# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_LCR18_2
_database_code_depnum_ccdc_archive 'CCDC 2314175'
loop_
_audit_author_name
_audit_author_address
'xavier Fontrodona'
;University of Girona
Spain
;
_audit_update_record             
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RADNW01_LCR18_2             
;
PROBLEM: The radiation wavelength lies outside the expected range
RESPONSE: ...
;
_vrf_PLAT148_LCR18_2             
;
PROBLEM: s.u. on the      a    - Axis is (Too) Large ....      0.017 Ang.  
RESPONSE: 
The cell was indexed and refined using the data collection runs implanted
in the APEX 3 software. The parameters of the indexed cell that were refined
were: Unit cell length and angles, domain orientation, 
detector translation and beam center.
High e.s.d. for the cell parameters may be due to a moderate quality of
the data
;

_audit_creation_method           'APEX3 v2018.1-0'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H30 N8 O2 Zn, 2(C2 H6 O S)'
_chemical_formula_sum            'C36 H42 N8 O4 S2 Zn'
_chemical_formula_weight         780.26

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.661(17)
_cell_length_b                   8.429(17)
_cell_length_c                   22.10(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.25(4)
_cell_angle_gamma                90
_cell_volume                     1799(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7990
_cell_measurement_theta_min      2.8492
_cell_measurement_theta_max      27.4411

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.851
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71076
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Ceramic x-ray tube'
_diffrn_measurement_device_type  'D8 QUEST ECO'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            29771
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.040
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_full        25.243
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4146
_reflns_number_gt                3350
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 v2018.1-0'
_refine_special_details          
;
H atoms H11, H15, H16, H17 involved in hydrogen bonding were refined
without constrains or restrains
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0272P)²+3.7649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4146
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.000000 0.500000 0.500000 0.01444(13) Uani 1 2 d S . P . .
N2 N 0.7357(2) 0.0345(3) 0.53175(12) 0.0187(6) Uani 1 1 d . . . . .
O1 O 1.1314(2) 0.5256(2) 0.42956(9) 0.0189(5) Uani 1 1 d . . . . .
N1 N 0.9699(2) 0.2682(3) 0.45038(11) 0.0149(5) Uani 1 1 d . . . . .
C2 C 0.8917(3) 0.1423(4) 0.46095(14) 0.0161(6) Uani 1 1 d . . . . .
N3 N 0.3781(2) 0.3209(3) 0.57979(12) 0.0196(6) Uani 1 1 d . . . . .
N4 N 0.1693(2) 0.4066(3) 0.55451(11) 0.0170(5) Uani 1 1 d . . . . .
C3 C 0.8708(3) 0.0205(4) 0.41810(14) 0.0196(6) Uani 1 1 d . . . . .
H3 H 0.813258 -0.067384 0.426785 0.024 Uiso 1 1 calc R U . . .
C12 C 0.6864(3) 0.0381(4) 0.59318(15) 0.0221(7) Uani 1 1 d . . . . .
H12A H 0.744558 0.111732 0.618112 0.027 Uiso 1 1 calc R U . . .
H12B H 0.694911 -0.068980 0.611312 0.027 Uiso 1 1 calc R U . . .
C13 C 0.5353(3) 0.0919(4) 0.59348(15) 0.0227(7) Uani 1 1 d . . . . .
H13A H 0.478681 0.024646 0.565367 0.027 Uiso 1 1 calc R U . . .
H13B H 0.500144 0.078245 0.634621 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5202(3) 0.2650(4) 0.57453(16) 0.0244(7) Uani 1 1 d . . . . .
H14A H 0.583206 0.331172 0.600367 0.029 Uiso 1 1 calc R U . . .
H14B H 0.547683 0.276868 0.532084 0.029 Uiso 1 1 calc R U . . .
C4 C 0.9336(3) 0.0291(4) 0.36402(14) 0.0216(7) Uani 1 1 d . . . . .
H4 H 0.919907 -0.053072 0.334987 0.026 Uiso 1 1 calc R U . . .
C5 C 1.0889(3) 0.1769(4) 0.29671(14) 0.0240(7) Uani 1 1 d . . . . .
H5 H 1.077622 0.100034 0.265459 0.029 Uiso 1 1 calc R U . . .
C6 C 1.1738(3) 0.3058(4) 0.28937(14) 0.0248(7) Uani 1 1 d . . . . .
H6 H 1.223057 0.315389 0.253187 0.030 Uiso 1 1 calc R U . . .
C7 C 1.1896(3) 0.4232(4) 0.33379(14) 0.0222(7) Uani 1 1 d . . . . .
