# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1844080'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H22 Cu O4, C H Cl3'
_chemical_formula_sum            'C32 H23 Cl3 Cu O4'
_chemical_formula_weight         641.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu2 O8 C20 H20 Cl3'
_chemical_oxdiff_usercomment     'Cu36 DCM/MeOH'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9134(6)
_cell_length_b                   11.5595(7)
_cell_length_c                   13.3769(7)
_cell_angle_alpha                111.662(5)
_cell_angle_beta                 96.458(5)
_cell_angle_gamma                100.561(5)
_cell_volume                     1373.03(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4450
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.0510
_cell_measurement_theta_min      2.7940
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.729
_exptl_absorpt_coefficient_mu    1.125
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             654
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11096
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.436
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 16.1274
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -34.00   50.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5219   57.0000  -30.0000 168

#__ type_ start__ end____ width___ exp.time_
  2 omega  -10.00   22.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5219  -99.0000  -60.0000 64

#__ type_ start__ end____ width___ exp.time_
  3 omega    9.00   40.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219  -38.0000  -30.0000 62

#__ type_ start__ end____ width___ exp.time_
  4 omega   -9.00   88.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219   77.0000 -120.0000 194

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00   -3.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219  -38.0000  -30.0000 92

#__ type_ start__ end____ width___ exp.time_
  6 omega  -53.00  -25.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219  -27.0000 -175.0000 56

#__ type_ start__ end____ width___ exp.time_
  7 omega    9.00   44.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219  -27.0000 -175.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega  -25.00   60.00   0.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5219  -99.0000  120.0000 170
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0551062000
_diffrn_orient_matrix_UB_12      -0.0316706000
_diffrn_orient_matrix_UB_13      -0.0015776000
_diffrn_orient_matrix_UB_21      -0.0497270000
_diffrn_orient_matrix_UB_22      -0.0599953000
_diffrn_orient_matrix_UB_23      -0.0204396000
_diffrn_orient_matrix_UB_31      0.0014262000
_diffrn_orient_matrix_UB_32      -0.0055876000
_diffrn_orient_matrix_UB_33      -0.0544655000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4567
_reflns_number_total             5574
_reflns_odcompleteness_completeness 99.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.100
_refine_diff_density_min         -1.841
_refine_diff_density_rms         0.157
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5574
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0732
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1349P)²+3.2967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2161
_refine_ls_wR_factor_ref         0.2332
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl3 \\sim C014 \\sim Cl1 \\sim H014: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 Cl2, Cl3, C014, Cl1, H014
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Ternary CH refined with riding coordinates:
 C014(H014)
4.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
4.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C21(H21), C8(H8), C19(H19), C24(H24), C27(H27), C31(H31),
 C6(H6), C22(H22), C2(H2), C18(H18), C3(H3), C30(H30), C11(H11), C29(H29),
 C4(H4), C12(H12), C28(H28), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.30374(6) 0.49626(5) 0.92625(4) 0.0226(2) Uani 1 1 d . . . . .
Cl3 Cl 0.27144(19) 0.23245(17) 0.51641(13) 0.0527(4) Uani 1 1 d . U . . .
O1 O 0.1913(4) 0.5834(3) 1.0211(3) 0.0263(7) Uani 1 1 d . . . . .
O3 O 0.5821(4) 0.5886(3) 0.1684(3) 0.0256(7) Uani 1 1 d . . . . .
O4 O 0.6948(4) 0.6082(3) -0.0084(3) 0.0247(7) Uani 1 1 d . . . . .
O2 O 0.2947(4) 0.5939(3) 0.8385(3) 0.0257(7) Uani 1 1 d . . . . .
Cl1 Cl 0.1685(5) 0.4498(3) 0.5219(3) 0.1387(14) Uani 1 1 d . U . . .
C25 C 0.6342(5) 0.7011(4) 0.0090(4) 0.0222(9) Uani 1 1 d . . . . .
C7 C 0.1293(5) 0.6656(4) 1.0097(4) 0.0226(9) Uani 1 1 d . . . . .
C26 C 0.6628(5) 0.7762(5) -0.0601(4) 0.0245(10) Uani 1 1 d . . . . .
C14 C 0.3500(5) 0.8048(5) 0.6468(4) 0.0270(10) Uani 1 1 d . . . . .
H14 H 0.4343 0.8222 0.6246 0.032 Uiso 1 1 calc R . . . .
C10 C 0.2205(5) 0.7291(5) 0.7620(4) 0.0248(10) Uani 1 1 d . . . . .
C23 C 0.5317(5) 0.6817(4) 0.1642(4) 0.0220(9) Uani 1 1 d . . . . .
C15 C 0.3439(5) 0.7528(5) 0.7241(4) 0.0256(10) Uani 1 1 d . . . . .
H15 H 0.4232 0.7331 0.7514 0.031 Uiso 1 1 calc R . . . .
C9 C 0.2162(5) 0.6723(5) 0.8451(4) 0.0249(10) Uani 1 1 d . . . . .
C13 C 0.2334(5) 0.8319(5) 0.6011(4) 0.0265(10) Uani 1 1 d . . . . .
C17 C 0.3134(5) 0.8343(5) 0.4244(4) 0.0258(10) Uani 1 1 d . . . . .
C20 C 0.4521(5) 0.7351(4) 0.2509(4) 0.0223(9) Uani 1 1 d . . . . .
C1 C 0.0507(5) 0.7214(5) 1.0978(4) 0.0247(10) Uani 1 1 d . . . . .
C21 C 0.3875(5) 0.6576(5) 0.2992(4) 0.0266(10) Uani 1 1 d . . . . .
H21 H 0.3917 0.5720 0.2741 0.032 Uiso 1 1 calc R . . . .
C8 C 0.1333(5) 0.7069(5) 0.9237(4) 0.0282(10) Uani 1 1 d . . . . .
H8 H 0.0768 0.7613 0.9186 0.034 Uiso 1 1 calc R . . . .
C19 C 0.4456(6) 0.8637(5) 0.2906(4) 0.0293(11) Uani 1 1 d . . . . .
H19 H 0.4867 0.9172 0.2591 0.035 Uiso 1 1 calc R . . . .
Cl2 Cl 0.4233(7) 0.4734(5) 0.5223(5) 0.185(2) Uani 1 1 d . U . . .
C24 C 0.5498(5) 0.7352(5) 0.0866(4) 0.0274(10) Uani 1 1 d . . . . .
H24 H 0.5023 0.7977 0.0869 0.033 Uiso 1 1 calc R . . . .
C27 C 0.6448(5) 0.9002(5) -0.0307(4) 0.0305(11) Uani 1 1 d . . . . .
H27 H 0.6133 0.9388 0.0336 0.037 Uiso 1 1 calc R . . . .
C31 C 0.7119(5) 0.7210(5) -0.1560(4) 0.0274(10) Uani 1 1 d . . . . .
H31 H 0.7276 0.6393 -0.1753 0.033 Uiso 1 1 calc R . . . .
C6 C -0.0049(6) 0.8273(5) 1.1076(4) 0.0316(11) Uani 1 1 d . . . . .
H6 H 0.0050 0.8648 1.0573 0.038 Uiso 1 1 calc R . . . .
C22 C 0.3172(5) 0.7046(5) 0.3838(4) 0.0281(10) Uani 1 1 d . . . . .
H22 H 0.2728 0.6504 0.4134 0.034 Uiso 1 1 calc R . . . .
C2 C 0.0323(5) 0.6650(5) 1.1733(4) 0.0304(11) Uani 1 1 d . . . . .
H2 H 0.0682 0.5944 1.1674 0.036 Uiso 1 1 calc R . . . .
C18 C 0.3779(6) 0.9117(5) 0.3767(4) 0.0306(11) Uani 1 1 d . . . . .
H18 H 0.3759 0.9978 0.4031 0.037 Uiso 1 1 calc R . . . .
C16 C 0.2365(6) 0.8910(5) 0.5164(4) 0.0317(11) Uani 1 1 d . . . . .
H16A H 0.2798 0.9820 0.5543 0.038 Uiso 1 1 calc R . . . .
H16B H 0.1407 0.8821 0.4838 0.038 Uiso 1 1 calc R . . . .
C3 C -0.0388(6) 0.7136(6) 1.2564(5) 0.0395(13) Uani 1 1 d . . . . .
H3 H -0.0506 0.6756 1.3061 0.047 Uiso 1 1 calc R . . . .
C30 C 0.7377(5) 0.7867(6) -0.2233(4) 0.0331(11) Uani 1 1 d . . . . .
H30 H 0.7673 0.7478 -0.2885 0.040 Uiso 1 1 calc R . . . .
C11 C 0.1040(5) 0.7592(6) 0.7186(4) 0.0329(12) Uani 1 1 d . . . . .
H11 H 0.0211 0.7464 0.7437 0.039 Uiso 1 1 calc R . . . .
C29 C 0.7193(6) 0.9094(6) -0.1933(5) 0.0360(12) Uani 1 1 d . . . . .
H29 H 0.7375 0.9537 -0.2378 0.043 Uiso 1 1 calc R . . . .
C4 C -0.0929(6) 0.8197(6) 1.2659(5) 0.0414(14) Uani 1 1 d . . . . .
H4 H -0.1410 0.8522 1.3217 0.050 Uiso 1 1 calc R . . . .
C12 C 0.1101(6) 0.8079(6) 0.6385(4) 0.0332(12) Uani 1 1 d . . . . .
H12 H 0.0302 0.8249 0.6091 0.040 Uiso 1 1 calc R . . . .
C28 C 0.6735(6) 0.9671(5) -0.0966(5) 0.0364(12) Uani 1 1 d . . . . .
H28 H 0.6622 1.0504 -0.0759 0.044 Uiso 1 1 calc R . . . .
C5 C -0.0749(6) 0.8763(6) 1.1923(5) 0.0390(13) Uani 1 1 d . . . . .
H5 H -0.1098 0.9478 1.1993 0.047 Uiso 1 1 calc R . . . .
C014 C 0.3056(10) 0.4023(7) 0.5823(6) 0.0665(17) Uani 1 1 d . U . . .
H014 H 0.3260 0.4379 0.6627 0.080 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.912(3) . ?
Cu1 O3 1.912(3) 2_666 ?
Cu1 O4 1.910(3) 2_666 ?
Cu1 O2 1.911(3) . ?
Cl3 C014 1.778(8) . ?
O1 C7 1.266(5) . ?
O3 Cu1 1.912(3) 2_666 ?
O3 C23 1.284(5) . ?
O4 Cu1 1.911(3) 2_666 ?
O4 C25 1.285(5) . ?
O2 C9 1.285(5) . ?
Cl1 C014 1.776(9) . ?
C25 C26 1.500(6) . ?
C25 C24 1.396(6) . ?
C7 C1 1.497(6) . ?
C7 C8 1.402(6) . ?
C26 C27 1.391(7) . ?
C26 C31 1.393(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(6) . ?
C14 C13 1.387(7) . ?
C10 C15 1.396(6) . ?
C10 C9 1.485(6) . ?
C10 C11 1.392(7) . ?
C23 C20 1.485(6) . ?
C23 C24 1.402(6) . ?
C15 H15 0.9300 . ?
C9 C8 1.394(6) . ?
C13 C16 1.524(6) . ?
C13 C12 1.392(7) . ?
C17 C22 1.404(7) . ?
C17 C18 1.385(7) . ?
C17 C16 1.525(6) . ?
C20 C21 1.393(6) . ?
C20 C19 1.398(6) . ?
C1 C6 1.401(7) . ?
C1 C2 1.400(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.387(6) . ?
C8 H8 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.387(7) . ?
Cl2 Cl2 1.783(10) 2_666 ?
Cl2 C014 1.740(9) . ?
C24 H24 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.390(7) . ?
C31 H31 0.9300 . ?
C31 C30 1.393(7) . ?
C6 H6 0.9300 . ?
C6 C5 1.390(7) . ?
C22 H22 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.381(7) . ?
C18 H18 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C3 H3 0.9300 . ?
C3 C4 1.397(9) . ?
C30 H30 0.9300 . ?
C30 C29 1.377(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(7) . ?
C29 H29 0.9300 . ?
C29 C28 1.389(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(8) . ?
C12 H12 0.9300 . ?
C28 H28 0.9300 . ?
C5 H5 0.9300 . ?
C014 H014 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 179.16(14) . 2_666 ?
O4 Cu1 O1 86.78(13) 2_666 . ?
O4 Cu1 O3 93.80(13) 2_666 2_666 ?
O4 Cu1 O2 177.05(15) 2_666 . ?
O2 Cu1 O1 93.62(13) . . ?
O2 Cu1 O3 85.82(13) . 2_666 ?
C7 O1 Cu1 126.4(3) . . ?
C23 O3 Cu1 126.0(3) . 2_666 ?
C25 O4 Cu1 126.0(3) . 2_666 ?
C9 O2 Cu1 125.4(3) . . ?
O4 C25 C26 114.8(4) . . ?
O4 C25 C24 124.8(4) . . ?
C24 C25 C26 120.4(4) . . ?
O1 C7 C1 115.4(4) . . ?
O1 C7 C8 124.4(4) . . ?
C8 C7 C1 120.2(4) . . ?
C27 C26 C25 122.4(4) . . ?
C27 C26 C31 118.7(4) . . ?
C31 C26 C25 118.9(4) . . ?
C15 C14 H14 119.2 . . ?
C15 C14 C13 121.5(4) . . ?
C13 C14 H14 119.2 . . ?
C15 C10 C9 120.0(4) . . ?
C11 C10 C15 117.8(4) . . ?
C11 C10 C9 122.2(4) . . ?
O3 C23 C20 115.4(4) . . ?
O3 C23 C24 124.7(4) . . ?
C24 C23 C20 119.9(4) . . ?
C14 C15 C10 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
O2 C9 C10 114.9(4) . . ?
O2 C9 C8 124.8(4) . . ?
C8 C9 C10 120.3(4) . . ?
C14 C13 C16 123.0(4) . . ?
C14 C13 C12 117.6(4) . . ?
C12 C13 C16 119.3(4) . . ?
C22 C17 C16 122.0(4) . . ?
C18 C17 C22 118.7(4) . . ?
C18 C17 C16 119.4(4) . . ?
C21 C20 C23 119.6(4) . . ?
C21 C20 C19 118.2(4) . . ?
C19 C20 C23 122.1(4) . . ?
C6 C1 C7 122.8(4) . . ?
C2 C1 C7 118.3(4) . . ?
C2 C1 C6 118.9(4) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.7(4) . . ?
C22 C21 H21 119.1 . . ?
C7 C8 H8 117.7 . . ?
C9 C8 C7 124.6(4) . . ?
C9 C8 H8 117.7 . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.2(4) . . ?
C18 C19 H19 119.9 . . ?
C014 Cl2 Cl2 163.7(7) . 2_666 ?
C25 C24 C23 124.4(4) . . ?
C25 C24 H24 117.8 . . ?
C23 C24 H24 117.8 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.7(5) . . ?
C28 C27 H27 119.7 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.7(5) . . ?
C30 C31 H31 119.7 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(5) . . ?
C5 C6 H6 119.9 . . ?
C17 C22 H22 120.2 . . ?
C21 C22 C17 119.7(4) . . ?
C21 C22 H22 120.2 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(5) . . ?
C3 C2 H2 119.8 . . ?
C17 C18 C19 121.5(4) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C13 C16 C17 116.0(4) . . ?
C13 C16 H16A 108.3 . . ?
C13 C16 H16B 108.3 . . ?
C17 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(5) . . ?
C4 C3 H3 119.9 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 119.9(5) . . ?
C29 C30 H30 120.0 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(4) . . ?
C12 C11 H11 119.6 . . ?
