# 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 2023

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

data_H2LNO2
_audit_block_doi                 10.5517/ccdc.csd.cc2g32th
_database_code_depnum_ccdc_archive 'CCDC 2267086'
loop_
_audit_author_name
_audit_author_address
'Kuntal Pal'
;University of Calcutta
India
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_audit_creation_date             2023-10-12
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H12 N6 O3'
_chemical_formula_sum            'C17 H12 N6 O3'
_chemical_formula_weight         348.33
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.042(3)
_cell_length_b                   9.685(4)
_cell_length_c                   12.244(6)
_cell_angle_alpha                85.324(9)
_cell_angle_beta                 81.659(9)
_cell_angle_gamma                84.984(9)
_cell_volume                     821.1(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1604
_cell_measurement_temperature    296.0(2)
_cell_measurement_theta_max      20.27
_cell_measurement_theta_min      2.93
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5278
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1125 before and 0.0739 after correction.
The Ratio of minimum to maximum transmission is 0.7083.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1197
_diffrn_reflns_av_unetI/netI     0.1018
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14070
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.058
_diffrn_reflns_theta_max         25.058
_diffrn_reflns_theta_min         1.685
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1388
_reflns_number_total             2879
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         2879
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1564
_refine_ls_R_factor_gt           0.0628
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.6516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1731
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
1.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C5(H5), C3(H3), C2(H2A), C17(H17), C16(H16), C14(H14), C15(H15)
1.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
O1 O 0.4173(4) 0.4191(3) 0.2891(2) 0.0462(8) Uani 1 1 d . . . . .
H1 H 0.406160 0.358779 0.247656 0.14(3) Uiso 1 1 calc R . . . .
O3 O 1.1829(4) 0.7099(3) 0.2550(3) 0.0600(9) Uani 1 1 d . . . . .
N1 N 0.5313(5) 0.7290(3) 0.4685(3) 0.0391(9) Uani 1 1 d . . . . .
N2 N 0.6350(5) 0.8893(3) 0.6217(3) 0.0412(9) Uani 1 1 d . . . . .
H2 H 0.720444 0.842553 0.578948 0.060(15) Uiso 1 1 calc R . . . .
N6 N 0.6361(5) 0.7839(4) 0.8414(3) 0.0438(9) Uani 1 1 d . . . . .
N5 N 1.1344(5) 0.6308(4) 0.1914(3) 0.0503(10) Uani 1 1 d . . . . .
O2 O 1.2341(5) 0.6029(4) 0.1036(3) 0.0739(11) Uani 1 1 d . . . . .
C6 C 0.6375(6) 0.5719(4) 0.3277(3) 0.0343(10) Uani 1 1 d . . . . .
C7 C 0.4909(6) 0.6341(4) 0.4096(3) 0.0380(10) Uani 1 1 d . . . . .
H7 H 0.366833 0.605018 0.419376 0.060(14) Uiso 1 1 calc R . . . .
C10 C 0.4475(6) 0.8789(4) 0.6126(3) 0.0360(10) Uani 1 1 d . . . . .
C13 C 0.6981(6) 0.9105(4) 0.8156(3) 0.0369(10) Uani 1 1 d . . . . .
C8 C 0.3910(6) 0.7951(4) 0.5398(3) 0.0361(10) Uani 1 1 d . . . . .
N3 N 0.1915(6) 1.0203(4) 0.7385(3) 0.0647(12) Uani 1 1 d . . . . .
C5 C 0.8215(6) 0.6209(4) 0.3040(3) 0.0403(11) Uani 1 1 d . . . . .
H5 H 0.854921 0.689383 0.345097 0.042(11) Uiso 1 1 calc R . . . .
C11 C 0.3069(6) 0.9580(5) 0.6829(3) 0.0431(11) Uani 1 1 d . . . . .
C12 C 0.7016(6) 0.9746(4) 0.6992(3) 0.0431(11) Uani 1 1 d . . . . .
H12A H 0.622200 1.061635 0.701429 0.064(14) Uiso 1 1 calc R . . . .
H12B H 0.832371 0.996103 0.670967 0.043(11) Uiso 1 1 calc R . . . .
C1 C 0.5958(6) 0.4650(4) 0.2651(3) 0.0379(10) Uani 1 1 d . . . . .
C4 C 0.9514(6) 0.5691(4) 0.2214(3) 0.0400(10) Uani 1 1 d . . . . .
C3 C 0.9101(7) 0.4636(4) 0.1605(3) 0.0480(12) Uani 1 1 d . . . . .
H3 H 1.001279 0.428782 0.104735 0.026(10) Uiso 1 1 calc R . . . .
C2 C 0.7326(7) 0.4113(5) 0.1838(3) 0.0473(12) Uani 1 1 d . . . . .
H2A H 0.704212 0.339185 0.144598 0.067(14) Uiso 1 1 calc R . . . .
N4 N 0.0302(6) 0.7742(5) 0.5371(4) 0.0780(14) Uani 1 1 d . . . . .
C9 C 0.1900(7) 0.7840(5) 0.5400(3) 0.0490(12) Uani 1 1 d . . . . .
C17 C 0.6299(7) 0.7331(5) 0.9467(4) 0.0547(13) Uani 1 1 d . . . . .
H17 H 0.584799 0.645679 0.965547 0.043(12) Uiso 1 1 calc R . . . .
C16 C 0.6861(7) 0.8021(6) 1.0281(4) 0.0591(14) Uani 1 1 d . . . . .
H16 H 0.679429 0.762660 1.100231 0.071(15) Uiso 1 1 calc R . . . .
C14 C 0.7580(7) 0.9860(5) 0.8934(4) 0.0588(14) Uani 1 1 d . . . . .
H14 H 0.801785 1.073549 0.873372 0.082(17) Uiso 1 1 calc R . . . .
C15 C 0.7526(7) 0.9310(6) 1.0005(4) 0.0681(15) Uani 1 1 d . . . . .
H15 H 0.793445 0.980466 1.053651 0.088(17) Uiso 1 1 calc R . . . .


_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
O1 H1 0.8200 . ?
O1 C1 1.354(4) . ?
O3 N5 1.237(4) . ?
N1 C7 1.288(5) . ?
N1 C8 1.372(5) . ?
N2 H2 0.8600 . ?
N2 C10 1.355(5) . ?
N2 C12 1.459(4) . ?
N6 C13 1.336(5) . ?
N6 C17 1.338(5) . ?
N5 O2 1.231(4) . ?
N5 C4 1.454(5) . ?
C6 C7 1.457(5) . ?
C6 C5 1.401(5) . ?
C6 C1 1.412(5) . ?
C7 H7 0.9300 . ?
C10 C8 1.373(5) . ?
C10 C11 1.427(6) . ?
C13 C12 1.505(5) . ?
C13 C14 1.380(5) . ?
C8 C9 1.428(6) . ?
N3 C11 1.144(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.358(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C1 C2 1.381(6) . ?
C4 C3 1.387(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(6) . ?
C2 H2A 0.9300 . ?
N4 C9 1.144(5) . ?
C17 H17 0.9300 . ?
C17 C16 1.365(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.372(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.370(6) . ?
C15 H15 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
C1 O1 H1 109.5 . . ?
C7 N1 C8 121.0(4) . . ?
C10 N2 H2 117.9 . . ?
C10 N2 C12 124.2(4) . . ?
C12 N2 H2 117.9 . . ?
C13 N6 C17 117.6(4) . . ?
O3 N5 C4 118.5(4) . . ?
O2 N5 O3 122.7(4) . . ?
O2 N5 C4 118.8(4) . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 C1 117.5(4) . . ?
