# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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data_recup
_database_code_depnum_ccdc_archive 'CCDC 2312255'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2024-01-16 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2024-01-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H36 Cu2 N10 O2, 2(Cl O4), 2(C3 H6 O)'
_chemical_formula_sum            'C36 H48 Cl2 Cu2 N10 O12'
_chemical_formula_weight         1010.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.652(2)
_cell_length_b                   13.232(3)
_cell_length_c                   16.020(3)
_cell_angle_alpha                106.82(3)
_cell_angle_beta                 96.99(3)
_cell_angle_gamma                110.12(3)
_cell_volume                     2151.7(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    51188
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      1.370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.185
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.741443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0731 before and 0.0304 after correction.
The Ratio of minimum to maximum transmission is 0.7414.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            51188
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         1.370
_diffrn_ambient_temperature      200.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  Incoatec-Bruker-AXS-enraf-noniusKappaAPEXII
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8665
_reflns_number_total             9831
_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       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     686
_refine_ls_number_reflns         9831
_refine_ls_number_restraints     311
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0310P)²+1.7934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0804
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O12A-C34A
 1.2 with sigma of 0.02
 C34A-C35A
 1.5 with sigma of 0.02
 C34A-C33A
 1.5 with sigma of 0.02
 O12A-C35A
 2.3 with sigma of 0.02
 O12A-C33A
 2.3 with sigma of 0.02
 C35A-C33A
 2.5 with sigma of 0.02
 O12B-C34B
 1.2 with sigma of 0.02
 C35B-C34B
 1.5 with sigma of 0.02
 C34B-C33B
 1.5 with sigma of 0.02
 O12B-C35B
 2.3 with sigma of 0.02
 O12B-C33B
 2.3 with sigma of 0.02
 C35B-C33B
 2.5 with sigma of 0.02
3. Rigid bond restraints
 Cl2, O8A, O10A, O9A, O8B, O7B, O7A, O10B, O9B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C34B, C33B, O12B, C35B, O12A, C34A, C35A, C33A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O12A, C35B, C34A, C34B, O12B, C33A, C33B, C35A, O12C, C33C, C34C, C35C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Cl2 \\sim O8A \\sim O10A \\sim O9A \\sim O8B \\sim O7B \\sim O7A \\sim O10B
\\sim O9B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 1.7A
O12B \\sim C33B \\sim C34B \\sim C35B \\sim C33A \\sim O12A \\sim C34A \\sim
C35A \\sim O12C \\sim C33C \\sim C34C \\sim C35C: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
O12A \\sim O12B \\sim C34B \\sim C34A \\sim C35B \\sim C33A \\sim C33B \\sim
C35A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 1.7A
5. Others
 Sof(O8A)=Sof(O10A)=Sof(O9A)=Sof(O7A)=1-FVAR(1)
 Sof(O8B)=Sof(O7B)=Sof(O10B)=Sof(O9B)=FVAR(1)
 Sof(C33B)=Sof(H33D)=Sof(H33E)=Sof(H33F)=Sof(O12B)=Sof(C34B)=Sof(C35B)=
 Sof(H35D)=Sof(H35E)=Sof(H35F)=0.8*(1-FVAR(3))
 Sof(O12A)=Sof(C34A)=Sof(C35A)=Sof(H35A)=Sof(H35B)=Sof(H35C)=Sof(C33A)=
 Sof(H33A)=Sof(H33B)=Sof(H33C)=0.8*FVAR(3)
 Fixed Sof: O12C(0.2) C34C(0.2) C33C(0.2) H33G(0.2) H33H(0.2) H33I(0.2)
 C35C(0.2) H35G(0.2) H35H(0.2) H35I(0.2)
6.a Free rotating group:
 O1(H1), O2(H2)
6.b Ternary CH refined with riding coordinates:
 C00T(H00T), C9(H9)
6.c Aromatic/amide H refined with riding coordinates:
 C27(H27), C17(H17), C22(H22), C12(H12), C7(H7), C2(H2A), C6(H6), C3(H3)
6.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C14(H14A,H14B,H14C), C29(H29A,H29B,H29C), C20(H20A,H20B,
 H20C), C15(H15A,H15B,H15C), C24(H24A,H24B,H24C), C19(H19A,H19B,H19C), C25(H25A,
 H25B,H25C), C32(H32A,H32B,H32C), C30(H30A,H30B,H30C), C35A(H35A,H35B,H35C),
 C33A(H33A,H33B,H33C), C33B(H33D,H33E,H33F), C35B(H35D,H35E,H35F), C33C(H33G,
 H33H,H33I), C35C(H35G,H35H,H35I)
;
_atom_sites_solution_hydrogens   mixed
_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 0.49381(2) 0.67889(2) 0.14762(2) 0.02099(6) Uani 1 1 d . . . . .
Cu2 Cu 0.31875(2) 0.50588(2) 0.18742(2) 0.02078(6) Uani 1 1 d . . . . .
Cl1 Cl 0.67868(5) 0.50151(4) 0.35260(3) 0.03302(11) Uani 1 1 d . . . . .
Cl2 Cl 0.26533(5) 0.88855(5) 0.26715(4) 0.04241(13) Uani 1 1 d . U . . .
O1 O 0.47093(12) 0.52682(11) 0.14470(9) 0.0238(3) Uani 1 1 d G . . . .
H1 H 0.527546 0.527674 0.186883 0.036 Uiso 1 1 d G U . . .
O2 O 0.31229(12) 0.61220(11) 0.12806(9) 0.0232(3) Uani 1 1 d G . . . .
H2 H 0.290218 0.660754 0.156350 0.035 Uiso 1 1 d G U . . .
N1 N 0.54250(14) 0.77383(13) 0.30240(10) 0.0216(3) Uani 1 1 d . . . . .
N5 N 0.32613(15) 0.37881(14) 0.22802(11) 0.0265(3) Uani 1 1 d . . . . .
N9 N 0.29333(15) 0.37549(13) 0.30647(11) 0.0250(3) Uani 1 1 d . . . . .
N7 N 0.74914(14) 0.85278(13) 0.21615(11) 0.0257(3) Uani 1 1 d . . . . .
N2 N 0.40370(14) 0.62510(13) 0.33389(10) 0.0213(3) Uani 1 1 d . . . . .
N10 N 0.13900(14) 0.45298(14) 0.29760(10) 0.0241(3) Uani 1 1 d . . . . .
N8 N 0.59472(15) 0.92663(13) 0.19088(11) 0.0264(3) Uani 1 1 d . . . . .
N4 N 0.50312(15) 0.82594(14) 0.13120(11) 0.0264(3) Uani 1 1 d . . . . .
O4 O 0.79237(15) 0.55367(16) 0.42390(12) 0.0475(4) Uani 1 1 d . . . . .
N3 N 0.68130(15) 0.73888(13) 0.16526(11) 0.0254(3) Uani 1 1 d . . . . .
N6 N 0.15081(15) 0.47979(14) 0.22191(10) 0.0248(3) Uani 1 1 d . . . . .
O8A O 0.1928(12) 0.9308(12) 0.3277(8) 0.0459(19) Uani 0.575(8) 1 d . U P A 2
O6 O 0.57488(17) 0.50246(19) 0.39071(14) 0.0578(5) Uani 1 1 d . . . . .
O11 O 1.0665(2) 0.84071(18) 0.54898(14) 0.0637(5) Uani 1 1 d . . . . .
O5 O 0.6599(2) 0.38565(17) 0.30734(17) 0.0717(6) Uani 1 1 d . . . . .
O10A O 0.3937(11) 0.9622(11) 0.2929(9) 0.063(3) Uani 0.575(8) 1 d . U P A 2
C11 C 0.29623(18) 0.28088(17) 0.32293(15) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.62409(17) 0.88206(16) 0.32921(12) 0.0238(4) Uani 1 1 d . . . . .
C21 C 0.87307(18) 0.88503(18) 0.21620(14) 0.0287(4) Uani 1 1 d . . . . .
C8 C 0.34937(17) 0.58476(16) 0.39165(12) 0.0228(3) Uani 1 1 d . . . . .
C13 C 0.3527(2) 0.28663(17) 0.19613(15) 0.0318(4) Uani 1 1 d . . . . .
C28 C 0.4369(2) 0.85579(18) 0.07615(14) 0.0301(4) Uani 1 1 d . . . . .
C00T C 0.68527(18) 0.92236(16) 0.25900(13) 0.0259(4) Uani 1 1 d . . . . .
H00T H 0.750227 1.002572 0.290939 0.031 Uiso 1 1 calc R U . . .
C16 C 0.01972(18) 0.42525(17) 0.30794(13) 0.0268(4) Uani 1 1 d . . . . .
C9 C 0.25077(17) 0.46041(16) 0.35527(12) 0.0234(4) Uani 1 1 d . . . . .
H9 H 0.225502 0.440357 0.407765 0.028 Uiso 1 1 calc R U . . .
O3 O 0.6909(2) 0.5632(2) 0.29298(16) 0.0804(8) Uani 1 1 d . . . . .
C18 C 0.03677(18) 0.46984(18) 0.18517(13) 0.0283(4) Uani 1 1 d . . . . .
C5 C 0.48764(16) 0.73680(15) 0.36439(12) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.51483(18) 0.81022(17) 0.45451(12) 0.0264(4) Uani 1 1 d . . . . .
C23 C 0.76420(18) 0.69916(18) 0.13448(13) 0.0279(4) Uani 1 1 d . . . . .
C10 C 0.2621(2) 0.25401(19) 0.40298(16) 0.0375(5) Uani 1 1 d . . . . .
H10A H 0.323396 0.313391 0.457775 0.056 Uiso 1 1 calc R U . . .
H10B H 0.262695 0.178828 0.398760 0.056 Uiso 1 1 calc R U . . .
H10C H 0.177680 0.252140 0.405050 0.056 Uiso 1 1 calc R U . . .
C27 C 0.4866(2) 0.97581(19) 0.10154(16) 0.0370(5) Uani 1 1 d . . . . .
H27 H 0.456837 1.019085 0.073256 0.044 Uiso 1 1 calc R U . . .
C17 C -0.04750(19) 0.43558(19) 0.23666(14) 0.0320(4) Uani 1 1 d . . . . .
H17 H -0.134395 0.422098 0.224608 0.038 Uiso 1 1 calc R U . . .
C22 C 0.88458(19) 0.78790(19) 0.16532(14) 0.0338(4) Uani 1 1 d . . . . .
H22 H 0.960274 0.781916 0.153223 0.041 Uiso 1 1 calc R U . . .
C26 C 0.5860(2) 1.01901(17) 0.17460(15) 0.0326(4) Uani 1 1 d . . . . .
C12 C 0.3343(2) 0.22373(18) 0.25367(16) 0.0355(5) Uani 1 1 d . . . . .
H12 H 0.346137 0.154351 0.246003 0.043 Uiso 1 1 calc R U . . .
C7 C 0.37171(19) 0.65092(18) 0.48274(13) 0.0301(4) Uani 1 1 d . . . . .
H7 H 0.330412 0.617751 0.521795 0.036 Uiso 1 1 calc R U . . .
C2 C 0.65540(19) 0.96119(17) 0.41712(14) 0.0321(4) Uani 1 1 d . . . . .
H2A H 0.713731 1.038466 0.432739 0.038 Uiso 1 1 calc R U . . .
C6 C 0.4539(2) 0.76374(19) 0.51405(13) 0.0327(4) Uani 1 1 d . . . . .
H6 H 0.469910 0.810490 0.575203 0.039 Uiso 1 1 calc R U . . .
C14 C 0.3953(3) 0.2623(2) 0.11122(18) 0.0472(6) Uani 1 1 d . . . . .
H14A H 0.358642 0.292588 0.070932 0.071 Uiso 1 1 calc R U . . .
H14B H 0.367723 0.178908 0.081821 0.071 Uiso 1 1 calc R U . . .
H14C H 0.487476 0.299278 0.125091 0.071 Uiso 1 1 calc R U . . .
C29 C 0.3282(2) 0.7676(2) 0.00142(15) 0.0400(5) Uani 1 1 d . . . . .
H29A H 0.337866 0.694169 -0.015624 0.060 Uiso 1 1 calc R U . . .
H29B H 0.325075 0.792534 -0.050454 0.060 Uiso 1 1 calc R U . . .
H29C H 0.249865 0.757870 0.021017 0.060 Uiso 1 1 calc R U . . .
C3 C 0.6009(2) 0.92543(18) 0.47951(14) 0.0344(5) Uani 1 1 d . . . . .
H3 H 0.620608 0.977558 0.539366 0.041 Uiso 1 1 calc R U . . .
C20 C 0.9680(2) 1.00567(19) 0.26321(17) 0.0403(5) Uani 1 1 d . . . . .
H20A H 0.943959 1.057166 0.238478 0.060 Uiso 1 1 calc R U . . .
H20B H 1.051133 1.010108 0.254370 0.060 Uiso 1 1 calc R U . . .
H20C H 0.971334 1.028978 0.327655 0.060 Uiso 1 1 calc R U . . .
C15 C -0.0198(2) 0.3904(2) 0.38383(15) 0.0375(5) Uani 1 1 d . . . . .
H15A H -0.021467 0.313454 0.375438 0.056 Uiso 1 1 calc R U . . .
H15B H -0.104085 0.389079 0.385338 0.056 Uiso 1 1 calc R U . . .
H15C H 0.040236 0.445597 0.440666 0.056 Uiso 1 1 calc R U . . .
C24 C 0.7243(2) 0.5767(2) 0.07594(15) 0.0383(5) Uani 1 1 d . . . . .
H24A H 0.729802 0.530902 0.113416 0.057 Uiso 1 1 calc R U . . .
H24B H 0.779777 0.571523 0.034972 0.057 Uiso 1 1 calc R U . . .
H24C H 0.637183 0.547196 0.040881 0.057 Uiso 1 1 calc R U . . .
C19 C 0.0122(2) 0.4936(2) 0.10076(15) 0.0412(5) Uani 1 1 d . . . . .
H19A H 0.021990 0.573867 0.115869 0.062 Uiso 1 1 calc R U . . .
H19B H -0.073924 0.442315 0.065205 0.062 Uiso 1 1 calc R U . . .
H19C H 0.072316 0.480274 0.065737 0.062 Uiso 1 1 calc R U . . .
C25 C 0.6724(3) 1.13956(19) 0.23156(19) 0.0472(6) Uani 1 1 d . . . . .
H25A H 0.672041 1.151483 0.294802 0.071 Uiso 1 1 calc R U . . .
H25B H 0.643853 1.193187 0.213154 0.071 Uiso 1 1 calc R U . . .
H25C H 0.758084 1.153304 0.224179 0.071 Uiso 1 1 calc R U . . .
C31 C 1.0236(3) 0.8005(2) 0.46846(18) 0.0491(6) Uani 1 1 d . . . . .
C32 C 0.9290(4) 0.8327(3) 0.4260(3) 0.0782(11) Uani 1 1 d . . . . .
H32A H 0.901660 0.878709 0.472755 0.117 Uiso 1 1 calc R U . . .
H32B H 0.856245 0.762892 0.387056 0.117 Uiso 1 1 calc R U . . .
H32C H 0.966143 0.877915 0.390024 0.117 Uiso 1 1 calc R U . . .
C30 C 1.0654(4) 0.7176(3) 0.4100(3) 0.0862(12) Uani 1 1 d . . . . .
H30A H 1.110415 0.752221 0.370855 0.129 Uiso 1 1 calc R U . . .
H30B H 0.991673 0.647384 0.373124 0.129 Uiso 1 1 calc R U . . .
H30C H 1.121627 0.698555 0.447561 0.129 Uiso 1 1 calc R U . . .
O9A O 0.2139(4) 0.8977(7) 0.1784(3) 0.091(3) Uani 0.575(8) 1 d . U P A 2
O12A O 0.8246(10) 1.0419(9) 0.0742(7) 0.095(3) Uani 0.514(6) 1 d D U P B 1
O8B O 0.3039(5) 0.8249(6) 0.3269(5) 0.062(2) Uani 0.425(8) 1 d . U P A 1
C34A C 0.8985(8) 1.0849(8) 0.0386(6) 0.0629(19) Uani 0.514(6) 1 d D U P B 1
O7B O 0.2128(5) 0.8037(5) 0.1833(3) 0.064(2) Uani 0.425(8) 1 d . U P A 1
O7A O 0.2458(7) 0.7790(4) 0.2531(6) 0.111(4) Uani 0.575(8) 1 d . U P A 2
O10B O 0.3794(16) 0.9791(14) 0.2794(14) 0.061(4) Uani 0.425(8) 1 d . U P A 1
O9B O 0.1875(19) 0.9269(18) 0.3066(12) 0.058(4) Uani 0.425(8) 1 d . U P A 1
C35A C 0.8746(8) 1.0448(7) -0.0597(4) 0.082(2) Uani 0.514(6) 1 d D U P B 1
H35A H 0.800717 0.971472 -0.085875 0.123 Uiso 0.514(6) 1 calc R U P B 1
H35B H 0.948235 1.034084 -0.077724 0.123 Uiso 0.514(6) 1 calc R U P B 1
H35C H 0.858759 1.102107 -0.081299 0.123 Uiso 0.514(6) 1 calc R U P B 1
C33A C 1.0124(11) 1.1884(8) 0.0922(7) 0.102(4) Uani 0.514(6) 1 d D U P B 1
H33A H 0.993204 1.233401 0.144686 0.152 Uiso 0.514(6) 1 calc R U P B 1
H33B H 1.040523 1.235189 0.055237 0.152 Uiso 0.514(6) 1 calc R U P B 1
H33C H 1.079300 1.165490 0.112209 0.152 Uiso 0.514(6) 1 calc R U P B 1
C33B C 1.032(2) 1.194(2) 0.0320(16) 0.089(7) Uiso 0.286(6) 1 d D U P B 2
H33D H 1.049658 1.275909 0.049478 0.133 Uiso 0.286(6) 1 calc R U P B 2
H33E H 0.997296 1.156164 -0.033210 0.133 Uiso 0.286(6) 1 calc R U P B 2
H33F H 1.110460 1.184166 0.048761 0.133 Uiso 0.286(6) 1 calc R U P B 2
O12B O 0.9595(14) 1.1761(9) 0.1579(7) 0.118(5) Uani 0.286(6) 1 d D U P B 2
C34B C 0.9395(17) 1.1404(15) 0.0789(10) 0.071(4) Uani 0.286(6) 1 d D U P B 2
C35B C 0.835(2) 1.0306(18) 0.0198(13) 0.099(7) Uani 0.286(6) 1 d D U P B 2
H35D H 0.776997 1.046463 -0.019314 0.149 Uiso 0.286(6) 1 calc R U P B 2
H35E H 0.789070 0.992051 0.056802 0.149 Uiso 0.286(6) 1 calc R U P B 2
H35F H 0.869029 0.980606 -0.017264 0.149 Uiso 0.286(6) 1 calc R U P B 2
O12C O 1.0408(18) 1.0303(19) 0.001(3) 0.173(10) Uani 0.2 1 d . U P C -3
C34C C 0.961(2) 1.0683(18) 0.0312(16) 0.088(5) Uani 0.2 1 d . U P C -3
C33C C 0.825(4) 1.017(3) 0.060(4) 0.113(15) Uani 0.2 1 d . U P C -3
H33G H 0.776803 0.936102 0.022134 0.169 Uiso 0.2 1 calc R U P C -3
H33H H 0.775309 1.061901 0.052668 0.169 Uiso 0.2 1 calc R U P C -3
H33I H 0.842783 1.023303 0.123504 0.169 Uiso 0.2 1 calc R U P C -3
C35C C 1.010(4) 1.201(3) 0.039(3) 0.093(9) Uani 0.2 1 d . U P C -3
H35G H 1.095651 1.244059 0.077981 0.140 Uiso 0.2 1 calc R U P C -3
H35H H 0.953642 1.235069 0.063860 0.140 Uiso 0.2 1 calc R U P C -3
H35I H 1.011368 1.205683 -0.021297 0.140 Uiso 0.2 1 calc R U P C -3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu2 2.7852(10) . ?
