# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_120914bm
_database_code_depnum_ccdc_archive 'CCDC 1986794'
loop_
_audit_author_name
_audit_author_address
'Peng Wang'
'College of Chemical and Environmental Engineering, Shandong University of Science and Technology'
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43.50 H34 Cl4 Cu N6 O8.50'
_chemical_formula_weight         982.11

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   12.279(4)
_cell_length_b                   13.059(5)
_cell_length_c                   16.422(6)
_cell_angle_alpha                89.384(6)
_cell_angle_beta                 86.725(5)
_cell_angle_gamma                64.779(5)
_cell_volume                     2378.1(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    779
_cell_measurement_theta_min      3.0035
_cell_measurement_theta_max      22.615

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1004
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12510
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.1081
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.50
_reflns_number_total             8687
_reflns_number_gt                4395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.1248P)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         8687
_refine_ls_number_parameters     581
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1362
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2266
_refine_ls_wR_factor_gt          0.2004
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_restrained_S_all      0.920
_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
C21 C 1.0952(5) 0.9287(6) 1.0971(4) 0.0551(17) Uani 1 1 d . . .
H21 H 1.1599 0.8986 1.0587 0.066 Uiso 1 1 calc R . .
C20 C 1.0862(6) 1.0130(6) 1.1496(4) 0.0603(18) Uani 1 1 d . . .
H20 H 1.1446 1.0407 1.1466 0.072 Uiso 1 1 calc R . .
C19 C 0.9919(5) 1.0563(6) 1.2062(4) 0.0527(16) Uani 1 1 d . . .
H19 H 0.9878 1.1128 1.2418 0.063 Uiso 1 1 calc R . .
N3 N 0.9041(4) 1.0199(4) 1.2122(3) 0.0426(11) Uani 1 1 d . . .
C18 C 0.9142(5) 0.9356(5) 1.1615(3) 0.0444(14) Uani 1 1 d . . .
H18 H 0.8560 0.9077 1.1670 0.053 Uiso 1 1 calc R . .
C17 C 1.0064(5) 0.8881(5) 1.1015(3) 0.0436(14) Uani 1 1 d . . .
C16 C 1.0073(5) 0.8021(6) 1.0475(4) 0.0496(15) Uani 1 1 d . . .
C15 C 1.0016(5) 0.7339(5) 1.0031(4) 0.0453(15) Uani 1 1 d . . .
C39 C 0.6694(5) 0.9246(5) 1.3123(3) 0.0478(15) Uani 1 1 d . . .
H39 H 0.6051 0.9718 1.2826 0.057 Uiso 1 1 calc R . .
N4 N 0.7548(4) 0.9595(4) 1.3288(3) 0.0437(12) Uani 1 1 d . . .
C40 C 0.8436(5) 0.8922(6) 1.3742(4) 0.0503(16) Uani 1 1 d . . .
H40 H 0.9027 0.9152 1.3871 0.060 Uiso 1 1 calc R . .
C41 C 0.8511(5) 0.7896(6) 1.4030(4) 0.0562(17) Uani 1 1 d . . .
H41 H 0.9138 0.7454 1.4351 0.067 Uiso 1 1 calc R . .
C42 C 0.7676(6) 0.7537(6) 1.3845(4) 0.0532(16) Uani 1 1 d . . .
H42 H 0.7734 0.6841 1.4028 0.064 Uiso 1 1 calc R . .
C38 C 0.6729(5) 0.8209(5) 1.3379(3) 0.0438(14) Uani 1 1 d . . .
O8 O 0.4184(12) 1.0539(10) 0.9060(5) 0.220(6) Uani 1 1 d . . .
Cl2 Cl 0.40186(14) 0.95972(15) 0.91253(10) 0.0553(4) Uani 1 1 d . . .
C37 C 0.5808(6) 0.7883(5) 1.3148(4) 0.0499(15) Uani 1 1 d . . .
C36 C 0.5028(5) 0.7650(5) 1.2906(4) 0.0486(15) Uani 1 1 d . . .
N2 N 0.7987(4) 0.7838(4) 0.9096(3) 0.0557(14) Uani 1 1 d . . .
H2A H 0.7992 0.8325 0.9443 0.067 Uiso 1 1 calc R . .
H2B H 0.7375 0.8001 0.8806 0.067 Uiso 1 1 calc R . .
Cu1 Cu 0.25253(6) 0.89533(6) 0.72089(4) 0.0444(3) Uani 1 1 d . . .
Cl1 Cl 0.13334(18) 0.81817(18) 0.54342(11) 0.0726(6) Uani 1 1 d . . .
Cl3 Cl 0.3711(2) 0.0236(2) 0.44209(15) 0.1141(9) Uani 1 1 d . . .
N1 N 0.4200(4) 0.8071(4) 0.6678(3) 0.0468(12) Uani 1 1 d . . .
O1 O 0.1390(4) 0.8684(5) 0.6168(3) 0.0837(16) Uani 1 1 d . . .
N6 N 0.2735(4) 0.7502(4) 0.7785(3) 0.0455(12) Uani 1 1 d . . .
O6 O 0.3557(4) 0.9386(4) 0.8396(3) 0.0629(12) Uani 1 1 d . . .
C10 C 0.9965(5) 0.6519(5) 0.9476(3) 0.0443(14) Uani 1 1 d . . .
C30 C 0.2662(5) 0.6452(6) 1.2009(4) 0.0544(17) Uani 1 1 d . . .
H30 H 0.2164 0.6153 1.1807 0.065 Uiso 1 1 calc R . .
C35 C 0.4094(5) 0.7256(5) 1.1750(4) 0.0444(14) Uani 1 1 d . . .
C9 C 0.8951(5) 0.6807(5) 0.9007(3) 0.0415(14) Uani 1 1 d . . .
C2 C 0.6305(5) 0.6991(5) 0.6855(4) 0.0502(16) Uani 1 1 d . . .
C27 C 0.3307(5) 0.6501(5) 0.9882(4) 0.0480(15) Uani 1 1 d . . .
C25 C 0.3219(5) 0.6447(5) 0.9021(3) 0.0447(14) Uani 1 1 d . . .
C34 C 0.4180(5) 0.7315(5) 1.2598(4) 0.0454(15) Uani 1 1 d . . .
C1 C 0.5146(5) 0.7599(5) 0.7156(4) 0.0487(15) Uani 1 1 d . . .
H1 H 0.5000 0.7694 0.7718 0.058 Uiso 1 1 calc R . .
C11 C 1.0924(5) 0.5442(5) 0.9380(4) 0.0483(15) Uani 1 1 d . . .
H11 H 1.1580 0.5261 0.9700 0.058 Uiso 1 1 calc R . .
C12 C 0.9960(5) 0.4939(5) 0.8361(4) 0.0499(15) Uani 1 1 d . . .
H12 H 0.9952 0.4413 0.7986 0.060 Uiso 1 1 calc R . .
C8 C 0.8982(5) 0.6001(5) 0.8425(3) 0.0450(14) Uani 1 1 d . . .
C28 C 0.3333(5) 0.6614(5) 1.0603(4) 0.0471(15) Uani 1 1 d . . .
C24 C 0.3526(6) 0.5452(6) 0.8574(4) 0.0607(18) Uani 1 1 d . . .
H24 H 0.3802 0.4758 0.8833 0.073 Uiso 1 1 calc R . .
C29 C 0.3363(5) 0.6767(5) 1.1456(4) 0.0444(14) Uani 1 1 d . . .
C26 C 0.2802(5) 0.7463(5) 0.8585(3) 0.0442(14) Uani 1 1 d . . .
H26 H 0.2562 0.8140 0.8873 0.053 Uiso 1 1 calc R . .
C33 C 0.3448(6) 0.6994(6) 1.3121(4) 0.0549(16) Uani 1 1 d . . .
H33 H 0.3479 0.7070 1.3681 0.066 Uiso 1 1 calc R . .
C7 C 0.8024(5) 0.6293(5) 0.7881(4) 0.0518(16) Uani 1 1 d . . .
C31 C 0.2671(6) 0.6564(6) 1.2840(4) 0.0529(16) Uani 1 1 d . . .
C22 C 0.3031(6) 0.6526(6) 0.7365(4) 0.0548(17) Uani 1 1 d . . .
H22 H 0.2972 0.6546 0.6803 0.066 Uiso 1 1 calc R . .
C6 C 0.7257(6) 0.6582(6) 0.7397(4) 0.0566(17) Uani 1 1 d . . .
O5 O 0.3204(7) 0.9732(8) 0.9777(3) 0.139(3) Uani 1 1 d . . .
C13 C 1.0945(5) 0.4641(5) 0.8838(3) 0.0441(14) Uani 1 1 d . . .
C5 C 0.4409(5) 0.7934(6) 0.5877(4) 0.0560(17) Uani 1 1 d . . .
H5 H 0.3765 0.8266 0.5544 0.067 Uiso 1 1 calc R . .
O3 O 0.0274(6) 0.8140(7) 0.5345(6) 0.160(3) Uani 1 1 d . . .
C32 C 0.1850(7) 0.6276(7) 1.3422(4) 0.078(2) Uani 1 1 d . . .
H32A H 0.1176 0.6959 1.3607 0.118 Uiso 1 1 calc R . .
H32B H 0.2286 0.5884 1.3882 0.118 Uiso 1 1 calc R . .
H32C H 0.1564 0.5799 1.3148 0.118 Uiso 1 1 calc R . .
C4 C 0.5540(6) 0.7324(7) 0.5520(4) 0.075(2) Uani 1 1 d . . .
H4 H 0.5654 0.7250 0.4955 0.089 Uiso 1 1 calc R . .
C23 C 0.3417(6) 0.5511(6) 0.7751(4) 0.0615(18) Uani 1 1 d . . .
H23 H 0.3608 0.4852 0.7450 0.074 Uiso 1 1 calc R . .
C3 C 0.6516(6) 0.6815(7) 0.6006(4) 0.070(2) Uani 1 1 d . . .
H3 H 0.7284 0.6372 0.5777 0.084 Uiso 1 1 calc R . .
O2 O 0.2290(6) 0.7055(5) 0.5373(4) 0.111(2) Uani 1 1 d . . .
C14 C 1.1995(5) 0.3499(6) 0.8745(4) 0.0653(19) Uani 1 1 d . . .
H14A H 1.2454 0.3468 0.8244 0.098 Uiso 1 1 calc R . .
H14B H 1.1705 0.2923 0.8734 0.098 Uiso 1 1 calc R . .
H14C H 1.2499 0.3374 0.9196 0.098 Uiso 1 1 calc R . .
Cl4 Cl 0.2732(5) 0.0786(5) 0.2864(3) 0.263(3) Uani 1 1 d . . .
N5 N 0.4772(5) 0.7589(5) 1.1206(3) 0.0606(15) Uani 1 1 d . . .
H5A H 0.5260 0.7840 1.1382 0.073 Uiso 1 1 calc R . .
H5B H 0.4707 0.7547 1.0690 0.073 Uiso 1 1 calc R . .
O7 O 0.5027(7) 0.8643(9) 0.9283(5) 0.188(5) Uani 1 1 d . . .
O4 O 0.1574(10) 0.8797(8) 0.4792(5) 0.184(4) Uani 1 1 d . . .
C43 C 0.2619(9) 0.0235(10) 0.3765(7) 0.124(4) Uani 1 1 d . . .
H43A H 0.2720 -0.0536 0.3685 0.149 Uiso 1 1 calc R . .
H43B H 0.1820 0.0667 0.4018 0.149 Uiso 1 1 calc R . .
O9 O 0.8542(15) 0.4800(10) 0.4363(9) 0.148(6) Uani 0.50 1 d PU . .
H9 H 0.8311 0.4277 0.4442 0.222 Uiso 0.50 1 d PR . .
C44 C 0.9562(19) 0.4417(15) 0.3894(16) 0.161(11) Uani 0.50 1 d PU . .
H44A H 0.9393 0.4709 0.3354 0.241 Uiso 0.50 1 calc PR . .
H44B H 0.9910 0.3605 0.3871 0.241 Uiso 0.50 1 calc PR . .
H44C H 1.0118 0.4660 0.4120 0.241 Uiso 0.50 1 calc PR . .


