#------------------------------------------------------------------------------
#$Date: 2018-05-17 23:50:48 +0300 (Thu, 17 May 2018) $
#$Revision: 207837 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/35/4033563.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4033563
loop_
_publ_author_name
'Illán-Cabeza, Nuria A'
'Jiménez-Pulido, Sonia B'
'Hueso-Ureña, Francisco'
'Ramírez-Expósito, María J'
'Sánchez-Sánchez, Purificación'
'Martínez-Martos, José M'
'Moreno-Carretero, Miguel N'
_publ_section_title
;
 Effects on estrogen-dependent and triple negative breast cancer cells
 growth of Ni(II), Zn(II) and Cd(II) complexes with the Schiff base
 derived from pyridine-2-carboxaldehyde and 5,6-diamino-1,3-dimethyluracil
 explored through the renin-angiotensin system (RAS)-regulating
 aminopeptidases.
;
_journal_name_full               'Journal of inorganic biochemistry'
_journal_page_first              52
_journal_page_last               62
_journal_paper_doi               10.1016/j.jinorgbio.2018.04.022
_journal_volume                  185
_journal_year                    2018
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C24 H24 N10 O4 Zn, C O, O'
_chemical_formula_sum            'C25 H24 N10 O6 Zn'
_chemical_formula_weight         625.91
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2017-01-10T10:09:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                112.736(5)
_cell_angle_beta                 92.577(7)
_cell_angle_gamma                105.248(5)
_cell_formula_units_Z            2
_cell_length_a                   10.0738(7)
_cell_length_b                   11.6415(8)
_cell_length_c                   13.3445(9)
_cell_measurement_reflns_used    148
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      3
_cell_measurement_wavelength     0.71073
_cell_volume                     1373.52(18)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.01
_diffrn_orient_matrix_UB_12      0
_diffrn_orient_matrix_UB_13      0
_diffrn_orient_matrix_UB_21      0
_diffrn_orient_matrix_UB_22      0.01
_diffrn_orient_matrix_UB_23      0
_diffrn_orient_matrix_UB_31      0
_diffrn_orient_matrix_UB_32      0
_diffrn_orient_matrix_UB_33      0.01
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_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            33967
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.802
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_T_max  0.8104
_exptl_absorpt_correction_T_min  0.5157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2.10, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.23
_refine_diff_density_max         1.376
_refine_diff_density_min         -1.155
_refine_diff_density_rms         0.1
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6278
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.958
_refine_ls_R_factor_all          0.068
_refine_ls_R_factor_gt           0.0524
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0913P)²+3.5783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.155
_reflns_Friedel_coverage         0
_reflns_number_gt                5196
_reflns_number_total             6278
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            archive_Zn1477.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        1373.52(17)
_cod_database_code               4033563
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
ZN Zn 0.26072(4) 0.37007(3) 0.73131(3) 0.01973(13) Uani 1 1 d . . . . .
C512 C 0.2738(3) 0.4491(3) 0.9753(3) 0.0219(6) Uani 1 1 d . . . . .
N62 N 0.3779(3) 0.2418(3) 0.6999(2) 0.0215(5) Uani 1 1 d . . . . .
O22 O 0.6261(3) 0.0467(2) 0.8496(2) 0.0290(5) Uani 1 1 d . . . . .
O21 O 0.4935(3) 0.7542(2) 0.49506(18) 0.0269(5) Uani 1 1 d . . . . .
O42 O 0.4039(3) 0.3148(2) 1.07456(18) 0.0284(5) Uani 1 1 d . . . . .
C4F1 C -0.1755(3) -0.0062(3) 0.5760(3) 0.0278(7) Uani 1 1 d . . . . .
H4F1 H -0.255695 -0.07712 0.543008 0.033 Uiso 1 1 calc R U . . .
N11 N 0.4580(3) 0.6351(2) 0.5975(2) 0.0213(5) Uani 1 1 d . . . . .
C2F1 C -0.0087(3) 0.1848(3) 0.5790(3) 0.0231(6) Uani 1 1 d . . . . .
C3F2 C 0.1565(3) 0.6240(3) 1.0382(3) 0.0275(7) Uani 1 1 d . . . . .