Cu1 O1 1.9224(14) . ?
Cu1 O2 1.9353(15) . ?
Cu1 N1 2.3266(17) . ?
Cu1 N4 2.0062(16) . ?
Cu1 N3 2.0023(17) . ?
Cu2 O1 1.9382(14) . ?
Cu2 O2 1.9284(14) . ?
Cu2 N5 1.9939(16) . ?
Cu2 N2 2.2787(19) . ?
Cu2 N6 2.0403(16) . ?
Cl1 O4 1.4431(18) . ?
Cl1 O6 1.4217(19) . ?
Cl1 O5 1.418(2) . ?
Cl1 O3 1.4154(19) . ?
Cl2 O8A 1.476(11) . ?
Cl2 O10A 1.404(12) . ?
Cl2 O9A 1.529(4) . ?
Cl2 O8B 1.565(5) . ?
Cl2 O7B 1.377(4) . ?
Cl2 O7A 1.333(4) . ?
Cl2 O10B 1.395(15) . ?
Cl2 O9B 1.322(16) . ?
O1 H1 0.8797 . ?
O2 H2 0.8110 . ?
N1 C1 1.322(2) . ?
N1 C5 1.362(2) . ?
N5 N9 1.366(2) . ?
N5 C13 1.335(2) . ?
N9 C11 1.362(2) . ?
N9 C9 1.445(2) . ?
N7 N3 1.369(2) . ?
N7 C21 1.358(2) . ?
N7 C00T 1.450(2) . ?
N2 C8 1.318(2) . ?
N2 C5 1.361(2) . ?
N10 N6 1.368(2) . ?
N10 C16 1.354(2) . ?
N10 C9 1.458(2) . ?
N8 N4 1.366(2) . ?
N8 C00T 1.450(3) . ?
N8 C26 1.355(3) . ?
N4 C28 1.332(3) . ?
N3 C23 1.330(2) . ?
N6 C18 1.332(2) . ?
O11 C31 1.208(3) . ?
C11 C10 1.490(3) . ?
C11 C12 1.366(3) . ?
C1 C00T 1.529(3) . ?
C1 C2 1.404(3) . ?
C21 C22 1.369(3) . ?
C21 C20 1.492(3) . ?
C8 C9 1.532(3) . ?
C8 C7 1.405(3) . ?
C13 C12 1.399(3) . ?
C13 C14 1.490(3) . ?
C28 C27 1.400(3) . ?
C28 C29 1.485(3) . ?
C00T H00T 1.0000 . ?
C16 C17 1.372(3) . ?
C16 C15 1.489(3) . ?
C9 H9 1.0000 . ?
C18 C17 1.399(3) . ?
C18 C19 1.491(3) . ?
C5 C4 1.412(3) . ?
C4 C6 1.413(3) . ?
C4 C3 1.410(3) . ?
C23 C22 1.397(3) . ?
C23 C24 1.489(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C26 1.365(3) . ?
C17 H17 0.9500 . ?
C22 H22 0.9500 . ?
C26 C25 1.490(3) . ?
C12 H12 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.365(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.359(3) . ?
C6 H6 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C3 H3 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C31 C32 1.472(5) . ?
C31 C30 1.483(4) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O12A C34A 1.167(10) . ?
C34A C35A 1.466(10) . ?
C34A C33A 1.471(10) . ?
C35A H35A 0.9800 . ?
C35A H35B 0.9800 . ?
C35A H35C 0.9800 . ?
C33A H33A 0.9800 . ?
C33A H33B 0.9800 . ?
C33A H33C 0.9800 . ?
C33B H33D 0.9800 . ?
C33B H33E 0.9800 . ?
C33B H33F 0.9800 . ?
C33B C34B 1.486(15) . ?
O12B C34B 1.177(13) . ?
C34B C35B 1.484(16) . ?
C35B H35D 0.9800 . ?
C35B H35E 0.9800 . ?
C35B H35F 0.9800 . ?
O12C C34C 1.28(3) . ?
C34C C33C 1.68(5) . ?
C34C C35C 1.62(4) . ?
C33C H33G 0.9800 . ?
C33C H33H 0.9800 . ?
C33C H33I 0.9800 . ?
C35C H35G 0.9800 . ?
C35C H35H 0.9800 . ?
C35C H35I 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 Cu2 44.05(4) . . ?
O1 Cu1 O2 80.83(6) . . ?
O1 Cu1 N1 99.56(6) . . ?
O1 Cu1 N4 171.37(6) . . ?
O1 Cu1 N3 96.14(7) . . ?
O2 Cu1 Cu2 43.78(4) . . ?
O2 Cu1 N1 97.55(7) . . ?
O2 Cu1 N4 95.47(7) . . ?
O2 Cu1 N3 176.78(6) . . ?
N1 Cu1 Cu2 82.39(5) . . ?
N4 Cu1 Cu2 135.71(5) . . ?
N4 Cu1 N1 88.62(7) . . ?
N3 Cu1 Cu2 134.01(5) . . ?
N3 Cu1 N1 84.00(7) . . ?
N3 Cu1 N4 87.38(7) . . ?
O1 Cu2 Cu1 43.60(4) . . ?
O1 Cu2 N5 93.85(7) . . ?
O1 Cu2 N2 100.04(7) . . ?
O1 Cu2 N6 175.38(6) . . ?
O2 Cu2 Cu1 43.97(4) . . ?
O2 Cu2 O1 80.61(6) . . ?
O2 Cu2 N5 170.01(6) . . ?
O2 Cu2 N2 101.95(6) . . ?
O2 Cu2 N6 96.82(6) . . ?
N5 Cu2 Cu1 134.21(5) . . ?
N5 Cu2 N2 87.14(7) . . ?
N5 Cu2 N6 88.12(7) . . ?
N2 Cu2 Cu1 85.67(5) . . ?
N6 Cu2 Cu1 135.74(5) . . ?
N6 Cu2 N2 84.21(7) . . ?
O6 Cl1 O4 109.09(12) . . ?
O5 Cl1 O4 107.82(13) . . ?
O5 Cl1 O6 108.85(14) . . ?
O3 Cl1 O4 109.73(12) . . ?
O3 Cl1 O6 110.31(15) . . ?
O3 Cl1 O5 110.99(17) . . ?
O8A Cl2 O9A 103.7(6) . . ?
O10A Cl2 O8A 112.7(8) . . ?
O10A Cl2 O9A 104.8(5) . . ?
O7B Cl2 O8B 103.2(4) . . ?
O7B Cl2 O10B 117.8(9) . . ?
O7A Cl2 O8A 113.0(6) . . ?
O7A Cl2 O10A 113.1(6) . . ?
O7A Cl2 O9A 108.7(4) . . ?
O10B Cl2 O8B 102.5(7) . . ?
O9B Cl2 O8B 103.6(9) . . ?
O9B Cl2 O7B 116.2(9) . . ?
O9B Cl2 O10B 111.0(13) . . ?
Cu1 O1 Cu2 92.35(6) . . ?
Cu1 O1 H1 112.5 . . ?
Cu2 O1 H1 107.0 . . ?
Cu1 O2 H2 108.8 . . ?
Cu2 O2 Cu1 92.25(6) . . ?
Cu2 O2 H2 112.6 . . ?
C1 N1 Cu1 113.23(13) . . ?
C1 N1 C5 117.81(16) . . ?
C5 N1 Cu1 128.45(12) . . ?
N9 N5 Cu2 117.94(12) . . ?
C13 N5 Cu2 136.23(14) . . ?
C13 N5 N9 105.79(16) . . ?
N5 N9 C9 119.65(15) . . ?
C11 N9 N5 111.28(16) . . ?
C11 N9 C9 128.80(17) . . ?
N3 N7 C00T 119.78(15) . . ?
C21 N7 N3 111.35(16) . . ?
C21 N7 C00T 128.85(16) . . ?
C8 N2 Cu2 114.32(12) . . ?
C8 N2 C5 118.20(16) . . ?
C5 N2 Cu2 126.57(12) . . ?
N6 N10 C9 118.56(14) . . ?
C16 N10 N6 111.84(15) . . ?
C16 N10 C9 129.58(16) . . ?
N4 N8 C00T 119.05(15) . . ?
C26 N8 N4 111.45(17) . . ?
C26 N8 C00T 129.49(17) . . ?
N8 N4 Cu1 117.79(12) . . ?
C28 N4 Cu1 136.30(15) . . ?
C28 N4 N8 105.84(16) . . ?
N7 N3 Cu1 117.16(12) . . ?
C23 N3 Cu1 136.74(14) . . ?
C23 N3 N7 105.87(16) . . ?
N10 N6 Cu2 117.36(11) . . ?
C18 N6 Cu2 136.94(13) . . ?
C18 N6 N10 105.29(15) . . ?
N9 C11 C10 122.87(19) . . ?
N9 C11 C12 106.07(18) . . ?
C12 C11 C10 131.05(19) . . ?
N1 C1 C00T 117.25(16) . . ?
N1 C1 C2 123.83(18) . . ?
C2 C1 C00T 118.91(17) . . ?
N7 C21 C22 105.85(18) . . ?
N7 C21 C20 122.84(19) . . ?
C22 C21 C20 131.30(19) . . ?
N2 C8 C9 117.48(16) . . ?
N2 C8 C7 123.81(18) . . ?
C7 C8 C9 118.62(17) . . ?
N5 C13 C12 109.77(19) . . ?
N5 C13 C14 121.47(19) . . ?
C12 C13 C14 128.77(19) . . ?
N4 C28 C27 109.55(19) . . ?
N4 C28 C29 121.21(19) . . ?
C27 C28 C29 129.2(2) . . ?
N7 C00T N8 109.60(16) . . ?
N7 C00T C1 113.07(15) . . ?
N7 C00T H00T 107.4 . . ?
N8 C00T C1 111.76(15) . . ?
N8 C00T H00T 107.4 . . ?
C1 C00T H00T 107.4 . . ?
N10 C16 C17 105.94(17) . . ?
N10 C16 C15 122.98(18) . . ?
C17 C16 C15 131.07(18) . . ?
N9 C9 N10 109.12(15) . . ?
N9 C9 C8 114.99(15) . . ?
N9 C9 H9 107.7 . . ?
N10 C9 C8 109.41(15) . . ?
N10 C9 H9 107.7 . . ?
C8 C9 H9 107.7 . . ?
N6 C18 C17 110.24(17) . . ?
N6 C18 C19 121.20(18) . . ?
C17 C18 C19 128.56(18) . . ?
N1 C5 C4 122.09(17) . . ?
N2 C5 N1 115.92(15) . . ?
N2 C5 C4 121.99(17) . . ?
C5 C4 C6 117.97(18) . . ?
C3 C4 C5 118.01(18) . . ?
C3 C4 C6 124.02(18) . . ?
N3 C23 C22 109.70(18) . . ?
N3 C23 C24 121.29(18) . . ?
C22 C23 C24 129.01(19) . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C28 C27 H27 126.4 . . ?
C26 C27 C28 107.14(19) . . ?
C26 C27 H27 126.4 . . ?
C16 C17 C18 106.69(17) . . ?
C16 C17 H17 126.7 . . ?
C18 C17 H17 126.7 . . ?
C21 C22 C23 107.22(18) . . ?
C21 C22 H22 126.4 . . ?
C23 C22 H22 126.4 . . ?
N8 C26 C27 106.01(19) . . ?
N8 C26 C25 122.4(2) . . ?
C27 C26 C25 131.5(2) . . ?
C11 C12 C13 107.07(18) . . ?
C11 C12 H12 126.5 . . ?
C13 C12 H12 126.5 . . ?
C8 C7 H7 120.6 . . ?
C6 C7 C8 118.75(18) . . ?
C6 C7 H7 120.6 . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 C1 118.92(19) . . ?
C3 C2 H2A 120.5 . . ?
C4 C6 H6 120.4 . . ?
C7 C6 C4 119.27(18) . . ?
C7 C6 H6 120.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.33(18) . . ?
C2 C3 H3 120.3 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O11 C31 C32 120.9(3) . . ?
O11 C31 C30 120.7(3) . . ?
C32 C31 C30 118.5(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O12A C34A C35A 121.2(9) . . ?
O12A C34A C33A 119.8(10) . . ?
C35A C34A C33A 118.7(8) . . ?
C34A C35A H35A 109.5 . . ?
C34A C35A H35B 109.5 . . ?
C34A C35A H35C 109.5 . . ?
H35A C35A H35B 109.5 . . ?
H35A C35A H35C 109.5 . . ?
H35B C35A H35C 109.5 . . ?
C34A C33A H33A 109.5 . . ?
C34A C33A H33B 109.5 . . ?
C34A C33A H33C 109.5 . . ?
H33A C33A H33B 109.5 . . ?
H33A C33A H33C 109.5 . . ?
H33B C33A H33C 109.5 . . ?
H33D C33B H33E 109.5 . . ?
H33D C33B H33F 109.5 . . ?
H33E C33B H33F 109.5 . . ?
C34B C33B H33D 109.5 . . ?
C34B C33B H33E 109.5 . . ?
C34B C33B H33F 109.5 . . ?
O12B C34B C33B 120.9(16) . . ?
O12B C34B C35B 124.1(14) . . ?
C35B C34B C33B 114.2(13) . . ?
C34B C35B H35D 109.5 . . ?
C34B C35B H35E 109.5 . . ?
C34B C35B H35F 109.5 . . ?
H35D C35B H35E 109.5 . . ?
H35D C35B H35F 109.5 . . ?
H35E C35B H35F 109.5 . . ?
O12C C34C C33C 138(3) . . ?
O12C C34C C35C 107(2) . . ?
C35C C34C C33C 116(3) . . ?
C34C C33C H33G 109.5 . . ?
C34C C33C H33H 109.5 . . ?
C34C C33C H33I 109.5 . . ?
H33G C33C H33H 109.5 . . ?
H33G C33C H33I 109.5 . . ?
H33H C33C H33I 109.5 . . ?
C34C C35C H35G 109.5 . . ?
C34C C35C H35H 109.5 . . ?
C34C C35C H35I 109.5 . . ?
H35G C35C H35H 109.5 . . ?
H35G C35C H35I 109.5 . . ?
H35H C35C H35I 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O3 0.88 2.21 3.074(3) 169.0 . yes
O2 H2 O7B 0.81 2.32 3.086(7) 158.1 . yes
O2 H2 O7A 0.81 2.11 2.911(4) 168.1 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C1 C00T -7.7(2) . . . . ?
Cu1 N1 C1 C2 171.23(15) . . . . ?
Cu1 N1 C5 N2 8.4(2) . . . . ?
Cu1 N1 C5 C4 -170.73(13) . . . . ?
Cu1 N4 C28 C27 176.55(15) . . . . ?
Cu1 N4 C28 C29 -3.3(3) . . . . ?
Cu1 N3 C23 C22 173.78(16) . . . . ?
Cu1 N3 C23 C24 -6.0(3) . . . . ?
Cu2 N5 N9 C11 176.64(12) . . . . ?
Cu2 N5 N9 C9 2.1(2) . . . . ?
Cu2 N5 C13 C12 -176.41(15) . . . . ?
Cu2 N5 C13 C14 3.8(3) . . . . ?
Cu2 N2 C8 C9 7.56(19) . . . . ?
Cu2 N2 C8 C7 -168.85(14) . . . . ?
Cu2 N2 C5 N1 -12.5(2) . . . . ?
Cu2 N2 C5 C4 166.66(13) . . . . ?
Cu2 N6 C18 C17 171.40(15) . . . . ?
Cu2 N6 C18 C19 -8.5(3) . . . . ?
N1 C1 C00T N7 -56.0(2) . . . . ?
N1 C1 C00T N8 68.2(2) . . . . ?
N1 C1 C2 C3 1.0(3) . . . . ?
N1 C5 C4 C6 -179.56(17) . . . . ?
N1 C5 C4 C3 0.6(3) . . . . ?
N5 N9 C11 C10 -178.69(18) . . . . ?
N5 N9 C11 C12 1.1(2) . . . . ?
N5 N9 C9 N10 59.3(2) . . . . ?
N5 N9 C9 C8 -64.0(2) . . . . ?
N5 C13 C12 C11 -0.4(2) . . . . ?
N9 N5 C13 C12 1.1(2) . . . . ?
N9 N5 C13 C14 -178.7(2) . . . . ?
N9 C11 C12 C13 -0.4(2) . . . . ?
N7 N3 C23 C22 -0.4(2) . . . . ?
N7 N3 C23 C24 179.87(18) . . . . ?
N7 C21 C22 C23 1.0(2) . . . . ?
N2 C8 C9 N9 54.1(2) . . . . ?
N2 C8 C9 N10 -69.1(2) . . . . ?
N2 C8 C7 C6 0.3(3) . . . . ?
N2 C5 C4 C6 1.3(3) . . . . ?
N2 C5 C4 C3 -178.54(17) . . . . ?
N10 N6 C18 C17 -0.7(2) . . . . ?
N10 N6 C18 C19 179.44(19) . . . . ?
N10 C16 C17 C18 0.1(2) . . . . ?
N8 N4 C28 C27 -0.3(2) . . . . ?
N8 N4 C28 C29 179.88(18) . . . . ?
N4 N8 C00T N7 56.8(2) . . . . ?
N4 N8 C00T C1 -69.3(2) . . . . ?
N4 N8 C26 C27 -0.7(2) . . . . ?
N4 N8 C26 C25 178.23(19) . . . . ?
N4 C28 C27 C26 -0.1(2) . . . . ?
N3 N7 C21 C22 -1.3(2) . . . . ?
N3 N7 C21 C20 177.47(19) . . . . ?
