# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 1973015'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H34 N4 O4 Zn'
_chemical_formula_sum            'C30 H34 N4 O4 Zn'
_chemical_formula_weight         579.98
_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                   11.8913(6)
_cell_length_b                   7.6503(3)
_cell_length_c                   16.1369(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.748(4)
_cell_angle_gamma                90
_cell_volume                     1467.32(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4686
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.9480
_cell_measurement_theta_min      3.3860
_shelx_estimated_absorpt_T_max   0.540
_shelx_estimated_absorpt_T_min   0.419
_exptl_absorpt_coefficient_mu    0.877
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65107
_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    1.313
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7093
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.947
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2466
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00 -60.00   1.00    4.00    --  -14.59-178.00   0.00   27
  2  ω    -43.00  38.00   1.00    4.00    --   14.67 -57.00 120.00   81
  3  ω    -57.00  36.00   1.00    4.00    --   14.67 -57.00-120.00   93
;
_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      -0.0566525000
_diffrn_orient_matrix_UB_12      -0.0223008000
_diffrn_orient_matrix_UB_13      0.0077123000
_diffrn_orient_matrix_UB_21      -0.0033251000
_diffrn_orient_matrix_UB_22      -0.0472510000
_diffrn_orient_matrix_UB_23      -0.0378260000
_diffrn_orient_matrix_UB_31      0.0184884000
_diffrn_orient_matrix_UB_32      -0.0765891000
_diffrn_orient_matrix_UB_33      0.0210461000
_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                3014
_reflns_number_total             3365
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.113
_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)+(0.0348P)²+1.1087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0852
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01200(9) Uani 1 2 d S T P . .
O11 O 0.48182(10) 0.72450(15) 0.43123(7) 0.0157(3) Uani 1 1 d . . . . .
O12 O 0.55504(12) 0.98649(15) 0.40428(8) 0.0206(3) Uani 1 1 d . . . . .
N1 N 0.64782(12) 0.66133(19) 0.54541(9) 0.0136(3) Uani 1 1 d . . . . .
N2 N 0.59675(12) 0.37437(19) 0.40095(9) 0.0141(3) Uani 1 1 d . . . . .
C11 C 0.64412(14) 0.8165(2) 0.50969(10) 0.0146(3) Uani 1 1 d . . . . .
C12 C 0.71996(17) 0.9522(2) 0.52982(13) 0.0237(4) Uani 1 1 d . . . . .
H12 H 0.714029 1.059746 0.503211 0.028 Uiso 1 1 calc R . . . .
C13 C 0.80234(17) 0.9237(3) 0.58894(14) 0.0279(4) Uani 1 1 d . . . . .
H13 H 0.852893 1.012159 0.603310 0.033 Uiso 1 1 calc R . . . .
C14 C 0.81038(15) 0.7599(3) 0.62799(12) 0.0206(4) Uani 1 1 d . . . . .
C15 C 0.89165(16) 0.7214(3) 0.69103(13) 0.0273(4) Uani 1 1 d . . . . .
H15 H 0.943311 0.806891 0.707430 0.033 Uiso 1 1 calc R . . . .
C16 C 0.89585(17) 0.5618(3) 0.72826(12) 0.0280(5) Uani 1 1 d . . . . .
H16 H 0.949214 0.539124 0.770216 0.034 Uiso 1 1 calc R . . . .
C17 C 0.81846(16) 0.4305(3) 0.70266(12) 0.0258(4) Uani 1 1 d . . . . .
H17 H 0.822756 0.320509 0.727141 0.031 Uiso 1 1 calc R . . . .
C18 C 0.73733(15) 0.4625(3) 0.64246(11) 0.0200(4) Uani 1 1 d . . . . .
H18 H 0.686644 0.375151 0.626687 0.024 Uiso 1 1 calc R . . . .
C19 C 0.73097(14) 0.6290(2) 0.60438(10) 0.0154(3) Uani 1 1 d . . . . .
C21 C 0.71947(15) 0.3975(2) 0.40938(11) 0.0184(4) Uani 1 1 d . . . . .
H21A H 0.744274 0.362665 0.464766 0.022 Uiso 1 1 calc R . . . .
H21B H 0.737199 0.520425 0.402885 0.022 Uiso 1 1 calc R . . . .
C22 C 0.78438(16) 0.2917(3) 0.34600(13) 0.0245(4) Uani 1 1 d . . . . .
H22A H 0.864144 0.316619 0.352496 0.029 Uiso 1 1 calc R . . . .
H22B H 0.773374 0.167833 0.355738 0.029 Uiso 1 1 calc R . . . .
C23 C 0.74414(18) 0.3373(3) 0.25857(12) 0.0240(4) Uani 1 1 d . . . . .
H23A H 0.780625 0.261491 0.219388 0.029 Uiso 1 1 calc R . . . .
H23B H 0.764617 0.457006 0.246221 0.029 Uiso 1 1 calc R . . . .
C24 C 0.61730(17) 0.3162(3) 0.24922(12) 0.0247(4) Uani 1 1 d . . . . .
H24A H 0.597968 0.193426 0.253362 0.030 Uiso 1 1 calc R . . . .
H24B H 0.592204 0.357361 0.194889 0.030 Uiso 1 1 calc R . . . .
C25 C 0.55734(16) 0.4186(2) 0.31573(11) 0.0200(4) Uani 1 1 d . . . . .
H25A H 0.568760 0.542538 0.306535 0.024 Uiso 1 1 calc R . . . .
H25B H 0.477218 0.395687 0.310380 0.024 Uiso 1 1 calc R . . . .
C110 C 0.55254(14) 0.8470(2) 0.44270(10) 0.0140(3) Uani 1 1 d . . . . .
H2 H 0.588(2) 0.273(3) 0.4096(14) 0.024(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 2.0526(12) . ?
Zn1 O11 2.0526(12) 3_666 ?
Zn1 N1 2.2520(14) . ?
Zn1 N1 2.2520(14) 3_666 ?
Zn1 N2 2.2168(15) . ?
Zn1 N2 2.2168(15) 3_666 ?
O11 C110 1.269(2) . ?
O12 C110 1.235(2) . ?
N1 C11 1.320(2) . ?
N1 C19 1.374(2) . ?
N2 C21 1.472(2) . ?
N2 C25 1.478(2) . ?
N2 H2 0.79(2) . ?
C11 C12 1.406(2) . ?
C11 C110 1.529(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.364(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(3) . ?
C14 C15 1.413(3) . ?
C14 C19 1.420(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.362(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.415(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.370(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.416(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.531(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.517(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.520(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.523(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?

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
O11 Zn1 O11 180.0 . 3_666 ?
O11 Zn1 N1 77.62(5) . . ?
O11 Zn1 N1 102.38(5) 3_666 . ?
O11 Zn1 N1 102.38(5) . 3_666 ?
O11 Zn1 N1 77.62(5) 3_666 3_666 ?
O11 Zn1 N2 91.23(5) . . ?
O11 Zn1 N2 88.77(5) . 3_666 ?
O11 Zn1 N2 91.23(5) 3_666 3_666 ?
O11 Zn1 N2 88.77(5) 3_666 . ?
N1 Zn1 N1 180.0 3_666 . ?
N2 Zn1 N1 86.84(5) 3_666 . ?
N2 Zn1 N1 86.84(5) . 3_666 ?
N2 Zn1 N1 93.16(5) . . ?
N2 Zn1 N1 93.16(5) 3_666 3_666 ?
N2 Zn1 N2 180.0 . 3_666 ?
C110 O11 Zn1 118.73(11) . . ?
C11 N1 Zn1 109.61(11) . . ?
C11 N1 C19 118.56(15) . . ?
C19 N1 Zn1 131.68(12) . . ?
Zn1 N2 H2 103.1(17) . . ?
C21 N2 Zn1 114.59(11) . . ?
C21 N2 C25 110.09(14) . . ?
C21 N2 H2 103.2(17) . . ?
C25 N2 Zn1 114.50(11) . . ?
C25 N2 H2 110.4(17) . . ?
N1 C11 C12 123.38(16) . . ?
N1 C11 C110 117.35(15) . . ?
C12 C11 C110 119.27(16) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.05(18) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.60(18) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 122.99(18) . . ?
C13 C14 C19 118.22(17) . . ?
C15 C14 C19 118.76(18) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.31(19) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.55(18) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(2) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.72(18) . . ?
C19 C18 H18 120.1 . . ?
N1 C19 C14 121.18(16) . . ?
N1 C19 C18 119.37(16) . . ?
C18 C19 C14 119.45(16) . . ?
N2 C21 H21A 108.9 . . ?
N2 C21 H21B 108.9 . . ?
N2 C21 C22 113.15(15) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 C21 110.40(16) . . ?
C23 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 C24 110.61(16) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
C23 C24 C25 111.11(16) . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
N2 C25 C24 113.32(15) . . ?
N2 C25 H25A 108.9 . . ?
N2 C25 H25B 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
O11 C110 C11 116.44(14) . . ?
O12 C110 O11 126.22(16) . . ?
O12 C110 C11 117.33(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
N2 H2 O12 0.79(2) 2.23(2) 3.0093(19) 167(2) 1_545 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 O11 C110 O12 177.27(14) . . . . ?
Zn1 O11 C110 C11 -1.71(19) . . . . ?
Zn1 N1 C11 C12 174.99(15) . . . . ?
Zn1 N1 C11 C110 -5.49(18) . . . . ?
Zn1 N1 C19 C14 -173.88(12) . . . . ?
Zn1 N1 C19 C18 5.9(2) . . . . ?
Zn1 N2 C21 C22 173.27(12) . . . . ?
Zn1 N2 C25 C24 -174.06(12) . . . . ?
N1 C11 C12 C13 0.3(3) . . . . ?
N1 C11 C110 O11 5.2(2) . . . . ?
N1 C11 C110 O12 -173.86(15) . . . . ?
N2 C21 C22 C23 56.2(2) . . . . ?
C11 N1 C19 C14 1.2(2) . . . . ?
C11 N1 C19 C18 -179.05(16) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C11 C110 O11 -175.24(16) . . . . ?
C12 C11 C110 O12 5.7(2) . . . . ?
C12 C13 C14 C15 -178.5(2) . . . . ?
C12 C13 C14 C19 -0.3(3) . . . . ?
C13 C14 C15 C16 179.08(19) . . . . ?
C13 C14 C19 N1 -0.5(3) . . . . ?
C13 C14 C19 C18 179.75(17) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C14 C19 N1 177.80(17) . . . . ?
C15 C14 C19 C18 -2.0(3) . . . . ?
C15 C16 C17 C18 -1.7(3) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C17 C18 C19 N1 -178.54(17) . . . . ?
C17 C18 C19 C14 1.2(3) . . . . ?
C19 N1 C11 C12 -1.1(3) . . . . ?
C19 N1 C11 C110 178.44(14) . . . . ?
C19 C14 C15 C16 0.9(3) . . . . ?
C21 N2 C25 C24 55.1(2) . . . . ?
C21 C22 C23 C24 -53.7(2) . . . . ?
C22 C23 C24 C25 53.2(2) . . . . ?
C23 C24 C25 N2 -54.6(2) . . . . ?
C25 N2 C21 C22 -56.0(2) . . . . ?
C110 C11 C12 C13 -179.24(18) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1973016'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2020-02-13 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2020-01-22
_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 H23 N3 O4 Zn, C30 H34 N4 O4 Zn'
_chemical_formula_sum            'C55 H57 N7 O8 Zn2'
_chemical_formula_weight         1074.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   10.2457(4)
_cell_length_b                   35.0251(13)
_cell_length_c                   14.6211(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.855(4)
_cell_angle_gamma                90
_cell_volume                     4935.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8722
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7350
_cell_measurement_theta_min      3.1670
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.746
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95766
_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    1.447
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.873
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29571
_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         30.436
_diffrn_reflns_theta_min         2.426
_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    -20.00  20.00   1.00  132.50    --  -14.36 -99.00-150.00   40
  2  ω    -10.00  87.00   1.00  132.50    --   14.52  57.00  90.00   97
  3  ω    -25.00   1.00   1.00  132.50    --   14.52 -37.00-150.00   26
  4  ω     -9.00  47.00   1.00  132.50    --   14.52 -99.00 -30.00   56
;
_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      -0.0222213000
_diffrn_orient_matrix_UB_12      0.0181302000
_diffrn_orient_matrix_UB_13      -0.0212112000
_diffrn_orient_matrix_UB_21      -0.0701543000
_diffrn_orient_matrix_UB_22      -0.0056262000
_diffrn_orient_matrix_UB_23      -0.0108496000
_diffrn_orient_matrix_UB_31      0.0012309000
_diffrn_orient_matrix_UB_32      0.0070694000
_diffrn_orient_matrix_UB_33      0.0457326000
_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                9183
_reflns_number_total             13067
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     661
_refine_ls_number_reflns         13067
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      0.998
_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)+(0.0367P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0909
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.93919(2) 0.72705(2) 0.74555(2) 0.02390(7) Uani 1 1 d . . . . .
Zn2 Zn 0.15375(2) 0.53799(2) 0.18162(2) 0.02340(7) Uani 1 1 d . . . . .
O51 O -0.03031(13) 0.51544(4) 0.09394(9) 0.0238(3) Uani 1 1 d . . . . .
O11 O 1.07271(14) 0.69319(5) 0.71419(9) 0.0268(3) Uani 1 1 d . . . . .
O52 O -0.20239(14) 0.47414(5) 0.07685(10) 0.0301(4) Uani 1 1 d . . . . .
O41 O 0.32549(14) 0.55930(5) 0.28117(10) 0.0326(4) Uani 1 1 d . . . . .
O21 O 0.88797(16) 0.73889(5) 0.86204(10) 0.0351(4) Uani 1 1 d . . . . .
O12 O 1.08407(15) 0.64214(5) 0.62542(10) 0.0363(4) Uani 1 1 d . . . . .
N2 N 1.11576(17) 0.76270(5) 0.82911(11) 0.0237(4) Uani 1 1 d . . . . .
N1 N 0.81384(17) 0.67522(5) 0.70146(11) 0.0218(4) Uani 1 1 d . . . . .
N5 N 0.08482(17) 0.49711(5) 0.28387(11) 0.0241(4) Uani 1 1 d . . . . .
N3 N 0.82922(18) 0.76177(6) 0.63097(12) 0.0239(4) Uani 1 1 d . . . . .
N4 N 0.06469(17) 0.58362(6) 0.25977(11) 0.0254(4) Uani 1 1 d . . . . .
N6 N 0.16034(17) 0.57787(6) 0.06880(12) 0.0243(4) Uani 1 1 d . . . . .
O22 O 0.95434(19) 0.76950(6) 1.00434(11) 0.0516(6) Uani 1 1 d . . . . .
N7 N 0.26671(17) 0.49350(6) 0.13611(13) 0.0236(4) Uani 1 1 d . . . . .
O42 O 0.41455(17) 0.60253(6) 0.39856(12) 0.0522(5) Uani 1 1 d . . . . .
C510 C -0.0955(2) 0.49110(7) 0.12610(14) 0.0241(5) Uani 1 1 d . . . . .
C21 C 1.1079(2) 0.76979(6) 0.91569(14) 0.0244(5) Uani 1 1 d . . . . .
C110 C 1.0228(2) 0.66352(7) 0.66387(13) 0.0244(5) Uani 1 1 d . . . . .
C11 C 0.8734(2) 0.65375(7) 0.65271(13) 0.0224(4) Uani 1 1 d . . . . .
C29 C 1.2319(2) 0.77394(6) 0.80977(14) 0.0232(4) Uani 1 1 d . . . . .
C19 C 0.6821(2) 0.66563(7) 0.69886(13) 0.0227(5) Uani 1 1 d . . . . .
C51 C -0.0380(2) 0.48229(7) 0.23482(14) 0.0245(5) Uani 1 1 d . . . . .
C49 C -0.0678(2) 0.59348(6) 0.25532(13) 0.0232(5) Uani 1 1 d . . . . .
C14 C 0.6100(2) 0.63426(7) 0.64220(14) 0.0250(5) Uani 1 1 d . . . . .
C59 C 0.1403(2) 0.48890(7) 0.38182(14) 0.0289(5) Uani 1 1 d . . . . .
C71 C 0.2664(2) 0.45507(7) 0.17799(14) 0.0246(5) Uani 1 1 d . . . . .
H71A H 0.171142 0.447430 0.166387 0.029 Uiso 1 1 calc R . . . .
H71B H 0.312991 0.456414 0.247800 0.029 Uiso 1 1 calc R . . . .
C28 C 1.2399(2) 0.76789(7) 0.71622(14) 0.0281(5) Uani 1 1 d . . . . .
H28 H 1.167743 0.755806 0.668332 0.034 Uiso 1 1 calc R . . . .
C12 C 0.8073(2) 0.62276(7) 0.59446(14) 0.0282(5) Uani 1 1 d . . . . .
H12 H 0.853076 0.608679 0.560687 0.034 Uiso 1 1 calc R . . . .
C24 C 1.3441(2) 0.79207(6) 0.88227(14) 0.0249(5) Uani 1 1 d . . . . .
C18 C 0.6180(2) 0.68746(7) 0.75286(15) 0.0279(5) Uani 1 1 d . . . . .
H18 H 0.664845 0.707955 0.790137 0.034 Uiso 1 1 calc R . . . .
C210 C 0.9728(2) 0.75863(7) 0.92947(15) 0.0322(5) Uani 1 1 d . . . . .
C41 C 0.1700(2) 0.59761(7) 0.33241(14) 0.0280(5) Uani 1 1 d . . . . .
C22 C 1.2152(2) 0.78716(7) 0.99146(14) 0.0276(5) Uani 1 1 d . . . . .
H22 H 1.205769 0.791530 1.051640 0.033 Uiso 1 1 calc R . . . .
C48 C -0.1834(2) 0.57863(7) 0.17941(14) 0.0275(5) Uani 1 1 d . . . . .
H48 H -0.169599 0.563436 0.131330 0.033 Uiso 1 1 calc R . . . .
C15 C 0.4747(2) 0.62588(8) 0.64197(15) 0.0326(6) Uani 1 1 d . . . . .
H15 H 0.426027 0.605473 0.605356 0.039 Uiso 1 1 calc R . . . .
C72 C 0.3368(2) 0.42471(7) 0.13664(15) 0.0291(5) Uani 1 1 d . . . . .
H72A H 0.338422 0.400708 0.170132 0.035 Uiso 1 1 calc R . . . .
H72B H 0.284407 0.420918 0.068242 0.035 Uiso 1 1 calc R . . . .
C43 C 0.0241(2) 0.63167(7) 0.40145(15) 0.0339(6) Uani 1 1 d . . . . .
H43 H 0.012203 0.647667 0.448789 0.041 Uiso 1 1 calc R . . . .
C13 C 0.6757(2) 0.61356(7) 0.58798(15) 0.0304(5) Uani 1 1 d . . . . .
H13 H 0.629390 0.593681 0.547871 0.036 Uiso 1 1 calc R . . . .
C35 C 0.6762(2) 0.75678(8) 0.59727(15) 0.0322(5) Uani 1 1 d . . . . .
H35A H 0.642837 0.763562 0.649779 0.039 Uiso 1 1 calc R . . . .
H35B H 0.654364 0.730083 0.581835 0.039 Uiso 1 1 calc R . . . .
C23 C 1.3327(2) 0.79738(7) 0.97471(14) 0.0299(5) Uani 1 1 d . . . . .
H23 H 1.406254 0.807969 1.024635 0.036 Uiso 1 1 calc R . . . .
C65 C 0.0245(2) 0.59476(7) 0.01352(15) 0.0327(5) Uani 1 1 d . . . . .
H65A H -0.006241 0.610294 0.057245 0.039 Uiso 1 1 calc R . . . .
H65B H -0.042379 0.574327 -0.010332 0.039 Uiso 1 1 calc R . . . .
C44 C -0.0923(2) 0.61764(7) 0.32569(14) 0.0280(5) Uani 1 1 d . . . . .
C54 C 0.0662(3) 0.46722(7) 0.42920(15) 0.0328(5) Uani 1 1 d . . . . .
C410 C 0.3165(2) 0.58595(8) 0.33809(15) 0.0335(6) Uani 1 1 d . . . . .
C42 C 0.1532(2) 0.62162(7) 0.40455(15) 0.0351(6) Uani 1 1 d . . . . .
H42 H 0.230505 0.630603 0.454328 0.042 Uiso 1 1 calc R . . . .
C73 C 0.4839(2) 0.43662(8) 0.14840(17) 0.0355(6) Uani 1 1 d . . . . .
H73A H 0.539145 0.437760 0.216946 0.043 Uiso 1 1 calc R . . . .
H73B H 0.525443 0.417931 0.117706 0.043 Uiso 1 1 calc R . . . .
C27 C 1.3541(2) 0.77989(7) 0.69680(16) 0.0341(6) Uani 1 1 d . . . . .
H27 H 1.359269 0.775787 0.635267 0.041 Uiso 1 1 calc R . . . .
C64 C 0.0254(2) 0.61918(8) -0.07197(16) 0.0391(6) Uani 1 1 d . . . . .
H64A H -0.065215 0.630736 -0.101649 0.047 Uiso 1 1 calc R . . . .
H64B H 0.043760 0.603141 -0.120325 0.047 Uiso 1 1 calc R . . . .
C47 C -0.3153(2) 0.58671(7) 0.17702(16) 0.0329(5) Uani 1 1 d . . . . .
H47 H -0.390440 0.576853 0.126979 0.039 Uiso 1 1 calc R . . . .
C17 C 0.4871(2) 0.67843(8) 0.75028(16) 0.0349(6) Uani 1 1 d . . . . .
H17 H 0.445015 0.692981 0.785657 0.042 Uiso 1 1 calc R . . . .
C75 C 0.4100(2) 0.50472(7) 0.14423(17) 0.0334(6) Uani 1 1 d . . . . .
H75A H 0.463949 0.508672 0.212269 0.040 Uiso 1 1 calc R . . . .
H75B H 0.406449 0.528805 0.110718 0.040 Uiso 1 1 calc R . . . .
C52 C -0.1148(2) 0.45922(7) 0.27649(16) 0.0321(5) Uani 1 1 d . . . . .
H52 H -0.199308 0.448865 0.238333 0.039 Uiso 1 1 calc R . . . .
C33 C 0.6378(2) 0.82262(7) 0.52594(17) 0.0367(6) Uani 1 1 d . . . . .
H33A H 0.594641 0.837005 0.466635 0.044 Uiso 1 1 calc R . . . .
H33B H 0.603933 0.832546 0.575643 0.044 Uiso 1 1 calc R . . . .
C16 C 0.4150(2) 0.64730(8) 0.69463(15) 0.0360(6) Uani 1 1 d . . . . .
H16 H 0.326218 0.641391 0.693926 0.043 Uiso 1 1 calc R . . . .
C26 C 1.4645(2) 0.79834(7) 0.76777(17) 0.0375(6) Uani 1 1 d . . . . .
H26 H 1.541068 0.806527 0.752591 0.045 Uiso 1 1 calc R . . . .
C63 C 0.1353(3) 0.65048(8) -0.04039(17) 0.0414(6) Uani 1 1 d . . . . .
H63A H 0.109825 0.668895 0.000185 0.050 Uiso 1 1 calc R . . . .
H63B H 0.141243 0.663718 -0.097113 0.050 Uiso 1 1 calc R . . . .
C53 C -0.0630(3) 0.45227(7) 0.37403(17) 0.0385(6) Uani 1 1 d . . . . .
H53 H -0.113365 0.437688 0.403584 0.046 Uiso 1 1 calc R . . . .
C31 C 0.8646(2) 0.80275(7) 0.64724(18) 0.0377(6) Uani 1 1 d . . . . .
H31A H 0.964305 0.805743 0.665336 0.045 Uiso 1 1 calc R . . . .
H31B H 0.837751 0.811819 0.700989 0.045 Uiso 1 1 calc R . . . .
C45 C -0.2299(3) 0.62502(7) 0.32014(16) 0.0363(6) Uani 1 1 d . . . . .
H45 H -0.246190 0.640776 0.366313 0.044 Uiso 1 1 calc R . . . .
C25 C 1.4599(2) 0.80425(7) 0.85796(17) 0.0341(6) Uani 1 1 d . . . . .
H25 H 1.533460 0.816441 0.904470 0.041 Uiso 1 1 calc R . . . .
C46 C -0.3393(2) 0.60957(8) 0.24862(17) 0.0370(6) Uani 1 1 d . . . . .
H46 H -0.429420 0.614106 0.247085 0.044 Uiso 1 1 calc R . . . .
C58 C 0.2749(2) 0.50215(8) 0.43493(15) 0.0370(6) Uani 1 1 d . . . . .
H58 H 0.324554 0.516263 0.403935 0.044 Uiso 1 1 calc R . . . .
C32 C 0.7937(2) 0.82706(7) 0.55821(18) 0.0411(6) Uani 1 1 d . . . . .
H32A H 0.818086 0.853650 0.573208 0.049 Uiso 1 1 calc R . . . .
H32B H 0.825976 0.819505 0.505719 0.049 Uiso 1 1 calc R . . . .
C34 C 0.6003(2) 0.78084(7) 0.50841(16) 0.0372(6) Uani 1 1 d . . . . .
H34A H 0.623990 0.771917 0.453240 0.045 Uiso 1 1 calc R . . . .
H34B H 0.500943 0.777826 0.492829 0.045 Uiso 1 1 calc R . . . .
C55 C 0.1288(3) 0.46030(8) 0.53114(17) 0.0463(7) Uani 1 1 d . . . . .
H55 H 0.080239 0.446825 0.564069 0.056 Uiso 1 1 calc R . . . .
C74 C 0.4828(2) 0.47537(8) 0.10227(18) 0.0399(6) Uani 1 1 d . . . . .
H74A H 0.435717 0.473498 0.032600 0.048 Uiso 1 1 calc R . . . .
H74B H 0.577462 0.483531 0.113489 0.048 Uiso 1 1 calc R . . . .
C61 C 0.2663(2) 0.60844(7) 0.09976(16) 0.0343(6) Uani 1 1 d . . . . .
H61A H 0.356179 0.596897 0.132531 0.041 Uiso 1 1 calc R . . . .
H61B H 0.244760 0.624825 0.146188 0.041 Uiso 1 1 calc R . . . .
C62 C 0.2753(2) 0.63263(8) 0.01625(17) 0.0418(6) Uani 1 1 d . . . . .
H62A H 0.305994 0.616891 -0.027164 0.050 Uiso 1 1 calc R . . . .
H62B H 0.343393 0.652680 0.041442 0.050 Uiso 1 1 calc R . . . .
C56 C 0.2581(3) 0.47320(9) 0.58005(17) 0.0526(8) Uani 1 1 d . . . . .
H56 H 0.298298 0.468089 0.646137 0.063 Uiso 1 1 calc R . . . .
C57 C 0.3325(3) 0.49418(9) 0.53244(16) 0.0482(7) Uani 1 1 d . . . . .
H57 H 0.421463 0.502770 0.567130 0.058 Uiso 1 1 calc R . . . .
H3 H 0.860(2) 0.7544(7) 0.5870(15) 0.024(6) Uiso 1 1 d . . . . .
H6 H 0.181(2) 0.5656(7) 0.0312(14) 0.018(6) Uiso 1 1 d . . . . .
H7 H 0.220(2) 0.4933(7) 0.0781(15) 0.030(7) 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 O11 1.9785(15) . ?
Zn1 O21 1.9888(14) . ?
Zn1 N2 2.1962(17) . ?
Zn1 N1 2.1906(18) . ?
Zn1 N3 2.0670(18) . ?
Zn2 O51 2.0449(13) . ?
Zn2 O41 2.0080(14) . ?
Zn2 N5 2.3453(18) . ?
Zn2 N4 2.3241(19) . ?
Zn2 N6 2.1799(18) . ?
Zn2 N7 2.1755(19) . ?
O51 C510 1.268(3) . ?
O11 C110 1.276(3) . ?
O52 C510 1.239(2) . ?
O41 C410 1.275(3) . ?
O21 C210 1.274(3) . ?
O12 C110 1.229(3) . ?
N2 C21 1.319(2) . ?
N2 C29 1.371(3) . ?
N1 C11 1.319(3) . ?
N1 C19 1.379(2) . ?
N5 C51 1.325(3) . ?
N5 C59 1.380(2) . ?
N3 C35 1.486(3) . ?
N3 C31 1.480(3) . ?
N4 C49 1.381(3) . ?
N4 C41 1.324(3) . ?
N6 C65 1.475(3) . ?
N6 C61 1.482(3) . ?
O22 C210 1.233(2) . ?
N7 C71 1.479(3) . ?
N7 C75 1.485(3) . ?
O42 C410 1.235(3) . ?
C510 C51 1.527(3) . ?
C21 C210 1.516(3) . ?
C21 C22 1.407(3) . ?
C110 C11 1.523(3) . ?
C11 C12 1.404(3) . ?
C29 C28 1.414(3) . ?
C29 C24 1.422(3) . ?
C19 C14 1.422(3) . ?
C19 C18 1.411(3) . ?
C51 C52 1.403(3) . ?
C49 C48 1.418(3) . ?
C49 C44 1.419(3) . ?
C14 C15 1.416(3) . ?
C14 C13 1.403(3) . ?
C59 C54 1.410(3) . ?
C59 C58 1.412(3) . ?
C71 C72 1.521(3) . ?
C28 C27 1.361(3) . ?
C12 C13 1.358(3) . ?
C24 C23 1.408(3) . ?
C24 C25 1.414(3) . ?
C18 C17 1.366(3) . ?
C41 C410 1.531(3) . ?
C41 C42 1.404(3) . ?
C22 C23 1.355(3) . ?
C48 C47 1.369(3) . ?
C15 C16 1.360(3) . ?
C72 C73 1.517(3) . ?
C43 C44 1.412(3) . ?
C43 C42 1.354(3) . ?
C35 C34 1.522(3) . ?
C65 C64 1.517(3) . ?
C44 C45 1.408(3) . ?
C54 C53 1.397(3) . ?
C54 C55 1.429(3) . ?
C73 C74 1.514(3) . ?
C27 C26 1.406(3) . ?
C64 C63 1.526(4) . ?
C47 C46 1.405(3) . ?
C17 C16 1.410(4) . ?
C75 C74 1.517(3) . ?
C52 C53 1.364(3) . ?
C33 C32 1.512(3) . ?
C33 C34 1.513(3) . ?
C26 C25 1.351(3) . ?
C63 C62 1.526(3) . ?
C31 C32 1.518(3) . ?
C45 C46 1.359(3) . ?
C58 C57 1.374(3) . ?
C55 C56 1.352(4) . ?
C61 C62 1.515(3) . ?
C56 C57 1.402(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
O11 Zn1 O21 136.71(7) . . ?
O11 Zn1 N2 88.04(6) . . ?
O11 Zn1 N1 79.48(6) . . ?
O11 Zn1 N3 113.22(7) . . ?
O21 Zn1 N2 79.17(6) . . ?
O21 Zn1 N1 97.24(6) . . ?
O21 Zn1 N3 109.98(7) . . ?
N1 Zn1 N2 157.63(6) . . ?
N3 Zn1 N2 103.63(7) . . ?
N3 Zn1 N1 98.35(7) . . ?
O51 Zn2 N5 75.56(6) . . ?
O51 Zn2 N4 98.13(6) . . ?
O51 Zn2 N6 91.84(6) . . ?
O51 Zn2 N7 90.28(6) . . ?
O41 Zn2 O51 172.98(6) . . ?
O41 Zn2 N5 98.29(6) . . ?
O41 Zn2 N4 77.39(6) . . ?
O41 Zn2 N6 93.76(7) . . ?
O41 Zn2 N7 93.54(7) . . ?
N4 Zn2 N5 81.54(6) . . ?
N6 Zn2 N5 165.21(6) . . ?
N6 Zn2 N4 92.84(7) . . ?
N7 Zn2 N5 93.70(7) . . ?
N7 Zn2 N4 168.94(6) . . ?
N7 Zn2 N6 94.07(7) . . ?
C510 O51 Zn2 121.13(12) . . ?
C110 O11 Zn1 116.68(13) . . ?
C410 O41 Zn2 120.38(14) . . ?
C210 O21 Zn1 117.82(14) . . ?
C21 N2 Zn1 109.48(13) . . ?
C21 N2 C29 118.96(17) . . ?
C29 N2 Zn1 131.10(13) . . ?
C11 N1 Zn1 107.39(13) . . ?
C11 N1 C19 118.31(18) . . ?
C19 N1 Zn1 132.88(15) . . ?
C51 N5 Zn2 109.31(13) . . ?
C51 N5 C59 117.44(19) . . ?
C59 N5 Zn2 132.99(15) . . ?
C35 N3 Zn1 115.03(14) . . ?
C31 N3 Zn1 113.83(13) . . ?
C31 N3 C35 109.92(19) . . ?
C49 N4 Zn2 133.84(13) . . ?
C41 N4 Zn2 107.46(14) . . ?
C41 N4 C49 117.72(19) . . ?
C65 N6 Zn2 113.93(14) . . ?
C65 N6 C61 109.55(19) . . ?
C61 N6 Zn2 116.07(13) . . ?
C71 N7 Zn2 116.68(13) . . ?
C71 N7 C75 110.41(17) . . ?
C75 N7 Zn2 113.58(15) . . ?
O51 C510 C51 117.17(18) . . ?
O52 C510 O51 125.44(19) . . ?
O52 C510 C51 117.4(2) . . ?
N2 C21 C210 115.80(17) . . ?
N2 C21 C22 123.4(2) . . ?
C22 C21 C210 120.77(18) . . ?
O11 C110 C11 115.85(18) . . ?
O12 C110 O11 126.43(19) . . ?
O12 C110 C11 117.7(2) . . ?
N1 C11 C110 116.53(18) . . ?
N1 C11 C12 123.50(19) . . ?
C12 C11 C110 119.95(19) . . ?
N2 C29 C28 119.75(18) . . ?
N2 C29 C24 120.89(18) . . ?
C28 C29 C24 119.35(19) . . ?
N1 C19 C14 120.92(19) . . ?
N1 C19 C18 119.30(19) . . ?
C18 C19 C14 119.78(19) . . ?
N5 C51 C510 116.34(19) . . ?
N5 C51 C52 124.08(19) . . ?
C52 C51 C510 119.57(19) . . ?
N4 C49 C48 119.43(19) . . ?
N4 C49 C44 121.87(18) . . ?
C48 C49 C44 118.70(19) . . ?
C15 C14 C19 118.4(2) . . ?
C13 C14 C19 118.32(19) . . ?
C13 C14 C15 123.3(2) . . ?
N5 C59 C54 121.4(2) . . ?
N5 C59 C58 118.9(2) . . ?
C54 C59 C58 119.7(2) . . ?
N7 C71 C72 113.83(17) . . ?
C27 C28 C29 119.49(19) . . ?
C13 C12 C11 119.3(2) . . ?
C23 C24 C29 117.7(2) . . ?
C23 C24 C25 123.48(19) . . ?
C25 C24 C29 118.83(19) . . ?
C17 C18 C19 119.9(2) . . ?
O21 C210 C21 116.79(18) . . ?
O22 C210 O21 125.8(2) . . ?
O22 C210 C21 117.43(19) . . ?
N4 C41 C410 117.5(2) . . ?
N4 C41 C42 123.4(2) . . ?
C42 C41 C410 119.15(19) . . ?
C23 C22 C21 118.47(19) . . ?
C47 C48 C49 119.9(2) . . ?
C16 C15 C14 120.8(2) . . ?
C73 C72 C71 110.5(2) . . ?
C42 C43 C44 119.4(2) . . ?
C12 C13 C14 119.6(2) . . ?
N3 C35 C34 113.20(19) . . ?
C22 C23 C24 120.48(19) . . ?
N6 C65 C64 114.13(19) . . ?
C43 C44 C49 117.8(2) . . ?
C45 C44 C49 119.2(2) . . ?
C45 C44 C43 122.9(2) . . ?
C59 C54 C55 118.5(2) . . ?
C53 C54 C59 118.7(2) . . ?
C53 C54 C55 122.7(2) . . ?
O41 C410 C41 116.55(18) . . ?
O42 C410 O41 126.2(2) . . ?
O42 C410 C41 117.2(2) . . ?
C43 C42 C41 119.9(2) . . ?
C74 C73 C72 109.84(19) . . ?
C28 C27 C26 121.4(2) . . ?
C65 C64 C63 111.48(18) . . ?
C48 C47 C46 121.3(2) . . ?
C18 C17 C16 120.8(2) . . ?
N7 C75 C74 113.4(2) . . ?
C53 C52 C51 118.7(2) . . ?
C32 C33 C34 109.5(2) . . ?
C15 C16 C17 120.4(2) . . ?
C25 C26 C27 120.3(2) . . ?
C64 C63 C62 109.3(2) . . ?
C52 C53 C54 119.5(2) . . ?
N3 C31 C32 112.73(19) . . ?
C46 C45 C44 121.3(2) . . ?
C26 C25 C24 120.6(2) . . ?
C45 C46 C47 119.6(2) . . ?
C57 C58 C59 119.9(3) . . ?
C33 C32 C31 110.9(2) . . ?
C33 C34 C35 111.35(19) . . ?
C56 C55 C54 120.5(3) . . ?
C73 C74 C75 110.95(19) . . ?
N6 C61 C62 113.38(18) . . ?
C61 C62 C63 111.3(2) . . ?
C55 C56 C57 120.8(2) . . ?
C58 C57 C56 120.5(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 O22 0.85(2) 1.97(2) 2.808(2) 169(2) 4_575 yes
N6 H6 O52 0.78(2) 2.17(2) 2.943(3) 169(2) 3_565 yes

