#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:02:04 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257928 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/86/1558693.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_1558693
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            'C25 H23 N5 O3'
_chemical_formula_weight         441.48
_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-2018/3
_audit_update_record
;
2019-07-30 deposited with the CCDC.	2020-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                112.874(9)
_cell_angle_beta                 91.882(7)
_cell_angle_gamma                103.594(7)
_cell_formula_units_Z            2
_cell_length_a                   9.6779(8)
_cell_length_b                   10.4548(10)
_cell_length_c                   12.1262(10)
_cell_measurement_reflns_used    457
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.1120
_cell_measurement_theta_min      2.6400
_cell_volume                     1088.16(19)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_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  0.0204
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9010
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         2.186
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            copourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4680
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0513
_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)+(0.0652P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1163
_refine_ls_wR_factor_ref         0.1334
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2869
_reflns_number_total             4680
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0pp00140f2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1558692--1558694.cif.'
_cod_original_cell_volume        1088.16(18)
_cod_database_code               1558693
_shelx_shelxl_version_number     2018/3
_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 0.5104(2) 0.8859(2) 0.28009(15) 0.0487(5) Uani 1 1 d . . . . .
H1 H 0.426891 0.834649 0.225473 0.058 Uiso 1 1 calc R U . . .
C2 C 0.61976(19) 0.9896(2) 0.27359(14) 0.0435(4) Uani 1 1 d . . . . .
C3 C 0.6421(2) 1.0479(2) 0.17998(16) 0.0526(5) Uani 1 1 d . . . . .
H3A H 0.551465 1.052067 0.146802 0.063 Uiso 1 1 calc R U . . .
H3B H 0.706692 1.144366 0.214396 0.063 Uiso 1 1 calc R U . . .
C5 C 0.75662(19) 0.9959(2) 0.00148(15) 0.0477(5) Uani 1 1 d . . . . .
C6 C 0.7502(2) 1.1212(2) -0.00664(18) 0.0605(5) Uani 1 1 d . . . . .
H6 H 0.704187 1.182314 0.047536 0.073 Uiso 1 1 calc R U . . .
C7 C 0.8136(2) 1.1577(3) -0.09745(19) 0.0704(6) Uani 1 1 d . . . . .
H7 H 0.808905 1.243270 -0.102296 0.085 Uiso 1 1 calc R U . . .
C8 C 0.8804(2) 1.0711(3) -0.17696(18) 0.0672(6) Uani 1 1 d . . . . .
H8 H 0.921155 1.097122 -0.236184 0.081 Uiso 1 1 calc R U . . .
C9 C 0.88926(19) 0.9418(2) -0.17126(15) 0.0522(5) Uani 1 1 d . . . . .
C10 C 0.82467(18) 0.9005(2) -0.08252(14) 0.0444(4) Uani 1 1 d . . . . .
C11 C 0.9592(2) 0.8458(3) -0.25104(17) 0.0683(7) Uani 1 1 d . . . . .
H11 H 1.005775 0.869068 -0.309315 0.082 Uiso 1 1 calc R U . . .
C12 C 0.9583(2) 0.7221(3) -0.24269(19) 0.0736(7) Uani 1 1 d . . . . .
H12 H 1.003008 0.658216 -0.295474 0.088 Uiso 1 1 calc R U . . .
C13 C 0.8890(2) 0.6896(3) -0.15342(18) 0.0677(6) Uani 1 1 d . . . . .
H13 H 0.888266 0.602023 -0.150063 0.081 Uiso 1 1 calc R U . . .
C14 C 0.33257(18) 0.69266(19) 0.38274(15) 0.0428(4) Uani 1 1 d . . . . .
C15 C 0.47832(17) 0.77830(18) 0.43465(13) 0.0369(4) Uani 1 1 d . . . . .
C16 C 0.54595(18) 0.76872(19) 0.52938(14) 0.0417(4) Uani 1 1 d . . . . .
