# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_Compound_I
_database_code_depnum_ccdc_archive 'CCDC 1477451'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H24 N6 Ni, C8 H11 N2 O3, Cl, 7(H2 O)'
_chemical_formula_sum            'C44 H49 Cl N8 Ni O10'
_chemical_formula_weight         944.05
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44 H46 Cl N8 Ni O10'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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 21/n '
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.4665(8)
_cell_length_b                   29.0250(16)
_cell_length_c                   14.1163(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.180(7)
_cell_angle_gamma                90
_cell_volume                     4437.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4469
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.2070
_cell_measurement_theta_min      3.7010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.812
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1976
_exptl_crystal_size_max          0.4877
_exptl_crystal_size_mid          0.4166
_exptl_crystal_size_min          0.2884
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15302
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         3.097
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0667
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -3.00   91.00   1.0000   30.0600
omega____ theta____ kappa____ phi______ frames
    -       20.2271   57.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -79.00   25.00   1.0000   30.0600
omega____ theta____ kappa____ phi______ frames
    -      -22.1802  -19.0000   90.0000 104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0024434000
_diffrn_orient_matrix_UB_12      -0.0143415000
_diffrn_orient_matrix_UB_13      -0.0399954000
_diffrn_orient_matrix_UB_21      0.0633891000
_diffrn_orient_matrix_UB_22      0.0054409000
_diffrn_orient_matrix_UB_23      0.0110331000
_diffrn_orient_matrix_UB_31      0.0163317000
_diffrn_orient_matrix_UB_32      -0.0190159000
_diffrn_orient_matrix_UB_33      0.0333133000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6489
_reflns_number_total             8977
_reflns_odcompleteness_completeness 98.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     620
_refine_ls_number_reflns         8977
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²+1.0155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1198
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C37) \\sim Ueq, Uanis(C38) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
3. Others
 Sof(C39A)=Sof(H39A)=Sof(H39B)=Sof(C40A)=Sof(H40D)=Sof(H40E)=Sof(H40F)=1-FVAR(1)
 Sof(C40B)=Sof(H40A)=Sof(H40B)=Sof(H40C)=Sof(C39B)=Sof(H39C)=Sof(H39D)=FVAR(1)
4.a Free rotating group:
 O7W(H7WA,H7WB), O5W(H5WA,H5WB), O4W(H4WA,H4WB), O1W(H1WA,H1WB), O6W(H6WA,
 H6WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB)
4.b Secondary CH2 refined with riding coordinates:
 C39A(H39A,H39B), C38(H38A,H38B), C39B(H39C,H39D)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C25(H25),
  C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), N7(H7)
4.d Idealised Me refined as rotating group:
 C40B(H40A,H40B,H40C), C37(H37A,H37B,H37C), C40A(H40D,H40E,H40F)
;
_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
Ni1 Ni 0.37442(3) 0.63708(2) 0.80559(2) 0.03633(11) Uani 1 1 d . . . . .
N1 N 0.33307(19) 0.69066(7) 0.88694(14) 0.0367(5) Uani 1 1 d . . . . .
N2 N 0.5477(2) 0.64855(7) 0.90951(14) 0.0374(5) Uani 1 1 d . . . . .
N3 N 0.2006(2) 0.63657(7) 0.69731(14) 0.0371(5) Uani 1 1 d . . . . .
N4 N 0.4071(2) 0.67903(7) 0.69758(14) 0.0368(5) Uani 1 1 d . . . . .
N5 N 0.3355(2) 0.58769(8) 0.90091(15) 0.0427(5) Uani 1 1 d . . . . .
N6 N 0.4237(2) 0.57620(7) 0.74921(15) 0.0420(5) Uani 1 1 d . . . . .
C1 C 0.0970(3) 0.61707(10) 0.6992(2) 0.0474(7) Uani 1 1 d . . . . .
H1 H 0.0981 0.6012 0.7567 0.057 Uiso 1 1 calc R . . . .
C2 C -0.0134(3) 0.61919(11) 0.6194(2) 0.0534(7) Uani 1 1 d . . . . .
H2 H -0.0844 0.6055 0.6245 0.064 Uiso 1 1 calc R . . . .
C3 C -0.0163(3) 0.64127(10) 0.5342(2) 0.0500(7) Uani 1 1 d . . . . .
H3 H -0.0889 0.6421 0.4797 0.060 Uiso 1 1 calc R . . . .
C4 C 0.0901(3) 0.66284(9) 0.52823(18) 0.0424(6) Uani 1 1 d . . . . .
C5 C 0.0956(3) 0.68827(11) 0.4431(2) 0.0556(8) Uani 1 1 d . . . . .
H5 H 0.0258 0.6900 0.3862 0.067 Uiso 1 1 calc R . . . .
C6 C 0.1993(3) 0.70969(11) 0.4435(2) 0.0570(8) Uani 1 1 d . . . . .
H6 H 0.1998 0.7260 0.3870 0.068 Uiso 1 1 calc R . . . .
C7 C 0.3096(3) 0.70800(9) 0.52906(19) 0.0448(7) Uani 1 1 d . . . . .
C8 C 0.4192(3) 0.73088(10) 0.5359(2) 0.0557(8) Uani 1 1 d . . . . .
H8 H 0.4243 0.7483 0.4821 0.067 Uiso 1 1 calc R . . . .
C9 C 0.5175(3) 0.72778(10) 0.6202(2) 0.0561(8) Uani 1 1 d . . . . .
H9 H 0.5904 0.7431 0.6252 0.067 Uiso 1 1 calc R . . . .
C10 C 0.5086(3) 0.70131(9) 0.6999(2) 0.0455(7) Uani 1 1 d . . . . .
H10 H 0.5774 0.6992 0.7575 0.055 Uiso 1 1 calc R . . . .
C11 C 0.3075(2) 0.68237(8) 0.61293(17) 0.0360(6) Uani 1 1 d . . . . .
C12 C 0.1970(2) 0.65970(8) 0.61244(17) 0.0357(6) Uani 1 1 d . . . . .
C13 C 0.6552(3) 0.62932(9) 0.9171(2) 0.0442(7) Uani 1 1 d . . . . .
H13 H 0.6584 0.6087 0.8676 0.053 Uiso 1 1 calc R . . . .
C14 C 0.7634(3) 0.63843(10) 0.9956(2) 0.0511(7) Uani 1 1 d . . . . .
H14 H 0.8373 0.6246 0.9975 0.061 Uiso 1 1 calc R . . . .
C15 C 0.7597(3) 0.66772(11) 1.0690(2) 0.0518(7) Uani 1 1 d . . . . .
H15 H 0.8311 0.6734 1.1228 0.062 Uiso 1 1 calc R . . . .
C16 C 0.6487(3) 0.68962(9) 1.06451(19) 0.0419(6) Uani 1 1 d . . . . .
C17 C 0.6348(3) 0.72060(10) 1.1375(2) 0.0517(7) Uani 1 1 d . . . . .
H17 H 0.7024 0.7266 1.1942 0.062 Uiso 1 1 calc R . . . .
C18 C 0.5276(3) 0.74137(10) 1.1273(2) 0.0501(7) Uani 1 1 d . . . . .
H18 H 0.5223 0.7616 1.1769 0.060 Uiso 1 1 calc R . . . .
C19 C 0.4209(3) 0.73323(9) 1.04166(18) 0.0416(6) Uani 1 1 d . . . . .
C20 C 0.3068(3) 0.75484(10) 1.0249(2) 0.0512(7) Uani 1 1 d . . . . .
H20 H 0.2971 0.7763 1.0708 0.061 Uiso 1 1 calc R . . . .
C21 C 0.2101(3) 0.74445(10) 0.9414(2) 0.0528(7) Uani 1 1 d . . . . .
H21 H 0.1342 0.7589 0.9290 0.063 Uiso 1 1 calc R . . . .
C22 C 0.2268(3) 0.71165(10) 0.87485(19) 0.0453(7) Uani 1 1 d . . . . .
H22 H 0.1596 0.7041 0.8189 0.054 Uiso 1 1 calc R . . . .
C23 C 0.4297(2) 0.70168(9) 0.96983(17) 0.0357(6) Uani 1 1 d . . . . .
C24 C 0.5449(2) 0.67916(8) 0.98151(17) 0.0355(6) Uani 1 1 d . . . . .
C25 C 0.2923(3) 0.59405(11) 0.9761(2) 0.0539(8) Uani 1 1 d . . . . .
H25 H 0.2766 0.6239 0.9925 0.065 Uiso 1 1 calc R . . . .
C26 C 0.2693(3) 0.55731(14) 1.0316(2) 0.0705(10) Uani 1 1 d . . . . .
H26 H 0.2395 0.5630 1.0843 0.085 Uiso 1 1 calc R . . . .
C27 C 0.2904(3) 0.51380(14) 1.0088(3) 0.0706(10) Uani 1 1 d . . . . .
H27 H 0.2743 0.4893 1.0452 0.085 Uiso 1 1 calc R . . . .
C28 C 0.3369(3) 0.50545(11) 0.9299(2) 0.0574(8) Uani 1 1 d . . . . .
C29 C 0.3628(3) 0.46097(12) 0.9004(3) 0.0732(11) Uani 1 1 d . . . . .
H29 H 0.3484 0.4354 0.9345 0.088 Uiso 1 1 calc R . . . .
C30 C 0.4071(3) 0.45479(11) 0.8254(3) 0.0720(10) Uani 1 1 d . . . . .
H30 H 0.4234 0.4251 0.8084 0.086 Uiso 1 1 calc R . . . .
C31 C 0.4300(3) 0.49320(10) 0.7706(2) 0.0557(8) Uani 1 1 d . . . . .
C32 C 0.4743(4) 0.48916(12) 0.6894(3) 0.0743(10) Uani 1 1 d . . . . .
H32 H 0.4895 0.4603 0.6676 0.089 Uiso 1 1 calc R . . . .
C33 C 0.4946(4) 0.52737(12) 0.6436(3) 0.0770(11) Uani 1 1 d . . . . .
H33 H 0.5270 0.5251 0.5914 0.092 Uiso 1 1 calc R . . . .
C34 C 0.4671(3) 0.57059(11) 0.6743(2) 0.0571(8) Uani 1 1 d . . . . .
H34 H 0.4799 0.5966 0.6404 0.068 Uiso 1 1 calc R . . . .
C35 C 0.4054(3) 0.53767(9) 0.7973(2) 0.0441(7) Uani 1 1 d . . . . .
C36 C 0.3582(2) 0.54405(10) 0.8784(2) 0.0440(7) Uani 1 1 d . . . . .
Cl1 Cl 0.85884(8) 0.71166(3) 0.79096(5) 0.0629(2) Uani 1 1 d . . . . .
O7W O 0.3570(3) 0.68067(10) 0.2499(3) 0.1121(10) Uani 1 1 d . . . . .
H7WA H 0.2876 0.6735 0.2073 0.168 Uiso 1 1 d G . . . .
H7WB H 0.3579 0.7093 0.2629 0.168 Uiso 1 1 d G . . . .
O5W O 0.8168(3) 0.64784(15) 0.2976(3) 0.1255(12) Uani 1 1 d . . . . .
H5WA H 0.8152 0.6278 0.2533 0.188 Uiso 1 1 d G . . . .
H5WB H 0.7441 0.6519 0.2994 0.188 Uiso 1 1 d G . . . .
O4W O 0.6428(3) 0.59581(11) 0.50213(19) 0.0956(9) Uani 1 1 d . . . . .
H4WA H 0.6611 0.6121 0.5550 0.143 Uiso 1 1 d G . . . .
H4WB H 0.6885 0.5720 0.5131 0.143 Uiso 1 1 d G . . . .
O1W O 0.8817(3) 0.34311(12) 0.8792(2) 0.1086(10) Uani 1 1 d . . . . .
H1WA H 0.9271 0.3562 0.8504 0.163 Uiso 1 1 d G . . . .
H1WB H 0.8980 0.3538 0.9383 0.163 Uiso 1 1 d G . . . .
O6W O 0.5884(4) 0.63860(13) 0.3172(3) 0.1186(11) Uani 1 1 d . . . . .
H6WA H 0.5206 0.6531 0.3040 0.178 Uiso 1 1 d G . . . .
H6WB H 0.6044 0.6251 0.3734 0.178 Uiso 1 1 d G . . . .
O2W O 1.0276(2) 0.63491(8) 0.91734(19) 0.0703(6) Uani 1 1 d . . . . .
H2WA H 0.9837 0.6107 0.9092 0.106 Uiso 1 1 d G . . . .
H2WB H 1.0283 0.6484 0.9710 0.106 Uiso 1 1 d G . . . .
O3W O 0.7175(2) 0.61962(8) 0.70368(18) 0.0656(6) Uani 1 1 d . . . . .
H3WA H 0.7645 0.5964 0.7223 0.098 Uiso 1 1 d G . . . .
H3WB H 0.7593 0.6441 0.7226 0.098 Uiso 1 1 d G . . . .
O1 O 0.8004(2) 0.52269(7) 0.58675(16) 0.0705(7) Uani 1 1 d . . . . .
O2 O 0.9246(2) 0.54578(7) 0.92040(15) 0.0626(6) Uani 1 1 d . . . . .
O3 O 1.0327(2) 0.41244(8) 0.81533(17) 0.0758(7) Uani 1 1 d . . . . .
N7 N 0.9722(2) 0.47886(8) 0.86382(17) 0.0496(6) Uani 1 1 d . . . . .
H7 H 1.0061 0.4708 0.9254 0.060 Uiso 1 1 calc R . . . .
N8 N 0.8596(2) 0.53701(8) 0.75215(18) 0.0526(6) Uani 1 1 d . . . . .
C39A C 0.7900(8) 0.4256(3) 0.6762(8) 0.051(2) Uani 0.457(13) 1 d . . P A 2
H39A H 0.8216 0.3948 0.6959 0.061 Uiso 0.457(13) 1 calc R . P A 2
H39B H 0.7472 0.4356 0.7215 0.061 Uiso 0.457(13) 1 calc R . P A 2
C40B C 0.7092(11) 0.4229(4) 0.6564(14) 0.138(7) Uani 0.543(13) 1 d . . P A 1
H40A H 0.6524 0.4003 0.6176 0.208 Uiso 0.543(13) 1 calc GR . P A 1
H40B H 0.6688 0.4523 0.6492 0.208 Uiso 0.543(13) 1 calc GR . P A 1
H40C H 0.7369 0.4140 0.7258 0.208 Uiso 0.543(13) 1 calc GR . P A 1
C37 C 1.0961(4) 0.4862(2) 0.6476(4) 0.1171(17) Uani 1 1 d . U . . .
H37A H 1.1498 0.4776 0.6109 0.176 Uiso 1 1 calc GR . . . .
H37B H 1.1403 0.4845 0.7183 0.176 Uiso 1 1 calc GR . . . .
H37C H 1.0676 0.5172 0.6304 0.176 Uiso 1 1 calc GR . . . .
C38 C 0.9884(5) 0.45444(16) 0.6218(3) 0.1042(18) Uani 1 1 d . U . . .
H38A H 1.0183 0.4229 0.6292 0.125 Uiso 1 1 calc R . . . .
H38B H 0.9392 0.4590 0.5521 0.125 Uiso 1 1 calc R . . . .
C39B C 0.8114(11) 0.4260(3) 0.6222(9) 0.095(4) Uani 0.543(13) 1 d . . P A 1
H39C H 0.7837 0.4355 0.5525 0.114 Uiso 0.543(13) 1 calc R . P A 1
H39D H 0.8499 0.3960 0.6265 0.114 Uiso 0.543(13) 1 calc R . P A 1
C40A C 0.6987(8) 0.4243(3) 0.5687(7) 0.065(3) Uani 0.457(13) 1 d . . P A 2
H40D H 0.7425 0.4175 0.5229 0.097 Uiso 0.457(13) 1 calc GR . P A 2
H40E H 0.6586 0.4536 0.5523 0.097 Uiso 0.457(13) 1 calc GR . P A 2
H40F H 0.6379 0.4008 0.5636 0.097 Uiso 0.457(13) 1 calc GR . P A 2
C41 C 0.9765(3) 0.44864(10) 0.7932(2) 0.0517(7) Uani 1 1 d . . . . .
C42 C 0.9170(3) 0.52229(10) 0.8455(2) 0.0474(7) Uani 1 1 d . . . . .
C43 C 0.8531(3) 0.50940(10) 0.6730(2) 0.0533(8) Uani 1 1 d . . . . .
C44 C 0.9073(3) 0.46111(10) 0.6857(2) 0.0566(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 2.078(2) . ?
Ni1 N2 2.072(2) . ?
Ni1 N3 2.076(2) . ?
Ni1 N4 2.079(2) . ?
Ni1 N5 2.111(2) . ?
Ni1 N6 2.091(2) . ?
N1 C22 1.322(3) . ?
N1 C23 1.359(3) . ?
N2 C13 1.325(3) . ?
N2 C24 1.358(3) . ?
N3 C1 1.323(3) . ?
N3 C12 1.362(3) . ?
N4 C10 1.322(3) . ?
N4 C11 1.358(3) . ?
N5 C25 1.323(3) . ?
N5 C36 1.352(4) . ?
N6 C34 1.319(3) . ?
N6 C35 1.360(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.393(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.353(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.398(4) . ?
C4 C5 1.430(4) . ?
C4 C12 1.403(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.340(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.434(4) . ?
C7 C8 1.396(4) . ?
C7 C11 1.405(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.347(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.426(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.391(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.352(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.405(4) . ?
C16 C17 1.415(4) . ?
C16 C24 1.402(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.333(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.430(4) . ?
C19 C20 1.399(4) . ?
C19 C23 1.394(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.361(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.395(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.434(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.399(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.345(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.405(5) . ?
C28 C29 1.418(5) . ?
C28 C36 1.400(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.327(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.430(4) . ?
C31 C32 1.402(5) . ?
C31 C35 1.399(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.342(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.397(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.429(4) . ?
O7W H7WA 0.8503 . ?
O7W H7WB 0.8494 . ?
O5W H5WA 0.8496 . ?
O5W H5WB 0.8499 . ?
O4W H4WA 0.8498 . ?
O4W H4WB 0.8501 . ?
O1W H1WA 0.8494 . ?
O1W H1WB 0.8502 . ?
O6W H6WA 0.8496 . ?
O6W H6WB 0.8501 . ?
O2W H2WA 0.8502 . ?
O2W H2WB 0.8498 . ?
O3W H3WA 0.8502 . ?
O3W H3WB 0.8501 . ?
O1 C43 1.230(3) . ?
O2 C42 1.237(3) . ?
O3 C41 1.219(3) . ?
N7 H7 0.8600 . ?
N7 C41 1.341(4) . ?
N7 C42 1.396(3) . ?
N8 C42 1.335(4) . ?
N8 C43 1.357(4) . ?
C39A H39A 0.9700 . ?
C39A H39B 0.9700 . ?
C39A C40A 1.534(15) . ?
C39A C44 1.666(9) . ?
C40B H40A 0.9600 . ?
C40B H40B 0.9600 . ?
C40B H40C 0.9600 . ?
C40B C39B 1.41(2) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C37 C38 1.487(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C44 1.506(6) . ?
C39B H39C 0.9700 . ?
C39B H39D 0.9700 . ?
C39B C44 1.550(9) . ?
C40A H40D 0.9600 . ?
C40A H40E 0.9600 . ?
C40A H40F 0.9600 . ?
C41 C44 1.507(4) . ?
C43 C44 1.520(4) . ?

