# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_em-01-96_oval_shape_1
_database_code_depnum_ccdc_archive 'CCDC 2302220'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H9 Br2 N O5 Zn'
_chemical_formula_sum            'C11 H9 Br2 N O5 Zn'
_chemical_formula_weight         460.38
_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 0.0181 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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   12.8068(2)
_cell_length_b                   9.51590(10)
_cell_length_c                   16.9226(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.994(2)
_cell_angle_gamma                90
_cell_volume                     1912.24(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8095
_cell_measurement_temperature    300.15
_cell_measurement_theta_max      75.3240
_cell_measurement_theta_min      3.7260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.815
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.55564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'oval-shaped disk'
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15253
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.068
_diffrn_reflns_theta_min         3.733
_diffrn_ambient_temperature      300.15
_diffrn_detector_area_resol_mean 13.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3540
_reflns_number_total             3947
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3947
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.117
_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)+(0.0500P)²+0.4663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0916
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C7(H7), C3(H3)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_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
Br1 Br 0.01227(2) 0.10962(4) 0.35744(2) 0.05440(11) Uani 1 1 d . . . . .
Zn1 Zn 0.71415(3) 0.13050(3) 0.69617(2) 0.03842(10) Uani 1 1 d . . . . .
Br2 Br 0.29299(3) 0.05455(5) 0.69879(2) 0.07266(14) Uani 1 1 d . . . . .
O1 O 0.23068(16) 0.06684(19) 0.27447(11) 0.0427(4) Uani 1 1 d . . . . .
O2 O 0.23876(17) 0.29196(19) 0.30905(11) 0.0473(4) Uani 1 1 d . . . . .
O4 O 0.56770(16) 0.1671(2) 0.60703(13) 0.0563(5) Uani 1 1 d . . . . .
O5 O 0.82494(19) 0.2077(2) 0.65289(15) 0.0581(5) Uani 1 1 d . . . . .
O3 O 0.5263(2) 0.0165(3) 0.68818(16) 0.0783(8) Uani 1 1 d . . . . .
N1 N 0.9121(2) 0.3787(3) 0.60975(19) 0.0563(6) Uani 1 1 d . . . . .
C11 C 0.23862(18) 0.1644(2) 0.32591(14) 0.0346(4) Uani 1 1 d . . . . .
C9 C 0.2521(2) 0.1305(2) 0.41615(15) 0.0355(5) Uani 1 1 d . . . . .
C10 C 0.3585(2) 0.1271(3) 0.47892(16) 0.0398(5) Uani 1 1 d . . . . .
H10 H 0.420081 0.143718 0.463712 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1609(2) 0.1057(3) 0.43984(16) 0.0387(5) Uani 1 1 d . . . . .
C7 C 0.1759(2) 0.0802(3) 0.52334(17) 0.0452(6) Uani 1 1 d . . . . .
H7 H 0.113973 0.064133 0.538256 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3777(2) 0.0999(3) 0.56392(16) 0.0404(5) Uani 1 1 d . . . . .
C3 C 0.8416(2) 0.3343(3) 0.64199(17) 0.0471(6) Uani 1 1 d . . . . .
H3 H 0.800330 0.400994 0.658206 0.056 Uiso 1 1 calc R U . . .
C6 C 0.2838(2) 0.0784(3) 0.58522(16) 0.0443(5) Uani 1 1 d . . . . .
C4 C 0.4983(2) 0.0929(3) 0.62595(17) 0.0475(6) Uani 1 1 d . . . . .
C2 C 0.9295(4) 0.5278(4) 0.5990(3) 0.0704(9) Uani 1 1 d . . . . .
H2A H 0.897150 0.551461 0.539540 0.106 Uiso 1 1 calc R U . . .
H2B H 1.008739 0.547702 0.620624 0.106 Uiso 1 1 calc R U . . .
H2C H 0.894028 0.582328 0.629626 0.106 Uiso 1 1 calc R U . . .
C1 C 0.9805(5) 0.2833(5) 0.5839(5) 0.124(2) Uani 1 1 d . . . . .
H1A H 0.963834 0.188468 0.594566 0.186 Uiso 1 1 calc R U . . .
H1B H 1.058600 0.302725 0.615784 0.186 Uiso 1 1 calc R U . . .
H1C H 0.964644 0.295169 0.524216 0.186 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
Br1 C8 1.892(2) . ?
Zn1 O1 2.0024(18) 3_656 ?
Zn1 O2 1.9601(17) 4_666 ?
Zn1 O4 1.948(2) . ?
Zn1 O5 1.966(2) . ?
Zn1 C4 2.593(3) . ?
Br2 C6 1.895(2) . ?
O1 C11 1.250(3) . ?
O2 C11 1.247(3) . ?
O4 C4 1.267(4) . ?
O5 C3 1.250(3) . ?
O3 C4 1.218(4) . ?
N1 C3 1.289(4) . ?
N1 C2 1.458(4) . ?
N1 C1 1.437(5) . ?
C11 C9 1.506(3) . ?
C9 C10 1.379(4) . ?
C9 C8 1.391(3) . ?
C10 H10 0.9300 . ?
C10 C5 1.390(4) . ?
C8 C7 1.375(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.387(4) . ?
C5 C6 1.394(4) . ?
C5 C4 1.509(4) . ?
C3 H3 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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 C4 101.58(9) 3_656 . ?
O2 Zn1 O1 101.42(7) 4_666 3_656 ?
O2 Zn1 O5 110.32(9) 4_666 . ?
O2 Zn1 C4 104.68(9) 4_666 . ?
O4 Zn1 O1 120.51(9) . 3_656 ?
O4 Zn1 O2 116.38(9) . 4_666 ?
O4 Zn1 O5 105.34(10) . . ?
O4 Zn1 C4 28.08(9) . . ?
O5 Zn1 O1 101.88(8) . 3_656 ?
O5 Zn1 C4 132.46(10) . . ?
C11 O1 Zn1 126.46(15) . 3_656 ?
C11 O2 Zn1 125.16(16) . 4_565 ?
C4 O4 Zn1 105.54(18) . . ?
C3 O5 Zn1 127.00(18) . . ?
C3 N1 C2 122.4(3) . . ?
C3 N1 C1 121.7(3) . . ?
C1 N1 C2 115.9(3) . . ?
O1 C11 C9 119.7(2) . . ?
O2 C11 O1 124.7(2) . . ?
O2 C11 C9 115.5(2) . . ?
C10 C9 C11 119.4(2) . . ?
C10 C9 C8 117.9(2) . . ?
C8 C9 C11 122.6(2) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C5 122.8(2) . . ?
C5 C10 H10 118.6 . . ?
C9 C8 Br1 120.41(19) . . ?
C7 C8 Br1 118.42(18) . . ?
C7 C8 C9 121.2(2) . . ?
C8 C7 H7 120.2 . . ?
C8 C7 C6 119.6(2) . . ?
C6 C7 H7 120.2 . . ?
C10 C5 C6 117.4(2) . . ?
C10 C5 C4 117.8(2) . . ?
C6 C5 C4 124.8(2) . . ?
O5 C3 N1 124.3(3) . . ?
O5 C3 H3 117.9 . . ?
N1 C3 H3 117.9 . . ?
C7 C6 Br2 115.64(19) . . ?
C7 C6 C5 121.0(2) . . ?
C5 C6 Br2 123.2(2) . . ?
O4 C4 Zn1 46.38(13) . . ?
O4 C4 C5 115.6(2) . . ?
O3 C4 Zn1 76.59(17) . . ?
O3 C4 O4 123.0(3) . . ?
O3 C4 C5 121.4(3) . . ?
C5 C4 Zn1 161.9(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
Br1 C8 C7 C6 -179.2(2) . . . . ?
Zn1 O1 C11 O2 155.28(19) 3_656 . . . ?
Zn1 O1 C11 C9 -23.0(3) 3_656 . . . ?
Zn1 O2 C11 O1 5.4(4) 4_565 . . . ?
Zn1 O2 C11 C9 -176.25(15) 4_565 . . . ?
Zn1 O4 C4 O3 -0.7(4) . . . . ?
Zn1 O4 C4 C5 -178.15(18) . . . . ?
Zn1 O5 C3 N1 -176.7(2) . . . . ?
O1 C11 C9 C10 95.6(3) . . . . ?
O1 C11 C9 C8 -86.0(3) . . . . ?
O2 C11 C9 C10 -82.8(3) . . . . ?
O2 C11 C9 C8 95.5(3) . . . . ?
C11 C9 C10 C5 178.5(2) . . . . ?
C11 C9 C8 Br1 1.3(3) . . . . ?
C11 C9 C8 C7 -177.6(2) . . . . ?
C9 C10 C5 C6 -1.4(4) . . . . ?
C9 C10 C5 C4 177.4(2) . . . . ?
C9 C8 C7 C6 -0.3(4) . . . . ?
C10 C9 C8 Br1 179.68(18) . . . . ?
C10 C9 C8 C7 0.7(4) . . . . ?
C10 C5 C6 Br2 -174.93(19) . . . . ?
C10 C5 C6 C7 1.8(4) . . . . ?
C10 C5 C4 Zn1 24.6(7) . . . . ?
C10 C5 C4 O4 29.0(4) . . . . ?
C10 C5 C4 O3 -148.5(3) . . . . ?
C8 C9 C10 C5 0.1(4) . . . . ?
C8 C7 C6 Br2 175.9(2) . . . . ?
C8 C7 C6 C5 -1.1(4) . . . . ?
C6 C5 C4 Zn1 -156.6(5) . . . . ?
C6 C5 C4 O4 -152.3(3) . . . . ?
C6 C5 C4 O3 30.2(4) . . . . ?
C4 C5 C6 Br2 6.3(4) . . . . ?
C4 C5 C6 C7 -176.9(3) . . . . ?
C2 N1 C3 O5 -179.4(3) . . . . ?
C1 N1 C3 O5 -0.8(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 331.0 69.1 ?
2 0.500 0.500 0.500 331.0 69.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_em-01-73_1
_database_code_depnum_ccdc_archive 'CCDC 2302223'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H3 Br O4 Zn'
_chemical_formula_sum            'C8 H3 Br O4 Zn'
_chemical_formula_weight         308.38
_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 0.0181 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'
Br Br -0.6763 1.2805 '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'