H7 H 1.249225 0.510363 0.326861 0.027 Uiso 1 1 calc R U . . .
C8 C 1.1203(3) 0.4164(4) 0.38801(13) 0.0181(6) Uani 1 1 d . . . . .
C9 C 1.0337(3) 0.2779(4) 0.39662(13) 0.0161(6) Uani 1 1 d . . . . .
C10 C 1.0189(3) 0.1598(4) 0.35102(14) 0.0186(6) Uani 1 1 d . . . . .
C11 C 0.8294(3) 0.1349(4) 0.52059(14) 0.0170(6) Uani 1 1 d . . . . .
H11 H 0.863(3) 0.216(4) 0.5494(16) 0.024(9) Uiso 1 1 d . . . . .
C15 C 0.3067(3) 0.3270(4) 0.63235(15) 0.0207(7) Uani 1 1 d . . . . .
H15 H 0.353(3) 0.295(4) 0.6685(16) 0.022(9) Uiso 1 1 d . . . . .
C16 C 0.1778(3) 0.3804(4) 0.61625(14) 0.0197(6) Uani 1 1 d . . . . .
H16 H 0.097(4) 0.403(4) 0.6417(16) 0.029(10) Uiso 1 1 d . . . . .
C17 C 0.2919(3) 0.3711(4) 0.53480(15) 0.0213(7) Uani 1 1 d . . . . .
H17 H 0.319(3) 0.369(4) 0.4957(16) 0.021(9) Uiso 1 1 d . . . . .
C2S C 0.7401(4) 0.3267(4) 0.25830(16) 0.0308(8) Uani 1 1 d . . . . .
H2SA H 0.790867 0.284584 0.224306 0.046 Uiso 1 1 calc R U . . .
H2SB H 0.806032 0.360994 0.290510 0.046 Uiso 1 1 calc R U . . .
H2SC H 0.683710 0.417392 0.244531 0.046 Uiso 1 1 calc R U . . .
C3S C 0.5576(4) 0.2953(5) 0.34388(18) 0.0350(9) Uani 1 1 d . . . . .
H3SA H 0.519562 0.392839 0.325712 0.053 Uiso 1 1 calc R U . . .
H3SB H 0.629661 0.322358 0.374584 0.053 Uiso 1 1 calc R U . . .
H3SC H 0.483433 0.236232 0.362856 0.053 Uiso 1 1 calc R U . . .
O4S O 0.5198(3) 0.1491(4) 0.23921(13) 0.0451(7) Uani 1 1 d . . . . .
S1S S 0.63042(9) 0.17619(10) 0.28659(4) 0.0271(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.058(3) 3_766 ?
Zn1 O1 2.058(3) . ?
Zn1 N4 2.143(4) 3_666 ?
Zn1 N4 2.143(4) 1_655 ?
Zn1 N1 2.254(4) 3_766 ?
Zn1 N1 2.254(4) . ?
N2 C11 1.271(4) . ?
N2 C12 1.457(5) . ?
O1 C8 1.302(4) . ?
N1 C2 1.328(4) . ?
N1 C9 1.362(4) . ?
C2 C3 1.407(5) . ?
C2 C11 1.472(5) . ?
N3 C17 1.340(4) . ?
N3 C15 1.375(4) . ?
N3 C14 1.461(4) . ?
N4 C17 1.312(4) . ?
N4 C16 1.382(5) . ?
C3 C4 1.363(5) . ?
C3 H3 0.9500 . ?
C12 C13 1.529(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.524(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C4 C10 1.412(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.375(5) . ?
C5 C10 1.408(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.397(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.453(5) . ?
C9 C10 1.420(5) . ?
C11 H11 0.98(4) . ?
C15 C16 1.358(5) . ?
C15 H15 0.94(3) . ?
C16 H16 1.00(4) . ?
C17 H17 0.91(3) . ?
C2S S1S 1.782(4) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S S1S 1.782(4) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
O4S S1S 1.484(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 3_766 . ?
O1 Zn1 N4 89.08(16) 3_766 3_666 ?
O1 Zn1 N4 90.92(16) . 3_666 ?
O1 Zn1 N4 90.92(16) 3_766 1_655 ?
O1 Zn1 N4 89.08(16) . 1_655 ?
N4 Zn1 N4 180.00(11) 3_666 1_655 ?
O1 Zn1 N1 78.13(12) 3_766 3_766 ?
O1 Zn1 N1 101.87(12) . 3_766 ?
N4 Zn1 N1 92.06(13) 3_666 3_766 ?
