# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_matthew_zn_malate_a
_database_code_depnum_ccdc_archive 'CCDC 2234180'
loop_
_audit_author_name
_audit_author_address
'Ruoming Tian'
;University of New South Wales
Australia
;
_audit_update_record             
;
2023-01-04 deposited with the CCDC.	2023-06-29 downloaded from the CCDC.
;
_audit_creation_date             2022-04-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H8 O7 Zn, H2 O'
_chemical_formula_sum            'C4 H10 O8 Zn'
_chemical_formula_weight         251.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   5.7928(3)
_cell_length_b                   16.5335(8)
_cell_length_c                   8.7909(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.811(2)
_cell_angle_gamma                90
_cell_volume                     837.62(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9540
_cell_measurement_temperature    120.00
_cell_measurement_theta_max      27.507
_cell_measurement_theta_min      2.464
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.947
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0929 before and 0.0773 after correction.
The Ratio of minimum to maximum transmission is 0.8613.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.994
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            24480
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.582
_diffrn_reflns_theta_min         2.464
_diffrn_ambient_temperature      120.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.941
_reflns_Friedel_fraction_full    0.960
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                1865
_reflns_number_total             1896
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         1.417
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
 Flack x determined using 870 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.087(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1896
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0267
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+2.1772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0664
_refine_ls_wR_factor_ref         0.0670
_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 O(H) groups, All O(H,H) groups
2.a Rotating group:
 O7(H7A,H7B)
2.b Ternary CH refined with riding coordinates:
 C2(H2)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.52827(7) 0.57819(2) 0.28644(7) 0.01523(14) Uani 1 1 d . . . . .
O7 O 0.4571(6) 0.6201(2) 0.4990(4) 0.0196(7) Uani 1 1 d . . . . .
H7A H 0.522836 0.667025 0.516394 0.029 Uiso 1 1 d R U . . .
H7B H 0.523957 0.588735 0.569973 0.029 Uiso 1 1 d R U . . .
O2 O 0.0135(6) 0.2757(2) 0.5847(4) 0.0204(7) Uani 1 1 d . . . . .
O5 O 0.5630(6) 0.4567(2) 0.5581(4) 0.0201(7) Uani 1 1 d . . . . .
O6 O 0.4463(6) 0.45862(19) 0.3092(4) 0.0182(7) Uani 1 1 d . . . . .
O8 O 0.8724(6) 0.5573(2) 0.3569(5) 0.0194(7) Uani 1 1 d . . . . .
O1 O 0.2026(6) 0.3758(2) 0.7127(4) 0.0213(7) Uani 1 1 d . . . . .
O3 O 0.6044(6) 0.3035(2) 0.6967(4) 0.0193(7) Uani 1 1 d . . . . .
H3 H 0.734759 0.302401 0.662634 0.029 Uiso 1 1 calc R U . . .
O4 O -0.0160(7) 0.4220(2) 0.1618(5) 0.0248(8) Uani 1 1 d . . . . .
C2 C 0.4265(8) 0.2860(3) 0.5751(5) 0.0159(9) Uani 1 1 d . . . . .
H2 H 0.421529 0.226315 0.556316 0.019 Uiso 1 1 calc R U . . .
C1 C 0.1939(9) 0.3133(3) 0.6284(5) 0.0188(9) Uani 1 1 d . . . . .
C3 C 0.4657(9) 0.3296(3) 0.4266(6) 0.0196(10) Uani 1 1 d . . . . .
H3A H 0.333485 0.316992 0.349904 0.024 Uiso 1 1 calc R U . . .
H3B H 0.606946 0.306877 0.388285 0.024 Uiso 1 1 calc R U . . .
C4 C 0.4926(8) 0.4217(3) 0.4351(6) 0.0165(9) Uani 1 1 d . . . . .
H4A H 0.131(13) 0.424(3) 0.175(8) 0.018(15) Uiso 1 1 d . . . . .
H8A H 0.974(11) 0.577(3) 0.310(8) 0.017(16) Uiso 1 1 d . . . . .
H4B H -0.077(18) 0.450(6) 0.222(12) 0.06(3) Uiso 1 1 d . . . . .
H8B H 0.914(18) 0.557(6) 0.447(14) 0.07(3) Uiso 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0219(2) 0.0116(2) 0.0121(2) 0.0000(3) 0.00142(15) -0.0007(3)
O7 0.0296(18) 0.0134(15) 0.0163(17) -0.0001(12) 0.0050(14) -0.0004(13)
O2 0.0240(17) 0.0166(15) 0.0204(18) -0.0030(13) 0.0009(13) -0.0020(13)
O5 0.0321(19) 0.0162(16) 0.0115(16) -0.0001(13) -0.0003(13) -0.0027(14)
O6 0.0295(18) 0.0132(15) 0.0118(16) 0.0012(12) 0.0014(13) -0.0008(12)
O8 0.0182(17) 0.0246(18) 0.0155(18) 0.0032(14) 0.0021(14) -0.0021(13)
O1 0.0209(16) 0.0183(16) 0.0248(18) -0.0078(14) 0.0029(13) -0.0005(13)
O3 0.0207(16) 0.0186(16) 0.0184(18) -0.0014(13) 0.0009(13) 0.0006(13)
O4 0.026(2) 0.026(2) 0.021(2) -0.0059(15) -0.0025(15) 0.0034(15)
C2 0.022(2) 0.0110(19) 0.015(2) -0.0004(16) 0.0008(17) -0.0001(16)
C1 0.027(2) 0.015(2) 0.015(2) 0.0019(17) 0.0052(19) 0.0004(18)
C3 0.029(3) 0.016(2) 0.015(2) 0.0001(17) 0.006(2) 0.0007(18)
C4 0.021(2) 0.014(2) 0.014(2) 0.0009(17) 0.0054(18) 0.0013(17)

