# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2302717'
loop_
_audit_author_name
_audit_author_address
'Marko Rodic'
;University of Novi Sad
Serbia
;
_audit_update_record             
;
2023-12-14 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
#exp_code: SS03_2334_s3_ABS_02 

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
"(methyl 3-formyl-4-hydroxybenzoate)(2,2'-bipyridine)tetrafluoroboratecopper(II)"
_chemical_name_common            
"(methyl 3-formyl-4-hydroxybenzoate)(2,2'-bipyridine)tetrafluoroboratecopper(II)"
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H15 B Cu F4 N2 O4'
_chemical_formula_sum            'C19 H15 B Cu F4 N2 O4'
_chemical_formula_weight         485.68

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'
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'
B B 0.0013 0.0007 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.1227(2)
_cell_length_b                   10.2404(2)
_cell_length_c                   11.1777(2)
_cell_angle_alpha                102.877(2)
_cell_angle_beta                 104.810(2)
_cell_angle_gamma                92.033(2)
_cell_volume                     979.40(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    7182
_cell_measurement_theta_min      2.4590
_cell_measurement_theta_max      28.4160

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.725
_exptl_crystal_size_mid          0.425
_exptl_crystal_size_min          0.148
_exptl_absorpt_coefficient_mu    1.182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 16.3280
_diffrn_reflns_number            16006
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.050
_diffrn_reflns_theta_max         26.365
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4009
_reflns_number_gt                3652
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2020)'
_computing_publication_material  'PLATON (Spek, 2009)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+0.4736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4009
_refine_ls_number_parameters     309
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.70557(3) 0.40868(3) 0.68470(2) 0.04501(11) Uani 1 1 d . . . . .
B1 B 0.5868(3) 0.1672(3) 0.8324(3) 0.0549(6) Uani 1 1 d D . . . .
F1 F 0.4741(2) 0.1189(2) 0.72191(19) 0.0964(6) Uani 1 1 d D . . . .
F2A F 0.6267(10) 0.2985(5) 0.8379(8) 0.0745(17) Uani 0.61(2) 1 d D . P A 1
F3A F 0.7125(7) 0.0993(8) 0.8226(13) 0.121(3) Uani 0.61(2) 1 d D . P A 1
F4A F 0.5426(15) 0.1535(12) 0.9320(6) 0.127(3) Uani 0.61(2) 1 d D . P A 1
F2B F 0.667(2) 0.2859(12) 0.8326(11) 0.087(4) Uani 0.39(2) 1 d D . P A 2
F3B F 0.6793(17) 0.0814(11) 0.8690(15) 0.127(4) Uani 0.39(2) 1 d D . P A 2
F4B F 0.5177(14) 0.207(2) 0.9306(11) 0.129(5) Uani 0.39(2) 1 d D . P A 2
O1 O 0.65927(18) 0.23992(17) 0.55455(16) 0.0553(4) Uani 1 1 d . . . . .
O2 O 0.50709(17) 0.46159(15) 0.63439(15) 0.0502(4) Uani 1 1 d . . . . .
O3 O -0.0302(2) 0.03500(18) 0.2592(2) 0.0769(6) Uani 1 1 d . . . . .
O4 O -0.14256(18) 0.22340(17) 0.29641(17) 0.0601(4) Uani 1 1 d . . . . .
N1 N 0.7775(2) 0.58237(17) 0.81217(16) 0.0451(4) Uani 1 1 d . . . . .
N2 N 0.9253(2) 0.38161(18) 0.73828(17) 0.0466(4) Uani 1 1 d . . . . .
C1 C 0.5280(3) 0.1919(2) 0.4898(2) 0.0506(5) Uani 1 1 d . . . . .
H1 H 0.518628 0.104704 0.439709 0.061 Uiso 1 1 calc R U . . .
C2 C 0.3922(2) 0.2548(2) 0.48390(19) 0.0434(4) Uani 1 1 d . . . . .
C3 C 0.3886(2) 0.3889(2) 0.55297(19) 0.0424(4) Uani 1 1 d . . . . .
C4 C 0.2484(2) 0.4458(2) 0.5308(2) 0.0470(5) Uani 1 1 d . . . . .
H4 H 0.244391 0.535208 0.570357 0.056 Uiso 1 1 calc R U . . .
C5 C 0.1185(3) 0.3711(2) 0.4517(2) 0.0466(5) Uani 1 1 d . . . . .
