#------------------------------------------------------------------------------
#$Date: 2021-07-31 04:49:09 +0300 (Sat, 31 Jul 2021) $
#$Revision: 267840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/42/1564270.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_1564270
loop_
_publ_author_name
'Speelman, Amy L.'
'Tran, Ba'
'Erickson, Jeremy D.'
'Vasiliu, Monica'
'Dixon, David A.'
'Bullock, R. Morris'
_publ_section_title
;
 Accelerating the Insertion Reactions of (NHC)Cu-H via Remote Ligand
 Functionalization
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC01911B
_journal_year                    2021
_chemical_formula_moiety         '2(C36.5 H31.5 Cu0.5 N O0.5)'
_chemical_formula_sum            'C73 H63 Cu N2 O'
_chemical_formula_weight         1047.79
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-09-29
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2020-12-14 deposited with the CCDC.	2021-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.956(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7794(6)
_cell_length_b                   24.2731(12)
_cell_length_c                   20.7191(11)
_cell_measurement_reflns_used    9458
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.61
_cell_volume                     5880.5(5)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            207794
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.518
_diffrn_reflns_theta_min         1.933
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.417
_exptl_absorpt_correction_T_max  0.8749
_exptl_absorpt_correction_T_min  0.6990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1625 before and 0.0770 after correction.
The Ratio of minimum to maximum transmission is 0.7989.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.637
_exptl_crystal_size_mid          0.499
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     797
_refine_ls_number_reflns         18361
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0691P)²+3.1778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1417
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16504
_reflns_number_total             18361
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc01911b3.cif
_cod_data_source_block           jdebt12_a
_cod_database_code               1564270
_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.
;
_shelx_estimated_absorpt_t_max   0.961
_shelx_estimated_absorpt_t_min   0.777
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2-Cu1 \\sim O1-Cu1
 with sigma of 0.02
 O2-C4 \\sim O1-C4
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Fixed Sof: Cu1(0.5) C5(0.5) H5A(0.5) H5B(0.5) C6(0.5) H6A(0.5) H6B(0.5)
 H24A(0.5) H24B(0.5) H24C(0.5) H42A(0.5) H42B(0.5) H42C(0.5) O2(0.25) O1(0.25)
 C4(0.5) H4A(0.5) H4B(0.5) Cu2(0.5) H67A(0.5) H67B(0.5) H67C(0.5) H85A(0.5)
 H85B(0.5) H85C(0.5) O3(0.5) C46(0.5) H46A(0.5) H46B(0.5) C47(0.5) H47(0.5)
 C48(0.5) H48A(0.5) H48B(0.5) C49(0.5) H49A(0.5) H49B(0.5) C86(0.5) H86(0.5)
5.a Ternary CH refined with riding coordinates:
 C11(H11), C29(H29), C54(H54), C72(H72), C47(H47)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C4(H4A,H4B), C46(H46A,H46B), C48(H48A,H48B),
 C49(H49A,H49B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C27(H27), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35), C37(H37), C38(H38), C39(H39), C40(H40),
 C41(H41), C44(H44), C45(H45), C52(H52), C56(H56), C57(H57), C58(H58), C59(H59),
  C60(H60), C62(H62), C63(H63), C64(H64), C65(H65), C66(H66), C70(H70),
 C74(H74), C75(H75), C76(H76), C77(H77), C78(H78), C80(H80), C81(H81), C82(H82),
  C83(H83), C84(H84)
5.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C42(H42A,H42B,H42C), C67(H67A,H67B,H67C), C85(H85A,H85B,
 H85C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.87245(3) 0.25896(4) 0.84808(2) 0.0310(2) Uani 0.5 1 d D . P . .
N1 N 1.06214(12) 0.250000 0.77388(7) 0.0183(2) Uani 1 2 d S T P . .
N2 N 0.90440(12) 0.250000 0.71051(7) 0.0174(2) Uani 1 2 d S T P . .
C1 C 0.94640(14) 0.250000 0.77452(8) 0.0187(3) Uani 1 2 d S T P D .
C2 C 0.99190(15) 0.250000 0.67113(8) 0.0204(3) Uani 1 2 d S T P D .
H2 H 0.983362 0.250000 0.624949 0.024 Uiso 1 2 calc R U P . .
C3 C 1.09115(15) 0.250000 0.71100(8) 0.0211(3) Uani 1 2 d S T P D .
H3 H 1.166134 0.250000 0.698507 0.025 Uiso 1 2 calc R U P . .
C5 C 0.5609(15) 0.2223(6) 0.8900(6) 0.199(9) Uani 0.5 1 d . U P A -1
H5A H 0.478768 0.215875 0.893259 0.239 Uiso 0.5 1 calc R U P A -1
H5B H 0.612558 0.192570 0.908351 0.239 Uiso 0.5 1 calc R U P A -1
C6 C 0.5908(3) 0.2512(5) 0.83197(19) 0.0538(11) Uani 0.5 1 d . . P A -1
H6A H 0.661860 0.240105 0.814307 0.065 Uiso 0.5 1 calc R U P A -1
H6B H 0.527767 0.263462 0.799181 0.065 Uiso 0.5 1 calc R U P A -1
C7 C 0.78607(14) 0.250000 0.68365(8) 0.0180(3) Uani 1 2 d S T P D .
C8 C 0.73174(10) 0.30053(5) 0.66837(6) 0.0206(2) Uani 1 1 d . . . . .
C9 C 0.62256(11) 0.29935(5) 0.63413(6) 0.0236(2) Uani 1 1 d . . . . .
H9 H 0.584173 0.333154 0.623471 0.028 Uiso 1 1 calc R U . . .
C10 C 0.56782(15) 0.250000 0.61501(9) 0.0238(3) Uani 1 2 d S T P . .
C11 C 0.79043(11) 0.35526(5) 0.68750(7) 0.0262(2) Uani 1 1 d . . . . .
H11 H 0.856343 0.346040 0.720837 0.031 Uiso 1 1 calc R U . . .
C12 C 0.84210(13) 0.38379(6) 0.63204(10) 0.0371(4) Uani 1 1 d . . . . .
C13 C 0.8414(2) 0.36124(8) 0.57128(11) 0.0529(5) Uani 1 1 d . . . . .
H13 H 0.801772 0.327641 0.561307 0.064 Uiso 1 1 calc R U . . .
C14 C 0.8983(3) 0.38691(11) 0.52343(16) 0.0789(9) Uani 1 1 d . . . . .
H14 H 0.896367 0.370759 0.481545 0.095 Uiso 1 1 calc R U . . .
C15 C 0.9567(2) 0.43528(12) 0.5372(2) 0.0877(11) Uani 1 1 d . . . . .
H15 H 0.997193 0.452139 0.505522 0.105 Uiso 1 1 calc R U . . .
C16 C 0.95598(17) 0.45900(9) 0.59724(19) 0.0748(9) Uani 1 1 d . . . . .
H16 H 0.994800 0.492912 0.606558 0.090 Uiso 1 1 calc R U . . .
C17 C 0.89914(14) 0.43413(7) 0.64480(13) 0.0522(5) Uani 1 1 d . . . . .
H17 H 0.899001 0.451296 0.685994 0.063 Uiso 1 1 calc R U . . .
C18 C 0.71280(12) 0.39300(5) 0.72152(8) 0.0297(3) Uani 1 1 d . . . . .
