# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2127478'
loop_
_audit_author_name
_audit_author_address
'Yao Shu-Li '
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-09 deposited with the CCDC.	2022-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H18 N6 O4 Zn'
_chemical_formula_weight         555.84

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

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

_cell_length_a                   10.1975(3)
_cell_length_b                   10.1011(3)
_cell_length_c                   11.0443(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.5160(10)
_cell_angle_gamma                90
_cell_volume                     1125.09(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    8249
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      27.57

_exptl_crystal_description       Flake
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   0.6240
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    1.143
_shelx_estimated_absorpt_T_min   0.718
_shelx_estimated_absorpt_T_max   0.763
_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      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13621
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.747
_diffrn_reflns_theta_max         25.001
_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1981
_reflns_number_gt                1786
_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 APEX3'
_computing_cell_refinement       'Bruker APEX3'
_computing_data_reduction        'Bruker APEX3'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0442P)²+0.7025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1981
_refine_ls_number_parameters     221
_refine_ls_number_restraints     379
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.002
_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 0.250000 0.37598(3) 0.250000 0.02955(14) Uani 1 2 d S TU P . .
C1 C 0.4907(2) 0.5558(2) 0.2656(2) 0.0315(5) Uani 1 1 d . U . . .
H1 H 0.518570 0.518958 0.196605 0.038 Uiso 1 1 calc R U . . .
N1 N 0.39033(16) 0.51050(17) 0.31567(17) 0.0303(4) Uani 1 1 d . U . . .
O1 O 0.3040(13) 0.2565(14) 0.1268(10) 0.049(2) Uani 0.5 1 d . U P A -1
O2 O 0.4627(13) 0.3588(16) 0.048(2) 0.059(2) Uani 0.5 1 d . U P A -1
N2 N 0.54905(17) 0.66236(17) 0.32604(17) 0.0306(4) Uani 1 1 d . U . . .
C2 C 0.3813(2) 0.5925(2) 0.4160(2) 0.0301(4) Uani 1 1 d . U . . .
N3 N 0.750000 0.6673(2) 0.250000 0.0286(5) Uani 1 2 d S TU P . .
C3 C 0.2931(2) 0.5877(3) 0.5007(2) 0.0392(5) Uani 1 1 d . U . . .
H3 H 0.225943 0.524781 0.495354 0.047 Uiso 1 1 calc R U . . .
C7 C 0.4805(2) 0.6886(2) 0.4239(2) 0.0297(4) Uani 1 1 d . U . . .
C6 C 0.4996(2) 0.7799(2) 0.5187(2) 0.0375(5) Uani 1 1 d . U . . .
H6 H 0.567340 0.842330 0.525270 0.045 Uiso 1 1 calc R U . . .
C5 C 0.4122(3) 0.7727(3) 0.6029(2) 0.0459(6) Uani 1 1 d . U . . .
H5 H 0.421856 0.831550 0.668382 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3100(3) 0.6802(3) 0.5925(2) 0.0471(6) Uani 1 1 d . U . . .
H4 H 0.251536 0.681121 0.649606 0.056 Uiso 1 1 calc R U . . .
C9 C 0.6487(2) 0.8739(2) 0.2914(2) 0.0370(5) Uani 1 1 d . U . . .
H9 H 0.579248 0.917864 0.319888 0.044 Uiso 1 1 calc R U . . .
C8 C 0.65447(19) 0.7375(2) 0.28888(19) 0.0288(4) Uani 1 1 d . U . . .
C10 C 0.750000 0.9421(3) 0.250000 0.0416(8) Uani 1 2 d S TU P . .
H10 H 0.750001 1.034177 0.250001 0.050 Uiso 1 2 calc R U P . .
C11 C 0.402(2) 0.2624(16) 0.078(2) 0.042(2) Uani 0.5 1 d . U P A -1
C14 C 0.449(2) -0.1297(14) 0.034(2) 0.044(2) Uani 0.5 1 d G U P A -1
H14 H 0.413167 -0.209840 0.054752 0.053 Uiso 0.5 1 calc R U P A -1
C16 C 0.5510(19) -0.1283(14) -0.037(2) 0.0352(18) Uani 0.5 1 d G U P A -1
C18 C 0.6048(19) -0.0085(14) -0.067(2) 0.039(2) Uani 0.5 1 d G U P A -1
H18 H 0.672889 -0.007552 -0.114437 0.046 Uiso 0.5 1 calc R U P A -1
C17 C 0.5569(19) 0.1098(14) -0.026(2) 0.0358(18) Uani 0.5 1 d G U P A -1
H17 H 0.592898 0.189904 -0.046780 0.043 Uiso 0.5 1 calc R U P A -1
C12 C 0.455(2) 0.1083(15) 0.045(2) 0.037(2) Uani 0.5 1 d G U P A -1
C13 C 0.401(2) -0.0114(15) 0.075(2) 0.042(2) Uani 0.5 1 d DG U P A -1
N4 N 0.3007(6) -0.0149(6) 0.1441(6) 0.0827(18) Uani 0.5 1 d D U P A -1
H4A H 0.301372 -0.091704 0.177974 0.099 Uiso 0.5 1 d R U P A -1
H4B H 0.316411 0.044825 0.199993 0.099 Uiso 0.5 1 d R U P A -1
O3 O 0.5467(17) -0.3473(17) -0.068(2) 0.075(4) Uani 0.5 1 d . U P A -1
C15 C 0.594(2) -0.2403(14) -0.086(2) 0.040(2) Uani 0.5 1 d . U P A -1
O4 O 0.6882(13) -0.2342(14) -0.1590(10) 0.049(2) Uani 0.5 1 d . U P A -1