H5 H 0.027377 0.410766 0.438935 0.056 Uiso 1 1 calc R U . . .
C6 C 0.1192(2) 0.2354(2) 0.38911(19) 0.0441(5) Uani 1 1 d . . . . .
C7 C 0.2548(3) 0.1804(2) 0.4038(2) 0.0461(5) Uani 1 1 d . . . . .
H7 H 0.257085 0.092122 0.360251 0.055 Uiso 1 1 calc R U . . .
C8 C -0.0227(3) 0.1523(2) 0.3084(2) 0.0491(5) Uani 1 1 d . . . . .
C9 C -0.2868(3) 0.1498(3) 0.2201(3) 0.0812(9) Uani 1 1 d . . . . .
H9A H -0.281978 0.116808 0.133891 0.122 Uiso 1 1 calc R U . . .
H9B H -0.366506 0.208446 0.221297 0.122 Uiso 1 1 calc R U . . .
H9C H -0.307636 0.075357 0.254376 0.122 Uiso 1 1 calc R U . . .
C10 C 0.6903(3) 0.6790(2) 0.8442(2) 0.0565(6) Uani 1 1 d . . . . .
H10 H 0.585661 0.664828 0.807127 0.068 Uiso 1 1 calc R U . . .
C11 C 0.7504(3) 0.7986(3) 0.9302(3) 0.0653(7) Uani 1 1 d . . . . .
H11 H 0.687317 0.864478 0.950811 0.078 Uiso 1 1 calc R U . . .
C12 C 0.9030(3) 0.8196(3) 0.9848(2) 0.0657(7) Uani 1 1 d . . . . .
H12 H 0.945200 0.900152 1.043392 0.079 Uiso 1 1 calc R U . . .
C13 C 0.9960(3) 0.7206(3) 0.9529(2) 0.0596(6) Uani 1 1 d . . . . .
H13 H 1.100731 0.733569 0.989511 0.071 Uiso 1 1 calc R U . . .
C14 C 0.9290(2) 0.6021(2) 0.86542(19) 0.0448(5) Uani 1 1 d . . . . .
C15 C 1.0134(2) 0.4880(2) 0.8231(2) 0.0464(5) Uani 1 1 d . . . . .
C16 C 1.1688(3) 0.4866(3) 0.8661(2) 0.0607(6) Uani 1 1 d . . . . .
H16 H 1.228184 0.561108 0.923850 0.073 Uiso 1 1 calc R U . . .
C17 C 1.2353(3) 0.3731(3) 0.8224(3) 0.0664(7) Uani 1 1 d . . . . .
H17 H 1.340179 0.370780 0.849755 0.080 Uiso 1 1 calc R U . . .
C18 C 1.1465(3) 0.2651(3) 0.7391(3) 0.0651(7) Uani 1 1 d . . . . .
H18 H 1.189627 0.187427 0.710086 0.078 Uiso 1 1 calc R U . . .
C19 C 0.9918(3) 0.2715(3) 0.6981(3) 0.0576(6) Uani 1 1 d . . . . .
H19 H 0.931494 0.197210 0.640702 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.8903(15) . ?
Cu1 O1 1.9481(16) . ?
Cu1 N1 1.9834(17) . ?
Cu1 N2 1.9886(18) . ?
Cu1 F2B 2.374(9) . ?
B1 F3B 1.299(9) . ?
B1 F4A 1.310(7) . ?
B1 F2A 1.364(6) . ?
B1 F1 1.367(3) . ?
B1 F3A 1.378(6) . ?
B1 F4B 1.392(9) . ?
B1 F2B 1.394(9) . ?
O1 C1 1.248(3) . ?
O2 C3 1.299(2) . ?
O3 C8 1.196(3) . ?
O4 C8 1.330(3) . ?
O4 C9 1.448(3) . ?
N1 C10 1.336(3) . ?
N1 C14 1.346(3) . ?
N2 C19 1.343(3) . ?
N2 C15 1.349(3) . ?
C1 C2 1.410(3) . ?
C1 H1 0.9300 . ?
C2 C7 1.417(3) . ?
C2 C3 1.423(3) . ?
C3 C4 1.411(3) . ?
C4 C5 1.367(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.411(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.364(3) . ?
C6 C8 1.482(3) . ?
C7 H7 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.372(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.358(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.479(3) . ?