H3F2 H 0.182405 0.640882 1.11149 0.033 Uiso 1 1 calc R U . . .
C42 C 0.4339(3) 0.2672(3) 0.9807(3) 0.0225(6) Uani 1 1 d . . . . .
C41 C 0.2091(3) 0.4712(3) 0.4512(3) 0.0251(6) Uani 1 1 d . . . . .
C5F2 C 0.0405(4) 0.6653(4) 0.9013(3) 0.0324(8) Uani 1 1 d . . . . .
H5F2 H -0.012748 0.70966 0.881353 0.039 Uiso 1 1 calc R U . . .
C6F2 C 0.0824(3) 0.5696(3) 0.8221(3) 0.0280(7) Uani 1 1 d . . . . .
H6F2 H 0.056767 0.551012 0.748365 0.034 Uiso 1 1 calc R U . . .
C511 C 0.0499(3) 0.2755(3) 0.5294(3) 0.0263(7) Uani 1 1 d . . . . .
N61 N 0.4011(3) 0.5234(3) 0.7126(2) 0.0206(5) Uani 1 1 d . . . . .
C4F2 C 0.0800(4) 0.6934(3) 1.0109(3) 0.0348(8) Uani 1 1 d . . . . .
H4F2 H 0.055157 0.758653 1.065893 0.042 Uiso 1 1 calc R U . . .
N1F1 N 0.0630(3) 0.2057(2) 0.6754(2) 0.0209(5) Uani 1 1 d . . . . .
O41 O 0.1033(3) 0.4026(2) 0.3807(2) 0.0327(6) Uani 1 1 d . . . . .
N31 N 0.3046(3) 0.5724(3) 0.4343(2) 0.0240(6) Uani 1 1 d . . . . .
N12 N 0.5037(3) 0.1406(3) 0.7741(2) 0.0213(5) Uani 1 1 d . . . . .
N1F2 N 0.1578(3) 0.5027(2) 0.8469(2) 0.0209(5) Uani 1 1 d . . . . .
C5F1 C -0.1013(4) 0.0147(3) 0.6741(3) 0.0280(7) Uani 1 1 d . . . . .
H5F1 H -0.130372 -0.04147 0.708354 0.034 Uiso 1 1 calc R U . . .
N51 N 0.1678(3) 0.3639(3) 0.5787(2) 0.0210(5) Uani 1 1 d . . . . .
C3F1 C -0.1297(3) 0.0790(3) 0.5271(3) 0.0277(7) Uani 1 1 d . . . . .
H3F1 H -0.17848 0.066288 0.460872 0.033 Uiso 1 1 calc R U . . .
N52 N 0.3140(3) 0.3716(2) 0.8924(2) 0.0199(5) Uani 1 1 d . . . . .
C52 C 0.3894(3) 0.2887(3) 0.8896(2) 0.0196(6) Uani 1 1 d . . . . .
N32 N 0.5196(3) 0.1854(3) 0.9625(2) 0.0223(5) Uani 1 1 d . . . . .
C21 C 0.4225(3) 0.6596(3) 0.5083(2) 0.0219(6) Uani 1 1 d . . . . .
C62 C 0.4225(3) 0.2230(3) 0.7829(2) 0.0195(6) Uani 1 1 d . . . . .
C2F2 C 0.1941(3) 0.5280(3) 0.9538(3) 0.0221(6) Uani 1 1 d . . . . .
C22 C 0.5538(3) 0.1201(3) 0.8617(3) 0.0233(6) Uani 1 1 d . . . . .
C32 C 0.5796(3) 0.1728(3) 1.0585(3) 0.0259(7) Uani 1 1 d . . . . .
H32A H 0.507456 0.122337 1.082704 0.039 Uiso 1 1 calc R U . . .
H32B H 0.620829 0.258127 1.116872 0.039 Uiso 1 1 calc R U . . .
H32C H 0.649773 0.129778 1.038691 0.039 Uiso 1 1 calc R U . . .
C12 C 0.5267(4) 0.0617(3) 0.6641(3) 0.0277(7) Uani 1 1 d . . . . .
H12A H 0.578527 0.005358 0.669663 0.041 Uiso 1 1 calc R U . . .
