# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_DMOF_1_35_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956869'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_1_35_GPa_Gly   
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_RINTA01_DMOF_1_35_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_1_35_GPa_Gly   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_1_35_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.284 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_1_35_GPa_Gly   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       3.99 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT201_DMOF_1_35_GPa_Gly   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         53 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT341_DMOF_1_35_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.11225 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT084_DMOF_1_35_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.39 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT082_DMOF_1_35_GPa_Gly   
;
PROBLEM: High R1 Value ..................................       0.15 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_1_35_GPa_Gly   
;
PROBLEM: s.u. on the      a    - Axis is (Too) Large ....      0.008 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:11 PM
# end Validation Reply Form

_audit_creation_date             2019-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.555(8)
_cell_length_b                   25.56(3)
_cell_length_c                   28.14(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4716(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    184
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      9.8160
_cell_measurement_theta_min      3.8420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  0.434
_exptl_absorpt_correction_T_min  0.340
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.122
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2840
_diffrn_reflns_av_unetI/netI     0.1759
_diffrn_reflns_Laue_measured_fraction_full 0.056
_diffrn_reflns_Laue_measured_fraction_max 0.671
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3011
_diffrn_reflns_point_group_measured_fraction_full 0.051
_diffrn_reflns_point_group_measured_fraction_max 0.709
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         10.224
_diffrn_reflns_theta_min         4.114
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.056
_diffrn_measured_fraction_theta_max 0.671
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 1.35(2) GPa
 (1350000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0108673000
_diffrn_orient_matrix_UB_12      -0.0149342000
_diffrn_orient_matrix_UB_13      -0.0208688000
_diffrn_orient_matrix_UB_21      -0.0616334000
_diffrn_orient_matrix_UB_22      -0.0183047000
_diffrn_orient_matrix_UB_23      0.0125054000
_diffrn_orient_matrix_UB_31      -0.0888572000
_diffrn_orient_matrix_UB_32      0.0146445000
_diffrn_orient_matrix_UB_33      -0.0060323000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_full    0.045
_reflns_Friedel_fraction_max     0.782
_reflns_number_gt                310
_reflns_number_total             438
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 86 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.04(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         438
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.1988
_refine_ls_R_factor_gt           0.1498
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1271P)²+183.4064P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3469
_refine_ls_wR_factor_ref         0.3943
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.424(4) 0.4502(10) 0.2548(13) 0.282(16) Uiso 1 1 d D U . . .
S2 S -0.015(9) 0.485(2) 0.622(2) 0.282(16) Uiso 1 1 d . U . . .
C18 C -0.180(11) 0.463(3) 0.648(3) 0.282(16) Uiso 1 1 d DG U . . .
C17 C -0.153(12) 0.408(3) 0.649(4) 0.282(16) Uiso 1 1 d DG U . . .
H17A H -0.2680 0.3909 0.6337 0.338 Uiso 1 1 calc R . . . .
H17B H -0.1424 0.3958 0.6812 0.338 Uiso 1 1 calc R . . . .
C16 C 0.030(11) 0.396(2) 0.623(4) 0.282(16) Uiso 1 1 d DG U . . .
C19 C 0.115(8) 0.444(2) 0.607(3) 0.282(16) Uiso 1 1 d DG U . . .
S1 S -0.142(8) 0.3774(19) 0.466(2) 0.282(16) Uiso 1 1 d D U . . .
C9 C -0.137(7) 0.356(2) 0.513(2) 0.282(16) Uiso 1 1 d DG U . . .
C8 C 0.065(8) 0.338(4) 0.522(3) 0.282(16) Uiso 1 1 d DG U . . .
C7 C 0.185(7) 0.349(4) 0.481(3) 0.282(16) Uiso 1 1 d DG U . . .
H7A H 0.2427 0.3174 0.4687 0.338 Uiso 1 1 calc R . . . .
H7B H 0.2967 0.3727 0.4898 0.338 Uiso 1 1 calc R . . . .
C6 C 0.058(9) 0.374(3) 0.447(2) 0.282(16) Uiso 1 1 d DG U . . .
O1 O 0.550(13) 0.514(4) 0.281(4) 0.282(16) Uiso 1 1 d D U . . .
N2 N -0.669(11) 0.527(6) 0.725(4) 0.282(16) Uiso 1 1 d . U . . .
C23 C -0.642(11) 0.473(5) 0.723(4) 0.282(16) Uiso 1 1 d G U . . .
H23 H -0.7317 0.4514 0.7396 0.338 Uiso 1 1 calc R . . . .
C22 C -0.481(13) 0.452(4) 0.698(4) 0.282(16) Uiso 1 1 d DG U . . .
H22 H -0.4631 0.4161 0.6965 0.338 Uiso 1 1 calc R . . . .
C21 C -0.347(12) 0.485(3) 0.674(4) 0.282(16) Uiso 1 1 d DG U . . .
C25 C -0.374(14) 0.539(3) 0.675(4) 0.282(16) Uiso 1 1 d DG U . . .
H25 H -0.2840 0.5607 0.6592 0.338 Uiso 1 1 calc R . . . .
C24 C -0.535(14) 0.560(4) 0.701(4) 0.282(16) Uiso 1 1 d G U . . .
H24 H -0.5526 0.5960 0.7022 0.338 Uiso 1 1 calc R . . . .
C26 C 0.701(12) 0.537(3) 0.296(3) 0.282(16) Uiso 1 1 d D U . . .
C32 C 0.966(14) 0.595(3) 0.316(4) 0.282(16) Uiso 1 1 d . U . . .
H32 H 1.0173 0.5693 0.3358 0.338 Uiso 1 1 calc R . . . .
C31 C 1.080(11) 0.640(3) 0.307(3) 0.282(16) Uiso 1 1 d DG U . . .
H31 H 1.2078 0.6439 0.3204 0.338 Uiso 1 1 calc R . . . .
C30 C 1.002(11) 0.678(3) 0.277(3) 0.282(16) Uiso 1 1 d DG U . . .
C29 C 0.811(12) 0.672(3) 0.256(4) 0.282(16) Uiso 1 1 d DG U . . .
H29 H 0.7590 0.6983 0.2366 0.338 Uiso 1 1 calc R . . . .
C28 C 0.697(12) 0.628(4) 0.266(4) 0.282(16) Uiso 1 1 d G U . . .
H28 H 0.5686 0.6237 0.2520 0.338 Uiso 1 1 calc R . . . .
C27 C 0.774(13) 0.589(3) 0.295(4) 0.282(16) Uiso 1 1 d DG U . . .
C1 C 0.430(7) 0.400(3) 0.351(3) 0.282(16) Uiso 1 1 d D U . . .
H1 H 0.5673 0.3949 0.3448 0.338 Uiso 1 1 calc R . . . .
N1 N 0.312(7) 0.431(3) 0.321(3) 0.282(16) Uiso 1 1 d G U . . .
C5 C 0.106(7) 0.438(3) 0.330(3) 0.282(16) Uiso 1 1 d DG U . . .
H5 H 0.0275 0.4587 0.3100 0.338 Uiso 1 1 calc R . . . .
C4 C 0.018(8) 0.416(3) 0.370(3) 0.282(16) Uiso 1 1 d DG U . . .
H4 H -0.1198 0.4209 0.3766 0.338 Uiso 1 1 calc R . . . .
C3 C 0.135(9) 0.385(3) 0.401(2) 0.282(16) Uiso 1 1 d DG U . . .
C2 C 0.341(9) 0.377(3) 0.391(2) 0.282(16) Uiso 1 1 d DG U . . .
H2 H 0.4200 0.3571 0.4114 0.338 Uiso 1 1 calc R . . . .
C39 C 1.311(10) 0.730(3) 0.288(4) 0.282(16) Uiso 1 1 d D U . . .
H39 H 1.3751 0.7012 0.3013 0.338 Uiso 1 1 calc R . . . .
C38 C 1.408(10) 0.778(4) 0.288(4) 0.282(16) Uiso 1 1 d DG U . . .
H38 H 1.5364 0.7820 0.3012 0.338 Uiso 1 1 calc R . . . .
C36 C 1.312(10) 0.822(3) 0.268(3) 0.282(16) Uiso 1 1 d DG U . . .
C35 C 1.119(11) 0.816(3) 0.247(4) 0.282(16) Uiso 1 1 d DG U . . .
H35 H 1.0550 0.8450 0.2339 0.338 Uiso 1 1 calc R . . . .
C34 C 1.023(11) 0.768(4) 0.247(4) 0.282(16) Uiso 1 1 d DG U . . .
H34 H 0.8938 0.7643 0.2340 0.338 Uiso 1 1 calc R . . . .
C33 C 1.118(10) 0.725(3) 0.268(4) 0.282(16) Uiso 1 1 d DG U . . .
O2 O 0.744(16) 0.497(3) 0.320(5) 0.282(16) Uiso 1 1 d D U . . .
F2 F 0.111(14) 0.228(4) 0.546(4) 0.282(16) Uiso 1 1 d D U . . .
F1 F 0.353(14) 0.258(3) 0.544(5) 0.282(16) Uiso 1 1 d D U . . .
C15 C 0.101(13) 0.345(2) 0.612(3) 0.282(16) Uiso 1 1 d D U . . .
C14 C 0.124(15) 0.305(3) 0.647(3) 0.282(16) Uiso 1 1 d DG U . . .
C13 C 0.177(16) 0.258(2) 0.624(4) 0.282(16) Uiso 1 1 d DG U . . .
C12 C 0.188(14) 0.268(3) 0.574(4) 0.282(16) Uiso 1 1 d DG U . . .
C11 C 0.141(11) 0.322(4) 0.567(2) 0.282(16) Uiso 1 1 d DG U . . .
F3 F 0.412(14) 0.259(3) 0.602(5) 0.282(16) Uiso 1 1 d D U . . .
F6 F -0.047(11) 0.265(3) 0.677(4) 0.282(16) Uiso 1 1 d D U . . .
C20 C 0.297(13) 0.435(6) 0.581(5) 0.282(16) Uiso 1 1 d D U . . .
H20A H 0.2676 0.4375 0.5472 0.423 Uiso 1 1 calc GR . . . .
H20B H 0.3501 0.4012 0.5878 0.423 Uiso 1 1 calc GR . . . .
H20C H 0.3966 0.4613 0.5888 0.423 Uiso 1 1 calc GR . . . .
C10 C -0.306(9) 0.351(4) 0.545(3) 0.282(16) Uiso 1 1 d D U . . .
H10A H -0.4107 0.3754 0.5352 0.423 Uiso 1 1 calc GR . . . .
H10B H -0.2623 0.3590 0.5763 0.423 Uiso 1 1 calc GR . . . .
H10C H -0.3590 0.3162 0.5433 0.423 Uiso 1 1 calc GR . . . .
F5 F 0.263(12) 0.320(3) 0.697(4) 0.282(16) Uiso 1 1 d D U . . .
F4 F 0.222(13) 0.201(3) 0.651(4) 0.282(16) Uiso 1 1 d D U . . .
C37 C 1.409(13) 0.872(4) 0.268(4) 0.282(16) Uiso 1 1 d D U . . .
O3 O 1.310(15) 0.903(3) 0.250(5) 0.282(16) Uiso 1 1 d D U . . .
O4 O 1.572(15) 0.868(4) 0.283(4) 0.282(16) Uiso 1 1 d D 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 O1 1.96(9) . ?
Zn1 N2 1.96(5) 2_464 ?
Zn1 N1 2.06(7) . ?
Zn1 C37 2.38(9) 4_745 ?
Zn1 O3 2.13(9) 4_745 ?
Zn1 O4 2.35(11) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.43(2) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.44(3) . ?
C19 C20 1.43(3) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.43(3) . ?
C8 C7 1.4200 . ?
C8 C11 1.42(2) . ?
C7 C6 1.4200 . ?
C6 C3 1.43(3) . ?
O1 C26 1.23(10) . ?
N2 Zn1 1.96(5) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.390(2) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900(17) . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.43(3) . ?
C26 O2 1.23(10) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900(19) . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.43(3) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.43(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
F2 C12 1.40(8) . ?
F1 C12 1.40(8) . ?
C15 C14 1.4200 . ?
C15 C11 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.73(8) . ?
C14 F5 1.73(8) . ?
C13 C12 1.4200 . ?
C13 F3 1.66(7) . ?
C13 F4 1.67(7) . ?
C12 C11 1.4200 . ?
C37 Zn1 2.38(9) 4_755 ?
C37 O3 1.14(7) . ?
C37 O4 1.15(7) . ?
O3 Zn1 2.13(9) 4_755 ?
O4 Zn1 2.35(11) 4_755 ?

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 C37 127(4) . 4_745 ?
O1 Zn1 O3 99(4) . 4_745 ?
O1 Zn1 O4 154(4) . 4_745 ?
N2 Zn1 O1 106(6) 2_464 . ?
N2 Zn1 N1 99(4) 2_464 . ?
N2 Zn1 C37 122(5) 2_464 4_745 ?
N2 Zn1 O3 147(6) 2_464 4_745 ?
N2 Zn1 O4 94(5) 2_464 4_745 ?
N1 Zn1 O1 91(4) . . ?
N1 Zn1 C37 102(3) . 4_745 ?
N1 Zn1 O3 102(4) . 4_745 ?
N1 Zn1 O4 101(3) . 4_745 ?
C37 Zn1 O4 28.2(18) 4_745 4_745 ?
O3 Zn1 C37 29(2) 4_745 4_745 ?
O3 Zn1 O4 57(4) 4_745 4_745 ?
C18 S2 C16 72.0 . . ?
C19 S2 C18 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C21 133(4) . . ?
C17 C18 S2 108.00(8) . . ?
C17 C18 C21 118(4) . . ?
C18 C17 C16 108.00(10) . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 125.7(15) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 125.9(14) . . ?
C15 C16 S2 161(2) . . ?
S2 C19 C20 141(7) . . ?
C16 C19 S2 108.00(11) . . ?
C16 C19 C20 111(7) . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C10 126.2(14) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 125.8(14) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 125.7(16) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C11 125.5(17) . . ?
C11 C8 S1 160(4) . . ?
C8 C7 C6 108.00(15) . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 132(3) . . ?
C7 C6 C3 120(2) . . ?
C26 O1 Zn1 150(7) . . ?
C23 N2 Zn1 115(7) . 2_465 ?
C23 N2 C24 120.00(10) . . ?
C24 N2 Zn1 125(7) . 2_465 ?
C22 C23 N2 120.00(13) . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 119.9(13) . . ?
C25 C21 C18 120.1(13) . . ?
C25 C21 C22 120.00(10) . . ?
C21 C25 C24 120.00(16) . . ?
C25 C24 N2 120.00(11) . . ?
O1 C26 C27 136(5) . . ?
O1 C26 O2 89(9) . . ?
O2 C26 C27 134(5) . . ?
C31 C32 C27 120.0 . . ?
C30 C31 C32 120.00(13) . . ?
C31 C30 C29 120.00(12) . . ?
C31 C30 C33 120.2(12) . . ?
C29 C30 C33 119.8(12) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 C27 120.00(11) . . ?
C32 C27 C26 114(5) . . ?
C28 C27 C26 124(4) . . ?
C28 C27 C32 120.00(12) . . ?
N1 C1 C2 120.00(12) . . ?
C1 N1 Zn1 119.6(12) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 119.0(12) . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.00(12) . . ?
C4 C3 C6 118.7(16) . . ?
C2 C3 C6 119.4(16) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.00(12) . . ?
C38 C36 C37 120.1(12) . . ?
C35 C36 C38 120.00(9) . . ?
C35 C36 C37 119.9(12) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.00(11) . . ?
C39 C33 C30 119.3(14) . . ?
C34 C33 C30 119.3(14) . . ?
C34 C33 C39 120.00(10) . . ?
C14 C15 C16 122(3) . . ?
C11 C15 C16 130(4) . . ?
C11 C15 C14 108.0 . . ?
C15 C14 F6 133(7) . . ?
C15 C14 F5 118(7) . . ?
C13 C14 C15 108.0 . . ?
C13 C14 F6 83(6) . . ?
C13 C14 F5 116(6) . . ?
F6 C14 F5 95(5) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 113(6) . . ?
C14 C13 F4 126(8) . . ?
C12 C13 F3 65(6) . . ?
C12 C13 F4 126(8) . . ?
F3 C13 F4 91(6) . . ?
F1 C12 F2 79(6) . . ?
F1 C12 C13 127(7) . . ?
F1 C12 C11 104(7) . . ?
C13 C12 F2 114(9) . . ?
C13 C12 C11 108.0 . . ?
C11 C12 F2 123(9) . . ?
C15 C11 C8 127(7) . . ?
C15 C11 C12 108.0 . . ?
C12 C11 C8 120(9) . . ?
C36 C37 Zn1 163(6) . 4_755 ?
O3 C37 Zn1 63(6) . 4_755 ?
O3 C37 C36 111(6) . . ?
O3 C37 O4 137(10) . . ?
O4 C37 Zn1 74(7) . 4_755 ?
O4 C37 C36 111(6) . . ?
C37 O3 Zn1 88(7) . 4_755 ?
C37 O4 Zn1 78(7) . 4_755 ?

####################################################################### 
# 
# 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_1_7_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956868'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFF003_1_7_GPa_Gly         
;
PROBLEM: _diffrn_measurement_device_type is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_ATOM002_1_7_GPa_Gly         
;
PROBLEM: _atom_site_label is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_ATOM003_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_x is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_ATOM004_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_y is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_ATOM005_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_z is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_TYPE100_1_7_GPa_Gly         
;
PROBLEM: _atom_site_label is not of type char.
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_TYPE101_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_x is not of type numb.
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_TYPE102_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_y is not of type numb.
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_TYPE103_1_7_GPa_Gly         
;
PROBLEM: _atom_site_fract_z is not of type numb.
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_ATOM007_1_7_GPa_Gly         
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_GEOM001_1_7_GPa_Gly         
;
PROBLEM: _geom_bond_atom_site_label_1 is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_GEOM002_1_7_GPa_Gly         
;
PROBLEM: _geom_bond_atom_site_label_2 is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_GEOM003_1_7_GPa_Gly         
;
PROBLEM: _geom_bond_distance is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_GEOM006_1_7_GPa_Gly         
;
PROBLEM: _geom_angle_atom_site_label_2 is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
_vrf_GEOM007_1_7_GPa_Gly         
;
PROBLEM: _geom_angle_atom_site_label_3 is missing
RESPONSE: With increasing pressure the sample became amorphous, due to makes it impossible to obtain all structural data.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:11 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.399(7)
_cell_length_b                   25.71(3)
_cell_length_c                   27.86(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4615(14)
_cell_formula_units_Z            4
loop_
_exptl_crystal_colour
pink
_exptl_crystal_description       plate
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.122
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 1.70(2) GPa
 (1700000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
#END
####################################################################### 
# 
# 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_0_9_GPa_Daphne
_database_code_depnum_ccdc_archive 'CCDC 1956872'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFF003_0_9_GPa_Daphne      
;
PROBLEM: _diffrn_measurement_device_type is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM002_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_label is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM003_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_x is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM004_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_y is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM005_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_z is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE100_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_label is not of type char.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE101_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_x is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE102_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_y is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE103_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_fract_z is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM007_0_9_GPa_Daphne      
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM001_0_9_GPa_Daphne      
;
PROBLEM: _geom_bond_atom_site_label_1 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM002_0_9_GPa_Daphne      
;
PROBLEM: _geom_bond_atom_site_label_2 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM003_0_9_GPa_Daphne      
;
PROBLEM: _geom_bond_distance is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM006_0_9_GPa_Daphne      
;
PROBLEM: _geom_angle_atom_site_label_2 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM007_0_9_GPa_Daphne      
;
PROBLEM: _geom_angle_atom_site_label_3 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:37 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.801(17)
_cell_length_b                   25.11(6)
_cell_length_c                   27.98(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4813(20)
_cell_formula_units_Z            4
loop_
_exptl_crystal_colour
pink
_exptl_crystal_description       plate
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.90(2) GPa
 (900000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
#END
####################################################################### 
# 
# 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_0_19_GPa_Daphne
_database_code_depnum_ccdc_archive 'CCDC 1956873'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFF003_0_19_GPa_Daphne     
;
PROBLEM: _diffrn_measurement_device_type is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM002_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_label is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM003_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_x is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM004_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_y is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM005_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_z is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE100_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_label is not of type char.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE101_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_x is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE102_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_y is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_TYPE103_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_fract_z is not of type numb.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_ATOM007_0_19_GPa_Daphne     
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM001_0_19_GPa_Daphne     
;
PROBLEM: _geom_bond_atom_site_label_1 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM002_0_19_GPa_Daphne     
;
PROBLEM: _geom_bond_atom_site_label_2 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM003_0_19_GPa_Daphne     
;
PROBLEM: _geom_bond_distance is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM006_0_19_GPa_Daphne     
;
PROBLEM: _geom_angle_atom_site_label_2 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
_vrf_GEOM007_0_19_GPa_Daphne     
;
PROBLEM: _geom_angle_atom_site_label_3 is missing
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to obtain better data. Data was collected for a few crystals, but there were no differences in measurement quality. All results were consistent with the model in this report, however, all yielded serious problems due to weak diffraction and disorder in the atom positions. Due to the weak diffraction produced by these crystals, data was truncated.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:37 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.011(17)
_cell_length_b                   25.05(2)
_cell_length_c                   28.81(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5059(16)
_cell_formula_units_Z            4
loop_
_exptl_crystal_colour
pink
_exptl_crystal_description       plate
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.19(2) GPa
 (190000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
#END
####################################################################### 
# 
# 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_DMOF_1_5_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956866'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_1_5_GPa_Gly    
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_1_5_GPa_Gly    
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_1_5_GPa_Gly    
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.481 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_1_5_GPa_Gly    
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       3.65 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT341_DMOF_1_5_GPa_Gly    
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.11 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT084_DMOF_1_5_GPa_Gly    
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.40 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT241_DMOF_1_5_GPa_Gly    
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        Zn1 Check
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_PLAT260_DMOF_1_5_GPa_Gly    
;
PROBLEM: Large Average Ueq of Residue Including       Zn1      0.495 Check
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_PLAT260_DMOF_1_5_GPa_Gly_2  
;
PROBLEM: Large Average Ueq of Residue Including        F5      0.777 Check
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_PLAT260_DMOF_1_5_GPa_Gly_3  
;
PROBLEM: Large Average Ueq of Residue Including        F6      0.493 Check
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_PLAT026_DMOF_1_5_GPa_Gly    
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        49% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_DMOF_1_5_GPa_Gly    
;
PROBLEM: High R1 Value ..................................       0.14 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:11 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.513(9)
_cell_length_b                   25.67(3)
_cell_length_c                   27.96(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4675(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    112
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      9.9970
_cell_measurement_theta_min      3.9030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  0.424
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 -20 10 0.1476
2 -33 12 0.1462
-9 -11 1 0.0503
5 28 -8 0.1057
-7 19 -10 0.0050
0 -14 -38 0.0925
0 15 37 0.0151

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.122
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.4812
_diffrn_reflns_av_unetI/netI     0.2415
_diffrn_reflns_Laue_measured_fraction_full 0.054
_diffrn_reflns_Laue_measured_fraction_max 0.668
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2763
_diffrn_reflns_point_group_measured_fraction_full 0.049
_diffrn_reflns_point_group_measured_fraction_max 0.706
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         10.157
_diffrn_reflns_theta_min         4.134
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.054
_diffrn_measured_fraction_theta_max 0.668
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 1.50(2) GPa
 (1500000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0123944000
_diffrn_orient_matrix_UB_12      -0.0151387000
_diffrn_orient_matrix_UB_13      -0.0205994000
_diffrn_orient_matrix_UB_21      -0.0623118000
_diffrn_orient_matrix_UB_22      -0.0177939000
_diffrn_orient_matrix_UB_23      0.0131029000
_diffrn_orient_matrix_UB_31      -0.0897421000
_diffrn_orient_matrix_UB_32      0.0147073000
_diffrn_orient_matrix_UB_33      -0.0060661000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.598
_reflns_Friedel_fraction_full    0.043
_reflns_Friedel_fraction_max     0.780
_reflns_number_gt                203
_reflns_number_total             417
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.085
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details 
;
 Flack x determined using 35 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         417
_refine_ls_number_restraints     128
_refine_ls_R_factor_all          0.2106
_refine_ls_R_factor_gt           0.1431
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.022
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1846P)²+19.6833P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3430
_refine_ls_wR_factor_ref         0.4045
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.436(6) 0.4431(14) 0.2507(18) 0.57(3) Uani 1 1 d D U . . .
S2 S 0.002(11) 0.4826(19) 0.624(3) 0.50(3) Uani 1 1 d D . . . .
C18 C -0.171(12) 0.462(2) 0.649(4) 0.50(3) Uani 1 1 d DG . . . .
C17 C -0.170(10) 0.407(2) 0.644(4) 0.50(3) Uani 1 1 d DG . . . .
H17 H -0.2664 0.3845 0.6564 0.596 Uiso 1 1 calc DR . . . .
C16 C 0.004(11) 0.3936(19) 0.616(4) 0.50(3) Uani 1 1 d DG . . . .
C19 C 0.111(12) 0.440(2) 0.604(3) 0.50(3) Uani 1 1 d DG . . . .
S1 S -0.151(9) 0.3741(19) 0.472(2) 0.50(3) Uani 1 1 d D . . . .
C9 C -0.154(9) 0.348(5) 0.516(3) 0.50(3) Uani 1 1 d DG . . . .
C8 C 0.049(10) 0.330(5) 0.526(3) 0.50(3) Uani 1 1 d DG . . . .
C7 C 0.176(10) 0.345(4) 0.487(2) 0.50(3) Uani 1 1 d DG . . . .
H7 H 0.3162 0.3386 0.4844 0.596 Uiso 1 1 calc DR . . . .
C6 C 0.053(10) 0.373(4) 0.454(3) 0.50(3) Uani 1 1 d DG . . . .
O1 O 0.507(11) 0.494(3) 0.292(3) 0.50(3) Uani 1 1 d D . . . .
N2 N -0.684(15) 0.535(4) 0.716(4) 0.50(3) Uani 1 1 d . . . . .
C23 C -0.671(13) 0.481(4) 0.714(4) 0.50(3) Uani 1 1 d G . . . .
H23 H -0.7746 0.4602 0.7270 0.596 Uiso 1 1 calc R . . . .
C22 C -0.505(11) 0.457(3) 0.691(4) 0.50(3) Uani 1 1 d DG . . . .
H22 H -0.4967 0.4208 0.6898 0.596 Uiso 1 1 calc DR . . . .
C21 C -0.351(11) 0.487(3) 0.671(3) 0.50(3) Uani 1 1 d DG . . . .
C25 C -0.363(15) 0.541(3) 0.674(3) 0.50(3) Uani 1 1 d DG . . . .
H25 H -0.2596 0.5617 0.6601 0.596 Uiso 1 1 calc R . . . .
C24 C -0.529(16) 0.565(3) 0.696(4) 0.50(3) Uani 1 1 d G . . . .
H24 H -0.5374 0.6011 0.6974 0.596 Uiso 1 1 calc R . . . .
C26 C 0.697(12) 0.514(3) 0.306(2) 0.50(3) Uani 1 1 d D . . . .
C32 C 0.990(12) 0.573(3) 0.320(4) 0.50(3) Uani 1 1 d D . . . .
H32 H 1.0591 0.5450 0.3348 0.596 Uiso 1 1 calc R . . . .
C31 C 1.087(12) 0.621(3) 0.316(5) 0.50(3) Uani 1 1 d DG . . . .
H31 H 1.2196 0.6253 0.3272 0.596 Uiso 1 1 calc R . . . .
C30 C 0.984(12) 0.662(3) 0.294(5) 0.50(3) Uani 1 1 d DG . . . .
C29 C 0.785(12) 0.655(3) 0.277(5) 0.50(3) Uani 1 1 d DG . . . .
H29 H 0.7164 0.6829 0.2631 0.596 Uiso 1 1 calc R . . . .
C28 C 0.689(11) 0.607(3) 0.282(4) 0.50(3) Uani 1 1 d DG . . . .
H28 H 0.5559 0.6026 0.2706 0.596 Uiso 1 1 calc R . . . .
C27 C 0.792(12) 0.566(3) 0.303(4) 0.50(3) Uani 1 1 d DG . . . .
C1 C 0.411(16) 0.385(4) 0.352(3) 0.50(3) Uani 1 1 d . . . . .
H1 H 0.5389 0.3729 0.3430 0.596 Uiso 1 1 calc R . . . .
N1 N 0.286(19) 0.410(4) 0.319(3) 0.50(3) Uani 1 1 d G . . . .
C5 C 0.094(18) 0.429(3) 0.333(3) 0.50(3) Uani 1 1 d G . . . .
H5 H 0.0105 0.4456 0.3106 0.596 Uiso 1 1 calc R . . . .
C4 C 0.027(15) 0.422(3) 0.380(3) 0.50(3) Uani 1 1 d DG . . . .
H4 H -0.1015 0.4345 0.3887 0.596 Uiso 1 1 calc R . . . .
C3 C 0.152(13) 0.397(3) 0.413(3) 0.50(3) Uani 1 1 d DG . . . .
C2 C 0.343(12) 0.379(3) 0.399(3) 0.50(3) Uani 1 1 d DG . . . .
H2 H 0.4269 0.3617 0.4211 0.596 Uiso 1 1 calc DR . . . .
C39 C 1.315(12) 0.706(2) 0.286(6) 0.50(3) Uani 1 1 d D . . . .
H39 H 1.3807 0.6738 0.2898 0.596 Uiso 1 1 calc R . . . .
C38 C 1.428(11) 0.752(3) 0.286(5) 0.50(3) Uani 1 1 d DG . . . .
H38 H 1.5696 0.7505 0.2898 0.596 Uiso 1 1 calc R . . . .
C36 C 1.330(12) 0.799(2) 0.279(4) 0.50(3) Uani 1 1 d DG . . . .
C35 C 1.118(12) 0.801(2) 0.273(5) 0.50(3) Uani 1 1 d DG . . . .
H35 H 1.0521 0.8326 0.2688 0.596 Uiso 1 1 calc R . . . .
C34 C 1.005(12) 0.755(3) 0.273(6) 0.50(3) Uani 1 1 d DG . . . .
H34 H 0.8632 0.7560 0.2689 0.596 Uiso 1 1 calc R . . . .
C33 C 1.103(12) 0.707(2) 0.279(6) 0.50(3) Uani 1 1 d DG . . . .
O2 O 0.759(14) 0.466(3) 0.324(4) 0.50(3) Uani 1 1 d D . . . .
F2 F 0.091(18) 0.234(4) 0.562(4) 0.50(3) Uani 1 1 d D . . . .
F1 F 0.398(16) 0.254(4) 0.544(3) 0.50(3) Uani 1 1 d D . . . .
C15 C 0.104(11) 0.342(2) 0.619(3) 0.50(3) Uani 1 1 d D . . . .
C14 C 0.213(12) 0.313(3) 0.654(2) 0.50(3) Uani 1 1 d DG . . . .
C13 C 0.301(11) 0.269(3) 0.630(2) 0.50(3) Uani 1 1 d DG . . . .
C12 C 0.247(11) 0.272(3) 0.581(2) 0.50(3) Uani 1 1 d DG . . . .
C11 C 0.125(11) 0.317(3) 0.574(2) 0.50(3) Uani 1 1 d DG . . . .
F3 F 0.554(14) 0.271(4) 0.636(4) 0.50(3) Uani 1 1 d D . . . .
F6 F -0.057(12) 0.285(4) 0.662(4) 0.50(3) Uani 1 1 d D . . . .
C20 C 0.30(2) 0.443(3) 0.575(6) 0.50(3) Uani 1 1 d D . . . .
H20A H 0.2901 0.4740 0.5550 0.745 Uiso 1 1 calc GR . . . .
H20B H 0.3052 0.4131 0.5545 0.745 Uiso 1 1 calc GR . . . .
H20C H 0.4150 0.4450 0.5949 0.745 Uiso 1 1 calc GR . . . .
C10 C -0.30(2) 0.358(5) 0.554(3) 0.50(3) Uani 1 1 d D . . . .
H10A H -0.4388 0.3481 0.5425 0.745 Uiso 1 1 calc GR . . . .
H10B H -0.3042 0.3944 0.5612 0.745 Uiso 1 1 calc GR . . . .
H10C H -0.2709 0.3382 0.5817 0.745 Uiso 1 1 calc GR . . . .
F5 F 0.270(18) 0.292(6) 0.718(3) 0.78(12) Uani 1 1 d D U . . .
F4 F 0.220(19) 0.214(3) 0.654(4) 0.50(3) Uani 1 1 d D . . . .
C37 C 1.451(13) 0.847(3) 0.277(5) 0.50(3) Uani 1 1 d D . . . .
O3 O 1.36(2) 0.898(4) 0.277(6) 0.50(3) Uani 1 1 d D . . . .
O4 O 1.67(2) 0.847(3) 0.286(5) 0.50(3) Uani 1 1 d 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 1.79(3) . ?
Zn1 N2 2.00(9) 2_464 ?
Zn1 N1 2.31(9) . ?
Zn1 O3 1.91(14) 4_745 ?
S2 C18 1.4200(19) . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.47(3) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200(17) . ?
C16 C15 1.47(3) . ?
C19 C20 1.47(3) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.46(2) . ?
C8 C7 1.4200 . ?
C8 C11 1.48(3) . ?
C7 C6 1.4200 . ?
C6 C3 1.46(2) . ?
O1 C26 1.40(3) . ?
N2 Zn1 2.00(9) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.390(3) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900(19) . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.46(2) . ?
C26 O2 1.41(3) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900(19) . ?
C30 C33 1.46(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.390(2) . ?
C36 C37 1.46(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
F2 C12 1.51(6) . ?
F1 C12 1.50(7) . ?
C15 C14 1.4200 . ?
C15 C11 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.92(7) . ?
C14 F5 1.92(8) . ?
C13 C12 1.4200 . ?
C13 F3 1.66(6) . ?
C13 F4 1.65(6) . ?
C12 C11 1.4200 . ?
C37 O3 1.44(9) . ?
C37 O4 1.45(9) . ?
O3 Zn1 1.91(14) 4_755 ?