_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 O7 2.072(3) . ?
Zn1 O5 2.118(4) 2_564 ?
Zn1 O6 2.048(3) . ?
Zn1 O8 2.056(4) . ?
Zn1 O1 2.076(4) 2_564 ?
Zn1 O3 2.171(3) 2_564 ?
O7 H7A 0.8716 . ?
O7 H7B 0.8710 . ?
O2 C1 1.244(6) . ?
O5 C4 1.257(6) . ?
O6 C4 1.268(6) . ?
O8 H8A 0.82(6) . ?
O8 H8B 0.80(12) . ?
O1 C1 1.269(6) . ?
O3 H3 0.8400 . ?
O3 C2 1.437(6) . ?
O4 H4A 0.85(7) . ?
O4 H4B 0.81(11) . ?
C2 H2 1.0000 . ?
C2 C1 1.539(7) . ?
C2 C3 1.529(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.531(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Zn1 O5 172.79(15) . 2_564 ?
O7 Zn1 O1 84.35(15) . 2_564 ?
O7 Zn1 O3 95.35(14) . 2_564 ?
O5 Zn1 O3 81.85(13) 2_564 2_564 ?
O6 Zn1 O7 99.49(13) . . ?
O6 Zn1 O5 82.83(13) . 2_564 ?
O6 Zn1 O8 92.04(15) . . ?
O6 Zn1 O1 99.92(14) . 2_564 ?
O6 Zn1 O3 164.36(13) . 2_564 ?
O8 Zn1 O7 93.44(15) . . ?
O8 Zn1 O5 93.29(15) . 2_564 ?
O8 Zn1 O1 168.04(13) . 2_564 ?
O8 Zn1 O3 91.97(14) . 2_564 ?
O1 Zn1 O5 88.53(15) 2_564 2_564 ?
O1 Zn1 O3 76.57(13) 2_564 2_564 ?
Zn1 O7 H7A 109.4 . . ?
Zn1 O7 H7B 109.5 . . ?
H7A O7 H7B 104.4 . . ?
C4 O5 Zn1 129.5(3) . 2_565 ?
C4 O6 Zn1 121.3(3) . . ?
Zn1 O8 H8A 120(5) . . ?
Zn1 O8 H8B 119(8) . . ?
H8A O8 H8B 110(9) . . ?
C1 O1 Zn1 117.5(3) . 2_565 ?
Zn1 O3 H3 111.9 2_565 . ?
C2 O3 Zn1 107.2(3) . 2_565 ?
C2 O3 H3 109.5 . . ?
H4A O4 H4B 112(8) . . ?
O3 C2 H2 109.2 . . ?
O3 C2 C1 107.3(4) . . ?
O3 C2 C3 112.5(4) . . ?
C1 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C3 C2 C1 109.4(4) . . ?
O2 C1 O1 124.8(5) . . ?
O2 C1 C2 119.5(4) . . ?
O1 C1 C2 115.7(4) . . ?
C2 C3 H3A 108.1 . . ?
C2 C3 H3B 108.1 . . ?
C2 C3 C4 116.8(4) . . ?
H3A C3 H3B 107.3 . . ?
C4 C3 H3A 108.1 . . ?
C4 C3 H3B 108.1 . . ?
O5 C4 O6 123.4(4) . . ?
O5 C4 C3 121.5(4) . . ?
O6 C4 C3 115.1(4) . . ?