H12B H 0.578328 0.118294 0.633332 0.041 Uiso 1 1 calc R U . . .
H12C H 0.438423 0.009705 0.617382 0.041 Uiso 1 1 calc R U . . .
C61 C 0.3721(3) 0.5394(3) 0.6243(2) 0.0198(6) Uani 1 1 d . . . . .
C51 C 0.2456(3) 0.4560(3) 0.5477(2) 0.0213(6) Uani 1 1 d . . . . .
C6F1 C 0.0183(3) 0.1223(3) 0.7206(3) 0.0237(6) Uani 1 1 d . . . . .
H6F1 H 0.069098 0.136116 0.786397 0.028 Uiso 1 1 calc R U . . .
C11 C 0.5879(3) 0.7240(3) 0.6718(3) 0.0249(6) Uani 1 1 d . . . . .
H11A H 0.649325 0.762006 0.632363 0.037 Uiso 1 1 calc R U . . .
H11B H 0.631976 0.676174 0.699841 0.037 Uiso 1 1 calc R U . . .
H11C H 0.567653 0.791941 0.73201 0.037 Uiso 1 1 calc R U . . .
C31 C 0.2751(4) 0.5920(4) 0.3348(3) 0.0331(8) Uani 1 1 d . . . . .
H31A H 0.230391 0.65902 0.351095 0.05 Uiso 1 1 calc R U . . .
H31B H 0.214808 0.511911 0.278617 0.05 Uiso 1 1 calc R U . . .
H31C H 0.360899 0.617998 0.309324 0.05 Uiso 1 1 calc R U . . .
O1W O 0.7988(6) 0.9171(5) 0.9163(5) 0.0619(12) Uani 0.66 1 d . . P . .
O1M O 0.2011(7) 0.9220(7) 0.7370(5) 0.136(3) Uani 1 1 d . U . . .
C2M C 0.2229(7) 0.7923(8) 0.6941(5) 0.082(2) Uani 1 1 d . U . . .
O2W O 0.9560(12) 1.0208(10) 1.1000(9) 0.0619(12) Uani 0.34 1 d . . P . .
H512 H 0.293(4) 0.458(4) 1.048(4) 0.036(11) Uiso 1 1 d . . . . .
H62 H 0.403(4) 0.209(4) 0.644(4) 0.030(11) Uiso 1 1 d . . . . .
H61 H 0.472(5) 0.580(4) 0.757(4) 0.036(11) Uiso 1 1 d . . . . .
H511 H 0.004(4) 0.268(4) 0.468(4) 0.032(10) Uiso 1 1 d . . . . .
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 0 '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 0.006 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
14 -10 -1 0.113
-3 2 0 0.022
-7 -7 -1 0.151
6 6 1 0.147
-1 -1 2 0.228
1 1 -2 0.313
19 -7 -18 0.18
1 12 -1 0.105
-1 -14 1 0.177
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
N62 ZN N61 99.47(11) . .
N62 ZN N51 110.70(10) . .
N61 ZN N51 76.62(10) . .
N62 ZN N52 76.55(10) . .
N61 ZN N52 110.93(10) . .
N51 ZN N52 169.05(10) . .
N62 ZN N1F1 91.33(10) . .
N61 ZN N1F1 151.33(10) . .
N51 ZN N1F1 74.73(10) . .
N52 ZN N1F1 97.35(9) . .
N62 ZN N1F2 150.52(10) . .
N61 ZN N1F2 92.57(10) . .
N51 ZN N1F2 98.20(10) . .
N52 ZN N1F2 74.02(10) . .
N1F1 ZN N1F2 90.75(9) . .
N52 C512 C2F2 117.3(3) . .
N52 C512 H512 124(3) . .
C2F2 C512 H512 119(3) . .
C62 N62 ZN 116.5(2) . .
C62 N62 H62 117(3) . .
ZN N62 H62 126(3) . .
C5F1 C4F1 C3F1 119.5(3) . .
C5F1 C4F1 H4F1 120.2 . .
C3F1 C4F1 H4F1 120.2 . .
C21 N11 C61 123.6(3) . .
C21 N11 C11 116.5(2) . .
C61 N11 C11 119.6(2) . .
N1F1 C2F1 C3F1 121.6(3) . .
