#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:22:17 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178780 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/34/4103491.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_4103491
loop_
_publ_author_name
'Ramesh Giri'
'John F. Hartwig'
_publ_contact_author
; 
Danielle L. Gray 
University of Illinois 
School of Chemical Sciences, Box 59-1 
505 South Mathews Avenue 
Urbana, Illinois  61801 
USA 
;
_publ_contact_author_email       dgray@illinois.edu
_publ_contact_author_fax         '1  217 244 8068'
_publ_contact_author_phone       '1  217 244 1708'
_publ_section_title
;
 Cu(I)-Amido Complexes in the Ullmann Reaction: Reactions of Cu(I)-Amido
 Complexes with Iodoarenes with and without Autocatalysis by CuI
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15860
_journal_page_last               15863
_journal_paper_doi               10.1021/ja105695s
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C24 H20 Cu N2, C24 H16 Cu N4'
_chemical_formula_sum            'C48 H36 Cu2 N6'
_chemical_formula_weight         823.91
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
; 
? 
;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.185(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.7968(12)
_cell_length_b                   13.1593(7)
_cell_length_c                   13.3171(7)
_cell_measurement_reflns_used    6225
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.49
_cell_measurement_theta_min      2.48
_cell_volume                     3770.8(4)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.0-1 (Bruker, 2004)'
_computing_data_reduction
; 
SAINT V7.23A, XPREP V2005/2, SADABS V2007/4, TWINABS V2007/5 
(Bruker, 2005 & 2007) 
;
_computing_molecular_graphics
; 
SHELXTL V6.12 (Bruker, 2005), CrystalMaker v2.1.3 (CrystalMaker, 1994) 
;
_computing_publication_material  'XCIF V6.12 (Bruker, 2005)'
_computing_structure_refinement  'SHELXTL V6.12 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL V6.12 (Bruker, 2005)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker Kappa/ApexII CCD'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_wavelength_id  ba84has
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29784
_diffrn_reflns_theta_full        25.46
_diffrn_reflns_theta_max         25.46
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_T_max  0.9368
_exptl_absorpt_correction_T_min  0.7421
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SHELXTL/XPREP V2005/2 (Bruker, 2005)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1696
_exptl_crystal_id                ba84has
_exptl_crystal_preparation
; 
The data crystal was mounted using oil (Parantone-N, Exxon) to a 
0.3 mm cryo-loop (Hampton Research) with the (3 0 -1) scattering 
planes roughly normal to the spindle axis. 
;
_exptl_crystal_size_max          0.531
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     647
_refine_ls_number_reflns         3501
_refine_ls_number_restraints     1174
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²+2.8411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0778
_reflns_number_gt                2673
