#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:24:31 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290208 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/51/7715139.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_7715139
loop_
_publ_author_name
'Babula, Dawid J.'
'Charman, Rex S. C.'
'Hobson, Josie A.'
'Mahon, Mary F.'
'Liptrot, David J.'
_publ_section_title
;
 Dial-a-base mechanochemical synthesis of N-heterocyclic carbene copper
 complexes.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3990
_journal_page_last               3993
_journal_paper_doi               10.1039/d4dt00334a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C32 H49 Cu N2'
_chemical_formula_sum            'C32 H49 Cu N2'
_chemical_formula_weight         525.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-12-17 deposited with the CCDC.	2024-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.920(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9361(6)
_cell_length_b                   15.2910(6)
_cell_length_c                   18.7521(8)
_cell_measurement_reflns_used    9663
_cell_measurement_temperature    149.9(6)
_cell_measurement_theta_max      29.4080
_cell_measurement_theta_min      3.3060
_cell_volume                     3079.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.9(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1468
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            27835
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.647
_diffrn_reflns_theta_min         3.271
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.426
_exptl_crystal_size_mid          0.304
_exptl_crystal_size_min          0.237
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         8130
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0510P)²+1.3182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1158
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5881
_reflns_number_total             8130
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt00334a2.cif
_cod_data_source_block           e23djl04
_cod_depositor_comments
'Adding full bibliography for 7715138--7715141.cif.'
_cod_database_code               7715139
_shelx_shelxl_version_number     2019/3
_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   0.846
_shelx_estimated_absorpt_t_min   0.746
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C4-C3 \\sim C4-C3A \\sim C2-C3 \\sim C2-C3A
 with sigma of 0.005
 C29-C30 \\sim C29-C30A \\sim C29-C31 \\sim C29-C31A \\sim C29-C32 \\sim
C29-C32A
 with sigma of 0.005
 C30-C31 \\sim C31-C32 \\sim C32-C30 \\sim C30A-C31A \\sim C31A-C32A \\sim
C32A-C30A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C3 \\sim C3A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.01
within 2A
C30 \\sim C31 \\sim C32 \\sim C30A \\sim C31A \\sim C32A: within 2A with sigma
of 0.02 and sigma for terminal atoms of 0.01 within 2A
4. Others
 Fixed Sof: H2AA(0.55) H2AB(0.55) H2BC(0.45) H2BD(0.45) H4AA(0.55) H4AB(0.55)
 H4BC(0.45) H4BD(0.45) C3(0.55) H3A(0.55) H3B(0.55) C30(0.7) H30A(0.7)
 H30B(0.7) H30C(0.7) C31(0.7) H31A(0.7) H31B(0.7) H31C(0.7) C32(0.7) H32A(0.7)
 H32B(0.7) H32C(0.7) C3A(0.45) H3AA(0.45) H3AB(0.45) C30A(0.3) H30D(0.3)
 H30E(0.3) H30F(0.3) C31A(0.3) H31D(0.3) H31E(0.3) H31F(0.3) C32A(0.3)
 H32D(0.3) H32E(0.3) H32F(0.3)
5.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14), C23(H23), C26(H26)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2AA,H2AB), C2(H2BC,H2BD), C4(H4AA,H4AB), C4(H4BC,H4BD), C3(H3A,H3B),
 C3A(H3AA,H3AB)
5.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C19(H19), C20(H20), C21(H21)
5.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,
 H28B,H28C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C),
 C30A(H30D,H30E,H30F), C31A(H31D,H31E,H31F), C32A(H32D,H32E,H32F)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.49811(2) 0.35983(2) 0.23222(2) 0.03256(9) Uani 1 1 d . . . . .
N1 N 0.37601(16) 0.51706(10) 0.25684(8) 0.0291(3) Uani 1 1 d . . . . .
N2 N 0.47849(16) 0.45517(10) 0.36244(8) 0.0291(3) Uani 1 1 d . . . . .