####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 1973018'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H26 N4 O4 Zn, C2 H3 N'
_chemical_formula_sum            'C29 H29 N5 O4 Zn'
_chemical_formula_weight         576.94
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.6353(2)
_cell_length_b                   15.1456(4)
_cell_length_c                   15.5015(4)
_cell_angle_alpha                110.850(3)
_cell_angle_beta                 101.862(2)
_cell_angle_gamma                101.479(2)
_cell_volume                     1565.17(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12031
_cell_measurement_temperature    125.00(10)
_cell_measurement_theta_max      30.1070
_cell_measurement_theta_min      3.1970
_shelx_estimated_absorpt_T_max   0.853
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    0.823
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90914
_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            yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0283
_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       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26129
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.507
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      125.00(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    -37.00  56.00   1.00    5.50    --  -14.36  37.00-180.00   93
  2  ω    -74.00 -48.00   1.00    5.50    --  -14.36 128.00 147.50   26
  3  ω    -16.00  92.00   1.00    5.50    --   14.52  77.00  60.00  108
  4  ω     35.00 103.00   1.00    5.50    --   14.52 178.00 -30.00   68
  5  ω      6.00  91.00   1.00    5.50    --   14.52  37.00-150.00   85
  6  ω    -15.00  86.00   1.00    5.50    --   14.52  57.00 -60.00  101
  7  ω    -54.00  44.00   1.00    5.50    --   14.52 -57.00 -60.00   98
  8  ω     17.00  92.00   1.00    5.50    --   14.52-154.00 128.96   75
;
_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      0.0738943000
_diffrn_orient_matrix_UB_12      -0.0204074000
_diffrn_orient_matrix_UB_13      -0.0087097000
_diffrn_orient_matrix_UB_21      -0.0620004000
_diffrn_orient_matrix_UB_22      -0.0482811000
_diffrn_orient_matrix_UB_23      -0.0166397000
_diffrn_orient_matrix_UB_31      -0.0241223000
_diffrn_orient_matrix_UB_32      -0.0028107000
_diffrn_orient_matrix_UB_33      -0.0478007000
_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                6496
_reflns_number_total             7177
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         7177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+0.6084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0883
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.51429(2) 0.69069(2) 0.35715(2) 0.02174(7) Uani 1 1 d . . . . .
O11 O 0.24936(15) 0.63462(9) 0.35324(9) 0.0272(3) Uani 1 1 d . . . . .
O12 O -0.02056(17) 0.66733(11) 0.36107(10) 0.0344(3) Uani 1 1 d . . . . .
O21 O 0.71546(16) 0.78929(9) 0.47812(9) 0.0265(3) Uani 1 1 d . . . . .
O22 O 0.92325(18) 0.80585(10) 0.61153(10) 0.0382(3) Uani 1 1 d . . . . .
N1 N 0.39399(18) 0.80939(11) 0.35449(10) 0.0225(3) Uani 1 1 d . . . . .
N2 N 0.61067(17) 0.59298(10) 0.41433(10) 0.0203(3) Uani 1 1 d . . . . .
N31 N 0.6323(2) 0.63095(19) 0.08833(12) 0.0560(6) Uani 1 1 d . . . . .
N32 N 0.6087(2) 0.65546(11) 0.24280(11) 0.0257(3) Uani 1 1 d . . . . .
C11 C 0.2308(2) 0.79472(13) 0.37150(12) 0.0236(3) Uani 1 1 d . . . . .
C12 C 0.1403(2) 0.86855(14) 0.39655(12) 0.0274(4) Uani 1 1 d . . . . .
H12 H 0.026663 0.855545 0.409619 0.033 Uiso 1 1 calc R . . . .
C13 C 0.2227(2) 0.95958(14) 0.40125(13) 0.0280(4) Uani 1 1 d . . . . .
H13 H 0.166249 1.009627 0.418367 0.034 Uiso 1 1 calc R . . . .
C14 C 0.3943(2) 0.97732(13) 0.37996(12) 0.0250(3) Uani 1 1 d . . . . .
C15 C 0.4870(2) 1.06894(14) 0.38123(13) 0.0303(4) Uani 1 1 d . . . . .
H15 H 0.433402 1.120379 0.395404 0.036 Uiso 1 1 calc R . . . .
C16 C 0.6542(3) 1.08215(14) 0.36183(14) 0.0330(4) Uani 1 1 d . . . . .
H16 H 0.714091 1.142690 0.363263 0.040 Uiso 1 1 calc R . . . .
C17 C 0.7372(2) 1.00456(14) 0.33954(14) 0.0307(4) Uani 1 1 d . . . . .
H17 H 0.851134 1.014478 0.326331 0.037 Uiso 1 1 calc R . . . .
C18 C 0.6513(2) 0.91503(13) 0.33722(13) 0.0268(3) Uani 1 1 d . . . . .
H18 H 0.706947 0.864416 0.322547 0.032 Uiso 1 1 calc R . . . .
C19 C 0.4785(2) 0.89959(13) 0.35710(12) 0.0227(3) Uani 1 1 d . . . . .
C21 C 0.7486(2) 0.64370(12) 0.49607(12) 0.0217(3) Uani 1 1 d . . . . .
C22 C 0.8407(2) 0.59860(14) 0.54880(13) 0.0264(3) Uani 1 1 d . . . . .
H22 H 0.936869 0.636919 0.606398 0.032 Uiso 1 1 calc R . . . .
C23 C 0.7870(2) 0.49810(14) 0.51429(13) 0.0280(4) Uani 1 1 d . . . . .
H23 H 0.845293 0.467087 0.548584 0.034 Uiso 1 1 calc R . . . .
C24 C 0.6425(2) 0.44132(13) 0.42621(12) 0.0253(3) Uani 1 1 d . . . . .
C25 C 0.5799(3) 0.33649(14) 0.38475(15) 0.0341(4) Uani 1 1 d . . . . .
H25 H 0.635490 0.302376 0.416128 0.041 Uiso 1 1 calc R . . . .
C26 C 0.4398(3) 0.28516(15) 0.29978(15) 0.0387(4) Uani 1 1 d . . . . .
H26 H 0.401141 0.216350 0.273149 0.046 Uiso 1 1 calc R . . . .
C27 C 0.3524(3) 0.33577(15) 0.25166(14) 0.0344(4) Uani 1 1 d . . . . .
H27 H 0.255765 0.299989 0.193816 0.041 Uiso 1 1 calc R . . . .
C28 C 0.4087(2) 0.43727(13) 0.28951(12) 0.0268(3) Uani 1 1 d . . . . .
H28 H 0.350513 0.470026 0.257349 0.032 Uiso 1 1 calc R . . . .
C29 C 0.5550(2) 0.49179(12) 0.37719(12) 0.0216(3) Uani 1 1 d . . . . .
C31 C 0.8378(3) 0.6565(2) 0.11743(16) 0.0472(6) Uani 1 1 d . . . . .
H31A H 0.876705 0.612643 0.067192 0.057 Uiso 1 1 calc R . . . .
H31B H 0.882468 0.648011 0.176387 0.057 Uiso 1 1 calc R . . . .
C32 C 0.9210(4) 0.7614(2) 0.13388(18) 0.0584(7) Uani 1 1 d . . . . .
H32A H 1.056426 0.776874 0.150640 0.070 Uiso 1 1 calc R . . . .
H32B H 0.890340 0.805345 0.187684 0.070 Uiso 1 1 calc R . . . .
C33 C 0.8468(5) 0.7783(3) 0.0433(2) 0.0814(10) Uani 1 1 d . . . . .
H33A H 0.890104 0.848222 0.057989 0.098 Uiso 1 1 calc R . . . .
H33B H 0.895085 0.742818 -0.007471 0.098 Uiso 1 1 calc R . . . .
C34 C 0.6328(6) 0.7425(4) 0.0081(2) 0.1026(16) Uani 1 1 d . . . . .
H34A H 0.584733 0.785681 0.054030 0.123 Uiso 1 1 calc R . . . .
H34B H 0.588579 0.745698 -0.053691 0.123 Uiso 1 1 calc R . . . .
C35 C 0.5607(4) 0.6400(4) -0.00271(18) 0.0897(14) Uani 1 1 d . . . . .
H35A H 0.424799 0.620452 -0.021899 0.108 Uiso 1 1 calc R . . . .
H35B H 0.598322 0.595796 -0.053290 0.108 Uiso 1 1 calc R . . . .
C36 C 0.5376(3) 0.64132(17) 0.15429(14) 0.0372(4) Uani 1 1 d . . . . .
C37 C 0.3328(3) 0.6338(2) 0.12147(16) 0.0607(8) Uani 1 1 d . . . . .
H37A H 0.278328 0.633942 0.172068 0.091 Uiso 1 1 calc GR . . . .
H37B H 0.269050 0.573518 0.064615 0.091 Uiso 1 1 calc GR . . . .
H37C H 0.320789 0.689235 0.106856 0.091 Uiso 1 1 calc GR . . . .
C210 C 0.8032(2) 0.75580(13) 0.53248(13) 0.0256(3) Uani 1 1 d . . . . .
C110 C 0.1444(2) 0.69108(14) 0.36180(12) 0.0247(3) Uani 1 1 d . . . . .
C41 C 0.0673(3) 0.5750(2) 0.84291(15) 0.0457(5) Uani 1 1 d . . . . .
C42 C 0.1474(3) 0.5722(2) 0.76552(16) 0.0528(6) Uani 1 1 d . . . . .
H42A H 0.096705 0.507360 0.713505 0.079 Uiso 1 1 calc GR . . . .
H42B H 0.281084 0.587365 0.789257 0.079 Uiso 1 1 calc GR . . . .
H42C H 0.117748 0.620076 0.742422 0.079 Uiso 1 1 calc GR . . . .
N4 N 0.0039(3) 0.5764(2) 0.90273(17) 0.0792(8) Uani 1 1 d . . . . .
H32 H 0.720(3) 0.6600(16) 0.2586(15) 0.032(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 2.0114(11) . ?
Zn1 O21 2.0038(12) . ?
Zn1 N1 2.1844(13) . ?
Zn1 N2 2.1486(13) . ?
Zn1 N32 1.9877(14) . ?
O11 C110 1.275(2) . ?
O12 C110 1.2358(19) . ?
O21 C210 1.274(2) . ?
O22 C210 1.232(2) . ?
N1 C11 1.318(2) . ?
N1 C19 1.372(2) . ?
N2 C21 1.320(2) . ?
N2 C29 1.369(2) . ?
N31 C31 1.469(3) . ?
N31 C35 1.470(3) . ?
N31 C36 1.352(2) . ?
N32 C36 1.289(2) . ?
N32 H32 0.82(2) . ?
C11 C12 1.410(2) . ?
C11 C110 1.517(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.366(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.414(2) . ?
C14 C15 1.418(3) . ?
C14 C19 1.422(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.363(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.414(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.410(2) . ?
C21 C22 1.408(2) . ?
C21 C210 1.521(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.361(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.410(3) . ?
C24 C25 1.417(3) . ?
C24 C29 1.420(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.358(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.412(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.372(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.409(2) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.495(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.531(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.527(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.475(6) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.509(3) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C41 C42 1.446(3) . ?
C41 N4 1.127(3) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 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
O11 Zn1 N1 78.18(5) . . ?
O11 Zn1 N2 91.90(5) . . ?
O21 Zn1 O11 123.60(5) . . ?
O21 Zn1 N1 88.57(5) . . ?
O21 Zn1 N2 79.71(5) . . ?
N2 Zn1 N1 157.06(5) . . ?
N32 Zn1 O11 124.51(6) . . ?
N32 Zn1 O21 111.89(6) . . ?
N32 Zn1 N1 104.75(6) . . ?
N32 Zn1 N2 97.93(5) . . ?
C110 O11 Zn1 117.87(11) . . ?
C210 O21 Zn1 117.38(11) . . ?
C11 N1 Zn1 110.46(11) . . ?
C11 N1 C19 119.06(14) . . ?
C19 N1 Zn1 129.04(10) . . ?
C21 N2 Zn1 110.66(11) . . ?
C21 N2 C29 119.32(14) . . ?
C29 N2 Zn1 129.97(11) . . ?
C31 N31 C35 110.73(19) . . ?
C36 N31 C31 121.41(17) . . ?
C36 N31 C35 122.06(19) . . ?
Zn1 N32 H32 111.1(15) . . ?
C36 N32 Zn1 132.72(13) . . ?
C36 N32 H32 115.3(15) . . ?
N1 C11 C12 123.46(16) . . ?
N1 C11 C110 115.01(14) . . ?
C12 C11 C110 121.54(14) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 C11 118.69(15) . . ?
C13 C12 H12 120.7 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.67(15) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 123.20(16) . . ?
C13 C14 C19 118.19(16) . . ?
C15 C14 C19 118.61(15) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.46(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.54(17) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.60(16) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.92(16) . . ?
C19 C18 H18 120.0 . . ?
N1 C19 C14 120.87(14) . . ?
N1 C19 C18 119.27(15) . . ?
C18 C19 C14 119.86(15) . . ?
N2 C21 C22 123.00(16) . . ?
N2 C21 C210 116.25(14) . . ?
C22 C21 C210 120.74(15) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.04(16) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.59(15) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 123.13(16) . . ?
C23 C24 C29 118.32(16) . . ?
C25 C24 C29 118.56(17) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.86(17) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.33(18) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.60(18) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.89(16) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 120.71(15) . . ?
N2 C29 C28 119.53(14) . . ?
C28 C29 C24 119.76(16) . . ?
N31 C31 H31A 109.7 . . ?
N31 C31 H31B 109.7 . . ?
N31 C31 C32 110.0(2) . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
C31 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
C31 C32 C33 111.0(3) . . ?
H32A C32 H32B 108.0 . . ?
C33 C32 H32A 109.4 . . ?
C33 C32 H32B 109.4 . . ?
C32 C33 H33A 109.6 . . ?
C32 C33 H33B 109.6 . . ?
H33A C33 H33B 108.1 . . ?
C34 C33 C32 110.5(2) . . ?
C34 C33 H33A 109.6 . . ?
C34 C33 H33B 109.6 . . ?
C33 C34 H34A 109.4 . . ?
C33 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C35 C34 C33 111.3(3) . . ?
C35 C34 H34A 109.4 . . ?
C35 C34 H34B 109.4 . . ?
N31 C35 C34 111.1(3) . . ?
N31 C35 H35A 109.4 . . ?
N31 C35 H35B 109.4 . . ?
C34 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
N31 C36 C37 117.69(17) . . ?
N32 C36 N31 124.73(17) . . ?
N32 C36 C37 117.56(17) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O21 C210 C21 115.94(15) . . ?
O22 C210 O21 125.89(17) . . ?
O22 C210 C21 118.15(15) . . ?
O11 C110 C11 116.34(13) . . ?
O12 C110 O11 125.28(16) . . ?
O12 C110 C11 118.37(15) . . ?
N4 C41 C42 179.4(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
N32 H32 O12 0.82(2) 2.23(2) 2.9728(19) 152.4(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 O11 C110 O12 -179.78(14) . . . . ?
Zn1 O11 C110 C11 1.55(19) . . . . ?
Zn1 O21 C210 O22 -175.93(14) . . . . ?
Zn1 O21 C210 C21 2.40(18) . . . . ?
Zn1 N1 C11 C12 164.75(13) . . . . ?
Zn1 N1 C11 C110 -15.49(17) . . . . ?
Zn1 N1 C19 C14 -163.47(12) . . . . ?
Zn1 N1 C19 C18 16.2(2) . . . . ?
Zn1 N2 C21 C22 -179.02(12) . . . . ?
Zn1 N2 C21 C210 1.88(16) . . . . ?
Zn1 N2 C29 C24 178.08(10) . . . . ?
Zn1 N2 C29 C28 -2.2(2) . . . . ?
Zn1 N32 C36 N31 170.33(18) . . . . ?
Zn1 N32 C36 C37 -10.9(3) . . . . ?
N1 C11 C12 C13 1.7(3) . . . . ?
N1 C11 C110 O11 10.4(2) . . . . ?
N1 C11 C110 O12 -168.40(15) . . . . ?
N2 C21 C22 C23 0.4(2) . . . . ?
N2 C21 C210 O21 -2.9(2) . . . . ?
N2 C21 C210 O22 175.54(15) . . . . ?
N31 C31 C32 C33 -56.9(2) . . . . ?
C11 N1 C19 C14 1.4(2) . . . . ?
C11 N1 C19 C18 -178.85(15) . . . . ?
C11 C12 C13 C14 0.8(2) . . . . ?
C12 C11 C110 O11 -169.87(15) . . . . ?
C12 C11 C110 O12 11.4(2) . . . . ?
C12 C13 C14 C15 178.68(16) . . . . ?
C12 C13 C14 C19 -1.9(2) . . . . ?
C13 C14 C15 C16 178.74(17) . . . . ?
C13 C14 C19 N1 0.9(2) . . . . ?
C13 C14 C19 C18 -178.82(15) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C15 C14 C19 N1 -179.71(15) . . . . ?
C15 C14 C19 C18 0.6(2) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C17 C18 C19 N1 179.99(16) . . . . ?
C17 C18 C19 C14 -0.3(3) . . . . ?
C19 N1 C11 C12 -2.8(2) . . . . ?
C19 N1 C11 C110 176.97(14) . . . . ?
C19 C14 C15 C16 -0.6(3) . . . . ?
C21 N2 C29 C24 0.8(2) . . . . ?
C21 N2 C29 C28 -179.49(14) . . . . ?
C21 C22 C23 C24 0.8(2) . . . . ?
C22 C21 C210 O21 177.95(14) . . . . ?
C22 C21 C210 O22 -3.6(2) . . . . ?
C22 C23 C24 C25 179.22(16) . . . . ?
C22 C23 C24 C29 -1.2(2) . . . . ?
C23 C24 C25 C26 179.85(17) . . . . ?
C23 C24 C29 N2 0.4(2) . . . . ?
C23 C24 C29 C28 -179.33(14) . . . . ?
C24 C25 C26 C27 -0.7(3) . . . . ?
C25 C24 C29 N2 -179.96(14) . . . . ?
C25 C24 C29 C28 0.3(2) . . . . ?
C25 C26 C27 C28 0.6(3) . . . . ?
C26 C27 C28 C29 0.0(3) . . . . ?
C27 C28 C29 N2 179.86(15) . . . . ?
C27 C28 C29 C24 -0.4(2) . . . . ?
C29 N2 C21 C22 -1.2(2) . . . . ?
C29 N2 C21 C210 179.69(13) . . . . ?
C29 C24 C25 C26 0.3(3) . . . . ?
C31 N31 C35 C34 -61.2(3) . . . . ?
C31 N31 C36 N32 -13.6(4) . . . . ?
C31 N31 C36 C37 167.6(2) . . . . ?
C31 C32 C33 C34 52.2(4) . . . . ?
C32 C33 C34 C35 -51.7(4) . . . . ?
C33 C34 C35 N31 56.2(3) . . . . ?
C35 N31 C31 C32 61.2(3) . . . . ?
C35 N31 C36 N32 -164.3(3) . . . . ?
C35 N31 C36 C37 17.0(4) . . . . ?
C36 N31 C31 C32 -92.4(3) . . . . ?
C36 N31 C35 C34 92.2(3) . . . . ?
C210 C21 C22 C23 179.50(14) . . . . ?
C110 C11 C12 C13 -178.04(15) . . . . ?

####################################################################### 
# 
# 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_4b
_database_code_depnum_ccdc_archive 'CCDC 1973019'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-17
_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 H26 N4 O4 Zn, 2(C H Cl3)'
_chemical_formula_sum            'C29 H28 Cl6 N4 O4 Zn'
_chemical_formula_weight         774.62
_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'
Cl Cl 0.3639 0.7018 '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                   10.23980(10)
_cell_length_b                   20.2129(2)
_cell_length_c                   16.02080(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.6380(10)
_cell_angle_gamma                90
_cell_volume                     3286.50(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14056
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.0990
_cell_measurement_theta_min      3.4840
_shelx_estimated_absorpt_T_max   0.651
_shelx_estimated_absorpt_T_min   0.105
_exptl_absorpt_coefficient_mu    5.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30445
_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    1.566
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.7
_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  0.0399
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            33472
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.403
_diffrn_reflns_theta_min         3.540
_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 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -17.00   1.00    1.50    --  -41.76 -37.00  30.00   99
  2  ω    -66.00  33.00   1.00    1.50    --  -41.76  37.00-150.00   99
  3  ω     23.00  98.00   1.00    1.50    --   41.76-125.00-150.00   75
  4  ω     80.00 178.00   1.00    6.00    --  109.50  61.00-120.00   98
  5  ω     27.00 109.00   1.00    6.00    --  109.50 -94.00-150.00   82
  6  ω     33.00 138.00   1.00    6.00    --  109.50 -30.00   0.00  105
  7  ω     94.00 178.00   1.00    6.00    --  109.50 125.00-180.00   84
  8  ω     37.00 139.00   1.00    6.00    --  109.50 -61.00  90.00  102
  9  ω     81.00 178.00   1.00    6.00    --  109.50  30.00   0.00   97
 10  ω     36.00 118.00   1.00    6.00    --  109.50-125.00 150.00   82
 11  ω     37.00 119.00   1.00    6.00    --  109.50-127.00  97.00   82
 12  ω     36.00 118.00   1.00    6.00    --  109.50-125.00 -30.00   82
 13  ω     27.00 109.00   1.00    6.00    --  109.50 -94.00  90.00   82
 14  ω     94.00 178.00   1.00    6.00    --  109.50 125.00  60.00   84
 15  ω   -116.00 -17.00   1.00    1.50    --  -41.76 -37.00 150.00   99
 16  ω   -114.00 -14.00   1.00    1.50    --  -41.76 -57.00 -90.00  100
 17  ω    -30.00  70.00   1.00    1.50    --   41.76 -57.00 -60.00  100
 18  ω     81.00 106.00   1.00    6.00    --  109.50  30.00  60.00   25
 19  ω     84.00 178.00   1.00    6.00    --  109.50  45.00 150.00   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      -0.0352409000
_diffrn_orient_matrix_UB_12      -0.0543254000
_diffrn_orient_matrix_UB_13      -0.0666708000
_diffrn_orient_matrix_UB_21      -0.0235130000
_diffrn_orient_matrix_UB_22      0.0533155000
_diffrn_orient_matrix_UB_23      -0.0690826000
_diffrn_orient_matrix_UB_31      0.1457165000
_diffrn_orient_matrix_UB_32      -0.0045494000
_diffrn_orient_matrix_UB_33      -0.0138567000
_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                6008
_reflns_number_total             6741
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         6741
_refine_ls_number_restraints     116
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.044
_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)+(0.0446P)²+1.2494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0859
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.21669(2) 0.01201(2) 0.17792(2) 0.02429(7) Uani 1 1 d . . . . .
O11 O 0.11282(12) 0.06894(6) 0.09074(8) 0.0307(3) Uani 1 1 d . . . . .
O12 O 0.06539(14) 0.08982(7) -0.04649(8) 0.0375(3) Uani 1 1 d . . . . .
O21 O 0.40336(12) 0.03299(7) 0.22670(8) 0.0326(3) Uani 1 1 d . . . . .
O22 O 0.53003(13) 0.09803(8) 0.31598(11) 0.0466(4) Uani 1 1 d . . . . .
C11 C 0.23010(16) 0.00943(8) -0.00359(10) 0.0245(3) Uani 1 1 d . . . . .
C12 C 0.26726(18) 0.00315(9) -0.08450(11) 0.0294(3) Uani 1 1 d . . . . .
H12 H 0.224463 0.027319 -0.129426 0.035 Uiso 1 1 calc R . . . .
C13 C 0.36757(18) -0.03917(9) -0.09601(11) 0.0308(4) Uani 1 1 d . . . . .
H13 H 0.396708 -0.042609 -0.148397 0.037 Uiso 1 1 calc R . . . .
C14 C 0.42626(17) -0.07747(8) -0.02770(11) 0.0272(3) Uani 1 1 d . . . . .
C15 C 0.53051(18) -0.12259(9) -0.03448(12) 0.0327(4) Uani 1 1 d . . . . .
H15 H 0.562530 -0.127709 -0.085771 0.039 Uiso 1 1 calc R . . . .
C16 C 0.58390(19) -0.15836(9) 0.03340(14) 0.0362(4) Uani 1 1 d . . . . .
H16 H 0.652306 -0.187697 0.028161 0.043 Uiso 1 1 calc R . . . .
C17 C 0.53656(19) -0.15147(9) 0.11192(13) 0.0357(4) Uani 1 1 d . . . . .
H17 H 0.572741 -0.176961 0.157537 0.043 Uiso 1 1 calc R . . . .
C18 C 0.43771(18) -0.10747(9) 0.12128(12) 0.0320(4) Uani 1 1 d . . . . .
H18 H 0.408160 -0.102566 0.173366 0.038 Uiso 1 1 calc R . . . .
C19 C 0.38078(16) -0.06959(8) 0.05180(11) 0.0251(3) Uani 1 1 d . . . . .
C21 C 0.29954(15) 0.10194(8) 0.31821(10) 0.0254(3) Uani 1 1 d . . . . .
C22 C 0.30932(18) 0.14397(10) 0.38843(12) 0.0330(4) Uani 1 1 d . . . . .
H22 H 0.391233 0.157641 0.414871 0.040 Uiso 1 1 calc R . . . .
C23 C 0.19673(18) 0.16440(10) 0.41715(12) 0.0336(4) Uani 1 1 d . . . . .
H23 H 0.201283 0.191555 0.464301 0.040 Uiso 1 1 calc R . . . .
C24 C 0.07310(17) 0.14433(8) 0.37532(10) 0.0264(3) Uani 1 1 d . . . . .
C25 C -0.04804(18) 0.16355(9) 0.40151(12) 0.0325(4) Uani 1 1 d . . . . .
H25 H -0.048249 0.189636 0.449318 0.039 Uiso 1 1 calc R . . . .
C26 C -0.16426(18) 0.14403(10) 0.35704(13) 0.0359(4) Uani 1 1 d . . . . .
H26 H -0.243467 0.156574 0.374831 0.043 Uiso 1 1 calc R . . . .
C27 C -0.16504(18) 0.10510(11) 0.28451(13) 0.0380(4) Uani 1 1 d . . . . .
H27 H -0.245163 0.093254 0.253819 0.046 Uiso 1 1 calc R . . . .
C28 C -0.05032(17) 0.08419(10) 0.25801(12) 0.0329(4) Uani 1 1 d . . . . .
H28 H -0.052578 0.057849 0.210253 0.039 Uiso 1 1 calc R . . . .
C29 C 0.07147(16) 0.10291(8) 0.30370(10) 0.0246(3) Uani 1 1 d . . . . .
C31 C 0.02874(19) -0.20375(9) 0.19217(12) 0.0333(4) Uani 1 1 d . . . . .
H31A H 0.060189 -0.248422 0.185208 0.040 Uiso 1 1 calc R . . . .
H31B H 0.042930 -0.178281 0.142858 0.040 Uiso 1 1 calc R . . . .
C32 C -0.1166(2) -0.20522(12) 0.20045(13) 0.0416(5) Uani 1 1 d . . . . .
H32A H -0.164581 -0.226378 0.151334 0.050 Uiso 1 1 calc R . . . .
H32B H -0.149249 -0.160352 0.203453 0.050 Uiso 1 1 calc R . . . .
C33 C -0.1394(2) -0.24318(13) 0.27980(14) 0.0485(5) Uani 1 1 d . . . . .
H33A H -0.231608 -0.240108 0.287416 0.058 Uiso 1 1 calc R . . . .
H33B H -0.118509 -0.289520 0.273031 0.058 Uiso 1 1 calc R . . . .
C34 C -0.0550(2) -0.21594(11) 0.35738(12) 0.0384(4) Uani 1 1 d . . . . .
H34A H -0.085801 -0.172104 0.369778 0.046 Uiso 1 1 calc R . . . .
H34B H -0.063415 -0.244190 0.405308 0.046 Uiso 1 1 calc R . . . .
C35 C 0.0887(2) -0.21228(10) 0.34367(12) 0.0372(4) Uani 1 1 d . . . . .
H35A H 0.139876 -0.191666 0.392068 0.045 Uiso 1 1 calc R . . . .
H35B H 0.122722 -0.256600 0.337833 0.045 Uiso 1 1 calc R . . . .
C36 C 0.14539(16) -0.11078(9) 0.26924(11) 0.0276(3) Uani 1 1 d . . . . .
C37 C 0.2211(2) -0.08546(11) 0.34949(13) 0.0441(5) Uani 1 1 d . . . . .
H37A H 0.265001 -0.045060 0.338428 0.066 Uiso 1 1 calc GR . . . .
H37B H 0.285166 -0.117809 0.371566 0.066 Uiso 1 1 calc GR . . . .
H37C H 0.161517 -0.077300 0.389827 0.066 Uiso 1 1 calc GR . . . .
C110 C 0.12645(17) 0.06007(8) 0.01334(11) 0.0276(3) Uani 1 1 d . . . . .
C210 C 0.42251(16) 0.07608(9) 0.28480(12) 0.0303(4) Uani 1 1 d . . . . .
N1 N 0.28448(14) -0.02449(7) 0.06223(9) 0.0241(3) Uani 1 1 d . . . . .
N2 N 0.18597(13) 0.08172(7) 0.27720(9) 0.0233(3) Uani 1 1 d . . . . .
N31 N 0.10202(15) -0.17382(8) 0.26774(10) 0.0322(3) Uani 1 1 d . . . . .
N32 N 0.12757(14) -0.07103(7) 0.20470(9) 0.0274(3) Uani 1 1 d . . . . .
C4 C 0.0158(2) 0.21261(10) 0.09180(13) 0.0368(4) Uani 1 1 d . . . . .
H4 H 0.059308 0.169334 0.094669 0.044 Uiso 1 1 calc R . . . .
Cl41 Cl -0.15311(5) 0.20074(3) 0.05998(4) 0.05272(14) Uani 1 1 d . . . . .
Cl42 Cl 0.04525(7) 0.24982(3) 0.19201(3) 0.05343(15) Uani 1 1 d . . . . .
Cl43 Cl 0.08526(5) 0.26229(3) 0.01782(3) 0.04315(12) Uani 1 1 d . . . . .
C5 C 0.3080(3) 0.02627(15) 0.6151(2) 0.0717(9) Uani 1 1 d . . . . .
Cl5 Cl 0.156(2) 0.0246(12) 0.5622(11) 0.063(4) Uani 0.245(3) 1 d . U P A 1
Cl5A Cl 0.4387(6) 0.0392(5) 0.5462(5) 0.094(2) Uani 0.245(3) 1 d . U P A 1
Cl5B Cl 0.3250(7) 0.0749(3) 0.6945(4) 0.0702(16) Uani 0.245(3) 1 d . U P A 1
Cl6 Cl 0.1619(15) 0.0296(10) 0.5460(13) 0.044(2) Uani 0.275(3) 1 d . U P A 2
Cl6A Cl 0.4289(5) 0.0067(3) 0.5271(3) 0.0725(12) Uani 0.275(3) 1 d . U P A 2
Cl6B Cl 0.3660(5) 0.0980(3) 0.6524(5) 0.0734(18) Uani 0.275(3) 1 d . U P A 2
Cl7 Cl 0.161(3) 0.0189(12) 0.5379(18) 0.058(4) Uani 0.245(3) 1 d . U P A 3
Cl7A Cl 0.4044(7) 0.0939(3) 0.6202(5) 0.071(2) Uani 0.245(3) 1 d . U P A 3
Cl7B Cl 0.2550(11) 0.0644(2) 0.7110(2) 0.0718(17) Uani 0.245(3) 1 d . U P A 3
Cl8 Cl 0.2228(8) 0.0050(3) 0.5311(4) 0.0760(17) Uani 0.235(3) 1 d . U P A 4
Cl8A Cl 0.4201(7) 0.0832(6) 0.5833(6) 0.086(2) Uani 0.235(3) 1 d . U P A 4
Cl8B Cl 0.1749(7) 0.0552(2) 0.6933(3) 0.0754(15) Uani 0.235(3) 1 d . U P A 4
H32 H 0.078(2) -0.0847(11) 0.1617(15) 0.031(5) Uiso 1 1 d . . . . .
H5 H 0.337(3) -0.0113(14) 0.6417(19) 0.055(8) 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 O11 2.0028(12) . ?
Zn1 O21 2.0118(12) . ?
Zn1 N1 2.1917(14) . ?
Zn1 N2 2.1787(14) . ?
Zn1 N32 1.9845(15) . ?
O11 C110 1.279(2) . ?
O12 C110 1.230(2) . ?
O21 C210 1.271(2) . ?
O22 C210 1.230(2) . ?
C11 C12 1.404(2) . ?
C11 C110 1.524(2) . ?
C11 N1 1.318(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.368(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.408(3) . ?
C14 C15 1.419(3) . ?
C14 C19 1.422(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.359(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.414(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.370(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.412(2) . ?
C19 N1 1.369(2) . ?
C21 C22 1.403(2) . ?
C21 C210 1.525(2) . ?
C21 N2 1.322(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.361(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.411(2) . ?
C24 C25 1.416(2) . ?
C24 C29 1.419(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.362(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.402(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.368(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.411(2) . ?
C29 N2 1.368(2) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.512(3) . ?
C31 N31 1.467(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.529(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.520(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.518(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 N31 1.465(2) . ?
C36 C37 1.500(2) . ?
C36 N31 1.348(2) . ?
C36 N32 1.303(2) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
N32 H32 0.85(2) . ?
C4 H4 0.9800 . ?
C4 Cl41 1.753(2) . ?
C4 Cl42 1.762(2) . ?
C4 Cl43 1.773(2) . ?
C5 Cl5 1.67(2) . ?
C5 Cl5A 1.864(8) . ?
C5 Cl5B 1.599(6) . ?
C5 Cl6 1.739(16) . ?
C5 Cl6A 2.036(6) . ?
C5 Cl6B 1.648(6) . ?
C5 Cl7 1.82(3) . ?
C5 Cl7A 1.683(6) . ?
C5 Cl7B 1.862(6) . ?
C5 Cl8 1.563(7) . ?
C5 Cl8A 1.749(8) . ?
C5 Cl8B 2.055(6) . ?
C5 H5 0.90(3) . ?
Cl6A Cl6A 1.811(10) 3_656 ?
Cl7A Cl7B 2.325(10) . ?

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
O11 Zn1 O21 122.61(6) . . ?
O11 Zn1 N1 78.59(5) . . ?
O11 Zn1 N2 91.30(5) . . ?
O21 Zn1 N1 90.46(5) . . ?
O21 Zn1 N2 78.58(5) . . ?
N2 Zn1 N1 158.09(5) . . ?
N32 Zn1 O11 114.83(6) . . ?
N32 Zn1 O21 122.33(6) . . ?
N32 Zn1 N1 96.00(6) . . ?
N32 Zn1 N2 105.90(6) . . ?
C110 O11 Zn1 118.64(11) . . ?
C210 O21 Zn1 118.37(11) . . ?
C12 C11 C110 120.35(15) . . ?
N1 C11 C12 123.65(16) . . ?
N1 C11 C110 115.93(15) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.78(16) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.31(16) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C15 122.78(16) . . ?
C13 C14 C19 118.54(16) . . ?
C15 C14 C19 118.67(16) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.49(17) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.70(17) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.45(18) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.96(17) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 119.70(16) . . ?
N1 C19 C14 120.72(15) . . ?
N1 C19 C18 119.56(15) . . ?
C22 C21 C210 121.00(15) . . ?
N2 C21 C22 123.38(15) . . ?
N2 C21 C210 115.62(15) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.78(16) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.94(16) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 123.13(16) . . ?
C23 C24 C29 117.85(15) . . ?
C25 C24 C29 119.03(16) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.30(17) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.30(17) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.32(17) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 H28 120.2 . . ?
C27 C28 C29 119.50(17) . . ?
C29 C28 H28 120.2 . . ?
C28 C29 C24 119.48(15) . . ?
N2 C29 C24 121.16(15) . . ?
N2 C29 C28 119.35(15) . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
N31 C31 H31A 109.7 . . ?
N31 C31 H31B 109.7 . . ?
N31 C31 C32 109.70(16) . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
C31 C32 C33 110.10(17) . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 H32A 109.6 . . ?
C33 C32 H32B 109.6 . . ?
C32 C33 H33A 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 C32 111.40(17) . . ?
C34 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 108.1 . . ?
C35 C34 C33 110.88(17) . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C34 C35 H35A 109.6 . . ?
C34 C35 H35B 109.6 . . ?
H35A C35 H35B 108.1 . . ?
N31 C35 C34 110.15(15) . . ?
N31 C35 H35A 109.6 . . ?
N31 C35 H35B 109.6 . . ?
N31 C36 C37 117.97(16) . . ?
N32 C36 C37 118.13(16) . . ?
N32 C36 N31 123.88(16) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O11 C110 C11 115.78(15) . . ?
O12 C110 O11 125.28(16) . . ?
O12 C110 C11 118.92(16) . . ?
O21 C210 C21 115.97(14) . . ?
O22 C210 O21 125.98(17) . . ?
O22 C210 C21 118.05(17) . . ?
C11 N1 Zn1 110.73(11) . . ?
C11 N1 C19 118.90(14) . . ?
C19 N1 Zn1 129.91(11) . . ?
C21 N2 Zn1 111.10(11) . . ?
C21 N2 C29 118.86(14) . . ?
C29 N2 Zn1 129.94(11) . . ?
C35 N31 C31 111.87(15) . . ?
C36 N31 C31 122.37(15) . . ?
C36 N31 C35 123.59(16) . . ?
Zn1 N32 H32 110.1(15) . . ?
C36 N32 Zn1 132.32(12) . . ?
C36 N32 H32 116.8(15) . . ?
Cl41 C4 H4 108.4 . . ?
Cl41 C4 Cl42 111.48(11) . . ?
Cl41 C4 Cl43 110.55(11) . . ?
Cl42 C4 H4 108.4 . . ?
Cl42 C4 Cl43 109.39(11) . . ?
Cl43 C4 H4 108.4 . . ?
Cl5 C5 Cl5A 113.3(7) . . ?
Cl5 C5 H5 116(2) . . ?
Cl5A C5 H5 100.6(19) . . ?
Cl5B C5 Cl5 114.3(9) . . ?
Cl5B C5 Cl5A 112.0(4) . . ?
Cl5B C5 H5 98.6(19) . . ?
Cl6 C5 Cl6A 96.7(7) . . ?
Cl6 C5 H5 122(2) . . ?
Cl6A C5 H5 88.5(19) . . ?
Cl6B C5 Cl6 115.7(7) . . ?
Cl6B C5 Cl6A 101.5(3) . . ?
Cl6B C5 H5 119.5(19) . . ?
Cl7 C5 Cl7B 106.9(10) . . ?
Cl7 C5 H5 116(2) . . ?
Cl7A C5 Cl7 121.7(9) . . ?
Cl7A C5 Cl7B 81.8(4) . . ?
Cl7A C5 H5 120.8(19) . . ?
Cl7B C5 H5 94.1(19) . . ?
Cl8 C5 Cl8A 104.0(4) . . ?
Cl8 C5 Cl8B 105.3(3) . . ?
Cl8 C5 H5 106.5(19) . . ?
Cl8A C5 Cl8B 120.3(5) . . ?
Cl8A C5 H5 120.6(19) . . ?
Cl8B C5 H5 98.8(19) . . ?
Cl6A Cl6A C5 164.2(5) 3_656 . ?
C5 Cl7A Cl7B 52.5(3) . . ?
C5 Cl7B Cl7A 45.8(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
N32 H32 O12 0.85(2) 2.20(2) 3.023(2) 163(2) 3 yes