_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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   28.4852(3)
_cell_length_b                   28.4852(3)
_cell_length_c                   7.90520(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5554.97(14)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    8821
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.4080
_cell_measurement_theta_min      5.3660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.489
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.51366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rods
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            21620
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.991
_diffrn_reflns_theta_min         5.379
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1313
_reflns_number_total             1372
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.902
_refine_diff_density_min         -1.696
_refine_diff_density_rms         0.171
_refine_ls_extinction_coef       0.00015(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     70
_refine_ls_number_reflns         1372
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.149
_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)+(0.1371P)²+26.4502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1998
_refine_ls_wR_factor_ref         0.2010
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained planarity
 C1_$1, C2_$1, C4_$1, H4_$1, C5, Br1, C4, H4, C2, C1, C3, H3
 with sigma of 0.1
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_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
Zn01 Zn 0.333333 0.28903(3) 0.166667 0.0301(4) Uani 1 2 d S T P . .
Br02 Br 0.45283(6) 0.22641(3) 1.04596(13) 0.0937(6) Uani 1 2 d S T P . .
O003 O 0.35522(15) 0.26122(14) 0.3556(5) 0.0495(9) Uani 1 1 d . . . . .
O004 O 0.38624(17) 0.31779(15) 0.5754(5) 0.0491(9) Uani 1 1 d . . . . .
C005 C 0.37811(17) 0.27605(18) 0.4954(5) 0.0366(9) Uani 1 1 d . . . . .
C006 C 0.3830(2) 0.19152(12) 0.5003(7) 0.0344(12) Uani 1 2 d S T P . .
H006 H 0.369462 0.184731 0.390506 0.041 Uiso 1 2 calc R U P . .
C007 C 0.39305(15) 0.23856(17) 0.5813(5) 0.0351(9) Uani 1 1 d . . . . .
C008 C 0.41575(19) 0.25023(17) 0.7423(6) 0.0406(10) Uani 1 1 d . . . . .
H008 H 0.423929 0.282472 0.796104 0.049 Uiso 1 1 calc R U . . .
C009 C 0.4258(3) 0.21291(16) 0.8201(9) 0.0453(15) Uani 1 2 d S T P . .


_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
Zn01 O003 1.934(3) . ?
Zn01 O003 1.934(3) 12 ?
Zn01 O004 1.934(3) 17 ?
Zn01 O004 1.933(3) 15_554 ?
Br02 C009 1.906(6) . ?
O003 C005 1.245(6) . ?
O004 C005 1.262(6) . ?
C005 C007 1.496(6) . ?
C006 H006 0.9300 . ?
C006 C007 1.380(5) 24 ?
C006 C007 1.380(5) . ?
C007 C008 1.390(6) . ?
C008 H008 0.9300 . ?
C008 C009 1.377(5) . ?

