# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_sl1
_database_code_depnum_ccdc_archive 'CCDC 2171735'
loop_
_audit_author_name
_audit_author_address
'Consiglia Tedesco'
;University of Salerno
Italy
;
_audit_update_record             
;
2022-05-10 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_audit_creation_date             2021-07-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H26 N4 O2 Zn'
_chemical_formula_sum            'C28 H26 N4 O2 Zn'
_chemical_formula_weight         515.90
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   9.7337(10)
_cell_length_b                   6.0539(6)
_cell_length_c                   21.730(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.532(3)
_cell_angle_gamma                90
_cell_volume                     1254.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      71.27
_cell_measurement_theta_min      6.24
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.614
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_correction_T_min  0.4546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1579 before and 0.0708 after correction.
The Ratio of minimum to maximum transmission is 0.6034.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14389
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.264
_diffrn_reflns_theta_min         6.824
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2191
_reflns_number_total             2358
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2019 (Burla et al., 2015)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.089
_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)+(0.0597P)²+0.3133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1071
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
Zn1 Zn 0.500000 0.68528(6) 0.250000 0.05111(17) Uani 1 2 d S T P . .
O1 O 0.63439(18) 0.8732(3) 0.30107(7) 0.0648(4) Uani 1 1 d . . . . .
N1 N 0.45798(17) 0.4966(3) 0.31901(7) 0.0498(4) Uani 1 1 d . . . . .
N2 N 0.1034(2) 0.3643(3) 0.36190(11) 0.0719(5) Uani 1 1 d . . . . .
C1 C 0.3668(3) 0.3019(3) 0.30528(12) 0.0597(5) Uani 1 1 d . . . . .
C2 C 0.2192(3) 0.3709(4) 0.27452(11) 0.0633(5) Uani 1 1 d . . . . .
C3 C 0.1455(2) 0.4892(3) 0.31919(10) 0.0537(5) Uani 1 1 d . . . . .
C4 C 0.1247(3) 0.7129(4) 0.31724(17) 0.0783(7) Uani 1 1 d . . . . .
C5 C 0.0546(4) 0.8106(5) 0.3595(2) 0.0957(11) Uani 1 1 d . . . . .
C6 C 0.0092(3) 0.6823(5) 0.40244(18) 0.0846(9) Uani 1 1 d . . . . .
C7 C 0.0372(3) 0.4633(5) 0.40280(15) 0.0833(8) Uani 1 1 d . . . . .
C8 C 0.5092(2) 0.5458(4) 0.37640(10) 0.0579(5) Uani 1 1 d . . . . .
C9 C 0.5953(2) 0.7332(4) 0.39953(10) 0.0591(5) Uani 1 1 d . . . . .
C10 C 0.6281(4) 0.7599(7) 0.46566(13) 0.0953(10) Uani 1 1 d . . . . .
C11 C 0.7017(4) 0.9357(8) 0.49354(14) 0.1044(12) Uani 1 1 d . . . . .
C12 C 0.7483(3) 1.0930(6) 0.45680(13) 0.0794(7) Uani 1 1 d . . . . .
C13 C 0.7246(3) 1.0688(4) 0.39253(12) 0.0653(6) Uani 1 1 d . . . . .
C14 C 0.6498(2) 0.8886(3) 0.36216(9) 0.0513(4) Uani 1 1 d . . . . .
H2A H 0.219(3) 0.468(4) 0.2375(12) 0.068(7) Uiso 1 1 d . . . . .
H2B H 0.163(3) 0.240(6) 0.2631(14) 0.081(8) Uiso 1 1 d . . . . .
H1A H 0.360(3) 0.220(4) 0.3438(13) 0.063(7) Uiso 1 1 d . . . . .
H1B H 0.404(3) 0.207(4) 0.2783(13) 0.066(7) Uiso 1 1 d . . . . .
H12 H 0.789(3) 1.225(5) 0.4755(14) 0.077(8) Uiso 1 1 d . . . . .
