# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_cubnoh
_database_code_depnum_ccdc_archive 'CCDC 2392211'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H36 Cu N4 O2, 2(Cl)'
_chemical_formula_sum            'C24 H36 Cl2 Cu N4 O2'
_chemical_formula_weight         547.01

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'
Cl Cl 0.3639 0.7018 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.4953(3)
_cell_length_b                   8.1407(3)
_cell_length_c                   16.1750(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.5890(10)
_cell_angle_gamma                90
_cell_volume                     1239.35(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8843
_cell_measurement_theta_min      5.5184
_cell_measurement_theta_max      72.1675

_exptl_crystal_description       bar
_exptl_crystal_colour            'light violet'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             574
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.564
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.038
_exptl_absorpt_coefficient_mu    3.458
_shelx_estimated_absorpt_T_min   0.246
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            12144
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         5.518
_diffrn_reflns_theta_max         72.161
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2441
_reflns_number_gt                2186
_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 vV6.2.10'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_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)+(0.0387P)²+0.7537P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2441
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
Cu1 Cu 0.5000 0.5000 0.5000 0.01392(12) Uani 1 2 d S . P . .
N1 N 0.52457(15) 0.53090(17) 0.62708(9) 0.0153(3) Uani 1 1 d . . . . .
C2 C 0.62626(19) 0.6708(2) 0.64388(11) 0.0203(4) Uani 1 1 d . . . . .
H21 H 0.6691 0.6680 0.7031 0.024 Uiso 1 1 calc R U . . .
H22 H 0.5741 0.7758 0.6340 0.024 Uiso 1 1 calc R U . . .
C3 C 0.74338(18) 0.6627(2) 0.58838(11) 0.0200(4) Uani 1 1 d . . . . .
H31 H 0.7956 0.7683 0.5911 0.024 Uiso 1 1 calc R U . . .
H32 H 0.8115 0.5747 0.6082 0.024 Uiso 1 1 calc R U . . .
N4 N 0.68093(14) 0.62905(18) 0.50093(9) 0.0163(3) Uani 1 1 d . . . . .
H41 H 0.651(2) 0.723(3) 0.4775(14) 0.026(6) Uiso 1 1 d . . . . .
C5 C 0.78934(18) 0.5591(2) 0.45262(11) 0.0207(4) Uani 1 1 d . . . . .
H51 H 0.8197 0.4505 0.4760 0.025 Uiso 1 1 calc R U . . .
H52 H 0.8736 0.6319 0.4585 0.025 Uiso 1 1 calc R U . . .
C6 C 0.73385(19) 0.5399(2) 0.36092(11) 0.0205(4) Uani 1 1 d . . . . .
H61 H 0.8131 0.5033 0.3313 0.025 Uiso 1 1 calc R U . . .
H62 H 0.7027 0.6489 0.3383 0.025 Uiso 1 1 calc R U . . .
C7 C 0.61119(19) 0.4197(2) 0.34161(11) 0.0198(4) Uani 1 1 d . . . . .
H71 H 0.5920 0.4052 0.2804 0.024 Uiso 1 1 calc R U . . .
H72 H 0.6411 0.3118 0.3661 0.024 Uiso 1 1 calc R U . . .
C8 C 0.57616(18) 0.3786(2) 0.67497(10) 0.0180(3) Uani 1 1 d . . . . .
H81 H 0.5793 0.4027 0.7352 0.022 Uiso 1 1 calc R U . . .
H82 H 0.5044 0.2912 0.6611 0.022 Uiso 1 1 calc R U . . .
C9 C 0.71848(18) 0.3104(2) 0.66134(11) 0.0184(3) Uani 1 1 d . . . . .
C10 C 0.73498(18) 0.2263(2) 0.58818(11) 0.0186(4) Uani 1 1 d . . . . .
O10 O 0.62229(13) 0.22596(16) 0.52665(8) 0.0206(3) Uani 1 1 d . . . . .
H101 H 0.627(2) 0.162(3) 0.4941(15) 0.029(6) Uiso 1 1 d . . . . .
C11 C 0.86373(19) 0.1505(2) 0.57876(12) 0.0251(4) Uani 1 1 d . . . . .
H111 H 0.8743 0.0933 0.5288 0.030 Uiso 1 1 calc R U . . .
C12 C 0.9765(2) 0.1590(3) 0.64291(14) 0.0314(5) Uani 1 1 d . . . . .
H121 H 1.0641 0.1070 0.6368 0.038 Uiso 1 1 calc R U . . .
C13 C 0.9616(2) 0.2430(3) 0.71558(13) 0.0317(5) Uani 1 1 d . . . . .
H131 H 1.0391 0.2495 0.7591 0.038 Uiso 1 1 calc R U . . .
C14 C 0.83318(19) 0.3178(2) 0.72474(11) 0.0242(4) Uani 1 1 d . . . . .
H141 H 0.8233 0.3748 0.7749 0.029 Uiso 1 1 calc R U . . .
Cl1 Cl 0.66093(5) -0.02552(5) 0.39663(3) 0.02574(13) Uani 1 1 d . . . . .


_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
Cu1 N4 2.0121(14) 3_666 ?
Cu1 N4 2.0121(14) . ?
Cu1 N1 2.0533(14) 3_666 ?
Cu1 N1 2.0533(14) . ?
N1 C2 1.495(2) . ?
N1 C7 1.501(2) 3_666 ?
N1 C8 1.509(2) . ?
C2 C3 1.520(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.485(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.485(2) . ?
N4 H41 0.88(2) . ?
C5 C6 1.515(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.522(3) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.501(2) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.504(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C10 1.394(3) . ?
C9 C14 1.395(2) . ?
C10 O10 1.362(2) . ?
C10 C11 1.396(2) . ?
O10 H101 0.75(3) . ?
C11 C12 1.391(3) . ?
C11 H111 0.9500 . ?
C12 C13 1.383(3) . ?
C12 H121 0.9500 . ?
C13 C14 1.389(3) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?

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
N4 Cu1 N4 180.0 3_666 . ?
N4 Cu1 N1 86.82(6) 3_666 3_666 ?
N4 Cu1 N1 93.18(6) . 3_666 ?
N4 Cu1 N1 93.18(6) 3_666 . ?
N4 Cu1 N1 86.82(6) . . ?
N1 Cu1 N1 180.00(8) 3_666 . ?
C2 N1 C7 107.31(13) . 3_666 ?
C2 N1 C8 112.00(13) . . ?
C7 N1 C8 106.38(13) 3_666 . ?
C2 N1 Cu1 105.10(10) . . ?
C7 N1 Cu1 112.43(10) 3_666 . ?
C8 N1 Cu1 113.54(10) . . ?
N1 C2 C3 111.41(13) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 108.0 . . ?
N4 C3 C2 109.83(13) . . ?
N4 C3 H31 109.7 . . ?
C2 C3 H31 109.7 . . ?
N4 C3 H32 109.7 . . ?
C2 C3 H32 109.7 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C5 110.76(13) . . ?
C3 N4 Cu1 109.67(10) . . ?
C5 N4 Cu1 116.51(11) . . ?
C3 N4 H41 108.3(15) . . ?
C5 N4 H41 108.1(14) . . ?
Cu1 N4 H41 102.9(14) . . ?
N4 C5 C6 112.27(14) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.9 . . ?
C5 C6 C7 115.16(14) . . ?
C5 C6 H61 108.5 . . ?
C7 C6 H61 108.5 . . ?
C5 C6 H62 108.5 . . ?
C7 C6 H62 108.5 . . ?
H61 C6 H62 107.5 . . ?
N1 C7 C6 115.25(14) 3_666 . ?
N1 C7 H71 108.5 3_666 . ?
C6 C7 H71 108.5 . . ?
N1 C7 H72 108.5 3_666 . ?
C6 C7 H72 108.5 . . ?
H71 C7 H72 107.5 . . ?
C9 C8 N1 117.70(14) . . ?
C9 C8 H81 107.9 . . ?
N1 C8 H81 107.9 . . ?
C9 C8 H82 107.9 . . ?
N1 C8 H82 107.9 . . ?
H81 C8 H82 107.2 . . ?
C10 C9 C14 118.74(16) . . ?
C10 C9 C8 120.64(15) . . ?
C14 C9 C8 120.38(16) . . ?
O10 C10 C9 117.14(15) . . ?
O10 C10 C11 122.30(16) . . ?
C9 C10 C11 120.54(16) . . ?
C10 O10 H101 113.6(18) . . ?
C12 C11 C10 119.72(18) . . ?
C12 C11 H111 120.1 . . ?
C10 C11 H111 120.1 . . ?
C13 C12 C11 120.25(18) . . ?
C13 C12 H121 119.9 . . ?
C11 C12 H121 119.9 . . ?
C12 C13 C14 119.81(18) . . ?
C12 C13 H131 120.1 . . ?
C14 C13 H131 120.1 . . ?
C13 C14 C9 120.94(18) . . ?
C13 C14 H141 119.5 . . ?
C9 C14 H141 119.5 . . ?

_refine_diff_density_max         0.395
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_cute2phoh_ph8
_database_code_depnum_ccdc_archive 'CCDC 2392213'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H35 Cu N4 O2, Cl, H2 O'
_chemical_formula_sum            'C24 H37 Cl Cu N4 O3'
_chemical_formula_weight         528.56

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'
Cl Cl 0.1484 0.1585 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3594(4)
_cell_length_b                   8.0453(3)
_cell_length_c                   16.0783(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.7660(10)
_cell_angle_gamma                90
_cell_volume                     1202.25(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.4022
_cell_measurement_theta_max      27.4947

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             558
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.355
_exptl_crystal_size_min          0.262
_exptl_absorpt_coefficient_mu    1.054
_shelx_estimated_absorpt_T_min   0.652
_shelx_estimated_absorpt_T_max   0.770
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            15693
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.349
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2753
_reflns_number_gt                2690
_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 vV6.2.16'
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0298P)²+0.7993P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2753
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
Cu1 Cu 0.5000 0.5000 0.5000 0.01891(8) Uani 1 2 d S . P . .
N1 N 0.52384(12) 0.53386(14) 0.62746(7) 0.0162(2) Uani 1 1 d . . . . .
C2 C 0.62703(15) 0.67491(17) 0.64256(8) 0.0213(3) Uani 1 1 d . . . . .
H21 H 0.6687 0.6749 0.7021 0.026 Uiso 1 1 calc R U . . .
H22 H 0.5750 0.7811 0.6311 0.026 Uiso 1 1 calc R U . . .
C3 C 0.74719(15) 0.66246(17) 0.58737(8) 0.0204(3) Uani 1 1 d . . . . .
H31 H 0.8016 0.7682 0.5895 0.024 Uiso 1 1 calc R U . . .
H32 H 0.8144 0.5725 0.6080 0.024 Uiso 1 1 calc R U . . .
N4 N 0.68593(12) 0.62716(14) 0.50010(7) 0.0163(2) Uani 1 1 d . . . . .
H41 H 0.6585(19) 0.721(3) 0.4767(12) 0.029(5) Uiso 1 1 d . . . . .
C5 C 0.79504(14) 0.55327(17) 0.45147(9) 0.0199(3) Uani 1 1 d . . . . .
H51 H 0.8232 0.4426 0.4749 0.024 Uiso 1 1 calc R U . . .
H52 H 0.8819 0.6246 0.4570 0.024 Uiso 1 1 calc R U . . .
C6 C 0.73918(15) 0.53504(18) 0.35965(9) 0.0224(3) Uani 1 1 d . . . . .
H61 H 0.8192 0.4972 0.3291 0.027 Uiso 1 1 calc R U . . .
H62 H 0.7084 0.6457 0.3373 0.027 Uiso 1 1 calc R U . . .
C7 C 0.61401(15) 0.41464(18) 0.34135(9) 0.0227(3) Uani 1 1 d . . . . .
H71 H 0.5957 0.3986 0.2800 0.027 Uiso 1 1 calc R U . . .
H72 H 0.6432 0.3058 0.3666 0.027 Uiso 1 1 calc R U . . .
C8 C 0.57599(15) 0.38270(17) 0.67684(8) 0.0207(3) Uani 1 1 d . . . . .
H81 H 0.5823 0.4114 0.7370 0.025 Uiso 1 1 calc R U . . .
H82 H 0.5018 0.2951 0.6662 0.025 Uiso 1 1 calc R U . . .
C9 C 0.71768(15) 0.30941(17) 0.66082(9) 0.0217(3) Uani 1 1 d . . . . .
C10 C 0.72980(15) 0.22452(17) 0.58597(9) 0.0219(3) Uani 1 1 d . . . . .
O10 O 0.61726(10) 0.22385(12) 0.52596(6) 0.0208(2) Uani 1 1 d . . . . .
H101 H 0.6407 0.1414 0.4909 0.025 Uiso 0.5 1 d R U P A 1
C11 C 0.85980(16) 0.14465(19) 0.57502(12) 0.0318(4) Uani 1 1 d . . . . .
H111 H 0.8686 0.0864 0.5245 0.038 Uiso 1 1 calc R U . . .
C12 C 0.97485(17) 0.1503(2) 0.63726(14) 0.0422(5) Uani 1 1 d . . . . .
H121 H 1.0622 0.0958 0.6293 0.051 Uiso 1 1 calc R U . . .
C13 C 0.96372(18) 0.2345(3) 0.71062(13) 0.0464(5) Uani 1 1 d . . . . .
H131 H 1.0434 0.2387 0.7530 0.056 Uiso 1 1 calc R U . . .
C14 C 0.83560(17) 0.3135(2) 0.72273(11) 0.0339(4) Uani 1 1 d . . . . .
H141 H 0.8282 0.3709 0.7737 0.041 Uiso 1 1 calc R U . . .
Cl1 Cl 0.66628(11) -0.02682(9) 0.39620(5) 0.02539(16) Uani 0.5 1 d . . P B 1
O1W O 0.6016(3) -0.0399(3) 0.41726(17) 0.0264(5) Uani 0.5 1 d . . P C 2
H1W H 0.6162 0.0501 0.4483 0.032 Uiso 0.5 1 d R U P C 2
H2W H 0.5249 -0.0810 0.4322 0.032 Uiso 0.5 1 d R U P C 2


_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
Cu1 N4 2.0184(11) . ?
Cu1 N4 2.0184(11) 3_666 ?
Cu1 N1 2.0533(11) 3_666 ?
Cu1 N1 2.0533(11) . ?
N1 C2 1.4913(16) . ?
N1 C7 1.4967(17) 3_666 ?
N1 C8 1.5021(17) . ?
C2 C3 1.5158(19) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4794(16) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4818(17) . ?
N4 H41 0.87(2) . ?
C5 C6 1.514(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.522(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4968(17) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.501(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.3969(19) . ?
C9 C10 1.400(2) . ?
C10 O10 1.3420(17) . ?
C10 C11 1.405(2) . ?
O10 H101 0.9139 . ?
C11 C12 1.382(3) . ?
C11 H111 0.9500 . ?
C12 C13 1.375(3) . ?
C12 H121 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?
O1W H1W 0.8806 . ?
O1W H2W 0.8506 . ?

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
N4 Cu1 N4 180.0 . 3_666 ?
N4 Cu1 N1 93.46(4) . 3_666 ?
N4 Cu1 N1 86.54(4) 3_666 3_666 ?
N4 Cu1 N1 86.54(4) . . ?
N4 Cu1 N1 93.46(4) 3_666 . ?
N1 Cu1 N1 179.999(10) 3_666 . ?
C2 N1 C7 107.58(10) . 3_666 ?
C2 N1 C8 111.48(10) . . ?
C7 N1 C8 106.63(10) 3_666 . ?
C2 N1 Cu1 104.81(8) . . ?
C7 N1 Cu1 111.99(8) 3_666 . ?
C8 N1 Cu1 114.24(8) . . ?
N1 C2 C3 111.43(11) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 108.0 . . ?
N4 C3 C2 109.66(11) . . ?
N4 C3 H31 109.7 . . ?
C2 C3 H31 109.7 . . ?
N4 C3 H32 109.7 . . ?
C2 C3 H32 109.7 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C5 111.30(10) . . ?
C3 N4 Cu1 109.63(8) . . ?
C5 N4 Cu1 116.35(8) . . ?
C3 N4 H41 107.8(13) . . ?
C5 N4 H41 107.9(12) . . ?
Cu1 N4 H41 103.3(12) . . ?
N4 C5 C6 111.91(11) . . ?
N4 C5 H51 109.2 . . ?
C6 C5 H51 109.2 . . ?
N4 C5 H52 109.2 . . ?
C6 C5 H52 109.2 . . ?
H51 C5 H52 107.9 . . ?
C5 C6 C7 114.81(12) . . ?
C5 C6 H61 108.6 . . ?
C7 C6 H61 108.6 . . ?
C5 C6 H62 108.6 . . ?
C7 C6 H62 108.6 . . ?
H61 C6 H62 107.5 . . ?
N1 C7 C6 115.68(11) 3_666 . ?
N1 C7 H71 108.4 3_666 . ?
C6 C7 H71 108.4 . . ?
N1 C7 H72 108.4 3_666 . ?
C6 C7 H72 108.4 . . ?
H71 C7 H72 107.4 . . ?
C9 C8 N1 117.77(11) . . ?
C9 C8 H81 107.9 . . ?
N1 C8 H81 107.9 . . ?
C9 C8 H82 107.9 . . ?
N1 C8 H82 107.9 . . ?
H81 C8 H82 107.2 . . ?
C14 C9 C10 119.13(15) . . ?
C14 C9 C8 120.54(14) . . ?
C10 C9 C8 120.13(12) . . ?
O10 C10 C9 118.93(12) . . ?
O10 C10 C11 121.73(14) . . ?
C9 C10 C11 119.33(14) . . ?
C10 O10 H101 102.8 . . ?
C12 C11 C10 120.42(18) . . ?
C12 C11 H111 119.8 . . ?
C10 C11 H111 119.8 . . ?
C13 C12 C11 120.43(17) . . ?
C13 C12 H121 119.8 . . ?
C11 C12 H121 119.8 . . ?
C12 C13 C14 119.93(16) . . ?
C12 C13 H131 120.0 . . ?
C14 C13 H131 120.0 . . ?
C13 C14 C9 120.75(18) . . ?
C13 C14 H141 119.6 . . ?
C9 C14 H141 119.6 . . ?
H1W O1W H2W 103.8 . . ?

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_cycbnoh
_database_code_depnum_ccdc_archive 'CCDC 2392220'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H36 N4 O2'
_chemical_formula_sum            'C24 H36 N4 O2'
_chemical_formula_weight         412.57

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'
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                   8.3779(7)
_cell_length_b                   10.8436(9)
_cell_length_c                   12.1950(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.231(2)
_cell_angle_gamma                90
_cell_volume                     1104.86(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      3.6344
_cell_measurement_theta_max      72.1122

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.341
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.198
_exptl_absorpt_coefficient_mu    0.630
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.885
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.89

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            10963
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         8.956
_diffrn_reflns_theta_max         72.105
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2146
_reflns_number_gt                2079
_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 vV6.2.10'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_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)+(0.0374P)²+0.3749P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2146
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0864
_refine_ls_wR_factor_gt          0.0858
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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
N1 N 0.58545(9) 0.61137(8) 0.65741(7) 0.0161(2) Uani 1 1 d . . . . .
C2 C 0.59678(12) 0.48515(9) 0.70110(8) 0.0188(2) Uani 1 1 d . . . . .
H21 H 0.6312 0.4886 0.7805 0.023 Uiso 1 1 calc R U . . .
H22 H 0.6796 0.4396 0.6637 0.023 Uiso 1 1 calc R U . . .
C3 C 0.43870(12) 0.41511(9) 0.68571(8) 0.0192(2) Uani 1 1 d . . . . .
H31 H 0.4585 0.3257 0.6960 0.023 Uiso 1 1 calc R U . . .
H32 H 0.3664 0.4424 0.7416 0.023 Uiso 1 1 calc R U . . .
N4 N 0.36271(10) 0.43749(8) 0.57530(7) 0.0165(2) Uani 1 1 d . . . . .
H41 H 0.4326(16) 0.4180(12) 0.5244(11) 0.023(3) Uiso 1 1 d . . . . .
C5 C 0.21901(12) 0.36193(9) 0.54967(8) 0.0195(2) Uani 1 1 d . . . . .
H51 H 0.1365 0.3840 0.6004 0.023 Uiso 1 1 calc R U . . .
H52 H 0.2463 0.2738 0.5612 0.023 Uiso 1 1 calc R U . . .
C6 C 0.15136(11) 0.38104(10) 0.43127(9) 0.0203(2) Uani 1 1 d . . . . .
H61 H 0.1358 0.4705 0.4183 0.024 Uiso 1 1 calc R U . . .
H62 H 0.0449 0.3412 0.4218 0.024 Uiso 1 1 calc R U . . .
C7 C 0.25622(11) 0.32998(10) 0.34442(8) 0.0197(2) Uani 1 1 d . . . . .
H71 H 0.2716 0.2405 0.3574 0.024 Uiso 1 1 calc R U . . .
H72 H 0.1986 0.3400 0.2711 0.024 Uiso 1 1 calc R U . . .
C8 C 0.47909(12) 0.68932(9) 0.71896(8) 0.0178(2) Uani 1 1 d . . . . .
H81 H 0.5398 0.7214 0.7856 0.021 Uiso 1 1 calc R U . . .
H82 H 0.3902 0.6382 0.7430 0.021 Uiso 1 1 calc R U . . .
C9 C 0.41074(11) 0.79611(9) 0.65207(8) 0.0158(2) Uani 1 1 d . . . . .
C10 C 0.29308(11) 0.77629(9) 0.56582(8) 0.0168(2) Uani 1 1 d . . . . .
O10 O 0.24159(9) 0.66310(7) 0.53195(6) 0.0227(2) Uani 1 1 d . . . . .
H101 H 0.303(2) 0.5955(18) 0.5578(16) 0.062(5) Uiso 1 1 d . . . . .
C11 C 0.21889(13) 0.87727(10) 0.51249(8) 0.0217(2) Uani 1 1 d . . . . .
H111 H 0.1359 0.8639 0.4563 0.026 Uiso 1 1 calc R U . . .
C12 C 0.26454(13) 0.99655(10) 0.54028(9) 0.0236(2) Uani 1 1 d . . . . .
H121 H 0.2127 1.0643 0.5033 0.028 Uiso 1 1 calc R U . . .
C13 C 0.38561(13) 1.01764(10) 0.62189(9) 0.0227(2) Uani 1 1 d . . . . .
H131 H 0.4198 1.0992 0.6396 0.027 Uiso 1 1 calc R U . . .
C14 C 0.45599(12) 0.91728(10) 0.67724(8) 0.0194(2) Uani 1 1 d . . . . .
H141 H 0.5376 0.9316 0.7341 0.023 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
N1 C2 1.4692(12) . ?
N1 C7 1.4727(12) 3_666 ?
N1 C8 1.4732(12) . ?
C2 C3 1.5263(14) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4665(13) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4707(12) . ?
N4 H41 0.909(14) . ?
C5 C6 1.5258(14) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5288(14) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4727(12) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.5051(13) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.3953(14) . ?
C9 C10 1.4041(14) . ?
C10 O10 1.3553(12) . ?
C10 C11 1.3959(14) . ?
O10 H101 0.94(2) . ?
C11 C12 1.3838(15) . ?
C11 H111 0.9500 . ?
C12 C13 1.3866(16) . ?
C12 H121 0.9500 . ?
C13 C14 1.3888(15) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?