N3 N7 C00T N8 -61.9(2) . . . . ?
N3 N7 C00T C1 63.5(2) . . . . ?
N3 C23 C22 C21 -0.4(2) . . . . ?
N6 N10 C16 C17 -0.5(2) . . . . ?
N6 N10 C16 C15 178.80(19) . . . . ?
N6 N10 C9 N9 -65.0(2) . . . . ?
N6 N10 C9 C8 61.5(2) . . . . ?
N6 C18 C17 C16 0.4(2) . . . . ?
C11 N9 C9 N10 -114.1(2) . . . . ?
C11 N9 C9 C8 122.5(2) . . . . ?
C1 N1 C5 N2 179.61(15) . . . . ?
C1 N1 C5 C4 0.5(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C21 N7 N3 Cu1 -174.43(13) . . . . ?
C21 N7 N3 C23 1.1(2) . . . . ?
C21 N7 C00T N8 116.0(2) . . . . ?
C21 N7 C00T C1 -118.6(2) . . . . ?
C8 N2 C5 N1 179.10(15) . . . . ?
C8 N2 C5 C4 -1.7(3) . . . . ?
C8 C7 C6 C4 -0.7(3) . . . . ?
C13 N5 N9 C11 -1.4(2) . . . . ?
C13 N5 N9 C9 -175.94(17) . . . . ?
C28 C27 C26 N8 0.5(2) . . . . ?
C28 C27 C26 C25 -178.3(2) . . . . ?
C00T N7 N3 Cu1 3.8(2) . . . . ?
C00T N7 N3 C23 179.24(17) . . . . ?
C00T N7 C21 C22 -179.30(19) . . . . ?
C00T N7 C21 C20 -0.5(3) . . . . ?
C00T N8 N4 Cu1 4.0(2) . . . . ?
C00T N8 N4 C28 -178.46(16) . . . . ?
C00T N8 C26 C27 178.26(19) . . . . ?
C00T N8 C26 C25 -2.8(3) . . . . ?
C00T C1 C2 C3 179.91(19) . . . . ?
C16 N10 N6 Cu2 -173.16(13) . . . . ?
C16 N10 N6 C18 0.8(2) . . . . ?
C16 N10 C9 N9 116.8(2) . . . . ?
C16 N10 C9 C8 -116.6(2) . . . . ?
C9 N9 C11 C10 -4.8(3) . . . . ?
C9 N9 C11 C12 175.05(18) . . . . ?
C9 N10 N6 Cu2 8.4(2) . . . . ?
C9 N10 N6 C18 -177.66(16) . . . . ?
C9 N10 C16 C17 177.67(19) . . . . ?
C9 N10 C16 C15 -3.0(3) . . . . ?
C9 C8 C7 C6 -176.11(18) . . . . ?
C5 N1 C1 C00T 179.81(15) . . . . ?
C5 N1 C1 C2 -1.3(3) . . . . ?
C5 N2 C8 C9 177.35(15) . . . . ?
C5 N2 C8 C7 0.9(3) . . . . ?
C5 C4 C6 C7 -0.1(3) . . . . ?
C5 C4 C3 C2 -0.8(3) . . . . ?
C10 C11 C12 C13 179.4(2) . . . . ?
C26 N8 N4 Cu1 -176.88(13) . . . . ?
C26 N8 N4 C28 0.7(2) . . . . ?
C26 N8 C00T N7 -122.1(2) . . . . ?
C26 N8 C00T C1 111.7(2) . . . . ?
C7 C8 C9 N9 -129.31(18) . . . . ?
C7 C8 C9 N10 107.50(18) . . . . ?
C2 C1 C00T N7 124.98(19) . . . . ?
C2 C1 C00T N8 -110.8(2) . . . . ?
C6 C4 C3 C2 179.3(2) . . . . ?
C14 C13 C12 C11 179.4(2) . . . . ?
C29 C28 C27 C26 179.7(2) . . . . ?
C3 C4 C6 C7 179.8(2) . . . . ?
C20 C21 C22 C23 -177.6(2) . . . . ?
C15 C16 C17 C18 -179.2(2) . . . . ?
C24 C23 C22 C21 179.3(2) . . . . ?
C19 C18 C17 C16 -179.8(2) . . . . ?

_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_sad2
_database_code_depnum_ccdc_archive 'CCDC 2312258'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-12-05 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H20 Cu F6 N4 O8 S2'
_chemical_formula_sum            'C12 H20 Cu F6 N4 O8 S2'
_chemical_formula_weight         589.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.686(2)
_cell_length_b                   14.011(3)
_cell_length_c                   8.0619(16)
_cell_angle_alpha                90
_cell_angle_beta                 110.87(3)
_cell_angle_gamma                90
_cell_volume                     1127.8(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16643
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      2.908
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.728060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1738 before and 0.0401 after correction.
The Ratio of minimum to maximum transmission is 0.7281.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             598
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16643
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.908
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2347
_reflns_number_total             2574
_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       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT-2016 (Sheldrick, 2008)'
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2574
_refine_ls_number_restraints     165
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+0.5346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0841
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups, All O(H,H) groups
2. Restrained distances
 F3B-C6
 1.32 with sigma of 0.02
 C6-F1B
 1.32 with sigma of 0.02
 C6-F2B
 1.32 with sigma of 0.02
 F3B-F1B
 2.1 with sigma of 0.02
 F3B-F2B
 2.1 with sigma of 0.02
 F1B-F2B
 2.1 with sigma of 0.02
 F2B-F2A
 0.9 with sigma of 0.02
 O2B-S1
 1.4 with sigma of 0.02
 S1-O3B
 1.4 with sigma of 0.02
 S1-O4B
 1.4 with sigma of 0.02
3. Rigid bond restraints
 F2A, F1A, F3A, C6, F3B, F1B, F2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, O2A, O4A, O3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, O2A, O4A, O3A, O2B, O4B, O3B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F2A \\sim F1A \\sim F3A \\sim C6 \\sim F3B \\sim F1B \\sim F2B: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
S1 \\sim O2A \\sim O4A \\sim O3A: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
S1 \\sim O2A \\sim O4A \\sim O3A \\sim O2B \\sim O4B \\sim O3B: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Uanis(F1B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F3B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O4B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(F3B)=Sof(F1B)=Sof(F2B)=1-FVAR(1)
 Sof(F2A)=Sof(F1A)=Sof(F3A)=FVAR(1)
 Sof(H1BD)=Sof(H1BE)=Sof(H1BF)=1-FVAR(2)
 Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=FVAR(2)
 Sof(O2B)=Sof(O4B)=Sof(O3B)=1-FVAR(3)
 Sof(O2A)=Sof(O4A)=Sof(O3A)=FVAR(3)
6.a Rotating group:
 O1(H1A,H1B)
6.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3)
6.c Idealised Me refined as rotating group:
 C1(H1AA,H1AB,H1AC), C1(H1BD,H1BE,H1BF), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.500000 0.500000 0.000000 0.02263(11) Uani 1 2 d S . P . .
S1 S 0.62754(5) 0.35316(3) 0.37510(6) 0.02759(12) Uani 1 1 d D U . . .
O1 O 0.45717(16) 0.56690(10) 0.19268(18) 0.0388(3) Uani 1 1 d . . . . .
H1A H 0.449043 0.624179 0.202698 0.058 Uiso 1 1 d R U . . .
H1B H 0.481905 0.552372 0.302785 0.058 Uiso 1 1 d R U . . .
O2A O 0.6296(3) 0.38385(19) 0.2055(3) 0.0295(5) Uani 0.927(8) 1 d . U P A 1
O4A O 0.5893(3) 0.25551(14) 0.3808(4) 0.0486(6) Uani 0.927(8) 1 d . U P A 1
N2 N 0.64120(16) 0.68259(11) 0.0384(2) 0.0312(3) Uani 1 1 d . . . . .
H2 H 0.565550 0.711099 0.028740 0.037 Uiso 1 1 calc R U . . .
N1 N 0.65663(15) 0.58627(10) 0.0374(2) 0.0285(3) Uani 1 1 d . . . . .
O3A O 0.5631(3) 0.41997(18) 0.4553(3) 0.0485(6) Uani 0.927(8) 1 d . U P A 1
F2A F 0.8782(15) 0.2936(10) 0.4790(16) 0.073(2) Uani 0.60(3) 1 d . U P B 1
F1A F 0.8571(14) 0.4399(7) 0.512(2) 0.088(3) Uani 0.60(3) 1 d . U P B 1
F3A F 0.8116(9) 0.3412(8) 0.6856(8) 0.090(2) Uani 0.60(3) 1 d . U P B 1
C2 C 0.7551(2) 0.72905(14) 0.0558(3) 0.0364(4) Uani 1 1 d . . . . .
C4 C 0.78550(19) 0.57188(14) 0.0565(3) 0.0344(4) Uani 1 1 d . . . . .
C3 C 0.8493(2) 0.66034(16) 0.0681(3) 0.0415(5) Uani 1 1 d . . . . .
H3 H 0.940376 0.670680 0.081936 0.050 Uiso 1 1 calc R U . . .
C1 C 0.7631(3) 0.83557(16) 0.0577(4) 0.0522(6) Uani 1 1 d . . . . .
H1AA H 0.773133 0.857881 -0.052132 0.078 Uiso 0.54(4) 1 calc R U P C 1
H1AB H 0.840473 0.856349 0.159789 0.078 Uiso 0.54(4) 1 calc R U P C 1
H1AC H 0.681058 0.862333 0.066683 0.078 Uiso 0.54(4) 1 calc R U P C 1
H1BD H 0.853176 0.855288 0.066034 0.078 Uiso 0.46(4) 1 calc R U P C 2
H1BE H 0.744371 0.860283 0.160151 0.078 Uiso 0.46(4) 1 calc R U P C 2
H1BF H 0.697118 0.860992 -0.051845 0.078 Uiso 0.46(4) 1 calc R U P C 2
C5 C 0.8447(2) 0.47509(18) 0.0620(4) 0.0485(6) Uani 1 1 d . . . . .
H5A H 0.792852 0.428422 0.101267 0.073 Uiso 1 1 calc R U . . .
H5B H 0.937646 0.475319 0.145049 0.073 Uiso 1 1 calc R U . . .
H5C H 0.842654 0.457895 -0.056808 0.073 Uiso 1 1 calc R U . . .
C6 C 0.8020(2) 0.35630(17) 0.5203(3) 0.0454(5) Uani 1 1 d D U . . .
F3B F 0.8191(15) 0.3143(16) 0.6735(17) 0.102(4) Uani 0.40(3) 1 d D U P B 2
F1B F 0.846(2) 0.4441(7) 0.547(3) 0.075(4) Uani 0.40(3) 1 d D U P B 2
F2B F 0.873(2) 0.3089(17) 0.445(3) 0.080(4) Uani 0.40(3) 1 d D U P B 2
O2B O 0.627(3) 0.415(2) 0.245(4) 0.033(6) Uani 0.073(8) 1 d D U P A 2
O4B O 0.617(3) 0.2537(13) 0.319(5) 0.050(7) Uani 0.073(8) 1 d D U P A 2
O3B O 0.554(3) 0.362(5) 0.486(4) 0.078(12) Uani 0.073(8) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.0019(13) . ?
Cu1 O1 2.0020(13) 3_665 ?
Cu1 O2A 2.383(2) 3_665 ?
Cu1 O2A 2.383(2) . ?
Cu1 N1 1.9984(15) . ?
Cu1 N1 1.9984(15) 3_665 ?
Cu1 O2B 2.29(2) 3_665 ?
Cu1 O2B 2.29(2) . ?
S1 O2A 1.4408(17) . ?
S1 O4A 1.433(2) . ?
S1 O3A 1.4445(17) . ?
S1 C6 1.814(2) . ?
S1 O2B 1.361(17) . ?
S1 O4B 1.456(17) . ?
S1 O3B 1.388(16) . ?
O1 H1A 0.8143 . ?
O1 H1B 0.8556 . ?
N2 H2 0.8800 . ?
N2 N1 1.360(2) . ?
N2 C2 1.343(2) . ?
N1 C4 1.345(2) . ?
F2A C6 1.319(9) . ?
F1A C6 1.323(10) . ?
F3A C6 1.316(7) . ?
C2 C3 1.371(3) . ?
C2 C1 1.495(3) . ?
C4 C3 1.402(3) . ?
C4 C5 1.491(3) . ?
C3 H3 0.9500 . ?
C1 H1AA 0.9800 . ?
C1 H1AB 0.9800 . ?
C1 H1AC 0.9800 . ?
C1 H1BD 0.9800 . ?
C1 H1BE 0.9800 . ?
C1 H1BF 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 F3B 1.320(9) . ?
C6 F1B 1.307(11) . ?
C6 F2B 1.308(13) . ?

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 O1 180.0 . 3_665 ?
O1 Cu1 O2A 90.98(7) 3_665 3_665 ?
O1 Cu1 O2A 89.02(7) 3_665 . ?
O1 Cu1 O2A 89.02(7) . 3_665 ?
O1 Cu1 O2A 90.98(7) . . ?
O1 Cu1 O2B 78.6(10) . . ?
O1 Cu1 O2B 78.6(10) 3_665 3_665 ?
O1 Cu1 O2B 101.4(10) . 3_665 ?
O1 Cu1 O2B 101.4(10) 3_665 . ?
O2A Cu1 O2A 180.0 3_665 . ?
N1 Cu1 O1 89.40(7) . 3_665 ?
N1 Cu1 O1 89.40(7) 3_665 . ?
N1 Cu1 O1 90.60(7) . . ?
N1 Cu1 O1 90.60(7) 3_665 3_665 ?
N1 Cu1 O2A 86.55(8) . 3_665 ?
N1 Cu1 O2A 93.45(8) 3_665 3_665 ?
N1 Cu1 O2A 86.55(8) 3_665 . ?
N1 Cu1 O2A 93.45(8) . . ?
N1 Cu1 N1 180.0 . 3_665 ?
N1 Cu1 O2B 88.6(7) . . ?
N1 Cu1 O2B 91.4(7) . 3_665 ?
N1 Cu1 O2B 88.6(7) 3_665 3_665 ?
N1 Cu1 O2B 91.4(7) 3_665 . ?
O2B Cu1 O2B 180.0 . 3_665 ?
O2A S1 O3A 113.73(11) . . ?
O2A S1 C6 104.21(14) . . ?
O4A S1 O2A 114.59(12) . . ?
O4A S1 O3A 114.67(13) . . ?
O4A S1 C6 103.98(13) . . ?
O3A S1 C6 103.86(13) . . ?
O2B S1 C6 101.6(13) . . ?
O2B S1 O4B 113.3(16) . . ?
O2B S1 O3B 126(2) . . ?
O4B S1 C6 99.7(12) . . ?
O3B S1 C6 105.6(13) . . ?
O3B S1 O4B 106(2) . . ?
Cu1 O1 H1A 126.9 . . ?
Cu1 O1 H1B 128.5 . . ?
H1A O1 H1B 97.8 . . ?
S1 O2A Cu1 131.46(14) . . ?
N1 N2 H2 124.0 . . ?
C2 N2 H2 124.0 . . ?
C2 N2 N1 111.98(16) . . ?
N2 N1 Cu1 120.29(12) . . ?
C4 N1 Cu1 134.01(13) . . ?
C4 N1 N2 105.62(15) . . ?
N2 C2 C3 106.39(17) . . ?
N2 C2 C1 122.1(2) . . ?
C3 C2 C1 131.5(2) . . ?
N1 C4 C3 109.22(17) . . ?
N1 C4 C5 123.12(18) . . ?
C3 C4 C5 127.66(18) . . ?
C2 C3 C4 106.78(17) . . ?
C2 C3 H3 126.6 . . ?
C4 C3 H3 126.6 . . ?
C2 C1 H1AA 109.5 . . ?
C2 C1 H1AB 109.5 . . ?
C2 C1 H1AC 109.5 . . ?
C2 C1 H1BD 109.5 . . ?
C2 C1 H1BE 109.5 . . ?
C2 C1 H1BF 109.5 . . ?
H1AA C1 H1AB 109.5 . . ?
H1AA C1 H1AC 109.5 . . ?
H1AB C1 H1AC 109.5 . . ?
H1BD C1 H1BE 109.5 . . ?
H1BD C1 H1BF 109.5 . . ?
H1BE C1 H1BF 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
F2A C6 S1 113.9(7) . . ?
F2A C6 F1A 104.6(9) . . ?
F1A C6 S1 111.3(6) . . ?
F3A C6 S1 110.0(4) . . ?
F3A C6 F2A 108.4(6) . . ?
F3A C6 F1A 108.4(7) . . ?
F3B C6 S1 111.2(6) . . ?
F1B C6 S1 110.8(8) . . ?
F1B C6 F3B 110.0(9) . . ?
F1B C6 F2B 108.9(12) . . ?
F2B C6 S1 108.7(10) . . ?
F2B C6 F3B 107.2(10) . . ?
S1 O2B Cu1 146(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1A O4A 0.81 1.95 2.715(2) 155.7 2_655 yes
O1 H1A O4B 0.81 1.93 2.727(19) 164.7 2_655 yes
O1 H1B O3A 0.86 2.22 2.880(3) 133.4 . yes
N2 H2 O4A 0.88 2.13 2.946(3) 154.9 2_655 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C4 C3 176.33(15) . . . . ?
Cu1 N1 C4 C5 -3.2(3) . . . . ?
O2A S1 C6 F2A -66.0(7) . . . . ?
O2A S1 C6 F1A 52.0(8) . . . . ?
O2A S1 C6 F3A 172.1(5) . . . . ?
O4A S1 O2A Cu1 115.83(19) . . . . ?
O4A S1 C6 F2A 54.3(8) . . . . ?
O4A S1 C6 F1A 172.3(8) . . . . ?
O4A S1 C6 F3A -67.6(5) . . . . ?
N2 N1 C4 C3 -0.4(2) . . . . ?
N2 N1 C4 C5 -179.9(2) . . . . ?
N2 C2 C3 C4 0.2(2) . . . . ?
N1 N2 C2 C3 -0.5(2) . . . . ?
N1 N2 C2 C1 179.1(2) . . . . ?
N1 C4 C3 C2 0.1(2) . . . . ?
O3A S1 O2A Cu1 -18.8(2) . . . . ?
O3A S1 C6 F2A 174.6(7) . . . . ?
O3A S1 C6 F1A -67.4(8) . . . . ?
O3A S1 C6 F3A 52.7(5) . . . . ?
C2 N2 N1 Cu1 -176.71(13) . . . . ?
C2 N2 N1 C4 0.6(2) . . . . ?
C1 C2 C3 C4 -179.3(2) . . . . ?
C5 C4 C3 C2 179.6(2) . . . . ?
C6 S1 O2A Cu1 -131.21(19) . . . . ?
C6 S1 O2B Cu1 -170(4) . . . . ?