H8 H 0.487(3) 0.451(4) 0.4072(12) 0.068(7) Uiso 1 1 d . . . . .
H13 H 0.761(3) 1.179(5) 0.3709(15) 0.086(10) Uiso 1 1 d . . . . .
H11 H 0.711(6) 0.954(9) 0.535(2) 0.163(18) Uiso 1 1 d . . . . .
H7 H 0.012(4) 0.362(6) 0.429(2) 0.115(13) Uiso 1 1 d . . . . .
H6 H -0.037(4) 0.724(6) 0.432(2) 0.111(12) Uiso 1 1 d . . . . .
H4 H 0.154(4) 0.784(6) 0.2883(18) 0.103(12) Uiso 1 1 d . . . . .
H5 H 0.052(4) 0.971(7) 0.3612(17) 0.114(12) Uiso 1 1 d . . . . .
H10 H 0.588(4) 0.656(6) 0.4894(19) 0.114(13) 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 O1 1.9121(15) . ?
Zn1 O1 1.9122(15) 2_655 ?
Zn1 N1 1.9914(16) 2_655 ?
Zn1 N1 1.9914(16) . ?
O1 C14 1.309(2) . ?
N1 C1 1.470(3) . ?
N1 C8 1.282(3) . ?
N2 C3 1.324(3) . ?
N2 C7 1.339(3) . ?
C1 C2 1.517(4) . ?
C2 C3 1.499(3) . ?
C3 C4 1.368(3) . ?
C4 C5 1.381(5) . ?
C5 C6 1.355(5) . ?
C6 C7 1.353(4) . ?
C8 C9 1.440(3) . ?
C9 C10 1.417(3) . ?
C9 C14 1.413(3) . ?
C10 C11 1.357(5) . ?
C11 C12 1.376(5) . ?
C12 C13 1.377(4) . ?
C13 C14 1.402(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 106.99(10) . 2_655 ?
O1 Zn1 N1 97.11(6) 2_655 2_655 ?
O1 Zn1 N1 97.11(6) . . ?
O1 Zn1 N1 123.96(7) . 2_655 ?
O1 Zn1 N1 123.96(7) 2_655 . ?
N1 Zn1 N1 110.01(9) 2_655 . ?
C14 O1 Zn1 123.85(14) . . ?
C1 N1 Zn1 120.90(14) . . ?
C8 N1 Zn1 120.07(15) . . ?
C8 N1 C1 119.03(18) . . ?
C3 N2 C7 117.9(2) . . ?
N1 C1 C2 110.43(18) . . ?
C3 C2 C1 112.32(19) . . ?
N2 C3 C2 115.8(2) . . ?
N2 C3 C4 121.5(2) . . ?
C4 C3 C2 122.7(2) . . ?
C3 C4 C5 119.6(3) . . ?
C6 C5 C4 119.0(3) . . ?
C7 C6 C5 118.2(3) . . ?
N2 C7 C6 123.9(3) . . ?
N1 C8 C9 127.46(19) . . ?
C10 C9 C8 116.2(2) . . ?
C14 C9 C8 125.64(18) . . ?
C14 C9 C10 118.2(2) . . ?
C11 C10 C9 122.3(3) . . ?
C10 C11 C12 119.3(3) . . ?
C11 C12 C13 120.4(3) . . ?
C12 C13 C14 121.8(3) . . ?
O1 C14 C9 123.74(19) . . ?
O1 C14 C13 118.4(2) . . ?
C13 C14 C9 117.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene, pentane'
####################################################################### 
# 
# 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_sl_c2_dis_prev
_database_code_depnum_ccdc_archive 'CCDC 2171736'
loop_
_audit_author_name
_audit_author_address
'Consiglia Tedesco'
;University of Salerno
Italy
;
_audit_update_record             
;
2022-05-10 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_audit_creation_date             2022-05-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 N4 O2 Zn, C6 H6'
_chemical_formula_sum            'C36 H36 N4 O2 Zn'
_chemical_formula_weight         622.06
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
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                   9.911(3)
_cell_length_b                   6.0729(9)
_cell_length_c                   27.229(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.877(16)
_cell_angle_gamma                90
_cell_volume                     1635.1(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10252
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      65.461
_cell_measurement_theta_min      6.401
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.5797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1575 before and 0.0711 after correction.
