#------------------------------------------------------------------------------
#$Date: 2026-02-18 01:06:52 +0100 (Wed 18 de Feb de 2026) $
#$Revision: 304485 $
#$URL: svn://www.crystallography.net/cod/cif/7/72/01/7720171.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_7720171
loop_
_publ_author_name
'Chakraborty, Soumi'
'Mao, Erqian'
'Gray, Thomas G.'
'Teets, Thomas S.'
_publ_section_title
;
 Luminescent N-heterocyclic carbene Cu(I) complexes with N^O chelating
 ligands exhibit microsecond lifetimes and photocatalytic activity.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2908
_journal_page_last               2918
_journal_paper_doi               10.1039/d5dt02991k
_journal_volume                  55
_journal_year                    2026
_chemical_formula_sum            'C40 H44 Cu N3 O'
_chemical_formula_weight         646.32
_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   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2025-01-21 deposited with the CCDC.	2026-01-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.750(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.437(3)
_cell_length_b                   15.572(5)
_cell_length_c                   21.915(7)
_cell_measurement_reflns_used    5059
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.02
_cell_measurement_theta_min      2.39
_cell_volume                     3473.9(19)
_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 0.998
_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  0.0376
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20557
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_min         1.618
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_description       plate
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         7643
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0418P)²+0.9338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0987
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5793
_reflns_number_total             7643
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt02991k6.cif
_cod_data_source_block           Cu2
_cod_original_cell_volume        3473.9(18)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7720171
_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   0.821
_shelx_estimated_absorpt_t_max   0.943
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
O1 O 0.79103(15) 0.46327(10) 0.69393(7) 0.0358(4) Uani 1 1 d . . . . .
Cu1 Cu 0.63302(3) 0.41998(2) 0.71927(2) 0.02364(8) Uani 1 1 d . . . . .
N1 N 0.52353(19) 0.50849(10) 0.66600(8) 0.0296(4) Uani 1 1 d . . . . .
N2 N 0.60276(16) 0.24004(10) 0.74304(7) 0.0197(3) Uani 1 1 d . . . . .
N3 N 0.67564(16) 0.30531(10) 0.82930(7) 0.0190(3) Uani 1 1 d . . . . .
C1 C 0.63098(18) 0.32065(12) 0.76665(8) 0.0185(4) Uani 1 1 d . . . . .
C2 C 0.6294(2) 0.17735(13) 0.78898(9) 0.0268(5) Uani 1 1 d . . . . .
H2 H 0.617830 0.117155 0.783206 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6746(2) 0.21846(12) 0.84314(9) 0.0259(5) Uani 1 1 d . . . . .
H3 H 0.700956 0.192986 0.883354 0.031 Uiso 1 1 calc R U . . .
C11 C 0.4060(2) 0.52166(14) 0.67858(11) 0.0375(6) Uani 1 1 d . . . . .
H11 H 0.390850 0.499417 0.716740 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3037(3) 0.56574(15) 0.63969(13) 0.0477(7) Uani 1 1 d . . . . .
H12 H 0.222201 0.574934 0.651163 0.057 Uiso 1 1 calc R U . . .
C13 C 0.3261(3) 0.59534(15) 0.58402(12) 0.0498(7) Uani 1 1 d . . . . .
H13 H 0.257347 0.623223 0.555185 0.060 Uiso 1 1 calc R U . . .
C14 C 0.4480(3) 0.58505(13) 0.56925(11) 0.0416(6) Uani 1 1 d . . . . .
C15 C 0.4715(4) 0.61588(16) 0.51106(11) 0.0549(8) Uani 1 1 d . . . . .
H15 H 0.402474 0.642699 0.481739 0.066 Uiso 1 1 calc R U . . .
C16 C 0.5903(4) 0.60718(16) 0.49765(11) 0.0570(9) Uani 1 1 d . . . . .
H16 H 0.602838 0.627897 0.458614 0.068 Uiso 1 1 calc R U . . .
C17 C 0.6980(3) 0.56816(15) 0.53958(10) 0.0453(7) Uani 1 1 d . . . . .
C18 C 0.8211(4) 0.56602(17) 0.52426(12) 0.0581(9) Uani 1 1 d . . . . .
H18 H 0.831073 0.588783 0.485347 0.070 Uiso 1 1 calc R U . . .
C19 C 0.9272(3) 0.53160(18) 0.56461(12) 0.0557(8) Uani 1 1 d . . . . .