_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
C21 C20 1.369(9) . ?
C21 C17 1.399(8) . ?
C21 H21 0.9300 . ?
C20 C19 1.362(9) . ?
C20 H20 0.9300 . ?
C19 N3 1.349(7) . ?
C19 H19 0.9300 . ?
N3 C18 1.347(7) . ?
N3 Cu1 2.026(5) 2_677 ?
C18 C17 1.388(8) . ?
C18 H18 0.9300 . ?
C17 C16 1.435(8) . ?
C16 C15 1.184(8) . ?
C15 C10 1.436(8) . ?
C39 N4 1.351(7) . ?
C39 C38 1.396(8) . ?
C39 H39 0.9300 . ?
N4 C40 1.334(7) . ?
N4 Cu1 2.025(5) 2_677 ?
C40 C41 1.383(8) . ?
C40 H40 0.9300 . ?
C41 C42 1.345(8) . ?
C41 H41 0.9300 . ?
C42 C38 1.387(8) . ?
C42 H42 0.9300 . ?
C38 C37 1.438(8) . ?
O8 Cl2 1.332(8) . ?
Cl2 O7 1.367(7) . ?
Cl2 O5 1.381(6) . ?
Cl2 O6 1.431(4) . ?
C37 C36 1.209(8) . ?
C36 C34 1.409(8) . ?
N2 C9 1.364(7) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
Cu1 N4 2.025(5) 2_677 ?
Cu1 N3 2.026(5) 2_677 ?
Cu1 N1 2.028(5) . ?
Cu1 N6 2.032(5) . ?
Cu1 O1 2.386(4) . ?
Cl1 O3 1.342(6) . ?
Cl1 O1 1.397(4) . ?
Cl1 O4 1.412(7) . ?
Cl1 O2 1.439(6) . ?
Cl3 C43 1.768(10) . ?
N1 C5 1.325(7) . ?
N1 C1 1.353(7) . ?
N6 C26 1.319(7) . ?
N6 C22 1.351(7) . ?
C10 C11 1.401(8) . ?
C10 C9 1.411(7) . ?
C30 C31 1.376(8) . ?
C30 C29 1.393(8) . ?
C30 H30 0.9300 . ?
C35 N5 1.377(7) . ?
C35 C34 1.407(8) . ?
C35 C29 1.412(8) . ?
C9 C8 1.416(8) . ?
C2 C1 1.365(8) . ?
C2 C3 1.407(9) . ?
C2 C6 1.421(8) . ?
C27 C28 1.198(8) . ?
C27 C25 1.429(8) . ?
C25 C24 1.393(8) . ?
C25 C26 1.407(8) . ?
C34 C33 1.395(8) . ?
C1 H1 0.9300 . ?
C11 C13 1.371(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(8) . ?
C12 C8 1.395(8) . ?
C12 H12 0.9300 . ?
C8 C7 1.435(8) . ?
C28 C29 1.422(8) . ?
C24 C23 1.363(9) . ?
C24 H24 0.9300 . ?
C26 H26 0.9300 . ?
C33 C31 1.396(8) . ?
C33 H33 0.9300 . ?
C7 C6 1.199(8) . ?
C31 C32 1.510(9) . ?
C22 C23 1.366(9) . ?
C22 H22 0.9300 . ?
C13 C14 1.502(8) . ?
C5 C4 1.372(9) . ?
C5 H5 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C4 C3 1.390(9) . ?
C4 H4 0.9300 . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Cl4 C43 1.662(11) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
O9 C44 1.33(2) . ?
O9 H9 0.8502 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?

