#------------------------------------------------------------------------------
#$Date: 2019-11-26 08:02:26 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243008 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/31/4133172.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_4133172
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         'C48 H84 Cu K2 N12 O8'
_chemical_formula_sum            'C48 H84 Cu K2 N12 O8'
_chemical_formula_weight         1099.01
_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-2014/7
_cell_angle_alpha                107.227(3)
_cell_angle_beta                 102.602(3)
_cell_angle_gamma                113.837(3)
_cell_formula_units_Z            1
_cell_length_a                   10.5275(3)
_cell_length_b                   12.6760(4)
_cell_length_c                   13.3299(4)
_cell_measurement_reflns_used    10623
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.76
_cell_volume                     1433.19(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_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 0.999
_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  0.0239
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20089
_diffrn_reflns_point_group_measured_fraction_full 0.999
_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         2.135
_exptl_absorpt_coefficient_mu    0.585
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.525
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       block
_exptl_crystal_F_000             587
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         6593
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0310
_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)+(0.0306P)²+0.8332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0769
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5807
_reflns_number_total             6593
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b08748_si_008.cif
_cod_data_source_block           tBu-4,5_Me2_Ph_CuII
_cod_original_cell_volume        1433.18(9)
_cod_database_code               4133172
_shelx_shelxl_version_number     2014/7
_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 0.0000 0.0000 0.5000 0.01136(7) Uani 1 2 d S . P
C1 C -0.13822(19) -0.36594(17) 0.13437(14) 0.0282(4) Uani 1 1 d . . .
H1A H -0.1694 -0.4017 0.1865 0.042 Uiso 1 1 calc R U .
H1B H -0.1589 -0.4348 0.0640 0.042 Uiso 1 1 calc R U .
H1C H -0.1944 -0.3239 0.1164 0.042 Uiso 1 1 calc R U .
C2 C 0.0779(2) -0.20796(19) 0.11239(15) 0.0317(4) Uani 1 1 d . . .
H2A H 0.0190 -0.1676 0.0953 0.047 Uiso 1 1 calc R U .
H2B H 0.0605 -0.2739 0.0414 0.047 Uiso 1 1 calc R U .
H2C H 0.1852 -0.1432 0.1503 0.047 Uiso 1 1 calc R U .
C3 C 0.1162(2) -0.33619(16) 0.21516(14) 0.0265(4) Uani 1 1 d . . .
H3A H 0.2246 -0.2757 0.2463 0.040 Uiso 1 1 calc R U .
H3B H 0.0890 -0.4078 0.1444 0.040 Uiso 1 1 calc R U .
H3C H 0.0904 -0.3683 0.2705 0.040 Uiso 1 1 calc R U .
C4 C 0.02973(17) -0.26879(15) 0.19057(12) 0.0177(3) Uani 1 1 d . . .
C5 C 0.18446(16) -0.06732(14) 0.37441(12) 0.0139(3) Uani 1 1 d . . .
C6 C 0.30083(15) 0.13259(13) 0.53639(12) 0.0132(3) Uani 1 1 d . . .
C7 C 0.42038(16) 0.21735(14) 0.52077(12) 0.0155(3) Uani 1 1 d . . .
H7 H 0.4224 0.1970 0.4468 0.019 Uiso 1 1 calc R U .
C8 C 0.53693(16) 0.33123(14) 0.61117(13) 0.0170(3) Uani 1 1 d . . .
C9 C 0.65901(18) 0.42509(16) 0.58959(15) 0.0254(3) Uani 1 1 d . . .
H9A H 0.6505 0.3847 0.5115 0.038 Uiso 1 1 calc R U .
H9B H 0.7578 0.4512 0.6433 0.038 Uiso 1 1 calc R U .
H9C H 0.6480 0.5003 0.6000 0.038 Uiso 1 1 calc R U .
C10 C 0.65444(18) 0.48647(15) 0.81994(14) 0.0253(3) Uani 1 1 d . . .
H10A H 0.6324 0.4916 0.8884 0.038 Uiso 1 1 calc R U .
H10B H 0.6546 0.5564 0.8024 0.038 Uiso 1 1 calc R U .
