# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2026

####################################################################### 
# 
# 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_mo_ncsu_pn69_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2496240'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;The University of Tennessee
United States of America
;
_audit_update_record             
;
2025-10-17 deposited with the CCDC.	2025-12-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 N4 O2 Zn, 2(C2 H3 N)'
_chemical_formula_sum            'C26 H22 N6 O2 Zn'
_chemical_formula_weight         515.86
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.5829(5)
_cell_length_b                   9.6101(5)
_cell_length_c                   12.9002(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.305(2)
_cell_angle_gamma                90
_cell_volume                     1114.19(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9927
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.622
_exptl_absorpt_coefficient_mu    1.141
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6427
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1113 before and 0.0622 after correction.
The Ratio of minimum to maximum transmission is 0.8619.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 0.00 0.0160
-1.00 1.00 1.00 0.2010
-1.00 0.00 -1.00 0.0490
0.00 -1.00 -1.00 0.0660
0.00 1.00 1.00 0.2350
0.00 -1.00 1.00 0.0860
0.00 1.00 -1.00 0.0910
0.00 0.00 -1.00 0.0810
0.00 0.00 1.00 0.1360
1.00 0.00 0.00 0.0100
1.00 -1.00 -1.00 0.0580

_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.191
_exptl_crystal_size_min          0.032
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16792
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.876
_diffrn_reflns_theta_min         2.707
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                2427
_reflns_number_total             2657
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.120
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2657
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.058
_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)+(0.0441P)²+1.0971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0891
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C11(H11)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_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
Zn1 Zn 0.500000 0.500000 0.500000 0.01179(10) Uani 1 2 d S . P . .
O1 O 0.51703(16) 0.17007(13) 0.87397(10) 0.0185(3) Uani 1 1 d . . . . .
H1 H 0.459(3) 0.223(3) 0.871(2) 0.028 Uiso 1 1 d . U . . .
N1 N 0.34185(16) 0.60379(14) 0.37367(12) 0.0136(3) Uani 1 1 d . . . . .
N2 N 0.33896(16) 0.38460(14) 0.53259(12) 0.0134(3) Uani 1 1 d . . . . .
N3 N 0.3294(3) 0.4023(2) 0.87720(18) 0.0391(5) Uani 1 1 d . . . . .
C1 C 0.3649(2) 0.70657(17) 0.30781(14) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.2234(2) 0.74981(19) 0.22868(15) 0.0204(4) Uani 1 1 d . . . . .
H2 H 0.207960 0.819788 0.173810 0.025 Uiso 1 1 calc R U . . .
C3 C 0.1168(2) 0.6716(2) 0.24759(16) 0.0217(4) Uani 1 1 d . . . . .
H3 H 0.012706 0.675869 0.208225 0.026 Uiso 1 1 calc R U . . .
C4 C 0.19226(19) 0.58029(18) 0.33950(14) 0.0170(3) Uani 1 1 d . . . . .
C5 C 0.18931(19) 0.39758(18) 0.47727(15) 0.0167(3) Uani 1 1 d . . . . .
C6 C 0.1092(2) 0.30529(19) 0.52547(16) 0.0212(4) Uani 1 1 d . . . . .
H6 H 0.004250 0.295014 0.502942 0.025 Uiso 1 1 calc R U . . .
C7 C 0.2120(2) 0.23655(19) 0.60861(16) 0.0200(4) Uani 1 1 d . . . . .
H7 H 0.192923 0.168887 0.655700 0.024 Uiso 1 1 calc R U . . .
C8 C 0.3578(2) 0.28548(17) 0.61265(14) 0.0156(3) Uani 1 1 d . . . . .
C9 C 0.4957(2) 0.23902(17) 0.68558(14) 0.0156(3) Uani 1 1 d . . . . .
C10 C 0.4958(2) 0.12157(18) 0.76425(15) 0.0188(4) Uani 1 1 d . . . . .
H10A H 0.399993 0.071089 0.735265 0.023 Uiso 1 1 calc R U . . .
H10B H 0.576183 0.055170 0.767395 0.023 Uiso 1 1 calc R U . . .
C11 C 0.1224(2) 0.48568(18) 0.38732(16) 0.0184(4) Uani 1 1 d . . . . .
H11 H 0.017085 0.480391 0.355118 0.022 Uiso 1 1 calc R U . . .
C12 C 0.2297(3) 0.5873(2) 0.9790(2) 0.0350(5) Uani 1 1 d . . . . .
H12A H 0.295334 0.668775 0.995507 0.052 Uiso 1 1 calc R U . . .
H12B H 0.226436 0.547787 1.048188 0.052 Uiso 1 1 calc R U . . .
H12C H 0.129299 0.615304 0.932153 0.052 Uiso 1 1 calc R U . . .
C13 C 0.2863(3) 0.4835(2) 0.92155(19) 0.0268(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.3505(12) 2_656 ?
Zn1 O1 2.3505(12) 4_565 ?
Zn1 N1 2.0576(14) . ?
Zn1 N1 2.0575(14) 3_666 ?
Zn1 N2 2.0588(14) . ?
Zn1 N2 2.0588(14) 3_666 ?
O1 H1 0.75(3) . ?
O1 C10 1.436(2) . ?
N1 C1 1.370(2) . ?
N1 C4 1.364(2) . ?
N2 C5 1.368(2) . ?
N2 C8 1.370(2) . ?
N3 C13 1.127(3) . ?
C1 C2 1.447(2) . ?
C1 C9 1.409(2) 3_666 ?
C2 H2 0.9500 . ?
C2 C3 1.357(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.451(2) . ?
C4 C11 1.394(3) . ?
C5 C6 1.447(2) . ?
C5 C11 1.399(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.351(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.457(2) . ?
C8 C9 1.403(2) . ?
C9 C10 1.518(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.456(3) . ?

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 O1 180.0 4_565 2_656 ?
N1 Zn1 O1 90.11(5) 3_666 4_565 ?
N1 Zn1 O1 89.89(5) 3_666 2_656 ?
N1 Zn1 O1 90.11(5) . 2_656 ?
N1 Zn1 O1 89.89(5) . 4_565 ?
N1 Zn1 N1 180.0 3_666 . ?
N1 Zn1 N2 88.59(6) 3_666 . ?
N1 Zn1 N2 91.41(6) . . ?
N1 Zn1 N2 88.59(6) . 3_666 ?
N1 Zn1 N2 91.41(6) 3_666 3_666 ?
N2 Zn1 O1 89.80(5) . 2_656 ?
N2 Zn1 O1 90.20(5) . 4_565 ?
N2 Zn1 O1 89.80(5) 3_666 4_565 ?
N2 Zn1 O1 90.20(5) 3_666 2_656 ?
N2 Zn1 N2 180.0 . 3_666 ?
Zn1 O1 H1 107(2) 2_646 . ?
C10 O1 Zn1 115.85(10) . 2_646 ?
C10 O1 H1 109(2) . . ?
C1 N1 Zn1 127.42(12) . . ?
C4 N1 Zn1 125.32(12) . . ?
C4 N1 C1 107.26(14) . . ?
C5 N2 Zn1 124.66(11) . . ?
C5 N2 C8 107.25(14) . . ?
C8 N2 Zn1 128.06(12) . . ?
N1 C1 C2 109.32(15) . . ?
N1 C1 C9 125.72(15) . 3_666 ?
