 -0.36(17) . . . . ?
C11 C10 C9 N3 -179.29(13) . . . . ?
N2 C10 C9 C8 177.93(13) . . . . ?
C11 C10 C9 C8 -1.0(2) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
N1 C19 C18 C17 -0.4(3) . . . . ?
N3 C9 C8 C7 0.0(2) . . . . ?
C10 C9 C8 C7 -178.14(14) . . . . ?
C6 C7 C8 C9 0.4(2) . . . . ?
C9 N3 C5 C6 0.3(2) . . . . ?
Zn1 N3 C5 C6 175.14(12) . . . . ?
C8 C7 C6 C5 -0.5(3) . . . . ?
N3 C5 C6 C7 0.1(3) . . . . ?

_refine_diff_density_max         0.352
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.044

