# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
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data_Complex4
_database_code_depnum_ccdc_archive 'CCDC 2158176'
loop_
_audit_author_name
_audit_author_address
'Antonio Rodriguez Dieguez'
;University of Granada
Spain
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2022-08-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C48 H40 N10 O6 Zn'
_chemical_formula_sum            'C48 H40 N10 O6 Zn'
_chemical_formula_weight         918.27
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8009(8)
_cell_length_b                   9.9718(9)
_cell_length_c                   12.2060(12)
_cell_angle_alpha                88.090(3)
_cell_angle_beta                 70.399(3)
_cell_angle_gamma                73.834(3)
_cell_volume                     1076.97(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3078
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.453
_cell_measurement_theta_min      2.682
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0732 before and 0.0598 after correction.
The Ratio of minimum to maximum transmission is 0.9111.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1202
_diffrn_reflns_av_unetI/netI     0.1419
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18394
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         28.757
_diffrn_reflns_theta_min         2.300
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   'high brilliance microfocus sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3196
_reflns_number_total             5365
_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 (Bruker, 2016)'
_computing_data_collection       'Bruker Apex3, 2019'
_computing_data_reduction        'SAINT V8.30C (?, 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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.525
_refine_diff_density_min         -1.028
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         5365
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1479
_refine_ls_R_factor_gt           0.0739
_refine_ls_restrained_S_all      1.017
_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)+(0.0565P)²+3.6716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1765
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Riding coordinates:
 N4(H4A)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24)
3.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.000000 0.500000 0.500000 0.0166(2) Uani 1 2 d S . P . .
C1 C 0.3028(4) 0.2306(4) 0.7158(4) 0.0126(9) Uani 1 1 d . U . . .
C2 C 0.1929(5) 0.3117(5) 0.8110(4) 0.0183(10) Uani 1 1 d . . . . .
H2 H 0.151348 0.406459 0.805119 0.022 Uiso 1 1 calc R U . . .
C3 C 0.1445(6) 0.2507(5) 0.9159(4) 0.0248(11) Uani 1 1 d . . . . .
H3 H 0.070582 0.305009 0.980311 0.030 Uiso 1 1 calc R U . . .
C4 C 0.2059(6) 0.1097(6) 0.9248(4) 0.0262(11) Uani 1 1 d . . . . .
H4 H 0.172465 0.068959 0.994735 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3181(6) 0.0291(5) 0.8284(4) 0.0264(12) Uani 1 1 d . . . . .
H5 H 0.360657 -0.065472 0.834321 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3661(5) 0.0893(5) 0.7244(4) 0.0198(10) Uani 1 1 d . . . . .
H6 H 0.440785 0.035420 0.660074 0.024 Uiso 1 1 calc R U . . .
C7 C 0.2657(4) 0.3842(4) 0.5563(4) 0.0085(8) Uani 1 1 d . . . . .
C8 C 0.3676(4) 0.4093(4) 0.4486(3) 0.0083(8) Uani 1 1 d . . . . .
C9 C 0.5120(4) 0.3222(4) 0.4452(4) 0.0110(8) Uani 1 1 d . . . . .
C10 C 0.6653(4) 0.3006(5) 0.3560(4) 0.0156(9) Uani 1 1 d . . . . .
H10A H 0.693840 0.385771 0.351091 0.023 Uiso 1 1 calc R U . . .
H10B H 0.663688 0.274297 0.281549 0.023 Uiso 1 1 calc R U . . .
H10C H 0.736945 0.227689 0.377861 0.023 Uiso 1 1 calc R U . . .
C11 C 0.3233(4) 0.5048(4) 0.3679(3) 0.0097(8) Uani 1 1 d . . . . .
C12 C 0.4407(4) 0.5315(4) 0.2602(3) 0.0089(8) Uani 1 1 d . . . . .
H12A H 0.528656 0.533388 0.279157 0.011 Uiso 1 1 calc R U . . .
H12B H 0.400873 0.622844 0.234907 0.011 Uiso 1 1 calc R U . . .
C13 C 0.4889(5) 0.4221(4) 0.1604(4) 0.0112(8) Uani 1 1 d . . . . .
C14 C 0.6334(5) 0.3935(5) 0.0785(4) 0.0171(10) Uani 1 1 d . . . . .
H14 H 0.699513 0.440701 0.086310 0.021 Uiso 1 1 calc R U . . .
C15 C 0.6805(5) 0.2965(5) -0.0140(4) 0.0226(11) Uani 1 1 d . . . . .
H15 H 0.778008 0.278116 -0.067432 0.027 Uiso 1 1 calc R U . . .
C16 C 0.5829(6) 0.2264(5) -0.0274(4) 0.0246(11) Uani 1 1 d . . . . .
H16 H 0.613982 0.160996 -0.089829 0.030 Uiso 1 1 calc R U . . .
C17 C 0.4393(6) 0.2548(5) 0.0528(4) 0.0219(11) Uani 1 1 d . . . . .
H17 H 0.372907 0.208684 0.043843 0.026 Uiso 1 1 calc R U . . .
C18 C 0.3919(5) 0.3514(4) 0.1468(4) 0.0164(9) Uani 1 1 d . . . . .
H18 H 0.294827 0.368552 0.200803 0.020 Uiso 1 1 calc R U . . .
C19 C 0.1197(4) 0.7966(4) 0.3208(3) 0.0083(8) Uani 1 1 d . . . . .
C20 C 0.0323(4) 0.8886(4) 0.2633(4) 0.0102(8) Uani 1 1 d . . . . .
H20 H -0.019364 0.854280 0.224632 0.012 Uiso 1 1 calc R U . . .
C21 C 0.0232(4) 1.0277(4) 0.2641(3) 0.0097(8) Uani 1 1 d . . . . .
H21 H -0.031014 1.087618 0.223460 0.012 Uiso 1 1 calc R U . . .
C22 C 0.0958(4) 1.0788(4) 0.3262(4) 0.0105(8) Uani 1 1 d . . . . .
C23 C 0.1791(4) 0.9905(4) 0.3863(4) 0.0114(8) Uani 1 1 d . . . . .
H23 H 0.224924 1.026821 0.429032 0.014 Uiso 1 1 calc R U . . .
C24 C 0.1934(4) 0.8501(4) 0.3823(3) 0.0096(8) Uani 1 1 d . . . . .
H24 H 0.251778 0.790229 0.420072 0.011 Uiso 1 1 calc R U . . .
N1 N 0.3525(4) 0.2914(4) 0.6086(3) 0.0114(7) Uani 1 1 d . . . . .
N2 N 0.5040(4) 0.2498(4) 0.5383(3) 0.0139(8) Uani 1 1 d . . . . .
N3 N 0.1787(4) 0.5647(3) 0.3900(3) 0.0107(7) Uani 1 1 d . . . . .
N4 N 0.1376(4) 0.6554(3) 0.3064(3) 0.0119(7) Uani 1 1 d . . . . .
H4A H 0.068795 0.645014 0.295741 0.014 Uiso 1 1 d R U . . .
N5 N 0.0826(4) 1.2263(4) 0.3287(3) 0.0135(8) Uani 1 1 d . . . . .
O1 O 0.1229(3) 0.4313(3) 0.6034(2) 0.0123(6) Uani 1 1 d . . . . .
O2 O 0.1154(3) 1.2756(3) 0.4065(3) 0.0178(7) Uani 1 1 d . . . . .
O3 O 0.0409(3) 1.2966(3) 0.2555(3) 0.0210(7) 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 N3 2.069(3) . ?
Zn1 N3 2.069(3) 2_566 ?
Zn1 O1 2.004(3) 2_566 ?
Zn1 O1 2.004(3) . ?
Zn1 O2 2.342(3) 1_545 ?
Zn1 O2 2.342(3) 2_576 ?
C1 C2 1.379(6) . ?
C1 C6 1.388(6) . ?
C1 N1 1.415(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.390(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.394(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.423(6) . ?
C7 N1 1.369(5) . ?
C7 O1 1.273(5) . ?
C8 C9 1.428(5) . ?
C8 C11 1.435(5) . ?
C9 C10 1.492(6) . ?
C9 N2 1.318(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.502(5) . ?
C11 N3 1.311(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.521(6) . ?
C13 C14 1.389(6) . ?
C13 C18 1.384(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.388(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.411(5) . ?
C19 C24 1.405(5) . ?
C19 N4 1.379(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.365(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(6) . ?
C22 C23 1.392(6) . ?
C22 N5 1.441(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.369(6) . ?
C24 H24 0.9300 . ?
N1 N2 1.393(5) . ?
N3 N4 1.426(5) . ?
N4 H4A 0.7628 . ?
N5 O2 1.253(4) . ?
N5 O3 1.225(4) . ?

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
N3 Zn1 N3 180.0 . 2_566 ?
N3 Zn1 O2 89.09(12) 2_566 2_576 ?
N3 Zn1 O2 89.09(12) . 1_545 ?
N3 Zn1 O2 90.91(12) . 2_576 ?
N3 Zn1 O2 90.91(12) 2_566 1_545 ?
O1 Zn1 N3 88.44(12) 2_566 2_566 ?
O1 Zn1 N3 91.56(12) . 2_566 ?
O1 Zn1 N3 88.44(12) . . ?
O1 Zn1 N3 91.56(12) 2_566 . ?
O1 Zn1 O1 180.0 2_566 . ?
O1 Zn1 O2 84.67(11) . 1_545 ?
O1 Zn1 O2 84.67(11) 2_566 2_576 ?
O1 Zn1 O2 95.33(11) . 2_576 ?
O1 Zn1 O2 95.33(11) 2_566 1_545 ?
O2 Zn1 O2 180.0 2_576 1_545 ?
C2 C1 C6 120.5(4) . . ?
C2 C1 N1 120.0(4) . . ?
C6 C1 N1 119.5(4) . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(4) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.1(5) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 119.9(5) . . ?
C5 C6 H6 120.0 . . ?
N1 C7 C8 105.9(3) . . ?
O1 C7 C8 131.9(4) . . ?
O1 C7 N1 122.2(4) . . ?
C7 C8 C9 104.5(3) . . ?
C7 C8 C11 124.1(3) . . ?
C9 C8 C11 131.4(4) . . ?
C8 C9 C10 131.3(4) . . ?
N2 C9 C8 112.2(4) . . ?
N2 C9 C10 116.5(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 C12 120.2(3) . . ?
N3 C11 C8 118.2(4) . . ?
N3 C11 C12 121.7(4) . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C11 C12 C13 113.2(3) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C14 C13 C12 119.5(4) . . ?
C18 C13 C12 122.0(4) . . ?
C18 C13 C14 118.5(4) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.2(4) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.1(4) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 119.0(4) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(4) . . ?
C18 C17 H17 119.5 . . ?
C13 C18 C17 120.1(4) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C24 C19 C20 119.4(4) . . ?
N4 C19 C20 117.6(4) . . ?
N4 C19 C24 122.8(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(4) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.2(4) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 C23 121.3(4) . . ?
C21 C22 N5 118.8(4) . . ?
C23 C22 N5 119.9(4) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.8(4) . . ?
C24 C23 H23 120.1 . . ?
C19 C24 H24 120.1 . . ?
C23 C24 C19 119.8(4) . . ?
C23 C24 H24 120.1 . . ?
C7 N1 C1 127.5(3) . . ?
C7 N1 N2 111.9(3) . . ?
N2 N1 C1 120.4(3) . . ?
C9 N2 N1 105.4(3) . . ?
C11 N3 Zn1 127.4(3) . . ?
C11 N3 N4 117.0(3) . . ?
N4 N3 Zn1 112.7(2) . . ?
C19 N4 N3 119.1(3) . . ?
C19 N4 H4A 109.4 . . ?
N3 N4 H4A 111.6 . . ?
O2 N5 C22 117.5(3) . . ?
O3 N5 C22 119.0(3) . . ?
O3 N5 O2 123.5(3) . . ?
C7 O1 Zn1 118.3(3) . . ?
N5 O2 Zn1 125.9(2) . 1_565 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H4A O1 0.76 2.19 2.786(4) 135.2 2_566 yes

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 N3 N4 C19 105.3(3) . . . . ?
C1 C2 C3 C4 -0.1(7) . . . . ?
C1 N1 N2 C9 178.4(3) . . . . ?
C2 C1 C6 C5 0.6(6) . . . . ?
C2 C1 N1 C7 -43.0(6) . . . . ?
C2 C1 N1 N2 142.5(4) . . . . ?
C2 C3 C4 C5 0.8(7) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
C4 C5 C6 C1 0.2(7) . . . . ?