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 N2 108(5) . 2_464 ?
O1 Zn1 N1 81(5) . . ?
O1 Zn1 O3 121(5) . 4_745 ?
N2 Zn1 N1 99(4) 2_464 . ?
O3 Zn1 N2 123(7) 4_745 2_464 ?
O3 Zn1 N1 114(6) 4_745 . ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.00(10) . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 132.8(19) . . ?
C17 C18 C21 118.7(18) . . ?
C16 C17 C18 108.00(11) . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C19 108.0 . . ?
C17 C16 C15 123(2) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C15 123(2) . . ?
C15 C16 S2 152(4) . . ?
S2 C19 C16 108.00(13) . . ?
S2 C19 C20 126.2(15) . . ?
C16 C19 C20 125.7(14) . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C8 108.00(8) . . ?
S1 C9 C10 123(4) . . ?
C8 C9 C10 123(4) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C11 124(3) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 124(3) . . ?
C11 C8 S1 155(7) . . ?
C6 C7 C8 108.00(14) . . ?
S1 C6 C3 133(2) . . ?
C7 C6 S1 108.0 . . ?
C7 C6 C3 118.9(19) . . ?
C26 O1 Zn1 133(4) . . ?
C23 N2 Zn1 111(5) . 2_465 ?
C23 N2 C24 120.00(13) . . ?
C24 N2 Zn1 129(5) . 2_465 ?
C22 C23 N2 120.00(19) . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 120.1(13) . . ?
C25 C21 C18 119.9(13) . . ?
C25 C21 C22 120.00(11) . . ?
C21 C25 C24 120.0(2) . . ?
C25 C24 N2 120.00(10) . . ?
O1 C26 C27 135(2) . . ?
O1 C26 O2 91(3) . . ?
O2 C26 C27 134(2) . . ?
C31 C32 C27 120.0 . . ?
C30 C31 C32 120.00(14) . . ?
C31 C30 C29 120.00(8) . . ?
C31 C30 C33 118.4(13) . . ?
C29 C30 C33 119.8(16) . . ?
C30 C29 C28 120.0 . . ?
C27 C28 C29 120.00(12) . . ?
C32 C27 C26 119.6(13) . . ?
C28 C27 C26 120.3(13) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.00(13) . . ?
C1 N1 Zn1 118(5) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 119(4) . . ?
C4 C5 N1 120.00(6) . . ?
C5 C4 C3 120.00(13) . . ?
C4 C3 C6 118(2) . . ?
C2 C3 C6 118(2) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.00(8) . . ?
C39 C38 C36 120.00(14) . . ?
C38 C36 C37 119.5(13) . . ?
C35 C36 C38 120.00(10) . . ?
C35 C36 C37 120.5(13) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.00(14) . . ?
C39 C33 C30 117.8(15) . . ?
C34 C33 C30 119.4(17) . . ?
C34 C33 C39 120.00(12) . . ?
C14 C15 C16 137(4) . . ?
C14 C15 C11 108.0 . . ?
C11 C15 C16 114(4) . . ?
C15 C14 C13 108.0 . . ?
C15 C14 F6 80(4) . . ?
C15 C14 F5 153(3) . . ?
C13 C14 F6 97(3) . . ?
C13 C14 F5 97(3) . . ?
F5 C14 F6 87(4) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 110(2) . . ?
C14 C13 F4 111(2) . . ?
C12 C13 F3 110(2) . . ?
C12 C13 F4 110(2) . . ?
F4 C13 F3 107(5) . . ?
F1 C12 F2 90(6) . . ?
C13 C12 F2 119(4) . . ?
C13 C12 F1 119(4) . . ?
C11 C12 F2 96(6) . . ?
C11 C12 F1 121(6) . . ?
C11 C12 C13 108.0 . . ?
C15 C11 C8 132(7) . . ?
C12 C11 C8 120(7) . . ?
C12 C11 C15 108.0 . . ?
O3 C37 C36 124(4) . . ?
O3 C37 O4 113(6) . . ?
O4 C37 C36 123(3) . . ?
C37 O3 Zn1 106(7) . 4_755 ?

####################################################################### 
# 
# 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_DMOF_0_40_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956801'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_40_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_40_GPa_Gly   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_40_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.273 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT029_DMOF_0_40_GPa_Gly   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.731 Why?
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_PLAT090_DMOF_0_40_GPa_Gly   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       1.68 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT341_DMOF_0_40_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.1015 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT910_DMOF_0_40_GPa_Gly   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         34 Note
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT911_DMOF_0_40_GPa_Gly   
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.330        200 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_DMOF_0_40_GPa_Gly   
;
PROBLEM: High R1 Value ..................................       0.11 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle. 
;
_vrf_PLAT084_DMOF_0_40_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.34 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 01:57 PM
# end Validation Reply Form

_audit_creation_date             2018-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C39H25F6N2O4S2Zn
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.9346(16)
_cell_length_b                   25.153(13)
_cell_length_c                   28.98(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5055(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    781
_cell_measurement_temperature    293
_cell_measurement_theta_max      15.2620
_cell_measurement_theta_min      3.9300
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.746
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  0.435
_exptl_absorpt_correction_T_min  0.257
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.088
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 18 35 0.0337
8 -18 14 0.1476
2 -31 18 0.1462
0 -18 -35 0.0323
-2 -11 2 0.0813
5 26 -12 0.1057
-8 18 -14 0.0857

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.215
_exptl_crystal_size_min          0.125
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.385     0.454
         range of gasket transmission (min-max)           0.665     1.000
         range of P media transmission (min-max)          0.997     0.998

 thickness of diamond anvil 1: 19.500 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 19.500 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness = 280.0 microns, radius = 230.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Absorption coeff of pressure medium =   0.01 mm-1
;
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0074 17.5905 35.1148 -0.9644 0.2245 -0.0387
7.7424 -18.0002 13.7578 0.0063 0.0194 -0.9998
2.1294 -30.7184 18.3607 0.2198 0.6228 -0.7509
0.1438 -17.8258 -35.3813 0.9720 -0.2336 0.0251
-2.0787 -10.8054 2.2584 0.1830 0.3280 0.0029
5.4547 25.8953 -12.3420 -0.3182 -0.9137 0.0098
-7.8086 17.7002 -13.6186 -0.0025 -0.0087 1.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2726
_diffrn_reflns_av_unetI/netI     0.1455
_diffrn_reflns_Laue_measured_fraction_full 0.731
_diffrn_reflns_Laue_measured_fraction_max 0.730
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8705
_diffrn_reflns_point_group_measured_fraction_full 0.758
_diffrn_reflns_point_group_measured_fraction_max 0.758
_diffrn_reflns_theta_full        13.583
_diffrn_reflns_theta_max         13.583
_diffrn_reflns_theta_min         4.065
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.731
_diffrn_measured_fraction_theta_max 0.730
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 0.40(2) GPa
 (400000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.

List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   35.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   35.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   35.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   35.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -72.00   0.75   35.00    --  -30.00 134.60 -56.90   24
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0105084000
_diffrn_orient_matrix_UB_12      -0.0186997000
_diffrn_orient_matrix_UB_13      -0.0180937000
_diffrn_orient_matrix_UB_21      -0.0598238000
_diffrn_orient_matrix_UB_22      -0.0158472000
_diffrn_orient_matrix_UB_23      0.0143440000
_diffrn_orient_matrix_UB_31      -0.0824748000
_diffrn_orient_matrix_UB_32      0.0139130000
_diffrn_orient_matrix_UB_33      -0.0080538000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.682
_reflns_Friedel_fraction_full    0.802
_reflns_Friedel_fraction_max     0.802
_reflns_number_gt                814
_reflns_number_total             1171
_reflns_odcompleteness_completeness 65.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     15.83
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 220 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.397
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         1171
_refine_ls_number_restraints     485
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.1125
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2978
_refine_ls_wR_factor_ref         0.3413
_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. Restrained distances
 C8-C11
 1.42 with sigma of 0.01
 C15-C16
 1.43 with sigma of 0.01
 C26-C27
 1.45 with sigma of 0.01
 O2-C27 \\sim C27-O1
 with sigma of 0.02
 C36-O4 \\sim O4-O3
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C14) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(O1)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C37) \\sim Ueq,
Uanis(C2) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C36)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C33)
\\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C32) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C30) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C29) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C34) \\sim Ueq, Uanis(C36) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Zn01) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C15) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C18) \\sim Ueq, Uanis(Zn01) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C9) \\sim Ueq, Uanis(C28) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C24, N2, C23, C22, C21, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C19, C16, C17, C18, S2, C20
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C13, C12, C11, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8, C7, C6, S1, C9, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2, C1, N1, C5, C4, C3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32, C31, C30, C29, C28, C27, C26, O2, O1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39, C38, C36, C35, C34, C33, C37, O4, O3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C7(H7), C32(H32), C31(H31), C29(H29), C28(H28), C2(H2), C1(H1),
 C5(H5), C4(H4), C22(H22), C25(H25), C24(H24), C23(H23), C35(H35), C34(H34),
 C39(H39), C38(H38)
5.b Fitted pentagon refined as free rotating group:
 S2(C18,C17,C16,C19), C15(C14,C13,C12,C11), C9(C8,C7,C6,S1)
5.c Fitted hexagon refined as free rotating group:
 C27(C32,C31,C30,C29,C28), C3(C2,C1,N1,C5,C4), C22(C21,C25,C24,N2,C23),
 C36(C35,C34,C33,C39,C38)
5.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4156(17) 0.4546(6) 0.2607(5) 0.148(7) Uani 1 1 d . U . . .
S2 S -0.047(4) 0.4903(11) 0.6257(11) 0.159(14) Uani 1 1 d . U . . .
C18 C -0.190(7) 0.460(2) 0.649(2) 0.13(2) Uani 1 1 d G U . . .
C17 C -0.147(11) 0.4057(17) 0.643(3) 0.15(4) Uani 1 1 d G U . . .
H17 H -0.217789 0.377383 0.655364 0.175 Uiso 1 1 calc R . . . .
C16 C 0.022(11) 0.4017(14) 0.616(3) 0.13(2) Uani 1 1 d DG U . . .
C19 C 0.084(7) 0.454(2) 0.605(2) 0.13(2) Uani 1 1 d G U . . .
F2 F 0.064(7) 0.230(2) 0.558(2) 0.15(2) Uani 1 1 d . . . . .
F1 F 0.334(6) 0.261(2) 0.541(2) 0.17(3) Uani 1 1 d . . . . .
F4 F 0.229(9) 0.205(3) 0.628(2) 0.20(3) Uani 1 1 d . . . . .
F3 F 0.413(10) 0.268(3) 0.623(2) 0.20(3) Uani 1 1 d . . . . .
F6 F 0.000(7) 0.279(2) 0.670(2) 0.16(2) Uani 1 1 d . . . . .
F5 F 0.235(9) 0.315(3) 0.686(2) 0.20(3) Uani 1 1 d . . . . .
C15 C 0.068(9) 0.3461(14) 0.611(3) 0.13(2) Uani 1 1 d D U . . .
C14 C 0.144(11) 0.305(4) 0.6397(15) 0.14(2) Uani 1 1 d G U . . .
C13 C 0.195(11) 0.262(2) 0.611(5) 0.14(2) Uani 1 1 d G U . . .
C12 C 0.151(14) 0.276(4) 0.565(3) 0.14(3) Uani 1 1 d G U . . .
C11 C 0.073(10) 0.328(5) 0.565(2) 0.13(2) Uani 1 1 d DG U . . .
O1 O 0.558(8) 0.525(2) 0.265(2) 0.14(2) Uani 1 1 d D U . . .
O3 O 1.414(11) 0.906(4) 0.247(4) 0.23(4) Uani 1 1 d D U . . .
O2 O 0.722(8) 0.494(3) 0.327(2) 0.15(2) Uani 1 1 d D U . . .
O4 O 1.680(10) 0.851(3) 0.268(2) 0.17(3) Uani 1 1 d D U . . .
C26 C 0.678(11) 0.536(3) 0.302(4) 0.12(2) Uani 1 1 d D U . . .
C9 C -0.181(7) 0.360(2) 0.5055(12) 0.115(16) Uani 1 1 d . U . . .
C8 C 0.005(10) 0.343(3) 0.5201(17) 0.116(17) Uani 1 1 d DG U . . .
C7 C 0.137(5) 0.355(3) 0.484(3) 0.14(3) Uani 1 1 d G U . . .
H7 H 0.269199 0.348369 0.484738 0.167 Uiso 1 1 calc R . . . .
C6 C 0.033(4) 0.379(2) 0.4476(17) 0.105(19) Uani 1 1 d G U . . .
S1 S -0.164(3) 0.3820(11) 0.4607(11) 0.136(12) Uani 1 1 d G U . . .
C27 C 0.803(10) 0.582(2) 0.297(2) 0.17(4) Uani 1 1 d D U . . .
C32 C 0.976(10) 0.589(3) 0.321(2) 0.15(2) Uani 1 1 d G U . . .
H32 H 1.021747 0.561989 0.340005 0.181 Uiso 1 1 calc R . . . .
C31 C 1.082(7) 0.635(3) 0.315(2) 0.17(4) Uani 1 1 d G U . . .
H31 H 1.197913 0.639610 0.330357 0.201 Uiso 1 1 calc R . . . .
C30 C 1.014(10) 0.675(2) 0.286(3) 0.15(2) Uani 1 1 d G U . . .
C29 C 0.840(11) 0.668(2) 0.262(2) 0.16(2) Uani 1 1 d G U . . .
H29 H 0.794649 0.694773 0.243051 0.189 Uiso 1 1 calc R . . . .
C28 C 0.735(8) 0.622(3) 0.268(2) 0.15(2) Uani 1 1 d G U . . .
H28 H 0.618479 0.617152 0.252698 0.185 Uiso 1 1 calc R . . . .
C37 C 1.472(19) 0.873(6) 0.268(5) 0.17(2) Uani 1 1 d . U . . .
C3 C 0.151(12) 0.390(3) 0.4050(19) 0.12(2) Uani 1 1 d . U . . .
C2 C 0.344(11) 0.380(3) 0.395(2) 0.17(2) Uani 1 1 d G U . . .
H2 H 0.422070 0.364007 0.417068 0.202 Uiso 1 1 calc R . . . .
C1 C 0.420(7) 0.396(3) 0.353(3) 0.17(2) Uani 1 1 d G U . . .
H1 H 0.549657 0.389392 0.346420 0.206 Uiso 1 1 calc R . . . .
N1 N 0.304(11) 0.420(2) 0.320(2) 0.15(3) Uani 1 1 d G U . . .
C5 C 0.110(10) 0.430(2) 0.330(2) 0.15(2) Uani 1 1 d G U . . .
H5 H 0.032139 0.446282 0.308303 0.180 Uiso 1 1 calc R . . . .
C4 C 0.034(7) 0.415(3) 0.372(3) 0.16(3) Uani 1 1 d G U . . .
H4 H -0.095452 0.420898 0.378951 0.194 Uiso 1 1 calc R . . . .
C20 C 0.243(11) 0.446(4) 0.580(4) 0.18(4) Uani 1 1 d . U . . .
H20A H 0.213143 0.448712 0.547893 0.269 Uiso 1 1 calc GR . . . .
H20B H 0.292641 0.410857 0.586427 0.269 Uiso 1 1 calc GR . . . .
H20C H 0.338674 0.471844 0.588152 0.269 Uiso 1 1 calc GR . . . .
C22 C -0.498(10) 0.441(2) 0.695(3) 0.14(4) Uani 1 1 d . U . . .
H22 H -0.478212 0.405159 0.689980 0.173 Uiso 1 1 calc R . . . .
C21 C -0.364(7) 0.478(3) 0.678(2) 0.12(3) Uani 1 1 d G U . . .
C25 C -0.393(7) 0.532(3) 0.686(2) 0.10(3) Uani 1 1 d G U . . .
H25 H -0.304018 0.556489 0.674572 0.116 Uiso 1 1 calc R . . . .
C24 C -0.556(9) 0.5494(19) 0.709(2) 0.11(2) Uani 1 1 d G U . . .
H24 H -0.575911 0.585580 0.713794 0.137 Uiso 1 1 calc R . . . .
N2 N -0.690(6) 0.513(3) 0.7254(18) 0.09(2) Uani 1 1 d G U . . .
C23 C -0.661(7) 0.459(2) 0.718(2) 0.11(2) Uani 1 1 d G U . . .
H23 H -0.750110 0.434250 0.729203 0.133 Uiso 1 1 calc R . . . .
C36 C 1.365(11) 0.814(3) 0.272(3) 0.168(19) Uani 1 1 d D U . . .
C35 C 1.167(12) 0.820(3) 0.266(3) 0.20(5) Uani 1 1 d G U . . .
H35 H 1.116723 0.852618 0.258236 0.235 Uiso 1 1 calc R . . . .
C34 C 1.046(7) 0.776(4) 0.271(3) 0.17(2) Uani 1 1 d G U . . .
H34 H 0.913517 0.779962 0.266465 0.205 Uiso 1 1 calc R . . . .
C33 C 1.121(12) 0.727(3) 0.282(3) 0.17(2) Uani 1 1 d G U . . .
C39 C 1.319(13) 0.721(3) 0.289(3) 0.17(2) Uani 1 1 d G U . . .
H39 H 1.369275 0.687601 0.296575 0.207 Uiso 1 1 calc R . . . .
C38 C 1.440(7) 0.764(4) 0.284(3) 0.16(2) Uani 1 1 d G U . . .
H38 H 1.572485 0.760256 0.288346 0.198 Uiso 1 1 calc R . . . .
C10 C -0.291(10) 0.353(3) 0.547(3) 0.120(19) Uani 1 1 d . U . . .
H10A H -0.229192 0.327205 0.566248 0.180 Uiso 1 1 calc GR . . . .
H10B H -0.418394 0.341346 0.539306 0.180 Uiso 1 1 calc GR . . . .
H10C H -0.297652 0.386479 0.562906 0.180 Uiso 1 1 calc GR . . . .


_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 O1 2.02(6) . ?
Zn01 O3 1.72(11) 4_745 ?
Zn01 C37 2.35(12) 4_745 ?
Zn01 N1 2.08(5) . ?
Zn01 N2 2.0(3) 2_464 ?
S2 C18 1.4200 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.54(5) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.44(2) . ?
C19 C20 1.34(9) . ?
F2 C12 1.32(8) . ?
F1 C12 1.48(8) . ?
F4 C13 1.53(8) . ?
F3 C13 1.56(10) . ?
F6 C14 1.48(7) . ?
F5 C14 1.49(8) . ?
C15 C14 1.4200 . ?
C15 C11 1.4200 . ?
C14 C13 1.4200 . ?
C13 C12 1.4200 . ?
C12 C11 1.4200 . ?
C11 C8 1.43(2) . ?
O1 C26 1.39(11) . ?
O3 C37 1.11(12) . ?
O2 C26 1.31(9) . ?
O4 C37 1.54(12) . ?
C26 C27 1.45(2) . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C9 C10 1.43(8) . ?
C8 C7 1.4200 . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
C6 C3 1.50(6) . ?
C27 C32 1.3900 . ?
C27 C28 1.3900 . ?
C32 C31 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.50(7) . ?
C29 C28 1.3900 . ?
C37 C36 1.67(13) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C22 C21 1.3900 . ?
C22 C23 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C24 N2 1.3900 . ?
N2 C23 1.3900 . ?
C36 C35 1.3900 . ?
C36 C38 1.3900 . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C33 C39 1.3900(11) . ?
C39 C38 1.3900 . ?

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 Zn01 C37 128(4) . 4_745 ?
O1 Zn01 N1 120(2) . . ?
O1 Zn01 N2 93(10) . 2_464 ?
O3 Zn01 O1 107(3) 4_745 . ?
O3 Zn01 C37 26(4) 4_745 4_745 ?
O3 Zn01 N1 94(4) 4_745 . ?
O3 Zn01 N2 139(10) 4_745 2_464 ?
N1 Zn01 C37 93(4) . 4_745 ?
N2 Zn01 C37 115(10) 2_464 4_745 ?
N2 Zn01 N1 107(10) 2_464 . ?
C18 S2 C19 108.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 131(5) . . ?
C17 C18 C21 121(5) . . ?
C18 C17 C16 108.00(9) . . ?
C17 C16 C15 108(6) . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 144(6) . . ?
C16 C19 S2 108.0 . . ?
C20 C19 S2 149(7) . . ?
C20 C19 C16 103(7) . . ?
C14 C15 C16 137(9) . . ?
C11 C15 C16 114(9) . . ?
C11 C15 C14 108.0 . . ?
F6 C14 F5 80(4) . . ?
C15 C14 F6 115(6) . . ?
C15 C14 F5 123(9) . . ?
C13 C14 F6 100(7) . . ?
C13 C14 F5 123(9) . . ?
C13 C14 C15 108.0 . . ?
F4 C13 F3 82(5) . . ?
C14 C13 F4 124(10) . . ?
C14 C13 F3 92(7) . . ?
C12 C13 F4 125(10) . . ?
C12 C13 F3 113(6) . . ?
C12 C13 C14 108.0 . . ?
F2 C12 F1 96(6) . . ?
F2 C12 C13 91(10) . . ?
F2 C12 C11 129(9) . . ?
C13 C12 F1 101(9) . . ?
C13 C12 C11 108.0 . . ?
C11 C12 F1 124(8) . . ?
C15 C11 C12 108.0 . . ?
C15 C11 C8 140(10) . . ?
C12 C11 C8 112(10) . . ?
C26 O1 Zn01 121(5) . . ?
C37 O3 Zn01 111(10) . 4_755 ?
O1 C26 C27 117(7) . . ?
O2 C26 O1 114(7) . . ?
O2 C26 C27 123(7) . . ?
S1 C9 C8 108.00(6) . . ?
C10 C9 C8 102(5) . . ?
C10 C9 S1 149(5) . . ?
C9 C8 C11 130(7) . . ?
C9 C8 C7 108.0 . . ?
C7 C8 C11 120(6) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 115(5) . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 137(5) . . ?
C9 S1 C6 108.0 . . ?
C32 C27 C26 125(5) . . ?
C32 C27 C28 120.00(6) . . ?
C28 C27 C26 115(5) . . ?
C31 C32 C27 120.0 . . ?
C32 C31 C30 120.00(7) . . ?
C31 C30 C33 120(7) . . ?
C29 C30 C31 120.00(6) . . ?
C29 C30 C33 120(7) . . ?
C30 C29 C28 120.0 . . ?
C29 C28 C27 120.00(6) . . ?
O3 C37 Zn01 43(8) . 4_755 ?
O3 C37 O4 127(10) . . ?
O3 C37 C36 123(10) . . ?
O4 C37 Zn01 90(5) . 4_755 ?
O4 C37 C36 96(8) . . ?
C36 C37 Zn01 163(9) . 4_755 ?
C2 C3 C6 131(7) . . ?
C2 C3 C4 120.0 . . ?
C4 C3 C6 109(7) . . ?
C1 C2 C3 120.0 . . ?
C2 C1 N1 120.00(6) . . ?
C1 N1 Zn01 122(5) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn01 117(5) . . ?
N1 C5 C4 120.0 . . ?
C5 C4 C3 120.00(6) . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C18 121(6) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 118(6) . . ?
C24 C25 C21 120.00(7) . . ?
N2 C24 C25 120.0 . . ?
C24 N2 Zn01 115(4) . 2_465 ?
C23 N2 Zn01 125(4) . 2_465 ?
C23 N2 C24 120.00(6) . . ?
N2 C23 C22 120.00(9) . . ?
C35 C36 C37 110(8) . . ?
C35 C36 C38 120.00(7) . . ?
C38 C36 C37 130(9) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.00(7) . . ?
C34 C33 C30 127(8) . . ?
C34 C33 C39 120.00(10) . . ?
C39 C33 C30 113(8) . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.00(7) . . ?

_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
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 4.226
_oxdiff_exptl_absorpt_empirical_full_min 0.533
####################################################################### 
# 
# 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_DMOF_0_70_GPa_Daphne
_database_code_depnum_ccdc_archive 'CCDC 1956875'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_0_70_GPa_Daphne 
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_RINTA01_DMOF_0_70_GPa_Daphne 
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_70_GPa_Daphne 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_70_GPa_Daphne 
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.890 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT201_DMOF_0_70_GPa_Daphne 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         54 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT341_DMOF_0_70_GPa_Daphne 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.17025 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT084_DMOF_0_70_GPa_Daphne 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.43 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT026_DMOF_0_70_GPa_Daphne 
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        46% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_DMOF_0_70_GPa_Daphne 
;
PROBLEM: High R1 Value ..................................       0.14 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_70_GPa_Daphne 
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       6.20 Note
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_70_GPa_Daphne 
;
PROBLEM: s.u. on the      a    - Axis is (Too) Large ....      0.009 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:37 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.881(9)
_cell_length_b                   25.14(3)
_cell_length_c                   28.2(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4871(51)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    399
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.828
_cell_measurement_theta_min      8.028
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.129
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.70(2) GPa
 (700000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.8895
_diffrn_reflns_av_unetI/netI     0.3867
_diffrn_reflns_Laue_measured_fraction_full 0.049
_diffrn_reflns_Laue_measured_fraction_max 0.440
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4756
_diffrn_reflns_point_group_measured_fraction_full 0.045
_diffrn_reflns_point_group_measured_fraction_max 0.457
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         11.414
_diffrn_reflns_theta_min         4.014
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.049
_diffrn_measured_fraction_theta_max 0.440
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.629
_reflns_Friedel_fraction_full    0.040
_reflns_Friedel_fraction_max     0.487
_reflns_number_gt                184
_reflns_number_total             399
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 35 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         399
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.2365
_refine_ls_R_factor_gt           0.1387
_refine_ls_restrained_S_all      0.903
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1881P)²+98.4140P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3305
_refine_ls_wR_factor_ref         0.4268
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C37 C 1.471(12) 0.840(3) 0.261(7) 0.150 Uiso 1 1 d D . . . .
C10 C -0.22(3) 0.367(7) 0.542(4) 0.150 Uiso 1 1 d D . . . .
H10A H -0.3498 0.3504 0.5438 0.225 Uiso 1 1 calc GR . . . .
H10B H -0.2376 0.4044 0.5484 0.225 Uiso 1 1 calc GR . . . .
H10C H -0.1398 0.3514 0.5654 0.225 Uiso 1 1 calc GR . . . .
C33 C 1.116(16) 0.703(3) 0.281(10) 0.150 Uiso 1 1 d D . . . .
C39 C 1.308(17) 0.706(4) 0.296(9) 0.150 Uiso 1 1 d DG . . . .
H39 H 1.3661 0.6772 0.3108 0.180 Uiso 1 1 calc R . . . .
C38 C 1.412(15) 0.753(4) 0.289(8) 0.150 Uiso 1 1 d G . . . .
H38 H 1.5399 0.7552 0.2993 0.180 Uiso 1 1 calc R . . . .
C36 C 1.324(15) 0.796(4) 0.267(8) 0.150 Uiso 1 1 d DG . . . .
C35 C 1.133(17) 0.792(3) 0.252(9) 0.150 Uiso 1 1 d G . . . .
H35 H 1.0741 0.8214 0.2367 0.180 Uiso 1 1 calc R . . . .
C34 C 1.029(15) 0.746(3) 0.258(10) 0.150 Uiso 1 1 d DG . . . .
H34 H 0.9003 0.7434 0.2482 0.180 Uiso 1 1 calc R . . . .
C20 C 0.29(2) 0.445(8) 0.558(9) 0.150 Uiso 1 1 d D . . . .
H20A H 0.2945 0.4709 0.5328 0.225 Uiso 1 1 calc GR . . . .
H20B H 0.2869 0.4098 0.5437 0.225 Uiso 1 1 calc GR . . . .
H20C H 0.4079 0.4478 0.5765 0.225 Uiso 1 1 calc GR . . . .
C3 C 0.144(11) 0.377(5) 0.381(4) 0.150 Uiso 1 1 d D . . . .
C2 C 0.343(11) 0.373(4) 0.373(4) 0.150 Uiso 1 1 d DG . . . .
H2 H 0.4211 0.3552 0.3952 0.180 Uiso 1 1 calc R . . . .
C1 C 0.425(9) 0.395(4) 0.333(5) 0.150 Uiso 1 1 d DG . . . .
H1 H 0.5587 0.3928 0.3279 0.180 Uiso 1 1 calc R . . . .
N1 N 0.309(8) 0.422(4) 0.300(5) 0.150 Uiso 1 1 d G . . . .
C5 C 0.110(8) 0.426(4) 0.308(4) 0.150 Uiso 1 1 d DG . . . .
H5 H 0.0316 0.4432 0.2861 0.180 Uiso 1 1 calc R . . . .
C4 C 0.027(9) 0.403(4) 0.348(4) 0.150 Uiso 1 1 d DG . . . .
H4 H -0.1059 0.4056 0.3534 0.180 Uiso 1 1 calc R . . . .
C21 C -0.371(18) 0.483(7) 0.642(9) 0.150 Uiso 1 1 d D . . . .
C25 C -0.41(2) 0.537(6) 0.634(10) 0.150 Uiso 1 1 d G . . . .
H25 H -0.3230 0.5566 0.6145 0.180 Uiso 1 1 calc R . . . .
C24 C -0.56(3) 0.562(4) 0.656(12) 0.150 Uiso 1 1 d G . . . .
H24 H -0.5866 0.5979 0.6503 0.180 Uiso 1 1 calc R . . . .
N2 N -0.69(2) 0.533(8) 0.685(11) 0.150 Uiso 1 1 d G . . . .
C23 C -0.65(2) 0.479(7) 0.693(9) 0.150 Uiso 1 1 d G . . . .
H23 H -0.7341 0.4598 0.7124 0.180 Uiso 1 1 calc R . . . .
C22 C -0.49(3) 0.454(4) 0.671(9) 0.150 Uiso 1 1 d G . . . .
H22 H -0.4706 0.4185 0.6766 0.180 Uiso 1 1 calc R . . . .
O4 O 1.689(16) 0.838(4) 0.279(10) 0.150 Uiso 1 1 d D . . . .
C8 C 0.051(14) 0.347(5) 0.509(4) 0.150 Uiso 1 1 d D . . . .
C7 C 0.181(10) 0.356(4) 0.471(4) 0.150 Uiso 1 1 d DG . . . .
H7 H 0.3149 0.3510 0.4718 0.180 Uiso 1 1 calc R . . . .
C6 C 0.071(8) 0.373(5) 0.431(4) 0.150 Uiso 1 1 d DG . . . .
S1 S -0.128(8) 0.3751(19) 0.445(4) 0.150 Uiso 1 1 d DG . . . .
C9 C -0.140(11) 0.359(5) 0.493(4) 0.150 Uiso 1 1 d DG . . . .
Zn1 Zn 0.421(4) 0.4496(10) 0.241(3) 0.150 Uiso 1 1 d D . . . .
C11 C 0.108(13) 0.319(3) 0.554(4) 0.150 Uiso 1 1 d D . . . .
C15 C 0.079(12) 0.344(2) 0.599(5) 0.150 Uiso 1 1 d DG . . . .
C14 C 0.188(13) 0.316(2) 0.634(4) 0.150 Uiso 1 1 d DG . . . .
C13 C 0.284(10) 0.273(2) 0.611(4) 0.150 Uiso 1 1 d DG . . . .
C12 C 0.234(13) 0.275(3) 0.562(4) 0.150 Uiso 1 1 d DG . . . .
C26 C 0.703(15) 0.506(4) 0.290(7) 0.150 Uiso 1 1 d D . . . .
F6 F 0.020(16) 0.299(3) 0.653(8) 0.150 Uiso 1 1 d D . . . .
O3 O 1.428(19) 0.895(5) 0.236(9) 0.150 Uiso 1 1 d D . . . .
F3 F 0.478(12) 0.278(4) 0.616(5) 0.150 Uiso 1 1 d D . . . .
F4 F 0.232(16) 0.227(3) 0.630(4) 0.150 Uiso 1 1 d D . . . .
O1 O 0.564(19) 0.531(4) 0.265(10) 0.150 Uiso 1 1 d D . . . .
C19 C 0.116(13) 0.453(4) 0.589(7) 0.150 Uiso 1 1 d D . . . .
S2 S -0.045(12) 0.488(2) 0.595(5) 0.150 Uiso 1 1 d DG . . . .
C18 C -0.192(16) 0.459(4) 0.619(7) 0.150 Uiso 1 1 d DG . . . .
C17 C -0.12(2) 0.407(3) 0.628(7) 0.150 Uiso 1 1 d DG . . . .
H17 H -0.1907 0.3800 0.6431 0.180 Uiso 1 1 calc R . . . .
C16 C 0.068(19) 0.403(3) 0.609(8) 0.150 Uiso 1 1 d DG . . . .
F5 F 0.261(16) 0.322(4) 0.678(5) 0.150 Uiso 1 1 d D . . . .
C27 C 0.833(17) 0.551(3) 0.275(9) 0.150 Uiso 1 1 d D . . . .
C32 C 1.015(16) 0.556(3) 0.297(9) 0.150 Uiso 1 1 d DG . . . .
H32 H 1.0711 0.5264 0.3112 0.180 Uiso 1 1 calc R . . . .
C31 C 1.112(17) 0.604(3) 0.296(10) 0.150 Uiso 1 1 d DG . . . .
H31 H 1.2330 0.6074 0.3103 0.180 Uiso 1 1 calc R . . . .
C30 C 1.027(19) 0.648(3) 0.274(9) 0.150 Uiso 1 1 d DG . . . .
C29 C 0.845(19) 0.644(3) 0.253(8) 0.150 Uiso 1 1 d DG . . . .
H29 H 0.7889 0.6729 0.2384 0.180 Uiso 1 1 calc R . . . .
C28 C 0.749(18) 0.595(4) 0.254(8) 0.150 Uiso 1 1 d DG . . . .
H28 H 0.6271 0.5920 0.2393 0.180 Uiso 1 1 calc R . . . .
F1 F 0.369(16) 0.249(4) 0.536(5) 0.150 Uiso 1 1 d D . . . .
O2 O 0.752(17) 0.462(5) 0.315(9) 0.150 Uiso 1 1 d D . . . .
F2 F 0.102(17) 0.236(4) 0.552(5) 0.150 Uiso 1 1 d 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
C37 C36 1.51(2) . ?
C37 O4 1.58(11) . ?
C37 O3 1.58(11) . ?
C10 C9 1.51(2) . ?
C33 C39 1.390(2) . ?
C33 C34 1.3900 . ?
C33 C30 1.51(2) . ?
C39 C38 1.3900(19) . ?
C38 C36 1.3900 . ?
C36 C35 1.390(3) . ?
C35 C34 1.3900 . ?
C20 C19 1.51(2) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C3 C6 1.51(3) . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
N1 Zn1 1.96(14) . ?
C5 C4 1.3900 . ?
C21 C25 1.390(2) . ?
C21 C22 1.390(6) . ?
C21 C18 1.51(2) . ?
C25 C24 1.390(3) . ?
C24 N2 1.390(6) . ?
N2 C23 1.3900 . ?
N2 Zn1 2.31(19) 2_465 ?
C23 C22 1.390(3) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C9 1.4200 . ?
C8 C11 1.51(3) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
Zn1 N2 2.3(7) 2_464 ?
Zn1 O3 1.83(15) 4_745 ?
Zn1 O1 2.36(13) . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C15 C16 1.51(3) . ?
C14 C13 1.4200 . ?
C14 F6 1.36(6) . ?
C14 F5 1.36(6) . ?
C13 C12 1.4200 . ?
C13 F3 1.35(6) . ?
C13 F4 1.35(6) . ?
C12 F1 1.35(6) . ?
C12 F2 1.36(6) . ?
C26 O1 1.34(11) . ?
C26 C27 1.51(2) . ?
C26 O2 1.35(12) . ?
O3 Zn1 1.83(15) 4_755 ?
C19 S2 1.4200 . ?
C19 C16 1.420(3) . ?
S2 C18 1.420(4) . ?
S2 C16 2.2976 . ?
C18 C17 1.4200 . ?
C17 C16 1.420(3) . ?
C27 C32 1.390(3) . ?
C27 C28 1.3900 . ?
C32 C31 1.390(2) . ?
C31 C30 1.3900 . ?
C30 C29 1.390(3) . ?
C29 C28 1.3900 . ?

