# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_rgdp22
_database_code_depnum_ccdc_archive 'CCDC 1576528'
_audit_update_record             
;
2017-09-26 deposited with the CCDC.
2018-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H39 Cu N4 O2.50'
_chemical_formula_weight         535.17

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'

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

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

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

_cell_length_a                   9.4610(11)
_cell_length_b                   15.3673(17)
_cell_length_c                   19.021(2)
_cell_angle_alpha                92.716(3)
_cell_angle_beta                 93.956(3)
_cell_angle_gamma                102.009(3)
_cell_volume                     2693.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    2873
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      22.52

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.845
_shelx_estimated_absorpt_T_min   0.718
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   ?
_diffrn_ambient_temperature      203(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20273
_diffrn_reflns_av_unetI/netI     0.1956
_diffrn_reflns_av_R_equivalents  0.1046
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.357
_diffrn_reflns_theta_max         26.173
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             10518
_reflns_number_gt                4845
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0614P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10518
_refine_ls_number_parameters     702
_refine_ls_number_restraints     239
_refine_ls_R_factor_all          0.1722
_refine_ls_R_factor_gt           0.0709
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1363
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.929
_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
Cu1 Cu 0.33669(7) 0.55490(4) 0.98647(3) 0.0283(2) Uani 1 1 d . . . . .
Cu2 Cu 0.30588(8) 0.01014(4) 0.44689(4) 0.0335(2) Uani 1 1 d . . . . .
C1 C 0.3297(6) 0.5764(4) 1.1354(3) 0.0343(15) Uani 1 1 d . . . . .
H1 H 0.2998 0.6344 1.1348 0.041 Uiso 1 1 calc R U . . .
C2 C 0.4897(6) 0.5943(4) 1.1218(3) 0.0375(15) Uani 1 1 d . . . . .
H2 H 0.5200 0.5365 1.1238 0.045 Uiso 1 1 calc R U . . .
C3 C 0.5834(6) 0.6568(4) 1.1788(3) 0.0370(15) Uani 1 1 d . . . . .
H3A H 0.5608 0.7161 1.1775 0.044 Uiso 1 1 calc R U . . .
H3B H 0.6860 0.6623 1.1708 0.044 Uiso 1 1 calc R U . . .
C4 C 0.5545(7) 0.6198(4) 1.2507(3) 0.0504(18) Uani 1 1 d . . . . .
H4A H 0.5876 0.5636 1.2531 0.061 Uiso 1 1 calc R U . . .
H4B H 0.6115 0.6618 1.2876 0.061 Uiso 1 1 calc R U . . .
C5 C 0.3972(7) 0.6035(4) 1.2654(3) 0.0551(19) Uani 1 1 d . . . . .
H5A H 0.3661 0.6605 1.2686 0.066 Uiso 1 1 calc R U . . .
H5B H 0.3847 0.5765 1.3108 0.066 Uiso 1 1 calc R U . . .
C6 C 0.3026(7) 0.5417(4) 1.2069(3) 0.0412(16) Uani 1 1 d . . . . .
H6A H 0.3240 0.4820 1.2084 0.049 Uiso 1 1 calc R U . . .
H6B H 0.2002 0.5368 1.2150 0.049 Uiso 1 1 calc R U . . .
C7 C 0.1349(6) 0.4625(3) 1.0785(3) 0.0313(14) Uani 1 1 d . . . . .
H7 H 0.1007 0.4563 1.1236 0.038 Uiso 1 1 calc R U . . .
C8 C 0.0536(6) 0.4067(3) 1.0221(3) 0.0251(13) Uani 1 1 d . . . . .
C9 C 0.0931(6) 0.4076(3) 0.9513(3) 0.0281(14) Uani 1 1 d . . . . .
C10 C 0.0120(6) 0.3431(3) 0.9010(3) 0.0313(14) Uani 1 1 d . . . . .
H10 H 0.0384 0.3425 0.8543 0.038 Uiso 1 1 calc R U . . .
C11 C -0.1082(6) 0.2791(4) 0.9190(3) 0.0351(15) Uani 1 1 d . . . . .
C12 C -0.1486(6) 0.2817(4) 0.9884(3) 0.0346(15) Uani 1 1 d . . . . .
H12 H -0.2302 0.2414 1.0015 0.042 Uiso 1 1 calc R U . . .
C13 C -0.0673(6) 0.3440(3) 1.0365(3) 0.0338(14) Uani 1 1 d . . . . .
H13 H -0.0953 0.3444 1.0830 0.041 Uiso 1 1 calc R U . . .
C14 C -0.3132(8) 0.1513(4) 0.8847(4) 0.063(2) Uani 1 1 d . . . . .
H14A H -0.3784 0.1329 0.8419 0.075 Uiso 1 1 calc R U . . .
H14B H -0.3657 0.1794 0.9188 0.075 Uiso 1 1 calc R U . . .
C15 C -0.2756(9) 0.0704(4) 0.9150(4) 0.088(3) Uani 1 1 d . . . . .
H15A H -0.2291 0.0399 0.8805 0.132 Uiso 1 1 calc R U . . .
H15B H -0.3632 0.0308 0.9271 0.132 Uiso 1 1 calc R U . . .
H15C H -0.2100 0.0880 0.9571 0.132 Uiso 1 1 calc R U . . .
C16 C -0.1277(7) 0.2019(4) 0.7998(3) 0.0534(18) Uani 1 1 d . . . . .
H16A H -0.1028 0.2584 0.7771 0.064 Uiso 1 1 calc R U . . .
H16B H -0.2018 0.1611 0.7687 0.064 Uiso 1 1 calc R U . . .
C17 C 0.0048(10) 0.1628(5) 0.8094(4) 0.101(3) Uani 1 1 d . . . . .
H17A H 0.0767 0.2018 0.8419 0.151 Uiso 1 1 calc R U . . .
H17B H 0.0445 0.1569 0.7642 0.151 Uiso 1 1 calc R U . . .
H17C H -0.0212 0.1046 0.8283 0.151 Uiso 1 1 calc R U . . .