C19 C 0.64338(12) 0.43301(6) 0.68864(8) 0.0311(3) Uani 1 1 d . . . . .
H19 H 0.644884 0.438089 0.643284 0.037 Uiso 1 1 calc R U . . .
C20 C 0.57168(14) 0.46570(6) 0.72153(10) 0.0396(4) Uani 1 1 d . . . . .
H20 H 0.523646 0.492325 0.698362 0.048 Uiso 1 1 calc R U . . .
C21 C 0.57040(19) 0.45944(8) 0.78760(11) 0.0511(5) Uani 1 1 d . . . . .
H21 H 0.521993 0.481911 0.810018 0.061 Uiso 1 1 calc R U . . .
C22 C 0.6398(2) 0.42032(9) 0.82117(11) 0.0582(6) Uani 1 1 d . . . . .
H22 H 0.639350 0.416042 0.866711 0.070 Uiso 1 1 calc R U . . .
C23 C 0.71039(18) 0.38723(7) 0.78820(9) 0.0454(4) Uani 1 1 d . . . . .
H23 H 0.757515 0.360352 0.811534 0.054 Uiso 1 1 calc R U . . .
C24 C 0.45339(18) 0.250000 0.57394(11) 0.0335(4) Uani 1 2 d S T P . .
H24A H 0.395784 0.266042 0.598728 0.050 Uiso 0.5 1 calc R U P B -1
H24B H 0.431741 0.212084 0.561729 0.050 Uiso 0.5 1 calc R U P B -1
H24C H 0.458112 0.271874 0.534594 0.050 Uiso 0.5 1 calc R U P B -1
C25 C 1.14042(14) 0.250000 0.83291(8) 0.0188(3) Uani 1 2 d S T P D .
C26 C 1.17652(10) 0.30060(5) 0.86068(6) 0.0204(2) Uani 1 1 d . . . . .
C27 C 1.24791(11) 0.29966(5) 0.91934(6) 0.0234(2) Uani 1 1 d . . . . .
H27 H 1.272679 0.333470 0.939440 0.028 Uiso 1 1 calc R U . . .
C28 C 1.28391(16) 0.250000 0.94930(8) 0.0234(3) Uani 1 2 d S T P . .
C29 C 1.14328(11) 0.35326(5) 0.82285(6) 0.0218(2) Uani 1 1 d . . . . .
H29 H 1.062096 0.348220 0.803284 0.026 Uiso 1 1 calc R U . . .
C30 C 1.14558(13) 0.40536(5) 0.86359(7) 0.0282(3) Uani 1 1 d . . . . .
C31 C 1.04428(18) 0.42293(8) 0.88554(10) 0.0480(4) Uani 1 1 d . . . . .
H31 H 0.976502 0.401736 0.876099 0.058 Uiso 1 1 calc R U . . .
C32 C 1.0421(3) 0.47159(10) 0.92135(12) 0.0680(7) Uani 1 1 d . . . . .
H32 H 0.972807 0.483583 0.935950 0.082 Uiso 1 1 calc R U . . .
C33 C 1.1413(3) 0.50242(8) 0.93560(10) 0.0632(7) Uani 1 1 d . . . . .
H33 H 1.139909 0.535250 0.960453 0.076 Uiso 1 1 calc R U . . .
C34 C 1.2410(2) 0.48562(6) 0.91392(8) 0.0482(5) Uani 1 1 d . . . . .
H34 H 1.308763 0.506742 0.923829 0.058 Uiso 1 1 calc R U . . .
C35 C 1.24301(16) 0.43755(6) 0.87732(7) 0.0354(3) Uani 1 1 d . . . . .
H35 H 1.312016 0.426630 0.861531 0.042 Uiso 1 1 calc R U . . .
C36 C 1.21354(11) 0.35868(5) 0.76596(6) 0.0229(2) Uani 1 1 d . . . . .
C37 C 1.16120(13) 0.37738(6) 0.70631(7) 0.0296(3) Uani 1 1 d . . . . .
H37 H 1.082797 0.387621 0.701825 0.035 Uiso 1 1 calc R U . . .
C38 C 1.22232(17) 0.38131(6) 0.65296(7) 0.0366(3) Uani 1 1 d . . . . .
H38 H 1.185279 0.393821 0.612329 0.044 Uiso 1 1 calc R U . . .
C39 C 1.33592(18) 0.36714(7) 0.65900(9) 0.0427(4) Uani 1 1 d . . . . .
H39 H 1.377720 0.370081 0.622706 0.051 Uiso 1 1 calc R U . . .
C40 C 1.38921(16) 0.34860(8) 0.71806(10) 0.0453(4) Uani 1 1 d . . . . .
H40 H 1.467849 0.338806 0.722320 0.054 Uiso 1 1 calc R U . . .
C41 C 1.32835(13) 0.34417(6) 0.77134(8) 0.0328(3) Uani 1 1 d . . . . .
H41 H 1.365589 0.331131 0.811688 0.039 Uiso 1 1 calc R U . . .
C42 C 1.3626(2) 0.250000 1.01229(10) 0.0373(5) Uani 1 2 d S T P . .
H42A H 1.436329 0.266164 1.005181 0.056 Uiso 0.5 1 calc R U P C -1
H42B H 1.374374 0.212073 1.027892 0.056 Uiso 0.5 1 calc R U P C -1
H42C H 1.328359 0.271763 1.044760 0.056 Uiso 0.5 1 calc R U P C -1
O2 O 0.8177(11) 0.2838(4) 0.9222(4) 0.057(2) Uani 0.25 1 d D . P D -2
O1 O 0.8072(9) 0.2463(17) 0.9232(4) 0.042(4) Uani 0.25 1 d D . P A -1
C4 C 0.7158(3) 0.2831(3) 0.93566(18) 0.0747(17) Uani 0.5 1 d . . P A -1
H4A H 0.742353 0.321240 0.929817 0.090 Uiso 0.5 1 calc R U P A -1
H4B H 0.704500 0.279020 0.982004 0.090 Uiso 0.5 1 calc R U P A -1
Cu2 Cu 0.46088(3) 0.74371(8) 0.62727(2) 0.0233(3) Uani 0.5 1 d . . P . .
N3 N 0.68125(12) 0.750000 0.70269(7) 0.0177(2) Uani 1 2 d S T P . .
N4 N 0.54859(12) 0.750000 0.76501(7) 0.0178(2) Uani 1 2 d S T P . .
C43 C 0.56575(14) 0.750000 0.70127(8) 0.0183(3) Uani 1 2 d S T P G .
C44 C 0.73536(15) 0.750000 0.76592(9) 0.0232(3) Uani 1 2 d S T P G .
H44 H 0.815474 0.750000 0.779076 0.028 Uiso 1 2 calc R U P . .
C45 C 0.65134(16) 0.750000 0.80539(9) 0.0240(3) Uani 1 2 d S T P G .
H45 H 0.661094 0.750000 0.851580 0.029 Uiso 1 2 calc R U P . .
C50 C 0.73536(14) 0.750000 0.64402(8) 0.0184(3) Uani 1 2 d S T P G .
C51 C 0.75641(10) 0.69957(5) 0.61473(6) 0.0198(2) Uani 1 1 d . . . . .
C52 C 0.80719(11) 0.70074(5) 0.55734(6) 0.0230(2) Uani 1 1 d . . . . .