H16 H 0.640969 0.821510 0.559025 0.050 Uiso 1 1 calc R U . . .
C17 C 0.47400(17) 0.67949(19) 0.58383(13) 0.0391(4) Uani 1 1 d . . . . .
C18 C 0.33109(17) 0.60266(18) 0.53966(13) 0.0378(4) Uani 1 1 d . . . . .
C19 C 0.24975(18) 0.5169(2) 0.58834(14) 0.0444(4) Uani 1 1 d . . . . .
H19 H 0.154354 0.468978 0.555592 0.053 Uiso 1 1 calc R U . . .
C20 C 0.31088(19) 0.5016(2) 0.68799(15) 0.0441(4) Uani 1 1 d . . . . .
C21 C 0.4570(2) 0.5789(2) 0.73360(15) 0.0497(5) Uani 1 1 d . . . . .
H21 H 0.500560 0.571896 0.799781 0.060 Uiso 1 1 calc R U . . .
C22 C 0.53467(19) 0.6627(2) 0.68299(15) 0.0483(5) Uani 1 1 d . . . . .
H22 H 0.630404 0.710344 0.714658 0.058 Uiso 1 1 calc R U . . .
C23 C 0.0797(2) 0.3498(2) 0.69969(17) 0.0570(5) Uani 1 1 d . . . . .
H23A H 0.037108 0.413891 0.678543 0.068 Uiso 1 1 calc R U . . .
H23B H 0.035437 0.336701 0.766524 0.068 Uiso 1 1 calc R U . . .
C24 C 0.0468(2) 0.2063(2) 0.59321(18) 0.0704(6) Uani 1 1 d . . . . .
H24A H -0.055307 0.167394 0.571796 0.106 Uiso 1 1 calc R U . . .
H24B H 0.088197 0.218591 0.525918 0.106 Uiso 1 1 calc R U . . .
H24C H 0.086525 0.141346 0.613963 0.106 Uiso 1 1 calc R U . . .
C25 C 0.2982(2) 0.3863(2) 0.83289(16) 0.0598(5) Uani 1 1 d . . . . .
H25A H 0.396252 0.384562 0.820118 0.072 Uiso 1 1 calc R U . . .
H25B H 0.246044 0.291078 0.824986 0.072 Uiso 1 1 calc R U . . .
C26 C 0.2987(3) 0.4940(3) 0.95959(18) 0.0914(8) Uani 1 1 d . . . . .
H26A H 0.342479 0.467477 1.016716 0.137 Uiso 1 1 calc R U . . .
H26B H 0.352089 0.588247 0.968860 0.137 Uiso 1 1 calc R U . . .
H26C H 0.201788 0.494705 0.973731 0.137 Uiso 1 1 calc R U . . .
N1 N 0.54806(14) 0.87226(15) 0.38241(11) 0.0386(3) Uani 1 1 d . . . . .
N2 N 0.67636(16) 0.96771(18) 0.43876(13) 0.0537(4) Uani 1 1 d . . . . .
N3 N 0.71916(16) 1.03792(18) 0.37173(13) 0.0558(4) Uani 1 1 d . . . . .
N4 N 0.82522(17) 0.77414(18) -0.07425(13) 0.0540(4) Uani 1 1 d . . . . .
N5 N 0.23319(17) 0.41793(18) 0.73919(13) 0.0542(4) Uani 1 1 d . . . . .
O1 O 0.70314(14) 0.95191(14) 0.08747(10) 0.0573(4) Uani 1 1 d . . . . .
O2 O 0.26489(14) 0.68459(16) 0.29398(11) 0.0628(4) Uani 1 1 d . . . . .
O3 O 0.26456(12) 0.61060(13) 0.44048(9) 0.0462(3) 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
N1 C1 C2 105.67(16) . . ?
N3 C2 C1 108.33(16) . . ?
N3 C2 C3 120.94(17) . . ?
C1 C2 C3 130.71(17) . . ?
