#------------------------------------------------------------------------------
#$Date: 2022-03-03 01:52:16 +0200 (Thu, 03 Mar 2022) $
#$Revision: 273212 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/96/7709631.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_7709631
loop_
_publ_author_name
'Icsel, Ceyda'
'Yilmaz, Veysel T.'
'Aygün, Muhittin'
'Erkisa, merve'
'Ulukaya, Engin'
_publ_section_title
;
 Novel 5-fluorouracil complexes of Zn(II) with pyridine-based ligands as
 potential anticancer agents
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04070G
_journal_year                    2022
_chemical_formula_moiety         'C23 H15 F2 N7 O4 Zn, H2 O'
_chemical_formula_sum            'C23 H17 F2 N7 O5 Zn'
_chemical_formula_weight         574.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-04
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2021-11-26 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                107.595(12)
_cell_angle_beta                 107.564(12)
_cell_angle_gamma                102.307(11)
_cell_formula_units_Z            2
_cell_length_a                   9.3416(12)
_cell_length_b                   11.2656(15)
_cell_length_c                   12.8923(17)
_cell_measurement_reflns_used    2051
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.3710
_cell_measurement_theta_min      3.6440
_cell_volume                     1161.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0667
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  47.00   1.00   15.17    --   17.28 -77.00-150.00   98
  2  ω     -4.00  84.00   1.00   15.17    --   17.28  77.00  60.00   88
  3  ω    -24.00  39.00   1.00   15.17    --   17.28 -57.00 -60.00   63
  4  ω    -83.00 -24.00   1.00   15.17    --  -19.31 -57.00 120.00   59
  5  ω    -39.00  35.00   1.00   15.17    --  -19.31  57.00 -60.00   74
  6  ω     -5.00  23.00   1.00   15.17    --  -19.31 -99.00  90.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0494184000
_diffrn_orient_matrix_UB_12      0.0570952000
_diffrn_orient_matrix_UB_13      -0.0003294000
_diffrn_orient_matrix_UB_21      -0.0671538000
_diffrn_orient_matrix_UB_22      0.0041056000
_diffrn_orient_matrix_UB_23      -0.0411109000
_diffrn_orient_matrix_UB_31      -0.0138728000
_diffrn_orient_matrix_UB_32      0.0404640000
_diffrn_orient_matrix_UB_33      0.0474383000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8765
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_min         3.056
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.125
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_description       prism
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0465
_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)+(0.0513P)²+0.3509P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1173
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3410
_reflns_number_total             4402
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04070g2.cif
_cod_data_source_block           Compound_V
_cod_database_code               7709631
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H17 N7 O5 F2 Zn'
_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.
;
_shelx_estimated_absorpt_t_max   0.840
_shelx_estimated_absorpt_t_min   0.603
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 N5(H5), N7(H7), C1(H1), C2(H2), C3(H3), C4(H4), C7(H7A), C8(H8), C9(H9),
 C12(H12), C13(H13), C14(H14), C15(H15), C19(H19), C23(H23)
;
_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 1.359
_oxdiff_exptl_absorpt_empirical_full_min 0.823
loop_
_space_group_symop_operation_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
Zn1 Zn 0.46081(5) 0.29418(4) 0.74818(3) 0.03424(15) Uani 1 1 d . . . . .
F1 F 0.5610(3) 0.1733(3) 1.1286(2) 0.0886(10) Uani 1 1 d . . . . .
F2 F 0.1101(3) 0.5971(3) 0.6651(3) 0.0859(10) Uani 1 1 d . . . . .
O1 O 0.7743(3) 0.2468(3) 0.8060(2) 0.0460(7) Uani 1 1 d . . . . .
O2 O 0.8111(4) 0.0929(4) 1.0958(3) 0.0712(10) Uani 1 1 d . . . . .
O3 O 0.2151(3) 0.2552(3) 0.8612(2) 0.0499(7) Uani 1 1 d . . . . .
O4 O 0.3255(3) 0.4767(3) 0.6382(3) 0.0568(8) Uani 1 1 d . . . . .
N1 N 0.3129(4) 0.0800(3) 0.6531(3) 0.0388(7) Uani 1 1 d . . . . .
N2 N 0.4640(3) 0.2374(3) 0.5793(2) 0.0333(7) Uani 1 1 d . . . . .
N3 N 0.6330(3) 0.4665(3) 0.7572(3) 0.0380(7) Uani 1 1 d . . . . .
