#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:20:57 +0200 (Sat 05 de Jun de 2021) $
#$Revision: 266138 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/05/7060574.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_7060574
loop_
_publ_author_name
'Melnic, Elena'
'Kravtsov, Victor Ch.'
'Lucenti, Elena'
'Cariati, Elena'
'Forni, Alessandra'
'Siminel, Nikita'
'Fonari, Marina S.'
_publ_section_title
;
 Regulation of π⋯π stacking interactions between triimidazole
 luminophores and comprehensive emission quenching by coordination to
 Cu(ii)
;
_journal_issue                   20
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9040
_journal_page_last               9052
_journal_paper_doi               10.1039/D1NJ00909E
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C40.5 H34.5 Cu N27.5 O7.5'
_chemical_formula_weight         1089.99
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-03-30 deposited with the CCDC.	2021-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.884(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.5519(4)
_cell_length_b                   22.6083(7)
_cell_length_c                   9.0408(4)
_cell_measurement_reflns_used    1983
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.1020
_cell_measurement_theta_min      3.2630
_cell_volume                     2326.13(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9914
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8697
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_min         3.206
_exptl_absorpt_coefficient_mu    0.555
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       prism
_exptl_crystal_F_000             1118
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4183
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0545
_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)+(0.0871P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1390
_refine_ls_wR_factor_ref         0.1608
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2962
_reflns_number_total             4183
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj00909e2.cif
_cod_data_source_block           str_6
_cod_depositor_comments
'Adding full bibliography for 7060567--7060574.cif.'
_cod_original_cell_volume        2326.12(14)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C40.50 H34.50 Cu N27.50 O7.50'
_cod_database_code               7060574
_shelx_shelxl_version_number     2014/7
_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   0.830
_shelx_estimated_absorpt_t_max   0.947
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
Cu1 Cu 0.0000 0.5000 0.0000 0.0284(2) Uani 1 2 d S . P . .
C1 C 0.1118(3) 0.60444(15) 0.1943(4) 0.0331(8) Uani 1 1 d . . . . .
H1 H 0.1629 0.5803 0.2583 0.040 Uiso 1 1 calc R U . . .
C2 C 0.1040(3) 0.66332(15) 0.2038(4) 0.0342(8) Uani 1 1 d . . . . .
C3 C 0.2513(3) 0.7031(2) 0.4202(5) 0.0510(11) Uani 1 1 d . . . . .
H3 H 0.2896 0.6692 0.4608 0.061 Uiso 1 1 calc R U . . .
C4 C 0.2717(4) 0.7590(2) 0.4676(5) 0.0611(13) Uani 1 1 d . . . . .
H4 H 0.3281 0.7697 0.5495 0.073 Uiso 1 1 calc R U . . .
C5 C 0.1355(3) 0.76576(16) 0.2816(5) 0.0419(10) Uani 1 1 d . . . . .
C6 C 0.0098(4) 0.83655(17) 0.1107(6) 0.0556(12) Uani 1 1 d . . . . .
H6 H 0.0332 0.8731 0.1527 0.067 Uiso 1 1 calc R U . . .
C7 C -0.0691(5) 0.82622(18) -0.0135(6) 0.0638(13) Uani 1 1 d . . . . .
H7 H -0.1109 0.8557 -0.0714 0.077 Uiso 1 1 calc R U . . .
C8 C -0.0095(3) 0.74178(16) 0.0633(5) 0.0411(9) Uani 1 1 d . . . . .
C9 C -0.0241(3) 0.63317(14) 0.0110(4) 0.0332(8) Uani 1 1 d . . . . .
H9 H -0.0823 0.6331 -0.0739 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2509(3) 0.46488(15) 0.0443(4) 0.0320(8) Uani 1 1 d . . . . .
H10 H 0.2499 0.4662 -0.0587 0.038 Uiso 1 1 calc R U . . .