C30 C29 H29 119.9 . . ?
C30 C29 C28 120.1(4) . . ?
C28 C29 H29 119.9 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(5) . . ?
C5 C4 H4 120.1 . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.3(4) . . ?
C11 C12 H12 119.4 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.9(5) . . ?
C29 C28 H28 120.1 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
Cl3 C014 H014 115.5 . . ?
Cl1 C014 Cl3 107.2(5) . . ?
Cl1 C014 H014 115.5 . . ?
Cl2 C014 Cl3 110.0(4) . . ?
Cl2 C014 Cl1 90.2(4) . . ?
Cl2 C014 H014 115.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1844085'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H26 Cu N O4'
_chemical_formula_sum            'C36 H26 Cu N O4'
_chemical_formula_weight         600.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu O4 N C10 H10'
_chemical_oxdiff_usercomment     'CuL2bipy polirotaxano'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7072(5)
_cell_length_b                   12.5827(7)
_cell_length_c                   13.7631(8)
_cell_angle_alpha                63.589(6)
_cell_angle_beta                 70.337(5)
_cell_angle_gamma                76.509(5)
_cell_volume                     1410.82(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2833
_cell_measurement_temperature    298.8(4)
_cell_measurement_theta_max      25.6480
_cell_measurement_theta_min      3.1640
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10586
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.429
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.8(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0637
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00  74.00   0.10   40.00    --   18.52 179.00-120.00  260
  2  ω     -6.00  83.00   0.10   40.00    --   18.52  38.00 120.00  890
  3  ω     37.00  95.00   0.10   40.00    --   18.52 179.00 -30.00  580
  4  ω    -41.00  63.00   0.10   40.00    --   18.52 -19.00 -90.00 1040
  5  ω    -25.00  22.00   0.10   40.00    --  -18.68 -99.00 -60.00  470
  6  ω    -21.00  21.00   0.10   40.00    --  -18.68 -99.00 120.00  420
  7  ω    -23.00   2.00   0.10   40.00    --  -18.68 -99.00-180.00  250
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0075043000
_diffrn_orient_matrix_UB_12      0.0602854000
_diffrn_orient_matrix_UB_13      -0.0142240000
_diffrn_orient_matrix_UB_21      0.0745327000
_diffrn_orient_matrix_UB_22      -0.0075131000
_diffrn_orient_matrix_UB_23      -0.0297325000
_diffrn_orient_matrix_UB_31      -0.0216608000
_diffrn_orient_matrix_UB_32      0.0176093000
_diffrn_orient_matrix_UB_33      -0.0497933000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4309
_reflns_number_total             5765
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         5765
_refine_ls_number_restraints     331
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0657
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+1.0883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1366
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1A-C7 \\sim C7-C1B
 with sigma of 0.02
 C6B-C1B \\sim C6A-C1A \\sim C1A-C2A \\sim C2B-C1B \\sim C2A-C3A \\sim C3B-C2B
\\sim C3B-C4B \\sim C4A-C3A
 \\sim C4A-C5A \\sim C4B-C5B \\sim C5A-C6A \\sim C5B-C6B
 with sigma of 0.01
3. Restrained planarity
 C1A, C6A, C5A, C4A, C3A, C2A
 with sigma of 0.1
 C1B, C6B, C2B, C5B, C4B, C3B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C1B \\sim C6B \\sim C2B \\sim C5B \\sim C4B \\sim C3B \\sim C1A \\sim C6A \\sim
C5A \\sim C4A \\sim C3A \\sim C2A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 C1B, C6B, C2B, C5B, C4B, C3B, C1A, C6A, C5A, C4A, C3A, C2A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C1B)=Sof(C6B)=Sof(H6B)=Sof(C2B)=Sof(H2B)=Sof(C5B)=Sof(H5B)=Sof(C4B)=
 Sof(H4B)=Sof(C3B)=Sof(H3B)=1-FVAR(1)
 Sof(C1A)=Sof(C6A)=Sof(H6A)=Sof(C5A)=Sof(H5A)=Sof(C4A)=Sof(H4A)=Sof(C3A)=
 Sof(H3A)=Sof(C2A)=Sof(H2A)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
7.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C33(H33), C32(H32), C21(H21), C8(H8), C36(H36), C31(H31), C35(H35),
 C14(H14), C15(H15), C22(H22), C30(H30), C27(H27), C29(H29), C19(H19), C11(H11),
  C18(H18), C28(H28), C12(H12), C6B(H6B), C2B(H2B), C5B(H5B), C4B(H4B),
 C3B(H3B), C6A(H6A), C5A(H5A), C4A(H4A), C3A(H3A), C2A(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.08295(5) -0.19162(4) 0.76626(4) 0.05702(17) Uani 1 1 d . . . . .
O3 O 0.8894(3) 0.2531(2) 0.3087(2) 0.0589(7) Uani 1 1 d . . . . .
O2 O -0.0162(3) -0.0353(2) 0.7049(2) 0.0592(7) Uani 1 1 d . . . . .
O4 O 1.1524(3) 0.3475(2) 0.1669(2) 0.0634(7) Uani 1 1 d . . . . .
O1 O -0.2063(3) -0.1745(2) 0.9052(2) 0.0636(7) Uani 1 1 d . . . . .
N1 N -0.2387(3) -0.1206(3) 0.6606(2) 0.0529(7) Uani 1 1 d . . . . .
C34 C -0.4452(4) -0.0260(3) 0.5331(3) 0.0475(8) Uani 1 1 d . . . . .
C23 C 0.8396(4) 0.3623(3) 0.2698(3) 0.0500(8) Uani 1 1 d . . . . .
C25 C 1.0718(4) 0.4458(3) 0.1461(3) 0.0495(8) Uani 1 1 d . . . . .
C26 C 1.1519(4) 0.5546(3) 0.0738(3) 0.0498(8) Uani 1 1 d . . . . .
C9 C -0.0518(4) 0.0379(3) 0.7530(3) 0.0535(9) Uani 1 1 d . . . . .
C24 C 0.9201(4) 0.4564(3) 0.1894(3) 0.0543(9) Uani 1 1 d . . . . .
H24 H 0.8693 0.5314 0.1628 0.065 Uiso 1 1 calc R . . . .
C20 C 0.6796(4) 0.3912(3) 0.3207(3) 0.0540(9) Uani 1 1 d . . . . .
C33 C -0.3183(4) 0.0276(3) 0.5016(3) 0.0545(9) Uani 1 1 d . . . . .
H33 H -0.2989 0.0961 0.4359 0.065 Uiso 1 1 calc R . . . .
C10 C 0.0078(4) 0.1561(3) 0.6830(3) 0.0553(9) Uani 1 1 d . . . . .
C7 C -0.2126(4) -0.0888(3) 0.9315(3) 0.0573(9) Uani 1 1 d D . . . .
C32 C -0.2218(4) -0.0204(3) 0.5670(3) 0.0543(9) Uani 1 1 d . . . . .
H32 H -0.1396 0.0192 0.5450 0.065 Uiso 1 1 calc R . . . .
C21 C 0.6196(4) 0.3414(3) 0.4355(3) 0.0594(10) Uani 1 1 d . . . . .
H21 H 0.6782 0.2877 0.4816 0.071 Uiso 1 1 calc R . . . .
C13 C 0.1410(4) 0.3699(4) 0.5444(4) 0.0662(11) Uani 1 1 d . . . . .
C8 C -0.1404(4) 0.0133(3) 0.8620(3) 0.0620(10) Uani 1 1 d . . . . .
H8 H -0.1525 0.0700 0.8910 0.074 Uiso 1 1 calc R . . . .
C36 C -0.3580(4) -0.1739(3) 0.6888(3) 0.0628(10) Uani 1 1 d . . . . .
H36 H -0.3716 -0.2451 0.7523 0.075 Uiso 1 1 calc R . . . .
C31 C 1.0880(4) 0.6623(3) 0.0105(3) 0.0623(10) Uani 1 1 d . . . . .
H31 H 0.9895 0.6698 0.0128 0.075 Uiso 1 1 calc R . . . .
C35 C -0.4619(4) -0.1302(3) 0.6296(3) 0.0615(10) Uani 1 1 d . . . . .
H35 H -0.5440 -0.1708 0.6544 0.074 Uiso 1 1 calc R . . . .
C17 C 0.3838(4) 0.4475(3) 0.4173(4) 0.0658(11) Uani 1 1 d . . . . .
C14 C 0.1040(4) 0.3062(4) 0.4987(4) 0.0686(11) Uani 1 1 d . . . . .
H14 H 0.1225 0.3345 0.4210 0.082 Uiso 1 1 calc R . . . .
C15 C 0.0400(4) 0.2008(3) 0.5667(4) 0.0626(10) Uani 1 1 d . . . . .
H15 H 0.0179 0.1589 0.5336 0.075 Uiso 1 1 calc R . . . .
C1B C -0.322(2) -0.112(2) 1.0422(14) 0.074(5) Uani 0.36(2) 1 d D U P A 2
C22 C 0.4740(4) 0.3697(4) 0.4834(4) 0.0683(11) Uani 1 1 d . . . . .
H22 H 0.4364 0.3358 0.5611 0.082 Uiso 1 1 calc R . . . .
C30 C 1.1684(5) 0.7587(4) -0.0562(4) 0.0777(13) Uani 1 1 d . . . . .
H30 H 1.1243 0.8303 -0.0996 0.093 Uiso 1 1 calc R . . . .
C27 C 1.2986(5) 0.5486(4) 0.0682(4) 0.0831(14) Uani 1 1 d . . . . .
H27 H 1.3450 0.4768 0.1094 0.100 Uiso 1 1 calc R . . . .
C16 C 0.2233(4) 0.4790(4) 0.4700(4) 0.0822(14) Uani 1 1 d . . . . .
H16A H 0.2183 0.5226 0.5144 0.099 Uiso 1 1 calc R . . . .
H16B H 0.1760 0.5308 0.4107 0.099 Uiso 1 1 calc R . . . .
C29 C 1.3118(5) 0.7502(4) -0.0591(4) 0.0830(14) Uani 1 1 d . . . . .
H29 H 1.3651 0.8161 -0.1039 0.100 Uiso 1 1 calc R . . . .
C19 C 0.5895(5) 0.4694(4) 0.2555(4) 0.0837(14) Uani 1 1 d . . . . .
H19 H 0.6273 0.5054 0.1779 0.100 Uiso 1 1 calc R . . . .
C11 C 0.0348(5) 0.2258(4) 0.7277(4) 0.0827(14) Uani 1 1 d . . . . .
H11 H 0.0075 0.2023 0.8053 0.099 Uiso 1 1 calc R . . . .
C18 C 0.4425(5) 0.4953(4) 0.3040(4) 0.0879(15) Uani 1 1 d . . . . .
H18 H 0.3827 0.5466 0.2579 0.106 Uiso 1 1 calc R . . . .
C28 C 1.3774(5) 0.6462(4) 0.0031(5) 0.0953(17) Uani 1 1 d . . . . .
H28 H 1.4752 0.6407 0.0018 0.114 Uiso 1 1 calc R . . . .
C12 C 0.1021(5) 0.3298(4) 0.6587(5) 0.0876(15) Uani 1 1 d . . . . .
H12 H 0.1211 0.3737 0.6913 0.105 Uiso 1 1 calc R . . . .
C6B C -0.428(3) -0.188(2) 1.0842(18) 0.084(5) Uani 0.36(2) 1 d D U P A 2
H6B H -0.4246 -0.2357 1.0472 0.101 Uiso 0.36(2) 1 calc R . P A 2
C2B C -0.331(3) -0.0489(19) 1.1039(15) 0.095(5) Uani 0.36(2) 1 d D U P A 2
H2B H -0.2638 0.0067 1.0753 0.114 Uiso 0.36(2) 1 calc R . P A 2
C5B C -0.537(2) -0.1961(19) 1.1802(16) 0.095(5) Uani 0.36(2) 1 d D U P A 2
H5B H -0.6120 -0.2441 1.2040 0.115 Uiso 0.36(2) 1 calc R . P A 2
C4B C -0.540(2) -0.1347(14) 1.2419(15) 0.079(5) Uani 0.36(2) 1 d D U P A 2
H4B H -0.6143 -0.1426 1.3078 0.095 Uiso 0.36(2) 1 calc R . P A 2
C3B C -0.433(3) -0.0620(17) 1.2055(15) 0.100(5) Uani 0.36(2) 1 d D U P A 2
H3B H -0.4282 -0.0227 1.2476 0.120 Uiso 0.36(2) 1 calc R . P A 2
C1A C -0.3047(12) -0.0966(10) 1.0466(7) 0.059(2) Uani 0.64(2) 1 d D U P A 1
C6A C -0.4317(12) -0.1523(11) 1.0936(9) 0.079(3) Uani 0.64(2) 1 d D U P A 1
H6A H -0.4597 -0.1818 1.0527 0.095 Uiso 0.64(2) 1 calc R . P A 1
C5A C -0.5187(12) -0.1656(11) 1.2003(8) 0.090(3) Uani 0.64(2) 1 d D U P A 1
H5A H -0.6038 -0.2041 1.2314 0.108 Uiso 0.64(2) 1 calc R . P A 1
C4A C -0.4770(13) -0.1209(9) 1.2591(8) 0.085(3) Uani 0.64(2) 1 d D U P A 1
H4A H -0.5375 -0.1250 1.3290 0.102 Uiso 0.64(2) 1 calc R . P A 1
C3A C -0.3477(16) -0.0704(8) 1.2167(7) 0.088(3) Uani 0.64(2) 1 d D U P A 1
H3A H -0.3176 -0.0452 1.2598 0.106 Uiso 0.64(2) 1 calc R . P A 1
C2A C -0.2618(14) -0.0568(9) 1.1098(7) 0.074(3) Uani 0.64(2) 1 d D U P A 1
H2A H -0.1750 -0.0208 1.0802 0.089 Uiso 0.64(2) 1 calc R . P A 1


_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 O3 1.980(2) 2_656 ?
Cu1 O2 1.936(2) . ?
Cu1 O4 1.935(2) 2_656 ?
Cu1 O1 1.961(3) . ?
Cu1 N1 2.212(3) . ?
O3 Cu1 1.980(2) 2_656 ?
O3 C23 1.272(4) . ?
O2 C9 1.284(4) . ?
O4 Cu1 1.935(2) 2_656 ?
O4 C25 1.268(4) . ?
O1 C7 1.263(4) . ?
N1 C32 1.336(4) . ?
N1 C36 1.330(5) . ?
C34 C34 1.479(7) 2_456 ?
C34 C33 1.388(5) . ?
C34 C35 1.383(5) . ?
C23 C24 1.386(5) . ?
C23 C20 1.506(5) . ?
C25 C26 1.494(5) . ?
C25 C24 1.390(5) . ?
C26 C31 1.379(5) . ?
C26 C27 1.386(5) . ?
C9 C10 1.492(5) . ?
C9 C8 1.389(5) . ?
C24 H24 0.9300 . ?
C20 C21 1.378(5) . ?
C20 C19 1.371(5) . ?
C33 H33 0.9300 . ?
C33 C32 1.368(5) . ?
C10 C15 1.385(5) . ?
C10 C11 1.383(5) . ?
C7 C8 1.390(5) . ?
C7 C1B 1.481(14) . ?
C7 C1A 1.507(8) . ?
C32 H32 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.380(5) . ?
C13 C14 1.379(6) . ?
C13 C16 1.510(5) . ?
C13 C12 1.362(6) . ?
C8 H8 0.9300 . ?
C36 H36 0.9300 . ?
C36 C35 1.371(5) . ?
C31 H31 0.9300 . ?
C31 C30 1.376(5) . ?
C35 H35 0.9300 . ?
C17 C22 1.377(6) . ?