N4 N 0.5947(3) 0.2671(3) 0.8902(2) 0.0371(7) Uani 1 1 d . . . . .
N5 N 0.7862(4) 0.1710(3) 0.9505(3) 0.0414(8) Uani 1 1 d . . . . .
H5 H 0.863649 0.146404 0.940079 0.050 Uiso 1 1 calc R U . . .
N6 N 0.2867(3) 0.3737(3) 0.7596(2) 0.0326(7) Uani 1 1 d . . . . .
N7 N 0.0725(4) 0.3839(3) 0.8179(3) 0.0449(8) Uani 1 1 d . . . . .
H7 H 0.011856 0.357946 0.851013 0.054 Uiso 1 1 calc R U . . .
C1 C 0.7047(5) 0.5822(4) 0.8481(4) 0.0498(10) Uani 1 1 d . . . . .
H1 H 0.699147 0.588296 0.920293 0.060 Uiso 1 1 calc R U . . .
C2 C 0.7871(5) 0.6942(4) 0.8405(4) 0.0582(11) Uani 1 1 d . . . . .
H2 H 0.836065 0.774146 0.905983 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7949(5) 0.6845(4) 0.7343(4) 0.0566(11) Uani 1 1 d . . . . .
H3 H 0.849362 0.758598 0.726630 0.068 Uiso 1 1 calc R U . . .
C4 C 0.7224(5) 0.5657(4) 0.6392(4) 0.0490(10) Uani 1 1 d . . . . .
H4 H 0.727697 0.558309 0.566720 0.059 Uiso 1 1 calc R U . . .
C5 C 0.6412(4) 0.4567(4) 0.6521(3) 0.0352(8) Uani 1 1 d . . . . .
C6 C 0.5558(4) 0.3259(4) 0.5556(3) 0.0355(8) Uani 1 1 d . . . . .
C7 C 0.5632(5) 0.2913(4) 0.4445(3) 0.0468(10) Uani 1 1 d . . . . .
H7A H 0.627396 0.351838 0.427779 0.056 Uiso 1 1 calc R U . . .
C8 C 0.4753(5) 0.1678(4) 0.3611(4) 0.0556(11) Uani 1 1 d . . . . .
H8 H 0.479697 0.143756 0.286760 0.067 Uiso 1 1 calc R U . . .
C9 C 0.3796(5) 0.0778(4) 0.3851(3) 0.0517(11) Uani 1 1 d . . . . .
H9 H 0.317867 -0.006513 0.327847 0.062 Uiso 1 1 calc R U . . .
C10 C 0.3785(4) 0.1170(4) 0.4979(3) 0.0378(9) Uani 1 1 d . . . . .
C11 C 0.2858(4) 0.0294(4) 0.5375(3) 0.0403(9) Uani 1 1 d . . . . .
C12 C 0.1830(6) -0.0958(4) 0.4644(4) 0.0667(13) Uani 1 1 d . . . . .
H12 H 0.163380 -0.128447 0.384170 0.080 Uiso 1 1 calc R U . . .
C13 C 0.1088(6) -0.1733(5) 0.5106(5) 0.0805(16) Uani 1 1 d . . . . .
H13 H 0.039598 -0.258894 0.462197 0.097 Uiso 1 1 calc R U . . .
C14 C 0.1386(6) -0.1221(4) 0.6293(4) 0.0654(13) Uani 1 1 d . . . . .
H14 H 0.090283 -0.172289 0.662701 0.079 Uiso 1 1 calc R U . . .
C15 C 0.2405(5) 0.0036(4) 0.6964(4) 0.0493(10) Uani 1 1 d . . . . .
H15 H 0.260902 0.038142 0.776691 0.059 Uiso 1 1 calc R U . . .
C16 C 0.7190(4) 0.2303(4) 0.8788(3) 0.0362(8) Uani 1 1 d . . . . .
C17 C 0.7428(5) 0.1468(4) 1.0366(4) 0.0482(10) Uani 1 1 d . . . . .
C18 C 0.6146(5) 0.1913(4) 1.0457(3) 0.0516(11) Uani 1 1 d . . . . .
C19 C 0.5462(5) 0.2453(4) 0.9750(3) 0.0491(10) Uani 1 1 d . . . . .
H19 H 0.460167 0.269942 0.983577 0.059 Uiso 1 1 calc R U . . .
C20 C 0.1936(4) 0.3345(3) 0.8146(3) 0.0353(8) Uani 1 1 d . . . . .
