#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:02:04 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257928 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/86/1558694.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_1558694
loop_
_publ_author_name
'Mondal, Surajit'
'Patra, Niladri'
'Nayek, Hari Pada'
'Hira, Sumit K.'
'Chatterjee, Soumit'
'Dey, Swapan'
_publ_section_title
;
 Unusual absence of FRET in triazole bridged coumarin-hydroxyquinoline, an
 active sensor for Hg2+ detection.
;
_journal_issue                   9
_journal_name_full
'Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology'
_journal_page_first              1211
_journal_page_last               1221
_journal_paper_doi               10.1039/d0pp00140f
_journal_volume                  19
_journal_year                    2020
_chemical_formula_sum            'C26 H24 N4 O3'
_chemical_formula_weight         440.49
_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   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-03-22 deposited with the CCDC.	2020-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                113.080(12)
_cell_angle_beta                 91.151(8)
_cell_angle_gamma                103.715(9)
_cell_formula_units_Z            2
_cell_length_a                   9.5658(8)
_cell_length_b                   10.6286(15)
_cell_length_c                   12.2495(15)
_cell_measurement_reflns_used    2086
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6380
_cell_measurement_theta_min      2.6360
_cell_volume                     1104.1(3)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, EosS2'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9589
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.352
_diffrn_reflns_theta_min         2.161
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65082
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         5107
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0549P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1387
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2787
_reflns_number_total             5107
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0pp00140f2.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
'Adding full bibliography for 1558692--1558694.cif.'
_cod_original_cell_volume        1104.1(2)
_cod_database_code               1558694
_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.
;
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
C1 C 0.75586(19) 1.0061(2) 0.00417(16) 0.0465(5) Uani 1 1 d . . . . .
C2 C 0.7482(2) 1.1298(2) -0.00177(19) 0.0596(6) Uani 1 1 d . . . . .
H2 H 0.702920 1.190292 0.053736 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8101(2) 1.1648(3) -0.0934(2) 0.0682(7) Uani 1 1 d . . . . .
H3 H 0.805958 1.249566 -0.097319 0.082 Uiso 1 1 calc R U . . .
C4 C 0.8748(2) 1.0779(3) -0.1751(2) 0.0651(7) Uani 1 1 d . . . . .
H4 H 0.913646 1.102885 -0.235065 0.078 Uiso 1 1 calc R U . . .
C5 C 0.8845(2) 0.9497(3) -0.17120(17) 0.0521(6) Uani 1 1 d . . . . .
C6 C 0.9527(2) 0.8559(3) -0.25456(19) 0.0685(8) Uani 1 1 d . . . . .
H6 H 0.996032 0.880306 -0.313371 0.082 Uiso 1 1 calc R U . . .
C7 C 0.9562(2) 0.7318(3) -0.2503(2) 0.0752(8) Uani 1 1 d . . . . .
H7 H 1.000640 0.671240 -0.306680 0.090 Uiso 1 1 calc R U . . .
C8 C 0.8933(2) 0.6931(3) -0.1614(2) 0.0682(7) Uani 1 1 d . . . . .
H8 H 0.894528 0.606458 -0.160163 0.082 Uiso 1 1 calc R U . . .
C9 C 0.8307(2) 0.7822(2) -0.07734(18) 0.0517(5) Uani 1 1 d . . . . .
H9 H 0.792227 0.757452 -0.017164 0.062 Uiso 1 1 calc R U . . .
C10 C 0.82334(19) 0.9116(2) -0.08025(16) 0.0437(5) Uani 1 1 d . . . . .
C11 C 0.6421(2) 1.0546(2) 0.18438(17) 0.0509(5) Uani 1 1 d . . . . .
H11A H 0.550037 1.059742 0.154146 0.061 Uiso 1 1 calc R U . . .
H11B H 0.707472 1.149345 0.218779 0.061 Uiso 1 1 calc R U . . .
C12 C 0.6213(2) 0.9945(2) 0.27561(16) 0.0434(5) Uani 1 1 d . . . . .
