# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_1
_database_code_depnum_ccdc_archive 'CCDC 2181834'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H30 N4 O4 S2 Zn'
_chemical_formula_sum            'C28 H30 N4 O4 S2 Zn'
_chemical_formula_weight         616.05
_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2469(3)
_cell_length_b                   12.7175(3)
_cell_length_c                   9.8919(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.639(3)
_cell_angle_gamma                90
_cell_volume                     1380.58(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15139
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.1270
_cell_measurement_theta_min      3.4560
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.737
_exptl_absorpt_coefficient_mu    1.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            40131
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.292
_diffrn_reflns_theta_min         2.451
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  48.00   1.00    4.00    --   14.05 -77.00 120.00   90
  2  ω    -12.00  90.00   1.00    4.00    --   14.05  37.00-180.00  102
  3  ω     39.00 104.00   1.00    4.00    --   14.05 178.00  30.00   65
  4  ω    -12.00  90.00   1.00    4.00    --   14.05  37.00  60.00  102
  5  ω    -16.00  88.00   1.00    4.00    --   14.05  57.00 150.00  104
  6  ω    -15.00  56.00   1.00    4.00    --   14.05 -99.00-120.00   71
  7  ω    -16.00  88.00   1.00    4.00    --   14.05  57.00 -90.00  104
  8  ω    -48.00  21.00   1.00    4.00    --  -14.36  77.00  30.00   69
  9  ω    -42.00  19.00   1.00    4.00    --  -14.36 -77.00-120.00   61
 10  ω    -42.00  48.00   1.00    4.00    --   14.05 -77.00  30.00   90
 11  ω    -72.00 -27.00   1.00    4.00    --  -14.36 125.00-160.11   45
 12  ω    -72.00 -27.00   1.00    4.00    --  -14.36 125.00  -4.01   45
 13  ω    -86.00 -38.00   1.00    4.00    --  -14.36 147.00 103.65   48
 14  ω    -42.00  -6.00   1.00    4.00    --  -14.36 -77.00   0.00   36
 15  ω    -88.00 -39.00   1.00    4.00    --  -14.36 150.00-105.72   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0625509000
_diffrn_orient_matrix_UB_12      0.0133197000
_diffrn_orient_matrix_UB_13      -0.0213350000
_diffrn_orient_matrix_UB_21      -0.0029965000
_diffrn_orient_matrix_UB_22      -0.0269233000
_diffrn_orient_matrix_UB_23      -0.0634500000
_diffrn_orient_matrix_UB_31      -0.0160104000
_diffrn_orient_matrix_UB_32      -0.0469868000
_diffrn_orient_matrix_UB_33      0.0303210000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3484
_reflns_number_total             3988
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3988
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.037
_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)+(0.0282P)²+0.7878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0698
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01733(6) Uani 1 2 d S T P . .
S2 S 0.81652(4) 0.62262(3) 0.95825(4) 0.03477(10) Uani 1 1 d . . . . .
O1 O 0.46997(8) 0.36642(7) 0.60571(10) 0.02102(19) Uani 1 1 d . . . . .
O11 O 0.56119(10) 0.22549(9) 0.71736(13) 0.0384(3) Uani 1 1 d . . . . .
N1 N 0.66634(9) 0.40136(8) 0.49539(11) 0.0175(2) Uani 1 1 d . . . . .
N2 N 0.59801(10) 0.57512(9) 0.69538(11) 0.0201(2) Uani 1 1 d . . . . .
H2 H 0.5484(16) 0.6262(14) 0.7066(18) 0.028(4) Uiso 1 1 d . . . . .
C10 C 0.76344(11) 0.41679(10) 0.43418(13) 0.0187(2) Uani 1 1 d . . . . .
C11 C 0.76842(12) 0.50931(10) 0.35707(14) 0.0216(3) Uani 1 1 d . . . . .
H11 H 0.706134 0.558696 0.347236 0.026 Uiso 1 1 calc R . . . .
C12 C 0.86562(13) 0.52620(12) 0.29654(15) 0.0253(3) Uani 1 1 d . . . . .
H12 H 0.868765 0.587576 0.246324 0.030 Uiso 1 1 calc R . . . .
C13 C 0.96066(13) 0.45222(13) 0.30914(15) 0.0276(3) Uani 1 1 d . . . . .
H13 H 1.025451 0.464794 0.266853 0.033 Uiso 1 1 calc R . . . .
C14 C 0.95777(13) 0.36236(13) 0.38315(15) 0.0290(3) Uani 1 1 d . . . . .
H14 H 1.021173 0.314145 0.391866 0.035 Uiso 1 1 calc R . . . .
C15 C 0.85899(12) 0.34156(11) 0.44709(14) 0.0236(3) Uani 1 1 d . . . . .
C16 C 0.85091(14) 0.24942(12) 0.52343(16) 0.0301(3) Uani 1 1 d . . . . .
H16 H 0.911361 0.198352 0.532844 0.036 Uiso 1 1 calc R . . . .
C17 C 0.75365(13) 0.23551(11) 0.58361(16) 0.0272(3) Uani 1 1 d . . . . .
H17 H 0.747189 0.175105 0.634505 0.033 Uiso 1 1 calc R . . . .
C18 C 0.66328(11) 0.31407(10) 0.56738(13) 0.0202(2) Uani 1 1 d . . . . .
C19 C 0.55580(12) 0.29989(11) 0.63629(14) 0.0226(3) Uani 1 1 d . . . . .
C21 C 0.61590(15) 0.50909(11) 0.82114(15) 0.0277(3) Uani 1 1 d . . . . .
H21A H 0.670607 0.451862 0.811975 0.033 Uiso 1 1 calc R . . . .
H21B H 0.538204 0.478459 0.826998 0.033 Uiso 1 1 calc R . . . .
C22 C 0.66756(15) 0.56772(13) 0.95578(15) 0.0323(3) Uani 1 1 d . . . . .
H22A H 0.673423 0.519760 1.033205 0.039 Uiso 1 1 calc R . . . .
H22B H 0.612246 0.623942 0.967025 0.039 Uiso 1 1 calc R . . . .
C23 C 0.77231(14) 0.69503(12) 0.79829(15) 0.0287(3) Uani 1 1 d . . . . .
H23A H 0.716107 0.750421 0.809936 0.034 Uiso 1 1 calc R . . . .
H23B H 0.843867 0.727833 0.776907 0.034 Uiso 1 1 calc R . . . .
C24 C 0.71217(12) 0.62504(11) 0.67774(14) 0.0237(3) Uani 1 1 d . . . . .
H24A H 0.694948 0.666891 0.593738 0.028 Uiso 1 1 calc R . . . .
H24B H 0.769199 0.570392 0.665897 0.028 Uiso 1 1 calc R . . . .


_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 2.0611(9) . ?
Zn1 O1 2.0611(9) 3_666 ?
Zn1 N1 2.2612(10) . ?
Zn1 N1 2.2611(10) 3_666 ?
Zn1 N2 2.2205(11) 3_666 ?
Zn1 N2 2.2205(11) . ?
S2 C22 1.8102(16) . ?
S2 C23 1.8041(16) . ?
O1 C19 1.2695(16) . ?
O11 C19 1.2332(17) . ?
N1 C10 1.3738(16) . ?
N1 C18 1.3234(16) . ?
N2 C21 1.4777(18) . ?
N2 C24 1.4765(17) . ?
C10 C11 1.4100(18) . ?
C10 C15 1.4235(18) . ?
C11 C12 1.3734(18) . ?
C12 C13 1.409(2) . ?
C13 C14 1.362(2) . ?
C14 C15 1.4184(19) . ?
C15 C16 1.408(2) . ?
C16 C17 1.366(2) . ?
C17 C18 1.4090(18) . ?
C18 C19 1.5229(18) . ?
C21 C22 1.526(2) . ?
C23 C24 1.5228(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
O1 Zn1 O1 180.00(8) . 3_666 ?
O1 Zn1 N1 77.36(4) . . ?
O1 Zn1 N1 102.64(4) 3_666 . ?
O1 Zn1 N1 102.64(4) . 3_666 ?
O1 Zn1 N1 77.36(4) 3_666 3_666 ?
O1 Zn1 N2 88.95(4) . 3_666 ?
O1 Zn1 N2 91.05(4) . . ?
O1 Zn1 N2 88.95(4) 3_666 . ?
O1 Zn1 N2 91.05(4) 3_666 3_666 ?
N1 Zn1 N1 180.0 3_666 . ?
N2 Zn1 N1 90.05(4) . . ?
N2 Zn1 N1 90.05(4) 3_666 3_666 ?
N2 Zn1 N1 89.95(4) 3_666 . ?
N2 Zn1 N1 89.95(4) . 3_666 ?
N2 Zn1 N2 180.0 3_666 . ?
C23 S2 C22 96.22(7) . . ?
C19 O1 Zn1 118.02(8) . . ?
C10 N1 Zn1 132.12(8) . . ?
C18 N1 Zn1 109.60(8) . . ?
C18 N1 C10 118.27(11) . . ?
C21 N2 Zn1 116.00(8) . . ?
C24 N2 Zn1 111.16(8) . . ?
C24 N2 C21 112.46(11) . . ?
N1 C10 C11 119.15(11) . . ?
N1 C10 C15 121.46(12) . . ?
C11 C10 C15 119.40(12) . . ?
C12 C11 C10 119.73(12) . . ?
C11 C12 C13 121.19(13) . . ?
C14 C13 C12 120.08(13) . . ?
C13 C14 C15 120.63(13) . . ?
C14 C15 C10 118.96(13) . . ?
C16 C15 C10 118.13(12) . . ?
C16 C15 C14 122.90(13) . . ?
C17 C16 C15 119.55(13) . . ?
C16 C17 C18 119.00(13) . . ?
N1 C18 C17 123.58(12) . . ?
N1 C18 C19 117.18(11) . . ?
C17 C18 C19 119.24(12) . . ?
O1 C19 C18 116.82(11) . . ?
O11 C19 O1 126.37(13) . . ?
O11 C19 C18 116.81(12) . . ?
N2 C21 C22 114.38(12) . . ?
C21 C22 S2 112.01(11) . . ?
C24 C23 S2 112.23(10) . . ?
N2 C24 C23 114.05(11) . . ?

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
N2 H2 O11 0.879(18) 2.021(18) 2.8782(15) 164.7(16) 2_656 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.416
_oxdiff_exptl_absorpt_empirical_full_min 0.769
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2181835'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H24 N4 O4 S Zn, C H4 O, 1[CH3CN]'
_chemical_formula_sum            'C29 H31 N5 O5 S Zn'
_chemical_formula_weight         627.02
_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      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                   7.6502(2)
_cell_length_b                   13.4372(4)
_cell_length_c                   14.9144(4)
_cell_angle_alpha                82.689(2)
_cell_angle_beta                 80.642(2)
_cell_angle_gamma                76.138(2)
_cell_volume                     1462.45(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12199
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9030
_cell_measurement_theta_min      2.8930
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.831
_exptl_absorpt_coefficient_mu    0.958
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28842
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.263
_diffrn_reflns_theta_min         2.769
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  48.00   1.00   30.00    --   14.05 -77.00 -90.00   90
  2  ω    -42.00  19.00   1.00   30.00    --  -14.36 -77.00-120.00   61
  3  ω    -44.00  60.00   1.00   30.00    --  -14.36  57.00 150.00  104
  4  ω    -42.00  19.00   1.00   30.00    --  -14.36 -77.00-180.00   61
  5  ω    -88.00  15.00   1.00   30.00    --  -14.36 -57.00   0.00  103
  6  ω    -60.00   8.00   1.00   30.00    --   14.05 -57.00 -60.00   68
  7  ω    -62.00  40.00   1.00   30.00    --   14.05 -37.00   0.00  102
  8  ω    -42.00  19.00   1.00   30.00    --  -14.36 -77.00  90.00   61
  9  ω    -48.00  21.00   1.00   30.00    --  -14.36  77.00  30.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0701073000
_diffrn_orient_matrix_UB_12      -0.0205259000
_diffrn_orient_matrix_UB_13      -0.0344370000
_diffrn_orient_matrix_UB_21      0.0321318000
_diffrn_orient_matrix_UB_22      -0.0421796000
_diffrn_orient_matrix_UB_23      0.0313239000
_diffrn_orient_matrix_UB_31      -0.0578567000
_diffrn_orient_matrix_UB_32      -0.0279463000
_diffrn_orient_matrix_UB_33      -0.0132666000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6752
_reflns_number_total             7904
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         7904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0326P)²+0.4264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0761
_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:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C51(H51A,H51B,H51C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.33365(2) 0.66601(2) 0.72733(2) 0.01799(5) Uani 1 1 d . . . . .
S4 S -0.29322(7) 1.02934(5) 0.94617(4) 0.05036(14) Uani 1 1 d . . . . .
O1 O 0.24846(14) 0.54214(8) 0.79479(7) 0.0225(2) Uani 1 1 d . . . . .
O2 O 0.58593(14) 0.67695(9) 0.67127(7) 0.0238(2) Uani 1 1 d . . . . .
O11 O 0.15339(17) 0.40260(9) 0.77793(8) 0.0326(3) Uani 1 1 d . . . . .
O22 O 0.86741(15) 0.66798(10) 0.69923(8) 0.0311(3) Uani 1 1 d . . . . .
N1 N 0.28674(15) 0.59418(9) 0.61664(8) 0.0174(2) Uani 1 1 d . . . . .
N2 N 0.46273(16) 0.66812(9) 0.84763(8) 0.0186(2) Uani 1 1 d . . . . .
N3 N 0.12633(18) 0.78653(10) 0.73073(9) 0.0219(3) Uani 1 1 d . . . . .
H3 H 0.035(3) 0.7679(14) 0.7349(12) 0.028(5) Uiso 1 1 d . . . . .
N4 N -0.04907(19) 0.94725(12) 0.76783(12) 0.0371(4) Uani 1 1 d . . . . .
C10 C 0.30478(18) 0.62628(11) 0.52504(9) 0.0191(3) Uani 1 1 d . . . . .
C11 C 0.3527(2) 0.72125(12) 0.49502(10) 0.0253(3) Uani 1 1 d . . . . .
H11 H 0.372745 0.761437 0.537033 0.030 Uiso 1 1 calc R U . . .
C12 C 0.3697(2) 0.75426(13) 0.40391(11) 0.0306(4) Uani 1 1 d . . . . .
H12 H 0.399886 0.817292 0.384357 0.037 Uiso 1 1 calc R U . . .
C13 C 0.3417(3) 0.69335(14) 0.33964(11) 0.0335(4) Uani 1 1 d . . . . .
H13 H 0.354462 0.716356 0.277930 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2961(2) 0.60114(13) 0.36690(10) 0.0302(4) Uani 1 1 d . . . . .
H14 H 0.278490 0.561631 0.323685 0.036 Uiso 1 1 calc R U . . .
C15 C 0.2752(2) 0.56489(12) 0.46082(10) 0.0221(3) Uani 1 1 d . . . . .
C16 C 0.2253(2) 0.47126(13) 0.49308(10) 0.0258(3) Uani 1 1 d . . . . .
H16 H 0.207311 0.428994 0.452249 0.031 Uiso 1 1 calc R U . . .
C17 C 0.2033(2) 0.44276(12) 0.58453(10) 0.0231(3) Uani 1 1 d . . . . .
H17 H 0.168359 0.381618 0.606977 0.028 Uiso 1 1 calc R U . . .
C18 C 0.23465(18) 0.50757(11) 0.64422(9) 0.0180(3) Uani 1 1 d . . . . .
C19 C 0.20928(19) 0.48063(12) 0.74722(10) 0.0212(3) Uani 1 1 d . . . . .
C20 C 0.38981(19) 0.65878(11) 0.93767(9) 0.0190(3) Uani 1 1 d . . . . .
C21 C 0.1996(2) 0.67758(12) 0.96100(10) 0.0221(3) Uani 1 1 d . . . . .
H21 H 0.124698 0.697624 0.915603 0.027 Uiso 1 1 calc R U . . .
C22 C 0.1252(2) 0.66635(12) 1.05040(10) 0.0249(3) Uani 1 1 d . . . . .
H22 H -0.000451 0.678750 1.065601 0.030 Uiso 1 1 calc R U . . .
C23 C 0.2376(2) 0.63607(13) 1.11982(10) 0.0275(3) Uani 1 1 d . . . . .
H23 H 0.185224 0.628240 1.180346 0.033 Uiso 1 1 calc R U . . .
C24 C 0.4215(2) 0.61821(13) 1.09926(10) 0.0264(3) Uani 1 1 d . . . . .
H24 H 0.493606 0.598693 1.145839 0.032 Uiso 1 1 calc R U . . .
C25 C 0.5045(2) 0.62909(11) 1.00716(10) 0.0216(3) Uani 1 1 d . . . . .
C26 C 0.6937(2) 0.60993(12) 0.98082(11) 0.0252(3) Uani 1 1 d . . . . .
H26 H 0.771658 0.588886 1.024797 0.030 Uiso 1 1 calc R U . . .
C27 C 0.7634(2) 0.62217(12) 0.89067(11) 0.0247(3) Uani 1 1 d . . . . .
H27 H 0.888186 0.611157 0.872660 0.030 Uiso 1 1 calc R U . . .
C28 C 0.64085(19) 0.65199(11) 0.82558(10) 0.0197(3) Uani 1 1 d . . . . .
C29 C 0.7061(2) 0.66635(12) 0.72407(10) 0.0218(3) Uani 1 1 d . . . . .
C31 C 0.1107(2) 0.88127(12) 0.74482(10) 0.0245(3) Uani 1 1 d . . . . .
C32 C 0.2822(2) 0.92066(14) 0.73457(14) 0.0389(4) Uani 1 1 d . . . . .
H32A H 0.295365 0.941480 0.791889 0.058 Uiso 1 1 calc R U . . .
H32B H 0.275512 0.978523 0.689296 0.058 Uiso 1 1 calc R U . . .
H32C H 0.384916 0.867080 0.715997 0.058 Uiso 1 1 calc R U . . .
C41 C -0.0648(3) 1.05377(14) 0.78497(14) 0.0388(4) Uani 1 1 d . . . . .
H41A H -0.167463 1.097393 0.758275 0.047 Uiso 1 1 calc R U . . .
H41B H 0.044012 1.076051 0.755703 0.047 Uiso 1 1 calc R U . . .
C42 C -0.0901(3) 1.06614(16) 0.88580(15) 0.0436(5) Uani 1 1 d . . . . .
H42A H -0.096534 1.137423 0.894106 0.052 Uiso 1 1 calc R U . . .
H42B H 0.014732 1.024255 0.911889 0.052 Uiso 1 1 calc R U . . .
C43 C -0.2585(3) 0.90587(17) 0.90246(19) 0.0576(6) Uani 1 1 d . . . . .
H43A H -0.158335 0.858453 0.928276 0.069 Uiso 1 1 calc R U . . .
H43B H -0.366632 0.878741 0.921844 0.069 Uiso 1 1 calc R U . . .
C44 C -0.2178(2) 0.91179(17) 0.79980(18) 0.0531(6) Uani 1 1 d . . . . .
H44A H -0.206014 0.844388 0.779574 0.064 Uiso 1 1 calc R U . . .
H44B H -0.317710 0.958886 0.773536 0.064 Uiso 1 1 calc R U . . .
O5 O 0.2185(2) 1.20225(13) 0.75034(12) 0.0546(4) Uani 1 1 d . . . . .
H5 H 0.188(4) 1.270(2) 0.7505(18) 0.071(8) Uiso 1 1 d . . . . .
C51 C 0.3405(3) 1.16321(16) 0.81376(16) 0.0501(5) Uani 1 1 d . . . . .
H51A H 0.446544 1.118428 0.785147 0.075 Uiso 1 1 calc R U . . .
H51B H 0.283221 1.125342 0.864354 0.075 Uiso 1 1 calc R U . . .
H51C H 0.375121 1.219141 0.835208 0.075 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0218(10) . ?
Zn1 O2 2.0063(10) . ?
Zn1 N1 2.1331(11) . ?
Zn1 N2 2.1903(11) . ?
Zn1 N3 1.9760(13) . ?
S4 C42 1.808(2) . ?
S4 C43 1.804(2) . ?
O1 C19 1.2703(18) . ?
O2 C29 1.2768(17) . ?
O11 C19 1.2333(18) . ?
O22 C29 1.2339(18) . ?
N1 C10 1.3743(17) . ?
N1 C18 1.3152(18) . ?
N2 C20 1.3701(18) . ?
N2 C28 1.3202(18) . ?
N3 H3 0.789(18) . ?
N3 C31 1.291(2) . ?
N4 C31 1.349(2) . ?
N4 C41 1.459(2) . ?
N4 C44 1.469(2) . ?
C10 C11 1.410(2) . ?
C10 C15 1.418(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.370(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.409(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.362(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.420(2) . ?
C15 C16 1.406(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.363(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.4052(19) . ?
C18 C19 1.5244(19) . ?
C20 C21 1.409(2) . ?
C20 C25 1.4234(19) . ?
C21 H21 0.9300 . ?
C21 C22 1.367(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.411(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.359(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.422(2) . ?
C25 C26 1.406(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.368(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.414(2) . ?
C28 C29 1.518(2) . ?
C31 C32 1.507(2) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.510(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.508(4) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
O5 H5 0.89(3) . ?
O5 C51 1.403(3) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 79.10(4) . . ?
O1 Zn1 N2 85.97(4) . . ?
O2 Zn1 O1 128.70(5) . . ?
O2 Zn1 N1 94.16(4) . . ?
O2 Zn1 N2 77.96(4) . . ?
N1 Zn1 N2 153.21(5) . . ?
N3 Zn1 O1 108.98(5) . . ?
N3 Zn1 O2 122.19(5) . . ?
N3 Zn1 N1 100.57(5) . . ?
N3 Zn1 N2 105.29(5) . . ?
C43 S4 C42 98.13(9) . . ?
C19 O1 Zn1 117.26(9) . . ?
C29 O2 Zn1 118.28(9) . . ?
C10 N1 Zn1 128.89(10) . . ?
C18 N1 Zn1 112.13(9) . . ?
C18 N1 C10 118.98(12) . . ?
C20 N2 Zn1 128.07(9) . . ?
C28 N2 Zn1 110.26(9) . . ?
C28 N2 C20 119.52(12) . . ?
Zn1 N3 H3 109.5(14) . . ?
C31 N3 Zn1 132.65(11) . . ?
C31 N3 H3 116.3(14) . . ?
C31 N4 C41 123.72(14) . . ?
C31 N4 C44 122.02(15) . . ?
C41 N4 C44 112.66(15) . . ?
N1 C10 C11 119.52(13) . . ?
N1 C10 C15 120.55(13) . . ?
C11 C10 C15 119.93(13) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 119.95(14) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.44(16) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.71(15) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.49(15) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 118.48(14) . . ?
C16 C15 C10 118.52(13) . . ?
C16 C15 C14 123.00(14) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.65(14) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 120.6 . . ?
C16 C17 C18 118.70(14) . . ?
C18 C17 H17 120.6 . . ?
N1 C18 C17 123.53(13) . . ?
N1 C18 C19 115.40(12) . . ?
C17 C18 C19 121.07(13) . . ?
O1 C19 C18 116.03(12) . . ?
O11 C19 O1 125.21(14) . . ?
O11 C19 C18 118.76(13) . . ?
N2 C20 C21 119.34(12) . . ?
N2 C20 C25 120.58(13) . . ?
C21 C20 C25 120.08(13) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.94(13) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.49(14) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.78(14) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.57(13) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C20 118.14(14) . . ?
C26 C25 C20 118.23(13) . . ?
C26 C25 C24 123.61(13) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.16(13) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.8 . . ?
C26 C27 C28 118.34(14) . . ?
C28 C27 H27 120.8 . . ?
N2 C28 C27 123.13(13) . . ?
N2 C28 C29 114.95(12) . . ?
C27 C28 C29 121.91(13) . . ?
O2 C29 C28 116.03(12) . . ?
O22 C29 O2 125.46(14) . . ?
O22 C29 C28 118.50(13) . . ?
N3 C31 N4 124.24(14) . . ?
N3 C31 C32 117.79(15) . . ?
N4 C31 C32 117.97(15) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N4 C41 H41A 109.3 . . ?
N4 C41 H41B 109.3 . . ?
N4 C41 C42 111.74(16) . . ?
H41A C41 H41B 107.9 . . ?
C42 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
S4 C42 H42A 109.1 . . ?
S4 C42 H42B 109.1 . . ?
C41 C42 S4 112.62(13) . . ?
C41 C42 H42A 109.1 . . ?
C41 C42 H42B 109.1 . . ?
H42A C42 H42B 107.8 . . ?
S4 C43 H43A 109.1 . . ?
S4 C43 H43B 109.1 . . ?
H43A C43 H43B 107.8 . . ?
C44 C43 S4 112.65(16) . . ?
C44 C43 H43A 109.1 . . ?
C44 C43 H43B 109.1 . . ?
N4 C44 C43 110.81(17) . . ?
N4 C44 H44A 109.5 . . ?
N4 C44 H44B 109.5 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 108.1 . . ?
C51 O5 H5 108.3(17) . . ?
O5 C51 H51A 109.5 . . ?
O5 C51 H51B 109.5 . . ?
O5 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?

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 H3 O22 0.789(18) 2.226(19) 2.9473(17) 152.4(18) 1_455 yes
O5 H5 O11 0.89(3) 1.82(3) 2.690(2) 165(2) 1_565 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 O1 C19 O11 -179.02(12) . . . . ?
Zn1 O1 C19 C18 0.93(17) . . . . ?
Zn1 O2 C29 O22 177.64(12) . . . . ?
Zn1 O2 C29 C28 -3.15(17) . . . . ?
Zn1 N1 C10 C11 -3.18(19) . . . . ?
Zn1 N1 C10 C15 177.00(10) . . . . ?
Zn1 N1 C18 C17 -176.84(11) . . . . ?
Zn1 N1 C18 C19 3.20(15) . . . . ?
Zn1 N2 C20 C21 -19.4(2) . . . . ?
Zn1 N2 C20 C25 159.81(11) . . . . ?
Zn1 N2 C28 C27 -162.74(12) . . . . ?
Zn1 N2 C28 C29 16.43(15) . . . . ?
Zn1 N3 C31 N4 -162.12(13) . . . . ?
Zn1 N3 C31 C32 18.1(2) . . . . ?
S4 C43 C44 N4 61.8(2) . . . . ?
N1 C10 C11 C12 -179.51(14) . . . . ?
N1 C10 C15 C14 -179.78(14) . . . . ?
N1 C10 C15 C16 0.6(2) . . . . ?
N1 C18 C19 O1 -2.89(19) . . . . ?
N1 C18 C19 O11 177.06(14) . . . . ?
N2 C20 C21 C22 178.57(14) . . . . ?
N2 C20 C25 C24 -178.50(14) . . . . ?
N2 C20 C25 C26 0.1(2) . . . . ?
N2 C28 C29 O2 -10.07(19) . . . . ?
N2 C28 C29 O22 169.19(14) . . . . ?
N4 C41 C42 S4 -60.33(19) . . . . ?
C10 N1 C18 C17 2.8(2) . . . . ?
C10 N1 C18 C19 -177.11(12) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C10 C15 C16 C17 1.2(2) . . . . ?
C11 C10 C15 C14 0.4(2) . . . . ?
C11 C10 C15 C16 -179.19(14) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C10 -0.7(2) . . . . ?
C13 C14 C15 C16 178.88(16) . . . . ?
C14 C15 C16 C17 -178.35(15) . . . . ?
C15 C10 C11 C12 0.3(2) . . . . ?
C15 C16 C17 C18 -1.1(2) . . . . ?
C16 C17 C18 N1 -1.0(2) . . . . ?
C16 C17 C18 C19 178.98(14) . . . . ?
C17 C18 C19 O1 177.15(13) . . . . ?
C17 C18 C19 O11 -2.9(2) . . . . ?
C18 N1 C10 C11 177.20(13) . . . . ?
C18 N1 C10 C15 -2.6(2) . . . . ?
C20 N2 C28 C27 1.9(2) . . . . ?
C20 N2 C28 C29 -178.94(12) . . . . ?
C20 C21 C22 C23 0.1(2) . . . . ?
C20 C25 C26 C27 1.5(2) . . . . ?
C21 C20 C25 C24 0.7(2) . . . . ?
C21 C20 C25 C26 179.29(14) . . . . ?
C21 C22 C23 C24 0.4(2) . . . . ?
C22 C23 C24 C25 -0.4(2) . . . . ?
C23 C24 C25 C20 -0.2(2) . . . . ?
C23 C24 C25 C26 -178.71(15) . . . . ?
C24 C25 C26 C27 -179.99(15) . . . . ?
C25 C20 C21 C22 -0.6(2) . . . . ?
C25 C26 C27 C28 -1.4(2) . . . . ?
C26 C27 C28 N2 -0.3(2) . . . . ?
C26 C27 C28 C29 -179.40(14) . . . . ?
C27 C28 C29 O2 169.10(14) . . . . ?
C27 C28 C29 O22 -11.6(2) . . . . ?
C28 N2 C20 C21 179.05(13) . . . . ?
C28 N2 C20 C25 -1.8(2) . . . . ?
C31 N4 C41 C42 -99.5(2) . . . . ?
C31 N4 C44 C43 99.2(2) . . . . ?
C41 N4 C31 N3 179.01(16) . . . . ?
C41 N4 C31 C32 -1.2(3) . . . . ?
C41 N4 C44 C43 -66.9(2) . . . . ?
C42 S4 C43 C44 -50.66(17) . . . . ?
C43 S4 C42 C41 49.59(17) . . . . ?
C44 N4 C31 N3 14.5(3) . . . . ?
C44 N4 C31 C32 -165.70(18) . . . . ?
C44 N4 C41 C42 66.3(2) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 43 electrons were 
found in a volume of 226Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1[CH3CN] per Asymmetric Unit 
which account for 44 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 0.081 0.000 0.500 225.8 43.4 '2 CH3CN'

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.305
_oxdiff_exptl_absorpt_empirical_full_min 0.808
####################################################################### 
# 
# 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_13
_database_code_depnum_ccdc_archive 'CCDC 2181843'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H20 N3 O2 Zn0.5), 0.5(C2 H3 N)'
_chemical_formula_sum            'C33 H41.50 N6.50 O4 Zn'
_chemical_formula_weight         658.59
_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                   10.5552(4)
_cell_length_b                   12.0176(5)
_cell_length_c                   13.4817(6)
_cell_angle_alpha                72.156(4)
_cell_angle_beta                 86.674(3)
_cell_angle_gamma                86.036(3)
_cell_volume                     1622.75(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5917
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.2690
_cell_measurement_theta_min      3.4100
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.689
_exptl_absorpt_coefficient_mu    0.804
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14788
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.393
_diffrn_reflns_theta_min         2.456
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  25.00   1.00   50.00    --  -14.36 -99.00-120.00   32
  2  ω    -53.00 -27.00   1.00   50.00    --   14.52 -57.00   0.00   26
  3  ω    -20.00  56.00   1.00   50.00    --   14.52 -99.00  30.00   76
  4  ω      7.00  88.00   1.00   50.00    --   14.52  57.00-120.00   81
  5  ω    -64.00  48.00   1.00   50.00    --   14.52 -77.00 120.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0498652000
_diffrn_orient_matrix_UB_12      -0.0374818000
_diffrn_orient_matrix_UB_13      0.0023279000
_diffrn_orient_matrix_UB_21      0.0431092000
_diffrn_orient_matrix_UB_22      -0.0494408000
_diffrn_orient_matrix_UB_23      0.0166016000
_diffrn_orient_matrix_UB_31      -0.0141185000
_diffrn_orient_matrix_UB_32      -0.0025595000
_diffrn_orient_matrix_UB_33      0.0527109000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6753
_reflns_number_total             8464
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         8464
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.023
_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)+(0.0361P)²+0.9064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0948
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N44-C45 \\sim N44-C45A
 with sigma of 0.01
 C45A-C46A \\sim C46-C45
 with sigma of 0.01
3. Others
 Sof(C45A)=Sof(H45C)=Sof(H45D)=Sof(C46A)=Sof(H46D)=Sof(H46E)=Sof(H46F)=1-FVAR(1)
 Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=FVAR(1)
 Fixed Sof: N5(0.5) C51(0.5) C52(0.5) H52A(0.5) H52B(0.5) H52C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,
 H25B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B),
 C45(H45A,H45B), C45A(H45C,H45D)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C31(H31),
 C32(H32), C33(H33), C34(H34), C36(H36), C37(H37)
4.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C52(H52A,H52B,H52C), C46(H46A,H46B,H46C), C46A(H46D,H46E,
 H46F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.000000 0.01719(7) Uani 1 2 d S T P . .
Zn2 Zn 0.500000 0.500000 0.500000 0.01913(7) Uani 1 2 d S T P . .
O1 O 0.47796(12) 0.41569(11) -0.11004(10) 0.0234(3) Uani 1 1 d . . . . .
O3 O 0.45278(11) 0.44522(11) 0.37825(9) 0.0221(3) Uani 1 1 d . . . . .
O11 O 0.57443(13) 0.29279(12) -0.19037(11) 0.0316(3) Uani 1 1 d . . . . .
O33 O 0.29616(12) 0.44092(12) 0.27470(10) 0.0283(3) Uani 1 1 d . . . . .
N1 N 0.69248(13) 0.41345(12) -0.00891(11) 0.0193(3) Uani 1 1 d . . . . .
N2 N 0.44501(14) 0.34752(13) 0.12853(12) 0.0218(3) Uani 1 1 d . . . . .
H2 H 0.403(2) 0.384(2) 0.1640(18) 0.034(6) Uiso 1 1 d . . . . .
N3 N 0.29981(13) 0.58271(13) 0.46707(11) 0.0202(3) Uani 1 1 d . . . . .
N4 N 0.42217(15) 0.34420(14) 0.61742(12) 0.0223(3) Uani 1 1 d . . . . .
H4 H 0.480(2) 0.3182(19) 0.6581(18) 0.032(6) Uiso 1 1 d . . . . .
N5 N 0.1723(7) 0.0430(5) 0.0470(5) 0.088(2) Uani 0.5 1 d . . . . .
N22 N 0.40722(15) 0.10924(14) 0.26132(14) 0.0317(4) Uani 1 1 d . . . . .
N44 N 0.22921(17) 0.17811(16) 0.71196(16) 0.0426(5) Uani 1 1 d D . . . .
C10 C 0.79942(16) 0.40880(15) 0.04654(13) 0.0199(3) Uani 1 1 d . . . . .
C11 C 0.80352(17) 0.48112(16) 0.11085(15) 0.0253(4) Uani 1 1 d . . . . .
H11 H 0.734138 0.531297 0.116254 0.030 Uiso 1 1 calc R . . . .
C12 C 0.91005(18) 0.47741(18) 0.16550(16) 0.0301(4) Uani 1 1 d . . . . .
H12 H 0.912337 0.525809 0.207499 0.036 Uiso 1 1 calc R . . . .
C13 C 1.01622(17) 0.40166(18) 0.15927(16) 0.0303(4) Uani 1 1 d . . . . .
H13 H 1.088296 0.401129 0.195980 0.036 Uiso 1 1 calc R . . . .
C14 C 1.01267(18) 0.32934(18) 0.09927(16) 0.0298(4) Uani 1 1 d . . . . .
H14 H 1.081907 0.277942 0.096618 0.036 Uiso 1 1 calc R . . . .
C15 C 0.90503(17) 0.33132(16) 0.04085(15) 0.0247(4) Uani 1 1 d . . . . .
C16 C 0.89876(19) 0.26003(19) -0.02430(16) 0.0326(4) Uani 1 1 d . . . . .
H16 H 0.966285 0.207671 -0.028965 0.039 Uiso 1 1 calc R . . . .
C17 C 0.79395(19) 0.26805(18) -0.08016(16) 0.0312(4) Uani 1 1 d . . . . .
H17 H 0.789607 0.222741 -0.124634 0.037 Uiso 1 1 calc R . . . .
C18 C 0.69156(16) 0.34615(15) -0.06984(14) 0.0215(3) Uani 1 1 d . . . . .
C19 C 0.57126(17) 0.35154(15) -0.12932(14) 0.0225(4) Uani 1 1 d . . . . .
C21 C 0.3594(2) 0.27067(18) 0.10322(19) 0.0404(6) Uani 1 1 d . . . . .
H21A H 0.405136 0.229343 0.059460 0.049 Uiso 1 1 calc R . . . .
H21B H 0.290076 0.317748 0.063873 0.049 Uiso 1 1 calc R . . . .
C22 C 0.3051(2) 0.1819(2) 0.2003(2) 0.0543(8) Uani 1 1 d . . . . .
H22A H 0.255479 0.222652 0.242591 0.065 Uiso 1 1 calc R . . . .
H22B H 0.249267 0.132569 0.179944 0.065 Uiso 1 1 calc R . . . .
C23 C 0.4904(2) 0.18522(17) 0.29045(15) 0.0313(4) Uani 1 1 d . . . . .
H23A H 0.559488 0.138101 0.330163 0.038 Uiso 1 1 calc R . . . .
H23B H 0.442890 0.225194 0.334424 0.038 Uiso 1 1 calc R . . . .
C24 C 0.54455(18) 0.27490(16) 0.19479(15) 0.0263(4) Uani 1 1 d . . . . .
H24A H 0.597412 0.325227 0.216785 0.032 Uiso 1 1 calc R . . . .
H24B H 0.598045 0.234681 0.154172 0.032 Uiso 1 1 calc R . . . .
C25 C 0.3552(2) 0.0247(2) 0.3559(2) 0.0552(8) Uani 1 1 d . . . . .
H25A H 0.296847 0.065970 0.392539 0.066 Uiso 1 1 calc R . . . .
H25B H 0.424019 -0.011459 0.401698 0.066 Uiso 1 1 calc R . . . .
C26 C 0.2863(3) -0.0697(3) 0.3318(3) 0.0966(15) Uani 1 1 d . . . . .
H26A H 0.209920 -0.035945 0.296580 0.145 Uiso 1 1 calc GR . . . .
H26B H 0.265120 -0.128932 0.395646 0.145 Uiso 1 1 calc GR . . . .
H26C H 0.340188 -0.104026 0.287975 0.145 Uiso 1 1 calc GR . . . .
C30 C 0.22105(16) 0.65190(15) 0.51205(13) 0.0210(3) Uani 1 1 d . . . . .
C31 C 0.26620(18) 0.68807(18) 0.59273(15) 0.0284(4) Uani 1 1 d . . . . .
H31 H 0.348036 0.664871 0.615750 0.034 Uiso 1 1 calc R . . . .
C32 C 0.1892(2) 0.7576(2) 0.63731(16) 0.0363(5) Uani 1 1 d . . . . .
H32 H 0.219383 0.781194 0.690732 0.044 Uiso 1 1 calc R . . . .
C33 C 0.0649(2) 0.7940(2) 0.60353(17) 0.0358(5) Uani 1 1 d . . . . .
H33 H 0.014286 0.841720 0.634308 0.043 Uiso 1 1 calc R . . . .
C34 C 0.01895(18) 0.75965(18) 0.52638(16) 0.0316(4) Uani 1 1 d . . . . .
H34 H -0.063237 0.783660 0.504612 0.038 Uiso 1 1 calc R . . . .
C35 C 0.09569(16) 0.68727(16) 0.47872(15) 0.0241(4) Uani 1 1 d . . . . .
C36 C 0.05265(17) 0.65082(18) 0.39763(16) 0.0303(4) Uani 1 1 d . . . . .
H36 H -0.028824 0.673463 0.373540 0.036 Uiso 1 1 calc R . . . .
C37 C 0.13131(17) 0.58207(18) 0.35468(16) 0.0282(4) Uani 1 1 d . . . . .
H37 H 0.103932 0.556630 0.301348 0.034 Uiso 1 1 calc R . . . .
C38 C 0.25488(16) 0.54977(15) 0.39190(13) 0.0206(3) Uani 1 1 d . . . . .
C39 C 0.34183(16) 0.47219(15) 0.34360(13) 0.0213(3) Uani 1 1 d . . . . .
C41 C 0.3929(2) 0.24993(16) 0.57545(16) 0.0305(4) Uani 1 1 d . . . . .
H41A H 0.469476 0.225608 0.542565 0.037 Uiso 1 1 calc R . . . .
H41B H 0.330767 0.280281 0.522100 0.037 Uiso 1 1 calc R . . . .
C42 C 0.3415(2) 0.14376(18) 0.65754(18) 0.0390(5) Uani 1 1 d . . . . .
H42A H 0.319580 0.086776 0.624554 0.047 Uiso 1 1 calc R . . . .
H42B H 0.406421 0.107612 0.707244 0.047 Uiso 1 1 calc R . . . .
C43 C 0.2652(2) 0.2616(2) 0.76212(17) 0.0404(5) Uani 1 1 d . . . . .
H43A H 0.331422 0.226020 0.810713 0.049 Uiso 1 1 calc R . . . .
H43B H 0.192422 0.283012 0.801082 0.049 Uiso 1 1 calc R . . . .
C44 C 0.31256(18) 0.36997(18) 0.68148(15) 0.0304(4) Uani 1 1 d . . . . .
H44A H 0.243927 0.407843 0.636141 0.037 Uiso 1 1 calc R . . . .
H44B H 0.336801 0.424236 0.716580 0.037 Uiso 1 1 calc R . . . .
C51 C 0.2771(9) 0.0200(5) 0.0446(6) 0.077(2) Uani 0.5 1 d . . . . .
C52 C 0.4107(8) -0.0110(6) 0.0475(8) 0.107(3) Uani 0.5 1 d . . . . .
H52A H 0.449717 0.022472 -0.020374 0.161 Uiso 0.5 1 calc GR . . . .
H52B H 0.423894 -0.094618 0.067794 0.161 Uiso 0.5 1 calc GR . . . .
H52C H 0.448117 0.018542 0.096997 0.161 Uiso 0.5 1 calc GR . . . .
C45 C 0.1725(4) 0.0810(3) 0.7958(3) 0.0389(10) Uani 0.727(6) 1 d D . . A 1
H45A H 0.112860 0.112476 0.839153 0.047 Uiso 0.727(6) 1 calc R . . A 1
H45B H 0.238596 0.034114 0.839443 0.047 Uiso 0.727(6) 1 calc R . . A 1
C46 C 0.1050(4) 0.0065(3) 0.7463(3) 0.0590(13) Uani 0.727(6) 1 d D . . A 1
H46A H 0.043455 0.054454 0.699849 0.089 Uiso 0.727(6) 1 calc GR . . A 1
H46B H 0.062929 -0.053354 0.799631 0.089 Uiso 0.727(6) 1 calc GR . . A 1
H46C H 0.165702 -0.029210 0.707925 0.089 Uiso 0.727(6) 1 calc GR . . A 1
C45A C 0.1821(9) 0.0550(7) 0.7602(9) 0.038(3) Uani 0.273(6) 1 d D . . A 2
H45C H 0.187538 0.013365 0.708620 0.046 Uiso 0.273(6) 1 calc R . . A 2
H45D H 0.234038 0.011541 0.817939 0.046 Uiso 0.273(6) 1 calc R . . A 2
C46A C 0.0460(7) 0.0661(8) 0.7980(8) 0.048(3) Uani 0.273(6) 1 d D . . A 2
H46D H -0.006767 0.098740 0.739299 0.072 Uiso 0.273(6) 1 calc GR . . A 2
H46E H 0.039730 0.116526 0.841478 0.072 Uiso 0.273(6) 1 calc GR . . A 2
H46F H 0.018344 -0.009791 0.837451 0.072 Uiso 0.273(6) 1 calc GR . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0677(12) . ?
Zn1 O1 2.0677(12) 2_665 ?
Zn1 N1 2.2317(14) 2_665 ?
Zn1 N1 2.2316(14) . ?
Zn1 N2 2.1868(14) . ?
Zn1 N2 2.1868(15) 2_665 ?
Zn2 O3 2.0441(12) . ?
Zn2 O3 2.0441(12) 2_666 ?
Zn2 N3 2.2799(14) . ?
Zn2 N3 2.2799(14) 2_666 ?
Zn2 N4 2.2208(15) . ?
Zn2 N4 2.2207(15) 2_666 ?
O1 C19 1.273(2) . ?
O3 C39 1.270(2) . ?
O11 C19 1.236(2) . ?
O33 C39 1.236(2) . ?
N1 C10 1.378(2) . ?
N1 C18 1.318(2) . ?
N2 C21 1.460(3) . ?
N2 C24 1.472(2) . ?
N3 C30 1.380(2) . ?
N3 C38 1.318(2) . ?
N4 C41 1.470(2) . ?
N4 C44 1.476(2) . ?
N5 C51 1.123(10) . ?
N22 C22 1.460(3) . ?
N22 C23 1.460(3) . ?
N22 C25 1.470(3) . ?
N44 C42 1.460(3) . ?
N44 C43 1.451(3) . ?
N44 C45 1.486(4) . ?
N44 C45A 1.528(7) . ?
C10 C11 1.407(3) . ?
C10 C15 1.416(2) . ?
C11 C12 1.370(3) . ?
C12 C13 1.409(3) . ?
C13 C14 1.360(3) . ?
C14 C15 1.414(3) . ?
C15 C16 1.409(3) . ?
C16 C17 1.356(3) . ?
C17 C18 1.411(2) . ?
C18 C19 1.528(2) . ?
C21 C22 1.524(3) . ?
C23 C24 1.516(3) . ?
C25 C26 1.513(4) . ?
C30 C31 1.406(3) . ?
C30 C35 1.417(2) . ?
C31 C32 1.370(3) . ?
C32 C33 1.409(3) . ?
C33 C34 1.355(3) . ?
C34 C35 1.418(3) . ?
C35 C36 1.404(3) . ?
C36 C37 1.360(3) . ?
C37 C38 1.411(2) . ?
C38 C39 1.523(2) . ?
C41 C42 1.519(3) . ?
C43 C44 1.513(3) . ?
C51 C52 1.434(11) . ?
C45 C46 1.504(5) . ?
C45A C46A 1.507(8) . ?

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 . 2_665 ?
O1 Zn1 N1 102.14(5) . 2_665 ?
O1 Zn1 N1 77.86(5) 2_665 2_665 ?
O1 Zn1 N1 77.86(5) . . ?
O1 Zn1 N1 102.14(5) 2_665 . ?
O1 Zn1 N2 92.37(6) . . ?
O1 Zn1 N2 87.63(6) . 2_665 ?
O1 Zn1 N2 87.63(6) 2_665 . ?
O1 Zn1 N2 92.37(6) 2_665 2_665 ?
N1 Zn1 N1 180.0 . 2_665 ?
N2 Zn1 N1 90.31(5) . 2_665 ?
N2 Zn1 N1 89.69(5) . . ?
N2 Zn1 N1 90.31(5) 2_665 . ?
N2 Zn1 N1 89.69(5) 2_665 2_665 ?
N2 Zn1 N2 180.0 . 2_665 ?
O3 Zn2 O3 180.00(9) 2_666 . ?
O3 Zn2 N3 77.69(5) . . ?
O3 Zn2 N3 102.31(5) 2_666 . ?
O3 Zn2 N3 102.31(5) . 2_666 ?
O3 Zn2 N3 77.70(5) 2_666 2_666 ?
O3 Zn2 N4 92.52(5) 2_666 2_666 ?
O3 Zn2 N4 87.48(5) 2_666 . ?
O3 Zn2 N4 92.52(5) . . ?
O3 Zn2 N4 87.48(5) . 2_666 ?
N3 Zn2 N3 180.00(3) 2_666 . ?
N4 Zn2 N3 90.53(5) . . ?
N4 Zn2 N3 89.47(5) . 2_666 ?
N4 Zn2 N3 89.47(5) 2_666 . ?
N4 Zn2 N3 90.53(5) 2_666 2_666 ?
N4 Zn2 N4 180.00(7) 2_666 . ?
C19 O1 Zn1 117.89(11) . . ?
C39 O3 Zn2 118.42(11) . . ?
C10 N1 Zn1 130.97(12) . . ?
C18 N1 Zn1 109.91(11) . . ?
C18 N1 C10 118.55(15) . . ?
C21 N2 Zn1 115.99(12) . . ?
C21 N2 C24 108.73(14) . . ?
C24 N2 Zn1 118.78(11) . . ?
C30 N3 Zn2 133.19(12) . . ?
C38 N3 Zn2 108.75(11) . . ?
C38 N3 C30 117.99(15) . . ?
C41 N4 Zn2 114.57(11) . . ?
C41 N4 C44 109.63(15) . . ?
C44 N4 Zn2 114.84(12) . . ?
C22 N22 C25 110.68(17) . . ?
C23 N22 C22 108.58(17) . . ?
C23 N22 C25 109.53(19) . . ?
C42 N44 C45 114.9(2) . . ?
C42 N44 C45A 96.4(4) . . ?
C43 N44 C42 108.42(17) . . ?
C43 N44 C45 106.1(2) . . ?
C43 N44 C45A 129.8(5) . . ?
N1 C10 C11 119.64(15) . . ?
N1 C10 C15 121.07(16) . . ?
C11 C10 C15 119.29(16) . . ?
C12 C11 C10 119.81(17) . . ?
C11 C12 C13 121.27(19) . . ?
C14 C13 C12 119.63(18) . . ?
C13 C14 C15 120.83(18) . . ?
C14 C15 C10 119.13(18) . . ?
C16 C15 C10 118.22(17) . . ?
C16 C15 C14 122.64(17) . . ?
C17 C16 C15 119.76(18) . . ?
C16 C17 C18 119.03(18) . . ?
N1 C18 C17 123.34(17) . . ?
N1 C18 C19 117.59(15) . . ?
C17 C18 C19 119.04(16) . . ?
O1 C19 C18 116.32(15) . . ?
O11 C19 O1 126.91(17) . . ?
O11 C19 C18 116.77(16) . . ?
N2 C21 C22 112.3(2) . . ?
N22 C22 C21 110.56(17) . . ?
N22 C23 C24 111.11(16) . . ?
N2 C24 C23 112.60(16) . . ?
N22 C25 C26 112.3(3) . . ?
N3 C30 C31 119.28(16) . . ?
N3 C30 C35 121.44(16) . . ?
C31 C30 C35 119.28(16) . . ?
C32 C31 C30 119.76(18) . . ?
C31 C32 C33 121.1(2) . . ?
C34 C33 C32 120.27(19) . . ?
C33 C34 C35 120.24(18) . . ?
C30 C35 C34 119.37(18) . . ?
C36 C35 C30 118.41(16) . . ?
C36 C35 C34 122.21(17) . . ?
C37 C36 C35 119.33(17) . . ?
C36 C37 C38 119.28(18) . . ?
N3 C38 C37 123.55(17) . . ?
N3 C38 C39 117.66(15) . . ?
C37 C38 C39 118.80(16) . . ?
O3 C39 C38 117.35(15) . . ?
O33 C39 O3 126.51(17) . . ?
O33 C39 C38 116.14(16) . . ?
N4 C41 C42 113.53(17) . . ?
N44 C42 C41 110.35(17) . . ?
N44 C43 C44 110.31(18) . . ?
N4 C44 C43 112.87(17) . . ?
N5 C51 C52 176.9(9) . . ?
N44 C45 C46 108.7(3) . . ?
C46A C45A N44 108.1(6) . . ?