N4 Zn1 N1 87.94(13) 1_655 3_766 ?
O1 Zn1 N1 101.87(12) 3_766 . ?
O1 Zn1 N1 78.13(12) . . ?
N4 Zn1 N1 87.94(13) 3_666 . ?
N4 Zn1 N1 92.06(13) 1_655 . ?
N1 Zn1 N1 180.0 3_766 . ?
C11 N2 C12 115.4(3) . . ?
C8 O1 Zn1 115.1(2) . . ?
C2 N1 C9 118.8(3) . . ?
C2 N1 Zn1 132.1(2) . . ?
C9 N1 Zn1 108.5(2) . . ?
N1 C2 C3 122.2(3) . . ?
N1 C2 C11 116.5(3) . . ?
C3 C2 C11 121.3(3) . . ?
C17 N3 C15 107.3(3) . . ?
C17 N3 C14 127.0(3) . . ?
C15 N3 C14 125.7(3) . . ?
C17 N4 C16 105.8(3) . . ?
C17 N4 Zn1 125.2(2) . 1_455 ?
C16 N4 Zn1 128.9(2) . 1_455 ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
N2 C12 C13 111.0(3) . . ?
N2 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
N2 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C12 111.3(3) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N3 C14 C13 111.5(3) . . ?
N3 C14 H14A 109.3 . . ?
C13 C14 H14A 109.3 . . ?
N3 C14 H14B 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C3 C4 C10 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C10 C4 H4 119.9 . . ?
C6 C5 C10 119.3(3) . . ?
C6 C5 H5 120.3 . . ?
C10 C5 H5 120.3 . . ?
C5 C6 C7 121.7(3) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 122.1(3) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
O1 C8 C7 123.2(3) . . ?
O1 C8 C9 120.5(3) . . ?
C7 C8 C9 116.3(3) . . ?
N1 C9 C10 122.7(3) . . ?
N1 C9 C8 116.4(3) . . ?
C10 C9 C8 120.8(3) . . ?
C5 C10 C4 123.8(3) . . ?
C5 C10 C9 119.7(3) . . ?
C4 C10 C9 116.5(3) . . ?
N2 C11 C2 121.4(3) . . ?
N2 C11 H11 124(2) . . ?
C2 C11 H11 115(2) . . ?
C16 C15 N3 106.0(3) . . ?
C16 C15 H15 136(2) . . ?
N3 C15 H15 118(2) . . ?
C15 C16 N4 109.3(3) . . ?
C15 C16 H16 130(2) . . ?
N4 C16 H16 121(2) . . ?
N4 C17 N3 111.6(3) . . ?
N4 C17 H17 128(2) . . ?
N3 C17 H17 120(2) . . ?
S1S C2S H2SA 109.5 . . ?
S1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
S1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
S1S C3S H3SA 109.5 . . ?
S1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
S1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
O4S S1S C2S 106.5(2) . . ?
O4S S1S C3S 107.1(2) . . ?
C2S S1S C3S 96.0(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C2 C3 -1.1(4) . . . . ?
Zn1 N1 C2 C3 168.8(2) . . . . ?
C9 N1 C2 C11 177.8(2) . . . . ?
Zn1 N1 C2 C11 -12.2(4) . . . . ?
N1 C2 C3 C4 0.9(4) . . . . ?
C11 C2 C3 C4 -178.0(3) . . . . ?
C11 N2 C12 C13 113.6(3) . . . . ?
N2 C12 C13 C14 -67.4(4) . . . . ?
C17 N3 C14 C13 -116.8(4) . . . . ?
C15 N3 C14 C13 61.1(4) . . . . ?
C12 C13 C14 N3 -175.0(3) . . . . ?
C2 C3 C4 C10 -0.1(4) . . . . ?
C10 C5 C6 C7 -1.8(5) . . . . ?
C5 C6 C7 C8 0.0(5) . . . . ?
Zn1 O1 C8 C7 172.7(2) . . . . ?
Zn1 O1 C8 C9 -7.7(3) . . . . ?
C6 C7 C8 O1 -178.7(3) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C2 N1 C9 C10 0.7(4) . . . . ?
Zn1 N1 C9 C10 -171.4(2) . . . . ?
C2 N1 C9 C8 -178.7(2) . . . . ?
Zn1 N1 C9 C8 9.1(3) . . . . ?
O1 C8 C9 N1 -1.8(4) . . . . ?
C7 C8 C9 N1 177.8(3) . . . . ?
O1 C8 C9 C10 178.8(3) . . . . ?
C7 C8 C9 C10 -1.7(4) . . . . ?
