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

 
data_16070_0ma_a
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         'PyrCu(II)-nitrophenoxide'
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C57 H87 Cu N5 O6' 
_chemical_formula_weight          1001.85

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 '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'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0492   0.0322
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cu'  'Cu'  -1.9646   0.5888
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    12.6607(6)
_cell_length_b                    15.4354(7)
_cell_length_c                    16.1838(9)
_cell_angle_alpha                 101.482(3)
_cell_angle_beta                  112.975(2)
_cell_angle_gamma                 93.732(2)
_cell_volume                      2817.6(2)
_cell_formula_units_Z             2
_cell_measurement_temperature     123(2)
_cell_measurement_reflns_used     9535
_cell_measurement_theta_min       1.391
_cell_measurement_theta_max       79.889
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'yellow-green'
_exptl_crystal_density_meas       'not measured'
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.181          
_exptl_crystal_F_000              1082
_exptl_transmission_factor_min    0.49
_exptl_transmission_factor_max    1.67
_exptl_crystal_size_max           0.2
_exptl_crystal_size_mid           0.1
_exptl_crystal_size_min           0.1
_exptl_absorpt_coefficient_mu     0.947
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.827
_exptl_absorpt_correction_T_max   0.910
_exptl_absorpt_process_details    'SADABS, R. Blessing, 1995' 
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       123(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_source                    'micro'
_diffrn_measurement_device_type   'Bruker D8 Photon II CPAD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             73182
_diffrn_reflns_av_unetI/netI      0.0268
_diffrn_reflns_av_R_equivalents   0.0400
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        15
_diffrn_reflns_limit_k_min        -17
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_theta_min          3.058
_diffrn_reflns_theta_max          79.889
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.981
_diffrn_measured_fraction_theta_full  0.996
_diffrn_reflns_Laue_measured_fraction_max    0.981
_diffrn_reflns_Laue_measured_fraction_full   0.996
_diffrn_reflns_point_group_measured_fraction_max   0.981
_diffrn_reflns_point_group_measured_fraction_full  0.996
_reflns_number_total              12061
_reflns_number_gt                 10564
_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        'APEX II, Bruker'
_computing_cell_refinement        'SAINT, Bruker'
_computing_data_reduction         'SAINT, Bruker'
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)'
_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)+(0.0373P)²+2.2239P] 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          12061
_refine_ls_number_parameters      636
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0478
_refine_ls_R_factor_gt            0.0408
_refine_ls_wR_factor_ref          0.1036
_refine_ls_wR_factor_gt           0.0983
_refine_ls_goodness_of_fit_ref    1.025
_refine_ls_restrained_S_all       1.025
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Cu1 Cu 0.25267(2) 0.34301(2) 0.53463(2) 0.02070(7) Uani 1 1 d . . . . .
O1 O 0.16193(10) 0.25370(8) 0.55503(8) 0.0261(2) Uani 1 1 d . . . . .
O2 O 0.32673(11) 0.27469(8) 0.30873(8) 0.0295(3) Uani 1 1 d . . . . .
O3 O 0.31909(11) 0.60590(8) 0.67066(8) 0.0306(3) Uani 1 1 d . . . . .
O4 O 0.39358(11) 0.07168(9) 0.87715(8) 0.0329(3) Uani 1 1 d . . . . .
O5 O 0.21930(12) -0.00260(9) 0.81690(9) 0.0377(3) Uani 1 1 d . . . . .
O6 O 0.16329(16) 0.54902(11) 0.18679(12) 0.0538(4) Uani 1 1 d . . . . .
N1 N 0.27042(12) 0.26495(9) 0.42779(9) 0.0227(3) Uani 1 1 d . . . . .
N2 N 0.31167(11) 0.43341(9) 0.49028(9) 0.0210(3) Uani 1 1 d . . . . .
N3 N 0.27660(12) 0.45062(9) 0.63619(9) 0.0226(3) Uani 1 1 d . . . . .