C21 C 0.2557(4) 0.4549(4) 0.7005(3) 0.0383(8) Uani 1 1 d . . . . .
C22 C 0.1353(5) 0.5105(4) 0.7154(4) 0.0473(10) Uani 1 1 d . . . . .
C23 C 0.0462(5) 0.4737(4) 0.7696(4) 0.0539(11) Uani 1 1 d . . . . .
H23 H -0.034191 0.508676 0.775032 0.065 Uiso 1 1 calc R U . . .
O1W O 1.0064(3) -0.0555(3) 1.1284(3) 0.0630(8) Uani 1 1 d G . . . .
H1WA H 0.952971 -0.009704 1.104737 0.095 Uiso 1 1 d G U . . .
H1WB H 0.938802 -0.117356 1.130800 0.095 Uiso 1 1 d G U . . .
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 -12 7 0.0923
-10 -7 11 0.1287
7 -7 -13 0.1822
-11 9 -3 0.0654
11 -8 5 0.0958
-5 5 15 0.2357
13 -5 0 0.0779
11 -3 5 0.1132
12 4 -7 0.1230
5 9 4 0.1954
6 12 -12 0.1254
-4 13 5 0.1993
0 14 -13 0.1084
3 -14 12 0.1083
-8 8 12 0.2039
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 N1 74.15(11) . . ?
N2 Zn1 N3 75.86(11) . . ?
N3 Zn1 N1 149.18(11) . . ?
N4 Zn1 N1 92.96(12) . . ?
N4 Zn1 N2 128.21(11) . . ?
N4 Zn1 N3 100.06(12) . . ?
N4 Zn1 N6 119.23(11) . . ?
N6 Zn1 N1 99.68(11) . . ?
N6 Zn1 N2 112.39(11) . . ?
N6 Zn1 N3 98.08(11) . . ?
C11 N1 Zn1 114.4(2) . . ?
C15 N1 Zn1 127.0(3) . . ?
C15 N1 C11 118.3(3) . . ?
C6 N2 Zn1 118.3(2) . . ?
C10 N2 Zn1 120.9(2) . . ?
C10 N2 C6 120.8(3) . . ?
C1 N3 Zn1 125.8(3) . . ?
C1 N3 C5 118.9(3) . . ?
C5 N3 Zn1 114.1(2) . . ?
C16 N4 Zn1 114.3(2) . . ?
C16 N4 C19 117.2(3) . . ?
C19 N4 Zn1 125.6(2) . . ?
C16 N5 H5 116.5 . . ?
C17 N5 H5 116.5 . . ?
C17 N5 C16 127.0(3) . . ?
C20 N6 Zn1 119.1(2) . . ?
C20 N6 C21 121.7(3) . . ?
C21 N6 Zn1 118.8(2) . . ?
C20 N7 H7 119.4 . . ?
C23 N7 H7 119.4 . . ?
C23 N7 C20 121.2(3) . . ?
N3 C1 H1 118.5 . . ?
N3 C1 C2 122.9(4) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.2(4) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
N3 C5 C4 120.8(3) . . ?
N3 C5 C6 115.4(3) . . ?
C4 C5 C6 123.8(3) . . ?
N2 C6 C5 115.5(3) . . ?
N2 C6 C7 120.1(3) . . ?
C7 C6 C5 124.5(3) . . ?
C6 C7 H7A 120.5 . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H7A 120.5 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 121.1 . . ?
C8 C9 C10 117.8(4) . . ?
C10 C9 H9 121.1 . . ?
N2 C10 C9 121.5(3) . . ?
N2 C10 C11 114.8(3) . . ?
C9 C10 C11 123.7(4) . . ?
N1 C11 C10 115.1(3) . . ?
N1 C11 C12 121.4(4) . . ?
C12 C11 C10 123.5(4) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.9 . . ?
C15 C14 C13 118.3(4) . . ?
C15 C14 H14 120.9 . . ?
N1 C15 C14 123.4(4) . . ?
N1 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
O1 C16 N4 122.7(3) . . ?
O1 C16 N5 119.0(3) . . ?
N4 C16 N5 118.4(3) . . ?
O2 C17 N5 121.7(3) . . ?
O2 C17 C18 126.8(4) . . ?
N5 C17 C18 111.5(3) . . ?
F1 C18 C17 117.1(3) . . ?
C19 C18 F1 120.9(4) . . ?
C19 C18 C17 122.0(3) . . ?
N4 C19 H19 118.0 . . ?
