# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

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

data_AT23_ZnLAH
_database_code_depnum_ccdc_archive 'CCDC 2243950'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL' 'ISCR CNRS Univ Rennes'
_audit_update_record             
;
2023-02-22 deposited with the CCDC.	2024-07-30 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 02 fevrier 2023                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H26 O10 S2 Zn'
_chemical_formula_sum            'C20 H26 O10 S2 Zn'
_chemical_formula_weight         555.90
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.3224(5)
_cell_length_b                   6.2518(2)
_cell_length_c                   16.4528(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.734(2)
_cell_angle_gamma                90
_cell_volume                     1163.29(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.4778
_cell_measurement_theta_max      27.4584
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0871632
_diffrn_orient_matrix_UB_21      0.0127280
_diffrn_orient_matrix_UB_31      -0.0076614
_diffrn_orient_matrix_UB_12      0.0062691
_diffrn_orient_matrix_UB_22      0.1115766
_diffrn_orient_matrix_UB_32      0.1140421
_diffrn_orient_matrix_UB_13      0.0071471
_diffrn_orient_matrix_UB_23      0.0429818
_diffrn_orient_matrix_UB_33      -0.0424455


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             576
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_T_max  0.879

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

# Software                   : BIS V6.2.15/2021-03-15 && APEX4 2022.1-1        #
# Number of scans            :        3                                        #
# Total number of frames [*] :      329                                        #
# Total length of scans  [*] :   329.00 (deg.)                                 #
# Rotation speed         [*] :     5.00 sec./deg.                              #
# Total exposition time  [*] :           27 min.                               #
#                                                                              #
#  [*] fast scan not included                                                  #
#                                                                              #
#    Scan  Time(s) Width DX(mm) Frames Range 2Theta  Omega    Phi    Chi  T(K) #
#..............................................................................#
#                                                                              #
#  1 Fast     1.0  1.00    34.0   180  180.0    0.0    0.0    0.0   54.7 150.0 #
#  2 Phi      5.0  1.00    34.0   232  232.0    0.1  270.3  244.0   24.0 150.0 #
#  3 Omega    5.0  1.00    34.0    97   97.0    0.1    2.7   72.0  -44.5 150.0 #
#                                                                              #
#..............................................................................#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 CMOS-PHOTON70
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0339
_diffrn_reflns_av_r_equivalents  0.0431
_diffrn_reflns_number            13634
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.479
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             2653
_reflns_number_gt                2514
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019_2 (Sheldrick, 2019)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2021)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0650P)²+0.6306P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2653
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0759
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   0.813
_refine_ls_restrained_S_all      0.813
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.066