O2B S1 C6 F3B 168(2) . . . . ?
O2B S1 C6 F1B 45(2) . . . . ?
O2B S1 C6 F2B -74(2) . . . . ?
O4B S1 C6 F3B -76(2) . . . . ?
O4B S1 C6 F1B 162(2) . . . . ?
O4B S1 C6 F2B 42(2) . . . . ?
O4B S1 O2B Cu1 84(4) . . . . ?
O3B S1 C6 F3B 35(3) . . . . ?
O3B S1 C6 F1B -88(3) . . . . ?
O3B S1 C6 F2B 152(3) . . . . ?
O3B S1 O2B Cu1 -51(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_sad2_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2312257'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-12-05 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C30 H36 Cu2 N10 O2, 2(C F3 O3 S), 4.086(C1.958 H3.916 O0.489)'
_chemical_formula_sum            'C40 H52 Cu2 F6 N10 O10 S2'
_chemical_formula_weight         1138.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   13.529(3)
_cell_length_b                   20.929(4)
_cell_length_c                   16.907(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4787.2(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    35372
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      3.004
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.838598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0672 before and 0.0399 after correction.
The Ratio of minimum to maximum transmission is 0.8386.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2344
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            35372
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         3.004
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4291
_reflns_number_total             5577
_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       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-1997  (Sheldrick, 2008)'
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5577
_refine_ls_number_restraints     516
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+5.9956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1114
_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, H2 of O2, All C(H,H,H,H,H,H) groups
 At 1.55 times of:
  H1 of O1
2. Restrained distances
 C34B-C33B
 1.53 with sigma of 0.02
 C33A-C34A
 1.53 with sigma of 0.02
 O4A-C33A
 1.41 with sigma of 0.02
 C33B-O4B
 1.41 with sigma of 0.02
 O3A-C31A
 1.41 with sigma of 0.02
 O3B-C31B
 1.41 with sigma of 0.02
 C31A-C32A
 1.53 with sigma of 0.02
 C31B-C32B
 1.53 with sigma of 0.02
 C33A-C33A_$1
 2.5 with sigma of 0.02
 C31A-C31A_$1
 2.5 with sigma of 0.02
3. Rigid bond restraints
 O4A, C33A, C34A, O4B, C33B, C34B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O3A, C32A, C31A, O3B, C31B, C32B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cu1, O1, O2, N3, N1, N4, H1, H2, N7, C24, C5, C1, C29, N8, C20, C22, C23, C25,
  C4, C2, C28, C30, C27, H20, C21, H23, H25A, H25B, H25C, C3, H2A, H28, H30A,
 H30B, H30C, H30D, H30E, H30F, C26, H21A, H21B, H21C, H3, H26A, H26B, H26C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O4A \\sim C33A \\sim C34A \\sim O4B \\sim C33B \\sim C34B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
O3A \\sim C32A \\sim C31A \\sim O3B \\sim C31B \\sim C32B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Cu1 \\sim O1 \\sim O2 \\sim N3 \\sim N1 \\sim N4 \\sim H1 \\sim H2 \\sim N7
\\sim C24 \\sim C5 \\sim C1 \\sim C29 \\sim N8 \\sim C20 \\sim C22 \\sim C23
\\sim C25 \\sim C4 \\sim C2 \\sim C28 \\sim C30 \\sim C27 \\sim H20 \\sim C21
\\sim H23 \\sim H25A \\sim H25B \\sim H25C \\sim C3 \\sim H2A \\sim H28 \\sim
H30A \\sim H30B \\sim H30C \\sim H30D \\sim H30E \\sim H30F \\sim C26 \\sim
H21A \\sim H21B \\sim H21C \\sim H3 \\sim H26A \\sim H26B \\sim H26C: within
1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
5. Others
 Sof(C33A)=Sof(H33C)=Sof(H33D)=Sof(C34A)=Sof(H34C)=Sof(H34D)=1-FVAR(1)
 Sof(O4A)=0.5*(1-FVAR(2))
 Sof(O4B)=0.5*FVAR(2)
 Sof(C33B)=Sof(H33A)=Sof(H33B)=Sof(C34B)=Sof(H34A)=Sof(H34B)=FVAR(1)
 Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C31A)=Sof(H31C)=Sof(H31D)=1-FVAR(2)
 Sof(O3A)=0.5*(1-FVAR(3))
 Sof(O3B)=0.5*FVAR(3)
 Sof(C31B)=Sof(H31A)=Sof(H31B)=Sof(C32B)=Sof(H32A)=Sof(H32B)=FVAR(2)
 Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(3)
 Sof(H30A)=Sof(H30B)=Sof(H30C)=FVAR(3)
 Fixed Sof: H1(0.5)
6.a Riding coordinates:
 O2(H2)
6.b Free rotating group:
 O1(H1)
6.c Ternary CH refined with riding coordinates:
 C20(H20)
6.d Secondary CH2 refined with riding coordinates:
 C33B(H33A,H33B), C31B(H31A,H31B), C32A(H32C,H32D), C34B(H34A,H34B), C33A(H33C,
 H33D), C31A(H31C,H31D), C32B(H32A,H32B), C34A(H34C,H34D)
6.e Aromatic/amide H refined with riding coordinates:
 C23(H23), C3(H3), C28(H28), C2(H2A)
6.f Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C30(H30A,H30B,
 H30C), C30(H30D,H30E,H30F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.03356(2) 0.68340(2) 0.07603(2) 0.02734(10) Uani 1 1 d . U . . .
S1 S 0.44864(6) 0.43303(3) 0.07703(5) 0.03943(18) Uani 1 1 d . . . . .
O1 O -0.0089(2) 0.750000 0.14753(16) 0.0317(6) Uani 1 2 d GS TU P . .
H1 H 0.030102 0.748838 0.189616 0.049 Uiso 1 2 d G U P . .
O2 O 0.01128(19) 0.750000 -0.00012(16) 0.0311(6) Uani 1 2 d S TU P . .
H2 H 0.062950 0.750000 -0.031355 0.047 Uiso 1 2 d R U P . .
N3 N 0.04801(16) 0.61596(10) 0.15811(13) 0.0308(5) Uani 1 1 d . U . . .
N1 N 0.20491(15) 0.69489(9) 0.08738(12) 0.0234(4) Uani 1 1 d . U . . .
N4 N 0.06090(16) 0.61467(10) -0.00384(13) 0.0294(5) Uani 1 1 d . U . . .
N7 N 0.12884(16) 0.57713(10) 0.15433(13) 0.0289(5) Uani 1 1 d . U . . .
C5 C 0.2561(2) 0.750000 0.07664(19) 0.0216(6) Uani 1 2 d S TU P . .
C29 C 0.0213(2) 0.59635(14) -0.07282(17) 0.0351(6) Uani 1 1 d . U . . .
N8 N 0.13121(16) 0.56993(10) 0.01386(13) 0.0280(5) Uani 1 1 d . U . . .
C23 C 0.0529(2) 0.55332(14) 0.26432(17) 0.0420(7) Uani 1 1 d . U . . .
H23 H 0.035565 0.534501 0.313526 0.050 Uiso 1 1 calc R U . . .
C3 C 0.4030(2) 0.69058(12) 0.04150(17) 0.0315(6) Uani 1 1 d . U . . .
H3 H 0.470279 0.688773 0.025564 0.038 Uiso 1 1 calc R U . . .
C20 C 0.19149(19) 0.57878(11) 0.08445(14) 0.0257(5) Uani 1 1 d . U . . .
H20 H 0.238845 0.542197 0.087864 0.031 Uiso 1 1 calc R U . . .
C1 C 0.25173(18) 0.64031(11) 0.07624(14) 0.0236(5) Uani 1 1 d . U . . .
C28 C 0.0673(2) 0.54040(14) -0.09849(17) 0.0386(6) Uani 1 1 d . U . . .
H28 H 0.052759 0.517476 -0.145570 0.046 Uiso 1 1 calc R U . . .
C4 C 0.3567(3) 0.750000 0.0530(2) 0.0256(7) Uani 1 2 d S TU P . .
C27 C 0.1373(2) 0.52460(12) -0.04330(16) 0.0333(6) Uani 1 1 d . U . . .
C24 C 0.0013(2) 0.60128(13) 0.22506(17) 0.0366(6) Uani 1 1 d . U . . .
C22 C 0.1332(2) 0.53831(12) 0.21908(16) 0.0351(6) Uani 1 1 d . U . . .
F2 F 0.4549(2) 0.31645(10) 0.1312(2) 0.0998(10) Uani 1 1 d . . . . .
O5 O 0.38768(17) 0.48626(9) 0.10051(14) 0.0449(5) Uani 1 1 d . . . . .
C2 C 0.35091(19) 0.63538(12) 0.05337(16) 0.0295(5) Uani 1 1 d . U . . .
H2A H 0.381185 0.594823 0.046286 0.035 Uiso 1 1 calc R U . . .
O6 O 0.55134(17) 0.43870(12) 0.09645(16) 0.0565(7) Uani 1 1 d . . . . .
O7 O 0.42787(19) 0.40740(12) 0.00048(15) 0.0557(6) Uani 1 1 d . . . . .
C21 C 0.2124(3) 0.49010(14) 0.23260(19) 0.0459(7) Uani 1 1 d . U . . .
H21A H 0.220690 0.464003 0.184929 0.069 Uiso 1 1 calc R U . . .
H21B H 0.194082 0.462592 0.277143 0.069 Uiso 1 1 calc R U . . .
H21C H 0.274669 0.512012 0.244612 0.069 Uiso 1 1 calc R U . . .
C25 C -0.0919(3) 0.63371(16) 0.2476(2) 0.0527(8) Uani 1 1 d . U . . .
H25A H -0.076545 0.673696 0.275125 0.079 Uiso 1 1 calc R U . . .
H25B H -0.130256 0.605836 0.282593 0.079 Uiso 1 1 calc R U . . .
H25C H -0.130471 0.643050 0.199902 0.079 Uiso 1 1 calc R U . . .
C26 C 0.2106(3) 0.47141(14) -0.0414(2) 0.0482(8) Uani 1 1 d . U . . .
H26A H 0.277305 0.488738 -0.048699 0.072 Uiso 1 1 calc R U . . .
H26B H 0.195986 0.441054 -0.083928 0.072 Uiso 1 1 calc R U . . .
H26C H 0.206800 0.449494 0.009752 0.072 Uiso 1 1 calc R U . . .
C30 C -0.0581(2) 0.63416(17) -0.1114(2) 0.0486(8) Uani 1 1 d . U . . .
H30A H -0.103105 0.650909 -0.071030 0.073 Uiso 0.53(5) 1 calc R U P A 1
H30B H -0.094968 0.606733 -0.148016 0.073 Uiso 0.53(5) 1 calc R U P A 1
H30C H -0.028657 0.669782 -0.140778 0.073 Uiso 0.53(5) 1 calc R U P A 1
H30D H -0.058786 0.677503 -0.089513 0.073 Uiso 0.47(5) 1 calc R U P A 2
H30E H -0.122132 0.613693 -0.101795 0.073 Uiso 0.47(5) 1 calc R U P A 2
H30F H -0.045812 0.636229 -0.168516 0.073 Uiso 0.47(5) 1 calc R U P A 2
C35 C 0.4064(3) 0.37053(17) 0.1433(3) 0.0609(10) Uani 1 1 d . . . . .
F3 F 0.31038(19) 0.35868(12) 0.1327(2) 0.0916(9) Uani 1 1 d . . . . .
F1 F 0.4194(2) 0.38772(14) 0.21834(16) 0.0979(9) Uani 1 1 d . . . . .
O4B O 0.183(2) 0.750000 -0.0997(16) 0.059(4) Uani 0.49(3) 2 d DS TU P B 1
O3B O 0.094(2) 0.750000 0.316(2) 0.070(5) Uani 0.41(3) 2 d DS TU P C 1
C33B C 0.2312(13) 0.6976(6) -0.1355(9) 0.057(3) Uani 0.49(3) 1 d D U P B 1
H33A H 0.182701 0.664378 -0.150627 0.068 Uiso 0.49(3) 1 calc R U P B 1
H33B H 0.279537 0.678539 -0.098402 0.068 Uiso 0.49(3) 1 calc R U P B 1
C31B C 0.1414(9) 0.6988(4) 0.3521(7) 0.050(3) Uani 0.41(3) 1 d D U P C 1
H31A H 0.188380 0.678538 0.314888 0.060 Uiso 0.41(3) 1 calc R U P C 1
H31B H 0.092190 0.666388 0.368503 0.060 Uiso 0.41(3) 1 calc R U P C 1
O4A O 0.172(2) 0.750000 -0.1172(17) 0.076(7) Uani 0.51(3) 2 d DS TU P B 2
C32A C 0.2238(10) 0.7138(5) 0.3931(11) 0.073(3) Uani 0.59(3) 1 d D U P C 2
H32C H 0.292118 0.697001 0.389752 0.087 Uiso 0.59(3) 1 calc R U P C 2
H32D H 0.192312 0.697004 0.441658 0.087 Uiso 0.59(3) 1 calc R U P C 2
O3A O 0.1094(18) 0.750000 0.3035(15) 0.084(6) Uani 0.59(3) 2 d DS TU P C 2
C34B C 0.2841(17) 0.7232(9) -0.2090(12) 0.083(5) Uani 0.49(3) 1 d D U P B 1
H34A H 0.353091 0.707359 -0.209767 0.099 Uiso 0.49(3) 1 calc R U P B 1
H34B H 0.250446 0.707361 -0.257111 0.099 Uiso 0.49(3) 1 calc R U P B 1
C33A C 0.2105(13) 0.6918(4) -0.1471(13) 0.087(5) Uani 0.51(3) 1 d D U P B 2
H33C H 0.166453 0.673494 -0.188005 0.105 Uiso 0.51(3) 1 calc R U P B 2
H33D H 0.219558 0.660166 -0.104248 0.105 Uiso 0.51(3) 1 calc R U P B 2
C31A C 0.1669(15) 0.6958(4) 0.3229(14) 0.149(6) Uani 0.59(3) 1 d D U P C 2
H31C H 0.211528 0.684560 0.278672 0.179 Uiso 0.59(3) 1 calc R U P C 2
H31D H 0.123819 0.658704 0.334434 0.179 Uiso 0.59(3) 1 calc R U P C 2
C32B C 0.1950(16) 0.7236(10) 0.4223(10) 0.069(5) Uani 0.41(3) 1 d D U P C 1
H32A H 0.162859 0.707757 0.471134 0.083 Uiso 0.41(3) 1 calc R U P C 1
H32B H 0.263953 0.707758 0.421692 0.083 Uiso 0.41(3) 1 calc R U P C 1
C34A C 0.3101(10) 0.7115(7) -0.1828(11) 0.076(4) Uani 0.51(3) 1 d D U P B 2
H34C H 0.316862 0.694893 -0.237325 0.092 Uiso 0.51(3) 1 calc R U P B 2
H34D H 0.365418 0.694892 -0.150420 0.092 Uiso 0.51(3) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu1 2.7877(8) 8_575 ?
Cu1 O1 1.9324(18) . ?
Cu1 O2 1.9214(18) . ?
Cu1 N3 1.989(2) . ?
Cu1 N1 2.338(2) . ?
Cu1 N4 2.007(2) . ?
S1 O5 1.442(2) . ?
S1 O6 1.433(2) . ?
S1 O7 1.429(2) . ?
S1 C35 1.814(4) . ?
O1 H1 0.8862 . ?
O2 H2 0.8760 . ?
N3 N7 1.364(3) . ?
N3 C24 1.332(3) . ?
N1 C5 1.357(3) . ?
N1 C1 1.320(3) . ?
N4 C29 1.339(3) . ?
N4 N8 1.368(3) . ?
N7 C20 1.454(3) . ?
N7 C22 1.365(3) . ?
C5 C4 1.418(5) . ?
C29 C28 1.395(4) . ?
C29 C30 1.486(4) . ?
N8 C20 1.457(3) . ?
N8 C27 1.357(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.392(4) . ?
C23 C22 1.364(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.406(3) . ?
C3 C2 1.368(4) . ?
C20 H20 1.0000 . ?
C20 C1 1.530(3) . ?
C1 C2 1.400(4) . ?
C28 H28 0.9500 . ?
C28 C27 1.370(4) . ?
C27 C26 1.491(4) . ?
C24 C25 1.481(5) . ?
C22 C21 1.490(4) . ?
F2 C35 1.324(4) . ?
C2 H2A 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C30 H30D 0.9800 . ?
C30 H30E 0.9800 . ?
C30 H30F 0.9800 . ?
C35 F3 1.335(5) . ?
C35 F1 1.331(5) . ?
O4B C33B 1.415(15) . ?
O4B C33B 1.415(15) 8_575 ?
O3B C31B 1.391(15) 8_575 ?
O3B C31B 1.391(15) . ?
C33B H33A 0.9900 . ?
C33B H33B 0.9900 . ?
C33B C34B 1.530(15) . ?
C31B H31A 0.9900 . ?
C31B H31B 0.9900 . ?
C31B C32B 1.485(13) . ?
O4A C33A 1.419(12) 8_575 ?
O4A C33A 1.419(12) . ?
C32A C32A 1.52(2) 8_575 ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C32A C31A 1.464(12) . ?
O3A C31A 1.413(12) 8_575 ?
O3A C31A 1.413(12) . ?
C34B C34B 1.12(4) 8_575 ?
C34B H34A 0.9900 . ?
C34B H34B 0.9900 . ?
C33A H33C 0.9900 . ?
C33A H33D 0.9900 . ?
C33A C34A 1.533(14) . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
C32B C32B 1.11(4) 8_575 ?
C32B H32A 0.9900 . ?
C32B H32B 0.9900 . ?
C34A C34A 1.61(3) 8_575 ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?

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 Cu1 43.84(6) . 8_575 ?
O1 Cu1 N3 96.01(9) . . ?
O1 Cu1 N1 99.74(9) . . ?
O1 Cu1 N4 172.97(10) . . ?
O2 Cu1 Cu1 43.49(6) . 8_575 ?
O2 Cu1 O1 81.33(9) . . ?
O2 Cu1 N3 176.18(10) . . ?
O2 Cu1 N1 97.81(9) . . ?
O2 Cu1 N4 95.62(9) . . ?
N3 Cu1 Cu1 135.21(6) . 8_575 ?
N3 Cu1 N1 85.32(8) . . ?
N3 Cu1 N4 86.72(9) . . ?
N1 Cu1 Cu1 84.10(5) . 8_575 ?
N4 Cu1 Cu1 135.77(6) . 8_575 ?
N4 Cu1 N1 86.92(8) . . ?
O5 S1 C35 101.94(15) . . ?
O6 S1 O5 115.32(14) . . ?
O6 S1 C35 102.93(18) . . ?
O7 S1 O5 115.28(14) . . ?
O7 S1 O6 115.43(15) . . ?