C18 C 0.6108(6) 0.6733(3) 1.0280(3) 0.0310(14) Uani 1 1 d . . . . .
H18 H 0.6835 0.6995 1.0634 0.037 Uiso 1 1 calc R U . . .
C19 C 0.6350(6) 0.6962(3) 0.9577(3) 0.0261(13) Uani 1 1 d . . . . .
C20 C 0.5341(6) 0.6623(3) 0.8981(3) 0.0268(13) Uani 1 1 d . . . . .
C21 C 0.5722(6) 0.6872(3) 0.8313(3) 0.0299(14) Uani 1 1 d . . . . .
H21 H 0.5067 0.6642 0.7922 0.036 Uiso 1 1 calc R U . . .
C22 C 0.7030(6) 0.7444(3) 0.8195(3) 0.0302(14) Uani 1 1 d . . . . .
C23 C 0.8026(6) 0.7772(3) 0.8796(3) 0.0373(15) Uani 1 1 d . . . . .
H23 H 0.8922 0.8152 0.8739 0.045 Uiso 1 1 calc R U . . .
C24 C 0.7669(6) 0.7531(3) 0.9448(3) 0.0350(15) Uani 1 1 d . . . . .
H24 H 0.8338 0.7756 0.9835 0.042 Uiso 1 1 calc R U . . .
C25 C 0.6357(7) 0.7416(4) 0.6914(3) 0.0424(16) Uani 1 1 d . . . . .
H25A H 0.6563 0.7866 0.6565 0.051 Uiso 1 1 calc R U . . .
H25B H 0.5372 0.7398 0.7051 0.051 Uiso 1 1 calc R U . . .
C26 C 0.6429(8) 0.6513(4) 0.6578(3) 0.058(2) Uani 1 1 d . . . . .
H26A H 0.7431 0.6493 0.6516 0.087 Uiso 1 1 calc R U . . .
H26B H 0.5875 0.6419 0.6122 0.087 Uiso 1 1 calc R U . . .
H26C H 0.6026 0.6050 0.6881 0.087 Uiso 1 1 calc R U . . .
C27 C 0.8828(7) 0.8139(4) 0.7390(3) 0.0513(18) Uani 1 1 d . . . . .
H27A H 0.9029 0.7951 0.6914 0.062 Uiso 1 1 calc R U . . .
H27B H 0.9536 0.7966 0.7727 0.062 Uiso 1 1 calc R U . . .
C28 C 0.9011(7) 0.9140(4) 0.7448(3) 0.065(2) Uani 1 1 d . . . . .
H28A H 0.8327 0.9316 0.7109 0.098 Uiso 1 1 calc R U . . .
H28B H 0.9991 0.9417 0.7351 0.098 Uiso 1 1 calc R U . . .
H28C H 0.8834 0.9331 0.7921 0.098 Uiso 1 1 calc R U . . .
C29 C 0.1926(8) -0.1324(4) 0.5281(4) 0.057(2) Uani 1 1 d . . . . .
H29 H 0.1223 -0.1620 0.4888 0.068 Uiso 1 1 calc R U . . .
C30 C 0.3380(8) -0.1491(4) 0.5108(3) 0.0529(19) Uani 1 1 d . . . . .
H30 H 0.4081 -0.1194 0.5501 0.064 Uiso 1 1 calc R U . . .
C31 C 0.3445(7) -0.2468(4) 0.5092(3) 0.0504(18) Uani 1 1 d . . . . .
H31A H 0.2866 -0.2781 0.4672 0.061 Uiso 1 1 calc R U . . .
H31B H 0.4450 -0.2527 0.5058 0.061 Uiso 1 1 calc R U . . .
C32 C 0.2877(8) -0.2893(4) 0.5746(4) 0.075(2) Uani 1 1 d . . . . .
H32A H 0.2805 -0.3538 0.5685 0.090 Uiso 1 1 calc R U . . .
H32B H 0.3579 -0.2666 0.6150 0.090 Uiso 1 1 calc R U . . .
C33 C 0.1450(9) -0.2729(5) 0.5910(4) 0.084(3) Uani 1 1 d . . . . .
H33A H 0.1206 -0.2976 0.6363 0.101 Uiso 1 1 calc R U . . .
H33B H 0.0713 -0.3043 0.5546 0.101 Uiso 1 1 calc R U . . .
C34 C 0.1407(7) -0.1754(4) 0.5950(3) 0.0541(19) Uani 1 1 d . . . . .
H34A H 0.2028 -0.1452 0.6361 0.065 Uiso 1 1 calc R U . . .
H34B H 0.0414 -0.1686 0.6009 0.065 Uiso 1 1 calc R U . . .
C35 C 0.1360(7) 0.0067(4) 0.5670(3) 0.0478(18) Uani 1 1 d . . . . .
H35 H 0.0837 -0.0251 0.6013 0.057 Uiso 1 1 calc R U . . .
C36 C 0.1387(6) 0.1001(4) 0.5656(3) 0.0379(15) Uani 1 1 d . . . . .
C37 C 0.2056(6) 0.1550(4) 0.5138(3) 0.0332(14) Uani 1 1 d . . . . .
C38 C 0.2098(7) 0.2462(4) 0.5230(3) 0.0439(16) Uani 1 1 d . . . . .
H38 H 0.2550 0.2838 0.4898 0.053 Uiso 1 1 calc R U . . .
C39 C 0.1510(7) 0.2848(4) 0.5787(3) 0.0501(18) Uani 1 1 d D . . . .
C40 C 0.0800(7) 0.2279(4) 0.6276(3) 0.0539(19) Uani 1 1 d . . . . .
H40 H 0.0363 0.2511 0.6651 0.065 Uiso 1 1 calc R U . . .
C41 C 0.0762(7) 0.1399(4) 0.6194(3) 0.0466(17) Uani 1 1 d . . . . .
H41 H 0.0282 0.1028 0.6522 0.056 Uiso 1 1 calc R U . . .
C46 C 0.4591(6) -0.1246(4) 0.4029(3) 0.0376(15) Uani 1 1 d . . . . .