N4 N 0.29129(13) 0.05626(10) 0.81790(10) 0.0281(3) Uani 1 1 d . . . . .
N5 N 0.46373(12) 0.14397(9) 0.15878(9) 0.0243(3) Uani 1 1 d . . . . .
C1 C 0.23504(14) 0.17039(10) 0.39713(11) 0.0235(3) Uani 1 1 d . . . . .
C2 C 0.30239(15) 0.11472(11) 0.44890(12) 0.0261(3) Uani 1 1 d . . . . .
C3 C 0.41713(16) 0.15493(11) 0.53106(12) 0.0291(4) Uani 1 1 d . . . . .
H3 H 0.4057 0.2113 0.5645 0.035 Uiso 1 1 calc R U . . .
C4 C 0.45931(19) 0.09623(13) 0.59986(13) 0.0383(4) Uani 1 1 d . . . . .
H4A H 0.3977 0.0781 0.6163 0.057 Uiso 1 1 calc R U . . .
H4B H 0.5246 0.1296 0.6544 0.057 Uiso 1 1 calc R U . . .
H4C H 0.4821 0.0441 0.5719 0.057 Uiso 1 1 calc R U . . .
C5 C 0.51089(16) 0.17768(12) 0.49800(13) 0.0334(4) Uani 1 1 d . . . . .
H5A H 0.5252 0.1236 0.4658 0.050 Uiso 1 1 calc R U . . .
H5B H 0.5812 0.2071 0.5504 0.050 Uiso 1 1 calc R U . . .
H5C H 0.4852 0.2166 0.4571 0.050 Uiso 1 1 calc R U . . .
C6 C 0.26243(16) 0.02309(12) 0.42177(13) 0.0311(4) Uani 1 1 d . . . . .
H6 H 0.3064 -0.0144 0.4549 0.037 Uiso 1 1 calc R U . . .
C7 C 0.15833(17) -0.01322(12) 0.34629(14) 0.0350(4) Uani 1 1 d . . . . .
H7 H 0.1323 -0.0745 0.3295 0.042 Uiso 1 1 calc R U . . .
C8 C 0.09305(16) 0.04203(12) 0.29589(13) 0.0323(4) Uani 1 1 d . . . . .
H8 H 0.0234 0.0172 0.2451 0.039 Uiso 1 1 calc R U . . .
C9 C 0.12977(15) 0.13422(11) 0.31980(12) 0.0270(3) Uani 1 1 d . . . . .
C10 C 0.05345(15) 0.19387(12) 0.26632(12) 0.0313(4) Uani 1 1 d . . . . .
H10 H 0.1022 0.2513 0.2797 0.038 Uiso 1 1 calc R U . . .
C11 C -0.04278(18) 0.21229(14) 0.29892(15) 0.0401(4) Uani 1 1 d . . . . .
H11A H -0.0869 0.2532 0.2675 0.060 Uiso 1 1 calc R U . . .
H11B H -0.0089 0.2380 0.3645 0.060 Uiso 1 1 calc R U . . .
H11C H -0.0930 0.1572 0.2853 0.060 Uiso 1 1 calc R U . . .
C12 C 0.0018(2) 0.15452(16) 0.16162(14) 0.0444(5) Uani 1 1 d . . . . .
H12A H -0.0394 0.1968 0.1306 0.067 Uiso 1 1 calc R U . . .
H12B H -0.0507 0.1002 0.1461 0.067 Uiso 1 1 calc R U . . .
H12C H 0.0632 0.1418 0.1425 0.067 Uiso 1 1 calc R U . . .
C13 C 0.30866(14) 0.30733(11) 0.37770(11) 0.0231(3) Uani 1 1 d . . . . .
C14 C 0.33143(13) 0.40761(11) 0.41466(10) 0.0218(3) Uani 1 1 d . . . . .
C15 C 0.37027(14) 0.47143(11) 0.37932(11) 0.0258(3) Uani 1 1 d . . . . .