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
O003 Zn01 O003 110.4(2) 12 . ?
O004 Zn01 O003 102.09(16) 17 . ?
O004 Zn01 O003 102.10(16) 15_554 12 ?
O004 Zn01 O003 102.79(17) 15_554 . ?
O004 Zn01 O003 102.79(17) 17 12 ?
O004 Zn01 O004 135.6(3) 15_554 17 ?
C005 O003 Zn01 140.2(3) . . ?
C005 O004 Zn01 129.2(3) . 8 ?
O003 C005 O004 125.6(4) . . ?
O003 C005 C007 116.7(4) . . ?
O004 C005 C007 117.5(4) . . ?
C007 C006 H006 119.8 24 . ?
C007 C006 H006 119.8 . . ?
C007 C006 C007 120.3(5) . 24 ?
C006 C007 C005 119.2(4) . . ?
C006 C007 C008 120.2(4) . . ?
C008 C007 C005 120.6(4) . . ?
C007 C008 H008 120.8 . . ?
C009 C008 C007 118.4(4) . . ?
C009 C008 H008 120.8 . . ?
C008 C009 Br02 118.8(3) . . ?
C008 C009 Br02 118.8(3) 24 . ?
C008 C009 C008 122.4(6) 24 . ?

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
Zn01 O003 C005 O004 15.3(8) . . . . ?
Zn01 O003 C005 C007 -170.0(4) . . . . ?
Zn01 O004 C005 O003 -10.8(7) 8 . . . ?
Zn01 O004 C005 C007 174.5(3) 8 . . . ?
O003 C005 C007 C006 2.6(6) . . . . ?
O003 C005 C007 C008 -176.1(4) . . . . ?
O004 C005 C007 C006 177.8(5) . . . . ?
O004 C005 C007 C008 -0.9(5) . . . . ?
C005 C007 C008 C009 176.2(5) . . . . ?
C006 C007 C008 C009 -2.5(7) . . . . ?
C007 C006 C007 C005 -175.6(4) 24 . . . ?
C007 C006 C007 C008 3.1(8) 24 . . . ?
C007 C008 C009 Br02 -176.2(4) . . . . ?
C007 C008 C009 C008 2.0(11) . . . 24 ?


# start Validation Reply Form
_vrf_PLAT601_em-01-73_1          
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        614 Ang**3
RESPONSE: The porous nature of the material lends itself
to solvent molecules that are potentially disordered
across multiple positions as is common for
metal-organic frameworks. The crystal itself that was 
measured was left to dry in air prior to data collection and so
should logically contain a minimum amount of solvent molecules itself.
Any residual electron density that could still
be located from the Fourier difference map could not be
sensibly modelled, and so it was deemed that the material
had been adequately evacuated of the bulk solvent
contribution.
;
_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_em-01-78_1
_database_code_depnum_ccdc_archive 'CCDC 2302222'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H3 Cl O4 Zn'
_chemical_formula_sum            'C8 H3 Cl O4 Zn'
_chemical_formula_weight         263.92
_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 0.0181 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'
Cl Cl 0.3639 0.7018 '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'

_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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   28.4445(5)
_cell_length_b                   28.4445(5)
_cell_length_c                   7.82240(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5481.1(2)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    7360
_cell_measurement_temperature    295.15
_cell_measurement_theta_max      73.0110
_cell_measurement_theta_min      5.3780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.751
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.63000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             2340
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            24893
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.850
_diffrn_reflns_theta_min         5.387
_diffrn_ambient_temperature      295.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1253
_reflns_number_total             1357
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.937
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     69
_refine_ls_number_reflns         1357
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.125
_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)+(0.1028P)²+12.5876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained planarity
 C2_$1, C3, C2, C4, C5, C4_$1, C1, C1_$1, Cl1
 with sigma of 0.1
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_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 0.71111(2) 0.666667 0.166667 0.0356(3) Uani 1 2 d S T P . .
Cl1 Cl 0.77602(6) 0.55204(11) 1.0414(2) 0.1008(8) Uani 1 2 d S T P . .
O2 O 0.68177(10) 0.61312(12) 0.5796(3) 0.0533(6) Uani 1 1 d . . . . .
O1 O 0.73822(11) 0.64338(11) 0.3565(3) 0.0543(7) Uani 1 1 d . . . . .
C3 C 0.80781(8) 0.61562(17) 0.5029(5) 0.0403(9) Uani 1 2 d S T P . .
H3 H 0.814610 0.629221 0.392048 0.048 Uiso 1 2 calc R U P . .
C1 C 0.72358(14) 0.62131(13) 0.5000(4) 0.0418(7) Uani 1 1 d . . . . .
C2 C 0.76060(13) 0.60543(12) 0.5859(4) 0.0412(7) Uani 1 1 d . . . . .
C5 C 0.78747(13) 0.5749(3) 0.8299(7) 0.0540(12) Uani 1 2 d S T P . .
C4 C 0.75000(14) 0.58478(16) 0.7508(5) 0.0488(8) Uani 1 1 d . . . . .
H4 H 0.718271 0.577733 0.806707 0.059 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 1.940(2) 14_654 ?
Zn1 O2 1.940(2) 18_655 ?
Zn1 O1 1.936(3) 11_565 ?
Zn1 O1 1.936(3) . ?
Cl1 C5 1.748(5) . ?
O2 C1 1.257(4) . ?
O1 C1 1.252(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.385(4) 23_655 ?
C3 C2 1.385(4) . ?
C1 C2 1.497(4) . ?
C2 C4 1.386(5) . ?
C5 C4 1.377(4) 23_655 ?
C5 C4 1.377(4) . ?
C4 H4 0.9300 . ?

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 136.59(18) 14_654 18_655 ?
O1 Zn1 O2 102.87(12) 11_565 18_655 ?
O1 Zn1 O2 102.86(12) . 14_654 ?
O1 Zn1 O2 101.45(12) 11_565 14_654 ?
O1 Zn1 O2 101.45(12) . 18_655 ?
O1 Zn1 O1 110.59(17) 11_565 . ?
C1 O2 Zn1 128.7(2) . 9_565 ?
C1 O1 Zn1 140.4(2) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 H3 120.2 23_655 . ?
C2 C3 C2 119.7(4) . 23_655 ?
O2 C1 C2 117.7(3) . . ?
O1 C1 O2 125.7(3) . . ?
O1 C1 C2 116.5(3) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C4 120.5(3) . . ?
C4 C2 C1 120.6(3) . . ?
C4 C5 Cl1 118.8(2) 23_655 . ?
C4 C5 Cl1 118.8(2) . . ?
C4 C5 C4 122.3(5) . 23_655 ?
C2 C4 H4 120.7 . . ?
C5 C4 C2 118.5(3) . . ?
C5 C4 H4 120.7 . . ?