C6 C1 C2 C3 -0.6(6) . . . . ?
C6 C1 N1 C7 137.4(4) . . . . ?
C6 C1 N1 N2 -37.2(6) . . . . ?
C7 C8 C9 C10 -179.8(4) . . . . ?
C7 C8 C9 N2 0.4(5) . . . . ?
C7 C8 C11 C12 175.8(4) . . . . ?
C7 C8 C11 N3 -5.6(6) . . . . ?
C7 N1 N2 C9 3.1(4) . . . . ?
C8 C7 N1 C1 -177.8(4) . . . . ?
C8 C7 N1 N2 -2.9(4) . . . . ?
C8 C7 O1 Zn1 24.3(6) . . . . ?
C8 C9 N2 N1 -2.1(4) . . . . ?
C8 C11 C12 C13 83.3(4) . . . . ?
C8 C11 N3 Zn1 -19.1(5) . . . . ?
C8 C11 N3 N4 -177.9(3) . . . . ?
C9 C8 C11 C12 -3.3(6) . . . . ?
C9 C8 C11 N3 175.3(4) . . . . ?
C10 C9 N2 N1 178.1(3) . . . . ?
C11 C8 C9 C10 -0.6(8) . . . . ?
C11 C8 C9 N2 179.6(4) . . . . ?
C11 C12 C13 C14 -151.7(4) . . . . ?
C11 C12 C13 C18 29.7(5) . . . . ?
C11 N3 N4 C19 -92.8(4) . . . . ?
C12 C11 N3 Zn1 159.4(3) . . . . ?
C12 C11 N3 N4 0.6(5) . . . . ?
C12 C13 C14 C15 -179.1(4) . . . . ?
C12 C13 C18 C17 178.4(4) . . . . ?
C13 C14 C15 C16 0.7(7) . . . . ?
C14 C13 C18 C17 -0.3(6) . . . . ?
C14 C15 C16 C17 -0.2(7) . . . . ?
C15 C16 C17 C18 -0.5(7) . . . . ?
C16 C17 C18 C13 0.8(7) . . . . ?
C18 C13 C14 C15 -0.4(6) . . . . ?
C19 C20 C21 C22 -2.7(6) . . . . ?
C20 C19 C24 C23 0.4(6) . . . . ?
C20 C19 N4 N3 -159.1(3) . . . . ?
C20 C21 C22 C23 0.9(6) . . . . ?
C20 C21 C22 N5 -178.6(4) . . . . ?
C21 C22 C23 C24 1.6(6) . . . . ?
C21 C22 N5 O2 162.7(3) . . . . ?
C21 C22 N5 O3 -17.6(5) . . . . ?
C22 C23 C24 C19 -2.2(6) . . . . ?
C22 N5 O2 Zn1 -146.1(3) . . . 1_565 ?
C23 C22 N5 O2 -16.8(5) . . . . ?
C23 C22 N5 O3 163.0(4) . . . . ?
C24 C19 C20 C21 2.1(6) . . . . ?
C24 C19 N4 N3 25.9(5) . . . . ?
N1 C1 C2 C3 179.8(4) . . . . ?
N1 C1 C6 C5 -179.8(4) . . . . ?
N1 C7 C8 C9 1.5(4) . . . . ?
N1 C7 C8 C11 -177.8(4) . . . . ?
N1 C7 O1 Zn1 -155.7(3) . . . . ?
N3 C11 C12 C13 -95.2(4) . . . . ?
N4 C19 C20 C21 -173.2(4) . . . . ?
N4 C19 C24 C23 175.4(4) . . . . ?
N5 C22 C23 C24 -179.0(4) . . . . ?
O1 C7 C8 C9 -178.5(4) . . . . ?
O1 C7 C8 C11 2.2(7) . . . . ?
O1 C7 N1 C1 2.2(6) . . . . ?
O1 C7 N1 N2 177.1(3) . . . . ?
O3 N5 O2 Zn1 34.2(5) . . . 1_565 ?


_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_Complex1
_database_code_depnum_ccdc_archive 'CCDC 2158179'
loop_
_audit_author_name
_audit_author_address
'Antonio Rodriguez Dieguez'
;University of Granada
Spain
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2022-08-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H38 N10 O2 Zn'
_chemical_formula_sum            'C44 H38 N10 O2 Zn'
_chemical_formula_weight         804.21
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8944(6)
_cell_length_b                   11.3405(6)
_cell_length_c                   18.1843(10)
_cell_angle_alpha                89.300(2)
_cell_angle_beta                 86.246(2)
_cell_angle_gamma                67.2918(18)
_cell_volume                     1878.02(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.01
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.708
_exptl_absorpt_correction_T_max  0.0222
_exptl_absorpt_correction_T_min  0.0059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0703 before and 0.0573 after correction.
The Ratio of minimum to maximum transmission is 0.2658.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10054
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.190
_diffrn_reflns_theta_min         2.234
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8117
_reflns_number_total             10054
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker Apex3, 2019'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         10054
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.060
_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)+(0.0729P)²+1.9270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1450
_refine_ls_wR_factor_ref         0.1538
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8495(18)
 0.1505(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C2B(H2B), C3A(H3A), C3B(H3B), C4A(H4A), C4B(H4B), C5A(H5A),
 C5B(H5B), C6A(H6A), C6B(H6B), C13A(H13A), C13B(H13B), C14A(H14A), C14B(H14B),
 C15A(H15A), C15B(H15B), C16A(H16A), C16B(H16B), C17A(H17A), C17B(H17B),
 C19A(H19A), C19B(H19B), C20A(H20A), C20B(H20B), C21A(H21A), C21B(H21B),
 C22A(H22A), C22B(H22B), N2A(H2AA), N2B(H2BA)
3.b Idealised Me refined as rotating group:
 C10A(H10A,H10B,H10C), C10B(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.81095(3) 0.43642(3) 0.25386(2) 0.02657(10) Uani 1 1 d . . . . .
C1A C 0.7470(3) 0.8575(3) 0.34601(16) 0.0290(5) Uani 1 1 d . . . . .
C1B C 0.5378(3) 0.8212(3) 0.12513(16) 0.0296(5) Uani 1 1 d . . . . .
C2A C 0.8418(3) 0.8264(3) 0.28360(17) 0.0319(6) Uani 1 1 d . . . . .
H2A H 0.842605 0.761782 0.250650 0.038 Uiso 1 1 calc R U . . .
C2B C 0.4620(3) 0.8182(3) 0.19181(17) 0.0337(6) Uani 1 1 d . . . . .
H2B H 0.511437 0.764280 0.230146 0.040 Uiso 1 1 calc R U . . .
C3A C 0.9360(3) 0.8895(3) 0.26886(17) 0.0346(6) Uani 1 1 d . . . . .
H3A H 1.002127 0.866981 0.226257 0.041 Uiso 1 1 calc R U . . .
C3B C 0.3135(4) 0.8944(3) 0.20198(19) 0.0396(7) Uani 1 1 d . . . . .
H3B H 0.261152 0.891729 0.247239 0.047 Uiso 1 1 calc R U . . .
C4A C 0.9339(3) 0.9858(3) 0.31643(18) 0.0370(6) Uani 1 1 d . . . . .
H4A H 0.999354 1.028144 0.306955 0.044 Uiso 1 1 calc R U . . .
C4B C 0.2409(3) 0.9747(3) 0.1463(2) 0.0413(7) Uani 1 1 d . . . . .
H4B H 0.139193 1.026478 0.153512 0.050 Uiso 1 1 calc R U . . .
C5A C 0.8356(4) 1.0190(3) 0.37746(18) 0.0395(7) Uani 1 1 d . . . . .
H5A H 0.831972 1.086147 0.409224 0.047 Uiso 1 1 calc R U . . .
C5B C 0.3170(4) 0.9789(3) 0.08059(19) 0.0402(7) Uani 1 1 d . . . . .
H5B H 0.268078 1.034981 0.042935 0.048 Uiso 1 1 calc R U . . .
C6A C 0.7415(3) 0.9557(3) 0.39329(17) 0.0349(6) Uani 1 1 d . . . . .
H6A H 0.674632 0.978911 0.435580 0.042 Uiso 1 1 calc R U . . .
C6B C 0.4657(3) 0.9012(3) 0.06933(18) 0.0352(6) Uani 1 1 d . . . . .
H6B H 0.517482 0.902874 0.023717 0.042 Uiso 1 1 calc R U . . .
C7A C 0.6810(3) 0.6658(3) 0.34530(15) 0.0275(5) Uani 1 1 d . . . . .
C7B C 0.7640(3) 0.6261(3) 0.14073(15) 0.0293(5) Uani 1 1 d . . . . .
C8A C 0.5508(3) 0.6476(3) 0.37001(15) 0.0266(5) Uani 1 1 d . . . . .
C8B C 0.9156(3) 0.5968(3) 0.11934(15) 0.0282(5) Uani 1 1 d . . . . .
C9A C 0.4570(3) 0.7667(3) 0.40395(15) 0.0292(5) Uani 1 1 d . . . . .
C9B C 0.9154(3) 0.7044(3) 0.07775(16) 0.0306(6) Uani 1 1 d . . . . .
C10A C 0.3061(3) 0.8070(3) 0.44187(18) 0.0352(6) Uani 1 1 d . . . . .
H10A H 0.284286 0.885251 0.470840 0.053 Uiso 1 1 calc R U . . .
H10B H 0.302192 0.738939 0.474616 0.053 Uiso 1 1 calc R U . . .
H10C H 0.233562 0.823016 0.404892 0.053 Uiso 1 1 calc R U . . .
C10B C 1.0398(4) 0.7296(3) 0.03881(19) 0.0396(7) Uani 1 1 d . . . . .
H10D H 1.000594 0.808120 0.010306 0.059 Uiso 1 1 calc R U . . .
H10E H 1.096476 0.657693 0.005509 0.059 Uiso 1 1 calc R U . . .
H10F H 1.103751 0.739429 0.075168 0.059 Uiso 1 1 calc R U . . .
C11A C 0.5243(3) 0.5335(3) 0.35897(15) 0.0271(5) Uani 1 1 d . . . . .
C11B C 1.0356(3) 0.4869(3) 0.14247(15) 0.0276(5) Uani 1 1 d . . . . .
C12A C 0.3830(3) 0.5250(3) 0.38573(15) 0.0273(5) Uani 1 1 d . . . . .
C12B C 1.1907(3) 0.4712(3) 0.12129(15) 0.0288(5) Uani 1 1 d . . . . .
C13A C 0.2586(3) 0.5881(3) 0.34740(17) 0.0346(6) Uani 1 1 d . . . . .
H13A H 0.261719 0.643407 0.308257 0.042 Uiso 1 1 calc R U . . .
C13B C 1.2514(3) 0.5388(3) 0.16231(18) 0.0387(7) Uani 1 1 d . . . . .
H13B H 1.193226 0.595156 0.200728 0.046 Uiso 1 1 calc R U . . .
C14A C 0.1294(3) 0.5701(3) 0.36644(18) 0.0379(7) Uani 1 1 d . . . . .
H14A H 0.045308 0.611406 0.339293 0.045 Uiso 1 1 calc R U . . .
C14B C 1.3965(4) 0.5244(3) 0.14755(18) 0.0402(7) Uani 1 1 d . . . . .
H14B H 1.437875 0.569781 0.176294 0.048 Uiso 1 1 calc R U . . .
C15A C 0.1227(3) 0.4934(3) 0.42382(17) 0.0371(7) Uani 1 1 d . . . . .
H15A H 0.033833 0.482204 0.436658 0.045 Uiso 1 1 calc R U . . .
C15B C 1.4801(3) 0.4443(3) 0.09116(18) 0.0366(6) Uani 1 1 d . . . . .
H15B H 1.578850 0.435363 0.080371 0.044 Uiso 1 1 calc R U . . .
C16A C 0.2453(4) 0.4317(3) 0.46356(17) 0.0366(6) Uani 1 1 d . . . . .
H16A H 0.240059 0.379243 0.503865 0.044 Uiso 1 1 calc R U . . .
C16B C 1.4205(3) 0.3769(3) 0.05025(19) 0.0409(7) Uani 1 1 d . . . . .
H16B H 1.478817 0.321633 0.011415 0.049 Uiso 1 1 calc R U . . .
C17A C 0.3761(3) 0.4471(3) 0.44412(16) 0.0331(6) Uani 1 1 d . . . . .
H17A H 0.460426 0.404228 0.470803 0.040 Uiso 1 1 calc R U . . .
C17B C 1.2761(3) 0.3889(3) 0.06522(17) 0.0358(6) Uani 1 1 d . . . . .
