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#$Date: 2022-01-04 01:42:27 +0200 (Tue, 04 Jan 2022) $
#$Revision: 271771 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/92/7709210.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_7709210
loop_
_publ_author_name
'Deshmukh, Pratiksha P.'
'Malankar, Gauri S.'
'Arunima, S.'
'Navalkar, Ambuja'
'Maji, Samir Kumar'
'Murale, Dhiraj P.'
'Saravanan, R.'
'Manjare, Sudesh T.'
_publ_section_title
;
 Efficient Chemodosimeter for Hg(II) Via Diselenide Oxidation
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04038C
_journal_year                    2022
_chemical_formula_sum            'C17 H14 N O3 Se'
_chemical_formula_weight         359.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-09-04 deposited with the CCDC.	2022-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.099(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7511(5)
_cell_length_b                   23.9217(13)
_cell_length_c                   8.4244(6)
_cell_measurement_reflns_used    7966
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.8650
_cell_measurement_theta_min      2.7050
_cell_volume                     1466.92(18)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1384
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            31198
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.697
_diffrn_reflns_theta_min         3.087
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82319
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_description       plate
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.036
_refine_diff_density_max         1.623
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3776
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0677
_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)+(0.0699P)²+2.7908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1495
_refine_ls_wR_factor_ref         0.1771
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2527
_reflns_number_total             3776
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04038c2.cif
_cod_data_source_block           Compound_4
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7709210
_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Se1 Se 0.40746(7) 0.33978(2) 0.65792(7) 0.02998(19) Uani 1 1 d . . . . .
O1 O 0.4908(6) 0.23387(17) 0.8034(6) 0.0483(11) Uani 1 1 d . . . . .
O2 O 0.5990(4) 0.44036(15) 0.8400(4) 0.0247(7) Uani 1 1 d . . . . .
O3 O 0.8433(6) 0.45636(19) 1.0626(5) 0.0475(11) Uani 1 1 d . . . . .
N1 N 0.0949(6) 0.39367(18) 0.3442(5) 0.0316(10) Uani 1 1 d . . . . .
H1A H 0.021004 0.378698 0.388299 0.038 Uiso 1 1 d R U . . .
H1B H 0.031890 0.410354 0.251997 0.038 Uiso 1 1 d R U . . .
C1 C 0.3752(10) 0.2331(3) 0.8702(9) 0.0496(16) Uani 1 1 d . . . . .
H1 H 0.377215 0.202374 0.942241 0.060 Uiso 1 1 calc R U . . .
C2 C 0.2314(8) 0.2758(2) 0.8495(8) 0.0387(13) Uani 1 1 d . . . . .
C3 C 0.1018(10) 0.2651(3) 0.9257(10) 0.0581(19) Uani 1 1 d . . . . .
H3 H 0.110701 0.231979 0.990068 0.070 Uiso 1 1 calc R U . . .
C4 C -0.0400(10) 0.3024(3) 0.9087(9) 0.0545(18) Uani 1 1 d . . . . .
H4 H -0.130060 0.294603 0.958807 0.065 Uiso 1 1 calc R U . . .
C5 C -0.0488(8) 0.3506(3) 0.8184(8) 0.0401(14) Uani 1 1 d . . . . .
H5 H -0.146118 0.376363 0.805033 0.048 Uiso 1 1 calc R U . . .
C6 C 0.0839(7) 0.3622(2) 0.7462(6) 0.0284(11) Uani 1 1 d . . . . .
H6 H 0.078675 0.396418 0.687645 0.034 Uiso 1 1 calc R U . . .
C7 C 0.2243(7) 0.3242(2) 0.7587(6) 0.0296(11) Uani 1 1 d . . . . .
C8 C 0.3479(6) 0.4164(2) 0.5993(6) 0.0223(10) Uani 1 1 d . . . . .
C9 C 0.2027(6) 0.4321(2) 0.4523(6) 0.0223(10) Uani 1 1 d . . . . .
C10 C 0.1670(6) 0.4901(2) 0.4204(6) 0.0245(10) Uani 1 1 d . . . . .
H10 H 0.070150 0.501591 0.321593 0.029 Uiso 1 1 calc R U . . .
C11 C 0.2691(7) 0.52936(19) 0.5289(6) 0.0227(10) Uani 1 1 d . . . . .
H11 H 0.239429 0.567712 0.505277 0.027 Uiso 1 1 calc R U . . .
C12 C 0.4168(6) 0.5151(2) 0.6745(5) 0.0221(10) Uani 1 1 d . . . . .
C13 C 0.4529(6) 0.4579(2) 0.7047(6) 0.0218(10) Uani 1 1 d . . . . .
C14 C 0.7163(7) 0.4771(2) 0.9514(6) 0.0321(12) Uani 1 1 d . . . . .
C15 C 0.6732(8) 0.5355(2) 0.9256(6) 0.0342(12) Uani 1 1 d . . . . .
H15 H 0.748697 0.561625 1.003673 0.041 Uiso 1 1 calc R U . . .
C16 C 0.5289(7) 0.5548(2) 0.7942(6) 0.0282(11) Uani 1 1 d . . . . .
C17 C 0.4883(8) 0.6158(2) 0.7739(7) 0.0392(14) Uani 1 1 d . . . . .
H17A H 0.494417 0.628408 0.665349 0.059 Uiso 1 1 calc R U . . .
H17B H 0.578899 0.636240 0.866024 0.059 Uiso 1 1 calc R U . . .
H17C H 0.364979 0.622738 0.777129 0.059 Uiso 1 1 calc R 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'
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'
Se Se -0.0929 2.2259 '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
C8 Se1 C7 98.6(2) . . ?
