# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_twin5_2
_database_code_depnum_ccdc_archive 'CCDC 1470725'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2017-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H33 Cu N6 O6'
_chemical_formula_weight         673.19

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5695(11)
_cell_length_b                   10.6070(10)
_cell_length_c                   16.3461(15)
_cell_angle_alpha                71.986(4)
_cell_angle_beta                 83.215(5)
_cell_angle_gamma                85.146(5)
_cell_volume                     1564.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      25.00

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   0.4607
_exptl_transmission_factor_max   0.7453
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.753
_shelx_estimated_absorpt_T_min   0.806
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5952
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         25.761
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5952
_reflns_number_gt                4234
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0777P)²+1.3492P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5952
_refine_ls_number_parameters     440
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1572
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.74338(6) 0.53335(5) 0.49824(4) 0.02605(17) Uani 1 1 d . . . . .
O1 O 0.8190(3) 0.3679(3) 0.5665(2) 0.0263(7) Uani 1 1 d . . . . .
C2 C 0.8979(4) 0.3499(5) 0.6306(3) 0.0263(10) Uani 1 1 d . . . . .
C3 C 0.9232(5) 0.2166(5) 0.6839(3) 0.0286(10) Uani 1 1 d . . . . .
C4 C 1.0093(5) 0.1874(5) 0.7486(3) 0.0322(11) Uani 1 1 d . . . . .
H4 H 1.0234 0.0982 0.7835 0.039 Uiso 1 1 calc R U . . .
C5 C 1.0774(5) 0.2894(5) 0.7637(3) 0.0302(11) Uani 1 1 d . . . . .
C6 C 1.0556(4) 0.4187(5) 0.7139(3) 0.0287(11) Uani 1 1 d . . . . .
H6 H 1.1034 0.4870 0.7235 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9632(5) 0.4508(4) 0.6487(3) 0.0261(10) Uani 1 1 d . . . . .
O8 O 0.8533(3) 0.1250(3) 0.6625(2) 0.0362(8) Uani 1 1 d . . . . .
C9 C 0.8898(6) -0.0120(5) 0.7034(4) 0.0449(14) Uani 1 1 d . . . . .
H9A H 0.9899 -0.0305 0.6882 0.054 Uiso 1 1 calc R U . . .
H9B H 0.8329 -0.0676 0.6837 0.054 Uiso 1 1 calc R U . . .
H9C H 0.8716 -0.0317 0.7662 0.054 Uiso 1 1 calc R U . . .
N10 N 1.1681(4) 0.2669(4) 0.8305(3) 0.0320(9) Uani 1 1 d . . . . .
N11 N 1.1654(4) 0.1498(4) 0.8818(3) 0.0358(10) Uani 1 1 d . . . . .
C12 C 1.2526(5) 0.1254(5) 0.9508(3) 0.0315(11) Uani 1 1 d . . . . .
C13 C 1.2274(5) 0.0107(5) 1.0178(3) 0.0401(13) Uani 1 1 d . . . . .
H13 H 1.1572 -0.0458 1.0153 0.048 Uiso 1 1 calc R U . . .
C14 C 1.3041(6) -0.0219(6) 1.0882(4) 0.0424(13) Uani 1 1 d . . . . .
H14 H 1.2854 -0.1009 1.1342 0.051 Uiso 1 1 calc R U . . .
C15 C 1.4072(5) 0.0573(5) 1.0936(3) 0.0356(12) Uani 1 1 d . . . . .
C16 C 1.4342(5) 0.1706(5) 1.0248(3) 0.0379(12) Uani 1 1 d . . . . .
H16 H 1.5068 0.2253 1.0265 0.046 Uiso 1 1 calc R U . . .
C17 C 1.3576(5) 0.2052(5) 0.9539(3) 0.0367(12) Uani 1 1 d . . . . .
H17 H 1.3770 0.2835 0.9075 0.044 Uiso 1 1 calc R U . . .
C18 C 1.4916(6) 0.0221(6) 1.1710(4) 0.0467(14) Uani 1 1 d . . . . .
H18A H 1.4368 0.0492 1.2179 0.056 Uiso 1 1 calc R U . . .
H18B H 1.5798 0.0683 1.1548 0.056 Uiso 1 1 calc R U . . .
H18C H 1.5127 -0.0740 1.1904 0.056 Uiso 1 1 calc R U . . .
C19 C 0.9417(4) 0.5898(5) 0.6010(3) 0.0260(10) Uani 1 1 d . . . . .
H19 H 0.9971 0.6509 0.6131 0.031 Uiso 1 1 calc R U . . .
N20 N 0.8543(4) 0.6380(4) 0.5436(2) 0.0268(9) Uani 1 1 d . . . . .
C21 C 0.8507(5) 0.7812(5) 0.4970(4) 0.0371(12) Uani 1 1 d . . . . .
H21A H 0.8807 0.7930 0.4352 0.044 Uiso 1 1 calc R U . . .
H21B H 0.9205 0.8228 0.5193 0.044 Uiso 1 1 calc R U . . .
C22 C 0.7082(6) 0.8551(5) 0.5039(5) 0.0444(13) Uani 1 1 d . . . . .
O23 O 0.6853(6) 0.9154(5) 0.5684(3) 0.0399(16) Uani 0.683(8) 1 d . . P A 1
H23 H 0.7158 0.9921 0.5499 0.048 Uiso 0.683(8) 1 calc R U P A 1
O24 O 0.6991(11) 0.9628(9) 0.4422(6) 0.032(3) Uani 0.317(8) 1 d . . P A 2
H24 H 0.7364 1.0231 0.4541 0.038 Uiso 0.317(8) 1 calc R U P A 2
C25 C 0.5839(5) 0.7745(5) 0.5104(4) 0.0369(12) Uani 1 1 d . . . . .