C1 C 0.44608(18) 0.45130(11) 0.28952(9) 0.0272(4) Uani 1 1 d . . . . .
C2 C 0.3327(2) 0.59171(13) 0.29470(10) 0.0412(5) Uani 1 1 d D . . . .
H2AA H 0.253838 0.576836 0.310443 0.049 Uiso 0.55 1 calc R U P A 1
H2AB H 0.317798 0.642906 0.261879 0.049 Uiso 0.55 1 calc R U P A 1
H2BC H 0.254764 0.615311 0.265516 0.049 Uiso 0.45 1 calc R U P B 2
H2BD H 0.396224 0.638659 0.301028 0.049 Uiso 0.45 1 calc R U P B 2
C4 C 0.4449(2) 0.52643(13) 0.40788(10) 0.0448(6) Uani 1 1 d D . . . .
H4AA H 0.508582 0.531894 0.452842 0.054 Uiso 0.55 1 calc R U P C 1
H4AB H 0.363620 0.513982 0.421628 0.054 Uiso 0.55 1 calc R U P C 1
H4BC H 0.506392 0.574488 0.411104 0.054 Uiso 0.45 1 calc R U P D 2
H4BD H 0.444345 0.504767 0.457566 0.054 Uiso 0.45 1 calc R U P D 2
C5 C 0.33957(19) 0.51702(11) 0.17828(9) 0.0280(4) Uani 1 1 d . . . . .
C6 C 0.2242(2) 0.48153(13) 0.14649(10) 0.0327(4) Uani 1 1 d . . . . .
C7 C 0.1891(2) 0.48567(14) 0.07098(11) 0.0396(5) Uani 1 1 d . . . . .
H7 H 0.111070 0.462210 0.047987 0.048 Uiso 1 1 calc R U . . .
C8 C 0.2661(2) 0.52332(15) 0.02948(11) 0.0415(5) Uani 1 1 d . . . . .
H8 H 0.241022 0.525266 -0.021849 0.050 Uiso 1 1 calc R U . . .
C9 C 0.3788(2) 0.55810(14) 0.06171(11) 0.0394(5) Uani 1 1 d . . . . .
H9 H 0.430715 0.583795 0.032189 0.047 Uiso 1 1 calc R U . . .
C10 C 0.41883(19) 0.55648(12) 0.13730(10) 0.0315(4) Uani 1 1 d . . . . .
C11 C 0.1370(2) 0.43854(15) 0.19052(12) 0.0419(5) Uani 1 1 d . . . . .
H11 H 0.175269 0.444581 0.243107 0.050 Uiso 1 1 calc R U . . .
C12 C 0.0104(3) 0.4834(2) 0.17826(18) 0.0724(9) Uani 1 1 d . . . . .
H12A H -0.030468 0.476692 0.127333 0.109 Uiso 1 1 calc R U . . .
H12B H 0.021501 0.545721 0.189900 0.109 Uiso 1 1 calc R U . . .
H12C H -0.041381 0.456666 0.209658 0.109 Uiso 1 1 calc R U . . .
C13 C 0.1230(3) 0.34098(17) 0.17318(15) 0.0605(7) Uani 1 1 d . . . . .
H13A H 0.081346 0.333246 0.122515 0.091 Uiso 1 1 calc R U . . .
H13B H 0.073227 0.313449 0.205290 0.091 Uiso 1 1 calc R U . . .
H13C H 0.205539 0.313680 0.180632 0.091 Uiso 1 1 calc R U . . .
C14 C 0.5428(2) 0.59648(14) 0.17095(11) 0.0365(5) Uani 1 1 d . . . . .
H14 H 0.550230 0.594249 0.224901 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6499(3) 0.5445(2) 0.15181(19) 0.0701(8) Uani 1 1 d . . . . .
H15A H 0.643207 0.483415 0.166292 0.105 Uiso 1 1 calc R U . . .