H19 H 1.010685 0.531441 0.554025 0.067 Uiso 1 1 calc R U . . .
C20 C 0.9133(3) 0.49697(16) 0.62085(12) 0.0455(7) Uani 1 1 d . . . . .
H20 H 0.988283 0.472840 0.647998 0.055 Uiso 1 1 calc R U . . .
C21 C 0.7925(2) 0.49591(14) 0.63966(10) 0.0336(5) Uani 1 1 d . . . . .
C22 C 0.6794(3) 0.53333(13) 0.59814(10) 0.0341(5) Uani 1 1 d . . . . .
C23 C 0.5509(2) 0.54155(13) 0.61180(9) 0.0326(5) Uani 1 1 d . . . . .
C31 C 0.5496(2) 0.22213(12) 0.67787(8) 0.0207(4) Uani 1 1 d . . . . .
C32 C 0.4135(2) 0.21443(13) 0.65779(10) 0.0279(5) Uani 1 1 d . . . . .
C33 C 0.3640(2) 0.19516(14) 0.59472(10) 0.0331(5) Uani 1 1 d . . . . .
H33 H 0.271925 0.188824 0.579465 0.040 Uiso 1 1 calc R U . . .
C34 C 0.4473(2) 0.18524(13) 0.55441(10) 0.0328(5) Uani 1 1 d . . . . .
H34 H 0.412001 0.172764 0.511565 0.039 Uiso 1 1 calc R U . . .
C35 C 0.5811(2) 0.19320(13) 0.57555(9) 0.0296(5) Uani 1 1 d . . . . .
H35 H 0.636701 0.186019 0.546951 0.036 Uiso 1 1 calc R U . . .
C36 C 0.6369(2) 0.21162(12) 0.63816(9) 0.0232(4) Uani 1 1 d . . . . .
C41 C 0.71216(19) 0.37118(11) 0.87607(8) 0.0197(4) Uani 1 1 d . . . . .
C42 C 0.6236(2) 0.39004(13) 0.91393(9) 0.0242(4) Uani 1 1 d . . . . .
C43 C 0.6619(2) 0.45108(14) 0.96067(9) 0.0298(5) Uani 1 1 d . . . . .
H43 H 0.605033 0.464555 0.987686 0.036 Uiso 1 1 calc R U . . .
C44 C 0.7814(2) 0.49242(13) 0.96846(10) 0.0315(5) Uani 1 1 d . . . . .
H44 H 0.805754 0.534045 1.000635 0.038 Uiso 1 1 calc R U . . .
C45 C 0.8661(2) 0.47371(13) 0.92976(9) 0.0274(5) Uani 1 1 d . . . . .
H45 H 0.947486 0.503306 0.935416 0.033 Uiso 1 1 calc R U . . .
C46 C 0.83408(19) 0.41221(12) 0.88265(9) 0.0216(4) Uani 1 1 d . . . . .
C51 C 0.2355(3) 0.30779(18) 0.68283(17) 0.0679(9) Uani 1 1 d . . . . .
H51A H 0.292237 0.358258 0.684496 0.102 Uiso 1 1 calc R U . . .
H51B H 0.177212 0.315573 0.711875 0.102 Uiso 1 1 calc R U . . .
H51C H 0.182661 0.300756 0.640230 0.102 Uiso 1 1 calc R U . . .
C52 C 0.3205(2) 0.22761(17) 0.70146(12) 0.0421(6) Uani 1 1 d . . . . .
H52 H 0.374855 0.236969 0.744598 0.051 Uiso 1 1 calc R U . . .
C53 C 0.2340(3) 0.14909(19) 0.70332(16) 0.0650(9) Uani 1 1 d . . . . .
H53A H 0.179735 0.138460 0.661458 0.097 Uiso 1 1 calc R U . . .
H53B H 0.177075 0.159468 0.732651 0.097 Uiso 1 1 calc R U . . .
H53C H 0.289552 0.098916 0.717057 0.097 Uiso 1 1 calc R U . . .
C54 C 0.8415(3) 0.12935(17) 0.68415(13) 0.0500(7) Uani 1 1 d . . . . .
H54A H 0.794367 0.105168 0.714199 0.075 Uiso 1 1 calc R U . . .
H54B H 0.934751 0.135510 0.704148 0.075 Uiso 1 1 calc R U . . .
H54C H 0.832119 0.090949 0.648003 0.075 Uiso 1 1 calc R U . . .