H15 H 0.3843 0.4547 0.3265 0.031 Uiso 1 1 calc R U . . .
C16 C 0.38763(15) 0.56095(11) 0.42477(12) 0.0281(3) Uani 1 1 d . . . . .
H16 H 0.4126 0.6049 0.4017 0.034 Uiso 1 1 calc R U . . .
C17 C 0.36808(14) 0.58561(11) 0.50450(12) 0.0260(3) Uani 1 1 d . . . . .
H17 H 0.3807 0.6454 0.5357 0.031 Uiso 1 1 calc R U . . .
C18 C 0.32930(13) 0.51836(10) 0.53606(11) 0.0214(3) Uani 1 1 d . . . . .
C19 C 0.30664(14) 0.52978(11) 0.62244(11) 0.0234(3) Uani 1 1 d . . . . .
C20 C 0.26053(14) 0.45022(10) 0.71872(11) 0.0231(3) Uani 1 1 d . . . . .
C21 C 0.14797(15) 0.44287(12) 0.71551(12) 0.0294(4) Uani 1 1 d . . . . .
C22 C 0.04406(16) 0.44106(14) 0.62713(13) 0.0372(4) Uani 1 1 d . . . . .
H22 H 0.0645 0.4180 0.5753 0.045 Uiso 1 1 calc R U . . .
C23 C -0.0634(2) 0.37850(17) 0.61458(19) 0.0582(6) Uani 1 1 d . . . . .
H23A H -0.1208 0.3684 0.5522 0.087 Uiso 1 1 calc R U . . .
H23B H -0.0949 0.4056 0.6568 0.087 Uiso 1 1 calc R U . . .
H23C H -0.0416 0.3224 0.6269 0.087 Uiso 1 1 calc R U . . .
C24 C 0.0164(2) 0.53405(16) 0.62253(16) 0.0482(5) Uani 1 1 d . . . . .
H24A H 0.0845 0.5723 0.6309 0.072 Uiso 1 1 calc R U . . .
H24B H -0.0084 0.5572 0.6705 0.072 Uiso 1 1 calc R U . . .
H24C H -0.0446 0.5318 0.5633 0.072 Uiso 1 1 calc R U . . .
C25 C 0.13464(18) 0.43851(14) 0.79627(14) 0.0391(4) Uani 1 1 d . . . . .
H25 H 0.0607 0.4340 0.7956 0.047 Uiso 1 1 calc R U . . .
C26 C 0.2296(2) 0.44082(14) 0.87716(13) 0.0428(5) Uani 1 1 d . . . . .
H26 H 0.2191 0.4384 0.9305 0.051 Uiso 1 1 calc R U . . .
C27 C 0.33965(18) 0.44672(13) 0.87923(12) 0.0370(4) Uani 1 1 d . . . . .
H27 H 0.4028 0.4477 0.9340 0.044 Uiso 1 1 calc R U . . .
C28 C 0.35777(15) 0.45132(11) 0.80060(11) 0.0279(3) Uani 1 1 d . . . . .
C29 C 0.48022(16) 0.45848(13) 0.80469(13) 0.0349(4) Uani 1 1 d . . . . .
H29 H 0.4735 0.4369 0.7414 0.042 Uiso 1 1 calc R U . . .
C30 C 0.54023(17) 0.55567(14) 0.83931(14) 0.0388(4) Uani 1 1 d . . . . .
H30A H 0.6159 0.5587 0.8386 0.058 Uiso 1 1 calc R U . . .
H30B H 0.5479 0.5789 0.9013 0.058 Uiso 1 1 calc R U . . .
H30C H 0.4947 0.5906 0.7998 0.058 Uiso 1 1 calc R U . . .
C31 C 0.55697(19) 0.40204(15) 0.86382(17) 0.0502(6) Uani 1 1 d . . . . .
H31A H 0.5205 0.3405 0.8411 0.075 Uiso 1 1 calc R U . . .
H31B H 0.5675 0.4231 0.9269 0.075 Uiso 1 1 calc R U . . .