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
N1 Ni1 N4 95.50(8) . . ?
N1 Ni1 N5 91.25(9) . . ?
N1 Ni1 N6 169.12(8) . . ?
N2 Ni1 N1 80.12(8) . . ?
N2 Ni1 N3 171.05(8) . . ?
N2 Ni1 N4 93.62(8) . . ?
N2 Ni1 N5 90.69(8) . . ?
N2 Ni1 N6 95.10(8) . . ?
N3 Ni1 N1 94.24(8) . . ?
N3 Ni1 N4 79.93(8) . . ?
N3 Ni1 N5 96.41(8) . . ?
N3 Ni1 N6 91.61(8) . . ?
N4 Ni1 N5 172.53(8) . . ?
N4 Ni1 N6 94.55(8) . . ?
N6 Ni1 N5 78.98(9) . . ?
C22 N1 Ni1 129.88(18) . . ?
C22 N1 C23 117.3(2) . . ?
C23 N1 Ni1 112.48(16) . . ?
C13 N2 Ni1 129.77(18) . . ?
C13 N2 C24 117.7(2) . . ?
C24 N2 Ni1 112.47(16) . . ?
C1 N3 Ni1 129.71(18) . . ?
C1 N3 C12 117.5(2) . . ?
C12 N3 Ni1 112.83(17) . . ?
C10 N4 Ni1 129.59(18) . . ?
C10 N4 C11 117.8(2) . . ?
C11 N4 Ni1 112.63(16) . . ?
C25 N5 Ni1 129.0(2) . . ?
C25 N5 C36 118.1(2) . . ?
C36 N5 Ni1 112.89(17) . . ?
C34 N6 Ni1 129.1(2) . . ?
C34 N6 C35 117.4(2) . . ?
C35 N6 Ni1 113.53(17) . . ?
N3 C1 H1 118.4 . . ?
N3 C1 C2 123.2(3) . . ?
C2 C1 H1 118.4 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 124.2(3) . . ?
C3 C4 C12 117.2(2) . . ?
C12 C4 C5 118.6(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.3(3) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.6(3) . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 124.5(3) . . ?
C8 C7 C11 117.2(3) . . ?
C11 C7 C6 118.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.2(3) . . ?
C10 C9 H9 120.4 . . ?
N4 C10 C9 123.1(3) . . ?
N4 C10 H10 118.4 . . ?
C9 C10 H10 118.4 . . ?
N4 C11 C7 122.5(2) . . ?
N4 C11 C12 117.4(2) . . ?
C7 C11 C12 120.1(2) . . ?
N3 C12 C4 122.8(2) . . ?
N3 C12 C11 117.0(2) . . ?
C4 C12 C11 120.2(2) . . ?
N2 C13 H13 118.4 . . ?
N2 C13 C14 123.2(3) . . ?
C14 C13 H13 118.4 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 119.1(3) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 124.8(3) . . ?
C24 C16 C15 116.6(2) . . ?
C24 C16 C17 118.6(3) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 C16 121.9(3) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C18 124.2(2) . . ?
C23 C19 C18 118.5(3) . . ?
C23 C19 C20 117.3(2) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.8(3) . . ?
C22 C21 H21 120.6 . . ?
N1 C22 C21 123.5(3) . . ?
N1 C22 H22 118.2 . . ?
C21 C22 H22 118.2 . . ?
N1 C23 C19 123.2(2) . . ?
N1 C23 C24 116.8(2) . . ?
C19 C23 C24 120.0(2) . . ?
N2 C24 C16 123.0(2) . . ?
N2 C24 C23 117.3(2) . . ?
C16 C24 C23 119.6(2) . . ?
N5 C25 H25 118.9 . . ?
N5 C25 C26 122.1(3) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.8(3) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 C29 124.1(3) . . ?
C36 C28 C27 116.8(3) . . ?
C36 C28 C29 119.1(3) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 C28 122.0(3) . . ?
C30 C29 H29 119.0 . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C31 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C32 C31 C30 123.9(3) . . ?
C35 C31 C30 118.9(3) . . ?
C35 C31 C32 117.2(3) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 C31 119.4(3) . . ?
C33 C32 H32 120.3 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
N6 C34 C33 122.9(3) . . ?
N6 C34 H34 118.6 . . ?
C33 C34 H34 118.6 . . ?
N6 C35 C31 123.1(3) . . ?
N6 C35 C36 117.0(2) . . ?
C31 C35 C36 119.9(3) . . ?
N5 C36 C28 123.2(3) . . ?
N5 C36 C35 117.6(2) . . ?
C28 C36 C35 119.2(3) . . ?
H7WA O7W H7WB 109.5 . . ?
H5WA O5W H5WB 109.5 . . ?
H4WA O4W H4WB 109.4 . . ?
H1WA O1W H1WB 109.5 . . ?
H6WA O6W H6WB 109.6 . . ?
H2WA O2W H2WB 109.4 . . ?
H3WA O3W H3WB 109.5 . . ?
C41 N7 H7 117.3 . . ?
C41 N7 C42 125.3(2) . . ?
C42 N7 H7 117.3 . . ?
C42 N8 C43 120.0(2) . . ?
H39A C39A H39B 108.0 . . ?
C40A C39A H39A 109.3 . . ?
C40A C39A H39B 109.3 . . ?
C40A C39A C44 111.4(8) . . ?
C44 C39A H39A 109.3 . . ?
C44 C39A H39B 109.3 . . ?
H40A C40B H40B 109.5 . . ?
H40A C40B H40C 109.5 . . ?
H40B C40B H40C 109.5 . . ?
C39B C40B H40A 109.5 . . ?
C39B C40B H40B 109.5 . . ?
C39B C40B H40C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C38 C37 H37C 109.5 . . ?
C37 C38 H38A 108.9 . . ?
C37 C38 H38B 108.9 . . ?
C37 C38 C44 113.6(4) . . ?
H38A C38 H38B 107.7 . . ?
C44 C38 H38A 108.9 . . ?
C44 C38 H38B 108.9 . . ?
C40B C39B H39C 109.5 . . ?
C40B C39B H39D 109.5 . . ?
C40B C39B C44 110.8(13) . . ?
H39C C39B H39D 108.1 . . ?
C44 C39B H39C 109.5 . . ?
C44 C39B H39D 109.5 . . ?
C39A C40A H40D 109.5 . . ?
C39A C40A H40E 109.5 . . ?
C39A C40A H40F 109.5 . . ?
H40D C40A H40E 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
O3 C41 N7 121.3(3) . . ?
O3 C41 C44 121.6(3) . . ?
N7 C41 C44 117.1(2) . . ?
O2 C42 N7 116.1(3) . . ?
O2 C42 N8 122.7(3) . . ?
N8 C42 N7 121.2(3) . . ?
O1 C43 N8 120.4(3) . . ?
O1 C43 C44 117.1(3) . . ?
N8 C43 C44 122.5(3) . . ?
C38 C44 C39A 120.9(5) . . ?
C38 C44 C39B 91.7(7) . . ?
C38 C44 C41 110.3(3) . . ?
C38 C44 C43 110.9(3) . . ?
C41 C44 C39A 94.4(4) . . ?
C41 C44 C39B 117.6(5) . . ?
C41 C44 C43 113.6(3) . . ?
C43 C44 C39A 105.9(4) . . ?
C43 C44 C39B 110.7(4) . . ?

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
C2 H2 O1 0.93 2.71 3.460(4) 138.2 1_455
C3 H3 O5W 0.93 2.45 3.265(4) 146.9 1_455
C5 H5 O5W 0.93 2.61 3.392(5) 141.4 1_455
C13 H13 O3W 0.93 2.63 3.329(4) 132.0 .
C27 H27 O2 0.93 2.68 3.418(4) 136.5 3_667
C30 H30 O6W 0.93 2.53 3.387(5) 152.6 3_666
O7W H7WA O1W 0.85 1.98 2.830(4) 173.5 3_666
O7W H7WB Cl1 0.85 2.33 3.177(3) 177.5 4_575
O5W H5WA O3 0.85 2.54 3.223(5) 138.1 3_766
O5W H5WB O6W 0.85 1.92 2.735(6) 159.7 .
O4W H4WA O3W 0.85 1.99 2.776(4) 152.5 .
O4W H4WB O1 0.85 1.97 2.789(3) 160.1 .
O1W H1WA O3 0.85 2.18 2.981(4) 156.5 .
O1W H1WB O2W 0.85 1.96 2.788(4) 163.7 3_767
O6W H6WA O7W 0.85 1.95 2.789(5) 169.4 .
O6W H6WB O4W 0.85 1.92 2.771(4) 178.6 .
O2W H2WA O2 0.85 2.03 2.850(3) 163.1 .
O2W H2WB O1W 0.85 2.04 2.788(4) 146.3 3_767
O3W H3WA N8 0.85 2.01 2.853(3) 172.7 .
O3W H3WB Cl1 0.85 2.31 3.157(2) 171.8 .
N7 H7 O2 0.86 2.11 2.970(3) 174.5 3_767

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
Ni1 N1 C22 C21 173.7(2) . . . . ?
Ni1 N1 C23 C19 -173.32(19) . . . . ?
Ni1 N1 C23 C24 6.8(3) . . . . ?
Ni1 N2 C13 C14 -175.58(19) . . . . ?
Ni1 N2 C24 C16 174.59(19) . . . . ?
Ni1 N2 C24 C23 -6.0(3) . . . . ?
Ni1 N3 C1 C2 -179.1(2) . . . . ?
Ni1 N3 C12 C4 178.26(19) . . . . ?
Ni1 N3 C12 C11 -3.6(3) . . . . ?
Ni1 N4 C10 C9 178.9(2) . . . . ?
Ni1 N4 C11 C7 -178.38(19) . . . . ?
Ni1 N4 C11 C12 3.4(3) . . . . ?
Ni1 N5 C25 C26 178.9(2) . . . . ?
Ni1 N5 C36 C28 -178.7(2) . . . . ?
Ni1 N5 C36 C35 1.0(3) . . . . ?
Ni1 N6 C34 C33 -179.0(3) . . . . ?
Ni1 N6 C35 C31 178.8(2) . . . . ?
Ni1 N6 C35 C36 -0.9(3) . . . . ?
N1 C23 C24 N2 -0.5(3) . . . . ?
N1 C23 C24 C16 178.9(2) . . . . ?
N2 C13 C14 C15 1.1(4) . . . . ?
N3 C1 C2 C3 1.4(5) . . . . ?
N4 C11 C12 N3 0.1(3) . . . . ?
N4 C11 C12 C4 178.4(2) . . . . ?
N5 C25 C26 C27 -0.5(5) . . . . ?
N6 C35 C36 N5 -0.1(4) . . . . ?
N6 C35 C36 C28 179.6(2) . . . . ?
C1 N3 C12 C4 -1.0(4) . . . . ?
C1 N3 C12 C11 177.2(2) . . . . ?
C1 C2 C3 C4 -1.9(4) . . . . ?
C2 C3 C4 C5 -177.9(3) . . . . ?
C2 C3 C4 C12 1.0(4) . . . . ?
C3 C4 C5 C6 177.4(3) . . . . ?
C3 C4 C12 N3 0.5(4) . . . . ?
C3 C4 C12 C11 -177.6(2) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
C5 C4 C12 N3 179.5(2) . . . . ?
C5 C4 C12 C11 1.4(4) . . . . ?
C5 C6 C7 C8 -177.5(3) . . . . ?
C5 C6 C7 C11 1.2(4) . . . . ?
C6 C7 C8 C9 178.9(3) . . . . ?
C6 C7 C11 N4 -179.5(2) . . . . ?
C6 C7 C11 C12 -1.3(4) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C7 C11 C12 N3 -178.2(2) . . . . ?
C7 C11 C12 C4 0.1(4) . . . . ?
C8 C7 C11 N4 -0.7(4) . . . . ?
C8 C7 C11 C12 177.5(2) . . . . ?
C8 C9 C10 N4 -0.6(5) . . . . ?
C10 N4 C11 C7 0.6(4) . . . . ?
C10 N4 C11 C12 -177.7(2) . . . . ?
C11 N4 C10 C9 0.1(4) . . . . ?
C11 C7 C8 C9 0.2(4) . . . . ?
C12 N3 C1 C2 0.0(4) . . . . ?
C12 C4 C5 C6 -1.5(4) . . . . ?
C13 N2 C24 C16 -2.7(4) . . . . ?
C13 N2 C24 C23 176.7(2) . . . . ?
C13 C14 C15 C16 -1.8(4) . . . . ?
C14 C15 C16 C17 179.7(3) . . . . ?
C14 C15 C16 C24 0.4(4) . . . . ?
C15 C16 C17 C18 177.9(3) . . . . ?
C15 C16 C24 N2 1.9(4) . . . . ?
C15 C16 C24 C23 -177.4(2) . . . . ?
C16 C17 C18 C19 0.1(5) . . . . ?
C17 C16 C24 N2 -177.4(2) . . . . ?
C17 C16 C24 C23 3.2(4) . . . . ?
C17 C18 C19 C20 -178.1(3) . . . . ?
C17 C18 C19 C23 2.1(4) . . . . ?
C18 C19 C20 C21 -179.3(3) . . . . ?
C18 C19 C23 N1 178.4(2) . . . . ?
C18 C19 C23 C24 -1.6(4) . . . . ?
C19 C20 C21 C22 1.0(4) . . . . ?
C19 C23 C24 N2 179.5(2) . . . . ?
C19 C23 C24 C16 -1.0(4) . . . . ?
C20 C19 C23 N1 -1.4(4) . . . . ?
C20 C19 C23 C24 178.6(2) . . . . ?
C20 C21 C22 N1 -1.7(4) . . . . ?
C22 N1 C23 C19 0.7(4) . . . . ?
C22 N1 C23 C24 -179.2(2) . . . . ?
C23 N1 C22 C21 0.8(4) . . . . ?
C23 C19 C20 C21 0.4(4) . . . . ?
C24 N2 C13 C14 1.2(4) . . . . ?
C24 C16 C17 C18 -2.8(4) . . . . ?
C25 N5 C36 C28 0.6(4) . . . . ?
C25 N5 C36 C35 -179.7(2) . . . . ?
C25 C26 C27 C28 0.8(5) . . . . ?
C26 C27 C28 C29 179.7(3) . . . . ?
C26 C27 C28 C36 -0.4(5) . . . . ?
C27 C28 C29 C30 -179.8(3) . . . . ?
C27 C28 C36 N5 -0.3(4) . . . . ?
C27 C28 C36 C35 -180.0(3) . . . . ?
C28 C29 C30 C31 -0.4(6) . . . . ?
C29 C28 C36 N5 179.6(3) . . . . ?
C29 C28 C36 C35 0.0(4) . . . . ?
C29 C30 C31 C32 -178.7(4) . . . . ?
C29 C30 C31 C35 0.3(5) . . . . ?
C30 C31 C32 C33 -179.0(4) . . . . ?
C30 C31 C35 N6 -179.7(3) . . . . ?
C30 C31 C35 C36 0.0(4) . . . . ?
C31 C32 C33 C34 -2.5(6) . . . . ?
C31 C35 C36 N5 -179.7(2) . . . . ?
C31 C35 C36 C28 -0.1(4) . . . . ?
C32 C31 C35 N6 -0.7(4) . . . . ?
C32 C31 C35 C36 179.0(3) . . . . ?
C32 C33 C34 N6 1.6(6) . . . . ?
C34 N6 C35 C31 -0.2(4) . . . . ?
C34 N6 C35 C36 -179.9(3) . . . . ?
C35 N6 C34 C33 -0.2(5) . . . . ?
C35 C31 C32 C33 2.0(5) . . . . ?
C36 N5 C25 C26 -0.2(4) . . . . ?
C36 C28 C29 C30 0.3(5) . . . . ?
O1 C43 C44 C39A -81.2(5) . . . . ?
O1 C43 C44 C38 51.7(4) . . . . ?
O1 C43 C44 C39B -48.6(8) . . . . ?
O1 C43 C44 C41 176.6(3) . . . . ?
O3 C41 C44 C39A 75.8(5) . . . . ?
O3 C41 C44 C38 -49.5(5) . . . . ?
O3 C41 C44 C39B 53.7(7) . . . . ?
O3 C41 C44 C43 -174.8(3) . . . . ?
N7 C41 C44 C39A -103.3(5) . . . . ?
N7 C41 C44 C38 131.4(3) . . . . ?
N7 C41 C44 C39B -125.3(7) . . . . ?
N7 C41 C44 C43 6.2(4) . . . . ?
N8 C43 C44 C39A 97.8(5) . . . . ?
N8 C43 C44 C38 -129.4(4) . . . . ?
N8 C43 C44 C39B 130.4(7) . . . . ?
N8 C43 C44 C41 -4.4(5) . . . . ?
C40B C39B C44 C38 -177.4(9) . . . . ?
C40B C39B C44 C41 68.6(9) . . . . ?
C40B C39B C44 C43 -64.2(11) . . . . ?
C37 C38 C44 C39A -174.0(5) . . . . ?
C37 C38 C44 C39B 174.2(5) . . . . ?
C37 C38 C44 C41 -65.5(4) . . . . ?
C37 C38 C44 C43 61.2(4) . . . . ?
C40A C39A C44 C38 -57.6(8) . . . . ?
C40A C39A C44 C41 -174.5(7) . . . . ?
C40A C39A C44 C43 69.5(8) . . . . ?
C41 N7 C42 O2 -178.5(3) . . . . ?
C41 N7 C42 N8 1.6(5) . . . . ?
C42 N7 C41 O3 175.7(3) . . . . ?
C42 N7 C41 C44 -5.2(4) . . . . ?
C42 N8 C43 O1 -180.0(3) . . . . ?
C42 N8 C43 C44 1.1(5) . . . . ?
C43 N8 C42 O2 -179.2(3) . . . . ?
C43 N8 C42 N7 0.6(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
16 9 -8 0.2325 15.9922 8.9689 -7.9954 0.2302 0.9743 -0.1757
-16 -9 8 0.2167 -15.9922 -8.9689 7.9954 -0.2302 -0.9743 0.1757
2 -31 11 0.1745 1.9939 -30.9925 10.9962 0.0096 0.0791 0.9882
-2 31 -11 0.1745 -1.9939 30.9925 -10.9962 -0.0096 -0.0791 -0.9882
1 -35 9 0.1922 0.9943 -35.0007 9.0001 0.1444 -0.0281 0.9816
-1 35 -9 0.1922 -0.9943 35.0007 -9.0001 -0.1444 0.0281 -0.9816
1 -21 -16 0.1484 0.9991 -21.0651 -15.9740 0.9434 -0.2275 -0.1153
-1 14 18 0.1120 -1.0001 14.0657 17.9738 -0.9230 0.2114 0.3150
8 25 8 0.1839 7.9969 25.0362 7.9812 -0.6587 0.7312 -0.0796
7 -2 14 0.1654 6.9937 -1.9656 13.9826 -0.5140 0.5869 0.6174
-9 -24 -8 0.2181 -8.9962 -24.0346 -7.9813 0.6419 -0.7891 0.0442
-6 -38 2 0.2238 -6.0008 -38.0179 2.0105 0.4502 -0.5651 0.6919
-9 6 19 0.1525 -8.9963 6.0695 18.9762 -0.8680 -0.3279 0.3698
10 -10 -18 0.1984 9.9951 -10.0705 -17.9763 0.8878 0.3805 -0.2441
9 -34 -6 0.1947 8.9915 -34.0520 -5.9831 0.7496 0.3187 0.5951
11 -29 -4 0.1885 10.9905 -29.0439 -3.9874 0.6029 0.4947 0.5990
13 -7 -15 0.2010 12.9932 -7.0618 -14.9813 0.7322 0.6199 -0.1526
-13 3 16 0.1774 -12.9938 3.0617 15.9814 -0.7148 -0.6307 0.2620
-9 -14 18 0.1889 -8.9984 -13.9488 17.9838 -0.5412 -0.4479 0.7174
11 -19 7 0.1917 10.9902 -19.0032 6.9960 0.0196 0.6705 0.7739
15 13 -4 0.2234 14.9928 12.9849 -4.0014 0.0104 0.9769 -0.1354
-8 -31 11 0.2191 -8.0000 -30.9838 10.9976 -0.0150 -0.5544 0.8249
-4 -25 -12 0.1852 -3.9988 -25.0518 -11.9769 0.8285 -0.5219 0.0121
-3 -39 -3 0.2082 -3.0022 -39.0364 -2.9835 0.6718 -0.4356 0.5939
4 6 17 0.1321 3.9961 6.0522 16.9768 -0.7560 0.4735 0.5157
1 -39 -5 0.1967 0.9957 -39.0459 -4.9816 0.7617 -0.2043 0.5928
2 22 15 0.1305 1.9993 22.0602 14.9744 -0.9104 0.4120 0.1120
8 -32 3 0.1743 7.9911 -32.0226 3.0054 0.3586 0.3655 0.8396
2 25 -15 0.1900 2.0035 24.9724 -14.9900 0.2463 0.0975 -0.9415
-14 -13 -1 0.2459 -13.9928 -13.0008 -0.9927 0.1920 -0.9687 -0.0144
15 -15 -6 0.2177 14.9899 -15.0427 -5.9900 0.4919 0.8023 0.3313

_olex2_date_sample_data_collection 2015-09-30
_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_Compound_VI
_database_code_depnum_ccdc_archive 'CCDC 1477452'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H31 N7 O6 Zn'
_chemical_formula_sum            'C26 H31 N7 O6 Zn'
_chemical_formula_weight         602.95
_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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8337(6)
_cell_length_b                   11.1812(6)
_cell_length_c                   12.3242(5)
_cell_angle_alpha                89.594(4)
_cell_angle_beta                 86.509(4)
_cell_angle_gamma                66.911(5)
_cell_volume                     1370.52(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4314
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7740
_cell_measurement_theta_min      3.7850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.950
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.562
_exptl_crystal_size_mid          0.4255
_exptl_crystal_size_min          0.2634
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10114
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.313
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0667
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -12.00   81.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       17.4380   77.0000   60.0000 93

#__ type_ start__ end____ width___ exp.time_
  2 omega   61.00   88.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       17.4380   77.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega   15.00   45.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -      -19.4692   77.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega   -5.00   43.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       17.4380   77.0000 -180.0000 48

#__ type_ start__ end____ width___ exp.time_
  5 omega  -43.00   43.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -      -19.4692   77.0000 -150.0000 86