H10C H 0.7535 0.4935 0.8332 0.038 Uiso 1 1 calc R U .
C11 C 0.53555(16) 0.35999(14) 0.72097(13) 0.0172(3) Uani 1 1 d . . .
C12 C 0.41809(16) 0.27371(14) 0.73708(12) 0.0158(3) Uani 1 1 d . . .
H12 H 0.4191 0.2917 0.8118 0.019 Uiso 1 1 calc R U .
C13 C 0.29884(15) 0.16134(13) 0.64603(12) 0.0129(3) Uani 1 1 d . . .
C14 C 0.17408(16) 0.01780(13) 0.71956(11) 0.0129(3) Uani 1 1 d . . .
C15 C 0.01488(16) -0.12255(14) 0.79571(12) 0.0150(3) Uani 1 1 d . . .
C16 C 0.03567(18) -0.23811(15) 0.75299(13) 0.0206(3) Uani 1 1 d . . .
H16A H -0.0418 -0.2994 0.6767 0.031 Uiso 1 1 calc R U .
H16B H 0.0266 -0.2789 0.8051 0.031 Uiso 1 1 calc R U .
H16C H 0.1356 -0.2101 0.7498 0.031 Uiso 1 1 calc R U .
C17 C 0.12133(18) -0.03326(15) 0.92037(12) 0.0201(3) Uani 1 1 d . . .
H17A H 0.2259 -0.0020 0.9270 0.030 Uiso 1 1 calc R U .
H17B H 0.1011 -0.0800 0.9672 0.030 Uiso 1 1 calc R U .
H17C H 0.1051 0.0393 0.9467 0.030 Uiso 1 1 calc R U .
C18 C -0.14817(17) -0.16847(16) 0.78448(14) 0.0216(3) Uani 1 1 d . . .
H18A H -0.1620 -0.0946 0.8114 0.032 Uiso 1 1 calc R U .
H18B H -0.1711 -0.2160 0.8304 0.032 Uiso 1 1 calc R U .
H18C H -0.2159 -0.2243 0.7045 0.032 Uiso 1 1 calc R U .
N1 N 0.04995(14) -0.17239(12) 0.29619(10) 0.0155(2) Uani 1 1 d D . .
H1 H -0.0259(19) -0.1641(17) 0.2942(14) 0.019 Uiso 1 1 d D U .
N2 N 0.16873(13) 0.02339(12) 0.44781(10) 0.0138(2) Uani 1 1 d . . .
N3 N 0.16398(13) 0.08020(12) 0.65268(10) 0.0136(2) Uani 1 1 d . . .
N4 N 0.03940(14) -0.05378(12) 0.72435(10) 0.0155(2) Uani 1 1 d D . .
H4 H -0.0320(19) -0.0528(17) 0.6882(14) 0.019 Uiso 1 1 d D U .
O1 O 0.30789(11) -0.05926(10) 0.37889(9) 0.0186(2) Uani 1 1 d . . .
O2 O 0.29235(11) 0.02282(10) 0.77093(9) 0.0174(2) Uani 1 1 d . . .
K1 K 0.58391(4) 0.04972(3) 0.38734(3) 0.01948(8) Uani 1 1 d . . .
C1S C 1.2488(2) 0.41016(19) 0.60331(16) 0.0307(4) Uani 1 1 d . . .
H1S1 H 1.2346 0.3262 0.5597 0.046 Uiso 1 1 calc R U .
H1S2 H 1.2989 0.4369 0.6848 0.046 Uiso 1 1 calc R U .
H1S3 H 1.3110 0.4727 0.5804 0.046 Uiso 1 1 calc R U .
C2S C 1.10355(19) 0.52069(15) 0.63412(14) 0.0227(3) Uani 1 1 d . . .
H2S1 H 0.9997 0.5037 0.6132 0.034 Uiso 1 1 calc R U .
H2S2 H 1.1592 0.5824 0.6078 0.034 Uiso 1 1 calc R U .
H2S3 H 1.1521 0.5557 0.7171 0.034 Uiso 1 1 calc R U .