H31C H 0.6312 0.4071 0.8606 0.075 Uiso 1 1 calc R U . . .
C32 C 0.19389(14) 0.20849(10) 0.61749(11) 0.0230(3) Uani 1 1 d . . . . .
C33 C 0.30332(15) 0.23086(11) 0.69479(11) 0.0269(3) Uani 1 1 d . . . . .
H33 H 0.3547 0.2804 0.7017 0.032 Uiso 1 1 calc R U . . .
C34 C 0.33480(15) 0.18096(11) 0.75939(11) 0.0274(3) Uani 1 1 d . . . . .
H34 H 0.4071 0.1964 0.8093 0.033 Uiso 1 1 calc R U . . .
C35 C 0.25788(15) 0.10708(11) 0.74999(11) 0.0249(3) Uani 1 1 d . . . . .
C36 C 0.14915(15) 0.08304(12) 0.67534(12) 0.0292(4) Uani 1 1 d . . . . .
H36 H 0.0979 0.0341 0.6699 0.035 Uiso 1 1 calc R U . . .
C37 C 0.11841(15) 0.13226(12) 0.60996(12) 0.0285(3) Uani 1 1 d . . . . .
H37 H 0.0466 0.1153 0.5596 0.034 Uiso 1 1 calc R U . . .
C38 C 0.37032(15) 0.20219(12) 0.12786(12) 0.0278(3) Uani 1 1 d . . . . .
H38A H 0.3241 0.2008 0.1634 0.033 Uiso 1 1 calc R U . . .
H38B H 0.4081 0.2635 0.1429 0.033 Uiso 1 1 calc R U . . .
C39 C 0.28913(17) 0.17602(14) 0.02590(13) 0.0390(4) Uani 1 1 d . . . . .
H39A H 0.3333 0.1832 -0.0103 0.047 Uiso 1 1 calc R U . . .
H39B H 0.2554 0.1134 0.0088 0.047 Uiso 1 1 calc R U . . .
C40 C 0.19298(18) 0.23187(15) 0.00306(14) 0.0414(5) Uani 1 1 d . . . . .
H40A H 0.2271 0.2946 0.0222 0.050 Uiso 1 1 calc R U . . .
H40B H 0.1479 0.2234 0.0382 0.050 Uiso 1 1 calc R U . . .
C41 C 0.11246(19) 0.20907(16) -0.09885(15) 0.0464(5) Uani 1 1 d . . . . .
H41A H 0.1550 0.2228 -0.1337 0.070 Uiso 1 1 calc R U . . .
H41B H 0.0501 0.2435 -0.1084 0.070 Uiso 1 1 calc R U . . .
H41C H 0.0813 0.1464 -0.1191 0.070 Uiso 1 1 calc R U . . .
C42 C 0.53475(15) 0.13850(11) 0.10114(11) 0.0267(3) Uani 1 1 d . . . . .
H42A H 0.5904 0.0984 0.1207 0.032 Uiso 1 1 calc R U . . .
H42B H 0.4829 0.1121 0.0369 0.032 Uiso 1 1 calc R U . . .
C43 C 0.60014(17) 0.22681(12) 0.10661(13) 0.0337(4) Uani 1 1 d . . . . .
H43A H 0.6498 0.2557 0.1707 0.040 Uiso 1 1 calc R U . . .
H43B H 0.5454 0.2661 0.0822 0.040 Uiso 1 1 calc R U . . .
C44 C 0.67350(18) 0.21106(15) 0.05136(14) 0.0393(4) Uani 1 1 d . . . . .
H44A H 0.7252 0.1693 0.0741 0.047 Uiso 1 1 calc R U . . .
H44B H 0.6229 0.1841 -0.0130 0.047 Uiso 1 1 calc R U . . .
C45 C 0.7449(2) 0.29690(17) 0.05785(19) 0.0524(6) Uani 1 1 d . . . . .