####################################################################### 
# 
# 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 1973020'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C7 H15 N2'
_chemical_formula_sum            'C37 H33 N5 O6 Zn'
_chemical_formula_weight         709.05
_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 0.0181 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5111(2)
_cell_length_b                   12.6993(3)
_cell_length_c                   13.6361(3)
_cell_angle_alpha                88.709(2)
_cell_angle_beta                 88.368(2)
_cell_angle_gamma                82.441(2)
_cell_volume                     1631.76(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17889
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.1850
_cell_measurement_theta_min      3.1910
_shelx_estimated_absorpt_T_max   0.805
_shelx_estimated_absorpt_T_min   0.583
_exptl_absorpt_coefficient_mu    1.511
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07001
_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            yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29230
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.980
_diffrn_reflns_theta_min         3.243
_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 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  25.00   1.00    1.00    --   38.00  93.00-111.92   25
  2  ω    -47.00 -13.00   1.00    1.00    --  -41.63 -57.00-120.00   34
  3  ω   -107.00 -17.00   1.00    1.00    --  -41.63 -37.00 120.00   90
  4  ω    -64.00  33.00   1.00    1.00    --  -41.63  37.00-150.00   97
  5  ω    -91.00  -3.00   1.00    1.00    --  -41.63 125.00-150.00   88
  6  ω   -115.00 -66.00   1.00    1.00    --  -41.63 -57.00-120.00   49
  7  ω   -101.00 -18.00   1.00    1.00    --  -41.63 -37.00  30.00   83
  8  ω     23.00  96.00   1.00    1.00    --   41.63-125.00  60.00   73
  9  ω      7.00  32.00   1.00    1.00    --   42.00  86.00 101.36   25
 10  ω     16.00  43.00   1.00    1.00    --   50.00  81.00 -84.36   27
 11  ω     18.00  44.00   1.00    1.00    --   50.00  79.00 121.23   26
 12  ω     16.00  41.00   1.00    1.00    --   50.00  82.00 -15.97   25
 13  ω     27.00  56.00   1.00    1.00    --   58.00  76.00  34.95   29
 14  ω     91.00 120.00   1.00    1.00    --   62.00  76.00-170.65   29
 15  ω     32.00  58.00   1.00    1.00    --   62.00  76.00-170.65   26
 16  ω     32.00  58.00   1.00    1.00    --   62.00  75.00 154.50   26
 17  ω     34.00  62.00   1.00    1.00    --   66.00  76.00 -12.09   28
 18  ω     34.00  59.00   1.00    1.00    --   66.00  77.00 -58.78   25
 19  ω    102.00 142.00   1.00    1.00    --   70.00  76.00-133.94   40
 20  ω    118.00 143.00   1.00    1.00    --   70.00  75.00-101.02   25
 21  ω    110.00 144.00   1.00    1.00    --   70.00  75.00 114.81   34
 22  ω     38.00  64.00   1.00    1.00    --   70.00  75.00-101.02   26
 23  ω     38.00  64.00   1.00    1.00    --   70.00  76.00-133.94   26
 24  ω     38.00  76.00   1.00    1.00    --   70.00  75.00 114.81   38
 25  ω     37.00  71.00   1.00    1.00    --   70.00  77.00  56.69   34
 26  ω     42.00  71.00   1.00    1.00    --   74.00  73.00 -74.14   29
 27  ω     44.00  84.00   1.00    1.00    --   74.00  77.00  19.64   40
 28  ω     54.00  80.00   1.00    2.00    --   82.00  54.00 177.78   26
 29  ω     59.00  90.00   1.00    2.00    --   86.00  55.00  71.62   31
 30  ω     53.00  80.00   1.00    2.00    --   86.00  77.00 -12.93   27
 31  ω     63.00  89.00   1.00    2.00    --   90.00  59.00 -46.56   26
 32  ω     58.00  84.00   1.00    2.00    --   90.00  73.00 168.01   26
 33  ω    149.00 174.00   1.00    2.00    --  102.00  66.00 -80.79   25
 34  ω     73.00  99.00   1.00    2.00    --  102.00  66.00 -80.79   26
 35  ω     40.00 128.00   1.00    2.00    --  109.50 -61.00-180.00   88
 36  ω     80.00 106.00   1.00    2.00    --  109.50  61.00-150.00   26
 37  ω    109.00 168.00   1.00    2.00    --  109.50  66.00-172.16   59
 38  ω     36.00 115.00   1.00    2.00    --  109.50-125.00 120.00   79
 39  ω     81.00 106.00   1.00    2.00    --  109.50  61.00  90.00   25
 40  ω     79.00 105.00   1.00    2.00    --  109.50  66.00-172.16   26
 41  ω    108.00 178.00   1.00    2.00    --  109.50  77.00   0.00   70
 42  ω     77.00 103.00   1.00    2.00    --  109.50  77.00   0.00   26
 43  ω     28.00 107.00   1.00    2.00    --  109.50 -94.00-180.00   79
 44  ω     78.00 177.00   1.00    2.00    --  109.50  77.00 150.00   99
 45  ω     84.00 109.00   1.00    2.00    --  109.50 -94.00-150.00   25
 46  ω     77.00 177.00   1.00    2.00    --  109.50  77.00  60.00  100
 47  ω     77.00 168.00   1.00    2.00    --  109.50  77.00 -30.00   91
 48  ω     77.00 146.00   1.00    2.00    --  109.50  77.00-120.00   69
 49  ω     77.00 172.00   1.00    2.00    --  109.50  77.00  30.00   95
 50  ω    119.00 144.00   1.00    2.00    --  109.50  61.00-120.00   25
 51  ω     77.00 173.00   1.00    2.00    --  109.50  77.00 120.00   96
 52  ω    117.00 148.00   1.00    2.00    --  109.50  77.00  90.00   31
 53  ω     48.00  86.00   1.00    2.00    --  109.50 -94.00   0.00   38
 54  ω     61.00 117.00   1.00    2.00    --  109.50-125.00-180.00   56
 55  ω     86.00 111.00   1.00    2.00    --  109.50  61.00-120.00   25
 56  ω     77.00 111.00   1.00    2.00    --  109.50  77.00  90.00   34
 57  ω     81.00 108.00   1.00    2.00    --  109.50  61.00  30.00   27
 58  ω     84.00 111.00   1.00    2.00    --  109.50  61.00 120.00   27
 59  ω     77.00 133.00   1.00    2.00    --  109.50  77.00-150.00   56
 60  ω     27.00  77.00   1.00    2.00    --  109.50 -94.00 120.00   50
 61  ω     77.00 168.00   1.00    2.00    --  109.50  77.00 -90.00   91
 62  ω     57.00 117.00   1.00    2.00    --  109.50-125.00  90.00   60
 63  ω     38.00 117.00   1.00    2.00    --  109.50-125.00   0.00   79
 64  ω     77.00 145.00   1.00    2.00    --  109.50  77.00 -60.00   68
;
_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      0.1237934000
_diffrn_orient_matrix_UB_12      -0.0381287000
_diffrn_orient_matrix_UB_13      -0.0713489000
_diffrn_orient_matrix_UB_21      -0.1066458000
_diffrn_orient_matrix_UB_22      -0.0151982000
_diffrn_orient_matrix_UB_23      -0.0797772000
_diffrn_orient_matrix_UB_31      0.0041530000
_diffrn_orient_matrix_UB_32      0.1153087000
_diffrn_orient_matrix_UB_33      -0.0363828000
_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                5975
_reflns_number_total             6194
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.027
_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)+(0.0526P)²+0.7068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0890
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.46313(2) 0.74720(2) 0.78938(2) 0.02193(8) Uani 1 1 d . . . . .
O11 O 0.35988(13) 0.79753(9) 0.91423(8) 0.0314(3) Uani 1 1 d . . . . .
O12 O 0.27419(17) 0.94183(11) 0.99783(10) 0.0465(3) Uani 1 1 d . . . . .
O21 O 0.32173(12) 0.74044(9) 0.68687(8) 0.0266(2) Uani 1 1 d . . . . .
O22 O 0.49635(13) 0.64840(13) 0.60030(10) 0.0457(3) Uani 1 1 d . . . . .
O31 O 0.67712(11) 0.72164(9) 0.78735(9) 0.0277(2) Uani 1 1 d . . . . .
O32 O 0.86403(11) 0.59859(9) 0.80669(8) 0.0282(2) Uani 1 1 d . . . . .
N1 N 0.47309(13) 0.91496(10) 0.77678(9) 0.0229(3) Uani 1 1 d . . . . .
N2 N 0.12735(14) 0.69478(10) 0.56126(9) 0.0246(3) Uani 1 1 d . . . . .
N3 N 0.49879(13) 0.58354(10) 0.83602(9) 0.0211(3) Uani 1 1 d . . . . .
N41 N 1.04281(15) 0.94645(11) 0.78752(10) 0.0290(3) Uani 1 1 d . . . . .
N42 N 1.01263(15) 0.77304(11) 0.75447(10) 0.0281(3) Uani 1 1 d . . . . .
C11 C 0.40790(17) 0.96552(13) 0.85188(12) 0.0266(3) Uani 1 1 d . . . . .
C12 C 0.3955(2) 1.07684(14) 0.85996(14) 0.0361(4) Uani 1 1 d . . . . .
H12 H 0.350185 1.110226 0.914434 0.043 Uiso 1 1 calc R . . . .
C13 C 0.4510(2) 1.13489(14) 0.78640(15) 0.0381(4) Uani 1 1 d . . . . .
H13 H 0.442367 1.208500 0.790175 0.046 Uiso 1 1 calc R . . . .
C14 C 0.52114(18) 1.08363(13) 0.70508(13) 0.0304(3) Uani 1 1 d . . . . .
C15 C 0.5812(2) 1.13824(14) 0.62558(15) 0.0368(4) Uani 1 1 d . . . . .
H15 H 0.574472 1.211958 0.625579 0.044 Uiso 1 1 calc R . . . .
C16 C 0.64844(19) 1.08325(16) 0.54936(14) 0.0380(4) Uani 1 1 d . . . . .
H16 H 0.687663 1.119708 0.497729 0.046 Uiso 1 1 calc R . . . .
C17 C 0.65909(18) 0.97164(15) 0.54810(13) 0.0333(4) Uani 1 1 d . . . . .
H17 H 0.705400 0.935226 0.495544 0.040 Uiso 1 1 calc R . . . .
C18 C 0.60213(17) 0.91578(13) 0.62328(12) 0.0285(3) Uani 1 1 d . . . . .
H18 H 0.609916 0.842059 0.621761 0.034 Uiso 1 1 calc R . . . .
C19 C 0.53177(16) 0.97108(12) 0.70279(12) 0.0243(3) Uani 1 1 d . . . . .
C21 C 0.26146(16) 0.65587(12) 0.54376(11) 0.0247(3) Uani 1 1 d . . . . .
C22 C 0.30646(18) 0.58794(14) 0.46530(13) 0.0322(4) Uani 1 1 d . . . . .
H22 H 0.402170 0.563435 0.455132 0.039 Uiso 1 1 calc R . . . .
C23 C 0.2072(2) 0.55872(14) 0.40445(12) 0.0343(4) Uani 1 1 d . . . . .
H23 H 0.234799 0.513231 0.352888 0.041 Uiso 1 1 calc R . . . .
C24 C 0.06285(19) 0.59779(13) 0.42014(12) 0.0297(3) Uani 1 1 d . . . . .
C25 C -0.0468(2) 0.57185(15) 0.36026(13) 0.0359(4) Uani 1 1 d . . . . .
H25 H -0.024453 0.527379 0.307237 0.043 Uiso 1 1 calc R . . . .
C26 C -0.1845(2) 0.61166(16) 0.37995(14) 0.0390(4) Uani 1 1 d . . . . .
H26 H -0.255545 0.594661 0.339936 0.047 Uiso 1 1 calc R . . . .
C27 C -0.22034(19) 0.67868(16) 0.46085(14) 0.0380(4) Uani 1 1 d . . . . .
H27 H -0.314823 0.704671 0.474181 0.046 Uiso 1 1 calc R . . . .
C28 C -0.11695(18) 0.70547(15) 0.51952(13) 0.0326(4) Uani 1 1 d . . . . .
H28 H -0.141547 0.749699 0.572435 0.039 Uiso 1 1 calc R . . . .
C29 C 0.02720(17) 0.66640(13) 0.50033(11) 0.0260(3) Uani 1 1 d . . . . .
C31 C 0.63582(16) 0.54863(12) 0.83935(10) 0.0212(3) Uani 1 1 d . . . . .
C32 C 0.68912(17) 0.44580(12) 0.87264(11) 0.0252(3) Uani 1 1 d . . . . .
H32 H 0.786224 0.423274 0.871208 0.030 Uiso 1 1 calc R . . . .
C33 C 0.59605(17) 0.37960(12) 0.90708(11) 0.0261(3) Uani 1 1 d . . . . .
H33 H 0.629319 0.312230 0.931501 0.031 Uiso 1 1 calc R . . . .
C34 C 0.44904(17) 0.41430(12) 0.90528(10) 0.0233(3) Uani 1 1 d . . . . .
C35 C 0.34539(18) 0.35126(13) 0.94110(11) 0.0276(3) Uani 1 1 d . . . . .
H35 H 0.373684 0.284640 0.969054 0.033 Uiso 1 1 calc R . . . .
C36 C 0.20465(19) 0.38782(14) 0.93474(12) 0.0318(4) Uani 1 1 d . . . . .
H36 H 0.137634 0.345150 0.957069 0.038 Uiso 1 1 calc R . . . .
C37 C 0.15939(18) 0.48954(14) 0.89472(12) 0.0309(4) Uani 1 1 d . . . . .
H37 H 0.062937 0.513314 0.890718 0.037 Uiso 1 1 calc R . . . .
C38 C 0.25643(17) 0.55349(13) 0.86175(12) 0.0277(3) Uani 1 1 d . . . . .
H38 H 0.225889 0.620784 0.836002 0.033 Uiso 1 1 calc R . . . .
C39 C 0.40282(16) 0.51740(12) 0.86678(10) 0.0213(3) Uani 1 1 d . . . . .
C41 C 1.0079(2) 1.04322(14) 0.84583(13) 0.0341(4) Uani 1 1 d . . . . .
H41A H 1.093569 1.074640 0.856816 0.041 Uiso 1 1 calc R . . . .
H41B H 0.967727 1.025042 0.909186 0.041 Uiso 1 1 calc R . . . .
C42 C 0.9026(2) 1.12230(16) 0.79225(15) 0.0421(4) Uani 1 1 d . . . . .
H42C H 0.885155 1.187496 0.828917 0.051 Uiso 1 1 calc R . . . .
H42D H 0.813387 1.093685 0.787860 0.051 Uiso 1 1 calc R . . . .
C43 C 0.9582(2) 1.14654(16) 0.68936(16) 0.0469(5) Uani 1 1 d . . . . .
H43A H 0.884591 1.190559 0.653887 0.056 Uiso 1 1 calc R . . . .
H43B H 1.038414 1.185948 0.693927 0.056 Uiso 1 1 calc R . . . .
C44 C 1.0036(2) 1.04524(16) 0.63340(13) 0.0386(4) Uani 1 1 d . . . . .
H44A H 0.920593 1.011670 0.619721 0.046 Uiso 1 1 calc R . . . .
H44B H 1.047744 1.062695 0.571170 0.046 Uiso 1 1 calc R . . . .
C45 C 1.10724(18) 0.96807(14) 0.69092(12) 0.0311(4) Uani 1 1 d . . . . .
H45A H 1.129716 0.902396 0.655427 0.037 Uiso 1 1 calc R . . . .
H45B H 1.194531 0.998303 0.699268 0.037 Uiso 1 1 calc R . . . .
C46 C 0.99262(17) 0.85652(13) 0.81008(11) 0.0267(3) Uani 1 1 d . . . . .
C47 C 0.9117(2) 0.84543(15) 0.90476(13) 0.0400(4) Uani 1 1 d . . . . .
H47A H 0.973557 0.848732 0.958685 0.060 Uiso 1 1 calc GR . . . .
H47B H 0.875160 0.778417 0.906908 0.060 Uiso 1 1 calc GR . . . .
H47C H 0.834351 0.902036 0.909380 0.060 Uiso 1 1 calc GR . . . .
C110 C 0.34125(18) 0.89685(14) 0.92914(12) 0.0296(3) Uani 1 1 d . . . . .
C210 C 0.37030(16) 0.68298(13) 0.61468(12) 0.0267(3) Uani 1 1 d . . . . .
C310 C 0.73461(16) 0.62855(12) 0.80801(11) 0.0228(3) Uani 1 1 d . . . . .
H42A H 0.969(2) 0.7181(19) 0.7738(16) 0.041(6) Uiso 1 1 d . . . . .
H42B H 1.066(2) 0.7702(17) 0.6978(16) 0.037(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 O11 2.0150(11) . ?
Zn1 O21 1.9780(11) . ?
Zn1 O31 2.0179(11) . ?
Zn1 N1 2.1478(13) . ?
Zn1 N3 2.1463(13) . ?
O11 C110 1.271(2) . ?
O12 C110 1.227(2) . ?
O21 C210 1.278(2) . ?
O22 C210 1.233(2) . ?
O31 C310 1.2648(19) . ?
O32 C310 1.2394(19) . ?
N1 C11 1.317(2) . ?
N1 C19 1.370(2) . ?
N2 C21 1.323(2) . ?
N2 C29 1.370(2) . ?
N3 C31 1.322(2) . ?
N3 C39 1.3706(19) . ?
N41 C41 1.475(2) . ?
N41 C45 1.472(2) . ?
N41 C46 1.321(2) . ?
N42 C46 1.308(2) . ?
N42 H42A 0.89(2) . ?
N42 H42B 0.91(2) . ?
C11 C12 1.410(2) . ?
C11 C110 1.529(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(3) . ?
C14 C15 1.420(2) . ?
C14 C19 1.420(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.362(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.408(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.373(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.409(2) . ?
C21 C22 1.411(2) . ?
C21 C210 1.514(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.367(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.409(3) . ?
C24 C25 1.419(2) . ?
C24 C29 1.419(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.362(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.415(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.367(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.415(2) . ?
C31 C32 1.407(2) . ?
C31 C310 1.518(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.366(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.410(2) . ?
C34 C35 1.419(2) . ?
C34 C39 1.419(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.362(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.410(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.368(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.410(2) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.513(3) . ?
C42 H42C 0.9700 . ?
C42 H42D 0.9700 . ?
C42 C43 1.524(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.518(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C45 1.517(3) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.498(2) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 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
O11 Zn1 O31 118.72(5) . . ?
O11 Zn1 N1 79.38(5) . . ?
O11 Zn1 N3 94.69(5) . . ?
O21 Zn1 O11 108.51(5) . . ?
O21 Zn1 O31 132.68(5) . . ?
O21 Zn1 N1 96.93(5) . . ?
O21 Zn1 N3 100.54(5) . . ?
O31 Zn1 N1 89.18(5) . . ?
O31 Zn1 N3 79.23(5) . . ?
N3 Zn1 N1 162.53(5) . . ?
C110 O11 Zn1 117.58(10) . . ?
C210 O21 Zn1 112.95(10) . . ?
C310 O31 Zn1 117.12(10) . . ?
C11 N1 Zn1 111.14(10) . . ?
C11 N1 C19 119.80(13) . . ?
C19 N1 Zn1 129.03(10) . . ?
C21 N2 C29 117.96(13) . . ?
C31 N3 Zn1 111.32(10) . . ?
C31 N3 C39 119.05(13) . . ?
C39 N3 Zn1 129.49(10) . . ?
C45 N41 C41 112.52(13) . . ?
C46 N41 C41 122.72(14) . . ?
C46 N41 C45 123.07(14) . . ?
C46 N42 H42A 116.5(15) . . ?
C46 N42 H42B 123.1(14) . . ?
H42A N42 H42B 120.3(19) . . ?
N1 C11 C12 122.50(15) . . ?
N1 C11 C110 116.15(14) . . ?
C12 C11 C110 121.32(15) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.90(16) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.15(16) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 123.56(16) . . ?
C13 C14 C19 117.80(15) . . ?
C15 C14 C19 118.64(16) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.37(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.52(16) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 121.00(17) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.44(16) . . ?
C19 C18 H18 120.3 . . ?
N1 C19 C14 120.83(15) . . ?
N1 C19 C18 119.13(14) . . ?
C18 C19 C14 120.03(15) . . ?
N2 C21 C22 123.49(15) . . ?
N2 C21 C210 117.52(14) . . ?
C22 C21 C210 118.95(14) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 118.96(16) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.74(15) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 123.36(16) . . ?
C23 C24 C29 117.52(15) . . ?
C25 C24 C29 119.12(16) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.43(16) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.45(17) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.42(17) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.47(16) . . ?
C29 C28 H28 119.8 . . ?
N2 C29 C24 122.33(15) . . ?
N2 C29 C28 118.57(14) . . ?
C28 C29 C24 119.10(15) . . ?
N3 C31 C32 123.18(14) . . ?
N3 C31 C310 115.54(13) . . ?
C32 C31 C310 121.24(13) . . ?
C31 C32 H32 120.5 . . ?
C33 C32 C31 118.98(14) . . ?
C33 C32 H32 120.5 . . ?
C32 C33 H33 120.3 . . ?
C32 C33 C34 119.42(14) . . ?
C34 C33 H33 120.3 . . ?
C33 C34 C35 123.01(15) . . ?
C33 C34 C39 118.45(14) . . ?
C39 C34 C35 118.54(15) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.35(15) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 119.6 . . ?
C35 C36 C37 120.79(15) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.41(16) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 120.0 . . ?
C37 C38 C39 120.01(15) . . ?
C39 C38 H38 120.0 . . ?
N3 C39 C34 120.82(14) . . ?
N3 C39 C38 119.32(14) . . ?
C38 C39 C34 119.85(14) . . ?
N41 C41 H41A 109.7 . . ?
N41 C41 H41B 109.7 . . ?
N41 C41 C42 109.97(14) . . ?
H41A C41 H41B 108.2 . . ?
C42 C41 H41A 109.7 . . ?
C42 C41 H41B 109.7 . . ?
C41 C42 H42C 109.4 . . ?
C41 C42 H42D 109.4 . . ?
C41 C42 C43 111.00(16) . . ?
H42C C42 H42D 108.0 . . ?
C43 C42 H42C 109.4 . . ?
C43 C42 H42D 109.4 . . ?
C42 C43 H43A 109.4 . . ?
C42 C43 H43B 109.4 . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 C42 111.23(16) . . ?
C44 C43 H43A 109.4 . . ?
C44 C43 H43B 109.4 . . ?
C43 C44 H44A 109.3 . . ?
C43 C44 H44B 109.3 . . ?
H44A C44 H44B 108.0 . . ?
C45 C44 C43 111.61(16) . . ?
C45 C44 H44A 109.3 . . ?
C45 C44 H44B 109.3 . . ?
N41 C45 C44 109.10(14) . . ?
N41 C45 H45A 109.9 . . ?
N41 C45 H45B 109.9 . . ?
C44 C45 H45A 109.9 . . ?
C44 C45 H45B 109.9 . . ?
H45A C45 H45B 108.3 . . ?
N41 C46 C47 120.07(15) . . ?
N42 C46 N41 123.31(15) . . ?
N42 C46 C47 116.60(15) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
O11 C110 C11 115.67(14) . . ?
O12 C110 O11 126.43(16) . . ?
O12 C110 C11 117.89(15) . . ?
O21 C210 C21 115.85(13) . . ?
O22 C210 O21 124.93(15) . . ?
O22 C210 C21 119.21(15) . . ?
O31 C310 C31 116.64(13) . . ?
O32 C310 O31 125.33(14) . . ?
O32 C310 C31 118.01(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
N42 H42A O32 0.89(2) 1.96(2) 2.8473(18) 175(2) . yes
N42 H42B O21 0.91(2) 2.41(2) 3.0342(18) 125.7(16) 1_655 yes
N42 H42B N2 0.91(2) 2.14(2) 2.9645(19) 149.2(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 O11 C110 O12 175.58(15) . . . . ?
Zn1 O11 C110 C11 -3.31(19) . . . . ?
Zn1 O21 C210 O22 -11.1(2) . . . . ?
Zn1 O21 C210 C21 168.12(10) . . . . ?
Zn1 O31 C310 O32 177.25(12) . . . . ?
Zn1 O31 C310 C31 -4.40(17) . . . . ?
Zn1 N1 C11 C12 -178.08(13) . . . . ?
Zn1 N1 C11 C110 -0.09(17) . . . . ?
Zn1 N1 C19 C14 176.55(11) . . . . ?
Zn1 N1 C19 C18 -2.8(2) . . . . ?
Zn1 N3 C31 C32 176.46(11) . . . . ?
Zn1 N3 C31 C310 -1.43(15) . . . . ?
Zn1 N3 C39 C34 -172.85(10) . . . . ?
Zn1 N3 C39 C38 5.9(2) . . . . ?
N1 C11 C12 C13 1.1(3) . . . . ?
N1 C11 C110 O11 2.2(2) . . . . ?
N1 C11 C110 O12 -176.78(16) . . . . ?
N2 C21 C22 C23 -1.1(3) . . . . ?
N2 C21 C210 O21 1.1(2) . . . . ?
N2 C21 C210 O22 -179.69(15) . . . . ?
N3 C31 C32 C33 -2.7(2) . . . . ?
N3 C31 C310 O31 3.90(19) . . . . ?
N3 C31 C310 O32 -177.62(13) . . . . ?
N41 C41 C42 C43 -55.3(2) . . . . ?
C11 N1 C19 C14 -1.1(2) . . . . ?
C11 N1 C19 C18 179.52(14) . . . . ?
C11 C12 C13 C14 -1.0(3) . . . . ?
C12 C11 C110 O11 -179.77(16) . . . . ?
C12 C11 C110 O12 1.2(3) . . . . ?
C12 C13 C14 C15 179.74(18) . . . . ?
C12 C13 C14 C19 -0.1(3) . . . . ?
C13 C14 C15 C16 179.60(18) . . . . ?
C13 C14 C19 N1 1.2(2) . . . . ?
C13 C14 C19 C18 -179.46(15) . . . . ?
C14 C15 C16 C17 0.2(3) . . . . ?
C15 C14 C19 N1 -178.68(15) . . . . ?
C15 C14 C19 C18 0.7(2) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C17 C18 C19 N1 178.91(15) . . . . ?
C17 C18 C19 C14 -0.5(2) . . . . ?
C19 N1 C11 C12 0.0(2) . . . . ?
C19 N1 C11 C110 177.96(13) . . . . ?
C19 C14 C15 C16 -0.6(3) . . . . ?
C21 N2 C29 C24 -0.2(2) . . . . ?
C21 N2 C29 C28 178.58(14) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C22 C21 C210 O21 -176.59(14) . . . . ?
C22 C21 C210 O22 2.7(2) . . . . ?
C22 C23 C24 C25 179.71(17) . . . . ?
C22 C23 C24 C29 -0.4(3) . . . . ?
C23 C24 C25 C26 179.45(18) . . . . ?
C23 C24 C29 N2 0.0(2) . . . . ?
C23 C24 C29 C28 -178.75(16) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C25 C24 C29 N2 179.93(15) . . . . ?
C25 C24 C29 C28 1.2(2) . . . . ?
C25 C26 C27 C28 0.9(3) . . . . ?
C26 C27 C28 C29 -0.1(3) . . . . ?
C27 C28 C29 N2 -179.67(16) . . . . ?
C27 C28 C29 C24 -0.9(3) . . . . ?
C29 N2 C21 C22 0.7(2) . . . . ?
C29 N2 C21 C210 -176.81(13) . . . . ?
C29 C24 C25 C26 -0.5(3) . . . . ?
C31 N3 C39 C34 2.4(2) . . . . ?
C31 N3 C39 C38 -178.86(13) . . . . ?
C31 C32 C33 C34 2.2(2) . . . . ?
C32 C31 C310 O31 -174.04(13) . . . . ?
C32 C31 C310 O32 4.4(2) . . . . ?
C32 C33 C34 C35 -178.93(15) . . . . ?
C32 C33 C34 C39 0.4(2) . . . . ?
C33 C34 C35 C36 -178.03(15) . . . . ?
C33 C34 C39 N3 -2.8(2) . . . . ?
C33 C34 C39 C38 178.46(14) . . . . ?
C34 C35 C36 C37 -1.5(2) . . . . ?
C35 C34 C39 N3 176.56(13) . . . . ?
C35 C34 C39 C38 -2.2(2) . . . . ?
C35 C36 C37 C38 -0.2(3) . . . . ?
C36 C37 C38 C39 0.6(2) . . . . ?
C37 C38 C39 N3 -178.16(14) . . . . ?
C37 C38 C39 C34 0.6(2) . . . . ?
C39 N3 C31 C32 0.4(2) . . . . ?
C39 N3 C31 C310 -177.52(12) . . . . ?
C39 C34 C35 C36 2.6(2) . . . . ?
C41 N41 C45 C44 -60.31(18) . . . . ?
C41 N41 C46 N42 173.86(16) . . . . ?
C41 N41 C46 C47 -7.9(2) . . . . ?
C41 C42 C43 C44 52.3(2) . . . . ?
C42 C43 C44 C45 -52.9(2) . . . . ?
C43 C44 C45 N41 55.9(2) . . . . ?
C45 N41 C41 C42 60.53(19) . . . . ?
C45 N41 C46 N42 9.8(3) . . . . ?
C45 N41 C46 C47 -171.99(16) . . . . ?
C46 N41 C41 C42 -105.05(18) . . . . ?
C46 N41 C45 C44 105.21(19) . . . . ?
C110 C11 C12 C13 -176.80(16) . . . . ?
C210 C21 C22 C23 176.41(15) . . . . ?
C310 C31 C32 C33 175.03(13) . . . . ?

####################################################################### 
# 
# 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_8monoclinic
_database_code_depnum_ccdc_archive 'CCDC 1973022'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C4 H10 N, C2 H3 N'
_chemical_formula_sum            'C36 H31 N5 O6 Zn'
_chemical_formula_weight         695.03
_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      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                   13.2473(7)
_cell_length_b                   14.3337(9)
_cell_length_c                   17.9869(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.334(5)
_cell_angle_gamma                90
_cell_volume                     3414.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3361
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      26.1120
_cell_measurement_theta_min      3.0370
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65806
_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    1.352
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1440
_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  0.0551
_diffrn_reflns_av_unetI/netI     0.0954
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17656
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.363
_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   -101.00 -56.00   1.00  175.00    --  -14.36 178.00-150.00   45
  2  ω   -102.00 -75.00   1.00  175.00    --  -14.36 178.00  90.00   27
  3  ω    -40.00  58.00   1.00  175.00    --  -14.36  19.00-150.00   98
  4  ω    -30.00  16.00   1.00  175.00    --  -14.36  37.00 -30.00   46
;
_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      0.0125234000
_diffrn_orient_matrix_UB_12      -0.0422967000
_diffrn_orient_matrix_UB_13      -0.0180662000
_diffrn_orient_matrix_UB_21      0.0299018000
_diffrn_orient_matrix_UB_22      -0.0134854000
_diffrn_orient_matrix_UB_23      0.0314046000
_diffrn_orient_matrix_UB_31      -0.0426246000
_diffrn_orient_matrix_UB_32      -0.0218735000
_diffrn_orient_matrix_UB_33      0.0155943000
_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                4598
_reflns_number_total             7838
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7838
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      0.991
_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)+(0.0501P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1331
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.73812(3) 0.67847(3) 0.47251(2) 0.03293(13) Uani 1 1 d . . . . .
O11 O 0.85200(14) 0.73762(17) 0.52975(13) 0.0368(6) Uani 1 1 d . . . . .
O12 O 0.89308(17) 0.8534(2) 0.60737(14) 0.0546(7) Uani 1 1 d . . . . .
O21 O 0.64358(15) 0.63754(16) 0.39003(12) 0.0344(5) Uani 1 1 d . . . . .
O22 O 0.54596(15) 0.67021(16) 0.29161(12) 0.0375(6) Uani 1 1 d . . . . .
O31 O 0.68067(15) 0.58102(16) 0.54471(12) 0.0370(6) Uani 1 1 d . . . . .
O32 O 0.67918(17) 0.42968(17) 0.57304(14) 0.0454(6) Uani 1 1 d . . . . .
N1 N 0.65803(18) 0.78980(19) 0.52968(14) 0.0306(6) Uani 1 1 d . . . . .
N2 N 0.74746(17) 0.79776(18) 0.37187(14) 0.0291(6) Uani 1 1 d . . . . .
N3 N 0.83251(16) 0.55559(19) 0.45130(14) 0.0290(6) Uani 1 1 d . . . . .
N4 N 0.47253(19) 0.4996(2) 0.33954(16) 0.0398(7) Uani 1 1 d . . . . .
H4A H 0.504836 0.548821 0.321538 0.048 Uiso 1 1 calc R . . . .
H4B H 0.431763 0.519193 0.374948 0.048 Uiso 1 1 calc R . . . .
N5 N 0.3011(3) 0.8725(3) 0.3000(2) 0.0859(13) Uani 1 1 d . . . . .
C11 C 0.7227(2) 0.8423(2) 0.56729(18) 0.0321(8) Uani 1 1 d . . . . .
C12 C 0.6958(3) 0.9237(2) 0.6045(2) 0.0415(9) Uani 1 1 d . . . . .
H12 H 0.744559 0.959213 0.629487 0.050 Uiso 1 1 calc R . . . .
C13 C 0.5972(3) 0.9505(3) 0.6036(2) 0.0467(10) Uani 1 1 d . . . . .
H13 H 0.578058 1.005038 0.627560 0.056 Uiso 1 1 calc R . . . .
C14 C 0.5244(2) 0.8952(2) 0.56621(19) 0.0372(8) Uani 1 1 d . . . . .
C15 C 0.4202(3) 0.9185(3) 0.5638(2) 0.0514(10) Uani 1 1 d . . . . .
H15 H 0.397707 0.972073 0.587467 0.062 Uiso 1 1 calc R . . . .
C16 C 0.3533(3) 0.8621(3) 0.5268(2) 0.0539(11) Uani 1 1 d . . . . .
H16 H 0.285128 0.877583 0.525392 0.065 Uiso 1 1 calc R . . . .
C17 C 0.3856(2) 0.7812(3) 0.4910(2) 0.0436(9) Uani 1 1 d . . . . .
H17 H 0.338725 0.743366 0.466268 0.052 Uiso 1 1 calc R . . . .
C18 C 0.4856(2) 0.7574(3) 0.49194(19) 0.0365(8) Uani 1 1 d . . . . .
H18 H 0.506447 0.703485 0.467994 0.044 Uiso 1 1 calc R . . . .
C19 C 0.5568(2) 0.8144(2) 0.52912(17) 0.0298(7) Uani 1 1 d . . . . .
C21 C 0.6650(2) 0.7841(2) 0.32948(17) 0.0288(7) Uani 1 1 d . . . . .
C22 C 0.6247(2) 0.8497(2) 0.2799(2) 0.0388(9) Uani 1 1 d . . . . .
H22 H 0.567657 0.835836 0.250938 0.047 Uiso 1 1 calc R . . . .
C23 C 0.6701(2) 0.9343(3) 0.2746(2) 0.0408(9) Uani 1 1 d . . . . .
H23 H 0.643096 0.979789 0.243119 0.049 Uiso 1 1 calc R . . . .
C24 C 0.7587(2) 0.9526(2) 0.31736(19) 0.0356(8) Uani 1 1 d . . . . .
C25 C 0.8112(2) 1.0385(3) 0.3133(2) 0.0450(9) Uani 1 1 d . . . . .
H25 H 0.786283 1.085762 0.282547 0.054 Uiso 1 1 calc R . . . .
C26 C 0.8980(3) 1.0526(3) 0.3541(2) 0.0469(10) Uani 1 1 d . . . . .
H26 H 0.931874 1.109258 0.351506 0.056 Uiso 1 1 calc R . . . .
C27 C 0.9358(3) 0.9809(3) 0.4002(2) 0.0478(10) Uani 1 1 d . . . . .
H27 H 0.995459 0.990463 0.427344 0.057 Uiso 1 1 calc R . . . .
C28 C 0.8869(2) 0.8976(3) 0.40598(19) 0.0399(9) Uani 1 1 d . . . . .
H28 H 0.913157 0.851108 0.436896 0.048 Uiso 1 1 calc R . . . .
C29 C 0.7963(2) 0.8820(2) 0.36493(18) 0.0315(8) Uani 1 1 d . . . . .
C31 C 0.8047(2) 0.4831(2) 0.49171(18) 0.0303(7) Uani 1 1 d . . . . .
C32 C 0.8542(2) 0.3966(2) 0.49098(19) 0.0348(8) Uani 1 1 d . . . . .
H32 H 0.831127 0.347458 0.519750 0.042 Uiso 1 1 calc R . . . .
C33 C 0.9362(2) 0.3853(2) 0.44782(18) 0.0330(8) Uani 1 1 d . . . . .
H33 H 0.970674 0.328729 0.447405 0.040 Uiso 1 1 calc R . . . .
C34 C 0.9682(2) 0.4601(2) 0.40389(18) 0.0305(8) Uani 1 1 d . . . . .
C35 C 1.0522(2) 0.4530(2) 0.35590(19) 0.0355(8) Uani 1 1 d . . . . .
H35 H 1.089170 0.397905 0.353968 0.043 Uiso 1 1 calc R . . . .
C36 C 1.0781(2) 0.5270(3) 0.3131(2) 0.0399(9) Uani 1 1 d . . . . .
H36 H 1.132971 0.522116 0.281970 0.048 Uiso 1 1 calc R . . . .
C37 C 1.0233(2) 0.6103(3) 0.3152(2) 0.0425(9) Uani 1 1 d . . . . .
H37 H 1.041959 0.659952 0.285222 0.051 Uiso 1 1 calc R . . . .
C38 C 0.9426(2) 0.6198(2) 0.36066(19) 0.0369(8) Uani 1 1 d . . . . .
H38 H 0.906673 0.675489 0.361565 0.044 Uiso 1 1 calc R . . . .
C39 C 0.9142(2) 0.5446(2) 0.40612(17) 0.0293(7) Uani 1 1 d . . . . .
C41 C 0.4126(3) 0.4530(3) 0.2790(2) 0.0550(11) Uani 1 1 d . . . . .
H41A H 0.430032 0.477551 0.230754 0.066 Uiso 1 1 calc R . . . .
H41B H 0.340789 0.461435 0.285995 0.066 Uiso 1 1 calc R . . . .
C42 C 0.4413(4) 0.3521(3) 0.2858(3) 0.0822(15) Uani 1 1 d . . . . .
H42A H 0.396715 0.319913 0.319296 0.099 Uiso 1 1 calc R . . . .
H42B H 0.437350 0.321726 0.237611 0.099 Uiso 1 1 calc R . . . .
C43 C 0.5457(3) 0.3512(3) 0.3155(3) 0.0705(13) Uani 1 1 d . . . . .
H43A H 0.593585 0.361905 0.276417 0.085 Uiso 1 1 calc R . . . .
H43B H 0.561380 0.292444 0.339852 0.085 Uiso 1 1 calc R . . . .
C44 C 0.5465(3) 0.4312(3) 0.3708(2) 0.0567(11) Uani 1 1 d . . . . .
H44A H 0.526156 0.409839 0.419434 0.068 Uiso 1 1 calc R . . . .
H44B H 0.613219 0.458699 0.375414 0.068 Uiso 1 1 calc R . . . .
C51 C 0.3030(3) 0.7949(3) 0.2888(2) 0.0485(10) Uani 1 1 d . . . . .
C52 C 0.3035(3) 0.6962(3) 0.2738(2) 0.0495(10) Uani 1 1 d . . . . .
H52A H 0.303290 0.662442 0.319854 0.074 Uiso 1 1 calc GR . . . .
H52B H 0.363021 0.680469 0.247016 0.074 Uiso 1 1 calc GR . . . .
H52C H 0.244653 0.680013 0.244443 0.074 Uiso 1 1 calc GR . . . .
C110 C 0.8329(2) 0.8095(3) 0.56871(19) 0.0365(8) Uani 1 1 d . . . . .
C210 C 0.6140(2) 0.6903(2) 0.33735(19) 0.0310(8) Uani 1 1 d . . . . .
C310 C 0.7138(2) 0.4994(3) 0.54113(19) 0.0346(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 1.996(2) . ?
Zn1 O21 2.007(2) . ?
Zn1 O31 2.065(2) . ?
Zn1 N1 2.186(3) . ?
Zn1 N2 2.495(3) . ?
Zn1 N3 2.198(3) . ?
O11 C110 1.275(4) . ?
O12 C110 1.220(4) . ?
O21 C210 1.267(4) . ?
O22 C210 1.240(4) . ?
O31 C310 1.252(4) . ?
O32 C310 1.245(4) . ?
N1 C11 1.316(4) . ?
N1 C19 1.386(4) . ?
N2 C21 1.332(4) . ?
N2 C29 1.377(4) . ?
N3 C31 1.325(4) . ?
N3 C39 1.378(4) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 C41 1.490(4) . ?
N4 C44 1.488(4) . ?
N5 C51 1.131(5) . ?
C11 C12 1.396(5) . ?
C11 C110 1.532(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.362(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.408(5) . ?
C14 C15 1.419(4) . ?
C14 C19 1.409(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.362(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.398(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.367(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.406(4) . ?
C21 C22 1.394(4) . ?
C21 C210 1.512(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.357(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.413(4) . ?
C24 C25 1.417(5) . ?
C24 C29 1.409(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.365(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.405(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.364(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.412(4) . ?
C31 C32 1.403(4) . ?
C31 C310 1.531(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.360(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.404(5) . ?
C34 C35 1.429(4) . ?
C34 C39 1.407(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.359(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.399(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.368(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.409(5) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.500(6) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.470(6) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.518(6) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C51 C52 1.440(5) . ?
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
O11 Zn1 O21 163.11(9) . . ?
O11 Zn1 O31 104.37(9) . . ?
O11 Zn1 N1 79.43(9) . . ?
O11 Zn1 N2 91.92(9) . . ?
O11 Zn1 N3 90.21(9) . . ?
O21 Zn1 O31 91.97(9) . . ?
O21 Zn1 N1 105.06(9) . . ?
O21 Zn1 N2 72.82(9) . . ?
O21 Zn1 N3 89.15(9) . . ?
O31 Zn1 N1 90.46(9) . . ?
O31 Zn1 N2 160.93(8) . . ?
O31 Zn1 N3 77.68(9) . . ?
N1 Zn1 N2 82.75(9) . . ?
N1 Zn1 N3 161.90(10) . . ?
N3 Zn1 N2 112.65(9) . . ?
C110 O11 Zn1 118.01(19) . . ?
C210 O21 Zn1 123.7(2) . . ?
C310 O31 Zn1 117.7(2) . . ?
C11 N1 Zn1 110.0(2) . . ?
C11 N1 C19 118.5(3) . . ?
C19 N1 Zn1 131.5(2) . . ?
C21 N2 Zn1 105.10(19) . . ?
C21 N2 C29 117.2(3) . . ?
C29 N2 Zn1 134.3(2) . . ?
C31 N3 Zn1 111.49(19) . . ?
C31 N3 C39 117.8(3) . . ?
C39 N3 Zn1 130.7(2) . . ?
H4A N4 H4B 108.4 . . ?
C41 N4 H4A 110.0 . . ?
C41 N4 H4B 110.0 . . ?
C44 N4 H4A 110.0 . . ?
C44 N4 H4B 110.0 . . ?
C44 N4 C41 108.4(3) . . ?
N1 C11 C12 123.6(3) . . ?
N1 C11 C110 116.2(3) . . ?
C12 C11 C110 120.1(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 122.5(3) . . ?
C13 C14 C19 118.4(3) . . ?
C19 C14 C15 119.1(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.7(4) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.0(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
N1 C19 C14 120.8(3) . . ?
N1 C19 C18 119.6(3) . . ?
C18 C19 C14 119.6(3) . . ?
N2 C21 C22 124.3(3) . . ?
N2 C21 C210 116.0(3) . . ?
C22 C21 C210 119.7(3) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.0(3) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.4(3) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 C25 122.4(3) . . ?
C29 C24 C23 118.3(3) . . ?
C29 C24 C25 119.3(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.6(4) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.5(3) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.9(3) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 121.7(3) . . ?
N2 C29 C28 119.1(3) . . ?
C24 C29 C28 119.2(3) . . ?
N3 C31 C32 123.5(3) . . ?
N3 C31 C310 115.6(3) . . ?
C32 C31 C310 121.0(3) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 C31 119.4(3) . . ?
C33 C32 H32 120.3 . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 119.0(3) . . ?
C34 C33 H33 120.5 . . ?
C33 C34 C35 122.3(3) . . ?
C33 C34 C39 118.8(3) . . ?
C39 C34 C35 118.9(3) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C35 C36 H36 119.6 . . ?
C35 C36 C37 120.8(3) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 H37 119.5 . . ?
C38 C37 C36 121.0(3) . . ?
C38 C37 H37 119.5 . . ?
C37 C38 H38 120.2 . . ?
C37 C38 C39 119.6(3) . . ?
C39 C38 H38 120.2 . . ?
N3 C39 C34 121.5(3) . . ?
N3 C39 C38 118.6(3) . . ?
C34 C39 C38 119.9(3) . . ?
N4 C41 H41A 110.9 . . ?
N4 C41 H41B 110.9 . . ?
N4 C41 C42 104.1(3) . . ?
H41A C41 H41B 109.0 . . ?
C42 C41 H41A 110.9 . . ?
C42 C41 H41B 110.9 . . ?
C41 C42 H42A 110.6 . . ?
C41 C42 H42B 110.6 . . ?
H42A C42 H42B 108.7 . . ?
C43 C42 C41 105.8(4) . . ?
C43 C42 H42A 110.6 . . ?
C43 C42 H42B 110.6 . . ?
C42 C43 H43A 111.2 . . ?
C42 C43 H43B 111.2 . . ?
C42 C43 C44 102.9(3) . . ?
H43A C43 H43B 109.1 . . ?
C44 C43 H43A 111.2 . . ?
C44 C43 H43B 111.2 . . ?
N4 C44 C43 104.8(3) . . ?
N4 C44 H44A 110.8 . . ?
N4 C44 H44B 110.8 . . ?
C43 C44 H44A 110.8 . . ?
C43 C44 H44B 110.8 . . ?
H44A C44 H44B 108.9 . . ?
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 . . ?
O11 C110 C11 116.1(3) . . ?
O12 C110 O11 126.5(3) . . ?
O12 C110 C11 117.4(3) . . ?
O21 C210 C21 118.0(3) . . ?
O22 C210 O21 124.4(3) . . ?
O22 C210 C21 117.6(3) . . ?
O31 C310 C31 117.0(3) . . ?
O32 C310 O31 126.4(3) . . ?
O32 C310 C31 116.7(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
N4 H4A O22 0.89 1.90 2.776(4) 165.9 . yes
N4 H4B O32 0.89 1.91 2.772(3) 163.7 3_666 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 O11 C110 O12 179.3(3) . . . . ?
Zn1 O11 C110 C11 0.3(4) . . . . ?
Zn1 O21 C210 O22 -170.2(2) . . . . ?
Zn1 O21 C210 C21 9.9(4) . . . . ?
Zn1 O31 C310 O32 -170.1(3) . . . . ?
Zn1 O31 C310 C31 8.8(4) . . . . ?
Zn1 N1 C11 C12 174.3(3) . . . . ?
Zn1 N1 C11 C110 -5.5(3) . . . . ?
Zn1 N1 C19 C14 -174.4(2) . . . . ?
Zn1 N1 C19 C18 6.5(4) . . . . ?
Zn1 N2 C21 C22 161.2(3) . . . . ?
Zn1 N2 C21 C210 -18.8(3) . . . . ?
Zn1 N2 C29 C24 -153.1(2) . . . . ?
Zn1 N2 C29 C28 27.5(4) . . . . ?
Zn1 N3 C31 C32 -177.8(2) . . . . ?
Zn1 N3 C31 C310 1.6(3) . . . . ?
Zn1 N3 C39 C34 176.2(2) . . . . ?
Zn1 N3 C39 C38 -4.7(4) . . . . ?
N1 C11 C12 C13 1.3(5) . . . . ?
N1 C11 C110 O11 3.9(4) . . . . ?
N1 C11 C110 O12 -175.1(3) . . . . ?
N2 C21 C22 C23 -1.4(5) . . . . ?
N2 C21 C210 O21 9.9(4) . . . . ?
N2 C21 C210 O22 -170.1(3) . . . . ?
N3 C31 C32 C33 1.0(5) . . . . ?
N3 C31 C310 O31 -6.9(4) . . . . ?
N3 C31 C310 O32 172.1(3) . . . . ?
N4 C41 C42 C43 -30.0(5) . . . . ?
C11 N1 C19 C14 1.8(4) . . . . ?
C11 N1 C19 C18 -177.4(3) . . . . ?
C11 C12 C13 C14 0.8(5) . . . . ?
C12 C11 C110 O11 -176.0(3) . . . . ?
C12 C11 C110 O12 5.0(5) . . . . ?
C12 C13 C14 C15 179.3(3) . . . . ?
C12 C13 C14 C19 -1.5(5) . . . . ?
C13 C14 C15 C16 -179.9(4) . . . . ?
C13 C14 C19 N1 0.2(5) . . . . ?
C13 C14 C19 C18 179.4(3) . . . . ?
C14 C15 C16 C17 0.0(6) . . . . ?
C15 C14 C19 N1 179.5(3) . . . . ?
C15 C14 C19 C18 -1.4(5) . . . . ?
C15 C16 C17 C18 -0.4(6) . . . . ?
C16 C17 C18 C19 -0.1(5) . . . . ?
C17 C18 C19 N1 -179.9(3) . . . . ?
C17 C18 C19 C14 1.0(5) . . . . ?
C19 N1 C11 C12 -2.6(5) . . . . ?
C19 N1 C11 C110 177.5(3) . . . . ?
C19 C14 C15 C16 0.9(5) . . . . ?
C21 N2 C29 C24 2.5(4) . . . . ?
C21 N2 C29 C28 -176.8(3) . . . . ?
C21 C22 C23 C24 2.2(5) . . . . ?
C22 C21 C210 O21 -170.1(3) . . . . ?
C22 C21 C210 O22 9.9(4) . . . . ?
C22 C23 C24 C25 178.6(3) . . . . ?
C22 C23 C24 C29 -0.7(5) . . . . ?
C23 C24 C25 C26 -178.3(3) . . . . ?
C23 C24 C29 N2 -1.7(5) . . . . ?
C23 C24 C29 C28 177.6(3) . . . . ?
C24 C25 C26 C27 0.4(5) . . . . ?
C25 C24 C29 N2 179.0(3) . . . . ?
C25 C24 C29 C28 -1.7(5) . . . . ?
C25 C26 C27 C28 -1.0(6) . . . . ?
C26 C27 C28 C29 0.2(5) . . . . ?
C27 C28 C29 N2 -179.5(3) . . . . ?
C27 C28 C29 C24 1.2(5) . . . . ?
C29 N2 C21 C22 -1.0(4) . . . . ?
C29 N2 C21 C210 179.0(3) . . . . ?
C29 C24 C25 C26 0.9(5) . . . . ?
C31 N3 C39 C34 -1.4(4) . . . . ?
C31 N3 C39 C38 177.7(3) . . . . ?
C31 C32 C33 C34 -1.2(5) . . . . ?
C32 C31 C310 O31 172.5(3) . . . . ?
C32 C31 C310 O32 -8.5(5) . . . . ?
C32 C33 C34 C35 -178.6(3) . . . . ?
C32 C33 C34 C39 0.1(4) . . . . ?
C33 C34 C35 C36 178.2(3) . . . . ?
C33 C34 C39 N3 1.2(4) . . . . ?
C33 C34 C39 C38 -177.8(3) . . . . ?
C34 C35 C36 C37 -0.1(5) . . . . ?
C35 C34 C39 N3 -180.0(3) . . . . ?
C35 C34 C39 C38 0.9(4) . . . . ?
C35 C36 C37 C38 0.4(5) . . . . ?
C36 C37 C38 C39 0.0(5) . . . . ?
C37 C38 C39 N3 -179.8(3) . . . . ?
C37 C38 C39 C34 -0.7(5) . . . . ?
C39 N3 C31 C32 0.3(4) . . . . ?
C39 N3 C31 C310 179.7(3) . . . . ?
C39 C34 C35 C36 -0.5(5) . . . . ?
C41 N4 C44 C43 13.1(4) . . . . ?
C41 C42 C43 C44 38.1(5) . . . . ?
C42 C43 C44 N4 -31.3(4) . . . . ?
C44 N4 C41 C42 9.8(4) . . . . ?
C110 C11 C12 C13 -178.8(3) . . . . ?
C210 C21 C22 C23 178.7(3) . . . . ?
C310 C31 C32 C33 -178.4(3) . . . . ?

