# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

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

data_450K
_database_code_depnum_ccdc_archive 'CCDC 2194402'
loop_
_audit_author_name
_audit_author_address
'Eiji Nishibori'
;University of Tsukuba
Japan
;
_audit_update_record             
;
2022-08-02 deposited with the CCDC.	2022-11-01 downloaded from the CCDC.
;
#====================================================================
# start Validation Reply Form

_vrf_PLAT910_450K                
;
PROBLEM: Missing of FCF Reflections Below Theta Min

RESPONSE: Crystal quality deteriorated because of high-temperature
;

_vrf_PLAT341_438K                
;
PROBLEM: Low bond precision on C-C Bonds

RESPONSE: The issue is caused by high temperature (450K studies).
;

_vrf_PLAT241_450K                
;
PROBLEM: High 'MainMol' Ueq as Compared to Neighbors of C2

RESPONSE: The issue is caused by high temperature (450K studies).
;

_vrf_PLAT213_450K                
;
PROBLEM:  Atom Zn1 has ADP max min Ratio 4.1 prolat

RESPONSE: Crystal quality deteriorated because of high-temperature
;

_vrf_PLAT084_450K                
;
PROBLEM:  High wR2 Value

RESPONSE: Crystal quality deteriorated because of high-temperature
;

_vrf_PLAT026_450K                
;
PROBLEM: Ratio Observed Unique Reflections too Low

RESPONSE: Crystal quality deteriorated because of high-temperature
;

_vrf_PLAT234_450K                
;
PROBLEM: Large Hirshfeld Difference O1 --C17

RESPONSE: The issue is caused by high temperature (450K studies).
;
_vrf_PLAT260_450K                
;
PROBLEM: Large Average Ueq of Residue Including Zn1

RESPONSE: The issue is caused by high temperature (450K studies).
;
_vrf_PLAT411_450K                
;
PROBLEM: Short Inter H...H Contact  

RESPONSE: This structure contains disorder caused by high-temperature
phase transition. Some symmetry generated hydrogen positions might appear
to be too close.
;

