#------------------------------------------------------------------------------
#$Date: 2019-11-26 08:03:08 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/31/4133174.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4133174
loop_
_publ_author_name
'Rajabimoghadam, Khashayar'
'Darwish, Yousef'
'Bashir, Umyeena'
'Pitman, Dylan'
'Eichelberger, Sidney'
'Siegler, Maxime A.'
'Swart, Marcel'
'Garcia-Bosch, Isaac'
_publ_section_title
;
 Catalytic Aerobic Oxidation of Alcohols by Copper Complexes Bearing
 Redox-Active Ligands with Tunable H-Bonding Groups.
;
_journal_issue                   48
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16625
_journal_page_last               16634
_journal_paper_doi               10.1021/jacs.8b08748
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C52 H60 Cu K2 N12 O8'
_chemical_formula_sum            'C52 H60 Cu K2 N12 O8'
_chemical_formula_weight         1122.86
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                115.770(3)
_cell_angle_beta                 91.641(3)
_cell_angle_gamma                114.016(3)
_cell_formula_units_Z            1
_cell_length_a                   10.4164(3)
_cell_length_b                   12.6350(3)
_cell_length_c                   13.0917(4)
_cell_measurement_reflns_used    12641
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      3.08
_cell_volume                     1372.35(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21108
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.023
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       block
_exptl_crystal_F_000             587
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         6320
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0288
_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)+(0.0307P)²+0.7740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0705
_refine_ls_wR_factor_ref         0.0728
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5760
_reflns_number_total             6320
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b08748_si_006.cif
_cod_data_source_block           PhPh_CuII_DMF
_cod_original_cell_volume        1372.35(8)
_cod_database_code               4133174
_shelx_shelxl_version_number     2018/3
_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'
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
Cu1 Cu 0.500000 0.500000 0.000000 0.01085(6) Uani 1 2 d S . P
C1 C 0.63461(15) 0.96838(14) 0.29437(13) 0.0203(3) Uani 1 1 d . . .
H1 H 0.544167 0.915665 0.237566 0.024 Uiso 1 1 calc R U .
C2 C 0.68473(16) 1.10407(15) 0.36288(14) 0.0243(3) Uani 1 1 d . . .
H2 H 0.629029 1.143806 0.352130 0.029 Uiso 1 1 calc R U .
C3 C 0.81597(17) 1.18209(15) 0.44713(14) 0.0257(3) Uani 1 1 d . . .
H3 H 0.849757 1.274825 0.494911 0.031 Uiso 1 1 calc R U .
C4 C 0.89682(16) 1.12322(15) 0.46063(13) 0.0258(3) Uani 1 1 d . . .
H4 H 0.986717 1.176530 0.518132 0.031 Uiso 1 1 calc R U .
C5 C 0.84952(16) 0.98772(15) 0.39193(13) 0.0224(3) Uani 1 1 d . . .
H5 H 0.907202 0.949177 0.401683 0.027 Uiso 1 1 calc R U .
C6 C 0.71595(14) 0.90840(14) 0.30810(12) 0.0174(3) Uani 1 1 d . . .
C7 C 0.70778(14) 0.68548(14) 0.23398(11) 0.0153(3) Uani 1 1 d . . .
C8 C 0.66256(13) 0.46076(13) 0.13878(11) 0.0142(3) Uani 1 1 d . . .
C9 C 0.69298(15) 0.43265(15) 0.22571(13) 0.0203(3) Uani 1 1 d . . .
H9 H 0.686514 0.481530 0.302916 0.024 Uiso 1 1 calc R U .
C10 C 0.73276(16) 0.33300(16) 0.19920(14) 0.0246(3) Uani 1 1 d . . .
H10 H 0.752639 0.313278 0.258233 0.030 Uiso 1 1 calc R U .
C11 C 0.74355(16) 0.26215(15) 0.08676(14) 0.0241(3) Uani 1 1 d . . .
H11 H 0.772519 0.195262 0.069671 0.029 Uiso 1 1 calc R U .
C12 C 0.71232(14) 0.28827(14) -0.00105(13) 0.0184(3) Uani 1 1 d . . .
H12 H 0.718997 0.238935 -0.078050 0.022 Uiso 1 1 calc R U .