O7 S1 C35 103.09(18) . . ?
Cu1 O1 Cu1 92.32(11) 8_575 . ?
Cu1 O1 H1 107.8 . . ?
Cu1 O1 H1 110.2 8_575 . ?
Cu1 O2 Cu1 93.01(12) 8_575 . ?
Cu1 O2 H2 106.2 8_575 . ?
Cu1 O2 H2 106.2 . . ?
N7 N3 Cu1 117.96(16) . . ?
C24 N3 Cu1 135.2(2) . . ?
C24 N3 N7 106.4(2) . . ?
C5 N1 Cu1 125.60(17) . . ?
C1 N1 Cu1 112.03(15) . . ?
C1 N1 C5 118.1(2) . . ?
C29 N4 Cu1 135.8(2) . . ?
C29 N4 N8 105.8(2) . . ?
N8 N4 Cu1 118.14(16) . . ?
N3 N7 C20 119.4(2) . . ?
N3 N7 C22 110.6(2) . . ?
C22 N7 C20 129.8(2) . . ?
N1 C5 N1 116.3(3) 8_575 . ?
N1 C5 C4 121.82(15) 8_575 . ?
N1 C5 C4 121.81(15) . . ?
N4 C29 C28 109.5(3) . . ?
N4 C29 C30 121.3(3) . . ?
C28 C29 C30 129.3(3) . . ?
N4 N8 C20 118.8(2) . . ?
C27 N8 N4 111.4(2) . . ?
C27 N8 C20 129.7(2) . . ?
C24 C23 H23 126.3 . . ?
C22 C23 H23 126.3 . . ?
C22 C23 C24 107.4(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(2) . . ?
N7 C20 N8 109.6(2) . . ?
N7 C20 H20 108.0 . . ?
N7 C20 C1 113.8(2) . . ?
N8 C20 H20 108.0 . . ?
N8 C20 C1 109.31(19) . . ?
C1 C20 H20 108.0 . . ?
N1 C1 C20 117.4(2) . . ?
N1 C1 C2 124.3(2) . . ?
C2 C1 C20 118.2(2) . . ?
C29 C28 H28 126.3 . . ?
C27 C28 C29 107.4(2) . . ?
C27 C28 H28 126.3 . . ?
C3 C4 C5 117.81(16) . . ?
C3 C4 C5 117.81(16) 8_575 . ?
C3 C4 C3 124.4(3) 8_575 . ?
N8 C27 C28 105.9(2) . . ?
N8 C27 C26 123.1(3) . . ?
C28 C27 C26 130.9(3) . . ?
N3 C24 C23 109.4(3) . . ?
N3 C24 C25 121.1(3) . . ?
C23 C24 C25 129.4(3) . . ?
N7 C22 C21 123.9(3) . . ?
C23 C22 N7 106.2(3) . . ?
C23 C22 C21 130.0(3) . . ?
C3 C2 C1 118.2(2) . . ?
C3 C2 H2A 120.9 . . ?
C1 C2 H2A 120.9 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
C29 C30 H30D 109.5 . . ?
C29 C30 H30E 109.5 . . ?
C29 C30 H30F 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
H30D C30 H30E 109.5 . . ?
H30D C30 H30F 109.5 . . ?
H30E C30 H30F 109.5 . . ?
F2 C35 S1 111.4(3) . . ?
F2 C35 F3 107.6(3) . . ?
F2 C35 F1 108.2(4) . . ?
F3 C35 S1 111.0(3) . . ?
F1 C35 S1 110.6(3) . . ?
F1 C35 F3 107.9(4) . . ?
C33B O4B C33B 101.6(19) 8_575 . ?
C31B O3B C31B 100.8(17) . 8_575 ?
O4B C33B H33A 110.3 . . ?
O4B C33B H33B 110.3 . . ?
O4B C33B C34B 107.1(12) . . ?
H33A C33B H33B 108.6 . . ?
C34B C33B H33A 110.3 . . ?
C34B C33B H33B 110.3 . . ?
O3B C31B H31A 110.1 . . ?
O3B C31B H31B 110.1 . . ?
O3B C31B C32B 108.0(13) . . ?
H31A C31B H31B 108.4 . . ?
C32B C31B H31A 110.1 . . ?
C32B C31B H31B 110.1 . . ?
C33A O4A C33A 118.2(16) 8_575 . ?
C32A C32A H32C 110.8 8_575 . ?
C32A C32A H32D 110.8 8_575 . ?
H32C C32A H32D 108.8 . . ?
C31A C32A H32C 110.8 . . ?
C31A C32A H32D 110.8 . . ?
C31A O3A C31A 106.7(14) 8_575 . ?
C33B C34B H34A 109.6 . . ?
C33B C34B H34B 109.6 . . ?
C34B C34B C33B 110.5(7) 8_575 . ?
C34B C34B H34A 109.6 8_575 . ?
C34B C34B H34B 109.6 8_575 . ?
H34A C34B H34B 108.1 . . ?
O4A C33A H33C 111.0 . . ?
O4A C33A H33D 111.0 . . ?
O4A C33A C34A 103.6(13) . . ?
H33C C33A H33D 109.0 . . ?
C34A C33A H33C 111.0 . . ?
C34A C33A H33D 111.0 . . ?
C32A C31A H31C 110.6 . . ?
C32A C31A H31D 110.6 . . ?
O3A C31A C32A 105.7(10) . . ?
O3A C31A H31C 110.6 . . ?
O3A C31A H31D 110.6 . . ?
H31C C31A H31D 108.7 . . ?
C31B C32B H32A 109.6 . . ?
C31B C32B H32B 109.6 . . ?
C32B C32B C31B 110.4(8) 8_575 . ?
C32B C32B H32A 109.6 8_575 . ?
C32B C32B H32B 109.6 8_575 . ?
H32A C32B H32B 108.1 . . ?
C33A C34A C34A 105.6(7) . 8_575 ?
C33A C34A H34C 110.6 . . ?
C33A C34A H34D 110.6 . . ?
C34A C34A H34C 110.6 8_575 . ?
C34A C34A H34D 110.6 8_575 . ?
H34C C34A H34D 108.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O3B 0.89 2.30 3.17(3) 165.4 . yes
O1 H1 O3A 0.89 2.20 3.085(19) 172.2 . yes
O2 H2 O4B 0.88 1.99 2.87(3) 178.4 . yes
O2 H2 O4A 0.88 2.07 2.94(2) 172.5 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N3 N7 C20 -10.5(3) . . . . ?
Cu1 N3 N7 C22 173.54(17) . . . . ?
Cu1 N3 C24 C23 -171.8(2) . . . . ?
Cu1 N3 C24 C25 8.9(4) . . . . ?
Cu1 N1 C5 N1 24.0(4) . . . 8_575 ?
Cu1 N1 C5 C4 -154.0(2) . . . . ?
Cu1 N1 C1 C20 -18.7(3) . . . . ?
Cu1 N1 C1 C2 157.7(2) . . . . ?
Cu1 N4 C29 C28 -174.5(2) . . . . ?
Cu1 N4 C29 C30 6.3(4) . . . . ?
Cu1 N4 N8 C20 -7.8(3) . . . . ?
Cu1 N4 N8 C27 176.32(17) . . . . ?
N3 N7 C20 N8 -52.5(3) . . . . ?
N3 N7 C20 C1 70.3(3) . . . . ?
N3 N7 C22 C23 0.0(3) . . . . ?
N3 N7 C22 C21 179.7(2) . . . . ?
N1 C5 C4 C3 0.6(5) 8_575 . . 8_575 ?
N1 C5 C4 C3 -0.6(5) . . . . ?
N1 C5 C4 C3 -178.5(3) 8_575 . . . ?
N1 C5 C4 C3 178.5(3) . . . 8_575 ?
N1 C1 C2 C3 -0.2(4) . . . . ?
N4 C29 C28 C27 -0.3(3) . . . . ?
N4 N8 C20 N7 63.1(3) . . . . ?
N4 N8 C20 C1 -62.3(3) . . . . ?
N4 N8 C27 C28 -1.1(3) . . . . ?
N4 N8 C27 C26 177.3(3) . . . . ?
N7 N3 C24 C23 0.5(3) . . . . ?
N7 N3 C24 C25 -178.8(3) . . . . ?
N7 C20 C1 N1 -46.3(3) . . . . ?
N7 C20 C1 C2 137.1(2) . . . . ?
C5 N1 C1 C20 -176.9(2) . . . . ?
C5 N1 C1 C2 -0.5(4) . . . . ?
C29 N4 N8 C20 176.8(2) . . . . ?
C29 N4 N8 C27 0.9(3) . . . . ?
C29 C28 C27 N8 0.8(3) . . . . ?
C29 C28 C27 C26 -177.4(3) . . . . ?
N8 N4 C29 C28 -0.4(3) . . . . ?
N8 N4 C29 C30 -179.5(3) . . . . ?
N8 C20 C1 N1 76.6(3) . . . . ?
N8 C20 C1 C2 -100.0(3) . . . . ?
C20 N7 C22 C23 -175.4(2) . . . . ?
C20 N7 C22 C21 4.3(4) . . . . ?
C20 N8 C27 C28 -176.4(2) . . . . ?
C20 N8 C27 C26 2.0(4) . . . . ?
C20 C1 C2 C3 176.2(2) . . . . ?
C1 N1 C5 N1 178.94(19) . . . 8_575 ?
C1 N1 C5 C4 0.9(4) . . . . ?
C4 C3 C2 C1 0.5(4) . . . . ?
C27 N8 C20 N7 -121.9(3) . . . . ?
C27 N8 C20 C1 112.7(3) . . . . ?
C24 N3 N7 C20 175.7(2) . . . . ?
C24 N3 N7 C22 -0.3(3) . . . . ?
C24 C23 C22 N7 0.2(3) . . . . ?
C24 C23 C22 C21 -179.4(3) . . . . ?
C22 N7 C20 N8 122.6(3) . . . . ?
C22 N7 C20 C1 -114.6(3) . . . . ?
C22 C23 C24 N3 -0.5(3) . . . . ?
C22 C23 C24 C25 178.7(3) . . . . ?
O5 S1 C35 F2 -179.6(3) . . . . ?
O5 S1 C35 F3 60.5(3) . . . . ?
O5 S1 C35 F1 -59.2(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C2 C3 C4 C3 -179.2(2) . . . 8_575 ?
O6 S1 C35 F2 -59.8(4) . . . . ?
O6 S1 C35 F3 -179.7(3) . . . . ?
O6 S1 C35 F1 60.6(3) . . . . ?
O7 S1 C35 F2 60.6(4) . . . . ?
O7 S1 C35 F3 -59.3(3) . . . . ?
O7 S1 C35 F1 -179.0(3) . . . . ?
C30 C29 C28 C27 178.8(3) . . . . ?
O4B C33B C34B C34B 11.4(19) . . . 8_575 ?
O3B C31B C32B C32B -9.7(18) . . . 8_575 ?
C33B O4B C33B C34B -17(3) 8_575 . . . ?
C31B O3B C31B C32B 14(3) 8_575 . . . ?
O4A C33A C34A C34A -10.3(17) . . . 8_575 ?
C32A C32A C31A O3A -20.4(17) 8_575 . . . ?
C33A O4A C33A C34A 20(3) 8_575 . . . ?
C31A O3A C31A C32A 34(3) 8_575 . . . ?

_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_recup2
_database_code_depnum_ccdc_archive 'CCDC 2312256'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2024-01-16 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2024-01-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C30 H37.637 Cl0.363 Cu2 N10 O2.637, 2(B F4), 2.125(C3 H6 O), 1.5(H2 O), 0.376(C2 H3 N)'
_chemical_formula_sum            'C37.12 H54.51 B2 Cl0.37 Cu2 F8 N10.38 O6.26'
_chemical_formula_weight         1059.97
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.5059(10)
_cell_length_b                   15.193(2)
_cell_length_c                   15.470(2)
_cell_angle_alpha                76.645(9)
_cell_angle_beta                 73.531(9)
_cell_angle_gamma                68.400(7)
_cell_volume                     2386.7(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    53285
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.456
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.709
_exptl_absorpt_coefficient_mu    0.997
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.827876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1088 before and 0.0437 after correction.
The Ratio of minimum to maximum transmission is 0.8279.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53285
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         1.456
_diffrn_ambient_temperature      200.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  Incoatec-Bruker-AXS-enraf-noniusKappaAPEXII
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8820
_reflns_number_total             10904
_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       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     747
_refine_ls_number_reflns         10904
_refine_ls_number_restraints     397
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.144
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+2.8212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1261
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 F5A-B2A
 1.35 with sigma of 0.02
 F7A-B2A
 1.35 with sigma of 0.02
 B2A-F8A
 1.35 with sigma of 0.02
 B2A-F6A
 1.35 with sigma of 0.02
 F5A-F7A
 2.2 with sigma of 0.02
 F5A-F8A
 2.2 with sigma of 0.02
 F5A-F6A
 2.2 with sigma of 0.02
 F7A-F8A
 2.2 with sigma of 0.02
 F8A-F6A
 2.2 with sigma of 0.02
 F6A-F7A
 2.2 with sigma of 0.02
 F7B-F5B
 2.2 with sigma of 0.02
 F5B-F6B
 2.2 with sigma of 0.02
 F6B-F7B
 2.2 with sigma of 0.02
 F8B-F7B
 2.2 with sigma of 0.02
 F8B-F5B
 2.2 with sigma of 0.02
 F8B-F6B
 2.2 with sigma of 0.02
 F8B-B2B
 1.35 with sigma of 0.02
 F7B-B2B
 1.35 with sigma of 0.02
 B2B-F5B
 1.35 with sigma of 0.02
 B2B-F6B
 1.35 with sigma of 0.02
 N11-C41
 1.2 with sigma of 0.02
 C41-C40
 1.5 with sigma of 0.02
 C39-C38
 1.5 with sigma of 0.02
 C37-C38
 1.5 with sigma of 0.02
 C38-O8A
 1.2 with sigma of 0.02
 C38-O8B
 1.2 with sigma of 0.02
 N11-C40
 2.7 with sigma of 0.02
 C39-C37
 2.5 with sigma of 0.02
 O8A-C37
 2.4 with sigma of 0.02
 C35-C34
 1.5 with sigma of 0.02
 C36-C34
 2.5 with sigma of 0.02
 O7-C34
 2.4 with sigma of 0.02
 O8B-C38
 1.2 with sigma of 0.02
 O8B-C39
 2.4 with sigma of 0.02
 O8B-C37
 2.4 with sigma of 0.02
 O8A-C39
 2.4 with sigma of 0.02
 Cu1-O1
 1.87 with sigma of 0.01
 O1-Cu2
 1.87 with sigma of 0.01
 Cu1-Cl2
 2.23 with sigma of 0.01
 Cu2-Cl2
 2.23 with sigma of 0.01
3. Rigid bond restraints
 F7A, F8A, F6A, F5A, B2A, F5B, F7B, F6B, F8B, B2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O5, C32, C33, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O3, O4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C30, C29
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N11, C40, C41, O8A, C38, C37, C39
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O7, C35, C36, C34, O6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O8B, O8A, C38, C37, C39, C41, C40, N11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cu1, Cl1, O2, Cu2, O1, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F7A \\sim F8A \\sim F6A \\sim F5A \\sim B2A \\sim F5B \\sim F7B \\sim F6B \\sim
F8B \\sim B2B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
O5 \\sim C32 \\sim C33 \\sim C31: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
O3 \\sim O4: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C29: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
1.7A
C29 \\sim C30: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
O8A \\sim C38 \\sim C37 \\sim C39 \\sim N11 \\sim C40 \\sim C41: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
O7 \\sim C35 \\sim C36 \\sim C34 \\sim O6: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 1.7A
O8A \\sim C38 \\sim C37 \\sim C39 \\sim O8B \\sim N11 \\sim C40 \\sim C41:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Cu1 \\sim Cl1 \\sim O2 \\sim Cu2 \\sim Cl2 \\sim O1: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
Uanis(C38) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F6B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(F7A)=Sof(F8A)=Sof(F6A)=Sof(F5A)=Sof(B2A)=1-FVAR(1)
 Sof(F5B)=Sof(F7B)=Sof(F6B)=Sof(F8B)=Sof(B2B)=FVAR(1)
 Sof(C38)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=Sof(C39)=Sof(H39A)=Sof(H39B)=
 Sof(H39C)=1-FVAR(2)
 Sof(O8A)=0.6*(1-FVAR(3))
 Sof(O8B)=0.4*(1-FVAR(3))
 Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=Sof(C41)=Sof(N11)=FVAR(2)
 Sof(Cl1)=1-FVAR(3)
 Sof(O2)=Sof(H2)=FVAR(3)
 Sof(O1)=Sof(H1)=1-FVAR(4)
 Sof(Cl2)=FVAR(4)
 Fixed Sof: O7(0.5) O6(0.5) H6A(0.5) H6B(0.5) C35(0.5) C36(0.5) H36A(0.5)
 H36B(0.5) H36C(0.5) C34(0.5) H34A(0.5) H34B(0.5) H34C(0.5)
6.a Riding coordinates:
 O1(H1), O2(H2)
6.b Free rotating group:
 O4(H4A,H4B), O6(H6A,H6B)
6.c Rotating group:
 O3(H3A,H3B)
6.d Ternary CH refined with riding coordinates:
 C20(H20), C9(H9)
6.e Aromatic/amide H refined with riding coordinates:
 C2(H2A), C7(H7), C6(H6), C3(H3), C12(H12), C23(H23), C17(H17), C28(H28)
6.f Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C14(H14A,H14B,H14C), C10(H10A,H10B,
 H10C), C25(H25A,H25B,H25C), C19(H19A,H19B,H19C), C15(H15A,H15B,H15C), C33(H33A,
 H33B,H33C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C40(H40A,H40B,H40C),
 C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C36(H36A,H36B,H36C), C34(H34A,H34B,
 H34C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.54185(3) 0.74710(2) 0.67028(2) 0.02537(9) Uani 1 1 d D U . . .
Cu2 Cu 0.30133(3) 0.84322(2) 0.78649(2) 0.02467(9) Uani 1 1 d D U . . .
O1 O 0.3784(3) 0.7361(3) 0.7230(3) 0.0223(6) Uani 0.912(6) 1 d D U P A 1
H1 H 0.384940 0.684967 0.769106 0.033 Uiso 0.912(6) 1 d R U P A 1
O2 O 0.4408(5) 0.8699(4) 0.6980(4) 0.0321(12) Uani 0.724(9) 1 d . U P A 1
H2 H 0.483465 0.896778 0.717878 0.048 Uiso 0.724(9) 1 d R U P A 1
F3 F 0.0970(2) 0.46504(16) 0.74357(14) 0.0600(6) Uani 1 1 d . . . . .
N1 N 0.62832(19) 0.68973(14) 0.80236(13) 0.0213(4) Uani 1 1 d . . . . .
