# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_nnofcicua
_database_code_depnum_ccdc_archive 'CCDC 1894373'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 Cu2 F2 N4 O6'
_chemical_formula_sum            'C26 H34 Cu2 F2 N4 O6'
_chemical_formula_weight         663.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.4961(4)
_cell_length_b                   17.4017(5)
_cell_length_c                   9.1080(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.466(4)
_cell_angle_gamma                90.00
_cell_volume                     1603.34(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1940
_cell_measurement_theta_min      3.2910
_cell_measurement_theta_max      27.2820

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             684
_exptl_absorpt_coefficient_mu    1.379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98915
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            3462
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0752
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3462
_reflns_number_gt                2575
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3462
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1257
_refine_ls_wR_factor_gt          0.1141
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.05472(4) 0.09586(2) 0.50745(4) 0.01754(15) Uani 1 1 d . . .
O1 O -0.1171(2) 0.12771(13) 0.5194(3) 0.0217(5) Uani 1 1 d . . .
O2 O 0.0526(2) 0.01100(12) 0.6496(3) 0.0211(5) Uani 1 1 d . . .
O3 O 0.1473(3) 0.09000(14) 0.8354(3) 0.0384(7) Uani 1 1 d . . .
N1 N 0.0791(3) 0.18909(15) 0.4001(3) 0.0246(7) Uani 1 1 d . . .
N2 N 0.2434(3) 0.06968(15) 0.4888(3) 0.0231(6) Uani 1 1 d . . .
F1 F -0.4080(2) 0.38216(12) 0.2880(3) 0.0377(6) Uani 1 1 d . . .
C1 C -0.1825(3) 0.18873(17) 0.4589(3) 0.0162(7) Uani 1 1 d . . .
C2 C -0.1300(3) 0.24818(17) 0.3866(3) 0.0178(7) Uani 1 1 d . . .
C3 C -0.2084(4) 0.31387(18) 0.3309(4) 0.0227(8) Uani 1 1 d . . .
H3A H -0.1728 0.3545 0.2845 0.027 Uiso 1 1 calc R . .
C4 C -0.3334(4) 0.31857(19) 0.3438(4) 0.0246(8) Uani 1 1 d . . .
C5 C -0.3902(3) 0.26113(18) 0.4083(4) 0.0229(8) Uani 1 1 d . . .
H5A H -0.4792 0.2653 0.4133 0.027 Uiso 1 1 calc R . .
C6 C -0.3152(3) 0.19678(18) 0.4662(4) 0.0219(7) Uani 1 1 d . . .
H6A H -0.3537 0.1571 0.5118 0.026 Uiso 1 1 calc R . .
C7 C -0.0031(4) 0.24622(19) 0.3622(4) 0.0238(8) Uani 1 1 d . . .
H7A H 0.0244 0.2895 0.3149 0.029 Uiso 1 1 calc R . .
C8 C 0.2085(4) 0.1956(2) 0.3645(5) 0.0345(10) Uani 1 1 d . . .
H8A H 0.2384 0.2498 0.3723 0.041 Uiso 1 1 calc R . .
H8B H 0.2014 0.1771 0.2598 0.041 Uiso 1 1 calc R . .
C9 C 0.3045(4) 0.14657(19) 0.4793(5) 0.0348(10) Uani 1 1 d . . .
H9A H 0.3873 0.1402 0.4480 0.042 Uiso 1 1 calc R . .
H9B H 0.3264 0.1718 0.5803 0.042 Uiso 1 1 calc R . .
C10 C 0.3283(3) 0.0258(2) 0.6143(5) 0.0324(9) Uani 1 1 d . . .
H10A H 0.4141 0.0168 0.5937 0.049 Uiso 1 1 calc R . .
H10B H 0.2864 -0.0237 0.6237 0.049 Uiso 1 1 calc R . .
H10C H 0.3413 0.0547 0.7094 0.049 Uiso 1 1 calc R . .
C11 C 0.2357(4) 0.0254(2) 0.3470(4) 0.0283(9) Uani 1 1 d . . .
H11A H 0.3252 0.0137 0.3400 0.042 Uiso 1 1 calc R . .
H11B H 0.1895 0.0560 0.2585 0.042 Uiso 1 1 calc R . .
H11C H 0.1874 -0.0226 0.3490 0.042 Uiso 1 1 calc R . .
C12 C 0.1087(3) 0.02529(19) 0.7895(4) 0.0215(7) Uani 1 1 d . . .
C13 C 0.1294(4) -0.0422(2) 0.8966(4) 0.0420(11) Uani 1 1 d . . .
H13A H 0.1732 -0.0248 1.0001 0.063 Uiso 1 1 calc R . .
H13B H 0.1848 -0.0805 0.8645 0.063 Uiso 1 1 calc R . .
H13C H 0.0437 -0.0651 0.8948 0.063 Uiso 1 1 calc R . .


_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 O1 1.918(2) . ?
Cu1 N1 1.946(3) . ?
Cu1 O2 1.968(2) . ?
Cu1 N2 2.083(3) . ?
Cu1 O2 2.432(2) 3_556 ?
O1 C1 1.304(4) . ?
O2 C12 1.277(4) . ?
O2 Cu1 2.432(2) 3_556 ?
O3 C12 1.232(4) . ?
N1 C7 1.301(4) . ?
N1 C8 1.483(4) . ?
N2 C10 1.463(4) . ?
N2 C11 1.487(4) . ?
N2 C9 1.496(4) . ?
F1 C4 1.372(4) . ?
C1 C6 1.418(4) . ?
C1 C2 1.415(4) . ?
C2 C3 1.421(4) . ?
C2 C7 1.408(5) . ?
C3 C4 1.351(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.374(5) . ?
C5 C6 1.390(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.508(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.505(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 92.25(11) . . ?
O1 Cu1 O2 90.20(9) . . ?
N1 Cu1 O2 169.18(11) . . ?
O1 Cu1 N2 175.64(10) . . ?
N1 Cu1 N2 83.47(11) . . ?
O2 Cu1 N2 93.86(10) . . ?
O1 Cu1 O2 87.67(9) . 3_556 ?
N1 Cu1 O2 116.38(10) . 3_556 ?
O2 Cu1 O2 74.24(9) . 3_556 ?
N2 Cu1 O2 94.94(9) . 3_556 ?
C1 O1 Cu1 127.5(2) . . ?
C12 O2 Cu1 115.3(2) . . ?
C12 O2 Cu1 138.9(2) . 3_556 ?
Cu1 O2 Cu1 105.76(9) . 3_556 ?
C7 N1 C8 117.7(3) . . ?
C7 N1 Cu1 127.1(2) . . ?
C8 N1 Cu1 115.1(2) . . ?
C10 N2 C11 106.8(3) . . ?
C10 N2 C9 109.4(3) . . ?
C11 N2 C9 109.7(3) . . ?
C10 N2 Cu1 116.4(2) . . ?
C11 N2 Cu1 110.6(2) . . ?
C9 N2 Cu1 103.9(2) . . ?
O1 C1 C6 118.3(3) . . ?
O1 C1 C2 124.4(3) . . ?
C6 C1 C2 117.3(3) . . ?
C3 C2 C7 116.4(3) . . ?
C3 C2 C1 119.6(3) . . ?
C7 C2 C1 123.9(3) . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 F1 119.2(3) . . ?
C3 C4 C5 122.4(3) . . ?
F1 C4 C5 118.4(3) . . ?
C6 C5 C4 118.8(3) . . ?
C6 C5 H5A 120.6 . . ?
C4 C5 H5A 120.6 . . ?
C5 C6 C1 121.8(3) . . ?
C5 C6 H6A 119.1 . . ?
C1 C6 H6A 119.1 . . ?
N1 C7 C2 124.4(3) . . ?
N1 C7 H7A 117.8 . . ?
C2 C7 H7A 117.8 . . ?
N1 C8 C9 106.7(3) . . ?
N1 C8 H8A 110.4 . . ?
C9 C8 H8A 110.4 . . ?
N1 C8 H8B 110.4 . . ?
C9 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
N2 C9 C8 109.2(3) . . ?
N2 C9 H9A 109.8 . . ?
C8 C9 H9A 109.8 . . ?
N2 C9 H9B 109.8 . . ?
C8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O2 122.6(3) . . ?
O3 C12 C13 121.0(3) . . ?
O2 C12 C13 116.3(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.094


# SQUEEZE RESULTS (APPEND TO CIF) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.000 115 31 ' '
2 0.500 0.500 0.500 115 31 ' '
_platon_squeeze_details          
; 
;

####################################################################### 
# 
# 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_cul5cl
_database_code_depnum_ccdc_archive 'CCDC 1894374'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 Cl2 Cu2 N4 O6'
_chemical_formula_sum            'C26 H34 Cl2 Cu2 N4 O6'
_chemical_formula_weight         696.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.3556(7)
_cell_length_b                   8.2249(4)
_cell_length_c                   16.8201(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.899(6)
_cell_angle_gamma                90.00
_cell_volume                     1494.94(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2429
_cell_measurement_theta_min      2.5729
_cell_measurement_theta_max      29.0982

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    1.647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            9874
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_sigmaI/netI    0.0584
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3241
_reflns_number_gt                2551
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0351P)²+0.2083P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3241
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0821
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu -0.01067(3) 0.03409(4) 0.096400(19) 0.01617(12) Uani 1 1 d . . .
Cl Cl 0.58301(8) 0.07310(11) 0.42531(5) 0.0351(2) Uani 1 1 d . . .
N1 N 0.0249(2) -0.0591(3) 0.20807(13) 0.0172(5) Uani 1 1 d . . .
N2 N -0.1892(2) -0.0584(3) 0.08061(13) 0.0193(5) Uani 1 1 d . . .
O1 O 0.15056(19) 0.1367(2) 0.12658(11) 0.0211(4) Uani 1 1 d . . .
O2 O 0.05461(18) -0.1481(2) 0.01110(11) 0.0175(4) Uani 1 1 d . . .
O3 O 0.1190(2) -0.3551(2) -0.05026(12) 0.0273(5) Uani 1 1 d . . .
C1 C 0.2449(3) 0.1133(3) 0.19287(16) 0.0184(6) Uani 1 1 d . . .
C2 C 0.3578(3) 0.1948(4) 0.19968(18) 0.0266(7) Uani 1 1 d . . .
H2A H 0.3630 0.2610 0.1546 0.032 Uiso 1 1 calc R . .
C3 C 0.4597(3) 0.1813(4) 0.26910(18) 0.0272(7) Uani 1 1 d . . .
H3A H 0.5338 0.2376 0.2716 0.033 Uiso 1 1 calc R . .
C4 C 0.4538(3) 0.0839(4) 0.33642(17) 0.0244(7) Uani 1 1 d . . .
C5 C 0.3478(3) 0.0027(3) 0.33272(17) 0.0217(7) Uani 1 1 d . . .
H5A H 0.3452 -0.0631 0.3785 0.026 Uiso 1 1 calc R . .
C6 C 0.2415(3) 0.0146(3) 0.26203(16) 0.0175(6) Uani 1 1 d . . .
C7 C 0.1307(3) -0.0614(3) 0.26654(17) 0.0183(6) Uani 1 1 d . . .
H7A H 0.1347 -0.1184 0.3165 0.022 Uiso 1 1 calc R . .
C8 C -0.0811(3) -0.1353(3) 0.22555(16) 0.0220(7) Uani 1 1 d . . .
H8A H -0.0772 -0.1163 0.2844 0.026 Uiso 1 1 calc R . .
H8B H -0.0810 -0.2540 0.2159 0.026 Uiso 1 1 calc R . .
C9 C -0.1967(3) -0.0594(3) 0.16739(17) 0.0228(7) Uani 1 1 d . . .
H9A H -0.2702 -0.1220 0.1693 0.027 Uiso 1 1 calc R . .
H9B H -0.2054 0.0533 0.1855 0.027 Uiso 1 1 calc R . .
C10 C -0.2917(3) 0.0410(4) 0.0268(2) 0.0329(8) Uani 1 1 d . . .
H10A H -0.3710 -0.0109 0.0229 0.049 Uiso 1 1 calc R . .
H10B H -0.2826 0.0498 -0.0291 0.049 Uiso 1 1 calc R . .
H10C H -0.2892 0.1497 0.0510 0.049 Uiso 1 1 calc R . .
C11 C -0.2033(3) -0.2267(3) 0.04687(17) 0.0251(7) Uani 1 1 d . . .
H11A H -0.2873 -0.2657 0.0404 0.038 Uiso 1 1 calc R . .
H11B H -0.1432 -0.2981 0.0855 0.038 Uiso 1 1 calc R . .
H11C H -0.1886 -0.2274 -0.0076 0.038 Uiso 1 1 calc R . .
C12 C 0.0976(3) -0.2940(3) 0.01108(17) 0.0196(6) Uani 1 1 d . . .
C13 C 0.1232(3) -0.3857(4) 0.09251(17) 0.0253(7) Uani 1 1 d . . .
H13A H 0.1554 -0.4940 0.0864 0.038 Uiso 1 1 calc R . .
H13B H 0.0464 -0.3964 0.1071 0.038 Uiso 1 1 calc R . .
H13C H 0.1844 -0.3261 0.1368 0.038 Uiso 1 1 calc R . .