H52 H 0.823653 0.666917 0.537343 0.028 Uiso 1 1 calc R U . . .
C53 C 0.83445(16) 0.750000 0.52851(9) 0.0233(3) Uani 1 2 d S T P . .
C54 C 0.71991(11) 0.64474(5) 0.64163(6) 0.0213(2) Uani 1 1 d . . . . .
H54 H 0.655812 0.652830 0.667733 0.026 Uiso 1 1 calc R U . . .
C55 C 0.81301(12) 0.61611(5) 0.68692(6) 0.0256(2) Uani 1 1 d . . . . .
C56 C 0.78045(16) 0.57638(6) 0.72993(7) 0.0351(3) Uani 1 1 d . . . . .
H56 H 0.701576 0.570197 0.732787 0.042 Uiso 1 1 calc R U . . .
C57 C 0.8622(2) 0.54580(7) 0.76859(9) 0.0473(4) Uani 1 1 d . . . . .
H57 H 0.839002 0.518703 0.797369 0.057 Uiso 1 1 calc R U . . .
C58 C 0.97764(19) 0.55478(7) 0.76522(10) 0.0504(5) Uani 1 1 d . . . . .
H58 H 1.033486 0.533969 0.791748 0.060 Uiso 1 1 calc R U . . .
C59 C 1.01135(16) 0.59435(7) 0.72288(10) 0.0451(4) Uani 1 1 d . . . . .
H59 H 1.090295 0.600536 0.720274 0.054 Uiso 1 1 calc R U . . .
C60 C 0.92880(14) 0.62496(6) 0.68420(8) 0.0338(3) Uani 1 1 d . . . . .
H60 H 0.952193 0.652206 0.655653 0.041 Uiso 1 1 calc R U . . .
C61 C 0.67116(11) 0.60766(5) 0.58508(6) 0.0220(2) Uani 1 1 d . . . . .
C62 C 0.72936(12) 0.56155(5) 0.56626(7) 0.0280(3) Uani 1 1 d . . . . .
H62 H 0.799203 0.550729 0.590771 0.034 Uiso 1 1 calc R U . . .
C63 C 0.68580(14) 0.53107(6) 0.51159(8) 0.0328(3) Uani 1 1 d . . . . .
H63 H 0.726645 0.499937 0.498887 0.039 Uiso 1 1 calc R U . . .
C64 C 0.58350(14) 0.54598(6) 0.47585(7) 0.0322(3) Uani 1 1 d . . . . .
H64 H 0.554485 0.525489 0.438381 0.039 Uiso 1 1 calc R U . . .
C65 C 0.52359(13) 0.59116(6) 0.49521(7) 0.0305(3) Uani 1 1 d . . . . .
H65 H 0.452373 0.601023 0.471510 0.037 Uiso 1 1 calc R U . . .
C66 C 0.56731(12) 0.62199(5) 0.54906(7) 0.0258(2) Uani 1 1 d . . . . .
H66 H 0.526197 0.653118 0.561514 0.031 Uiso 1 1 calc R U . . .
C67 C 0.88786(19) 0.750000 0.46629(10) 0.0309(4) Uani 1 2 d S T P . .
H67A H 0.960373 0.729792 0.472665 0.046 Uiso 0.5 1 calc R U P E -1
H67B H 0.902066 0.788040 0.453600 0.046 Uiso 0.5 1 calc R U P E -1
H67C H 0.835989 0.732168 0.431995 0.046 Uiso 0.5 1 calc R U P E -1
C68 C 0.43395(14) 0.750000 0.78312(8) 0.0191(3) Uani 1 2 d S T P G .
C69 C 0.37792(11) 0.69963(5) 0.78774(6) 0.0217(2) Uani 1 1 d . . . . .
C70 C 0.26060(12) 0.70066(5) 0.79185(7) 0.0267(2) Uani 1 1 d . . . . .
H70 H 0.220863 0.666831 0.794443 0.032 Uiso 1 1 calc R U . . .
C71 C 0.20006(17) 0.750000 0.79225(11) 0.0281(4) Uani 1 2 d S T P . .
C72 C 0.44228(11) 0.64525(5) 0.79059(7) 0.0235(2) Uani 1 1 d . . . . .
H72 H 0.517161 0.652717 0.774140 0.028 Uiso 1 1 calc R U . . .
C73 C 0.47013(13) 0.62468(5) 0.86076(7) 0.0288(3) Uani 1 1 d . . . . .
C74 C 0.56774(19) 0.59365(10) 0.87682(10) 0.0521(5) Uani 1 1 d . . . . .
H74 H 0.617648 0.586919 0.844947 0.062 Uiso 1 1 calc R U . . .
C75 C 0.5942(2) 0.57194(12) 0.93961(11) 0.0685(7) Uani 1 1 d . . . . .
H75 H 0.662043 0.551003 0.950019 0.082 Uiso 1 1 calc R U . . .
C76 C 0.5228(2) 0.58074(9) 0.98580(9) 0.0529(5) Uani 1 1 d . . . . .
H76 H 0.540327 0.565509 1.028068 0.064 Uiso 1 1 calc R U . . .
C77 C 0.42626(19) 0.61150(8) 0.97100(9) 0.0462(4) Uani 1 1 d . . . . .
H77 H 0.376847 0.617916 1.003210 0.055 Uiso 1 1 calc R U . . .
C78 C 0.39970(16) 0.63354(7) 0.90899(8) 0.0391(3) Uani 1 1 d . . . . .
H78 H 0.332314 0.654995 0.899454 0.047 Uiso 1 1 calc R U . . .
C79 C 0.38052(11) 0.60230(5) 0.74496(6) 0.0227(2) Uani 1 1 d . . . . .
C80 C 0.32712(12) 0.55615(5) 0.76712(7) 0.0267(2) Uani 1 1 d . . . . .
H80 H 0.327367 0.550502 0.812508 0.032 Uiso 1 1 calc R U . . .
C81 C 0.27312(13) 0.51804(6) 0.72319(7) 0.0313(3) Uani 1 1 d . . . . .
H81 H 0.237937 0.486325 0.738885 0.038 Uiso 1 1 calc R U . . .
C82 C 0.27054(13) 0.52618(6) 0.65688(7) 0.0303(3) Uani 1 1 d . . . . .
H82 H 0.233013 0.500409 0.627055 0.036 Uiso 1 1 calc R U . . .
C83 C 0.32320(15) 0.57226(6) 0.63436(7) 0.0344(3) Uani 1 1 d . . . . .
H83 H 0.321736 0.578181 0.588946 0.041 Uiso 1 1 calc R U . . .
C84 C 0.37794(14) 0.60968(6) 0.67812(7) 0.0319(3) Uani 1 1 d . . . . .
H84 H 0.414383 0.640941 0.662239 0.038 Uiso 1 1 calc R U . . .
C85 C 0.07206(19) 0.750000 0.79158(16) 0.0428(6) Uani 1 2 d S T P . .