C1 C6 C7 121.0(4) . . ?
N1 C7 C6 120.7(4) . . ?
N1 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N2 C10 C8 122.3(4) . . ?
N2 C10 C11 117.5(4) . . ?
C8 C10 C11 120.2(4) . . ?
N6 C13 C12 119.8(3) . . ?
N6 C13 C14 121.7(4) . . ?
C14 C13 C12 118.5(4) . . ?
N1 C8 C10 118.0(4) . . ?
N1 C8 C9 123.3(3) . . ?
C10 C8 C9 118.7(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5 119.7 . . ?
N3 C11 C10 178.7(5) . . ?
N2 C12 C13 115.4(3) . . ?
N2 C12 H12A 108.4 . . ?
N2 C12 H12B 108.4 . . ?
C13 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
O1 C1 C6 116.7(4) . . ?
O1 C1 C2 122.5(4) . . ?
C2 C1 C6 120.7(4) . . ?
C5 C4 N5 119.4(4) . . ?
C5 C4 C3 121.7(4) . . ?
C3 C4 N5 118.8(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 C4 119.0(4) . . ?
C2 C3 H3 120.5 . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2A 119.8 . . ?
N4 C9 C8 178.0(5) . . ?
N6 C17 H17 118.1 . . ?
N6 C17 C16 123.8(5) . . ?
C16 C17 H17 118.1 . . ?
C17 C16 H16 120.9 . . ?
C17 C16 C15 118.2(5) . . ?
C15 C16 H16 120.9 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C16 C15 H15 120.5 . . ?
C14 C15 C16 119.0(5) . . ?
C14 C15 H15 120.5 . . ?

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
O1 C1 C2 C3 178.4(4) . . . . ?
O3 N5 C4 C5 13.9(5) . . . . ?
O3 N5 C4 C3 -169.6(4) . . . . ?
N2 C10 C8 N1 -5.2(6) . . . . ?
N2 C10 C8 C9 176.4(4) . . . . ?
N6 C13 C12 N2 -0.3(6) . . . . ?
N6 C13 C14 C15 -0.6(7) . . . . ?
N6 C17 C16 C15 0.0(7) . . . . ?
N5 C4 C3 C2 -175.8(4) . . . . ?
O2 N5 C4 C5 -165.7(4) . . . . ?
O2 N5 C4 C3 10.8(6) . . . . ?
C6 C5 C4 N5 174.1(3) . . . . ?
C6 C5 C4 C3 -2.2(6) . . . . ?
C6 C1 C2 C3 -1.8(6) . . . . ?
C7 N1 C8 C10 169.9(4) . . . . ?
C7 N1 C8 C9 -11.8(6) . . . . ?
C7 C6 C5 C4 -174.8(4) . . . . ?
C7 C6 C1 O1 -3.4(5) . . . . ?
C7 C6 C1 C2 176.8(4) . . . . ?
C10 N2 C12 C13 81.6(5) . . . . ?
C13 N6 C17 C16 -1.1(6) . . . . ?
C13 C14 C15 C16 -0.5(8) . . . . ?
C8 N1 C7 C6 175.2(3) . . . . ?
C5 C6 C7 N1 -5.4(6) . . . . ?
C5 C6 C1 O1 -179.9(3) . . . . ?
C5 C6 C1 C2 0.2(5) . . . . ?
C5 C4 C3 C2 0.6(6) . . . . ?
C11 C10 C8 N1 175.4(3) . . . . ?
C11 C10 C8 C9 -2.9(6) . . . . ?
C12 N2 C10 C8 -178.7(4) . . . . ?
C12 N2 C10 C11 0.7(6) . . . . ?
C12 C13 C14 C15 178.7(4) . . . . ?
C1 C6 C7 N1 178.2(3) . . . . ?
C1 C6 C5 C4 1.8(5) . . . . ?
C4 C3 C2 C1 1.4(6) . . . . ?
C17 N6 C13 C12 -177.9(4) . . . . ?
C17 N6 C13 C14 1.4(6) . . . . ?
C17 C16 C15 C14 0.7(8) . . . . ?
C14 C13 C12 N2 -179.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3OMe
_audit_block_doi                 10.5517/ccdc.csd.cc2g32vj
_database_code_depnum_ccdc_archive 'CCDC 2267087'
_audit_update_record             
;
2023-10-10 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_audit_creation_date             2023-10-09
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H13 Br N5 O2 Zn, C16 H36 N'
_chemical_formula_sum            'C34 H49 Br N6 O2 Zn'
_chemical_formula_weight         719.07
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5795(9)
_cell_length_b                   11.9384(12)
_cell_length_c                   18.0751(17)
_cell_angle_alpha                91.334(3)
_cell_angle_beta                 97.550(4)
_cell_angle_gamma                107.982(3)
_cell_volume                     1741.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    144.99
_cell_measurement_theta_max      34.10
_cell_measurement_theta_min      2.61
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.891
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.6141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0970 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.8223.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            25538
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.665
_diffrn_reflns_theta_min         2.613
_diffrn_ambient_temperature      144.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.805
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9486
_reflns_number_total             12050
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         12050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0310P)²+0.8729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0871
_refine_ls_wR_factor_ref         0.0938
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B),
 C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B),
  C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C22(H22A,H22B,H22C), C26(H26A,H26B,H26C), C30(H30A,H30B,
 H30C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br1 Br 0.14058(2) 0.46922(2) 0.14727(2) 0.02983(5) Uani 1 1 d . . . . .
Zn1 Zn 0.40807(2) 0.44963(2) 0.19589(2) 0.02018(5) Uani 1 1 d . . . . .
O1 O 0.36902(15) 0.32230(10) 0.26533(6) 0.0225(2) Uani 1 1 d . . . . .
O2 O 0.22487(15) 0.12049(10) 0.31766(7) 0.0251(2) Uani 1 1 d . . . . .
N1 N 0.49735(16) 0.57061(12) 0.29388(8) 0.0204(3) Uani 1 1 d . . . . .
N2 N 0.60591(18) 0.57562(13) 0.16432(8) 0.0251(3) Uani 1 1 d . . . . .
N3 N 0.47803(18) 0.36092(13) 0.10291(8) 0.0236(3) Uani 1 1 d . . . . .
N4 N 0.8805(3) 0.85858(16) 0.17089(12) 0.0456(5) Uani 1 1 d . . . . .
N5 N 0.7225(2) 0.85735(14) 0.37214(9) 0.0342(4) Uani 1 1 d . . . . .
C1 C 0.32631(18) 0.32823(14) 0.33187(8) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.35606(19) 0.43320(14) 0.37779(9) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.4506(2) 0.54885(14) 0.35864(9) 0.0209(3) Uani 1 1 d . . . . .
H3 H 0.480064 0.612440 0.395712 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6816(2) 0.55553(16) 0.10113(10) 0.0282(4) Uani 1 1 d . . . . .
H4A H 0.801731 0.570553 0.116675 0.034 Uiso 1 1 calc R U . . .
H4B H 0.667543 0.610105 0.062277 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6626(2) 0.67325(15) 0.20867(9) 0.0231(3) Uani 1 1 d . . . . .
C6 C 0.7861(2) 0.77718(16) 0.18857(10) 0.0289(4) Uani 1 1 d . . . . .
C7 C 0.6058(2) 0.67756(14) 0.27757(9) 0.0222(3) Uani 1 1 d . . . . .
C8 C 0.6699(2) 0.77753(15) 0.32908(10) 0.0244(3) Uani 1 1 d . . . . .
C9 C 0.3031(2) 0.42746(16) 0.44903(9) 0.0245(3) Uani 1 1 d . . . . .