# end Validation Reply Form
#====================================================================  
_audit_creation_date             2022-03-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H36 O5 Zn'
_chemical_formula_sum            'C24 H36 O5 Zn'
_chemical_formula_weight         469.90
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0022 0.0001 '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 -0.0047 0.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.0428 0.2006 '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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   7.3454(16)
_cell_length_b                   16.8251(13)
_cell_length_c                   23.326(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.95(4)
_cell_angle_gamma                90
_cell_volume                     2881.1(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    942
_cell_measurement_temperature    450(2)
_cell_measurement_theta_max      7.0800
_cell_measurement_theta_min      1.5890
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.1
_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  0.1704
_diffrn_reflns_av_unetI/netI     0.0977
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            19076
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        8.555
_diffrn_reflns_theta_max         8.913
_diffrn_reflns_theta_min         1.587
_diffrn_ambient_temperature      450.00
_diffrn_detector_area_resol_mean 5.8410
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'SP-ring8 BL02B1'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.24792
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                913
_reflns_number_total             3027
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       ?
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3027
_refine_ls_number_restraints     131
_refine_ls_R_factor_all          0.2526
_refine_ls_R_factor_gt           0.1156
_refine_ls_restrained_S_all      1.015
_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)+(0.1863P)²+0.2040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3147
_refine_ls_wR_factor_ref         0.4144
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-O1
 1.43 with sigma of 0.02
 C16-C17
 2.4 with sigma of 0.04
 O1-C18
 2.33 with sigma of 0.04
3. Restrained planarity
 C17, C18, C19, C21, O1, C16
 with sigma of 0.1
4. Rigid bond restraints
 C5, C4, C3, C2, C1, C6, C7, C8, C9, C10, C12, C11, C13, C14, C15, C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C16) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C10) \\sim Ueq,
Uanis(C9) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C6) \\sim
Ueq, Uanis(C5) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C2)
\\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
6. Others
 Fixed Sof: O1(0.5) C16(0.5) H16A(0.5) H16B(0.5) C1(0.5) H1A(0.5) H1B(0.5)
 H1C(0.5) C2(0.5) H2A(0.5) H2B(0.5) C3(0.5) H3A(0.5) H3B(0.5) C4(0.5) H4A(0.5)
 H4B(0.5) C5(0.5) H5A(0.5) H5B(0.5) C6(0.5) H6A(0.5) H6B(0.5) C7(0.5) H7A(0.5)
 H7B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C9(0.5) H9A(0.5) H9B(0.5) C10(0.5)
 H10A(0.5) H10B(0.5) C11(0.5) H11A(0.5) H11B(0.5) C12(0.5) H12A(0.5) H12B(0.5)
 C13(0.5) H13A(0.5) H13B(0.5) C14(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5)
 H15B(0.5)
7.a Free rotating group:
 C16(C1,C2,C3,C4,C5,C6,C7,C8,C9,C10,C11,C12,C13,C14,C15)
7.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,
 H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
7.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C21(H21)
7.d Idealised Me refined with riding coordinates:
 C1(H1A,H1B,H1C)
;
_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 -0.5000 0.21790(6) 0.5000 0.285(2) Uani 1 2 d S T P . .
O2 O -0.4045(14) 0.2889(3) 0.5579(6) 0.304(5) Uani 1 1 d . . . . .
O3 O -0.1654(11) 0.3574(3) 0.5323(5) 0.297(6) Uani 1 1 d . . . . .
C17 C -0.642(3) 0.5000 0.6162(11) 0.285(10) Uani 1 2 d DS T P . .
C18 C -0.5587(17) 0.4293(8) 0.5992(7) 0.283(8) Uani 1 1 d D . . . .
H18 H -0.6148 0.3812 0.6073 0.339 Uiso 1 1 calc R U . A -1
C19 C -0.4007(14) 0.4282(5) 0.5715(6) 0.231(6) Uani 1 1 d . . . . .
C20 C -0.3158(18) 0.3537(4) 0.5521(8) 0.269(7) Uani 1 1 d . . . . .
C21 C -0.3124(16) 0.5000 0.5566(8) 0.239(8) Uani 1 2 d S T P . .
H21 H -0.2023 0.5000 0.5380 0.34(9) Uiso 1 2 calc R . P . .
O1 O -0.807(3) 0.480(3) 0.6489(13) 0.47(2) Uani 0.5 1 d D . P B -1
C16 C -0.912(8) 0.546(4) 0.665(3) 0.89(7) Uani 0.5 1 d DG U P B -1
H16A H -1.0118 0.5503 0.6371 1.068 Uiso 0.5 1 calc R U P B -1
H16B H -0.8363 0.5927 0.6600 1.068 Uiso 0.5 1 calc R U P B -1
C1 C -2.111(10) 1.215(4) 1.219(3) 1.10(12) Uani 0.5 1 d G U P B -1
H1A H -2.0450 1.1889 1.2496 1.647 Uiso 0.5 1 calc R U P B -1
H1B H -2.2275 1.1894 1.2128 1.647 Uiso 0.5 1 calc R U P B -1
H1C H -2.1280 1.2696 1.2277 1.647 Uiso 0.5 1 calc R U P B -1
C2 C -2.000(11) 1.207(4) 1.162(3) 1.20(10) Uani 0.5 1 d G U P B -1
H2A H -2.0750 1.2266 1.1302 1.436 Uiso 0.5 1 calc R U P B -1
H2B H -1.8934 1.2412 1.1659 1.436 Uiso 0.5 1 calc R U P B -1
C3 C -1.940(9) 1.123(4) 1.150(2) 1.19(9) Uani 0.5 1 d G U P B -1
H3A H -2.0470 1.0887 1.1473 1.431 Uiso 0.5 1 calc R U P B -1
H3B H -1.8638 1.1037 1.1819 1.431 Uiso 0.5 1 calc R U P B -1
C4 C -1.832(9) 1.114(3) 1.093(3) 1.19(9) Uani 0.5 1 d G U P B -1
H4A H -1.9087 1.1332 1.0613 1.423 Uiso 0.5 1 calc R U P B -1
H4B H -1.7255 1.1483 1.0959 1.423 Uiso 0.5 1 calc R U P B -1
