data_shelxl
_audit_update_record
;
2016-04-15 # Formatted by publCIF
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C18 H29 Cu N3 O3'
_chemical_formula_sum
'C18 H29 Cu N3 O3'
_chemical_formula_weight 398.98
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 tetragonal
_symmetry_space_group_name_H-M P43
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'
_cell_length_a 10.627(5)
_cell_length_b 10.627(5)
_cell_length_c 18.048(5)
_cell_angle_alpha 90.000(5)
_cell_angle_beta 90.000(5)
_cell_angle_gamma 90.000(5)
_cell_volume 2038.2(15)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 8834
_cell_measurement_theta_min 2.05
_cell_measurement_theta_max 31.20
_exptl_crystal_description Tetragonal
_exptl_crystal_colour 'blue'
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.20
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.300
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 844
_exptl_absorpt_coefficient_mu 1.091
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9790
_exptl_absorpt_correction_T_max 0.9831
_exptl_absorpt_process_details 'SADABS (Bruker 2004)'
_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_type 'bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method '\w and \f scan'
_diffrn_detector_area_resol_mean .
_diffrn_standards_number .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time .
_diffrn_standards_decay_% 0
_diffrn_reflns_number 15678
_diffrn_reflns_av_R_equivalents 0.0352
_diffrn_reflns_av_sigmaI/netI 0.0615
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_theta_min 1.92
_diffrn_reflns_theta_max 28.33
_reflns_number_total 4720
_reflns_number_gt 3169
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2004)'
_computing_cell_refinement 'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction 'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution '<i>SHELXS97</i> (Sheldrick, 2008)'
_computing_structure_refinement '<i>SHELXL97</i> (Sheldrick, 2008)'
_computing_molecular_graphics '<i>ORTEP-3 for Windows</i> (Farrugia, 1997)'
_computing_publication_material '<i>PLATON</i> (Spek, 2009)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0505P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.96(2)
_chemical_absolute_configuration 'syn'
_refine_ls_number_reflns 4720
_refine_ls_number_parameters 233
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0709
_refine_ls_R_factor_gt 0.0491
_refine_ls_wR_factor_ref 0.1249
_refine_ls_wR_factor_gt 0.1205
_refine_ls_goodness_of_fit_ref 1.169
_refine_ls_restrained_S_all 1.171
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4262(4) 0.2244(4) 0.3182(3) 0.0512(11) Uani 1 1 d . A .
C2 C 0.3283(5) 0.3115(5) 0.3276(3) 0.0707(15) Uani 1 1 d . . .
H2 H 0.2607 0.3102 0.2949 0.085 Uiso 1 1 calc R . .
C3 C 0.3296(6) 0.3984(6) 0.3834(4) 0.0796(17) Uani 1 1 d . . .
H3 H 0.2637 0.4557 0.3874 0.096 Uiso 1 1 calc R . .
C4 C 0.4279(6) 0.4028(6) 0.4346(3) 0.0776(17) Uani 1 1 d . . .
H4 H 0.4277 0.4618 0.4726 0.093 Uiso 1 1 calc R . .
C5 C 0.5226(5) 0.3201(5) 0.4277(3) 0.0659(14) Uani 1 1 d . . .
H5 H 0.5881 0.3223 0.4619 0.079 Uiso 1 1 calc R . .
C6 C 0.5262(4) 0.2300(4) 0.3705(3) 0.0487(10) Uani 1 1 d . . .
C7 C 0.6356(4) 0.1524(5) 0.3661(2) 0.0500(10) Uani 1 1 d . . .
H7 H 0.6975 0.1642 0.4019 0.060 Uiso 1 1 calc R . .
C8 C 0.7780(4) 0.0036(5) 0.3147(3) 0.0527(11) Uani 1 1 d . . .
H8 H 0.7930 -0.0319 0.3641 0.063 Uiso 1 1 calc R . .
C9 C 0.7659(5) -0.1064(4) 0.2614(2) 0.0519(11) Uani 1 1 d . . .
C10 C 0.8830(6) 0.0948(6) 0.2995(4) 0.0829(17) Uani 1 1 d . . .
H10 H 0.8846 0.1553 0.3405 0.099 Uiso 1 1 calc R . .
C11 C 0.8623(7) 0.1638(9) 0.2336(5) 0.135(3) Uani 1 1 d . . .
H11A H 0.8672 0.1082 0.1918 0.203 Uiso 1 1 calc R . .
H11B H 0.9252 0.2282 0.2290 0.203 Uiso 1 1 calc R . .
