# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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 2036881'
loop_
_audit_author_name
_audit_author_address
'Zdenka Ruzickova'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-01-06 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H41 Li N2 O3'
_chemical_formula_sum            'C28 H41 Li N2 O3'
_chemical_formula_weight         460.57

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'
O O 0.0106 0.0060 '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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2170(10)
_cell_length_b                   10.170(4)
_cell_length_c                   14.562(2)
_cell_angle_alpha                100.29(3)
_cell_angle_beta                 90.202(13)
_cell_angle_gamma                91.119(18)
_cell_volume                     1342.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    17199
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourles
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.558
_exptl_crystal_size_mid          0.444
_exptl_crystal_size_min          0.397
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5912
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.793
;
_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            17199
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_av_R_equivalents  0.0944
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.210
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             5186
_reflns_number_gt                4026
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0439P)²+1.7078P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5186
_refine_ls_number_parameters     411
_refine_ls_number_restraints     378
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1655
_refine_ls_wR_factor_gt          0.1529
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.1190(2) -0.23323(17) 0.71545(14) 0.0473(5) Uani 1 1 d . . . . .
C1 C -0.0089(2) 0.2207(2) 0.77926(14) 0.0266(4) Uani 1 1 d . . . . .
N1 N 0.12620(19) 0.17240(17) 0.76238(12) 0.0265(4) Uani 1 1 d . . . . .
Li1 Li 0.1385(4) -0.0227(3) 0.7394(3) 0.0291(7) Uani 1 1 d . . . . .
N2 N -0.08255(19) -0.01236(18) 0.74621(12) 0.0286(4) Uani 1 1 d . . . . .
O2 O 0.2021(2) -0.12332(16) 0.83488(12) 0.0400(4) Uani 1 1 d . . . . .
C2 C -0.1268(2) 0.1150(2) 0.76705(14) 0.0279(4) Uani 1 1 d . . . . .
C4 C -0.3288(3) -0.0920(3) 0.74429(17) 0.0432(6) Uani 1 1 d . . . . .
H4 H -0.394769 -0.163527 0.736524 0.052 Uiso 1 1 calc R U . . .
C3 C -0.1815(3) -0.1115(2) 0.73545(16) 0.0342(5) Uani 1 1 d . . . . .
O3 O 0.21059(19) -0.11720(18) 0.61944(12) 0.0427(4) Uani 1 1 d . . . . .
C5 C -0.3738(3) 0.0382(3) 0.76513(19) 0.0484(7) Uani 1 1 d . . . . .
H5 H -0.472250 0.055874 0.771288 0.058 Uiso 1 1 calc R U . . .
C6 C -0.2736(3) 0.1424(3) 0.77692(17) 0.0401(6) Uani 1 1 d . . . . .
H6 H -0.304040 0.230315 0.791347 0.048 Uiso 1 1 calc R U . . .
C8 C -0.2110(4) -0.3497(3) 0.7095(2) 0.0593(8) Uani 1 1 d . . . . .
H8A H -0.152339 -0.427458 0.705846 0.089 Uiso 1 1 calc R U . . .
H8B H -0.271338 -0.358495 0.654816 0.089 Uiso 1 1 calc R U . . .
H8C H -0.270948 -0.341339 0.763964 0.089 Uiso 1 1 calc R U . . .
C7 C -0.0457(3) 0.3507(2) 0.8057(2) 0.0454(6) Uani 1 1 d . . . . .
H7A H 0.025991 0.417482 0.814106 0.054 Uiso 1 1 calc R U . . .
H7B H -0.142519 0.372855 0.815512 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3159(2) 0.2969(2) 0.86243(15) 0.0280(5) Uani 1 1 d . . . . .
C9 C 0.2427(2) 0.26630(19) 0.77550(15) 0.0251(4) Uani 1 1 d . . . . .
C12 C 0.4927(3) 0.4321(2) 0.79676(18) 0.0376(5) Uani 1 1 d . . . . .
H12 H 0.576735 0.485221 0.803478 0.045 Uiso 1 1 calc R U . . .
C11 C 0.4406(2) 0.3777(2) 0.87071(17) 0.0337(5) Uani 1 1 d . . . . .
H11 H 0.489921 0.395523 0.927523 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2941(2) 0.3252(2) 0.70018(16) 0.0310(5) Uani 1 1 d . . . . .
C13 C 0.4188(3) 0.4068(2) 0.71279(17) 0.0372(5) Uani 1 1 d . . . . .
H13 H 0.452882 0.444995 0.663318 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2038(3) 0.3633(3) 1.02002(19) 0.0514(7) Uani 1 1 d . . . . .
H17A H 0.163020 0.329084 1.071819 0.077 Uiso 1 1 calc R U . . .
H17B H 0.130774 0.409926 0.992162 0.077 Uiso 1 1 calc R U . . .
H17C H 0.283136 0.423595 1.041520 0.077 Uiso 1 1 calc R U . . .
C21A C 0.279(3) -0.257(2) 0.813(2) 0.049(4) Uani 0.35(2) 1 d . . P A 2
H21A H 0.271967 -0.297000 0.747726 0.059 Uiso 0.35(2) 1 calc R U P A 2
H21B H 0.380082 -0.249050 0.832508 0.059 Uiso 0.35(2) 1 calc R U P A 2
C22A C 0.193(2) -0.3329(15) 0.8714(15) 0.048(4) Uani 0.35(2) 1 d . . P A 2
H22A H 0.099402 -0.359848 0.843019 0.057 Uiso 0.35(2) 1 calc R U P A 2
H22B H 0.243719 -0.411594 0.882090 0.057 Uiso 0.35(2) 1 calc R U P A 2
C23A C 0.178(3) -0.238(2) 0.9568(17) 0.078(6) Uani 0.35(2) 1 d . . P A 2
H23A H 0.268419 -0.224811 0.991830 0.094 Uiso 0.35(2) 1 calc R U P A 2
H23B H 0.102483 -0.265983 0.995821 0.094 Uiso 0.35(2) 1 calc R U P A 2
C24A C 0.136(3) -0.112(3) 0.921(2) 0.064(7) Uani 0.35(2) 1 d . . P A 2
H24A H 0.031779 -0.107276 0.914444 0.076 Uiso 0.35(2) 1 calc R U P A 2
H24B H 0.171430 -0.032485 0.962501 0.076 Uiso 0.35(2) 1 calc R U P A 2
C16 C 0.3687(4) 0.1651(4) 0.9900(2) 0.0652(9) Uani 1 1 d . . . . .
H16A H 0.323778 0.127953 1.039262 0.098 Uiso 1 1 calc R U . . .
H16B H 0.449485 0.221562 1.014736 0.098 Uiso 1 1 calc R U . . .
H16C H 0.402135 0.094115 0.942793 0.098 Uiso 1 1 calc R U . . .
C15 C 0.2587(3) 0.2471(2) 0.94746(16) 0.0360(5) Uani 1 1 d . . . . .
H15 H 0.175032 0.188012 0.927038 0.043 Uiso 1 1 calc R U . . .
C18 C 0.2138(3) 0.3020(3) 0.60784(17) 0.0410(6) Uani 1 1 d . . . . .
