#------------------------------------------------------------------------------
#$Date: 2016-03-24 13:58:10 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179647 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/00/4510096.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_4510096
loop_
_publ_author_name
'El Bakkali, Hanan'
'Choquesillo-Lazarte, Duane'
'Domínguez-Martín, Alicia'
'Pérez-Toro, M. Inmaculada'
'Lezama, L.'
'González-Pérez, Josefa M.'
'Castiñeiras, Alfonso'
'Niclós-Gutiérrez, Juan'
_publ_section_title
;
 Cocrystallization of Mononuclear and Trinuclear Metallacycle Molecules
 from an Aqueous Mixed-Ligand Copper(II) Solution
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              889
_journal_paper_doi               10.1021/cg4015898
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety
'C57 H57 Cu3 N15 O12, 3(C19 H21 Cu N5 O5), 21(H2 O)'
_chemical_formula_sum            'C114 H162 Cu6 N30 O48'
_chemical_formula_weight         3101.97
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   20.852(3)
_cell_length_b                   20.852(3)
_cell_length_c                   56.734(19)
_cell_measurement_temperature    293(2)
_cell_volume                     21363(8)
_computing_cell_refinement       'SMART Software (Nonius, 1997)'
_computing_data_collection       'SMART Software (Nonius, 1997)'
_computing_data_reduction        'SAINT Software (Nonius, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'SMART CCD-1000'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       73
_diffrn_reflns_limit_l_min       -73
_diffrn_reflns_number            83200
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.246
_diffrn_reflns_theta_min         1.826
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       plate
_exptl_crystal_F_000             9684
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.030
_platon_squeeze_details
;
C101 0.673 0.349 0.784 !       1.27 eA-3
Q102 0.936 0.375 0.892 !       1.14 eA-3
C103 0.734 0.381 0.875 !       1.05 eA-3
Q104 0.403 0.782 0.124 !       0.89 eA-3
Q105 0.329 0.828 0.050 !       0.82 eA-3
Q106 0.911 0.077 0.532 !       0.76 eA-3
Q107 0.842 0.995 0.617 !       0.76 eA-3
C108 1.001 0.998 0.480 !       0.74 eA-3
Q109 0.636 0.452 0.688 !       0.71 eA-3
Q110 0.519 0.193 0.683 !       0.70 eA-3
;
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         11233
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0674
_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)+(0.1097P)²+24.1774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1953
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7355
_reflns_number_total             11233
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg4015898_si_002.cif
_cod_data_source_block           13jnac542_new
_cod_original_cell_volume        21363(9)
_cod_database_code               4510096
#BEGIN Tags that were not found in dictionaries:
_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_min   0.612
_shelx_estimated_absorpt_t_max   0.971
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
Cu1 Cu 0.19069(2) 0.51186(2) 0.03488(2) 0.03462(15) Uani 1 1 d . .
O11 O 0.08341(14) 0.45061(15) 0.04150(5) 0.0433(7) Uani 1 1 d . .
O12 O 0.00812(17) 0.4097(2) 0.07228(6) 0.0653(9) Uani 1 1 d . .
O13 O 0.29791(13) 0.55611(14) 0.03360(5) 0.0390(6) Uani 1 1 d . .
O14 O 0.39443(14) 0.58904(16) 0.05731(5) 0.0478(7) Uani 1 1 d . .
N1 N 0.19981(16) 0.46557(16) 0.06492(6) 0.0365(7) Uani 1 1 d . .
N31 N 0.17487(16) 0.53860(16) 0.00271(5) 0.0339(7) Uani 1 1 d . .
N32 N 0.27434(19) 0.5382(2) -0.01492(6) 0.0560(10) Uani 1 1 d . .
H32A H 0.2893 0.5337 -0.0013 0.067 Uiso 1 1 d R U
H32B H 0.2990 0.5401 -0.0273 0.067 Uiso 1 1 d R U
N33 N 0.19303(18) 0.5491(2) -0.03908(6) 0.0432(8) Uani 1 1 d . .
N34 N 0.1124(2) 0.5624(2) -0.06351(7) 0.0593(10) Uani 1 1 d . .
H34A H 0.1373 0.5609 -0.0754 0.071 Uiso 1 1 d R U
H34B H 0.0744 0.5675 -0.0657 0.071 Uiso 1 1 d R U
C11 C 0.1367(2) 0.4569(2) 0.07942(7) 0.0424(9) Uani 1 1 d . .