_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
Cu O1 1.937(2) . ?
Cu N1 1.953(2) . ?
Cu O2 1.9603(17) 3 ?
Cu N2 2.105(2) . ?
Cu O2 2.3468(18) . ?
Cl C4 1.746(3) . ?
N1 C7 1.298(4) . ?
N1 C8 1.465(3) . ?
N2 C10 1.481(4) . ?
N2 C11 1.486(3) . ?
N2 C9 1.488(3) . ?
O1 C1 1.301(3) . ?
O2 C12 1.295(3) . ?
O2 Cu 1.9603(17) 3 ?
O3 C12 1.237(3) . ?
C1 C2 1.419(4) . ?
C1 C6 1.429(4) . ?
C2 C3 1.373(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.405(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.361(4) . ?
C5 C6 1.413(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.428(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.509(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.511(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu N1 91.12(9) . . ?
O1 Cu O2 89.17(8) . 3 ?
N1 Cu O2 173.64(8) . 3 ?
O1 Cu N2 170.78(8) . . ?
N1 Cu N2 83.45(9) . . ?
O2 Cu N2 95.41(8) 3 . ?
O1 Cu O2 89.30(7) . . ?
N1 Cu O2 109.05(8) . . ?
O2 Cu O2 77.30(8) 3 . ?
N2 Cu O2 99.50(8) . . ?
C7 N1 C8 117.9(2) . . ?
C7 N1 Cu 127.2(2) . . ?
C8 N1 Cu 114.90(17) . . ?
C10 N2 C11 108.0(2) . . ?
C10 N2 C9 109.4(2) . . ?
C11 N2 C9 109.8(2) . . ?
C10 N2 Cu 115.00(18) . . ?
C11 N2 Cu 111.78(18) . . ?
C9 N2 Cu 102.76(16) . . ?
C1 O1 Cu 128.55(17) . . ?
C12 O2 Cu 115.59(16) . 3 ?
C12 O2 Cu 141.39(17) . . ?
Cu O2 Cu 102.70(8) 3 . ?
O1 C1 C2 119.0(2) . . ?
O1 C1 C6 124.1(3) . . ?
C2 C1 C6 116.9(3) . . ?
C3 C2 C1 122.3(3) . . ?
C3 C2 H2A 118.8 . . ?
C1 C2 H2A 118.8 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 Cl 120.9(2) . . ?
C3 C4 Cl 118.9(2) . . ?
C4 C5 C6 121.3(3) . . ?
C4 C5 H5A 119.4 . . ?
C6 C5 H5A 119.4 . . ?
C5 C6 C7 117.6(2) . . ?
C5 C6 C1 119.6(3) . . ?
C7 C6 C1 122.5(3) . . ?
N1 C7 C6 125.4(2) . . ?
N1 C7 H7A 117.3 . . ?
C6 C7 H7A 117.3 . . ?
N1 C8 C9 107.3(2) . . ?
N1 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
N2 C9 C8 109.8(2) . . ?
N2 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
N2 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O2 123.2(2) . . ?
O3 C12 C13 121.4(3) . . ?
O2 C12 C13 115.4(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.088
####################################################################### 
# 
# 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_aldl2cu
_database_code_depnum_ccdc_archive 'CCDC 1894375'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 Br2 Cu2 N4 O6'
_chemical_formula_sum            'C26 H34 Br2 Cu2 N4 O6'
_chemical_formula_weight         785.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9409(6)
_cell_length_b                   8.9115(7)
_cell_length_c                   10.9709(9)
_cell_angle_alpha                96.808(7)
_cell_angle_beta                 99.663(7)
_cell_angle_gamma                104.892(7)
_cell_volume                     728.91(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2661
_cell_measurement_theta_min      2.7971
_cell_measurement_theta_max      29.0249

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             394
_exptl_absorpt_coefficient_mu    4.247
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85615
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            6597
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3125
_reflns_number_gt                2640
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3125
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0626
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.49005(4) 0.18387(3) 0.45803(3) 0.01384(9) Uani 1 1 d . . .
Br1 Br -0.03152(5) 0.77064(4) 1.02667(3) 0.04248(12) Uani 1 1 d . . .
O1 O -0.5304(2) 0.25782(19) 0.62156(17) 0.0195(4) Uani 1 1 d . . .
O2 O -0.6692(2) -0.01767(18) 0.44560(16) 0.0152(4) Uani 1 1 d . . .
O3 O -0.8662(2) 0.1014(2) 0.36700(18) 0.0254(5) Uani 1 1 d . . .
N1 N -0.3248(3) 0.3896(2) 0.4580(2) 0.0154(5) Uani 1 1 d . . .
N2 N -0.4491(3) 0.1363(2) 0.27515(19) 0.0142(5) Uani 1 1 d . . .
C1 C -0.4189(3) 0.3693(3) 0.7060(2) 0.0161(6) Uani 1 1 d . . .
C2 C -0.2823(3) 0.4925(3) 0.6786(2) 0.0162(6) Uani 1 1 d . . .
C3 C -0.1687(4) 0.6112(3) 0.7756(3) 0.0193(6) Uani 1 1 d . . .
H3A H -0.0810 0.6944 0.7561 0.023 Uiso 1 1 calc R . .
C4 C -0.1842(4) 0.6075(3) 0.8977(3) 0.0230(6) Uani 1 1 d . . .
C5 C -0.3163(4) 0.4893(3) 0.9275(3) 0.0227(6) Uani 1 1 d . . .
H5A H -0.3265 0.4878 1.0125 0.027 Uiso 1 1 calc R . .
C6 C -0.4310(4) 0.3755(3) 0.8343(3) 0.0205(6) Uani 1 1 d . . .
H6A H -0.5223 0.2976 0.8561 0.025 Uiso 1 1 calc R . .
C7 C -0.2557(3) 0.5012(3) 0.5530(2) 0.0157(5) Uani 1 1 d . . .
H7A H -0.1814 0.5969 0.5389 0.019 Uiso 1 1 calc R . .
C8 C -0.2734(3) 0.4142(3) 0.3378(2) 0.0174(6) Uani 1 1 d . . .
H8A H -0.1528 0.4018 0.3390 0.021 Uiso 1 1 calc R . .
H8B H -0.2719 0.5219 0.3228 0.021 Uiso 1 1 calc R . .
C9 C -0.4077(3) 0.2936(3) 0.2352(2) 0.0170(6) Uani 1 1 d . . .
H9A H -0.5181 0.3262 0.2165 0.020 Uiso 1 1 calc R . .
H9B H -0.3592 0.2871 0.1579 0.020 Uiso 1 1 calc R . .
C10 C -0.6039(4) 0.0294(3) 0.1838(2) 0.0214(6) Uani 1 1 d . . .
H10A H -0.5722 0.0140 0.1016 0.032 Uiso 1 1 calc R . .
H10B H -0.7037 0.0758 0.1772 0.032 Uiso 1 1 calc R . .
H10C H -0.6384 -0.0724 0.2120 0.032 Uiso 1 1 calc R . .
C11 C -0.2956(3) 0.0696(3) 0.2774(3) 0.0201(6) Uani 1 1 d . . .
H11A H -0.2769 0.0475 0.1918 0.030 Uiso 1 1 calc R . .
H11B H -0.3202 -0.0283 0.3121 0.030 Uiso 1 1 calc R . .
H11C H -0.1884 0.1456 0.3297 0.030 Uiso 1 1 calc R . .
C12 C -0.8289(3) -0.0178(3) 0.3974(2) 0.0159(6) Uani 1 1 d . . .
C13 C -0.9693(3) -0.1733(3) 0.3771(3) 0.0221(6) Uani 1 1 d . . .
H13A H -1.0852 -0.1607 0.3407 0.033 Uiso 1 1 calc R . .
H13B H -0.9746 -0.2097 0.4576 0.033 Uiso 1 1 calc R . .
H13C H -0.9395 -0.2510 0.3198 0.033 Uiso 1 1 calc R . .


_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 O1 1.9435(17) . ?
Cu1 O2 1.9574(17) . ?
Cu1 N1 1.961(2) . ?
Cu1 N2 2.097(2) . ?
Cu1 O2 2.4073(16) 2_456 ?
Br1 C4 1.901(3) . ?
O1 C1 1.297(3) . ?
O2 C12 1.289(3) . ?
O2 Cu1 2.4074(16) 2_456 ?
O3 C12 1.242(3) . ?
N1 C7 1.288(3) . ?
N1 C8 1.469(3) . ?
N2 C11 1.485(3) . ?
N2 C10 1.476(3) . ?
N2 C9 1.491(3) . ?
C1 C2 1.431(3) . ?
C1 C6 1.423(4) . ?
C2 C3 1.409(4) . ?
C2 C7 1.437(4) . ?
C3 C4 1.369(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.395(4) . ?
C5 C6 1.368(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.510(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.504(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 90.99(7) . . ?
O1 Cu1 N1 91.04(8) . . ?
O2 Cu1 N1 174.90(8) . . ?
O1 Cu1 N2 171.57(7) . . ?
O2 Cu1 N2 94.71(7) . . ?
N1 Cu1 N2 82.78(8) . . ?
O1 Cu1 O2 88.93(7) . 2_456 ?
O2 Cu1 O2 74.71(7) . 2_456 ?
N1 Cu1 O2 110.00(7) . 2_456 ?
N2 Cu1 O2 98.56(7) . 2_456 ?
C1 O1 Cu1 125.48(16) . . ?
C12 O2 Cu1 113.97(15) . . ?
C12 O2 Cu1 140.59(16) . 2_456 ?
Cu1 O2 Cu1 105.29(7) . 2_456 ?
C7 N1 C8 118.0(2) . . ?
C7 N1 Cu1 126.24(18) . . ?
C8 N1 Cu1 115.69(15) . . ?
C11 N2 C10 108.73(18) . . ?
C11 N2 C9 110.6(2) . . ?
C10 N2 C9 108.4(2) . . ?
C11 N2 Cu1 109.71(15) . . ?
C10 N2 Cu1 115.34(16) . . ?
C9 N2 Cu1 103.98(14) . . ?
O1 C1 C2 124.0(2) . . ?
O1 C1 C6 119.9(2) . . ?
C2 C1 C6 116.2(2) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 C7 117.5(2) . . ?
C1 C2 C7 122.1(2) . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 Br1 119.6(2) . . ?
C5 C4 Br1 119.8(2) . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 H5A 120.1 . . ?
C4 C5 H5A 120.1 . . ?
C5 C6 C1 122.5(3) . . ?
C5 C6 H6A 118.8 . . ?
C1 C6 H6A 118.8 . . ?
N1 C7 C2 125.1(2) . . ?
N1 C7 H7A 117.4 . . ?
C2 C7 H7A 117.4 . . ?
N1 C8 C9 108.1(2) . . ?
N1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
N2 C9 C8 110.2(2) . . ?
N2 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
N2 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O2 122.8(2) . . ?
O3 C12 C13 121.3(2) . . ?
O2 C12 C13 115.9(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.081
####################################################################### 
# 
# 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_aldl5cu
_database_code_depnum_ccdc_archive 'CCDC 1894376'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 Cu2 I2 N4 O6'
_chemical_formula_sum            'C26 H34 Cu2 I2 N4 O6'
_chemical_formula_weight         879.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9435(6)
_cell_length_b                   8.9143(7)
_cell_length_c                   11.1963(8)
_cell_angle_alpha                95.127(6)
_cell_angle_beta                 98.182(6)
_cell_angle_gamma                105.035(7)
_cell_volume                     751.24(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2765
_cell_measurement_theta_min      2.8168
_cell_measurement_theta_max      29.1337

