#------------------------------------------------------------------------------
#$Date: 2022-09-06 13:12:48 +0300 (Tue, 06 Sep 2022) $
#$Revision: 277673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/17/7061700.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_7061700
loop_
_publ_author_name
'Yadav, Usha'
'Verma, Madhu'
'Abbas, Zafar'
'Sivakumar, Sri'
'Patra, Ashis K.'
_publ_section_title
;
 An emissive dual-sensitized bimetallic Eu2III-bioprobe: design strategy,
 biological interactions, and nucleolus staining studies
;
_journal_issue                   33
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16007
_journal_page_last               16018
_journal_paper_doi               10.1039/D2NJ02853K
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C48 H40 N8'
_chemical_formula_sum            'C48 H40 N8'
_chemical_formula_weight         728.88
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-08-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-12-18 deposited with the CCDC.	2022-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.39(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.167(8)
_cell_length_b                   8.833(5)
_cell_length_c                   15.473(10)
_cell_measurement_reflns_used    6245
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.858
_cell_measurement_theta_min      2.695
_cell_volume                     1823.6(19)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.944
_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  0.0573
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28441
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.874
_diffrn_reflns_theta_min         2.766
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1182 before and 0.0613 after correction. The Ratio of minimum to maximum transmission is 0.9250. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'metallic light white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4511
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0552
_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)+(0.0566P)²+1.3904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1550
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3180
_reflns_number_total             4511
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj02853k2.cif
_cod_data_source_block           18marc
_cod_depositor_comments          'Adding full bibliography for 7061700.cif.'
_cod_database_code               7061700
_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.
;
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.979
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C22(H22A,H22B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C21(H21), C18(H18), C20(H20), C17(H17), C10(H10), C7(H7),
 C9(H9), C14(H14), C12(H12), C15(H15), C8(H8), C13(H13)
;
_olex2_submission_original_sample_id 18marc
_olex2_submission_special_instructions 'No special instructions were received'
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
N4 N 0.50011(11) 0.42367(17) 0.91545(11) 0.0260(3) Uani 1 1 d . . . . .
N1 N 0.15777(12) 0.30130(19) 0.21237(12) 0.0301(4) Uani 1 1 d . . . . .
N2 N 0.25811(13) 0.6741(2) 0.20914(13) 0.0343(4) Uani 1 1 d . . . . .
C2 C 0.26356(13) 0.4603(2) 0.35099(13) 0.0237(4) Uani 1 1 d . . . . .
H2 H 0.296230 0.552545 0.373171 0.028 Uiso 1 1 calc R U . . .
C4 C 0.22037(13) 0.2140(2) 0.38231(13) 0.0250(4) Uani 1 1 d . . . . .
H4 H 0.223316 0.137667 0.425031 0.030 Uiso 1 1 calc R U . . .
C5 C 0.16496(14) 0.1923(2) 0.27903(14) 0.0278(4) Uani 1 1 d . . . . .
C21 C 0.31094(13) 0.3089(2) 0.59985(14) 0.0254(4) Uani 1 1 d . . . . .
H21 H 0.252004 0.253722 0.578474 0.030 Uiso 1 1 calc R U . . .
C18 C 0.48369(14) 0.4731(2) 0.66571(15) 0.0290(4) Uani 1 1 d . . . . .
H18 H 0.541844 0.530283 0.687160 0.035 Uiso 1 1 calc R U . . .
C16 C 0.33279(13) 0.3753(2) 0.52878(13) 0.0243(4) Uani 1 1 d . . . . .
C20 C 0.37540(14) 0.3234(2) 0.70220(14) 0.0259(4) Uani 1 1 d . . . . .
H20 H 0.357728 0.279459 0.746424 0.031 Uiso 1 1 calc R U . . .
C1 C 0.20770(13) 0.4327(2) 0.24891(14) 0.0254(4) Uani 1 1 d . . . . .
