#------------------------------------------------------------------------------
#$Date: 2025-07-06 18:54:06 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300815 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/84/7718446.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_7718446
loop_
_publ_author_name
'Kakoulidou, Chrisoula'
'Hatzidimitriou, Antonios G.'
'Psomas, George'
_publ_section_title
;
 Copper(II) complexes with
 (E)-4-(2-(pyridin-2-ylmethylene)hydrazinyl)quinazoline and
 non-steroidal anti-inflammatory drugs: structure and biological
 evaluation.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7115
_journal_page_last               7129
_journal_paper_doi               10.1039/d5dt00435g
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C28 H19 Cl1 Cu1 F2 N5 O4'
_chemical_formula_sum            'C28 H19 Cl Cu F2 N5 O4'
_chemical_formula_weight         626.48
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2025-01-21 deposited with the CCDC.	2025-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.974(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7919(5)
_cell_length_b                   41.028(3)
_cell_length_c                   7.4909(5)
_cell_measurement_reflns_used    341
_cell_measurement_temperature    295
_cell_measurement_theta_max      20
_cell_measurement_theta_min      10
_cell_volume                     2597.7(3)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      295
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            31807
_diffrn_reflns_theta_full        25.687
_diffrn_reflns_theta_max         25.687
_diffrn_reflns_theta_min         1.985
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.004
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         4069
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.0006683
_refine_ls_shift/su_mean         0.0000680
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.569 0.604 0.149 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0479
_refine_ls_wR_factor_gt          0.0449
_refine_ls_wR_factor_ref         0.0449
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              50
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                4069
_reflns_number_total             4914
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.81
_oxford_diffrn_Wilson_scale      366.32
_oxford_refine_ls_r_factor_ref   0.0437
_oxford_refine_ls_scale          0.068997(6)
_oxford_reflns_number_all        4896
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            d5dt00435g2.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7718446--7718449.cif.
;
_cod_original_cell_volume        2597.8(3)
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C28 H19 Cl1 Cu1 F2 N5 O4'
_cod_database_code               7718446
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.37212(4) 0.740984(7) 0.72529(4) 0.0351 1.0000 Uani . . . . . .
N1 N 0.2892(2) 0.78551(5) 0.6613(3) 0.0358 1.0000 Uani . . . . . .
N2 N 0.2947(3) 0.84211(5) 0.6684(3) 0.0412 1.0000 Uani . . . . . .
N3 N 0.0781(2) 0.75793(5) 0.4558(3) 0.0368 1.0000 Uani . . . . . .
N4 N 0.1701(2) 0.73198(4) 0.5427(3) 0.0330 1.0000 Uani . . . . . .
N5 N 0.3757(3) 0.69195(5) 0.7308(3) 0.0367 1.0000 Uani . . . . . .
O1 O 0.0074(2) 0.68887(4) 0.3872(3) 0.0527 1.0000 Uani . . . . . .
O2 O 0.6580(3) 0.63383(5) 0.2467(3) 0.0777 1.0000 Uani . . . . . .
O3 O 0.4641(3) 0.60925(4) 0.3324(3) 0.0591 1.0000 Uani . . . . . .
O4 O 0.9216(3) 0.60530(6) 0.2912(3) 0.0855 1.0000 Uani . . . . . .
Cl1 Cl 0.55732(7) 0.752416(16) 0.99078(8) 0.0419 1.0000 Uani . . . . . .
C1 C 0.3565(3) 0.81354(6) 0.7233(4) 0.0367 1.0000 Uani . . . . . .
C2 C 0.1500(3) 0.84475(6) 0.5356(3) 0.0388 1.0000 Uani . . . . . .
C3 C 0.0844(4) 0.87517(7) 0.4753(4) 0.0540 1.0000 Uani . . . . . .
C4 C -0.0557(4) 0.87668(7) 0.3415(5) 0.0569 1.0000 Uani . . . . . .
C5 C -0.1321(4) 0.84860(7) 0.2616(4) 0.0571 1.0000 Uani . . . . . .
C6 C -0.0706(3) 0.81859(7) 0.3198(4) 0.0463 1.0000 Uani . . . . . .
C7 C 0.0733(3) 0.81640(6) 0.4582(3) 0.0351 1.0000 Uani . . . . . .
C8 C 0.1466(3) 0.78530(6) 0.5244(3) 0.0332 1.0000 Uani . . . . . .
C9 C 0.1327(3) 0.70219(6) 0.5049(3) 0.0321 1.0000 Uani . . . . . .
C10 C 0.2477(3) 0.67832(6) 0.6085(3) 0.0345 1.0000 Uani . . . . . .
C11 C 0.2296(3) 0.64517(6) 0.5859(4) 0.0437 1.0000 Uani . . . . . .
