# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_ds_190_sedlacek
_database_code_depnum_ccdc_archive 'CCDC 2333975'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2024-02-20 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Cu N2 O2, C3 H7 N O'
_chemical_formula_sum            'C27 H27 Cu N3 O3'
_chemical_formula_weight         505.05
_chemical_compound_source        'synthesized by the authors'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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, y+1/2, -z'

_cell_length_a                   8.6380(3)
_cell_length_b                   31.0524(10)
_cell_length_c                   8.6749(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.667(2)
_cell_angle_gamma                90
_cell_volume                     2326.72(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9855
_cell_measurement_theta_min      2.8461
_cell_measurement_theta_max      68.3796

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             1052
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.283
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    1.607
_shelx_estimated_absorpt_T_min   0.659
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Helios Cu  multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24115
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.846
_diffrn_reflns_theta_max         68.485
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             8359
_reflns_number_gt                7893
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_max     0.958
_reflns_Friedel_fraction_full    0.965

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+8.8567P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3305 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.066(17)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8359
_refine_ls_number_parameters     617
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1425
_refine_ls_wR_factor_gt          0.1410
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cu1E Cu 0.21360(13) 0.55079(3) 0.59444(14) 0.0203(3) Uani 1 1 d . . . . .
O1E O 0.1613(7) 0.49321(19) 0.5384(7) 0.0199(13) Uani 1 1 d . . . . .
N1E N 0.4045(7) 0.5505(3) 0.4754(8) 0.0243(15) Uani 1 1 d . . . . .
C1E C 0.4867(10) 0.3557(3) 0.0322(12) 0.029(2) Uani 1 1 d . . . . .
H1E H 0.523252 0.335973 -0.042707 0.035 Uiso 1 1 calc R U . . .
C2E C 0.4410(9) 0.3805(3) 0.1261(11) 0.0207(19) Uani 1 1 d . . . . .
C3E C 0.3801(10) 0.4093(3) 0.2381(11) 0.0218(19) Uani 1 1 d . . . . .
C4E C 0.2547(10) 0.3965(3) 0.3306(12) 0.026(2) Uani 1 1 d . . . . .
H4E H 0.216319 0.367911 0.323309 0.031 Uiso 1 1 calc R U . . .
C5E C 0.1874(10) 0.4252(3) 0.4315(11) 0.024(2) Uani 1 1 d . . . . .
H5E H 0.103056 0.415433 0.491546 0.028 Uiso 1 1 calc R U . . .
C6E C 0.2365(10) 0.4675(3) 0.4498(10) 0.0201(19) Uani 1 1 d . . . . .
C7E C 0.3720(9) 0.4799(3) 0.3635(10) 0.0201(19) Uani 1 1 d . . . . .
C8E C 0.4373(10) 0.4511(3) 0.2609(11) 0.0222(19) Uani 1 1 d . . . . .
H8E H 0.524543 0.460111 0.203598 0.027 Uiso 1 1 calc R U . . .
C9E C 0.4480(9) 0.5204(3) 0.3871(11) 0.0270(19) Uani 1 1 d . . . . .
H9E H 0.540281 0.525148 0.331046 0.032 Uiso 1 1 calc R U . . .
C10E C 0.5005(9) 0.5884(3) 0.5160(12) 0.027(2) Uani 1 1 d . . . . .
H10E H 0.547505 0.583318 0.620318 0.032 Uiso 1 1 calc R U . . .
C11E C 0.6293(10) 0.5995(3) 0.4063(14) 0.033(2) Uani 1 1 d . . . . .
H11A H 0.585322 0.603568 0.301453 0.040 Uiso 1 1 calc R U . . .
H11B H 0.703477 0.575185 0.402355 0.040 Uiso 1 1 calc R U . . .
C12E C 0.7145(10) 0.6400(3) 0.4552(15) 0.040(3) Uani 1 1 d . . . . .
H12A H 0.791036 0.647625 0.375636 0.048 Uiso 1 1 calc R U . . .
H12B H 0.771757 0.634401 0.552718 0.048 Uiso 1 1 calc R U . . .
O1F O 0.0411(7) 0.5520(3) 0.7307(8) 0.0314(14) Uani 1 1 d . . . . .
N1F N 0.2548(8) 0.6123(2) 0.6199(9) 0.0194(16) Uani 1 1 d . . . . .
C1F C -0.3441(11) 0.7207(3) 1.0345(14) 0.036(2) Uani 1 1 d . . . . .
H1F H -0.404104 0.743717 1.073918 0.044 Uiso 1 1 calc R U . . .
C2F C -0.2698(11) 0.6922(3) 0.9857(12) 0.031(2) Uani 1 1 d . . . . .
C3F C -0.1846(10) 0.6557(3) 0.9232(11) 0.026(2) Uani 1 1 d . . . . .
C4F C -0.2408(11) 0.6141(3) 0.9381(10) 0.026(2) Uani 1 1 d . . . . .
H4F H -0.334006 0.609322 0.992512 0.031 Uiso 1 1 calc R U . . .
C5F C -0.1632(11) 0.5795(3) 0.8748(11) 0.027(2) Uani 1 1 d . . . . .
H5F H -0.203732 0.551251 0.886261 0.033 Uiso 1 1 calc R U . . .
C6F C -0.0253(10) 0.5857(3) 0.7937(11) 0.025(2) Uani 1 1 d . . . . .
C7F C 0.0336(10) 0.6281(3) 0.7775(10) 0.0214(19) Uani 1 1 d . . . . .
C8F C -0.0490(10) 0.6622(3) 0.8460(11) 0.025(2) Uani 1 1 d . . . . .