H45A H 0.7887 0.2840 0.0212 0.079 Uiso 1 1 calc R U . . .
H45B H 0.7972 0.3227 0.1212 0.079 Uiso 1 1 calc R U . . .
H45C H 0.6941 0.3384 0.0352 0.079 Uiso 1 1 calc R U . . .
C46 C 0.40949(15) 0.04899(11) 0.14546(11) 0.0266(3) Uani 1 1 d . . . . .
H46A H 0.4705 0.0122 0.1577 0.032 Uiso 1 1 calc R U . . .
H46B H 0.3558 0.0267 0.0810 0.032 Uiso 1 1 calc R U . . .
C47 C 0.34453(16) 0.03628(12) 0.20535(13) 0.0330(4) Uani 1 1 d . . . . .
H47A H 0.2897 0.0781 0.2002 0.040 Uiso 1 1 calc R U . . .
H47B H 0.3992 0.0483 0.2697 0.040 Uiso 1 1 calc R U . . .
C48 C 0.27984(18) -0.05950(13) 0.17399(14) 0.0394(4) Uani 1 1 d . . . . .
H48A H 0.3310 -0.1004 0.1639 0.047 Uiso 1 1 calc R U . . .
H48B H 0.2604 -0.0725 0.2231 0.047 Uiso 1 1 calc R U . . .
C49 C 0.1697(2) -0.07612(18) 0.08635(17) 0.0562(6) Uani 1 1 d . . . . .
H49A H 0.1881 -0.0640 0.0372 0.084 Uiso 1 1 calc R U . . .
H49B H 0.1172 -0.0375 0.0964 0.084 Uiso 1 1 calc R U . . .
H49C H 0.1338 -0.1374 0.0698 0.084 Uiso 1 1 calc R U . . .
C50 C 0.54057(15) 0.18603(11) 0.26043(11) 0.0258(3) Uani 1 1 d . . . . .
H50A H 0.5739 0.2465 0.2663 0.031 Uiso 1 1 calc R U . . .
H50B H 0.4923 0.1901 0.2947 0.031 Uiso 1 1 calc R U . . .
C51 C 0.63868(15) 0.13562(12) 0.30442(12) 0.0291(4) Uani 1 1 d . . . . .
H51A H 0.6067 0.0793 0.3099 0.035 Uiso 1 1 calc R U . . .
H51B H 0.6801 0.1224 0.2652 0.035 Uiso 1 1 calc R U . . .
C52 C 0.72241(15) 0.19085(12) 0.39959(12) 0.0310(4) Uani 1 1 d . . . . .
H52A H 0.6793 0.2083 0.4367 0.037 Uiso 1 1 calc R U . . .
H52B H 0.7584 0.2450 0.3931 0.037 Uiso 1 1 calc R U . . .
C53 C 0.81680(17) 0.14009(14) 0.44956(13) 0.0379(4) Uani 1 1 d . . . . .
H53A H 0.7816 0.0852 0.4541 0.057 Uiso 1 1 calc R U . . .
H53B H 0.8647 0.1761 0.5105 0.057 Uiso 1 1 calc R U . . .
H53C H 0.8637 0.1269 0.4156 0.057 Uiso 1 1 calc R U . . .
C54 C 0.0954(2) 0.47194(17) 0.11565(17) 0.0533(6) Uani 1 1 d . . . . .
H54A H 0.1252 0.4610 0.0683 0.064 Uiso 1 1 calc R U . . .
H54B H 0.0154 0.4814 0.0872 0.064 Uiso 1 1 calc R U . . .
C55 C 0.1011(2) 0.39315(17) 0.15736(19) 0.0576(6) Uani 1 1 d . . . . .
H55A H 0.0541 0.3411 0.1103 0.086 Uiso 1 1 calc R U . . .
H55B H 0.0728 0.4049 0.2049 0.086 Uiso 1 1 calc R U . . .
H55C H 0.1802 0.3830 0.1837 0.086 Uiso 1 1 calc R U . . .