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
C20 C21 C17 119.6(6) . . ?
C20 C21 H21 120.2 . . ?
C17 C21 H21 120.2 . . ?
C19 C20 C21 120.1(6) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
N3 C19 C20 122.1(6) . . ?
N3 C19 H19 118.9 . . ?
C20 C19 H19 118.9 . . ?
C18 N3 C19 117.7(5) . . ?
C18 N3 Cu1 119.3(4) . 2_677 ?
C19 N3 Cu1 122.2(4) . 2_677 ?
N3 C18 C17 123.7(5) . . ?
N3 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
C18 C17 C21 116.8(6) . . ?
C18 C17 C16 120.1(5) . . ?
C21 C17 C16 123.1(6) . . ?
C15 C16 C17 176.6(6) . . ?
C16 C15 C10 178.5(7) . . ?
N4 C39 C38 123.1(5) . . ?
N4 C39 H39 118.4 . . ?
C38 C39 H39 118.4 . . ?
C40 N4 C39 117.3(5) . . ?
C40 N4 Cu1 123.5(4) . 2_677 ?
C39 N4 Cu1 119.1(4) . 2_677 ?
N4 C40 C41 122.5(5) . . ?
N4 C40 H40 118.8 . . ?
C41 C40 H40 118.8 . . ?
C42 C41 C40 119.9(6) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C41 C42 C38 119.8(6) . . ?
C41 C42 H42 120.1 . . ?
C38 C42 H42 120.1 . . ?
C42 C38 C39 117.3(5) . . ?
C42 C38 C37 123.3(6) . . ?
C39 C38 C37 119.5(5) . . ?
O8 Cl2 O7 114.9(8) . . ?
O8 Cl2 O5 108.3(7) . . ?
O7 Cl2 O5 105.6(6) . . ?
O8 Cl2 O6 110.7(4) . . ?
O7 Cl2 O6 107.6(4) . . ?
O5 Cl2 O6 109.5(4) . . ?
C36 C37 C38 175.6(6) . . ?
C37 C36 C34 176.2(7) . . ?
C9 N2 H2A 120.0 . . ?
C9 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
N4 Cu1 N3 91.75(19) 2_677 2_677 ?
N4 Cu1 N1 90.73(19) 2_677 . ?
N3 Cu1 N1 172.58(18) 2_677 . ?
N4 Cu1 N6 173.85(18) 2_677 . ?
N3 Cu1 N6 89.66(19) 2_677 . ?
N1 Cu1 N6 87.2(2) . . ?
N4 Cu1 O1 92.57(19) 2_677 . ?
N3 Cu1 O1 88.56(18) 2_677 . ?
N1 Cu1 O1 98.31(18) . . ?
N6 Cu1 O1 93.45(19) . . ?
O3 Cl1 O1 113.9(5) . . ?
O3 Cl1 O4 110.1(6) . . ?
O1 Cl1 O4 107.6(5) . . ?
O3 Cl1 O2 109.5(5) . . ?
O1 Cl1 O2 109.1(3) . . ?
O4 Cl1 O2 106.3(5) . . ?
C5 N1 C1 118.3(5) . . ?
C5 N1 Cu1 122.7(4) . . ?
C1 N1 Cu1 119.1(4) . . ?
Cl1 O1 Cu1 150.7(3) . . ?
C26 N6 C22 118.8(5) . . ?
C26 N6 Cu1 118.6(4) . . ?
C22 N6 Cu1 121.4(4) . . ?
C11 C10 C9 119.3(5) . . ?
C11 C10 C15 120.8(5) . . ?
C9 C10 C15 119.8(5) . . ?
C31 C30 C29 123.0(6) . . ?
C31 C30 H30 118.5 . . ?
C29 C30 H30 118.5 . . ?
N5 C35 C34 121.4(5) . . ?
N5 C35 C29 119.6(5) . . ?
C34 C35 C29 118.9(5) . . ?
N2 C9 C10 121.1(5) . . ?
N2 C9 C8 121.2(5) . . ?
C10 C9 C8 117.7(5) . . ?
C1 C2 C3 118.2(5) . . ?
C1 C2 C6 119.7(6) . . ?
C3 C2 C6 122.1(6) . . ?
C28 C27 C25 176.0(7) . . ?
C24 C25 C26 117.0(5) . . ?
C24 C25 C27 124.7(6) . . ?
C26 C25 C27 118.4(5) . . ?
C33 C34 C35 118.9(5) . . ?
C33 C34 C36 121.0(5) . . ?
C35 C34 C36 120.1(5) . . ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C13 C11 C10 123.4(5) . . ?
C13 C11 H11 118.3 . . ?
C10 C11 H11 118.3 . . ?
C13 C12 C8 122.1(6) . . ?
C13 C12 H12 118.9 . . ?
C8 C12 H12 118.9 . . ?
C12 C8 C9 120.3(5) . . ?
C12 C8 C7 119.9(5) . . ?
C9 C8 C7 119.8(5) . . ?
C27 C28 C29 179.0(7) . . ?
C23 C24 C25 119.1(6) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C30 C29 C35 119.2(5) . . ?
C30 C29 C28 120.6(5) . . ?
C35 C29 C28 120.2(5) . . ?
N6 C26 C25 123.1(5) . . ?
N6 C26 H26 118.4 . . ?
C25 C26 H26 118.4 . . ?
C31 C33 C34 122.8(6) . . ?
C31 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C6 C7 C8 175.4(7) . . ?
C30 C31 C33 116.9(6) . . ?
C30 C31 C32 121.7(6) . . ?
C33 C31 C32 121.4(5) . . ?
N6 C22 C23 121.2(6) . . ?
N6 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C7 C6 C2 176.2(7) . . ?
C11 C13 C12 117.1(6) . . ?
C11 C13 C14 121.9(5) . . ?
C12 C13 C14 120.9(6) . . ?
N1 C5 C4 122.5(6) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C5 C4 C3 119.8(6) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C22 C23 C24 120.7(6) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C4 C3 C2 117.9(6) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
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 . . ?
C35 N5 H5A 120.0 . . ?
C35 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
Cl4 C43 Cl3 111.8(5) . . ?
Cl4 C43 H43A 109.3 . . ?
Cl3 C43 H43A 109.3 . . ?
Cl4 C43 H43B 109.3 . . ?
Cl3 C43 H43B 109.3 . . ?
H43A C43 H43B 107.9 . . ?
C44 O9 H9 110.1 . . ?
O9 C44 H44A 109.5 . . ?