C13 C 0.67119(13) 0.38725(13) 0.02461(11) 0.0133(2) Uani 1 1 d . . .
C14 C 0.72695(14) 0.45580(12) -0.11858(11) 0.0130(2) Uani 1 1 d . . .
C15 C 0.73533(14) 0.51923(13) -0.27668(11) 0.0152(3) Uani 1 1 d . . .
C16 C 0.87248(15) 0.53615(16) -0.29302(13) 0.0226(3) Uani 1 1 d . . .
H16 H 0.932140 0.524311 -0.247099 0.027 Uiso 1 1 calc R U .
C17 C 0.92102(17) 0.57057(18) -0.37731(14) 0.0290(4) Uani 1 1 d . . .
H17 H 1.014549 0.581979 -0.388331 0.035 Uiso 1 1 calc R U .
C18 C 0.83700(16) 0.58866(17) -0.44558(14) 0.0277(3) Uani 1 1 d . . .
H18 H 0.871378 0.610656 -0.503684 0.033 Uiso 1 1 calc R U .
C19 C 0.70186(17) 0.57412(16) -0.42765(14) 0.0260(3) Uani 1 1 d . . .
H19 H 0.643037 0.586810 -0.473406 0.031 Uiso 1 1 calc R U .
C20 C 0.65211(15) 0.54123(15) -0.34354(13) 0.0207(3) Uani 1 1 d . . .
H20 H 0.560073 0.533439 -0.330908 0.025 Uiso 1 1 calc R U .
N1 N 0.65530(12) 0.77073(12) 0.23675(10) 0.0172(2) Uani 1 1 d D . .
H1A H 0.5749(17) 0.7338(17) 0.1907(15) 0.021 Uiso 1 1 d D U .
N2 N 0.61398(12) 0.55570(11) 0.15449(9) 0.0140(2) Uani 1 1 d . . .
N3 N 0.62752(11) 0.41606(11) -0.05986(9) 0.0130(2) Uani 1 1 d . . .
N4 N 0.67134(12) 0.47921(12) -0.19878(10) 0.0168(2) Uani 1 1 d D . .
H4A H 0.5872(17) 0.4692(17) -0.2011(15) 0.020 Uiso 1 1 d D U .
O1 O 0.82576(10) 0.72429(10) 0.29698(9) 0.0212(2) Uani 1 1 d . . .
O2 O 0.85294(10) 0.47216(9) -0.10213(8) 0.01597(19) Uani 1 1 d . . .
K2 K 0.99277(3) 0.65760(3) 0.13967(3) 0.01904(7) Uani 1 1 d . . .
C1S C 1.4198(2) 1.19822(16) 0.49929(14) 0.0333(4) Uani 1 1 d . . .
H1S1 H 1.470214 1.179825 0.548805 0.050 Uiso 1 1 calc R U .
H1S2 H 1.358927 1.235290 0.541101 0.050 Uiso 1 1 calc R U .
H1S3 H 1.491371 1.262179 0.480602 0.050 Uiso 1 1 calc R U .
C2S C 1.2448(3) 1.0852(2) 0.30869(19) 0.0581(6) Uani 1 1 d . . .
H2S1 H 1.186638 0.996901 0.240619 0.087 Uiso 1 1 calc R U .
H2S2 H 1.310310 1.144987 0.283204 0.087 Uiso 1 1 calc R U .
H2S3 H 1.180270 1.120155 0.346376 0.087 Uiso 1 1 calc R U .
C3S C 1.31755(16) 0.95951(16) 0.37208(14) 0.0264(3) Uani 1 1 d . . .
H3S H 1.369683 0.958965 0.432440 0.032 Uiso 1 1 calc R U .
N1S N 1.32941(15) 1.07572(14) 0.39162(11) 0.0285(3) Uani 1 1 d . . .
O1S O 1.24508(12) 0.85266(11) 0.28281(10) 0.0328(3) Uani 1 1 d . . .
C4S C 0.91974(18) 1.04893(16) 0.12808(16) 0.0312(4) Uani 1 1 d . . .
H4S1 H 1.006023 1.046363 0.156302 0.047 Uiso 1 1 calc R U .