C17 C16 1.523(5) . ?
C17 C18 1.358(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(5) . ?
C15 H15 0.9300 . ?
C1B C6B 1.369(7) . ?
C1B C2B 1.371(7) . ?
C22 H22 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.360(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.376(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C29 H29 0.9300 . ?
C29 C28 1.354(6) . ?
C19 H19 0.9300 . ?
C19 C18 1.387(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(6) . ?
C18 H18 0.9300 . ?
C28 H28 0.9300 . ?
C12 H12 0.9300 . ?
C6B H6B 0.9300 . ?
C6B C5B 1.371(7) . ?
C2B H2B 0.9300 . ?
C2B C3B 1.377(7) . ?
C5B H5B 0.9300 . ?
C5B C4B 1.370(8) . ?
C4B H4B 0.9300 . ?
C4B C3B 1.365(8) . ?
C3B H3B 0.9300 . ?
C1A C6A 1.376(6) . ?
C1A C2A 1.381(6) . ?
C6A H6A 0.9300 . ?
C6A C5A 1.382(6) . ?
C5A H5A 0.9300 . ?
C5A C4A 1.365(7) . ?
C4A H4A 0.9300 . ?
C4A C3A 1.368(7) . ?
C3A H3A 0.9300 . ?
C3A C2A 1.380(6) . ?
C2A H2A 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
O3 Cu1 N1 112.44(11) 2_656 . ?
O2 Cu1 O3 90.87(10) . 2_656 ?
O2 Cu1 O1 92.03(11) . . ?
O2 Cu1 N1 90.64(11) . . ?
O4 Cu1 O3 90.55(10) 2_656 2_656 ?
O4 Cu1 O2 177.84(11) 2_656 . ?
O4 Cu1 O1 85.88(11) 2_656 . ?
O4 Cu1 N1 90.32(11) 2_656 . ?
O1 Cu1 O3 145.83(11) . 2_656 ?
O1 Cu1 N1 101.57(11) . . ?
C23 O3 Cu1 122.3(2) . 2_656 ?
C9 O2 Cu1 126.7(2) . . ?
C25 O4 Cu1 125.4(2) . 2_656 ?
C7 O1 Cu1 126.1(3) . . ?
C32 N1 Cu1 122.5(2) . . ?
C36 N1 Cu1 121.5(3) . . ?
C36 N1 C32 115.9(3) . . ?
C33 C34 C34 121.6(4) . 2_456 ?
C35 C34 C34 122.6(4) . 2_456 ?
C35 C34 C33 115.8(3) . . ?
O3 C23 C24 126.2(3) . . ?
O3 C23 C20 116.1(3) . . ?
C24 C23 C20 117.6(3) . . ?
O4 C25 C26 115.3(3) . . ?
O4 C25 C24 124.3(3) . . ?
C24 C25 C26 120.3(3) . . ?
C31 C26 C25 123.5(3) . . ?
C27 C26 C25 119.2(3) . . ?
C27 C26 C31 117.3(4) . . ?
O2 C9 C10 115.4(3) . . ?
O2 C9 C8 124.2(3) . . ?
C8 C9 C10 120.4(3) . . ?
C23 C24 C25 124.2(3) . . ?
C23 C24 H24 117.9 . . ?
C25 C24 H24 117.9 . . ?
C21 C20 C23 120.7(3) . . ?
C19 C20 C23 121.6(4) . . ?
C19 C20 C21 117.7(4) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 C34 120.1(3) . . ?
C32 C33 H33 119.9 . . ?
C15 C10 C9 120.0(3) . . ?
C15 C10 C11 116.6(4) . . ?
C11 C10 C9 123.4(4) . . ?
O1 C7 C8 125.0(4) . . ?
O1 C7 C1B 107.4(8) . . ?
O1 C7 C1A 118.2(5) . . ?
C8 C7 C1B 127.2(8) . . ?
C8 C7 C1A 116.7(5) . . ?
N1 C32 C33 123.9(3) . . ?
N1 C32 H32 118.1 . . ?
C33 C32 H32 118.1 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.2(4) . . ?
C22 C21 H21 119.4 . . ?
C14 C13 C16 121.0(4) . . ?
C12 C13 C14 117.4(4) . . ?
C12 C13 C16 121.5(4) . . ?
C9 C8 H8 117.2 . . ?
C7 C8 C9 125.6(4) . . ?
C7 C8 H8 117.2 . . ?
N1 C36 H36 118.1 . . ?
N1 C36 C35 123.8(4) . . ?
C35 C36 H36 118.1 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.8(4) . . ?
C30 C31 H31 119.6 . . ?
C34 C35 C36 120.4(3) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C22 C17 C16 120.8(4) . . ?
C18 C17 C22 118.0(4) . . ?
C18 C17 C16 121.2(4) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.0(4) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 C14 121.7(4) . . ?
C10 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C6B C1B C7 122.8(14) . . ?
C6B C1B C2B 115.9(14) . . ?
C2B C1B C7 121.0(13) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 C21 120.8(4) . . ?
C17 C22 H22 119.6 . . ?
C31 C30 H30 119.8 . . ?
C29 C30 C31 120.5(4) . . ?
C29 C30 H30 119.8 . . ?
C26 C27 H27 119.2 . . ?
C26 C27 C28 121.6(4) . . ?
C28 C27 H27 119.2 . . ?
C13 C16 C17 112.3(3) . . ?
C13 C16 H16A 109.1 . . ?
C13 C16 H16B 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
C30 C29 H29 119.9 . . ?
C28 C29 C30 120.2(4) . . ?
C28 C29 H29 119.9 . . ?
C20 C19 H19 119.6 . . ?
C20 C19 C18 120.8(4) . . ?
C18 C19 H19 119.6 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 H11 119.5 . . ?
C17 C18 C19 121.5(4) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.6(4) . . ?
C29 C28 H28 120.2 . . ?
C13 C12 C11 122.0(4) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C1B C6B H6B 119.6 . . ?
C1B C6B C5B 120.7(15) . . ?
C5B C6B H6B 119.6 . . ?
C1B C2B H2B 117.7 . . ?
C1B C2B C3B 124.6(15) . . ?
C3B C2B H2B 117.7 . . ?
C6B C5B H5B 119.2 . . ?
C4B C5B C6B 121.7(16) . . ?
C4B C5B H5B 119.2 . . ?
C5B C4B H4B 120.4 . . ?
C3B C4B C5B 119.1(15) . . ?
C3B C4B H4B 120.4 . . ?
C2B C3B H3B 121.2 . . ?
C4B C3B C2B 117.6(15) . . ?
C4B C3B H3B 121.2 . . ?
C6A C1A C7 118.7(7) . . ?
C6A C1A C2A 118.7(7) . . ?
C2A C1A C7 122.5(7) . . ?
C1A C6A H6A 119.2 . . ?
C1A C6A C5A 121.5(8) . . ?
C5A C6A H6A 119.2 . . ?
C6A C5A H5A 120.7 . . ?
C4A C5A C6A 118.6(8) . . ?
C4A C5A H5A 120.7 . . ?
C5A C4A H4A 119.5 . . ?
C5A C4A C3A 121.1(8) . . ?
C3A C4A H4A 119.5 . . ?
C4A C3A H3A 120.0 . . ?
C4A C3A C2A 119.9(8) . . ?
C2A C3A H3A 120.0 . . ?
C1A C2A C3A 120.1(8) . . ?
C1A C2A H2A 120.0 . . ?
C3A C2A H2A 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.444
_oxdiff_exptl_absorpt_empirical_full_min 0.715
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1844082'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H31 Cu N O5'
_chemical_formula_sum            'C35 H31 Cu N O5'
_chemical_formula_weight         609.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu2 O8 N2 C20 H20'
_chemical_oxdiff_usercomment     'CuDPM-Ph da DMA/Et2O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0967(8)
_cell_length_b                   11.7663(6)
_cell_length_c                   12.5885(9)
_cell_angle_alpha                88.775(5)
_cell_angle_beta                 88.996(7)
_cell_angle_gamma                87.429(6)
_cell_volume                     1493.47(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2218
_cell_measurement_temperature    298.3(6)
_cell_measurement_theta_max      26.4560
_cell_measurement_theta_min      2.6020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             634
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.0924
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11363
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.373
_diffrn_reflns_theta_min         2.347
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.3(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0637
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  39.00   0.10   30.00    --   18.52 -57.00 -60.00  770
  2  ω     35.00  92.00   0.10   30.00    --   18.52 179.00 120.00  570
  3  ω     55.00  86.00   0.10   30.00    --   18.52  57.00-120.00  310
  4  ω    -22.00  58.00   0.10   30.00    --   18.52  19.00-180.00  800
  5  ω    -48.00  40.00   0.10   30.00    --   18.52 -57.00-180.00  880
  6  ω    -22.00   3.00   0.10   30.00    --  -18.68 -99.00  60.00  250
  7  ω    -13.00  23.00   0.10   30.00    --  -18.68 -99.00  90.00  360
  8  ω    -16.00  12.00   0.10   30.00    --  -18.68 -99.00-120.00  280
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254874000
_diffrn_orient_matrix_UB_12      0.0061753000
_diffrn_orient_matrix_UB_13      -0.0520546000
_diffrn_orient_matrix_UB_21      0.0655035000
_diffrn_orient_matrix_UB_22      0.0017956000
_diffrn_orient_matrix_UB_23      -0.0210757000
_diffrn_orient_matrix_UB_31      0.0024847000
_diffrn_orient_matrix_UB_32      -0.0600121000
_diffrn_orient_matrix_UB_33      -0.0048186000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3876
_reflns_number_total             5943
_reflns_odcompleteness_completeness 97.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.063
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         5943
_refine_ls_number_restraints     35
_refine_ls_R_factor_all          0.1289
_refine_ls_R_factor_gt           0.0864
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1160P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2066
_refine_ls_wR_factor_ref         0.2435
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C32
 1.3 with sigma of 0.01
 C33-C32
 1.46 with sigma of 0.01
3. Rigid body (RIGU) restrains
 O5, C32, N1, C35, C34, C33
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C19(H19), C18(H18), C24(H24), C12(H12), C22(H22), C21(H21), C8(H8),
 C14(H14), C15(H15), C27(H27), C31(H31), C29(H29), C30(H30), C28(H28), C5(H5),
 C1(H1), C3(H3), C4(H4), C2(H2)
4.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C34(H34A,H34B,H34C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.03385(5) 0.39221(5) 0.28104(5) 0.0480(3) Uani 1 1 d . . . . .
O4 O 1.2078(3) 0.5342(3) 0.7342(3) 0.0486(9) Uani 1 1 d . . . . .
O2 O 0.1272(3) 0.3096(3) 0.3210(3) 0.0533(10) Uani 1 1 d . . . . .
O3 O 0.9666(3) 0.4814(3) 0.6468(3) 0.0520(10) Uani 1 1 d . . . . .
O1 O -0.1042(3) 0.2614(3) 0.2156(3) 0.0560(10) Uani 1 1 d . . . . .
C20 C 0.9477(4) 0.2999(4) 0.5781(4) 0.0388(11) Uani 1 1 d . . . . .
C11 C 0.3540(5) 0.2206(4) 0.4170(4) 0.0474(13) Uani 1 1 d . . . . .
H11 H 0.3071 0.2789 0.4519 0.057 Uiso 1 1 calc R . . . .
C25 C 1.2417(5) 0.4334(4) 0.7068(4) 0.0443(12) Uani 1 1 d . . . . .
C10 C 0.2971(5) 0.1680(4) 0.3311(4) 0.0424(12) Uani 1 1 d . . . . .
C9 C 0.1612(5) 0.2096(4) 0.2967(4) 0.0443(12) Uani 1 1 d . . . . .
C17 C 0.7828(4) 0.1480(4) 0.4826(4) 0.0452(12) Uani 1 1 d . . . . .
C19 C 0.8517(5) 0.3391(4) 0.5072(4) 0.0460(12) Uani 1 1 d . . . . .
H19 H 0.8415 0.4167 0.4922 0.055 Uiso 1 1 calc R . . . .
C13 C 0.5560(5) 0.1041(4) 0.3975(4) 0.0470(13) Uani 1 1 d . . . . .
C23 C 1.0267(4) 0.3849(4) 0.6327(4) 0.0417(11) Uani 1 1 d . . . . .
C7 C -0.0435(5) 0.1656(4) 0.2046(4) 0.0424(11) Uani 1 1 d . . . . .
C18 C 0.7712(5) 0.2652(4) 0.4586(4) 0.0444(12) Uani 1 1 d . . . . .
H18 H 0.7089 0.2929 0.4098 0.053 Uiso 1 1 calc R . . . .
C26 C 1.3839(5) 0.3993(4) 0.7191(4) 0.0452(12) Uani 1 1 d . . . . .
C24 C 1.1576(5) 0.3564(4) 0.6619(4) 0.0443(12) Uani 1 1 d . . . . .
H24 H 1.1904 0.2824 0.6510 0.053 Uiso 1 1 calc R . . . .
C12 C 0.4807(5) 0.1858(4) 0.4502(4) 0.0476(13) Uani 1 1 d . . . . .
H12 H 0.5151 0.2187 0.5097 0.057 Uiso 1 1 calc R . . . .
C16 C 0.6950(5) 0.0633(4) 0.4304(5) 0.0536(15) Uani 1 1 d . . . . .
H16A H 0.7417 0.0353 0.3675 0.064 Uiso 1 1 calc R . . . .
H16B H 0.6864 -0.0010 0.4791 0.064 Uiso 1 1 calc R . . . .
C22 C 0.8777(5) 0.1097(4) 0.5516(5) 0.0494(13) Uani 1 1 d . . . . .
H22 H 0.8863 0.0324 0.5683 0.059 Uiso 1 1 calc R . . . .
C21 C 0.9623(5) 0.1841(4) 0.5977(4) 0.0506(13) Uani 1 1 d . . . . .
H21 H 1.0293 0.1556 0.6420 0.061 Uiso 1 1 calc R . . . .
C6 C -0.1238(5) 0.0798(4) 0.1480(4) 0.0477(13) Uani 1 1 d . . . . .
C8 C 0.0823(5) 0.1348(4) 0.2405(4) 0.0517(14) Uani 1 1 d . . . . .
H8 H 0.1168 0.0618 0.2271 0.062 Uiso 1 1 calc R . . . .
C14 C 0.4992(5) 0.0529(4) 0.3123(5) 0.0586(16) Uani 1 1 d . . . . .
H14 H 0.5473 -0.0042 0.2766 0.070 Uiso 1 1 calc R . . . .
C15 C 0.3733(5) 0.0845(5) 0.2795(5) 0.0611(16) Uani 1 1 d . . . . .
H15 H 0.3386 0.0492 0.2214 0.073 Uiso 1 1 calc R . . . .
C27 C 1.4285(5) 0.2885(5) 0.7433(5) 0.0640(17) Uani 1 1 d . . . . .
H27 H 1.3671 0.2326 0.7536 0.077 Uiso 1 1 calc R . . . .
O5 O 0.0577(5) 0.4523(5) 0.1262(5) 0.117(2) Uani 1 1 d . U . . .
C31 C 1.4803(5) 0.4810(5) 0.7036(5) 0.0625(16) Uani 1 1 d . . . . .
H31 H 1.4538 0.5561 0.6883 0.075 Uiso 1 1 calc R . . . .
C29 C 1.6544(6) 0.3434(7) 0.7319(5) 0.076(2) Uani 1 1 d . . . . .
H29 H 1.7447 0.3242 0.7328 0.091 Uiso 1 1 calc R . . . .
C30 C 1.6126(6) 0.4515(6) 0.7109(5) 0.0771(19) Uani 1 1 d . . . . .