H17B H 1.236226 0.341226 0.037327 0.043 Uiso 1 1 calc R U . . .
C18A C 0.6592(3) 0.2580(3) 0.24595(17) 0.0308(6) Uani 1 1 d . . . . .
C18B C 1.1137(3) 0.2611(3) 0.28170(17) 0.0315(6) Uani 1 1 d . . . . .
C19A C 0.6158(3) 0.1605(3) 0.2236(2) 0.0387(7) Uani 1 1 d . . . . .
H19A H 0.540829 0.143254 0.251223 0.046 Uiso 1 1 calc R U . . .
C19B C 1.2356(3) 0.1687(3) 0.31413(19) 0.0380(7) Uani 1 1 d . . . . .
H19B H 1.327555 0.130926 0.286825 0.046 Uiso 1 1 calc R U . . .
C20A C 0.6835(4) 0.0908(3) 0.1611(2) 0.0405(7) Uani 1 1 d . . . . .
H20A H 0.655872 0.024443 0.144875 0.049 Uiso 1 1 calc R U . . .
C20B C 1.2186(4) 0.1350(3) 0.3855(2) 0.0402(7) Uani 1 1 d . . . . .
H20B H 1.299610 0.074883 0.408772 0.048 Uiso 1 1 calc R U . . .
C21A C 0.7933(4) 0.1181(3) 0.12174(18) 0.0385(7) Uani 1 1 d . . . . .
H21A H 0.840952 0.071994 0.077865 0.046 Uiso 1 1 calc R U . . .
C21B C 1.0808(3) 0.1898(3) 0.42421(18) 0.0372(6) Uani 1 1 d . . . . .
H21B H 1.066914 0.169251 0.474196 0.045 Uiso 1 1 calc R U . . .
C22A C 0.8308(3) 0.2138(3) 0.14829(17) 0.0328(6) Uani 1 1 d . . . . .
H22A H 0.906967 0.231575 0.122092 0.039 Uiso 1 1 calc R U . . .
C22B C 0.9671(3) 0.2738(3) 0.38737(17) 0.0332(6) Uani 1 1 d . . . . .
H22B H 0.872788 0.308651 0.412672 0.040 Uiso 1 1 calc R U . . .
N1A N 0.6536(3) 0.7910(2) 0.36284(13) 0.0288(5) Uani 1 1 d . . . . .
N1B N 0.6896(3) 0.7451(2) 0.11381(13) 0.0298(5) Uani 1 1 d . . . . .
N2A N 0.5177(3) 0.8521(2) 0.40024(14) 0.0311(5) Uani 1 1 d . . . . .
H2AA H 0.479918 0.930939 0.417776 0.037 Uiso 1 1 calc R U . . .
N2B N 0.7824(3) 0.7923(2) 0.07402(13) 0.0314(5) Uani 1 1 d . . . . .
H2BA H 0.757196 0.865708 0.051088 0.038 Uiso 1 1 calc R U . . .
N3A N 0.6233(3) 0.4383(2) 0.32140(14) 0.0291(5) Uani 1 1 d . . . . .
N3B N 1.0087(3) 0.4060(2) 0.18721(14) 0.0304(5) Uani 1 1 d . . . . .
N4A N 0.5931(3) 0.3299(2) 0.30870(15) 0.0337(5) Uani 1 1 d . . . . .
N4B N 1.1276(3) 0.3022(2) 0.21092(15) 0.0336(5) Uani 1 1 d . . . . .
N5A N 0.7653(3) 0.2836(2) 0.20943(13) 0.0290(5) Uani 1 1 d . . . . .
N5B N 0.9812(3) 0.3098(2) 0.31751(14) 0.0296(5) Uani 1 1 d . . . . .
O1A O 0.8027(2) 0.58912(18) 0.31590(11) 0.0303(4) Uani 1 1 d . . . . .
O1B O 0.7007(2) 0.56187(19) 0.17553(11) 0.0311(4) Uani 1 1 d . . . . .
H4BA H 1.206(4) 0.297(3) 0.1966(18) 0.024(8) Uiso 1 1 d . . . . .
H4AA H 0.510(4) 0.333(3) 0.322(2) 0.036(9) 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 N3A 2.151(2) . ?
Zn1 N3B 2.143(2) . ?
Zn1 N5A 2.132(2) . ?
Zn1 N5B 2.142(2) . ?
Zn1 O1A 2.051(2) . ?
Zn1 O1B 2.049(2) . ?
C1A C2A 1.381(4) . ?
C1A C6A 1.397(4) . ?
C1A N1A 1.418(3) . ?
C1B C2B 1.391(4) . ?
C1B C6B 1.391(4) . ?
C1B N1B 1.417(4) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.389(4) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.388(4) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.394(4) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.392(5) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.381(4) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.381(5) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.393(4) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.395(4) . ?
C6A H6A 0.9500 . ?
C6B H6B 0.9500 . ?
C7A C8A 1.425(4) . ?
C7A N1A 1.377(3) . ?
C7A O1A 1.269(3) . ?
C7B C8B 1.433(4) . ?
C7B N1B 1.367(4) . ?
C7B O1B 1.269(3) . ?
C8A C9A 1.430(4) . ?
C8A C11A 1.434(4) . ?
C8B C9B 1.427(4) . ?
C8B C11B 1.433(4) . ?
C9A C10A 1.503(4) . ?
C9A N2A 1.321(4) . ?
C9B C10B 1.501(4) . ?
C9B N2B 1.314(4) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11A C12A 1.489(4) . ?
C11A N3A 1.306(4) . ?
C11B C12B 1.499(4) . ?
C11B N3B 1.310(4) . ?
C12A C13A 1.390(4) . ?
C12A C17A 1.389(4) . ?
C12B C13B 1.390(4) . ?
C12B C17B 1.388(4) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.392(4) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.389(4) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.365(5) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.376(5) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.390(5) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.380(5) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.393(4) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.391(4) . ?
C17A H17A 0.9500 . ?
C17B H17B 0.9500 . ?
C18A C19A 1.404(4) . ?
C18A N4A 1.382(4) . ?
C18A N5A 1.330(4) . ?
C18B C19B 1.415(4) . ?
C18B N4B 1.380(4) . ?
C18B N5B 1.336(4) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.370(5) . ?
C19B H19B 0.9500 . ?
C19B C20B 1.366(5) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.394(5) . ?
C20B H20B 0.9500 . ?
C20B C21B 1.404(5) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.377(4) . ?
C21B H21B 0.9500 . ?
C21B C22B 1.370(4) . ?
C22A H22A 0.9500 . ?
C22A N5A 1.347(4) . ?
C22B H22B 0.9500 . ?
C22B N5B 1.345(4) . ?
N1A N2A 1.387(3) . ?
N1B N2B 1.390(3) . ?
N2A H2AA 0.8800 . ?
N2B H2BA 0.8800 . ?
N3A N4A 1.397(3) . ?
N3B N4B 1.394(3) . ?
N4A H4AA 0.83(4) . ?
N4B H4BA 0.78(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
N3B Zn1 N3A 171.98(9) . . ?
N5A Zn1 N3A 76.33(9) . . ?
N5A Zn1 N3B 97.47(9) . . ?
N5A Zn1 N5B 92.74(9) . . ?
N5B Zn1 N3A 98.99(9) . . ?
N5B Zn1 N3B 76.00(9) . . ?
O1A Zn1 N3A 87.22(8) . . ?
O1A Zn1 N3B 98.96(9) . . ?
O1A Zn1 N5A 163.54(8) . . ?
O1A Zn1 N5B 90.30(9) . . ?
O1B Zn1 N3A 98.05(9) . . ?
O1B Zn1 N3B 87.25(9) . . ?
O1B Zn1 N5A 92.94(9) . . ?
O1B Zn1 N5B 162.88(8) . . ?
O1B Zn1 O1A 88.80(8) . . ?
C2A C1A C6A 120.2(3) . . ?
C2A C1A N1A 120.7(3) . . ?
C6A C1A N1A 119.1(3) . . ?
C2B C1B C6B 120.2(3) . . ?
C2B C1B N1B 120.5(3) . . ?
C6B C1B N1B 119.3(3) . . ?
C1A C2A H2A 119.9 . . ?
C1A C2A C3A 120.2(3) . . ?
C3A C2A H2A 119.9 . . ?
C1B C2B H2B 120.2 . . ?
C3B C2B C1B 119.6(3) . . ?
C3B C2B H2B 120.2 . . ?
C2A C3A H3A 119.9 . . ?
C2A C3A C4A 120.2(3) . . ?
C4A C3A H3A 119.9 . . ?
C2B C3B H3B 119.8 . . ?
C2B C3B C4B 120.5(3) . . ?
C4B C3B H3B 119.8 . . ?
C3A C4A H4A 120.4 . . ?
C5A C4A C3A 119.2(3) . . ?
C5A C4A H4A 120.4 . . ?
C3B C4B H4B 120.1 . . ?
C5B C4B C3B 119.8(3) . . ?
C5B C4B H4B 120.1 . . ?
C4A C5A H5A 119.4 . . ?
C4A C5A C6A 121.2(3) . . ?
C6A C5A H5A 119.4 . . ?
C4B C5B H5B 119.9 . . ?
C4B C5B C6B 120.2(3) . . ?
C6B C5B H5B 119.9 . . ?
C1A C6A H6A 120.5 . . ?
C5A C6A C1A 119.0(3) . . ?
C5A C6A H6A 120.5 . . ?
C1B C6B C5B 119.8(3) . . ?
C1B C6B H6B 120.1 . . ?
C5B C6B H6B 120.1 . . ?
N1A C7A C8A 105.2(2) . . ?
O1A C7A C8A 131.5(3) . . ?
O1A C7A N1A 123.2(2) . . ?
N1B C7B C8B 105.3(2) . . ?
O1B C7B C8B 131.5(3) . . ?
O1B C7B N1B 123.1(3) . . ?
C7A C8A C9A 104.8(2) . . ?
C7A C8A C11A 125.3(2) . . ?
C9A C8A C11A 129.8(2) . . ?
C9B C8B C7B 104.6(2) . . ?
C9B C8B C11B 130.3(2) . . ?
C11B C8B C7B 124.8(2) . . ?
C8A C9A C10A 130.6(3) . . ?
N2A C9A C8A 112.1(2) . . ?
N2A C9A C10A 117.3(2) . . ?
C8B C9B C10B 130.4(3) . . ?
N2B C9B C8B 112.0(3) . . ?
N2B C9B C10B 117.6(3) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C8A C11A C12A 121.1(2) . . ?
N3A C11A C8A 119.1(2) . . ?
N3A C11A C12A 119.7(2) . . ?
C8B C11B C12B 120.2(2) . . ?
N3B C11B C8B 119.2(2) . . ?
N3B C11B C12B 120.4(2) . . ?
C13A C12A C11A 119.0(3) . . ?
C17A C12A C11A 121.2(3) . . ?
C17A C12A C13A 119.6(3) . . ?
C13B C12B C11B 117.6(3) . . ?
C17B C12B C11B 122.8(3) . . ?
C17B C12B C13B 119.6(3) . . ?
C12A C13A H13A 120.0 . . ?
C12A C13A C14A 119.9(3) . . ?
C14A C13A H13A 120.0 . . ?
C12B C13B H13B 119.8 . . ?
C14B C13B C12B 120.5(3) . . ?
C14B C13B H13B 119.8 . . ?
C13A C14A H14A 119.8 . . ?
C15A C14A C13A 120.5(3) . . ?
C15A C14A H14A 119.8 . . ?
C13B C14B H14B 120.1 . . ?
C15B C14B C13B 119.8(3) . . ?
C15B C14B H14B 120.1 . . ?
C14A C15A H15A 119.9 . . ?
C14A C15A C16A 120.3(3) . . ?
C16A C15A H15A 119.9 . . ?
C14B C15B H15B 120.0 . . ?
C14B C15B C16B 120.0(3) . . ?
C16B C15B H15B 120.0 . . ?
C15A C16A H16A 120.1 . . ?
C15A C16A C17A 119.8(3) . . ?
C17A C16A H16A 120.1 . . ?
C15B C16B H16B 119.6 . . ?
C15B C16B C17B 120.8(3) . . ?
C17B C16B H16B 119.6 . . ?
C12A C17A C16A 120.0(3) . . ?
C12A C17A H17A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C12B C17B C16B 119.4(3) . . ?
C12B C17B H17B 120.3 . . ?
C16B C17B H17B 120.3 . . ?
N4A C18A C19A 120.2(3) . . ?
N5A C18A C19A 122.4(3) . . ?
N5A C18A N4A 117.4(2) . . ?