N1F1 C2F1 C511 116.5(3) . .
C3F1 C2F1 C511 121.9(3) . .
C4F2 C3F2 C2F2 118.8(3) . .
C4F2 C3F2 H3F2 120.6 . .
C2F2 C3F2 H3F2 120.6 . .
O42 C42 C52 125.3(3) . .
O42 C42 N32 118.3(3) . .
C52 C42 N32 116.3(3) . .
O41 C41 C51 125.8(3) . .
O41 C41 N31 118.4(3) . .
C51 C41 N31 115.8(3) . .
C4F2 C5F2 C6F2 118.3(3) . .
C4F2 C5F2 H5F2 120.8 . .
C6F2 C5F2 H5F2 120.8 . .
N1F2 C6F2 C5F2 122.9(3) . .
N1F2 C6F2 H6F2 118.6 . .
C5F2 C6F2 H6F2 118.6 . .
N51 C511 C2F1 117.6(3) . .
N51 C511 H511 123(3) . .
C2F1 C511 H511 120(3) . .
C61 N61 ZN 116.2(2) . .
C61 N61 H61 116(3) . .
ZN N61 H61 128(3) . .
C3F2 C4F2 C5F2 119.7(3) . .
C3F2 C4F2 H4F2 120.1 . .
C5F2 C4F2 H4F2 120.1 . .
C6F1 N1F1 C2F1 118.8(3) . .
C6F1 N1F1 ZN 127.0(2) . .
C2F1 N1F1 ZN 113.8(2) . .
C21 N31 C41 124.4(3) . .
C21 N31 C31 116.7(3) . .
C41 N31 C31 118.8(3) . .
C22 N12 C62 123.7(3) . .
C22 N12 C12 117.7(3) . .
C62 N12 C12 118.3(3) . .
C6F2 N1F2 C2F2 119.0(3) . .
C6F2 N1F2 ZN 126.5(2) . .
C2F2 N1F2 ZN 113.9(2) . .
C4F1 C5F1 C6F1 118.3(3) . .
C4F1 C5F1 H5F1 120.9 . .
C6F1 C5F1 H5F1 120.9 . .
C511 N51 C51 128.9(3) . .
C511 N51 ZN 117.3(2) . .
C51 N51 ZN 113.84(19) . .
C4F1 C3F1 C2F1 118.8(3) . .
C4F1 C3F1 H3F1 120.6 . .
C2F1 C3F1 H3F1 120.6 . .
C512 N52 C52 129.3(3) . .
C512 N52 ZN 117.6(2) . .
C52 N52 ZN 113.10(19) . .
N52 C52 C42 125.1(3) . .
N52 C52 C62 113.7(3) . .
C42 C52 C62 121.1(3) . .
C22 N32 C42 124.4(3) . .
C22 N32 C32 118.1(3) . .
C42 N32 C32 117.4(3) . .
O21 C21 N31 121.5(3) . .
O21 C21 N11 121.4(3) . .
N31 C21 N11 117.1(3) . .
N62 C62 N12 122.7(3) . .
N62 C62 C52 120.1(3) . .
N12 C62 C52 117.2(3) . .
N1F2 C2F2 C3F2 121.3(3) . .
N1F2 C2F2 C512 116.3(3) . .
C3F2 C2F2 C512 122.4(3) . .
O22 C22 N32 121.9(3) . .
O22 C22 N12 121.2(3) . .
N32 C22 N12 117.0(3) . .
N32 C32 H32A 109.5 . .
N32 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
N32 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
N12 C12 H12A 109.5 . .
N12 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
N12 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N61 C61 N11 123.4(3) . .
N61 C61 C51 120.0(3) . .
N11 C61 C51 116.6(3) . .
N51 C51 C41 124.9(3) . .
N51 C51 C61 113.2(3) . .
C41 C51 C61 121.9(3) . .
N1F1 C6F1 C5F1 123.0(3) . .
N1F1 C6F1 H6F1 118.5 . .
C5F1 C6F1 H6F1 118.5 . .
N11 C11 H11A 109.5 . .
N11 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
N11 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N31 C31 H31A 109.5 . .
N31 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
N31 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
ZN N62 2.071(3) .