C9 C1 C2 124.96(16) 3_666 . ?
C1 C2 H2 126.4 . . ?
C3 C2 C1 107.11(16) . . ?
C3 C2 H2 126.4 . . ?
C2 C3 H3 126.6 . . ?
C2 C3 C4 106.80(16) . . ?
C4 C3 H3 126.6 . . ?
N1 C4 C3 109.51(16) . . ?
N1 C4 C11 125.26(16) . . ?
C11 C4 C3 125.21(17) . . ?
N2 C5 C6 109.66(16) . . ?
N2 C5 C11 125.71(16) . . ?
C11 C5 C6 124.63(17) . . ?
C5 C6 H6 126.5 . . ?
C7 C6 C5 106.93(16) . . ?
C7 C6 H6 126.5 . . ?
C6 C7 H7 126.4 . . ?
C6 C7 C8 107.26(16) . . ?
C8 C7 H7 126.4 . . ?
N2 C8 C7 108.88(15) . . ?
N2 C8 C9 125.00(16) . . ?
C9 C8 C7 126.12(16) . . ?
C1 C9 C10 117.07(16) 3_666 . ?
C8 C9 C1 125.11(15) . 3_666 ?
C8 C9 C10 117.82(16) . . ?
O1 C10 C9 112.63(14) . . ?
O1 C10 H10A 109.1 . . ?
O1 C10 H10B 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C4 C11 C5 127.55(17) . . ?
C4 C11 H11 116.2 . . ?
C5 C11 H11 116.2 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
N3 C13 C12 179.4(2) . . ?

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 C10 C9 175.24(11) 2_646 . . . ?
Zn1 N1 C1 C2 179.40(11) . . . . ?
Zn1 N1 C1 C9 0.2(2) . . . 3_666 ?
Zn1 N1 C4 C3 -179.10(11) . . . . ?
Zn1 N1 C4 C11 2.4(3) . . . . ?
Zn1 N2 C5 C6 -177.19(11) . . . . ?
Zn1 N2 C5 C11 3.1(2) . . . . ?
Zn1 N2 C8 C7 177.05(11) . . . . ?
Zn1 N2 C8 C9 -3.4(2) . . . . ?
N1 C1 C2 C3 -0.4(2) . . . . ?
N1 C4 C11 C5 -0.3(3) . . . . ?
N2 C5 C6 C7 -0.7(2) . . . . ?
N2 C5 C11 C4 -2.8(3) . . . . ?
N2 C8 C9 C1 4.3(3) . . . 3_666 ?
N2 C8 C9 C10 -176.08(15) . . . . ?
C1 N1 C4 C3 0.24(19) . . . . ?
C1 N1 C4 C11 -178.23(17) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C1 C9 C10 O1 78.6(2) 3_666 . . . ?
C2 C3 C4 N1 -0.5(2) . . . . ?
C2 C3 C4 C11 177.99(17) . . . . ?
C3 C4 C11 C5 -178.50(18) . . . . ?
C4 N1 C1 C2 0.07(19) . . . . ?
C4 N1 C1 C9 -179.12(16) . . . 3_666 ?
C5 N2 C8 C7 -1.38(19) . . . . ?
C5 N2 C8 C9 178.21(16) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C6 C5 C11 C4 177.54(18) . . . . ?
C6 C7 C8 N2 1.0(2) . . . . ?
C6 C7 C8 C9 -178.63(17) . . . . ?
C7 C8 C9 C1 -176.18(17) . . . 3_666 ?
C7 C8 C9 C10 3.4(3) . . . . ?
C8 N2 C5 C6 1.30(19) . . . . ?
C8 N2 C5 C11 -178.41(16) . . . . ?
C8 C9 C10 O1 -101.02(19) . . . . ?
C9 C1 C2 C3 178.83(17) 3_666 . . . ?
C11 C5 C6 C7 179.00(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_ncsu_pn99_a
_database_code_depnum_ccdc_archive 'CCDC 2496241'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;The University of Tennessee
United States of America
;
_audit_update_record             
;
2025-10-17 deposited with the CCDC.	2025-12-29 downloaded from the CCDC.
;
_audit_creation_date             2025-09-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H44 N4 O2 Zn'
_chemical_formula_sum            'C44 H44 N4 O2 Zn'
_chemical_formula_weight         726.20
_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                   8.2431(15)
_cell_length_b                   10.460(2)
_cell_length_c                   11.845(2)
_cell_angle_alpha                106.040(6)
_cell_angle_beta                 105.616(5)
_cell_angle_gamma                106.667(6)
_cell_volume                     870.4(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.72
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.682
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1438 before and 0.0949 after correction.
The Ratio of minimum to maximum transmission is 0.8684.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             382
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 1.00 0.00 0.1610
0.00 0.00 -1.00 0.0730
0.00 0.00 1.00 0.1180
0.00 -1.00 0.00 0.0540
0.00 1.00 0.00 0.0210
1.00 0.00 0.00 0.2310
1.00 -1.00 0.00 0.2150

_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.552
_exptl_crystal_size_mid          0.301
_exptl_crystal_size_min          0.108
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16179
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.306
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                3870
_reflns_number_total             3998
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3998
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.067
_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)+(0.0377P)²+0.4615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0858
_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:
 C17(H17A,H17B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C13(H13), C14(H14)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_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
C1 C 0.26111(19) 0.25267(16) 0.75626(13) 0.0143(3) Uani 1 1 d . . . . .
C2 C 0.1674(2) 0.10308(16) 0.70480(15) 0.0191(3) Uani 1 1 d . . . . .
H2 H 0.149174 0.049067 0.620262 0.023 Uiso 1 1 calc R U . . .
C3 C 0.1002(2) 0.03229(18) 0.77620(17) 0.0249(3) Uani 1 1 d . . . . .
H3 H 0.036300 -0.069685 0.740382 0.030 Uiso 1 1 calc R U . . .
C4 C 0.1266(2) 0.11071(19) 0.89994(17) 0.0277(4) Uani 1 1 d . . . . .
H4 H 0.081913 0.062056 0.948943 0.033 Uiso 1 1 calc R U . . .
C5 C 0.2178(2) 0.25951(19) 0.95208(15) 0.0236(3) Uani 1 1 d . . . . .
H5 H 0.234124 0.313108 1.036270 0.028 Uiso 1 1 calc R U . . .
C6 C 0.2855(2) 0.33026(17) 0.88075(14) 0.0178(3) Uani 1 1 d . . . . .
H6 H 0.348909 0.432288 0.916910 0.021 Uiso 1 1 calc R U . . .
C7 C 0.33404(19) 0.32905(15) 0.67949(13) 0.0134(3) Uani 1 1 d . . . . .
C8 C 0.52503(19) 0.38965(15) 0.71636(13) 0.0135(3) Uani 1 1 d . . . . .
C9 C 0.80007(19) 0.49857(15) 0.72042(13) 0.0131(3) Uani 1 1 d . . . . .
C10 C 0.8228(2) 0.43782(16) 0.81676(14) 0.0169(3) Uani 1 1 d . . . . .
H10 H 0.935016 0.443509 0.871336 0.020 Uiso 1 1 calc R U . . .
C11 C 0.6537(2) 0.37122(16) 0.81450(13) 0.0163(3) Uani 1 1 d . . . . .