H46 H 0.4907 -0.1777 0.4107 0.045 Uiso 1 1 calc R U . . .
C47 C 0.5049(6) -0.0791(4) 0.3434(3) 0.0335(14) Uani 1 1 d . . . . .
C48 C 0.4665(6) 0.0027(3) 0.3231(3) 0.0306(14) Uani 1 1 d . . . . .
C49 C 0.5172(6) 0.0387(3) 0.2619(3) 0.0348(15) Uani 1 1 d . . . . .
H49 H 0.4895 0.0912 0.2483 0.042 Uiso 1 1 calc R U . . .
C50 C 0.6062(6) 0.0022(4) 0.2196(3) 0.0367(15) Uani 1 1 d . . . . .
C51 C 0.6464(6) -0.0775(4) 0.2408(3) 0.0427(16) Uani 1 1 d . . . . .
H51 H 0.7088 -0.1036 0.2144 0.051 Uiso 1 1 calc R U . . .
C52 C 0.5949(7) -0.1151(4) 0.2987(3) 0.0454(17) Uani 1 1 d . . . . .
H52 H 0.6202 -0.1689 0.3103 0.054 Uiso 1 1 calc R U . . .
C53 C 0.7622(8) 0.0074(4) 0.1200(4) 0.066(2) Uani 1 1 d . . . . .
H53A H 0.8321 -0.0110 0.1536 0.079 Uiso 1 1 calc R U . . .
H53B H 0.8148 0.0567 0.0949 0.079 Uiso 1 1 calc R U . . .
C54 C 0.6991(9) -0.0677(4) 0.0691(4) 0.077(2) Uani 1 1 d . . . . .
H54A H 0.6636 -0.1203 0.0943 0.115 Uiso 1 1 calc R U . . .
H54B H 0.7726 -0.0793 0.0390 0.115 Uiso 1 1 calc R U . . .
H54C H 0.6194 -0.0531 0.0404 0.115 Uiso 1 1 calc R U . . .
C55 C 0.6163(7) 0.1215(4) 0.1359(3) 0.0448(17) Uani 1 1 d . . . . .
H55A H 0.5181 0.1236 0.1482 0.054 Uiso 1 1 calc R U . . .
H55B H 0.6170 0.1219 0.0844 0.054 Uiso 1 1 calc R U . . .
C56 C 0.7207(7) 0.2029(4) 0.1692(3) 0.0550(19) Uani 1 1 d . . . . .
H56A H 0.7217 0.2023 0.2202 0.082 Uiso 1 1 calc R U . . .
H56B H 0.6905 0.2561 0.1540 0.082 Uiso 1 1 calc R U . . .
H56C H 0.8172 0.2030 0.1550 0.082 Uiso 1 1 calc R U . . .
N1 N 0.2518(5) 0.5209(3) 1.0728(2) 0.0303(11) Uani 1 1 d . . . . .
N2 N 0.4985(5) 0.6198(3) 1.0480(2) 0.0312(12) Uani 1 1 d . . . . .
N3 N -0.1864(5) 0.2175(3) 0.8671(3) 0.0456(14) Uani 1 1 d . . . . .
N4 N 0.7374(5) 0.7677(3) 0.7530(3) 0.0425(13) Uani 1 1 d . . . . .
N5 N 0.2007(5) -0.0366(3) 0.5244(3) 0.0414(13) Uani 1 1 d . . . . .
N6 N 0.3771(5) -0.0993(3) 0.4478(3) 0.0413(13) Uani 1 1 d . . . . .
N8 N 0.6524(6) 0.0385(3) 0.1589(3) 0.0460(14) Uani 1 1 d . . . . .
O1 O 0.1998(4) 0.4671(2) 0.92926(18) 0.0307(9) Uani 1 1 d . . . . .
O2 O 0.4091(4) 0.6079(2) 0.90374(17) 0.0294(9) Uani 1 1 d . . . . .
O3 O 0.2647(4) 0.1255(2) 0.4599(2) 0.0399(10) Uani 1 1 d . . . . .
O4 O 0.3858(4) 0.0428(2) 0.36096(18) 0.0333(10) Uani 1 1 d . . . . .
O5 O 0.1671(7) 0.5376(3) 0.7975(2) 0.0791(17) Uani 1 1 d D . . . .
H2O H 0.140(9) 0.520(4) 0.837(2) 0.119 Uiso 1 1 d D U . . .
H1O H 0.145(9) 0.587(3) 0.785(3) 0.119 Uiso 1 1 d D U . . .