C17 C 0.41891(14) 0.4612(2) 0.56368(14) 0.0280(4) Uani 1 1 d . . . . .
H17 H 0.434395 0.511449 0.519809 0.034 Uiso 1 1 calc R U . . .
N3 N 0.13716(15) -0.0736(2) 0.29804(14) 0.0430(5) Uani 1 1 d . . . . .
C3 C 0.27019(13) 0.3504(2) 0.41896(14) 0.0255(4) Uani 1 1 d . . . . .
C19 C 0.46423(13) 0.4022(2) 0.73654(14) 0.0264(4) Uani 1 1 d . . . . .
C6 C 0.20081(14) 0.5495(2) 0.17485(14) 0.0267(4) Uani 1 1 d . . . . .
C10 C 0.24969(15) 0.7819(2) 0.14152(15) 0.0335(5) Uani 1 1 d . . . . .
H10 H 0.288549 0.868951 0.164087 0.040 Uiso 1 1 calc R U . . .
C7 C 0.13558(16) 0.5283(2) 0.07482(14) 0.0314(4) Uani 1 1 d . . . . .
H7 H 0.097698 0.440160 0.053372 0.038 Uiso 1 1 calc R U . . .
C24 C 0.57752(14) 0.3995(2) 1.01894(14) 0.0305(4) Uani 1 1 d . . . . .
H24A H 0.632614 0.468887 1.034506 0.037 Uiso 1 1 calc R U . . .
H24B H 0.603471 0.297287 1.025723 0.037 Uiso 1 1 calc R U . . .
C22 C 0.54053(14) 0.4030(2) 0.84654(14) 0.0301(4) Uani 1 1 d . . . . .
H22A H 0.576891 0.307891 0.862107 0.036 Uiso 1 1 calc R U . . .
H22B H 0.588585 0.483134 0.858081 0.036 Uiso 1 1 calc R U . . .
C23 C 0.46124(15) 0.5776(2) 0.90724(14) 0.0303(4) Uani 1 1 d . . . . .
H23A H 0.407324 0.594464 0.841172 0.036 Uiso 1 1 calc R U . . .
H23B H 0.513999 0.650207 0.919819 0.036 Uiso 1 1 calc R U . . .
C11 C 0.11083(14) 0.0479(2) 0.23709(15) 0.0301(4) Uani 1 1 d . . . . .
C9 C 0.18573(16) 0.7675(2) 0.04055(16) 0.0358(5) Uani 1 1 d . . . . .
H9 H 0.182654 0.842411 -0.003015 0.043 Uiso 1 1 calc R U . . .
C14 C 0.01409(16) -0.2196(3) 0.16297(18) 0.0399(5) Uani 1 1 d . . . . .
H14 H -0.017401 -0.311997 0.138698 0.048 Uiso 1 1 calc R U . . .
C12 C 0.03646(18) 0.0407(3) 0.14084(18) 0.0462(6) Uani 1 1 d . . . . .
H12 H 0.019241 0.126443 0.101239 0.055 Uiso 1 1 calc R U . . .
C15 C 0.08872(18) -0.2057(3) 0.26000(18) 0.0431(5) Uani 1 1 d . . . . .
H15 H 0.106071 -0.290515 0.300404 0.052 Uiso 1 1 calc R U . . .
C8 C 0.12725(19) 0.6387(3) 0.00735(17) 0.0428(5) Uani 1 1 d . . . . .
H8 H 0.082969 0.626216 -0.059144 0.051 Uiso 1 1 calc R U . . .
C13 C -0.01200(19) -0.0939(3) 0.1039(2) 0.0539(7) Uani 1 1 d . . . . .
H13 H -0.062361 -0.099865 0.039012 0.065 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'
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
C22 N4 C24 112.05(15) . . ?
C23 N4 C24 107.88(15) . . ?
C23 N4 C22 109.99(15) . . ?
C1 N1 C5 117.21(17) . . ?