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
C36 C37 O4 125(5) . . ?
C36 C37 O3 125(5) . . ?
O3 C37 O4 110(9) . . ?
C39 C33 C34 120.00(15) . . ?
C39 C33 C30 119(3) . . ?
C34 C33 C30 119(3) . . ?
C38 C39 C33 120.00(12) . . ?
C39 C38 C36 120.00(16) . . ?
C38 C36 C37 110(4) . . ?
C35 C36 C37 130(5) . . ?
C35 C36 C38 120.00(14) . . ?
C36 C35 C34 120.0 . . ?
C35 C34 C33 120.00(12) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 118(2) . . ?
C4 C3 C6 117(3) . . ?
C1 C2 C3 120.0 . . ?
N1 C1 C2 120.0(4) . . ?
C1 N1 C5 120.0 . . ?
C1 N1 Zn1 120.3(12) . . ?
C5 N1 Zn1 119.6(12) . . ?
N1 C5 C4 120.0 . . ?
C5 C4 C3 120.0(4) . . ?
C25 C21 C22 120.00(14) . . ?
C25 C21 C18 118(10) . . ?
C22 C21 C18 122(10) . . ?
C21 C25 C24 120.0(3) . . ?
N2 C24 C25 120.0(2) . . ?
C24 N2 Zn1 137(10) . 2_465 ?
C23 N2 C24 120.00(15) . . ?
C23 N2 Zn1 101(10) . 2_465 ?
C22 C23 N2 120.0(2) . . ?
C23 C22 C21 120.0(2) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 123(7) . . ?
C9 C8 C7 108.0 . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 127(7) . . ?
C11 C8 S1 161(8) . . ?
C6 C7 C8 108.0(5) . . ?
C7 C6 C3 125(2) . . ?
S1 C6 C3 125(2) . . ?
S1 C6 C7 108.0 . . ?
C6 S1 C8 72.0 . . ?
C6 S1 C9 108.0 . . ?
C9 S1 C8 36.0 . . ?
C8 C9 C10 95(9) . . ?
C8 C9 S1 108.0(2) . . ?
S1 C9 C10 149(10) . . ?
N1 Zn1 N2 112(10) . 2_464 ?
N1 Zn1 O1 104(8) . . ?
N2 Zn1 O1 109(10) 2_464 . ?
O3 Zn1 N1 70(7) 4_745 . ?
O3 Zn1 N2 141(10) 4_745 2_464 ?
O3 Zn1 O1 108(7) 4_745 . ?
C15 C11 C8 119(8) . . ?
C12 C11 C8 131(7) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 128(10) . . ?
C14 C15 C11 108.0 . . ?
C14 C15 C16 113(8) . . ?
C15 C14 C13 108.0 . . ?
F6 C14 C15 89(9) . . ?
F6 C14 C13 110(3) . . ?
F6 C14 F5 88(10) . . ?
F5 C14 C15 141(3) . . ?
F5 C14 C13 110(3) . . ?
C14 C13 C12 108.0 . . ?
F3 C13 C14 110(2) . . ?
F3 C13 C12 111(2) . . ?
F4 C13 C14 111(2) . . ?
F4 C13 C12 111(2) . . ?
F4 C13 F3 106(7) . . ?
C11 C12 C13 108.0 . . ?
F1 C12 C11 136(4) . . ?
F1 C12 C13 110(3) . . ?
F1 C12 F2 90(7) . . ?
F2 C12 C11 97(5) . . ?
F2 C12 C13 109(3) . . ?
O1 C26 C27 86(6) . . ?
O1 C26 O2 147(10) . . ?
O2 C26 C27 128(8) . . ?
C37 O3 Zn1 113(9) . 4_755 ?
C26 O1 Zn1 92(7) . . ?
S2 C19 C20 142(10) . . ?
S2 C19 C16 108.00(17) . . ?
C16 C19 C20 107(10) . . ?
C19 S2 C18 108.00(10) . . ?
C19 S2 C16 36.0 . . ?
C18 S2 C16 72.0 . . ?
S2 C18 C21 126(2) . . ?
S2 C18 C17 108.00(13) . . ?
C17 C18 C21 125(2) . . ?
C16 C17 C18 108.00(14) . . ?
C15 C16 S2 154(10) . . ?
C19 C16 C15 141(10) . . ?
C19 C16 S2 36.0 . . ?
C17 C16 C15 101(9) . . ?
C17 C16 C19 108.00(15) . . ?
C17 C16 S2 72.00(13) . . ?
C32 C27 C26 119(2) . . ?
C32 C27 C28 120.00(17) . . ?
C28 C27 C26 118(2) . . ?
C27 C32 C31 120.0 . . ?
C30 C31 C32 120.00(17) . . ?
C31 C30 C33 120(2) . . ?
C29 C30 C33 119.4(18) . . ?
C29 C30 C31 120.00(17) . . ?
C30 C29 C28 120.0 . . ?
C29 C28 C27 120.00(14) . . ?

_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 -0.371 0.250 0.000 799.3 79.2 ?
2 -0.310 -0.250 0.500 799.3 78.7 ?
3 0.250 0.283 0.312 6.4 0.0 ?
4 0.250 0.717 0.812 6.4 0.0 ?
5 0.750 0.217 0.688 6.4 0.0 ?
6 0.750 0.783 0.188 6.4 0.0 ?

####################################################################### 
# 
# 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_DMOF_1_2_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956867'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_1_2_GPa_Gly    
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_RINTA01_DMOF_1_2_GPa_Gly    
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_1_2_GPa_Gly    
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_1_2_GPa_Gly    
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.308 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT201_DMOF_1_2_GPa_Gly    
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         54 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT090_DMOF_1_2_GPa_Gly    
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       5.30 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT241_DMOF_1_2_GPa_Gly    
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C34 Check
RESPONSE: Since this atom has been refined isotropically, only the use of common isotropic displacement factors would eventually eliminate this warning.
;
_vrf_PLAT341_DMOF_1_2_GPa_Gly    
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.06425 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT082_DMOF_1_2_GPa_Gly    
;
PROBLEM: High R1 Value ..................................       0.12 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_DMOF_1_2_GPa_Gly    
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.35 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_1_2_GPa_Gly    
;
PROBLEM: s.u. on the      b    - Axis is (Too) Large ....     0.0300 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:11 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.638(6)
_cell_length_b                   25.42(3)
_cell_length_c                   28.23(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4762(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    211
_cell_measurement_temperature    571(2)
_cell_measurement_theta_max      10.8760
_cell_measurement_theta_min      3.8970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  0.435
_exptl_absorpt_correction_T_min  0.277
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -14 37 0.0537
8 -19 -10 0.0680
-7 19 11 0.1476
-2 33 13 0.1452
-5 -27 -8 0.1057
10 41 0 0.1503
0 14 -37 0.0123

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.122
_exptl_special_details           
;
Data were collected at room temperature and pressure of 1.20(2) GPa
 (1200000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3085
_diffrn_reflns_av_unetI/netI     0.1605
_diffrn_reflns_Laue_measured_fraction_full 0.077
_diffrn_reflns_Laue_measured_fraction_max 0.674
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4271
_diffrn_reflns_point_group_measured_fraction_full 0.072
_diffrn_reflns_point_group_measured_fraction_max 0.710
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         11.443
_diffrn_reflns_theta_min         4.085
_diffrn_ambient_temperature      571.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.077
_diffrn_measured_fraction_theta_max 0.674
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.40   0.80   28.00   0.00 -30.00   0.00    --    68
  2  φ    140.00 200.00   0.80   28.00   0.00 -30.00   0.00    --    75
  3  φ    160.00 216.80   0.80   28.00   0.00  30.00   0.00    --    71
  4  φ    -20.00  34.40   0.80   28.00   0.00  30.00   0.00    --    68
  5  ω    -24.00  24.00   0.80   28.00    --   30.00  39.46 -12.90   60
  6  ω    -24.00  24.00   0.80   28.00    --   30.00  39.46 167.10   60
  7  ω    -50.00  10.00   0.80   28.00    --  -30.00  39.46 167.10   75
  8  ω    -50.00  10.00   0.80   28.00    --  -30.00  39.46 -12.90   75
  9  ω    -64.00  -8.00   0.80   28.00    --  -30.00  81.40 -28.90   70
 10  ω    -64.00  -8.00   0.80   28.00    --  -30.00  81.40 151.10   70
 11  ω    -19.00   7.40   0.80   28.00    --   30.00  81.40 151.10   33
 12  ω    -19.00   7.40   0.80   28.00    --   30.00  81.40 -28.90   33
 13  ω    -43.00 -21.40   0.80   28.00    --   30.00 134.60 -56.90   27
 14  ω    -43.00 -21.40   0.80   28.00    --   30.00 134.60 123.10   27
 15  ω    -90.00 -36.40   0.80   28.00    --  -30.00 134.60 123.10   67
 16  ω    -90.00 -36.40   0.80   28.00    --  -30.00 134.60 -56.90   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0110045000
_diffrn_orient_matrix_UB_12      0.0156919000
_diffrn_orient_matrix_UB_13      -0.0204154000
_diffrn_orient_matrix_UB_21      0.0617696000
_diffrn_orient_matrix_UB_22      0.0178011000
_diffrn_orient_matrix_UB_23      0.0130571000
_diffrn_orient_matrix_UB_31      0.0868712000
_diffrn_orient_matrix_UB_32      -0.0146762000
_diffrn_orient_matrix_UB_33      -0.0062928000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.646
_reflns_Friedel_fraction_full    0.066
_reflns_Friedel_fraction_max     0.775
_reflns_number_gt                422
_reflns_number_total             622
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 124 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.14(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         622
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.1569
_refine_ls_R_factor_gt           0.1168
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.072
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2985
_refine_ls_wR_factor_ref         0.3456
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C38 C 1.396(7) 0.7665(19) 0.299(2) 0.240 Uiso 1 1 d D . . . .
H38 H 1.5265 0.7693 0.3105 0.288 Uiso 1 1 calc R . . . .
C36 C 1.304(8) 0.8101(16) 0.278(2) 0.240 Uiso 1 1 d DG . . . .
C35 C 1.109(8) 0.8060(16) 0.260(3) 0.300 Uiso 1 1 d DG . . . .
H35 H 1.0476 0.8351 0.2467 0.360 Uiso 1 1 calc R . . . .
C34 C 1.007(8) 0.7583(17) 0.263(3) 0.37(7) Uiso 1 1 d DG . . . .
H34 H 0.8773 0.7556 0.2509 0.438 Uiso 1 1 calc R . . . .
C33 C 1.100(7) 0.7147(15) 0.283(2) 0.24(5) Uiso 1 1 d DG . . . .
C39 C 1.294(6) 0.7188(17) 0.301(2) 0.240 Uiso 1 1 d DG . . . .
H39 H 1.3561 0.6897 0.3146 0.288 Uiso 1 1 calc DR . . . .
Zn1 Zn 0.415(2) 0.4491(6) 0.2560(7) 0.235(8) Uiso 1 1 d D . . . .
O1 O 0.533(10) 0.509(3) 0.267(3) 0.240 Uiso 1 1 d D . . . .
C2 C 0.359(7) 0.3791(18) 0.3945(16) 0.300 Uiso 1 1 d D . . . .
H2 H 0.4365 0.3606 0.4163 0.360 Uiso 1 1 calc DR . . . .
C1 C 0.444(8) 0.396(2) 0.3521(17) 0.300 Uiso 1 1 d DG . . . .
H1 H 0.5786 0.3885 0.3455 0.360 Uiso 1 1 calc R . . . .
N1 N 0.328(10) 0.4235(17) 0.3195(15) 0.300 Uiso 1 1 d DG . . . .
C5 C 0.127(10) 0.4344(19) 0.3292(15) 0.240 Uiso 1 1 d DG . . . .
H5 H 0.0499 0.4528 0.3074 0.288 Uiso 1 1 calc R . . . .
C4 C 0.042(7) 0.4176(16) 0.3716(15) 0.240 Uiso 1 1 d DG . . . .
H4 H -0.0922 0.4249 0.3782 0.288 Uiso 1 1 calc R . . . .
C3 C 0.158(7) 0.3900(12) 0.4042(12) 0.240 Uiso 1 1 d DG . . . .
C26 C 0.668(10) 0.5233(18) 0.293(3) 0.240 Uiso 1 1 d D . . . .
O2 O 0.756(9) 0.495(3) 0.320(3) 0.27(4) Uiso 1 1 d D . . . .
C30 C 0.994(7) 0.6655(15) 0.286(2) 0.240 Uiso 1 1 d D . . . .
C29 C 0.816(7) 0.6592(17) 0.261(2) 0.240 Uiso 1 1 d DG . . . .
H29 H 0.7650 0.6867 0.2428 0.288 Uiso 1 1 calc R . . . .
C28 C 0.713(7) 0.6116(18) 0.263(2) 0.300 Uiso 1 1 d DG . . . .
H28 H 0.5930 0.6073 0.2462 0.360 Uiso 1 1 calc R . . . .
C27 C 0.788(7) 0.5704(15) 0.290(2) 0.300 Uiso 1 1 d DG . . . .
C32 C 0.967(8) 0.5768(15) 0.315(2) 0.300 Uiso 1 1 d DG . . . .
H32 H 1.0177 0.5492 0.3331 0.360 Uiso 1 1 calc R . . . .
C31 C 1.070(7) 0.6243(16) 0.313(2) 0.300 Uiso 1 1 d DG . . . .
H31 H 1.1897 0.6286 0.3297 0.360 Uiso 1 1 calc DR . . . .
C7 C 0.170(4) 0.349(2) 0.4804(14) 0.240 Uiso 1 1 d D . . . .
H7 H 0.3059 0.3405 0.4766 0.288 Uiso 1 1 calc DR . . . .
C6 C 0.044(5) 0.3729(15) 0.4460(12) 0.240 Uiso 1 1 d DG . . . .
S1 S -0.151(4) 0.3783(9) 0.4659(12) 0.223(14) Uiso 1 1 d DG . . . .
C9 C -0.146(4) 0.3574(14) 0.5126(10) 0.240 Uiso 1 1 d DG . . . .
C8 C 0.053(5) 0.3391(19) 0.5215(12) 0.240 Uiso 1 1 d DG . . . .
C10 C -0.317(7) 0.349(3) 0.543(2) 0.300 Uiso 1 1 d D . . . .
H10A H -0.3595 0.3126 0.5405 0.450 Uiso 1 1 calc GR . . . .
H10B H -0.4251 0.3714 0.5339 0.450 Uiso 1 1 calc GR . . . .
H10C H -0.2795 0.3558 0.5753 0.450 Uiso 1 1 calc GR . . . .
C11 C 0.130(7) 0.323(3) 0.5675(14) 0.200 Uiso 1 1 d D . . . .
C15 C 0.128(9) 0.3462(17) 0.6133(19) 0.22(4) Uiso 1 1 d DG . . . .
C14 C 0.175(12) 0.306(2) 0.6468(13) 0.300 Uiso 1 1 d DG . . . .
C13 C 0.206(12) 0.2586(17) 0.622(3) 0.300 Uiso 1 1 d DG . . . .
C12 C 0.178(10) 0.269(3) 0.573(2) 0.200 Uiso 1 1 d G . . . .
F2 F 0.118(10) 0.223(3) 0.545(3) 0.31(3) Uiso 1 1 d . . . . .
F1 F 0.374(7) 0.2608(16) 0.534(2) 0.19(2) Uiso 1 1 d . . . . .
F4 F 0.250(10) 0.203(2) 0.651(3) 0.33(4) Uiso 1 1 d D . . . .
F3 F 0.435(9) 0.254(2) 0.600(2) 0.27(3) Uiso 1 1 d D . . . .
F6 F 0.008(11) 0.268(3) 0.675(3) 0.33(3) Uiso 1 1 d . . . . .
F5 F 0.301(12) 0.321(3) 0.692(4) 0.40(4) Uiso 1 1 d . . . . .
C19 C 0.103(5) 0.4474(12) 0.6005(13) 0.240 Uiso 1 1 d D . . . .
S2 S -0.020(5) 0.4874(10) 0.6200(11) 0.259(16) Uiso 1 1 d DG . . . .
C18 C -0.174(4) 0.4628(14) 0.6471(11) 0.240 Uiso 1 1 d DG . . . .
C17 C -0.145(6) 0.4075(13) 0.6443(19) 0.240 Uiso 1 1 d DG . . . .
H17 H -0.2242 0.3820 0.6588 0.288 Uiso 1 1 calc DR . . . .
C16 C 0.027(6) 0.3980(10) 0.615(2) 0.240 Uiso 1 1 d DG . . . .
C37 C 1.425(11) 0.858(2) 0.276(3) 0.300 Uiso 1 1 d D . . . .
O3 O 1.341(8) 0.898(2) 0.264(3) 0.22(3) Uiso 1 1 d D . . . .
O4 O 1.587(15) 0.855(3) 0.295(4) 0.52(8) Uiso 1 1 d D . . . .
C20 C 0.298(7) 0.455(2) 0.578(3) 0.19(4) Uiso 1 1 d D . . . .
H20A H 0.3416 0.4223 0.5639 0.290 Uiso 1 1 calc GR . . . .
H20B H 0.3946 0.4665 0.6006 0.290 Uiso 1 1 calc GR . . . .
H20C H 0.2854 0.4810 0.5532 0.290 Uiso 1 1 calc GR . . . .
C23 C -0.643(6) 0.459(2) 0.726(2) 0.200 Uiso 1 1 d D . . . .
H23 H -0.7293 0.4359 0.7409 0.240 Uiso 1 1 calc R . . . .
C22 C -0.484(7) 0.4406(18) 0.699(2) 0.200 Uiso 1 1 d DG . . . .
H22 H -0.4635 0.4046 0.6956 0.240 Uiso 1 1 calc DR . . . .
C21 C -0.354(6) 0.4757(16) 0.6764(19) 0.240 Uiso 1 1 d DG . . . .
C25 C -0.384(7) 0.5296(16) 0.6811(18) 0.240 Uiso 1 1 d DG . . . .
H25 H -0.2976 0.5531 0.6662 0.288 Uiso 1 1 calc R . . . .
C24 C -0.543(7) 0.548(2) 0.708(2) 0.240 Uiso 1 1 d DG . . . .
H24 H -0.5634 0.5844 0.7114 0.288 Uiso 1 1 calc R . . . .
N2 N -0.673(6) 0.513(3) 0.731(2) 0.240 Uiso 1 1 d DG . . . .

_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
C38 C36 1.3900 . ?
C38 C39 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.46(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C33 C39 1.3900 . ?
C33 C30 1.435(18) . ?
Zn1 O1 1.74(7) . ?
Zn1 N1 1.99(4) . ?
Zn1 O3 2.15(6) 4_745 ?
Zn1 N2 2.0(3) 2_464 ?
O1 C26 1.21(4) . ?
C2 C1 1.3900 . ?
C2 C3 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C6 1.47(2) . ?
C26 O2 1.21(4) . ?
C26 C27 1.44(2) . ?
C30 C29 1.3900 . ?
C30 C31 1.3900 . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C27 C32 1.3900 . ?
C32 C31 1.3900 . ?
C7 C6 1.4200 . ?
C7 C8 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
C9 C8 1.4200 . ?
C9 C10 1.44(4) . ?
C8 C11 1.45(3) . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C15 C16 1.48(2) . ?
C14 C13 1.4200 . ?
C14 F6 1.68(9) . ?
C14 F5 1.56(10) . ?
C13 C12 1.4200 . ?
C13 F4 1.65(5) . ?
C13 F3 1.65(5) . ?
C12 F2 1.46(8) . ?
C12 F1 1.72(7) . ?
C19 S2 1.4200 . ?
C19 C16 1.4200 . ?
C19 C20 1.45(3) . ?
S2 C18 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.49(2) . ?
C17 C16 1.4200 . ?
C37 O3 1.20(4) . ?
C37 O4 1.20(4) . ?
O3 Zn1 2.15(6) 4_755 ?
C23 C22 1.3900 . ?
C23 N2 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C24 N2 1.3900 . ?
N2 Zn1 2.00(4) 2_465 ?

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
C36 C38 C39 120.00(10) . . ?
C38 C36 C35 120.00(9) . . ?
C38 C36 C37 116(3) . . ?
C35 C36 C37 124(3) . . ?
C34 C35 C36 120.0 . . ?
C33 C34 C35 120.00(10) . . ?
C34 C33 C39 120.00(8) . . ?
C34 C33 C30 120.1(17) . . ?
C39 C33 C30 119.9(17) . . ?
C33 C39 C38 120.0 . . ?
O1 Zn1 N1 105(3) . . ?
O1 Zn1 O3 104(3) . 4_745 ?
O1 Zn1 N2 91(9) . 2_464 ?
N1 Zn1 O3 104(3) . 4_745 ?
N1 Zn1 N2 104(8) . 2_464 ?
N2 Zn1 O3 143(6) 2_464 4_745 ?
C26 O1 Zn1 135(4) . . ?
C1 C2 C3 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 127(3) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 113(3) . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C2 C3 C6 126(2) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 113(2) . . ?
O1 C26 O2 124(4) . . ?
O1 C26 C27 129(5) . . ?
O2 C26 C27 106(5) . . ?
C29 C30 C33 119.4(17) . . ?
C29 C30 C31 120.0 . . ?
C31 C30 C33 120.6(17) . . ?
C30 C29 C28 120.0 . . ?
C27 C28 C29 120.00(9) . . ?
C28 C27 C26 117(2) . . ?
C28 C27 C32 120.00(9) . . ?
C32 C27 C26 123(2) . . ?
C27 C32 C31 120.0 . . ?
C32 C31 C30 120.0 . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 112(2) . . ?
S1 C6 C3 139(2) . . ?
S1 C6 C7 108.0 . . ?
C6 S1 C9 108.0 . . ?
C6 S1 C8 72.0 . . ?
C9 S1 C8 36.0 . . ?
S1 C9 C10 126.4(14) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 124.9(14) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 125.8(14) . . ?
C9 C8 C7 108.0 . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 125.2(14) . . ?
C11 C8 S1 160(2) . . ?
C15 C11 C8 134(5) . . ?
C12 C11 C8 116(6) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 114(4) . . ?
C14 C15 C11 108.0 . . ?
C14 C15 C16 135(4) . . ?
C15 C14 C13 108.0 . . ?
C15 C14 F6 126(5) . . ?
C15 C14 F5 119(6) . . ?
C13 C14 F6 81(5) . . ?
C13 C14 F5 122(5) . . ?
F5 C14 F6 96(5) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F4 120(6) . . ?
C14 C13 F3 112(4) . . ?
C12 C13 F4 132(6) . . ?
C12 C13 F3 76(4) . . ?
F3 C13 F4 88(3) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F2 131(7) . . ?
C11 C12 F1 103(4) . . ?
C13 C12 F2 114(7) . . ?
C13 C12 F1 120(4) . . ?
F2 C12 F1 77(4) . . ?
S2 C19 C20 126.3(13) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 124.6(13) . . ?
C19 S2 C18 108.0 . . ?
S2 C18 C21 141(3) . . ?
C17 C18 S2 108.0 . . ?
C17 C18 C21 111(3) . . ?
C16 C17 C18 108.0 . . ?
C19 C16 C15 128(3) . . ?
C19 C16 C17 108.0 . . ?
C17 C16 C15 123(3) . . ?
O3 C37 C36 117(5) . . ?
O4 C37 C36 114(5) . . ?
O4 C37 O3 127(4) . . ?
C37 O3 Zn1 104(4) . 4_755 ?
C22 C23 N2 120.00(7) . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 127(2) . . ?
C25 C21 C18 113(2) . . ?
C25 C21 C22 120.0 . . ?
C21 C25 C24 120.00(8) . . ?
N2 C24 C25 120.0 . . ?
C23 N2 Zn1 128(3) . 2_465 ?
C24 N2 Zn1 111(3) . 2_465 ?
C24 N2 C23 120.0 . . ?

_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 -0.429 0.250 0.000 773.9 27.4 ?
2 -0.527 -0.250 0.500 773.9 26.8 ?
3 0.188 0.300 0.328 6.6 2.3 ?
4 0.312 0.700 0.828 6.6 2.3 ?
5 0.687 0.200 0.672 6.6 2.3 ?
6 0.812 0.800 0.172 6.6 2.3 ?

####################################################################### 
# 
# 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_DMOF_0_45_GPa_Daphne
_database_code_depnum_ccdc_archive 'CCDC 1956874'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_0_45_GPa_Daphne 
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_RINTA01_DMOF_0_45_GPa_Daphne 
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_45_GPa_Daphne 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_45_GPa_Daphne 
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.589 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT201_DMOF_0_45_GPa_Daphne 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         54 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT341_DMOF_0_45_GPa_Daphne 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.13525 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT082_DMOF_0_45_GPa_Daphne 
;
PROBLEM: High R1 Value ..................................       0.12 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_DMOF_0_45_GPa_Daphne 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.34 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_45_GPa_Daphne 
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       7.41 Note
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_45_GPa_Daphne 
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.190 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:37 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.007(6)
_cell_length_b                   25.170(15)
_cell_length_c                   28.46(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5019(34)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    434
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.034
_cell_measurement_theta_min      8.102
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.45(2) GPa
 (450000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.5890
_diffrn_reflns_av_unetI/netI     0.2307
_diffrn_reflns_Laue_measured_fraction_full 0.052
_diffrn_reflns_Laue_measured_fraction_max 0.400
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5280
_diffrn_reflns_point_group_measured_fraction_full 0.048
_diffrn_reflns_point_group_measured_fraction_max 0.411
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         12.017
_diffrn_reflns_theta_min         4.051
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.052
_diffrn_measured_fraction_theta_max 0.400
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.625
_reflns_Friedel_fraction_full    0.042
_reflns_Friedel_fraction_max     0.430
_reflns_number_gt                274
_reflns_number_total             434
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 78 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.03(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         434
_refine_ls_number_restraints     88
_refine_ls_R_factor_all          0.1766
_refine_ls_R_factor_gt           0.1234
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.021
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0917P)²+127.5307P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2840
_refine_ls_wR_factor_ref         0.3380
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C37 C 1.44(2) 0.863(4) 0.269(14) 0.150 Uiso 1 1 d D . . . .
C10 C -0.331(15) 0.358(4) 0.538(4) 0.150 Uiso 1 1 d D . . . .
H10A H -0.4318 0.3794 0.5243 0.225 Uiso 1 1 calc GR . . . .
H10B H -0.2917 0.3737 0.5669 0.225 Uiso 1 1 calc GR . . . .
H10C H -0.3769 0.3228 0.5430 0.225 Uiso 1 1 calc GR . . . .
C33 C 1.135(10) 0.717(3) 0.286(9) 0.150 Uiso 1 1 d D . . . .
C39 C 1.328(9) 0.718(3) 0.298(8) 0.150 Uiso 1 1 d G . . . .
H39 H 1.3876 0.6874 0.3086 0.180 Uiso 1 1 calc DR . . . .
C38 C 1.432(10) 0.765(3) 0.293(9) 0.150 Uiso 1 1 d G . . . .
H38 H 1.5609 0.7654 0.3004 0.180 Uiso 1 1 calc R . . . .
C36 C 1.343(13) 0.811(3) 0.277(11) 0.150 Uiso 1 1 d DG . . . .
C35 C 1.150(12) 0.810(2) 0.265(9) 0.150 Uiso 1 1 d G . . . .
H35 H 1.0902 0.8402 0.2543 0.180 Uiso 1 1 calc R . . . .
C34 C 1.046(10) 0.763(2) 0.270(8) 0.150 Uiso 1 1 d G . . . .
H34 H 0.9169 0.7622 0.2625 0.180 Uiso 1 1 calc DR . . . .
C20 C 0.259(16) 0.454(5) 0.575(7) 0.150 Uiso 1 1 d D . . . .
H20A H 0.2082 0.4685 0.5460 0.225 Uiso 1 1 calc GR . . . .
H20B H 0.3062 0.4189 0.5690 0.225 Uiso 1 1 calc GR . . . .
H20C H 0.3622 0.4763 0.5854 0.225 Uiso 1 1 calc GR . . . .
C3 C 0.120(7) 0.389(3) 0.396(3) 0.150 Uiso 1 1 d D . . . .
C2 C 0.312(7) 0.378(3) 0.388(3) 0.150 Uiso 1 1 d DG . . . .
H2 H 0.3806 0.3589 0.4106 0.180 Uiso 1 1 calc R . . . .
C1 C 0.403(6) 0.397(3) 0.348(3) 0.150 Uiso 1 1 d DG . . . .
H1 H 0.5318 0.3904 0.3436 0.180 Uiso 1 1 calc R . . . .
N1 N 0.301(6) 0.426(3) 0.315(3) 0.150 Uiso 1 1 d G . . . .
C5 C 0.108(6) 0.437(3) 0.322(3) 0.150 Uiso 1 1 d DG . . . .
H5 H 0.0396 0.4561 0.3004 0.180 Uiso 1 1 calc R . . . .
C4 C 0.017(6) 0.418(3) 0.363(3) 0.150 Uiso 1 1 d DG . . . .
H4 H -0.1116 0.4247 0.3673 0.180 Uiso 1 1 calc R . . . .
C21 C -0.369(15) 0.477(5) 0.668(8) 0.150 Uiso 1 1 d D . . . .
C25 C -0.384(16) 0.531(5) 0.661(7) 0.150 Uiso 1 1 d G . . . .
H25 H -0.2861 0.5498 0.6462 0.180 Uiso 1 1 calc R . . . .
C24 C -0.55(2) 0.558(3) 0.676(8) 0.150 Uiso 1 1 d G . . . .
H24 H -0.5558 0.5946 0.6719 0.180 Uiso 1 1 calc R . . . .
N2 N -0.692(14) 0.530(5) 0.698(7) 0.150 Uiso 1 1 d G . . . .
C23 C -0.677(14) 0.476(5) 0.705(7) 0.150 Uiso 1 1 d G . . . .
H23 H -0.7754 0.4574 0.7196 0.180 Uiso 1 1 calc R . . . .
C22 C -0.52(2) 0.449(3) 0.690(9) 0.150 Uiso 1 1 d G . . . .
H22 H -0.5056 0.4125 0.6940 0.180 Uiso 1 1 calc R . . . .
O4 O 1.639(13) 0.842(3) 0.277(9) 0.150 Uiso 1 1 d . . . . .
C8 C 0.021(11) 0.340(3) 0.516(3) 0.150 Uiso 1 1 d D . . . .
C7 C 0.141(7) 0.351(3) 0.477(4) 0.150 Uiso 1 1 d G . . . .
H7 H 0.2711 0.3437 0.4750 0.180 Uiso 1 1 calc R . . . .
C6 C 0.028(8) 0.375(3) 0.442(3) 0.150 Uiso 1 1 d DG . . . .
S1 S -0.162(6) 0.3787(13) 0.459(3) 0.150 Uiso 1 1 d DG . . . .
C9 C -0.166(9) 0.357(3) 0.505(3) 0.150 Uiso 1 1 d DG . . . .
Zn1 Zn 0.423(3) 0.4488(7) 0.257(2) 0.150 Uiso 1 1 d D . . . .
C11 C 0.081(9) 0.321(2) 0.564(3) 0.150 Uiso 1 1 d D . . . .
C15 C 0.068(8) 0.3439(18) 0.609(3) 0.150 Uiso 1 1 d DG . . . .
C14 C 0.171(8) 0.3111(18) 0.641(2) 0.150 Uiso 1 1 d DG . . . .
C13 C 0.248(7) 0.2679(18) 0.615(2) 0.150 Uiso 1 1 d DG . . . .
C12 C 0.192(8) 0.274(2) 0.567(2) 0.150 Uiso 1 1 d DG . . . .
C26 C 0.699(16) 0.528(6) 0.312(9) 0.150 Uiso 1 1 d D . . . .
F6 F 0.015(9) 0.290(2) 0.671(4) 0.150 Uiso 1 1 d D . . . .
O3 O 1.369(11) 0.898(4) 0.249(10) 0.150 Uiso 1 1 d . . . . .
F3 F 0.456(8) 0.266(3) 0.619(3) 0.150 Uiso 1 1 d D . . . .
F4 F 0.179(10) 0.2175(19) 0.634(3) 0.150 Uiso 1 1 d D . . . .
O1 O 0.578(13) 0.525(4) 0.272(11) 0.150 Uiso 1 1 d . . . . .
C19 C 0.107(12) 0.452(4) 0.611(6) 0.150 Uiso 1 1 d D . . . .
S2 S -0.037(7) 0.4901(14) 0.622(5) 0.150 Uiso 1 1 d G . . . .
C18 C -0.201(10) 0.462(4) 0.638(7) 0.150 Uiso 1 1 d DG . . . .
C17 C -0.159(18) 0.407(3) 0.636(9) 0.150 Uiso 1 1 d G . . . .
H17 H -0.2416 0.3794 0.6440 0.180 Uiso 1 1 calc R . . . .
C16 C 0.03(2) 0.401(2) 0.619(9) 0.150 Uiso 1 1 d DG . . . .
F5 F 0.280(9) 0.319(3) 0.684(3) 0.150 Uiso 1 1 d D . . . .
C27 C 0.837(14) 0.569(3) 0.294(7) 0.150 Uiso 1 1 d D . . . .
C32 C 1.002(12) 0.577(3) 0.321(7) 0.150 Uiso 1 1 d DG . . . .
H32 H 1.0505 0.5492 0.3388 0.180 Uiso 1 1 calc R . . . .
C31 C 1.094(10) 0.626(3) 0.320(6) 0.150 Uiso 1 1 d DG . . . .
H31 H 1.2040 0.6309 0.3374 0.180 Uiso 1 1 calc DR . . . .
C30 C 1.020(12) 0.667(3) 0.293(6) 0.150 Uiso 1 1 d DG . . . .
C29 C 0.855(11) 0.659(3) 0.267(6) 0.150 Uiso 1 1 d DG . . . .
H29 H 0.8064 0.6869 0.2485 0.180 Uiso 1 1 calc DR . . . .
C28 C 0.763(11) 0.610(3) 0.267(7) 0.150 Uiso 1 1 d DG . . . .
H28 H 0.6530 0.6052 0.2499 0.180 Uiso 1 1 calc R . . . .
F1 F 0.342(10) 0.253(3) 0.536(3) 0.150 Uiso 1 1 d D . . . .
O2 O 0.704(13) 0.484(4) 0.319(9) 0.150 Uiso 1 1 d . . . . .
F2 F 0.079(10) 0.227(3) 0.553(4) 0.150 Uiso 1 1 d 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
C37 C36 1.48(2) . ?
C37 O4 1.53(15) . ?
C37 Zn1 2.49(10) 4_755 ?
C37 O3 1.1(3) . ?
C10 C9 1.49(3) . ?
C33 C39 1.3900 . ?
C33 C34 1.3900 . ?
C33 C30 1.51(3) . ?
C39 C38 1.3900(15) . ?
C38 C36 1.3900 . ?
C36 C35 1.3900(18) . ?
C35 C34 1.3900 . ?
C20 C19 1.49(3) . ?
C3 C2 1.3900 . ?
C3 C4 1.3900 . ?
C3 C6 1.50(3) . ?
C2 C1 1.3900 . ?
C1 N1 1.3900 . ?
N1 C5 1.3900 . ?
N1 Zn1 1.96(9) . ?
C5 C4 1.3900 . ?
C21 C25 1.3900(16) . ?
C21 C22 1.390(3) . ?
C21 C18 1.50(3) . ?
C25 C24 1.3900(17) . ?
C24 N2 1.390(3) . ?
N2 C23 1.3900 . ?
N2 Zn1 2.38(14) 2_465 ?
C23 C22 1.3900(16) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C9 1.4200 . ?
C8 C11 1.50(3) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
S1 C9 1.4200 . ?
Zn1 C37 2.49(10) 4_745 ?
Zn1 N2 2.4(6) 2_464 ?
Zn1 O3 1.95(9) 4_745 ?
Zn1 O1 2.24(12) . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C15 C16 1.49(2) . ?
C14 C13 1.4200 . ?
C14 F6 1.49(5) . ?
C14 F5 1.47(5) . ?
C13 C12 1.4200 . ?
C13 F3 1.47(5) . ?
C13 F4 1.46(5) . ?
C12 F1 1.47(5) . ?
C12 F2 1.48(5) . ?
C26 O1 1.4(3) . ?
C26 C27 1.49(3) . ?
C26 O2 1.13(13) . ?
O3 Zn1 1.95(9) 4_755 ?
C19 S2 1.4200 . ?
C19 C16 1.420(2) . ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
C18 C17 1.4200 . ?
C17 C16 1.420(2) . ?
C27 C32 1.390(3) . ?
C27 C28 1.3900 . ?
C32 C31 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C29 C28 1.3900 . ?