C20 C 0.1628(18) 0.4255(13) 0.5782(11) 0.064(3) Uani 0.55(2) 1 d . . P B 1
H20A H 0.100507 0.402013 0.524524 0.096 Uiso 0.55(2) 1 calc R U P B 1
H20B H 0.244726 0.476753 0.562657 0.096 Uiso 0.55(2) 1 calc R U P B 1
H20C H 0.110006 0.477561 0.628157 0.096 Uiso 0.55(2) 1 calc R U P B 1
C21 C 0.2650(17) -0.2483(13) 0.8199(11) 0.069(4) Uani 0.65(2) 1 d . . P A 1
H21C H 0.369189 -0.238812 0.813592 0.083 Uiso 0.65(2) 1 calc R U P A 1
H21D H 0.226677 -0.302095 0.762904 0.083 Uiso 0.65(2) 1 calc R U P A 1
C23 C 0.1758(7) -0.2041(10) 0.9749(5) 0.0384(16) Uani 0.65(2) 1 d . . P A 1
H23C H 0.104669 -0.235891 1.015199 0.046 Uiso 0.65(2) 1 calc R U P A 1
H23D H 0.254908 -0.159119 1.012928 0.046 Uiso 0.65(2) 1 calc R U P A 1
C22 C 0.2301(13) -0.3166(9) 0.9037(8) 0.053(2) Uani 0.65(2) 1 d . . P A 1
H22C H 0.156294 -0.386316 0.887641 0.064 Uiso 0.65(2) 1 calc R U P A 1
H22D H 0.316206 -0.354804 0.925939 0.064 Uiso 0.65(2) 1 calc R U P A 1
C24 C 0.1087(13) -0.1136(16) 0.9175(10) 0.0374(17) Uani 0.65(2) 1 d . . P A 1
H24C H 0.010102 -0.142700 0.899671 0.045 Uiso 0.65(2) 1 calc R U P A 1
H24D H 0.107353 -0.022498 0.951571 0.045 Uiso 0.65(2) 1 calc R U P A 1
C27 C 0.2986(7) -0.0981(11) 0.4744(4) 0.073(3) Uani 0.481(7) 1 d . . P C 1
H27A H 0.385749 -0.111423 0.436950 0.087 Uiso 0.481(7) 1 calc R U P C 1
H27B H 0.242405 -0.028181 0.454820 0.087 Uiso 0.481(7) 1 calc R U P C 1
C28 C 0.3358(7) -0.0640(11) 0.5783(4) 0.064(2) Uani 0.481(7) 1 d . . P C 1
H28A H 0.423935 -0.107064 0.592592 0.077 Uiso 0.481(7) 1 calc R U P C 1
H28B H 0.346564 0.031752 0.599084 0.077 Uiso 0.481(7) 1 calc R U P C 1
C25 C 0.1194(8) -0.1990(7) 0.5532(4) 0.0510(17) Uani 0.481(7) 1 d . . P C 1
H25A H 0.032803 -0.151648 0.541613 0.061 Uiso 0.481(7) 1 calc R U P C 1
H25B H 0.090642 -0.279905 0.575520 0.061 Uiso 0.481(7) 1 calc R U P C 1
C26 C 0.2065(12) -0.2319(10) 0.4664(5) 0.058(2) Uani 0.481(7) 1 d . . P C 1
H26A H 0.145614 -0.247773 0.410895 0.070 Uiso 0.481(7) 1 calc R U P C 1
H26B H 0.267355 -0.308416 0.467208 0.070 Uiso 0.481(7) 1 calc R U P C 1
C19 C 0.2989(10) 0.2148(14) 0.5322(5) 0.057(3) Uani 0.55(2) 1 d . . P B 1
H19A H 0.241550 0.195710 0.476032 0.085 Uiso 0.55(2) 1 calc R U P B 1
H19B H 0.321867 0.132592 0.552206 0.085 Uiso 0.55(2) 1 calc R U P B 1
H19C H 0.386949 0.260690 0.520445 0.085 Uiso 0.55(2) 1 calc R U P B 1
C28A C 0.3344(6) -0.1773(8) 0.5751(4) 0.0515(17) Uani 0.519(7) 1 d . . P C 2
H28C H 0.368429 -0.246742 0.607245 0.062 Uiso 0.519(7) 1 calc R U P C 2
H28D H 0.411881 -0.111346 0.575290 0.062 Uiso 0.519(7) 1 calc R U P C 2
C25A C 0.0986(7) -0.1128(10) 0.5456(4) 0.064(2) Uani 0.519(7) 1 d . . P C 2
H25C H 0.018332 -0.173594 0.551741 0.077 Uiso 0.519(7) 1 calc R U P C 2
H25D H 0.061488 -0.023168 0.550751 0.077 Uiso 0.519(7) 1 calc R U P C 2
C27A C 0.2897(12) -0.2367(13) 0.4757(6) 0.092(4) Uani 0.519(7) 1 d . . P C 2
H27C H 0.369514 -0.232629 0.433040 0.110 Uiso 0.519(7) 1 calc R U P C 2
H27D H 0.257315 -0.329011 0.470994 0.110 Uiso 0.519(7) 1 calc R U P C 2
C26A C 0.1708(8) -0.1529(11) 0.4558(4) 0.069(2) Uani 0.519(7) 1 d . . P C 2
H26C H 0.104371 -0.202811 0.410059 0.082 Uiso 0.519(7) 1 calc R U P C 2
H26D H 0.207596 -0.075347 0.432344 0.082 Uiso 0.519(7) 1 calc R U P C 2
C19A C 0.3215(10) 0.284(2) 0.5219(5) 0.059(3) Uani 0.45(2) 1 d . . P B 2
H19D H 0.268284 0.251347 0.465428 0.089 Uiso 0.45(2) 1 calc R U P B 2
H19E H 0.394720 0.221552 0.530542 0.089 Uiso 0.45(2) 1 calc R U P B 2
H19F H 0.366588 0.368799 0.517849 0.089 Uiso 0.45(2) 1 calc R U P B 2
H2 H 0.137(3) 0.241(3) 0.610(2) 0.053(8) Uiso 1 1 d . . . D 2
C20A C 0.125(3) 0.429(2) 0.6009(15) 0.088(6) Uani 0.45(2) 1 d . U P B 2
H20D H 0.074111 0.415723 0.542321 0.131 Uiso 0.45(2) 1 calc R U P B 2
H20E H 0.189930 0.504821 0.605183 0.131 Uiso 0.45(2) 1 calc R U P B 2
H20F H 0.056692 0.444246 0.651078 0.131 Uiso 0.45(2) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.360(3) . ?
O1 C8 1.433(3) . ?
C1 N1 1.355(3) . ?
C1 C7 1.359(3) . ?
C1 C2 1.501(3) . ?
N1 C9 1.412(3) . ?
N1 Li1 1.958(4) . ?
Li1 O2 1.962(4) . ?
Li1 O3 1.963(4) . ?
Li1 N2 2.044(4) . ?
N2 C3 1.334(3) . ?
N2 C2 1.348(3) . ?
O2 C24A 1.38(3) . ?