C11 C 0.4599(3) 0.43471(15) 0.1316(4) 0.0323(8) Uani 1 1 d . . . . .
C12 C 0.6178(3) 0.41057(18) 0.0618(5) 0.0456(10) Uani 1 1 d . . . . .
H12 H 0.6725 0.4022 0.0003 0.055 Uiso 1 1 calc R U . . .
C13 C 0.6411(3) 0.40761(18) 0.2125(5) 0.0415(10) Uani 1 1 d . . . . .
H13 H 0.713(3) 0.3967(17) 0.281(4) 0.050 Uiso 1 1 d . U . . .
C14 C 0.5078(3) 0.42474(16) 0.4007(4) 0.0339(8) Uani 1 1 d . . . . .
C15 C 0.4961(4) 0.42233(18) 0.6296(4) 0.0469(10) Uani 1 1 d . . . . .
H15 H 0.5177 0.4180 0.7329 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3879(3) 0.43748(17) 0.5623(4) 0.0407(9) Uani 1 1 d . . . . .
H16 H 0.3227 0.4449 0.6072 0.049 Uiso 1 1 calc R U . . .
C17 C 0.3111(3) 0.45308(15) 0.2860(4) 0.0301(8) Uani 1 1 d . . . . .
C18 C 0.1963(3) 0.46754(15) 0.2619(4) 0.0318(8) Uani 1 1 d . . . . .
H18 H 0.1495 0.4715 0.3354 0.038 Uiso 1 1 calc R U . . .
C19 C 0.4532(9) 0.2623(6) 0.7070(14) 0.170(5) Uani 0.75 1 d . . P . .
H19A H 0.4966 0.2259 0.7193 0.255 Uiso 0.75 1 calc R U P . .
H19B H 0.5039 0.2944 0.7451 0.255 Uiso 0.75 1 calc R U P . .
H19C H 0.4235 0.2686 0.6024 0.255 Uiso 0.75 1 calc R U P . .
C20 C 0.3038(10) 0.2153(5) 0.7774(10) 0.100(3) Uani 0.75 1 d . . P . .
H20 H 0.2383 0.2152 0.8245 0.120 Uiso 0.75 1 calc R U P . .
C21 C 0.3187(8) 0.3091(4) 0.8466(10) 0.107(3) Uani 0.75 1 d . . P . .
H21A H 0.2408 0.3027 0.8671 0.161 Uiso 0.75 1 calc R U P . .
H21B H 0.3174 0.3410 0.7762 0.161 Uiso 0.75 1 calc R U P . .
H21C H 0.3704 0.3190 0.9381 0.161 Uiso 0.75 1 calc R U P . .
N1 N 0.0309(3) 0.58580(12) 0.0728(3) 0.0321(7) Uani 1 1 d . . . . .
N2 N 0.1986(3) 0.79905(16) 0.3799(4) 0.0569(10) Uani 1 1 d . . . . .
N3 N -0.0813(3) 0.76551(14) -0.0461(4) 0.0561(10) Uani 1 1 d . . . . .
N4 N 0.0487(3) 0.78154(13) 0.1628(4) 0.0423(8) Uani 1 1 d . . . . .
N5 N 0.0171(3) 0.68208(12) 0.0899(3) 0.0355(7) Uani 1 1 d . . . . .
N6 N 0.1613(3) 0.70662(13) 0.2983(4) 0.0398(8) Uani 1 1 d . . . . .
N7 N 0.1599(2) 0.47544(12) 0.1090(3) 0.0286(6) Uani 1 1 d . . . . .
N8 N 0.5729(3) 0.41370(15) 0.5292(3) 0.0445(8) Uani 1 1 d . . . . .
N9 N 0.5013(3) 0.42779(15) 0.0081(3) 0.0397(8) Uani 1 1 d . . . . .
N10 N 0.3463(2) 0.45175(12) 0.1477(3) 0.0303(7) Uani 1 1 d . . . . .