N7 N 0.1889(16) 0.3780(8) 0.5962(8) 0.053(3) Uani 0.426(10) 1 d D U P A 1
C42 C 0.128(2) 0.4250(19) 0.6526(11) 0.054(3) Uani 0.426(10) 1 d D U P A 1
H42A H 0.1958 0.4818 0.6655 0.065 Uiso 0.426(10) 1 calc R U P A 1
H42B H 0.1255 0.3895 0.6942 0.065 Uiso 0.426(10) 1 calc R U P A 1
C43 C -0.019(2) 0.4442(14) 0.6383(15) 0.060(5) Uani 0.426(10) 1 d D U P A 1
H43A H -0.0210 0.4761 0.5956 0.090 Uiso 0.426(10) 1 calc R U P A 1
H43B H -0.0402 0.4804 0.6776 0.090 Uiso 0.426(10) 1 calc R U P A 1
H43C H -0.0903 0.3886 0.6322 0.090 Uiso 0.426(10) 1 calc R U P A 1
C44 C 0.2915(18) 0.4403(11) 0.5603(8) 0.054(3) Uani 0.426(10) 1 d D U P A 1
H44A H 0.3708 0.4122 0.5472 0.065 Uiso 0.426(10) 1 calc R U P A 1
H44B H 0.3329 0.4927 0.5922 0.065 Uiso 0.426(10) 1 calc R U P A 1
C45 C 0.219(2) 0.4688(11) 0.4950(8) 0.070(4) Uani 0.426(10) 1 d D U P A 1
H45A H 0.1787 0.4169 0.4633 0.104 Uiso 0.426(10) 1 calc R U P A 1
H45B H 0.2896 0.5101 0.4715 0.104 Uiso 0.426(10) 1 calc R U P A 1
H45C H 0.1418 0.4977 0.5080 0.104 Uiso 0.426(10) 1 calc R U P A 1
N7A N 0.1387(12) 0.3735(6) 0.5787(6) 0.052(2) Uani 0.574(10) 1 d D U P A 2
C42A C 0.0989(17) 0.4133(14) 0.6448(8) 0.054(3) Uani 0.574(10) 1 d D U P A 2
H42C H 0.1524 0.4753 0.6521 0.065 Uiso 0.574(10) 1 calc R U P A 2
H42D H 0.1270 0.3807 0.6847 0.065 Uiso 0.574(10) 1 calc R U P A 2
C43A C -0.0595(16) 0.4107(11) 0.6428(12) 0.066(4) Uani 0.574(10) 1 d D U P A 2
H43D H -0.0878 0.4424 0.6031 0.099 Uiso 0.574(10) 1 calc R U P A 2
H43E H -0.0814 0.4388 0.6863 0.099 Uiso 0.574(10) 1 calc R U P A 2
H43F H -0.1126 0.3493 0.6376 0.099 Uiso 0.574(10) 1 calc R U P A 2
C44A C 0.1980(12) 0.4318(8) 0.5265(7) 0.051(3) Uani 0.574(10) 1 d D U P A 2
H44C H 0.1538 0.4841 0.5280 0.061 Uiso 0.574(10) 1 calc R U P A 2
H44D H 0.1710 0.4009 0.4797 0.061 Uiso 0.574(10) 1 calc R U P A 2
C45A C 0.3599(13) 0.4630(9) 0.5354(8) 0.075(4) Uani 0.574(10) 1 d D U P A 2
H45D H 0.3874 0.4982 0.5797 0.112 Uiso 0.574(10) 1 calc R U P A 2
H45E H 0.3920 0.4990 0.4967 0.112 Uiso 0.574(10) 1 calc R U P A 2
H45F H 0.4049 0.4117 0.5355 0.112 Uiso 0.574(10) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.903(3) . ?
Cu1 O2 1.910(3) . ?
Cu1 N1 1.925(4) . ?
Cu1 N2 1.928(4) . ?
Cu2 O4 1.894(4) . ?
Cu2 O3 1.902(3) . ?
Cu2 N5 1.920(5) . ?
Cu2 N6 1.938(4) . ?
C1 N1 1.486(6) . ?
C1 C6 1.504(7) . ?
C1 C2 1.524(7) . ?
C2 N2 1.478(6) . ?
C2 C3 1.517(7) . ?
C3 C4 1.526(7) . ?
C4 C5 1.505(8) . ?
C5 C6 1.533(7) . ?
C7 N1 1.286(6) . ?
C7 C8 1.414(7) . ?
C8 C13 1.386(7) . ?
C8 C9 1.423(7) . ?
C9 O1 1.319(6) . ?
C9 C10 1.407(7) . ?
C10 C11 1.413(7) . ?
C11 N3 1.392(7) . ?
C11 C12 1.401(7) . ?
C12 C13 1.365(7) . ?
C14 N3 1.472(7) . ?
C14 C15 1.492(8) . ?
C16 N3 1.458(7) . ?
C16 C17 1.502(9) . ?
C18 N2 1.292(6) . ?
C18 C19 1.421(7) . ?
C19 C24 1.411(7) . ?
C19 C20 1.434(7) . ?
C20 O2 1.312(6) . ?
C20 C21 1.393(7) . ?
C21 C22 1.400(7) . ?
C22 N4 1.373(6) . ?
C22 C23 1.432(7) . ?
C23 C24 1.356(7) . ?
C25 N4 1.449(7) . ?
C25 C26 1.516(7) . ?
C27 N4 1.459(7) . ?
C27 C28 1.510(7) . ?
C29 N5 1.463(7) . ?
C29 C30 1.506(9) . ?
C29 C34 1.527(7) . ?
C30 N6 1.479(7) . ?
C30 C31 1.514(7) . ?
C31 C32 1.514(8) . ?
C32 C33 1.475(10) . ?
C33 C34 1.506(8) . ?
C35 N5 1.288(7) . ?
C35 C36 1.432(7) . ?
C36 C41 1.396(8) . ?
C36 C37 1.423(7) . ?
C37 O3 1.306(6) . ?
C37 C38 1.396(7) . ?
C38 C39 1.393(8) . ?
C39 N7A 1.392(10) . ?
C39 C40 1.413(8) . ?
C39 N7 1.421(12) . ?
C40 C41 1.348(7) . ?
C46 N6 1.291(7) . ?
C46 C47 1.406(7) . ?
C47 C52 1.416(8) . ?
C47 C48 1.441(7) . ?
C48 O4 1.308(6) . ?
C48 C49 1.385(7) . ?
C49 C50 1.386(8) . ?
C50 N8 1.365(7) . ?
C50 C51 1.423(7) . ?
C51 C52 1.341(8) . ?
C53 N8 1.461(8) . ?
C53 C54 1.468(8) . ?
C55 N8 1.465(6) . ?
C55 C56 1.506(7) . ?
N7 C44 1.446(14) . ?
N7 C42 1.479(13) . ?
C42 C43 1.487(16) . ?
C44 C45 1.505(15) . ?
N7A C44A 1.435(12) . ?
N7A C42A 1.478(11) . ?
C42A C43A 1.489(13) . ?
C44A C45A 1.502(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 90.17(15) . . ?
O1 Cu1 N1 93.81(18) . . ?
O2 Cu1 N1 169.75(16) . . ?
O1 Cu1 N2 165.92(16) . . ?
O2 Cu1 N2 93.76(17) . . ?
N1 Cu1 N2 84.64(19) . . ?
O4 Cu2 O3 89.57(15) . . ?
O4 Cu2 N5 170.57(18) . . ?
O3 Cu2 N5 94.23(19) . . ?
O4 Cu2 N6 93.52(19) . . ?
O3 Cu2 N6 169.05(18) . . ?
