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#$Date: 2025-10-28 10:31:35 +0200 (Tue, 28 Oct 2025) $
#$Revision: 303013 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/60/1576085.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_1576085
loop_
_publ_author_name
'Chakraborty, Soumi'
'Agyekum, Kianna'
'Kim, Dooyoung'
'Teets, Thomas S.'
_publ_section_title
;
 Ligand substituents modulate excited-state lifetime and energy-transfer
 reactivity in Cu(i) photosensitizers supported by salicylaldimine and
 isocyanide ligands
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC07286G
_journal_year                    2025
_chemical_formula_sum            'C34 H27 Cu N2 O'
_chemical_formula_weight         543.11
_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
;
2025-05-23 deposited with the CCDC.	2025-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                93.187(3)
_cell_angle_beta                 92.645(3)
_cell_angle_gamma                110.455(2)
_cell_formula_units_Z            2
_cell_length_a                   9.466(3)
_cell_length_b                   11.606(3)
_cell_length_c                   13.062(4)
_cell_measurement_reflns_used    8581
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.35
_cell_volume                     1339.2(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_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  0.0298
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18467
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_min         1.878
_exptl_absorpt_coefficient_mu    0.845
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       rock
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5874
_refine_ls_number_restraints     430
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0406
_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)+(0.0402P)²+1.0521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1007
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5163
_reflns_number_total             5874
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc07286g9.cif
_cod_data_source_block           Cu4
_cod_database_code               1576085
_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_min   0.756
_shelx_estimated_absorpt_t_max   0.913
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
O1 O 0.21304(17) 0.58059(16) 0.26551(14) 0.0396(4) Uani 1 1 d . . . . .
Cu1 Cu 0.21217(3) 0.41339(3) 0.25843(2) 0.03084(10) Uani 1 1 d . . . . .
N1 N 0.43208(18) 0.46113(16) 0.29640(12) 0.0242(3) Uani 1 1 d . . . . .
N2 N -0.0138(2) 0.17871(17) 0.16416(14) 0.0292(4) Uani 1 1 d D U . . .
C1 C 0.5239(2) 0.57478(19) 0.29862(15) 0.0240(4) Uani 1 1 d . . . . .
H1A H 0.628187 0.588698 0.312300 0.029 Uiso 1 1 calc R U . . .
C11 C 0.4947(2) 0.37252(18) 0.32995(15) 0.0242(4) Uani 1 1 d . . . . .
C12 C 0.4233(2) 0.29755(18) 0.40801(16) 0.0256(4) Uani 1 1 d . . . . .
C13 C 0.4887(3) 0.21717(19) 0.44740(17) 0.0304(5) Uani 1 1 d . . . . .
H13A H 0.442742 0.167545 0.500664 0.036 Uiso 1 1 calc R U . . .
C14 C 0.6196(3) 0.2085(2) 0.41012(18) 0.0346(5) Uani 1 1 d . . . . .
H14A H 0.664203 0.154851 0.438932 0.041 Uiso 1 1 calc R U . . .
C15 C 0.6851(3) 0.2781(2) 0.33089(18) 0.0323(5) Uani 1 1 d . . . . .
H15A H 0.773363 0.270042 0.304569 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6241(2) 0.36040(18) 0.28852(16) 0.0258(4) Uani 1 1 d . . . . .
C21 C 0.2824(2) 0.3034(2) 0.45121(16) 0.0279(4) Uani 1 1 d . . . . .
C22 C 0.1650(3) 0.1936(2) 0.46660(19) 0.0390(5) Uani 1 1 d . . . . .
H22A H 0.175934 0.116873 0.448721 0.047 Uiso 1 1 calc R U . . .
C23 C 0.0326(3) 0.1952(3) 0.5077(2) 0.0526(8) Uani 1 1 d . . . . .
H23A H -0.045927 0.119567 0.517255 0.063 Uiso 1 1 calc R U . . .
C24 C 0.0142(3) 0.3050(3) 0.5347(2) 0.0478(7) Uani 1 1 d . . . . .
H24A H -0.076593 0.305580 0.562338 0.057 Uiso 1 1 calc R U . . .
C25 C 0.1294(3) 0.4146(3) 0.52102(17) 0.0380(5) Uani 1 1 d . . . . .
H25A H 0.117952 0.490850 0.540187 0.046 Uiso 1 1 calc R U . . .
