# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_CP-1
_database_code_depnum_ccdc_archive 'CCDC 1495473'
_audit_update_record             
;
2017-04-07 deposited with the CCDC.
2017-09-20 downloaded from the CCDC.
;

_vref_PLAT213_ALERT_2_A          
;
PROBLEM: Atom F1B has ADP max/min Ratio ... 5.2 prolat
RESPONSE: This alert is generated because of the degree of
          disordering of the fluorine atoms. Refinements
          in further splitted positions led not to better
          results.  
;

_audit_creation_method           SHELXL-2014/7

_chemical_name_systematic        
'(μ-formato)-(μ-hydroxo)-2-trifluoromethyl-imidazolate-zinc(II) dimethylformamide hemisolvate'
_chemical_formula_moiety         
;
 C4.5 H3 F3 N2 O1.5, 0.5(C3 H7 N O)
;
_chemical_formula_sum            'C6 H6.50 F3 N2.50 O2 Zn'
_chemical_formula_weight         268.01

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'
Zn Zn 0.2839 1.4301 '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'

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

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

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

_cell_length_a                   14.2627(4)
_cell_length_b                   13.4623(5)
_cell_length_c                   9.8745(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1895.99(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    17184
_cell_measurement_theta_min      1.43
_cell_measurement_theta_max      29.70

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          1.00
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    2.617
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.5066
_exptl_absorpt_correction_T_max  0.6459
_exptl_absorpt_process_details   'X-AREA (Stoe, 2015)'
_exptl_special_details           
;
 The crystal was embedded in perfluoropolyalkylether oil.
;

_diffrn_ambient_temperature      210(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_measurement_method       'ω scan, δ ω = 1.0 deg'
_diffrn_measurement_details      
; 
 206 frames, 3 min exposure time
;

_diffrn_reflns_number            13168
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.509
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999