H11C H 0.7804 0.2019 0.2352 0.203 Uiso 1 1 calc R . .
C12 C 1.0138(6) 0.0304(8) 0.2968(5) 0.107(3) Uani 1 1 d . . .
H12A H 1.0213 -0.0171 0.2517 0.161 Uiso 1 1 calc R . .
H12B H 1.0226 -0.0250 0.3385 0.161 Uiso 1 1 calc R . .
H12C H 1.0785 0.0933 0.2984 0.161 Uiso 1 1 calc R . .
C13A C 0.3205(10) 0.0391(11) 0.1380(6) 0.069(3) Uiso 0.541(12) 1 d PD A 1
H13A H 0.2785 0.0117 0.0937 0.103 Uiso 0.541(12) 1 calc PR A 1
H13B H 0.3534 0.1223 0.1306 0.103 Uiso 0.541(12) 1 calc PR A 1
H13C H 0.2618 0.0400 0.1784 0.103 Uiso 0.541(12) 1 calc PR A 1
C13B C 0.3736(14) 0.0490(11) 0.1105(7) 0.068(4) Uiso 0.459(12) 1 d PD A 2
H13D H 0.3136 0.0135 0.0766 0.102 Uiso 0.459(12) 1 calc PR A 2
H13E H 0.4393 0.0900 0.0831 0.102 Uiso 0.459(12) 1 calc PR A 2
H13F H 0.3323 0.1092 0.1418 0.102 Uiso 0.459(12) 1 calc PR A 2
C17 C 0.3476(7) -0.0924(7) 0.3676(4) 0.094(2) Uani 1 1 d . A .
H17A H 0.2966 -0.0273 0.3462 0.141 Uiso 1 1 calc R . .
H17B H 0.4013 -0.0569 0.4049 0.141 Uiso 1 1 calc R . .
H17C H 0.2942 -0.1550 0.3897 0.141 Uiso 1 1 calc R . .
C18 C 0.5055(9) -0.2482(8) 0.3406(6) 0.130(3) Uani 1 1 d . A .
H18A H 0.4548 -0.3153 0.3600 0.194 Uiso 1 1 calc R . .
H18B H 0.5563 -0.2135 0.3796 0.194 Uiso 1 1 calc R . .
H18C H 0.5591 -0.2801 0.3021 0.194 Uiso 1 1 calc R . .
C14A C 0.5132(10) -0.0582(12) 0.0859(7) 0.084(4) Uiso 0.541(12) 1 d PD A 1
H14A H 0.5759 -0.1220 0.0933 0.126 Uiso 0.541(12) 1 calc PR A 1
H14B H 0.5537 0.0215 0.0781 0.126 Uiso 0.541(12) 1 calc PR A 1
H14C H 0.4631 -0.0789 0.0433 0.126 Uiso 0.541(12) 1 calc PR A 1
C15A C 0.3882(14) -0.1715(13) 0.1697(7) 0.087(4) Uiso 0.541(12) 1 d P A 1
H15A H 0.4598 -0.2280 0.1684 0.105 Uiso 0.541(12) 1 calc PR A 1
H15B H 0.3290 -0.1980 0.1319 0.105 Uiso 0.541(12) 1 calc PR A 1
C16A C 0.3267(12) -0.1773(14) 0.2444(7) 0.082(3) Uiso 0.541(12) 1 d P A 1
H16A H 0.2900 -0.2601 0.2513 0.098 Uiso 0.541(12) 1 calc PR A 1
H16B H 0.2591 -0.1160 0.2464 0.098 Uiso 0.541(12) 1 calc PR A 1
C14B C 0.4845(15) -0.1507(15) 0.1067(8) 0.084(5) Uiso 0.459(12) 1 d P A 2
H14D H 0.5145 -0.2187 0.1369 0.126 Uiso 0.459(12) 1 calc PR A 2
H14E H 0.5534 -0.1155 0.0792 0.126 Uiso 0.459(12) 1 calc PR A 2
H14F H 0.4219 -0.1816 0.0729 0.126 Uiso 0.459(12) 1 calc PR A 2
C15B C 0.3170(13) -0.1208(13) 0.1964(7) 0.075(4) Uiso 0.459(12) 1 d PD A 2
H15C H 0.2656 -0.1638 0.1599 0.091 Uiso 0.459(12) 1 calc PR A 2
H15D H 0.2642 -0.0594 0.2213 0.091 Uiso 0.459(12) 1 calc PR A 2
C16B C 0.3668(16) -0.2214(15) 0.2561(8) 0.081(5) Uiso 0.459(12) 1 d P A 2
H16C H 0.2974 -0.2695 0.2765 0.097 Uiso 0.459(12) 1 calc PR A 2
H16D H 0.4265 -0.2790 0.2337 0.097 Uiso 0.459(12) 1 calc PR A 2
N1 N 0.6555(3) 0.0685(4) 0.3174(2) 0.0469(8) Uani 1 1 d . . .