H85A H 0.036679 0.730596 0.752789 0.064 Uiso 0.5 1 calc R U P F -1
H85B H 0.044195 0.788062 0.790930 0.064 Uiso 0.5 1 calc R U P F -1
H85C H 0.052012 0.731341 0.830593 0.064 Uiso 0.5 1 calc R U P F -1
O3 O 0.3682(2) 0.76882(9) 0.55341(10) 0.0371(5) Uani 0.5 1 d . . P G -1
C46 C 0.2850(3) 0.73373(14) 0.52849(18) 0.0426(8) Uani 0.5 1 d . . P G -1
H46A H 0.318991 0.696472 0.527726 0.051 Uiso 0.5 1 calc R U P G -1
H46B H 0.261335 0.744543 0.482764 0.051 Uiso 0.5 1 calc R U P G -1
C47 C 0.1807(3) 0.72953(17) 0.5613(2) 0.0481(8) Uani 0.5 1 d . . P G -1
H47 H 0.116918 0.708186 0.536641 0.058 Uiso 0.5 1 calc R U P G -1
C48 C 0.1426(5) 0.7741(2) 0.6042(2) 0.0617(12) Uani 0.5 1 d . . P G -1
H48A H 0.190006 0.807838 0.610255 0.074 Uiso 0.5 1 calc R U P G -1
H48B H 0.059404 0.780174 0.603692 0.074 Uiso 0.5 1 calc R U P G -1
C49 C 0.1917(4) 0.7220(2) 0.6335(2) 0.0617(12) Uani 0.5 1 d . . P G -1
H49A H 0.138876 0.695824 0.651133 0.074 Uiso 0.5 1 calc R U P G -1
H49B H 0.269439 0.723480 0.657694 0.074 Uiso 0.5 1 calc R U P G -1
C86 C 0.6014(7) 0.2770(3) 0.8962(3) 0.082(3) Uani 0.5 1 d . . P A -1
H86 H 0.521(6) 0.308(3) 0.915(4) 0.098 Uiso 0.5 1 d . U P H -1
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0400
0.00 0.00 -1.00 0.0480
1.00 -3.00 4.00 0.1740
-1.00 2.00 4.00 0.2010
1.00 -2.00 -4.00 0.1810
1.00 1.00 -2.00 0.2030
1.00 4.00 -4.00 0.2190
-1.00 0.00 1.00 0.1960
1.00 0.00 -1.00 0.2110
2.00 3.00 -4.00 0.2090
0.00 2.00 -1.00 0.2660
0.00 -2.00 1.00 0.1840
3.00 4.00 -4.00 0.2340
-4.00 -1.00 2.00 0.2220
4.00 -2.00 -1.00 0.2580
1.00 4.00 -2.00 0.2810
2.00 3.00 -2.00 0.2530
-3.00 0.00 1.00 0.2100
0.00 -4.00 1.00 0.2020
0.00 4.00 -1.00 0.2940
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
Cu1 Cu1 C1 83.28(3) 4_565 . ?
Cu1 Cu1 O2 109.2(3) 4_565 . ?
Cu1 Cu1 O1 80.4(13) 4_565 . ?
Cu1 Cu1 O1 86.0(13) 4_565 4_565 ?
O2 Cu1 C1 166.1(3) . . ?
O1 Cu1 C1 163.4(13) . . ?
O1 Cu1 C1 168.8(12) 4_565 . ?
O1 Cu1 O1 6(3) 4_565 . ?
C1 N1 C3 111.67(14) . . ?
C1 N1 C25 121.97(14) . . ?
C3 N1 C25 126.36(14) . . ?
C1 N2 C2 111.40(14) . . ?
C1 N2 C7 126.84(14) . . ?
C2 N2 C7 121.76(14) . . ?
Cu1 C1 Cu1 13.45(5) . 4_565 ?
N1 C1 Cu1 125.18(12) . 4_565 ?
N1 C1 Cu1 125.18(12) . . ?
N2 C1 Cu1 130.52(12) . 4_565 ?
N2 C1 Cu1 130.52(12) . . ?
N2 C1 N1 103.69(14) . . ?
N2 C2 H2 126.6 . . ?
C3 C2 N2 106.87(15) . . ?
C3 C2 H2 126.6 . . ?
N1 C3 H3 126.8 . . ?
C2 C3 N1 106.37(15) . . ?
C2 C3 H3 126.8 . . ?
H5A C5 H5B 114.8 . . ?
C6 C5 H5A 117.7 . . ?
C6 C5 H5B 117.7 . . ?
C86 C5 H5A 117.7 . . ?
C86 C5 H5B 117.7 . . ?
C86 C5 C6 60.9(7) . . ?
C5 C6 H6A 118.0 . . ?
C5 C6 H6B 118.0 . . ?
H6A C6 H6B 115.2 . . ?
C86 C6 C5 57.5(5) . . ?
C86 C6 H6A 118.0 . . ?
C86 C6 H6B 118.0 . . ?
C8 C7 N2 118.84(8) 4_565 . ?
C8 C7 N2 118.84(8) . . ?
C8 C7 C8 122.08(15) 4_565 . ?
C7 C8 C11 121.49(11) . . ?
C9 C8 C7 117.73(12) . . ?
C9 C8 C11 120.77(11) . . ?
C8 C9 H9 119.0 . . ?
C8 C9 C10 121.97(12) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C9 118.34(16) 4_565 . ?
C9 C10 C24 120.82(8) . . ?
C9 C10 C24 120.83(8) 4_565 . ?
C8 C11 H11 105.9 . . ?
C8 C11 C12 114.05(12) . . ?
C12 C11 H11 105.9 . . ?
C18 C11 C8 111.36(11) . . ?
C18 C11 H11 105.9 . . ?
C18 C11 C12 112.97(11) . . ?
C13 C12 C11 123.37(14) . . ?
C13 C12 C17 118.01(18) . . ?
C17 C12 C11 118.52(18) . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.3(2) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.3(2) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C11 122.80(14) . . ?
C23 C18 C11 118.90(13) . . ?
C23 C18 C19 118.30(14) . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.78(16) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.14(16) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.82(17) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 C22 120.91(17) . . ?
C18 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C10 C24 H24A 109.5 . . ?
C10 C24 H24B 109.5 . . ?
C10 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N1 118.71(8) . . ?
C26 C25 N1 118.71(8) 4_565 . ?
C26 C25 C26 122.58(16) 4_565 . ?
C25 C26 C29 118.53(11) . . ?
C27 C26 C25 117.76(12) . . ?
C27 C26 C29 123.54(11) . . ?
C26 C27 H27 119.3 . . ?
C26 C27 C28 121.36(12) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C27 119.15(16) 4_565 . ?
C27 C28 C42 120.42(8) 4_565 . ?
C27 C28 C42 120.42(8) . . ?
C26 C29 H29 106.2 . . ?
C26 C29 C36 109.86(10) . . ?
C30 C29 C26 115.21(11) . . ?
C30 C29 H29 106.2 . . ?
C30 C29 C36 112.51(10) . . ?
C36 C29 H29 106.2 . . ?
C31 C30 C29 118.53(14) . . ?
C35 C30 C29 122.74(13) . . ?
C35 C30 C31 118.66(15) . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.2(2) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.0(2) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.18(17) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.0 . . ?
C33 C34 C35 120.0(2) . . ?
C35 C34 H34 120.0 . . ?
C30 C35 C34 120.96(18) . . ?
C30 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C37 C36 C29 119.45(12) . . ?
C41 C36 C29 122.02(12) . . ?
C41 C36 C37 118.51(13) . . ?
C36 C37 H37 119.6 . . ?
C36 C37 C38 120.79(15) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.15(15) . . ?
C39 C38 H38 119.9 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.72(15) . . ?
C40 C39 H39 120.1 . . ?