C12 C 0.3469(4) 0.62525(7) 0.6909(4) 0.0538 1.0000 Uani . . . . . .
C13 C 0.4755(4) 0.63858(7) 0.8134(4) 0.0554 1.0000 Uani . . . . . .
C14 C 0.4853(3) 0.67214(7) 0.8297(4) 0.0472 1.0000 Uani . . . . . .
C15 C -0.1376(3) 0.70666(8) 0.2946(4) 0.0596 1.0000 Uani . . . . . .
C16 C 0.6061(4) 0.61137(7) 0.3272(4) 0.0521 1.0000 Uani . . . . . .
C17 C 0.7183(3) 0.58537(6) 0.4242(4) 0.0455 1.0000 Uani . . . . . .
C18 C 0.8699(4) 0.58378(8) 0.4005(4) 0.0586 1.0000 Uani . . . . . .
C19 C 0.9732(4) 0.55954(9) 0.4890(5) 0.0731 1.0000 Uani . . . . . .
C20 C 0.9292(4) 0.53838(8) 0.6046(5) 0.0712 1.0000 Uani . . . . . .
C21 C 0.7823(3) 0.54013(6) 0.6377(4) 0.0499 1.0000 Uani . . . . . .
C22 C 0.6774(3) 0.56364(6) 0.5426(4) 0.0445 1.0000 Uani . . . . . .
C23 C 0.7408(3) 0.51768(6) 0.7738(4) 0.0521 1.0000 Uani . . . . . .
C24 C 0.7010(4) 0.48554(8) 0.7311(5) 0.0677 1.0000 Uani . . . . . .
C25 C 0.6684(4) 0.46373(8) 0.8527(6) 0.0762 1.0000 Uani . . . . . .
C26 C 0.6788(4) 0.47451(8) 1.0257(5) 0.0756 1.0000 Uani . . . . . .
C27 C 0.7151(4) 0.50577(9) 1.0820(5) 0.0794 1.0000 Uani . . . . . .
C28 C 0.7456(4) 0.52675(8) 0.9510(5) 0.0739 1.0000 Uani . . . . . .
F1 F 0.6870(4) 0.47616(7) 0.5544(4) 0.0845 0.7000 Uani . . . . . .
F2 F 0.6474(3) 0.45367(5) 1.1535(3) 0.1000 1.0000 Uani . . . . . .
F3 F 0.7619(8) 0.55687(18) 0.9887(10) 0.091(2) 0.3000 Uiso . . . . . .
H21 H 0.3444 0.8597 0.7173 0.0490 1.0000 Uiso R . . . . .
H61 H -0.1221 0.7991 0.2675 0.0555 1.0000 Uiso R . . . . .
H51 H -0.2271 0.8499 0.1713 0.0688 1.0000 Uiso R . . . . .
H41 H -0.1008 0.8968 0.3053 0.0674 1.0000 Uiso R . . . . .
H31 H 0.1371 0.8941 0.5275 0.0651 1.0000 Uiso R . . . . .
H11 H 0.4583 0.8128 0.8127 0.0442 1.0000 Uiso R . . . . .
H111 H 0.1394 0.6368 0.5032 0.0518 1.0000 Uiso R . . . . .
H121 H 0.3351 0.6029 0.6779 0.0648 1.0000 Uiso R . . . . .
H131 H 0.5528 0.6254 0.8849 0.0663 1.0000 Uiso R . . . . .
H141 H 0.5713 0.6816 0.9110 0.0571 1.0000 Uiso R . . . . .
H153 H -0.1219 0.7206 0.1954 0.0888 1.0000 Uiso R . . . . .
H152 H -0.1657 0.7206 0.3875 0.0892 1.0000 Uiso R . . . . .
H151 H -0.2204 0.6905 0.2438 0.0883 1.0000 Uiso R . . . . .
H191 H 1.0736 0.5583 0.4723 0.0877 1.0000 Uiso R . . . . .
H201 H 0.9976 0.5225 0.6630 0.0852 1.0000 Uiso R . . . . .
H221 H 0.5776 0.5646 0.5598 0.0512 1.0000 Uiso R . . . . .
H251 H 0.6413 0.4427 0.8170 0.0913 1.0000 Uiso R . . . . .
H271 H 0.7176 0.5124 1.2017 0.0951 1.0000 Uiso R . . . . .