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
C2 N1 C7 111.94(8) . 3_666 ?
C2 N1 C8 112.02(8) . . ?
C7 N1 C8 109.83(8) 3_666 . ?
N1 C2 C3 112.75(8) . . ?
N1 C2 H21 109.0 . . ?
C3 C2 H21 109.0 . . ?
N1 C2 H22 109.0 . . ?
C3 C2 H22 109.0 . . ?
H21 C2 H22 107.8 . . ?
N4 C3 C2 110.15(8) . . ?
N4 C3 H31 109.6 . . ?
C2 C3 H31 109.6 . . ?
N4 C3 H32 109.6 . . ?
C2 C3 H32 109.6 . . ?
H31 C3 H32 108.1 . . ?
C3 N4 C5 113.33(8) . . ?
C3 N4 H41 109.3(8) . . ?
C5 N4 H41 106.5(8) . . ?
N4 C5 C6 111.50(8) . . ?
N4 C5 H51 109.3 . . ?
C6 C5 H51 109.3 . . ?
N4 C5 H52 109.3 . . ?
C6 C5 H52 109.3 . . ?
H51 C5 H52 108.0 . . ?
C5 C6 C7 114.47(8) . . ?
C5 C6 H61 108.6 . . ?
C7 C6 H61 108.6 . . ?
C5 C6 H62 108.6 . . ?
C7 C6 H62 108.6 . . ?
H61 C6 H62 107.6 . . ?
N1 C7 C6 114.73(8) 3_666 . ?
N1 C7 H71 108.6 3_666 . ?
C6 C7 H71 108.6 . . ?
N1 C7 H72 108.6 3_666 . ?
C6 C7 H72 108.6 . . ?
H71 C7 H72 107.6 . . ?
N1 C8 C9 112.68(8) . . ?
N1 C8 H81 109.1 . . ?
C9 C8 H81 109.1 . . ?
N1 C8 H82 109.1 . . ?
C9 C8 H82 109.1 . . ?
H81 C8 H82 107.8 . . ?
C14 C9 C10 118.24(9) . . ?
C14 C9 C8 121.26(9) . . ?
C10 C9 C8 120.41(9) . . ?
O10 C10 C11 116.59(9) . . ?
O10 C10 C9 123.85(9) . . ?
C11 C10 C9 119.53(9) . . ?
C10 O10 H101 116.8(12) . . ?
C12 C11 C10 120.90(10) . . ?
C12 C11 H111 119.6 . . ?
C10 C11 H111 119.6 . . ?
C11 C12 C13 120.29(10) . . ?
C11 C12 H121 119.9 . . ?
C13 C12 H121 119.9 . . ?
C12 C13 C14 118.78(10) . . ?
C12 C13 H131 120.6 . . ?
C14 C13 H131 120.6 . . ?
C13 C14 C9 122.16(9) . . ?
C13 C14 H141 118.9 . . ?
C9 C14 H141 118.9 . . ?

_refine_diff_density_max         0.236
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_cute2phoh_nh3_f
_database_code_depnum_ccdc_archive 'CCDC 2392215'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 Cu N4 O2, 2(H2 O)'
_chemical_formula_sum            'C24 H38 Cu N4 O4'
_chemical_formula_weight         510.12

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'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.1079(6)
_cell_length_b                   7.9972(5)
_cell_length_c                   16.0972(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.474(2)
_cell_angle_gamma                90
_cell_volume                     1167.14(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    8716
_cell_measurement_theta_min      2.8466
_cell_measurement_theta_max      27.4907

_exptl_crystal_description       plate
_exptl_crystal_colour            blue-violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_F_000             542
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    0.975
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            11463
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.542
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2654
_reflns_number_gt                2440
_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 vV6.2.16'
_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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0654P)²+3.1451P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2654
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1448
_refine_ls_wR_factor_gt          0.1427
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_restrained_S_all      1.135
_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
Cu1 Cu 0.500000 0.500000 0.500000 0.01314(18) Uani 1 2 d S . P . .
N1 N 0.4736(3) 0.4623(3) 0.37289(16) 0.0130(5) Uani 1 1 d . . . . .
C2 C 0.3656(4) 0.3223(4) 0.3608(2) 0.0183(6) Uani 1 1 d . . . . .
H21 H 0.417302 0.214949 0.373197 0.022 Uiso 1 1 calc R U . . .
H22 H 0.323535 0.319773 0.301839 0.022 Uiso 1 1 calc R U . . .
C3 C 0.2418(3) 0.3406(4) 0.41684(19) 0.0173(6) Uani 1 1 d . . . . .
H31 H 0.174943 0.432136 0.396086 0.021 Uiso 1 1 calc R U . . .
H32 H 0.183925 0.235747 0.416334 0.021 Uiso 1 1 calc R U . . .
N4 N 0.3054(3) 0.3781(3) 0.50310(16) 0.0146(5) Uani 1 1 d . . . . .
H41 H 0.324(4) 0.291(6) 0.526(2) 0.021(10) Uiso 1 1 d . . . . .
C5 C 0.1970(3) 0.4589(4) 0.5525(2) 0.0186(6) Uani 1 1 d . . . . .
H51 H 0.105143 0.392015 0.548170 0.022 Uiso 1 1 calc R U . . .
H52 H 0.172872 0.571286 0.529240 0.022 Uiso 1 1 calc R U . . .
C6 C 0.2551(4) 0.4753(4) 0.6430(2) 0.0193(6) Uani 1 1 d . . . . .
H61 H 0.284682 0.363188 0.664609 0.023 Uiso 1 1 calc R U . . .
H62 H 0.174333 0.515512 0.674861 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3863(3) 0.5937(4) 0.65885(19) 0.0173(6) Uani 1 1 d . . . . .
H71 H 0.358641 0.702964 0.633045 0.021 Uiso 1 1 calc R U . . .
H72 H 0.404799 0.611795 0.719787 0.021 Uiso 1 1 calc R U . . .
C8 C 0.4212(3) 0.6119(4) 0.32243(18) 0.0164(6) Uani 1 1 d . . . . .
H81 H 0.411230 0.578727 0.262904 0.020 Uiso 1 1 calc R U . . .
H82 H 0.499497 0.698047 0.329392 0.020 Uiso 1 1 calc R U . . .
C9 C 0.2786(3) 0.6923(4) 0.34105(19) 0.0167(6) Uani 1 1 d . . . . .
C10 C 0.2705(3) 0.7772(4) 0.41753(19) 0.0159(6) Uani 1 1 d . . . . .
O10 O 0.3845(2) 0.7761(3) 0.47507(14) 0.0164(4) Uani 1 1 d . . . . .
C11 C 0.1385(4) 0.8611(4) 0.4295(2) 0.0205(6) Uani 1 1 d . . . . .
H111 H 0.130337 0.919475 0.480260 0.025 Uiso 1 1 calc R U . . .
C12 C 0.0199(4) 0.8603(4) 0.3685(2) 0.0267(8) Uani 1 1 d . . . . .
H121 H -0.068088 0.918046 0.378122 0.032 Uiso 1 1 calc R U . . .
C13 C 0.0282(4) 0.7768(5) 0.2944(2) 0.0274(8) Uani 1 1 d . . . . .
H131 H -0.053094 0.777097 0.252805 0.033 Uiso 1 1 calc R U . . .
C14 C 0.1573(4) 0.6920(4) 0.2811(2) 0.0222(7) Uani 1 1 d . . . . .
H141 H 0.162980 0.632840 0.230379 0.027 Uiso 1 1 calc R U . . .
O1W O 0.3900(3) 1.0416(3) 0.58375(17) 0.0220(5) Uani 1 1 d . . . . .
H11W H 0.378(6) 0.973(7) 0.554(3) 0.044(16) Uiso 1 1 d . . . . .
H12W H 0.466(6) 1.072(7) 0.575(3) 0.035(13) Uiso 1 1 d . . . . .


_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
Cu1 N4 2.027(3) . ?
Cu1 N4 2.027(3) 3_666 ?
Cu1 N1 2.059(3) 3_666 ?
Cu1 N1 2.059(3) . ?
N1 C7 1.489(4) 3_666 ?
N1 C2 1.490(4) . ?
N1 C8 1.498(4) . ?
C2 C3 1.516(4) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.483(4) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.474(4) . ?
N4 H41 0.80(4) . ?
C5 C6 1.507(5) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.527(4) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.505(4) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.395(4) . ?
C9 C10 1.414(4) . ?
C10 O10 1.324(4) . ?
C10 C11 1.406(4) . ?
C11 C12 1.389(5) . ?
C11 H111 0.9500 . ?
C12 C13 1.376(6) . ?
C12 H121 0.9500 . ?
C13 C14 1.391(5) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?
O1W H11W 0.73(6) . ?
O1W H12W 0.76(5) . ?

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
N4 Cu1 N4 180.0 . 3_666 ?
N4 Cu1 N1 93.76(10) . 3_666 ?
N4 Cu1 N1 86.24(10) 3_666 3_666 ?
N4 Cu1 N1 86.24(10) . . ?
N4 Cu1 N1 93.76(10) 3_666 . ?
N1 Cu1 N1 180.0 3_666 . ?
C7 N1 C2 107.8(2) 3_666 . ?
C7 N1 C8 107.0(2) 3_666 . ?
C2 N1 C8 111.0(2) . . ?
C7 N1 Cu1 111.23(18) 3_666 . ?
C2 N1 Cu1 104.62(18) . . ?
C8 N1 Cu1 115.01(18) . . ?
N1 C2 C3 111.6(2) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 108.0 . . ?
N4 C3 C2 109.3(2) . . ?
N4 C3 H31 109.8 . . ?
C2 C3 H31 109.8 . . ?
N4 C3 H32 109.8 . . ?
C2 C3 H32 109.8 . . ?
H31 C3 H32 108.3 . . ?
C5 N4 C3 111.8(2) . . ?
C5 N4 Cu1 115.74(19) . . ?
C3 N4 Cu1 109.79(19) . . ?
C5 N4 H41 105(3) . . ?
C3 N4 H41 107(3) . . ?
Cu1 N4 H41 106(3) . . ?
N4 C5 C6 111.6(3) . . ?
N4 C5 H51 109.3 . . ?
C6 C5 H51 109.3 . . ?
N4 C5 H52 109.3 . . ?
C6 C5 H52 109.3 . . ?
H51 C5 H52 108.0 . . ?
C5 C6 C7 114.4(3) . . ?
C5 C6 H61 108.7 . . ?
C7 C6 H61 108.7 . . ?
C5 C6 H62 108.7 . . ?
C7 C6 H62 108.7 . . ?
H61 C6 H62 107.6 . . ?
N1 C7 C6 116.1(2) 3_666 . ?
N1 C7 H71 108.3 3_666 . ?
C6 C7 H71 108.3 . . ?
N1 C7 H72 108.3 3_666 . ?
C6 C7 H72 108.3 . . ?
H71 C7 H72 107.4 . . ?
N1 C8 C9 118.0(2) . . ?
N1 C8 H81 107.8 . . ?
C9 C8 H81 107.8 . . ?
N1 C8 H82 107.8 . . ?
C9 C8 H82 107.8 . . ?
H81 C8 H82 107.1 . . ?
C14 C9 C10 119.9(3) . . ?
C14 C9 C8 120.2(3) . . ?
C10 C9 C8 119.8(3) . . ?
O10 C10 C11 122.1(3) . . ?
O10 C10 C9 120.2(3) . . ?
C11 C10 C9 117.7(3) . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H111 119.4 . . ?
C10 C11 H111 119.4 . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H121 119.6 . . ?
C11 C12 H121 119.6 . . ?
C12 C13 C14 119.2(3) . . ?
C12 C13 H131 120.4 . . ?
C14 C13 H131 120.4 . . ?
C13 C14 C9 121.2(3) . . ?
C13 C14 H141 119.4 . . ?
C9 C14 H141 119.4 . . ?
H11W O1W H12W 101(5) . . ?

_refine_diff_density_max         1.404
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.126

####################################################################### 
# 
# 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_zncycbnoh
_database_code_depnum_ccdc_archive 'CCDC 2392217'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H38 N4 O2, 2(Cl O4)'
_chemical_formula_sum            'C24 H38 Cl2 N4 O10'
_chemical_formula_weight         613.48

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.9895(4)
_cell_length_b                   16.3405(7)
_cell_length_c                   9.0169(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.7870(10)
_cell_angle_gamma                90
_cell_volume                     1376.05(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9622
_cell_measurement_theta_min      2.5119
_cell_measurement_theta_max      27.5137

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.341
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.299
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            16894
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.493
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3154
_reflns_number_gt                2962
_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 vV6.2.10'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_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)+(0.0404P)²+0.7836P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3154
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
N1 N 0.21924(10) 0.48198(6) 0.88736(11) 0.0109(2) Uani 1 1 d . . . . .
C2 C 0.21040(13) 0.55277(7) 0.98291(14) 0.0135(2) Uani 1 1 d . . . . .
H21 H 0.2825 0.5469 1.0910 0.016 Uiso 1 1 calc R U . . .
H22 H 0.1145 0.5541 0.9920 0.016 Uiso 1 1 calc R U . . .
C3 C 0.23593(13) 0.63329(7) 0.91119(14) 0.0140(2) Uani 1 1 d . . . . .
H31 H 0.1481 0.6490 0.8222 0.017 Uiso 1 1 calc R U . . .
H32 H 0.2574 0.6770 0.9924 0.017 Uiso 1 1 calc R U . . .
N4 N 0.35803(11) 0.62542(6) 0.85227(12) 0.0123(2) Uani 1 1 d . . . . .
H41 H 0.3393(18) 0.5843(11) 0.790(2) 0.020(4) Uiso 1 1 d . . . . .
H42 H 0.3604(19) 0.6698(11) 0.792(2) 0.024(4) Uiso 1 1 d . . . . .
C5 C 0.50317(12) 0.61690(7) 0.97858(14) 0.0127(2) Uani 1 1 d . . . . .
H51 H 0.5048 0.5687 1.0457 0.015 Uiso 1 1 calc R U . . .
H52 H 0.5253 0.6661 1.0470 0.015 Uiso 1 1 calc R U . . .
C6 C 0.61413(13) 0.60668(7) 0.90022(14) 0.0135(2) Uani 1 1 d . . . . .
H61 H 0.6134 0.6558 0.8358 0.016 Uiso 1 1 calc R U . . .
H62 H 0.5883 0.5589 0.8280 0.016 Uiso 1 1 calc R U . . .
C7 C 0.76439(12) 0.59436(7) 1.02199(14) 0.0132(2) Uani 1 1 d . . . . .
H71 H 0.8339 0.5944 0.9664 0.016 Uiso 1 1 calc R U . . .
H72 H 0.7879 0.6411 1.0968 0.016 Uiso 1 1 calc R U . . .
C8 C 0.09214(12) 0.47690(7) 0.74009(14) 0.0130(2) Uani 1 1 d . . . . .
H81 H 0.0691 0.5322 0.6933 0.016 Uiso 1 1 calc R U . . .
H82 H 0.0093 0.4575 0.7663 0.016 Uiso 1 1 calc R U . . .
C9 C 0.11493(12) 0.41997(7) 0.61947(13) 0.0125(2) Uani 1 1 d . . . . .
C10 C 0.21547(12) 0.43936(7) 0.54966(14) 0.0133(2) Uani 1 1 d . . . . .
O10 O 0.29295(10) 0.50997(6) 0.59769(11) 0.01715(19) Uani 1 1 d . . . . .
H101 H 0.343(2) 0.5202(12) 0.544(2) 0.035(5) Uiso 1 1 d . . . . .
C11 C 0.23400(13) 0.38987(8) 0.43292(15) 0.0165(2) Uani 1 1 d . . . . .
H111 H 0.3023 0.4042 0.3861 0.020 Uiso 1 1 calc R U . . .
C12 C 0.15237(14) 0.31945(8) 0.38506(15) 0.0193(3) Uani 1 1 d . . . . .
H121 H 0.1646 0.2856 0.3052 0.023 Uiso 1 1 calc R U . . .
C13 C 0.05272(14) 0.29841(8) 0.45379(15) 0.0195(3) Uani 1 1 d . . . . .
H131 H -0.0026 0.2500 0.4218 0.023 Uiso 1 1 calc R U . . .
C14 C 0.03443(13) 0.34881(8) 0.56986(15) 0.0164(2) Uani 1 1 d . . . . .
H141 H -0.0342 0.3344 0.6161 0.020 Uiso 1 1 calc R U . . .
Cl1 Cl 0.37736(3) 0.65712(2) 0.38130(3) 0.01450(9) Uani 1 1 d . . . . .
O1P O 0.41159(10) 0.57088(5) 0.38229(11) 0.0183(2) Uani 1 1 d . . . . .
O2P O 0.47017(12) 0.70331(6) 0.32244(13) 0.0279(2) Uani 1 1 d . . . . .
O3P O 0.23159(12) 0.67040(8) 0.27942(13) 0.0326(3) Uani 1 1 d . . . . .
O4P O 0.39638(12) 0.68257(6) 0.54048(11) 0.0257(2) Uani 1 1 d . . . . .


_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
N1 C2 1.4635(15) . ?
N1 C7 1.4684(15) 3_667 ?
N1 C8 1.4784(14) . ?
C2 C3 1.5268(16) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4988(15) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4989(15) . ?
N4 H41 0.851(18) . ?
N4 H42 0.910(19) . ?
C5 C6 1.5204(16) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5262(16) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4684(15) 3_667 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.5086(16) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.3941(17) . ?
C9 C10 1.3979(17) . ?
C10 O10 1.3712(14) . ?
C10 C11 1.3909(17) . ?
O10 H101 0.83(2) . ?
C11 C12 1.3877(18) . ?
C11 H111 0.9500 . ?
C12 C13 1.390(2) . ?
C12 H121 0.9500 . ?
C13 C14 1.3938(18) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?
Cl1 O2P 1.4353(10) . ?
Cl1 O3P 1.4360(11) . ?
Cl1 O4P 1.4406(9) . ?
Cl1 O1P 1.4493(9) . ?