H9 H 0.322990 0.498527 0.478725 0.029 Uiso 1 1 calc R U . . .
C10 C 0.2242(2) 0.32220(17) 0.47603(9) 0.0274(3) Uani 1 1 d . . . . .
H10 H 0.187639 0.320437 0.523499 0.033 Uiso 1 1 calc R U . . .
C11 C 0.1975(2) 0.21662(16) 0.43313(9) 0.0247(3) Uani 1 1 d . . . . .
H11 H 0.145273 0.143096 0.452261 0.030 Uiso 1 1 calc R U . . .
C12 C 0.24659(19) 0.21913(14) 0.36336(9) 0.0205(3) Uani 1 1 d . . . . .
C13 C 0.1473(3) 0.00957(16) 0.34549(12) 0.0327(4) Uani 1 1 d . . . . .
H13A H 0.215795 -0.001148 0.390904 0.049 Uiso 1 1 calc R U . . .
H13B H 0.134555 -0.053830 0.307540 0.049 Uiso 1 1 calc R U . . .
H13C H 0.038033 0.007289 0.357181 0.049 Uiso 1 1 calc R U . . .
C14 C 0.6014(2) 0.42951(16) 0.06992(9) 0.0249(3) Uani 1 1 d . . . . .
C15 C 0.6555(3) 0.3869(2) 0.00897(10) 0.0349(4) Uani 1 1 d . . . . .
H15 H 0.744946 0.436352 -0.012770 0.042 Uiso 1 1 calc R U . . .
C16 C 0.5776(3) 0.2724(2) -0.01931(11) 0.0407(5) Uani 1 1 d . . . . .
H16 H 0.612066 0.242043 -0.061152 0.049 Uiso 1 1 calc R U . . .
C17 C 0.4482(3) 0.20150(19) 0.01382(11) 0.0363(4) Uani 1 1 d . . . . .
H17 H 0.392325 0.122255 -0.004960 0.044 Uiso 1 1 calc R U . . .
C18 C 0.4027(2) 0.24893(17) 0.07478(10) 0.0281(3) Uani 1 1 d . . . . .
H18 H 0.314636 0.200527 0.097807 0.034 Uiso 1 1 calc R U . . .
N6 N 0.73941(16) 0.18805(12) 0.26502(7) 0.0193(2) Uani 1 1 d . . . . .
C19 C 0.56256(19) 0.12417(14) 0.22944(9) 0.0211(3) Uani 1 1 d . . . . .
H19A H 0.549061 0.144672 0.176741 0.025 Uiso 1 1 calc R U . . .
H19B H 0.487075 0.153770 0.255517 0.025 Uiso 1 1 calc R U . . .
C20 C 0.5092(2) -0.00962(15) 0.23086(10) 0.0244(3) Uani 1 1 d . . . . .
H20A H 0.498995 -0.032416 0.282750 0.029 Uiso 1 1 calc R U . . .
H20B H 0.593690 -0.039865 0.212858 0.029 Uiso 1 1 calc R U . . .
C21 C 0.3431(2) -0.06340(16) 0.18097(10) 0.0274(3) Uani 1 1 d . . . . .
H21A H 0.266207 -0.020301 0.192047 0.033 Uiso 1 1 calc R U . . .
H21B H 0.359223 -0.054178 0.127939 0.033 Uiso 1 1 calc R U . . .
C22 C 0.2664(3) -0.19390(17) 0.19262(12) 0.0340(4) Uani 1 1 d . . . . .
H22A H 0.345871 -0.235765 0.185658 0.051 Uiso 1 1 calc R U . . .
H22B H 0.165917 -0.227180 0.156271 0.051 Uiso 1 1 calc R U . . .
H22C H 0.238125 -0.202647 0.243422 0.051 Uiso 1 1 calc R U . . .
C23 C 0.7619(2) 0.32016(14) 0.26399(9) 0.0223(3) Uani 1 1 d . . . . .
H23A H 0.766015 0.342629 0.211738 0.027 Uiso 1 1 calc R U . . .
H23B H 0.662590 0.333800 0.279751 0.027 Uiso 1 1 calc R U . . .
C24 C 0.9138(2) 0.40193(15) 0.31274(10) 0.0241(3) Uani 1 1 d . . . . .
H24A H 1.015561 0.395250 0.295471 0.029 Uiso 1 1 calc R U . . .
H24B H 0.914482 0.380313 0.365297 0.029 Uiso 1 1 calc R U . . .
C25 C 0.9080(2) 0.52793(16) 0.30718(12) 0.0307(4) Uani 1 1 d . . . . .
H25A H 0.910620 0.548778 0.254566 0.037 Uiso 1 1 calc R U . . .
H25B H 0.802068 0.531690 0.321395 0.037 Uiso 1 1 calc R U . . .
C26 C 1.0500(3) 0.61793(18) 0.35658(13) 0.0395(5) Uani 1 1 d . . . . .
H26A H 1.048102 0.598095 0.408826 0.059 Uiso 1 1 calc R U . . .
H26B H 1.038528 0.696651 0.351443 0.059 Uiso 1 1 calc R U . . .
H26C H 1.155285 0.617250 0.341396 0.059 Uiso 1 1 calc R U . . .
C27 C 0.7708(2) 0.15327(14) 0.34435(9) 0.0208(3) Uani 1 1 d . . . . .
H27A H 0.887089 0.196135 0.365569 0.025 Uiso 1 1 calc R U . . .
H27B H 0.757590 0.067849 0.342689 0.025 Uiso 1 1 calc R U . . .
C28 C 0.6585(2) 0.17766(16) 0.39657(9) 0.0244(3) Uani 1 1 d . . . . .
H28A H 0.543390 0.125935 0.380652 0.029 Uiso 1 1 calc R U . . .
H28B H 0.659796 0.260720 0.394368 0.029 Uiso 1 1 calc R U . . .
C29 C 0.7175(2) 0.15491(18) 0.47624(10) 0.0288(4) Uani 1 1 d . . . . .
H29A H 0.830535 0.209734 0.492685 0.035 Uiso 1 1 calc R U . . .
H29B H 0.723009 0.073330 0.477386 0.035 Uiso 1 1 calc R U . . .
C30 C 0.6027(3) 0.17139(19) 0.53026(11) 0.0346(4) Uani 1 1 d . . . . .
H30A H 0.594227 0.251291 0.528086 0.052 Uiso 1 1 calc R U . . .
H30B H 0.647488 0.159976 0.581234 0.052 Uiso 1 1 calc R U . . .
H30C H 0.492585 0.113508 0.516161 0.052 Uiso 1 1 calc R U . . .
C31 C 0.8642(2) 0.15719(15) 0.22198(9) 0.0224(3) Uani 1 1 d . . . . .
H31A H 0.975506 0.213529 0.239745 0.027 Uiso 1 1 calc R U . . .
H31B H 0.867211 0.077451 0.234312 0.027 Uiso 1 1 calc R U . . .
C32 C 0.8297(2) 0.15896(17) 0.13731(9) 0.0261(3) Uani 1 1 d . . . . .
H32A H 0.812924 0.234803 0.124016 0.031 Uiso 1 1 calc R U . . .
H32B H 0.727360 0.094376 0.117566 0.031 Uiso 1 1 calc R U . . .
C33 C 0.9750(2) 0.14376(17) 0.10228(10) 0.0298(4) Uani 1 1 d . . . . .
H33A H 1.078214 0.205298 0.124841 0.036 Uiso 1 1 calc R U . . .
H33B H 0.987144 0.065824 0.113386 0.036 Uiso 1 1 calc R U . . .
C34 C 0.9505(3) 0.1526(2) 0.01802(12) 0.0461(6) Uani 1 1 d . . . . .