_reflns_number_total             1740
_reflns_number_gt                1550
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       'X-AREA (Stoe, 2015)'
_computing_cell_refinement       'X-AREA (Stoe, 2015)'
_computing_data_reduction        'X-RED (Stoe, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  
; 
 SHELXL-2014/7 (Sheldrick, 2014)
 Diamond (Blankenburg, 2015)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+1.7628P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1740
_refine_ls_number_parameters     187
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0650
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.220
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.26835(15) 0.00042(17) 0.6955(2) 0.0314(5) Uani 1 1 d . . . . .
C2 C 0.14508(16) -0.0823(2) 0.7441(3) 0.0389(6) Uani 1 1 d . . . . .
H2 H 0.107(2) -0.1277(19) 0.795(3) 0.042(8) Uiso 1 1 d . . . . .
C3 C 0.12678(16) -0.0249(2) 0.6347(3) 0.0386(6) Uani 1 1 d . . . . .
H3 H 0.071(2) -0.015(2) 0.585(3) 0.050(8) Uiso 1 1 d . . . . .
C4 C 0.36558(19) 0.0392(2) 0.6981(3) 0.0558(8) Uani 1 1 d D . . . .
F1A F 0.3997(5) 0.0567(6) 0.5821(5) 0.086(2) Uani 0.633(10) 1 d D . P A 1
F2A F 0.3613(4) 0.1384(4) 0.7487(7) 0.100(2) Uani 0.633(10) 1 d D . P A 1
F3A F 0.4192(3) -0.0037(7) 0.7785(9) 0.131(5) Uani 0.633(10) 1 d D . P A 1
F1B F 0.3903(8) 0.0887(10) 0.5954(11) 0.116(7) Uani 0.367(10) 1 d D . P A 2
F2B F 0.3962(5) 0.0679(10) 0.8070(8) 0.086(4) Uani 0.367(10) 1 d D . P A 2
F3B F 0.4256(4) -0.0458(5) 0.6726(13) 0.084(3) Uani 0.367(10) 1 d D . P A 2
C5 C 0.0398(2) 0.2500 0.4423(4) 0.0372(8) Uani 1 2 d S T P . .
H5 H -0.026(3) 0.2500 0.439(4) 0.038(10) Uiso 1 2 d S . P . .
Zn1 Zn 0.21196(2) 0.12761(2) 0.45230(3) 0.02728(13) Uani 1 1 d . . . . .
N1 N 0.20539(12) 0.02883(15) 0.6029(2) 0.0318(4) Uani 1 1 d . . . . .
N2 N 0.23610(13) -0.06599(14) 0.78386(19) 0.0319(4) Uani 1 1 d . . . . .
O1 O 0.27556(18) 0.2500 0.4843(3) 0.0346(6) Uani 1 2 d S T P . .
H1 H 0.327(3) 0.2500 0.484(4) 0.037(12) Uiso 1 2 d S . P . .
O2 O 0.07782(11) 0.16692(13) 0.44125(19) 0.0404(4) Uani 1 1 d . . . . .
O3 O 0.47590(19) 0.2500 0.4324(3) 0.0528(7) Uani 1 2 d S T P . .
N3 N 0.6187(2) 0.2500 0.5331(4) 0.0494(8) Uani 1 2 d S T P . .
C6A C 0.5605(4) 0.2500 0.4303(6) 0.0733(16) Uani 0.9 2 d S T P B 1
H6A H 0.5882 0.2500 0.3439 0.088 Uiso 0.9 2 calc R U P B 1
C7A C 0.7209(6) 0.2500 0.5126(10) 0.147(3) Uani 0.9 2 d S T P B 1
H7A H 0.7521 0.2500 0.5999 0.220 Uiso 0.9 2 calc R U P B 1
H7B H 0.7389 0.1912 0.4623 0.220 Uiso 0.45 1 calc R U P B 1
H7C H 0.7389 0.3088 0.4623 0.220 Uiso 0.45 1 calc R U P B 1
C8A C 0.5855(6) 0.2500 0.6646(9) 0.147(3) Uani 0.9 2 d S T P B 1
H8A H 0.6380 0.2500 0.7271 0.220 Uiso 0.9 2 calc R U P B 1
H8B H 0.5476 0.3088 0.6795 0.220 Uiso 0.45 1 calc R U P B 1
H8C H 0.5476 0.1912 0.6795 0.220 Uiso 0.45 1 calc R U P B 1
C6B C 0.520(4) 0.2500 0.536(5) 0.0733(16) Uani 0.1 2 d S T P B 2
H6B H 0.4884 0.2500 0.6196 0.088 Uiso 0.1 2 calc R U P B 2
C7B C 0.669(5) 0.2500 0.419(9) 0.147(3) Uani 0.1 2 d S T P B 2
H7D H 0.7352 0.2500 0.4412 0.220 Uiso 0.1 2 calc R U P B 2
H7E H 0.6540 0.1912 0.3666 0.220 Uiso 0.05 1 calc R U P B 2
H7F H 0.6540 0.3088 0.3666 0.220 Uiso 0.05 1 calc R U P B 2
C8B C 0.669(5) 0.2500 0.670(9) 0.147(3) Uani 0.1 2 d S T P B 2
H8D H 0.6235 0.2500 0.7422 0.220 Uiso 0.1 2 calc R U P B 2
H8E H 0.7083 0.1912 0.6766 0.220 Uiso 0.05 1 calc R U P B 2
H8F H 0.7083 0.3088 0.6766 0.220 Uiso 0.05 1 calc R U P B 2