The Ratio of minimum to maximum transmission is 0.7703.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0650
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            10252
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        65.461
_diffrn_reflns_theta_max         65.461
_diffrn_reflns_theta_min         6.401
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2236
_reflns_number_total             2767
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2767
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0564
_refine_ls_restrained_S_all      1.039
_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)+(0.0985P)²+0.4918P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1665
_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. Restrained distances
 C18A-C16B \\sim C18A-C18B
 with sigma of 0.02
 C16A-C17A \\sim C16A-C18B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C16A \\sim C17A \\sim C17B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C18A \\sim C16B \\sim C18B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C16A, C17A, C17B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C18A, C16B, C18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C16A(0.5) H16A(0.5) C17A(0.5) H17A(0.5) C18A(0.5) H18A(0.5)
 C16B(0.5) H16B(0.5) C17B(0.5) H17B(0.5) C18B(0.5) H18B(0.5)
6.a Free rotating group:
 C16A(C17A,C18A), C16B(C17B,C18B)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B)
6.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C8(H8), C4(H4), C10(H10), C7(H7), C12(H12), C6(H6), C5(H5),
 C16A(H16A), C17A(H17A), C18A(H18A), C16B(H16B), C17B(H17B), C18B(H18B)
6.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.250000 0.56998(9) 0.750000 0.0581(3) Uani 1 2 d S T P . .
O1 O 0.1309(3) 0.3844(4) 0.71023(9) 0.0705(7) Uani 1 1 d . . . . .
N1 N 0.3151(3) 0.7545(4) 0.69593(9) 0.0548(6) Uani 1 1 d . . . . .
N2 N 0.6855(4) 0.8661(5) 0.66640(14) 0.0833(10) Uani 1 1 d . . . . .
C14 C 0.1365(3) 0.3676(5) 0.66271(12) 0.0593(8) Uani 1 1 d . . . . .
C3 C 0.6215(3) 0.7480(6) 0.69829(13) 0.0632(8) Uani 1 1 d . . . . .
C1 C 0.4015(4) 0.9465(5) 0.70662(14) 0.0649(9) Uani 1 1 d . . . . .
H1A H 0.356234 1.047793 0.727627 0.078 Uiso 1 1 calc R U . . .
H1B H 0.417378 1.022366 0.676199 0.078 Uiso 1 1 calc R U . . .
C2 C 0.5358(4) 0.8761(6) 0.73208(14) 0.0707(9) Uani 1 1 d . . . . .
H2A H 0.585171 1.005890 0.743821 0.085 Uiso 1 1 calc R U . . .
H2B H 0.518929 0.785942 0.760416 0.085 Uiso 1 1 calc R U . . .
C13 C 0.0689(4) 0.1887(7) 0.63870(15) 0.0763(10) Uani 1 1 d . . . . .
H13 H 0.023175 0.087927 0.657207 0.092 Uiso 1 1 calc R U . . .
C9 C 0.2057(4) 0.5155(7) 0.63327(13) 0.0694(9) Uani 1 1 d . . . . .
C8 C 0.2846(4) 0.7022(6) 0.65128(13) 0.0674(9) Uani 1 1 d . . . . .
H8 H 0.316879 0.794811 0.627528 0.081 Uiso 1 1 calc R U . . .
C4 C 0.6300(5) 0.5255(7) 0.7000(2) 0.0966(14) Uani 1 1 d . . . . .
H4 H 0.584153 0.446208 0.722853 0.116 Uiso 1 1 calc R U . . .