O9 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O9 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 C21 C20 C19 0.5(10) . . . . ?
C21 C20 C19 N3 -0.9(10) . . . . ?
C20 C19 N3 C18 2.0(9) . . . . ?
C20 C19 N3 Cu1 -167.0(5) . . . 2_677 ?
C19 N3 C18 C17 -3.0(8) . . . . ?
Cu1 N3 C18 C17 166.4(4) 2_677 . . . ?
N3 C18 C17 C21 2.6(9) . . . . ?
N3 C18 C17 C16 -177.0(5) . . . . ?
C20 C21 C17 C18 -1.3(9) . . . . ?
C20 C21 C17 C16 178.3(6) . . . . ?
C18 C17 C16 C15 34(12) . . . . ?
C21 C17 C16 C15 -146(11) . . . . ?
C17 C16 C15 C10 120(23) . . . . ?
C38 C39 N4 C40 -2.5(8) . . . . ?
C38 C39 N4 Cu1 174.2(4) . . . 2_677 ?
C39 N4 C40 C41 1.1(9) . . . . ?
Cu1 N4 C40 C41 -175.5(5) 2_677 . . . ?
N4 C40 C41 C42 0.8(10) . . . . ?
C40 C41 C42 C38 -1.3(10) . . . . ?
C41 C42 C38 C39 -0.1(9) . . . . ?
C41 C42 C38 C37 179.3(6) . . . . ?
N4 C39 C38 C42 2.1(9) . . . . ?
N4 C39 C38 C37 -177.4(5) . . . . ?
C42 C38 C37 C36 -149(8) . . . . ?
C39 C38 C37 C36 30(9) . . . . ?
C38 C37 C36 C34 90(14) . . . . ?
N4 Cu1 N1 C5 -66.1(5) 2_677 . . . ?
N3 Cu1 N1 C5 -175.6(13) 2_677 . . . ?
N6 Cu1 N1 C5 119.7(5) . . . . ?
O1 Cu1 N1 C5 26.6(5) . . . . ?
N4 Cu1 N1 C1 113.9(5) 2_677 . . . ?
N3 Cu1 N1 C1 4.4(18) 2_677 . . . ?
N6 Cu1 N1 C1 -60.3(5) . . . . ?
O1 Cu1 N1 C1 -153.4(4) . . . . ?
O3 Cl1 O1 Cu1 157.1(7) . . . . ?
O4 Cl1 O1 Cu1 -80.5(9) . . . . ?
O2 Cl1 O1 Cu1 34.4(9) . . . . ?
N4 Cu1 O1 Cl1 97.7(8) 2_677 . . . ?
N3 Cu1 O1 Cl1 -170.7(8) 2_677 . . . ?
N1 Cu1 O1 Cl1 6.5(8) . . . . ?
N6 Cu1 O1 Cl1 -81.1(8) . . . . ?
N4 Cu1 N6 C26 43(2) 2_677 . . . ?
N3 Cu1 N6 C26 -59.9(4) 2_677 . . . ?
N1 Cu1 N6 C26 113.4(4) . . . . ?
O1 Cu1 N6 C26 -148.4(4) . . . . ?
N4 Cu1 N6 C22 -123.9(17) 2_677 . . . ?
N3 Cu1 N6 C22 132.8(5) 2_677 . . . ?
N1 Cu1 N6 C22 -53.9(5) . . . . ?
O1 Cu1 N6 C22 44.2(5) . . . . ?
C16 C15 C10 C11 83(25) . . . . ?
C16 C15 C10 C9 -95(25) . . . . ?
C11 C10 C9 N2 178.5(5) . . . . ?
C15 C10 C9 N2 -2.9(9) . . . . ?
C11 C10 C9 C8 -3.2(8) . . . . ?
C15 C10 C9 C8 175.4(5) . . . . ?
C28 C27 C25 C24 -160(9) . . . . ?
C28 C27 C25 C26 20(9) . . . . ?
N5 C35 C34 C33 178.3(6) . . . . ?
C29 C35 C34 C33 -6.4(8) . . . . ?
N5 C35 C34 C36 -4.2(9) . . . . ?
C29 C35 C34 C36 171.1(5) . . . . ?
C37 C36 C34 C33 115(10) . . . . ?
C37 C36 C34 C35 -63(10) . . . . ?
C5 N1 C1 C2 0.0(9) . . . . ?
Cu1 N1 C1 C2 180.0(5) . . . . ?
C3 C2 C1 N1 -2.2(10) . . . . ?
C6 C2 C1 N1 176.2(6) . . . . ?
C9 C10 C11 C13 1.1(9) . . . . ?
C15 C10 C11 C13 -177.5(6) . . . . ?
C13 C12 C8 C9 -1.9(9) . . . . ?
C13 C12 C8 C7 175.9(6) . . . . ?
N2 C9 C8 C12 -178.1(6) . . . . ?
C10 C9 C8 C12 3.6(9) . . . . ?
N2 C9 C8 C7 4.1(9) . . . . ?
C10 C9 C8 C7 -174.1(5) . . . . ?
C25 C27 C28 C29 -38(42) . . . . ?
C26 C25 C24 C23 0.4(9) . . . . ?
C27 C25 C24 C23 -179.1(6) . . . . ?
C31 C30 C29 C35 -2.0(9) . . . . ?
C31 C30 C29 C28 178.9(6) . . . . ?
N5 C35 C29 C30 -178.7(6) . . . . ?
C34 C35 C29 C30 5.9(8) . . . . ?
N5 C35 C29 C28 0.4(8) . . . . ?
C34 C35 C29 C28 -175.0(5) . . . . ?
C27 C28 C29 C30 136(36) . . . . ?
C27 C28 C29 C35 -43(37) . . . . ?
C22 N6 C26 C25 2.9(8) . . . . ?
Cu1 N6 C26 C25 -164.8(4) . . . . ?
C24 C25 C26 N6 -2.5(8) . . . . ?
C27 C25 C26 N6 177.1(5) . . . . ?
C35 C34 C33 C31 3.1(10) . . . . ?
C36 C34 C33 C31 -174.3(6) . . . . ?
C12 C8 C7 C6 -103(9) . . . . ?
C9 C8 C7 C6 75(9) . . . . ?
C29 C30 C31 C33 -1.3(10) . . . . ?
C29 C30 C31 C32 176.6(7) . . . . ?
C34 C33 C31 C30 0.8(10) . . . . ?
C34 C33 C31 C32 -177.1(7) . . . . ?
C26 N6 C22 C23 -1.3(9) . . . . ?
Cu1 N6 C22 C23 166.1(5) . . . . ?
C8 C7 C6 C2 -85(15) . . . . ?
C1 C2 C6 C7 -34(12) . . . . ?
C3 C2 C6 C7 144(11) . . . . ?
C10 C11 C13 C12 0.7(9) . . . . ?
C10 C11 C13 C14 179.3(6) . . . . ?
C8 C12 C13 C11 -0.3(9) . . . . ?
C8 C12 C13 C14 -178.9(6) . . . . ?
C1 N1 C5 C4 0.9(10) . . . . ?
Cu1 N1 C5 C4 -179.0(5) . . . . ?
N1 C5 C4 C3 0.4(12) . . . . ?
N6 C22 C23 C24 -0.7(10) . . . . ?
C25 C24 C23 C22 1.1(10) . . . . ?
C5 C4 C3 C2 -2.6(12) . . . . ?
C1 C2 C3 C4 3.4(11) . . . . ?
C6 C2 C3 C4 -174.9(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9 O2 0.85 2.17 3.023(13) 179.2 2_666
N5 H5A O8 0.86 2.57 3.224(9) 133.4 2_677
N2 H2A O5 0.86 2.63 3.391(9) 148.1 2_677