C15 C16 1.377(3) . ?
C16 C17 1.380(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.356(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.376(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O1 93.60(6) . . ?
O2 Cu1 N1 91.82(7) . . ?
O1 Cu1 N1 172.84(7) . . ?
O2 Cu1 N2 171.23(7) . . ?
O1 Cu1 N2 92.50(7) . . ?
N1 Cu1 N2 81.61(7) . . ?
O2 Cu1 F2B 98.8(5) . . ?
O1 Cu1 F2B 88.1(3) . . ?
N1 Cu1 F2B 95.7(3) . . ?
N2 Cu1 F2B 87.7(5) . . ?
F4A B1 F2A 112.1(6) . . ?
F3B B1 F1 116.0(7) . . ?
F4A B1 F1 111.4(5) . . ?
F2A B1 F1 107.2(4) . . ?
F4A B1 F3A 111.4(5) . . ?
F2A B1 F3A 106.5(5) . . ?
F1 B1 F3A 107.8(4) . . ?
F3B B1 F4B 104.8(7) . . ?
F1 B1 F4B 107.8(7) . . ?
F3B B1 F2B 111.2(8) . . ?
F1 B1 F2B 112.5(5) . . ?
F4B B1 F2B 103.3(8) . . ?
B1 F2B Cu1 138.8(7) . . ?
C1 O1 Cu1 124.21(15) . . ?
C3 O2 Cu1 127.01(14) . . ?
C8 O4 C9 115.9(2) . . ?
C10 N1 C14 119.4(2) . . ?
C10 N1 Cu1 125.79(16) . . ?
C14 N1 Cu1 114.80(15) . . ?
C19 N2 C15 118.5(2) . . ?
C19 N2 Cu1 126.96(17) . . ?
C15 N2 Cu1 114.49(15) . . ?
O1 C1 C2 127.3(2) . . ?
O1 C1 H1 116.3 . . ?
C2 C1 H1 116.3 . . ?
C1 C2 C7 117.68(19) . . ?
C1 C2 C3 122.9(2) . . ?
C7 C2 C3 119.4(2) . . ?
O2 C3 C4 118.45(19) . . ?
O2 C3 C2 123.7(2) . . ?
C4 C3 C2 117.90(19) . . ?
C5 C4 C3 120.8(2) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.6(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C7 C6 C5 118.61(19) . . ?
C7 C6 C8 119.7(2) . . ?
C5 C6 C8 121.7(2) . . ?
C6 C7 C2 121.4(2) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O3 C8 O4 123.3(2) . . ?
O3 C8 C6 124.5(2) . . ?
O4 C8 C6 112.11(19) . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 122.0(2) . . ?
N1 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 119.8(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 118.4(2) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
N1 C14 C13 121.2(2) . . ?
N1 C14 C15 114.49(19) . . ?
C13 C14 C15 124.3(2) . . ?
N2 C15 C16 121.4(2) . . ?
N2 C15 C14 114.47(19) . . ?
C16 C15 C14 124.1(2) . . ?
C15 C16 C17 119.2(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 119.5(2) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
N2 C19 C18 122.0(2) . . ?
N2 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?

_refine_diff_density_max         0.523
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.048


# start Validation Reply Form
_vrf_PLAT242_1                   
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         B1 Check 
RESPONSE: The BF4- anion is disordered so fluorine atoms have naturally
larger displacement parameters when compared to boron atom.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2302718'
loop_
_audit_author_name
_audit_author_address
'Marko Rodic'
;University of Novi Sad
Serbia
;
_audit_update_record             
;
2023-12-14 deposited with the CCDC.	2023-12-21 downloaded from the CCDC.
;
#exp_code: data_shelxt_a_sq 

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
'(methyl 3-formyl-4-hydroxybenzoate)(1,10-phenanthroline)aquacopper(II) tetrafluoroborate monohydrate'
_chemical_name_common            
'(methyl 3-formyl-4-hydroxybenzoate)(1,10-phenanthroline)aquacopper(II) tetrafluoroborate monohydrate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H17 Cu N2 O5, B F4, H2 O'
_chemical_formula_sum            'C21 H19 B Cu F4 N2 O6'
_chemical_formula_weight         545.73

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.8478(6)
_cell_length_b                   16.7632(3)
_cell_length_c                   13.8843(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.192(3)
_cell_angle_gamma                90
_cell_volume                     4458.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6194
_cell_measurement_theta_min      3.0300
_cell_measurement_theta_max      28.7790

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_F_000             2216
_exptl_crystal_size_max          0.556
_exptl_crystal_size_mid          0.435
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    1.055
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93584
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
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. 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3280
_diffrn_reflns_number            17134
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.017
_diffrn_reflns_theta_max         29.237
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5285
_reflns_number_gt                4392
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 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. 