H15B H 0.728868 0.569033 0.177428 0.105 Uiso 1 1 calc R U . . .
H15C H 0.646837 0.547569 0.099298 0.105 Uiso 1 1 calc R U . . .
C16 C 0.5528(3) 0.69176(18) 0.1496(2) 0.0752(9) Uani 1 1 d . . . . .
H16A H 0.549511 0.695711 0.097058 0.113 Uiso 1 1 calc R U . . .
H16B H 0.631925 0.715986 0.175319 0.113 Uiso 1 1 calc R U . . .
H16C H 0.483575 0.724991 0.162488 0.113 Uiso 1 1 calc R U . . .
C17 C 0.55056(19) 0.38445(12) 0.40084(9) 0.0281(4) Uani 1 1 d . . . . .
C18 C 0.48740(19) 0.31327(12) 0.42373(10) 0.0309(4) Uani 1 1 d . . . . .
C19 C 0.5584(2) 0.24577(13) 0.46006(11) 0.0407(5) Uani 1 1 d . . . . .
H19 H 0.517613 0.196145 0.475177 0.049 Uiso 1 1 calc R U . . .
C20 C 0.6860(2) 0.24927(15) 0.47456(13) 0.0474(6) Uani 1 1 d . . . . .
H20 H 0.732798 0.202193 0.499078 0.057 Uiso 1 1 calc R U . . .
C21 C 0.7460(2) 0.32100(16) 0.45354(13) 0.0466(5) Uani 1 1 d . . . . .
H21 H 0.834384 0.323468 0.464744 0.056 Uiso 1 1 calc R U . . .
C22 C 0.6799(2) 0.39032(13) 0.41609(11) 0.0351(4) Uani 1 1 d . . . . .
C23 C 0.3473(2) 0.30619(14) 0.40799(12) 0.0409(5) Uani 1 1 d . . . . .
H23 H 0.312783 0.364660 0.390773 0.049 Uiso 1 1 calc R U . . .
C24 C 0.2942(3) 0.2816(2) 0.47478(15) 0.0615(7) Uani 1 1 d . . . . .
H24A H 0.203247 0.286334 0.463492 0.092 Uiso 1 1 calc R U . . .
H24B H 0.327444 0.321230 0.514837 0.092 Uiso 1 1 calc R U . . .
H24C H 0.317870 0.221317 0.488971 0.092 Uiso 1 1 calc R U . . .
C25 C 0.3060(3) 0.24049(19) 0.34700(14) 0.0604(7) Uani 1 1 d . . . . .
H25A H 0.332543 0.181646 0.364011 0.091 Uiso 1 1 calc R U . . .
H25B H 0.343872 0.255638 0.305256 0.091 Uiso 1 1 calc R U . . .
H25C H 0.215110 0.241958 0.332529 0.091 Uiso 1 1 calc R U . . .
C26 C 0.7497(2) 0.46797(16) 0.39369(14) 0.0481(6) Uani 1 1 d . . . . .
H26 H 0.686937 0.512325 0.371151 0.058 Uiso 1 1 calc R U . . .
C27 C 0.8264(3) 0.4418(2) 0.3370(2) 0.0843(11) Uani 1 1 d . . . . .
H27A H 0.892685 0.401560 0.358922 0.126 Uiso 1 1 calc R U . . .
H27B H 0.863355 0.494159 0.319632 0.126 Uiso 1 1 calc R U . . .
H27C H 0.772350 0.412934 0.296142 0.126 Uiso 1 1 calc R U . . .
C28 C 0.8316(3) 0.5100(2) 0.45928(18) 0.0768(9) Uani 1 1 d . . . . .
H28A H 0.868718 0.563615 0.444234 0.115 Uiso 1 1 calc R U . . .
H28B H 0.897779 0.469202 0.480295 0.115 Uiso 1 1 calc R U . . .
H28C H 0.781004 0.524252 0.495618 0.115 Uiso 1 1 calc R U . . .