H25A H 0.5599 0.7246 0.5719 0.044 Uiso 1 1 calc R U . . .
H25B H 0.5023 0.8355 0.4905 0.044 Uiso 1 1 calc R U . . .
N26 N 0.6064(4) 0.6805(4) 0.4601(2) 0.0268(8) Uani 1 1 d . . . . .
C27 C 0.5229(5) 0.6923(4) 0.4014(3) 0.0258(10) Uani 1 1 d . . . . .
H27 H 0.4537 0.7637 0.3928 0.031 Uiso 1 1 calc R U . . .
C28 C 0.5252(4) 0.6072(5) 0.3479(3) 0.0255(10) Uani 1 1 d . . . . .
C29 C 0.6112(5) 0.4887(5) 0.3609(3) 0.0266(10) Uani 1 1 d . . . . .
C30 C 0.6049(5) 0.4114(5) 0.3036(3) 0.0286(11) Uani 1 1 d . . . . .
C31 C 0.5161(5) 0.4487(5) 0.2392(3) 0.0300(11) Uani 1 1 d . . . . .
H31 H 0.5128 0.3955 0.2022 0.036 Uiso 1 1 calc R U . . .
C32 C 0.4298(4) 0.5661(5) 0.2279(3) 0.0278(10) Uani 1 1 d . . . . .
C33 C 0.4330(4) 0.6416(5) 0.2818(3) 0.0268(10) Uani 1 1 d . . . . .
H33 H 0.3720 0.7189 0.2749 0.032 Uiso 1 1 calc R U . . .
O34 O 0.6944(3) 0.4427(3) 0.4228(2) 0.0289(7) Uani 1 1 d . . . . .
O35 O 0.6923(3) 0.2996(3) 0.3201(2) 0.0341(8) Uani 1 1 d . . . . .
C36 C 0.6694(6) 0.2032(5) 0.2796(4) 0.0398(13) Uani 1 1 d . . . . .
H36A H 0.5714 0.1774 0.2940 0.048 Uiso 1 1 calc R U . . .
H36B H 0.7328 0.1249 0.3001 0.048 Uiso 1 1 calc R U . . .
H36C H 0.6881 0.2408 0.2168 0.048 Uiso 1 1 calc R U . . .
N37 N 0.3354(4) 0.6108(4) 0.1628(3) 0.0307(9) Uani 1 1 d . . . . .
N38 N 0.3516(4) 0.5475(4) 0.1090(3) 0.0313(9) Uani 1 1 d . . . . .
C39 C 0.2561(5) 0.5866(5) 0.0437(3) 0.0293(11) Uani 1 1 d . . . . .
C40 C 0.2781(5) 0.5241(5) -0.0196(3) 0.0372(12) Uani 1 1 d . . . . .
H40 H 0.3566 0.4628 -0.0193 0.045 Uiso 1 1 calc R U . . .
C41 C 0.1877(5) 0.5493(5) -0.0833(3) 0.0371(12) Uani 1 1 d . . . . .
H41 H 0.2030 0.5031 -0.1253 0.044 Uiso 1 1 calc R U . . .
C42 C 0.0751(5) 0.6411(5) -0.0867(3) 0.0326(11) Uani 1 1 d . . . . .
C43 C 0.0550(5) 0.7057(5) -0.0240(3) 0.0372(12) Uani 1 1 d . . . . .
H43 H -0.0206 0.7703 -0.0262 0.045 Uiso 1 1 calc R U . . .
C44 C 0.1425(5) 0.6781(5) 0.0417(3) 0.0341(11) Uani 1 1 d . . . . .
H44 H 0.1250 0.7214 0.0851 0.041 Uiso 1 1 calc R U . . .
C45 C -0.0244(5) 0.6684(5) -0.1563(3) 0.0400(13) Uani 1 1 d . . . . .
H45A H 0.0234 0.7178 -0.2119 0.048 Uiso 1 1 calc R U . . .
H45B H -0.1076 0.7209 -0.1419 0.048 Uiso 1 1 calc R U . . .
H45C H -0.0536 0.5841 -0.1599 0.048 Uiso 1 1 calc R U . . .
O100 O 0.7966(4) 1.1622(3) 0.4854(3) 0.0389(8) Uani 1 1 d D . . . .
H10A H 0.802(6) 1.190(6) 0.527(3) 0.06(2) Uiso 1 1 d D . . . .
H10B H 0.777(7) 1.225(5) 0.443(3) 0.07(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
Cu O34 1.900(3) . ?
Cu O1 1.901(3) . ?
Cu N26 1.946(4) . ?
Cu N20 1.950(4) . ?
O1 C2 1.321(5) . ?
C2 C7 1.406(6) . ?
C2 C3 1.431(7) . ?
C3 C4 1.361(6) . ?
C3 O8 1.374(6) . ?
C4 C5 1.407(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.374(7) . ?
C5 N10 1.424(6) . ?
C6 C7 1.407(6) . ?
C6 H6 0.9500 . ?
C7 C19 1.449(6) . ?
O8 C9 1.432(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N10 N11 1.266(6) . ?
N11 C12 1.429(6) . ?
C12 C13 1.378(7) . ?
C12 C17 1.382(7) . ?
C13 C14 1.377(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(7) . ?
C15 C18 1.513(7) . ?
C16 C17 1.382(7) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N20 1.287(6) . ?
C19 H19 0.9500 . ?
N20 C21 1.473(6) . ?
C21 C22 1.525(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 O24 1.274(11) . ?
C22 O23 1.381(7) . ?
C22 C25 1.498(7) . ?
O23 H23 0.8400 . ?
O24 H24 0.8400 . ?
C25 N26 1.464(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N26 C27 1.291(6) . ?
C27 C28 1.436(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.415(6) . ?
C28 C33 1.416(6) . ?
C29 O34 1.310(5) . ?
C29 C30 1.432(6) . ?
C30 O35 1.366(5) . ?
C30 C31 1.372(6) . ?
C31 C32 1.410(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.366(6) . ?
C32 N37 1.420(6) . ?
C33 H33 0.9500 . ?
O35 C36 1.423(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
N37 N38 1.250(5) . ?
N38 C39 1.429(6) . ?
C39 C40 1.380(7) . ?
C39 C44 1.391(7) . ?
C40 C41 1.381(7) . ?
C40 H40 0.9500 . ?
C41 C42 1.384(7) . ?
C41 H41 0.9500 . ?
C42 C43 1.386(7) . ?
C42 C45 1.513(7) . ?
C43 C44 1.384(7) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
O100 H10A 0.828(10) . ?
O100 H10B 0.828(10) . ?