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.944
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             430
_exptl_absorpt_coefficient_mu    3.516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.51030
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            6385
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         26.98
_reflns_number_total             3233
_reflns_number_gt                2836
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3233
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0709
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.51082(4) 0.18587(4) -0.04252(3) 0.01336(10) Uani 1 1 d . . .
O1 O 0.4592(3) 0.2517(2) 0.11481(18) 0.0189(4) Uani 1 1 d . . .
O2 O 0.3335(2) -0.0160(2) -0.05466(18) 0.0158(4) Uani 1 1 d . . .
O3 O 0.1419(3) 0.1067(3) -0.1316(2) 0.0264(5) Uani 1 1 d . . .
N1 N 0.6772(3) 0.3922(3) -0.0414(2) 0.0151(5) Uani 1 1 d . . .
N2 N 0.5623(3) 0.1472(3) -0.2192(2) 0.0145(5) Uani 1 1 d . . .
I1 I 0.95705(3) 0.75556(3) 0.52554(2) 0.03934(10) Uani 1 1 d . . .
C1 C 0.5668(4) 0.3582(3) 0.1975(3) 0.0165(6) Uani 1 1 d . . .
C2 C 0.7060(4) 0.4833(3) 0.1726(3) 0.0163(6) Uani 1 1 d . . .
C3 C 0.8145(4) 0.5962(4) 0.2670(3) 0.0187(6) Uani 1 1 d . . .
H3A H 0.9034 0.6806 0.2484 0.022 Uiso 1 1 calc R . .
C4 C 0.7933(4) 0.5859(4) 0.3857(3) 0.0210(6) Uani 1 1 d . . .
C5 C 0.6583(4) 0.4655(4) 0.4125(3) 0.0235(7) Uani 1 1 d . . .
H5A H 0.6438 0.4586 0.4948 0.028 Uiso 1 1 calc R . .
C6 C 0.5464(4) 0.3571(3) 0.3221(3) 0.0209(6) Uani 1 1 d . . .
H6A H 0.4527 0.2789 0.3428 0.025 Uiso 1 1 calc R . .
C7 C 0.7397(4) 0.4988(3) 0.0506(3) 0.0155(6) Uani 1 1 d . . .
H7A H 0.8142 0.5958 0.0373 0.019 Uiso 1 1 calc R . .
C8 C 0.7364(4) 0.4227(3) -0.1575(3) 0.0166(6) Uani 1 1 d . . .
H8A H 0.8573 0.4109 -0.1553 0.020 Uiso 1 1 calc R . .
H8B H 0.7386 0.5310 -0.1724 0.020 Uiso 1 1 calc R . .
C9 C 0.6085(4) 0.3062(3) -0.2574(3) 0.0166(6) Uani 1 1 d . . .
H9A H 0.4996 0.3399 -0.2770 0.020 Uiso 1 1 calc R . .
H9B H 0.6625 0.3030 -0.3316 0.020 Uiso 1 1 calc R . .
C10 C 0.7161(4) 0.0804(3) -0.2158(3) 0.0183(6) Uani 1 1 d . . .
H10A H 0.7402 0.0622 -0.2985 0.027 Uiso 1 1 calc R . .
H10B H 0.6889 -0.0191 -0.1820 0.027 Uiso 1 1 calc R . .
H10C H 0.8203 0.1540 -0.1646 0.027 Uiso 1 1 calc R . .
C11 C 0.4135(4) 0.0444(4) -0.3082(3) 0.0209(6) Uani 1 1 d . . .
H11A H 0.4501 0.0335 -0.3877 0.031 Uiso 1 1 calc R . .
H11B H 0.3135 0.0902 -0.3149 0.031 Uiso 1 1 calc R . .
H11C H 0.3779 -0.0590 -0.2810 0.031 Uiso 1 1 calc R . .
C12 C 0.1766(4) -0.0130(3) -0.1013(2) 0.0156(6) Uani 1 1 d . . .
C13 C 0.0355(4) -0.1676(4) -0.1192(3) 0.0214(6) Uani 1 1 d . . .
H13A H -0.0785 -0.1531 -0.1543 0.032 Uiso 1 1 calc R . .
H13B H 0.0268 -0.2064 -0.0405 0.032 Uiso 1 1 calc R . .
H13C H 0.0667 -0.2438 -0.1744 0.032 Uiso 1 1 calc R . .


_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 O1 1.9393(19) . ?
Cu1 O2 1.956(2) . ?
Cu1 N1 1.965(2) . ?
Cu1 N2 2.094(2) . ?
Cu1 O2 2.4264(18) 2_655 ?
O1 C1 1.299(4) . ?
O2 C12 1.290(3) . ?
O2 Cu1 2.4264(18) 2_655 ?
O3 C12 1.233(3) . ?
N1 C7 1.283(4) . ?
N1 C8 1.468(3) . ?
N2 C11 1.473(4) . ?
N2 C9 1.486(3) . ?
N2 C10 1.489(3) . ?
I1 C4 2.099(3) . ?
C1 C2 1.431(4) . ?
C1 C6 1.427(4) . ?
C2 C3 1.405(4) . ?
C2 C7 1.440(4) . ?
C3 C4 1.371(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.395(5) . ?
C5 C6 1.368(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.511(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.511(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 90.90(8) . . ?
O1 Cu1 N1 91.02(9) . . ?
O2 Cu1 N1 175.48(9) . . ?
O1 Cu1 N2 171.40(8) . . ?
O2 Cu1 N2 94.66(9) . . ?
N1 Cu1 N2 82.97(9) . . ?
O1 Cu1 O2 88.69(7) . 2_655 ?
O2 Cu1 O2 74.62(8) . 2_655 ?
N1 Cu1 O2 109.51(8) . 2_655 ?
N2 Cu1 O2 99.10(8) . 2_655 ?
C1 O1 Cu1 125.17(18) . . ?
C12 O2 Cu1 113.18(18) . . ?
C12 O2 Cu1 141.18(18) . 2_655 ?
Cu1 O2 Cu1 105.38(8) . 2_655 ?
C7 N1 C8 118.2(2) . . ?
C7 N1 Cu1 126.19(19) . . ?
C8 N1 Cu1 115.58(18) . . ?
C11 N2 C9 109.1(2) . . ?
C11 N2 C10 108.6(2) . . ?
C9 N2 C10 110.1(2) . . ?
C11 N2 Cu1 115.47(17) . . ?
C9 N2 Cu1 104.03(16) . . ?
C10 N2 Cu1 109.45(16) . . ?
O1 C1 C2 124.2(3) . . ?
O1 C1 C6 119.7(3) . . ?
C2 C1 C6 116.0(3) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 C7 117.6(3) . . ?
C1 C2 C7 121.6(3) . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3A 119.6 . . ?
C2 C3 H3A 119.6 . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 I1 120.2(2) . . ?
C5 C4 I1 120.2(2) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C5 C6 C1 121.8(3) . . ?
C5 C6 H6A 119.1 . . ?
C1 C6 H6A 119.1 . . ?
N1 C7 C2 125.2(3) . . ?
N1 C7 H7A 117.4 . . ?
C2 C7 H7A 117.4 . . ?
N1 C8 C9 108.0(2) . . ?
N1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
N2 C9 C8 110.8(2) . . ?
N2 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O2 123.0(3) . . ?
O3 C12 C13 121.3(3) . . ?
O2 C12 C13 115.7(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.040
_refine_diff_density_min         -1.029
_refine_diff_density_rms         0.116
####################################################################### 
# 
# 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_dimecu
_database_code_depnum_ccdc_archive 'CCDC 1894378'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H44 Cu2 N4 O6'
_chemical_formula_sum            'C30 H44 Cu2 N4 O6'
_chemical_formula_weight         683.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.3793(4)
_cell_length_b                   9.8718(3)
_cell_length_c                   16.0905(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.148(3)
_cell_angle_gamma                90.00
_cell_volume                     1627.70(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5954
_cell_measurement_theta_min      3.2710
_cell_measurement_theta_max      28.8490

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    1.352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            15890
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3531
_reflns_number_gt                3073
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0800P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3531
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.1100
_refine_ls_wR_factor_gt          0.1043
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.49913(2) 0.56116(2) 0.106477(15) 0.01817(12) Uani 1 1 d . . .
O1 O 0.67159(15) 0.63703(15) 0.12434(9) 0.0265(4) Uani 1 1 d . . .
O2 O 0.47106(15) 0.64005(14) -0.00700(9) 0.0215(3) Uani 1 1 d . . .
O3 O 0.4016(2) 0.81721(16) 0.05885(11) 0.0390(4) Uani 1 1 d . . .
N1 N 0.52991(18) 0.46772(17) 0.21435(11) 0.0217(4) Uani 1 1 d . . .
N2 N 0.30602(17) 0.51456(18) 0.11325(11) 0.0208(4) Uani 1 1 d . . .
C1 C 0.7581(2) 0.6337(2) 0.19246(13) 0.0227(4) Uani 1 1 d . . .
C2 C 0.7445(2) 0.55936(18) 0.26634(14) 0.0210(5) Uani 1 1 d . . .
C3 C 0.8417(2) 0.5662(2) 0.33857(16) 0.0274(5) Uani 1 1 d . . .
H3A H 0.8308 0.5151 0.3870 0.033 Uiso 1 1 calc R . .
C4 C 0.9519(2) 0.6449(2) 0.34060(16) 0.0340(6) Uani 1 1 d . . .
C5 C 0.9656(2) 0.7163(2) 0.26762(17) 0.0345(6) Uani 1 1 d . . .
H5A H 1.0417 0.7699 0.2679 0.041 Uiso 1 1 calc R . .
C6 C 0.8742(2) 0.7133(2) 0.19478(15) 0.0302(5) Uani 1 1 d . . .
C7 C 0.8891(3) 0.7942(3) 0.11760(19) 0.0512(8) Uani 1 1 d . . .
H7A H 0.9718 0.8440 0.1276 0.077 Uiso 1 1 calc R . .
H7B H 0.8166 0.8584 0.1053 0.077 Uiso 1 1 calc R . .
H7C H 0.8886 0.7328 0.0697 0.077 Uiso 1 1 calc R . .
C8 C 1.0531(3) 0.6583(3) 0.4189(2) 0.0503(8) Uani 1 1 d . . .
H8A H 1.0284 0.6011 0.4636 0.075 Uiso 1 1 calc R . .
H8B H 1.0581 0.7530 0.4375 0.075 Uiso 1 1 calc R . .
H8C H 1.1383 0.6296 0.4064 0.075 Uiso 1 1 calc R . .
C9 C 0.6309(2) 0.4784(2) 0.27220(13) 0.0213(4) Uani 1 1 d . . .
H9A H 0.6302 0.4288 0.3227 0.026 Uiso 1 1 calc R . .
C10 C 0.4196(2) 0.3839(2) 0.23286(14) 0.0281(5) Uani 1 1 d . . .
H10A H 0.3815 0.4241 0.2798 0.034 Uiso 1 1 calc R . .
H10B H 0.4502 0.2912 0.2493 0.034 Uiso 1 1 calc R . .
C11 C 0.3176(2) 0.3789(2) 0.15346(15) 0.0275(5) Uani 1 1 d . . .
H11A H 0.3436 0.3113 0.1138 0.033 Uiso 1 1 calc R . .
H11B H 0.2323 0.3513 0.1681 0.033 Uiso 1 1 calc R . .
C12 C 0.2195(2) 0.5053(3) 0.03110(16) 0.0353(6) Uani 1 1 d . . .
H12A H 0.1308 0.4828 0.0401 0.053 Uiso 1 1 calc R . .
H12B H 0.2516 0.4345 -0.0031 0.053 Uiso 1 1 calc R . .
H12C H 0.2187 0.5924 0.0018 0.053 Uiso 1 1 calc R . .
C13 C 0.2502(3) 0.6141(2) 0.16607(17) 0.0363(6) Uani 1 1 d . . .
H13A H 0.1591 0.5904 0.1685 0.054 Uiso 1 1 calc R . .
H13B H 0.2539 0.7048 0.1417 0.054 Uiso 1 1 calc R . .
H13C H 0.3004 0.6133 0.2230 0.054 Uiso 1 1 calc R . .
C14 C 0.4331(2) 0.7640(2) -0.00433(13) 0.0239(5) Uani 1 1 d . . .
C15 C 0.4292(3) 0.8463(2) -0.08396(15) 0.0361(6) Uani 1 1 d . . .
H15A H 0.3989 0.9383 -0.0746 0.054 Uiso 1 1 calc R . .
H15B H 0.3693 0.8036 -0.1297 0.054 Uiso 1 1 calc R . .
H15C H 0.5169 0.8504 -0.0992 0.054 Uiso 1 1 calc R . .