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
C2 N1 C7 111.21(9) . 3_667 ?
C2 N1 C8 111.17(9) . . ?
C7 N1 C8 110.05(9) 3_667 . ?
N1 C2 C3 112.19(9) . . ?
N1 C2 H21 109.2 . . ?
C3 C2 H21 109.2 . . ?
N1 C2 H22 109.2 . . ?
C3 C2 H22 109.2 . . ?
H21 C2 H22 107.9 . . ?
N4 C3 C2 110.82(9) . . ?
N4 C3 H31 109.5 . . ?
C2 C3 H31 109.5 . . ?
N4 C3 H32 109.5 . . ?
C2 C3 H32 109.5 . . ?
H31 C3 H32 108.1 . . ?
C3 N4 C5 115.34(9) . . ?
C3 N4 H41 106.5(11) . . ?
C5 N4 H41 110.7(11) . . ?
C3 N4 H42 109.8(11) . . ?
C5 N4 H42 107.7(11) . . ?
H41 N4 H42 106.5(16) . . ?
N4 C5 C6 108.98(9) . . ?
N4 C5 H51 109.9 . . ?
C6 C5 H51 109.9 . . ?
N4 C5 H52 109.9 . . ?
C6 C5 H52 109.9 . . ?
H51 C5 H52 108.3 . . ?
C5 C6 C7 111.92(10) . . ?
C5 C6 H61 109.2 . . ?
C7 C6 H61 109.2 . . ?
C5 C6 H62 109.2 . . ?
C7 C6 H62 109.2 . . ?
H61 C6 H62 107.9 . . ?
N1 C7 C6 113.53(9) 3_667 . ?
N1 C7 H71 108.9 3_667 . ?
C6 C7 H71 108.9 . . ?
N1 C7 H72 108.9 3_667 . ?
C6 C7 H72 108.9 . . ?
H71 C7 H72 107.7 . . ?
N1 C8 C9 112.39(9) . . ?
N1 C8 H81 109.1 . . ?
C9 C8 H81 109.1 . . ?
N1 C8 H82 109.1 . . ?
C9 C8 H82 109.1 . . ?
H81 C8 H82 107.9 . . ?
C14 C9 C10 117.99(11) . . ?
C14 C9 C8 121.89(11) . . ?
C10 C9 C8 120.08(11) . . ?
O10 C10 C11 121.09(11) . . ?
O10 C10 C9 117.63(11) . . ?
C11 C10 C9 121.26(11) . . ?
C10 O10 H101 111.9(14) . . ?
C12 C11 C10 119.74(12) . . ?
C12 C11 H111 120.1 . . ?
C10 C11 H111 120.1 . . ?
C11 C12 C13 120.09(12) . . ?
C11 C12 H121 120.0 . . ?
C13 C12 H121 120.0 . . ?
C12 C13 C14 119.62(12) . . ?
C12 C13 H131 120.2 . . ?
C14 C13 H131 120.2 . . ?
C13 C14 C9 121.29(12) . . ?
C13 C14 H141 119.4 . . ?
C9 C14 H141 119.4 . . ?
O2P Cl1 O3P 108.99(7) . . ?
O2P Cl1 O4P 110.03(6) . . ?
O3P Cl1 O4P 109.81(7) . . ?
O2P Cl1 O1P 109.37(6) . . ?
O3P Cl1 O1P 109.53(7) . . ?
O4P Cl1 O1P 109.09(6) . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_cute2phoh_tfa_f
_database_code_depnum_ccdc_archive 'CCDC 2392216'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H36 Cu N4 O2, 2(C2 F3 O2)'
_chemical_formula_sum            'C28 H36 Cu F6 N4 O6'
_chemical_formula_weight         702.15

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2817(5)
_cell_length_b                   14.9160(6)
_cell_length_c                   9.8782(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.850(2)
_cell_angle_gamma                90
_cell_volume                     1470.89(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      2.4550
_cell_measurement_theta_max      27.4578

_exptl_crystal_description       prism
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_F_000             726
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    0.830
_shelx_estimated_absorpt_T_min   0.897
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            53159
_diffrn_reflns_av_unetI/netI     0.0106
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.455
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3369
_reflns_number_gt                3297
_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 vV6.2.16'
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0381P)²+1.2813P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3369
_refine_ls_number_parameters     266
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.002
_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
Cu1 Cu 0.5000 0.5000 0.5000 0.01217(8) Uani 1 2 d S . P . .
N1 N 0.33418(12) 0.42785(8) 0.39778(12) 0.0134(2) Uani 1 1 d . . . . .
C2 C 0.22203(15) 0.49432(10) 0.37045(17) 0.0180(3) Uani 1 1 d . . . . .
H21 H 0.1355 0.4620 0.3533 0.022 Uiso 1 1 calc R U . . .
H22 H 0.2238 0.5291 0.2855 0.022 Uiso 1 1 calc R U . . .
C3 C 0.23207(15) 0.55815(10) 0.49181(16) 0.0184(3) Uani 1 1 d . . . . .
H31 H 0.1703 0.6093 0.4626 0.022 Uiso 1 1 calc R U . . .
H32 H 0.2054 0.5268 0.5693 0.022 Uiso 1 1 calc R U . . .
N4 N 0.37128(12) 0.59170(8) 0.53988(13) 0.0155(2) Uani 1 1 d . . . . .
H41 H 0.3805 0.6365 0.4832 0.019 Uiso 1 1 d R U . . .
C5 C 0.39601(16) 0.62544(10) 0.68512(16) 0.0192(3) Uani 1 1 d . . . . .
H51 H 0.3881 0.5750 0.7478 0.023 Uiso 1 1 calc R U . . .
H52 H 0.3264 0.6702 0.6910 0.023 Uiso 1 1 calc R U . . .
C6 C 0.53269(16) 0.66803(10) 0.73453(16) 0.0191(3) Uani 1 1 d . . . . .
H61 H 0.5399 0.6932 0.8287 0.023 Uiso 1 1 calc R U . . .
H62 H 0.5396 0.7185 0.6716 0.023 Uiso 1 1 calc R U . . .
C7 C 0.65033(15) 0.60542(10) 0.74064(15) 0.0173(3) Uani 1 1 d . . . . .
H71 H 0.7336 0.6370 0.7877 0.021 Uiso 1 1 calc R U . . .
H72 H 0.6404 0.5530 0.7989 0.021 Uiso 1 1 calc R U . . .
C8 C 0.30281(15) 0.34762(10) 0.47670(15) 0.0165(3) Uani 1 1 d . . . . .
H81 H 0.2245 0.3164 0.4176 0.020 Uiso 1 1 calc R U . . .
H82 H 0.3797 0.3059 0.4913 0.020 Uiso 1 1 calc R U . . .
C9 C 0.27331(15) 0.36644(9) 0.61565(15) 0.0152(3) Uani 1 1 d . . . . .
C10 C 0.37677(14) 0.39053(9) 0.72976(15) 0.0149(3) Uani 1 1 d . . . . .
O10 O 0.50122(11) 0.40007(8) 0.70607(12) 0.0179(2) Uani 1 1 d . . . . .
H101 H 0.553(2) 0.4015(17) 0.772(3) 0.035(7) Uiso 1 1 d . . . . .
C11 C 0.35058(16) 0.40610(10) 0.85974(15) 0.0187(3) Uani 1 1 d . . . . .
H111 H 0.4212 0.4225 0.9368 0.022 Uiso 1 1 calc R U . . .
C12 C 0.22086(17) 0.39744(11) 0.87599(16) 0.0218(3) Uani 1 1 d . . . . .
H121 H 0.2028 0.4087 0.9644 0.026 Uiso 1 1 calc R U . . .
C13 C 0.11728(16) 0.37252(12) 0.76453(17) 0.0231(3) Uani 1 1 d . . . . .
H131 H 0.0287 0.3663 0.7764 0.028 Uiso 1 1 calc R U . . .
C14 C 0.14424(15) 0.35672(11) 0.63543(16) 0.0199(3) Uani 1 1 d . . . . .
H141 H 0.0735 0.3390 0.5593 0.024 Uiso 1 1 calc R U . . .
C1A C 0.72319(16) 0.34326(11) 1.00561(16) 0.0205(3) Uani 1 1 d . . . . .
O1A O 0.69936(12) 0.40501(9) 0.91816(13) 0.0289(3) Uani 1 1 d . . . . .
O2A O 0.64900(14) 0.28424(8) 1.03105(14) 0.0312(3) Uani 1 1 d . . . . .
C2A C 0.8691(2) 0.34235(15) 1.0923(2) 0.0378(5) Uani 1 1 d . . . . .
F1A F 0.9560(6) 0.3281(4) 1.0256(7) 0.0625(15) Uani 0.577(3) 1 d . U P A 1
F2A F 0.8919(4) 0.4119(2) 1.1777(5) 0.0586(12) Uani 0.577(3) 1 d . U P A 1
F3A F 0.8824(5) 0.2698(3) 1.1869(6) 0.0454(9) Uani 0.577(3) 1 d . U P A 1
F1B F 0.9354(7) 0.4230(5) 1.0928(11) 0.053(2) Uani 0.291(3) 1 d . U P A 2
F2B F 0.9031(10) 0.3064(8) 1.2047(10) 0.059(3) Uani 0.291(3) 1 d . U P A 2
F3B F 0.9382(12) 0.2953(6) 0.9985(13) 0.047(2) Uani 0.291(3) 1 d . U P A 2
F1C F 0.9433(17) 0.2841(11) 1.093(2) 0.083(5) Uani 0.132(3) 1 d . U P A 3
F2C F 0.9471(15) 0.4202(14) 1.0412(14) 0.034(3) Uani 0.132(3) 1 d . U P A 3
F3C F 0.8922(15) 0.3754(15) 1.2226(14) 0.047(4) Uani 0.132(3) 1 d . U P A 3


_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
Cu1 N4 2.0068(12) . ?
Cu1 N4 2.0068(12) 3_666 ?
Cu1 N1 2.0640(12) 3_666 ?
Cu1 N1 2.0641(12) . ?
N1 C2 1.4955(18) . ?
N1 C7 1.4985(18) 3_666 ?
N1 C8 1.5047(18) . ?
C2 C3 1.515(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4830(19) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4839(19) . ?
N4 H41 0.8912 . ?
C5 C6 1.513(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4985(18) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.501(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.394(2) . ?
C9 C10 1.399(2) . ?
C10 O10 1.3622(18) . ?
C10 C11 1.393(2) . ?
O10 H101 0.74(3) . ?
C11 C12 1.387(2) . ?
C11 H111 0.9500 . ?
C12 C13 1.387(2) . ?
C12 H121 0.9500 . ?
C13 C14 1.388(2) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?
C1A O2A 1.229(2) . ?
C1A O1A 1.246(2) . ?
C1A C2A 1.539(2) . ?
C2A F1C 1.155(13) . ?
C2A F2B 1.207(9) . ?
C2A F1A 1.249(6) . ?
C2A F2A 1.322(4) . ?
C2A F3C 1.345(14) . ?
C2A F1B 1.383(9) . ?
C2A F3A 1.415(5) . ?
C2A F3B 1.474(11) . ?
C2A F2C 1.563(16) . ?

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
N4 Cu1 N4 180.00(5) . 3_666 ?
N4 Cu1 N1 93.15(5) . 3_666 ?
N4 Cu1 N1 86.85(5) 3_666 3_666 ?
N4 Cu1 N1 86.85(5) . . ?
N4 Cu1 N1 93.15(5) 3_666 . ?
N1 Cu1 N1 180.0 3_666 . ?
C2 N1 C7 107.49(11) . 3_666 ?
C2 N1 C8 111.66(11) . . ?
C7 N1 C8 106.99(11) 3_666 . ?
C2 N1 Cu1 104.69(8) . . ?
C7 N1 Cu1 111.30(9) 3_666 . ?
C8 N1 Cu1 114.56(9) . . ?
N1 C2 C3 111.73(12) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 107.9 . . ?
N4 C3 C2 110.07(12) . . ?
N4 C3 H31 109.6 . . ?
C2 C3 H31 109.6 . . ?
N4 C3 H32 109.6 . . ?
C2 C3 H32 109.6 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C5 110.67(12) . . ?
C3 N4 Cu1 109.79(9) . . ?
C5 N4 Cu1 116.91(9) . . ?
C3 N4 H41 106.9 . . ?
C5 N4 H41 109.5 . . ?
Cu1 N4 H41 102.3 . . ?
N4 C5 C6 112.67(12) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.8 . . ?
C5 C6 C7 115.11(13) . . ?
C5 C6 H61 108.5 . . ?
C7 C6 H61 108.5 . . ?
C5 C6 H62 108.5 . . ?
C7 C6 H62 108.5 . . ?
H61 C6 H62 107.5 . . ?
N1 C7 C6 115.17(12) 3_666 . ?
N1 C7 H71 108.5 3_666 . ?
C6 C7 H71 108.5 . . ?
N1 C7 H72 108.5 3_666 . ?
C6 C7 H72 108.5 . . ?
H71 C7 H72 107.5 . . ?
C9 C8 N1 116.12(12) . . ?
C9 C8 H81 108.3 . . ?
N1 C8 H81 108.3 . . ?
C9 C8 H82 108.3 . . ?
N1 C8 H82 108.3 . . ?
H81 C8 H82 107.4 . . ?
C14 C9 C10 118.64(14) . . ?
C14 C9 C8 121.06(13) . . ?
C10 C9 C8 120.24(13) . . ?
O10 C10 C11 122.53(13) . . ?
O10 C10 C9 116.92(13) . . ?
C11 C10 C9 120.53(14) . . ?
C10 O10 H101 111.5(19) . . ?
C12 C11 C10 119.64(14) . . ?
C12 C11 H111 120.2 . . ?
C10 C11 H111 120.2 . . ?
C13 C12 C11 120.67(15) . . ?
C13 C12 H121 119.7 . . ?
C11 C12 H121 119.7 . . ?
C12 C13 C14 119.37(15) . . ?
C12 C13 H131 120.3 . . ?
C14 C13 H131 120.3 . . ?
C13 C14 C9 121.13(14) . . ?
C13 C14 H141 119.4 . . ?
C9 C14 H141 119.4 . . ?
O2A C1A O1A 129.95(16) . . ?
O2A C1A C2A 116.72(16) . . ?
O1A C1A C2A 113.33(16) . . ?
F1A C2A F2A 115.5(4) . . ?
F1C C2A F3C 107.8(13) . . ?
F2B C2A F1B 110.4(6) . . ?
F1A C2A F3A 104.4(4) . . ?
F2A C2A F3A 101.8(3) . . ?
F2B C2A F3B 106.8(7) . . ?
F1B C2A F3B 96.0(6) . . ?
F1C C2A C1A 124.3(9) . . ?
F2B C2A C1A 123.1(5) . . ?
F1A C2A C1A 115.7(3) . . ?
F2A C2A C1A 110.4(2) . . ?
F3C C2A C1A 117.1(7) . . ?
F1B C2A C1A 114.1(3) . . ?
F3A C2A C1A 107.6(3) . . ?
F3B C2A C1A 101.9(5) . . ?
F1C C2A F2C 99.8(13) . . ?
F3C C2A F2C 92.9(8) . . ?
C1A C2A F2C 108.7(6) . . ?

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_cute2phoh_lioh
_database_code_depnum_ccdc_archive 'CCDC 2392214'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 Cu N4 O2, 2(C H4 O)'
_chemical_formula_sum            'C26 H42 Cu N4 O4'
_chemical_formula_weight         538.17

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'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.8895(3)
_cell_length_b                   10.6168(3)
_cell_length_c                   14.1906(4)
_cell_angle_alpha                100.0640(10)
_cell_angle_beta                 105.3310(10)
_cell_angle_gamma                90.9600(10)
_cell_volume                     1268.95(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9714
_cell_measurement_theta_min      2.3809
_cell_measurement_theta_max      27.4538

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             574
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    0.901
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.906
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            30874
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.952
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5808
_reflns_number_gt                5289
_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 vV6.2.16'
_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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0372P)²+0.8228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5808
_refine_ls_number_parameters     337
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0750
_refine_ls_wR_factor_gt          0.0731
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Cu1A Cu 0.5000 0.5000 1.0000 0.01041(7) Uani 1 2 d S . P . .
N1A N 0.32747(14) 0.35487(11) 0.94096(8) 0.0128(2) Uani 1 1 d . . . . .
C2A C 0.18181(16) 0.41431(15) 0.95450(11) 0.0167(3) Uani 1 1 d . . . . .
H2A H 0.1752 0.4132 1.0229 0.020 Uiso 1 1 calc R U . . .
H2B H 0.0900 0.3626 0.9076 0.020 Uiso 1 1 calc R U . . .
C3A C 0.17644(16) 0.55137(15) 0.93700(11) 0.0173(3) Uani 1 1 d . . . . .
H3A H 0.1529 0.5515 0.8648 0.021 Uiso 1 1 calc R U . . .
H3B H 0.0923 0.5937 0.9618 0.021 Uiso 1 1 calc R U . . .
N4A N 0.32823(14) 0.62301(11) 0.98901(9) 0.0132(2) Uani 1 1 d . . . . .
H4A H 0.333(2) 0.6498(18) 1.0521(15) 0.021(5) Uiso 1 1 d . . . . .
C5A C 0.34718(18) 0.73700(14) 0.94523(11) 0.0173(3) Uani 1 1 d . . . . .
H5A H 0.2564 0.7897 0.9457 0.021 Uiso 1 1 calc R U . . .
H5B H 0.3480 0.7086 0.8751 0.021 Uiso 1 1 calc R U . . .
C6A C 0.49589(19) 0.81880(14) 1.00062(11) 0.0190(3) Uani 1 1 d . . . . .
H6A H 0.4931 0.8485 1.0702 0.023 Uiso 1 1 calc R U . . .
H6B H 0.4983 0.8956 0.9701 0.023 Uiso 1 1 calc R U . . .
C7A C 0.64570(18) 0.75148(14) 1.00134(11) 0.0171(3) Uani 1 1 d . . . . .
H7A H 0.6445 0.7164 0.9317 0.021 Uiso 1 1 calc R U . . .
H7B H 0.7352 0.8160 1.0291 0.021 Uiso 1 1 calc R U . . .
C8A C 0.31162(18) 0.29890(14) 0.83375(10) 0.0161(3) Uani 1 1 d . . . . .
H8A H 0.4095 0.2584 0.8289 0.019 Uiso 1 1 calc R U . . .
H8B H 0.2261 0.2305 0.8112 0.019 Uiso 1 1 calc R U . . .
C9A C 0.27894(17) 0.39279(14) 0.76441(10) 0.0149(3) Uani 1 1 d . . . . .
C10A C 0.40019(17) 0.48436(14) 0.76926(10) 0.0143(3) Uani 1 1 d . . . . .
O10A O 0.53511(12) 0.49083(10) 0.83666(7) 0.0160(2) Uani 1 1 d . . . . .
C11A C 0.36592(19) 0.56861(15) 0.70068(11) 0.0191(3) Uani 1 1 d . . . . .
H11A H 0.4450 0.6296 0.7002 0.023 Uiso 1 1 calc R U . . .
C12A C 0.2193(2) 0.56430(16) 0.63401(11) 0.0224(3) Uani 1 1 d . . . . .
H12A H 0.1993 0.6233 0.5897 0.027 Uiso 1 1 calc R U . . .
C13A C 0.10171(19) 0.47514(17) 0.63111(11) 0.0240(3) Uani 1 1 d . . . . .
H13A H 0.0014 0.4728 0.5856 0.029 Uiso 1 1 calc R U . . .
C14A C 0.13361(18) 0.38926(16) 0.69621(11) 0.0213(3) Uani 1 1 d . . . . .
H14A H 0.0544 0.3268 0.6941 0.026 Uiso 1 1 calc R U . . .
Cu1C Cu 0.5000 0.0000 0.5000 0.01161(7) Uani 1 2 d S . P . .
N1C N 0.58338(14) 0.18545(11) 0.55848(9) 0.0145(2) Uani 1 1 d . . . . .
C2C C 0.74561(18) 0.19112(15) 0.54842(12) 0.0202(3) Uani 1 1 d . . . . .
H2C H 0.8042 0.2690 0.5926 0.024 Uiso 1 1 calc R U . . .
H2D H 0.7422 0.1975 0.4791 0.024 Uiso 1 1 calc R U . . .
C3C C 0.83060(18) 0.07385(15) 0.57483(11) 0.0201(3) Uani 1 1 d . . . . .
H3C H 0.9300 0.0724 0.5558 0.024 Uiso 1 1 calc R U . . .
H3D H 0.8551 0.0766 0.6474 0.024 Uiso 1 1 calc R U . . .
N4C N 0.72843(15) -0.04327(12) 0.52058(9) 0.0171(3) Uani 1 1 d . . . . .
H4C H 0.739(2) -0.0569(19) 0.4597(16) 0.028(5) Uiso 1 1 d . . . . .
C5C C 0.77756(18) -0.15636(15) 0.56536(11) 0.0202(3) Uani 1 1 d . . . . .
H5C H 0.7683 -0.1413 0.6344 0.024 Uiso 1 1 calc R U . . .
H5D H 0.8887 -0.1683 0.5680 0.024 Uiso 1 1 calc R U . . .
C6C C 0.67968(19) -0.27718(15) 0.50702(11) 0.0221(3) Uani 1 1 d . . . . .
H6C H 0.7224 -0.3507 0.5374 0.027 Uiso 1 1 calc R U . . .
H6D H 0.6905 -0.2917 0.4384 0.027 Uiso 1 1 calc R U . . .
C7C C 0.50671(19) -0.27532(14) 0.50200(11) 0.0197(3) Uani 1 1 d . . . . .
H7C H 0.4579 -0.3631 0.4743 0.024 Uiso 1 1 calc R U . . .
H7D H 0.4966 -0.2523 0.5706 0.024 Uiso 1 1 calc R U . . .
C8C C 0.57967(18) 0.22871(14) 0.66442(10) 0.0179(3) Uani 1 1 d . . . . .
H8C H 0.6272 0.3175 0.6871 0.021 Uiso 1 1 calc R U . . .
H8D H 0.4689 0.2314 0.6656 0.021 Uiso 1 1 calc R U . . .
C9C C 0.66057(17) 0.14955(14) 0.73838(10) 0.0143(3) Uani 1 1 d . . . . .
C10C C 0.59659(17) 0.02394(14) 0.73199(10) 0.0156(3) Uani 1 1 d . . . . .
O10C O 0.47705(13) -0.02702(11) 0.65794(8) 0.0205(2) Uani 1 1 d . . . . .
C11C C 0.66942(19) -0.04353(15) 0.80741(11) 0.0192(3) Uani 1 1 d . . . . .
H11C H 0.6275 -0.1268 0.8064 0.023 Uiso 1 1 calc R U . . .
C12C C 0.80035(19) 0.00852(15) 0.88272(11) 0.0199(3) Uani 1 1 d . . . . .
H12C H 0.8478 -0.0400 0.9316 0.024 Uiso 1 1 calc R U . . .
C13C C 0.86299(17) 0.13079(15) 0.88750(11) 0.0183(3) Uani 1 1 d . . . . .
H13C H 0.9532 0.1662 0.9390 0.022 Uiso 1 1 calc R U . . .
C14C C 0.79112(17) 0.20077(14) 0.81535(10) 0.0162(3) Uani 1 1 d . . . . .
H14C H 0.8321 0.2852 0.8188 0.019 Uiso 1 1 calc R U . . .
C1M C 0.8322(2) 0.63567(18) 0.77165(14) 0.0299(4) Uani 1 1 d . . . . .
H1MA H 0.8608 0.7008 0.8326 0.045 Uiso 1 1 calc R U . . .
H1MB H 0.7365 0.6577 0.7265 0.045 Uiso 1 1 calc R U . . .
H1MC H 0.9171 0.6324 0.7393 0.045 Uiso 1 1 calc R U . . .
O1M O 0.80700(15) 0.51608(11) 0.79525(10) 0.0249(3) Uani 1 1 d . . . . .
H1MO H 0.727(3) 0.512(2) 0.8017(17) 0.035(6) Uiso 1 1 d . . . . .
C2M C 0.1677(2) -0.06955(18) 0.75727(13) 0.0289(4) Uani 1 1 d . . . . .
H2MA H 0.2508 -0.0354 0.8177 0.043 Uiso 1 1 calc R U . . .
H2MB H 0.1691 -0.1631 0.7423 0.043 Uiso 1 1 calc R U . . .
H2MC H 0.0662 -0.0462 0.7674 0.043 Uiso 1 1 calc R U . . .
O2M O 0.19212(17) -0.01795(16) 0.67758(10) 0.0387(3) Uani 1 1 d . . . . .
H2MO H 0.275(3) -0.026(3) 0.678(2) 0.055(8) Uiso 1 1 d . . . . .


