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

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

data_sq1
_database_code_depnum_ccdc_archive 'CCDC 2035830'
_audit_update_record             
;
2020-10-07 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.61 H1.55 O2.06 S0.26 Zn0.39'
_chemical_formula_weight         111.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   16.93290(10)
_cell_length_b                   16.73970(10)
_cell_length_c                   24.8806(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7052.45(8)
_cell_formula_units_Z            31
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    39911
_cell_measurement_theta_min      3.6920
_cell_measurement_theta_max      74.1440

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.814
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.053
_shelx_estimated_absorpt_T_min   0.628
_shelx_estimated_absorpt_T_max   0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53324
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79647
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.553
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6524
_reflns_number_gt                6040
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0540P)²+4.0014P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6524
_refine_ls_number_parameters     229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0974
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.81803(2) 0.2500 0.57918(2) 0.02321(10) Uani 1 2 d S T P . .
Zn2 Zn 1.03226(2) 0.63719(2) 0.39577(2) 0.02371(9) Uani 1 1 d . . . . .
C1 C 0.86539(11) 0.40131(12) 0.51560(7) 0.0308(4) Uani 1 1 d . . . . .
C2 C 0.84369(12) 0.45173(13) 0.46775(8) 0.0343(4) Uani 1 1 d . . . . .
C3 C 0.77029(13) 0.43933(15) 0.44363(9) 0.0475(6) Uani 1 1 d . . . . .
H3A H 0.7340 0.4034 0.4578 0.057 Uiso 1 1 calc R U . . .
C4 C 0.89567(11) 0.50803(12) 0.44720(7) 0.0321(4) Uani 1 1 d . . . . .
H4A H 0.9431 0.5171 0.4650 0.039 Uiso 1 1 calc R U . . .
C5 C 0.75409(13) 0.48203(16) 0.39848(9) 0.0486(6) Uani 1 1 d . . . . .
C6 C 0.87877(11) 0.55237(12) 0.39985(7) 0.0312(4) Uani 1 1 d . . . . .
C7 C 0.80569(12) 0.53689(14) 0.37477(8) 0.0374(5) Uani 1 1 d . . . . .
C8 C 0.77556(12) 0.56996(14) 0.32382(8) 0.0384(5) Uani 1 1 d . . . . .
C9 C 0.70068(13) 0.54078(16) 0.31053(10) 0.0506(6) Uani 1 1 d . . . . .
C10 C 0.81162(12) 0.62137(14) 0.28781(9) 0.0411(5) Uani 1 1 d . . . . .
H10A H 0.8610 0.6429 0.2954 0.049 Uiso 1 1 calc R U . . .
C11 C 0.66156(14) 0.55977(17) 0.26413(10) 0.0528(7) Uani 1 1 d . . . . .
H11A H 0.6116 0.5393 0.2570 0.063 Uiso 1 1 calc R U . . .
C12 C 0.77334(13) 0.64038(14) 0.24030(9) 0.0432(5) Uani 1 1 d . . . . .
H12A H 0.7983 0.6741 0.2159 0.052 Uiso 1 1 calc R U . . .
C13 C 0.69900(12) 0.61070(14) 0.22791(8) 0.0389(5) Uani 1 1 d . . . . .
C14 C 0.65831(12) 0.63356(13) 0.17660(8) 0.0352(4) Uani 1 1 d . . . . .
O1 O 0.69783(12) 0.2500 0.56919(9) 0.0431(5) Uani 1 2 d DS T P . .
H1A H 0.686(5) 0.2500 0.6024(9) 0.19(4) Uiso 1 2 d DS . P . .
O2 O 0.82511(9) 0.34059(9) 0.52314(6) 0.0400(3) Uani 1 1 d . . . . .
O3 O 0.92341(8) 0.42460(9) 0.54379(5) 0.0375(3) Uani 1 1 d . . . . .
O4 O 0.69806(10) 0.66836(13) 0.14206(7) 0.0621(5) Uani 1 1 d . . . . .
O5 O 0.58681(9) 0.61483(10) 0.17210(6) 0.0431(4) Uani 1 1 d . . . . .
O6 O 0.92683(8) 0.60542(9) 0.37933(6) 0.0392(3) Uani 1 1 d . . . . .
O7 O 1.05179(11) 0.7500 0.41648(7) 0.0278(4) Uani 1 2 d S T P . .
S1 S 0.66506(4) 0.47705(6) 0.36153(3) 0.0794(3) Uani 1 1 d . . . . .
O8 O 0.60160(11) 0.5145(2) 0.39092(10) 0.1247(14) Uani 1 1 d . . . . .
O9 O 0.65053(18) 0.39887(18) 0.34101(12) 0.1299(14) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.050(2) . ?
Zn1 O2 2.0636(14) . ?
Zn1 O2 2.0637(14) 7_565 ?
Zn1 O4 2.0952(16) 2_665 ?
Zn1 O4 2.0952(16) 8_756 ?
Zn1 O7 2.2069(18) 5_766 ?
Zn2 O6 1.9071(13) . ?
Zn2 O5 1.9607(14) 6_656 ?
Zn2 O3 1.9736(13) 5_766 ?
Zn2 O7 1.9852(6) . ?
C1 O2 1.238(2) . ?
C1 O3 1.269(2) . ?
C1 C2 1.505(3) . ?
C2 C4 1.387(3) . ?
C2 C3 1.396(3) . ?
C3 C5 1.359(3) . ?
C3 H3A 0.9300 . ?
C4 C6 1.422(3) . ?
C4 H4A 0.9300 . ?
C5 C7 1.398(3) . ?
C5 S1 1.768(2) . ?
C6 O6 1.308(2) . ?
C6 C7 1.410(3) . ?
C7 C8 1.474(3) . ?
C8 C10 1.384(3) . ?
C8 C9 1.399(3) . ?
C9 C11 1.368(3) . ?
C9 S1 1.764(2) . ?
C10 C12 1.385(3) . ?
C10 H10A 0.9300 . ?
C11 C13 1.393(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.388(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.500(3) . ?
C14 O4 1.237(3) . ?
C14 O5 1.256(3) . ?
O1 H1A 0.852(10) . ?
O3 Zn2 1.9736(13) 5_766 ?
O4 Zn1 2.0952(16) 2_664 ?
O5 Zn2 1.9607(14) 6_556 ?
O7 Zn2 1.9852(6) 7_575 ?
O7 Zn1 2.2070(18) 5_766 ?
S1 O9 1.426(3) . ?
S1 O8 1.443(3) . ?