N8 N 0.82034(19) 0.70013(16) 0.62731(14) 0.0263(4) Uani 1 1 d . . . . .
N7 N 0.7494(2) 0.56506(15) 0.65814(15) 0.0265(4) Uani 1 1 d . . . . .
N2 N 0.44372(19) 0.76333(14) 0.90140(13) 0.0216(4) Uani 1 1 d . . . . .
F4 F 0.1025(2) 0.46193(17) 0.88752(13) 0.0617(6) Uani 1 1 d . . . . .
N00B N 0.2098(2) 0.93427(15) 0.95068(15) 0.0276(5) Uani 1 1 d . . . . .
N3 N 0.6250(2) 0.60952(16) 0.65034(15) 0.0273(5) Uani 1 1 d . . . . .
N5 N 0.1829(2) 0.78367(16) 0.88382(15) 0.0267(4) Uani 1 1 d . . . . .
N4 N 0.7096(2) 0.77052(16) 0.61136(15) 0.0285(5) Uani 1 1 d . . . . .
N10 N 0.2473(2) 0.95119(15) 0.85787(15) 0.0273(4) Uani 1 1 d . . . . .
N9 N 0.1752(2) 0.78464(16) 0.97331(14) 0.0266(4) Uani 1 1 d . . . . .
F1 F 0.2844(2) 0.44177(19) 0.77889(19) 0.0717(7) Uani 1 1 d . . . . .
F2 F 0.1966(2) 0.32667(15) 0.82387(19) 0.0699(7) Uani 1 1 d . . . . .
F7A F 0.8312(7) 0.2261(4) 0.6259(4) 0.100(2) Uani 0.771(7) 1 d D U P B 1
O3 O 0.1505(2) 0.91999(19) 0.69729(17) 0.0596(7) Uani 1 1 d . . . . .
H3A H 0.074866 0.965370 0.694181 0.089 Uiso 1 1 d R U . . .
H3B H 0.169977 0.886020 0.652930 0.089 Uiso 1 1 d R U . . .
C20 C 0.8133(2) 0.61404(18) 0.68990(17) 0.0244(5) Uani 1 1 d . . . . .
H20 H 0.903041 0.570556 0.689906 0.029 Uiso 1 1 calc R U . . .
C5 C 0.5708(2) 0.71244(17) 0.88791(16) 0.0202(4) Uani 1 1 d . . . . .
C1 C 0.7499(2) 0.63653(17) 0.78668(17) 0.0231(5) Uani 1 1 d . . . . .
C2 C 0.8241(2) 0.6024(2) 0.85331(18) 0.0317(6) Uani 1 1 d . . . . .
H2A H 0.911184 0.563262 0.838976 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3841(2) 0.78557(17) 0.98368(16) 0.0232(5) Uani 1 1 d . . . . .
C4 C 0.6389(2) 0.6833(2) 0.95830(17) 0.0280(5) Uani 1 1 d . . . . .
C9 C 0.2402(2) 0.83713(18) 0.99871(17) 0.0254(5) Uani 1 1 d . . . . .
H9 H 0.206628 0.841111 1.065298 0.030 Uiso 1 1 calc R U . . .
C7 C 0.4443(3) 0.7622(2) 1.05759(17) 0.0303(6) Uani 1 1 d . . . . .
H7 H 0.396799 0.781225 1.115183 0.036 Uiso 1 1 calc R U . . .
C6 C 0.5715(3) 0.7119(2) 1.04464(18) 0.0349(6) Uani 1 1 d . . . . .
H6 H 0.614709 0.696040 1.092922 0.042 Uiso 1 1 calc R U . . .
C22 C 0.7951(3) 0.47457(19) 0.63687(19) 0.0318(6) Uani 1 1 d . . . . .
C3 C 0.7689(3) 0.6265(2) 0.93856(19) 0.0382(7) Uani 1 1 d . . . . .
H3 H 0.817539 0.605359 0.984260 0.046 Uiso 1 1 calc R U . . .
C27 C 0.9254(3) 0.7251(2) 0.57962(19) 0.0348(6) Uani 1 1 d . . . . .
O5 O 0.5093(2) 0.7746(2) 0.49269(19) 0.0610(7) Uani 1 1 d . U . . .
C21 C 0.9294(3) 0.4109(2) 0.6355(2) 0.0401(7) Uani 1 1 d . . . . .
H21A H 0.987249 0.434651 0.583420 0.060 Uiso 1 1 calc R U . . .
H21B H 0.937038 0.345879 0.630063 0.060 Uiso 1 1 calc R U . . .
H21C H 0.952407 0.410197 0.692030 0.060 Uiso 1 1 calc R U . . .
C13 C 0.1203(3) 0.7248(2) 0.8838(2) 0.0341(6) Uani 1 1 d . . . . .
C12 C 0.0748(3) 0.6878(2) 0.9730(2) 0.0411(7) Uani 1 1 d . . . . .
H12 H 0.026997 0.644756 0.991527 0.049 Uiso 1 1 calc R U . . .
C23 C 0.6954(3) 0.4609(2) 0.6161(2) 0.0377(7) Uani 1 1 d . . . . .
H23 H 0.696453 0.404362 0.599157 0.045 Uiso 1 1 calc R U . . .
C18 C 0.2219(3) 1.0455(2) 0.8367(2) 0.0350(6) Uani 1 1 d . . . . .
C24 C 0.5916(3) 0.5460(2) 0.62468(19) 0.0329(6) Uani 1 1 d . . . . .
C11 C 0.1121(3) 0.7252(2) 1.0289(2) 0.0364(6) Uani 1 1 d . . . . .
C16 C 0.1621(3) 1.0170(2) 0.9880(2) 0.0339(6) Uani 1 1 d . . . . .
C17 C 0.1696(3) 1.0881(2) 0.9164(2) 0.0404(7) Uani 1 1 d . . . . .
H17 H 0.144041 1.154369 0.919971 0.048 Uiso 1 1 calc R U . . .
F8A F 0.7588(6) 0.1612(5) 0.7641(3) 0.139(3) Uani 0.771(7) 1 d D U P B 1
C29 C 0.7462(3) 0.8394(2) 0.5531(2) 0.0381(7) Uani 1 1 d . U . . .
C26 C 1.0590(3) 0.6622(3) 0.5843(2) 0.0434(7) Uani 1 1 d . . . . .
H26A H 1.068867 0.649688 0.647362 0.065 Uiso 1 1 calc R U . . .
H26B H 1.119731 0.693987 0.545362 0.065 Uiso 1 1 calc R U . . .
H26C H 1.076135 0.601523 0.563420 0.065 Uiso 1 1 calc R U . . .
C28 C 0.8795(3) 0.8133(3) 0.5318(2) 0.0455(8) Uani 1 1 d . . . . .
H28 H 0.929212 0.850108 0.491359 0.055 Uiso 1 1 calc R U . . .
F6A F 0.9678(4) 0.1101(4) 0.7054(4) 0.1087(18) Uani 0.771(7) 1 d D U P B 1
C14 C 0.1049(3) 0.7075(3) 0.7977(3) 0.0478(8) Uani 1 1 d . . . . .
H14A H 0.014179 0.733884 0.794978 0.072 Uiso 1 1 calc R U . . .
H14B H 0.135636 0.638565 0.795446 0.072 Uiso 1 1 calc R U . . .
H14C H 0.154667 0.738650 0.745721 0.072 Uiso 1 1 calc R U . . .
C10 C 0.0959(3) 0.7083(3) 1.1295(2) 0.0573(10) Uani 1 1 d . . . . .
H10A H 0.178086 0.668596 1.145370 0.086 Uiso 1 1 calc R U . . .
H10B H 0.032360 0.675457 1.157300 0.086 Uiso 1 1 calc R U . . .
H10C H 0.066767 0.769703 1.152241 0.086 Uiso 1 1 calc R U . . .
C25 C 0.4611(3) 0.5686(3) 0.6085(2) 0.0446(8) Uani 1 1 d . . . . .
H25A H 0.411405 0.635432 0.615740 0.067 Uiso 1 1 calc R U . . .
H25B H 0.417597 0.526663 0.652452 0.067 Uiso 1 1 calc R U . . .
H25C H 0.468679 0.558415 0.546519 0.067 Uiso 1 1 calc R U . . .
C19 C 0.2471(4) 1.0922(2) 0.7405(3) 0.0536(9) Uani 1 1 d . . . . .
H19A H 0.277004 1.145704 0.737396 0.080 Uiso 1 1 calc R U . . .
H19B H 0.168009 1.115987 0.717929 0.080 Uiso 1 1 calc R U . . .
H19C H 0.312913 1.045515 0.702838 0.080 Uiso 1 1 calc R U . . .
B1 B 0.1711(3) 0.4237(2) 0.8081(2) 0.0343(7) Uani 1 1 d . . . . .
C15 C 0.1103(3) 1.0198(3) 1.0873(2) 0.0484(8) Uani 1 1 d . . . . .
H15A H 0.037640 0.995399 1.107502 0.073 Uiso 1 1 calc R U . . .
H15B H 0.081814 1.085833 1.099481 0.073 Uiso 1 1 calc R U . . .
H15C H 0.177368 0.979922 1.120366 0.073 Uiso 1 1 calc R U . . .
F5A F 0.8498(7) 0.0789(4) 0.6490(4) 0.157(3) Uani 0.771(7) 1 d D U P B 1
B2A B 0.8504(5) 0.1478(3) 0.6889(4) 0.0329(10) Uani 0.771(7) 1 d D U P B 1
C32 C 0.5709(3) 0.7351(3) 0.4261(2) 0.0455(7) Uani 1 1 d . U . . .
C33 C 0.5118(5) 0.7394(4) 0.3508(3) 0.0813(15) Uani 1 1 d . U . . .
H33A H 0.533899 0.674698 0.336890 0.122 Uiso 1 1 calc R U . . .
H33B H 0.544011 0.779222 0.296656 0.122 Uiso 1 1 calc R U . . .
H33C H 0.418499 0.767135 0.369262 0.122 Uiso 1 1 calc R U . . .
C31 C 0.7096(3) 0.6784(3) 0.4171(2) 0.0557(9) Uani 1 1 d . U . . .
H31A H 0.743762 0.694743 0.460330 0.084 Uiso 1 1 calc R U . . .
H31B H 0.756299 0.693194 0.354944 0.084 Uiso 1 1 calc R U . . .
H31C H 0.719854 0.610018 0.430172 0.084 Uiso 1 1 calc R U . . .
O4 O 0.2321(3) 0.8501(3) 0.5360(2) 0.0936(12) Uani 1 1 d G . . . .
H4A H 0.312174 0.839480 0.521108 0.140 Uiso 1 1 d G U . . .
H4B H 0.205474 0.851292 0.489107 0.140 Uiso 1 1 d G U . . .
F5B F 0.742(2) 0.2646(17) 0.7411(14) 0.187(9) Uani 0.229(7) 1 d D U P B 2
F7B F 0.8207(19) 0.2068(15) 0.6099(8) 0.063(5) Uani 0.229(7) 1 d D U P B 2
F6B F 0.9288(16) 0.1727(15) 0.7169(11) 0.119(6) Uani 0.229(7) 1 d D U P B 2
F8B F 0.7557(16) 0.1215(14) 0.7343(14) 0.124(9) Uani 0.229(7) 1 d D U P B 2
B2B B 0.8173(19) 0.1843(16) 0.6988(12) 0.079(6) Uani 0.229(7) 1 d D U P B 2
C30 C 0.6506(4) 0.9294(3) 0.5196(3) 0.0584(10) Uani 1 1 d . U . . .
H30A H 0.584039 0.913613 0.504503 0.088 Uiso 1 1 calc R U . . .
H30B H 0.693758 0.962480 0.465116 0.088 Uiso 1 1 calc R U . . .
H30C H 0.611404 0.970941 0.567131 0.088 Uiso 1 1 calc R U . . .
C40 C 0.742(2) 0.8677(17) 0.794(2) 0.144(11) Uani 0.376(11) 1 d D U P C 2
H40A H 0.704810 0.822530 0.785168 0.216 Uiso 0.376(11) 1 calc R U P C 2
H40B H 0.818597 0.832372 0.818369 0.216 Uiso 0.376(11) 1 calc R U P C 2
H40C H 0.764705 0.905823 0.735299 0.216 Uiso 0.376(11) 1 calc R U P C 2
C41 C 0.6496(12) 0.9299(10) 0.8565(9) 0.059(3) Uani 0.376(11) 1 d D U P C 2
N11 N 0.5545(15) 0.9986(15) 0.8844(13) 0.125(7) Uani 0.376(11) 1 d D U P C 2
C38 C 0.6230(11) 0.9494(8) 0.8170(9) 0.108(3) Uani 0.624(11) 1 d D U P C 1
O8A O 0.5487(12) 0.9819(9) 0.7611(10) 0.137(5) Uani 0.375(6) 1 d D U P C 1
C37 C 0.7510(10) 0.8926(8) 0.7757(7) 0.078(3) Uani 0.624(11) 1 d D U P C 1
H37A H 0.747318 0.867368 0.724039 0.117 Uiso 0.624(11) 1 calc R U P C 1
H37B H 0.785684 0.839354 0.820852 0.117 Uiso 0.624(11) 1 calc R U P C 1
H37C H 0.806376 0.932708 0.754412 0.117 Uiso 0.624(11) 1 calc R U P C 1
C39 C 0.6233(15) 0.9094(9) 0.9221(6) 0.142(5) Uani 0.624(11) 1 d D U P C 1
H39A H 0.617765 0.960629 0.953286 0.214 Uiso 0.624(11) 1 calc R U P C 1
H39B H 0.702623 0.856296 0.927218 0.214 Uiso 0.624(11) 1 calc R U P C 1
H39C H 0.549598 0.886940 0.950329 0.214 Uiso 0.624(11) 1 calc R U P C 1
O7 O 0.3962(13) 0.5565(12) 1.0282(7) 0.061(3) Uani 0.5 1 d D U P D -1
O6 O 0.3959(6) 0.5578(5) 0.8405(4) 0.0624(14) Uani 0.5 1 d G . P E -1
H6A H 0.386381 0.562827 0.897483 0.094 Uiso 0.5 1 d G U P E -1
H6B H 0.343527 0.530758 0.835874 0.094 Uiso 0.5 1 d G U P E -1
C35 C 0.4953(7) 0.5090(5) 1.0473(5) 0.0496(16) Uani 0.5 1 d D U P D -1
C36 C 0.5177(15) 0.4966(8) 1.1392(8) 0.105(4) Uani 0.5 1 d D U P D -1
H36A H 0.446448 0.542223 1.174982 0.157 Uiso 0.5 1 calc R U P D -1
H36B H 0.597830 0.508071 1.134551 0.157 Uiso 0.5 1 calc R U P D -1
H36C H 0.523697 0.431266 1.169213 0.157 Uiso 0.5 1 calc R U P D -1
C34 C 0.610(2) 0.461(2) 0.9774(15) 0.094(7) Uani 0.5 1 d D U P D -1
H34A H 0.632651 0.391511 0.993948 0.142 Uiso 0.5 1 calc R U P D -1
H34B H 0.682169 0.481173 0.975460 0.142 Uiso 0.5 1 calc R U P D -1
H34C H 0.588125 0.479500 0.917373 0.142 Uiso 0.5 1 calc R U P D -1
Cl1 Cl 0.4531(5) 0.9005(5) 0.6896(4) 0.0427(16) Uani 0.276(9) 1 d . U P A 2
O8B O 0.5540(18) 1.0319(11) 0.8079(18) 0.147(7) Uani 0.250(4) 1 d D U P C 1
Cl2 Cl 0.3631(11) 0.7159(11) 0.7212(14) 0.034(3) Uani 0.088(6) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu2 2.9050(6) . ?
Cu1 O1 1.878(3) . ?
Cu1 O2 1.873(5) . ?
Cu1 N1 2.370(2) . ?
Cu1 N3 2.009(2) . ?
Cu1 N4 2.011(2) . ?
Cu1 Cl1 2.226(7) . ?
Cu1 Cl2 2.169(9) . ?
Cu2 O1 1.892(3) . ?
Cu2 O2 1.895(5) . ?
Cu2 N5 2.015(2) . ?
Cu2 N10 1.998(2) . ?
Cu2 O3 2.324(2) . ?
Cu2 Cl1 2.255(7) . ?
Cu2 Cl2 2.180(9) . ?
O1 H1 0.9221 . ?
O2 H2 0.8899 . ?
F3 B1 1.385(4) . ?
N1 C5 1.362(3) . ?
N1 C1 1.317(3) . ?
N8 N4 1.371(3) . ?
N8 C20 1.450(3) . ?
N8 C27 1.361(3) . ?
N7 N3 1.367(3) . ?
N7 C20 1.453(3) . ?
N7 C22 1.361(3) . ?
N2 C5 1.359(3) . ?
N2 C8 1.318(3) . ?
F4 B1 1.383(4) . ?
N00B N10 1.369(3) . ?
N00B C9 1.454(3) . ?
N00B C16 1.365(3) . ?
N3 C24 1.332(3) . ?
N5 N9 1.365(3) . ?
N5 C13 1.338(3) . ?
N4 C29 1.326(4) . ?
N10 C18 1.333(3) . ?
N9 C9 1.449(3) . ?
N9 C11 1.362(4) . ?
F1 B1 1.361(4) . ?
F2 B1 1.369(4) . ?
F7A B2A 1.344(7) . ?
O3 H3A 0.8956 . ?
O3 H3B 0.8825 . ?
C20 H20 1.0000 . ?
C20 C1 1.525(3) . ?
C5 C4 1.415(3) . ?
C1 C2 1.409(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.362(4) . ?
C8 C9 1.523(3) . ?
C8 C7 1.411(3) . ?
C4 C6 1.416(4) . ?
C4 C3 1.410(4) . ?
C9 H9 1.0000 . ?
C7 H7 0.9500 . ?
C7 C6 1.360(4) . ?
C6 H6 0.9500 . ?
C22 C21 1.488(4) . ?
C22 C23 1.369(4) . ?
C3 H3 0.9500 . ?
C27 C26 1.494(4) . ?
C27 C28 1.366(5) . ?
O5 C32 1.217(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C13 C12 1.394(4) . ?
C13 C14 1.486(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.367(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.403(4) . ?
C18 C17 1.400(4) . ?
C18 C19 1.490(5) . ?
C24 C25 1.493(4) . ?
C11 C10 1.486(5) . ?
C16 C17 1.365(5) . ?
C16 C15 1.486(4) . ?
C17 H17 0.9500 . ?
F8A B2A 1.328(6) . ?
C29 C28 1.394(4) . ?
C29 C30 1.496(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C28 H28 0.9500 . ?
F6A B2A 1.333(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
F5A B2A 1.334(6) . ?
C32 C33 1.485(5) . ?
C32 C31 1.491(5) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
O4 H4A 0.8457 . ?