_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 N4A 2.0183(12) . ?
Cu1A N4A 2.0183(12) 2_667 ?
Cu1A N1A 2.0539(12) . ?
Cu1A N1A 2.0539(12) 2_667 ?
Cu1A O10A 2.4050(10) 2_667 ?
Cu1A O10A 2.4050(10) . ?
N1A C2A 1.4928(18) . ?
N1A C7A 1.4936(18) 2_667 ?
N1A C8A 1.5018(17) . ?
C2A C3A 1.518(2) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.4787(18) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.4800(18) . ?
N4A H4A 0.88(2) . ?
C5A C6A 1.514(2) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.520(2) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N1A 1.4937(18) 2_667 ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C8A C9A 1.4992(19) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C9A C14A 1.390(2) . ?
C9A C10A 1.419(2) . ?
C10A O10A 1.3136(17) . ?
C10A C11A 1.413(2) . ?
C11A C12A 1.388(2) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.386(2) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.389(2) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
Cu1C N1C 2.0419(12) 2_656 ?
Cu1C N1C 2.0419(12) . ?
Cu1C N4C 2.0455(13) 2_656 ?
Cu1C N4C 2.0455(13) . ?
Cu1C O10C 2.3688(10) 2_656 ?
Cu1C O10C 2.3688(10) . ?
N1C C2C 1.4876(19) . ?
N1C C7C 1.4956(18) 2_656 ?
N1C C8C 1.5024(18) . ?
C2C C3C 1.519(2) . ?
C2C H2C 0.9900 . ?
C2C H2D 0.9900 . ?
C3C N4C 1.490(2) . ?
C3C H3C 0.9900 . ?
C3C H3D 0.9900 . ?
N4C C5C 1.4743(19) . ?
N4C H4C 0.88(2) . ?
C5C C6C 1.516(2) . ?
C5C H5C 0.9900 . ?
C5C H5D 0.9900 . ?
C6C C7C 1.521(2) . ?
C6C H6C 0.9900 . ?
C6C H6D 0.9900 . ?
C7C N1C 1.4956(18) 2_656 ?
C7C H7C 0.9900 . ?
C7C H7D 0.9900 . ?
C8C C9C 1.5016(19) . ?
C8C H8C 0.9900 . ?
C8C H8D 0.9900 . ?
C9C C14C 1.391(2) . ?
C9C C10C 1.420(2) . ?
C10C O10C 1.3106(18) . ?
C10C C11C 1.412(2) . ?
C11C C12C 1.384(2) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.387(2) . ?
C12C H12C 0.9500 . ?
C13C C14C 1.394(2) . ?
C13C H13C 0.9500 . ?
C14C H14C 0.9500 . ?
C1M O1M 1.398(2) . ?
C1M H1MA 0.9800 . ?
C1M H1MB 0.9800 . ?
C1M H1MC 0.9800 . ?
O1M H1MO 0.74(2) . ?
C2M O2M 1.403(2) . ?
C2M H2MA 0.9800 . ?
C2M H2MB 0.9800 . ?
C2M H2MC 0.9800 . ?
O2M H2MO 0.74(3) . ?

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
N4A Cu1A N4A 180.0 . 2_667 ?
N4A Cu1A N1A 87.20(5) . . ?
N4A Cu1A N1A 92.80(5) 2_667 . ?
N4A Cu1A N1A 92.79(5) . 2_667 ?
N4A Cu1A N1A 87.21(5) 2_667 2_667 ?
N1A Cu1A N1A 180.0 . 2_667 ?
N4A Cu1A O10A 82.32(4) . 2_667 ?
N4A Cu1A O10A 97.67(4) 2_667 2_667 ?
N1A Cu1A O10A 91.27(4) . 2_667 ?
N1A Cu1A O10A 88.73(4) 2_667 2_667 ?
N4A Cu1A O10A 97.67(4) . . ?
N4A Cu1A O10A 82.33(4) 2_667 . ?
N1A Cu1A O10A 88.73(4) . . ?
N1A Cu1A O10A 91.27(4) 2_667 . ?
O10A Cu1A O10A 180.0 2_667 . ?
C2A N1A C7A 107.63(11) . 2_667 ?
C2A N1A C8A 111.52(11) . . ?
C7A N1A C8A 108.11(11) 2_667 . ?
C2A N1A Cu1A 104.56(8) . . ?
C7A N1A Cu1A 111.11(9) 2_667 . ?
C8A N1A Cu1A 113.76(8) . . ?
N1A C2A C3A 112.32(11) . . ?
N1A C2A H2A 109.1 . . ?
C3A C2A H2A 109.1 . . ?
N1A C2A H2B 109.1 . . ?
C3A C2A H2B 109.1 . . ?
H2A C2A H2B 107.9 . . ?
N4A C3A C2A 110.06(11) . . ?
N4A C3A H3A 109.6 . . ?
C2A C3A H3A 109.6 . . ?
N4A C3A H3B 109.6 . . ?
C2A C3A H3B 109.6 . . ?
H3A C3A H3B 108.2 . . ?
C3A N4A C5A 110.73(11) . . ?
C3A N4A Cu1A 109.30(9) . . ?
C5A N4A Cu1A 117.48(9) . . ?
C3A N4A H4A 110.1(12) . . ?
C5A N4A H4A 107.7(12) . . ?
Cu1A N4A H4A 100.9(12) . . ?
N4A C5A C6A 112.74(12) . . ?
N4A C5A H5A 109.0 . . ?
C6A C5A H5A 109.0 . . ?
N4A C5A H5B 109.0 . . ?
C6A C5A H5B 109.0 . . ?
H5A C5A H5B 107.8 . . ?
C5A C6A C7A 114.66(12) . . ?
C5A C6A H6A 108.6 . . ?
C7A C6A H6A 108.6 . . ?
C5A C6A H6B 108.6 . . ?
C7A C6A H6B 108.6 . . ?
H6A C6A H6B 107.6 . . ?
N1A C7A C6A 115.46(12) 2_667 . ?
N1A C7A H7A 108.4 2_667 . ?
C6A C7A H7A 108.4 . . ?
N1A C7A H7B 108.4 2_667 . ?
C6A C7A H7B 108.4 . . ?
H7A C7A H7B 107.5 . . ?
C9A C8A N1A 115.08(12) . . ?
C9A C8A H8A 108.5 . . ?
N1A C8A H8A 108.5 . . ?
C9A C8A H8B 108.5 . . ?
N1A C8A H8B 108.5 . . ?
H8A C8A H8B 107.5 . . ?
C14A C9A C10A 120.79(13) . . ?
C14A C9A C8A 120.69(13) . . ?
C10A C9A C8A 118.52(13) . . ?
O10A C10A C11A 122.77(13) . . ?
O10A C10A C9A 120.52(13) . . ?
C11A C10A C9A 116.68(13) . . ?
C10A O10A Cu1A 111.30(8) . . ?
C12A C11A C10A 121.51(14) . . ?
C12A C11A H11A 119.2 . . ?
C10A C11A H11A 119.2 . . ?
C13A C12A C11A 121.00(14) . . ?
C13A C12A H12A 119.5 . . ?
C11A C12A H12A 119.5 . . ?
C12A C13A C14A 118.60(14) . . ?
C12A C13A H13A 120.7 . . ?
C14A C13A H13A 120.7 . . ?
C13A C14A C9A 121.40(15) . . ?
C13A C14A H14A 119.3 . . ?
C9A C14A H14A 119.3 . . ?
N1C Cu1C N1C 180.0 2_656 . ?
N1C Cu1C N4C 86.64(5) 2_656 2_656 ?
N1C Cu1C N4C 93.37(5) . 2_656 ?
N1C Cu1C N4C 93.36(5) 2_656 . ?
N1C Cu1C N4C 86.64(5) . . ?
N4C Cu1C N4C 180.00(7) 2_656 . ?
N1C Cu1C O10C 89.64(4) 2_656 2_656 ?
N1C Cu1C O10C 90.36(4) . 2_656 ?
N4C Cu1C O10C 97.26(5) 2_656 2_656 ?
N4C Cu1C O10C 82.74(5) . 2_656 ?
N1C Cu1C O10C 90.36(4) 2_656 . ?
N1C Cu1C O10C 89.64(4) . . ?
N4C Cu1C O10C 82.74(5) 2_656 . ?
N4C Cu1C O10C 97.26(5) . . ?
O10C Cu1C O10C 180.0 2_656 . ?
C2C N1C C7C 107.45(11) . 2_656 ?
C2C N1C C8C 111.65(11) . . ?
C7C N1C C8C 107.88(11) 2_656 . ?
C2C N1C Cu1C 104.74(9) . . ?
C7C N1C Cu1C 110.87(9) 2_656 . ?
C8C N1C Cu1C 114.08(9) . . ?
N1C C2C C3C 111.85(12) . . ?
N1C C2C H2C 109.2 . . ?
C3C C2C H2C 109.2 . . ?
N1C C2C H2D 109.2 . . ?
C3C C2C H2D 109.2 . . ?
H2C C2C H2D 107.9 . . ?
N4C C3C C2C 108.76(12) . . ?
N4C C3C H3C 109.9 . . ?
C2C C3C H3C 109.9 . . ?
N4C C3C H3D 109.9 . . ?
C2C C3C H3D 109.9 . . ?
H3C C3C H3D 108.3 . . ?
C5C N4C C3C 111.80(12) . . ?
C5C N4C Cu1C 117.78(10) . . ?
C3C N4C Cu1C 108.70(9) . . ?
C5C N4C H4C 108.4(13) . . ?
C3C N4C H4C 105.9(13) . . ?
Cu1C N4C H4C 103.2(13) . . ?
N4C C5C C6C 111.98(12) . . ?
N4C C5C H5C 109.2 . . ?
C6C C5C H5C 109.2 . . ?
N4C C5C H5D 109.2 . . ?
C6C C5C H5D 109.2 . . ?
H5C C5C H5D 107.9 . . ?
C5C C6C C7C 114.95(13) . . ?
C5C C6C H6C 108.5 . . ?
C7C C6C H6C 108.5 . . ?
C5C C6C H6D 108.5 . . ?
C7C C6C H6D 108.5 . . ?
H6C C6C H6D 107.5 . . ?
N1C C7C C6C 115.72(13) 2_656 . ?
N1C C7C H7C 108.4 2_656 . ?
C6C C7C H7C 108.4 . . ?
N1C C7C H7D 108.4 2_656 . ?
C6C C7C H7D 108.4 . . ?
H7C C7C H7D 107.4 . . ?
C9C C8C N1C 116.93(12) . . ?
C9C C8C H8C 108.1 . . ?
N1C C8C H8C 108.1 . . ?
C9C C8C H8D 108.1 . . ?
N1C C8C H8D 108.1 . . ?
H8C C8C H8D 107.3 . . ?
C14C C9C C10C 120.35(13) . . ?
C14C C9C C8C 120.63(13) . . ?
C10C C9C C8C 118.92(13) . . ?
O10C C10C C11C 122.03(14) . . ?
O10C C10C C9C 120.90(13) . . ?
C11C C10C C9C 117.06(13) . . ?
C10C O10C Cu1C 113.91(9) . . ?
C12C C11C C10C 121.70(14) . . ?
C12C C11C H11C 119.1 . . ?
C10C C11C H11C 119.1 . . ?
C11C C12C C13C 120.69(14) . . ?
C11C C12C H12C 119.7 . . ?
C13C C12C H12C 119.7 . . ?
C12C C13C C14C 118.79(14) . . ?
C12C C13C H13C 120.6 . . ?
C14C C13C H13C 120.6 . . ?
C9C C14C C13C 121.37(14) . . ?
C9C C14C H14C 119.3 . . ?
C13C C14C H14C 119.3 . . ?
O1M C1M H1MA 109.5 . . ?
O1M C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
C1M O1M H1MO 107.7(18) . . ?
O2M C2M H2MA 109.5 . . ?
O2M C2M H2MB 109.5 . . ?
H2MA C2M H2MB 109.5 . . ?
O2M C2M H2MC 109.5 . . ?
H2MA C2M H2MC 109.5 . . ?
H2MB C2M H2MC 109.5 . . ?
C2M O2M H2MO 107(2) . . ?

_refine_diff_density_max         0.480
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_cute2phoh_rtlioh
_database_code_depnum_ccdc_archive 'CCDC 2392218'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H35 Cu N4 O2, C2 F3 O2'
_chemical_formula_sum            'C26 H35 Cu F3 N4 O4'
_chemical_formula_weight         588.12

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.2800(3)
_cell_length_b                   17.1762(8)
_cell_length_c                   18.4257(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.991(2)
_cell_angle_gamma                90
_cell_volume                     2610.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9980
_cell_measurement_theta_min      2.3715
_cell_measurement_theta_max      27.5002

_exptl_crystal_description       prism
_exptl_crystal_colour            blue-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             1228
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.415
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.197
_exptl_absorpt_coefficient_mu    0.898
_shelx_estimated_absorpt_T_min   0.707
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            41223
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.219
_diffrn_reflns_theta_max         27.533
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5986
_reflns_number_gt                5570
_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 vV6.2.16'
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1380)'
_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)+(0.0286P)²+1.8263P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5986
_refine_ls_number_parameters     390
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0709
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_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
Cu1 Cu 0.66626(2) 0.19208(2) 0.37729(2) 0.01268(6) Uani 1 1 d . . . . .
N1 N 0.74012(15) 0.19377(7) 0.27192(6) 0.0171(2) Uani 1 1 d . . . . .
C2 C 0.91766(18) 0.20845(10) 0.28239(9) 0.0246(3) Uani 1 1 d . . . . .
H21 H 0.9368 0.2643 0.2933 0.030 Uiso 1 1 calc R U . . .
H22 H 0.9670 0.1963 0.2367 0.030 Uiso 1 1 calc R U . . .
C3 C 0.99899(18) 0.15956(10) 0.34402(9) 0.0266(3) Uani 1 1 d . . . . .
H31 H 0.9856 0.1036 0.3323 0.032 Uiso 1 1 calc R U . . .
H32 H 1.1164 0.1713 0.3501 0.032 Uiso 1 1 calc R U . . .
N4 N 0.92506(15) 0.17715(8) 0.41190(7) 0.0216(3) Uani 1 1 d . . . . .
H41 H 0.973(2) 0.2208(13) 0.4285(11) 0.031(5) Uiso 1 1 d . . . . .
C5 C 0.95003(18) 0.11529(10) 0.46695(9) 0.0262(3) Uani 1 1 d . . . . .
H51 H 1.0676 0.1064 0.4783 0.031 Uiso 1 1 calc R U . . .
H52 H 0.9010 0.0662 0.4473 0.031 Uiso 1 1 calc R U . . .
C6 C 0.87408(19) 0.13751(10) 0.53598(9) 0.0267(3) Uani 1 1 d . . . . .
H61 H 0.9108 0.1907 0.5502 0.032 Uiso 1 1 calc R U . . .
H62 H 0.9160 0.1017 0.5753 0.032 Uiso 1 1 calc R U . . .
C7 C 0.68906(17) 0.13593(9) 0.53155(8) 0.0193(3) Uani 1 1 d . . . . .
H71 H 0.6529 0.0834 0.5151 0.023 Uiso 1 1 calc R U . . .
H72 H 0.6557 0.1430 0.5814 0.023 Uiso 1 1 calc R U . . .
N8 N 0.59982(14) 0.19426(7) 0.48319(6) 0.0149(2) Uani 1 1 d . . . . .
C9 C 0.63583(18) 0.27506(8) 0.50848(8) 0.0191(3) Uani 1 1 d . . . . .
H91 H 0.7541 0.2814 0.5201 0.023 Uiso 1 1 calc R U . . .
H92 H 0.5815 0.2856 0.5532 0.023 Uiso 1 1 calc R U . . .
C10 C 0.57613(18) 0.33198(8) 0.44929(8) 0.0207(3) Uani 1 1 d . . . . .
H101 H 0.4563 0.3305 0.4418 0.025 Uiso 1 1 calc R U . . .
H102 H 0.6098 0.3856 0.4634 0.025 Uiso 1 1 calc R U . . .
N11 N 0.64742(15) 0.30919(7) 0.38140(7) 0.0177(2) Uani 1 1 d . . . . .
H111 H 0.749(3) 0.3276(12) 0.3850(11) 0.029(5) Uiso 1 1 d . . . . .
C12 C 0.56234(19) 0.34657(9) 0.31651(8) 0.0231(3) Uani 1 1 d . . . . .
H121 H 0.5488 0.4028 0.3260 0.028 Uiso 1 1 calc R U . . .
H122 H 0.4532 0.3233 0.3068 0.028 Uiso 1 1 calc R U . . .
C13 C 0.6567(2) 0.33598(9) 0.25068(9) 0.0264(3) Uani 1 1 d . . . . .
H131 H 0.7696 0.3534 0.2633 0.032 Uiso 1 1 calc R U . . .
H132 H 0.6091 0.3702 0.2112 0.032 Uiso 1 1 calc R U . . .
C14 C 0.6601(2) 0.25330(9) 0.22209(8) 0.0238(3) Uani 1 1 d . . . . .
H141 H 0.5470 0.2365 0.2090 0.029 Uiso 1 1 calc R U . . .
H142 H 0.7159 0.2537 0.1767 0.029 Uiso 1 1 calc R U . . .
C20 C 0.71192(18) 0.11668(8) 0.23456(8) 0.0197(3) Uani 1 1 d . . . . .
H201 H 0.7381 0.1214 0.1833 0.024 Uiso 1 1 calc R U . . .
H202 H 0.7862 0.0776 0.2587 0.024 Uiso 1 1 calc R U . . .
C21 C 0.54136(18) 0.08880(8) 0.23578(8) 0.0192(3) Uani 1 1 d . . . . .
C22 C 0.48807(17) 0.07198(8) 0.30462(8) 0.0187(3) Uani 1 1 d . . . . .
O22 O 0.58908(12) 0.08445(6) 0.36482(5) 0.0186(2) Uani 1 1 d . . . . .
C23 C 0.33330(19) 0.04073(9) 0.30840(10) 0.0259(3) Uani 1 1 d . . . . .
H231 H 0.2964 0.0281 0.3543 0.031 Uiso 1 1 calc R U . . .
C24 C 0.2332(2) 0.02813(9) 0.24482(11) 0.0318(4) Uani 1 1 d . . . . .
H241 H 0.1280 0.0069 0.2479 0.038 Uiso 1 1 calc R U . . .
C25 C 0.2843(2) 0.04594(9) 0.17720(10) 0.0317(4) Uani 1 1 d . . . . .
H251 H 0.2144 0.0377 0.1342 0.038 Uiso 1 1 calc R U . . .
C26 C 0.4391(2) 0.07610(9) 0.17298(9) 0.0255(3) Uani 1 1 d . . . . .
H261 H 0.4753 0.0881 0.1268 0.031 Uiso 1 1 calc R U . . .
C30 C 0.42033(16) 0.17696(8) 0.48001(7) 0.0163(3) Uani 1 1 d . . . . .
H301 H 0.4006 0.1261 0.4556 0.020 Uiso 1 1 calc R U . . .
H302 H 0.3620 0.2170 0.4492 0.020 Uiso 1 1 calc R U . . .
C31 C 0.34764(17) 0.17451(8) 0.55261(8) 0.0168(3) Uani 1 1 d . . . . .
C32 C 0.33195(17) 0.10315(8) 0.58859(8) 0.0181(3) Uani 1 1 d . . . . .
O32 O 0.38111(14) 0.03846(6) 0.55530(6) 0.0239(2) Uani 1 1 d . . . . .
H32O H 0.388(3) 0.0015(15) 0.5801(13) 0.043(6) Uiso 1 1 d . . . . .
C33 C 0.26428(18) 0.10054(9) 0.65546(8) 0.0213(3) Uani 1 1 d . . . . .
H331 H 0.2547 0.0522 0.6797 0.026 Uiso 1 1 calc R U . . .
C34 C 0.21120(19) 0.16842(10) 0.68640(8) 0.0240(3) Uani 1 1 d . . . . .
H341 H 0.1667 0.1665 0.7322 0.029 Uiso 1 1 calc R U . . .
C35 C 0.22264(19) 0.23911(9) 0.65101(9) 0.0248(3) Uani 1 1 d . . . . .
H351 H 0.1856 0.2855 0.6722 0.030 Uiso 1 1 calc R U . . .
C36 C 0.28901(17) 0.24147(8) 0.58412(8) 0.0204(3) Uani 1 1 d . . . . .
H361 H 0.2945 0.2898 0.5594 0.025 Uiso 1 1 calc R U . . .
O11T O 1.1410(2) 0.32109(9) 0.43229(14) 0.0515(6) Uani 0.876(3) 1 d . . P A 1
O12T O 0.9402(2) 0.39224(10) 0.38130(13) 0.0575(7) Uani 0.876(3) 1 d . . P A 1
O11U O 1.1884(15) 0.3177(7) 0.3853(7) 0.037(3) Uani 0.124(3) 1 d . U P A 2
O12U O 0.9652(14) 0.3545(8) 0.4375(7) 0.051(4) Uani 0.124(3) 1 d . U P A 2
C1T C 1.0761(2) 0.38006(10) 0.41291(9) 0.0296(4) Uani 1 1 d . . . . .
C2T C 1.1753(3) 0.45513(15) 0.4257(2) 0.0287(6) Uani 0.876(3) 1 d . . P A 1
F21T F 1.2726(2) 0.46460(9) 0.37052(13) 0.0625(6) Uani 0.876(3) 1 d . . P A 1
F22T F 1.0926(2) 0.52119(9) 0.42584(13) 0.0506(5) Uani 0.876(3) 1 d . . P A 1
F23T F 1.2764(2) 0.45321(9) 0.48624(12) 0.0518(5) Uani 0.876(3) 1 d . . P A 1
C2U C 1.188(3) 0.4573(14) 0.4031(11) 0.026(6) Uiso 0.124(3) 1 d . . P A 2
F21U F 1.3034(12) 0.4591(6) 0.4487(6) 0.035(3) Uiso 0.124(3) 1 d . . P A 2
F22U F 1.190(3) 0.4694(11) 0.3440(10) 0.091(6) Uiso 0.124(3) 1 d . . P A 2
F23U F 1.0594(19) 0.5023(9) 0.4417(8) 0.052(4) Uiso 0.124(3) 1 d . . P A 2