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.113
####################################################################### 
# 
# 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_121031em
_database_code_depnum_ccdc_archive 'CCDC 1986795'
loop_
_audit_author_name
_audit_author_address
'Peng Wang'
;College of Chemical and Environmental Engineering, Shandong University of Science and Technology
China
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H19 Cu N5 O7'
_chemical_formula_weight         528.96

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

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

_cell_length_a                   8.184(4)
_cell_length_b                   12.719(7)
_cell_length_c                   12.938(7)
_cell_angle_alpha                113.720(9)
_cell_angle_beta                 105.632(9)
_cell_angle_gamma                90.756(9)
_cell_volume                     1176.1(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    632
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      18.37

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             542
_exptl_absorpt_coefficient_mu    0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_T_max  0.907
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6394
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_sigmaI/netI    0.2149
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4499
_reflns_number_gt                2052
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0386P)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         4499
_refine_ls_number_parameters     322
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1637
_refine_ls_R_factor_gt           0.0773
_refine_ls_wR_factor_ref         0.1512
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   0.876
_refine_ls_restrained_S_all      0.876
_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 0.79257(11) 0.74668(8) 0.64777(8) 0.0343(3) Uani 1 1 d . . .
N1 N 0.8303(7) 0.6873(5) 0.7732(5) 0.0344(14) Uani 1 1 d . . .
N2 N 0.1356(7) 0.3887(5) 0.7147(5) 0.0497(17) Uani 1 1 d . . .
H2A H 0.2074 0.4425 0.7175 0.060 Uiso 1 1 calc R . .
H2B H 0.0265 0.3788 0.6749 0.060 Uiso 1 1 calc R . .
N3 N -0.6899(6) 0.1923(4) 0.4747(4) 0.0310(14) Uani 1 1 d . . .
N4 N 0.7496(8) 0.9563(5) 0.8071(5) 0.0359(15) Uani 1 1 d . . .
N5 N 0.7567(9) 0.4984(6) 0.4966(6) 0.0517(18) Uani 1 1 d . . .
O1 O 0.8767(5) 0.9086(4) 0.7720(4) 0.0358(12) Uani 1 1 d . . .
O2 O 0.7760(6) 1.0566(5) 0.8813(5) 0.0603(16) Uani 1 1 d . . .
O3 O 0.6057(6) 0.8971(4) 0.7614(4) 0.0475(14) Uani 1 1 d . . .
O4 O 0.8867(8) 0.4971(5) 0.5704(5) 0.0755(18) Uani 1 1 d . . .
O5 O 0.6957(8) 0.4142(6) 0.4040(6) 0.114(3) Uani 1 1 d . . .
O6 O 0.6877(6) 0.5914(4) 0.5155(4) 0.0487(14) Uani 1 1 d . . .
O7 O 1.0562(6) 0.7465(5) 0.6275(5) 0.0487(14) Uani 1 1 d D . .
C1 C 0.9775(9) 0.7204(6) 0.8613(6) 0.044(2) Uani 1 1 d . . .
H1 H 1.0626 0.7755 0.8667 0.053 Uiso 1 1 calc R . .
C2 C 1.0071(9) 0.6752(6) 0.9448(6) 0.047(2) Uani 1 1 d . . .
H2 H 1.1140 0.6970 1.0051 0.056 Uiso 1 1 calc R . .
C3 C 0.8822(9) 0.5990(6) 0.9405(6) 0.0406(19) Uani 1 1 d . . .
H3 H 0.9002 0.5703 0.9995 0.049 Uiso 1 1 calc R . .
C4 C 0.7279(8) 0.5642(6) 0.8483(6) 0.0345(17) Uani 1 1 d . . .
C5 C 0.7099(8) 0.6127(6) 0.7681(6) 0.0335(18) Uani 1 1 d . . .
H5 H 0.6053 0.5915 0.7057 0.040 Uiso 1 1 calc R . .
C6 C 0.5949(8) 0.4844(6) 0.8414(6) 0.0362(18) Uani 1 1 d . . .
C7 C 0.4888(9) 0.4183(6) 0.8399(5) 0.0370(18) Uani 1 1 d . . .
C8 C 0.3671(8) 0.3341(6) 0.8366(6) 0.0298(16) Uani 1 1 d . . .
C9 C 0.4202(8) 0.2651(6) 0.8976(5) 0.0358(18) Uani 1 1 d . . .
H9 H 0.5376 0.2768 0.9415 0.043 Uiso 1 1 calc R . .
C10 C 0.3105(8) 0.1804(6) 0.8974(5) 0.0311(17) Uani 1 1 d . . .
C11 C 0.3743(9) 0.1083(6) 0.9663(6) 0.045(2) Uani 1 1 d . . .
H11A H 0.4509 0.0570 0.9303 0.067 Uiso 1 1 calc R . .
H11B H 0.2763 0.0617 0.9644 0.067 Uiso 1 1 calc R . .
H11C H 0.4365 0.1600 1.0486 0.067 Uiso 1 1 calc R . .
C12 C 0.1376(9) 0.1669(6) 0.8327(6) 0.0363(18) Uani 1 1 d . . .
H12 H 0.0587 0.1102 0.8306 0.044 Uiso 1 1 calc R . .
C13 C 0.0784(8) 0.2333(6) 0.7718(6) 0.0315(17) Uani 1 1 d . . .
C14 C 0.1939(8) 0.3197(6) 0.7727(6) 0.0337(17) Uani 1 1 d . . .
C15 C -0.1020(9) 0.2191(6) 0.7117(6) 0.0360(18) Uani 1 1 d . . .
C16 C -0.2544(10) 0.2024(6) 0.6648(6) 0.0420(19) Uani 1 1 d . . .
C17 C -0.4371(8) 0.1737(6) 0.6105(6) 0.0348(18) Uani 1 1 d . . .
C18 C -0.5357(9) 0.0986(6) 0.6300(6) 0.0383(18) Uani 1 1 d . . .
H18 H -0.4842 0.0666 0.6838 0.046 Uiso 1 1 calc R . .
C19 C -0.7100(9) 0.0700(6) 0.5710(6) 0.0404(19) Uani 1 1 d . . .
H19 H -0.7786 0.0183 0.5838 0.049 Uiso 1 1 calc R . .
C20 C -0.7824(9) 0.1180(6) 0.4931(6) 0.0380(18) Uani 1 1 d . . .
H20 H -0.9014 0.0974 0.4517 0.046 Uiso 1 1 calc R . .
C21 C -0.5213(8) 0.2196(6) 0.5300(6) 0.0351(18) Uani 1 1 d . . .
H21 H -0.4562 0.2713 0.5150 0.042 Uiso 1 1 calc R . .
C22 C 1.2035(9) 0.8313(7) 0.6849(7) 0.061(2) Uani 1 1 d . . .
H22A H 1.1691 0.9084 0.7187 0.092 Uiso 1 1 calc R . .
H22B H 1.2627 0.8282 0.6274 0.092 Uiso 1 1 calc R . .
H22C H 1.2806 0.8160 0.7482 0.092 Uiso 1 1 calc R . .
H7A H 1.093(10) 0.683(5) 0.580(6) 0.09(3) 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 2.000(4) . ?
Cu1 O6 2.003(5) . ?
Cu1 N1 2.005(5) . ?
Cu1 N3 2.027(5) 2_566 ?
Cu1 O7 2.242(5) . ?
N1 C5 1.328(7) . ?
N1 C1 1.338(8) . ?
N2 C14 1.382(8) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C20 1.336(7) . ?
N3 C21 1.338(7) . ?
N3 Cu1 2.027(5) 2_566 ?
N4 O2 1.221(6) . ?
N4 O3 1.243(6) . ?
N4 O1 1.306(7) . ?
N5 O5 1.209(7) . ?