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 8.9(5) 9_565 . . . ?
Zn1 O2 C1 C2 -173.7(2) 9_565 . . . ?
Zn1 O1 C1 O2 -11.2(6) . . . . ?
Zn1 O1 C1 C2 171.4(3) . . . . ?
Cl1 C5 C4 C2 176.9(4) . . . . ?
O2 C1 C2 C3 -178.0(3) . . . . ?
O2 C1 C2 C4 -2.9(5) . . . . ?
O1 C1 C2 C3 -0.3(4) . . . . ?
O1 C1 C2 C4 174.8(3) . . . . ?
C3 C2 C4 C5 0.3(6) . . . . ?
C1 C2 C4 C5 -174.7(4) . . . . ?
C2 C3 C2 C1 174.6(2) 23_655 . . . ?
C2 C3 C2 C4 -0.5(6) 23_655 . . . ?
C4 C5 C4 C2 -0.2(9) 23_655 . . . ?

# start Validation Reply Form
_vrf_PLAT601_em-01-78_1          
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        634 Ang**3
RESPONSE: The porous nature of the material lends itself
to solvent molecules that are potentially disordered
across multiple positions as is common for
metal-organic frameworks. The crystal itself that was 
measured was left to dry in air prior to data collection and so
should logically contain a minimum amount of solvent molecules itself.
Any residual electron density that could still
be located from the Fourier difference map could not be
sensibly modelled, and so it was deemed that the material
had been adequately evacuated of the bulk solvent
contribution.
;
_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_026egm20
_database_code_depnum_ccdc_archive 'CCDC 2302224'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H4 O4 Zn, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C10 H8 O5 Zn'
_chemical_formula_weight         273.53
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.0562(2)
_cell_length_b                   12.6155(2)
_cell_length_c                   15.2102(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2121.51(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    20286
_cell_measurement_temperature    295.15
_cell_measurement_theta_max      29.4270
_cell_measurement_theta_min      3.4800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.316
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.85806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            35121
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.523
_diffrn_reflns_theta_min         3.251
_diffrn_ambient_temperature      295.15
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.723
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.833
_reflns_number_gt                4928
_reflns_number_total             5669
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 1922 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         5669
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.056
_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)+(0.0452P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0761
_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:
 C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C15(H15), C5(H5), C11(H11), C3(H3), C4(H4), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C20(H20A,H20B,H20C)
;
_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 0.50925(3) 0.55909(3) 0.19883(2) 0.02653(10) Uani 1 1 d . . . . .
Zn2 Zn 0.87670(4) 0.63523(3) 0.82198(2) 0.02973(11) Uani 1 1 d . . . . .
O2 O 0.1804(3) 0.2134(2) 0.57435(18) 0.0386(6) Uani 1 1 d . . . . .
O1 O 0.0464(3) 0.3219(2) 0.62929(17) 0.0378(6) Uani 1 1 d . . . . .
O5 O 0.6014(3) 0.6349(2) 0.28623(17) 0.0449(7) Uani 1 1 d . . . . .
O8 O 0.9043(3) 0.5381(2) 0.62371(16) 0.0432(7) Uani 1 1 d . . . . .
O7 O 0.8729(3) 0.6845(2) 0.70195(17) 0.0468(7) Uani 1 1 d . . . . .
O4 O 0.3666(3) 0.4942(2) 0.25069(17) 0.0432(7) Uani 1 1 d . . . . .
O6 O 0.7095(2) 0.5001(2) 0.33996(18) 0.0373(6) Uani 1 1 d . . . . .
O3 O 0.4576(2) 0.4045(2) 0.35808(18) 0.0429(7) Uani 1 1 d . . . . .
C6 C 0.2463(3) 0.4299(3) 0.3670(2) 0.0299(7) Uani 1 1 d . . . . .
C7 C 0.2388(3) 0.3689(3) 0.4431(2) 0.0291(7) Uani 1 1 d . . . . .
H7 H 0.306158 0.332332 0.463657 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7808(3) 0.6217(3) 0.4828(2) 0.0316(7) Uani 1 1 d . . . . .
H15 H 0.796671 0.549333 0.483357 0.038 Uiso 1 1 calc R U . . .
C16 C 0.8702(3) 0.6316(3) 0.6323(2) 0.0349(7) Uani 1 1 d . . . . .
C1 C 0.1192(3) 0.2966(3) 0.5688(2) 0.0286(7) Uani 1 1 d . . . . .
C8 C 0.3667(3) 0.4428(3) 0.3218(2) 0.0310(7) Uani 1 1 d . . . . .
C9 C 0.6738(3) 0.5947(3) 0.3402(2) 0.0319(8) Uani 1 1 d . . . . .
C2 C 0.1300(3) 0.3631(3) 0.4880(2) 0.0288(7) Uani 1 1 d . . . . .
C5 C 0.1454(4) 0.4813(3) 0.3350(2) 0.0392(9) Uani 1 1 d . . . . .
H5 H 0.151207 0.521628 0.284024 0.047 Uiso 1 1 calc R U . . .
C10 C 0.7206(4) 0.6660(3) 0.4116(2) 0.0331(8) Uani 1 1 d . . . . .
C11 C 0.7001(5) 0.7743(3) 0.4100(3) 0.0518(12) Uani 1 1 d . . . . .
H11 H 0.659402 0.804559 0.362708 0.062 Uiso 1 1 calc R U . . .
C14 C 0.8174(4) 0.6835(3) 0.5526(2) 0.0347(8) Uani 1 1 d . . . . .
C3 C 0.0283(4) 0.4159(3) 0.4553(3) 0.0389(9) Uani 1 1 d . . . . .
H3 H -0.044576 0.412298 0.485693 0.047 Uiso 1 1 calc R U . . .
C4 C 0.0354(4) 0.4735(4) 0.3781(3) 0.0465(10) Uani 1 1 d . . . . .
H4 H -0.032960 0.506533 0.355399 0.056 Uiso 1 1 calc R U . . .
C13 C 0.7973(5) 0.7921(3) 0.5504(3) 0.0520(12) Uani 1 1 d . . . . .
H13 H 0.822132 0.834542 0.597034 0.062 Uiso 1 1 calc R U . . .
O10 O 0.9793(6) 0.6883(4) 0.2192(5) 0.119(2) Uani 1 1 d . . . . .
C12 C 0.7394(6) 0.8371(3) 0.4777(3) 0.0665(16) Uani 1 1 d . . . . .
H12 H 0.727631 0.910065 0.475237 0.080 Uiso 1 1 calc R U . . .
C18 C 1.0623(8) 0.7548(8) 0.2571(8) 0.107(3) Uani 1 1 d . . . . .
C19 C 1.0271(14) 0.6335(8) 0.1382(6) 0.166(6) Uani 1 1 d . . . . .
H19A H 1.087985 0.580473 0.151174 0.199 Uiso 1 1 calc R U . . .
H19B H 1.056288 0.682540 0.093863 0.199 Uiso 1 1 calc R U . . .