_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
Cu1 O22 1.9629(10) . ?
Cu1 N11 2.0195(12) . ?
Cu1 N8 2.0732(12) . ?
Cu1 N1 2.0860(12) . ?
Cu1 N4 2.1969(13) . ?
N1 C2 1.4874(19) . ?
N1 C14 1.4904(19) . ?
N1 C20 1.5012(18) . ?
C2 C3 1.522(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.471(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.471(2) . ?
N4 H41 0.89(2) . ?
C5 C6 1.516(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.527(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.4931(17) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C9 1.4860(18) . ?
N8 C30 1.5117(17) . ?
C9 C10 1.515(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.4814(19) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C12 1.4804(18) . ?
N11 H111 0.89(2) . ?
C12 C13 1.510(2) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.516(2) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C20 C21 1.493(2) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 C26 1.390(2) . ?
C21 C22 1.409(2) . ?
C22 O22 1.3470(18) . ?
C22 C23 1.397(2) . ?
C23 C24 1.392(2) . ?
C23 H231 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H241 0.9500 . ?
C25 C26 1.391(2) . ?
C25 H251 0.9500 . ?
C26 H261 0.9500 . ?
C30 C31 1.5143(19) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 C36 1.3945(19) . ?
C31 C32 1.4050(19) . ?
C32 O32 1.3490(17) . ?
C32 C33 1.398(2) . ?
O32 H32O 0.78(2) . ?
C33 C34 1.386(2) . ?
C33 H331 0.9500 . ?
C34 C35 1.385(2) . ?
C34 H341 0.9500 . ?
C35 C36 1.393(2) . ?
C35 H351 0.9500 . ?
C36 H361 0.9500 . ?
O11T C1T 1.187(2) . ?
O12T C1T 1.239(2) . ?
O11U C1T 1.534(13) . ?
O12U C1T 1.146(10) . ?
C1T C2T 1.536(3) . ?
C1T C2U 1.64(3) . ?
C2T F22T 1.325(3) . ?
C2T F23T 1.335(4) . ?
C2T F21T 1.360(4) . ?
C2U F22U 1.11(3) . ?
C2U F21U 1.22(3) . ?
C2U F23U 1.54(3) . ?

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
O22 Cu1 N11 156.50(5) . . ?
O22 Cu1 N8 90.97(4) . . ?
N11 Cu1 N8 85.35(5) . . ?
O22 Cu1 N1 91.31(4) . . ?
N11 Cu1 N1 92.92(5) . . ?
N8 Cu1 N1 177.53(5) . . ?
O22 Cu1 N4 102.91(5) . . ?
N11 Cu1 N4 100.48(5) . . ?
N8 Cu1 N4 93.49(5) . . ?
N1 Cu1 N4 85.08(5) . . ?
C2 N1 C14 110.16(12) . . ?
C2 N1 C20 108.76(11) . . ?
C14 N1 C20 106.24(11) . . ?
C2 N1 Cu1 104.37(9) . . ?
C14 N1 Cu1 115.62(9) . . ?
C20 N1 Cu1 111.59(8) . . ?
N1 C2 C3 111.80(12) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 107.9 . . ?
N4 C3 C2 109.35(12) . . ?
N4 C3 H31 109.8 . . ?
C2 C3 H31 109.8 . . ?
N4 C3 H32 109.8 . . ?
C2 C3 H32 109.8 . . ?
H31 C3 H32 108.3 . . ?
C3 N4 C5 113.20(13) . . ?
C3 N4 Cu1 104.17(9) . . ?
C5 N4 Cu1 111.07(9) . . ?
C3 N4 H41 105.1(13) . . ?
C5 N4 H41 109.8(13) . . ?
Cu1 N4 H41 113.3(13) . . ?
N4 C5 C6 110.67(13) . . ?
N4 C5 H51 109.5 . . ?
C6 C5 H51 109.5 . . ?
N4 C5 H52 109.5 . . ?
C6 C5 H52 109.5 . . ?
H51 C5 H52 108.1 . . ?
C5 C6 C7 115.99(13) . . ?
C5 C6 H61 108.3 . . ?
C7 C6 H61 108.3 . . ?
C5 C6 H62 108.3 . . ?
C7 C6 H62 108.3 . . ?
H61 C6 H62 107.4 . . ?
N8 C7 C6 117.51(12) . . ?
N8 C7 H71 107.9 . . ?
C6 C7 H71 107.9 . . ?
N8 C7 H72 107.9 . . ?
C6 C7 H72 107.9 . . ?
H71 C7 H72 107.2 . . ?
C9 N8 C7 111.36(11) . . ?
C9 N8 C30 111.44(11) . . ?
C7 N8 C30 108.96(10) . . ?
C9 N8 Cu1 104.45(8) . . ?
C7 N8 Cu1 113.05(9) . . ?
C30 N8 Cu1 107.49(8) . . ?
N8 C9 C10 109.44(11) . . ?
N8 C9 H91 109.8 . . ?
C10 C9 H91 109.8 . . ?
N8 C9 H92 109.8 . . ?
C10 C9 H92 109.8 . . ?
H91 C9 H92 108.2 . . ?
N11 C10 C9 107.96(12) . . ?
N11 C10 H101 110.1 . . ?
C9 C10 H101 110.1 . . ?
N11 C10 H102 110.1 . . ?
C9 C10 H102 110.1 . . ?
H101 C10 H102 108.4 . . ?
C12 N11 C10 111.77(12) . . ?
C12 N11 Cu1 115.75(9) . . ?
C10 N11 Cu1 109.42(9) . . ?
C12 N11 H111 106.5(13) . . ?
C10 N11 H111 106.5(13) . . ?
Cu1 N11 H111 106.3(13) . . ?
N11 C12 C13 110.71(13) . . ?
N11 C12 H121 109.5 . . ?
C13 C12 H121 109.5 . . ?
N11 C12 H122 109.5 . . ?
C13 C12 H122 109.5 . . ?
H121 C12 H122 108.1 . . ?
C12 C13 C14 114.76(13) . . ?
C12 C13 H131 108.6 . . ?
C14 C13 H131 108.6 . . ?
C12 C13 H132 108.6 . . ?
C14 C13 H132 108.6 . . ?
H131 C13 H132 107.6 . . ?
N1 C14 C13 116.71(12) . . ?
N1 C14 H141 108.1 . . ?
C13 C14 H141 108.1 . . ?
N1 C14 H142 108.1 . . ?
C13 C14 H142 108.1 . . ?
H141 C14 H142 107.3 . . ?
C21 C20 N1 112.68(11) . . ?
C21 C20 H201 109.1 . . ?
N1 C20 H201 109.1 . . ?
C21 C20 H202 109.1 . . ?
N1 C20 H202 109.1 . . ?
H201 C20 H202 107.8 . . ?
C26 C21 C22 120.10(14) . . ?
C26 C21 C20 123.09(14) . . ?
C22 C21 C20 116.75(13) . . ?
O22 C22 C23 121.78(14) . . ?
O22 C22 C21 119.22(13) . . ?
C23 C22 C21 118.97(14) . . ?
C22 O22 Cu1 114.75(8) . . ?
C24 C23 C22 119.97(16) . . ?
C24 C23 H231 120.0 . . ?
C22 C23 H231 120.0 . . ?
C25 C24 C23 121.12(15) . . ?
C25 C24 H241 119.4 . . ?
C23 C24 H241 119.4 . . ?
C24 C25 C26 119.20(15) . . ?
C24 C25 H251 120.4 . . ?
C26 C25 H251 120.4 . . ?
C21 C26 C25 120.62(16) . . ?
C21 C26 H261 119.7 . . ?
C25 C26 H261 119.7 . . ?
N8 C30 C31 115.86(11) . . ?
N8 C30 H301 108.3 . . ?
C31 C30 H301 108.3 . . ?
N8 C30 H302 108.3 . . ?
C31 C30 H302 108.3 . . ?
H301 C30 H302 107.4 . . ?
C36 C31 C32 118.24(13) . . ?
C36 C31 C30 121.63(13) . . ?
C32 C31 C30 120.08(12) . . ?
O32 C32 C33 122.30(13) . . ?
O32 C32 C31 117.39(12) . . ?
C33 C32 C31 120.29(13) . . ?
C32 O32 H32O 114.3(17) . . ?
C34 C33 C32 120.10(14) . . ?
C34 C33 H331 120.0 . . ?
C32 C33 H331 120.0 . . ?
C35 C34 C33 120.43(14) . . ?
C35 C34 H341 119.8 . . ?
C33 C34 H341 119.8 . . ?
C34 C35 C36 119.37(14) . . ?
C34 C35 H351 120.3 . . ?
C36 C35 H351 120.3 . . ?
C35 C36 C31 121.52(14) . . ?
C35 C36 H361 119.2 . . ?
C31 C36 H361 119.2 . . ?
O11T C1T O12T 130.88(18) . . ?
O12U C1T O11U 113.2(9) . . ?
O11T C1T C2T 116.59(18) . . ?
O12T C1T C2T 112.49(18) . . ?
O12U C1T C2U 146.6(11) . . ?
O11U C1T C2U 99.4(10) . . ?
F22T C2T F23T 107.8(3) . . ?
F22T C2T F21T 103.8(2) . . ?
F23T C2T F21T 105.0(2) . . ?
F22T C2T C1T 116.7(2) . . ?
F23T C2T C1T 113.3(2) . . ?
F21T C2T C1T 109.2(2) . . ?
F22U C2U F21U 127(3) . . ?
F22U C2U F23U 115(2) . . ?
F21U C2U F23U 101.6(16) . . ?
F22U C2U C1T 108(2) . . ?
F21U C2U C1T 111.3(16) . . ?
F23U C2U C1T 86.2(14) . . ?

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_cute2phoh_nh3_fial
_database_code_depnum_ccdc_archive 'CCDC 2392212'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H36 Cu N4 O2, O4 S, 3(C H4 O)'
_chemical_formula_sum            'C27 H48 Cu N4 O9 S'
_chemical_formula_weight         668.29

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'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1466(7)
_cell_length_b                   15.5923(7)
_cell_length_c                   17.9463(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.646(2)
_cell_angle_gamma                90
_cell_volume                     3112.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9940
_cell_measurement_theta_min      2.4672
_cell_measurement_theta_max      27.4433

_exptl_crystal_description       plate
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_F_000             1420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.825
_shelx_estimated_absorpt_T_min   0.861
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.96

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            35816
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.249
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7130
_reflns_number_gt                5891
_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 vV6.2.16'
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0366P)²+2.2860P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7130
_refine_ls_number_parameters     405
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0857
_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 0.5000 0.5000 0.5000 0.01184(9) Uani 1 2 d S . P . .
N1A N 0.46359(15) 0.59076(10) 0.41887(10) 0.0134(3) Uani 1 1 d . . . . .
C2A C 0.53214(19) 0.66854(12) 0.44609(12) 0.0167(4) Uani 1 1 d . . . . .
H2A H 0.4848 0.6997 0.4823 0.020 Uiso 1 1 calc R U . . .
H2B H 0.5433 0.7073 0.4034 0.020 Uiso 1 1 calc R U . . .
C3A C 0.65392(19) 0.64566(13) 0.48299(12) 0.0160(4) Uani 1 1 d . . . . .
H3A H 0.7098 0.6303 0.4444 0.019 Uiso 1 1 calc R U . . .
H3B H 0.6876 0.6957 0.5111 0.019 Uiso 1 1 calc R U . . .
N4A N 0.64180(15) 0.57217(10) 0.53466(10) 0.0135(3) Uani 1 1 d . . . . .
H4A H 0.6211 0.5977 0.5833 0.016 Uiso 1 1 calc R U . . .
C5A C 0.75941(19) 0.52862(14) 0.54977(13) 0.0177(4) Uani 1 1 d . . . . .
H5A H 0.8205 0.5716 0.5668 0.021 Uiso 1 1 calc R U . . .
H5B H 0.7850 0.5029 0.5029 0.021 Uiso 1 1 calc R U . . .
C6A C 0.75336(19) 0.45905(14) 0.60855(13) 0.0194(5) Uani 1 1 d . . . . .
H6A H 0.7284 0.4854 0.6553 0.023 Uiso 1 1 calc R U . . .
H6B H 0.8349 0.4350 0.6189 0.023 Uiso 1 1 calc R U . . .
C7A C 0.66719(19) 0.38584(13) 0.58682(13) 0.0182(4) Uani 1 1 d . . . . .
H7A H 0.6886 0.3626 0.5381 0.022 Uiso 1 1 calc R U . . .
H7B H 0.6795 0.3394 0.6242 0.022 Uiso 1 1 calc R U . . .
C8A C 0.49710(19) 0.56433(13) 0.34247(12) 0.0160(4) Uani 1 1 d . . . . .
H8A H 0.4735 0.6108 0.3069 0.019 Uiso 1 1 calc R U . . .
H8B H 0.4499 0.5128 0.3272 0.019 Uiso 1 1 calc R U . . .
C9A C 0.62809(19) 0.54491(13) 0.33600(12) 0.0160(4) Uani 1 1 d . . . . .
C10A C 0.67689(19) 0.46808(13) 0.36380(12) 0.0153(4) Uani 1 1 d . . . . .
O10A O 0.60235(13) 0.41684(9) 0.40141(9) 0.0163(3) Uani 1 1 d . . . . .
H10A H 0.630(3) 0.368(2) 0.4059(17) 0.038(8) Uiso 1 1 d . . . . .
C11A C 0.7963(2) 0.44741(14) 0.35496(13) 0.0206(5) Uani 1 1 d . . . . .
H11A H 0.8284 0.3945 0.3733 0.025 Uiso 1 1 calc R U . . .
C12A C 0.8688(2) 0.50503(16) 0.31896(15) 0.0283(5) Uani 1 1 d . . . . .
H12A H 0.9509 0.4916 0.3132 0.034 Uiso 1 1 calc R U . . .
C13A C 0.8213(2) 0.58200(16) 0.29156(14) 0.0280(5) Uani 1 1 d . . . . .
H13A H 0.8710 0.6216 0.2676 0.034 Uiso 1 1 calc R U . . .
C14A C 0.7018(2) 0.60086(14) 0.29917(13) 0.0226(5) Uani 1 1 d . . . . .
H14A H 0.6692 0.6528 0.2790 0.027 Uiso 1 1 calc R U . . .
Cu1C Cu 0.5000 0.5000 0.0000 0.01164(9) Uani 1 2 d S . P . .
N1C N 0.63166(14) 0.47109(10) 0.08364(9) 0.0109(3) Uani 1 1 d . . . . .
C2C C 0.56365(18) 0.47401(13) 0.15242(11) 0.0130(4) Uani 1 1 d . . . . .
H2C H 0.5482 0.5344 0.1659 0.016 Uiso 1 1 calc R U . . .
H2D H 0.6118 0.4471 0.1944 0.016 Uiso 1 1 calc R U . . .
C3C C 0.44560(18) 0.42690(13) 0.13924(11) 0.0136(4) Uani 1 1 d . . . . .
H3C H 0.4606 0.3650 0.1320 0.016 Uiso 1 1 calc R U . . .
H3D H 0.3967 0.4337 0.1830 0.016 Uiso 1 1 calc R U . . .
N4C N 0.38074(14) 0.46305(10) 0.07193(9) 0.0111(3) Uani 1 1 d . . . . .
H4C H 0.3410 0.5166 0.0885 0.013 Uiso 1 1 calc R U . . .
C5C C 0.28292(18) 0.40588(13) 0.04290(12) 0.0150(4) Uani 1 1 d . . . . .
H5C H 0.2317 0.3907 0.0840 0.018 Uiso 1 1 calc R U . . .
H5D H 0.3181 0.3522 0.0244 0.018 Uiso 1 1 calc R U . . .
C6C C 0.20598(18) 0.44739(13) -0.01978(12) 0.0154(4) Uani 1 1 d . . . . .
H6C H 0.1761 0.5031 -0.0020 0.019 Uiso 1 1 calc R U . . .
H6D H 0.1353 0.4104 -0.0321 0.019 Uiso 1 1 calc R U . . .
C7C C 0.27184(17) 0.46246(13) -0.09059(12) 0.0137(4) Uani 1 1 d . . . . .
H7C H 0.3080 0.4076 -0.1055 0.016 Uiso 1 1 calc R U . . .
H7D H 0.2123 0.4797 -0.1311 0.016 Uiso 1 1 calc R U . . .
C8C C 0.68257(17) 0.38293(12) 0.07160(11) 0.0117(4) Uani 1 1 d . . . . .
H8C H 0.7212 0.3830 0.0234 0.014 Uiso 1 1 calc R U . . .
H8D H 0.6150 0.3417 0.0670 0.014 Uiso 1 1 calc R U . . .
C9C C 0.77335(17) 0.35062(12) 0.13166(11) 0.0123(4) Uani 1 1 d . . . . .
C10C C 0.73767(17) 0.30377(12) 0.19330(11) 0.0122(4) Uani 1 1 d . . . . .
O10C O 0.61807(13) 0.28954(9) 0.19839(9) 0.0153(3) Uani 1 1 d . . . . .
H10C H 0.607(3) 0.266(2) 0.239(2) 0.045(9) Uiso 1 1 d . . . . .
C11C C 0.82300(19) 0.27114(13) 0.24567(12) 0.0159(4) Uani 1 1 d . . . . .
H11C H 0.7979 0.2390 0.2869 0.019 Uiso 1 1 calc R U . . .
C12C C 0.9442(2) 0.28524(14) 0.23818(13) 0.0209(5) Uani 1 1 d . . . . .
H12C H 1.0021 0.2638 0.2747 0.025 Uiso 1 1 calc R U . . .
C13C C 0.9810(2) 0.33071(15) 0.17731(14) 0.0229(5) Uani 1 1 d . . . . .
H13C H 1.0641 0.3403 0.1719 0.027 Uiso 1 1 calc R U . . .
C14C C 0.89625(19) 0.36211(14) 0.12443(13) 0.0181(4) Uani 1 1 d . . . . .
H14C H 0.9223 0.3921 0.0823 0.022 Uiso 1 1 calc R U . . .
S1 S 0.59159(4) 0.19052(3) 0.38655(3) 0.01069(10) Uani 1 1 d . . . . .
O1S O 0.66314(13) 0.26019(9) 0.42394(9) 0.0163(3) Uani 1 1 d . . . . .
O2S O 0.52765(13) 0.22496(9) 0.31778(8) 0.0161(3) Uani 1 1 d . . . . .
O3S O 0.67569(13) 0.12303(9) 0.36488(9) 0.0168(3) Uani 1 1 d . . . . .
O4S O 0.50472(13) 0.15530(9) 0.43617(8) 0.0154(3) Uani 1 1 d . . . . .
C1M C 0.2528(2) 0.31144(19) 0.30106(18) 0.0390(7) Uani 1 1 d . . . . .
H1MA H 0.1864 0.3506 0.3099 0.047 Uiso 1 1 calc R U . . .
H1MB H 0.2473 0.2606 0.3328 0.047 Uiso 1 1 calc R U . . .
H1MC H 0.2481 0.2940 0.2485 0.047 Uiso 1 1 calc R U . . .
O1M O 0.36321(15) 0.35334(11) 0.31833(9) 0.0219(3) Uani 1 1 d . . . . .
H1MO H 0.411(2) 0.3199(18) 0.3161(16) 0.025(8) Uiso 1 1 d . . . . .
C2M C 0.9347(2) 0.07030(18) 0.34542(17) 0.0369(6) Uani 1 1 d . . . . .
H2MA H 1.0216 0.0631 0.3423 0.044 Uiso 1 1 calc R U . . .
H2MB H 0.8987 0.0890 0.2969 0.044 Uiso 1 1 calc R U . . .
H2MC H 0.8991 0.0155 0.3592 0.044 Uiso 1 1 calc R U . . .
O2M O 0.91274(16) 0.13297(12) 0.40038(11) 0.0334(4) Uani 1 1 d . . . . .
H2MO H 0.837(3) 0.140(2) 0.396(2) 0.055(10) Uiso 1 1 d . . . . .
C3M C 0.9893(3) 0.3144(2) 0.50431(19) 0.0517(8) Uani 1 1 d . . . . .
H3MA H 0.9985 0.3768 0.5077 0.062 Uiso 1 1 calc R U . . .
H3MB H 1.0324 0.2874 0.5474 0.062 Uiso 1 1 calc R U . . .
H3MC H 0.9038 0.2995 0.5038 0.062 Uiso 1 1 calc R U . . .
O3M O 1.0363(2) 0.28534(19) 0.43902(16) 0.0704(8) Uani 1 1 d . . . . .
H3MO H 1.000(3) 0.233(2) 0.428(2) 0.062(11) Uiso 1 1 d . . . . .