C10 C 0.2016(6) 0.4787(12) 0.58224(17) 0.119(2) Uani 1 1 d . . . . .
H10 H 0.245318 0.577700 0.562657 0.143 Uiso 1 1 calc R U . . .
C7 C 0.7615(5) 0.7593(8) 0.6354(2) 0.0956(14) Uani 1 1 d . . . . .
H7 H 0.806809 0.841595 0.612843 0.115 Uiso 1 1 calc R U . . .
C12 C 0.0692(5) 0.1606(9) 0.58915(19) 0.1016(16) Uani 1 1 d . . . . .
H12 H 0.022932 0.041433 0.574650 0.122 Uiso 1 1 calc R U . . .
C6 C 0.7761(5) 0.5365(9) 0.6351(2) 0.1039(16) Uani 1 1 d . . . . .
H6 H 0.831366 0.468286 0.613349 0.125 Uiso 1 1 calc R U . . .
C11 C 0.1352(6) 0.3018(13) 0.56010(18) 0.128(2) Uani 1 1 d . . . . .
C5 C 0.7082(6) 0.4176(8) 0.6671(3) 0.122(2) Uani 1 1 d . . . . .
H5 H 0.713770 0.264686 0.667236 0.146 Uiso 1 1 calc R U . . .
C15 C 0.1317(10) 0.274(2) 0.5036(2) 0.225(6) Uani 1 1 d . . . . .
H15A H 0.158097 0.126697 0.495859 0.338 Uiso 1 1 calc R U . . .
H15B H 0.193045 0.376839 0.490299 0.338 Uiso 1 1 calc R U . . .
H15C H 0.041684 0.301302 0.489673 0.338 Uiso 1 1 calc R U . . .
C16A C 0.5073(12) 0.8499(18) 0.5372(4) 0.112(3) Uiso 0.5 1 d G U P A 1
H16A H 0.510054 0.744401 0.562018 0.135 Uiso 0.5 1 calc R U P A 1
C17A C 0.541(3) 1.066(2) 0.5475(8) 0.142(8) Uiso 0.5 1 d G U P A 1
H17A H 0.569158 1.097743 0.580034 0.170 Uiso 0.5 1 calc R U P A 1
C18A C 0.463(2) 0.784(4) 0.4802(5) 0.158(7) Uiso 0.5 1 d G . P A 1
H18A H 0.441950 0.640278 0.470450 0.189 Uiso 0.5 1 calc R U P A 1
C16B C 0.595(2) 1.037(6) 0.4782(13) 0.306(16) Uiso 0.5 1 d G U P B 2
H16B H 0.684373 1.002082 0.473390 0.368 Uiso 0.5 1 calc R U P B 2
C17B C 0.491(4) 0.927(4) 0.4528(13) 0.206(19) Uiso 0.5 1 d G . P B 2
H17B H 0.464974 0.935903 0.419444 0.248 Uiso 0.5 1 calc R U P B 2
C18B C 0.565(4) 1.201(7) 0.5110(14) 0.30(2) Uiso 0.5 1 d G U P B 2
H18B H 0.578931 1.351850 0.509550 0.359 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.914(2) . ?
Zn1 O1 1.914(2) 2_556 ?
Zn1 N1 1.992(3) . ?
Zn1 N1 1.992(2) 2_556 ?
O1 C14 1.303(4) . ?
N1 C1 1.464(4) . ?
N1 C8 1.273(4) . ?
N2 C3 1.322(5) . ?
N2 C7 1.337(6) . ?
C14 C13 1.413(5) . ?
C14 C9 1.412(5) . ?
C3 C2 1.509(5) . ?
C3 C4 1.354(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.521(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C13 H13 0.9300 . ?
C13 C12 1.360(6) . ?
C9 C8 1.444(5) . ?
C9 C10 1.405(6) . ?
C8 H8 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.387(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(8) . ?
C7 H7 0.9300 . ?
C7 C6 1.361(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.364(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.348(8) . ?
C11 C15 1.545(7) . ?