_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 O1 1.9193(15) . ?
Cu1 N1 1.9467(18) . ?
Cu1 O2 1.9636(14) . ?
Cu1 N2 2.0762(17) . ?
O1 C1 1.302(3) . ?
O2 C14 1.289(3) . ?
O3 C14 1.234(3) . ?
N1 C9 1.291(3) . ?
N1 C10 1.481(3) . ?
N2 C12 1.478(3) . ?
N2 C11 1.484(3) . ?
N2 C13 1.477(3) . ?
C1 C2 1.423(3) . ?
C1 C6 1.434(3) . ?
C2 C3 1.414(3) . ?
C2 C9 1.440(3) . ?
C3 C4 1.379(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.396(4) . ?
C4 C8 1.513(4) . ?
C5 C6 1.386(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.505(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9500 . ?
C10 C11 1.525(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.512(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 91.97(7) . . ?
O1 Cu1 O2 88.94(6) . . ?
N1 Cu1 O2 174.91(6) . . ?
O1 Cu1 N2 164.52(7) . . ?
N1 Cu1 N2 82.60(7) . . ?
O2 Cu1 N2 97.75(7) . . ?
C1 O1 Cu1 128.17(13) . . ?
C14 O2 Cu1 110.29(13) . . ?
C9 N1 C10 117.75(18) . . ?
C9 N1 Cu1 127.14(15) . . ?
C10 N1 Cu1 114.94(14) . . ?
C12 N2 C11 109.25(18) . . ?
C12 N2 C13 108.5(2) . . ?
C11 N2 C13 111.20(18) . . ?
C12 N2 Cu1 114.91(14) . . ?
C11 N2 Cu1 102.17(13) . . ?
C13 N2 Cu1 110.69(14) . . ?
O1 C1 C2 124.73(19) . . ?
O1 C1 C6 118.2(2) . . ?
C2 C1 C6 117.1(2) . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 C9 117.2(2) . . ?
C1 C2 C9 122.1(2) . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 H3A 119.1 . . ?
C2 C3 H3A 119.1 . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 C8 122.2(3) . . ?
C5 C4 C8 120.4(2) . . ?
C6 C5 C4 123.5(2) . . ?
C6 C5 H5A 118.2 . . ?
C4 C5 H5A 118.2 . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 C7 122.6(2) . . ?
C1 C6 C7 117.7(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C2 125.29(19) . . ?
N1 C9 H9A 117.4 . . ?
C2 C9 H9A 117.4 . . ?
N1 C10 C11 107.78(17) . . ?
N1 C10 H10A 110.1 . . ?
C11 C10 H10A 110.2 . . ?
N1 C10 H10B 110.1 . . ?
C11 C10 H10B 110.1 . . ?
H10A C10 H10B 108.5 . . ?
N2 C11 C10 109.50(17) . . ?
N2 C11 H11A 109.8 . . ?
C10 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C10 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 O2 123.6(2) . . ?
O3 C14 C15 119.7(2) . . ?
O2 C14 C15 116.69(19) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.066
####################################################################### 
# 
# 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_l8cu
_database_code_depnum_ccdc_archive 'CCDC 1894377'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H40 Cu2 N4 O8'
_chemical_formula_sum            'C28 H40 Cu2 N4 O8'
_chemical_formula_weight         687.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.4620(8)
_cell_length_b                   8.2658(7)
_cell_length_c                   17.8447(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.055(9)
_cell_angle_gamma                90.00
_cell_volume                     1519.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1438
_cell_measurement_theta_min      3.1760
_cell_measurement_theta_max      28.2580

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    1.454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            6449
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0844
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3285
_reflns_number_gt                2225
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1100P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3285
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1957
_refine_ls_wR_factor_gt          0.1669
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.66716(5) -0.00396(6) 0.01275(3) 0.0185(2) Uani 1 1 d . . .
O1 O 0.6725(3) 0.0784(4) 0.11409(16) 0.0233(7) Uani 1 1 d . . .
O2 O 1.0070(3) -0.0244(4) 0.38618(18) 0.0262(8) Uani 1 1 d . . .
O3 O 0.4763(3) -0.1429(4) 0.02672(17) 0.0211(7) Uani 1 1 d . . .
O4 O 0.3356(3) -0.3326(4) 0.04873(17) 0.0296(8) Uani 1 1 d . . .
N1 N 0.8287(3) -0.1254(5) 0.04425(19) 0.0235(9) Uani 1 1 d . . .
N2 N 0.6812(4) -0.0990(5) -0.09547(19) 0.0227(9) Uani 1 1 d . . .
C1 C 0.7526(4) 0.0415(6) 0.1762(3) 0.0213(10) Uani 1 1 d . . .
C2 C 0.8639(4) -0.0587(6) 0.1793(2) 0.0218(10) Uani 1 1 d . . .
C3 C 0.9517(4) -0.0837(6) 0.2492(2) 0.0221(10) Uani 1 1 d . . .
H3A H 1.0263 -0.1498 0.2504 0.026 Uiso 1 1 calc R . .
C4 C 0.9276(5) -0.0113(5) 0.3149(2) 0.0218(10) Uani 1 1 d . . .
C5 C 0.8151(4) 0.0819(6) 0.3133(3) 0.0226(10) Uani 1 1 d . . .
H5A H 0.7968 0.1278 0.3591 0.027 Uiso 1 1 calc R . .
C6 C 0.7319(4) 0.1072(6) 0.2467(3) 0.0242(10) Uani 1 1 d . . .
H6A H 0.6568 0.1715 0.2473 0.029 Uiso 1 1 calc R . .
C7 C 1.1224(4) -0.1179(7) 0.3889(3) 0.0311(12) Uani 1 1 d . . .
H7A H 1.1707 -0.1196 0.4412 0.047 Uiso 1 1 calc R . .
H7B H 1.1764 -0.0695 0.3552 0.047 Uiso 1 1 calc R . .
H7C H 1.0993 -0.2287 0.3723 0.047 Uiso 1 1 calc R . .
C8 C 0.8953(4) -0.1340(5) 0.1129(2) 0.0225(10) Uani 1 1 d . . .
H8A H 0.9726 -0.1966 0.1195 0.027 Uiso 1 1 calc R . .
C9 C 0.8778(5) -0.2126(7) -0.0170(2) 0.0325(12) Uani 1 1 d . . .
H9A H 0.8479 -0.3264 -0.0195 0.039 Uiso 1 1 calc R . .
H9B H 0.9739 -0.2116 -0.0079 0.039 Uiso 1 1 calc R . .
C10 C 0.8237(4) -0.1239(7) -0.0909(3) 0.0316(12) Uani 1 1 d . . .
H10A H 0.8676 -0.0181 -0.0922 0.038 Uiso 1 1 calc R . .
H10B H 0.8399 -0.1884 -0.1351 0.038 Uiso 1 1 calc R . .
C11 C 0.6108(5) -0.2557(6) -0.1088(3) 0.0301(11) Uani 1 1 d . . .
H11A H 0.6184 -0.2972 -0.1592 0.045 Uiso 1 1 calc R . .
H11B H 0.5189 -0.2392 -0.1060 0.045 Uiso 1 1 calc R . .
H11C H 0.6485 -0.3339 -0.0698 0.045 Uiso 1 1 calc R . .
C12 C 0.6344(5) 0.0078(6) -0.1605(3) 0.0278(12) Uani 1 1 d . . .
H12A H 0.6444 -0.0468 -0.2079 0.042 Uiso 1 1 calc R . .
H12B H 0.6850 0.1082 -0.1554 0.042 Uiso 1 1 calc R . .
H12C H 0.5426 0.0330 -0.1616 0.042 Uiso 1 1 calc R . .
C13 C 0.4483(4) -0.2802(6) 0.0538(2) 0.0213(10) Uani 1 1 d . . .
C14 C 0.5625(5) -0.3773(6) 0.0945(3) 0.0340(12) Uani 1 1 d . . .
H14A H 0.5312 -0.4791 0.1128 0.051 Uiso 1 1 calc R . .
H14B H 0.6080 -0.3149 0.1378 0.051 Uiso 1 1 calc R . .
H14C H 0.6222 -0.4005 0.0592 0.051 Uiso 1 1 calc R . .