_reflns_number_total             3501
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja105695s_si_002.cif
_cod_data_source_block           test
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_database_code               4103491
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0059(5) 0.5514(4) 0.2563(7) 0.0269(15) Uani 0.25 1 d PDU A -1
N1 N -0.0500(8) 0.5163(12) 0.1283(9) 0.024(2) Uani 0.25 1 d PDU A -1
N2 N 0.0284(7) 0.6638(15) 0.1517(12) 0.020(2) Uani 0.25 1 d PDU A -1
C1 C -0.0907(7) 0.4413(13) 0.1097(11) 0.023(3) Uani 0.25 1 d PDU A -1
H1 H -0.0904 0.3897 0.1597 0.028 Uiso 0.25 1 calc PR A -1
C2 C -0.1340(8) 0.4339(14) 0.0209(13) 0.027(3) Uani 0.25 1 d PDU A -1
H2 H -0.1627 0.3792 0.0119 0.032 Uiso 0.25 1 calc PR A -1
C3 C -0.1347(9) 0.5053(15) -0.0524(13) 0.025(3) Uani 0.25 1 d PDU A -1
H3 H -0.1645 0.5013 -0.1127 0.029 Uiso 0.25 1 calc PR A -1
C4 C -0.0904(11) 0.5878(17) -0.0391(13) 0.022(2) Uani 0.25 1 d PDU A -1
C5 C -0.0898(8) 0.6711(13) -0.1076(10) 0.022(2) Uani 0.25 1 d PDU A -1
H5 H -0.1221 0.6773 -0.1644 0.026 Uiso 0.25 1 calc PR A -1
C6 C -0.0436(10) 0.7416(16) -0.0924(11) 0.021(2) Uani 0.25 1 d PDU A -1
H6 H -0.0415 0.7927 -0.1421 0.025 Uiso 0.25 1 calc PR A -1
C7 C 0.0021(13) 0.739(2) -0.0022(14) 0.020(2) Uani 0.25 1 d PDU A -1
C8 C 0.0496(15) 0.810(3) 0.019(2) 0.021(2) Uani 0.25 1 d PDU A -1
H8 H 0.0507 0.8652 -0.0266 0.025 Uiso 0.25 1 calc PR A -1
C9 C 0.0939(13) 0.8029(19) 0.1005(19) 0.020(3) Uani 0.25 1 d PDU A -1
H9 H 0.1278 0.8490 0.1109 0.024 Uiso 0.25 1 calc PR A -1
C10 C 0.0881(10) 0.7241(18) 0.1709(19) 0.020(2) Uani 0.25 1 d PDU A -1
H10 H 0.1198 0.7101 0.2268 0.024 Uiso 0.25 1 calc PR A -1
C11 C -0.0011(14) 0.662(2) 0.0695(15) 0.019(2) Uani 0.25 1 d PDU A -1
C12 C -0.0484(11) 0.5869(18) 0.0531(13) 0.020(2) Uani 0.25 1 d PDU A -1
N3 N 0.0588(9) 0.5141(12) 0.3864(9) 0.022(2) Uani 0.25 1 d PDU A -1
N4 N -0.0413(7) 0.6501(16) 0.3443(12) 0.023(2) Uani 0.25 1 d PDU A -1
C13 C 0.1056(9) 0.4459(15) 0.4043(12) 0.026(2) Uani 0.25 1 d PDU A -1
H13 H 0.1114 0.3997 0.3517 0.032 Uiso 0.25 1 calc PR A -1
C14 C 0.1455(10) 0.4404(16) 0.4960(14) 0.026(3) Uani 0.25 1 d PDU A -1
H14 H 0.1748 0.3865 0.5080 0.032 Uiso 0.25 1 calc PR A -1
C15 C 0.1431(10) 0.5117(17) 0.5688(14) 0.027(3) Uani 0.25 1 d PDU A -1
H15 H 0.1731 0.5115 0.6290 0.033 Uiso 0.25 1 calc PR A -1
C16 C 0.0963(12) 0.5857(19) 0.5551(14) 0.024(2) Uani 0.25 1 d PDU A -1
C17 C 0.0861(9) 0.6588(14) 0.6293(11) 0.024(3) Uani 0.25 1 d PDU A -1
H17 H 0.1137 0.6602 0.6922 0.029 Uiso 0.25 1 calc PR A -1
C18 C 0.0397(10) 0.7250(15) 0.6144(12) 0.025(3) Uani 0.25 1 d PDU A -1
H18 H 0.0336 0.7702 0.6675 0.030 Uiso 0.25 1 calc PR A -1
C19 C -0.0012(14) 0.729(2) 0.5188(17) 0.023(2) Uani 0.25 1 d PDU A -1
C20 C -0.0532(10) 0.7942(17) 0.5004(17) 0.024(3) Uani 0.25 1 d PDU A -1
H20 H -0.0621 0.8420 0.5497 0.029 Uiso 0.25 1 calc PR A -1
C21 C -0.0916(11) 0.7843(15) 0.4040(18) 0.025(3) Uani 0.25 1 d PDU A -1
H21 H -0.1262 0.8283 0.3870 0.030 Uiso 0.25 1 calc PR A -1
C22 C -0.0795(11) 0.7123(18) 0.3349(19) 0.025(3) Uani 0.25 1 d PDU A -1
H22 H -0.1060 0.7137 0.2709 0.030 Uiso 0.25 1 calc PR A -1
C23 C 0.0056(15) 0.658(3) 0.4432(17) 0.022(2) Uani 0.25 1 d PDU A -1