C6 C5 C10 C4 -177.5(3) . . . . ?
C6 C5 C10 C9 1.8(4) . . . . ?
C3 C4 C10 C5 179.1(3) . . . . ?
C3 C4 C10 C9 -0.2(4) . . . . ?
N1 C9 C10 C5 -179.4(3) . . . . ?
C8 C9 C10 C5 0.0(4) . . . . ?
N1 C9 C10 C4 0.0(4) . . . . ?
C8 C9 C10 C4 179.3(3) . . . . ?
C12 N2 C11 C2 178.4(2) . . . . ?
N1 C2 C11 N2 168.4(3) . . . . ?
C3 C2 C11 N2 -12.7(4) . . . . ?
C17 N3 C15 C16 0.5(4) . . . . ?
C14 N3 C15 C16 -177.8(3) . . . . ?
N3 C15 C16 N4 0.2(4) . . . . ?
C17 N4 C16 C15 -0.8(4) . . . . ?
Zn1 N4 C16 C15 -177.0(2) 1_455 . . . ?
C16 N4 C17 N3 1.2(4) . . . . ?
Zn1 N4 C17 N3 177.6(2) 1_455 . . . ?
C15 N3 C17 N4 -1.1(4) . . . . ?
C14 N3 C17 N4 177.2(3) . . . . ?

_refine_diff_density_max         0.922
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_lcr21
_database_code_depnum_ccdc_archive 'CCDC 2335709'
loop_
_audit_author_name
_audit_author_address
'Vania Andre'
;Instituto Superior Tecnico
Portugal
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 N8 O2'
_chemical_formula_weight         588.71

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.439(2)
_cell_length_b                   17.238(4)
_cell_length_c                   10.585(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.652(10)
_cell_angle_gamma                90
_cell_volume                     1482.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1407
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      24.69

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6534
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS (Bruker,2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Photon area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15536
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.1213
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.321
_diffrn_reflns_theta_max         26.570
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3039
_reflns_number_gt                1842
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'BRUKER SMART (Bruker, 2014)'
_computing_cell_refinement       'BRUKER SMART (Bruker, 2014)'
_computing_data_reduction        'BRUKER SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    â\/EoeMercury
_computing_publication_material  â\/EoeWinGX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0509P)²+0.0747P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3039
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1138
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0173(2) 0.34855(9) 0.26860(17) 0.0329(5) Uani 1 1 d . . . . .
H01 H 1.0757 0.3453 0.2182 0.049 Uiso 1 1 calc R U . . .
N1 N 0.8663(2) 0.38779(10) 0.45432(19) 0.0219(5) Uani 1 1 d . . . . .
N3 N 0.4068(2) 0.31477(10) 1.00566(18) 0.0218(4) Uani 1 1 d . . . . .
N4 N 0.2173(2) 0.31767(11) 1.11435(18) 0.0253(5) Uani 1 1 d . . . . .
N2 N 0.7289(3) 0.36027(12) 0.7391(2) 0.0294(5) Uani 1 1 d . . . . .
C2 C 0.7924(3) 0.40828(13) 0.5442(2) 0.0219(5) Uani 1 1 d . . . . .
C9 C 0.8704(3) 0.44099(13) 0.3583(2) 0.0198(5) Uani 1 1 d . . . . .
C10 C 0.7986(3) 0.51557(13) 0.3537(2) 0.0225(5) Uani 1 1 d . . . . .
C8 C 0.9509(3) 0.41987(13) 0.2604(2) 0.0225(5) Uani 1 1 d . . . . .
C17 C 0.3527(3) 0.35125(14) 1.0998(2) 0.0249(5) Uani 1 1 d . . . . .
C16 C 0.1829(3) 0.25773(13) 1.0244(2) 0.0256(6) Uani 1 1 d . . . . .
H16 H 0.0940 0.2240 1.0122 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7176(3) 0.53364(13) 0.4514(2) 0.0264(6) Uani 1 1 d . . . . .
H4 H 0.6674 0.5817 0.4512 0.032 Uiso 1 1 calc R U . . .
C3 C 0.7138(3) 0.48042(13) 0.5449(2) 0.0252(6) Uani 1 1 d . . . . .
H3 H 0.6600 0.4914 0.6088 0.030 Uiso 1 1 calc R U . . .
C11 C 0.7976(3) 0.35015(14) 0.6476(2) 0.0261(6) Uani 1 1 d . . . . .
H11 H 0.8538 0.3040 0.6456 0.031 Uiso 1 1 calc R U . . .
C15 C 0.2977(3) 0.25538(13) 0.9566(3) 0.0278(6) Uani 1 1 d . . . . .