H34A H 0.847155 0.092905 -0.004370 0.069 Uiso 1 1 calc R U . . .
H34B H 1.043703 0.139329 -0.002786 0.069 Uiso 1 1 calc R U . . .
H34C H 0.944937 0.231371 0.006904 0.069 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
Br1 Zn1 2.4299(4) . ?
Zn1 O1 1.9706(11) . ?
Zn1 N1 2.1566(14) . ?
Zn1 N2 2.0463(14) . ?
Zn1 N3 2.2094(14) . ?
O1 C1 1.3092(18) . ?
O2 C12 1.372(2) . ?
O2 C13 1.423(2) . ?
N1 C3 1.293(2) . ?
N1 C7 1.393(2) . ?
N2 C4 1.436(2) . ?
N2 C5 1.320(2) . ?
N3 C14 1.342(2) . ?
N3 C18 1.346(2) . ?
N4 C6 1.140(2) . ?
N5 C8 1.151(2) . ?
C1 C2 1.422(2) . ?
C1 C12 1.440(2) . ?
C2 C3 1.445(2) . ?
C2 C9 1.417(2) . ?
C3 H3 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C14 1.508(3) . ?
C5 C6 1.451(2) . ?
C5 C7 1.401(2) . ?
C7 C8 1.415(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.366(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.404(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.393(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.375(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C18 H18 0.9500 . ?
N6 C19 1.518(2) . ?
N6 C23 1.530(2) . ?
N6 C27 1.515(2) . ?
N6 C31 1.529(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.522(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.525(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.524(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.517(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.525(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.516(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.517(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.522(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.525(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.522(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.526(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.521(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
O1 Zn1 Br1 107.51(4) . . ?
O1 Zn1 N1 86.61(5) . . ?
O1 Zn1 N2 137.82(6) . . ?
O1 Zn1 N3 99.65(5) . . ?
N1 Zn1 Br1 105.11(4) . . ?
N1 Zn1 N3 145.66(5) . . ?
N2 Zn1 Br1 114.24(4) . . ?
N2 Zn1 N1 77.32(5) . . ?
N2 Zn1 N3 75.58(6) . . ?
N3 Zn1 Br1 105.03(4) . . ?
C1 O1 Zn1 125.93(10) . . ?
C12 O2 C13 116.74(14) . . ?
C3 N1 Zn1 124.46(11) . . ?
C3 N1 C7 124.22(15) . . ?
C7 N1 Zn1 111.25(10) . . ?
C4 N2 Zn1 122.02(12) . . ?
C5 N2 Zn1 114.74(11) . . ?
C5 N2 C4 123.16(15) . . ?
C14 N3 Zn1 115.21(12) . . ?
C14 N3 C18 118.58(15) . . ?
C18 N3 Zn1 126.09(11) . . ?
O1 C1 C2 125.94(14) . . ?
O1 C1 C12 117.87(14) . . ?
C2 C1 C12 116.16(14) . . ?
C1 C2 C3 123.48(14) . . ?
C9 C2 C1 120.34(15) . . ?
C9 C2 C3 116.01(15) . . ?
N1 C3 C2 123.67(15) . . ?
N1 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
N2 C4 H4A 109.9 . . ?
N2 C4 H4B 109.9 . . ?
N2 C4 C14 109.15(14) . . ?
H4A C4 H4B 108.3 . . ?
C14 C4 H4A 109.9 . . ?
C14 C4 H4B 109.9 . . ?
N2 C5 C6 121.53(15) . . ?
N2 C5 C7 120.04(15) . . ?
C7 C5 C6 118.42(16) . . ?
N4 C6 C5 178.1(2) . . ?
N1 C7 C5 113.74(15) . . ?
N1 C7 C8 123.57(15) . . ?
C5 C7 C8 122.24(15) . . ?
N5 C8 C7 178.57(19) . . ?
C2 C9 H9 119.2 . . ?
C10 C9 C2 121.59(16) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.54(15) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.32(15) . . ?
C12 C11 H11 119.8 . . ?
O2 C12 C1 113.81(13) . . ?
O2 C12 C11 124.20(15) . . ?
C11 C12 C1 121.99(15) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C4 117.81(14) . . ?
N3 C14 C15 121.76(17) . . ?
C15 C14 C4 120.43(16) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.14(18) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.38(18) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 120.8 . . ?
C18 C17 C16 118.41(19) . . ?
C18 C17 H17 120.8 . . ?
N3 C18 C17 122.71(18) . . ?
N3 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C19 N6 C23 106.60(12) . . ?
C19 N6 C31 111.44(12) . . ?
C27 N6 C19 110.80(12) . . ?
C27 N6 C23 110.84(12) . . ?
C27 N6 C31 106.98(12) . . ?
C31 N6 C23 110.25(12) . . ?
N6 C19 H19A 108.5 . . ?
N6 C19 H19B 108.5 . . ?
N6 C19 C20 115.20(13) . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
C19 C20 C21 109.61(14) . . ?
H20A C20 H20B 108.2 . . ?
C21 C20 H20A 109.7 . . ?
C21 C20 H20B 109.7 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 C20 111.83(16) . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N6 C23 H23A 108.2 . . ?
N6 C23 H23B 108.2 . . ?
H23A C23 H23B 107.3 . . ?
C24 C23 N6 116.38(13) . . ?
C24 C23 H23A 108.2 . . ?
C24 C23 H23B 108.2 . . ?
C23 C24 H24A 110.1 . . ?
C23 C24 H24B 110.1 . . ?
C23 C24 C25 108.12(14) . . ?
H24A C24 H24B 108.4 . . ?
C25 C24 H24A 110.1 . . ?
C25 C24 H24B 110.1 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 C24 113.18(16) . . ?
C26 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 H27A 108.5 . . ?
N6 C27 H27B 108.5 . . ?
N6 C27 C28 115.04(13) . . ?
H27A C27 H27B 107.5 . . ?
C28 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C27 C28 H28A 109.7 . . ?
C27 C28 H28B 109.7 . . ?
C27 C28 C29 109.79(14) . . ?
H28A C28 H28B 108.2 . . ?
C29 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C28 C29 C30 111.78(16) . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N6 C31 H31A 108.4 . . ?
N6 C31 H31B 108.4 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 N6 115.40(13) . . ?
C32 C31 H31A 108.4 . . ?
C32 C31 H31B 108.4 . . ?
C31 C32 H32A 109.7 . . ?
C31 C32 H32B 109.7 . . ?
C31 C32 C33 109.94(14) . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 H32A 109.7 . . ?
C33 C32 H32B 109.7 . . ?
C32 C33 H33A 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 107.9 . . ?
C34 C33 C32 111.72(17) . . ?
C34 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
Zn1 O1 C1 C2 -24.1(2) . . . . ?
Zn1 O1 C1 C12 158.09(11) . . . . ?
Zn1 N1 C3 C2 11.9(2) . . . . ?
Zn1 N1 C7 C5 -14.41(17) . . . . ?
Zn1 N1 C7 C8 173.14(13) . . . . ?
Zn1 N2 C4 C14 -4.6(2) . . . . ?
Zn1 N2 C5 C6 -171.02(13) . . . . ?
Zn1 N2 C5 C7 10.1(2) . . . . ?
Zn1 N3 C14 C4 2.32(19) . . . . ?
Zn1 N3 C14 C15 -177.92(14) . . . . ?
Zn1 N3 C18 C17 176.46(14) . . . . ?
O1 C1 C2 C3 -4.9(3) . . . . ?
O1 C1 C2 C9 179.96(15) . . . . ?
O1 C1 C12 O2 -0.3(2) . . . . ?