#__ type_ start__ end____ width___ exp.time_
  6 omega  -49.00   48.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -      -19.4692   77.0000  -60.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4651
_reflns_number_total             5591
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.375
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5591
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.061
_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)+(0.0650P)²+0.6498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1275
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C24(H24A,H24B), C25(H25A,H25B)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N5(H5), N7(H7), C1(H1), C2(H2A), C3(H3), C4(H4), C7(H7A), C8(H8),
 C9(H9), C10(H10)
3.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C18(H18A,H18B,H18C), C23(H23A,H23B,H23C), C26(H26A,H26B,
 H26C)
;
_atom_sites_solution_hydrogens   geom
_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
Zn1 Zn 0.42453(3) 0.21998(3) 0.31385(2) 0.02806(12) Uani 1 1 d . . . . .
O1 O -0.0725(4) 0.5935(4) 0.1166(2) 0.135(2) Uani 1 1 d . U . . .
O2 O 0.2002(2) 0.4569(3) 0.40747(19) 0.0535(7) Uani 1 1 d . . . . .
O3 O 0.2991(2) 0.2265(2) 0.09437(18) 0.0483(6) Uani 1 1 d . . . . .
O4 O 0.5582(3) 0.3417(2) 0.18882(18) 0.0512(6) Uani 1 1 d . . . . .
O5 O 0.5898(3) -0.0698(2) 0.20694(18) 0.0483(6) Uani 1 1 d . . . . .
O6 O 0.7636(3) 0.0409(3) -0.0982(2) 0.0684(9) Uani 1 1 d . . . . .
N1 N 0.3405(3) 0.1075(2) 0.39513(19) 0.0311(5) Uani 1 1 d . . . . .
N2 N 0.3846(3) 0.1591(3) 0.57005(19) 0.0358(6) Uani 1 1 d . . . . .
H2 H 0.3711 0.1467 0.6379 0.043 Uiso 1 1 calc R . . . .
N3 N 0.4968(2) 0.2580(2) 0.45162(18) 0.0302(5) Uani 1 1 d . . . . .
N4 N 0.5729(3) 0.1378(2) 0.20112(18) 0.0317(6) Uani 1 1 d . . . . .
N5 N 0.6719(3) -0.0095(3) 0.0535(2) 0.0436(7) Uani 1 1 d . . . . .
H5 H 0.6864 -0.0843 0.0252 0.052 Uiso 1 1 calc R . . . .
N6 N 0.2568(2) 0.3424(2) 0.25182(19) 0.0315(6) Uani 1 1 d . . . . .
N7 N 0.1146(3) 0.4114(3) 0.1067(2) 0.0588(10) Uani 1 1 d . . . . .
H7 H 0.1034 0.4021 0.0393 0.071 Uiso 1 1 calc R . . . .
C1 C 0.5785(3) 0.3235(3) 0.4428(3) 0.0377(7) Uani 1 1 d . . . . .
H1 H 0.6060 0.3404 0.3735 0.045 Uiso 1 1 calc R . . . .
C2 C 0.6226(4) 0.3659(3) 0.5295(3) 0.0478(9) Uani 1 1 d . . . . .
H2A H 0.6816 0.4075 0.5196 0.057 Uiso 1 1 calc R . . . .
C3 C 0.5780(4) 0.3460(4) 0.6329(3) 0.0502(9) Uani 1 1 d . . . . .
H3 H 0.6019 0.3790 0.6936 0.060 Uiso 1 1 calc R . . . .
C4 C 0.4989(4) 0.2774(4) 0.6443(3) 0.0471(9) Uani 1 1 d . . . . .
H4 H 0.4703 0.2608 0.7133 0.057 Uiso 1 1 calc R . . . .
C5 C 0.4602(3) 0.2318(3) 0.5521(2) 0.0310(6) Uani 1 1 d . . . . .
C6 C 0.3259(3) 0.1017(3) 0.5035(2) 0.0297(6) Uani 1 1 d . . . . .
C7 C 0.2504(3) 0.0369(3) 0.5524(3) 0.0412(8) Uani 1 1 d . . . . .
H7A H 0.2423 0.0322 0.6277 0.049 Uiso 1 1 calc R . . . .
C8 C 0.1888(4) -0.0193(3) 0.4890(3) 0.0489(9) Uani 1 1 d . . . . .
H8 H 0.1372 -0.0615 0.5207 0.059 Uiso 1 1 calc R . . . .
C9 C 0.2035(4) -0.0131(4) 0.3769(3) 0.0507(9) Uani 1 1 d . . . . .
H9 H 0.1626 -0.0511 0.3319 0.061 Uiso 1 1 calc R . . . .
C10 C 0.2792(4) 0.0502(3) 0.3346(3) 0.0421(8) Uani 1 1 d . . . . .
H10 H 0.2892 0.0541 0.2594 0.051 Uiso 1 1 calc R . . . .
C11 C 0.2279(3) 0.3208(3) 0.1494(2) 0.0372(7) Uani 1 1 d . . . . .
C12 C 0.1692(3) 0.4394(3) 0.3173(2) 0.0350(7) Uani 1 1 d . . . . .
C13 C 0.0292(3) 0.5195(3) 0.2821(2) 0.0360(7) Uani 1 1 d . . . . .
C14 C 0.0193(4) 0.5140(4) 0.1622(3) 0.0643(13) Uani 1 1 d . . . . .
C15 C 0.0630(6) 0.7323(5) 0.2751(7) 0.115(2) Uani 1 1 d . . . . .
H15A H 0.0743 0.7216 0.1975 0.172 Uiso 1 1 calc GR . . . .
H15B H 0.1496 0.6984 0.3052 0.172 Uiso 1 1 calc GR . . . .
H15C H 0.0180 0.8230 0.2939 0.172 Uiso 1 1 calc GR . . . .
C16 C -0.0193(4) 0.6603(4) 0.3202(3) 0.0536(10) Uani 1 1 d . . . . .
H16A H -0.1112 0.7058 0.3003 0.064 Uiso 1 1 calc R . . . .
H16B H -0.0200 0.6625 0.3989 0.064 Uiso 1 1 calc R . . . .
C17 C -0.0689(5) 0.4633(5) 0.3373(4) 0.0801(15) Uani 1 1 d . . . . .
H17A H -0.0782 0.4877 0.4137 0.096 Uiso 1 1 calc R . . . .
H17B H -0.1557 0.5111 0.3084 0.096 Uiso 1 1 calc R . . . .
C18 C -0.0502(9) 0.3344(9) 0.3341(8) 0.174(4) Uani 1 1 d . . . . .
H18A H 0.0043 0.2933 0.2698 0.261 Uiso 1 1 calc GR . . . .
H18B H -0.1358 0.3277 0.3329 0.261 Uiso 1 1 calc GR . . . .
H18C H -0.0060 0.2921 0.3972 0.261 Uiso 1 1 calc GR . . . .
C19 C 0.6098(3) 0.0168(3) 0.1576(2) 0.0348(7) Uani 1 1 d . . . . .
C20 C 0.6017(3) 0.2315(3) 0.1482(2) 0.0372(7) Uani 1 1 d . . . . .
C21 C 0.6915(4) 0.2019(4) 0.0442(3) 0.0445(8) Uani 1 1 d . . . . .
C22 C 0.7116(4) 0.0723(4) -0.0077(3) 0.0460(9) Uani 1 1 d . . . . .
C23 C 0.4917(6) 0.3334(5) -0.0667(3) 0.0767(14) Uani 1 1 d . . . . .
H23A H 0.4666 0.3943 -0.1248 0.115 Uiso 1 1 calc GR . . . .
H23B H 0.4304 0.3680 -0.0044 0.115 Uiso 1 1 calc GR . . . .
H23C H 0.4885 0.2528 -0.0895 0.115 Uiso 1 1 calc GR . . . .
C24 C 0.6305(5) 0.3104(4) -0.0380(3) 0.0652(12) Uani 1 1 d . . . . .
H24A H 0.6300 0.3908 -0.0086 0.078 Uiso 1 1 calc R . . . .
H24B H 0.6886 0.2892 -0.1042 0.078 Uiso 1 1 calc R . . . .
C25 C 0.8311(5) 0.1936(5) 0.0737(4) 0.0691(13) Uani 1 1 d . . . . .
H25A H 0.8895 0.1745 0.0077 0.083 Uiso 1 1 calc R . . . .
H25B H 0.8215 0.2783 0.1006 0.083 Uiso 1 1 calc R . . . .
C26 C 0.8993(5) 0.0939(6) 0.1569(5) 0.0892(16) Uani 1 1 d . . . . .
H26A H 0.8970 0.0119 0.1372 0.134 Uiso 1 1 calc GR . . . .
H26B H 0.8533 0.1217 0.2270 0.134 Uiso 1 1 calc GR . . . .
H26C H 0.9910 0.0845 0.1595 0.134 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag

Zn1 N1 2.045(3) . ?
Zn1 N3 2.028(2) . ?
Zn1 N4 1.986(2) . ?
Zn1 N6 1.991(2) . ?
O1 C14 1.209(4) . ?
O2 C12 1.219(4) . ?
O3 C11 1.215(4) . ?
O4 C20 1.231(4) . ?
O5 C19 1.222(4) . ?
O6 C22 1.207(4) . ?
N1 C6 1.340(4) . ?
N1 C10 1.346(4) . ?
N2 H2 0.8600 . ?
N2 C5 1.371(4) . ?
N2 C6 1.370(4) . ?
N3 C1 1.351(4) . ?
N3 C5 1.343(4) . ?
N4 C19 1.356(4) . ?
N4 C20 1.357(4) . ?
N5 H5 0.8600 . ?
N5 C19 1.389(4) . ?
N5 C22 1.361(4) . ?
N6 C11 1.364(4) . ?
N6 C12 1.357(4) . ?
N7 H7 0.8600 . ?
N7 C11 1.380(4) . ?
N7 C14 1.359(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.357(5) . ?
C2 H2A 0.9300 . ?
C2 C3 1.383(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.401(4) . ?
C6 C7 1.399(4) . ?
C7 H7A 0.9300 . ?
C7 C8 1.360(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.386(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.357(5) . ?
C10 H10 0.9300 . ?
C12 C13 1.517(4) . ?
C13 C14 1.491(4) . ?
C13 C16 1.519(5) . ?
C13 C17 1.554(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 C16 1.499(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.375(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C20 C21 1.517(4) . ?
C21 C22 1.519(5) . ?
C21 C24 1.540(6) . ?
C21 C25 1.544(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23 C24 1.487(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.507(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag

N3 Zn1 N1 91.99(10) . . ?
N4 Zn1 N1 119.22(10) . . ?
N4 Zn1 N3 110.65(10) . . ?
N4 Zn1 N6 112.72(10) . . ?
N6 Zn1 N1 96.73(10) . . ?
N6 Zn1 N3 123.57(10) . . ?
C6 N1 Zn1 124.9(2) . . ?
C6 N1 C10 118.0(3) . . ?
C10 N1 Zn1 116.4(2) . . ?
C5 N2 H2 113.0 . . ?
C6 N2 H2 113.0 . . ?
C6 N2 C5 134.0(2) . . ?
C1 N3 Zn1 118.02(19) . . ?
C5 N3 Zn1 124.1(2) . . ?
C5 N3 C1 117.6(3) . . ?
C19 N4 Zn1 125.5(2) . . ?
C19 N4 C20 121.7(2) . . ?
C20 N4 Zn1 109.43(19) . . ?
C19 N5 H5 117.0 . . ?
C22 N5 H5 117.0 . . ?
C22 N5 C19 125.9(3) . . ?
C11 N6 Zn1 119.9(2) . . ?
C12 N6 Zn1 117.99(19) . . ?
C12 N6 C11 121.9(3) . . ?
C11 N7 H7 117.2 . . ?
C14 N7 H7 117.2 . . ?
C14 N7 C11 125.5(3) . . ?
N3 C1 H1 118.2 . . ?
N3 C1 C2 123.6(3) . . ?
C2 C1 H1 118.2 . . ?
C1 C2 H2A 120.6 . . ?
C1 C2 C3 118.7(3) . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.9(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
N2 C5 C4 116.6(3) . . ?
N3 C5 N2 122.4(3) . . ?
N3 C5 C4 121.0(3) . . ?
N1 C6 N2 121.1(3) . . ?
N1 C6 C7 121.1(3) . . ?
N2 C6 C7 117.9(3) . . ?
C6 C7 H7A 120.2 . . ?
C8 C7 C6 119.6(3) . . ?
C8 C7 H7A 120.2 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.5(3) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 121.0 . . ?
C10 C9 C8 118.1(3) . . ?
C10 C9 H9 121.0 . . ?
N1 C10 C9 123.9(3) . . ?
N1 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
O3 C11 N6 122.4(3) . . ?
O3 C11 N7 119.2(3) . . ?
N6 C11 N7 118.3(3) . . ?
O2 C12 N6 119.8(3) . . ?
O2 C12 C13 119.8(3) . . ?
N6 C12 C13 120.2(3) . . ?
C12 C13 C16 111.6(3) . . ?
C12 C13 C17 108.0(3) . . ?
C14 C13 C12 112.8(3) . . ?
C14 C13 C16 109.6(3) . . ?
C14 C13 C17 107.7(3) . . ?
C16 C13 C17 106.9(3) . . ?
O1 C14 N7 121.1(3) . . ?
O1 C14 C13 121.9(3) . . ?
N7 C14 C13 116.9(3) . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
C13 C16 H16A 108.5 . . ?
C13 C16 H16B 108.5 . . ?
C15 C16 C13 115.0(4) . . ?
C15 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C13 C17 H17A 106.1 . . ?
C13 C17 H17B 106.1 . . ?
H17A C17 H17B 106.3 . . ?
C18 C17 C13 124.7(6) . . ?
C18 C17 H17A 106.1 . . ?
C18 C17 H17B 106.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 N4 122.1(3) . . ?
O5 C19 N5 119.0(3) . . ?
N4 C19 N5 118.9(3) . . ?
O4 C20 N4 118.6(3) . . ?
O4 C20 C21 119.6(3) . . ?
N4 C20 C21 121.7(3) . . ?
C20 C21 C22 112.7(3) . . ?
C20 C21 C24 109.7(3) . . ?
C20 C21 C25 107.6(3) . . ?
C22 C21 C24 108.9(3) . . ?
C22 C21 C25 107.2(3) . . ?
C24 C21 C25 110.8(3) . . ?
O6 C22 N5 121.0(3) . . ?
O6 C22 C21 122.0(3) . . ?
N5 C22 C21 117.0(3) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
C21 C24 H24A 108.4 . . ?
C21 C24 H24B 108.4 . . ?
C23 C24 C21 115.5(3) . . ?
C23 C24 H24A 108.4 . . ?
C23 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C21 C25 H25A 108.3 . . ?
C21 C25 H25B 108.3 . . ?
H25A C25 H25B 107.4 . . ?
C26 C25 C21 115.8(4) . . ?
C26 C25 H25A 108.3 . . ?
C26 C25 H25B 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
N2 H2 O5 0.86 2.09 2.909(3) 159.3 2_656
N5 H5 O3 0.86 2.13 2.950(3) 159.4 2_655
N7 H7 O1 0.86 1.97 2.822(4) 172.1 2_565
C1 H1 O4 0.93 2.36 3.151(4) 142.2 .
C2 H2A O2 0.93 2.54 3.378(5) 150.7 2_666
C4 H4 O5 0.93 2.63 3.339(4) 133.2 2_656
C10 H10 O6 0.93 2.46 3.213(4) 138.1 2_655
C17 H17A O2 0.97 2.45 3.349(6) 153.6 2_566
C23 H23B O3 0.96 2.74 3.338(6) 120.7 .
C26 H26C O6 0.96 2.54 3.392(6) 148.0 2_755

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
Zn1 N1 C6 N2 -9.3(4) . . . . ?
Zn1 N1 C6 C7 170.8(2) . . . . ?
Zn1 N1 C10 C9 -170.9(3) . . . . ?
Zn1 N3 C1 C2 173.3(3) . . . . ?
Zn1 N3 C5 N2 9.8(4) . . . . ?
Zn1 N3 C5 C4 -170.7(2) . . . . ?
Zn1 N4 C19 O5 -26.2(4) . . . . ?
Zn1 N4 C19 N5 153.5(2) . . . . ?
Zn1 N4 C20 O4 15.0(4) . . . . ?
Zn1 N4 C20 C21 -168.2(3) . . . . ?
Zn1 N6 C11 O3 2.2(5) . . . . ?
Zn1 N6 C11 N7 -176.5(3) . . . . ?
Zn1 N6 C12 O2 6.9(4) . . . . ?
Zn1 N6 C12 C13 -168.5(2) . . . . ?
O2 C12 C13 C14 163.8(4) . . . . ?
O2 C12 C13 C16 39.8(4) . . . . ?
O2 C12 C13 C17 -77.4(4) . . . . ?
O4 C20 C21 C22 -167.7(3) . . . . ?
O4 C20 C21 C24 -46.2(5) . . . . ?
O4 C20 C21 C25 74.4(4) . . . . ?
N1 C6 C7 C8 -1.1(5) . . . . ?
N2 C6 C7 C8 178.9(3) . . . . ?
N3 C1 C2 C3 -2.6(5) . . . . ?
N4 C20 C21 C22 15.6(5) . . . . ?
N4 C20 C21 C24 137.1(3) . . . . ?
N4 C20 C21 C25 -102.3(4) . . . . ?
N6 C12 C13 C14 -20.9(5) . . . . ?
N6 C12 C13 C16 -144.8(3) . . . . ?
N6 C12 C13 C17 98.0(4) . . . . ?
C1 N3 C5 N2 -175.8(3) . . . . ?
C1 N3 C5 C4 3.7(4) . . . . ?
C1 C2 C3 C4 4.2(6) . . . . ?
C2 C3 C4 C5 -2.0(6) . . . . ?
C3 C4 C5 N2 177.5(3) . . . . ?
C3 C4 C5 N3 -2.0(5) . . . . ?
C5 N2 C6 N1 2.2(5) . . . . ?
C5 N2 C6 C7 -177.8(3) . . . . ?
C5 N3 C1 C2 -1.4(5) . . . . ?
C6 N1 C10 C9 0.0(5) . . . . ?
C6 N2 C5 N3 -2.5(5) . . . . ?
C6 N2 C5 C4 177.9(3) . . . . ?
C6 C7 C8 C9 1.0(5) . . . . ?
C7 C8 C9 C10 -0.3(6) . . . . ?
C8 C9 C10 N1 -0.2(6) . . . . ?
C10 N1 C6 N2 -179.4(3) . . . . ?
C10 N1 C6 C7 0.6(4) . . . . ?
C11 N6 C12 O2 -178.6(3) . . . . ?
C11 N6 C12 C13 6.1(5) . . . . ?
C11 N7 C14 O1 175.2(5) . . . . ?
C11 N7 C14 C13 -8.1(7) . . . . ?
C12 N6 C11 O3 -172.2(3) . . . . ?
C12 N6 C11 N7 9.0(5) . . . . ?
C12 C13 C14 O1 -162.1(5) . . . . ?
C12 C13 C14 N7 21.2(6) . . . . ?
C12 C13 C16 C15 62.3(5) . . . . ?
C12 C13 C17 C18 -51.5(8) . . . . ?
C14 N7 C11 O3 173.1(4) . . . . ?
C14 N7 C11 N6 -8.1(6) . . . . ?
C14 C13 C16 C15 -63.5(5) . . . . ?
C14 C13 C17 C18 70.6(8) . . . . ?
C16 C13 C14 O1 -37.0(7) . . . . ?
C16 C13 C14 N7 146.3(4) . . . . ?
C16 C13 C17 C18 -171.7(7) . . . . ?
C17 C13 C14 O1 78.9(6) . . . . ?
C17 C13 C14 N7 -97.8(5) . . . . ?
C17 C13 C16 C15 -179.9(4) . . . . ?
C19 N4 C20 O4 175.6(3) . . . . ?
C19 N4 C20 C21 -7.7(5) . . . . ?
C19 N5 C22 O6 -179.2(4) . . . . ?
C19 N5 C22 C21 2.6(5) . . . . ?
C20 N4 C19 O5 176.5(3) . . . . ?
C20 N4 C19 N5 -3.8(5) . . . . ?
C20 C21 C22 O6 169.2(4) . . . . ?
C20 C21 C22 N5 -12.6(5) . . . . ?
C20 C21 C24 C23 -57.4(4) . . . . ?
C20 C21 C25 C26 58.0(5) . . . . ?
C22 N5 C19 O5 -173.8(3) . . . . ?
C22 N5 C19 N4 6.5(5) . . . . ?
C22 C21 C24 C23 66.4(4) . . . . ?
C22 C21 C25 C26 -63.5(4) . . . . ?
C24 C21 C22 O6 47.3(5) . . . . ?
C24 C21 C22 N5 -134.6(4) . . . . ?
C24 C21 C25 C26 177.9(4) . . . . ?
C25 C21 C22 O6 -72.6(5) . . . . ?
C25 C21 C22 N5 105.6(4) . . . . ?
C25 C21 C24 C23 -176.0(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_Compound_V
_database_code_depnum_ccdc_archive 'CCDC 1477453'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-04-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H31 Cu N7 O6, 2(H2 O)'
_chemical_formula_sum            'C26 H35 Cu N7 O8'
_chemical_formula_weight         637.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H35 Cu N7 O8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_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                   8.9870(15)
_cell_length_b                   12.946(3)
_cell_length_c                   25.793(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.017(17)
_cell_angle_gamma                90
_cell_volume                     2989.4(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2134
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.5340
_cell_measurement_theta_min      3.5090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1332
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-8 14 1 0.1415
0 -17 -12 0.0410
0 -14 -23 0.0506
0 -14 24 0.0498
0 18 -7 0.0256
0 17 11 0.0292
12 0 5 0.1986
-12 0 -5 0.1986
0 1 -36 0.0721
0 -1 36 0.0721
8 -14 -1 0.1415
0 -18 7 0.0453
0 14 23 0.0469

_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.071
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-7.9990 13.9077 0.9894 0.0439 0.2457 0.9568
0.0050 -16.8698 -11.8749 0.4887 -0.6110 -0.5911
0.0080 -13.8772 -22.8348 0.3394 -0.8437 -0.3868
-0.0058 -13.9332 23.9424 0.5653 0.3763 -0.7452
0.0004 17.8856 -7.0390 -0.6121 0.1354 0.7762
-0.0048 16.8710 10.8797 -0.4935 0.5851 0.5987
11.9948 -0.0125 4.9008 -0.7095 0.1701 -0.6415
-11.9948 0.0125 -4.9008 0.7095 -0.1701 0.6415
0.0105 1.0361 -35.8333 -0.2051 -0.9168 0.3147
-0.0105 -1.0361 35.8333 0.2051 0.9168 -0.3147
7.9990 -13.9077 -0.9894 -0.0439 -0.2457 -0.9568
-0.0004 -17.8856 7.0390 0.6121 -0.1354 -0.7762
-0.0080 13.8772 22.8348 -0.3394 0.8437 0.3868