H4S2 H 0.884666 1.091949 0.194885 0.047 Uiso 1 1 calc R U .
H4S3 H 0.944644 1.099266 0.085702 0.047 Uiso 1 1 calc R U .
C5S C 0.67441(19) 0.89932(19) -0.00701(17) 0.0370(4) Uani 1 1 d . . .
H5S1 H 0.606040 0.804659 -0.055139 0.055 Uiso 1 1 calc R U .
H5S2 H 0.696743 0.940692 -0.056891 0.055 Uiso 1 1 calc R U .
H5S3 H 0.630887 0.942419 0.052441 0.055 Uiso 1 1 calc R U .
C6S C 0.8230(2) 0.80941(18) 0.03474(16) 0.0351(4) Uani 1 1 d . . .
H6S H 0.743976 0.724107 -0.015513 0.042 Uiso 1 1 calc R U .
N2S N 0.80697(15) 0.91441(13) 0.05008(12) 0.0263(3) Uani 1 1 d . . .
O2S O 0.93060(17) 0.81333(14) 0.07970(13) 0.0465(4) Uani 1 1 d . . .
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'
K K 0.2009 0.2494 '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'
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
N2 Cu1 N2 180.00(7) 2_665 .
N2 Cu1 N3 97.24(4) 2_665 .
N2 Cu1 N3 82.76(4) . .
N2 Cu1 N3 82.76(4) 2_665 2_665
N2 Cu1 N3 97.24(4) . 2_665
N3 Cu1 N3 180.00(7) . 2_665
N2 Cu1 H1A 123.2(4) 2_665 .
N2 Cu1 H1A 56.8(4) . .
N3 Cu1 H1A 127.2(3) . .
N3 Cu1 H1A 52.8(3) 2_665 .
N2 Cu1 H4A 51.0(3) 2_665 .
N2 Cu1 H4A 129.0(3) . .
N3 Cu1 H4A 55.8(3) . .
N3 Cu1 H4A 124.2(3) 2_665 .
H1A Cu1 H4A 125.0(5) . .
C2 C1 C6 120.63(13) . .
C2 C1 H1 119.7 . .
C6 C1 H1 119.7 . .
C1 C2 C3 120.30(14) . .
C1 C2 H2 119.9 . .
C3 C2 H2 119.9 . .
C4 C3 C2 119.21(14) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C3 C4 C5 121.44(14) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C4 C5 C6 119.45(14) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
N1 C6 C1 116.53(12) . .
N1 C6 C5 124.50(13) . .
C1 C6 C5 118.96(13) . .
O1 C7 N2 125.23(13) . .
O1 C7 N1 122.80(13) . .
N2 C7 N1 111.97(11) . .
O1 C7 K2 54.41(7) . .
N2 C7 K2 92.28(7) . .
N1 C7 K2 128.42(9) . .
C9 C8 C13 119.70(12) . .
C9 C8 N2 124.64(12) . .
C13 C8 N2 115.55(11) . .
C9 C8 K2 101.78(8) . .
C13 C8 K2 78.13(7) . .
N2 C8 K2 92.07(7) . .
C10 C9 C8 119.87(14) . .
C10 C9 H9 120.1 . .
C8 C9 H9 120.1 . .
C11 C10 C9 120.23(13) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C10 C11 C12 120.55(14) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C11 C12 C13 119.56(14) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
C12 C13 C8 120.08(12) . .
C12 C13 N3 124.22(12) . .
C8 C13 N3 115.59(11) . .
C12 C13 K2 101.22(8) . .
C8 C13 K2 77.47(7) . .
N3 C13 K2 93.40(7) . .
O2 C14 N3 125.56(12) . .
O2 C14 N4 122.78(12) . .
N3 C14 N4 111.64(11) . .
O2 C14 K2 52.26(6) . .
N3 C14 K2 89.79(7) . .
N4 C14 K2 133.52(8) . .
C16 C15 N4 124.91(12) . .
C16 C15 C20 118.82(13) . .
N4 C15 C20 116.26(12) . .
C17 C16 C15 119.23(14) . .
C17 C16 H16 120.4 . .
C15 C16 H16 120.4 . .
C18 C17 C16 121.86(14) . .
C18 C17 H17 119.1 . .