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
O34 Cu O1 87.59(12) . . ?
O34 Cu N26 93.99(14) . . ?
O1 Cu N26 158.50(15) . . ?
O34 Cu N20 158.55(15) . . ?
O1 Cu N20 93.99(15) . . ?
N26 Cu N20 92.30(14) . . ?
C2 O1 Cu 126.2(3) . . ?
O1 C2 C7 125.1(4) . . ?
O1 C2 C3 117.4(4) . . ?
C7 C2 C3 117.4(4) . . ?
C4 C3 O8 125.0(4) . . ?
C4 C3 C2 121.7(4) . . ?
O8 C3 C2 113.3(4) . . ?
C3 C4 C5 120.0(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.0(4) . . ?
C6 C5 N10 116.8(4) . . ?
C4 C5 N10 123.3(4) . . ?
C5 C6 C7 120.6(4) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 120.2(4) . . ?
C2 C7 C19 122.3(4) . . ?
C6 C7 C19 117.4(4) . . ?
C3 O8 C9 116.8(4) . . ?
O8 C9 H9A 109.5 . . ?
O8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N11 N10 C5 112.9(4) . . ?
N10 N11 C12 114.1(4) . . ?
C13 C12 C17 119.6(5) . . ?
C13 C12 N11 115.0(4) . . ?
C17 C12 N11 125.4(5) . . ?
C14 C13 C12 120.0(5) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 121.5(5) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 118.1(5) . . ?
C14 C15 C18 121.7(5) . . ?
C16 C15 C18 120.2(5) . . ?
C17 C16 C15 121.2(5) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C12 119.7(5) . . ?
C16 C17 H17 120.2 . . ?
C12 C17 H17 120.2 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N20 C19 C7 125.9(4) . . ?
N20 C19 H19 117.1 . . ?
C7 C19 H19 117.1 . . ?
C19 N20 C21 119.3(4) . . ?
C19 N20 Cu 125.1(3) . . ?
C21 N20 Cu 114.9(3) . . ?
N20 C21 C22 115.4(4) . . ?
N20 C21 H21A 108.4 . . ?
C22 C21 H21A 108.4 . . ?
N20 C21 H21B 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
O24 C22 C25 109.7(7) . . ?
O23 C22 C25 107.8(5) . . ?
O24 C22 C21 111.7(7) . . ?
O23 C22 C21 116.4(5) . . ?
C25 C22 C21 114.5(4) . . ?
C22 O23 H23 109.5 . . ?
C22 O24 H24 109.5 . . ?
N26 C25 C22 114.2(4) . . ?
N26 C25 H25A 108.7 . . ?
C22 C25 H25A 108.7 . . ?
N26 C25 H25B 108.7 . . ?
C22 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
C27 N26 C25 117.7(4) . . ?
C27 N26 Cu 125.0(3) . . ?
C25 N26 Cu 116.7(3) . . ?
N26 C27 C28 125.8(4) . . ?
N26 C27 H27 117.1 . . ?
C28 C27 H27 117.1 . . ?
C29 C28 C33 119.3(4) . . ?
C29 C28 C27 122.7(4) . . ?
C33 C28 C27 118.0(4) . . ?
O34 C29 C28 124.9(4) . . ?
O34 C29 C30 117.2(4) . . ?
C28 C29 C30 117.9(4) . . ?
O35 C30 C31 124.6(4) . . ?
O35 C30 C29 114.1(4) . . ?
C31 C30 C29 121.4(4) . . ?
C30 C31 C32 119.9(4) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C33 C32 C31 120.1(4) . . ?
C33 C32 N37 117.0(4) . . ?
C31 C32 N37 123.0(4) . . ?
C32 C33 C28 121.4(4) . . ?
C32 C33 H33 119.3 . . ?
C28 C33 H33 119.3 . . ?
C29 O34 Cu 126.6(3) . . ?
C30 O35 C36 117.1(4) . . ?
O35 C36 H36A 109.5 . . ?
O35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N38 N37 C32 113.3(4) . . ?
N37 N38 C39 115.2(4) . . ?
C40 C39 C44 119.0(4) . . ?
C40 C39 N38 116.1(4) . . ?
C44 C39 N38 124.9(4) . . ?
C39 C40 C41 120.9(5) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C40 C41 C42 120.6(5) . . ?
C40 C41 H41 119.7 . . ?
C42 C41 H41 119.7 . . ?
C41 C42 C43 118.2(4) . . ?
C41 C42 C45 120.7(5) . . ?
C43 C42 C45 121.0(4) . . ?
C44 C43 C42 121.6(5) . . ?
C44 C43 H43 119.2 . . ?
C42 C43 H43 119.2 . . ?
C43 C44 C39 119.6(5) . . ?
C43 C44 H44 120.2 . . ?
C39 C44 H44 120.2 . . ?
C42 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C42 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
H10A O100 H10B 110(6) . . ?

_refine_diff_density_max         0.694
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.108

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_f
_database_code_depnum_ccdc_archive 'CCDC 1470726'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2017-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H36 Cu N6 O6'
_chemical_formula_weight         676.22

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0130(14)
_cell_length_b                   12.2684(15)
_cell_length_c                   12.3980(15)
_cell_angle_alpha                70.845(4)
_cell_angle_beta                 80.210(4)
_cell_angle_gamma                72.219(4)
_cell_volume                     1638.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    333
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      25.00