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
C36 C37 O4 95(10) . . ?
C36 C37 Zn1 171(10) . 4_755 ?
O4 C37 Zn1 89(6) . 4_755 ?
O3 C37 C36 125(10) . . ?
O3 C37 O4 136(10) . . ?
O3 C37 Zn1 49(5) . 4_755 ?
C39 C33 C34 120.00(12) . . ?
C39 C33 C30 120.3(16) . . ?
C34 C33 C30 119.7(18) . . ?
C33 C39 C38 120.0 . . ?
C36 C38 C39 120.00(12) . . ?
C38 C36 C37 126(10) . . ?
C38 C36 C35 120.00(13) . . ?
C35 C36 C37 114(10) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.00(9) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 120.1(13) . . ?
C4 C3 C6 119.4(13) . . ?
C3 C2 C1 120.0 . . ?
N1 C1 C2 120.0(2) . . ?
C1 N1 C5 120.0 . . ?
C1 N1 Zn1 120.1(11) . . ?
C5 N1 Zn1 119.7(11) . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C25 C21 C22 120.00(12) . . ?
C25 C21 C18 103(10) . . ?
C22 C21 C18 135(10) . . ?
C24 C25 C21 120.00(15) . . ?
C25 C24 N2 120.00(10) . . ?
C24 N2 C23 120.00(6) . . ?
C24 N2 Zn1 135(8) . 2_465 ?
C23 N2 Zn1 100(9) . 2_465 ?
C22 C23 N2 120.00(13) . . ?
C23 C22 C21 120.00(10) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C11 127(7) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 124(7) . . ?
C11 C8 S1 159(6) . . ?
C6 C7 C8 108.0(3) . . ?
C7 C6 C3 119(3) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 133(3) . . ?
C6 S1 C8 72.0 . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C8 C9 C10 125.6(15) . . ?
S1 C9 C10 125.9(15) . . ?
S1 C9 C8 108.00(9) . . ?
N1 Zn1 C37 100(8) . 4_745 ?
N1 Zn1 N2 111(10) . 2_464 ?
N1 Zn1 O1 107(9) . . ?
N2 Zn1 C37 105(10) 2_464 4_745 ?
O3 Zn1 C37 27(7) 4_745 4_745 ?
O3 Zn1 N1 102(7) 4_745 . ?
O3 Zn1 N2 126(10) 4_745 2_464 ?
O3 Zn1 O1 103(4) 4_745 . ?
O1 Zn1 C37 128(5) . 4_745 ?
O1 Zn1 N2 106(10) . 2_464 ?
C15 C11 C8 133(5) . . ?
C12 C11 C8 119(5) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 126(10) . . ?
C14 C15 C11 108.0 . . ?
C14 C15 C16 122(10) . . ?
C15 C14 F6 102(5) . . ?
C15 C14 F5 136(3) . . ?
C13 C14 C15 108.0 . . ?
C13 C14 F6 108(2) . . ?
C13 C14 F5 110(2) . . ?
F5 C14 F6 86(6) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 111.2(19) . . ?
C14 C13 F4 110.4(18) . . ?
C12 C13 F3 111(2) . . ?
C12 C13 F4 111.0(19) . . ?
F4 C13 F3 105(4) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F1 130(3) . . ?
C11 C12 F2 111(3) . . ?
C13 C12 F1 110(2) . . ?
C13 C12 F2 109(2) . . ?
F1 C12 F2 86(5) . . ?
O1 C26 C27 100(10) . . ?
O2 C26 O1 95(10) . . ?
O2 C26 C27 136(10) . . ?
C37 O3 Zn1 104(9) . 4_755 ?
C26 O1 Zn1 120(10) . . ?
S2 C19 C20 130(10) . . ?
C16 C19 C20 114(10) . . ?
C16 C19 S2 108.00(10) . . ?
C19 S2 C16 36.0 . . ?
C18 S2 C19 108.00(9) . . ?
C18 S2 C16 72.00(7) . . ?
S2 C18 C21 133(10) . . ?
S2 C18 C17 108.00(8) . . ?
C17 C18 C21 115(10) . . ?
C16 C17 C18 108.00(10) . . ?
C15 C16 S2 171(10) . . ?
C19 C16 C15 141(10) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.00(9) . . ?
C17 C16 C15 109(10) . . ?
C17 C16 S2 72.00(6) . . ?
C32 C27 C26 117(3) . . ?
C32 C27 C28 120.00(16) . . ?
C28 C27 C26 117(3) . . ?
C27 C32 C31 120.0 . . ?
C32 C31 C30 120.00(10) . . ?
C31 C30 C33 119.7(15) . . ?
C29 C30 C33 119.7(15) . . ?
C29 C30 C31 120.00(15) . . ?
C30 C29 C28 120.0 . . ?
C29 C28 C27 120.00(10) . . ?

_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 -0.330 0.250 0.000 850.0 29.3 ?
2 -0.648 -0.250 0.500 850.0 28.7 ?
3 0.200 0.290 0.324 10.7 0.0 ?
4 -0.200 0.790 0.176 10.7 0.0 ?
5 0.300 0.710 0.824 10.7 0.0 ?
6 0.700 0.210 0.676 10.7 0.0 ?

####################################################################### 
# 
# 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_DMOF_0_85_GPa_MEW
_database_code_depnum_ccdc_archive 'CCDC 1956823'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_0_85_GPa_MEW   
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_85_GPa_MEW   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT201_DMOF_0_85_GPa_MEW   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         54 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT341_DMOF_0_85_GPa_MEW   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.09375 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_RINTA01_DMOF_0_85_GPa_MEW   
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_DMOF_0_85_GPa_MEW   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.189 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_85_GPa_MEW   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       4.91 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT084_DMOF_0_85_GPa_MEW   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.29 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_85_GPa_MEW   
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.050 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:21 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Zn C15 F5 O5 N4 H10'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.072(4)
_cell_length_b                   24.225(15)
_cell_length_c                   30.38(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5205(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    417
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      10.1130
_cell_measurement_theta_min      3.9000
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.812
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 31 -19 0.1511
-1 13 39 0.0046
-5 26 -17 0.1819
5 -24 21 0.1967
2 -30 19 0.1907
10 5 5 0.1187
2 -16 -38 0.0336
-10 -8 -3 0.1209

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.063
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.85(2) GPa
 (850000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1889
_diffrn_reflns_av_unetI/netI     0.0951
_diffrn_reflns_Laue_measured_fraction_full 0.052
_diffrn_reflns_Laue_measured_fraction_max 0.623
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3350
_diffrn_reflns_point_group_measured_fraction_full 0.047
_diffrn_reflns_point_group_measured_fraction_max 0.649
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         10.229
_diffrn_reflns_theta_min         4.197
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.052
_diffrn_measured_fraction_theta_max 0.623
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   30.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   30.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   30.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   30.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   30.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   30.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   30.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   30.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   30.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   30.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   30.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   30.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   30.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   30.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   30.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   30.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0045580000
_diffrn_orient_matrix_UB_12      -0.0142433000
_diffrn_orient_matrix_UB_13      -0.0202715000
_diffrn_orient_matrix_UB_21      -0.0862616000
_diffrn_orient_matrix_UB_22      -0.0137781000
_diffrn_orient_matrix_UB_23      0.0050385000
_diffrn_orient_matrix_UB_31      -0.0516957000
_diffrn_orient_matrix_UB_32      0.0216182000
_diffrn_orient_matrix_UB_33      -0.0103654000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_full    0.041
_reflns_Friedel_fraction_max     0.697
_reflns_number_gt                355
_reflns_number_total             446
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
 Flack x determined using 125 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.24(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         446
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.1023
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.025
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0895P)²+189.4632P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2449
_refine_ls_wR_factor_ref         0.2875
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.385(3) 0.4676(9) 0.2851(10) 0.113(10) Uiso 1 1 d . . . . .
S2 S -0.041(5) 0.4769(17) 0.6520(18) 0.113(10) Uiso 1 1 d . . . . .
C18 C -0.206(8) 0.4477(18) 0.665(3) 0.113(10) Uiso 1 1 d DG . . . .
C17 C -0.186(9) 0.3920(17) 0.651(3) 0.113(10) Uiso 1 1 d G . . . .
H17 H -0.2732 0.3639 0.6555 0.135 Uiso 1 1 calc DR . . . .
C16 C -0.009(10) 0.387(2) 0.629(3) 0.113(10) Uiso 1 1 d DG . . . .
C19 C 0.080(8) 0.439(3) 0.630(3) 0.113(10) Uiso 1 1 d DG . . . .
O1 O 0.515(11) 0.506(3) 0.280(5) 0.113(10) Uiso 1 1 d D . . . .
N2 N -0.711(7) 0.496(4) 0.730(3) 0.113(10) Uiso 1 1 d . . . . .
C23 C -0.695(7) 0.443(3) 0.712(3) 0.113(10) Uiso 1 1 d G . . . .
H23 H -0.7960 0.4184 0.7142 0.135 Uiso 1 1 calc R . . . .
C22 C -0.529(7) 0.427(3) 0.692(3) 0.113(10) Uiso 1 1 d DG . . . .
H22 H -0.5181 0.3918 0.6797 0.135 Uiso 1 1 calc DR . . . .
C21 C -0.378(8) 0.464(2) 0.689(3) 0.113(10) Uiso 1 1 d DG . . . .
C25 C -0.394(8) 0.516(2) 0.706(3) 0.113(10) Uiso 1 1 d DG . . . .
H25 H -0.2937 0.5410 0.7042 0.135 Uiso 1 1 calc R . . . .
C24 C -0.561(9) 0.532(3) 0.727(3) 0.113(10) Uiso 1 1 d G . . . .
H24 H -0.5716 0.5677 0.7388 0.135 Uiso 1 1 calc R . . . .
C26 C 0.697(14) 0.549(3) 0.290(4) 0.113(10) Uiso 1 1 d D . . . .
C32 C 0.961(10) 0.607(3) 0.313(3) 0.113(10) Uiso 1 1 d D . . . .
H32 H 0.9981 0.5811 0.3338 0.135 Uiso 1 1 calc R . . . .
C31 C 1.083(8) 0.649(3) 0.301(2) 0.113(10) Uiso 1 1 d DG . . . .
H31 H 1.2027 0.6516 0.3137 0.135 Uiso 1 1 calc R . . . .
C30 C 1.027(8) 0.688(3) 0.270(2) 0.113(10) Uiso 1 1 d DG . . . .
C29 C 0.848(8) 0.685(3) 0.251(3) 0.113(10) Uiso 1 1 d DG . . . .
H29 H 0.8109 0.7110 0.2304 0.135 Uiso 1 1 calc R . . . .
C28 C 0.726(7) 0.643(3) 0.263(3) 0.113(10) Uiso 1 1 d DG . . . .
H28 H 0.6063 0.6406 0.2506 0.135 Uiso 1 1 calc R . . . .
C27 C 0.782(9) 0.604(3) 0.294(3) 0.113(10) Uiso 1 1 d DG . . . .
C1 C 0.377(8) 0.435(2) 0.376(2) 0.113(10) Uiso 1 1 d . . . . .
H1 H 0.5087 0.4360 0.3744 0.135 Uiso 1 1 calc R . . . .
N1 N 0.270(10) 0.455(3) 0.341(2) 0.113(10) Uiso 1 1 d G . . . .
C5 C 0.074(10) 0.453(3) 0.343(2) 0.113(10) Uiso 1 1 d G . . . .
H5 H 0.0023 0.4672 0.3199 0.135 Uiso 1 1 calc R . . . .
C4 C -0.015(7) 0.431(3) 0.3797(18) 0.113(10) Uiso 1 1 d DG . . . .
H4 H -0.1464 0.4297 0.3810 0.135 Uiso 1 1 calc R . . . .
C3 C 0.092(6) 0.410(3) 0.4144(19) 0.113(10) Uiso 1 1 d DG . . . .
C2 C 0.288(6) 0.412(3) 0.412(2) 0.113(10) Uiso 1 1 d DG . . . .
H2 H 0.3600 0.3985 0.4356 0.135 Uiso 1 1 calc DR . . . .
C39 C 1.341(7) 0.733(3) 0.272(3) 0.113(10) Uiso 1 1 d D . . . .
H39 H 1.3890 0.7024 0.2867 0.135 Uiso 1 1 calc R . . . .
C38 C 1.454(8) 0.779(3) 0.265(3) 0.113(10) Uiso 1 1 d G . . . .
H38 H 1.5784 0.7792 0.2749 0.135 Uiso 1 1 calc R . . . .
C36 C 1.382(10) 0.824(3) 0.243(3) 0.113(10) Uiso 1 1 d DG . . . .
C35 C 1.197(10) 0.824(3) 0.227(3) 0.113(10) Uiso 1 1 d G . . . .
H35 H 1.1489 0.8544 0.2125 0.135 Uiso 1 1 calc R . . . .
C34 C 1.083(8) 0.778(3) 0.234(3) 0.113(10) Uiso 1 1 d DG . . . .
H34 H 0.9594 0.7776 0.2243 0.135 Uiso 1 1 calc R . . . .
C33 C 1.155(7) 0.732(3) 0.257(3) 0.113(10) Uiso 1 1 d DG . . . .
O2 O 0.676(11) 0.518(3) 0.340(3) 0.113(10) Uiso 1 1 d D . . . .
C9 C -0.197(6) 0.370(3) 0.5119(16) 0.113(10) Uiso 1 1 d D . . . .
C8 C -0.010(7) 0.356(3) 0.5245(18) 0.113(10) Uiso 1 1 d DG . . . .
C7 C 0.111(5) 0.367(3) 0.488(2) 0.113(10) Uiso 1 1 d G . . . .
H7 H 0.2410 0.3614 0.4875 0.135 Uiso 1 1 calc DR . . . .
C6 C -0.002(5) 0.387(3) 0.4531(19) 0.113(10) Uiso 1 1 d DG . . . .
S1 S -0.192(5) 0.3893(15) 0.4678(16) 0.113(10) Uiso 1 1 d DG . . . .
C11 C 0.037(10) 0.317(2) 0.560(2) 0.113(10) Uiso 1 1 d D . . . .
C15 C -0.003(11) 0.335(3) 0.603(2) 0.113(10) Uiso 1 1 d DG . . . .
C14 C 0.075(14) 0.297(5) 0.633(2) 0.113(10) Uiso 1 1 d DG . . . .
C13 C 0.164(12) 0.254(4) 0.609(3) 0.113(10) Uiso 1 1 d DG . . . .
C12 C 0.141(10) 0.267(2) 0.563(3) 0.113(10) Uiso 1 1 d DG . . . .
F2 F 0.036(10) 0.219(3) 0.564(3) 0.113(10) Uiso 1 1 d D . . . .
F1 F 0.319(9) 0.247(3) 0.554(4) 0.113(10) Uiso 1 1 d D . . . .
F3 F 0.359(10) 0.228(3) 0.621(4) 0.113(10) Uiso 1 1 d D . . . .
F6 F 0.014(9) 0.267(3) 0.669(4) 0.113(10) Uiso 1 1 d D . . . .
C20 C 0.244(12) 0.426(4) 0.603(4) 0.113(10) Uiso 1 1 d D . . . .
H20A H 0.2372 0.4467 0.5755 0.169 Uiso 1 1 calc GR . . . .
H20B H 0.2451 0.3875 0.5961 0.169 Uiso 1 1 calc GR . . . .
H20C H 0.3579 0.4360 0.6179 0.169 Uiso 1 1 calc GR . . . .
C10 C -0.368(8) 0.358(4) 0.537(3) 0.113(10) Uiso 1 1 d D . . . .
H10A H -0.4516 0.3892 0.5363 0.169 Uiso 1 1 calc GR . . . .
H10B H -0.3346 0.3503 0.5672 0.169 Uiso 1 1 calc GR . . . .
H10C H -0.4311 0.3264 0.5249 0.169 Uiso 1 1 calc GR . . . .
F5 F 0.249(10) 0.292(3) 0.654(3) 0.113(10) Uiso 1 1 d D . . . .
F4 F 0.181(12) 0.191(3) 0.617(4) 0.113(10) Uiso 1 1 d D . . . .
C37 C 1.519(9) 0.867(4) 0.230(5) 0.113(10) Uiso 1 1 d D . . . .
O3 O 1.446(12) 0.919(3) 0.221(5) 0.113(10) Uiso 1 1 d D . . . .
O4 O 1.695(10) 0.863(3) 0.250(4) 0.113(10) Uiso 1 1 d 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 1.31(8) . ?
Zn1 N2 2.26(7) 2_464 ?
Zn1 N1 1.91(6) . ?
Zn1 C37 2.58(8) 4_745 ?
Zn1 O3 1.70(7) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.47(2) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200(13) . ?
C16 C15 1.48(3) . ?
C19 C20 1.46(2) . ?
O1 C26 1.68(4) . ?
N2 Zn1 2.26(7) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900(14) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.47(3) . ?
C26 O2 1.69(3) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.46(3) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.46(2) . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.46(2) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C9 C10 1.46(2) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C11 1.48(3) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.38(8) . ?
C14 F5 1.38(8) . ?
C13 C12 1.4200 . ?
C13 F3 1.56(7) . ?
C13 F4 1.57(7) . ?
C12 F2 1.37(5) . ?
C12 F1 1.38(5) . ?
C37 Zn1 2.58(8) 4_755 ?
C37 O3 1.38(7) . ?
C37 O4 1.38(7) . ?
O3 Zn1 1.70(7) 4_755 ?

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 N2 91(5) . 2_464 ?
O1 Zn1 N1 121(6) . . ?
O1 Zn1 C37 118(5) . 4_745 ?
O1 Zn1 O3 89(4) . 4_745 ?
N2 Zn1 C37 113(4) 2_464 4_745 ?
N1 Zn1 N2 119(4) . 2_464 ?
N1 Zn1 C37 97(4) . 4_745 ?
O3 Zn1 N2 125(5) 4_745 2_464 ?
O3 Zn1 N1 107(5) 4_745 . ?
O3 Zn1 C37 30(2) 4_745 4_745 ?
C18 S2 C16 72.0 . . ?
C19 S2 C18 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C21 133.4(17) . . ?
C17 C18 S2 108.0 . . ?
C17 C18 C21 118.6(17) . . ?
C18 C17 C16 108.00(11) . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 110(5) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 139(5) . . ?
C15 C16 S2 165(8) . . ?
S2 C19 C20 153(6) . . ?
C16 C19 S2 108.00(7) . . ?
C16 C19 C20 99(6) . . ?
Zn1 O1 C26 162(10) . . ?
C23 N2 Zn1 134(4) . 2_465 ?
C23 N2 C24 120.00(7) . . ?
C24 N2 Zn1 102(3) . 2_465 ?
N2 C23 C22 120.00(13) . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C18 120.0(12) . . ?
C25 C21 C18 120.0(12) . . ?
C25 C21 C22 120.00(7) . . ?
C21 C25 C24 120.00(14) . . ?
C25 C24 N2 120.0 . . ?
O1 C26 O2 79(6) . . ?
C27 C26 O1 153(6) . . ?
C27 C26 O2 112(6) . . ?
C31 C32 C27 120.0 . . ?
C32 C31 C30 120.00(7) . . ?
C31 C30 C33 120.5(12) . . ?
C29 C30 C31 120.00(7) . . ?
C29 C30 C33 119.5(12) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 C27 120.00(7) . . ?
C32 C27 C26 117(2) . . ?
C28 C27 C26 117(2) . . ?
C28 C27 C32 120.00(9) . . ?
N1 C1 C2 120.00(11) . . ?
C1 N1 Zn1 120(4) . . ?
C5 N1 Zn1 118(4) . . ?
C5 N1 C1 120.0 . . ?
C4 C5 N1 120.0 . . ?
C3 C4 C5 120.00(10) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 119.9(12) . . ?
C2 C3 C6 120.1(12) . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.00(9) . . ?
C38 C36 C37 116(3) . . ?
C35 C36 C38 120.00(7) . . ?
C35 C36 C37 123(4) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.00(7) . . ?
C39 C33 C30 120.0(13) . . ?
C34 C33 C30 119.2(13) . . ?
C34 C33 C39 120.00(8) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 125.6(15) . . ?
S1 C9 C10 125.7(15) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 124(4) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 123(4) . . ?
C11 C8 S1 154(6) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 118.8(16) . . ?
S1 C6 C3 132(2) . . ?
S1 C6 C7 108.0 . . ?
C9 S1 C8 36.0 . . ?
C6 S1 C9 108.0 . . ?
C6 S1 C8 72.0 . . ?
C15 C11 C8 115(4) . . ?
C12 C11 C8 136(4) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 140(7) . . ?
C14 C15 C16 103(8) . . ?
C14 C15 C11 108.0 . . ?
C13 C14 C15 108.0 . . ?
F6 C14 C15 137(8) . . ?
F6 C14 C13 101(8) . . ?
F6 C14 F5 83(7) . . ?
F5 C14 C15 134(8) . . ?
F5 C14 C13 77(8) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 124(8) . . ?
C14 C13 F4 131(8) . . ?
C12 C13 F3 115(8) . . ?
C12 C13 F4 112(8) . . ?
F3 C13 F4 60(4) . . ?
C11 C12 C13 108.0 . . ?
F2 C12 C11 116(5) . . ?
F2 C12 C13 83(7) . . ?
F2 C12 F1 102(6) . . ?
F1 C12 C11 139(6) . . ?
F1 C12 C13 92(8) . . ?
C36 C37 Zn1 152(6) . 4_755 ?
O3 C37 Zn1 37(4) . 4_755 ?
O3 C37 C36 116(5) . . ?
O4 C37 Zn1 85(5) . 4_755 ?
O4 C37 C36 116(5) . . ?
O4 C37 O3 119(10) . . ?
C37 O3 Zn1 113(6) . 4_755 ?

_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 0.032 0.250 0.000 991.2 11.0 ?
2 0.122 -0.250 0.500 991.2 10.3 ?
3 0.232 0.310 0.357 15.2 2.9 ?
4 0.268 0.690 0.857 15.2 2.8 ?
5 0.732 0.190 0.643 15.2 3.0 ?
6 0.768 0.810 0.143 15.2 2.9 ?

####################################################################### 
# 
# 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_DMOF_0_10_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956803'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_10_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_10_GPa_Gly   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_10_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.385 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_10_GPa_Gly   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       2.79 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT084_DMOF_0_10_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.37 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT341_DMOF_0_10_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.07375 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT026_DMOF_0_10_GPa_Gly   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        49% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_DMOF_0_10_GPa_Gly   
;
PROBLEM: High R1 Value ..................................       0.12 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_10_GPa_Gly   
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.040 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 01:57 PM
# end Validation Reply Form

_audit_creation_date             2019-02-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.033(3)
_cell_length_b                   25.167(15)
_cell_length_c                   29.00(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5134(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    801
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.7670
_cell_measurement_theta_min      3.9080
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.862
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 25 47 0.1000
11 0 29 0.1000
11 0 -29 0.1000
0 25 -47 0.1000
-7 41 0 0.1000
0 -25 47 0.1000
7 -41 0 0.1000
0 -25 -47 0.1000
-11 0 -29 0.1000
-11 0 29 0.1000
7 41 0 0.1000
-7 -41 0 0.1000

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.126
_exptl_special_details           
;
  Data were collected at room temperature and pressure of 0.10(2) GPa
 (100000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3847
_diffrn_reflns_av_unetI/netI     0.2012
_diffrn_reflns_Laue_measured_fraction_full 0.156
_diffrn_reflns_Laue_measured_fraction_max 0.712
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9017
_diffrn_reflns_point_group_measured_fraction_full 0.151
_diffrn_reflns_point_group_measured_fraction_max 0.739
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         14.584
_diffrn_reflns_theta_min         4.034
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.156
_diffrn_measured_fraction_theta_max 0.712
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.40   0.80   25.00   0.00 -30.00   0.00    --    68
  2  φ    140.00 200.00   0.80   25.00   0.00 -30.00   0.00    --    75
  3  φ    160.00 216.80   0.80   25.00   0.00  30.00   0.00    --    71
  4  φ    -20.00  34.40   0.80   25.00   0.00  30.00   0.00    --    68
  5  ω    -24.00  24.00   0.80   25.00    --   30.00  39.46 -12.90   60
  6  ω    -24.00  24.00   0.80   25.00    --   30.00  39.46 167.10   60
  7  ω    -50.00  10.00   0.80   25.00    --  -30.00  39.46 167.10   75
  8  ω    -50.00  10.00   0.80   25.00    --  -30.00  39.46 -12.90   75
  9  ω    -64.00  -8.00   0.80   25.00    --  -30.00  81.40 -28.90   70
 10  ω    -64.00  -8.00   0.80   25.00    --  -30.00  81.40 151.10   70
 11  ω    -19.00   7.40   0.80   25.00    --   30.00  81.40 151.10   33
 12  ω    -19.00   7.40   0.80   25.00    --   30.00  81.40 -28.90   33
 13  ω    -43.00 -21.40   0.80   25.00    --   30.00 134.60 -56.90   27
 14  ω    -43.00 -21.40   0.80   25.00    --   30.00 134.60 123.10   27
 15  ω    -90.00 -36.40   0.80   25.00    --  -30.00 134.60 123.10   67
 16  ω    -90.00 -36.40   0.80   25.00    --  -30.00 134.60 -56.90   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0103257000
_diffrn_orient_matrix_UB_12      0.0149540000
_diffrn_orient_matrix_UB_13      0.0205468000
_diffrn_orient_matrix_UB_21      -0.0601772000
_diffrn_orient_matrix_UB_22      0.0184256000
_diffrn_orient_matrix_UB_23      -0.0113824000
_diffrn_orient_matrix_UB_31      -0.0808657000
_diffrn_orient_matrix_UB_32      -0.0154171000
_diffrn_orient_matrix_UB_33      0.0062036000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_full    0.144
_reflns_Friedel_fraction_max     0.782
_reflns_number_gt                693
_reflns_number_total             1405
_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       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 163 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.04(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         1405
_refine_ls_number_restraints     781
_refine_ls_R_factor_all          0.1849
_refine_ls_R_factor_gt           0.1196
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3102
_refine_ls_wR_factor_ref         0.3718
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4172(14) 0.4573(4) 0.2627(6) 0.232(8) Uani 1 1 d . U . . .
S2 S -0.046(3) 0.4906(8) 0.6230(11) 0.206(13) Uani 1 1 d D U . . .
C18 C -0.208(5) 0.4637(13) 0.641(2) 0.21(2) Uani 1 1 d DG U . . .
C17 C -0.178(7) 0.4083(12) 0.635(2) 0.21(2) Uani 1 1 d G U . . .
H17 H -0.2615 0.3815 0.6440 0.253 Uiso 1 1 calc DR . . . .
C16 C 0.003(7) 0.4009(9) 0.615(2) 0.22(2) Uani 1 1 d DG U . . .
C19 C 0.085(5) 0.4518(11) 0.607(2) 0.21(2) Uani 1 1 d DG U . . .
S1 S -0.168(3) 0.3833(10) 0.4631(11) 0.247(12) Uani 1 1 d D U . . .
C9 C -0.200(5) 0.3576(18) 0.5060(13) 0.24(2) Uani 1 1 d DG U . . .
C8 C -0.022(7) 0.339(2) 0.5226(14) 0.223(18) Uani 1 1 d DG U . . .
C7 C 0.120(4) 0.3532(19) 0.4900(17) 0.216(19) Uani 1 1 d DG U . . .
H7 H 0.2491 0.3458 0.4923 0.259 Uiso 1 1 calc R . . . .
C6 C 0.030(4) 0.3806(18) 0.4532(14) 0.214(17) Uani 1 1 d DG U . . .
O1 O 0.542(6) 0.5254(19) 0.279(3) 0.207(18) Uani 1 1 d . U . . .
N2 N -0.699(5) 0.510(2) 0.719(2) 0.24(3) Uani 1 1 d . U . . .
C23 C -0.670(6) 0.456(2) 0.709(2) 0.24(3) Uani 1 1 d G U . . .
H23 H -0.7584 0.4309 0.7187 0.288 Uiso 1 1 calc R . . . .
C22 C -0.510(7) 0.4402(17) 0.684(2) 0.24(3) Uani 1 1 d G U . . .
H22 H -0.4914 0.4044 0.6778 0.288 Uiso 1 1 calc DR . . . .
C21 C -0.379(5) 0.478(2) 0.6696(17) 0.24(3) Uani 1 1 d DG U . . .
C25 C -0.407(6) 0.531(2) 0.6794(19) 0.22(3) Uani 1 1 d G U . . .
H25 H -0.3193 0.5563 0.6695 0.269 Uiso 1 1 calc R . . . .
C24 C -0.567(7) 0.5471(17) 0.704(2) 0.23(3) Uani 1 1 d G U . . .
H24 H -0.5864 0.5829 0.7104 0.276 Uiso 1 1 calc R . . . .
C26 C 0.692(9) 0.531(2) 0.302(4) 0.19(2) Uani 1 1 d D U . . .
C32 C 0.975(6) 0.5886(18) 0.319(2) 0.22(2) Uani 1 1 d D U . . .
H32 H 1.0216 0.5615 0.3379 0.265 Uiso 1 1 calc R . . . .
C31 C 1.074(5) 0.6361(19) 0.3155(18) 0.20(2) Uani 1 1 d DG U . . .
H31 H 1.1870 0.6409 0.3316 0.246 Uiso 1 1 calc R . . . .
C30 C 1.004(5) 0.6767(15) 0.2877(19) 0.20(2) Uani 1 1 d DG U . . .
C29 C 0.835(6) 0.6696(18) 0.264(2) 0.21(2) Uani 1 1 d DG U . . .
H29 H 0.7885 0.6967 0.2450 0.249 Uiso 1 1 calc R . . . .
C28 C 0.736(5) 0.6220(19) 0.267(2) 0.22(2) Uani 1 1 d DG U . . .
H28 H 0.6231 0.6173 0.2512 0.259 Uiso 1 1 calc R . . . .
C27 C 0.806(6) 0.5815(15) 0.295(2) 0.21(2) Uani 1 1 d DG U . . .
C1 C 0.418(5) 0.393(2) 0.366(2) 0.217(19) Uani 1 1 d . U . . .
H1 H 0.5452 0.3826 0.3630 0.260 Uiso 1 1 calc R . . . .
N1 N 0.336(9) 0.4241(19) 0.3318(16) 0.224(18) Uani 1 1 d G U . . .
C5 C 0.146(9) 0.4391(16) 0.3357(18) 0.22(2) Uani 1 1 d G U . . .
H5 H 0.0905 0.4601 0.3130 0.261 Uiso 1 1 calc R . . . .
C4 C 0.039(5) 0.4226(19) 0.373(2) 0.22(2) Uani 1 1 d G U . . .
H4 H -0.0875 0.4326 0.3760 0.258 Uiso 1 1 calc R . . . .
C3 C 0.122(7) 0.391(2) 0.4072(16) 0.206(18) Uani 1 1 d DG U . . .
C2 C 0.312(7) 0.3761(18) 0.4034(17) 0.213(19) Uani 1 1 d G U . . .
H2 H 0.3673 0.3550 0.4260 0.256 Uiso 1 1 calc R . . . .
C39 C 1.321(7) 0.7194(18) 0.288(3) 0.23(3) Uani 1 1 d . U . . .
H39 H 1.3653 0.6898 0.3042 0.273 Uiso 1 1 calc R . . . .
C38 C 1.443(6) 0.7616(19) 0.279(3) 0.24(3) Uani 1 1 d DG U . . .
H38 H 1.5685 0.7602 0.2889 0.288 Uiso 1 1 calc R . . . .
C36 C 1.376(6) 0.8058(18) 0.255(3) 0.24(2) Uani 1 1 d DG U . . .
C35 C 1.188(7) 0.8078(19) 0.241(3) 0.25(3) Uani 1 1 d DG U . . .
H35 H 1.1441 0.8374 0.2248 0.304 Uiso 1 1 calc R . . . .
C34 C 1.067(6) 0.766(2) 0.250(3) 0.26(3) Uani 1 1 d G U . . .
H34 H 0.9408 0.7670 0.2400 0.307 Uiso 1 1 calc R . . . .
C33 C 1.133(7) 0.721(2) 0.274(3) 0.24(3) Uani 1 1 d DG U . . .
O2 O 0.710(6) 0.494(2) 0.324(3) 0.21(2) Uani 1 1 d . U . . .
F2 F 0.041(8) 0.2309(18) 0.550(2) 0.250(19) Uani 1 1 d . U . . .
F1 F 0.332(7) 0.2617(17) 0.542(2) 0.245(19) Uani 1 1 d . U . . .
C15 C 0.070(8) 0.3451(14) 0.608(4) 0.235(19) Uani 1 1 d D U . . .
C14 C 0.128(11) 0.306(4) 0.6408(17) 0.268(18) Uani 1 1 d DG U . . .
C13 C 0.198(9) 0.2615(19) 0.616(3) 0.261(17) Uani 1 1 d DG U . . .
C12 C 0.184(11) 0.273(3) 0.568(3) 0.250(17) Uani 1 1 d G U . . .
C11 C 0.105(10) 0.325(4) 0.563(2) 0.227(18) Uani 1 1 d DG U . . .
F3 F 0.463(6) 0.2690(17) 0.625(2) 0.27(2) Uani 1 1 d D U . . .
F6 F -0.028(7) 0.2765(19) 0.674(2) 0.31(2) Uani 1 1 d D U . . .
C20 C 0.258(7) 0.461(2) 0.578(2) 0.21(3) Uani 1 1 d D U . . .
H20A H 0.2325 0.4490 0.5466 0.317 Uiso 1 1 calc GR . . . .
H20B H 0.3629 0.4408 0.5899 0.317 Uiso 1 1 calc GR . . . .
H20C H 0.2894 0.4978 0.5773 0.317 Uiso 1 1 calc GR . . . .
C10 C -0.381(9) 0.358(4) 0.533(3) 0.33(4) Uani 1 1 d D U . . .
H10A H -0.4340 0.3229 0.5343 0.490 Uiso 1 1 calc GR . . . .
H10B H -0.4708 0.3818 0.5192 0.490 Uiso 1 1 calc GR . . . .
H10C H -0.3554 0.3699 0.5642 0.490 Uiso 1 1 calc GR . . . .
F5 F 0.234(7) 0.3194(17) 0.690(2) 0.27(2) Uani 1 1 d D U . . .
F4 F 0.177(6) 0.2098(14) 0.6357(19) 0.245(19) Uani 1 1 d D U . . .
C37 C 1.485(7) 0.857(2) 0.261(2) 0.23(3) Uani 1 1 d D U . . .
O3 O 1.392(7) 0.898(2) 0.252(3) 0.23(3) Uani 1 1 d D U . . .
O4 O 1.654(8) 0.8572(18) 0.273(2) 0.19(2) Uani 1 1 d D 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 O1 1.99(5) . ?
Zn1 N2 2.16(4) 2_464 ?
Zn1 N1 2.25(4) . ?
Zn1 O3 2.06(5) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.51(3) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.49(2) . ?
C19 C20 1.51(3) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.51(3) . ?
C8 C7 1.4200 . ?
C8 C11 1.53(3) . ?
C7 C6 1.4200 . ?
C6 C3 1.51(3) . ?
O1 C26 1.25(8) . ?
N2 Zn1 2.17(4) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900 . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.51(3) . ?
C26 O2 1.14(7) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.50(3) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.51(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
F2 C12 1.55(7) . ?
F1 C12 1.32(7) . ?
C15 C14 1.4200 . ?
C15 C11 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.65(6) . ?
C14 F5 1.64(6) . ?
C13 C12 1.4200 . ?
C13 F3 1.89(7) . ?
C13 F4 1.43(3) . ?
C12 C11 1.4200 . ?
C37 O3 1.23(4) . ?
C37 O4 1.24(4) . ?
O3 Zn1 2.06(5) 4_755 ?