O4 H4B 0.8584 . ?
F5B B2B 1.391(18) . ?
F7B B2B 1.332(16) . ?
F6B B2B 1.330(16) . ?
F8B B2B 1.323(16) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40 C41 1.435(15) . ?
C41 N11 1.254(14) . ?
C38 O8A 1.277(13) . ?
C38 C37 1.452(12) . ?
C38 C39 1.600(13) . ?
C38 O8B 1.212(12) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
O7 C35 1.182(16) . ?
O6 H6A 0.8750 . ?
O6 H6B 0.8699 . ?
C35 C36 1.473(12) . ?
C35 C34 1.510(15) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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 Cu2 39.79(10) . . ?
O1 Cu1 N1 98.01(15) . . ?
O1 Cu1 N3 94.70(13) . . ?
O1 Cu1 N4 175.26(14) . . ?
O2 Cu1 Cu2 39.83(17) . . ?
O2 Cu1 O1 76.2(2) . . ?
O2 Cu1 N1 97.9(2) . . ?
O2 Cu1 N3 170.84(18) . . ?
O2 Cu1 N4 99.47(18) . . ?
N1 Cu1 Cu2 87.49(5) . . ?
N3 Cu1 Cu2 131.30(6) . . ?
N3 Cu1 N1 82.60(8) . . ?
N3 Cu1 N4 89.68(9) . . ?
N3 Cu1 Cl1 178.66(18) . . ?
N3 Cu1 Cl2 86.8(3) . . ?
N4 Cu1 Cu2 136.65(7) . . ?
N4 Cu1 N1 84.32(8) . . ?
N4 Cu1 Cl1 89.13(18) . . ?
N4 Cu1 Cl2 174.0(4) . . ?
Cl1 Cu1 Cu2 50.01(16) . . ?
Cl1 Cu1 N1 97.89(16) . . ?
Cl2 Cu1 Cu2 48.3(2) . . ?
Cl2 Cu1 N1 100.0(6) . . ?
Cl2 Cu1 Cl1 94.4(4) . . ?
O1 Cu2 Cu1 39.43(10) . . ?
O1 Cu2 O2 75.30(19) . . ?
O1 Cu2 N5 94.47(13) . . ?
O1 Cu2 N10 170.88(13) . . ?
O1 Cu2 O3 93.52(15) . . ?
O2 Cu2 Cu1 39.28(15) . . ?
O2 Cu2 N5 166.51(17) . . ?
O2 Cu2 N10 99.70(18) . . ?
O2 Cu2 O3 95.8(2) . . ?
N5 Cu2 Cu1 128.00(6) . . ?
N5 Cu2 O3 93.53(10) . . ?
N5 Cu2 Cl1 172.32(17) . . ?
N5 Cu2 Cl2 87.0(4) . . ?
N10 Cu2 Cu1 133.09(7) . . ?
N10 Cu2 N5 89.18(9) . . ?
N10 Cu2 O3 94.60(9) . . ?
N10 Cu2 Cl1 89.93(18) . . ?
N10 Cu2 Cl2 174.3(6) . . ?
O3 Cu2 Cu1 108.31(7) . . ?
Cl1 Cu2 Cu1 49.17(17) . . ?
Cl1 Cu2 O3 94.14(17) . . ?
Cl2 Cu2 Cu1 47.9(2) . . ?
Cl2 Cu2 O3 89.9(6) . . ?
Cl2 Cu2 Cl1 93.3(4) . . ?
Cu1 O1 Cu2 100.78(17) . . ?
Cu1 O1 H1 109.1 . . ?
Cu2 O1 H1 103.2 . . ?
Cu1 O2 Cu2 100.9(2) . . ?
Cu1 O2 H2 111.7 . . ?
Cu2 O2 H2 114.4 . . ?
C5 N1 Cu1 127.61(15) . . ?
C1 N1 Cu1 113.92(16) . . ?
C1 N1 C5 118.2(2) . . ?
N4 N8 C20 119.6(2) . . ?
C27 N8 N4 111.3(2) . . ?
C27 N8 C20 129.1(2) . . ?
N3 N7 C20 119.8(2) . . ?
C22 N7 N3 111.5(2) . . ?
C22 N7 C20 128.6(2) . . ?
C8 N2 C5 117.5(2) . . ?
N10 N00B C9 120.6(2) . . ?
C16 N00B N10 111.5(2) . . ?
C16 N00B C9 127.1(2) . . ?
N7 N3 Cu1 118.29(16) . . ?
C24 N3 Cu1 135.69(19) . . ?
C24 N3 N7 105.9(2) . . ?
N9 N5 Cu2 119.55(16) . . ?
C13 N5 Cu2 133.62(19) . . ?
C13 N5 N9 105.7(2) . . ?
N8 N4 Cu1 118.42(17) . . ?
C29 N4 Cu1 135.7(2) . . ?
C29 N4 N8 105.8(2) . . ?
N00B N10 Cu2 118.86(16) . . ?
C18 N10 Cu2 134.7(2) . . ?
C18 N10 N00B 105.8(2) . . ?
N5 N9 C9 120.6(2) . . ?
C11 N9 N5 111.3(2) . . ?
C11 N9 C9 127.8(2) . . ?
Cu2 O3 H3A 144.7 . . ?
Cu2 O3 H3B 107.4 . . ?
H3A O3 H3B 107.1 . . ?
N8 C20 N7 110.1(2) . . ?
N8 C20 H20 107.6 . . ?
N8 C20 C1 111.0(2) . . ?
N7 C20 H20 107.6 . . ?
N7 C20 C1 112.6(2) . . ?
C1 C20 H20 107.6 . . ?
N1 C5 C4 121.9(2) . . ?
N2 C5 N1 115.7(2) . . ?
N2 C5 C4 122.4(2) . . ?
N1 C1 C20 117.3(2) . . ?
N1 C1 C2 123.7(2) . . ?
C2 C1 C20 119.0(2) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 H2A 120.6 . . ?
N2 C8 C9 116.6(2) . . ?
N2 C8 C7 124.3(2) . . ?
C7 C8 C9 119.1(2) . . ?
C5 C4 C6 117.9(2) . . ?
C3 C4 C5 118.0(2) . . ?
C3 C4 C6 124.1(2) . . ?
N00B C9 C8 112.1(2) . . ?
N00B C9 H9 107.6 . . ?
N9 C9 N00B 110.2(2) . . ?
N9 C9 C8 111.6(2) . . ?
N9 C9 H9 107.6 . . ?
C8 C9 H9 107.6 . . ?
C8 C7 H7 120.7 . . ?
C6 C7 C8 118.6(2) . . ?
C6 C7 H7 120.7 . . ?
C4 C6 H6 120.4 . . ?
C7 C6 C4 119.2(2) . . ?
C7 C6 H6 120.4 . . ?
N7 C22 C21 123.3(3) . . ?
N7 C22 C23 105.7(2) . . ?
C23 C22 C21 130.9(3) . . ?
C2 C3 C4 119.3(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
N8 C27 C26 122.9(3) . . ?
N8 C27 C28 105.6(3) . . ?
C28 C27 C26 131.5(3) . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N5 C13 C12 109.8(3) . . ?
N5 C13 C14 121.5(3) . . ?
C12 C13 C14 128.7(3) . . ?
C13 C12 H12 126.5 . . ?
C11 C12 C13 107.1(3) . . ?
C11 C12 H12 126.5 . . ?
C22 C23 H23 126.4 . . ?
C22 C23 C24 107.2(2) . . ?
C24 C23 H23 126.4 . . ?
N10 C18 C17 109.5(3) . . ?
N10 C18 C19 121.8(3) . . ?
C17 C18 C19 128.7(3) . . ?
N3 C24 C23 109.6(2) . . ?
N3 C24 C25 121.9(3) . . ?
C23 C24 C25 128.5(3) . . ?
N9 C11 C12 106.1(3) . . ?
N9 C11 C10 122.8(3) . . ?
C12 C11 C10 131.2(3) . . ?
N00B C16 C17 105.6(3) . . ?
N00B C16 C15 122.8(3) . . ?
C17 C16 C15 131.6(3) . . ?
C18 C17 H17 126.2 . . ?
C16 C17 C18 107.6(3) . . ?
C16 C17 H17 126.2 . . ?
N4 C29 C28 109.9(3) . . ?
N4 C29 C30 121.4(3) . . ?
C28 C29 C30 128.7(3) . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C28 C29 107.4(3) . . ?
C27 C28 H28 126.3 . . ?
C29 C28 H28 126.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F4 B1 F3 107.7(2) . . ?
F1 B1 F3 110.5(3) . . ?
F1 B1 F4 110.3(3) . . ?
F1 B1 F2 108.4(3) . . ?
F2 B1 F3 110.3(3) . . ?
F2 B1 F4 109.6(3) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F8A B2A F7A 111.2(5) . . ?
F8A B2A F6A 113.0(5) . . ?
F8A B2A F5A 111.5(6) . . ?
F6A B2A F7A 115.8(5) . . ?
F6A B2A F5A 99.8(5) . . ?
F5A B2A F7A 104.6(6) . . ?
O5 C32 C33 121.9(3) . . ?
O5 C32 C31 121.4(3) . . ?
C33 C32 C31 116.7(3) . . ?
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 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H4A O4 H4B 109.0 . . ?
F7B B2B F5B 108.9(16) . . ?
F6B B2B F5B 98.9(14) . . ?
F6B B2B F7B 111.7(14) . . ?
F8B B2B F5B 104.6(15) . . ?
F8B B2B F7B 109.4(15) . . ?
F8B B2B F6B 122.0(17) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
N11 C41 C40 158(2) . . ?
O8A C38 C37 112.2(11) . . ?
O8A C38 C39 141.8(12) . . ?
C37 C38 C39 99.8(9) . . ?
O8B C38 O8A 57.1(14) . . ?
O8B C38 C37 137.6(15) . . ?
O8B C38 C39 110.8(14) . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C38 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
H6A O6 H6B 110.1 . . ?
O7 C35 C36 122.4(10) . . ?
O7 C35 C34 121.9(13) . . ?
C36 C35 C34 115.7(12) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Cu1 Cl1 Cu2 80.8(3) . . ?
Cu1 Cl2 Cu2 83.8(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O8A 0.89 2.02 2.897(15) 168.3 . yes
O3 H3A F6A 0.90 2.11 2.885(6) 144.7 1_465 yes
O3 H3B O4 0.88 1.87 2.719(4) 159.5 . yes
O4 H4A O5 0.85 2.07 2.896(4) 164.2 . yes
O4 H4B F5A 0.86 2.31 3.098(8) 153.4 2_666 yes
O6 H6A O7 0.88 2.04 2.901(12) 169.7 . yes
O6 H6B F1 0.87 2.15 2.965(7) 155.2 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C5 N2 9.8(3) . . . . ?
Cu1 N1 C5 C4 -171.26(18) . . . . ?
Cu1 N1 C1 C20 -4.2(3) . . . . ?
Cu1 N1 C1 C2 173.8(2) . . . . ?
Cu1 N3 C24 C23 175.5(2) . . . . ?
Cu1 N3 C24 C25 -4.1(5) . . . . ?
Cu1 N4 C29 C28 -176.2(2) . . . . ?
Cu1 N4 C29 C30 3.9(5) . . . . ?
Cu2 N5 N9 C9 6.9(3) . . . . ?
Cu2 N5 N9 C11 -167.50(18) . . . . ?
Cu2 N5 C13 C12 166.3(2) . . . . ?
Cu2 N5 C13 C14 -14.6(4) . . . . ?
Cu2 N10 C18 C17 171.3(2) . . . . ?
Cu2 N10 C18 C19 -7.9(5) . . . . ?
O1 Cu1 O2 Cu2 19.9(2) . . . . ?
O1 Cu2 O2 Cu1 -19.8(2) . . . . ?
O2 Cu1 O1 Cu2 -19.9(2) . . . . ?
O2 Cu2 O1 Cu1 19.8(2) . . . . ?
N1 Cu1 O1 Cu2 76.23(19) . . . . ?
N1 Cu1 O2 Cu2 -76.4(3) . . . . ?
N1 C5 C4 C6 178.8(2) . . . . ?
N1 C5 C4 C3 -2.1(4) . . . . ?
N1 C1 C2 C3 -1.1(4) . . . . ?
N8 N4 C29 C28 0.1(3) . . . . ?
N8 N4 C29 C30 -179.8(3) . . . . ?
N8 C20 C1 N1 65.5(3) . . . . ?
N8 C20 C1 C2 -112.5(3) . . . . ?
N8 C27 C28 C29 0.5(4) . . . . ?
N7 N3 C24 C23 0.0(3) . . . . ?
N7 N3 C24 C25 -179.7(3) . . . . ?
N7 C20 C1 N1 -58.5(3) . . . . ?
N7 C20 C1 C2 123.5(3) . . . . ?
N7 C22 C23 C24 0.8(3) . . . . ?
N2 C5 C4 C6 -2.3(4) . . . . ?
N2 C5 C4 C3 176.8(3) . . . . ?
N2 C8 C9 N00B -69.7(3) . . . . ?
N2 C8 C9 N9 54.5(3) . . . . ?
N2 C8 C7 C6 -1.3(4) . . . . ?
N00B N10 C18 C17 0.7(3) . . . . ?
N00B N10 C18 C19 -178.5(3) . . . . ?
N00B C16 C17 C18 0.3(3) . . . . ?
N3 Cu1 O1 Cu2 159.40(18) . . . . ?
N3 N7 C20 N8 -62.1(3) . . . . ?
N3 N7 C20 C1 62.4(3) . . . . ?
N3 N7 C22 C21 177.2(3) . . . . ?
N3 N7 C22 C23 -0.9(3) . . . . ?
N5 Cu2 O1 Cu1 -151.29(18) . . . . ?
N5 Cu2 O2 Cu1 21.7(11) . . . . ?
N5 N9 C9 N00B 50.3(3) . . . . ?
N5 N9 C9 C8 -75.0(3) . . . . ?
N5 N9 C11 C12 -2.0(3) . . . . ?
N5 N9 C11 C10 176.6(3) . . . . ?
N5 C13 C12 C11 -0.4(3) . . . . ?
N4 Cu1 O2 Cu2 -161.9(2) . . . . ?
N4 N8 C20 N7 60.1(3) . . . . ?
N4 N8 C20 C1 -65.3(3) . . . . ?
N4 N8 C27 C26 179.7(3) . . . . ?
N4 N8 C27 C28 -0.5(3) . . . . ?
N4 C29 C28 C27 -0.4(4) . . . . ?
N10 Cu2 O2 Cu1 152.3(2) . . . . ?
N10 N00B C9 N9 -64.7(3) . . . . ?
N10 N00B C9 C8 60.3(3) . . . . ?
N10 N00B C16 C17 0.2(3) . . . . ?
N10 N00B C16 C15 177.9(3) . . . . ?
N10 C18 C17 C16 -0.6(3) . . . . ?
N9 N5 C13 C12 -0.8(3) . . . . ?
N9 N5 C13 C14 178.3(3) . . . . ?
O3 Cu2 O1 Cu1 114.88(19) . . . . ?
O3 Cu2 O2 Cu1 -112.0(2) . . . . ?
C20 N8 N4 Cu1 -3.7(3) . . . . ?
C20 N8 N4 C29 179.2(2) . . . . ?
C20 N8 C27 C26 0.8(4) . . . . ?
C20 N8 C27 C28 -179.4(3) . . . . ?
C20 N7 N3 Cu1 6.6(3) . . . . ?
C20 N7 N3 C24 -176.9(2) . . . . ?
C20 N7 C22 C21 -5.6(4) . . . . ?
C20 N7 C22 C23 176.3(3) . . . . ?
C20 C1 C2 C3 176.8(3) . . . . ?
C5 N1 C1 C20 -178.5(2) . . . . ?
C5 N1 C1 C2 -0.5(4) . . . . ?
C5 N2 C8 C9 -176.3(2) . . . . ?
C5 N2 C8 C7 1.7(4) . . . . ?
C5 C4 C6 C7 2.7(4) . . . . ?
C5 C4 C3 C2 0.3(5) . . . . ?
C1 N1 C5 N2 -176.8(2) . . . . ?
C1 N1 C5 C4 2.1(4) . . . . ?
C1 C2 C3 C4 1.2(5) . . . . ?
C8 N2 C5 N1 179.1(2) . . . . ?
C8 N2 C5 C4 0.2(4) . . . . ?
C8 C7 C6 C4 -1.0(4) . . . . ?
C9 N00B N10 Cu2 16.4(3) . . . . ?
C9 N00B N10 C18 -171.2(2) . . . . ?
C9 N00B C16 C17 170.1(2) . . . . ?
C9 N00B C16 C15 -12.1(4) . . . . ?
C9 N9 C11 C12 -175.9(2) . . . . ?
C9 N9 C11 C10 2.7(4) . . . . ?
C9 C8 C7 C6 176.7(3) . . . . ?
C7 C8 C9 N00B 112.2(3) . . . . ?
C7 C8 C9 N9 -123.6(3) . . . . ?
C6 C4 C3 C2 179.4(3) . . . . ?
C22 N7 N3 Cu1 -175.90(18) . . . . ?
C22 N7 N3 C24 0.6(3) . . . . ?
C22 N7 C20 N8 121.0(3) . . . . ?
C22 N7 C20 C1 -114.6(3) . . . . ?
C22 C23 C24 N3 -0.5(4) . . . . ?
C22 C23 C24 C25 179.1(3) . . . . ?
C3 C4 C6 C7 -176.4(3) . . . . ?
C27 N8 N4 Cu1 177.31(18) . . . . ?
C27 N8 N4 C29 0.3(3) . . . . ?
C27 N8 C20 N7 -121.1(3) . . . . ?
C27 N8 C20 C1 113.5(3) . . . . ?
C21 C22 C23 C24 -177.1(3) . . . . ?
C13 N5 N9 C9 176.2(2) . . . . ?
C13 N5 N9 C11 1.8(3) . . . . ?
C13 C12 C11 N9 1.4(3) . . . . ?
C13 C12 C11 C10 -177.0(3) . . . . ?
C11 N9 C9 N00B -136.3(3) . . . . ?
C11 N9 C9 C8 98.4(3) . . . . ?
C16 N00B N10 Cu2 -172.92(17) . . . . ?
C16 N00B N10 C18 -0.5(3) . . . . ?
C16 N00B C9 N9 126.2(3) . . . . ?
C16 N00B C9 C8 -108.8(3) . . . . ?
C26 C27 C28 C29 -179.6(3) . . . . ?
C14 C13 C12 C11 -179.4(3) . . . . ?
C19 C18 C17 C16 178.5(3) . . . . ?
C15 C16 C17 C18 -177.2(3) . . . . ?
C30 C29 C28 C27 179.5(4) . . . . ?