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
N2 H2 O33 0.84(2) 2.07(2) 2.892(2) 168(2) . yes
N4 H4 O11 0.82(2) 2.25(2) 3.007(2) 153(2) 1_556 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.287
_oxdiff_exptl_absorpt_empirical_full_min 0.699
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2181837'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H28 N4 O4 Zn, C2 H3 N'
_chemical_formula_sum            'C30 H31 N5 O4 Zn'
_chemical_formula_weight         590.97
_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                   7.98150(10)
_cell_length_b                   12.0120(3)
_cell_length_c                   15.0991(3)
_cell_angle_alpha                81.099(2)
_cell_angle_beta                 79.411(2)
_cell_angle_gamma                85.675(2)
_cell_volume                     1404.17(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19229
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0620
_cell_measurement_theta_min      3.1270
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.710
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41338
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.237
_diffrn_reflns_theta_min         2.358
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  48.00   1.00   12.50    --   14.05 -77.00   0.00   90
  2  ω    -42.00  48.00   1.00   12.50    --   14.05 -77.00-120.00   90
  3  ω    -16.00  88.00   1.00   12.50    --   14.05  57.00 -90.00  104
  4  ω    -12.00  90.00   1.00   12.50    --   14.05  37.00  60.00  102
  5  ω    -42.00  48.00   1.00   12.50    --   14.05 -77.00 120.00   90
  6  ω    -16.00  88.00   1.00   12.50    --   14.05  57.00 150.00  104
  7  ω    -42.00  19.00   1.00   12.50    --  -14.36 -77.00-120.00   61
  8  ω    -74.00 -30.00   1.00   12.50    --  -14.36 128.00 -54.42   44
  9  ω    -77.00 -33.00   1.00   12.50    --  -14.36 133.00  81.59   44
 10  ω     -7.00  62.00   1.00   12.50    --   14.05-109.00-125.00   69
 11  ω    -48.00  21.00   1.00   12.50    --  -14.36  77.00 -60.00   69
 12  ω    -74.00 -30.00   1.00   12.50    --  -14.36 128.00  30.16   44
 13  ω    -93.00 -44.00   1.00   12.50    --  -14.36 156.00-119.95   49
 14  ω    -48.00  21.00   1.00   12.50    --  -14.36  77.00  60.00   69
 15  ω    -93.00 -44.00   1.00   12.50    --  -14.36 156.00-178.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0015395000
_diffrn_orient_matrix_UB_12      -0.0557701000
_diffrn_orient_matrix_UB_13      -0.0097604000
_diffrn_orient_matrix_UB_21      0.0036359000
_diffrn_orient_matrix_UB_22      -0.0214831000
_diffrn_orient_matrix_UB_23      0.0461226000
_diffrn_orient_matrix_UB_31      -0.0904278000
_diffrn_orient_matrix_UB_32      0.0029829000
_diffrn_orient_matrix_UB_33      0.0104649000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6815
_reflns_number_total             7828
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         7828
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0307P)²+0.5847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0712
_refine_ls_wR_factor_ref         0.0758
_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 Ternary CH refined with riding coordinates:
 C43(H43)
2.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C46(H46A,H46B,H46C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.35663(2) 0.63903(2) 0.74220(2) 0.02072(5) Uani 1 1 d . . . . .
O1 O 0.60820(12) 0.65679(9) 0.69359(7) 0.0281(2) Uani 1 1 d . . . . .
O2 O 0.27065(13) 0.48647(9) 0.79596(7) 0.0261(2) Uani 1 1 d . . . . .
O11 O 0.86494(13) 0.65711(11) 0.73200(8) 0.0363(3) Uani 1 1 d . . . . .
O22 O 0.19719(16) 0.32448(10) 0.76236(8) 0.0374(3) Uani 1 1 d . . . . .
N1 N 0.45464(14) 0.64767(10) 0.86598(8) 0.0209(2) Uani 1 1 d . . . . .
N2 N 0.31729(14) 0.57677(10) 0.62168(8) 0.0209(2) Uani 1 1 d . . . . .
N3 N 0.18709(16) 0.77052(11) 0.73870(9) 0.0257(2) Uani 1 1 d . . . . .
H3 H 0.091(2) 0.7521(15) 0.7387(12) 0.030(5) Uiso 1 1 d . . . . .
N4 N 0.0786(2) 0.95790(13) 0.73471(14) 0.0521(4) Uani 1 1 d . . . . .
N5 N 0.7346(3) 0.9553(2) 0.4928(2) 0.0983(9) Uani 1 1 d . . . . .
C10 C 0.36970(16) 0.64120(12) 0.95388(9) 0.0213(3) Uani 1 1 d . . . . .
C11 C 0.19031(17) 0.63191(14) 0.97222(10) 0.0279(3) Uani 1 1 d . . . . .
H11 H 0.130932 0.631616 0.924725 0.033 Uiso 1 1 calc R . . . .
C12 C 0.10478(19) 0.62338(15) 1.06013(11) 0.0320(3) Uani 1 1 d . . . . .
H12 H -0.012918 0.617124 1.071952 0.038 Uiso 1 1 calc R . . . .
C13 C 0.1926(2) 0.62393(14) 1.13304(11) 0.0320(3) Uani 1 1 d . . . . .
H13 H 0.132488 0.618473 1.192335 0.038 Uiso 1 1 calc R . . . .
C14 C 0.36508(19) 0.63242(13) 1.11695(10) 0.0289(3) Uani 1 1 d . . . . .
H14 H 0.422170 0.632318 1.165401 0.035 Uiso 1 1 calc R . . . .
C15 C 0.45800(17) 0.64141(12) 1.02699(10) 0.0237(3) Uani 1 1 d . . . . .
C16 C 0.63706(18) 0.64846(14) 1.00686(10) 0.0290(3) Uani 1 1 d . . . . .
H16 H 0.698785 0.649570 1.053273 0.035 Uiso 1 1 calc R . . . .
C17 C 0.71883(17) 0.65362(13) 0.91871(10) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.836789 0.657977 0.904428 0.034 Uiso 1 1 calc R . . . .
C18 C 0.62265(17) 0.65228(12) 0.84993(9) 0.0222(3) Uani 1 1 d . . . . .
C19 C 0.70756(17) 0.65563(13) 0.75067(10) 0.0251(3) Uani 1 1 d . . . . .
C20 C 0.33996(17) 0.62849(12) 0.53293(9) 0.0237(3) Uani 1 1 d . . . . .
C21 C 0.4104(2) 0.73545(14) 0.51050(11) 0.0318(3) Uani 1 1 d . . . . .
H21 H 0.440767 0.770716 0.555506 0.038 Uiso 1 1 calc R . . . .
C22 C 0.4340(2) 0.78720(16) 0.42181(12) 0.0407(4) Uani 1 1 d . . . . .
H22 H 0.479722 0.858018 0.407063 0.049 Uiso 1 1 calc R . . . .
C23 C 0.3899(2) 0.73466(17) 0.35305(12) 0.0433(4) Uani 1 1 d . . . . .
H23 H 0.407020 0.770886 0.293264 0.052 Uiso 1 1 calc R . . . .
C24 C 0.3226(2) 0.63155(17) 0.37303(11) 0.0384(4) Uani 1 1 d . . . . .
H24 H 0.293982 0.597721 0.326810 0.046 Uiso 1 1 calc R . . . .
C25 C 0.29544(18) 0.57467(14) 0.46389(10) 0.0284(3) Uani 1 1 d . . . . .
C26 C 0.2287(2) 0.46687(15) 0.48833(11) 0.0342(3) Uani 1 1 d . . . . .
H26 H 0.197975 0.429847 0.444430 0.041 Uiso 1 1 calc R . . . .
C27 C 0.2096(2) 0.41709(14) 0.57693(11) 0.0313(3) Uani 1 1 d . . . . .
H27 H 0.166712 0.345577 0.594010 0.038 Uiso 1 1 calc R . . . .
C28 C 0.25562(16) 0.47546(12) 0.64208(9) 0.0223(3) Uani 1 1 d . . . . .
C29 C 0.23873(17) 0.42258(12) 0.74153(10) 0.0242(3) Uani 1 1 d . . . . .
C31 C 0.2053(2) 0.87714(14) 0.73751(12) 0.0338(3) Uani 1 1 d . . . . .
C32 C 0.3809(2) 0.91403(16) 0.73604(17) 0.0526(5) Uani 1 1 d . . . . .
H32A H 0.382778 0.945879 0.790361 0.079 Uiso 1 1 calc GR . . . .
H32B H 0.411966 0.969684 0.683738 0.079 Uiso 1 1 calc GR . . . .
H32C H 0.460672 0.850199 0.733083 0.079 Uiso 1 1 calc GR . . . .
C41 C 0.0944(3) 1.07427(16) 0.75130(19) 0.0629(7) Uani 1 1 d . . . . .
H41A H 0.043967 1.127326 0.707152 0.076 Uiso 1 1 calc R . . . .
H41B H 0.213955 1.089818 0.744397 0.076 Uiso 1 1 calc R . . . .
C42 C 0.0049(3) 1.08837(16) 0.84615(16) 0.0507(5) Uani 1 1 d . . . . .
H42A H 0.013892 1.165346 0.856231 0.061 Uiso 1 1 calc R . . . .
H42B H 0.060837 1.038636 0.890026 0.061 Uiso 1 1 calc R . . . .
C43 C -0.1829(2) 1.06179(15) 0.86128(14) 0.0432(4) Uani 1 1 d . . . . .
H43 H -0.238941 1.117290 0.820093 0.052 Uiso 1 1 calc R . . . .
C44 C -0.1974(2) 0.94524(17) 0.83558(18) 0.0555(6) Uani 1 1 d . . . . .
H44A H -0.153636 0.888224 0.879598 0.067 Uiso 1 1 calc R . . . .
H44B H -0.316631 0.932107 0.837940 0.067 Uiso 1 1 calc R . . . .
C45 C -0.0999(3) 0.93391(18) 0.74157(18) 0.0592(6) Uani 1 1 d . . . . .
H45A H -0.107517 0.857921 0.728835 0.071 Uiso 1 1 calc R . . . .
H45B H -0.150111 0.985937 0.696723 0.071 Uiso 1 1 calc R . . . .
C46 C -0.2726(4) 1.0704(2) 0.95814(18) 0.0692(7) Uani 1 1 d . . . . .
H46A H -0.393473 1.066694 0.961815 0.104 Uiso 1 1 calc GR . . . .
H46B H -0.248639 1.140737 0.974767 0.104 Uiso 1 1 calc GR . . . .
H46C H -0.232371 1.009122 0.998985 0.104 Uiso 1 1 calc GR . . . .
C51 C 0.8398(3) 0.89087(18) 0.50763(17) 0.0529(5) Uani 1 1 d . . . . .
C52 C 0.9760(3) 0.81003(17) 0.52610(14) 0.0460(4) Uani 1 1 d . . . . .
H52A H 1.018625 0.774494 0.473120 0.069 Uiso 1 1 calc GR . . . .
H52B H 0.933934 0.753901 0.576144 0.069 Uiso 1 1 calc GR . . . .
H52C H 1.066387 0.847781 0.541360 0.069 Uiso 1 1 calc GR . . . .


_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 2.0225(10) . ?
Zn1 O2 2.0032(10) . ?
Zn1 N1 2.1738(11) . ?
Zn1 N2 2.1533(11) . ?
Zn1 N3 2.0016(13) . ?
O1 C19 1.2720(17) . ?
O2 C29 1.2771(17) . ?
O11 C19 1.2367(17) . ?
O22 C29 1.2261(18) . ?
N1 C10 1.3684(17) . ?
N1 C18 1.3220(17) . ?
N2 C20 1.3728(18) . ?
N2 C28 1.3178(18) . ?
N3 C31 1.297(2) . ?
N4 C31 1.349(2) . ?
N4 C41 1.476(2) . ?
N4 C45 1.457(3) . ?
N5 C51 1.127(3) . ?
C10 C11 1.4170(18) . ?
C10 C15 1.4150(19) . ?
C11 C12 1.369(2) . ?
C12 C13 1.411(2) . ?
C13 C14 1.362(2) . ?
C14 C15 1.415(2) . ?
C15 C16 1.4116(19) . ?
C16 C17 1.365(2) . ?
C17 C18 1.4030(19) . ?
C18 C19 1.523(2) . ?
C20 C21 1.409(2) . ?
C20 C25 1.418(2) . ?
C21 C22 1.372(2) . ?
C22 C23 1.404(3) . ?
C23 C24 1.356(3) . ?
C24 C25 1.421(2) . ?
C25 C26 1.407(2) . ?
C26 C27 1.364(2) . ?
C27 C28 1.407(2) . ?
C28 C29 1.523(2) . ?
C31 C32 1.497(2) . ?
C41 C42 1.507(3) . ?
C42 C43 1.524(3) . ?
C43 C44 1.527(3) . ?
C43 C46 1.521(3) . ?
C44 C45 1.509(3) . ?
C51 C52 1.439(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 N1 78.41(4) . . ?
O1 Zn1 N2 92.32(4) . . ?
O2 Zn1 O1 120.00(4) . . ?
O2 Zn1 N1 89.47(4) . . ?
O2 Zn1 N2 79.37(4) . . ?
N2 Zn1 N1 159.56(4) . . ?
N3 Zn1 O1 121.95(5) . . ?
N3 Zn1 O2 118.05(5) . . ?
N3 Zn1 N1 102.30(5) . . ?
N3 Zn1 N2 98.06(5) . . ?
C19 O1 Zn1 118.02(9) . . ?
C29 O2 Zn1 117.76(9) . . ?
C10 N1 Zn1 129.42(9) . . ?
C18 N1 Zn1 111.50(9) . . ?
C18 N1 C10 118.90(12) . . ?
C20 N2 Zn1 129.72(9) . . ?
C28 N2 Zn1 110.95(9) . . ?
C28 N2 C20 119.26(12) . . ?
C31 N3 Zn1 130.97(11) . . ?
C31 N4 C41 123.59(18) . . ?
C31 N4 C45 123.46(16) . . ?
C45 N4 C41 110.72(16) . . ?
N1 C10 C11 119.37(12) . . ?
N1 C10 C15 121.25(12) . . ?
C15 C10 C11 119.37(13) . . ?
C12 C11 C10 119.73(13) . . ?
C11 C12 C13 120.95(14) . . ?
C14 C13 C12 120.28(14) . . ?
C13 C14 C15 120.44(14) . . ?
C10 C15 C14 119.24(13) . . ?
C16 C15 C10 118.12(13) . . ?
C16 C15 C14 122.63(13) . . ?
C17 C16 C15 119.45(13) . . ?
C16 C17 C18 119.14(13) . . ?
N1 C18 C17 123.12(13) . . ?
N1 C18 C19 115.52(12) . . ?
C17 C18 C19 121.36(12) . . ?
O1 C19 C18 116.22(12) . . ?
O11 C19 O1 125.50(14) . . ?
O11 C19 C18 118.28(13) . . ?
N2 C20 C21 119.38(13) . . ?
N2 C20 C25 120.65(13) . . ?
C21 C20 C25 119.97(13) . . ?
C22 C21 C20 119.55(16) . . ?
C21 C22 C23 120.87(17) . . ?
C24 C23 C22 120.57(16) . . ?
C23 C24 C25 120.66(16) . . ?
C20 C25 C24 118.38(15) . . ?
C26 C25 C20 118.51(14) . . ?
C26 C25 C24 123.11(15) . . ?
C27 C26 C25 119.47(14) . . ?
C26 C27 C28 119.07(15) . . ?
N2 C28 C27 123.03(13) . . ?
N2 C28 C29 116.05(12) . . ?
C27 C28 C29 120.91(13) . . ?
O2 C29 C28 115.57(12) . . ?
O22 C29 O2 125.98(14) . . ?
O22 C29 C28 118.44(13) . . ?
N3 C31 N4 124.88(16) . . ?
N3 C31 C32 117.65(15) . . ?
N4 C31 C32 117.44(15) . . ?
N4 C41 C42 109.67(17) . . ?
C41 C42 C43 111.77(19) . . ?
C42 C43 C44 109.16(16) . . ?
C46 C43 C42 112.27(19) . . ?
C46 C43 C44 111.66(18) . . ?
C45 C44 C43 111.93(18) . . ?
N4 C45 C44 110.54(17) . . ?
N5 C51 C52 179.1(3) . . ?

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 H3 O11 0.812(19) 2.234(19) 3.0239(16) 164.5(17) 1_455 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.361
_oxdiff_exptl_absorpt_empirical_full_min 0.638
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2181836'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H19 N2 O2 Zn0.5)'
_chemical_formula_sum            'C32 H38 N4 O4 Zn'
_chemical_formula_weight         608.03
_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                   10.4859(3)
_cell_length_b                   11.0143(4)
_cell_length_c                   13.4761(3)
_cell_angle_alpha                104.223(2)
_cell_angle_beta                 94.428(2)
_cell_angle_gamma                94.244(3)
_cell_volume                     1497.23(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11198
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.1400
_cell_measurement_theta_min      2.6280
_shelx_estimated_absorpt_T_max   0.813
_shelx_estimated_absorpt_T_min   0.626
_exptl_absorpt_coefficient_mu    0.863
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26192
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.334
_diffrn_reflns_theta_min         2.604
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  48.00   1.00    2.50    --   14.21 -77.00 -60.00   85
  2  ω     44.00  91.00   1.00    2.50    --   14.21 178.00 -60.00   47
  3  ω    -28.00  39.00   1.00    2.50    --   14.21  21.00  55.00   67
  4  ω     37.00  77.00   1.00    2.50    --   14.21  37.00-150.00   40
  5  ω     -8.00  86.00   1.00    2.50    --   14.21  37.00  90.00   94
  6  ω    -60.00  40.00   1.00    2.50    --   14.21 -37.00  30.00  100
  7  ω     -3.00  72.00   1.00    2.50    --   14.21  57.00 150.00   75
  8  ω    -77.00 -36.00   1.00    2.50    --  -14.52 133.00 132.55   41
  9  ω    -92.00 -58.00   1.00    2.50    --  -14.52 154.00 -25.90   34
 10  ω    -38.00  19.00   1.00    2.50    --  -14.52 -77.00-150.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0397290000
_diffrn_orient_matrix_UB_12      -0.0497807000
_diffrn_orient_matrix_UB_13      -0.0131777000
_diffrn_orient_matrix_UB_21      0.0545116000
_diffrn_orient_matrix_UB_22      0.0444527000
_diffrn_orient_matrix_UB_23      0.0068916000
_diffrn_orient_matrix_UB_31      0.0098078000
_diffrn_orient_matrix_UB_32      -0.0007905000
_diffrn_orient_matrix_UB_33      0.0524991000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6638
_reflns_number_total             8186
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         8186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.040
_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)+(0.0273P)²+0.8838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0815
_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 Ternary CH refined with riding coordinates:
 C23(H23), C43(H43)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C24(H24A,H24B), C25(H25A,H25B), C41(H41A,
 H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C31(H31),
 C32(H32), C33(H33), C34(H34), C36(H36), C37(H37)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01583(6) Uani 1 2 d S T P . .
Zn2 Zn 0.500000 0.500000 1.000000 0.01638(6) Uani 1 2 d S T P . .
O1 O 0.56097(10) 0.57271(10) 0.38207(8) 0.0192(2) Uani 1 1 d . . . . .
O3 O 0.52442(11) 0.58143(10) 0.87988(8) 0.0213(2) Uani 1 1 d . . . . .
O11 O 0.72135(11) 0.58563(11) 0.28317(9) 0.0256(3) Uani 1 1 d . . . . .
O33 O 0.43749(12) 0.70733(11) 0.79033(9) 0.0279(3) Uani 1 1 d . . . . .
N1 N 0.68988(12) 0.41625(12) 0.47205(9) 0.0165(2) Uani 1 1 d . . . . .
N2 N 0.59469(12) 0.66133(12) 0.61782(10) 0.0173(3) Uani 1 1 d . . . . .
H2 H 0.539(2) 0.6759(19) 0.6614(16) 0.034(6) Uiso 1 1 d . . . . .
N3 N 0.31427(12) 0.58812(12) 0.98761(9) 0.0186(3) Uani 1 1 d . . . . .
N4 N 0.41522(13) 0.32732(12) 0.88466(10) 0.0185(3) Uani 1 1 d . . . . .
H4 H 0.3652(18) 0.3592(17) 0.8486(14) 0.022(5) Uiso 1 1 d . . . . .
C10 C 0.75663(14) 0.33867(14) 0.51863(11) 0.0171(3) Uani 1 1 d . . . . .
C11 C 0.70157(15) 0.29227(15) 0.59631(12) 0.0208(3) Uani 1 1 d . . . . .
H11 H 0.620714 0.312896 0.614661 0.025 Uiso 1 1 calc R . . . .
C12 C 0.76800(17) 0.21694(15) 0.64421(12) 0.0244(3) Uani 1 1 d . . . . .
H12 H 0.731785 0.187240 0.695621 0.029 Uiso 1 1 calc R . . . .
C13 C 0.88957(17) 0.18354(16) 0.61743(13) 0.0286(4) Uani 1 1 d . . . . .
H13 H 0.932601 0.131537 0.650635 0.034 Uiso 1 1 calc R . . . .
C14 C 0.94488(17) 0.22685(17) 0.54307(13) 0.0278(4) Uani 1 1 d . . . . .
H14 H 1.025687 0.204591 0.525883 0.033 Uiso 1 1 calc R . . . .
C15 C 0.87979(15) 0.30586(15) 0.49161(12) 0.0213(3) Uani 1 1 d . . . . .
C16 C 0.93120(16) 0.35323(17) 0.41367(13) 0.0279(4) Uani 1 1 d . . . . .
H16 H 1.011310 0.332695 0.393367 0.033 Uiso 1 1 calc R . . . .
C17 C 0.86394(16) 0.42868(16) 0.36828(12) 0.0244(3) Uani 1 1 d . . . . .
H17 H 0.897369 0.460135 0.316661 0.029 Uiso 1 1 calc R . . . .
C18 C 0.74288(14) 0.45909(14) 0.39999(11) 0.0176(3) Uani 1 1 d . . . . .
C19 C 0.66876(14) 0.54643(14) 0.35004(11) 0.0181(3) Uani 1 1 d . . . . .
C21 C 0.70915(17) 0.63528(16) 0.67681(13) 0.0266(3) Uani 1 1 d . . . . .
H21A H 0.775991 0.615086 0.631204 0.032 Uiso 1 1 calc R . . . .
H21B H 0.687567 0.562295 0.702605 0.032 Uiso 1 1 calc R . . . .
C22 C 0.76090(18) 0.74558(16) 0.76702(14) 0.0302(4) Uani 1 1 d . . . . .
H22A H 0.698951 0.758112 0.817588 0.036 Uiso 1 1 calc R . . . .
H22B H 0.839697 0.725467 0.799382 0.036 Uiso 1 1 calc R . . . .
C23 C 0.78761(18) 0.86693(16) 0.73418(14) 0.0298(4) Uani 1 1 d . . . . .
H23 H 0.857093 0.856079 0.689062 0.036 Uiso 1 1 calc R . . . .
C24 C 0.6681(2) 0.89015(17) 0.67323(15) 0.0362(4) Uani 1 1 d . . . . .
H24A H 0.686923 0.963154 0.646761 0.043 Uiso 1 1 calc R . . . .
H24B H 0.600566 0.908163 0.718442 0.043 Uiso 1 1 calc R . . . .
C25 C 0.62131(19) 0.77720(16) 0.58399(13) 0.0308(4) Uani 1 1 d . . . . .
H25A H 0.543617 0.794932 0.548410 0.037 Uiso 1 1 calc R . . . .
H25B H 0.685957 0.764124 0.535663 0.037 Uiso 1 1 calc R . . . .
C26 C 0.8309(2) 0.97769(19) 0.82756(16) 0.0459(5) Uani 1 1 d . . . . .
H26A H 0.763361 0.990494 0.872190 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.850003 1.052390 0.804712 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.906309 0.959494 0.864201 0.069 Uiso 1 1 calc GR . . . .
C30 C 0.20958(14) 0.59489(14) 1.04366(11) 0.0182(3) Uani 1 1 d . . . . .
C31 C 0.20097(16) 0.52474(15) 1.11786(12) 0.0220(3) Uani 1 1 d . . . . .
H31 H 0.265631 0.474699 1.128763 0.026 Uiso 1 1 calc R . . . .
C32 C 0.09682(16) 0.53065(16) 1.17386(12) 0.0247(3) Uani 1 1 d . . . . .
H32 H 0.091679 0.484096 1.222630 0.030 Uiso 1 1 calc R . . . .
C33 C -0.00248(16) 0.60561(16) 1.15917(12) 0.0260(3) Uani 1 1 d . . . . .
H33 H -0.072876 0.607690 1.197309 0.031 Uiso 1 1 calc R . . . .
C34 C 0.00533(16) 0.67513(16) 1.08859(13) 0.0257(3) Uani 1 1 d . . . . .
H34 H -0.059981 0.725153 1.079271 0.031 Uiso 1 1 calc R . . . .
C35 C 0.11128(15) 0.67241(15) 1.02925(12) 0.0214(3) Uani 1 1 d . . . . .
C36 C 0.12211(17) 0.74196(16) 0.95512(13) 0.0266(4) Uani 1 1 d . . . . .
H36 H 0.059030 0.793633 0.944209 0.032 Uiso 1 1 calc R . . . .
C37 C 0.22548(17) 0.73319(16) 0.89948(12) 0.0255(3) Uani 1 1 d . . . . .
H37 H 0.233605 0.778304 0.849970 0.031 Uiso 1 1 calc R . . . .
C38 C 0.31992(15) 0.65484(15) 0.91794(11) 0.0200(3) Uani 1 1 d . . . . .
C39 C 0.43701(15) 0.64730(15) 0.85690(11) 0.0205(3) Uani 1 1 d . . . . .
C41 C 0.33884(17) 0.23569(16) 0.92531(13) 0.0273(4) Uani 1 1 d . . . . .
H41A H 0.278885 0.279592 0.969205 0.033 Uiso 1 1 calc R . . . .
H41B H 0.395963 0.198732 0.967258 0.033 Uiso 1 1 calc R . . . .
C42 C 0.26405(19) 0.13070(18) 0.84079(14) 0.0348(4) Uani 1 1 d . . . . .
H42A H 0.218825 0.071633 0.871771 0.042 Uiso 1 1 calc R . . . .
H42B H 0.200662 0.166312 0.802904 0.042 Uiso 1 1 calc R . . . .
C43 C 0.35299(19) 0.06116(16) 0.76675(14) 0.0311(4) Uani 1 1 d . . . . .
H43 H 0.411811 0.020234 0.805306 0.037 Uiso 1 1 calc R . . . .
C44 C 0.43243(17) 0.15639(16) 0.72626(12) 0.0274(4) Uani 1 1 d . . . . .
H44A H 0.376427 0.192916 0.683175 0.033 Uiso 1 1 calc R . . . .
H44B H 0.494664 0.113727 0.684098 0.033 Uiso 1 1 calc R . . . .
C45 C 0.50284(16) 0.26120(16) 0.81347(12) 0.0243(3) Uani 1 1 d . . . . .
H45A H 0.565553 0.225505 0.851895 0.029 Uiso 1 1 calc R . . . .
H45B H 0.548927 0.321596 0.784290 0.029 Uiso 1 1 calc R . . . .
C46 C 0.2784(2) -0.0401(2) 0.67971(17) 0.0524(6) Uani 1 1 d . . . . .
H46A H 0.219683 -0.001901 0.641180 0.079 Uiso 1 1 calc GR . . . .
H46B H 0.231223 -0.099589 0.707866 0.079 Uiso 1 1 calc GR . . . .
H46C H 0.337239 -0.082565 0.635194 0.079 Uiso 1 1 calc GR . . . .


_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 2.0693(10) 2_666 ?
Zn1 O1 2.0694(10) . ?
Zn1 N1 2.2746(12) 2_666 ?
Zn1 N1 2.2746(12) . ?
Zn1 N2 2.1848(13) . ?
Zn1 N2 2.1848(13) 2_666 ?
Zn2 O3 2.0576(10) 2_667 ?
Zn2 O3 2.0576(10) . ?
Zn2 N3 2.2521(13) 2_667 ?
Zn2 N3 2.2521(13) . ?
Zn2 N4 2.2153(13) . ?
Zn2 N4 2.2153(13) 2_667 ?
O1 C19 1.2688(18) . ?
O3 C39 1.2757(19) . ?
O11 C19 1.2391(17) . ?
O33 C39 1.2384(19) . ?
N1 C10 1.3778(19) . ?
N1 C18 1.3207(19) . ?
N2 C21 1.473(2) . ?
N2 C25 1.472(2) . ?
N3 C30 1.3760(19) . ?
N3 C38 1.329(2) . ?
N4 C41 1.476(2) . ?
N4 C45 1.4788(19) . ?
C10 C11 1.415(2) . ?
C10 C15 1.417(2) . ?
C11 C12 1.367(2) . ?
C12 C13 1.402(2) . ?
C13 C14 1.361(2) . ?
C14 C15 1.420(2) . ?
C15 C16 1.408(2) . ?
C16 C17 1.353(2) . ?
C17 C18 1.408(2) . ?
C18 C19 1.527(2) . ?
C21 C22 1.524(2) . ?
C22 C23 1.521(2) . ?
C23 C24 1.517(3) . ?
C23 C26 1.534(2) . ?
C24 C25 1.523(2) . ?
C30 C31 1.410(2) . ?
C30 C35 1.418(2) . ?
C31 C32 1.371(2) . ?
C32 C33 1.407(2) . ?
C33 C34 1.363(2) . ?
C34 C35 1.416(2) . ?
C35 C36 1.406(2) . ?
C36 C37 1.361(2) . ?
C37 C38 1.408(2) . ?
C38 C39 1.526(2) . ?
C41 C42 1.526(2) . ?
C42 C43 1.525(3) . ?
C43 C44 1.521(2) . ?
C43 C46 1.522(3) . ?
C44 C45 1.527(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 2_666 . ?
O1 Zn1 N1 102.70(4) 2_666 . ?
O1 Zn1 N1 77.30(4) . . ?
O1 Zn1 N1 77.30(4) 2_666 2_666 ?
O1 Zn1 N1 102.70(4) . 2_666 ?
O1 Zn1 N2 87.67(4) 2_666 . ?
O1 Zn1 N2 92.33(4) 2_666 2_666 ?
O1 Zn1 N2 87.67(4) . 2_666 ?
O1 Zn1 N2 92.33(4) . . ?
N1 Zn1 N1 180.00(2) 2_666 . ?
N2 Zn1 N1 88.33(5) 2_666 . ?
N2 Zn1 N1 88.33(5) . 2_666 ?
N2 Zn1 N1 91.67(5) . . ?
N2 Zn1 N1 91.67(5) 2_666 2_666 ?
N2 Zn1 N2 180.0 . 2_666 ?
O3 Zn2 O3 180.00(6) 2_667 . ?
O3 Zn2 N3 78.35(4) . . ?
O3 Zn2 N3 101.65(4) 2_667 . ?
O3 Zn2 N3 78.35(4) 2_667 2_667 ?
O3 Zn2 N3 101.65(4) . 2_667 ?
O3 Zn2 N4 92.30(5) 2_667 . ?
O3 Zn2 N4 87.70(5) 2_667 2_667 ?
O3 Zn2 N4 92.30(5) . 2_667 ?
O3 Zn2 N4 87.70(5) . . ?
N3 Zn2 N3 180.0 2_667 . ?
N4 Zn2 N3 90.21(5) 2_667 2_667 ?
N4 Zn2 N3 89.80(5) . 2_667 ?
N4 Zn2 N3 89.79(5) 2_667 . ?
N4 Zn2 N3 90.20(5) . . ?
N4 Zn2 N4 180.0 . 2_667 ?
C19 O1 Zn1 118.56(9) . . ?
C39 O3 Zn2 117.52(9) . . ?
C10 N1 Zn1 132.22(10) . . ?
C18 N1 Zn1 109.33(10) . . ?
C18 N1 C10 118.35(13) . . ?
C21 N2 Zn1 115.07(10) . . ?
C25 N2 Zn1 115.65(10) . . ?
C25 N2 C21 110.44(13) . . ?
C30 N3 Zn2 132.56(10) . . ?
C38 N3 Zn2 108.91(10) . . ?
C38 N3 C30 118.13(13) . . ?
C41 N4 Zn2 115.60(9) . . ?
C41 N4 C45 109.79(13) . . ?
C45 N4 Zn2 116.44(10) . . ?
N1 C10 C11 119.15(13) . . ?
N1 C10 C15 121.52(13) . . ?
C11 C10 C15 119.32(14) . . ?
C12 C11 C10 119.59(15) . . ?
C11 C12 C13 121.38(15) . . ?
C14 C13 C12 120.30(16) . . ?
C13 C14 C15 120.30(16) . . ?
C10 C15 C14 119.11(14) . . ?
C16 C15 C10 117.73(15) . . ?
C16 C15 C14 123.16(15) . . ?
C17 C16 C15 119.95(15) . . ?
C16 C17 C18 119.35(14) . . ?
N1 C18 C17 123.08(14) . . ?
N1 C18 C19 117.83(13) . . ?
C17 C18 C19 119.09(13) . . ?
O1 C19 C18 116.91(12) . . ?
O11 C19 O1 126.80(14) . . ?
O11 C19 C18 116.29(13) . . ?
N2 C21 C22 112.94(14) . . ?
C23 C22 C21 112.41(14) . . ?
C22 C23 C26 111.05(15) . . ?
C24 C23 C22 108.85(15) . . ?
C24 C23 C26 111.89(16) . . ?
C23 C24 C25 111.75(16) . . ?
N2 C25 C24 112.50(14) . . ?
N3 C30 C31 119.30(14) . . ?
N3 C30 C35 121.26(14) . . ?
C31 C30 C35 119.43(14) . . ?
C32 C31 C30 119.69(15) . . ?
C31 C32 C33 121.47(15) . . ?
C34 C33 C32 119.48(15) . . ?
C33 C34 C35 121.06(16) . . ?
C34 C35 C30 118.85(15) . . ?
C36 C35 C30 118.47(14) . . ?
C36 C35 C34 122.68(15) . . ?
C37 C36 C35 119.59(16) . . ?
C36 C37 C38 119.05(15) . . ?
N3 C38 C37 123.50(14) . . ?
N3 C38 C39 117.61(14) . . ?
C37 C38 C39 118.88(14) . . ?
O3 C39 C38 117.23(13) . . ?
O33 C39 O3 126.71(14) . . ?
O33 C39 C38 116.05(14) . . ?
N4 C41 C42 112.98(14) . . ?
C43 C42 C41 111.41(15) . . ?
C44 C43 C42 108.88(15) . . ?
C44 C43 C46 111.70(16) . . ?
C46 C43 C42 111.68(17) . . ?
C43 C44 C45 111.82(14) . . ?
N4 C45 C44 112.79(13) . . ?

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
N2 H2 O33 0.85(2) 2.08(2) 2.9180(17) 167.4(19) . yes
N4 H4 O11 0.840(19) 2.170(19) 2.9756(18) 160.5(17) 2_666 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.375
_oxdiff_exptl_absorpt_empirical_full_min 0.667
####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 2181840'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H24 N4 O4 Zn'
_chemical_formula_sum            'C25 H24 N4 O4 Zn'
_chemical_formula_weight         509.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9883(4)
_cell_length_b                   12.0680(5)
_cell_length_c                   17.4386(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.953(4)
_cell_angle_gamma                90
_cell_volume                     2284.30(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4739
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0040
_cell_measurement_theta_min      3.5690
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.605
_exptl_absorpt_coefficient_mu    1.116
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.873
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13353
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.425
_diffrn_reflns_theta_min         2.368
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  15.00   1.00  125.00    --  -14.21 -99.00 -90.00   26
  2  ω    -76.00  13.00   1.00  125.00    --  -14.21 -57.00  60.00   89
  3  ω    -57.00 -21.00   1.00  125.00    --  -14.21 -57.00   0.00   36
  4  ω    -24.00  49.00   1.00  125.00    --  -14.21  37.00-150.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0576239000
_diffrn_orient_matrix_UB_12      -0.0091462000
_diffrn_orient_matrix_UB_13      0.0236984000
_diffrn_orient_matrix_UB_21      0.0092464000
_diffrn_orient_matrix_UB_22      0.0580726000
_diffrn_orient_matrix_UB_23      0.0036204000
_diffrn_orient_matrix_UB_31      -0.0293394000
_diffrn_orient_matrix_UB_32      0.0002415000
_diffrn_orient_matrix_UB_33      0.0334804000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4260
_reflns_number_total             6051
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         6051
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      0.937
_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)+(0.0371P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0828
_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:
 C33(H33A,H33B), C34(H34A,H34B), C32(H32A,H32B), C31(H31A,H31B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C11(H11), C16(H16), C21(H21), C14(H14), C12(H12), C27(H27),
 C22(H22), C13(H13), C26(H26), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.37049(2) 0.25597(2) 0.75074(2) 0.01921(7) Uani 1 1 d . . . . .
O1 O 0.34439(12) 0.41715(11) 0.77242(7) 0.0237(3) Uani 1 1 d . . . . .
O2 O 0.47562(12) 0.13197(11) 0.79920(7) 0.0253(3) Uani 1 1 d . . . . .
O11 O 0.43236(13) 0.58480(11) 0.77815(7) 0.0266(3) Uani 1 1 d . . . . .
O22 O 0.49760(14) 0.00640(13) 0.89414(8) 0.0340(4) Uani 1 1 d . . . . .
N1 N 0.52780(14) 0.33110(13) 0.70812(8) 0.0188(3) Uani 1 1 d . . . . .
N3 N 0.25256(15) 0.20701(14) 0.65428(9) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.26623(14) 0.20551(13) 0.84039(8) 0.0189(3) Uani 1 1 d . . . . .
N33 N 0.17406(15) 0.17074(14) 0.48989(8) 0.0228(4) Uani 1 1 d . . . . .
C19 C 0.42705(17) 0.48576(17) 0.76038(10) 0.0209(4) Uani 1 1 d . . . . .
C18 C 0.53145(17) 0.43950(16) 0.72194(10) 0.0189(4) Uani 1 1 d . . . . .
C28 C 0.32403(17) 0.12437(16) 0.88221(10) 0.0199(4) Uani 1 1 d . . . . .
C15 C 0.72319(17) 0.34756(17) 0.66044(10) 0.0211(4) Uani 1 1 d . . . . .
C10 C 0.62233(17) 0.28312(16) 0.67687(10) 0.0190(4) Uani 1 1 d . . . . .
C29 C 0.44251(18) 0.08324(17) 0.85769(11) 0.0230(4) Uani 1 1 d . . . . .
C17 C 0.62706(17) 0.50832(17) 0.70562(10) 0.0231(4) Uani 1 1 d . . . . .
H17 H 0.625373 0.584033 0.715318 0.028 Uiso 1 1 calc R . . . .
C20 C 0.15530(18) 0.24228(16) 0.85684(11) 0.0219(4) Uani 1 1 d . . . . .
C11 C 0.61898(18) 0.16900(17) 0.66138(11) 0.0240(4) Uani 1 1 d . . . . .
H11 H 0.553941 0.126193 0.673108 0.029 Uiso 1 1 calc R . . . .
C33 C 0.12994(19) 0.26613(16) 0.52847(11) 0.0256(4) Uani 1 1 d . . . . .
H33A H 0.051528 0.248297 0.544438 0.031 Uiso 1 1 calc R . . . .
H33B H 0.117011 0.327718 0.492383 0.031 Uiso 1 1 calc R . . . .
C16 C 0.72293(18) 0.46221(17) 0.67516(10) 0.0250(4) Uani 1 1 d . . . . .
H16 H 0.787450 0.506388 0.664274 0.030 Uiso 1 1 calc R . . . .
C21 C 0.09197(18) 0.32694(18) 0.81161(11) 0.0265(5) Uani 1 1 d . . . . .
H21 H 0.126573 0.359404 0.771698 0.032 Uiso 1 1 calc R . . . .
C14 C 0.81919(18) 0.29427(18) 0.62904(11) 0.0265(4) Uani 1 1 d . . . . .
H14 H 0.886976 0.334952 0.619215 0.032 Uiso 1 1 calc R . . . .
C25 C 0.10170(19) 0.19375(18) 0.91772(11) 0.0269(5) Uani 1 1 d . . . . .
C34 C 0.22135(19) 0.29984(17) 0.59902(10) 0.0246(4) Uani 1 1 d . . . . .
H34A H 0.296095 0.326553 0.582110 0.030 Uiso 1 1 calc R . . . .
H34B H 0.186828 0.360235 0.625395 0.030 Uiso 1 1 calc R . . . .
C32 C 0.19472(19) 0.07832(17) 0.54404(10) 0.0275(5) Uani 1 1 d . . . . .
H32A H 0.222369 0.014188 0.517971 0.033 Uiso 1 1 calc R . . . .
H32B H 0.118155 0.059169 0.561960 0.033 Uiso 1 1 calc R . . . .
C31 C 0.29048(19) 0.10899(17) 0.61256(11) 0.0266(4) Uani 1 1 d . . . . .
H31A H 0.303499 0.046700 0.648040 0.032 Uiso 1 1 calc R . . . .
H31B H 0.367892 0.124717 0.594578 0.032 Uiso 1 1 calc R . . . .
C12 C 0.71145(18) 0.12087(18) 0.62904(11) 0.0274(5) Uani 1 1 d . . . . .
H12 H 0.707549 0.045650 0.617332 0.033 Uiso 1 1 calc R . . . .
C27 C 0.2787(2) 0.07537(17) 0.94548(10) 0.0272(5) Uani 1 1 d . . . . .
H27 H 0.323814 0.021113 0.975340 0.033 Uiso 1 1 calc R . . . .
C22 C -0.02081(19) 0.36144(19) 0.82652(12) 0.0330(5) Uani 1 1 d . . . . .
H22 H -0.062381 0.417415 0.796488 0.040 Uiso 1 1 calc R . . . .
C13 C 0.81273(19) 0.18384(18) 0.61319(11) 0.0287(5) Uani 1 1 d . . . . .
H13 H 0.875478 0.149689 0.591776 0.034 Uiso 1 1 calc R . . . .
C35 C 0.0850(2) 0.14156(19) 0.42173(11) 0.0333(5) Uani 1 1 d . . . . .
H35A H 0.005998 0.128548 0.437047 0.050 Uiso 1 1 calc GR . . . .
H35B H 0.111839 0.075708 0.398393 0.050 Uiso 1 1 calc GR . . . .
H35C H 0.078579 0.201257 0.384930 0.050 Uiso 1 1 calc GR . . . .
C26 C 0.1678(2) 0.10919(19) 0.96185(11) 0.0312(5) Uani 1 1 d . . . . .
H26 H 0.135176 0.076376 1.002431 0.037 Uiso 1 1 calc R . . . .
C23 C -0.0746(2) 0.3133(2) 0.88664(14) 0.0385(6) Uani 1 1 d . . . . .
H23 H -0.151351 0.337382 0.895909 0.046 Uiso 1 1 calc R . . . .
C24 C -0.0149(2) 0.23206(19) 0.93109(13) 0.0368(6) Uani 1 1 d . . . . .
H24 H -0.051010 0.201057 0.970890 0.044 Uiso 1 1 calc R . . . .
H3 H 0.1873(19) 0.1891(17) 0.6740(10) 0.021(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0105(13) . ?
Zn1 O2 1.9960(13) . ?
Zn1 N1 2.1822(15) . ?
Zn1 N3 2.0444(16) . ?
Zn1 N2 2.1645(15) . ?
O1 C19 1.270(2) . ?
O2 C29 1.278(2) . ?
O11 C19 1.234(2) . ?
O22 C29 1.229(2) . ?
N1 C18 1.330(2) . ?
N1 C10 1.374(2) . ?
N3 C34 1.483(2) . ?
N3 C31 1.482(2) . ?
N2 C28 1.323(2) . ?
N2 C20 1.369(2) . ?
N33 C33 1.454(3) . ?
N33 C32 1.456(2) . ?
N33 C35 1.460(2) . ?
C19 C18 1.522(3) . ?
C18 C17 1.403(3) . ?
C28 C29 1.516(3) . ?
C28 C27 1.409(3) . ?
C15 C10 1.419(3) . ?
C15 C16 1.407(3) . ?
C15 C14 1.416(3) . ?
C10 C11 1.403(3) . ?
C17 C16 1.369(3) . ?
C20 C21 1.407(3) . ?
C20 C25 1.418(3) . ?
C11 C12 1.366(3) . ?
C33 C34 1.518(3) . ?
C21 C22 1.370(3) . ?
C14 C13 1.361(3) . ?
C25 C26 1.410(3) . ?
C25 C24 1.415(3) . ?
C32 C31 1.510(3) . ?
C12 C13 1.410(3) . ?
C27 C26 1.357(3) . ?
C22 C23 1.406(3) . ?
C23 C24 1.354(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 N1 78.80(6) . . ?
O1 Zn1 N3 110.10(6) . . ?
O1 Zn1 N2 91.68(6) . . ?
O2 Zn1 O1 137.38(6) . . ?
O2 Zn1 N1 91.08(6) . . ?
O2 Zn1 N3 112.50(6) . . ?
O2 Zn1 N2 79.62(6) . . ?
N3 Zn1 N1 105.91(6) . . ?
N3 Zn1 N2 100.02(6) . . ?
N2 Zn1 N1 154.06(6) . . ?
C19 O1 Zn1 118.22(12) . . ?
C29 O2 Zn1 117.70(12) . . ?
C18 N1 Zn1 110.50(12) . . ?
C18 N1 C10 118.89(16) . . ?
C10 N1 Zn1 130.38(13) . . ?
C34 N3 Zn1 111.67(12) . . ?
C31 N3 Zn1 116.36(12) . . ?
C31 N3 C34 109.77(14) . . ?
C28 N2 Zn1 110.10(12) . . ?
C28 N2 C20 119.42(16) . . ?
C20 N2 Zn1 130.46(13) . . ?
C33 N33 C32 109.63(15) . . ?
C33 N33 C35 109.76(15) . . ?
C32 N33 C35 111.12(16) . . ?
O1 C19 C18 116.17(17) . . ?
O11 C19 O1 126.65(18) . . ?
O11 C19 C18 117.16(18) . . ?
N1 C18 C19 115.92(17) . . ?
N1 C18 C17 123.24(17) . . ?
C17 C18 C19 120.79(17) . . ?
N2 C28 C29 116.54(16) . . ?
N2 C28 C27 122.99(18) . . ?
C27 C28 C29 120.46(18) . . ?
C16 C15 C10 118.56(18) . . ?
C16 C15 C14 122.67(19) . . ?
C14 C15 C10 118.77(19) . . ?
N1 C10 C15 120.77(17) . . ?
N1 C10 C11 119.43(17) . . ?
C11 C10 C15 119.80(17) . . ?
O2 C29 C28 115.98(17) . . ?
O22 C29 O2 125.54(18) . . ?
O22 C29 C28 118.48(17) . . ?
C16 C17 C18 118.93(18) . . ?
N2 C20 C21 119.79(17) . . ?
N2 C20 C25 120.67(18) . . ?
C21 C20 C25 119.52(18) . . ?
C12 C11 C10 119.86(19) . . ?
N33 C33 C34 111.17(16) . . ?
C17 C16 C15 119.59(18) . . ?
C22 C21 C20 119.82(19) . . ?
C13 C14 C15 120.32(19) . . ?
C26 C25 C20 117.97(19) . . ?
C26 C25 C24 123.32(19) . . ?
C24 C25 C20 118.7(2) . . ?
N3 C34 C33 112.41(17) . . ?
N33 C32 C31 110.15(17) . . ?
N3 C31 C32 111.69(16) . . ?
C11 C12 C13 120.8(2) . . ?
C26 C27 C28 118.47(19) . . ?
C21 C22 C23 120.9(2) . . ?
C14 C13 C12 120.39(19) . . ?
C27 C26 C25 120.40(18) . . ?
C24 C23 C22 120.2(2) . . ?
C23 C24 C25 120.8(2) . . ?