H11 H 0.625289 0.321826 0.867377 0.020 Uiso 1 1 calc R U . . .
C12 C 0.20501(19) 0.33142(15) 0.57550(13) 0.0130(3) Uani 1 1 d . . . . .
C13 C 0.00952(19) 0.27247(15) 0.54243(14) 0.0155(3) Uani 1 1 d . . . . .
H13 H -0.053191 0.223727 0.584453 0.019 Uiso 1 1 calc R U . . .
C14 C -0.06752(19) 0.29991(16) 0.43998(14) 0.0160(3) Uani 1 1 d . . . . .
H14 H -0.194384 0.274582 0.397089 0.019 Uiso 1 1 calc R U . . .
C15 C 0.07962(18) 0.37491(15) 0.40834(13) 0.0129(3) Uani 1 1 d . . . . .
C16 C 0.05622(18) 0.42500(15) 0.30842(13) 0.0133(3) Uani 1 1 d . . . . .
C17 C -0.13725(19) 0.39472(16) 0.22557(14) 0.0167(3) Uani 1 1 d . . . . .
H17A H -0.137459 0.479015 0.202984 0.020 Uiso 1 1 calc R U . . .
H17B H -0.216715 0.382443 0.274573 0.020 Uiso 1 1 calc R U . . .
C18 C -0.2167(2) 0.25970(18) 0.10373(15) 0.0240(3) Uani 1 1 d . . . . .
H18A H -0.342068 0.244244 0.054684 0.036 Uiso 1 1 calc R U . . .
H18B H -0.217521 0.175680 0.125385 0.036 Uiso 1 1 calc R U . . .
H18C H -0.141468 0.272699 0.053072 0.036 Uiso 1 1 calc R U . . .
C19 C 0.5429(2) 0.84634(18) 0.57410(16) 0.0248(3) Uani 1 1 d . . . . .
H19A H 0.436417 0.826101 0.498648 0.030 Uiso 1 1 calc R U . . .
H19B H 0.650126 0.854244 0.549780 0.030 Uiso 1 1 calc R U . . .
C20 C 0.5819(3) 0.9855(2) 0.68101(19) 0.0348(4) Uani 1 1 d . . . . .
H20A H 0.479120 1.017443 0.662248 0.042 Uiso 1 1 calc R U . . .
H20B H 0.695154 1.063536 0.693616 0.042 Uiso 1 1 calc R U . . .
C21 C 0.6040(3) 0.9473(2) 0.79794(17) 0.0338(4) Uani 1 1 d . . . . .
H21A H 0.717816 1.018600 0.869946 0.041 Uiso 1 1 calc R U . . .
H21B H 0.498597 0.943601 0.823725 0.041 Uiso 1 1 calc R U . . .
C22 C 0.6125(2) 0.79888(18) 0.75528(15) 0.0232(3) Uani 1 1 d . . . . .
H22A H 0.740247 0.807721 0.771659 0.028 Uiso 1 1 calc R U . . .
H22B H 0.560980 0.741392 0.800373 0.028 Uiso 1 1 calc R U . . .
N1 N 0.61741(16) 0.46744(13) 0.66102(11) 0.0130(2) Uani 1 1 d . . . . .
N2 N 0.24419(16) 0.39254(13) 0.49240(11) 0.0125(2) Uani 1 1 d . . . . .
O1 O 0.50466(14) 0.73303(11) 0.62194(10) 0.0180(2) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.500000 0.500000 0.01292(8) Uani 1 2 d S . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.394(2) . ?
C1 C6 1.400(2) . ?
C1 C7 1.4990(19) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.405(2) . ?
C7 C12 1.4056(19) . ?
C8 C11 1.4462(19) . ?
C8 N1 1.3711(18) . ?
C9 C10 1.4474(19) . ?
C9 C16 1.409(2) 2_666 ?
C9 N1 1.3748(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.357(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.4447(19) . ?
C12 N2 1.3720(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.357(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.4452(19) . ?
C15 C16 1.4107(19) . ?
C15 N2 1.3760(17) . ?
C16 C17 1.5175(19) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.530(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.523(2) . ?
C19 O1 1.4416(19) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.524(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.522(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O1 1.4320(18) . ?
N1 Zn1 2.0602(12) . ?
N2 Zn1 2.0495(12) . ?
O1 Zn1 2.4494(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.80(14) . . ?
C2 C1 C7 120.57(13) . . ?
C6 C1 C7 120.63(13) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.53(14) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.98(15) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.23(15) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.76(15) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.68(15) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C1 117.20(12) . . ?
C8 C7 C12 125.77(13) . . ?
C12 C7 C1 117.02(12) . . ?
C7 C8 C11 124.53(13) . . ?
N1 C8 C7 125.81(13) . . ?
N1 C8 C11 109.56(12) . . ?
C16 C9 C10 124.74(13) 2_666 . ?
N1 C9 C10 109.30(12) . . ?
N1 C9 C16 125.95(12) . 2_666 ?
C9 C10 H10 126.4 . . ?
C11 C10 C9 107.15(12) . . ?
C11 C10 H10 126.4 . . ?
C8 C11 H11 126.5 . . ?
C10 C11 C8 107.02(12) . . ?
C10 C11 H11 126.5 . . ?
C7 C12 C13 124.52(13) . . ?
N2 C12 C7 125.77(13) . . ?
N2 C12 C13 109.69(12) . . ?
C12 C13 H13 126.5 . . ?
C14 C13 C12 107.00(12) . . ?
C14 C13 H13 126.5 . . ?
C13 C14 H14 126.4 . . ?
C13 C14 C15 107.14(12) . . ?
C15 C14 H14 126.4 . . ?
C16 C15 C14 124.66(13) . . ?
N2 C15 C14 109.46(12) . . ?
N2 C15 C16 125.86(13) . . ?
C9 C16 C15 124.71(13) 2_666 . ?
C9 C16 C17 117.30(12) 2_666 . ?
C15 C16 C17 117.99(13) . . ?
C16 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C16 C17 C18 112.84(12) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H19A C19 H19B 108.6 . . ?
C20 C19 H19A 110.4 . . ?
C20 C19 H19B 110.4 . . ?
O1 C19 H19A 110.4 . . ?
O1 C19 H19B 110.4 . . ?
O1 C19 C20 106.50(14) . . ?
C19 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
C19 C20 C21 104.76(15) . . ?
H20A C20 H20B 108.9 . . ?
C21 C20 H20A 110.8 . . ?
C21 C20 H20B 110.8 . . ?
C20 C21 H21A 111.0 . . ?
C20 C21 H21B 111.0 . . ?
H21A C21 H21B 109.0 . . ?
C22 C21 C20 103.97(14) . . ?
C22 C21 H21A 111.0 . . ?
C22 C21 H21B 111.0 . . ?
C21 C22 H22A 110.8 . . ?
C21 C22 H22B 110.8 . . ?
H22A C22 H22B 108.9 . . ?
O1 C22 C21 104.85(13) . . ?
O1 C22 H22A 110.8 . . ?
O1 C22 H22B 110.8 . . ?
C8 N1 C9 106.97(11) . . ?
C8 N1 Zn1 125.81(9) . . ?
C9 N1 Zn1 126.46(10) . . ?
C12 N2 C15 106.71(11) . . ?
C12 N2 Zn1 126.20(9) . . ?
C15 N2 Zn1 126.99(10) . . ?