N4B C18B C19B 120.7(3) . . ?
N5B C18B C19B 121.7(3) . . ?
N5B C18B N4B 117.7(3) . . ?
C18A C19A H19A 120.6 . . ?
C20A C19A C18A 118.8(3) . . ?
C20A C19A H19A 120.6 . . ?
C18B C19B H19B 120.6 . . ?
C20B C19B C18B 118.7(3) . . ?
C20B C19B H19B 120.6 . . ?
C19A C20A H20A 120.3 . . ?
C19A C20A C21A 119.3(3) . . ?
C21A C20A H20A 120.3 . . ?
C19B C20B H20B 120.2 . . ?
C19B C20B C21B 119.7(3) . . ?
C21B C20B H20B 120.2 . . ?
C20A C21A H21A 121.0 . . ?
C22A C21A C20A 118.1(3) . . ?
C22A C21A H21A 121.0 . . ?
C20B C21B H21B 121.2 . . ?
C22B C21B C20B 117.7(3) . . ?
C22B C21B H21B 121.2 . . ?
C21A C22A H22A 118.3 . . ?
N5A C22A C21A 123.5(3) . . ?
N5A C22A H22A 118.3 . . ?
C21B C22B H22B 118.1 . . ?
N5B C22B C21B 123.8(3) . . ?
N5B C22B H22B 118.1 . . ?
C7A N1A C1A 127.0(2) . . ?
C7A N1A N2A 112.4(2) . . ?
N2A N1A C1A 120.6(2) . . ?
C7B N1B C1B 127.4(2) . . ?
C7B N1B N2B 112.2(2) . . ?
N2B N1B C1B 120.3(2) . . ?
C9A N2A N1A 105.4(2) . . ?
C9A N2A H2AA 127.3 . . ?
N1A N2A H2AA 127.3 . . ?
C9B N2B N1B 105.7(2) . . ?
C9B N2B H2BA 127.1 . . ?
N1B N2B H2BA 127.1 . . ?
C11A N3A Zn1 128.58(18) . . ?
C11A N3A N4A 118.3(2) . . ?
N4A N3A Zn1 111.67(17) . . ?
C11B N3B Zn1 127.61(19) . . ?
C11B N3B N4B 118.1(2) . . ?
N4B N3B Zn1 111.97(18) . . ?
C18A N4A N3A 117.4(2) . . ?
C18A N4A H4AA 116(3) . . ?
N3A N4A H4AA 117(3) . . ?
C18B N4B N3B 116.8(2) . . ?
C18B N4B H4BA 117(2) . . ?
N3B N4B H4BA 117(2) . . ?
C18A N5A Zn1 115.49(19) . . ?
C18A N5A C22A 117.9(2) . . ?
C22A N5A Zn1 126.57(19) . . ?
C18B N5B Zn1 114.64(19) . . ?
C18B N5B C22B 118.3(3) . . ?
C22B N5B Zn1 127.0(2) . . ?
C7A O1A Zn1 120.10(17) . . ?
C7B O1B Zn1 118.85(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 N3A N4A C18A -15.2(3) . . . . ?
Zn1 N3B N4B C18B -18.4(3) . . . . ?
C1A C2A C3A C4A -0.9(5) . . . . ?
C1A N1A N2A C9A 177.2(2) . . . . ?
C1B C2B C3B C4B -0.8(5) . . . . ?
C1B N1B N2B C9B 175.6(2) . . . . ?
C2A C1A C6A C5A -1.7(5) . . . . ?
C2A C1A N1A C7A 30.2(4) . . . . ?
C2A C1A N1A N2A -149.1(3) . . . . ?
C2A C3A C4A C5A -1.1(5) . . . . ?
C2B C1B C6B C5B 0.3(5) . . . . ?
C2B C1B N1B C7B 34.6(4) . . . . ?
C2B C1B N1B N2B -142.4(3) . . . . ?
C2B C3B C4B C5B -0.2(5) . . . . ?
C3A C4A C5A C6A 1.7(5) . . . . ?
C3B C4B C5B C6B 1.3(5) . . . . ?
C4A C5A C6A C1A -0.4(5) . . . . ?
C4B C5B C6B C1B -1.3(5) . . . . ?
C6A C1A C2A C3A 2.3(4) . . . . ?
C6A C1A N1A C7A -150.1(3) . . . . ?
C6A C1A N1A N2A 30.5(4) . . . . ?
C6B C1B C2B C3B 0.8(4) . . . . ?
C6B C1B N1B C7B -146.8(3) . . . . ?
C6B C1B N1B N2B 36.3(4) . . . . ?
C7A C8A C9A C10A -178.5(3) . . . . ?
C7A C8A C9A N2A 1.2(3) . . . . ?
C7A C8A C11A C12A -178.7(3) . . . . ?
C7A C8A C11A N3A -2.3(4) . . . . ?
C7A N1A N2A C9A -2.2(3) . . . . ?
C7B C8B C9B C10B -178.2(3) . . . . ?
C7B C8B C9B N2B 1.1(3) . . . . ?
C7B C8B C11B C12B -175.3(3) . . . . ?
C7B C8B C11B N3B -0.9(4) . . . . ?
C7B N1B N2B C9B -1.8(3) . . . . ?
C8A C7A N1A C1A -176.5(3) . . . . ?
C8A C7A N1A N2A 2.9(3) . . . . ?
C8A C7A O1A Zn1 28.6(4) . . . . ?
C8A C9A N2A N1A 0.5(3) . . . . ?
C8A C11A C12A C13A 75.2(4) . . . . ?
C8A C11A C12A C17A -110.3(3) . . . . ?
C8A C11A N3A Zn1 -12.7(4) . . . . ?
C8A C11A N3A N4A -177.5(2) . . . . ?
C8B C7B N1B C1B -174.7(3) . . . . ?
C8B C7B N1B N2B 2.4(3) . . . . ?
C8B C7B O1B Zn1 31.4(4) . . . . ?
C8B C9B N2B N1B 0.3(3) . . . . ?
C8B C11B C12B C13B 80.1(4) . . . . ?
C8B C11B C12B C17B -102.7(3) . . . . ?
C8B C11B N3B Zn1 -16.6(4) . . . . ?
C8B C11B N3B N4B -177.8(2) . . . . ?
C9A C8A C11A C12A -1.4(4) . . . . ?
C9A C8A C11A N3A 175.0(3) . . . . ?
C9B C8B C11B C12B -1.5(4) . . . . ?
C9B C8B C11B N3B 172.9(3) . . . . ?
C10A C9A N2A N1A -179.7(2) . . . . ?
C10B C9B N2B N1B 179.7(3) . . . . ?
C11A C8A C9A C10A 3.7(5) . . . . ?
C11A C8A C9A N2A -176.6(3) . . . . ?
C11A C12A C13A C14A 172.9(3) . . . . ?
C11A C12A C17A C16A -174.0(3) . . . . ?
C11A N3A N4A C18A 152.0(3) . . . . ?
C11B C8B C9B C10B 7.1(5) . . . . ?
C11B C8B C9B N2B -173.6(3) . . . . ?
C11B C12B C13B C14B 177.3(3) . . . . ?
C11B C12B C17B C16B -178.1(3) . . . . ?
C11B N3B N4B C18B 145.7(3) . . . . ?
C12A C11A N3A Zn1 163.75(19) . . . . ?
C12A C11A N3A N4A -1.0(4) . . . . ?
C12A C13A C14A C15A 1.7(5) . . . . ?
C12B C11B N3B Zn1 157.8(2) . . . . ?
C12B C11B N3B N4B -3.5(4) . . . . ?
C12B C13B C14B C15B 1.0(5) . . . . ?
C13A C12A C17A C16A 0.5(4) . . . . ?
C13A C14A C15A C16A -0.5(5) . . . . ?
C13B C12B C17B C16B -1.0(5) . . . . ?
C13B C14B C15B C16B -1.1(5) . . . . ?
C14A C15A C16A C17A -0.8(5) . . . . ?
C14B C15B C16B C17B 0.1(5) . . . . ?
C15A C16A C17A C12A 0.7(5) . . . . ?
C15B C16B C17B C12B 1.0(5) . . . . ?
C17A C12A C13A C14A -1.7(4) . . . . ?
C17B C12B C13B C14B 0.0(5) . . . . ?
C18A C19A C20A C21A 0.1(5) . . . . ?
C18B C19B C20B C21B 1.6(5) . . . . ?
C19A C18A N4A N3A -169.7(3) . . . . ?
C19A C18A N5A Zn1 179.8(2) . . . . ?
C19A C18A N5A C22A 1.0(4) . . . . ?
C19A C20A C21A C22A 1.0(5) . . . . ?
C19B C18B N4B N3B -170.9(3) . . . . ?
C19B C18B N5B Zn1 -175.3(2) . . . . ?
C19B C18B N5B C22B 3.3(4) . . . . ?
C19B C20B C21B C22B 1.4(5) . . . . ?
C20A C21A C22A N5A -1.2(5) . . . . ?
C20B C21B C22B N5B -2.4(5) . . . . ?
C21A C22A N5A Zn1 -178.4(2) . . . . ?
C21A C22A N5A C18A 0.2(4) . . . . ?
C21B C22B N5B Zn1 178.4(2) . . . . ?
C21B C22B N5B C18B 0.0(4) . . . . ?
N1A C1A C2A C3A -178.0(3) . . . . ?
N1A C1A C6A C5A 178.6(3) . . . . ?
N1A C7A C8A C9A -2.4(3) . . . . ?
N1A C7A C8A C11A 175.5(3) . . . . ?
N1A C7A O1A Zn1 -154.5(2) . . . . ?
N1B C1B C2B C3B 179.4(3) . . . . ?
N1B C1B C6B C5B -178.3(3) . . . . ?
N1B C7B C8B C9B -2.1(3) . . . . ?
N1B C7B C8B C11B 173.0(3) . . . . ?
N1B C7B O1B Zn1 -150.1(2) . . . . ?
N3A C11A C12A C13A -101.2(3) . . . . ?
N3A C11A C12A C17A 73.3(4) . . . . ?
N3B C11B C12B C13B -94.2(3) . . . . ?
N3B C11B C12B C17B 83.0(4) . . . . ?
N4A C18A C19A C20A -179.9(3) . . . . ?
N4A C18A N5A Zn1 -1.4(3) . . . . ?
N4A C18A N5A C22A 179.8(3) . . . . ?
N4B C18B C19B C20B 177.1(3) . . . . ?
N4B C18B N5B Zn1 3.5(3) . . . . ?
N4B C18B N5B C22B -177.9(3) . . . . ?
N5A C18A C19A C20A -1.1(5) . . . . ?
N5A C18A N4A N3A 11.4(4) . . . . ?
N5B C18B C19B C20B -4.1(5) . . . . ?
N5B C18B N4B N3B 10.2(4) . . . . ?
O1A C7A C8A C9A 174.9(3) . . . . ?
O1A C7A C8A C11A -7.2(5) . . . . ?
O1A C7A N1A C1A 6.0(4) . . . . ?
O1A C7A N1A N2A -174.7(2) . . . . ?
O1B C7B C8B C9B 176.5(3) . . . . ?
O1B C7B C8B C11B -8.3(5) . . . . ?
O1B C7B N1B C1B 6.5(5) . . . . ?
O1B C7B N1B N2B -176.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8495(18)
2 0.1505(18)

####################################################################### 
# 
# 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_Complex2
_database_code_depnum_ccdc_archive 'CCDC 2158180'
loop_
_audit_author_name
_audit_author_address
'Antonio Rodriguez Dieguez'
;University of Granada
Spain
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2022-08-24 downloaded from the CCDC.
;
_audit_creation_date             2022-02-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H44 N8 O6 S2 Zn, 2[CH4O]'
_chemical_formula_sum            'C50 H52 N8 O8 S2 Zn'
_chemical_formula_weight         1022.48
_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'
S S 0.1246 0.1234 '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           15
_space_group_name_H-M_alt        C2/c
_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                   17.44(3)
_cell_length_b                   13.34(2)
_cell_length_c                   22.28(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.95(3)
_cell_angle_gamma                90
_cell_volume                     4987(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2677
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      22.20
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.637
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0856 before and 0.0639 after correction.