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1346
_diffrn_reflns_av_unetI/netI     0.1866
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13086
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.777
_diffrn_reflns_theta_max         25.777
_diffrn_reflns_theta_min         2.885
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0667
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  89.00   1.00   80.66    --   17.28   0.00   0.00   31
  2  ω     -4.00  75.00   1.00   80.66    --   17.28  57.00 -90.00   79
  3  ω     38.00  75.00   1.00   80.66    --   17.28 178.00  60.00   37
  4  ω    -52.00  -5.00   1.00   80.66    --   17.28   0.00   0.00   47
  5  ω    -93.00 -67.00   1.00   80.66    --  -19.31-178.00 -60.00   26
  6  ω    -25.00  17.00   1.00   80.66    --  -19.31 -99.00 120.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0611367000
_diffrn_orient_matrix_UB_12      -0.0323451000
_diffrn_orient_matrix_UB_13      0.0047719000
_diffrn_orient_matrix_UB_21      0.0035354000
_diffrn_orient_matrix_UB_22      0.0178459000
_diffrn_orient_matrix_UB_23      0.0261031000
_diffrn_orient_matrix_UB_31      -0.0503256000
_diffrn_orient_matrix_UB_32      0.0403946000
_diffrn_orient_matrix_UB_33      -0.0076293000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5514
_reflns_number_total             11418
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.802
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         11418
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      0.802
_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)+(0.0522P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1109
_refine_special_details          
;
 Refined as a 2-component perfect twin.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O5) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C23(H23A,H23B), C25(H25A,H25B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), N6(H6), C1(H1A), C2(H2), C3(H3), C4(H4A), C7(H7), C8(H8),
 C9(H9), C10(H10)
3.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C24(H24A,H24B,H24C), C26(H26A,H26B,
 H26C)
;
_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 0.34619(6) 0.31946(5) 0.58936(2) 0.03349(18) Uani 1 1 d . . . . .
O1 O 0.6151(3) 0.2235(3) 0.58652(14) 0.0538(10) Uani 1 1 d . . . . .
O2 O 0.5707(3) -0.1039(3) 0.63975(13) 0.0446(9) Uani 1 1 d . . . . .
O3 O 0.1525(3) 0.1190(2) 0.61054(13) 0.0474(10) Uani 1 1 d . . . . .
O6 O 0.4966(3) 0.3054(3) 0.71461(12) 0.0561(10) Uani 1 1 d . . . . .
O4 O 0.0932(3) 0.3980(3) 0.61103(12) 0.0429(9) Uani 1 1 d . . . . .
O5 O 0.0869(4) 0.3952(4) 0.79369(14) 0.0953(16) Uani 1 1 d . U . . .
N1 N 0.5883(4) 0.0578(3) 0.61110(15) 0.0392(11) Uani 1 1 d . . . . .
H1 H 0.6821 0.0481 0.6086 0.047 Uiso 1 1 calc R . . . .
N2 N 0.3834(3) 0.1723(3) 0.59876(13) 0.0276(9) Uani 1 1 d . . . . .
N3 N 0.2911(4) 0.3456(3) 0.66171(13) 0.0304(10) Uani 1 1 d . . . . .
N4 N 0.2884(4) 0.3512(3) 0.75285(15) 0.0528(13) Uani 1 1 d . . . . .
H4 H 0.3356 0.3396 0.7827 0.063 Uiso 1 1 calc R . . . .
N5 N 0.4221(4) 0.4604(3) 0.58229(14) 0.0320(10) Uani 1 1 d . . . . .
N6 N 0.2553(4) 0.5018(3) 0.51041(14) 0.0379(10) Uani 1 1 d . . . . .
H6 H 0.2079 0.5528 0.4954 0.045 Uiso 1 1 calc R . . . .
N7 N 0.2618(4) 0.3206(3) 0.51530(13) 0.0344(9) Uani 1 1 d . . . . .
C1 C 0.2209(6) 0.2305(4) 0.4924(2) 0.0494(14) Uani 1 1 d . . . . .
H1A H 0.2603 0.1699 0.5074 0.059 Uiso 1 1 calc R . . . .
C2 C 0.1253(6) 0.2227(5) 0.4487(2) 0.0635(17) Uani 1 1 d . . . . .
H2 H 0.1020 0.1589 0.4335 0.076 Uiso 1 1 calc R . . . .
C3 C 0.0648(6) 0.3115(5) 0.4279(2) 0.0626(16) Uani 1 1 d . . . . .
H3 H -0.0054 0.3084 0.3992 0.075 Uiso 1 1 calc R . . . .
C4 C 0.1065(5) 0.4047(4) 0.4488(2) 0.0506(15) Uani 1 1 d . . . . .
H4A H 0.0669 0.4657 0.4343 0.061 Uiso 1 1 calc R . . . .
C5 C 0.2094(5) 0.4069(4) 0.49221(19) 0.0348(12) Uani 1 1 d . . . . .
C6 C 0.3639(5) 0.5299(4) 0.54852(18) 0.0339(12) Uani 1 1 d . . . . .
C7 C 0.4083(5) 0.6326(4) 0.5517(2) 0.0470(14) Uani 1 1 d . . . . .
H7 H 0.3644 0.6808 0.5283 0.056 Uiso 1 1 calc R . . . .
C8 C 0.5157(5) 0.6625(4) 0.5888(2) 0.0488(14) Uani 1 1 d . . . . .
H8 H 0.5453 0.7313 0.5912 0.059 Uiso 1 1 calc R . . . .
C9 C 0.5801(5) 0.5908(4) 0.6225(2) 0.0523(15) Uani 1 1 d . . . . .
H9 H 0.6559 0.6094 0.6476 0.063 Uiso 1 1 calc R . . . .
C10 C 0.5309(5) 0.4915(4) 0.61852(18) 0.0427(14) Uani 1 1 d . . . . .
H10 H 0.5739 0.4428 0.6417 0.051 Uiso 1 1 calc R . . . .
C11 C 0.1522(5) 0.3848(4) 0.65537(19) 0.0334(12) Uani 1 1 d . . . . .
C12 C 0.3677(5) 0.3326(4) 0.70876(18) 0.0381(12) Uani 1 1 d . . . . .
C13 C 0.1458(6) 0.3855(5) 0.7530(2) 0.0567(16) Uani 1 1 d . . . . .
C14 C 0.0658(5) 0.4150(4) 0.70159(19) 0.0424(14) Uani 1 1 d . . . . .
C15 C -0.0890(5) 0.3641(5) 0.6963(2) 0.0537(16) Uani 1 1 d . . . . .
H15A H -0.1426 0.3843 0.7257 0.064 Uiso 1 1 calc R . . . .
H15B H -0.1446 0.3899 0.6650 0.064 Uiso 1 1 calc R . . . .
C16 C -0.0841(6) 0.2485(5) 0.6937(2) 0.0747(19) Uani 1 1 d . . . . .
H16A H -0.0398 0.2277 0.6628 0.112 Uiso 1 1 calc GR . . . .
H16B H -0.1838 0.2216 0.6929 0.112 Uiso 1 1 calc GR . . . .
H16C H -0.0256 0.2223 0.7238 0.112 Uiso 1 1 calc GR . . . .
C17 C 0.0489(6) 0.5334(5) 0.7004(2) 0.0647(17) Uani 1 1 d . . . . .
H17A H -0.0172 0.5519 0.6701 0.078 Uiso 1 1 calc R . . . .
H17B H 0.0007 0.5544 0.7310 0.078 Uiso 1 1 calc R . . . .
C18 C 0.1938(6) 0.5949(5) 0.6990(2) 0.092(2) Uani 1 1 d . . . . .
H18A H 0.2390 0.5791 0.6676 0.137 Uiso 1 1 calc GR . . . .
H18B H 0.2611 0.5769 0.7286 0.137 Uiso 1 1 calc GR . . . .
H18C H 0.1720 0.6675 0.7000 0.137 Uiso 1 1 calc GR . . . .
C19 C 0.2862(5) 0.0990(4) 0.61200(17) 0.0316(12) Uani 1 1 d . . . . .
C20 C 0.5324(5) 0.1545(4) 0.59844(18) 0.0349(13) Uani 1 1 d . . . . .
C21 C 0.5097(5) -0.0230(4) 0.62704(17) 0.0309(11) Uani 1 1 d . . . . .
C22 C 0.3417(4) -0.0092(4) 0.62746(17) 0.0300(11) Uani 1 1 d . . . . .
C23 C 0.2996(5) -0.0318(4) 0.68314(18) 0.0459(14) Uani 1 1 d . . . . .
H23A H 0.1916 -0.0324 0.6829 0.055 Uiso 1 1 calc R . . . .
H23B H 0.3355 -0.1001 0.6933 0.055 Uiso 1 1 calc R . . . .
C24 C 0.3618(6) 0.0451(4) 0.7232(2) 0.0710(18) Uani 1 1 d . . . . .
H24A H 0.3215 0.1123 0.7148 0.106 Uiso 1 1 calc GR . . . .
H24B H 0.4686 0.0472 0.7234 0.106 Uiso 1 1 calc GR . . . .
H24C H 0.3350 0.0248 0.7570 0.106 Uiso 1 1 calc GR . . . .
C25 C 0.2653(5) -0.0891(4) 0.5902(2) 0.0459(14) Uani 1 1 d . . . . .
H25A H 0.2955 -0.1576 0.6023 0.055 Uiso 1 1 calc R . . . .
H25B H 0.1581 -0.0839 0.5918 0.055 Uiso 1 1 calc R . . . .
C26 C 0.2991(6) -0.0784(5) 0.5337(2) 0.0780(19) Uani 1 1 d . . . . .
H26A H 0.2507 -0.1330 0.5135 0.117 Uiso 1 1 calc GR . . . .
H26B H 0.4051 -0.0823 0.5316 0.117 Uiso 1 1 calc GR . . . .
H26C H 0.2629 -0.0129 0.5204 0.117 Uiso 1 1 calc GR . . . .
O1W O 0.8891(3) 0.0083(3) 0.61338(13) 0.0543(10) Uani 1 1 d . . . . .
H1WA H 0.9647 0.0471 0.6116 0.081 Uiso 1 1 d G . . . .
H1WB H 0.8948 -0.0221 0.6427 0.081 Uiso 1 1 d G . . . .
O2W O 0.8511(3) 0.3239(3) 0.54639(13) 0.0646(11) Uani 1 1 d . . . . .
H2WA H 0.9160 0.3439 0.5702 0.097 Uiso 1 1 d G . . . .
H2WB H 0.7854 0.2877 0.5597 0.097 Uiso 1 1 d G . . . .


_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 N2 1.946(4) . ?
Cu1 N3 2.001(3) . ?
Cu1 N5 1.963(4) . ?
Cu1 N7 1.993(4) . ?
Cu1 O1 2.724(3) . ?
Cu1 O4 2.596(4) . ?
O1 C20 1.219(5) . ?
O2 C21 1.214(5) . ?
O3 C19 1.227(5) . ?
O6 C12 1.207(5) . ?
O4 C11 1.230(5) . ?
O5 C13 1.222(5) . ?
N1 H1 0.8600 . ?
N1 C20 1.378(5) . ?
N1 C21 1.346(5) . ?
N2 C19 1.354(5) . ?
N2 C20 1.359(5) . ?
N3 C11 1.344(5) . ?
N3 C12 1.352(5) . ?
N4 H4 0.8600 . ?
N4 C12 1.415(5) . ?
N4 C13 1.357(6) . ?
N5 C6 1.327(5) . ?
N5 C10 1.353(5) . ?
N6 H6 0.8600 . ?
N6 C5 1.366(5) . ?
N6 C6 1.373(5) . ?
N7 C1 1.344(6) . ?
N7 C5 1.333(6) . ?
C1 H1A 0.9300 . ?
C1 C2 1.360(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.362(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.361(7) . ?
C4 H4A 0.9300 . ?
C4 C5 1.389(6) . ?
C6 C7 1.389(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.354(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.366(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.360(6) . ?
C10 H10 0.9300 . ?
C11 C14 1.529(6) . ?
C13 C14 1.501(7) . ?
C14 C15 1.535(6) . ?
C14 C17 1.541(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.498(7) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.529(7) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C22 1.528(6) . ?
C21 C22 1.521(6) . ?
C22 C23 1.545(6) . ?
C22 C25 1.533(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.508(6) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.520(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
O1W H1WA 0.8495 . ?
O1W H1WB 0.8500 . ?
O2W H2WA 0.8502 . ?
O2W H2WB 0.8493 . ?

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

N2 Cu1 N3 95.92(14) . . ?
N2 Cu1 N5 149.86(14) . . ?
N2 Cu1 N7 99.99(16) . . ?
N5 Cu1 N3 92.63(14) . . ?
N5 Cu1 N7 90.59(17) . . ?
N7 Cu1 N3 142.02(14) . . ?
N2 Cu1 O1 54.10(14) . . ?
N3 Cu1 O1 113.25(15) . . ?
N5 Cu1 O1 96.03(13) . . ?
N7 Cu1 O1 103.99(16) . . ?
N2 Cu1 O4 120.06(15) . . ?
N3 Cu1 O4 55.95(14) . . ?
N5 Cu1 O4 88.51(14) . . ?
N7 Cu1 O4 86.35(14) . . ?
O1 Cu1 O4 168.61(14) . . ?
C20 N1 H1 117.0 . . ?
C21 N1 H1 117.0 . . ?
C21 N1 C20 126.0(4) . . ?
C19 N2 Cu1 127.6(3) . . ?
C19 N2 C20 122.7(4) . . ?
C20 N2 Cu1 108.9(3) . . ?
C11 N3 Cu1 104.7(3) . . ?
C11 N3 C12 123.4(4) . . ?
C12 N3 Cu1 131.9(3) . . ?
C12 N4 H4 116.5 . . ?
C13 N4 H4 116.5 . . ?
C13 N4 C12 126.9(4) . . ?
C6 N5 Cu1 124.8(3) . . ?
C6 N5 C10 118.1(4) . . ?
C10 N5 Cu1 116.6(3) . . ?
C5 N6 H6 114.4 . . ?
C5 N6 C6 131.2(4) . . ?
C6 N6 H6 114.4 . . ?
C1 N7 Cu1 118.7(4) . . ?
C5 N7 Cu1 121.6(3) . . ?
C5 N7 C1 117.4(4) . . ?
N7 C1 H1A 118.1 . . ?
N7 C1 C2 123.8(5) . . ?
C2 C1 H1A 118.1 . . ?
C1 C2 H2 121.1 . . ?
C1 C2 C3 117.8(5) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4A 120.7 . . ?
C3 C4 C5 118.6(5) . . ?
C5 C4 H4A 120.7 . . ?
N6 C5 C4 117.1(5) . . ?
N7 C5 N6 121.1(4) . . ?
N7 C5 C4 121.8(5) . . ?
N5 C6 N6 120.3(4) . . ?
N5 C6 C7 121.1(4) . . ?
N6 C6 C7 118.6(5) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.8(5) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.5(5) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 120.7 . . ?
C10 C9 C8 118.5(5) . . ?
C10 C9 H9 120.7 . . ?
N5 C10 C9 122.9(5) . . ?
N5 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
O4 C11 N3 119.1(4) . . ?
O4 C11 C14 118.8(4) . . ?
N3 C11 C14 122.1(4) . . ?
O6 C12 N3 123.8(4) . . ?
O6 C12 N4 119.6(4) . . ?
N3 C12 N4 116.6(4) . . ?
O5 C13 N4 121.0(5) . . ?
O5 C13 C14 121.5(5) . . ?
N4 C13 C14 117.4(4) . . ?
C11 C14 C15 109.8(4) . . ?
C11 C14 C17 107.2(4) . . ?
C13 C14 C11 112.8(4) . . ?
C13 C14 C15 109.3(4) . . ?
C13 C14 C17 108.0(4) . . ?
C15 C14 C17 109.8(4) . . ?
C14 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.7(4) . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 108.3 . . ?
C14 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C18 C17 C14 115.9(4) . . ?
C18 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 N2 119.7(4) . . ?
O3 C19 C22 119.9(4) . . ?
N2 C19 C22 120.4(4) . . ?
O1 C20 N1 120.5(4) . . ?
O1 C20 N2 120.0(4) . . ?
N2 C20 N1 119.4(4) . . ?
O2 C21 N1 121.1(4) . . ?
O2 C21 C22 121.6(4) . . ?
N1 C21 C22 117.3(4) . . ?
C19 C22 C23 108.4(4) . . ?
C19 C22 C25 109.7(4) . . ?
C21 C22 C19 114.0(4) . . ?
C21 C22 C23 108.0(4) . . ?
C21 C22 C25 107.9(4) . . ?
C25 C22 C23 108.8(4) . . ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 114.0(4) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
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 . . ?
C22 C25 H25A 108.5 . . ?
C22 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C26 C25 C22 115.0(4) . . ?
C26 C25 H25A 108.5 . . ?
C26 C25 H25B 108.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
H2WA O2W H2WB 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
N1 H1 O1W 0.86 1.92 2.773(4) 169.3 .
N4 H4 O2 0.86 2.22 3.000(5) 150.0 2_656
N6 H6 O2W 0.86 1.97 2.812(5) 165.2 3_666
O1W H1WA O3 0.85 1.93 2.774(4) 172.3 1_655
O1W H1WB O5 0.85 1.95 2.801(5) 174.1 2_646
O2W H2WA O4 0.85 1.96 2.793(4) 166.2 1_655
O2W H2WB O1 0.85 1.92 2.764(4) 170.9 .

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 N2 C19 O3 12.9(6) . . . . ?
Cu1 N2 C19 C22 -168.6(3) . . . . ?
Cu1 N2 C20 O1 -9.0(5) . . . . ?
Cu1 N2 C20 N1 171.7(3) . . . . ?
Cu1 N3 C11 O4 -1.6(5) . . . . ?
Cu1 N3 C11 C14 179.3(4) . . . . ?
Cu1 N3 C12 O6 4.3(7) . . . . ?
Cu1 N3 C12 N4 -174.8(3) . . . . ?
Cu1 N5 C6 N6 -9.1(6) . . . . ?
Cu1 N5 C6 C7 169.3(3) . . . . ?
Cu1 N5 C10 C9 -171.2(4) . . . . ?
Cu1 N7 C1 C2 160.4(4) . . . . ?
Cu1 N7 C5 N6 22.8(6) . . . . ?
Cu1 N7 C5 C4 -157.2(3) . . . . ?
O2 C21 C22 C19 178.1(4) . . . . ?
O2 C21 C22 C23 57.6(6) . . . . ?
O2 C21 C22 C25 -59.9(6) . . . . ?
O3 C19 C22 C21 179.4(4) . . . . ?
O3 C19 C22 C23 -60.3(5) . . . . ?
O3 C19 C22 C25 58.3(6) . . . . ?
O4 C11 C14 C13 174.7(4) . . . . ?
O4 C11 C14 C15 52.6(6) . . . . ?
O4 C11 C14 C17 -66.6(6) . . . . ?
O5 C13 C14 C11 -173.2(5) . . . . ?
O5 C13 C14 C15 -50.8(7) . . . . ?
O5 C13 C14 C17 68.6(7) . . . . ?
N1 C21 C22 C19 -3.1(6) . . . . ?
N1 C21 C22 C23 -123.6(4) . . . . ?
N1 C21 C22 C25 119.0(4) . . . . ?
N2 C19 C22 C21 0.9(6) . . . . ?
N2 C19 C22 C23 121.2(4) . . . . ?
N2 C19 C22 C25 -120.2(4) . . . . ?
N3 C11 C14 C13 -6.2(7) . . . . ?
N3 C11 C14 C15 -128.3(5) . . . . ?
N3 C11 C14 C17 112.5(5) . . . . ?
N4 C13 C14 C11 9.2(7) . . . . ?
N4 C13 C14 C15 131.6(5) . . . . ?
N4 C13 C14 C17 -109.0(5) . . . . ?
N5 C6 C7 C8 1.9(7) . . . . ?
N6 C6 C7 C8 -179.7(4) . . . . ?
N7 C1 C2 C3 -1.8(8) . . . . ?
C1 N7 C5 N6 -174.5(4) . . . . ?
C1 N7 C5 C4 5.5(6) . . . . ?
C1 C2 C3 C4 3.8(8) . . . . ?
C2 C3 C4 C5 -1.2(8) . . . . ?
C3 C4 C5 N6 176.3(4) . . . . ?
C3 C4 C5 N7 -3.6(7) . . . . ?
C5 N6 C6 N5 -15.0(7) . . . . ?
C5 N6 C6 C7 166.6(4) . . . . ?
C5 N7 C1 C2 -2.8(7) . . . . ?
C6 N5 C10 C9 1.6(7) . . . . ?
C6 N6 C5 N7 7.0(7) . . . . ?
C6 N6 C5 C4 -173.0(4) . . . . ?
C6 C7 C8 C9 0.5(8) . . . . ?
C7 C8 C9 C10 -1.8(8) . . . . ?
C8 C9 C10 N5 0.7(8) . . . . ?
C10 N5 C6 N6 178.8(4) . . . . ?
C10 N5 C6 C7 -2.9(6) . . . . ?
C11 N3 C12 O6 -173.7(5) . . . . ?
C11 N3 C12 N4 7.1(6) . . . . ?
C11 C14 C15 C16 58.9(6) . . . . ?
C11 C14 C17 C18 -54.0(6) . . . . ?
C12 N3 C11 O4 176.9(4) . . . . ?
C12 N3 C11 C14 -2.1(7) . . . . ?
C12 N4 C13 O5 177.3(5) . . . . ?
C12 N4 C13 C14 -5.1(8) . . . . ?
C13 N4 C12 O6 177.4(5) . . . . ?
C13 N4 C12 N3 -3.4(8) . . . . ?
C13 C14 C15 C16 -65.3(6) . . . . ?
C13 C14 C17 C18 67.8(6) . . . . ?
C15 C14 C17 C18 -173.2(4) . . . . ?
C17 C14 C15 C16 176.5(5) . . . . ?
C19 N2 C20 O1 -179.5(4) . . . . ?
C19 N2 C20 N1 1.2(7) . . . . ?
C19 C22 C23 C24 -57.9(5) . . . . ?
C19 C22 C25 C26 62.9(5) . . . . ?
C20 N1 C21 O2 -176.4(4) . . . . ?
C20 N1 C21 C22 4.7(7) . . . . ?
C20 N2 C19 O3 -178.5(4) . . . . ?
C20 N2 C19 C22 0.0(6) . . . . ?
C21 N1 C20 O1 176.9(4) . . . . ?
C21 N1 C20 N2 -3.8(7) . . . . ?
C21 C22 C23 C24 66.1(5) . . . . ?
C21 C22 C25 C26 -61.8(5) . . . . ?
C23 C22 C25 C26 -178.7(4) . . . . ?
C25 C22 C23 C24 -177.1(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.662
_oxdiff_exptl_absorpt_empirical_full_min 0.665
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5372 6788 6509 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4628 6772 6509 nmt -1.0002 -0.0073 -0.0074 -0.0160 0.9963 -0.0265 0.0678
-0.1031 -0.9956