O3 O 0.6710(3) -0.1063(3) 0.21805(16) 0.0594(9) Uani 1 1 d . . .
N2 N 0.4273(4) -0.0502(4) 0.1556(2) 0.0645(11) Uani 1 1 d . . .
N3 N 0.4239(5) -0.1501(4) 0.3104(3) 0.0704(13) Uani 1 1 d . . .
O1 O 0.4214(3) 0.1439(3) 0.26387(18) 0.0596(9) Uani 1 1 d . . .
O2 O 0.8449(4) -0.1892(4) 0.2629(2) 0.0808(12) Uani 1 1 d . . .
Cu1 Cu 0.53651(4) 0.01088(6) 0.24313(3) 0.04748(16) Uani 1 1 d . A .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.047(2) 0.049(3) 0.058(3) 0.003(2) 0.012(2) 0.007(2)
C2 0.054(3) 0.073(4) 0.085(4) 0.002(3) 0.005(3) 0.017(3)
C3 0.065(4) 0.062(4) 0.112(4) -0.005(3) 0.025(3) 0.025(3)
C4 0.088(4) 0.060(3) 0.085(4) -0.021(3) 0.021(3) 0.007(3)
C5 0.071(3) 0.058(3) 0.069(3) -0.018(2) 0.014(3) 0.004(3)
C6 0.049(3) 0.042(2) 0.055(2) 0.0008(19) 0.006(2) 0.001(2)
C7 0.045(2) 0.058(3) 0.048(2) -0.005(2) -0.0068(19) 0.001(2)
C8 0.047(2) 0.049(3) 0.062(3) -0.007(2) -0.008(2) 0.012(2)
C9 0.057(3) 0.052(3) 0.047(3) -0.0042(19) -0.003(2) 0.011(2)
C10 0.058(3) 0.083(4) 0.108(5) -0.002(4) -0.004(3) 0.004(3)
C11 0.081(4) 0.169(9) 0.157(8) 0.065(7) 0.043(6) 0.002(5)
C12 0.048(3) 0.114(6) 0.160(8) -0.017(5) 0.004(4) 0.008(4)
C17 0.097(5) 0.095(5) 0.089(4) 0.001(4) 0.036(4) -0.005(4)
C18 0.134(8) 0.095(6) 0.160(8) 0.050(6) 0.032(6) -0.006(6)
N1 0.0421(19) 0.046(2) 0.053(2) -0.0055(17) -0.0067(16) 0.0058(16)
O3 0.0513(19) 0.069(2) 0.0580(19) -0.0202(16) -0.0065(15) 0.0151(17)
N2 0.060(3) 0.066(3) 0.067(3) -0.017(2) -0.022(2) -0.001(2)
N3 0.066(3) 0.061(3) 0.084(3) 0.000(2) 0.015(3) 0.003(2)
O1 0.0481(18) 0.065(2) 0.066(2) -0.0081(17) -0.0100(14) 0.0101(16)
O2 0.083(2) 0.076(2) 0.084(2) -0.026(2) -0.024(2) 0.043(2)
Cu1 0.0397(3) 0.0525(4) 0.0502(2) -0.0087(2) -0.0059(3) 0.0021(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.302(6) . ?
C1 C2 1.403(7) . ?
C1 C6 1.423(7) . ?
C2 C3 1.367(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.342(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.428(6) . ?
C7 N1 1.271(6) . ?
C7 H7 0.9300 . ?
C8 N1 1.474(6) . ?
C8 C10 1.503(9) . ?
C8 C9 1.520(6) . ?
C8 H8 0.9800 . ?
C9 O2 1.217(5) . ?
C9 O3 1.276(5) . ?
C10 C11 1.415(10) . ?
C10 C12 1.551(8) . ?
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 . ?
C13A N2 1.513(10) . ?
C13A H13A 0.9600 . ?
C13A H13B 0.9600 . ?
C13A H13C 0.9600 . ?
C13B N2 1.449(12) . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 0.9600 . ?