H30 H 1.6745 0.5071 0.7011 0.093 Uiso 1 1 calc R . . . .
C28 C 1.5626(6) 0.2593(6) 0.7524(6) 0.080(2) Uani 1 1 d . . . . .
H28 H 1.5910 0.1856 0.7717 0.096 Uiso 1 1 calc R . . . .
C5 C -0.0774(7) -0.0278(6) 0.1254(7) 0.095(3) Uani 1 1 d . . . . .
H5 H 0.0067 -0.0526 0.1473 0.114 Uiso 1 1 calc R . . . .
C1 C -0.2471(6) 0.1127(5) 0.1145(7) 0.086(2) Uani 1 1 d . . . . .
H1 H -0.2808 0.1856 0.1292 0.104 Uiso 1 1 calc R . . . .
C3 C -0.2771(7) -0.0670(6) 0.0371(6) 0.082(2) Uani 1 1 d . . . . .
H3 H -0.3280 -0.1166 0.0004 0.098 Uiso 1 1 calc R . . . .
C4 C -0.1540(8) -0.1005(6) 0.0701(7) 0.107(3) Uani 1 1 d . . . . .
H4 H -0.1205 -0.1735 0.0553 0.129 Uiso 1 1 calc R . . . .
C2 C -0.3247(7) 0.0393(6) 0.0583(7) 0.097(3) Uani 1 1 d . . . . .
H2 H -0.4087 0.0637 0.0358 0.117 Uiso 1 1 calc R . . . .
C32 C 0.1308(9) 0.5194(8) 0.0824(7) 0.105(2) Uani 1 1 d D U . . .
N1 N 0.2412(8) 0.5000(8) 0.0375(7) 0.135(3) Uani 1 1 d D U . . .
C35 C 0.2811(11) 0.3771(8) 0.0490(9) 0.146(4) Uani 1 1 d . U . . .
H35A H 0.2605 0.3510 0.1199 0.219 Uiso 1 1 calc GR . . . .
H35B H 0.3747 0.3667 0.0356 0.219 Uiso 1 1 calc GR . . . .
H35C H 0.2339 0.3344 -0.0010 0.219 Uiso 1 1 calc GR . . . .
C34 C 0.3215(8) 0.5864(7) -0.0196(7) 0.119(3) Uani 1 1 d . U . . .
H34A H 0.2642 0.6363 -0.0612 0.179 Uiso 1 1 calc GR . . . .
H34B H 0.3856 0.5485 -0.0654 0.179 Uiso 1 1 calc GR . . . .
H34C H 0.3665 0.6298 0.0312 0.179 Uiso 1 1 calc GR . . . .
C33 C 0.0881(10) 0.6461(8) 0.0737(8) 0.139(4) Uani 1 1 d D U . . .
H33A H 0.0799 0.6683 0.0002 0.208 Uiso 1 1 calc GR . . . .
H33B H 0.1534 0.6905 0.1059 0.208 Uiso 1 1 calc GR . . . .
H33C H 0.0042 0.6589 0.1097 0.208 Uiso 1 1 calc GR . . . .


_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 O4 1.934(3) 2_666 ?
Cu1 O2 1.926(3) . ?
Cu1 O3 1.915(3) 2_666 ?
Cu1 O1 1.930(3) . ?
Cu1 O5 2.257(6) . ?
O4 Cu1 1.934(3) 2_666 ?
O4 C25 1.272(5) . ?
O2 C9 1.253(6) . ?
O3 Cu1 1.915(3) 2_666 ?
O3 C23 1.277(5) . ?
O1 C7 1.268(5) . ?
C20 C19 1.386(7) . ?
C20 C23 1.492(6) . ?
C20 C21 1.381(7) . ?
C11 H11 0.9300 . ?
C11 C10 1.402(6) . ?
C11 C12 1.394(6) . ?
C25 C26 1.483(6) . ?
C25 C24 1.404(6) . ?
C10 C9 1.503(6) . ?
C10 C15 1.385(7) . ?
C9 C8 1.421(6) . ?
C17 C18 1.406(7) . ?
C17 C16 1.529(6) . ?
C17 C22 1.360(7) . ?
C19 H19 0.9300 . ?
C19 C18 1.377(6) . ?
C13 C12 1.374(7) . ?
C13 C16 1.525(6) . ?
C13 C14 1.386(7) . ?
C23 C24 1.402(6) . ?
C7 C6 1.519(6) . ?
C7 C8 1.386(6) . ?
C18 H18 0.9300 . ?
C26 C27 1.389(7) . ?
C26 C31 1.407(7) . ?
C24 H24 0.9300 . ?
C12 H12 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C21 1.393(6) . ?
C21 H21 0.9300 . ?
C6 C5 1.364(8) . ?
C6 C1 1.359(7) . ?
C8 H8 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.377(7) . ?
C15 H15 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.388(7) . ?
O5 C32 1.221(9) . ?
C31 H31 0.9300 . ?
C31 C30 1.368(8) . ?
C29 H29 0.9300 . ?
C29 C30 1.345(9) . ?
C29 C28 1.402(9) . ?
C30 H30 0.9300 . ?
C28 H28 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.386(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.402(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.356(8) . ?
C3 C2 1.350(9) . ?
C4 H4 0.9300 . ?
C2 H2 0.9300 . ?
C32 N1 1.256(8) . ?
C32 C33 1.536(8) . ?
N1 C35 1.488(11) . ?
N1 C34 1.493(11) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
O4 Cu1 O5 98.44(19) 2_666 . ?
O2 Cu1 O4 169.55(16) . 2_666 ?
O2 Cu1 O1 92.81(13) . . ?
O2 Cu1 O5 92.0(2) . . ?
O3 Cu1 O4 92.91(13) 2_666 2_666 ?
O3 Cu1 O2 86.56(13) 2_666 . ?
O3 Cu1 O1 176.98(16) 2_666 . ?
O3 Cu1 O5 90.84(19) 2_666 . ?
O1 Cu1 O4 87.16(13) . 2_666 ?
O1 Cu1 O5 92.13(19) . . ?
C25 O4 Cu1 126.0(3) . 2_666 ?
C9 O2 Cu1 126.5(3) . . ?
C23 O3 Cu1 126.4(3) . 2_666 ?
C7 O1 Cu1 125.6(3) . . ?
C19 C20 C23 118.6(4) . . ?
C21 C20 C19 118.3(4) . . ?
C21 C20 C23 123.1(4) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C12 C11 C10 120.2(4) . . ?
O4 C25 C26 115.8(4) . . ?
O4 C25 C24 125.4(4) . . ?
C24 C25 C26 118.7(4) . . ?
C11 C10 C9 118.4(4) . . ?
C15 C10 C11 117.4(4) . . ?
C15 C10 C9 124.0(4) . . ?
O2 C9 C10 115.9(4) . . ?
O2 C9 C8 125.3(4) . . ?
C8 C9 C10 118.8(4) . . ?
C18 C17 C16 121.7(4) . . ?
C22 C17 C18 118.5(4) . . ?
C22 C17 C16 119.8(4) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 C20 121.2(4) . . ?
C18 C19 H19 119.4 . . ?
C12 C13 C16 123.8(4) . . ?
C12 C13 C14 117.6(4) . . ?
C14 C13 C16 118.5(4) . . ?
O3 C23 C20 114.9(4) . . ?
O3 C23 C24 125.2(4) . . ?
C24 C23 C20 119.9(4) . . ?
O1 C7 C6 113.5(4) . . ?
O1 C7 C8 126.4(4) . . ?
C8 C7 C6 120.2(4) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.1(4) . . ?
C19 C18 H18 119.9 . . ?
C27 C26 C25 123.2(4) . . ?
C27 C26 C31 117.2(5) . . ?
C31 C26 C25 119.6(5) . . ?
C25 C24 C23 123.6(4) . . ?
C25 C24 H24 118.2 . . ?
C23 C24 H24 118.2 . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C17 C16 H16A 107.7 . . ?
C17 C16 H16B 107.7 . . ?
C13 C16 C17 118.3(4) . . ?
C13 C16 H16A 107.7 . . ?
C13 C16 H16B 107.7 . . ?
H16A C16 H16B 107.1 . . ?
C17 C22 H22 119.4 . . ?
C17 C22 C21 121.2(5) . . ?
C21 C22 H22 119.4 . . ?
C20 C21 C22 120.5(4) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C5 C6 C7 123.7(5) . . ?
C1 C6 C7 118.6(5) . . ?
C1 C6 C5 117.7(5) . . ?
C9 C8 H8 118.4 . . ?
C7 C8 C9 123.1(4) . . ?
C7 C8 H8 118.4 . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.5(5) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 H15 119.3 . . ?
C14 C15 C10 121.4(5) . . ?
C14 C15 H15 119.3 . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.6(5) . . ?
C28 C27 H27 119.2 . . ?
C32 O5 Cu1 146.5(6) . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 121.0(6) . . ?
C30 C31 H31 119.5 . . ?
C30 C29 H29 119.8 . . ?
C30 C29 C28 120.4(6) . . ?
C28 C29 H29 119.8 . . ?
C31 C30 H30 119.5 . . ?
C29 C30 C31 121.0(6) . . ?
C29 C30 H30 119.5 . . ?
C27 C28 C29 118.6(6) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 H28 120.7 . . ?
C6 C5 H5 119.6 . . ?
C6 C5 C4 120.8(6) . . ?
C4 C5 H5 119.6 . . ?
C6 C1 H1 119.2 . . ?
C6 C1 C2 121.6(6) . . ?
C2 C1 H1 119.2 . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.1(5) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.1(6) . . ?
C3 C4 H4 119.5 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.7(6) . . ?
C3 C2 H2 120.1 . . ?
O5 C32 N1 128.8(10) . . ?
O5 C32 C33 120.0(9) . . ?
N1 C32 C33 111.2(9) . . ?
C32 N1 C35 109.9(9) . . ?
C32 N1 C34 125.5(10) . . ?
C35 N1 C34 124.5(9) . . ?
N1 C35 H35A 109.5 . . ?
N1 C35 H35B 109.5 . . ?
N1 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N1 C34 H34A 109.5 . . ?
N1 C34 H34B 109.5 . . ?
N1 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.592
_oxdiff_exptl_absorpt_empirical_full_min 0.562
####################################################################### 
# 
# 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_l
_database_code_depnum_ccdc_archive 'CCDC 1844084'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
__publ_contact_author_address    
;
via Marzolo, 1
Padova
35131
ITALY
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H24 O4'
_chemical_formula_sum            'C31 H24 O4'
_chemical_formula_weight         460.50
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H24 O4'
_chemical_oxdiff_usercomment     'DPM-Ph TPPO DCM/Tol'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7464(12)
_cell_length_b                   5.2568(3)
_cell_length_c                   19.2835(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.150(8)
_cell_angle_gamma                90
_cell_volume                     1178.70(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4232
_cell_measurement_temperature    296.6(3)
_cell_measurement_theta_max      25.9630
_cell_measurement_theta_min      3.4110
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17085
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_min         2.562
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.6(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1274
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00  92.00   1.00    3.50    --   18.68   0.00 -30.00  138
  2  ω     43.00  94.00   1.00    3.50    --   18.68 179.00 -30.00   51
  3  ω    -29.00  31.00   1.00    3.50    --   18.68 -57.00 -60.00   60
  4  ω     -1.00  55.00   1.00    3.50    --   18.68  57.00-150.00   56
  5  ω    -24.00   1.00   1.00    3.50    --  -18.76 -99.00 120.00   25
  6  ω    -12.00  18.00   1.00    3.50    --  -18.76 -99.00-180.00   30
  7  ω    -85.00 -59.00   1.00    3.50    --  -18.76 146.00 140.00   26
  8  ω    -46.00  35.00   1.00    3.50    --   18.68 -19.00 120.00   81
  9  ω     25.00  61.00   1.00    3.50    --   18.68 -99.00  90.00   36
 10  ω    -24.00  82.00   1.00    3.50    --   18.68  19.00 150.00  106
 11  ω      4.00  77.00   1.00    3.50    --   18.68  57.00   0.00   73
 12  ω    -24.00  23.00   1.00    3.50    --  -18.76 -99.00-120.00   47
 13  ω    -75.00 -34.00   1.00    3.50    --  -18.76 125.00 -25.00   41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0504277000
_diffrn_orient_matrix_UB_12      0.0155534000
_diffrn_orient_matrix_UB_13      0.0159113000
_diffrn_orient_matrix_UB_21      -0.0326809000
_diffrn_orient_matrix_UB_22      0.0184416000
_diffrn_orient_matrix_UB_23      -0.0334689000
_diffrn_orient_matrix_UB_31      -0.0104236000
_diffrn_orient_matrix_UB_32      -0.1327569000
_diffrn_orient_matrix_UB_33      -0.0027722000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3557
_reflns_number_total             4816
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.110
_refine_diff_density_min         -0.110
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 
;
 Flack x determined using 1268 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4816
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+0.0950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0995
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C9(H9), C3(H3A), C4(H4), C6(H6), C21(H21), C22(H22), C16(H16),
 C19(H19), C7(H7), C31(H31), C18(H18), C12(H12), C15(H15), C13(H13), C14(H14),
 C27(H27), C29(H29), C30(H30), C28(H28)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O2 O 1.20313(19) 0.7559(5) 0.79438(12) 0.0906(8) Uani 1 1 d . . . . .
H2 H 1.2078 0.8495 0.7609 0.136 Uiso 1 1 calc GR . . . .
O3 O 0.2998(2) 0.6547(5) 0.28959(13) 0.0858(7) Uani 1 1 d . . . . .
H3 H 0.2605 0.5607 0.2619 0.129 Uiso 1 1 calc GR . . . .
O1 O 1.13947(19) 1.0258(5) 0.69267(12) 0.0883(8) Uani 1 1 d . . . . .
O4 O 0.2522(2) 0.3045(5) 0.20572(14) 0.0909(7) Uani 1 1 d . . . . .
C20 C 0.4881(2) 0.7774(5) 0.33182(13) 0.0523(6) Uani 1 1 d . . . . .
C5 C 0.9549(2) 1.0051(5) 0.62733(13) 0.0522(7) Uani 1 1 d . . . . .
C25 C 0.3606(3) 0.2660(6) 0.20435(14) 0.0616(8) Uani 1 1 d . . . . .
C17 C 0.6370(3) 1.1185(5) 0.41308(13) 0.0573(7) Uani 1 1 d . . . . .
C11 C 1.0859(2) 0.4556(6) 0.83948(14) 0.0567(7) Uani 1 1 d . . . . .
C23 C 0.4079(3) 0.6085(6) 0.28791(14) 0.0570(7) Uani 1 1 d . . . . .
C8 C 1.0404(3) 0.9128(6) 0.68520(14) 0.0591(7) Uani 1 1 d . . . . .
C24 C 0.4413(3) 0.4146(5) 0.24644(14) 0.0572(7) Uani 1 1 d . . . . .
H24 H 0.5192 0.3828 0.2467 0.069 Uiso 1 1 calc R . . . .
C2 C 0.7993(3) 1.1901(5) 0.51432(13) 0.0540(7) Uani 1 1 d . . . . .
C10 C 1.1030(3) 0.6483(6) 0.78670(15) 0.0610(7) Uani 1 1 d . . . . .
C9 C 1.0195(2) 0.7220(5) 0.73151(14) 0.0568(7) Uani 1 1 d . . . . .
H9 H 0.9483 0.6413 0.7256 0.068 Uiso 1 1 calc R . . . .
C3 C 0.7754(3) 0.9759(6) 0.55079(15) 0.0649(8) Uani 1 1 d . . . . .
H3A H 0.7063 0.8907 0.5375 0.078 Uiso 1 1 calc R . . . .