O2 C21 1.389(13) . ?
O2 C24 1.472(14) . ?
O2 C21A 1.53(2) . ?
C2 C6 1.390(3) . ?
C4 C5 1.376(4) . ?
C4 C3 1.379(4) . ?
C4 H4 0.9300 . ?
O3 C28A 1.409(6) . ?
O3 C25 1.418(6) . ?
O3 C28 1.442(7) . ?
O3 C25A 1.495(6) . ?
C5 C6 1.379(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C10 C11 1.392(3) . ?
C10 C9 1.414(3) . ?
C10 C15 1.512(3) . ?
C9 C14 1.419(3) . ?
C12 C13 1.379(4) . ?
C12 C11 1.379(3) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C14 C13 1.397(3) . ?
C14 C18 1.511(3) . ?
C13 H13 0.9300 . ?
C17 C15 1.533(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C21A C22A 1.46(3) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C22A C23A 1.44(2) . ?
C22A H22A 0.9700 . ?
C22A H22B 0.9700 . ?
C23A C24A 1.53(3) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C24A H24A 0.9700 . ?
C24A H24B 0.9700 . ?
C16 C15 1.523(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15 0.9800 . ?
C18 C20 1.483(14) . ?
C18 C19 1.516(7) . ?
C18 C20A 1.559(19) . ?
C18 C19A 1.586(9) . ?
C18 H2 0.94(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.540(17) . ?
C21 H21C 0.9700 . ?
C21 H21D 0.9700 . ?
C23 C24 1.491(16) . ?
C23 C22 1.495(10) . ?
C23 H23C 0.9700 . ?
C23 H23D 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C27 C28 1.526(8) . ?
C27 C26 1.576(14) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C25 C26 1.489(11) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C28A C27A 1.517(10) . ?
C28A H28C 0.9700 . ?
C28A H28D 0.9700 . ?
C25A C26A 1.465(10) . ?
C25A H25C 0.9700 . ?
C25A H25D 0.9700 . ?
C27A C26A 1.460(14) . ?
C27A H27C 0.9700 . ?
C27A H27D 0.9700 . ?
C26A H26C 0.9700 . ?
C26A H26D 0.9700 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 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
C3 O1 C8 118.0(2) . . ?
N1 C1 C7 127.1(2) . . ?
N1 C1 C2 114.04(18) . . ?
C7 C1 C2 118.8(2) . . ?
C1 N1 C9 116.94(17) . . ?
C1 N1 Li1 115.27(18) . . ?
C9 N1 Li1 127.20(17) . . ?
N1 Li1 O2 123.0(2) . . ?
N1 Li1 O3 119.96(19) . . ?
O2 Li1 O3 106.77(18) . . ?
N1 Li1 N2 82.66(15) . . ?
O2 Li1 N2 107.48(18) . . ?
O3 Li1 N2 113.97(19) . . ?
C3 N2 C2 119.1(2) . . ?
C3 N2 Li1 129.08(19) . . ?
C2 N2 Li1 111.80(17) . . ?
C21 O2 C24 108.1(8) . . ?
C24A O2 C21A 109.1(16) . . ?
C24A O2 Li1 122.4(12) . . ?
C21 O2 Li1 126.9(7) . . ?
C24 O2 Li1 115.5(6) . . ?
C21A O2 Li1 124.1(12) . . ?
N2 C2 C6 120.4(2) . . ?
N2 C2 C1 115.89(18) . . ?
C6 C2 C1 123.7(2) . . ?
C5 C4 C3 117.0(2) . . ?
C5 C4 H4 121.5 . . ?
C3 C4 H4 121.5 . . ?
N2 C3 O1 111.7(2) . . ?
N2 C3 C4 123.8(2) . . ?
O1 C3 C4 124.5(2) . . ?
C25 O3 C28 113.2(4) . . ?
C28A O3 C25A 107.6(4) . . ?
C28A O3 Li1 143.1(3) . . ?
C25 O3 Li1 122.5(3) . . ?
C28 O3 Li1 119.3(4) . . ?
C25A O3 Li1 109.0(3) . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C2 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C2 C6 H6 120.3 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C7 H7A 120.0 . . ?
C1 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 C15 119.3(2) . . ?
C9 C10 C15 121.26(19) . . ?
N1 C9 C10 120.46(18) . . ?
N1 C9 C14 120.60(19) . . ?
C10 C9 C14 118.83(19) . . ?
C13 C12 C11 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C11 C10 121.7(2) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C13 C14 C9 119.2(2) . . ?
C13 C14 C18 120.2(2) . . ?
C9 C14 C18 120.6(2) . . ?
C12 C13 C14 121.6(2) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C22A C21A O2 99.5(18) . . ?
C22A C21A H21A 111.9 . . ?
O2 C21A H21A 111.9 . . ?
C22A C21A H21B 111.9 . . ?
O2 C21A H21B 111.9 . . ?
H21A C21A H21B 109.6 . . ?
C23A C22A C21A 102.7(16) . . ?
C23A C22A H22A 111.2 . . ?
C21A C22A H22A 111.2 . . ?
C23A C22A H22B 111.2 . . ?
C21A C22A H22B 111.2 . . ?
H22A C22A H22B 109.1 . . ?
C22A C23A C24A 101.9(18) . . ?
C22A C23A H23A 111.4 . . ?
C24A C23A H23A 111.4 . . ?
C22A C23A H23B 111.4 . . ?
C24A C23A H23B 111.4 . . ?
H23A C23A H23B 109.2 . . ?
O2 C24A C23A 105(2) . . ?
O2 C24A H24A 110.8 . . ?
C23A C24A H24A 110.8 . . ?
O2 C24A H24B 110.8 . . ?
C23A C24A H24B 110.8 . . ?
H24A C24A H24B 108.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C15 C16 112.8(2) . . ?
C10 C15 C17 110.8(2) . . ?
C16 C15 C17 111.4(2) . . ?
C10 C15 H15 107.2 . . ?
C16 C15 H15 107.2 . . ?
C17 C15 H15 107.2 . . ?
C20 C18 C14 114.5(6) . . ?
C20 C18 C19 112.4(6) . . ?
C14 C18 C19 111.6(3) . . ?
C14 C18 C20A 108.6(8) . . ?
C14 C18 C19A 112.0(4) . . ?
C20A C18 C19A 105.6(8) . . ?
C14 C18 H2 109.4(18) . . ?
C20A C18 H2 99(2) . . ?
C19A C18 H2 120(2) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 C22 108.5(9) . . ?
O2 C21 H21C 110.0 . . ?
C22 C21 H21C 110.0 . . ?
O2 C21 H21D 110.0 . . ?
C22 C21 H21D 110.0 . . ?
H21C C21 H21D 108.4 . . ?
C24 C23 C22 103.5(8) . . ?
C24 C23 H23C 111.1 . . ?
C22 C23 H23C 111.1 . . ?
C24 C23 H23D 111.1 . . ?
C22 C23 H23D 111.1 . . ?
H23C C23 H23D 109.0 . . ?
C23 C22 C21 102.9(8) . . ?
C23 C22 H22C 111.2 . . ?
C21 C22 H22C 111.2 . . ?