C56 C 0.1484(3) 0.62833(19) 0.1551(2) 0.0681(8) Uani 1 1 d . . . . .
H56A H 0.0675 0.6362 0.1334 0.082 Uiso 1 1 calc R U . . .
H56B H 0.1716 0.6248 0.1042 0.082 Uiso 1 1 calc R U . . .
C57 C 0.2224(4) 0.7058(2) 0.2342(3) 0.0971(12) Uani 1 1 d . . . . .
H57A H 0.3023 0.6972 0.2555 0.146 Uiso 1 1 calc R U . . .
H57B H 0.1980 0.7094 0.2838 0.146 Uiso 1 1 calc R U . . .
H57C H 0.2144 0.7603 0.2139 0.146 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Cu1 O1 1.8976(11) . ?
Cu1 N2 1.9240(13) . ?
Cu1 N1 2.0002(13) . ?
Cu1 N3 2.0029(13) . ?
O1 C32 1.2926(19) . ?
O2 C13 1.2420(19) . ?
O3 C19 1.237(2) . ?
O4 N4 1.2461(19) . ?
O5 N4 1.237(2) . ?
O6 C56 1.415(3) . ?
O6 C54 1.424(3) . ?
N1 C13 1.340(2) . ?
N1 C1 1.425(2) . ?
N2 C18 1.328(2) . ?
N2 C14 1.333(2) . ?
N3 C19 1.342(2) . ?
N3 C20 1.428(2) . ?
N4 C35 1.423(2) . ?
N5 C46 1.515(2) . ?
N5 C38 1.521(2) . ?
N5 C50 1.522(2) . ?
N5 C42 1.523(2) . ?
C1 C9 1.406(2) . ?
C1 C2 1.411(2) . ?
C2 C6 1.391(2) . ?
C2 C3 1.520(2) . ?
C3 C5 1.528(3) . ?
C3 C4 1.532(2) . ?
C3 H3 0.9800 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.385(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.395(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.520(2) . ?
C10 C11 1.527(3) . ?
C10 C12 1.530(3) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.508(2) . ?
C14 C15 1.386(2) . ?
C15 C16 1.389(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.513(2) . ?
C20 C21 1.402(2) . ?
C20 C28 1.409(2) . ?
C21 C25 1.395(2) . ?
C21 C22 1.513(3) . ?
C22 C24 1.508(3) . ?
C22 C23 1.536(3) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.392(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.521(3) . ?
C29 C30 1.525(3) . ?
C29 C31 1.528(3) . ?
C29 H29 0.9800 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.420(2) . ?
C32 C37 1.421(2) . ?
C33 C34 1.371(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.394(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.396(2) . ?
C36 C37 1.373(2) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.516(2) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.508(3) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.514(3) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 C43 1.516(2) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.521(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.516(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C47 1.527(2) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C48 1.527(3) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.512(3) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 C51 1.520(2) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 C52 1.519(2) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 C53 1.522(3) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 C55 1.497(4) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 C57 1.501(5) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 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 Cu1 N2 166.79(5) . . ?
O1 Cu1 N1 96.61(5) . . ?
N2 Cu1 N1 80.42(5) . . ?
O1 Cu1 N3 103.76(5) . . ?
N2 Cu1 N3 80.41(5) . . ?
N1 Cu1 N3 159.39(6) . . ?
C32 O1 Cu1 128.88(11) . . ?
C56 O6 C54 111.8(2) . . ?
C13 N1 C1 118.92(13) . . ?
C13 N1 Cu1 116.09(10) . . ?
C1 N1 Cu1 124.69(10) . . ?
C18 N2 C14 123.47(14) . . ?
C18 N2 Cu1 118.22(11) . . ?
C14 N2 Cu1 118.30(11) . . ?
C19 N3 C20 118.24(13) . . ?
C19 N3 Cu1 115.79(10) . . ?
C20 N3 Cu1 125.92(10) . . ?
O5 N4 O4 121.16(14) . . ?