C6 N2 C10 117.22(18) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C3 C2 C1 120.68(17) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.40(17) . . ?
N1 C5 C4 122.82(18) . . ?
N1 C5 C11 116.22(17) . . ?
C4 C5 C11 120.96(17) . . ?
C16 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?
C20 C21 C16 122.56(17) . . ?
C17 C18 H18 118.5 . . ?
C19 C18 H18 118.5 . . ?
C19 C18 C17 122.99(17) . . ?
C21 C16 C3 123.79(16) . . ?
C17 C16 C21 116.80(17) . . ?
C17 C16 C3 119.34(17) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 C21 120.31(17) . . ?
C19 C20 H20 119.8 . . ?
N1 C1 C2 122.27(17) . . ?
N1 C1 C6 116.50(17) . . ?
C2 C1 C6 121.24(17) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.32(18) . . ?
C16 C17 H17 119.8 . . ?
C15 N3 C11 117.3(2) . . ?
C2 C3 C16 121.61(16) . . ?
C4 C3 C2 117.61(17) . . ?
C4 C3 C16 120.73(16) . . ?
C18 C19 C22 122.22(17) . . ?
C20 C19 C18 116.87(17) . . ?
C20 C19 C22 120.79(17) . . ?
N2 C6 C1 117.50(17) . . ?
N2 C6 C7 122.05(18) . . ?
C7 C6 C1 120.44(17) . . ?
N2 C10 H10 118.3 . . ?
N2 C10 C9 123.45(19) . . ?
C9 C10 H10 118.3 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.09(19) . . ?
C8 C7 H7 120.0 . . ?
N4 C24 H24A 108.9 . . ?
N4 C24 H24B 108.9 . . ?
N4 C24 C23 113.57(16) . 3_667 ?
H24A C24 H24B 107.7 . . ?
C23 C24 H24A 108.9 3_667 . ?
C23 C24 H24B 108.9 3_667 . ?
N4 C22 C19 116.68(16) . . ?
N4 C22 H22A 108.1 . . ?
N4 C22 H22B 108.1 . . ?
C19 C22 H22A 108.1 . . ?
C19 C22 H22B 108.1 . . ?
H22A C22 H22B 107.3 . . ?
N4 C23 C24 109.92(16) . 3_667 ?
N4 C23 H23A 109.7 . . ?
N4 C23 H23B 109.7 . . ?
C24 C23 H23A 109.7 3_667 . ?
C24 C23 H23B 109.7 3_667 . ?
H23A C23 H23B 108.2 . . ?
N3 C11 C5 117.09(18) . . ?
N3 C11 C12 122.3(2) . . ?
C12 C11 C5 120.62(19) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 C10 118.1(2) . . ?
C8 C9 H9 120.9 . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C13 C14 C15 118.5(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.5(2) . . ?
C13 C12 H12 120.3 . . ?
N3 C15 C14 122.7(2) . . ?
N3 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 H8 120.5 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 H13 120.1 . . ?
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
N4 C24 1.484(2) . ?
N4 C22 1.472(3) . ?
N4 C23 1.464(2) . ?
N1 C5 1.377(3) . ?
N1 C1 1.354(3) . ?
N2 C6 1.346(3) . ?
N2 C10 1.375(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.414(3) . ?
C2 C3 1.399(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.421(3) . ?
C4 C3 1.392(3) . ?
C5 C11 1.488(3) . ?
C21 H21 0.9300 . ?
C21 C16 1.418(3) . ?
C21 C20 1.417(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.412(3) . ?
C18 C19 1.410(3) . ?
C16 C17 1.379(3) . ?
C16 C3 1.518(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.379(3) . ?
C1 C6 1.508(3) . ?
C17 H17 0.9300 . ?
N3 C11 1.358(3) . ?
N3 C15 1.355(3) . ?
C19 C22 1.537(3) . ?
C6 C7 1.398(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.399(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.390(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.526(3) 3_667 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C11 C12 1.377(3) . ?