C55 C 0.7842(2) 0.21729(14) 0.66248(10) 0.0307(5) Uani 1 1 d . . . . .
H55 H 0.800431 0.255803 0.699914 0.037 Uiso 1 1 calc R U . . .
C56 C 0.8550(3) 0.25625(18) 0.61526(13) 0.0504(7) Uani 1 1 d . . . . .
H56A H 0.845410 0.218182 0.578925 0.076 Uiso 1 1 calc R U . . .
H56B H 0.948359 0.263215 0.634712 0.076 Uiso 1 1 calc R U . . .
H56C H 0.816609 0.312425 0.601771 0.076 Uiso 1 1 calc R U . . .
C61 C 0.3857(3) 0.4157(2) 0.87157(15) 0.0618(8) Uani 1 1 d . . . . .
H61A H 0.384739 0.463871 0.900251 0.093 Uiso 1 1 calc R U . . .
H61B H 0.298760 0.388761 0.861394 0.093 Uiso 1 1 calc R U . . .
H61C H 0.408181 0.436825 0.833111 0.093 Uiso 1 1 calc R U . . .
C62 C 0.4876(2) 0.34993(15) 0.90258(10) 0.0331(5) Uani 1 1 d . . . . .
H62 H 0.485156 0.300860 0.872908 0.040 Uiso 1 1 calc R U . . .
C63 C 0.4533(3) 0.31528(19) 0.96209(12) 0.0585(8) Uani 1 1 d . . . . .
H63A H 0.518578 0.272279 0.981101 0.088 Uiso 1 1 calc R U . . .
H63B H 0.366061 0.288764 0.951795 0.088 Uiso 1 1 calc R U . . .
H63C H 0.453370 0.362535 0.991634 0.088 Uiso 1 1 calc R U . . .
C64 C 1.0128(2) 0.31161(15) 0.86897(13) 0.0447(6) Uani 1 1 d . . . . .
H64A H 1.067579 0.327003 0.909829 0.067 Uiso 1 1 calc R U . . .
H64B H 1.069077 0.294859 0.840629 0.067 Uiso 1 1 calc R U . . .
H64C H 0.955402 0.263495 0.873932 0.067 Uiso 1 1 calc R U . . .
C65 C 0.9288(2) 0.38884(13) 0.84169(9) 0.0260(4) Uani 1 1 d . . . . .
H65 H 0.875084 0.371215 0.799958 0.031 Uiso 1 1 calc R U . . .
C66 C 1.0157(2) 0.46403(15) 0.83077(11) 0.0366(5) Uani 1 1 d . . . . .
H66A H 0.960319 0.513786 0.815510 0.055 Uiso 1 1 calc R U . . .
H66B H 1.065674 0.447589 0.799653 0.055 Uiso 1 1 calc R U . . .
H66C H 1.076535 0.478850 0.870177 0.055 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'
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
C21 O1 Cu1 124.91(15) . . ?
C1 Cu1 O1 123.59(7) . . ?
C1 Cu1 N1 145.39(8) . . ?
O1 Cu1 N1 90.32(7) . . ?
C11 N1 C23 119.7(2) . . ?
C11 N1 Cu1 114.85(15) . . ?
C23 N1 Cu1 124.09(16) . . ?
C1 N2 C2 112.37(16) . . ?
C1 N2 C31 123.88(15) . . ?
C2 N2 C31 123.75(16) . . ?
C1 N3 C3 111.85(15) . . ?
C1 N3 C41 124.53(15) . . ?
C3 N3 C41 123.53(15) . . ?
N2 C1 N3 102.51(15) . . ?
N2 C1 Cu1 125.42(13) . . ?
N3 C1 Cu1 131.24(14) . . ?
C3 C2 N2 106.39(17) . . ?
C2 C3 N3 106.88(17) . . ?
N1 C11 C12 124.5(2) . . ?
C13 C12 C11 116.9(3) . . ?
C12 C13 C14 120.8(2) . . ?
C13 C14 C23 119.8(2) . . ?
C13 C14 C15 120.9(3) . . ?
C23 C14 C15 119.2(3) . . ?
C16 C15 C14 120.6(3) . . ?
C15 C16 C17 122.6(2) . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 C22 121.0(3) . . ?
C16 C17 C22 119.5(3) . . ?
C19 C18 C17 120.7(2) . . ?
C18 C19 C20 120.1(3) . . ?