N5 O4 1.229(7) . ?
N5 O6 1.280(7) . ?
O7 C22 1.417(8) . ?
O7 H7A 0.91(4) . ?
C1 C2 1.384(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.375(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(8) . ?
C4 C6 1.438(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.191(8) . ?
C7 C8 1.433(8) . ?
C8 C9 1.402(9) . ?
C8 C14 1.402(8) . ?
C9 C10 1.392(8) . ?
C9 H9 0.9500 . ?
C10 C12 1.405(9) . ?
C10 C11 1.525(8) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.382(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.435(8) . ?
C13 C15 1.441(9) . ?
C15 C16 1.204(9) . ?
C16 C17 1.441(9) . ?
C17 C18 1.382(8) . ?
C17 C21 1.419(8) . ?
C18 C19 1.388(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(9) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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 O6 173.9(2) . . ?
O1 Cu1 N1 90.4(2) . . ?
O6 Cu1 N1 93.8(2) . . ?
O1 Cu1 N3 90.59(19) . 2_566 ?
O6 Cu1 N3 84.2(2) . 2_566 ?
N1 Cu1 N3 164.5(2) . 2_566 ?
O1 Cu1 O7 85.74(19) . . ?
O6 Cu1 O7 97.9(2) . . ?
N1 Cu1 O7 99.4(2) . . ?
N3 Cu1 O7 96.1(2) 2_566 . ?
C5 N1 C1 119.4(6) . . ?
C5 N1 Cu1 120.1(4) . . ?
C1 N1 Cu1 120.5(4) . . ?
C14 N2 H2A 120.0 . . ?
C14 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C20 N3 C21 119.7(6) . . ?
C20 N3 Cu1 121.7(5) . 2_566 ?
C21 N3 Cu1 118.3(4) . 2_566 ?
O2 N4 O3 123.0(6) . . ?
O2 N4 O1 119.1(6) . . ?
O3 N4 O1 117.9(6) . . ?
O5 N5 O4 121.1(8) . . ?
O5 N5 O6 119.1(7) . . ?
O4 N5 O6 119.8(7) . . ?
N4 O1 Cu1 109.8(4) . . ?
N5 O6 Cu1 124.9(5) . . ?
C22 O7 Cu1 132.4(5) . . ?
C22 O7 H7A 104(5) . . ?
Cu1 O7 H7A 124(5) . . ?
N1 C1 C2 120.7(6) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.1(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.3(7) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 116.7(6) . . ?
C5 C4 C6 122.7(6) . . ?
C3 C4 C6 120.6(6) . . ?
N1 C5 C4 123.8(6) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
C7 C6 C4 177.3(7) . . ?
C6 C7 C8 176.8(8) . . ?
C9 C8 C14 119.2(6) . . ?
C9 C8 C7 120.2(6) . . ?
C14 C8 C7 120.6(6) . . ?
C10 C9 C8 123.7(6) . . ?
C10 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C9 C10 C12 116.3(6) . . ?
C9 C10 C11 121.7(6) . . ?
C12 C10 C11 122.0(6) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C10 122.3(6) . . ?
C13 C12 H12 118.8 . . ?
C10 C12 H12 118.8 . . ?
C12 C13 C14 120.4(6) . . ?
C12 C13 C15 119.6(6) . . ?
C14 C13 C15 119.9(6) . . ?
N2 C14 C8 120.9(6) . . ?
N2 C14 C13 121.0(6) . . ?
C8 C14 C13 118.1(6) . . ?
C16 C15 C13 175.6(7) . . ?
C15 C16 C17 175.2(7) . . ?
C18 C17 C21 117.5(6) . . ?
C18 C17 C16 122.6(7) . . ?
C21 C17 C16 119.9(6) . . ?
C17 C18 C19 120.0(7) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 119.0(6) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
N3 C20 C19 121.9(6) . . ?
N3 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
N3 C21 C17 121.9(6) . . ?
N3 C21 H21 119.0 . . ?
C17 C21 H21 119.0 . . ?
O7 C22 H22A 109.5 . . ?
O7 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O7 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Cu1 N1 C5 133.6(5) . . . . ?
O6 Cu1 N1 C5 -42.0(5) . . . . ?
N3 Cu1 N1 C5 39.9(11) 2_566 . . . ?
O7 Cu1 N1 C5 -140.6(5) . . . . ?
O1 Cu1 N1 C1 -47.6(5) . . . . ?
O6 Cu1 N1 C1 136.8(5) . . . . ?
N3 Cu1 N1 C1 -141.3(8) 2_566 . . . ?
O7 Cu1 N1 C1 38.1(6) . . . . ?
O2 N4 O1 Cu1 -178.4(4) . . . . ?
O3 N4 O1 Cu1 0.4(6) . . . . ?
O6 Cu1 O1 N4 46(2) . . . . ?
N1 Cu1 O1 N4 -87.4(4) . . . . ?
N3 Cu1 O1 N4 77.2(4) 2_566 . . . ?
O7 Cu1 O1 N4 173.2(4) . . . . ?
O5 N5 O6 Cu1 -168.2(5) . . . . ?
O4 N5 O6 Cu1 9.3(10) . . . . ?
O1 Cu1 O6 N5 173.1(17) . . . . ?
N1 Cu1 O6 N5 -53.5(6) . . . . ?
N3 Cu1 O6 N5 141.9(6) 2_566 . . . ?
O7 Cu1 O6 N5 46.5(6) . . . . ?
O1 Cu1 O7 C22 0.1(6) . . . . ?
O6 Cu1 O7 C22 175.2(6) . . . . ?
N1 Cu1 O7 C22 -89.6(6) . . . . ?
N3 Cu1 O7 C22 90.2(6) 2_566 . . . ?
C5 N1 C1 C2 1.9(10) . . . . ?
Cu1 N1 C1 C2 -176.9(5) . . . . ?
N1 C1 C2 C3 -2.6(11) . . . . ?
C1 C2 C3 C4 2.6(11) . . . . ?
C2 C3 C4 C5 -1.9(10) . . . . ?
C2 C3 C4 C6 179.9(7) . . . . ?
C1 N1 C5 C4 -1.3(10) . . . . ?
Cu1 N1 C5 C4 177.5(5) . . . . ?
C3 C4 C5 N1 1.3(10) . . . . ?
C6 C4 C5 N1 179.5(7) . . . . ?
C5 C4 C6 C7 -174(17) . . . . ?
C3 C4 C6 C7 4(18) . . . . ?
C4 C6 C7 C8 -73(24) . . . . ?
C6 C7 C8 C9 48(13) . . . . ?
C6 C7 C8 C14 -132(13) . . . . ?
C14 C8 C9 C10 1.0(10) . . . . ?
C7 C8 C9 C10 -179.1(6) . . . . ?
C8 C9 C10 C12 -0.8(10) . . . . ?
C8 C9 C10 C11 -179.4(6) . . . . ?
C9 C10 C12 C13 0.2(10) . . . . ?
C11 C10 C12 C13 178.8(6) . . . . ?
C10 C12 C13 C14 0.1(10) . . . . ?
C10 C12 C13 C15 -177.0(6) . . . . ?
C9 C8 C14 N2 177.8(6) . . . . ?
C7 C8 C14 N2 -2.0(10) . . . . ?
C9 C8 C14 C13 -0.7(10) . . . . ?
C7 C8 C14 C13 179.4(6) . . . . ?
C12 C13 C14 N2 -178.4(6) . . . . ?
C15 C13 C14 N2 -1.3(10) . . . . ?
C12 C13 C14 C8 0.2(10) . . . . ?
C15 C13 C14 C8 177.2(6) . . . . ?
C12 C13 C15 C16 6(11) . . . . ?
C14 C13 C15 C16 -171(10) . . . . ?
C13 C15 C16 C17 -19(18) . . . . ?
C15 C16 C17 C18 19(10) . . . . ?
C15 C16 C17 C21 -159(9) . . . . ?
C21 C17 C18 C19 0.6(10) . . . . ?
C16 C17 C18 C19 -177.0(6) . . . . ?
C17 C18 C19 C20 -0.2(10) . . . . ?
C21 N3 C20 C19 1.8(10) . . . . ?
Cu1 N3 C20 C19 175.6(5) 2_566 . . . ?
C18 C19 C20 N3 -1.1(10) . . . . ?
C20 N3 C21 C17 -1.3(10) . . . . ?
Cu1 N3 C21 C17 -175.3(5) 2_566 . . . ?
C18 C17 C21 N3 0.1(10) . . . . ?
C16 C17 C21 N3 177.8(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A N5 0.91(4) 2.59(5) 3.471(9) 163(7) 2_766
O7 H7A O4 0.91(4) 2.37(5) 3.267(8) 165(7) 2_766
O7 H7A O5 0.91(4) 2.15(6) 2.890(8) 137(7) 2_766
N2 H2B O4 0.88 2.50 3.104(8) 126.3 1_455