H8F H -0.009206 0.690619 0.838418 0.030 Uiso 1 1 calc R U . . .
C9F C 0.1714(10) 0.6386(3) 0.6950(11) 0.0207(19) Uani 1 1 d . . . . .
H9F H 0.203338 0.667911 0.696500 0.025 Uiso 1 1 calc R U . . .
C10F C 0.3891(9) 0.6270(3) 0.5276(12) 0.026(2) Uani 1 1 d . . . . .
H10F H 0.350112 0.633585 0.421213 0.031 Uiso 1 1 calc R U . . .
C11F C 0.4748(11) 0.6665(3) 0.5867(14) 0.033(2) Uani 1 1 d . . . . .
H11G H 0.401897 0.690979 0.594751 0.039 Uiso 1 1 calc R U . . .
H11H H 0.518183 0.660625 0.690681 0.039 Uiso 1 1 calc R U . . .
C12F C 0.6041(10) 0.6782(3) 0.4785(13) 0.032(2) Uani 1 1 d . . . . .
H12G H 0.662772 0.702916 0.521292 0.038 Uiso 1 1 calc R U . . .
H12H H 0.559563 0.686964 0.377684 0.038 Uiso 1 1 calc R U . . .
Cu1C Cu 0.31331(13) 0.52261(4) 0.93122(14) 0.0192(3) Uani 1 1 d . . . . .
O1C O 0.4925(7) 0.5210(3) 0.8067(8) 0.0321(15) Uani 1 1 d . . . . .
N1C N 0.2468(8) 0.4653(3) 0.8711(9) 0.0234(17) Uani 1 1 d . . . . .
C1C C 0.8575(11) 0.3500(3) 0.4856(12) 0.031(2) Uani 1 1 d . . . . .
H1C H 0.917045 0.327164 0.444241 0.037 Uiso 1 1 calc R U . . .
C2C C 0.7829(10) 0.3787(3) 0.5373(11) 0.025(2) Uani 1 1 d . . . . .
C3C C 0.7003(10) 0.4142(3) 0.5992(11) 0.024(2) Uani 1 1 d . . . . .
C4C C 0.7679(10) 0.4568(3) 0.5964(10) 0.0231(19) Uani 1 1 d . . . . .
H4C H 0.863795 0.461204 0.546280 0.028 Uiso 1 1 calc R U . . .
C5C C 0.6959(10) 0.4907(3) 0.6648(10) 0.0223(19) Uani 1 1 d . . . . .
H5C H 0.743967 0.518163 0.660540 0.027 Uiso 1 1 calc R U . . .
C6C C 0.5514(10) 0.4869(3) 0.7427(10) 0.0218(19) Uani 1 1 d . . . . .
C7C C 0.4813(10) 0.4446(3) 0.7397(10) 0.0195(18) Uani 1 1 d . . . . .
C8C C 0.5567(10) 0.4102(3) 0.6698(10) 0.0205(19) Uani 1 1 d . . . . .
H8C H 0.508105 0.382768 0.670204 0.025 Uiso 1 1 calc R U . . .
C9C C 0.3300(11) 0.4374(3) 0.8010(11) 0.022(2) Uani 1 1 d . . . . .
H9C H 0.287463 0.409372 0.788487 0.027 Uiso 1 1 calc R U . . .
C10C C 0.0857(9) 0.4574(3) 0.9186(10) 0.0212(18) Uani 1 1 d . . . . .
H10C H 0.015850 0.474516 0.849282 0.025 Uiso 1 1 calc R U . . .
C11C C 0.0333(10) 0.4105(3) 0.9119(12) 0.024(2) Uani 1 1 d . . . . .
H11C H 0.106158 0.392237 0.971969 0.029 Uiso 1 1 calc R U . . .
H11D H 0.032635 0.400285 0.803735 0.029 Uiso 1 1 calc R U . . .
C12C C -0.1317(9) 0.4067(3) 0.9795(11) 0.025(2) Uani 1 1 d . . . . .
H12C H -0.206031 0.422093 0.911605 0.030 Uiso 1 1 calc R U . . .
H12D H -0.162485 0.375957 0.982277 0.030 Uiso 1 1 calc R U . . .
O1D O 0.3650(7) 0.5806(2) 0.9811(8) 0.0254(14) Uani 1 1 d . . . . .
N1D N 0.1418(7) 0.5202(3) 1.0753(8) 0.0218(15) Uani 1 1 d . . . . .
C1D C 0.0223(11) 0.7222(3) 1.4628(12) 0.029(2) Uani 1 1 d . . . . .
H1D H -0.015749 0.741886 1.537032 0.034 Uiso 1 1 calc R U . . .
C2D C 0.0699(10) 0.6975(3) 1.3699(12) 0.026(2) Uani 1 1 d . . . . .
C3D C 0.1350(10) 0.6672(3) 1.2631(12) 0.023(2) Uani 1 1 d . . . . .
C4D C 0.2593(10) 0.6797(3) 1.1673(11) 0.024(2) Uani 1 1 d . . . . .
H4D H 0.293253 0.708838 1.167774 0.028 Uiso 1 1 calc R U . . .
C5D C 0.3312(10) 0.6503(3) 1.0739(12) 0.026(2) Uani 1 1 d . . . . .
H5D H 0.413528 0.659428 1.010084 0.031 Uiso 1 1 calc R U . . .
C6D C 0.2848(10) 0.6066(3) 1.0713(10) 0.0206(19) Uani 1 1 d . . . . .
C7D C 0.1562(10) 0.5944(3) 1.1561(12) 0.022(2) Uani 1 1 d . . . . .