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2020)'
_computing_publication_material  'PLATON (Spek, 2009)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0522P)²+3.7479P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5285
_refine_ls_number_parameters     336
_refine_ls_number_restraints     35
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.29753(2) 0.40356(2) 0.39170(2) 0.03908(10) Uani 1 1 d . . . . .
F1 F 0.44456(12) 0.32601(16) 0.2447(2) 0.1289(9) Uani 1 1 d . . . . .
F2 F 0.48852(12) 0.23288(11) 0.16736(14) 0.0991(7) Uani 1 1 d . . . . .
O1 O 0.38360(8) 0.34908(9) 0.46032(12) 0.0479(4) Uani 1 1 d . . . . .
O2 O 0.24422(8) 0.30855(8) 0.36507(12) 0.0452(3) Uani 1 1 d . . . . .
O3 O 0.28979(9) -0.06511(10) 0.42151(13) 0.0541(4) Uani 1 1 d . . . . .
O4 O 0.39670(9) -0.01737(9) 0.49137(12) 0.0522(4) Uani 1 1 d . . . . .
O5 O 0.32748(10) 0.41170(13) 0.24336(14) 0.0644(5) Uani 1 1 d D . . . .
H5A H 0.2995(12) 0.4119(18) 0.1885(11) 0.077 Uiso 1 1 d D U . . .
H5B H 0.3604(10) 0.3845(16) 0.238(2) 0.077 Uiso 1 1 d D U . . .
N1 N 0.34020(10) 0.51029(10) 0.43687(14) 0.0436(4) Uani 1 1 d . . . . .
N2 N 0.21253(9) 0.47058(10) 0.33522(12) 0.0373(4) Uani 1 1 d . . . . .
C1 C 0.38917(12) 0.27540(13) 0.47283(16) 0.0443(5) Uani 1 1 d . . . . .
H1 H 0.433004 0.256489 0.506833 0.053 Uiso 1 1 calc R U . . .
C2 C 0.33602(11) 0.21735(12) 0.44090(14) 0.0371(4) Uani 1 1 d . . . . .
C3 C 0.26574(11) 0.23675(12) 0.38920(14) 0.0374(4) Uani 1 1 d . . . . .
C4 C 0.21755(11) 0.17255(12) 0.36258(16) 0.0423(5) Uani 1 1 d . . . . .
H4 H 0.171158 0.183468 0.330488 0.051 Uiso 1 1 calc R U . . .
C5 C 0.23784(12) 0.09574(12) 0.38303(16) 0.0418(5) Uani 1 1 d . . . . .
H5 H 0.205126 0.055144 0.363890 0.050 Uiso 1 1 calc R U . . .
C6 C 0.30802(11) 0.07577(12) 0.43309(15) 0.0385(4) Uani 1 1 d . . . . .
C7 C 0.35510(11) 0.13661(12) 0.46204(15) 0.0395(4) Uani 1 1 d . . . . .
H7 H 0.400797 0.124521 0.496473 0.047 Uiso 1 1 calc R U . . .
C8 C 0.32895(12) -0.00860(12) 0.44739(15) 0.0408(4) Uani 1 1 d . . . . .
C9 C 0.42373(16) -0.09769(14) 0.5017(2) 0.0633(7) Uani 1 1 d . . . . .
H9A H 0.472541 -0.096674 0.535622 0.095 Uiso 1 1 calc R U . . .
H9B H 0.417511 -0.120972 0.436747 0.095 Uiso 1 1 calc R U . . .
H9C H 0.399142 -0.128884 0.539480 0.095 Uiso 1 1 calc R U . . .
C10 C 0.40463(14) 0.52738(15) 0.4900(2) 0.0589(6) Uani 1 1 d . . . . .
H10 H 0.435623 0.485883 0.513780 0.071 Uiso 1 1 calc R U . . .
C11 C 0.42705(16) 0.60606(17) 0.5111(3) 0.0724(8) Uani 1 1 d . . . . .