C29 C 0.5455(2) 0.26902(13) 0.16974(11) 0.0433(5) Uani 1 1 d D . . . .
C3 C 0.4372(3) 0.61363(19) 0.36291(15) 0.0319(8) Uani 0.55 1 d D U P E 1
H3A H 0.517540 0.627055 0.348346 0.038 Uiso 0.55 1 calc R U P E 1
H3B H 0.412649 0.663543 0.390753 0.038 Uiso 0.55 1 calc R U P E 1
C30 C 0.5353(4) 0.3036(3) 0.09277(16) 0.0491(10) Uani 0.7 1 d D U P F 1
H30A H 0.453182 0.330284 0.076783 0.074 Uiso 0.7 1 calc R U P F 1
H30B H 0.545893 0.255244 0.060185 0.074 Uiso 0.7 1 calc R U P F 1
H30C H 0.600161 0.347531 0.091761 0.074 Uiso 0.7 1 calc R U P F 1
C31 C 0.4486(3) 0.1931(2) 0.16148(19) 0.0499(8) Uani 0.7 1 d D U P F 1
H31A H 0.445165 0.168921 0.209447 0.075 Uiso 0.7 1 calc R U P F 1
H31B H 0.473376 0.147188 0.130661 0.075 Uiso 0.7 1 calc R U P F 1
H31C H 0.366302 0.215598 0.139130 0.075 Uiso 0.7 1 calc R U P F 1
C32 C 0.6714(4) 0.2296(3) 0.1973(3) 0.0804(15) Uani 0.7 1 d D U P F 1
H32A H 0.735491 0.274815 0.199505 0.121 Uiso 0.7 1 calc R U P F 1
H32B H 0.686928 0.182867 0.164336 0.121 Uiso 0.7 1 calc R U P F 1
H32C H 0.673845 0.205372 0.245898 0.121 Uiso 0.7 1 calc R U P F 1
C3A C 0.3091(4) 0.5611(3) 0.37117(17) 0.0385(11) Uani 0.45 1 d D U P E 2
H3AA H 0.246221 0.513818 0.366523 0.046 Uiso 0.45 1 calc R U P E 2
H3AB H 0.282317 0.610313 0.398894 0.046 Uiso 0.45 1 calc R U P E 2
C30A C 0.4849(11) 0.2765(8) 0.0904(3) 0.078(3) Uani 0.3 1 d D U P F 2
H30D H 0.395122 0.266217 0.085010 0.117 Uiso 0.3 1 calc R U P F 2
H30E H 0.520994 0.232894 0.062180 0.117 Uiso 0.3 1 calc R U P F 2
H30F H 0.499223 0.335202 0.072735 0.117 Uiso 0.3 1 calc R U P F 2
C31A C 0.5446(11) 0.1795(4) 0.2048(6) 0.079(2) Uani 0.3 1 d D U P F 2
H31D H 0.585985 0.183071 0.255832 0.118 Uiso 0.3 1 calc R U P F 2
H31E H 0.588820 0.137662 0.179272 0.118 Uiso 0.3 1 calc R U P F 2
H31F H 0.458361 0.160138 0.201825 0.118 Uiso 0.3 1 calc R U P F 2
C32A C 0.6859(5) 0.2794(7) 0.1682(6) 0.079(3) Uani 0.3 1 d D U P F 2
H32D H 0.699038 0.333514 0.142561 0.118 Uiso 0.3 1 calc R U P F 2
H32E H 0.714213 0.229412 0.142910 0.118 Uiso 0.3 1 calc R U P F 2
H32F H 0.733389 0.282000 0.217992 0.118 Uiso 0.3 1 calc R U P F 2
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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
C1 Cu1 C29 177.18(8) . . ?
C1 N1 C2 124.79(15) . . ?
C1 N1 C5 119.15(15) . . ?
C5 N1 C2 116.05(14) . . ?
C1 N2 C4 124.99(15) . . ?