N11 N 0.3948(2) 0.43965(13) 0.4101(3) 0.0316(7) Uani 1 1 d . . . . .
N12 N 0.5376(2) 0.42343(13) 0.2587(3) 0.0342(7) Uani 1 1 d . . . . .
N13 N 0.1169(3) 0.50373(14) -0.3214(3) 0.0351(7) Uani 1 1 d . . . . .
N14 N 0.3575(6) 0.2591(4) 0.7877(7) 0.087(2) Uani 0.75 1 d . . P . .
O1 O 0.0747(2) 0.53122(11) -0.2224(3) 0.0424(7) Uani 1 1 d . . . . .
O2 O 0.1500(2) 0.45203(12) -0.2991(3) 0.0526(8) Uani 1 1 d . . . . .
O3 O 0.1273(3) 0.52940(14) -0.4387(3) 0.0648(9) Uani 1 1 d . . . . .
O4 O 0.3203(7) 0.1723(3) 0.7175(9) 0.146(3) Uani 0.75 1 d D . P . .
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'
Cu Cu 0.3201 1.2651 '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
N7 Cu1 N7 180.0 . 3_565 ?
N7 Cu1 N1 89.46(11) . 3_565 ?
N7 Cu1 N1 90.54(11) 3_565 3_565 ?
N7 Cu1 N1 90.54(11) . . ?
N7 Cu1 N1 89.46(11) 3_565 . ?
N1 Cu1 N1 180.00(16) 3_565 . ?
N7 Cu1 O1 93.37(10) . . ?
N7 Cu1 O1 86.63(10) 3_565 . ?
N1 Cu1 O1 94.36(10) 3_565 . ?
N1 Cu1 O1 85.64(10) . . ?
N7 Cu1 O1 86.63(10) . 3_565 ?
N7 Cu1 O1 93.37(10) 3_565 3_565 ?
N1 Cu1 O1 85.64(10) 3_565 3_565 ?
N1 Cu1 O1 94.36(10) . 3_565 ?
O1 Cu1 O1 180.00(10) . 3_565 ?
C2 C1 N1 108.1(3) . . ?
C1 C2 N5 107.9(3) . . ?
C1 C2 N6 135.2(4) . . ?
N5 C2 N6 116.9(3) . . ?
C4 C3 N6 105.5(4) . . ?
C3 C4 N2 112.0(4) . . ?
N2 C5 N6 114.0(4) . . ?
N2 C5 N4 129.2(4) . . ?
N6 C5 N4 116.8(3) . . ?
C7 C6 N4 105.4(4) . . ?
C6 C7 N3 112.0(4) . . ?
N3 C8 N4 114.2(3) . . ?
N3 C8 N5 128.8(4) . . ?
N4 C8 N5 117.0(3) . . ?
N1 C9 N5 109.8(3) . . ?
N7 C10 N10 110.7(3) . . ?
N9 C11 N12 114.8(3) . . ?
N9 C11 N10 127.8(3) . . ?
N12 C11 N10 117.4(3) . . ?
C13 C12 N9 112.2(3) . . ?
C12 C13 N12 105.1(3) . . ?
N8 C14 N11 114.0(3) . . ?
N8 C14 N12 128.9(3) . . ?
N11 C14 N12 117.1(3) . . ?
C16 C15 N8 113.1(3) . . ?
C15 C16 N11 104.5(3) . . ?
C18 C17 N10 107.1(3) . . ?
C18 C17 N11 135.8(3) . . ?
N10 C17 N11 117.2(3) . . ?
C17 C18 N7 108.3(3) . . ?
O4 C20 N14 129.1(11) . . ?
C9 N1 C1 107.5(3) . . ?
C9 N1 Cu1 125.8(2) . . ?
C1 N1 Cu1 126.7(2) . . ?
C5 N2 C4 103.3(4) . . ?
C8 N3 C7 102.5(4) . . ?
C8 N4 C6 105.9(3) . . ?