C4 C 0.8514(3) 0.8838(5) 0.60673(14) 0.0607(8) Uani 1 1 d . . . . .
H4 H 0.8325 0.7395 0.6305 0.073 Uiso 1 1 calc R . . . .
C26 C 0.3909(3) 0.0661(6) 0.15702(14) 0.0626(8) Uani 1 1 d . . . . .
C6 C 0.9791(3) 1.2207(6) 0.59057(16) 0.0652(8) Uani 1 1 d . . . . .
H6 H 1.0483 1.3061 0.6034 0.078 Uiso 1 1 calc R . . . .
C21 C 0.6030(3) 0.7942(6) 0.32391(14) 0.0618(7) Uani 1 1 d . . . . .
H21 H 0.6320 0.6903 0.2915 0.074 Uiso 1 1 calc R . . . .
C22 C 0.6752(3) 0.9624(6) 0.36330(15) 0.0638(7) Uani 1 1 d . . . . .
H22 H 0.7518 0.9714 0.3563 0.077 Uiso 1 1 calc R . . . .
C16 C 1.1663(3) 0.4336(7) 0.89893(16) 0.0761(9) Uani 1 1 d . . . . .
H16 H 1.2291 0.5431 0.9054 0.091 Uiso 1 1 calc R . . . .
C19 C 0.4496(3) 0.9330(7) 0.38150(15) 0.0674(8) Uani 1 1 d . . . . .
H19 H 0.3727 0.9261 0.3880 0.081 Uiso 1 1 calc R . . . .
C1 C 0.7156(3) 1.3027(6) 0.45514(14) 0.0650(8) Uani 1 1 d . . . . .
H1A H 0.6689 1.4284 0.4748 0.078 Uiso 1 1 calc R . . . .
H1B H 0.7595 1.3913 0.4236 0.078 Uiso 1 1 calc R . . . .
C7 C 0.9023(3) 1.3104(6) 0.53523(15) 0.0659(8) Uani 1 1 d . . . . .
H7 H 0.9205 1.4556 0.5116 0.079 Uiso 1 1 calc R . . . .
C31 C 0.5034(3) 0.0002(6) 0.15137(16) 0.0747(9) Uani 1 1 d . . . . .
H31 H 0.5637 0.0871 0.1777 0.090 Uiso 1 1 calc R . . . .
C18 C 0.5227(3) 1.0976(7) 0.42139(15) 0.0701(9) Uani 1 1 d . . . . .
H18 H 0.4943 1.1974 0.4549 0.084 Uiso 1 1 calc R . . . .
C12 C 0.9925(3) 0.2931(6) 0.83214(16) 0.0699(8) Uani 1 1 d . . . . .
H12 H 0.9367 0.3068 0.7930 0.084 Uiso 1 1 calc R . . . .
C15 C 1.1544(3) 0.2511(7) 0.94874(18) 0.0864(11) Uani 1 1 d . . . . .
H15 H 1.2094 0.2378 0.9883 0.104 Uiso 1 1 calc R . . . .
C13 C 0.9812(3) 0.1117(7) 0.88198(18) 0.0763(9) Uani 1 1 d . . . . .
H13 H 0.9181 0.0029 0.8761 0.092 Uiso 1 1 calc R . . . .
C14 C 1.0624(3) 0.0898(7) 0.94040(18) 0.0774(9) Uani 1 1 d . . . . .
H14 H 1.0548 -0.0338 0.9739 0.093 Uiso 1 1 calc R . . . .
C27 C 0.3035(3) -0.0659(7) 0.11635(17) 0.0846(10) Uani 1 1 d . . . . .
H27 H 0.2272 -0.0251 0.1192 0.101 Uiso 1 1 calc R . . . .
C29 C 0.4381(5) -0.3202(8) 0.06695(19) 0.1013(14) Uani 1 1 d . . . . .
H29 H 0.4537 -0.4493 0.0367 0.122 Uiso 1 1 calc R . . . .
C30 C 0.5270(4) -0.1934(8) 0.10706(18) 0.0939(12) Uani 1 1 d . . . . .
H30 H 0.6028 -0.2382 0.1043 0.113 Uiso 1 1 calc R . . . .
C28 C 0.3278(5) -0.2555(8) 0.0720(2) 0.1032(14) Uani 1 1 d . . . . .
H28 H 0.2679 -0.3409 0.0449 0.124 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
O2 H2 0.8200 . ?
O2 C10 1.294(4) . ?
O3 H3 0.8200 . ?
O3 C23 1.297(3) . ?
O1 C8 1.297(3) . ?
O4 C25 1.293(4) . ?
C20 C23 1.472(4) . ?
C20 C21 1.383(4) . ?
C20 C19 1.383(4) . ?
C5 C8 1.473(4) . ?
C5 C4 1.381(4) . ?
C5 C6 1.388(4) . ?
C25 C24 1.396(4) . ?
C25 C26 1.468(4) . ?
C17 C22 1.385(4) . ?
C17 C1 1.495(4) . ?
C17 C18 1.379(4) . ?
C11 C10 1.470(4) . ?
C11 C16 1.383(4) . ?
C11 C12 1.381(4) . ?
C23 C24 1.386(4) . ?
C8 C9 1.388(4) . ?
C24 H24 0.9300 . ?
C2 C3 1.377(4) . ?
C2 C1 1.517(4) . ?
C2 C7 1.373(4) . ?
C10 C9 1.396(4) . ?
C9 H9 0.9300 . ?
C3 H3A 0.9300 . ?
C3 C4 1.386(4) . ?
C4 H4 0.9300 . ?
C26 C31 1.386(4) . ?
C26 C27 1.387(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.380(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(4) . ?
C22 H22 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.379(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.375(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C7 H7 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.382(5) . ?
C18 H18 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.374(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.365(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.374(4) . ?
C14 H14 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.370(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.380(5) . ?
C29 C28 1.356(6) . ?
C30 H30 0.9300 . ?
C28 H28 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
C10 O2 H2 109.5 . . ?
C23 O3 H3 109.5 . . ?
C21 C20 C23 122.0(3) . . ?
C21 C20 C19 117.3(3) . . ?
C19 C20 C23 120.6(3) . . ?
C4 C5 C8 122.9(3) . . ?
C4 C5 C6 117.8(3) . . ?
C6 C5 C8 119.3(3) . . ?
O4 C25 C24 119.3(3) . . ?
O4 C25 C26 116.8(3) . . ?
C24 C25 C26 123.9(3) . . ?
C22 C17 C1 121.6(3) . . ?
C18 C17 C22 116.7(3) . . ?
C18 C17 C1 121.7(3) . . ?
C16 C11 C10 119.1(3) . . ?
C12 C11 C10 122.7(3) . . ?
C12 C11 C16 118.2(3) . . ?
O3 C23 C20 114.9(3) . . ?
O3 C23 C24 120.7(3) . . ?
C24 C23 C20 124.4(3) . . ?
O1 C8 C5 116.0(3) . . ?
O1 C8 C9 119.8(3) . . ?
C9 C8 C5 124.2(3) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 C25 121.5(3) . . ?
C23 C24 H24 119.3 . . ?
C3 C2 C1 123.1(3) . . ?
C7 C2 C3 117.5(3) . . ?
C7 C2 C1 119.4(3) . . ?
O2 C10 C11 115.7(3) . . ?
O2 C10 C9 119.7(3) . . ?
C9 C10 C11 124.6(3) . . ?
C8 C9 C10 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C2 C3 H3A 119.1 . . ?
C2 C3 C4 121.8(3) . . ?
C4 C3 H3A 119.1 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C31 C26 C25 123.1(3) . . ?
C31 C26 C27 118.0(3) . . ?
C27 C26 C25 119.0(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C17 C22 H22 119.1 . . ?
C21 C22 C17 121.9(3) . . ?
C21 C22 H22 119.1 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.7(3) . . ?
C15 C16 H16 119.6 . . ?
C20 C19 H19 119.3 . . ?
C18 C19 C20 121.3(3) . . ?
C18 C19 H19 119.3 . . ?
C17 C1 C2 116.1(2) . . ?
C17 C1 H1A 108.3 . . ?
C17 C1 H1B 108.3 . . ?
C2 C1 H1A 108.3 . . ?
C2 C1 H1B 108.3 . . ?
H1A C1 H1B 107.4 . . ?
C2 C7 C6 121.5(3) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.6(3) . . ?
C30 C31 H31 119.7 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.8(3) . . ?
C19 C18 H18 119.1 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.8 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.4(3) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 120.9(4) . . ?
C28 C27 H27 119.5 . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(4) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.0(4) . . ?
C29 C30 H30 120.0 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H28 119.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.255
_oxdiff_exptl_absorpt_empirical_full_min 0.666
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1844081'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H27 Cu N O4'
_chemical_formula_sum            'C36 H27 Cu N O4'
_chemical_formula_weight         601.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu N2 O10 C20 H20'
_chemical_oxdiff_usercomment     'cristalli da soluzioni esi (Py/DMA)'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5306(2)
_cell_length_b                   10.9270(2)
_cell_length_c                   15.9767(4)
_cell_angle_alpha                70.823(2)
_cell_angle_beta                 89.045(2)
_cell_angle_gamma                64.357(2)
_cell_volume                     1401.25(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2615
_cell_measurement_temperature    296.8(9)
_cell_measurement_theta_max      26.6340
_cell_measurement_theta_min      2.7200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.822
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             622
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11035
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.417
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.8(9)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1274
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  86.00   0.10   10.00    --   18.52  38.00 -90.00  920
  2  ω    -18.00  23.00   0.10   10.00    --  -18.52 -99.00-120.00  410
  3  ω    -20.00  16.00   0.10   10.00    --  -18.52 -99.00   0.00  360
  4  ω    -24.00   4.00   0.10   10.00    --  -18.52 -99.00 120.00  280
  5  ω     45.00  87.00   0.10   10.00    --   18.52 179.00 150.00  420
  6  ω    -51.00  44.00   0.10   10.00    --   18.52 -38.00  90.00  950
  7  ω    -47.00  25.00   0.10   10.00    --   18.52 -57.00 -30.00  720
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0289928000
_diffrn_orient_matrix_UB_12      0.0462240000
_diffrn_orient_matrix_UB_13      -0.0283679000
_diffrn_orient_matrix_UB_21      -0.0699152000
_diffrn_orient_matrix_UB_22      0.0616410000
_diffrn_orient_matrix_UB_23      -0.0009446000
_diffrn_orient_matrix_UB_31      0.0351823000
_diffrn_orient_matrix_UB_32      0.0016824000
_diffrn_orient_matrix_UB_33      0.0381160000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4541
_reflns_number_total             5731
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.889
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5731
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0922P)²+0.4498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1533
_refine_ls_wR_factor_ref         0.1696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C11(H11), C8(H8), C19(H19), C18(H18), C12(H12), C21(H21),
 C32(H32), C30(H30), C5(H5), C20(H20), C27(H27), C33(H33), C24(H24), C34(H34),
 C3(H3), C4(H4), C36(H36), C1(H1), C2(H2), C28(H28), C35(H35), C29(H29),
 C31(H31)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.63148(5) 0.28800(4) 0.14232(2) 0.04812(17) Uani 1 1 d . . . . .
O3 O 0.3035(3) 0.5910(2) 0.81540(15) 0.0481(5) Uani 1 1 d . . . . .
O1 O 0.5425(3) 0.2540(3) 0.25213(16) 0.0552(6) Uani 1 1 d . . . . .
O2 O 0.5058(3) 0.2272(3) 0.08840(16) 0.0552(6) Uani 1 1 d . . . . .
O4 O 0.1409(3) 0.8967(3) 0.79653(16) 0.0558(6) Uani 1 1 d . . . . .
N1 N 0.7119(3) 0.3483(3) 0.02504(18) 0.0480(6) Uani 1 1 d . . . . .
C22 C 0.2076(4) 0.5242(3) 0.7130(2) 0.0417(7) Uani 1 1 d . . . . .
C15 C 0.2934(4) 0.1941(3) 0.5277(2) 0.0437(7) Uani 1 1 d . . . . .
C10 C 0.3885(4) 0.1998(3) 0.3590(2) 0.0433(7) Uani 1 1 d . . . . .
C23 C 0.1995(4) 0.6387(4) 0.7482(2) 0.0436(7) Uani 1 1 d . . . . .
C14 C 0.2819(4) 0.1031(4) 0.4874(2) 0.0482(8) Uani 1 1 d . . . . .
H14 H 0.2427 0.0386 0.5171 0.058 Uiso 1 1 calc R . . . .
C6 C 0.3326(4) 0.1362(4) 0.0670(2) 0.0503(8) Uani 1 1 d . . . . .
C17 C 0.2299(4) 0.3053(4) 0.6500(2) 0.0490(8) Uani 1 1 d . . . . .
C7 C 0.4093(4) 0.1805(4) 0.1242(2) 0.0467(7) Uani 1 1 d . . . . .
C9 C 0.4399(4) 0.2074(3) 0.2695(2) 0.0439(7) Uani 1 1 d . . . . .
C13 C 0.3267(4) 0.1058(4) 0.4051(2) 0.0481(8) Uani 1 1 d . . . . .
H13 H 0.3158 0.0444 0.3797 0.058 Uiso 1 1 calc R . . . .
C11 C 0.4051(5) 0.2868(4) 0.4001(2) 0.0525(8) Uani 1 1 d . . . . .
H11 H 0.4497 0.3476 0.3721 0.063 Uiso 1 1 calc R . . . .
C8 C 0.3742(4) 0.1688(4) 0.2114(2) 0.0510(8) Uani 1 1 d . . . . .
H8 H 0.3026 0.1330 0.2316 0.061 Uiso 1 1 calc R . . . .
C19 C 0.3464(4) 0.4019(4) 0.7276(2) 0.0521(8) Uani 1 1 d . . . . .
H19 H 0.4347 0.3912 0.7591 0.063 Uiso 1 1 calc R . . . .
C18 C 0.3594(5) 0.2935(4) 0.6967(3) 0.0572(9) Uani 1 1 d . . . . .
H18 H 0.4559 0.2119 0.7073 0.069 Uiso 1 1 calc R . . . .
C12 C 0.3567(5) 0.2853(4) 0.4821(2) 0.0572(9) Uani 1 1 d . . . . .
H12 H 0.3669 0.3470 0.5074 0.069 Uiso 1 1 calc R . . . .
C26 C -0.0579(4) 1.0516(4) 0.6721(2) 0.0489(8) Uani 1 1 d . . . . .
C25 C 0.0654(4) 0.9034(4) 0.7301(2) 0.0473(7) Uani 1 1 d . . . . .
C21 C 0.0769(4) 0.5379(4) 0.6651(2) 0.0537(8) Uani 1 1 d . . . . .
H21 H -0.0191 0.6202 0.6533 0.064 Uiso 1 1 calc R . . . .
C32 C 0.6386(5) 0.3777(4) -0.0538(2) 0.0580(9) Uani 1 1 d . . . . .
H32 H 0.5456 0.3696 -0.0562 0.070 Uiso 1 1 calc R . . . .
C30 C -0.1189(5) 1.1614(4) 0.7074(3) 0.0618(9) Uani 1 1 d . . . . .
H30 H -0.0855 1.1424 0.7667 0.074 Uiso 1 1 calc R . . . .
C5 C 0.3366(5) 0.1791(5) -0.0242(3) 0.0651(10) Uani 1 1 d . . . . .
H5 H 0.3835 0.2389 -0.0499 0.078 Uiso 1 1 calc R . . . .
C20 C 0.0915(5) 0.4280(4) 0.6353(2) 0.0571(9) Uani 1 1 d . . . . .
H20 H 0.0034 0.4382 0.6039 0.068 Uiso 1 1 calc R . . . .