C8D C 0.0855(10) 0.6248(3) 1.2544(11) 0.023(2) Uani 1 1 d . . . . .
H8D H 0.001344 0.615915 1.316313 0.028 Uiso 1 1 calc R U . . .
C9D C 0.0924(9) 0.5509(3) 1.1573(9) 0.0204(17) Uani 1 1 d . . . . .
H9D H 0.008312 0.545199 1.223972 0.024 Uiso 1 1 calc R U . . .
C10D C 0.0746(9) 0.4762(3) 1.0814(10) 0.0219(18) Uani 1 1 d . . . . .
H10D H 0.144009 0.458551 1.149554 0.026 Uiso 1 1 calc R U . . .
C11D C -0.0897(10) 0.4721(3) 1.1449(11) 0.0259(19) Uani 1 1 d . . . . .
H11E H -0.091962 0.482922 1.252216 0.031 Uiso 1 1 calc R U . . .
H11F H -0.162204 0.489627 1.081893 0.031 Uiso 1 1 calc R U . . .
C12D C -0.1391(9) 0.4253(3) 1.1409(11) 0.0257(19) Uani 1 1 d . . . . .
H12E H -0.246278 0.422864 1.179155 0.031 Uiso 1 1 calc R U . . .
H12F H -0.070854 0.408365 1.210567 0.031 Uiso 1 1 calc R U . . .
N1S N 0.9708(9) 0.2876(3) 0.0567(10) 0.032(2) Uani 1 1 d . . . . .
C1S C 1.0909(10) 0.2936(3) 0.1507(12) 0.028(2) Uani 1 1 d . . . . .
H1S H 1.186942 0.300587 0.104632 0.034 Uiso 1 1 calc R U . . .
O1S O 1.0892(8) 0.2911(2) 0.2913(8) 0.0317(16) Uani 1 1 d . . . . .
C2S C 0.8219(12) 0.2762(4) 0.1194(14) 0.043(3) Uani 1 1 d . . . . .
H2SA H 0.763803 0.258932 0.043840 0.065 Uiso 1 1 calc R U . . .
H2SB H 0.763810 0.302456 0.142634 0.065 Uiso 1 1 calc R U . . .
H2SC H 0.837215 0.259440 0.214061 0.065 Uiso 1 1 calc R U . . .
C3S C 0.9862(12) 0.2896(4) -0.1069(13) 0.039(3) Uani 1 1 d . . . . .
H3SA H 0.888595 0.299486 -0.153462 0.058 Uiso 1 1 calc R U . . .
H3SB H 1.011485 0.260947 -0.146625 0.058 Uiso 1 1 calc R U . . .
H3SC H 1.069183 0.309784 -0.132850 0.058 Uiso 1 1 calc R U . . .
N1T N 0.4699(9) 0.2907(3) -0.4393(10) 0.0284(19) Uani 1 1 d . . . . .
C1T C 0.5877(11) 0.2820(3) -0.3459(12) 0.027(2) Uani 1 1 d . . . . .
H1T H 0.683293 0.274227 -0.391347 0.033 Uiso 1 1 calc R U . . .
O1T O 0.5825(8) 0.2831(2) -0.2059(8) 0.0316(16) Uani 1 1 d . . . . .
C2T C 0.3189(11) 0.3017(4) -0.3815(12) 0.034(2) Uani 1 1 d . . . . .
H2TA H 0.287998 0.330006 -0.421316 0.051 Uiso 1 1 calc R U . . .
H2TB H 0.322742 0.302602 -0.268556 0.051 Uiso 1 1 calc R U . . .
H2TC H 0.243382 0.280020 -0.415267 0.051 Uiso 1 1 calc R U . . .
C3T C 0.4898(13) 0.2903(4) -0.6083(13) 0.042(3) Uani 1 1 d . . . . .
H3TA H 0.414971 0.270418 -0.655292 0.063 Uiso 1 1 calc R U . . .
H3TB H 0.595108 0.280990 -0.632444 0.063 Uiso 1 1 calc R U . . .
H3TC H 0.472477 0.319385 -0.649158 0.063 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cu1E O1E 1.906(6) . ?
Cu1E O1F 1.913(7) . ?
Cu1E N1F 1.955(7) . ?
Cu1E N1E 1.956(7) . ?
O1E C6E 1.289(11) . ?
N1E C9E 1.269(13) . ?
N1E C10E 1.479(11) . ?
C1E C2E 1.191(14) . ?
C1E H1E 0.9500 . ?
C2E C3E 1.427(14) . ?
C3E C8E 1.401(13) . ?
C3E C4E 1.413(14) . ?
C4E C5E 1.381(14) . ?
C4E H4E 0.9500 . ?
C5E C6E 1.391(13) . ?
C5E H5E 0.9500 . ?
C6E C7E 1.448(13) . ?
C7E C8E 1.385(13) . ?
C7E C9E 1.432(13) . ?
C8E H8E 0.9500 . ?
C9E H9E 0.9500 . ?
C10E C11E 1.512(13) . ?
C10E C10F 1.541(11) . ?
C10E H10E 1.0000 . ?
C11E C12E 1.517(13) . ?
C11E H11A 0.9900 . ?
C11E H11B 0.9900 . ?
C12E C12F 1.536(12) . ?
C12E H12A 0.9900 . ?
C12E H12B 0.9900 . ?
O1F C6F 1.316(12) . ?
N1F C9F 1.274(12) . ?
N1F C10F 1.488(11) . ?
C1F C2F 1.175(15) . ?
C1F H1F 0.9500 . ?
C2F C3F 1.459(14) . ?