N1S N 1.10298(15) 0.40238(13) 0.58113(11) 0.0202(3) Uani 1 1 d . . .
C3S C 0.9750(2) 0.29093(16) 0.51962(13) 0.0235(3) Uani 1 1 d . . .
H3S H 0.9834 0.2170 0.4907 0.028 Uiso 1 1 calc R U .
O1S O 0.84738(14) 0.27495(11) 0.49693(10) 0.0282(3) Uani 1 1 d . . .
C4S C 0.6167(2) 0.19706(19) 0.01173(16) 0.0343(4) Uani 1 1 d . . .
H4S1 H 0.6596 0.1413 0.0114 0.051 Uiso 1 1 calc R U .
H4S2 H 0.6967 0.2832 0.0316 0.051 Uiso 1 1 calc R U .
H4S3 H 0.5402 0.1632 -0.0640 0.051 Uiso 1 1 calc R U .
C5S C 0.4765(2) 0.27964(19) 0.10580(18) 0.0358(4) Uani 1 1 d . . .
H5S1 H 0.4393 0.2795 0.1671 0.054 Uiso 1 1 calc R U .
H5S2 H 0.3921 0.2442 0.0339 0.054 Uiso 1 1 calc R U .
H5S3 H 0.5500 0.3674 0.1237 0.054 Uiso 1 1 calc R U .
N2S N 0.54800(15) 0.20223(14) 0.09500(12) 0.0264(3) Uani 1 1 d . . .
C6S C 0.55275(19) 0.14163(18) 0.16161(16) 0.0298(4) Uani 1 1 d . . .
H6S H 0.6006 0.0921 0.1507 0.036 Uiso 1 1 calc R U .
O2S O 0.50078(16) 0.14471(15) 0.23517(13) 0.0417(3) 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(3) 2_556 .
N2 Cu1 N3 97.52(5) 2_556 .
N2 Cu1 N3 82.48(5) . .
N2 Cu1 N3 82.48(5) 2_556 2_556
N2 Cu1 N3 97.52(5) . 2_556
N3 Cu1 N3 180.0 . 2_556
C4 C1 H1A 109.5 . .
C4 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C4 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C4 C2 H2A 109.5 . .
C4 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C4 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C4 C3 H3A 109.5 . .
C4 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C4 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
N1 C4 C1 105.39(12) . .
N1 C4 C2 110.51(13) . .
C1 C4 C2 109.89(13) . .
N1 C4 C3 111.49(12) . .
C1 C4 C3 108.95(14) . .
C2 C4 C3 110.48(13) . .
O1 C5 N2 124.33(13) . .
O1 C5 N1 122.23(13) . .
N2 C5 N1 113.40(12) . .
O1 C5 K1 60.26(7) . 2_656
N2 C5 K1 86.46(8) . 2_656
N1 C5 K1 125.91(9) . 2_656
C7 C6 C13 119.42(13) . .
C7 C6 N2 125.10(13) . .
C13 C6 N2 115.09(12) . .
C7 C6 K1 105.22(8) . 2_656
C13 C6 K1 78.49(8) . 2_656
N2 C6 K1 90.97(8) . 2_656
C8 C7 C6 121.39(13) . .
C8 C7 H7 119.3 . .
C6 C7 H7 119.3 . .
C7 C8 C11 119.30(13) . .
C7 C8 C9 119.87(14) . .
C11 C8 C9 120.76(14) . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 H10A 109.5 . .
C11 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C11 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C12 C11 C8 119.30(14) . .
C12 C11 C10 119.71(14) . .
C8 C11 C10 120.88(14) . .
C11 C12 C13 121.46(13) . .
C11 C12 H12 119.3 . .
C13 C12 H12 119.3 . .
C12 C13 C6 119.07(13) . .
C12 C13 N3 124.40(12) . .
C6 C13 N3 116.02(12) . .
C12 C13 K1 105.11(8) . 2_656
C6 C13 K1 77.09(8) . 2_656
N3 C13 K1 93.51(8) . 2_656
O2 C14 N4 122.13(12) . .
O2 C14 N3 124.65(13) . .