_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 O1 1.924(3) . ?
Cu1 O3 1.963(3) 3_655 ?
Cu1 N1 1.962(4) . ?
Cu1 N2 2.114(4) . ?
Cu1 O3 2.354(3) . ?
O1 C1 1.303(5) . ?
O2 C4 1.397(5) . ?
O2 C7 1.427(6) . ?
O3 C13 1.287(5) . ?
O3 Cu1 1.963(3) 3_655 ?
O4 C13 1.244(5) . ?
N1 C8 1.302(6) . ?
N1 C9 1.475(5) . ?
N2 C12 1.472(6) . ?
N2 C11 1.489(6) . ?
N2 C10 1.493(6) . ?
C1 C6 1.421(6) . ?
C1 C2 1.423(7) . ?
C2 C8 1.426(6) . ?
C2 C3 1.429(6) . ?
C3 C4 1.378(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.403(6) . ?
C5 C6 1.362(6) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9500 . ?
C9 C10 1.529(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.516(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 90.75(13) . 3_655 ?
O1 Cu1 N1 91.69(13) . . ?
O3 Cu1 N1 170.32(13) 3_655 . ?
O1 Cu1 N2 174.31(13) . . ?
O3 Cu1 N2 94.19(14) 3_655 . ?
N1 Cu1 N2 82.97(14) . . ?
O1 Cu1 O3 87.66(12) . . ?
O3 Cu1 O3 74.36(13) 3_655 . ?
N1 Cu1 O3 115.10(14) . . ?
N2 Cu1 O3 96.38(13) . . ?
C1 O1 Cu1 128.7(3) . . ?
C4 O2 C7 116.0(4) . . ?
C13 O3 Cu1 118.0(3) . 3_655 ?
C13 O3 Cu1 136.3(3) . . ?
Cu1 O3 Cu1 105.64(13) 3_655 . ?
C8 N1 C9 118.2(4) . . ?
C8 N1 Cu1 126.2(3) . . ?
C9 N1 Cu1 115.6(3) . . ?
C12 N2 C11 108.0(4) . . ?
C12 N2 C10 108.5(4) . . ?
C11 N2 C10 110.5(4) . . ?
C12 N2 Cu1 115.5(3) . . ?
C11 N2 Cu1 110.9(3) . . ?
C10 N2 Cu1 103.3(3) . . ?
O1 C1 C6 119.2(4) . . ?
O1 C1 C2 124.8(4) . . ?
C6 C1 C2 116.0(4) . . ?
C8 C2 C3 117.1(4) . . ?
C8 C2 C1 121.8(4) . . ?
C3 C2 C1 121.0(4) . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C3 C4 O2 124.9(4) . . ?
C3 C4 C5 119.9(4) . . ?
O2 C4 C5 115.1(4) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C5 C6 C1 122.8(4) . . ?
C5 C6 H6A 118.6 . . ?
C1 C6 H6A 118.6 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 126.5(4) . . ?
N1 C8 H8A 116.7 . . ?
C2 C8 H8A 116.7 . . ?
N1 C9 C10 106.3(4) . . ?
N1 C9 H9A 110.5 . . ?
C10 C9 H9A 110.5 . . ?
N1 C9 H9B 110.5 . . ?
C10 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
N2 C10 C9 109.2(4) . . ?
N2 C10 H10A 109.8 . . ?
C9 C10 H10A 109.8 . . ?
N2 C10 H10B 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 O3 123.7(4) . . ?
O4 C13 C14 120.5(4) . . ?
O3 C13 C14 115.8(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.547
_refine_diff_density_min         -1.532
_refine_diff_density_rms         0.166
####################################################################### 
# 
# 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_cumyll3cu
_database_code_depnum_ccdc_archive 'CCDC 1894380'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H38 Cu N2 O3'
_chemical_formula_sum            'C31 H38 Cu N2 O3'
_chemical_formula_weight         550.17

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7657(3)
_cell_length_b                   10.5785(6)
_cell_length_c                   15.5780(8)
_cell_angle_alpha                81.054(5)
_cell_angle_beta                 88.318(4)
_cell_angle_gamma                81.086(4)
_cell_volume                     1409.69(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3935
_cell_measurement_theta_min      2.8244
_cell_measurement_theta_max      29.1311

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            11368
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5536
_reflns_number_gt                4774
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0700P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5536
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.80457(3) 0.95164(3) 0.530821(15) 0.01411(10) Uani 1 1 d . . .
O1 O 0.77790(15) 0.97867(14) 0.64889(9) 0.0149(3) Uani 1 1 d . . .
O2 O 0.92535(18) 0.78417(16) 0.56859(10) 0.0254(4) Uani 1 1 d . . .
O3 O 0.7015(2) 0.7104(2) 0.57527(13) 0.0436(5) Uani 1 1 d . . .
N1 N 0.73459(19) 1.13203(19) 0.48761(11) 0.0169(4) Uani 1 1 d . . .
N2 N 0.79567(19) 0.92934(19) 0.40278(11) 0.0158(4) Uani 1 1 d . . .
C1 C 0.7138(2) 1.0830(2) 0.67965(13) 0.0127(4) Uani 1 1 d . . .
C2 C 0.6788(2) 1.2061(2) 0.62702(13) 0.0148(4) Uani 1 1 d . . .
C3 C 0.6149(2) 1.3169(2) 0.66407(14) 0.0176(5) Uani 1 1 d . . .
H3A H 0.5967 1.3988 0.6281 0.021 Uiso 1 1 calc R . .
C4 C 0.5790(2) 1.3082(2) 0.75070(13) 0.0159(4) Uani 1 1 d . . .
C5 C 0.6092(2) 1.1847(2) 0.80156(13) 0.0147(4) Uani 1 1 d . . .
H5A H 0.5831 1.1776 0.8615 0.018 Uiso 1 1 calc R . .
C6 C 0.6740(2) 1.0735(2) 0.77024(13) 0.0130(4) Uani 1 1 d . . .
C7 C 0.6935(2) 1.2226(2) 0.53400(14) 0.0176(5) Uani 1 1 d . . .
H7A H 0.6707 1.3085 0.5038 0.021 Uiso 1 1 calc R . .
C8 C 0.7274(3) 1.1656(2) 0.39204(13) 0.0229(5) Uani 1 1 d . . .
H8A H 0.7689 1.2474 0.3732 0.027 Uiso 1 1 calc R . .
H8B H 0.6189 1.1775 0.3725 0.027 Uiso 1 1 calc R . .
C9 C 0.8224(2) 1.0564(2) 0.35292(13) 0.0201(5) Uani 1 1 d . . .
H9A H 0.7930 1.0617 0.2915 0.024 Uiso 1 1 calc R . .
H9B H 0.9333 1.0643 0.3546 0.024 Uiso 1 1 calc R . .
C10 C 0.9096(3) 0.8251(3) 0.37472(15) 0.0248(5) Uani 1 1 d . . .
H10A H 0.8956 0.8228 0.3128 0.037 Uiso 1 1 calc R . .
H10B H 0.8945 0.7417 0.4085 0.037 Uiso 1 1 calc R . .
H10C H 1.0143 0.8418 0.3842 0.037 Uiso 1 1 calc R . .
C11 C 0.6385(2) 0.9030(3) 0.38716(15) 0.0249(5) Uani 1 1 d . . .
H11A H 0.6297 0.8917 0.3263 0.037 Uiso 1 1 calc R . .
H11B H 0.5621 0.9759 0.3997 0.037 Uiso 1 1 calc R . .
H11C H 0.6198 0.8239 0.4252 0.037 Uiso 1 1 calc R . .
C12 C 0.6981(2) 0.9402(2) 0.82780(13) 0.0150(4) Uani 1 1 d . . .
C13 C 0.6086(2) 0.8469(2) 0.79049(15) 0.0208(5) Uani 1 1 d . . .
H13A H 0.6452 0.8381 0.7314 0.031 Uiso 1 1 calc R . .
H13B H 0.4981 0.8812 0.7892 0.031 Uiso 1 1 calc R . .
H13C H 0.6255 0.7619 0.8272 0.031 Uiso 1 1 calc R . .
C14 C 0.6335(3) 0.9491(2) 0.92051(14) 0.0214(5) Uani 1 1 d . . .
H14A H 0.6873 1.0073 0.9474 0.032 Uiso 1 1 calc R . .
H14B H 0.6493 0.8628 0.9555 0.032 Uiso 1 1 calc R . .
H14C H 0.5228 0.9827 0.9173 0.032 Uiso 1 1 calc R . .
C15 C 0.8725(2) 0.8895(2) 0.83795(13) 0.0166(5) Uani 1 1 d . . .
C16 C 0.9674(3) 0.9639(3) 0.87131(14) 0.0247(5) Uani 1 1 d . . .
H16A H 0.9263 1.0487 0.8817 0.030 Uiso 1 1 calc R . .
C17 C 1.1224(3) 0.9154(3) 0.88969(15) 0.0339(6) Uani 1 1 d . . .
H17A H 1.1859 0.9673 0.9123 0.041 Uiso 1 1 calc R . .
C18 C 1.1832(3) 0.7926(3) 0.87517(16) 0.0352(7) Uani 1 1 d . . .
H18A H 1.2877 0.7586 0.8895 0.042 Uiso 1 1 calc R . .
C19 C 1.0921(3) 0.7191(3) 0.83982(16) 0.0326(6) Uani 1 1 d . . .
H19A H 1.1347 0.6352 0.8282 0.039 Uiso 1 1 calc R . .
C20 C 0.9378(3) 0.7672(2) 0.82099(14) 0.0230(5) Uani 1 1 d . . .
H20A H 0.8763 0.7159 0.7962 0.028 Uiso 1 1 calc R . .
C21 C 0.5107(2) 1.4245(2) 0.79534(14) 0.0175(5) Uani 1 1 d . . .
C22 C 0.4653(3) 1.5478(2) 0.72923(15) 0.0245(5) Uani 1 1 d . . .
H22A H 0.3859 1.5335 0.6903 0.037 Uiso 1 1 calc R . .
H22B H 0.5563 1.5685 0.6951 0.037 Uiso 1 1 calc R . .
H22C H 0.4247 1.6199 0.7601 0.037 Uiso 1 1 calc R . .
C23 C 0.6342(3) 1.4505(2) 0.85522(15) 0.0250(5) Uani 1 1 d . . .
H23A H 0.7257 1.4693 0.8208 0.037 Uiso 1 1 calc R . .
H23B H 0.6626 1.3740 0.8992 0.037 Uiso 1 1 calc R . .
H23C H 0.5934 1.5248 0.8840 0.037 Uiso 1 1 calc R . .
C24 C 0.3625(2) 1.3938(2) 0.84522(14) 0.0170(5) Uani 1 1 d . . .
C25 C 0.2485(3) 1.3503(3) 0.80205(15) 0.0258(5) Uani 1 1 d . . .
H25A H 0.2652 1.3363 0.7435 0.031 Uiso 1 1 calc R . .
C26 C 0.1101(3) 1.3269(3) 0.84366(18) 0.0336(6) Uani 1 1 d . . .
H26A H 0.0338 1.2968 0.8134 0.040 Uiso 1 1 calc R . .
C27 C 0.0837(3) 1.3472(3) 0.92830(16) 0.0298(6) Uani 1 1 d . . .
H27A H -0.0104 1.3311 0.9567 0.036 Uiso 1 1 calc R . .
C28 C 0.1950(3) 1.3911(3) 0.97146(15) 0.0275(6) Uani 1 1 d . . .
H28A H 0.1768 1.4062 1.0297 0.033 Uiso 1 1 calc R . .
C29 C 0.3341(3) 1.4139(2) 0.93086(14) 0.0220(5) Uani 1 1 d . . .
H29A H 0.4101 1.4433 0.9618 0.026 Uiso 1 1 calc R . .
C30 C 0.8424(3) 0.6938(3) 0.58649(16) 0.0317(6) Uani 1 1 d . . .
C31 C 0.9295(4) 0.5616(3) 0.6222(2) 0.0526(9) Uani 1 1 d . . .
H31A H 0.8569 0.4992 0.6339 0.079 Uiso 1 1 calc R . .
H31B H 0.9812 0.5667 0.6762 0.079 Uiso 1 1 calc R . .
H31C H 1.0067 0.5335 0.5796 0.079 Uiso 1 1 calc R . .