C18 C19 N4 123.9(4) . . ?
C18 C19 H19 118.0 . . ?
O3 C20 N6 121.8(3) . . ?
O3 C20 N7 119.2(3) . . ?
N6 C20 N7 119.1(3) . . ?
O4 C21 N6 122.0(3) . . ?
O4 C21 C22 122.2(3) . . ?
N6 C21 C22 115.8(3) . . ?
F2 C22 C21 117.0(3) . . ?
C23 C22 F2 120.9(4) . . ?
C23 C22 C21 122.0(3) . . ?
N7 C23 H23 120.2 . . ?
C22 C23 N7 119.6(4) . . ?
C22 C23 H23 120.2 . . ?
H1WA O1W H1WB 104.5 . . ?
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 N1 2.236(3) . ?
Zn1 N2 2.087(3) . ?
Zn1 N3 2.188(3) . ?
Zn1 N4 2.032(3) . ?
Zn1 N6 2.039(3) . ?
F1 C18 1.357(4) . ?
F2 C22 1.347(4) . ?
O1 C16 1.241(4) . ?
O2 C17 1.228(4) . ?
O3 C20 1.237(4) . ?
O4 C21 1.224(4) . ?
N1 C11 1.345(4) . ?
N1 C15 1.334(4) . ?
N2 C6 1.342(4) . ?
N2 C10 1.323(4) . ?
N3 C1 1.324(5) . ?
N3 C5 1.353(4) . ?
N4 C16 1.346(4) . ?
N4 C19 1.370(4) . ?
N5 H5 0.8600 . ?
N5 C16 1.377(4) . ?
N5 C17 1.370(4) . ?
N6 C20 1.360(4) . ?
N6 C21 1.380(4) . ?
N7 H7 0.8600 . ?
N7 C20 1.370(4) . ?
N7 C23 1.366(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(5) . ?
C5 C6 1.465(5) . ?
C6 C7 1.393(5) . ?
C7 H7A 0.9300 . ?
C7 C8 1.357(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.390(5) . ?
C10 C11 1.481(5) . ?
C11 C12 1.368(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.360(6) . ?
C15 H15 0.9300 . ?
C17 C18 1.416(5) . ?
C18 C19 1.327(5) . ?
C19 H19 0.9300 . ?
C21 C22 1.432(5) . ?
C22 C23 1.317(5) . ?
C23 H23 0.9300 . ?
O1W H1WA 0.8497 . ?
O1W H1WB 0.8500 . ?
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
N5 H5 O1W 0.86 1.98 2.818(4) 163.6 2_757 yes
N7 H7 O1 0.86 2.10 2.817(4) 139.8 1_455 yes
O1W H1WA O2 0.85 1.94 2.751(4) 160.2 . yes
O1W H1WB O3 0.85 1.93 2.780(4) 178.9 2_657 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 N1 C11 C10 9.2(4) . . . . ?
Zn1 N1 C11 C12 -172.6(3) . . . . ?
Zn1 N1 C15 C14 172.7(3) . . . . ?
Zn1 N2 C6 C5 -2.0(4) . . . . ?
Zn1 N2 C6 C7 179.0(2) . . . . ?
Zn1 N2 C10 C9 -179.9(3) . . . . ?
Zn1 N2 C10 C11 -0.8(4) . . . . ?
Zn1 N3 C1 C2 -166.8(3) . . . . ?
Zn1 N3 C5 C4 168.4(3) . . . . ?
Zn1 N3 C5 C6 -10.1(4) . . . . ?
Zn1 N4 C16 O1 19.1(5) . . . . ?
Zn1 N4 C16 N5 -160.3(3) . . . . ?
Zn1 N4 C19 C18 159.8(4) . . . . ?
Zn1 N6 C20 O3 2.4(5) . . . . ?
Zn1 N6 C20 N7 -177.3(2) . . . . ?
Zn1 N6 C21 O4 2.7(5) . . . . ?
Zn1 N6 C21 C22 -178.1(3) . . . . ?
F1 C18 C19 N4 179.6(4) . . . . ?
F2 C22 C23 N7 178.8(4) . . . . ?
O2 C17 C18 F1 0.2(8) . . . . ?
O2 C17 C18 C19 -178.2(5) . . . . ?
O4 C21 C22 F2 -5.1(6) . . . . ?
O4 C21 C22 C23 171.0(4) . . . . ?
N1 C11 C12 C13 -1.8(7) . . . . ?
N2 C6 C7 C8 0.6(5) . . . . ?