The Ratio of minimum to maximum transmission is 0.7873.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12211
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.036
_diffrn_reflns_theta_min         2.018
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                3522
_reflns_number_total             4833
_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 (Bruker, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4833
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.044
_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)+(0.0672P)²+3.4724P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1585
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C19A, C20A, C21A, C22A, C23A, C24A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C19B, C20B, C21B, C22B, C23B, C24B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(C19B)=Sof(C20B)=Sof(H20B)=Sof(C21B)=Sof(H21B)=Sof(C22B)=Sof(H22B)=
 Sof(C23B)=Sof(H23B)=Sof(C24B)=Sof(H24B)=1-FVAR(1)
 Sof(C19A)=Sof(C24A)=Sof(H24A)=Sof(C23A)=Sof(H23A)=Sof(C22A)=Sof(H22A)=
 Sof(C21A)=Sof(H21A)=Sof(C20A)=Sof(H20A)=FVAR(1)
4.a Riding coordinates:
 N2(H2)
4.b Aromatic/amide H refined with riding coordinates:
 N4(H4), C6(H6), C10(H10), C7(H7), C12(H12), C16(H16), C8(H8), C15(H15),
 C9(H9), C13(H13), C20B(H20B), C21B(H21B), C22B(H22B), C23B(H23B), C24B(H24B),
 C24A(H24A), C23A(H23A), C22A(H22A), C21A(H21A), C20A(H20A)
4.c Fitted hexagon refined as free rotating group:
 C19B(C20B,C21B,C22B,C23B,C24B), C19A(C24A,C23A,C22A,C21A,C20A)
4.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.62011(4) 0.750000 0.0470(2) Uani 1 2 d S T P . .
S1 S 0.61223(6) 0.78114(7) 0.85890(4) 0.0596(3) Uani 1 1 d . . . . .
O1 O 0.50395(13) 0.52344(16) 0.68479(10) 0.0495(6) Uani 1 1 d . . . . .
O2 O 0.53799(15) 0.7338(2) 0.85821(12) 0.0699(7) Uani 1 1 d . . . . .
N1 N 0.60281(16) 0.6893(2) 0.75372(12) 0.0475(6) Uani 1 1 d . . . . .
N3 N 0.56842(15) 0.4614(2) 0.61444(13) 0.0470(6) Uani 1 1 d . . . . .
O3 O 0.62547(18) 0.88339(19) 0.87814(13) 0.0759(8) Uani 1 1 d . . . . .
N2 N 0.61958(17) 0.7824(2) 0.78668(13) 0.0545(7) Uani 1 1 d . . . . .
H2 H 0.664385 0.807021 0.784718 0.065 Uiso 1 1 d R U . . .
N4 N 0.63947(16) 0.4769(2) 0.59843(14) 0.0565(8) Uani 1 1 d . . . . .
H4 H 0.655188 0.445366 0.570319 0.068 Uiso 1 1 calc R U . . .
C1 C 0.56319(18) 0.5250(2) 0.66167(14) 0.0428(7) Uani 1 1 d . . . . .
C2 C 0.63356(17) 0.5842(2) 0.67597(14) 0.0426(7) Uani 1 1 d . . . . .
C18 C 0.65033(17) 0.6668(2) 0.71810(14) 0.0423(7) Uani 1 1 d . . . . .
C5 C 0.5105(2) 0.3951(2) 0.57786(15) 0.0456(8) Uani 1 1 d . . . . .
C3 C 0.6773(2) 0.5483(3) 0.63423(16) 0.0506(8) Uani 1 1 d . . . . .
C6 C 0.5129(2) 0.3714(3) 0.51754(16) 0.0567(9) Uani 1 1 d . . . . .
H6 H 0.552831 0.397603 0.501829 0.068 Uiso 1 1 calc R U . . .
C11 C 0.6908(2) 0.7058(3) 0.90193(15) 0.0548(9) Uani 1 1 d . . . . .
C14 C 0.8174(3) 0.5835(3) 0.96395(18) 0.0688(11) Uani 1 1 d . . . . .
C10 C 0.4518(2) 0.3543(3) 0.60148(19) 0.0648(10) Uani 1 1 d . . . . .
H10 H 0.450702 0.368404 0.642102 0.078 Uiso 1 1 calc R U . . .
C7 C 0.4555(2) 0.3084(3) 0.48099(18) 0.0662(10) Uani 1 1 d . . . . .
H7 H 0.457000 0.292639 0.440684 0.079 Uiso 1 1 calc R U . . .
C12 C 0.6756(3) 0.6092(3) 0.91752(18) 0.0652(10) Uani 1 1 d . . . . .
H12 H 0.623776 0.584573 0.906860 0.078 Uiso 1 1 calc R U . . .
C16 C 0.7679(2) 0.7427(3) 0.91810(19) 0.0679(11) Uani 1 1 d . . . . .
H16 H 0.777886 0.808404 0.908582 0.081 Uiso 1 1 calc R U . . .
C8 C 0.3965(3) 0.2692(3) 0.5038(2) 0.0732(11) Uani 1 1 d . . . . .
H8 H 0.357936 0.227334 0.478958 0.088 Uiso 1 1 calc R U . . .
C15 C 0.8295(2) 0.6812(4) 0.94832(19) 0.0739(12) Uani 1 1 d . . . . .
H15 H 0.881196 0.706223 0.958651 0.089 Uiso 1 1 calc R U . . .
C9 C 0.3945(3) 0.2920(3) 0.5637(2) 0.0765(12) Uani 1 1 d . . . . .
H9 H 0.354392 0.265358 0.579019 0.092 Uiso 1 1 calc R U . . .
C13 C 0.7382(3) 0.5497(3) 0.94903(19) 0.0725(11) Uani 1 1 d . . . . .
H13 H 0.727684 0.485376 0.960774 0.087 Uiso 1 1 calc R U . . .
C4 C 0.7567(2) 0.5798(3) 0.6270(2) 0.0749(12) Uani 1 1 d . . . . .
H4A H 0.769134 0.540526 0.594844 0.112 Uiso 1 1 calc R U . . .
H4B H 0.796889 0.569603 0.665695 0.112 Uiso 1 1 calc R U . . .
H4C H 0.754827 0.649423 0.615874 0.112 Uiso 1 1 calc R U . . .
C17 C 0.8862(3) 0.5161(4) 0.9947(2) 0.0939(15) Uani 1 1 d . . . . .
H17A H 0.897783 0.472778 0.963919 0.141 Uiso 1 1 calc R U . . .
H17B H 0.872428 0.476484 1.026138 0.141 Uiso 1 1 calc R U . . .
H17C H 0.932206 0.556184 1.013555 0.141 Uiso 1 1 calc R U . . .
C19B C 0.7220(5) 0.7278(10) 0.7203(6) 0.054(3) Uani 0.58(2) 1 d G . P A 2
C20B C 0.7216(7) 0.8113(9) 0.6829(5) 0.072(3) Uani 0.58(2) 1 d G . P A 2
H20B H 0.675322 0.829023 0.652547 0.086 Uiso 0.58(2) 1 calc R U P A 2
C21B C 0.7904(9) 0.8683(8) 0.6909(6) 0.083(3) Uani 0.58(2) 1 d G . P A 2
H21B H 0.790106 0.924182 0.665897 0.100 Uiso 0.58(2) 1 calc R U P A 2
C22B C 0.8595(7) 0.8419(11) 0.7363(6) 0.077(4) Uani 0.58(2) 1 d G . P A 2
H22B H 0.905521 0.880002 0.741650 0.093 Uiso 0.58(2) 1 calc R U P A 2
C23B C 0.8599(5) 0.7584(12) 0.7737(5) 0.087(3) Uani 0.58(2) 1 d G . P A 2
H23B H 0.906152 0.740663 0.804053 0.104 Uiso 0.58(2) 1 calc R U P A 2
C24B C 0.7911(6) 0.7014(10) 0.7657(5) 0.076(3) Uani 0.58(2) 1 d G . P A 2
H24B H 0.791368 0.645503 0.790704 0.092 Uiso 0.58(2) 1 calc R U P A 2
C19A C 0.7153(6) 0.7407(11) 0.7205(8) 0.050(4) Uani 0.42(2) 1 d G . P A 1
C24A C 0.7924(7) 0.7329(11) 0.7593(7) 0.059(3) Uani 0.42(2) 1 d G . P A 1
H24A H 0.805897 0.680421 0.787717 0.071 Uiso 0.42(2) 1 calc R U P A 1
C23A C 0.8495(5) 0.8037(12) 0.7557(7) 0.069(4) Uani 0.42(2) 1 d G . P A 1
H23A H 0.901174 0.798439 0.781705 0.083 Uiso 0.42(2) 1 calc R U P A 1
C22A C 0.8294(9) 0.8822(10) 0.7133(7) 0.060(4) Uani 0.42(2) 1 d G . P A 1
H22A H 0.867616 0.929473 0.710888 0.072 Uiso 0.42(2) 1 calc R U P A 1
C21A C 0.7522(10) 0.8900(9) 0.6745(6) 0.070(4) Uani 0.42(2) 1 d G . P A 1
H21A H 0.738781 0.942490 0.646084 0.084 Uiso 0.42(2) 1 calc R U P A 1
C20A C 0.6951(7) 0.8193(11) 0.6781(6) 0.060(3) Uani 0.42(2) 1 d G . P A 1
H20A H 0.643503 0.824473 0.652095 0.072 Uiso 0.42(2) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.958(3) . ?
Zn1 O1 1.958(3) 2_656 ?
Zn1 N1 1.998(4) . ?
Zn1 N1 1.998(4) 2_656 ?
S1 O2 1.437(3) . ?
S1 O3 1.430(4) . ?
S1 N2 1.649(4) . ?
S1 C11 1.757(4) . ?
O1 C1 1.275(4) . ?
N1 N2 1.432(4) . ?
N1 C18 1.330(4) . ?
N3 N4 1.396(4) . ?
N3 C1 1.374(4) . ?
N3 C5 1.420(4) . ?
N2 H2 0.8599 . ?
N4 H4 0.8600 . ?
N4 C3 1.299(5) . ?
C1 C2 1.420(5) . ?
C2 C18 1.425(5) . ?
C2 C3 1.437(5) . ?
C18 C19B 1.481(6) . ?
C18 C19A 1.492(7) . ?
C5 C6 1.393(5) . ?
C5 C10 1.384(5) . ?
C3 C4 1.498(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.387(5) . ?
C11 C12 1.379(6) . ?
C11 C16 1.384(5) . ?
C14 C15 1.380(6) . ?
C14 C13 1.404(6) . ?
C14 C17 1.505(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.392(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.375(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.372(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(6) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C13 H13 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19B C20B 1.3900 . ?
C19B C24B 1.3900 . ?
C20B H20B 0.9300 . ?
C20B C21B 1.3900 . ?
C21B H21B 0.9300 . ?
C21B C22B 1.3900 . ?
C22B H22B 0.9300 . ?
C22B C23B 1.3900 . ?
C23B H23B 0.9300 . ?
C23B C24B 1.3900 . ?
C24B H24B 0.9300 . ?
C19A C24A 1.3900 . ?
C19A C20A 1.3900 . ?
C24A H24A 0.9300 . ?
C24A C23A 1.3900 . ?
C23A H23A 0.9300 . ?
C23A C22A 1.3900 . ?
C22A H22A 0.9300 . ?
C22A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C20A 1.3900 . ?
C20A H20A 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 97.6(2) . 2_656 ?
O1 Zn1 N1 119.19(11) 2_656 . ?
O1 Zn1 N1 96.95(12) 2_656 2_656 ?
O1 Zn1 N1 96.94(12) . . ?
O1 Zn1 N1 119.19(11) . 2_656 ?
N1 Zn1 N1 125.0(2) . 2_656 ?
O2 S1 N2 107.78(15) . . ?
O2 S1 C11 108.6(2) . . ?
O3 S1 O2 119.58(18) . . ?
O3 S1 N2 103.50(17) . . ?
O3 S1 C11 110.2(2) . . ?
N2 S1 C11 106.27(17) . . ?
C1 O1 Zn1 119.1(2) . . ?
N2 N1 Zn1 118.5(2) . . ?
C18 N1 Zn1 124.8(2) . . ?
C18 N1 N2 115.4(3) . . ?
N4 N3 C5 119.2(3) . . ?
C1 N3 N4 110.8(3) . . ?
C1 N3 C5 129.6(3) . . ?
S1 N2 H2 111.6 . . ?
N1 N2 S1 115.6(2) . . ?
N1 N2 H2 111.5 . . ?
N3 N4 H4 126.6 . . ?
C3 N4 N3 106.7(3) . . ?
C3 N4 H4 126.6 . . ?
O1 C1 N3 122.1(3) . . ?
O1 C1 C2 131.7(3) . . ?
N3 C1 C2 106.3(3) . . ?
C1 C2 C18 125.9(3) . . ?
C1 C2 C3 104.4(3) . . ?
C18 C2 C3 129.4(3) . . ?