O1 C1 C12 C11 179.89(15) . . . . ?
N2 C4 C14 N3 1.1(2) . . . . ?
N2 C4 C14 C15 -178.65(17) . . . . ?
N2 C5 C7 N1 3.6(2) . . . . ?
N2 C5 C7 C8 176.12(16) . . . . ?
N3 C14 C15 C16 1.6(3) . . . . ?
C1 C2 C3 N1 10.0(3) . . . . ?
C1 C2 C9 C10 0.7(3) . . . . ?
C2 C1 C12 O2 -178.33(13) . . . . ?
C2 C1 C12 C11 1.8(2) . . . . ?
C2 C9 C10 C11 1.3(3) . . . . ?
C3 N1 C7 C5 168.51(15) . . . . ?
C3 N1 C7 C8 -3.9(3) . . . . ?
C3 C2 C9 C10 -174.80(16) . . . . ?
C4 N2 C5 C6 12.4(3) . . . . ?
C4 N2 C5 C7 -166.48(16) . . . . ?
C4 C14 C15 C16 -178.61(18) . . . . ?
C5 N2 C4 C14 171.80(16) . . . . ?
C6 C5 C7 N1 -175.32(15) . . . . ?
C6 C5 C7 C8 -2.8(2) . . . . ?
C7 N1 C3 C2 -171.41(15) . . . . ?
C9 C2 C3 N1 -174.66(16) . . . . ?
C9 C10 C11 C12 -1.7(3) . . . . ?
C10 C11 C12 O2 -179.76(15) . . . . ?
C10 C11 C12 C1 0.1(3) . . . . ?
C12 C1 C2 C3 172.94(14) . . . . ?
C12 C1 C2 C9 -2.2(2) . . . . ?
C13 O2 C12 C1 179.79(14) . . . . ?
C13 O2 C12 C11 -0.4(2) . . . . ?
C14 N3 C18 C17 0.6(3) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 N3 0.4(3) . . . . ?
C18 N3 C14 C4 178.63(15) . . . . ?
C18 N3 C14 C15 -1.6(3) . . . . ?
N6 C19 C20 C21 -169.28(14) . . . . ?
N6 C23 C24 C25 -176.89(14) . . . . ?
N6 C27 C28 C29 -172.22(14) . . . . ?
N6 C31 C32 C33 172.14(14) . . . . ?
C19 N6 C23 C24 165.82(14) . . . . ?
C19 N6 C27 C28 -58.61(18) . . . . ?
C19 N6 C31 C32 45.47(18) . . . . ?
C19 C20 C21 C22 -168.13(15) . . . . ?
C23 N6 C19 C20 -174.96(13) . . . . ?
C23 N6 C27 C28 59.52(17) . . . . ?
C23 N6 C31 C32 -72.68(17) . . . . ?
C23 C24 C25 C26 177.31(16) . . . . ?
C27 N6 C19 C20 -54.28(17) . . . . ?
C27 N6 C23 C24 45.16(18) . . . . ?
C27 N6 C31 C32 166.72(14) . . . . ?
C27 C28 C29 C30 -176.71(16) . . . . ?
C31 N6 C19 C20 64.71(17) . . . . ?
C31 N6 C23 C24 -73.09(17) . . . . ?
C31 N6 C27 C28 179.74(14) . . . . ?
C31 C32 C33 C34 -176.46(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2NO2
_audit_block_doi                 10.5517/ccdc.csd.cc2g32wk
_database_code_depnum_ccdc_archive 'CCDC 2267088'
loop_
_audit_author_name
_audit_author_address
'Kuntal Pal'
;University of Calcutta
India
;
_audit_update_record             
;
2023-06-02 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_audit_creation_date             2022-08-20
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H17 N7 O4 Zn'
_chemical_formula_sum            'C20 H17 N7 O4 Zn'
_chemical_formula_weight         484.77
_chemical_melting_point          ?
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   11.121(2)
_cell_length_b                   13.472(2)
_cell_length_c                   13.589(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.903(6)
_cell_angle_gamma                90
_cell_volume                     2025.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5430
_cell_measurement_temperature    168.24
_cell_measurement_theta_max      25.15
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.258
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1483 before and 0.0818 after correction.
The Ratio of minimum to maximum transmission is 0.6673.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18374
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.185
_diffrn_reflns_theta_max         25.185
_diffrn_reflns_theta_min         2.256
_diffrn_ambient_temperature      168.24
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2590
_reflns_number_total             3598
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SIR97  (Burla et al.,  2007)'
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3598
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0609P)²+2.7053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1388
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
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 0.42099(4) 0.49870(3) 0.24545(3) 0.02495(18) Uani 1 1 d . . . . .
O1 O 0.4058(3) 0.35704(19) 0.2712(2) 0.0320(7) Uani 1 1 d . . . . .
O2 O 0.2812(2) 0.55418(19) 0.3154(2) 0.0302(7) Uani 1 1 d . . . . .
O3 O 0.5967(3) 0.1883(2) 0.6864(2) 0.0413(8) Uani 1 1 d . . . . .
O4 O 0.4989(3) 0.0606(2) 0.6226(2) 0.0430(8) Uani 1 1 d . . . . .
N1 N 0.5693(3) 0.5074(2) 0.3552(2) 0.0233(7) Uani 1 1 d . . . . .
N2 N 0.5035(3) 0.6220(2) 0.2017(3) 0.0285(8) Uani 1 1 d . . . . .
N3 N 0.3579(3) 0.5045(2) 0.0923(3) 0.0264(8) Uani 1 1 d . . . . .
N4 N 0.8024(3) 0.6444(2) 0.4824(3) 0.0356(9) Uani 1 1 d . . . . .
N5 N 0.7241(4) 0.8034(3) 0.2148(3) 0.0414(10) Uani 1 1 d . . . . .
N6 N 0.5350(3) 0.1468(2) 0.6172(3) 0.0303(8) Uani 1 1 d . . . . .
N7 N 0.0885(3) 0.5451(2) 0.3539(3) 0.0290(8) Uani 1 1 d . . . . .
C1 C 0.4413(4) 0.3113(3) 0.3531(3) 0.0269(9) Uani 1 1 d . . . . .
C2 C 0.3937(4) 0.2147(3) 0.3675(3) 0.0310(10) Uani 1 1 d . . . . .
H2 H 0.338420 0.187056 0.316941 0.037 Uiso 1 1 calc R U . . .
C3 C 0.4248(4) 0.1603(3) 0.4514(3) 0.0303(10) Uani 1 1 d . . . . .
H3 H 0.393157 0.095485 0.458433 0.036 Uiso 1 1 calc R U . . .
C4 C 0.5035(3) 0.2021(3) 0.5261(3) 0.0269(9) Uani 1 1 d . . . . .
C5 C 0.5532(4) 0.2943(3) 0.5164(3) 0.0266(9) Uani 1 1 d . . . . .
H5 H 0.607490 0.320288 0.568627 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5252(4) 0.3502(3) 0.4312(3) 0.0243(9) Uani 1 1 d . . . . .
C7 C 0.5892(4) 0.4444(3) 0.4268(3) 0.0258(9) Uani 1 1 d . . . . .
H7 H 0.648817 0.460394 0.479561 0.031 Uiso 1 1 calc R U . . .
C8 C 0.6356(4) 0.5950(3) 0.3464(3) 0.0254(9) Uani 1 1 d . . . . .
C9 C 0.5977(4) 0.6505(3) 0.2611(3) 0.0259(9) Uani 1 1 d . . . . .
C10 C 0.7279(4) 0.6251(3) 0.4195(3) 0.0265(9) Uani 1 1 d . . . . .