C5 H5 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16A H16A 0.9300 . ?
C16A C17A 1.3793 . ?
C16A C18A 1.6345 . ?
C17A H17A 0.9300 . ?
C17A C18A 1.18(4) 3_676 ?
C18A H18A 0.9300 . ?
C16B H16B 0.9300 . ?
C16B C17B 1.3716 . ?
C16B C18B 1.3787 . ?
C17B H17B 0.9300 . ?
C17B C18B 1.40(7) 3_676 ?
C18B H18B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 107.84(16) . 2_556 ?
O1 Zn1 N1 97.55(10) 2_556 2_556 ?
O1 Zn1 N1 97.55(10) . . ?
O1 Zn1 N1 122.09(11) . 2_556 ?
O1 Zn1 N1 122.09(11) 2_556 . ?
N1 Zn1 N1 111.53(15) 2_556 . ?
C14 O1 Zn1 122.8(2) . . ?
C1 N1 Zn1 121.0(2) . . ?
C8 N1 Zn1 119.8(2) . . ?
C8 N1 C1 119.1(3) . . ?
C3 N2 C7 117.9(4) . . ?
O1 C14 C13 118.0(3) . . ?
O1 C14 C9 124.7(3) . . ?
C9 C14 C13 117.4(3) . . ?
N2 C3 C2 115.8(3) . . ?
N2 C3 C4 122.2(4) . . ?
C4 C3 C2 122.0(4) . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 C2 110.4(3) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
C3 C2 C1 112.2(3) . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C14 C13 H13 119.2 . . ?
C12 C13 C14 121.5(4) . . ?
C12 C13 H13 119.2 . . ?
C14 C9 C8 125.4(3) . . ?
C10 C9 C14 118.5(4) . . ?
C10 C9 C8 116.1(4) . . ?
N1 C8 C9 127.5(3) . . ?
N1 C8 H8 116.3 . . ?
C9 C8 H8 116.3 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.1(5) . . ?
C5 C4 H4 120.5 . . ?
C9 C10 H10 118.7 . . ?
C11 C10 C9 122.5(5) . . ?
C11 C10 H10 118.7 . . ?
N2 C7 H7 118.3 . . ?
N2 C7 C6 123.4(5) . . ?
C6 C7 H7 118.3 . . ?
C13 C12 H12 119.0 . . ?
C13 C12 C11 122.0(4) . . ?
C11 C12 H12 119.0 . . ?
C7 C6 H6 121.0 . . ?
C5 C6 C7 118.1(5) . . ?
C5 C6 H6 121.0 . . ?
C10 C11 C15 119.9(6) . . ?
C12 C11 C10 118.1(4) . . ?
C12 C11 C15 122.0(5) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.3(4) . . ?
C6 C5 H5 120.3 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17A C16A H16A 120.9 . . ?
C17A C16A C18A 118.3 . . ?
C18A C16A H16A 120.9 . . ?
C16A C17A H17A 116.3 . . ?
C18A C17A C16A 127(3) 3_676 . ?
C18A C17A H17A 116.3 3_676 . ?
C16A C18A H18A 122.8 . . ?
C17A C18A C16A 114(3) 3_676 . ?
C17A C18A H18A 122.8 3_676 . ?
C17B C16B H16B 120.3 . . ?
C17B C16B C18B 119.4 . . ?
C18B C16B H16B 120.3 . . ?
C16B C17B H17B 128.1 . . ?
C16B C17B C18B 104(5) . 3_676 ?
C18B C17B H17B 128.1 3_676 . ?
C16B C18B H18B 130.1 . . ?
C17B C18B H18B 130.1 3_676 . ?

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 C14 C13 164.5(3) . . . . ?
Zn1 O1 C14 C9 -15.4(5) . . . . ?
Zn1 N1 C1 C2 63.6(3) . . . . ?
Zn1 N1 C8 C9 -0.6(5) . . . . ?