C17 C 1.0208(11) 0.7960(9) 0.3399(9) 0.153(4) Uani 1 1 d . . . . .
H17A H 0.943169 0.828850 0.332120 0.230 Uiso 1 1 calc R U . . .
H17B H 1.077470 0.847526 0.361323 0.230 Uiso 1 1 calc R U . . .
H17C H 1.013901 0.739168 0.381583 0.230 Uiso 1 1 calc R U . . .
C20 C 0.9000(17) 0.5843(9) 0.1150(8) 0.221(8) Uani 1 1 d . . . . .
H20A H 0.908192 0.537486 0.065638 0.332 Uiso 1 1 calc R U . . .
H20B H 0.844369 0.640117 0.100631 0.332 Uiso 1 1 calc R U . . .
H20C H 0.870035 0.545398 0.164686 0.332 Uiso 1 1 calc R U . . .
O9 O 1.1513(10) 0.7859(12) 0.2188(10) 0.275(7) 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 1.937(3) 2_564 ?
Zn1 O5 1.929(3) . ?
Zn1 O8 1.929(3) 2_664 ?
Zn1 O4 1.944(3) . ?
Zn2 O2 1.964(2) 3_656 ?
Zn2 O7 1.929(3) . ?
Zn2 O6 1.974(2) 2_665 ?
Zn2 O3 1.977(3) 2_665 ?
O2 C1 1.252(4) . ?
O1 C1 1.264(4) . ?
O5 C9 1.254(4) . ?
O8 C16 1.246(5) . ?
O7 C16 1.252(4) . ?
O4 C8 1.261(4) . ?
O6 C9 1.257(4) . ?
O3 C8 1.245(4) . ?
C6 C7 1.393(5) . ?
C6 C8 1.507(5) . ?
C6 C5 1.379(5) . ?
C7 H7 0.9300 . ?
C7 C2 1.385(5) . ?
C15 H15 0.9300 . ?
C15 C10 1.388(5) . ?
C15 C14 1.378(5) . ?
C16 C14 1.497(5) . ?
C1 C2 1.493(4) . ?
C9 C10 1.501(5) . ?
C2 C3 1.398(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.385(6) . ?
C10 C11 1.385(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.370(6) . ?
C14 C13 1.387(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(5) . ?
C4 H4 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.399(6) . ?
O10 C18 1.371(10) . ?
O10 C19 1.508(12) . ?
C12 H12 0.9300 . ?
C18 C17 1.438(15) . ?
C18 O9 1.209(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.576(18) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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 106.87(12) 2_564 . ?
O5 Zn1 O1 99.20(11) . 2_564 ?
O5 Zn1 O8 117.49(14) . 2_664 ?
O5 Zn1 O4 110.96(13) . . ?
O8 Zn1 O1 109.05(12) 2_664 2_564 ?
O8 Zn1 O4 112.01(13) 2_664 . ?
O2 Zn2 O6 99.65(11) 3_656 2_665 ?
O2 Zn2 O3 101.66(12) 3_656 2_665 ?
O7 Zn2 O2 126.25(12) . 3_656 ?
O7 Zn2 O6 113.51(12) . 2_665 ?
O7 Zn2 O3 111.40(14) . 2_665 ?
O6 Zn2 O3 100.93(12) 2_665 2_665 ?
C1 O2 Zn2 107.6(2) . 3_646 ?
C1 O1 Zn1 142.7(2) . 2_565 ?
C9 O5 Zn1 126.1(2) . . ?
C16 O8 Zn1 133.6(2) . 2_665 ?
C16 O7 Zn2 129.0(2) . . ?
C8 O4 Zn1 124.3(3) . . ?
C9 O6 Zn2 132.1(2) . 2_664 ?
C8 O3 Zn2 136.4(2) . 2_664 ?
C7 C6 C8 119.5(3) . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 C8 120.2(3) . . ?
C6 C7 H7 120.3 . . ?
C2 C7 C6 119.3(3) . . ?
C2 C7 H7 120.3 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C10 120.9(3) . . ?
O8 C16 O7 125.9(3) . . ?
O8 C16 C14 116.6(3) . . ?
O7 C16 C14 117.5(3) . . ?
O2 C1 O1 120.4(3) . . ?
O2 C1 C2 119.0(3) . . ?
O1 C1 C2 120.6(3) . . ?
O4 C8 C6 116.5(3) . . ?
O3 C8 O4 125.5(3) . . ?
O3 C8 C6 117.9(3) . . ?
O5 C9 O6 125.6(3) . . ?
O5 C9 C10 116.8(3) . . ?
O6 C9 C10 117.6(3) . . ?
C7 C2 C1 120.2(3) . . ?
C7 C2 C3 119.9(3) . . ?
C3 C2 C1 119.8(3) . . ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C15 C10 C9 119.2(3) . . ?
C11 C10 C15 119.3(3) . . ?
C11 C10 C9 121.5(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.3(4) . . ?
C12 C11 H11 119.8 . . ?
C15 C14 C16 119.4(3) . . ?
C15 C14 C13 119.5(4) . . ?
C13 C14 C16 120.9(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4 120.4 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.5(4) . . ?
C12 C13 H13 120.2 . . ?
C18 O10 C19 113.0(8) . . ?
C11 C12 C13 120.3(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
O10 C18 C17 112.1(9) . . ?
O9 C18 O10 122.7(13) . . ?
O9 C18 C17 124.4(13) . . ?
O10 C19 H19A 113.1 . . ?
O10 C19 H19B 113.1 . . ?
O10 C19 C20 92.9(10) . . ?
H19A C19 H19B 110.5 . . ?
C20 C19 H19A 113.1 . . ?
C20 C19 H19B 113.1 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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 C1 O2 137.0(4) 2_565 . . . ?
Zn1 O1 C1 C2 -45.6(6) 2_565 . . . ?
Zn1 O5 C9 O6 8.9(6) . . . . ?
Zn1 O5 C9 C10 -170.5(3) . . . . ?
Zn1 O8 C16 O7 -9.5(7) 2_665 . . . ?
Zn1 O8 C16 C14 172.9(3) 2_665 . . . ?
Zn1 O4 C8 O3 -18.0(5) . . . . ?
Zn1 O4 C8 C6 160.2(2) . . . . ?
Zn2 O2 C1 O1 7.1(4) 3_646 . . . ?
Zn2 O2 C1 C2 -170.5(3) 3_646 . . . ?
Zn2 O7 C16 O8 -22.4(7) . . . . ?
Zn2 O7 C16 C14 155.2(3) . . . . ?
Zn2 O6 C9 O5 -43.3(6) 2_664 . . . ?
Zn2 O6 C9 C10 136.1(3) 2_664 . . . ?
Zn2 O3 C8 O4 -20.2(6) 2_664 . . . ?
Zn2 O3 C8 C6 161.6(3) 2_664 . . . ?
O2 C1 C2 C7 -32.7(5) . . . . ?
O2 C1 C2 C3 144.4(4) . . . . ?
O1 C1 C2 C7 149.8(3) . . . . ?
O1 C1 C2 C3 -33.1(5) . . . . ?
O5 C9 C10 C15 167.1(4) . . . . ?
O5 C9 C10 C11 -9.9(6) . . . . ?
O8 C16 C14 C15 16.2(6) . . . . ?
O8 C16 C14 C13 -168.1(4) . . . . ?
O7 C16 C14 C15 -161.6(4) . . . . ?
O7 C16 C14 C13 14.0(6) . . . . ?
O6 C9 C10 C15 -12.3(6) . . . . ?
O6 C9 C10 C11 170.7(4) . . . . ?
C6 C7 C2 C1 178.9(3) . . . . ?
C6 C7 C2 C3 1.8(5) . . . . ?
C6 C5 C4 C3 1.9(7) . . . . ?
C7 C6 C8 O4 176.4(3) . . . . ?
C7 C6 C8 O3 -5.3(5) . . . . ?
C7 C6 C5 C4 0.3(6) . . . . ?
C7 C2 C3 C4 0.4(6) . . . . ?
C15 C10 C11 C12 0.4(8) . . . . ?
C15 C14 C13 C12 0.4(8) . . . . ?
C16 C14 C13 C12 -175.2(5) . . . . ?
C1 C2 C3 C4 -176.7(4) . . . . ?
C8 C6 C7 C2 175.6(3) . . . . ?
C8 C6 C5 C4 -177.4(4) . . . . ?
C9 C10 C11 C12 177.4(5) . . . . ?
C2 C3 C4 C5 -2.2(7) . . . . ?
C5 C6 C7 C2 -2.1(5) . . . . ?
C5 C6 C8 O4 -5.9(5) . . . . ?
C5 C6 C8 O3 172.4(3) . . . . ?
C10 C15 C14 C16 173.6(4) . . . . ?
C10 C15 C14 C13 -2.1(7) . . . . ?
C10 C11 C12 C13 -2.0(9) . . . . ?
C14 C15 C10 C9 -175.3(4) . . . . ?
C14 C15 C10 C11 1.8(7) . . . . ?
C14 C13 C12 C11 1.6(9) . . . . ?
C18 O10 C19 C20 -172.7(7) . . . . ?
C19 O10 C18 C17 -172.8(8) . . . . ?
C19 O10 C18 O9 17.0(12) . . . . ?