C3F C8F 1.371(14) . ?
C3F C4F 1.385(14) . ?
C4F C5F 1.384(13) . ?
C4F H4F 0.9500 . ?
C5F C6F 1.404(13) . ?
C5F H5F 0.9500 . ?
C6F C7F 1.418(13) . ?
C7F C8F 1.412(13) . ?
C7F C9F 1.434(13) . ?
C8F H8F 0.9500 . ?
C9F H9F 0.9500 . ?
C10F C11F 1.520(13) . ?
C10F H10F 1.0000 . ?
C11F C12F 1.511(14) . ?
C11F H11G 0.9900 . ?
C11F H11H 0.9900 . ?
C12F H12G 0.9900 . ?
C12F H12H 0.9900 . ?
Cu1C O1C 1.899(6) . ?
Cu1C O1D 1.905(6) . ?
Cu1C N1C 1.941(8) . ?
Cu1C N1D 1.951(7) . ?
O1C C6C 1.301(12) . ?
N1C C9C 1.283(12) . ?
N1C C10C 1.477(11) . ?
C1C C2C 1.189(14) . ?
C1C H1C 0.9500 . ?
C2C C3C 1.422(14) . ?
C3C C8C 1.396(12) . ?
C3C C4C 1.446(13) . ?
C4C C5C 1.361(13) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.432(12) . ?
C5C H5C 0.9500 . ?
C6C C7C 1.448(12) . ?
C7C C8C 1.393(13) . ?
C7C C9C 1.434(13) . ?
C8C H8C 0.9500 . ?
C9C H9C 0.9500 . ?
C10C C11C 1.527(12) . ?
C10C C10D 1.532(12) . ?
C10C H10C 1.0000 . ?
C11C C12C 1.552(12) . ?
C11C H11C 0.9900 . ?
C11C H11D 0.9900 . ?
C12C C12D 1.517(14) . ?
C12C H12C 0.9900 . ?
C12C H12D 0.9900 . ?
O1D C6D 1.325(11) . ?
N1D C9D 1.266(13) . ?
N1D C10D 1.486(11) . ?
C1D C2D 1.188(14) . ?
C1D H1D 0.9500 . ?
C2D C3D 1.440(14) . ?
C3D C8D 1.386(13) . ?
C3D C4D 1.419(14) . ?
C4D C5D 1.375(14) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.414(13) . ?
C5D H5D 0.9500 . ?
C6D C7D 1.393(13) . ?
C7D C8D 1.416(13) . ?
C7D C9D 1.459(13) . ?
C8D H8D 0.9500 . ?
C9D H9D 0.9500 . ?
C10D C11D 1.534(12) . ?
C10D H10D 1.0000 . ?
C11D C12D 1.515(12) . ?
C11D H11E 0.9900 . ?
C11D H11F 0.9900 . ?
C12D H12E 0.9900 . ?
C12D H12F 0.9900 . ?
N1S C1S 1.326(12) . ?
N1S C3S 1.428(14) . ?
N1S C2S 1.446(14) . ?
C1S O1S 1.223(12) . ?
C1S H1S 0.9500 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
N1T C1T 1.322(12) . ?
N1T C2T 1.444(12) . ?
N1T C3T 1.478(14) . ?
C1T O1T 1.217(12) . ?
C1T H1T 0.9500 . ?
C2T H2TA 0.9800 . ?
C2T H2TB 0.9800 . ?
C2T H2TC 0.9800 . ?
C3T H3TA 0.9800 . ?
C3T H3TB 0.9800 . ?
C3T H3TC 0.9800 . ?

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
O1E Cu1E O1F 89.5(3) . . ?
O1E Cu1E N1F 171.0(3) . . ?
O1F Cu1E N1F 93.0(3) . . ?
O1E Cu1E N1E 93.4(3) . . ?
O1F Cu1E N1E 173.6(3) . . ?
N1F Cu1E N1E 84.9(4) . . ?
C6E O1E Cu1E 127.8(6) . . ?
C9E N1E C10E 124.1(7) . . ?
C9E N1E Cu1E 125.4(7) . . ?
C10E N1E Cu1E 110.1(6) . . ?
C2E C1E H1E 180.0 . . ?
C1E C2E C3E 177.7(9) . . ?
C8E C3E C4E 116.9(9) . . ?
C8E C3E C2E 123.1(9) . . ?
C4E C3E C2E 120.0(8) . . ?
C5E C4E C3E 120.6(8) . . ?
C5E C4E H4E 119.7 . . ?
C3E C4E H4E 119.7 . . ?
C4E C5E C6E 123.5(9) . . ?
C4E C5E H5E 118.3 . . ?
C6E C5E H5E 118.3 . . ?
O1E C6E C5E 119.9(8) . . ?
O1E C6E C7E 124.1(8) . . ?
C5E C6E C7E 116.0(9) . . ?
C8E C7E C9E 118.0(8) . . ?
C8E C7E C6E 119.9(8) . . ?
C9E C7E C6E 122.0(8) . . ?
C7E C8E C3E 122.8(9) . . ?
C7E C8E H8E 118.6 . . ?
C3E C8E H8E 118.6 . . ?
N1E C9E C7E 126.5(8) . . ?
N1E C9E H9E 116.7 . . ?
C7E C9E H9E 116.7 . . ?
N1E C10E C11E 116.4(8) . . ?
N1E C10E C10F 106.6(6) . . ?
C11E C10E C10F 109.2(7) . . ?
N1E C10E H10E 108.1 . . ?
C11E C10E H10E 108.1 . . ?
C10F C10E H10E 108.1 . . ?
C10E C11E C12E 111.8(8) . . ?