O1 C14 C13 C12 179.5(4) . . . . ?
O1 C14 C9 C8 2.4(6) . . . . ?
O1 C14 C9 C10 -179.1(5) . . . . ?
N1 C1 C2 C3 68.4(4) . . . . ?
N2 C3 C2 C1 78.1(4) . . . . ?
N2 C3 C4 C5 -0.2(8) . . . . ?
N2 C7 C6 C5 1.3(10) . . . . ?
C14 C13 C12 C11 0.5(8) . . . . ?
C14 C9 C8 N1 6.6(7) . . . . ?
C14 C9 C10 C11 -1.4(10) . . . . ?
C3 N2 C7 C6 0.0(8) . . . . ?
C3 C4 C5 C6 1.4(9) . . . . ?
C1 N1 C8 C9 177.5(3) . . . . ?
C2 C3 C4 C5 178.6(5) . . . . ?
C13 C14 C9 C8 -177.5(4) . . . . ?
C13 C14 C9 C10 1.0(6) . . . . ?
C13 C12 C11 C10 -0.8(10) . . . . ?
C13 C12 C11 C15 -178.0(7) . . . . ?
C9 C14 C13 C12 -0.6(6) . . . . ?
C9 C10 C11 C12 1.3(11) . . . . ?
C9 C10 C11 C15 178.6(8) . . . . ?
C8 N1 C1 C2 -114.5(4) . . . . ?
C8 C9 C10 C11 177.2(6) . . . . ?
C4 C3 C2 C1 -100.8(5) . . . . ?
C10 C9 C8 N1 -171.9(5) . . . . ?
C7 N2 C3 C2 -179.4(4) . . . . ?
C7 N2 C3 C4 -0.5(7) . . . . ?
C7 C6 C5 C4 -1.9(10) . . . . ?
C17A C16A C18A C17A -2(6) . . . 3_676 ?
C18A C16A C17A C18A 3(8) . . . 3_676 ?
C17B C16B C18B C17B 68(8) . . . 3_676 ?
C18B C16B C17B C18B -70(8) . . . 3_676 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene, pentane'
####################################################################### 
# 
# 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_sl_c4
_database_code_depnum_ccdc_archive 'CCDC 2171737'
loop_
_audit_author_name
_audit_author_address
'Consiglia Tedesco'
;University of Salerno
Italy
;
_audit_update_record             
;
2022-05-10 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_audit_creation_date             2022-05-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 N4 O4 Zn'
_chemical_formula_sum            'C30 H30 N4 O4 Zn'
_chemical_formula_weight         575.95
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.956(7)
_cell_length_b                   5.9880(14)
_cell_length_c                   19.792(10)
_cell_angle_alpha                90
_cell_angle_beta                 123.70(3)
_cell_angle_gamma                90
_cell_volume                     2756.5(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6400
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      63.75
_cell_measurement_theta_min      5.74
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.584
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.4195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1637 before and 0.0628 after correction.
The Ratio of minimum to maximum transmission is 0.5575.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8745
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        63.891
_diffrn_reflns_theta_max         63.891
_diffrn_reflns_theta_min         6.437
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2067
_reflns_number_total             2235
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.054
_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)+(0.0556P)²+1.3322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1004
_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:
 C1(H1A,H1B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.61382(6) 0.750000 0.04964(18) Uani 1 2 d S T P . .
O1 O 0.47665(6) 0.7902(2) 0.80711(9) 0.0599(4) Uani 1 1 d . . . . .
O2 O 0.45699(9) 1.0816(3) 0.88560(12) 0.0765(5) Uani 1 1 d . . . . .
N1 N 0.43281(7) 0.4056(3) 0.69800(11) 0.0551(4) Uani 1 1 d . . . . .
N2 N 0.31715(9) 0.2880(4) 0.48073(13) 0.0762(6) Uani 1 1 d . . . . .
C1 C 0.42921(10) 0.2260(4) 0.64489(16) 0.0733(7) Uani 1 1 d . . . . .