C5 C -1.772(8) 1.029(3) 1.081(2) 1.18(9) Uani 0.5 1 d G U P B -1
H5A H -1.8781 0.9948 1.0803 1.413 Uiso 0.5 1 calc R U P B -1
H5B H -1.6902 1.0115 1.1118 1.413 Uiso 0.5 1 calc R U P B -1
C6 C -1.673(8) 1.020(3) 1.022(2) 1.22(9) Uani 0.5 1 d G U P B -1
H6A H -1.7548 1.0384 0.9914 1.470 Uiso 0.5 1 calc R U P B -1
H6B H -1.5666 1.0540 1.0230 1.470 Uiso 0.5 1 calc R U P B -1
C7 C -1.615(7) 0.935(3) 1.0096(19) 1.24(10) Uani 0.5 1 d G U P B -1
H7A H -1.7220 0.9008 1.0089 1.485 Uiso 0.5 1 calc R U P B -1
H7B H -1.5339 0.9164 1.0405 1.485 Uiso 0.5 1 calc R U P B -1
C8 C -1.517(6) 0.926(2) 0.951(2) 1.18(9) Uani 0.5 1 d G U P B -1
H8A H -1.5976 0.9447 0.9204 1.416 Uiso 0.5 1 calc R U P B -1
H8B H -1.4094 0.9596 0.9521 1.416 Uiso 0.5 1 calc R U P B -1
C9 C -1.459(7) 0.841(2) 0.9382(19) 1.19(9) Uani 0.5 1 d G U P B -1
H9A H -1.5666 0.8069 0.9372 1.426 Uiso 0.5 1 calc R U P B -1
H9B H -1.3783 0.8219 0.9690 1.426 Uiso 0.5 1 calc R U P B -1
C10 C -1.360(5) 0.832(2) 0.880(2) 1.22(9) Uani 0.5 1 d G U P B -1
H10A H -1.4408 0.8510 0.8488 1.458 Uiso 0.5 1 calc R U P B -1
H10B H -1.2523 0.8650 0.8807 1.458 Uiso 0.5 1 calc R U P B -1
C11 C -1.305(8) 0.746(2) 0.867(2) 1.22(9) Uani 0.5 1 d G U P B -1
H11A H -1.4130 0.7129 0.8661 1.467 Uiso 0.5 1 calc R U P B -1
H11B H -1.2232 0.7273 0.8971 1.467 Uiso 0.5 1 calc R U P B -1
C12 C -1.209(5) 0.737(3) 0.808(2) 1.26(9) Uani 0.5 1 d G U P B -1
H12A H -1.2907 0.7565 0.7772 1.513 Uiso 0.5 1 calc R U P B -1
H12B H -1.1007 0.7698 0.8083 1.513 Uiso 0.5 1 calc R U P B -1
C13 C -1.157(9) 0.651(3) 0.795(3) 1.29(9) Uani 0.5 1 d G U P B -1
H13A H -1.2645 0.6181 0.7954 1.546 Uiso 0.5 1 calc R U P B -1
H13B H -1.0717 0.6325 0.8243 1.546 Uiso 0.5 1 calc R U P B -1
C14 C -1.067(6) 0.641(3) 0.734(2) 1.27(9) Uani 0.5 1 d G U P B -1
H14A H -1.1553 0.6547 0.7043 1.527 Uiso 0.5 1 calc R U P B -1
H14B H -0.9652 0.6778 0.7321 1.527 Uiso 0.5 1 calc R U P B -1
C15 C -0.999(11) 0.556(3) 0.725(3) 1.10(8) Uani 0.5 1 d G U P B -1
H15A H -1.0998 0.5198 0.7280 1.315 Uiso 0.5 1 calc R U P B -1
H15B H -0.9088 0.5432 0.7550 1.315 Uiso 0.5 1 calc R U P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 1.918(11) 2_456 ?
Zn1 O2 1.918(11) . ?
Zn1 O3 1.926(7) 8_455 ?
Zn1 O3 1.926(7) 7_456 ?
O2 C20 1.280(10) . ?
O3 Zn1 1.926(7) 7_456 ?
O3 C20 1.213(14) . ?
C17 C18 1.400(14) 6_565 ?
C17 C18 1.400(14) . ?
C17 O1 1.49(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.348(15) . ?
C19 C20 1.477(14) . ?
C19 C21 1.420(11) . ?
C21 C19 1.420(11) 6_565 ?
C21 H21 0.9300 . ?
O1 C16 1.42(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.5623 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.5712 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.5254 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5732 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.5311 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.5753 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.5304 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.5725 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5308 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5760 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.5299 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.5707 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.5292 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.5782 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.5295 . ?
C15 H15A 0.9700 . ?
C15 H15B 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
O2 Zn1 O2 103.0(6) 2_456 . ?
O2 Zn1 O3 110.7(5) . 8_455 ?
O2 Zn1 O3 117.7(4) . 7_456 ?
O2 Zn1 O3 117.7(4) 2_456 8_455 ?
O2 Zn1 O3 110.7(5) 2_456 7_456 ?
O3 Zn1 O3 97.8(5) 8_455 7_456 ?
C20 O2 Zn1 129.2(12) . . ?
C20 O3 Zn1 135.3(7) . 7_456 ?
C18 C17 C18 116.4(19) . 6_565 ?
C18 C17 O1 134.8(18) 6_565 . ?
C18 C17 O1 108.8(18) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 C17 122.5(14) . . ?
C19 C18 H18 118.8 . . ?
C18 C19 C20 122.5(10) . . ?
C18 C19 C21 120.9(10) . . ?
C21 C19 C20 116.5(10) . . ?
O2 C20 C19 118.0(12) . . ?
O3 C20 O2 123.8(11) . . ?
O3 C20 C19 118.2(8) . . ?
C19 C21 C19 116.6(13) . 6_565 ?
C19 C21 H21 121.7 . . ?
C19 C21 H21 121.7 6_565 . ?
C16 O1 C17 115(3) . . ?
O1 C16 H16A 106.1 . . ?
O1 C16 H16B 106.1 . . ?
O1 C16 C15 125(3) . . ?
H16A C16 H16B 106.3 . . ?
C15 C16 H16A 106.1 . . ?
C15 C16 H16B 106.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 C1 112.95(8) . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
C2 C3 C4 113.42(6) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C3 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C5 C4 C3 113.37(6) . . ?
C5 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C4 C5 C6 113.5 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.5 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C6 C7 C8 113.3 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C9 C8 C7 113.4 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C8 C9 C10 113.4 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 C9 113.2 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C10 C11 C12 113.3 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 C11 113.1 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C12 C13 C14 113.3 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 C13 112.0 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C16 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C14 C15 C16 112.0 . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?