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 H3 O11 0.87(2) 2.09(2) 2.905(2) 156.7(19) 2_546 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.324
_oxdiff_exptl_absorpt_empirical_full_min 0.748
####################################################################### 
# 
# 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_12
_database_code_depnum_ccdc_archive 'CCDC 2181842'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H27 N5 O4 Zn'
_chemical_formula_sum            'C27 H27 N5 O4 Zn'
_chemical_formula_weight         550.90
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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                   7.9372(2)
_cell_length_b                   11.9685(4)
_cell_length_c                   15.1081(4)
_cell_angle_alpha                79.394(3)
_cell_angle_beta                 79.461(2)
_cell_angle_gamma                82.938(2)
_cell_volume                     1380.97(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9212
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9520
_cell_measurement_theta_min      2.9800
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.708
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.388
_diffrn_reflns_theta_min         2.621
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  60.00   1.00   12.50    --   14.21 -19.00-180.00  127
  2  ω    -15.00  88.00   1.00   12.50    --   14.21  57.00 150.00  103
  3  ω    -15.00  88.00   1.00   12.50    --   14.21  57.00 -90.00  103
  4  ω    -15.00  88.00   1.00   12.50    --   14.21  57.00  30.00  103
  5  ω    -42.00  48.00   1.00   12.50    --   14.21 -77.00 120.00   90
  6  ω    -42.00  48.00   1.00   12.50    --   14.21 -77.00   0.00   90
  7  ω    -77.00 -33.00   1.00   12.50    --  -14.52 133.00-179.53   44
  8  ω    -92.00 -43.00   1.00   12.50    --  -14.52 154.00 -59.60   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0012379000
_diffrn_orient_matrix_UB_12      -0.0584649000
_diffrn_orient_matrix_UB_13      -0.0032858000
_diffrn_orient_matrix_UB_21      -0.0104260000
_diffrn_orient_matrix_UB_22      0.0154661000
_diffrn_orient_matrix_UB_23      -0.0464426000
_diffrn_orient_matrix_UB_31      0.0906819000
_diffrn_orient_matrix_UB_32      -0.0030551000
_diffrn_orient_matrix_UB_33      -0.0133047000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6261
_reflns_number_total             7547
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         7547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+0.5299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0935
_refine_ls_wR_factor_ref         0.1004
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C45(H45A,H45B,H45C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.34098(2) 0.63501(2) 0.73599(2) 0.02876(7) Uani 1 1 d . . . . .
O1 O 0.27528(17) 0.47869(11) 0.79645(8) 0.0335(3) Uani 1 1 d . . . . .
O2 O 0.59001(16) 0.65567(13) 0.68757(9) 0.0364(3) Uani 1 1 d . . . . .
O11 O 0.22384(19) 0.30979(12) 0.77052(10) 0.0422(3) Uani 1 1 d . . . . .
O22 O 0.84834(16) 0.65968(14) 0.72494(10) 0.0446(4) Uani 1 1 d . . . . .
N1 N 0.30131(18) 0.56596(13) 0.62023(10) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.43818(18) 0.64780(13) 0.86000(10) 0.0279(3) Uani 1 1 d . . . . .
N3 N 0.1645(2) 0.76901(14) 0.73075(11) 0.0333(3) Uani 1 1 d . . . . .
H3 H 0.070(3) 0.7548(18) 0.7314(15) 0.032(6) Uiso 1 1 d . . . . .
N4 N 0.0428(3) 0.95766(17) 0.73328(18) 0.0607(6) Uani 1 1 d . . . . .
N44 N -0.2023(3) 1.05983(18) 0.86451(19) 0.0649(6) Uani 1 1 d . . . . .
C10 C 0.3097(2) 0.61660(16) 0.53041(12) 0.0306(4) Uani 1 1 d . . . . .
C11 C 0.3640(3) 0.72654(19) 0.50218(14) 0.0442(5) Uani 1 1 d . . . . .
H11 H 0.394405 0.765085 0.544182 0.053 Uiso 1 1 calc R . . . .
C12 C 0.3723(3) 0.7772(2) 0.41252(16) 0.0525(6) Uani 1 1 d . . . . .
H12 H 0.409179 0.849922 0.394034 0.063 Uiso 1 1 calc R . . . .
C13 C 0.3258(3) 0.7207(2) 0.34852(14) 0.0512(6) Uani 1 1 d . . . . .
H13 H 0.329850 0.756767 0.288223 0.061 Uiso 1 1 calc R . . . .
C14 C 0.2754(3) 0.6145(2) 0.37385(14) 0.0466(5) Uani 1 1 d . . . . .
H14 H 0.246325 0.577458 0.330526 0.056 Uiso 1 1 calc R . . . .
C15 C 0.2659(2) 0.55820(18) 0.46547(12) 0.0361(4) Uani 1 1 d . . . . .
C16 C 0.2155(3) 0.4481(2) 0.49476(14) 0.0456(5) Uani 1 1 d . . . . .
H16 H 0.185127 0.408325 0.453554 0.055 Uiso 1 1 calc R . . . .
C17 C 0.2109(3) 0.39864(18) 0.58423(13) 0.0390(4) Uani 1 1 d . . . . .
H17 H 0.179321 0.324739 0.604270 0.047 Uiso 1 1 calc R . . . .
C18 C 0.2546(2) 0.46135(16) 0.64520(12) 0.0283(3) Uani 1 1 d . . . . .
C19 C 0.2509(2) 0.41055(16) 0.74553(12) 0.0301(4) Uani 1 1 d . . . . .
C20 C 0.3537(2) 0.64130(15) 0.94795(12) 0.0279(3) Uani 1 1 d . . . . .
C21 C 0.1745(2) 0.63217(18) 0.96678(13) 0.0350(4) Uani 1 1 d . . . . .
H21 H 0.114258 0.632498 0.919396 0.042 Uiso 1 1 calc R . . . .
C22 C 0.0897(2) 0.62283(19) 1.05487(14) 0.0388(4) Uani 1 1 d . . . . .
H22 H -0.028409 0.617067 1.066936 0.047 Uiso 1 1 calc R . . . .
C23 C 0.1786(3) 0.62186(19) 1.12717(13) 0.0401(5) Uani 1 1 d . . . . .
H23 H 0.119046 0.615295 1.186644 0.048 Uiso 1 1 calc R . . . .
C24 C 0.3517(2) 0.63044(18) 1.11108(13) 0.0369(4) Uani 1 1 d . . . . .
H24 H 0.409442 0.629591 1.159523 0.044 Uiso 1 1 calc R . . . .
C25 C 0.4433(2) 0.64060(16) 1.02104(12) 0.0306(4) Uani 1 1 d . . . . .
C26 C 0.6226(2) 0.64947(18) 0.99991(13) 0.0366(4) Uani 1 1 d . . . . .
H26 H 0.685157 0.651194 1.045943 0.044 Uiso 1 1 calc R . . . .
C27 C 0.7030(2) 0.65545(17) 0.91181(13) 0.0349(4) Uani 1 1 d . . . . .
H27 H 0.821056 0.661009 0.897165 0.042 Uiso 1 1 calc R . . . .
C28 C 0.6066(2) 0.65318(15) 0.84327(12) 0.0291(4) Uani 1 1 d . . . . .
C29 C 0.6909(2) 0.65636(17) 0.74420(13) 0.0326(4) Uani 1 1 d . . . . .
C31 C 0.1771(3) 0.87542(18) 0.73137(15) 0.0409(4) Uani 1 1 d . . . . .
C32 C 0.3522(3) 0.9125(2) 0.7272(2) 0.0572(6) Uani 1 1 d . . . . .
H32A H 0.357524 0.938545 0.783007 0.086 Uiso 1 1 calc GR . . . .
H32B H 0.373922 0.973503 0.676777 0.086 Uiso 1 1 calc GR . . . .
H32C H 0.437338 0.849323 0.719280 0.086 Uiso 1 1 calc GR . . . .
C41 C 0.0556(4) 1.0745(2) 0.7487(2) 0.0653(7) Uani 1 1 d . . . . .
H41A H -0.004148 1.129663 0.706759 0.078 Uiso 1 1 calc R . . . .
H41B H 0.175445 1.090047 0.737742 0.078 Uiso 1 1 calc R . . . .
C42 C -0.0224(3) 1.0849(2) 0.8442(2) 0.0621(7) Uani 1 1 d . . . . .
H42A H 0.042313 1.032556 0.885594 0.075 Uiso 1 1 calc R . . . .
H42B H -0.015241 1.161794 0.854271 0.075 Uiso 1 1 calc R . . . .
C43 C -0.2144(4) 0.9446(2) 0.8486(3) 0.0728(9) Uani 1 1 d . . . . .
H43A H -0.334164 0.928789 0.860170 0.087 Uiso 1 1 calc R . . . .
H43B H -0.153920 0.889469 0.890211 0.087 Uiso 1 1 calc R . . . .
C44 C -0.1372(3) 0.9329(2) 0.7515(3) 0.0745(10) Uani 1 1 d . . . . .
H44A H -0.144580 0.855924 0.741764 0.089 Uiso 1 1 calc R . . . .
H44B H -0.201022 0.985439 0.709889 0.089 Uiso 1 1 calc R . . . .
C45 C -0.2713(5) 1.0676(3) 0.9606(3) 0.0946(11) Uani 1 1 d . . . . .
H45A H -0.221249 1.004345 0.999297 0.142 Uiso 1 1 calc GR . . . .
H45B H -0.394033 1.065843 0.970887 0.142 Uiso 1 1 calc GR . . . .
H45C H -0.243785 1.137783 0.974309 0.142 Uiso 1 1 calc GR . . . .


_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 2.0108(13) . ?
Zn1 O2 2.0070(13) . ?
Zn1 N1 2.1537(14) . ?
Zn1 N2 2.1890(14) . ?
Zn1 N3 1.9953(16) . ?
O1 C19 1.272(2) . ?
O2 C29 1.276(2) . ?
O11 C19 1.228(2) . ?
O22 C29 1.234(2) . ?
N1 C10 1.374(2) . ?
N1 C18 1.318(2) . ?
N2 C20 1.368(2) . ?
N2 C28 1.322(2) . ?
N3 C31 1.292(3) . ?
N4 C31 1.359(3) . ?
N4 C41 1.478(3) . ?
N4 C44 1.461(3) . ?
N44 C42 1.461(3) . ?
N44 C43 1.461(3) . ?
N44 C45 1.471(4) . ?
C10 C11 1.402(3) . ?
C10 C15 1.417(3) . ?
C11 C12 1.372(3) . ?
C12 C13 1.400(4) . ?
C13 C14 1.347(4) . ?
C14 C15 1.416(3) . ?
C15 C16 1.394(3) . ?
C16 C17 1.368(3) . ?
C17 C18 1.403(3) . ?
C18 C19 1.522(2) . ?
C20 C21 1.413(2) . ?
C20 C25 1.417(2) . ?
C21 C22 1.369(3) . ?
C22 C23 1.403(3) . ?
C23 C24 1.363(3) . ?
C24 C25 1.412(3) . ?
C25 C26 1.413(3) . ?
C26 C27 1.360(3) . ?
C27 C28 1.402(2) . ?
C28 C29 1.519(3) . ?
C31 C32 1.497(3) . ?
C41 C42 1.484(4) . ?
C43 C44 1.506(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 79.14(5) . . ?
O1 Zn1 N2 87.83(5) . . ?
O2 Zn1 O1 118.71(6) . . ?
O2 Zn1 N1 94.20(5) . . ?
O2 Zn1 N2 78.29(5) . . ?
N1 Zn1 N2 159.61(6) . . ?
N3 Zn1 O1 120.77(6) . . ?
N3 Zn1 O2 120.42(7) . . ?
N3 Zn1 N1 99.61(6) . . ?
N3 Zn1 N2 100.53(6) . . ?
C19 O1 Zn1 117.71(11) . . ?
C29 O2 Zn1 118.59(11) . . ?
C10 N1 Zn1 129.69(12) . . ?
C18 N1 Zn1 111.08(11) . . ?
C18 N1 C10 119.14(15) . . ?
C20 N2 Zn1 129.62(11) . . ?
C28 N2 Zn1 110.99(11) . . ?
C28 N2 C20 119.13(14) . . ?
C31 N3 Zn1 130.76(14) . . ?
C31 N4 C41 123.5(2) . . ?
C31 N4 C44 123.4(2) . . ?
C44 N4 C41 110.1(2) . . ?
C42 N44 C43 109.6(2) . . ?
C42 N44 C45 109.5(3) . . ?
C43 N44 C45 109.2(3) . . ?
N1 C10 C11 119.87(17) . . ?
N1 C10 C15 120.65(18) . . ?
C11 C10 C15 119.47(17) . . ?
C12 C11 C10 119.9(2) . . ?
C11 C12 C13 120.8(2) . . ?
C14 C13 C12 120.3(2) . . ?
C13 C14 C15 121.0(2) . . ?
C14 C15 C10 118.5(2) . . ?
C16 C15 C10 118.45(17) . . ?
C16 C15 C14 123.07(19) . . ?
C17 C16 C15 119.89(18) . . ?
C16 C17 C18 118.83(19) . . ?
N1 C18 C17 123.02(17) . . ?
N1 C18 C19 116.01(15) . . ?
C17 C18 C19 120.97(17) . . ?
O1 C19 C18 115.65(16) . . ?
O11 C19 O1 125.86(17) . . ?
O11 C19 C18 118.49(16) . . ?
N2 C20 C21 119.50(15) . . ?
N2 C20 C25 121.24(15) . . ?
C21 C20 C25 119.24(16) . . ?
C22 C21 C20 119.89(17) . . ?
C21 C22 C23 120.79(17) . . ?
C24 C23 C22 120.63(18) . . ?
C23 C24 C25 120.14(17) . . ?
C24 C25 C20 119.32(16) . . ?
C24 C25 C26 122.86(16) . . ?
C26 C25 C20 117.82(16) . . ?
C27 C26 C25 119.56(16) . . ?
C26 C27 C28 119.44(16) . . ?
N2 C28 C27 122.77(16) . . ?
N2 C28 C29 115.69(15) . . ?
C27 C28 C29 121.54(15) . . ?
O2 C29 C28 116.03(15) . . ?
O22 C29 O2 125.57(17) . . ?
O22 C29 C28 118.40(16) . . ?
N3 C31 N4 124.7(2) . . ?
N3 C31 C32 118.21(19) . . ?
N4 C31 C32 117.1(2) . . ?
N4 C41 C42 109.1(2) . . ?
N44 C42 C41 111.8(2) . . ?
N44 C43 C44 110.2(3) . . ?
N4 C44 C43 109.9(2) . . ?

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 H3 O22 0.78(2) 2.24(2) 2.991(2) 161(2) 1_455 yes

_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 -0.117 0.000 0.500 168.1 35.4 ?
2 0.410 0.120 0.854 25.2 7.1 ?
3 0.590 0.880 0.146 25.2 7.0 ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.343
_oxdiff_exptl_absorpt_empirical_full_min 0.733
####################################################################### 
# 
# 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_14
_database_code_depnum_ccdc_archive 'CCDC 2181844'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H29 N5 O4 Zn, H2 O'
_chemical_formula_sum            'C28 H31 N5 O5 Zn'
_chemical_formula_weight         582.95
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.9223(4)
_cell_length_b                   22.5925(13)
_cell_length_c                   15.2268(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.820(5)
_cell_angle_gamma                90
_cell_volume                     2657.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3925
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.8810
_cell_measurement_theta_min      2.8840
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0812
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11925
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.637
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  88.00   1.00  105.00    --   14.21  57.00  90.00   90
  2  ω    -40.00  44.00   1.00  105.00    --   14.21 -77.00 -60.00   84
  3  ω     -9.00  17.00   1.00  105.00    --  -14.52 -77.00  60.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0262717000
_diffrn_orient_matrix_UB_12      0.0251771000
_diffrn_orient_matrix_UB_13      -0.0274573000
_diffrn_orient_matrix_UB_21      0.0252842000
_diffrn_orient_matrix_UB_22      0.0186082000
_diffrn_orient_matrix_UB_23      0.0381779000
_diffrn_orient_matrix_UB_31      0.0842782000
_diffrn_orient_matrix_UB_32      0.0022792000
_diffrn_orient_matrix_UB_33      -0.0084526000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3444
_reflns_number_total             5208
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      0.994
_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)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0885
_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:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.36286(4) 0.43739(2) 0.75090(2) 0.02348(11) Uani 1 1 d . . . . .
O1 O 0.2780(2) 0.51945(9) 0.71558(14) 0.0286(5) Uani 1 1 d . . . . .
O2 O 0.6153(2) 0.42372(9) 0.80149(14) 0.0291(5) Uani 1 1 d . . . . .
O11 O 0.1890(3) 0.60395(10) 0.76695(15) 0.0353(6) Uani 1 1 d . . . . .
O22 O 0.8757(2) 0.43323(10) 0.76876(14) 0.0343(6) Uani 1 1 d . . . . .
N1 N 0.3167(3) 0.46983(11) 0.87839(16) 0.0224(6) Uani 1 1 d . . . . .
N2 N 0.4583(3) 0.42901(11) 0.62923(16) 0.0209(6) Uani 1 1 d . . . . .
N3 N 0.1964(3) 0.37014(13) 0.74343(18) 0.0263(7) Uani 1 1 d . . . . .
H3 H 0.110(3) 0.3808(13) 0.753(2) 0.021(9) Uiso 1 1 d . . . . .
N4 N 0.1034(3) 0.27404(12) 0.7664(2) 0.0354(7) Uani 1 1 d . . . . .
N44 N -0.0161(4) 0.24642(13) 0.9265(2) 0.0398(7) Uani 1 1 d . . . . .
C10 C 0.3322(3) 0.44209(15) 0.9603(2) 0.0242(7) Uani 1 1 d . . . . .
C11 C 0.4146(4) 0.38661(15) 0.9745(2) 0.0288(8) Uani 1 1 d . . . . .
H11 H 0.458091 0.368884 0.929051 0.035 Uiso 1 1 calc R U . . .
C12 C 0.4302(4) 0.35902(15) 1.0559(2) 0.0341(8) Uani 1 1 d . . . . .
H12 H 0.484489 0.322341 1.065181 0.041 Uiso 1 1 calc R U . . .
C13 C 0.3653(4) 0.38513(16) 1.1260(2) 0.0361(9) Uani 1 1 d . . . . .
H13 H 0.376718 0.365666 1.180797 0.043 Uiso 1 1 calc R U . . .
C14 C 0.2866(4) 0.43855(16) 1.1131(2) 0.0331(8) Uani 1 1 d . . . . .
H14 H 0.243663 0.455428 1.159409 0.040 Uiso 1 1 calc R U . . .
C15 C 0.2682(4) 0.46927(15) 1.0304(2) 0.0260(7) Uani 1 1 d . . . . .
C16 C 0.1903(4) 0.52523(15) 1.0152(2) 0.0303(8) Uani 1 1 d . . . . .
H16 H 0.146167 0.543694 1.059856 0.036 Uiso 1 1 calc R U . . .
C17 C 0.1800(4) 0.55223(14) 0.9340(2) 0.0287(8) Uani 1 1 d . . . . .
H17 H 0.130114 0.589523 0.922838 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2458(3) 0.52292(14) 0.8675(2) 0.0242(7) Uani 1 1 d . . . . .
C19 C 0.2356(4) 0.55189(15) 0.7762(2) 0.0275(8) Uani 1 1 d . . . . .
C20 C 0.3717(3) 0.42922(13) 0.5401(2) 0.0218(7) Uani 1 1 d . . . . .
C21 C 0.1895(3) 0.43610(14) 0.5192(2) 0.0262(7) Uani 1 1 d . . . . .
H21 H 0.129939 0.439640 0.565152 0.031 Uiso 1 1 calc R U . . .
C22 C 0.1016(4) 0.43753(15) 0.4310(2) 0.0292(7) Uani 1 1 d . . . . .
H22 H -0.018195 0.441727 0.417415 0.035 Uiso 1 1 calc R U . . .
C23 C 0.1899(4) 0.43273(14) 0.3607(2) 0.0295(7) Uani 1 1 d . . . . .
H23 H 0.128118 0.433932 0.301214 0.035 Uiso 1 1 calc R U . . .
C24 C 0.3661(4) 0.42629(13) 0.3793(2) 0.0269(8) Uani 1 1 d . . . . .
H24 H 0.423697 0.423295 0.332550 0.032 Uiso 1 1 calc R U . . .
C25 C 0.4605(4) 0.42421(13) 0.4699(2) 0.0231(7) Uani 1 1 d . . . . .
C26 C 0.6430(4) 0.41867(14) 0.4930(2) 0.0291(8) Uani 1 1 d . . . . .
H26 H 0.705522 0.414357 0.448390 0.035 Uiso 1 1 calc R U . . .
C27 C 0.7253(4) 0.41977(14) 0.5812(2) 0.0284(8) Uani 1 1 d . . . . .
H27 H 0.845254 0.416876 0.597459 0.034 Uiso 1 1 calc R U . . .
C28 C 0.6295(3) 0.42528(13) 0.6480(2) 0.0237(7) Uani 1 1 d . . . . .
C29 C 0.7158(4) 0.42798(14) 0.7472(2) 0.0255(7) Uani 1 1 d . . . . .
C31 C 0.2236(4) 0.31415(16) 0.7527(2) 0.0310(8) Uani 1 1 d . . . . .
C32 C 0.3955(4) 0.29042(16) 0.7436(3) 0.0465(10) Uani 1 1 d . . . . .
H32A H 0.459054 0.321019 0.721377 0.070 Uiso 1 1 calc R U . . .
H32B H 0.377997 0.257744 0.702298 0.070 Uiso 1 1 calc R U . . .
H32C H 0.459706 0.277296 0.801396 0.070 Uiso 1 1 calc R U . . .
C41 C -0.0650(4) 0.29288(16) 0.7791(2) 0.0368(9) Uani 1 1 d . . . . .
H41A H -0.150744 0.262978 0.755222 0.044 Uiso 1 1 calc R U . . .
H41B H -0.098362 0.329354 0.746237 0.044 Uiso 1 1 calc R U . . .
C42 C -0.0607(4) 0.30262(16) 0.8781(2) 0.0396(9) Uani 1 1 d . . . . .
H42A H 0.024754 0.332537 0.902429 0.048 Uiso 1 1 calc R U . . .
H42B H -0.172853 0.316244 0.885382 0.048 Uiso 1 1 calc R U . . .
C43 C 0.1517(4) 0.22514(15) 0.9132(3) 0.0420(9) Uani 1 1 d . . . . .
H43A H 0.178570 0.187480 0.943683 0.050 Uiso 1 1 calc R U . . .
H43B H 0.241394 0.253096 0.939904 0.050 Uiso 1 1 calc R U . . .
C44 C 0.1512(5) 0.21761(15) 0.8139(3) 0.0415(9) Uani 1 1 d . . . . .
H44A H 0.265165 0.205447 0.807283 0.050 Uiso 1 1 calc R U . . .
H44B H 0.069000 0.187124 0.787949 0.050 Uiso 1 1 calc R U . . .
C45 C -0.0096(5) 0.2526(2) 1.0231(3) 0.0555(11) Uani 1 1 d . . . . .
H45A H 0.068479 0.284588 1.047254 0.067 Uiso 1 1 calc R U . . .
H45B H 0.036173 0.216397 1.053692 0.067 Uiso 1 1 calc R U . . .
C46 C -0.1880(5) 0.2651(2) 1.0419(3) 0.0664(13) Uani 1 1 d . . . . .
H46A H -0.233387 0.301034 1.012157 0.100 Uiso 1 1 calc R U . . .
H46B H -0.177744 0.269248 1.105636 0.100 Uiso 1 1 calc R U . . .
H46C H -0.264717 0.232898 1.019805 0.100 Uiso 1 1 calc R U . . .
O5 O 0.6649(4) 0.18275(14) 0.8355(2) 0.0496(7) Uani 1 1 d . . . . .
H5A H 0.705(6) 0.155(2) 0.806(4) 0.12(2) Uiso 1 1 d . . . . .
H5B H 0.772(6) 0.201(2) 0.871(3) 0.094(17) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.005(2) . ?
Zn1 O2 2.0008(19) . ?
Zn1 N1 2.181(2) . ?
Zn1 N2 2.159(2) . ?
Zn1 N3 1.998(3) . ?
O1 C19 1.280(4) . ?
O2 C29 1.272(3) . ?
O11 C19 1.231(4) . ?
O22 C29 1.242(3) . ?
N1 C10 1.376(4) . ?
N1 C18 1.319(4) . ?
N2 C20 1.378(4) . ?
N2 C28 1.325(3) . ?
N3 H3 0.77(3) . ?
N3 C31 1.286(4) . ?
N4 C31 1.363(4) . ?
N4 C41 1.453(4) . ?
N4 C44 1.473(4) . ?
N44 C42 1.471(4) . ?
N44 C43 1.470(4) . ?
N44 C45 1.467(4) . ?
C10 C11 1.407(4) . ?
C10 C15 1.420(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.367(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.413(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.353(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.416(4) . ?
C15 C16 1.403(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.365(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.403(4) . ?
C18 C19 1.523(4) . ?
C20 C21 1.416(4) . ?
C20 C25 1.409(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.407(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.369(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.416(4) . ?
C25 C26 1.416(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.358(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.402(4) . ?
C28 C29 1.515(4) . ?
C31 C32 1.499(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.516(5) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.520(5) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C46 1.529(5) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
O5 H5A 0.88(5) . ?
O5 H5B 0.99(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 79.36(9) . . ?
O1 Zn1 N2 90.65(9) . . ?
O2 Zn1 O1 119.54(8) . . ?
O2 Zn1 N1 93.44(8) . . ?
O2 Zn1 N2 78.83(8) . . ?
N2 Zn1 N1 162.41(9) . . ?
N3 Zn1 O1 120.68(10) . . ?
N3 Zn1 O2 119.67(10) . . ?
N3 Zn1 N1 93.86(10) . . ?
N3 Zn1 N2 103.70(10) . . ?
C19 O1 Zn1 117.5(2) . . ?
C29 O2 Zn1 117.02(19) . . ?
C10 N1 Zn1 130.9(2) . . ?
C18 N1 Zn1 110.17(19) . . ?
C18 N1 C10 118.5(3) . . ?
C20 N2 Zn1 130.67(17) . . ?
C28 N2 Zn1 110.93(19) . . ?
C28 N2 C20 118.4(2) . . ?
Zn1 N3 H3 111(2) . . ?
C31 N3 Zn1 130.5(2) . . ?
C31 N3 H3 115(2) . . ?
C31 N4 C41 121.2(3) . . ?
C31 N4 C44 122.5(3) . . ?
C41 N4 C44 109.4(3) . . ?
C43 N44 C42 109.7(3) . . ?
C45 N44 C42 111.8(3) . . ?
C45 N44 C43 109.7(3) . . ?
N1 C10 C11 119.4(3) . . ?
N1 C10 C15 120.6(3) . . ?
C11 C10 C15 120.0(3) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.3(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C10 118.2(3) . . ?
C16 C15 C10 118.8(3) . . ?
C16 C15 C14 122.9(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.2(3) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.0(3) . . ?
C18 C17 H17 120.5 . . ?
N1 C18 C17 123.7(3) . . ?
N1 C18 C19 116.1(3) . . ?
C17 C18 C19 120.2(3) . . ?
O1 C19 C18 116.3(3) . . ?
O11 C19 O1 125.8(3) . . ?
O11 C19 C18 117.9(3) . . ?
N2 C20 C21 118.8(2) . . ?
N2 C20 C25 121.6(2) . . ?
C25 C20 C21 119.6(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 119.9(3) . . ?
C25 C24 H24 120.0 . . ?
C20 C25 C24 119.4(3) . . ?
C20 C25 C26 118.2(3) . . ?
C26 C25 C24 122.3(3) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 C25 118.9(3) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.1(3) . . ?
C28 C27 H27 120.0 . . ?
N2 C28 C27 122.8(3) . . ?
N2 C28 C29 115.2(2) . . ?
C27 C28 C29 122.0(2) . . ?
O2 C29 C28 115.8(2) . . ?
O22 C29 O2 125.8(3) . . ?
O22 C29 C28 118.4(3) . . ?
N3 C31 N4 124.4(3) . . ?
N3 C31 C32 118.4(3) . . ?
N4 C31 C32 117.1(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N4 C41 H41A 109.5 . . ?
N4 C41 H41B 109.5 . . ?
N4 C41 C42 110.9(3) . . ?
H41A C41 H41B 108.1 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
N44 C42 C41 108.8(3) . . ?
N44 C42 H42A 109.9 . . ?
N44 C42 H42B 109.9 . . ?
C41 C42 H42A 109.9 . . ?
C41 C42 H42B 109.9 . . ?
H42A C42 H42B 108.3 . . ?
N44 C43 H43A 109.3 . . ?
N44 C43 H43B 109.3 . . ?
N44 C43 C44 111.8(3) . . ?
H43A C43 H43B 107.9 . . ?
C44 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
N4 C44 C43 109.6(3) . . ?
N4 C44 H44A 109.8 . . ?
N4 C44 H44B 109.8 . . ?
C43 C44 H44A 109.8 . . ?
C43 C44 H44B 109.8 . . ?
H44A C44 H44B 108.2 . . ?
N44 C45 H45A 109.2 . . ?
N44 C45 H45B 109.2 . . ?
N44 C45 C46 112.2(3) . . ?
H45A C45 H45B 107.9 . . ?
C46 C45 H45A 109.2 . . ?
C46 C45 H45B 109.2 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
H5A O5 H5B 103(4) . . ?

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 H3 O22 0.77(3) 2.26(3) 3.012(3) 166(3) 1_455 yes
O5 H5A O11 0.88(5) 1.92(5) 2.783(4) 170(5) 2_646 yes
O5 H5B N44 0.99(5) 1.99(5) 2.970(4) 171(4) 1_655 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 O1 C19 O11 176.4(2) . . . . ?
Zn1 O1 C19 C18 -3.1(3) . . . . ?
Zn1 O2 C29 O22 164.1(2) . . . . ?
Zn1 O2 C29 C28 -17.0(3) . . . . ?
Zn1 N1 C10 C11 11.1(4) . . . . ?
Zn1 N1 C10 C15 -169.78(19) . . . . ?
Zn1 N1 C18 C17 171.3(2) . . . . ?
Zn1 N1 C18 C19 -7.9(3) . . . . ?
Zn1 N2 C20 C21 0.3(4) . . . . ?
Zn1 N2 C20 C25 178.7(2) . . . . ?
Zn1 N2 C28 C27 -179.7(2) . . . . ?
Zn1 N2 C28 C29 -0.3(3) . . . . ?
Zn1 N3 C31 N4 164.3(2) . . . . ?
Zn1 N3 C31 C32 -18.8(5) . . . . ?
N1 C10 C11 C12 180.0(3) . . . . ?
N1 C10 C15 C14 179.6(3) . . . . ?
N1 C10 C15 C16 -0.6(4) . . . . ?
N1 C18 C19 O1 7.8(4) . . . . ?
N1 C18 C19 O11 -171.7(3) . . . . ?
N2 C20 C21 C22 178.8(3) . . . . ?
N2 C20 C25 C24 -178.3(3) . . . . ?
N2 C20 C25 C26 0.2(4) . . . . ?
N2 C28 C29 O2 11.1(4) . . . . ?
N2 C28 C29 O22 -169.9(3) . . . . ?
N4 C41 C42 N44 -61.2(3) . . . . ?
N44 C43 C44 N4 56.6(4) . . . . ?
C10 N1 C18 C17 -2.0(4) . . . . ?
C10 N1 C18 C19 178.7(2) . . . . ?
C10 C11 C12 C13 -0.1(5) . . . . ?
C10 C15 C16 C17 -0.8(4) . . . . ?
C11 C10 C15 C14 -1.3(4) . . . . ?
C11 C10 C15 C16 178.5(3) . . . . ?
C11 C12 C13 C14 -0.2(5) . . . . ?
C12 C13 C14 C15 -0.3(5) . . . . ?
C13 C14 C15 C10 1.0(4) . . . . ?
C13 C14 C15 C16 -178.8(3) . . . . ?
C14 C15 C16 C17 179.0(3) . . . . ?
C15 C10 C11 C12 0.8(4) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C16 C17 C18 N1 0.6(4) . . . . ?
C16 C17 C18 C19 179.8(3) . . . . ?
C17 C18 C19 O1 -171.4(3) . . . . ?
C17 C18 C19 O11 9.0(4) . . . . ?
C18 N1 C10 C11 -177.1(3) . . . . ?
C18 N1 C10 C15 2.0(4) . . . . ?
C20 N2 C28 C27 -2.0(4) . . . . ?
C20 N2 C28 C29 177.5(3) . . . . ?
C20 C21 C22 C23 -0.5(5) . . . . ?
C20 C25 C26 C27 -1.5(4) . . . . ?
C21 C20 C25 C24 0.2(4) . . . . ?
C21 C20 C25 C26 178.6(3) . . . . ?
C21 C22 C23 C24 0.2(5) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C23 C24 C25 C20 -0.4(4) . . . . ?
C23 C24 C25 C26 -178.9(3) . . . . ?
C24 C25 C26 C27 176.9(3) . . . . ?
C25 C20 C21 C22 0.3(5) . . . . ?
C25 C26 C27 C28 1.1(5) . . . . ?
C26 C27 C28 N2 0.7(5) . . . . ?
C26 C27 C28 C29 -178.7(3) . . . . ?
C27 C28 C29 O2 -169.5(3) . . . . ?
C27 C28 C29 O22 9.5(4) . . . . ?
C28 N2 C20 C21 -176.9(3) . . . . ?
C28 N2 C20 C25 1.5(4) . . . . ?
C31 N4 C41 C42 -90.6(4) . . . . ?
C31 N4 C44 C43 93.5(4) . . . . ?
C41 N4 C31 N3 -5.2(5) . . . . ?
C41 N4 C31 C32 177.8(3) . . . . ?
C41 N4 C44 C43 -57.6(4) . . . . ?
C42 N44 C43 C44 -57.2(4) . . . . ?
C42 N44 C45 C46 67.1(4) . . . . ?
C43 N44 C42 C41 58.0(3) . . . . ?
C43 N44 C45 C46 -171.0(3) . . . . ?
C44 N4 C31 N3 -153.0(3) . . . . ?
C44 N4 C31 C32 30.0(5) . . . . ?
C44 N4 C41 C42 61.0(4) . . . . ?
C45 N44 C42 C41 -180.0(3) . . . . ?
C45 N44 C43 C44 179.6(3) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.149
_oxdiff_exptl_absorpt_empirical_full_min 0.865
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2181838'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H36 N6 O6 Zn, 2(C2 H3 N)'
_chemical_formula_sum            'C36 H42 N8 O6 Zn'
_chemical_formula_weight         748.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.5710(5)
_cell_length_b                   10.9044(7)
_cell_length_c                   10.9382(6)
_cell_angle_alpha                108.531(5)
_cell_angle_beta                 108.117(5)
_cell_angle_gamma                96.396(5)
_cell_volume                     895.82(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3666
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9060
_cell_measurement_theta_min      2.8550
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.836
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8006
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.112
_diffrn_reflns_theta_min         2.571
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  31.00   1.00   13.00    --   14.05 -77.00  90.00   56
  2  ω    -40.00  56.00   1.00   13.00    --  -14.36  57.00   0.00   96
  3  ω    -38.00  16.00   1.00   13.00    --  -14.36 -77.00  90.00   54
  4  ω    -36.00 -10.00   1.00   13.00    --  -14.36  77.00   0.00   26
  5  ω    -82.00  12.00   1.00   13.00    --  -14.36 -57.00-150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0184298000
_diffrn_orient_matrix_UB_12      -0.0373204000
_diffrn_orient_matrix_UB_13      0.0431269000
_diffrn_orient_matrix_UB_21      0.0870324000
_diffrn_orient_matrix_UB_22      0.0308422000
_diffrn_orient_matrix_UB_23      0.0250076000
_diffrn_orient_matrix_UB_31      -0.0101858000
_diffrn_orient_matrix_UB_32      0.0513161000
_diffrn_orient_matrix_UB_33      0.0540642000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4099
_reflns_number_total             4590
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0072(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0397
_refine_ls_restrained_S_all      1.059
_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)+(0.0173P)²+0.4692P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0849
_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 Ternary CH refined with riding coordinates:
 C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22C,H22D), C24(H24A,H24B), C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.000000 0.500000 0.500000 0.01200(9) Uani 1 2 d S . P . .
O1 O 1.07086(16) 0.43030(11) 0.33456(12) 0.0141(3) Uani 1 1 d . . . . .
O2 O 0.23169(18) 0.00165(13) 0.05262(17) 0.0317(4) Uani 1 1 d . . . . .
O11 O 1.04990(19) 0.43981(13) 0.12991(13) 0.0217(3) Uani 1 1 d . . . . .
N1 N 0.93671(18) 0.64441(13) 0.39555(14) 0.0123(3) Uani 1 1 d . . . . .
N2 N 0.7419(2) 0.37036(14) 0.38344(15) 0.0151(3) Uani 1 1 d . . . . .
H2 H 0.731(3) 0.344(2) 0.446(3) 0.040(7) Uiso 1 1 d . . . . .
N22 N 0.1058(2) 0.17309(17) 0.08504(17) 0.0193(3) Uani 1 1 d . . . . .
H22A H 0.112(3) 0.253(3) 0.111(2) 0.036(7) Uiso 1 1 d . . . . .
H22B H 0.012(3) 0.119(2) 0.047(2) 0.037(7) Uiso 1 1 d . . . . .
C10 C 0.8730(2) 0.75575(16) 0.42927(17) 0.0140(3) Uani 1 1 d . . . . .
C11 C 0.8502(2) 0.80319(17) 0.55769(18) 0.0170(4) Uani 1 1 d . . . . .
H11 H 0.875557 0.758040 0.617938 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7906(3) 0.91563(18) 0.5927(2) 0.0213(4) Uani 1 1 d . . . . .
H12 H 0.776890 0.946682 0.677401 0.026 Uiso 1 1 calc R U . . .
C13 C 0.7497(3) 0.98551(19) 0.5025(2) 0.0252(4) Uani 1 1 d . . . . .
H13 H 0.708963 1.061559 0.527914 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7699(3) 0.94117(19) 0.3781(2) 0.0236(4) Uani 1 1 d . . . . .
H14 H 0.742595 0.987137 0.318816 0.028 Uiso 1 1 calc R U . . .
C15 C 0.8323(2) 0.82579(17) 0.33864(18) 0.0175(4) Uani 1 1 d . . . . .
C16 C 0.8572(3) 0.77719(19) 0.21134(19) 0.0220(4) Uani 1 1 d . . . . .
H16 H 0.831421 0.821022 0.149864 0.026 Uiso 1 1 calc R U . . .
C17 C 0.9187(3) 0.66655(18) 0.17908(18) 0.0191(4) Uani 1 1 d . . . . .
H17 H 0.934327 0.633237 0.095333 0.023 Uiso 1 1 calc R U . . .
C18 C 0.9583(2) 0.60325(16) 0.27517(17) 0.0140(3) Uani 1 1 d . . . . .
C19 C 1.0322(2) 0.48160(17) 0.24325(17) 0.0141(3) Uani 1 1 d . . . . .
C21 C 0.6058(2) 0.43644(18) 0.3426(2) 0.0247(4) Uani 1 1 d . . . . .
H21A H 0.620904 0.470544 0.274207 0.030 Uiso 1 1 calc R U . . .
H21B H 0.614092 0.511665 0.422996 0.030 Uiso 1 1 calc R U . . .
C22 C 0.4293(3) 0.34520(19) 0.2823(2) 0.0266(5) Uani 1 1 d . . . . .
H22C H 0.345604 0.393006 0.252113 0.032 Uiso 1 1 calc R U . . .
H22D H 0.407953 0.318893 0.353475 0.032 Uiso 1 1 calc R U . . .
C23 C 0.4130(2) 0.22105(17) 0.15938(17) 0.0155(4) Uani 1 1 d . . . . .
H23 H 0.428818 0.250636 0.087392 0.019 Uiso 1 1 calc R U . . .
C24 C 0.5541(3) 0.15363(19) 0.2037(2) 0.0285(5) Uani 1 1 d . . . . .
H24A H 0.549467 0.079085 0.124173 0.034 Uiso 1 1 calc R U . . .
H24B H 0.538863 0.119399 0.271977 0.034 Uiso 1 1 calc R U . . .
C25 C 0.7263(3) 0.25034(19) 0.2654(2) 0.0268(5) Uani 1 1 d . . . . .
H25A H 0.813111 0.205074 0.296045 0.032 Uiso 1 1 calc R U . . .
H25B H 0.745741 0.276996 0.193805 0.032 Uiso 1 1 calc R U . . .
C26 C 0.2408(2) 0.12277(17) 0.09502(17) 0.0164(4) Uani 1 1 d . . . . .
N3 N 1.3784(3) 0.70438(19) 0.3786(2) 0.0354(5) Uani 1 1 d . . . . .
C31 C 1.3629(3) 0.7076(2) 0.2729(2) 0.0303(5) Uani 1 1 d . . . . .
C32 C 1.3394(4) 0.7115(3) 0.1359(3) 0.0567(9) Uani 1 1 d . . . . .
H32A H 1.235990 0.650112 0.069063 0.085 Uiso 1 1 calc R U . . .
H32B H 1.432283 0.687054 0.110355 0.085 Uiso 1 1 calc R U . . .
H32C H 1.334433 0.799729 0.138536 0.085 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0331(11) . ?
Zn1 O1 2.0331(11) 2_766 ?
Zn1 N1 2.2422(15) 2_766 ?
Zn1 N1 2.2422(15) . ?
Zn1 N2 2.2186(15) . ?
Zn1 N2 2.2186(15) 2_766 ?
O1 C19 1.269(2) . ?
O2 C26 1.237(2) . ?
O11 C19 1.241(2) . ?
N1 C10 1.377(2) . ?
N1 C18 1.328(2) . ?
N2 H2 0.85(3) . ?
N2 C21 1.465(3) . ?
N2 C25 1.476(2) . ?
N22 H22A 0.82(3) . ?
N22 H22B 0.84(3) . ?
N22 C26 1.324(3) . ?
C10 C11 1.418(2) . ?
C10 C15 1.419(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.368(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.414(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.415(3) . ?
C15 C16 1.416(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.358(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.410(2) . ?
C18 C19 1.521(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.530(3) . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 C23 1.531(2) . ?
C23 H23 0.9800 . ?
C23 C24 1.516(3) . ?
C23 C26 1.531(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.525(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
N3 C31 1.135(3) . ?
C31 C32 1.463(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 . 2_766 ?
O1 Zn1 N1 78.24(5) 2_766 2_766 ?
O1 Zn1 N1 101.76(5) 2_766 . ?
O1 Zn1 N1 101.76(5) . 2_766 ?
O1 Zn1 N1 78.24(5) . . ?
O1 Zn1 N2 87.72(5) . 2_766 ?
O1 Zn1 N2 92.28(5) . . ?
O1 Zn1 N2 87.72(5) 2_766 . ?
O1 Zn1 N2 92.28(5) 2_766 2_766 ?
N1 Zn1 N1 180.0 2_766 . ?
N2 Zn1 N1 91.65(5) . . ?
N2 Zn1 N1 91.64(5) 2_766 2_766 ?
N2 Zn1 N1 88.36(5) . 2_766 ?
N2 Zn1 N1 88.36(5) 2_766 . ?
N2 Zn1 N2 180.0 2_766 . ?
C19 O1 Zn1 117.64(11) . . ?
C10 N1 Zn1 132.35(11) . . ?
C18 N1 Zn1 109.16(11) . . ?
C18 N1 C10 118.34(15) . . ?
Zn1 N2 H2 98.4(17) . . ?
C21 N2 Zn1 116.43(11) . . ?
C21 N2 H2 108.4(18) . . ?
C21 N2 C25 110.22(15) . . ?
C25 N2 Zn1 115.23(12) . . ?
C25 N2 H2 106.8(16) . . ?
H22A N22 H22B 121(3) . . ?
C26 N22 H22A 122.4(18) . . ?
C26 N22 H22B 116.9(18) . . ?
N1 C10 C11 119.76(16) . . ?
N1 C10 C15 121.13(15) . . ?
C11 C10 C15 119.10(17) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.77(17) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.28(18) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.89(19) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.50(18) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 119.46(17) . . ?
C14 C15 C16 122.39(17) . . ?
C16 C15 C10 118.15(17) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.99(18) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.7 . . ?
C16 C17 C18 118.63(17) . . ?
C18 C17 H17 120.7 . . ?
N1 C18 C17 123.76(17) . . ?
N1 C18 C19 116.65(15) . . ?
C17 C18 C19 119.59(15) . . ?
O1 C19 C18 117.46(14) . . ?
O11 C19 O1 124.91(17) . . ?
O11 C19 C18 117.64(16) . . ?
N2 C21 H21A 108.9 . . ?
N2 C21 H21B 108.9 . . ?
N2 C21 C22 113.52(16) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22C 109.5 . . ?
C21 C22 H22D 109.5 . . ?
C21 C22 C23 110.80(16) . . ?
H22C C22 H22D 108.1 . . ?
C23 C22 H22C 109.5 . . ?
C23 C22 H22D 109.5 . . ?
C22 C23 H23 107.5 . . ?
C22 C23 C26 114.05(15) . . ?
C24 C23 C22 109.28(16) . . ?
C24 C23 H23 107.5 . . ?
C24 C23 C26 110.88(15) . . ?
C26 C23 H23 107.5 . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
C23 C24 C25 111.15(16) . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
N2 C25 C24 113.10(16) . . ?
N2 C25 H25A 109.0 . . ?
N2 C25 H25B 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
O2 C26 N22 122.66(17) . . ?
O2 C26 C23 119.98(17) . . ?
N22 C26 C23 117.34(16) . . ?
N3 C31 C32 178.9(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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
N22 H22A O11 0.82(3) 2.12(3) 2.912(2) 162(3) 1_455 yes
N22 H22B O2 0.84(3) 2.08(3) 2.916(2) 174(3) 2 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 O1 C19 O11 -171.56(14) . . . . ?
Zn1 O1 C19 C18 8.3(2) . . . . ?
Zn1 N1 C10 C11 5.8(2) . . . . ?
Zn1 N1 C10 C15 -175.35(12) . . . . ?
Zn1 N1 C18 C17 175.59(14) . . . . ?
Zn1 N1 C18 C19 -5.17(18) . . . . ?
Zn1 N2 C21 C22 -171.34(13) . . . . ?
Zn1 N2 C25 C24 170.59(14) . . . . ?
N1 C10 C11 C12 178.44(17) . . . . ?
N1 C10 C15 C14 -178.85(17) . . . . ?
N1 C10 C15 C16 0.7(3) . . . . ?
N1 C18 C19 O1 -1.4(2) . . . . ?
N1 C18 C19 O11 178.46(15) . . . . ?
N2 C21 C22 C23 -55.6(2) . . . . ?
C10 N1 C18 C17 -0.4(3) . . . . ?
C10 N1 C18 C19 178.83(14) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C10 C15 C16 C17 -0.1(3) . . . . ?
C11 C10 C15 C14 0.0(3) . . . . ?
C11 C10 C15 C16 179.56(16) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C13 C14 C15 C10 0.3(3) . . . . ?
C13 C14 C15 C16 -179.23(19) . . . . ?
C14 C15 C16 C17 179.45(19) . . . . ?
C15 C10 C11 C12 -0.4(3) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C16 C17 C18 N1 1.0(3) . . . . ?
C16 C17 C18 C19 -178.20(17) . . . . ?
C17 C18 C19 O1 177.84(16) . . . . ?
C17 C18 C19 O11 -2.3(3) . . . . ?
C18 N1 C10 C11 -179.30(15) . . . . ?
C18 N1 C10 C15 -0.5(2) . . . . ?
C21 N2 C25 C24 -55.1(2) . . . . ?
C21 C22 C23 C24 54.0(2) . . . . ?
C21 C22 C23 C26 178.68(17) . . . . ?
C22 C23 C24 C25 -54.5(2) . . . . ?
C22 C23 C26 O2 -142.45(19) . . . . ?
C22 C23 C26 N22 38.8(2) . . . . ?
C23 C24 C25 N2 56.4(2) . . . . ?
C24 C23 C26 O2 -18.6(2) . . . . ?
C24 C23 C26 N22 162.70(17) . . . . ?
C25 N2 C21 C22 55.0(2) . . . . ?
C26 C23 C24 C25 178.93(16) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.183
_oxdiff_exptl_absorpt_empirical_full_min 0.779
####################################################################### 
# 
# 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_19
_database_code_depnum_ccdc_archive 'CCDC 2181850'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H29 N5 O4 Zn, C2 H3 N, 0.5[C10H14N2]'
_chemical_formula_sum            'C39 H39 N7 O4 Zn'
_chemical_formula_weight         735.14
_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                   7.6458(2)
_cell_length_b                   15.0408(4)
_cell_length_c                   16.2179(4)
_cell_angle_alpha                72.152(2)
_cell_angle_beta                 81.180(2)
_cell_angle_gamma                80.559(2)
_cell_volume                     1740.66(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12991
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9660
_cell_measurement_theta_min      2.8540
_shelx_estimated_absorpt_T_max   0.895
_shelx_estimated_absorpt_T_min   0.751
_exptl_absorpt_coefficient_mu    0.758
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34456
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.339
_diffrn_reflns_theta_min         2.628
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  88.00   1.00    7.50    --   14.21  57.00 120.00  103
  2  ω    -15.00  88.00   1.00    7.50    --   14.21  57.00   0.00  103
  3  ω    -15.00  88.00   1.00    7.50    --   14.21  57.00-120.00  103
  4  ω    -42.00  48.00   1.00    7.50    --   14.21 -77.00-150.00   90
  5  ω    -42.00  48.00   1.00    7.50    --   14.21 -77.00  90.00   90
  6  ω    -42.00  48.00   1.00    7.50    --   14.21 -77.00 -30.00   90
  7  ω    -72.00 -27.00   1.00    7.50    --  -14.52 125.00 162.60   45
  8  ω    -92.00 -43.00   1.00    7.50    --  -14.52 154.00-102.69   49
  9  ω    -92.00 -49.00   1.00    7.50    --  -14.52 154.00   1.77   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0881840000
_diffrn_orient_matrix_UB_12      0.0031365000
_diffrn_orient_matrix_UB_13      -0.0101928000
_diffrn_orient_matrix_UB_21      -0.0289869000
_diffrn_orient_matrix_UB_22      -0.0185023000
_diffrn_orient_matrix_UB_23      0.0448883000
_diffrn_orient_matrix_UB_31      -0.0183177000
_diffrn_orient_matrix_UB_32      0.0462701000
_diffrn_orient_matrix_UB_33      0.0042431000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8029
_reflns_number_total             9515
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         9515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0378P)²+0.3878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0830
_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:
 C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C45(H45), C46(H46), C47(H47),
  C48(H48), C49(H49)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.06823(2) 0.70583(2) 0.63221(2) 0.02018(5) Uani 1 1 d . . . . .
O1 O 0.22992(13) 0.69053(7) 0.52665(7) 0.0258(2) Uani 1 1 d . . . . .
O2 O -0.18879(13) 0.75961(6) 0.62862(7) 0.0263(2) Uani 1 1 d . . . . .
O11 O 0.40485(16) 0.76479(8) 0.41191(8) 0.0418(3) Uani 1 1 d . . . . .
O22 O -0.46035(13) 0.73023(7) 0.61965(7) 0.0299(2) Uani 1 1 d . . . . .
N1 N 0.15139(14) 0.84302(7) 0.58133(7) 0.0200(2) Uani 1 1 d . . . . .
N2 N -0.05317(15) 0.58478(7) 0.63116(7) 0.0198(2) Uani 1 1 d . . . . .
N3 N 0.20734(17) 0.65864(8) 0.73507(8) 0.0240(2) Uani 1 1 d . . . . .
H3 H 0.307(2) 0.6677(12) 0.7157(11) 0.031(5) Uiso 1 1 d . . . . .
N4 N 0.32970(16) 0.53258(9) 0.84432(8) 0.0274(3) Uani 1 1 d . . . . .
N44 N 0.62687(17) 0.40397(9) 0.91080(8) 0.0300(3) Uani 1 1 d . . . . .
C10 C 0.10561(18) 0.91966(9) 0.61287(9) 0.0218(3) Uani 1 1 d . . . . .
C11 C -0.0036(2) 0.91089(10) 0.69209(10) 0.0271(3) Uani 1 1 d . . . . .
H11 H -0.045467 0.853797 0.722458 0.033 Uiso 1 1 calc R U . . .
C12 C -0.0486(2) 0.98668(11) 0.72464(11) 0.0361(4) Uani 1 1 d . . . . .
H12 H -0.119862 0.980709 0.777470 0.043 Uiso 1 1 calc R U . . .
C13 C 0.0130(3) 1.07357(11) 0.67826(12) 0.0401(4) Uani 1 1 d . . . . .
H13 H -0.018494 1.124539 0.700876 0.048 Uiso 1 1 calc R U . . .
C14 C 0.1172(2) 1.08404(10) 0.60133(11) 0.0343(4) Uani 1 1 d . . . . .
H14 H 0.155760 1.142067 0.571434 0.041 Uiso 1 1 calc R U . . .
C15 C 0.16803(19) 1.00681(9) 0.56599(10) 0.0252(3) Uani 1 1 d . . . . .
C16 C 0.27747(19) 1.01284(10) 0.48707(10) 0.0284(3) Uani 1 1 d . . . . .
H16 H 0.318232 1.069588 0.454524 0.034 Uiso 1 1 calc R U . . .
C17 C 0.32371(19) 0.93476(10) 0.45841(10) 0.0280(3) Uani 1 1 d . . . . .
H17 H 0.397897 0.937309 0.406831 0.034 Uiso 1 1 calc R U . . .
C18 C 0.25710(18) 0.85057(9) 0.50831(9) 0.0231(3) Uani 1 1 d . . . . .
C19 C 0.30390(19) 0.76156(10) 0.47893(10) 0.0260(3) Uani 1 1 d . . . . .
C20 C 0.02512(18) 0.49572(9) 0.63112(8) 0.0195(3) Uani 1 1 d . . . . .
C21 C 0.20106(19) 0.46621(9) 0.65301(9) 0.0246(3) Uani 1 1 d . . . . .
H21 H 0.263828 0.507212 0.666137 0.029 Uiso 1 1 calc R U . . .
C22 C 0.2793(2) 0.37722(10) 0.65490(10) 0.0283(3) Uani 1 1 d . . . . .
H22 H 0.395065 0.357696 0.669731 0.034 Uiso 1 1 calc R U . . .
C23 C 0.1855(2) 0.31485(10) 0.63451(11) 0.0309(3) Uani 1 1 d . . . . .
H23 H 0.239934 0.254363 0.636313 0.037 Uiso 1 1 calc R U . . .
C24 C 0.0170(2) 0.34207(10) 0.61232(10) 0.0282(3) Uani 1 1 d . . . . .
H24 H -0.043033 0.300138 0.598920 0.034 Uiso 1 1 calc R U . . .
C25 C -0.06893(19) 0.43405(9) 0.60933(9) 0.0220(3) Uani 1 1 d . . . . .
C26 C -0.24271(19) 0.46699(10) 0.58492(9) 0.0244(3) Uani 1 1 d . . . . .
H26 H -0.305403 0.428673 0.568015 0.029 Uiso 1 1 calc R U . . .
C27 C -0.31852(19) 0.55567(10) 0.58625(9) 0.0236(3) Uani 1 1 d . . . . .
H27 H -0.433279 0.578327 0.570899 0.028 Uiso 1 1 calc R U . . .
C28 C -0.21839(18) 0.61158(9) 0.61143(8) 0.0204(3) Uani 1 1 d . . . . .
C29 C -0.29790(18) 0.70867(9) 0.61964(9) 0.0215(3) Uani 1 1 d . . . . .
C31 C 0.19118(19) 0.58981(10) 0.80615(9) 0.0239(3) Uani 1 1 d . . . . .
C32 C 0.0064(2) 0.57221(12) 0.84783(11) 0.0350(4) Uani 1 1 d . . . . .
H32A H -0.015226 0.588884 0.901424 0.052 Uiso 1 1 calc R U . . .
H32B H -0.005481 0.506790 0.859611 0.052 Uiso 1 1 calc R U . . .
H32C H -0.078674 0.609682 0.809170 0.052 Uiso 1 1 calc R U . . .
C40 C 0.3140(2) 0.46860(12) 0.93338(10) 0.0342(3) Uani 1 1 d . . . . .
H40A H 0.193580 0.451776 0.948902 0.041 Uiso 1 1 calc R U . . .
H40B H 0.336063 0.500452 0.973802 0.041 Uiso 1 1 calc R U . . .
C41 C 0.4454(2) 0.38002(11) 0.94119(11) 0.0347(4) Uani 1 1 d . . . . .
H41A H 0.439893 0.341673 1.001508 0.042 Uiso 1 1 calc R U . . .
H41B H 0.413717 0.343726 0.906733 0.042 Uiso 1 1 calc R U . . .
C42 C 0.6347(2) 0.45642(11) 0.81916(10) 0.0320(3) Uani 1 1 d . . . . .
H42A H 0.598117 0.419694 0.786451 0.038 Uiso 1 1 calc R U . . .
H42B H 0.756118 0.469005 0.796844 0.038 Uiso 1 1 calc R U . . .
C43 C 0.5127(2) 0.54813(11) 0.80822(11) 0.0345(4) Uani 1 1 d . . . . .
H43A H 0.555811 0.586585 0.837210 0.041 Uiso 1 1 calc R U . . .
H43B H 0.515055 0.582121 0.746740 0.041 Uiso 1 1 calc R U . . .
C44 C 0.7713(2) 0.33450(11) 0.93883(11) 0.0324(3) Uani 1 1 d . . . . .
C45 C 0.9160(2) 0.31289(13) 0.88204(12) 0.0421(4) Uani 1 1 d . . . . .
H45 H 0.915747 0.341067 0.822374 0.051 Uiso 1 1 calc R U . . .
C46 C 1.0612(3) 0.24947(15) 0.91370(15) 0.0566(5) Uani 1 1 d . . . . .
H46 H 1.157749 0.236367 0.874937 0.068 Uiso 1 1 calc R U . . .
C47 C 1.0641(3) 0.20588(16) 1.00145(16) 0.0619(6) Uani 1 1 d . . . . .
H47 H 1.161421 0.163335 1.022182 0.074 Uiso 1 1 calc R U . . .
C48 C 0.9205(3) 0.22619(15) 1.05824(14) 0.0553(5) Uani 1 1 d . . . . .
H48 H 0.921151 0.196905 1.117721 0.066 Uiso 1 1 calc R U . . .
C49 C 0.7757(2) 0.28944(13) 1.02800(12) 0.0422(4) Uani 1 1 d . . . . .
H49 H 0.680032 0.302242 1.067323 0.051 Uiso 1 1 calc R U . . .
N5 N -0.3354(3) 0.75721(16) 0.84629(13) 0.0707(6) Uani 1 1 d . . . . .
C51 C -0.4201(3) 0.80964(14) 0.79826(12) 0.0438(4) Uani 1 1 d . . . . .
C52 C -0.5284(3) 0.87506(16) 0.73650(15) 0.0595(6) Uani 1 1 d . . . . .
H52A H -0.529297 0.850953 0.688194 0.089 Uiso 1 1 calc R U . . .
H52B H -0.480804 0.934171 0.716021 0.089 Uiso 1 1 calc R U . . .
H52C H -0.648010 0.884022 0.763761 0.089 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0028(10) . ?
Zn1 O2 2.0011(10) . ?
Zn1 N1 2.1375(11) . ?
Zn1 N2 2.1805(11) . ?
Zn1 N3 1.9971(12) . ?
O1 C19 1.2717(17) . ?
O2 C29 1.2725(16) . ?
O11 C19 1.2257(18) . ?
O22 C29 1.2311(16) . ?
N1 C10 1.3738(16) . ?
N1 C18 1.3126(18) . ?
N2 C20 1.3748(16) . ?
N2 C28 1.3185(17) . ?
N3 H3 0.792(18) . ?
N3 C31 1.2971(18) . ?
N4 C31 1.3495(18) . ?
N4 C40 1.4695(19) . ?
N4 C43 1.4587(19) . ?
N44 C41 1.464(2) . ?
N44 C42 1.4505(19) . ?
N44 C44 1.4150(19) . ?
C10 C11 1.403(2) . ?
C10 C15 1.4167(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.409(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.354(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.4215(19) . ?
C15 C16 1.404(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.367(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.4053(19) . ?
C18 C19 1.5261(19) . ?
C20 C21 1.4095(19) . ?
C20 C25 1.4143(18) . ?
C21 H21 0.9300 . ?
C21 C22 1.3667(19) . ?
C22 H22 0.9300 . ?
C22 C23 1.409(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.355(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.4205(19) . ?
C25 C26 1.412(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.3695(19) . ?
C27 H27 0.9300 . ?
C27 C28 1.4062(18) . ?
C28 C29 1.5242(18) . ?
C31 C32 1.498(2) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.516(2) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.511(2) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.390(2) . ?
C44 C49 1.399(2) . ?
C45 H45 0.9300 . ?
C45 C46 1.390(2) . ?
C46 H46 0.9300 . ?
C46 C47 1.374(3) . ?
C47 H47 0.9300 . ?
C47 C48 1.378(3) . ?
C48 H48 0.9300 . ?
C48 C49 1.381(2) . ?
C49 H49 0.9300 . ?
N5 C51 1.122(3) . ?
C51 C52 1.428(3) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 79.63(4) . . ?
O1 Zn1 N2 87.86(4) . . ?
O2 Zn1 O1 123.17(4) . . ?
O2 Zn1 N1 91.49(4) . . ?
O2 Zn1 N2 78.66(4) . . ?
N1 Zn1 N2 156.41(4) . . ?
N3 Zn1 O1 108.51(5) . . ?
N3 Zn1 O2 128.31(5) . . ?
N3 Zn1 N1 98.30(5) . . ?
N3 Zn1 N2 104.64(5) . . ?
C19 O1 Zn1 117.41(9) . . ?
C29 O2 Zn1 117.94(8) . . ?
C10 N1 Zn1 129.35(9) . . ?
C18 N1 Zn1 111.22(8) . . ?
C18 N1 C10 119.40(12) . . ?
C20 N2 Zn1 129.68(9) . . ?
C28 N2 Zn1 110.05(8) . . ?
C28 N2 C20 118.92(11) . . ?
Zn1 N3 H3 104.8(13) . . ?
C31 N3 Zn1 132.09(10) . . ?
C31 N3 H3 115.4(13) . . ?
C31 N4 C40 123.84(12) . . ?
C31 N4 C43 120.46(12) . . ?
C43 N4 C40 113.87(12) . . ?
C42 N44 C41 108.65(12) . . ?
C44 N44 C41 118.25(13) . . ?
C44 N44 C42 117.97(13) . . ?
N1 C10 C11 119.38(12) . . ?
N1 C10 C15 120.41(13) . . ?
C11 C10 C15 120.21(12) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.87(14) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.18(16) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.06(14) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.35(14) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 118.32(14) . . ?
C16 C15 C10 118.59(12) . . ?
C16 C15 C14 123.09(13) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.57(13) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 120.6 . . ?
C16 C17 C18 118.78(14) . . ?
C18 C17 H17 120.6 . . ?
N1 C18 C17 123.23(13) . . ?
N1 C18 C19 115.93(12) . . ?
C17 C18 C19 120.84(13) . . ?
O1 C19 C18 115.74(12) . . ?
O11 C19 O1 126.00(13) . . ?
O11 C19 C18 118.24(13) . . ?
N2 C20 C21 119.26(11) . . ?
N2 C20 C25 120.69(12) . . ?
C21 C20 C25 120.05(12) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.87(13) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.43(14) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.71(13) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.62(13) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 C24 118.29(13) . . ?
C26 C25 C20 118.54(12) . . ?
C26 C25 C24 123.16(12) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.67(12) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 120.9 . . ?
C26 C27 C28 118.30(13) . . ?
C28 C27 H27 120.9 . . ?
N2 C28 C27 123.79(12) . . ?
N2 C28 C29 114.97(11) . . ?
C27 C28 C29 121.23(12) . . ?
O2 C29 C28 116.14(11) . . ?
O22 C29 O2 125.63(12) . . ?
O22 C29 C28 118.19(12) . . ?
N3 C31 N4 124.30(13) . . ?
N3 C31 C32 117.68(13) . . ?
N4 C31 C32 118.02(13) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N4 C40 H40A 109.4 . . ?
N4 C40 H40B 109.4 . . ?
N4 C40 C41 111.19(13) . . ?
H40A C40 H40B 108.0 . . ?
C41 C40 H40A 109.4 . . ?
C41 C40 H40B 109.4 . . ?
N44 C41 C40 110.43(13) . . ?
N44 C41 H41A 109.6 . . ?
N44 C41 H41B 109.6 . . ?
C40 C41 H41A 109.6 . . ?
C40 C41 H41B 109.6 . . ?
H41A C41 H41B 108.1 . . ?
N44 C42 H42A 109.8 . . ?
N44 C42 H42B 109.8 . . ?
N44 C42 C43 109.42(13) . . ?
H42A C42 H42B 108.2 . . ?
C43 C42 H42A 109.8 . . ?
C43 C42 H42B 109.8 . . ?
N4 C43 C42 111.64(13) . . ?
N4 C43 H43A 109.3 . . ?
N4 C43 H43B 109.3 . . ?
C42 C43 H43A 109.3 . . ?
C42 C43 H43B 109.3 . . ?
H43A C43 H43B 108.0 . . ?
C45 C44 N44 122.80(15) . . ?
C45 C44 C49 117.94(15) . . ?
C49 C44 N44 119.13(15) . . ?
C44 C45 H45 119.7 . . ?
C44 C45 C46 120.53(18) . . ?
C46 C45 H45 119.7 . . ?
C45 C46 H46 119.5 . . ?
C47 C46 C45 120.95(19) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 120.5 . . ?
C46 C47 C48 118.96(18) . . ?
C48 C47 H47 120.5 . . ?
C47 C48 H48 119.6 . . ?
C47 C48 C49 120.87(19) . . ?
C49 C48 H48 119.6 . . ?
C44 C49 H49 119.6 . . ?
C48 C49 C44 120.74(18) . . ?
C48 C49 H49 119.6 . . ?
N5 C51 C52 179.0(2) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