C1 N2 C17 119.08(15) . . ?
C17 N2 C4 115.92(14) . . ?
N1 C1 Cu1 119.76(13) . . ?
N1 C1 N2 116.68(16) . . ?
N2 C1 Cu1 123.54(13) . . ?
N1 C2 H2AA 110.1 . . ?
N1 C2 H2AB 110.1 . . ?
N1 C2 H2BC 109.8 . . ?
N1 C2 H2BD 109.8 . . ?
N1 C2 C3 107.84(19) . . ?
N1 C2 C3A 109.4(2) . . ?
H2AA C2 H2AB 108.5 . . ?
H2BC C2 H2BD 108.2 . . ?
C3 C2 H2AA 110.1 . . ?
C3 C2 H2AB 110.1 . . ?
C3A C2 H2BC 109.8 . . ?
C3A C2 H2BD 109.8 . . ?
N2 C4 H4AA 110.1 . . ?
N2 C4 H4AB 110.1 . . ?
N2 C4 H4BC 110.1 . . ?
N2 C4 H4BD 110.1 . . ?
N2 C4 C3 108.15(18) . . ?
N2 C4 C3A 108.0(2) . . ?
H4AA C4 H4AB 108.4 . . ?
H4BC C4 H4BD 108.4 . . ?
C3 C4 H4AA 110.1 . . ?
C3 C4 H4AB 110.1 . . ?
C3A C4 H4BC 110.1 . . ?
C3A C4 H4BD 110.1 . . ?
C6 C5 N1 119.00(17) . . ?
C6 C5 C10 122.39(17) . . ?
C10 C5 N1 118.53(17) . . ?
C5 C6 C11 122.90(17) . . ?
C7 C6 C5 117.86(19) . . ?
C7 C6 C11 119.24(19) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.8(2) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.50(19) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(2) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C9 117.09(19) . . ?
C5 C10 C14 123.01(17) . . ?
C9 C10 C14 119.90(18) . . ?
C6 C11 H11 107.8 . . ?
C6 C11 C13 110.69(19) . . ?
C12 C11 C6 111.6(2) . . ?
C12 C11 H11 107.8 . . ?
C12 C11 C13 110.9(2) . . ?
C13 C11 H11 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14 107.7 . . ?
C10 C14 C15 111.19(19) . . ?
C10 C14 C16 112.43(18) . . ?
C15 C14 H14 107.7 . . ?
C15 C14 C16 110.0(2) . . ?
C16 C14 H14 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 N2 118.68(17) . . ?
C22 C17 N2 119.38(17) . . ?
C22 C17 C18 121.91(17) . . ?
C17 C18 C23 122.54(18) . . ?
C19 C18 C17 117.76(19) . . ?
C19 C18 C23 119.66(19) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.4(2) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.9(2) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.4(2) . . ?
C22 C21 H21 119.3 . . ?
C17 C22 C21 117.64(19) . . ?
C17 C22 C26 122.68(19) . . ?
C21 C22 C26 119.7(2) . . ?
C18 C23 H23 107.9 . . ?
C18 C23 C24 112.82(19) . . ?
C18 C23 C25 109.9(2) . . ?
C24 C23 H23 107.9 . . ?
C24 C23 C25 110.41(19) . . ?
C25 C23 H23 107.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 H26 107.9 . . ?
C22 C26 C27 111.1(2) . . ?
C22 C26 C28 111.0(2) . . ?
C27 C26 H26 107.9 . . ?
C28 C26 H26 107.9 . . ?
C28 C26 C27 110.9(2) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 Cu1 110.04(19) . . ?
C30 C29 C31 103.8(2) . . ?
C31 C29 Cu1 109.68(17) . . ?
C32 C29 Cu1 114.2(2) . . ?
C32 C29 C30 111.3(3) . . ?
C32 C29 C31 107.3(3) . . ?
C30A C29 Cu1 114.8(5) . . ?