C17 N3 1.450(8) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N3 1.462(10) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C14A N2 1.557(12) . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
C15A N2 1.378(14) . ?
C15A C16A 1.500(18) . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C16A N3 1.603(14) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C14B N2 1.513(16) . ?
C14B H14D 0.9600 . ?
C14B H14E 0.9600 . ?
C14B H14F 0.9600 . ?
C15B N2 1.574(12) . ?
C15B C16B 1.61(2) . ?
C15B H15C 0.9700 . ?
C15B H15D 0.9700 . ?
C16B N3 1.379(15) . ?
C16B H16C 0.9700 . ?
C16B H16D 0.9700 . ?
N1 Cu1 1.941(4) . ?
O3 Cu1 1.949(3) . ?
N2 Cu1 2.065(4) . ?
N3 Cu1 2.415(5) . ?
O1 Cu1 1.907(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
O1 C1 C2 119.7(5) . . ?
O1 C1 C6 123.8(4) . . ?
C2 C1 C6 116.5(5) . . ?
C3 C2 C1 121.9(6) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 121.2(5) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 118.7(5) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 122.2(6) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.6(4) . . ?
C5 C6 C7 117.1(4) . . ?
C1 C6 C7 123.2(4) . . ?
N1 C7 C6 125.4(4) . . ?
N1 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
N1 C8 C10 111.1(4) . . ?
N1 C8 C9 107.8(4) . . ?
C10 C8 C9 116.3(5) . . ?
N1 C8 H8 107.1 . . ?
C10 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
O2 C9 O3 124.0(4) . . ?
O2 C9 C8 118.9(4) . . ?
O3 C9 C8 117.1(4) . . ?
C11 C10 C8 111.9(6) . . ?
C11 C10 C12 110.0(6) . . ?
C8 C10 C12 112.7(5) . . ?
C11 C10 H10 107.3 . . ?
C8 C10 H10 107.3 . . ?
C12 C10 H10 107.3 . . ?
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 . . ?
N2 C13A H13A 109.5 . . ?
N2 C13A H13B 109.5 . . ?
N2 C13A H13C 109.5 . . ?
N2 C13B H13D 109.5 . . ?
N2 C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
N2 C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C14A H14A 109.5 . . ?
N2 C14A H14B 109.5 . . ?
N2 C14A H14C 109.5 . . ?
N2 C15A C16A 109.6(11) . . ?
N2 C15A H15A 109.7 . . ?
C16A C15A H15A 109.7 . . ?
N2 C15A H15B 109.7 . . ?
C16A C15A H15B 109.7 . . ?
H15A C15A H15B 108.2 . . ?
C15A C16A N3 112.3(10) . . ?
C15A C16A H16A 109.1 . . ?
N3 C16A H16A 109.1 . . ?
C15A C16A H16B 109.1 . . ?
N3 C16A H16B 109.1 . . ?
H16A C16A H16B 107.9 . . ?
N2 C14B H14D 109.5 . . ?
N2 C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
N2 C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
N2 C15B C16B 112.7(10) . . ?
N2 C15B H15C 109.1 . . ?
C16B C15B H15C 109.1 . . ?
N2 C15B H15D 109.1 . . ?
C16B C15B H15D 109.1 . . ?
H15C C15B H15D 107.8 . . ?
N3 C16B C15B 104.8(11) . . ?
N3 C16B H16C 110.8 . . ?
C15B C16B H16C 110.8 . . ?
N3 C16B H16D 110.8 . . ?
C15B C16B H16D 110.8 . . ?
H16C C16B H16D 108.9 . . ?
C7 N1 C8 119.8(4) . . ?
C7 N1 Cu1 126.2(3) . . ?
C8 N1 Cu1 113.9(3) . . ?
C9 O3 Cu1 115.9(3) . . ?
C15A N2 C13B 131.7(8) . . ?
C15A N2 C13A 113.5(8) . . ?
C13B N2 C13A 29.6(6) . . ?
C15A N2 C14B 64.4(8) . . ?
C13B N2 C14B 110.1(8) . . ?
C13A N2 C14B 128.4(8) . . ?
C15A N2 C14A 106.0(8) . . ?
C13B N2 C14A 79.4(7) . . ?
C13A N2 C14A 107.7(6) . . ?
C14B N2 C14A 41.8(6) . . ?
C15A N2 C15B 40.9(7) . . ?
C13B N2 C15B 108.4(7) . . ?
C13A N2 C15B 80.7(6) . . ?
C14B N2 C15B 103.6(8) . . ?
C14A N2 C15B 142.1(8) . . ?