N1 C18 C2 121.3(3) . . ?
N1 C18 C19B 121.0(7) . . ?
N1 C18 C19A 114.9(9) . . ?
C2 C18 C19B 117.7(7) . . ?
C2 C18 C19A 123.5(9) . . ?
C6 C5 N3 119.4(3) . . ?
C10 C5 N3 120.7(3) . . ?
C10 C5 C6 119.9(3) . . ?
N4 C3 C2 111.8(3) . . ?
N4 C3 C4 117.9(3) . . ?
C2 C3 C4 130.3(3) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.7(4) . . ?
C7 C6 H6 120.1 . . ?
C12 C11 S1 119.9(3) . . ?
C12 C11 C16 120.4(4) . . ?
C16 C11 S1 119.7(3) . . ?
C15 C14 C13 116.9(4) . . ?
C15 C14 C17 121.4(4) . . ?
C13 C14 C17 121.7(4) . . ?
C5 C10 H10 120.4 . . ?
C5 C10 C9 119.2(4) . . ?
C9 C10 H10 120.4 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.2(4) . . ?
C13 C12 H12 120.4 . . ?
C11 C16 H16 120.4 . . ?
C15 C16 C11 119.3(4) . . ?
C15 C16 H16 120.4 . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C9 119.7(4) . . ?
C9 C8 H8 120.2 . . ?
C14 C15 H15 118.8 . . ?
C16 C15 C14 122.4(4) . . ?
C16 C15 H15 118.8 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.9(4) . . ?
C8 C9 H9 119.6 . . ?
C14 C13 H13 119.1 . . ?
C12 C13 C14 121.8(4) . . ?
C12 C13 H13 119.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20B C19B C18 123.8(6) . . ?
C20B C19B C24B 120.0 . . ?
C24B C19B C18 116.1(6) . . ?
C19B C20B H20B 120.0 . . ?
C21B C20B C19B 120.0 . . ?
C21B C20B H20B 120.0 . . ?
C20B C21B H21B 120.0 . . ?
C20B C21B C22B 120.0 . . ?
C22B C21B H21B 120.0 . . ?
C21B C22B H22B 120.0 . . ?
C23B C22B C21B 120.0 . . ?
C23B C22B H22B 120.0 . . ?
C22B C23B H23B 120.0 . . ?
C22B C23B C24B 120.0 . . ?
C24B C23B H23B 120.0 . . ?
C19B C24B H24B 120.0 . . ?
C23B C24B C19B 120.0 . . ?
C23B C24B H24B 120.0 . . ?
C24A C19A C18 124.7(8) . . ?
C24A C19A C20A 120.0 . . ?
C20A C19A C18 115.3(8) . . ?
C19A C24A H24A 120.0 . . ?
C19A C24A C23A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C24A C23A H23A 120.0 . . ?
C22A C23A C24A 120.0 . . ?
C22A C23A H23A 120.0 . . ?
C23A C22A H22A 120.0 . . ?
C21A C22A C23A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C20A C21A C22A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A C19A 120.0 . . ?
C21A C20A H20A 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 N3 -177.9(2) . . . . ?
Zn1 O1 C1 C2 2.9(5) . . . . ?
Zn1 N1 N2 S1 52.8(3) . . . . ?
Zn1 N1 C18 C2 -4.4(4) . . . . ?
Zn1 N1 C18 C19B 174.7(5) . . . . ?
Zn1 N1 C18 C19A 168.7(5) . . . . ?
S1 C11 C12 C13 177.4(3) . . . . ?
S1 C11 C16 C15 -176.0(3) . . . . ?
O1 C1 C2 C18 -6.9(6) . . . . ?
O1 C1 C2 C3 178.8(3) . . . . ?
O2 S1 N2 N1 -47.9(3) . . . . ?
O2 S1 C11 C12 12.7(3) . . . . ?
O2 S1 C11 C16 -169.5(3) . . . . ?
N1 C18 C19B C20B -89.2(8) . . . . ?
N1 C18 C19B C24B 86.7(7) . . . . ?
N1 C18 C19A C24A 94.8(11) . . . . ?
N1 C18 C19A C20A -88.2(8) . . . . ?
N3 N4 C3 C2 0.0(4) . . . . ?
N3 N4 C3 C4 179.6(3) . . . . ?
N3 C1 C2 C18 173.7(3) . . . . ?
N3 C1 C2 C3 -0.5(3) . . . . ?
N3 C5 C6 C7 -178.6(3) . . . . ?
N3 C5 C10 C9 178.1(3) . . . . ?
O3 S1 N2 N1 -175.5(2) . . . . ?
O3 S1 C11 C12 145.5(3) . . . . ?
O3 S1 C11 C16 -36.7(3) . . . . ?
N2 S1 C11 C12 -103.0(3) . . . . ?
N2 S1 C11 C16 74.8(3) . . . . ?
N2 N1 C18 C2 -170.9(3) . . . . ?
N2 N1 C18 C19B 8.3(6) . . . . ?
N2 N1 C18 C19A 2.3(6) . . . . ?
N4 N3 C1 O1 -178.9(3) . . . . ?
N4 N3 C1 C2 0.6(3) . . . . ?
N4 N3 C5 C6 -19.8(4) . . . . ?
N4 N3 C5 C10 160.4(3) . . . . ?
C1 N3 N4 C3 -0.4(4) . . . . ?
C1 N3 C5 C6 152.0(3) . . . . ?
C1 N3 C5 C10 -27.8(5) . . . . ?
C1 C2 C18 N1 7.4(5) . . . . ?
C1 C2 C18 C19B -171.8(5) . . . . ?
C1 C2 C18 C19A -165.2(6) . . . . ?
C1 C2 C3 N4 0.3(4) . . . . ?
C1 C2 C3 C4 -179.2(4) . . . . ?
C2 C18 C19B C20B 90.0(9) . . . . ?
C2 C18 C19B C24B -94.2(7) . . . . ?
C2 C18 C19A C24A -92.2(10) . . . . ?
C2 C18 C19A C20A 84.8(9) . . . . ?
C18 N1 N2 S1 -139.9(2) . . . . ?
C18 C2 C3 N4 -173.6(3) . . . . ?
C18 C2 C3 C4 6.8(6) . . . . ?
C18 C19B C20B C21B 175.7(13) . . . . ?
C18 C19B C24B C23B -176.0(12) . . . . ?
C18 C19A C24A C23A 176.9(16) . . . . ?
C18 C19A C20A C21A -177.2(15) . . . . ?
C5 N3 N4 C3 172.9(3) . . . . ?
C5 N3 C1 O1 8.8(5) . . . . ?
C5 N3 C1 C2 -171.8(3) . . . . ?
C5 C6 C7 C8 -0.1(6) . . . . ?
C5 C10 C9 C8 1.2(7) . . . . ?
C3 C2 C18 N1 -179.9(3) . . . . ?
C3 C2 C18 C19B 1.0(7) . . . . ?
C3 C2 C18 C19A 7.6(8) . . . . ?
C6 C5 C10 C9 -1.7(6) . . . . ?
C6 C7 C8 C9 -0.4(6) . . . . ?
C11 S1 N2 N1 68.4(3) . . . . ?
C11 C12 C13 C14 -2.2(6) . . . . ?
C11 C16 C15 C14 -0.7(6) . . . . ?
C10 C5 C6 C7 1.2(5) . . . . ?
C7 C8 C9 C10 -0.1(7) . . . . ?
C12 C11 C16 C15 1.8(6) . . . . ?
C16 C11 C12 C13 -0.4(5) . . . . ?
C15 C14 C13 C12 3.2(6) . . . . ?
C13 C14 C15 C16 -1.7(6) . . . . ?
C17 C14 C15 C16 177.4(4) . . . . ?
C17 C14 C13 C12 -175.9(4) . . . . ?
C19B C20B C21B C22B 0.0 . . . . ?
C20B C19B C24B C23B 0.0 . . . . ?
C20B C21B C22B C23B 0.0 . . . . ?
C21B C22B C23B C24B 0.0 . . . . ?
C22B C23B C24B C19B 0.0 . . . . ?
C24B C19B C20B C21B 0.0 . . . . ?
C19A C24A C23A C22A 0.0 . . . . ?
C24A C19A C20A C21A 0.0 . . . . ?
C24A C23A C22A C21A 0.0 . . . . ?
C23A C22A C21A C20A 0.0 . . . . ?
C22A C21A C20A C19A 0.0 . . . . ?
C20A C19A C24A C23A 0.0 . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 136 electrons were 
found in a volume of 716Å³ in 1 void per unit cell.
This is consistent with the presence of 2[CH4O] per 
Asymmetric Unit which account for 144 electrons per 
unit cell.
;
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 0.000 0.452 0.250 179.3 34.3 '2 METHANOL'
2 0.000 0.548 0.750 179.3 33.8 '2 METHANOL'
3 0.500 -0.048 0.250 179.3 34.3 '2 METHANOL'
4 0.500 0.048 0.750 179.3 33.8 '2 METHANOL'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 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_H2L4
_database_code_depnum_ccdc_archive 'CCDC 2158178'
loop_
_audit_author_name
_audit_author_address
'Antonio Rodriguez Dieguez'
;University of Granada
Spain
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2022-08-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H21 N5 O3'
_chemical_formula_sum            'C24 H21 N5 O3'
_chemical_formula_weight         427.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8530(8)
_cell_length_b                   9.6590(8)
_cell_length_c                   12.8829(12)
_cell_angle_alpha                85.651(3)
_cell_angle_beta                 74.757(3)
_cell_angle_gamma                78.819(3)
_cell_volume                     1042.34(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6344
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6391
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1174 before and 0.0587 after correction.
The Ratio of minimum to maximum transmission is 0.8574.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19535
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.435
_diffrn_reflns_theta_min         2.424
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'high brilliance microfocus sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3254
_reflns_number_total             4267
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker Apex3, 2019'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.068
_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)+(0.0469P)²+0.4130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1116
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.17542(19) -0.54994(17) -0.26023(13) 0.0156(3) Uani 1 1 d . . . . .
C2 C 0.2079(2) -0.41847(17) -0.30125(14) 0.0190(4) Uani 1 1 d . . . . .
H2 H 0.224756 -0.354158 -0.257174 0.023 Uiso 1 1 calc R U . . .
C3 C 0.2147(2) -0.38447(19) -0.40882(14) 0.0233(4) Uani 1 1 d . . . . .
H3 H 0.236602 -0.296810 -0.436771 0.028 Uiso 1 1 calc R U . . .
C4 C 0.1894(2) -0.4788(2) -0.47479(15) 0.0281(4) Uani 1 1 d . . . . .
H4 H 0.193010 -0.454530 -0.546532 0.034 Uiso 1 1 calc R U . . .
C5 C 0.1587(2) -0.6099(2) -0.43370(15) 0.0256(4) Uani 1 1 d . . . . .
H5 H 0.141748 -0.673826 -0.478115 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1529(2) -0.64670(18) -0.32684(14) 0.0194(4) Uani 1 1 d . . . . .
H6 H 0.133998 -0.735534 -0.299829 0.023 Uiso 1 1 calc R U . . .
C7 C 0.22461(19) -0.52802(16) -0.07878(13) 0.0153(4) Uani 1 1 d . . . . .
C8 C 0.18590(19) -0.60943(17) 0.01991(13) 0.0153(3) Uani 1 1 d . . . . .
C9 C 0.10610(19) -0.71473(17) -0.00375(13) 0.0156(4) Uani 1 1 d . . . . .
C10 C 0.0352(2) -0.82874(18) 0.06592(14) 0.0206(4) Uani 1 1 d . . . . .
H10A H -0.009058 -0.881302 0.024643 0.031 Uiso 1 1 calc R U . . .
H10B H -0.047242 -0.787318 0.125562 0.031 Uiso 1 1 calc R U . . .
H10C H 0.116338 -0.890827 0.092300 0.031 Uiso 1 1 calc R U . . .
C11 C 0.23394(19) -0.58392(17) 0.11057(13) 0.0160(4) Uani 1 1 d . . . . .
C12 C 0.2198(2) -0.67765(18) 0.20995(13) 0.0180(4) Uani 1 1 d . . . . .
H12A H 0.139050 -0.734115 0.213506 0.022 Uiso 1 1 calc R U . . .
H12B H 0.186277 -0.619699 0.273104 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3773(2) -0.77496(17) 0.21045(14) 0.0178(4) Uani 1 1 d . . . . .
C14 C 0.4407(2) -0.78384(18) 0.29863(14) 0.0209(4) Uani 1 1 d . . . . .
H14 H 0.388802 -0.726576 0.356969 0.025 Uiso 1 1 calc R U . . .