H11A H 0.1506 0.5027 0.0877 0.051 Uiso 1 1 d R U
H11B H 0.1236 0.4180 0.0910 0.051 Uiso 1 1 d R U
C12 C 0.0703(2) 0.4373(2) 0.06329(8) 0.0427(10) Uani 1 1 d . .
C13 C 0.2742(2) 0.5205(2) 0.07405(7) 0.0389(9) Uani 1 1 d . .
H13A H 0.2928 0.4956 0.0840 0.047 Uiso 1 1 d R U
H13B H 0.2707 0.5574 0.0835 0.047 Uiso 1 1 d R U
C14 C 0.3274(2) 0.5578(2) 0.05354(7) 0.0382(9) Uani 1 1 d . .
C15 C 0.1923(2) 0.3904(2) 0.06206(7) 0.0436(9) Uani 1 1 d . .
H15A H 0.1422 0.3558 0.0570 0.052 Uiso 1 1 d R U
H15B H 0.1993 0.3741 0.0774 0.052 Uiso 1 1 d R U
C16 C 0.2456(2) 0.3867(2) 0.04492(8) 0.0425(9) Uani 1 1 d . .
C17 C 0.3120(2) 0.3968(2) 0.05315(9) 0.0513(11) Uani 1 1 d . .
H17 H 0.3228 0.4058 0.0691 0.062 Uiso 1 1 d R U
C18 C 0.3628(3) 0.3927(2) 0.03795(10) 0.0595(13) Uani 1 1 d . .
H18 H 0.4076 0.4005 0.0440 0.071 Uiso 1 1 d R U
C19 C 0.3485(2) 0.3785(2) 0.01514(10) 0.0532(11) Uani 1 1 d . .
H19 H 0.3834 0.3766 0.0054 0.064 Uiso 1 1 d R U
C20 C 0.2811(2) 0.3668(2) 0.00538(8) 0.0493(11) Uani 1 1 d . .
C21 C 0.2657(3) 0.3510(3) -0.01867(9) 0.0616(13) Uani 1 1 d . .
H21 H 0.3002 0.3486 -0.0285 0.074 Uiso 1 1 d R U
C22 C 0.2000(3) 0.3387(3) -0.02786(10) 0.0744(15) Uani 1 1 d . .
H22 H 0.1902 0.3281 -0.0438 0.089 Uiso 1 1 d R U
C23 C 0.1469(3) 0.3420(3) -0.01318(10) 0.0678(14) Uani 1 1 d . .
H23 H 0.1020 0.3328 -0.0195 0.081 Uiso 1 1 d R U
C24 C 0.1610(2) 0.3582(2) 0.01001(9) 0.0520(11) Uani 1 1 d . .
H24 H 0.1259 0.3612 0.0193 0.062 Uiso 1 1 d R U
C25 C 0.2283(2) 0.3707(2) 0.02035(8) 0.0444(10) Uani 1 1 d . .
C32 C 0.2127(2) 0.5421(2) -0.01713(7) 0.0378(9) Uani 1 1 d . .
C34 C 0.1330(2) 0.5569(2) -0.04168(7) 0.0418(9) Uani 1 1 d . .
C35 C 0.0933(2) 0.5587(2) -0.02188(7) 0.0430(9) Uani 1 1 d . .
H35 H 0.0533 0.5664 -0.0234 0.052 Uiso 1 1 d R U
C36 C 0.1158(2) 0.5489(2) -0.00052(7) 0.0409(9) Uani 1 1 d . .
H36 H 0.0895 0.5491 0.0127 0.049 Uiso 1 1 d R U
Cu2 Cu 0.22054(3) 0.21499(3) 0.12998(2) 0.04645(17) Uani 1 1 d . .
O1 O 0.2999(2) 0.2808(2) 0.16271(6) 0.0722(10) Uani 1 1 d . .
H1A H 0.2826 0.3088 0.1703 0.108 Uiso 1 1 d R U
H1B H 0.3458 0.3023 0.1573 0.108 Uiso 1 1 d R U
O41 O 0.23511(18) 0.30698(17) 0.11619(6) 0.0570(8) Uani 1 1 d . .