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 N2 97(2) . 2_464 ?
O1 Zn1 N1 103(2) . . ?
O1 Zn1 O3 113(2) . 4_745 ?
N2 Zn1 N1 119(2) 2_464 . ?
O3 Zn1 N2 128(3) 4_745 2_464 ?
O3 Zn1 N1 95(3) 4_745 . ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 137(4) . . ?
C17 C18 C21 114(4) . . ?
C16 C17 C18 108.0 . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 117(4) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 135(4) . . ?
C15 C16 S2 170(4) . . ?
S2 C19 C20 127.5(16) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 123.2(16) . . ?
C9 S1 C8 36.0 . . ?
C6 S1 C9 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C10 126.4(16) . . ?
C8 C9 C10 124.8(17) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C11 149(5) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 100(5) . . ?
C11 C8 S1 164(5) . . ?
C6 C7 C8 108.0 . . ?
S1 C6 C3 126.4(16) . . ?
C7 C6 S1 108.0 . . ?
C7 C6 C3 123.8(17) . . ?
C26 O1 Zn1 127(4) . . ?
C23 N2 Zn1 127(3) . 2_465 ?
C23 N2 C24 120.0 . . ?
C24 N2 Zn1 113(3) . 2_465 ?
N2 C23 C22 120.00(7) . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C18 123(4) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 117(4) . . ?
C24 C25 C21 120.00(6) . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 119(5) . . ?
O2 C26 O1 107(6) . . ?
O2 C26 C27 134(6) . . ?
C31 C32 C27 120.0 . . ?
C32 C31 C30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 C33 119.7(15) . . ?
C29 C30 C33 118.3(15) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 C27 120.0 . . ?
C32 C27 C26 119.9(15) . . ?
C28 C27 C26 120.0(14) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 137(4) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 102(4) . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C3 C6 123(4) . . ?
C2 C3 C6 116(4) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.0 . . ?
C38 C36 C35 120.00(5) . . ?
C38 C36 C37 117.7(16) . . ?
C35 C36 C37 118.7(16) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.0 . . ?
C39 C33 C30 118(2) . . ?
C34 C33 C30 122(2) . . ?
C34 C33 C39 120.00(7) . . ?
C14 C15 C16 131(9) . . ?
C11 C15 C16 121(9) . . ?
C11 C15 C14 108.0 . . ?
C15 C14 F6 121(6) . . ?
C15 C14 F5 124(8) . . ?
C13 C14 C15 108.0 . . ?
C13 C14 F6 100(6) . . ?
C13 C14 F5 116(8) . . ?
F5 C14 F6 83(4) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 101(5) . . ?
C14 C13 F4 119(8) . . ?
C12 C13 F3 100(5) . . ?
C12 C13 F4 125(9) . . ?
F4 C13 F3 98(3) . . ?
F1 C12 F2 100(4) . . ?
F1 C12 C13 117(8) . . ?
F1 C12 C11 117(8) . . ?
C13 C12 F2 104(7) . . ?
C11 C12 F2 110(6) . . ?
C11 C12 C13 108.0 . . ?
C15 C11 C8 122(9) . . ?
C12 C11 C8 121(9) . . ?
C12 C11 C15 108.0 . . ?
O3 C37 C36 115(4) . . ?
O3 C37 O4 124(6) . . ?
O4 C37 C36 121(4) . . ?
C37 O3 Zn1 108(4) . 4_755 ?

_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 -0.830 0.250 0.000 894.4 11.2 ?
2 -0.209 -0.250 0.500 894.4 10.5 ?
3 0.175 0.312 0.322 9.6 2.6 ?
4 -0.175 0.813 0.178 9.6 2.6 ?
5 0.325 0.688 0.822 9.6 2.5 ?
6 0.675 0.187 0.678 9.6 2.7 ?

####################################################################### 
# 
# 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_DMOF_0_50_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956804'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_DMOF_0_50_GPa_Gly   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        27% Check
RESPONSE: The Observed / Unique Reflections ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT029_DMOF_0_50_GPa_Gly   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.284 Why?
RESPONSE: These date comes from high-pressure experiment and part of the reflection can not be collected, due to the DAC opening angle and crystal low symmetry.
;
_vrf_RINTA01_DMOF_0_50_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_DMOF_0_50_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.216 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT341_DMOF_0_50_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.05375 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT084_DMOF_0_50_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.28 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_50_GPa_Gly   
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.030 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 01:57 PM
# end Validation Reply Form

_audit_creation_date             2019-02-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.890(3)
_cell_length_b                   25.19(2)
_cell_length_c                   28.95(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5026(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    580
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.9360
_cell_measurement_theta_min      3.8350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.215
_exptl_crystal_size_min          0.124
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2156
_diffrn_reflns_av_unetI/netI     0.5277
_diffrn_reflns_Laue_measured_fraction_full 0.284
_diffrn_reflns_Laue_measured_fraction_max 0.274
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4301
_diffrn_reflns_point_group_measured_fraction_full 0.233
_diffrn_reflns_point_group_measured_fraction_max 0.225
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.597
_diffrn_reflns_theta_min         3.978
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.284
_diffrn_measured_fraction_theta_max 0.274
_diffrn_measurement_details      
;
Data were collected at room temperature and pressure of 0.50(2) GPa
 (500000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.

List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   35.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   35.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   35.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   35.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0114613000
_diffrn_orient_matrix_UB_12      0.0189534000
_diffrn_orient_matrix_UB_13      0.0179129000
_diffrn_orient_matrix_UB_21      -0.0602205000
_diffrn_orient_matrix_UB_22      0.0153939000
_diffrn_orient_matrix_UB_23      -0.0145921000
_diffrn_orient_matrix_UB_31      -0.0825871000
_diffrn_orient_matrix_UB_32      -0.0138226000
_diffrn_orient_matrix_UB_33      0.0082092000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.450
_reflns_Friedel_fraction_full    0.168
_reflns_Friedel_fraction_max     0.161
_reflns_number_gt                582
_reflns_number_total             2130
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 117 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         2130
_refine_ls_number_restraints     745
_refine_ls_R_factor_all          0.2676
_refine_ls_R_factor_gt           0.0974
_refine_ls_restrained_S_all      0.803
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1962
_refine_ls_wR_factor_ref         0.2827
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4178(11) 0.4527(4) 0.2590(4) 0.165(4) Uani 1 1 d D U . . .
S2 S -0.045(2) 0.4916(7) 0.6240(5) 0.124(6) Uani 1 1 d . U . . .
C18 C -0.202(3) 0.4640(10) 0.6444(11) 0.137(13) Uani 1 1 d DG U . . .
C17 C -0.164(5) 0.4087(9) 0.6410(14) 0.119(13) Uani 1 1 d G U . . .
H17 H -0.2434 0.3816 0.6517 0.143 Uiso 1 1 calc R . . . .
C16 C 0.018(5) 0.4023(8) 0.6186(13) 0.131(12) Uani 1 1 d DG U . . .
C19 C 0.092(3) 0.4535(10) 0.6081(11) 0.120(13) Uani 1 1 d DG U . . .
S1 S -0.1631(18) 0.3808(7) 0.4608(6) 0.140(7) Uani 1 1 d . U . . .
C9 C -0.170(4) 0.3622(15) 0.5070(7) 0.127(14) Uani 1 1 d DG U . . .
C8 C 0.019(5) 0.3440(17) 0.5191(10) 0.134(13) Uani 1 1 d DG U . . .
C7 C 0.142(3) 0.3514(15) 0.4803(15) 0.109(13) Uani 1 1 d G U . . .
H7 H 0.2728 0.3428 0.4787 0.131 Uiso 1 1 calc R . . . .
C6 C 0.029(3) 0.3742(14) 0.4442(9) 0.124(13) Uani 1 1 d DG U . . .
O1 O 0.532(5) 0.526(2) 0.2630(18) 0.198(14) Uani 1 1 d D U . . .
N2 N -0.693(3) 0.5144(17) 0.7235(11) 0.119(13) Uani 1 1 d . U . . .
C23 C -0.662(3) 0.4606(16) 0.7157(12) 0.141(15) Uani 1 1 d G U . . .
H23 H -0.7525 0.4358 0.7258 0.170 Uiso 1 1 calc R . . . .
C22 C -0.495(4) 0.4440(11) 0.6928(12) 0.141(15) Uani 1 1 d DG U . . .
H22 H -0.4744 0.4080 0.6876 0.169 Uiso 1 1 calc R . . . .
C21 C -0.360(4) 0.4811(11) 0.6778(12) 0.134(14) Uani 1 1 d DG U . . .
C25 C -0.392(4) 0.5349(11) 0.6856(11) 0.134(15) Uani 1 1 d DG U . . .
H25 H -0.3010 0.5597 0.6755 0.161 Uiso 1 1 calc R . . . .
C24 C -0.558(4) 0.5515(13) 0.7085(10) 0.108(14) Uani 1 1 d G U . . .
H24 H -0.5791 0.5875 0.7137 0.130 Uiso 1 1 calc R . . . .
C26 C 0.678(8) 0.5267(19) 0.294(2) 0.187(16) Uani 1 1 d D U . . .
C32 C 0.949(5) 0.5848(16) 0.3199(14) 0.177(17) Uani 1 1 d D U . . .
H32 H 0.9854 0.5581 0.3404 0.213 Uiso 1 1 calc R . . . .
C31 C 1.062(4) 0.6301(15) 0.3154(11) 0.161(16) Uani 1 1 d G U . . .
H31 H 1.1748 0.6338 0.3329 0.193 Uiso 1 1 calc DR . . . .
C30 C 1.008(5) 0.6699(12) 0.2848(13) 0.141(15) Uani 1 1 d DG U . . .
C29 C 0.840(5) 0.6644(13) 0.2587(15) 0.177(16) Uani 1 1 d G U . . .
H29 H 0.8032 0.6910 0.2382 0.212 Uiso 1 1 calc R . . . .
C28 C 0.726(4) 0.6190(13) 0.2632(12) 0.174(16) Uani 1 1 d DG U . . .
H28 H 0.6138 0.6154 0.2457 0.208 Uiso 1 1 calc R . . . .
C27 C 0.781(4) 0.5792(13) 0.2938(13) 0.187(15) Uani 1 1 d DG U . . .
C1 C 0.417(3) 0.3970(15) 0.3551(14) 0.148(16) Uani 1 1 d . U . . .
H1 H 0.5474 0.3893 0.3505 0.177 Uiso 1 1 calc R . . . .
N1 N 0.311(5) 0.4221(14) 0.3205(9) 0.143(13) Uani 1 1 d G U . . .
C5 C 0.116(5) 0.4336(13) 0.3273(11) 0.110(13) Uani 1 1 d G U . . .
H5 H 0.0451 0.4504 0.3042 0.131 Uiso 1 1 calc R . . . .
C4 C 0.026(3) 0.4200(14) 0.3687(14) 0.124(14) Uani 1 1 d G U . . .
H4 H -0.1042 0.4277 0.3733 0.148 Uiso 1 1 calc R . . . .
C3 C 0.132(5) 0.3949(15) 0.4033(9) 0.108(13) Uani 1 1 d DG U . . .
C2 C 0.327(5) 0.3834(14) 0.3965(11) 0.129(14) Uani 1 1 d G U . . .
H2 H 0.3981 0.3666 0.4196 0.154 Uiso 1 1 calc R . . . .
C39 C 1.313(6) 0.7145(14) 0.2923(14) 0.151(16) Uani 1 1 d . U . . .
H39 H 1.3598 0.6814 0.3014 0.181 Uiso 1 1 calc DR . . . .
C38 C 1.441(4) 0.757(2) 0.2873(13) 0.171(17) Uani 1 1 d G U . . .
H38 H 1.5723 0.7522 0.2931 0.206 Uiso 1 1 calc R . . . .
C36 C 1.371(6) 0.8063(15) 0.2738(11) 0.173(17) Uani 1 1 d DG U . . .
C35 C 1.174(7) 0.8133(14) 0.2652(14) 0.174(17) Uani 1 1 d G U . . .
H35 H 1.1278 0.8463 0.2561 0.209 Uiso 1 1 calc R . . . .
C34 C 1.047(4) 0.7708(19) 0.2701(15) 0.152(16) Uani 1 1 d G U . . .
H34 H 0.9153 0.7755 0.2644 0.182 Uiso 1 1 calc R . . . .
C33 C 1.116(5) 0.7215(15) 0.2837(14) 0.147(15) Uani 1 1 d DG U . . .
O2 O 0.720(4) 0.4903(19) 0.3274(14) 0.168(15) Uani 1 1 d D U . . .
F2 F 0.055(4) 0.2335(15) 0.5538(12) 0.163(11) Uani 1 1 d . U . . .
F1 F 0.348(4) 0.2603(13) 0.5358(11) 0.152(11) Uani 1 1 d . U . . .
F3 F 0.428(5) 0.2671(16) 0.6271(12) 0.173(11) Uani 1 1 d . U . . .
C13 C 0.218(7) 0.2630(16) 0.615(3) 0.164(9) Uani 1 1 d . U . . .
C12 C 0.183(8) 0.275(3) 0.568(2) 0.157(10) Uani 1 1 d G U . . .
C11 C 0.087(7) 0.325(3) 0.5659(14) 0.135(11) Uani 1 1 d DG U . . .
C15 C 0.061(5) 0.3435(12) 0.612(2) 0.137(11) Uani 1 1 d DG U . . .
C14 C 0.142(8) 0.305(3) 0.6422(10) 0.171(10) Uani 1 1 d G U . . .
F6 F 0.010(5) 0.2797(16) 0.6652(14) 0.194(12) Uani 1 1 d . U . . .
C20 C 0.272(5) 0.450(2) 0.5801(15) 0.136(17) Uani 1 1 d D U . . .
H20A H 0.3778 0.4652 0.5974 0.205 Uiso 1 1 calc GR . . . .
H20B H 0.2547 0.4700 0.5520 0.205 Uiso 1 1 calc GR . . . .
H20C H 0.2993 0.4140 0.5730 0.205 Uiso 1 1 calc GR . . . .
C10 C -0.319(6) 0.362(2) 0.5448(15) 0.18(2) Uani 1 1 d D U . . .
H10A H -0.3208 0.3961 0.5596 0.267 Uiso 1 1 calc GR . . . .
H10B H -0.2872 0.3351 0.5670 0.267 Uiso 1 1 calc GR . . . .
H10C H -0.4445 0.3548 0.5318 0.267 Uiso 1 1 calc GR . . . .
F5 F 0.243(5) 0.3084(16) 0.6821(14) 0.190(12) Uani 1 1 d . U . . .
F4 F 0.217(4) 0.2140(15) 0.6330(12) 0.164(11) Uani 1 1 d . U . . .
C37 C 1.475(12) 0.858(2) 0.267(2) 0.190(19) Uani 1 1 d D U . . .
O3 O 1.392(5) 0.905(2) 0.2574(18) 0.202(18) Uani 1 1 d . U . . .
O4 O 1.675(5) 0.8566(11) 0.2718(13) 0.170(15) Uani 1 1 d D 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 O1 2.02(5) . ?
Zn1 N2 2.03(2) 2_464 ?
Zn1 N1 2.08(2) . ?
Zn1 O3 1.84(5) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.52(2) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.52(2) . ?
C19 C20 1.48(2) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.50(2) . ?
C8 C7 1.4200 . ?
C8 C11 1.51(2) . ?
C7 C6 1.4200 . ?
C6 C3 1.48(2) . ?
O1 C26 1.34(3) . ?
N2 Zn1 2.03(2) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900 . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.50(2) . ?
C26 O2 1.37(3) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.50(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.50(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
F2 C12 1.44(5) . ?
F1 C12 1.51(4) . ?
F3 C13 1.49(5) . ?
C13 C12 1.4200 . ?
C13 C14 1.4200 . ?
C13 F4 1.34(5) . ?
C12 C11 1.4200 . ?
C11 C15 1.4200 . ?
C15 C14 1.4200 . ?
C14 F6 1.30(4) . ?
C14 F5 1.35(4) . ?
C37 O3 1.34(7) . ?
C37 O4 1.39(7) . ?
O3 Zn1 1.84(5) 4_755 ?

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 N2 87.2(16) . 2_464 ?
O1 Zn1 N1 115.4(16) . . ?
N2 Zn1 N1 108.4(14) 2_464 . ?
O3 Zn1 O1 110.0(19) 4_745 . ?
O3 Zn1 N2 132.7(18) 4_745 2_464 ?
O3 Zn1 N1 103(2) 4_745 . ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 132.3(17) . . ?
C17 C18 C21 117.2(16) . . ?
C16 C17 C18 108.0 . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 110(3) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 142(3) . . ?
C15 C16 S2 177(3) . . ?
S2 C19 C20 140(3) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 112(3) . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C10 135(3) . . ?
C8 C9 C10 117(3) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 127(4) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C9 108.0 . . ?
C7 C8 C11 124(4) . . ?
C11 C8 S1 163(4) . . ?
C8 C7 C6 108.0 . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 133(3) . . ?
C7 C6 C3 118(3) . . ?
C26 O1 Zn1 110(3) . . ?
C23 N2 Zn1 126.7(19) . 2_465 ?
C23 N2 C24 120.0 . . ?
C24 N2 Zn1 113.2(19) . 2_465 ?
N2 C23 C22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 119.2(11) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 119.5(11) . . ?
C24 C25 C21 120.0 . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 111(3) . . ?
O1 C26 O2 129(4) . . ?
O2 C26 C27 119(3) . . ?
C31 C32 C27 120.0 . . ?
C32 C31 C30 120.0 . . ?
C31 C30 C33 120(3) . . ?
C29 C30 C31 120.0 . . ?
C29 C30 C33 119(3) . . ?
C30 C29 C28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C32 C27 C26 118.9(11) . . ?
C28 C27 C26 120.4(11) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 127(2) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 113(2) . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C6 119(3) . . ?
C4 C3 C2 120.0 . . ?
C2 C3 C6 120(3) . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.0 . . ?
C38 C36 C37 131(5) . . ?
C35 C36 C38 120.0 . . ?
C35 C36 C37 109(5) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.0 . . ?
C39 C33 C30 112(4) . . ?
C34 C33 C30 128(4) . . ?
C34 C33 C39 120.0 . . ?
C12 C13 F3 112(4) . . ?
C14 C13 F3 100(5) . . ?
C14 C13 C12 108.0 . . ?
F4 C13 F3 89(3) . . ?
F4 C13 C12 125(6) . . ?
F4 C13 C14 118(6) . . ?
F2 C12 F1 96(2) . . ?
C13 C12 F2 102(5) . . ?
C13 C12 F1 114(6) . . ?
C11 C12 F2 110(5) . . ?
C11 C12 F1 123(6) . . ?
C11 C12 C13 108.0 . . ?
C12 C11 C8 117(6) . . ?
C15 C11 C8 134(6) . . ?
C15 C11 C12 108.0 . . ?
C11 C15 C16 117(6) . . ?
C11 C15 C14 108.0 . . ?
C14 C15 C16 131(6) . . ?
C13 C14 C15 108.0 . . ?
F6 C14 C13 100(5) . . ?
F6 C14 C15 112(4) . . ?
F6 C14 F5 87(3) . . ?
F5 C14 C13 110(6) . . ?
F5 C14 C15 133(6) . . ?
O3 C37 C36 126(7) . . ?
O3 C37 O4 118(4) . . ?
O4 C37 C36 116(6) . . ?
C37 O3 Zn1 109(3) . 4_755 ?

####################################################################### 
# 
# 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_DMOF_1_18_GPa_MEW
_database_code_depnum_ccdc_archive 'CCDC 1956825'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_DMOF_1_18_GPa_MEW   
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_RINTA01_DMOF_1_18_GPa_MEW   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_1_18_GPa_MEW   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_1_18_GPa_MEW   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.350 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_DMOF_1_18_GPa_MEW   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.48 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT201_DMOF_1_18_GPa_MEW   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         54 Report
RESPONSE: The structure was refined isotropically because of the overall poor diffraction quality of the crystal and limited data by the DAC opening angle.
;
_vrf_PLAT082_DMOF_1_18_GPa_MEW   
;
PROBLEM: High R1 Value ..................................       0.17 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT341_DMOF_1_18_GPa_MEW   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.05775 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:21 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         '0.17(C156 H96 F24 N8 O16 S8 Zn4)'
_chemical_formula_sum            'C26 H16 F4 N1.33 O2.67 S1.33 Zn0.67'
_chemical_formula_weight         552.06
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.029(3)
_cell_length_b                   24.125(10)
_cell_length_c                   30.55(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5181(8)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    596
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.7630
_cell_measurement_theta_min      3.9030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  0.444
_exptl_absorpt_correction_T_min  0.308
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.062
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 31 -17 0.1511
-5 27 -15 0.1899
2 -15 -39 0.0336
5 -25 19 0.2027
-1 11 40 0.0046
10 4 4 0.1187
-10 -7 -2 0.1209
2 -30 17 0.1907

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.052
_exptl_special_details           
;
  Data were collected at room temperature and pressure of 1.18(2) GPa
 (1180000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3500
_diffrn_reflns_av_unetI/netI     0.1801
_diffrn_reflns_Laue_measured_fraction_full 0.134
_diffrn_reflns_Laue_measured_fraction_max 0.603
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9614
_diffrn_reflns_point_group_measured_fraction_full 0.130
_diffrn_reflns_point_group_measured_fraction_max 0.626
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         14.693
_diffrn_reflns_theta_min         4.075
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.134
_diffrn_measured_fraction_theta_max 0.603
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   33.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   33.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   33.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   33.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   33.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   33.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   33.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   33.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   33.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   33.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   33.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   33.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   33.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   33.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   33.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   33.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0015011000
_diffrn_orient_matrix_UB_12      -0.0131859000
_diffrn_orient_matrix_UB_13      -0.0207014000
_diffrn_orient_matrix_UB_21      -0.0868280000
_diffrn_orient_matrix_UB_22      -0.0135243000
_diffrn_orient_matrix_UB_23      0.0051201000
_diffrn_orient_matrix_UB_31      -0.0514493000
_diffrn_orient_matrix_UB_32      0.0225148000
_diffrn_orient_matrix_UB_33      -0.0092109000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    0.124
_reflns_Friedel_fraction_max     0.661
_reflns_number_gt                747
_reflns_number_total             1221
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.113
_refine_ls_abs_structure_details 
;
 Flack x determined using 205 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.22(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.593
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1221
_refine_ls_number_restraints     144
_refine_ls_R_factor_all          0.2384
_refine_ls_R_factor_gt           0.1710
_refine_ls_restrained_S_all      1.613
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4073
_refine_ls_wR_factor_ref         0.4798
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.3755(16) 0.4728(6) 0.2869(7) 0.123(5) Uiso 1 1 d . . . . .
S2 S -0.032(4) 0.4707(10) 0.6478(13) 0.123(5) Uiso 1 1 d D . . . .
C18 C -0.199(4) 0.4463(14) 0.6654(13) 0.123(5) Uiso 1 1 d DG . . . .
C17 C -0.205(6) 0.3900(13) 0.652(2) 0.123(5) Uiso 1 1 d G . . . .
H17 H -0.2989 0.3644 0.6588 0.148 Uiso 1 1 calc DR . . . .
C16 C -0.041(7) 0.3796(13) 0.626(2) 0.123(5) Uiso 1 1 d DG . . . .
C19 C 0.066(5) 0.4295(14) 0.6234(16) 0.123(5) Uiso 1 1 d DG . . . .
O1 O 0.493(5) 0.5126(14) 0.3105(8) 0.123(5) Uiso 1 1 d D . . . .
N2 N -0.650(7) 0.509(2) 0.747(2) 0.123(5) Uiso 1 1 d . . . . .
C23 C -0.660(7) 0.455(2) 0.733(2) 0.123(5) Uiso 1 1 d G . . . .
H23 H -0.7597 0.4318 0.7412 0.148 Uiso 1 1 calc R . . . .
C22 C -0.519(8) 0.434(2) 0.705(2) 0.123(5) Uiso 1 1 d G . . . .
H22 H -0.5257 0.3977 0.6949 0.148 Uiso 1 1 calc DR . . . .
C21 C -0.370(6) 0.468(2) 0.6919(19) 0.123(5) Uiso 1 1 d DG . . . .
C25 C -0.360(6) 0.522(2) 0.707(2) 0.123(5) Uiso 1 1 d G . . . .
H25 H -0.2601 0.5451 0.6981 0.148 Uiso 1 1 calc R . . . .
C24 C -0.500(8) 0.543(2) 0.734(2) 0.123(5) Uiso 1 1 d G . . . .
H24 H -0.4941 0.5793 0.7444 0.148 Uiso 1 1 calc R . . . .
C26 C 0.634(4) 0.5577(13) 0.3035(7) 0.123(5) Uiso 1 1 d D . . . .
C32 C 0.957(5) 0.6011(14) 0.3146(12) 0.123(5) Uiso 1 1 d D . . . .
H32 H 0.9908 0.5706 0.3316 0.148 Uiso 1 1 calc R . . . .
C31 C 1.087(4) 0.6436(16) 0.3079(14) 0.123(5) Uiso 1 1 d DG . . . .
H31 H 1.2076 0.6416 0.3203 0.148 Uiso 1 1 calc R . . . .
C30 C 1.037(5) 0.6892(13) 0.2826(11) 0.123(5) Uiso 1 1 d DG . . . .
C29 C 0.857(5) 0.6922(13) 0.2640(13) 0.123(5) Uiso 1 1 d DG . . . .
H29 H 0.8229 0.7227 0.2470 0.148 Uiso 1 1 calc R . . . .
C28 C 0.727(5) 0.6496(14) 0.2707(13) 0.123(5) Uiso 1 1 d DG . . . .
H28 H 0.6060 0.6516 0.2583 0.148 Uiso 1 1 calc R . . . .
C27 C 0.777(4) 0.6040(12) 0.2960(9) 0.123(5) Uiso 1 1 d DG . . . .
C1 C 0.379(6) 0.430(2) 0.377(2) 0.123(5) Uiso 1 1 d . . . . .
H1 H 0.5107 0.4323 0.3739 0.148 Uiso 1 1 calc R . . . .
N1 N 0.263(9) 0.437(2) 0.3402(17) 0.123(5) Uiso 1 1 d G . . . .
C5 C 0.067(8) 0.434(2) 0.3446(14) 0.123(5) Uiso 1 1 d G . . . .
H5 H -0.0106 0.4378 0.3201 0.148 Uiso 1 1 calc R . . . .
C4 C -0.014(6) 0.425(2) 0.3855(15) 0.123(5) Uiso 1 1 d DG . . . .
H4 H -0.1457 0.4231 0.3884 0.148 Uiso 1 1 calc R . . . .
C3 C 0.102(4) 0.419(2) 0.4221(15) 0.123(5) Uiso 1 1 d DG . . . .
C2 C 0.298(4) 0.422(2) 0.4177(18) 0.123(5) Uiso 1 1 d DG . . . .
H2 H 0.3756 0.4175 0.4422 0.148 Uiso 1 1 calc R . . . .
C39 C 1.361(5) 0.7335(17) 0.292(2) 0.123(5) Uiso 1 1 d D . . . .
H39 H 1.3973 0.7029 0.3088 0.148 Uiso 1 1 calc R . . . .
C38 C 1.490(5) 0.7760(19) 0.284(2) 0.123(5) Uiso 1 1 d DG . . . .
H38 H 1.6129 0.7737 0.2954 0.148 Uiso 1 1 calc R . . . .
C36 C 1.435(5) 0.8218(17) 0.260(2) 0.123(5) Uiso 1 1 d DG . . . .
C35 C 1.251(6) 0.8252(17) 0.243(2) 0.123(5) Uiso 1 1 d DG . . . .
H35 H 1.2146 0.8558 0.2269 0.148 Uiso 1 1 calc R . . . .
C34 C 1.122(5) 0.7828(18) 0.2513(19) 0.123(5) Uiso 1 1 d DG . . . .
H34 H 0.9990 0.7850 0.2403 0.148 Uiso 1 1 calc R . . . .
C33 C 1.177(5) 0.7369(16) 0.2759(18) 0.123(5) Uiso 1 1 d DG . . . .
O2 O 0.727(6) 0.517(2) 0.3333(18) 0.123(5) Uiso 1 1 d D . . . .
C9 C -0.195(4) 0.3617(15) 0.5144(13) 0.123(5) Uiso 1 1 d D . . . .
C8 C -0.008(4) 0.3487(19) 0.5290(15) 0.123(5) Uiso 1 1 d DG . . . .
C7 C 0.123(3) 0.371(2) 0.4984(16) 0.123(5) Uiso 1 1 d DG . . . .
H7 H 0.2546 0.3685 0.5000 0.148 Uiso 1 1 calc R . . . .
C6 C 0.017(3) 0.3979(17) 0.4649(14) 0.123(5) Uiso 1 1 d DG . . . .
S1 S -0.179(3) 0.3922(11) 0.4748(11) 0.123(5) Uiso 1 1 d DG . . . .
C11 C 0.044(5) 0.3063(15) 0.5644(13) 0.123(5) Uiso 1 1 d D . . . .
C15 C 0.065(5) 0.3303(11) 0.6065(15) 0.123(5) Uiso 1 1 d DG . . . .
C14 C 0.178(5) 0.2940(12) 0.6323(11) 0.123(5) Uiso 1 1 d DG . . . .
C13 C 0.226(4) 0.2475(11) 0.6060(11) 0.123(5) Uiso 1 1 d DG . . . .
C12 C 0.144(4) 0.2552(13) 0.5641(10) 0.123(5) Uiso 1 1 d DG . . . .
F2 F 0.011(5) 0.223(2) 0.5483(16) 0.123(5) Uiso 1 1 d D . . . .
F1 F 0.266(5) 0.2539(19) 0.5272(13) 0.123(5) Uiso 1 1 d D . . . .
F3 F 0.425(4) 0.2301(15) 0.6055(13) 0.123(5) Uiso 1 1 d D . . . .
F6 F 0.106(5) 0.2835(16) 0.6759(15) 0.123(5) Uiso 1 1 d D . . . .
C20 C 0.242(7) 0.438(3) 0.597(2) 0.123(5) Uiso 1 1 d D . . . .
H20A H 0.2074 0.4454 0.5669 0.185 Uiso 1 1 calc GR . . . .
H20B H 0.3188 0.4050 0.5979 0.185 Uiso 1 1 calc GR . . . .
H20C H 0.3127 0.4687 0.6083 0.185 Uiso 1 1 calc GR . . . .
C10 C -0.361(10) 0.341(3) 0.541(3) 0.123(5) Uiso 1 1 d D . . . .
H10A H -0.3217 0.3095 0.5584 0.185 Uiso 1 1 calc GR . . . .
H10B H -0.4630 0.3302 0.5222 0.185 Uiso 1 1 calc GR . . . .
H10C H -0.4042 0.3699 0.5605 0.185 Uiso 1 1 calc GR . . . .
F5 F 0.337(5) 0.3236(14) 0.6508(18) 0.123(5) Uiso 1 1 d D . . . .
F4 F 0.180(5) 0.1937(12) 0.6255(12) 0.123(5) Uiso 1 1 d D . . . .
C37 C 1.576(7) 0.869(2) 0.251(2) 0.123(5) Uiso 1 1 d D . . . .
O3 O 1.475(8) 0.904(2) 0.228(3) 0.123(5) Uiso 1 1 d D . . . .
O4 O 1.751(8) 0.877(3) 0.266(3) 0.123(5) Uiso 1 1 d 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 1.46(3) . ?
Zn1 N2 2.04(4) 2_464 ?
Zn1 N1 2.01(4) . ?
Zn1 O3 2.00(6) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.54(2) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.522(17) . ?
C19 C20 1.496(18) . ?
O1 C26 1.48(4) . ?
N2 Zn1 2.04(4) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900(12) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.52(2) . ?
C26 O2 1.49(4) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.53(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.52(2) . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.529(18) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C9 C10 1.51(2) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C11 1.532(17) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.45(3) . ?
C14 F5 1.44(3) . ?
C13 C12 1.4200 . ?
C13 F3 1.46(2) . ?
C13 F4 1.47(2) . ?
C12 F2 1.30(3) . ?
C12 F1 1.41(3) . ?
C37 O3 1.33(5) . ?
C37 O4 1.32(5) . ?
O3 Zn1 2.00(6) 4_755 ?