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_F_000             706
_exptl_transmission_factor_min   0.5844
_exptl_transmission_factor_max   0.7451
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.719
_shelx_estimated_absorpt_T_min   0.881
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20489
_diffrn_reflns_av_unetI/netI     0.1161
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.786
_diffrn_reflns_theta_max         25.086
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.956
_reflns_number_total             5566
_reflns_number_gt                3399
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1124P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5566
_refine_ls_number_parameters     428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1908
_refine_ls_wR_factor_gt          0.1640
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.58339(5) 0.46603(7) 0.31268(6) 0.0300(3) Uani 1 1 d . . . . .
O1 O 0.4546(3) 0.5366(3) 0.2206(3) 0.0303(9) Uani 1 1 d . . . . .
C2 C 0.4210(4) 0.4877(5) 0.1567(4) 0.0285(13) Uani 1 1 d . . . . .
C3 C 0.3101(4) 0.5513(5) 0.1084(4) 0.0303(14) Uani 1 1 d . . . . .
C4 C 0.2687(5) 0.5104(6) 0.0355(4) 0.0343(15) Uani 1 1 d . . . . .
H4 H 0.1971 0.5548 0.0012 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3330(5) 0.4036(6) 0.0127(5) 0.0358(15) Uani 1 1 d . . . . .
C6 C 0.4372(5) 0.3385(6) 0.0608(5) 0.0370(15) Uani 1 1 d . . . . .
H6 H 0.4790 0.2653 0.0452 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4825(4) 0.3802(5) 0.1339(4) 0.0283(13) Uani 1 1 d . . . . .
O8 O 0.2549(3) 0.6521(4) 0.1386(3) 0.0395(10) Uani 1 1 d . . . . .
C9 C 0.1456(5) 0.7229(6) 0.0911(5) 0.0456(17) Uani 1 1 d . . . . .
H9A H 0.1570 0.7460 0.0074 0.055 Uiso 1 1 calc R U . . .
H9B H 0.1172 0.7951 0.1165 0.055 Uiso 1 1 calc R U . . .
H9C H 0.0879 0.6761 0.1171 0.055 Uiso 1 1 calc R U . . .
N10 N 0.2971(4) 0.3548(5) -0.0616(4) 0.0397(13) Uani 1 1 d . . . . .
N11 N 0.2111(4) 0.4263(5) -0.1176(4) 0.0452(14) Uani 1 1 d . . . . .
C12 C 0.1707(5) 0.3773(7) -0.1891(5) 0.0445(18) Uani 1 1 d . . . . .
C13 C 0.0928(5) 0.4599(7) -0.2661(5) 0.056(2) Uani 1 1 d . . . . .
H13 H 0.0701 0.5423 -0.2701 0.067 Uiso 1 1 calc R U . . .
C14 C 0.0476(6) 0.4188(10) -0.3388(6) 0.076(3) Uani 1 1 d . . . . .
H14 H -0.0048 0.4747 -0.3936 0.091 Uiso 1 1 calc R U . . .
C15 C 0.0773(7) 0.3021(10) -0.3320(7) 0.076(3) Uani 1 1 d . . . . .
H15 H 0.0456 0.2763 -0.3815 0.091 Uiso 1 1 calc R U . . .
C16 C 0.1535(6) 0.2196(9) -0.2534(8) 0.084(3) Uani 1 1 d . . . . .
H16 H 0.1733 0.1371 -0.2484 0.101 Uiso 1 1 calc R U . . .
C17 C 0.2020(5) 0.2568(8) -0.1809(6) 0.059(2) Uani 1 1 d . . . . .
H17 H 0.2552 0.2004 -0.1272 0.071 Uiso 1 1 calc R U . . .
C18 C 0.5958(5) 0.3132(6) 0.1738(5) 0.0353(15) Uani 1 1 d . . . . .
H18 H 0.6364 0.2468 0.1462 0.042 Uiso 1 1 calc R U . . .
N19 N 0.6476(4) 0.3356(4) 0.2445(4) 0.0308(11) Uani 1 1 d . . . . .
C20 C 0.7692(4) 0.2681(5) 0.2670(5) 0.0339(14) Uani 1 1 d . . . . .
H20A H 0.8176 0.3252 0.2494 0.041 Uiso 1 1 calc R U . . .
H20B H 0.7993 0.2174 0.2150 0.041 Uiso 1 1 calc R U . . .
C21 C 0.7834(5) 0.1881(5) 0.3913(5) 0.0346(14) Uani 1 1 d . . . . .
C22 C 0.7706(6) 0.0642(6) 0.4046(6) 0.0548(19) Uani 1 1 d . . . . .
H22A H 0.6940 0.0724 0.3808 0.066 Uiso 1 1 calc R U . . .
H22B H 0.7767 0.0157 0.4849 0.066 Uiso 1 1 calc R U . . .
H22C H 0.8328 0.0251 0.3565 0.066 Uiso 1 1 calc R U . . .
C23 C 0.9056(5) 0.1744(6) 0.4228(5) 0.0474(17) Uani 1 1 d . . . . .
H23A H 0.9648 0.1448 0.3668 0.057 Uiso 1 1 calc R U . . .
H23B H 0.9185 0.1174 0.4993 0.057 Uiso 1 1 calc R U . . .
H23C H 0.9117 0.2523 0.4226 0.057 Uiso 1 1 calc R U . . .
C24 C 0.6912(4) 0.2424(5) 0.4746(5) 0.0328(14) Uani 1 1 d . . . . .
H24A H 0.6169 0.2236 0.4741 0.039 Uiso 1 1 calc R U . . .
H24B H 0.7177 0.2042 0.5530 0.039 Uiso 1 1 calc R U . . .
N25 N 0.6690(3) 0.3720(4) 0.4476(4) 0.0293(11) Uani 1 1 d . . . . .
C26 C 0.6955(4) 0.4158(6) 0.5189(5) 0.0339(14) Uani 1 1 d . . . . .
H26 H 0.7309 0.3603 0.5856 0.041 Uiso 1 1 calc R U . . .
C27 C 0.6762(4) 0.5392(5) 0.5059(4) 0.0274(13) Uani 1 1 d . . . . .
C28 C 0.6097(4) 0.6320(5) 0.4198(4) 0.0281(13) Uani 1 1 d . . . . .
C29 C 0.5957(4) 0.7526(5) 0.4173(4) 0.0287(13) Uani 1 1 d . . . . .
C30 C 0.6428(4) 0.7795(6) 0.4962(5) 0.0339(14) Uani 1 1 d . . . . .
H30 H 0.6306 0.8606 0.4934 0.041 Uiso 1 1 calc R U . . .
C31 C 0.7087(4) 0.6872(5) 0.5801(4) 0.0302(14) Uani 1 1 d . . . . .
C32 C 0.7239(4) 0.5700(6) 0.5857(5) 0.0340(15) Uani 1 1 d . . . . .
H32 H 0.7673 0.5080 0.6443 0.041 Uiso 1 1 calc R U . . .
O33 O 0.5600(3) 0.6146(3) 0.3438(3) 0.0313(9) Uani 1 1 d . . . . .
O34 O 0.5331(3) 0.8348(3) 0.3296(3) 0.0369(10) Uani 1 1 d . . . . .
C35 C 0.5263(5) 0.9583(5) 0.3104(6) 0.0482(17) Uani 1 1 d . . . . .
H35A H 0.4833 0.9839 0.3764 0.058 Uiso 1 1 calc R U . . .
H35B H 0.4853 1.0072 0.2414 0.058 Uiso 1 1 calc R U . . .
H35C H 0.6057 0.9684 0.3003 0.058 Uiso 1 1 calc R U . . .
N36 N 0.7626(4) 0.7033(5) 0.6643(4) 0.0332(12) Uani 1 1 d . . . . .
N37 N 0.7426(4) 0.8108(5) 0.6636(4) 0.0369(13) Uani 1 1 d . . . . .
C38 C 0.8036(4) 0.8236(6) 0.7470(5) 0.0331(14) Uani 1 1 d . . . . .
C39 C 0.8768(5) 0.7282(6) 0.8215(5) 0.0367(15) Uani 1 1 d . . . . .
H39 H 0.8870 0.6483 0.8214 0.044 Uiso 1 1 calc R U . . .
C40 C 0.9342(5) 0.7512(7) 0.8954(5) 0.0460(17) Uani 1 1 d . . . . .
H40 H 0.9840 0.6865 0.9469 0.055 Uiso 1 1 calc R U . . .
C41 C 0.9202(5) 0.8669(6) 0.8955(5) 0.0483(18) Uani 1 1 d . . . . .
H41 H 0.9611 0.8817 0.9461 0.058 Uiso 1 1 calc R U . . .
C42 C 0.8468(5) 0.9616(7) 0.8218(6) 0.0544(19) Uani 1 1 d . . . . .
H42 H 0.8365 1.0414 0.8222 0.065 Uiso 1 1 calc R U . . .
C43 C 0.7882(5) 0.9392(6) 0.7476(5) 0.0440(16) Uani 1 1 d . . . . .
H43 H 0.7374 1.0039 0.6971 0.053 Uiso 1 1 calc R U . . .
O100 O 0.3703(4) 0.7862(4) 0.2137(4) 0.0559(13) Uani 1 1 d . . . . .
O200 O 0.3486(11) 0.9220(9) -0.0305(9) 0.102(5) Uani 0.5 1 d . . P . .
O300 O 0.5333(15) 0.8962(11) 0.0349(11) 0.124(5) Uani 0.5 1 d . . P . .