C10E C11E H11A 109.3 . . ?
C12E C11E H11A 109.3 . . ?
C10E C11E H11B 109.3 . . ?
C12E C11E H11B 109.3 . . ?
H11A C11E H11B 107.9 . . ?
C11E C12E C12F 112.2(7) . . ?
C11E C12E H12A 109.2 . . ?
C12F C12E H12A 109.2 . . ?
C11E C12E H12B 109.2 . . ?
C12F C12E H12B 109.2 . . ?
H12A C12E H12B 107.9 . . ?
C6F O1F Cu1E 128.2(7) . . ?
C9F N1F C10F 121.8(7) . . ?
C9F N1F Cu1E 125.5(6) . . ?
C10F N1F Cu1E 112.4(6) . . ?
C2F C1F H1F 180.0 . . ?
C1F C2F C3F 177.2(10) . . ?
C8F C3F C4F 119.0(9) . . ?
C8F C3F C2F 120.3(9) . . ?
C4F C3F C2F 120.7(9) . . ?
C5F C4F C3F 121.0(9) . . ?
C5F C4F H4F 119.5 . . ?
C3F C4F H4F 119.5 . . ?
C4F C5F C6F 120.6(9) . . ?
C4F C5F H5F 119.7 . . ?
C6F C5F H5F 119.7 . . ?
O1F C6F C5F 118.4(9) . . ?
O1F C6F C7F 122.6(9) . . ?
C5F C6F C7F 119.0(9) . . ?
C8F C7F C6F 118.0(8) . . ?
C8F C7F C9F 117.7(8) . . ?
C6F C7F C9F 124.3(8) . . ?
C3F C8F C7F 122.3(9) . . ?
C3F C8F H8F 118.9 . . ?
C7F C8F H8F 118.9 . . ?
N1F C9F C7F 125.9(8) . . ?
N1F C9F H9F 117.1 . . ?
C7F C9F H9F 117.1 . . ?
N1F C10F C11F 116.5(8) . . ?
N1F C10F C10E 106.7(7) . . ?
C11F C10F C10E 110.4(7) . . ?
N1F C10F H10F 107.6 . . ?
C11F C10F H10F 107.6 . . ?
C10E C10F H10F 107.6 . . ?
C12F C11F C10F 110.2(9) . . ?
C12F C11F H11G 109.6 . . ?
C10F C11F H11G 109.6 . . ?
C12F C11F H11H 109.6 . . ?
C10F C11F H11H 109.6 . . ?
H11G C11F H11H 108.1 . . ?
C11F C12F C12E 111.2(8) . . ?
C11F C12F H12G 109.4 . . ?
C12E C12F H12G 109.4 . . ?
C11F C12F H12H 109.4 . . ?
C12E C12F H12H 109.4 . . ?
H12G C12F H12H 108.0 . . ?
O1C Cu1C O1D 87.9(3) . . ?
O1C Cu1C N1C 93.6(3) . . ?
O1D Cu1C N1C 175.5(3) . . ?
O1C Cu1C N1D 173.6(4) . . ?
O1D Cu1C N1D 94.0(3) . . ?
N1C Cu1C N1D 85.0(4) . . ?
C6C O1C Cu1C 126.1(6) . . ?
C9C N1C C10C 123.8(8) . . ?
C9C N1C Cu1C 125.5(7) . . ?
C10C N1C Cu1C 110.7(6) . . ?
C2C C1C H1C 180.0 . . ?
C1C C2C C3C 177.2(10) . . ?
C8C C3C C2C 123.3(9) . . ?
C8C C3C C4C 116.7(8) . . ?
C2C C3C C4C 120.0(8) . . ?
C5C C4C C3C 120.9(8) . . ?
C5C C4C H4C 119.6 . . ?
C3C C4C H4C 119.6 . . ?
C4C C5C C6C 123.2(8) . . ?
C4C C5C H5C 118.4 . . ?
C6C C5C H5C 118.4 . . ?
O1C C6C C5C 118.8(8) . . ?
O1C C6C C7C 125.5(8) . . ?
C5C C6C C7C 115.6(8) . . ?
C8C C7C C9C 118.4(8) . . ?
C8C C7C C6C 120.4(8) . . ?
C9C C7C C6C 121.2(8) . . ?
C7C C8C C3C 123.1(8) . . ?
C7C C8C H8C 118.4 . . ?
C3C C8C H8C 118.4 . . ?
N1C C9C C7C 126.1(8) . . ?
N1C C9C H9C 117.0 . . ?
C7C C9C H9C 117.0 . . ?
N1C C10C C11C 115.3(7) . . ?
N1C C10C C10D 105.3(6) . . ?
C11C C10C C10D 112.1(7) . . ?
N1C C10C H10C 107.9 . . ?
C11C C10C H10C 107.9 . . ?
C10D C10C H10C 107.9 . . ?
C10C C11C C12C 109.4(8) . . ?
C10C C11C H11C 109.8 . . ?
C12C C11C H11C 109.8 . . ?
C10C C11C H11D 109.8 . . ?
C12C C11C H11D 109.8 . . ?
H11C C11C H11D 108.3 . . ?
C12D C12C C11C 111.6(7) . . ?
C12D C12C H12C 109.3 . . ?
C11C C12C H12C 109.3 . . ?
C12D C12C H12D 109.3 . . ?
C11C C12C H12D 109.3 . . ?
H12C C12C H12D 108.0 . . ?
C6D O1D Cu1C 125.9(6) . . ?
C9D N1D C10D 122.5(7) . . ?
C9D N1D Cu1C 126.5(7) . . ?