C8 N4 C5 123.5(3) . . ?
C6 N4 C5 130.4(4) . . ?
C9 N5 C2 106.7(3) . . ?
C9 N5 C8 130.6(3) . . ?
C2 N5 C8 122.6(3) . . ?
C5 N6 C3 105.2(3) . . ?
C5 N6 C2 123.2(3) . . ?
C3 N6 C2 131.6(3) . . ?
C10 N7 C18 107.0(3) . . ?
C10 N7 Cu1 124.8(2) . . ?
C18 N7 Cu1 128.2(2) . . ?
C14 N8 C15 102.8(3) . . ?
C11 N9 C12 102.0(3) . . ?
C10 N10 C17 106.9(3) . . ?
C10 N10 C11 131.1(3) . . ?
C17 N10 C11 121.8(3) . . ?
C14 N11 C17 123.2(3) . . ?
C14 N11 C16 105.7(3) . . ?
C17 N11 C16 131.2(3) . . ?
C11 N12 C13 105.9(3) . . ?
C11 N12 C14 123.2(3) . . ?
C13 N12 C14 130.7(3) . . ?
O3 N13 O2 120.8(3) . . ?
O3 N13 O1 119.2(3) . . ?
O2 N13 O1 120.0(3) . . ?
C20 N14 C21 122.2(8) . . ?
C20 N14 C19 116.8(9) . . ?
C21 N14 C19 119.7(8) . . ?
N13 O1 Cu1 133.2(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
Cu1 N7 2.016(3) . ?
Cu1 N7 2.016(3) 3_565 ?
Cu1 N1 2.060(3) 3_565 ?
Cu1 N1 2.060(3) . ?
Cu1 O1 2.425(2) . ?
Cu1 O1 2.425(2) 3_565 ?
C1 C2 1.338(5) . ?
C1 N1 1.381(4) . ?
C2 N5 1.376(4) . ?
C2 N6 1.390(4) . ?
C3 C4 1.343(6) . ?
C3 N6 1.381(5) . ?
C4 N2 1.390(6) . ?
C5 N2 1.290(5) . ?
C5 N6 1.372(5) . ?
C5 N4 1.384(5) . ?
C6 C7 1.340(6) . ?
C6 N4 1.378(5) . ?
C7 N3 1.406(5) . ?
C8 N3 1.293(5) . ?
C8 N4 1.365(5) . ?
C8 N5 1.396(4) . ?
C9 N1 1.319(4) . ?
C9 N5 1.357(4) . ?
C10 N7 1.309(4) . ?
C10 N10 1.350(4) . ?
C11 N9 1.297(4) . ?
C11 N12 1.356(4) . ?
C11 N10 1.400(4) . ?
C12 C13 1.344(5) . ?
C12 N9 1.405(5) . ?
C13 N12 1.379(4) . ?
C14 N8 1.295(4) . ?
C14 N11 1.364(4) . ?
C14 N12 1.386(4) . ?
C15 C16 1.337(5) . ?
C15 N8 1.387(5) . ?
C16 N11 1.394(5) . ?
C17 C18 1.347(5) . ?
C17 N10 1.380(4) . ?
C17 N11 1.383(4) . ?
C18 N7 1.386(4) . ?
C19 N14 1.427(12) . ?
C20 O4 1.145(10) . ?
C20 N14 1.164(10) . ?
C21 N14 1.359(10) . ?
N13 O3 1.232(4) . ?
N13 O2 1.236(4) . ?
N13 O1 1.255(4) . ?
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
C3 H3 N8 0.93 2.45 3.315(5) 155.3 3_666
C6 H6 O1 0.93 2.45 3.375(5) 173.3 4_576
C10 H10 O2 0.93 2.30 3.137(5) 149.2 .
C15 H15 N9 0.93 2.54 3.415(5) 157.5 1_556
C16 H16 O2 0.93 2.30 3.227(5) 172.2 1_556