_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 N2 1.331(3) . ?
C1 N1 1.337(3) . ?
C1 C4 1.482(3) . ?
C2 C3 1.353(4) . ?
C2 N2 1.374(3) . ?
C2 H2 0.96(3) . ?
C3 N1 1.371(3) . ?
C3 H3 0.94(3) . ?
C4 F2B 1.223(6) . ?
C4 F3A 1.244(4) . ?
C4 F1B 1.264(8) . ?
C4 F1A 1.267(5) . ?
C4 F2A 1.427(5) . ?
C4 F3B 1.451(6) . ?
C5 O2 1.243(2) 8_565 ?
C5 O2 1.243(2) . ?
C5 H5 0.94(4) . ?
Zn1 O1 1.9072(13) . ?
Zn1 O2 1.9881(16) . ?
Zn1 N1 1.997(2) . ?
Zn1 N2 2.0008(19) 2_554 ?
N2 Zn1 2.0008(19) 2 ?
O1 Zn1 1.9072(13) 8_565 ?
O1 H1 0.73(5) . ?
O3 C6B 1.20(5) . ?
O3 C6A 1.206(6) . ?
N3 C7B 1.33(9) . ?
N3 C6A 1.311(6) . ?
N3 C8A 1.382(10) . ?
N3 C6B 1.41(5) . ?
N3 C7A 1.471(9) . ?
N3 C8B 1.53(8) . ?
C6A H6A 0.9400 . ?
C7A H7A 0.9700 . ?
C7A H7B 0.9700 . ?
C7A H7C 0.9700 . ?
C8A H8A 0.9700 . ?
C8A H8B 0.9700 . ?
C8A H8C 0.9700 . ?
C6B H6B 0.9400 . ?
C7B H7D 0.9700 . ?
C7B H7E 0.9700 . ?
C7B H7F 0.9700 . ?
C8B H8D 0.9700 . ?
C8B H8E 0.9700 . ?
C8B H8F 0.9700 . ?