C39 C40 H40 119.8 . . ?
C39 C40 C41 120.37(17) . . ?
C41 C40 H40 119.8 . . ?
C36 C41 C40 120.47(15) . . ?
C36 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C28 C42 H42A 109.5 . . ?
C28 C42 H42B 109.5 . . ?
C28 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C4 O1 Cu1 116(2) . . ?
O1 C4 H4A 107.6 . . ?
O1 C4 H4B 107.6 . . ?
O1 C4 C86 118.8(8) . . ?
H4A C4 H4B 107.1 . . ?
C86 C4 H4A 107.6 . . ?
C86 C4 H4B 107.6 . . ?
Cu2 Cu2 C43 85.27(6) 4_575 . ?
Cu2 Cu2 O3 70.99(9) 4_575 . ?
Cu2 Cu2 O3 99.76(9) 4_575 4_575 ?
C43 Cu2 O3 155.97(13) . . ?
O3 Cu2 C43 173.73(12) 4_575 . ?
O3 Cu2 O3 28.77(14) 4_575 . ?
C43 N3 C44 111.44(14) . . ?
C43 N3 C50 121.81(14) . . ?
C44 N3 C50 126.76(14) . . ?
C43 N4 C45 111.39(14) . . ?
C43 N4 C68 120.37(14) . . ?
C45 N4 C68 128.24(14) . . ?
Cu2 C43 Cu2 9.45(11) 4_575 . ?
N3 C43 Cu2 125.68(12) . 4_575 ?
N3 C43 Cu2 125.68(12) . . ?
N3 C43 N4 104.21(14) . . ?
N4 C43 Cu2 129.81(13) . 4_575 ?
N4 C43 Cu2 129.81(13) . . ?
N3 C44 H44 126.8 . . ?
C45 C44 N3 106.50(15) . . ?
C45 C44 H44 126.8 . . ?
N4 C45 H45 126.8 . . ?
C44 C45 N4 106.47(15) . . ?
C44 C45 H45 126.8 . . ?
C51 C50 N3 119.03(8) . . ?
C51 C50 N3 119.03(8) 4_575 . ?
C51 C50 C51 121.70(15) 4_575 . ?
C50 C51 C54 122.11(11) . . ?
C52 C51 C50 117.91(11) . . ?
C52 C51 C54 119.90(10) . . ?
C51 C52 H52 119.1 . . ?
C53 C52 C51 121.90(12) . . ?
C53 C52 H52 119.1 . . ?
C52 C53 C52 118.50(16) . 4_575 ?
C52 C53 C67 120.73(8) 4_575 . ?
C52 C53 C67 120.73(8) . . ?
C51 C54 H54 106.9 . . ?
C51 C54 C61 109.22(10) . . ?
C55 C54 C51 114.20(10) . . ?
C55 C54 H54 106.9 . . ?
C55 C54 C61 112.22(10) . . ?
C61 C54 H54 106.9 . . ?
C56 C55 C54 118.37(13) . . ?
C60 C55 C54 122.83(12) . . ?
C60 C55 C56 118.64(14) . . ?
C55 C56 H56 119.6 . . ?
C57 C56 C55 120.73(17) . . ?
C57 C56 H56 119.6 . . ?
C56 C57 H57 119.9 . . ?
C58 C57 C56 120.13(17) . . ?
C58 C57 H57 119.9 . . ?
C57 C58 H58 120.1 . . ?
C57 C58 C59 119.79(16) . . ?
C59 C58 H58 120.1 . . ?
C58 C59 H59 120.1 . . ?
C58 C59 C60 119.82(18) . . ?
C60 C59 H59 120.1 . . ?
C55 C60 C59 120.88(16) . . ?
C55 C60 H60 119.6 . . ?
C59 C60 H60 119.6 . . ?
C62 C61 C54 122.31(12) . . ?
C62 C61 C66 118.63(12) . . ?
C66 C61 C54 118.99(11) . . ?
C61 C62 H62 119.7 . . ?
C61 C62 C63 120.50(13) . . ?
C63 C62 H62 119.7 . . ?
C62 C63 H63 119.8 . . ?
C64 C63 C62 120.38(13) . . ?
C64 C63 H63 119.8 . . ?
C63 C64 H64 120.3 . . ?
C63 C64 C65 119.45(13) . . ?
C65 C64 H64 120.3 . . ?
C64 C65 H65 119.8 . . ?
C64 C65 C66 120.34(14) . . ?
C66 C65 H65 119.8 . . ?
C61 C66 H66 119.7 . . ?
C65 C66 C61 120.67(13) . . ?
C65 C66 H66 119.7 . . ?
C53 C67 H67A 109.5 . . ?
C53 C67 H67B 109.5 . . ?
C53 C67 H67C 109.5 . . ?
H67A C67 H67B 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C69 C68 N4 118.79(8) 4_575 . ?
C69 C68 N4 118.79(8) . . ?
C69 C68 C69 121.96(16) 4_575 . ?
C68 C69 C72 121.65(11) . . ?
C70 C69 C68 117.88(12) . . ?
C70 C69 C72 120.43(11) . . ?
C69 C70 H70 119.1 . . ?
C71 C70 C69 121.80(12) . . ?
C71 C70 H70 119.1 . . ?
C70 C71 C70 118.38(17) 4_575 . ?
C70 C71 C85 120.80(9) 4_575 . ?
C70 C71 C85 120.80(9) . . ?
C69 C72 H72 106.6 . . ?
C69 C72 C73 111.58(11) . . ?
C69 C72 C79 111.71(10) . . ?
C73 C72 H72 106.6 . . ?
C79 C72 H72 106.6 . . ?
C79 C72 C73 113.25(10) . . ?
C74 C73 C72 118.81(15) . . ?
C74 C73 C78 117.57(15) . . ?
C78 C73 C72 123.56(13) . . ?
C73 C74 H74 119.6 . . ?
C73 C74 C75 120.9(2) . . ?
C75 C74 H74 119.6 . . ?
C74 C75 H75 119.8 . . ?
C76 C75 C74 120.3(2) . . ?
C76 C75 H75 119.8 . . ?
C75 C76 H76 120.1 . . ?
C77 C76 C75 119.71(18) . . ?
C77 C76 H76 120.1 . . ?
C76 C77 H77 119.8 . . ?
C76 C77 C78 120.39(19) . . ?
C78 C77 H77 119.8 . . ?
C73 C78 C77 121.13(17) . . ?
C73 C78 H78 119.4 . . ?
C77 C78 H78 119.4 . . ?
C80 C79 C72 123.03(12) . . ?
C80 C79 C84 118.41(12) . . ?
C84 C79 C72 118.56(11) . . ?
C79 C80 H80 119.7 . . ?
C79 C80 C81 120.50(13) . . ?
C81 C80 H80 119.7 . . ?
C80 C81 H81 119.8 . . ?
C82 C81 C80 120.38(13) . . ?
C82 C81 H81 119.8 . . ?
C81 C82 H82 120.3 . . ?
C81 C82 C83 119.47(13) . . ?
C83 C82 H82 120.3 . . ?
C82 C83 H83 120.0 . . ?
C84 C83 C82 120.00(14) . . ?
C84 C83 H83 120.0 . . ?
C79 C84 H84 119.4 . . ?
C83 C84 C79 121.23(13) . . ?
C83 C84 H84 119.4 . . ?