_twin_special_details            
;
Component 2 rotated by -178.6675° 
 around [-0.00 1.00 -0.05] (reciprocal) or [-0.01 1.00 -0.01] (direct)
;
####################################################################### 
# 
# 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_Compound_IV
_database_code_depnum_ccdc_archive 'CCDC 1477454'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-04-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H29 N8 Ni O3, Cl, 2(H2 O)'
_chemical_formula_sum            'C28 H33 Cl N8 Ni O5'
_chemical_formula_weight         655.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H33 Cl N8 Ni O5'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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  21/c '
_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                   8.6790(5)
_cell_length_b                   18.7030(17)
_cell_length_c                   19.3029(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.165(6)
_cell_angle_gamma                90
_cell_volume                     3101.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3330
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1100
_cell_measurement_theta_min      3.1520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1368
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -25 -1 0.0943
-4 25 1 0.0943
-1 -1 -26 0.1226
5 0 23 0.1109
-12 -7 -1 0.0410
12 7 0 0.0572
-10 -8 15 0.0783
12 -1 0 0.0430
-12 1 3 0.0283
1 -3 26 0.1067
-2 3 -26 0.1147
-5 -24 -1 0.0740
5 24 -1 0.1049
-8 8 21 0.0850

_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.084
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.0143 -24.9068 -1.0089 0.1948 0.9682 0.1564
-4.0143 24.9068 1.0089 -0.1948 -0.9682 -0.1564
-1.0201 -0.9760 -25.9075 0.0197 0.1501 -0.9664
5.0067 0.0036 22.9088 -0.2861 0.0513 0.9539
-11.9583 -7.0443 -0.9704 0.9626 -0.2200 -0.2867
11.9574 7.0453 -0.0261 -0.9653 0.2260 0.2503
-9.9482 -8.0470 14.9693 0.8851 -0.2077 0.3465
11.9660 -0.9321 -0.0272 -0.8133 0.4856 0.2823
-11.9632 0.9290 3.0167 0.8212 -0.5035 -0.1730
1.0244 -3.0127 25.9069 0.0562 -0.0203 0.9824
-2.0215 3.0073 -25.9047 0.0131 -0.0174 -1.0056
-4.9604 -23.9584 -0.9885 0.8000 0.5959 -0.0564
4.9586 23.9604 -1.0045 -0.8053 -0.5840 -0.0165
-7.9658 7.9125 20.9461 0.4583 -0.6872 0.5475

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15598
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.955
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0667
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00  38.00   1.00   91.70    --   17.28 -57.00 -60.00   90
  2  ω     -4.00  86.00   1.00   91.70    --   17.28  57.00  90.00   90
  3  ω      1.00  53.00   1.00   91.70    --   17.28  37.00-150.00   52
  4  ω    -14.00  23.00   1.00   91.70    --  -19.31 -99.00 120.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0694529000
_diffrn_orient_matrix_UB_12      -0.0191232000
_diffrn_orient_matrix_UB_13      0.0026931000
_diffrn_orient_matrix_UB_21      0.0380346000
_diffrn_orient_matrix_UB_22      -0.0324983000
_diffrn_orient_matrix_UB_23      -0.0060678000
_diffrn_orient_matrix_UB_31      0.0233656000
_diffrn_orient_matrix_UB_32      -0.0039915000
_diffrn_orient_matrix_UB_33      0.0365320000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3826
_reflns_number_total             6325
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         6325
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0570
_refine_ls_restrained_S_all      1.030
_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)+(0.0506P)²+2.2752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1407
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O1W) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
3.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), N7(H7), C1(H1A), C2(H2), C3(H3), C4(H4A), C7(H7A), C8(H8),
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C17(H17), C18(H18),
 C19(H19), C20(H20)
3.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C28(H28A,H28B,H28C)
;
_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
Ni1 Ni 0.93219(5) 0.50287(3) 0.27720(2) 0.03944(16) Uani 1 1 d . . . . .
O1 O 1.0515(3) 0.59667(14) 0.24187(13) 0.0470(7) Uani 1 1 d . . . . .
O2 O 0.6259(3) 0.50273(16) 0.12098(15) 0.0586(8) Uani 1 1 d . . . . .
O3 O 0.8146(3) 0.69858(16) 0.02857(14) 0.0573(8) Uani 1 1 d . . . . .
N1 N 0.7250(4) 0.60053(18) 0.07568(15) 0.0466(8) Uani 1 1 d . . . . .
H1 H 0.6488 0.5995 0.0419 0.056 Uiso 1 1 calc R . . . .
N2 N 0.8452(3) 0.54857(17) 0.18083(14) 0.0397(7) Uani 1 1 d . . . . .
N3 N 0.8010(4) 0.41306(18) 0.28163(16) 0.0455(8) Uani 1 1 d . . . . .
N4 N 0.8717(3) 0.36824(16) 0.17727(15) 0.0424(8) Uani 1 1 d . . . . .
H4 H 0.8287 0.3519 0.1375 0.051 Uiso 1 1 calc R . . . .
N5 N 1.0788(3) 0.44071(17) 0.22718(15) 0.0384(7) Uani 1 1 d . . . . .
N6 N 1.0615(4) 0.49378(18) 0.37458(16) 0.0488(8) Uani 1 1 d . . . . .
N7 N 1.0093(5) 0.61310(19) 0.40087(17) 0.0591(10) Uani 1 1 d . . . . .
H7 H 1.0579 0.6526 0.4111 0.071 Uiso 1 1 calc R . . . .
N8 N 0.7924(4) 0.57200(18) 0.32566(16) 0.0488(8) Uani 1 1 d . . . . .
C1 C 0.7153(5) 0.4040(3) 0.3348(2) 0.0590(12) Uani 1 1 d . . . . .
H1A H 0.7307 0.4357 0.3722 0.071 Uiso 1 1 calc R . . . .
C2 C 0.6090(5) 0.3513(3) 0.3363(3) 0.0707(14) Uani 1 1 d . . . . .
H2 H 0.5530 0.3469 0.3737 0.085 Uiso 1 1 calc R . . . .
C3 C 0.5858(5) 0.3044(3) 0.2808(3) 0.0710(14) Uani 1 1 d . . . . .
H3 H 0.5126 0.2680 0.2800 0.085 Uiso 1 1 calc R . . . .
C4 C 0.6704(4) 0.3115(2) 0.2272(2) 0.0563(11) Uani 1 1 d . . . . .
H4A H 0.6546 0.2807 0.1890 0.068 Uiso 1 1 calc R . . . .
C5 C 0.7807(4) 0.3656(2) 0.23037(19) 0.0412(9) Uani 1 1 d . . . . .
C6 C 1.0216(4) 0.3933(2) 0.17871(17) 0.0373(9) Uani 1 1 d . . . . .
C7 C 1.1095(4) 0.3667(2) 0.12954(19) 0.0469(10) Uani 1 1 d . . . . .
H7A H 1.0654 0.3353 0.0950 0.056 Uiso 1 1 calc R . . . .
C8 C 1.2602(5) 0.3872(2) 0.1326(2) 0.0558(11) Uani 1 1 d . . . . .
H8 H 1.3205 0.3700 0.1000 0.067 Uiso 1 1 calc R . . . .
C9 C 1.3231(5) 0.4337(3) 0.1845(2) 0.0588(12) Uani 1 1 d . . . . .
H9 H 1.4271 0.4472 0.1885 0.071 Uiso 1 1 calc R . . . .
C10 C 1.2303(4) 0.4592(2) 0.2295(2) 0.0502(10) Uani 1 1 d . . . . .
H10 H 1.2728 0.4912 0.2639 0.060 Uiso 1 1 calc R . . . .
C11 C 1.1401(5) 0.4332(3) 0.3934(2) 0.0604(12) Uani 1 1 d . . . . .
H11 H 1.1150 0.3923 0.3668 0.073 Uiso 1 1 calc R . . . .
C12 C 1.2542(6) 0.4284(3) 0.4493(2) 0.0740(15) Uani 1 1 d . . . . .
H12 H 1.3052 0.3854 0.4609 0.089 Uiso 1 1 calc R . . . .
C13 C 1.2919(6) 0.4892(3) 0.4882(3) 0.0824(17) Uani 1 1 d . . . . .
H13 H 1.3700 0.4876 0.5265 0.099 Uiso 1 1 calc R . . . .
C14 C 1.2159(6) 0.5512(3) 0.4710(2) 0.0735(15) Uani 1 1 d . . . . .
H14 H 1.2431 0.5927 0.4963 0.088 Uiso 1 1 calc R . . . .
C15 C 1.0962(5) 0.5517(2) 0.41472(19) 0.0517(11) Uani 1 1 d . . . . .
C16 C 0.8560(6) 0.6194(2) 0.3730(2) 0.0537(11) Uani 1 1 d . . . . .
C17 C 0.7687(7) 0.6754(3) 0.3960(2) 0.0717(15) Uani 1 1 d . . . . .
H17 H 0.8158 0.7089 0.4279 0.086 Uiso 1 1 calc R . . . .
C18 C 0.6160(7) 0.6801(3) 0.3717(3) 0.0837(17) Uani 1 1 d . . . . .
H18 H 0.5564 0.7166 0.3871 0.100 Uiso 1 1 calc R . . . .
C19 C 0.5477(6) 0.6306(3) 0.3236(3) 0.0799(16) Uani 1 1 d . . . . .
H19 H 0.4420 0.6326 0.3065 0.096 Uiso 1 1 calc R . . . .
C20 C 0.6408(5) 0.5786(3) 0.3019(2) 0.0615(12) Uani 1 1 d . . . . .
H20 H 0.5960 0.5459 0.2687 0.074 Uiso 1 1 calc R . . . .
C21 C 0.7283(4) 0.5475(2) 0.1262(2) 0.0424(9) Uani 1 1 d . . . . .
C22 C 0.9546(4) 0.5989(2) 0.18709(18) 0.0388(9) Uani 1 1 d . . . . .
C23 C 0.9672(4) 0.6554(2) 0.13264(19) 0.0418(9) Uani 1 1 d . . . . .
C24 C 0.8299(4) 0.6536(2) 0.07453(19) 0.0421(9) Uani 1 1 d . . . . .
C25 C 1.1190(6) 0.5734(3) 0.0610(3) 0.0944(19) Uani 1 1 d . . . . .
H25A H 1.0909 0.5347 0.0894 0.142 Uiso 1 1 calc GR . . . .
H25B H 1.2216 0.5652 0.0494 0.142 Uiso 1 1 calc GR . . . .
H25C H 1.0460 0.5760 0.0187 0.142 Uiso 1 1 calc GR . . . .
C26 C 1.1168(5) 0.6427(3) 0.1007(2) 0.0679(14) Uani 1 1 d . . . . .
H26A H 1.1304 0.6819 0.0692 0.081 Uiso 1 1 calc R . . . .
H26B H 1.2045 0.6433 0.1379 0.081 Uiso 1 1 calc R . . . .
C27 C 0.9700(5) 0.7296(2) 0.1681(2) 0.0609(12) Uani 1 1 d . . . . .
H27A H 1.0595 0.7319 0.2044 0.073 Uiso 1 1 calc R . . . .
H27B H 0.9834 0.7659 0.1337 0.073 Uiso 1 1 calc R . . . .
C28 C 0.8264(6) 0.7466(2) 0.2001(2) 0.0721(14) Uani 1 1 d . . . . .
H28A H 0.8140 0.7119 0.2356 0.108 Uiso 1 1 calc GR . . . .
H28B H 0.7371 0.7454 0.1645 0.108 Uiso 1 1 calc GR . . . .
H28C H 0.8362 0.7934 0.2207 0.108 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.77347(14) 0.24817(7) 0.55597(6) 0.0683(3) Uani 1 1 d . . . . .
O1W O 0.4587(6) 0.2794(4) 0.4618(3) 0.1423(19) Uani 1 1 d . U . . .
H1WA H 0.3929 0.2576 0.4828 0.213 Uiso 1 1 d G . . . .
H1WB H 0.5461 0.2807 0.4880 0.213 Uiso 1 1 d G . . . .
O2W O 0.5392(3) 0.1112(2) 0.52945(19) 0.0739(10) Uani 1 1 d . . . . .
H2WA H 0.5726 0.0716 0.5469 0.111 Uiso 1 1 d G . . . .
H2WB H 0.6121 0.1416 0.5344 0.111 Uiso 1 1 d G . . . .


_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
Ni1 O1 2.194(3) . ?
Ni1 N2 2.088(3) . ?
Ni1 N3 2.038(3) . ?
Ni1 N5 2.062(3) . ?
Ni1 N6 2.055(3) . ?
Ni1 N8 2.083(3) . ?
O1 C22 1.255(4) . ?
O2 C21 1.214(4) . ?
O3 C24 1.216(4) . ?
N1 H1 0.8600 . ?
N1 C21 1.389(5) . ?
N1 C24 1.349(5) . ?
N2 C21 1.356(4) . ?
N2 C22 1.331(4) . ?
N3 C1 1.361(5) . ?
N3 C5 1.323(5) . ?
N4 H4 0.8600 . ?
N4 C5 1.381(4) . ?
N4 C6 1.379(4) . ?
N5 C6 1.333(4) . ?
N5 C10 1.354(4) . ?
N6 C11 1.346(5) . ?
N6 C15 1.341(5) . ?
N7 H7 0.8600 . ?
N7 C15 1.379(5) . ?
N7 C16 1.368(5) . ?
N8 C16 1.335(5) . ?
N8 C20 1.336(5) . ?
C1 H1A 0.9300 . ?
C1 C2 1.353(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(6) . ?
C4 H4A 0.9300 . ?
C4 C5 1.388(5) . ?
C6 C7 1.391(5) . ?
C7 H7A 0.9300 . ?
C7 C8 1.355(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.352(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.359(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.352(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.393(6) . ?
C16 C17 1.402(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.345(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.367(6) . ?
C20 H20 0.9300 . ?
C22 C23 1.505(5) . ?
C23 C24 1.517(5) . ?
C23 C26 1.533(5) . ?
C23 C27 1.546(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25 C26 1.508(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.502(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
O1W H1WA 0.8503 . ?
O1W H1WB 0.8498 . ?
O2W H2WA 0.8465 . ?
O2W H2WB 0.8465 . ?

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
N2 Ni1 O1 61.49(10) . . ?
N3 Ni1 O1 164.39(11) . . ?
N3 Ni1 N2 103.97(12) . . ?
N3 Ni1 N5 86.59(12) . . ?
N3 Ni1 N6 97.43(13) . . ?
N3 Ni1 N8 97.37(13) . . ?
N5 Ni1 O1 87.45(11) . . ?
N5 Ni1 N2 89.00(12) . . ?
N5 Ni1 N8 175.95(13) . . ?
N6 Ni1 O1 97.46(12) . . ?
N6 Ni1 N2 158.43(13) . . ?
N6 Ni1 N5 95.07(12) . . ?
N6 Ni1 N8 85.29(13) . . ?
N8 Ni1 O1 88.50(12) . . ?
N8 Ni1 N2 89.21(12) . . ?
C22 O1 Ni1 90.0(2) . . ?
C21 N1 H1 116.9 . . ?
C24 N1 H1 116.9 . . ?
C24 N1 C21 126.2(3) . . ?
C21 N2 Ni1 145.3(3) . . ?
C22 N2 Ni1 92.6(2) . . ?
C22 N2 C21 121.8(3) . . ?
C1 N3 Ni1 120.2(3) . . ?
C5 N3 Ni1 122.5(2) . . ?
C5 N3 C1 116.8(4) . . ?
C5 N4 H4 115.3 . . ?
C6 N4 H4 115.3 . . ?
C6 N4 C5 129.4(3) . . ?
C6 N5 Ni1 120.7(2) . . ?
C6 N5 C10 117.1(3) . . ?
C10 N5 Ni1 120.1(3) . . ?
C11 N6 Ni1 120.5(3) . . ?
C15 N6 Ni1 120.7(3) . . ?
C15 N6 C11 117.4(4) . . ?
C15 N7 H7 115.7 . . ?
C16 N7 H7 115.7 . . ?
C16 N7 C15 128.5(4) . . ?
C16 N8 Ni1 120.6(3) . . ?
C16 N8 C20 117.7(4) . . ?
C20 N8 Ni1 120.7(3) . . ?
N3 C1 H1A 118.2 . . ?
C2 C1 N3 123.6(4) . . ?
C2 C1 H1A 118.2 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.2(4) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4A 120.6 . . ?
C3 C4 C5 118.8(4) . . ?
C5 C4 H4A 120.6 . . ?
N3 C5 N4 120.1(3) . . ?
N3 C5 C4 122.7(4) . . ?
N4 C5 C4 117.2(4) . . ?
N4 C6 C7 118.2(3) . . ?
N5 C6 N4 119.8(3) . . ?
N5 C6 C7 122.1(3) . . ?
C6 C7 H7A 120.4 . . ?
C8 C7 C6 119.3(4) . . ?
C8 C7 H7A 120.4 . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.3(4) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 120.7 . . ?
C10 C9 C8 118.6(4) . . ?
C10 C9 H9 120.7 . . ?
N5 C10 H10 118.2 . . ?
C9 C10 N5 123.6(4) . . ?
C9 C10 H10 118.2 . . ?
N6 C11 H11 118.2 . . ?
N6 C11 C12 123.6(5) . . ?
C12 C11 H11 118.2 . . ?
C11 C12 H12 121.0 . . ?
C11 C12 C13 118.0(5) . . ?
C13 C12 H12 121.0 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.3(4) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(5) . . ?
C15 C14 H14 120.6 . . ?
N6 C15 N7 119.3(3) . . ?
N6 C15 C14 121.8(4) . . ?
N7 C15 C14 118.9(4) . . ?
N7 C16 C17 118.6(4) . . ?
N8 C16 N7 119.8(4) . . ?
N8 C16 C17 121.6(4) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.3(5) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(5) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 121.1 . . ?
C20 C19 C18 117.8(5) . . ?
C20 C19 H19 121.1 . . ?
N8 C20 C19 123.8(5) . . ?
N8 C20 H20 118.1 . . ?
C19 C20 H20 118.1 . . ?
O2 C21 N1 119.5(3) . . ?
O2 C21 N2 122.2(4) . . ?
N2 C21 N1 118.3(3) . . ?
O1 C22 N2 115.9(3) . . ?
O1 C22 C23 120.4(3) . . ?
N2 C22 C23 123.7(3) . . ?
C22 C23 C24 111.9(3) . . ?
C22 C23 C26 108.8(3) . . ?
C22 C23 C27 108.5(3) . . ?
C24 C23 C26 108.7(3) . . ?
C24 C23 C27 108.0(3) . . ?
C26 C23 C27 110.9(4) . . ?
O3 C24 N1 121.1(3) . . ?
O3 C24 C23 121.1(3) . . ?
N1 C24 C23 117.7(3) . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
C23 C26 H26A 108.7 . . ?
C23 C26 H26B 108.7 . . ?
C25 C26 C23 114.2(4) . . ?
C25 C26 H26A 108.7 . . ?
C25 C26 H26B 108.7 . . ?
H26A C26 H26B 107.6 . . ?
C23 C27 H27A 108.7 . . ?
C23 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 C23 114.3(3) . . ?
C28 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H1WA O1W H1WB 109.4 . . ?
H2WA O2W H2WB 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
N1 H1 O2W 0.86 1.99 2.844(4) 170.8 2_655
N4 H4 Cl1 0.86 2.45 3.222(3) 149.9 4_565
N7 H7 Cl1 0.86 2.39 3.246(4) 171.5 3_766
C2 H2 O1W 0.93 2.36 3.206(7) 151.9 .
C8 H8 O2W 0.93 2.51 3.346(5) 149.2 4_665
C9 H9 O2 0.93 2.53 3.316(5) 142.6 1_655
C12 H12 O1W 0.93 2.39 3.294(8) 165.1 1_655
O1W H1WA O3 0.85 2.10 2.841(6) 145.9 2_645
O1W H1WB Cl1 0.85 2.29 3.114(5) 163.0 .
O2W H2WA O2 0.85 2.00 2.801(4) 157.3 4_566
O2W H2WB Cl1 0.85 2.44 3.266(4) 166.3 .