####################################################################### 
# 
# 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 1973021'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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         'C22 H15 N2 O6 Zn, C7 H15 N2, C2 H5 N O'
_chemical_formula_sum            'C31 H35 N5 O7 Zn'
_chemical_formula_weight         655.01
_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                   14.3370(4)
_cell_length_b                   8.5075(2)
_cell_length_c                   25.4808(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.665(3)
_cell_angle_gamma                90
_cell_volume                     3032.32(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10720
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.8670
_cell_measurement_theta_min      2.9780
_shelx_estimated_absorpt_T_max   0.881
_shelx_estimated_absorpt_T_min   0.846
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70027
_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    1.435
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            28251
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.530
_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 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  10.00   1.00   37.50    --  -14.21 -37.00 150.00   45
  2  ω    -50.00  -8.00   1.00   37.50    --   14.36 -57.00   0.00   42
  3  ω     12.00  43.00   1.00   37.50    --   14.36 -57.00   0.00   31
  4  ω     35.00  99.00   1.00   37.50    --   14.36 178.00  30.00   64
  5  ω    -15.00  93.00   1.00   37.50    --   14.36  77.00  60.00  108
  6  ω     37.00  63.00   1.00   37.50    --   14.36-178.00 -30.00   26
  7  ω     27.00  88.00   1.00   37.50    --   14.36  57.00 150.00   61
;
_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      -0.0098217000
_diffrn_orient_matrix_UB_12      -0.0701147000
_diffrn_orient_matrix_UB_13      -0.0152771000
_diffrn_orient_matrix_UB_21      0.0038073000
_diffrn_orient_matrix_UB_22      -0.0438861000
_diffrn_orient_matrix_UB_23      0.0240408000
_diffrn_orient_matrix_UB_31      -0.0496064000
_diffrn_orient_matrix_UB_32      0.0105302000
_diffrn_orient_matrix_UB_33      -0.0015278000
_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                5925
_reflns_number_total             6946
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6946
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0314
_refine_ls_restrained_S_all      1.049
_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)+(0.0381P)²+1.3651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0828
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.67988(2) 0.53007(2) 0.40221(2) 0.02191(7) Uani 1 1 d . . . . .
O11 O 0.56109(8) 0.42579(15) 0.36160(5) 0.0287(3) Uani 1 1 d . . . . .
O12 O 0.50031(9) 0.27975(18) 0.28934(6) 0.0415(3) Uani 1 1 d . . . . .
O21 O 0.77854(8) 0.40853(14) 0.45632(5) 0.0271(3) Uani 1 1 d . . . . .
O22 O 0.82997(9) 0.35705(16) 0.54350(5) 0.0325(3) Uani 1 1 d . . . . .
O41 O 0.66788(9) 0.74445(14) 0.37156(5) 0.0306(3) Uani 1 1 d . . . . .
O42 O 0.79641(9) 0.84806(15) 0.42469(6) 0.0379(3) Uani 1 1 d . . . . .
N1 N 0.73267(9) 0.42565(15) 0.33706(5) 0.0203(3) Uani 1 1 d . . . . .
N2 N 0.63692(9) 0.58601(16) 0.47517(6) 0.0226(3) Uani 1 1 d . . . . .
N31 N 1.04933(10) 1.06128(17) 0.43097(7) 0.0302(3) Uani 1 1 d . . . . .
N32 N 0.90284(12) 1.1342(2) 0.44625(8) 0.0344(4) Uani 1 1 d . . . . .
C11 C 0.66260(11) 0.35277(18) 0.30334(7) 0.0212(3) Uani 1 1 d . . . . .
C12 C 0.67555(13) 0.2744(2) 0.25692(7) 0.0267(4) Uani 1 1 d . . . . .
H12 H 0.624490 0.224119 0.234352 0.032 Uiso 1 1 calc R . . . .
C13 C 0.76380(13) 0.2731(2) 0.24551(7) 0.0276(4) Uani 1 1 d . . . . .
H13 H 0.773550 0.221834 0.214932 0.033 Uiso 1 1 calc R . . . .
C14 C 0.84095(12) 0.35020(19) 0.28031(7) 0.0235(3) Uani 1 1 d . . . . .
C15 C 0.93430(13) 0.3557(2) 0.27049(8) 0.0307(4) Uani 1 1 d . . . . .
H15 H 0.947090 0.306322 0.240282 0.037 Uiso 1 1 calc R . . . .
C16 C 1.00558(13) 0.4331(2) 0.30506(8) 0.0314(4) Uani 1 1 d . . . . .
H16 H 1.066625 0.436611 0.298184 0.038 Uiso 1 1 calc R . . . .
C17 C 0.98729(12) 0.5080(2) 0.35129(8) 0.0284(4) Uani 1 1 d . . . . .
H17 H 1.036661 0.559448 0.374766 0.034 Uiso 1 1 calc R . . . .
C18 C 0.89755(12) 0.50562(19) 0.36194(7) 0.0247(4) Uani 1 1 d . . . . .
H18 H 0.886099 0.555740 0.392351 0.030 Uiso 1 1 calc R . . . .
C19 C 0.82247(11) 0.42649(18) 0.32639(7) 0.0202(3) Uani 1 1 d . . . . .
C110 C 0.56563(12) 0.3523(2) 0.31875(7) 0.0261(4) Uani 1 1 d . . . . .
C21 C 0.69525(11) 0.52438(19) 0.51776(7) 0.0222(3) Uani 1 1 d . . . . .
C22 C 0.68589(13) 0.5491(2) 0.57074(8) 0.0292(4) Uani 1 1 d . . . . .
H22 H 0.728829 0.504007 0.599484 0.035 Uiso 1 1 calc R . . . .
C23 C 0.61225(14) 0.6410(2) 0.57933(8) 0.0343(4) Uani 1 1 d . . . . .
H23 H 0.604720 0.659273 0.614149 0.041 Uiso 1 1 calc R . . . .
C24 C 0.54786(12) 0.7077(2) 0.53505(8) 0.0296(4) Uani 1 1 d . . . . .
C25 C 0.46849(14) 0.8030(2) 0.54063(10) 0.0388(5) Uani 1 1 d . . . . .
H25 H 0.458132 0.824453 0.574687 0.047 Uiso 1 1 calc R . . . .
C26 C 0.40830(14) 0.8622(2) 0.49656(10) 0.0413(5) Uani 1 1 d . . . . .
H26 H 0.356686 0.923616 0.500648 0.050 Uiso 1 1 calc R . . . .
C27 C 0.42283(14) 0.8322(2) 0.44494(10) 0.0412(5) Uani 1 1 d . . . . .
H27 H 0.380697 0.874013 0.415196 0.049 Uiso 1 1 calc R . . . .
C28 C 0.49852(13) 0.7417(2) 0.43749(9) 0.0339(4) Uani 1 1 d . . . . .
H28 H 0.507596 0.722695 0.403017 0.041 Uiso 1 1 calc R . . . .
C29 C 0.56221(12) 0.67815(19) 0.48274(7) 0.0252(4) Uani 1 1 d . . . . .
C210 C 0.77487(11) 0.42129(19) 0.50582(7) 0.0235(3) Uani 1 1 d . . . . .
C31 C 1.01297(13) 0.9231(2) 0.39744(8) 0.0336(4) Uani 1 1 d . . . . .
H31A H 0.943853 0.918717 0.391624 0.040 Uiso 1 1 calc R . . . .
H31B H 1.038919 0.827610 0.415803 0.040 Uiso 1 1 calc R . . . .
C32 C 1.04206(16) 0.9348(2) 0.34365(9) 0.0410(5) Uani 1 1 d . . . . .
H32C H 1.020648 0.841694 0.322451 0.049 Uiso 1 1 calc R . . . .
H32D H 1.011319 1.025385 0.324055 0.049 Uiso 1 1 calc R . . . .
C33 C 1.14983(17) 0.9503(3) 0.35147(10) 0.0451(5) Uani 1 1 d . . . . .
H33A H 1.180527 0.855323 0.367851 0.054 Uiso 1 1 calc R . . . .
H33B H 1.166427 0.963866 0.316833 0.054 Uiso 1 1 calc R . . . .
C34 C 1.18515(15) 1.0906(3) 0.38721(9) 0.0416(5) Uani 1 1 d . . . . .
H34A H 1.254344 1.095804 0.393896 0.050 Uiso 1 1 calc R . . . .
H34B H 1.159541 1.186633 0.369120 0.050 Uiso 1 1 calc R . . . .
C35 C 1.15421(13) 1.0767(2) 0.44024(8) 0.0351(4) Uani 1 1 d . . . . .
H35A H 1.184323 0.985531 0.459747 0.042 Uiso 1 1 calc R . . . .
H35B H 1.174732 1.169163 0.461990 0.042 Uiso 1 1 calc R . . . .
C36 C 0.99476(12) 1.15927(19) 0.45065(7) 0.0265(4) Uani 1 1 d . . . . .
C37 C 1.03513(13) 1.3055(2) 0.47918(8) 0.0320(4) Uani 1 1 d . . . . .
H37A H 1.081597 1.278175 0.511091 0.048 Uiso 1 1 calc GR . . . .
H37B H 0.984659 1.365368 0.488848 0.048 Uiso 1 1 calc GR . . . .
H37C H 1.065119 1.367171 0.455950 0.048 Uiso 1 1 calc GR . . . .
C41 C 0.72137(12) 0.8589(2) 0.39023(7) 0.0254(4) Uani 1 1 d . . . . .
C42 C 0.69030(17) 1.0181(2) 0.36625(9) 0.0415(5) Uani 1 1 d . . . . .
H42A H 0.700228 1.095775 0.394272 0.062 Uiso 1 1 calc GR . . . .
H42B H 0.623740 1.014688 0.348932 0.062 Uiso 1 1 calc GR . . . .
H42C H 0.727208 1.045043 0.340339 0.062 Uiso 1 1 calc GR . . . .
O5 O 0.27545(11) 0.01243(19) 0.20620(7) 0.0501(4) Uani 1 1 d . . . . .
N5 N 0.29751(13) 0.2178(2) 0.26352(8) 0.0432(4) Uani 1 1 d . . . . .
C51 C 0.24330(14) 0.1261(3) 0.22675(8) 0.0370(4) Uani 1 1 d . . . . .
C52 C 0.13905(15) 0.1657(3) 0.21161(10) 0.0505(6) Uani 1 1 d . . . . .
H52A H 0.123512 0.204594 0.175368 0.076 Uiso 1 1 calc GR . . . .
H52B H 0.124823 0.244859 0.235562 0.076 Uiso 1 1 calc GR . . . .
H52C H 0.102006 0.073209 0.214205 0.076 Uiso 1 1 calc GR . . . .
H32A H 0.8762(16) 1.049(3) 0.4349(10) 0.041(6) Uiso 1 1 d . . . . .
H32B H 0.8710(17) 1.200(3) 0.4543(10) 0.045(7) Uiso 1 1 d . . . . .
H5A H 0.361(2) 0.208(3) 0.2712(11) 0.071(9) Uiso 1 1 d . . . . .
H5B H 0.2695(19) 0.319(3) 0.2740(11) 0.066(8) 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 O11 1.9965(12) . ?
Zn1 O21 2.0288(12) . ?
Zn1 O41 1.9766(12) . ?
Zn1 N1 2.1608(14) . ?
Zn1 N2 2.1363(15) . ?
O11 C110 1.272(2) . ?
O12 C110 1.230(2) . ?
O21 C210 1.278(2) . ?
O22 C210 1.230(2) . ?
O41 C41 1.266(2) . ?
O42 C41 1.234(2) . ?
N1 C11 1.324(2) . ?
N1 C19 1.373(2) . ?
N2 C21 1.324(2) . ?
N2 C29 1.375(2) . ?
N31 C31 1.479(2) . ?
N31 C35 1.476(2) . ?
N31 C36 1.316(2) . ?
N32 C36 1.315(2) . ?
N32 H32A 0.84(2) . ?
N32 H32B 0.78(3) . ?
C11 C12 1.405(2) . ?
C11 C110 1.525(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.359(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.418(2) . ?
C14 C15 1.415(2) . ?
C14 C19 1.417(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.363(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.413(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.372(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.416(2) . ?
C21 C22 1.402(3) . ?
C21 C210 1.522(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.369(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.411(3) . ?
C24 C25 1.429(3) . ?
C24 C29 1.415(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.355(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.400(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.377(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.412(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.521(3) . ?
C32 H32C 0.9700 . ?
C32 H32D 0.9700 . ?
C32 C33 1.520(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.519(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.516(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.493(2) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C41 C42 1.512(2) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
O5 C51 1.236(3) . ?
N5 C51 1.331(3) . ?
N5 H5A 0.89(3) . ?
N5 H5B 1.01(3) . ?
C51 C52 1.498(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
O11 Zn1 O21 120.95(5) . . ?
O11 Zn1 N1 79.73(5) . . ?
O11 Zn1 N2 100.03(5) . . ?
O21 Zn1 N1 90.18(5) . . ?
O21 Zn1 N2 79.23(5) . . ?
O41 Zn1 O11 102.40(5) . . ?
O41 Zn1 O21 136.56(5) . . ?
O41 Zn1 N1 95.20(5) . . ?
O41 Zn1 N2 96.98(5) . . ?
N2 Zn1 N1 167.56(5) . . ?
C110 O11 Zn1 117.70(11) . . ?
C210 O21 Zn1 116.99(10) . . ?
C41 O41 Zn1 124.62(11) . . ?
C11 N1 Zn1 110.32(11) . . ?
C11 N1 C19 119.01(14) . . ?
C19 N1 Zn1 130.66(11) . . ?
C21 N2 Zn1 111.97(11) . . ?
C21 N2 C29 118.84(15) . . ?
C29 N2 Zn1 129.14(12) . . ?
C35 N31 C31 112.38(14) . . ?
C36 N31 C31 124.05(15) . . ?
C36 N31 C35 123.56(15) . . ?
C36 N32 H32A 122.6(16) . . ?
C36 N32 H32B 119.7(18) . . ?
H32A N32 H32B 118(2) . . ?
N1 C11 C12 123.16(16) . . ?
N1 C11 C110 116.03(15) . . ?
C12 C11 C110 120.77(14) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.01(16) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.86(16) . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 122.91(16) . . ?
C15 C14 C19 119.16(15) . . ?
C19 C14 C13 117.92(15) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.39(17) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.42(17) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.77(17) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.65(17) . . ?
C19 C18 H18 120.2 . . ?
N1 C19 C14 121.04(14) . . ?
N1 C19 C18 119.35(15) . . ?
C18 C19 C14 119.60(15) . . ?
O11 C110 C11 116.16(14) . . ?
O12 C110 O11 126.47(17) . . ?
O12 C110 C11 117.37(16) . . ?
N2 C21 C22 123.59(16) . . ?
N2 C21 C210 115.52(15) . . ?
C22 C21 C210 120.89(15) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.67(17) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.61(18) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 122.97(19) . . ?
C23 C24 C29 118.49(16) . . ?
C29 C24 C25 118.54(18) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.6 . . ?
C25 C26 C27 120.81(18) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.3(2) . . ?
C29 C28 H28 120.3 . . ?
N2 C29 C24 120.80(16) . . ?
N2 C29 C28 119.22(17) . . ?
C28 C29 C24 119.96(16) . . ?
O21 C210 C21 116.17(14) . . ?
O22 C210 O21 125.05(16) . . ?
O22 C210 C21 118.78(16) . . ?
N31 C31 H31A 109.7 . . ?
N31 C31 H31B 109.7 . . ?
N31 C31 C32 109.68(16) . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
C31 C32 H32C 109.4 . . ?
C31 C32 H32D 109.4 . . ?
H32C C32 H32D 108.0 . . ?
C33 C32 C31 111.06(17) . . ?
C33 C32 H32C 109.4 . . ?
C33 C32 H32D 109.4 . . ?
C32 C33 H33A 109.7 . . ?
C32 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
C34 C33 C32 110.04(18) . . ?
C34 C33 H33A 109.7 . . ?
C34 C33 H33B 109.7 . . ?
C33 C34 H34A 109.6 . . ?
C33 C34 H34B 109.6 . . ?
H34A C34 H34B 108.1 . . ?
C35 C34 C33 110.42(17) . . ?
C35 C34 H34A 109.6 . . ?
C35 C34 H34B 109.6 . . ?
N31 C35 C34 110.55(16) . . ?
N31 C35 H35A 109.5 . . ?
N31 C35 H35B 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
N31 C36 C37 120.96(16) . . ?
N32 C36 N31 122.25(16) . . ?
N32 C36 C37 116.79(17) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O41 C41 C42 115.89(16) . . ?
O42 C41 O41 124.87(16) . . ?
O42 C41 C42 119.21(16) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C51 N5 H5A 120.6(19) . . ?
C51 N5 H5B 118.7(15) . . ?
H5A N5 H5B 118(2) . . ?
O5 C51 N5 122.8(2) . . ?
O5 C51 C52 120.7(2) . . ?
N5 C51 C52 116.4(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
N32 H32A O42 0.84(2) 2.04(2) 2.862(2) 165(2) . yes
N32 H32B O21 0.78(3) 2.22(3) 2.981(2) 166(2) 1_565 yes
N5 H5A O12 0.89(3) 2.04(3) 2.885(2) 157(3) . yes
N5 H5B O5 1.01(3) 1.88(3) 2.886(3) 177(2) 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 O11 C110 O12 178.82(15) . . . . ?
Zn1 O11 C110 C11 -0.02(19) . . . . ?
Zn1 O21 C210 O22 -179.08(13) . . . . ?
Zn1 O21 C210 C21 1.09(18) . . . . ?
Zn1 O41 C41 O42 11.4(3) . . . . ?
Zn1 O41 C41 C42 -170.60(13) . . . . ?
Zn1 N1 C11 C12 179.73(13) . . . . ?
Zn1 N1 C11 C110 -2.64(17) . . . . ?
Zn1 N1 C19 C14 -179.42(11) . . . . ?
Zn1 N1 C19 C18 0.3(2) . . . . ?
Zn1 N2 C21 C22 176.97(13) . . . . ?
Zn1 N2 C21 C210 -3.49(17) . . . . ?
Zn1 N2 C29 C24 -176.89(11) . . . . ?
Zn1 N2 C29 C28 4.0(2) . . . . ?
N1 C11 C12 C13 -0.3(3) . . . . ?
N1 C11 C110 O11 2.0(2) . . . . ?
N1 C11 C110 O12 -176.99(16) . . . . ?
N2 C21 C22 C23 0.5(3) . . . . ?
N2 C21 C210 O21 1.8(2) . . . . ?
N2 C21 C210 O22 -178.06(15) . . . . ?
N31 C31 C32 C33 56.5(2) . . . . ?
C11 N1 C19 C14 -0.4(2) . . . . ?
C11 N1 C19 C18 179.32(14) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C11 C110 O11 179.65(15) . . . . ?
C12 C11 C110 O12 0.7(2) . . . . ?
C12 C13 C14 C15 -178.99(17) . . . . ?
C12 C13 C14 C19 0.1(2) . . . . ?
C13 C14 C15 C16 179.27(17) . . . . ?
C13 C14 C19 N1 0.1(2) . . . . ?
C13 C14 C19 C18 -179.60(15) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C15 C14 C19 N1 179.18(15) . . . . ?
C15 C14 C19 C18 -0.5(2) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C18 C19 N1 -179.48(15) . . . . ?
C17 C18 C19 C14 0.2(2) . . . . ?
C19 N1 C11 C12 0.5(2) . . . . ?
C19 N1 C11 C110 178.12(14) . . . . ?
C19 C14 C15 C16 0.2(3) . . . . ?
C110 C11 C12 C13 -177.85(16) . . . . ?
C21 N2 C29 C24 0.3(2) . . . . ?
C21 N2 C29 C28 -178.73(15) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C22 C21 C210 O21 -178.66(15) . . . . ?
C22 C21 C210 O22 1.5(2) . . . . ?
C22 C23 C24 C25 179.10(17) . . . . ?
C22 C23 C24 C29 -0.5(3) . . . . ?
C23 C24 C25 C26 -179.13(18) . . . . ?
C23 C24 C29 N2 0.3(2) . . . . ?
C23 C24 C29 C28 179.32(16) . . . . ?
C24 C25 C26 C27 -0.4(3) . . . . ?
C25 C24 C29 N2 -179.37(15) . . . . ?
C25 C24 C29 C28 -0.3(2) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C29 0.1(3) . . . . ?
C27 C28 C29 N2 179.07(16) . . . . ?
C27 C28 C29 C24 0.0(3) . . . . ?
C29 N2 C21 C22 -0.7(2) . . . . ?
C29 N2 C21 C210 178.83(13) . . . . ?
C29 C24 C25 C26 0.5(3) . . . . ?
C210 C21 C22 C23 -179.07(16) . . . . ?
C31 N31 C35 C34 58.6(2) . . . . ?
C31 N31 C36 N32 6.5(3) . . . . ?
C31 N31 C36 C37 -173.39(17) . . . . ?
C31 C32 C33 C34 -56.0(2) . . . . ?
C32 C33 C34 C35 55.6(2) . . . . ?
C33 C34 C35 N31 -56.6(2) . . . . ?
C35 N31 C31 C32 -58.0(2) . . . . ?
C35 N31 C36 N32 -173.12(18) . . . . ?
C35 N31 C36 C37 7.0(3) . . . . ?
C36 N31 C31 C32 122.3(2) . . . . ?
C36 N31 C35 C34 -121.8(2) . . . . ?

####################################################################### 
# 
# 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 1973017'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-05
_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         'C30 H18 N3 O6 Zn, C5 H12 N, C2 H3 N'
_chemical_formula_sum            'C37 H33 N5 O6 Zn'
_chemical_formula_weight         709.05
_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 0.0181 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                   13.1291(2)
_cell_length_b                   13.1804(2)
_cell_length_c                   19.8037(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.1260(10)
_cell_angle_gamma                90
_cell_volume                     3421.87(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6687
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.1390
_cell_measurement_theta_min      3.8970
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.761
_exptl_absorpt_coefficient_mu    1.441
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64795
_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    1.376
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16434
_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         75.257
_diffrn_reflns_theta_min         3.943
_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    -65.00  31.00   1.00    2.75    --  -41.76  37.00 -60.00   96
  2  ω   -104.00 -17.00   1.00    2.75    --  -41.76 -37.00 120.00   87
  3  ω     12.00  39.00   1.00    2.75    --   41.76 -99.00-180.00   27
  4  ω     58.00  94.00   1.00    2.75    --   41.76-125.00 -90.00   36
  5  ω     83.00 108.00   1.00   11.00    --  109.50 -94.00 -30.00   25
  6  ω     85.00 111.00   1.00   11.00    --  109.50  61.00-120.00   26
  7  ω     29.00  78.00   1.00   11.00    --  109.50 -15.00-180.00   49
  8  ω     45.00 124.00   1.00   11.00    --  109.50 -30.00  60.00   79
  9  ω    136.00 169.00   1.00   11.00    --  109.50  61.00-120.00   33
 10  ω     37.00 107.00   1.00   11.00    --  109.50 -45.00-120.00   70
 11  ω     49.00 141.00   1.00   11.00    --  109.50 -77.00-120.00   92
 12  ω    100.00 173.00   1.00   11.00    --  109.50  45.00   0.00   73
 13  ω     82.00 146.00   1.00   11.00    --  109.50 -15.00-180.00   64
 14  ω     35.00  74.00   1.00   11.00    --  109.50 -94.00  30.00   39
;
_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      -0.1140934000
_diffrn_orient_matrix_UB_12      -0.0252391000
_diffrn_orient_matrix_UB_13      0.0039544000
_diffrn_orient_matrix_UB_21      -0.0167523000
_diffrn_orient_matrix_UB_22      0.0195865000
_diffrn_orient_matrix_UB_23      -0.0764606000
_diffrn_orient_matrix_UB_31      0.0226158000
_diffrn_orient_matrix_UB_32      -0.1124794000
_diffrn_orient_matrix_UB_33      -0.0142711000
_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                5830
_reflns_number_total             6980
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.047
_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     451
_refine_ls_number_reflns         6980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.024
_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)+(0.0503P)²+0.8152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0981
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.26665(2) 0.30966(2) 0.53130(2) 0.03227(8) Uani 1 1 d . . . . .
O11 O 0.15243(9) 0.24484(10) 0.47598(7) 0.0375(3) Uani 1 1 d . . . . .
O12 O 0.11796(12) 0.15084(15) 0.38450(9) 0.0578(4) Uani 1 1 d . . . . .
O21 O 0.36555(10) 0.36573(10) 0.60337(7) 0.0393(3) Uani 1 1 d . . . . .
O22 O 0.45689(11) 0.34621(13) 0.69969(7) 0.0466(3) Uani 1 1 d . . . . .
O31 O 0.31752(10) 0.41099(10) 0.46032(7) 0.0394(3) Uani 1 1 d . . . . .
O32 O 0.30856(11) 0.56915(11) 0.42207(7) 0.0415(3) Uani 1 1 d . . . . .
N1 N 0.35097(11) 0.19279(11) 0.47660(7) 0.0315(3) Uani 1 1 d . . . . .
N2 N 0.26178(11) 0.19440(12) 0.62464(8) 0.0331(3) Uani 1 1 d . . . . .
N3 N 0.16876(11) 0.44515(11) 0.54470(7) 0.0309(3) Uani 1 1 d . . . . .
N4 N 0.53015(13) 0.52465(14) 0.64203(9) 0.0419(4) Uani 1 1 d . . . . .
N5 N 0.7002(2) 0.12866(19) 0.71440(13) 0.0745(7) Uani 1 1 d . . . . .
C11 C 0.28688(14) 0.14722(14) 0.43271(9) 0.0341(4) Uani 1 1 d . . . . .
C12 C 0.31648(17) 0.07034(15) 0.38847(10) 0.0424(4) Uani 1 1 d . . . . .
H12 H 0.268525 0.039459 0.358896 0.051 Uiso 1 1 calc R . . . .
C13 C 0.41614(18) 0.04180(16) 0.38955(10) 0.0465(5) Uani 1 1 d . . . . .
H13 H 0.436817 -0.009181 0.360858 0.056 Uiso 1 1 calc R . . . .
C14 C 0.48770(16) 0.08978(15) 0.43426(10) 0.0401(4) Uani 1 1 d . . . . .
C15 C 0.59307(18) 0.06589(18) 0.43759(11) 0.0506(5) Uani 1 1 d . . . . .
H15 H 0.617107 0.015508 0.409686 0.061 Uiso 1 1 calc R . . . .
C16 C 0.65954(17) 0.11566(19) 0.48103(13) 0.0534(6) Uani 1 1 d . . . . .
H16 H 0.728530 0.099303 0.482396 0.064 Uiso 1 1 calc R . . . .
C17 C 0.62442(16) 0.19208(17) 0.52412(12) 0.0461(5) Uani 1 1 d . . . . .
H17 H 0.670477 0.225893 0.553521 0.055 Uiso 1 1 calc R . . . .
C18 C 0.52332(15) 0.21653(15) 0.52284(10) 0.0390(4) Uani 1 1 d . . . . .
H18 H 0.500905 0.266600 0.551607 0.047 Uiso 1 1 calc R . . . .
C19 C 0.45238(14) 0.16633(14) 0.47812(9) 0.0339(4) Uani 1 1 d . . . . .
C21 C 0.33901(13) 0.21732(15) 0.66796(9) 0.0351(4) Uani 1 1 d . . . . .
C22 C 0.37399(16) 0.15420(18) 0.72178(10) 0.0451(5) Uani 1 1 d . . . . .
H22 H 0.427648 0.174477 0.751318 0.054 Uiso 1 1 calc R . . . .
C23 C 0.32736(16) 0.06249(18) 0.72965(11) 0.0464(5) Uani 1 1 d . . . . .
H23 H 0.350081 0.018933 0.764211 0.056 Uiso 1 1 calc R . . . .
C24 C 0.24497(15) 0.03432(16) 0.68530(10) 0.0409(4) Uani 1 1 d . . . . .
C25 C 0.19304(17) -0.05923(17) 0.69046(12) 0.0497(5) Uani 1 1 d . . . . .
H25 H 0.215025 -0.105756 0.723419 0.060 Uiso 1 1 calc R . . . .
C26 C 0.11123(18) -0.08210(18) 0.64781(12) 0.0520(5) Uani 1 1 d . . . . .
H26 H 0.077247 -0.143481 0.652098 0.062 Uiso 1 1 calc R . . . .
C27 C 0.07830(17) -0.01243(18) 0.59716(11) 0.0491(5) Uani 1 1 d . . . . .
H27 H 0.022265 -0.028244 0.568324 0.059 Uiso 1 1 calc R . . . .
C28 C 0.12750(16) 0.07807(16) 0.58979(10) 0.0421(4) Uani 1 1 d . . . . .
H28 H 0.104899 0.123068 0.556039 0.051 Uiso 1 1 calc R . . . .
C29 C 0.21265(14) 0.10337(15) 0.63336(9) 0.0358(4) Uani 1 1 d . . . . .
C31 C 0.19368(13) 0.52024(14) 0.50448(9) 0.0310(3) Uani 1 1 d . . . . .
C32 C 0.14530(13) 0.61552(14) 0.50292(10) 0.0352(4) Uani 1 1 d . . . . .
H32 H 0.165962 0.666054 0.473889 0.042 Uiso 1 1 calc R . . . .
C33 C 0.06765(14) 0.63286(14) 0.54458(10) 0.0358(4) Uani 1 1 d . . . . .
H33 H 0.034581 0.695270 0.544196 0.043 Uiso 1 1 calc R . . . .
C34 C 0.03826(13) 0.55483(14) 0.58819(9) 0.0324(3) Uani 1 1 d . . . . .
C35 C -0.04242(14) 0.56676(15) 0.63271(10) 0.0374(4) Uani 1 1 d . . . . .
H35 H -0.077228 0.628106 0.634123 0.045 Uiso 1 1 calc R . . . .
C36 C -0.06880(15) 0.48874(16) 0.67321(10) 0.0417(4) Uani 1 1 d . . . . .
H36 H -0.121513 0.497072 0.702237 0.050 Uiso 1 1 calc R . . . .
C37 C -0.01669(15) 0.39534(17) 0.67142(11) 0.0431(4) Uani 1 1 d . . . . .
H37 H -0.035784 0.342578 0.699234 0.052 Uiso 1 1 calc R . . . .
C38 C 0.06140(15) 0.38098(15) 0.62952(10) 0.0387(4) Uani 1 1 d . . . . .
H38 H 0.095140 0.318961 0.629004 0.046 Uiso 1 1 calc R . . . .
C39 C 0.09067(13) 0.46066(14) 0.58701(8) 0.0310(3) Uani 1 1 d . . . . .
C41 C 0.45668(18) 0.58444(18) 0.59904(11) 0.0486(5) Uani 1 1 d . . . . .
H41A H 0.425433 0.541245 0.564073 0.058 Uiso 1 1 calc R . . . .
H41B H 0.492247 0.638847 0.577232 0.058 Uiso 1 1 calc R . . . .
C42 C 0.37474(18) 0.62866(18) 0.64140(13) 0.0541(5) Uani 1 1 d . . . . .
H42A H 0.334549 0.574054 0.659190 0.065 Uiso 1 1 calc R . . . .
H42B H 0.329563 0.671043 0.613140 0.065 Uiso 1 1 calc R . . . .
C43 C 0.4214(2) 0.69169(18) 0.69990(15) 0.0604(6) Uani 1 1 d . . . . .
H43A H 0.453652 0.751637 0.682299 0.072 Uiso 1 1 calc R . . . .
H43B H 0.368161 0.713602 0.728685 0.072 Uiso 1 1 calc R . . . .
C44 C 0.4999(2) 0.62954(17) 0.74100(11) 0.0522(5) Uani 1 1 d . . . . .
H44A H 0.532538 0.671946 0.775888 0.063 Uiso 1 1 calc R . . . .
H44B H 0.465986 0.574229 0.763002 0.063 Uiso 1 1 calc R . . . .
C45 C 0.58009(17) 0.58692(17) 0.69682(12) 0.0486(5) Uani 1 1 d . . . . .
H45A H 0.617811 0.641974 0.677377 0.058 Uiso 1 1 calc R . . . .
H45B H 0.627759 0.545449 0.723873 0.058 Uiso 1 1 calc R . . . .
C51 C 0.70020(17) 0.21445(18) 0.72092(11) 0.0475(5) Uani 1 1 d . . . . .
C52 C 0.70078(19) 0.32259(18) 0.73014(13) 0.0536(5) Uani 1 1 d . . . . .
H52A H 0.643375 0.342157 0.755202 0.080 Uiso 1 1 calc GR . . . .
H52B H 0.696624 0.355382 0.686796 0.080 Uiso 1 1 calc GR . . . .
H52C H 0.762725 0.342472 0.754592 0.080 Uiso 1 1 calc GR . . . .
C110 C 0.17621(15) 0.18313(15) 0.43027(10) 0.0377(4) Uani 1 1 d . . . . .
C210 C 0.39142(14) 0.31746(15) 0.65677(9) 0.0355(4) Uani 1 1 d . . . . .
C310 C 0.27990(13) 0.49876(14) 0.45836(9) 0.0335(4) Uani 1 1 d . . . . .
H4A H 0.492(2) 0.466(2) 0.6628(14) 0.056(7) Uiso 1 1 d . . . . .
H4B H 0.577(2) 0.500(2) 0.6194(15) 0.062(8) 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 O11 1.9999(13) . ?
Zn1 O21 2.0168(14) . ?
Zn1 O31 2.0756(13) . ?
Zn1 N1 2.2141(15) . ?
Zn1 N2 2.3962(15) . ?
Zn1 N3 2.2245(15) . ?
O11 C110 1.269(2) . ?
O12 C110 1.230(3) . ?
O21 C210 1.265(2) . ?
O22 C210 1.235(2) . ?
O31 C310 1.258(2) . ?
O32 C310 1.244(2) . ?
N1 C11 1.321(2) . ?
N1 C19 1.375(2) . ?
N2 C21 1.327(2) . ?
N2 C29 1.378(2) . ?
N3 C31 1.323(2) . ?
N3 C39 1.374(2) . ?
N4 C41 1.479(3) . ?
N4 C45 1.484(3) . ?
N4 H4A 1.02(3) . ?
N4 H4B 0.84(3) . ?
N5 C51 1.138(3) . ?
C11 C12 1.408(3) . ?
C11 C110 1.526(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.361(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.406(3) . ?
C14 C15 1.417(3) . ?
C14 C19 1.425(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.360(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.414(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.365(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.414(3) . ?
C21 C22 1.409(3) . ?
C21 C210 1.510(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.368(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.406(3) . ?
C24 C25 1.415(3) . ?
C24 C29 1.421(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.363(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.410(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.368(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.414(3) . ?
C31 C32 1.407(3) . ?
C31 C310 1.519(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.365(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.410(3) . ?
C34 C35 1.423(2) . ?
C34 C39 1.420(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.360(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.410(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.367(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.412(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.516(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.527(4) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.518(4) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C45 1.513(3) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C51 C52 1.437(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
O11 Zn1 O21 168.18(6) . . ?
O11 Zn1 O31 99.40(6) . . ?
O11 Zn1 N1 79.33(6) . . ?
O11 Zn1 N2 95.79(5) . . ?
O11 Zn1 N3 89.28(5) . . ?
O21 Zn1 O31 91.43(6) . . ?
O21 Zn1 N1 106.34(6) . . ?
O21 Zn1 N2 74.31(6) . . ?
O21 Zn1 N3 88.58(5) . . ?
O31 Zn1 N1 85.90(5) . . ?
O31 Zn1 N2 162.46(6) . . ?
O31 Zn1 N3 76.92(5) . . ?
N1 Zn1 N2 88.36(5) . . ?
N1 Zn1 N3 157.58(5) . . ?
N3 Zn1 N2 112.14(5) . . ?
C110 O11 Zn1 117.28(12) . . ?
C210 O21 Zn1 122.73(12) . . ?
C310 O31 Zn1 118.20(11) . . ?
C11 N1 Zn1 108.70(12) . . ?
C11 N1 C19 118.72(16) . . ?
C19 N1 Zn1 132.46(13) . . ?
C21 N2 Zn1 107.63(12) . . ?
C21 N2 C29 117.63(16) . . ?
C29 N2 Zn1 132.95(13) . . ?
C31 N3 Zn1 111.43(11) . . ?
C31 N3 C39 118.23(15) . . ?
C39 N3 Zn1 130.34(12) . . ?
C41 N4 C45 112.00(18) . . ?
C41 N4 H4A 108.6(15) . . ?
C41 N4 H4B 112(2) . . ?
C45 N4 H4A 109.3(15) . . ?
C45 N4 H4B 108(2) . . ?
H4A N4 H4B 107(2) . . ?
N1 C11 C12 123.31(18) . . ?
N1 C11 C110 116.81(16) . . ?
C12 C11 C110 119.87(18) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.65(19) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 123.14(19) . . ?
C13 C14 C19 118.28(18) . . ?
C15 C14 C19 118.6(2) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.9(2) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.52(19) . . ?
C19 C18 H18 119.7 . . ?
N1 C19 C14 120.87(18) . . ?
N1 C19 C18 119.93(17) . . ?
C18 C19 C14 119.19(17) . . ?
N2 C21 C22 124.11(19) . . ?
N2 C21 C210 116.25(17) . . ?
C22 C21 C210 119.64(18) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.6(2) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.76(19) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 122.8(2) . . ?
C23 C24 C29 118.19(19) . . ?
C25 C24 C29 119.0(2) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.2(2) . . ?
C29 C28 H28 119.9 . . ?
N2 C29 C24 121.69(18) . . ?
N2 C29 C28 119.26(18) . . ?
C28 C29 C24 119.05(18) . . ?
N3 C31 C32 123.70(16) . . ?
N3 C31 C310 116.07(16) . . ?
C32 C31 C310 120.23(16) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.17(17) . . ?
C33 C32 H32 120.4 . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 119.09(17) . . ?
C34 C33 H33 120.5 . . ?
C33 C34 C35 122.45(17) . . ?
C33 C34 C39 118.58(16) . . ?
C39 C34 C35 118.97(17) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.25(18) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.38(17) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 119.4 . . ?
C38 C37 C36 121.15(19) . . ?
C38 C37 H37 119.4 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.76(18) . . ?
C39 C38 H38 120.1 . . ?
N3 C39 C34 121.22(16) . . ?
N3 C39 C38 119.28(16) . . ?
C38 C39 C34 119.50(16) . . ?
N4 C41 H41A 109.6 . . ?
N4 C41 H41B 109.6 . . ?
N4 C41 C42 110.27(18) . . ?
H41A C41 H41B 108.1 . . ?
C42 C41 H41A 109.6 . . ?
C42 C41 H41B 109.6 . . ?
C41 C42 H42A 109.4 . . ?
C41 C42 H42B 109.4 . . ?
C41 C42 C43 111.2(2) . . ?
H42A C42 H42B 108.0 . . ?
C43 C42 H42A 109.4 . . ?
C43 C42 H42B 109.4 . . ?
C42 C43 H43A 109.6 . . ?
C42 C43 H43B 109.6 . . ?
H43A C43 H43B 108.1 . . ?
C44 C43 C42 110.24(19) . . ?
C44 C43 H43A 109.6 . . ?
C44 C43 H43B 109.6 . . ?
C43 C44 H44A 109.4 . . ?
C43 C44 H44B 109.4 . . ?
H44A C44 H44B 108.0 . . ?
C45 C44 C43 111.3(2) . . ?
C45 C44 H44A 109.4 . . ?
C45 C44 H44B 109.4 . . ?
N4 C45 C44 109.54(18) . . ?
N4 C45 H45A 109.8 . . ?
N4 C45 H45B 109.8 . . ?
C44 C45 H45A 109.8 . . ?
C44 C45 H45B 109.8 . . ?
H45A C45 H45B 108.2 . . ?
N5 C51 C52 179.2(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 . . ?
O11 C110 C11 116.56(17) . . ?
O12 C110 O11 125.49(19) . . ?
O12 C110 C11 117.95(18) . . ?
O21 C210 C21 117.29(16) . . ?
O22 C210 O21 124.49(19) . . ?
O22 C210 C21 118.21(18) . . ?
O31 C310 C31 117.20(16) . . ?
O32 C310 O31 124.97(16) . . ?
O32 C310 C31 117.83(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H4A O22 1.02(3) 1.81(3) 2.807(2) 165(2) . yes
N4 H4B O31 0.84(3) 2.46(3) 3.045(2) 127(2) 3_666 yes
N4 H4B O32 0.84(3) 1.98(3) 2.814(2) 172(3) 3_666 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 O11 C110 O12 -166.34(17) . . . . ?
Zn1 O11 C110 C11 13.2(2) . . . . ?
Zn1 O21 C210 O22 174.75(14) . . . . ?
Zn1 O21 C210 C21 -4.5(2) . . . . ?
Zn1 O31 C310 O32 174.35(15) . . . . ?
Zn1 O31 C310 C31 -5.0(2) . . . . ?
Zn1 N1 C11 C12 178.48(15) . . . . ?
Zn1 N1 C11 C110 -0.28(18) . . . . ?
Zn1 N1 C19 C14 -176.79(12) . . . . ?
Zn1 N1 C19 C18 2.1(2) . . . . ?
Zn1 N2 C21 C22 -166.29(15) . . . . ?
Zn1 N2 C21 C210 13.05(18) . . . . ?
Zn1 N2 C29 C24 160.51(13) . . . . ?
Zn1 N2 C29 C28 -19.8(2) . . . . ?
Zn1 N3 C31 C32 -179.13(14) . . . . ?
Zn1 N3 C31 C310 0.81(18) . . . . ?
Zn1 N3 C39 C34 179.14(12) . . . . ?
Zn1 N3 C39 C38 -1.6(2) . . . . ?
N1 C11 C12 C13 -1.1(3) . . . . ?
N1 C11 C110 O11 -8.3(2) . . . . ?
N1 C11 C110 O12 171.34(18) . . . . ?
N2 C21 C22 C23 1.3(3) . . . . ?
N2 C21 C210 O21 -7.7(2) . . . . ?
N2 C21 C210 O22 173.00(16) . . . . ?
N3 C31 C32 C33 -0.4(3) . . . . ?
N3 C31 C310 O31 2.6(2) . . . . ?
N3 C31 C310 O32 -176.75(16) . . . . ?
N4 C41 C42 C43 55.6(3) . . . . ?
C11 N1 C19 C14 -1.3(2) . . . . ?
C11 N1 C19 C18 177.65(16) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C11 C110 O11 172.93(17) . . . . ?
C12 C11 C110 O12 -7.5(3) . . . . ?
C12 C13 C14 C15 -178.7(2) . . . . ?
C12 C13 C14 C19 1.0(3) . . . . ?
C13 C14 C15 C16 179.0(2) . . . . ?
C13 C14 C19 N1 -0.2(3) . . . . ?
C13 C14 C19 C18 -179.13(17) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C15 C14 C19 N1 179.59(17) . . . . ?
C15 C14 C19 C18 0.7(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 N1 -178.99(18) . . . . ?
C17 C18 C19 C14 0.0(3) . . . . ?
C19 N1 C11 C12 2.0(3) . . . . ?
C19 N1 C11 C110 -176.79(15) . . . . ?
C19 C14 C15 C16 -0.8(3) . . . . ?
C21 N2 C29 C24 -2.1(2) . . . . ?
C21 N2 C29 C28 177.58(16) . . . . ?
C21 C22 C23 C24 -1.4(3) . . . . ?
C22 C21 C210 O21 171.71(17) . . . . ?
C22 C21 C210 O22 -7.6(3) . . . . ?
C22 C23 C24 C25 -179.9(2) . . . . ?
C22 C23 C24 C29 -0.2(3) . . . . ?
C23 C24 C25 C26 177.7(2) . . . . ?
C23 C24 C29 N2 2.0(3) . . . . ?
C23 C24 C29 C28 -177.68(18) . . . . ?
C24 C25 C26 C27 0.8(3) . . . . ?
C25 C24 C29 N2 -178.28(17) . . . . ?
C25 C24 C29 C28 2.1(3) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
C26 C27 C28 C29 -0.2(3) . . . . ?
C27 C28 C29 N2 179.32(18) . . . . ?
C27 C28 C29 C24 -1.0(3) . . . . ?
C29 N2 C21 C22 0.4(3) . . . . ?
C29 N2 C21 C210 179.77(14) . . . . ?
C29 C24 C25 C26 -2.0(3) . . . . ?
C31 N3 C39 C34 -0.5(2) . . . . ?
C31 N3 C39 C38 178.82(16) . . . . ?
C31 C32 C33 C34 0.2(3) . . . . ?
C32 C31 C310 O31 -177.44(17) . . . . ?
C32 C31 C310 O32 3.2(3) . . . . ?
C32 C33 C34 C35 -179.52(17) . . . . ?
C32 C33 C34 C39 -0.1(3) . . . . ?
C33 C34 C35 C36 179.15(18) . . . . ?
C33 C34 C39 N3 0.3(3) . . . . ?
C33 C34 C39 C38 -179.02(17) . . . . ?
C34 C35 C36 C37 -0.1(3) . . . . ?
C35 C34 C39 N3 179.68(16) . . . . ?
C35 C34 C39 C38 0.4(3) . . . . ?
C35 C36 C37 C38 0.3(3) . . . . ?
C36 C37 C38 C39 -0.2(3) . . . . ?
C37 C38 C39 N3 -179.50(18) . . . . ?
C37 C38 C39 C34 -0.2(3) . . . . ?
C39 N3 C31 C32 0.5(3) . . . . ?
C39 N3 C31 C310 -179.51(15) . . . . ?
C39 C34 C35 C36 -0.2(3) . . . . ?
C41 N4 C45 C44 59.6(2) . . . . ?
C41 C42 C43 C44 -53.8(3) . . . . ?
C42 C43 C44 C45 54.8(3) . . . . ?
C43 C44 C45 N4 -57.2(3) . . . . ?
C45 N4 C41 C42 -59.0(2) . . . . ?
C110 C11 C12 C13 177.59(18) . . . . ?
C210 C21 C22 C23 -178.01(18) . . . . ?
C310 C31 C32 C33 179.65(16) . . . . ?