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 C1 N1 114.1(2) . . ?
N2 C1 C4 123.3(2) . . ?
N1 C1 C4 122.7(2) . . ?
C3 C2 N2 108.6(2) . . ?
C3 C2 H2 132.4(18) . . ?
N2 C2 H2 119.0(18) . . ?
C2 C3 N1 109.1(2) . . ?
C2 C3 H3 131.5(18) . . ?
N1 C3 H3 119.3(18) . . ?
F2B C4 F1B 116.1(7) . . ?
F3A C4 F1A 115.3(5) . . ?
F3A C4 F2A 103.7(5) . . ?
F1A C4 F2A 99.1(4) . . ?
F2B C4 F3B 101.0(5) . . ?
F1B C4 F3B 96.4(6) . . ?
F2B C4 C1 117.4(4) . . ?
F3A C4 C1 115.0(3) . . ?
F1B C4 C1 115.7(5) . . ?
F1A C4 C1 114.1(4) . . ?
F2A C4 C1 107.2(3) . . ?
F3B C4 C1 105.7(3) . . ?
O2 C5 O2 128.2(3) 8_565 . ?
O2 C5 H5 115.86(17) 8_565 . ?
O2 C5 H5 115.86(18) . . ?
O1 Zn1 O2 103.70(9) . . ?
O1 Zn1 N1 118.31(10) . . ?
O2 Zn1 N1 99.96(7) . . ?
O1 Zn1 N2 108.66(10) . 2_554 ?
O2 Zn1 N2 114.90(8) . 2_554 ?
N1 Zn1 N2 111.12(8) . 2_554 ?
C1 N1 C3 103.97(19) . . ?
C1 N1 Zn1 131.90(15) . . ?
C3 N1 Zn1 124.10(16) . . ?
C1 N2 C2 104.27(19) . . ?
C1 N2 Zn1 134.06(16) . 2 ?
C2 N2 Zn1 121.40(16) . 2 ?
Zn1 O1 Zn1 119.52(13) 8_565 . ?
Zn1 O1 H1 118.4(7) 8_565 . ?
Zn1 O1 H1 118.4(7) . . ?
C5 O2 Zn1 131.24(19) . . ?
C6A N3 C8A 120.7(5) . . ?
C7B N3 C6B 124(4) . . ?
C6A N3 C7A 121.4(6) . . ?
C8A N3 C7A 117.9(6) . . ?
C7B N3 C8B 119(5) . . ?
C6B N3 C8B 117(4) . . ?
O3 C6A N3 128.3(6) . . ?
O3 C6A H6A 115.8 . . ?
N3 C6A H6A 115.8 . . ?
N3 C7A H7A 109.5 . . ?
N3 C7A H7B 109.5 . . ?
H7A C7A H7B 109.5 . . ?
N3 C7A H7C 109.5 . . ?
H7A C7A H7C 109.5 . . ?
H7B C7A H7C 109.5 . . ?
N3 C8A H8A 109.5 . . ?
N3 C8A H8B 109.5 . . ?
H8A C8A H8B 109.5 . . ?
N3 C8A H8C 109.5 . . ?
H8A C8A H8C 109.5 . . ?
H8B C8A H8C 109.5 . . ?
O3 C6B N3 120(4) . . ?
O3 C6B H6B 119.8 . . ?
N3 C6B H6B 119.8 . . ?
N3 C7B H7D 109.5 . . ?
N3 C7B H7E 109.5 . . ?
H7D C7B H7E 109.5 . . ?
N3 C7B H7F 109.5 . . ?
H7D C7B H7F 109.5 . . ?
H7E C7B H7F 109.5 . . ?
N3 C8B H8D 109.5 . . ?
N3 C8B H8E 109.5 . . ?
H8D C8B H8E 109.5 . . ?
N3 C8B H8F 109.5 . . ?
H8D C8B H8F 109.5 . . ?
H8E C8B H8F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C2 C3 N1 0.0(3) . . . . ?
N2 C1 C4 F2B -48.3(8) . . . . ?
N1 C1 C4 F2B 132.2(8) . . . . ?
N2 C1 C4 F3A 8.6(7) . . . . ?
N1 C1 C4 F3A -170.9(7) . . . . ?
N2 C1 C4 F1B 168.7(8) . . . . ?
N1 C1 C4 F1B -10.8(9) . . . . ?
N2 C1 C4 F1A 145.2(5) . . . . ?
N1 C1 C4 F1A -34.3(6) . . . . ?
N2 C1 C4 F2A -106.1(4) . . . . ?
N1 C1 C4 F2A 74.4(5) . . . . ?
N2 C1 C4 F3B 63.4(6) . . . . ?
N1 C1 C4 F3B -116.1(6) . . . . ?
N2 C1 N1 C3 -0.6(3) . . . . ?
C4 C1 N1 C3 179.0(3) . . . . ?
N2 C1 N1 Zn1 177.61(16) . . . . ?
C4 C1 N1 Zn1 -2.9(4) . . . . ?
C2 C3 N1 C1 0.3(3) . . . . ?
C2 C3 N1 Zn1 -178.04(18) . . . . ?
N1 C1 N2 C2 0.6(3) . . . . ?
C4 C1 N2 C2 -179.0(3) . . . . ?
N1 C1 N2 Zn1 -173.35(17) . . . 2 ?
C4 C1 N2 Zn1 7.1(4) . . . 2 ?
C3 C2 N2 C1 -0.3(3) . . . . ?
C3 C2 N2 Zn1 174.55(18) . . . 2 ?
O2 C5 O2 Zn1 5.6(6) 8_565 . . . ?
C8A N3 C6A O3 0.000(1) . . . . ?
C7A N3 C6A O3 180.000(0) . . . . ?
C7B N3 C6B O3 0.000(6) . . . . ?
C8B N3 C6B O3 180.000(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O3 0.96(3) 2.44(3) 3.396(3) 175(2) 2
C3 H3 F3A 0.94(3) 2.56(3) 3.095(5) 116(2) 6_557
O1 H1 O3 0.73(5) 2.18(5) 2.903(4) 166(5) .
C7B H7F N2 0.97 2.74 3.46(6) 131.8 4_656