N5 Cu2 N6 84.3(2) . . ?
N1 C1 C6 117.5(5) . . ?
N1 C1 C2 105.8(4) . . ?
C6 C1 C2 112.4(5) . . ?
N2 C2 C3 117.6(5) . . ?
N2 C2 C1 106.5(4) . . ?
C3 C2 C1 112.2(5) . . ?
C2 C3 C4 109.2(5) . . ?
C5 C4 C3 113.3(5) . . ?
C4 C5 C6 110.8(5) . . ?
C1 C6 C5 111.2(5) . . ?
N1 C7 C8 125.1(6) . . ?
C13 C8 C7 118.8(5) . . ?
C13 C8 C9 117.4(5) . . ?
C7 C8 C9 123.7(5) . . ?
O1 C9 C10 117.6(5) . . ?
O1 C9 C8 123.8(5) . . ?
C10 C9 C8 118.6(5) . . ?
C9 C10 C11 121.7(6) . . ?
N3 C11 C12 121.7(5) . . ?
N3 C11 C10 119.5(6) . . ?
C12 C11 C10 118.7(5) . . ?
C13 C12 C11 118.6(5) . . ?
C12 C13 C8 124.9(6) . . ?
N3 C14 C15 113.7(6) . . ?
N3 C16 C17 111.6(6) . . ?
N2 C18 C19 126.3(5) . . ?
C24 C19 C18 118.9(5) . . ?
C24 C19 C20 117.6(5) . . ?
C18 C19 C20 123.5(5) . . ?
O2 C20 C21 118.9(5) . . ?
O2 C20 C19 122.8(5) . . ?
C21 C20 C19 118.2(5) . . ?
C20 C21 C22 123.5(5) . . ?
N4 C22 C21 122.1(5) . . ?
N4 C22 C23 120.4(5) . . ?
C21 C22 C23 117.5(5) . . ?
C24 C23 C22 119.5(6) . . ?
C23 C24 C19 123.7(5) . . ?
N4 C25 C26 112.5(5) . . ?
N4 C27 C28 112.5(6) . . ?
N5 C29 C30 106.8(5) . . ?
N5 C29 C34 117.7(5) . . ?
C30 C29 C34 112.7(5) . . ?
N6 C30 C29 106.3(5) . . ?
N6 C30 C31 118.3(5) . . ?
C29 C30 C31 113.1(6) . . ?
C32 C31 C30 111.2(5) . . ?
C33 C32 C31 114.2(6) . . ?
C32 C33 C34 112.9(6) . . ?
C33 C34 C29 110.6(6) . . ?
N5 C35 C36 124.2(6) . . ?
C41 C36 C37 118.3(6) . . ?
C41 C36 C35 117.9(6) . . ?
C37 C36 C35 123.8(6) . . ?
O3 C37 C38 119.0(5) . . ?
O3 C37 C36 124.2(5) . . ?
C38 C37 C36 116.8(5) . . ?
C39 C38 C37 123.7(6) . . ?
N7A C39 C38 120.5(7) . . ?
N7A C39 C40 120.4(7) . . ?
C38 C39 C40 118.0(6) . . ?
C38 C39 N7 121.4(8) . . ?
C40 C39 N7 119.0(8) . . ?
C41 C40 C39 118.7(6) . . ?
C40 C41 C36 124.3(6) . . ?
N6 C46 C47 125.2(5) . . ?
C46 C47 C52 118.9(5) . . ?
C46 C47 C48 125.0(5) . . ?
C52 C47 C48 116.2(6) . . ?
O4 C48 C49 120.0(5) . . ?
O4 C48 C47 121.6(5) . . ?
C49 C48 C47 118.4(5) . . ?
C48 C49 C50 124.0(5) . . ?
N8 C50 C49 122.6(5) . . ?
N8 C50 C51 120.2(6) . . ?
C49 C50 C51 117.2(6) . . ?
C52 C51 C50 119.8(6) . . ?
C51 C52 C47 124.3(6) . . ?
N8 C53 C54 112.3(6) . . ?
N8 C55 C56 112.4(5) . . ?
C7 N1 C1 121.1(5) . . ?
C7 N1 Cu1 126.4(4) . . ?
C1 N1 Cu1 112.3(4) . . ?
C18 N2 C2 121.9(5) . . ?
C18 N2 Cu1 125.5(4) . . ?
C2 N2 Cu1 112.3(3) . . ?
C11 N3 C16 121.3(5) . . ?
C11 N3 C14 120.2(6) . . ?
C16 N3 C14 116.9(5) . . ?
C22 N4 C25 122.3(5) . . ?
C22 N4 C27 121.9(5) . . ?
C25 N4 C27 115.6(5) . . ?
C35 N5 C29 121.7(5) . . ?
C35 N5 Cu2 126.5(4) . . ?
C29 N5 Cu2 111.7(4) . . ?
C46 N6 C30 122.1(5) . . ?
C46 N6 Cu2 125.6(4) . . ?
C30 N6 Cu2 112.1(4) . . ?
C50 N8 C53 122.2(5) . . ?
C50 N8 C55 122.0(5) . . ?
C53 N8 C55 114.9(5) . . ?
C9 O1 Cu1 126.6(4) . . ?
C20 O2 Cu1 127.9(3) . . ?
C37 O3 Cu2 126.1(4) . . ?
C48 O4 Cu2 128.9(4) . . ?
C39 N7 C44 124.2(12) . . ?
C39 N7 C42 125.0(15) . . ?
C44 N7 C42 110.8(13) . . ?
N7 C42 C43 118.5(15) . . ?
N7 C44 C45 110.7(16) . . ?
C39 N7A C44A 122.6(9) . . ?
C39 N7A C42A 116.9(11) . . ?
C44A N7A C42A 118.5(11) . . ?
N7A C42A C43A 111.7(11) . . ?
N7A C44A C45A 114.4(12) . . ?

_refine_diff_density_max         0.723
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.091


# start Validation Reply Form
_vrf_PLAT420_rgdp22              
;
PROBLEM: D-H Without Acceptor       O5     --  H1O    ...     Please Check 
RESPONSE: The protons are not in the calculted positions but
have been correctly placed in the residual density.