####################################################################### 
# 
# 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_11monoclinic
_database_code_depnum_ccdc_archive 'CCDC 1973028'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C6 H13 N2'
_chemical_formula_sum            'C36 H31 N5 O6 Zn'
_chemical_formula_weight         695.03
_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      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                   10.1666(6)
_cell_length_b                   17.0493(12)
_cell_length_c                   18.2066(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.886(5)
_cell_angle_gamma                90
_cell_volume                     3088.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3652
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.5090
_cell_measurement_theta_min      3.1160
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78148
_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    1.495
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1440
_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  0.0431
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17097
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.370
_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   -104.00 -70.00   1.00  170.00    --  -14.20-178.00-180.00   34
  2  ω    -95.00  61.00   1.00  170.00    --  -14.20   0.00  90.00  156
  3  ω     71.00 104.00   1.00  170.00    --   14.36 178.00 -60.00   33
;
_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      -0.0519219000
_diffrn_orient_matrix_UB_12      0.0284150000
_diffrn_orient_matrix_UB_13      -0.0077837000
_diffrn_orient_matrix_UB_21      0.0421410000
_diffrn_orient_matrix_UB_22      0.0274896000
_diffrn_orient_matrix_UB_23      0.0228813000
_diffrn_orient_matrix_UB_31      0.0247710000
_diffrn_orient_matrix_UB_32      0.0128940000
_diffrn_orient_matrix_UB_33      -0.0316453000
_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                5059
_reflns_number_total             7095

_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7095
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0648
_refine_ls_restrained_S_all      1.075
_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)+(0.0584P)²+5.8042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1616
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.11064(4) 0.72329(3) 0.59001(2) 0.02452(14) Uani 1 1 d . . . . .
O11 O 0.2594(3) 0.64949(17) 0.57801(14) 0.0272(6) Uani 1 1 d . . . . .
O12 O 0.3786(3) 0.6043(2) 0.49827(17) 0.0425(8) Uani 1 1 d . . . . .
O21 O -0.0574(3) 0.65286(18) 0.57847(14) 0.0329(7) Uani 1 1 d . . . . .
O22 O -0.1838(3) 0.5822(2) 0.63891(18) 0.0453(8) Uani 1 1 d . . . . .
O31 O 0.0104(3) 0.81941(18) 0.60471(17) 0.0367(7) Uani 1 1 d . . . . .
O32 O -0.0234(4) 0.9475(2) 0.5897(3) 0.0796(14) Uani 1 1 d . . . . .
N1 N 0.0758(3) 0.7123(2) 0.46526(18) 0.0289(8) Uani 1 1 d . . . . .
N2 N 0.1248(3) 0.67746(19) 0.70464(16) 0.0224(7) Uani 1 1 d . . . . .
N3 N 0.2698(4) 0.8342(2) 0.59620(18) 0.0353(8) Uani 1 1 d . . . . .
N41 N 0.6164(3) 0.5304(2) 0.36434(18) 0.0276(7) Uani 1 1 d . . . . .
N42 N 0.6574(4) 0.5817(2) 0.4831(2) 0.0394(9) Uani 1 1 d . . . . .
H42A H 0.572716 0.588284 0.480428 0.047 Uiso 1 1 calc R . . . .
H42B H 0.713962 0.594952 0.523087 0.047 Uiso 1 1 calc R . . . .
C11 C 0.1648(4) 0.6619(2) 0.4481(2) 0.0284(9) Uani 1 1 d . . . . .
C12 C 0.1566(5) 0.6315(3) 0.3757(2) 0.0383(10) Uani 1 1 d . . . . .
H12 H 0.220690 0.595789 0.366752 0.046 Uiso 1 1 calc R . . . .
C13 C 0.0576(4) 0.6535(3) 0.3198(2) 0.0395(11) Uani 1 1 d . . . . .
H13 H 0.051748 0.633360 0.271753 0.047 Uiso 1 1 calc R . . . .
C14 C -0.0406(4) 0.7092(3) 0.3347(2) 0.0323(10) Uani 1 1 d . . . . .
C15 C -0.1468(5) 0.7345(3) 0.2787(2) 0.0426(12) Uani 1 1 d . . . . .
H15 H -0.153751 0.717479 0.229521 0.051 Uiso 1 1 calc R . . . .
C16 C -0.2418(5) 0.7850(3) 0.2963(3) 0.0470(12) Uani 1 1 d . . . . .
H16 H -0.313673 0.801857 0.259493 0.056 Uiso 1 1 calc R . . . .
C17 C -0.2282(5) 0.8102(3) 0.3702(3) 0.0434(11) Uani 1 1 d . . . . .
H17 H -0.292822 0.844061 0.381700 0.052 Uiso 1 1 calc R . . . .
C18 C -0.1261(4) 0.7882(3) 0.4260(3) 0.0389(11) Uani 1 1 d . . . . .
H18 H -0.120464 0.806827 0.474575 0.047 Uiso 1 1 calc R . . . .
C19 C -0.0253(4) 0.7349(3) 0.4092(2) 0.0309(9) Uani 1 1 d . . . . .
C21 C 0.0254(4) 0.6283(2) 0.7077(2) 0.0241(8) Uani 1 1 d . . . . .
C22 C 0.0161(4) 0.5861(3) 0.7732(2) 0.0316(9) Uani 1 1 d . . . . .
H22 H -0.055584 0.552271 0.773227 0.038 Uiso 1 1 calc R . . . .
C23 C 0.1134(4) 0.5957(3) 0.8363(2) 0.0338(10) Uani 1 1 d . . . . .
H23 H 0.109404 0.567760 0.879613 0.041 Uiso 1 1 calc R . . . .
C24 C 0.2192(4) 0.6477(2) 0.8354(2) 0.0262(8) Uani 1 1 d . . . . .
C25 C 0.3239(5) 0.6622(3) 0.8992(2) 0.0391(11) Uani 1 1 d . . . . .
H25 H 0.322685 0.636675 0.944165 0.047 Uiso 1 1 calc R . . . .
C26 C 0.4256(4) 0.7129(3) 0.8952(2) 0.0388(11) Uani 1 1 d . . . . .
H26 H 0.492812 0.721816 0.937466 0.047 Uiso 1 1 calc R . . . .
C27 C 0.4297(4) 0.7517(3) 0.8278(2) 0.0344(10) Uani 1 1 d . . . . .
H27 H 0.500349 0.785564 0.825315 0.041 Uiso 1 1 calc R . . . .
C28 C 0.3303(4) 0.7399(3) 0.7655(2) 0.0280(9) Uani 1 1 d . . . . .
H28 H 0.333505 0.766181 0.721135 0.034 Uiso 1 1 calc R . . . .
C29 C 0.2233(4) 0.6883(2) 0.7681(2) 0.0227(8) Uani 1 1 d . . . . .
C31 C 0.1939(5) 0.8980(3) 0.5878(2) 0.0356(10) Uani 1 1 d . . . . .
C32 C 0.2429(5) 0.9740(3) 0.5753(3) 0.0459(12) Uani 1 1 d . . . . .
H32 H 0.185435 1.017026 0.567091 0.055 Uiso 1 1 calc R . . . .
C33 C 0.3756(5) 0.9820(3) 0.5756(3) 0.0449(12) Uani 1 1 d . . . . .
H33 H 0.410174 1.031257 0.568600 0.054 Uiso 1 1 calc R . . . .
C34 C 0.4613(5) 0.9169(3) 0.5864(2) 0.0437(12) Uani 1 1 d . . . . .
C35 C 0.6004(5) 0.9217(4) 0.5887(3) 0.0538(15) Uani 1 1 d . . . . .
H35 H 0.639669 0.970489 0.585501 0.065 Uiso 1 1 calc R . . . .
C36 C 0.6783(5) 0.8561(4) 0.5956(3) 0.0542(15) Uani 1 1 d . . . . .
H36 H 0.769493 0.859733 0.595280 0.065 Uiso 1 1 calc R . . . .
C37 C 0.6201(4) 0.7837(4) 0.6030(2) 0.0467(13) Uani 1 1 d . . . . .
H37 H 0.674198 0.739184 0.607587 0.056 Uiso 1 1 calc R . . . .
C38 C 0.4865(5) 0.7748(3) 0.6040(2) 0.0403(11) Uani 1 1 d . . . . .
H38 H 0.450938 0.725457 0.609890 0.048 Uiso 1 1 calc R . . . .
C39 C 0.4033(4) 0.8427(3) 0.5958(2) 0.0312(9) Uani 1 1 d . . . . .
C41 C 0.6563(4) 0.4925(3) 0.2990(2) 0.0339(10) Uani 1 1 d . . . . .
H41A H 0.728638 0.455201 0.314694 0.041 Uiso 1 1 calc R . . . .
H41B H 0.683618 0.530982 0.265821 0.041 Uiso 1 1 calc R . . . .
C42 C 0.5263(4) 0.4514(3) 0.2615(3) 0.0411(11) Uani 1 1 d . . . . .
H42C H 0.521714 0.444926 0.208127 0.049 Uiso 1 1 calc R . . . .
H42D H 0.518996 0.400371 0.283857 0.049 Uiso 1 1 calc R . . . .
C43 C 0.4166(5) 0.5065(3) 0.2760(2) 0.0416(11) Uani 1 1 d . . . . .
H43A H 0.331360 0.479358 0.270937 0.050 Uiso 1 1 calc R . . . .
H43B H 0.405703 0.550858 0.241986 0.050 Uiso 1 1 calc R . . . .
C44 C 0.4699(4) 0.5323(3) 0.3568(2) 0.0337(10) Uani 1 1 d . . . . .
H44A H 0.439147 0.584745 0.365382 0.040 Uiso 1 1 calc R . . . .
H44B H 0.441473 0.496462 0.391939 0.040 Uiso 1 1 calc R . . . .
C45 C 0.7001(4) 0.5515(2) 0.4265(2) 0.0294(9) Uani 1 1 d . . . . .
C46 C 0.8477(4) 0.5414(3) 0.4311(3) 0.0366(10) Uani 1 1 d . . . . .
H46A H 0.870526 0.486861 0.437372 0.055 Uiso 1 1 calc GR . . . .
H46B H 0.896445 0.570517 0.473163 0.055 Uiso 1 1 calc GR . . . .
H46C H 0.870788 0.560454 0.385781 0.055 Uiso 1 1 calc GR . . . .
C110 C 0.2776(4) 0.6366(2) 0.5128(2) 0.0294(9) Uani 1 1 d . . . . .
C210 C -0.0823(4) 0.6200(3) 0.6364(2) 0.0275(9) Uani 1 1 d . . . . .
C310 C 0.0464(5) 0.8882(3) 0.5940(3) 0.0442(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 2.014(3) . ?
Zn1 O21 2.063(3) . ?
Zn1 O31 1.977(3) . ?
Zn1 N1 2.233(3) . ?
Zn1 N2 2.205(3) . ?
Zn1 N3 2.476(4) . ?
O11 C110 1.257(5) . ?
O12 C110 1.241(5) . ?
O21 C210 1.265(5) . ?
O22 C210 1.226(5) . ?
O31 C310 1.257(6) . ?
O32 C310 1.228(6) . ?
N1 C11 1.331(5) . ?
N1 C19 1.347(5) . ?
N2 C21 1.324(5) . ?
N2 C29 1.377(5) . ?
N3 C31 1.325(6) . ?
N3 C39 1.367(5) . ?
N41 C41 1.482(5) . ?
N41 C44 1.469(5) . ?
N41 C45 1.318(5) . ?
N42 H42A 0.8600 . ?
N42 H42B 0.8600 . ?
N42 C45 1.304(5) . ?
C11 C12 1.403(6) . ?
C11 C110 1.527(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.330(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.443(6) . ?
C14 C15 1.392(6) . ?
C14 C19 1.403(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.392(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.348(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.449(6) . ?
C21 C22 1.411(5) . ?
C21 C210 1.523(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.363(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.397(6) . ?
C24 C25 1.426(6) . ?
C24 C29 1.415(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.360(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.403(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.369(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.407(6) . ?
C31 C32 1.423(7) . ?
C31 C310 1.535(7) . ?
C32 H32 0.9300 . ?
C32 C33 1.355(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.400(7) . ?
C34 C35 1.408(7) . ?
C34 C39 1.420(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.362(8) . ?
C36 H36 0.9300 . ?
C36 C37 1.388(8) . ?
C37 H37 0.9300 . ?
C37 C38 1.371(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.424(6) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.526(6) . ?
C42 H42C 0.9700 . ?
C42 H42D 0.9700 . ?
C42 C43 1.521(6) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.525(6) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.495(5) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 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
O11 Zn1 O21 104.48(12) . . ?
O11 Zn1 N1 78.61(11) . . ?
O11 Zn1 N2 88.69(11) . . ?
O11 Zn1 N3 89.06(12) . . ?
O21 Zn1 N1 83.87(11) . . ?
O21 Zn1 N2 77.37(11) . . ?
O21 Zn1 N3 165.64(12) . . ?
O31 Zn1 O11 162.25(12) . . ?
O31 Zn1 O21 93.27(13) . . ?
O31 Zn1 N1 103.25(13) . . ?
O31 Zn1 N2 95.77(12) . . ?
O31 Zn1 N3 73.22(13) . . ?
N1 Zn1 N3 94.34(12) . . ?
N2 Zn1 N1 153.96(13) . . ?
N2 Zn1 N3 108.23(12) . . ?
C110 O11 Zn1 118.1(3) . . ?
C210 O21 Zn1 118.5(2) . . ?
C310 O31 Zn1 125.3(3) . . ?
C11 N1 Zn1 108.6(3) . . ?
C11 N1 C19 117.2(3) . . ?
C19 N1 Zn1 133.1(3) . . ?
C21 N2 Zn1 111.3(2) . . ?
C21 N2 C29 118.6(3) . . ?
C29 N2 Zn1 129.9(3) . . ?
C31 N3 Zn1 105.2(3) . . ?
C31 N3 C39 117.8(4) . . ?
C39 N3 Zn1 136.2(3) . . ?
C44 N41 C41 112.0(3) . . ?
C45 N41 C41 125.0(3) . . ?
C45 N41 C44 122.5(3) . . ?
H42A N42 H42B 120.0 . . ?
C45 N42 H42A 120.0 . . ?
C45 N42 H42B 120.0 . . ?
N1 C11 C12 123.1(4) . . ?
N1 C11 C110 116.1(3) . . ?
C12 C11 C110 120.7(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.5 . . ?
C12 C13 C14 119.1(4) . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 121.9(4) . . ?
C15 C14 C19 121.7(4) . . ?
C19 C14 C13 116.3(4) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(4) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.9(5) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 H17 118.3 . . ?
C18 C17 C16 123.4(5) . . ?
C18 C17 H17 118.3 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 119.0(4) . . ?
C19 C18 H18 120.5 . . ?
N1 C19 C14 124.0(4) . . ?
N1 C19 C18 118.8(4) . . ?
C14 C19 C18 117.2(4) . . ?
N2 C21 C22 122.9(4) . . ?
N2 C21 C210 116.3(3) . . ?
C22 C21 C210 120.8(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.2(4) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.6(4) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 123.3(4) . . ?
C23 C24 C29 118.7(4) . . ?
C29 C24 C25 118.0(4) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.0(4) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.4(4) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.4(4) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.5(4) . . ?
C29 C28 H28 119.8 . . ?
N2 C29 C24 121.0(4) . . ?
N2 C29 C28 119.3(3) . . ?
C28 C29 C24 119.7(3) . . ?
N3 C31 C32 123.5(4) . . ?
N3 C31 C310 117.1(4) . . ?
C32 C31 C310 119.4(4) . . ?
C31 C32 H32 120.9 . . ?
C33 C32 C31 118.1(5) . . ?
C33 C32 H32 120.9 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.8(5) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 123.4(5) . . ?
C33 C34 C39 117.4(4) . . ?
C35 C34 C39 119.2(5) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.1(5) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 120.4 . . ?
C35 C36 C37 119.2(5) . . ?
C37 C36 H36 120.4 . . ?
C36 C37 H37 118.5 . . ?
C38 C37 C36 122.9(5) . . ?
C38 C37 H37 118.5 . . ?
C37 C38 H38 120.7 . . ?
C37 C38 C39 118.5(5) . . ?
C39 C38 H38 120.7 . . ?
N3 C39 C34 122.2(4) . . ?
N3 C39 C38 118.8(4) . . ?
C34 C39 C38 119.0(4) . . ?
N41 C41 H41A 111.4 . . ?
N41 C41 H41B 111.4 . . ?
N41 C41 C42 101.8(3) . . ?
H41A C41 H41B 109.3 . . ?
C42 C41 H41A 111.4 . . ?
C42 C41 H41B 111.4 . . ?
C41 C42 H42C 111.0 . . ?
C41 C42 H42D 111.0 . . ?
H42C C42 H42D 109.0 . . ?
C43 C42 C41 103.7(4) . . ?
C43 C42 H42C 111.0 . . ?
C43 C42 H42D 111.0 . . ?
C42 C43 H43A 111.2 . . ?
C42 C43 H43B 111.2 . . ?
C42 C43 C44 102.6(3) . . ?
H43A C43 H43B 109.2 . . ?
C44 C43 H43A 111.2 . . ?
C44 C43 H43B 111.2 . . ?
N41 C44 C43 103.6(3) . . ?
N41 C44 H44A 111.0 . . ?
N41 C44 H44B 111.0 . . ?
C43 C44 H44A 111.0 . . ?
C43 C44 H44B 111.0 . . ?
H44A C44 H44B 109.0 . . ?
N41 C45 C46 118.7(4) . . ?
N42 C45 N41 121.7(4) . . ?
N42 C45 C46 119.6(4) . . ?
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 . . ?
O11 C110 C11 116.5(3) . . ?
O12 C110 O11 124.6(4) . . ?
O12 C110 C11 118.9(3) . . ?
O21 C210 C21 116.0(3) . . ?
O22 C210 O21 125.4(4) . . ?
O22 C210 C21 118.6(4) . . ?
O31 C310 C31 115.7(4) . . ?
O32 C310 O31 126.5(5) . . ?
O32 C310 C31 117.8(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
N42 H42A O12 0.86 2.08 2.930(5) 168.1 . yes
N42 H42B O22 0.86 2.16 2.961(5) 154.5 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 O11 C110 O12 166.5(3) . . . . ?
Zn1 O11 C110 C11 -14.5(5) . . . . ?
Zn1 O21 C210 O22 173.6(3) . . . . ?
Zn1 O21 C210 C21 -7.3(5) . . . . ?
Zn1 O31 C310 O32 166.2(4) . . . . ?
Zn1 O31 C310 C31 -15.5(6) . . . . ?
Zn1 N1 C11 C12 168.9(3) . . . . ?
Zn1 N1 C11 C110 -9.9(4) . . . . ?
Zn1 N1 C19 C14 -167.1(3) . . . . ?
Zn1 N1 C19 C18 12.1(6) . . . . ?
Zn1 N2 C21 C22 175.2(3) . . . . ?
Zn1 N2 C21 C210 -5.8(4) . . . . ?
Zn1 N2 C29 C24 -174.3(3) . . . . ?
Zn1 N2 C29 C28 4.9(5) . . . . ?
Zn1 N3 C31 C32 -169.0(4) . . . . ?
Zn1 N3 C31 C310 12.5(4) . . . . ?
Zn1 N3 C39 C34 168.1(3) . . . . ?
Zn1 N3 C39 C38 -11.0(6) . . . . ?
N1 C11 C12 C13 0.9(7) . . . . ?
N1 C11 C110 O11 16.8(5) . . . . ?
N1 C11 C110 O12 -164.1(4) . . . . ?
N2 C21 C22 C23 -0.3(6) . . . . ?
N2 C21 C210 O21 8.9(5) . . . . ?
N2 C21 C210 O22 -171.9(4) . . . . ?
N3 C31 C32 C33 -3.3(7) . . . . ?
N3 C31 C310 O31 -1.7(6) . . . . ?
N3 C31 C310 O32 176.7(5) . . . . ?
N41 C41 C42 C43 34.0(4) . . . . ?
C11 N1 C19 C14 -0.8(6) . . . . ?
C11 N1 C19 C18 178.4(4) . . . . ?
C11 C12 C13 C14 0.2(7) . . . . ?
C12 C11 C110 O11 -162.1(4) . . . . ?
C12 C11 C110 O12 17.0(6) . . . . ?
C12 C13 C14 C15 -179.8(4) . . . . ?
C12 C13 C14 C19 -1.5(6) . . . . ?
C13 C14 C15 C16 176.9(4) . . . . ?
C13 C14 C19 N1 1.8(6) . . . . ?
C13 C14 C19 C18 -177.3(4) . . . . ?
C14 C15 C16 C17 0.7(7) . . . . ?
C15 C14 C19 N1 -179.9(4) . . . . ?
C15 C14 C19 C18 1.0(6) . . . . ?
C15 C16 C17 C18 0.3(8) . . . . ?
C16 C17 C18 C19 -0.6(8) . . . . ?
C17 C18 C19 N1 -179.3(4) . . . . ?
C17 C18 C19 C14 -0.1(6) . . . . ?
C19 N1 C11 C12 -0.7(6) . . . . ?
C19 N1 C11 C110 -179.4(3) . . . . ?
C19 C14 C15 C16 -1.3(7) . . . . ?
C21 N2 C29 C24 0.2(5) . . . . ?
C21 N2 C29 C28 179.5(3) . . . . ?
C21 C22 C23 C24 0.9(6) . . . . ?
C22 C21 C210 O21 -172.1(4) . . . . ?
C22 C21 C210 O22 7.1(6) . . . . ?
C22 C23 C24 C25 178.9(4) . . . . ?
C22 C23 C24 C29 -1.0(6) . . . . ?
C23 C24 C25 C26 179.3(4) . . . . ?
C23 C24 C29 N2 0.5(5) . . . . ?
C23 C24 C29 C28 -178.8(4) . . . . ?
C24 C25 C26 C27 -0.3(7) . . . . ?
C25 C24 C29 N2 -179.5(3) . . . . ?
C25 C24 C29 C28 1.2(5) . . . . ?
C25 C26 C27 C28 1.0(7) . . . . ?
C26 C27 C28 C29 -0.5(6) . . . . ?
C27 C28 C29 N2 -179.9(4) . . . . ?
C27 C28 C29 C24 -0.6(6) . . . . ?
C29 N2 C21 C22 -0.3(5) . . . . ?
C29 N2 C21 C210 178.7(3) . . . . ?
C29 C24 C25 C26 -0.8(6) . . . . ?
C31 N3 C39 C34 -0.3(6) . . . . ?
C31 N3 C39 C38 -179.4(4) . . . . ?
C31 C32 C33 C34 1.3(7) . . . . ?
C32 C31 C310 O31 179.7(4) . . . . ?
C32 C31 C310 O32 -1.8(7) . . . . ?
C32 C33 C34 C35 -178.7(4) . . . . ?
C32 C33 C34 C39 0.8(7) . . . . ?
C33 C34 C35 C36 -176.7(5) . . . . ?
C33 C34 C39 N3 -1.5(6) . . . . ?
C33 C34 C39 C38 177.6(4) . . . . ?
C34 C35 C36 C37 -2.3(7) . . . . ?
C35 C34 C39 N3 178.1(4) . . . . ?
C35 C34 C39 C38 -2.8(6) . . . . ?
C35 C36 C37 C38 -0.1(7) . . . . ?
C36 C37 C38 C39 1.0(6) . . . . ?
C37 C38 C39 N3 179.6(4) . . . . ?
C37 C38 C39 C34 0.5(6) . . . . ?
C39 N3 C31 C32 2.7(6) . . . . ?
C39 N3 C31 C310 -175.8(4) . . . . ?
C39 C34 C35 C36 3.7(7) . . . . ?
C41 N41 C44 C43 -9.9(5) . . . . ?
C41 N41 C45 N42 -177.1(4) . . . . ?
C41 N41 C45 C46 3.9(6) . . . . ?
C41 C42 C43 C44 -40.8(5) . . . . ?
C42 C43 C44 N41 30.8(5) . . . . ?
C44 N41 C41 C42 -15.0(5) . . . . ?
C44 N41 C45 N42 -6.0(7) . . . . ?
C44 N41 C45 C46 175.0(4) . . . . ?
C45 N41 C41 C42 156.9(4) . . . . ?
C45 N41 C44 C43 177.9(4) . . . . ?
C110 C11 C12 C13 179.6(4) . . . . ?
C210 C21 C22 C23 -179.2(4) . . . . ?
C310 C31 C32 C33 175.2(4) . . . . ?

####################################################################### 
# 
# 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 1973031'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C2 H3 N, C4 H10 N O'
_chemical_formula_sum            'C36 H31 N5 O7 Zn'
_chemical_formula_weight         711.03
_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      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                   13.0755(4)
_cell_length_b                   12.9618(5)
_cell_length_c                   20.0571(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.157(3)
_cell_angle_gamma                90
_cell_volume                     3394.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6176
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7480
_cell_measurement_theta_min      3.4100
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.772
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92428
_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    1.391
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.35
_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  0.0286
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            16839
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.472
_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    -15.00  11.00   1.00  100.00    --  -14.21 -99.00-150.00   26
  2  ω    -22.00  95.00   1.00  100.00    --   14.36  19.00 -90.00  117
  3  ω    -29.00  30.00   1.00  100.00    --   14.36 -77.00 120.00   59
;
_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      0.0242670000
_diffrn_orient_matrix_UB_12      0.0489050000
_diffrn_orient_matrix_UB_13      -0.0008562000
_diffrn_orient_matrix_UB_21      0.0338265000
_diffrn_orient_matrix_UB_22      -0.0191322000
_diffrn_orient_matrix_UB_23      -0.0235532000
_diffrn_orient_matrix_UB_31      -0.0348969000
_diffrn_orient_matrix_UB_32      0.0154258000
_diffrn_orient_matrix_UB_33      -0.0264325000
_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                5844
_reflns_number_total             7775
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         7775
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0397
_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)+(0.0404P)²+1.2295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.1033
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.27122(2) 0.31242(2) 0.53113(2) 0.03652(9) Uani 1 1 d . . . . .
O11 O 0.15668(11) 0.24690(12) 0.47595(7) 0.0399(4) Uani 1 1 d . . . . .
O12 O 0.12174(13) 0.14872(16) 0.38649(9) 0.0603(5) Uani 1 1 d . . . . .
O21 O 0.37150(12) 0.37208(13) 0.60106(9) 0.0501(4) Uani 1 1 d . . . . .
O22 O 0.46240(13) 0.35383(18) 0.69714(9) 0.0681(6) Uani 1 1 d . . . . .
O31 O 0.32176(12) 0.41505(12) 0.46026(8) 0.0496(4) Uani 1 1 d . . . . .
O32 O 0.30479(12) 0.57298(12) 0.41813(8) 0.0456(4) Uani 1 1 d . . . . .
N1 N 0.35538(13) 0.19338(13) 0.47705(8) 0.0326(4) Uani 1 1 d . . . . .
N2 N 0.26584(13) 0.19940(15) 0.62328(8) 0.0396(4) Uani 1 1 d . . . . .
N3 N 0.17236(12) 0.44857(13) 0.54388(8) 0.0336(4) Uani 1 1 d . . . . .
N5 N 0.6975(2) 0.1296(2) 0.71416(13) 0.0842(8) Uani 1 1 d . . . . .
C11 C 0.29162(16) 0.14765(17) 0.43323(10) 0.0355(5) Uani 1 1 d . . . . .
C12 C 0.32197(19) 0.07047(18) 0.38918(11) 0.0433(5) Uani 1 1 d . . . . .
H12 H 0.274196 0.039416 0.359529 0.052 Uiso 1 1 calc R . . . .
C13 C 0.42187(19) 0.04192(18) 0.39051(11) 0.0462(6) Uani 1 1 d . . . . .
H13 H 0.443034 -0.009186 0.361785 0.055 Uiso 1 1 calc R . . . .
C14 C 0.49330(17) 0.08974(17) 0.43539(11) 0.0395(5) Uani 1 1 d . . . . .
C15 C 0.59922(19) 0.0656(2) 0.43914(12) 0.0501(6) Uani 1 1 d . . . . .
H15 H 0.623865 0.015335 0.411115 0.060 Uiso 1 1 calc R . . . .
C16 C 0.66509(18) 0.1148(2) 0.48296(13) 0.0519(6) Uani 1 1 d . . . . .
H16 H 0.734289 0.097797 0.484799 0.062 Uiso 1 1 calc R . . . .
C17 C 0.62947(18) 0.19135(19) 0.52569(12) 0.0466(6) Uani 1 1 d . . . . .
H17 H 0.675240 0.225106 0.555378 0.056 Uiso 1 1 calc R . . . .
C18 C 0.52799(16) 0.21615(18) 0.52368(11) 0.0403(5) Uani 1 1 d . . . . .
H18 H 0.505034 0.266644 0.552215 0.048 Uiso 1 1 calc R . . . .
C19 C 0.45755(16) 0.16619(16) 0.47889(10) 0.0335(5) Uani 1 1 d . . . . .
C21 C 0.34319(16) 0.2230(2) 0.66605(11) 0.0456(6) Uani 1 1 d . . . . .
C22 C 0.3773(2) 0.1591(3) 0.71967(12) 0.0623(8) Uani 1 1 d . . . . .
H22 H 0.431663 0.179161 0.748633 0.075 Uiso 1 1 calc R . . . .
C23 C 0.3292(2) 0.0677(3) 0.72809(12) 0.0664(9) Uani 1 1 d . . . . .
H23 H 0.351366 0.024035 0.762737 0.080 Uiso 1 1 calc R . . . .
C24 C 0.24581(18) 0.0385(2) 0.68466(11) 0.0518(7) Uani 1 1 d . . . . .
C25 C 0.1927(2) -0.0553(2) 0.69038(14) 0.0643(8) Uani 1 1 d . . . . .
H25 H 0.214063 -0.102109 0.723415 0.077 Uiso 1 1 calc R . . . .
C26 C 0.1111(2) -0.0785(2) 0.64873(14) 0.0623(7) Uani 1 1 d . . . . .
H26 H 0.076505 -0.140566 0.653429 0.075 Uiso 1 1 calc R . . . .
C27 C 0.0787(2) -0.0086(2) 0.59830(12) 0.0547(7) Uani 1 1 d . . . . .
H27 H 0.022169 -0.024702 0.570078 0.066 Uiso 1 1 calc R . . . .
C28 C 0.12893(17) 0.0824(2) 0.59007(11) 0.0459(6) Uani 1 1 d . . . . .
H28 H 0.106535 0.127570 0.556325 0.055 Uiso 1 1 calc R . . . .
C29 C 0.21489(16) 0.1082(2) 0.63266(10) 0.0410(5) Uani 1 1 d . . . . .
C31 C 0.19403(15) 0.52389(16) 0.50263(10) 0.0325(4) Uani 1 1 d . . . . .
C32 C 0.14295(15) 0.61900(17) 0.50019(11) 0.0369(5) Uani 1 1 d . . . . .
H32 H 0.161265 0.669670 0.470264 0.044 Uiso 1 1 calc R . . . .
C33 C 0.06618(16) 0.63654(17) 0.54208(11) 0.0383(5) Uani 1 1 d . . . . .
H33 H 0.031421 0.699163 0.541002 0.046 Uiso 1 1 calc R . . . .
C34 C 0.04015(14) 0.55827(17) 0.58714(10) 0.0334(5) Uani 1 1 d . . . . .
C35 C -0.03948(15) 0.56986(18) 0.63201(11) 0.0390(5) Uani 1 1 d . . . . .
H35 H -0.075973 0.631383 0.632857 0.047 Uiso 1 1 calc R . . . .
C36 C -0.06254(17) 0.4919(2) 0.67352(11) 0.0453(6) Uani 1 1 d . . . . .
H36 H -0.114992 0.500129 0.702563 0.054 Uiso 1 1 calc R . . . .
C37 C -0.00756(18) 0.3985(2) 0.67300(12) 0.0503(6) Uani 1 1 d . . . . .
H37 H -0.023886 0.345608 0.701913 0.060 Uiso 1 1 calc R . . . .
C38 C 0.06959(17) 0.38455(19) 0.63044(11) 0.0435(5) Uani 1 1 d . . . . .
H38 H 0.105247 0.322467 0.630546 0.052 Uiso 1 1 calc R . . . .
C39 C 0.09504(15) 0.46402(16) 0.58652(10) 0.0333(4) Uani 1 1 d . . . . .
C51 C 0.6999(2) 0.2160(2) 0.72183(12) 0.0535(7) Uani 1 1 d . . . . .
C52 C 0.7038(2) 0.3251(2) 0.73253(14) 0.0603(7) Uani 1 1 d . . . . .
H52A H 0.650079 0.345071 0.760600 0.090 Uiso 1 1 calc GR . . . .
H52B H 0.695131 0.360066 0.690417 0.090 Uiso 1 1 calc GR . . . .
H52C H 0.768924 0.343280 0.753764 0.090 Uiso 1 1 calc GR . . . .
C110 C 0.18030(17) 0.18317(18) 0.43119(11) 0.0402(5) Uani 1 1 d . . . . .
C210 C 0.39717(18) 0.3237(2) 0.65477(13) 0.0517(7) Uani 1 1 d . . . . .
C310 C 0.28007(16) 0.50301(17) 0.45620(11) 0.0370(5) Uani 1 1 d . . . . .
O4 O 0.4317(3) 0.6915(2) 0.71322(19) 0.1413(13) Uani 1 1 d . . . . .
N4 N 0.53004(18) 0.5392(3) 0.63967(13) 0.0893(10) Uani 1 1 d . . . . .
H4A H 0.574682 0.520298 0.610039 0.107 Uiso 1 1 calc R . . . .
H4B H 0.502321 0.482188 0.655579 0.107 Uiso 1 1 calc R . . . .
C41 C 0.4509(4) 0.6004(4) 0.60662(17) 0.1054(16) Uani 1 1 d . . . . .
H41A H 0.414268 0.559476 0.572544 0.126 Uiso 1 1 calc R . . . .
H41B H 0.481003 0.659176 0.585129 0.126 Uiso 1 1 calc R . . . .
C42 C 0.3785(3) 0.6367(3) 0.6565(3) 0.1083(14) Uani 1 1 d . . . . .
H42A H 0.328471 0.682570 0.634725 0.130 Uiso 1 1 calc R . . . .
H42B H 0.342013 0.577852 0.673377 0.130 Uiso 1 1 calc R . . . .
C43 C 0.5092(3) 0.6274(2) 0.74313(14) 0.0730(9) Uani 1 1 d . . . . .
H43A H 0.477760 0.566901 0.761747 0.088 Uiso 1 1 calc R . . . .
H43B H 0.544681 0.664553 0.779472 0.088 Uiso 1 1 calc R . . . .
C44 C 0.5846(2) 0.5943(3) 0.69457(15) 0.0714(9) Uani 1 1 d . . . . .
H44A H 0.619320 0.654019 0.677463 0.086 Uiso 1 1 calc R . . . .
H44B H 0.635533 0.549443 0.716397 0.086 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 O11 2.0016(15) . ?
Zn1 O21 2.0204(16) . ?
Zn1 O31 2.0809(16) . ?
Zn1 N1 2.2135(17) . ?
Zn1 N2 2.3625(19) . ?
Zn1 N3 2.2108(17) . ?
O11 C110 1.271(3) . ?
O12 C110 1.231(3) . ?
O21 C210 1.276(3) . ?
O22 C210 1.234(3) . ?
O31 C310 1.265(3) . ?
O32 C310 1.240(3) . ?
N1 C11 1.318(3) . ?
N1 C19 1.380(3) . ?
N2 C21 1.325(3) . ?
N2 C29 1.374(3) . ?
N3 C31 1.321(3) . ?
N3 C39 1.374(2) . ?
N5 C51 1.131(4) . ?
C11 C12 1.406(3) . ?
C11 C110 1.525(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.356(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(3) . ?
C14 C15 1.418(3) . ?
C14 C19 1.417(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.355(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.407(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.364(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.408(3) . ?
C21 C22 1.410(4) . ?
C21 C210 1.507(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.356(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.409(4) . ?
C24 C25 1.408(4) . ?
C24 C29 1.422(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.352(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.405(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.365(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.414(3) . ?
C31 C32 1.402(3) . ?
C31 C310 1.524(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.363(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.413(3) . ?
C34 C35 1.421(3) . ?
C34 C39 1.417(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.354(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.409(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.369(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.407(3) . ?
C51 C52 1.430(4) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
O4 C42 1.482(5) . ?
O4 C43 1.417(4) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 C41 1.437(5) . ?
N4 C44 1.464(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.491(6) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.487(4) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?

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
O11 Zn1 O21 169.56(7) . . ?
O11 Zn1 O31 98.61(7) . . ?
O11 Zn1 N1 79.07(6) . . ?
O11 Zn1 N2 96.65(6) . . ?
O11 Zn1 N3 88.75(6) . . ?
O21 Zn1 O31 90.64(7) . . ?
O21 Zn1 N1 106.62(6) . . ?
O21 Zn1 N2 74.95(7) . . ?
O21 Zn1 N3 88.59(6) . . ?
O31 Zn1 N1 85.74(6) . . ?
O31 Zn1 N2 162.76(7) . . ?
O31 Zn1 N3 77.20(6) . . ?
N1 Zn1 N2 89.32(6) . . ?
N3 Zn1 N1 157.34(6) . . ?
N3 Zn1 N2 111.20(6) . . ?
C110 O11 Zn1 117.57(14) . . ?
C210 O21 Zn1 121.90(17) . . ?
C310 O31 Zn1 117.93(14) . . ?
C11 N1 Zn1 109.08(13) . . ?
C11 N1 C19 118.60(18) . . ?
C19 N1 Zn1 132.18(14) . . ?
C21 N2 Zn1 108.00(16) . . ?
C21 N2 C29 117.9(2) . . ?
C29 N2 Zn1 132.51(14) . . ?
C31 N3 Zn1 111.76(13) . . ?
C31 N3 C39 118.21(18) . . ?
C39 N3 Zn1 130.03(14) . . ?
N1 C11 C12 123.3(2) . . ?
N1 C11 C110 116.72(19) . . ?
C12 C11 C110 120.0(2) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.8(2) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 123.3(2) . . ?
C13 C14 C19 118.2(2) . . ?
C19 C14 C15 118.4(2) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.8(2) . . ?
C19 C18 H18 119.6 . . ?
N1 C19 C14 120.9(2) . . ?
N1 C19 C18 119.85(18) . . ?
C18 C19 C14 119.22(19) . . ?
N2 C21 C22 123.8(3) . . ?
N2 C21 C210 116.7(2) . . ?
C22 C21 C210 119.5(2) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.6(2) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C29 117.5(3) . . ?
C25 C24 C23 123.4(2) . . ?
C25 C24 C29 119.2(2) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(3) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.1(3) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.2(2) . . ?
C29 C28 H28 119.9 . . ?
N2 C29 C24 121.8(2) . . ?
N2 C29 C28 119.7(2) . . ?
C28 C29 C24 118.5(2) . . ?
N3 C31 C32 123.63(19) . . ?
N3 C31 C310 116.28(18) . . ?
C32 C31 C310 120.09(19) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32 120.3 . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 119.1(2) . . ?
C34 C33 H33 120.5 . . ?
C33 C34 C35 122.7(2) . . ?
C33 C34 C39 118.25(18) . . ?
C39 C34 C35 119.1(2) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.4(2) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(2) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.8(2) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 119.9 . . ?
C37 C38 C39 120.1(2) . . ?
C39 C38 H38 119.9 . . ?
N3 C39 C34 121.42(19) . . ?
N3 C39 C38 119.37(19) . . ?
C38 C39 C34 119.21(19) . . ?
N5 C51 C52 179.1(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 . . ?
O11 C110 C11 116.50(19) . . ?
O12 C110 O11 125.8(2) . . ?
O12 C110 C11 117.7(2) . . ?
O21 C210 C21 116.7(2) . . ?
O22 C210 O21 124.4(3) . . ?
O22 C210 C21 118.9(3) . . ?
O31 C310 C31 116.81(19) . . ?
O32 C310 O31 125.0(2) . . ?
O32 C310 C31 118.22(19) . . ?
C43 O4 C42 109.8(3) . . ?
H4A N4 H4B 107.8 . . ?
C41 N4 H4A 109.0 . . ?
C41 N4 H4B 109.0 . . ?
C41 N4 C44 112.8(3) . . ?
C44 N4 H4A 109.0 . . ?
C44 N4 H4B 109.0 . . ?
N4 C41 H41A 109.8 . . ?
N4 C41 H41B 109.8 . . ?
N4 C41 C42 109.4(3) . . ?
H41A C41 H41B 108.2 . . ?
C42 C41 H41A 109.8 . . ?
C42 C41 H41B 109.8 . . ?
O4 C42 C41 112.2(3) . . ?
O4 C42 H42A 109.2 . . ?
O4 C42 H42B 109.2 . . ?
C41 C42 H42A 109.2 . . ?
C41 C42 H42B 109.2 . . ?
H42A C42 H42B 107.9 . . ?
O4 C43 H43A 109.2 . . ?
O4 C43 H43B 109.2 . . ?
O4 C43 C44 112.1(3) . . ?
H43A C43 H43B 107.9 . . ?
C44 C43 H43A 109.2 . . ?
C44 C43 H43B 109.2 . . ?
N4 C44 C43 108.7(2) . . ?
N4 C44 H44A 110.0 . . ?
N4 C44 H44B 110.0 . . ?
C43 C44 H44A 110.0 . . ?
C43 C44 H44B 110.0 . . ?
H44A C44 H44B 108.3 . . ?

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
N4 H4A O31 0.89 2.18 2.924(3) 141.4 3_666 yes
N4 H4A O32 0.89 2.09 2.898(3) 150.7 3_666 yes
N4 H4B O21 0.89 2.44 3.068(3) 127.9 . yes
N4 H4B O22 0.89 1.95 2.828(4) 171.2 . 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 O11 C110 O12 -167.82(19) . . . . ?
Zn1 O11 C110 C11 11.5(2) . . . . ?
Zn1 O21 C210 O22 175.55(17) . . . . ?
Zn1 O21 C210 C21 -4.4(3) . . . . ?
Zn1 O31 C310 O32 177.30(17) . . . . ?
Zn1 O31 C310 C31 -1.8(2) . . . . ?
Zn1 N1 C11 C12 177.82(17) . . . . ?
Zn1 N1 C11 C110 -1.5(2) . . . . ?
Zn1 N1 C19 C14 -176.07(14) . . . . ?
Zn1 N1 C19 C18 2.8(3) . . . . ?
Zn1 N2 C21 C22 -166.08(19) . . . . ?
Zn1 N2 C21 C210 13.0(2) . . . . ?
Zn1 N2 C29 C24 161.03(16) . . . . ?
Zn1 N2 C29 C28 -19.3(3) . . . . ?
Zn1 N3 C31 C32 -179.99(15) . . . . ?
Zn1 N3 C31 C310 -0.2(2) . . . . ?
Zn1 N3 C39 C34 179.85(13) . . . . ?
Zn1 N3 C39 C38 -0.3(3) . . . . ?
N1 C11 C12 C13 -1.1(3) . . . . ?
N1 C11 C110 O11 -6.3(3) . . . . ?
N1 C11 C110 O12 173.2(2) . . . . ?
N2 C21 C22 C23 0.5(4) . . . . ?
N2 C21 C210 O21 -7.5(3) . . . . ?
N2 C21 C210 O22 172.5(2) . . . . ?
N3 C31 C32 C33 -0.2(3) . . . . ?
N3 C31 C310 O31 1.3(3) . . . . ?
N3 C31 C310 O32 -177.86(18) . . . . ?
C11 N1 C19 C14 -0.9(3) . . . . ?
C11 N1 C19 C18 177.94(19) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C11 C110 O11 174.4(2) . . . . ?
C12 C11 C110 O12 -6.2(3) . . . . ?
C12 C13 C14 C15 -178.9(2) . . . . ?
C12 C13 C14 C19 0.9(3) . . . . ?
C13 C14 C15 C16 179.4(2) . . . . ?
C13 C14 C19 N1 -0.3(3) . . . . ?
C13 C14 C19 C18 -179.2(2) . . . . ?
C14 C15 C16 C17 -0.2(4) . . . . ?
C15 C14 C19 N1 179.46(19) . . . . ?
C15 C14 C19 C18 0.6(3) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C16 C17 C18 C19 -0.3(4) . . . . ?
C17 C18 C19 N1 -179.2(2) . . . . ?
C17 C18 C19 C14 -0.3(3) . . . . ?
C19 N1 C11 C12 1.6(3) . . . . ?
C19 N1 C11 C110 -177.69(18) . . . . ?
C19 C14 C15 C16 -0.4(3) . . . . ?
C21 N2 C29 C24 -2.6(3) . . . . ?
C21 N2 C29 C28 177.07(19) . . . . ?
C21 C22 C23 C24 -1.0(4) . . . . ?
C22 C21 C210 O21 171.6(2) . . . . ?
C22 C21 C210 O22 -8.4(3) . . . . ?
C22 C23 C24 C25 179.8(3) . . . . ?
C22 C23 C24 C29 -0.2(4) . . . . ?
C23 C24 C25 C26 178.0(3) . . . . ?
C23 C24 C29 N2 2.1(3) . . . . ?
C23 C24 C29 C28 -177.6(2) . . . . ?
C24 C25 C26 C27 0.5(4) . . . . ?
C25 C24 C29 N2 -177.9(2) . . . . ?
C25 C24 C29 C28 2.4(3) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C27 C28 C29 N2 179.0(2) . . . . ?
C27 C28 C29 C24 -1.3(3) . . . . ?
C29 N2 C21 C22 1.3(3) . . . . ?
C29 N2 C21 C210 -179.63(18) . . . . ?
C29 C24 C25 C26 -2.1(4) . . . . ?
C31 N3 C39 C34 -0.6(3) . . . . ?
C31 N3 C39 C38 179.26(18) . . . . ?
C31 C32 C33 C34 0.2(3) . . . . ?
C32 C31 C310 O31 -178.88(19) . . . . ?
C32 C31 C310 O32 1.9(3) . . . . ?
C32 C33 C34 C35 -179.38(19) . . . . ?
C32 C33 C34 C39 -0.4(3) . . . . ?
C33 C34 C35 C36 179.0(2) . . . . ?
C33 C34 C39 N3 0.6(3) . . . . ?
C33 C34 C39 C38 -179.26(19) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C35 C34 C39 N3 179.65(18) . . . . ?
C35 C34 C39 C38 -0.2(3) . . . . ?
C35 C36 C37 C38 -0.3(4) . . . . ?
C36 C37 C38 C39 0.1(4) . . . . ?
C37 C38 C39 N3 -179.7(2) . . . . ?
C37 C38 C39 C34 0.2(3) . . . . ?
C39 N3 C31 C32 0.4(3) . . . . ?
C39 N3 C31 C310 -179.81(16) . . . . ?
C39 C34 C35 C36 0.0(3) . . . . ?
C110 C11 C12 C13 178.2(2) . . . . ?
C210 C21 C22 C23 -178.5(2) . . . . ?
C310 C31 C32 C33 -179.96(18) . . . . ?
O4 C43 C44 N4 -58.4(4) . . . . ?
N4 C41 C42 O4 54.2(4) . . . . ?
C41 N4 C44 C43 57.6(4) . . . . ?
C42 O4 C43 C44 57.5(4) . . . . ?
C43 O4 C42 C41 -55.4(5) . . . . ?
C44 N4 C41 C42 -56.0(4) . . . . ?