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.01447(9) Uani 1 2 d S . P . .
S1 S 0.27287(3) 0.22655(6) 0.53059(2) 0.01695(10) Uani 1 1 d . . . . .
O1 O 0.54575(9) 0.26229(15) 0.57699(6) 0.0168(2) Uani 1 1 d . . . . .
C2 C 0.53660(11) 0.2479(2) 0.65294(8) 0.0140(2) Uani 1 1 d . . . . .
C3 C 0.58966(12) 0.0616(2) 0.69205(8) 0.0161(3) Uani 1 1 d . . . . .
H3 H 0.622055 -0.047499 0.659674 0.019 Uiso 1 1 calc R U . . .
C4 C 0.59384(12) 0.0407(2) 0.77278(9) 0.0170(3) Uani 1 1 d . . . . .
C5 C 0.65226(13) -0.1337(3) 0.82103(9) 0.0236(3) Uani 1 1 d . . . . .
H5A H 0.686562 -0.237175 0.784143 0.035 Uiso 1 1 calc R U . . .
H5B H 0.593790 -0.205556 0.853555 0.035 Uiso 1 1 calc R U . . .
H5C H 0.714954 -0.073335 0.857216 0.035 Uiso 1 1 calc R U . . .
O6 O 0.54368(9) 0.18802(17) 0.82168(6) 0.0195(2) Uani 1 1 d . . . . .
C7 C 0.48232(11) 0.3665(2) 0.79023(8) 0.0163(3) Uani 1 1 d . . . . .
O8 O 0.44078(11) 0.47684(17) 0.84262(7) 0.0240(2) Uani 1 1 d . . . . .
C9 C 0.47832(11) 0.3987(2) 0.70345(7) 0.0143(2) Uani 1 1 d . . . . .
C10 C 0.41244(11) 0.5794(2) 0.66920(8) 0.0145(2) Uani 1 1 d . . . . .
C11 C 0.33518(13) 0.7173(2) 0.71971(9) 0.0204(3) Uani 1 1 d . . . . .
H11A H 0.289639 0.815916 0.684112 0.031 Uiso 1 1 calc R U . . .
H11B H 0.384770 0.799246 0.758962 0.031 Uiso 1 1 calc R U . . .
H11C H 0.280855 0.626376 0.748920 0.031 Uiso 1 1 calc R U . . .
O12 O 0.41242(9) 0.62806(16) 0.59558(6) 0.0181(2) Uani 1 1 d . . . . .
O13 O 0.33927(9) 0.33151(18) 0.46291(6) 0.0211(2) Uani 1 1 d . . . . .
C14 C 0.20985(15) -0.0107(2) 0.48703(10) 0.0231(3) Uani 1 1 d . . . . .
H14A H 0.167458 0.024279 0.435416 0.035 Uiso 1 1 calc R U . . .
H14B H 0.154619 -0.073016 0.524529 0.035 Uiso 1 1 calc R U . . .
H14C H 0.272794 -0.113728 0.477192 0.035 Uiso 1 1 calc R U . . .
C15 C 0.13924(14) 0.3760(2) 0.53695(10) 0.0262(3) Uani 1 1 d . . . . .
H15A H 0.157836 0.520921 0.556374 0.039 Uiso 1 1 calc R U . . .
H15B H 0.087730 0.305453 0.574940 0.039 Uiso 1 1 calc R U . . .
H15C H 0.098814 0.383807 0.483018 0.039 Uiso 1 1 calc R U . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0047(9) . ?
Zn1 O1 2.0047(9) 3_666 ?
Zn1 O12 2.0606(9) 3_666 ?
Zn1 O12 2.0606(9) . ?
Zn1 O13 2.1651(10) . ?
Zn1 O13 2.1651(10) 3_666 ?
S1 O13 1.5217(10) . ?
S1 C14 1.7814(15) . ?
S1 C15 1.7858(15) . ?
O1 C2 1.2620(16) . ?
C2 C9 1.4378(18) . ?
C2 C3 1.4470(18) . ?
C3 C4 1.3333(19) . ?
C3 H3 0.9500 . ?
C4 O6 1.3642(18) . ?
C4 C5 1.4854(19) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
O6 C7 1.4003(16) . ?
C7 O8 1.2162(18) . ?
C7 C9 1.4405(17) . ?
C9 C10 1.4524(18) . ?
C10 O12 1.2489(16) . ?
C10 C11 1.5062(18) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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
O1 Zn1 O1 180.0 . 3_666 ?
O1 Zn1 O12 94.30(4) . 3_666 ?
O1 Zn1 O12 85.70(4) 3_666 3_666 ?
O1 Zn1 O12 85.70(4) . . ?
O1 Zn1 O12 94.30(4) 3_666 . ?
O12 Zn1 O12 180.0 3_666 . ?
O1 Zn1 O13 90.33(4) . . ?
O1 Zn1 O13 89.67(4) 3_666 . ?
O12 Zn1 O13 91.40(4) 3_666 . ?
O12 Zn1 O13 88.60(4) . . ?
O1 Zn1 O13 89.67(4) . 3_666 ?
O1 Zn1 O13 90.33(4) 3_666 3_666 ?
O12 Zn1 O13 88.60(4) 3_666 3_666 ?
O12 Zn1 O13 91.40(4) . 3_666 ?
O13 Zn1 O13 180.0 . 3_666 ?
O13 S1 C14 105.48(7) . . ?
O13 S1 C15 105.47(7) . . ?
C14 S1 C15 97.76(8) . . ?
C2 O1 Zn1 130.36(9) . . ?
O1 C2 C9 125.95(12) . . ?
O1 C2 C3 116.47(12) . . ?
C9 C2 C3 117.58(12) . . ?
C4 C3 C2 121.07(13) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 O6 121.69(13) . . ?
C3 C4 C5 126.73(14) . . ?
O6 C4 C5 111.57(12) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 O6 C7 122.21(10) . . ?
O8 C7 O6 113.08(12) . . ?
O8 C7 C9 128.91(13) . . ?
O6 C7 C9 117.99(11) . . ?
C2 C9 C7 119.17(12) . . ?
C2 C9 C10 121.80(11) . . ?
C7 C9 C10 118.99(12) . . ?
O12 C10 C9 122.83(12) . . ?
O12 C10 C11 114.98(12) . . ?
C9 C10 C11 122.14(11) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 O12 Zn1 131.88(9) . . ?
S1 O13 Zn1 116.20(5) . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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 O1 C2 C9 6.4(2) . . . . ?
Zn1 O1 C2 C3 -173.80(9) . . . . ?
O1 C2 C3 C4 174.13(13) . . . . ?
C9 C2 C3 C4 -6.03(19) . . . . ?
C2 C3 C4 O6 3.1(2) . . . . ?
C2 C3 C4 C5 -175.66(13) . . . . ?
C3 C4 O6 C7 1.7(2) . . . . ?
C5 C4 O6 C7 -179.33(12) . . . . ?
C4 O6 C7 O8 178.01(13) . . . . ?
C4 O6 C7 C9 -3.30(18) . . . . ?
O1 C2 C9 C7 -175.91(12) . . . . ?
C3 C2 C9 C7 4.27(18) . . . . ?
O1 C2 C9 C10 6.0(2) . . . . ?
C3 C2 C9 C10 -173.84(12) . . . . ?
O8 C7 C9 C2 178.60(14) . . . . ?
O6 C7 C9 C2 0.15(18) . . . . ?
O8 C7 C9 C10 -3.2(2) . . . . ?
O6 C7 C9 C10 178.31(11) . . . . ?
C2 C9 C10 O12 -7.7(2) . . . . ?
C7 C9 C10 O12 174.16(12) . . . . ?
C2 C9 C10 C11 169.93(12) . . . . ?
C7 C9 C10 C11 -8.18(19) . . . . ?
C9 C10 O12 Zn1 -2.6(2) . . . . ?
C11 C10 O12 Zn1 179.57(9) . . . . ?
C14 S1 O13 Zn1 -145.86(7) . . . . ?
C15 S1 O13 Zn1 111.31(8) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .RES file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .HKL SHELXL file: job.hkl
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 1 (AT23_ZnLAH)                                #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################