C15 C 0.5802(2) -0.87663(19) 0.30146(16) 0.0265(4) Uani 1 1 d . . . . .
H15 H 0.620106 -0.882460 0.361911 0.032 Uiso 1 1 calc R U . . .
C16 C 0.6601(2) -0.9606(2) 0.21451(17) 0.0296(5) Uani 1 1 d . . . . .
H16 H 0.753744 -1.023143 0.216024 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5994(2) -0.9504(2) 0.12574(18) 0.0367(5) Uani 1 1 d . . . . .
H17 H 0.653314 -1.005701 0.066640 0.044 Uiso 1 1 calc R U . . .
C18 C 0.4595(2) -0.8590(2) 0.12321(16) 0.0298(5) Uani 1 1 d . . . . .
H18 H 0.419914 -0.853626 0.062634 0.036 Uiso 1 1 calc R U . . .
C19 C 0.33160(19) -0.32349(17) 0.23787(13) 0.0155(3) Uani 1 1 d . . . . .
C20 C 0.1951(2) -0.22720(18) 0.22970(13) 0.0181(4) Uani 1 1 d . . . . .
H20 H 0.136697 -0.242542 0.182678 0.022 Uiso 1 1 calc R U . . .
C21 C 0.1479(2) -0.10850(17) 0.29256(13) 0.0187(4) Uani 1 1 d . . . . .
H21 H 0.056400 -0.044192 0.288924 0.022 Uiso 1 1 calc R U . . .
C22 C 0.2378(2) -0.08642(17) 0.36066(13) 0.0173(4) Uani 1 1 d . . . . .
C23 C 0.3775(2) -0.17797(17) 0.36575(13) 0.0178(4) Uani 1 1 d . . . . .
H23 H 0.438540 -0.159604 0.410131 0.021 Uiso 1 1 calc R U . . .
C24 C 0.4242(2) -0.29633(18) 0.30405(13) 0.0184(4) Uani 1 1 d . . . . .
H24 H 0.517788 -0.358504 0.306365 0.022 Uiso 1 1 calc R U . . .
N1 N 0.16724(16) -0.58791(14) -0.15017(11) 0.0151(3) Uani 1 1 d . . . . .
N2 N 0.09432(16) -0.70198(14) -0.10368(11) 0.0164(3) Uani 1 1 d . . . . .
N3 N 0.30452(17) -0.47310(15) 0.10659(12) 0.0187(3) Uani 1 1 d . . . . .
N4 N 0.37483(18) -0.45250(15) 0.18735(12) 0.0198(3) Uani 1 1 d . . . . .
N5 N 0.18107(18) 0.03265(15) 0.43234(12) 0.0201(3) Uani 1 1 d . . . . .
O1 O 0.29905(14) -0.42660(12) -0.09916(9) 0.0180(3) Uani 1 1 d . . . . .
O2 O 0.24599(16) 0.03689(13) 0.50542(10) 0.0275(3) Uani 1 1 d . . . . .
O3 O 0.06978(15) 0.12388(13) 0.41746(10) 0.0262(3) Uani 1 1 d . . . . .
H4A H 0.475(3) -0.493(2) 0.1750(17) 0.032(6) Uiso 1 1 d . . . . .
H3A H 0.323(2) -0.422(2) 0.0459(18) 0.030(6) 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
C1 C2 1.391(2) . ?
C1 C6 1.391(2) . ?
C1 N1 1.424(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.441(2) . ?
C7 N1 1.371(2) . ?
C7 O1 1.258(2) . ?
C8 C9 1.437(2) . ?
C8 C11 1.397(2) . ?
C9 C10 1.495(2) . ?
C9 N2 1.313(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.503(2) . ?
C11 N3 1.332(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.524(2) . ?
C13 C14 1.384(2) . ?
C13 C18 1.389(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.381(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.397(2) . ?
C19 C24 1.398(2) . ?
C19 N4 1.389(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(2) . ?
C22 C23 1.388(2) . ?
C22 N5 1.456(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.375(2) . ?
C24 H24 0.9300 . ?
N1 N2 1.4007(19) . ?
N3 N4 1.389(2) . ?
N3 H3A 0.89(2) . ?
N4 H4A 0.87(2) . ?
N5 O2 1.2321(19) . ?
N5 O3 1.2332(19) . ?

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 N1 120.52(15) . . ?
C6 C1 C2 120.24(16) . . ?
C6 C1 N1 119.23(15) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.15(16) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.90(17) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.65(17) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.45(17) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.59(17) . . ?
C5 C6 H6 120.2 . . ?
N1 C7 C8 105.03(14) . . ?
O1 C7 C8 129.03(15) . . ?
O1 C7 N1 125.90(15) . . ?
C9 C8 C7 105.15(14) . . ?
C11 C8 C7 121.62(15) . . ?
C11 C8 C9 133.10(16) . . ?
C8 C9 C10 130.82(15) . . ?
N2 C9 C8 111.40(15) . . ?
N2 C9 C10 117.77(15) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 C12 124.43(15) . . ?
N3 C11 C8 117.81(16) . . ?
N3 C11 C12 117.67(15) . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C11 C12 C13 111.51(14) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C14 C13 C12 120.84(15) . . ?
C14 C13 C18 118.29(16) . . ?
C18 C13 C12 120.86(16) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.09(17) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.07(17) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.14(17) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.87(18) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.52(18) . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C24 120.31(15) . . ?
N4 C19 C20 122.12(15) . . ?
N4 C19 C24 117.44(15) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.19(16) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.52(15) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C23 121.76(15) . . ?
C21 C22 N5 119.16(15) . . ?
C23 C22 N5 119.03(15) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 C22 118.86(16) . . ?
C24 C23 H23 120.6 . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.23(15) . . ?
C23 C24 H24 119.9 . . ?
C7 N1 C1 128.66(14) . . ?
C7 N1 N2 112.09(13) . . ?
N2 N1 C1 119.24(13) . . ?
C9 N2 N1 106.33(13) . . ?
C11 N3 N4 120.83(15) . . ?
C11 N3 H3A 118.8(14) . . ?
N4 N3 H3A 119.4(14) . . ?
C19 N4 H4A 117.2(14) . . ?
N3 N4 C19 118.90(14) . . ?
N3 N4 H4A 113.2(14) . . ?
O2 N5 C22 118.35(14) . . ?
O2 N5 O3 123.14(14) . . ?
O3 N5 C22 118.51(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O1 0.93 2.32 2.913(2) 121.4 . yes
N4 H4A O1 0.87(2) 2.01(2) 2.8564(19) 162(2) 2_645 yes
N3 H3A O1 0.89(2) 1.94(2) 2.6662(19) 138.0(19) . yes

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 0.2(3) . . . . ?
C1 N1 N2 C9 178.88(13) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C2 C1 N1 C7 -17.8(2) . . . . ?
C2 C1 N1 N2 163.14(14) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C6 C1 N1 C7 161.26(15) . . . . ?
C6 C1 N1 N2 -17.8(2) . . . . ?
C7 C8 C9 C10 -178.95(16) . . . . ?
C7 C8 C9 N2 -0.38(18) . . . . ?
C7 C8 C11 C12 -170.32(15) . . . . ?
C7 C8 C11 N3 6.1(2) . . . . ?
C7 N1 N2 C9 -0.31(17) . . . . ?
C8 C7 N1 C1 -179.02(15) . . . . ?
C8 C7 N1 N2 0.08(17) . . . . ?
C8 C9 N2 N1 0.42(17) . . . . ?
C8 C11 C12 C13 99.25(19) . . . . ?
C8 C11 N3 N4 -171.04(14) . . . . ?
C9 C8 C11 C12 4.8(3) . . . . ?
C9 C8 C11 N3 -178.87(16) . . . . ?
C10 C9 N2 N1 179.20(13) . . . . ?
C11 C8 C9 C10 5.4(3) . . . . ?
C11 C8 C9 N2 -176.03(17) . . . . ?
C11 C12 C13 C14 128.76(17) . . . . ?
C11 C12 C13 C18 -52.5(2) . . . . ?
C11 N3 N4 C19 -126.89(17) . . . . ?
C12 C11 N3 N4 5.6(2) . . . . ?
C12 C13 C14 C15 177.13(16) . . . . ?
C12 C13 C18 C17 -177.82(18) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C16 C17 C18 C13 0.2(3) . . . . ?
C18 C13 C14 C15 -1.7(3) . . . . ?
C19 C20 C21 C22 1.1(2) . . . . ?
C20 C19 C24 C23 3.2(3) . . . . ?
C20 C19 N4 N3 15.7(2) . . . . ?
C20 C21 C22 C23 1.9(3) . . . . ?
C20 C21 C22 N5 -175.37(15) . . . . ?
C21 C22 C23 C24 -2.3(3) . . . . ?
C21 C22 N5 O2 167.15(15) . . . . ?
C21 C22 N5 O3 -12.4(2) . . . . ?
C22 C23 C24 C19 -0.3(3) . . . . ?
C23 C22 N5 O2 -10.2(2) . . . . ?
C23 C22 N5 O3 170.21(15) . . . . ?
C24 C19 C20 C21 -3.6(2) . . . . ?
C24 C19 N4 N3 -168.50(15) . . . . ?
N1 C1 C2 C3 -179.85(15) . . . . ?
N1 C1 C6 C5 179.20(16) . . . . ?
N1 C7 C8 C9 0.17(16) . . . . ?
N1 C7 C8 C11 176.44(14) . . . . ?
N3 C11 C12 C13 -77.13(18) . . . . ?
N4 C19 C20 C21 172.05(16) . . . . ?
N4 C19 C24 C23 -172.63(16) . . . . ?
N5 C22 C23 C24 174.97(15) . . . . ?
O1 C7 C8 C9 -177.72(16) . . . . ?
O1 C7 C8 C11 -1.4(3) . . . . ?
O1 C7 N1 C1 -1.0(3) . . . . ?
O1 C7 N1 N2 178.05(15) . . . . ?


_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_H2L2
_database_code_depnum_ccdc_archive 'CCDC 2158177'
loop_
_audit_author_name
_audit_author_address
'Antonio Rodriguez Dieguez'
;University of Granada
Spain
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2022-08-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H22 N4 O3 S, 1.2[H2O]'
_chemical_formula_sum            'C24 H24.40 N4 O4.20 S'
_chemical_formula_weight         468.13
_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'
S S 0.1246 0.1234 '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                   24.3936(19)
_cell_length_b                   10.9327(7)
_cell_length_c                   17.3895(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.135(4)
_cell_angle_gamma                90
_cell_volume                     4634.3(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4500
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      24.60
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.3993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1491 before and 0.0869 after correction.
The Ratio of minimum to maximum transmission is 0.5359.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1413
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24621
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.657
_diffrn_reflns_theta_max         24.657
_diffrn_reflns_theta_min         2.339
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'high brilliance microfocus sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2789
_reflns_number_total             3915
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker Apex3, 2019'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3915
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.007
_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)+(0.0452P)²+2.8664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1249
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 C10(H10A,H10B,H10C), C24(H24A,H24B,H24C)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), N3(H3A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.25333(10) -0.0621(2) 0.17391(15) 0.0167(6) Uani 1 1 d . . . . .
C2 C 0.20407(10) -0.0033(2) 0.18802(15) 0.0178(6) Uani 1 1 d . . . . .
H2 H 0.201454 0.083278 0.185164 0.021 Uiso 1 1 calc R U . . .
C3 C 0.15909(11) -0.0727(2) 0.20621(15) 0.0203(6) Uani 1 1 d . . . . .
H3 H 0.125120 -0.033301 0.214633 0.024 Uiso 1 1 calc R U . . .
C4 C 0.16263(11) -0.1974(3) 0.21234(16) 0.0243(7) Uani 1 1 d . . . . .
H4 H 0.131324 -0.244033 0.224818 0.029 Uiso 1 1 calc R U . . .
C5 C 0.21225(11) -0.2553(2) 0.20019(16) 0.0235(7) Uani 1 1 d . . . . .
H5 H 0.215111 -0.341582 0.205595 0.028 Uiso 1 1 calc R U . . .
C6 C 0.25750(11) -0.1878(2) 0.18025(16) 0.0212(6) Uani 1 1 d . . . . .
H6 H 0.291241 -0.227558 0.170967 0.025 Uiso 1 1 calc R U . . .
C7 C 0.29908(10) 0.1113(2) 0.10856(15) 0.0162(6) Uani 1 1 d . . . . .
C8 C 0.35634(10) 0.1426(2) 0.10127(15) 0.0170(6) Uani 1 1 d . . . . .