# start Validation Reply Form
_vrf_PLAT430_026egm20            
;
PROBLEM: Short Inter D...A Contact  O7       ..O9       .       2.76 Ang.  
RESPONSE: All hydrogen bonds are accounted for in the solvent. 
However due to dynamics, the oxygen atoms positions are disordered
and thus appear closer together on average.
;
_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_em-01-98_1_30s
_database_code_depnum_ccdc_archive 'CCDC 2302225'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H3 I O4 Zn'
_chemical_formula_sum            'C8 H3 I O4 Zn'
_chemical_formula_weight         355.37
_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 0.0181 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'
I I -0.3257 6.8362 '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'

_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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   28.5799(4)
_cell_length_b                   28.5799(4)
_cell_length_c                   8.09130(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5723.61(18)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    5860
_cell_measurement_temperature    290.15
_cell_measurement_theta_max      75.7230
_cell_measurement_theta_min      5.3480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    21.677
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.51889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             2988
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0095
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7511
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.989
_diffrn_reflns_theta_min         5.362
_diffrn_ambient_temperature      290.15
_diffrn_detector_area_resol_mean 13.333
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1371
_reflns_number_total             1405
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         3.257
_refine_diff_density_min         -2.492
_refine_diff_density_rms         0.210
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     69
_refine_ls_number_reflns         1405
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0666
_refine_ls_restrained_S_all      1.117
_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)+(0.1427P)²+57.1873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2117
_refine_ls_wR_factor_ref         0.2121
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained planarity
 C5, C4, C2, C1, C3, C2_$1, C4_$1, H4_$1, H4, H3, C1_$1
 with sigma of 0.1
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_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
I1 I 0.56236(3) 0.43764(3) 0.12381(11) 0.0932(5) Uani 1 2 d S T P . .
Zn1 Zn 0.62294(3) 0.62294(3) 1.000000 0.0288(4) Uani 1 2 d S T P . .
O2 O 0.6500(2) 0.59852(19) 0.6013(7) 0.0511(12) Uani 1 1 d . . . . .
O1 O 0.59300(19) 0.5740(2) 0.8149(6) 0.0490(12) Uani 1 1 d . . . . .
C2 C 0.5714(2) 0.5130(2) 0.5968(7) 0.0339(11) Uani 1 1 d . . . . .
C1 C 0.6080(2) 0.5657(2) 0.6779(7) 0.0359(12) Uani 1 1 d . . . . .
C3 C 0.52327(16) 0.47673(16) 0.6740(10) 0.0329(15) Uani 1 2 d S T P . .
H3 H 0.515290 0.484710 0.778051 0.039 Uiso 1 2 calc R U P . .
C5 C 0.54657(17) 0.45343(17) 0.3629(10) 0.0431(19) Uani 1 2 d S T P . .
C4 C 0.5831(2) 0.5011(2) 0.4392(8) 0.0403(13) Uani 1 1 d . . . . .
H4 H 0.615236 0.525183 0.386636 0.048 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
I1 C5 2.086(8) . ?
Zn1 O2 1.921(5) 18_656 ?
Zn1 O2 1.921(5) 9_565 ?
Zn1 O1 1.933(5) 4_557 ?
Zn1 O1 1.933(5) . ?
O2 C1 1.256(8) . ?
O1 C1 1.254(8) . ?
C2 C1 1.489(8) . ?
C2 C3 1.389(7) . ?
C2 C4 1.402(8) . ?
C3 H3 0.9300 . ?
C5 C4 1.381(7) . ?
C5 C4 1.381(7) 22_665 ?
C4 H4 0.9300 . ?