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_ZIF-318
_database_code_depnum_ccdc_archive 'CCDC 1495488'
_audit_update_record             
;
2017-04-07 deposited with the CCDC.
2017-09-20 downloaded from the CCDC.
;

_vrf_CHEMW03_ALERT_2_A           
;
PROBLEM: The ratio of given/expected molecular weight as
         calculated from the _atom_site* data lies outside
         the range 0.90 <> 1.10
           From the CIF: _cell_formula_units_Z                    8
           From the CIF: _chemical_formula_weight           568.51
           TEST: Calculate formula weight from _atom_site_*
           atom     mass    num     sum
           C        12.01   12.00  144.13
           H         1.01    6.00    6.05
           F        19.00    2.25   42.75
           N        14.01    6.00   84.04
           O        16.00    0.00    0.00
           Zn       65.39    1.50   98.08
           Calculated formula weight              375.05

RESPONSE: These alerts may caused by the difference of the calculated and
          reported formula. The reported formula includes 2 molecules of DMF
          as solvent molecules of the PLATON/SQUEEZE calculation.
          These molecules were not included in the model.
;
_vrf_PLAT430_ALERT_2_A           
;
PROBLEM: Short Inter D...A Contact  N1  ..  N1  ..  2.25 Ang.  

RESPONSE: This value is a normale value for the N..N distance in an imidazole ring. 
;

_audit_creation_method           SHELXL-2014/7

_chemical_name_systematic        
'(2-methyl-imidazolate)-(2-trifluoromethyl-imidazolate)-zinc(II) dimethylformamide solvate'

_chemical_formula_moiety         'C12 H17.5 F4.50 N6 Zn1.50, 2(C3 H7 N O)'
_chemical_formula_sum            'C18 H24.50 F4.50 N8 O2 Zn1.50'
_chemical_formula_weight         568.51

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           217
_space_group_name_H-M_alt        'I -4 3 m'
_space_group_name_Hall           'I -4 2 3'

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

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

_cell_length_a                   17.0786(6)
_cell_length_b                   17.0786(6)
_cell_length_c                   17.0786(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4981.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9050
_cell_measurement_theta_min      1.69
_cell_measurement_theta_max      24.46

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.520
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.8258
_exptl_absorpt_correction_T_max  0.8269
_exptl_absorpt_process_details   'X-AREA (Stoe, 2015)'
_exptl_special_details           
;
 The crystal was embedded in perfluoropolyalkylether oil.
;

_diffrn_ambient_temperature      180(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_measurement_method       'ω scan, δ ω = 1.0 deg'
_diffrn_measurement_details      
; 
 180 frames, 5 min exposure time
;

_diffrn_reflns_number            16222
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.686
_diffrn_reflns_theta_max         24.918
_diffrn_reflns_theta_full        24.918
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995

_reflns_number_total             848
_reflns_number_gt                702
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       'X-AREA (Stoe, 2015)'
_computing_cell_refinement       'X-AREA (Stoe, 2015)'
_computing_data_reduction        'X-RED (Stoe, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  
; 
 SHELXL-2014/7 (Sheldrick, 2014)
 Diamond (Blankenburg, 2015)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0574P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 265 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         848
_refine_ls_number_parameters     48
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1003
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.143
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_refine_special_details          
;
The unit cell contains channels filled with disordered solvent molecules.
In spite of several attempts, no chemically reasonable solution could be
received for the solvent species in the channels of the crystal material.
Very high displacement parameters, high esdimates and partial occupany due
to the disorder make it impossible to determine accurate atomic positions for
that molecules.  PLATON/SQUEEZE calculated a solvent-accessible void volume in
the unit cell of 2269 Å³ (46 % of the total cell volume), corresponding
to 683 electrons (residual electron density after the last refinement cycle)
per cell. This number agrees with about 2 molecules of DMF (2x40x8=640)
per asymmetric unit. The contributions of the disordered solvent species were
inncluded in D(calc), F000 & Mol.Wght. The deposited atom data (cif) reflect
only known cell content.
;