C24 C 0.0566(12) 0.584(2) 0.4608(14) 0.021(2) Uani 0.25 1 d PDU A -1
Cu1A Cu -0.0103(6) 0.5525(4) 0.2321(7) 0.0381(13) Uani 0.25 1 d PDU B -2
N1A N 0.0461(6) 0.5016(8) 0.3539(7) 0.0241(19) Uani 0.25 1 d PDU B -2
N2A N -0.0310(10) 0.6494(18) 0.3519(14) 0.024(2) Uani 0.25 1 d PDU B -2
C1A C 0.0859(7) 0.4247(9) 0.3619(9) 0.028(2) Uani 0.25 1 d PDU B -2
H1A H 0.0839 0.3788 0.3064 0.033 Uiso 0.25 1 calc PR B -2
C2A C 0.1306(6) 0.4079(8) 0.4473(8) 0.024(2) Uani 0.25 1 d PDU B -2
H2A H 0.1580 0.3515 0.4491 0.029 Uiso 0.25 1 calc PR B -2
C3A C 0.1349(8) 0.4717(12) 0.5277(11) 0.025(3) Uani 0.25 1 d PDU B -2
H3A H 0.1643 0.4590 0.5871 0.030 Uiso 0.25 1 calc PR B -2
C4A C 0.0945(6) 0.5593(9) 0.5229(8) 0.023(2) Uani 0.25 1 d PDU B -2
C5A C 0.0946(7) 0.6310(12) 0.6032(10) 0.026(2) Uani 0.25 1 d PDU B -2
H5A H 0.1241 0.6240 0.6635 0.031 Uiso 0.25 1 calc PR B -2
C6A C 0.0534(7) 0.7089(13) 0.5953(11) 0.024(2) Uani 0.25 1 d PDU B -2
H6A H 0.0563 0.7588 0.6474 0.029 Uiso 0.25 1 calc PR B -2
C7A C 0.0054(10) 0.7160(16) 0.5081(14) 0.024(2) Uani 0.25 1 d PDU B -2
C8A C -0.0375(8) 0.7941(17) 0.4966(17) 0.024(3) Uani 0.25 1 d PDU B -2
H8A H -0.0372 0.8415 0.5505 0.029 Uiso 0.25 1 calc PR B -2
C9A C -0.0794(10) 0.8054(15) 0.4124(15) 0.026(3) Uani 0.25 1 d PDU B -2
H9A H -0.1103 0.8568 0.4073 0.031 Uiso 0.25 1 calc PR B -2
C10A C -0.0756(14) 0.7376(18) 0.3311(19) 0.025(3) Uani 0.25 1 d PDU B -2
H10A H -0.1000 0.7472 0.2661 0.030 Uiso 0.25 1 calc PR B -2
C11A C 0.0057(12) 0.6479(18) 0.4274(13) 0.021(2) Uani 0.25 1 d PDU B -2
C12A C 0.0494(8) 0.5667(11) 0.4348(9) 0.0197(19) Uani 0.25 1 d PDU B -2
N3A N -0.0628(7) 0.5288(10) 0.0991(8) 0.021(2) Uani 0.25 1 d PDU B -2
N4A N 0.0371(10) 0.6634(19) 0.1579(15) 0.021(2) Uani 0.25 1 d PDU B -2
C13A C -0.1068(8) 0.4572(11) 0.0707(9) 0.022(2) Uani 0.25 1 d PDU B -2
H13A H -0.1106 0.4024 0.1157 0.026 Uiso 0.25 1 calc PR B -2
C14A C -0.1464(9) 0.4609(14) -0.0212(12) 0.023(3) Uani 0.25 1 d PDU B -2
H14A H -0.1798 0.4141 -0.0349 0.028 Uiso 0.25 1 calc PR B -2
C15A C -0.1377(6) 0.5314(10) -0.0919(9) 0.021(2) Uani 0.25 1 d PDU B -2
H15A H -0.1627 0.5301 -0.1572 0.025 Uiso 0.25 1 calc PR B -2
C16A C -0.0918(9) 0.6060(13) -0.0690(11) 0.022(2) Uani 0.25 1 d PDU B -2
C17A C -0.0799(8) 0.6846(12) -0.1367(10) 0.024(2) Uani 0.25 1 d PDU B -2
H17A H -0.1055 0.6892 -0.2013 0.028 Uiso 0.25 1 calc PR B -2
C18A C -0.0346(8) 0.7517(14) -0.1135(11) 0.020(2) Uani 0.25 1 d PDU B -2
H18A H -0.0291 0.8041 -0.1603 0.025 Uiso 0.25 1 calc PR B -2
C19A C 0.0063(12) 0.7455(19) -0.0177(14) 0.019(2) Uani 0.25 1 d PDU B -2
C20A C 0.0546(14) 0.816(2) 0.012(2) 0.020(2) Uani 0.25 1 d PDU B -2
H20A H 0.0652 0.8667 -0.0329 0.024 Uiso 0.25 1 calc PR B -2
C21A C 0.0864(11) 0.8061(18) 0.1134(13) 0.021(3) Uani 0.25 1 d PDU B -2
H21A H 0.1167 0.8553 0.1393 0.025 Uiso 0.25 1 calc PR B -2
C22A C 0.0743(14) 0.727(2) 0.175(2) 0.021(3) Uani 0.25 1 d PDU B -2
H22A H 0.0996 0.7242 0.2400 0.025 Uiso 0.25 1 calc PR B -2
C23A C -0.0045(12) 0.6728(18) 0.0538(13) 0.019(2) Uani 0.25 1 d PDU B -2
C24A C -0.0540(10) 0.5977(15) 0.0267(10) 0.019(2) Uani 0.25 1 d PDU B -2
Cu2 Cu 0.2500 0.7500 0.0000 0.02285(11) Uani 1 2 d S . .