C27 C -0.1062(5) 1.0851(4) 0.5834(3) 0.0593(9) Uani 1 1 d . . . . .
H27 H -0.0651 1.0135 0.5581 0.071 Uiso 1 1 calc R . . . .
C33 C 0.6953(5) 0.4198(5) -0.1328(3) 0.0693(11) Uani 1 1 d . . . . .
H33 H 0.6404 0.4398 -0.1870 0.083 Uiso 1 1 calc R . . . .
C24 C 0.0872(4) 0.7816(4) 0.7067(2) 0.0521(8) Uani 1 1 d . . . . .
H24 H 0.0184 0.8002 0.6584 0.062 Uiso 1 1 calc R . . . .
C16 C 0.2418(5) 0.1851(4) 0.6192(2) 0.0587(9) Uani 1 1 d . . . . .
H16A H 0.1399 0.1855 0.6179 0.070 Uiso 1 1 calc R . . . .
H16B H 0.3158 0.0930 0.6631 0.070 Uiso 1 1 calc R . . . .
C34 C 0.8297(5) 0.4322(5) -0.1316(3) 0.0722(11) Uani 1 1 d . . . . .
H34 H 0.8693 0.4595 -0.1844 0.087 Uiso 1 1 calc R . . . .
C3 C 0.2610(5) 0.0474(5) 0.1026(3) 0.0669(11) Uani 1 1 d . . . . .
H3 H 0.2553 0.0172 0.1636 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2719(5) 0.1342(5) -0.0776(3) 0.0723(12) Uani 1 1 d . . . . .
H4 H 0.2751 0.1651 -0.1389 0.087 Uiso 1 1 calc R . . . .
C36 C 0.8452(5) 0.3606(5) 0.0258(3) 0.0696(11) Uani 1 1 d . . . . .
H36 H 0.8991 0.3391 0.0807 0.084 Uiso 1 1 calc R . . . .
C1 C 0.2039(5) 0.0462(5) -0.0426(3) 0.0696(11) Uani 1 1 d . . . . .
H1 H 0.1620 0.0155 -0.0791 0.083 Uiso 1 1 calc R . . . .
C2 C 0.1977(6) 0.0036(5) 0.0465(3) 0.0753(12) Uani 1 1 d . . . . .
H2 H 0.1503 -0.0562 0.0709 0.090 Uiso 1 1 calc R . . . .
C28 C -0.2142(6) 1.2227(5) 0.5318(3) 0.0812(13) Uani 1 1 d . . . . .
H28 H -0.2451 1.2437 0.4718 0.097 Uiso 1 1 calc R . . . .
C35 C 0.9066(5) 0.4033(6) -0.0506(3) 0.0782(12) Uani 1 1 d . . . . .
H35 H 0.9987 0.4125 -0.0473 0.094 Uiso 1 1 calc R . . . .
C29 C -0.2772(6) 1.3296(5) 0.5674(4) 0.0904(15) Uani 1 1 d . . . . .
H29 H -0.3521 1.4224 0.5324 0.108 Uiso 1 1 calc R . . . .
C31 C -0.2287(6) 1.2981(5) 0.6545(4) 0.0847(14) Uani 1 1 d . . . . .
H31 H -0.2707 1.3706 0.6790 0.102 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 O3 1.974(2) 2_666 ?
Cu1 O1 1.931(2) . ?
Cu1 O2 1.928(2) . ?
Cu1 O4 2.173(2) 2_666 ?
Cu1 N1 2.027(3) . ?
O3 Cu1 1.974(2) 2_666 ?
O3 C23 1.276(4) . ?
O1 C9 1.274(4) . ?
O2 C7 1.278(4) . ?
O4 Cu1 2.173(2) 2_666 ?
O4 C25 1.257(4) . ?
N1 C32 1.322(4) . ?
N1 C36 1.334(5) . ?
C22 C23 1.505(4) . ?
C22 C19 1.366(5) . ?
C22 C21 1.398(4) . ?
C15 C14 1.390(4) . ?
C15 C12 1.384(5) . ?
C15 C16 1.521(5) . ?
C10 C9 1.491(4) . ?
C10 C13 1.400(5) . ?
C10 C11 1.381(4) . ?
C23 C24 1.386(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.370(5) . ?
C6 C7 1.491(4) . ?
C6 C5 1.383(5) . ?
C6 C3 1.389(5) . ?
C17 C18 1.388(5) . ?
C17 C20 1.366(5) . ?
C17 C16 1.508(4) . ?
C7 C8 1.404(5) . ?
C9 C8 1.392(4) . ?
C13 H13 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(5) . ?
C8 H8 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.385(4) . ?
C18 H18 0.9300 . ?
C12 H12 0.9300 . ?
C26 C25 1.505(5) . ?
C26 C30 1.387(5) . ?
C26 C27 1.375(5) . ?
C25 C24 1.428(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.384(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.374(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.379(5) . ?
C20 H20 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.369(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.345(6) . ?
C24 H24 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C34 H34 0.9300 . ?
C34 C35 1.370(6) . ?
C3 H3 0.9300 . ?
C3 C2 1.394(5) . ?
C4 H4 0.9300 . ?
C4 C1 1.354(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.374(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.354(6) . ?
C2 H2 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.365(7) . ?
C35 H35 0.9300 . ?
C29 H29 0.9300 . ?
C29 C31 1.357(7) . ?
C31 H31 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
O3 Cu1 O4 89.38(9) 2_666 2_666 ?
O3 Cu1 N1 89.76(10) 2_666 . ?
O1 Cu1 O3 85.89(9) . 2_666 ?
O1 Cu1 O4 92.96(10) . 2_666 ?
O1 Cu1 N1 173.40(11) . . ?
O2 Cu1 O3 161.49(11) . 2_666 ?
O2 Cu1 O1 91.76(10) . . ?
O2 Cu1 O4 109.09(10) . 2_666 ?
O2 Cu1 N1 90.80(10) . . ?
N1 Cu1 O4 91.96(11) . 2_666 ?
C23 O3 Cu1 125.2(2) . 2_666 ?
C9 O1 Cu1 127.3(2) . . ?
C7 O2 Cu1 127.5(2) . . ?
C25 O4 Cu1 120.1(2) . 2_666 ?
C32 N1 Cu1 123.5(2) . . ?
C32 N1 C36 117.2(3) . . ?
C36 N1 Cu1 119.3(2) . . ?
C19 C22 C23 119.8(3) . . ?
C19 C22 C21 117.9(3) . . ?
C21 C22 C23 122.3(3) . . ?
C14 C15 C16 119.1(3) . . ?
C12 C15 C14 117.0(3) . . ?
C12 C15 C16 123.9(3) . . ?
C13 C10 C9 123.3(3) . . ?
C11 C10 C9 119.2(3) . . ?
C11 C10 C13 117.6(3) . . ?
O3 C23 C22 114.0(3) . . ?
O3 C23 C24 126.1(3) . . ?
C24 C23 C22 119.8(3) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 C15 121.9(3) . . ?
C13 C14 H14 119.0 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 C3 117.8(3) . . ?
C3 C6 C7 122.2(3) . . ?
C18 C17 C16 120.9(4) . . ?
C20 C17 C18 117.3(3) . . ?
C20 C17 C16 121.8(3) . . ?
O2 C7 C6 115.5(3) . . ?
O2 C7 C8 124.4(3) . . ?
C8 C7 C6 120.1(3) . . ?
O1 C9 C10 114.5(3) . . ?
O1 C9 C8 124.9(3) . . ?
C8 C9 C10 120.5(3) . . ?
C10 C13 H13 119.6 . . ?
C14 C13 C10 120.7(3) . . ?
C14 C13 H13 119.6 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C7 C8 H8 117.9 . . ?
C9 C8 C7 124.2(3) . . ?
C9 C8 H8 117.9 . . ?
C22 C19 H19 119.1 . . ?
C22 C19 C18 121.9(3) . . ?
C18 C19 H19 119.1 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C15 C12 H12 119.2 . . ?
C11 C12 C15 121.6(3) . . ?
C11 C12 H12 119.2 . . ?
C30 C26 C25 119.2(3) . . ?
C27 C26 C25 122.4(3) . . ?
C27 C26 C30 118.3(3) . . ?
O4 C25 C26 116.7(3) . . ?
O4 C25 C24 124.9(3) . . ?
C24 C25 C26 118.4(3) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 C22 119.6(3) . . ?
C20 C21 H21 120.2 . . ?
N1 C32 H32 118.9 . . ?
N1 C32 C33 122.3(4) . . ?
C33 C32 H32 118.9 . . ?
C26 C30 H30 120.1 . . ?
C31 C30 C26 119.8(4) . . ?
C31 C30 H30 120.1 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C17 C20 C21 122.7(3) . . ?
C17 C20 H20 118.6 . . ?
C21 C20 H20 118.6 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.7(4) . . ?
C28 C27 H27 119.7 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.3(4) . . ?
C34 C33 H33 119.8 . . ?
C23 C24 C25 127.1(3) . . ?
C23 C24 H24 116.5 . . ?
C25 C24 H24 116.5 . . ?
C15 C16 H16A 108.4 . . ?
C15 C16 H16B 108.4 . . ?
C17 C16 C15 115.3(3) . . ?
C17 C16 H16A 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C33 C34 H34 120.9 . . ?
C33 C34 C35 118.2(4) . . ?
C35 C34 H34 120.9 . . ?
C6 C3 H3 120.1 . . ?
C6 C3 C2 119.8(4) . . ?
C2 C3 H3 120.1 . . ?
C5 C4 H4 119.3 . . ?
C1 C4 C5 121.3(4) . . ?
C1 C4 H4 119.3 . . ?
N1 C36 H36 118.4 . . ?
N1 C36 C35 123.2(4) . . ?
C35 C36 H36 118.4 . . ?
C4 C1 H1 120.5 . . ?
C2 C1 C4 118.9(3) . . ?
C2 C1 H1 120.5 . . ?
C3 C2 H2 119.3 . . ?
C1 C2 C3 121.4(4) . . ?
C1 C2 H2 119.3 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.9(5) . . ?
C29 C28 H28 119.6 . . ?
C34 C35 C36 118.8(4) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
C28 C29 H29 120.5 . . ?
C31 C29 C28 118.9(5) . . ?
C31 C29 H29 120.5 . . ?
C30 C31 H31 119.3 . . ?
C29 C31 C30 121.4(4) . . ?
C29 C31 H31 119.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.214
_oxdiff_exptl_absorpt_empirical_full_min 0.893
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1844083'
_audit_update_record             
;
2018-05-18 deposited with the CCDC.
2018-07-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38.5 H29 Cu N O4.5'
_chemical_formula_sum            'C38.50 H29 Cu N O4.50'
_chemical_formula_weight         641.17
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu2 O8 N2 C20 H20'
_chemical_oxdiff_usercomment     'Cu2+phPy DMA vap iPr2O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   24.2987(16)
_cell_length_b                   8.5438(5)
_cell_length_c                   30.614(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6355.6(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2187
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      18.7280
_cell_measurement_theta_min      3.1320
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear intense green'
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2656
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_unetI/netI     0.0886
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            14602
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.712
_diffrn_reflns_theta_max         24.712
_diffrn_reflns_theta_min         2.527
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0637
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -8.00  24.00   0.10   40.00    --    7.44 -57.00 -30.00  320
  2  ω     -5.00  22.00   0.10   40.00    --   -7.51 -77.00 150.00  270
  3  ω    -77.00 -19.00   0.10   40.00    --   -7.51 -77.00 150.00  580
  4  ω    -54.00  51.00   0.10   40.00    --   15.06 -19.00 -60.00 1050
  5  ω    -50.00   6.00   0.10   40.00    --  -15.21 -57.00 -60.00  560
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0229910000
_diffrn_orient_matrix_UB_12      -0.0181735000
_diffrn_orient_matrix_UB_13      -0.0133489000
_diffrn_orient_matrix_UB_21      0.0172134000
_diffrn_orient_matrix_UB_22      -0.0004315000
_diffrn_orient_matrix_UB_23      0.0187165000
_diffrn_orient_matrix_UB_31      -0.0052562000
_diffrn_orient_matrix_UB_32      -0.0809802000
_diffrn_orient_matrix_UB_33      0.0028896000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.957
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3681
_reflns_number_total             5085
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.46(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5085
_refine_ls_number_restraints     197
_refine_ls_R_factor_all          0.1354
_refine_ls_R_factor_gt           0.1001
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1009P)²+11.2203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2015
_refine_ls_wR_factor_ref         0.2211
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.54(5)
 0.46(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C24A-C20 \\sim C25A-C24A \\sim C25A-C21 \\sim C23A-C21 \\sim C23A-C22A \\sim
C22A-C20
 with sigma of 0.01
 C24B-C20 \\sim C25B-C24B \\sim C25B-C21 \\sim C23B-C21 \\sim C23B-C22B \\sim
C22B-C20
 with sigma of 0.01
 C30-C26B \\sim C27B-C31 \\sim C28B-C29B \\sim C26A-C27A \\sim C28A-C29A
 with sigma of 0.01
4. Restrained planarity
 C20, C24B, C25B, C21, C23B, C22B
 with sigma of 0.1
 C25A, C24A, C22A, C23A, C21, C20
 with sigma of 0.1
 C29B, C30, C28B, C26B, C31, C27B
 with sigma of 0.1
 C30, C31, C26A, C27A, C28A, C29A
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
Uanis(C35B) = Uanis(C36B) = Uanis(C39B) = Uanis(C38B) = Uanis(C40B) =
Uanis(C42B) = Uanis(C45B) = Uanis(C43B) = Uanis(C41B) = Uanis(C44B) =
Uanis(C37B)
Uanis(C26B) = Uanis(C26A) = Uanis(C27A) = Uanis(C27B)
Uanis(C28B) = Uanis(C29B) = Uanis(C28A) = Uanis(C29A)
6. Rigid body (RIGU) restrains
 C20, C24B, C25B, C21, C23B, C22B, C25A, C24A, C22A, C23A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C30, C26B, C27B, C31, C28B, C29B, C26A, C27A, C28A, C29A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(C24B)=Sof(H24B)=Sof(C25B)=Sof(H25B)=Sof(H21A)=Sof(C23B)=Sof(H23B)=
 Sof(C22B)=Sof(H22B)=1-FVAR(1)
 Sof(H21)=Sof(C25A)=Sof(H25A)=Sof(C24A)=Sof(H24A)=Sof(C22A)=Sof(H22A)=
 Sof(C23A)=Sof(H23A)=FVAR(1)
 Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=Sof(H31A)=Sof(C28B)=Sof(H28B)=
 Sof(C29B)=Sof(H29B)=1-FVAR(2)
 Sof(H31)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=
 Sof(C29A)=Sof(H29A)=FVAR(2)
 Fixed Sof: C35B(0.5) C36B(0.5) C39B(0.5) C38B(0.5) C37B(0.5) H34A(0.5)
 H34B(0.5) H34C(0.5) H33A(0.5) H33B(0.5) H33C(0.5) H32A(0.5) H32B(0.5) H32C(0.5)
8.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
8.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C6(H6), C15(H15), C12(H12), C7(H7), C18(H18), C24B(H24B),
 C25B(H25B), C21(H21A), C21(H21), C23B(H23B), C22B(H22B), C8(H8), C26B(H26B),
 C27B(H27B), C31(H31A), C31(H31), C28B(H28B), C29B(H29B), C5(H5), C13(H13),
 C2(H2), C42B(H42B), C45B(H45B), C43B(H43B), C41B(H41B), C44B(H44B), C25A(H25A),
  C24A(H24A), C22A(H22A), C23A(H23A), C26A(H26A), C27A(H27A), C28A(H28A),
 C29A(H29A)
8.c Fitted hexagon refined as free rotating group:
 N1(C35B,C36B,C39B,C38B,C37B), C20(C24B,C25B,C21,C23B,C22B), C30(C26B,C27B,C31,
 C28B,C29B)
8.d Idealised Me refined as rotating group:
 C34B(H34A,H34B,H34C), C33B(H33A,H33B,H33C), C32B(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cu2 Cu 0.5000 0.9123(2) 0.35343(8) 0.0477(6) Uani 1 2 d S T P . .