ZN N61 2.073(3) .
ZN N51 2.171(3) .
ZN N52 2.185(3) .
ZN N1F1 2.224(3) .
ZN N1F2 2.232(3) .
C512 N52 1.289(4) .
C512 C2F2 1.464(5) .
C512 H512 0.93(4) .
N62 C62 1.292(4) .
N62 H62 0.79(4) .
O22 C22 1.231(4) .
O21 C21 1.227(4) .
O42 C42 1.246(4) .
C4F1 C5F1 1.379(5) .
C4F1 C3F1 1.382(5) .
C4F1 H4F1 0.93 .
N11 C21 1.379(4) .
N11 C61 1.395(4) .
N11 C11 1.465(4) .
C2F1 N1F1 1.349(4) .
C2F1 C3F1 1.399(4) .
C2F1 C511 1.466(5) .
C3F2 C4F2 1.382(5) .
C3F2 C2F2 1.396(4) .
C3F2 H3F2 0.93 .
C42 C52 1.410(4) .
C42 N32 1.409(4) .
C41 O41 1.241(4) .
C41 C51 1.411(4) .
C41 N31 1.412(4) .
C5F2 C4F2 1.383(6) .
C5F2 C6F2 1.383(5) .
C5F2 H5F2 0.93 .
C6F2 N1F2 1.334(4) .
C6F2 H6F2 0.93 .
C511 N51 1.291(4) .
C511 H511 0.89(4) .
N61 C61 1.294(4) .
N61 H61 0.84(5) .
C4F2 H4F2 0.93 .
N1F1 C6F1 1.326(4) .
N31 C21 1.379(4) .
N31 C31 1.463(4) .
N12 C22 1.381(4) .
N12 C62 1.391(4) .
N12 C12 1.468(4) .
N1F2 C2F2 1.352(4) .
C5F1 C6F1 1.394(4) .
C5F1 H5F1 0.93 .
N51 C51 1.365(4) .
C3F1 H3F1 0.93 .
N52 C52 1.367(4) .
C52 C62 1.435(4) .
N32 C22 1.377(4) .
N32 C32 1.465(4) .
C32 H32A 0.96 .
C32 H32B 0.96 .
C32 H32C 0.96 .
C12 H12A 0.96 .
C12 H12B 0.96 .
C12 H12C 0.96 .
C61 C51 1.441(4) .
C6F1 H6F1 0.93 .
C11 H11A 0.96 .
C11 H11B 0.96 .
C11 H11C 0.96 .
C31 H31A 0.96 .
C31 H31B 0.96 .
C31 H31C 0.96 .
O1M C2M 1.475(9) .
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
C4F2 C5F2 C6F2 N1F2 0.6(5) . . . .
N1F1 C2F1 C511 N51 2.9(5) . . . .
C3F1 C2F1 C511 N51 -174.6(3) . . . .
C2F2 C3F2 C4F2 C5F2 1.0(5) . . . .
C6F2 C5F2 C4F2 C3F2 -1.5(5) . . . .
C3F1 C2F1 N1F1 C6F1 1.1(5) . . . .
C511 C2F1 N1F1 C6F1 -176.4(3) . . . .
C3F1 C2F1 N1F1 ZN 174.8(2) . . . .
C511 C2F1 N1F1 ZN -2.7(4) . . . .
O41 C41 N31 C21 176.8(3) . . . .
C51 C41 N31 C21 -4.5(5) . . . .
O41 C41 N31 C31 -0.1(5) . . . .
C51 C41 N31 C31 178.6(3) . . . .
C5F2 C6F2 N1F2 C2F2 0.8(5) . . . .
C5F2 C6F2 N1F2 ZN -169.5(2) . . . .
C3F1 C4F1 C5F1 C6F1 0.0(5) . . . .
C2F1 C511 N51 C51 177.6(3) . . . .
C2F1 C511 N51 ZN -1.6(4) . . . .
C5F1 C4F1 C3F1 C2F1 -0.1(5) . . . .
N1F1 C2F1 C3F1 C4F1 -0.5(5) . . . .
C511 C2F1 C3F1 C4F1 176.9(3) . . . .
C2F2 C512 N52 C52 179.6(3) . . . .