N4 C14 N3 113.21(12) . .
O2 C14 K1 50.93(7) . 2_656
N4 C14 K1 134.86(9) . 2_656
N3 C14 K1 89.49(8) . 2_656
N4 C15 C18 105.96(11) . .
N4 C15 C16 110.67(12) . .
C18 C15 C16 109.28(12) . .
N4 C15 C17 110.57(12) . .
C18 C15 C17 109.64(12) . .
C16 C15 C17 110.60(12) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15 C17 H17A 109.5 . .
C15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C5 N1 C4 125.43(12) . .
C5 N1 H1 114.6(12) . .
C4 N1 H1 114.7(12) . .
C5 N2 C6 117.94(11) . .
C5 N2 Cu1 128.51(10) . .
C6 N2 Cu1 107.21(8) . .
C14 N3 C13 117.56(11) . .
C14 N3 Cu1 123.99(10) . .
C13 N3 Cu1 106.96(8) . .
C14 N4 C15 126.53(12) . .
C14 N4 H4 116.2(13) . .
C15 N4 H4 117.0(13) . .
C5 O1 K1 155.52(10) . .
C5 O1 K1 98.74(8) . 2_656
K1 O1 K1 91.68(3) . 2_656
C14 O2 K1 109.02(8) . 2_656
O1 K1 O1S 141.71(4) . .
O1 K1 O2S 90.49(4) . .
O1S K1 O2S 86.92(4) . .
O1 K1 O2 130.56(3) . 2_656
O1S K1 O2 86.44(3) . 2_656
O2S K1 O2 79.50(4) . 2_656
O1 K1 O1 88.32(3) . 2_656
O1S K1 O1 78.23(3) . 2_656
O2S K1 O1 154.12(4) . 2_656
O2 K1 O1 120.01(3) 2_656 2_656
O1 K1 C6 99.75(3) . 2_656
O1S K1 C6 99.10(4) . 2_656
O2S K1 C6 153.90(4) . 2_656
O2 K1 C6 75.60(3) 2_656 2_656
O1 K1 C6 51.05(3) 2_656 2_656
O1 K1 C13 108.81(3) . 2_656
O1S K1 C13 102.04(4) . 2_656
O2S K1 C13 129.50(4) . 2_656
O2 K1 C13 52.20(3) 2_656 2_656
O1 K1 C13 74.89(3) 2_656 2_656
C6 K1 C13 24.42(3) 2_656 2_656
O1 K1 C5 107.72(3) . 2_656
O1S K1 C5 67.98(4) . 2_656
O2S K1 C5 154.82(4) . 2_656
O2 K1 C5 100.15(3) 2_656 2_656
O1 K1 C5 21.01(3) 2_656 2_656
C6 K1 C5 41.28(3) 2_656 2_656
C13 K1 C5 61.58(3) 2_656 2_656
O1 K1 C14 141.68(4) . 2_656
O1S K1 C14 76.46(4) . 2_656
O2S K1 C14 96.32(4) . 2_656
O2 K1 C14 20.04(3) 2_656 2_656
O1 K1 C14 100.56(3) 2_656 2_656
C6 K1 C14 61.11(3) 2_656 2_656
C13 K1 C14 41.16(3) 2_656 2_656
C5 K1 C14 80.29(3) 2_656 2_656
O1 K1 C6S 103.99(4) . .
O1S K1 C6S 83.65(4) . .
O2S K1 C6S 17.91(4) . .
O2 K1 C6S 61.78(4) 2_656 .
O1 K1 C6S 161.52(4) 2_656 .
C6 K1 C6S 137.11(4) 2_656 .
C13 K1 C6S 112.88(4) 2_656 .
C5 K1 C6S 147.79(4) 2_656 .
C14 K1 C6S 78.43(4) 2_656 .
O1 K1 K1 48.09(2) . 2_656
O1S K1 K1 110.81(3) . 2_656
O2S K1 K1 132.49(3) . 2_656
O2 K1 K1 142.42(3) 2_656 2_656
O1 K1 K1 40.23(2) 2_656 2_656
C6 K1 K1 68.98(3) 2_656 2_656
C13 K1 K1 90.81(3) 2_656 2_656
C5 K1 K1 60.11(2) 2_656 2_656
C14 K1 K1 130.05(3) 2_656 2_656
C6S K1 K1 149.57(3) . 2_656
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 . .