C16 C17 H17 119.1 . .
C17 C18 C19 118.75(14) . .
C17 C18 H18 120.6 . .
C19 C18 H18 120.6 . .
C20 C19 C18 120.33(14) . .
C20 C19 H19 119.8 . .
C18 C19 H19 119.8 . .
C19 C20 C15 120.96(13) . .
C19 C20 H20 119.5 . .
C15 C20 H20 119.5 . .
C7 N1 C6 129.23(12) . .
C7 N1 H1A 114.5(12) . .
C6 N1 H1A 116.2(12) . .
C7 N2 C8 116.40(10) . .
C7 N2 Cu1 123.30(9) . .
C8 N2 Cu1 107.97(8) . .
C14 N3 C13 117.15(10) . .
C14 N3 Cu1 123.04(9) . .
C13 N3 Cu1 107.88(8) . .
C14 N4 C15 130.00(11) . .
C14 N4 H4A 115.8(12) . .
C15 N4 H4A 114.2(12) . .
C7 O1 K2 104.57(8) . .
C14 O2 K2 142.78(8) . 2_765
C14 O2 K2 107.65(8) . .
K2 O2 K2 97.50(3) 2_765 .
O1S K2 O2 79.93(3) . 2_765
O1S K2 O2S 93.61(5) . .
O2 K2 O2S 143.25(4) 2_765 .
O1S K2 O1 95.81(3) . .
O2 K2 O1 136.38(3) 2_765 .
O2S K2 O1 80.03(4) . .
O1S K2 O2 142.43(3) . .
O2 K2 O2 82.50(3) 2_765 .
O2S K2 O2 81.14(4) . .
O1 K2 O2 119.44(3) . .
O1S K2 C8 141.70(4) . .
O2 K2 C8 107.90(3) 2_765 .
O2S K2 C8 99.49(4) . .
O1 K2 C8 52.14(3) . .
O2 K2 C8 75.50(3) . .
O1S K2 C13 162.24(4) . .
O2 K2 C13 95.37(3) 2_765 .
O2S K2 C13 100.07(4) . .
O1 K2 C13 75.68(3) . .
O2 K2 C13 52.14(3) . .
C8 K2 C13 24.39(3) . .
O1S K2 C7 113.93(4) . .
O2 K2 C7 145.84(3) 2_765 .
O2S K2 C7 69.59(4) . .
O1 K2 C7 21.02(3) . .
O2 K2 C7 99.10(3) . .
C8 K2 C7 41.78(3) . .
C13 K2 C7 61.58(3) . .
O1S K2 C14 156.40(4) . .
O2 K2 C14 100.30(3) 2_765 .
O2S K2 C14 71.93(4) . .
O1 K2 C14 99.75(3) . .
O2 K2 C14 20.09(3) . .
C8 K2 C14 61.03(3) . .
C13 K2 C14 41.15(3) . .
C7 K2 C14 79.15(3) . .
O1S K2 K2 115.78(3) . 2_765
O2 K2 K2 43.14(2) 2_765 2_765
O2S K2 K2 113.98(3) . 2_765
O1 K2 K2 143.33(3) . 2_765
O2 K2 K2 39.362(19) . 2_765
C8 K2 K2 91.37(3) . 2_765
C13 K2 K2 68.69(2) . 2_765
C7 K2 K2 129.68(3) . 2_765
C14 K2 K2 57.76(2) . 2_765
N1S C1S H1S1 109.5 . .
N1S C1S H1S2 109.5 . .
H1S1 C1S H1S2 109.5 . .
N1S C1S H1S3 109.5 . .
H1S1 C1S H1S3 109.5 . .
H1S2 C1S H1S3 109.5 . .
N1S C2S H2S1 109.5 . .
N1S C2S H2S2 109.5 . .
H2S1 C2S H2S2 109.5 . .
N1S C2S H2S3 109.5 . .
H2S1 C2S H2S3 109.5 . .
H2S2 C2S H2S3 109.5 . .
O1S C3S N1S 125.66(16) . .
O1S C3S H3S 117.2 . .
N1S C3S H3S 117.2 . .
C3S N1S C1S 122.12(14) . .
C3S N1S C2S 121.23(15) . .