C10D N1D Cu1C 111.0(6) . . ?
C2D C1D H1D 180.0 . . ?
C1D C2D C3D 176.7(9) . . ?
C8D C3D C4D 117.6(9) . . ?
C8D C3D C2D 122.2(9) . . ?
C4D C3D C2D 120.1(8) . . ?
C5D C4D C3D 120.9(8) . . ?
C5D C4D H4D 119.6 . . ?
C3D C4D H4D 119.6 . . ?
C4D C5D C6D 121.2(9) . . ?
C4D C5D H5D 119.4 . . ?
C6D C5D H5D 119.4 . . ?
O1D C6D C7D 124.9(8) . . ?
O1D C6D C5D 116.3(8) . . ?
C7D C6D C5D 118.8(8) . . ?
C6D C7D C8D 119.2(8) . . ?
C6D C7D C9D 124.1(8) . . ?
C8D C7D C9D 116.6(8) . . ?
C3D C8D C7D 122.1(9) . . ?
C3D C8D H8D 118.9 . . ?
C7D C8D H8D 118.9 . . ?
N1D C9D C7D 124.3(8) . . ?
N1D C9D H9D 117.9 . . ?
C7D C9D H9D 117.9 . . ?
N1D C10D C10C 106.8(7) . . ?
N1D C10D C11D 116.9(7) . . ?
C10C C10D C11D 111.6(7) . . ?
N1D C10D H10D 107.0 . . ?
C10C C10D H10D 107.0 . . ?
C11D C10D H10D 107.0 . . ?
C12D C11D C10D 109.4(7) . . ?
C12D C11D H11E 109.8 . . ?
C10D C11D H11E 109.8 . . ?
C12D C11D H11F 109.8 . . ?
C10D C11D H11F 109.8 . . ?
H11E C11D H11F 108.2 . . ?
C11D C12D C12C 111.8(8) . . ?
C11D C12D H12E 109.2 . . ?
C12C C12D H12E 109.2 . . ?
C11D C12D H12F 109.2 . . ?
C12C C12D H12F 109.2 . . ?
H12E C12D H12F 107.9 . . ?
C1S N1S C3S 121.6(9) . . ?
C1S N1S C2S 119.8(9) . . ?
C3S N1S C2S 118.6(9) . . ?
O1S C1S N1S 125.9(9) . . ?
O1S C1S H1S 117.0 . . ?
N1S C1S H1S 117.0 . . ?
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C1T N1T C2T 121.9(9) . . ?
C1T N1T C3T 120.6(9) . . ?
C2T N1T C3T 117.5(8) . . ?
O1T C1T N1T 124.7(9) . . ?
O1T C1T H1T 117.7 . . ?
N1T C1T H1T 117.7 . . ?
N1T C2T H2TA 109.5 . . ?
N1T C2T H2TB 109.5 . . ?
H2TA C2T H2TB 109.5 . . ?
N1T C2T H2TC 109.5 . . ?
H2TA C2T H2TC 109.5 . . ?
H2TB C2T H2TC 109.5 . . ?
N1T C3T H3TA 109.5 . . ?
N1T C3T H3TB 109.5 . . ?
H3TA C3T H3TB 109.5 . . ?
N1T C3T H3TC 109.5 . . ?
H3TA C3T H3TC 109.5 . . ?
H3TB C3T H3TC 109.5 . . ?

_refine_diff_density_max         0.601
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.089


# start Validation Reply Form
_vrf_PLAT987_cu_ds_190_sedlacek  
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: The value of Flack parameter is 0.066(17), therefore close to
          zero.
;


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_ds_262_sedlacek
_database_code_depnum_ccdc_archive 'CCDC 2333976'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2024-02-20 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Cu N2 O2'
_chemical_formula_sum            'C24 H20 Cu N2 O2'
_chemical_formula_weight         431.96
_chemical_compound_source        'synthesized by the authors'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'

_cell_length_a                   14.1633(10)
_cell_length_b                   9.0797(7)
_cell_length_c                   16.0469(11)
_cell_angle_alpha                90
_cell_angle_beta                 112.615(2)
_cell_angle_gamma                90
_cell_volume                     1904.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9671
_cell_measurement_theta_min      5.7154
_cell_measurement_theta_max      77.2384

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_F_000             892
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.251
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.067
_exptl_absorpt_coefficient_mu    1.805
_shelx_estimated_absorpt_T_min   0.660
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Helios Cu  multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57728
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.304
_diffrn_reflns_theta_max         77.466
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4036
_reflns_number_gt                3854
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+1.8964P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4036
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0880
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cu1A Cu 0.64609(2) 0.59646(3) 0.33817(2) 0.02032(9) Uani 1 1 d . . . . .
O1A O 0.78854(9) 0.64485(14) 0.38156(8) 0.0234(3) Uani 1 1 d . . . . .
N1A N 0.64569(11) 0.51736(16) 0.22518(9) 0.0200(3) Uani 1 1 d . . . . .
C1A C 1.14560(17) 0.4005(3) 0.23020(18) 0.0452(6) Uani 1 1 d . . . . .
H1A H 1.194376 0.370965 0.206194 0.054 Uiso 1 1 calc R U . . .
C2A C 1.08508(14) 0.4372(2) 0.25999(13) 0.0305(4) Uani 1 1 d . . . . .
C3A C 1.00793(13) 0.48424(19) 0.29188(12) 0.0235(3) Uani 1 1 d . . . . .
C4A C 1.03412(13) 0.5461(2) 0.37886(12) 0.0237(3) Uani 1 1 d . . . . .