_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 1.958(13) . ?
Zn1 N1 2.0280(17) . ?
Zn1 N1 2.0280(17) 2 ?
C1 N1 1.315(3) . ?
C1 N2 1.356(3) . ?
C1 H1 0.9300 . ?
N1 C2 1.397(3) . ?
O1 C11 1.20(2) . ?
O2 C11 1.224(17) . ?
N2 C7 1.396(3) . ?
N2 C8 1.425(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.396(3) . ?
N3 C8 1.326(2) 2_655 ?
N3 C8 1.326(2) . ?
C3 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C7 C6 1.387(3) . ?
C6 C5 1.382(3) . ?
C6 H6 0.9300 . ?
C5 C4 1.391(4) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C9 C10 1.375(3) . ?
C9 C8 1.379(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.71(3) . ?
C14 C16 1.3900 . ?
C14 C13 1.3900 . ?
C14 H14 0.9300 . ?
C16 C15 1.36(3) . ?
C16 C18 1.3900 . ?
C18 C17 1.3900 . ?
C18 H18 0.9300 . ?
C17 C12 1.3900 . ?
C17 H17 0.9300 . ?
C12 C13 1.3900 . ?
C13 N4 1.367(9) . ?
N4 H4A 0.8614 . ?
N4 H4B 0.8612 . ?
O3 C15 1.213(16) . ?
C15 O4 1.34(2) . ?