C23 C22 H22D 111.2 . . ?
C21 C22 H22D 111.2 . . ?
H22C C22 H22D 109.1 . . ?
O2 C24 C23 104.5(9) . . ?
O2 C24 H24C 110.9 . . ?
C23 C24 H24C 110.9 . . ?
O2 C24 H24D 110.9 . . ?
C23 C24 H24D 110.9 . . ?
H24C C24 H24D 108.9 . . ?
C28 C27 C26 103.1(6) . . ?
C28 C27 H27A 111.2 . . ?
C26 C27 H27A 111.2 . . ?
C28 C27 H27B 111.2 . . ?
C26 C27 H27B 111.2 . . ?
H27A C27 H27B 109.1 . . ?
O3 C28 C27 101.8(5) . . ?
O3 C28 H28A 111.4 . . ?
C27 C28 H28A 111.4 . . ?
O3 C28 H28B 111.4 . . ?
C27 C28 H28B 111.4 . . ?
H28A C28 H28B 109.3 . . ?
O3 C25 C26 106.1(6) . . ?
O3 C25 H25A 110.5 . . ?
C26 C25 H25A 110.5 . . ?
O3 C25 H25B 110.5 . . ?
C26 C25 H25B 110.5 . . ?
H25A C25 H25B 108.7 . . ?
C25 C26 C27 99.4(6) . . ?
C25 C26 H26A 111.9 . . ?
C27 C26 H26A 111.9 . . ?
C25 C26 H26B 111.9 . . ?
C27 C26 H26B 111.9 . . ?
H26A C26 H26B 109.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C28A C27A 106.8(5) . . ?
O3 C28A H28C 110.4 . . ?
C27A C28A H28C 110.4 . . ?
O3 C28A H28D 110.4 . . ?
C27A C28A H28D 110.4 . . ?
H28C C28A H28D 108.6 . . ?
C26A C25A O3 106.5(5) . . ?
C26A C25A H25C 110.4 . . ?
O3 C25A H25C 110.4 . . ?
C26A C25A H25D 110.4 . . ?
O3 C25A H25D 110.4 . . ?
H25C C25A H25D 108.6 . . ?
C26A C27A C28A 103.9(7) . . ?
C26A C27A H27C 111.0 . . ?
C28A C27A H27C 111.0 . . ?
C26A C27A H27D 111.0 . . ?
C28A C27A H27D 111.0 . . ?
H27C C27A H27D 109.0 . . ?
C27A C26A C25A 104.7(7) . . ?
C27A C26A H26C 110.8 . . ?
C25A C26A H26C 110.8 . . ?
C27A C26A H26D 110.8 . . ?
C25A C26A H26D 110.8 . . ?
H26C C26A H26D 108.9 . . ?
C18 C19A H19D 109.5 . . ?
C18 C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C18 C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C18 C20A H20D 109.5 . . ?
C18 C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C18 C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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 2036882'
loop_
_audit_author_name
_audit_author_address
'Zdenka Ruzickova'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-01-06 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H36 N2 O Zn'
_chemical_formula_weight         433.92

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.3724(4)
_cell_length_b                   18.9533(8)
_cell_length_c                   13.5059(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.630(2)
_cell_angle_gamma                90
_cell_volume                     2383.11(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    40188
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.211
_exptl_absorpt_coefficient_mu    1.046
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3919
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.525
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            40188
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.437
_diffrn_reflns_theta_max         27.582
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5510
_reflns_number_gt                5003
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service vV6.2.3'
_computing_cell_refinement       'APEX3 v2016.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          'Bruker SHELXTL'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+1.9616P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5510
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.1014
_refine_ls_wR_factor_gt          0.0978
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.26801(2) 0.70214(2) 0.35383(2) 0.02020(8) Uani 1 1 d . . . . .
C1 C 0.49015(19) 0.78541(10) 0.49344(14) 0.0207(3) Uani 1 1 d . . . . .
N1 N 0.40277(15) 0.79570(7) 0.41427(11) 0.0160(3) Uani 1 1 d . . . . .
O1 O 0.27255(16) 0.56618(7) 0.48627(11) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.38816(16) 0.66901(8) 0.49674(11) 0.0190(3) Uani 1 1 d . . . . .
C2 C 0.48967(19) 0.71363(10) 0.53896(13) 0.0192(3) Uani 1 1 d . . . . .
C4 C 0.4715(2) 0.58137(10) 0.61738(15) 0.0270(4) Uani 1 1 d . . . . .
H4 H 0.462982 0.535139 0.643241 0.032 Uiso 1 1 calc R U . . .
C3 C 0.37943(19) 0.60500(9) 0.53503(13) 0.0212(3) Uani 1 1 d . . . . .
C7 C 0.5896(3) 0.84004(12) 0.54430(18) 0.0367(5) Uani 1 1 d . . . . .
H7A H 0.689321 0.824525 0.544169 0.055 Uiso 1 1 calc R U . . .
H7B H 0.568605 0.846176 0.613193 0.055 Uiso 1 1 calc R U . . .
H7C H 0.575631 0.884993 0.508640 0.055 Uiso 1 1 calc R U . . .
C6 C 0.5855(2) 0.69482(11) 0.62071(15) 0.0277(4) Uani 1 1 d . . . . .
H6 H 0.656298 0.727040 0.649243 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5749(2) 0.62735(12) 0.65962(15) 0.0319(4) Uani 1 1 d . . . . .
H5 H 0.639089 0.612934 0.715546 0.038 Uiso 1 1 calc R U . . .
C8 C 0.39065(17) 0.86408(9) 0.36850(12) 0.0172(3) Uani 1 1 d . . . . .
C9 C 0.46453(19) 0.87711(10) 0.28542(14) 0.0220(4) Uani 1 1 d . . . . .
C10 C 0.4448(2) 0.94296(11) 0.23866(16) 0.0296(4) Uani 1 1 d . . . . .
H10 H 0.495100 0.953395 0.183290 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3541(2) 0.99292(11) 0.27109(17) 0.0321(4) Uani 1 1 d . . . . .
H11 H 0.340540 1.036769 0.237246 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2829(2) 0.97909(10) 0.35289(15) 0.0274(4) Uani 1 1 d . . . . .
H12 H 0.221135 1.014007 0.375018 0.033 Uiso 1 1 calc R U . . .
C13 C 0.29960(19) 0.91489(9) 0.40400(13) 0.0208(3) Uani 1 1 d . . . . .
C14 C 0.5684(2) 0.82407(12) 0.25094(16) 0.0311(4) Uani 1 1 d . . . . .
H14 H 0.546983 0.777311 0.280182 0.037 Uiso 1 1 calc R U . . .
C15 C 0.5530(3) 0.81559(15) 0.13745(19) 0.0466(6) Uani 1 1 d . . . . .
H15A H 0.451769 0.807894 0.112655 0.070 Uiso 1 1 calc R U . . .
H15B H 0.609933 0.775048 0.119907 0.070 Uiso 1 1 calc R U . . .
H15C H 0.587472 0.858396 0.107169 0.070 Uiso 1 1 calc R U . . .
C16 C 0.7227(3) 0.84368(18) 0.2906(2) 0.0529(7) Uani 1 1 d . . . . .