C26 C 0.2620(2) 0.4140(2) 0.47940(16) 0.0294(4) Uani 1 1 d . . . . .
H26A H 0.339759 0.490035 0.470051 0.035 Uiso 1 1 calc R U . . .
C31 C 0.6949(2) 0.42718(19) 0.19910(16) 0.0255(4) Uani 1 1 d . . . . .
C32 C 0.6086(3) 0.4234(3) 0.10878(18) 0.0424(6) Uani 1 1 d . . . . .
H32A H 0.501888 0.384123 0.106365 0.051 Uiso 1 1 calc R U . . .
C33 C 0.6757(3) 0.4758(3) 0.02245(18) 0.0425(6) Uani 1 1 d . . . . .
H33A H 0.615392 0.469594 -0.039199 0.051 Uiso 1 1 calc R U . . .
C34 C 0.8300(3) 0.5370(2) 0.02562(17) 0.0307(5) Uani 1 1 d . . . . .
H34A H 0.876127 0.573558 -0.033378 0.037 Uiso 1 1 calc R U . . .
C35 C 0.9168(2) 0.54459(19) 0.11576(16) 0.0265(4) Uani 1 1 d . . . . .
H35A H 1.022724 0.587982 0.118843 0.032 Uiso 1 1 calc R U . . .
C36 C 0.8506(2) 0.48955(18) 0.20144(16) 0.0237(4) Uani 1 1 d . . . . .
H36A H 0.911866 0.494291 0.262363 0.028 Uiso 1 1 calc R U . . .
C41 C 0.3322(2) 0.6798(2) 0.27241(16) 0.0304(5) Uani 1 1 d . . . . .
C42 C 0.3148(3) 0.7960(2) 0.27111(19) 0.0402(6) Uani 1 1 d . . . . .
H42A H 0.215473 0.798550 0.266477 0.048 Uiso 1 1 calc R U . . .
C43 C 0.4353(3) 0.9050(2) 0.27626(19) 0.0405(6) Uani 1 1 d . . . . .
H43A H 0.417943 0.980774 0.275347 0.049 Uiso 1 1 calc R U . . .
C44 C 0.5843(3) 0.9056(2) 0.28289(19) 0.0381(5) Uani 1 1 d . . . . .
H44A H 0.667910 0.980862 0.284378 0.046 Uiso 1 1 calc R U . . .
C45 C 0.6060(3) 0.7958(2) 0.28713(17) 0.0313(5) Uani 1 1 d . . . . .
H45A H 0.706563 0.796102 0.293300 0.038 Uiso 1 1 calc R U . . .
C46 C 0.4848(2) 0.6813(2) 0.28270(15) 0.0258(4) Uani 1 1 d . . . . .
C50 C 0.0699(2) 0.2695(2) 0.20522(16) 0.0290(4) Uani 1 1 d . U . . .
C51 C -0.1053(3) 0.06767(19) 0.11221(17) 0.0323(4) Uani 1 1 d D U . . .
C52 C -0.0550(8) -0.0286(5) 0.1497(5) 0.0356(10) Uani 0.520(7) 1 d D U P A 1
C53 C -0.1336(8) -0.1437(4) 0.1007(5) 0.0434(12) Uani 0.520(7) 1 d D U P A 1
H53A H -0.109953 -0.213058 0.119569 0.052 Uiso 0.520(7) 1 calc R U P A 1
C54 C -0.2448(9) -0.1583(5) 0.0252(6) 0.0462(14) Uani 0.520(7) 1 d D U P A 1
H54A H -0.295466 -0.238012 -0.008275 0.055 Uiso 0.520(7) 1 calc R U P A 1
C55 C -0.2863(7) -0.0610(6) -0.0040(5) 0.0437(12) Uani 0.520(7) 1 d D U P A 1
H55A H -0.366435 -0.075321 -0.055142 0.052 Uiso 0.520(7) 1 calc R U P A 1
C56 C -0.2110(16) 0.0579(6) 0.0412(12) 0.0372(12) Uani 0.520(7) 1 d D U P A 1
C57 C 0.0648(9) -0.0124(6) 0.2343(5) 0.0529(15) Uani 0.520(7) 1 d D U P A 1
H57A H 0.072815 -0.092590 0.246152 0.079 Uiso 0.520(7) 1 calc R U P A 1