Cu1 Cu 0.5000 -0.3364(3) 0.55913(9) 0.0637(8) Uani 1 2 d S T P . .
O3 O 0.4448(3) 0.7628(9) 0.3746(3) 0.053(2) Uani 1 1 d . . . . .
O4 O 0.4449(4) 1.0244(10) 0.3189(3) 0.059(3) Uani 1 1 d . . . . .
O5 O 0.5000 1.0693(14) 0.4104(4) 0.055(3) Uani 1 2 d S T P . .
O2 O 0.4456(4) -0.2282(11) 0.5244(3) 0.067(3) Uani 1 1 d . . . . .
N2 N 0.5000 1.279(2) 0.4544(9) 0.081(5) Uani 1 2 d S T P . .
C3 C 0.3974(5) 0.7448(12) 0.3579(5) 0.045(3) Uani 1 1 d . . . . .
N1 N 0.5000 -0.1449(17) 0.6108(6) 0.086(6) Uani 1 2 d S T P . .
C35B C 0.4781(10) -0.001(2) 0.5987(6) 0.140(5) Uani 0.5 1 d G . . . .
C36B C 0.4816(17) 0.1258(17) 0.6271(8) 0.140(5) Uani 0.5 1 d G . . . .
C39B C 0.5069(19) 0.109(2) 0.6675(7) 0.140(5) Uani 0.5 1 d G . . . .
C38B C 0.5288(15) -0.035(3) 0.6796(6) 0.140(5) Uani 0.5 1 d G . . . .
C37B C 0.5253(9) -0.162(2) 0.6512(6) 0.140(5) Uani 0.5 1 d G . . . .
C31B C 0.5000 1.213(3) 0.4154(8) 0.055(5) Uani 1 2 d S T P . .
O1 O 0.4456(4) -0.4769(13) 0.5830(4) 0.085(3) Uani 1 1 d . . . . .
C4 C 0.3663(5) 0.6043(12) 0.3733(4) 0.044(3) Uani 1 1 d . . . . .
C16 C 0.3852(6) -0.0632(14) 0.4641(5) 0.056(4) Uani 1 1 d . . . . .
H16 H 0.4207 -0.0947 0.4569 0.067 Uiso 1 1 calc R . . . .
C14 C 0.3618(6) -0.1223(14) 0.5007(5) 0.048(3) Uani 1 1 d . . . . .
C6 C 0.3054(5) 0.3891(14) 0.3603(6) 0.060(4) Uani 1 1 d . . . . .
H6 H 0.2837 0.3313 0.3412 0.072 Uiso 1 1 calc R . . . .
C9 C 0.3090(5) 0.3433(14) 0.4033(5) 0.057(4) Uani 1 1 d . . . . .
C17 C 0.3934(6) -0.2367(16) 0.5278(5) 0.059(4) Uani 1 1 d . . . . .
C15 C 0.3583(5) 0.0435(14) 0.4367(5) 0.052(4) Uani 1 1 d . . . . .
H15 H 0.3751 0.0805 0.4114 0.063 Uiso 1 1 calc R . . . .
C12 C 0.2841(6) 0.0330(16) 0.4864(5) 0.063(4) Uani 1 1 d . . . . .
H12 H 0.2498 0.0690 0.4953 0.076 Uiso 1 1 calc R . . . .
C10 C 0.2762(5) 0.2056(14) 0.4201(5) 0.059(4) Uani 1 1 d . . . . .
H10A H 0.2452 0.2456 0.4366 0.071 Uiso 1 1 calc R . . . .
H10B H 0.2615 0.1495 0.3951 0.071 Uiso 1 1 calc R . . . .
C7 C 0.3718(5) 0.5556(14) 0.4158(5) 0.049(4) Uani 1 1 d . . . . .
H7 H 0.3952 0.6093 0.4346 0.059 Uiso 1 1 calc R . . . .
C19 C 0.3943(7) -0.4661(18) 0.5772(5) 0.066(4) Uani 1 1 d . . . . .
C1 C 0.3963(5) 0.9774(14) 0.3110(4) 0.047(3) Uani 1 1 d . . . . .
C18 C 0.3678(6) -0.3524(18) 0.5524(6) 0.067(4) Uani 1 1 d . . . . .
H18 H 0.3295 -0.3540 0.5523 0.080 Uiso 1 1 calc R . . . .
C11 C 0.3064(5) 0.0917(13) 0.4481(5) 0.057(4) Uani 1 1 d . . . . .
C34B C 0.5000 1.175(3) 0.4924(9) 0.093(8) Uani 1 2 d S T P . .
H34A H 0.4972 1.0687 0.4829 0.139 Uiso 0.5 1 calc GR . . A -1
H34B H 0.4692 1.2004 0.5108 0.139 Uiso 0.5 1 calc GR . . A -1
H34C H 0.5336 1.1894 0.5085 0.139 Uiso 0.5 1 calc GR . . A -1
C20 C 0.3616(6) -0.5888(15) 0.5998(5) 0.088(5) Uani 1 1 d D U . . .
C24B C 0.3788(9) -0.7433(18) 0.5957(9) 0.080(11) Uani 0.38(2) 1 d DG U . B 2
H24B H 0.4093 -0.7673 0.5786 0.096 Uiso 0.38(2) 1 calc R . . B 2
C25B C 0.3503(10) -0.8619(14) 0.6170(10) 0.13(2) Uani 0.38(2) 1 d DG U . B 2
H25B H 0.3618 -0.9652 0.6143 0.160 Uiso 0.38(2) 1 calc R . . B 2
C21 C 0.3047(7) -0.826(2) 0.6425(7) 0.131(7) Uani 1 1 d DG U . B .
H21A H 0.2856 -0.9053 0.6568 0.157 Uiso 0.38(2) 1 calc R . . B 2
H21 H 0.2905 -0.9164 0.6551 0.157 Uiso 0.62(2) 1 calc R . . B 1
C23B C 0.2875(10) -0.671(2) 0.6466(10) 0.24(6) Uani 0.38(2) 1 d DG U . B 2
H23B H 0.2570 -0.6474 0.6637 0.286 Uiso 0.38(2) 1 calc R . . B 2
C22B C 0.3160(11) -0.5529(17) 0.6252(10) 0.22(5) Uani 0.38(2) 1 d DG U . B 2
H22B H 0.3045 -0.4495 0.6280 0.270 Uiso 0.38(2) 1 calc R . . B 2
C33B C 0.5000 1.452(3) 0.4636(9) 0.086(7) Uani 1 2 d S T P . .
H33A H 0.4935 1.5077 0.4369 0.129 Uiso 0.5 1 calc GR . . C -1
H33B H 0.5350 1.4816 0.4754 0.129 Uiso 0.5 1 calc GR . . C -1
H33C H 0.4715 1.4756 0.4842 0.129 Uiso 0.5 1 calc GR . . C -1
C8 C 0.3431(5) 0.4294(14) 0.4306(5) 0.052(3) Uani 1 1 d . . . . .
H8 H 0.3466 0.4001 0.4598 0.063 Uiso 1 1 calc R . . . .
C30 C 0.3657(7) 1.0792(17) 0.2806(5) 0.084(5) Uani 1 1 d D U . . .
C26B C 0.3925(10) 1.142(7) 0.2446(14) 0.113(6) Uani 0.20(3) 1 d DG U . D 2
H26B H 0.4294 1.1191 0.2395 0.136 Uiso 0.20(3) 1 calc R . . D 2
C27B C 0.3643(12) 1.241(7) 0.2161(14) 0.113(6) Uani 0.20(3) 1 d DG U . D 2
H27B H 0.3823 1.2829 0.1920 0.136 Uiso 0.20(3) 1 calc R . . D 2
C31 C 0.3092(8) 1.275(2) 0.2237(6) 0.126(6) Uani 1 1 d DG U . D .
H31A H 0.2904 1.3410 0.2046 0.151 Uiso 0.20(3) 1 calc R . . D 2
H31 H 0.2920 1.3350 0.2023 0.151 Uiso 0.80(3) 1 calc R . . D 1
C28B C 0.2824(10) 1.212(7) 0.2597(14) 0.091(5) Uani 0.20(3) 1 d DG U . D 2
H28B H 0.2455 1.2355 0.2647 0.109 Uiso 0.20(3) 1 calc R . . D 2
C29B C 0.3106(11) 1.114(7) 0.2881(14) 0.091(5) Uani 0.20(3) 1 d DG U . D 2
H29B H 0.2927 1.0717 0.3122 0.109 Uiso 0.20(3) 1 calc R . . D 2
C5 C 0.3332(5) 0.5194(14) 0.3448(4) 0.053(3) Uani 1 1 d . . . . .
H5 H 0.3298 0.5495 0.3157 0.064 Uiso 1 1 calc R . . . .
C13 C 0.3109(6) -0.0768(16) 0.5121(5) 0.071(4) Uani 1 1 d . . . . .
H13 H 0.2939 -0.1182 0.5368 0.085 Uiso 1 1 calc R . . . .
C2 C 0.3734(6) 0.8437(16) 0.3271(5) 0.062(4) Uani 1 1 d . . . . .
H2 H 0.3387 0.8162 0.3167 0.074 Uiso 1 1 calc R . . . .
C40B C 0.5000 0.248(3) 0.6989(11) 0.140(5) Uani 1 2 d S T P . .
C32B C 0.5000 1.322(2) 0.3755(8) 0.081(7) Uani 1 2 d S T P . .
H32A H 0.5368 1.3577 0.3700 0.122 Uiso 0.5 1 calc GR . . E -1
H32B H 0.4766 1.4103 0.3812 0.122 Uiso 0.5 1 calc GR . . E -1
H32C H 0.4866 1.2661 0.3505 0.122 Uiso 0.5 1 calc GR . . E -1
C42B C 0.5000 0.524(4) 0.7142(10) 0.140(5) Uani 1 2 d S T P . .
H42B H 0.5000 0.6274 0.7047 0.168 Uiso 1 2 calc RS T P . .
C45B C 0.5000 0.496(4) 0.7550(11) 0.140(5) Uani 1 2 d S T P . .
H45B H 0.5000 0.5799 0.7743 0.168 Uiso 1 2 calc RS T P . .
C43B C 0.5000 0.232(3) 0.7404(10) 0.140(5) Uani 1 2 d S T P . .
H43B H 0.5000 0.1308 0.7517 0.168 Uiso 1 2 calc RS T P . .
C41B C 0.5000 0.395(3) 0.6807(11) 0.140(5) Uani 1 2 d S T P . .
H41B H 0.5000 0.4129 0.6507 0.168 Uiso 1 2 calc RS T P . .
C44B C 0.5000 0.360(3) 0.7702(10) 0.140(5) Uani 1 2 d S T P . .
H44B H 0.5000 0.3425 0.8002 0.168 Uiso 1 2 calc RS T P . .
C25A C 0.3449(9) -0.740(3) 0.6638(10) 0.110(10) Uani 0.62(2) 1 d D U . B 1
H25A H 0.3527 -0.7618 0.6929 0.132 Uiso 0.62(2) 1 calc R . . B 1
C24A C 0.3737(11) -0.623(3) 0.6428(7) 0.091(9) Uani 0.62(2) 1 d D U . B 1
H24A H 0.4009 -0.5674 0.6575 0.110 Uiso 0.62(2) 1 calc R . . B 1
C22A C 0.3168(10) -0.662(3) 0.5826(11) 0.140(16) Uani 0.62(2) 1 d D U . B 1
H22A H 0.3059 -0.6323 0.5547 0.168 Uiso 0.62(2) 1 calc R . . B 1
C23A C 0.2863(13) -0.776(4) 0.6029(10) 0.136(13) Uani 0.62(2) 1 d D U . B 1
H23A H 0.2546 -0.8166 0.5902 0.164 Uiso 0.62(2) 1 calc R . . B 1
C26A C 0.3912(11) 1.217(3) 0.2654(8) 0.113(6) Uani 0.80(3) 1 d D U . D 1
H26A H 0.4275 1.2368 0.2733 0.136 Uiso 0.80(3) 1 calc R . . D 1
C27A C 0.3640(10) 1.325(3) 0.2391(9) 0.113(6) Uani 0.80(3) 1 d D U . D 1
H27A H 0.3792 1.4207 0.2317 0.136 Uiso 0.80(3) 1 calc R . . D 1
C28A C 0.2842(9) 1.154(2) 0.2384(8) 0.091(5) Uani 0.80(3) 1 d D U . D 1
H28A H 0.2489 1.1292 0.2290 0.109 Uiso 0.80(3) 1 calc R . . D 1
C29A C 0.3111(9) 1.060(3) 0.2686(8) 0.091(5) Uani 0.80(3) 1 d D U . D 1
H29A H 0.2912 0.9798 0.2817 0.109 Uiso 0.80(3) 1 calc R . . D 1


_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
Cu2 O3 1.961(8) 4_655 ?
Cu2 O3 1.961(8) . ?
Cu2 O4 1.956(8) 4_655 ?
Cu2 O4 1.956(8) . ?
Cu2 O5 2.199(13) . ?
Cu1 O2 1.933(10) . ?
Cu1 O2 1.933(10) 4_655 ?
Cu1 N1 2.276(14) . ?
Cu1 O1 1.928(10) . ?
Cu1 O1 1.928(10) 4_655 ?
O3 C3 1.271(14) . ?
O4 C1 1.270(14) . ?
O5 C31B 1.24(2) . ?
O2 C17 1.275(16) . ?
N2 C31B 1.32(3) . ?
N2 C34B 1.46(3) . ?
N2 C33B 1.50(3) . ?
C3 C4 1.495(16) . ?
C3 C2 1.393(19) . ?
N1 C35B 1.390(18) 4_655 ?
N1 C35B 1.3900 . ?
N1 C37B 1.390(19) 4_655 ?
N1 C37B 1.3900 . ?
C35B C35B 1.06(5) 4_655 ?
C35B C36B 1.3900 . ?
C35B C36B 1.70(5) 4_655 ?
C36B C35B 1.70(3) 4_655 ?
C36B C36B 0.89(8) 4_655 ?
C36B C39B 1.28(2) 4_655 ?
C36B C39B 1.3900 . ?
C39B C36B 1.277(18) 4_655 ?
C39B C39B 0.34(9) 4_655 ?
C39B C38B 1.3900 . ?
C39B C38B 1.55(4) 4_655 ?
C39B C40B 1.54(4) . ?
C38B C39B 1.55(5) 4_655 ?
C38B C38B 1.40(7) 4_655 ?
C38B C37B 1.3900 . ?
C38B C37B 1.91(3) 4_655 ?
C37B C38B 1.91(5) 4_655 ?
C37B C37B 1.23(4) 4_655 ?
C31B C32B 1.53(3) . ?
O1 C19 1.263(18) . ?
C4 C7 1.372(18) . ?
C4 C5 1.390(17) . ?
C16 H16 0.9300 . ?
C16 C14 1.354(19) . ?
C16 C15 1.402(19) . ?
C14 C17 1.49(2) . ?
C14 C13 1.34(2) . ?
C6 H6 0.9300 . ?
C6 C9 1.38(2) . ?
C6 C5 1.387(18) . ?
C9 C10 1.511(18) . ?
C9 C8 1.388(18) . ?
C17 C18 1.39(2) . ?
C15 H15 0.9300 . ?