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 133.9(4) 18_656 9_565 ?
O2 Zn1 O1 103.2(2) 9_565 4_557 ?
O2 Zn1 O1 103.2(2) 18_656 4_557 ?
O2 Zn1 O1 103.2(2) 9_565 . ?
O2 Zn1 O1 103.2(2) 18_656 . ?
O1 Zn1 O1 108.6(3) 4_557 . ?
C1 O2 Zn1 131.3(5) . 14_654 ?
C1 O1 Zn1 138.8(4) . . ?
C3 C2 C1 119.3(5) . . ?
C3 C2 C4 119.8(5) . . ?
C4 C2 C1 120.8(5) . . ?
O2 C1 C2 117.7(5) . . ?
O1 C1 O2 125.7(6) . . ?
O1 C1 C2 116.6(5) . . ?
C2 C3 C2 120.4(7) 22_665 . ?
C2 C3 H3 119.8 22_665 . ?
C2 C3 H3 119.8 . . ?
C4 C5 I1 119.3(4) 22_665 . ?
C4 C5 I1 119.3(4) . . ?
C4 C5 C4 121.3(8) . 22_665 ?
C2 C4 H4 120.3 . . ?
C5 C4 C2 119.4(5) . . ?
C5 C4 H4 120.3 . . ?

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
I1 C5 C4 C2 177.0(5) . . . . ?
Zn1 O2 C1 O1 9.2(11) 14_654 . . . ?
Zn1 O2 C1 C2 -173.5(4) 14_654 . . . ?
Zn1 O1 C1 O2 -17.3(11) . . . . ?
Zn1 O1 C1 C2 165.4(5) . . . . ?
C1 C2 C3 C2 176.4(5) . . . 22_665 ?
C1 C2 C4 C5 -175.7(6) . . . . ?
C3 C2 C1 O2 -176.9(6) . . . . ?
C3 C2 C1 O1 0.7(8) . . . . ?
C3 C2 C4 C5 0.0(7) . . . . ?
C4 C2 C1 O2 -1.1(8) . . . . ?
C4 C2 C1 O1 176.4(5) . . . . ?
C4 C2 C3 C2 0.6(11) . . . 22_665 ?
C4 C5 C4 C2 -0.6(9) 22_665 . . . ?


# start Validation Reply Form
_vrf_PLAT601_em-01-98_1_30s      
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        597 Ang**3
RESPONSE: The porous nature of the material lends itself
to solvent molecules that are potentially disordered
across multiple positions as is common for
metal-organic frameworks. The crystal itself that was 
measured was left to dry in air prior to data collection and so
should logically contain a minimum amount of solvent molecules itself.
Any residual electron density that could still
be located from the Fourier difference map could not be
sensibly modelled, and so it was deemed that the material
had been adequately evacuated of the bulk solvent
contribution.
;
_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_em-01-81_1
_database_code_depnum_ccdc_archive 'CCDC 2302221'
loop_
_audit_author_name
_audit_author_address
'Emily G. Meekel'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H3 Br0.408 Cl0.592 O4 Zn'
_chemical_formula_sum            'C8 H3 Br0.41 Cl0.59 O4 Zn'
_chemical_formula_weight         282.05
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Zn1 Br0.5 Cl0.5 C8 O4 H3'
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   28.4902(4)
_cell_length_b                   28.4902(4)
_cell_length_c                   7.90730(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5558.40(17)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    3984
_cell_measurement_temperature    295.01(10)
_cell_measurement_theta_max      75.4570
_cell_measurement_theta_min      5.3730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.419
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             2472
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7373
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.614
_diffrn_reflns_theta_min         5.379
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_detector_type            'Eiger 1M'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  81.00   0.50    0.10    --   42.29-107.00 156.00  122
  2  ω    138.00 163.00   0.50    0.10    --  110.00 107.00-104.00   50
  3  ω    108.00 134.00   0.50    0.10    --  110.00 -84.00 159.00   52
  4  ω     42.00  83.00   0.50    0.10    --  110.00 -84.00 159.00   82
  5  ω    -10.00  36.00   0.50    0.10    --  -44.75  15.00 -90.00   92
  6  ω     -7.00  36.00   0.50    0.10    --  -44.75  15.00 -30.00   86
  7  ω    -25.00  20.00   0.50    0.10    --  -44.75  15.00-180.00   90
  8  ω     87.00 128.00   0.50    0.10    --  110.00  61.00  30.00   82
  9  ω    136.00 173.00   0.50    0.10    --  110.00  61.00-120.00   74
 10  ω     45.00  73.00   0.50    0.10    --  110.00 -70.00  38.00   56
 11  ω     38.00 112.00   0.50    0.10    --  110.00-125.00  30.00  148
 12  ω    121.00 159.00   0.50    0.10    --  110.00  61.00-150.00   76
 13  ω     89.00 115.00   0.50    0.10    --  110.00  61.00-150.00   52
 14  ω     91.00 124.00   0.50    0.10    --  110.00  61.00-120.00   66
 15  ω     44.00  69.00   0.50    0.10    --  110.00 -63.00 171.00   50
 16  ω     35.00  76.00   0.50    0.10    --  110.00 -95.00 -90.00   82
 17  ω    137.00 177.00   0.50    0.10    --  110.00  63.00 -51.00   80
 18  ω    102.00 134.00   0.50    0.10    --  110.00  63.00 -51.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0544673000
_diffrn_orient_matrix_UB_12      -0.0030364000
_diffrn_orient_matrix_UB_13      0.0383342000
_diffrn_orient_matrix_UB_21      -0.0263376000
_diffrn_orient_matrix_UB_22      -0.0394820000
_diffrn_orient_matrix_UB_23      -0.1490510000
_diffrn_orient_matrix_UB_31      -0.0153946000
_diffrn_orient_matrix_UB_32      -0.0482691000
_diffrn_orient_matrix_UB_33      0.1195157000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1278
_reflns_number_total             1362
_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 1.171.41.83a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.83a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.83a (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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.701
_refine_diff_density_min         -1.139
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     70
_refine_ls_number_reflns         1362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.104
_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)+(0.1242P)²+16.9618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.1792
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{Br, Cl1}
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1) = Uanis(Br)
Uanis(Br) = Uanis(Cl1)
4. Others
 Sof(Cl1)=0.5*(1-FVAR(2))
 Sof(Br)=0.5*FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
;
_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 0.71090(2) 0.666667 0.666667 0.0313(3) Uani 1 2 d S T P . .
Cl1 Cl 0.55866(4) 0.44134(4) 0.12509(17) 0.0967(8) Uani 0.592(8) 2 d S T P A 4
O1 O 0.65098(12) 0.59817(11) 0.5912(4) 0.0503(7) Uani 1 1 d . . . . .
O2 O 0.59455(12) 0.57255(13) 0.8116(4) 0.0507(8) Uani 1 1 d . . . . .
C3 C 0.52496(10) 0.47504(10) 0.6674(6) 0.0364(10) Uani 1 2 d S T P . .
H3 H 0.517901 0.482099 0.776395 0.044 Uiso 1 2 calc R U P . .
C1 C 0.60920(16) 0.56489(15) 0.6706(5) 0.0386(8) Uani 1 1 d . . . . .
C2 C 0.57249(14) 0.51203(15) 0.5860(5) 0.0370(8) Uani 1 1 d . . . . .
C5 C 0.54592(15) 0.45408(15) 0.3455(8) 0.0509(14) Uani 1 2 d S T P . .
C4 C 0.58322(16) 0.50160(16) 0.4239(5) 0.0447(9) Uani 1 1 d . . . . .
H4 H 0.614981 0.526147 0.368801 0.054 Uiso 1 1 calc R U . . .
Br Br 0.55866(4) 0.44134(4) 0.12509(17) 0.0967(8) Uani 0.408(8) 2 d S T P A 3