C11 C 0.6689(4) 0.7368(3) 0.2381(3) 0.0296(9) Uani 1 1 d . . . . .
C12 C 0.4619(4) 0.6648(3) 0.1067(3) 0.0321(10) Uani 1 1 d . . . . .
H12A H 0.531860 0.686445 0.072557 0.039 Uiso 1 1 calc R U . . .
H12B H 0.410514 0.723388 0.115813 0.039 Uiso 1 1 calc R U . . .
C13 C 0.3900(4) 0.5870(3) 0.0453(3) 0.0262(9) Uani 1 1 d . . . . .
C14 C 0.3567(4) 0.5996(3) -0.0552(3) 0.0338(10) Uani 1 1 d . . . . .
H14 H 0.379903 0.657918 -0.087716 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2896(4) 0.5268(3) -0.1079(3) 0.0355(11) Uani 1 1 d . . . . .
H15 H 0.266535 0.534308 -0.176755 0.043 Uiso 1 1 calc R U . . .
C16 C 0.2567(4) 0.4426(3) -0.0580(3) 0.0332(10) Uani 1 1 d . . . . .
H16 H 0.209680 0.391986 -0.092014 0.040 Uiso 1 1 calc R U . . .
C17 C 0.2933(4) 0.4338(3) 0.0411(3) 0.0308(10) Uani 1 1 d . . . . .
H17 H 0.272186 0.375501 0.074749 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1857(4) 0.5063(3) 0.3217(3) 0.0253(9) Uani 1 1 d . . . . .
H18 H 0.183302 0.438517 0.302168 0.030 Uiso 1 1 calc R U . . .
C19 C 0.0844(5) 0.6484(3) 0.3855(4) 0.0456(13) Uani 1 1 d . . . . .
H19A H 0.164833 0.678116 0.385360 0.068 Uiso 1 1 calc R U . . .
H19B H 0.059251 0.651357 0.452486 0.068 Uiso 1 1 calc R U . . .
H19C H 0.026482 0.685088 0.340002 0.068 Uiso 1 1 calc R U . . .
C20 C -0.0213(4) 0.4863(3) 0.3541(4) 0.0424(12) Uani 1 1 d . . . . .
H20A H -0.083957 0.513473 0.305495 0.064 Uiso 1 1 calc R U . . .
H20B H -0.049531 0.488427 0.420051 0.064 Uiso 1 1 calc R U . . .
H20C H -0.004432 0.417416 0.336869 0.064 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 O1 1.951(3) . ?
Zn1 O2 2.045(3) . ?
Zn1 N1 2.110(3) . ?
Zn1 N2 2.016(3) . ?
Zn1 N3 2.128(4) . ?
O1 C1 1.298(5) . ?
O2 C18 1.254(5) . ?
O3 N6 1.238(4) . ?
O4 N6 1.233(4) . ?
N1 C7 1.293(5) . ?
N1 C8 1.403(5) . ?
N2 C9 1.314(5) . ?
N2 C12 1.446(5) . ?
N3 C13 1.348(5) . ?
N3 C17 1.344(5) . ?
N4 C10 1.156(5) . ?
N5 C11 1.151(5) . ?
N6 C4 1.457(5) . ?
N7 C18 1.316(5) . ?
N7 C19 1.458(5) . ?
N7 C20 1.456(5) . ?
C1 C2 1.425(5) . ?
C1 C6 1.438(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.370(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(6) . ?
C4 C5 1.372(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(5) . ?
C6 C7 1.459(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.407(6) . ?
C8 C10 1.413(6) . ?
C9 C11 1.457(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.516(5) . ?
C13 C14 1.388(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.371(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O2 100.96(12) . . ?
O1 Zn1 N1 90.18(11) . . ?
O1 Zn1 N2 155.41(14) . . ?
O1 Zn1 N3 100.69(12) . . ?
O2 Zn1 N1 103.17(12) . . ?
O2 Zn1 N3 104.53(12) . . ?
N1 Zn1 N3 147.59(13) . . ?
N2 Zn1 O2 103.08(12) . . ?
N2 Zn1 N1 79.43(13) . . ?
N2 Zn1 N3 78.22(13) . . ?
C1 O1 Zn1 126.5(2) . . ?
C18 O2 Zn1 122.2(2) . . ?
C7 N1 Zn1 123.8(3) . . ?
C7 N1 C8 124.4(3) . . ?
C8 N1 Zn1 111.5(2) . . ?
C9 N2 Zn1 114.7(3) . . ?
C9 N2 C12 126.5(3) . . ?
C12 N2 Zn1 118.6(3) . . ?
C13 N3 Zn1 114.6(3) . . ?
C17 N3 Zn1 125.9(3) . . ?
C17 N3 C13 119.5(4) . . ?
O3 N6 C4 118.7(3) . . ?
O4 N6 O3 122.6(3) . . ?
O4 N6 C4 118.8(4) . . ?
C18 N7 C19 121.9(4) . . ?
C18 N7 C20 120.1(3) . . ?
C20 N7 C19 117.9(4) . . ?
O1 C1 C2 117.8(4) . . ?
O1 C1 C6 125.2(3) . . ?
C2 C1 C6 117.0(4) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.5(4) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.5(4) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 N6 119.5(4) . . ?
C5 C4 N6 118.7(4) . . ?
C5 C4 C3 121.8(4) . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C7 124.7(4) . . ?
C5 C6 C1 119.3(4) . . ?
C5 C6 C7 115.9(4) . . ?
N1 C7 C6 123.7(4) . . ?
N1 C7 H7 118.2 . . ?
C6 C7 H7 118.2 . . ?
N1 C8 C9 113.7(3) . . ?
N1 C8 C10 122.2(4) . . ?
C9 C8 C10 124.0(4) . . ?
N2 C9 C8 120.2(3) . . ?
N2 C9 C11 121.2(4) . . ?
C8 C9 C11 118.6(4) . . ?
N4 C10 C8 175.8(4) . . ?
N5 C11 C9 176.4(5) . . ?
N2 C12 H12A 110.0 . . ?
N2 C12 H12B 110.0 . . ?
N2 C12 C13 108.5(3) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
N3 C13 C12 117.4(3) . . ?
N3 C13 C14 120.7(4) . . ?
C14 C13 C12 121.9(4) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.7(4) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.6 . . ?
C14 C15 C16 118.7(4) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 118.9(4) . . ?
C17 C16 H16 120.5 . . ?
N3 C17 C16 122.4(4) . . ?
N3 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
O2 C18 N7 123.3(4) . . ?
O2 C18 H18 118.4 . . ?
N7 C18 H18 118.4 . . ?
N7 C19 H19A 109.5 . . ?
N7 C19 H19B 109.5 . . ?
N7 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N7 C20 H20A 109.5 . . ?
N7 C20 H20B 109.5 . . ?
N7 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Zn1 O1 C1 C2 163.1(3) . . . . ?
Zn1 O1 C1 C6 -16.9(6) . . . . ?
Zn1 O2 C18 N7 -170.3(3) . . . . ?
Zn1 N1 C7 C6 11.6(5) . . . . ?
Zn1 N1 C8 C9 -7.1(4) . . . . ?
Zn1 N1 C8 C10 170.4(3) . . . . ?
Zn1 N2 C9 C8 1.4(5) . . . . ?
Zn1 N2 C9 C11 178.2(3) . . . . ?
Zn1 N2 C12 C13 -18.4(4) . . . . ?
Zn1 N3 C13 C12 -1.8(4) . . . . ?
Zn1 N3 C13 C14 178.8(3) . . . . ?
Zn1 N3 C17 C16 -179.4(3) . . . . ?