_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 O1 1.9070(13) . ?
Cu1 N1 1.9321(19) . ?
Cu1 O2 1.9330(16) . ?
Cu1 N2 2.0497(17) . ?
O1 C1 1.312(2) . ?
O2 C30 1.281(3) . ?
O3 C30 1.234(3) . ?
N1 C7 1.290(3) . ?
N1 C8 1.477(3) . ?
N2 C11 1.481(3) . ?
N2 C10 1.479(3) . ?
N2 C9 1.493(3) . ?
C1 C2 1.421(3) . ?
C1 C6 1.436(3) . ?
C2 C3 1.417(3) . ?
C2 C7 1.437(3) . ?
C3 C4 1.369(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.410(3) . ?
C4 C21 1.539(3) . ?
C5 C6 1.378(3) . ?
C5 H5A 0.9500 . ?
C6 C12 1.537(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.513(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.541(3) . ?
C12 C15 1.544(3) . ?
C12 C14 1.547(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.392(3) . ?
C15 C16 1.392(3) . ?
C16 C17 1.397(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.376(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.377(4) . ?
C18 H18A 0.9500 . ?
C19 C20 1.392(3) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 C23 1.533(3) . ?
C21 C22 1.538(3) . ?
C21 C24 1.546(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.393(3) . ?
C24 C25 1.393(3) . ?
C25 C26 1.397(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.376(4) . ?
C26 H26A 0.9500 . ?
C27 C28 1.378(4) . ?
C27 H27A 0.9500 . ?
C28 C29 1.394(3) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 C31 1.517(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 92.46(7) . . ?
O1 Cu1 O2 89.82(6) . . ?
N1 Cu1 O2 165.52(7) . . ?
O1 Cu1 N2 170.87(6) . . ?
N1 Cu1 N2 84.06(8) . . ?
O2 Cu1 N2 95.66(7) . . ?
C1 O1 Cu1 128.79(13) . . ?
C30 O2 Cu1 112.85(16) . . ?
C7 N1 C8 118.52(19) . . ?
C7 N1 Cu1 126.27(15) . . ?
C8 N1 Cu1 115.21(15) . . ?
C11 N2 C10 108.60(18) . . ?
C11 N2 C9 111.04(17) . . ?
C10 N2 C9 109.15(17) . . ?
C11 N2 Cu1 107.02(12) . . ?
C10 N2 Cu1 116.05(13) . . ?
C9 N2 Cu1 104.94(13) . . ?
O1 C1 C2 123.03(18) . . ?
O1 C1 C6 119.14(18) . . ?
C2 C1 C6 117.82(18) . . ?
C3 C2 C1 120.80(19) . . ?
C3 C2 C7 116.8(2) . . ?
C1 C2 C7 122.2(2) . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3A 119.3 . . ?
C2 C3 H3A 119.3 . . ?
C3 C4 C5 117.2(2) . . ?
C3 C4 C21 124.1(2) . . ?
C5 C4 C21 118.68(18) . . ?
C6 C5 C4 124.52(19) . . ?
C6 C5 H5A 117.7 . . ?
C4 C5 H5A 117.7 . . ?
C5 C6 C1 118.22(19) . . ?
C5 C6 C12 122.34(17) . . ?
C1 C6 C12 119.38(18) . . ?
N1 C7 C2 126.2(2) . . ?
N1 C7 H7A 116.9 . . ?
C2 C7 H7A 116.9 . . ?
N1 C8 C9 108.25(18) . . ?
N1 C8 H8A 110.0 . . ?
C9 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
C9 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N2 C9 C8 109.75(17) . . ?
N2 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
N2 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C6 110.02(17) . . ?
C13 C12 C15 113.15(18) . . ?
C6 C12 C15 109.74(17) . . ?
C13 C12 C14 106.22(17) . . ?
C6 C12 C14 111.22(17) . . ?
C15 C12 C14 106.41(16) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 118.0(2) . . ?
C20 C15 C12 122.5(2) . . ?
C16 C15 C12 119.3(2) . . ?
C15 C16 C17 120.8(2) . . ?
C15 C16 H16A 119.6 . . ?
C17 C16 H16A 119.6 . . ?
C18 C17 C16 120.2(3) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C17 C18 C19 119.7(2) . . ?
C17 C18 H18A 120.1 . . ?
C19 C18 H18A 120.1 . . ?
C18 C19 C20 120.3(2) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C15 C20 C19 120.9(2) . . ?
C15 C20 H20A 119.5 . . ?
C19 C20 H20A 119.5 . . ?
C23 C21 C4 108.14(17) . . ?
C23 C21 C22 108.05(19) . . ?
C4 C21 C22 111.91(18) . . ?
C23 C21 C24 112.47(18) . . ?
C4 C21 C24 108.97(18) . . ?
C22 C21 C24 107.35(17) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 118.1(2) . . ?
C29 C24 C21 122.7(2) . . ?
C25 C24 C21 119.16(19) . . ?
C24 C25 C26 120.9(2) . . ?
C24 C25 H25A 119.5 . . ?
C26 C25 H25A 119.5 . . ?
C27 C26 C25 120.3(2) . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C26 C27 C28 119.3(2) . . ?
C26 C27 H27A 120.4 . . ?
C28 C27 H27A 120.4 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28A 119.5 . . ?
C29 C28 H28A 119.5 . . ?
C24 C29 C28 120.4(2) . . ?
C24 C29 H29A 119.8 . . ?
C28 C29 H29A 119.8 . . ?
O3 C30 O2 123.5(2) . . ?
O3 C30 C31 121.1(3) . . ?
O2 C30 C31 115.3(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_tbul2cu
_database_code_depnum_ccdc_archive 'CCDC 1894379'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H68 Cu2 N4 O7'
_chemical_formula_sum            'C42 H68 Cu2 N4 O7'
_chemical_formula_weight         868.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3633(3)
_cell_length_b                   15.3384(4)
_cell_length_c                   17.4039(5)
_cell_angle_alpha                96.937(2)
_cell_angle_beta                 90.321(2)
_cell_angle_gamma                100.056(2)
_cell_volume                     2703.01(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6064
_cell_measurement_theta_min      2.8205
_cell_measurement_theta_max      29.2030