C15 C11 1.371(19) . ?
C12 H12 0.9300 . ?
C12 C11 1.39(2) . ?
C12 C13 1.387(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.489(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.361(17) . ?
C19 C18 1.39(2) . ?
C19 C20 1.487(18) . ?
C1 C30 1.476(17) . ?
C1 C2 1.363(18) . ?
C18 H18 0.9300 . ?
C34B H34A 0.9600 . ?
C34B H34B 0.9600 . ?
C34B H34C 0.9600 . ?
C20 C24B 1.3900 . ?
C20 C22B 1.3900 . ?
C20 C24A 1.381(15) . ?
C20 C22A 1.361(15) . ?
C24B H24B 0.9300 . ?
C24B C25B 1.3900 . ?
C25B H25B 0.9300 . ?
C25B C21 1.3900 . ?
C21 H21A 0.9300 . ?
C21 H21 0.9300 . ?
C21 C23B 1.3900 . ?
C21 C25A 1.385(15) . ?
C21 C23A 1.361(16) . ?
C23B H23B 0.9300 . ?
C23B C22B 1.3900 . ?
C22B H22B 0.9300 . ?
C33B H33A 0.9600 . ?
C33B H33B 0.9600 . ?
C33B H33C 0.9600 . ?
C8 H8 0.9300 . ?
C30 C26B 1.3900 . ?
C30 C29B 1.3900 . ?
C30 C26A 1.41(3) . ?
C30 C29A 1.39(3) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.3900 . ?
C27B H27B 0.9300 . ?
C27B C31 1.3900 . ?
C31 H31A 0.9300 . ?
C31 H31 0.9300 . ?
C31 C28B 1.3900 . ?
C31 C27A 1.47(3) . ?
C31 C28A 1.28(3) . ?
C28B H28B 0.9300 . ?
C28B C29B 1.3900 . ?
C29B H29B 0.9300 . ?
C5 H5 0.9300 . ?
C13 H13 0.9300 . ?
C2 H2 0.9300 . ?
C40B C39B 1.54(3) 4_655 ?
C40B C43B 1.28(4) . ?
C40B C41B 1.37(4) . ?
C32B H32A 0.9600 . ?
C32B H32B 0.9600 . ?
C32B H32C 0.9600 . ?
C42B H42B 0.9300 . ?
C42B C45B 1.27(4) . ?
C42B C41B 1.50(4) . ?
C45B H45B 0.9300 . ?
C45B C44B 1.26(3) . ?
C43B H43B 0.9300 . ?
C43B C44B 1.42(4) . ?
C41B H41B 0.9300 . ?
C44B H44B 0.9300 . ?
C25A H25A 0.9300 . ?
C25A C24A 1.380(15) . ?
C24A H24A 0.9300 . ?
C22A H22A 0.9300 . ?
C22A C23A 1.371(15) . ?
C23A H23A 0.9300 . ?
C26A H26A 0.9300 . ?
C26A C27A 1.390(11) . ?
C27A H27A 0.9300 . ?
C28A H28A 0.9300 . ?
C28A C29A 1.386(11) . ?
C29A H29A 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
O3 Cu2 O3 86.2(5) . 4_655 ?
O3 Cu2 O5 97.8(3) 4_655 . ?
O3 Cu2 O5 97.8(3) . . ?
O4 Cu2 O3 164.8(4) . 4_655 ?
O4 Cu2 O3 164.8(4) 4_655 . ?
O4 Cu2 O3 91.7(3) 4_655 4_655 ?
O4 Cu2 O3 91.7(3) . . ?
O4 Cu2 O4 86.4(6) . 4_655 ?
O4 Cu2 O5 97.4(4) . . ?
O4 Cu2 O5 97.4(4) 4_655 . ?
O2 Cu1 O2 86.4(6) 4_655 . ?
O2 Cu1 N1 92.2(5) 4_655 . ?
O2 Cu1 N1 92.2(5) . . ?
O1 Cu1 O2 167.1(5) 4_655 . ?
O1 Cu1 O2 167.1(5) . 4_655 ?
O1 Cu1 O2 92.1(4) . . ?
O1 Cu1 O2 92.1(4) 4_655 4_655 ?
O1 Cu1 N1 100.6(5) . . ?
O1 Cu1 N1 100.6(5) 4_655 . ?
O1 Cu1 O1 86.5(6) 4_655 . ?
C3 O3 Cu2 124.4(8) . . ?
C1 O4 Cu2 125.8(8) . . ?
C31B O5 Cu2 134.7(14) . . ?
C17 O2 Cu1 127.4(9) . . ?
C31B N2 C34B 118(2) . . ?
C31B N2 C33B 126(2) . . ?
C34B N2 C33B 116(2) . . ?
O3 C3 C4 115.4(11) . . ?
O3 C3 C2 125.4(11) . . ?
C2 C3 C4 119.2(11) . . ?
C35B N1 Cu1 116.8(10) 4_655 . ?
C35B N1 Cu1 116.8(9) . . ?
C35B N1 C35B 45.0(18) . 4_655 ?
C35B N1 C37B 99.3(8) . 4_655 ?
C35B N1 C37B 120.0(8) 4_655 4_655 ?
C35B N1 C37B 120.0 . . ?
C37B N1 Cu1 122.9(9) . . ?
C37B N1 Cu1 122.9(10) 4_655 . ?
C37B N1 C35B 99.3(10) . 4_655 ?
C37B N1 C37B 52.6(16) . 4_655 ?
N1 C35B C36B 102.0(14) . 4_655 ?
C35B C35B N1 67.5 4_655 . ?
C35B C35B C36B 86.5 4_655 . ?
C35B C35B C36B 55(2) 4_655 4_655 ?
C36B C35B N1 120.0 . . ?
C36B C35B C36B 32(2) . 4_655 ?
C35B C36B C35B 38.7(13) . 4_655 ?
C35B C36B C39B 120.0 . . ?
C36B C36B C35B 54.8(13) 4_655 4_655 ?
C36B C36B C35B 93.5 4_655 . ?
C36B C36B C39B 63.7 4_655 . ?
C36B C36B C39B 77(4) 4_655 4_655 ?
C39B C36B C35B 107(3) 4_655 4_655 ?
C39B C36B C35B 121.9(3) 4_655 . ?
C39B C36B C35B 97.6(8) . 4_655 ?
C39B C36B C39B 14(4) 4_655 . ?
C36B C39B C36B 39(4) 4_655 . ?
C36B C39B C38B 116(2) 4_655 4_655 ?
C36B C39B C38B 92.8(13) . 4_655 ?
C36B C39B C38B 106.1(17) 4_655 . ?
C36B C39B C40B 115.2(19) . . ?
C36B C39B C40B 122.7(19) 4_655 . ?
C39B C39B C36B 103(4) 4_655 4_655 ?
C39B C39B C36B 63.7 4_655 . ?
C39B C39B C38B 56(2) 4_655 4_655 ?
C39B C39B C38B 112.48(5) 4_655 . ?
C39B C39B C40B 84(3) 4_655 . ?
C38B C39B C36B 120.0 . . ?
C38B C39B C38B 57(2) . 4_655 ?
C38B C39B C40B 124.0(18) . . ?
C40B C39B C38B 114(3) . 4_655 ?
C39B C38B C39B 12(3) . 4_655 ?
C39B C38B C38B 67.5 . 4_655 ?
C39B C38B C37B 120.0 . . ?
C39B C38B C37B 96.7(6) . 4_655 ?
C39B C38B C37B 87(3) 4_655 4_655 ?
C38B C38B C39B 56(3) 4_655 4_655 ?
C38B C38B C37B 46.5(9) 4_655 4_655 ?
C37B C38B C39B 115.8(11) . 4_655 ?
C37B C38B C38B 86.5 . 4_655 ?
C37B C38B C37B 40.0(9) . 4_655 ?
N1 C37B C38B 92.2(11) . 4_655 ?
C38B C37B N1 120.0 . . ?
C38B C37B C38B 47.0(16) . 4_655 ?
C37B C37B N1 63.7 4_655 . ?
C37B C37B C38B 46.5(16) 4_655 4_655 ?
C37B C37B C38B 93.5 4_655 . ?
O5 C31B N2 122(2) . . ?
O5 C31B C32B 120.2(19) . . ?
N2 C31B C32B 117.7(19) . . ?
C19 O1 Cu1 125.3(10) . . ?
C7 C4 C3 119.6(11) . . ?
C7 C4 C5 119.5(11) . . ?
C5 C4 C3 120.9(12) . . ?
C14 C16 H16 118.6 . . ?
C14 C16 C15 122.8(13) . . ?
C15 C16 H16 118.6 . . ?
C16 C14 C17 119.2(13) . . ?
C13 C14 C16 119.7(13) . . ?
C13 C14 C17 121.1(13) . . ?
C9 C6 H6 119.2 . . ?
C9 C6 C5 121.7(12) . . ?
C5 C6 H6 119.2 . . ?
C6 C9 C10 120.8(12) . . ?
C6 C9 C8 117.6(12) . . ?
C8 C9 C10 121.6(14) . . ?
O2 C17 C14 115.3(12) . . ?
O2 C17 C18 122.0(14) . . ?
C18 C17 C14 122.5(14) . . ?
C16 C15 H15 120.9 . . ?
C11 C15 C16 118.2(14) . . ?
C11 C15 H15 120.9 . . ?
C11 C12 H12 118.6 . . ?
C11 C12 C13 122.9(13) . . ?
C13 C12 H12 118.6 . . ?
C9 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
C11 C10 C9 116.4(11) . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C4 C7 H7 119.8 . . ?
C8 C7 C4 120.5(12) . . ?
C8 C7 H7 119.8 . . ?
O1 C19 C18 125.9(14) . . ?
O1 C19 C20 114.3(14) . . ?
C18 C19 C20 119.8(15) . . ?
O4 C1 C30 113.7(12) . . ?
O4 C1 C2 125.2(11) . . ?
C2 C1 C30 121.0(13) . . ?
C17 C18 C19 125.7(14) . . ?
C17 C18 H18 117.1 . . ?
C19 C18 H18 117.1 . . ?
C15 C11 C12 117.7(13) . . ?
C15 C11 C10 120.1(14) . . ?
C12 C11 C10 122.1(12) . . ?
N2 C34B H34A 109.5 . . ?
N2 C34B H34B 109.5 . . ?
N2 C34B H34C 109.5 . . ?
H34A C34B H34B 109.5 . . ?
H34A C34B H34C 109.5 . . ?
H34B C34B H34C 109.5 . . ?
C24B C20 C19 117.8(12) . . ?
C24B C20 C22B 120.0 . . ?
C22B C20 C19 122.2(12) . . ?
C24A C20 C19 118.6(16) . . ?
C22A C20 C19 125.0(17) . . ?
C22A C20 C24A 116(2) . . ?
C20 C24B H24B 120.0 . . ?
C25B C24B C20 120.0 . . ?
C25B C24B H24B 120.0 . . ?
C24B C25B H25B 120.0 . . ?
C24B C25B C21 120.0 . . ?
C21 C25B H25B 120.0 . . ?
C25B C21 H21A 120.0 . . ?
C25B C21 C23B 120.0 . . ?
C23B C21 H21A 120.0 . . ?
C25A C21 H21 120.5 . . ?
C23A C21 H21 120.5 . . ?
C23A C21 C25A 119(2) . . ?
C21 C23B H23B 120.0 . . ?
C21 C23B C22B 120.0 . . ?
C22B C23B H23B 120.0 . . ?
C20 C22B H22B 120.0 . . ?
C23B C22B C20 120.0 . . ?
C23B C22B H22B 120.0 . . ?
N2 C33B H33A 109.5 . . ?
N2 C33B H33B 109.5 . . ?
N2 C33B H33C 109.5 . . ?
H33A C33B H33B 109.5 . . ?
H33A C33B H33C 109.5 . . ?
H33B C33B H33C 109.5 . . ?
C9 C8 H8 119.2 . . ?
C7 C8 C9 121.6(13) . . ?
C7 C8 H8 119.2 . . ?
C26B C30 C1 119.5(14) . . ?
C26B C30 C29B 120.0 . . ?
C29B C30 C1 120.5(14) . . ?
C26A C30 C1 118.6(16) . . ?
C29A C30 C1 125.5(16) . . ?
C29A C30 C26A 115.6(15) . . ?
C30 C26B H26B 120.0 . . ?
C27B C26B C30 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C31 C27B C26B 120.0 . . ?
C31 C27B H27B 120.0 . . ?
C27B C31 H31A 120.0 . . ?
C27B C31 C28B 120.0 . . ?
C28B C31 H31A 120.0 . . ?
C27A C31 H31 118.5 . . ?
C28A C31 H31 118.5 . . ?
C28A C31 C27A 123.0(16) . . ?
C31 C28B H28B 120.0 . . ?
C31 C28B C29B 120.0 . . ?
C29B C28B H28B 120.0 . . ?
C30 C29B H29B 120.0 . . ?
C28B C29B C30 120.0 . . ?
C28B C29B H29B 120.0 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.1(12) . . ?
C6 C5 H5 120.5 . . ?
C14 C13 C12 118.7(14) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C3 C2 H2 117.2 . . ?
C1 C2 C3 125.5(13) . . ?
C1 C2 H2 117.2 . . ?
C39B C40B C39B 13(3) 4_655 . ?
C43B C40B C39B 123(3) . 4_655 ?
C43B C40B C39B 123(3) . . ?
C43B C40B C41B 120(3) . . ?
C41B C40B C39B 117(3) . 4_655 ?
C41B C40B C39B 117(3) . . ?
C31B C32B H32A 109.5 . . ?
C31B C32B H32B 109.5 . . ?
C31B C32B H32C 109.5 . . ?
H32A C32B H32B 109.5 . . ?
H32A C32B H32C 109.5 . . ?
H32B C32B H32C 109.5 . . ?
C45B C42B H42B 119.0 . . ?
C45B C42B C41B 122(3) . . ?
C41B C42B H42B 119.0 . . ?
C42B C45B H45B 118.7 . . ?
C44B C45B C42B 123(4) . . ?
C44B C45B H45B 118.7 . . ?
C40B C43B H43B 118.2 . . ?
C40B C43B C44B 124(3) . . ?
C44B C43B H43B 118.2 . . ?
C40B C41B C42B 113(3) . . ?
C40B C41B H41B 123.4 . . ?
C42B C41B H41B 123.4 . . ?
C45B C44B C43B 118(3) . . ?
C45B C44B H44B 120.9 . . ?
C43B C44B H44B 120.9 . . ?
C21 C25A H25A 119.3 . . ?
C24A C25A C21 121(2) . . ?
C24A C25A H25A 119.3 . . ?
C20 C24A H24A 120.3 . . ?
C25A C24A C20 119(2) . . ?
C25A C24A H24A 120.3 . . ?
C20 C22A H22A 117.1 . . ?
C20 C22A C23A 126(3) . . ?
C23A C22A H22A 117.1 . . ?
C21 C23A C22A 117(3) . . ?
C21 C23A H23A 121.7 . . ?
C22A C23A H23A 121.7 . . ?
C30 C26A H26A 118.9 . . ?
C27A C26A C30 122(2) . . ?
C27A C26A H26A 118.9 . . ?
C31 C27A H27A 122.3 . . ?
C26A C27A C31 115(2) . . ?
C26A C27A H27A 122.3 . . ?
C31 C28A H28A 120.7 . . ?
C31 C28A C29A 119(2) . . ?
C29A C28A H28A 120.7 . . ?
C30 C29A C28A 124(2) . . ?
C30 C29A H29A 118.0 . . ?
C28A C29A H29A 118.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.074
_oxdiff_exptl_absorpt_empirical_full_min 0.939
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.54(5)
2 0.46(5)