O1 C1 C2 C3 -179.6(4) . . . . ?
O1 C1 C6 C5 178.3(4) . . . . ?
O1 C1 C6 C7 -4.4(7) . . . . ?
O3 N6 C4 C3 -173.8(4) . . . . ?
O3 N6 C4 C5 6.6(5) . . . . ?
O4 N6 C4 C3 6.0(6) . . . . ?
O4 N6 C4 C5 -173.7(4) . . . . ?
N1 C8 C9 N2 4.1(5) . . . . ?
N1 C8 C9 C11 -172.9(3) . . . . ?
N2 C12 C13 N3 12.5(5) . . . . ?
N2 C12 C13 C14 -168.2(4) . . . . ?
N3 C13 C14 C15 0.1(6) . . . . ?
N6 C4 C5 C6 -179.6(3) . . . . ?
C1 C2 C3 C4 1.5(6) . . . . ?
C1 C6 C7 N1 6.2(6) . . . . ?
C2 C1 C6 C5 -1.6(6) . . . . ?
C2 C1 C6 C7 175.7(4) . . . . ?
C2 C3 C4 N6 178.2(4) . . . . ?
C2 C3 C4 C5 -2.1(6) . . . . ?
C3 C4 C5 C6 0.8(6) . . . . ?
C4 C5 C6 C1 1.1(6) . . . . ?
C4 C5 C6 C7 -176.4(4) . . . . ?
C5 C6 C7 N1 -176.4(4) . . . . ?
C6 C1 C2 C3 0.3(6) . . . . ?
C7 N1 C8 C9 179.1(4) . . . . ?
C7 N1 C8 C10 -3.4(6) . . . . ?
C8 N1 C7 C6 -175.4(4) . . . . ?
C9 N2 C12 C13 155.6(4) . . . . ?
C10 C8 C9 N2 -173.3(4) . . . . ?
C10 C8 C9 C11 9.7(6) . . . . ?
C12 N2 C9 C8 -172.8(4) . . . . ?
C12 N2 C9 C11 4.0(6) . . . . ?
C12 C13 C14 C15 -179.2(4) . . . . ?
C13 N3 C17 C16 -0.9(6) . . . . ?
C13 C14 C15 C16 0.3(6) . . . . ?
C14 C15 C16 C17 -1.0(6) . . . . ?
C15 C16 C17 N3 1.3(6) . . . . ?
C17 N3 C13 C12 179.5(4) . . . . ?
C17 N3 C13 C14 0.2(6) . . . . ?
C19 N7 C18 O2 -0.2(6) . . . . ?
C20 N7 C18 O2 176.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2H
_audit_block_doi                 10.5517/ccdc.csd.cc2g32xl
_database_code_depnum_ccdc_archive 'CCDC 2267089'
loop_
_audit_author_name
_audit_author_address
'Kuntal Pal'
;University of Calcutta
India
;
_audit_update_record             
;
2023-10-09 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_audit_creation_date             2023-10-09
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 N6 O2 Zn'
_chemical_formula_sum            'C20 H18 N6 O2 Zn'
_chemical_formula_weight         439.77
_chemical_melting_point          ?
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.322(2)
_cell_length_b                   10.874(3)
_cell_length_c                   11.037(3)
_cell_angle_alpha                109.988(4)
_cell_angle_beta                 101.284(4)
_cell_angle_gamma                101.409(4)
_cell_volume                     987.7(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7685
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.14
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.272
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1027 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.7714.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20154
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.193
_diffrn_reflns_theta_min         2.049
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3604
_reflns_number_total             4347
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SIR97  (Burla et al.,  2007)'
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²+0.5636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0830
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
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 0.38650(3) 0.56433(3) 0.34205(2) 0.03467(9) Uani 1 1 d . . . . .
O1 O 0.46329(19) 0.44898(17) 0.21189(17) 0.0478(4) Uani 1 1 d . . . . .
O2 O 0.24039(18) 0.62170(18) 0.21794(16) 0.0460(4) Uani 1 1 d . . . . .
N1 N 0.2439(2) 0.38890(19) 0.34955(19) 0.0373(4) Uani 1 1 d . . . . .
N2 N 0.3496(2) 0.64433(19) 0.52299(18) 0.0395(4) Uani 1 1 d . . . . .
N3 N 0.55194(19) 0.75899(18) 0.43363(18) 0.0349(4) Uani 1 1 d . . . . .
N4 N -0.0030(3) 0.2500(3) 0.5012(3) 0.0655(7) Uani 1 1 d . . . . .
N5 N 0.1716(3) 0.6507(3) 0.7681(2) 0.0637(6) Uani 1 1 d . . . . .
N6 N 0.0177(2) 0.6545(2) 0.13571(18) 0.0420(4) Uani 1 1 d . . . . .
C1 C 0.3999(3) 0.3202(2) 0.1333(2) 0.0426(5) Uani 1 1 d . . . . .
C2 C 0.4588(3) 0.2633(3) 0.0254(3) 0.0579(7) Uani 1 1 d . . . . .
H2 H 0.538684 0.319085 0.012500 0.069 Uiso 1 1 calc R U . . .
C3 C 0.4025(4) 0.1288(4) -0.0608(3) 0.0756(10) Uani 1 1 d . . . . .
H3 H 0.445555 0.094840 -0.129936 0.091 Uiso 1 1 calc R U . . .
C4 C 0.2829(5) 0.0430(3) -0.0467(3) 0.0828(11) Uani 1 1 d . . . . .
H4 H 0.243768 -0.047926 -0.106709 0.099 Uiso 1 1 calc R U . . .
C5 C 0.2225(4) 0.0932(3) 0.0566(3) 0.0641(8) Uani 1 1 d . . . . .
H5 H 0.142676 0.034581 0.066611 0.077 Uiso 1 1 calc R U . . .
C6 C 0.2769(3) 0.2312(2) 0.1488(2) 0.0446(6) Uani 1 1 d . . . . .
C7 C 0.2093(3) 0.2676(2) 0.2573(2) 0.0443(6) Uani 1 1 d . . . . .
H7 H 0.135367 0.199111 0.261481 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1899(2) 0.4246(2) 0.4615(2) 0.0380(5) Uani 1 1 d . . . . .
C9 C 0.0834(3) 0.3293(3) 0.4851(3) 0.0448(6) Uani 1 1 d . . . . .
C10 C 0.2519(2) 0.5606(2) 0.5506(2) 0.0357(5) Uani 1 1 d . . . . .
C11 C 0.2070(3) 0.6087(3) 0.6733(2) 0.0426(5) Uani 1 1 d . . . . .
C12 C 0.4233(3) 0.7850(2) 0.6087(2) 0.0392(5) Uani 1 1 d . . . . .
H12A H 0.469777 0.793677 0.698985 0.047 Uiso 1 1 calc R U . . .
H12B H 0.348978 0.836376 0.612997 0.047 Uiso 1 1 calc R U . . .
C13 C 0.5443(2) 0.8406(2) 0.5522(2) 0.0341(4) Uani 1 1 d . . . . .
C14 C 0.6412(3) 0.9719(3) 0.6195(3) 0.0488(6) Uani 1 1 d . . . . .
H14 H 0.635057 1.027786 0.702408 0.059 Uiso 1 1 calc R U . . .
C15 C 0.7471(3) 1.0190(3) 0.5625(3) 0.0563(7) Uani 1 1 d . . . . .
H15 H 0.813331 1.107088 0.606793 0.068 Uiso 1 1 calc R U . . .
C16 C 0.7542(3) 0.9357(3) 0.4406(3) 0.0540(7) Uani 1 1 d . . . . .