C9 H9 0.9300 . ?
C9 C8 1.382(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(3) . ?
C14 C13 1.372(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(3) . ?
C15 H15 0.9300 . ?
C8 H8 0.9300 . ?
C13 H13 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
N1 C5 C11 N3 163.18(17) . . . . ?
N1 C5 C11 C12 -17.7(3) . . . . ?
N1 C1 C6 N2 -173.21(16) . . . . ?
N1 C1 C6 C7 7.9(3) . . . . ?
N2 C6 C7 C8 -0.9(3) . . . . ?
N2 C10 C9 C8 0.7(3) . . . . ?
C2 C1 C6 N2 6.9(3) . . . . ?
C2 C1 C6 C7 -172.04(17) . . . . ?
C4 C5 C11 N3 -16.9(3) . . . . ?
C4 C5 C11 C12 162.2(2) . . . . ?
C5 N1 C1 C2 -1.3(3) . . . . ?
C5 N1 C1 C6 178.73(15) . . . . ?
C5 C4 C3 C2 -0.5(3) . . . . ?
C5 C4 C3 C16 -178.00(16) . . . . ?
C5 C11 C12 C13 179.8(2) . . . . ?
C21 C16 C17 C18 3.5(3) . . . . ?
C21 C16 C3 C2 150.96(18) . . . . ?
C21 C16 C3 C4 -31.6(3) . . . . ?
C21 C20 C19 C18 3.5(3) . . . . ?
C21 C20 C19 C22 -172.72(16) . . . . ?
C18 C19 C22 N4 140.29(18) . . . . ?
C16 C21 C20 C19 -1.1(3) . . . . ?
C20 C21 C16 C17 -2.5(3) . . . . ?
C20 C21 C16 C3 174.34(16) . . . . ?
C20 C19 C22 N4 -43.7(3) . . . . ?
C1 N1 C5 C4 1.1(3) . . . . ?
C1 N1 C5 C11 -179.01(16) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C16 177.73(16) . . . . ?
C1 C6 C7 C8 177.90(19) . . . . ?
C17 C18 C19 C20 -2.5(3) . . . . ?
C17 C18 C19 C22 173.65(17) . . . . ?
C17 C16 C3 C2 -32.3(3) . . . . ?
C17 C16 C3 C4 145.13(18) . . . . ?
N3 C11 C12 C13 -1.2(4) . . . . ?
C3 C2 C1 N1 0.7(3) . . . . ?
C3 C2 C1 C6 -179.36(16) . . . . ?
C3 C4 C5 N1 -0.2(3) . . . . ?
C3 C4 C5 C11 179.92(16) . . . . ?
C3 C16 C17 C18 -173.49(16) . . . . ?
C19 C18 C17 C16 -1.1(3) . . . . ?
C6 N2 C10 C9 -0.3(3) . . . . ?
C6 C7 C8 C9 1.3(3) . . . . ?
C10 N2 C6 C1 -178.45(16) . . . . ?
C10 N2 C6 C7 0.4(3) . . . . ?
C10 C9 C8 C7 -1.2(3) . . . . ?
C24 N4 C22 C19 171.36(16) . . . . ?
C24 N4 C23 C24 -55.7(2) . . . 3_667 ?
C22 N4 C24 C23 179.11(16) . . . 3_667 ?
C22 N4 C23 C24 -178.16(15) . . . 3_667 ?
C23 N4 C24 C23 57.9(2) . . . 3_667 ?
C23 N4 C22 C19 -68.6(2) . . . . ?
C11 N3 C15 C14 -0.5(3) . . . . ?
C11 C12 C13 C14 -0.1(4) . . . . ?
C15 N3 C11 C5 -179.44(18) . . . . ?
C15 N3 C11 C12 1.5(3) . . . . ?
C15 C14 C13 C12 0.9(4) . . . . ?
C13 C14 C15 N3 -0.7(3) . . . . ?