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 0.4909(8) 0.8764(3) 0.8764(3) 0.074(2) Uani 1 2 d S T P . .
C2 C 0.6003(3) 0.8702(4) 0.8140(4) 0.0857(16) Uani 1 1 d . . . . .
H2 H 0.6417 0.8803 0.7783 0.103 Uiso 1 1 calc R U . . .
C3 C 0.4126(5) 0.9056(5) 0.9056(5) 0.092(3) Uani 1 2 d S T P . .
F1 F 0.3701(7) 0.9490(9) 0.8609(7) 0.084(4) Uani 0.25 1 d . . P . .
F2 F 0.4221(10) 0.9674(7) 0.9674(7) 0.090(5) Uani 0.25 2 d S T P . .
N1 N 0.5296(2) 0.9106(3) 0.8173(3) 0.0747(13) Uani 1 1 d . . . . .
Zn1 Zn 0.5000 1.0000 0.7500 0.0717(5) Uani 1 4 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.341(7) . ?
C1 N1 1.341(7) 21 ?
C1 C3 1.510(15) . ?
C2 C2 1.358(12) 21 ?
C2 N1 1.391(7) . ?
C2 H2 0.9500 . ?
C3 F1 1.288(12) . ?
C3 F1 1.288(12) 21 ?
C3 F2 1.502(18) . ?
F2 F2 1.57(3) 2_577 ?
N1 Zn1 1.976(4) . ?
Zn1 N1 1.976(5) 29_466 ?
Zn1 N1 1.976(4) 3_675 ?
Zn1 N1 1.976(5) 31_656 ?

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 N1 114.4(10) . 21 ?
N1 C1 C3 122.8(5) . . ?
N1 C1 C3 122.8(5) 21 . ?
C2 C2 N1 108.8(3) 21 . ?
C2 C2 H2 125.6 21 . ?
N1 C2 H2 125.6 . . ?
F1 C3 F1 111.4(13) . 21 ?
F1 C3 C1 119.5(7) . . ?
F1 C3 C1 119.5(7) 21 . ?
F1 C3 F2 94.2(9) . . ?
F1 C3 F2 94.2(9) 21 . ?
C1 C3 F2 111.6(9) . . ?
C3 F2 F2 173.8(7) . 2_577 ?
C1 N1 C2 104.0(6) . . ?
C1 N1 Zn1 130.4(5) . . ?
C2 N1 Zn1 125.6(4) . . ?
N1 Zn1 N1 109.77(14) 29_466 3_675 ?
N1 Zn1 N1 108.9(3) 29_466 31_656 ?
N1 Zn1 N1 109.77(14) 3_675 31_656 ?
N1 Zn1 N1 109.77(14) 29_466 . ?
N1 Zn1 N1 108.9(3) 3_675 . ?
N1 Zn1 N1 109.77(14) 31_656 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C3 F1 20.5(16) . . . . ?
N1 C1 C3 F1 -163.9(10) 21 . . . ?
N1 C1 C3 F1 163.9(10) . . . 21 ?
N1 C1 C3 F1 -20.5(16) 21 . . 21 ?
N1 C1 C3 F2 -87.8(7) . . . . ?
N1 C1 C3 F2 87.8(7) 21 . . . ?
N1 C1 N1 C2 -0.8(9) 21 . . . ?
C3 C1 N1 C2 175.2(8) . . . . ?
N1 C1 N1 Zn1 -178.7(2) 21 . . . ?
C3 C1 N1 Zn1 -2.8(12) . . . . ?
C2 C2 N1 C1 0.4(5) 21 . . . ?
C2 C2 N1 Zn1 178.5(3) 21 . . . ?

_refine_diff_density_max         0.199
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.057

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.011 -0.005 -0.003 2269 683 ' '
_platon_squeeze_void_probe_radius 1.20