H16A H 0.788362 0.807188 0.271444 0.079 Uiso 1 1 calc R U . . .
H16B H 0.731310 0.847352 0.363396 0.079 Uiso 1 1 calc R U . . .
H16C H 0.747406 0.889085 0.262278 0.079 Uiso 1 1 calc R U . . .
C17 C 0.2220(2) 0.90301(11) 0.49511(16) 0.0300(4) Uani 1 1 d . . . . .
H17 H 0.248079 0.855005 0.522131 0.036 Uiso 1 1 calc R U . . .
C18 C 0.0590(2) 0.90566(13) 0.4683(2) 0.0422(6) Uani 1 1 d . . . . .
H18A H 0.030886 0.952665 0.442857 0.063 Uiso 1 1 calc R U . . .
H18B H 0.011730 0.895796 0.527907 0.063 Uiso 1 1 calc R U . . .
H18C H 0.029858 0.870233 0.417122 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2713(3) 0.95764(16) 0.57632(19) 0.0467(6) Uani 1 1 d . . . . .
H19A H 0.375917 0.955385 0.591847 0.070 Uiso 1 1 calc R U . . .
H19B H 0.225880 0.947291 0.636529 0.070 Uiso 1 1 calc R U . . .
H19C H 0.243325 1.005007 0.552279 0.070 Uiso 1 1 calc R U . . .
C20 C 0.2445(3) 0.49796(11) 0.52477(18) 0.0347(5) Uani 1 1 d . . . . .
H20A H 0.161217 0.477064 0.484775 0.052 Uiso 1 1 calc R U . . .
H20B H 0.224440 0.502417 0.594125 0.052 Uiso 1 1 calc R U . . .
H20C H 0.328562 0.467622 0.521816 0.052 Uiso 1 1 calc R U . . .
C21 C 0.3798(2) 0.65742(11) 0.25176(15) 0.0284(4) Uani 1 1 d . . . . .
H21A H 0.318721 0.621113 0.215129 0.034 Uiso 1 1 calc R U . . .
H21B H 0.400642 0.693964 0.203075 0.034 Uiso 1 1 calc R U . . .
C22 C 0.5206(4) 0.62326(18) 0.2942(2) 0.0587(8) Uani 1 1 d . . . . .
H22A H 0.569745 0.604531 0.239617 0.088 Uiso 1 1 calc R U . . .
H22B H 0.500920 0.584710 0.339059 0.088 Uiso 1 1 calc R U . . .
H22C H 0.581773 0.658529 0.331297 0.088 Uiso 1 1 calc R U . . .
C23 C 0.0619(2) 0.72076(12) 0.36898(16) 0.0293(4) Uani 1 1 d . . . . .
H23A H 0.055629 0.740076 0.436445 0.035 Uiso 1 1 calc R U . . .
H23B H 0.025216 0.757244 0.320085 0.035 Uiso 1 1 calc R U . . .
C24 C -0.0350(3) 0.65573(16) 0.3542(3) 0.0550(7) Uani 1 1 d . . . . .
H24A H -0.038241 0.639264 0.285203 0.082 Uiso 1 1 calc R U . . .
H24B H -0.132157 0.668065 0.368319 0.082 Uiso 1 1 calc R U . . .
H24C H 0.003380 0.618221 0.399647 0.082 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 C23 1.997(2) . ?
Zn1 C21 2.012(2) . ?
Zn1 N2 2.2105(14) . ?
Zn1 N1 2.2734(14) . ?
C1 N1 1.284(2) . ?
C1 C2 1.493(3) . ?
C1 C7 1.505(3) . ?
N1 C8 1.435(2) . ?
O1 C3 1.351(2) . ?
O1 C20 1.429(2) . ?
N2 C3 1.325(2) . ?
N2 C2 1.349(2) . ?
C2 C6 1.387(2) . ?
C4 C5 1.377(3) . ?
C4 C3 1.400(3) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 C5 1.390(3) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C8 C9 1.407(2) . ?
C8 C13 1.407(2) . ?
C9 C10 1.401(3) . ?
C9 C14 1.510(3) . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.399(3) . ?
C12 H12 0.9500 . ?
C13 C17 1.517(3) . ?
C14 C16 1.529(3) . ?
C14 C15 1.531(3) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.530(3) . ?
C17 C19 1.540(3) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.522(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.530(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
C23 Zn1 C21 136.94(9) . . ?
C23 Zn1 N2 111.22(7) . . ?
C21 Zn1 N2 103.03(7) . . ?
C23 Zn1 N1 109.22(7) . . ?
C21 Zn1 N1 105.25(7) . . ?
N2 Zn1 N1 72.67(5) . . ?
N1 C1 C2 116.69(16) . . ?
N1 C1 C7 125.26(17) . . ?
C2 C1 C7 118.04(16) . . ?
C1 N1 C8 120.47(15) . . ?
C1 N1 Zn1 117.06(12) . . ?
C8 N1 Zn1 122.46(10) . . ?
C3 O1 C20 118.19(16) . . ?
C3 N2 C2 118.77(15) . . ?
C3 N2 Zn1 123.55(12) . . ?
C2 N2 Zn1 117.02(11) . . ?
N2 C2 C6 122.38(17) . . ?
N2 C2 C1 115.64(15) . . ?
C6 C2 C1 121.97(17) . . ?
C5 C4 C3 117.79(18) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N2 C3 O1 112.58(15) . . ?
N2 C3 C4 122.87(18) . . ?
O1 C3 C4 124.55(17) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C6 C5 117.97(19) . . ?
C2 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
C4 C5 C6 120.22(18) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C9 C8 C13 121.70(16) . . ?
C9 C8 N1 118.72(15) . . ?
C13 C8 N1 119.49(15) . . ?
C10 C9 C8 117.65(18) . . ?
C10 C9 C14 120.69(18) . . ?
C8 C9 C14 121.56(17) . . ?
C11 C10 C9 121.56(19) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.82(18) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 121.56(19) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C8 117.70(17) . . ?
C12 C13 C17 119.52(17) . . ?
C8 C13 C17 122.77(16) . . ?
C9 C14 C16 110.4(2) . . ?
C9 C14 C15 112.9(2) . . ?
C16 C14 C15 110.6(2) . . ?
C9 C14 H14 107.6 . . ?
C16 C14 H14 107.6 . . ?
C15 C14 H14 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 C18 111.27(19) . . ?
C13 C17 C19 110.23(18) . . ?
C18 C17 C19 110.81(18) . . ?
C13 C17 H17 108.1 . . ?
C18 C17 H17 108.1 . . ?
C19 C17 H17 108.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 C20 H20A 109.5 . . ?
O1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 Zn1 114.74(15) . . ?
C22 C21 H21A 108.6 . . ?
Zn1 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
Zn1 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 Zn1 114.25(16) . . ?
C24 C23 H23A 108.7 . . ?