H57B H 0.037745 0.022110 0.297419 0.079 Uiso 0.520(7) 1 calc R U P A 1
H57C H 0.161973 0.043818 0.214476 0.079 Uiso 0.520(7) 1 calc R U P A 1
C58 C -0.2475(12) 0.1691(6) 0.0148(10) 0.0440(16) Uani 0.520(7) 1 d D U P A 1
H58A H -0.291932 0.197182 0.073035 0.066 Uiso 0.520(7) 1 calc R U P A 1
H58B H -0.319652 0.147460 -0.045619 0.066 Uiso 0.520(7) 1 calc R U P A 1
H58C H -0.154713 0.235152 -0.000310 0.066 Uiso 0.520(7) 1 calc R U P A 1
C52A C -0.1074(8) -0.0510(5) 0.1201(6) 0.0371(11) Uani 0.480(7) 1 d D U P A 2
C53A C -0.2063(10) -0.1525(6) 0.0610(7) 0.0465(14) Uani 0.480(7) 1 d D U P A 2
H53B H -0.203337 -0.232382 0.069732 0.056 Uiso 0.480(7) 1 calc R U P A 2
C54A C -0.3085(8) -0.1375(5) -0.0099(6) 0.0481(14) Uani 0.480(7) 1 d D U P A 2
H54B H -0.373919 -0.207489 -0.051209 0.058 Uiso 0.480(7) 1 calc R U P A 2
C55A C -0.3191(8) -0.0225(5) -0.0231(5) 0.0413(12) Uani 0.480(7) 1 d D U P A 2
H55B H -0.392421 -0.014638 -0.071703 0.050 Uiso 0.480(7) 1 calc R U P A 2
C56A C -0.2197(16) 0.0828(6) 0.0365(11) 0.0299(11) Uani 0.480(7) 1 d D U P A 2
C57A C 0.0035(8) -0.0626(7) 0.2011(6) 0.0489(14) Uani 0.480(7) 1 d D U P A 2
H57D H -0.008395 -0.149637 0.204263 0.073 Uiso 0.480(7) 1 calc R U P A 2
H57E H -0.015208 -0.030028 0.267885 0.073 Uiso 0.480(7) 1 calc R U P A 2
H57F H 0.106534 -0.015698 0.183939 0.073 Uiso 0.480(7) 1 calc R U P A 2
C58A C -0.2288(13) 0.2078(6) 0.0206(9) 0.0367(15) Uani 0.480(7) 1 d D U P A 2
H58D H -0.319792 0.197789 -0.023207 0.055 Uiso 0.480(7) 1 calc R U P A 2
H58E H -0.139229 0.257675 -0.012580 0.055 Uiso 0.480(7) 1 calc R U P A 2
H58F H -0.233238 0.249061 0.087232 0.055 Uiso 0.480(7) 1 calc R U P A 2
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
C41 O1 Cu1 125.72(14) . . ?
C50 Cu1 O1 131.06(8) . . ?
C50 Cu1 N1 132.35(9) . . ?
O1 Cu1 N1 95.08(7) . . ?
C1 N1 C11 116.76(16) . . ?
C1 N1 Cu1 121.92(14) . . ?
C11 N1 Cu1 121.16(13) . . ?
C50 N2 C51 175.8(2) . . ?
N1 C1 C46 127.06(18) . . ?
C16 C11 C12 120.45(18) . . ?
C16 C11 N1 121.85(17) . . ?
C12 C11 N1 117.69(17) . . ?
C13 C12 C11 118.75(19) . . ?
C13 C12 C21 118.86(18) . . ?
C11 C12 C21 122.37(18) . . ?
C14 C13 C12 121.1(2) . . ?
C15 C14 C13 119.8(2) . . ?
C14 C15 C16 121.4(2) . . ?
C15 C16 C11 118.33(19) . . ?
C15 C16 C31 118.72(18) . . ?
C11 C16 C31 122.90(18) . . ?
C26 C21 C22 117.5(2) . . ?
C26 C21 C12 123.21(19) . . ?
C22 C21 C12 119.3(2) . . ?
C23 C22 C21 121.0(2) . . ?
C24 C23 C22 120.6(2) . . ?
C23 C24 C25 119.3(2) . . ?
C24 C25 C26 120.5(2) . . ?