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
Ni1 O1 C22 N2 -0.4(3) . . . . ?
Ni1 O1 C22 C23 -179.4(3) . . . . ?
Ni1 N2 C21 O2 -5.8(7) . . . . ?
Ni1 N2 C21 N1 172.8(3) . . . . ?
Ni1 N2 C22 O1 0.4(3) . . . . ?
Ni1 N2 C22 C23 179.4(3) . . . . ?
Ni1 N3 C1 C2 170.3(4) . . . . ?
Ni1 N3 C5 N4 12.3(5) . . . . ?
Ni1 N3 C5 C4 -168.1(3) . . . . ?
Ni1 N5 C6 N4 -21.3(4) . . . . ?
Ni1 N5 C6 C7 159.9(3) . . . . ?
Ni1 N5 C10 C9 -162.0(3) . . . . ?
Ni1 N6 C11 C12 164.6(4) . . . . ?
Ni1 N6 C15 N7 19.2(5) . . . . ?
Ni1 N6 C15 C14 -162.1(3) . . . . ?
Ni1 N8 C16 N7 -13.9(5) . . . . ?
Ni1 N8 C16 C17 167.3(3) . . . . ?
Ni1 N8 C20 C19 -169.2(4) . . . . ?
O1 C22 C23 C24 -174.0(3) . . . . ?
O1 C22 C23 C26 65.9(5) . . . . ?
O1 C22 C23 C27 -54.9(5) . . . . ?
N2 C22 C23 C24 7.0(5) . . . . ?
N2 C22 C23 C26 -113.1(4) . . . . ?
N2 C22 C23 C27 126.1(4) . . . . ?
N3 C1 C2 C3 -0.2(7) . . . . ?
N4 C6 C7 C8 -175.9(4) . . . . ?
N5 C6 C7 C8 2.9(6) . . . . ?
N6 C11 C12 C13 -0.6(7) . . . . ?
N7 C16 C17 C18 -176.7(4) . . . . ?
N8 C16 C17 C18 2.2(7) . . . . ?
C1 N3 C5 N4 -175.2(3) . . . . ?
C1 N3 C5 C4 4.4(6) . . . . ?
C1 C2 C3 C4 0.8(7) . . . . ?
C2 C3 C4 C5 1.1(7) . . . . ?
C3 C4 C5 N3 -3.9(6) . . . . ?
C3 C4 C5 N4 175.8(4) . . . . ?
C5 N3 C1 C2 -2.4(6) . . . . ?
C5 N4 C6 N5 -23.2(6) . . . . ?
C5 N4 C6 C7 155.7(4) . . . . ?
C6 N4 C5 N3 28.7(6) . . . . ?
C6 N4 C5 C4 -151.0(4) . . . . ?
C6 N5 C10 C9 1.8(6) . . . . ?
C6 C7 C8 C9 0.2(6) . . . . ?
C7 C8 C9 C10 -2.1(7) . . . . ?
C8 C9 C10 N5 1.1(7) . . . . ?
C10 N5 C6 N4 175.0(3) . . . . ?
C10 N5 C6 C7 -3.8(5) . . . . ?
C11 N6 C15 N7 -174.4(4) . . . . ?
C11 N6 C15 C14 4.3(6) . . . . ?
C11 C12 C13 C14 0.5(8) . . . . ?
C12 C13 C14 C15 1.9(8) . . . . ?
C13 C14 C15 N6 -4.4(7) . . . . ?
C13 C14 C15 N7 174.3(4) . . . . ?
C15 N6 C11 C12 -1.8(6) . . . . ?
C15 N7 C16 N8 -33.2(6) . . . . ?
C15 N7 C16 C17 145.7(4) . . . . ?
C16 N7 C15 N6 30.4(6) . . . . ?
C16 N7 C15 C14 -148.3(4) . . . . ?
C16 N8 C20 C19 -0.4(6) . . . . ?
C16 C17 C18 C19 -0.9(8) . . . . ?
C17 C18 C19 C20 -0.9(8) . . . . ?
C18 C19 C20 N8 1.6(7) . . . . ?
C20 N8 C16 N7 177.4(4) . . . . ?
C20 N8 C16 C17 -1.5(6) . . . . ?
C21 N1 C24 O3 -178.3(4) . . . . ?
C21 N1 C24 C23 1.4(6) . . . . ?
C21 N2 C22 O1 176.1(3) . . . . ?
C21 N2 C22 C23 -4.9(5) . . . . ?
C22 N2 C21 O2 -178.2(4) . . . . ?
C22 N2 C21 N1 0.4(5) . . . . ?
C22 C23 C24 O3 174.7(3) . . . . ?
C22 C23 C24 N1 -5.1(5) . . . . ?
C22 C23 C26 C25 64.4(5) . . . . ?
C22 C23 C27 C28 -61.2(4) . . . . ?
C24 N1 C21 O2 179.9(4) . . . . ?
C24 N1 C21 N2 1.3(6) . . . . ?
C24 C23 C26 C25 -57.8(5) . . . . ?
C24 C23 C27 C28 60.3(5) . . . . ?
C26 C23 C24 O3 -65.1(5) . . . . ?
C26 C23 C24 N1 115.1(4) . . . . ?
C26 C23 C27 C28 179.3(4) . . . . ?
C27 C23 C24 O3 55.3(5) . . . . ?
C27 C23 C24 N1 -124.5(4) . . . . ?
C27 C23 C26 C25 -176.3(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2015-04-30
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.075
_oxdiff_exptl_absorpt_empirical_full_min 0.896
####################################################################### 
# 
# 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_Compound_III
_database_code_depnum_ccdc_archive 'CCDC 1477455'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H30 N6 O6 Zn, H2 O'
_chemical_formula_sum            'C28 H32 N6 O7 Zn'
_chemical_formula_weight         629.99

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.9366(5)
_cell_length_b                   12.3076(5)
_cell_length_c                   12.6106(5)
_cell_angle_alpha                115.369(3)
_cell_angle_beta                 98.329(3)
_cell_angle_gamma                110.595(3)
_cell_volume                     1468.21(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    35054
_cell_measurement_theta_min      1.91
_cell_measurement_theta_max      28.53

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.437
_exptl_crystal_size_min          0.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.5851
_exptl_absorpt_correction_T_max  0.8636
_exptl_absorpt_process_details   '(X-RED32; Stoe & Cie, 2002)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22350
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.907
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6091
_reflns_number_gt                5285
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       X-AREA
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0566P)²+0.2450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6091
_refine_ls_number_parameters     379
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0939
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1725(2) 0.0033(2) -0.0059(2) 0.0518(5) Uani 1 1 d . . . . .
C2 C 0.2530(2) 0.1260(2) -0.1108(2) 0.0519(5) Uani 1 1 d . . . . .
C3 C 0.3641(2) 0.2381(2) 0.0091(2) 0.0560(6) Uani 1 1 d . . . . .
C4 C 0.36126(19) 0.2140(2) 0.11654(18) 0.0433(4) Uani 1 1 d . . . . .
C5 C 0.4927(3) 0.2518(5) -0.0114(3) 0.1015(14) Uani 1 1 d . . . . .
H5A H 0.4928 0.2597 -0.0846 0.122 Uiso 1 1 calc R U . . .
H5B H 0.5620 0.3346 0.0603 0.122 Uiso 1 1 calc R U . . .
C6 C 0.5167(5) 0.1362(6) -0.0286(4) 0.135(2) Uani 1 1 d . U . . .
H6A H 0.5962 0.1499 -0.0425 0.202 Uiso 1 1 calc R U . . .
H6B H 0.4486 0.0537 -0.0994 0.202 Uiso 1 1 calc R U . . .
H6C H 0.5208 0.1302 0.0452 0.202 Uiso 1 1 calc R U . . .
C7 C 0.3599(4) 0.3720(3) 0.0408(3) 0.1007(13) Uani 1 1 d . . . . .
H7A H 0.4311 0.4454 0.1169 0.121 Uiso 1 1 calc R U . . .
H7B H 0.3713 0.3893 -0.0261 0.121 Uiso 1 1 calc R U . . .
C8 C 0.2436(5) 0.3739(5) 0.0578(5) 0.152(2) Uani 1 1 d . . . . .
H8A H 0.2489 0.4605 0.0779 0.228 Uiso 1 1 calc R U . . .
H8B H 0.2320 0.3585 0.1248 0.228 Uiso 1 1 calc R U . . .
H8C H 0.1725 0.3038 -0.0181 0.228 Uiso 1 1 calc R U . . .
C9 C 0.38487(18) 0.35752(19) 0.51127(18) 0.0387(4) Uani 1 1 d . . . . .
C10 C 0.2354(2) 0.4366(2) 0.5889(2) 0.0519(5) Uani 1 1 d . . . . .
C11 C 0.12379(18) 0.3080(2) 0.47944(19) 0.0416(4) Uani 1 1 d . . . . .
C12 C 0.16385(18) 0.21511(19) 0.38757(18) 0.0397(4) Uani 1 1 d . . . . .
C13 C 0.0418(2) 0.2290(3) 0.5303(2) 0.0566(6) Uani 1 1 d . . . . .
H13A H 0.0097 0.2847 0.5844 0.068 Uiso 1 1 calc R U . . .
H13B H -0.0312 0.1482 0.4607 0.068 Uiso 1 1 calc R U . . .
C14 C 0.1128(3) 0.1875(4) 0.6033(4) 0.0873(10) Uani 1 1 d . . . . .
H14A H 0.0569 0.1409 0.6340 0.131 Uiso 1 1 calc R U . . .
H14B H 0.1853 0.2669 0.6726 0.131 Uiso 1 1 calc R U . . .
H14C H 0.1412 0.1285 0.5493 0.131 Uiso 1 1 calc R U . . .
C15 C 0.0444(2) 0.3483(3) 0.4104(3) 0.0576(6) Uani 1 1 d . . . . .
H15A H -0.0316 0.2671 0.3451 0.069 Uiso 1 1 calc R U . . .
H15B H 0.0170 0.4060 0.4690 0.069 Uiso 1 1 calc R U . . .
C16 C 0.1153(4) 0.4219(4) 0.3521(4) 0.0988(11) Uani 1 1 d . . . . .
H16A H 0.0612 0.4459 0.3126 0.148 Uiso 1 1 calc R U . . .
H16B H 0.1390 0.3638 0.2908 0.148 Uiso 1 1 calc R U . . .
H16C H 0.1908 0.5026 0.4161 0.148 Uiso 1 1 calc R U . . .
C17 C 0.44893(19) -0.0180(2) 0.32316(18) 0.0406(4) Uani 1 1 d . . . . .
C18 C 0.3180(2) -0.1160(2) 0.27944(18) 0.0412(4) Uani 1 1 d . . . . .
C19 C 0.1057(2) -0.1750(2) 0.1978(2) 0.0558(6) Uani 1 1 d . . . . .
H19 H 0.0433 -0.1542 0.1718 0.067 Uiso 1 1 calc R U . . .
C20 C 0.0685(3) -0.3002(3) 0.1886(3) 0.0645(6) Uani 1 1 d . . . . .
H20 H -0.0177 -0.3621 0.1560 0.077 Uiso 1 1 calc R U . . .
C21 C 0.1580(3) -0.3316(2) 0.2274(3) 0.0624(6) Uani 1 1 d . . . . .
H21 H 0.1333 -0.4149 0.2221 0.075 Uiso 1 1 calc R U . . .
C22 C 0.2883(2) -0.2387(2) 0.2754(2) 0.0502(5) Uani 1 1 d . . . . .
C23 C 0.3900(3) -0.2614(3) 0.3203(2) 0.0615(6) Uani 1 1 d . . . . .
H23 H 0.3709 -0.3413 0.3205 0.074 Uiso 1 1 calc R U . . .
C24 C 0.5128(3) -0.1689(3) 0.3622(2) 0.0606(6) Uani 1 1 d . . . . .
H24 H 0.5772 -0.1863 0.3904 0.073 Uiso 1 1 calc R U . . .
C25 C 0.5463(2) -0.0441(2) 0.3643(2) 0.0496(5) Uani 1 1 d . . . . .
C26 C 0.6724(2) 0.0540(3) 0.4032(2) 0.0596(6) Uani 1 1 d . . . . .
H26 H 0.7402 0.0408 0.4310 0.072 Uiso 1 1 calc R U . . .
C27 C 0.6949(2) 0.1687(3) 0.4000(3) 0.0615(6) Uani 1 1 d . . . . .
H27 H 0.7783 0.2340 0.4251 0.074 Uiso 1 1 calc R U . . .
C28 C 0.5925(2) 0.1879(2) 0.3589(2) 0.0514(5) Uani 1 1 d . . . . .
H28 H 0.6091 0.2672 0.3581 0.062 Uiso 1 1 calc R U . . .
N1 N 0.27222(16) 0.10088(17) 0.10363(15) 0.0431(4) Uani 1 1 d . . . . .
N2 N 0.16506(19) 0.02374(19) -0.10573(17) 0.0553(5) Uani 1 1 d . . . . .
H2 H 0.0977 -0.0343 -0.1715 0.066 Uiso 1 1 calc R U . . .
N3 N 0.28730(14) 0.24271(16) 0.40799(15) 0.0384(3) Uani 1 1 d . . . . .
N4 N 0.35324(16) 0.44778(17) 0.59646(16) 0.0485(4) Uani 1 1 d . . . . .
H4 H 0.4156 0.5188 0.6613 0.058 Uiso 1 1 calc R U . . .
N5 N 0.47214(15) 0.09654(17) 0.32088(15) 0.0410(4) Uani 1 1 d . . . . .
N6 N 0.22757(16) -0.08466(17) 0.24261(16) 0.0429(4) Uani 1 1 d . . . . .
O1 O 0.09253(19) -0.0995(2) -0.01836(19) 0.0840(7) Uani 1 1 d . . . . .
O2 O 0.2420(2) 0.1283(2) -0.20672(16) 0.0748(5) Uani 1 1 d . . . . .
O3 O 0.44540(16) 0.29794(16) 0.22035(14) 0.0595(4) Uani 1 1 d . . . . .
O4 O 0.49550(13) 0.38094(15) 0.53056(15) 0.0511(4) Uani 1 1 d . . . . .
O5 O 0.21928(19) 0.5254(2) 0.6663(2) 0.0884(7) Uani 1 1 d . . . . .
O6 O 0.08179(14) 0.10975(15) 0.29155(15) 0.0565(4) Uani 1 1 d . . . . .
Zn1 Zn 0.30557(2) 0.10710(2) 0.26430(2) 0.03901(8) Uani 1 1 d . . . . .
O1W O 0.8733(5) 0.3727(5) 0.1107(5) 0.1823(17) Uani 1 1 d . . . . .
H1W H 0.8662 0.2925 0.0861 0.237 Uiso 1 1 d . U . . .
H2W H 0.8376 0.3874 0.1672 0.237 Uiso 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.214(3) . ?
C1 N1 1.365(3) . ?
C1 N2 1.383(3) . ?
C2 O2 1.211(3) . ?
C2 N2 1.360(3) . ?
C2 C3 1.514(3) . ?
C3 C4 1.508(3) . ?
C3 C7 1.542(4) . ?
C3 C5 1.556(4) . ?
C4 O3 1.233(2) . ?
C4 N1 1.345(3) . ?
C5 C6 1.480(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.441(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 O4 1.210(2) . ?
C9 N3 1.369(2) . ?
C9 N4 1.386(3) . ?
C10 O5 1.214(3) . ?
C10 N4 1.349(3) . ?
C10 C11 1.516(3) . ?
C11 C12 1.512(3) . ?
C11 C13 1.536(3) . ?
C11 C15 1.538(3) . ?
C12 O6 1.235(2) . ?
C12 N3 1.348(2) . ?
C13 C14 1.519(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.512(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N5 1.351(3) . ?
C17 C25 1.398(3) . ?
C17 C18 1.434(3) . ?
C18 N6 1.353(3) . ?
C18 C22 1.400(3) . ?
C19 N6 1.326(3) . ?
C19 C20 1.391(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.354(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.405(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.431(3) . ?
C23 C24 1.346(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.431(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.401(3) . ?
C26 C27 1.361(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.393(3) . ?
C27 H27 0.9300 . ?
C28 N5 1.327(3) . ?
C28 H28 0.9300 . ?
N1 Zn1 1.9701(17) . ?
N2 H2 0.8600 . ?
N3 Zn1 1.9737(16) . ?
N4 H4 0.8600 . ?
N5 Zn1 2.0807(16) . ?
N6 Zn1 2.0830(17) . ?
O1W H1W 0.8700 . ?
O1W H2W 0.8700 . ?

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 C1 N1 122.6(2) . . ?
O1 C1 N2 119.8(2) . . ?
N1 C1 N2 117.65(19) . . ?
O2 C2 N2 121.4(2) . . ?
O2 C2 C3 121.4(2) . . ?
N2 C2 C3 117.14(19) . . ?
C4 C3 C2 112.91(19) . . ?
C4 C3 C7 110.8(2) . . ?
C2 C3 C7 107.3(2) . . ?
C4 C3 C5 108.0(2) . . ?
C2 C3 C5 110.1(2) . . ?
C7 C3 C5 107.6(3) . . ?
O3 C4 N1 117.36(19) . . ?
O3 C4 C3 119.90(19) . . ?
N1 C4 C3 122.70(17) . . ?
C6 C5 C3 113.7(3) . . ?
C6 C5 H5A 108.8 . . ?
C3 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C3 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C3 114.6(3) . . ?
C8 C7 H7A 108.6 . . ?
C3 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C3 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 N3 122.44(18) . . ?
O4 C9 N4 119.87(18) . . ?
N3 C9 N4 117.68(17) . . ?
O5 C10 N4 121.6(2) . . ?
O5 C10 C11 121.4(2) . . ?
N4 C10 C11 117.06(18) . . ?
C12 C11 C10 113.45(16) . . ?
C12 C11 C13 107.73(18) . . ?
C10 C11 C13 108.62(19) . . ?
C12 C11 C15 108.93(18) . . ?
C10 C11 C15 108.25(18) . . ?
C13 C11 C15 109.83(18) . . ?
O6 C12 N3 118.43(18) . . ?
O6 C12 C11 119.64(17) . . ?
N3 C12 C11 121.92(16) . . ?
C14 C13 C11 113.9(2) . . ?
C14 C13 H13A 108.8 . . ?
C11 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C11 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C11 113.9(2) . . ?
C16 C15 H15A 108.8 . . ?
C11 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C11 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N5 C17 C25 122.8(2) . . ?
N5 C17 C18 117.40(17) . . ?
C25 C17 C18 119.76(19) . . ?
N6 C18 C22 122.75(19) . . ?
N6 C18 C17 117.34(18) . . ?
C22 C18 C17 119.91(19) . . ?
N6 C19 C20 121.9(2) . . ?
N6 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.1(2) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C18 C22 C21 116.6(2) . . ?
C18 C22 C23 119.0(2) . . ?
C21 C22 C23 124.4(2) . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 121.3(2) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C17 C25 C26 117.2(2) . . ?
C17 C25 C24 119.0(2) . . ?
C26 C25 C24 123.8(2) . . ?
C27 C26 C25 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C28 119.8(2) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
N5 C28 C27 122.1(2) . . ?
N5 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C4 N1 C1 122.33(18) . . ?
C4 N1 Zn1 109.84(12) . . ?
C1 N1 Zn1 127.75(15) . . ?
C2 N2 C1 126.84(18) . . ?
C2 N2 H2 116.6 . . ?
C1 N2 H2 116.6 . . ?
C12 N3 C9 122.55(17) . . ?
C12 N3 Zn1 111.00(12) . . ?
C9 N3 Zn1 126.20(13) . . ?
C10 N4 C9 127.17(17) . . ?
C10 N4 H4 116.4 . . ?
C9 N4 H4 116.4 . . ?
C28 N5 C17 118.57(18) . . ?
C28 N5 Zn1 128.79(15) . . ?
C17 N5 Zn1 112.56(13) . . ?
C19 N6 C18 118.79(19) . . ?
C19 N6 Zn1 128.72(15) . . ?
C18 N6 Zn1 112.48(13) . . ?
N1 Zn1 N3 119.85(7) . . ?
N1 Zn1 N5 113.84(7) . . ?
N3 Zn1 N5 110.58(6) . . ?
N1 Zn1 N6 112.90(7) . . ?
N3 Zn1 N6 112.94(7) . . ?
N5 Zn1 N6 80.04(7) . . ?
H1W O1W H2W 105.00 . . ?