Zn1 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
Zn1 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         1.408
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.101

####################################################################### 
# 
# 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 2036883'
loop_
_audit_author_name
_audit_author_address
'Zdenka Ruzickova'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-01-06 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 N2 O1 Zn1'
_chemical_formula_weight         403.87

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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.7931(13)
_cell_length_b                   11.9320(6)
_cell_length_c                   16.3490(14)
_cell_angle_alpha                90
_cell_angle_beta                 116.701(8)
_cell_angle_gamma                90
_cell_volume                     2055.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    14463
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourles
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.157
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6275
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.842
;
_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            14463
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.204
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4650
_reflns_number_gt                3319
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0349P)²+1.4043P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4650
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0973
_refine_ls_wR_factor_gt          0.0824
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.48206(3) 0.26400(2) 0.10324(2) 0.02907(10) Uani 1 1 d . . . . .
O1 O 0.29011(19) 0.34271(15) -0.09217(12) 0.0396(5) Uani 1 1 d . . . . .
N1 N 0.66427(19) 0.25626(16) 0.15193(13) 0.0267(4) Uani 1 1 d . . . . .
C1 C 0.7159(3) 0.3091(2) 0.10221(17) 0.0303(6) Uani 1 1 d . . . . .
C2 C 0.6211(3) 0.35813(19) 0.01524(17) 0.0301(6) Uani 1 1 d . . . . .
N2 N 0.4983(2) 0.33874(16) -0.00405(14) 0.0281(5) Uani 1 1 d . . . . .
C4 C 0.4280(3) 0.4266(2) -0.14924(18) 0.0403(7) Uani 1 1 d . . . . .
H4 H 0.361840 0.447807 -0.205019 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4049(3) 0.3715(2) -0.08426(17) 0.0325(6) Uani 1 1 d . . . . .
C5 C 0.5529(3) 0.4492(2) -0.12873(19) 0.0429(7) Uani 1 1 d . . . . .
H5 H 0.571577 0.487007 -0.170967 0.052 Uiso 1 1 calc R U . . .
C6 C 0.6498(3) 0.4163(2) -0.04639(18) 0.0374(6) Uani 1 1 d . . . . .
H6 H 0.733629 0.432854 -0.032228 0.045 Uiso 1 1 calc R U . . .
C7 C 0.8420(3) 0.3164(2) 0.1259(2) 0.0438(7) Uani 1 1 d . . . . .
H7A H 0.901111 0.283870 0.180001 0.053 Uiso 1 1 calc R U . . .
H7B H 0.869093 0.354019 0.088011 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1809(3) 0.3679(3) -0.1769(2) 0.0518(8) Uani 1 1 d . . . . .
H8A H 0.105755 0.341279 -0.174250 0.078 Uiso 1 1 calc R U . . .
H8B H 0.188992 0.331793 -0.226451 0.078 Uiso 1 1 calc R U . . .
H8C H 0.174858 0.447496 -0.186525 0.078 Uiso 1 1 calc R U . . .
C10 C 0.7729(2) 0.0798(2) 0.21527(17) 0.0303(6) Uani 1 1 d . . . . .
C9 C 0.7486(2) 0.1919(2) 0.22876(16) 0.0259(5) Uani 1 1 d . . . . .
C12 C 0.9121(3) 0.0645(3) 0.3755(2) 0.0449(7) Uani 1 1 d . . . . .
H12 H 0.967984 0.022070 0.424910 0.054 Uiso 1 1 calc R U . . .
C11 C 0.8541(3) 0.0176(2) 0.29001(19) 0.0395(7) Uani 1 1 d . . . . .
H11 H 0.869516 -0.057082 0.282153 0.047 Uiso 1 1 calc R U . . .
C14 C 0.8062(2) 0.2398(2) 0.31598(17) 0.0306(5) Uani 1 1 d . . . . .
C13 C 0.8880(3) 0.1739(3) 0.38859(18) 0.0394(7) Uani 1 1 d . . . . .
H13 H 0.927276 0.204466 0.447122 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6052(3) -0.0542(3) 0.1179(3) 0.0644(10) Uani 1 1 d . . . . .
H17A H 0.563696 -0.087183 0.058077 0.097 Uiso 1 1 calc R U . . .
H17B H 0.544297 -0.013394 0.130135 0.097 Uiso 1 1 calc R U . . .
H17C H 0.642466 -0.112120 0.162897 0.097 Uiso 1 1 calc R U . . .
C16 C 0.8018(4) -0.0354(3) 0.0966(2) 0.0634(10) Uani 1 1 d . . . . .
H16A H 0.757665 -0.063923 0.035338 0.095 Uiso 1 1 calc R U . . .
H16B H 0.840111 -0.096450 0.138272 0.095 Uiso 1 1 calc R U . . .
H16C H 0.866599 0.015907 0.100179 0.095 Uiso 1 1 calc R U . . .
C15 C 0.7084(3) 0.0253(2) 0.12211(19) 0.0383(6) Uani 1 1 d . . . . .
H15 H 0.667595 0.084551 0.076778 0.046 Uiso 1 1 calc R U . . .
C18 C 0.7767(3) 0.3586(2) 0.33076(19) 0.0386(7) Uani 1 1 d . . . . .
H18 H 0.748458 0.397710 0.272152 0.046 Uiso 1 1 calc R U . . .
C19 C 0.8876(4) 0.4226(4) 0.4000(3) 0.0924(16) Uani 1 1 d . . . . .
H19A H 0.863955 0.499550 0.400193 0.139 Uiso 1 1 calc R U . . .
H19B H 0.957060 0.418456 0.384633 0.139 Uiso 1 1 calc R U . . .
H19C H 0.912936 0.390809 0.459657 0.139 Uiso 1 1 calc R U . . .
C20 C 0.6688(3) 0.3630(3) 0.3559(3) 0.0585(9) Uani 1 1 d . . . . .
H20A H 0.645958 0.439713 0.358397 0.088 Uiso 1 1 calc R U . . .
H20B H 0.694530 0.328656 0.414702 0.088 Uiso 1 1 calc R U . . .
H20C H 0.597096 0.323523 0.310746 0.088 Uiso 1 1 calc R U . . .
C21 C 0.3462(3) 0.2283(2) 0.13546(19) 0.0393(6) Uani 1 1 d . . . . .
H21A H 0.337743 0.147415 0.134463 0.047 Uiso 1 1 calc R U . . .
H21B H 0.373035 0.252329 0.198145 0.047 Uiso 1 1 calc R U . . .
C22 C 0.2157(3) 0.2771(3) 0.0776(2) 0.0464(7) Uani 1 1 d . . . . .
H22A H 0.159363 0.255367 0.102720 0.070 Uiso 1 1 calc R U . . .
H22B H 0.183648 0.249478 0.016086 0.070 Uiso 1 1 calc R U . . .
H22C H 0.221265 0.357350 0.077358 0.070 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 1.929(2) . ?
Zn1 C21 1.945(3) . ?
Zn1 N2 2.052(2) . ?
O1 C3 1.345(3) . ?
O1 C8 1.437(3) . ?
N1 C1 1.369(3) . ?
N1 C9 1.426(3) . ?
C1 C7 1.360(4) . ?
C1 C2 1.479(4) . ?
C2 N2 1.356(3) . ?
C2 C6 1.385(3) . ?
N2 C3 1.337(3) . ?