C25 C26 C21 121.1(2) . . ?
C32 C31 C36 118.05(19) . . ?
C32 C31 C16 120.96(19) . . ?
C36 C31 C16 120.89(18) . . ?
C33 C32 C31 121.1(2) . . ?
C34 C33 C32 120.3(2) . . ?
C33 C34 C35 119.3(2) . . ?
C36 C35 C34 120.67(19) . . ?
C35 C36 C31 120.58(19) . . ?
O1 C41 C42 119.2(2) . . ?
O1 C41 C46 124.4(2) . . ?
C42 C41 C46 116.4(2) . . ?
C43 C42 C41 122.7(2) . . ?
C42 C43 C44 120.6(2) . . ?
C45 C44 C43 118.5(2) . . ?
C44 C45 C46 122.7(2) . . ?
C45 C46 C1 116.55(18) . . ?
C45 C46 C41 119.06(19) . . ?
C1 C46 C41 124.12(19) . . ?
N2 C50 Cu1 174.26(19) . . ?
C56 C51 N2 124.2(3) . . ?
C52A C51 N2 130.7(4) . . ?
C56 C51 C52 128.7(4) . . ?
N2 C51 C52 107.1(3) . . ?
C52A C51 C56A 116.3(4) . . ?
N2 C51 C56A 112.9(3) . . ?
C53 C52 C51 112.9(5) . . ?
C53 C52 C57 120.8(5) . . ?
C51 C52 C57 126.3(4) . . ?
C54 C53 C52 120.5(5) . . ?
C53 C54 C55 122.3(5) . . ?
C54 C55 C56 120.4(5) . . ?
C51 C56 C55 115.2(5) . . ?
C51 C56 C58 120.4(5) . . ?
C55 C56 C58 124.3(6) . . ?
C51 C52A C53A 123.4(5) . . ?
C51 C52A C57A 114.4(5) . . ?
C53A C52A C57A 122.2(5) . . ?
C54A C53A C52A 119.9(6) . . ?
C53A C54A C55A 121.8(5) . . ?
C54A C55A C56A 119.5(6) . . ?
C55A C56A C51 119.0(5) . . ?
C55A C56A C58A 119.5(5) . . ?
C51 C56A C58A 121.4(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
O1 C41 1.296(3) . ?
O1 Cu1 1.9347(18) . ?
Cu1 C50 1.816(2) . ?
Cu1 N1 1.9886(17) . ?
N1 C1 1.299(3) . ?
N1 C11 1.433(3) . ?
N2 C50 1.158(3) . ?
N2 C51 1.393(3) . ?
C1 C46 1.431(3) . ?
C11 C16 1.409(3) . ?
C11 C12 1.416(3) . ?
C12 C13 1.395(3) . ?
C12 C21 1.494(3) . ?
C13 C14 1.386(3) . ?
C14 C15 1.382(3) . ?
C15 C16 1.402(3) . ?
C16 C31 1.491(3) . ?
C21 C26 1.395(3) . ?
C21 C22 1.399(3) . ?
C22 C23 1.392(4) . ?
C23 C24 1.374(4) . ?
C24 C25 1.383(4) . ?
C25 C26 1.393(3) . ?
C31 C32 1.393(3) . ?
C31 C36 1.395(3) . ?
C32 C33 1.385(3) . ?
C33 C34 1.380(3) . ?
C34 C35 1.385(3) . ?
C35 C36 1.385(3) . ?
C41 C42 1.415(3) . ?
C41 C46 1.439(3) . ?
C42 C43 1.372(4) . ?
C43 C44 1.407(4) . ?
C44 C45 1.364(3) . ?
C45 C46 1.416(3) . ?
C51 C56 1.303(7) . ?
C51 C52A 1.381(6) . ?
C51 C52 1.458(6) . ?
C51 C56A 1.495(7) . ?
C52 C53 1.383(6) . ?
C52 C57 1.502(8) . ?
C53 C54 1.367(8) . ?
C54 C55 1.386(8) . ?
C55 C56 1.393(7) . ?
C56 C58 1.501(7) . ?
C52A C53A 1.386(8) . ?
C52A C57A 1.500(8) . ?
C53A C54A 1.370(8) . ?
C54A C55A 1.393(7) . ?
C55A C56A 1.417(7) . ?
C56A C58A 1.508(7) . ?