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 O2 C20 O3 -65(2) . . . . ?
Zn1 O2 C20 C19 115.9(14) . . . . ?
Zn1 O3 C20 O2 3(3) 7_456 . . . ?
Zn1 O3 C20 C19 -178.1(9) 7_456 . . . ?
C17 C18 C19 C20 -178.3(16) . . . . ?
C17 C18 C19 C21 -2(2) . . . . ?
C17 O1 C16 C15 -138(4) . . . . ?
C18 C17 C18 C19 5(3) 6_565 . . . ?
C18 C17 O1 C16 -176(3) . . . . ?
C18 C17 O1 C16 3(5) 6_565 . . . ?
C18 C19 C20 O2 6(2) . . . . ?
C18 C19 C20 O3 -173.2(13) . . . . ?
C18 C19 C21 C19 -1(2) . . . 6_565 ?
C20 C19 C21 C19 175.6(10) . . . 6_565 ?
C21 C19 C20 O2 -170.7(14) . . . . ?
C21 C19 C20 O3 10(2) . . . . ?
O1 C17 C18 C19 -176.4(14) . . . . ?
O1 C16 C15 C14 167(4) . . . . ?
C1 C2 C3 C4 178.9 . . . . ?
C2 C3 C4 C5 180.0 . . . . ?
C3 C4 C5 C6 176.8 . . . . ?
C4 C5 C6 C7 -179.4 . . . . ?
C5 C6 C7 C8 -179.9 . . . . ?
C6 C7 C8 C9 -179.6 . . . . ?
C7 C8 C9 C10 -180.0 . . . . ?
C8 C9 C10 C11 -179.4 . . . . ?
C9 C10 C11 C12 179.1 . . . . ?
C10 C11 C12 C13 -179.3 . . . . ?
C11 C12 C13 C14 177.9 . . . . ?
C12 C13 C14 C15 174.5 . . . . ?
C13 C14 C15 C16 179.2 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 2201471'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-11-01 downloaded from the CCDC.
;
_audit_creation_date             2022-08-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H44 O7 Zn'
_chemical_formula_sum            'C26 H44 O7 Zn'
_chemical_formula_weight         533.98
_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'
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                   8.0069(3)
_cell_length_b                   9.7526(4)
_cell_length_c                   18.8575(9)
_cell_angle_alpha                82.319(6)
_cell_angle_beta                 89.523(6)
_cell_angle_gamma                68.639(5)
_cell_volume                     1357.77(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14900
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.834
_exptl_absorpt_coefficient_mu    0.945
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             572
_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  0.0505
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22744
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.648
_diffrn_ambient_temperature      293
_diffrn_detector                 'Rigaku curved IP area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'Imaging plate area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku VariMax RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              'MicroMax 007'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4588
_reflns_number_total             6215
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.087
_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     314
_refine_ls_number_reflns         6215
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0714P)²+0.2165P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1262
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O7-H7
 0.85 with sigma of 0.01
 Zn1-H7
 2.682282 with sigma of 0.02
 C26-H7
 1.854754 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C9(H9A,H9B), C11(H11A,H11B), C14(H14A,H14B),
 C22(H22A,H22B), C13(H13A,H13B), C16(H16A,H16B), C20(H20A,H20B), C18(H18A,H18B),
  C21(H21A,H21B), C15(H15A,H15B), C19(H19A,H19B), C17(H17A,H17B), C23(H23A,H23B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6A), C2(H2)
3.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
3.d Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.25056(4) 1.10611(3) 0.95761(2) 0.04128(12) Uani 1 1 d D . . . .
O1 O 1.3339(2) 0.4587(2) 0.81703(11) 0.0494(5) Uani 1 1 d . . . . .
O2 O 1.3307(2) 0.89806(19) 0.93496(11) 0.0481(5) Uani 1 1 d . . . . .
O4 O 1.9578(3) 0.1624(2) 0.91746(12) 0.0578(5) Uani 1 1 d . . . . .
O6 O 1.1972(3) 1.0347(2) 1.06183(12) 0.0551(5) Uani 1 1 d . . . . .
H6 H 1.158941 0.967026 1.063519 0.083 Uiso 1 1 calc R U . . .
O5 O 2.0521(2) 0.3282(2) 0.94969(13) 0.0611(6) Uani 1 1 d . . . . .
O3 O 1.5784(3) 0.8106(2) 1.00357(12) 0.0581(6) Uani 1 1 d . . . . .
O7 O 1.3210(3) 1.1698(2) 0.85259(13) 0.0637(6) Uani 1 1 d D . . . .
H7 H 1.334(5) 1.2541(18) 0.8453(13) 0.096 Uiso 1 1 d D U . . .
C5 C 1.7435(3) 0.4106(3) 0.91433(14) 0.0364(5) Uani 1 1 d . . . . .
C4 C 1.6988(3) 0.5439(3) 0.94285(14) 0.0361(5) Uani 1 1 d . . . . .
H4 H 1.782530 0.559842 0.971263 0.043 Uiso 1 1 calc R U . . .
C1 C 1.4484(3) 0.4936(3) 0.85880(15) 0.0403(6) Uani 1 1 d . . . . .
C3 C 1.5287(3) 0.6524(2) 0.92849(13) 0.0338(5) Uani 1 1 d . . . . .
C6 C 1.6179(3) 0.3850(3) 0.87331(14) 0.0397(6) Uani 1 1 d . . . . .
H6A H 1.647290 0.294981 0.855522 0.048 Uiso 1 1 calc R U . . .
C2 C 1.4050(3) 0.6275(3) 0.88548(14) 0.0389(6) Uani 1 1 d . . . . .
H2 H 1.292334 0.701295 0.874548 0.047 Uiso 1 1 calc R U . . .
C10 C 1.0512(4) 0.5066(3) 0.75689(17) 0.0505(7) Uani 1 1 d . . . . .
H10A H 1.045277 0.414452 0.781240 0.061 Uiso 1 1 calc R U . . .
H10B H 1.114921 0.485260 0.713300 0.061 Uiso 1 1 calc R U . . .
C7 C 1.4772(3) 0.7981(3) 0.95829(14) 0.0371(6) Uani 1 1 d . . . . .
C8 C 1.9279(3) 0.2930(3) 0.92797(15) 0.0442(6) Uani 1 1 d . . . . .
C12 C 0.7532(4) 0.5623(3) 0.69131(18) 0.0558(8) Uani 1 1 d . . . . .
H12A H 0.818505 0.534519 0.648671 0.067 Uiso 1 1 calc R U . . .
H12B H 0.742266 0.473400 0.717321 0.067 Uiso 1 1 calc R U . . .
C9 C 1.1530(4) 0.5645(3) 0.80430(17) 0.0511(7) Uani 1 1 d . . . . .