O42 O 0.2088(3) 0.3958(2) 0.12286(7) 0.0899(13) Uani 1 1 d . .
O43 O 0.18524(17) 0.12160(16) 0.14737(6) 0.0549(8) Uani 1 1 d . .
O44 O 0.1336(2) 0.0733(2) 0.18193(6) 0.0703(10) Uani 1 1 d . .
N2 N 0.1286(2) 0.2087(2) 0.14411(7) 0.0496(9) Uani 1 1 d . .
N61 N 0.30182(19) 0.21277(19) 0.11214(6) 0.0438(8) Uani 1 1 d . .
N62 N 0.3243(2) 0.1426(2) 0.13882(6) 0.0512(9) Uani 1 1 d . .
H62A H 0.3499 0.1232 0.1436 0.061 Uiso 1 1 d R U
H62B H 0.2865 0.1363 0.1468 0.061 Uiso 1 1 d R U
N63 N 0.4025(2) 0.18937(19) 0.10754(6) 0.0461(8) Uani 1 1 d . .
N64 N 0.4874(3) 0.2433(2) 0.07787(7) 0.0713(13) Uani 1 1 d . .
H64A H 0.5115 0.2234 0.0836 0.086 Uiso 1 1 d R U
H64B H 0.5032 0.2703 0.0655 0.086 Uiso 1 1 d R U
C41 C 0.1442(3) 0.2863(3) 0.14551(9) 0.0584(12) Uani 1 1 d . .
H41A H 0.1642 0.3066 0.1609 0.070 Uiso 1 1 d R U
H41B H 0.0985 0.2873 0.1435 0.070 Uiso 1 1 d R U
C42 C 0.1988(3) 0.3334(3) 0.12678(9) 0.0612(13) Uani 1 1 d . .
C43 C 0.1230(3) 0.1744(3) 0.16739(9) 0.0574(12) Uani 1 1 d . .
H43A H 0.0720 0.1501 0.1727 0.069 Uiso 1 1 d R U
H43B H 0.1531 0.2124 0.1788 0.069 Uiso 1 1 d R U
C44 C 0.1486(2) 0.1183(3) 0.16577(9) 0.0523(11) Uani 1 1 d . .
C45 C 0.0582(3) 0.1595(3) 0.13083(9) 0.0600(12) Uani 1 1 d . .
H45A H 0.0172 0.1558 0.1400 0.072 Uiso 1 1 d R U
H45B H 0.0520 0.1102 0.1299 0.072 Uiso 1 1 d R U
C46 C 0.0527(2) 0.1840(3) 0.10615(9) 0.0542(11) Uani 1 1 d . .
C47 C 0.0131(3) 0.2194(3) 0.10283(11) 0.0641(13) Uani 1 1 d . .
H47 H -0.0070 0.2302 0.1158 0.077 Uiso 1 1 d R U
C48 C 0.0021(3) 0.2401(3) 0.08030(11) 0.0654(14) Uani 1 1 d . .
H48 H -0.0254 0.2638 0.0785 0.078 Uiso 1 1 d R U
C49 C 0.0309(3) 0.2259(2) 0.06129(11) 0.0617(13) Uani 1 1 d . .
H49 H 0.0231 0.2395 0.0464 0.074 Uiso 1 1 d R U
C50 C 0.0735(2) 0.1898(2) 0.06346(9) 0.0564(12) Uani 1 1 d . .
C51 C 0.1055(3) 0.1755(3) 0.04390(11) 0.0774(16) Uani 1 1 d . .
H51 H 0.1004 0.1908 0.0290 0.093 Uiso 1 1 d R U
C52 C 0.1444(4) 0.1399(4) 0.04667(13) 0.092(2) Uani 1 1 d . .
H52 H 0.1661 0.1313 0.0336 0.110 Uiso 1 1 d R U
C53 C 0.1522(4) 0.1154(3) 0.06865(12) 0.0820(17) Uani 1 1 d . .
H53 H 0.1783 0.0902 0.0702 0.098 Uiso 1 1 d R U
C54 C 0.1218(3) 0.1283(3) 0.08772(10) 0.0630(13) Uani 1 1 d . .
H54 H 0.1268 0.1108 0.1023 0.076 Uiso 1 1 d R U
C55 C 0.0833(2) 0.1675(2) 0.08632(9) 0.0515(11) Uani 1 1 d . .