####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 1973024'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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         'C20 H12 Cl N2 O4 Zn, C4 H10 N'
_chemical_formula_sum            'C24 H22 Cl N3 O4 Zn'
_chemical_formula_weight         517.26
_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'
Cl Cl 0.1484 0.1585 '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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   9.5603(6)
_cell_length_b                   6.7219(8)
_cell_length_c                   17.1475(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.675(7)
_cell_angle_gamma                90
_cell_volume                     1101.49(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2190
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.8650
_cell_measurement_theta_min      3.2190
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.785
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61377
_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    1.560
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.2
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5444
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.376
_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   -104.00 -70.00   1.00   32.50    --  -14.36-178.00   0.00   34
  2  ω    -65.00  60.00   1.00   32.50    --   14.52 -19.00 -30.00  125
  3  ω      9.00  56.00   1.00   32.50    --   14.52 -99.00-150.00   47
;
_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      -0.0308945000
_diffrn_orient_matrix_UB_12      0.0959233000
_diffrn_orient_matrix_UB_13      -0.0011658000
_diffrn_orient_matrix_UB_21      -0.0586495000
_diffrn_orient_matrix_UB_22      -0.0374708000
_diffrn_orient_matrix_UB_23      0.0197315000
_diffrn_orient_matrix_UB_31      0.0333234000
_diffrn_orient_matrix_UB_32      0.0232269000
_diffrn_orient_matrix_UB_33      0.0363547000
_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                2178
_reflns_number_total             2536
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2536
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.033
_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)+(0.0444P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.81356(6) 0.750000 0.02196(12) Uani 1 2 d S T P . .
Cl1 Cl 0.500000 1.15082(13) 0.750000 0.0322(2) Uani 1 2 d S T P . .
O11 O 0.30675(14) 0.7119(3) 0.72727(7) 0.0273(4) Uani 1 1 d . . . . .
O12 O 0.14214(13) 0.6695(3) 0.63501(8) 0.0297(4) Uani 1 1 d . . . . .
N1 N 0.50210(16) 0.7552(3) 0.62172(9) 0.0196(4) Uani 1 1 d . . . . .
N2 N 0.000000 0.4851(5) 0.750000 0.0288(6) Uani 1 2 d S T P . .
C11 C 0.37289(19) 0.7272(3) 0.59550(11) 0.0198(4) Uani 1 1 d . . . . .
C12 C 0.3350(2) 0.7173(3) 0.51562(11) 0.0217(5) Uani 1 1 d . . . . .
H12 H 0.242262 0.696393 0.499777 0.026 Uiso 1 1 calc R . . . .
C13 C 0.4355(2) 0.7387(3) 0.46222(11) 0.0222(4) Uani 1 1 d . . . . .
H13 H 0.411959 0.735281 0.409224 0.027 Uiso 1 1 calc R . . . .
C14 C 0.5760(2) 0.7661(3) 0.48733(11) 0.0201(4) Uani 1 1 d . . . . .
C15 C 0.6867(2) 0.7848(3) 0.43554(11) 0.0245(5) Uani 1 1 d . . . . .
H15 H 0.668189 0.782239 0.382002 0.029 Uiso 1 1 calc R . . . .
C16 C 0.8211(2) 0.8066(4) 0.46322(12) 0.0299(5) Uani 1 1 d . . . . .
H16 H 0.893512 0.819739 0.428500 0.036 Uiso 1 1 calc R . . . .
C17 C 0.8507(2) 0.8094(4) 0.54412(12) 0.0312(6) Uani 1 1 d . . . . .
H17 H 0.942770 0.821397 0.562482 0.037 Uiso 1 1 calc R . . . .
C18 C 0.7457(2) 0.7947(4) 0.59570(12) 0.0273(5) Uani 1 1 d . . . . .
H18 H 0.766365 0.798977 0.649004 0.033 Uiso 1 1 calc R . . . .
C19 C 0.6061(2) 0.7730(3) 0.56894(11) 0.0201(4) Uani 1 1 d . . . . .
C21 C -0.1009(2) 0.3546(5) 0.70500(15) 0.0434(7) Uani 1 1 d . . . . .
H21A H -0.196663 0.396208 0.712651 0.052 Uiso 1 1 calc R . . . .
H21B H -0.082483 0.357971 0.649684 0.052 Uiso 1 1 calc R . . . .
C22 C -0.0756(4) 0.1527(6) 0.73753(17) 0.0706(11) Uani 1 1 d . . . . .
H22A H -0.094327 0.051508 0.698257 0.085 Uiso 1 1 calc R . . . .
H22B H -0.134534 0.128335 0.781636 0.085 Uiso 1 1 calc R . . . .
C110 C 0.2646(2) 0.7020(4) 0.65646(11) 0.0223(5) Uani 1 1 d . . . . .
H2 H 0.042(3) 0.574(4) 0.7209(14) 0.043(7) 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 Cl1 2.2670(11) . ?
Zn1 O11 1.9976(14) . ?
Zn1 O11 1.9976(14) 2_656 ?
Zn1 N1 2.2352(15) . ?
Zn1 N1 2.2352(15) 2_656 ?
O11 C110 1.270(2) . ?
O12 C110 1.237(2) . ?
N1 C11 1.316(2) . ?
N1 C19 1.369(2) . ?
N2 C21 1.501(3) 2_556 ?
N2 C21 1.501(3) . ?
N2 H2 0.88(3) . ?
N2 H2 0.88(3) 2_556 ?
C11 C12 1.408(3) . ?
C11 C110 1.502(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.354(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.411(3) . ?
C14 C15 1.407(3) . ?
C14 C19 1.421(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.365(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.408(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.361(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.406(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.484(5) . ?
C22 C22 1.496(7) 2_556 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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
O11 Zn1 Cl1 110.01(5) 2_656 . ?
O11 Zn1 Cl1 110.01(5) . . ?
O11 Zn1 O11 139.98(11) . 2_656 ?
O11 Zn1 N1 77.45(6) 2_656 2_656 ?
O11 Zn1 N1 77.45(6) . . ?
O11 Zn1 N1 95.57(6) 2_656 . ?
O11 Zn1 N1 95.57(6) . 2_656 ?
N1 Zn1 Cl1 100.12(5) 2_656 . ?
N1 Zn1 Cl1 100.12(5) . . ?
N1 Zn1 N1 159.77(10) . 2_656 ?
C110 O11 Zn1 118.04(13) . . ?
C11 N1 Zn1 109.03(12) . . ?
C11 N1 C19 118.64(15) . . ?
C19 N1 Zn1 131.51(12) . . ?
C21 N2 C21 108.4(3) 2_556 . ?
C21 N2 H2 113.6(17) 2_556 2_556 ?
C21 N2 H2 112.9(17) . 2_556 ?
C21 N2 H2 113.6(17) . . ?
C21 N2 H2 112.9(17) 2_556 . ?
H2 N2 H2 95(4) . 2_556 ?
N1 C11 C12 123.48(18) . . ?
N1 C11 C110 115.95(15) . . ?
C12 C11 C110 120.57(16) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.02(18) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.71(16) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C19 117.92(18) . . ?
C15 C14 C13 123.12(17) . . ?
C15 C14 C19 118.95(17) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.55(18) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.25(19) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.61(18) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.44(17) . . ?
C19 C18 H18 119.8 . . ?
N1 C19 C14 121.20(17) . . ?
N1 C19 C18 119.61(16) . . ?
C18 C19 C14 119.18(18) . . ?
N2 C21 H21A 110.9 . . ?
N2 C21 H21B 110.9 . . ?
H21A C21 H21B 108.9 . . ?
C22 C21 N2 104.3(2) . . ?
C22 C21 H21A 110.9 . . ?
C22 C21 H21B 110.9 . . ?
C21 C22 C22 104.6(2) . 2_556 ?
C21 C22 H22A 110.8 . . ?
C21 C22 H22B 110.8 . . ?
C22 C22 H22A 110.8 2_556 . ?
C22 C22 H22B 110.8 2_556 . ?
H22A C22 H22B 108.9 . . ?
O11 C110 C11 116.99(16) . . ?
O12 C110 O11 124.39(19) . . ?
O12 C110 C11 118.60(16) . . ?

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 O12 0.88(3) 1.89(3) 2.725(2) 157(3) . 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 O11 C110 O12 -169.19(18) . . . . ?
Zn1 O11 C110 C11 12.3(3) . . . . ?
Zn1 N1 C11 C12 169.89(18) . . . . ?
Zn1 N1 C11 C110 -11.2(2) . . . . ?
Zn1 N1 C19 C14 -167.00(16) . . . . ?
Zn1 N1 C19 C18 14.2(3) . . . . ?
N1 C11 C12 C13 -0.4(4) . . . . ?
N1 C11 C110 O11 0.7(3) . . . . ?
N1 C11 C110 O12 -177.9(2) . . . . ?
N2 C21 C22 C22 -30.2(3) . . . 2_556 ?
C11 N1 C19 C14 1.4(3) . . . . ?
C11 N1 C19 C18 -177.4(2) . . . . ?
C11 C12 C13 C14 1.3(3) . . . . ?
C12 C11 C110 O11 179.7(2) . . . . ?
C12 C11 C110 O12 1.1(3) . . . . ?
C12 C13 C14 C15 178.5(2) . . . . ?
C12 C13 C14 C19 -0.9(3) . . . . ?
C13 C14 C15 C16 -178.5(2) . . . . ?
C13 C14 C19 N1 -0.5(3) . . . . ?
C13 C14 C19 C18 178.3(2) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C15 C14 C19 N1 -179.9(2) . . . . ?
C15 C14 C19 C18 -1.1(3) . . . . ?
C15 C16 C17 C18 -1.4(4) . . . . ?
C16 C17 C18 C19 1.1(4) . . . . ?
C17 C18 C19 N1 179.0(2) . . . . ?
C17 C18 C19 C14 0.2(4) . . . . ?
C19 N1 C11 C12 -0.9(3) . . . . ?
C19 N1 C11 C110 178.0(2) . . . . ?
C19 C14 C15 C16 0.8(4) . . . . ?
C21 N2 C21 C22 11.58(16) 2_556 . . . ?
C110 C11 C12 C13 -179.3(2) . . . . ?

####################################################################### 
# 
# 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 1973030'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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(C14 H15 N2 O3 Zn0.5)'
_chemical_formula_sum            'C28 H30 N4 O6 Zn'
_chemical_formula_weight         583.93
_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      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                   10.6517(5)
_cell_length_b                   17.8533(8)
_cell_length_c                   13.5909(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.999(4)
_cell_angle_gamma                90
_cell_volume                     2582.98(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4406
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.2130
_cell_measurement_theta_min      3.1750
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.434
_exptl_absorpt_coefficient_mu    1.003
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63697
_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            yellow
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.9
_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  0.0242
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12761
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.472
_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    -20.00   5.00   1.00    8.28    --  -14.36 -99.00   0.00   25
  2  ω    -10.00  96.00   1.00    8.28    --   14.52  19.00  60.00  106
  3  ω    -48.00  19.00   1.00    8.28    --   14.52 -57.00 -90.00   67
;
_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      -0.0468002000
_diffrn_orient_matrix_UB_12      0.0226799000
_diffrn_orient_matrix_UB_13      0.0209087000
_diffrn_orient_matrix_UB_21      -0.0441369000
_diffrn_orient_matrix_UB_22      -0.0295107000
_diffrn_orient_matrix_UB_23      -0.0062638000
_diffrn_orient_matrix_UB_31      0.0174243000
_diffrn_orient_matrix_UB_32      -0.0138917000
_diffrn_orient_matrix_UB_33      0.0474312000
_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                4521
_reflns_number_total             5925
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.033
_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)+(0.0350P)²+1.3431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0888
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01599(9) Uani 1 2 d S T P . .
Zn2 Zn 0.500000 0.500000 1.000000 0.01521(9) Uani 1 2 d S T P . .
O3 O 0.61170(14) 0.24913(8) 0.64616(11) 0.0284(3) Uani 1 1 d . . . . .
O4 O 0.79196(13) 0.30655(8) 1.14050(11) 0.0278(3) Uani 1 1 d . . . . .
O11 O 0.52819(12) 0.44825(8) 0.36625(9) 0.0197(3) Uani 1 1 d . . . . .
O12 O 0.44268(14) 0.37176(8) 0.25106(10) 0.0252(3) Uani 1 1 d . . . . .
O21 O 0.55094(12) 0.45995(7) 0.86505(9) 0.0180(3) Uani 1 1 d . . . . .
O22 O 0.70728(13) 0.45509(8) 0.75859(9) 0.0242(3) Uani 1 1 d . . . . .
N1 N 0.31383(14) 0.44312(9) 0.46734(11) 0.0170(3) Uani 1 1 d . . . . .
N2 N 0.68967(14) 0.55514(9) 0.98127(11) 0.0161(3) Uani 1 1 d . . . . .
N3 N 0.56900(15) 0.40207(9) 0.58335(12) 0.0176(3) Uani 1 1 d . . . . .
N4 N 0.59235(15) 0.40700(9) 1.07900(11) 0.0175(3) Uani 1 1 d . . . . .
C11 C 0.31767(18) 0.40616(11) 0.38338(13) 0.0182(4) Uani 1 1 d . . . . .
C12 C 0.21528(19) 0.36413(11) 0.34324(14) 0.0224(4) Uani 1 1 d . . . . .
H12 H 0.221807 0.339058 0.283654 0.027 Uiso 1 1 calc R . . . .
C13 C 0.10735(19) 0.36120(12) 0.39360(15) 0.0241(4) Uani 1 1 d . . . . .
H13 H 0.038558 0.334725 0.367860 0.029 Uiso 1 1 calc R . . . .
C14 C 0.09956(18) 0.39814(11) 0.48454(14) 0.0205(4) Uani 1 1 d . . . . .
C15 C -0.00803(19) 0.39518(12) 0.54254(16) 0.0262(5) Uani 1 1 d . . . . .
H15 H -0.078209 0.368505 0.519800 0.031 Uiso 1 1 calc R . . . .
C16 C -0.01061(19) 0.43068(12) 0.63103(16) 0.0274(5) Uani 1 1 d . . . . .
H16 H -0.081975 0.428135 0.668407 0.033 Uiso 1 1 calc R . . . .
C17 C 0.09540(19) 0.47134(12) 0.66583(15) 0.0256(5) Uani 1 1 d . . . . .
H17 H 0.093501 0.495174 0.726602 0.031 Uiso 1 1 calc R . . . .
C18 C 0.20102(19) 0.47632(11) 0.61169(15) 0.0215(4) Uani 1 1 d . . . . .
H18 H 0.269760 0.503813 0.635450 0.026 Uiso 1 1 calc R . . . .
C19 C 0.20568(17) 0.43980(10) 0.51995(14) 0.0175(4) Uani 1 1 d . . . . .
C21 C 0.74112(18) 0.52742(11) 0.90192(13) 0.0167(4) Uani 1 1 d . . . . .
C22 C 0.86506(19) 0.54281(12) 0.87553(15) 0.0235(4) Uani 1 1 d . . . . .
H22 H 0.896652 0.522266 0.818587 0.028 Uiso 1 1 calc R . . . .
C23 C 0.93815(19) 0.58801(12) 0.93409(15) 0.0254(5) Uani 1 1 d . . . . .
H23 H 1.020111 0.598912 0.917461 0.030 Uiso 1 1 calc R . . . .
C24 C 0.88839(18) 0.61817(11) 1.02027(14) 0.0200(4) Uani 1 1 d . . . . .
C25 C 0.95924(19) 0.66578(12) 1.08455(15) 0.0257(5) Uani 1 1 d . . . . .
H25 H 1.042202 0.676934 1.071146 0.031 Uiso 1 1 calc R . . . .
C26 C 0.9068(2) 0.69524(12) 1.16563(15) 0.0273(5) Uani 1 1 d . . . . .
H26 H 0.953741 0.726476 1.207472 0.033 Uiso 1 1 calc R . . . .
C27 C 0.7812(2) 0.67844(12) 1.18629(15) 0.0261(5) Uani 1 1 d . . . . .
H27 H 0.746021 0.698830 1.241961 0.031 Uiso 1 1 calc R . . . .
C28 C 0.70983(19) 0.63259(11) 1.12584(14) 0.0216(4) Uani 1 1 d . . . . .
H28 H 0.627090 0.622048 1.140613 0.026 Uiso 1 1 calc R . . . .
C29 C 0.76218(17) 0.60147(10) 1.04124(13) 0.0165(4) Uani 1 1 d . . . . .
C31 C 0.6457(2) 0.34874(12) 0.52877(15) 0.0254(4) Uani 1 1 d . . . . .
H31A H 0.711321 0.375865 0.496228 0.030 Uiso 1 1 calc R . . . .
H31B H 0.593244 0.324520 0.478387 0.030 Uiso 1 1 calc R . . . .
C32 C 0.7050(2) 0.28946(12) 0.59547(17) 0.0297(5) Uani 1 1 d . . . . .
H32A H 0.752959 0.254937 0.556427 0.036 Uiso 1 1 calc R . . . .
H32B H 0.762394 0.313160 0.642929 0.036 Uiso 1 1 calc R . . . .
C33 C 0.5397(2) 0.29915(11) 0.70377(15) 0.0259(5) Uani 1 1 d . . . . .
H33A H 0.594164 0.322709 0.753372 0.031 Uiso 1 1 calc R . . . .
H33B H 0.475958 0.271071 0.737282 0.031 Uiso 1 1 calc R . . . .
C34 C 0.47718(19) 0.35897(12) 0.63999(15) 0.0239(4) Uani 1 1 d . . . . .
H34A H 0.416855 0.335543 0.594589 0.029 Uiso 1 1 calc R . . . .
H34B H 0.431720 0.393045 0.681443 0.029 Uiso 1 1 calc R . . . .
C41 C 0.6335(2) 0.34407(11) 1.01778(15) 0.0253(5) Uani 1 1 d . . . . .
H41A H 0.695142 0.361973 0.972480 0.030 Uiso 1 1 calc R . . . .
H41B H 0.562048 0.325130 0.979155 0.030 Uiso 1 1 calc R . . . .
C42 C 0.6902(2) 0.28093(12) 1.07909(16) 0.0300(5) Uani 1 1 d . . . . .
H42A H 0.626158 0.259456 1.119564 0.036 Uiso 1 1 calc R . . . .
H42B H 0.719589 0.241959 1.035810 0.036 Uiso 1 1 calc R . . . .
C43 C 0.7503(2) 0.36367(11) 1.20499(15) 0.0248(4) Uani 1 1 d . . . . .
H43A H 0.820212 0.380294 1.247096 0.030 Uiso 1 1 calc R . . . .
H43B H 0.686409 0.343430 1.246656 0.030 Uiso 1 1 calc R . . . .
C44 C 0.69701(19) 0.42958(11) 1.14781(15) 0.0222(4) Uani 1 1 d . . . . .
H44A H 0.666790 0.466646 1.193482 0.027 Uiso 1 1 calc R . . . .
H44B H 0.763076 0.452481 1.110742 0.027 Uiso 1 1 calc R . . . .
C110 C 0.43945(18) 0.40869(11) 0.32799(14) 0.0190(4) Uani 1 1 d . . . . .
C210 C 0.65940(18) 0.47653(11) 0.83556(14) 0.0171(4) Uani 1 1 d . . . . .
H3 H 0.615(2) 0.4246(13) 0.6253(18) 0.032(7) Uiso 1 1 d . . . . .
H4 H 0.531(2) 0.3923(13) 1.1162(17) 0.031(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 2.0703(13) . ?
Zn1 O11 2.0703(13) 3_666 ?
Zn1 N1 2.2582(15) . ?
Zn1 N1 2.2582(15) 3_666 ?
Zn1 N3 2.1959(16) . ?
Zn1 N3 2.1960(16) 3_666 ?
Zn2 O21 2.0589(13) 3_667 ?
Zn2 O21 2.0589(13) . ?
Zn2 N2 2.2696(16) . ?
Zn2 N2 2.2696(16) 3_667 ?
Zn2 N4 2.1918(16) . ?
Zn2 N4 2.1918(16) 3_667 ?
O3 C32 1.425(3) . ?
O3 C33 1.429(3) . ?
O4 C42 1.421(3) . ?
O4 C43 1.426(2) . ?
O11 C110 1.276(2) . ?
O12 C110 1.238(2) . ?
O21 C210 1.271(2) . ?
O22 C210 1.240(2) . ?
N1 C11 1.320(2) . ?
N1 C19 1.378(2) . ?
N2 C21 1.323(2) . ?
N2 C29 1.379(2) . ?
N3 C31 1.472(3) . ?
N3 C34 1.481(2) . ?
N3 H3 0.84(2) . ?
N4 C41 1.474(2) . ?
N4 C44 1.486(2) . ?
N4 H4 0.88(2) . ?
C11 C12 1.417(3) . ?
C11 C110 1.523(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.359(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.406(3) . ?
C14 C15 1.414(3) . ?
C14 C19 1.423(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.361(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.410(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.409(3) . ?
C21 C22 1.407(3) . ?
C21 C210 1.530(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.359(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.409(3) . ?
C24 C25 1.418(3) . ?
C24 C29 1.416(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.359(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.409(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.371(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.409(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.517(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.515(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.515(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.510(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?

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
O11 Zn1 O11 180.0 . 3_666 ?
O11 Zn1 N1 102.71(5) 3_666 . ?
O11 Zn1 N1 102.71(5) . 3_666 ?
O11 Zn1 N1 77.29(5) . . ?
O11 Zn1 N1 77.29(5) 3_666 3_666 ?
O11 Zn1 N3 92.38(6) . . ?
O11 Zn1 N3 92.38(6) 3_666 3_666 ?
O11 Zn1 N3 87.62(6) . 3_666 ?
O11 Zn1 N3 87.62(6) 3_666 . ?
N1 Zn1 N1 180.0 . 3_666 ?
N3 Zn1 N1 88.90(6) . 3_666 ?
N3 Zn1 N1 91.10(6) . . ?
N3 Zn1 N1 88.90(6) 3_666 . ?
N3 Zn1 N1 91.10(6) 3_666 3_666 ?
N3 Zn1 N3 180.0 . 3_666 ?
O21 Zn2 O21 180.00(7) 3_667 . ?
O21 Zn2 N2 77.72(5) 3_667 3_667 ?
O21 Zn2 N2 77.73(5) . . ?
O21 Zn2 N2 102.27(5) . 3_667 ?
O21 Zn2 N2 102.27(5) 3_667 . ?
O21 Zn2 N4 87.39(5) 3_667 . ?
O21 Zn2 N4 92.61(5) . . ?
O21 Zn2 N4 92.61(5) 3_667 3_667 ?
O21 Zn2 N4 87.39(5) . 3_667 ?
N2 Zn2 N2 180.0 3_667 . ?
N4 Zn2 N2 90.15(6) . 3_667 ?
N4 Zn2 N2 89.86(6) 3_667 3_667 ?
N4 Zn2 N2 89.85(6) . . ?
N4 Zn2 N2 90.14(6) 3_667 . ?
N4 Zn2 N4 180.0 . 3_667 ?
C32 O3 C33 110.26(16) . . ?
C42 O4 C43 110.11(15) . . ?
C110 O11 Zn1 118.47(12) . . ?
C210 O21 Zn2 118.08(12) . . ?
C11 N1 Zn1 109.95(12) . . ?
C11 N1 C19 118.61(16) . . ?
C19 N1 Zn1 131.41(12) . . ?
C21 N2 Zn2 108.96(12) . . ?
C21 N2 C29 117.83(16) . . ?
C29 N2 Zn2 132.56(12) . . ?
Zn1 N3 H3 98.3(16) . . ?
C31 N3 Zn1 115.89(12) . . ?
C31 N3 C34 108.30(16) . . ?
C31 N3 H3 109.4(17) . . ?
C34 N3 Zn1 117.81(12) . . ?
C34 N3 H3 106.0(16) . . ?
Zn2 N4 H4 100.2(16) . . ?
C41 N4 Zn2 115.99(11) . . ?
C41 N4 C44 109.33(15) . . ?
C41 N4 H4 109.7(16) . . ?
C44 N4 Zn2 114.64(12) . . ?
C44 N4 H4 106.0(15) . . ?
N1 C11 C12 123.42(18) . . ?
N1 C11 C110 117.71(16) . . ?
C12 C11 C110 118.87(17) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 C11 118.66(18) . . ?
C13 C12 H12 120.7 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.10(18) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 123.11(18) . . ?
C13 C14 C19 118.17(18) . . ?
C15 C14 C19 118.72(18) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.13(19) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.71(19) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.04(18) . . ?
C19 C18 H18 120.0 . . ?
N1 C19 C14 121.03(17) . . ?
N1 C19 C18 119.67(17) . . ?
C18 C19 C14 119.27(17) . . ?
N2 C21 C22 123.63(18) . . ?
N2 C21 C210 117.34(17) . . ?
C22 C21 C210 119.02(17) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.34(18) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.29(19) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 C25 122.27(19) . . ?
C23 C24 C29 118.30(18) . . ?
C29 C24 C25 119.41(18) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.44(19) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 119.98(19) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.20(19) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.84(19) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 121.58(17) . . ?
N2 C29 C28 119.30(17) . . ?
C28 C29 C24 119.12(17) . . ?
N3 C31 H31A 109.2 . . ?
N3 C31 H31B 109.2 . . ?
N3 C31 C32 112.16(17) . . ?
H31A C31 H31B 107.9 . . ?
C32 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
O3 C32 C31 110.98(17) . . ?
O3 C32 H32A 109.4 . . ?
O3 C32 H32B 109.4 . . ?
C31 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
O3 C33 H33A 109.4 . . ?
O3 C33 H33B 109.4 . . ?
O3 C33 C34 111.14(17) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
N3 C34 C33 112.25(17) . . ?
N3 C34 H34A 109.2 . . ?
N3 C34 H34B 109.2 . . ?
C33 C34 H34A 109.2 . . ?
C33 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
N4 C41 H41A 109.2 . . ?
N4 C41 H41B 109.2 . . ?
N4 C41 C42 112.18(16) . . ?
H41A C41 H41B 107.9 . . ?
C42 C41 H41A 109.2 . . ?
C42 C41 H41B 109.2 . . ?
O4 C42 C41 111.41(18) . . ?
O4 C42 H42A 109.3 . . ?
O4 C42 H42B 109.3 . . ?
C41 C42 H42A 109.3 . . ?
C41 C42 H42B 109.3 . . ?
H42A C42 H42B 108.0 . . ?
O4 C43 H43A 109.4 . . ?
O4 C43 H43B 109.4 . . ?
O4 C43 C44 111.14(16) . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 H43A 109.4 . . ?
C44 C43 H43B 109.4 . . ?
N4 C44 C43 111.88(16) . . ?
N4 C44 H44A 109.2 . . ?
N4 C44 H44B 109.2 . . ?
C43 C44 H44A 109.2 . . ?
C43 C44 H44B 109.2 . . ?
H44A C44 H44B 107.9 . . ?
O11 C110 C11 116.53(16) . . ?
O12 C110 O11 126.67(18) . . ?
O12 C110 C11 116.80(17) . . ?
O21 C210 C21 117.20(16) . . ?
O22 C210 O21 126.81(18) . . ?
O22 C210 C21 115.99(17) . . ?

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 0.84(2) 2.10(2) 2.914(2) 162(2) . yes
N4 H4 O12 0.88(2) 2.12(2) 2.944(2) 155(2) 1_556 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 O11 C110 O12 -176.80(15) . . . . ?
Zn1 O11 C110 C11 2.5(2) . . . . ?
Zn1 N1 C11 C12 179.47(15) . . . . ?
Zn1 N1 C11 C110 0.1(2) . . . . ?
Zn1 N1 C19 C14 -178.43(13) . . . . ?
Zn1 N1 C19 C18 -0.3(3) . . . . ?
Zn1 N3 C31 C32 171.47(13) . . . . ?
Zn1 N3 C34 C33 -172.87(13) . . . . ?
Zn2 O21 C210 O22 177.03(15) . . . . ?
Zn2 O21 C210 C21 -2.1(2) . . . . ?
Zn2 N2 C21 C22 -172.14(16) . . . . ?
Zn2 N2 C21 C210 8.48(19) . . . . ?
Zn2 N2 C29 C24 168.54(13) . . . . ?
Zn2 N2 C29 C28 -11.0(3) . . . . ?
Zn2 N4 C41 C42 -177.12(14) . . . . ?
Zn2 N4 C44 C43 175.93(13) . . . . ?
O3 C33 C34 N3 -56.7(2) . . . . ?
O4 C43 C44 N4 56.9(2) . . . . ?
N1 C11 C12 C13 -0.3(3) . . . . ?
N1 C11 C110 O11 -1.7(3) . . . . ?
N1 C11 C110 O12 177.73(17) . . . . ?
N2 C21 C22 C23 0.6(3) . . . . ?
N2 C21 C210 O21 -5.1(3) . . . . ?
N2 C21 C210 O22 175.69(17) . . . . ?
N3 C31 C32 O3 57.8(2) . . . . ?
N4 C41 C42 O4 -56.2(2) . . . . ?
C11 N1 C19 C14 -0.6(3) . . . . ?
C11 N1 C19 C18 177.48(17) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C12 C11 C110 O11 178.89(17) . . . . ?
C12 C11 C110 O12 -1.7(3) . . . . ?
C12 C13 C14 C15 -177.6(2) . . . . ?
C12 C13 C14 C19 1.8(3) . . . . ?
C13 C14 C15 C16 178.8(2) . . . . ?
C13 C14 C19 N1 -0.9(3) . . . . ?
C13 C14 C19 C18 -178.95(18) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C14 C19 N1 178.55(18) . . . . ?
C15 C14 C19 C18 0.5(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 N1 -177.94(18) . . . . ?
C17 C18 C19 C14 0.2(3) . . . . ?
C19 N1 C11 C12 1.2(3) . . . . ?
C19 N1 C11 C110 -178.21(16) . . . . ?
C19 C14 C15 C16 -0.6(3) . . . . ?
C21 N2 C29 C24 -1.1(3) . . . . ?
C21 N2 C29 C28 179.34(17) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C21 C210 O21 175.50(17) . . . . ?
C22 C21 C210 O22 -3.7(3) . . . . ?
C22 C23 C24 C25 -179.9(2) . . . . ?
C22 C23 C24 C29 -1.5(3) . . . . ?
C23 C24 C25 C26 178.3(2) . . . . ?
C23 C24 C29 N2 2.0(3) . . . . ?
C23 C24 C29 C28 -178.49(18) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
C25 C24 C29 N2 -179.63(18) . . . . ?
C25 C24 C29 C28 -0.1(3) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C29 -0.1(3) . . . . ?
C27 C28 C29 N2 179.68(18) . . . . ?
C27 C28 C29 C24 0.1(3) . . . . ?
C29 N2 C21 C22 -0.2(3) . . . . ?
C29 N2 C21 C210 -179.57(16) . . . . ?
C29 C24 C25 C26 0.0(3) . . . . ?
C31 N3 C34 C33 53.1(2) . . . . ?
C32 O3 C33 C34 58.4(2) . . . . ?
C33 O3 C32 C31 -58.8(2) . . . . ?
C34 N3 C31 C32 -53.6(2) . . . . ?
C41 N4 C44 C43 -51.9(2) . . . . ?
C42 O4 C43 C44 -59.8(2) . . . . ?
C43 O4 C42 C41 59.3(2) . . . . ?
C44 N4 C41 C42 51.4(2) . . . . ?
C110 C11 C12 C13 179.12(18) . . . . ?
C210 C21 C22 C23 179.95(18) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10a
_database_code_depnum_ccdc_archive 'CCDC 1973025'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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         
'C26 H24 N4 O4 Zn, C2 H3 N, 0.5(H2 O), 0.5(C6 H12 N2)'
_chemical_formula_sum            'C31 H34 N6 O4.50 Zn'
_chemical_formula_weight         628.01
_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                   7.9798(2)
_cell_length_b                   12.1068(3)
_cell_length_c                   15.2595(4)
_cell_angle_alpha                81.018(2)
_cell_angle_beta                 78.984(2)
_cell_angle_gamma                86.388(2)
_cell_volume                     1428.47(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13111
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.2820
_cell_measurement_theta_min      2.9920
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.772
_exptl_absorpt_coefficient_mu    0.910
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91420
_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    1.460
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            24625
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.342
_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 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -33.00   1.00   13.50    --  -14.36 142.00  55.00   49
  2  ω    -77.00 -29.00   1.00   13.50    --  -14.36 133.00 170.46   48
  3  ω    -47.00  52.00   1.00   13.50    --  -14.36  74.00 135.88   99
  4  ω    -12.00  91.00   1.00   13.50    --   14.52  37.00-150.00  103
  5  ω    -59.00  44.00   1.00   13.50    --   14.52 -57.00 -90.00  103
  6  ω      0.00  87.00   1.00   13.50    --   14.52  37.00 -60.00   87
  7  ω    -11.00  56.00   1.00   13.50    --   14.52 -99.00  30.00   67
  8  ω    -19.00  93.00   1.00   13.50    --   14.52  77.00  30.00  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      -0.0188968000
_diffrn_orient_matrix_UB_12      0.0195018000
_diffrn_orient_matrix_UB_13      0.0424039000
_diffrn_orient_matrix_UB_21      -0.0095444000
_diffrn_orient_matrix_UB_22      -0.0559131000
_diffrn_orient_matrix_UB_23      0.0220923000
_diffrn_orient_matrix_UB_31      0.0881011000
_diffrn_orient_matrix_UB_32      -0.0039618000
_diffrn_orient_matrix_UB_33      0.0024352000
_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                6213
_reflns_number_total             6572
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.217
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         6572
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.217
_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)+(0.0085P)²+2.1131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0874
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.63800(3) 0.37311(2) 0.25823(2) 0.01634(7) Uani 1 1 d . . . . .
O11 O 0.7223(2) 0.52687(13) 0.20663(11) 0.0217(3) Uani 1 1 d . . . . .
O12 O 0.7993(2) 0.68612(13) 0.24227(12) 0.0276(4) Uani 1 1 d . . . . .
O21 O 0.38496(19) 0.35498(14) 0.30421(11) 0.0221(3) Uani 1 1 d . . . . .
O22 O 0.13178(19) 0.35169(14) 0.26304(11) 0.0244(4) Uani 1 1 d . . . . .
N1 N 0.6784(2) 0.43214(15) 0.37872(12) 0.0168(4) Uani 1 1 d . . . . .
N2 N 0.5482(2) 0.36314(14) 0.13404(12) 0.0162(4) Uani 1 1 d . . . . .
N31 N 0.9077(2) 0.05796(15) 0.26267(14) 0.0216(4) Uani 1 1 d . . . . .
N4 N 0.2575(4) 0.0496(3) 0.4866(2) 0.0626(8) Uani 1 1 d . . . . .
N32 N 0.8047(2) 0.24275(15) 0.25939(13) 0.0185(4) Uani 1 1 d . . . . .
C11 C 0.7438(3) 0.53244(18) 0.35914(15) 0.0175(4) Uani 1 1 d . . . . .
C12 C 0.7965(3) 0.5878(2) 0.42322(16) 0.0237(5) Uani 1 1 d . . . . .
H12 H 0.842489 0.658311 0.406471 0.028 Uiso 1 1 calc R . . . .
C13 C 0.7787(3) 0.5358(2) 0.51078(17) 0.0267(5) Uani 1 1 d . . . . .
H13 H 0.813537 0.570465 0.554232 0.032 Uiso 1 1 calc R . . . .
C14 C 0.7074(3) 0.4296(2) 0.53432(15) 0.0221(5) Uani 1 1 d . . . . .
C15 C 0.6816(3) 0.3717(2) 0.62399(16) 0.0290(5) Uani 1 1 d . . . . .
H15 H 0.714271 0.403598 0.669509 0.035 Uiso 1 1 calc R . . . .
C16 C 0.6092(3) 0.2698(2) 0.64369(17) 0.0323(6) Uani 1 1 d . . . . .
H16 H 0.592459 0.232743 0.702684 0.039 Uiso 1 1 calc R . . . .
C17 C 0.5594(3) 0.2199(2) 0.57560(18) 0.0307(6) Uani 1 1 d . . . . .
H17 H 0.510945 0.149963 0.590024 0.037 Uiso 1 1 calc R . . . .
C18 C 0.5816(3) 0.2733(2) 0.48845(17) 0.0251(5) Uani 1 1 d . . . . .
H18 H 0.547326 0.240173 0.444034 0.030 Uiso 1 1 calc R . . . .
C19 C 0.6568(3) 0.37906(18) 0.46622(15) 0.0192(4) Uani 1 1 d . . . . .
C110 C 0.7576(3) 0.58800(18) 0.26135(15) 0.0194(4) Uani 1 1 d . . . . .
C21 C 0.3799(3) 0.35398(17) 0.14897(15) 0.0166(4) Uani 1 1 d . . . . .
C22 C 0.2884(3) 0.34636(19) 0.08026(16) 0.0219(5) Uani 1 1 d . . . . .
H22 H 0.170457 0.339952 0.093544 0.026 Uiso 1 1 calc R . . . .
C23 C 0.3748(3) 0.3485(2) -0.00624(16) 0.0231(5) Uani 1 1 d . . . . .
H23 H 0.316152 0.342843 -0.052414 0.028 Uiso 1 1 calc R . . . .
C24 C 0.5540(3) 0.35931(18) -0.02518(15) 0.0192(4) Uani 1 1 d . . . . .
C25 C 0.6512(3) 0.3643(2) -0.11335(16) 0.0245(5) Uani 1 1 d . . . . .
H25 H 0.597409 0.358919 -0.161394 0.029 Uiso 1 1 calc R . . . .
C26 C 0.8235(3) 0.3770(2) -0.12847(16) 0.0259(5) Uani 1 1 d . . . . .
H26 H 0.886564 0.379767 -0.186660 0.031 Uiso 1 1 calc R . . . .
C27 C 0.9069(3) 0.3860(2) -0.05588(17) 0.0241(5) Uani 1 1 d . . . . .
H27 H 1.024242 0.395299 -0.066985 0.029 Uiso 1 1 calc R . . . .
C28 C 0.8165(3) 0.38111(18) 0.03040(16) 0.0201(4) Uani 1 1 d . . . . .
H28 H 0.872403 0.386978 0.077587 0.024 Uiso 1 1 calc R . . . .
C29 C 0.6377(3) 0.36709(17) 0.04761(15) 0.0170(4) Uani 1 1 d . . . . .
C210 C 0.2896(3) 0.35376(17) 0.24618(15) 0.0175(4) Uani 1 1 d . . . . .
C31 C 1.0887(3) 0.0851(2) 0.23987(17) 0.0249(5) Uani 1 1 d . . . . .
H31A H 1.118834 0.127527 0.283156 0.030 Uiso 1 1 calc R . . . .
H31B H 1.115845 0.127686 0.179932 0.030 Uiso 1 1 calc R . . . .
C32 C 1.1800(4) -0.0278(3) 0.2440(4) 0.0783(15) Uani 1 1 d . . . . .
H32A H 1.261771 -0.031461 0.188534 0.094 Uiso 1 1 calc R . . . .
H32B H 1.241630 -0.039251 0.293802 0.094 Uiso 1 1 calc R . . . .
C33 C 1.0615(4) -0.1107(3) 0.2557(4) 0.0775(15) Uani 1 1 d . . . . .
H33A H 1.078888 -0.166881 0.306199 0.093 Uiso 1 1 calc R . . . .
H33B H 1.078838 -0.146785 0.202072 0.093 Uiso 1 1 calc R . . . .
C34 C 0.8848(3) -0.06374(19) 0.2728(2) 0.0295(5) Uani 1 1 d . . . . .
H34A H 0.820416 -0.081521 0.229236 0.035 Uiso 1 1 calc R . . . .
H34B H 0.826131 -0.092058 0.333126 0.035 Uiso 1 1 calc R . . . .
C35 C 0.7806(3) 0.13569(19) 0.26890(15) 0.0199(4) Uani 1 1 d . . . . .
C36 C 0.6018(3) 0.0947(2) 0.2898(2) 0.0331(6) Uani 1 1 d . . . . .
H36A H 0.522459 0.157267 0.284640 0.050 Uiso 1 1 calc GR . . . .
H36B H 0.579344 0.054894 0.350166 0.050 Uiso 1 1 calc GR . . . .
H36C H 0.589168 0.045543 0.247982 0.050 Uiso 1 1 calc GR . . . .
C41 C 0.1505(4) 0.1137(3) 0.4760(2) 0.0368(6) Uani 1 1 d . . . . .
C42 C 0.0131(4) 0.1949(2) 0.4630(2) 0.0369(6) Uani 1 1 d . . . . .
H42A H -0.019901 0.230986 0.515777 0.055 Uiso 1 1 calc GR . . . .
H42B H -0.082942 0.157800 0.453098 0.055 Uiso 1 1 calc GR . . . .
H42C H 0.050984 0.249912 0.411621 0.055 Uiso 1 1 calc GR . . . .
O5 O 1.4002(5) 0.1490(4) -0.1524(3) 0.0380(9) Uani 0.5 1 d . . P A -1
H5A H 1.348477 0.197550 -0.185121 0.057 Uiso 0.5 1 d G . P A -1
H5B H 1.329659 0.120580 -0.106601 0.057 Uiso 0.5 1 d G . P A -1
N51 N 0.8754(7) -0.0068(5) 0.0261(4) 0.0283(13) Uani 0.5 1 d . . P B -1
C51 C 0.7537(8) 0.0864(5) 0.0381(5) 0.0295(12) Uani 0.5 1 d . . P B -1
H51A H 0.776995 0.146366 -0.012284 0.035 Uiso 0.5 1 calc R . P B -1
H51B H 0.758043 0.115391 0.093432 0.035 Uiso 0.5 1 calc R . P B -1
C52 C 0.5802(8) 0.0374(5) 0.0427(5) 0.0417(14) Uani 0.5 1 d . . P B -1
H52A H 0.491387 0.073541 0.082446 0.050 Uiso 0.5 1 calc R . P B -1
H52B H 0.550330 0.045540 -0.016740 0.050 Uiso 0.5 1 calc R . P B -1
C53 C 0.6054(7) -0.0848(5) 0.0800(4) 0.0378(13) Uani 0.5 1 d . . P B -1
H53A H 0.525701 -0.130625 0.062333 0.045 Uiso 0.5 1 calc R . P B -1
H53B H 0.590127 -0.095435 0.145298 0.045 Uiso 0.5 1 calc R . P B -1
C54 C 0.7899(8) -0.1140(5) 0.0378(4) 0.0312(12) Uani 0.5 1 d . . P B -1
H54A H 0.841008 -0.171067 0.077558 0.037 Uiso 0.5 1 calc R . P B -1
H54B H 0.795317 -0.139792 -0.019799 0.037 Uiso 0.5 1 calc R . P B -1
C55 C 1.0460(8) 0.0076(6) 0.0004(5) 0.0257(17) Uani 0.5 1 d . . P B -1
C56 C 1.1541(9) -0.0943(5) -0.0208(5) 0.0350(13) Uani 0.5 1 d . . P B -1
H56A H 1.269512 -0.073042 -0.045177 0.053 Uiso 0.5 1 calc GR . P B -1
H56B H 1.109948 -0.128175 -0.064082 0.053 Uiso 0.5 1 calc GR . P B -1
H56C H 1.152102 -0.146833 0.033486 0.053 Uiso 0.5 1 calc GR . P B -1
N52 N 1.1198(8) 0.1006(4) -0.0070(4) 0.0350(11) Uani 0.5 1 d . . P B -1
H52 H 1.037(8) 0.160(5) 0.007(4) 0.037(16) Uiso 0.5 1 d . . P C -1
H32 H 0.909(4) 0.258(2) 0.2515(18) 0.025(7) 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 O11 2.0088(16) . ?
Zn1 O21 2.0209(15) . ?
Zn1 N1 2.1589(18) . ?
Zn1 N2 2.1730(18) . ?
Zn1 N32 1.9991(19) . ?
O11 C110 1.278(3) . ?
O12 C110 1.229(3) . ?
O21 C210 1.275(3) . ?
O22 C210 1.237(3) . ?
N1 C11 1.320(3) . ?
N1 C19 1.372(3) . ?
N2 C21 1.327(3) . ?
N2 C29 1.370(3) . ?
N31 C31 1.465(3) . ?
N31 C34 1.477(3) . ?
N31 C35 1.340(3) . ?
N4 C41 1.135(4) . ?
N32 C35 1.304(3) . ?
N32 H32 0.85(3) . ?
C11 C12 1.407(3) . ?
C11 C110 1.525(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(3) . ?
C14 C15 1.420(3) . ?
C14 C19 1.417(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.362(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.410(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.369(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.413(3) . ?
C21 C22 1.404(3) . ?
C21 C210 1.520(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.364(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.414(3) . ?
C24 C25 1.413(3) . ?
C24 C29 1.419(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.364(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.418(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.369(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.417(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.506(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.389(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.478(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.500(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C41 C42 1.447(4) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
O5 H5A 0.8502 . ?
O5 H5B 0.8500 . ?
N51 C51 1.452(8) . ?
N51 C54 1.474(8) . ?
N51 C55 1.357(9) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 C52 1.526(8) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C52 C53 1.516(8) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 C54 1.533(8) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C55 C56 1.502(8) . ?
C55 N52 1.283(8) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
N52 H52 0.96(6) . ?