N5 N 0.28206(8) 0.67804(11) 0.11743(12) 0.0252(4) Uani 1 1 d . . .
C25 C 0.32525(9) 0.60011(13) 0.11888(14) 0.0226(4) Uani 1 1 d . . .
C26 C 0.32716(10) 0.54133(14) 0.03156(15) 0.0280(5) Uani 1 1 d . . .
H26 H 0.2972 0.5528 -0.0275 0.034 Uiso 1 1 calc R . .
C27 C 0.37192(11) 0.46670(15) 0.02980(17) 0.0354(5) Uani 1 1 d . . .
H27 H 0.3725 0.4288 -0.0307 0.042 Uiso 1 1 calc R . .
C28 C 0.41535(11) 0.44672(16) 0.11387(18) 0.0389(5) Uani 1 1 d . . .
H28 H 0.4458 0.3954 0.1122 0.047 Uiso 1 1 calc R . .
C29 C 0.41382(10) 0.50325(16) 0.20170(18) 0.0363(5) Uani 1 1 d . . .
H29 H 0.4433 0.4900 0.2608 0.044 Uiso 1 1 calc R . .
C30 C 0.36996(9) 0.57829(15) 0.20387(16) 0.0287(5) Uani 1 1 d . . .
H30 H 0.3701 0.6162 0.2646 0.034 Uiso 1 1 calc R . .
C31 C 0.26040(9) 0.70195(14) 0.20807(14) 0.0224(4) Uani 1 1 d . . .
C32 C 0.24791(9) 0.62782(15) 0.27762(14) 0.0277(5) Uani 1 1 d . . .
H32 H 0.2569 0.5586 0.2658 0.033 Uiso 1 1 calc R . .
C33 C 0.22278(10) 0.65343(16) 0.36313(15) 0.0337(5) Uani 1 1 d . . .
H33 H 0.2153 0.6018 0.4096 0.040 Uiso 1 1 calc R . .
C34 C 0.20829(10) 0.75334(17) 0.38199(15) 0.0342(5) Uani 1 1 d . . .
H34 H 0.1903 0.7705 0.4402 0.041 Uiso 1 1 calc R . .
C35 C 0.22041(10) 0.82761(15) 0.31469(15) 0.0310(5) Uani 1 1 d . . .
H35 H 0.2110 0.8966 0.3270 0.037 Uiso 1 1 calc R . .
C36 C 0.24607(9) 0.80250(14) 0.22963(15) 0.0261(4) Uani 1 1 d . . .
H36 H 0.2542 0.8549 0.1845 0.031 Uiso 1 1 calc R . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 0.00 0.2120
0.00 -1.00 0.00 0.0790
-1.00 0.00 -1.00 0.0280
1.00 0.00 1.00 0.0280
-3.00 -2.00 1.00 0.2690
-2.00 4.00 1.00 0.1360
4.00 -1.00 -1.00 0.2150
4.00 1.00 -1.00 0.3160
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
N3 Cu1 N1 152.1(4) .
N3 Cu1 N4 86.3(6) .
N1 Cu1 N4 109.3(7) .
N3 Cu1 N2 125.3(7) .
N1 Cu1 N2 77.0(6) .
N4 Cu1 N2 96.8(4) .
C1 N1 C12 117.6(8) .
C1 N1 Cu1 129.4(8) .
C12 N1 Cu1 112.7(7) .
C11 N2 C10 119.6(15) .
C11 N2 Cu1 116.4(12) .
C10 N2 Cu1 122.2(12) .
N1 C1 C2 123.6(10) .