_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 1.893(3) . ?
Cu O33 1.914(4) . ?
Cu N25 1.944(4) . ?
Cu N19 1.945(5) . ?
O1 C2 1.311(6) . ?
C2 C7 1.394(8) . ?
C2 C3 1.438(7) . ?
C3 O8 1.353(7) . ?
C3 C4 1.386(7) . ?
C4 C5 1.395(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.375(8) . ?
C5 N10 1.432(6) . ?
C6 C7 1.422(7) . ?
C6 H6 0.9500 . ?
C7 C18 1.433(8) . ?
O8 C9 1.434(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N10 N11 1.268(7) . ?
N11 C12 1.435(7) . ?
C12 C13 1.379(9) . ?
C12 C17 1.382(10) . ?
C13 C14 1.412(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.343(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.379(12) . ?
C15 H15 0.9500 . ?
C16 C17 1.401(8) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 N19 1.296(6) . ?
C18 H18 0.9500 . ?
N19 C20 1.465(7) . ?
C20 C21 1.536(8) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.526(8) . ?
C21 C23 1.529(7) . ?
C21 C24 1.533(8) . ?
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 N25 1.460(7) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
N25 C26 1.297(6) . ?
C26 C27 1.418(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.418(7) . ?
C27 C32 1.421(6) . ?
C28 O33 1.301(5) . ?
C28 C29 1.427(7) . ?
C29 O34 1.365(6) . ?
C29 C30 1.378(7) . ?
C30 C31 1.397(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.372(8) . ?
C31 N36 1.411(6) . ?
C32 H32 0.9500 . ?
O34 C35 1.433(7) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
N36 N37 1.264(6) . ?
N37 C38 1.437(6) . ?
C38 C43 1.376(8) . ?
C38 C39 1.391(8) . ?
C39 C40 1.379(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.378(9) . ?
C40 H40 0.9500 . ?
C41 C42 1.383(9) . ?
C41 H41 0.9500 . ?
C42 C43 1.386(7) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu O33 89.75(15) . . ?
O1 Cu N25 158.14(16) . . ?
O33 Cu N25 93.61(16) . . ?
O1 Cu N19 93.44(16) . . ?
O33 Cu N19 160.57(16) . . ?
N25 Cu N19 90.53(18) . . ?
C2 O1 Cu 126.4(4) . . ?
O1 C2 C7 125.5(5) . . ?
O1 C2 C3 116.0(5) . . ?
C7 C2 C3 118.5(5) . . ?
O8 C3 C4 124.9(5) . . ?
O8 C3 C2 114.3(4) . . ?
C4 C3 C2 120.8(6) . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 N10 115.6(6) . . ?
C4 C5 N10 123.2(5) . . ?
C5 C6 C7 120.3(6) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C2 C7 C6 119.8(5) . . ?
C2 C7 C18 122.6(5) . . ?
C6 C7 C18 117.5(6) . . ?
C3 O8 C9 117.8(4) . . ?
O8 C9 H9A 109.5 . . ?
O8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N11 N10 C5 113.3(6) . . ?
N10 N11 C12 114.1(6) . . ?
C13 C12 C17 121.2(6) . . ?
C13 C12 N11 114.7(7) . . ?
C17 C12 N11 124.1(6) . . ?
C12 C13 C14 118.3(8) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
C15 C14 C13 121.1(8) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 120.3(7) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 120.4(9) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C12 C17 C16 118.6(8) . . ?
C12 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N19 C18 C7 125.4(6) . . ?
N19 C18 H18 117.3 . . ?
C7 C18 H18 117.3 . . ?
C18 N19 C20 119.2(5) . . ?
C18 N19 Cu 125.2(4) . . ?
C20 N19 Cu 115.3(3) . . ?
N19 C20 C21 113.4(4) . . ?
N19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
N19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C22 C21 C23 108.9(5) . . ?
C22 C21 C24 108.1(5) . . ?
C23 C21 C24 109.0(4) . . ?
C22 C21 C20 110.7(5) . . ?
C23 C21 C20 108.7(5) . . ?
C24 C21 C20 111.4(5) . . ?
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 . . ?
N25 C24 C21 113.7(4) . . ?
N25 C24 H24A 108.8 . . ?
C21 C24 H24A 108.8 . . ?
N25 C24 H24B 108.8 . . ?
C21 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C26 N25 C24 119.3(5) . . ?
C26 N25 Cu 125.0(4) . . ?
C24 N25 Cu 115.3(3) . . ?
N25 C26 C27 125.8(5) . . ?
N25 C26 H26 117.1 . . ?
C27 C26 H26 117.1 . . ?
C28 C27 C26 123.3(4) . . ?
C28 C27 C32 119.0(5) . . ?
C26 C27 C32 117.7(5) . . ?
O33 C28 C27 124.4(5) . . ?
O33 C28 C29 118.0(5) . . ?
C27 C28 C29 117.6(4) . . ?
O34 C29 C30 125.1(5) . . ?
O34 C29 C28 112.9(4) . . ?
C30 C29 C28 122.0(5) . . ?
C29 C30 C31 119.8(6) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C32 C31 C30 120.0(5) . . ?
C32 C31 N36 114.9(5) . . ?
C30 C31 N36 125.1(5) . . ?
C31 C32 C27 121.6(5) . . ?
C31 C32 H32 119.2 . . ?
C27 C32 H32 119.2 . . ?
C28 O33 Cu 126.6(4) . . ?
C29 O34 C35 117.4(4) . . ?
O34 C35 H35A 109.5 . . ?
O34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N37 N36 C31 114.9(5) . . ?
N36 N37 C38 113.0(5) . . ?
C43 C38 C39 120.5(5) . . ?
C43 C38 N37 115.6(5) . . ?
C39 C38 N37 123.9(6) . . ?
C40 C39 C38 119.1(6) . . ?
C40 C39 H39 120.5 . . ?
C38 C39 H39 120.5 . . ?
C39 C40 C41 120.7(6) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 H40 119.6 . . ?
C40 C41 C42 120.1(5) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 H41 120.0 . . ?
C41 C42 C43 119.6(6) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 H42 120.2 . . ?
C38 C43 C42 120.1(6) . . ?
C38 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?