H11 H 0.472363 0.616462 0.548643 0.087 Uiso 1 1 calc R U . . .
C12 C 0.38216(16) 0.66752(15) 0.4764(2) 0.0690(8) Uani 1 1 d . . . . .
H12 H 0.396997 0.719917 0.490063 0.083 Uiso 1 1 calc R U . . .
C13 C 0.31365(14) 0.65188(13) 0.42030(18) 0.0495(5) Uani 1 1 d . . . . .
C14 C 0.26159(16) 0.71126(14) 0.3815(2) 0.0585(6) Uani 1 1 d . . . . .
H14 H 0.273070 0.764902 0.392166 0.070 Uiso 1 1 calc R U . . .
C15 C 0.19662(15) 0.69110(14) 0.32999(19) 0.0546(6) Uani 1 1 d . . . . .
H15 H 0.164055 0.731092 0.306054 0.066 Uiso 1 1 calc R U . . .
C16 C 0.17634(12) 0.60909(13) 0.31112(16) 0.0434(5) Uani 1 1 d . . . . .
C17 C 0.10966(13) 0.58270(15) 0.25890(17) 0.0494(5) Uani 1 1 d . . . . .
H17 H 0.074686 0.619545 0.232397 0.059 Uiso 1 1 calc R U . . .
C18 C 0.09614(12) 0.50293(14) 0.24701(17) 0.0475(5) Uani 1 1 d . . . . .
H18 H 0.051957 0.485328 0.212600 0.057 Uiso 1 1 calc R U . . .
C19 C 0.14915(11) 0.44764(13) 0.28688(15) 0.0426(5) Uani 1 1 d . . . . .
H19 H 0.139344 0.393419 0.279024 0.051 Uiso 1 1 calc R U . . .
C20 C 0.22622(11) 0.55011(12) 0.34774(14) 0.0370(4) Uani 1 1 d . . . . .
C21 C 0.29511(11) 0.57114(13) 0.40253(15) 0.0410(5) Uani 1 1 d . . . . .
B1 B 0.500000 0.2795(2) 0.250000 0.0485(8) Uani 1 2 d S T P . .
B2 B 0.000000 0.2925(2) 0.250000 0.0682(9) Uani 1 2 d DS T P . .
F3A F 0.0559(3) 0.2496(5) 0.2839(10) 0.180(5) Uani 0.538(15) 1 d D . P A 1
F4A F -0.0047(6) 0.3394(5) 0.3248(5) 0.186(5) Uani 0.538(15) 1 d D . P A 1
F3B F 0.0211(6) 0.3381(3) 0.3298(2) 0.117(3) Uani 0.462(15) 1 d D . P A 2
F4B F -0.0524(3) 0.2475(3) 0.2597(8) 0.204(7) Uani 0.462(15) 1 d D . P A 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
Cu1 O2 1.8941(15) . ?
Cu1 O1 1.9511(15) . ?
Cu1 N2 2.0074(17) . ?
Cu1 N1 2.0083(18) . ?
Cu1 O5 2.2925(18) . ?
F1 B1 1.335(3) . ?
F2 B1 1.357(3) . ?
O1 C1 1.248(3) . ?
O2 C3 1.292(2) . ?
O3 C8 1.218(3) . ?
O4 C8 1.331(3) . ?
O4 C9 1.443(3) . ?
O5 H5A 0.816(5) . ?
O5 H5B 0.815(5) . ?
N1 C10 1.329(3) . ?
N1 C21 1.358(3) . ?
N2 C19 1.318(3) . ?
N2 C20 1.363(3) . ?
C1 C2 1.418(3) . ?
C1 H1 0.9300 . ?
C2 C7 1.415(3) . ?
C2 C3 1.429(3) . ?
C3 C4 1.423(3) . ?
C4 C5 1.357(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.424(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.370(3) . ?
C6 C8 1.473(3) . ?
C7 H7 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.398(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.365(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.403(4) . ?
C12 H12 0.9300 . ?
C13 C21 1.407(3) . ?
C13 C14 1.434(4) . ?
C14 C15 1.344(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.437(3) . ?
C15 H15 0.9300 . ?
C16 C20 1.397(3) . ?
C16 C17 1.404(3) . ?
C17 C18 1.365(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.403(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.424(3) . ?
B2 F3A 1.302(6) 2 ?