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.094
####################################################################### 
# 
# 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_121031dm
_database_code_depnum_ccdc_archive 'CCDC 1986796'
loop_
_audit_author_name
_audit_author_address
'Peng Wang'
;College of Chemical and Environmental Engineering, Shandong University of Science and Technology
China
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H30 Cu N8 O6'
_chemical_formula_weight         806.28

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   P2(1)/c

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                   8.779(3)
_cell_length_b                   9.042(3)
_cell_length_c                   23.964(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.906(4)
_cell_angle_gamma                90.00
_cell_volume                     1884.2(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    951
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      22.055

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             830
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.912
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10892
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_sigmaI/netI    0.0883
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4220
_reflns_number_gt                2676
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0469P)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         4220
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1174
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_restrained_S_all      0.956
_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 0.0000 0.5000 0.5000 0.03105(16) Uani 1 2 d S . .
N4 N 0.3486(3) 0.2948(4) 0.50619(13) 0.0441(8) Uani 1 1 d . . .
O1 O 0.2690(2) 0.4117(3) 0.50836(9) 0.0439(6) Uani 1 1 d . . .
O2 O 0.4016(3) 0.2647(3) 0.46282(10) 0.0665(8) Uani 1 1 d . . .
O3 O 0.3686(3) 0.2112(3) 0.54776(12) 0.0694(8) Uani 1 1 d . . .
N1 N -0.0428(3) 0.4450(3) 0.41589(10) 0.0309(6) Uani 1 1 d . . .
C1 C -0.1764(3) 0.4710(3) 0.38216(13) 0.0362(8) Uani 1 1 d . . .
H1 H -0.2602 0.5051 0.3983 0.043 Uiso 1 1 calc R . .
C2 C -0.1934(4) 0.4492(4) 0.32501(14) 0.0386(8) Uani 1 1 d . . .
H2 H -0.2864 0.4710 0.3030 0.046 Uiso 1 1 calc R . .
C3 C -0.0724(4) 0.3950(4) 0.30038(13) 0.0373(8) Uani 1 1 d . . .
H3 H -0.0816 0.3822 0.2616 0.045 Uiso 1 1 calc R . .
C4 C 0.0641(3) 0.3596(3) 0.33451(13) 0.0323(7) Uani 1 1 d . . .
C6 C 0.1948(4) 0.2985(4) 0.31311(12) 0.0373(8) Uani 1 1 d . . .
C7 C 0.3093(4) 0.2556(4) 0.29675(13) 0.0370(8) Uani 1 1 d . . .
N2 N 0.5346(3) 0.1145(3) 0.37327(11) 0.0499(8) Uani 1 1 d . . .
H2A H 0.6040 0.0736 0.3972 0.060 Uiso 1 1 calc R . .
H2B H 0.4483 0.1406 0.3834 0.060 Uiso 1 1 calc R . .
N3 N 1.0754(3) -0.3018(3) 0.47764(10) 0.0292(6) Uani 1 1 d . . .
C5 C 0.0727(3) 0.3895(3) 0.39173(13) 0.0326(7) Uani 1 1 d . . .
H5 H 0.1647 0.3694 0.4146 0.039 Uiso 1 1 calc R . .
C8 C 0.4504(3) 0.2060(3) 0.27909(13) 0.0334(7) Uani 1 1 d . . .
C9 C 0.4818(4) 0.2273(4) 0.22440(13) 0.0390(8) Uani 1 1 d . . .
H9 H 0.4081 0.2732 0.1985 0.047 Uiso 1 1 calc R . .
C10 C 0.6173(4) 0.1833(4) 0.20710(13) 0.0426(9) Uani 1 1 d . . .
C11 C 0.6498(5) 0.2036(6) 0.14729(14) 0.0774(14) Uani 1 1 d . . .
H11A H 0.7576 0.2220 0.1474 0.116 Uiso 1 1 calc R . .
H11B H 0.5916 0.2860 0.1305 0.116 Uiso 1 1 calc R . .
H11C H 0.6209 0.1157 0.1260 0.116 Uiso 1 1 calc R . .
C12 C 0.7269(4) 0.1179(4) 0.24689(12) 0.0368(8) Uani 1 1 d . . .
H12 H 0.8200 0.0881 0.2361 0.044 Uiso 1 1 calc R . .
C13 C 0.7022(3) 0.0958(3) 0.30190(12) 0.0307(7) Uani 1 1 d . . .
C14 C 0.5615(3) 0.1379(3) 0.31922(12) 0.0328(7) Uani 1 1 d . . .
C15 C 0.8205(4) 0.0342(3) 0.34295(12) 0.0330(8) Uani 1 1 d . . .
C16 C 0.9150(3) -0.0125(4) 0.37891(12) 0.0345(7) Uani 1 1 d . . .
C17 C 1.0231(3) -0.0855(3) 0.42025(12) 0.0313(7) Uani 1 1 d . . .
C18 C 1.1691(4) -0.0301(3) 0.43953(13) 0.0375(8) Uani 1 1 d . . .
H18 H 1.2007 0.0609 0.4271 0.045 Uiso 1 1 calc R . .
C19 C 1.2661(4) -0.1139(4) 0.47768(12) 0.0365(8) Uani 1 1 d . . .
H19 H 1.3639 -0.0794 0.4913 0.044 Uiso 1 1 calc R . .
C20 C 1.2168(3) -0.2483(3) 0.49527(12) 0.0318(7) Uani 1 1 d . . .
H20 H 1.2838 -0.3043 0.5203 0.038 Uiso 1 1 calc R . .
C21 C 0.9816(3) -0.2200(3) 0.44091(12) 0.0323(7) Uani 1 1 d . . .
H21 H 0.8833 -0.2558 0.4287 0.039 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 N3 2.008(2) 1_465 ?
Cu1 N3 2.008(2) 3_656 ?
Cu1 N1 2.060(2) . ?
Cu1 N1 2.060(2) 3_566 ?
N4 O2 1.226(3) . ?
N4 O3 1.244(4) . ?
N4 O1 1.273(3) . ?
N1 C5 1.333(4) . ?
N1 C1 1.350(3) . ?
C1 C2 1.371(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 C6 1.431(4) . ?
C6 C7 1.193(4) . ?
C7 C8 1.435(4) . ?
N2 C14 1.365(4) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N3 C21 1.342(3) . ?
N3 C20 1.345(4) . ?
N3 Cu1 2.008(2) 1_645 ?
C5 H5 0.9300 . ?
C8 C9 1.389(4) . ?
C8 C14 1.413(4) . ?
C9 C10 1.372(4) . ?
C9 H9 0.9300 . ?
C10 C12 1.390(4) . ?
C10 C11 1.511(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.380(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.409(4) . ?
C13 C15 1.441(4) . ?
C15 C16 1.189(4) . ?
C16 C17 1.435(4) . ?
C17 C21 1.381(4) . ?
C17 C18 1.395(4) . ?
C18 C19 1.386(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(4) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?