;
# end Validation Reply Form
####################################################################### 
# 
# 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_rgs11a
_database_code_depnum_ccdc_archive 'CCDC 1813608'
_audit_update_record             
;
2018-06-11 deposited with the CCDC.
2018-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H38 N4 Ni O2'
_chemical_formula_weight         521.33

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'
Ni Ni 0.3393 1.1124 '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'

_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'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.0046(13)
_cell_length_b                   8.5202(9)
_cell_length_c                   26.095(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.104(9)
_cell_angle_gamma                90
_cell_volume                     2667.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2700
_cell_measurement_theta_min      2.5060
_cell_measurement_theta_max      26.2960

_exptl_crystal_description       block
_exptl_crystal_colour            'reddish brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73585
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.0303
_diffrn_reflns_number            14110
_diffrn_reflns_av_unetI/netI     0.0746
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.842
_diffrn_reflns_theta_max         29.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6171
_reflns_number_gt                3577
_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       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²+0.2704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6171
_refine_ls_number_parameters     368
_refine_ls_number_restraints     125
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1357
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.002
_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
Ni1 Ni 0.58624(3) 0.68997(5) 0.55549(2) 0.04389(15) Uani 1 1 d . . . . .
C1 C 0.6700(3) 0.5783(4) 0.46402(11) 0.0637(10) Uani 1 1 d . . . . .
H1 H 0.6153 0.4949 0.4570 0.076 Uiso 1 1 calc R U . . .
C2 C 0.7689(3) 0.5435(5) 0.43069(11) 0.0692(11) Uani 1 1 d . . . . .
H2A H 0.7979 0.4395 0.4382 0.083 Uiso 1 1 calc R U . . .
H2B H 0.8279 0.6192 0.4376 0.083 Uiso 1 1 calc R U . . .
C3 C 0.7284(4) 0.5536(5) 0.37406(13) 0.0975(16) Uani 1 1 d . . . . .
H3A H 0.7924 0.5450 0.3526 0.117 Uiso 1 1 calc R U . . .
H3B H 0.6800 0.4649 0.3664 0.117 Uiso 1 1 calc R U . . .
C4 C 0.6690(4) 0.6967(6) 0.36092(14) 0.0989(16) Uani 1 1 d . . . . .
H4A H 0.6400 0.6887 0.3258 0.119 Uiso 1 1 calc R U . . .
H4B H 0.7211 0.7837 0.3625 0.119 Uiso 1 1 calc R U . . .
C5 C 0.5728(3) 0.7327(5) 0.39565(11) 0.0672(11) Uani 1 1 d . . . . .
H5A H 0.5431 0.8362 0.3878 0.081 Uiso 1 1 calc R U . . .
H5B H 0.5136 0.6566 0.3898 0.081 Uiso 1 1 calc R U . . .
C6 C 0.6138(3) 0.7264(5) 0.45132(11) 0.0659(11) Uani 1 1 d . . . . .
H6 H 0.6699 0.8093 0.4558 0.079 Uiso 1 1 calc R U . . .
C7 C 0.7719(3) 0.4949(4) 0.54081(11) 0.0520(8) Uani 1 1 d . . . . .
H7 H 0.8171 0.4408 0.5186 0.062 Uiso 1 1 calc R U . . .
C8 C 0.7959(3) 0.4784(4) 0.59424(11) 0.0480(8) Uani 1 1 d . . . . .
C9 C 0.7310(3) 0.5518(4) 0.63172(11) 0.0517(8) Uani 1 1 d . . . . .
C10 C 0.7645(3) 0.5365(5) 0.68332(11) 0.0677(11) Uani 1 1 d . . . . .
H10 H 0.7220 0.5850 0.7079 0.081 Uiso 1 1 calc R U . . .
C11 C 0.8586(3) 0.4521(5) 0.69973(12) 0.0728(11) Uani 1 1 d D U . . .
C12 C 0.9219(3) 0.3789(5) 0.66132(13) 0.0709(11) Uani 1 1 d . U . . .
H12 H 0.9852 0.3213 0.6707 0.085 Uiso 1 1 calc R U . . .
C13 C 0.8901(3) 0.3929(4) 0.61102(12) 0.0614(10) Uani 1 1 d . U . . .
H13 H 0.9326 0.3436 0.5867 0.074 Uiso 1 1 calc R U . . .