N1 C1 H1 118.2 .
C2 C1 H1 118.2 .
C3 C2 C1 119.5(10) .
C3 C2 H2 120.3 .
C1 C2 H2 120.3 .
C2 C3 C4 120.2(9) .
C2 C3 H3 119.9 .
C4 C3 H3 119.9 .
C12 C4 C5 119.6(11) .
C12 C4 C3 115.4(10) .
C5 C4 C3 124.9(10) .
C6 C5 C4 120.6(10) .
C6 C5 H5 119.7 .
C4 C5 H5 119.7 .
C5 C6 C7 120.7(11) .
C5 C6 H6 119.7 .
C7 C6 H6 119.7 .
C8 C7 C11 117.6(13) .
C8 C7 C6 123.6(13) .
C11 C7 C6 118.8(13) .
C9 C8 C7 122.6(17) .
C9 C8 H8 118.7 .
C7 C8 H8 118.7 .
C8 C9 C10 117.3(18) .
C8 C9 H9 121.4 .
C10 C9 H9 121.4 .
C9 C10 N2 116.0(17) .
C9 C10 H10 122.0 .
N2 C10 H10 122.0 .
N2 C11 C7 122.7(15) .
N2 C11 C12 115.5(12) .
C7 C11 C12 120.9(11) .
N1 C12 C4 123.6(10) .
N1 C12 C11 117.5(8) .
C4 C12 C11 118.8(10) .
C13 N3 C24 115.8(8) .
C13 N3 Cu1 129.5(9) .
C24 N3 Cu1 112.6(8) .
C22 N4 C23 114.3(15) .
C22 N4 Cu1 140.8(17) .
C23 N4 Cu1 101.6(9) .
N3 C13 C14 122.8(10) .
N3 C13 H13 118.6 .
C14 C13 H13 118.6 .
C15 C14 C13 120.3(10) .
C15 C14 H14 119.9 .
C13 C14 H14 119.9 .
C14 C15 C16 119.9(9) .
C14 C15 H15 120.0 .
C16 C15 H15 120.0 .
C15 C16 C24 116.1(9) .
C15 C16 C17 124.8(9) .
C24 C16 C17 119.0(9) .
C18 C17 C16 122.8(10) .
C18 C17 H17 118.6 .
C16 C17 H17 118.6 .
C17 C18 C19 120.6(10) .
C17 C18 H18 119.7 .
C19 C18 H18 119.7 .
C23 C19 C20 117.2(13) .
C23 C19 C18 119.5(12) .
C20 C19 C18 123.0(11) .
C19 C20 C21 116.1(15) .
C19 C20 H20 121.9 .
C21 C20 H20 121.9 .
C22 C21 C20 121.3(17) .
C22 C21 H21 119.3 .
C20 C21 H21 119.3 .
N4 C22 C21 129(2) .
N4 C22 H22 115.7 .
C21 C22 H22 115.7 .
C19 C23 C24 119.4(10) .
C19 C23 N4 122.1(12) .
C24 C23 N4 118.4(10) .
N3 C24 C16 124.7(10) .
N3 C24 C23 116.5(8) .
C16 C24 C23 118.6(9) .
N3A Cu1A N1A 150.8(5) .
N3A Cu1A N4A 86.9(6) .
N1A Cu1A N4A 109.2(7) .
N3A Cu1A N2A 126.9(7) .
N1A Cu1A N2A 76.7(5) .
N4A Cu1A N2A 96.5(4) .
C1A N1A C12A 117.6(7) .
C1A N1A Cu1A 129.3(7) .
C12A N1A Cu1A 112.2(6) .
C11A N2A C10A 119.8(15) .
C11A N2A Cu1A 115.3(11) .
C10A N2A Cu1A 121.7(13) .
N1A C1A C2A 123.4(9) .
N1A C1A H1A 118.3 .
C2A C1A H1A 118.3 .
C3A C2A C1A 119.9(9) .
C3A C2A H2A 120.0 .
C1A C2A H2A 120.0 .
C2A C3A C4A 119.7(9) .
C2A C3A H3A 120.1 .
C4A C3A H3A 120.1 .
C12A C4A C5A 119.7(9) .
C12A C4A C3A 115.5(9) .
C5A C4A C3A 124.5(9) .
C6A C5A C4A 121.4(9) .
C6A C5A H5A 119.3 .
C4A C5A H5A 119.3 .
C5A C6A C7A 120.0(10) .