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 C2 C3 C4 -178.7(2) . . . . ?
N2 C2 C3 C4 2.3(3) . . . . ?
O2 C2 C3 C7 58.9(4) . . . . ?
N2 C2 C3 C7 -120.1(3) . . . . ?
O2 C2 C3 C5 -58.0(3) . . . . ?
N2 C2 C3 C5 123.0(3) . . . . ?
C2 C3 C4 O3 -179.3(2) . . . . ?
C7 C3 C4 O3 -58.9(3) . . . . ?
C5 C3 C4 O3 58.7(3) . . . . ?
C2 C3 C4 N1 3.2(3) . . . . ?
C7 C3 C4 N1 123.6(3) . . . . ?
C5 C3 C4 N1 -118.8(3) . . . . ?
C4 C3 C5 C6 53.9(4) . . . . ?
C2 C3 C5 C6 -69.8(3) . . . . ?
C7 C3 C5 C6 173.5(3) . . . . ?
C4 C3 C7 C8 -64.5(4) . . . . ?
C2 C3 C7 C8 59.1(4) . . . . ?
C5 C3 C7 C8 177.7(3) . . . . ?
O5 C10 C11 C12 175.1(3) . . . . ?
N4 C10 C11 C12 -4.9(3) . . . . ?
O5 C10 C11 C13 -65.2(3) . . . . ?
N4 C10 C11 C13 114.9(2) . . . . ?
O5 C10 C11 C15 54.0(3) . . . . ?
N4 C10 C11 C15 -125.9(2) . . . . ?
C10 C11 C12 O6 -176.9(2) . . . . ?
C13 C11 C12 O6 62.8(2) . . . . ?
C15 C11 C12 O6 -56.3(3) . . . . ?
C10 C11 C12 N3 4.1(3) . . . . ?
C13 C11 C12 N3 -116.2(2) . . . . ?
C15 C11 C12 N3 124.7(2) . . . . ?
C12 C11 C13 C14 62.9(3) . . . . ?
C10 C11 C13 C14 -60.3(3) . . . . ?
C15 C11 C13 C14 -178.5(3) . . . . ?
C12 C11 C15 C16 -59.9(3) . . . . ?
C10 C11 C15 C16 63.9(3) . . . . ?
C13 C11 C15 C16 -177.7(3) . . . . ?
N5 C17 C18 N6 -1.9(3) . . . . ?
C25 C17 C18 N6 178.97(18) . . . . ?
N5 C17 C18 C22 177.73(18) . . . . ?
C25 C17 C18 C22 -1.4(3) . . . . ?
N6 C19 C20 C21 0.7(4) . . . . ?
C19 C20 C21 C22 -0.7(4) . . . . ?
N6 C18 C22 C21 1.7(3) . . . . ?
C17 C18 C22 C21 -177.8(2) . . . . ?
N6 C18 C22 C23 -177.9(2) . . . . ?
C17 C18 C22 C23 2.6(3) . . . . ?
C20 C21 C22 C18 -0.5(4) . . . . ?
C20 C21 C22 C23 179.1(3) . . . . ?
C18 C22 C23 C24 -2.1(4) . . . . ?
C21 C22 C23 C24 178.3(3) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
N5 C17 C25 C26 -0.6(3) . . . . ?
C18 C17 C25 C26 178.5(2) . . . . ?
N5 C17 C25 C24 -179.4(2) . . . . ?
C18 C17 C25 C24 -0.2(3) . . . . ?
C23 C24 C25 C17 0.8(4) . . . . ?
C23 C24 C25 C26 -177.9(2) . . . . ?
C17 C25 C26 C27 0.2(4) . . . . ?
C24 C25 C26 C27 179.0(2) . . . . ?
C25 C26 C27 C28 0.4(4) . . . . ?
C26 C27 C28 N5 -0.8(4) . . . . ?
O3 C4 N1 C1 177.9(2) . . . . ?
C3 C4 N1 C1 -4.6(3) . . . . ?
O3 C4 N1 Zn1 0.8(3) . . . . ?
C3 C4 N1 Zn1 178.30(18) . . . . ?
O1 C1 N1 C4 179.3(3) . . . . ?
N2 C1 N1 C4 0.1(3) . . . . ?
O1 C1 N1 Zn1 -4.1(4) . . . . ?
N2 C1 N1 Zn1 176.72(16) . . . . ?
O2 C2 N2 C1 173.8(3) . . . . ?
C3 C2 N2 C1 -7.2(4) . . . . ?
O1 C1 N2 C2 -173.1(3) . . . . ?
N1 C1 N2 C2 6.2(4) . . . . ?
O6 C12 N3 C9 179.49(19) . . . . ?
C11 C12 N3 C9 -1.5(3) . . . . ?
O6 C12 N3 Zn1 4.8(2) . . . . ?
C11 C12 N3 Zn1 -176.16(15) . . . . ?
O4 C9 N3 C12 178.65(19) . . . . ?
N4 C9 N3 C12 -0.4(3) . . . . ?
O4 C9 N3 Zn1 -7.5(3) . . . . ?
N4 C9 N3 Zn1 173.43(14) . . . . ?
O5 C10 N4 C9 -176.3(3) . . . . ?
C11 C10 N4 C9 3.7(4) . . . . ?
O4 C9 N4 C10 -179.9(2) . . . . ?
N3 C9 N4 C10 -0.8(3) . . . . ?
C27 C28 N5 C17 0.4(3) . . . . ?
C27 C28 N5 Zn1 176.75(18) . . . . ?
C25 C17 N5 C28 0.3(3) . . . . ?
C18 C17 N5 C28 -178.89(19) . . . . ?
C25 C17 N5 Zn1 -176.65(16) . . . . ?
C18 C17 N5 Zn1 4.2(2) . . . . ?
C20 C19 N6 C18 0.5(4) . . . . ?
C20 C19 N6 Zn1 179.69(19) . . . . ?
C22 C18 N6 C19 -1.8(3) . . . . ?
C17 C18 N6 C19 177.8(2) . . . . ?
C22 C18 N6 Zn1 178.92(16) . . . . ?
C17 C18 N6 Zn1 -1.5(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
N2 H2 O6 0.86 2.05 2.858(2) 156.2 2
N4 H4 O3 0.86 1.96 2.795(2) 164.0 2_666
N2 H2 O6 0.86 2.05 2.858(2) 156.2 2
N4 H4 O3 0.86 1.96 2.795(2) 164.0 2_666
O1W H1W O1 0.87 2.410 3.251(6) 163.6(3) 2_655
O1W H2W O5 0.87 2.240 3.092(5) 166.8(3) 2_666

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.049

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound_IIA
_database_code_depnum_ccdc_archive 'CCDC 1477456'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H30 Cu N6 O6'
_chemical_formula_sum            'C28 H30 Cu N6 O6'
_chemical_formula_weight         610.12

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15

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

_cell_length_a                   17.3587(11)
_cell_length_b                   18.5081(9)
_cell_length_c                   8.7157(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.057(5)
_cell_angle_gamma                90.00
_cell_volume                     2738.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10520
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.00

_exptl_crystal_description       needle
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.030
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1268
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.8009
_exptl_absorpt_correction_T_max  0.9660
_exptl_absorpt_process_details   '(X-RED32; Stoe & Cie, 2002)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10337
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0617
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         26.50
_reflns_number_total             2842
_reflns_number_gt                2076
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       X-AREA
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2842
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.0864
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.61957(17) 0.58714(17) 0.6057(3) 0.0453(7) Uani 1 1 d . . .
H1 H 0.6391 0.6318 0.5832 0.054 Uiso 1 1 calc R . .
C2 C 0.65367(18) 0.52426(19) 0.5609(4) 0.0517(8) Uani 1 1 d . . .
H2 H 0.6955 0.5277 0.5097 0.062 Uiso 1 1 calc R . .
C3 C 0.62622(19) 0.45824(18) 0.5916(4) 0.0531(8) Uani 1 1 d . . .
H3 H 0.6486 0.4165 0.5607 0.064 Uiso 1 1 calc R . .
C4 C 0.56328(18) 0.45386(15) 0.6709(3) 0.0436(7) Uani 1 1 d . . .
C5 C 0.53229(15) 0.51926(14) 0.7101(3) 0.0358(6) Uani 1 1 d . . .
C6 C 0.5295(2) 0.38774(16) 0.7110(4) 0.0558(9) Uani 1 1 d . . .
H6 H 0.5487 0.3440 0.6824 0.067 Uiso 1 1 calc R . .
C7 C 0.43869(16) 0.78528(17) 0.9102(3) 0.0459(7) Uani 1 1 d . . .
C8 C 0.38377(15) 0.84810(15) 0.9261(3) 0.0404(7) Uani 1 1 d . . .
C9 C 0.30324(15) 0.84079(16) 0.8187(3) 0.0405(6) Uani 1 1 d . . .
C10 C 0.35456(14) 0.74527(15) 0.6734(3) 0.0350(6) Uani 1 1 d . . .
C11 C 0.4226(2) 0.9164(2) 0.8664(4) 0.0665(10) Uani 1 1 d . . .
H11A H 0.4764 0.9198 0.9252 0.080 Uiso 1 1 calc R . .
H11B H 0.4248 0.9084 0.7574 0.080 Uiso 1 1 calc R . .
C12 C 0.3838(3) 0.9871(2) 0.8775(6) 0.1036(16) Uani 1 1 d . . .
H12A H 0.4125 1.0244 0.8373 0.155 Uiso 1 1 calc R . .
H12B H 0.3830 0.9971 0.9853 0.155 Uiso 1 1 calc R . .
H12C H 0.3308 0.9855 0.8172 0.155 Uiso 1 1 calc R . .
C13 C 0.37765(19) 0.85832(19) 1.0958(4) 0.0547(8) Uani 1 1 d . . .
H13A H 0.4299 0.8676 1.1580 0.066 Uiso 1 1 calc R . .
H13B H 0.3457 0.9007 1.1028 0.066 Uiso 1 1 calc R . .
C14 C 0.3431(3) 0.7957(3) 1.1654(5) 0.0865(13) Uani 1 1 d . . .
H14A H 0.3408 0.8065 1.2721 0.130 Uiso 1 1 calc R . .
H14B H 0.3753 0.7537 1.1628 0.130 Uiso 1 1 calc R . .
H14C H 0.2908 0.7865 1.1061 0.130 Uiso 1 1 calc R . .
N1 N 0.56005(12) 0.58475(12) 0.6793(3) 0.0362(5) Uani 1 1 d . . .
N2 N 0.42195(12) 0.74069(12) 0.7838(3) 0.0374(5) Uani 1 1 d . . .
N3 N 0.29918(12) 0.79695(12) 0.6917(3) 0.0397(5) Uani 1 1 d . . .
H3A H 0.2588 0.8017 0.6162 0.048 Uiso 1 1 calc R . .
O1 O 0.49919(14) 0.77746(17) 1.0084(3) 0.0871(9) Uani 1 1 d . . .
O2 O 0.24617(12) 0.87411(13) 0.8394(3) 0.0577(6) Uani 1 1 d . . .
O3 O 0.34046(11) 0.70441(11) 0.5609(2) 0.0467(5) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.66839(3) 0.7500 0.03269(15) Uani 1 2 d S . .


_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
C1 N1 1.326(4) . ?
C1 C2 1.398(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.412(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(4) . ?
C4 C6 1.432(4) . ?
C5 N1 1.352(3) . ?
C5 C5 1.437(6) 2_656 ?
C6 C6 1.342(7) 2_656 ?
C6 H6 0.9300 . ?
C7 O1 1.217(3) . ?
C7 N2 1.358(4) . ?
C7 C8 1.528(4) . ?
C8 C13 1.517(4) . ?
C8 C9 1.517(4) . ?
C8 C11 1.571(5) . ?
C9 O2 1.212(3) . ?
C9 N3 1.362(3) . ?
C10 O3 1.222(3) . ?
C10 N2 1.353(3) . ?
C10 N3 1.389(3) . ?
C11 C12 1.483(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.492(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N1 Cu1 2.032(2) . ?
N2 Cu1 1.970(2) . ?
N3 H3A 0.8600 . ?
Cu1 N2 1.970(2) 2_656 ?
Cu1 N1 2.032(2) 2_656 ?

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
N1 C1 C2 121.7(3) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 116.6(3) . . ?
C5 C4 C6 118.9(3) . . ?
C3 C4 C6 124.5(3) . . ?
N1 C5 C4 123.9(3) . . ?
N1 C5 C5 116.27(15) . 2_656 ?
C4 C5 C5 119.87(18) . 2_656 ?
C6 C6 C4 121.22(18) 2_656 . ?
C6 C6 H6 119.4 2_656 . ?
C4 C6 H6 119.4 . . ?
O1 C7 N2 120.3(3) . . ?
O1 C7 C8 119.4(3) . . ?
N2 C7 C8 120.2(2) . . ?
C13 C8 C9 111.7(2) . . ?
C13 C8 C7 110.8(2) . . ?
C9 C8 C7 112.8(2) . . ?
C13 C8 C11 110.2(3) . . ?
C9 C8 C11 105.7(2) . . ?
C7 C8 C11 105.3(2) . . ?
O2 C9 N3 121.3(2) . . ?
O2 C9 C8 122.6(3) . . ?
N3 C9 C8 116.0(2) . . ?
O3 C10 N2 122.0(2) . . ?
O3 C10 N3 119.4(2) . . ?
N2 C10 N3 118.5(2) . . ?
C12 C11 C8 117.1(3) . . ?
C12 C11 H11A 108.0 . . ?
C8 C11 H11A 108.0 . . ?
C12 C11 H11B 108.0 . . ?
C8 C11 H11B 108.0 . . ?
H11A C11 H11B 107.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C8 114.6(3) . . ?
C14 C13 H13A 108.6 . . ?
C8 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C8 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 N1 C5 118.2(2) . . ?
C1 N1 Cu1 128.5(2) . . ?
C5 N1 Cu1 113.32(18) . . ?
C10 N2 C7 123.1(2) . . ?
C10 N2 Cu1 117.08(18) . . ?
C7 N2 Cu1 119.79(17) . . ?
C9 N3 C10 125.7(2) . . ?
C9 N3 H3A 117.1 . . ?
C10 N3 H3A 117.1 . . ?
N2 Cu1 N2 94.42(13) 2_656 . ?
N2 Cu1 N1 167.20(8) 2_656 2_656 ?
N2 Cu1 N1 93.42(9) . 2_656 ?
N2 Cu1 N1 93.42(9) 2_656 . ?
N2 Cu1 N1 167.20(8) . . ?
N1 Cu1 N1 80.79(13) 2_656 . ?

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
N1 C1 C2 C3 0.2(5) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 1.2(4) . . . . ?
C2 C3 C4 C6 -179.6(3) . . . . ?
C3 C4 C5 N1 -1.4(4) . . . . ?
C6 C4 C5 N1 179.4(2) . . . . ?
C3 C4 C5 C5 179.5(3) . . . 2_656 ?
C6 C4 C5 C5 0.2(4) . . . 2_656 ?
C5 C4 C6 C6 -2.0(5) . . . 2_656 ?
C3 C4 C6 C6 178.8(3) . . . 2_656 ?
O1 C7 C8 C13 -40.6(4) . . . . ?
N2 C7 C8 C13 142.5(3) . . . . ?
O1 C7 C8 C9 -166.7(3) . . . . ?
N2 C7 C8 C9 16.5(4) . . . . ?
O1 C7 C8 C11 78.5(4) . . . . ?
N2 C7 C8 C11 -98.4(3) . . . . ?
C13 C8 C9 O2 35.9(4) . . . . ?
C7 C8 C9 O2 161.5(3) . . . . ?
C11 C8 C9 O2 -83.9(4) . . . . ?
C13 C8 C9 N3 -147.2(3) . . . . ?
C7 C8 C9 N3 -21.6(4) . . . . ?
C11 C8 C9 N3 92.9(3) . . . . ?
C13 C8 C11 C12 -56.9(4) . . . . ?
C9 C8 C11 C12 63.9(4) . . . . ?
C7 C8 C11 C12 -176.4(3) . . . . ?
C9 C8 C13 C14 64.1(4) . . . . ?
C7 C8 C13 C14 -62.6(4) . . . . ?
C11 C8 C13 C14 -178.7(3) . . . . ?
C2 C1 N1 C5 -0.3(4) . . . . ?
C2 C1 N1 Cu1 -178.3(2) . . . . ?
C4 C5 N1 C1 0.9(4) . . . . ?
C5 C5 N1 C1 -179.9(3) 2_656 . . . ?
C4 C5 N1 Cu1 179.2(2) . . . . ?
C5 C5 N1 Cu1 -1.6(3) 2_656 . . . ?
O3 C10 N2 C7 -179.7(3) . . . . ?
N3 C10 N2 C7 -1.4(4) . . . . ?
O3 C10 N2 Cu1 3.3(4) . . . . ?
N3 C10 N2 Cu1 -178.38(19) . . . . ?
O1 C7 N2 C10 177.9(3) . . . . ?
C8 C7 N2 C10 -5.2(4) . . . . ?
O1 C7 N2 Cu1 -5.2(4) . . . . ?
C8 C7 N2 Cu1 171.7(2) . . . . ?
O2 C9 N3 C10 -165.4(3) . . . . ?
C8 C9 N3 C10 17.7(4) . . . . ?
O3 C10 N3 C9 172.8(3) . . . . ?
N2 C10 N3 C9 -5.5(4) . . . . ?
C10 N2 Cu1 N2 112.2(2) . . . 2_656 ?
C7 N2 Cu1 N2 -64.9(2) . . . 2_656 ?
C10 N2 Cu1 N1 -77.9(2) . . . 2_656 ?
C7 N2 Cu1 N1 105.0(2) . . . 2_656 ?
C10 N2 Cu1 N1 -15.4(6) . . . . ?
C7 N2 Cu1 N1 167.5(4) . . . . ?
C1 N1 Cu1 N2 -12.8(2) . . . 2_656 ?
C5 N1 Cu1 N2 169.09(18) . . . 2_656 ?
C1 N1 Cu1 N2 114.9(5) . . . . ?
C5 N1 Cu1 N2 -63.2(5) . . . . ?
C1 N1 Cu1 N1 178.7(3) . . . 2_656 ?
C5 N1 Cu1 N1 0.58(13) . . . 2_656 ?

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
N3 H3A O3 0.86 2.06 2.914(3) 170.9 7_566

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_Compound_II
_database_code_depnum_ccdc_archive 'CCDC 1477457'
_audit_update_record             
;
2016-05-01 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-04-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H30 Cu N6 O6, H2 O'
_chemical_formula_sum            'C28 H32 Cu N6 O7'
_chemical_formula_weight         628.15
_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'
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                   8.9512(7)
_cell_length_b                   11.0013(8)
_cell_length_c                   15.8516(13)
_cell_angle_alpha                71.113(6)
_cell_angle_beta                 77.927(6)
_cell_angle_gamma                84.721(6)
_cell_volume                     1443.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_T_max  0.9614
_exptl_absorpt_correction_T_min  0.8950
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED32; Stoe & Cie, 2002)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             654
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13624
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_min         2.328
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3712
_reflns_number_total             5925
_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       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         5925
_refine_ls_number_restraints     59
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      0.950
_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] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.1057
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H1WA-O1W
 0.83 with sigma of 0.02
 H1WB-O1W
 0.83 with sigma of 0.02
 H1WA-H7WB
 1.35 with sigma of 0.02
 C14-C17A = C14-C18A = C14-C19A = C14-C20A
 1.54 with sigma of 0.002
 C17A-C17B = C18A-C18B = C19A-C19B = C20A-C20B
 1.54 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(C17A) \\sim Ueq, Uanis(C17B) \\sim Ueq, Uanis(C18A) \\sim Ueq,
Uanis(C18B) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C19B) \\sim Ueq,
Uanis(C20A) \\sim Ueq, Uanis(C20B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(C18B)=Sof(H18C)=Sof(H18D)=Sof(H18E)=1-FVAR(1)
 Sof(C17A)=Sof(H17A)=Sof(H17B)=Sof(C17B)=Sof(H17C)=Sof(H17D)=Sof(H17E)=FVAR(1)
 Sof(C20A)=Sof(H20A)=Sof(H20B)=Sof(C20B)=Sof(H20C)=Sof(H20D)=Sof(H20E)=1-FVAR(2)
 Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(C19B)=Sof(H19C)=Sof(H19D)=Sof(H19E)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C17A(H17A,H17B), C18A(H18A,H18B), C19A(H19A,H19B), C20A(H20A,H20B), C25(H25A,
 H25B), C27(H27A,H27B)
5.b Me refined with riding coordinates:
 C17B(H17C,H17D,H17E), C18B(H18C,H18D,H18E), C19B(H19C,H19D,H19E), C20B(H20C,
 H20D,H20E), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), N4(H4),
 N6(H6A)
;
_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
C1 C 0.4454(5) 0.4504(4) 0.7575(3) 0.0616(11) Uani 1 1 d . . . . .
H1 H 0.4290 0.3892 0.8147 0.074 Uiso 1 1 calc R . . . .
C2 C 0.3520(5) 0.5613(4) 0.7419(4) 0.0695(13) Uani 1 1 d . . . . .
H2 H 0.2749 0.5727 0.7883 0.083 Uiso 1 1 calc R . . . .
C3 C 0.3735(5) 0.6521(4) 0.6592(3) 0.0603(11) Uani 1 1 d . . . . .
H3 H 0.3119 0.7263 0.6492 0.072 Uiso 1 1 calc R . . . .
C4 C 0.4889(4) 0.6343(3) 0.5885(3) 0.0471(9) Uani 1 1 d . . . . .
C5 C 0.5225(5) 0.7218(3) 0.4994(3) 0.0547(10) Uani 1 1 d . . . . .
H5 H 0.4645 0.7977 0.4845 0.066 Uiso 1 1 calc R . . . .
C6 C 0.6361(5) 0.6981(3) 0.4357(3) 0.0546(10) Uani 1 1 d . . . . .
H6 H 0.6549 0.7576 0.3778 0.066 Uiso 1 1 calc R . . . .
C7 C 0.7288(4) 0.5826(3) 0.4556(2) 0.0430(8) Uani 1 1 d . . . . .
C8 C 0.8495(5) 0.5509(4) 0.3930(3) 0.0521(10) Uani 1 1 d . . . . .
H8 H 0.8763 0.6076 0.3346 0.063 Uiso 1 1 calc R . . . .
C9 C 0.9266(4) 0.4368(4) 0.4188(3) 0.0509(9) Uani 1 1 d . . . . .
H9 H 1.0064 0.4147 0.3779 0.061 Uiso 1 1 calc R . . . .
C10 C 0.8859(4) 0.3533(3) 0.5062(3) 0.0463(9) Uani 1 1 d . . . . .
H10 H 0.9389 0.2750 0.5221 0.056 Uiso 1 1 calc R . . . .
C11 C 0.6967(4) 0.4942(3) 0.5428(2) 0.0373(8) Uani 1 1 d . . . . .
C12 C 0.5774(4) 0.5194(3) 0.6107(2) 0.0403(8) Uani 1 1 d . . . . .
C13 C 0.8102(5) 0.3149(4) 0.8459(3) 0.0579(10) Uani 1 1 d . . . . .
C14 C 0.8534(5) 0.2843(5) 0.9378(3) 0.0813(15) Uani 1 1 d D . . . .
C15 C 0.7613(6) 0.1820(5) 1.0107(3) 0.0750(13) Uani 1 1 d . . . . .
C16 C 0.6270(5) 0.1516(4) 0.9006(3) 0.0508(9) Uani 1 1 d . . . . .
C17A C 1.0277(6) 0.2921(9) 0.9263(8) 0.099(4) Uani 0.575(12) 1 d D U P A 1
H17A H 1.0679 0.3660 0.8760 0.118 Uiso 0.575(12) 1 calc R . P A 1
H17B H 1.0565 0.2952 0.9813 0.118 Uiso 0.575(12) 1 calc R . P A 1
C17B C 1.0811(16) 0.1652(10) 0.9069(9) 0.111(5) Uani 0.575(12) 1 d D U P A 1
H17C H 1.1906 0.1576 0.8982 0.167 Uiso 0.575(12) 1 calc R . P A 1
H17D H 1.0375 0.0944 0.9573 0.167 Uiso 0.575(12) 1 calc R . P A 1
H17E H 1.0487 0.1645 0.8530 0.167 Uiso 0.575(12) 1 calc R . P A 1
C18A C 0.9972(10) 0.1957(11) 0.9364(11) 0.103(6) Uani 0.425(12) 1 d D U P A 2
H18A H 1.0120 0.1601 0.9987 0.124 Uiso 0.425(12) 1 calc R . P A 2
H18B H 0.9723 0.1245 0.9189 0.124 Uiso 0.425(12) 1 calc R . P A 2
C18B C 1.1535(14) 0.2434(17) 0.8781(10) 0.103(6) Uani 0.425(12) 1 d D U P A 2
H18C H 1.2274 0.1736 0.8870 0.154 Uiso 0.425(12) 1 calc R . P A 2
H18D H 1.1453 0.2752 0.8152 0.154 Uiso 0.425(12) 1 calc R . P A 2
H18E H 1.1854 0.3111 0.8957 0.154 Uiso 0.425(12) 1 calc R . P A 2
C19A C 0.9085(18) 0.3818(15) 0.9749(13) 0.125(7) Uani 0.420(19) 1 d D U P A 3
H19A H 0.9830 0.4392 0.9298 0.150 Uiso 0.420(19) 1 calc R . P A 3
H19B H 0.9504 0.3399 1.0292 0.150 Uiso 0.420(19) 1 calc R . P A 3
C19B C 0.755(2) 0.4515(16) 0.9956(16) 0.123(7) Uani 0.420(19) 1 d D U P A 3
H19C H 0.7694 0.5177 1.0201 0.184 Uiso 0.420(19) 1 calc R . P A 3
H19D H 0.7155 0.4892 0.9406 0.184 Uiso 0.420(19) 1 calc R . P A 3
H19E H 0.6833 0.3910 1.0389 0.184 Uiso 0.420(19) 1 calc R . P A 3
C20A C 0.8156(17) 0.4101(8) 0.9619(9) 0.104(5) Uani 0.580(19) 1 d D U P A 4
H20A H 0.8535 0.4004 1.0168 0.125 Uiso 0.580(19) 1 calc R . P A 4
H20B H 0.8724 0.4782 0.9137 0.125 Uiso 0.580(19) 1 calc R . P A 4
C20B C 0.6469(17) 0.4550(13) 0.9768(11) 0.142(7) Uani 0.580(19) 1 d D U P A 4
H20C H 0.6390 0.5339 0.9913 0.213 Uiso 0.580(19) 1 calc R . P A 4
H20D H 0.6077 0.4687 0.9224 0.213 Uiso 0.580(19) 1 calc R . P A 4
H20E H 0.5887 0.3905 1.0259 0.213 Uiso 0.580(19) 1 calc R . P A 4
C21 C 0.7130(4) 0.0304(3) 0.6897(2) 0.0420(8) Uani 1 1 d . . . . .
C22 C 0.7695(4) -0.1071(3) 0.6968(3) 0.0455(9) Uani 1 1 d . . . . .
C23 C 0.9420(4) -0.1252(4) 0.6900(3) 0.0534(10) Uani 1 1 d . . . . .
C24 C 0.9576(4) 0.0903(3) 0.6980(3) 0.0454(9) Uani 1 1 d . . . . .
C25 C 0.6959(5) -0.1963(4) 0.7900(3) 0.0671(12) Uani 1 1 d . . . . .
H25A H 0.5859 -0.1832 0.7970 0.080 Uiso 1 1 calc R . . . .
H25B H 0.7187 -0.2845 0.7905 0.080 Uiso 1 1 calc R . . . .
C26 C 0.7440(7) -0.1803(5) 0.8709(3) 0.0898(16) Uani 1 1 d . . . . .
H26A H 0.6914 -0.2404 0.9254 0.135 Uiso 1 1 calc R . . . .
H26B H 0.8522 -0.1959 0.8663 0.135 Uiso 1 1 calc R . . . .
H26C H 0.7190 -0.0943 0.8728 0.135 Uiso 1 1 calc R . . . .
C27 C 0.7228(5) -0.1453(4) 0.6209(3) 0.0651(12) Uani 1 1 d . . . . .
H27A H 0.7542 -0.2342 0.6277 0.078 Uiso 1 1 calc R . . . .
H27B H 0.6123 -0.1398 0.6286 0.078 Uiso 1 1 calc R . . . .
C28 C 0.7896(6) -0.0639(5) 0.5258(3) 0.0857(16) Uani 1 1 d . . . . .
H28A H 0.7552 -0.0937 0.4827 0.129 Uiso 1 1 calc R . . . .
H28B H 0.7570 0.0241 0.5176 0.129 Uiso 1 1 calc R . . . .
H28C H 0.8992 -0.0703 0.5167 0.129 Uiso 1 1 calc R . . . .
N1 N 0.5569(3) 0.4293(3) 0.6934(2) 0.0462(7) Uani 1 1 d . . . . .
N2 N 0.7750(3) 0.3797(2) 0.56835(19) 0.0386(6) Uani 1 1 d . . . . .
N3 N 0.7062(4) 0.2442(3) 0.8316(2) 0.0483(7) Uani 1 1 d . . . . .
N4 N 0.6574(4) 0.1232(3) 0.9872(2) 0.0636(9) Uani 1 1 d . . . . .
H4 H 0.6059 0.0631 1.0296 0.076 Uiso 1 1 calc R . . . .
N5 N 0.8061(3) 0.1168(2) 0.69381(19) 0.0404(7) Uani 1 1 d . . . . .
N6 N 1.0184(3) -0.0285(3) 0.6954(2) 0.0477(8) Uani 1 1 d . . . . .
H6A H 1.1139 -0.0424 0.6974 0.057 Uiso 1 1 calc R . . . .
O1 O 0.8712(4) 0.4034(3) 0.7808(2) 0.0734(9) Uani 1 1 d . . . . .
O2 O 0.7791(6) 0.1519(4) 1.0887(3) 0.1255(17) Uani 1 1 d . . . . .
O3 O 0.5270(3) 0.0928(3) 0.88883(19) 0.0667(8) Uani 1 1 d . . . . .
O4 O 0.5807(3) 0.0635(2) 0.68123(19) 0.0557(7) Uani 1 1 d . . . . .
O5 O 1.0079(3) -0.2243(3) 0.6833(3) 0.0946(12) Uani 1 1 d . . . . .
O6 O 1.0394(3) 0.1704(3) 0.7006(2) 0.0756(9) Uani 1 1 d . . . . .
O1W O 0.3206(3) 0.9188(3) 0.7239(3) 0.0706(8) Uani 1 1 d D . . . .
Cu1 Cu 0.70977(5) 0.28173(4) 0.70134(3) 0.04084(14) Uani 1 1 d . . . . .
H1WA H 0.386(4) 0.975(4) 0.706(3) 0.083(17) Uiso 1 1 d D . . . .
H1WB H 0.292(6) 0.907(5) 0.7806(15) 0.11(2) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag

C1 H1 0.9300 . ?
C1 C2 1.397(6) . ?
C1 N1 1.329(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.354(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.408(5) . ?
C4 C5 1.418(6) . ?
C4 C12 1.412(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.347(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.435(5) . ?
C7 C8 1.406(5) . ?
C7 C11 1.398(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.359(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.387(5) . ?
C10 H10 0.9300 . ?
C10 N2 1.328(4) . ?
C11 C12 1.426(5) . ?
C11 N2 1.367(4) . ?
C12 N1 1.351(4) . ?
C13 C14 1.510(6) . ?
C13 N3 1.363(5) . ?
C13 O1 1.233(5) . ?
C14 C15 1.487(6) . ?
C14 C17A 1.539(2) . ?
C14 C18A 1.542(2) . ?
C14 C19A 1.538(2) . ?
C14 C20A 1.542(2) . ?
C15 N4 1.354(6) . ?
C15 O2 1.213(5) . ?
C16 N3 1.350(5) . ?
C16 N4 1.385(5) . ?
C16 O3 1.229(5) . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C17A C17B 1.539(2) . ?
C17B H17C 0.9600 . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
C18A C18B 1.539(2) . ?
C18B H18C 0.9600 . ?
C18B H18D 0.9600 . ?
C18B H18E 0.9600 . ?
C19A H19A 0.9700 . ?
C19A H19B 0.9700 . ?
C19A C19B 1.539(2) . ?
C19B H19C 0.9600 . ?
C19B H19D 0.9600 . ?
C19B H19E 0.9600 . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C20A C20B 1.539(2) . ?
C20B H20C 0.9600 . ?
C20B H20D 0.9600 . ?
C20B H20E 0.9600 . ?
C21 C22 1.527(5) . ?
C21 N5 1.346(4) . ?
C21 O4 1.229(4) . ?
C22 C23 1.524(5) . ?
C22 C25 1.534(6) . ?
C22 C27 1.538(6) . ?
C23 N6 1.349(4) . ?
C23 O5 1.216(4) . ?
C24 N5 1.372(4) . ?
C24 N6 1.379(4) . ?
C24 O6 1.211(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.501(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.510(7) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N4 H4 0.8600 . ?
N6 H6A 0.8600 . ?
O1W H1WA 0.832(19) . ?
O1W H1WB 0.850(19) . ?
N1 Cu1 2.014(3) . ?
N2 Cu1 2.019(3) . ?
N3 Cu1 1.964(3) . ?
N5 Cu1 1.964(3) . ?
O1 Cu1 2.770(3) . ?



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


C2 C1 H1 118.8 . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.3(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.1(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 125.4(3) . . ?
C3 C4 C12 115.8(4) . . ?
C12 C4 C5 118.8(3) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.1 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.1(4) . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 124.6(3) . . ?
C11 C7 C6 118.1(3) . . ?
C11 C7 C8 117.3(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 118.4 . . ?
N2 C10 C9 123.2(3) . . ?
N2 C10 H10 118.4 . . ?
C7 C11 C12 121.0(3) . . ?
N2 C11 C7 123.0(3) . . ?
N2 C11 C12 116.0(3) . . ?
C4 C12 C11 119.2(3) . . ?
N1 C12 C4 124.2(3) . . ?
N1 C12 C11 116.6(3) . . ?
N3 C13 C14 121.3(4) . . ?
O1 C13 C14 120.6(4) . . ?
O1 C13 N3 118.0(4) . . ?
C13 C14 C17A 109.8(5) . . ?
C13 C14 C18A 106.3(7) . . ?
C13 C14 C19A 125.5(9) . . ?
C13 C14 C20A 103.9(6) . . ?
C15 C14 C13 114.0(4) . . ?
C15 C14 C17A 123.2(6) . . ?
C15 C14 C18A 92.2(6) . . ?
C15 C14 C19A 112.1(8) . . ?
C15 C14 C20A 107.1(6) . . ?
N4 C15 C14 117.9(4) . . ?
O2 C15 C14 121.0(5) . . ?
O2 C15 N4 121.0(4) . . ?
N3 C16 N4 119.4(4) . . ?
O3 C16 N3 121.7(4) . . ?
O3 C16 N4 118.9(4) . . ?
C14 C17A H17A 111.6 . . ?
C14 C17A H17B 111.6 . . ?
H17A C17A H17B 109.4 . . ?
C17B C17A C14 100.7(7) . . ?
C17B C17A H17A 111.6 . . ?
C17B C17A H17B 111.6 . . ?
C17A C17B H17C 109.5 . . ?
C17A C17B H17D 109.5 . . ?
C17A C17B H17E 109.5 . . ?
H17C C17B H17D 109.5 . . ?
H17C C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C14 C18A H18A 106.7 . . ?
C14 C18A H18B 106.7 . . ?
H18A C18A H18B 106.6 . . ?
C18B C18A C14 122.6(9) . . ?
C18B C18A H18A 106.7 . . ?
C18B C18A H18B 106.7 . . ?
C18A C18B H18C 109.5 . . ?
C18A C18B H18D 109.5 . . ?
C18A C18B H18E 109.5 . . ?
H18C C18B H18D 109.5 . . ?
H18C C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C14 C19A H19A 112.0 . . ?
C14 C19A H19B 112.0 . . ?
C14 C19A C19B 98.7(9) . . ?
H19A C19A H19B 109.7 . . ?
C19B C19A H19A 112.0 . . ?
C19B C19A H19B 112.0 . . ?
C19A C19B H19C 109.5 . . ?
C19A C19B H19D 109.5 . . ?
C19A C19B H19E 109.5 . . ?
H19C C19B H19D 109.5 . . ?
H19C C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C14 C20A H20A 107.9 . . ?
C14 C20A H20B 107.9 . . ?
H20A C20A H20B 107.2 . . ?
C20B C20A C14 117.8(8) . . ?
C20B C20A H20A 107.9 . . ?
C20B C20A H20B 107.9 . . ?
C20A C20B H20C 109.5 . . ?
C20A C20B H20D 109.5 . . ?
C20A C20B H20E 109.5 . . ?
H20C C20B H20D 109.5 . . ?
H20C C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
N5 C21 C22 120.8(3) . . ?
O4 C21 C22 120.3(3) . . ?
O4 C21 N5 118.9(3) . . ?
C21 C22 C25 108.5(3) . . ?
C21 C22 C27 109.0(3) . . ?
C23 C22 C21 113.2(3) . . ?
C23 C22 C25 106.9(3) . . ?
C23 C22 C27 109.2(3) . . ?
C25 C22 C27 110.0(3) . . ?
N6 C23 C22 117.3(3) . . ?
O5 C23 C22 121.6(3) . . ?
O5 C23 N6 121.1(3) . . ?
N5 C24 N6 118.7(3) . . ?
O6 C24 N5 121.4(3) . . ?
O6 C24 N6 119.8(3) . . ?
C22 C25 H25A 108.2 . . ?
C22 C25 H25B 108.2 . . ?
H25A C25 H25B 107.4 . . ?
C26 C25 C22 116.3(4) . . ?
C26 C25 H25A 108.2 . . ?
C26 C25 H25B 108.2 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C27 H27A 108.6 . . ?
C22 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 C22 114.6(3) . . ?
C28 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 N1 C12 117.6(3) . . ?
C1 N1 Cu1 129.3(3) . . ?
C12 N1 Cu1 113.1(2) . . ?
C10 N2 C11 117.3(3) . . ?
C10 N2 Cu1 130.0(2) . . ?
C11 N2 Cu1 112.6(2) . . ?
C13 N3 Cu1 111.2(3) . . ?
C16 N3 C13 121.5(3) . . ?
C16 N3 Cu1 126.8(3) . . ?
C15 N4 C16 125.5(4) . . ?
C15 N4 H4 117.3 . . ?
C16 N4 H4 117.3 . . ?
C21 N5 C24 122.7(3) . . ?
C21 N5 Cu1 116.0(2) . . ?
C24 N5 Cu1 121.1(2) . . ?
C23 N6 C24 126.2(3) . . ?
C23 N6 H6A 116.9 . . ?
C24 N6 H6A 116.9 . . ?
H1WA O1W H1WB 105(3) . . ?
N1 Cu1 N2 81.46(12) . . ?
N3 Cu1 N1 94.74(12) . . ?
N3 Cu1 N2 154.28(11) . . ?
N5 Cu1 N1 160.61(12) . . ?
N5 Cu1 N2 95.94(11) . . ?
N5 Cu1 N3 95.59(12) . . ?
O1 Cu1 N1 86.99(11) . . ?
O1 Cu1 N2 101.45(11) . . ?
O1 Cu1 N3 52.86(7) . . ?
O1 Cu1 N5 112.34(11) . . ?

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
N4 H4 O3 0.86 2.08 2.928(4) 168.7 2_657
N6 H6A O1W 0.86 1.96 2.813(4) 170.4 1_645
O1W H1WA O4 0.832(19) 1.98(2) 2.782(4) 163(5) 1_565
O1W H1WB O2 0.850(19) 1.94(2) 2.784(5) 170(5) 2_667

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
C1 C2 C3 C4 0.7(7) . . . . ?
C2 C1 N1 C12 -0.5(6) . . . . ?
C2 C1 N1 Cu1 177.4(3) . . . . ?
C2 C3 C4 C5 179.9(4) . . . . ?
C2 C3 C4 C12 -0.7(6) . . . . ?
C3 C4 C5 C6 179.4(4) . . . . ?
C3 C4 C12 C11 180.0(3) . . . . ?
C3 C4 C12 N1 0.1(5) . . . . ?
C4 C5 C6 C7 -0.1(6) . . . . ?
C4 C12 N1 C1 0.5(5) . . . . ?
C4 C12 N1 Cu1 -177.7(3) . . . . ?
C5 C4 C12 C11 -0.6(5) . . . . ?
C5 C4 C12 N1 179.5(3) . . . . ?
C5 C6 C7 C8 -179.9(4) . . . . ?
C5 C6 C7 C11 0.8(5) . . . . ?
C6 C7 C8 C9 -178.1(4) . . . . ?
C6 C7 C11 C12 -1.3(5) . . . . ?
C6 C7 C11 N2 178.3(3) . . . . ?
C7 C8 C9 C10 -0.3(5) . . . . ?
C7 C11 C12 C4 1.3(5) . . . . ?
C7 C11 C12 N1 -178.8(3) . . . . ?
C7 C11 N2 C10 -0.2(5) . . . . ?
C7 C11 N2 Cu1 175.7(3) . . . . ?
C8 C7 C11 C12 179.2(3) . . . . ?
C8 C7 C11 N2 -1.2(5) . . . . ?
C8 C9 C10 N2 -1.2(6) . . . . ?
C9 C10 N2 C11 1.3(5) . . . . ?
C9 C10 N2 Cu1 -173.7(3) . . . . ?
C11 C7 C8 C9 1.3(5) . . . . ?
C11 C12 N1 C1 -179.4(3) . . . . ?
C11 C12 N1 Cu1 2.4(4) . . . . ?
C12 C4 C5 C6 0.0(5) . . . . ?
C12 C11 N2 C10 179.5(3) . . . . ?
C12 C11 N2 Cu1 -4.7(3) . . . . ?
C13 C14 C15 N4 3.6(6) . . . . ?
C13 C14 C15 O2 -176.6(5) . . . . ?
C13 C14 C17A C17B -76.3(8) . . . . ?
C13 C14 C18A C18B 69.5(16) . . . . ?
C13 C14 C19A C19B 74.0(14) . . . . ?
C13 C14 C20A C20B 65.2(11) . . . . ?
C14 C13 N3 C16 6.2(6) . . . . ?
C14 C13 N3 Cu1 -167.0(3) . . . . ?
C14 C15 N4 C16 -1.2(7) . . . . ?
C15 C14 C17A C17B 62.5(9) . . . . ?
C15 C14 C18A C18B -174.7(15) . . . . ?
C15 C14 C19A C19B -72.1(14) . . . . ?
C15 C14 C20A C20B -55.8(12) . . . . ?
C17A C14 C15 N4 -133.6(6) . . . . ?
C17A C14 C15 O2 46.2(8) . . . . ?
C18A C14 C15 N4 -105.3(8) . . . . ?
C18A C14 C15 O2 74.5(9) . . . . ?
C19A C14 C15 N4 153.8(8) . . . . ?
C19A C14 C15 O2 -26.4(10) . . . . ?
C20A C14 C15 N4 118.0(8) . . . . ?
C20A C14 C15 O2 -62.2(9) . . . . ?
C21 C22 C23 N6 11.6(5) . . . . ?
C21 C22 C23 O5 -171.0(4) . . . . ?
C21 C22 C25 C26 -67.1(5) . . . . ?
C21 C22 C27 C28 61.4(4) . . . . ?
C22 C21 N5 C24 4.6(5) . . . . ?
C22 C21 N5 Cu1 -171.6(2) . . . . ?
C22 C23 N6 C24 -6.5(6) . . . . ?
C23 C22 C25 C26 55.2(5) . . . . ?
C23 C22 C27 C28 -62.7(5) . . . . ?
C25 C22 C23 N6 -107.8(4) . . . . ?
C25 C22 C23 O5 69.6(5) . . . . ?
C25 C22 C27 C28 -179.7(4) . . . . ?
C27 C22 C23 N6 133.2(4) . . . . ?
C27 C22 C23 O5 -49.4(6) . . . . ?
C27 C22 C25 C26 173.7(4) . . . . ?
N1 C1 C2 C3 -0.1(7) . . . . ?
N2 C11 C12 C4 -178.4(3) . . . . ?
N2 C11 C12 N1 1.6(4) . . . . ?
N3 C13 C14 C15 -6.2(6) . . . . ?
N3 C13 C14 C17A 136.7(5) . . . . ?
N3 C13 C14 C18A 93.9(7) . . . . ?
N3 C13 C14 C19A -151.7(8) . . . . ?
N3 C13 C14 C20A -122.5(6) . . . . ?
N3 C16 N4 C15 0.8(6) . . . . ?
N4 C16 N3 C13 -3.3(5) . . . . ?
N4 C16 N3 Cu1 168.8(3) . . . . ?
N5 C21 C22 C23 -11.1(5) . . . . ?
N5 C21 C22 C25 107.4(4) . . . . ?
N5 C21 C22 C27 -132.8(3) . . . . ?
N5 C24 N6 C23 -0.8(6) . . . . ?
N6 C24 N5 C21 1.9(5) . . . . ?
N6 C24 N5 Cu1 177.9(2) . . . . ?
O1 C13 C14 C15 175.5(4) . . . . ?
O1 C13 C14 C17A -41.7(6) . . . . ?
O1 C13 C14 C18A -84.5(7) . . . . ?
O1 C13 C14 C19A 29.9(9) . . . . ?
O1 C13 C14 C20A 59.2(7) . . . . ?
O1 C13 N3 C16 -175.4(4) . . . . ?
O1 C13 N3 Cu1 11.4(5) . . . . ?
O2 C15 N4 C16 179.0(5) . . . . ?
O3 C16 N3 C13 175.8(4) . . . . ?
O3 C16 N3 Cu1 -12.1(5) . . . . ?
O3 C16 N4 C15 -178.3(4) . . . . ?
O4 C21 C22 C23 169.7(3) . . . . ?
O4 C21 C22 C25 -71.9(4) . . . . ?
O4 C21 C22 C27 48.0(4) . . . . ?
O4 C21 N5 C24 -176.2(3) . . . . ?
O4 C21 N5 Cu1 7.6(4) . . . . ?
O5 C23 N6 C24 176.1(4) . . . . ?
O6 C24 N5 C21 179.1(4) . . . . ?
O6 C24 N5 Cu1 -4.9(5) . . . . ?
O6 C24 N6 C23 -178.1(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