_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 N4A 2.0066(17) 3_666 ?
Cu1A N4A 2.0066(17) . ?
Cu1A N1A 2.0523(17) . ?
Cu1A N1A 2.0523(17) 3_666 ?
N1A C2A 1.499(2) . ?
N1A C7A 1.500(3) 3_666 ?
N1A C8A 1.501(3) . ?
C2A C3A 1.515(3) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.486(3) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.486(3) . ?
N4A H4A 1.0000 . ?
C5A C6A 1.518(3) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.526(3) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N1A 1.500(3) 3_666 ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C8A C9A 1.503(3) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C9A C14A 1.394(3) . ?
C9A C10A 1.395(3) . ?
C10A O10A 1.362(2) . ?
C10A C11A 1.389(3) . ?
O10A H10A 0.82(3) . ?
C11A C12A 1.394(3) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.389(4) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.380(3) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
Cu1C N4C 1.9960(16) . ?
Cu1C N4C 1.9960(16) 3_665 ?
Cu1C N1C 2.0807(16) 3_665 ?
Cu1C N1C 2.0808(16) . ?
N1C C2C 1.490(3) . ?
N1C C7C 1.493(2) 3_665 ?
N1C C8C 1.508(2) . ?
C2C C3C 1.512(3) . ?
C2C H2C 0.9900 . ?
C2C H2D 0.9900 . ?
C3C N4C 1.479(2) . ?
C3C H3C 0.9900 . ?
C3C H3D 0.9900 . ?
N4C C5C 1.477(2) . ?
N4C H4C 1.0000 . ?
C5C C6C 1.516(3) . ?
C5C H5C 0.9900 . ?
C5C H5D 0.9900 . ?
C6C C7C 1.526(3) . ?
C6C H6C 0.9900 . ?
C6C H6D 0.9900 . ?
C7C N1C 1.493(2) 3_665 ?
C7C H7C 0.9900 . ?
C7C H7D 0.9900 . ?
C8C C9C 1.517(3) . ?
C8C H8C 0.9900 . ?
C8C H8D 0.9900 . ?
C9C C14C 1.396(3) . ?
C9C C10C 1.404(3) . ?
C10C O10C 1.360(2) . ?
C10C C11C 1.390(3) . ?
O10C H10C 0.84(3) . ?
C11C C12C 1.384(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.386(3) . ?
C12C H12C 0.9500 . ?
C13C C14C 1.385(3) . ?
C13C H13C 0.9500 . ?
C14C H14C 0.9500 . ?
S1 O4S 1.4634(15) . ?
S1 O3S 1.4778(14) . ?
S1 O1S 1.4828(14) . ?
S1 O2S 1.4857(15) . ?
C1M O1M 1.410(3) . ?
C1M H1MA 0.9800 . ?
C1M H1MB 0.9800 . ?
C1M H1MC 0.9800 . ?
O1M H1MO 0.75(3) . ?
C2M O2M 1.421(3) . ?
C2M H2MA 0.9800 . ?
C2M H2MB 0.9800 . ?
C2M H2MC 0.9800 . ?
O2M H2MO 0.85(4) . ?
C3M O3M 1.389(4) . ?
C3M H3MA 0.9800 . ?
C3M H3MB 0.9800 . ?
C3M H3MC 0.9800 . ?
O3M H3MO 0.93(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
N4A Cu1A N4A 180.0 3_666 . ?
N4A Cu1A N1A 92.89(7) 3_666 . ?
N4A Cu1A N1A 87.11(7) . . ?
N4A Cu1A N1A 87.11(7) 3_666 3_666 ?
N4A Cu1A N1A 92.89(7) . 3_666 ?
N1A Cu1A N1A 180.0 . 3_666 ?
C2A N1A C7A 107.37(15) . 3_666 ?
C2A N1A C8A 111.62(16) . . ?
C7A N1A C8A 107.56(16) 3_666 . ?
C2A N1A Cu1A 104.66(12) . . ?
C7A N1A Cu1A 111.32(13) 3_666 . ?
C8A N1A Cu1A 114.15(12) . . ?
N1A C2A C3A 112.10(16) . . ?
N1A C2A H2A 109.2 . . ?
C3A C2A H2A 109.2 . . ?
N1A C2A H2B 109.2 . . ?
C3A C2A H2B 109.2 . . ?
H2A C2A H2B 107.9 . . ?
N4A C3A C2A 109.88(16) . . ?
N4A C3A H3A 109.7 . . ?
C2A C3A H3A 109.7 . . ?
N4A C3A H3B 109.7 . . ?
C2A C3A H3B 109.7 . . ?
H3A C3A H3B 108.2 . . ?
C3A N4A C5A 110.63(16) . . ?
C3A N4A Cu1A 109.89(12) . . ?
C5A N4A Cu1A 117.95(13) . . ?
C3A N4A H4A 105.8 . . ?
C5A N4A H4A 105.8 . . ?
Cu1A N4A H4A 105.8 . . ?
N4A C5A C6A 112.08(17) . . ?
N4A C5A H5A 109.2 . . ?
C6A C5A H5A 109.2 . . ?
N4A C5A H5B 109.2 . . ?
C6A C5A H5B 109.2 . . ?
H5A C5A H5B 107.9 . . ?
C5A C6A C7A 114.34(18) . . ?
C5A C6A H6A 108.7 . . ?
C7A C6A H6A 108.7 . . ?
C5A C6A H6B 108.7 . . ?
C7A C6A H6B 108.7 . . ?
H6A C6A H6B 107.6 . . ?
N1A C7A C6A 115.37(17) 3_666 . ?
N1A C7A H7A 108.4 3_666 . ?
C6A C7A H7A 108.4 . . ?
N1A C7A H7B 108.4 3_666 . ?
C6A C7A H7B 108.4 . . ?
H7A C7A H7B 107.5 . . ?
N1A C8A C9A 115.16(17) . . ?
N1A C8A H8A 108.5 . . ?
C9A C8A H8A 108.5 . . ?
N1A C8A H8B 108.5 . . ?
C9A C8A H8B 108.5 . . ?
H8A C8A H8B 107.5 . . ?
C14A C9A C10A 118.6(2) . . ?
C14A C9A C8A 121.04(19) . . ?
C10A C9A C8A 120.27(18) . . ?
O10A C10A C11A 122.68(19) . . ?
O10A C10A C9A 116.40(19) . . ?
C11A C10A C9A 120.9(2) . . ?
C10A O10A H10A 111(2) . . ?
C10A C11A C12A 119.4(2) . . ?
C10A C11A H11A 120.3 . . ?
C12A C11A H11A 120.3 . . ?
C13A C12A C11A 120.1(2) . . ?
C13A C12A H12A 119.9 . . ?
C11A C12A H12A 119.9 . . ?
C14A C13A C12A 119.9(2) . . ?
C14A C13A H13A 120.1 . . ?
C12A C13A H13A 120.1 . . ?
C13A C14A C9A 121.0(2) . . ?
C13A C14A H14A 119.5 . . ?
C9A C14A H14A 119.5 . . ?
N4C Cu1C N4C 180.0 . 3_665 ?
N4C Cu1C N1C 93.49(6) . 3_665 ?
N4C Cu1C N1C 86.51(6) 3_665 3_665 ?
N4C Cu1C N1C 86.51(6) . . ?
N4C Cu1C N1C 93.49(6) 3_665 . ?
N1C Cu1C N1C 180.00(7) 3_665 . ?
C2C N1C C7C 108.14(15) . 3_665 ?
C2C N1C C8C 111.26(15) . . ?
C7C N1C C8C 111.65(15) 3_665 . ?
C2C N1C Cu1C 102.61(11) . . ?
C7C N1C Cu1C 112.41(12) 3_665 . ?
C8C N1C Cu1C 110.41(12) . . ?
N1C C2C C3C 109.82(16) . . ?
N1C C2C H2C 109.7 . . ?
C3C C2C H2C 109.7 . . ?
N1C C2C H2D 109.7 . . ?
C3C C2C H2D 109.7 . . ?
H2C C2C H2D 108.2 . . ?
N4C C3C C2C 108.53(16) . . ?
N4C C3C H3C 110.0 . . ?
C2C C3C H3C 110.0 . . ?
N4C C3C H3D 110.0 . . ?
C2C C3C H3D 110.0 . . ?
H3C C3C H3D 108.4 . . ?
C5C N4C C3C 111.69(15) . . ?
C5C N4C Cu1C 116.94(13) . . ?
C3C N4C Cu1C 109.10(12) . . ?
C5C N4C H4C 106.1 . . ?
C3C N4C H4C 106.1 . . ?
Cu1C N4C H4C 106.1 . . ?
N4C C5C C6C 111.98(16) . . ?
N4C C5C H5C 109.2 . . ?
C6C C5C H5C 109.2 . . ?
N4C C5C H5D 109.2 . . ?
C6C C5C H5D 109.2 . . ?
H5C C5C H5D 107.9 . . ?
C5C C6C C7C 113.85(17) . . ?
C5C C6C H6C 108.8 . . ?
C7C C6C H6C 108.8 . . ?
C5C C6C H6D 108.8 . . ?
C7C C6C H6D 108.8 . . ?
H6C C6C H6D 107.7 . . ?
N1C C7C C6C 114.80(17) 3_665 . ?
N1C C7C H7C 108.6 3_665 . ?
C6C C7C H7C 108.6 . . ?
N1C C7C H7D 108.6 3_665 . ?
C6C C7C H7D 108.6 . . ?
H7C C7C H7D 107.5 . . ?
N1C C8C C9C 116.17(16) . . ?
N1C C8C H8C 108.2 . . ?
C9C C8C H8C 108.2 . . ?
N1C C8C H8D 108.2 . . ?
C9C C8C H8D 108.2 . . ?
H8C C8C H8D 107.4 . . ?
C14C C9C C10C 117.96(18) . . ?
C14C C9C C8C 120.38(18) . . ?
C10C C9C C8C 121.54(18) . . ?
O10C C10C C11C 121.75(19) . . ?
O10C C10C C9C 117.75(17) . . ?
C11C C10C C9C 120.47(18) . . ?
C10C O10C H10C 110(2) . . ?
C12C C11C C10C 120.4(2) . . ?
C12C C11C H11C 119.8 . . ?
C10C C11C H11C 119.8 . . ?
C11C C12C C13C 119.8(2) . . ?
C11C C12C H12C 120.1 . . ?
C13C C12C H12C 120.1 . . ?
C14C C13C C12C 119.9(2) . . ?
C14C C13C H13C 120.1 . . ?
C12C C13C H13C 120.1 . . ?
C13C C14C C9C 121.4(2) . . ?
C13C C14C H14C 119.3 . . ?
C9C C14C H14C 119.3 . . ?
O4S S1 O3S 110.38(8) . . ?
O4S S1 O1S 110.93(9) . . ?
O3S S1 O1S 107.99(8) . . ?
O4S S1 O2S 109.88(9) . . ?
O3S S1 O2S 108.52(9) . . ?
O1S S1 O2S 109.08(8) . . ?
O1M C1M H1MA 109.5 . . ?
O1M C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
C1M O1M H1MO 106(2) . . ?
O2M C2M H2MA 109.5 . . ?
O2M C2M H2MB 109.5 . . ?
H2MA C2M H2MB 109.5 . . ?
O2M C2M H2MC 109.5 . . ?
H2MA C2M H2MC 109.5 . . ?
H2MB C2M H2MC 109.5 . . ?
C2M O2M H2MO 104(2) . . ?
O3M C3M H3MA 109.5 . . ?
O3M C3M H3MB 109.5 . . ?
H3MA C3M H3MB 109.5 . . ?
O3M C3M H3MC 109.5 . . ?
H3MA C3M H3MC 109.5 . . ?
H3MB C3M H3MC 109.5 . . ?
C3M O3M H3MO 106(2) . . ?

_refine_diff_density_max         0.647
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_cute2phoh_nh3_zelen
_database_code_depnum_ccdc_archive 'CCDC 2392219'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C24 H35 Cu N4 O2), O4 S, 6(C H4 O)'
_chemical_formula_sum            'C54 H94 Cu2 N8 O14 S'
_chemical_formula_weight         1238.51

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'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.4470(9)
_cell_length_b                   17.1641(15)
_cell_length_c                   19.1368(17)
_cell_angle_alpha                64.427(3)
_cell_angle_beta                 89.789(3)
_cell_angle_gamma                74.342(3)
_cell_volume                     2955.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9471
_cell_measurement_theta_min      2.4651
_cell_measurement_theta_max      27.4597