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
O11 Zn1 O21 118.55(7) . . ?
O11 Zn1 N1 79.35(7) . . ?
O11 Zn1 N2 89.67(6) . . ?
O21 Zn1 N1 93.47(6) . . ?
O21 Zn1 N2 78.75(6) . . ?
N1 Zn1 N2 161.59(7) . . ?
N32 Zn1 O11 119.33(7) . . ?
N32 Zn1 O21 122.10(7) . . ?
N32 Zn1 N1 98.28(7) . . ?
N32 Zn1 N2 99.98(7) . . ?
C110 O11 Zn1 117.63(14) . . ?
C210 O21 Zn1 117.73(14) . . ?
C11 N1 Zn1 110.86(14) . . ?
C11 N1 C19 118.97(19) . . ?
C19 N1 Zn1 130.01(15) . . ?
C21 N2 Zn1 111.20(14) . . ?
C21 N2 C29 118.95(18) . . ?
C29 N2 Zn1 129.83(14) . . ?
C31 N31 C34 111.61(18) . . ?
C35 N31 C31 123.30(19) . . ?
C35 N31 C34 125.02(19) . . ?
Zn1 N32 H32 115.9(19) . . ?
C35 N32 Zn1 130.70(16) . . ?
C35 N32 H32 113.4(19) . . ?
N1 C11 C12 123.4(2) . . ?
N1 C11 C110 115.96(19) . . ?
C12 C11 C110 120.6(2) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(2) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(2) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C15 122.6(2) . . ?
C13 C14 C19 118.7(2) . . ?
C19 C14 C15 118.7(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(2) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(2) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(2) . . ?
C19 C18 H18 120.1 . . ?
N1 C19 C14 120.7(2) . . ?
N1 C19 C18 119.4(2) . . ?
C18 C19 C14 119.9(2) . . ?
O11 C110 C11 115.79(19) . . ?
O12 C110 O11 126.1(2) . . ?
O12 C110 C11 118.1(2) . . ?
N2 C21 C22 123.0(2) . . ?
N2 C21 C210 115.65(18) . . ?
C22 C21 C210 121.30(19) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.2(2) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.5(2) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C29 118.1(2) . . ?
C25 C24 C23 122.6(2) . . ?
C25 C24 C29 119.3(2) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.3(2) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.7(2) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 121.14(19) . . ?
N2 C29 C28 119.42(19) . . ?
C28 C29 C24 119.4(2) . . ?
O21 C210 C21 116.38(18) . . ?
O22 C210 O21 125.3(2) . . ?
O22 C210 C21 118.31(19) . . ?
N31 C31 H31A 111.0 . . ?
N31 C31 H31B 111.0 . . ?
N31 C31 C32 103.6(2) . . ?
H31A C31 H31B 109.0 . . ?
C32 C31 H31A 111.0 . . ?
C32 C31 H31B 111.0 . . ?
C31 C32 H32A 109.8 . . ?
C31 C32 H32B 109.8 . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 C31 109.4(3) . . ?
C33 C32 H32A 109.8 . . ?
C33 C32 H32B 109.8 . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C32 C33 C34 111.3(3) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
N31 C34 C33 103.5(2) . . ?
N31 C34 H34A 111.1 . . ?
N31 C34 H34B 111.1 . . ?
C33 C34 H34A 111.1 . . ?
C33 C34 H34B 111.1 . . ?
H34A C34 H34B 109.0 . . ?
N31 C35 C36 116.9(2) . . ?
N32 C35 N31 123.7(2) . . ?
N32 C35 C36 119.4(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N4 C41 C42 179.5(4) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
H5A O5 H5B 109.5 . . ?
C51 N51 C54 112.0(5) . . ?
C55 N51 C51 122.3(5) . . ?
C55 N51 C54 125.5(5) . . ?
N51 C51 H51A 110.8 . . ?
N51 C51 H51B 110.8 . . ?
N51 C51 C52 104.6(5) . . ?
H51A C51 H51B 108.9 . . ?
C52 C51 H51A 110.8 . . ?
C52 C51 H51B 110.8 . . ?
C51 C52 H52A 111.0 . . ?
C51 C52 H52B 111.0 . . ?
H52A C52 H52B 109.0 . . ?
C53 C52 C51 103.6(5) . . ?
C53 C52 H52A 111.0 . . ?
C53 C52 H52B 111.0 . . ?
C52 C53 H53A 111.0 . . ?
C52 C53 H53B 111.0 . . ?
C52 C53 C54 104.0(5) . . ?
H53A C53 H53B 109.0 . . ?
C54 C53 H53A 111.0 . . ?
C54 C53 H53B 111.0 . . ?
N51 C54 C53 103.1(5) . . ?
N51 C54 H54A 111.2 . . ?
N51 C54 H54B 111.2 . . ?
C53 C54 H54A 111.2 . . ?
C53 C54 H54B 111.2 . . ?
H54A C54 H54B 109.1 . . ?
N51 C55 C56 116.5(5) . . ?
N52 C55 N51 125.0(6) . . ?
N52 C55 C56 118.5(6) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 N52 H52 110(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
O5 H5A O12 0.85 1.98 2.825(4) 170.3 2_765 yes
O5 H5B N52 0.85 2.03 2.853(7) 161.4 . yes
N32 H32 O22 0.85(3) 2.21(3) 3.011(2) 157(3) 1_655 yes

####################################################################### 
# 
# 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_8triclinic
_database_code_depnum_ccdc_archive 'CCDC 1973023'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C4 H10 N, C2 H3 N'
_chemical_formula_sum            'C36 H31 N5 O6 Zn'
_chemical_formula_weight         695.03
_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                   8.8023(3)
_cell_length_b                   12.7903(6)
_cell_length_c                   15.2980(6)
_cell_angle_alpha                79.309(4)
_cell_angle_beta                 84.720(3)
_cell_angle_gamma                70.296(4)
_cell_volume                     1592.51(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4957
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.6960
_cell_measurement_theta_min      2.9790
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75434
_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    1.449
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.25
_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  0.0337
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13888
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.355
_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    -15.00  24.00   1.00  175.00    --  -14.20 -99.00 -30.00   39
  2  ω    -30.00  32.00   1.00  175.00    --   14.36 -77.00-120.00   62
  3  ω     -7.00  60.00   1.00  175.00    --   14.36  37.00   0.00   67
  4  ω    -59.00  43.00   1.00  175.00    --   14.36 -77.00  30.00  102
  5  ω    -20.00  56.00   1.00  175.00    --   14.36 -99.00 150.00   76
;
_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      0.0433819000
_diffrn_orient_matrix_UB_12      0.0113361000
_diffrn_orient_matrix_UB_13      -0.0400246000
_diffrn_orient_matrix_UB_21      0.0114257000
_diffrn_orient_matrix_UB_22      -0.0547048000
_diffrn_orient_matrix_UB_23      -0.0088382000
_diffrn_orient_matrix_UB_31      -0.0729455000
_diffrn_orient_matrix_UB_32      0.0211087000
_diffrn_orient_matrix_UB_33      -0.0234217000
_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                5614
_reflns_number_total             7320
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         7320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.022
_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)+(0.0456P)²+0.5478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1089
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.50431(3) 0.25152(2) 0.73395(2) 0.02198(9) Uani 1 1 d . . . . .
O11 O 0.7371(2) 0.16795(15) 0.75726(11) 0.0290(4) Uani 1 1 d . . . . .
O12 O 0.9495(2) 0.01081(17) 0.76158(13) 0.0387(5) Uani 1 1 d . . . . .
O21 O 0.5462(2) 0.39175(14) 0.76416(11) 0.0238(4) Uani 1 1 d . . . . .
O22 O 0.5113(3) 0.49858(17) 0.86899(13) 0.0393(5) Uani 1 1 d . . . . .
O31 O 0.26175(19) 0.31152(14) 0.71500(10) 0.0240(4) Uani 1 1 d . . . . .
O32 O 0.0678(2) 0.39316(16) 0.61697(11) 0.0305(4) Uani 1 1 d . . . . .
N1 N 0.5552(2) 0.07079(17) 0.69083(13) 0.0246(5) Uani 1 1 d . . . . .
N2 N 0.4322(2) 0.24474(17) 0.87591(13) 0.0211(4) Uani 1 1 d . . . . .
N3 N 0.4904(2) 0.32397(16) 0.59002(12) 0.0188(4) Uani 1 1 d . . . . .
N4 N -0.1134(3) 0.3692(2) 0.77328(16) 0.0361(6) Uani 1 1 d . . . . .
N5 N 0.0394(4) 0.6714(3) 0.8229(2) 0.0703(9) Uani 1 1 d . . . . .
C11 C 0.7130(3) 0.0173(2) 0.69651(17) 0.0277(6) Uani 1 1 d . . . . .
C12 C 0.7930(3) -0.0848(2) 0.66338(18) 0.0359(7) Uani 1 1 d . . . . .
H12 H 0.903237 -0.120853 0.670366 0.043 Uiso 1 1 calc R . . . .
C13 C 0.7059(4) -0.1285(2) 0.6216(2) 0.0400(7) Uani 1 1 d . . . . .
H13 H 0.757252 -0.193633 0.597363 0.048 Uiso 1 1 calc R . . . .
C14 C 0.5375(3) -0.0761(2) 0.61439(18) 0.0320(6) Uani 1 1 d . . . . .
C15 C 0.4405(4) -0.1178(2) 0.57237(19) 0.0391(7) Uani 1 1 d . . . . .
H15 H 0.488069 -0.181804 0.546201 0.047 Uiso 1 1 calc R . . . .
C16 C 0.2780(4) -0.0663(2) 0.5693(2) 0.0395(7) Uani 1 1 d . . . . .
H16 H 0.215111 -0.094819 0.541039 0.047 Uiso 1 1 calc R . . . .
C17 C 0.2053(4) 0.0304(2) 0.60885(18) 0.0342(6) Uani 1 1 d . . . . .
H17 H 0.093761 0.064319 0.608002 0.041 Uiso 1 1 calc R . . . .
C18 C 0.2965(3) 0.0752(2) 0.64859(17) 0.0299(6) Uani 1 1 d . . . . .
H18 H 0.246803 0.139805 0.673711 0.036 Uiso 1 1 calc R . . . .
C19 C 0.4654(3) 0.0240(2) 0.65167(16) 0.0261(6) Uani 1 1 d . . . . .
C21 C 0.4428(3) 0.3319(2) 0.90709(16) 0.0234(5) Uani 1 1 d . . . . .
C22 C 0.3995(3) 0.3496(2) 0.99565(17) 0.0301(6) Uani 1 1 d . . . . .
H22 H 0.414377 0.409513 1.015993 0.036 Uiso 1 1 calc R . . . .
C23 C 0.3357(3) 0.2775(2) 1.05069(17) 0.0318(6) Uani 1 1 d . . . . .
H23 H 0.305184 0.288542 1.109010 0.038 Uiso 1 1 calc R . . . .
C24 C 0.3156(3) 0.1861(2) 1.01941(16) 0.0256(6) Uani 1 1 d . . . . .
C25 C 0.2431(3) 0.1110(2) 1.07121(17) 0.0311(6) Uani 1 1 d . . . . .
H25 H 0.207108 0.120472 1.129224 0.037 Uiso 1 1 calc R . . . .
C26 C 0.2253(4) 0.0249(2) 1.03717(19) 0.0373(7) Uani 1 1 d . . . . .
H26 H 0.176111 -0.023535 1.071539 0.045 Uiso 1 1 calc R . . . .
C27 C 0.2812(4) 0.0093(2) 0.95022(19) 0.0397(7) Uani 1 1 d . . . . .
H27 H 0.269830 -0.050321 0.927743 0.048 Uiso 1 1 calc R . . . .
C28 C 0.3520(3) 0.0795(2) 0.89792(18) 0.0322(6) Uani 1 1 d . . . . .
H28 H 0.389227 0.067246 0.840591 0.039 Uiso 1 1 calc R . . . .
C29 C 0.3686(3) 0.1711(2) 0.93085(16) 0.0225(5) Uani 1 1 d . . . . .
C31 C 0.3385(3) 0.36623(19) 0.56548(15) 0.0199(5) Uani 1 1 d . . . . .
C32 C 0.2926(3) 0.4178(2) 0.47780(16) 0.0229(5) Uani 1 1 d . . . . .
H32 H 0.184366 0.445819 0.463177 0.027 Uiso 1 1 calc R . . . .
C33 C 0.4103(3) 0.4258(2) 0.41491(16) 0.0244(5) Uani 1 1 d . . . . .
H33 H 0.382758 0.459663 0.356717 0.029 Uiso 1 1 calc R . . . .
C34 C 0.5735(3) 0.38258(19) 0.43817(15) 0.0209(5) Uani 1 1 d . . . . .
C35 C 0.7018(3) 0.3888(2) 0.37597(16) 0.0259(5) Uani 1 1 d . . . . .
H35 H 0.679498 0.421925 0.317080 0.031 Uiso 1 1 calc R . . . .
C36 C 0.8571(3) 0.3462(2) 0.40249(17) 0.0275(6) Uani 1 1 d . . . . .
H36 H 0.940608 0.349678 0.361336 0.033 Uiso 1 1 calc R . . . .
C37 C 0.8928(3) 0.2970(2) 0.49157(17) 0.0259(5) Uani 1 1 d . . . . .
H37 H 0.999662 0.269166 0.508669 0.031 Uiso 1 1 calc R . . . .
C38 C 0.7732(3) 0.2896(2) 0.55320(16) 0.0226(5) Uani 1 1 d . . . . .
H38 H 0.798685 0.256801 0.611843 0.027 Uiso 1 1 calc R . . . .
C39 C 0.6101(3) 0.33189(19) 0.52773(15) 0.0197(5) Uani 1 1 d . . . . .
C41 C -0.1148(4) 0.4714(3) 0.8087(2) 0.0519(9) Uani 1 1 d . . . . .
H41A H -0.045185 0.508046 0.772185 0.062 Uiso 1 1 calc R . . . .
H41B H -0.223388 0.524867 0.809573 0.062 Uiso 1 1 calc R . . . .
C42 C -0.0538(6) 0.4289(4) 0.9014(3) 0.0898(17) Uani 1 1 d . . . . .
H42A H -0.111307 0.481151 0.941251 0.108 Uiso 1 1 calc R . . . .
H42B H 0.060759 0.417597 0.902267 0.108 Uiso 1 1 calc R . . . .
C43 C -0.0865(4) 0.3185(5) 0.9274(2) 0.0901(19) Uani 1 1 d . . . . .
H43A H -0.199142 0.330247 0.944552 0.108 Uiso 1 1 calc R . . . .
H43B H -0.019529 0.270462 0.975845 0.108 Uiso 1 1 calc R . . . .
C44 C -0.0418(4) 0.2692(3) 0.8424(2) 0.0540(9) Uani 1 1 d . . . . .
H44A H 0.074380 0.238686 0.833700 0.065 Uiso 1 1 calc R . . . .
H44B H -0.088663 0.210634 0.842095 0.065 Uiso 1 1 calc R . . . .
C51 C 0.1336(5) 0.7122(3) 0.8217(2) 0.0495(8) Uani 1 1 d . . . . .
C52 C 0.2558(5) 0.7661(3) 0.8180(3) 0.0643(11) Uani 1 1 d . . . . .
H52A H 0.336516 0.740197 0.773107 0.096 Uiso 1 1 calc GR . . . .
H52B H 0.305074 0.747418 0.874704 0.096 Uiso 1 1 calc GR . . . .
H52C H 0.206446 0.846236 0.803619 0.096 Uiso 1 1 calc GR . . . .
C110 C 0.8099(3) 0.0681(2) 0.74224(16) 0.0285(6) Uani 1 1 d . . . . .
C210 C 0.5041(3) 0.4153(2) 0.84265(16) 0.0239(5) Uani 1 1 d . . . . .
C310 C 0.2120(3) 0.3573(2) 0.63786(16) 0.0225(5) Uani 1 1 d . . . . .
H4A H -0.211(4) 0.370(3) 0.765(2) 0.050(10) Uiso 1 1 d . . . . .
H4B H -0.055(4) 0.370(3) 0.715(2) 0.063(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 1.9958(17) . ?
Zn1 O21 2.0859(17) . ?
Zn1 O31 2.0391(16) . ?
Zn1 N1 2.407(2) . ?
Zn1 N2 2.2002(19) . ?
Zn1 N3 2.2222(19) . ?
O11 C110 1.274(3) . ?
O12 C110 1.231(3) . ?
O21 C210 1.283(3) . ?
O22 C210 1.229(3) . ?
O31 C310 1.262(3) . ?
O32 C310 1.245(3) . ?
N1 C11 1.328(3) . ?
N1 C19 1.372(3) . ?
N2 C21 1.324(3) . ?
N2 C29 1.372(3) . ?
N3 C31 1.323(3) . ?
N3 C39 1.371(3) . ?
N4 C41 1.501(4) . ?
N4 C44 1.493(4) . ?
N4 H4A 0.88(3) . ?
N4 H4B 0.99(4) . ?
N5 C51 1.117(4) . ?
C11 C12 1.421(4) . ?
C11 C110 1.514(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.349(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.411(4) . ?
C14 C15 1.401(4) . ?
C14 C19 1.422(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.360(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.406(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.409(4) . ?
C21 C22 1.412(3) . ?
C21 C210 1.517(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.359(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.411(4) . ?
C24 C25 1.413(4) . ?
C24 C29 1.418(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.361(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.401(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.361(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.413(4) . ?
C31 C32 1.411(3) . ?
C31 C310 1.514(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.364(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.408(3) . ?
C34 C35 1.422(3) . ?
C34 C39 1.418(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.359(4) . ?
C36 H36 0.9300 . ?
C36 C37 1.407(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.363(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.417(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.501(5) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.510(7) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.512(6) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C51 C52 1.451(5) . ?
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
O11 Zn1 O21 86.76(7) . . ?
O11 Zn1 O31 170.57(7) . . ?
O11 Zn1 N1 74.75(7) . . ?
O11 Zn1 N2 94.08(7) . . ?
O11 Zn1 N3 106.56(7) . . ?
O21 Zn1 N1 160.19(7) . . ?
O21 Zn1 N2 77.65(7) . . ?
O21 Zn1 N3 91.15(7) . . ?
O31 Zn1 O21 101.82(7) . . ?
O31 Zn1 N1 97.16(7) . . ?
O31 Zn1 N2 84.09(7) . . ?
O31 Zn1 N3 77.44(7) . . ?
N2 Zn1 N1 110.19(7) . . ?
N2 Zn1 N3 155.99(7) . . ?
N3 Zn1 N1 87.45(7) . . ?
C110 O11 Zn1 123.99(17) . . ?
C210 O21 Zn1 117.19(16) . . ?
C310 O31 Zn1 118.71(15) . . ?
C11 N1 Zn1 106.88(17) . . ?
C11 N1 C19 118.0(2) . . ?
C19 N1 Zn1 134.25(16) . . ?
C21 N2 Zn1 111.56(16) . . ?
C21 N2 C29 118.5(2) . . ?
C29 N2 Zn1 129.66(16) . . ?
C31 N3 Zn1 110.75(15) . . ?
C31 N3 C39 118.72(19) . . ?
C39 N3 Zn1 130.52(15) . . ?
C41 N4 H4A 112(2) . . ?
C41 N4 H4B 108(2) . . ?
C44 N4 C41 107.3(2) . . ?
C44 N4 H4A 106(2) . . ?
C44 N4 H4B 116(2) . . ?
H4A N4 H4B 108(3) . . ?
N1 C11 C12 123.4(3) . . ?
N1 C11 C110 117.4(2) . . ?
C12 C11 C110 119.2(2) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C19 117.5(3) . . ?
C15 C14 C13 123.1(3) . . ?
C15 C14 C19 119.4(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
N1 C19 C14 121.9(2) . . ?
N1 C19 C18 119.6(2) . . ?
C18 C19 C14 118.5(2) . . ?
N2 C21 C22 123.1(2) . . ?
N2 C21 C210 117.0(2) . . ?
C22 C21 C210 119.9(2) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.8(2) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.1(2) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 123.3(2) . . ?
C23 C24 C29 117.7(2) . . ?
C25 C24 C29 119.0(2) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.7(2) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(3) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.4(3) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 119.9(2) . . ?
C29 C28 H28 120.0 . . ?
N2 C29 C24 121.6(2) . . ?
N2 C29 C28 119.3(2) . . ?
C28 C29 C24 119.1(2) . . ?
N3 C31 C32 123.4(2) . . ?
N3 C31 C310 116.1(2) . . ?
C32 C31 C310 120.5(2) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 C31 118.6(2) . . ?
C33 C32 H32 120.7 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 119.9(2) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 C35 122.7(2) . . ?
C33 C34 C39 118.2(2) . . ?
C39 C34 C35 119.1(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.1(2) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.7(2) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 H37 119.5 . . ?
C38 C37 C36 121.0(2) . . ?
C38 C37 H37 119.5 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.9(2) . . ?
C39 C38 H38 120.1 . . ?
N3 C39 C34 121.2(2) . . ?
N3 C39 C38 119.6(2) . . ?
C38 C39 C34 119.3(2) . . ?
N4 C41 H41A 110.6 . . ?
N4 C41 H41B 110.6 . . ?
H41A C41 H41B 108.8 . . ?
C42 C41 N4 105.6(3) . . ?
C42 C41 H41A 110.6 . . ?
C42 C41 H41B 110.6 . . ?
C41 C42 H42A 111.0 . . ?
C41 C42 H42B 111.0 . . ?
C41 C42 C43 103.9(3) . . ?
H42A C42 H42B 109.0 . . ?
C43 C42 H42A 111.0 . . ?
C43 C42 H42B 111.0 . . ?
C42 C43 H43A 111.4 . . ?
C42 C43 H43B 111.4 . . ?
C42 C43 C44 102.0(3) . . ?
H43A C43 H43B 109.2 . . ?
C44 C43 H43A 111.4 . . ?
C44 C43 H43B 111.4 . . ?
N4 C44 C43 102.2(3) . . ?
N4 C44 H44A 111.3 . . ?
N4 C44 H44B 111.3 . . ?
C43 C44 H44A 111.3 . . ?
C43 C44 H44B 111.3 . . ?
H44A C44 H44B 109.2 . . ?
N5 C51 C52 178.7(4) . . ?
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 . . ?
O11 C110 C11 115.8(2) . . ?
O12 C110 O11 126.0(3) . . ?
O12 C110 C11 118.2(2) . . ?
O21 C210 C21 116.4(2) . . ?
O22 C210 O21 125.2(2) . . ?
O22 C210 C21 118.5(2) . . ?
O31 C310 C31 117.0(2) . . ?
O32 C310 O31 124.9(2) . . ?
O32 C310 C31 118.1(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
N4 H4A O21 0.88(3) 2.06(3) 2.926(3) 170(3) 1_455 yes
N4 H4B O32 0.99(4) 1.80(4) 2.777(3) 167(3) . 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 O11 C110 O12 -174.39(19) . . . . ?
Zn1 O11 C110 C11 5.5(3) . . . . ?
Zn1 O21 C210 O22 -175.3(2) . . . . ?
Zn1 O21 C210 C21 5.4(3) . . . . ?
Zn1 O31 C310 O32 177.06(19) . . . . ?
Zn1 O31 C310 C31 -1.4(3) . . . . ?
Zn1 N1 C11 C12 -170.0(2) . . . . ?
Zn1 N1 C11 C110 11.1(2) . . . . ?
Zn1 N1 C19 C14 164.75(18) . . . . ?
Zn1 N1 C19 C18 -15.9(3) . . . . ?
Zn1 N2 C21 C22 178.25(19) . . . . ?
Zn1 N2 C21 C210 -1.4(3) . . . . ?
Zn1 N2 C29 C24 -174.18(16) . . . . ?
Zn1 N2 C29 C28 4.3(3) . . . . ?
Zn1 N3 C31 C32 -179.98(18) . . . . ?
Zn1 N3 C31 C310 0.4(2) . . . . ?
Zn1 N3 C39 C34 -179.76(15) . . . . ?
Zn1 N3 C39 C38 -0.3(3) . . . . ?
N1 C11 C12 C13 2.0(4) . . . . ?
N1 C11 C110 O11 -12.0(3) . . . . ?
N1 C11 C110 O12 167.9(2) . . . . ?
N2 C21 C22 C23 -3.6(4) . . . . ?
N2 C21 C210 O21 -2.5(3) . . . . ?
N2 C21 C210 O22 178.1(2) . . . . ?
N3 C31 C32 C33 -0.6(4) . . . . ?
N3 C31 C310 O31 0.6(3) . . . . ?
N3 C31 C310 O32 -178.0(2) . . . . ?
N4 C41 C42 C43 -22.8(4) . . . . ?
C11 N1 C19 C14 -2.7(3) . . . . ?
C11 N1 C19 C18 176.7(2) . . . . ?
C11 C12 C13 C14 -2.6(4) . . . . ?
C12 C11 C110 O11 169.0(2) . . . . ?
C12 C11 C110 O12 -11.1(4) . . . . ?
C12 C13 C14 C15 -179.5(3) . . . . ?
C12 C13 C14 C19 0.7(4) . . . . ?
C13 C14 C15 C16 178.1(3) . . . . ?
C13 C14 C19 N1 2.0(4) . . . . ?
C13 C14 C19 C18 -177.4(2) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C14 C19 N1 -177.7(2) . . . . ?
C15 C14 C19 C18 2.9(4) . . . . ?
C15 C16 C17 C18 1.7(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C17 C18 C19 N1 179.2(2) . . . . ?
C17 C18 C19 C14 -1.4(4) . . . . ?
C19 N1 C11 C12 0.7(4) . . . . ?
C19 N1 C11 C110 -178.3(2) . . . . ?
C19 C14 C15 C16 -2.2(4) . . . . ?
C21 N2 C29 C24 -0.3(3) . . . . ?
C21 N2 C29 C28 178.2(2) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C22 C21 C210 O21 177.8(2) . . . . ?
C22 C21 C210 O22 -1.6(4) . . . . ?
C22 C23 C24 C25 -176.9(2) . . . . ?
C22 C23 C24 C29 1.9(4) . . . . ?
C23 C24 C25 C26 179.3(3) . . . . ?
C23 C24 C29 N2 -2.3(4) . . . . ?
C23 C24 C29 C28 179.3(2) . . . . ?
C24 C25 C26 C27 0.9(4) . . . . ?
C25 C24 C29 N2 176.6(2) . . . . ?
C25 C24 C29 C28 -1.9(4) . . . . ?
C25 C26 C27 C28 -0.8(5) . . . . ?
C26 C27 C28 C29 -0.6(4) . . . . ?
C27 C28 C29 N2 -176.5(2) . . . . ?
C27 C28 C29 C24 2.0(4) . . . . ?
C29 N2 C21 C22 3.3(4) . . . . ?
C29 N2 C21 C210 -176.36(19) . . . . ?
C29 C24 C25 C26 0.5(4) . . . . ?
C31 N3 C39 C34 -1.0(3) . . . . ?
C31 N3 C39 C38 178.5(2) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C32 C31 C310 O31 -179.0(2) . . . . ?
C32 C31 C310 O32 2.4(3) . . . . ?
C32 C33 C34 C35 -179.6(2) . . . . ?
C32 C33 C34 C39 -0.2(3) . . . . ?
C33 C34 C35 C36 179.6(2) . . . . ?
C33 C34 C39 N3 0.6(3) . . . . ?
C33 C34 C39 C38 -178.9(2) . . . . ?
C34 C35 C36 C37 -0.8(4) . . . . ?
C35 C34 C39 N3 -180.0(2) . . . . ?
C35 C34 C39 C38 0.6(3) . . . . ?
C35 C36 C37 C38 0.8(4) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C37 C38 C39 N3 179.9(2) . . . . ?
C37 C38 C39 C34 -0.6(3) . . . . ?
C39 N3 C31 C32 1.0(3) . . . . ?
C39 N3 C31 C310 -178.6(2) . . . . ?
C39 C34 C35 C36 0.1(4) . . . . ?
C41 N4 C44 C43 28.7(3) . . . . ?
C41 C42 C43 C44 40.5(4) . . . . ?
C42 C43 C44 N4 -42.3(3) . . . . ?
C44 N4 C41 C42 -3.8(4) . . . . ?
C110 C11 C12 C13 -179.0(2) . . . . ?
C210 C21 C22 C23 176.0(2) . . . . ?
C310 C31 C32 C33 179.0(2) . . . . ?

####################################################################### 
# 
# 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_11triclinic
_database_code_depnum_ccdc_archive 'CCDC 1973029'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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 H18 N3 O6 Zn, C6 H13 N2'
_chemical_formula_sum            'C36 H31 N5 O6 Zn'
_chemical_formula_weight         695.03
_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                   9.3854(9)
_cell_length_b                   12.6764(12)
_cell_length_c                   13.5914(12)
_cell_angle_alpha                93.234(8)
_cell_angle_beta                 90.556(8)
_cell_angle_gamma                99.664(9)
_cell_volume                     1591.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1416
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.3820
_cell_measurement_theta_min      2.8820
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.886
_exptl_absorpt_coefficient_mu    0.828
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?


_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3299
_diffrn_reflns_av_unetI/netI     0.4831
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11616
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.510
_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 0.986
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00  10.00   1.00  117.50    --  -12.30 -57.00-180.00   90
  2  ω    -40.00  61.00   1.00  117.50    --  -12.30  57.00 -30.00  101
  3  ω    -15.00  81.00   1.00  117.50    --   12.46  77.00  90.00   96
;
_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      0.0408312000
_diffrn_orient_matrix_UB_12      0.0506325000
_diffrn_orient_matrix_UB_13      0.0153522000
_diffrn_orient_matrix_UB_21      -0.0056293000
_diffrn_orient_matrix_UB_22      0.0174708000
_diffrn_orient_matrix_UB_23      -0.0483365000
_diffrn_orient_matrix_UB_31      -0.0646568000
_diffrn_orient_matrix_UB_32      0.0190787000
_diffrn_orient_matrix_UB_33      0.0126953000
_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                2271
_reflns_number_total             7130
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.934
_refine_diff_density_min         -1.800
_refine_diff_density_rms         0.192
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7130
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3218
_refine_ls_R_factor_gt           0.1638
_refine_ls_restrained_S_all      0.967
_refine_ls_shift/su_max          0.082
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1883P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3471
_refine_ls_wR_factor_ref         0.4640
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.44538(15) 0.25109(12) 0.78698(11) 0.0343(5) Uani 1 1 d . . . . .
O11 O 0.3353(10) 0.2014(6) 0.9062(6) 0.036(2) Uani 1 1 d . . . . .
O12 O 0.2540(13) 0.0610(9) 0.9926(9) 0.075(4) Uani 1 1 d . . . . .
O21 O 0.6627(8) 0.2751(7) 0.7875(6) 0.036(2) Uani 1 1 d . . . . .
O22 O 0.8592(9) 0.4046(7) 0.8054(7) 0.041(2) Uani 1 1 d . . . . .
O31 O 0.3064(8) 0.2553(7) 0.6819(6) 0.035(2) Uani 1 1 d . . . . .
O32 O 0.4846(9) 0.3525(9) 0.6047(7) 0.054(3) Uani 1 1 d . . . . .
N1 N 0.4547(10) 0.0807(8) 0.7754(7) 0.030(2) Uani 1 1 d . . . . .
N2 N 0.4912(10) 0.4157(10) 0.8360(8) 0.042(3) Uani 1 1 d . . . . .
N3 N 0.1064(10) 0.3048(8) 0.5558(8) 0.033(3) Uani 1 1 d . . . . .
N41 N 1.0005(12) 0.0456(9) 0.7604(8) 0.042(3) Uani 1 1 d . . . . .
N42 N 0.9862(11) 0.2195(9) 0.7445(8) 0.040(3) Uani 1 1 d . . . . .
H42A H 1.023990 0.215830 0.687290 0.048 Uiso 1 1 calc R . . . .
H42B H 0.962974 0.278811 0.767415 0.048 Uiso 1 1 calc R . . . .
C11 C 0.3922(15) 0.0354(12) 0.8510(11) 0.049(4) Uani 1 1 d . . . . .
C12 C 0.3866(19) -0.0769(12) 0.8598(13) 0.065(5) Uani 1 1 d . . . . .
H12 H 0.338186 -0.111200 0.911573 0.078 Uiso 1 1 calc R . . . .
C13 C 0.4532(19) -0.1325(13) 0.7915(13) 0.067(5) Uani 1 1 d . . . . .
H13 H 0.451456 -0.205394 0.797646 0.081 Uiso 1 1 calc R . . . .
C14 C 0.5243(15) -0.0832(11) 0.7123(11) 0.044(3) Uani 1 1 d . . . . .
C15 C 0.5968(14) -0.1369(13) 0.6390(12) 0.051(4) Uani 1 1 d . . . . .
H15 H 0.599489 -0.209374 0.644312 0.062 Uiso 1 1 calc R . . . .
C16 C 0.6619(16) -0.0879(16) 0.5619(11) 0.062(5) Uani 1 1 d . . . . .
H16 H 0.702168 -0.126153 0.512157 0.074 Uiso 1 1 calc R . . . .
C17 C 0.6668(14) 0.0256(12) 0.5597(11) 0.051(4) Uani 1 1 d . . . . .
H17 H 0.720550 0.063536 0.512071 0.061 Uiso 1 1 calc R . . . .
C18 C 0.5939(14) 0.0780(13) 0.6265(10) 0.050(4) Uani 1 1 d . . . . .
H18 H 0.587282 0.149530 0.619140 0.060 Uiso 1 1 calc R . . . .
C19 C 0.5284(13) 0.0257(11) 0.7064(9) 0.037(3) Uani 1 1 d . . . . .
C21 C 0.6319(12) 0.4559(10) 0.8418(10) 0.037(3) Uani 1 1 d . . . . .
C22 C 0.6895(13) 0.5565(10) 0.8692(10) 0.036(3) Uani 1 1 d . . . . .
H22 H 0.787802 0.579679 0.861039 0.043 Uiso 1 1 calc R . . . .
C23 C 0.6056(15) 0.6279(11) 0.9100(10) 0.045(3) Uani 1 1 d . . . . .
H23 H 0.645705 0.695635 0.936716 0.053 Uiso 1 1 calc R . . . .
C24 C 0.4526(13) 0.5893(11) 0.9077(8) 0.030(3) Uani 1 1 d . . . . .
C25 C 0.3517(12) 0.6537(11) 0.9451(8) 0.036(3) Uani 1 1 d . . . . .
H25 H 0.385066 0.721849 0.973686 0.043 Uiso 1 1 calc R . . . .
C26 C 0.2084(15) 0.6161(11) 0.9391(10) 0.043(3) Uani 1 1 d . . . . .
H26 H 0.143880 0.659498 0.962302 0.051 Uiso 1 1 calc R . . . .
C27 C 0.1536(13) 0.5100(10) 0.8975(9) 0.033(3) Uani 1 1 d . . . . .
H27 H 0.054632 0.485020 0.893439 0.039 Uiso 1 1 calc R . . . .
C28 C 0.2493(13) 0.4463(11) 0.8640(9) 0.033(3) Uani 1 1 d . . . . .
H28 H 0.214934 0.377267 0.837742 0.040 Uiso 1 1 calc R . . . .
C29 C 0.3995(13) 0.4843(10) 0.8688(7) 0.028(3) Uani 1 1 d . . . . .
C31 C 0.2474(12) 0.3416(10) 0.5412(8) 0.029(3) Uani 1 1 d . . . . .
C32 C 0.2947(14) 0.4033(9) 0.4593(9) 0.034(3) Uani 1 1 d . . . . .
H32 H 0.392930 0.424828 0.449254 0.041 Uiso 1 1 calc R . . . .
C33 C 0.1983(15) 0.4298(10) 0.3977(10) 0.041(3) Uani 1 1 d . . . . .
H33 H 0.229251 0.470236 0.344541 0.049 Uiso 1 1 calc R . . . .
C34 C 0.0480(14) 0.3971(10) 0.4118(9) 0.035(3) Uani 1 1 d . . . . .
C35 C -0.0602(15) 0.4252(12) 0.3536(11) 0.047(4) Uani 1 1 d . . . . .
H35 H -0.035251 0.469130 0.301804 0.056 Uiso 1 1 calc R . . . .
C36 C -0.2050(15) 0.3888(11) 0.3711(11) 0.047(4) Uani 1 1 d . . . . .
H36 H -0.275622 0.402858 0.327590 0.057 Uiso 1 1 calc R . . . .
C37 C -0.2447(15) 0.3315(13) 0.4537(12) 0.051(4) Uani 1 1 d . . . . .
H37 H -0.342034 0.310698 0.467196 0.061 Uiso 1 1 calc R . . . .
C38 C -0.1406(14) 0.3054(11) 0.5152(11) 0.046(4) Uani 1 1 d . . . . .
H38 H -0.168218 0.267044 0.570233 0.055 Uiso 1 1 calc R . . . .
C39 C 0.0073(12) 0.3361(10) 0.4962(10) 0.033(3) Uani 1 1 d . . . . .
C41 C 1.0568(15) 0.0298(11) 0.6631(11) 0.050(4) Uani 1 1 d . . . . .
H41A H 1.143875 0.081295 0.654051 0.060 Uiso 1 1 calc R . . . .
H41B H 0.985910 0.038293 0.612973 0.060 Uiso 1 1 calc R . . . .
C42 C 1.0890(19) -0.0815(11) 0.6565(14) 0.071(6) Uani 1 1 d . . . . .
H42C H 1.190592 -0.081883 0.670125 0.085 Uiso 1 1 calc R . . . .
H42D H 1.063501 -0.116056 0.591734 0.085 Uiso 1 1 calc R . . . .
C43 C 0.991(2) -0.1392(12) 0.7387(17) 0.087(7) Uani 1 1 d . . . . .
H43A H 0.896053 -0.170409 0.711653 0.104 Uiso 1 1 calc R . . . .
H43B H 1.035174 -0.195478 0.765516 0.104 Uiso 1 1 calc R . . . .
C44 C 0.9795(18) -0.0540(12) 0.8153(15) 0.067(5) Uani 1 1 d . . . . .
H44A H 1.053748 -0.050672 0.866100 0.080 Uiso 1 1 calc R . . . .
H44B H 0.885411 -0.065569 0.845594 0.080 Uiso 1 1 calc R . . . .
C45 C 0.9650(14) 0.1378(11) 0.7950(9) 0.039(3) Uani 1 1 d . . . . .
C46 C 0.900(2) 0.1438(14) 0.8958(12) 0.079(7) Uani 1 1 d . . . . .
H46A H 0.971065 0.136991 0.945046 0.118 Uiso 1 1 calc GR . . . .
H46B H 0.818954 0.086795 0.899629 0.118 Uiso 1 1 calc GR . . . .
H46C H 0.867751 0.211519 0.906706 0.118 Uiso 1 1 calc GR . . . .
C110 C 0.3185(16) 0.1021(15) 0.9236(12) 0.058(5) Uani 1 1 d . . . . .
C210 C 0.7264(13) 0.3732(11) 0.8097(10) 0.036(3) Uani 1 1 d . . . . .
C310 C 0.3537(13) 0.3152(10) 0.6120(10) 0.037(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 2.005(8) . ?
Zn1 O21 2.011(8) . ?
Zn1 O31 1.934(9) . ?
Zn1 N1 2.174(10) . ?
Zn1 N2 2.126(13) . ?
O11 C110 1.277(18) . ?
O12 C110 1.215(16) . ?
O21 C210 1.304(16) . ?
O22 C210 1.246(14) . ?
O31 C310 1.286(14) . ?
O32 C310 1.248(14) . ?
N1 C11 1.301(15) . ?
N1 C19 1.394(15) . ?
N2 C21 1.334(15) . ?
N2 C29 1.382(15) . ?
N3 C31 1.348(13) . ?
N3 C39 1.351(15) . ?
N41 C41 1.444(15) . ?
N41 C44 1.488(17) . ?
N41 C45 1.331(17) . ?
N42 H42A 0.8600 . ?
N42 H42B 0.8600 . ?
N42 C45 1.263(16) . ?
C11 C12 1.43(2) . ?
C11 C110 1.51(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.35(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.40(2) . ?
C14 C15 1.418(18) . ?
C14 C19 1.382(19) . ?
C15 H15 0.9300 . ?
C15 C16 1.347(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.43(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.352(17) . ?
C18 H18 0.9300 . ?
C18 C19 1.398(16) . ?
C21 C22 1.330(18) . ?
C21 C210 1.531(16) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(18) . ?
C23 H23 0.9300 . ?
C23 C24 1.437(17) . ?
C24 C25 1.429(16) . ?
C24 C29 1.411(18) . ?
C25 H25 0.9300 . ?
C25 C26 1.350(17) . ?
C26 H26 0.9300 . ?
C26 C27 1.438(19) . ?
C27 H27 0.9300 . ?
C27 C28 1.370(15) . ?
C28 H28 0.9300 . ?
C28 C29 1.411(17) . ?
C31 C32 1.428(15) . ?
C31 C310 1.471(17) . ?
C32 H32 0.9300 . ?
C32 C33 1.324(19) . ?
C33 H33 0.9300 . ?
C33 C34 1.419(17) . ?
C34 C35 1.386(18) . ?
C34 C39 1.438(17) . ?
C35 H35 0.9300 . ?
C35 C36 1.387(18) . ?
C36 H36 0.9300 . ?
C36 C37 1.39(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.374(19) . ?
C38 H38 0.9300 . ?
C38 C39 1.408(16) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.491(19) . ?
C42 H42C 0.9700 . ?
C42 H42D 0.9700 . ?
C42 C43 1.59(2) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.48(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.509(16) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 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
O11 Zn1 O21 121.0(4) . . ?
O11 Zn1 N1 78.9(3) . . ?
O11 Zn1 N2 95.9(3) . . ?
O21 Zn1 N1 86.6(3) . . ?
O21 Zn1 N2 79.8(4) . . ?
O31 Zn1 O11 107.7(4) . . ?
O31 Zn1 O21 131.0(3) . . ?
O31 Zn1 N1 98.9(4) . . ?
O31 Zn1 N2 100.8(4) . . ?
N2 Zn1 N1 160.3(4) . . ?
C110 O11 Zn1 118.8(8) . . ?
C210 O21 Zn1 115.6(7) . . ?
C310 O31 Zn1 114.7(8) . . ?
C11 N1 Zn1 109.5(10) . . ?
C11 N1 C19 122.4(12) . . ?
C19 N1 Zn1 127.8(8) . . ?
C21 N2 Zn1 113.9(9) . . ?
C21 N2 C29 115.7(12) . . ?
C29 N2 Zn1 130.3(8) . . ?
C31 N3 C39 118.4(10) . . ?
C41 N41 C44 112.6(12) . . ?
C45 N41 C41 123.5(12) . . ?
C45 N41 C44 123.8(12) . . ?
H42A N42 H42B 120.0 . . ?
C45 N42 H42A 120.0 . . ?
C45 N42 H42B 120.0 . . ?
N1 C11 C12 119.5(15) . . ?
N1 C11 C110 118.7(13) . . ?
C12 C11 C110 121.6(12) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(14) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.7(14) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 124.3(14) . . ?
C19 C14 C13 117.9(13) . . ?
C19 C14 C15 117.8(13) . . ?
C14 C15 H15 118.5 . . ?
C16 C15 C14 123.1(15) . . ?
C16 C15 H15 118.5 . . ?
C15 C16 H16 121.3 . . ?
C15 C16 C17 117.4(15) . . ?
C17 C16 H16 121.3 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(14) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(15) . . ?
C19 C18 H18 119.7 . . ?
N1 C19 C18 120.3(13) . . ?
C14 C19 N1 119.4(11) . . ?
C14 C19 C18 120.0(13) . . ?
N2 C21 C210 112.5(12) . . ?
C22 C21 N2 126.0(11) . . ?
C22 C21 C210 121.5(11) . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.4(12) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 122.4 . . ?
C22 C23 C24 115.1(12) . . ?
C24 C23 H23 122.4 . . ?
C25 C24 C23 121.9(13) . . ?
C29 C24 C23 119.4(11) . . ?
C29 C24 C25 118.7(11) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(13) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.2(12) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 119.1(12) . . ?
C28 C27 H27 120.5 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.7(12) . . ?
C29 C28 H28 119.7 . . ?
N2 C29 C24 121.8(11) . . ?
N2 C29 C28 118.2(12) . . ?
C28 C29 C24 120.0(10) . . ?
N3 C31 C32 121.9(11) . . ?
N3 C31 C310 118.0(10) . . ?
C32 C31 C310 120.1(10) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 C31 119.8(12) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.7(11) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C39 116.9(12) . . ?
C35 C34 C33 124.5(12) . . ?
C35 C34 C39 118.5(11) . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.3(13) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.1(14) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.2(13) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 H38 119.6 . . ?
C37 C38 C39 120.9(12) . . ?
C39 C38 H38 119.6 . . ?
N3 C39 C34 122.0(11) . . ?
N3 C39 C38 119.1(11) . . ?
C38 C39 C34 118.8(12) . . ?
N41 C41 H41A 110.5 . . ?
N41 C41 H41B 110.5 . . ?
N41 C41 C42 106.0(12) . . ?
H41A C41 H41B 108.7 . . ?
C42 C41 H41A 110.5 . . ?
C42 C41 H41B 110.5 . . ?
C41 C42 H42C 111.1 . . ?
C41 C42 H42D 111.1 . . ?
C41 C42 C43 103.5(11) . . ?
H42C C42 H42D 109.0 . . ?
C43 C42 H42C 111.1 . . ?
C43 C42 H42D 111.1 . . ?
C42 C43 H43A 110.7 . . ?
C42 C43 H43B 110.7 . . ?
H43A C43 H43B 108.8 . . ?
C44 C43 C42 105.1(12) . . ?
C44 C43 H43A 110.7 . . ?
C44 C43 H43B 110.7 . . ?
N41 C44 H44A 111.0 . . ?
N41 C44 H44B 111.0 . . ?
C43 C44 N41 103.7(14) . . ?
C43 C44 H44A 111.0 . . ?
C43 C44 H44B 111.0 . . ?
H44A C44 H44B 109.0 . . ?
N41 C45 C46 119.1(12) . . ?
N42 C45 N41 120.6(12) . . ?
N42 C45 C46 120.3(12) . . ?
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 . . ?
O11 C110 C11 114.0(11) . . ?
O12 C110 O11 125.8(15) . . ?
O12 C110 C11 120.2(15) . . ?
O21 C210 C21 118.0(10) . . ?
O22 C210 O21 124.3(12) . . ?
O22 C210 C21 117.6(12) . . ?
O31 C310 C31 117.8(10) . . ?
O32 C310 O31 121.9(13) . . ?
O32 C310 C31 120.3(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
N42 H42A N3 0.86 2.24 2.996(14) 146.5 1_655 yes
N42 H42B O22 0.86 2.05 2.890(14) 165.7 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O11 C110 O12 -179.7(14) . . . . ?
Zn1 O11 C110 C11 2.5(18) . . . . ?
Zn1 O21 C210 O22 -173.5(10) . . . . ?
Zn1 O21 C210 C21 5.5(15) . . . . ?
Zn1 O31 C310 O32 11.6(17) . . . . ?
Zn1 O31 C310 C31 -166.8(9) . . . . ?
Zn1 N1 C11 C12 -179.3(12) . . . . ?
Zn1 N1 C11 C110 4.8(17) . . . . ?
Zn1 N1 C19 C14 178.5(9) . . . . ?
Zn1 N1 C19 C18 -7.7(18) . . . . ?
Zn1 N2 C21 C22 179.2(11) . . . . ?
Zn1 N2 C21 C210 1.0(14) . . . . ?
Zn1 N2 C29 C24 173.6(8) . . . . ?
Zn1 N2 C29 C28 -5.4(15) . . . . ?
N1 C11 C12 C13 3(3) . . . . ?
N1 C11 C110 O11 -5(2) . . . . ?
N1 C11 C110 O12 176.9(15) . . . . ?
N2 C21 C22 C23 10(2) . . . . ?
N2 C21 C210 O21 -4.3(17) . . . . ?
N2 C21 C210 O22 174.8(11) . . . . ?
N3 C31 C32 C33 3.0(18) . . . . ?
N3 C31 C310 O31 2.5(17) . . . . ?
N3 C31 C310 O32 -175.9(12) . . . . ?
N41 C41 C42 C43 21.7(18) . . . . ?
C11 N1 C19 C14 6(2) . . . . ?
C11 N1 C19 C18 -179.9(13) . . . . ?
C11 C12 C13 C14 -1(3) . . . . ?
C12 C11 C110 O11 179.1(14) . . . . ?
C12 C11 C110 O12 1(3) . . . . ?
C12 C13 C14 C15 179.5(17) . . . . ?
C12 C13 C14 C19 2(3) . . . . ?
C13 C14 C15 C16 178.5(16) . . . . ?
C13 C14 C19 N1 -4(2) . . . . ?
C13 C14 C19 C18 -177.7(15) . . . . ?
C14 C15 C16 C17 5(2) . . . . ?
C15 C14 C19 N1 178.1(12) . . . . ?
C15 C14 C19 C18 4(2) . . . . ?
C15 C16 C17 C18 -8(2) . . . . ?
C16 C17 C18 C19 9(2) . . . . ?
C17 C18 C19 N1 179.3(13) . . . . ?
C17 C18 C19 C14 -7(2) . . . . ?
C19 N1 C11 C12 -6(2) . . . . ?
C19 N1 C11 C110 178.3(13) . . . . ?
C19 C14 C15 C16 -4(2) . . . . ?
C21 N2 C29 C24 -1.3(16) . . . . ?
C21 N2 C29 C28 179.7(11) . . . . ?
C21 C22 C23 C24 -8(2) . . . . ?
C22 C21 C210 O21 177.4(12) . . . . ?
C22 C21 C210 O22 -4(2) . . . . ?
C22 C23 C24 C25 -178.9(11) . . . . ?
C22 C23 C24 C29 2.0(17) . . . . ?
C23 C24 C25 C26 178.0(12) . . . . ?
C23 C24 C29 N2 2.5(16) . . . . ?
C23 C24 C29 C28 -178.5(10) . . . . ?
C24 C25 C26 C27 1.6(19) . . . . ?
C25 C24 C29 N2 -176.6(10) . . . . ?
C25 C24 C29 C28 2.4(16) . . . . ?
C25 C26 C27 C28 0.3(19) . . . . ?
C26 C27 C28 C29 -0.8(18) . . . . ?
C27 C28 C29 N2 178.5(11) . . . . ?
C27 C28 C29 C24 -0.5(17) . . . . ?
C29 N2 C21 C22 -5(2) . . . . ?
C29 N2 C21 C210 176.7(10) . . . . ?
C29 C24 C25 C26 -2.9(17) . . . . ?
C31 N3 C39 C34 6.9(18) . . . . ?
C31 N3 C39 C38 -175.0(12) . . . . ?
C31 C32 C33 C34 -0.3(19) . . . . ?
C32 C31 C310 O31 -176.8(11) . . . . ?
C32 C31 C310 O32 4.8(19) . . . . ?
C32 C33 C34 C35 177.1(13) . . . . ?
C32 C33 C34 C39 0.9(18) . . . . ?
C33 C34 C35 C36 179.1(14) . . . . ?
C33 C34 C39 N3 -4.3(19) . . . . ?
C33 C34 C39 C38 177.6(13) . . . . ?
C34 C35 C36 C37 6(2) . . . . ?
C35 C34 C39 N3 179.3(12) . . . . ?
C35 C34 C39 C38 1.2(19) . . . . ?
C35 C36 C37 C38 -4(2) . . . . ?
C36 C37 C38 C39 0(2) . . . . ?
C37 C38 C39 N3 -177.0(13) . . . . ?
C37 C38 C39 C34 1(2) . . . . ?
C39 N3 C31 C32 -6.3(17) . . . . ?
C39 N3 C31 C310 174.5(11) . . . . ?
C39 C34 C35 C36 -5(2) . . . . ?
C41 N41 C44 C43 -13.7(18) . . . . ?
C41 N41 C45 N42 -4(2) . . . . ?
C41 N41 C45 C46 176.8(14) . . . . ?
C41 C42 C43 C44 -30.5(19) . . . . ?
C42 C43 C44 N41 26.4(18) . . . . ?
C44 N41 C41 C42 -5.9(18) . . . . ?
C44 N41 C45 N42 179.7(14) . . . . ?
C44 N41 C45 C46 0(2) . . . . ?
C45 N41 C41 C42 177.1(13) . . . . ?
C45 N41 C44 C43 163.2(14) . . . . ?
C110 C11 C12 C13 179.0(17) . . . . ?
C210 C21 C22 C23 -171.8(12) . . . . ?
C310 C31 C32 C33 -177.7(12) . . . . ?