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 H3 O22 0.792(18) 2.300(19) 3.0533(17) 159.3(17) 1_655 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 O1 C19 O11 -179.32(13) . . . . ?
Zn1 O1 C19 C18 -0.73(16) . . . . ?
Zn1 O2 C29 O22 177.03(11) . . . . ?
Zn1 O2 C29 C28 -0.74(16) . . . . ?
Zn1 N1 C10 C11 3.83(18) . . . . ?
Zn1 N1 C10 C15 -176.21(9) . . . . ?
Zn1 N1 C18 C17 176.46(11) . . . . ?
Zn1 N1 C18 C19 -2.93(14) . . . . ?
Zn1 N2 C20 C21 15.33(18) . . . . ?
Zn1 N2 C20 C25 -164.59(10) . . . . ?
Zn1 N2 C28 C27 165.05(11) . . . . ?
Zn1 N2 C28 C29 -16.22(13) . . . . ?
Zn1 N3 C31 N4 140.54(13) . . . . ?
Zn1 N3 C31 C32 -38.7(2) . . . . ?
N1 C10 C11 C12 179.30(14) . . . . ?
N1 C10 C15 C14 -179.93(13) . . . . ?
N1 C10 C15 C16 -0.1(2) . . . . ?
N1 C18 C19 O1 2.60(18) . . . . ?
N1 C18 C19 O11 -178.70(13) . . . . ?
N2 C20 C21 C22 178.71(13) . . . . ?
N2 C20 C25 C24 -178.56(12) . . . . ?
N2 C20 C25 C26 2.01(19) . . . . ?
N2 C28 C29 O2 12.42(18) . . . . ?
N2 C28 C29 O22 -165.52(13) . . . . ?
N4 C40 C41 N44 54.12(19) . . . . ?
N44 C42 C43 N4 -57.05(18) . . . . ?
N44 C44 C45 C46 174.81(18) . . . . ?
N44 C44 C49 C48 -175.39(18) . . . . ?
C10 N1 C18 C17 -1.7(2) . . . . ?
C10 N1 C18 C19 178.88(11) . . . . ?
C10 C11 C12 C13 0.7(2) . . . . ?
C10 C15 C16 C17 -1.3(2) . . . . ?
C11 C10 C15 C14 0.0(2) . . . . ?
C11 C10 C15 C16 179.83(13) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C14 C15 C10 0.6(2) . . . . ?
C13 C14 C15 C16 -179.24(15) . . . . ?
C14 C15 C16 C17 178.52(14) . . . . ?
C15 C10 C11 C12 -0.7(2) . . . . ?
C15 C16 C17 C18 1.2(2) . . . . ?
C16 C17 C18 N1 0.3(2) . . . . ?
C16 C17 C18 C19 179.67(13) . . . . ?
C17 C18 C19 O1 -176.81(13) . . . . ?
C17 C18 C19 O11 1.9(2) . . . . ?
C18 N1 C10 C11 -178.36(12) . . . . ?
C18 N1 C10 C15 1.61(19) . . . . ?
C20 N2 C28 C27 -3.0(2) . . . . ?
C20 N2 C28 C29 175.77(11) . . . . ?
C20 C21 C22 C23 0.4(2) . . . . ?
C20 C25 C26 C27 -2.6(2) . . . . ?
C21 C20 C25 C24 1.5(2) . . . . ?
C21 C20 C25 C26 -177.91(13) . . . . ?
C21 C22 C23 C24 0.3(2) . . . . ?
C22 C23 C24 C25 -0.1(2) . . . . ?
C23 C24 C25 C20 -0.8(2) . . . . ?
C23 C24 C25 C26 178.63(14) . . . . ?
C24 C25 C26 C27 177.98(14) . . . . ?
C25 C20 C21 C22 -1.4(2) . . . . ?
C25 C26 C27 C28 0.6(2) . . . . ?
C26 C27 C28 N2 2.3(2) . . . . ?
C26 C27 C28 C29 -176.34(12) . . . . ?
C27 C28 C29 O2 -168.81(13) . . . . ?
C27 C28 C29 O22 13.2(2) . . . . ?
C28 N2 C20 C21 -179.36(12) . . . . ?
C28 N2 C20 C25 0.72(19) . . . . ?
C31 N4 C40 C41 147.38(15) . . . . ?
C31 N4 C43 C42 -145.20(14) . . . . ?
C40 N4 C31 N3 166.35(15) . . . . ?
C40 N4 C31 C32 -14.4(2) . . . . ?
C40 N4 C43 C42 49.59(19) . . . . ?
C41 N44 C42 C43 63.51(17) . . . . ?
C41 N44 C44 C45 132.09(18) . . . . ?
C41 N44 C44 C49 -52.1(2) . . . . ?
C42 N44 C41 C40 -62.62(17) . . . . ?
C42 N44 C44 C45 -2.1(2) . . . . ?
C42 N44 C44 C49 173.71(16) . . . . ?
C43 N4 C31 N3 2.7(2) . . . . ?
C43 N4 C31 C32 -178.08(14) . . . . ?
C43 N4 C40 C41 -47.98(19) . . . . ?
C44 N44 C41 C40 159.37(14) . . . . ?
C44 N44 C42 C43 -158.34(14) . . . . ?
C44 C45 C46 C47 0.9(3) . . . . ?
C45 C44 C49 C48 0.6(3) . . . . ?
C45 C46 C47 C48 -0.3(4) . . . . ?
C46 C47 C48 C49 -0.2(4) . . . . ?
C47 C48 C49 C44 0.0(3) . . . . ?
C49 C44 C45 C46 -1.0(3) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 87 electrons were 
found in a volume of 336Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.5[C10H14N2] per Asymmetric Unit 
which account for 88 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 -0.771 0.000 0.000 336.1 87.0 '1 C10H14N2'

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.183
_oxdiff_exptl_absorpt_empirical_full_min 0.858
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2181841'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H36 N6 O4 Zn, 0.5(C2 H3 N)'
_chemical_formula_sum            'C31 H37.50 N6.50 O4 Zn'
_chemical_formula_weight         630.54
_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                   10.4192(2)
_cell_length_b                   14.5738(4)
_cell_length_c                   20.2693(5)
_cell_angle_alpha                78.682(2)
_cell_angle_beta                 87.613(2)
_cell_angle_gamma                86.401(2)
_cell_volume                     3010.68(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17768
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0760
_cell_measurement_theta_min      2.4660
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.724
_exptl_absorpt_coefficient_mu    0.863
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1324
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            59679
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.363
_diffrn_reflns_theta_min         2.359
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  88.00   1.00   25.00    --   14.21  57.00  90.00  103
  2  ω    -15.00  77.00   1.00   25.00    --   14.21  57.00 -30.00   92
  3  ω    -42.00  48.00   1.00   25.00    --   14.21 -77.00 -60.00   90
  4  ω    -13.00  56.00   1.00   25.00    --   14.21 -99.00  60.00   69
  5  ω    -12.00  90.00   1.00   25.00    --   14.21  37.00   0.00  102
  6  ω    -12.00  90.00   1.00   25.00    --   14.21  37.00-120.00  102
  7  ω    -42.00  48.00   1.00   25.00    --   14.21 -77.00-150.00   90
  8  ω     51.00  91.00   1.00   25.00    --   14.21 178.00-120.00   40
  9  ω    -92.00 -65.00   1.00   25.00    --  -14.52 154.00  71.34   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0088930000
_diffrn_orient_matrix_UB_12      0.0415823000
_diffrn_orient_matrix_UB_13      -0.0242051000
_diffrn_orient_matrix_UB_21      -0.0126650000
_diffrn_orient_matrix_UB_22      0.0270483000
_diffrn_orient_matrix_UB_23      0.0253061000
_diffrn_orient_matrix_UB_31      0.0664632000
_diffrn_orient_matrix_UB_32      -0.0032539000
_diffrn_orient_matrix_UB_33      0.0069624000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12708
_reflns_number_total             16415
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     790
_refine_ls_number_reflns         16415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0408P)²+0.8878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0899
_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:
 C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C41(H41A,
 H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C61(H61A,H61B),
 C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C81(H81A,H81B), C82(H82A,H82B),
  C83(H83A,H83B), C84(H84A,H84B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C51(H51), C52(H52), C53(H53),
  C54(H54), C56(H56), C57(H57), C71(H71), C72(H72), C73(H73), C74(H74),
 C76(H76), C77(H77)
2.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C45(H45A,H45B,H45C), C65(H65A,H65B,H65C), C85(H85A,H85B,
 H85C), C92(H92A,H92B,H92C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.49095(2) 0.75778(2) 0.74541(2) 0.01614(5) Uani 1 1 d . . . . .
Zn2 Zn 0.500000 1.000000 1.000000 0.01719(6) Uani 1 2 d S T P . .
Zn3 Zn 0.500000 0.500000 0.500000 0.01647(6) Uani 1 2 d S T P . .
O1 O 0.54455(9) 0.78773(7) 0.83420(5) 0.0187(2) Uani 1 1 d . . . . .
O2 O 0.44092(9) 0.72952(7) 0.65521(5) 0.0189(2) Uani 1 1 d . . . . .
O5 O 0.46549(9) 1.00006(7) 0.89963(5) 0.0214(2) Uani 1 1 d . . . . .
O7 O 0.51824(9) 0.52108(7) 0.59626(5) 0.0195(2) Uani 1 1 d . . . . .
O11 O 0.70523(10) 0.83539(8) 0.88689(5) 0.0253(2) Uani 1 1 d . . . . .
O22 O 0.28282(10) 0.68432(8) 0.59936(5) 0.0242(2) Uani 1 1 d . . . . .
O55 O 0.55212(11) 1.02537(8) 0.79498(5) 0.0272(2) Uani 1 1 d . . . . .
O77 O 0.42550(10) 0.49848(8) 0.69943(5) 0.0245(2) Uani 1 1 d . . . . .
N1 N 0.68491(11) 0.82110(8) 0.71648(6) 0.0164(2) Uani 1 1 d . . . . .
N2 N 0.29718(11) 0.69439(8) 0.77136(6) 0.0167(2) Uani 1 1 d . . . . .
N3 N 0.58248(12) 0.61479(9) 0.76865(6) 0.0184(2) Uani 1 1 d . . . . .
H3 H 0.5236(17) 0.5837(13) 0.7598(9) 0.026(5) Uiso 1 1 d . . . . .
N4 N 0.39627(12) 0.90023(9) 0.72291(6) 0.0184(2) Uani 1 1 d . . . . .
H4 H 0.4554(18) 0.9351(13) 0.7272(9) 0.030(5) Uiso 1 1 d . . . . .
N5 N 0.68677(11) 1.04239(8) 0.94876(6) 0.0182(2) Uani 1 1 d . . . . .
N6 N 0.56283(12) 0.85189(9) 1.00860(6) 0.0191(2) Uani 1 1 d . . . . .
H6 H 0.5995(17) 0.8539(12) 0.9707(9) 0.026(5) Uiso 1 1 d . . . . .
N7 N 0.30867(11) 0.45978(8) 0.54700(6) 0.0167(2) Uani 1 1 d . . . . .
N8 N 0.42157(11) 0.64711(8) 0.47335(6) 0.0184(2) Uani 1 1 d . . . . .
H8 H 0.3619(17) 0.6477(12) 0.5046(9) 0.028(5) Uiso 1 1 d . . . . .
N9 N 0.16433(17) 0.25208(12) 0.79356(8) 0.0462(4) Uani 1 1 d . . . . .
N33 N 0.78575(13) 0.47119(10) 0.80883(7) 0.0291(3) Uani 1 1 d . . . . .
N44 N 0.18189(12) 1.03553(9) 0.68584(7) 0.0260(3) Uani 1 1 d . . . . .
N66 N 0.61692(13) 0.65410(9) 1.06305(7) 0.0286(3) Uani 1 1 d . . . . .
N88 N 0.39828(12) 0.83886(9) 0.39899(7) 0.0271(3) Uani 1 1 d . . . . .
C10 C 0.75688(13) 0.83794(10) 0.65727(7) 0.0172(3) Uani 1 1 d . . . . .
C11 C 0.70676(14) 0.81852(10) 0.59811(7) 0.0209(3) Uani 1 1 d . . . . .
H11 H 0.625716 0.794803 0.599254 0.025 Uiso 1 1 calc R . . . .
C12 C 0.77781(15) 0.83469(11) 0.53914(8) 0.0251(3) Uani 1 1 d . . . . .
H12 H 0.744543 0.821492 0.500377 0.030 Uiso 1 1 calc R . . . .
C13 C 0.90088(15) 0.87111(12) 0.53609(8) 0.0289(3) Uani 1 1 d . . . . .
H13 H 0.947698 0.881946 0.495501 0.035 Uiso 1 1 calc R . . . .
C14 C 0.95090(15) 0.89032(12) 0.59242(8) 0.0281(3) Uani 1 1 d . . . . .
H14 H 1.031979 0.914261 0.590146 0.034 Uiso 1 1 calc R . . . .
C15 C 0.88064(14) 0.87420(11) 0.65458(8) 0.0223(3) Uani 1 1 d . . . . .
C16 C 0.92821(15) 0.89362(12) 0.71406(8) 0.0282(3) Uani 1 1 d . . . . .
H16 H 1.008464 0.918316 0.713645 0.034 Uiso 1 1 calc R . . . .
C17 C 0.85631(14) 0.87610(12) 0.77193(8) 0.0257(3) Uani 1 1 d . . . . .
H17 H 0.886995 0.887957 0.811700 0.031 Uiso 1 1 calc R . . . .
C18 C 0.73398(13) 0.83953(10) 0.77106(7) 0.0182(3) Uani 1 1 d . . . . .
C19 C 0.65484(13) 0.81958(10) 0.83664(7) 0.0182(3) Uani 1 1 d . . . . .
C20 C 0.22534(13) 0.67411(10) 0.83059(7) 0.0180(3) Uani 1 1 d . . . . .
C21 C 0.27210(14) 0.69459(10) 0.89010(7) 0.0210(3) Uani 1 1 d . . . . .
H21 H 0.351279 0.720941 0.889409 0.025 Uiso 1 1 calc R . . . .
C22 C 0.20051(15) 0.67555(11) 0.94888(8) 0.0254(3) Uani 1 1 d . . . . .
H22 H 0.231400 0.689943 0.987814 0.030 Uiso 1 1 calc R . . . .
C23 C 0.08110(15) 0.63461(12) 0.95156(8) 0.0289(3) Uani 1 1 d . . . . .
H23 H 0.034201 0.621858 0.992046 0.035 Uiso 1 1 calc R . . . .
C24 C 0.03427(15) 0.61368(12) 0.89491(8) 0.0286(3) Uani 1 1 d . . . . .
H24 H -0.044232 0.586040 0.896979 0.034 Uiso 1 1 calc R . . . .
C25 C 0.10428(13) 0.63371(11) 0.83280(8) 0.0222(3) Uani 1 1 d . . . . .
C26 C 0.05850(14) 0.61523(12) 0.77262(8) 0.0269(3) Uani 1 1 d . . . . .
H26 H -0.020015 0.588230 0.772543 0.032 Uiso 1 1 calc R . . . .
C27 C 0.12975(14) 0.63709(11) 0.71477(8) 0.0242(3) Uani 1 1 d . . . . .
H27 H 0.099697 0.626409 0.674530 0.029 Uiso 1 1 calc R . . . .
C28 C 0.25008(13) 0.67626(10) 0.71616(7) 0.0182(3) Uani 1 1 d . . . . .
C29 C 0.33091(13) 0.69823(10) 0.65107(7) 0.0181(3) Uani 1 1 d . . . . .
C31 C 0.61974(16) 0.58260(11) 0.83912(8) 0.0255(3) Uani 1 1 d . . . . .
H31A H 0.544903 0.588078 0.868492 0.031 Uiso 1 1 calc R . . . .
H31B H 0.683341 0.623049 0.849545 0.031 Uiso 1 1 calc R . . . .
C32 C 0.67463(17) 0.48192(12) 0.85322(8) 0.0316(4) Uani 1 1 d . . . . .
H32A H 0.699928 0.464749 0.899738 0.038 Uiso 1 1 calc R . . . .
H32B H 0.609353 0.440425 0.846296 0.038 Uiso 1 1 calc R . . . .
C33 C 0.74566(15) 0.49577(11) 0.73922(8) 0.0272(3) Uani 1 1 d . . . . .
H33A H 0.680707 0.454224 0.731974 0.033 Uiso 1 1 calc R . . . .
H33B H 0.818769 0.487844 0.709232 0.033 Uiso 1 1 calc R . . . .
C34 C 0.69141(14) 0.59680(11) 0.72327(7) 0.0225(3) Uani 1 1 d . . . . .
H34A H 0.758966 0.638244 0.726904 0.027 Uiso 1 1 calc R . . . .
H34B H 0.663163 0.611075 0.677195 0.027 Uiso 1 1 calc R . . . .
C35 C 0.8421(2) 0.37520(14) 0.82363(11) 0.0501(5) Uani 1 1 d . . . . .
H35A H 0.779378 0.332602 0.816993 0.075 Uiso 1 1 calc GR . . . .
H35B H 0.868465 0.360414 0.869504 0.075 Uiso 1 1 calc GR . . . .
H35C H 0.915424 0.369574 0.794123 0.075 Uiso 1 1 calc GR . . . .
C41 C 0.29288(14) 0.91927(11) 0.77150(7) 0.0229(3) Uani 1 1 d . . . . .
H41A H 0.327902 0.909604 0.816085 0.027 Uiso 1 1 calc R . . . .
H41B H 0.226492 0.875133 0.772718 0.027 Uiso 1 1 calc R . . . .
C42 C 0.23299(15) 1.01864(11) 0.75355(8) 0.0260(3) Uani 1 1 d . . . . .
H42A H 0.164203 1.027478 0.785834 0.031 Uiso 1 1 calc R . . . .
H42B H 0.297404 1.063185 0.755554 0.031 Uiso 1 1 calc R . . . .
C43 C 0.28731(16) 1.02547(11) 0.63797(8) 0.0281(3) Uani 1 1 d . . . . .
H43A H 0.351136 1.070277 0.640391 0.034 Uiso 1 1 calc R . . . .
H43B H 0.255245 1.038253 0.592644 0.034 Uiso 1 1 calc R . . . .
C44 C 0.34855(15) 0.92681(11) 0.65376(7) 0.0243(3) Uani 1 1 d . . . . .
H44A H 0.285787 0.883036 0.647578 0.029 Uiso 1 1 calc R . . . .
H44B H 0.419742 0.921576 0.622075 0.029 Uiso 1 1 calc R . . . .
C45 C 0.11519(19) 1.12765(14) 0.66852(10) 0.0427(5) Uani 1 1 d . . . . .
H45A H 0.049502 1.134248 0.702174 0.064 Uiso 1 1 calc GR . . . .
H45B H 0.076610 1.133995 0.625549 0.064 Uiso 1 1 calc GR . . . .
H45C H 0.175548 1.175346 0.666430 0.064 Uiso 1 1 calc GR . . . .
C50 C 0.79430(13) 1.07229(10) 0.97386(7) 0.0182(3) Uani 1 1 d . . . . .
C51 C 0.80635(14) 1.06131(11) 1.04423(8) 0.0222(3) Uani 1 1 d . . . . .
H51 H 0.742756 1.033056 1.073431 0.027 Uiso 1 1 calc R . . . .
C52 C 0.91221(14) 1.09250(11) 1.06924(8) 0.0257(3) Uani 1 1 d . . . . .
H52 H 0.919952 1.084726 1.115578 0.031 Uiso 1 1 calc R . . . .
C53 C 1.00935(14) 1.13606(11) 1.02613(9) 0.0271(3) Uani 1 1 d . . . . .
H53 H 1.080511 1.156679 1.044041 0.032 Uiso 1 1 calc R . . . .
C54 C 0.99909(14) 1.14804(11) 0.95799(8) 0.0261(3) Uani 1 1 d . . . . .
H54 H 1.063021 1.177496 0.929675 0.031 Uiso 1 1 calc R . . . .
C55 C 0.89209(13) 1.11604(10) 0.93008(8) 0.0209(3) Uani 1 1 d . . . . .
C56 C 0.87906(14) 1.12434(11) 0.86010(8) 0.0249(3) Uani 1 1 d . . . . .
H56 H 0.942161 1.151895 0.830217 0.030 Uiso 1 1 calc R . . . .
C57 C 0.77409(15) 1.09196(11) 0.83654(8) 0.0240(3) Uani 1 1 d . . . . .
H57 H 0.765505 1.095828 0.790571 0.029 Uiso 1 1 calc R . . . .
C58 C 0.67793(13) 1.05225(10) 0.88290(7) 0.0189(3) Uani 1 1 d . . . . .
C59 C 0.55500(14) 1.02288(10) 0.85627(7) 0.0199(3) Uani 1 1 d . . . . .
C61 C 0.66134(16) 0.81808(12) 1.05826(9) 0.0315(4) Uani 1 1 d . . . . .
H61A H 0.623941 0.817311 1.102985 0.038 Uiso 1 1 calc R . . . .
H61B H 0.729939 0.861304 1.051311 0.038 Uiso 1 1 calc R . . . .
C62 C 0.71783(15) 0.72060(12) 1.05436(10) 0.0322(4) Uani 1 1 d . . . . .
H62A H 0.761645 0.721895 1.011038 0.039 Uiso 1 1 calc R . . . .
H62B H 0.780442 0.700774 1.089141 0.039 Uiso 1 1 calc R . . . .
C63 C 0.52407(15) 0.68454(11) 1.01043(9) 0.0282(3) Uani 1 1 d . . . . .
H63A H 0.456753 0.640409 1.015532 0.034 Uiso 1 1 calc R . . . .
H63B H 0.566388 0.685934 0.966728 0.034 Uiso 1 1 calc R . . . .
C64 C 0.46505(14) 0.78173(10) 1.01430(8) 0.0248(3) Uani 1 1 d . . . . .
H64A H 0.404691 0.801252 0.978377 0.030 Uiso 1 1 calc R . . . .
H64B H 0.417584 0.778821 1.056783 0.030 Uiso 1 1 calc R . . . .
C65 C 0.67204(19) 0.56088(12) 1.05941(12) 0.0445(5) Uani 1 1 d . . . . .
H65A H 0.604319 0.518369 1.062469 0.067 Uiso 1 1 calc GR . . . .
H65B H 0.729160 0.539790 1.095950 0.067 Uiso 1 1 calc GR . . . .
H65C H 0.718983 0.562990 1.017419 0.067 Uiso 1 1 calc GR . . . .
C70 C 0.20336(13) 0.42684(10) 0.52200(7) 0.0173(3) Uani 1 1 d . . . . .
C71 C 0.20211(14) 0.42268(11) 0.45305(7) 0.0213(3) Uani 1 1 d . . . . .
H71 H 0.271538 0.442682 0.424684 0.026 Uiso 1 1 calc R . . . .
C72 C 0.09836(14) 0.38911(11) 0.42806(8) 0.0243(3) Uani 1 1 d . . . . .
H72 H 0.098234 0.386535 0.382584 0.029 Uiso 1 1 calc R . . . .
C73 C -0.00822(14) 0.35839(11) 0.46978(8) 0.0258(3) Uani 1 1 d . . . . .
H73 H -0.078030 0.335974 0.451927 0.031 Uiso 1 1 calc R . . . .
C74 C -0.00829(14) 0.36175(11) 0.53653(8) 0.0250(3) Uani 1 1 d . . . . .
H74 H -0.078585 0.341266 0.564053 0.030 Uiso 1 1 calc R . . . .
C75 C 0.09667(13) 0.39585(10) 0.56462(8) 0.0208(3) Uani 1 1 d . . . . .
C76 C 0.10067(14) 0.40115(11) 0.63294(8) 0.0235(3) Uani 1 1 d . . . . .
H76 H 0.032198 0.381315 0.662061 0.028 Uiso 1 1 calc R . . . .
C77 C 0.20422(14) 0.43513(10) 0.65655(7) 0.0220(3) Uani 1 1 d . . . . .
H77 H 0.206883 0.439589 0.701617 0.026 Uiso 1 1 calc R . . . .
C78 C 0.30796(13) 0.46365(10) 0.61157(7) 0.0177(3) Uani 1 1 d . . . . .
C79 C 0.42681(13) 0.49768(10) 0.63852(7) 0.0184(3) Uani 1 1 d . . . . .
C81 C 0.50995(15) 0.71922(10) 0.48150(8) 0.0239(3) Uani 1 1 d . . . . .
H81A H 0.583859 0.716657 0.451060 0.029 Uiso 1 1 calc R . . . .
H81B H 0.540601 0.705603 0.527111 0.029 Uiso 1 1 calc R . . . .
C82 C 0.44593(15) 0.81735(11) 0.46739(8) 0.0261(3) Uani 1 1 d . . . . .
H82A H 0.374993 0.821580 0.499394 0.031 Uiso 1 1 calc R . . . .
H82B H 0.507415 0.862528 0.472579 0.031 Uiso 1 1 calc R . . . .
C83 C 0.30387(16) 0.77222(12) 0.39232(9) 0.0325(4) Uani 1 1 d . . . . .
H83A H 0.271547 0.786379 0.347041 0.039 Uiso 1 1 calc R . . . .
H83B H 0.231941 0.777603 0.423540 0.039 Uiso 1 1 calc R . . . .
C84 C 0.36368(15) 0.67288(11) 0.40670(8) 0.0259(3) Uani 1 1 d . . . . .
H84A H 0.298010 0.629599 0.403883 0.031 Uiso 1 1 calc R . . . .
H84B H 0.429444 0.666372 0.372368 0.031 Uiso 1 1 calc R . . . .
C85 C 0.34132(18) 0.93406(12) 0.38300(10) 0.0390(4) Uani 1 1 d . . . . .
H85A H 0.268617 0.940365 0.412781 0.058 Uiso 1 1 calc GR . . . .
H85B H 0.313822 0.947168 0.337318 0.058 Uiso 1 1 calc GR . . . .
H85C H 0.403936 0.977436 0.388340 0.058 Uiso 1 1 calc GR . . . .
C91 C 0.2693(2) 0.25459(14) 0.77736(10) 0.0439(5) Uani 1 1 d . . . . .
C92 C 0.4051(2) 0.25827(18) 0.75533(15) 0.0748(9) Uani 1 1 d . . . . .
H92A H 0.411905 0.262985 0.707417 0.112 Uiso 1 1 calc GR . . . .
H92B H 0.451694 0.202319 0.777031 0.112 Uiso 1 1 calc GR . . . .
H92C H 0.440508 0.311912 0.767129 0.112 Uiso 1 1 calc GR . . . .