_exptl_crystal_description       bulk
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             1320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.601
_exptl_crystal_size_mid          0.526
_exptl_crystal_size_min          0.520
_exptl_absorpt_coefficient_mu    0.825
_shelx_estimated_absorpt_T_min   0.637
_shelx_estimated_absorpt_T_max   0.674
_exptl_absorpt_correction_type   Multi-Scan
_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_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            139754
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.042
_diffrn_reflns_theta_max         27.536
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             13536
_reflns_number_gt                11676
_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 vV6.2.16'
_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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_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)+(0.0926P)²+6.8449P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13536
_refine_ls_number_parameters     785
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1698
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_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 -0.41833(3) 0.61463(2) 0.61696(2) 0.01468(10) Uani 1 1 d . . . . .
N1A N -0.5703(2) 0.67970(16) 0.52241(13) 0.0188(4) Uani 1 1 d . . . . .
C2A C -0.6977(3) 0.6753(2) 0.55737(17) 0.0234(6) Uani 1 1 d . . . . .
H2A H -0.769359 0.687320 0.517080 0.028 Uiso 1 1 calc R U . . .
H2B H -0.725469 0.722505 0.575625 0.028 Uiso 1 1 calc R U . . .
C3A C -0.6802(3) 0.5831(2) 0.62547(17) 0.0230(5) Uani 1 1 d . . . . .
H3A H -0.765052 0.581354 0.648490 0.028 Uiso 1 1 calc R U . . .
H3B H -0.655927 0.535622 0.607364 0.028 Uiso 1 1 calc R U . . .
N4A N -0.5733(2) 0.56703(16) 0.68412(14) 0.0194(4) Uani 1 1 d . . . . .
H4A H -0.611(4) 0.598(2) 0.707(2) 0.023(9) Uiso 1 1 d . . . . .
C5A C -0.5236(3) 0.47221(19) 0.74306(17) 0.0231(6) Uani 1 1 d . . . . .
H5A H -0.482118 0.433806 0.717640 0.028 Uiso 1 1 calc R U . . .
H5B H -0.599397 0.451802 0.768032 0.028 Uiso 1 1 calc R U . . .
C6A C -0.4209(3) 0.4621(2) 0.80470(17) 0.0251(6) Uani 1 1 d . . . . .
H6A H -0.410077 0.403737 0.851293 0.030 Uiso 1 1 calc R U . . .
H6B H -0.456312 0.510906 0.820514 0.030 Uiso 1 1 calc R U . . .
C7A C -0.2820(3) 0.46550(18) 0.77881(16) 0.0192(5) Uani 1 1 d . . . . .
H7A H -0.219344 0.447885 0.825408 0.023 Uiso 1 1 calc R U . . .
H7B H -0.249979 0.419277 0.759749 0.023 Uiso 1 1 calc R U . . .
N8A N -0.2735(2) 0.55380(15) 0.71702(13) 0.0157(4) Uani 1 1 d . . . . .
C9A C -0.2967(3) 0.62171(19) 0.74763(16) 0.0199(5) Uani 1 1 d . . . . .
H9A H -0.217354 0.607737 0.783936 0.024 Uiso 1 1 calc R U . . .
H9B H -0.374966 0.619289 0.776942 0.024 Uiso 1 1 calc R U . . .
C10A C -0.3219(3) 0.71550(19) 0.68097(17) 0.0235(6) Uani 1 1 d . . . . .
H10A H -0.342802 0.761286 0.701034 0.028 Uiso 1 1 calc R U . . .
H10B H -0.241350 0.719932 0.653875 0.028 Uiso 1 1 calc R U . . .
N11A N -0.4364(2) 0.73135(15) 0.62649(14) 0.0191(4) Uani 1 1 d . . . . .
H11A H -0.503(4) 0.738(3) 0.653(2) 0.030(10) Uiso 1 1 d . . . . .
C12A C -0.4573(3) 0.81694(19) 0.55462(18) 0.0266(6) Uani 1 1 d . . . . .
H12A H -0.380053 0.811599 0.525068 0.032 Uiso 1 1 calc R U . . .
H12B H -0.461934 0.866573 0.568853 0.032 Uiso 1 1 calc R U . . .
C13A C -0.5848(3) 0.8396(2) 0.50352(18) 0.0286(6) Uani 1 1 d . . . . .
H13A H -0.603039 0.901748 0.460861 0.034 Uiso 1 1 calc R U . . .
H13B H -0.660142 0.838975 0.535101 0.034 Uiso 1 1 calc R U . . .
C14A C -0.5806(3) 0.77478(19) 0.46754(16) 0.0224(5) Uani 1 1 d . . . . .
H14A H -0.662642 0.799553 0.429808 0.027 Uiso 1 1 calc R U . . .
H14B H -0.503147 0.774367 0.437570 0.027 Uiso 1 1 calc R U . . .
C20A C -0.5539(3) 0.6294(2) 0.47413(16) 0.0212(5) Uani 1 1 d . . . . .
H20A H -0.622792 0.663850 0.427626 0.025 Uiso 1 1 calc R U . . .
H20B H -0.569390 0.570111 0.505042 0.025 Uiso 1 1 calc R U . . .
C21A C -0.4182(3) 0.61421(19) 0.44787(16) 0.0211(5) Uani 1 1 d . . . . .
C22A C -0.3092(3) 0.55694(19) 0.50592(16) 0.0205(5) Uani 1 1 d . . . . .
O22A O -0.32623(19) 0.52418(14) 0.58162(11) 0.0211(4) Uani 1 1 d . . . . .
C23A C -0.1826(3) 0.5329(2) 0.4821(2) 0.0303(7) Uani 1 1 d . . . . .
H23A H -0.107616 0.492298 0.520250 0.036 Uiso 1 1 calc R U . . .
C24A C -0.1669(3) 0.5681(3) 0.4037(2) 0.0356(8) Uani 1 1 d . . . . .
H24A H -0.081077 0.550932 0.388639 0.043 Uiso 1 1 calc R U . . .
C25A C -0.2743(4) 0.6281(3) 0.3465(2) 0.0349(7) Uani 1 1 d . . . . .
H25A H -0.261942 0.653617 0.292944 0.042 Uiso 1 1 calc R U . . .
C26A C -0.4007(3) 0.6503(2) 0.36930(18) 0.0281(6) Uani 1 1 d . . . . .
H26A H -0.475463 0.690293 0.330794 0.034 Uiso 1 1 calc R U . . .
C30A C -0.1368(3) 0.53787(19) 0.69077(16) 0.0188(5) Uani 1 1 d . . . . .
H30A H -0.130846 0.596170 0.649458 0.023 Uiso 1 1 calc R U . . .
H30B H -0.129124 0.496252 0.666765 0.023 Uiso 1 1 calc R U . . .
C31A C -0.0178(3) 0.49921(19) 0.75315(16) 0.0199(5) Uani 1 1 d . . . . .
C32A C 0.0431(3) 0.5554(2) 0.76714(17) 0.0226(5) Uani 1 1 d . . . . .
O32A O -0.0064(2) 0.64624(15) 0.72239(14) 0.0298(5) Uani 1 1 d . . . . .
H32A H 0.059(4) 0.670(3) 0.719(2) 0.045(12) Uiso 1 1 d . . . . .
C33A C 0.1523(3) 0.5186(2) 0.82506(18) 0.0282(6) Uani 1 1 d . . . . .
H33A H 0.190424 0.557267 0.835764 0.034 Uiso 1 1 calc R U . . .
C34A C 0.2055(3) 0.4253(2) 0.86709(18) 0.0316(7) Uani 1 1 d . . . . .
H34A H 0.279711 0.400469 0.906598 0.038 Uiso 1 1 calc R U . . .
C35A C 0.1508(3) 0.3681(2) 0.85173(19) 0.0317(7) Uani 1 1 d . . . . .
H35A H 0.188619 0.304310 0.879318 0.038 Uiso 1 1 calc R U . . .
C36A C 0.0396(3) 0.4058(2) 0.79529(17) 0.0246(6) Uani 1 1 d . . . . .
H36A H 0.001538 0.366776 0.785079 0.030 Uiso 1 1 calc R U . . .
Cu1C Cu 0.92540(3) 0.88534(2) 0.87998(2) 0.01505(10) Uani 1 1 d . . . . .
N1C N 1.0806(2) 0.82244(16) 0.97194(13) 0.0191(4) Uani 1 1 d . . . . .
C2C C 1.2061(3) 0.8285(2) 0.93491(17) 0.0232(6) Uani 1 1 d . . . . .
H2C H 1.232985 0.781786 0.915981 0.028 Uiso 1 1 calc R U . . .
H2D H 1.279258 0.816412 0.974349 0.028 Uiso 1 1 calc R U . . .
C3C C 1.1860(3) 0.9214(2) 0.86696(17) 0.0236(6) Uani 1 1 d . . . . .
H3C H 1.165871 0.968011 0.886063 0.028 Uiso 1 1 calc R U . . .
H3D H 1.268800 0.923208 0.841757 0.028 Uiso 1 1 calc R U . . .
N4C N 1.0740(2) 0.93973(16) 0.81017(14) 0.0186(4) Uani 1 1 d . . . . .
H4C H 1.110(4) 0.912(2) 0.786(2) 0.019(8) Uiso 1 1 d . . . . .
C5C C 1.0176(3) 1.03591(19) 0.75601(16) 0.0213(5) Uani 1 1 d . . . . .
H5C H 1.089557 1.060193 0.729511 0.026 Uiso 1 1 calc R U . . .
H5D H 0.977802 1.069991 0.785330 0.026 Uiso 1 1 calc R U . . .
C6C C 0.9105(3) 1.0478(2) 0.69555(16) 0.0226(5) Uani 1 1 d . . . . .
H6C H 0.946343 1.003260 0.675063 0.027 Uiso 1 1 calc R U . . .
H6D H 0.892775 1.108870 0.651378 0.027 Uiso 1 1 calc R U . . .
C7D C 0.7766(3) 1.03631(18) 0.72545(16) 0.0179(5) Uani 1 1 d . . . . .
H7C H 0.744447 1.078072 0.749081 0.021 Uiso 1 1 calc R U . . .
H7D H 0.710431 1.055873 0.679803 0.021 Uiso 1 1 calc R U . . .
N8C N 0.7773(2) 0.94359(15) 0.78384(13) 0.0160(4) Uani 1 1 d . . . . .
C9C C 0.8067(3) 0.88022(19) 0.74797(16) 0.0195(5) Uani 1 1 d . . . . .
H9C H 0.882472 0.888866 0.717185 0.023 Uiso 1 1 calc R U . . .
H9D H 0.727387 0.893058 0.712151 0.023 Uiso 1 1 calc R U . . .
C10C C 0.8419(3) 0.7835(2) 0.81114(17) 0.0239(6) Uani 1 1 d . . . . .
H10C H 0.763013 0.772491 0.838201 0.029 Uiso 1 1 calc R U . . .
H10D H 0.869702 0.741060 0.787823 0.029 Uiso 1 1 calc R U . . .
N11C N 0.9532(2) 0.76921(16) 0.86736(14) 0.0201(5) Uani 1 1 d . . . . .
H11C H 1.020(4) 0.766(2) 0.843(2) 0.018(8) Uiso 1 1 d . . . . .
C12C C 0.9740(3) 0.6836(2) 0.93939(18) 0.0271(6) Uani 1 1 d . . . . .
H12C H 0.980604 0.633625 0.925259 0.033 Uiso 1 1 calc R U . . .
H12D H 0.895939 0.688488 0.968389 0.033 Uiso 1 1 calc R U . . .
C13C C 1.1001(3) 0.6621(2) 0.99112(18) 0.0293(6) Uani 1 1 d . . . . .
H13C H 1.176088 0.663143 0.960016 0.035 Uiso 1 1 calc R U . . .
H13D H 1.118737 0.599973 1.033869 0.035 Uiso 1 1 calc R U . . .
C14C C 1.0932(3) 0.72712(19) 1.02694(16) 0.0230(6) Uani 1 1 d . . . . .
H14C H 1.015879 0.726590 1.056989 0.028 Uiso 1 1 calc R U . . .
H14D H 1.175183 0.703330 1.064574 0.028 Uiso 1 1 calc R U . . .
C20C C 1.0632(3) 0.8739(2) 1.01973(17) 0.0222(5) Uani 1 1 d . . . . .
H20C H 1.134930 0.841907 1.064801 0.027 Uiso 1 1 calc R U . . .
H20D H 1.072839 0.934667 0.987447 0.027 Uiso 1 1 calc R U . . .
C21C C 0.9298(3) 0.8838(2) 1.04900(16) 0.0212(5) Uani 1 1 d . . . . .
C22C C 0.8167(3) 0.9382(2) 0.99287(16) 0.0214(5) Uani 1 1 d . . . . .
O22C O 0.8304(2) 0.97405(14) 0.91665(11) 0.0212(4) Uani 1 1 d . . . . .
C23C C 0.6908(3) 0.9554(2) 1.0192(2) 0.0310(7) Uani 1 1 d . . . . .
H23C H 0.613260 0.994193 0.982465 0.037 Uiso 1 1 calc R U . . .
C24C C 0.6794(4) 0.9159(3) 1.0987(2) 0.0357(7) Uani 1 1 d . . . . .
H24C H 0.593811 0.927606 1.115583 0.043 Uiso 1 1 calc R U . . .
C25C C 0.7916(4) 0.8597(2) 1.15354(19) 0.0328(7) Uani 1 1 d . . . . .
H25C H 0.782935 0.832095 1.207605 0.039 Uiso 1 1 calc R U . . .
C26C C 0.9163(3) 0.8445(2) 1.12820(17) 0.0271(6) Uani 1 1 d . . . . .
H26C H 0.993612 0.806731 1.165380 0.033 Uiso 1 1 calc R U . . .
C30C C 0.6427(3) 0.95012(19) 0.81345(15) 0.0190(5) Uani 1 1 d . . . . .
H30C H 0.634035 0.984956 0.844009 0.023 Uiso 1 1 calc R U . . .
H30D H 0.641324 0.888303 0.849724 0.023 Uiso 1 1 calc R U . . .
C31C C 0.5215(3) 0.99335(19) 0.75220(15) 0.0190(5) Uani 1 1 d . . . . .
C32C C 0.4621(3) 0.9420(2) 0.72981(16) 0.0208(5) Uani 1 1 d . . . . .
O32C O 0.5148(2) 0.85065(15) 0.76596(14) 0.0283(5) Uani 1 1 d . . . . .
H32C H 0.460315 0.820784 0.765320 0.034 Uiso 1 1 d R U . . .
C33C C 0.3500(3) 0.9843(2) 0.67272(17) 0.0246(6) Uani 1 1 d . . . . .
H33C H 0.312425 0.949005 0.656765 0.030 Uiso 1 1 calc R U . . .
C34C C 0.2938(3) 1.0769(2) 0.63949(17) 0.0260(6) Uani 1 1 d . . . . .
H34C H 0.218204 1.105205 0.600436 0.031 Uiso 1 1 calc R U . . .
C35C C 0.3477(3) 1.1291(2) 0.66308(18) 0.0260(6) Uani 1 1 d . . . . .
H35C H 0.308032 1.192724 0.641258 0.031 Uiso 1 1 calc R U . . .
C36C C 0.4600(3) 1.0868(2) 0.71876(17) 0.0230(5) Uani 1 1 d . . . . .
H36C H 0.496457 1.122498 0.734755 0.028 Uiso 1 1 calc R U . . .
S1A S 0.23094(9) 0.76764(7) 0.73161(7) 0.0221(2) Uani 0.908(3) 1 d . . P A 1
O1S O 0.2031(2) 0.70656(18) 0.70260(16) 0.0314(6) Uani 0.908(3) 1 d . . P A 1
O2S O 0.3694(2) 0.7710(2) 0.71938(18) 0.0362(7) Uani 0.908(3) 1 d . . P A 1
O3S O 0.2206(3) 0.7312(3) 0.81577(17) 0.0473(8) Uani 0.908(3) 1 d . . P A 1
O4S O 0.1333(3) 0.85767(19) 0.69077(19) 0.0417(7) Uani 0.908(3) 1 d . . P A 1
S1B S 0.2646(10) 0.7400(7) 0.7613(7) 0.0221(2) Uani 0.092(3) 1 d . . P A 2
O1T O 0.122(2) 0.7423(14) 0.7667(12) 0.020(4) Uiso 0.092(3) 1 d . . P A 2
O2T O 0.294(2) 0.7986(16) 0.7954(14) 0.027(5) Uiso 0.092(3) 1 d . . P A 2
O3T O 0.280(3) 0.787(2) 0.6747(18) 0.044(7) Uiso 0.092(3) 1 d . . P A 2
O4T O 0.353(3) 0.6515(19) 0.7913(19) 0.0417(7) Uani 0.092(3) 1 d . . P A 2
C1M C -0.1157(5) 0.3009(3) 0.6587(3) 0.0605(13) Uani 1 1 d . . . . .
H1MA H -0.043502 0.327622 0.657779 0.091 Uiso 1 1 calc R U . . .
H1MB H -0.136860 0.305789 0.606851 0.091 Uiso 1 1 calc R U . . .
H1MC H -0.086945 0.236967 0.697060 0.091 Uiso 1 1 calc R U . . .
O1M O -0.2262(4) 0.3454(2) 0.6788(2) 0.0709(11) Uani 1 1 d . . . . .
H1MO H -0.250831 0.402168 0.647925 0.106 Uiso 1 1 d R U . . .
C2M C -0.0561(4) 0.7131(3) 0.5065(3) 0.0583(13) Uani 1 1 d . . . . .
H2MA H 0.013752 0.661559 0.545690 0.087 Uiso 1 1 calc R U . . .
H2MB H -0.085827 0.696002 0.468035 0.087 Uiso 1 1 calc R U . . .
H2MC H -0.132333 0.730555 0.532143 0.087 Uiso 1 1 calc R U . . .
O2M O -0.0042(3) 0.7866(2) 0.4685(2) 0.0604(8) Uani 1 1 d . . . . .
H2MO H 0.009137 0.811792 0.498580 0.091 Uiso 1 1 d R U . . .
C3M C -0.1281(7) 0.9477(5) 0.5375(4) 0.092(2) Uani 1 1 d . . . . .
H3MA H -0.123366 0.976641 0.571289 0.138 Uiso 0.545(16) 1 calc R U P B 1
H3MB H -0.199782 0.918810 0.550212 0.138 Uiso 0.545(16) 1 calc R U P B 1
H3MC H -0.146879 0.993365 0.482710 0.138 Uiso 0.545(16) 1 calc R U P B 1
H3MD H -0.083481 0.988348 0.543283 0.138 Uiso 0.455(16) 1 calc R U P B 2
H3ME H -0.212267 0.952652 0.560287 0.138 Uiso 0.455(16) 1 calc R U P B 2
H3MF H -0.147111 0.964438 0.481867 0.138 Uiso 0.455(16) 1 calc R U P B 2
O3M O 0.0023(14) 0.8780(9) 0.5499(8) 0.076(3) Uani 0.545(16) 1 d . . P B 1
H3MO H 0.022751 0.868751 0.597403 0.113 Uiso 1 1 d R U . . .
O3N O -0.0478(17) 0.8621(12) 0.5744(9) 0.076(3) Uani 0.455(16) 1 d . . P B 2
C4M C 0.6812(8) 1.2094(5) 0.8019(5) 0.0492(14) Uani 0.555(5) 1 d . . P C 1
H4MA H 0.632477 1.236431 0.749270 0.074 Uiso 0.555(5) 1 calc R U P C 1
H4MB H 0.777074 1.185765 0.800328 0.074 Uiso 0.555(5) 1 calc R U P C 1
H4MC H 0.667167 1.255516 0.820693 0.074 Uiso 0.555(5) 1 calc R U P C 1
O4M O 0.6350(8) 1.1408(4) 0.8508(5) 0.0783(16) Uani 0.555(5) 1 d . . P C 1
H4MO H 0.710774 1.091188 0.869972 0.117 Uiso 1 1 d R U . . .
C4N C 0.6032(11) 1.2058(6) 0.8483(6) 0.0492(14) Uani 0.445(5) 1 d . . P C 2
H4MD H 0.517262 1.220386 0.818028 0.074 Uiso 0.445(5) 1 calc R U P C 2
H4ME H 0.622967 1.261844 0.839007 0.074 Uiso 0.445(5) 1 calc R U P C 2
H4MF H 0.598062 1.171738 0.904015 0.074 Uiso 0.445(5) 1 calc R U P C 2
O4N O 0.7078(10) 1.1519(6) 0.8244(7) 0.0783(16) Uani 0.445(5) 1 d . . P C 2
C5M C 1.5493(12) 0.8043(8) 0.9956(7) 0.063(2) Uani 0.592(6) 1 d . . P D 1
H5MA H 1.498981 0.868776 0.969503 0.095 Uiso 0.592(6) 1 calc R U P D 1
H5MB H 1.548154 0.777905 0.959402 0.095 Uiso 0.592(6) 1 calc R U P D 1
H5MC H 1.642227 0.797340 1.011924 0.095 Uiso 0.592(6) 1 calc R U P D 1
O5M O 1.4897(7) 0.7596(6) 1.0620(4) 0.097(2) Uani 0.592(6) 1 d . . P D 1
H5MO H 1.494398 0.707430 1.063236 0.146 Uiso 0.592(6) 1 d R U P D 1
C5N C 1.563(2) 0.7700(13) 0.9863(12) 0.063(2) Uani 0.408(6) 1 d . . P D 2
H5MD H 1.499479 0.825890 0.947353 0.095 Uiso 0.408(6) 1 calc R U P D 2
H5ME H 1.613215 0.783969 1.020282 0.095 Uiso 0.408(6) 1 calc R U P D 2
H5MF H 1.514170 0.728260 1.017785 0.095 Uiso 0.408(6) 1 calc R U P D 2
O5N O 1.6486(11) 0.7314(8) 0.9500(6) 0.097(2) Uani 0.408(6) 1 d . . P D 2
H5NO H 1.680861 0.670936 0.980266 0.146 Uiso 0.408(6) 1 d R U P D 2
C6M C -0.5497(11) 0.5984(7) 0.8998(6) 0.081(3) Uani 0.607(9) 1 d . . P E 1
H6MA H -0.499332 0.573289 0.867161 0.122 Uiso 0.607(9) 1 calc R U P E 1
H6MB H -0.630505 0.646857 0.868240 0.122 Uiso 0.607(9) 1 calc R U P E 1
H6MC H -0.575300 0.550624 0.943057 0.122 Uiso 0.607(9) 1 calc R U P E 1
O6M O -0.4673(15) 0.6343(10) 0.9306(8) 0.149(4) Uani 0.607(9) 1 d . . P E 1
H6MO H -0.459969 0.624711 0.982189 0.223 Uiso 0.607(9) 1 d R U P E 1
C6N C -0.505(2) 0.6577(13) 0.8922(11) 0.081(3) Uani 0.393(9) 1 d . . P E 2
H6MD H -0.411528 0.657236 0.885306 0.122 Uiso 0.393(9) 1 calc R U P E 2
H6ME H -0.555374 0.714819 0.892159 0.122 Uiso 0.393(9) 1 calc R U P E 2
H6MF H -0.544926 0.651676 0.849321 0.122 Uiso 0.393(9) 1 calc R U P E 2
O6N O -0.508(2) 0.5862(15) 0.9626(11) 0.149(4) Uani 0.393(9) 1 d . . P E 2
H6NO H -0.501631 0.603975 1.003075 0.223 Uiso 0.393(9) 1 d R U P E 2


_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 O22A 1.9720(19) . ?
Cu1A N11A 2.048(2) . ?
Cu1A N1A 2.088(2) . ?
Cu1A N8A 2.119(2) . ?
Cu1A N4A 2.176(2) . ?
N1A C14A 1.485(3) . ?
N1A C2A 1.494(3) . ?
N1A C20A 1.495(3) . ?
C2A C3A 1.517(4) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.469(3) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.468(4) . ?
N4A H4A 0.84(4) . ?
C5A C6A 1.518(4) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.539(4) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N8A 1.493(3) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
N8A C9A 1.482(3) . ?
N8A C30A 1.507(3) . ?
C9A C10A 1.513(4) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
C10A N11A 1.477(3) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
N11A C12A 1.477(4) . ?
N11A H11A 0.87(4) . ?
C12A C13A 1.511(4) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C14A 1.533(4) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C20A C21A 1.496(4) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C26A 1.390(4) . ?
C21A C22A 1.400(4) . ?
C22A O22A 1.340(3) . ?
C22A C23A 1.410(4) . ?
C23A C24A 1.384(5) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.389(5) . ?
C24A H24A 0.9500 . ?
C25A C26A 1.395(5) . ?
C25A H25A 0.9500 . ?
C26A H26A 0.9500 . ?
C30A C31A 1.514(4) . ?
C30A H30A 0.9900 . ?
C30A H30B 0.9900 . ?
C31A C36A 1.396(4) . ?
C31A C32A 1.400(4) . ?
C32A O32A 1.359(4) . ?
C32A C33A 1.395(4) . ?
O32A H32A 0.87(5) . ?
C33A C34A 1.389(5) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.390(5) . ?
C34A H34A 0.9500 . ?
C35A C36A 1.391(4) . ?
C35A H35A 0.9500 . ?
C36A H36A 0.9500 . ?
Cu1C O22C 1.974(2) . ?
Cu1C N11C 2.054(2) . ?
Cu1C N1C 2.080(2) . ?
Cu1C N8C 2.092(2) . ?
Cu1C N4C 2.181(2) . ?
N1C C14C 1.483(4) . ?
N1C C2C 1.496(4) . ?
N1C C20C 1.503(3) . ?
C2C C3C 1.519(4) . ?
C2C H2C 0.9900 . ?
C2C H2D 0.9900 . ?
C3C N4C 1.471(3) . ?
C3C H3C 0.9900 . ?
C3C H3D 0.9900 . ?
N4C C5C 1.466(4) . ?
N4C H4C 0.82(4) . ?
C5C C6C 1.522(4) . ?
C5C H5C 0.9900 . ?
C5C H5D 0.9900 . ?
C6C C7D 1.538(4) . ?
C6C H6C 0.9900 . ?
C6C H6D 0.9900 . ?
C7D N8C 1.497(3) . ?
C7D H7C 0.9900 . ?
C7D H7D 0.9900 . ?
N8C C9C 1.487(3) . ?
N8C C30C 1.509(3) . ?
C9C C10C 1.514(4) . ?
C9C H9C 0.9900 . ?
C9C H9D 0.9900 . ?
C10C N11C 1.482(3) . ?
C10C H10C 0.9900 . ?
C10C H10D 0.9900 . ?
N11C C12C 1.480(4) . ?
N11C H11C 0.83(4) . ?
C12C C13C 1.511(4) . ?
C12C H12C 0.9900 . ?
C12C H12D 0.9900 . ?
C13C C14C 1.529(4) . ?
C13C H13C 0.9900 . ?
C13C H13D 0.9900 . ?
C14C H14C 0.9900 . ?
C14C H14D 0.9900 . ?
C20C C21C 1.495(4) . ?
C20C H20C 0.9900 . ?
C20C H20D 0.9900 . ?
C21C C26C 1.392(4) . ?
C21C C22C 1.403(4) . ?
C22C O22C 1.341(3) . ?
C22C C23C 1.409(4) . ?
C23C C24C 1.393(5) . ?
C23C H23C 0.9500 . ?
C24C C25C 1.390(5) . ?
C24C H24C 0.9500 . ?
C25C C26C 1.386(5) . ?
C25C H25C 0.9500 . ?
C26C H26C 0.9500 . ?
C30C C31C 1.510(4) . ?
C30C H30C 0.9900 . ?
C30C H30D 0.9900 . ?
C31C C36C 1.399(4) . ?
C31C C32C 1.403(4) . ?
C32C O32C 1.357(4) . ?
C32C C33C 1.399(4) . ?
O32C H32C 0.8664 . ?
C33C C34C 1.379(4) . ?
C33C H33C 0.9500 . ?
C34C C35C 1.396(4) . ?
C34C H34C 0.9500 . ?
C35C C36C 1.386(4) . ?
C35C H35C 0.9500 . ?
C36C H36C 0.9500 . ?
S1A O4S 1.467(3) . ?
S1A O1S 1.469(2) . ?
S1A O3S 1.471(3) . ?
S1A O2S 1.477(2) . ?
S1B O4T 1.41(3) . ?
S1B O1T 1.48(2) . ?
S1B O2T 1.50(2) . ?
S1B O3T 1.53(3) . ?
C1M O1M 1.355(6) . ?
C1M H1MA 0.9800 . ?
C1M H1MB 0.9800 . ?
C1M H1MC 0.9800 . ?
O1M H1MO 0.8563 . ?
C2M O2M 1.411(6) . ?
C2M H2MA 0.9800 . ?
C2M H2MB 0.9800 . ?
C2M H2MC 0.9800 . ?
O2M H2MO 0.8869 . ?
C3M O3N 1.343(18) . ?
C3M O3M 1.490(15) . ?
C3M H3MA 0.9800 . ?
C3M H3MB 0.9800 . ?
C3M H3MC 0.9800 . ?
C3M H3MD 0.9800 . ?
C3M H3ME 0.9800 . ?
C3M H3MF 0.9800 . ?
O3M H3MO 0.8699 . ?
O3N H3MO 0.9174 . ?
C4M O4M 1.359(11) . ?
C4M H4MA 0.9800 . ?
C4M H4MB 0.9800 . ?
C4M H4MC 0.9800 . ?
O4M H4MO 0.9248 . ?
C4N O4N 1.440(15) . ?
C4N H4MD 0.9800 . ?
C4N H4ME 0.9800 . ?
C4N H4MF 0.9800 . ?
O4N H4MO 1.0224 . ?
C5M O5M 1.416(15) . ?
C5M H5MA 0.9800 . ?
C5M H5MB 0.9800 . ?
C5M H5MC 0.9800 . ?
O5M H5MO 0.8727 . ?
C5N O5N 1.34(2) . ?
C5N H5MD 0.9800 . ?
C5N H5ME 0.9800 . ?
C5N H5MF 0.9800 . ?
O5N H5NO 0.9055 . ?
C6M O6M 1.439(18) . ?
C6M H6MA 0.9800 . ?
C6M H6MB 0.9800 . ?
C6M H6MC 0.9800 . ?
O6M H6MO 0.9285 . ?
C6N O6N 1.38(3) . ?
C6N H6MD 0.9800 . ?
C6N H6ME 0.9800 . ?
C6N H6MF 0.9800 . ?
O6N H6NO 0.9548 . ?