C30A C29 C31A 117.1(6) . . ?
C30A C29 C32A 103.0(6) . . ?
C31A C29 Cu1 111.0(4) . . ?
C31A C29 C32A 100.9(5) . . ?
C32A C29 Cu1 108.4(4) . . ?
C2 C3 H3A 111.3 . . ?
C2 C3 H3B 111.3 . . ?
C4 C3 C2 102.2(2) . . ?
C4 C3 H3A 111.3 . . ?
C4 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C2 C3A C4 101.0(2) . . ?
C2 C3A H3AA 111.6 . . ?
C2 C3A H3AB 111.6 . . ?
C4 C3A H3AA 111.6 . . ?
C4 C3A H3AB 111.6 . . ?
H3AA C3A H3AB 109.4 . . ?
C29 C30A H30D 109.5 . . ?
C29 C30A H30E 109.5 . . ?
C29 C30A H30F 109.5 . . ?
H30D C30A H30E 109.5 . . ?
H30D C30A H30F 109.5 . . ?
H30E C30A H30F 109.5 . . ?
C29 C31A H31D 109.5 . . ?
C29 C31A H31E 109.5 . . ?
C29 C31A H31F 109.5 . . ?
H31D C31A H31E 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
C29 C32A H32D 109.5 . . ?
C29 C32A H32E 109.5 . . ?
C29 C32A H32F 109.5 . . ?
H32D C32A H32E 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
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 C1 1.9148(18) . ?
Cu1 C29 1.949(2) . ?
N1 C1 1.340(2) . ?
N1 C2 1.469(2) . ?
N1 C5 1.451(2) . ?
N2 C1 1.347(2) . ?
N2 C4 1.472(2) . ?
N2 C17 1.447(2) . ?
C2 H2AA 0.9900 . ?
C2 H2AB 0.9900 . ?
C2 H2BC 0.9900 . ?
C2 H2BD 0.9900 . ?
C2 C3 1.581(3) . ?
C2 C3A 1.576(3) . ?
C4 H4AA 0.9900 . ?
C4 H4AB 0.9900 . ?
C4 H4BC 0.9900 . ?
C4 H4BD 0.9900 . ?
C4 C3 1.571(3) . ?
C4 C3A 1.604(4) . ?
C5 C6 1.399(3) . ?
C5 C10 1.399(3) . ?
C6 C7 1.397(3) . ?
C6 C11 1.524(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.402(3) . ?
C10 C14 1.512(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.523(4) . ?
C11 C13 1.528(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 1.0000 . ?
C14 C15 1.513(3) . ?
C14 C16 1.521(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.399(3) . ?
C17 C22 1.392(3) . ?
C18 C19 1.390(3) . ?
C18 C23 1.508(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.372(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.374(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.395(3) . ?
C22 C26 1.514(3) . ?
C23 H23 1.0000 . ?
C23 C24 1.524(3) . ?
C23 C25 1.525(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 C27 1.526(4) . ?
C26 C28 1.520(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.521(3) . ?
C29 C31 1.559(3) . ?
C29 C32 1.502(3) . ?
C29 C30A 1.514(4) . ?
C29 C31A 1.519(4) . ?
C29 C32A 1.550(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C30A H30D 0.9800 . ?
C30A H30E 0.9800 . ?
C30A H30F 0.9800 . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?
C32A H32D 0.9800 . ?
C32A H32E 0.9800 . ?
C32A H32F 0.9800 . ?
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
N1 C2 C3 C4 -60.8(3) . . . . ?
N1 C2 C3A C4 59.5(3) . . . . ?
N1 C5 C6 C7 177.32(17) . . . . ?
N1 C5 C6 C11 -3.1(3) . . . . ?
N1 C5 C10 C9 -177.76(17) . . . . ?
N1 C5 C10 C14 2.1(3) . . . . ?
N2 C4 C3 C2 59.6(3) . . . . ?
N2 C4 C3A C2 -60.0(3) . . . . ?