H16 H 0.824718 0.965953 0.400425 0.065 Uiso 1 1 calc R U . . .
C17 C 0.6555(3) 0.8068(3) 0.3788(3) 0.0467(6) Uani 1 1 d . . . . .
H17 H 0.660105 0.749818 0.295672 0.056 Uiso 1 1 calc R U . . .
C18 C 0.1051(3) 0.6106(2) 0.2099(2) 0.0395(5) Uani 1 1 d . . . . .
H18 H 0.061464 0.568337 0.259658 0.047 Uiso 1 1 calc R U . . .
C19 C 0.0787(4) 0.7232(3) 0.0580(3) 0.0655(8) Uani 1 1 d . . . . .
H19A H 0.083576 0.818049 0.096618 0.098 Uiso 1 1 calc R U . . .
H19B H 0.013739 0.682421 -0.032928 0.098 Uiso 1 1 calc R U . . .
H19C H 0.179358 0.714730 0.058419 0.098 Uiso 1 1 calc R U . . .
C20 C -0.1434(3) 0.6369(4) 0.1283(3) 0.0771(10) Uani 1 1 d . . . . .
H20A H -0.168602 0.596084 0.188809 0.116 Uiso 1 1 calc R U . . .
H20B H -0.204661 0.578801 0.038104 0.116 Uiso 1 1 calc R U . . .
H20C H -0.162874 0.724353 0.153137 0.116 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 O1 1.9171(16) . ?
Zn1 O2 2.0763(15) . ?
Zn1 N1 2.1356(18) . ?
Zn1 N2 2.0155(19) . ?
Zn1 N3 2.1252(18) . ?
O1 C1 1.305(3) . ?
O2 C18 1.225(3) . ?
N1 C7 1.290(3) . ?
N1 C8 1.387(3) . ?
N2 C10 1.313(3) . ?
N2 C12 1.431(3) . ?
N3 C13 1.331(3) . ?
N3 C17 1.347(3) . ?
N4 C9 1.144(3) . ?
N5 C11 1.133(3) . ?
N6 C18 1.312(3) . ?
N6 C19 1.441(3) . ?
N6 C20 1.458(3) . ?
C1 C2 1.411(3) . ?
C1 C6 1.426(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.365(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.413(4) . ?
C6 C7 1.434(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.416(3) . ?
C8 C10 1.390(3) . ?
C10 C11 1.451(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.513(3) . ?
C13 C14 1.382(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.366(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O2 99.95(7) . . ?
O1 Zn1 N1 90.33(7) . . ?
O1 Zn1 N2 155.19(8) . . ?
O1 Zn1 N3 106.48(7) . . ?
O2 Zn1 N1 104.21(7) . . ?
O2 Zn1 N3 94.24(7) . . ?
N2 Zn1 O2 104.20(7) . . ?
N2 Zn1 N1 78.42(7) . . ?
N2 Zn1 N3 77.48(7) . . ?
N3 Zn1 N1 152.58(7) . . ?
C1 O1 Zn1 127.59(16) . . ?
C18 O2 Zn1 125.81(15) . . ?
C7 N1 Zn1 123.13(16) . . ?
C7 N1 C8 125.7(2) . . ?
C8 N1 Zn1 111.12(14) . . ?
C10 N2 Zn1 115.33(15) . . ?
C10 N2 C12 124.66(19) . . ?
C12 N2 Zn1 119.95(13) . . ?
C13 N3 Zn1 115.44(14) . . ?
C13 N3 C17 118.9(2) . . ?
C17 N3 Zn1 125.57(16) . . ?
C18 N6 C19 120.7(2) . . ?
C18 N6 C20 122.1(2) . . ?
C19 N6 C20 117.2(2) . . ?
O1 C1 C2 117.7(2) . . ?
O1 C1 C6 125.3(2) . . ?
C2 C1 C6 117.0(2) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 C1 122.2(3) . . ?
C3 C2 H2 118.9 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.3(3) . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C7 125.1(2) . . ?
C5 C6 C1 118.5(3) . . ?
C5 C6 C7 116.3(3) . . ?
N1 C7 C6 124.6(2) . . ?
N1 C7 H7 117.7 . . ?
C6 C7 H7 117.7 . . ?
N1 C8 C9 122.7(2) . . ?
N1 C8 C10 114.61(18) . . ?
C10 C8 C9 122.7(2) . . ?
N4 C9 C8 178.4(3) . . ?
N2 C10 C8 119.9(2) . . ?
N2 C10 C11 120.6(2) . . ?
C8 C10 C11 119.5(2) . . ?
N5 C11 C10 177.3(3) . . ?
N2 C12 H12A 110.0 . . ?
N2 C12 H12B 110.0 . . ?
N2 C12 C13 108.59(18) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
N3 C13 C12 117.47(19) . . ?
N3 C13 C14 121.1(2) . . ?
C14 C13 C12 121.4(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.5(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.6(2) . . ?
C17 C16 H16 120.7 . . ?
N3 C17 C16 122.6(2) . . ?
N3 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
O2 C18 N6 124.3(2) . . ?
O2 C18 H18 117.8 . . ?
N6 C18 H18 117.8 . . ?
N6 C19 H19A 109.5 . . ?
N6 C19 H19B 109.5 . . ?
N6 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Zn1 O1 C1 C2 166.40(17) . . . . ?
Zn1 O1 C1 C6 -14.6(3) . . . . ?
Zn1 O2 C18 N6 176.20(16) . . . . ?
Zn1 N1 C7 C6 8.9(3) . . . . ?
Zn1 N1 C8 C9 174.97(17) . . . . ?
Zn1 N1 C8 C10 -6.8(2) . . . . ?
Zn1 N2 C10 C8 4.2(3) . . . . ?
Zn1 N2 C10 C11 -175.35(15) . . . . ?
Zn1 N2 C12 C13 -11.3(2) . . . . ?
Zn1 N3 C13 C12 1.4(2) . . . . ?
Zn1 N3 C13 C14 -177.29(17) . . . . ?
Zn1 N3 C17 C16 176.84(19) . . . . ?
O1 C1 C2 C3 178.6(3) . . . . ?
O1 C1 C6 C5 -178.8(2) . . . . ?
O1 C1 C6 C7 -3.5(4) . . . . ?
N1 C8 C10 N2 2.1(3) . . . . ?
N1 C8 C10 C11 -178.34(18) . . . . ?
N2 C12 C13 N3 5.9(3) . . . . ?
N2 C12 C13 C14 -175.4(2) . . . . ?
N3 C13 C14 C15 0.3(4) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C1 C6 C7 N1 5.4(4) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C2 C1 C6 C7 175.4(2) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C4 C5 C6 C7 -176.1(3) . . . . ?
C5 C6 C7 N1 -179.2(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C7 N1 C8 C9 -2.2(3) . . . . ?
C7 N1 C8 C10 176.1(2) . . . . ?
C8 N1 C7 C6 -174.3(2) . . . . ?
C9 C8 C10 N2 -179.7(2) . . . . ?
C9 C8 C10 C11 -0.1(3) . . . . ?
C10 N2 C12 C13 171.5(2) . . . . ?
C12 N2 C10 C8 -178.4(2) . . . . ?
C12 N2 C10 C11 2.0(3) . . . . ?
C12 C13 C14 C15 -178.4(2) . . . . ?
C13 N3 C17 C16 0.5(4) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C15 C16 C17 N3 -0.1(4) . . . . ?
C17 N3 C13 C12 178.1(2) . . . . ?
C17 N3 C13 C14 -0.6(3) . . . . ?
C19 N6 C18 O2 -1.1(4) . . . . ?
C20 N6 C18 O2 179.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