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
O22A Cu1A N11A 150.71(9) . . ?
O22A Cu1A N1A 92.77(8) . . ?
N11A Cu1A N1A 92.47(9) . . ?
O22A Cu1A N8A 91.35(8) . . ?
N11A Cu1A N8A 84.49(9) . . ?
N1A Cu1A N8A 175.72(8) . . ?
O22A Cu1A N4A 107.74(9) . . ?
N11A Cu1A N4A 101.46(9) . . ?
N1A Cu1A N4A 84.25(9) . . ?
N8A Cu1A N4A 93.39(9) . . ?
C14A N1A C2A 110.0(2) . . ?
C14A N1A C20A 106.1(2) . . ?
C2A N1A C20A 107.9(2) . . ?
C14A N1A Cu1A 116.59(17) . . ?
C2A N1A Cu1A 105.55(16) . . ?
C20A N1A Cu1A 110.44(16) . . ?
N1A C2A C3A 110.9(2) . . ?
N1A C2A H2A 109.5 . . ?
C3A C2A H2A 109.5 . . ?
N1A C2A H2B 109.5 . . ?
C3A C2A H2B 109.5 . . ?
H2A C2A H2B 108.0 . . ?
N4A C3A C2A 108.2(2) . . ?
N4A C3A H3A 110.1 . . ?
C2A C3A H3A 110.1 . . ?
N4A C3A H3B 110.1 . . ?
C2A C3A H3B 110.1 . . ?
H3A C3A H3B 108.4 . . ?
C5A N4A C3A 113.2(2) . . ?
C5A N4A Cu1A 112.66(17) . . ?
C3A N4A Cu1A 104.80(17) . . ?
C5A N4A H4A 108(2) . . ?
C3A N4A H4A 104(2) . . ?
Cu1A N4A H4A 115(3) . . ?
N4A C5A C6A 110.1(2) . . ?
N4A C5A H5A 109.6 . . ?
C6A C5A H5A 109.6 . . ?
N4A C5A H5B 109.6 . . ?
C6A C5A H5B 109.6 . . ?
H5A C5A H5B 108.1 . . ?
C5A C6A C7A 114.8(2) . . ?
C5A C6A H6A 108.6 . . ?
C7A C6A H6A 108.6 . . ?
C5A C6A H6B 108.6 . . ?
C7A C6A H6B 108.6 . . ?
H6A C6A H6B 107.5 . . ?
N8A C7A C6A 116.9(2) . . ?
N8A C7A H7A 108.1 . . ?
C6A C7A H7A 108.1 . . ?
N8A C7A H7B 108.1 . . ?
C6A C7A H7B 108.1 . . ?
H7A C7A H7B 107.3 . . ?
C9A N8A C7A 110.4(2) . . ?
C9A N8A C30A 111.3(2) . . ?
C7A N8A C30A 107.8(2) . . ?
C9A N8A Cu1A 104.45(16) . . ?
C7A N8A Cu1A 115.03(16) . . ?
C30A N8A Cu1A 107.85(15) . . ?
N8A C9A C10A 110.1(2) . . ?
N8A C9A H9A 109.6 . . ?
C10A C9A H9A 109.6 . . ?
N8A C9A H9B 109.6 . . ?
C10A C9A H9B 109.6 . . ?
H9A C9A H9B 108.2 . . ?
N11A C10A C9A 107.6(2) . . ?
N11A C10A H10A 110.2 . . ?
C9A C10A H10A 110.2 . . ?
N11A C10A H10B 110.2 . . ?
C9A C10A H10B 110.2 . . ?
H10A C10A H10B 108.5 . . ?
C10A N11A C12A 111.2(2) . . ?
C10A N11A Cu1A 108.51(17) . . ?
C12A N11A Cu1A 119.02(18) . . ?
C10A N11A H11A 102(3) . . ?
C12A N11A H11A 109(3) . . ?
Cu1A N11A H11A 107(3) . . ?
N11A C12A C13A 111.3(2) . . ?
N11A C12A H12A 109.4 . . ?
C13A C12A H12A 109.4 . . ?
N11A C12A H12B 109.4 . . ?
C13A C12A H12B 109.4 . . ?
H12A C12A H12B 108.0 . . ?
C12A C13A C14A 114.0(3) . . ?
C12A C13A H13A 108.7 . . ?
C14A C13A H13A 108.7 . . ?
C12A C13A H13B 108.7 . . ?
C14A C13A H13B 108.7 . . ?
H13A C13A H13B 107.6 . . ?
N1A C14A C13A 116.8(2) . . ?
N1A C14A H14A 108.1 . . ?
C13A C14A H14A 108.1 . . ?
N1A C14A H14B 108.1 . . ?
C13A C14A H14B 108.1 . . ?
H14A C14A H14B 107.3 . . ?
N1A C20A C21A 113.0(2) . . ?
N1A C20A H20A 109.0 . . ?
C21A C20A H20A 109.0 . . ?
N1A C20A H20B 109.0 . . ?
C21A C20A H20B 109.0 . . ?
H20A C20A H20B 107.8 . . ?
C26A C21A C22A 120.9(3) . . ?
C26A C21A C20A 122.1(3) . . ?
C22A C21A C20A 116.9(2) . . ?
O22A C22A C21A 120.6(2) . . ?
O22A C22A C23A 121.4(3) . . ?
C21A C22A C23A 118.0(3) . . ?
C22A O22A Cu1A 115.81(17) . . ?
C24A C23A C22A 120.5(3) . . ?
C24A C23A H23A 119.8 . . ?
C22A C23A H23A 119.8 . . ?
C23A C24A C25A 121.2(3) . . ?
C23A C24A H24A 119.4 . . ?
C25A C24A H24A 119.4 . . ?
C24A C25A C26A 118.8(3) . . ?
C24A C25A H25A 120.6 . . ?
C26A C25A H25A 120.6 . . ?
C21A C26A C25A 120.6(3) . . ?
C21A C26A H26A 119.7 . . ?
C25A C26A H26A 119.7 . . ?
N8A C30A C31A 116.5(2) . . ?
N8A C30A H30A 108.2 . . ?
C31A C30A H30A 108.2 . . ?
N8A C30A H30B 108.2 . . ?
C31A C30A H30B 108.2 . . ?
H30A C30A H30B 107.3 . . ?
C36A C31A C32A 117.9(3) . . ?
C36A C31A C30A 120.6(2) . . ?
C32A C31A C30A 121.4(3) . . ?
O32A C32A C33A 121.2(3) . . ?
O32A C32A C31A 118.2(3) . . ?
C33A C32A C31A 120.5(3) . . ?
C32A O32A H32A 108(3) . . ?
C34A C33A C32A 120.0(3) . . ?
C34A C33A H33A 120.0 . . ?
C32A C33A H33A 120.0 . . ?
C33A C34A C35A 120.4(3) . . ?
C33A C34A H34A 119.8 . . ?
C35A C34A H34A 119.8 . . ?
C34A C35A C36A 118.9(3) . . ?
C34A C35A H35A 120.6 . . ?
C36A C35A H35A 120.6 . . ?
C35A C36A C31A 122.1(3) . . ?
C35A C36A H36A 119.0 . . ?
C31A C36A H36A 119.0 . . ?
O22C Cu1C N11C 152.62(9) . . ?
O22C Cu1C N1C 93.28(9) . . ?
N11C Cu1C N1C 92.15(9) . . ?
O22C Cu1C N8C 90.56(8) . . ?
N11C Cu1C N8C 84.78(9) . . ?
N1C Cu1C N8C 176.08(9) . . ?
O22C Cu1C N4C 106.95(9) . . ?
N11C Cu1C N4C 100.28(10) . . ?
N1C Cu1C N4C 84.34(9) . . ?
N8C Cu1C N4C 93.79(9) . . ?
C14C N1C C2C 110.2(2) . . ?
C14C N1C C20C 106.7(2) . . ?
C2C N1C C20C 108.4(2) . . ?
C14C N1C Cu1C 116.01(17) . . ?
C2C N1C Cu1C 105.74(16) . . ?
C20C N1C Cu1C 109.65(17) . . ?
N1C C2C C3C 111.1(2) . . ?
N1C C2C H2C 109.4 . . ?
C3C C2C H2C 109.4 . . ?
N1C C2C H2D 109.4 . . ?
C3C C2C H2D 109.4 . . ?
H2C C2C H2D 108.0 . . ?
N4C C3C C2C 108.8(2) . . ?
N4C C3C H3C 109.9 . . ?
C2C C3C H3C 109.9 . . ?
N4C C3C H3D 109.9 . . ?
C2C C3C H3D 109.9 . . ?
H3C C3C H3D 108.3 . . ?
C5C N4C C3C 113.4(2) . . ?
C5C N4C Cu1C 111.68(17) . . ?
C3C N4C Cu1C 105.42(17) . . ?
C5C N4C H4C 109(2) . . ?
C3C N4C H4C 102(2) . . ?
Cu1C N4C H4C 115(3) . . ?
N4C C5C C6C 109.8(2) . . ?
N4C C5C H5C 109.7 . . ?
C6C C5C H5C 109.7 . . ?
N4C C5C H5D 109.7 . . ?
C6C C5C H5D 109.7 . . ?
H5C C5C H5D 108.2 . . ?
C5C C6C C7D 115.2(2) . . ?
C5C C6C H6C 108.5 . . ?
C7D C6C H6C 108.5 . . ?
C5C C6C H6D 108.5 . . ?
C7D C6C H6D 108.5 . . ?
H6C C6C H6D 107.5 . . ?
N8C C7D C6C 117.1(2) . . ?
N8C C7D H7C 108.0 . . ?
C6C C7D H7C 108.0 . . ?
N8C C7D H7D 108.0 . . ?
C6C C7D H7D 108.0 . . ?
H7C C7D H7D 107.3 . . ?
C9C N8C C7D 110.5(2) . . ?
C9C N8C C30C 111.3(2) . . ?
C7D N8C C30C 108.3(2) . . ?
C9C N8C Cu1C 105.04(16) . . ?
C7D N8C Cu1C 113.56(16) . . ?
C30C N8C Cu1C 108.11(15) . . ?
N8C C9C C10C 109.9(2) . . ?
N8C C9C H9C 109.7 . . ?
C10C C9C H9C 109.7 . . ?
N8C C9C H9D 109.7 . . ?
C10C C9C H9D 109.7 . . ?
H9C C9C H9D 108.2 . . ?
N11C C10C C9C 108.1(2) . . ?
N11C C10C H10C 110.1 . . ?
C9C C10C H10C 110.1 . . ?
N11C C10C H10D 110.1 . . ?
C9C C10C H10D 110.1 . . ?
H10C C10C H10D 108.4 . . ?
C12C N11C C10C 111.4(2) . . ?
C12C N11C Cu1C 117.37(18) . . ?
C10C N11C Cu1C 108.73(17) . . ?
C12C N11C H11C 110(2) . . ?
C10C N11C H11C 103(2) . . ?
Cu1C N11C H11C 105(2) . . ?
N11C C12C C13C 111.2(2) . . ?
N11C C12C H12C 109.4 . . ?
C13C C12C H12C 109.4 . . ?
N11C C12C H12D 109.4 . . ?
C13C C12C H12D 109.4 . . ?
H12C C12C H12D 108.0 . . ?
C12C C13C C14C 114.2(3) . . ?
C12C C13C H13C 108.7 . . ?
C14C C13C H13C 108.7 . . ?
C12C C13C H13D 108.7 . . ?
C14C C13C H13D 108.7 . . ?
H13C C13C H13D 107.6 . . ?
N1C C14C C13C 116.7(2) . . ?
N1C C14C H14C 108.1 . . ?
C13C C14C H14C 108.1 . . ?
N1C C14C H14D 108.1 . . ?
C13C C14C H14D 108.1 . . ?
H14C C14C H14D 107.3 . . ?
C21C C20C N1C 112.2(2) . . ?
C21C C20C H20C 109.2 . . ?
N1C C20C H20C 109.2 . . ?
C21C C20C H20D 109.2 . . ?
N1C C20C H20D 109.2 . . ?
H20C C20C H20D 107.9 . . ?
C26C C21C C22C 120.6(3) . . ?
C26C C21C C20C 122.5(3) . . ?
C22C C21C C20C 116.9(2) . . ?
O22C C22C C21C 120.2(2) . . ?
O22C C22C C23C 121.7(3) . . ?
C21C C22C C23C 118.1(3) . . ?
C22C O22C Cu1C 114.58(17) . . ?
C24C C23C C22C 120.4(3) . . ?
C24C C23C H23C 119.8 . . ?
C22C C23C H23C 119.8 . . ?
C25C C24C C23C 120.9(3) . . ?
C25C C24C H24C 119.5 . . ?
C23C C24C H24C 119.5 . . ?
C26C C25C C24C 119.0(3) . . ?
C26C C25C H25C 120.5 . . ?
C24C C25C H25C 120.5 . . ?
C25C C26C C21C 120.9(3) . . ?
C25C C26C H26C 119.5 . . ?
C21C C26C H26C 119.5 . . ?
N8C C30C C31C 116.3(2) . . ?
N8C C30C H30C 108.2 . . ?
C31C C30C H30C 108.2 . . ?
N8C C30C H30D 108.2 . . ?
C31C C30C H30D 108.2 . . ?
H30C C30C H30D 107.4 . . ?
C36C C31C C32C 117.5(3) . . ?
C36C C31C C30C 120.3(2) . . ?
C32C C31C C30C 122.1(3) . . ?
O32C C32C C33C 121.2(3) . . ?
O32C C32C C31C 118.2(2) . . ?
C33C C32C C31C 120.6(3) . . ?
C32C O32C H32C 115.2 . . ?
C34C C33C C32C 120.3(3) . . ?
C34C C33C H33C 119.8 . . ?
C32C C33C H33C 119.8 . . ?
C33C C34C C35C 120.2(3) . . ?
C33C C34C H34C 119.9 . . ?
C35C C34C H34C 119.9 . . ?
C36C C35C C34C 119.1(3) . . ?
C36C C35C H35C 120.5 . . ?
C34C C35C H35C 120.5 . . ?
C35C C36C C31C 122.2(3) . . ?
C35C C36C H36C 118.9 . . ?
C31C C36C H36C 118.9 . . ?
O4S S1A O1S 109.96(17) . . ?
O4S S1A O3S 109.15(19) . . ?
O1S S1A O3S 109.12(19) . . ?
O4S S1A O2S 111.53(18) . . ?
O1S S1A O2S 108.14(14) . . ?
O3S S1A O2S 108.90(18) . . ?
O4T S1B O1T 113.1(16) . . ?
O4T S1B O2T 115.7(17) . . ?
O1T S1B O2T 108.1(13) . . ?
O4T S1B O3T 106.2(19) . . ?
O1T S1B O3T 107.7(16) . . ?
O2T S1B O3T 105.4(16) . . ?
O1M C1M H1MA 109.5 . . ?
O1M C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
C1M O1M H1MO 111.7 . . ?
O2M C2M H2MA 109.5 . . ?
O2M C2M H2MB 109.5 . . ?
H2MA C2M H2MB 109.5 . . ?
O2M C2M H2MC 109.5 . . ?
H2MA C2M H2MC 109.5 . . ?
H2MB C2M H2MC 109.5 . . ?
C2M O2M H2MO 113.2 . . ?
O3M C3M H3MA 109.5 . . ?
O3M C3M H3MB 109.5 . . ?
H3MA C3M H3MB 109.5 . . ?
O3M C3M H3MC 109.5 . . ?
H3MA C3M H3MC 109.5 . . ?
H3MB C3M H3MC 109.5 . . ?
O3N C3M H3MD 109.5 . . ?
O3N C3M H3ME 109.5 . . ?
H3MD C3M H3ME 109.5 . . ?
O3N C3M H3MF 109.5 . . ?
H3MD C3M H3MF 109.5 . . ?
H3ME C3M H3MF 109.5 . . ?
C3M O3M H3MO 93.9 . . ?
C3M O3N H3MO 101.9 . . ?
O4M C4M H4MA 109.5 . . ?
O4M C4M H4MB 109.5 . . ?
H4MA C4M H4MB 109.5 . . ?
O4M C4M H4MC 109.5 . . ?
H4MA C4M H4MC 109.5 . . ?
H4MB C4M H4MC 109.5 . . ?
C4M O4M H4MO 103.6 . . ?
O4N C4N H4MD 109.5 . . ?
O4N C4N H4ME 109.5 . . ?
H4MD C4N H4ME 109.5 . . ?
O4N C4N H4MF 109.5 . . ?
H4MD C4N H4MF 109.5 . . ?
H4ME C4N H4MF 109.5 . . ?
C4N O4N H4MO 95.7 . . ?
O5M C5M H5MA 109.5 . . ?
O5M C5M H5MB 109.5 . . ?
H5MA C5M H5MB 109.5 . . ?
O5M C5M H5MC 109.5 . . ?
H5MA C5M H5MC 109.5 . . ?
H5MB C5M H5MC 109.5 . . ?
C5M O5M H5MO 105.4 . . ?
O5N C5N H5MD 109.5 . . ?
O5N C5N H5ME 109.5 . . ?
H5MD C5N H5ME 109.5 . . ?
O5N C5N H5MF 109.5 . . ?
H5MD C5N H5MF 109.5 . . ?
H5ME C5N H5MF 109.5 . . ?
C5N O5N H5NO 110.3 . . ?
O6M C6M H6MA 109.5 . . ?
O6M C6M H6MB 109.5 . . ?
H6MA C6M H6MB 109.5 . . ?
O6M C6M H6MC 109.5 . . ?
H6MA C6M H6MC 109.5 . . ?
H6MB C6M H6MC 109.5 . . ?
C6M O6M H6MO 123.8 . . ?
O6N C6N H6MD 109.5 . . ?
O6N C6N H6ME 109.5 . . ?
H6MD C6N H6ME 109.5 . . ?
O6N C6N H6MF 109.5 . . ?
H6MD C6N H6MF 109.5 . . ?
H6ME C6N H6MF 109.5 . . ?
C6N O6N H6NO 108.1 . . ?

_refine_diff_density_max         1.304
_refine_diff_density_min         -1.262
_refine_diff_density_rms         0.110