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 O5 C4 O6 153.4(4) 2_565 . . . ?
Zn1 O5 C4 C3 -29.0(7) 2_565 . . . ?
Zn1 O6 C4 O5 9.3(7) . . . . ?
Zn1 O6 C4 C3 -168.4(3) . . . . ?
Zn1 O1 C1 O2 174.6(4) 2_565 . . . ?
Zn1 O1 C1 C2 -7.4(5) 2_565 . . . ?
Zn1 O3 C2 C1 -41.8(4) 2_565 . . . ?
Zn1 O3 C2 C3 78.6(4) 2_565 . . . ?
O3 C2 C1 O2 -147.6(4) . . . . ?
O3 C2 C1 O1 34.3(6) . . . . ?
O3 C2 C3 C4 -55.2(5) . . . . ?
C2 C3 C4 O5 25.1(7) . . . . ?
C2 C3 C4 O6 -157.1(4) . . . . ?
C1 C2 C3 C4 64.0(5) . . . . ?
C3 C2 C1 O2 90.1(5) . . . . ?
C3 C2 C1 O1 -88.0(5) . . . . ?

_shelx_res_file                  
;
TITL Matthew_Zn_malate_a.res in Cc
    matthew_zn_malate_a.res
    created by SHELXL-2018/3 at 14:18:44 on 27-Apr-2022
REM Old TITL Matthew_Zn_malate in Cc
REM SHELXT solution in Cc: R1 0.058, Rweak 0.021, Alpha 0.001
REM <I/s> 3.200 for 31 systematic absences, Orientation as input
REM Flack x = 0.092 ( 0.006 ) from 785 Parsons' quotients
REM Formula found by SHELXT: C4 O8 Zn
CELL 0.71073 5.7928 16.5335 8.7909 90 95.811 90
ZERR 4 0.0003 0.0008 0.0004 0 0.002 0
LATT -7
SYMM +X,-Y,0.5+Z
SFAC C H O Zn
UNIT 16 40 32 4

L.S. 10
PLAN  20
TEMP -153.15
CONF
BOND
LIST 6
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\Matthew_Zn_malate_a.hkl">
REM </olex2.extras>

WGHT    0.034500    2.177200
FVAR       0.48239
ZN1   4    0.528266    0.578189    0.286443    11.00000    0.02194    0.01164 =
         0.01206    0.00000    0.00142   -0.00072
O7    3    0.457134    0.620051    0.498964    11.00000    0.02960    0.01338 =
         0.01631   -0.00015    0.00503   -0.00042
AFIX   7
H7A   2    0.522836    0.667025    0.516394    11.00000   -1.50000
H7B   2    0.523957    0.588735    0.569973    11.00000   -1.50000
AFIX   0
O2    3    0.013469    0.275671    0.584677    11.00000    0.02404    0.01659 =
         0.02043   -0.00303    0.00088   -0.00196
O5    3    0.562973    0.456674    0.558060    11.00000    0.03209    0.01622 =
         0.01149   -0.00014   -0.00035   -0.00265
O6    3    0.446297    0.458620    0.309243    11.00000    0.02954    0.01322 =
         0.01177    0.00116    0.00139   -0.00085
O8    3    0.872442    0.557271    0.356865    11.00000    0.01822    0.02460 =
         0.01547    0.00319    0.00206   -0.00207
O1    3    0.202641    0.375755    0.712727    11.00000    0.02088    0.01827 =
         0.02475   -0.00776    0.00293   -0.00051
O3    3    0.604429    0.303546    0.696668    11.00000    0.02074    0.01861 =
         0.01838   -0.00137    0.00086    0.00061
AFIX 147
H3    2    0.734759    0.302401    0.662634    11.00000   -1.50000
AFIX   0