B2 F3A 1.302(6) . ?
B2 F4B 1.320(4) . ?
B2 F4B 1.320(4) 2 ?
B2 F3B 1.321(3) . ?
B2 F3B 1.321(3) 2 ?
B2 F4A 1.325(6) . ?
B2 F4A 1.325(6) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O1 94.28(6) . . ?
O2 Cu1 N2 91.43(6) . . ?
O1 Cu1 N2 172.45(7) . . ?
O2 Cu1 N1 168.04(7) . . ?
O1 Cu1 N1 91.20(7) . . ?
N2 Cu1 N1 82.29(7) . . ?
O2 Cu1 O5 97.92(8) . . ?
O1 Cu1 O5 93.82(7) . . ?
N2 Cu1 O5 90.28(7) . . ?
N1 Cu1 O5 92.30(8) . . ?
C1 O1 Cu1 124.44(15) . . ?
C3 O2 Cu1 127.09(14) . . ?
C8 O4 C9 117.0(2) . . ?
Cu1 O5 H5A 124(2) . . ?
Cu1 O5 H5B 117(2) . . ?
H5A O5 H5B 106(2) . . ?
C10 N1 C21 118.8(2) . . ?
C10 N1 Cu1 129.12(16) . . ?
C21 N1 Cu1 111.98(15) . . ?
C19 N2 C20 118.82(18) . . ?
C19 N2 Cu1 128.88(15) . . ?
C20 N2 Cu1 112.25(13) . . ?
O1 C1 C2 127.1(2) . . ?
O1 C1 H1 116.4 . . ?
C2 C1 H1 116.4 . . ?
C7 C2 C1 117.04(19) . . ?
C7 C2 C3 119.65(19) . . ?
C1 C2 C3 123.31(18) . . ?
O2 C3 C4 118.91(19) . . ?
O2 C3 C2 123.72(19) . . ?
C4 C3 C2 117.36(18) . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 121.6(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C7 C6 C5 118.22(19) . . ?
C7 C6 C8 121.9(2) . . ?
C5 C6 C8 119.79(19) . . ?
C6 C7 C2 121.7(2) . . ?
C6 C7 H7 119.1 . . ?
C2 C7 H7 119.1 . . ?
O3 C8 O4 122.62(19) . . ?
O3 C8 C6 124.8(2) . . ?
O4 C8 C6 112.54(19) . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 121.8(2) . . ?
N1 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C12 C11 C10 119.7(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.2(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C21 116.6(2) . . ?
C12 C13 C14 125.2(2) . . ?
C21 C13 C14 118.2(2) . . ?
C15 C14 C13 121.5(2) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 121.4(2) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C20 C16 C17 116.6(2) . . ?
C20 C16 C15 118.2(2) . . ?
C17 C16 C15 125.2(2) . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 119.7(2) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
N2 C19 C18 121.7(2) . . ?
N2 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
N2 C20 C16 123.2(2) . . ?
N2 C20 C21 116.22(18) . . ?
C16 C20 C21 120.59(19) . . ?
N1 C21 C13 122.9(2) . . ?
N1 C21 C20 116.98(19) . . ?
C13 C21 C20 120.1(2) . . ?
F1 B1 F1 108.5(4) 2_655 . ?
F1 B1 F2 109.65(15) 2_655 2_655 ?
F1 B1 F2 109.66(16) . 2_655 ?
F1 B1 F2 109.65(16) 2_655 . ?
F1 B1 F2 109.65(15) . . ?
F2 B1 F2 109.7(3) 2_655 . ?
F3A B2 F3A 113.0(9) 2 . ?
F3A B2 F4B 105.5(5) 2 2 ?
F3A B2 F4B 26.1(7) . 2 ?
F4B B2 F3B 109.30(10) . . ?
F4B B2 F3B 109.35(10) 2 . ?
F3A B2 F3B 87.9(6) 2 2 ?
F3A B2 F3B 132.5(7) . 2 ?
F3A B2 F4A 112.5(6) 2 . ?
F3A B2 F4A 105.8(5) . . ?
F3A B2 F4A 105.8(5) 2 2 ?
F3A B2 F4A 112.5(6) . 2 ?
F4A B2 F4A 107.1(10) . 2 ?

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
O1 Cu1 O2 C3 -0.15(18) . . . . ?
N2 Cu1 O2 C3 -175.20(17) . . . . ?