C19 C20 C21 122.8(3) . . ?
O1 C21 C20 117.7(2) . . ?
O1 C21 C22 124.2(2) . . ?
C20 C21 C22 118.0(2) . . ?
C23 C22 C21 124.95(19) . . ?
C23 C22 C17 117.6(2) . . ?
C21 C22 C17 117.4(2) . . ?
N1 C23 C14 118.1(2) . . ?
N1 C23 C22 121.6(2) . . ?
C14 C23 C22 120.4(2) . . ?
C32 C31 C36 123.34(18) . . ?
C32 C31 N2 118.12(17) . . ?
C36 C31 N2 118.53(17) . . ?
C31 C32 C33 117.3(2) . . ?
C31 C32 C52 122.45(19) . . ?
C33 C32 C52 120.2(2) . . ?
C34 C33 C32 120.7(2) . . ?
C35 C34 C33 120.74(19) . . ?
C34 C35 C36 121.4(2) . . ?
C35 C36 C31 116.56(19) . . ?
C35 C36 C55 121.89(19) . . ?
C31 C36 C55 121.53(17) . . ?
C46 C41 C42 123.04(18) . . ?
C46 C41 N3 119.28(16) . . ?
C42 C41 N3 117.67(17) . . ?
C43 C42 C41 117.31(19) . . ?
C43 C42 C62 120.55(18) . . ?
C41 C42 C62 122.05(18) . . ?
C44 C43 C42 121.0(2) . . ?
C43 C44 C45 120.51(19) . . ?
C44 C45 C46 121.1(2) . . ?
C45 C46 C41 116.94(18) . . ?
C45 C46 C65 121.42(18) . . ?
C41 C46 C65 121.62(17) . . ?
C32 C52 C53 111.9(2) . . ?
C32 C52 C51 110.8(2) . . ?
C53 C52 C51 110.4(2) . . ?
C36 C55 C56 113.00(19) . . ?
C36 C55 C54 110.76(18) . . ?
C56 C55 C54 110.7(2) . . ?
C42 C62 C61 109.3(2) . . ?
C42 C62 C63 113.07(19) . . ?
C61 C62 C63 110.3(2) . . ?
C46 C65 C64 110.40(17) . . ?
C46 C65 C66 113.20(18) . . ?
C64 C65 C66 110.78(19) . . ?
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 C21 1.297(2) . ?
O1 Cu1 1.9715(16) . ?
Cu1 C1 1.8656(19) . ?
Cu1 N1 1.9949(17) . ?
N1 C11 1.332(3) . ?
N1 C23 1.381(3) . ?
N2 C1 1.365(2) . ?
N2 C2 1.386(2) . ?
N2 C31 1.441(2) . ?
N3 C1 1.370(2) . ?
N3 C3 1.387(2) . ?
N3 C41 1.441(2) . ?
C2 C3 1.340(3) . ?
C11 C12 1.391(3) . ?
C12 C13 1.371(4) . ?
C13 C14 1.390(4) . ?
C14 C23 1.428(3) . ?
C14 C15 1.433(4) . ?
C15 C16 1.342(4) . ?
C16 C17 1.422(4) . ?
C17 C18 1.399(4) . ?
C17 C22 1.445(3) . ?
C18 C19 1.365(4) . ?
C19 C20 1.382(3) . ?
C20 C21 1.410(3) . ?
C21 C22 1.444(3) . ?
C22 C23 1.443(3) . ?
C31 C32 1.397(3) . ?
C31 C36 1.401(3) . ?
C32 C33 1.397(3) . ?
C32 C52 1.520(3) . ?
C33 C34 1.378(3) . ?
C34 C35 1.377(3) . ?
C35 C36 1.397(3) . ?
C36 C55 1.515(3) . ?
C41 C46 1.403(3) . ?
C41 C42 1.403(3) . ?
C42 C43 1.390(3) . ?
C42 C62 1.520(3) . ?
C43 C44 1.380(3) . ?
C44 C45 1.384(3) . ?
C45 C46 1.394(3) . ?
C46 C65 1.519(3) . ?
C51 C52 1.534(4) . ?
C52 C53 1.526(4) . ?
C54 C55 1.527(3) . ?
C55 C56 1.524(3) . ?
C61 C62 1.524(3) . ?
C62 C63 1.525(3) . ?
C64 C65 1.530(3) . ?
C65 C66 1.531(3) . ?