C1S N1S C2S 116.54(15) . .
C3S O1S K2 150.82(11) . .
N2S C4S H4S1 109.5 . .
N2S C4S H4S2 109.5 . .
H4S1 C4S H4S2 109.5 . .
N2S C4S H4S3 109.5 . .
H4S1 C4S H4S3 109.5 . .
H4S2 C4S H4S3 109.5 . .
N2S C5S H5S1 109.5 . .
N2S C5S H5S2 109.5 . .
H5S1 C5S H5S2 109.5 . .
N2S C5S H5S3 109.5 . .
H5S1 C5S H5S3 109.5 . .
H5S2 C5S H5S3 109.5 . .
O2S C6S N2S 125.72(18) . .
O2S C6S H6S 117.1 . .
N2S C6S H6S 117.1 . .
C6S N2S C5S 121.55(15) . .
C6S N2S C4S 121.29(15) . .
C5S N2S C4S 117.13(13) . .
C6S O2S K2 137.38(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 1.9849(11) 2_665
Cu1 N2 1.9849(11) .
Cu1 N3 1.9967(11) .
Cu1 N3 1.9967(11) 2_665
Cu1 H1A 2.677(17) .
Cu1 H4A 2.728(17) .
C1 C2 1.387(2) .
C1 C6 1.399(2) .
C1 H1 0.9500 .
C2 C3 1.389(2) .
C2 H2 0.9500 .
C3 C4 1.382(2) .
C3 H3 0.9500 .
C4 C5 1.390(2) .
C4 H4 0.9500 .
C5 C6 1.4020(19) .
C5 H5 0.9500 .
C6 N1 1.3987(18) .
C7 O1 1.2372(16) .
C7 N2 1.3713(17) .
C7 N1 1.3809(18) .
C7 K2 3.3383(13) .
C8 C9 1.3944(19) .
C8 C13 1.4048(18) .
C8 N2 1.4223(17) .
C8 K2 3.3205(13) .
C9 C10 1.389(2) .
C9 H9 0.9500 .
C10 C11 1.388(2) .
C10 H10 0.9500 .
C11 C12 1.390(2) .
C11 H11 0.9500 .
C12 C13 1.3927(19) .
C12 H12 0.9500 .
C13 N3 1.4206(16) .
C13 K2 3.3288(13) .
C14 O2 1.2392(15) .
C14 N3 1.3688(17) .
C14 N4 1.3784(17) .
C14 K2 3.4380(13) .
C15 C16 1.3932(19) .
C15 N4 1.3975(17) .
C15 C20 1.3998(19) .
C16 C17 1.390(2) .
C16 H16 0.9500 .
C17 C18 1.383(2) .
C17 H17 0.9500 .
C18 C19 1.384(2) .
C18 H18 0.9500 .
C19 C20 1.382(2) .
C19 H19 0.9500 .
C20 H20 0.9500 .
N1 H1A 0.831(16) .
N4 H4A 0.831(15) .
O1 K2 2.8049(11) .
O2 K2 2.6462(10) 2_765
O2 K2 2.8531(10) .
K2 O1S 2.6311(12) .
K2 O2S 2.6942(13) .
K2 K2 4.1368(6) 2_765
C1S N1S 1.453(2) .
C1S H1S1 0.9800 .
C1S H1S2 0.9800 .
C1S H1S3 0.9800 .
C2S N1S 1.454(2) .
C2S H2S1 0.9800 .
C2S H2S2 0.9800 .
C2S H2S3 0.9800 .
C3S O1S 1.2274(19) .
C3S N1S 1.327(2) .
C3S H3S 0.9500 .
C4S N2S 1.452(2) .
C4S H4S1 0.9800 .
C4S H4S2 0.9800 .
C4S H4S3 0.9800 .
C5S N2S 1.451(2) .
C5S H5S1 0.9800 .
C5S H5S2 0.9800 .
C5S H5S3 0.9800 .
C6S O2S 1.223(2) .
C6S N2S 1.334(2) .
C6S H6S 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A N3 0.831(16) 2.165(16) 2.9680(15) 162.4(16) 2_665 yes
N4 H4A N2 0.831(15) 2.137(16) 2.9355(16) 161.2(16) 2_665 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 -0.7(2) .