O1 C3 C2 106.58(14) . . ?
O1 C5 C6 124.95(18) . . ?
O1 C5 C10 114.68(17) . . ?
C6 C5 C10 120.36(18) . . ?
C5 C6 C7 119.9(2) . . ?
C8 C7 C6 121.2(2) . . ?
C7 C8 C9 120.46(19) . . ?
C8 C9 C11 123.7(2) . . ?
C8 C9 C10 119.85(19) . . ?
C11 C9 C10 116.4(2) . . ?
N4 C10 C9 122.94(17) . . ?
N4 C10 C5 118.88(17) . . ?
C9 C10 C5 118.19(19) . . ?
C12 C11 C9 120.1(2) . . ?
C11 C12 C13 119.2(2) . . ?
N4 C13 C12 124.5(2) . . ?
O2 C14 O3 116.50(16) . . ?
O2 C14 C15 127.09(17) . . ?
O3 C14 C15 116.40(14) . . ?
C16 C15 N1 121.15(15) . . ?
C16 C15 C14 121.04(16) . . ?
N1 C15 C14 117.81(14) . . ?
C15 C16 C17 120.78(16) . . ?
C18 C17 C22 115.90(17) . . ?
C18 C17 C16 119.01(15) . . ?
C22 C17 C16 125.08(16) . . ?
C19 C18 O3 116.72(15) . . ?
C19 C18 C17 123.82(15) . . ?
O3 C18 C17 119.46(15) . . ?
C18 C19 C20 119.92(16) . . ?
N5 C20 C19 121.59(16) . . ?
N5 C20 C21 121.57(16) . . ?
C19 C20 C21 116.83(17) . . ?
C22 C21 C20 121.73(16) . . ?
C21 C22 C17 121.78(17) . . ?
N5 C23 C24 113.56(15) . . ?
N5 C25 C26 113.44(17) . . ?
C1 N1 N2 109.53(15) . . ?
C1 N1 C15 131.41(15) . . ?
N2 N1 C15 119.06(13) . . ?
N3 N2 N1 107.19(14) . . ?
N2 N3 C2 109.26(16) . . ?
C13 N4 C10 116.83(18) . . ?
C20 N5 C23 121.43(15) . . ?
C20 N5 C25 122.59(16) . . ?
C23 N5 C25 115.95(17) . . ?
C5 O1 C3 117.49(15) . . ?
C14 O3 C18 123.13(13) . . ?
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 N1 1.351(2) . ?
C1 C2 1.354(3) . ?
C2 N3 1.351(2) . ?
C2 C3 1.483(2) . ?
C3 O1 1.4362(19) . ?
C5 O1 1.365(2) . ?
C5 C6 1.366(3) . ?
C5 C10 1.424(3) . ?
C6 C7 1.413(3) . ?
C7 C8 1.344(3) . ?
C8 C9 1.402(3) . ?
C9 C11 1.417(3) . ?
C9 C10 1.419(2) . ?
C10 N4 1.365(2) . ?
C11 C12 1.334(3) . ?
C12 C13 1.401(3) . ?
C13 N4 1.312(2) . ?
C14 O2 1.2050(19) . ?
C14 O3 1.375(2) . ?
C14 C15 1.448(2) . ?
C15 C16 1.352(2) . ?
C15 N1 1.422(2) . ?
C16 C17 1.412(2) . ?
C17 C18 1.393(2) . ?
C17 C22 1.410(2) . ?
C18 C19 1.372(2) . ?
C18 O3 1.3856(18) . ?
C19 C20 1.409(2) . ?
C20 N5 1.363(2) . ?
C20 C21 1.422(2) . ?
C21 C22 1.360(2) . ?
C23 N5 1.461(2) . ?
C23 C24 1.504(3) . ?
C25 N5 1.463(2) . ?
C25 C26 1.510(2) . ?
N1 N2 1.355(2) . ?
N2 N3 1.309(2) . ?