C19 O1 Zn1 117.70(9) . . ?
C22 O1 C19 106.05(12) . . ?
C22 O1 Zn1 118.34(9) . . ?
N1 Zn1 N1 180.0 . 2_666 ?
N1 Zn1 O1 87.10(4) . 2_666 ?
N1 Zn1 O1 92.90(4) 2_666 2_666 ?
N1 Zn1 O1 92.90(4) . . ?
N1 Zn1 O1 87.10(4) 2_666 . ?
N2 Zn1 N1 89.54(5) . 2_666 ?
N2 Zn1 N1 90.46(5) . . ?
N2 Zn1 N1 89.54(5) 2_666 . ?
N2 Zn1 N1 90.46(5) 2_666 2_666 ?
N2 Zn1 N2 180.0 2_666 . ?
N2 Zn1 O1 88.47(4) 2_666 . ?
N2 Zn1 O1 91.53(4) 2_666 2_666 ?
N2 Zn1 O1 88.47(4) . 2_666 ?
N2 Zn1 O1 91.53(4) . . ?
O1 Zn1 O1 180.0 . 2_666 ?

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
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C7 C8 C11 6.3(2) . . . . ?
C1 C7 C8 N1 -177.68(13) . . . . ?
C1 C7 C12 C13 3.4(2) . . . . ?
C1 C7 C12 N2 -178.36(12) . . . . ?
C2 C1 C6 C5 0.1(2) . . . . ?
C2 C1 C7 C8 -110.59(16) . . . . ?
C2 C1 C7 C12 68.30(18) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C6 C1 C2 C3 -0.3(2) . . . . ?
C6 C1 C7 C8 69.58(18) . . . . ?
C6 C1 C7 C12 -111.53(16) . . . . ?
C7 C1 C2 C3 179.82(14) . . . . ?
C7 C1 C6 C5 179.97(14) . . . . ?
C7 C8 C11 C10 176.26(14) . . . . ?
C7 C8 N1 C9 -176.32(13) . . . . ?
C7 C8 N1 Zn1 -5.8(2) . . . . ?
C7 C12 C13 C14 177.88(13) . . . . ?
C7 C12 N2 C15 -178.02(13) . . . . ?
C7 C12 N2 Zn1 -1.5(2) . . . . ?
C8 C7 C12 C13 -177.77(13) . . . . ?
C8 C7 C12 N2 0.4(2) . . . . ?
C9 C10 C11 C8 0.26(16) . . . . ?
C9 C16 C17 C18 83.91(16) 2_666 . . . ?
C10 C9 N1 C8 0.00(16) . . . . ?
C10 C9 N1 Zn1 -170.41(9) . . . . ?
C11 C8 N1 C9 0.17(16) . . . . ?
C11 C8 N1 Zn1 170.65(9) . . . . ?
C12 C7 C8 C11 -172.43(14) . . . . ?
C12 C7 C8 N1 3.5(2) . . . . ?
C12 C13 C14 C15 0.48(16) . . . . ?
C13 C12 N2 C15 0.39(15) . . . . ?
C13 C12 N2 Zn1 176.96(9) . . . . ?
C13 C14 C15 C16 -178.72(13) . . . . ?
C13 C14 C15 N2 -0.25(16) . . . . ?
C14 C15 C16 C9 178.25(13) . . . 2_666 ?
C14 C15 C16 C17 -1.8(2) . . . . ?
C14 C15 N2 C12 -0.10(15) . . . . ?
C14 C15 N2 Zn1 -176.63(9) . . . . ?
C15 C16 C17 C18 -96.05(16) . . . . ?
C16 C9 C10 C11 -179.07(14) 2_666 . . . ?
C16 C9 N1 C8 178.88(13) 2_666 . . . ?
C16 C9 N1 Zn1 8.5(2) 2_666 . . . ?
C16 C15 N2 C12 178.34(13) . . . . ?
C16 C15 N2 Zn1 1.8(2) . . . . ?
C19 C20 C21 C22 10.5(2) . . . . ?
C20 C19 O1 C22 -31.73(17) . . . . ?
C20 C19 O1 Zn1 -166.89(11) . . . . ?
C20 C21 C22 O1 -29.78(19) . . . . ?
C21 C22 O1 C19 38.52(16) . . . . ?
C21 C22 O1 Zn1 173.33(10) . . . . ?
N1 C8 C11 C10 -0.28(17) . . . . ?
N1 C9 C10 C11 -0.17(17) . . . . ?
N2 C12 C13 C14 -0.56(16) . . . . ?
N2 C15 C16 C9 0.0(2) . . . 2_666 ?
N2 C15 C16 C17 180.00(13) . . . . ?
O1 C19 C20 C21 12.1(2) . . . . ?

_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_ncsu_pn100_a
_database_code_depnum_ccdc_archive 'CCDC 2496247'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;The University of Tennessee
United States of America
;
_audit_update_record             
;
2025-10-17 deposited with the CCDC.	2025-12-29 downloaded from the CCDC.
;
_audit_creation_date             2025-09-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 N4 Zn'
_chemical_formula_sum            'C24 H20 N4 Zn'
_chemical_formula_weight         429.81
_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'
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        Pbca
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   5.0770(8)
_cell_length_b                   15.715(3)
_cell_length_c                   23.357(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1863.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8230
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.59
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.464
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1397 before and 0.0849 after correction.
The Ratio of minimum to maximum transmission is 0.7272.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 -1.00 0.0300
-1.00 0.00 0.00 0.0420
0.00 1.00 -1.00 0.3240
0.00 -1.00 1.00 0.2470
0.00 0.00 1.00 0.0330
0.00 0.00 -1.00 0.0480
1.00 1.00 -1.00 0.3140
1.00 0.00 1.00 0.0010
1.00 0.00 0.00 0.0200

_exptl_crystal_size_max          0.678
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            22740
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.730
_diffrn_reflns_theta_min         2.592
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                1587
_reflns_number_total             1980
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.130
_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)+(0.0418P)²+3.8991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1182
_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:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_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
C1 C 0.6503(6) 0.43312(18) 0.38181(13) 0.0237(7) Uani 1 1 d . . . . .
C2 C 0.3275(6) 0.52547(18) 0.37422(13) 0.0225(6) Uani 1 1 d . . . . .
C3 C 0.3870(8) 0.49516(19) 0.31717(14) 0.0297(7) Uani 1 1 d . . . . .
H3 H 0.302686 0.512100 0.282688 0.036 Uiso 1 1 calc R U . . .
C4 C 0.5852(7) 0.43814(19) 0.32220(14) 0.0291(7) Uani 1 1 d . . . . .
H4 H 0.666066 0.407285 0.291962 0.035 Uiso 1 1 calc R U . . .
C5 C 0.8528(6) 0.38327(18) 0.40476(13) 0.0253(7) Uani 1 1 d . . . . .
H5 H 0.950955 0.350085 0.378302 0.030 Uiso 1 1 calc R U . . .
C6 C 0.9260(6) 0.37689(18) 0.46154(14) 0.0235(6) Uani 1 1 d . . . . .
C7 C 1.1470(6) 0.32844(19) 0.48184(15) 0.0293(7) Uani 1 1 d . . . . .
H7 H 1.266697 0.296603 0.459084 0.035 Uiso 1 1 calc R U . . .