C5A C6A H6A 120.0 .
C7A C6A H6A 120.0 .
C8A C7A C11A 118.5(13) .
C8A C7A C6A 122.0(12) .
C11A C7A C6A 119.1(11) .
C9A C8A C7A 122.3(15) .
C9A C8A H8A 118.8 .
C7A C8A H8A 118.8 .
C8A C9A C10A 117.1(18) .
C8A C9A H9A 121.4 .
C10A C9A H9A 121.4 .
C9A C10A N2A 117.3(18) .
C9A C10A H10A 121.3 .
N2A C10A H10A 121.3 .
N2A C11A C7A 123.8(14) .
N2A C11A C12A 115.2(11) .
C7A C11A C12A 120.9(10) .
N1A C12A C4A 123.6(9) .
N1A C12A C11A 117.7(7) .
C4A C12A C11A 118.6(9) .
C13A N3A C24A 116.1(7) .
C13A N3A Cu1A 130.1(7) .
C24A N3A Cu1A 113.8(7) .
C22A N4A C23A 114.3(15) .
C22A N4A Cu1A 141.3(17) .
C23A N4A Cu1A 102.3(9) .
N3A C13A C14A 122.5(8) .
N3A C13A H13A 118.8 .
C14A C13A H13A 118.8 .
C15A C14A C13A 120.2(9) .
C15A C14A H14A 119.9 .
C13A C14A H14A 119.9 .
C14A C15A C16A 120.2(8) .
C14A C15A H15A 119.9 .
C16A C15A H15A 119.9 .
C15A C16A C24A 116.0(9) .
C15A C16A C17A 124.7(8) .
C24A C16A C17A 119.3(9) .
C18A C17A C16A 122.9(9) .
C18A C17A H17A 118.6 .
C16A C17A H17A 118.6 .
C17A C18A C19A 120.1(9) .
C17A C18A H18A 119.9 .
C19A C18A H18A 119.9 .
C23A C19A C20A 117.3(12) .
C23A C19A C18A 119.8(11) .
C20A C19A C18A 122.7(10) .
C19A C20A C21A 115.8(15) .
C19A C20A H20A 122.1 .
C21A C20A H20A 122.1 .
C22A C21A C20A 121.6(18) .
C22A C21A H21A 119.2 .
C20A C21A H21A 119.2 .
N4A C22A C21A 128(2) .
N4A C22A H22A 115.8 .
C21A C22A H22A 115.8 .
C19A C23A C24A 119.4(9) .
C19A C23A N4A 122.1(12) .
C24A C23A N4A 118.3(9) .
N3A C24A C16A 124.4(9) .
N3A C24A C23A 117.2(7) .
C16A C24A C23A 118.2(8) .
N5 Cu2 N5 180.0 7_565
C25 N5 C31 118.32(15) .
C25 N5 Cu2 123.25(12) .
C31 N5 Cu2 118.41(12) .
N5 C25 C30 123.01(17) .
N5 C25 C26 120.33(17) .
C30 C25 C26 116.61(18) .
C27 C26 C25 121.2(2) .
C27 C26 H26 119.4 .
C25 C26 H26 119.4 .
C28 C27 C26 121.2(2) .
C28 C27 H27 119.4 .
C26 C27 H27 119.4 .
C27 C28 C29 118.6(2) .
C27 C28 H28 120.7 .
C29 C28 H28 120.7 .
C30 C29 C28 120.7(2) .
C30 C29 H29 119.6 .
C28 C29 H29 119.6 .
C29 C30 C25 121.71(19) .
C29 C30 H30 119.1 .
C25 C30 H30 119.1 .
C36 C31 N5 120.40(17) .
C36 C31 C32 116.69(17) .
N5 C31 C32 122.76(17) .
C33 C32 C31 121.28(18) .
C33 C32 H32 119.4 .
C31 C32 H32 119.4 .
C32 C33 C34 120.87(19) .
C32 C33 H33 119.6 .
C34 C33 H33 119.6 .
C35 C34 C33 118.81(19) .
C35 C34 H34 120.6 .
C33 C34 H34 120.6 .
C34 C35 C36 120.53(19) .
C34 C35 H35 119.7 .
C36 C35 H35 119.7 .
C35 C36 C31 121.81(18) .
C35 C36 H36 119.1 .
C31 C36 H36 119.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N3 1.982(7) .
Cu1 N1 1.985(7) .