C13 O2 C14 122.4(4) . . ?
C9 N1 H1A 109.8 . . ?
C9 N1 H1B 108.6 . . ?
H1A N1 H1B 109.1 . . ?
O1 C1 C2 125.7(6) . . ?
O1 C1 H1 117.2 . . ?
C2 C1 H1 117.2 . . ?
C7 C2 C3 120.9(5) . . ?
C7 C2 C1 122.1(5) . . ?
C3 C2 C1 117.0(5) . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 119.0(6) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 120.4(6) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 120.9(5) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 118.0(5) . . ?
C2 C7 Se1 120.8(4) . . ?
C6 C7 Se1 121.1(4) . . ?
C13 C8 C9 119.0(4) . . ?
C13 C8 Se1 118.8(3) . . ?
C9 C8 Se1 122.1(4) . . ?
N1 C9 C8 122.0(4) . . ?
N1 C9 C10 119.8(4) . . ?
C8 C9 C10 118.1(4) . . ?
C11 C10 C9 121.1(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 122.2(4) . . ?
C10 C11 H11 118.9 . . ?
C12 C11 H11 118.9 . . ?
C11 C12 C13 116.6(4) . . ?
C11 C12 C16 124.6(5) . . ?
C13 C12 C16 118.8(4) . . ?
O2 C13 C8 116.6(4) . . ?
O2 C13 C12 120.4(4) . . ?
C8 C13 C12 123.0(4) . . ?
O3 C14 O2 115.9(5) . . ?
O3 C14 C15 127.1(5) . . ?
O2 C14 C15 117.0(4) . . ?
C16 C15 C14 122.6(5) . . ?
C16 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C15 C16 C12 118.5(5) . . ?
C15 C16 C17 120.6(5) . . ?
C12 C16 C17 120.8(5) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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
Se1 C8 1.912(5) . ?
Se1 C7 1.924(5) . ?
O1 C1 1.211(8) . ?
O2 C13 1.368(5) . ?
O2 C14 1.377(6) . ?
O3 C14 1.208(6) . ?
N1 C9 1.360(6) . ?
N1 H1A 0.8605 . ?
N1 H1B 0.8606 . ?
C1 C2 1.478(8) . ?
C1 H1 0.9500 . ?
C2 C7 1.379(7) . ?
C2 C3 1.389(8) . ?
C3 C4 1.383(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(7) . ?
C6 H6 0.9500 . ?
C8 C13 1.393(7) . ?
C8 C9 1.408(6) . ?
C9 C10 1.423(7) . ?
C10 C11 1.359(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.402(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.404(7) . ?
C12 C16 1.438(7) . ?
C14 C15 1.434(8) . ?
C15 C16 1.356(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.490(8) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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
N1 H1B O3 0.86 2.07 2.916(6) 166.7 1_454 yes
C10 H10 O3 0.95 2.53 3.292(6) 137.6 1_454 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
O1 C1 C2 C7 -5.1(10) . . . . ?
O1 C1 C2 C3 174.8(7) . . . . ?
C7 C2 C3 C4 1.5(11) . . . . ?
C1 C2 C3 C4 -178.3(7) . . . . ?
C2 C3 C4 C5 -1.4(11) . . . . ?
C3 C4 C5 C6 -0.5(10) . . . . ?
C4 C5 C6 C7 2.3(9) . . . . ?
C3 C2 C7 C6 0.3(9) . . . . ?
C1 C2 C7 C6 -179.9(5) . . . . ?
C3 C2 C7 Se1 178.5(5) . . . . ?
C1 C2 C7 Se1 -1.7(8) . . . . ?
C5 C6 C7 C2 -2.2(8) . . . . ?
C5 C6 C7 Se1 179.6(4) . . . . ?
C13 C8 C9 N1 -179.9(4) . . . . ?
Se1 C8 C9 N1 0.7(6) . . . . ?
C13 C8 C9 C10 -1.5(7) . . . . ?
Se1 C8 C9 C10 179.1(3) . . . . ?
N1 C9 C10 C11 178.0(4) . . . . ?
C8 C9 C10 C11 -0.4(7) . . . . ?
C9 C10 C11 C12 1.7(7) . . . . ?
C10 C11 C12 C13 -1.0(7) . . . . ?
C10 C11 C12 C16 -179.6(5) . . . . ?
C14 O2 C13 C8 178.3(4) . . . . ?
C14 O2 C13 C12 -0.2(6) . . . . ?
C9 C8 C13 O2 -176.1(4) . . . . ?
Se1 C8 C13 O2 3.2(6) . . . . ?
C9 C8 C13 C12 2.3(7) . . . . ?
Se1 C8 C13 C12 -178.3(3) . . . . ?
C11 C12 C13 O2 177.3(4) . . . . ?
C16 C12 C13 O2 -3.9(6) . . . . ?
C11 C12 C13 C8 -1.1(7) . . . . ?
C16 C12 C13 C8 177.7(4) . . . . ?
C13 O2 C14 O3 -177.8(4) . . . . ?
C13 O2 C14 C15 3.5(6) . . . . ?
O3 C14 C15 C16 178.6(5) . . . . ?
O2 C14 C15 C16 -2.9(8) . . . . ?
C14 C15 C16 C12 -1.1(8) . . . . ?
C14 C15 C16 C17 179.3(5) . . . . ?
C11 C12 C16 C15 -176.9(5) . . . . ?
C13 C12 C16 C15 4.5(7) . . . . ?
C11 C12 C16 C17 2.8(7) . . . . ?
C13 C12 C16 C17 -175.9(5) . . . . ?