C8 C 1.1524(6) 0.33672(19) 0.53961(15) 0.0288(7) Uani 1 1 d . . . . .
H8 H 1.275998 0.311238 0.564885 0.035 Uiso 1 1 calc R U . . .
C9 C 0.9353(6) 0.39154(18) 0.55575(14) 0.0235(6) Uani 1 1 d . . . . .
C10 C 0.8724(6) 0.41557(18) 0.61179(13) 0.0240(7) Uani 1 1 d . . . . .
C11 C 1.0196(7) 0.3736(2) 0.66060(15) 0.0317(8) Uani 1 1 d . . . . .
H11A H 1.025952 0.413108 0.693558 0.038 Uiso 1 1 calc R U . . .
H11B H 1.202958 0.362067 0.648443 0.038 Uiso 1 1 calc R U . . .
C12 C 0.8916(9) 0.2906(2) 0.67939(16) 0.0417(9) Uani 1 1 d . . . . .
H12A H 0.901317 0.249097 0.648121 0.063 Uiso 1 1 calc R U . . .
H12B H 0.706751 0.300951 0.689214 0.063 Uiso 1 1 calc R U . . .
H12C H 0.984466 0.268156 0.712954 0.063 Uiso 1 1 calc R U . . .
N1 N 0.4907(5) 0.48563(14) 0.41283(11) 0.0198(5) Uani 1 1 d . . . . .
N2 N 0.8039(5) 0.41573(15) 0.50698(10) 0.0214(5) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.500000 0.500000 0.02052(17) Uani 1 2 d S . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C4 1.433(4) . ?
C1 C5 1.399(4) . ?
C1 N1 1.364(4) . ?
C2 C3 1.447(4) . ?
C2 C10 1.412(4) 5_666 ?
C2 N1 1.376(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.353(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.381(5) . ?
C6 C7 1.436(5) . ?
C6 N2 1.372(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.356(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.449(4) . ?
C9 C10 1.399(4) . ?
C9 N2 1.374(4) . ?
C10 C11 1.515(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.522(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N1 Zn1 2.049(3) . ?
N2 Zn1 2.040(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
C5 C1 C4 124.9(3) . . ?
N1 C1 C4 110.2(3) . . ?
N1 C1 C5 124.8(3) . . ?
C10 C2 C3 125.4(3) 5_666 . ?
N1 C2 C3 109.2(3) . . ?
N1 C2 C10 125.4(3) . 5_666 ?
C2 C3 H3 126.5 . . ?
C4 C3 C2 107.1(3) . . ?
C4 C3 H3 126.5 . . ?
C1 C4 H4 126.5 . . ?
C3 C4 C1 107.0(3) . . ?
C3 C4 H4 126.5 . . ?
C1 C5 H5 116.3 . . ?
C6 C5 C1 127.3(3) . . ?
C6 C5 H5 116.3 . . ?
C5 C6 C7 124.5(3) . . ?
N2 C6 C5 126.1(3) . . ?
N2 C6 C7 109.5(3) . . ?
C6 C7 H7 126.5 . . ?
C8 C7 C6 107.1(3) . . ?
C8 C7 H7 126.5 . . ?
C7 C8 H8 126.3 . . ?
C7 C8 C9 107.5(3) . . ?
C9 C8 H8 126.3 . . ?
C10 C9 C8 125.3(3) . . ?
N2 C9 C8 108.6(3) . . ?
N2 C9 C10 126.2(3) . . ?
C2 C10 C11 117.8(3) 5_666 . ?
C9 C10 C2 123.9(3) . 5_666 ?
C9 C10 C11 118.3(3) . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C10 C11 C12 112.4(3) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 C2 106.6(3) . . ?
C1 N1 Zn1 125.5(2) . . ?
C2 N1 Zn1 128.0(2) . . ?
C6 N2 C9 107.4(3) . . ?
C6 N2 Zn1 124.6(2) . . ?
C9 N2 Zn1 127.8(2) . . ?
N1 Zn1 N1 180.00(13) . 5_666 ?
N2 Zn1 N1 91.44(9) 5_666 5_666 ?
N2 Zn1 N1 91.44(9) . . ?
N2 Zn1 N1 88.56(9) . 5_666 ?
N2 Zn1 N1 88.56(9) 5_666 . ?
N2 Zn1 N2 180.0 . 5_666 ?

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
C1 C5 C6 C7 -175.9(3) . . . . ?
C1 C5 C6 N2 3.3(5) . . . . ?
C2 C3 C4 C1 -0.3(4) . . . . ?
C2 C10 C11 C12 90.8(4) 5_666 . . . ?
C3 C2 N1 C1 0.9(3) . . . . ?
C3 C2 N1 Zn1 -179.09(19) . . . . ?
C4 C1 C5 C6 179.1(3) . . . . ?
C4 C1 N1 C2 -1.0(3) . . . . ?
C4 C1 N1 Zn1 178.90(19) . . . . ?
C5 C1 C4 C3 -177.6(3) . . . . ?
C5 C1 N1 C2 177.4(3) . . . . ?
C5 C1 N1 Zn1 -2.7(4) . . . . ?
C5 C6 C7 C8 -179.1(3) . . . . ?
C5 C6 N2 C9 178.9(3) . . . . ?
C5 C6 N2 Zn1 -5.0(4) . . . . ?
C6 C7 C8 C9 -0.7(3) . . . . ?
C7 C6 N2 C9 -1.8(3) . . . . ?
C7 C6 N2 Zn1 174.35(19) . . . . ?
C7 C8 C9 C10 179.8(3) . . . . ?
C7 C8 C9 N2 -0.4(3) . . . . ?
C8 C9 C10 C2 174.7(3) . . . 5_666 ?
C8 C9 C10 C11 -7.8(4) . . . . ?
C8 C9 N2 C6 1.3(3) . . . . ?
C8 C9 N2 Zn1 -174.61(19) . . . . ?
C9 C10 C11 C12 -86.9(4) . . . . ?
C10 C2 C3 C4 -178.4(3) 5_666 . . . ?
C10 C2 N1 C1 178.9(3) 5_666 . . . ?
C10 C2 N1 Zn1 -1.1(4) 5_666 . . . ?
C10 C9 N2 C6 -178.8(3) . . . . ?
C10 C9 N2 Zn1 5.2(4) . . . . ?
N1 C1 C4 C3 0.8(4) . . . . ?
N1 C1 C5 C6 0.9(5) . . . . ?
N1 C2 C3 C4 -0.3(4) . . . . ?
N2 C6 C7 C8 1.5(3) . . . . ?
N2 C9 C10 C2 -5.1(5) . . . 5_666 ?
N2 C9 C10 C11 172.4(3) . . . . ?

_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_mo_ncsu_pn57_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2496248'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;The University of Tennessee
United States of America
;
_audit_update_record             
;
2025-10-17 deposited with the CCDC.	2025-12-29 downloaded from the CCDC.
;
_audit_creation_date             2023-10-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 N4 O2 Zn'
_chemical_formula_sum            'C34 H24 N4 O2 Zn'
_chemical_formula_weight         585.94
_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                   6.3194(8)
_cell_length_b                   14.9366(16)
_cell_length_c                   34.979(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.408(4)
_cell_angle_gamma                90
_cell_volume                     3301.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      27.15
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1281 before and 0.0706 after correction.