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 N1 113.9(4) . . ?
O1 Zn1 N1 114.9(3) . 2 ?
N1 Zn1 N1 95.86(10) . 2 ?
N1 C1 N2 112.43(19) . . ?
N1 C1 H1 123.8 . . ?
N2 C1 H1 123.8 . . ?
C1 N1 C2 105.89(17) . . ?
C1 N1 Zn1 129.41(15) . . ?
C2 N1 Zn1 123.69(13) . . ?
C11 O1 Zn1 128.1(14) . . ?
C1 N2 C7 107.34(17) . . ?
C1 N2 C8 125.14(18) . . ?
C7 N2 C8 127.37(18) . . ?
C3 C2 C7 121.1(2) . . ?
C3 C2 N1 129.7(2) . . ?
C7 C2 N1 109.22(18) . . ?
C8 N3 C8 115.4(3) 2_655 . ?
C4 C3 C2 116.8(2) . . ?
C4 C3 H3 121.6 . . ?
C2 C3 H3 121.6 . . ?
C6 C7 C2 121.9(2) . . ?
C6 C7 N2 132.9(2) . . ?
C2 C7 N2 105.12(18) . . ?
C5 C6 C7 116.1(2) . . ?
C5 C6 H6 121.9 . . ?
C7 C6 H6 121.9 . . ?
C6 C5 C4 122.0(2) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C3 C4 C5 122.0(2) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C10 C9 C8 117.3(2) . . ?
C10 C9 H9 121.4 . . ?
C8 C9 H9 121.4 . . ?
N3 C8 C9 125.1(2) . . ?
N3 C8 N2 115.49(19) . . ?
C9 C8 N2 119.35(19) . . ?
C9 C10 C9 119.8(3) 2_655 . ?
C9 C10 H10 120.1 2_655 . ?
C9 C10 H10 120.1 . . ?
O1 C11 O2 130.2(15) . . ?
O1 C11 C12 111.3(14) . . ?
O2 C11 C12 118.5(16) . . ?
C16 C14 C13 120.0 . . ?
C16 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C16 C18 117.8(11) . . ?
C15 C16 C14 122.1(11) . . ?
C18 C16 C14 120.0 . . ?
C16 C18 C17 120.0 . . ?
C16 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C12 C17 C18 120.0 . . ?
C12 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C13 C12 C17 120.0 . . ?
C13 C12 C11 126.3(9) . . ?
C17 C12 C11 113.6(9) . . ?
N4 C13 C12 120.9(7) . . ?
N4 C13 C14 119.1(7) . . ?
C12 C13 C14 120.0 . . ?
C13 N4 H4A 107.9 . . ?
C13 N4 H4B 107.9 . . ?
H4A N4 H4B 109.3 . . ?
O3 C15 O4 118.5(15) . . ?
O3 C15 C16 121.1(19) . . ?
O4 C15 C16 120.4(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 N1 C2 0.0(2) . . . . ?
N2 C1 N1 Zn1 168.64(15) . . . . ?
N1 C1 N2 C7 0.0(3) . . . . ?
N1 C1 N2 C8 -175.85(19) . . . . ?
C1 N1 C2 C3 -179.5(2) . . . . ?
Zn1 N1 C2 C3 11.1(3) . . . . ?
C1 N1 C2 C7 0.0(2) . . . . ?
Zn1 N1 C2 C7 -169.45(14) . . . . ?
C7 C2 C3 C4 -1.0(3) . . . . ?
N1 C2 C3 C4 178.4(2) . . . . ?
C3 C2 C7 C6 2.8(3) . . . . ?
N1 C2 C7 C6 -176.7(2) . . . . ?
C3 C2 C7 N2 179.5(2) . . . . ?
N1 C2 C7 N2 0.0(2) . . . . ?
C1 N2 C7 C6 176.2(2) . . . . ?
C8 N2 C7 C6 -8.1(4) . . . . ?
C1 N2 C7 C2 0.0(2) . . . . ?
C8 N2 C7 C2 175.7(2) . . . . ?
C2 C7 C6 C5 -1.9(3) . . . . ?
N2 C7 C6 C5 -177.6(2) . . . . ?
C7 C6 C5 C4 -0.6(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C6 C5 C4 C3 2.4(4) . . . . ?
C8 N3 C8 C9 -0.08(18) 2_655 . . . ?
C8 N3 C8 N2 177.6(2) 2_655 . . . ?
C10 C9 C8 N3 0.2(3) . . . . ?
C10 C9 C8 N2 -177.41(18) . . . . ?
C1 N2 C8 N3 -42.9(3) . . . . ?
C7 N2 C8 N3 142.16(19) . . . . ?
C1 N2 C8 C9 134.9(2) . . . . ?
C7 N2 C8 C9 -40.0(3) . . . . ?
C8 C9 C10 C9 -0.07(15) . . . 2_655 ?
Zn1 O1 C11 O2 -34(3) . . . . ?
Zn1 O1 C11 C12 147.7(16) . . . . ?
C13 C14 C16 C15 -175(2) . . . . ?
C13 C14 C16 C18 0.0 . . . . ?
C15 C16 C18 C17 175(2) . . . . ?
C14 C16 C18 C17 0.0 . . . . ?
C16 C18 C17 C12 0.0 . . . . ?
C18 C17 C12 C13 0.0 . . . . ?
C18 C17 C12 C11 -176.1(16) . . . . ?
O1 C11 C12 C13 -4(3) . . . . ?
O2 C11 C12 C13 177.6(15) . . . . ?
O1 C11 C12 C17 171.8(14) . . . . ?
O2 C11 C12 C17 -7(3) . . . . ?
C17 C12 C13 N4 -179.6(14) . . . . ?
C11 C12 C13 N4 -4.0(12) . . . . ?
C17 C12 C13 C14 0.0 . . . . ?
C11 C12 C13 C14 175.6(18) . . . . ?
C16 C14 C13 N4 179.7(14) . . . . ?
C16 C14 C13 C12 0.0 . . . . ?
C18 C16 C15 O3 -176.2(17) . . . . ?
C14 C16 C15 O3 -1(3) . . . . ?
C18 C16 C15 O4 1(3) . . . . ?
C14 C16 C15 O4 176.5(12) . . . . ?

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.058