H9A H 1.154365 0.659210 0.781386 0.061 Uiso 1 1 calc R U . . .
H9B H 1.094696 0.579593 0.849443 0.061 Uiso 1 1 calc R U . . .
C11 C 0.8624(4) 0.6174(3) 0.73782(18) 0.0560(8) Uani 1 1 d . . . . .
H11A H 0.869312 0.708708 0.712840 0.067 Uiso 1 1 calc R U . . .
H11B H 0.800585 0.640449 0.781654 0.067 Uiso 1 1 calc R U . . .
C14 C 0.4588(4) 0.6154(4) 0.62353(19) 0.0602(8) Uani 1 1 d . . . . .
H14A H 0.526457 0.581708 0.582201 0.072 Uiso 1 1 calc R U . . .
H14B H 0.443945 0.529841 0.651412 0.072 Uiso 1 1 calc R U . . .
C22 C -0.7160(4) 0.8261(4) 0.34613(18) 0.0590(8) Uani 1 1 d . . . . .
H22A H -0.650771 0.781301 0.306368 0.071 Uiso 1 1 calc R U . . .
H22B H -0.740224 0.748928 0.377595 0.071 Uiso 1 1 calc R U . . .
C13 C 0.5676(4) 0.6731(3) 0.66867(19) 0.0593(8) Uani 1 1 d . . . . .
H13A H 0.578412 0.761166 0.641677 0.071 Uiso 1 1 calc R U . . .
H13B H 0.502889 0.702439 0.711219 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1695(4) 0.6673(4) 0.55190(19) 0.0602(8) Uani 1 1 d . . . . .
H16A H 0.238451 0.634112 0.510776 0.072 Uiso 1 1 calc R U . . .
H16B H 0.155361 0.581248 0.579588 0.072 Uiso 1 1 calc R U . . .
C20 C -0.4165(4) 0.7689(4) 0.41303(18) 0.0593(8) Uani 1 1 d . . . . .
H20A H -0.350649 0.730331 0.372119 0.071 Uiso 1 1 calc R U . . .
H20B H -0.433483 0.686558 0.443099 0.071 Uiso 1 1 calc R U . . .
C18 C -0.1223(4) 0.7179(4) 0.48156(18) 0.0613(8) Uani 1 1 d . . . . .
H18A H -0.054518 0.682096 0.440568 0.074 Uiso 1 1 calc R U . . .
H18B H -0.137853 0.633544 0.510352 0.074 Uiso 1 1 calc R U . . .
C21 C -0.5985(4) 0.8826(4) 0.38669(19) 0.0636(9) Uani 1 1 d . . . . .
H21A H -0.662219 0.923034 0.427669 0.076 Uiso 1 1 calc R U . . .
H21B H -0.580604 0.963688 0.355914 0.076 Uiso 1 1 calc R U . . .
C15 C 0.2759(4) 0.7266(4) 0.5976(2) 0.0638(9) Uani 1 1 d . . . . .
H15A H 0.290248 0.812594 0.570046 0.077 Uiso 1 1 calc R U . . .
H15B H 0.207335 0.759494 0.638902 0.077 Uiso 1 1 calc R U . . .
C19 C -0.3046(4) 0.8293(4) 0.4551(2) 0.0649(9) Uani 1 1 d . . . . .
H19A H -0.288731 0.912031 0.425003 0.078 Uiso 1 1 calc R U . . .
H19B H -0.370770 0.867546 0.495982 0.078 Uiso 1 1 calc R U . . .
C17 C -0.0140(4) 0.7775(4) 0.5255(2) 0.0662(9) Uani 1 1 d . . . . .
H17A H 0.000505 0.862364 0.496766 0.079 Uiso 1 1 calc R U . . .
H17B H -0.081672 0.812725 0.566586 0.079 Uiso 1 1 calc R U . . .
C26 C 1.4364(5) 1.0834(4) 0.8075(2) 0.0764(10) Uani 1 1 d D . . . .
H26A H 1.412924 1.134778 0.759439 0.115 Uiso 1 1 calc R U . . .
H26B H 1.418564 0.990855 0.809285 0.115 Uiso 1 1 calc R U . . .
H26C H 1.558063 1.064314 0.822450 0.115 Uiso 1 1 calc R U . . .
C23 C -0.8921(5) 0.9443(4) 0.3175(2) 0.0782(11) Uani 1 1 d . . . . .
H23A H -0.956368 0.989190 0.357462 0.094 Uiso 1 1 calc R U . . .
H23B H -0.867118 1.021309 0.286263 0.094 Uiso 1 1 calc R U . . .
C24 C -1.0116(6) 0.8926(5) 0.2774(2) 0.0955(14) Uani 1 1 d . . . . .
H24A H -0.958161 0.862965 0.233411 0.143 Uiso 1 1 calc R U . . .
H24B H -1.125889 0.971945 0.266904 0.143 Uiso 1 1 calc R U . . .
H24C H -1.027876 0.809502 0.305834 0.143 Uiso 1 1 calc R U . . .
C25 C 1.0982(5) 1.1372(4) 1.1064(2) 0.0699(9) Uani 1 1 d . . . . .
H25A H 0.977637 1.187093 1.086726 0.105 Uiso 1 1 calc R U . . .
H25B H 1.153098 1.208931 1.109590 0.105 Uiso 1 1 calc R U . . .
H25C H 1.096172 1.085758 1.153280 0.105 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 O2 1.9975(17) . ?
Zn1 O4 2.313(2) 1_465 ?
Zn1 O6 2.090(2) . ?
Zn1 O5 2.156(2) 1_465 ?
Zn1 O3 2.0146(17) 2_877 ?
Zn1 O7 2.129(2) . ?
Zn1 C8 2.575(3) 1_465 ?
O1 C1 1.374(3) . ?
O1 C9 1.439(3) . ?
O2 C7 1.257(3) . ?
O4 C8 1.251(3) . ?
O6 H6 0.8200 . ?
O6 C25 1.403(4) . ?
O5 C8 1.252(3) . ?
O3 C7 1.230(3) . ?
O7 H7 0.860(9) . ?
O7 C26 1.377(4) . ?
C5 C4 1.397(3) . ?
C5 C6 1.385(3) . ?
C5 C8 1.501(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.389(3) . ?
C1 C6 1.385(3) . ?
C1 C2 1.386(3) . ?
C3 C2 1.392(3) . ?
C3 C7 1.512(3) . ?
C6 H6A 0.9300 . ?
C2 H2 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.505(3) . ?
C10 C11 1.515(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.518(4) . ?
C12 C13 1.509(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.516(4) . ?
C14 C15 1.507(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C21 1.509(4) . ?
C22 C23 1.507(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.519(4) . ?
C16 C17 1.510(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.513(4) . ?
C20 C19 1.516(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.507(4) . ?
C18 C17 1.512(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.486(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
O2 Zn1 O4 93.16(7) . 1_465 ?
O2 Zn1 O6 90.40(8) . . ?
O2 Zn1 O5 150.49(8) . 1_465 ?
O2 Zn1 O3 122.31(8) . 2_877 ?
O2 Zn1 O7 87.78(8) . . ?
O2 Zn1 C8 122.04(8) . 1_465 ?
O4 Zn1 C8 29.03(8) 1_465 1_465 ?
O6 Zn1 O4 92.15(8) . 1_465 ?
O6 Zn1 O5 96.36(9) . 1_465 ?
O6 Zn1 O7 176.58(9) . . ?
O6 Zn1 C8 94.28(9) . 1_465 ?
O5 Zn1 O4 58.01(7) 1_465 1_465 ?
O5 Zn1 C8 29.00(8) 1_465 1_465 ?
O3 Zn1 O4 144.43(8) 2_877 1_465 ?
O3 Zn1 O6 90.28(9) 2_877 . ?
O3 Zn1 O5 86.45(8) 2_877 1_465 ?
O3 Zn1 O7 88.25(9) 2_877 . ?
O3 Zn1 C8 115.41(8) 2_877 1_465 ?
O7 Zn1 O4 90.84(9) . 1_465 ?
O7 Zn1 O5 86.63(9) . 1_465 ?
O7 Zn1 C8 89.14(9) . 1_465 ?
C1 O1 C9 117.55(19) . . ?
C7 O2 Zn1 123.41(16) . . ?
C8 O4 Zn1 87.20(16) . 1_645 ?
Zn1 O6 H6 112.4 . . ?
C25 O6 Zn1 120.9(2) . . ?