_refine_diff_density_max         1.235
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.098

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_f_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1470727'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2017-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H32 Cu N6 O6'
_chemical_formula_weight         648.16

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.0747(3)
_cell_length_b                   10.6797(3)
_cell_length_c                   25.2355(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.650(2)
_cell_angle_gamma                90
_cell_volume                     2983.48(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    302
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      25.06

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_F_000             1348
_exptl_transmission_factor_min   0.6827
_exptl_transmission_factor_max   0.7455
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.787
_shelx_estimated_absorpt_T_min   0.754
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38353
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.615
_diffrn_reflns_theta_max         27.165
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6624
_reflns_number_gt                4002
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1471P)²+4.5896P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6624
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1278
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2660
_refine_ls_wR_factor_gt          0.2192
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.01858(6) 0.63071(5) 0.45557(2) 0.0504(3) Uani 1 1 d . . . . .
O1 O -0.0635(4) 0.7300(3) 0.50666(13) 0.0582(10) Uani 1 1 d . . . . .
C2 C -0.0208(6) 0.8241(5) 0.53336(19) 0.0585(15) Uani 1 1 d . . . . .
C3 C -0.0977(7) 0.8822(5) 0.5720(2) 0.0708(19) Uani 1 1 d . . . . .
C4 C -0.0587(7) 0.9819(5) 0.6020(2) 0.0721(19) Uani 1 1 d . . . . .
H4 H -0.1102 1.0179 0.6273 0.087 Uiso 1 1 calc R U . . .
C5 C 0.0585(7) 1.0312(5) 0.5952(2) 0.0699(19) Uani 1 1 d . . . . .
C6 C 0.1322(6) 0.9805(5) 0.5589(2) 0.0676(17) Uani 1 1 d . . . . .
H6 H 0.2101 1.0157 0.5545 0.081 Uiso 1 1 calc R U . . .
C7 C 0.0962(6) 0.8767(4) 0.5273(2) 0.0590(15) Uani 1 1 d . . . . .
O8 O -0.2081(6) 0.8260(5) 0.57486(19) 0.1009(19) Uani 1 1 d . . . . .
C9 C -0.2943(9) 0.8841(7) 0.6081(4) 0.110(3) Uani 1 1 d . . . . .
H9A H -0.2634 0.8838 0.6449 0.132 Uiso 1 1 calc R U . . .
H9B H -0.3706 0.8377 0.6057 0.132 Uiso 1 1 calc R U . . .
H9C H -0.3079 0.9707 0.5965 0.132 Uiso 1 1 calc R U . . .
N10 N 0.1094(6) 1.1349(4) 0.6235(2) 0.0741(16) Uani 1 1 d . . . . .
N11 N 0.0397(6) 1.1783(5) 0.6561(2) 0.0752(16) Uani 1 1 d . . . . .
C12 C 0.0945(7) 1.2838(5) 0.6846(2) 0.0709(19) Uani 1 1 d . . . . .
C13 C 0.0181(8) 1.3363(6) 0.7207(2) 0.082(2) Uani 1 1 d . . . . .
H13 H -0.0609 1.3038 0.7246 0.098 Uiso 1 1 calc R U . . .
C14 C 0.0587(8) 1.4383(6) 0.7514(2) 0.082(2) Uani 1 1 d . . . . .
H14 H 0.0069 1.4753 0.7763 0.099 Uiso 1 1 calc R U . . .
C15 C 0.1745(8) 1.4853(5) 0.7454(2) 0.075(2) Uani 1 1 d . . . . .
H15 H 0.2015 1.5536 0.7667 0.090 Uiso 1 1 calc R U . . .
C16 C 0.2507(7) 1.4341(5) 0.7089(2) 0.0767(19) Uani 1 1 d . . . . .
H16 H 0.3294 1.4674 0.7046 0.092 Uiso 1 1 calc R U . . .