_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 2.0406(10) . ?
Zn1 O2 2.0461(10) . ?
Zn1 N1 2.2809(12) . ?
Zn1 N2 2.2719(12) . ?
Zn1 N3 2.2083(12) . ?
Zn1 N4 2.2135(12) . ?
Zn2 O5 2.0806(10) 2_677 ?
Zn2 O5 2.0806(10) . ?
Zn2 N5 2.2311(12) 2_677 ?
Zn2 N5 2.2312(12) . ?
Zn2 N6 2.1915(12) 2_677 ?
Zn2 N6 2.1915(12) . ?
Zn3 O7 2.0520(10) . ?
Zn3 O7 2.0520(10) 2_666 ?
Zn3 N7 2.2348(11) . ?
Zn3 N7 2.2348(11) 2_666 ?
Zn3 N8 2.2177(12) 2_666 ?
Zn3 N8 2.2177(12) . ?
O1 C19 1.2725(17) . ?
O2 C29 1.2718(17) . ?
O5 C59 1.2683(17) . ?
O7 C79 1.2711(17) . ?
O11 C19 1.2320(17) . ?
O22 C29 1.2373(17) . ?
O55 C59 1.2373(18) . ?
O77 C79 1.2365(17) . ?
N1 C10 1.3768(17) . ?
N1 C18 1.3183(18) . ?
N2 C20 1.3793(18) . ?
N2 C28 1.3195(18) . ?
N3 C31 1.4735(19) . ?
N3 C34 1.4742(18) . ?
N4 C41 1.4794(18) . ?
N4 C44 1.4774(18) . ?
N5 C50 1.3782(18) . ?
N5 C58 1.3208(18) . ?
N6 C61 1.4619(19) . ?
N6 C64 1.4735(19) . ?
N7 C70 1.3781(18) . ?
N7 C78 1.3208(18) . ?
N8 C81 1.4772(19) . ?
N8 C84 1.4730(19) . ?
N9 C91 1.129(2) . ?
N33 C32 1.456(2) . ?
N33 C33 1.458(2) . ?
N33 C35 1.462(2) . ?
N44 C42 1.463(2) . ?
N44 C43 1.455(2) . ?
N44 C45 1.458(2) . ?
N66 C62 1.456(2) . ?
N66 C63 1.455(2) . ?
N66 C65 1.456(2) . ?
N88 C82 1.461(2) . ?
N88 C83 1.453(2) . ?
N88 C85 1.455(2) . ?
C10 C11 1.412(2) . ?
C10 C15 1.419(2) . ?
C11 C12 1.367(2) . ?
C12 C13 1.413(2) . ?
C13 C14 1.359(2) . ?
C14 C15 1.417(2) . ?
C15 C16 1.407(2) . ?
C16 C17 1.355(2) . ?
C17 C18 1.414(2) . ?
C18 C19 1.5227(19) . ?
C20 C21 1.411(2) . ?
C20 C25 1.420(2) . ?
C21 C22 1.369(2) . ?
C22 C23 1.408(2) . ?
C23 C24 1.361(2) . ?
C24 C25 1.417(2) . ?
C25 C26 1.408(2) . ?
C26 C27 1.356(2) . ?
C27 C28 1.413(2) . ?
C28 C29 1.526(2) . ?
C31 C32 1.518(2) . ?
C33 C34 1.522(2) . ?
C41 C42 1.522(2) . ?
C43 C44 1.516(2) . ?
C50 C51 1.414(2) . ?
C50 C55 1.420(2) . ?
C51 C52 1.371(2) . ?
C52 C53 1.407(2) . ?
C53 C54 1.366(2) . ?
C54 C55 1.415(2) . ?
C55 C56 1.411(2) . ?
C56 C57 1.358(2) . ?
C57 C58 1.415(2) . ?
C58 C59 1.527(2) . ?
C61 C62 1.519(2) . ?
C63 C64 1.523(2) . ?
C70 C71 1.411(2) . ?
C70 C75 1.4198(19) . ?
C71 C72 1.369(2) . ?
C72 C73 1.409(2) . ?
C73 C74 1.363(2) . ?
C74 C75 1.414(2) . ?
C75 C76 1.404(2) . ?
C76 C77 1.357(2) . ?
C77 C78 1.4134(19) . ?
C78 C79 1.522(2) . ?
C81 C82 1.519(2) . ?
C83 C84 1.518(2) . ?
C91 C92 1.467(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 O2 178.59(4) . . ?
O1 Zn1 N1 77.88(4) . . ?
O1 Zn1 N2 103.63(4) . . ?
O1 Zn1 N3 92.41(4) . . ?
O1 Zn1 N4 87.59(4) . . ?
O2 Zn1 N1 100.73(4) . . ?
O2 Zn1 N2 77.77(4) . . ?
O2 Zn1 N3 87.84(4) . . ?
O2 Zn1 N4 92.18(4) . . ?
N2 Zn1 N1 178.49(4) . . ?
N3 Zn1 N1 91.59(4) . . ?
N3 Zn1 N2 88.43(4) . . ?
N3 Zn1 N4 179.07(5) . . ?
N4 Zn1 N1 89.32(4) . . ?
N4 Zn1 N2 90.66(4) . . ?
O5 Zn2 O5 180.00(5) . 2_677 ?
O5 Zn2 N5 77.51(4) . . ?
O5 Zn2 N5 102.49(4) 2_677 . ?
O5 Zn2 N5 77.51(4) 2_677 2_677 ?
O5 Zn2 N5 102.49(4) . 2_677 ?
O5 Zn2 N6 93.28(4) . 2_677 ?
O5 Zn2 N6 86.72(4) . . ?
O5 Zn2 N6 93.28(4) 2_677 . ?
O5 Zn2 N6 86.72(4) 2_677 2_677 ?
N5 Zn2 N5 180.0 2_677 . ?
N6 Zn2 N5 90.38(4) 2_677 2_677 ?
N6 Zn2 N5 89.62(4) . 2_677 ?
N6 Zn2 N5 89.62(4) 2_677 . ?
N6 Zn2 N5 90.38(4) . . ?
N6 Zn2 N6 180.0 2_677 . ?
O7 Zn3 O7 180.00(5) . 2_666 ?
O7 Zn3 N7 101.74(4) . 2_666 ?
O7 Zn3 N7 78.26(4) 2_666 2_666 ?
O7 Zn3 N7 78.26(4) . . ?
O7 Zn3 N7 101.74(4) 2_666 . ?
O7 Zn3 N8 92.22(4) 2_666 . ?
O7 Zn3 N8 87.78(4) . . ?
O7 Zn3 N8 87.78(4) 2_666 2_666 ?
O7 Zn3 N8 92.23(4) . 2_666 ?
N7 Zn3 N7 180.0 2_666 . ?
N8 Zn3 N7 88.90(4) . . ?
N8 Zn3 N7 91.10(4) . 2_666 ?
N8 Zn3 N7 88.90(4) 2_666 2_666 ?
N8 Zn3 N7 91.10(4) 2_666 . ?
N8 Zn3 N8 180.0 2_666 . ?
C19 O1 Zn1 118.44(9) . . ?
C29 O2 Zn1 118.52(9) . . ?
C59 O5 Zn2 118.19(9) . . ?
C79 O7 Zn3 117.73(9) . . ?
C10 N1 Zn1 133.34(9) . . ?
C18 N1 Zn1 108.34(9) . . ?
C18 N1 C10 118.24(12) . . ?
C20 N2 Zn1 132.85(9) . . ?
C28 N2 Zn1 108.82(9) . . ?
C28 N2 C20 118.32(12) . . ?
C31 N3 Zn1 115.06(9) . . ?
C31 N3 C34 109.53(11) . . ?
C34 N3 Zn1 114.87(9) . . ?
C41 N4 Zn1 115.09(9) . . ?
C44 N4 Zn1 113.55(9) . . ?
C44 N4 C41 109.54(11) . . ?
C50 N5 Zn2 130.17(9) . . ?
C58 N5 Zn2 110.13(9) . . ?
C58 N5 C50 118.77(12) . . ?
C61 N6 Zn2 114.79(10) . . ?
C61 N6 C64 109.27(12) . . ?
C64 N6 Zn2 119.05(9) . . ?
C70 N7 Zn3 131.82(9) . . ?
C78 N7 Zn3 109.24(9) . . ?
C78 N7 C70 118.71(12) . . ?
C81 N8 Zn3 115.56(9) . . ?
C84 N8 Zn3 114.97(9) . . ?
C84 N8 C81 109.44(12) . . ?
C32 N33 C33 108.90(12) . . ?
C32 N33 C35 110.66(14) . . ?
C33 N33 C35 110.63(15) . . ?
C43 N44 C42 108.75(12) . . ?
C43 N44 C45 110.82(13) . . ?
C45 N44 C42 111.91(13) . . ?
C63 N66 C62 108.91(13) . . ?
C63 N66 C65 110.05(14) . . ?
C65 N66 C62 110.12(13) . . ?
C83 N88 C82 109.19(13) . . ?
C83 N88 C85 110.12(13) . . ?
C85 N88 C82 111.17(14) . . ?
N1 C10 C11 119.39(12) . . ?
N1 C10 C15 121.26(13) . . ?
C11 C10 C15 119.35(13) . . ?
C12 C11 C10 119.77(14) . . ?
C11 C12 C13 121.14(14) . . ?
C14 C13 C12 120.04(15) . . ?
C13 C14 C15 120.59(14) . . ?
C14 C15 C10 119.10(14) . . ?
C16 C15 C10 118.33(14) . . ?
C16 C15 C14 122.56(14) . . ?
C17 C16 C15 119.57(14) . . ?
C16 C17 C18 119.11(14) . . ?
N1 C18 C17 123.49(13) . . ?
N1 C18 C19 118.08(12) . . ?
C17 C18 C19 118.43(13) . . ?
O1 C19 C18 117.06(12) . . ?
O11 C19 O1 126.72(13) . . ?
O11 C19 C18 116.22(12) . . ?
N2 C20 C21 119.53(12) . . ?
N2 C20 C25 121.28(13) . . ?
C21 C20 C25 119.18(13) . . ?
C22 C21 C20 119.77(14) . . ?
C21 C22 C23 121.32(15) . . ?
C24 C23 C22 120.02(15) . . ?
C23 C24 C25 120.47(14) . . ?
C24 C25 C20 119.23(14) . . ?
C26 C25 C20 118.24(14) . . ?
C26 C25 C24 122.53(14) . . ?
C27 C26 C25 119.50(14) . . ?
C26 C27 C28 119.43(14) . . ?
N2 C28 C27 123.22(13) . . ?
N2 C28 C29 117.85(12) . . ?
C27 C28 C29 118.93(13) . . ?
O2 C29 C28 116.81(12) . . ?
O22 C29 O2 126.34(13) . . ?
O22 C29 C28 116.85(12) . . ?
N3 C31 C32 112.80(13) . . ?
N33 C32 C31 110.24(13) . . ?
N33 C33 C34 110.50(13) . . ?
N3 C34 C33 112.51(12) . . ?
N4 C41 C42 112.39(12) . . ?
N44 C42 C41 110.12(13) . . ?
N44 C43 C44 109.87(13) . . ?
N4 C44 C43 113.32(13) . . ?
N5 C50 C51 119.65(13) . . ?
N5 C50 C55 121.03(13) . . ?
C51 C50 C55 119.31(13) . . ?
C52 C51 C50 119.71(14) . . ?
C51 C52 C53 121.26(15) . . ?
C54 C53 C52 119.96(14) . . ?
C53 C54 C55 120.61(14) . . ?
C54 C55 C50 119.13(14) . . ?
C56 C55 C50 118.16(13) . . ?
C56 C55 C54 122.69(14) . . ?
C57 C56 C55 119.79(14) . . ?
C56 C57 C58 119.07(14) . . ?
N5 C58 C57 123.10(13) . . ?
N5 C58 C59 117.72(12) . . ?
C57 C58 C59 119.12(13) . . ?
O5 C59 C58 116.02(12) . . ?
O55 C59 O5 126.93(14) . . ?
O55 C59 C58 117.04(13) . . ?
N6 C61 C62 112.87(13) . . ?
N66 C62 C61 110.53(13) . . ?
N66 C63 C64 110.36(13) . . ?
N6 C64 C63 112.35(12) . . ?
N7 C70 C71 119.51(12) . . ?
N7 C70 C75 121.11(13) . . ?
C71 C70 C75 119.37(13) . . ?
C72 C71 C70 119.78(14) . . ?
C71 C72 C73 121.39(14) . . ?
C74 C73 C72 119.51(14) . . ?
C73 C74 C75 121.13(14) . . ?
C74 C75 C70 118.81(14) . . ?
C76 C75 C70 118.00(13) . . ?
C76 C75 C74 123.19(13) . . ?
C77 C76 C75 120.16(13) . . ?
C76 C77 C78 118.95(14) . . ?
N7 C78 C77 123.06(13) . . ?
N7 C78 C79 117.82(12) . . ?
C77 C78 C79 119.09(13) . . ?
O7 C79 C78 116.65(12) . . ?
O77 C79 O7 126.55(13) . . ?
O77 C79 C78 116.79(12) . . ?
N8 C81 C82 112.31(12) . . ?
N88 C82 C81 109.92(13) . . ?
N88 C83 C84 110.49(13) . . ?
N8 C84 C83 113.20(13) . . ?
N9 C91 C92 179.2(2) . . ?

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 H3 O77 0.831(18) 2.223(19) 2.9983(16) 155.3(16) . yes
N6 H6 O11 0.839(18) 2.040(19) 2.8685(16) 169.2(17) . yes
N8 H8 O22 0.870(18) 2.206(19) 3.0076(16) 153.0(16) . yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.317
_oxdiff_exptl_absorpt_empirical_full_min 0.637
####################################################################### 
# 
# 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_17
_database_code_depnum_ccdc_archive 'CCDC 2181847'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H20 N3 O2 Zn0.5), C2 H3 N1'
_chemical_formula_sum            'C42 H43 N7 O4 Zn'
_chemical_formula_weight         775.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.61490(10)
_cell_length_b                   10.83280(10)
_cell_length_c                   25.0497(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.3260(10)
_cell_angle_gamma                90
_cell_volume                     3688.29(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8435
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.1550
_cell_measurement_theta_min      3.4810
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.648
_exptl_absorpt_coefficient_mu    1.358
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            17736
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.288
_diffrn_reflns_theta_min         3.535
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  32.00   1.00    1.00    --  -41.76  37.00 150.00   98
  2  ω    -55.00   4.00   1.00    1.00    --  -41.76  37.00  30.00   59
  3  ω    -77.00   6.00   1.00    1.00    --  -41.76 115.00-171.00   83
  4  ω     37.00 102.00   1.00    4.00    --  109.50-125.00   0.00   65
  5  ω     99.00 126.00   1.00    4.00    --  109.50 125.00  60.00   27
  6  ω     63.00 113.00   1.00    4.00    --  109.50-125.00 -60.00   50
  7  ω     90.00 173.00   1.00    4.00    --  109.50  30.00 -60.00   83
  8  ω     37.00 100.00   1.00    4.00    --  109.50-125.00  90.00   63
  9  ω     65.00 117.00   1.00    4.00    --  109.50-125.00 150.00   52
 10  ω     40.00  99.00   1.00    4.00    --  109.50 -94.00 150.00   59
 11  ω     37.00  77.00   1.00    4.00    --  109.50 -94.00  90.00   40
 12  ω     68.00  96.00   1.00    4.00    --  109.50-125.00  30.00   28
 13  ω     84.00 174.00   1.00    4.00    --  109.50  45.00-180.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0244799000
_diffrn_orient_matrix_UB_12      -0.0782220000
_diffrn_orient_matrix_UB_13      -0.0488433000
_diffrn_orient_matrix_UB_21      0.0133832000
_diffrn_orient_matrix_UB_22      -0.1145311000
_diffrn_orient_matrix_UB_23      0.0361437000
_diffrn_orient_matrix_UB_31      -0.1098494000
_diffrn_orient_matrix_UB_32      -0.0314329000
_diffrn_orient_matrix_UB_33      -0.0101769000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6690
_reflns_number_total             7509
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.00091(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         7509
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.040
_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)+(0.0476P)²+1.0446P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0870
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C45A-C44 \\sim C45-C44
 with sigma of 0.01
 C46-C45 \\sim C46A-C45A
 with sigma of 0.01
 C47-C46 \\sim C47-C46A
 with sigma of 0.01
 C48A-C47 \\sim C48-C47
 with sigma of 0.01
 C49A-C48A \\sim C49-C48
 with sigma of 0.01
 C49A-C44 \\sim C49-C44
 with sigma of 0.01
 N5-C51 \\sim N5A-C51A
 with sigma of 0.02
 C51-C52 \\sim C51A-C52A
 with sigma of 0.02
 N5-C52 \\sim N5A-C52A
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 N5, C51, C52
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(H47A)=Sof(C45A)=Sof(H45A)=Sof(C46A)=Sof(H46A)=Sof(C48A)=Sof(H48A)=
 Sof(C49A)=Sof(H49A)=1-FVAR(1)
 Sof(H47)=Sof(C45)=Sof(H45)=Sof(C46)=Sof(H46)=Sof(C48)=Sof(H48)=Sof(C49)=
 Sof(H49)=FVAR(1)
 Sof(N5A)=Sof(C51A)=Sof(C52A)=Sof(H52D)=Sof(H52E)=Sof(H52F)=1-FVAR(2)
 Sof(N5)=Sof(C51)=Sof(C52)=Sof(H52A)=Sof(H52B)=Sof(H52C)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C40(H40A,
 H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C25(H25),
 C26(H26), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33), C34(H34),
  C36(H36), C37(H37), C47(H47), C47(H47A), C45(H45), C46(H46), C48(H48),
 C49(H49), C45A(H45A), C46A(H46A), C48A(H48A), C49A(H49A)
5.c Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C52A(H52D,H52E,H52F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01444(8) Uani 1 2 d S . P . .
O1 O 0.37331(6) 0.46785(9) 0.54011(4) 0.01844(19) Uani 1 1 d . . . . .
O11 O 0.26608(7) 0.55133(10) 0.59438(4) 0.0237(2) Uani 1 1 d . . . . .
N1 N 0.47752(7) 0.68083(10) 0.54104(4) 0.0155(2) Uani 1 1 d . . . . .
N2 N 0.59535(8) 0.43109(10) 0.56695(4) 0.0162(2) Uani 1 1 d . . . . .
H2 H 0.6379(13) 0.3879(19) 0.5499(7) 0.024(4) Uiso 1 1 d . . . . .
N22 N 0.69529(8) 0.38096(10) 0.67106(4) 0.0183(2) Uani 1 1 d . . . . .
C10 C 0.53101(9) 0.78847(12) 0.54167(5) 0.0163(2) Uani 1 1 d . . . . .
C11 C 0.61353(10) 0.79804(13) 0.50993(6) 0.0208(3) Uani 1 1 d . . . . .
H11 H 0.631345 0.731975 0.488840 0.025 Uiso 1 1 calc R U . . .
C12 C 0.66695(11) 0.90549(14) 0.51053(6) 0.0261(3) Uani 1 1 d . . . . .
H12 H 0.721330 0.911107 0.489843 0.031 Uiso 1 1 calc R U . . .
C13 C 0.64138(12) 1.00765(13) 0.54178(7) 0.0272(3) Uani 1 1 d . . . . .
H13 H 0.678107 1.079981 0.541251 0.033 Uiso 1 1 calc R U . . .
C14 C 0.56265(11) 0.99977(13) 0.57272(6) 0.0243(3) Uani 1 1 d . . . . .
H14 H 0.546297 1.066827 0.593623 0.029 Uiso 1 1 calc R U . . .
C15 C 0.50519(9) 0.89051(13) 0.57349(5) 0.0192(3) Uani 1 1 d . . . . .
C16 C 0.42272(10) 0.87910(14) 0.60466(6) 0.0234(3) Uani 1 1 d . . . . .
H16 H 0.404420 0.944146 0.626189 0.028 Uiso 1 1 calc R U . . .
C17 C 0.36998(9) 0.77205(14) 0.60303(6) 0.0217(3) Uani 1 1 d . . . . .
H17 H 0.314918 0.763656 0.623035 0.026 Uiso 1 1 calc R U . . .
C18 C 0.40003(9) 0.67421(12) 0.57062(5) 0.0165(2) Uani 1 1 d . . . . .
C19 C 0.34061(9) 0.55415(12) 0.56850(5) 0.0170(2) Uani 1 1 d . . . . .
C20 C 0.65543(10) 0.52522(13) 0.59608(6) 0.0201(3) Uani 1 1 d . . . . .
H20A H 0.613081 0.575935 0.616894 0.024 Uiso 1 1 calc R U . . .
H20B H 0.685624 0.578342 0.570516 0.024 Uiso 1 1 calc R U . . .
C21 C 0.73556(10) 0.46831(13) 0.63325(5) 0.0200(3) Uani 1 1 d . . . . .
H21A H 0.782465 0.425767 0.612074 0.024 Uiso 1 1 calc R U . . .
H21B H 0.770356 0.533461 0.653030 0.024 Uiso 1 1 calc R U . . .
C22 C 0.63281(10) 0.28828(13) 0.64340(6) 0.0237(3) Uani 1 1 d . . . . .
H22A H 0.601940 0.237438 0.669552 0.028 Uiso 1 1 calc R U . . .
H22B H 0.673044 0.235145 0.622425 0.028 Uiso 1 1 calc R U . . .
C23 C 0.55350(10) 0.34912(13) 0.60675(6) 0.0222(3) Uani 1 1 d . . . . .
H23A H 0.514550 0.285521 0.588308 0.027 Uiso 1 1 calc R U . . .
H23B H 0.510072 0.396602 0.628237 0.027 Uiso 1 1 calc R U . . .
C24 C 0.76606(9) 0.33490(13) 0.70974(5) 0.0192(3) Uani 1 1 d . . . . .
C25 C 0.77291(11) 0.20964(14) 0.72316(6) 0.0248(3) Uani 1 1 d . . . . .
H25 H 0.731136 0.153195 0.705447 0.030 Uiso 1 1 calc R U . . .
C26 C 0.84131(11) 0.16823(15) 0.76263(6) 0.0288(3) Uani 1 1 d . . . . .
H26 H 0.844840 0.084533 0.770778 0.035 Uiso 1 1 calc R U . . .
C27 C 0.90399(10) 0.24991(16) 0.78984(6) 0.0282(3) Uani 1 1 d . . . . .
H27 H 0.948933 0.222028 0.816519 0.034 Uiso 1 1 calc R U . . .
C28 C 0.89877(11) 0.37427(16) 0.77667(6) 0.0276(3) Uani 1 1 d . . . . .
H28 H 0.940859 0.429918 0.794670 0.033 Uiso 1 1 calc R U . . .
C29 C 0.83168(10) 0.41687(14) 0.73705(6) 0.0234(3) Uani 1 1 d . . . . .
H29 H 0.830048 0.500395 0.728459 0.028 Uiso 1 1 calc R U . . .
Zn2 Zn 1.000000 0.500000 0.500000 0.01525(8) Uani 1 2 d S . P . .
O3 O 0.86446(6) 0.44708(9) 0.52191(4) 0.01733(18) Uani 1 1 d . . . . .
O33 O 0.75459(7) 0.29340(9) 0.52141(4) 0.0219(2) Uani 1 1 d . . . . .
N3 N 0.97995(7) 0.31010(10) 0.45932(4) 0.0157(2) Uani 1 1 d . . . . .
N4 N 1.07710(8) 0.41049(11) 0.56986(5) 0.0174(2) Uani 1 1 d . . . . .
H4 H 1.1180(15) 0.469(2) 0.5815(9) 0.036(5) Uiso 1 1 d . . . . .
N44 N 1.12446(8) 0.21244(12) 0.64508(5) 0.0222(2) Uani 1 1 d . . . . .
C30 C 1.03886(9) 0.23857(12) 0.42884(5) 0.0179(2) Uani 1 1 d . . . . .
C31 C 1.12711(10) 0.28906(14) 0.41121(6) 0.0227(3) Uani 1 1 d . . . . .
H31 H 1.145192 0.369377 0.420474 0.027 Uiso 1 1 calc R U . . .
C32 C 1.18585(11) 0.21940(15) 0.38045(7) 0.0295(3) Uani 1 1 d . . . . .
H32 H 1.243689 0.253242 0.368890 0.035 Uiso 1 1 calc R U . . .
C33 C 1.16019(12) 0.09689(16) 0.36593(7) 0.0341(4) Uani 1 1 d . . . . .
H33 H 1.200637 0.051365 0.344639 0.041 Uiso 1 1 calc R U . . .
C34 C 1.07633(12) 0.04553(15) 0.38307(7) 0.0335(4) Uani 1 1 d . . . . .
H34 H 1.060119 -0.035420 0.373881 0.040 Uiso 1 1 calc R U . . .
C35 C 1.01363(10) 0.11515(14) 0.41492(6) 0.0243(3) Uani 1 1 d . . . . .
C36 C 0.92482(11) 0.06669(14) 0.43278(7) 0.0314(3) Uani 1 1 d . . . . .
H36 H 0.906120 -0.013957 0.424500 0.038 Uiso 1 1 calc R U . . .
C37 C 0.86703(11) 0.13958(14) 0.46224(7) 0.0282(3) Uani 1 1 d . . . . .
H37 H 0.808078 0.109364 0.473958 0.034 Uiso 1 1 calc R U . . .
C38 C 0.89717(9) 0.26109(12) 0.47485(5) 0.0183(3) Uani 1 1 d . . . . .
C39 C 0.83264(9) 0.34057(12) 0.50885(5) 0.0167(2) Uani 1 1 d . . . . .
C40 C 1.14070(9) 0.30559(13) 0.55703(5) 0.0197(3) Uani 1 1 d . . . . .
H40A H 1.188482 0.333190 0.532368 0.024 Uiso 1 1 calc R U . . .
H40B H 1.100666 0.242110 0.539208 0.024 Uiso 1 1 calc R U . . .
C41 C 1.19500(10) 0.24996(14) 0.60623(5) 0.0213(3) Uani 1 1 d . . . . .
H41A H 1.232779 0.178877 0.595836 0.026 Uiso 1 1 calc R U . . .
H41B H 1.240302 0.310269 0.622323 0.026 Uiso 1 1 calc R U . . .
C42 C 1.06535(11) 0.31780(15) 0.66084(6) 0.0260(3) Uani 1 1 d . . . . .
H42A H 1.107728 0.379126 0.678529 0.031 Uiso 1 1 calc R U . . .
H42B H 1.018014 0.290799 0.685869 0.031 Uiso 1 1 calc R U . . .
C43 C 1.01170(10) 0.37465(14) 0.61215(6) 0.0226(3) Uani 1 1 d . . . . .
H43A H 0.963568 0.315984 0.597459 0.027 Uiso 1 1 calc R U . . .
H43B H 0.976368 0.447157 0.623237 0.027 Uiso 1 1 calc R U . . .
C44 C 1.15442(11) 0.12636(14) 0.68479(6) 0.0238(3) Uani 1 1 d D . . . .
C47 C 1.20321(15) -0.06091(19) 0.75990(8) 0.0439(4) Uani 1 1 d D . . . .
H47 H 1.220186 -0.120943 0.785322 0.053 Uiso 0.684(13) 1 calc R U P A 1
H47A H 1.212694 -0.128511 0.782495 0.053 Uiso 0.316(13) 1 calc R U P A 2
C45 C 1.0864(3) 0.0842(4) 0.72026(19) 0.0345(9) Uani 0.684(13) 1 d D . P A 1
H45 H 1.023711 0.118506 0.719208 0.041 Uiso 0.684(13) 1 calc R U P A 1
C46 C 1.1109(3) -0.0078(4) 0.7569(2) 0.0430(10) Uani 0.684(13) 1 d D . P A 1
H46 H 1.064190 -0.034429 0.779977 0.052 Uiso 0.684(13) 1 calc R U P A 1
C48 C 1.2688(4) -0.0220(5) 0.72411(17) 0.0366(11) Uani 0.684(13) 1 d D . P A 1
H48 H 1.330182 -0.059789 0.724377 0.044 Uiso 0.684(13) 1 calc R U P A 1
C49 C 1.2473(2) 0.0719(4) 0.68731(18) 0.0278(8) Uani 0.684(13) 1 d D . P A 1
H49 H 1.294665 0.098052 0.664522 0.033 Uiso 0.684(13) 1 calc R U P A 1
C45A C 1.1155(10) 0.1276(13) 0.7360(4) 0.048(3) Uani 0.316(13) 1 d D . P A 2
H45A H 1.072721 0.190337 0.744754 0.058 Uiso 0.316(13) 1 calc R U P A 2
C46A C 1.1404(11) 0.0363(12) 0.7735(4) 0.060(4) Uani 0.316(13) 1 d D . P A 2
H46A H 1.115803 0.039335 0.807367 0.072 Uiso 0.316(13) 1 calc R U P A 2
C48A C 1.2491(11) -0.0549(14) 0.7141(4) 0.055(4) Uani 0.316(13) 1 d D . P A 2
H48A H 1.298106 -0.111485 0.707182 0.066 Uiso 0.316(13) 1 calc R U P A 2
C49A C 1.2233(12) 0.0356(14) 0.6771(5) 0.055(4) Uani 0.316(13) 1 d D . P A 2
H49A H 1.254236 0.035347 0.644948 0.066 Uiso 0.316(13) 1 calc R U P A 2
N5 N 0.0052(3) 0.6546(4) 0.7546(2) 0.0902(16) Uani 0.732(7) 1 d D . P B 1
C51 C 0.0582(2) 0.6699(3) 0.7224(2) 0.0513(10) Uani 0.732(7) 1 d D . P B 1
C52 C 0.1284(3) 0.6887(3) 0.68121(13) 0.0513(9) Uani 0.732(7) 1 d D . P B 1
H52A H 0.110016 0.638472 0.650661 0.077 Uiso 0.732(7) 1 calc R U P B 1
H52B H 0.193108 0.665843 0.695040 0.077 Uiso 0.732(7) 1 calc R U P B 1
H52C H 0.128245 0.773987 0.670841 0.077 Uiso 0.732(7) 1 calc R U P B 1
N5A N 0.0462(7) 0.6440(10) 0.7973(4) 0.072(3) Uiso 0.268(7) 1 d D . P B 2
C51A C 0.0632(10) 0.6611(12) 0.7551(6) 0.067(3) Uiso 0.268(7) 1 d D . P B 2
C52A C 0.0849(11) 0.6775(13) 0.6983(5) 0.070(3) Uiso 0.268(7) 1 d D . P B 2
H52D H 0.145794 0.637023 0.691700 0.105 Uiso 0.268(7) 1 calc R U P B 2
H52E H 0.090320 0.763894 0.690513 0.105 Uiso 0.268(7) 1 calc R U P B 2
H52F H 0.032776 0.642054 0.675836 0.105 Uiso 0.268(7) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0754(9) . ?
Zn1 O1 2.0754(9) 3_666 ?
Zn1 N1 2.2415(11) . ?
Zn1 N1 2.2415(11) 3_666 ?
Zn1 N2 2.1914(11) 3_666 ?
Zn1 N2 2.1914(11) . ?
O1 C19 1.2706(17) . ?
O11 C19 1.2358(17) . ?
N1 C10 1.3744(17) . ?
N1 C18 1.3258(17) . ?
N2 H2 0.87(2) . ?
N2 C20 1.4739(16) . ?
N2 C23 1.4740(17) . ?
N22 C21 1.4675(17) . ?
N22 C22 1.4640(17) . ?
N22 C24 1.4169(16) . ?
C10 C11 1.4175(19) . ?
C10 C15 1.4189(18) . ?
C11 H11 0.9300 . ?
C11 C12 1.372(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.411(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.4194(19) . ?
C15 C16 1.410(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.363(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.4102(19) . ?
C18 C19 1.5310(17) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.5228(18) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.5259(18) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.400(2) . ?
C24 C29 1.4086(19) . ?
C25 H25 0.9300 . ?
C25 C26 1.393(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.381(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.388(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.388(2) . ?
C29 H29 0.9300 . ?
Zn2 O3 2.0378(9) . ?
Zn2 O3 2.0379(9) 3_766 ?
Zn2 N3 2.3050(11) 3_766 ?
Zn2 N3 2.3050(11) . ?
Zn2 N4 2.2115(11) . ?
Zn2 N4 2.2116(11) 3_766 ?
O3 C39 1.2688(17) . ?
O33 C39 1.2362(17) . ?
N3 C30 1.3775(17) . ?
N3 C38 1.3245(17) . ?
N4 H4 0.88(2) . ?
N4 C40 1.4754(17) . ?
N4 C43 1.4750(17) . ?
N44 C41 1.4639(18) . ?
N44 C42 1.4639(18) . ?
N44 C44 1.4064(18) . ?
C30 C31 1.4140(19) . ?
C30 C35 1.4189(19) . ?
C31 H31 0.9300 . ?
C31 C32 1.369(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.414(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.362(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.419(2) . ?
C35 C36 1.414(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.362(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.4092(19) . ?
C38 C39 1.5249(18) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.5242(18) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.5155(19) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.397(3) . ?
C44 C49 1.394(4) . ?
C44 C45A 1.417(6) . ?
C44 C49A 1.380(7) . ?
C47 H47 0.9300 . ?
C47 H47A 0.9300 . ?
C47 C46 1.381(4) . ?
C47 C48 1.368(4) . ?
C47 C46A 1.410(7) . ?
C47 C48A 1.340(7) . ?
C45 H45 0.9300 . ?
C45 C46 1.382(4) . ?
C46 H46 0.9300 . ?
C48 H48 0.9300 . ?
C48 C49 1.392(4) . ?
C49 H49 0.9300 . ?
C45A H45A 0.9300 . ?
C45A C46A 1.392(7) . ?
C46A H46A 0.9300 . ?
C48A H48A 0.9300 . ?
C48A C49A 1.380(7) . ?
C49A H49A 0.9300 . ?
N5 C51 1.125(6) . ?
C51 C52 1.461(5) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N5A C51A 1.109(14) . ?
C51A C52A 1.482(13) . ?
C52A H52D 0.9600 . ?
C52A H52E 0.9600 . ?
C52A H52F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 . 3_666 ?
O1 Zn1 N1 77.59(4) . . ?
O1 Zn1 N1 102.41(4) 3_666 . ?
O1 Zn1 N1 102.41(4) . 3_666 ?
O1 Zn1 N1 77.59(4) 3_666 3_666 ?
O1 Zn1 N2 87.45(4) . 3_666 ?
O1 Zn1 N2 92.55(4) . . ?
O1 Zn1 N2 92.55(4) 3_666 3_666 ?
O1 Zn1 N2 87.45(4) 3_666 . ?
N1 Zn1 N1 180.0 3_666 . ?
N2 Zn1 N1 92.14(4) . . ?
N2 Zn1 N1 92.14(4) 3_666 3_666 ?
N2 Zn1 N1 87.86(4) . 3_666 ?
N2 Zn1 N1 87.86(4) 3_666 . ?
N2 Zn1 N2 180.0 3_666 . ?
C19 O1 Zn1 118.40(8) . . ?
C10 N1 Zn1 131.32(9) . . ?
C18 N1 Zn1 110.08(8) . . ?
C18 N1 C10 118.54(11) . . ?
Zn1 N2 H2 100.9(12) . . ?
C20 N2 Zn1 115.49(8) . . ?
C20 N2 H2 104.3(12) . . ?
C20 N2 C23 107.88(10) . . ?
C23 N2 Zn1 119.19(8) . . ?
C23 N2 H2 107.5(13) . . ?
C22 N22 C21 111.43(11) . . ?
C24 N22 C21 113.81(10) . . ?
C24 N22 C22 115.82(11) . . ?
N1 C10 C11 119.50(12) . . ?
N1 C10 C15 121.27(12) . . ?
C11 C10 C15 119.23(12) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.52(13) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.59(14) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.64(13) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.85(13) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C14 119.16(13) . . ?
C16 C15 C10 118.30(12) . . ?
C16 C15 C14 122.54(13) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.54(13) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.12(12) . . ?
C18 C17 H17 120.4 . . ?
N1 C18 C17 123.22(12) . . ?
N1 C18 C19 117.56(11) . . ?
C17 C18 C19 119.22(12) . . ?
O1 C19 C18 116.28(11) . . ?
O11 C19 O1 126.91(12) . . ?
O11 C19 C18 116.81(12) . . ?
N2 C20 H20A 109.1 . . ?
N2 C20 H20B 109.1 . . ?
N2 C20 C21 112.33(11) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.1 . . ?
C21 C20 H20B 109.1 . . ?
N22 C21 C20 111.99(11) . . ?
N22 C21 H21A 109.2 . . ?
N22 C21 H21B 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
N22 C22 H22A 109.4 . . ?
N22 C22 H22B 109.4 . . ?
N22 C22 C23 111.10(11) . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
N2 C23 C22 112.30(11) . . ?
N2 C23 H23A 109.1 . . ?
N2 C23 H23B 109.1 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.9 . . ?
C25 C24 N22 122.60(12) . . ?
C25 C24 C29 117.57(12) . . ?
C29 C24 N22 119.81(12) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.01(14) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.83(15) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.6 . . ?
C26 C27 C28 118.88(13) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 H28 119.5 . . ?
C27 C28 C29 121.00(14) . . ?
C29 C28 H28 119.5 . . ?
C24 C29 H29 119.7 . . ?
C28 C29 C24 120.68(14) . . ?
C28 C29 H29 119.7 . . ?
O3 Zn2 O3 180.0 . 3_766 ?
O3 Zn2 N3 77.42(4) . . ?
O3 Zn2 N3 77.42(4) 3_766 3_766 ?
O3 Zn2 N3 102.58(4) . 3_766 ?
O3 Zn2 N3 102.58(4) 3_766 . ?
O3 Zn2 N4 93.39(4) . . ?
O3 Zn2 N4 86.61(4) . 3_766 ?
O3 Zn2 N4 86.61(4) 3_766 . ?
O3 Zn2 N4 93.39(4) 3_766 3_766 ?
N3 Zn2 N3 180.0 . 3_766 ?
N4 Zn2 N3 90.17(4) . 3_766 ?
N4 Zn2 N3 89.84(4) 3_766 3_766 ?
N4 Zn2 N3 89.84(4) . . ?
N4 Zn2 N3 90.16(4) 3_766 . ?
N4 Zn2 N4 180.0 . 3_766 ?
C39 O3 Zn2 119.16(8) . . ?
C30 N3 Zn2 133.57(8) . . ?
C38 N3 Zn2 107.99(9) . . ?
C38 N3 C30 118.04(11) . . ?
Zn2 N4 H4 102.1(14) . . ?
C40 N4 Zn2 115.02(8) . . ?
C40 N4 H4 104.9(14) . . ?
C43 N4 Zn2 113.91(8) . . ?
C43 N4 H4 110.3(14) . . ?
C43 N4 C40 109.88(11) . . ?
C42 N44 C41 110.79(12) . . ?
C44 N44 C41 118.66(11) . . ?
C44 N44 C42 117.89(12) . . ?
N3 C30 C31 119.22(12) . . ?
N3 C30 C35 121.72(12) . . ?
C31 C30 C35 119.06(13) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.82(13) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 119.4 . . ?
C31 C32 C33 121.22(14) . . ?
C33 C32 H32 119.4 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.08(15) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.20(14) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 119.61(13) . . ?
C36 C35 C30 118.11(13) . . ?
C36 C35 C34 122.27(14) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 C35 119.18(14) . . ?
C37 C36 H36 120.4 . . ?
C36 C37 H37 120.2 . . ?
C36 C37 C38 119.55(13) . . ?
C38 C37 H37 120.2 . . ?
N3 C38 C37 123.38(13) . . ?
N3 C38 C39 117.74(12) . . ?
C37 C38 C39 118.87(12) . . ?
O3 C39 C38 117.28(11) . . ?
O33 C39 O3 126.57(13) . . ?
O33 C39 C38 116.14(12) . . ?
N4 C40 H40A 109.0 . . ?
N4 C40 H40B 109.0 . . ?
N4 C40 C41 113.06(11) . . ?
H40A C40 H40B 107.8 . . ?
C41 C40 H40A 109.0 . . ?
C41 C40 H40B 109.0 . . ?
N44 C41 C40 109.95(11) . . ?
N44 C41 H41A 109.7 . . ?
N44 C41 H41B 109.7 . . ?
C40 C41 H41A 109.7 . . ?
C40 C41 H41B 109.7 . . ?
H41A C41 H41B 108.2 . . ?
N44 C42 H42A 109.6 . . ?
N44 C42 H42B 109.6 . . ?
N44 C42 C43 110.28(12) . . ?
H42A C42 H42B 108.1 . . ?
C43 C42 H42A 109.6 . . ?
C43 C42 H42B 109.6 . . ?
N4 C43 C42 113.72(11) . . ?
N4 C43 H43A 108.8 . . ?
N4 C43 H43B 108.8 . . ?
C42 C43 H43A 108.8 . . ?
C42 C43 H43B 108.8 . . ?
H43A C43 H43B 107.7 . . ?
N44 C44 C45A 121.8(3) . . ?
C45 C44 N44 119.40(17) . . ?
C49 C44 N44 122.6(2) . . ?
C49 C44 C45 117.8(2) . . ?
C49A C44 N44 123.0(4) . . ?
C49A C44 C45A 115.2(5) . . ?
C46 C47 H47 121.2 . . ?
C48 C47 H47 121.2 . . ?
C48 C47 C46 117.6(3) . . ?
C46A C47 H47A 120.3 . . ?
C48A C47 H47A 120.3 . . ?
C48A C47 C46A 119.3(6) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 C44 121.0(3) . . ?
C46 C45 H45 119.5 . . ?
C47 C46 C45 121.4(3) . . ?
C47 C46 H46 119.3 . . ?
C45 C46 H46 119.3 . . ?
C47 C48 H48 118.7 . . ?
C47 C48 C49 122.6(4) . . ?
C49 C48 H48 118.7 . . ?
C44 C49 H49 120.2 . . ?
C48 C49 C44 119.7(4) . . ?
C48 C49 H49 120.2 . . ?
C44 C45A H45A 119.5 . . ?
C46A C45A C44 121.0(6) . . ?
C46A C45A H45A 119.5 . . ?
C47 C46A H46A 120.2 . . ?
C45A C46A C47 119.6(6) . . ?
C45A C46A H46A 120.2 . . ?
C47 C48A H48A 120.1 . . ?
C47 C48A C49A 119.8(9) . . ?
C49A C48A H48A 120.1 . . ?
C44 C49A H49A 117.9 . . ?
C48A C49A C44 124.1(8) . . ?
C48A C49A H49A 117.9 . . ?
N5 C51 C52 178.9(5) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N5A C51A C52A 177.1(15) . . ?
C51A C52A H52D 109.5 . . ?
C51A C52A H52E 109.5 . . ?
C51A C52A H52F 109.5 . . ?
H52D C52A H52E 109.5 . . ?
H52D C52A H52F 109.5 . . ?
H52E C52A H52F 109.5 . . ?

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
N2 H2 O33 0.87(2) 2.05(2) 2.9177(15) 169.8(17) . yes
N4 H4 O11 0.88(2) 2.21(2) 3.0236(14) 153.0(19) 1_655 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 O1 C19 O11 179.14(10) . . . . ?
Zn1 O1 C19 C18 -0.72(14) . . . . ?
Zn1 N1 C10 C11 3.69(17) . . . . ?
Zn1 N1 C10 C15 -176.37(9) . . . . ?
Zn1 N1 C18 C17 177.17(10) . . . . ?
Zn1 N1 C18 C19 -3.45(13) . . . . ?
Zn1 N2 C20 C21 -167.07(9) . . . . ?
Zn1 N2 C23 C22 167.87(9) . . . . ?
N1 C10 C11 C12 179.99(13) . . . . ?
N1 C10 C15 C14 -179.90(12) . . . . ?
N1 C10 C15 C16 -0.08(19) . . . . ?
N1 C18 C19 O1 3.03(17) . . . . ?
N1 C18 C19 O11 -176.85(11) . . . . ?
N2 C20 C21 N22 -55.47(16) . . . . ?
N22 C22 C23 N2 57.30(16) . . . . ?
N22 C24 C25 C26 -177.88(13) . . . . ?
N22 C24 C29 C28 177.27(13) . . . . ?
C10 N1 C18 C17 -0.40(18) . . . . ?
C10 N1 C18 C19 178.98(10) . . . . ?
C10 C11 C12 C13 -0.5(2) . . . . ?
C10 C15 C16 C17 -0.6(2) . . . . ?
C11 C10 C15 C14 0.04(19) . . . . ?
C11 C10 C15 C16 179.86(12) . . . . ?
C11 C12 C13 C14 0.8(2) . . . . ?
C12 C13 C14 C15 -0.7(2) . . . . ?
C13 C14 C15 C10 0.3(2) . . . . ?
C13 C14 C15 C16 -179.50(14) . . . . ?
C14 C15 C16 C17 179.17(14) . . . . ?
C15 C10 C11 C12 0.0(2) . . . . ?
C15 C16 C17 C18 0.8(2) . . . . ?
C16 C17 C18 N1 -0.3(2) . . . . ?
C16 C17 C18 C19 -179.69(12) . . . . ?
C17 C18 C19 O1 -177.56(12) . . . . ?
C17 C18 C19 O11 2.56(18) . . . . ?
C18 N1 C10 C11 -179.35(11) . . . . ?
C18 N1 C10 C15 0.60(17) . . . . ?
C20 N2 C23 C22 -57.84(15) . . . . ?
C21 N22 C22 C23 -53.17(16) . . . . ?
C21 N22 C24 C25 -134.52(14) . . . . ?
C21 N22 C24 C29 46.76(17) . . . . ?
C22 N22 C21 C20 52.59(15) . . . . ?
C22 N22 C24 C25 -3.45(19) . . . . ?
C22 N22 C24 C29 177.83(13) . . . . ?
C23 N2 C20 C21 56.75(14) . . . . ?
C24 N22 C21 C20 -174.22(11) . . . . ?
C24 N22 C22 C23 174.64(11) . . . . ?
C24 C25 C26 C27 0.3(2) . . . . ?
C25 C24 C29 C28 -1.5(2) . . . . ?
C25 C26 C27 C28 -0.9(2) . . . . ?
C26 C27 C28 C29 0.3(2) . . . . ?
C27 C28 C29 C24 1.0(2) . . . . ?
C29 C24 C25 C26 0.9(2) . . . . ?
Zn2 O3 C39 O33 176.18(10) . . . . ?
Zn2 O3 C39 C38 -2.92(14) . . . . ?
Zn2 N3 C30 C31 -9.01(19) . . . . ?
Zn2 N3 C30 C35 170.60(10) . . . . ?
Zn2 N3 C38 C37 -173.04(12) . . . . ?
Zn2 N3 C38 C39 5.95(13) . . . . ?
Zn2 N4 C40 C41 177.95(8) . . . . ?
Zn2 N4 C43 C42 -177.79(10) . . . . ?
N3 C30 C31 C32 -179.36(13) . . . . ?
N3 C30 C35 C34 179.48(14) . . . . ?
N3 C30 C35 C36 0.7(2) . . . . ?
N3 C38 C39 O3 -2.78(17) . . . . ?
N3 C38 C39 O33 178.03(12) . . . . ?
N4 C40 C41 N44 56.25(15) . . . . ?
N44 C42 C43 N4 -55.04(17) . . . . ?
N44 C44 C45 C46 174.6(3) . . . . ?
N44 C44 C49 C48 -173.3(3) . . . . ?
N44 C44 C45A C46A 175.2(8) . . . . ?
N44 C44 C49A C48A -175.5(10) . . . . ?
C30 N3 C38 C37 0.7(2) . . . . ?
C30 N3 C38 C39 179.64(11) . . . . ?
C30 C31 C32 C33 -0.2(2) . . . . ?
C30 C35 C36 C37 0.2(2) . . . . ?
C31 C30 C35 C34 -0.9(2) . . . . ?
C31 C30 C35 C36 -179.72(14) . . . . ?
C31 C32 C33 C34 -0.8(3) . . . . ?
C32 C33 C34 C35 0.9(3) . . . . ?
C33 C34 C35 C30 -0.1(3) . . . . ?
C33 C34 C35 C36 178.70(17) . . . . ?
C34 C35 C36 C37 -178.54(16) . . . . ?
C35 C30 C31 C32 1.0(2) . . . . ?
C35 C36 C37 C38 -0.7(3) . . . . ?
C36 C37 C38 N3 0.2(2) . . . . ?
C36 C37 C38 C39 -178.74(14) . . . . ?
C37 C38 C39 O3 176.26(13) . . . . ?
C37 C38 C39 O33 -2.94(18) . . . . ?
C38 N3 C30 C31 179.28(12) . . . . ?
C38 N3 C30 C35 -1.11(19) . . . . ?
C40 N4 C43 C42 51.49(15) . . . . ?
C41 N44 C42 C43 57.85(15) . . . . ?
C41 N44 C44 C45 -176.3(3) . . . . ?
C41 N44 C44 C49 -2.6(3) . . . . ?
C41 N44 C44 C45A 149.3(9) . . . . ?
C41 N44 C44 C49A -30.5(11) . . . . ?
C42 N44 C41 C40 -58.46(15) . . . . ?
C42 N44 C44 C45 45.4(3) . . . . ?
C42 N44 C44 C49 -140.9(2) . . . . ?
C42 N44 C44 C45A 11.0(9) . . . . ?
C42 N44 C44 C49A -168.8(11) . . . . ?
C43 N4 C40 C41 -51.94(14) . . . . ?
C44 N44 C41 C40 160.50(12) . . . . ?
C44 N44 C42 C43 -160.78(12) . . . . ?
C44 C45 C46 C47 0.2(6) . . . . ?
C44 C45A C46A C47 -1.7(16) . . . . ?
C47 C48 C49 C44 -2.5(5) . . . . ?
C47 C48A C49A C44 3(2) . . . . ?
C45 C44 C49 C48 0.6(4) . . . . ?
C46 C47 C48 C49 3.2(5) . . . . ?
C48 C47 C46 C45 -2.1(5) . . . . ?
C49 C44 C45 C46 0.5(5) . . . . ?
C45A C44 C49A C48A 4.7(16) . . . . ?
C46A C47 C48A C49A -9.9(16) . . . . ?
C48A C47 C46A C45A 9.4(14) . . . . ?
C49A C44 C45A C46A -5.0(14) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.259
_oxdiff_exptl_absorpt_empirical_full_min 0.567
####################################################################### 
# 
# 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_23
_database_code_depnum_ccdc_archive 'CCDC 2181855'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2024-04-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 N4 O4 Zn, 1.333(C2 H3 N), 0.2(H2 O)'
_chemical_formula_sum            'C24.66 H22.40 N5.34 O4.20 Zn'
_chemical_formula_weight         526.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.1567(3)
_cell_length_b                   9.9520(4)
_cell_length_c                   15.1357(6)
_cell_angle_alpha                77.896(4)
_cell_angle_beta                 78.984(3)
_cell_angle_gamma                84.021(3)
_cell_volume                     1176.56(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3997
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7160
_cell_measurement_theta_min      3.1240
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.612
_exptl_absorpt_coefficient_mu    1.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             543
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10357
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         2.550
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  29.00   1.00   22.50    --   14.05 -57.00 120.00   89
  2  ω    -10.00  89.00   1.00   22.50    --   14.05  37.00 -90.00   99
  3  ω     39.00 103.00   1.00   22.50    --   14.05 178.00  90.00   64
  4  ω    -26.00  17.00   1.00   22.50    --  -14.36 -77.00   0.00   43
  5  ω    -25.00  18.00   1.00   22.50    --  -14.36 -77.00-150.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0070109000
_diffrn_orient_matrix_UB_12      -0.0692137000
_diffrn_orient_matrix_UB_13      0.0236916000
_diffrn_orient_matrix_UB_21      -0.0354813000
_diffrn_orient_matrix_UB_22      0.0233536000
_diffrn_orient_matrix_UB_23      0.0411286000
_diffrn_orient_matrix_UB_31      -0.0810898000
_diffrn_orient_matrix_UB_32      0.0011083000
_diffrn_orient_matrix_UB_33      -0.0107700000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4591
_reflns_number_total             5608
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5608
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0391P)²+0.1943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0894
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N6-C61
 1.14 with sigma of 0.02
 C61-N6
 1.137 with sigma of 0.01
 C61-C62
 1.456 with sigma of 0.01
 C62-N6
 2.593 with sigma of 0.02
 N6-C62
 2.59 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N6 \\sim C61 \\sim C62: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
4. Rigid body (RIGU) restrains
 N6, C61, C62
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N6, C61, C62, H62A, H62B, H62C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: O3(0.2) H3A(0.2) H3B(0.2) N6(0.3333) C61(0.3333) C62(0.3333)
 H62A(0.3333) H62B(0.3333) H62C(0.3333)
6.a Free rotating group:
 O3(H3A,H3B)
6.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
6.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C52(H52A,H52B,H52C), C62(H62A,H62B,H62C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.32430(3) 0.65595(3) 0.73608(2) 0.02088(8) Uani 1 1 d . . . . .
O1 O 0.27380(18) 0.46104(16) 0.79682(10) 0.0234(3) Uani 1 1 d . . . . .
O2 O 0.55564(18) 0.71625(19) 0.68272(10) 0.0332(4) Uani 1 1 d . . . . .
O11 O 0.2149(2) 0.25955(17) 0.77336(11) 0.0311(4) Uani 1 1 d . . . . .
O22 O 0.81266(19) 0.7087(2) 0.71417(12) 0.0443(5) Uani 1 1 d . . . . .
N1 N 0.2996(2) 0.5717(2) 0.62008(12) 0.0228(4) Uani 1 1 d . . . . .
N2 N 0.4212(2) 0.67613(18) 0.85825(12) 0.0201(4) Uani 1 1 d . . . . .
N3 N 0.1330(2) 0.7951(2) 0.73536(13) 0.0243(4) Uani 1 1 d . . . . .
H3 H 0.045(3) 0.775(3) 0.7301(15) 0.023(6) Uiso 1 1 d . . . . .
N4 N 0.2643(3) 0.9852(2) 0.73846(16) 0.0358(5) Uani 1 1 d . . . . .
H4A H 0.264(3) 1.073(3) 0.7424(17) 0.032(7) Uiso 1 1 d . . . . .
H4B H 0.363(4) 0.940(3) 0.735(2) 0.060(10) Uiso 1 1 d . . . . .
C10 C 0.3131(3) 0.6352(3) 0.52937(15) 0.0284(5) Uani 1 1 d . . . . .
C11 C 0.3595(3) 0.7715(3) 0.50231(18) 0.0402(6) Uani 1 1 d . . . . .
H11 H 0.378774 0.819100 0.545662 0.048 Uiso 1 1 calc R U . . .
C12 C 0.3764(3) 0.8345(3) 0.41127(19) 0.0506(8) Uani 1 1 d . . . . .
H12 H 0.407412 0.924817 0.393169 0.061 Uiso 1 1 calc R U . . .
C13 C 0.3472(3) 0.7630(4) 0.34537(18) 0.0508(8) Uani 1 1 d . . . . .
H13 H 0.360319 0.806219 0.283925 0.061 Uiso 1 1 calc R U . . .
C14 C 0.3004(3) 0.6330(4) 0.37043(18) 0.0479(8) Uani 1 1 d . . . . .
H14 H 0.280415 0.587644 0.326084 0.057 Uiso 1 1 calc R U . . .
C15 C 0.2811(3) 0.5639(3) 0.46322(16) 0.0361(6) Uani 1 1 d . . . . .
C16 C 0.2345(3) 0.4281(3) 0.49299(18) 0.0439(7) Uani 1 1 d . . . . .
H16 H 0.211747 0.379385 0.451077 0.053 Uiso 1 1 calc R U . . .
C17 C 0.2224(3) 0.3672(3) 0.58321(17) 0.0350(6) Uani 1 1 d . . . . .
H17 H 0.191819 0.276977 0.603605 0.042 Uiso 1 1 calc R U . . .
C18 C 0.2571(2) 0.4438(2) 0.64467(15) 0.0233(5) Uani 1 1 d . . . . .
C19 C 0.2481(2) 0.3809(2) 0.74611(15) 0.0224(5) Uani 1 1 d . . . . .
C20 C 0.3419(2) 0.6645(2) 0.94771(14) 0.0198(4) Uani 1 1 d . . . . .
C21 C 0.1672(2) 0.6504(2) 0.96987(15) 0.0242(5) Uani 1 1 d . . . . .
H21 H 0.107200 0.647582 0.923942 0.029 Uiso 1 1 calc R U . . .
C22 C 0.0868(3) 0.6408(2) 1.05826(15) 0.0269(5) Uani 1 1 d . . . . .
H22 H -0.027884 0.630973 1.072296 0.032 Uiso 1 1 calc R U . . .
C23 C 0.1754(3) 0.6456(3) 1.12870(16) 0.0300(5) Uani 1 1 d . . . . .
H23 H 0.118484 0.641052 1.188550 0.036 Uiso 1 1 calc R U . . .
C24 C 0.3451(3) 0.6570(2) 1.10948(15) 0.0270(5) Uani 1 1 d . . . . .
H24 H 0.402988 0.658390 1.156552 0.032 Uiso 1 1 calc R U . . .
C25 C 0.4325(3) 0.6667(2) 1.01861(15) 0.0219(4) Uani 1 1 d . . . . .
C26 C 0.6078(3) 0.6767(2) 0.99470(15) 0.0245(5) Uani 1 1 d . . . . .
H26 H 0.671251 0.675527 1.039845 0.029 Uiso 1 1 calc R U . . .
C27 C 0.6831(3) 0.6882(2) 0.90550(15) 0.0245(5) Uani 1 1 d . . . . .
H27 H 0.798097 0.695489 0.888903 0.029 Uiso 1 1 calc R U . . .
C28 C 0.5845(2) 0.6889(2) 0.83860(15) 0.0219(5) Uani 1 1 d . . . . .
C29 C 0.6600(3) 0.7059(3) 0.73742(16) 0.0293(5) Uani 1 1 d . . . . .
C31 C 0.1263(3) 0.9240(2) 0.73886(15) 0.0254(5) Uani 1 1 d . . . . .
C32 C -0.0338(3) 1.0134(3) 0.7440(2) 0.0407(6) Uani 1 1 d . . . . .
H32A H -0.032542 1.079285 0.687590 0.061 Uiso 1 1 calc R U . . .
H32B H -0.044424 1.061034 0.793997 0.061 Uiso 1 1 calc R U . . .
H32C H -0.126801 0.957235 0.753646 0.061 Uiso 1 1 calc R U . . .
N5 N 0.5292(3) 1.0211(2) 0.87133(16) 0.0433(6) Uani 1 1 d . . . . .
C51 C 0.3970(3) 1.0231(3) 0.91293(18) 0.0350(6) Uani 1 1 d . . . . .
C52 C 0.2279(3) 1.0243(3) 0.96610(19) 0.0421(6) Uani 1 1 d . . . . .
H52A H 0.161460 1.101562 0.938763 0.063 Uiso 1 1 calc R U . . .
H52B H 0.232307 1.031520 1.027848 0.063 Uiso 1 1 calc R U . . .
H52C H 0.178561 0.940554 0.966695 0.063 Uiso 1 1 calc R U . . .
O3 O 0.2547(16) 1.1032(12) 0.4854(7) 0.058(3) Uani 0.2 1 d G . P A -2
H3A H 0.301050 1.176389 0.456971 0.087 Uiso 0.2 1 d G U P A -2
H3B H 0.282335 1.079162 0.538053 0.087 Uiso 0.2 1 d G U P A -2
N6 N 0.097(4) 1.107(3) 0.500(2) 0.068(2) Uani 0.3333 1 d D U P B -1
C61 C 0.0231(17) 1.0153(17) 0.5091(12) 0.067(2) Uani 0.3333 1 d D U P B -1
C62 C -0.069(4) 0.902(3) 0.504(3) 0.067(2) Uani 0.3333 1 d D U P B -1
H62A H -0.154000 0.935524 0.466921 0.100 Uiso 0.3333 1 calc R U P B -1
H62B H -0.120429 0.859669 0.564198 0.100 Uiso 0.3333 1 calc R U P B -1
H62C H 0.006065 0.835373 0.476126 0.100 Uiso 0.3333 1 calc R U P B -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 2.0128(15) . ?
Zn1 O2 2.0058(14) . ?
Zn1 N1 2.1481(18) . ?
Zn1 N2 2.1981(16) . ?
Zn1 N3 1.9759(19) . ?
O1 C19 1.273(2) . ?
O2 C29 1.279(3) . ?
O11 C19 1.233(3) . ?
O22 C29 1.229(3) . ?
N1 C10 1.375(3) . ?
N1 C18 1.312(3) . ?
N2 C20 1.371(3) . ?
N2 C28 1.321(2) . ?
N3 H3 0.79(2) . ?
N3 C31 1.289(3) . ?
N4 H4A 0.89(3) . ?
N4 H4B 0.88(3) . ?
N4 C31 1.333(3) . ?
C10 C11 1.402(4) . ?
C10 C15 1.418(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.408(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.344(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.415(4) . ?
C15 C16 1.400(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.362(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.404(3) . ?
C18 C19 1.522(3) . ?
C20 C21 1.414(3) . ?
C20 C25 1.419(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.361(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.409(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.370(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.412(3) . ?
C25 C26 1.415(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.359(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.407(3) . ?
C28 C29 1.518(3) . ?
C31 C32 1.500(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
N5 C51 1.140(3) . ?
C51 C52 1.458(4) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
O3 H3A 0.8496 . ?
O3 H3B 0.8496 . ?
N6 C61 1.113(7) . ?
C61 C62 1.443(9) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 78.97(6) . . ?
O1 Zn1 N2 88.75(6) . . ?
O2 Zn1 O1 123.90(7) . . ?
O2 Zn1 N1 94.32(6) . . ?
O2 Zn1 N2 77.55(6) . . ?
N1 Zn1 N2 158.17(7) . . ?
N3 Zn1 O1 116.91(7) . . ?
N3 Zn1 O2 119.12(8) . . ?
N3 Zn1 N1 99.55(7) . . ?
N3 Zn1 N2 102.10(7) . . ?
C19 O1 Zn1 117.55(14) . . ?
C29 O2 Zn1 117.82(14) . . ?
C10 N1 Zn1 129.04(16) . . ?
C18 N1 Zn1 111.77(14) . . ?
C18 N1 C10 119.08(19) . . ?
C20 N2 Zn1 129.92(13) . . ?
C28 N2 Zn1 110.74(13) . . ?
C28 N2 C20 119.02(17) . . ?
Zn1 N3 H3 119.9(18) . . ?
C31 N3 Zn1 130.11(16) . . ?
C31 N3 H3 110.0(18) . . ?
H4A N4 H4B 115(3) . . ?
C31 N4 H4A 123.5(16) . . ?
C31 N4 H4B 121(2) . . ?
N1 C10 C11 119.5(2) . . ?
N1 C10 C15 120.6(2) . . ?
C11 C10 C15 119.9(2) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.7(3) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.1(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C10 118.3(3) . . ?
C16 C15 C10 118.2(2) . . ?
C16 C15 C14 123.5(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.8 . . ?
C16 C17 C18 118.4(2) . . ?
C18 C17 H17 120.8 . . ?
N1 C18 C17 123.5(2) . . ?
N1 C18 C19 115.50(18) . . ?
C17 C18 C19 121.0(2) . . ?
O1 C19 C18 116.05(19) . . ?
O11 C19 O1 125.0(2) . . ?
O11 C19 C18 118.93(19) . . ?
N2 C20 C21 119.69(18) . . ?
N2 C20 C25 120.93(18) . . ?
C21 C20 C25 119.39(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.16(19) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 118.96(19) . . ?
C24 C25 C26 122.97(19) . . ?
C26 C25 C20 118.06(19) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.70(19) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.5 . . ?
C26 C27 C28 119.03(19) . . ?
C28 C27 H27 120.5 . . ?
N2 C28 C27 123.2(2) . . ?
N2 C28 C29 115.15(18) . . ?
C27 C28 C29 121.64(18) . . ?
O2 C29 C28 115.69(18) . . ?
O22 C29 O2 125.2(2) . . ?
O22 C29 C28 119.1(2) . . ?
N3 C31 N4 120.9(2) . . ?
N3 C31 C32 123.0(2) . . ?
N4 C31 C32 116.1(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N5 C51 C52 179.5(3) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H3A O3 H3B 109.6 . . ?
N6 C61 C62 170(3) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?