C25 O6 H6 109.5 . . ?
C8 O5 Zn1 94.43(16) . 1_645 ?
C7 O3 Zn1 155.5(2) . 2_877 ?
Zn1 O7 H7 116.0(14) . . ?
C26 O7 Zn1 129.1(2) . . ?
C26 O7 H7 105.4(14) . . ?
C4 C5 C8 120.4(2) . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 C8 119.2(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
O1 C1 C6 115.7(2) . . ?
O1 C1 C2 124.4(2) . . ?
C6 C1 C2 119.9(2) . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 C7 120.7(2) . . ?
C2 C3 C7 119.7(2) . . ?
C5 C6 H6A 120.0 . . ?
C1 C6 C5 119.9(2) . . ?
C1 C6 H6A 120.0 . . ?
C1 C2 C3 120.5(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
H10A C10 H10B 107.9 . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C9 C10 C11 111.7(2) . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
O2 C7 C3 116.7(2) . . ?
O3 C7 O2 124.6(2) . . ?
O3 C7 C3 118.7(2) . . ?
O4 C8 Zn1 63.77(14) . 1_645 ?
O4 C8 O5 120.3(2) . . ?
O4 C8 C5 120.8(2) . . ?
O5 C8 Zn1 56.58(13) . 1_645 ?
O5 C8 C5 118.8(2) . . ?
C5 C8 Zn1 175.18(19) . 1_645 ?
H12A C12 H12B 107.6 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C13 C12 C11 114.7(3) . . ?
O1 C9 C10 109.2(2) . . ?
O1 C9 H9A 109.8 . . ?
O1 C9 H9B 109.8 . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
C10 C11 C12 113.6(2) . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
H14A C14 H14B 107.5 . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C15 C14 C13 115.0(3) . . ?
H22A C22 H22B 107.6 . . ?
C21 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C23 C22 C21 114.0(3) . . ?
C12 C13 C14 114.1(3) . . ?
C12 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
H16A C16 H16B 107.5 . . ?
C15 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
C17 C16 C15 114.9(3) . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C21 C20 C19 114.0(3) . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.6 . . ?
C19 C18 H18B 108.6 . . ?
C19 C18 C17 114.5(3) . . ?
C17 C18 H18A 108.6 . . ?
C17 C18 H18B 108.6 . . ?
C22 C21 C20 115.6(3) . . ?
C22 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.4 . . ?
C14 C15 C16 114.3(3) . . ?
C14 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C20 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
C18 C19 C20 114.8(3) . . ?
C18 C19 H19A 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.5 . . ?
C16 C17 C18 115.1(3) . . ?
C16 C17 H17A 108.5 . . ?
C16 C17 H17B 108.5 . . ?
C18 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
O7 C26 H26A 109.5 . . ?
O7 C26 H26B 109.5 . . ?
O7 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C23 H23A 108.4 . . ?
C22 C23 H23B 108.4 . . ?
H23A C23 H23B 107.5 . . ?
C24 C23 C22 115.6(3) . . ?
C24 C23 H23A 108.4 . . ?
C24 C23 H23B 108.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O6 C25 H25A 109.5 . . ?
O6 C25 H25B 109.5 . . ?
O6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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 O2 C7 O3 8.5(4) . . . . ?
Zn1 O2 C7 C3 -172.29(16) . . . . ?
Zn1 O4 C8 O5 2.0(3) 1_645 . . . ?
Zn1 O4 C8 C5 -178.4(2) 1_645 . . . ?
Zn1 O5 C8 O4 -2.2(3) 1_645 . . . ?
Zn1 O5 C8 C5 178.3(2) 1_645 . . . ?
Zn1 O3 C7 O2 -66.2(6) 2_877 . . . ?
Zn1 O3 C7 C3 114.6(4) 2_877 . . . ?
O1 C1 C6 C5 179.3(2) . . . . ?
O1 C1 C2 C3 178.9(3) . . . . ?
C5 C4 C3 C2 -0.4(4) . . . . ?
C5 C4 C3 C7 -179.6(2) . . . . ?
C4 C5 C6 C1 1.7(4) . . . . ?
C4 C5 C8 O4 163.4(3) . . . . ?
C4 C5 C8 O5 -17.0(4) . . . . ?
C4 C3 C2 C1 2.1(4) . . . . ?
C4 C3 C7 O2 170.4(2) . . . . ?
C4 C3 C7 O3 -10.4(4) . . . . ?
C1 O1 C9 C10 179.2(2) . . . . ?
C6 C5 C4 C3 -1.5(4) . . . . ?
C6 C5 C8 O4 -16.4(4) . . . . ?
C6 C5 C8 O5 163.2(3) . . . . ?
C6 C1 C2 C3 -1.8(4) . . . . ?
C2 C1 C6 C5 -0.1(4) . . . . ?
C2 C3 C7 O2 -8.8(4) . . . . ?
C2 C3 C7 O3 170.5(3) . . . . ?
C7 C3 C2 C1 -178.7(2) . . . . ?
C8 C5 C4 C3 178.8(2) . . . . ?
C8 C5 C6 C1 -178.5(3) . . . . ?
C9 O1 C1 C6 176.3(3) . . . . ?
C9 O1 C1 C2 -4.4(4) . . . . ?
C9 C10 C11 C12 -178.7(3) . . . . ?
C11 C10 C9 O1 -176.6(3) . . . . ?
C11 C12 C13 C14 -178.8(3) . . . . ?
C13 C12 C11 C10 -177.3(3) . . . . ?
C13 C14 C15 C16 179.4(3) . . . . ?
C21 C22 C23 C24 -179.9(4) . . . . ?
C21 C20 C19 C18 -179.7(3) . . . . ?
C15 C14 C13 C12 -177.5(3) . . . . ?
C15 C16 C17 C18 -178.5(3) . . . . ?
C19 C20 C21 C22 -178.6(3) . . . . ?
C19 C18 C17 C16 -179.6(3) . . . . ?
C17 C16 C15 C14 -179.9(3) . . . . ?
C17 C18 C19 C20 -178.1(3) . . . . ?
C23 C22 C21 C20 -177.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2194401'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-11-01 downloaded from the CCDC.
;
_audit_creation_date             2021-07-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H36 O5 Zn'
_chemical_formula_sum            'C24 H36 O5 Zn'
_chemical_formula_weight         469.90
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.0651(2)
_cell_length_b                   9.0096(3)
_cell_length_c                   20.2493(5)
_cell_angle_alpha                78.148(5)
_cell_angle_beta                 89.073(6)
_cell_angle_gamma                69.912(5)
_cell_volume                     1182.65(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18329
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.46
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    1.069
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            20157
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.460
_diffrn_ambient_temperature      293
