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#$Date: 2024-03-04 22:20:26 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290193 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/49/7714982.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_7714982
loop_
_publ_author_name
'Das, Namisha'
'Bora, Bidisha'
'Upadhyay, Aarti'
'Das, Dhananjay'
'Bera, Arpan'
'Goswami, Tridib K.'
_publ_section_title
;
 Cu(II) flavonoids as potential photochemotherapeutic agents.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3316
_journal_page_last               3329
_journal_paper_doi               10.1039/d3dt02663a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C15 H8 F2 O3'
_chemical_formula_sum            'C15 H8 F2 O3'
_chemical_formula_weight         274.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2024-01-06 deposited with the CCDC.	2024-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.00
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7113(18)
_cell_length_b                   15.507(2)
_cell_length_c                   7.1679(10)
_cell_measurement_reflns_used    3166
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.71
_cell_measurement_theta_min      2.31
_cell_volume                     1190.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5402
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.198
_diffrn_reflns_theta_min         3.131
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       0.220(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         3028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0643
_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)+(0.1108P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1771
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2193
_reflns_number_total             3028
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02663a2.cif
_cod_data_source_block           MONO_a
_cod_depositor_comments
'Adding full bibliography for 7714980--7714982.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714982
_shelx_shelxl_version_number     2016/6
_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_min   0.977
_shelx_estimated_absorpt_t_max   0.989
_exptl_absorpt_special_details   Sheldrick,G.M.,(2003)
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
F1 F 0.60902(12) 0.24764(9) 0.6984(3) 0.0955(5) Uani 1 1 d . . . . .
F2 F 0.60620(12) 0.54809(8) 0.7113(2) 0.0783(4) Uani 1 1 d . . . . .
O1 O 1.04998(9) 0.45245(8) 0.81072(15) 0.0450(3) Uani 1 1 d . . . . .
O2 O 0.76998(9) 0.36287(7) 0.48498(14) 0.0439(3) Uani 1 1 d . . . . .
O3 O 0.80852(11) 0.46140(8) 0.93501(15) 0.0476(3) Uani 1 1 d . . . . .
H3 H 0.867(3) 0.4812(16) 0.984(4) 0.085(8) Uiso 1 1 d . . . . .
C1 C 0.98862(13) 0.38886(8) 0.52468(19) 0.0337(3) Uani 1 1 d . . . . .
C2 C 0.88931(13) 0.35897(9) 0.4212(2) 0.0364(3) Uani 1 1 d . . . . .
C3 C 0.90630(16) 0.32297(11) 0.2445(2) 0.0454(4) Uani 1 1 d . . . . .
H3A H 0.838223 0.302082 0.176066 0.055 Uiso 1 1 calc R U . . .
C4 C 1.02461(16) 0.31867(10) 0.1726(2) 0.0465(4) Uani 1 1 d . . . . .
H4 H 1.035977 0.295548 0.054376 0.056 Uiso 1 1 calc R U . . .
C5 C 1.12592(15) 0.34824(10) 0.2739(2) 0.0455(4) Uani 1 1 d . . . . .
H5 H 1.205608 0.344933 0.224876 0.055 Uiso 1 1 calc R U . . .
C6 C 1.10864(13) 0.38273(10) 0.4481(2) 0.0400(4) Uani 1 1 d . . . . .
H6 H 1.177379 0.402398 0.516819 0.048 Uiso 1 1 calc R U . . .
C7 C 0.96672(12) 0.42531(9) 0.70914(19) 0.0339(3) Uani 1 1 d . . . . .
C8 C 0.83732(12) 0.42840(10) 0.76677(19) 0.0371(3) Uani 1 1 d . . . . .
C9 C 0.74673(13) 0.39823(10) 0.6566(2) 0.0399(4) Uani 1 1 d . . . . .
C10 C 0.61331(13) 0.39785(12) 0.7047(2) 0.0477(4) Uani 1 1 d . . . . .
C11 C 0.54674(16) 0.47330(14) 0.7349(2) 0.0565(5) Uani 1 1 d . . . . .
C12 C 0.42336(17) 0.47394(19) 0.7862(3) 0.0718(7) Uani 1 1 d . . . . .
H12 H 0.381498 0.525747 0.804104 0.086 Uiso 1 1 calc R U . . .
C13 C 0.36397(18) 0.3972(2) 0.8100(3) 0.0805(8) Uani 1 1 d . . . . .
H13 H 0.281304 0.396853 0.847542 0.097 Uiso 1 1 calc R U . . .
C14 C 0.42381(19) 0.3206(2) 0.7796(3) 0.0826(8) Uani 1 1 d . . . . .
H14 H 0.382237 0.268410 0.793957 0.099 Uiso 1 1 calc R U . . .
C15 C 0.54785(17) 0.32250(15) 0.7270(3) 0.0651(6) Uani 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 0.0000 0.0000 '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'
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
C2 O2 C9 120.18(11) . . ?