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 H3 O22 0.79(2) 2.14(2) 2.928(2) 177(2) 1_455 yes
N4 H4A O11 0.89(3) 1.99(3) 2.862(3) 166(2) 1_565 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 O1 C19 O11 -179.54(16) . . . . ?
Zn1 O1 C19 C18 -0.6(2) . . . . ?
Zn1 O2 C29 O22 162.9(2) . . . . ?
Zn1 O2 C29 C28 -17.1(3) . . . . ?
Zn1 N1 C10 C11 4.6(3) . . . . ?
Zn1 N1 C10 C15 -175.67(15) . . . . ?
Zn1 N1 C18 C17 175.84(18) . . . . ?
Zn1 N1 C18 C19 -4.5(2) . . . . ?
Zn1 N2 C20 C21 -6.9(3) . . . . ?
Zn1 N2 C20 C25 173.13(15) . . . . ?
Zn1 N2 C28 C27 -172.69(18) . . . . ?
Zn1 N2 C28 C29 7.8(2) . . . . ?
Zn1 N3 C31 N4 4.0(3) . . . . ?
Zn1 N3 C31 C32 -175.76(18) . . . . ?
N1 C10 C11 C12 178.7(2) . . . . ?
N1 C10 C15 C14 -178.6(2) . . . . ?
N1 C10 C15 C16 0.4(3) . . . . ?
N1 C18 C19 O1 3.6(3) . . . . ?
N1 C18 C19 O11 -177.40(19) . . . . ?
N2 C20 C21 C22 -179.0(2) . . . . ?
N2 C20 C25 C24 178.8(2) . . . . ?
N2 C20 C25 C26 -2.0(3) . . . . ?
N2 C28 C29 O2 5.1(3) . . . . ?
N2 C28 C29 O22 -174.9(2) . . . . ?
C10 N1 C18 C17 -0.7(3) . . . . ?
C10 N1 C18 C19 178.97(17) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C10 C15 C16 C17 -0.6(4) . . . . ?
C11 C10 C15 C14 1.1(3) . . . . ?
C11 C10 C15 C16 -179.8(2) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C13 C14 C15 -0.7(4) . . . . ?
C13 C14 C15 C10 -0.3(4) . . . . ?
C13 C14 C15 C16 -179.3(3) . . . . ?
C14 C15 C16 C17 178.4(2) . . . . ?
C15 C10 C11 C12 -1.1(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 N1 0.5(4) . . . . ?
C16 C17 C18 C19 -179.1(2) . . . . ?
C17 C18 C19 O1 -176.7(2) . . . . ?
C17 C18 C19 O11 2.3(3) . . . . ?
C18 N1 C10 C11 -179.6(2) . . . . ?
C18 N1 C10 C15 0.2(3) . . . . ?
C20 N2 C28 C27 1.5(3) . . . . ?
C20 N2 C28 C29 -178.0(2) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C20 C25 C26 C27 2.0(3) . . . . ?
C21 C20 C25 C24 -1.1(3) . . . . ?
C21 C20 C25 C26 178.1(2) . . . . ?
C21 C22 C23 C24 -1.4(4) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C23 C24 C25 C20 0.1(3) . . . . ?
C23 C24 C25 C26 -179.1(2) . . . . ?
C24 C25 C26 C27 -178.8(2) . . . . ?
C25 C20 C21 C22 0.9(3) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C26 C27 C28 N2 -1.4(3) . . . . ?
C26 C27 C28 C29 178.1(2) . . . . ?
C27 C28 C29 O2 -174.5(2) . . . . ?
C27 C28 C29 O22 5.6(4) . . . . ?
C28 N2 C20 C21 -179.8(2) . . . . ?
C28 N2 C20 C25 0.3(3) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.283
_oxdiff_exptl_absorpt_empirical_full_min 0.689
####################################################################### 
# 
# 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_16
_database_code_depnum_ccdc_archive 'CCDC 2181846'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H29 N5 O5 Zn'
_chemical_formula_sum            'C28 H29 N5 O5 Zn'
_chemical_formula_weight         580.93
_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                   7.6949(4)
_cell_length_b                   13.1323(7)
_cell_length_c                   15.2125(7)
_cell_angle_alpha                77.884(4)
_cell_angle_beta                 78.618(4)
_cell_angle_gamma                77.812(5)
_cell_volume                     1450.17(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3974
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.4620
_cell_measurement_theta_min      2.8570
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0690
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.283
_diffrn_reflns_theta_min         2.743
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  35.00   1.00   55.00    --   14.05 -57.00   0.00   95
  2  ω     39.00 100.00   1.00   55.00    --   14.05 178.00 -30.00   61
  3  ω    -11.00  89.00   1.00   55.00    --   14.05  37.00 150.00  100
  4  ω    -31.00  18.00   1.00   55.00    --  -14.36 -77.00-120.00   49
  5  ω    -26.00  19.00   1.00   55.00    --  -14.36 -77.00  90.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0840090000
_diffrn_orient_matrix_UB_12      -0.0158063000
_diffrn_orient_matrix_UB_13      0.0192378000
_diffrn_orient_matrix_UB_21      -0.0284134000
_diffrn_orient_matrix_UB_22      0.0467847000
_diffrn_orient_matrix_UB_23      0.0191220000
_diffrn_orient_matrix_UB_31      -0.0355293000
_diffrn_orient_matrix_UB_32      0.0266799000
_diffrn_orient_matrix_UB_33      -0.0399786000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5499
_reflns_number_total             7470
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         7470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.029
_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)+(0.0431P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1052
_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:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,
 H45B), C46(H46A,H46B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.83869(4) 0.15052(2) 0.72896(2) 0.02411(9) Uani 1 1 d . . . . .
O1 O 1.0957(2) 0.15851(14) 0.67479(10) 0.0298(4) Uani 1 1 d . . . . .
O2 O 0.7647(2) 0.01362(13) 0.79815(10) 0.0290(4) Uani 1 1 d . . . . .
O4 O -0.2137(3) 0.6443(2) 0.79807(17) 0.0591(7) Uani 1 1 d . . . . .
H4 H -0.227(6) 0.706(3) 0.786(3) 0.102(17) Uiso 1 1 d . . . . .
O11 O 1.3712(2) 0.14921(15) 0.70449(11) 0.0377(4) Uani 1 1 d . . . . .
O22 O 0.7099(3) -0.14018(14) 0.78213(10) 0.0360(4) Uani 1 1 d . . . . .
N1 N 0.9550(3) 0.15847(15) 0.84832(12) 0.0245(4) Uani 1 1 d . . . . .
N2 N 0.7944(2) 0.08404(15) 0.62017(11) 0.0214(4) Uani 1 1 d . . . . .
N3 N 0.6406(3) 0.27274(17) 0.72273(13) 0.0270(5) Uani 1 1 d . . . . .
H3 H 0.552(4) 0.258(2) 0.7208(18) 0.040(9) Uiso 1 1 d . . . . .
N4 N 0.4763(3) 0.43823(18) 0.74515(15) 0.0391(5) Uani 1 1 d . . . . .
N44 N 0.1598(3) 0.56505(17) 0.82216(15) 0.0391(5) Uani 1 1 d . . . . .
C10 C 0.8736(3) 0.15502(18) 0.93765(14) 0.0249(5) Uani 1 1 d . . . . .
C11 C 0.6852(3) 0.1741(2) 0.95870(15) 0.0301(6) Uani 1 1 d . . . . .
H11 H 0.616478 0.190817 0.912059 0.036 Uiso 1 1 calc R . . . .
C12 C 0.6016(4) 0.1682(2) 1.04717(15) 0.0322(6) Uani 1 1 d . . . . .
H12 H 0.476580 0.181714 1.060678 0.039 Uiso 1 1 calc R . . . .
C13 C 0.7064(4) 0.1416(2) 1.11822(16) 0.0326(6) Uani 1 1 d . . . . .
H13 H 0.649366 0.136233 1.178473 0.039 Uiso 1 1 calc R . . . .
C14 C 0.8877(4) 0.12386(19) 1.09957(15) 0.0314(6) Uani 1 1 d . . . . .
H14 H 0.954032 0.107153 1.147154 0.038 Uiso 1 1 calc R . . . .
C15 C 0.9790(3) 0.13030(18) 1.00842(15) 0.0266(5) Uani 1 1 d . . . . .
C16 C 1.1671(4) 0.11264(19) 0.98473(16) 0.0302(6) Uani 1 1 d . . . . .
H16 H 1.239019 0.096099 1.030018 0.036 Uiso 1 1 calc R . . . .
C17 C 1.2451(3) 0.11964(19) 0.89540(16) 0.0294(5) Uani 1 1 d . . . . .
H17 H 1.369688 0.109349 0.878934 0.035 Uiso 1 1 calc R . . . .
C18 C 1.1318(3) 0.14287(18) 0.82883(15) 0.0251(5) Uani 1 1 d . . . . .
C19 C 1.2097(3) 0.15004(19) 0.72823(15) 0.0267(5) Uani 1 1 d . . . . .
C20 C 0.8098(3) 0.12510(19) 0.52881(14) 0.0234(5) Uani 1 1 d . . . . .
C21 C 0.8603(3) 0.2251(2) 0.49647(15) 0.0302(6) Uani 1 1 d . . . . .
H21 H 0.879570 0.263805 0.537201 0.036 Uiso 1 1 calc R . . . .
C22 C 0.8811(4) 0.2650(2) 0.40556(17) 0.0381(6) Uani 1 1 d . . . . .
H22 H 0.914464 0.331007 0.384452 0.046 Uiso 1 1 calc R . . . .
C23 C 0.8522(4) 0.2069(2) 0.34342(16) 0.0416(7) Uani 1 1 d . . . . .
H23 H 0.868176 0.234576 0.281460 0.050 Uiso 1 1 calc R . . . .
C24 C 0.8016(4) 0.1118(2) 0.37269(15) 0.0371(6) Uani 1 1 d . . . . .
H24 H 0.782677 0.074755 0.330588 0.044 Uiso 1 1 calc R . . . .
C25 C 0.7766(3) 0.06713(19) 0.46660(14) 0.0271(5) Uani 1 1 d . . . . .
C26 C 0.7256(3) -0.0317(2) 0.50132(15) 0.0308(6) Uani 1 1 d . . . . .
H26 H 0.702200 -0.071015 0.462111 0.037 Uiso 1 1 calc R . . . .
C27 C 0.7102(3) -0.07025(19) 0.59195(15) 0.0277(5) Uani 1 1 d . . . . .
H27 H 0.675849 -0.135624 0.615587 0.033 Uiso 1 1 calc R . . . .
C28 C 0.7473(3) -0.00908(18) 0.64958(14) 0.0221(5) Uani 1 1 d . . . . .
C29 C 0.7388(3) -0.05019(19) 0.75160(14) 0.0248(5) Uani 1 1 d . . . . .
C31 C 0.6300(3) 0.3701(2) 0.73033(15) 0.0295(5) Uani 1 1 d . . . . .
C32 C 0.8034(4) 0.4083(2) 0.7238(2) 0.0512(8) Uani 1 1 d . . . . .
H32A H 0.901827 0.349721 0.721658 0.077 Uiso 1 1 calc GR . . . .
H32B H 0.799137 0.439527 0.776034 0.077 Uiso 1 1 calc GR . . . .
H32C H 0.820135 0.460170 0.669483 0.077 Uiso 1 1 calc GR . . . .
C41 C 0.3005(4) 0.4097(2) 0.7542(2) 0.0498(8) Uani 1 1 d . . . . .
H41A H 0.312846 0.333326 0.763362 0.060 Uiso 1 1 calc R . . . .
H41B H 0.250397 0.439361 0.698702 0.060 Uiso 1 1 calc R . . . .
C42 C 0.1754(4) 0.4505(2) 0.8335(2) 0.0496(8) Uani 1 1 d . . . . .
H42A H 0.057465 0.432888 0.837547 0.060 Uiso 1 1 calc R . . . .
H42B H 0.221057 0.417003 0.889569 0.060 Uiso 1 1 calc R . . . .
C43 C 0.3392(4) 0.5882(2) 0.8212(2) 0.0455(7) Uani 1 1 d . . . . .
H43A H 0.383134 0.552363 0.877255 0.055 Uiso 1 1 calc R . . . .
H43B H 0.331754 0.663657 0.816941 0.055 Uiso 1 1 calc R . . . .
C44 C 0.4662(4) 0.5514(2) 0.7416(2) 0.0473(7) Uani 1 1 d . . . . .
H44A H 0.425714 0.590560 0.685589 0.057 Uiso 1 1 calc R . . . .
H44B H 0.585035 0.565305 0.741728 0.057 Uiso 1 1 calc R . . . .
C45 C 0.0246(4) 0.6133(2) 0.88973(18) 0.0465(7) Uani 1 1 d . . . . .
H45A H 0.033257 0.687401 0.881850 0.056 Uiso 1 1 calc R . . . .
H45B H 0.051342 0.579674 0.949874 0.056 Uiso 1 1 calc R . . . .
C46 C -0.1653(5) 0.6057(3) 0.8853(2) 0.0535(8) Uani 1 1 d . . . . .
H46A H -0.179922 0.532251 0.903496 0.064 Uiso 1 1 calc R . . . .
H46B H -0.246926 0.645364 0.928563 0.064 Uiso 1 1 calc R . . . .


_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 2.0023(17) . ?
Zn1 O2 2.0163(16) . ?
Zn1 N1 2.2066(17) . ?
Zn1 N2 2.1384(16) . ?
Zn1 N3 1.967(2) . ?
O1 C19 1.283(3) . ?
O2 C29 1.272(3) . ?
O4 C46 1.411(4) . ?
O11 C19 1.222(3) . ?
O22 C29 1.225(3) . ?
N1 C10 1.375(3) . ?
N1 C18 1.315(3) . ?
N2 C20 1.373(3) . ?
N2 C28 1.311(3) . ?
N3 C31 1.292(3) . ?
N4 C31 1.336(3) . ?
N4 C41 1.452(3) . ?
N4 C44 1.462(3) . ?
N44 C42 1.459(4) . ?
N44 C43 1.472(4) . ?
N44 C45 1.454(4) . ?
C10 C11 1.402(3) . ?
C10 C15 1.417(3) . ?
C11 C12 1.366(3) . ?
C12 C13 1.417(3) . ?
C13 C14 1.347(4) . ?
C14 C15 1.419(3) . ?
C15 C16 1.403(3) . ?
C16 C17 1.365(3) . ?
C17 C18 1.409(3) . ?
C18 C19 1.520(3) . ?
C20 C21 1.409(3) . ?
C20 C25 1.421(3) . ?
C21 C22 1.363(3) . ?
C22 C23 1.408(4) . ?
C23 C24 1.347(4) . ?
C24 C25 1.417(3) . ?
C25 C26 1.402(3) . ?
C26 C27 1.356(3) . ?
C27 C28 1.410(3) . ?
C28 C29 1.526(3) . ?
C31 C32 1.500(4) . ?
C41 C42 1.505(4) . ?
C43 C44 1.494(4) . ?
C45 C46 1.501(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
O1 Zn1 O2 121.48(7) . . ?
O1 Zn1 N1 77.81(7) . . ?
O1 Zn1 N2 93.35(6) . . ?
O2 Zn1 N1 87.67(6) . . ?
O2 Zn1 N2 79.27(6) . . ?
N2 Zn1 N1 157.44(7) . . ?
N3 Zn1 O1 123.96(8) . . ?
N3 Zn1 O2 114.55(8) . . ?
N3 Zn1 N1 104.03(8) . . ?
N3 Zn1 N2 98.14(8) . . ?
C19 O1 Zn1 118.82(15) . . ?
C29 O2 Zn1 117.17(13) . . ?
C10 N1 Zn1 128.96(15) . . ?
C18 N1 Zn1 110.15(14) . . ?
C18 N1 C10 119.32(18) . . ?
C20 N2 Zn1 129.09(15) . . ?
C28 N2 Zn1 111.68(13) . . ?
C28 N2 C20 119.22(17) . . ?
C31 N3 Zn1 132.20(19) . . ?
C31 N4 C41 122.8(2) . . ?
C31 N4 C44 124.1(2) . . ?
C41 N4 C44 112.7(2) . . ?
C42 N44 C43 108.0(2) . . ?
C45 N44 C42 114.1(2) . . ?
C45 N44 C43 111.8(2) . . ?
N1 C10 C11 119.62(19) . . ?
N1 C10 C15 120.4(2) . . ?
C11 C10 C15 120.0(2) . . ?
C12 C11 C10 120.6(2) . . ?
C11 C12 C13 119.7(3) . . ?
C14 C13 C12 120.8(2) . . ?
C13 C14 C15 121.0(2) . . ?
C10 C15 C14 118.0(2) . . ?
C16 C15 C10 118.4(2) . . ?
C16 C15 C14 123.7(2) . . ?
C17 C16 C15 120.2(2) . . ?
C16 C17 C18 118.2(2) . . ?
N1 C18 C17 123.4(2) . . ?
N1 C18 C19 115.63(19) . . ?
C17 C18 C19 121.0(2) . . ?
O1 C19 C18 115.6(2) . . ?
O11 C19 O1 125.5(2) . . ?
O11 C19 C18 118.9(2) . . ?
N2 C20 C21 119.69(19) . . ?
N2 C20 C25 120.5(2) . . ?
C21 C20 C25 119.84(19) . . ?
C22 C21 C20 120.0(2) . . ?
C21 C22 C23 120.4(2) . . ?
C24 C23 C22 120.8(2) . . ?
C23 C24 C25 121.1(2) . . ?
C24 C25 C20 117.9(2) . . ?
C26 C25 C20 118.23(19) . . ?
C26 C25 C24 123.9(2) . . ?
C27 C26 C25 120.1(2) . . ?
C26 C27 C28 118.6(2) . . ?
N2 C28 C27 123.33(19) . . ?
N2 C28 C29 115.81(18) . . ?
C27 C28 C29 120.9(2) . . ?
O2 C29 C28 115.76(19) . . ?
O22 C29 O2 125.33(19) . . ?
O22 C29 C28 118.91(19) . . ?
N3 C31 N4 124.8(2) . . ?
N3 C31 C32 117.3(2) . . ?
N4 C31 C32 117.9(2) . . ?
N4 C41 C42 110.5(2) . . ?
N44 C42 C41 110.3(2) . . ?
N44 C43 C44 109.5(2) . . ?
N4 C44 C43 110.9(2) . . ?
N44 C45 C46 114.4(2) . . ?
O4 C46 C45 113.4(3) . . ?

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
O4 H4 O22 0.78(4) 1.97(4) 2.735(3) 167(5) 1_465 yes
N3 H3 O11 0.76(3) 2.27(3) 2.974(3) 155(3) 1_455 yes

_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 -0.783 0.500 0.500 196.0 42.4 ?
2 0.500 0.500 0.000 36.3 0.0 ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.355
_oxdiff_exptl_absorpt_empirical_full_min 0.847
####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 2181845'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H20 N3 O3 Zn0.5), 2(C2 H3 N)'
_chemical_formula_sum            'C36 H46 N8 O6 Zn'
_chemical_formula_weight         752.18
_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                   7.8233(2)
_cell_length_b                   11.2495(2)
_cell_length_c                   20.2794(6)
_cell_angle_alpha                87.078(2)
_cell_angle_beta                 85.696(2)
_cell_angle_gamma                86.042(2)
_cell_volume                     1773.59(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12532
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.2380
_cell_measurement_theta_min      3.1270
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.753
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34681
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.422
_diffrn_reflns_theta_min         2.616
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00  75.00   1.00    8.00    --  -14.52   0.00-150.00  179
  2  ω    -88.00  15.00   1.00    8.00    --  -14.52 -57.00 120.00  103
  3  ω    -42.00  19.00   1.00    8.00    --  -14.52 -77.00   0.00   61
  4  ω    -44.00  59.00   1.00    8.00    --  -14.52  57.00 -90.00  103
  5  ω    -33.00  11.00   1.00    8.00    --  -14.52 -77.00-180.00   44
  6  ω    -38.00  14.00   1.00    8.00    --  -14.52 -77.00 -90.00   52
  7  ω    -44.00  53.00   1.00    8.00    --  -14.52  57.00  30.00   97
  8  ω    -89.00 -41.00   1.00    8.00    --  -14.52 151.00  34.81   48
  9  ω    -92.00 -62.00   1.00    8.00    --  -14.52 154.00-175.19   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0706926000
_diffrn_orient_matrix_UB_12      -0.0183117000
_diffrn_orient_matrix_UB_13      0.0188923000
_diffrn_orient_matrix_UB_21      0.0543162000
_diffrn_orient_matrix_UB_22      -0.0040673000
_diffrn_orient_matrix_UB_23      -0.0295260000
_diffrn_orient_matrix_UB_31      0.0188330000
_diffrn_orient_matrix_UB_32      0.0604247000
_diffrn_orient_matrix_UB_33      0.0020454000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8058
_reflns_number_total             9721
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         9721
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.073
_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)+(0.0309P)²+1.1251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0899
_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:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,
 H25B), C26(H26A,H26B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B),
 C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C31(H31),
 C32(H32), C33(H33), C34(H34), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C62(H62A,H62B,H62C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01561(7) Uani 1 2 d S T P . .
Zn2 Zn 0.000000 0.000000 1.000000 0.01352(6) Uani 1 2 d S T P . .
O1 O 0.25217(15) 0.48032(10) 0.53541(6) 0.0195(2) Uani 1 1 d . . . . .
O2 O 0.4055(2) 0.82385(16) 0.83143(9) 0.0499(5) Uani 1 1 d . . . . .
H2 H 0.393(5) 0.875(3) 0.8599(18) 0.088(12) Uiso 1 1 d . . . . .
O3 O 0.23451(14) -0.03813(10) 0.94863(6) 0.0171(2) Uani 1 1 d . . . . .
O4 O -0.10692(18) 0.38084(12) 0.62773(6) 0.0263(3) Uani 1 1 d . . . . .
H4 H -0.051(3) 0.442(2) 0.6146(13) 0.046(7) Uiso 1 1 d . . . . .
O11 O 0.01726(16) 0.58381(11) 0.57521(7) 0.0272(3) Uani 1 1 d . . . . .
O33 O 0.49484(15) 0.02324(11) 0.91869(6) 0.0199(2) Uani 1 1 d . . . . .
N1 N 0.38111(17) 0.68459(12) 0.48390(7) 0.0154(3) Uani 1 1 d . . . . .
N2 N 0.5700(2) 0.53885(13) 0.60048(7) 0.0184(3) Uani 1 1 d . . . . .
H2A H 0.659(3) 0.498(2) 0.6032(11) 0.032(6) Uiso 1 1 d . . . . .
N3 N 0.14439(17) 0.16458(11) 1.01089(7) 0.0140(3) Uani 1 1 d . . . . .
N4 N -0.11528(18) 0.07196(12) 0.90915(7) 0.0153(3) Uani 1 1 d . . . . .
H4A H -0.219(3) 0.0648(18) 0.9177(10) 0.023(5) Uiso 1 1 d . . . . .
N5 N 0.0256(3) 0.89030(18) 0.64848(10) 0.0456(5) Uani 1 1 d . . . . .
N6 N 0.3235(3) 0.3133(2) 0.83073(12) 0.0516(5) Uani 1 1 d . . . . .
N22 N 0.54395(18) 0.64687(12) 0.72912(7) 0.0169(3) Uani 1 1 d . . . . .
N44 N -0.09144(18) 0.17920(12) 0.77561(7) 0.0171(3) Uani 1 1 d . . . . .
C10 C 0.4445(2) 0.78728(14) 0.45452(8) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.6224(2) 0.78993(15) 0.43620(9) 0.0207(3) Uani 1 1 d . . . . .
H11 H 0.694988 0.721761 0.441983 0.025 Uiso 1 1 calc R . . . .
C12 C 0.6870(2) 0.89347(16) 0.40991(10) 0.0261(4) Uani 1 1 d . . . . .
H12 H 0.804320 0.895645 0.398957 0.031 Uiso 1 1 calc R . . . .
C13 C 0.5783(3) 0.99693(16) 0.39915(10) 0.0298(4) Uani 1 1 d . . . . .
H13 H 0.624462 1.066374 0.381063 0.036 Uiso 1 1 calc R . . . .
C14 C 0.4069(3) 0.99564(16) 0.41506(10) 0.0267(4) Uani 1 1 d . . . . .
H14 H 0.335900 1.063743 0.406958 0.032 Uiso 1 1 calc R . . . .
C15 C 0.3354(2) 0.89132(14) 0.44392(8) 0.0200(3) Uani 1 1 d . . . . .
C16 C 0.1596(2) 0.88743(15) 0.46447(9) 0.0229(4) Uani 1 1 d . . . . .
H16 H 0.083998 0.953116 0.456323 0.028 Uiso 1 1 calc R . . . .
C17 C 0.1010(2) 0.78713(15) 0.49626(9) 0.0215(3) Uani 1 1 d . . . . .
H17 H -0.013571 0.784618 0.511952 0.026 Uiso 1 1 calc R . . . .
C18 C 0.2172(2) 0.68718(14) 0.50494(8) 0.0163(3) Uani 1 1 d . . . . .
C19 C 0.1554(2) 0.57464(15) 0.54107(8) 0.0179(3) Uani 1 1 d . . . . .
C21 C 0.6013(2) 0.66432(15) 0.60847(8) 0.0215(3) Uani 1 1 d . . . . .
H21A H 0.495467 0.712912 0.603095 0.026 Uiso 1 1 calc R . . . .
H21B H 0.685436 0.689574 0.573936 0.026 Uiso 1 1 calc R . . . .
C22 C 0.6654(2) 0.68538(16) 0.67534(8) 0.0219(4) Uani 1 1 d . . . . .
H22A H 0.775633 0.641752 0.679605 0.026 Uiso 1 1 calc R . . . .
H22B H 0.681498 0.769589 0.678424 0.026 Uiso 1 1 calc R . . . .
C23 C 0.5205(3) 0.52040(16) 0.72354(9) 0.0286(4) Uani 1 1 d . . . . .
H23A H 0.438599 0.494133 0.758635 0.034 Uiso 1 1 calc R . . . .
H23B H 0.628976 0.474938 0.728845 0.034 Uiso 1 1 calc R . . . .
C24 C 0.4561(3) 0.49660(17) 0.65678(9) 0.0288(4) Uani 1 1 d . . . . .
H24A H 0.446168 0.411543 0.654080 0.035 Uiso 1 1 calc R . . . .
H24B H 0.342515 0.535864 0.653603 0.035 Uiso 1 1 calc R . . . .
C25 C 0.6060(2) 0.66731(16) 0.79366(9) 0.0231(4) Uani 1 1 d . . . . .
H25A H 0.727427 0.642633 0.792827 0.028 Uiso 1 1 calc R . . . .
H25B H 0.546655 0.617333 0.827069 0.028 Uiso 1 1 calc R . . . .
C26 C 0.5814(3) 0.79497(18) 0.81358(10) 0.0329(5) Uani 1 1 d . . . . .
H26A H 0.648977 0.805910 0.850749 0.040 Uiso 1 1 calc R . . . .
H26B H 0.620549 0.847655 0.777024 0.040 Uiso 1 1 calc R . . . .
C30 C 0.0942(2) 0.27050(13) 1.04035(8) 0.0148(3) Uani 1 1 d . . . . .
C31 C -0.0766(2) 0.28891(14) 1.06732(9) 0.0189(3) Uani 1 1 d . . . . .
H31 H -0.152850 0.229245 1.066391 0.023 Uiso 1 1 calc R . . . .
C32 C -0.1296(2) 0.39522(15) 1.09490(9) 0.0231(4) Uani 1 1 d . . . . .
H32 H -0.242394 0.407208 1.112430 0.028 Uiso 1 1 calc R . . . .
C33 C -0.0163(2) 0.48639(15) 1.09713(9) 0.0245(4) Uani 1 1 d . . . . .
H33 H -0.054989 0.558485 1.115292 0.029 Uiso 1 1 calc R . . . .
C34 C 0.1498(2) 0.46925(14) 1.07277(9) 0.0226(4) Uani 1 1 d . . . . .
H34 H 0.224654 0.529306 1.075335 0.027 Uiso 1 1 calc R . . . .
C35 C 0.2104(2) 0.36108(14) 1.04351(8) 0.0179(3) Uani 1 1 d . . . . .
C36 C 0.3809(2) 0.33832(15) 1.01756(9) 0.0228(4) Uani 1 1 d . . . . .
H36 H 0.461182 0.394710 1.020460 0.027 Uiso 1 1 calc R . . . .
C37 C 0.4281(2) 0.23370(15) 0.98823(9) 0.0205(3) Uani 1 1 d . . . . .
H37 H 0.540203 0.218172 0.970652 0.025 Uiso 1 1 calc R . . . .
C38 C 0.3042(2) 0.14928(13) 0.98496(8) 0.0146(3) Uani 1 1 d . . . . .
C39 C 0.3506(2) 0.03584(14) 0.94807(8) 0.0145(3) Uani 1 1 d . . . . .
C41 C -0.0894(2) 0.19967(14) 0.89442(8) 0.0179(3) Uani 1 1 d . . . . .
H41A H 0.032763 0.210968 0.891167 0.022 Uiso 1 1 calc R . . . .
H41B H -0.141664 0.245056 0.930950 0.022 Uiso 1 1 calc R . . . .
C42 C -0.1646(2) 0.24852(14) 0.83088(8) 0.0189(3) Uani 1 1 d . . . . .
H42A H -0.288389 0.244410 0.834997 0.023 Uiso 1 1 calc R . . . .
H42B H -0.139298 0.331450 0.822896 0.023 Uiso 1 1 calc R . . . .
C43 C -0.1386(2) 0.05641(14) 0.78793(9) 0.0211(3) Uani 1 1 d . . . . .
H43A H -0.097687 0.009520 0.750408 0.025 Uiso 1 1 calc R . . . .
H43B H -0.262700 0.054647 0.793378 0.025 Uiso 1 1 calc R . . . .
C44 C -0.0603(2) 0.00341(14) 0.84986(8) 0.0196(3) Uani 1 1 d . . . . .
H44A H -0.093106 -0.077988 0.857698 0.024 Uiso 1 1 calc R . . . .
H44B H 0.063847 0.001108 0.842909 0.024 Uiso 1 1 calc R . . . .
C45 C -0.1437(2) 0.22975(15) 0.71175(8) 0.0210(3) Uani 1 1 d . . . . .
H45A H -0.264215 0.256895 0.716214 0.025 Uiso 1 1 calc R . . . .
H45B H -0.130166 0.168197 0.679610 0.025 Uiso 1 1 calc R . . . .
C46 C -0.0387(2) 0.33329(16) 0.68669(9) 0.0236(4) Uani 1 1 d . . . . .
H46A H -0.045672 0.393692 0.719431 0.028 Uiso 1 1 calc R . . . .
H46B H 0.080889 0.306022 0.678143 0.028 Uiso 1 1 calc R . . . .
C51 C 0.0653(3) 0.81574(19) 0.68516(11) 0.0321(4) Uani 1 1 d . . . . .
C52 C 0.1146(3) 0.7218(2) 0.73303(13) 0.0478(6) Uani 1 1 d . . . . .
H52A H 0.085625 0.646414 0.718430 0.072 Uiso 1 1 calc GR . . . .
H52B H 0.054745 0.736691 0.775176 0.072 Uiso 1 1 calc GR . . . .
H52C H 0.236222 0.720271 0.737182 0.072 Uiso 1 1 calc GR . . . .
C61 C 0.3379(3) 0.2319(2) 0.79952(12) 0.0365(5) Uani 1 1 d . . . . .
C62 C 0.3567(3) 0.1280(2) 0.75994(12) 0.0420(5) Uani 1 1 d . . . . .
H62A H 0.437752 0.141510 0.722826 0.063 Uiso 1 1 calc GR . . . .
H62B H 0.247589 0.113311 0.744320 0.063 Uiso 1 1 calc GR . . . .
H62C H 0.397279 0.060080 0.786354 0.063 Uiso 1 1 calc GR . . . .


_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 2.0391(12) . ?
Zn1 O1 2.0391(12) 2_666 ?
Zn1 N1 2.2347(13) 2_666 ?
Zn1 N1 2.2346(13) . ?
Zn1 N2 2.2213(14) 2_666 ?
Zn1 N2 2.2214(14) . ?
Zn2 O3 2.0701(12) 2_557 ?
Zn2 O3 2.0701(12) . ?
Zn2 N3 2.2629(13) 2_557 ?
Zn2 N3 2.2629(13) . ?
Zn2 N4 2.2044(14) 2_557 ?
Zn2 N4 2.2044(14) . ?
O1 C19 1.265(2) . ?
O2 C26 1.416(3) . ?
O3 C39 1.2725(19) . ?
O4 C46 1.411(2) . ?
O11 C19 1.240(2) . ?
O33 C39 1.2386(19) . ?
N1 C10 1.379(2) . ?
N1 C18 1.319(2) . ?
N2 C21 1.468(2) . ?
N2 C24 1.474(2) . ?
N3 C30 1.380(2) . ?
N3 C38 1.323(2) . ?
N4 C41 1.477(2) . ?
N4 C44 1.482(2) . ?
N5 C51 1.135(3) . ?
N6 C61 1.134(3) . ?
N22 C22 1.460(2) . ?
N22 C23 1.458(2) . ?
N22 C25 1.464(2) . ?
N44 C42 1.457(2) . ?
N44 C43 1.459(2) . ?
N44 C45 1.463(2) . ?
C10 C11 1.415(2) . ?
C10 C15 1.417(2) . ?
C11 C12 1.369(2) . ?
C12 C13 1.411(3) . ?
C13 C14 1.356(3) . ?
C14 C15 1.416(2) . ?
C15 C16 1.410(3) . ?
C16 C17 1.361(2) . ?
C17 C18 1.409(2) . ?
C18 C19 1.520(2) . ?
C21 C22 1.516(2) . ?
C23 C24 1.522(3) . ?
C25 C26 1.507(3) . ?
C30 C31 1.411(2) . ?
C30 C35 1.419(2) . ?
C31 C32 1.371(2) . ?
C32 C33 1.406(2) . ?
C33 C34 1.360(3) . ?
C34 C35 1.417(2) . ?
C35 C36 1.408(2) . ?
C36 C37 1.362(2) . ?
C37 C38 1.410(2) . ?
C38 C39 1.521(2) . ?
C41 C42 1.518(2) . ?
C43 C44 1.516(2) . ?
C45 C46 1.516(2) . ?
C51 C52 1.450(3) . ?
C61 C62 1.444(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
O1 Zn1 O1 180.0 . 2_666 ?
O1 Zn1 N1 101.68(5) . 2_666 ?
O1 Zn1 N1 78.32(5) 2_666 2_666 ?
O1 Zn1 N1 78.32(5) . . ?
O1 Zn1 N1 101.68(5) 2_666 . ?
O1 Zn1 N2 89.54(5) . 2_666 ?
O1 Zn1 N2 90.46(5) . . ?
O1 Zn1 N2 90.46(5) 2_666 2_666 ?
O1 Zn1 N2 89.54(5) 2_666 . ?
N1 Zn1 N1 180.00(6) . 2_666 ?
N2 Zn1 N1 91.89(5) 2_666 2_666 ?
N2 Zn1 N1 88.11(5) 2_666 . ?
N2 Zn1 N1 91.89(5) . . ?
N2 Zn1 N1 88.11(5) . 2_666 ?
N2 Zn1 N2 180.0 2_666 . ?
O3 Zn2 O3 180.00(3) . 2_557 ?
O3 Zn2 N3 76.56(5) 2_557 2_557 ?
O3 Zn2 N3 103.44(5) . 2_557 ?
O3 Zn2 N3 103.43(5) 2_557 . ?
O3 Zn2 N3 76.57(5) . . ?
O3 Zn2 N4 91.75(5) . . ?
O3 Zn2 N4 88.25(5) . 2_557 ?
O3 Zn2 N4 91.75(5) 2_557 2_557 ?
O3 Zn2 N4 88.25(5) 2_557 . ?
N3 Zn2 N3 180.0 . 2_557 ?
N4 Zn2 N3 93.62(5) 2_557 2_557 ?
N4 Zn2 N3 93.62(5) . . ?
N4 Zn2 N3 86.38(5) . 2_557 ?
N4 Zn2 N3 86.38(5) 2_557 . ?
N4 Zn2 N4 180.00(4) . 2_557 ?
C19 O1 Zn1 116.86(10) . . ?
C39 O3 Zn2 119.15(10) . . ?
C10 N1 Zn1 132.37(11) . . ?
C18 N1 Zn1 109.30(10) . . ?
C18 N1 C10 118.24(14) . . ?
C21 N2 Zn1 114.18(10) . . ?
C21 N2 C24 109.16(14) . . ?
C24 N2 Zn1 116.72(11) . . ?
C30 N3 Zn2 131.06(11) . . ?
C38 N3 Zn2 110.50(10) . . ?
C38 N3 C30 118.42(13) . . ?
C41 N4 Zn2 113.50(10) . . ?
C41 N4 C44 109.59(13) . . ?
C44 N4 Zn2 113.83(10) . . ?
C22 N22 C25 111.02(13) . . ?
C23 N22 C22 108.69(14) . . ?
C23 N22 C25 110.08(14) . . ?
C42 N44 C43 108.15(13) . . ?
C42 N44 C45 112.53(13) . . ?
C43 N44 C45 112.21(13) . . ?
N1 C10 C11 119.46(15) . . ?
N1 C10 C15 121.15(15) . . ?
C11 C10 C15 119.36(15) . . ?
C12 C11 C10 119.57(16) . . ?
C11 C12 C13 121.06(18) . . ?
C14 C13 C12 120.33(17) . . ?
C13 C14 C15 120.44(17) . . ?
C14 C15 C10 119.20(17) . . ?
C16 C15 C10 118.24(15) . . ?
C16 C15 C14 122.53(16) . . ?
C17 C16 C15 119.71(16) . . ?
C16 C17 C18 118.70(16) . . ?
N1 C18 C17 123.81(15) . . ?
N1 C18 C19 116.49(14) . . ?
C17 C18 C19 119.70(15) . . ?
O1 C19 C18 117.08(15) . . ?
O11 C19 O1 125.55(16) . . ?
O11 C19 C18 117.32(15) . . ?
N2 C21 C22 112.74(14) . . ?
N22 C22 C21 111.10(14) . . ?
N22 C23 C24 111.18(15) . . ?
N2 C24 C23 112.87(16) . . ?
N22 C25 C26 114.27(15) . . ?
O2 C26 C25 109.81(16) . . ?
N3 C30 C31 119.09(14) . . ?
N3 C30 C35 121.28(15) . . ?
C31 C30 C35 119.63(14) . . ?
C32 C31 C30 119.66(15) . . ?
C31 C32 C33 121.13(17) . . ?
C34 C33 C32 120.05(16) . . ?
C33 C34 C35 120.89(16) . . ?
C34 C35 C30 118.61(16) . . ?
C36 C35 C30 118.01(15) . . ?
C36 C35 C34 123.38(15) . . ?
C37 C36 C35 119.97(15) . . ?
C36 C37 C38 118.89(16) . . ?
N3 C38 C37 123.35(15) . . ?
N3 C38 C39 116.85(13) . . ?
C37 C38 C39 119.76(14) . . ?
O3 C39 C38 116.56(14) . . ?
O33 C39 O3 124.94(15) . . ?
O33 C39 C38 118.47(14) . . ?
N4 C41 C42 113.56(13) . . ?
N44 C42 C41 109.72(13) . . ?
N44 C43 C44 109.79(13) . . ?
N4 C44 C43 112.65(14) . . ?
N44 C45 C46 111.92(14) . . ?
O4 C46 C45 107.44(14) . . ?
N5 C51 C52 178.9(3) . . ?
N6 C61 C62 179.8(3) . . ?