C62 C 0.3428(2) 0.1819(2) 0.11905(7) 0.0413(9) Uani 1 1 d . .
C64 C 0.4255(3) 0.2321(2) 0.08827(8) 0.0501(10) Uani 1 1 d . .
C65 C 0.3845(3) 0.2635(3) 0.07928(8) 0.0586(12) Uani 1 1 d . .
H65 H 0.3980 0.2906 0.0653 0.070 Uiso 1 1 d R U
C66 C 0.3242(3) 0.2521(3) 0.09167(8) 0.0557(12) Uani 1 1 d . .
H66 H 0.2967 0.2728 0.0860 0.067 Uiso 1 1 d R U
O2 O 0.2240(2) 0.0050(2) 0.18303(8) 0.0843(12) Uani 1 1 d . .
H2A H 0.2201 -0.0062 0.1976 0.126 Uiso 1 1 d R U
H2B H 0.1852 0.0104 0.1799 0.126 Uiso 1 1 d R U
O3 O 0.4279(3) 0.0644(3) 0.11402(7) 0.1007(14) Uani 1 1 d . .
H3A H 0.4458 0.1122 0.1127 0.151 Uiso 1 1 d R U
H3B H 0.4642 0.0589 0.1114 0.151 Uiso 1 1 d R U
O4 O 0.0658(3) 0.0959(4) 0.22373(11) 0.164(3) Uani 1 1 d . .
H4A H 0.0967 0.1373 0.2105 0.247 Uiso 1 1 d R U
H4B H 0.0647 0.1225 0.2354 0.247 Uiso 1 1 d R U
O5 O 0.4951(5) 0.4377(4) 0.11613(13) 0.205(4) Uani 1 1 d . .
H5A H 0.5275 0.4123 0.1149 0.307 Uiso 1 1 d R U
H5B H 0.5042 0.4771 0.1296 0.307 Uiso 1 1 d R U
O6 O 0.3685(10) 0.9398(9) 0.14637(18) 0.335(8) Uani 1 1 d . .
O7 O 0.3027(6) 0.8184(11) 0.1486(3) 0.385(10) Uani 1 1 d . .
O8 O 0.1052(12) 0.6203(7) 0.1239(4) 0.66(2) 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'
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
_geom_angle_publ_flag
O13 Cu1 O11 166.41(11) . . y
O13 Cu1 N31 98.36(11) . . y
O11 Cu1 N31 93.60(12) . . y
O13 Cu1 N1 84.12(11) . . y
O11 Cu1 N1 82.95(12) . . y
N31 Cu1 N1 169.18(13) . . y
O13 Cu1 O14 94.21(11) . 3_565 y
O11 Cu1 O14 89.53(11) . 3_565 y
N31 Cu1 O14 102.15(12) . 3_565 y
N1 Cu1 O14 88.12(12) . 3_565 y
O13 Cu1 Cu1 10.04(8) . 2_665 ?
O11 Cu1 Cu1 169.04(8) . 2_665 ?
N31 Cu1 Cu1 96.77(8) . 2_665 ?
N1 Cu1 Cu1 87.46(8) . 2_665 ?
O14 Cu1 Cu1 84.86(7) 3_565 2_665 ?
O13 Cu1 Cu1 69.82(8) . 3_565 ?
O11 Cu1 Cu1 120.01(8) . 3_565 ?
N31 Cu1 Cu1 74.66(9) . 3_565 ?
N1 Cu1 Cu1 115.95(9) . 3_565 ?
O14 Cu1 Cu1 40.37(7) 3_565 3_565 ?
Cu1 Cu1 Cu1 60.0 2_665 3_565 ?
C12 O11 Cu1 112.1(2) . . ?
C14 O13 Cu1 113.7(2) . . ?
C14 O14 Cu1 127.8(3) . 2_665 ?
C11 N1 C13 114.9(3) . . ?
C11 N1 C15 108.0(3) . . ?
C13 N1 C15 111.4(3) . . ?
C11 N1 Cu1 103.7(2) . . ?
C13 N1 Cu1 103.8(2) . . ?
C15 N1 Cu1 115.0(2) . . ?
C32 N31 C36 115.2(3) . . ?