C4 C3 1.376(4) . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C11 1.382(4) . ?
C10 C9 1.406(3) . ?
C10 C15 1.510(4) . ?
C9 C14 1.397(3) . ?
C12 C11 1.370(4) . ?
C12 C13 1.373(4) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C14 C13 1.389(4) . ?
C14 C18 1.504(4) . ?
C13 H13 0.9300 . ?
C17 C15 1.519(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 C15 1.525(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15 0.9800 . ?
C18 C19 1.499(4) . ?
C18 C20 1.503(4) . ?
C18 H18 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.515(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
N1 Zn1 C21 141.07(10) . . ?
N1 Zn1 N2 81.90(8) . . ?
C21 Zn1 N2 136.98(10) . . ?
C3 O1 C8 117.8(2) . . ?
C1 N1 C9 116.8(2) . . ?
C1 N1 Zn1 116.32(16) . . ?
C9 N1 Zn1 126.55(15) . . ?
C7 C1 N1 125.6(2) . . ?
C7 C1 C2 120.4(2) . . ?
N1 C1 C2 114.0(2) . . ?
N2 C2 C6 120.1(2) . . ?
N2 C2 C1 115.1(2) . . ?
C6 C2 C1 124.8(2) . . ?
C3 N2 C2 120.1(2) . . ?
C3 N2 Zn1 127.82(19) . . ?
C2 N2 Zn1 112.05(16) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
N2 C3 O1 111.7(2) . . ?
N2 C3 C4 122.3(3) . . ?
O1 C3 C4 126.0(3) . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C2 119.3(3) . . ?
C5 C6 H6 120.4 . . ?
C2 C6 H6 120.4 . . ?
C1 C7 H7A 120.0 . . ?
C1 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 C15 119.7(2) . . ?
C9 C10 C15 121.5(2) . . ?
C14 C9 C10 120.6(2) . . ?
C14 C9 N1 120.4(2) . . ?
C10 C9 N1 119.0(2) . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C14 C9 118.3(2) . . ?
C13 C14 C18 121.2(2) . . ?
C9 C14 C18 120.5(2) . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C15 C17 110.2(2) . . ?
C10 C15 C16 112.4(2) . . ?
C17 C15 C16 110.7(3) . . ?
C10 C15 H15 107.8 . . ?
C17 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C19 C18 C20 109.5(3) . . ?
C19 C18 C14 114.5(3) . . ?
C20 C18 C14 111.2(2) . . ?
C19 C18 H18 107.1 . . ?
C20 C18 H18 107.1 . . ?
C14 C18 H18 107.1 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 Zn1 118.5(2) . . ?
C22 C21 H21A 107.7 . . ?
Zn1 C21 H21A 107.7 . . ?
C22 C21 H21B 107.7 . . ?
Zn1 C21 H21B 107.7 . . ?
H21A C21 H21B 107.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2036884'
loop_
_audit_author_name
_audit_author_address
'Zdenka Ruzickova'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-01-06 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H35 Al N2 O'
_chemical_formula_weight         382.51

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'
O O 0.0106 0.0060 '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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.8040(4)
_cell_length_b                   15.7680(10)
_cell_length_c                   16.0520(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.774(6)
_cell_angle_gamma                90
_cell_volume                     2223.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    26668
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.454
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    0.106
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6946
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.864
;
_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            26668
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.812
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5071
_reflns_number_gt                3694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+1.3512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5071
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1031
_refine_ls_wR_factor_gt          0.0863
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.37819(5) 0.15233(3) 0.35490(3) 0.01761(12) Uani 1 1 d . . . . .
O1 O 0.61447(13) 0.27758(8) 0.42481(7) 0.0269(3) Uani 1 1 d . . . . .
N1 N 0.38941(14) 0.06601(8) 0.27839(8) 0.0176(3) Uani 1 1 d . . . . .
C1 C 0.54298(17) 0.03806(11) 0.25828(10) 0.0214(3) Uani 1 1 d . . . . .
N2 N 0.59939(14) 0.16160(8) 0.34615(8) 0.0185(3) Uani 1 1 d . . . . .
C2 C 0.65666(17) 0.09872(11) 0.30120(10) 0.0210(3) Uani 1 1 d . . . . .
C3 C 0.69186(18) 0.21979(11) 0.38377(10) 0.0214(3) Uani 1 1 d . . . . .
C4 C 0.84769(19) 0.21661(12) 0.37951(12) 0.0290(4) Uani 1 1 d . . . . .
H4 H 0.910748 0.257364 0.405505 0.035 Uiso 1 1 calc R U . . .
C5 C 0.90621(19) 0.15095(13) 0.33540(13) 0.0351(4) Uani 1 1 d . . . . .
H5 H 1.011031 0.146377 0.332419 0.042 Uiso 1 1 calc R U . . .
C6 C 0.81212(19) 0.09178(12) 0.29553(12) 0.0322(4) Uani 1 1 d . . . . .
H6 H 0.852546 0.047856 0.265275 0.039 Uiso 1 1 calc R U . . .
C7 C 0.5832(2) -0.05171(11) 0.28866(13) 0.0351(4) Uani 1 1 d . . . . .
H7A H 0.684565 -0.065503 0.274533 0.053 Uiso 1 1 calc R U . . .
H7B H 0.512623 -0.091409 0.262369 0.053 Uiso 1 1 calc R U . . .
H7C H 0.577668 -0.054511 0.348126 0.053 Uiso 1 1 calc R U . . .
C8 C 0.5669(2) 0.04167(14) 0.16452(11) 0.0370(5) Uani 1 1 d . . . . .
H8A H 0.667489 0.022076 0.154907 0.055 Uiso 1 1 calc R U . . .
H8B H 0.554999 0.099039 0.145163 0.055 Uiso 1 1 calc R U . . .
H8C H 0.493154 0.006145 0.134832 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6965(2) 0.34864(12) 0.45958(12) 0.0332(4) Uani 1 1 d . . . . .
H9A H 0.626827 0.387533 0.482794 0.050 Uiso 1 1 calc R U . . .
H9B H 0.748653 0.376590 0.416644 0.050 Uiso 1 1 calc R U . . .
H9C H 0.769317 0.329600 0.502709 0.050 Uiso 1 1 calc R U . . .
C12 C 0.05991(18) 0.01034(11) 0.12916(10) 0.0241(4) Uani 1 1 d . . . . .
H12 H 0.012611 0.030537 0.079573 0.029 Uiso 1 1 calc R U . . .
C11 C 0.18644(17) 0.05312(10) 0.16462(10) 0.0204(3) Uani 1 1 d . . . . .
C10 C 0.26088(17) 0.02227(10) 0.23991(9) 0.0184(3) Uani 1 1 d . . . . .
C16 C 0.2340(2) 0.13364(11) 0.12202(10) 0.0262(4) Uani 1 1 d . . . . .
H16 H 0.323982 0.156420 0.153607 0.031 Uiso 1 1 calc R U . . .
C15 C 0.19665(18) -0.04900(10) 0.27845(10) 0.0215(3) Uani 1 1 d . . . . .
C14 C 0.07043(18) -0.08946(11) 0.23948(10) 0.0247(4) Uani 1 1 d . . . . .