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
N3 Cu1 N3 180.0 1_465 3_656 ?
N3 Cu1 N1 88.66(10) 1_465 . ?
N3 Cu1 N1 91.34(10) 3_656 . ?
N3 Cu1 N1 91.34(10) 1_465 3_566 ?
N3 Cu1 N1 88.66(10) 3_656 3_566 ?
N1 Cu1 N1 180.000(1) . 3_566 ?
O2 N4 O3 121.1(3) . . ?
O2 N4 O1 119.6(3) . . ?
O3 N4 O1 119.3(3) . . ?
C5 N1 C1 117.1(3) . . ?
C5 N1 Cu1 118.0(2) . . ?
C1 N1 Cu1 124.8(2) . . ?
N1 C1 C2 122.6(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 119.7(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 117.4(3) . . ?
C5 C4 C6 119.4(3) . . ?
C3 C4 C6 123.1(3) . . ?
C7 C6 C4 175.6(4) . . ?
C6 C7 C8 177.8(3) . . ?
C14 N2 H2A 120.0 . . ?
C14 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C21 N3 C20 117.7(3) . . ?
C21 N3 Cu1 118.2(2) . 1_645 ?
C20 N3 Cu1 124.1(2) . 1_645 ?
N1 C5 C4 124.1(3) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C9 C8 C14 119.7(3) . . ?
C9 C8 C7 121.8(3) . . ?
C14 C8 C7 118.5(3) . . ?
C10 C9 C8 122.5(3) . . ?
C10 C9 H9 118.7 . . ?
C8 C9 H9 118.7 . . ?
C9 C10 C12 117.6(3) . . ?
C9 C10 C11 122.4(3) . . ?
C12 C10 C11 120.0(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C10 122.1(3) . . ?
C13 C12 H12 118.9 . . ?
C10 C12 H12 118.9 . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 C15 121.0(3) . . ?
C14 C13 C15 118.8(3) . . ?
N2 C14 C13 120.7(3) . . ?
N2 C14 C8 121.4(3) . . ?
C13 C14 C8 117.9(3) . . ?
C16 C15 C13 176.6(3) . . ?
C15 C16 C17 173.4(4) . . ?
C21 C17 C18 118.3(3) . . ?
C21 C17 C16 118.1(3) . . ?
C18 C17 C16 123.6(3) . . ?
C19 C18 C17 118.4(3) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
N3 C20 C19 122.5(3) . . ?
N3 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
N3 C21 C17 123.5(3) . . ?
N3 C21 H21 118.2 . . ?
C17 C21 H21 118.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Cu1 N1 C5 85.7(2) 1_465 . . . ?
N3 Cu1 N1 C5 -94.3(2) 3_656 . . . ?
N1 Cu1 N1 C5 -124(83) 3_566 . . . ?
N3 Cu1 N1 C1 -89.3(2) 1_465 . . . ?
N3 Cu1 N1 C1 90.7(2) 3_656 . . . ?
N1 Cu1 N1 C1 61(83) 3_566 . . . ?
C5 N1 C1 C2 -3.2(4) . . . . ?
Cu1 N1 C1 C2 171.8(2) . . . . ?
N1 C1 C2 C3 1.8(5) . . . . ?
C1 C2 C3 C4 1.7(5) . . . . ?
C2 C3 C4 C5 -3.6(5) . . . . ?
C2 C3 C4 C6 178.1(3) . . . . ?
C5 C4 C6 C7 -57(4) . . . . ?
C3 C4 C6 C7 121(4) . . . . ?
C4 C6 C7 C8 38(12) . . . . ?
C1 N1 C5 C4 1.1(4) . . . . ?
Cu1 N1 C5 C4 -174.2(2) . . . . ?
C3 C4 C5 N1 2.3(5) . . . . ?
C6 C4 C5 N1 -179.4(3) . . . . ?
C6 C7 C8 C9 -137(9) . . . . ?
C6 C7 C8 C14 41(9) . . . . ?
C14 C8 C9 C10 0.7(5) . . . . ?
C7 C8 C9 C10 178.7(3) . . . . ?
C8 C9 C10 C12 -1.4(5) . . . . ?
C8 C9 C10 C11 178.7(4) . . . . ?
C9 C10 C12 C13 0.6(5) . . . . ?
C11 C10 C12 C13 -179.4(3) . . . . ?
C10 C12 C13 C14 0.9(5) . . . . ?
C10 C12 C13 C15 -177.0(3) . . . . ?
C12 C13 C14 N2 178.9(3) . . . . ?
C15 C13 C14 N2 -3.1(4) . . . . ?
C12 C13 C14 C8 -1.6(4) . . . . ?
C15 C13 C14 C8 176.4(3) . . . . ?
C9 C8 C14 N2 -179.7(3) . . . . ?
C7 C8 C14 N2 2.2(5) . . . . ?
C9 C8 C14 C13 0.8(5) . . . . ?
C7 C8 C14 C13 -177.2(3) . . . . ?
C12 C13 C15 C16 150(6) . . . . ?
C14 C13 C15 C16 -28(6) . . . . ?
C13 C15 C16 C17 124(5) . . . . ?
C15 C16 C17 C21 -31(3) . . . . ?
C15 C16 C17 C18 148(3) . . . . ?
C21 C17 C18 C19 1.1(4) . . . . ?
C16 C17 C18 C19 -177.1(3) . . . . ?
C17 C18 C19 C20 0.2(5) . . . . ?
C21 N3 C20 C19 0.9(4) . . . . ?
Cu1 N3 C20 C19 177.9(2) 1_645 . . . ?
C18 C19 C20 N3 -1.3(5) . . . . ?
C20 N3 C21 C17 0.5(4) . . . . ?
Cu1 N3 C21 C17 -176.7(2) 1_645 . . . ?
C18 C17 C21 N3 -1.5(5) . . . . ?
C16 C17 C21 N3 176.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2B O2 0.86 2.29 2.916(4) 129.4 .

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.066