C8 O3 H3 111.0(19) . . ?
C2 C1 C6 118.17(13) . . ?
C2 C1 C7 119.12(12) . . ?
C6 C1 C7 122.71(13) . . ?
O2 C2 C1 121.80(13) . . ?
O2 C2 C3 117.26(13) . . ?
C1 C2 C3 120.95(14) . . ?
C4 C3 C2 119.54(15) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C5 C4 C3 120.61(14) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.50(14) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 121.21(14) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
O1 C7 C8 120.74(12) . . ?
O1 C7 C1 123.23(12) . . ?
C8 C7 C1 116.03(12) . . ?
C9 C8 O3 119.30(12) . . ?
C9 C8 C7 120.71(13) . . ?
O3 C8 C7 119.99(12) . . ?
C8 C9 O2 122.15(12) . . ?
C8 C9 C10 124.32(13) . . ?
O2 C9 C10 113.52(12) . . ?
C15 C10 C11 115.71(16) . . ?
C15 C10 C9 121.94(16) . . ?
C11 C10 C9 122.33(16) . . ?
F2 C11 C12 119.29(19) . . ?
F2 C11 C10 117.68(15) . . ?
C12 C11 C10 123.0(2) . . ?
C13 C12 C11 118.7(2) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C12 C13 C14 121.17(18) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 118.5(2) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
F1 C15 C10 117.62(15) . . ?
F1 C15 C14 119.5(2) . . ?
C10 C15 C14 122.9(2) . . ?
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
F1 C15 1.350(3) . ?
F2 C11 1.335(2) . ?
O1 C7 1.2165(17) . ?
O2 C2 1.3663(17) . ?
O2 C9 1.3736(18) . ?
O3 C8 1.3507(17) . ?
O3 H3 0.77(3) . ?
C1 C2 1.367(2) . ?
C1 C6 1.4097(19) . ?
C1 C7 1.4607(19) . ?
C2 C3 1.399(2) . ?
C3 C4 1.378(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.374(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.4540(18) . ?
C8 C9 1.326(2) . ?
C9 C10 1.4760(19) . ?
C10 C15 1.373(3) . ?
C10 C11 1.389(3) . ?
C11 C12 1.378(3) . ?
C12 C13 1.361(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(3) . ?
C14 H14 0.9300 . ?
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
C9 O2 C2 C1 0.6(2) . . . . ?
C9 O2 C2 C3 -179.37(13) . . . . ?
C6 C1 C2 O2 -179.73(13) . . . . ?
C7 C1 C2 O2 0.5(2) . . . . ?
C6 C1 C2 C3 0.3(2) . . . . ?
C7 C1 C2 C3 -179.50(13) . . . . ?
O2 C2 C3 C4 179.06(14) . . . . ?
C1 C2 C3 C4 -0.9(2) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C7 C1 C6 C5 -179.85(13) . . . . ?
C2 C1 C7 O1 179.21(14) . . . . ?
C6 C1 C7 O1 -0.5(2) . . . . ?
C2 C1 C7 C8 -1.27(19) . . . . ?
C6 C1 C7 C8 178.99(13) . . . . ?
O1 C7 C8 C9 -179.49(15) . . . . ?
C1 C7 C8 C9 1.0(2) . . . . ?
O1 C7 C8 O3 -0.2(2) . . . . ?
C1 C7 C8 O3 -179.76(13) . . . . ?
O3 C8 C9 O2 -179.16(13) . . . . ?
C7 C8 C9 O2 0.1(2) . . . . ?
O3 C8 C9 C10 0.0(2) . . . . ?
C7 C8 C9 C10 179.25(14) . . . . ?
C2 O2 C9 C8 -1.0(2) . . . . ?
C2 O2 C9 C10 179.83(13) . . . . ?
C8 C9 C10 C15 -115.6(2) . . . . ?
O2 C9 C10 C15 63.6(2) . . . . ?
C8 C9 C10 C11 62.8(2) . . . . ?
O2 C9 C10 C11 -118.02(17) . . . . ?
C15 C10 C11 F2 -178.76(17) . . . . ?
C9 C10 C11 F2 2.8(2) . . . . ?
C15 C10 C11 C12 0.7(3) . . . . ?
C9 C10 C11 C12 -177.71(16) . . . . ?
F2 C11 C12 C13 -179.92(18) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C11 C12 C13 C14 -1.6(3) . . . . ?
C12 C13 C14 C15 1.2(4) . . . . ?
C11 C10 C15 F1 179.81(18) . . . . ?
C9 C10 C15 F1 -1.7(3) . . . . ?
C11 C10 C15 C14 -1.1(3) . . . . ?
C9 C10 C15 C14 177.31(18) . . . . ?
C13 C14 C15 F1 179.3(2) . . . . ?
C13 C14 C15 C10 0.2(3) . . . . ?