C2F2 C512 N52 ZN 0.9(4) . . . .
C512 N52 C52 C42 3.3(5) . . . .
ZN N52 C52 C42 -177.9(2) . . . .
C512 N52 C52 C62 -176.3(3) . . . .
ZN N52 C52 C62 2.6(3) . . . .
O42 C42 C52 N52 4.3(5) . . . .
N32 C42 C52 N52 -175.3(3) . . . .
O42 C42 C52 C62 -176.1(3) . . . .
N32 C42 C52 C62 4.2(4) . . . .
O42 C42 N32 C22 175.8(3) . . . .
C52 C42 N32 C22 -4.5(4) . . . .
O42 C42 N32 C32 -6.1(4) . . . .
C52 C42 N32 C32 173.5(3) . . . .
C41 N31 C21 O21 -171.9(3) . . . .
C31 N31 C21 O21 5.0(5) . . . .
C41 N31 C21 N11 8.8(5) . . . .
C31 N31 C21 N11 -174.4(3) . . . .
C61 N11 C21 O21 171.4(3) . . . .
C11 N11 C21 O21 -2.9(4) . . . .
C61 N11 C21 N31 -9.2(4) . . . .
C11 N11 C21 N31 176.5(3) . . . .
ZN N62 C62 N12 -179.3(2) . . . .
ZN N62 C62 C52 0.5(4) . . . .
C22 N12 C62 N62 179.3(3) . . . .
C12 N12 C62 N62 -6.6(4) . . . .
C22 N12 C62 C52 -0.5(4) . . . .
C12 N12 C62 C52 173.6(3) . . . .
N52 C52 C62 N62 -2.1(4) . . . .
C42 C52 C62 N62 178.3(3) . . . .
N52 C52 C62 N12 177.6(2) . . . .
C42 C52 C62 N12 -1.9(4) . . . .
C6F2 N1F2 C2F2 C3F2 -1.3(4) . . . .
ZN N1F2 C2F2 C3F2 170.2(2) . . . .
C6F2 N1F2 C2F2 C512 178.5(3) . . . .
ZN N1F2 C2F2 C512 -10.1(3) . . . .
C4F2 C3F2 C2F2 N1F2 0.4(5) . . . .
C4F2 C3F2 C2F2 C512 -179.4(3) . . . .
N52 C512 C2F2 N1F2 6.4(4) . . . .
N52 C512 C2F2 C3F2 -173.8(3) . . . .
C42 N32 C22 O22 -177.9(3) . . . .
C32 N32 C22 O22 4.1(4) . . . .
C42 N32 C22 N12 2.3(4) . . . .
C32 N32 C22 N12 -175.7(3) . . . .
C62 N12 C22 O22 -179.5(3) . . . .
C12 N12 C22 O22 6.3(4) . . . .
C62 N12 C22 N32 0.3(4) . . . .
C12 N12 C22 N32 -173.8(3) . . . .
ZN N61 C61 N11 -177.7(2) . . . .
ZN N61 C61 C51 2.1(4) . . . .
C21 N11 C61 N61 -174.6(3) . . . .
C11 N11 C61 N61 -0.5(5) . . . .
C21 N11 C61 C51 5.6(4) . . . .
C11 N11 C61 C51 179.7(3) . . . .
C511 N51 C51 C41 -0.1(6) . . . .
ZN N51 C51 C41 179.1(3) . . . .
C511 N51 C51 C61 179.7(3) . . . .
ZN N51 C51 C61 -1.1(3) . . . .
O41 C41 C51 N51 -1.2(6) . . . .
N31 C41 C51 N51 -179.8(3) . . . .
O41 C41 C51 C61 179.1(3) . . . .
N31 C41 C51 C61 0.5(5) . . . .
N61 C61 C51 N51 -0.6(4) . . . .
N11 C61 C51 N51 179.3(3) . . . .
N61 C61 C51 C41 179.2(3) . . . .
N11 C61 C51 C41 -1.0(4) . . . .
C2F1 N1F1 C6F1 C5F1 -1.2(5) . . . .
ZN N1F1 C6F1 C5F1 -174.0(2) . . . .
C4F1 C5F1 C6F1 N1F1 0.7(5) . . . .