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             924
_exptl_absorpt_coefficient_mu    0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97995
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            24647
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0638
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         27.00
_reflns_number_total             11620
_reflns_number_gt                8449
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11620
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1882
_refine_ls_wR_factor_gt          0.1716
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.87361(4) 0.49249(3) 0.88813(2) 0.01890(13) Uani 1 1 d . . .
Cu2 Cu 0.87791(4) 0.50710(3) 0.61349(2) 0.01829(13) Uani 1 1 d . . .
O1 O 0.8754(2) 0.36837(15) 0.86416(13) 0.0213(5) Uani 1 1 d . . .
O2 O 0.7077(3) 0.46320(18) 0.93958(16) 0.0337(6) Uani 1 1 d . . .
O3 O 0.5933(3) 0.4091(2) 0.82911(19) 0.0416(7) Uani 1 1 d . . .
O4 O 0.9377(2) 0.63142(15) 0.63942(13) 0.0209(5) Uani 1 1 d . . .
O5 O 0.7240(3) 0.53404(17) 0.56288(15) 0.0318(6) Uani 1 1 d . . .
O6 O 0.6388(3) 0.5888(2) 0.67303(18) 0.0405(7) Uani 1 1 d . . .
N1 N 1.0590(3) 0.52379(17) 0.87191(15) 0.0185(6) Uani 1 1 d . . .
N2 N 0.8800(3) 0.62720(19) 0.91451(15) 0.0203(6) Uani 1 1 d . . .
N3 N 1.0504(3) 0.48013(18) 0.62999(15) 0.0189(6) Uani 1 1 d . . .
N4 N 0.8210(3) 0.37231(18) 0.58432(15) 0.0187(6) Uani 1 1 d . . .
C1 C 0.9676(3) 0.3290(2) 0.83117(17) 0.0160(6) Uani 1 1 d . . .
C2 C 1.0937(3) 0.3771(2) 0.81540(18) 0.0165(6) Uani 1 1 d . . .
C3 C 1.1875(3) 0.3335(2) 0.77719(18) 0.0190(7) Uani 1 1 d . . .
H3A H 1.2702 0.3673 0.7672 0.023 Uiso 1 1 calc R . .
C4 C 1.1629(3) 0.2420(2) 0.75348(18) 0.0189(7) Uani 1 1 d . . .
C5 C 1.0395(3) 0.1949(2) 0.77311(19) 0.0207(7) Uani 1 1 d . . .
H5A H 1.0214 0.1321 0.7586 0.025 Uiso 1 1 calc R . .
C6 C 0.9438(3) 0.2339(2) 0.81179(18) 0.0172(7) Uani 1 1 d . . .
C7 C 0.8126(3) 0.1773(2) 0.8321(2) 0.0216(7) Uani 1 1 d . . .
C8 C 0.6985(3) 0.1997(3) 0.7853(2) 0.0288(8) Uani 1 1 d . . .
H8A H 0.7145 0.1885 0.7298 0.043 Uiso 1 1 calc R . .
H8B H 0.6923 0.2627 0.7990 0.043 Uiso 1 1 calc R . .
H8C H 0.6162 0.1622 0.7972 0.043 Uiso 1 1 calc R . .
C9 C 0.8131(4) 0.0769(2) 0.8127(2) 0.0315(9) Uani 1 1 d . . .
H9A H 0.8846 0.0606 0.8418 0.047 Uiso 1 1 calc R . .
H9B H 0.8258 0.0631 0.7571 0.047 Uiso 1 1 calc R . .
H9C H 0.7292 0.0430 0.8267 0.047 Uiso 1 1 calc R . .
C10 C 0.7882(4) 0.1943(3) 0.9199(2) 0.0302(8) Uani 1 1 d . . .
H10A H 0.8609 0.1796 0.9492 0.045 Uiso 1 1 calc R . .
H10B H 0.7060 0.1568 0.9319 0.045 Uiso 1 1 calc R . .
H10C H 0.7823 0.2573 0.9341 0.045 Uiso 1 1 calc R . .
C11 C 1.2575(3) 0.1935(2) 0.7055(2) 0.0245(7) Uani 1 1 d . . .
C12 C 1.1907(4) 0.1513(3) 0.6277(2) 0.0341(9) Uani 1 1 d . . .
H12A H 1.1666 0.1981 0.5998 0.051 Uiso 1 1 calc R . .
H12B H 1.1116 0.1089 0.6369 0.051 Uiso 1 1 calc R . .
H12C H 1.2511 0.1200 0.5968 0.051 Uiso 1 1 calc R . .
C13 C 1.2959(4) 0.1200(3) 0.7505(2) 0.0348(9) Uani 1 1 d . . .
H13A H 1.3389 0.1475 0.7999 0.052 Uiso 1 1 calc R . .
H13B H 1.3562 0.0882 0.7197 0.052 Uiso 1 1 calc R . .
H13C H 1.2169 0.0777 0.7601 0.052 Uiso 1 1 calc R . .
C14 C 1.3836(4) 0.2558(3) 0.6887(2) 0.0345(9) Uani 1 1 d . . .
H14A H 1.4283 0.2835 0.7377 0.052 Uiso 1 1 calc R . .
H14B H 1.3620 0.3023 0.6595 0.052 Uiso 1 1 calc R . .
H14C H 1.4412 0.2215 0.6583 0.052 Uiso 1 1 calc R . .
C15 C 1.1328(3) 0.4720(2) 0.83936(18) 0.0196(7) Uani 1 1 d . . .
H15A H 1.2206 0.4981 0.8302 0.023 Uiso 1 1 calc R . .
C16 C 1.1121(3) 0.6191(2) 0.8949(2) 0.0254(8) Uani 1 1 d . . .
H16A H 1.1887 0.6387 0.8634 0.030 Uiso 1 1 calc R . .
H16B H 1.1402 0.6295 0.9502 0.030 Uiso 1 1 calc R . .
C17 C 1.0037(4) 0.6700(2) 0.8813(2) 0.0252(8) Uani 1 1 d . . .
H17A H 1.0284 0.7325 0.9058 0.030 Uiso 1 1 calc R . .
H17B H 0.9904 0.6708 0.8250 0.030 Uiso 1 1 calc R . .
C18 C 0.7663(4) 0.6605(3) 0.8843(2) 0.0307(8) Uani 1 1 d . . .
H18A H 0.7767 0.7251 0.8993 0.046 Uiso 1 1 calc R . .
H18B H 0.6855 0.6308 0.9059 0.046 Uiso 1 1 calc R . .
H18C H 0.7613 0.6477 0.8277 0.046 Uiso 1 1 calc R . .
C19 C 0.8859(4) 0.6469(2) 0.99983(18) 0.0253(8) Uani 1 1 d . . .
H19A H 0.8891 0.7110 1.0146 0.038 Uiso 1 1 calc R . .
H19B H 0.9647 0.6293 1.0202 0.038 Uiso 1 1 calc R . .
H19C H 0.8080 0.6135 1.0213 0.038 Uiso 1 1 calc R . .
C20 C 0.6071(4) 0.4195(3) 0.9011(3) 0.0356(10) Uani 1 1 d . . .
C21 C 0.4964(5) 0.3772(4) 0.9505(4) 0.0707(17) Uani 1 1 d . . .
H21A H 0.4233 0.3449 0.9166 0.106 Uiso 1 1 calc R . .
H21B H 0.4661 0.4242 0.9854 0.106 Uiso 1 1 calc R . .
H21C H 0.5291 0.3356 0.9811 0.106 Uiso 1 1 calc R . .
C22 C 1.0516(3) 0.6731(2) 0.66981(18) 0.0163(6) Uani 1 1 d . . .
C23 C 1.1561(3) 0.6279(2) 0.68565(18) 0.0175(7) Uani 1 1 d . . .
C24 C 1.2751(3) 0.6758(2) 0.72118(19) 0.0208(7) Uani 1 1 d . . .
H24A H 1.3434 0.6446 0.7318 0.025 Uiso 1 1 calc R . .
C25 C 1.2936(3) 0.7672(2) 0.7405(2) 0.0238(7) Uani 1 1 d . . .
C26 C 1.1931(3) 0.8108(2) 0.7207(2) 0.0222(7) Uani 1 1 d . . .
H26A H 1.2074 0.8739 0.7318 0.027 Uiso 1 1 calc R . .
C27 C 1.0733(3) 0.7688(2) 0.68599(18) 0.0185(7) Uani 1 1 d . . .
C28 C 0.9681(3) 0.8220(2) 0.6663(2) 0.0225(7) Uani 1 1 d . . .
C29 C 0.9271(4) 0.8002(3) 0.5800(2) 0.0327(9) Uani 1 1 d . . .
H29A H 1.0039 0.8146 0.5483 0.049 Uiso 1 1 calc R . .
H29B H 0.8610 0.8356 0.5682 0.049 Uiso 1 1 calc R . .
H29C H 0.8901 0.7365 0.5686 0.049 Uiso 1 1 calc R . .
C30 C 0.8468(3) 0.7992(3) 0.7159(2) 0.0291(8) Uani 1 1 d . . .
H30A H 0.8725 0.8129 0.7709 0.044 Uiso 1 1 calc R . .
H30B H 0.8099 0.7355 0.7043 0.044 Uiso 1 1 calc R . .
H30C H 0.7808 0.8346 0.7040 0.044 Uiso 1 1 calc R . .
C31 C 1.0159(4) 0.9227(2) 0.6821(3) 0.0343(9) Uani 1 1 d . . .
H31A H 1.0929 0.9394 0.6511 0.051 Uiso 1 1 calc R . .
H31B H 1.0394 0.9392 0.7372 0.051 Uiso 1 1 calc R . .
H31C H 0.9460 0.9539 0.6681 0.051 Uiso 1 1 calc R . .
C32 C 1.4223(4) 0.8220(3) 0.7782(2) 0.0338(9) Uani 1 1 d . . .
C33 C 1.3912(5) 0.8813(4) 0.8501(3) 0.0698(18) Uani 1 1 d . . .
H33A H 1.3471 0.8439 0.8874 0.105 Uiso 1 1 calc R . .
H33B H 1.3336 0.9213 0.8354 0.105 Uiso 1 1 calc R . .
H33C H 1.4728 0.9168 0.8736 0.105 Uiso 1 1 calc R . .
C34 C 1.5171(4) 0.7617(3) 0.8019(3) 0.0387(10) Uani 1 1 d . . .
H34A H 1.5391 0.7242 0.7559 0.058 Uiso 1 1 calc R . .
H34B H 1.4749 0.7238 0.8393 0.058 Uiso 1 1 calc R . .
H34C H 1.5973 0.7991 0.8254 0.058 Uiso 1 1 calc R . .
C35 C 1.4907(4) 0.8811(3) 0.7203(3) 0.0556(14) Uani 1 1 d . . .
H35A H 1.5117 0.8435 0.6741 0.083 Uiso 1 1 calc R . .
H35B H 1.5716 0.9171 0.7441 0.083 Uiso 1 1 calc R . .
H35C H 1.4324 0.9206 0.7055 0.083 Uiso 1 1 calc R . .
C36 C 1.1499(3) 0.5345(2) 0.66315(18) 0.0188(7) Uani 1 1 d . . .
H36A H 1.2256 0.5103 0.6735 0.023 Uiso 1 1 calc R . .
C37 C 1.0592(3) 0.3859(2) 0.6055(2) 0.0236(7) Uani 1 1 d . . .
H37A H 1.1275 0.3674 0.6366 0.028 Uiso 1 1 calc R . .
H37B H 1.0818 0.3774 0.5502 0.028 Uiso 1 1 calc R . .
C38 C 0.9254(4) 0.3312(2) 0.6180(2) 0.0242(8) Uani 1 1 d . . .
H38A H 0.9207 0.2692 0.5928 0.029 Uiso 1 1 calc R . .
H38B H 0.9120 0.3293 0.6741 0.029 Uiso 1 1 calc R . .
C39 C 0.8165(4) 0.3546(2) 0.49843(18) 0.0240(7) Uani 1 1 d . . .
H39A H 0.7896 0.2905 0.4825 0.036 Uiso 1 1 calc R . .
H39B H 0.9036 0.3748 0.4787 0.036 Uiso 1 1 calc R . .
H39C H 0.7533 0.3869 0.4775 0.036 Uiso 1 1 calc R . .
C40 C 0.6905(4) 0.3354(3) 0.6129(2) 0.0313(9) Uani 1 1 d . . .
H40A H 0.6705 0.2709 0.5968 0.047 Uiso 1 1 calc R . .
H40B H 0.6235 0.3640 0.5913 0.047 Uiso 1 1 calc R . .
H40C H 0.6914 0.3469 0.6696 0.047 Uiso 1 1 calc R . .
C41 C 0.6451(4) 0.5782(3) 0.6007(3) 0.0350(10) Uani 1 1 d . . .
C42 C 0.5555(5) 0.6193(4) 0.5530(3) 0.0626(16) Uani 1 1 d . . .
H42A H 0.5004 0.6515 0.5874 0.094 Uiso 1 1 calc R . .
H42B H 0.4997 0.5722 0.5186 0.094 Uiso 1 1 calc R . .
H42C H 0.6081 0.6608 0.5220 0.094 Uiso 1 1 calc R . .
O7 O 0.7922(3) 0.4970(2) 0.75028(16) 0.0407(7) 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 O1 1.903(2) . ?
Cu1 N1 1.928(3) . ?
Cu1 O2 1.951(3) . ?
Cu1 N2 2.051(3) . ?
Cu2 O4 1.897(2) . ?
Cu2 N3 1.932(3) . ?
Cu2 O5 1.947(2) . ?
Cu2 N4 2.049(3) . ?
O1 C1 1.316(4) . ?
O2 C20 1.274(5) . ?
O3 C20 1.248(5) . ?
O4 C22 1.315(4) . ?
O5 C41 1.286(5) . ?
O6 C41 1.253(5) . ?
N1 C15 1.283(4) . ?
N1 C16 1.475(4) . ?
N2 C18 1.481(4) . ?
N2 C19 1.478(4) . ?
N2 C17 1.489(4) . ?
N3 C36 1.292(4) . ?
N3 C37 1.476(4) . ?
N4 C39 1.486(4) . ?
N4 C40 1.485(4) . ?
N4 C38 1.494(4) . ?
C1 C2 1.430(4) . ?
C1 C6 1.433(4) . ?
C2 C3 1.401(5) . ?
C2 C15 1.450(5) . ?
C3 C4 1.393(5) . ?
C4 C5 1.420(4) . ?
C4 C11 1.525(5) . ?
C5 C6 1.383(5) . ?
C6 C7 1.548(4) . ?
C7 C8 1.543(5) . ?
C7 C9 1.537(5) . ?
C7 C10 1.548(5) . ?
C11 C14 1.530(5) . ?
C11 C12 1.534(5) . ?
C11 C13 1.552(5) . ?
C16 C17 1.509(5) . ?
C20 C21 1.537(6) . ?
C22 C23 1.426(5) . ?
C22 C27 1.439(4) . ?
C23 C24 1.418(4) . ?
C23 C36 1.428(5) . ?
C24 C25 1.380(5) . ?
C25 C26 1.395(5) . ?
C25 C32 1.543(5) . ?
C26 C27 1.392(4) . ?
C27 C28 1.532(5) . ?
C28 C31 1.528(5) . ?
C28 C30 1.543(5) . ?
C28 C29 1.539(5) . ?
C32 C33 1.526(6) . ?
C32 C34 1.547(5) . ?
C32 C35 1.531(6) . ?
C37 C38 1.522(5) . ?
C41 C42 1.507(6) . ?