C14 C 0.9691(7) 0.3217(13) 0.7682(4) 0.072(3) Uani 0.531(8) 1 d D U P A 1
H14A H 0.9676 0.2240 0.7491 0.086 Uiso 0.531(8) 1 calc R U P A 1
H14B H 0.9606 0.2949 0.8040 0.086 Uiso 0.531(8) 1 calc R U P A 1
C15 C 1.0841(8) 0.3932(14) 0.7634(3) 0.103(4) Uani 0.531(8) 1 d D U P A 1
H15A H 1.0886 0.4436 0.7307 0.154 Uiso 0.531(8) 1 calc R U P A 1
H15B H 1.1395 0.3121 0.7664 0.154 Uiso 0.531(8) 1 calc R U P A 1
H15C H 1.0970 0.4691 0.7902 0.154 Uiso 0.531(8) 1 calc R U P A 1
C16 C 0.8046(9) 0.4705(11) 0.7930(3) 0.085(3) Uani 0.531(8) 1 d D U P A 1
H16A H 0.8175 0.4066 0.8234 0.103 Uiso 0.531(8) 1 calc R U P A 1
H16B H 0.7265 0.4608 0.7825 0.103 Uiso 0.531(8) 1 calc R U P A 1
C17 C 0.8292(11) 0.6375(12) 0.8059(5) 0.128(5) Uani 0.531(8) 1 d D U P A 1
H17A H 0.9051 0.6467 0.8184 0.192 Uiso 0.531(8) 1 calc R U P A 1
H17B H 0.7802 0.6724 0.8318 0.192 Uiso 0.531(8) 1 calc R U P A 1
H17C H 0.8183 0.7010 0.7757 0.192 Uiso 0.531(8) 1 calc R U P A 1
N3 N 0.8733(7) 0.4107(10) 0.7518(3) 0.065(3) Uani 0.531(8) 1 d D U P A 1
C14A C 1.0123(11) 0.3965(15) 0.7660(5) 0.087(4) Uani 0.469(8) 1 d D U P A 2
H14C H 1.0382 0.4489 0.7972 0.105 Uiso 0.469(8) 1 calc R U P A 2
H14D H 1.0674 0.4159 0.7405 0.105 Uiso 0.469(8) 1 calc R U P A 2
C15A C 1.0119(10) 0.2228(13) 0.7767(4) 0.099(4) Uani 0.469(8) 1 d D U P A 2
H15D H 0.9751 0.2032 0.8081 0.148 Uiso 0.469(8) 1 calc R U P A 2
H15E H 1.0872 0.1853 0.7797 0.148 Uiso 0.469(8) 1 calc R U P A 2
H15F H 0.9730 0.1693 0.7490 0.148 Uiso 0.469(8) 1 calc R U P A 2
C16A C 0.8633(8) 0.5752(15) 0.7866(3) 0.078(3) Uani 0.469(8) 1 d D U P A 2
H16C H 0.8326 0.6668 0.7691 0.093 Uiso 0.469(8) 1 calc R U P A 2
H16D H 0.9242 0.6112 0.8091 0.093 Uiso 0.469(8) 1 calc R U P A 2
C17A C 0.7757(11) 0.5098(17) 0.8192(5) 0.126(5) Uani 0.469(8) 1 d D U P A 2
H17D H 0.7342 0.5941 0.8337 0.188 Uiso 0.469(8) 1 calc R U P A 2
H17E H 0.8099 0.4481 0.8462 0.188 Uiso 0.469(8) 1 calc R U P A 2
H17F H 0.7263 0.4447 0.7987 0.188 Uiso 0.469(8) 1 calc R U P A 2
N3A N 0.9092(8) 0.4729(14) 0.7485(3) 0.075(4) Uani 0.469(8) 1 d D U P A 2
C18 C 0.4356(3) 0.8131(4) 0.48072(11) 0.0553(9) Uani 1 1 d . . . . .
H18 H 0.4180 0.8361 0.4465 0.066 Uiso 1 1 calc R U . . .
C19 C 0.3550(3) 0.8488(4) 0.51696(11) 0.0479(8) Uani 1 1 d . . . . .
C20 C 0.3772(3) 0.8360(4) 0.57066(11) 0.0471(8) Uani 1 1 d . . . . .
C21 C 0.2922(3) 0.8717(4) 0.60361(12) 0.0521(8) Uani 1 1 d . . . . .
H21 H 0.3071 0.8641 0.6388 0.063 Uiso 1 1 calc R U . . .
C22 C 0.1860(3) 0.9182(4) 0.58651(12) 0.0535(8) Uani 1 1 d . U . . .
C23 C 0.1658(3) 0.9319(4) 0.53312(13) 0.0631(9) Uani 1 1 d . U . . .
H23 H 0.0961 0.9635 0.5202 0.076 Uiso 1 1 calc R U . . .
C24 C 0.2477(3) 0.8992(4) 0.50078(12) 0.0606(9) Uani 1 1 d . U . . .
H24 H 0.2325 0.9105 0.4658 0.073 Uiso 1 1 calc R U . . .
C25 C -0.0127(3) 0.9744(5) 0.60176(16) 0.0797(12) Uani 1 1 d . U . . .
H25A H -0.0148 1.0460 0.5728 0.096 Uiso 1 1 calc R U . . .
H25B H -0.0541 1.0222 0.6289 0.096 Uiso 1 1 calc R U . . .
C26 C -0.0687(4) 0.8237(5) 0.5859(2) 0.1111(17) Uani 1 1 d . U . . .
H26A H -0.0313 0.7793 0.5574 0.167 Uiso 1 1 calc R U . . .
H26B H -0.1451 0.8442 0.5759 0.167 Uiso 1 1 calc R U . . .
H26C H -0.0656 0.7513 0.6141 0.167 Uiso 1 1 calc R U . . .
C27 C 0.1229(4) 0.9482(6) 0.67536(16) 0.1012(15) Uani 1 1 d . U . . .
H27A H 0.1989 0.9814 0.6834 0.121 Uiso 1 1 calc R U . . .
H27B H 0.0734 1.0221 0.6913 0.121 Uiso 1 1 calc R U . . .
C28 C 0.1061(6) 0.7952(7) 0.6970(2) 0.150(2) Uani 1 1 d . U . . .
H28A H 0.0277 0.7743 0.6982 0.224 Uiso 1 1 calc R U . . .
H28B H 0.1390 0.7916 0.7310 0.224 Uiso 1 1 calc R U . . .
H28C H 0.1405 0.7175 0.6761 0.224 Uiso 1 1 calc R U . . .
N4 N 0.1030(3) 0.9538(4) 0.61973(11) 0.0714(9) Uani 1 1 d . U . . .
N1 N 0.6920(2) 0.5793(3) 0.52059(8) 0.0489(7) Uani 1 1 d . . . . .
N2 N 0.5321(2) 0.7510(3) 0.49135(9) 0.0485(7) Uani 1 1 d . . . . .
O1 O 0.64176(19) 0.6354(3) 0.61982(7) 0.0599(6) Uani 1 1 d . . . . .
O2 O 0.47478(18) 0.7904(3) 0.59021(7) 0.0544(6) 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 O1 1.843(2) . ?
Ni1 N2 1.848(2) . ?
Ni1 N1 1.848(3) . ?
Ni1 O2 1.853(2) . ?
C1 C6 1.463(5) . ?
C1 N1 1.490(4) . ?
C1 C2 1.527(4) . ?
C1 H1 0.9800 . ?
C2 C3 1.541(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.447(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.525(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.517(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N2 1.474(4) . ?
C6 H6 0.9800 . ?
C7 N1 1.296(4) . ?
C7 C8 1.420(4) . ?
C7 H7 0.9300 . ?