The Ratio of minimum to maximum transmission is 0.8883.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1208
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 1.00 0.00 0.1010
-1.00 0.00 0.00 0.1030
0.00 0.00 -1.00 0.0070
0.00 0.00 1.00 0.0200
0.00 1.00 0.00 0.0530
0.00 -1.00 0.00 0.0530
1.00 0.00 0.00 0.0250

_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            59961
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.216
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6028
_reflns_number_total             6740
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.137
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         6740
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.074
_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)+(0.0354P)²+5.3640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1046
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C18(H18), C24(H24), C25(H25), C30(H30), C31(H31), C32(H32),
  C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   mixed
_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
Zn1 Zn 0.45934(4) 0.22811(2) 0.74253(2) 0.01432(9) Uani 1 1 d . . . . .
O1 O -0.1103(3) 0.49713(12) 0.70003(6) 0.0252(4) Uani 1 1 d . . . . .
O2 O 1.3199(3) 0.10910(11) 0.76650(5) 0.0218(4) Uani 1 1 d . . . . .
N1 N 0.2924(3) 0.32031(13) 0.77451(5) 0.0139(4) Uani 1 1 d . . . . .
N2 N 0.6868(3) 0.22350(13) 0.78531(5) 0.0136(4) Uani 1 1 d . . . . .
N3 N 0.2824(3) 0.26325(13) 0.69561(6) 0.0170(4) Uani 1 1 d . . . . .
N4 N 0.6729(3) 0.16532(13) 0.70664(6) 0.0163(4) Uani 1 1 d . . . . .
C1 C 0.4978(4) 0.33348(16) 0.87636(7) 0.0178(5) Uani 1 1 d . . . . .
C2 C 0.6598(4) 0.38614(17) 0.89166(7) 0.0220(5) Uani 1 1 d . . . . .
H2A H 0.769864 0.407141 0.875616 0.026 Uiso 1 1 calc R U . . .
C3 C 0.6610(5) 0.40799(19) 0.93024(8) 0.0301(6) Uani 1 1 d . . . . .
H3 H 0.771154 0.444302 0.940442 0.036 Uiso 1 1 calc R U . . .
C4 C 0.5020(5) 0.3770(2) 0.95391(8) 0.0352(7) Uani 1 1 d . . . . .
H4 H 0.504362 0.391256 0.980379 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3411(5) 0.3256(2) 0.93903(8) 0.0361(7) Uani 1 1 d . . . . .
H5 H 0.230917 0.305037 0.955148 0.043 Uiso 1 1 calc R U . . .
C6 C 0.3392(4) 0.3035(2) 0.90026(7) 0.0274(6) Uani 1 1 d . . . . .
H6 H 0.227958 0.267587 0.890178 0.033 Uiso 1 1 calc R U . . .
C7 C 0.4961(4) 0.30878(15) 0.83477(6) 0.0153(5) Uani 1 1 d . . . . .
C8 C 0.3283(4) 0.34036(15) 0.81222(7) 0.0146(5) Uani 1 1 d . . . . .
C9 C 0.1123(4) 0.36461(15) 0.76352(7) 0.0145(5) Uani 1 1 d . . . . .
C10 C 0.0339(4) 0.41619(15) 0.79549(7) 0.0165(5) Uani 1 1 d . . . . .
H10 H -0.088131 0.453336 0.795503 0.020 Uiso 1 1 calc R U . . .
C11 C 0.1664(4) 0.40168(15) 0.82521(7) 0.0167(5) Uani 1 1 d . . . . .
H11 H 0.155572 0.426941 0.850042 0.020 Uiso 1 1 calc R U . . .
C12 C 0.6613(4) 0.25356(15) 0.82197(7) 0.0152(5) Uani 1 1 d . . . . .
C13 C 0.8660(4) 0.17097(15) 0.78523(7) 0.0160(5) Uani 1 1 d . . . . .
C14 C 0.9568(4) 0.16920(16) 0.82316(7) 0.0189(5) Uani 1 1 d . . . . .
H14 H 1.081729 0.138531 0.830876 0.023 Uiso 1 1 calc R U . . .
C15 C 0.8307(4) 0.21943(16) 0.84564(7) 0.0198(5) Uani 1 1 d . . . . .
H15 H 0.850026 0.230268 0.872194 0.024 Uiso 1 1 calc R U . . .
C16 C 0.3094(4) 0.23429(16) 0.65858(7) 0.0171(5) Uani 1 1 d . . . . .
C17 C 0.1423(4) 0.26899(17) 0.63464(7) 0.0222(5) Uani 1 1 d . . . . .
H17 H 0.124982 0.259025 0.607974 0.027 Uiso 1 1 calc R U . . .
C18 C 0.0148(4) 0.31838(16) 0.65720(7) 0.0210(5) Uani 1 1 d . . . . .
H18 H -0.109843 0.349149 0.649445 0.025 Uiso 1 1 calc R U . . .
C19 C 0.1040(4) 0.31559(15) 0.69544(7) 0.0164(5) Uani 1 1 d . . . . .
C20 C 0.0203(4) 0.36132(15) 0.72700(7) 0.0159(5) Uani 1 1 d . . . . .
C21 C -0.1763(4) 0.41598(16) 0.71931(7) 0.0198(5) Uani 1 1 d . . . . .
H21A H -0.276355 0.381888 0.702989 0.024 Uiso 1 1 calc R U . . .
H21B H -0.247461 0.430803 0.743618 0.024 Uiso 1 1 calc R U . . .
C22 C 0.9428(4) 0.12173(15) 0.75404(7) 0.0161(5) Uani 1 1 d . . . . .
C23 C 0.8559(4) 0.12113(15) 0.71726(7) 0.0171(5) Uani 1 1 d . . . . .
C24 C 0.9410(4) 0.07608(16) 0.68438(7) 0.0198(5) Uani 1 1 d . . . . .
H24 H 1.065845 0.040668 0.683904 0.024 Uiso 1 1 calc R U . . .
C25 C 0.8130(4) 0.09297(16) 0.65459(7) 0.0204(5) Uani 1 1 d . . . . .
H25 H 0.830495 0.072011 0.629166 0.024 Uiso 1 1 calc R U . . .
C26 C 0.6434(4) 0.14894(15) 0.66827(7) 0.0168(5) Uani 1 1 d . . . . .
C27 C 1.1283(4) 0.05984(16) 0.76187(7) 0.0187(5) Uani 1 1 d . . . . .
H27A H 1.100874 0.024815 0.785347 0.022 Uiso 1 1 calc R U . . .
H27B H 1.143268 0.017275 0.740363 0.022 Uiso 1 1 calc R U . . .
C28 C 0.4756(4) 0.18018(16) 0.64572(7) 0.0183(5) Uani 1 1 d . . . . .
C29 C 0.4782(4) 0.15689(17) 0.60404(7) 0.0214(5) Uani 1 1 d . . . . .
C30 C 0.3333(4) 0.09659(17) 0.58848(7) 0.0236(5) Uani 1 1 d . . . . .
H30 H 0.229586 0.070103 0.604419 0.028 Uiso 1 1 calc R U . . .
C31 C 0.3387(5) 0.0747(2) 0.54994(8) 0.0306(6) Uani 1 1 d . . . . .
H31 H 0.239033 0.033469 0.539685 0.037 Uiso 1 1 calc R U . . .