C15A N2 Cu1 108.8(6) . . ?
C13B N2 Cu1 115.0(5) . . ?
C13A N2 Cu1 112.7(5) . . ?
C14B N2 Cu1 116.2(7) . . ?
C14A N2 Cu1 107.8(5) . . ?
C15B N2 Cu1 102.2(5) . . ?
C16B N3 C17 119.5(8) . . ?
C16B N3 C18 97.8(9) . . ?
C17 N3 C18 111.5(6) . . ?
C16B N3 C16A 24.4(8) . . ?
C17 N3 C16A 104.2(7) . . ?
C18 N3 C16A 122.1(8) . . ?
C16B N3 Cu1 104.5(7) . . ?
C17 N3 Cu1 109.6(4) . . ?
C18 N3 Cu1 113.5(4) . . ?
C16A N3 Cu1 94.3(5) . . ?
C1 O1 Cu1 127.6(3) . . ?
O1 Cu1 N1 92.80(15) . . ?
O1 Cu1 O3 171.85(16) . . ?
N1 Cu1 O3 83.33(14) . . ?
O1 Cu1 N2 91.29(16) . . ?
N1 Cu1 N2 173.32(18) . . ?
O3 Cu1 N2 91.94(16) . . ?
O1 Cu1 N3 96.24(15) . . ?
N1 Cu1 N3 101.50(17) . . ?
O3 Cu1 N3 91.57(17) . . ?
N2 Cu1 N3 83.30(19) . . ?
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
O1 C1 C2 C3 -179.5(5) . . . . ?
C6 C1 C2 C3 0.8(8) . . . . ?
C1 C2 C3 C4 -1.1(10) . . . . ?
C2 C3 C4 C5 0.5(10) . . . . ?
C3 C4 C5 C6 0.4(9) . . . . ?
C4 C5 C6 C1 -0.7(8) . . . . ?
C4 C5 C6 C7 176.1(5) . . . . ?
O1 C1 C6 C5 -179.6(4) . . . . ?
C2 C1 C6 C5 0.0(7) . . . . ?
O1 C1 C6 C7 3.8(7) . . . . ?
C2 C1 C6 C7 -176.5(5) . . . . ?
C5 C6 C7 N1 -178.5(5) . . . . ?
C1 C6 C7 N1 -1.9(8) . . . . ?
N1 C8 C9 O2 -163.6(5) . . . . ?
C10 C8 C9 O2 71.0(6) . . . . ?
N1 C8 C9 O3 15.5(6) . . . . ?
C10 C8 C9 O3 -109.9(5) . . . . ?
N1 C8 C10 C11 -55.8(7) . . . . ?
C9 C8 C10 C11 67.9(7) . . . . ?
N1 C8 C10 C12 179.6(5) . . . . ?
C9 C8 C10 C12 -56.6(7) . . . . ?
N2 C15A C16A N3 -66.0(15) . . . . ?
N2 C15B C16B N3 66.5(14) . . . . ?
C6 C7 N1 C8 173.9(5) . . . . ?
C6 C7 N1 Cu1 -7.2(7) . . . . ?
C10 C8 N1 C7 -61.9(6) . . . . ?
C9 C8 N1 C7 169.6(4) . . . . ?
C10 C8 N1 Cu1 119.1(4) . . . . ?
C9 C8 N1 Cu1 -9.4(5) . . . . ?
O2 C9 O3 Cu1 164.5(4) . . . . ?
C8 C9 O3 Cu1 -14.5(5) . . . . ?
C16A C15A N2 C13B -101.6(13) . . . . ?
C16A C15A N2 C13A -73.5(12) . . . . ?
C16A C15A N2 C14B 163.6(14) . . . . ?
C16A C15A N2 C14A 168.5(10) . . . . ?
C16A C15A N2 C15B -34.1(10) . . . . ?
C16A C15A N2 Cu1 52.9(12) . . . . ?
C16B C15B N2 C15A 54.0(12) . . . . ?
C16B C15B N2 C13B -172.7(10) . . . . ?
C16B C15B N2 C13A -162.2(11) . . . . ?
C16B C15B N2 C14B 70.4(12) . . . . ?
C16B C15B N2 C14A 90.9(14) . . . . ?
C16B C15B N2 Cu1 -50.8(11) . . . . ?
C15B C16B N3 C17 82.3(11) . . . . ?
C15B C16B N3 C18 -157.6(9) . . . . ?
C15B C16B N3 C16A 26.6(17) . . . . ?