H15 H 0.3022 0.2207 0.8903 0.033 Uiso 1 1 calc R U . . .
C5 C 0.8090(3) 0.56847(13) 0.2549(2) 0.0270(6) Uani 1 1 d . . . . .
H5 H 0.7635 0.6178 0.2525 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5944(3) 0.27836(13) 0.8710(2) 0.0280(6) Uani 1 1 d . . . . .
H13A H 0.5055 0.2754 0.7909 0.034 Uiso 1 1 calc R U . . .
H13B H 0.6053 0.2278 0.9126 0.034 Uiso 1 1 calc R U . . .
C6 C 0.8863(3) 0.54686(14) 0.1625(2) 0.0292(6) Uani 1 1 d . . . . .
H6 H 0.8930 0.5818 0.0973 0.035 Uiso 1 1 calc R U . . .
C7 C 0.9559(3) 0.47272(14) 0.1644(2) 0.0278(6) Uani 1 1 d . . . . .
H7 H 1.0064 0.4592 0.0995 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5513(3) 0.33733(14) 0.9613(3) 0.0301(6) Uani 1 1 d . . . . .
H14A H 0.6448 0.3441 1.0373 0.036 Uiso 1 1 calc R U . . .
H14B H 0.5295 0.3868 0.9162 0.036 Uiso 1 1 calc R U . . .
C12 C 0.7538(3) 0.29817(15) 0.8367(3) 0.0339(6) Uani 1 1 d . . . . .
H12A H 0.8360 0.3142 0.9154 0.041 Uiso 1 1 calc R U . . .
H12B H 0.7947 0.2523 0.8026 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4359(4) 0.41964(16) 1.1745(3) 0.0437(8) Uani 1 1 d . . . . .
H18C H 0.3547 0.4564 1.1844 0.065 Uiso 1 1 calc R U . . .
H18B H 0.5062 0.4434 1.1279 0.065 Uiso 1 1 calc R U . . .
H18A H 0.5005 0.4033 1.2595 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.344(3) . ?
N1 C2 1.319(3) . ?
N1 C9 1.377(3) . ?
N3 C17 1.357(3) . ?
N3 C15 1.381(3) . ?
N3 C14 1.472(3) . ?
N4 C17 1.326(3) . ?
N4 C16 1.382(3) . ?
N2 C11 1.267(3) . ?
N2 C12 1.463(3) . ?
C2 C3 1.410(3) . ?
C2 C11 1.476(3) . ?
C9 C10 1.416(3) . ?
C9 C8 1.431(3) . ?
C10 C5 1.408(3) . ?
C10 C4 1.420(3) . ?
C8 C7 1.373(3) . ?
C17 C18 1.486(3) . ?
C16 C15 1.353(3) . ?
C4 C3 1.356(3) . ?
C5 C6 1.366(3) . ?
C13 C14 1.506(3) . ?
C13 C12 1.524(3) . ?
C6 C7 1.404(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
C2 N1 C9 117.74(19) . . ?
C17 N3 C15 107.30(19) . . ?
C17 N3 C14 125.68(19) . . ?
C15 N3 C14 126.98(19) . . ?
C17 N4 C16 105.88(19) . . ?
C11 N2 C12 115.5(2) . . ?
N1 C2 C3 123.7(2) . . ?
N1 C2 C11 115.4(2) . . ?
C3 C2 C11 121.0(2) . . ?
N1 C9 C10 122.3(2) . . ?
N1 C9 C8 118.5(2) . . ?
C10 C9 C8 119.2(2) . . ?
C5 C10 C9 120.1(2) . . ?
C5 C10 C4 122.5(2) . . ?
C9 C10 C4 117.4(2) . . ?
O1 C8 C7 124.0(2) . . ?
O1 C8 C9 117.18(19) . . ?
C7 C8 C9 118.8(2) . . ?
N4 C17 N3 110.7(2) . . ?
N4 C17 C18 125.6(2) . . ?
N3 C17 C18 123.6(2) . . ?
C15 C16 N4 109.9(2) . . ?
C3 C4 C10 119.6(2) . . ?
C4 C3 C2 119.3(2) . . ?
N2 C11 C2 123.0(2) . . ?
C16 C15 N3 106.2(2) . . ?
C6 C5 C10 119.5(2) . . ?
C14 C13 C12 112.3(2) . . ?
C5 C6 C7 121.1(2) . . ?
C8 C7 C6 121.2(2) . . ?
N3 C14 C13 112.74(19) . . ?
N2 C12 C13 111.4(2) . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.051