C13 C 0.5119(2) 0.8902(2) 0.28119(17) 0.0488(5) Uani 1 1 d . . . . .
H13 H 0.428156 0.839373 0.227183 0.059 Uiso 1 1 calc R U . . .
C14 C 0.48038(18) 0.7805(2) 0.43215(15) 0.0383(4) Uani 1 1 d . . . . .
C15 C 0.3347(2) 0.6941(2) 0.38004(17) 0.0438(5) Uani 1 1 d . . . . .
C16 C 0.54884(18) 0.7720(2) 0.52504(16) 0.0411(5) Uani 1 1 d . . . . .
H16 H 0.644210 0.825353 0.554366 0.049 Uiso 1 1 calc R U . . .
C17 C 0.47691(18) 0.6823(2) 0.57858(15) 0.0383(4) Uani 1 1 d . . . . .
C18 C 0.5385(2) 0.6660(2) 0.67546(17) 0.0476(5) Uani 1 1 d . . . . .
H18 H 0.634842 0.713899 0.706465 0.057 Uiso 1 1 calc R U . . .
C19 C 0.4605(2) 0.5815(2) 0.72557(17) 0.0492(5) Uani 1 1 d . . . . .
H19 H 0.504938 0.573431 0.789829 0.059 Uiso 1 1 calc R U . . .
C20 C 0.31351(19) 0.5062(2) 0.68159(16) 0.0432(5) Uani 1 1 d . . . . .
C21 C 0.25171(19) 0.5205(2) 0.58341(16) 0.0443(5) Uani 1 1 d . . . . .
H21 H 0.155746 0.472254 0.551216 0.053 Uiso 1 1 calc R U . . .
C22 C 0.33332(18) 0.6059(2) 0.53511(15) 0.0390(5) Uani 1 1 d . . . . .
C23 C 0.3027(2) 0.3912(2) 0.82355(18) 0.0588(6) Uani 1 1 d . . . . .
H23A H 0.402027 0.390392 0.809813 0.071 Uiso 1 1 calc R U . . .
H23B H 0.250939 0.297164 0.815725 0.071 Uiso 1 1 calc R U . . .
C24 C 0.3020(3) 0.4971(3) 0.9493(2) 0.0896(9) Uani 1 1 d . . . . .
H24A H 0.359116 0.589286 0.959422 0.134 Uiso 1 1 calc R U . . .
H24B H 0.342371 0.468872 1.005600 0.134 Uiso 1 1 calc R U . . .
H24C H 0.204185 0.500473 0.962678 0.134 Uiso 1 1 calc R U . . .
C25 C 0.0799(2) 0.3559(2) 0.69574(19) 0.0590(6) Uani 1 1 d . . . . .
H25A H 0.036551 0.417985 0.674136 0.071 Uiso 1 1 calc R U . . .
H25B H 0.035481 0.344521 0.762960 0.071 Uiso 1 1 calc R U . . .
C26 C 0.0477(2) 0.2132(3) 0.5916(2) 0.0723(7) Uani 1 1 d . . . . .
H26A H 0.089426 0.223932 0.524073 0.109 Uiso 1 1 calc R U . . .
H26B H -0.055454 0.174374 0.571291 0.109 Uiso 1 1 calc R U . . .
H26C H 0.088401 0.150453 0.612918 0.109 Uiso 1 1 calc R U . . .
N1 N 0.72116(17) 1.04141(19) 0.37204(15) 0.0566(5) Uani 1 1 d . . . . .
N2 N 0.67864(16) 0.96987(19) 0.43725(14) 0.0541(5) Uani 1 1 d . . . . .
N3 N 0.54985(15) 0.87558(16) 0.38116(12) 0.0394(4) Uani 1 1 d . . . . .
N4 N 0.23592(17) 0.42288(19) 0.73263(15) 0.0547(5) Uani 1 1 d . . . . .
O1 O 0.70267(14) 0.96115(15) 0.08979(11) 0.0563(4) Uani 1 1 d . . . . .