H1A H 0.398100 0.125297 0.632216 0.088 Uiso 1 1 calc R U . . .
H1B H 0.464764 0.141353 0.672626 0.088 Uiso 1 1 calc R U . . .
C2 C 0.41877(11) 0.3229(5) 0.56755(17) 0.0775(7) Uani 1 1 d . . . . .
H2A H 0.448060 0.433957 0.581097 0.093 Uiso 1 1 calc R U . . .
H2B H 0.422438 0.205237 0.537024 0.093 Uiso 1 1 calc R U . . .
C3 C 0.36121(11) 0.4280(4) 0.51566(14) 0.0611(6) Uani 1 1 d . . . . .
C4 C 0.35319(18) 0.6532(5) 0.5042(2) 0.0945(10) Uani 1 1 d . . . . .
H4 H 0.384549 0.749531 0.529843 0.113 Uiso 1 1 calc R U . . .
C5 C 0.2991(2) 0.7357(6) 0.4550(3) 0.1285(15) Uani 1 1 d . . . . .
H5 H 0.293101 0.888632 0.446258 0.154 Uiso 1 1 calc R U . . .
C6 C 0.25369(19) 0.5921(7) 0.4187(3) 0.1138(13) Uani 1 1 d . . . . .
H6 H 0.216227 0.643814 0.384363 0.137 Uiso 1 1 calc R U . . .
C7 C 0.26484(14) 0.3735(5) 0.4342(2) 0.0947(10) Uani 1 1 d . . . . .
H7 H 0.233827 0.275538 0.410630 0.114 Uiso 1 1 calc R U . . .
C8 C 0.39477(9) 0.4193(4) 0.71452(13) 0.0611(6) Uani 1 1 d . . . . .
H8 H 0.367165 0.306929 0.693253 0.073 Uiso 1 1 calc R U . . .
C9 C 0.38933(9) 0.5863(4) 0.76183(13) 0.0594(5) Uani 1 1 d . . . . .
C10 C 0.34028(11) 0.5689(6) 0.76565(16) 0.0851(8) Uani 1 1 d . . . . .
H10 H 0.314477 0.452278 0.738765 0.102 Uiso 1 1 calc R U . . .
C11 C 0.33041(12) 0.7180(7) 0.80751(18) 0.0977(10) Uani 1 1 d . . . . .
H11 H 0.297988 0.703185 0.809240 0.117 Uiso 1 1 calc R U . . .
C12 C 0.36820(12) 0.8937(6) 0.84807(17) 0.0852(9) Uani 1 1 d . . . . .
H12 H 0.360595 0.996653 0.876133 0.102 Uiso 1 1 calc R U . . .
C13 C 0.41707(10) 0.9171(4) 0.84716(14) 0.0628(6) Uani 1 1 d . . . . .
C14 C 0.42926(8) 0.7618(4) 0.80396(12) 0.0529(5) Uani 1 1 d . . . . .
C15 C 0.45139(14) 1.2273(5) 0.93733(18) 0.0891(8) Uani 1 1 d . . . . .
H15A H 0.415552 1.306219 0.906201 0.134 Uiso 1 1 calc R U . . .
H15B H 0.482569 1.332335 0.961756 0.134 Uiso 1 1 calc R U . . .
H15C H 0.452245 1.141937 0.979050 0.134 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 1.9073(15) 2_656 ?
Zn1 O1 1.9073(15) . ?
Zn1 N1 1.9992(18) . ?
Zn1 N1 1.9992(18) 2_656 ?
O1 C14 1.302(2) . ?
O2 C13 1.361(3) . ?
O2 C15 1.418(3) . ?
N1 C1 1.468(3) . ?
N1 C8 1.277(3) . ?
N2 C3 1.324(3) . ?
N2 C7 1.325(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.506(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.485(4) . ?
C3 C4 1.366(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.358(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.362(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.341(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.435(4) . ?
C9 C10 1.418(3) . ?