C17 C 0.2100(8) 1.3315(6) 0.6779(2) 0.077(2) Uani 1 1 d . . . . .
H17 H 0.2613 1.2951 0.6527 0.092 Uiso 1 1 calc R U . . .
C18 C 0.1757(7) 0.8355(6) 0.4876(3) 0.084(2) Uani 1 1 d . . . . .
H18 H 0.2493 0.8805 0.4847 0.101 Uiso 1 1 calc R U . . .
N19 N 0.1585(5) 0.7428(5) 0.4548(3) 0.0854(18) Uani 1 1 d . . . . .
C20 C 0.2387(8) 0.7350(9) 0.4022(3) 0.106(3) Uani 1 1 d . . . . .
H20A H 0.1854 0.7469 0.3704 0.127 Uiso 1 1 calc R U . . .
H20B H 0.2989 0.8035 0.4031 0.127 Uiso 1 1 calc R U . . .
C21 C 0.2981(10) 0.6210(9) 0.3984(4) 0.112(3) Uani 1 1 d . . . . .
H21A H 0.3794 0.6314 0.4152 0.134 Uiso 1 1 calc R U . . .
H21B H 0.3099 0.6045 0.3603 0.134 Uiso 1 1 calc R U . . .
C22 C 0.2439(7) 0.5074(8) 0.4213(4) 0.108(3) Uani 1 1 d . . . . .
H22A H 0.2627 0.5035 0.4599 0.129 Uiso 1 1 calc R U . . .
H22B H 0.2774 0.4316 0.4045 0.129 Uiso 1 1 calc R U . . .
N23 N 0.1061(6) 0.5128(5) 0.4113(2) 0.0852(18) Uani 1 1 d . . . . .
C24 C 0.0552(7) 0.4225(7) 0.3842(3) 0.090(2) Uani 1 1 d . . . . .
H24 H 0.1070 0.3725 0.3636 0.107 Uiso 1 1 calc R U . . .
C25 C -0.0708(5) 0.3901(4) 0.3822(2) 0.0521(13) Uani 1 1 d . . . . .
C26 C -0.1538(5) 0.4441(5) 0.4160(2) 0.0544(13) Uani 1 1 d . . . . .
C27 C -0.2735(6) 0.3948(6) 0.4146(3) 0.082(2) Uani 1 1 d . . . . .
C28 C -0.3038(5) 0.2944(6) 0.3825(3) 0.078(2) Uani 1 1 d . . . . .
H28 H -0.3832 0.2607 0.3828 0.094 Uiso 1 1 calc R U . . .
C29 C -0.2175(6) 0.2422(5) 0.3494(2) 0.0586(15) Uani 1 1 d . . . . .
C30 C -0.1036(5) 0.2897(4) 0.3489(2) 0.0522(13) Uani 1 1 d . . . . .
H30 H -0.0460 0.2546 0.3260 0.063 Uiso 1 1 calc R U . . .
O31 O -0.1291(4) 0.5351(4) 0.44939(16) 0.0651(11) Uani 1 1 d . . . . .
O32 O -0.3503(4) 0.4528(7) 0.4463(3) 0.154(4) Uani 1 1 d . . . . .
C33 C -0.4713(12) 0.426(4) 0.4354(17) 0.19(2) Uani 0.68(4) 1 d . . P A 1
H33A H -0.4850 0.4183 0.3969 0.229 Uiso 0.68(4) 1 calc R U P A 1
H33B H -0.5217 0.4932 0.4490 0.229 Uiso 0.68(4) 1 calc R U P A 1
H33C H -0.4925 0.3466 0.4524 0.229 Uiso 0.68(4) 1 calc R U P A 1
C33A C -0.464(3) 0.351(2) 0.4740(14) 0.084(9) Uani 0.32(4) 1 d . . P A 2
H33D H -0.5344 0.3464 0.4496 0.101 Uiso 0.32(4) 1 calc R U P A 2
H33E H -0.4886 0.3839 0.5082 0.101 Uiso 0.32(4) 1 calc R U P A 2
H33F H -0.4302 0.2665 0.4790 0.101 Uiso 0.32(4) 1 calc R U P A 2
N34 N -0.2430(5) 0.1378(4) 0.31556(18) 0.0562(12) Uani 1 1 d . . . . .
N35 N -0.3423(5) 0.0839(4) 0.3247(2) 0.0644(13) Uani 1 1 d . . . . .
C36 C -0.3701(5) -0.0174(5) 0.2889(2) 0.0587(14) Uani 1 1 d . . . . .
C37 C -0.2996(7) -0.0523(6) 0.2479(2) 0.0703(17) Uani 1 1 d . . . . .
H37 H -0.2260 -0.0098 0.2418 0.084 Uiso 1 1 calc R U . . .
C38 C -0.3367(7) -0.1506(6) 0.2153(3) 0.0762(19) Uani 1 1 d . . . . .
H38 H -0.2882 -0.1743 0.1865 0.091 Uiso 1 1 calc R U . . .
C39 C -0.4412(6) -0.2136(5) 0.2239(2) 0.0654(16) Uani 1 1 d . . . . .
H39 H -0.4654 -0.2804 0.2011 0.078 Uiso 1 1 calc R U . . .
C40 C -0.5104(6) -0.1807(6) 0.2649(3) 0.083(2) Uani 1 1 d . . . . .
H40 H -0.5830 -0.2251 0.2711 0.099 Uiso 1 1 calc R U . . .
C41 C -0.4756(6) -0.0816(7) 0.2982(3) 0.085(2) Uani 1 1 d . . . . .
H41 H -0.5243 -0.0586 0.3271 0.102 Uiso 1 1 calc R U . . .
O100 O -0.3193(6) 0.7204(9) 0.4778(4) 0.200(5) Uani 1 1 d . . . . .
O200 O -0.4459(14) 0.994(5) 0.4332(6) 0.37(3) Uani 0.5 1 d . . P . .
O201 O -0.4998(14) 0.875(3) 0.4674(9) 0.275(19) Uani 0.5 1 d . . P . .