_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 1.936(3) . ?
Zn1 O1 1.936(3) 11_566 ?
Zn1 O2 1.934(3) 14_654 ?
Zn1 O2 1.934(3) 18_656 ?
Cl1 C5 1.852(6) . ?
O1 C1 1.257(5) . ?
O2 C1 1.248(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.389(4) . ?
C3 C2 1.389(4) 22_665 ?
C1 C2 1.495(5) . ?
C2 C4 1.384(5) . ?
C5 C4 1.382(5) 22_665 ?
C5 C4 1.382(5) . ?
C5 Br 1.852(6) . ?
C4 H4 0.9300 . ?

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 135.6(2) . 11_566 ?
O2 Zn1 O1 102.04(13) 18_656 . ?
O2 Zn1 O1 102.05(13) 14_654 11_566 ?
O2 Zn1 O1 102.95(14) 18_656 11_566 ?
O2 Zn1 O1 102.95(14) 14_654 . ?
O2 Zn1 O2 110.11(19) 14_654 18_656 ?
C1 O1 Zn1 129.2(3) . . ?
C1 O2 Zn1 140.0(3) . 9_565 ?
C2 C3 H3 119.9 22_665 . ?
C2 C3 H3 119.9 . . ?
C2 C3 C2 120.1(5) 22_665 . ?
O1 C1 C2 117.3(3) . . ?
O2 C1 O1 126.0(4) . . ?
O2 C1 C2 116.7(3) . . ?
C3 C2 C1 118.9(3) . . ?
C4 C2 C3 120.1(3) . . ?
C4 C2 C1 120.8(3) . . ?
C4 C5 Cl1 119.0(3) . . ?
C4 C5 Cl1 119.0(3) 22_665 . ?
C4 C5 C4 122.0(5) . 22_665 ?
C4 C5 Br 119.0(3) . . ?
C4 C5 Br 119.0(3) 22_665 . ?
C2 C4 H4 120.6 . . ?
C5 C4 C2 118.8(4) . . ?
C5 C4 H4 120.6 . . ?

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 O1 C1 O2 9.2(6) . . . . ?
Zn1 O1 C1 C2 -173.3(3) . . . . ?
Zn1 O2 C1 O1 -13.0(7) 9_565 . . . ?
Zn1 O2 C1 C2 169.4(3) 9_565 . . . ?
Cl1 C5 C4 C2 177.3(4) . . . . ?
O1 C1 C2 C3 -177.7(4) . . . . ?
O1 C1 C2 C4 -2.8(5) . . . . ?
O2 C1 C2 C3 0.1(6) . . . . ?
O2 C1 C2 C4 175.0(4) . . . . ?
C3 C2 C4 C5 0.1(7) . . . . ?
C1 C2 C4 C5 -174.8(5) . . . . ?
C2 C3 C2 C1 174.8(3) 22_665 . . . ?
C2 C3 C2 C4 -0.2(8) 22_665 . . . ?
C4 C5 C4 C2 0.0(10) 22_665 . . . ?
Br C5 C4 C2 177.3(4) . . . . ?


# start Validation Reply Form
_vrf_PLAT601_em-01-81_1          
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        623 Ang**3
RESPONSE: The porous nature of the material lends itself
to solvent molecules that are potentially disordered
across multiple positions as is common for
metal-organic frameworks. The crystal itself that was 
measured was left to dry in air prior to data collection and so
should logically contain a minimum amount of solvent molecules itself.
Any residual electron density that could still
be located from the Fourier difference map could not be
sensibly modelled, and so it was deemed that the material
had been adequately evacuated of the bulk solvent
contribution.
;

_ins_header                      
;
TITL EM-01-81_1 in R-3m 
REM R-3m (#166 in standard setting)
CELL 1.54184  28.490246  28.490246   7.907254  90.0000  90.0000 120.0000
ZERR   23.00   0.000419   0.000419   0.000130   0.0000   0.0000   0.0000
LATT  3
SYMM -y, x-y, z 
SYMM -x+y,-x, z 
SYMM  y, x,-z 
SYMM  x-y,-y,-z 
SYMM -x,-x+y,-z 
SFAC C H O Cl Zn Br
UNIT 184.00 69.00 92.00 11.50 23.00 11.50
REM  CrysAlisPro recorded range (K): Min=295.0; max=295.0; aver:295.0
TEMP 22
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.745
_oxdiff_exptl_absorpt_empirical_full_min 0.636