C3S N1S C2S 121.69(13) . .
C3S N1S C1S 121.42(14) . .
C2S N1S C1S 116.82(14) . .
O1S C3S N1S 126.05(15) . .
O1S C3S H3S 117.0 . .
N1S C3S H3S 117.0 . .
C3S O1S K1 127.33(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 . .
C6S N2S C4S 122.21(15) . .
C6S N2S C5S 120.83(16) . .
C4S N2S C5S 116.94(15) . .
O2S C6S N2S 125.51(17) . .
O2S C6S K1 44.89(9) . .
N2S C6S K1 166.49(13) . .
O2S C6S H6S 117.2 . .
N2S C6S H6S 117.2 . .
K1 C6S H6S 73.2 . .
C6S O2S K1 117.20(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 1.9907(11) 2_556
Cu1 N2 1.9907(11) .
Cu1 N3 1.9946(11) .
Cu1 N3 1.9946(11) 2_556
Cu1 H1 2.786(17) .
Cu1 H4 2.835(17) .
C1 C4 1.523(2) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C4 1.526(2) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 C4 1.526(2) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 N1 1.4700(18) .
C5 O1 1.2481(17) .
C5 N2 1.3657(18) .
C5 N1 1.3693(19) .
C5 K1 3.4415(14) 2_656
C6 C7 1.391(2) .
C6 C13 1.4047(19) .
C6 N2 1.4155(18) .
C6 K1 3.3115(13) 2_656
C7 C8 1.391(2) .
C7 H7 0.9500 .
C8 C11 1.405(2) .
C8 C9 1.509(2) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.511(2) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.390(2) .
C12 C13 1.394(2) .
C12 H12 0.9500 .
C13 N3 1.4178(18) .
C13 K1 3.3291(13) 2_656
C14 O2 1.2495(16) .
C14 N4 1.3680(18) .
C14 N3 1.3697(17) .
C14 K1 3.4465(14) 2_656
C15 N4 1.4655(18) .
C15 C18 1.528(2) .
C15 C16 1.529(2) .
C15 C17 1.532(2) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
N1 H1 0.842(16) .
N4 H4 0.807(16) .
O1 K1 2.6240(11) .
O1 K1 3.0231(11) 2_656
O2 K1 2.8304(11) 2_656
K1 O1S 2.7091(13) .
K1 O2S 2.8025(13) .
K1 O2 2.8304(11) 2_656
K1 O1 3.0231(11) 2_656
K1 C6 3.3115(13) 2_656
K1 C13 3.3291(13) 2_656
K1 C5 3.4415(14) 2_656
K1 C14 3.4465(14) 2_656
K1 C6S 3.5317(18) .
K1 K1 4.0608(6) 2_656
C1S N1S 1.454(2) .
C1S H1S1 0.9800 .
C1S H1S2 0.9800 .
C1S H1S3 0.9800 .
C2S N1S 1.4531(19) .
C2S H2S1 0.9800 .
C2S H2S2 0.9800 .
C2S H2S3 0.9800 .
N1S C3S 1.333(2) .
C3S O1S 1.226(2) .
C3S H3S 0.9500 .
C4S N2S 1.451(2) .
C4S H4S1 0.9800 .
C4S H4S2 0.9800 .
C4S H4S3 0.9800 .
C5S N2S 1.453(2) .
C5S H5S1 0.9800 .
C5S H5S2 0.9800 .
C5S H5S3 0.9800 .
N2S C6S 1.340(2) .
C6S O2S 1.221(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
N1 H1 N3 0.842(16) 2.236(16) 3.0377(16) 159.1(16) 2_556
N4 H4 N2 0.807(16) 2.279(16) 3.0377(16) 157.0(17) 2_556
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_4
C13 C6 C7 C8 -1.1(2) . .
N2 C6 C7 C8 171.43(13) . .