H4A H 1.103948 0.551382 0.418668 0.028 Uiso 1 1 calc R U . . .
C5A C 0.96008(13) 0.59848(19) 0.40640(12) 0.0228(3) Uani 1 1 d . . . . .
H5A H 0.980323 0.642358 0.464426 0.027 Uiso 1 1 calc R U . . .
C6A C 0.85414(13) 0.58957(18) 0.35136(11) 0.0199(3) Uani 1 1 d . . . . .
C7A C 0.82806(12) 0.51744(18) 0.26620(11) 0.0198(3) Uani 1 1 d . . . . .
C8A C 0.90542(13) 0.46979(19) 0.23750(11) 0.0221(3) Uani 1 1 d . . . . .
H8A H 0.886665 0.426702 0.179397 0.027 Uiso 1 1 calc R U . . .
C9A C 0.72412(13) 0.48646(19) 0.20689(11) 0.0207(3) Uani 1 1 d . . . . .
H9A H 0.712873 0.440297 0.150743 0.025 Uiso 1 1 calc R U . . .
C10A C 0.54251(12) 0.47620(19) 0.16223(11) 0.0207(3) Uani 1 1 d . . . . .
H10A H 0.547658 0.400595 0.118863 0.025 Uiso 1 1 calc R U . . .
C11A C 0.48585(14) 0.6108(2) 0.11022(12) 0.0260(4) Uani 1 1 d . . . . .
H11A H 0.519931 0.646608 0.070559 0.031 Uiso 1 1 calc R U . . .
H11B H 0.488831 0.690436 0.153309 0.031 Uiso 1 1 calc R U . . .
C12A C 0.37387(14) 0.5750(2) 0.05283(12) 0.0299(4) Uani 1 1 d . . . . .
H12A H 0.338420 0.665435 0.022065 0.036 Uiso 1 1 calc R U . . .
H12B H 0.370707 0.502079 0.005940 0.036 Uiso 1 1 calc R U . . .
O1B O 0.63096(9) 0.70693(14) 0.43301(8) 0.0254(3) Uani 1 1 d . . . . .
N1B N 0.50919(10) 0.51159(16) 0.29738(9) 0.0200(3) Uani 1 1 d . . . . .
C1B C 0.24482(14) 0.7113(2) 0.58427(12) 0.0266(4) Uani 1 1 d . . . . .
H1B H 0.193899 0.709587 0.609208 0.032 Uiso 1 1 calc R U . . .
C2B C 0.30852(13) 0.7135(2) 0.55307(11) 0.0228(3) Uani 1 1 d . . . . .
C3B C 0.38785(13) 0.7148(2) 0.51767(11) 0.0224(3) Uani 1 1 d . . . . .
C4B C 0.47687(14) 0.8005(2) 0.55963(12) 0.0267(4) Uani 1 1 d . . . . .
H4B H 0.482204 0.862082 0.609101 0.032 Uiso 1 1 calc R U . . .
C5B C 0.55586(14) 0.7962(2) 0.53004(13) 0.0279(4) Uani 1 1 d . . . . .
H5B H 0.614908 0.854564 0.560000 0.034 Uiso 1 1 calc R U . . .
C6B C 0.55197(13) 0.70712(19) 0.45604(11) 0.0222(3) Uani 1 1 d . . . . .
C7B C 0.46114(13) 0.62247(19) 0.41259(11) 0.0212(3) Uani 1 1 d . . . . .
C8B C 0.38165(13) 0.6277(2) 0.44493(11) 0.0225(3) Uani 1 1 d . . . . .
H8B H 0.322102 0.569793 0.415959 0.027 Uiso 1 1 calc R U . . .
C9B C 0.44535(13) 0.52899(19) 0.33592(11) 0.0217(3) Uani 1 1 d . . . . .
H9B H 0.382816 0.475927 0.311880 0.026 Uiso 1 1 calc R U . . .
C10B C 0.48854(13) 0.40871(18) 0.22029(11) 0.0203(3) Uani 1 1 d . . . . .
H10B H 0.522374 0.312649 0.244771 0.024 Uiso 1 1 calc R U . . .
C11B C 0.37626(13) 0.3783(2) 0.16288(12) 0.0244(4) Uani 1 1 d . . . . .
H11C H 0.371988 0.298745 0.119367 0.029 Uiso 1 1 calc R U . . .
H11D H 0.342027 0.342965 0.202539 0.029 Uiso 1 1 calc R U . . .
C12B C 0.31957(13) 0.5130(2) 0.11113(12) 0.0277(4) Uani 1 1 d . . . . .
H12C H 0.316654 0.589185 0.154194 0.033 Uiso 1 1 calc R U . . .
H12D H 0.248575 0.485438 0.072273 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cu1A O1B 1.9024(12) . ?
Cu1A O1A 1.9152(12) . ?
Cu1A N1A 1.9481(14) . ?
Cu1A N1B 1.9509(14) . ?
O1A C6A 1.302(2) . ?
N1A C9A 1.284(2) . ?
N1A C10A 1.470(2) . ?
C1A C2A 1.179(3) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.438(3) . ?
C3A C8A 1.383(2) . ?
C3A C4A 1.415(3) . ?
C4A C5A 1.370(2) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.421(2) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.430(2) . ?
C7A C8A 1.410(2) . ?
C7A C9A 1.440(2) . ?
C8A H8A 0.9500 . ?
C9A H9A 0.9500 . ?
C10A C11A 1.523(2) . ?
C10A C10B 1.541(2) . ?
C10A H10A 1.0000 . ?
C11A C12A 1.532(3) . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
C12A C12B 1.529(3) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
O1B C6B 1.306(2) . ?