C9 C 0.38571(10) 0.0452(2) 0.14000(17) 0.0232(7) Uani 1 1 d . . . . .
C10 C 0.44621(11) 0.0224(3) 0.1472(2) 0.0376(8) Uani 1 1 d . . . . .
H10A H 0.453098 -0.059158 0.168813 0.056 Uiso 1 1 d R U . . .
H10B H 0.463288 0.084300 0.181123 0.056 Uiso 1 1 d R U . . .
H10C H 0.461979 0.027665 0.096259 0.056 Uiso 1 1 d R U . . .
C11 C 0.37320(10) 0.2456(2) 0.06258(15) 0.0159(6) Uani 1 1 d . . . . .
C12 C 0.43137(10) 0.2878(2) 0.06359(16) 0.0183(6) Uani 1 1 d . . . . .
C13 C 0.45746(11) 0.3199(3) 0.13227(18) 0.0294(7) Uani 1 1 d . . . . .
H13 H 0.437990 0.317240 0.178547 0.035 Uiso 1 1 calc R U . . .
C14 C 0.51179(12) 0.3559(3) 0.13424(19) 0.0369(8) Uani 1 1 d . . . . .
H14 H 0.529597 0.378214 0.181702 0.044 Uiso 1 1 calc R U . . .
C15 C 0.53997(12) 0.3595(3) 0.06731(19) 0.0361(8) Uani 1 1 d . . . . .
H15 H 0.577471 0.383083 0.068660 0.043 Uiso 1 1 calc R U . . .
C16 C 0.51415(11) 0.3290(3) -0.00140(19) 0.0336(8) Uani 1 1 d . . . . .
H16 H 0.533904 0.331229 -0.047441 0.040 Uiso 1 1 calc R U . . .
C17 C 0.45926(11) 0.2950(3) -0.00407(18) 0.0265(7) Uani 1 1 d . . . . .
H17 H 0.441035 0.276766 -0.051929 0.032 Uiso 1 1 calc R U . . .
C18 C 0.25615(10) 0.5210(2) 0.06988(15) 0.0178(6) Uani 1 1 d . . . . .
C19 C 0.23927(10) 0.4388(2) 0.12474(16) 0.0188(6) Uani 1 1 d . . . . .
H19 H 0.265296 0.391527 0.153864 0.023 Uiso 1 1 calc R U . . .
C20 C 0.18356(11) 0.4269(2) 0.13632(16) 0.0215(6) Uani 1 1 d . . . . .
H20 H 0.171367 0.369013 0.172699 0.026 Uiso 1 1 calc R U . . .
C21 C 0.14535(11) 0.4980(2) 0.09563(16) 0.0221(6) Uani 1 1 d . . . . .
C22 C 0.16337(11) 0.5792(2) 0.04089(17) 0.0227(7) Uani 1 1 d . . . . .
H22 H 0.137437 0.627867 0.012586 0.027 Uiso 1 1 calc R U . . .
C23 C 0.21858(10) 0.5904(2) 0.02685(16) 0.0193(6) Uani 1 1 d . . . . .
H23 H 0.230589 0.644815 -0.011647 0.023 Uiso 1 1 calc R U . . .
C24 C 0.08530(11) 0.4909(3) 0.1124(2) 0.0361(8) Uani 1 1 d . . . . .
H24A H 0.079482 0.428157 0.151525 0.054 Uiso 1 1 d R U . . .
H24B H 0.064422 0.469651 0.065026 0.054 Uiso 1 1 d R U . . .
H24C H 0.072753 0.570278 0.131358 0.054 Uiso 1 1 d R U . . .
N1 N 0.29934(8) 0.00831(19) 0.15331(13) 0.0175(5) Uani 1 1 d . . . . .
N2 N 0.35270(8) -0.0347(2) 0.16970(14) 0.0227(5) Uani 1 1 d . . . . .
N3 N 0.33523(8) 0.30848(19) 0.02219(13) 0.0179(5) Uani 1 1 d . . . . .
H3A H 0.302880 0.274852 0.012877 0.021 Uiso 1 1 calc R U . . .
N4 N 0.34496(9) 0.4259(2) -0.00590(15) 0.0185(5) Uani 1 1 d . . . . .
O1 O 0.25711(7) 0.16263(15) 0.07992(11) 0.0183(4) Uani 1 1 d . . . . .
O2 O 0.35639(7) 0.51562(18) 0.12439(11) 0.0262(5) Uani 1 1 d . . . . .
O3 O 0.33476(7) 0.64675(16) 0.01061(12) 0.0276(5) Uani 1 1 d . . . . .
S1 S 0.32633(3) 0.53787(6) 0.05366(4) 0.01895(19) Uani 1 1 d . . . . .
H4A H 0.3286(13) 0.431(3) -0.0472(19) 0.029(9) 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
C1 C2 1.393(4) . ?
C1 C6 1.382(4) . ?
C1 N1 1.418(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.370(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.448(3) . ?
C7 N1 1.369(3) . ?
C7 O1 1.254(3) . ?
C8 C9 1.437(4) . ?
C8 C11 1.382(4) . ?
C9 C10 1.497(4) . ?
C9 N2 1.307(3) . ?
C10 H10A 0.9799 . ?
C10 H10B 0.9801 . ?
C10 H10C 0.9806 . ?
C11 C12 1.492(3) . ?
C11 N3 1.332(3) . ?
C12 C13 1.378(4) . ?
C12 C17 1.383(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.374(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(4) . ?
C18 C23 1.388(4) . ?
C18 S1 1.755(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(4) . ?
C21 C22 1.385(4) . ?
C21 C24 1.506(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(4) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9803 . ?
C24 H24C 0.9814 . ?
N1 N2 1.403(3) . ?
N3 H3A 0.8800 . ?
N3 N4 1.397(3) . ?
N4 S1 1.677(2) . ?
N4 H4A 0.81(3) . ?
O2 S1 1.429(2) . ?
O3 S1 1.4251(19) . ?

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 N1 119.4(2) . . ?
C6 C1 C2 120.4(2) . . ?
C6 C1 N1 120.2(2) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.6(2) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
N1 C7 C8 105.1(2) . . ?
O1 C7 C8 129.4(2) . . ?
O1 C7 N1 125.5(2) . . ?
C9 C8 C7 104.4(2) . . ?
C11 C8 C7 122.7(2) . . ?
C11 C8 C9 132.8(2) . . ?
C8 C9 C10 129.4(2) . . ?
N2 C9 C8 112.1(2) . . ?
N2 C9 C10 118.4(2) . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.4 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.4 . . ?
H10B C10 H10C 109.3 . . ?
C8 C11 C12 123.1(2) . . ?
N3 C11 C8 117.6(2) . . ?
N3 C11 C12 119.3(2) . . ?
C13 C12 C11 119.8(2) . . ?
C13 C12 C17 119.8(2) . . ?
C17 C12 C11 120.4(2) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 C16 119.4(3) . . ?
C12 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C19 C18 C23 121.3(2) . . ?
C19 C18 S1 119.7(2) . . ?
C23 C18 S1 119.0(2) . . ?
C18 C19 H19 120.7 . . ?
C18 C19 C20 118.6(3) . . ?
C20 C19 H19 120.7 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C24 120.8(3) . . ?
C22 C21 C20 119.0(2) . . ?
C22 C21 C24 120.1(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 120.5 . . ?
C22 C23 C18 119.0(3) . . ?
C22 C23 H23 120.5 . . ?
C21 C24 H24A 109.7 . . ?
C21 C24 H24B 109.1 . . ?
C21 C24 H24C 109.7 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.3 . . ?
H24B C24 H24C 109.4 . . ?
C7 N1 C1 127.1(2) . . ?
C7 N1 N2 112.07(19) . . ?
N2 N1 C1 120.3(2) . . ?
C9 N2 N1 106.1(2) . . ?
C11 N3 H3A 118.8 . . ?
C11 N3 N4 122.3(2) . . ?
N4 N3 H3A 118.8 . . ?
N3 N4 S1 113.66(17) . . ?
N3 N4 H4A 107(2) . . ?
S1 N4 H4A 111(2) . . ?
N4 S1 C18 108.10(12) . . ?
O2 S1 C18 108.42(12) . . ?
O2 S1 N4 105.37(12) . . ?
O3 S1 C18 109.46(12) . . ?
O3 S1 N4 103.74(12) . . ?
O3 S1 O2 120.99(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3A O1 0.88 2.05 2.706(3) 130.4 . yes
N3 H3A O1 0.88 2.24 2.833(3) 124.1 7 yes
N4 H4A O1 0.81(3) 2.38(3) 2.925(3) 125(3) 7 yes

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 1.6(4) . . . . ?
C1 N1 N2 C9 176.2(2) . . . . ?
C2 C1 C6 C5 0.5(4) . . . . ?
C2 C1 N1 C7 -36.1(4) . . . . ?
C2 C1 N1 N2 153.2(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -1.5(4) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
C6 C1 C2 C3 -1.9(4) . . . . ?
C6 C1 N1 C7 144.2(3) . . . . ?
C6 C1 N1 N2 -26.5(4) . . . . ?
C7 C8 C9 C10 175.6(3) . . . . ?
C7 C8 C9 N2 -1.7(3) . . . . ?
C7 C8 C11 C12 171.5(2) . . . . ?
C7 C8 C11 N3 -9.1(4) . . . . ?
C7 N1 N2 C9 4.2(3) . . . . ?
C8 C7 N1 C1 -176.5(2) . . . . ?
C8 C7 N1 N2 -5.1(3) . . . . ?
C8 C9 N2 N1 -1.3(3) . . . . ?
C8 C11 C12 C13 -61.2(4) . . . . ?
C8 C11 C12 C17 118.8(3) . . . . ?
C8 C11 N3 N4 166.6(2) . . . . ?
C9 C8 C11 C12 -9.9(5) . . . . ?
C9 C8 C11 N3 169.5(3) . . . . ?
C10 C9 N2 N1 -178.9(3) . . . . ?
C11 C8 C9 C10 -3.2(5) . . . . ?
C11 C8 C9 N2 179.5(3) . . . . ?
C11 C12 C13 C14 178.2(3) . . . . ?
C11 C12 C17 C16 -177.0(3) . . . . ?
C11 N3 N4 S1 -92.6(3) . . . . ?
C12 C11 N3 N4 -13.9(4) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C13 C12 C17 C16 3.0(4) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
C15 C16 C17 C12 -2.3(5) . . . . ?
C17 C12 C13 C14 -1.8(4) . . . . ?
C18 C19 C20 C21 -1.9(4) . . . . ?
C19 C18 C23 C22 1.8(4) . . . . ?
C19 C18 S1 N4 82.5(2) . . . . ?
C19 C18 S1 O2 -31.3(2) . . . . ?
C19 C18 S1 O3 -165.1(2) . . . . ?
C19 C20 C21 C22 2.1(4) . . . . ?
C19 C20 C21 C24 -175.7(3) . . . . ?
C20 C21 C22 C23 -0.4(4) . . . . ?
C21 C22 C23 C18 -1.5(4) . . . . ?
C23 C18 C19 C20 -0.1(4) . . . . ?
C23 C18 S1 N4 -97.2(2) . . . . ?
C23 C18 S1 O2 149.0(2) . . . . ?
C23 C18 S1 O3 15.1(3) . . . . ?
C24 C21 C22 C23 177.5(3) . . . . ?
N1 C1 C2 C3 178.4(2) . . . . ?
N1 C1 C6 C5 -179.8(2) . . . . ?
N1 C7 C8 C9 4.0(3) . . . . ?
N1 C7 C8 C11 -177.1(2) . . . . ?
N3 C11 C12 C13 119.5(3) . . . . ?
N3 C11 C12 C17 -60.5(4) . . . . ?
N3 N4 S1 C18 -58.3(2) . . . . ?
N3 N4 S1 O2 57.4(2) . . . . ?
N3 N4 S1 O3 -174.46(18) . . . . ?
O1 C7 C8 C9 -174.5(3) . . . . ?
O1 C7 C8 C11 4.4(4) . . . . ?
O1 C7 N1 C1 2.1(4) . . . . ?
O1 C7 N1 N2 173.5(2) . . . . ?
S1 C18 C19 C20 -179.8(2) . . . . ?
S1 C18 C23 C22 -178.5(2) . . . . ?

_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 0.000 0.186 0.250 134.7 24.8 '2.4 H2O'
2 0.000 -0.186 0.750 134.7 24.8 '2.4 H2O'
3 0.500 0.314 0.750 134.7 24.8 '2.4 H2O'
4 0.500 0.686 0.250 134.7 24.8 '2.4 H2O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