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
O4 H4 O11 0.86(3) 1.85(3) 2.6823(18) 165(2) . yes
N2 H2A O4 0.82(2) 2.25(2) 3.057(2) 171(2) 1_655 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.363
_oxdiff_exptl_absorpt_empirical_full_min 0.666
####################################################################### 
# 
# 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_18a
_database_code_depnum_ccdc_archive 'CCDC 2181848'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H40 N6 O4 Zn, 2(C2 H5 N O)'
_chemical_formula_sum            'C44 H50 N8 O6 Zn'
_chemical_formula_weight         852.29
_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                   7.9641(2)
_cell_length_b                   10.7052(4)
_cell_length_c                   12.7812(5)
_cell_angle_alpha                101.629(4)
_cell_angle_beta                 101.475(3)
_cell_angle_gamma                101.582(3)
_cell_volume                     1012.52(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7996
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0410
_cell_measurement_theta_min      2.9250
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20001
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.371
_diffrn_reflns_theta_min         2.696
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  60.00   1.00    5.00    --   14.05 -19.00  30.00  127
  2  ω    -12.00  87.00   1.00    5.00    --   14.05  37.00 -90.00   99
  3  ω    -12.00  90.00   1.00    5.00    --   14.05  37.00-180.00  102
  4  ω    -15.00  56.00   1.00    5.00    --   14.05 -99.00   0.00   71
  5  ω    -12.00  89.00   1.00    5.00    --   14.05  37.00  60.00  101
  6  ω    -40.00  48.00   1.00    5.00    --   14.05 -77.00-120.00   88
  7  ω    -48.00  -1.00   1.00    5.00    --  -14.36  77.00-180.00   47
  8  ω    -89.00 -60.00   1.00    5.00    --  -14.36 151.00  -7.39   29
  9  ω    -32.00  18.00   1.00    5.00    --  -14.36 -77.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254171000
_diffrn_orient_matrix_UB_12      -0.0155234000
_diffrn_orient_matrix_UB_13      -0.0584580000
_diffrn_orient_matrix_UB_21      -0.0279547000
_diffrn_orient_matrix_UB_22      0.0591578000
_diffrn_orient_matrix_UB_23      0.0023721000
_diffrn_orient_matrix_UB_31      0.0859438000
_diffrn_orient_matrix_UB_32      0.0338064000
_diffrn_orient_matrix_UB_33      -0.0005697000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4918
_reflns_number_total             5524
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5524
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.057
_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)+(0.0280P)²+0.4458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0748
_refine_ls_wR_factor_ref         0.0801
_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:
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C25(H25),
 C26(H26), C27(H27), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.000000 0.500000 0.500000 0.01607(7) Uani 1 2 d S T P . .
O1 O 0.22029(12) 0.60396(10) 0.46595(8) 0.0190(2) Uani 1 1 d . . . . .
O3 O 0.98727(14) 1.14024(11) 0.59911(11) 0.0318(3) Uani 1 1 d . . . . .
O11 O 0.44779(14) 0.78162(11) 0.53308(10) 0.0314(3) Uani 1 1 d . . . . .
N1 N 0.05893(15) 0.69788(11) 0.62275(9) 0.0169(2) Uani 1 1 d . . . . .
N2 N 0.15900(15) 0.42194(12) 0.61921(10) 0.0166(2) Uani 1 1 d . . . . .
H2 H 0.105(2) 0.3450(18) 0.6030(14) 0.020(4) Uiso 1 1 d . . . . .
N3 N 0.78889(18) 0.94422(13) 0.53934(12) 0.0268(3) Uani 1 1 d . . . . .
H3A H 0.853(3) 0.916(2) 0.4968(17) 0.036(5) Uiso 1 1 d . . . . .
H3B H 0.693(3) 0.894(2) 0.5425(16) 0.035(5) Uiso 1 1 d . . . . .
N22 N 0.43966(15) 0.41419(12) 0.80084(9) 0.0177(2) Uani 1 1 d . . . . .
C10 C -0.02596(18) 0.74885(14) 0.69879(11) 0.0178(3) Uani 1 1 d . . . . .
C11 C -0.18064(19) 0.66827(15) 0.71164(12) 0.0218(3) Uani 1 1 d . . . . .
H11 H -0.224932 0.582386 0.668095 0.026 Uiso 1 1 calc R . . . .
C12 C -0.2654(2) 0.71657(16) 0.78821(13) 0.0271(3) Uani 1 1 d . . . . .
H12 H -0.366194 0.662697 0.796979 0.033 Uiso 1 1 calc R . . . .
C13 C -0.2014(2) 0.84686(17) 0.85363(13) 0.0297(3) Uani 1 1 d . . . . .
H13 H -0.260861 0.878605 0.904779 0.036 Uiso 1 1 calc R . . . .
C14 C -0.0532(2) 0.92690(16) 0.84271(13) 0.0273(3) Uani 1 1 d . . . . .
H14 H -0.012768 1.013116 0.885898 0.033 Uiso 1 1 calc R . . . .
C15 C 0.03966(19) 0.87948(15) 0.76587(12) 0.0221(3) Uani 1 1 d . . . . .
C16 C 0.1965(2) 0.95655(16) 0.75361(14) 0.0295(3) Uani 1 1 d . . . . .
H16 H 0.242558 1.042900 0.795930 0.035 Uiso 1 1 calc R . . . .
C17 C 0.2803(2) 0.90377(16) 0.67942(14) 0.0285(3) Uani 1 1 d . . . . .
H17 H 0.385077 0.953192 0.671405 0.034 Uiso 1 1 calc R . . . .
C18 C 0.20693(18) 0.77369(14) 0.61495(12) 0.0200(3) Uani 1 1 d . . . . .
C19 C 0.30079(18) 0.71536(14) 0.53107(12) 0.0197(3) Uani 1 1 d . . . . .
C20 C 0.16640(18) 0.47632(15) 0.73605(11) 0.0198(3) Uani 1 1 d . . . . .
H20A H 0.046725 0.469701 0.744363 0.024 Uiso 1 1 calc R . . . .
H20B H 0.227814 0.568992 0.757316 0.024 Uiso 1 1 calc R . . . .
C21 C 0.25947(18) 0.40627(15) 0.81332(12) 0.0196(3) Uani 1 1 d . . . . .
H21A H 0.263127 0.447121 0.889000 0.023 Uiso 1 1 calc R . . . .
H21B H 0.194600 0.314689 0.796113 0.023 Uiso 1 1 calc R . . . .
C22 C 0.43606(18) 0.35529(15) 0.68563(11) 0.0198(3) Uani 1 1 d . . . . .
H22A H 0.377027 0.262233 0.666235 0.024 Uiso 1 1 calc R . . . .
H22B H 0.556321 0.363537 0.678057 0.024 Uiso 1 1 calc R . . . .
C23 C 0.34003(18) 0.42241(15) 0.60750(12) 0.0202(3) Uani 1 1 d . . . . .
H23A H 0.407595 0.512803 0.621427 0.024 Uiso 1 1 calc R . . . .
H23B H 0.333669 0.378033 0.532207 0.024 Uiso 1 1 calc R . . . .
C24 C 0.55101(18) 0.36832(14) 0.87758(11) 0.0188(3) Uani 1 1 d . . . . .
C25 C 0.4906(2) 0.30153(15) 0.95122(12) 0.0237(3) Uani 1 1 d . . . . .
H25 H 0.372367 0.287532 0.953254 0.028 Uiso 1 1 calc R . . . .
C26 C 0.6070(2) 0.25563(17) 1.02189(13) 0.0300(3) Uani 1 1 d . . . . .
H26 H 0.565219 0.210728 1.070441 0.036 Uiso 1 1 calc R . . . .
C27 C 0.7832(2) 0.27589(18) 1.02079(13) 0.0307(4) Uani 1 1 d . . . . .
H27 H 0.859518 0.243359 1.067025 0.037 Uiso 1 1 calc R . . . .
C28 C 0.8447(2) 0.34523(18) 0.94999(13) 0.0294(4) Uani 1 1 d . . . . .
H28 H 0.963704 0.360672 0.949528 0.035 Uiso 1 1 calc R . . . .
C29 C 0.73113(19) 0.39177(16) 0.87994(12) 0.0244(3) Uani 1 1 d . . . . .
H29 H 0.775025 0.439426 0.833650 0.029 Uiso 1 1 calc R . . . .
C31 C 0.84739(19) 1.06592(15) 0.60159(13) 0.0238(3) Uani 1 1 d . . . . .
C32 C 0.7383(2) 1.11313(19) 0.67635(16) 0.0374(4) Uani 1 1 d . . . . .
H32A H 0.806764 1.193364 0.729092 0.056 Uiso 1 1 calc GR . . . .
H32B H 0.703456 1.047399 0.714366 0.056 Uiso 1 1 calc GR . . . .
H32C H 0.634789 1.128950 0.633588 0.056 Uiso 1 1 calc GR . . . .


_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 2.0545(9) 2_566 ?
Zn1 O1 2.0545(9) . ?
Zn1 N1 2.2665(12) 2_566 ?
Zn1 N1 2.2665(12) . ?
Zn1 N2 2.1894(12) 2_566 ?
Zn1 N2 2.1894(12) . ?
O1 C19 1.2674(17) . ?
O3 C31 1.2423(18) . ?
O11 C19 1.2335(17) . ?
N1 C10 1.3767(18) . ?
N1 C18 1.3240(18) . ?
N2 C20 1.4741(18) . ?
N2 C23 1.4780(17) . ?
N3 C31 1.318(2) . ?
N22 C21 1.4628(17) . ?
N22 C22 1.4726(17) . ?
N22 C24 1.4186(18) . ?
C10 C11 1.414(2) . ?
C10 C15 1.417(2) . ?
C11 C12 1.371(2) . ?
C12 C13 1.407(2) . ?
C13 C14 1.362(2) . ?
C14 C15 1.417(2) . ?
C15 C16 1.408(2) . ?
C16 C17 1.361(2) . ?
C17 C18 1.407(2) . ?
C18 C19 1.528(2) . ?
C20 C21 1.5224(19) . ?
C22 C23 1.5180(19) . ?
C24 C25 1.393(2) . ?
C24 C29 1.399(2) . ?
C25 C26 1.395(2) . ?
C26 C27 1.380(2) . ?
C27 C28 1.382(2) . ?
C28 C29 1.381(2) . ?
C31 C32 1.495(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 2_566 . ?
O1 Zn1 N1 77.92(4) 2_566 2_566 ?
O1 Zn1 N1 102.08(4) . 2_566 ?
O1 Zn1 N1 102.07(4) 2_566 . ?
O1 Zn1 N1 77.92(4) . . ?
O1 Zn1 N2 92.51(4) 2_566 2_566 ?
O1 Zn1 N2 87.49(4) 2_566 . ?
O1 Zn1 N2 87.49(4) . 2_566 ?
O1 Zn1 N2 92.51(4) . . ?
N1 Zn1 N1 180.0 . 2_566 ?
N2 Zn1 N1 91.95(4) 2_566 2_566 ?
N2 Zn1 N1 88.05(4) 2_566 . ?
N2 Zn1 N1 91.95(4) . . ?
N2 Zn1 N1 88.05(4) . 2_566 ?
N2 Zn1 N2 180.0 2_566 . ?
C19 O1 Zn1 117.67(9) . . ?
C10 N1 Zn1 133.10(9) . . ?
C18 N1 Zn1 108.77(9) . . ?
C18 N1 C10 118.12(12) . . ?
C20 N2 Zn1 115.79(8) . . ?
C20 N2 C23 109.15(11) . . ?
C23 N2 Zn1 115.79(9) . . ?
C21 N22 C22 110.28(11) . . ?
C24 N22 C21 116.21(11) . . ?
C24 N22 C22 112.70(11) . . ?
N1 C10 C11 119.24(13) . . ?
N1 C10 C15 121.57(13) . . ?
C11 C10 C15 119.18(13) . . ?
C12 C11 C10 120.11(14) . . ?
C11 C12 C13 120.60(15) . . ?
C14 C13 C12 120.57(14) . . ?
C13 C14 C15 120.34(15) . . ?
C14 C15 C10 119.18(14) . . ?
C16 C15 C10 118.10(14) . . ?
C16 C15 C14 122.72(14) . . ?
C17 C16 C15 119.52(14) . . ?
C16 C17 C18 119.33(14) . . ?
N1 C18 C17 123.35(14) . . ?
N1 C18 C19 117.57(12) . . ?
C17 C18 C19 119.09(13) . . ?
O1 C19 C18 117.06(12) . . ?
O11 C19 O1 126.23(14) . . ?
O11 C19 C18 116.72(13) . . ?
N2 C20 C21 113.15(12) . . ?
N22 C21 C20 109.59(11) . . ?
N22 C22 C23 111.06(11) . . ?
N2 C23 C22 112.83(11) . . ?
C25 C24 N22 123.46(13) . . ?
C25 C24 C29 118.15(13) . . ?
C29 C24 N22 118.38(13) . . ?
C24 C25 C26 120.21(14) . . ?
C27 C26 C25 120.92(15) . . ?
C26 C27 C28 119.06(15) . . ?
C29 C28 C27 120.60(15) . . ?
C28 C29 C24 120.98(15) . . ?
O3 C31 N3 122.15(15) . . ?
O3 C31 C32 120.32(15) . . ?
N3 C31 C32 117.53(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
N2 H2 O3 0.813(18) 2.190(18) 2.9871(17) 166.7(17) 1_445 yes
N3 H3A O3 0.87(2) 2.03(2) 2.8955(19) 177.2(19) 2_776 yes
N3 H3B O11 0.85(2) 2.05(2) 2.8939(17) 172.7(19) . yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.156
_oxdiff_exptl_absorpt_empirical_full_min 0.890
####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 2181839'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H15 N3 O'
_chemical_formula_sum            'C8 H15 N3 O'
_chemical_formula_weight         169.23
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.96280(10)
_cell_length_b                   12.41770(10)
_cell_length_c                   7.50220(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.9800(10)
_cell_angle_gamma                90
_cell_volume                     453.871(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8666
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.5330
_cell_measurement_theta_min      3.5230
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.726
_exptl_absorpt_coefficient_mu    0.684
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12090
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.558
_diffrn_reflns_theta_min         6.008
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 150.00  102
  2  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00-120.00  102
  3  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00   0.00  102
  4  ω   -115.00 -60.00   1.00    1.00    --  -41.63-151.00  62.00   55
  5  ω    -87.00  -6.00   1.00    1.00    --  -41.63 125.00-150.00   81
  6  ω     17.00 116.00   1.00    1.00    --   41.63  37.00 120.00   99
  7  ω      6.00  83.00   1.00    1.00    --   41.63 -99.00 120.00   77
  8  ω     10.00 116.00   1.00    1.00    --   41.63  71.00 142.39  106
  9  ω    -21.00  74.00   1.00    1.00    --   41.63 -77.00  30.00   95
 10  ω     13.00 115.00   1.00    1.00    --   41.63  57.00 -30.00  102
 11  ω     97.00 178.00   1.00    4.00    --  104.43 125.00  90.00   81
 12  ω     22.00 106.00   1.00    4.00    --  104.43 -94.00-120.00   84
 13  ω     79.00 177.00   1.00    4.00    --  104.43  45.00  30.00   98
 14  ω     75.00 177.00   1.00    4.00    --  104.43  61.00  30.00  102
 15  ω     28.00 137.00   1.00    4.00    --  104.43 -77.00   0.00  109
 16  ω     78.00 177.00   1.00    4.00    --  104.43  47.00  10.64   99
 17  ω     76.00 178.00   1.00    4.00    --  104.43  59.00 118.79  102
 18  ω     79.00 177.00   1.00    4.00    --  104.43  45.00 -60.00   98
 19  ω     75.00 177.00   1.00    4.00    --  104.43  61.00-150.00  102
 20  ω     75.00 177.00   1.00    4.00    --  104.43  61.00-120.00  102
 21  ω     75.00 177.00   1.00    4.00    --  104.43  61.00  60.00  102
 22  ω     75.00 177.00   1.00    4.00    --  104.43  61.00 -60.00  102
 23  ω     75.00 177.00   1.00    4.00    --  104.43  62.00-170.06  102
 24  ω     75.00 177.00   1.00    4.00    --  104.43  61.00  90.00  102
 25  ω     75.00 177.00   1.00    4.00    --  104.43  61.00-180.00  102
 26  ω     79.00 177.00   1.00    4.00    --  104.43  45.00 150.00   98
 27  ω     75.00 177.00   1.00    4.00    --  104.43  61.00 -90.00  102
 28  ω    103.00 178.00   1.00    4.00    --  104.43  77.00  60.00   75
 29  ω     75.00 177.00   1.00    4.00    --  104.43  61.00 -30.00  102
 30  ω     31.00 112.00   1.00    4.00    --  104.43-125.00-150.00   81
 31  ω     79.00 177.00   1.00    4.00    --  104.43  45.00-180.00   98
 32  ω     79.00 177.00   1.00    4.00    --  104.43  45.00 120.00   98
 33  ω     79.00 177.00   1.00    4.00    --  104.43  45.00 -30.00   98
 34  ω     75.00 177.00   1.00    4.00    --  104.43  61.00 150.00  102
 35  ω     75.00 177.00   1.00    4.00    --  104.43  62.00  72.03  102
 36  ω     79.00 177.00   1.00    4.00    --  104.43  45.00-120.00   98
 37  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 -90.00  102
 38  ω   -116.00 -17.00   1.00    1.00    --  -41.63 -37.00   0.00   99
 39  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-120.00  177
 40  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-150.00  177
 41  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-180.00  177
 42  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00 -90.00  177
 43  ω     27.00  98.00   1.00    1.00    --   41.63-125.00 -30.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0635568000
_diffrn_orient_matrix_UB_12      -0.0106238000
_diffrn_orient_matrix_UB_13      -0.2084238000
_diffrn_orient_matrix_UB_21      0.0371417000
_diffrn_orient_matrix_UB_22      -0.1229710000
_diffrn_orient_matrix_UB_23      0.0175406000
_diffrn_orient_matrix_UB_31      -0.3074352000
_diffrn_orient_matrix_UB_32      -0.0126618000
_diffrn_orient_matrix_UB_33      0.0042555000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                1755
_reflns_number_total             1759
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 826 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1759
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.056
_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)+(0.0522P)²+0.0582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0791
_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 Ternary CH refined with riding coordinates:
 C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22C,H22D), C24(H24A,H24B), C25(H25A,H25B)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.2929(3) 0.66940(15) 1.0120(2) 0.0478(5) Uani 1 1 d . . . . .
N1 N 0.1960(3) 0.29905(12) 0.5369(2) 0.0289(3) Uani 1 1 d . . . . .
H1 H 0.046(6) 0.264(2) 0.461(4) 0.048(7) Uiso 1 1 d . . . . .
N2 N 0.4669(3) 0.44726(11) 0.5249(2) 0.0276(4) Uani 1 1 d . . . . .
N22 N 0.7456(3) 0.70092(13) 1.0979(2) 0.0301(4) Uani 1 1 d . . . . .
H22A H 0.732(6) 0.734(2) 1.202(4) 0.043(7) Uiso 1 1 d . . . . .
H22B H 0.898(5) 0.6933(18) 1.071(3) 0.026(5) Uiso 1 1 d . . . . .
C11 C 0.2440(3) 0.38603(14) 0.4553(2) 0.0231(3) Uani 1 1 d . . . . .
C12 C 0.0708(4) 0.42204(17) 0.2782(3) 0.0360(4) Uani 1 1 d . . . . .
H12A H -0.043221 0.363483 0.225111 0.054 Uiso 1 1 calc GR . . . .
H12B H 0.187879 0.444184 0.196793 0.054 Uiso 1 1 calc GR . . . .
H12C H -0.042696 0.481393 0.299843 0.054 Uiso 1 1 calc GR . . . .
C21 C 0.4793(5) 0.56305(15) 0.4898(3) 0.0332(4) Uani 1 1 d . . . . .
H21A H 0.353772 0.580509 0.377875 0.040 Uiso 1 1 calc R . . . .
H21B H 0.663319 0.582082 0.474903 0.040 Uiso 1 1 calc R . . . .
C22 C 0.4036(4) 0.62844(14) 0.6457(3) 0.0289(4) Uani 1 1 d . . . . .
H22C H 0.421223 0.704696 0.622286 0.035 Uiso 1 1 calc R . . . .
H22D H 0.214402 0.614183 0.654342 0.035 Uiso 1 1 calc R . . . .
C23 C 0.5924(4) 0.59829(15) 0.8241(2) 0.0271(4) Uani 1 1 d . . . . .
H23 H 0.781721 0.614296 0.812646 0.033 Uiso 1 1 calc R . . . .
C24 C 0.5701(4) 0.47688(15) 0.8560(2) 0.0286(4) Uani 1 1 d . . . . .
H24A H 0.693949 0.456450 0.967010 0.034 Uiso 1 1 calc R . . . .
H24B H 0.384532 0.459011 0.868840 0.034 Uiso 1 1 calc R . . . .
C25 C 0.6436(4) 0.41552(15) 0.6959(2) 0.0293(4) Uani 1 1 d . . . . .
H25A H 0.833653 0.429628 0.689200 0.035 Uiso 1 1 calc R . . . .
H25B H 0.624239 0.338833 0.714648 0.035 Uiso 1 1 calc R . . . .
C26 C 0.5299(4) 0.66055(15) 0.9862(3) 0.0295(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C26 1.233(2) . ?
N1 C11 1.286(2) . ?
N2 C11 1.362(2) . ?
N2 C21 1.465(2) . ?
N2 C25 1.464(2) . ?
N22 C26 1.326(3) . ?
C11 C12 1.506(2) . ?
C21 C22 1.528(3) . ?
C22 C23 1.527(2) . ?
C23 C24 1.534(3) . ?
C23 C26 1.522(2) . ?
C24 C25 1.524(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N2 C21 122.56(15) . . ?
C11 N2 C25 119.53(14) . . ?
C25 N2 C21 112.51(14) . . ?
N1 C11 N2 119.82(15) . . ?
N1 C11 C12 122.88(16) . . ?
N2 C11 C12 117.24(16) . . ?
N2 C21 C22 111.04(15) . . ?
C23 C22 C21 109.96(15) . . ?
C22 C23 C24 109.11(13) . . ?
C26 C23 C22 113.05(15) . . ?
C26 C23 C24 110.05(14) . . ?
C25 C24 C23 109.48(15) . . ?
N2 C25 C24 111.27(14) . . ?
O2 C26 N22 123.15(18) . . ?
O2 C26 C23 121.10(17) . . ?
N22 C26 C23 115.72(15) . . ?

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
N22 H22A N1 0.89(3) 2.09(3) 2.961(2) 166(3) 2_657 yes
N22 H22B O2 0.82(3) 2.11(3) 2.935(2) 178(2) 1_655 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.292
_oxdiff_exptl_absorpt_empirical_full_min 0.445
####################################################################### 
# 
# 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_21b
_database_code_depnum_ccdc_archive 'CCDC 2181853'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H36 N6 O6 Zn, 2(C2 H3 N)'
_chemical_formula_sum            'C36 H42 N8 O6 Zn'
_chemical_formula_weight         748.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.7663(4)
_cell_length_b                   7.4819(2)
_cell_length_c                   17.7683(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.158(3)
_cell_angle_gamma                90
_cell_volume                     1782.05(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3405
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.0100
_cell_measurement_theta_min      3.6320
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.598
_exptl_absorpt_coefficient_mu    1.432
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44486
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7240
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.171
_diffrn_reflns_theta_min         3.683
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  22.00   1.00    1.00    --  -41.63  37.00-150.00   67
  2  ω    -85.00  -2.00   1.00    1.00    --  -41.63 125.00-150.00   83
  3  ω     23.00  85.00   1.00    1.00    --   41.63-125.00  60.00   62
  4  ω    -24.00   5.00   1.00    1.00    --   41.63 -37.00 -60.00   29
  5  ω     16.00  43.00   1.00    1.00    --   41.63 -37.00 -60.00   27
  6  ω     80.00 167.00   1.00    3.00    --  109.50  61.00 -30.00   87
  7  ω    120.00 174.00   1.00    3.00    --  109.50 125.00 120.00   54
  8  ω     40.00 132.00   1.00    3.00    --  109.50 -77.00  60.00   92
  9  ω     77.00 118.00   1.00    3.00    --  109.50-125.00   0.00   41
 10  ω     37.00 134.00   1.00    3.00    --  109.50 -61.00-180.00   97
 11  ω     32.00  57.00   1.00    3.00    --  109.50 -94.00  30.00   25
 12  ω    114.00 154.00   1.00    3.00    --  109.50  30.00  60.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0531720000
_diffrn_orient_matrix_UB_12      0.0456901000
_diffrn_orient_matrix_UB_13      0.0650182000
_diffrn_orient_matrix_UB_21      0.0918364000
_diffrn_orient_matrix_UB_22      0.1078256000
_diffrn_orient_matrix_UB_23      0.0418022000
_diffrn_orient_matrix_UB_31      -0.0440616000
_diffrn_orient_matrix_UB_32      0.1694482000
_diffrn_orient_matrix_UB_33      -0.0441657000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3134
_reflns_number_total             3602
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.630
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.072
_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)+(0.0828P)²+1.3467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1439
_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:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.02148(16) Uani 1 2 d S T P . .
O1 O 0.52417(11) 0.7286(2) 0.56446(9) 0.0247(3) Uani 1 1 d . . . . .
O2 O 0.6909(2) 0.6382(5) 0.17066(15) 0.0765(9) Uani 1 1 d . . . . .
O11 O 0.45961(14) 0.9911(2) 0.58713(10) 0.0295(4) Uani 1 1 d . . . . .
N1 N 0.36539(13) 0.6634(3) 0.44667(10) 0.0218(4) Uani 1 1 d . . . . .
N2 N 0.57711(14) 0.6210(3) 0.41523(11) 0.0235(4) Uani 1 1 d . . . . .
H2 H 0.568(2) 0.747(5) 0.4192(17) 0.037(8) Uiso 1 1 d . . . . .
N3 N 0.4256(4) 0.7955(8) 0.0621(3) 0.1078(16) Uani 1 1 d . . . . .
N22 N 0.68676(17) 0.6668(3) 0.29597(13) 0.0358(5) Uani 1 1 d . . . . .
C10 C 0.28581(16) 0.6303(3) 0.38594(13) 0.0247(5) Uani 1 1 d . . . . .
C11 C 0.27503(18) 0.4606(4) 0.35057(14) 0.0294(5) Uani 1 1 d . . . . .
H11 H 0.321481 0.371181 0.368532 0.035 Uiso 1 1 calc R . . . .
C12 C 0.19603(19) 0.4273(4) 0.28968(15) 0.0341(6) Uani 1 1 d . . . . .
H12 H 0.188995 0.314404 0.267216 0.041 Uiso 1 1 calc R . . . .
C13 C 0.12560(19) 0.5601(4) 0.26057(15) 0.0387(6) Uani 1 1 d . . . . .
H13 H 0.073766 0.536251 0.218126 0.046 Uiso 1 1 calc R . . . .
C14 C 0.13333(19) 0.7241(4) 0.29462(16) 0.0379(6) Uani 1 1 d . . . . .
H14 H 0.085454 0.810676 0.275881 0.045 Uiso 1 1 calc R . . . .
C15 C 0.21321(17) 0.7653(4) 0.35824(14) 0.0304(5) Uani 1 1 d . . . . .
C16 C 0.22549(19) 0.9332(4) 0.39400(17) 0.0363(6) Uani 1 1 d . . . . .
H16 H 0.180354 1.024602 0.376090 0.044 Uiso 1 1 calc R . . . .
C17 C 0.30376(19) 0.9621(3) 0.45509(16) 0.0318(5) Uani 1 1 d . . . . .
H17 H 0.311926 1.072286 0.479990 0.038 Uiso 1 1 calc R . . . .
C18 C 0.37232(16) 0.8222(3) 0.48001(13) 0.0235(4) Uani 1 1 d . . . . .
C19 C 0.45899(16) 0.8513(3) 0.54974(13) 0.0228(4) Uani 1 1 d . . . . .
C21 C 0.68587(18) 0.5939(3) 0.42973(15) 0.0303(5) Uani 1 1 d . . . . .
H21A H 0.699291 0.468480 0.422797 0.036 Uiso 1 1 calc R . . . .
H21B H 0.715780 0.625138 0.482950 0.036 Uiso 1 1 calc R . . . .
C22 C 0.7342(2) 0.7049(4) 0.37650(16) 0.0374(6) Uani 1 1 d . . . . .
H22A H 0.727448 0.830954 0.386965 0.045 Uiso 1 1 calc R . . . .
H22B H 0.804797 0.677007 0.386050 0.045 Uiso 1 1 calc R . . . .
C23 C 0.5782(2) 0.6846(4) 0.27739(15) 0.0356(6) Uani 1 1 d . . . . .
H23A H 0.551342 0.642949 0.225091 0.043 Uiso 1 1 calc R . . . .
H23B H 0.560357 0.809550 0.279993 0.043 Uiso 1 1 calc R . . . .
C24 C 0.53304(18) 0.5770(3) 0.33342(14) 0.0290(5) Uani 1 1 d . . . . .
H24A H 0.461785 0.599201 0.322650 0.035 Uiso 1 1 calc R . . . .
H24B H 0.542787 0.450719 0.325164 0.035 Uiso 1 1 calc R . . . .
C25 C 0.7363(3) 0.6542(4) 0.23852(19) 0.0469(7) Uani 1 1 d . . . . .
C26 C 0.8485(2) 0.6570(5) 0.2595(2) 0.0534(8) Uani 1 1 d . . . . .
H26A H 0.871155 0.769678 0.282932 0.080 Uiso 1 1 calc GR . . . .
H26B H 0.873481 0.640998 0.213734 0.080 Uiso 1 1 calc GR . . . .
H26C H 0.872524 0.562155 0.295307 0.080 Uiso 1 1 calc GR . . . .
C31 C 0.4911(4) 0.7786(11) 0.0349(3) 0.105(2) Uani 1 1 d . . . . .
C32 C 0.5704(5) 0.7422(14) -0.0004(4) 0.164(4) Uani 1 1 d . . . . .
H32A H 0.578239 0.839880 -0.033511 0.247 Uiso 1 1 calc GR . . . .
H32B H 0.556444 0.634683 -0.030414 0.247 Uiso 1 1 calc GR . . . .
H32C H 0.630771 0.726988 0.038634 0.247 Uiso 1 1 calc GR . . . .


_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 2.0432(15) . ?
Zn1 O1 2.0432(15) 3_666 ?
Zn1 N1 2.2423(18) . ?
Zn1 N1 2.2424(18) 3_666 ?
Zn1 N2 2.223(2) . ?
Zn1 N2 2.223(2) 3_666 ?
O1 C19 1.269(3) . ?
O2 C25 1.231(4) . ?
O11 C19 1.238(3) . ?
N1 C10 1.374(3) . ?
N1 C18 1.321(3) . ?
N2 C21 1.474(3) . ?
N2 C24 1.479(3) . ?
N3 C31 1.122(6) . ?
N22 C22 1.459(4) . ?
N22 C23 1.462(3) . ?
N22 C25 1.354(4) . ?
C10 C11 1.410(3) . ?
C10 C15 1.427(3) . ?
C11 C12 1.371(3) . ?
C12 C13 1.402(4) . ?
C13 C14 1.361(5) . ?
C14 C15 1.420(3) . ?
C15 C16 1.401(4) . ?
C16 C17 1.361(4) . ?
C17 C18 1.411(3) . ?
C18 C19 1.527(3) . ?
C21 C22 1.521(4) . ?
C23 C24 1.519(4) . ?
C25 C26 1.504(5) . ?
C31 C32 1.405(7) . ?

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_666 ?
O1 Zn1 N1 101.90(6) . 3_666 ?
O1 Zn1 N1 78.10(6) 3_666 3_666 ?
O1 Zn1 N1 78.10(6) . . ?
O1 Zn1 N1 101.90(6) 3_666 . ?
O1 Zn1 N2 90.18(7) . 3_666 ?
O1 Zn1 N2 89.82(7) . . ?
O1 Zn1 N2 89.82(7) 3_666 3_666 ?
O1 Zn1 N2 90.18(7) 3_666 . ?
N1 Zn1 N1 180.0 . 3_666 ?
N2 Zn1 N1 91.86(7) . 3_666 ?
N2 Zn1 N1 91.86(7) 3_666 . ?
N2 Zn1 N1 88.14(7) . . ?
N2 Zn1 N1 88.14(7) 3_666 3_666 ?
N2 Zn1 N2 180.0 3_666 . ?
C19 O1 Zn1 118.22(14) . . ?
C10 N1 Zn1 131.92(16) . . ?
C18 N1 Zn1 109.42(14) . . ?
C18 N1 C10 118.53(19) . . ?
C21 N2 Zn1 116.62(15) . . ?
C21 N2 C24 108.31(18) . . ?
C24 N2 Zn1 115.00(14) . . ?
C22 N22 C23 114.2(2) . . ?
C25 N22 C22 124.2(3) . . ?
C25 N22 C23 120.1(2) . . ?
N1 C10 C11 119.8(2) . . ?
N1 C10 C15 120.9(2) . . ?
C11 C10 C15 119.3(2) . . ?
C12 C11 C10 119.9(2) . . ?
C11 C12 C13 121.3(3) . . ?
C14 C13 C12 119.8(2) . . ?
C13 C14 C15 121.2(3) . . ?
C14 C15 C10 118.4(2) . . ?
C16 C15 C10 118.4(2) . . ?
C16 C15 C14 123.2(2) . . ?
C17 C16 C15 119.7(2) . . ?
C16 C17 C18 118.9(2) . . ?
N1 C18 C17 123.5(2) . . ?
N1 C18 C19 117.07(19) . . ?
C17 C18 C19 119.5(2) . . ?
O1 C19 C18 116.71(19) . . ?
O11 C19 O1 125.6(2) . . ?
O11 C19 C18 117.7(2) . . ?
N2 C21 C22 112.8(2) . . ?
N22 C22 C21 110.0(2) . . ?
N22 C23 C24 110.7(2) . . ?
N2 C24 C23 112.9(2) . . ?
O2 C25 N22 120.9(3) . . ?
O2 C25 C26 120.6(3) . . ?
N22 C25 C26 118.5(3) . . ?
N3 C31 C32 175.1(9) . . ?

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
N2 H2 O11 0.96(3) 1.99(3) 2.944(2) 173(3) 3_676 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.518
_oxdiff_exptl_absorpt_empirical_full_min 0.568
####################################################################### 
# 
# 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_20
_database_code_depnum_ccdc_archive 'CCDC 2181851'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H36 N6 O6 Zn'
_chemical_formula_sum            'C32 H36 N6 O6 Zn'
_chemical_formula_weight         666.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.9752(3)
_cell_length_b                   11.1948(3)
_cell_length_c                   14.1436(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.524(3)
_cell_angle_gamma                90
_cell_volume                     1521.80(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11699
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.1140
_cell_measurement_theta_min      2.8500
_shelx_estimated_absorpt_T_max   0.846
_shelx_estimated_absorpt_T_min   0.626
_exptl_absorpt_coefficient_mu    0.863
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29908
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.384
_diffrn_reflns_theta_min         2.354
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00 104.00   1.00    2.50    --   14.21 178.00 150.00   65
  2  ω   -103.00 -58.00   1.00    2.50    --  -14.52 178.00-180.00   45
  3  ω    -91.00  12.00   1.00    2.50    --  -14.52 -37.00 120.00  103
  4  ω    -51.00  11.00   1.00    2.50    --  -14.52  85.00  -7.00   62
  5  ω    -88.00  15.00   1.00    2.50    --  -14.52 -57.00  60.00  103
  6  ω    -96.00  32.00   1.00    2.50    --  -14.52 -19.00-150.00  128
  7  ω    -42.00  19.00   1.00    2.50    --  -14.52 -77.00 -60.00   61
  8  ω   -103.00 -58.00   1.00    2.50    --  -14.52 178.00   0.00   45
  9  ω    -48.00 -23.00   1.00    2.50    --  -14.52  77.00 -60.00   25
 10  ω    -44.00  59.00   1.00    2.50    --  -14.52  57.00-150.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0646218000
_diffrn_orient_matrix_UB_12      0.0217584000
_diffrn_orient_matrix_UB_13      0.0048137000
_diffrn_orient_matrix_UB_21      -0.0337170000
_diffrn_orient_matrix_UB_22      -0.0517336000
_diffrn_orient_matrix_UB_23      -0.0240872000
_diffrn_orient_matrix_UB_31      0.0114596000
_diffrn_orient_matrix_UB_32      -0.0294196000
_diffrn_orient_matrix_UB_33      0.0458890000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3716
_reflns_number_total             4320
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0297
_refine_ls_restrained_S_all      1.055
_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)+(0.0285P)²+0.6919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0674
_refine_ls_wR_factor_ref         0.0728
_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:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01572(6) Uani 1 2 d S T P . .
O1 O 0.31194(10) 0.48300(8) 0.40072(7) 0.01920(18) Uani 1 1 d . . . . .
O2 O 0.18780(12) 0.11847(10) 0.77366(8) 0.0347(3) Uani 1 1 d . . . . .
O11 O 0.17724(11) 0.36333(9) 0.28876(8) 0.0299(2) Uani 1 1 d . . . . .
N1 N 0.51268(11) 0.31319(9) 0.44464(7) 0.0173(2) Uani 1 1 d . . . . .
N2 N 0.40607(11) 0.43020(9) 0.61700(8) 0.0171(2) Uani 1 1 d . . . . .
H2 H 0.3760(17) 0.4938(13) 0.6395(12) 0.017(4) Uiso 1 1 d . . . . .
N22 N 0.32797(12) 0.26707(11) 0.75195(8) 0.0243(2) Uani 1 1 d . . . . .
C10 C 0.61286(13) 0.22530(11) 0.46911(9) 0.0193(2) Uani 1 1 d . . . . .
C11 C 0.73056(14) 0.24348(13) 0.54963(10) 0.0239(3) Uani 1 1 d . . . . .
H11 H 0.741242 0.315122 0.584134 0.029 Uiso 1 1 calc R . . . .
C12 C 0.82895(16) 0.15535(14) 0.57679(11) 0.0300(3) Uani 1 1 d . . . . .
H12 H 0.904853 0.166797 0.630882 0.036 Uiso 1 1 calc R . . . .
C13 C 0.81609(18) 0.04759(14) 0.52349(12) 0.0355(4) Uani 1 1 d . . . . .
H13 H 0.884290 -0.010897 0.542064 0.043 Uiso 1 1 calc R . . . .
C14 C 0.70437(19) 0.02850(14) 0.44491(13) 0.0348(4) Uani 1 1 d . . . . .
H14 H 0.697552 -0.042525 0.409833 0.042 Uiso 1 1 calc R . . . .
C15 C 0.59859(16) 0.11601(12) 0.41624(10) 0.0254(3) Uani 1 1 d . . . . .
C16 C 0.47878(17) 0.09856(13) 0.33788(11) 0.0296(3) Uani 1 1 d . . . . .
H16 H 0.467194 0.028387 0.301392 0.036 Uiso 1 1 calc R . . . .
C17 C 0.38026(15) 0.18580(12) 0.31632(10) 0.0261(3) Uani 1 1 d . . . . .
H17 H 0.300038 0.175335 0.265363 0.031 Uiso 1 1 calc R . . . .
C18 C 0.40063(14) 0.29226(11) 0.37179(9) 0.0190(2) Uani 1 1 d . . . . .
C19 C 0.28639(13) 0.38693(11) 0.35089(9) 0.0189(2) Uani 1 1 d . . . . .
C21 C 0.28893(14) 0.34601(12) 0.58504(10) 0.0218(3) Uani 1 1 d . . . . .
H21A H 0.321826 0.274061 0.560255 0.026 Uiso 1 1 calc R . . . .
H21B H 0.218517 0.381726 0.531559 0.026 Uiso 1 1 calc R . . . .
C22 C 0.22290(14) 0.31217(13) 0.66687(10) 0.0259(3) Uani 1 1 d . . . . .
H22A H 0.177923 0.381645 0.685684 0.031 Uiso 1 1 calc R . . . .
H22B H 0.152513 0.251421 0.643390 0.031 Uiso 1 1 calc R . . . .
C23 C 0.44818(14) 0.34566(12) 0.78638(10) 0.0232(3) Uani 1 1 d . . . . .
H23A H 0.518362 0.305700 0.837433 0.028 Uiso 1 1 calc R . . . .
H23B H 0.420093 0.417628 0.814159 0.028 Uiso 1 1 calc R . . . .
C24 C 0.50904(13) 0.37861(12) 0.70233(9) 0.0203(2) Uani 1 1 d . . . . .
H24A H 0.583633 0.435760 0.725776 0.024 Uiso 1 1 calc R . . . .
H24B H 0.549006 0.307650 0.681377 0.024 Uiso 1 1 calc R . . . .
C25 C 0.29900(16) 0.17280(12) 0.80219(10) 0.0252(3) Uani 1 1 d . . . . .
C26 C 0.40876(17) 0.13377(14) 0.89272(11) 0.0320(3) Uani 1 1 d . . . . .
H26A H 0.372248 0.071149 0.925000 0.048 Uiso 1 1 calc GR . . . .
H26B H 0.435046 0.200389 0.936519 0.048 Uiso 1 1 calc GR . . . .
H26C H 0.488799 0.104970 0.874228 0.048 Uiso 1 1 calc GR . . . .


_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 2.0290(9) 3_666 ?
Zn1 O1 2.0290(9) . ?
Zn1 N1 2.2484(10) 3_666 ?
Zn1 N1 2.2484(10) . ?
Zn1 N2 2.2487(10) 3_666 ?
Zn1 N2 2.2488(10) . ?
O1 C19 1.2736(15) . ?
O2 C25 1.2344(18) . ?
O11 C19 1.2310(16) . ?
N1 C10 1.3789(16) . ?
N1 C18 1.3227(17) . ?
N2 C21 1.4749(16) . ?
N2 C24 1.4771(16) . ?
N22 C22 1.4581(18) . ?
N22 C23 1.4617(17) . ?
N22 C25 1.3461(17) . ?
C10 C11 1.4147(19) . ?
C10 C15 1.4210(18) . ?
C11 C12 1.3719(19) . ?
C12 C13 1.410(2) . ?
C13 C14 1.364(2) . ?
C14 C15 1.417(2) . ?
C15 C16 1.409(2) . ?
C16 C17 1.361(2) . ?
C17 C18 1.4113(18) . ?
C18 C19 1.5260(18) . ?
C21 C22 1.5249(18) . ?
C23 C24 1.5180(17) . ?
C25 C26 1.510(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 3_666 . ?
O1 Zn1 N1 78.44(4) . . ?
O1 Zn1 N1 101.56(4) . 3_666 ?
O1 Zn1 N1 101.56(4) 3_666 . ?
O1 Zn1 N1 78.44(4) 3_666 3_666 ?
O1 Zn1 N2 89.23(4) 3_666 3_666 ?
O1 Zn1 N2 89.23(4) . . ?
O1 Zn1 N2 90.77(4) . 3_666 ?
O1 Zn1 N2 90.77(4) 3_666 . ?
N1 Zn1 N1 180.0 . 3_666 ?
N1 Zn1 N2 89.63(4) 3_666 . ?
N1 Zn1 N2 90.37(4) 3_666 3_666 ?
N1 Zn1 N2 89.63(4) . 3_666 ?
N1 Zn1 N2 90.37(4) . . ?
N2 Zn1 N2 180.0 3_666 . ?
C19 O1 Zn1 118.24(8) . . ?
C10 N1 Zn1 132.91(9) . . ?
C18 N1 Zn1 108.75(8) . . ?
C18 N1 C10 118.27(11) . . ?
C21 N2 Zn1 116.64(8) . . ?
C21 N2 C24 108.74(10) . . ?
C24 N2 Zn1 113.67(7) . . ?
C22 N22 C23 114.27(11) . . ?
C25 N22 C22 119.91(12) . . ?
C25 N22 C23 124.67(12) . . ?
N1 C10 C11 119.27(11) . . ?
N1 C10 C15 121.24(12) . . ?
C11 C10 C15 119.48(12) . . ?
C12 C11 C10 119.96(13) . . ?
C11 C12 C13 120.64(14) . . ?
C14 C13 C12 120.49(14) . . ?
C13 C14 C15 120.55(14) . . ?
C14 C15 C10 118.86(14) . . ?
C16 C15 C10 118.53(13) . . ?
C16 C15 C14 122.61(13) . . ?
C17 C16 C15 119.10(13) . . ?
C16 C17 C18 119.58(13) . . ?
N1 C18 C17 123.27(12) . . ?
N1 C18 C19 117.35(11) . . ?
C17 C18 C19 119.33(12) . . ?
O1 C19 C18 116.79(11) . . ?
O11 C19 O1 125.74(12) . . ?
O11 C19 C18 117.46(11) . . ?
N2 C21 C22 113.19(11) . . ?
N22 C22 C21 110.57(11) . . ?
N22 C23 C24 110.47(11) . . ?
N2 C24 C23 113.48(11) . . ?
O2 C25 N22 120.98(14) . . ?
O2 C25 C26 121.27(13) . . ?
N22 C25 C26 117.72(13) . . ?

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
N2 H2 O2 0.865(16) 2.070(16) 2.9130(14) 164.8(14) 2_556 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.563
_oxdiff_exptl_absorpt_empirical_full_min 0.629
####################################################################### 
# 
# 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_18b
_database_code_depnum_ccdc_archive 'CCDC 2181849'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H40 N6 O4 Zn, 2(C2 H5 N O)'
_chemical_formula_sum            'C44 H50 N8 O6 Zn'
_chemical_formula_weight         852.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2690(2)
_cell_length_b                   17.3987(3)
_cell_length_c                   11.4134(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.978(2)
_cell_angle_gamma                90
_cell_volume                     2011.68(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    31194
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.1650
_cell_measurement_theta_min      3.0430
_shelx_estimated_absorpt_T_max   0.850
_shelx_estimated_absorpt_T_min   0.730
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            78590
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.348
_diffrn_reflns_theta_min         2.326
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  40.00   1.00    3.50    --   14.21 -37.00 -30.00  102
  2  ω     39.00 104.00   1.00    3.50    --   14.21 178.00-180.00   65
  3  ω    -15.00  88.00   1.00    3.50    --   14.21  57.00-180.00  103
  4  ω    -62.00  40.00   1.00    3.50    --   14.21 -37.00 120.00  102
  5  ω    -12.00  90.00   1.00    3.50    --   14.21  37.00  90.00  102
  6  ω    -15.00  56.00   1.00    3.50    --   14.21 -99.00 -90.00   71
  7  ω    -12.00  90.00   1.00    3.50    --   14.21  37.00 -60.00  102
  8  ω    -42.00  19.00   1.00    3.50    --  -14.52 -77.00 -90.00   61
  9  ω    -74.00 -30.00   1.00    3.50    --  -14.52 128.00 -67.87   44
 10  ω    -92.00 -43.00   1.00    3.50    --  -14.52 154.00  20.60   49
 11  ω    -48.00  21.00   1.00    3.50    --  -14.52  77.00 -60.00   69
 12  ω    -84.00 -37.00   1.00    3.50    --  -14.52 145.00-155.00   47
 13  ω    -92.00 -43.00   1.00    3.50    --  -14.52 154.00  -3.93   49
 14  ω    -42.00  19.00   1.00    3.50    --  -14.52 -77.00-180.00   61
 15  ω    -77.00 -33.00   1.00    3.50    --  -14.52 133.00 122.48   44
 16  ω    -74.00 -30.00   1.00    3.50    --  -14.52 128.00 100.75   44
 17  ω    -96.00  32.00   1.00    3.50    --  -14.52 -19.00 150.00  128
 18  ω    -86.00 -38.00   1.00    3.50    --  -14.52 147.00 143.00   48
 19  ω    -32.00  30.00   1.00    3.50    --   14.21  19.00-120.00   62
 20  ω    -62.00  40.00   1.00    3.50    --   14.21 -37.00  30.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0053878000
_diffrn_orient_matrix_UB_12      -0.0406490000
_diffrn_orient_matrix_UB_13      -0.0025921000
_diffrn_orient_matrix_UB_21      -0.0357768000
_diffrn_orient_matrix_UB_22      0.0014586000
_diffrn_orient_matrix_UB_23      0.0378978000
_diffrn_orient_matrix_UB_31      -0.0599380000
_diffrn_orient_matrix_UB_32      0.0027940000
_diffrn_orient_matrix_UB_33      -0.0577586000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5038
_reflns_number_total             5875
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5875
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0297
_refine_ls_restrained_S_all      1.038
_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)+(0.0340P)²+1.0241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0791
_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:
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C25(H25),
 C26(H26), C27(H27), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.000000 0.01621(6) Uani 1 2 d S T P . .
O1 O 0.55555(8) 0.38801(5) 0.04966(8) 0.02026(17) Uani 1 1 d . . . . .
O3 O 0.64810(13) 0.40652(7) 0.37554(11) 0.0420(3) Uani 1 1 d . . . . .
O11 O 0.50682(10) 0.27860(5) 0.12030(10) 0.0288(2) Uani 1 1 d . . . . .
N1 N 0.36280(9) 0.46307(6) 0.08352(9) 0.01708(18) Uani 1 1 d . . . . .
N2 N 0.64003(10) 0.53561(6) 0.20033(10) 0.01888(19) Uani 1 1 d . . . . .
H2 H 0.6413(18) 0.4982(9) 0.2430(18) 0.028(4) Uiso 1 1 d . . . . .
N3 N 0.60559(14) 0.28868(8) 0.43027(14) 0.0361(3) Uani 1 1 d . . . . .
H3A H 0.583(2) 0.2590(13) 0.486(2) 0.055(6) Uiso 1 1 d . . . . .
H3B H 0.599(2) 0.2694(13) 0.354(2) 0.065(7) Uiso 1 1 d . . . . .
N22 N 0.82165(10) 0.63620(6) 0.40783(10) 0.0198(2) Uani 1 1 d . . . . .
C10 C 0.26465(11) 0.50176(7) 0.10024(11) 0.0188(2) Uani 1 1 d . . . . .
C11 C 0.23523(12) 0.57872(7) 0.05796(12) 0.0237(2) Uani 1 1 d . . . . .
H11 H 0.282819 0.603516 0.020006 0.028 Uiso 1 1 calc R . . . .
C12 C 0.13590(14) 0.61684(8) 0.07314(14) 0.0300(3) Uani 1 1 d . . . . .
H12 H 0.116741 0.667509 0.045266 0.036 Uiso 1 1 calc R . . . .
C13 C 0.06260(14) 0.57998(9) 0.13056(16) 0.0340(3) Uani 1 1 d . . . . .
H13 H -0.004471 0.606504 0.139772 0.041 Uiso 1 1 calc R . . . .
C14 C 0.08936(14) 0.50621(9) 0.17233(15) 0.0315(3) Uani 1 1 d . . . . .
H14 H 0.040837 0.482584 0.210405 0.038 Uiso 1 1 calc R . . . .
C15 C 0.19085(12) 0.46487(8) 0.15833(12) 0.0240(2) Uani 1 1 d . . . . .
C16 C 0.21877(14) 0.38767(8) 0.19572(14) 0.0287(3) Uani 1 1 d . . . . .
H16 H 0.171813 0.362273 0.233748 0.034 Uiso 1 1 calc R . . . .
C17 C 0.31476(13) 0.34978(8) 0.17637(13) 0.0251(2) Uani 1 1 d . . . . .
H17 H 0.333148 0.298404 0.199821 0.030 Uiso 1 1 calc R . . . .
C18 C 0.38545(11) 0.39008(7) 0.12013(11) 0.0185(2) Uani 1 1 d . . . . .
C19 C 0.49160(11) 0.34848(7) 0.09589(11) 0.0191(2) Uani 1 1 d . . . . .
C20 C 0.59593(12) 0.60242(8) 0.25036(13) 0.0259(3) Uani 1 1 d . . . . .
H20A H 0.508217 0.592198 0.242736 0.031 Uiso 1 1 calc R . . . .
H20B H 0.590058 0.646793 0.196633 0.031 Uiso 1 1 calc R . . . .
C21 C 0.68688(12) 0.62143(8) 0.39124(12) 0.0255(3) Uani 1 1 d . . . . .
H21A H 0.653969 0.666454 0.417736 0.031 Uiso 1 1 calc R . . . .
H21B H 0.687850 0.578888 0.446577 0.031 Uiso 1 1 calc R . . . .
C22 C 0.87014(12) 0.57009(8) 0.36293(12) 0.0255(3) Uani 1 1 d . . . . .
H22A H 0.878858 0.526409 0.418945 0.031 Uiso 1 1 calc R . . . .
H22B H 0.956797 0.581707 0.368891 0.031 Uiso 1 1 calc R . . . .
C23 C 0.77686(12) 0.54933(8) 0.22236(12) 0.0244(2) Uani 1 1 d . . . . .
H23A H 0.777638 0.590699 0.165731 0.029 Uiso 1 1 calc R . . . .
H23B H 0.809771 0.503489 0.198043 0.029 Uiso 1 1 calc R . . . .
C24 C 0.90919(12) 0.66801(7) 0.52955(11) 0.0213(2) Uani 1 1 d . . . . .
C25 C 0.86369(13) 0.72156(7) 0.59238(12) 0.0244(2) Uani 1 1 d . . . . .
H25 H 0.775743 0.736870 0.552931 0.029 Uiso 1 1 calc R . . . .
C26 C 0.94828(15) 0.75206(8) 0.71281(13) 0.0296(3) Uani 1 1 d . . . . .
H26 H 0.915593 0.786563 0.753731 0.036 Uiso 1 1 calc R . . . .
C27 C 1.08048(15) 0.73187(8) 0.77284(13) 0.0344(3) Uani 1 1 d . . . . .
H27 H 1.136306 0.752052 0.853886 0.041 Uiso 1 1 calc R . . . .
C28 C 1.12781(15) 0.68141(9) 0.71043(15) 0.0367(3) Uani 1 1 d . . . . .
H28 H 1.216938 0.668602 0.748684 0.044 Uiso 1 1 calc R . . . .
C29 C 1.04382(13) 0.64922(8) 0.59052(14) 0.0306(3) Uani 1 1 d . . . . .
H29 H 1.077598 0.614807 0.550453 0.037 Uiso 1 1 calc R . . . .
C31 C 0.62549(13) 0.36438(8) 0.44954(13) 0.0285(3) Uani 1 1 d . . . . .
C32 C 0.6193(2) 0.39549(11) 0.56902(18) 0.0472(4) Uani 1 1 d . . . . .
H32A H 0.698135 0.424248 0.619303 0.071 Uiso 1 1 calc GR . . . .
H32B H 0.612098 0.353705 0.620436 0.071 Uiso 1 1 calc GR . . . .
H32C H 0.543862 0.428477 0.543961 0.071 Uiso 1 1 calc GR . . . .