####################################################################### 
# 
# 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_10c
_database_code_depnum_ccdc_archive 'CCDC 1973027'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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         'C26 H24 N4 O4 Zn, C H2 Cl2'
_chemical_formula_sum            'C27 H26 Cl2 N4 O4 Zn'
_chemical_formula_weight         606.79
_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'
Cl Cl 0.1484 0.1585 '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                   7.9088(2)
_cell_length_b                   12.5987(4)
_cell_length_c                   14.7809(5)
_cell_angle_alpha                114.123(3)
_cell_angle_beta                 99.089(2)
_cell_angle_gamma                93.237(2)
_cell_volume                     1315.26(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9081
_cell_measurement_temperature    125.00(10)
_cell_measurement_theta_max      29.7610
_cell_measurement_theta_min      3.0530
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.719
_exptl_absorpt_coefficient_mu    1.179
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89426
_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    1.532
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.3
_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  0.0326
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20933
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         2.632
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      125.00(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 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -86.00 -56.00   1.00   12.50    --  -14.36 147.00  18.79   30
  2  ω    -14.00  92.00   1.00   12.50    --   14.52  77.00  90.00  106
  3  ω     43.00 103.00   1.00   12.50    --   14.52-178.00  90.00   60
  4  ω    -53.00  44.00   1.00   12.50    --   14.52 -57.00-180.00   97
  5  ω     35.00  84.00   1.00   12.50    --   14.52 178.00-180.00   49
  6  ω    -18.00  56.00   1.00   12.50    --   14.52 -99.00 -60.00   74
  7  ω    -12.00  91.00   1.00   12.50    --   14.52  37.00-120.00  103
  8  ω    -15.00  85.00   1.00   12.50    --   14.52  57.00 -30.00  100
;
_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      0.0310514000
_diffrn_orient_matrix_UB_12      0.0608188000
_diffrn_orient_matrix_UB_13      0.0257217000
_diffrn_orient_matrix_UB_21      -0.0447581000
_diffrn_orient_matrix_UB_22      0.0089853000
_diffrn_orient_matrix_UB_23      -0.0412771000
_diffrn_orient_matrix_UB_31      -0.0737112000
_diffrn_orient_matrix_UB_32      0.0097695000
_diffrn_orient_matrix_UB_33      0.0226452000
_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                5319
_reflns_number_total             6040
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.985
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.073
_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     376
_refine_ls_number_reflns         6040
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.049
_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)+(0.0518P)²+1.2271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1030
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.61088(3) 0.34400(2) 0.68596(2) 0.01704(9) Uani 1 1 d . . . . .
O11 O 0.7291(2) 0.30213(14) 0.79536(12) 0.0233(3) Uani 1 1 d . . . . .
O12 O 0.8433(2) 0.15868(15) 0.82519(13) 0.0318(4) Uani 1 1 d . . . . .
O21 O 0.35819(18) 0.30541(13) 0.61939(12) 0.0211(3) Uani 1 1 d . . . . .
O22 O 0.09051(19) 0.32178(14) 0.64950(14) 0.0263(4) Uani 1 1 d . . . . .
N1 N 0.6757(2) 0.17311(15) 0.59661(13) 0.0168(3) Uani 1 1 d . . . . .
N2 N 0.4934(2) 0.47119(15) 0.80028(14) 0.0182(4) Uani 1 1 d . . . . .
N31 N 0.8777(2) 0.60634(16) 0.63084(15) 0.0212(4) Uani 1 1 d . . . . .
N32 N 0.7681(2) 0.44181(16) 0.64830(14) 0.0195(4) Uani 1 1 d . . . . .
H32 H 0.861(4) 0.421(2) 0.647(2) 0.023(7) Uiso 1 1 d . . . . .
C11 C 0.7624(3) 0.13019(18) 0.65469(16) 0.0178(4) Uani 1 1 d . . . . .
C12 C 0.8337(3) 0.02425(18) 0.61663(18) 0.0209(4) Uani 1 1 d . . . . .
H12 H 0.892831 -0.003210 0.660525 0.025 Uiso 1 1 calc R . . . .
C13 C 0.8149(3) -0.03730(18) 0.51467(18) 0.0217(4) Uani 1 1 d . . . . .
H13 H 0.862509 -0.106794 0.488211 0.026 Uiso 1 1 calc R . . . .
C14 C 0.7227(3) 0.00525(18) 0.44959(17) 0.0192(4) Uani 1 1 d . . . . .
C15 C 0.6977(3) -0.05269(19) 0.34260(17) 0.0234(5) Uani 1 1 d . . . . .
H15 H 0.744806 -0.121681 0.312506 0.028 Uiso 1 1 calc R . . . .
C16 C 0.6053(3) -0.0080(2) 0.28359(18) 0.0249(5) Uani 1 1 d . . . . .
H16 H 0.591019 -0.046412 0.213599 0.030 Uiso 1 1 calc R . . . .
C17 C 0.5311(3) 0.0957(2) 0.32755(18) 0.0230(4) Uani 1 1 d . . . . .
H17 H 0.466005 0.124150 0.286362 0.028 Uiso 1 1 calc R . . . .
C18 C 0.5544(3) 0.15475(19) 0.43051(17) 0.0205(4) Uani 1 1 d . . . . .
H18 H 0.505862 0.223454 0.458977 0.025 Uiso 1 1 calc R . . . .
C19 C 0.6518(2) 0.11175(17) 0.49348(16) 0.0166(4) Uani 1 1 d . . . . .
C21 C 0.3249(3) 0.44064(18) 0.78174(17) 0.0184(4) Uani 1 1 d . . . . .
C22 C 0.2209(3) 0.4907(2) 0.85354(18) 0.0227(5) Uani 1 1 d . . . . .
H22 H 0.102845 0.465520 0.838030 0.027 Uiso 1 1 calc R . . . .
C23 C 0.2968(3) 0.5769(2) 0.94649(18) 0.0242(5) Uani 1 1 d . . . . .
H23 H 0.230747 0.610217 0.995236 0.029 Uiso 1 1 calc R . . . .
C24 C 0.4761(3) 0.61495(19) 0.96799(17) 0.0218(4) Uani 1 1 d . . . . .
C25 C 0.5638(3) 0.7056(2) 1.06146(18) 0.0263(5) Uani 1 1 d . . . . .
H25 H 0.503012 0.742752 1.112171 0.032 Uiso 1 1 calc R . . . .
C26 C 0.7373(3) 0.7385(2) 1.07721(18) 0.0287(5) Uani 1 1 d . . . . .
H26 H 0.793656 0.798495 1.138468 0.034 Uiso 1 1 calc R . . . .
C27 C 0.8320(3) 0.6823(2) 1.00153(18) 0.0263(5) Uani 1 1 d . . . . .
H27 H 0.950090 0.705816 1.013395 0.032 Uiso 1 1 calc R . . . .
C28 C 0.7521(3) 0.5938(2) 0.91093(17) 0.0239(5) Uani 1 1 d . . . . .
H28 H 0.815838 0.556639 0.861791 0.029 Uiso 1 1 calc R . . . .
C29 C 0.5723(3) 0.55881(18) 0.89219(17) 0.0197(4) Uani 1 1 d . . . . .
C31 C 1.0574(3) 0.5829(2) 0.6428(2) 0.0257(5) Uani 1 1 d . . . . .
H31A H 1.069482 0.506904 0.591478 0.031 Uiso 1 1 calc R . . . .
H31B H 1.097465 0.584814 0.709074 0.031 Uiso 1 1 calc R . . . .
C32 C 1.1566(3) 0.6808(3) 0.6307(3) 0.0463(8) Uani 1 1 d . . . . .
H32A H 1.259222 0.714318 0.683668 0.056 Uiso 1 1 calc R . . . .
H32B H 1.191913 0.650754 0.565824 0.056 Uiso 1 1 calc R . . . .
C33 C 1.0438(4) 0.7693(3) 0.6370(4) 0.0638(12) Uani 1 1 d . . . . .
H33A H 1.055701 0.797522 0.585954 0.077 Uiso 1 1 calc R . . . .
H33B H 1.075659 0.835342 0.702892 0.077 Uiso 1 1 calc R . . . .
C34 C 0.8620(3) 0.7175(2) 0.6208(2) 0.0288(5) Uani 1 1 d . . . . .
H34A H 0.803368 0.769021 0.671326 0.035 Uiso 1 1 calc R . . . .
H34B H 0.798924 0.703032 0.554135 0.035 Uiso 1 1 calc R . . . .
C35 C 0.7493(3) 0.53881(19) 0.63861(16) 0.0192(4) Uani 1 1 d . . . . .
C36 C 0.5745(3) 0.5799(2) 0.6371(2) 0.0284(5) Uani 1 1 d . . . . .
H36A H 0.488587 0.517085 0.627184 0.043 Uiso 1 1 calc GR . . . .
H36B H 0.548480 0.603367 0.582850 0.043 Uiso 1 1 calc GR . . . .
H36C H 0.574749 0.645313 0.700247 0.043 Uiso 1 1 calc GR . . . .
C110 C 0.7817(3) 0.20220(19) 0.76865(17) 0.0209(4) Uani 1 1 d . . . . .
C210 C 0.2487(3) 0.34790(18) 0.67536(17) 0.0190(4) Uani 1 1 d . . . . .
C1 C 0.830(3) 1.0330(12) 0.9702(10) 0.105(8) Uani 0.290(12) 1 d D . P A 1
H1A H 0.949549 1.041357 0.963013 0.126 Uiso 0.290(12) 1 calc R . P A 1
H1B H 0.769450 1.076744 0.937602 0.126 Uiso 0.290(12) 1 calc R . P A 1
Cl1 Cl 0.751(2) 0.8895(9) 0.8978(9) 0.146(5) Uani 0.290(12) 1 d D U P A 1
Cl2 Cl 0.832(3) 1.1010(17) 1.0854(6) 0.208(6) Uani 0.290(12) 1 d D U P A 1
C1A C 0.709(2) 1.0561(8) 0.9645(7) 0.148(3) Uani 0.710(12) 1 d D U P A 2
H1AA H 0.788912 1.080674 0.931126 0.178 Uiso 0.710(12) 1 calc R . P A 2
H1AB H 0.595637 1.070426 0.939192 0.178 Uiso 0.710(12) 1 calc R . P A 2
Cl1A Cl 0.7009(11) 0.9053(4) 0.9202(4) 0.166(2) Uani 0.710(12) 1 d D U P A 2
Cl2A Cl 0.7577(10) 1.1423(3) 1.0782(4) 0.176(2) Uani 0.710(12) 1 d D U P 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 O11 2.0105(16) . ?
Zn1 O21 2.0191(15) . ?
Zn1 N1 2.1578(17) . ?
Zn1 N2 2.1763(17) . ?
Zn1 N32 1.9952(18) . ?
O11 C110 1.273(3) . ?
O12 C110 1.230(3) . ?
O21 C210 1.280(3) . ?
O22 C210 1.233(3) . ?
N1 C11 1.317(3) . ?
N1 C19 1.373(3) . ?
N2 C21 1.319(3) . ?
N2 C29 1.372(3) . ?
N31 C31 1.466(3) . ?
N31 C34 1.478(3) . ?
N31 C35 1.337(3) . ?
N32 H32 0.79(3) . ?
N32 C35 1.301(3) . ?
C11 C12 1.410(3) . ?
C11 C110 1.529(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.362(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.410(3) . ?
C14 C15 1.419(3) . ?
C14 C19 1.423(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.363(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.410(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.369(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.409(3) . ?
C21 C22 1.409(3) . ?
C21 C210 1.523(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.369(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.413(3) . ?
C24 C25 1.419(3) . ?
C24 C29 1.420(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.365(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.411(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.367(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.413(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.512(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.450(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.486(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.503(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 Cl1 1.699(10) . ?
C1 Cl2 1.560(11) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A Cl1A 1.733(9) . ?
C1A Cl2A 1.553(9) . ?

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
O11 Zn1 O21 127.51(7) . . ?
O11 Zn1 N1 79.24(7) . . ?
O11 Zn1 N2 87.39(6) . . ?
O21 Zn1 N1 94.90(6) . . ?
O21 Zn1 N2 77.66(6) . . ?
N1 Zn1 N2 156.16(7) . . ?
N32 Zn1 O11 113.29(7) . . ?
N32 Zn1 O21 119.12(7) . . ?
N32 Zn1 N1 99.17(7) . . ?
N32 Zn1 N2 104.25(7) . . ?
C110 O11 Zn1 117.79(14) . . ?
C210 O21 Zn1 117.65(14) . . ?
C11 N1 Zn1 110.99(14) . . ?
C11 N1 C19 118.76(17) . . ?
C19 N1 Zn1 130.03(14) . . ?
C21 N2 Zn1 110.80(14) . . ?
C21 N2 C29 119.16(18) . . ?
C29 N2 Zn1 128.70(14) . . ?
C31 N31 C34 112.08(17) . . ?
C35 N31 C31 122.10(18) . . ?
C35 N31 C34 125.50(18) . . ?
Zn1 N32 H32 112.0(19) . . ?
C35 N32 Zn1 130.63(15) . . ?
C35 N32 H32 116.8(19) . . ?
N1 C11 C12 123.4(2) . . ?
N1 C11 C110 115.93(18) . . ?
C12 C11 C110 120.64(19) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.44(19) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C15 123.25(19) . . ?
C13 C14 C19 118.3(2) . . ?
C15 C14 C19 118.4(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
N1 C19 C14 120.98(19) . . ?
N1 C19 C18 119.31(18) . . ?
C18 C19 C14 119.7(2) . . ?
N2 C21 C22 123.2(2) . . ?
N2 C21 C210 114.94(18) . . ?
C22 C21 C210 121.89(19) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.9(2) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.6(2) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 123.2(2) . . ?
C23 C24 C29 118.1(2) . . ?
C25 C24 C29 118.8(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.7(2) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.7(2) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 121.05(19) . . ?
N2 C29 C28 119.12(19) . . ?
C28 C29 C24 119.8(2) . . ?
N31 C31 H31A 110.9 . . ?
N31 C31 H31B 110.9 . . ?
N31 C31 C32 104.08(19) . . ?
H31A C31 H31B 109.0 . . ?
C32 C31 H31A 110.9 . . ?
C32 C31 H31B 110.9 . . ?
C31 C32 H32A 110.1 . . ?
C31 C32 H32B 110.1 . . ?
H32A C32 H32B 108.5 . . ?
C33 C32 C31 107.8(2) . . ?
C33 C32 H32A 110.1 . . ?
C33 C32 H32B 110.1 . . ?
C32 C33 H33A 109.8 . . ?
C32 C33 H33B 109.8 . . ?
C32 C33 C34 109.2(2) . . ?
H33A C33 H33B 108.3 . . ?
C34 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
N31 C34 C33 104.04(19) . . ?
N31 C34 H34A 110.9 . . ?
N31 C34 H34B 110.9 . . ?
C33 C34 H34A 110.9 . . ?
C33 C34 H34B 110.9 . . ?
H34A C34 H34B 109.0 . . ?
N31 C35 C36 117.1(2) . . ?
N32 C35 N31 123.87(19) . . ?
N32 C35 C36 119.07(19) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O11 C110 C11 115.65(19) . . ?
O12 C110 O11 126.3(2) . . ?
O12 C110 C11 118.00(19) . . ?
O21 C210 C21 115.56(18) . . ?
O22 C210 O21 125.6(2) . . ?
O22 C210 C21 118.80(19) . . ?
H1A C1 H1B 106.2 . . ?
Cl1 C1 H1A 105.9 . . ?
Cl1 C1 H1B 105.9 . . ?
Cl2 C1 H1A 105.9 . . ?
Cl2 C1 H1B 105.9 . . ?
Cl2 C1 Cl1 125.6(10) . . ?
H1AA C1A H1AB 106.5 . . ?
Cl1A C1A H1AA 106.4 . . ?
Cl1A C1A H1AB 106.4 . . ?
Cl2A C1A H1AA 106.4 . . ?
Cl2A C1A H1AB 106.4 . . ?
Cl2A C1A Cl1A 123.6(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
N32 H32 O22 0.79(3) 2.27(3) 3.038(2) 164(3) 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 O11 C110 O12 -173.63(18) . . . . ?
Zn1 O11 C110 C11 5.3(2) . . . . ?
Zn1 O21 C210 O22 -170.80(17) . . . . ?
Zn1 O21 C210 C21 10.8(2) . . . . ?
Zn1 N1 C11 C12 -174.66(16) . . . . ?
Zn1 N1 C11 C110 5.7(2) . . . . ?
Zn1 N1 C19 C14 172.47(14) . . . . ?
Zn1 N1 C19 C18 -8.1(3) . . . . ?
Zn1 N2 C21 C22 165.42(17) . . . . ?
Zn1 N2 C21 C210 -15.6(2) . . . . ?
Zn1 N2 C29 C24 -164.13(16) . . . . ?
Zn1 N2 C29 C28 16.3(3) . . . . ?
Zn1 N32 C35 N31 167.31(17) . . . . ?
Zn1 N32 C35 C36 -11.9(3) . . . . ?
N1 C11 C12 C13 0.8(3) . . . . ?
N1 C11 C110 O11 -7.6(3) . . . . ?
N1 C11 C110 O12 171.44(19) . . . . ?
N2 C21 C22 C23 1.4(3) . . . . ?
N2 C21 C210 O21 4.5(3) . . . . ?
N2 C21 C210 O22 -174.07(19) . . . . ?
N31 C31 C32 C33 13.4(4) . . . . ?
C11 N1 C19 C14 -1.5(3) . . . . ?
C11 N1 C19 C18 177.93(18) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C12 C11 C110 O11 172.80(19) . . . . ?
C12 C11 C110 O12 -8.2(3) . . . . ?
C12 C13 C14 C15 179.6(2) . . . . ?
C12 C13 C14 C19 -0.2(3) . . . . ?
C13 C14 C15 C16 179.1(2) . . . . ?
C13 C14 C19 N1 1.4(3) . . . . ?
C13 C14 C19 C18 -178.05(18) . . . . ?
C14 C15 C16 C17 -0.7(3) . . . . ?
C15 C14 C19 N1 -178.36(18) . . . . ?
C15 C14 C19 C18 2.2(3) . . . . ?
C15 C16 C17 C18 1.6(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C17 C18 C19 N1 179.15(19) . . . . ?
C17 C18 C19 C14 -1.4(3) . . . . ?
C19 N1 C11 C12 0.4(3) . . . . ?
C19 N1 C11 C110 -179.18(17) . . . . ?
C19 C14 C15 C16 -1.1(3) . . . . ?
C21 N2 C29 C24 1.4(3) . . . . ?
C21 N2 C29 C28 -178.2(2) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C22 C21 C210 O21 -176.6(2) . . . . ?
C22 C21 C210 O22 4.9(3) . . . . ?
C22 C23 C24 C25 178.5(2) . . . . ?
C22 C23 C24 C29 -1.9(3) . . . . ?
C23 C24 C25 C26 -179.8(2) . . . . ?
C23 C24 C29 N2 0.8(3) . . . . ?
C23 C24 C29 C28 -179.6(2) . . . . ?
C24 C25 C26 C27 -0.6(4) . . . . ?
C25 C24 C29 N2 -179.6(2) . . . . ?
C25 C24 C29 C28 0.0(3) . . . . ?
C25 C26 C27 C28 -0.1(4) . . . . ?
C26 C27 C28 C29 0.8(4) . . . . ?
C27 C28 C29 N2 178.9(2) . . . . ?
C27 C28 C29 C24 -0.7(3) . . . . ?
C29 N2 C21 C22 -2.5(3) . . . . ?
C29 N2 C21 C210 176.42(18) . . . . ?
C29 C24 C25 C26 0.6(3) . . . . ?
C31 N31 C34 C33 -5.2(3) . . . . ?
C31 N31 C35 N32 -6.3(4) . . . . ?
C31 N31 C35 C36 173.0(2) . . . . ?
C31 C32 C33 C34 -17.4(5) . . . . ?
C32 C33 C34 N31 13.9(4) . . . . ?
C34 N31 C31 C32 -4.9(3) . . . . ?
C34 N31 C35 N32 -179.3(2) . . . . ?
C34 N31 C35 C36 -0.1(3) . . . . ?
C35 N31 C31 C32 -178.7(2) . . . . ?
C35 N31 C34 C33 168.4(3) . . . . ?
C110 C11 C12 C13 -179.60(19) . . . . ?
C210 C21 C22 C23 -177.5(2) . . . . ?

####################################################################### 
# 
# 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_10b
_database_code_depnum_ccdc_archive 'CCDC 1973026'
loop_
_audit_author_name
_audit_author_address
'Barbara Modec'
;Department of Chemistry and Chemical Technology, University of Ljubljana
Slovenia
;
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_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         'C26 H24 N4 O4 Zn, 2(C H Cl3)'
_chemical_formula_sum            'C28 H26 Cl6 N4 O4 Zn'
_chemical_formula_weight         760.60
_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'
Cl Cl 0.1484 0.1585 '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                   10.2026(3)
_cell_length_b                   20.3546(5)
_cell_length_c                   15.8428(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.780(2)
_cell_angle_gamma                90
_cell_volume                     3259.79(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13275
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.5850
_cell_measurement_theta_min      2.7080
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.360
_exptl_absorpt_coefficient_mu    1.285
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37186
_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    1.550
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38010
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.385
_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    -48.00  65.00   1.00   32.50    --  -14.21  77.00 120.00  113
  2  ω    -19.00  93.00   1.00   32.50    --   14.36  77.00-150.00  112
  3  ω    -19.00  93.00   1.00   32.50    --   14.36  77.00 -30.00  112
  4  ω    -12.00  42.00   1.00   32.50    --   14.36  37.00 120.00   54
  5  ω     34.00 103.00   1.00   32.50    --   14.36-178.00  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      -0.0043317000
_diffrn_orient_matrix_UB_12      0.0337678000
_diffrn_orient_matrix_UB_13      0.0103163000
_diffrn_orient_matrix_UB_21      0.0245611000
_diffrn_orient_matrix_UB_22      0.0085413000
_diffrn_orient_matrix_UB_23      -0.0383374000
_diffrn_orient_matrix_UB_31      -0.0655893000
_diffrn_orient_matrix_UB_32      0.0009758000
_diffrn_orient_matrix_UB_33      -0.0215808000
_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                6163
_reflns_number_total             7490
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.983
_refine_diff_density_min         -1.218
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     458
_refine_ls_number_reflns         7490
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.067
_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)+(0.0417P)²+4.0939P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.77658(3) 0.50973(2) 0.31838(2) 0.02642(8) Uani 1 1 d . . . . .
N1 N 0.7092(2) 0.47224(10) 0.43364(13) 0.0293(4) Uani 1 1 d . . . . .
N2 N 0.80418(18) 0.58090(9) 0.21959(12) 0.0256(4) Uani 1 1 d . . . . .
O11 O 0.87914(18) 0.56634(9) 0.40742(11) 0.0355(4) Uani 1 1 d . . . . .
O12 O 0.9322(2) 0.58245(11) 0.54695(13) 0.0518(5) Uani 1 1 d . . . . .
O21 O 0.58871(16) 0.52842(9) 0.26825(11) 0.0343(4) Uani 1 1 d . . . . .
O22 O 0.45871(18) 0.59368(11) 0.18079(16) 0.0538(6) Uani 1 1 d . . . . .
C11 C 0.7657(3) 0.50424(12) 0.50129(15) 0.0329(5) Uani 1 1 d . . . . .
C12 C 0.7287(3) 0.49558(15) 0.58313(17) 0.0430(7) Uani 1 1 d . . . . .
H12 H 0.773111 0.517712 0.629810 0.052 Uiso 1 1 calc R . . . .
C13 C 0.6271(3) 0.45445(16) 0.59269(18) 0.0475(8) Uani 1 1 d . . . . .
H13 H 0.598811 0.449713 0.645747 0.057 Uiso 1 1 calc R . . . .
C14 C 0.5646(3) 0.41899(13) 0.52234(18) 0.0396(6) Uani 1 1 d . . . . .
C15 C 0.4570(3) 0.37593(15) 0.5266(2) 0.0514(8) Uani 1 1 d . . . . .
H15 H 0.423435 0.370546 0.577851 0.062 Uiso 1 1 calc R . . . .
C16 C 0.4021(3) 0.34232(15) 0.4565(2) 0.0549(9) Uani 1 1 d . . . . .
H16 H 0.331490 0.314082 0.460270 0.066 Uiso 1 1 calc R . . . .
C17 C 0.4511(3) 0.34983(15) 0.3781(2) 0.0496(7) Uani 1 1 d . . . . .
H17 H 0.414001 0.325798 0.330957 0.060 Uiso 1 1 calc R . . . .
C18 C 0.5530(3) 0.39226(13) 0.37096(19) 0.0399(6) Uani 1 1 d . . . . .
H18 H 0.583957 0.397444 0.318785 0.048 Uiso 1 1 calc R . . . .
C19 C 0.6111(2) 0.42807(12) 0.44236(16) 0.0330(5) Uani 1 1 d . . . . .
C110 C 0.8688(3) 0.55474(13) 0.48563(16) 0.0354(6) Uani 1 1 d . . . . .
C21 C 0.6892(2) 0.60319(12) 0.18193(16) 0.0300(5) Uani 1 1 d . . . . .
C22 C 0.6782(3) 0.65027(15) 0.11677(19) 0.0441(7) Uani 1 1 d . . . . .
H22 H 0.595681 0.665799 0.093053 0.053 Uiso 1 1 calc R . . . .
C23 C 0.7901(3) 0.67290(15) 0.08875(19) 0.0464(7) Uani 1 1 d . . . . .
H23 H 0.784396 0.703736 0.045092 0.056 Uiso 1 1 calc R . . . .
C24 C 0.9143(2) 0.64965(13) 0.12583(16) 0.0345(5) Uani 1 1 d . . . . .
C25 C 1.0357(3) 0.66924(15) 0.09880(18) 0.0440(7) Uani 1 1 d . . . . .
H25 H 1.035174 0.698720 0.053901 0.053 Uiso 1 1 calc R . . . .
C26 C 1.1520(3) 0.64535(16) 0.13786(19) 0.0477(7) Uani 1 1 d . . . . .
H26 H 1.230598 0.657780 0.118729 0.057 Uiso 1 1 calc R . . . .
C27 C 1.1552(3) 0.60206(16) 0.20685(19) 0.0459(7) Uani 1 1 d . . . . .
H27 H 1.236167 0.587295 0.234365 0.055 Uiso 1 1 calc R . . . .
C28 C 1.0409(2) 0.58134(14) 0.23412(17) 0.0362(6) Uani 1 1 d . . . . .
H28 H 1.043990 0.552373 0.279748 0.043 Uiso 1 1 calc R . . . .
C29 C 0.9184(2) 0.60387(12) 0.19309(15) 0.0275(5) Uani 1 1 d . . . . .
C210 C 0.5676(2) 0.57338(13) 0.21234(17) 0.0337(5) Uani 1 1 d . . . . .
N31 N 0.9499(2) 0.34263(11) 0.21864(14) 0.0382(5) Uani 1 1 d . . . . .
N32 N 0.8751(2) 0.43070(10) 0.29138(13) 0.0285(4) Uani 1 1 d . . . . .
H32 H 0.926(3) 0.4173(15) 0.333(2) 0.042(8) Uiso 1 1 d . . . . .
C31 C 1.0352(4) 0.31745(18) 0.2925(3) 0.0800(14) Uani 1 1 d . . . . .
H31A H 0.983945 0.304562 0.337030 0.096 Uiso 1 1 calc R . . . .
H31B H 1.099944 0.350096 0.314983 0.096 Uiso 1 1 calc R . . . .
C32 C 1.1021(5) 0.2583(2) 0.2583(4) 0.0995(18) Uani 1 1 d . . . . .
H32A H 1.058377 0.217851 0.270815 0.119 Uiso 0.561(10) 1 calc R . P A 1
H32B H 1.194541 0.255923 0.282441 0.119 Uiso 0.561(10) 1 calc R . P A 1
H32C H 1.186182 0.271019 0.241065 0.119 Uiso 0.439(10) 1 calc R . P A 2
H32D H 1.118102 0.224686 0.301834 0.119 Uiso 0.439(10) 1 calc R . P A 2
C33 C 1.0859(6) 0.2722(3) 0.1516(5) 0.064(3) Uani 0.561(10) 1 d . . P A 1
H33A H 1.154681 0.300895 0.136091 0.076 Uiso 0.561(10) 1 calc R . P A 1
H33B H 1.084524 0.231668 0.119308 0.076 Uiso 0.561(10) 1 calc R . P A 1
C33A C 1.0203(10) 0.2355(4) 0.1909(6) 0.065(3) Uani 0.439(10) 1 d . . P A 2
H33C H 0.950063 0.209059 0.209148 0.079 Uiso 0.439(10) 1 calc R . P A 2
H33D H 1.068055 0.209264 0.154043 0.079 Uiso 0.439(10) 1 calc R . P A 2
C34 C 0.9602(4) 0.30350(18) 0.1419(2) 0.0647(10) Uani 1 1 d . . . . .
H34A H 0.890451 0.270792 0.134326 0.078 Uiso 0.561(10) 1 calc R . P A 1
H34B H 0.950771 0.331710 0.092130 0.078 Uiso 0.561(10) 1 calc R . P A 1
H34C H 1.021009 0.322691 0.106794 0.078 Uiso 0.439(10) 1 calc R . P A 2
H34D H 0.874808 0.296338 0.108116 0.078 Uiso 0.439(10) 1 calc R . P A 2
C35 C 0.8761(2) 0.39633(12) 0.22269(15) 0.0311(5) Uani 1 1 d . . . . .
C36 C 0.7926(4) 0.41714(19) 0.1425(2) 0.0720(12) Uani 1 1 d . . . . .
H36A H 0.740404 0.454565 0.153855 0.108 Uiso 1 1 calc GR . . . .
H36B H 0.735139 0.381702 0.121511 0.108 Uiso 1 1 calc GR . . . .
H36C H 0.848401 0.428545 0.100616 0.108 Uiso 1 1 calc GR . . . .
C4 C 0.6917(4) 0.5339(2) 0.8855(3) 0.0817(13) Uani 1 1 d . . . . .
Cl1 Cl 0.7863(3) 0.57255(10) 0.79826(14) 0.0820(8) Uani 0.532(3) 1 d . U P B 1
Cl2 Cl 0.5789(2) 0.59729(13) 0.8911(2) 0.0999(11) Uani 0.532(3) 1 d . U P B 1
Cl3 Cl 0.8082(6) 0.5239(3) 0.9644(3) 0.130(2) Uani 0.532(3) 1 d . U P B 1
Cl4 Cl 0.6652(5) 0.5833(2) 0.8177(3) 0.196(3) Uani 0.468(3) 1 d . U P B 2
Cl5 Cl 0.5693(3) 0.5280(3) 0.9662(2) 0.144(2) Uani 0.468(3) 1 d . U P B 2
Cl6 Cl 0.8447(4) 0.5320(3) 0.9522(3) 0.0790(13) Uani 0.468(3) 1 d . U P B 2
C5 C 0.9664(4) 0.71118(19) 0.4048(3) 0.0722(12) Uani 1 1 d . . . . .
Cl7 Cl 0.90646(8) 0.75633(4) 0.48611(5) 0.0569(2) Uani 1 1 d . . . . .
Cl8 Cl 1.1490(4) 0.6897(3) 0.4551(8) 0.101(2) Uani 0.373(11) 1 d . U P C 1
Cl9 Cl 0.9717(15) 0.7436(2) 0.3156(4) 0.104(3) Uani 0.373(11) 1 d . U P C 1
Cl8A Cl 1.1266(4) 0.7170(3) 0.4041(4) 0.116(2) Uani 0.627(11) 1 d . U P C 2
Cl9A Cl 0.8779(7) 0.74789(13) 0.30424(15) 0.0915(12) Uani 0.627(11) 1 d . U P C
2
H5 H 0.938(3) 0.6703(18) 0.403(2) 0.057(10) Uiso 1 1 d . . . . .
H4 H 0.663(4) 0.494(2) 0.865(3) 0.080(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.175(2) . ?
Zn1 N2 2.1786(19) . ?
Zn1 O11 2.0033(17) . ?
Zn1 O21 2.0093(17) . ?
Zn1 N32 1.974(2) . ?
N1 C11 1.318(3) . ?
N1 C19 1.366(3) . ?
N2 C21 1.322(3) . ?
N2 C29 1.373(3) . ?
O11 C110 1.280(3) . ?
O12 C110 1.229(3) . ?
O21 C210 1.272(3) . ?
O22 C210 1.227(3) . ?
C11 C12 1.410(4) . ?
C11 C110 1.515(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.356(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.406(5) . ?
C14 C15 1.414(4) . ?
C14 C19 1.424(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.359(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.408(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.368(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.407(4) . ?
C21 C22 1.402(4) . ?
C21 C210 1.517(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.360(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.404(4) . ?
C24 C25 1.422(4) . ?
C24 C29 1.412(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.352(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.401(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.365(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.405(3) . ?
N31 C31 1.454(4) . ?
N31 C34 1.468(4) . ?
N31 C35 1.334(3) . ?
N32 H32 0.82(3) . ?
N32 C35 1.295(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.519(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C32 H32D 0.9700 . ?
C32 C33 1.699(10) . ?
C32 C33A 1.346(9) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.421(7) . ?
C33A H33C 0.9700 . ?
C33A H33D 0.9700 . ?
C33A C34 1.664(10) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C34 H34D 0.9700 . ?
C35 C36 1.492(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C4 Cl1 1.955(6) . ?
C4 Cl2 1.739(5) . ?
C4 Cl3 1.617(6) . ?
C4 Cl4 1.469(6) . ?
C4 Cl5 1.908(6) . ?
C4 Cl6 1.763(6) . ?
C4 H4 0.90(4) . ?
Cl5 Cl5 2.205(9) 3_667 ?
C5 Cl7 1.759(4) . ?
C5 Cl8 1.975(8) . ?
C5 Cl9 1.567(7) . ?
C5 Cl8A 1.641(5) . ?
C5 Cl9A 1.876(6) . ?
C5 H5 0.88(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
N1 Zn1 N2 157.34(7) . . ?
O11 Zn1 N1 78.75(8) . . ?
O11 Zn1 N2 91.00(7) . . ?
O11 Zn1 O21 123.29(8) . . ?
O21 Zn1 N1 90.30(7) . . ?
O21 Zn1 N2 78.43(7) . . ?
N32 Zn1 N1 97.13(8) . . ?
N32 Zn1 N2 105.48(8) . . ?
N32 Zn1 O11 112.86(8) . . ?
N32 Zn1 O21 123.72(8) . . ?
C11 N1 Zn1 110.85(17) . . ?
C11 N1 C19 119.3(2) . . ?
C19 N1 Zn1 129.41(17) . . ?
C21 N2 Zn1 111.06(15) . . ?
C21 N2 C29 118.9(2) . . ?
C29 N2 Zn1 130.07(15) . . ?
C110 O11 Zn1 118.17(16) . . ?
C210 O21 Zn1 118.30(15) . . ?
N1 C11 C12 122.9(3) . . ?
N1 C11 C110 116.0(2) . . ?
C12 C11 C110 120.9(2) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.0(3) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 123.5(3) . . ?
C13 C14 C19 118.0(3) . . ?
C15 C14 C19 118.5(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
N1 C19 C14 120.8(2) . . ?
N1 C19 C18 119.6(2) . . ?
C18 C19 C14 119.6(2) . . ?
O11 C110 C11 115.7(2) . . ?
O12 C110 O11 125.3(3) . . ?
O12 C110 C11 119.0(2) . . ?
N2 C21 C22 123.0(2) . . ?
N2 C21 C210 115.7(2) . . ?
C22 C21 C210 121.3(2) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 123.6(3) . . ?
C23 C24 C29 118.1(2) . . ?
C29 C24 C25 118.3(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.7(2) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.7(3) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.8(3) . . ?
C29 C28 H28 120.1 . . ?
N2 C29 C24 121.0(2) . . ?
N2 C29 C28 119.1(2) . . ?
C28 C29 C24 119.9(2) . . ?
O21 C210 C21 116.1(2) . . ?
O22 C210 O21 125.8(2) . . ?
O22 C210 C21 118.1(2) . . ?
C31 N31 C34 111.9(2) . . ?
C35 N31 C31 122.1(2) . . ?
C35 N31 C34 126.0(2) . . ?
Zn1 N32 H32 113(2) . . ?
C35 N32 Zn1 133.19(18) . . ?
C35 N32 H32 114(2) . . ?
N31 C31 H31A 111.0 . . ?
N31 C31 H31B 111.0 . . ?
N31 C31 C32 104.0(3) . . ?
H31A C31 H31B 109.0 . . ?
C32 C31 H31A 111.0 . . ?
C32 C31 H31B 111.0 . . ?
C31 C32 H32A 111.0 . . ?
C31 C32 H32B 111.0 . . ?
C31 C32 H32C 110.3 . . ?
C31 C32 H32D 110.3 . . ?
C31 C32 C33 103.6(4) . . ?
H32A C32 H32B 109.0 . . ?
H32C C32 H32D 108.5 . . ?
C33 C32 H32A 111.0 . . ?
C33 C32 H32B 111.0 . . ?
C33A C32 C31 107.3(4) . . ?
C33A C32 H32C 110.3 . . ?
C33A C32 H32D 110.3 . . ?
C32 C33 H33A 112.1 . . ?
C32 C33 H33B 112.1 . . ?
H33A C33 H33B 109.7 . . ?
C34 C33 C32 98.4(4) . . ?
C34 C33 H33A 112.1 . . ?
C34 C33 H33B 112.1 . . ?
C32 C33A H33C 111.1 . . ?
C32 C33A H33D 111.1 . . ?
C32 C33A C34 103.4(6) . . ?
H33C C33A H33D 109.0 . . ?
C34 C33A H33C 111.1 . . ?
C34 C33A H33D 111.1 . . ?
N31 C34 C33A 97.4(4) . . ?
N31 C34 H34A 110.0 . . ?
N31 C34 H34B 110.0 . . ?
N31 C34 H34C 112.3 . . ?
N31 C34 H34D 112.3 . . ?
C33 C34 N31 108.5(4) . . ?
C33 C34 H34A 110.0 . . ?
C33 C34 H34B 110.0 . . ?
C33A C34 H34C 112.3 . . ?
C33A C34 H34D 112.3 . . ?
H34A C34 H34B 108.4 . . ?
H34C C34 H34D 109.9 . . ?
N31 C35 C36 116.9(2) . . ?
N32 C35 N31 123.5(2) . . ?
N32 C35 C36 119.6(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Cl1 C4 H4 106(3) . . ?
Cl2 C4 Cl1 97.5(3) . . ?
Cl2 C4 H4 120(3) . . ?
Cl3 C4 Cl1 102.4(3) . . ?
Cl3 C4 Cl2 118.4(3) . . ?
Cl3 C4 H4 110(3) . . ?
Cl4 C4 Cl5 117.4(4) . . ?
Cl4 C4 Cl6 120.9(4) . . ?
Cl4 C4 H4 109(3) . . ?
Cl5 C4 H4 89(3) . . ?
Cl6 C4 Cl5 101.7(3) . . ?
Cl6 C4 H4 115(3) . . ?
C4 Cl5 Cl5 151.5(4) . 3_667 ?
Cl7 C5 Cl8 102.9(3) . . ?
Cl7 C5 Cl9A 103.8(3) . . ?
Cl7 C5 H5 112(2) . . ?
Cl8 C5 H5 95(2) . . ?
Cl9 C5 Cl7 119.9(4) . . ?
Cl9 C5 Cl8 108.1(4) . . ?
Cl9 C5 H5 115(2) . . ?
Cl8A C5 Cl7 114.4(2) . . ?
Cl8A C5 Cl9A 109.4(3) . . ?
Cl8A C5 H5 113(2) . . ?
Cl9A C5 H5 104(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
N32 H32 O12 0.82(3) 2.23(3) 3.022(3) 161(3) 3_766 yes