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
O1 Cu1 N1 92.48(11) . . ?
O1 Cu1 O2 89.10(11) . . ?
N1 Cu1 O2 161.03(11) . . ?
O1 Cu1 N2 177.62(11) . . ?
N1 Cu1 N2 85.22(12) . . ?
O2 Cu1 N2 92.86(12) . . ?
O4 Cu2 N3 92.37(11) . . ?
O4 Cu2 O5 88.82(10) . . ?
N3 Cu2 O5 161.45(12) . . ?
O4 Cu2 N4 177.67(11) . . ?
N3 Cu2 N4 85.50(11) . . ?
O5 Cu2 N4 92.90(11) . . ?
C1 O1 Cu1 128.8(2) . . ?
C20 O2 Cu1 120.1(3) . . ?
C22 O4 Cu2 128.8(2) . . ?
C41 O5 Cu2 121.1(2) . . ?
C15 N1 C16 120.0(3) . . ?
C15 N1 Cu1 126.3(2) . . ?
C16 N1 Cu1 113.5(2) . . ?
C18 N2 C19 108.8(3) . . ?
C18 N2 C17 110.5(3) . . ?
C19 N2 C17 110.3(3) . . ?
C18 N2 Cu1 114.5(2) . . ?
C19 N2 Cu1 107.2(2) . . ?
C17 N2 Cu1 105.4(2) . . ?
C36 N3 C37 120.4(3) . . ?
C36 N3 Cu2 126.1(2) . . ?
C37 N3 Cu2 113.3(2) . . ?
C39 N4 C40 108.3(3) . . ?
C39 N4 C38 111.0(3) . . ?
C40 N4 C38 110.5(3) . . ?
C39 N4 Cu2 107.35(19) . . ?
C40 N4 Cu2 114.4(2) . . ?
C38 N4 Cu2 105.28(19) . . ?
O1 C1 C2 122.5(3) . . ?
O1 C1 C6 119.6(3) . . ?
C2 C1 C6 117.9(3) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 C15 116.6(3) . . ?
C1 C2 C15 122.5(3) . . ?
C4 C3 C2 121.9(3) . . ?
C3 C4 C5 116.2(3) . . ?
C3 C4 C11 123.3(3) . . ?
C5 C4 C11 120.4(3) . . ?
C6 C5 C4 124.6(3) . . ?
C5 C6 C1 118.3(3) . . ?
C5 C6 C7 121.2(3) . . ?
C1 C6 C7 120.4(3) . . ?
C8 C7 C9 107.6(3) . . ?
C8 C7 C6 110.0(3) . . ?
C9 C7 C6 111.5(3) . . ?
C8 C7 C10 110.0(3) . . ?
C9 C7 C10 107.0(3) . . ?
C6 C7 C10 110.6(3) . . ?
C14 C11 C4 112.7(3) . . ?
C14 C11 C12 107.9(3) . . ?
C4 C11 C12 109.2(3) . . ?
C14 C11 C13 107.9(3) . . ?
C4 C11 C13 109.1(3) . . ?
C12 C11 C13 110.0(3) . . ?
N1 C15 C2 125.5(3) . . ?
N1 C16 C17 106.9(3) . . ?
N2 C17 C16 109.9(3) . . ?
O3 C20 O2 125.6(4) . . ?
O3 C20 C21 119.6(4) . . ?
O2 C20 C21 114.8(4) . . ?
O4 C22 C23 123.0(3) . . ?
O4 C22 C27 118.6(3) . . ?
C23 C22 C27 118.3(3) . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 C36 116.8(3) . . ?
C22 C23 C36 122.5(3) . . ?
C25 C24 C23 121.1(3) . . ?
C24 C25 C26 117.5(3) . . ?
C24 C25 C32 122.7(3) . . ?
C26 C25 C32 119.7(3) . . ?
C27 C26 C25 125.0(3) . . ?
C26 C27 C22 117.3(3) . . ?
C26 C27 C28 121.5(3) . . ?
C22 C27 C28 121.1(3) . . ?
C27 C28 C31 112.3(3) . . ?
C27 C28 C30 109.9(3) . . ?
C31 C28 C30 107.4(3) . . ?
C27 C28 C29 110.5(3) . . ?
C31 C28 C29 107.3(3) . . ?
C30 C28 C29 109.2(3) . . ?
C33 C32 C25 109.4(3) . . ?
C33 C32 C34 108.8(4) . . ?
C25 C32 C34 112.1(3) . . ?
C33 C32 C35 109.0(4) . . ?
C25 C32 C35 108.9(3) . . ?
C34 C32 C35 108.5(3) . . ?
N3 C36 C23 125.7(3) . . ?
N3 C37 C38 106.8(3) . . ?
N4 C38 C37 109.5(3) . . ?
O6 C41 O5 124.6(3) . . ?
O6 C41 C42 119.2(4) . . ?
O5 C41 C42 116.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.097

# SQUEEZE RESULTS (APPEND TO CIF) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.006 0.000 0.000 285 30 ' '
2 -0.026 0.000 0.500 274 32 ' '
3 0.396 0.444 0.607 7 0 ' '
4 0.456 0.545 0.816 20 8 ' '
5 0.543 0.455 0.184 21 8 ' '
6 0.604 0.556 0.393 7 0 ' '
_platon_squeeze_details          
; 
;

####################################################################### 
# 
# 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_aldl3cua
_database_code_depnum_ccdc_archive 'CCDC 1894381'
loop_
_audit_author_name
_audit_author_address
'Chen-Yen Tsai'
;Department of Chemistry, Chinese Culture University
Taiwan
;
_audit_update_record             
;
2019-01-29 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H19 Cu F N2 O4'
_chemical_formula_sum            'C13 H19 Cu F N2 O4'
_chemical_formula_weight         349.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.4965(3)
_cell_length_b                   21.5374(5)
_cell_length_c                   5.48860(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1477.21(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3341
_cell_measurement_theta_min      2.4917
_cell_measurement_theta_max      27.2755

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             724
_exptl_absorpt_coefficient_mu    1.506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93216
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            7121
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         26.98
_reflns_number_total             2855
_reflns_number_gt                2648
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0450P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         2855
_refine_ls_number_parameters     203
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0763
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.004
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38738(3) 0.316797(16) 0.10982(6) 0.01668(11) Uani 1 1 d . . .
O1 O 0.43689(17) 0.25953(9) 0.3557(4) 0.0204(5) Uani 1 1 d . . .
O2 O 0.46655(18) 0.38087(10) 0.2845(4) 0.0202(5) Uani 1 1 d . . .
O3 O 0.59497(19) 0.40111(11) 0.0118(4) 0.0267(5) Uani 1 1 d . . .
O4 O 0.51378(18) 0.29800(10) -0.1890(4) 0.0244(5) Uani 1 1 d . . .
H4A H 0.5613 0.3256 -0.1835 0.037 Uiso 1 1 calc R . .
H4B H 0.4934 0.2916 -0.3721 0.062(13) Uiso 1 1 d R . .
N1 N 0.2878(2) 0.25583(13) -0.0224(5) 0.0232(6) Uani 1 1 d . . .
N2 N 0.2934(2) 0.37961(12) -0.0800(5) 0.0200(6) Uani 1 1 d . . .
F1 F 0.38074(16) 0.00793(9) 0.4217(4) 0.0430(5) Uani 1 1 d . . .
C1 C 0.4211(2) 0.19902(13) 0.3638(6) 0.0185(6) Uani 1 1 d . . .
C2 C 0.3541(3) 0.16701(14) 0.1983(6) 0.0210(7) Uani 1 1 d . . .
C3 C 0.3427(3) 0.10148(16) 0.2187(7) 0.0292(8) Uani 1 1 d . . .
H3A H 0.2990 0.0794 0.1069 0.035 Uiso 1 1 calc R . .
C4 C 0.3945(3) 0.07105(13) 0.3974(7) 0.0282(7) Uani 1 1 d . . .
C5 C 0.4572(3) 0.10069(15) 0.5672(6) 0.0254(7) Uani 1 1 d . . .
H5A H 0.4910 0.0778 0.6937 0.030 Uiso 1 1 calc R . .
C6 C 0.4704(3) 0.16434(15) 0.5509(6) 0.0228(7) Uani 1 1 d . . .
H6A H 0.5135 0.1851 0.6679 0.027 Uiso 1 1 calc R . .
C7 C 0.2896(3) 0.19760(15) 0.0181(6) 0.0240(8) Uani 1 1 d . . .
H7A H 0.2444 0.1722 -0.0792 0.029 Uiso 1 1 calc R . .
C8 C 0.2084(3) 0.28047(17) -0.1957(7) 0.0334(9) Uani 1 1 d . . .
H8A H 0.1381 0.2853 -0.1145 0.040 Uiso 1 1 calc R . .
H8B H 0.1997 0.2516 -0.3348 0.040 Uiso 1 1 calc R . .
C9 C 0.2482(3) 0.34262(15) -0.2844(6) 0.0264(8) Uani 1 1 d . . .
H9A H 0.3039 0.3362 -0.4100 0.032 Uiso 1 1 calc R . .
H9B H 0.1883 0.3658 -0.3600 0.032 Uiso 1 1 calc R . .
C10 C 0.3494(3) 0.43425(14) -0.1796(6) 0.0256(8) Uani 1 1 d . . .
H10A H 0.2980 0.4608 -0.2652 0.038 Uiso 1 1 calc R . .
H10B H 0.4049 0.4206 -0.2937 0.038 Uiso 1 1 calc R . .
H10C H 0.3824 0.4577 -0.0463 0.038 Uiso 1 1 calc R . .
C11 C 0.2071(3) 0.40089(18) 0.0836(7) 0.0317(8) Uani 1 1 d . . .
H11A H 0.1615 0.4307 -0.0028 0.047 Uiso 1 1 calc R . .
H11B H 0.2385 0.4209 0.2271 0.047 Uiso 1 1 calc R . .
H11C H 0.1640 0.3652 0.1351 0.047 Uiso 1 1 calc R . .
C12 C 0.5548(3) 0.40583(14) 0.2157(6) 0.0193(7) Uani 1 1 d . . .
C13 C 0.6119(4) 0.4443(2) 0.4033(8) 0.0363(8) Uani 1 1 d D . .
H13A H 0.585(4) 0.4342(19) 0.565(8) 0.051(13) Uiso 1 1 d . . .
H13B H 0.600(4) 0.485(3) 0.370(9) 0.088(18) Uiso 1 1 d . . .
H13C H 0.6754(19) 0.437(2) 0.406(11) 0.08(2) Uiso 1 1 d 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 O1 1.930(2) . ?
Cu1 O2 1.950(2) . ?
Cu1 N1 1.949(3) . ?
Cu1 N2 2.072(2) . ?
Cu1 O4 2.313(2) . ?
O1 C1 1.319(3) . ?
O2 C12 1.283(4) . ?
O3 C12 1.231(4) . ?
O4 H4A 0.8400 . ?
O4 H4B 1.0452 . ?
N1 C7 1.274(4) . ?
N1 C8 1.474(4) . ?
N2 C10 1.474(4) . ?
N2 C11 1.476(4) . ?
N2 C9 1.487(4) . ?
F1 C4 1.377(3) . ?
C1 C2 1.415(4) . ?
C1 C6 1.411(4) . ?
C2 C3 1.423(4) . ?
C2 C7 1.435(4) . ?
C3 C4 1.345(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.375(5) . ?
C5 C6 1.384(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.509(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.503(5) . ?
C13 H13A 0.98(4) . ?
C13 H13B 0.90(5) . ?
C13 H13C 0.81(2) . ?

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
O1 Cu1 O2 86.89(8) . . ?
O1 Cu1 N1 91.98(10) . . ?
O2 Cu1 N1 169.64(11) . . ?
O1 Cu1 N2 161.85(10) . . ?
O2 Cu1 N2 94.18(10) . . ?
N1 Cu1 N2 83.72(11) . . ?
O1 Cu1 O4 99.51(9) . . ?
O2 Cu1 O4 97.24(8) . . ?
N1 Cu1 O4 93.10(10) . . ?
N2 Cu1 O4 98.33(9) . . ?
C1 O1 Cu1 127.4(2) . . ?
C12 O2 Cu1 126.0(2) . . ?
Cu1 O4 H4A 109.5 . . ?
Cu1 O4 H4B 122.6 . . ?
H4A O4 H4B 107.4 . . ?
C7 N1 C8 118.7(3) . . ?
C7 N1 Cu1 125.9(2) . . ?
C8 N1 Cu1 115.3(2) . . ?
C10 N2 C11 108.9(3) . . ?
C10 N2 C9 109.1(2) . . ?
C11 N2 C9 110.3(3) . . ?
C10 N2 Cu1 116.0(2) . . ?
C11 N2 Cu1 108.12(19) . . ?
C9 N2 Cu1 104.17(19) . . ?
O1 C1 C2 123.3(3) . . ?
O1 C1 C6 118.8(3) . . ?
C2 C1 C6 117.9(3) . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 C7 123.4(3) . . ?
C3 C2 C7 117.0(3) . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C3 C4 F1 119.5(3) . . ?
C3 C4 C5 122.8(3) . . ?
F1 C4 C5 117.6(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C5 C6 C1 121.3(3) . . ?
C5 C6 H6A 119.4 . . ?
C1 C6 H6A 119.4 . . ?
N1 C7 C2 125.6(3) . . ?
N1 C7 H7A 117.2 . . ?
C2 C7 H7A 117.2 . . ?
N1 C8 C9 107.8(3) . . ?
N1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.5 . . ?
N2 C9 C8 110.9(3) . . ?
N2 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.0 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O2 125.7(3) . . ?
O3 C12 C13 118.3(3) . . ?
O2 C12 C13 116.0(3) . . ?
C12 C13 H13A 110(3) . . ?
C12 C13 H13B 108(3) . . ?
H13A C13 H13B 110(4) . . ?
C12 C13 H13C 112(4) . . ?
H13A C13 H13C 106(5) . . ?
H13B C13 H13C 111(5) . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.070