C32 N31 Cu1 127.3(2) . . ?
C36 N31 Cu1 117.3(3) . . ?
C32 N32 H32A 120.4 . . ?
C32 N32 H32B 119.7 . . ?
H32A N32 H32B 119.9 . . ?
C32 N33 C34 117.9(3) . . ?
C34 N34 H34A 119.8 . . ?
C34 N34 H34B 120.1 . . ?
H34A N34 H34B 120.1 . . ?
N1 C11 C12 109.2(3) . . ?
N1 C11 H11A 109.9 . . ?
C12 C11 H11A 109.7 . . ?
N1 C11 H11B 109.8 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O12 C12 O11 124.5(4) . . ?
O12 C12 C11 118.4(4) . . ?
O11 C12 C11 117.2(3) . . ?
N1 C13 C14 109.8(3) . . ?
N1 C13 H13A 109.4 . . ?
C14 C13 H13A 109.5 . . ?
N1 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.2 . . ?
O14 C14 O13 124.8(4) . . ?
O14 C14 C13 118.7(3) . . ?
O13 C14 C13 116.4(3) . . ?
N1 C15 C16 115.4(3) . . ?
N1 C15 H15A 108.6 . . ?
C16 C15 H15A 108.6 . . ?
N1 C15 H15B 108.3 . . ?
C16 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
C17 C16 C25 118.8(4) . . ?
C17 C16 C15 119.0(4) . . ?
C25 C16 C15 122.1(4) . . ?
C16 C17 C18 121.1(5) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 121.4(4) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 120.8(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 120.8(4) . . ?
C21 C20 C25 120.1(4) . . ?
C19 C20 C25 119.1(4) . . ?
C22 C21 C20 120.4(5) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.2(5) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.5(5) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 121.2(5) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C20 C25 C24 117.7(4) . . ?
C20 C25 C16 118.7(4) . . ?
C24 C25 C16 123.6(4) . . ?
N32 C32 N33 116.8(3) . . ?
N32 C32 N31 118.1(4) . . ?
N33 C32 N31 125.1(3) . . ?
N34 C34 N33 118.1(4) . . ?
N34 C34 C35 121.2(4) . . ?
N33 C34 C35 120.7(4) . . ?
C36 C35 C34 117.3(4) . . ?
C36 C35 H35 121.2 . . ?
C34 C35 H35 121.5 . . ?
C35 C36 N31 123.6(4) . . ?
C35 C36 H36 118.2 . . ?
N31 C36 H36 118.3 . . ?
O41 Cu2 O43 166.36(13) . . y
O41 Cu2 N61 95.92(14) . . y
O43 Cu2 N61 97.65(13) . . y
O41 Cu2 N2 84.21(14) . . y
O43 Cu2 N2 82.15(14) . . y
N61 Cu2 N2 171.68(15) . . y
O41 Cu2 O1 91.39(13) . . y
O43 Cu2 O1 89.28(13) . . y
N61 Cu2 O1 93.11(14) . . y
N2 Cu2 O1 95.21(14) . . y
Cu2 O1 H1A 110.0 . . ?
Cu2 O1 H1B 106.5 . . ?
H1A O1 H1B 120.1 . . ?
C42 O41 Cu2 113.5(3) . . ?
C44 O43 Cu2 112.4(3) . . ?
C43 N2 C41 113.6(4) . . ?
C43 N2 C45 107.6(4) . . ?
C41 N2 C45 112.1(4) . . ?
C43 N2 Cu2 103.3(3) . . ?
C41 N2 Cu2 105.5(3) . . ?
C45 N2 Cu2 114.6(3) . . ?
C62 N61 C66 115.0(4) . . ?
C62 N61 Cu2 127.4(3) . . ?
C66 N61 Cu2 117.3(3) . . ?
C62 N62 H62A 119.8 . . ?
C62 N62 H62B 119.9 . . ?
H62A N62 H62B 120.2 . . ?
C64 N63 C62 118.5(4) . . ?
C64 N64 H64A 120.0 . . ?
C64 N64 H64B 120.0 . . ?
H64A N64 H64B 120.0 . . ?
N2 C41 C42 110.8(4) . . ?
N2 C41 H41A 109.6 . . ?
C42 C41 H41A 109.3 . . ?
N2 C41 H41B 109.6 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.0 . . ?