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 N2 126(2) . 2_464 ?
O1 Zn1 N1 96(2) . . ?
O1 Zn1 O3 111(2) . 4_745 ?
N1 Zn1 N2 106(3) . 2_464 ?
O3 Zn1 N2 117(3) 4_745 2_464 ?
O3 Zn1 N1 91(3) 4_745 . ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 135(4) . . ?
C17 C18 C21 117(4) . . ?
C16 C17 C18 108.00(6) . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 139(3) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 113(3) . . ?
C15 C16 S2 148(3) . . ?
S2 C19 C20 126.3(12) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 125.5(12) . . ?
Zn1 O1 C26 142.1(17) . . ?
C23 N2 Zn1 111(3) . 2_465 ?
C23 N2 C24 120.00(6) . . ?
C24 N2 Zn1 129(3) . 2_465 ?
C22 C23 N2 120.00(10) . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C18 123(4) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 117(4) . . ?
C21 C25 C24 120.00(10) . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 179.6(12) . . ?
O1 C26 O2 74(2) . . ?
O2 C26 C27 106(2) . . ?
C31 C32 C27 120.0 . . ?
C30 C31 C32 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 C33 120.4(9) . . ?
C29 C30 C33 119.6(9) . . ?
C30 C29 C28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C32 C27 C26 120.2(11) . . ?
C28 C27 C26 119.8(11) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.00(9) . . ?
C1 N1 Zn1 118(3) . . ?
C5 N1 Zn1 119(3) . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.00(9) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 120.0(12) . . ?
C2 C3 C6 118.9(11) . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.0 . . ?
C38 C36 C37 120.2(11) . . ?
C35 C36 C38 120.0 . . ?
C35 C36 C37 119.8(11) . . ?
C36 C35 C34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C39 C33 C30 120.4(10) . . ?
C34 C33 C30 119.5(10) . . ?
C34 C33 C39 120.0 . . ?
C8 C9 C10 118(4) . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C10 134(4) . . ?
C9 C8 C7 108.0 . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 126.2(13) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 124.2(12) . . ?
C11 C8 S1 160(2) . . ?
C6 C7 C8 108.0 . . ?
C7 C6 C3 124.7(11) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 126.4(11) . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
C15 C11 C8 113(3) . . ?
C12 C11 C8 134(2) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 128(4) . . ?
C14 C15 C16 123(4) . . ?
C14 C15 C11 108.0 . . ?
C15 C14 C13 108.0 . . ?
C15 C14 F6 115(3) . . ?
C15 C14 F5 110(3) . . ?
C13 C14 F6 117.8(16) . . ?
C13 C14 F5 115.0(16) . . ?
F5 C14 F6 90(3) . . ?
C14 C13 F3 117.8(12) . . ?
C14 C13 F4 114.6(12) . . ?
C12 C13 C14 108.0 . . ?
C12 C13 F3 114.8(12) . . ?
C12 C13 F4 112.9(12) . . ?
F3 C13 F4 87.9(17) . . ?
C13 C12 C11 108.0 . . ?
F2 C12 C11 99(3) . . ?
F2 C12 C13 123(2) . . ?
F2 C12 F1 97(2) . . ?
F1 C12 C11 109(2) . . ?
F1 C12 C13 117.9(16) . . ?
O3 C37 C36 103(4) . . ?
O4 C37 C36 131(4) . . ?
O4 C37 O3 126(5) . . ?
C37 O3 Zn1 112(4) . 4_755 ?

_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 -0.997 0.250 0.000 928.8 75.3 ?
2 -0.268 -0.250 0.500 928.8 74.3 ?
3 -0.255 0.216 0.657 36.0 0.0 ?
4 0.245 0.284 0.343 36.0 0.0 ?
5 0.255 0.716 0.843 36.0 0.0 ?
6 -0.245 0.784 0.157 36.0 0.0 ?

####################################################################### 
# 
# 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_DMOF_0_70_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956802'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_70_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_70_GPa_Gly   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_70_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.444 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_70_GPa_Gly   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       2.77 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT341_DMOF_0_70_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.08825 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT084_DMOF_0_70_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.39 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT082_DMOF_0_70_GPa_Gly   
;
PROBLEM: High R1 Value ..................................       0.13 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_70_GPa_Gly   
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.030 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle. 
;
# Added during the CSD deposition process: Monday 30 September 2019 01:57 PM
# end Validation Reply Form

_audit_creation_date             2019-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.8072(17)
_cell_length_b                   25.266(16)
_cell_length_c                   28.63(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4924(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    691
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.8220
_cell_measurement_theta_min      3.8970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  0.434
_exptl_absorpt_correction_T_min  0.254
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 18 34 0.0337
8 -18 13 0.1476
2 -31 18 0.1462
0 -18 -35 0.0323
-2 -11 3 0.0813
5 26 -13 0.1057
-8 17 -13 0.0857

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.124
_exptl_special_details           
;
Data were collected at room temperature and pressure of 0.70(2) GPa
 (700000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.4441
_diffrn_reflns_av_unetI/netI     0.2191
_diffrn_reflns_Laue_measured_fraction_full 0.166
_diffrn_reflns_Laue_measured_fraction_max 0.733
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10158
_diffrn_reflns_point_group_measured_fraction_full 0.159
_diffrn_reflns_point_group_measured_fraction_max 0.757
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         14.703
_diffrn_reflns_theta_min         4.104
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.166
_diffrn_measured_fraction_theta_max 0.733
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   35.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   35.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   35.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   35.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0117957000
_diffrn_orient_matrix_UB_12      -0.0189431000
_diffrn_orient_matrix_UB_13      -0.0180272000
_diffrn_orient_matrix_UB_21      -0.0587073000
_diffrn_orient_matrix_UB_22      -0.0157901000
_diffrn_orient_matrix_UB_23      0.0149932000
_diffrn_orient_matrix_UB_31      -0.0853936000
_diffrn_orient_matrix_UB_32      0.0134572000
_diffrn_orient_matrix_UB_33      -0.0078589000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.690
_reflns_Friedel_fraction_full    0.150
_reflns_Friedel_fraction_max     0.793
_reflns_number_gt                723
_reflns_number_total             1418
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 152 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.01(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.227
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         1418
_refine_ls_number_restraints     760
_refine_ls_R_factor_all          0.2030
_refine_ls_R_factor_gt           0.1273
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.017
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3142
_refine_ls_wR_factor_ref         0.3895
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4176(16) 0.4517(5) 0.2587(5) 0.180(7) Uani 1 1 d . U . . .
S2 S -0.017(4) 0.4880(10) 0.6233(12) 0.195(13) Uani 1 1 d D U . . .
C18 C -0.167(7) 0.4661(19) 0.652(2) 0.19(2) Uani 1 1 d DG U . . .
C17 C -0.155(9) 0.4101(18) 0.649(3) 0.20(2) Uani 1 1 d G U . . .
H17 H -0.2356 0.3860 0.6640 0.235 Uiso 1 1 calc R . . . .
C16 C 0.003(9) 0.3974(10) 0.618(3) 0.186(19) Uani 1 1 d DG U . . .
C19 C 0.088(7) 0.4456(13) 0.603(2) 0.18(2) Uani 1 1 d DG U . . .
S1 S -0.151(3) 0.3815(10) 0.4615(9) 0.151(10) Uani 1 1 d D U . . .
C9 C -0.168(5) 0.360(2) 0.5071(11) 0.148(18) Uani 1 1 d DG U . . .
C8 C 0.020(6) 0.342(2) 0.5210(14) 0.147(17) Uani 1 1 d DG U . . .
C7 C 0.154(4) 0.352(2) 0.4840(17) 0.16(2) Uani 1 1 d DG U . . .
H7 H 0.2869 0.3440 0.4839 0.190 Uiso 1 1 calc R . . . .
C6 C 0.048(3) 0.377(2) 0.4473(13) 0.156(19) Uani 1 1 d DG U . . .
O1 O 0.554(7) 0.529(2) 0.266(3) 0.168(17) Uani 1 1 d D U . . .
N2 N -0.700(6) 0.514(3) 0.716(2) 0.16(2) Uani 1 1 d . U . . .
C23 C -0.669(7) 0.460(3) 0.715(2) 0.16(2) Uani 1 1 d G U . . .
H23 H -0.7619 0.4373 0.7277 0.187 Uiso 1 1 calc R . . . .
C22 C -0.499(9) 0.440(2) 0.695(2) 0.17(2) Uani 1 1 d G U . . .
H22 H -0.4779 0.4034 0.6944 0.209 Uiso 1 1 calc R . . . .
C21 C -0.359(7) 0.474(3) 0.676(2) 0.18(2) Uani 1 1 d DG U . . .
C25 C -0.390(9) 0.528(3) 0.677(2) 0.19(3) Uani 1 1 d G U . . .
H25 H -0.2969 0.5509 0.6645 0.232 Uiso 1 1 calc R . . . .
C24 C -0.560(10) 0.548(2) 0.697(2) 0.18(2) Uani 1 1 d G U . . .
H24 H -0.5810 0.5849 0.6978 0.218 Uiso 1 1 calc R . . . .
C26 C 0.674(11) 0.527(3) 0.301(3) 0.17(2) Uani 1 1 d D U . . .
C32 C 0.967(10) 0.586(3) 0.328(2) 0.17(2) Uani 1 1 d . U . . .
H32 H 1.0106 0.5622 0.3506 0.204 Uiso 1 1 calc R . . . .
C31 C 1.080(6) 0.630(3) 0.316(2) 0.18(2) Uani 1 1 d G U . . .
H31 H 1.1987 0.6357 0.3315 0.218 Uiso 1 1 calc R . . . .
C30 C 1.015(9) 0.665(2) 0.282(3) 0.19(2) Uani 1 1 d DG U . . .
C29 C 0.837(10) 0.656(3) 0.260(2) 0.20(2) Uani 1 1 d G U . . .
H29 H 0.7939 0.6794 0.2369 0.239 Uiso 1 1 calc R . . . .
C28 C 0.725(6) 0.612(3) 0.271(2) 0.20(2) Uani 1 1 d G U . . .
H28 H 0.6058 0.6059 0.2560 0.238 Uiso 1 1 calc R . . . .
C27 C 0.790(9) 0.577(2) 0.305(3) 0.18(2) Uani 1 1 d DG U . . .
C1 C 0.413(6) 0.390(2) 0.349(2) 0.18(2) Uani 1 1 d . U . . .
H1 H 0.5415 0.3801 0.3426 0.214 Uiso 1 1 calc R . . . .
N1 N 0.302(10) 0.416(2) 0.3157(16) 0.169(18) Uani 1 1 d G U . . .
C5 C 0.110(9) 0.431(2) 0.325(2) 0.15(2) Uani 1 1 d G U . . .
H5 H 0.0353 0.4486 0.3031 0.183 Uiso 1 1 calc R . . . .
C4 C 0.028(5) 0.419(2) 0.369(2) 0.155(19) Uani 1 1 d G U . . .
H4 H -0.1007 0.4291 0.3754 0.185 Uiso 1 1 calc R . . . .
C3 C 0.139(7) 0.393(2) 0.4023(16) 0.141(19) Uani 1 1 d DG U . . .
C2 C 0.331(7) 0.378(2) 0.392(2) 0.17(2) Uani 1 1 d G U . . .
H2 H 0.4055 0.3606 0.4148 0.206 Uiso 1 1 calc R . . . .
C39 C 1.325(9) 0.714(2) 0.294(3) 0.19(3) Uani 1 1 d . U . . .
H39 H 1.3834 0.6829 0.3039 0.224 Uiso 1 1 calc R . . . .
C38 C 1.435(5) 0.761(3) 0.293(3) 0.20(3) Uani 1 1 d G U . . .
H38 H 1.5660 0.7604 0.3016 0.244 Uiso 1 1 calc R . . . .
C36 C 1.348(9) 0.808(2) 0.278(3) 0.23(3) Uani 1 1 d DG U . . .
C35 C 1.151(9) 0.808(2) 0.265(3) 0.21(3) Uani 1 1 d G U . . .
H35 H 1.0930 0.8395 0.2550 0.258 Uiso 1 1 calc R . . . .
C34 C 1.042(5) 0.762(3) 0.266(3) 0.21(3) Uani 1 1 d G U . . .
H34 H 0.9103 0.7621 0.2573 0.247 Uiso 1 1 calc R . . . .
C33 C 1.129(9) 0.715(2) 0.281(3) 0.20(3) Uani 1 1 d DG U . . .
O2 O 0.733(8) 0.492(3) 0.331(3) 0.22(3) Uani 1 1 d D U . . .
F1 F 0.057(7) 0.233(2) 0.5551(19) 0.183(16) Uani 1 1 d . U . . .
F2 F 0.355(6) 0.254(2) 0.5427(19) 0.177(16) Uani 1 1 d . U . . .
C15 C 0.084(8) 0.3420(19) 0.612(4) 0.171(16) Uani 1 1 d D U . . .
C14 C 0.158(12) 0.303(4) 0.6431(14) 0.188(14) Uani 1 1 d G U . . .
C13 C 0.229(11) 0.260(2) 0.616(4) 0.192(14) Uani 1 1 d G U . . .
C12 C 0.199(12) 0.272(4) 0.568(3) 0.179(14) Uani 1 1 d G U . . .
C11 C 0.110(10) 0.323(4) 0.566(2) 0.167(16) Uani 1 1 d DG U . . .
F4 F 0.446(9) 0.259(2) 0.630(2) 0.210(18) Uani 1 1 d . U . . .
F5 F 0.012(7) 0.281(2) 0.674(2) 0.188(16) Uani 1 1 d . U . . .
C20 C 0.277(8) 0.448(3) 0.576(3) 0.14(3) Uani 1 1 d D U . . .
H20A H 0.2489 0.4476 0.5427 0.215 Uiso 1 1 calc GR . . . .
H20B H 0.3578 0.4186 0.5837 0.215 Uiso 1 1 calc GR . . . .
H20C H 0.3442 0.4806 0.5832 0.215 Uiso 1 1 calc GR . . . .
C10 C -0.349(8) 0.352(4) 0.535(2) 0.19(3) Uani 1 1 d D U . . .
H10A H -0.3146 0.3379 0.5655 0.280 Uiso 1 1 calc GR . . . .
H10B H -0.4338 0.3268 0.5197 0.280 Uiso 1 1 calc GR . . . .
H10C H -0.4170 0.3847 0.5391 0.280 Uiso 1 1 calc GR . . . .
F6 F 0.254(7) 0.323(2) 0.682(2) 0.174(15) Uani 1 1 d . U . . .
F3 F 0.207(8) 0.211(2) 0.635(2) 0.199(17) Uani 1 1 d . U . . .
C37 C 1.482(18) 0.853(4) 0.265(6) 0.26(3) Uani 1 1 d D U . . .
O3 O 1.376(8) 0.888(4) 0.245(4) 0.29(3) Uani 1 1 d . U . . .
O4 O 1.678(8) 0.851(3) 0.275(3) 0.22(3) Uani 1 1 d . 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 O1 2.18(6) . ?
Zn1 N2 2.10(4) 2_464 ?
Zn1 N1 2.02(4) . ?
Zn1 O3 2.14(8) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.49(3) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.52(3) . ?
C19 C20 1.50(3) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.49(3) . ?
C8 C7 1.4200 . ?
C8 C11 1.49(3) . ?
C7 C6 1.4200 . ?
C6 C3 1.49(3) . ?
O1 C26 1.29(5) . ?
N2 Zn1 2.10(4) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900(14) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.49(3) . ?
C26 O2 1.30(5) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.48(3) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.51(4) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
F1 C12 1.43(7) . ?
F2 C12 1.37(6) . ?
C15 C14 1.4200 . ?
C15 C11 1.4200 . ?
C14 C13 1.4200 . ?
C14 F5 1.44(7) . ?
C14 F6 1.40(6) . ?
C13 C12 1.4200 . ?
C13 F4 1.53(8) . ?
C13 F3 1.36(7) . ?
C12 C11 1.4200 . ?
C37 O3 1.30(11) . ?
C37 O4 1.36(11) . ?
O3 Zn1 2.14(8) 4_755 ?

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
N2 Zn1 O1 90(3) 2_464 . ?
N2 Zn1 O3 138(3) 2_464 4_745 ?
N1 Zn1 O1 119(2) . . ?
N1 Zn1 N2 112(3) . 2_464 ?
N1 Zn1 O3 88(4) . 4_745 ?
O3 Zn1 O1 114(3) 4_745 . ?
C18 S2 C16 72.0 . . ?
C19 S2 C18 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C21 148(5) . . ?
C17 C18 S2 108.0 . . ?
C17 C18 C21 102(5) . . ?
C18 C17 C16 108.00(6) . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 124(5) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 127(5) . . ?
C15 C16 S2 162(5) . . ?
S2 C19 C16 108.0 . . ?
S2 C19 C20 127.8(16) . . ?
C16 C19 C20 123.4(16) . . ?
C9 S1 C8 36.0 . . ?
C6 S1 C9 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C10 128.3(15) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 123.4(15) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C11 136(5) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 116(4) . . ?
C11 C8 S1 169(6) . . ?
C8 C7 C6 108.0 . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 128.5(15) . . ?
C7 C6 C3 123.4(15) . . ?
C26 O1 Zn1 108(4) . . ?
C23 N2 Zn1 121(4) . 2_465 ?
C23 N2 C24 120.00(6) . . ?
C24 N2 Zn1 117(4) . 2_465 ?
C22 C23 N2 120.00(7) . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 134(6) . . ?
C25 C21 C18 106(6) . . ?
C25 C21 C22 120.00(6) . . ?
C21 C25 C24 120.00(9) . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 111(6) . . ?
O1 C26 O2 137(7) . . ?
O2 C26 C27 111(6) . . ?
C31 C32 C27 120.0 . . ?
C32 C31 C30 120.00(6) . . ?
C31 C30 C33 113(7) . . ?
C29 C30 C31 120.0 . . ?
C29 C30 C33 125(7) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 C27 120.00(6) . . ?
C32 C27 C26 129(6) . . ?
C28 C27 C26 108(6) . . ?
C28 C27 C32 120.00(7) . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 124(4) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Zn1 114(4) . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C6 120(3) . . ?
C2 C3 C6 120(3) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.00(6) . . ?
C38 C36 C37 117(8) . . ?
C35 C36 C38 120.0 . . ?
C35 C36 C37 121(8) . . ?
C36 C35 C34 120.0 . . ?
C33 C34 C35 120.00(6) . . ?
C39 C33 C30 119(6) . . ?
C34 C33 C30 121(6) . . ?
C34 C33 C39 120.00(7) . . ?
C14 C15 C16 133(9) . . ?
C11 C15 C16 119(9) . . ?
C11 C15 C14 108.0 . . ?
C15 C14 F5 114(7) . . ?
C13 C14 C15 108.0 . . ?
C13 C14 F5 106(8) . . ?
F6 C14 C15 115(9) . . ?
F6 C14 C13 124(8) . . ?
F6 C14 F5 88(4) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F4 102(7) . . ?
C12 C13 F4 113(7) . . ?
F3 C13 C14 117(9) . . ?
F3 C13 C12 124(10) . . ?
F3 C13 F4 90(5) . . ?
F2 C12 F1 99(4) . . ?
F2 C12 C13 110(10) . . ?
F2 C12 C11 127(10) . . ?
C13 C12 F1 102(7) . . ?
C13 C12 C11 108.0 . . ?
C11 C12 F1 108(7) . . ?
C15 C11 C8 129(10) . . ?
C15 C11 C12 108.0 . . ?
C12 C11 C8 121(10) . . ?
O3 C37 C36 107(10) . . ?
O3 C37 O4 131(7) . . ?
O4 C37 C36 122(10) . . ?
C37 O3 Zn1 100(5) . 4_755 ?

_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 -0.143 0.250 0.000 849.2 29.2 ?
2 -0.888 -0.250 0.500 849.2 28.4 ?

####################################################################### 
# 
# 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_DMOF_0_0001_GPa
# Added during the CSD deposition process: Tuesday 25 May 2021 12:25 PM
# end Validation Reply Form