_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_nanny3
_database_code_depnum_ccdc_archive 'CCDC 2312259'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-12-05 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(H2 O), C10 H5 N2 O4, C5 H9 N2'
_chemical_formula_sum            'C15 H20 N4 O7'
_chemical_formula_weight         368.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.301(2)
_cell_length_b                   23.093(5)
_cell_length_c                   6.9978(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.89(3)
_cell_angle_gamma                90
_cell_volume                     1756.4(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23203
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.874
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.547429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1423 before and 0.0670 after correction.
The Ratio of minimum to maximum transmission is 0.5474.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            23203
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         1.874
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  Incoatec-Bruker-AXS-enraf-noniusKappaAPEXII
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2463
_reflns_number_total             3082
_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       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         3082
_refine_ls_number_restraints     203
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0972
_refine_ls_restrained_S_all      1.060
_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)+(0.1398P)²+4.9155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2889
_refine_ls_wR_factor_ref         0.3039
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 C9B-O3B
 2.3 with sigma of 0.02
 C9B-C10B
 1.5 with sigma of 0.02
 C8B-C10B
 2.5 with sigma of 0.02
 C5-C7B
 1.4 with sigma of 0.02
 C7B-C8B
 1.4 with sigma of 0.02
 C5-C8B
 2.4 with sigma of 0.02
 C10B-O4B
 1.25 with sigma of 0.02
 N2B-C9B
 1.35 with sigma of 0.02
 C9B-C8B
 1.4 with sigma of 0.02
 C7B-C9B
 2.4 with sigma of 0.02
 C5-N2B
 2.4 with sigma of 0.02
 N2B-C8B
 2.4 with sigma of 0.02
 N2B-C7B
 2.8 with sigma of 0.02
 C6-N2B
 1.35 with sigma of 0.02
 O3B-C10B
 1.35 with sigma of 0.02
3. Rigid bond restraints
 O3A, N2B, O4A, C10A, C7A, C8A, C9A, N2A, O3B, O4B, C10B, C9B, C8B, C7B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O6, O7
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O3A \\sim N2B \\sim O4A \\sim C10A \\sim C7A \\sim C8A \\sim C9A \\sim N2A
\\sim O3B \\sim O4B \\sim C10B \\sim C9B \\sim C8B \\sim C7B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
O6 \\sim O7: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Uanis(N2B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(O3A)=Sof(H3A)=Sof(O4A)=Sof(C10A)=Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(H8A)=
 Sof(C9A)=Sof(N2A)=1-FVAR(1)
 Sof(N2B)=Sof(O3B)=Sof(H3B)=Sof(O4B)=Sof(C10B)=Sof(C9B)=Sof(C8B)=Sof(H8B)=
 Sof(C7B)=Sof(H7B)=FVAR(1)
6.a Free rotating group:
 O5(H5A,H5B), O7(H7C,H7D), O6(H6A,H6B)
6.b Aromatic/amide H refined with riding coordinates:
 N3(H3C), N4(H4A), C3(H3), C4(H4), C7A(H7A), C8A(H8A), C13(H13), C8B(H8B),
 C7B(H7B)
6.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C)
6.d Idealised tetrahedral OH refined as rotating group:
 O3A(H3A), O3B(H3B)
;
_atom_sites_solution_hydrogens   mixed
_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
O5 O 0.9359(4) 0.50471(16) 0.7412(6) 0.0567(10) Uani 1 1 d G . . . .
H5A H 0.922251 0.537155 0.787985 0.085 Uiso 1 1 d G U . . .
H5B H 0.929515 0.477725 0.821064 0.085 Uiso 1 1 d G U . . .
O2 O 1.0708(3) 0.38630(15) 1.1063(6) 0.0534(9) Uani 1 1 d . . . . .
O1 O 0.8804(3) 0.40512(16) 0.9183(6) 0.0587(10) Uani 1 1 d . . . . .
O7 O 0.1646(4) 0.0151(2) 0.1649(7) 0.0732(13) Uani 1 1 d G . . . .
H7C H 0.100074 0.008352 0.201546 0.110 Uiso 1 1 d G U . . .
H7D H 0.145422 0.018756 0.039022 0.110 Uiso 1 1 d G U . . .
O6 O 0.2389(4) 0.1109(2) 0.3901(7) 0.0749(13) Uani 1 1 d G . . . .
H6A H 0.193981 0.113371 0.469467 0.112 Uiso 1 1 d G U . . .
H6B H 0.211305 0.084449 0.304818 0.112 Uiso 1 1 d G U . . .
O3A O 0.4623(4) 0.1159(2) 0.5921(8) 0.0565(17) Uani 0.829(13) 1 d . U P A 2
H3A H 0.388223 0.115293 0.524944 0.085 Uiso 0.829(13) 1 calc R U P A 2
N3 N 0.6262(4) 0.3764(2) 0.7498(6) 0.0508(11) Uani 1 1 d . . . . .
H3C H 0.704184 0.369576 0.809416 0.061 Uiso 1 1 calc R U . . .
N1 N 0.8230(3) 0.29395(16) 0.8940(5) 0.0372(9) Uani 1 1 d . . . . .
N4 N 0.5440(4) 0.3366(2) 0.6610(6) 0.0537(11) Uani 1 1 d . . . . .
H4A H 0.558127 0.299411 0.651741 0.064 Uiso 1 1 calc R U . . .
N2B N 0.678(2) 0.2131(11) 0.767(8) 0.045(8) Uani 0.171(13) 1 d D U P A 1
C1 C 0.9645(4) 0.3719(2) 1.0084(7) 0.0417(11) Uani 1 1 d . . . . .
O4A O 0.4405(6) 0.2123(3) 0.5438(13) 0.0744(18) Uani 0.829(13) 1 d . U P A 2
C3 C 1.0268(4) 0.2658(2) 1.0791(7) 0.0427(11) Uani 1 1 d . . . . .
H3 H 1.107141 0.277356 1.151980 0.051 Uiso 1 1 calc R U . . .
C2 C 0.9362(4) 0.30775(19) 0.9936(6) 0.0362(10) Uani 1 1 d . . . . .
C6 C 0.7920(4) 0.2372(2) 0.8708(6) 0.0390(10) Uani 1 1 d D . . . .
C4 C 0.9971(5) 0.2089(2) 1.0553(7) 0.0454(11) Uani 1 1 d . . . . .
H4 H 1.057164 0.180195 1.109574 0.054 Uiso 1 1 calc R U . . .
C10A C 0.5013(8) 0.1692(4) 0.6119(14) 0.0447(18) Uani 0.829(13) 1 d . U P A 2
C14 C 0.4350(5) 0.3638(3) 0.5878(8) 0.0623(16) Uani 1 1 d . . . . .
C5 C 0.8774(5) 0.1924(2) 0.9502(7) 0.0457(12) Uani 1 1 d D . . . .
C12 C 0.5707(5) 0.4292(3) 0.7340(8) 0.0574(14) Uani 1 1 d . . . . .
C7A C 0.8293(9) 0.1352(4) 0.907(2) 0.048(2) Uani 0.829(13) 1 d . U P A 2
H7A H 0.880257 0.102461 0.952623 0.058 Uiso 0.829(13) 1 calc R U P A 2
C8A C 0.7091(8) 0.1279(4) 0.8000(17) 0.0498(19) Uani 0.829(13) 1 d . U P A 2
H8A H 0.676640 0.089946 0.772458 0.060 Uiso 0.829(13) 1 calc R U P A 2
C13 C 0.4507(5) 0.4208(3) 0.6319(9) 0.0635(16) Uani 1 1 d . . . . .
H13 H 0.388901 0.449787 0.597733 0.076 Uiso 1 1 calc R U . . .
C9A C 0.6343(7) 0.1755(3) 0.7312(14) 0.0425(16) Uani 0.829(13) 1 d . U P A 2
N2A N 0.6731(6) 0.2297(3) 0.7642(15) 0.0406(14) Uani 0.829(13) 1 d . U P A 2
C11 C 0.6377(7) 0.4824(3) 0.8239(13) 0.083(2) Uani 1 1 d . . . . .
H11A H 0.686474 0.474074 0.959922 0.124 Uiso 1 1 calc R U . . .
H11B H 0.578297 0.513188 0.826011 0.124 Uiso 1 1 calc R U . . .
H11C H 0.692353 0.495067 0.744768 0.124 Uiso 1 1 calc R U . . .
C15 C 0.3211(6) 0.3307(4) 0.4831(11) 0.086(2) Uani 1 1 d . . . . .
H15A H 0.258786 0.357599 0.407143 0.129 Uiso 1 1 calc R U . . .
H15B H 0.288858 0.310454 0.581418 0.129 Uiso 1 1 calc R U . . .
H15C H 0.341357 0.302342 0.392659 0.129 Uiso 1 1 calc R U . . .
O3B O 0.462(3) 0.184(2) 0.578(9) 0.090(13) Uani 0.171(13) 1 d D U P A 1
H3B H 0.403281 0.174366 0.480740 0.135 Uiso 0.171(13) 1 calc R U P A 1
O4B O 0.525(5) 0.0824(15) 0.675(6) 0.129(15) Uani 0.171(13) 1 d D U P A 1
C10B C 0.528(3) 0.1360(15) 0.652(6) 0.068(7) Uani 0.171(13) 1 d D U P A 1
C9B C 0.656(3) 0.1560(13) 0.759(8) 0.056(8) Uani 0.171(13) 1 d D U P A 1
C8B C 0.745(3) 0.1136(10) 0.833(8) 0.053(7) Uani 0.171(13) 1 d D U P A 1
H8B H 0.727163 0.073679 0.807661 0.063 Uiso 0.171(13) 1 calc R U P A 1
C7B C 0.861(4) 0.1320(8) 0.945(13) 0.063(12) Uani 0.171(13) 1 d D U P A 1
H7B H 0.923392 0.105828 1.012378 0.075 Uiso 0.171(13) 1 calc R U 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
O5 H5A 0.8485 . ?
O5 H5B 0.8533 . ?
O2 C1 1.254(6) . ?
O1 C1 1.251(6) . ?
O7 H7C 0.8509 . ?
O7 H7D 0.8519 . ?
O6 H6A 0.8508 . ?
O6 H6B 0.8519 . ?
O3A H3A 0.8400 . ?
O3A C10A 1.302(9) . ?
N3 H3C 0.8800 . ?
N3 N4 1.332(6) . ?
N3 C12 1.362(7) . ?
N1 C2 1.318(6) . ?
N1 C6 1.354(6) . ?
N4 H4A 0.8800 . ?
N4 C14 1.352(7) . ?
N2B C6 1.407(17) . ?
N2B C9B 1.341(18) . ?
C1 C2 1.512(7) . ?
O4A C10A 1.228(11) . ?
C3 H3 0.9500 . ?
C3 C2 1.418(6) . ?
C3 C4 1.355(7) . ?
C6 C5 1.421(7) . ?
C6 N2A 1.358(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.404(7) . ?
C10A C9A 1.512(11) . ?
C14 C13 1.352(10) . ?
C14 C15 1.504(9) . ?
C5 C7A 1.429(10) . ?
C5 C7B 1.408(18) . ?
C12 C13 1.363(8) . ?
C12 C11 1.489(10) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.370(11) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.390(10) . ?
C13 H13 0.9500 . ?
C9A N2A 1.326(9) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
O3B H3B 0.8400 . ?
O3B C10B 1.350(19) . ?
O4B C10B 1.25(2) . ?
C10B C9B 1.503(18) . ?
C9B C8B 1.399(16) . ?
C8B H8B 0.9500 . ?
C8B C7B 1.397(17) . ?
C7B H7B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H5A O5 H5B 109.6 . . ?
H7C O7 H7D 109.5 . . ?
H6A O6 H6B 109.6 . . ?
C10A O3A H3A 109.5 . . ?
N4 N3 H3C 125.3 . . ?
N4 N3 C12 109.4(4) . . ?
C12 N3 H3C 125.3 . . ?
C2 N1 C6 118.6(4) . . ?
N3 N4 H4A 126.2 . . ?
N3 N4 C14 107.7(5) . . ?
C14 N4 H4A 126.2 . . ?
C9B N2B C6 123.3(12) . . ?
O2 C1 C2 116.8(4) . . ?
O1 C1 O2 126.5(4) . . ?
O1 C1 C2 116.7(4) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C4 C3 C2 119.0(4) . . ?
N1 C2 C1 115.4(4) . . ?
N1 C2 C3 122.8(4) . . ?
C3 C2 C1 121.7(4) . . ?
N1 C6 N2B 128.0(11) . . ?
N1 C6 C5 122.2(4) . . ?
N1 C6 N2A 112.0(5) . . ?
N2B C6 C5 109.8(11) . . ?
N2A C6 C5 125.8(5) . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(4) . . ?
C5 C4 H4 120.1 . . ?
O3A C10A C9A 113.9(7) . . ?
O4A C10A O3A 125.9(7) . . ?
O4A C10A C9A 120.2(7) . . ?
N4 C14 C13 108.4(5) . . ?
N4 C14 C15 121.2(7) . . ?
C13 C14 C15 130.3(6) . . ?
C6 C5 C7A 114.4(5) . . ?
C4 C5 C6 117.5(4) . . ?
C4 C5 C7A 128.1(5) . . ?
C4 C5 C7B 112.6(11) . . ?
C7B C5 C6 129.9(11) . . ?
N3 C12 C13 106.5(6) . . ?
N3 C12 C11 122.4(5) . . ?
C13 C12 C11 131.1(6) . . ?
C5 C7A H7A 120.3 . . ?
C8A C7A C5 119.4(7) . . ?
C8A C7A H7A 120.3 . . ?
C7A C8A H8A 119.6 . . ?
C7A C8A C9A 120.8(7) . . ?
C9A C8A H8A 119.6 . . ?
C14 C13 C12 108.0(5) . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
C8A C9A C10A 122.3(6) . . ?
N2A C9A C10A 114.7(6) . . ?
N2A C9A C8A 123.0(6) . . ?
C9A N2A C6 116.6(6) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10B O3B H3B 109.5 . . ?
O3B C10B C9B 107.0(19) . . ?
O4B C10B O3B 146(3) . . ?
O4B C10B C9B 107(3) . . ?
N2B C9B C10B 118.0(18) . . ?
N2B C9B C8B 124.2(15) . . ?
C8B C9B C10B 117.7(17) . . ?
C9B C8B H8B 121.1 . . ?
C7B C8B C9B 117.8(14) . . ?
C7B C8B H8B 121.1 . . ?
C5 C7B H7B 122.8 . . ?
C8B C7B C5 114.4(13) . . ?
C8B C7B H7B 122.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5A O2 0.85 1.91 2.743(5) 167.0 3_767 yes
O5 H5B O1 0.85 1.95 2.765(5) 160.3 . yes
O7 H7C O5 0.85 1.97 2.816(6) 170.7 4_465 yes
O7 H7D O5 0.85 1.95 2.767(6) 159.9 2_645 yes
O6 H6A O2 0.85 1.89 2.734(6) 169.5 4_465 yes
O6 H6B O7 0.85 1.88 2.714(7) 167.3 . yes
O3A H3A O6 0.84 1.70 2.536(7) 177.6 . yes
N3 H3C O1 0.88 2.09 2.868(6) 146.2 . yes
N3 H3C N1 0.88 2.18 2.892(6) 137.2 . yes
N4 H4A N2B 0.88 2.42 3.22(2) 151.1 . yes
N4 H4A O4A 0.88 2.42 3.124(8) 137.8 . yes
N4 H4A N2A 0.88 2.08 2.858(8) 146.5 . yes
O3B H3B O6 0.84 2.31 3.02(4) 141.5 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 178.4(4) . . . . ?
O2 C1 C2 C3 -2.6(6) . . . . ?
O1 C1 C2 N1 -3.0(6) . . . . ?
O1 C1 C2 C3 176.0(4) . . . . ?
O3A C10A C9A C8A 4.4(14) . . . . ?
O3A C10A C9A N2A -175.6(9) . . . . ?
N3 N4 C14 C13 0.1(6) . . . . ?
N3 N4 C14 C15 -178.2(5) . . . . ?
N3 C12 C13 C14 0.0(6) . . . . ?
N1 C6 C5 C4 0.0(6) . . . . ?
N1 C6 C5 C7A -178.6(8) . . . . ?
N1 C6 C5 C7B 178(5) . . . . ?
N1 C6 N2A C9A 179.1(8) . . . . ?
N4 N3 C12 C13 0.0(6) . . . . ?
N4 N3 C12 C11 178.2(5) . . . . ?
N4 C14 C13 C12 -0.1(7) . . . . ?
N2B C6 C5 C4 179(3) . . . . ?
N2B C6 C5 C7B -3(6) . . . . ?
N2B C9B C8B C7B 9(10) . . . . ?
O4A C10A C9A C8A -175.6(11) . . . . ?
O4A C10A C9A N2A 4.3(15) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C3 C4 C5 C7A 179.0(9) . . . . ?
C3 C4 C5 C7B -178(4) . . . . ?
C2 N1 C6 N2B -178(3) . . . . ?
C2 N1 C6 C5 0.0(6) . . . . ?
C2 N1 C6 N2A -179.6(6) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C6 N1 C2 C1 178.5(4) . . . . ?
C6 N1 C2 C3 -0.5(6) . . . . ?
C6 N2B C9B C10B 177(4) . . . . ?
C6 N2B C9B C8B -7(10) . . . . ?
C6 C5 C7A C8A -1.0(14) . . . . ?
C6 C5 C7B C8B 5(10) . . . . ?
C4 C3 C2 N1 1.1(7) . . . . ?
C4 C3 C2 C1 -177.8(4) . . . . ?
C4 C5 C7A C8A -179.4(8) . . . . ?
C4 C5 C7B C8B -177(5) . . . . ?
C10A C9A N2A C6 180.0(8) . . . . ?
C5 C6 N2A C9A -0.4(13) . . . . ?
C5 C7A C8A C9A 0.7(18) . . . . ?
C12 N3 N4 C14 -0.1(6) . . . . ?
C7A C8A C9A C10A 179.8(11) . . . . ?
C7A C8A C9A N2A -0.2(18) . . . . ?
C8A C9A N2A C6 0.0(16) . . . . ?
N2A C6 C5 C4 179.4(7) . . . . ?
N2A C6 C5 C7A 0.9(11) . . . . ?
C11 C12 C13 C14 -177.9(6) . . . . ?
C15 C14 C13 C12 178.0(6) . . . . ?
O3B C10B C9B N2B 2(7) . . . . ?
O3B C10B C9B C8B -174(6) . . . . ?
O4B C10B C9B N2B -175(5) . . . . ?
O4B C10B C9B C8B 9(7) . . . . ?
C10B C9B C8B C7B -176(6) . . . . ?
C9B N2B C6 N1 -178(4) . . . . ?
C9B N2B C6 C5 4(6) . . . . ?
C9B C8B C7B C5 -7(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