H42 H 0.8489 0.6194 0.2735 0.1279 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 4_564 Cu1 . N1 . 89.87(6) yes
Cl1 4_564 Cu1 . N4 . 99.05(6) yes
N1 . Cu1 . N4 . 78.55(8) yes
Cl1 4_564 Cu1 . N5 . 95.97(7) yes
N1 . Cu1 . N5 . 158.69(8) yes
N4 . Cu1 . N5 . 80.29(8) yes
Cl1 4_564 Cu1 . Cl1 . 97.72(2) yes
N1 . Cu1 . Cl1 . 98.69(6) yes
N4 . Cu1 . Cl1 . 162.99(6) yes
N5 . Cu1 . Cl1 . 100.80(6) yes
Cu1 . N1 . C1 . 128.38(17) yes
Cu1 . N1 . C8 . 111.86(15) yes
C1 . N1 . C8 . 119.6(2) yes
C1 . N2 . C2 . 121.0(2) yes
C1 . N2 . H21 . 119.6 no
C2 . N2 . H21 . 119.4 no
N4 . N3 . C8 . 109.16(18) yes
N3 . N4 . Cu1 . 118.90(14) yes
N3 . N4 . C9 . 123.3(2) yes
Cu1 . N4 . C9 . 117.69(16) yes
Cu1 . N5 . C10 . 113.08(16) yes
Cu1 . N5 . C14 . 129.15(18) yes
C10 . N5 . C14 . 117.7(2) yes
C9 . O1 . C15 . 124.4(2) yes
C18 . O4 . H42 . 100.1 no
Cu1 4_565 Cl1 . Cu1 . 100.13(2) yes
N1 . C1 . N2 . 124.3(2) yes
N1 . C1 . H11 . 117.4 no
N2 . C1 . H11 . 118.4 no
N2 . C2 . C3 . 121.2(2) yes
N2 . C2 . C7 . 118.6(2) yes
C3 . C2 . C7 . 120.2(2) yes
C2 . C3 . C4 . 119.3(3) yes
C2 . C3 . H31 . 119.6 no
C4 . C3 . H31 . 121.1 no
C3 . C4 . C5 . 121.0(3) yes
C3 . C4 . H41 . 119.0 no
C5 . C4 . H41 . 120.0 no
C4 . C5 . C6 . 120.7(3) yes
C4 . C5 . H51 . 120.3 no
C6 . C5 . H51 . 119.0 no
C5 . C6 . C7 . 119.4(3) yes
C5 . C6 . H61 . 121.7 no
C7 . C6 . H61 . 118.9 no
C6 . C7 . C2 . 119.4(2) yes
C6 . C7 . C8 . 122.3(2) yes
C2 . C7 . C8 . 118.3(2) yes
C7 . C8 . N1 . 118.3(2) yes
C7 . C8 . N3 . 120.4(2) yes
N1 . C8 . N3 . 121.4(2) yes
O1 . C9 . N4 . 131.2(2) yes
O1 . C9 . C10 . 113.7(2) yes
N4 . C9 . C10 . 115.1(2) yes
C9 . C10 . N5 . 113.8(2) yes
C9 . C10 . C11 . 123.8(2) yes
N5 . C10 . C11 . 122.4(2) yes
C10 . C11 . C12 . 118.2(3) yes
C10 . C11 . H111 . 119.9 no
C12 . C11 . H111 . 121.9 no
C11 . C12 . C13 . 119.9(3) yes
C11 . C12 . H121 . 118.9 no
C13 . C12 . H121 . 121.2 no
C12 . C13 . C14 . 118.7(3) yes
C12 . C13 . H131 . 120.1 no
C14 . C13 . H131 . 121.3 no
C13 . C14 . N5 . 123.0(3) yes
C13 . C14 . H141 . 120.0 no
N5 . C14 . H141 . 116.9 no
O1 . C15 . H153 . 111.4 no
O1 . C15 . H152 . 108.0 no
H153 . C15 . H152 . 108.2 no
O1 . C15 . H151 . 107.7 no
H153 . C15 . H151 . 110.2 no
H152 . C15 . H151 . 111.3 no
O3 . C16 . O2 . 124.0(3) yes
O3 . C16 . C17 . 117.4(3) yes
O2 . C16 . C17 . 118.6(3) yes
C16 . C17 . C18 . 119.8(3) yes
C16 . C17 . C22 . 121.4(3) yes
C18 . C17 . C22 . 118.8(3) yes
C17 . C18 . O4 . 122.3(3) yes
C17 . C18 . C19 . 119.7(3) yes
O4 . C18 . C19 . 118.0(3) yes
C18 . C19 . C20 . 120.0(3) yes
C18 . C19 . H191 . 119.8 no
C20 . C19 . H191 . 120.1 no
C19 . C20 . C21 . 121.7(3) yes
C19 . C20 . H201 . 119.8 no
C21 . C20 . H201 . 118.4 no
C20 . C21 . C22 . 117.8(3) yes