_database_code_depnum_ccdc_archive 'CCDC 1956193'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2021-05-25 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT084_DMOF_0_0001_GPa     
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.39 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly which results in the high wR2 value. 
;
_vrf_PLAT230_DMOF_0_0001_GPa     
;
PROBLEM: Hirshfeld Test Diff for    S1       --C6       .        8.8 s.u.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it
;
_vrf_PLAT234_DMOF_0_0001_GPa     
;
PROBLEM: Large Hirshfeld Difference C16      --C19      .       0.26 Ang.
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it
;
_vrf_PLAT260_DMOF_0_0001_GPa     
;
PROBLEM: Large Average Ueq of Residue Including        O5      0.353 Check
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it
;
_vrf_PLAT341_DMOF_0_0001_GPa     
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0155 Ang.
RESPONSE: This low value comes from the overall poor diffraction quality of the crystal.
;
_vrf_PLAT934_DMOF_0_0001_GPa     
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          3 Check
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it
;
_vrf_PLAT987_DMOF_0_0001_GPa     
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: The single crystal structure has severe disorders as well as coordinated and lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it
;
_audit_creation_date             2019-02-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn, C3 H6 N O'
_chemical_formula_sum            'C42 H30 F6 N3 O5 S2 Zn'
_chemical_formula_weight         900.18
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c39 h24 n2 o4 f6 s2 zn1'
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'
F F 0.0727 0.0534 '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'
S S 0.3331 0.5567 '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      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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.11393(12)
_cell_length_b                   24.9253(4)
_cell_length_c                   29.0241(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5146.45(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15791
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.3660
_cell_measurement_theta_min      3.0290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.947
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1836
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.127
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            44199
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.645
_diffrn_reflns_theta_min         3.524
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5357
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00 -10.00   1.00    8.24    --  -38.99 125.00 -30.00   79
  2  ω   -109.00 -15.00   1.00    8.24    --  -38.99 -57.00-120.00   94
  3  ω   -121.00 -87.00   1.00    8.24    --  -38.99 -99.00 -90.00   34
  4  ω   -120.00 -95.00   1.00    8.24    --  -38.99 -99.00 -30.00   25
  5  ω   -107.00 -80.00   1.00    8.24    --  -38.99 -99.00-150.00   27
  6  ω   -119.00 -79.00   1.00    8.24    --  -38.99 -99.00  60.00   40
  7  ω     39.00 107.00   1.00    8.24    --   38.99  57.00 120.00   68
  8  ω      2.00  82.00   1.00    8.24    --   38.99 -99.00-150.00   80
  9  ω      2.00  80.00   1.00    8.24    --   38.99 -99.00  60.00   78
 10  ω      2.00  96.00   1.00    8.24    --   38.99-125.00-150.00   94
 11  ω     -2.00  70.00   1.00    8.24    --   38.99 -37.00-120.00   72
 12  ω     73.00 117.00   1.00    8.24    --   38.99 125.00  90.00   44
 13  ω     42.00  69.00   1.00   17.50    --  116.00 -30.00  30.00   27
 14  ω     44.00  76.00   1.00   17.50    --  116.00 -45.00 -30.00   32
 15  ω     37.00  69.00   1.00   17.50    --  116.00 -30.00 150.00   32
 16  ω     86.00 112.00   1.00   17.50    --  116.00-111.00 -90.00   26
 17  ω     38.00  64.00   1.00   17.50    --  116.00 -45.00   0.00   26
 18  ω     36.00  78.00   1.00   17.50    --  116.00-111.00-180.00   42
 19  ω     81.00 116.00   1.00   17.50    --  116.00-111.00  30.00   35
 20  ω     45.00  77.00   1.00   17.50    --  116.00 -45.00 -90.00   32
 21  ω     35.00 155.00   1.00   17.50    --  116.00 -15.00-120.00  120
 22  ω     37.00  64.00   1.00   17.50    --  116.00 -30.00 -60.00   27
 23  ω     39.00  66.00   1.00   17.50    --  116.00 -30.00-180.00   27
 24  ω     50.00 137.00   1.00   17.50    --  116.00 -77.00 -30.00   87
 25  ω     43.00 140.00   1.00   17.50    --  116.00 -61.00-180.00   97
 26  ω     64.00 113.00   1.00   17.50    --  116.00-111.00 -30.00   49
 27  ω     38.00  64.00   1.00   17.50    --  116.00 -45.00  30.00   26
 28  ω     40.00  66.00   1.00   17.50    --  116.00 -45.00  90.00   26
 29  ω     75.00 112.00   1.00   17.50    --  116.00-111.00 120.00   37
 30  ω     40.00 113.00   1.00   17.50    --  116.00-111.00-150.00   73
 31  ω     98.00 146.00   1.00   17.50    --  116.00  45.00 -90.00   48
 32  ω     36.00  67.00   1.00   17.50    --  116.00 -30.00  90.00   31
 33  ω     35.00  69.00   1.00   17.50    --  116.00 -30.00 120.00   34
 34  ω    110.00 157.00   1.00   17.50    --  116.00  45.00  60.00   47
 35  ω     68.00 104.00   1.00   17.50    --  116.00 -94.00-120.00   36
 36  ω     29.00 109.00   1.00   17.50    --  116.00 -94.00 120.00   80
 37  ω     36.00  69.00   1.00   17.50    --  116.00 -30.00  60.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0926770000
_diffrn_orient_matrix_UB_12      -0.0014314000
_diffrn_orient_matrix_UB_13      0.0479553000
_diffrn_orient_matrix_UB_21      -0.1955755000
_diffrn_orient_matrix_UB_22      -0.0015928000
_diffrn_orient_matrix_UB_23      -0.0227588000
_diffrn_orient_matrix_UB_31      0.0071845000
_diffrn_orient_matrix_UB_32      -0.0617688000
_diffrn_orient_matrix_UB_33      -0.0005166000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                9036
_reflns_number_total             10708
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.336
_refine_diff_density_min         -1.132
_refine_diff_density_rms         0.115
_refine_ls_abs_structure_details 
;
 Flack x determined using 3114 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.065(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.660
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     565
_refine_ls_number_reflns         10708
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.1330
_refine_ls_R_factor_gt           0.1227
_refine_ls_restrained_S_all      0
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0.074
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3691
_refine_ls_wR_factor_ref         0.3851
_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. Restrained distances
 C41-N3
 1.4 with sigma of 0.02
 N3-C40
 1.4 with sigma of 0.02
 C40-O5
 1.2 with sigma of 0.02
 C40-N3
 1.3 with sigma of 0.02
 N3-C42
 1.45 with sigma of 0.02
 N3-O5
 2.2 with sigma of 0.02
 C40-C41
 2.5 with sigma of 0.02
 O5-C40
 1.26 with sigma of 0.02
 N4-C42'
 1.4 with sigma of 0.01
 O6-C40'
 1.2 with sigma of 0.01
 C40'-C41'
 2.8 with sigma of 0.01
 N4-O6
 2 with sigma of 0.01
 C41'-C42'
 2.845 with sigma of 0.1
 C42'-O6
 2.5 with sigma of 0.1
 C42'-C40'
 2.7 with sigma of 0.1
 N4-C41'
 1.4 with sigma of 0.1
 C8-C11
 1.4 with sigma of 0.01
 C16-C15
 1.4 with sigma of 0.01
 N4-C42' \\sim N4-C41'
 with sigma of 0.02
3. Restrained planarity
 C40, C41, C42, N3, O5
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C40) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C42) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O5) \\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C40') \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C42') \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C41') \\sim Ueq, Uanis(O5)
\\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(C41) \\sim Ueq,
Uanis(C42) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C41') \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C9) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 O5, C40, N3, C41, C42
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C40(0.5) C41(0.5) H41A(0.5) H41B(0.5) H41C(0.5) C42(0.5) H42A(0.5)
 H42B(0.5) H42C(0.5) N3(0.5) O5(0.5) C40'(0.5) C42'(0.5) H42D(0.5) H42E(0.5)
 H42F(0.5) C41'(0.5) H41D(0.5) H41E(0.5) H41F(0.5) N4(0.5) O6(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C22(H22), C23(H23), C24(H24), C25(H25),
 C32(H32), C31(H31), C29(H29), C28(H28), C39(H39), C38(H38), C35(H35), C34(H34),
  C7(H7), C17(H17)
7.b Fitted pentagon refined as free rotating group:
 S1(C9,C8,C7,C6), S2(C18,C17,C16,C19)
7.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C20(H20A,H20B,H20C), C41(H41A,H41B,H41C), C42(H42A,H42B,
 H42C), C42'(H42D,H42E,H42F), C41'(H41D,H41E,H41F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.4010(16) 0.4014(5) 0.3510(5) 0.084(3) Uani 1 1 d . . . . .
H1 H 0.527313 0.394714 0.345138 0.100 Uiso 1 1 calc R . . . .
C2 C 0.3265(16) 0.3830(6) 0.3912(5) 0.092(4) Uani 1 1 d . . . . .
H2 H 0.402015 0.363373 0.411162 0.110 Uiso 1 1 calc R . . . .
C3 C 0.1436(14) 0.3926(4) 0.4029(4) 0.066(2) Uani 1 1 d . . . . .
C4 C 0.0363(16) 0.4197(6) 0.3690(5) 0.087(4) Uani 1 1 d . . . . .
H4 H -0.090753 0.426161 0.374035 0.105 Uiso 1 1 calc R . . . .
C5 C 0.1170(19) 0.4362(6) 0.3295(5) 0.091(4) Uani 1 1 d . . . . .
H5 H 0.042456 0.453593 0.307844 0.109 Uiso 1 1 calc R . . . .
C10 C -0.3190(18) 0.3573(8) 0.5430(6) 0.105(5) Uani 1 1 d . . . . .
H10A H -0.307243 0.384334 0.566405 0.158 Uiso 1 1 calc GR . . . .
H10B H -0.299178 0.322549 0.556495 0.158 Uiso 1 1 calc GR . . . .
H10C H -0.442532 0.358839 0.529820 0.158 Uiso 1 1 calc GR . . . .
C12 C 0.1698(17) 0.2653(5) 0.5671(4) 0.073(3) Uani 1 1 d . . . . .
C13 C 0.233(2) 0.2584(5) 0.6183(5) 0.084(3) Uani 1 1 d . . . . .
C14 C 0.128(2) 0.3023(5) 0.6436(4) 0.080(3) Uani 1 1 d . . . . .
C15 C 0.0615(15) 0.3459(3) 0.6088(4) 0.066(2) Uani 1 1 d D . . . .
C11 C 0.0813(14) 0.3228(4) 0.5628(3) 0.0616(19) Uani 1 1 d D . . . .
C20 C 0.237(2) 0.4520(7) 0.5778(7) 0.104(5) Uani 1 1 d . . . . .
H20A H 0.220235 0.428226 0.552082 0.157 Uiso 1 1 calc GR . . . .
H20B H 0.336636 0.438900 0.597019 0.157 Uiso 1 1 calc GR . . . .
H20C H 0.268056 0.487192 0.566771 0.157 Uiso 1 1 calc GR . . . .
C21 C -0.3865(15) 0.4744(4) 0.6771(4) 0.069(2) Uani 1 1 d . . . . .
C22 C -0.5291(17) 0.4420(4) 0.6927(5) 0.077(3) Uani 1 1 d . . . . .
H22 H -0.522062 0.405057 0.688597 0.092 Uiso 1 1 calc R . . . .
C23 C -0.6825(14) 0.4643(4) 0.7143(4) 0.070(2) Uani 1 1 d . . . . .
H23 H -0.777802 0.441559 0.724278 0.085 Uiso 1 1 calc R . . . .
C24 C -0.567(2) 0.5493(4) 0.7057(5) 0.089(4) Uani 1 1 d . . . . .
H24 H -0.582116 0.586135 0.709101 0.106 Uiso 1 1 calc R . . . .
C25 C -0.4106(19) 0.5305(4) 0.6848(5) 0.080(3) Uani 1 1 d . . . . .
H25 H -0.317716 0.554342 0.675403 0.096 Uiso 1 1 calc R . . . .
C26 C 0.6784(16) 0.5284(5) 0.2967(5) 0.074(3) Uani 1 1 d . . . . .
C27 C 0.7878(15) 0.5793(4) 0.2969(5) 0.073(3) Uani 1 1 d . . . . .
C32 C 0.953(2) 0.5850(6) 0.3232(6) 0.096(4) Uani 1 1 d . . . . .
H32 H 0.989119 0.557430 0.342916 0.115 Uiso 1 1 calc R . . . .
C31 C 1.057(2) 0.6290(6) 0.3204(6) 0.098(4) Uani 1 1 d . . . . .
H31 H 1.163098 0.632398 0.338904 0.118 Uiso 1 1 calc R . . . .
C30 C 1.0090(17) 0.6704(4) 0.2900(5) 0.081(3) Uani 1 1 d . . . . .
C29 C 0.8427(18) 0.6673(4) 0.2647(5) 0.079(3) Uani 1 1 d . . . . .
H29 H 0.805660 0.695162 0.245469 0.095 Uiso 1 1 calc R . . . .
C28 C 0.7370(16) 0.6225(4) 0.2690(5) 0.075(3) Uani 1 1 d . . . . .
H28 H 0.625039 0.620426 0.252513 0.090 Uiso 1 1 calc R . . . .
C33 C 1.1311(17) 0.7200(4) 0.2869(5) 0.080(3) Uani 1 1 d . . . . .
C39 C 1.327(2) 0.7163(5) 0.2934(8) 0.106(5) Uani 1 1 d . . . . .
H39 H 1.381633 0.683508 0.300801 0.127 Uiso 1 1 calc R . . . .
C38 C 1.4380(19) 0.7610(5) 0.2888(7) 0.100(5) Uani 1 1 d . . . . .
H38 H 1.566045 0.758277 0.294849 0.120 Uiso 1 1 calc R . . . .
C36 C 1.3668(18) 0.8089(4) 0.2758(6) 0.089(4) Uani 1 1 d . . . . .
C35 C 1.179(2) 0.8129(5) 0.2669(7) 0.101(5) Uani 1 1 d . . . . .
H35 H 1.130049 0.845630 0.257422 0.122 Uiso 1 1 calc R . . . .
C34 C 1.062(2) 0.7699(5) 0.2716(6) 0.095(4) Uani 1 1 d . . . . .
H34 H 0.934678 0.773520 0.264704 0.114 Uiso 1 1 calc R . . . .
C37 C 1.4990(19) 0.8569(4) 0.2686(5) 0.080(3) Uani 1 1 d . . . . .
F1 F 0.3197(12) 0.2584(3) 0.5405(3) 0.100(3) Uani 1 1 d . . . . .
F2 F 0.0449(13) 0.2279(3) 0.5554(3) 0.097(2) Uani 1 1 d . . . . .
F3 F 0.4164(16) 0.2697(6) 0.6226(4) 0.141(4) Uani 1 1 d . . . . .
F4 F 0.211(2) 0.2106(4) 0.6345(4) 0.143(5) Uani 1 1 d . . . . .
F5 F 0.224(2) 0.3244(4) 0.6780(4) 0.145(5) Uani 1 1 d . . . . .
F6 F -0.0270(16) 0.2816(4) 0.6660(4) 0.127(4) Uani 1 1 d . . . . .
N1 N 0.3027(12) 0.4285(4) 0.3196(4) 0.071(2) Uani 1 1 d . . . . .
N2 N -0.7019(13) 0.5161(3) 0.7218(3) 0.070(2) Uani 1 1 d . . . . .
O1 O 0.5440(12) 0.5264(3) 0.2672(3) 0.082(2) Uani 1 1 d . . . . .
O2 O 0.7226(14) 0.4920(4) 0.3223(5) 0.107(3) Uani 1 1 d . . . . .
O3 O 1.4099(14) 0.9018(3) 0.2595(4) 0.099(3) Uani 1 1 d . . . . .
O4 O 1.6655(17) 0.8527(4) 0.2714(6) 0.117(4) Uani 1 1 d . . . . .
S1 S -0.1661(4) 0.38623(15) 0.45969(11) 0.0826(8) Uani 1 1 d . . . . .
C9 C -0.1732(8) 0.3669(3) 0.50570(14) 0.101(4) Uani 1 1 d G U . . .
C8 C 0.0084(10) 0.3477(3) 0.5175(2) 0.075(3) Uani 1 1 d DG . . . .
C7 C 0.1278(6) 0.3552(4) 0.4788(3) 0.092(4) Uani 1 1 d G U . . .
H7 H 0.254344 0.346032 0.477197 0.111 Uiso 1 1 calc R . . . .
C6 C 0.0199(6) 0.3789(3) 0.4431(2) 0.106(5) Uani 1 1 d G U . . .
S2 S -0.0657(5) 0.49371(11) 0.62622(12) 0.0838(8) Uani 1 1 d . . . . .
C18 C -0.2057(9) 0.4664(2) 0.6520(3) 0.124(7) Uani 1 1 d G . . . .
C17 C -0.1730(13) 0.41042(19) 0.6477(3) 0.099(5) Uani 1 1 d G . . . .
H17 H -0.244053 0.383297 0.661106 0.119 Uiso 1 1 calc R . . . .
C16 C -0.0129(12) 0.40315(13) 0.6191(3) 0.076(3) Uani 1 1 d DG . . . .
C19 C 0.0534(9) 0.4546(2) 0.6059(3) 0.133(8) Uani 1 1 d G . . . .
Zn1 Zn 0.42278(19) 0.45655(5) 0.26131(6) 0.0702(5) Uani 1 1 d . . . . .
C40 C 0.409(18) 0.557(3) 0.425(3) 0.37(2) Uani 0.5 1 d D U P . .
C41 C 0.478(12) 0.476(4) 0.471(2) 0.30(4) Uani 0.5 1 d D U P . .
H41A H 0.558044 0.474970 0.497915 0.445 Uiso 0.5 1 calc GR . P A .
H41B H 0.492966 0.443249 0.454087 0.445 Uiso 0.5 1 calc GR . P A .
H41C H 0.349768 0.479622 0.480728 0.445 Uiso 0.5 1 calc GR . P A .
C42 C 0.732(13) 0.514(6) 0.441(5) 0.36(3) Uani 0.5 1 d D U P . .
H42A H 0.781980 0.536745 0.417007 0.538 Uiso 0.5 1 calc GR . P B .
H42B H 0.761633 0.477129 0.433480 0.538 Uiso 0.5 1 calc GR . P B .
H42C H 0.786932 0.523186 0.469736 0.538 Uiso 0.5 1 calc GR . P B .
N3 N 0.529(12) 0.520(4) 0.443(3) 0.37(3) Uani 0.5 1 d D U P C 1
O5 O 0.242(15) 0.549(3) 0.435(4) 0.37(3) Uani 0.5 1 d D U P C 1
C40' C 0.077(6) 0.638(3) 0.6261(14) 0.172(18) Uani 0.5 1 d D U P . .
C42' C 0.067(6) 0.601(2) 0.5483(16) 0.25(5) Uani 0.5 1 d D U P . .
H42D H 0.076370 0.562862 0.551266 0.379 Uiso 0.5 1 calc GR . P D .
H42E H 0.094536 0.611386 0.517192 0.379 Uiso 0.5 1 calc GR . P . .
H42F H -0.058902 0.612212 0.555954 0.379 Uiso 0.5 1 calc GR . P . .
C41' C 0.399(6) 0.622(3) 0.573(2) 0.18(2) Uani 0.5 1 d D U P . .
H41D H 0.459991 0.645699 0.594252 0.265 Uiso 0.5 1 calc GR . P D .
H41E H 0.432517 0.631174 0.542133 0.265 Uiso 0.5 1 calc GR . P . .
H41F H 0.437560 0.585592 0.579329 0.265 Uiso 0.5 1 calc GR . P . .
N4 N 0.196(5) 0.6261(11) 0.5787(15) 0.19(3) Uani 0.5 1 d D U P D -1
O6 O -0.060(5) 0.6440(14) 0.6030(12) 0.152(11) Uani 0.5 1 d D U P D -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.360(18) . ?
C1 N1 1.332(14) . ?
C2 C3 1.366(16) . ?
C3 C4 1.416(15) . ?
C3 C6 1.501(11) . ?
C4 C5 1.345(19) . ?
C5 N1 1.365(16) . ?
C10 C9 1.519(14) . ?
C12 C13 1.562(18) . ?
C12 C11 1.571(14) . ?
C12 F1 1.328(14) . ?
C12 F2 1.331(14) . ?
C13 C14 1.514(18) . ?
C13 F3 1.340(19) . ?
C13 F4 1.289(16) . ?
C14 C15 1.559(15) . ?
C14 F5 1.328(17) . ?
C14 F6 1.382(15) . ?
C15 C11 1.461(13) . ?
C15 C16 1.550(8) . ?
C11 C8 1.544(9) . ?
C20 C19 1.540(14) . ?
C21 C22 1.374(15) . ?
C21 C25 1.425(14) . ?
C21 C18 1.492(11) . ?
C22 C23 1.377(15) . ?
C23 N2 1.315(13) . ?
C24 C25 1.350(18) . ?
C24 N2 1.351(16) . ?
C26 C27 1.489(15) . ?
C26 O1 1.284(15) . ?
C26 O2 1.214(14) . ?
C27 C32 1.407(18) . ?
C27 C28 1.397(15) . ?
C32 C31 1.33(2) . ?
C31 C30 1.400(19) . ?
C30 C29 1.395(18) . ?
C30 C33 1.515(15) . ?
C29 C28 1.350(17) . ?
C33 C39 1.412(18) . ?
C33 C34 1.408(18) . ?
C39 C38 1.370(18) . ?
C38 C36 1.350(19) . ?
C36 C35 1.363(19) . ?
C36 C37 1.537(15) . ?
C35 C34 1.367(17) . ?
C37 O3 1.313(16) . ?
C37 O4 1.191(17) . ?
N1 Zn1 2.021(10) . ?
N2 Zn1 2.062(9) 2_465 ?
O1 Zn1 1.951(8) . ?
O3 Zn1 1.908(10) 4_755 ?
S1 C9 1.4200 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C8 C7 1.4200 . ?
C7 C6 1.4200 . ?
S2 C18 1.4200 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C40 N3 1.366(19) . ?
C40 O5 1.24(2) . ?
C41 N3 1.42(3) . ?
C42 N3 1.45(3) . ?
C40' N4 1.64(5) . ?
C40' O6 1.191(14) . ?
C42' N4 1.417(13) . ?
C41' N4 1.46(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
N1 C1 C2 123.5(11) . . ?
C1 C2 C3 121.7(11) . . ?
C2 C3 C4 115.1(10) . . ?
C2 C3 C6 135.4(9) . . ?
C4 C3 C6 109.5(8) . . ?
C5 C4 C3 120.5(10) . . ?
C4 C5 N1 123.3(11) . . ?
C13 C12 C11 106.9(9) . . ?
F1 C12 C13 107.9(10) . . ?
F1 C12 C11 113.2(9) . . ?
F2 C12 C13 111.0(11) . . ?
F2 C12 C11 110.5(9) . . ?
F2 C12 F1 107.3(10) . . ?
C14 C13 C12 103.9(10) . . ?
F3 C13 C12 110.2(12) . . ?
F3 C13 C14 106.3(14) . . ?
F4 C13 C12 114.4(13) . . ?
F4 C13 C14 115.5(12) . . ?
F4 C13 F3 106.2(13) . . ?
C15 C14 C13 109.9(9) . . ?
F5 C14 C13 114.4(13) . . ?
F5 C14 C15 110.6(10) . . ?
F5 C14 F6 102.1(12) . . ?
F6 C14 C13 110.6(11) . . ?
F6 C14 C15 108.7(11) . . ?
C14 C15 C16 128.4(9) . . ?
C11 C15 C14 106.7(8) . . ?
C11 C15 C16 124.9(9) . . ?
C15 C11 C12 109.1(8) . . ?
C15 C11 C8 125.9(8) . . ?
C8 C11 C12 124.7(8) . . ?
C22 C21 C25 115.9(11) . . ?
C22 C21 C18 135.9(9) . . ?
C25 C21 C18 108.2(9) . . ?
C21 C22 C23 119.8(10) . . ?
N2 C23 C22 123.7(10) . . ?
C25 C24 N2 121.8(10) . . ?
C24 C25 C21 120.6(12) . . ?
O1 C26 C27 115.1(9) . . ?
O2 C26 C27 119.9(12) . . ?
O2 C26 O1 124.9(11) . . ?
C32 C27 C26 121.6(10) . . ?
C28 C27 C26 121.4(11) . . ?
C28 C27 C32 117.0(11) . . ?
C31 C32 C27 121.1(11) . . ?
C32 C31 C30 120.8(12) . . ?
C31 C30 C33 120.0(12) . . ?
C29 C30 C31 119.8(11) . . ?
C29 C30 C33 120.1(11) . . ?
C28 C29 C30 118.1(11) . . ?
C29 C28 C27 123.1(11) . . ?
C39 C33 C30 120.4(10) . . ?
C39 C33 C34 116.5(12) . . ?
C34 C33 C30 122.5(11) . . ?
C38 C39 C33 120.1(13) . . ?
C36 C38 C39 122.0(13) . . ?
C38 C36 C35 119.0(11) . . ?
C38 C36 C37 119.8(12) . . ?
C35 C36 C37 121.1(12) . . ?
C36 C35 C34 121.5(12) . . ?
C35 C34 C33 120.6(13) . . ?
O3 C37 C36 113.3(11) . . ?
O4 C37 C36 122.0(12) . . ?
O4 C37 O3 124.6(11) . . ?
C1 N1 C5 115.8(11) . . ?
C1 N1 Zn1 121.7(8) . . ?
C5 N1 Zn1 122.5(8) . . ?
C23 N2 C24 118.1(10) . . ?
C23 N2 Zn1 119.7(8) . 2_465 ?
C24 N2 Zn1 122.1(7) . 2_465 ?
C26 O1 Zn1 114.9(7) . . ?
C37 O3 Zn1 111.8(8) . 4_755 ?
C9 S1 C6 108.0 . . ?
S1 C9 C10 138.5(7) . . ?
S1 C9 C8 108.0 . . ?
C8 C9 C10 113.3(8) . . ?
C9 C8 C11 130.3(6) . . ?
C7 C8 C11 121.7(6) . . ?
C7 C8 C9 108.0 . . ?
C8 C7 C6 108.0 . . ?
S1 C6 C3 141.3(5) . . ?
C7 C6 C3 110.3(6) . . ?
C7 C6 S1 108.0 . . ?
C19 S2 C18 108.0 . . ?
S2 C18 C21 142.9(6) . . ?
C17 C18 C21 108.5(6) . . ?
C17 C18 S2 108.0 . . ?
C18 C17 C16 108.0 . . ?
C17 C16 C15 120.3(7) . . ?
C17 C16 C19 108.0 . . ?
C19 C16 C15 131.7(7) . . ?
S2 C19 C20 139.0(7) . . ?
S2 C19 C16 108.0 . . ?
C16 C19 C20 112.7(7) . . ?
N1 Zn1 N2 105.0(4) . 2_464 ?
O1 Zn1 N1 114.9(4) . . ?
O1 Zn1 N2 95.2(3) . 2_464 ?
O3 Zn1 N1 106.4(4) 4_745 . ?
O3 Zn1 N2 122.4(5) 4_745 2_464 ?
O3 Zn1 O1 113.0(4) 4_745 . ?
O5 C40 N3 113(3) . . ?
C40 N3 C41 126(3) . . ?
C40 N3 C42 133(10) . . ?
C41 N3 C42 101(10) . . ?
O6 C40' N4 88(3) . . ?
C42' N4 C40' 105(3) . . ?
C42' N4 C41' 123(4) . . ?
C41' N4 C40' 128(4) . . ?

_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 -0.597 0.250 0.000 486.1 103.2 ?
2 -0.701 -0.250 0.500 486.1 102.8 ?
3 0.152 0.301 0.319 24.1 0.0 ?
4 -0.152 0.801 0.181 24.1 0.0 ?
5 0.348 0.699 0.819 24.1 0.0 ?
6 0.652 0.199 0.681 24.1 0.0 ?

_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 1.960
_oxdiff_exptl_absorpt_empirical_full_min 0.450
####################################################################### 
# 
# 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_DMOF_0_80_GPa_Gly
_database_code_depnum_ccdc_archive 'CCDC 1956870'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_80_GPa_Gly   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_80_GPa_Gly   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_80_GPa_Gly   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.487 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT084_DMOF_0_80_GPa_Gly   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.37 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT090_DMOF_0_80_GPa_Gly   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       4.26 Note
RESPONSE: The data/parameter ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT341_DMOF_0_80_GPa_Gly   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.06025 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT026_DMOF_0_80_GPa_Gly   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        40% Check
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT082_DMOF_0_80_GPa_Gly   
;
PROBLEM: High R1 Value ..................................       0.12 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_80_GPa_Gly   
;
PROBLEM: s.u. on the      c    - Axis is (Too) Large ....      0.040 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:11 PM
# end Validation Reply Form

_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.730(2)
_cell_length_b                   25.256(15)
_cell_length_c                   28.79(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4893(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    580
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7310
_cell_measurement_theta_min      3.9510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.216
_exptl_crystal_size_min          0.122
_exptl_special_details           
;
 Data were collected at room temperature and pressure of 0.80(2) GPa
 (800000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.4867
_diffrn_reflns_av_unetI/netI     0.2520
_diffrn_reflns_Laue_measured_fraction_full 0.227
_diffrn_reflns_Laue_measured_fraction_max 0.647
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14627
_diffrn_reflns_point_group_measured_fraction_full 0.224
_diffrn_reflns_point_group_measured_fraction_max 0.671
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         17.220
_diffrn_reflns_theta_min         4.127
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.227
_diffrn_measured_fraction_theta_max 0.647
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   30.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   30.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   30.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   30.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   30.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   30.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   30.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   30.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   30.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   30.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   30.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   30.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   30.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   30.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   30.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   30.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0095136000
_diffrn_orient_matrix_UB_12      -0.0140775000
_diffrn_orient_matrix_UB_13      0.0211885000
_diffrn_orient_matrix_UB_21      0.0564285000
_diffrn_orient_matrix_UB_22      -0.0197367000
_diffrn_orient_matrix_UB_23      -0.0115277000
_diffrn_orient_matrix_UB_31      0.0884556000
_diffrn_orient_matrix_UB_32      0.0141066000
_diffrn_orient_matrix_UB_33      0.0051612000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.741
_reflns_Friedel_fraction_full    0.221
_reflns_Friedel_fraction_max     0.706
_reflns_number_gt                794
_reflns_number_total             1987
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 203 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.08(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         1987
_refine_ls_number_restraints     611
_refine_ls_R_factor_all          0.2405
_refine_ls_R_factor_gt           0.1161
_refine_ls_restrained_S_all      0.914
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1691P)²+11.3724P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2770
_refine_ls_wR_factor_ref         0.3690
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4137(12) 0.4515(3) 0.2572(5) 0.203(6) Uani 1 1 d . U . . .
S2 S -0.024(3) 0.4900(7) 0.6247(11) 0.202(12) Uani 1 1 d . U . . .
C18 C -0.190(5) 0.4625(14) 0.643(2) 0.23(4) Uani 1 1 d DG U . . .
C17 C -0.157(8) 0.4074(12) 0.637(3) 0.22(4) Uani 1 1 d G U . . .
H17 H -0.2419 0.3803 0.6465 0.267 Uiso 1 1 calc R . . . .
C16 C 0.029(8) 0.4008(9) 0.615(3) 0.183(19) Uani 1 1 d DG U . . .
C19 C 0.111(5) 0.4519(14) 0.607(2) 0.23(4) Uani 1 1 d DG U . . .
S1 S -0.166(3) 0.3791(7) 0.4640(9) 0.193(9) Uani 1 1 d D U . . .
C9 C -0.156(4) 0.3572(13) 0.5094(9) 0.158(16) Uani 1 1 d DG U . . .
C8 C 0.042(5) 0.3401(14) 0.5173(13) 0.170(15) Uani 1 1 d DG U . . .
C7 C 0.154(3) 0.3513(14) 0.4767(18) 0.170(18) Uani 1 1 d G U . . .
H7 H 0.2886 0.3442 0.4725 0.204 Uiso 1 1 calc R . . . .
C6 C 0.026(4) 0.3755(14) 0.4438(13) 0.19(2) Uani 1 1 d DG U . . .
O1 O 0.554(6) 0.5207(16) 0.263(3) 0.210(17) Uani 1 1 d . U . . .
N2 N -0.678(6) 0.5207(19) 0.7238(19) 0.19(3) Uani 1 1 d . U . . .
C23 C -0.672(5) 0.4665(18) 0.716(2) 0.19(3) Uani 1 1 d G U . . .
H23 H -0.7747 0.4450 0.7260 0.229 Uiso 1 1 calc R . . . .
C22 C -0.513(7) 0.4445(12) 0.692(2) 0.15(2) Uani 1 1 d G U . . .
H22 H -0.5087 0.4083 0.6862 0.181 Uiso 1 1 calc R . . . .
C21 C -0.359(5) 0.4768(19) 0.6760(19) 0.15(2) Uani 1 1 d DG U . . .
C25 C -0.365(6) 0.5310(17) 0.684(2) 0.17(3) Uani 1 1 d G U . . .
H25 H -0.2623 0.5525 0.6738 0.210 Uiso 1 1 calc R . . . .
C24 C -0.524(7) 0.5530(12) 0.708(2) 0.22(4) Uani 1 1 d G U . . .
H24 H -0.5283 0.5892 0.7137 0.265 Uiso 1 1 calc R . . . .
C26 C 0.669(10) 0.526(2) 0.302(4) 0.184(17) Uani 1 1 d D U . . .
C32 C 0.955(7) 0.5785(16) 0.313(2) 0.19(2) Uani 1 1 d . U . . .
H32 H 0.9977 0.5498 0.3303 0.226 Uiso 1 1 calc R . . . .
C31 C 1.072(5) 0.624(2) 0.3098(19) 0.19(2) Uani 1 1 d G U . . .
H31 H 1.1927 0.6254 0.3255 0.224 Uiso 1 1 calc R . . . .
C30 C 1.009(7) 0.6667(14) 0.283(2) 0.18(2) Uani 1 1 d DG U . . .
C29 C 0.828(7) 0.6644(15) 0.260(2) 0.18(2) Uani 1 1 d G U . . .
H29 H 0.7858 0.6931 0.2424 0.214 Uiso 1 1 calc R . . . .
C28 C 0.711(5) 0.6191(19) 0.263(2) 0.20(2) Uani 1 1 d G U . . .
H28 H 0.5908 0.6175 0.2472 0.244 Uiso 1 1 calc R . . . .
C27 C 0.775(6) 0.5762(14) 0.289(2) 0.191(19) Uani 1 1 d DG U . . .
C1 C 0.423(4) 0.3924(14) 0.3478(16) 0.162(17) Uani 1 1 d . U . . .
H1 H 0.5552 0.3870 0.3396 0.195 Uiso 1 1 calc R . . . .
N1 N 0.296(7) 0.4185(15) 0.3174(13) 0.205(19) Uani 1 1 d G U . . .
C5 C 0.098(6) 0.4266(14) 0.3295(18) 0.17(2) Uani 1 1 d G U . . .
H5 H 0.0132 0.4441 0.3092 0.209 Uiso 1 1 calc R . . . .
C4 C 0.028(4) 0.4086(15) 0.372(2) 0.18(2) Uani 1 1 d G U . . .
H4 H -0.1043 0.4140 0.3802 0.214 Uiso 1 1 calc R . . . .
C3 C 0.155(7) 0.3826(16) 0.4025(13) 0.171(19) Uani 1 1 d DG U . . .
C2 C 0.353(6) 0.3745(14) 0.3903(14) 0.18(2) Uani 1 1 d G U . . .
H2 H 0.4377 0.3570 0.4107 0.218 Uiso 1 1 calc R . . . .
C39 C 1.325(7) 0.7136(14) 0.294(2) 0.15(2) Uani 1 1 d . U . . .
H39 H 1.3749 0.6818 0.3054 0.185 Uiso 1 1 calc R . . . .
C38 C 1.447(4) 0.758(2) 0.292(2) 0.17(2) Uani 1 1 d G U . . .
H38 H 1.5783 0.7558 0.3018 0.204 Uiso 1 1 calc R . . . .
C36 C 1.372(6) 0.8056(15) 0.275(2) 0.17(2) Uani 1 1 d DG U . . .
C35 C 1.175(7) 0.8089(14) 0.261(2) 0.18(2) Uani 1 1 d G U . . .
H35 H 1.1253 0.8408 0.2498 0.215 Uiso 1 1 calc R . . . .
C34 C 1.053(5) 0.765(2) 0.263(2) 0.18(2) Uani 1 1 d G U . . .
H34 H 0.9219 0.7668 0.2534 0.219 Uiso 1 1 calc R . . . .
C33 C 1.128(6) 0.7169(15) 0.280(2) 0.16(2) Uani 1 1 d DG U . . .
O2 O 0.735(6) 0.4879(19) 0.326(2) 0.196(19) Uani 1 1 d . U . . .
C11 C 0.125(7) 0.3193(13) 0.5633(11) 0.185(14) Uani 1 1 d D U . . .
C15 C 0.100(7) 0.3451(12) 0.6067(12) 0.198(15) Uani 1 1 d DG U . . .
C14 C 0.174(10) 0.3112(19) 0.6420(11) 0.228(14) Uani 1 1 d G U . . .
C13 C 0.246(8) 0.2644(16) 0.6203(15) 0.226(13) Uani 1 1 d G U . . .
C12 C 0.216(8) 0.2694(14) 0.5717(14) 0.209(13) Uani 1 1 d DG U . . .
F2 F 0.081(5) 0.2262(13) 0.5599(18) 0.202(15) Uani 1 1 d . U . . .
F1 F 0.355(5) 0.2551(12) 0.5398(17) 0.198(14) Uani 1 1 d . U . . .
F3 F 0.465(6) 0.2605(16) 0.623(2) 0.238(16) Uani 1 1 d . U . . .
F6 F 0.039(7) 0.2811(15) 0.680(2) 0.245(16) Uani 1 1 d . U . . .
C20 C 0.286(7) 0.443(2) 0.575(2) 0.18(3) Uani 1 1 d D U . . .
H20A H 0.3585 0.4126 0.5852 0.270 Uiso 1 1 calc GR . . . .
H20B H 0.3715 0.4738 0.5765 0.270 Uiso 1 1 calc GR . . . .
H20C H 0.2399 0.4383 0.5441 0.270 Uiso 1 1 calc GR . . . .
C10 C -0.323(7) 0.351(3) 0.5431(19) 0.23(3) Uani 1 1 d D U . . .
H10A H -0.2707 0.3440 0.5735 0.350 Uiso 1 1 calc GR . . . .
H10B H -0.4062 0.3220 0.5337 0.350 Uiso 1 1 calc GR . . . .
H10C H -0.4007 0.3829 0.5439 0.350 Uiso 1 1 calc GR . . . .
F5 F 0.287(6) 0.3170(17) 0.687(2) 0.257(16) Uani 1 1 d . U . . .
F4 F 0.230(5) 0.2093(14) 0.6371(19) 0.206(16) Uani 1 1 d . U . . .
C37 C 1.488(7) 0.8565(18) 0.268(4) 0.20(2) Uani 1 1 d D U . . .
O3 O 1.379(6) 0.8987(17) 0.262(2) 0.21(2) Uani 1 1 d D U . . .
O4 O 1.678(7) 0.8529(18) 0.279(2) 0.22(3) Uani 1 1 d D 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 O1 1.99(4) . ?
Zn1 N2 1.98(3) 2_464 ?
Zn1 N1 2.08(3) . ?
Zn1 C37 2.59(4) 4_745 ?
Zn1 O3 2.01(4) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.52(2) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.50(2) . ?
C19 C20 1.50(3) . ?
S1 C9 1.4200 . ?
S1 C8 2.2976 . ?
S1 C6 1.4200 . ?
C9 C8 1.4200 . ?
C9 C10 1.49(3) . ?
C8 C7 1.4200 . ?
C8 C11 1.53(2) . ?
C7 C6 1.4200 . ?
C6 C3 1.48(2) . ?
O1 C26 1.36(11) . ?
N2 Zn1 1.98(3) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900(11) . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.50(3) . ?
C26 O2 1.28(7) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.51(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.52(3) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.61(6) . ?
C14 F5 1.51(6) . ?
C13 C12 1.4200 . ?
C13 F3 1.47(5) . ?
C13 F4 1.48(5) . ?
C12 F2 1.46(5) . ?
C12 F1 1.36(5) . ?
C37 Zn1 2.59(4) 4_755 ?
C37 O3 1.30(4) . ?
C37 O4 1.31(4) . ?
O3 Zn1 2.01(4) 4_755 ?

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 N1 117(2) . . ?
O1 Zn1 C37 136(2) . 4_745 ?
O1 Zn1 O3 106.1(19) . 4_745 ?
N2 Zn1 O1 97(2) 2_464 . ?
N2 Zn1 N1 104(2) 2_464 . ?
N2 Zn1 C37 113(2) 2_464 4_745 ?
N2 Zn1 O3 131(3) 2_464 4_745 ?
N1 Zn1 C37 88(3) . 4_745 ?
O3 Zn1 N1 103(2) 4_745 . ?
O3 Zn1 C37 29.6(11) 4_745 4_745 ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C21 135(3) . . ?
C17 C18 S2 108.0 . . ?
C17 C18 C21 115(3) . . ?
C16 C17 C18 108.0 . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C19 108.0 . . ?
C17 C16 C15 117(4) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C15 135(4) . . ?
C15 C16 S2 170(4) . . ?
S2 C19 C20 145(4) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 106(3) . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
S1 C9 C10 127.2(14) . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 124.8(14) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 C11 126(3) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 126(3) . . ?
C11 C8 S1 161(3) . . ?
C8 C7 C6 108.0 . . ?
S1 C6 C7 108.0 . . ?
S1 C6 C3 149(3) . . ?
C7 C6 C3 103(3) . . ?
C26 O1 Zn1 116(4) . . ?
C23 N2 Zn1 117(3) . 2_465 ?
C23 N2 C24 120.0 . . ?
C24 N2 Zn1 123(3) . 2_465 ?
N2 C23 C22 120.00(6) . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 128(4) . . ?
C25 C21 C18 111(4) . . ?
C25 C21 C22 120.0 . . ?
C24 C25 C21 120.00(6) . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 99(6) . . ?
O2 C26 O1 125(7) . . ?
O2 C26 C27 127(8) . . ?
C31 C32 C27 120.0 . . ?
C30 C31 C32 120.0 . . ?
C31 C30 C29 120.00(6) . . ?
C31 C30 C33 122(4) . . ?
C29 C30 C33 118(4) . . ?
C30 C29 C28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C32 C27 C26 110(5) . . ?
C28 C27 C26 130(5) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 119(3) . . ?
C5 N1 Zn1 121(3) . . ?
C5 N1 C1 120.0 . . ?
C4 C5 N1 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C3 C6 102(4) . . ?
C2 C3 C6 138(4) . . ?
C2 C3 C4 120.0 . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C36 C38 C39 120.00(6) . . ?
C38 C36 C37 126(4) . . ?
C35 C36 C38 120.0 . . ?
C35 C36 C37 113(4) . . ?
C34 C35 C36 120.0 . . ?
C35 C34 C33 120.0 . . ?
C39 C33 C30 116(4) . . ?
C34 C33 C30 124(4) . . ?
C34 C33 C39 120.00(6) . . ?
C15 C11 C8 124.0(18) . . ?
C15 C11 C12 108.0 . . ?
C12 C11 C8 127.5(18) . . ?
C11 C15 C16 127(3) . . ?
C11 C15 C14 108.0 . . ?
C14 C15 C16 124(3) . . ?
C15 C14 F6 125(4) . . ?
C15 C14 F5 137(4) . . ?
C13 C14 C15 108.0 . . ?
C13 C14 F6 96(3) . . ?
C13 C14 F5 107(4) . . ?
F5 C14 F6 75(3) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 112(4) . . ?
C14 C13 F4 128(4) . . ?
C12 C13 F3 101(4) . . ?
C12 C13 F4 113(4) . . ?
F3 C13 F4 90(3) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F2 111(3) . . ?
C13 C12 F2 105(4) . . ?
F1 C12 C11 115(3) . . ?
F1 C12 C13 123(4) . . ?
F1 C12 F2 94(3) . . ?
C36 C37 Zn1 162(4) . 4_755 ?
O3 C37 Zn1 50(2) . 4_755 ?
O3 C37 C36 115(4) . . ?
O3 C37 O4 129(5) . . ?
O4 C37 Zn1 83(3) . 4_755 ?
O4 C37 C36 114(4) . . ?
C37 O3 Zn1 101(3) . 4_755 ?

_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 -0.215 0.250 0.000 887.0 40.2 ?
2 -0.122 -0.250 0.500 887.0 39.4 ?
3 0.212 0.296 0.315 13.1 1.5 ?
4 -0.212 0.796 0.185 13.1 1.6 ?
5 0.288 0.704 0.815 13.1 1.4 ?
6 0.712 0.204 0.685 13.1 1.6 ?