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 O2 88.61(6) . . ?
O1 Zn1 O2 88.61(6) . 7_565 ?
O2 Zn1 O2 94.59(9) . 7_565 ?
O1 Zn1 O4 87.79(7) . 2_665 ?
O2 Zn1 O4 91.88(8) . 2_665 ?
O2 Zn1 O4 172.52(7) 7_565 2_665 ?
O1 Zn1 O4 87.79(7) . 8_756 ?
O2 Zn1 O4 172.52(7) . 8_756 ?
O2 Zn1 O4 91.88(8) 7_565 8_756 ?
O4 Zn1 O4 81.43(13) 2_665 8_756 ?
O1 Zn1 O7 175.84(8) . 5_766 ?
O2 Zn1 O7 88.57(5) . 5_766 ?
O2 Zn1 O7 88.57(5) 7_565 5_766 ?
O4 Zn1 O7 95.35(6) 2_665 5_766 ?
O4 Zn1 O7 95.35(6) 8_756 5_766 ?
O6 Zn2 O5 101.72(6) . 6_656 ?
O6 Zn2 O3 111.92(6) . 5_766 ?
O5 Zn2 O3 112.15(7) 6_656 5_766 ?
O6 Zn2 O7 118.48(7) . . ?
O5 Zn2 O7 109.07(7) 6_656 . ?
O3 Zn2 O7 103.72(7) 5_766 . ?
O2 C1 O3 126.51(17) . . ?
O2 C1 C2 116.47(17) . . ?
O3 C1 C2 117.01(17) . . ?
C4 C2 C3 120.51(18) . . ?
C4 C2 C1 121.17(17) . . ?
C3 C2 C1 118.31(17) . . ?
C5 C3 C2 117.18(19) . . ?
C5 C3 H3A 121.4 . . ?
C2 C3 H3A 121.4 . . ?
C2 C4 C6 122.16(17) . . ?
C2 C4 H4A 118.9 . . ?
C6 C4 H4A 118.9 . . ?
C3 C5 C7 124.6(2) . . ?
C3 C5 S1 125.24(17) . . ?
C7 C5 S1 110.15(15) . . ?
O6 C6 C7 119.86(16) . . ?
O6 C6 C4 123.55(17) . . ?
C7 C6 C4 116.59(17) . . ?
C5 C7 C6 118.84(18) . . ?
C5 C7 C8 113.15(17) . . ?
C6 C7 C8 127.97(18) . . ?
C10 C8 C9 117.65(18) . . ?
C10 C8 C7 129.59(18) . . ?
C9 C8 C7 112.70(18) . . ?
C11 C9 C8 123.9(2) . . ?
C11 C9 S1 125.58(17) . . ?
C8 C9 S1 110.56(15) . . ?
C8 C10 C12 119.26(19) . . ?
C8 C10 H10A 120.4 . . ?
C12 C10 H10A 120.4 . . ?
C9 C11 C13 117.9(2) . . ?
C9 C11 H11A 121.1 . . ?
C13 C11 H11A 121.1 . . ?
C10 C12 C13 122.12(19) . . ?
C10 C12 H12A 118.9 . . ?
C13 C12 H12A 118.9 . . ?
C12 C13 C11 119.22(19) . . ?
C12 C13 C14 120.94(18) . . ?
C11 C13 C14 119.84(19) . . ?
O4 C14 O5 125.46(18) . . ?
O4 C14 C13 117.47(19) . . ?
O5 C14 C13 117.06(17) . . ?
Zn1 O1 H1A 97(6) . . ?
C1 O2 Zn1 137.52(13) . . ?
C1 O3 Zn2 123.70(12) . 5_766 ?
C14 O4 Zn1 139.03(15) . 2_664 ?
C14 O5 Zn2 118.91(13) . 6_556 ?
C6 O6 Zn2 133.46(12) . . ?
Zn2 O7 Zn2 144.06(10) 7_575 . ?
Zn2 O7 Zn1 100.32(5) 7_575 5_766 ?
Zn2 O7 Zn1 100.32(5) . 5_766 ?
O9 S1 O8 116.9(2) . . ?
O9 S1 C9 110.89(15) . . ?
O8 S1 C9 110.87(16) . . ?
O9 S1 C5 112.13(16) . . ?
O8 S1 C5 110.54(15) . . ?
C9 S1 C5 93.09(10) . . ?

_refine_diff_density_max         0.508
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-2

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.014 -0.010 -0.003 4704 1162 ' '
_platon_squeeze_details          
;
;