C8 C13 1.402(4) . ?
C8 C9 1.418(4) . ?
C9 O1 1.314(4) . ?
C9 C10 1.397(4) . ?
C10 C11 1.393(5) . ?
C10 H10 0.9300 . ?
C11 N3A 1.400(8) . ?
C11 N3 1.408(8) . ?
C11 C12 1.424(5) . ?
C12 C13 1.359(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N3 1.431(9) . ?
C14 C15 1.518(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 N3 1.469(10) . ?
C16 C17 1.489(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C14A N3A 1.457(11) . ?
C14A C15A 1.505(13) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16A N3A 1.448(10) . ?
C16A C17A 1.484(12) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 0.9600 . ?
C18 N2 1.294(4) . ?
C18 C19 1.411(4) . ?
C18 H18 0.9300 . ?
C19 C24 1.407(5) . ?
C19 C20 1.421(4) . ?
C20 O2 1.319(4) . ?
C20 C21 1.392(4) . ?
C21 C22 1.393(5) . ?
C21 H21 0.9300 . ?
C22 N4 1.378(4) . ?
C22 C23 1.410(4) . ?
C23 C24 1.348(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N4 1.460(5) . ?
C25 C26 1.501(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.438(6) . ?
C27 N4 1.463(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
O1 Ni1 N2 178.23(11) . . ?
O1 Ni1 N1 95.05(10) . . ?
N2 Ni1 N1 85.56(11) . . ?
O1 Ni1 O2 85.10(9) . . ?
N2 Ni1 O2 94.38(10) . . ?
N1 Ni1 O2 176.58(11) . . ?
C6 C1 N1 106.4(3) . . ?
C6 C1 C2 113.6(3) . . ?
N1 C1 C2 116.9(3) . . ?
C6 C1 H1 106.4 . . ?
N1 C1 H1 106.4 . . ?
C2 C1 H1 106.4 . . ?
C1 C2 C3 108.1(3) . . ?
C1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
C3 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C4 C3 C2 114.2(3) . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C3 C4 C5 114.0(3) . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 109.6(3) . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C1 C6 N2 106.0(3) . . ?
C1 C6 C5 112.2(3) . . ?
N2 C6 C5 118.2(3) . . ?
C1 C6 H6 106.6 . . ?
N2 C6 H6 106.6 . . ?
C5 C6 H6 106.6 . . ?
N1 C7 C8 125.1(3) . . ?
N1 C7 H7 117.5 . . ?
C8 C7 H7 117.5 . . ?
C13 C8 C9 118.1(3) . . ?
C13 C8 C7 119.3(3) . . ?
C9 C8 C7 122.5(3) . . ?
O1 C9 C10 118.8(3) . . ?
O1 C9 C8 122.7(3) . . ?
C10 C9 C8 118.5(3) . . ?
C11 C10 C9 123.1(3) . . ?
C11 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C10 C11 N3A 122.3(5) . . ?
C10 C11 N3 119.8(5) . . ?
C10 C11 C12 117.2(3) . . ?
N3A C11 C12 118.0(5) . . ?
N3 C11 C12 121.2(5) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 122.8(3) . . ?
C12 C13 H13 118.6 . . ?
C8 C13 H13 118.6 . . ?
N3 C14 C15 119.1(10) . . ?
N3 C14 H14A 107.5 . . ?
C15 C14 H14A 107.5 . . ?
N3 C14 H14B 107.5 . . ?
C15 C14 H14B 107.5 . . ?
H14A C14 H14B 107.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N3 C16 C17 112.6(12) . . ?
N3 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
N3 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 N3 C14 119.5(7) . . ?
C11 N3 C16 124.4(7) . . ?
C14 N3 C16 115.6(7) . . ?
N3A C14A C15A 119.2(13) . . ?
N3A C14A H14C 107.5 . . ?
C15A C14A H14C 107.5 . . ?
N3A C14A H14D 107.5 . . ?
C15A C14A H14D 107.5 . . ?
H14C C14A H14D 107.0 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
N3A C16A C17A 117.6(13) . . ?
N3A C16A H16C 107.9 . . ?
C17A C16A H16C 107.9 . . ?
N3A C16A H16D 107.9 . . ?
C17A C16A H16D 107.9 . . ?
H16C C16A H16D 107.2 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C11 N3A C16A 122.5(7) . . ?
C11 N3A C14A 124.3(8) . . ?
C16A N3A C14A 113.1(8) . . ?
N2 C18 C19 125.1(3) . . ?
N2 C18 H18 117.5 . . ?
C19 C18 H18 117.5 . . ?
C24 C19 C18 120.5(3) . . ?
C24 C19 C20 117.1(3) . . ?
C18 C19 C20 122.4(3) . . ?
O2 C20 C21 119.1(3) . . ?
O2 C20 C19 122.4(3) . . ?
C21 C20 C19 118.5(3) . . ?
C20 C21 C22 123.2(3) . . ?
C20 C21 H21 118.4 . . ?
C22 C21 H21 118.4 . . ?
N4 C22 C21 122.4(3) . . ?
N4 C22 C23 120.1(3) . . ?
C21 C22 C23 117.5(3) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C19 123.7(3) . . ?
C23 C24 H24 118.1 . . ?
C19 C24 H24 118.1 . . ?
N4 C25 C26 113.4(4) . . ?
N4 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
N4 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 N4 113.5(4) . . ?
C28 C27 H27A 108.9 . . ?
N4 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
N4 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C22 N4 C25 121.7(3) . . ?
C22 N4 C27 121.4(3) . . ?
C25 N4 C27 116.2(3) . . ?
C7 N1 C1 120.2(3) . . ?
C7 N1 Ni1 126.5(2) . . ?
C1 N1 Ni1 113.0(2) . . ?
C18 N2 C6 121.3(3) . . ?
C18 N2 Ni1 126.3(2) . . ?
C6 N2 Ni1 112.4(2) . . ?
C9 O1 Ni1 128.05(19) . . ?
C20 O2 Ni1 126.44(19) . . ?

_refine_diff_density_max         0.567
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.053