C20 . C21 . C23 . 120.4(3) yes
C22 . C21 . C23 . 121.8(3) yes
C21 . C22 . C17 . 121.8(3) yes
C21 . C22 . H221 . 118.7 no
C17 . C22 . H221 . 119.4 no
C21 . C23 . C24 . 121.7(3) yes
C21 . C23 . C28 . 123.2(3) yes
C24 . C23 . C28 . 115.1(3) yes
C23 . C24 . C25 . 124.0(3) yes
C23 . C24 . F1 . 116.7(3) yes
C25 . C24 . F1 . 119.3(3) yes
C24 . C25 . C26 . 117.1(3) yes
C24 . C25 . H251 . 120.6 no
C26 . C25 . H251 . 122.3 no
C25 . C26 . C27 . 123.7(3) yes
C25 . C26 . F2 . 119.6(3) yes
C27 . C26 . F2 . 116.6(4) yes
C26 . C27 . C28 . 116.2(4) yes
C26 . C27 . H271 . 121.0 no
C28 . C27 . H271 . 122.8 no
C27 . C28 . C23 . 123.9(3) yes
C27 . C28 . F3 . 118.7(5) yes
C23 . C28 . F3 . 116.9(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . Cl1 4_564 2.7175(7) yes
Cu1 . N1 . 1.977(2) yes
Cu1 . N4 . 1.9559(19) yes
Cu1 . N5 . 2.0122(19) yes
Cu1 . Cl1 . 2.2459(6) yes
N1 . C1 . 1.318(3) yes
N1 . C8 . 1.384(3) yes
N2 . C1 . 1.309(3) yes
N2 . C2 . 1.387(3) yes
N2 . H21 . 0.870 no
N3 . N4 . 1.386(2) yes
N3 . C8 . 1.311(3) yes
N4 . C9 . 1.277(3) yes
N5 . C10 . 1.360(3) yes
N5 . C14 . 1.321(3) yes
O1 . C9 . 1.325(3) yes
O1 . C15 . 1.467(3) yes
O2 . C16 . 1.254(3) yes
O3 . C16 . 1.263(3) yes
O4 . C18 . 1.364(4) yes
O4 . H42 . 0.846 no
C1 . H11 . 0.959 no
C2 . C3 . 1.397(3) yes
C2 . C7 . 1.389(3) yes
C3 . C4 . 1.359(4) yes
C3 . H31 . 0.934 no
C4 . C5 . 1.383(4) yes
C4 . H41 . 0.925 no
C5 . C6 . 1.367(4) yes
C5 . H51 . 0.920 no
C6 . C7 . 1.401(3) yes
C6 . H61 . 0.948 no
C7 . C8 . 1.454(3) yes
C9 . C10 . 1.467(3) yes
C10 . C11 . 1.374(3) yes
C11 . C12 . 1.379(4) yes
C11 . H111 . 0.928 no
C12 . C13 . 1.360(4) yes
C12 . H121 . 0.925 no
C13 . C14 . 1.383(4) yes
C13 . H131 . 0.918 no
C14 . H141 . 0.917 no
C15 . H153 . 0.978 no
C15 . H152 . 0.983 no
C15 . H151 . 0.980 no
C16 . C17 . 1.498(4) yes
C17 . C18 . 1.394(4) yes
C17 . C22 . 1.374(4) yes
C18 . C19 . 1.386(4) yes
C19 . C20 . 1.356(5) yes
C19 . H191 . 0.926 no
C20 . C21 . 1.382(4) yes
C20 . H201 . 0.913 no
C21 . C22 . 1.388(3) yes
C21 . C23 . 1.492(4) yes
C22 . H221 . 0.922 no
C23 . C24 . 1.379(4) yes
C23 . C28 . 1.368(4) yes
C24 . C25 . 1.363(4) yes
C24 . F1 . 1.351(4) yes
C25 . C26 . 1.348(5) yes
C25 . H251 . 0.915 no
C26 . C27 . 1.360(5) yes
C26 . F2 . 1.367(4) yes
C27 . C28 . 1.386(5) yes
C27 . H271 . 0.932 no
C28 . F3 . 1.267(7) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N2 . H21 . O3 4_565 172 0.87 1.73 2.589(4) yes
N2 . H21 . C16 4_565 147 0.87 2.52 3.281(4) yes
C11 . H111 . O4 1_455 170 0.93 2.49 3.405(4) yes
C15 . H151 . O2 1_455 151 0.98 2.56 3.454(4) yes
C25 . H251 . O3 2_666 169 0.92 2.47 3.370(4) yes
O4 . H42 . O2 . 156 0.85 1.74 2.535(4) yes
O4 . H42 . C16 . 125 0.85 2.30 2.870(4) yes