C32 C 0.4893(5) 0.1130(2) 0.52635(8) 0.0345(7) Uani 1 1 d . . . . .
H32 H 0.492315 0.098427 0.499920 0.041 Uiso 1 1 calc R U . . .
C33 C 0.6345(5) 0.1723(2) 0.54152(8) 0.0382(7) Uani 1 1 d . . . . .
H33 H 0.738970 0.198176 0.525563 0.046 Uiso 1 1 calc R U . . .
C34 C 0.6283(5) 0.1943(2) 0.58015(8) 0.0316(6) Uani 1 1 d . . . . .
H34 H 0.728389 0.235487 0.590304 0.038 Uiso 1 1 calc R U . . .
H1 H -0.225(8) 0.528(3) 0.6946(13) 0.087(16) Uiso 1 1 d . . . . .
H2 H 1.411(6) 0.073(3) 0.7769(11) 0.053(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.1564(17) 1_455 ?
Zn1 N1 2.0682(19) . ?
Zn1 N2 2.0691(19) . ?
Zn1 N3 2.048(2) . ?
Zn1 N4 2.0739(19) . ?
O1 C21 1.450(3) . ?
O1 H1 0.88(5) . ?
O2 C27 1.425(3) . ?
O2 H2 0.87(4) . ?
N1 C8 1.370(3) . ?
N1 C9 1.369(3) . ?
N2 C12 1.369(3) . ?
N2 C13 1.377(3) . ?
N3 C16 1.377(3) . ?
N3 C19 1.372(3) . ?
N4 C23 1.380(3) . ?
N4 C26 1.376(3) . ?
C1 C2 1.395(4) . ?
C1 C6 1.384(4) . ?
C1 C7 1.501(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.388(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.374(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.399(3) . ?
C7 C12 1.406(3) . ?
C8 C11 1.449(3) . ?
C9 C10 1.448(3) . ?
C9 C20 1.400(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.348(3) . ?
C11 H11 0.9500 . ?
C12 C15 1.442(3) . ?
C13 C14 1.442(3) . ?
C13 C22 1.405(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.351(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.440(3) . ?
C16 C28 1.402(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.351(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.448(3) . ?
C19 C20 1.405(3) . ?
C20 C21 1.509(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.395(4) . ?
C22 C27 1.516(3) . ?
C23 C24 1.440(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.339(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.443(3) . ?
C26 C28 1.397(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.499(3) . ?
C29 C30 1.392(4) . ?
C29 C34 1.386(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.387(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.379(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.392(4) . ?
C34 H34 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 O2 97.30(7) . 1_455 ?
N1 Zn1 N2 89.16(8) . . ?
N1 Zn1 N4 164.83(8) . . ?
N2 Zn1 O2 88.57(7) . 1_455 ?
N2 Zn1 N4 88.34(8) . . ?
N3 Zn1 O2 107.50(8) . 1_455 ?
N3 Zn1 N1 89.15(8) . . ?
N3 Zn1 N2 163.93(8) . . ?
N3 Zn1 N4 89.12(8) . . ?
N4 Zn1 O2 97.59(7) . 1_455 ?
C21 O1 H1 108(3) . . ?
Zn1 O2 H2 114(3) 1_655 . ?
C27 O2 Zn1 136.94(15) . 1_655 ?
C27 O2 H2 106(3) . . ?
C8 N1 Zn1 125.79(15) . . ?
C9 N1 Zn1 126.59(15) . . ?
C9 N1 C8 107.23(19) . . ?
C12 N2 Zn1 125.49(15) . . ?
C12 N2 C13 106.91(19) . . ?
C13 N2 Zn1 125.76(16) . . ?
C16 N3 Zn1 127.05(16) . . ?
C19 N3 Zn1 126.40(16) . . ?
C19 N3 C16 106.4(2) . . ?
C23 N4 Zn1 126.93(16) . . ?
C26 N4 Zn1 125.93(16) . . ?
C26 N4 C23 106.56(19) . . ?
C2 C1 C7 120.7(2) . . ?
C6 C1 C2 118.9(2) . . ?
C6 C1 C7 120.4(2) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2A 119.9 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.1(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 120.6(3) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C1 117.6(2) . . ?
C8 C7 C12 125.4(2) . . ?
C12 C7 C1 116.9(2) . . ?
N1 C8 C7 126.1(2) . . ?
N1 C8 C11 109.1(2) . . ?
C7 C8 C11 124.8(2) . . ?
N1 C9 C10 109.2(2) . . ?
N1 C9 C20 125.3(2) . . ?
C20 C9 C10 125.5(2) . . ?
C9 C10 H10 126.4 . . ?
C11 C10 C9 107.2(2) . . ?
C11 C10 H10 126.4 . . ?
C8 C11 H11 126.4 . . ?
C10 C11 C8 107.2(2) . . ?
C10 C11 H11 126.4 . . ?
N2 C12 C7 125.7(2) . . ?
N2 C12 C15 109.3(2) . . ?
C7 C12 C15 125.1(2) . . ?
N2 C13 C14 109.3(2) . . ?
N2 C13 C22 126.0(2) . . ?
C22 C13 C14 124.5(2) . . ?
C13 C14 H14 126.5 . . ?
C15 C14 C13 107.0(2) . . ?
C15 C14 H14 126.5 . . ?
C12 C15 H15 126.2 . . ?
C14 C15 C12 107.5(2) . . ?
C14 C15 H15 126.2 . . ?
N3 C16 C17 109.8(2) . . ?
N3 C16 C28 125.5(2) . . ?
C28 C16 C17 124.7(2) . . ?
C16 C17 H17 126.4 . . ?
C18 C17 C16 107.1(2) . . ?
C18 C17 H17 126.4 . . ?
C17 C18 H18 126.4 . . ?
C17 C18 C19 107.1(2) . . ?
C19 C18 H18 126.4 . . ?
N3 C19 C18 109.5(2) . . ?
N3 C19 C20 126.0(2) . . ?
C20 C19 C18 124.5(2) . . ?
C9 C20 C19 125.3(2) . . ?
C9 C20 C21 118.7(2) . . ?
C19 C20 C21 115.9(2) . . ?
O1 C21 C20 107.24(19) . . ?
O1 C21 H21A 110.3 . . ?
O1 C21 H21B 110.3 . . ?
C20 C21 H21A 110.3 . . ?
C20 C21 H21B 110.3 . . ?
H21A C21 H21B 108.5 . . ?
C13 C22 C27 116.7(2) . . ?
C23 C22 C13 125.7(2) . . ?
C23 C22 C27 117.5(2) . . ?
N4 C23 C22 124.7(2) . . ?
N4 C23 C24 109.0(2) . . ?
C22 C23 C24 126.4(2) . . ?
C23 C24 H24 126.1 . . ?
C25 C24 C23 107.9(2) . . ?
C25 C24 H24 126.1 . . ?
C24 C25 H25 126.4 . . ?
C24 C25 C26 107.3(2) . . ?
C26 C25 H25 126.4 . . ?
N4 C26 C25 109.3(2) . . ?
N4 C26 C28 126.0(2) . . ?
C28 C26 C25 124.6(2) . . ?
O2 C27 C22 111.15(19) . . ?
O2 C27 H27A 109.4 . . ?
O2 C27 H27B 109.4 . . ?
C22 C27 H27A 109.4 . . ?
C22 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
C16 C28 C29 117.3(2) . . ?