K1 C6 C7 C8 -86.30(13) 2_656 .
C6 C7 C8 C11 1.4(2) . .
C6 C7 C8 C9 -175.69(13) . .
C7 C8 C11 C12 0.3(2) . .
C9 C8 C11 C12 177.36(13) . .
C7 C8 C11 C10 -175.92(13) . .
C9 C8 C11 C10 1.1(2) . .
C8 C11 C12 C13 -2.3(2) . .
C10 C11 C12 C13 173.99(13) . .
C11 C12 C13 C6 2.5(2) . .
C11 C12 C13 N3 -168.87(13) . .
C11 C12 C13 K1 85.96(13) . 2_656
C7 C6 C13 C12 -0.82(19) . .
N2 C6 C13 C12 -174.09(12) . .
K1 C6 C13 C12 100.28(12) 2_656 .
C7 C6 C13 N3 171.30(12) . .
N2 C6 C13 N3 -1.97(17) . .
K1 C6 C13 N3 -87.59(10) 2_656 .
C7 C6 C13 K1 -101.11(12) . 2_656
N2 C6 C13 K1 85.62(10) . 2_656
O1 C5 N1 C4 -18.6(2) . .
N2 C5 N1 C4 163.58(12) . .
K1 C5 N1 C4 -93.11(14) 2_656 .
C1 C4 N1 C5 179.33(13) . .
C2 C4 N1 C5 -62.01(18) . .
C3 C4 N1 C5 61.27(19) . .
O1 C5 N2 C6 -1.4(2) . .
N1 C5 N2 C6 176.31(12) . .
K1 C5 N2 C6 48.47(11) 2_656 .
O1 C5 N2 Cu1 -149.64(11) . .
N1 C5 N2 Cu1 28.09(17) . .
K1 C5 N2 Cu1 -99.75(9) 2_656 .
C7 C6 N2 C5 58.48(18) . .
C13 C6 N2 C5 -128.69(13) . .
K1 C6 N2 C5 -50.96(12) 2_656 .
C7 C6 N2 Cu1 -147.08(11) . .
C13 C6 N2 Cu1 25.75(13) . .
K1 C6 N2 Cu1 103.48(6) 2_656 .
O2 C14 N3 C13 -3.4(2) . .
N4 C14 N3 C13 177.39(12) . .
K1 C14 N3 C13 -42.82(11) 2_656 .
O2 C14 N3 Cu1 135.10(12) . .
N4 C14 N3 Cu1 -44.12(16) . .
K1 C14 N3 Cu1 95.67(8) 2_656 .
C12 C13 N3 C14 -66.18(18) . .
C6 C13 N3 C14 122.16(13) . .
K1 C13 N3 C14 44.82(12) 2_656 .
C12 C13 N3 Cu1 148.88(11) . .
C6 C13 N3 Cu1 -22.77(14) . .
K1 C13 N3 Cu1 -100.11(6) 2_656 .
O2 C14 N4 C15 6.4(2) . .
N3 C14 N4 C15 -174.38(13) . .
K1 C14 N4 C15 71.23(18) 2_656 .
C18 C15 N4 C14 170.98(14) . .
C16 C15 N4 C14 -70.66(18) . .
C17 C15 N4 C14 52.25(18) . .
N2 C5 O1 K1 -52.6(3) . .
N1 C5 O1 K1 129.85(19) . .
K1 C5 O1 K1 -114.2(2) 2_656 .
N2 C5 O1 K1 61.55(14) . 2_656
N1 C5 O1 K1 -115.99(12) . 2_656
N4 C14 O2 K1 124.26(12) . 2_656
N3 C14 O2 K1 -54.90(15) . 2_656
C2S N1S C3S O1S 3.0(2) . .
C1S N1S C3S O1S 179.68(15) . .
N1S C3S O1S K1 -174.61(11) . .
C4S N2S C6S O2S 178.01(18) . .
C5S N2S C6S O2S -0.2(3) . .
C4S N2S C6S K1 137.0(4) . .
C5S N2S C6S K1 -41.2(6) . .
N2S C6S O2S K1 -167.47(13) . .