_diffrn_detector                 'Rigaku curved IP area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'Imaging plate area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku VariMax RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              'MicroMax 007'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4989
_reflns_number_total             5403
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         5403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.130
_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)+(0.0427P)²+0.1644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0701
_refine_ls_wR_factor_ref         0.0715
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C22(H22A,H22B), C23(H23A,H23B), C12(H12A,H12B),
 C11(H11A,H11B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C20(H20A,H20B),
  C21(H21A,H21B), C19(H19A,H19B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C4(H4)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.77807(2) 0.06726(2) -0.00359(2) 0.03094(6) Uani 1 1 d . . . . .
O4 O -0.79043(17) 0.89616(11) 0.07130(5) 0.0404(2) Uani 1 1 d . . . . .
O1 O -0.65616(15) 0.20210(12) 0.02779(5) 0.0410(2) Uani 1 1 d . . . . .
O3 O -0.97646(15) 0.76083(12) 0.04214(6) 0.0442(3) Uani 1 1 d . . . . .
O2 O -0.34088(16) 0.06120(12) 0.06994(5) 0.0409(2) Uani 1 1 d . . . . .
O5 O -0.14394(16) 0.43763(13) 0.17694(6) 0.0502(3) Uani 1 1 d . . . . .
C1 C -0.49315(18) 0.32996(14) 0.08472(6) 0.0271(2) Uani 1 1 d . . . . .
C6 C -0.32206(19) 0.32233(15) 0.12007(7) 0.0325(3) Uani 1 1 d . . . . .
H6 H -0.211598 0.226556 0.129731 0.039 Uiso 1 1 calc R U . . .
C7 C -0.4969(2) 0.18623(15) 0.05950(6) 0.0298(2) Uani 1 1 d . . . . .
C2 C -0.65864(18) 0.47300(14) 0.06967(6) 0.0271(2) Uani 1 1 d . . . . .
H2 H -0.774600 0.476819 0.047242 0.033 Uiso 1 1 calc R U . . .
C5 C -0.3167(2) 0.45956(16) 0.14110(7) 0.0344(3) Uani 1 1 d . . . . .
C4 C -0.47803(19) 0.60421(15) 0.12434(7) 0.0321(3) Uani 1 1 d . . . . .
H4 H -0.472617 0.696452 0.136852 0.038 Uiso 1 1 calc R U . . .
C9 C -0.1338(2) 0.56911(18) 0.20418(8) 0.0408(3) Uani 1 1 d . . . . .
H9A H -0.244832 0.602758 0.232952 0.049 Uiso 1 1 calc R U . . .
H9B H -0.141324 0.660628 0.168073 0.049 Uiso 1 1 calc R U . . .
C3 C -0.64864(18) 0.61016(14) 0.08853(6) 0.0271(2) Uani 1 1 d . . . . .
C8 C -0.81754(19) 0.76732(14) 0.06611(6) 0.0303(3) Uani 1 1 d . . . . .
C10 C 0.0657(2) 0.50876(19) 0.24470(8) 0.0409(3) Uani 1 1 d . . . . .
H10A H 0.174830 0.482019 0.214606 0.049 Uiso 1 1 calc R U . . .
H10B H 0.076273 0.410768 0.277452 0.049 Uiso 1 1 calc R U . . .
C22 C 1.4368(2) 0.8794(2) 0.71259(8) 0.0420(3) Uani 1 1 d . . . . .
H22A H 1.534389 0.868712 0.678024 0.050 Uiso 1 1 calc R U . . .
H22B H 1.467235 0.773979 0.742381 0.050 Uiso 1 1 calc R U . . .
C23 C 1.4611(3) 0.9970(2) 0.75320(8) 0.0478(4) Uani 1 1 d . . . . .
H23A H 1.365734 1.005986 0.788463 0.057 Uiso 1 1 calc R U . . .
H23B H 1.428409 1.102971 0.723692 0.057 Uiso 1 1 calc R U . . .
C12 C 0.2914(2) 0.5738(2) 0.32155(8) 0.0442(3) Uani 1 1 d . . . . .
H12A H 0.309494 0.469696 0.350929 0.053 Uiso 1 1 calc R U . . .
H12B H 0.398481 0.558080 0.290290 0.053 Uiso 1 1 calc R U . . .
C11 C 0.0891(2) 0.63338(19) 0.28158(8) 0.0453(4) Uani 1 1 d . . . . .
H11A H 0.076384 0.731964 0.248884 0.054 Uiso 1 1 calc R U . . .
H11B H -0.018843 0.658865 0.312181 0.054 Uiso 1 1 calc R U . . .
C13 C 0.3110(2) 0.68899(19) 0.36422(8) 0.0427(3) Uani 1 1 d . . . . .
H13A H 0.206939 0.701703 0.396606 0.051 Uiso 1 1 calc R U . . .
H13B H 0.288266 0.794186 0.335095 0.051 Uiso 1 1 calc R U . . .
C14 C 0.5163(2) 0.63160(19) 0.40218(8) 0.0420(3) Uani 1 1 d . . . . .
H14A H 0.620351 0.617794 0.369807 0.050 Uiso 1 1 calc R U . . .
H14B H 0.538360 0.526863 0.431614 0.050 Uiso 1 1 calc R U . . .
C15 C 0.5374(2) 0.74739(19) 0.44446(8) 0.0416(3) Uani 1 1 d . . . . .
H15A H 0.512616 0.852748 0.415200 0.050 Uiso 1 1 calc R U . . .
H15B H 0.435174 0.759441 0.477487 0.050 Uiso 1 1 calc R U . . .
C20 C 1.2032(2) 0.8125(2) 0.63815(8) 0.0442(3) Uani 1 1 d . . . . .
H20A H 1.305838 0.797197 0.605309 0.053 Uiso 1 1 calc R U . . .
H20B H 1.226033 0.708598 0.668388 0.053 Uiso 1 1 calc R U . . .
C21 C 1.2270(2) 0.9303(2) 0.67895(8) 0.0454(3) Uani 1 1 d . . . . .
H21A H 1.196432 1.035839 0.649218 0.054 Uiso 1 1 calc R U . . .
H21B H 1.129418 0.940768 0.713514 0.054 Uiso 1 1 calc R U . . .
C19 C 0.9965(2) 0.8683(2) 0.60121(8) 0.0432(3) Uani 1 1 d . . . . .
H19A H 0.893984 0.882290 0.634115 0.052 Uiso 1 1 calc R U . . .
H19B H 0.972941 0.972873 0.571410 0.052 Uiso 1 1 calc R U . . .
C16 C 0.7443(2) 0.69139(19) 0.48123(8) 0.0419(3) Uani 1 1 d . . . . .
H16A H 0.846602 0.677981 0.448228 0.050 Uiso 1 1 calc R U . . .
H16B H 0.768325 0.586623 0.510890 0.050 Uiso 1 1 calc R U . . .
C17 C 0.7669(2) 0.8079(2) 0.52287(8) 0.0418(3) Uani 1 1 d . . . . .
H17A H 0.743187 0.912599 0.493187 0.050 Uiso 1 1 calc R U . . .
H17B H 0.664370 0.821521 0.555793 0.050 Uiso 1 1 calc R U . . .
C18 C 0.9736(2) 0.75174(19) 0.55976(8) 0.0423(3) Uani 1 1 d . . . . .
H18A H 0.997035 0.647209 0.589552 0.051 Uiso 1 1 calc R U . . .
H18B H 1.076072 0.737763 0.526849 0.051 Uiso 1 1 calc R U . . .
C24 C 1.6738(3) 0.9456(3) 0.78545(9) 0.0572(4) Uani 1 1 d . . . . .
H24A H 1.768800 0.938923 0.750760 0.086 Uiso 1 1 calc R U . . .
H24B H 1.706152 0.841799 0.815530 0.086 Uiso 1 1 calc R U . . .