Cu1 N4 2.122(12) .
Cu1 N2 2.141(12) .
N1 C1 1.323(11) .
N1 C12 1.371(12) .
N2 C11 1.18(2) .
N2 C10 1.51(2) .
C1 C2 1.394(11) .
C1 H1 0.9500 .
C2 C3 1.353(12) .
C2 H2 0.9500 .
C3 C4 1.446(14) .
C3 H3 0.9500 .
C4 C12 1.409(10) .
C4 C5 1.427(13) .
C5 C6 1.362(16) .
C5 H5 0.9500 .
C6 C7 1.433(16) .
C6 H6 0.9500 .
C7 C8 1.38(2) .
C7 C11 1.404(14) .
C8 C9 1.34(2) .
C8 H8 0.9500 .
C9 C10 1.42(2) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.421(17) .
N3 C13 1.352(11) .
N3 C24 1.363(11) .
N4 C22 1.16(2) .
N4 C23 1.54(2) .
C13 C14 1.383(12) .
C13 H13 0.9500 .
C14 C15 1.357(11) .
C14 H14 0.9500 .
C15 C16 1.400(12) .
C15 H15 0.9500 .
C16 C24 1.407(10) .
C16 C17 1.421(12) .
C17 C18 1.325(14) .
C17 H17 0.9500 .
C18 C19 1.435(15) .
C18 H18 0.9500 .
C19 C23 1.396(14) .
C19 C20 1.412(18) .
C20 C21 1.42(2) .
C20 H20 0.9500 .
C21 C22 1.38(2) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 C24 1.466(16) .
Cu1A N3A 1.975(7) .
Cu1A N1A 1.988(8) .
Cu1A N4A 2.122(13) .
Cu1A N2A 2.146(13) .
N1A C1A 1.326(10) .
N1A C12A 1.369(11) .
N2A C11A 1.18(2) .
N2A C10A 1.51(2) .
C1A C2A 1.391(10) .
C1A H1A 0.9500 .
C2A C3A 1.353(12) .
C2A H2A 0.9500 .
C3A C4A 1.445(14) .
C3A H3A 0.9500 .
C4A C12A 1.410(10) .
C4A C5A 1.426(12) .
C5A C6A 1.356(14) .
C5A H5A 0.9500 .
C6A C7A 1.437(16) .
C6A H6A 0.9500 .
C7A C8A 1.382(19) .
C7A C11A 1.400(14) .
C8A C9A 1.34(2) .
C8A H8A 0.9500 .
C9A C10A 1.42(2) .
C9A H9A 0.9500 .
C10A H10A 0.9500 .
C11A C12A 1.424(16) .
N3A C13A 1.354(11) .
N3A C24A 1.359(10) .
N4A C22A 1.16(2) .
N4A C23A 1.54(2) .
C13A C14A 1.381(11) .
C13A H13A 0.9500 .
C14A C15A 1.356(11) .
C14A H14A 0.9500 .
C15A C16A 1.399(12) .
C15A H15A 0.9500 .
C16A C24A 1.408(10) .
C16A C17A 1.423(11) .
C17A C18A 1.324(13) .
C17A H17A 0.9500 .
C18A C19A 1.437(15) .
C18A H18A 0.9500 .
C19A C23A 1.396(13) .
C19A C20A 1.411(17) .
C20A C21A 1.42(2) .
C20A H20A 0.9500 .
C21A C22A 1.38(2) .
C21A H21A 0.9500 .
C22A H22A 0.9500 .
C23A C24A 1.465(15) .
Cu2 N5 1.8659(15) 7_565
Cu2 N5 1.8659(15) .
N5 C25 1.390(2) .
N5 C31 1.400(2) .
C25 C30 1.400(3) .
C25 C26 1.403(3) .
C26 C27 1.387(3) .
C26 H26 0.9500 .
C27 C28 1.371(3) .
C27 H27 0.9500 .
C28 C29 1.391(3) .
C28 H28 0.9500 .
C29 C30 1.378(3) .
C29 H29 0.9500 .
C30 H30 0.9500 .
C31 C36 1.400(3) .
C31 C32 1.401(3) .
C32 C33 1.382(3) .
C32 H32 0.9500 .
C33 C34 1.384(3) .
C33 H33 0.9500 .
C34 C35 1.380(3) .
C34 H34 0.9500 .
C35 C36 1.381(3) .
C35 H35 0.9500 .
C36 H36 0.9500 .