N2 C10 C11 N1 -5.9(5) . . . . ?
N2 C10 C11 C12 176.0(4) . . . . ?
N3 C1 C2 C3 -0.1(6) . . . . ?
N3 C5 C6 N2 8.2(4) . . . . ?
N3 C5 C6 C7 -172.8(3) . . . . ?
N5 C17 C18 F1 -179.8(4) . . . . ?
N5 C17 C18 C19 1.9(7) . . . . ?
N6 C21 C22 F2 175.7(3) . . . . ?
N6 C21 C22 C23 -8.1(6) . . . . ?
C1 N3 C5 C4 -0.3(5) . . . . ?
C1 N3 C5 C6 -178.7(3) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
C3 C4 C5 N3 -0.1(6) . . . . ?
C3 C4 C5 C6 178.3(3) . . . . ?
C4 C5 C6 N2 -170.2(3) . . . . ?
C4 C5 C6 C7 8.8(6) . . . . ?
C5 N3 C1 C2 0.4(6) . . . . ?
C5 C6 C7 C8 -178.3(4) . . . . ?
C6 N2 C10 C9 -0.3(5) . . . . ?
C6 N2 C10 C11 178.7(3) . . . . ?
C6 C7 C8 C9 0.2(6) . . . . ?
C7 C8 C9 C10 -1.0(6) . . . . ?
C8 C9 C10 N2 1.1(6) . . . . ?
C8 C9 C10 C11 -177.9(4) . . . . ?
C9 C10 C11 N1 173.1(3) . . . . ?
C9 C10 C11 C12 -5.0(6) . . . . ?
C10 N2 C6 C5 178.5(3) . . . . ?
C10 N2 C6 C7 -0.6(5) . . . . ?
C10 C11 C12 C13 176.2(4) . . . . ?
C11 N1 C15 C14 -1.2(6) . . . . ?
C11 C12 C13 C14 0.7(8) . . . . ?
C12 C13 C14 C15 0.1(8) . . . . ?
C13 C14 C15 N1 0.1(7) . . . . ?
C15 N1 C11 C10 -176.1(3) . . . . ?
C15 N1 C11 C12 2.0(6) . . . . ?
C16 N4 C19 C18 0.2(6) . . . . ?
C16 N5 C17 O2 -180.0(4) . . . . ?
C16 N5 C17 C18 0.0(6) . . . . ?
C17 N5 C16 O1 178.9(4) . . . . ?
C17 N5 C16 N4 -1.7(6) . . . . ?
C17 C18 C19 N4 -2.1(8) . . . . ?
C19 N4 C16 O1 -179.0(4) . . . . ?
C19 N4 C16 N5 1.5(5) . . . . ?
C20 N6 C21 O4 -170.3(4) . . . . ?
C20 N6 C21 C22 8.8(5) . . . . ?
C20 N7 C23 C22 2.3(6) . . . . ?
C21 N6 C20 O3 175.4(3) . . . . ?
C21 N6 C20 N7 -4.3(5) . . . . ?
C21 C22 C23 N7 2.8(7) . . . . ?
C23 N7 C20 O3 178.7(4) . . . . ?
C23 N7 C20 N6 -1.5(5) . . . . ?
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
9.0316 -11.7032 6.8175 -0.2241 -0.9348 -0.2754
-10.2448 -6.8415 10.7981 -0.9005 0.2160 0.3775
7.4750 -6.8921 -13.0109 -0.0198 0.0046 -0.9998
-11.4650 8.6228 -2.9645 -0.0733 0.9272 0.3673
10.7266 -7.9056 5.3783 0.0769 -0.9739 -0.2136
-5.3958 5.0564 14.6695 0.0172 -0.2200 0.9754
12.9999 -5.0003 -0.0000 0.3569 -0.8935 -0.3827
10.9999 -3.0003 5.0001 0.3706 -0.9566 -0.0368
11.9996 3.9995 -6.9997 0.8237 -0.5016 -0.3367
4.9995 8.9996 4.0005 0.7596 -0.4633 0.4846
5.9995 11.9995 -11.9995 0.9856 0.1397 -0.1669
-4.0004 12.9997 5.0005 0.5429 0.1164 0.8187
-0.0004 13.9996 -12.9996 0.8036 0.5919 -0.0502
3.0004 -13.9997 11.9996 -0.6550 -0.7523 -0.0389
-8.0002 8.0000 12.0003 0.0575 0.0767 1.0040