C71 C85 H85A 109.5 . . ?
C71 C85 H85B 109.5 . . ?
C71 C85 H85C 109.5 . . ?
H85A C85 H85B 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
O3 O3 Cu2 70.98(9) 4_575 . ?
O3 O3 C46 50.99(17) 4_575 . ?
C46 O3 Cu2 115.5(2) . . ?
O3 C46 H46A 107.8 . . ?
O3 C46 H46B 107.8 . . ?
O3 C46 C47 118.2(3) . . ?
H46A C46 H46B 107.1 . . ?
C47 C46 H46A 107.8 . . ?
C47 C46 H46B 107.8 . . ?
C46 C47 H47 114.6 . . ?
C46 C47 C48 123.1(4) . . ?
C46 C47 C49 119.4(3) . . ?
C48 C47 H47 114.6 . . ?
C49 C47 H47 114.6 . . ?
C49 C47 C48 59.5(3) . . ?
C47 C48 H48A 117.8 . . ?
C47 C48 H48B 117.8 . . ?
H48A C48 H48B 114.9 . . ?
C49 C48 C47 60.0(3) . . ?
C49 C48 H48A 117.8 . . ?
C49 C48 H48B 117.8 . . ?
C47 C49 H49A 117.7 . . ?
C47 C49 H49B 117.7 . . ?
C48 C49 C47 60.5(3) . . ?
C48 C49 H49A 117.7 . . ?
C48 C49 H49B 117.7 . . ?
H49A C49 H49B 114.8 . . ?
C5 C86 C6 61.6(8) . . ?
C5 C86 C4 114.6(11) . . ?
C5 C86 H86 108(3) . . ?
C6 C86 C4 120.8(7) . . ?
C6 C86 H86 122(3) . . ?
C4 C86 H86 115(3) . . ?
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 Cu1 0.4350(17) 4_565 ?
Cu1 C1 1.8575(17) . ?
Cu1 O2 1.839(9) . ?
Cu1 O1 1.821(9) 4_565 ?
Cu1 O1 1.842(8) . ?
N1 C1 1.365(2) . ?
N1 C3 1.386(2) . ?
N1 C25 1.440(2) . ?
N2 C1 1.358(2) . ?
N2 C2 1.390(2) . ?
N2 C7 1.437(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.347(2) . ?
C3 H3 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.471(14) . ?
C5 C86 1.411(13) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C86 1.462(8) . ?
C7 C8 1.4019(14) 4_565 ?
C7 C8 1.4019(14) . ?
C8 C9 1.3917(17) . ?
C8 C11 1.5274(17) . ?
C9 H9 0.9500 . ?
C9 C10 1.3949(15) . ?
C10 C24 1.504(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.530(2) . ?
C11 C18 1.5260(19) . ?
C12 C13 1.372(3) . ?
C12 C17 1.404(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.408(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.371(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.3931(19) . ?
C18 C23 1.392(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.395(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.393(3) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.4002(14) 4_565 ?
C25 C26 1.4003(14) . ?
C26 C27 1.3919(17) . ?
C26 C29 1.5256(17) . ?
C27 H27 0.9500 . ?
C27 C28 1.3980(15) . ?
C28 C42 1.507(3) . ?
C29 H29 1.0000 . ?
C29 C30 1.5188(17) . ?
C29 C36 1.5257(18) . ?
C30 C31 1.394(2) . ?
C30 C35 1.389(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.397(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.388(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.370(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.3890(18) . ?
C36 C41 1.3888(19) . ?
C37 H37 0.9500 . ?
C37 C38 1.394(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.373(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.381(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.391(2) . ?
C41 H41 0.9500 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
O1 C4 1.45(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C86 1.496(9) . ?
Cu2 Cu2 0.306(4) 4_575 ?
Cu2 C43 1.8551(17) . ?
Cu2 O3 1.795(2) 4_575 ?
Cu2 O3 1.871(2) . ?
N3 C43 1.357(2) . ?
N3 C44 1.386(2) . ?
N3 C50 1.439(2) . ?
N4 C43 1.360(2) . ?
N4 C45 1.385(2) . ?
N4 C68 1.445(2) . ?
C44 H44 0.9500 . ?
C44 C45 1.358(3) . ?
C45 H45 0.9500 . ?
C50 C51 1.4015(14) 4_575 ?
C50 C51 1.4016(14) . ?
C51 C52 1.3947(17) . ?
C51 C54 1.5247(16) . ?
C52 H52 0.9500 . ?
C52 C53 1.3914(15) . ?
C53 C67 1.501(3) . ?
C54 H54 1.0000 . ?
C54 C55 1.5221(18) . ?
C54 C61 1.5330(17) . ?
C55 C56 1.398(2) . ?
C55 C60 1.389(2) . ?
C56 H56 0.9500 . ?
C56 C57 1.390(2) . ?
C57 H57 0.9500 . ?
C57 C58 1.387(3) . ?
C58 H58 0.9500 . ?
C58 C59 1.391(3) . ?
C59 H59 0.9500 . ?
C59 C60 1.397(2) . ?
C60 H60 0.9500 . ?
C61 C62 1.3926(17) . ?
C61 C66 1.3976(18) . ?
C62 H62 0.9500 . ?
C62 C63 1.3974(19) . ?
C63 H63 0.9500 . ?
C63 C64 1.384(2) . ?
C64 H64 0.9500 . ?
C64 C65 1.389(2) . ?
C65 H65 0.9500 . ?
C65 C66 1.3895(19) . ?
C66 H66 0.9500 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 C69 1.3982(14) . ?
C68 C69 1.3982(14) 4_575 ?
C69 C70 1.3951(18) . ?
C69 C72 1.5198(17) . ?
C70 H70 0.9500 . ?
C70 C71 1.3943(16) . ?
C71 C85 1.506(3) . ?
C72 H72 1.0000 . ?
C72 C73 1.5345(19) . ?
C72 C79 1.5307(17) . ?
C73 C74 1.381(2) . ?
C73 C78 1.391(2) . ?
C74 H74 0.9500 . ?
C74 C75 1.403(3) . ?
C75 H75 0.9500 . ?
C75 C76 1.365(3) . ?
C76 H76 0.9500 . ?
C76 C77 1.364(3) . ?
C77 H77 0.9500 . ?
C77 C78 1.392(2) . ?
C78 H78 0.9500 . ?
C79 C80 1.3898(17) . ?
C79 C84 1.3930(19) . ?
C80 H80 0.9500 . ?
C80 C81 1.3960(19) . ?
C81 H81 0.9500 . ?
C81 C82 1.385(2) . ?
C82 H82 0.9500 . ?
C82 C83 1.387(2) . ?
C83 H83 0.9500 . ?
C83 C84 1.386(2) . ?
C84 H84 0.9500 . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
O3 O3 0.914(5) 4_575 ?
O3 C46 1.353(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.478(6) . ?
C47 H47 1.0000 . ?
C47 C48 1.504(6) . ?
C47 C49 1.497(6) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.489(7) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C86 H86 1.30(7) . ?
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
Cu1 Cu1 C1 N1 -94.76(3) 4_565 . . . ?
Cu1 Cu1 C1 N2 95.79(4) 4_565 . . . ?
Cu1 Cu1 O1 C4 -141.5(13) 4_565 . . . ?
Cu1 O1 C4 C86 73.8(18) . . . . ?