N1 Cu1 O2 C3 -117.2(3) . . . . ?
O5 Cu1 O2 C3 94.31(18) . . . . ?
Cu1 O1 C1 C2 0.1(3) . . . . ?
O1 C1 C2 C7 178.8(2) . . . . ?
O1 C1 C2 C3 -1.0(4) . . . . ?
Cu1 O2 C3 C4 179.95(14) . . . . ?
Cu1 O2 C3 C2 -0.6(3) . . . . ?
C7 C2 C3 O2 -178.49(18) . . . . ?
C1 C2 C3 O2 1.3(3) . . . . ?
C7 C2 C3 C4 0.9(3) . . . . ?
C1 C2 C3 C4 -179.28(19) . . . . ?
O2 C3 C4 C5 177.7(2) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C7 1.0(3) . . . . ?
C4 C5 C6 C8 -175.62(19) . . . . ?
C5 C6 C7 C2 -1.8(3) . . . . ?
C8 C6 C7 C2 174.76(18) . . . . ?
C1 C2 C7 C6 -178.97(19) . . . . ?
C3 C2 C7 C6 0.8(3) . . . . ?
C9 O4 C8 O3 4.1(3) . . . . ?
C9 O4 C8 C6 -175.19(19) . . . . ?
C7 C6 C8 O3 -178.5(2) . . . . ?
C5 C6 C8 O3 -2.0(3) . . . . ?
C7 C6 C8 O4 0.7(3) . . . . ?
C5 C6 C8 O4 177.22(17) . . . . ?
C21 N1 C10 C11 -0.1(4) . . . . ?
Cu1 N1 C10 C11 176.8(2) . . . . ?
N1 C10 C11 C12 -0.2(5) . . . . ?
C10 C11 C12 C13 0.4(5) . . . . ?
C11 C12 C13 C21 -0.2(4) . . . . ?
C11 C12 C13 C14 178.9(3) . . . . ?
C12 C13 C14 C15 -178.6(3) . . . . ?
C21 C13 C14 C15 0.4(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
C14 C15 C16 C20 -0.1(3) . . . . ?
C14 C15 C16 C17 179.5(2) . . . . ?
C20 C16 C17 C18 0.7(3) . . . . ?
C15 C16 C17 C18 -178.9(2) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C20 N2 C19 C18 1.0(3) . . . . ?
Cu1 N2 C19 C18 -176.27(15) . . . . ?
C17 C18 C19 N2 -0.7(3) . . . . ?
C19 N2 C20 C16 -0.5(3) . . . . ?
Cu1 N2 C20 C16 177.21(15) . . . . ?
C19 N2 C20 C21 178.58(17) . . . . ?
Cu1 N2 C20 C21 -3.7(2) . . . . ?
C17 C16 C20 N2 -0.3(3) . . . . ?
C15 C16 C20 N2 179.25(19) . . . . ?
C17 C16 C20 C21 -179.36(18) . . . . ?
C15 C16 C20 C21 0.2(3) . . . . ?
C10 N1 C21 C13 0.3(3) . . . . ?
Cu1 N1 C21 C13 -177.14(16) . . . . ?
C10 N1 C21 C20 -178.7(2) . . . . ?
Cu1 N1 C21 C20 3.8(2) . . . . ?
C12 C13 C21 N1 -0.1(3) . . . . ?
C14 C13 C21 N1 -179.3(2) . . . . ?
C12 C13 C21 C20 178.9(2) . . . . ?
C14 C13 C21 C20 -0.3(3) . . . . ?
N2 C20 C21 N1 -0.1(3) . . . . ?
C16 C20 C21 N1 179.02(18) . . . . ?
N2 C20 C21 C13 -179.13(18) . . . . ?
C16 C20 C21 C13 0.0(3) . . . . ?

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
_geom_hbond_publ_flag
O5 H5B F1 0.815(5) 1.919(7) 2.728(3) 172(3) . yes

_refine_diff_density_max         0.384
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.051



# SQUEEZE RESULTS (Version =  10421)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 1.000 0.057 0.250 85 17 '2(H2 O)'
2 0.500 0.557 0.250 85 17 '2(H2 O)'
3 0.500 0.443 0.750 85 17 '2(H2 O)'
4 1.000 0.943 0.750 85 17 '2(H2 O)'
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
_refine_special_details          SQUEEZE