O5 N4 C35 119.89(14) . . ?
O4 N4 C35 118.95(15) . . ?
C46 N5 C38 110.62(13) . . ?
C46 N5 C50 110.88(13) . . ?
C38 N5 C50 107.01(12) . . ?
C46 N5 C42 106.64(12) . . ?
C38 N5 C42 110.96(12) . . ?
C50 N5 C42 110.77(13) . . ?
C9 C1 C2 120.84(15) . . ?
C9 C1 N1 119.76(15) . . ?
C2 C1 N1 119.25(15) . . ?
C6 C2 C1 118.56(16) . . ?
C6 C2 C3 121.42(16) . . ?
C1 C2 C3 120.01(15) . . ?
C2 C3 C5 110.42(14) . . ?
C2 C3 C4 114.13(15) . . ?
C5 C3 C4 110.01(15) . . ?
C2 C3 H3 107.3 . . ?
C5 C3 H3 107.3 . . ?
C4 C3 H3 107.3 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C2 121.13(17) . . ?
C7 C6 H6 119.4 . . ?
C2 C6 H6 119.4 . . ?
C6 C7 C8 119.81(16) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C9 121.27(17) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C1 118.39(16) . . ?
C8 C9 C10 120.15(16) . . ?
C1 C9 C10 121.37(15) . . ?
C9 C10 C11 110.50(15) . . ?
C9 C10 C12 112.40(16) . . ?
C11 C10 C12 110.48(16) . . ?
C9 C10 H10 107.8 . . ?
C11 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 N1 128.65(15) . . ?
O2 C13 C14 119.38(14) . . ?
N1 C13 C14 111.97(13) . . ?
N2 C14 C15 119.61(15) . . ?
N2 C14 C13 113.15(14) . . ?
C15 C14 C13 127.24(14) . . ?
C14 C15 C16 118.27(15) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C15 C16 C17 120.72(15) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 118.00(15) . . ?
C18 C17 H17 121.0 . . ?
C16 C17 H17 121.0 . . ?
N2 C18 C17 119.92(14) . . ?
N2 C18 C19 113.31(13) . . ?
C17 C18 C19 126.74(14) . . ?
O3 C19 N3 128.82(15) . . ?
O3 C19 C18 119.46(14) . . ?
N3 C19 C18 111.71(13) . . ?
C21 C20 C28 121.16(15) . . ?
C21 C20 N3 119.56(14) . . ?
C28 C20 N3 119.14(15) . . ?
C25 C21 C20 118.22(17) . . ?
C25 C21 C22 120.99(17) . . ?
C20 C21 C22 120.78(15) . . ?
C24 C22 C21 111.17(17) . . ?
C24 C22 C23 110.55(18) . . ?
C21 C22 C23 112.31(18) . . ?
C24 C22 H22 107.5 . . ?
C21 C22 H22 107.5 . . ?
C23 C22 H22 107.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C21 121.01(18) . . ?
C26 C25 H25 119.5 . . ?
C21 C25 H25 119.5 . . ?
C27 C26 C25 120.30(17) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 120.99(18) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C20 118.29(17) . . ?
C27 C28 C29 120.07(16) . . ?
C20 C28 C29 121.64(15) . . ?
C28 C29 C30 111.04(15) . . ?
C28 C29 C31 113.88(18) . . ?
C30 C29 C31 109.27(16) . . ?
C28 C29 H29 107.5 . . ?
C30 C29 H29 107.5 . . ?
C31 C29 H29 107.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O1 C32 C33 122.94(15) . . ?
O1 C32 C37 119.89(15) . . ?
C33 C32 C37 117.17(15) . . ?
C34 C33 C32 121.40(15) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C33 C34 C35 119.70(16) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 120.77(15) . . ?
C34 C35 N4 119.13(15) . . ?
C36 C35 N4 120.10(15) . . ?
C37 C36 C35 119.48(16) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 C32 121.47(16) . . ?