H14 H 0.030948 -0.137126 0.264458 0.030 Uiso 1 1 calc R U . . .
C13 C 0.00278(18) -0.06091(11) 0.16528(10) 0.0246(4) Uani 1 1 d . . . . .
H13 H -0.080433 -0.089319 0.139824 0.030 Uiso 1 1 calc R U . . .
C19 C 0.2518(2) -0.08087(12) 0.36424(11) 0.0299(4) Uani 1 1 d . . . . .
H19 H 0.342919 -0.048564 0.382739 0.036 Uiso 1 1 calc R U . . .
C18 C 0.2757(2) 0.11760(14) 0.03208(11) 0.0412(5) Uani 1 1 d . . . . .
H18A H 0.317179 0.168465 0.009796 0.062 Uiso 1 1 calc R U . . .
H18B H 0.186199 0.101268 -0.001451 0.062 Uiso 1 1 calc R U . . .
H18C H 0.349943 0.073018 0.031612 0.062 Uiso 1 1 calc R U . . .
C17 C 0.1078(2) 0.20055(12) 0.12143(13) 0.0383(5) Uani 1 1 d . . . . .
H17A H 0.145406 0.253355 0.101275 0.057 Uiso 1 1 calc R U . . .
H17B H 0.076313 0.208091 0.177082 0.057 Uiso 1 1 calc R U . . .
H17C H 0.022599 0.182140 0.085567 0.057 Uiso 1 1 calc R U . . .
C20 C 0.1304(2) -0.06487(15) 0.42644(12) 0.0441(5) Uani 1 1 d . . . . .
H20A H 0.170924 -0.078587 0.481783 0.066 Uiso 1 1 calc R U . . .
H20B H 0.043091 -0.099743 0.412271 0.066 Uiso 1 1 calc R U . . .
H20C H 0.100977 -0.006241 0.424284 0.066 Uiso 1 1 calc R U . . .
C23 C 0.28120(19) 0.25905(11) 0.31842(12) 0.0292(4) Uani 1 1 d . . . . .
H23A H 0.322734 0.304751 0.352247 0.044 Uiso 1 1 calc R U . . .
H23B H 0.173530 0.255373 0.324111 0.044 Uiso 1 1 calc R U . . .
H23C H 0.299792 0.269335 0.261031 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3467(2) 0.12379(13) 0.47144(11) 0.0339(4) Uani 1 1 d . . . . .
H22A H 0.387140 0.168235 0.507248 0.051 Uiso 1 1 calc R U . . .
H22B H 0.397756 0.071502 0.485837 0.051 Uiso 1 1 calc R U . . .
H22C H 0.239728 0.117647 0.478262 0.051 Uiso 1 1 calc R U . . .
C21 C 0.2942(3) -0.17519(13) 0.36421(14) 0.0451(5) Uani 1 1 d . . . . .
H21A H 0.336841 -0.191062 0.418551 0.068 Uiso 1 1 calc R U . . .
H21B H 0.367551 -0.185123 0.323632 0.068 Uiso 1 1 calc R U . . .
H21C H 0.204662 -0.208420 0.350421 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 N1 1.8403(13) . ?
Al1 C23 1.9591(18) . ?
Al1 C22 1.9615(18) . ?
Al1 N2 1.9672(13) . ?
O1 C3 1.337(2) . ?
O1 C9 1.427(2) . ?
N1 C10 1.4302(19) . ?
N1 C1 1.4778(19) . ?
C1 C2 1.517(2) . ?
C1 C7 1.531(2) . ?
C1 C8 1.534(2) . ?
N2 C3 1.343(2) . ?
N2 C2 1.344(2) . ?
C2 C6 1.382(2) . ?
C3 C4 1.379(2) . ?
C4 C5 1.374(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C12 C13 1.375(2) . ?
C12 C11 1.392(2) . ?
C12 H12 0.9300 . ?
C11 C10 1.422(2) . ?
C11 C16 1.514(2) . ?
C10 C15 1.418(2) . ?
C16 C17 1.532(3) . ?
C16 C18 1.534(2) . ?
C16 H16 0.9800 . ?
C15 C14 1.393(2) . ?
C15 C19 1.516(2) . ?
C14 C13 1.372(2) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C19 C20 1.531(3) . ?
C19 C21 1.533(3) . ?
C19 H19 0.9800 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
N1 Al1 C23 118.51(7) . . ?
N1 Al1 C22 118.94(7) . . ?
C23 Al1 C22 113.33(9) . . ?
N1 Al1 N2 84.86(6) . . ?
C23 Al1 N2 109.21(7) . . ?
C22 Al1 N2 106.74(7) . . ?
C3 O1 C9 117.81(13) . . ?
C10 N1 C1 118.11(12) . . ?
C10 N1 Al1 124.69(10) . . ?
C1 N1 Al1 117.15(10) . . ?
N1 C1 C2 107.37(12) . . ?
N1 C1 C7 113.70(14) . . ?
C2 C1 C7 107.85(13) . . ?
N1 C1 C8 112.94(13) . . ?
C2 C1 C8 107.05(14) . . ?
C7 C1 C8 107.63(15) . . ?
C3 N2 C2 120.51(13) . . ?
C3 N2 Al1 126.31(11) . . ?
C2 N2 Al1 113.06(10) . . ?
N2 C2 C6 120.13(15) . . ?
N2 C2 C1 116.72(13) . . ?
C6 C2 C1 123.15(15) . . ?
O1 C3 N2 111.94(13) . . ?
O1 C3 C4 126.16(15) . . ?
N2 C3 C4 121.89(16) . . ?
C5 C4 C3 117.46(16) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 H4 121.3 . . ?
C4 C5 C6 121.04(16) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C2 118.93(17) . . ?
C5 C6 H6 120.5 . . ?
C2 C6 H6 120.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C8 H8A 109.5 . . ?
C1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C13 C12 C11 121.94(15) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C11 C10 119.57(15) . . ?
C12 C11 C16 117.37(14) . . ?
C10 C11 C16 123.01(14) . . ?
C15 C10 C11 117.84(14) . . ?
C15 C10 N1 121.37(13) . . ?
C11 C10 N1 120.61(14) . . ?
C11 C16 C17 110.99(15) . . ?
C11 C16 C18 112.16(15) . . ?
C17 C16 C18 109.04(15) . . ?
C11 C16 H16 108.2 . . ?
C17 C16 H16 108.2 . . ?
C18 C16 H16 108.2 . . ?
C14 C15 C10 119.74(15) . . ?
C14 C15 C19 117.02(15) . . ?
C10 C15 C19 123.10(14) . . ?
C13 C14 C15 121.82(16) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C14 C13 C12 118.96(15) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C15 C19 C20 110.03(15) . . ?
C15 C19 C21 112.63(16) . . ?
C20 C19 C21 109.91(16) . . ?
C15 C19 H19 108.0 . . ?
C20 C19 H19 108.0 . . ?
C21 C19 H19 108.0 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Al1 C23 H23A 109.5 . . ?
Al1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Al1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Al1 C22 H22A 109.5 . . ?
Al1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Al1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_refine_diff_density_max         0.241
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.051