N2 C17 C18 C19 179.55(16) . . . . ?
N2 C17 C18 C23 1.9(3) . . . . ?
N2 C17 C22 C21 179.67(18) . . . . ?
N2 C17 C22 C26 -0.4(3) . . . . ?
C1 N1 C2 C3 33.9(3) . . . . ?
C1 N1 C2 C3A -32.9(3) . . . . ?
C1 N1 C5 C6 94.4(2) . . . . ?
C1 N1 C5 C10 -88.6(2) . . . . ?
C1 N2 C4 C3 -31.6(3) . . . . ?
C1 N2 C4 C3A 34.5(3) . . . . ?
C1 N2 C17 C18 -89.5(2) . . . . ?
C1 N2 C17 C22 92.6(2) . . . . ?
C2 N1 C1 Cu1 -178.61(16) . . . . ?
C2 N1 C1 N2 -0.1(3) . . . . ?
C2 N1 C5 C6 -86.2(2) . . . . ?
C2 N1 C5 C10 90.8(2) . . . . ?
C4 N2 C1 Cu1 177.12(16) . . . . ?
C4 N2 C1 N1 -1.3(3) . . . . ?
C4 N2 C17 C18 89.8(2) . . . . ?
C4 N2 C17 C22 -88.1(2) . . . . ?
C5 N1 C1 Cu1 0.7(2) . . . . ?
C5 N1 C1 N2 179.20(17) . . . . ?
C5 N1 C2 C3 -145.42(19) . . . . ?
C5 N1 C2 C3A 147.8(2) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C5 C6 C11 C12 121.7(2) . . . . ?
C5 C6 C11 C13 -114.3(2) . . . . ?
C5 C10 C14 C15 112.2(2) . . . . ?
C5 C10 C14 C16 -124.0(2) . . . . ?
C6 C5 C10 C9 -1.0(3) . . . . ?
C6 C5 C10 C14 178.92(18) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C7 C6 C11 C12 -58.7(3) . . . . ?
C7 C6 C11 C13 65.3(3) . . . . ?
C7 C8 C9 C10 0.0(3) . . . . ?
C8 C9 C10 C5 0.7(3) . . . . ?
C8 C9 C10 C14 -179.2(2) . . . . ?
C9 C10 C14 C15 -68.0(3) . . . . ?
C9 C10 C14 C16 55.9(3) . . . . ?
C10 C5 C6 C7 0.5(3) . . . . ?
C10 C5 C6 C11 -179.90(18) . . . . ?
C11 C6 C7 C8 -179.4(2) . . . . ?
C17 N2 C1 Cu1 -3.7(3) . . . . ?
C17 N2 C1 N1 177.92(17) . . . . ?
C17 N2 C4 C3 149.2(2) . . . . ?
C17 N2 C4 C3A -144.7(2) . . . . ?
C17 C18 C19 C20 1.4(3) . . . . ?
C17 C18 C23 C24 -132.3(2) . . . . ?
C17 C18 C23 C25 104.1(2) . . . . ?
C17 C22 C26 C27 -113.8(3) . . . . ?
C17 C22 C26 C28 122.3(3) . . . . ?
C18 C17 C22 C21 1.9(3) . . . . ?
C18 C17 C22 C26 -178.19(19) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C18 C23 C24 50.1(3) . . . . ?
C19 C18 C23 C25 -73.6(3) . . . . ?
C19 C20 C21 C22 -1.4(4) . . . . ?
C20 C21 C22 C17 0.2(3) . . . . ?
C20 C21 C22 C26 -179.8(2) . . . . ?
C21 C22 C26 C27 66.2(3) . . . . ?
C21 C22 C26 C28 -57.8(3) . . . . ?
C22 C17 C18 C19 -2.6(3) . . . . ?
C22 C17 C18 C23 179.66(18) . . . . ?
C23 C18 C19 C20 179.2(2) . . . . ?