C1 C2 C3 C4 0.9(2) .
C2 C3 C4 C5 -0.1(2) .
C3 C4 C5 C6 -0.9(2) .
C2 C1 C6 N1 178.77(13) .
C2 C1 C6 C5 -0.3(2) .
C4 C5 C6 N1 -177.90(14) .
C4 C5 C6 C1 1.1(2) .
C13 C8 C9 C10 0.5(2) .
N2 C8 C9 C10 176.71(13) .
K2 C8 C9 C10 -82.41(14) .
C8 C9 C10 C11 0.6(2) .
C9 C10 C11 C12 -1.1(2) .
C10 C11 C12 C13 0.6(2) .
C11 C12 C13 C8 0.5(2) .
C11 C12 C13 N3 -175.57(12) .
C11 C12 C13 K2 82.43(13) .
C9 C8 C13 C12 -1.08(19) .
N2 C8 C13 C12 -177.59(12) .
K2 C8 C13 C12 95.83(11) .
C9 C8 C13 N3 175.34(12) .
N2 C8 C13 N3 -1.17(16) .
K2 C8 C13 N3 -87.76(10) .
C9 C8 C13 K2 -96.91(12) .
N2 C8 C13 K2 86.59(10) .
N4 C15 C16 C17 177.08(14) .
C20 C15 C16 C17 -1.8(2) .
C15 C16 C17 C18 0.1(3) .
C16 C17 C18 C19 1.1(3) .
C17 C18 C19 C20 -0.4(3) .
C18 C19 C20 C15 -1.4(2) .
C16 C15 C20 C19 2.5(2) .
N4 C15 C20 C19 -176.50(14) .
O1 C7 N1 C6 -2.2(2) .
N2 C7 N1 C6 177.63(13) .
K2 C7 N1 C6 -70.35(17) .
C1 C6 N1 C7 -177.52(14) .
C5 C6 N1 C7 1.5(2) .
O1 C7 N2 C8 -4.5(2) .
N1 C7 N2 C8 175.64(11) .
K2 C7 N2 C8 42.27(11) .
O1 C7 N2 Cu1 -142.08(12) .
N1 C7 N2 Cu1 38.07(15) .
K2 C7 N2 Cu1 -95.30(8) .
C9 C8 N2 C7 63.32(17) .
C13 C8 N2 C7 -120.37(13) .
K2 C8 N2 C7 -42.54(11) .
C9 C8 N2 Cu1 -153.04(11) .
C13 C8 N2 Cu1 23.27(13) .
K2 C8 N2 Cu1 101.11(6) .
O2 C14 N3 C13 -2.04(19) .
N4 C14 N3 C13 179.30(11) .
K2 C14 N3 C13 -43.02(10) .
O2 C14 N3 Cu1 136.12(11) .
N4 C14 N3 Cu1 -42.54(14) .
K2 C14 N3 Cu1 95.14(8) .
C12 C13 N3 C14 -61.12(17) .
C8 C13 N3 C14 122.63(13) .
K2 C13 N3 C14 44.90(11) .
C12 C13 N3 Cu1 154.86(11) .
C8 C13 N3 Cu1 -21.39(13) .
K2 C13 N3 Cu1 -99.12(5) .
O2 C14 N4 C15 2.1(2) .
N3 C14 N4 C15 -179.17(13) .
K2 C14 N4 C15 69.02(18) .
C16 C15 N4 C14 4.2(2) .
C20 C15 N4 C14 -176.83(13) .
N2 C7 O1 K2 63.56(15) .
N1 C7 O1 K2 -116.61(12) .
N3 C14 O2 K2 74.16(19) 2_765
N4 C14 O2 K2 -107.33(15) 2_765
K2 C14 O2 K2 130.17(15) 2_765
N3 C14 O2 K2 -56.02(14) .
N4 C14 O2 K2 122.50(11) .
O1S C3S N1S C1S -178.90(15) .
O1S C3S N1S C2S 5.0(3) .
N1S C3S O1S K2 -66.8(3) .
O2S C6S N2S C5S -179.75(18) .
O2S C6S N2S C4S -2.0(3) .
N2S C6S O2S K2 154.40(13) .