N1 C25 C26 C27 177.04(13) . . . . ?
N1 C25 C26 C29 -7.5(2) . . . . ?
N2 C2 C3 N1 0.000(1) . . . . ?
N2 C7 C8 C9 171.13(13) . . . . ?
N2 C7 C8 C11 -7.9(2) . . . . ?
C1 Cu1 O1 C4 -152.4(13) . . . . ?
C1 N1 C3 C2 0.000(1) . . . . ?
C1 N1 C25 C26 -89.67(13) . . . . ?
C1 N1 C25 C26 89.67(13) . . . 4_565 ?
C1 N2 C2 C3 0.000(1) . . . . ?
C1 N2 C7 C8 -92.75(13) . . . 4_565 ?
C1 N2 C7 C8 92.76(13) . . . . ?
C2 N2 C1 Cu1 -171.14(4) . . . 4_565 ?
C2 N2 C1 Cu1 171.14(4) . . . . ?
C2 N2 C1 N1 0.000(1) . . . . ?
C2 N2 C7 C8 -87.24(13) . . . . ?
C2 N2 C7 C8 87.25(13) . . . 4_565 ?
C3 N1 C1 Cu1 -171.76(4) . . . . ?
C3 N1 C1 Cu1 171.77(4) . . . 4_565 ?
C3 N1 C1 N2 0.000(1) . . . . ?
C3 N1 C25 C26 -90.33(13) . . . 4_565 ?
C3 N1 C25 C26 90.33(13) . . . . ?
C5 C6 C86 C4 103.1(12) . . . . ?
C6 C5 C86 C4 -113.1(9) . . . . ?
C7 N2 C1 Cu1 8.86(4) . . . 4_565 ?
C7 N2 C1 Cu1 -8.86(4) . . . . ?
C7 N2 C1 N1 180.000(1) . . . . ?
C7 N2 C2 C3 180.000(1) . . . . ?
C7 C8 C9 C10 -0.3(2) . . . . ?
C7 C8 C11 C12 100.41(15) . . . . ?
C7 C8 C11 C18 -130.28(14) . . . . ?
C8 C7 C8 C9 -3.2(2) 4_565 . . . ?
C8 C7 C8 C11 177.76(10) 4_565 . . . ?
C8 C9 C10 C9 3.5(3) . . . 4_565 ?
C8 C9 C10 C24 -175.58(17) . . . . ?
C8 C11 C12 C13 -3.2(2) . . . . ?
C8 C11 C12 C17 -179.32(12) . . . . ?
C8 C11 C18 C19 -94.50(15) . . . . ?
C8 C11 C18 C23 85.14(17) . . . . ?
C9 C8 C11 C12 -78.62(15) . . . . ?
C9 C8 C11 C18 50.69(17) . . . . ?
C11 C8 C9 C10 178.80(14) . . . . ?
C11 C12 C13 C14 -174.64(19) . . . . ?
C11 C12 C17 C16 174.36(15) . . . . ?
C11 C18 C19 C20 178.43(13) . . . . ?
C11 C18 C23 C22 -179.23(19) . . . . ?
C12 C11 C18 C19 35.37(19) . . . . ?
C12 C11 C18 C23 -144.98(16) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C13 C12 C17 C16 -2.0(2) . . . . ?
C13 C14 C15 C16 -1.9(4) . . . . ?
C14 C15 C16 C17 1.5(4) . . . . ?
C15 C16 C17 C12 0.5(3) . . . . ?
C17 C12 C13 C14 1.5(3) . . . . ?
C18 C11 C12 C13 -131.70(17) . . . . ?
C18 C11 C12 C17 52.19(17) . . . . ?
C18 C19 C20 C21 1.3(2) . . . . ?
C19 C18 C23 C22 0.4(3) . . . . ?
C19 C20 C21 C22 -0.5(3) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C22 C23 C18 0.3(4) . . . . ?
C23 C18 C19 C20 -1.2(2) . . . . ?
C25 N1 C1 Cu1 -8.23(4) . . . 4_565 ?
C25 N1 C1 Cu1 8.24(4) . . . . ?
C25 N1 C1 N2 180.000(1) . . . . ?
C25 N1 C3 C2 180.000(1) . . . . ?
C25 C26 C27 C28 0.9(2) . . . . ?
C25 C26 C29 C30 158.43(13) . . . . ?
C25 C26 C29 C36 -73.27(15) . . . . ?
C26 C25 C26 C27 -2.3(2) 4_565 . . . ?
C26 C25 C26 C29 173.17(10) 4_565 . . . ?
C26 C27 C28 C27 0.4(3) . . . 4_565 ?
C26 C27 C28 C42 179.08(17) . . . . ?
C26 C29 C30 C31 -94.46(17) . . . . ?
C26 C29 C30 C35 88.61(16) . . . . ?
C26 C29 C36 C37 139.49(12) . . . . ?
C26 C29 C36 C41 -38.90(16) . . . . ?
C27 C26 C29 C30 -26.42(17) . . . . ?
C27 C26 C29 C36 101.88(13) . . . . ?
C29 C26 C27 C28 -174.32(13) . . . . ?
C29 C30 C31 C32 -177.94(18) . . . . ?
C29 C30 C35 C34 178.82(13) . . . . ?
C29 C36 C37 C38 -178.20(12) . . . . ?
C29 C36 C41 C40 178.68(15) . . . . ?
C30 C29 C36 C37 -90.73(14) . . . . ?
C30 C29 C36 C41 90.88(15) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C31 C30 C35 C34 1.9(2) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
C32 C33 C34 C35 0.2(3) . . . . ?
C33 C34 C35 C30 -1.6(2) . . . . ?
C35 C30 C31 C32 -0.9(3) . . . . ?
C36 C29 C30 C31 138.56(15) . . . . ?
C36 C29 C30 C35 -38.36(18) . . . . ?
C36 C37 C38 C39 -0.6(2) . . . . ?
C37 C36 C41 C40 0.3(2) . . . . ?
C37 C38 C39 C40 0.5(3) . . . . ?
C38 C39 C40 C41 0.1(3) . . . . ?
C39 C40 C41 C36 -0.4(3) . . . . ?
C41 C36 C37 C38 0.2(2) . . . . ?
O2 Cu1 C1 Cu1 154.2(16) . . . 4_565 ?
O2 Cu1 C1 N1 59.5(16) . . . . ?
O2 Cu1 C1 N2 -110.0(16) . . . . ?
O1 Cu1 C1 Cu1 16(3) 4_565 . . 4_565 ?
O1 Cu1 C1 Cu1 10.8(9) . . . 4_565 ?
O1 Cu1 C1 N1 -78(3) 4_565 . . . ?
O1 Cu1 C1 N1 -83.9(9) . . . . ?
O1 Cu1 C1 N2 106.6(9) . . . . ?
O1 Cu1 C1 N2 112(3) 4_565 . . . ?
O1 Cu1 O1 C4 38.5(13) 4_565 . . . ?
O1 C4 C86 C5 46.8(16) . . . . ?
O1 C4 C86 C6 -23.5(15) . . . . ?
Cu2 Cu2 C43 N3 -93.42(4) 4_575 . . . ?
Cu2 Cu2 C43 N4 93.93(5) 4_575 . . . ?
Cu2 Cu2 O3 O3 -179.984(3) 4_575 . . 4_575 ?