C15B C16B N3 Cu1 -40.7(11) . . . . ?
C15A C16A N3 C16B -78(2) . . . . ?
C15A C16A N3 C17 149.7(11) . . . . ?
C15A C16A N3 C18 -83.1(13) . . . . ?
C15A C16A N3 Cu1 38.2(11) . . . . ?
C2 C1 O1 Cu1 -175.9(4) . . . . ?
C6 C1 O1 Cu1 3.7(7) . . . . ?
C1 O1 Cu1 N1 -9.0(4) . . . . ?
C1 O1 Cu1 O3 -70.4(11) . . . . ?
C1 O1 Cu1 N2 176.3(4) . . . . ?
C1 O1 Cu1 N3 92.9(4) . . . . ?
C7 N1 Cu1 O1 10.7(4) . . . . ?
C8 N1 Cu1 O1 -170.4(3) . . . . ?
C7 N1 Cu1 O3 -176.5(4) . . . . ?
C8 N1 Cu1 O3 2.4(3) . . . . ?
C7 N1 Cu1 N2 138.3(15) . . . . ?
C8 N1 Cu1 N2 -42.8(18) . . . . ?
C7 N1 Cu1 N3 -86.3(4) . . . . ?
C8 N1 Cu1 N3 92.7(3) . . . . ?
C9 O3 Cu1 O1 68.9(11) . . . . ?
C9 O3 Cu1 N1 6.9(4) . . . . ?
C9 O3 Cu1 N2 -177.9(4) . . . . ?
C9 O3 Cu1 N3 -94.5(4) . . . . ?
C15A N2 Cu1 O1 -118.9(7) . . . . ?
C13B N2 Cu1 O1 40.3(7) . . . . ?
C13A N2 Cu1 O1 8.0(6) . . . . ?
C14B N2 Cu1 O1 171.0(7) . . . . ?
C14A N2 Cu1 O1 126.7(6) . . . . ?
C15B N2 Cu1 O1 -76.9(6) . . . . ?
C15A N2 Cu1 N1 113.4(18) . . . . ?
C13B N2 Cu1 N1 -87.4(18) . . . . ?
C13A N2 Cu1 N1 -119.7(16) . . . . ?
C14B N2 Cu1 N1 43.3(19) . . . . ?
C14A N2 Cu1 N1 -1.0(19) . . . . ?
C15B N2 Cu1 N1 155.4(16) . . . . ?
C15A N2 Cu1 O3 68.6(7) . . . . ?
C13B N2 Cu1 O3 -132.2(7) . . . . ?
C13A N2 Cu1 O3 -164.5(6) . . . . ?
C14B N2 Cu1 O3 -1.5(7) . . . . ?
C14A N2 Cu1 O3 -45.8(6) . . . . ?
C15B N2 Cu1 O3 110.6(6) . . . . ?
C15A N2 Cu1 N3 -22.7(7) . . . . ?
C13B N2 Cu1 N3 136.4(7) . . . . ?
C13A N2 Cu1 N3 104.1(6) . . . . ?
C14B N2 Cu1 N3 -92.8(7) . . . . ?
C14A N2 Cu1 N3 -137.2(6) . . . . ?
C15B N2 Cu1 N3 19.2(6) . . . . ?
C16B N3 Cu1 O1 104.2(8) . . . . ?
C17 N3 Cu1 O1 -24.9(5) . . . . ?
C18 N3 Cu1 O1 -150.4(6) . . . . ?
C16A N3 Cu1 O1 81.8(6) . . . . ?
C16B N3 Cu1 N1 -161.6(8) . . . . ?
C17 N3 Cu1 N1 69.2(5) . . . . ?
C18 N3 Cu1 N1 -56.3(6) . . . . ?
C16A N3 Cu1 N1 175.9(6) . . . . ?
C16B N3 Cu1 O3 -78.1(8) . . . . ?
C17 N3 Cu1 O3 152.7(5) . . . . ?
C18 N3 Cu1 O3 27.3(6) . . . . ?
C16A N3 Cu1 O3 -100.6(6) . . . . ?
C16B N3 Cu1 N2 13.7(8) . . . . ?
C17 N3 Cu1 N2 -115.5(5) . . . . ?
C18 N3 Cu1 N2 119.0(6) . . . . ?
C16A N3 Cu1 N2 -8.8(6) . . . . ?
_diffrn_measured_fraction_theta_max 0.939
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.916
_refine_diff_density_max 0.403
_refine_diff_density_min -0.295
_refine_diff_density_rms 0.057