O4    3   -0.015987    0.422025    0.161759    11.00000    0.02636    0.02636 =
         0.02073   -0.00591   -0.00249    0.00342
C2    1    0.426514    0.285971    0.575110    11.00000    0.02205    0.01095 =
         0.01459   -0.00044    0.00079   -0.00008
AFIX  13
H2    2    0.421529    0.226315    0.556316    11.00000   -1.20000
AFIX   0
C1    1    0.193943    0.313332    0.628437    11.00000    0.02727    0.01494 =
         0.01486    0.00185    0.00524    0.00045
C3    1    0.465695    0.329615    0.426598    11.00000    0.02888    0.01557 =
         0.01530    0.00012    0.00641    0.00070
AFIX  23
H3A   2    0.333485    0.316992    0.349904    11.00000   -1.20000
H3B   2    0.606946    0.306877    0.388285    11.00000   -1.20000
AFIX   0
C4    1    0.492577    0.421677    0.435086    11.00000    0.02137    0.01446 =
         0.01441    0.00094    0.00541    0.00126

H4A   2    0.131067    0.424149    0.174950    11.00000    0.01764
H8A   2    0.973913    0.576682    0.309561    11.00000    0.01665
H4B   2   -0.076859    0.450103    0.222382    11.00000    0.06010
H8B   2    0.913744    0.557213    0.446633    11.00000    0.06837
HKLF 4




REM  Matthew_Zn_malate_a.res in Cc
REM wR2 = 0.0670, GooF = S = 1.091, Restrained GooF = 1.091 for all data
REM R1 = 0.0267 for 1865 Fo > 4sig(Fo) and 0.0276 for all 1896 data
REM 136 parameters refined using 2 restraints

END

WGHT      0.0331      2.2449

REM Highest difference peak  1.417,  deepest hole -0.418,  1-sigma level  0.081
Q1    1   0.3739  0.5802  0.2805  11.00000  0.05    1.42
Q2    1   0.6874  0.5806  0.2965  11.00000  0.05    1.20
Q3    1   0.5985  0.4604  0.3229  11.00000  0.05    0.42
Q4    1   1.0867  0.5526  0.3487  11.00000  0.05    0.38
Q5    1   0.5843  0.6198  0.5071  11.00000  0.05    0.36
Q6    1   0.5327  0.6239  0.2828  11.00000  0.05    0.34
Q7    1   0.6900  0.3663  0.7232  11.00000  0.05    0.30
Q8    1   0.3085  0.2978  0.6234  11.00000  0.05    0.30
Q9    1   0.1586  0.2684  0.5852  11.00000  0.05    0.29
Q10   1   0.3905  0.4597  0.5577  11.00000  0.05    0.28
Q11   1   0.3688  0.3696  0.7206  11.00000  0.05    0.28
Q12   1  -0.1381  0.2715  0.5748  11.00000  0.05    0.25
Q13   1   0.5254  0.5213  0.2952  11.00000  0.05    0.25
Q14   1   0.3700  0.3639  0.8410  11.00000  0.05    0.25
Q15   1   0.6319  0.3285  0.4387  11.00000  0.05    0.25
Q16   1   0.6937  0.4562  0.5514  11.00000  0.05    0.24
Q17   1   0.6977  0.2622  0.3217  11.00000  0.05    0.24
Q18   1   0.3522  0.6924  0.4354  11.00000  0.05    0.22
Q19   1   0.8467  0.5019  0.3596  11.00000  0.05    0.22
Q20   1   0.3525  0.5199  0.2598  11.00000  0.05    0.21
;
_shelx_res_checksum              29685
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT987_matthew_zn_malate_a 
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check 
RESPONSE: no twin law has been found.   
;
# end Validation Reply Form
####################################################################### 
# 
# 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_Zn_Succinate
_database_code_depnum_ccdc_archive 'CCDC 2234181'
loop_
_audit_author_name
_audit_author_address
'Ruoming Tian'
;University of New South Wales
Australia
;
_audit_update_record             
;
2023-01-04 deposited with the CCDC.	2023-06-29 downloaded from the CCDC.
;
_audit_creation_date             2022-10-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H4 O4 Zn'
_chemical_formula_sum            'C4 H4 O4 Zn'
_chemical_formula_weight         181.44
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 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'