Cu2 Cu2 O3 C46 -154.5(3) 4_575 . . . ?
Cu2 O3 C46 C47 77.9(3) . . . . ?
N3 C44 C45 N4 0.000(1) . . . . ?
N3 C50 C51 C52 178.95(13) . . . . ?
N3 C50 C51 C54 2.3(2) . . . . ?
N4 C68 C69 C70 -166.96(14) . . . . ?
N4 C68 C69 C72 15.1(2) . . . . ?
C43 Cu2 O3 O3 170.7(2) . . . 4_575 ?
C43 Cu2 O3 C46 -163.8(2) . . . . ?
C43 N3 C44 C45 0.000(1) . . . . ?
C43 N3 C50 C51 -87.25(13) . . . . ?
C43 N3 C50 C51 87.25(13) . . . 4_575 ?
C43 N4 C45 C44 0.000(1) . . . . ?
C43 N4 C68 C69 -86.20(13) . . . 4_575 ?
C43 N4 C68 C69 86.19(13) . . . . ?
C44 N3 C43 Cu2 -174.18(7) . . . . ?
C44 N3 C43 Cu2 174.18(7) . . . 4_575 ?
C44 N3 C43 N4 0.000(1) . . . . ?
C44 N3 C50 C51 -92.75(13) . . . 4_575 ?
C44 N3 C50 C51 92.75(13) . . . . ?
C45 N4 C43 Cu2 -173.84(7) . . . 4_575 ?
C45 N4 C43 Cu2 173.84(7) . . . . ?
C45 N4 C43 N3 0.000(1) . . . . ?
C45 N4 C68 C69 93.80(13) . . . 4_575 ?
C45 N4 C68 C69 -93.81(13) . . . . ?
C50 N3 C43 Cu2 5.82(7) . . . . ?
C50 N3 C43 Cu2 -5.82(7) . . . 4_575 ?
C50 N3 C43 N4 180.000(1) . . . . ?
C50 N3 C44 C45 180.000(1) . . . . ?
C50 C51 C52 C53 -1.4(2) . . . . ?
C50 C51 C54 C55 -94.90(15) . . . . ?
C50 C51 C54 C61 138.52(13) . . . . ?
C51 C50 C51 C52 4.6(2) 4_575 . . . ?
C51 C50 C51 C54 -172.06(10) 4_575 . . . ?
C51 C52 C53 C52 -1.7(3) . . . 4_575 ?
C51 C52 C53 C67 -179.29(16) . . . . ?
C51 C54 C55 C56 159.49(12) . . . . ?
C51 C54 C55 C60 -25.11(17) . . . . ?
C51 C54 C61 C62 108.48(14) . . . . ?
C51 C54 C61 C66 -68.35(14) . . . . ?
C52 C51 C54 C55 88.49(14) . . . . ?
C52 C51 C54 C61 -38.09(15) . . . . ?
C54 C51 C52 C53 175.35(14) . . . . ?
C54 C55 C56 C57 174.74(14) . . . . ?
C54 C55 C60 C59 -174.48(14) . . . . ?
C54 C61 C62 C63 -175.43(13) . . . . ?
C54 C61 C66 C65 176.35(12) . . . . ?
C55 C54 C61 C62 -19.21(17) . . . . ?
C55 C54 C61 C66 163.95(12) . . . . ?
C55 C56 C57 C58 0.5(3) . . . . ?
C56 C55 C60 C59 0.9(2) . . . . ?
C56 C57 C58 C59 -0.2(3) . . . . ?
C57 C58 C59 C60 0.3(3) . . . . ?
C58 C59 C60 C55 -0.6(3) . . . . ?
C60 C55 C56 C57 -0.9(2) . . . . ?
C61 C54 C55 C56 -75.51(15) . . . . ?
C61 C54 C55 C60 99.89(14) . . . . ?
C61 C62 C63 C64 -0.7(2) . . . . ?
C62 C61 C66 C65 -0.6(2) . . . . ?
C62 C63 C64 C65 -0.8(2) . . . . ?
C63 C64 C65 C66 1.6(2) . . . . ?
C64 C65 C66 C61 -0.9(2) . . . . ?
C66 C61 C62 C63 1.4(2) . . . . ?
C68 N4 C43 Cu2 6.16(7) . . . 4_575 ?
C68 N4 C43 Cu2 -6.16(7) . . . . ?
C68 N4 C43 N3 180.000(1) . . . . ?
C68 N4 C45 C44 180.000(1) . . . . ?
C68 C69 C70 C71 -0.8(2) . . . . ?
C68 C69 C72 C73 97.82(15) . . . . ?
C68 C69 C72 C79 -134.27(14) . . . . ?
C69 C68 C69 C70 5.2(3) 4_575 . . . ?
C69 C68 C69 C72 -172.74(10) 4_575 . . . ?
C69 C70 C71 C70 -3.3(3) . . . 4_575 ?
C69 C70 C71 C85 175.3(2) . . . . ?
C69 C72 C73 C74 -149.58(16) . . . . ?
C69 C72 C73 C78 33.28(18) . . . . ?
C69 C72 C79 C80 -110.10(14) . . . . ?
C69 C72 C79 C84 70.09(16) . . . . ?
C70 C69 C72 C73 -80.05(15) . . . . ?
C70 C69 C72 C79 47.86(17) . . . . ?
C72 C69 C70 C71 177.13(15) . . . . ?
C72 C73 C74 C75 -177.2(2) . . . . ?
C72 C73 C78 C77 176.64(15) . . . . ?
C72 C79 C80 C81 -179.31(13) . . . . ?
C72 C79 C84 C83 -179.89(14) . . . . ?
C73 C72 C79 C80 16.91(18) . . . . ?
C73 C72 C79 C84 -162.90(13) . . . . ?
C73 C74 C75 C76 0.7(4) . . . . ?
C74 C73 C78 C77 -0.5(3) . . . . ?
C74 C75 C76 C77 -1.0(4) . . . . ?
C75 C76 C77 C78 0.5(3) . . . . ?
C76 C77 C78 C73 0.2(3) . . . . ?
C78 C73 C74 C75 0.1(3) . . . . ?
C79 C72 C73 C74 83.35(18) . . . . ?
C79 C72 C73 C78 -93.80(16) . . . . ?
C79 C80 C81 C82 -1.0(2) . . . . ?
C80 C79 C84 C83 0.3(2) . . . . ?
C80 C81 C82 C83 0.7(2) . . . . ?
C81 C82 C83 C84 0.1(2) . . . . ?
C82 C83 C84 C79 -0.6(2) . . . . ?
C84 C79 C80 C81 0.5(2) . . . . ?
O3 Cu2 C43 Cu2 8.8(2) . . . 4_575 ?
O3 Cu2 C43 N3 -84.6(2) . . . . ?
O3 Cu2 C43 N4 102.7(2) . . . . ?
O3 Cu2 O3 C46 25.5(3) 4_575 . . . ?
O3 O3 C46 C47 109.5(4) 4_575 . . . ?
O3 C46 C47 C48 22.3(5) . . . . ?
O3 C46 C47 C49 -48.6(5) . . . . ?
C46 C47 C48 C49 -107.3(4) . . . . ?
C46 C47 C49 C48 113.3(4) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.003 0.250 0.060 289.1 64.0 '1.5 C4H8O'
2 -0.003 0.750 0.940 289.1 63.6 '1.5 C4H8O'