####################################################################### 
# 
# 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_DMOF_0_25_GPa_MEW
_database_code_depnum_ccdc_archive 'CCDC 1956826'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_25_GPa_MEW   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT020_DMOF_0_25_GPa_MEW   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.362 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT026_DMOF_0_25_GPa_MEW   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        24% Check
RESPONSE: The Observed / Unique Reflections ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT084_DMOF_0_25_GPa_MEW   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.48 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_THETM01_DMOF_0_25_GPa_MEW   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT341_DMOF_0_25_GPa_MEW   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0475 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:21 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.1001(8)
_cell_length_b                   24.68(2)
_cell_length_c                   29.899(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5240(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1480
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5930
_cell_measurement_theta_min      2.1130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.050
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 11 40 0.1016
0 -12 -40 0.0157
10 8 4 0.1397
-10 -6 1 0.1458
-2 32 -15 0.0403
2 -32 14 0.0202

_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.063
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3620
_diffrn_reflns_av_unetI/netI     0.3631
_diffrn_reflns_Laue_measured_fraction_full 0.447
_diffrn_reflns_Laue_measured_fraction_max 0.562
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            26565
_diffrn_reflns_point_group_measured_fraction_full 0.446
_diffrn_reflns_point_group_measured_fraction_max 0.565
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         23.249
_diffrn_reflns_theta_min         2.204
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0593
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.447
_diffrn_measured_fraction_theta_max 0.562
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 0.25(2) GPa
 (250000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0007528000
_diffrn_orient_matrix_UB_12      0.0263257000
_diffrn_orient_matrix_UB_13      -0.0096735000
_diffrn_orient_matrix_UB_21      -0.0915263000
_diffrn_orient_matrix_UB_22      0.0045377000
_diffrn_orient_matrix_UB_23      0.0086729000
_diffrn_orient_matrix_UB_31      0.0397626000
_diffrn_orient_matrix_UB_32      0.0109677000
_diffrn_orient_matrix_UB_33      0.0197546000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    0.445
_reflns_Friedel_fraction_max     0.570
_reflns_number_gt                1011
_reflns_number_total             4239
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 263 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.01(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         4239
_refine_ls_number_restraints     719
_refine_ls_R_factor_all          0.3584
_refine_ls_R_factor_gt           0.1470
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3636
_refine_ls_wR_factor_ref         0.4778
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.3904(10) 0.4610(6) 0.2737(2) 0.184(6) Uani 1 1 d D U . . .
S2 S -0.060(2) 0.4916(11) 0.6376(5) 0.220(9) Uani 1 1 d D U . . .
C18 C -0.203(3) 0.4609(10) 0.6591(9) 0.226(15) Uani 1 1 d DG U . . .
C17 C -0.176(3) 0.4055(10) 0.6479(11) 0.206(14) Uani 1 1 d DG U . . .
H17 H -0.2493 0.3766 0.6576 0.248 Uiso 1 1 calc DR . . . .
C16 C -0.016(4) 0.4020(12) 0.6195(11) 0.188(13) Uani 1 1 d DG U . . .
C19 C 0.056(3) 0.4552(13) 0.6131(9) 0.232(15) Uani 1 1 d DG U . . .
O1 O 0.493(6) 0.500(3) 0.2747(14) 0.209(14) Uani 1 1 d . U . . .
N2 N -0.687(3) 0.5041(16) 0.7325(7) 0.136(13) Uani 1 1 d . U . . .
C23 C -0.668(3) 0.4546(14) 0.7108(10) 0.202(17) Uani 1 1 d G U . . .
H23 H -0.7618 0.4286 0.7132 0.242 Uiso 1 1 calc R . . . .
C22 C -0.507(3) 0.4439(13) 0.6856(10) 0.194(16) Uani 1 1 d G U . . .
H22 H -0.4945 0.4108 0.6711 0.233 Uiso 1 1 calc DR . . . .
C21 C -0.366(2) 0.4827(14) 0.6820(8) 0.178(13) Uani 1 1 d DG U . . .
C25 C -0.386(3) 0.5323(13) 0.7037(9) 0.179(13) Uani 1 1 d G U . . .
H25 H -0.2913 0.5582 0.7013 0.215 Uiso 1 1 calc R . . . .
C24 C -0.546(3) 0.5429(14) 0.7289(9) 0.174(15) Uani 1 1 d G U . . .
H24 H -0.5587 0.5760 0.7434 0.208 Uiso 1 1 calc R . . . .
C26 C 0.672(8) 0.541(2) 0.2942(17) 0.194(14) Uani 1 1 d D U . . .
C32 C 0.943(5) 0.5946(15) 0.3135(10) 0.166(14) Uani 1 1 d . U . . .
H32 H 0.9695 0.5675 0.3341 0.199 Uiso 1 1 calc R . . . .
C31 C 1.065(3) 0.6383(18) 0.3087(9) 0.191(18) Uani 1 1 d G U . . .
H31 H 1.1732 0.6403 0.3261 0.229 Uiso 1 1 calc R . . . .
C30 C 1.025(4) 0.6789(14) 0.2779(12) 0.185(16) Uani 1 1 d DG U . . .
C29 C 0.862(5) 0.6759(16) 0.2520(9) 0.168(16) Uani 1 1 d G U . . .
H29 H 0.8356 0.7031 0.2314 0.202 Uiso 1 1 calc R . . . .
C28 C 0.740(3) 0.6323(18) 0.2568(8) 0.146(12) Uani 1 1 d G U . . .
H28 H 0.6319 0.6302 0.2395 0.175 Uiso 1 1 calc R . . . .
C27 C 0.781(4) 0.5916(15) 0.2876(12) 0.167(15) Uani 1 1 d DG U . . .
C1 C 0.388(3) 0.4251(17) 0.3673(9) 0.108(14) Uani 1 1 d . U . . .
H1 H 0.5175 0.4268 0.3630 0.130 Uiso 1 1 calc R . . . .
N1 N 0.267(4) 0.4449(14) 0.3347(7) 0.111(12) Uani 1 1 d G U . . .
C5 C 0.073(4) 0.4423(19) 0.3411(9) 0.153(17) Uani 1 1 d G U . . .
H5 H -0.0083 0.4556 0.3193 0.183 Uiso 1 1 calc R . . . .
C4 C 0.001(3) 0.420(2) 0.3801(11) 0.173(19) Uani 1 1 d G U . . .
H4 H -0.1290 0.4180 0.3844 0.208 Uiso 1 1 calc R . . . .
C3 C 0.122(4) 0.3999(18) 0.4127(8) 0.130(15) Uani 1 1 d DG U . . .
C2 C 0.316(4) 0.4026(16) 0.4062(8) 0.108(14) Uani 1 1 d G U . . .
H2 H 0.3968 0.3893 0.4281 0.129 Uiso 1 1 calc R . . . .
C39 C 1.322(7) 0.7192(15) 0.2795(9) 0.196(15) Uani 1 1 d . U . . .
H39 H 1.3600 0.6859 0.2907 0.235 Uiso 1 1 calc R . . . .
C38 C 1.454(4) 0.759(2) 0.2700(11) 0.218(16) Uani 1 1 d G U . . .
H38 H 1.5816 0.7522 0.2749 0.261 Uiso 1 1 calc R . . . .
C36 C 1.397(6) 0.8089(18) 0.2533(10) 0.202(15) Uani 1 1 d DG U . . .
C35 C 1.207(7) 0.8190(14) 0.2461(9) 0.219(16) Uani 1 1 d G U . . .
H35 H 1.1685 0.8523 0.2348 0.263 Uiso 1 1 calc R . . . .
C34 C 1.074(4) 0.779(2) 0.2555(11) 0.232(16) Uani 1 1 d G U . . .
H34 H 0.9469 0.7860 0.2507 0.278 Uiso 1 1 calc R . . . .
C33 C 1.131(5) 0.7294(17) 0.2723(11) 0.187(13) Uani 1 1 d DG U . . .
O2 O 0.698(3) 0.500(2) 0.3286(8) 0.161(11) Uani 1 1 d . U . . .
C9 C -0.189(3) 0.3704(19) 0.5122(7) 0.181(15) Uani 1 1 d D U . . .
C8 C -0.002(4) 0.355(2) 0.5241(10) 0.175(15) Uani 1 1 d DG U . . .
C7 C 0.116(2) 0.365(2) 0.4867(12) 0.163(17) Uani 1 1 d G U . . .
H7 H 0.2450 0.3589 0.4853 0.195 Uiso 1 1 calc R . . . .
C6 C 0.003(2) 0.3865(18) 0.4517(8) 0.145(16) Uani 1 1 d DG U . . .
S1 S -0.1856(16) 0.3897(9) 0.4675(4) 0.153(8) Uani 1 1 d G U . . .
C11 C 0.056(5) 0.3245(19) 0.5670(9) 0.170(12) Uani 1 1 d D U . . .
C15 C 0.029(5) 0.3435(13) 0.6113(12) 0.195(13) Uani 1 1 d DG U . . .
C14 C 0.096(6) 0.3031(16) 0.6412(8) 0.229(12) Uani 1 1 d DG U . . .
C13 C 0.164(6) 0.2590(15) 0.6153(14) 0.214(11) Uani 1 1 d G U . . .
C12 C 0.140(6) 0.272(2) 0.5694(11) 0.190(11) Uani 1 1 d G U . . .
F2 F 0.010(4) 0.223(2) 0.5504(10) 0.210(13) Uani 1 1 d . U . . .
F1 F 0.318(4) 0.263(2) 0.5439(9) 0.192(13) Uani 1 1 d . U . . .
F3 F 0.390(4) 0.267(2) 0.6227(9) 0.199(13) Uani 1 1 d . U . . .
F6 F -0.021(4) 0.267(2) 0.6692(8) 0.214(13) Uani 1 1 d . U . . .
C20 C 0.246(4) 0.458(4) 0.5919(11) 0.174(17) Uani 1 1 d D U . . .
H20A H 0.2560 0.4903 0.5746 0.262 Uiso 1 1 calc GR . . . .
H20B H 0.2629 0.4269 0.5728 0.262 Uiso 1 1 calc GR . . . .
H20C H 0.3406 0.4577 0.6148 0.262 Uiso 1 1 calc GR . . . .
C10 C -0.354(6) 0.391(3) 0.5381(14) 0.23(3) Uani 1 1 d D U . . .
H10A H -0.3140 0.4202 0.5573 0.340 Uiso 1 1 calc GR . . . .
H10B H -0.4057 0.3625 0.5559 0.340 Uiso 1 1 calc GR . . . .
H10C H -0.4481 0.4043 0.5178 0.340 Uiso 1 1 calc GR . . . .
F5 F 0.235(5) 0.325(3) 0.6747(11) 0.272(16) Uani 1 1 d . U . . .
F4 F 0.188(5) 0.202(2) 0.6290(10) 0.228(12) Uani 1 1 d . U . . .
C37 C 1.505(6) 0.8595(19) 0.2581(17) 0.175(14) Uani 1 1 d D U . . .
O3 O 1.430(4) 0.893(3) 0.2416(11) 0.197(14) Uani 1 1 d D U . . .
O4 O 1.664(5) 0.8650(12) 0.2583(7) 0.172(14) Uani 1 1 d D 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 O1 1.21(6) . ?
Zn1 N2 2.09(2) 2_464 ?
Zn1 N1 2.061(18) . ?
Zn1 O3 2.16(6) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.452(17) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.50(2) . ?
C19 C20 1.49(2) . ?
O1 C26 1.72(6) . ?
N2 Zn1 2.09(2) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900 . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.48(2) . ?
C26 O2 1.46(6) . ?
C32 C31 1.3900 . ?
C32 C27 1.3900 . ?
C31 C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C33 1.47(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.480(17) . ?
C39 C38 1.3900 . ?
C39 C33 1.3900 . ?
C38 C36 1.3900 . ?
C36 C35 1.3900 . ?
C36 C37 1.47(2) . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C9 C10 1.50(2) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C11 1.55(2) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.48(5) . ?
C14 F5 1.51(5) . ?
C13 C12 1.4200 . ?
C13 F3 1.63(5) . ?
C13 F4 1.48(6) . ?
C12 F2 1.64(5) . ?
C12 F1 1.50(4) . ?
C37 O3 1.10(4) . ?
C37 O4 1.14(3) . ?
O3 Zn1 2.16(6) 4_755 ?

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 N2 96(3) . 2_464 ?
O1 Zn1 N1 113(3) . . ?
O1 Zn1 O3 105(3) . 4_745 ?
N2 Zn1 O3 127.3(12) 2_464 4_745 ?
N1 Zn1 N2 107.8(11) . 2_464 ?
N1 Zn1 O3 106.9(16) . 4_745 ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 125.9(12) . . ?
C17 C18 C21 125.3(12) . . ?
C16 C17 C18 108.0 . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C15 109(2) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C17 108.0 . . ?
C19 C16 C15 142(2) . . ?
C15 C16 S2 174(3) . . ?
S2 C19 C20 136(4) . . ?
C16 C19 S2 108.0 . . ?
C16 C19 C20 115(4) . . ?
Zn1 O1 C26 157(4) . . ?
C23 N2 Zn1 135.0(17) . 2_465 ?
C23 N2 C24 120.0 . . ?
C24 N2 Zn1 105.0(17) . 2_465 ?
C22 C23 N2 120.0 . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C18 110.8(16) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 128.7(16) . . ?
C24 C25 C21 120.0 . . ?
C25 C24 N2 120.0 . . ?
C27 C26 O1 146(5) . . ?
O2 C26 O1 86(3) . . ?
O2 C26 C27 128(5) . . ?
C31 C32 C27 120.0 . . ?
C30 C31 C32 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 C33 126(3) . . ?
C29 C30 C33 114(3) . . ?
C28 C29 C30 120.0 . . ?
C29 C28 C27 120.0 . . ?
C32 C27 C26 114(4) . . ?
C28 C27 C26 126(4) . . ?
C28 C27 C32 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 115.0(16) . . ?
C5 N1 Zn1 123.6(16) . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 106(2) . . ?
C2 C3 C6 133(2) . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C33 120.0 . . ?
C39 C38 C36 120.0 . . ?
C38 C36 C35 120.0 . . ?
C38 C36 C37 124(4) . . ?
C35 C36 C37 112(4) . . ?
C36 C35 C34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C39 C33 C30 109(4) . . ?
C34 C33 C30 130(4) . . ?
C34 C33 C39 120.0 . . ?
C8 C9 C10 134(3) . . ?
S1 C9 C8 108.0 . . ?
S1 C9 C10 113(3) . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 126(3) . . ?
C7 C8 C9 108.0 . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 125(3) . . ?
C11 C8 S1 161(3) . . ?
C8 C7 C6 108.0 . . ?
C7 C6 C3 110(2) . . ?
S1 C6 C3 142(2) . . ?
S1 C6 C7 108.0 . . ?
C9 S1 C8 36.0 . . ?
C9 S1 C6 108.0 . . ?
C6 S1 C8 72.0 . . ?
C15 C11 C8 125(4) . . ?
C12 C11 C8 127(4) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 120(3) . . ?
C14 C15 C16 130(3) . . ?
C14 C15 C11 108.0 . . ?
C15 C14 C13 108.0 . . ?
C15 C14 F6 127(3) . . ?
C15 C14 F5 112(4) . . ?
C13 C14 F6 92(3) . . ?
C13 C14 F5 115(3) . . ?
F6 C14 F5 102(3) . . ?
C14 C13 F3 100(3) . . ?
C14 C13 F4 128(4) . . ?
C12 C13 C14 108.0 . . ?
C12 C13 F3 103(3) . . ?
C12 C13 F4 120(4) . . ?
F4 C13 F3 88(3) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F2 115(3) . . ?
C11 C12 F1 118(4) . . ?
C13 C12 F2 103(3) . . ?
C13 C12 F1 111(3) . . ?
F1 C12 F2 100(3) . . ?
O3 C37 C36 110(5) . . ?
O3 C37 O4 113(5) . . ?
O4 C37 C36 128(5) . . ?
C37 O3 Zn1 113(3) . 4_755 ?

####################################################################### 
# 
# 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_DMOF_0_56_GPa_MEW
_database_code_depnum_ccdc_archive 'CCDC 1956824'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1DT01937F 2021
loop_
_audit_author_name
_audit_author_address
'Aleksandra Polrolniczak'
;Adam Mickiewicz University
Poland
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_DMOF_0_56_GPa_MEW   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_THETM01_DMOF_0_56_GPa_MEW   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Due to the DAC opening angle and low symmetry some of the data can not be collected.
;
_vrf_PLAT020_DMOF_0_56_GPa_MEW   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.362 Report
RESPONSE: We made several attempts to obtain better quality data for this structure however, due to absorption of the sample, disorder, poor crystal quality etc. crystal diffracted weakly. Furthermore the data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT026_DMOF_0_56_GPa_MEW   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        31% Check
RESPONSE: The Observed / Unique Reflections ratio is affected by the access limits of the DAC, particularly disadvantageous for low-symmetry crystals.
;
_vrf_PLAT084_DMOF_0_56_GPa_MEW   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.45 Report
RESPONSE: High factor is a result from the weak diffraction and the inclusion of reflections that are essentially unobserved. Additionally, due to the high pressure DAC used in this experiment, part of diffraction data is omitted.
;
_vrf_PLAT341_DMOF_0_56_GPa_MEW   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.04275 Ang.
RESPONSE: These data comes from high-pressure experiment and part of the reflection can not be collected, affecting bond precision.
;
_vrf_PLAT082_DMOF_0_56_GPa_MEW   
;
PROBLEM: High R1 Value ..................................       0.14 Report
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT090_DMOF_0_56_GPa_MEW   
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       7.58 Note
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
_vrf_PLAT148_DMOF_0_56_GPa_MEW   
;
PROBLEM: s.u. on the      b    - Axis is (Too) Large ....     0.0300 Ang.
RESPONSE: The data come from high-pressure studies and are limited by the DAC opening angle.
;
# Added during the CSD deposition process: Monday 30 September 2019 02:21 PM
# end Validation Reply Form

_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            DMOF
_chemical_name_systematic        
1,2-bis(2-ethyl-5-phenyl-3-thienyl)perfluorocyclopentene
_chemical_formula_moiety         'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_sum            'C39 H24 F6 N2 O4 S2 Zn'
_chemical_formula_weight         828.09
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.1015(18)
_cell_length_b                   24.22(3)
_cell_length_c                   30.248(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5202(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1247
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7720
_cell_measurement_theta_min      2.1250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 15 38 0.0368
2 -20 -41 0.0364
-18 -6 -8 0.1105
-2 -67 28 0.0252
2 68 -33 0.0254
34 10 43 0.1105

_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.052
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3619
_diffrn_reflns_av_unetI/netI     0.3555
_diffrn_reflns_Laue_measured_fraction_full 0.371
_diffrn_reflns_Laue_measured_fraction_max 0.630
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20936
_diffrn_reflns_point_group_measured_fraction_full 0.363
_diffrn_reflns_point_group_measured_fraction_max 0.632
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         20.816
_diffrn_reflns_theta_min         2.188
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0296
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.371
_diffrn_measured_fraction_theta_max 0.630
_diffrn_measurement_details      
;
 Data were collected at room temperature and pressure of 0.56(2) GPa
 (560000 kPa).
 Pressure was determined by monitoring the shift of the ruby R1-fluorescence line.
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0039855000
_diffrn_orient_matrix_UB_12      0.0250071000
_diffrn_orient_matrix_UB_13      -0.0121900000
_diffrn_orient_matrix_UB_21      -0.0926654000
_diffrn_orient_matrix_UB_22      0.0065752000
_diffrn_orient_matrix_UB_23      0.0069664000
_diffrn_orient_matrix_UB_31      0.0370315000
_diffrn_orient_matrix_UB_32      0.0138201000
_diffrn_orient_matrix_UB_33      0.0187656000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    0.354
_reflns_Friedel_fraction_max     0.635
_reflns_number_gt                1050
_reflns_number_total             3431
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 269 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.10(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         3431
_refine_ls_number_restraints     768
_refine_ls_R_factor_all          0.3125
_refine_ls_R_factor_gt           0.1391
_refine_ls_restrained_S_all      1.048
_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)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3428
_refine_ls_wR_factor_ref         0.4536
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.3838(8) 0.4716(5) 0.2832(2) 0.146(4) Uani 1 1 d D U . . .
S2 S -0.048(2) 0.4792(9) 0.6468(5) 0.161(7) Uani 1 1 d . U . . .
C18 C -0.192(3) 0.4466(10) 0.6662(9) 0.136(12) Uani 1 1 d DG U . . .
C17 C -0.171(3) 0.3916(8) 0.6509(11) 0.134(13) Uani 1 1 d G U . . .
H17 H -0.2466 0.3617 0.6585 0.161 Uiso 1 1 calc DR . . . .
C16 C -0.013(4) 0.3901(10) 0.6220(12) 0.142(12) Uani 1 1 d DG U . . .
C19 C 0.063(3) 0.4442(11) 0.6194(9) 0.138(12) Uani 1 1 d DG U . . .
O1 O 0.520(5) 0.541(3) 0.2883(13) 0.180(11) Uani 1 1 d D U . . .
N2 N -0.683(3) 0.4858(15) 0.7387(7) 0.109(11) Uani 1 1 d . U . . .
C23 C -0.669(3) 0.4349(14) 0.7178(9) 0.119(13) Uani 1 1 d G U . . .
H23 H -0.7667 0.4096 0.7197 0.143 Uiso 1 1 calc R . . . .
C22 C -0.507(3) 0.4217(11) 0.6941(10) 0.129(13) Uani 1 1 d DG U . . .
H22 H -0.4969 0.3876 0.6802 0.155 Uiso 1 1 calc DR . . . .
C21 C -0.360(3) 0.4595(11) 0.6913(8) 0.117(11) Uani 1 1 d DG U . . .
C25 C -0.375(3) 0.5105(11) 0.7121(7) 0.112(11) Uani 1 1 d DG U . . .
H25 H -0.2769 0.5358 0.7102 0.134 Uiso 1 1 calc R . . . .
C24 C -0.537(4) 0.5237(13) 0.7358(8) 0.125(13) Uani 1 1 d G U . . .
H24 H -0.5466 0.5578 0.7497 0.149 Uiso 1 1 calc R . . . .
C26 C 0.664(6) 0.547(2) 0.310(2) 0.170(11) Uani 1 1 d D U . . .
C31 C 0.955(4) 0.5997(12) 0.3228(9) 0.128(13) Uani 1 1 d D U . . .
H31 H 0.9892 0.5738 0.3441 0.153 Uiso 1 1 calc R . . . .
C3AA C 1.078(3) 0.6425(13) 0.3123(8) 0.144(14) Uani 1 1 d DG U . . .
H3AA H 1.1933 0.6453 0.3265 0.173 Uiso 1 1 calc R . . . .
C30 C 1.027(3) 0.6812(11) 0.2805(8) 0.107(11) Uani 1 1 d DG U . . .
C29 C 0.854(3) 0.6770(12) 0.2592(8) 0.115(12) Uani 1 1 d DG U . . .
H29 H 0.8201 0.7029 0.2380 0.138 Uiso 1 1 calc R . . . .
C28 C 0.732(3) 0.6342(12) 0.2698(8) 0.119(12) Uani 1 1 d DG U . . .
H28 H 0.6159 0.6314 0.2556 0.142 Uiso 1 1 calc R . . . .
C27 C 0.782(3) 0.5955(12) 0.3016(8) 0.108(10) Uani 1 1 d DG U . . .
C1 C 0.368(3) 0.4381(17) 0.3810(10) 0.111(11) Uani 1 1 d . U . . .
H1 H 0.4968 0.4456 0.3816 0.134 Uiso 1 1 calc R . . . .
N1 N 0.261(4) 0.4539(16) 0.3448(9) 0.125(13) Uani 1 1 d G U . . .
C5 C 0.069(4) 0.4427(16) 0.3439(8) 0.123(15) Uani 1 1 d G U . . .
H5 H -0.0031 0.4533 0.3197 0.148 Uiso 1 1 calc R . . . .
C4 C -0.015(3) 0.4156(17) 0.3793(8) 0.106(14) Uani 1 1 d DG U . . .
H4 H -0.1439 0.4081 0.3787 0.127 Uiso 1 1 calc R . . . .
C3 C 0.092(3) 0.3998(17) 0.4155(8) 0.107(13) Uani 1 1 d DG U . . .
C2 C 0.284(3) 0.4111(17) 0.4164(8) 0.113(14) Uani 1 1 d DG U . . .
H2 H 0.3560 0.4005 0.4406 0.135 Uiso 1 1 calc R . . . .
C39 C 1.336(3) 0.7289(11) 0.2836(8) 0.129(11) Uani 1 1 d D U . . .
H39 H 1.3855 0.6993 0.2993 0.154 Uiso 1 1 calc R . . . .
C38 C 1.450(3) 0.7734(12) 0.2726(8) 0.140(12) Uani 1 1 d DG U . . .
H38 H 1.5762 0.7736 0.2808 0.168 Uiso 1 1 calc R . . . .
C35 C 1.376(4) 0.8178(12) 0.2491(10) 0.165(12) Uani 1 1 d DG U . . .
C34 C 1.187(4) 0.8176(12) 0.2368(10) 0.175(13) Uani 1 1 d DG U . . .
H34 H 1.1376 0.8473 0.2211 0.210 Uiso 1 1 calc R . . . .
C33 C 1.073(3) 0.7731(12) 0.2479(9) 0.152(12) Uani 1 1 d DG U . . .
H33 H 0.9468 0.7730 0.2396 0.182 Uiso 1 1 calc R . . . .
C32 C 1.147(3) 0.7288(11) 0.2713(9) 0.137(11) Uani 1 1 d DG U . . .
O2 O 0.689(4) 0.504(2) 0.3293(13) 0.167(13) Uani 1 1 d D U . . .
C9 C -0.179(4) 0.3669(18) 0.5187(7) 0.13(2) Uani 1 1 d D U . . .
C8 C 0.006(4) 0.348(2) 0.5274(9) 0.147(16) Uani 1 1 d DG U . . .
C7 C 0.116(3) 0.356(2) 0.4887(12) 0.133(18) Uani 1 1 d G U . . .
H7 H 0.2425 0.3477 0.4853 0.159 Uiso 1 1 calc R . . . .
C6 C -0.002(3) 0.3808(17) 0.4561(7) 0.160(18) Uani 1 1 d DG U . . .
S1 S -0.1843(18) 0.3873(10) 0.4747(5) 0.155(9) Uani 1 1 d G U . . .
C11 C 0.052(6) 0.312(2) 0.5674(15) 0.168(12) Uani 1 1 d D U . . .
C15 C 0.045(6) 0.3315(12) 0.612(2) 0.174(12) Uani 1 1 d DG U . . .
C14 C 0.128(7) 0.291(2) 0.6391(9) 0.211(12) Uani 1 1 d DG U . . .
C13 C 0.186(5) 0.2462(14) 0.612(2) 0.210(12) Uani 1 1 d DG U . . .
C12 C 0.139(7) 0.260(2) 0.5674(15) 0.185(11) Uani 1 1 d G U . . .
F2 F -0.006(5) 0.222(2) 0.5439(12) 0.187(13) Uani 1 1 d . U . . .
F1 F 0.298(5) 0.253(2) 0.5401(9) 0.194(14) Uani 1 1 d D U . . .
F3 F 0.435(4) 0.2275(17) 0.6236(10) 0.232(17) Uani 1 1 d D U . . .
F6 F 0.007(5) 0.2682(19) 0.6699(10) 0.176(12) Uani 1 1 d D U . . .
C20 C 0.253(4) 0.442(3) 0.5996(10) 0.088(12) Uani 1 1 d D U . . .
H20A H 0.3131 0.4769 0.6021 0.133 Uiso 1 1 calc GR . . . .
H20B H 0.2428 0.4317 0.5689 0.133 Uiso 1 1 calc GR . . . .
H20C H 0.3268 0.4143 0.6148 0.133 Uiso 1 1 calc GR . . . .
C10 C -0.357(5) 0.376(2) 0.5431(12) 0.098(18) Uani 1 1 d D U . . .
H10A H -0.4080 0.3407 0.5518 0.146 Uiso 1 1 calc GR . . . .
H10B H -0.4450 0.3947 0.5245 0.146 Uiso 1 1 calc GR . . . .
H10C H -0.3321 0.3976 0.5690 0.146 Uiso 1 1 calc GR . . . .
F5 F 0.248(6) 0.3263(19) 0.6620(14) 0.244(15) Uani 1 1 d D U . . .
F4 F 0.096(6) 0.1744(19) 0.6150(14) 0.267(17) Uani 1 1 d D U . . .
C37 C 1.484(5) 0.8696(17) 0.2470(18) 0.172(13) Uani 1 1 d D U . . .
O3 O 1.417(6) 0.915(2) 0.2332(13) 0.193(13) Uani 1 1 d D U . . .
O4 O 1.662(5) 0.8761(10) 0.2544(8) 0.143(12) Uani 1 1 d D 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 O1 1.95(6) . ?
Zn1 N2 2.21(2) 2_464 ?
Zn1 N1 2.10(2) . ?
Zn1 O3 2.03(5) 4_745 ?
S2 C18 1.4200 . ?
S2 C16 2.2976 . ?
S2 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C21 1.448(16) . ?
C17 C16 1.4200 . ?
C16 C19 1.4200 . ?
C16 C15 1.51(2) . ?
C19 C20 1.48(2) . ?
O1 C26 1.21(4) . ?
N2 Zn1 2.21(2) 2_465 ?
N2 C23 1.3900 . ?
N2 C24 1.3900 . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C21 C25 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.47(2) . ?
C26 O2 1.20(4) . ?
C31 C3AA 1.3900 . ?
C31 C27 1.3900 . ?
C3AA C30 1.3900 . ?
C30 C29 1.3900 . ?
C30 C32 1.46(2) . ?
C29 C28 1.3900 . ?
C28 C27 1.3900 . ?
C1 N1 1.3900 . ?
C1 C2 1.3900 . ?
N1 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C3 C2 1.3900 . ?
C3 C6 1.473(19) . ?
C39 C38 1.3900 . ?
C39 C32 1.3900 . ?
C38 C35 1.3900 . ?
C35 C34 1.3900 . ?
C35 C37 1.47(2) . ?
C34 C33 1.3900 . ?
C33 C32 1.3900 . ?
C9 C8 1.4200 . ?
C9 S1 1.4200 . ?
C9 C10 1.48(2) . ?
C8 C7 1.4200 . ?
C8 S1 2.2976 . ?
C8 C11 1.52(2) . ?
C7 C6 1.4200 . ?
C6 S1 1.4200 . ?
C11 C15 1.4200 . ?
C11 C12 1.4200 . ?
C15 C14 1.4200 . ?
C14 C13 1.4200 . ?
C14 F6 1.38(3) . ?
C14 F5 1.40(3) . ?
C13 C12 1.4200 . ?
C13 F3 1.86(2) . ?
C13 F4 1.86(2) . ?
C12 F2 1.55(5) . ?
C12 F1 1.41(4) . ?
C37 O3 1.28(4) . ?
C37 O4 1.29(4) . ?
O3 Zn1 2.03(5) 4_755 ?

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 N2 88.1(15) . 2_464 ?
O1 Zn1 N1 108.2(15) . . ?
O1 Zn1 O3 104.5(18) . 4_745 ?
N1 Zn1 N2 111.5(11) . 2_464 ?
O3 Zn1 N2 127.8(13) 4_745 2_464 ?
O3 Zn1 N1 111.8(18) 4_745 . ?
C18 S2 C16 72.0 . . ?
C18 S2 C19 108.0 . . ?
C19 S2 C16 36.0 . . ?
S2 C18 C17 108.0 . . ?
S2 C18 C21 133.8(13) . . ?
C17 C18 C21 117.5(12) . . ?
C18 C17 C16 108.0 . . ?
C17 C16 S2 72.0 . . ?
C17 C16 C19 108.0 . . ?
C17 C16 C15 112(3) . . ?
C19 C16 S2 36.0 . . ?
C19 C16 C15 139(3) . . ?
C15 C16 S2 168(3) . . ?
S2 C19 C16 108.0 . . ?
S2 C19 C20 140(3) . . ?
C16 C19 C20 109(3) . . ?
C26 O1 Zn1 124(4) . . ?
C23 N2 Zn1 137.6(14) . 2_465 ?
C23 N2 C24 120.0 . . ?
C24 N2 Zn1 102.3(14) . 2_465 ?
C22 C23 N2 120.0 . . ?
C23 C22 C21 120.0 . . ?
C22 C21 C18 120.5(11) . . ?
C22 C21 C25 120.0 . . ?
C25 C21 C18 119.5(11) . . ?
C24 C25 C21 120.0 . . ?
C25 C24 N2 120.0 . . ?
O1 C26 C27 119(4) . . ?
O2 C26 O1 107(5) . . ?
O2 C26 C27 133(3) . . ?
C3AA C31 C27 120.0 . . ?
C31 C3AA C30 120.0 . . ?
C3AA C30 C32 120.8(10) . . ?
C29 C30 C3AA 120.0 . . ?
C29 C30 C32 119.0(9) . . ?
C30 C29 C28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C31 C27 C26 119.2(11) . . ?
C28 C27 C26 120.5(11) . . ?
C28 C27 C31 120.0 . . ?
N1 C1 C2 120.0 . . ?
C1 N1 Zn1 121.8(14) . . ?
C5 N1 Zn1 115.5(14) . . ?
C5 N1 C1 120.0 . . ?
N1 C5 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C6 119.7(11) . . ?
C2 C3 C6 119.3(11) . . ?
C3 C2 C1 120.0 . . ?
C38 C39 C32 120.0 . . ?
C35 C38 C39 120.0 . . ?
C38 C35 C37 118.9(12) . . ?
C34 C35 C38 120.0 . . ?
C34 C35 C37 119.5(12) . . ?
C33 C34 C35 120.0 . . ?
C34 C33 C32 120.0 . . ?
C39 C32 C30 120.9(10) . . ?
C33 C32 C30 119.0(10) . . ?
C33 C32 C39 120.0 . . ?
C8 C9 S1 108.0 . . ?
C8 C9 C10 138(2) . . ?
S1 C9 C10 113(2) . . ?
C9 C8 C7 108.0 . . ?
C9 C8 S1 36.0 . . ?
C9 C8 C11 122(3) . . ?
C7 C8 S1 72.0 . . ?
C7 C8 C11 128(3) . . ?
C11 C8 S1 156(3) . . ?
C6 C7 C8 108.0 . . ?
C7 C6 C3 116.3(16) . . ?
C7 C6 S1 108.0 . . ?
S1 C6 C3 135.1(17) . . ?
C9 S1 C8 36.0 . . ?
C6 S1 C9 108.0 . . ?
C6 S1 C8 72.0 . . ?
C15 C11 C8 124(6) . . ?
C12 C11 C8 127(6) . . ?
C12 C11 C15 108.0 . . ?
C11 C15 C16 121(5) . . ?
C14 C15 C16 131(5) . . ?
C14 C15 C11 108.0 . . ?
C15 C14 C13 108.0 . . ?
F6 C14 C15 114(5) . . ?
F6 C14 C13 106(4) . . ?
F6 C14 F5 107(3) . . ?
F5 C14 C15 96(4) . . ?
F5 C14 C13 126(5) . . ?
C14 C13 C12 108.0 . . ?
C14 C13 F3 110(4) . . ?
C14 C13 F4 125(4) . . ?
C12 C13 F3 118(4) . . ?
C12 C13 F4 100(4) . . ?
F3 C13 F4 95.3(16) . . ?
C11 C12 C13 108.0 . . ?
C11 C12 F2 104(4) . . ?
C13 C12 F2 117(4) . . ?
F1 C12 C11 117(5) . . ?
F1 C12 C13 110(5) . . ?
F1 C12 F2 102(3) . . ?
O3 C37 C35 124(3) . . ?
O3 C37 O4 108(4) . . ?
O4 C37 C35 127(3) . . ?
C37 O3 Zn1 114(3) . 4_755 ?