_cell_length_a                   7.5865(3)
_cell_length_b                   5.9638(3)
_cell_length_c                   6.2422(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.423(2)
_cell_angle_gamma                90
_cell_volume                     267.95(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9391
_cell_measurement_temperature    120.00
_cell_measurement_theta_max      27.521
_cell_measurement_theta_min      4.438
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.661
_exptl_absorpt_coefficient_mu    4.507
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0844 before and 0.0564 after correction.
The Ratio of minimum to maximum transmission is 0.8244.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9125
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         4.438
_diffrn_ambient_temperature      120.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                614
_reflns_number_total             615
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.045(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     43
_refine_ls_number_reflns         615
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0116
_refine_ls_R_factor_gt           0.0091
_refine_ls_restrained_S_all      1.097
_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)+(0.0077P)²+0.1354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0230
_refine_ls_wR_factor_ref         0.0230
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.955(15)
 0.045(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
3. Rigid body (RIGU) restrains
 C2, C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
;
_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 0.000000 0.35192(2) 0.500000 0.01065(9) Uani 1 2 d S T P . .
O2 O 0.21178(17) 0.5555(2) 0.5973(2) 0.0148(3) Uani 1 1 d . . . . .
O1 O 0.50453(18) 0.6570(2) 0.7519(2) 0.0166(3) Uani 1 1 d . . . . .
C1 C 0.3700(2) 0.5292(3) 0.7436(3) 0.0116(3) Uani 1 1 d . . . . .
C2 C 0.4031(2) 0.3404(7) 0.9128(3) 0.0133(3) Uani 1 1 d . . . . .
H2A H 0.383840 0.195960 0.830493 0.016 Uiso 1 1 calc R U . . .
H2B H 0.309740 0.350459 0.992973 0.016 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.00754(12) 0.01245(12) 0.01000(12) 0.000 -0.00003(8) 0.000
O2 0.0107(6) 0.0151(6) 0.0148(6) 0.0026(5) -0.0012(5) -0.0018(5)
O1 0.0121(6) 0.0203(7) 0.0144(6) 0.0039(5) -0.0001(5) -0.0050(5)
C1 0.0105(8) 0.0140(8) 0.0095(8) -0.0017(6) 0.0019(6) -0.0013(6)
C2 0.0105(6) 0.0145(9) 0.0122(6) 0.0057(13) -0.0004(5) 0.0001(12)

_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 1.9513(13) 2_556 ?
Zn1 O2 1.9513(13) . ?
Zn1 O1 1.9471(13) 4_546 ?
Zn1 O1 1.9471(13) 3_445 ?
O2 C1 1.268(2) . ?
O1 C1 1.261(2) . ?
C1 C2 1.510(4) . ?
C2 C2 1.527(3) 2_657 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?

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 103.04(8) 2_556 . ?
O1 Zn1 O2 115.19(6) 4_546 . ?
O1 Zn1 O2 108.51(5) 4_546 2_556 ?
O1 Zn1 O2 115.19(6) 3_445 2_556 ?
O1 Zn1 O2 108.51(5) 3_445 . ?
O1 Zn1 O1 106.67(8) 4_546 3_445 ?
C1 O2 Zn1 130.27(12) . . ?
C1 O1 Zn1 121.33(12) . 3 ?
O2 C1 C2 120.44(16) . . ?
O1 C1 O2 121.64(16) . . ?
O1 C1 C2 117.92(16) . . ?
C1 C2 C2 114.11(13) . 2_657 ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C2 C2 H2A 108.7 2_657 . ?
C2 C2 H2B 108.7 2_657 . ?
H2A C2 H2B 107.6 . . ?