_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 2.0492(8) . ?
Zn1 O1 2.0492(8) 3_665 ?
Zn1 N1 2.2368(9) . ?
Zn1 N1 2.2368(9) 3_665 ?
Zn1 N2 2.2228(10) . ?
Zn1 N2 2.2229(10) 3_665 ?
O1 C19 1.2664(14) . ?
O3 C31 1.2264(17) . ?
O11 C19 1.2423(15) . ?
N1 C10 1.3777(15) . ?
N1 C18 1.3262(15) . ?
N2 C20 1.4741(16) . ?
N2 C23 1.4690(15) . ?
N3 C31 1.338(2) . ?
N22 C21 1.4685(16) . ?
N22 C22 1.4594(16) . ?
N22 C24 1.4173(15) . ?
C10 C11 1.4126(17) . ?
C10 C15 1.4234(16) . ?
C11 C12 1.3759(17) . ?
C12 C13 1.413(2) . ?
C13 C14 1.356(2) . ?
C14 C15 1.4181(18) . ?
C15 C16 1.403(2) . ?
C16 C17 1.3648(19) . ?
C17 C18 1.4094(16) . ?
C18 C19 1.5236(16) . ?
C20 C21 1.5170(17) . ?
C22 C23 1.5271(17) . ?
C24 C25 1.4027(18) . ?
C24 C29 1.4029(18) . ?
C25 C26 1.3898(18) . ?
C26 C27 1.385(2) . ?
C27 C28 1.377(2) . ?
C28 C29 1.3956(19) . ?
C31 C32 1.497(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 . 3_665 ?
O1 Zn1 N1 78.08(3) . . ?
O1 Zn1 N1 101.92(3) 3_665 . ?
O1 Zn1 N1 101.92(3) . 3_665 ?
O1 Zn1 N1 78.08(3) 3_665 3_665 ?
O1 Zn1 N2 89.28(4) . . ?
O1 Zn1 N2 90.72(4) . 3_665 ?
O1 Zn1 N2 90.72(4) 3_665 . ?
O1 Zn1 N2 89.28(4) 3_665 3_665 ?
N1 Zn1 N1 180.0 3_665 . ?
N2 Zn1 N1 87.34(4) . . ?
N2 Zn1 N1 92.66(4) . 3_665 ?
N2 Zn1 N1 87.34(4) 3_665 3_665 ?
N2 Zn1 N1 92.66(4) 3_665 . ?
N2 Zn1 N2 180.0 . 3_665 ?
C19 O1 Zn1 118.10(7) . . ?
C10 N1 Zn1 131.72(8) . . ?
C18 N1 Zn1 109.62(7) . . ?
C18 N1 C10 118.66(10) . . ?
C20 N2 Zn1 114.23(7) . . ?
C23 N2 Zn1 116.13(7) . . ?
C23 N2 C20 108.20(10) . . ?
C22 N22 C21 110.00(10) . . ?
C24 N22 C21 115.55(10) . . ?
C24 N22 C22 116.42(10) . . ?
N1 C10 C11 119.89(11) . . ?
N1 C10 C15 120.83(11) . . ?
C11 C10 C15 119.28(11) . . ?
C12 C11 C10 119.74(12) . . ?
C11 C12 C13 120.85(13) . . ?
C14 C13 C12 120.48(13) . . ?
C13 C14 C15 120.43(13) . . ?
C14 C15 C10 119.23(12) . . ?
C16 C15 C10 118.33(11) . . ?
C16 C15 C14 122.40(12) . . ?
C17 C16 C15 120.09(12) . . ?
C16 C17 C18 118.65(12) . . ?
N1 C18 C17 123.42(11) . . ?
N1 C18 C19 117.11(10) . . ?
C17 C18 C19 119.45(11) . . ?
O1 C19 C18 116.93(10) . . ?
O11 C19 O1 125.24(11) . . ?
O11 C19 C18 117.81(11) . . ?
N2 C20 C21 113.37(10) . . ?
N22 C21 C20 110.81(10) . . ?
N22 C22 C23 111.35(10) . . ?
N2 C23 C22 113.97(10) . . ?
C25 C24 N22 120.47(11) . . ?
C25 C24 C29 117.34(11) . . ?
C29 C24 N22 122.17(12) . . ?
C26 C25 C24 120.88(13) . . ?
C27 C26 C25 121.04(14) . . ?
C28 C27 C26 118.84(13) . . ?
C27 C28 C29 120.88(14) . . ?
C28 C29 C24 120.96(14) . . ?
O3 C31 N3 123.07(14) . . ?
O3 C31 C32 121.18(14) . . ?
N3 C31 C32 115.75(13) . . ?

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
N2 H2 O3 0.809(17) 2.177(18) 2.9821(15) 173.5(17) . yes
N3 H3A O11 0.93(2) 2.17(2) 3.0704(17) 163.2(19) 4_566 yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.253
_oxdiff_exptl_absorpt_empirical_full_min 0.780
####################################################################### 
# 
# 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_22
_database_code_depnum_ccdc_archive 'CCDC 2181854'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C32 H36 N6 O6 Zn, C24 H22 N4 O4 Zn, 4(C2 H3 N)'
_chemical_formula_sum            'C64 H70 N14 O10 Zn2'
_chemical_formula_weight         1326.08
_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                   7.3460(2)
_cell_length_b                   13.6349(3)
_cell_length_c                   15.7320(4)
_cell_angle_alpha                90.652(2)
_cell_angle_beta                 96.810(2)
_cell_angle_gamma                96.254(2)
_cell_volume                     1554.85(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    14979
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0280
_cell_measurement_theta_min      2.8130
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            45344
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.301
_diffrn_reflns_theta_min         2.609
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  60.00   1.00   15.00    --   14.05 -19.00 -30.00  127
  2  ω    -42.00  48.00   1.00   15.00    --   14.05 -77.00-180.00   90
  3  ω    -12.00  90.00   1.00   15.00    --   14.05  37.00   0.00  102
  4  ω    -15.00  56.00   1.00   15.00    --   14.05 -99.00 -60.00   71
  5  ω    -12.00  90.00   1.00   15.00    --   14.05  37.00 120.00  102
  6  ω     37.00 102.00   1.00   15.00    --   14.05-178.00-150.00   65
  7  ω    -12.00  90.00   1.00   15.00    --   14.05  37.00-180.00  102
  8  ω    -42.00  19.00   1.00   15.00    --  -14.36 -77.00-180.00   61
  9  ω    -72.00 -27.00   1.00   15.00    --  -14.36 125.00  -1.86   45
 10  ω    -42.00  19.00   1.00   15.00    --  -14.36 -77.00 -60.00   61
 11  ω    -88.00 -39.00   1.00   15.00    --  -14.36 150.00  83.28   49
 12  ω    -87.00 -39.00   1.00   15.00    --  -14.36 149.00 -79.03   48
 13  ω    -75.00 -30.00   1.00   15.00    --  -14.36 130.00 150.05   45
 14  ω    -30.00  23.00   1.00   15.00    --  -14.36 -89.00-156.00   53
 15  ω    -77.00 -33.00   1.00   15.00    --  -14.36 133.00-154.45   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0097298000
_diffrn_orient_matrix_UB_12      0.0506719000
_diffrn_orient_matrix_UB_13      -0.0063589000
_diffrn_orient_matrix_UB_21      0.0311552000
_diffrn_orient_matrix_UB_22      -0.0034533000
_diffrn_orient_matrix_UB_23      -0.0408012000
_diffrn_orient_matrix_UB_31      -0.0922435000
_diffrn_orient_matrix_UB_32      -0.0126791000
_diffrn_orient_matrix_UB_33      -0.0189172000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6913
_reflns_number_total             8691
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         8691
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.038
_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)+(0.0397P)²+1.1286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0969
_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:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C41(H41A,
 H41B), C42(H42A,H42B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C31(H31),
 C32(H32), C33(H33), C34(H34), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C52(H52A,H52B,H52C), C62(H62A,H62B,H62C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.000000 0.000000 0.01625(7) Uani 1 2 d S T P . .
Zn2 Zn 1.000000 0.500000 0.500000 0.01788(7) Uani 1 2 d S T P . .
O1 O 0.75049(16) 0.07847(9) -0.00869(8) 0.0199(2) Uani 1 1 d . . . . .
O2 O 0.5506(2) 0.36334(12) 0.32507(10) 0.0397(4) Uani 1 1 d . . . . .
O3 O 1.00218(18) 0.41172(10) 0.60499(8) 0.0245(3) Uani 1 1 d . . . . .
O11 O 1.02990(17) 0.12087(10) 0.06143(9) 0.0273(3) Uani 1 1 d . . . . .
O33 O 0.9349(2) 0.40858(13) 0.73976(10) 0.0435(4) Uani 1 1 d . . . . .
N1 N 0.67913(19) -0.05860(10) 0.10879(9) 0.0174(3) Uani 1 1 d . . . . .
N2 N 0.4290(2) 0.12141(11) 0.08143(9) 0.0187(3) Uani 1 1 d . . . . .
H2 H 0.318(3) 0.1111(16) 0.0797(14) 0.024(6) Uiso 1 1 d . . . . .
N3 N 1.0158(2) 0.60926(12) 0.60568(10) 0.0219(3) Uani 1 1 d . . . . .
N4 N 0.69114(19) 0.48980(11) 0.48366(10) 0.0177(3) Uani 1 1 d . . . . .
H4 H 0.678(3) 0.4675(19) 0.4341(17) 0.038(7) Uiso 1 1 d . . . . .
N5 N 0.7669(6) 0.4287(3) 1.0001(3) 0.1250(17) Uani 1 1 d . . . . .
N6 N 0.3716(4) -0.00777(19) 0.37611(18) 0.0656(7) Uani 1 1 d . . . . .
N22 N 0.4677(2) 0.29506(12) 0.19298(10) 0.0254(3) Uani 1 1 d . . . . .
C10 C 0.6416(2) -0.13008(12) 0.16743(11) 0.0194(3) Uani 1 1 d . . . . .
C11 C 0.4575(3) -0.17133(14) 0.16943(12) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.363568 -0.150923 0.131059 0.029 Uiso 1 1 calc R . . . .
C12 C 0.4177(3) -0.24142(15) 0.22799(13) 0.0300(4) Uani 1 1 d . . . . .
H12 H 0.296171 -0.267983 0.229885 0.036 Uiso 1 1 calc R . . . .
C13 C 0.5595(3) -0.27352(15) 0.28534(14) 0.0335(5) Uani 1 1 d . . . . .
H13 H 0.530286 -0.321366 0.324679 0.040 Uiso 1 1 calc R . . . .
C14 C 0.7385(3) -0.23602(15) 0.28445(14) 0.0314(4) Uani 1 1 d . . . . .
H14 H 0.830457 -0.258833 0.322468 0.038 Uiso 1 1 calc R . . . .
C15 C 0.7849(3) -0.16221(14) 0.22562(12) 0.0233(4) Uani 1 1 d . . . . .
C16 C 0.9669(3) -0.11907(15) 0.22181(12) 0.0268(4) Uani 1 1 d . . . . .
H16 H 1.063921 -0.139740 0.258123 0.032 Uiso 1 1 calc R . . . .
C17 C 0.9999(2) -0.04697(14) 0.16467(12) 0.0233(4) Uani 1 1 d . . . . .
H17 H 1.119151 -0.017266 0.162133 0.028 Uiso 1 1 calc R . . . .
C18 C 0.8507(2) -0.01786(12) 0.10933(11) 0.0178(3) Uani 1 1 d . . . . .
C19 C 0.8813(2) 0.06721(13) 0.04876(11) 0.0186(3) Uani 1 1 d . . . . .
C21 C 0.5017(2) 0.11943(14) 0.17288(11) 0.0219(4) Uani 1 1 d . . . . .
H21A H 0.635410 0.129397 0.178206 0.026 Uiso 1 1 calc R . . . .
H21B H 0.466245 0.054680 0.194500 0.026 Uiso 1 1 calc R . . . .
C22 C 0.4340(3) 0.19706(14) 0.22799(12) 0.0270(4) Uani 1 1 d . . . . .
H22A H 0.302926 0.181247 0.230791 0.032 Uiso 1 1 calc R . . . .
H22B H 0.497146 0.196614 0.285724 0.032 Uiso 1 1 calc R . . . .
C23 C 0.4013(3) 0.30089(14) 0.10223(12) 0.0257(4) Uani 1 1 d . . . . .
H23A H 0.441815 0.365564 0.081859 0.031 Uiso 1 1 calc R . . . .
H23B H 0.267482 0.292153 0.094402 0.031 Uiso 1 1 calc R . . . .
C24 C 0.4738(3) 0.22193(13) 0.05051(12) 0.0244(4) Uani 1 1 d . . . . .
H24A H 0.421696 0.224718 -0.008914 0.029 Uiso 1 1 calc R . . . .
H24B H 0.606663 0.235902 0.053023 0.029 Uiso 1 1 calc R . . . .
C25 C 0.5217(3) 0.37355(16) 0.24676(14) 0.0312(4) Uani 1 1 d . . . . .
C26 C 0.5471(4) 0.47351(17) 0.20896(17) 0.0457(6) Uani 1 1 d . . . . .
H26A H 0.428681 0.494599 0.190354 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.615833 0.470554 0.160928 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.613214 0.519550 0.251344 0.069 Uiso 1 1 calc GR . . . .
C30 C 1.0428(2) 0.71053(14) 0.60652(13) 0.0266(4) Uani 1 1 d . . . . .
C31 C 1.0706(3) 0.75962(15) 0.52978(15) 0.0313(4) Uani 1 1 d . . . . .
H31 H 1.067345 0.723361 0.479086 0.038 Uiso 1 1 calc R . . . .
C32 C 1.1025(3) 0.86108(16) 0.52981(18) 0.0422(6) Uani 1 1 d . . . . .
H32 H 1.122157 0.893060 0.479258 0.051 Uiso 1 1 calc R . . . .
C33 C 1.1054(3) 0.91674(17) 0.6064(2) 0.0504(7) Uani 1 1 d . . . . .
H33 H 1.127750 0.985193 0.606192 0.061 Uiso 1 1 calc R . . . .
C34 C 1.0759(3) 0.87086(18) 0.67992(18) 0.0466(7) Uani 1 1 d . . . . .
H34 H 1.075359 0.908628 0.729473 0.056 Uiso 1 1 calc R . . . .
C35 C 1.0458(3) 0.76647(16) 0.68355(15) 0.0345(5) Uani 1 1 d . . . . .
C36 C 1.0202(3) 0.71552(19) 0.75928(15) 0.0394(5) Uani 1 1 d . . . . .
H36 H 1.020970 0.750369 0.810504 0.047 Uiso 1 1 calc R . . . .
C37 C 0.9944(3) 0.61535(18) 0.75734(14) 0.0355(5) Uani 1 1 d . . . . .
H37 H 0.976762 0.580890 0.806927 0.043 Uiso 1 1 calc R . . . .
C38 C 0.9947(2) 0.56424(16) 0.67845(12) 0.0263(4) Uani 1 1 d . . . . .
C39 C 0.9744(2) 0.45183(15) 0.67537(12) 0.0267(4) Uani 1 1 d . . . . .
C41 C 0.6192(2) 0.58625(13) 0.48711(12) 0.0208(3) Uani 1 1 d . . . . .
H41A H 0.679559 0.630605 0.448710 0.025 Uiso 1 1 calc R . . . .
H41B H 0.648910 0.614210 0.544694 0.025 Uiso 1 1 calc R . . . .
C42 C 0.5897(2) 0.42108(13) 0.53786(12) 0.0216(4) Uani 1 1 d . . . . .
H42A H 0.618596 0.443234 0.597221 0.026 Uiso 1 1 calc R . . . .
H42B H 0.630318 0.356128 0.532841 0.026 Uiso 1 1 calc R . . . .
C51 C 0.8709(6) 0.3874(3) 0.9708(2) 0.0724(10) Uani 1 1 d . . . . .
C52 C 1.0041(5) 0.3352(2) 0.93459(18) 0.0580(8) Uani 1 1 d . . . . .
H52A H 0.979692 0.334618 0.873256 0.087 Uiso 1 1 calc GR . . . .
H52B H 0.995773 0.268612 0.954163 0.087 Uiso 1 1 calc GR . . . .
H52C H 1.125732 0.367479 0.952110 0.087 Uiso 1 1 calc GR . . . .
C61 C 0.3875(4) 0.06331(19) 0.41499(18) 0.0449(6) Uani 1 1 d . . . . .
C62 C 0.4066(4) 0.15491(19) 0.46480(19) 0.0491(6) Uani 1 1 d . . . . .
H62A H 0.481163 0.204731 0.437878 0.074 Uiso 1 1 calc GR . . . .
H62B H 0.464317 0.144739 0.521535 0.074 Uiso 1 1 calc GR . . . .
H62C H 0.286878 0.175827 0.467935 0.074 Uiso 1 1 calc GR . . . .


_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 2.0453(11) 2_655 ?
Zn1 O1 2.0453(11) . ?
Zn1 N1 2.2418(14) 2_655 ?
Zn1 N1 2.2417(14) . ?
Zn1 N2 2.2253(15) 2_655 ?
Zn1 N2 2.2254(15) . ?
Zn2 O3 2.0544(13) . ?
Zn2 O3 2.0543(13) 2_766 ?
Zn2 N3 2.2038(15) . ?
Zn2 N3 2.2039(15) 2_766 ?
Zn2 N4 2.2417(14) 2_766 ?
Zn2 N4 2.2417(14) . ?
O1 C19 1.262(2) . ?
O2 C25 1.237(3) . ?
O3 C39 1.277(2) . ?
O11 C19 1.240(2) . ?
O33 C39 1.226(2) . ?
N1 C10 1.378(2) . ?
N1 C18 1.320(2) . ?
N2 C21 1.476(2) . ?
N2 C24 1.476(2) . ?
N3 C30 1.373(2) . ?
N3 C38 1.322(3) . ?
N4 C41 1.473(2) . ?
N4 C42 1.475(2) . ?
N5 C51 1.133(5) . ?
N6 C61 1.128(4) . ?
N22 C22 1.458(3) . ?
N22 C23 1.459(2) . ?
N22 C25 1.351(2) . ?
C10 C11 1.411(2) . ?
C10 C15 1.421(2) . ?
C11 C12 1.368(3) . ?
C12 C13 1.406(3) . ?
C13 C14 1.360(3) . ?
C14 C15 1.417(3) . ?
C15 C16 1.409(3) . ?
C16 C17 1.361(3) . ?
C17 C18 1.412(2) . ?
C18 C19 1.524(2) . ?
C21 C22 1.522(3) . ?
C23 C24 1.521(3) . ?
C25 C26 1.495(3) . ?
C30 C31 1.412(3) . ?
C30 C35 1.421(3) . ?
C31 C32 1.378(3) . ?
C32 C33 1.414(4) . ?
C33 C34 1.349(4) . ?
C34 C35 1.419(3) . ?
C35 C36 1.407(4) . ?
C36 C37 1.358(3) . ?
C37 C38 1.417(3) . ?
C38 C39 1.523(3) . ?
C41 C42 1.530(2) 2_666 ?
C51 C52 1.437(5) . ?
C61 C62 1.452(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
O1 Zn1 O1 180.0 2_655 . ?
O1 Zn1 N1 77.85(5) . . ?
O1 Zn1 N1 77.85(5) 2_655 2_655 ?
O1 Zn1 N1 102.15(5) 2_655 . ?
O1 Zn1 N1 102.15(5) . 2_655 ?
O1 Zn1 N2 89.20(5) 2_655 2_655 ?
O1 Zn1 N2 89.20(5) . . ?
O1 Zn1 N2 90.80(5) 2_655 . ?
O1 Zn1 N2 90.80(5) . 2_655 ?
N1 Zn1 N1 180.0 . 2_655 ?
N2 Zn1 N1 92.46(5) 2_655 2_655 ?
N2 Zn1 N1 87.54(5) 2_655 . ?
N2 Zn1 N1 92.46(5) . . ?
N2 Zn1 N1 87.54(5) . 2_655 ?
N2 Zn1 N2 180.0 2_655 . ?
O3 Zn2 O3 180.00(7) 2_766 . ?
O3 Zn2 N3 101.94(6) . 2_766 ?
O3 Zn2 N3 78.06(6) . . ?
O3 Zn2 N3 101.94(6) 2_766 . ?
O3 Zn2 N3 78.06(6) 2_766 2_766 ?
O3 Zn2 N4 91.83(5) . . ?
O3 Zn2 N4 88.17(5) . 2_766 ?
O3 Zn2 N4 91.83(5) 2_766 2_766 ?
O3 Zn2 N4 88.17(5) 2_766 . ?
N3 Zn2 N3 180.0 . 2_766 ?
N3 Zn2 N4 90.82(5) 2_766 2_766 ?
N3 Zn2 N4 89.18(5) 2_766 . ?
N3 Zn2 N4 90.82(5) . . ?
N3 Zn2 N4 89.18(5) . 2_766 ?
N4 Zn2 N4 180.0 . 2_766 ?
C19 O1 Zn1 117.86(11) . . ?
C39 O3 Zn2 116.78(12) . . ?
C10 N1 Zn1 131.58(11) . . ?
C18 N1 Zn1 109.58(11) . . ?
C18 N1 C10 118.70(15) . . ?
C21 N2 Zn1 115.28(11) . . ?
C21 N2 C24 108.40(14) . . ?
C24 N2 Zn1 115.26(11) . . ?
C30 N3 Zn2 131.03(13) . . ?
C38 N3 Zn2 110.30(13) . . ?
C38 N3 C30 118.67(17) . . ?
C41 N4 Zn2 113.61(10) . . ?
C41 N4 C42 108.61(14) . . ?
C42 N4 Zn2 118.21(10) . . ?
C22 N22 C23 114.21(14) . . ?
C25 N22 C22 119.50(17) . . ?
C25 N22 C23 124.98(17) . . ?
N1 C10 C11 119.05(16) . . ?
N1 C10 C15 121.04(16) . . ?
C11 C10 C15 119.91(16) . . ?
C12 C11 C10 119.77(18) . . ?
C11 C12 C13 120.33(19) . . ?
C14 C13 C12 121.34(19) . . ?
C13 C14 C15 120.00(19) . . ?
C14 C15 C10 118.63(17) . . ?
C16 C15 C10 118.22(17) . . ?
C16 C15 C14 123.14(17) . . ?
C17 C16 C15 119.64(17) . . ?
C16 C17 C18 119.16(17) . . ?
N1 C18 C17 123.18(16) . . ?
N1 C18 C19 116.41(15) . . ?
C17 C18 C19 120.36(15) . . ?
O1 C19 C18 116.88(14) . . ?
O11 C19 O1 125.62(17) . . ?
O11 C19 C18 117.47(15) . . ?
N2 C21 C22 113.70(15) . . ?
N22 C22 C21 110.93(16) . . ?
N22 C23 C24 110.60(16) . . ?
N2 C24 C23 112.97(16) . . ?
O2 C25 N22 121.2(2) . . ?
O2 C25 C26 120.68(19) . . ?
N22 C25 C26 118.13(19) . . ?
N3 C30 C31 119.35(18) . . ?
N3 C30 C35 121.0(2) . . ?
C31 C30 C35 119.61(19) . . ?
C32 C31 C30 120.2(2) . . ?
C31 C32 C33 120.2(3) . . ?
C34 C33 C32 120.2(2) . . ?
C33 C34 C35 121.7(2) . . ?
C34 C35 C30 118.1(2) . . ?
C36 C35 C30 118.4(2) . . ?
C36 C35 C34 123.6(2) . . ?
C37 C36 C35 119.8(2) . . ?
C36 C37 C38 118.8(2) . . ?
N3 C38 C37 123.3(2) . . ?
N3 C38 C39 116.90(17) . . ?
C37 C38 C39 119.81(19) . . ?
O3 C39 C38 115.87(16) . . ?
O33 C39 O3 126.2(2) . . ?
O33 C39 C38 117.88(19) . . ?
N4 C41 C42 112.54(14) . 2_666 ?
N4 C42 C41 112.23(14) . 2_666 ?
N5 C51 C52 179.4(5) . . ?
N6 C61 C62 179.6(3) . . ?

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
N2 H2 O11 0.81(2) 2.12(2) 2.910(2) 165(2) 1_455 yes
N4 H4 O2 0.82(3) 2.26(3) 3.028(2) 155(2) . yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.312
_oxdiff_exptl_absorpt_empirical_full_min 0.816
####################################################################### 
# 
# 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_21a
_database_code_depnum_ccdc_archive 'CCDC 2181852'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;University of Ljubljana
Slovenia
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H18 N3 O3 Zn0.5), 2(C2 H3 N)'
_chemical_formula_sum            'C36 H42 N8 O6 Zn'
_chemical_formula_weight         748.14
_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                   10.5815(4)
_cell_length_b                   12.3264(5)
_cell_length_c                   13.5644(6)
_cell_angle_alpha                86.699(4)
_cell_angle_beta                 87.372(3)
_cell_angle_gamma                82.306(3)
_cell_volume                     1749.09(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5100
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9030
_cell_measurement_theta_min      2.7250
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17384
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.256
_diffrn_reflns_theta_min         2.390
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  90.00   1.00   82.50    --   14.05  37.00-180.00  102
  2  ω    -60.00  33.00   1.00   82.50    --   14.05 -57.00  30.00   93
  3  ω     41.00  80.00   1.00   82.50    --   14.05 178.00   0.00   39
  4  ω     -8.00  61.00   1.00   82.50    --   14.05  57.00-120.00   69
  5  ω    -42.00  18.00   1.00   82.50    --  -14.36 -77.00 -90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0176492000
_diffrn_orient_matrix_UB_12      -0.0535521000
_diffrn_orient_matrix_UB_13      0.0004383000
_diffrn_orient_matrix_UB_21      -0.0292917000
_diffrn_orient_matrix_UB_22      0.0130927000
_diffrn_orient_matrix_UB_23      -0.0459365000
_diffrn_orient_matrix_UB_31      0.0584180000
_diffrn_orient_matrix_UB_32      -0.0184810000
_diffrn_orient_matrix_UB_33      -0.0252425000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6266
_reflns_number_total             9087
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         9087
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      0.965
_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)+(0.0316P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0820
_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:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C41(H41A,
 H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C31(H31),
 C32(H32), C33(H33), C34(H34), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C46(H46A,H46B,H46C), C52(H52A,H52B,H52C), C62(H62A,H62B,
 H62C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 1.000000 0.01445(8) Uani 1 2 d S T P . .
Zn2 Zn 0.500000 0.500000 0.500000 0.01368(8) Uani 1 2 d S T P . .
O1 O 0.45952(11) 0.44138(10) 0.86799(10) 0.0158(3) Uani 1 1 d . . . . .
O2 O 0.09392(13) 0.16564(12) 1.24024(13) 0.0345(4) Uani 1 1 d . . . . .
O3 O 0.49035(11) 0.42362(10) 0.36960(10) 0.0168(3) Uani 1 1 d . . . . .
O4 O 0.57839(13) -0.02213(11) 0.71007(14) 0.0390(5) Uani 1 1 d . . . . .
O11 O 0.30542(11) 0.43173(11) 0.76260(11) 0.0211(3) Uani 1 1 d . . . . .
O33 O 0.60208(11) 0.31692(10) 0.25889(11) 0.0203(3) Uani 1 1 d . . . . .
N1 N 0.29388(13) 0.57545(12) 0.98076(13) 0.0149(3) Uani 1 1 d . . . . .
N2 N 0.43783(15) 0.35811(12) 1.08471(13) 0.0154(4) Uani 1 1 d . . . . .
H2 H 0.4962(17) 0.3399(14) 1.1193(16) 0.011(5) Uiso 1 1 d . . . . .
N3 N 0.70265(13) 0.42276(11) 0.47385(13) 0.0138(3) Uani 1 1 d . . . . .
N4 N 0.45703(14) 0.35555(12) 0.59025(13) 0.0152(4) Uani 1 1 d . . . . .
H4 H 0.4076(17) 0.3841(14) 0.6339(16) 0.011(5) Uiso 1 1 d . . . . .
N5 N 1.0607(2) 0.05507(19) 0.6381(2) 0.0576(7) Uani 1 1 d . . . . .
N6 N 0.2828(2) 0.07694(18) 0.86085(19) 0.0506(6) Uani 1 1 d . . . . .
N22 N 0.27417(14) 0.19821(12) 1.15491(13) 0.0184(4) Uani 1 1 d . . . . .
N44 N 0.45328(14) 0.13079(12) 0.65938(14) 0.0199(4) Uani 1 1 d . . . . .
C10 C 0.20899(16) 0.64122(14) 1.03880(15) 0.0146(4) Uani 1 1 d . . . . .
C11 C 0.25067(17) 0.68174(15) 1.12506(16) 0.0197(4) Uani 1 1 d . . . . .
H11 H 0.335624 0.665499 1.141783 0.024 Uiso 1 1 calc R . . . .
C12 C 0.16639(18) 0.74474(15) 1.18394(17) 0.0237(5) Uani 1 1 d . . . . .
H12 H 0.194667 0.770815 1.240885 0.028 Uiso 1 1 calc R . . . .
C13 C 0.03760(18) 0.77109(16) 1.16033(17) 0.0245(5) Uani 1 1 d . . . . .
H13 H -0.018587 0.813608 1.201822 0.029 Uiso 1 1 calc R . . . .
C14 C -0.00486(18) 0.73448(16) 1.07693(17) 0.0241(5) Uani 1 1 d . . . . .
H14 H -0.089909 0.752986 1.061127 0.029 Uiso 1 1 calc R . . . .
C15 C 0.07928(16) 0.66838(15) 1.01385(16) 0.0188(4) Uani 1 1 d . . . . .
C16 C 0.04115(18) 0.62852(17) 0.92659(17) 0.0250(5) Uani 1 1 d . . . . .
H16 H -0.042727 0.646110 0.907488 0.030 Uiso 1 1 calc R . . . .
C17 C 0.12611(17) 0.56451(16) 0.87008(17) 0.0244(5) Uani 1 1 d . . . . .
H17 H 0.101234 0.537990 0.812164 0.029 Uiso 1 1 calc R . . . .
C18 C 0.25264(16) 0.53870(15) 0.90028(15) 0.0162(4) Uani 1 1 d . . . . .
C19 C 0.34661(16) 0.46433(14) 0.83764(15) 0.0155(4) Uani 1 1 d . . . . .
C21 C 0.32661(17) 0.38519(15) 1.15325(16) 0.0182(4) Uani 1 1 d . . . . .
H21A H 0.253427 0.415065 1.115138 0.022 Uiso 1 1 calc R . . . .
H21B H 0.344733 0.441433 1.195708 0.022 Uiso 1 1 calc R . . . .
C22 C 0.29306(17) 0.28762(15) 1.21692(16) 0.0203(4) Uani 1 1 d . . . . .
H22A H 0.361219 0.263060 1.261679 0.024 Uiso 1 1 calc R . . . .
H22B H 0.215676 0.308719 1.256189 0.024 Uiso 1 1 calc R . . . .
C23 C 0.38502(18) 0.16556(15) 1.09010(17) 0.0231(5) Uani 1 1 d . . . . .
H23A H 0.366223 0.109333 1.047891 0.028 Uiso 1 1 calc R . . . .
H23B H 0.456834 0.135307 1.129530 0.028 Uiso 1 1 calc R . . . .
C24 C 0.41910(18) 0.26362(15) 1.02717(16) 0.0212(5) Uani 1 1 d . . . . .
H24A H 0.496825 0.241687 0.988567 0.025 Uiso 1 1 calc R . . . .
H24B H 0.351705 0.286483 0.981348 0.025 Uiso 1 1 calc R . . . .
C25 C 0.17791(18) 0.13802(16) 1.17791(17) 0.0233(5) Uani 1 1 d . . . . .
C26 C 0.1754(2) 0.03622(17) 1.1221(2) 0.0346(6) Uani 1 1 d . . . . .
H26A H 0.103225 0.000934 1.145130 0.052 Uiso 1 1 calc GR . . . .
H26B H 0.252458 -0.012953 1.132778 0.052 Uiso 1 1 calc GR . . . .
H26C H 0.168931 0.055809 1.052811 0.052 Uiso 1 1 calc GR . . . .
C30 C 0.80891(16) 0.41853(14) 0.53002(15) 0.0142(4) Uani 1 1 d . . . . .
C31 C 0.80424(17) 0.48083(15) 0.61360(16) 0.0175(4) Uani 1 1 d . . . . .
H31 H 0.729497 0.525422 0.631028 0.021 Uiso 1 1 calc R . . . .
C32 C 0.90921(17) 0.47634(16) 0.66971(17) 0.0210(4) Uani 1 1 d . . . . .
H32 H 0.905203 0.518112 0.724992 0.025 Uiso 1 1 calc R . . . .
C33 C 1.02320(17) 0.40922(16) 0.64475(17) 0.0230(5) Uani 1 1 d . . . . .
H33 H 1.094217 0.407235 0.683064 0.028 Uiso 1 1 calc R . . . .
C34 C 1.02915(17) 0.34789(16) 0.56523(17) 0.0226(5) Uani 1 1 d . . . . .
H34 H 1.104409 0.302889 0.549911 0.027 Uiso 1 1 calc R . . . .
C35 C 0.92359(16) 0.35034(15) 0.50450(16) 0.0179(4) Uani 1 1 d . . . . .
C36 C 0.92769(18) 0.29034(16) 0.41960(17) 0.0230(5) Uani 1 1 d . . . . .
H36 H 1.002080 0.245976 0.400986 0.028 Uiso 1 1 calc R . . . .
C37 C 0.82252(17) 0.29715(15) 0.36444(17) 0.0214(4) Uani 1 1 d . . . . .
H37 H 0.824400 0.258241 0.307533 0.026 Uiso 1 1 calc R . . . .
C38 C 0.71056(16) 0.36417(14) 0.39491(15) 0.0161(4) Uani 1 1 d . . . . .
C39 C 0.59141(16) 0.36841(14) 0.33484(15) 0.0149(4) Uani 1 1 d . . . . .
C41 C 0.38675(17) 0.28025(15) 0.54091(17) 0.0204(5) Uani 1 1 d . . . . .
H41A H 0.441050 0.246806 0.488371 0.024 Uiso 1 1 calc R . . . .
H41B H 0.312710 0.322014 0.510964 0.024 Uiso 1 1 calc R . . . .
C42 C 0.34303(17) 0.19045(15) 0.61031(18) 0.0247(5) Uani 1 1 d . . . . .
H42A H 0.281398 0.222342 0.659179 0.030 Uiso 1 1 calc R . . . .
H42B H 0.302317 0.140607 0.573329 0.030 Uiso 1 1 calc R . . . .
C43 C 0.52147(18) 0.20235(16) 0.71315(17) 0.0226(5) Uani 1 1 d . . . . .
H43A H 0.595525 0.159945 0.742516 0.027 Uiso 1 1 calc R . . . .
H43B H 0.466326 0.234269 0.765951 0.027 Uiso 1 1 calc R . . . .
C44 C 0.56363(17) 0.29286(15) 0.64381(16) 0.0204(4) Uani 1 1 d . . . . .
H44A H 0.603419 0.342560 0.681637 0.025 Uiso 1 1 calc R . . . .
H44B H 0.627120 0.260849 0.596297 0.025 Uiso 1 1 calc R . . . .
C45 C 0.48385(18) 0.02109(16) 0.66670(17) 0.0236(5) Uani 1 1 d . . . . .
C46 C 0.3988(2) -0.04814(16) 0.61989(19) 0.0320(6) Uani 1 1 d . . . . .
H46A H 0.407716 -0.038947 0.549262 0.048 Uiso 1 1 calc GR . . . .
H46B H 0.311622 -0.025863 0.640572 0.048 Uiso 1 1 calc GR . . . .
H46C H 0.422623 -0.123800 0.639952 0.048 Uiso 1 1 calc GR . . . .
C51 C 0.9612(2) 0.04507(19) 0.6177(2) 0.0374(6) Uani 1 1 d . . . . .
C52 C 0.8333(2) 0.0322(2) 0.5907(2) 0.0505(7) Uani 1 1 d . . . . .
H52A H 0.802026 0.091762 0.545737 0.076 Uiso 1 1 calc GR . . . .
H52B H 0.778270 0.032368 0.648933 0.076 Uiso 1 1 calc GR . . . .
H52C H 0.835019 -0.035893 0.559442 0.076 Uiso 1 1 calc GR . . . .
C61 C 0.2495(2) -0.0064(2) 0.85821(19) 0.0337(6) Uani 1 1 d . . . . .
C62 C 0.2052(2) -0.1123(2) 0.8560(2) 0.0481(7) Uani 1 1 d . . . . .
H62A H 0.131475 -0.105887 0.816353 0.072 Uiso 1 1 calc GR . . . .
H62B H 0.183164 -0.137498 0.922064 0.072 Uiso 1 1 calc GR . . . .
H62C H 0.271588 -0.163699 0.828213 0.072 Uiso 1 1 calc GR . . . .


_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 2.0529(13) . ?
Zn1 O1 2.0529(13) 2_667 ?
Zn1 N1 2.2741(14) 2_667 ?
Zn1 N1 2.2741(14) . ?
Zn1 N2 2.1953(16) . ?
Zn1 N2 2.1953(16) 2_667 ?
Zn2 O3 2.0639(13) 2_666 ?
Zn2 O3 2.0639(13) . ?
Zn2 N3 2.2479(14) . ?
Zn2 N3 2.2478(14) 2_666 ?
Zn2 N4 2.1887(16) . ?
Zn2 N4 2.1887(16) 2_666 ?
O1 C19 1.272(2) . ?
O2 C25 1.226(2) . ?
O3 C39 1.275(2) . ?
O4 C45 1.227(2) . ?
O11 C19 1.234(2) . ?
O33 C39 1.234(2) . ?
N1 C10 1.377(2) . ?
N1 C18 1.319(2) . ?
N2 C21 1.480(2) . ?
N2 C24 1.478(2) . ?
N3 C30 1.381(2) . ?
N3 C38 1.319(2) . ?
N4 C41 1.471(2) . ?
N4 C44 1.475(2) . ?
N5 C51 1.125(3) . ?
N6 C61 1.133(3) . ?
N22 C22 1.464(2) . ?
N22 C23 1.460(2) . ?
N22 C25 1.353(2) . ?
N44 C42 1.459(2) . ?
N44 C43 1.457(2) . ?
N44 C45 1.347(2) . ?
C10 C11 1.410(3) . ?
C10 C15 1.420(2) . ?
C11 C12 1.363(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.358(3) . ?
C14 C15 1.416(3) . ?
C15 C16 1.403(3) . ?
C16 C17 1.355(3) . ?
C17 C18 1.408(2) . ?
C18 C19 1.523(3) . ?
C21 C22 1.512(3) . ?
C23 C24 1.513(3) . ?
C25 C26 1.506(3) . ?
C30 C31 1.401(3) . ?
C30 C35 1.422(2) . ?
C31 C32 1.368(3) . ?
C32 C33 1.408(3) . ?
C33 C34 1.347(3) . ?
C34 C35 1.414(3) . ?
C35 C36 1.400(3) . ?
C36 C37 1.360(3) . ?
C37 C38 1.410(2) . ?
C38 C39 1.526(2) . ?
C41 C42 1.517(3) . ?
C43 C44 1.517(3) . ?
C45 C46 1.504(3) . ?
C51 C52 1.449(3) . ?
C61 C62 1.447(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 . 2_667 ?
O1 Zn1 N1 102.20(5) . 2_667 ?
O1 Zn1 N1 77.80(5) 2_667 2_667 ?
O1 Zn1 N1 77.80(5) . . ?
O1 Zn1 N1 102.20(5) 2_667 . ?
O1 Zn1 N2 92.34(6) . . ?
O1 Zn1 N2 87.66(6) . 2_667 ?
O1 Zn1 N2 87.66(6) 2_667 . ?
O1 Zn1 N2 92.34(6) 2_667 2_667 ?
N1 Zn1 N1 180.0 . 2_667 ?
N2 Zn1 N1 89.06(6) . 2_667 ?
N2 Zn1 N1 90.94(6) . . ?
N2 Zn1 N1 89.06(6) 2_667 . ?
N2 Zn1 N1 90.94(6) 2_667 2_667 ?
N2 Zn1 N2 180.0 . 2_667 ?
O3 Zn2 O3 180.00(6) . 2_666 ?
O3 Zn2 N3 102.34(5) 2_666 . ?
O3 Zn2 N3 77.66(5) . . ?
O3 Zn2 N3 77.66(5) 2_666 2_666 ?
O3 Zn2 N3 102.34(5) . 2_666 ?
O3 Zn2 N4 87.28(6) . 2_666 ?
O3 Zn2 N4 92.72(6) . . ?
O3 Zn2 N4 87.28(6) 2_666 . ?
O3 Zn2 N4 92.72(6) 2_666 2_666 ?
N3 Zn2 N3 180.0 2_666 . ?
N4 Zn2 N3 90.82(5) . . ?
N4 Zn2 N3 90.82(5) 2_666 2_666 ?
N4 Zn2 N3 89.18(5) 2_666 . ?
N4 Zn2 N3 89.18(5) . 2_666 ?
N4 Zn2 N4 180.0 2_666 . ?
C19 O1 Zn1 118.30(12) . . ?
C39 O3 Zn2 118.38(12) . . ?
C10 N1 Zn1 132.62(13) . . ?
C18 N1 Zn1 108.58(11) . . ?
C18 N1 C10 118.60(15) . . ?
C21 N2 Zn1 114.42(11) . . ?
C24 N2 Zn1 116.22(13) . . ?
C24 N2 C21 110.05(14) . . ?
C30 N3 Zn2 131.30(12) . . ?
C38 N3 Zn2 109.63(11) . . ?
C38 N3 C30 118.69(14) . . ?
C41 N4 Zn2 115.39(13) . . ?
C41 N4 C44 109.93(14) . . ?
C44 N4 Zn2 116.69(11) . . ?
C23 N22 C22 112.69(14) . . ?
C25 N22 C22 119.70(17) . . ?
C25 N22 C23 125.38(16) . . ?
C43 N44 C42 112.37(15) . . ?
C45 N44 C42 125.95(17) . . ?
C45 N44 C43 121.22(16) . . ?
N1 C10 C11 119.73(16) . . ?
N1 C10 C15 121.17(18) . . ?
C11 C10 C15 119.10(17) . . ?
C12 C11 C10 119.95(17) . . ?
C11 C12 C13 121.3(2) . . ?
C14 C13 C12 120.04(19) . . ?
C13 C14 C15 120.55(17) . . ?
C14 C15 C10 119.04(19) . . ?
C16 C15 C10 117.80(18) . . ?
C16 C15 C14 123.15(17) . . ?
C17 C16 C15 120.21(18) . . ?
C16 C17 C18 119.1(2) . . ?
N1 C18 C17 123.14(18) . . ?
N1 C18 C19 118.19(15) . . ?
C17 C18 C19 118.66(18) . . ?
O1 C19 C18 116.94(17) . . ?
O11 C19 O1 126.37(17) . . ?
O11 C19 C18 116.69(15) . . ?
N2 C21 C22 113.25(14) . . ?
N22 C22 C21 110.19(17) . . ?
N22 C23 C24 110.01(15) . . ?
N2 C24 C23 113.82(18) . . ?
O2 C25 N22 121.86(19) . . ?
O2 C25 C26 120.65(18) . . ?
N22 C25 C26 117.47(19) . . ?
N3 C30 C31 120.15(15) . . ?
N3 C30 C35 120.58(17) . . ?
C31 C30 C35 119.27(17) . . ?
C32 C31 C30 120.27(17) . . ?
C31 C32 C33 120.77(19) . . ?
C34 C33 C32 119.83(18) . . ?
C33 C34 C35 121.52(17) . . ?
C34 C35 C30 118.33(18) . . ?
C36 C35 C30 118.63(17) . . ?
C36 C35 C34 123.03(16) . . ?
C37 C36 C35 119.78(17) . . ?
C36 C37 C38 118.93(19) . . ?
N3 C38 C37 123.36(17) . . ?
N3 C38 C39 117.88(15) . . ?
C37 C38 C39 118.75(17) . . ?
O3 C39 C38 116.22(17) . . ?
O33 C39 O3 126.79(17) . . ?
O33 C39 C38 116.97(15) . . ?
N4 C41 C42 113.31(18) . . ?
N44 C42 C41 109.18(15) . . ?
N44 C43 C44 110.20(17) . . ?
N4 C44 C43 112.74(15) . . ?
O4 C45 N44 121.47(19) . . ?
O4 C45 C46 120.35(18) . . ?
N44 C45 C46 118.19(18) . . ?
N5 C51 C52 179.5(3) . . ?
N6 C61 C62 179.0(3) . . ?

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
N2 H2 O33 0.793(19) 2.23(2) 2.977(2) 157.4(19) 1_556 yes
N4 H4 O11 0.834(19) 2.08(2) 2.903(2) 168.1(19) . yes

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.255
_oxdiff_exptl_absorpt_empirical_full_min 0.776