H24C H 1.680383 1.023790 0.810355 0.086 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 O4 1.9524(11) 1_545 ?
Zn1 O1 1.9171(9) . ?
Zn1 O3 1.9281(10) 2_365 ?
Zn1 O2 1.9455(10) 2_455 ?
O4 C8 1.2643(15) . ?
O1 C7 1.2548(15) . ?
O3 C8 1.2547(16) . ?
O2 C7 1.2590(16) . ?
O5 C5 1.3639(15) . ?
O5 C9 1.4285(16) . ?
C1 C6 1.3889(16) . ?
C1 C7 1.4945(15) . ?
C1 C2 1.3914(16) . ?
C6 H6 0.9300 . ?
C6 C5 1.4000(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.3902(16) . ?
C5 C4 1.3866(18) . ?
C4 H4 0.9300 . ?
C4 C3 1.3963(16) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5114(18) . ?
C3 C8 1.4926(16) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.5235(19) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.521(2) . ?
C22 C21 1.5195(19) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.527(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.5226(19) . ?
C12 C13 1.5211(19) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.5231(18) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.5236(19) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.5232(18) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.5250(19) . ?
C20 C19 1.5232(19) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.5225(19) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.5237(19) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.5228(18) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O4 109.99(4) . 1_545 ?
O1 Zn1 O3 96.13(4) . 2_365 ?
O1 Zn1 O2 122.87(5) . 2_455 ?
O3 Zn1 O4 119.61(5) 2_365 1_545 ?
O3 Zn1 O2 109.95(5) 2_365 2_455 ?
O2 Zn1 O4 99.85(5) 2_455 1_545 ?
C8 O4 Zn1 125.97(9) . 1_565 ?
C7 O1 Zn1 138.19(9) . . ?
C8 O3 Zn1 130.02(9) . 2_365 ?
C7 O2 Zn1 125.49(9) . 2_455 ?
C5 O5 C9 117.89(11) . . ?
C6 C1 C7 120.03(11) . . ?
C6 C1 C2 120.58(11) . . ?
C2 C1 C7 119.33(10) . . ?
C1 C6 H6 120.2 . . ?
C1 C6 C5 119.66(11) . . ?
C5 C6 H6 120.2 . . ?
O1 C7 O2 125.09(11) . . ?
O1 C7 C1 116.51(11) . . ?
O2 C7 C1 118.39(11) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.24(11) . . ?
C3 C2 H2 120.4 . . ?
O5 C5 C6 114.84(11) . . ?
O5 C5 C4 124.94(11) . . ?
C4 C5 C6 120.21(11) . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.42(11) . . ?
C3 C4 H4 120.3 . . ?
O5 C9 H9A 110.4 . . ?
O5 C9 H9B 110.4 . . ?
O5 C9 C10 106.72(11) . . ?
H9A C9 H9B 108.6 . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
C2 C3 C4 120.81(11) . . ?
C2 C3 C8 119.06(10) . . ?
C4 C3 C8 120.01(11) . . ?
O4 C8 C3 118.61(11) . . ?
O3 C8 O4 124.82(12) . . ?
O3 C8 C3 116.55(11) . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C9 C10 C11 112.27(12) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
C21 C22 C23 113.79(13) . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C22 C23 C24 113.06(15) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H12A C12 H12B 107.7 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C13 C12 C11 113.49(13) . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 C10 112.35(13) . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C12 C13 C14 113.26(13) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C13 C14 C15 113.46(13) . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.35(12) . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
C19 C20 C21 113.66(13) . . ?
C22 C21 C20 113.70(13) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C20 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C18 C19 C20 113.68(13) . . ?
C18 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C15 C16 C17 113.50(13) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C16 113.51(13) . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C19 C18 C17 113.56(13) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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 O4 C8 O3 -65.88(19) 1_565 . . . ?
Zn1 O4 C8 C3 112.79(12) 1_565 . . . ?
Zn1 O1 C7 O2 14.9(2) . . . . ?
Zn1 O1 C7 C1 -166.93(10) . . . . ?
Zn1 O3 C8 O4 2.2(2) 2_365 . . . ?
Zn1 O3 C8 C3 -176.50(9) 2_365 . . . ?
Zn1 O2 C7 O1 43.3(2) 2_455 . . . ?
Zn1 O2 C7 C1 -134.86(10) 2_455 . . . ?
O5 C5 C4 C3 -178.70(14) . . . . ?
O5 C9 C10 C11 -175.32(14) . . . . ?
C1 C6 C5 O5 178.33(13) . . . . ?
C1 C6 C5 C4 -2.6(2) . . . . ?
C1 C2 C3 C4 -2.31(19) . . . . ?
C1 C2 C3 C8 173.73(12) . . . . ?
C6 C1 C7 O1 -179.76(13) . . . . ?
C6 C1 C7 O2 -1.44(19) . . . . ?
C6 C1 C2 C3 2.04(19) . . . . ?
C6 C5 C4 C3 2.4(2) . . . . ?
C7 C1 C6 C5 177.38(12) . . . . ?
C7 C1 C2 C3 -174.95(12) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C2 C1 C7 O1 -2.76(18) . . . . ?
C2 C1 C7 O2 175.56(12) . . . . ?
C2 C3 C8 O4 -165.82(12) . . . . ?
C2 C3 C8 O3 12.96(18) . . . . ?
C5 O5 C9 C10 176.41(13) . . . . ?
C5 C4 C3 C2 0.1(2) . . . . ?
C5 C4 C3 C8 -175.88(12) . . . . ?
C4 C3 C8 O4 10.25(19) . . . . ?
C4 C3 C8 O3 -170.97(12) . . . . ?
C9 O5 C5 C6 -175.59(13) . . . . ?
C9 O5 C5 C4 5.4(2) . . . . ?
C9 C10 C11 C12 -179.11(14) . . . . ?
C23 C22 C21 C20 179.88(14) . . . . ?
C12 C13 C14 C15 179.43(14) . . . . ?
C11 C12 C13 C14 -178.00(14) . . . . ?
C13 C12 C11 C10 -174.50(14) . . . . ?
C13 C14 C15 C16 -178.82(14) . . . . ?
C14 C15 C16 C17 179.28(14) . . . . ?
C15 C16 C17 C18 179.86(14) . . . . ?
C20 C19 C18 C17 -179.98(14) . . . . ?
C21 C22 C23 C24 -178.85(15) . . . . ?
C21 C20 C19 C18 179.27(14) . . . . ?
C19 C20 C21 C22 -176.72(14) . . . . ?
C16 C17 C18 C19 179.81(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