N1B C9B 1.286(2) . ?
N1B C10B 1.487(2) . ?
C1B C2B 1.188(3) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.441(2) . ?
C3B C8B 1.384(2) . ?
C3B C4B 1.413(3) . ?
C4B C5B 1.374(2) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.420(2) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.429(2) . ?
C7B C8B 1.410(2) . ?
C7B C9B 1.440(2) . ?
C8B H8B 0.9500 . ?
C9B H9B 0.9500 . ?
C10B C11B 1.526(2) . ?
C10B H10B 1.0000 . ?
C11B C12B 1.522(3) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12B H12C 0.9900 . ?
C12B H12D 0.9900 . ?

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
O1B Cu1A O1A 90.87(5) . . ?
O1B Cu1A N1A 167.96(6) . . ?
O1A Cu1A N1A 92.79(5) . . ?
O1B Cu1A N1B 94.21(6) . . ?
O1A Cu1A N1B 169.99(6) . . ?
N1A Cu1A N1B 83.99(6) . . ?
C6A O1A Cu1A 125.36(11) . . ?
C9A N1A C10A 120.41(14) . . ?
C9A N1A Cu1A 126.87(12) . . ?
C10A N1A Cu1A 112.31(10) . . ?
C2A C1A H1A 180.0 . . ?
C1A C2A C3A 177.1(2) . . ?
C8A C3A C4A 118.26(16) . . ?
C8A C3A C2A 120.29(17) . . ?
C4A C3A C2A 121.46(16) . . ?
C5A C4A C3A 120.86(16) . . ?
C5A C4A H4A 119.6 . . ?
C3A C4A H4A 119.6 . . ?
C4A C5A C6A 122.41(16) . . ?
C4A C5A H5A 118.8 . . ?
C6A C5A H5A 118.8 . . ?
O1A C6A C5A 118.73(15) . . ?
O1A C6A C7A 124.96(15) . . ?
C5A C6A C7A 116.30(15) . . ?
C8A C7A C6A 120.34(15) . . ?
C8A C7A C9A 116.71(15) . . ?
C6A C7A C9A 122.93(15) . . ?
C3A C8A C7A 121.60(16) . . ?
C3A C8A H8A 119.2 . . ?
C7A C8A H8A 119.2 . . ?
N1A C9A C7A 124.08(15) . . ?
N1A C9A H9A 118.0 . . ?
C7A C9A H9A 118.0 . . ?
N1A C10A C11A 110.35(14) . . ?
N1A C10A C10B 106.19(13) . . ?
C11A C10A C10B 111.78(14) . . ?
N1A C10A H10A 109.5 . . ?
C11A C10A H10A 109.5 . . ?
C10B C10A H10A 109.5 . . ?
C10A C11A C12A 111.38(15) . . ?
C10A C11A H11A 109.4 . . ?
C12A C11A H11A 109.4 . . ?
C10A C11A H11B 109.4 . . ?
C12A C11A H11B 109.4 . . ?
H11A C11A H11B 108.0 . . ?
C12B C12A C11A 111.01(15) . . ?
C12B C12A H12A 109.4 . . ?
C11A C12A H12A 109.4 . . ?
C12B C12A H12B 109.4 . . ?
C11A C12A H12B 109.4 . . ?
H12A C12A H12B 108.0 . . ?
C6B O1B Cu1A 126.81(11) . . ?
C9B N1B C10B 121.83(14) . . ?
C9B N1B Cu1A 125.58(12) . . ?
C10B N1B Cu1A 112.30(10) . . ?
C2B C1B H1B 180.0 . . ?
C1B C2B C3B 178.38(19) . . ?
C8B C3B C4B 118.17(15) . . ?
C8B C3B C2B 121.44(16) . . ?
C4B C3B C2B 120.32(16) . . ?
C5B C4B C3B 121.05(16) . . ?
C5B C4B H4B 119.5 . . ?
C3B C4B H4B 119.5 . . ?
C4B C5B C6B 122.04(17) . . ?
C4B C5B H5B 119.0 . . ?
C6B C5B H5B 119.0 . . ?
O1B C6B C5B 118.37(16) . . ?
O1B C6B C7B 124.72(15) . . ?
C5B C6B C7B 116.90(15) . . ?
C8B C7B C6B 119.91(16) . . ?
C8B C7B C9B 116.79(15) . . ?
C6B C7B C9B 123.30(15) . . ?
C3B C8B C7B 121.93(16) . . ?
C3B C8B H8B 119.0 . . ?
C7B C8B H8B 119.0 . . ?
N1B C9B C7B 125.19(16) . . ?
N1B C9B H9B 117.4 . . ?
C7B C9B H9B 117.4 . . ?
N1B C10B C11B 116.25(14) . . ?
N1B C10B C10A 105.58(13) . . ?
C11B C10B C10A 110.56(14) . . ?
N1B C10B H10B 108.1 . . ?
C11B C10B H10B 108.1 . . ?
C10A C10B H10B 108.1 . . ?
C12B C11B C10B 113.11(15) . . ?
C12B C11B H11C 109.0 . . ?
C10B C11B H11C 109.0 . . ?
C12B C11B H11D 109.0 . . ?
C10B C11B H11D 109.0 . . ?
H11C C11B H11D 107.8 . . ?
C11B C12B C12A 110.23(15) . . ?
C11B C12B H12C 109.6 . . ?
C12A C12B H12C 109.6 . . ?
C11B C12B H12D 109.6 . . ?
C12A C12B H12D 109.6 . . ?
H12C C12B H12D 108.1 . . ?

_refine_diff_density_max         0.673
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.059