C9 C14 1.419(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.347(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.384(4) . ?
C13 C14 1.427(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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 O1 112.75(9) 2_656 . ?
O1 Zn1 N1 96.76(7) 2_656 2_656 ?
O1 Zn1 N1 124.96(8) . 2_656 ?
O1 Zn1 N1 124.96(8) 2_656 . ?
O1 Zn1 N1 96.75(7) . . ?
N1 Zn1 N1 102.84(10) . 2_656 ?
C14 O1 Zn1 124.95(14) . . ?
C13 O2 C15 117.6(2) . . ?
C1 N1 Zn1 119.81(15) . . ?
C8 N1 Zn1 120.42(15) . . ?
C8 N1 C1 119.6(2) . . ?
C3 N2 C7 117.8(2) . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 C2 110.1(2) . . ?
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 C1 113.0(2) . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
N2 C3 C2 115.5(2) . . ?
N2 C3 C4 121.3(3) . . ?
C4 C3 C2 123.3(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.3(3) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 121.1 . . ?
C7 C6 C5 117.7(4) . . ?
C7 C6 H6 121.1 . . ?
N2 C7 C6 124.3(3) . . ?
N2 C7 H7 117.9 . . ?
C6 C7 H7 117.9 . . ?
N1 C8 H8 116.0 . . ?
N1 C8 C9 128.1(2) . . ?
C9 C8 H8 116.0 . . ?
C10 C9 C8 116.0(2) . . ?
C10 C9 C14 119.5(2) . . ?
C14 C9 C8 124.5(2) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
O2 C13 C12 125.1(2) . . ?
O2 C13 C14 114.35(19) . . ?
C12 C13 C14 120.5(2) . . ?
O1 C14 C9 124.95(19) . . ?
O1 C14 C13 117.5(2) . . ?
C9 C14 C13 117.6(2) . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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 C14 C9 4.3(3) . . . . ?
Zn1 O1 C14 C13 -176.63(14) . . . . ?
Zn1 N1 C1 C2 -69.1(2) . . . . ?
Zn1 N1 C8 C9 7.2(3) . . . . ?
O2 C13 C14 O1 1.4(3) . . . . ?
O2 C13 C14 C9 -179.55(18) . . . . ?
N1 C1 C2 C3 -67.4(3) . . . . ?
N1 C8 C9 C10 175.7(2) . . . . ?
N1 C8 C9 C14 -4.6(4) . . . . ?
N2 C3 C4 C5 -1.0(5) . . . . ?
C1 N1 C8 C9 -177.1(2) . . . . ?
C1 C2 C3 N2 -70.2(3) . . . . ?
C1 C2 C3 C4 109.5(3) . . . . ?
C2 C3 C4 C5 179.3(3) . . . . ?
C3 N2 C7 C6 1.5(5) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C4 C5 C6 C7 0.6(6) . . . . ?
C5 C6 C7 N2 -1.8(6) . . . . ?
C7 N2 C3 C2 179.6(3) . . . . ?
C7 N2 C3 C4 0.0(4) . . . . ?
C8 N1 C1 C2 115.1(2) . . . . ?
C8 C9 C10 C11 -179.2(3) . . . . ?
C8 C9 C14 O1 -2.1(3) . . . . ?
C8 C9 C14 C13 178.89(19) . . . . ?
C9 C10 C11 C12 0.1(5) . . . . ?
C10 C9 C14 O1 177.6(2) . . . . ?
C10 C9 C14 C13 -1.4(3) . . . . ?
C10 C11 C12 C13 -0.9(5) . . . . ?
C11 C12 C13 O2 -179.3(3) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C12 C13 C14 O1 -178.4(2) . . . . ?
C12 C13 C14 C9 0.7(3) . . . . ?
C14 C9 C10 C11 1.1(4) . . . . ?
C15 O2 C13 C12 6.8(4) . . . . ?
C15 O2 C13 C14 -173.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene, pentane'