_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 1.918(4) . ?
Cu O31 1.930(4) . ?
Cu N23 1.958(6) . ?
Cu N19 1.959(6) . ?
O1 C2 1.292(6) . ?
C2 C7 1.426(9) . ?
C2 C3 1.453(9) . ?
C3 O8 1.366(9) . ?
C3 C4 1.368(8) . ?
C4 C5 1.416(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.357(10) . ?
C5 N10 1.425(7) . ?
C6 C7 1.415(7) . ?
C6 H6 0.9500 . ?
C7 C18 1.422(10) . ?
O8 C9 1.431(9) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N10 N11 1.235(8) . ?
N11 C12 1.459(7) . ?
C12 C13 1.379(10) . ?
C12 C17 1.392(10) . ?
C13 C14 1.404(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.412(9) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 N19 1.301(8) . ?
C18 H18 0.9500 . ?
N19 C20 1.620(11) . ?
C20 C21 1.388(13) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.479(12) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 N23 1.541(10) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
N23 C24 1.301(8) . ?
C24 C25 1.436(9) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(8) . ?
C25 C30 1.404(7) . ?
C26 O31 1.310(6) . ?
C26 C27 1.426(9) . ?
C27 O32 1.336(8) . ?
C27 C28 1.380(8) . ?
C28 C29 1.403(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.360(8) . ?
C29 N34 1.427(6) . ?
C30 H30 0.9500 . ?
O32 C33 1.391(13) . ?
O32 C33A 1.82(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
N34 N35 1.269(7) . ?
N35 C36 1.436(7) . ?
C36 C37 1.366(9) . ?
C36 C41 1.380(9) . ?
C37 C38 1.389(8) . ?
C37 H37 0.9500 . ?
C38 C39 1.361(9) . ?
C38 H38 0.9500 . ?
C39 C40 1.353(9) . ?
C39 H39 0.9500 . ?
C40 C41 1.399(9) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
O200 O201 1.65(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu O31 85.99(16) . . ?
O1 Cu N23 172.1(2) . . ?
O31 Cu N23 92.61(19) . . ?
O1 Cu N19 93.4(2) . . ?
O31 Cu N19 172.3(2) . . ?
N23 Cu N19 89.0(2) . . ?
C2 O1 Cu 127.4(4) . . ?
O1 C2 C7 124.8(5) . . ?
O1 C2 C3 118.1(6) . . ?
C7 C2 C3 117.1(5) . . ?
O8 C3 C4 125.6(6) . . ?
O8 C3 C2 113.0(5) . . ?
C4 C3 C2 121.5(6) . . ?
C3 C4 C5 119.9(6) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.3(5) . . ?
C6 C5 N10 114.3(7) . . ?
C4 C5 N10 125.4(7) . . ?
C5 C6 C7 121.9(6) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C6 C7 C18 118.0(6) . . ?
C6 C7 C2 119.4(6) . . ?
C18 C7 C2 122.5(5) . . ?
C3 O8 C9 117.0(5) . . ?
O8 C9 H9A 109.5 . . ?
O8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N11 N10 C5 112.3(7) . . ?
N10 N11 C12 111.1(6) . . ?
C13 C12 C17 120.9(6) . . ?
C13 C12 N11 112.6(7) . . ?
C17 C12 N11 126.4(6) . . ?
C12 C13 C14 119.2(7) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C15 C14 C13 120.1(7) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 121.0(6) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 119.0(7) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C12 C17 C16 119.8(7) . . ?
C12 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N19 C18 C7 126.9(7) . . ?
N19 C18 H18 116.5 . . ?
C7 C18 H18 116.5 . . ?
C18 N19 C20 119.1(7) . . ?
C18 N19 Cu 124.1(6) . . ?
C20 N19 Cu 115.4(4) . . ?
C21 C20 N19 112.0(7) . . ?
C21 C20 H20A 109.2 . . ?
N19 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
N19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C20 C21 C22 119.6(8) . . ?
C20 C21 H21A 107.4 . . ?
C22 C21 H21A 107.4 . . ?
C20 C21 H21B 107.4 . . ?
C22 C21 H21B 107.4 . . ?
H21A C21 H21B 107.0 . . ?
C21 C22 N23 108.4(8) . . ?
C21 C22 H22A 110.0 . . ?
N23 C22 H22A 110.0 . . ?
C21 C22 H22B 110.0 . . ?
N23 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
C24 N23 C22 118.0(7) . . ?
C24 N23 Cu 124.2(5) . . ?
C22 N23 Cu 115.8(5) . . ?
N23 C24 C25 127.1(7) . . ?
N23 C24 H24 116.4 . . ?
C25 C24 H24 116.4 . . ?
C26 C25 C30 121.1(5) . . ?
C26 C25 C24 122.3(5) . . ?
C30 C25 C24 116.1(5) . . ?
O31 C26 C25 124.8(5) . . ?
O31 C26 C27 117.8(5) . . ?
C25 C26 C27 117.5(5) . . ?
O32 C27 C28 124.3(6) . . ?
O32 C27 C26 115.0(5) . . ?
C28 C27 C26 120.7(6) . . ?
C27 C28 C29 120.0(6) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 120.3(5) . . ?
C30 C29 N34 116.9(5) . . ?
C28 C29 N34 122.7(6) . . ?
C29 C30 C25 120.3(5) . . ?
C29 C30 H30 119.9 . . ?
C25 C30 H30 119.9 . . ?
C26 O31 Cu 127.2(4) . . ?
C27 O32 C33 114.3(8) . . ?
C27 O32 C33A 114.2(10) . . ?
O32 C33 H33A 109.5 . . ?
O32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O32 C33A H33D 109.5 . . ?
O32 C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
O32 C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
N35 N34 C29 113.8(5) . . ?
N34 N35 C36 113.6(5) . . ?
C37 C36 C41 119.9(5) . . ?
C37 C36 N35 124.3(6) . . ?
C41 C36 N35 115.8(6) . . ?
C36 C37 C38 119.3(6) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C39 C38 C37 121.2(6) . . ?
C39 C38 H38 119.4 . . ?
C37 C38 H38 119.4 . . ?
C40 C39 C38 119.7(5) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C41 120.3(7) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C36 C41 C40 119.6(7) . . ?
C36 C41 H41 120.2 . . ?
C40 C41 H41 120.2 . . ?

_refine_diff_density_max         0.966
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.103

_shelxl_version_number           2013-4