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 C1 O1 164.32(13) . . . . ?
Zn1 O2 C1 C2 -15.1(3) . . . . ?
Zn1 O1 C1 O2 -15.9(2) 3 . . . ?
Zn1 O1 C1 C2 163.46(16) 3 . . . ?
O2 C1 C2 C2 -176.19(16) . . . 2_657 ?
O1 C1 C2 C2 4.4(2) . . . 2_657 ?

_shelx_res_file                  
;
TITL Zn_maleate_monoC_b.res in C2
    znmaleate_b.res
    created by SHELXL-2018/3 at 20:33:22 on 20-Oct-2022
REM Old TITL Zn_maleate_monoC in C2
REM SHELXT solution in C2
REM R1 0.077, Rweak 0.194, Alpha 0.022, Orientation as input
REM Flack x = 0.045 ( 0.010 ) from Parsons' quotients
REM Formula found by SHELXT: C8 O2 Zn
CELL 0.71073 7.5865 5.9638 6.2422 90 108.423 90
ZERR 2 0.0003 0.0003 0.0003 0 0.002 0
LATT -7
SYMM -X,+Y,-Z
SFAC C H O Zn
UNIT 8 8 8 2
RIGU 0.001 0.001 C2 C1

L.S. 15
PLAN  5
SIZE 0.05 0.05 0.1
TEMP -153.15
CONF
LIST 6
MORE -1
BOND $H
fmap 2
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
OMIT 2 0 0
OMIT 0 2 2
OMIT -3 -1 1
OMIT -2 0 4
OMIT 0 0 1
REM <olex2.extras>
REM <HklSrc "%.\\ZnMaleate_b.hkl">
REM </olex2.extras>

WGHT    0.007700    0.135400
BASF   0.04464
FVAR       1.42289
ZN1   4    0.000000    0.351920    0.500000    10.50000    0.00754    0.01245 =
         0.01000    0.00000   -0.00003    0.00000
O2    3    0.211779    0.555509    0.597301    11.00000    0.01068    0.01513 =
         0.01475    0.00258   -0.00124   -0.00178
O1    3    0.504534    0.656970    0.751897    11.00000    0.01209    0.02027 =
         0.01435    0.00387   -0.00006   -0.00503
C1    1    0.370029    0.529194    0.743585    11.00000    0.01051    0.01401 =
         0.00946   -0.00173    0.00194   -0.00132
C2    1    0.403146    0.340406    0.912827    11.00000    0.01049    0.01454 =
         0.01219    0.00568   -0.00036    0.00013
AFIX  23
H2A   2    0.383840    0.195960    0.830493    11.00000   -1.20000
H2B   2    0.309740    0.350459    0.992973    11.00000   -1.20000
AFIX   0
HKLF 4




REM  Zn_maleate_monoC_b.res in C2
REM wR2 = 0.0230, GooF = S = 1.090, Restrained GooF = 1.097 for all data
REM R1 = 0.0091 for 614 Fo > 4sig(Fo) and 0.0116 for all 615 data
REM 43 parameters refined using 4 restraints

END

WGHT      0.0077      0.1354

REM Highest difference peak  0.323,  deepest hole -0.179,  1-sigma level  0.047
Q1    1   0.5000  0.3529  1.0000  10.50000  0.05    0.32
Q2    1   0.3809  0.4197  0.8078  11.00000  0.05    0.20
Q3    1   0.3818  0.2785  0.8018  11.00000  0.05    0.19
Q4    1   0.2779  0.5562  0.6739  11.00000  0.05    0.17
Q5    1   0.2772  0.1411  0.6849  11.00000  0.05    0.14
;
_shelx_res_checksum              53462
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.955(15)
2 0.045(15)