O2 O 0.26633(12) 0.61275(14) 0.43758(11) 0.0468(4) Uani 1 1 d . . . . .
O3 O 0.26774(15) 0.68471(17) 0.29177(13) 0.0650(5) 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'
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'
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 C1 O1 124.8(2) . . ?
C2 C1 C10 121.36(18) . . ?
O1 C1 C10 113.79(18) . . ?
C1 C2 C3 119.1(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 122.8(2) . . ?
C4 C5 C10 119.2(2) . . ?
C6 C5 C10 118.1(2) . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C1 122.52(17) . . ?
C9 C10 C5 119.3(2) . . ?
C1 C10 C5 118.2(2) . . ?
O1 C11 C12 106.57(16) . . ?
O1 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O1 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
N1 C12 C13 108.21(17) . . ?
N1 C12 C11 121.26(17) . . ?
C13 C12 C11 130.52(19) . . ?
N3 C13 C12 105.74(17) . . ?
N3 C13 H13 127.1 . . ?
C12 C13 H13 127.1 . . ?
C16 C14 N3 120.95(16) . . ?
C16 C14 C15 121.46(17) . . ?
N3 C14 C15 117.59(16) . . ?
O3 C15 O2 116.82(16) . . ?
O3 C15 C14 127.09(18) . . ?
O2 C15 C14 116.08(16) . . ?
C14 C16 C17 120.60(16) . . ?
C14 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C22 C17 C18 116.26(16) . . ?
C22 C17 C16 118.75(17) . . ?
C18 C17 C16 124.97(17) . . ?
C19 C18 C17 121.73(17) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 121.35(18) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
N4 C20 C21 121.74(17) . . ?
N4 C20 C19 121.06(18) . . ?
C21 C20 C19 117.20(17) . . ?
C22 C21 C20 119.88(17) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 O2 116.65(15) . . ?
C21 C22 C17 123.56(17) . . ?
O2 C22 C17 119.78(16) . . ?
N4 C23 C24 112.8(2) . . ?
N4 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N4 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 112.98(18) . . ?
N4 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
N4 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 N1 C12 109.32(16) . . ?
N1 N2 N3 106.96(15) . . ?
C13 N3 N2 109.77(15) . . ?
C13 N3 C14 131.59(15) . . ?
N2 N3 C14 118.64(14) . . ?
C20 N4 C23 122.58(16) . . ?
C20 N4 C25 121.46(17) . . ?
C23 N4 C25 115.93(16) . . ?
C1 O1 C11 117.89(16) . . ?
C15 O2 C22 123.07(14) . . ?
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
C1 C2 1.364(3) . ?
C1 O1 1.373(2) . ?
C1 C10 1.419(3) . ?
C2 C3 1.414(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.345(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(3) . ?
C5 C10 1.419(2) . ?
C6 C7 1.349(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.406(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.358(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.408(3) . ?
C9 H9 0.9300 . ?
C11 O1 1.436(2) . ?
C11 C12 1.485(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.351(2) . ?
C12 C13 1.357(3) . ?
C13 N3 1.347(2) . ?
C13 H13 0.9300 . ?
C14 C16 1.346(2) . ?
C14 N3 1.430(2) . ?
C14 C15 1.446(2) . ?
C15 O3 1.203(2) . ?
C15 O2 1.378(2) . ?
C16 C17 1.417(2) . ?
C16 H16 0.9300 . ?
C17 C22 1.390(2) . ?
C17 C18 1.402(2) . ?
C18 C19 1.368(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.416(3) . ?
C19 H19 0.9300 . ?
C20 N4 1.367(2) . ?
C20 C21 1.406(2) . ?
C21 C22 1.373(2) . ?
C21 H21 0.9300 . ?
C22 O2 1.380(2) . ?
C23 N4 1.459(2) . ?
C23 C24 1.511(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N4 1.468(2) . ?
C25 C26 1.506(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 N2 1.313(2) . ?
N2 N3 1.355(2) . ?