C36 C37 H37 119.3 . . ?
C32 C37 H37 119.3 . . ?
C39 C38 N5 115.69(13) . . ?
C39 C38 H38A 108.4 . . ?
N5 C38 H38A 108.4 . . ?
C39 C38 H38B 108.4 . . ?
N5 C38 H38B 108.4 . . ?
H38A C38 H38B 107.4 . . ?
C40 C39 C38 112.08(15) . . ?
C40 C39 H39A 109.2 . . ?
C38 C39 H39A 109.2 . . ?
C40 C39 H39B 109.2 . . ?
C38 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
C39 C40 C41 113.29(17) . . ?
C39 C40 H40A 108.9 . . ?
C41 C40 H40A 108.9 . . ?
C39 C40 H40B 108.9 . . ?
C41 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 N5 115.57(13) . . ?
C43 C42 H42A 108.4 . . ?
N5 C42 H42A 108.4 . . ?
C43 C42 H42B 108.4 . . ?
N5 C42 H42B 108.4 . . ?
H42A C42 H42B 107.4 . . ?
C42 C43 C44 110.11(15) . . ?
C42 C43 H43A 109.6 . . ?
C44 C43 H43A 109.6 . . ?
C42 C43 H43B 109.6 . . ?
C44 C43 H43B 109.6 . . ?
H43A C43 H43B 108.2 . . ?
C45 C44 C43 112.34(18) . . ?
C45 C44 H44A 109.1 . . ?
C43 C44 H44A 109.1 . . ?
C45 C44 H44B 109.1 . . ?
C43 C44 H44B 109.1 . . ?
H44A C44 H44B 107.9 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N5 C46 C47 116.20(13) . . ?
N5 C46 H46A 108.2 . . ?
C47 C46 H46A 108.2 . . ?
N5 C46 H46B 108.2 . . ?
C47 C46 H46B 108.2 . . ?
H46A C46 H46B 107.4 . . ?
C46 C47 C48 109.92(15) . . ?
C46 C47 H47A 109.7 . . ?
C48 C47 H47A 109.7 . . ?
C46 C47 H47B 109.7 . . ?
C48 C47 H47B 109.7 . . ?
H47A C47 H47B 108.2 . . ?
C49 C48 C47 113.48(19) . . ?
C49 C48 H48A 108.9 . . ?
C47 C48 H48A 108.9 . . ?
C49 C48 H48B 108.9 . . ?
C47 C48 H48B 108.9 . . ?
H48A C48 H48B 107.7 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C51 C50 N5 114.67(13) . . ?
C51 C50 H50A 108.6 . . ?
N5 C50 H50A 108.6 . . ?
C51 C50 H50B 108.6 . . ?
N5 C50 H50B 108.6 . . ?
H50A C50 H50B 107.6 . . ?
C52 C51 C50 110.56(14) . . ?
C52 C51 H51A 109.5 . . ?
C50 C51 H51A 109.5 . . ?
C52 C51 H51B 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 108.1 . . ?
C51 C52 C53 112.43(15) . . ?
C51 C52 H52A 109.1 . . ?
C53 C52 H52A 109.1 . . ?
C51 C52 H52B 109.1 . . ?
C53 C52 H52B 109.1 . . ?
H52A C52 H52B 107.8 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
O6 C54 C55 108.8(2) . . ?
O6 C54 H54A 109.9 . . ?
C55 C54 H54A 109.9 . . ?
O6 C54 H54B 109.9 . . ?
C55 C54 H54B 109.9 . . ?
H54A C54 H54B 108.3 . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
O6 C56 C57 108.2(3) . . ?
O6 C56 H56A 110.1 . . ?
C57 C56 H56A 110.1 . . ?
O6 C56 H56B 110.1 . . ?
C57 C56 H56B 110.1 . . ?
H56A C56 H56B 108.4 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
 
_refine_diff_density_max    0.557
_refine_diff_density_min   -0.459
_refine_diff_density_rms    0.049