C26 C28 C16 125.4(2) . . ?
C26 C28 C29 117.3(2) . . ?
C30 C29 C28 121.3(2) . . ?
C34 C29 C28 120.3(2) . . ?
C34 C29 C30 118.4(2) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.5(3) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.1(3) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 C33 121.0(3) . . ?
C29 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?

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 O2 C27 C22 -35.4(3) 1_655 . . . ?
Zn1 N1 C8 C7 6.6(3) . . . . ?
Zn1 N1 C8 C11 -174.63(15) . . . . ?
Zn1 N1 C9 C10 174.32(15) . . . . ?
Zn1 N1 C9 C20 -6.4(3) . . . . ?
Zn1 N2 C12 C7 -14.1(3) . . . . ?
Zn1 N2 C12 C15 165.71(15) . . . . ?
Zn1 N2 C13 C14 -165.96(15) . . . . ?
Zn1 N2 C13 C22 10.2(3) . . . . ?
Zn1 N3 C16 C17 175.46(16) . . . . ?
Zn1 N3 C16 C28 -5.3(3) . . . . ?
Zn1 N3 C19 C18 -175.05(16) . . . . ?
Zn1 N3 C19 C20 6.0(3) . . . . ?
Zn1 N4 C23 C22 -9.1(3) . . . . ?
Zn1 N4 C23 C24 171.54(15) . . . . ?
Zn1 N4 C26 C25 -171.81(15) . . . . ?
Zn1 N4 C26 C28 7.6(3) . . . . ?
N1 C8 C11 C10 1.1(3) . . . . ?
N1 C9 C10 C11 -0.5(3) . . . . ?
N1 C9 C20 C19 -3.3(4) . . . . ?
N1 C9 C20 C21 -178.6(2) . . . . ?
N2 C12 C15 C14 0.0(3) . . . . ?
N2 C13 C14 C15 0.8(3) . . . . ?
N2 C13 C22 C23 3.3(4) . . . . ?
N2 C13 C22 C27 -172.9(2) . . . . ?
N3 C16 C17 C18 -0.2(3) . . . . ?
N3 C16 C28 C26 -1.8(4) . . . . ?
N3 C16 C28 C29 -179.2(2) . . . . ?
N3 C19 C20 C9 3.5(4) . . . . ?
N3 C19 C20 C21 179.0(2) . . . . ?
N4 C23 C24 C25 0.2(3) . . . . ?
N4 C26 C28 C16 0.5(4) . . . . ?
N4 C26 C28 C29 177.9(2) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C1 C7 C8 N1 -175.6(2) . . . . ?
C1 C7 C8 C11 5.8(3) . . . . ?
C1 C7 C12 N2 179.7(2) . . . . ?
C1 C7 C12 C15 -0.1(3) . . . . ?
C2 C1 C6 C5 0.0(4) . . . . ?
C2 C1 C7 C8 -116.6(3) . . . . ?
C2 C1 C7 C12 65.1(3) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.9(5) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C6 C1 C2 C3 -0.1(4) . . . . ?
C6 C1 C7 C8 64.1(3) . . . . ?
C6 C1 C7 C12 -114.3(3) . . . . ?
C7 C1 C2 C3 -179.4(2) . . . . ?
C7 C1 C6 C5 179.4(3) . . . . ?
C7 C8 C11 C10 179.9(2) . . . . ?
C7 C12 C15 C14 179.8(2) . . . . ?
C8 N1 C9 C10 1.2(2) . . . . ?
C8 N1 C9 C20 -179.5(2) . . . . ?
C8 C7 C12 N2 1.5(4) . . . . ?
C8 C7 C12 C15 -178.3(2) . . . . ?
C9 N1 C8 C7 179.8(2) . . . . ?
C9 N1 C8 C11 -1.4(2) . . . . ?
C9 C10 C11 C8 -0.4(3) . . . . ?
C9 C20 C21 O1 99.2(2) . . . . ?
C10 C9 C20 C19 175.9(2) . . . . ?
C10 C9 C20 C21 0.5(3) . . . . ?
C12 N2 C13 C14 -0.7(2) . . . . ?
C12 N2 C13 C22 175.4(2) . . . . ?
C12 C7 C8 N1 2.6(4) . . . . ?
C12 C7 C8 C11 -176.0(2) . . . . ?
C13 N2 C12 C7 -179.4(2) . . . . ?
C13 N2 C12 C15 0.4(2) . . . . ?
C13 C14 C15 C12 -0.5(3) . . . . ?
C13 C22 C23 N4 -3.9(4) . . . . ?
C13 C22 C23 C24 175.3(2) . . . . ?
C13 C22 C27 O2 -74.5(3) . . . . ?
C14 C13 C22 C23 178.9(2) . . . . ?
C14 C13 C22 C27 2.8(3) . . . . ?
C16 N3 C19 C18 0.9(3) . . . . ?
C16 N3 C19 C20 -178.0(2) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C16 C28 C29 C30 -72.2(3) . . . . ?
C16 C28 C29 C34 108.8(3) . . . . ?
C17 C16 C28 C26 177.3(2) . . . . ?
C17 C16 C28 C29 -0.1(4) . . . . ?
C17 C18 C19 N3 -1.0(3) . . . . ?
C17 C18 C19 C20 177.9(2) . . . . ?
C18 C19 C20 C9 -175.2(2) . . . . ?
C18 C19 C20 C21 0.2(3) . . . . ?
C19 N3 C16 C17 -0.4(3) . . . . ?
C19 N3 C16 C28 178.8(2) . . . . ?
C19 C20 C21 O1 -76.6(3) . . . . ?
C20 C9 C10 C11 -179.8(2) . . . . ?
C22 C13 C14 C15 -175.5(2) . . . . ?
C22 C23 C24 C25 -179.1(2) . . . . ?
C23 N4 C26 C25 0.0(3) . . . . ?
C23 N4 C26 C28 179.3(2) . . . . ?
C23 C22 C27 O2 109.1(2) . . . . ?
C23 C24 C25 C26 -0.3(3) . . . . ?
C24 C25 C26 N4 0.2(3) . . . . ?
C24 C25 C26 C28 -179.2(2) . . . . ?
C25 C26 C28 C16 179.8(2) . . . . ?
C25 C26 C28 C29 -2.8(4) . . . . ?
C26 N4 C23 C22 179.3(2) . . . . ?
C26 N4 C23 C24 -0.1(2) . . . . ?
C26 C28 C29 C30 110.1(3) . . . . ?
C26 C28 C29 C34 -68.9(3) . . . . ?
C27 C22 C23 N4 172.2(2) . . . . ?
C27 C22 C23 C24 -8.5(4) . . . . ?
C28 C16 C17 C18 -179.4(2) . . . . ?
C28 C29 C30 C31 -179.3(3) . . . . ?
C28 C29 C34 C33 179.1(3) . . . . ?
C29 C30 C31 C32 0.0(4) . . . . ?
C30 C29 C34 C33 0.0(4) . . . . ?
C30 C31 C32 C33 0.5(5) . . . . ?
C31 C32 C33 C34 -0.7(5) . . . . ?
C32 C33 C34 C29 0.4(5) . . . . ?
C34 C29 C30 C31 -0.2(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.016 0.000 0.000 479.3 111.5 ?
2 -0.819 0.500 0.500 479.3 111.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