O42 C42 O41 123.0(5) . . ?
O42 C42 C41 119.3(5) . . ?
O41 C42 C41 117.7(4) . . ?
N2 C43 C44 110.3(4) . . ?
N2 C43 H43A 109.5 . . ?
C44 C43 H43A 109.5 . . ?
N2 C43 H43B 109.7 . . ?
C44 C43 H43B 109.7 . . ?
H43A C43 H43B 108.2 . . ?
O44 C44 O43 124.5(4) . . ?
O44 C44 C43 119.3(4) . . ?
O43 C44 C43 116.2(4) . . ?
C46 C45 N2 116.4(4) . . ?
C46 C45 H45A 108.0 . . ?
N2 C45 H45A 107.9 . . ?
C46 C45 H45B 108.5 . . ?
N2 C45 H45B 108.4 . . ?
H45A C45 H45B 107.3 . . ?
C47 C46 C55 119.1(5) . . ?
C47 C46 C45 118.6(5) . . ?
C55 C46 C45 122.2(4) . . ?
C46 C47 C48 121.8(5) . . ?
C46 C47 H47 119.2 . . ?
C48 C47 H47 119.1 . . ?
C49 C48 C47 120.4(5) . . ?
C49 C48 H48 119.6 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 120.9(5) . . ?
C48 C49 H49 119.8 . . ?
C50 C49 H49 119.2 . . ?
C51 C50 C49 122.1(5) . . ?
C51 C50 C55 119.3(5) . . ?
C49 C50 C55 118.5(5) . . ?
C52 C51 C50 120.3(6) . . ?
C52 C51 H51 119.7 . . ?
C50 C51 H51 120.1 . . ?
C51 C52 C53 121.3(6) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.0 . . ?
C54 C53 C52 119.6(6) . . ?
C54 C53 H53 120.1 . . ?
C52 C53 H53 120.3 . . ?
C53 C54 C55 122.2(5) . . ?
C53 C54 H54 118.7 . . ?
C55 C54 H54 119.1 . . ?
C54 C55 C46 123.6(5) . . ?
C54 C55 C50 117.2(5) . . ?
C46 C55 C50 119.2(4) . . ?
N62 C62 N63 116.7(4) . . ?
N62 C62 N61 118.6(4) . . ?
N63 C62 N61 124.8(4) . . ?
N63 C64 N64 118.2(4) . . ?
N63 C64 C65 120.4(4) . . ?
N64 C64 C65 121.4(4) . . ?
C66 C65 C64 117.2(4) . . ?
C66 C65 H65 121.3 . . ?
C64 C65 H65 121.5 . . ?
C65 C66 N61 123.9(4) . . ?
C65 C66 H66 118.2 . . ?
N61 C66 H66 118.0 . . ?
H2A O2 H2B 105.1 . . ?
H3A O3 H3B 104.1 . . ?
H4A O4 H4B 102.1 . . ?
H5A O5 H5B 121.7 . . ?
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 O13 1.947(2) . y
Cu1 O11 1.980(3) . y
Cu1 N31 1.983(3) . y
Cu1 N1 2.014(3) . y
Cu1 O14 2.299(3) 3_565 y
Cu1 Cu1 5.3850(11) 2_665 y
Cu1 Cu1 5.3850(11) 3_565 y
O11 C12 1.266(5) . ?
O12 C12 1.236(5) . ?
O13 C14 1.279(5) . ?
O14 C14 1.231(4) . ?
O14 Cu1 2.299(3) 2_665 ?
N1 C11 1.484(5) . ?
N1 C13 1.486(5) . ?
N1 C15 1.504(5) . ?
N31 C32 1.356(5) . ?
N31 C36 1.365(5) . ?
N32 C32 1.334(5) . ?
N32 H32A 0.8587 . ?
N32 H32B 0.8577 . ?
N33 C32 1.342(5) . ?
N33 C34 1.347(5) . ?
N34 C34 1.335(5) . ?
N34 H34A 0.8613 . ?
N34 H34B 0.8597 . ?
C11 C12 1.535(6) . ?
C11 H11A 0.9699 . ?
C11 H11B 0.9700 . ?
C13 C14 1.525(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9701 . ?
C15 C16 1.508(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.373(6) . ?
C16 C25 1.437(6) . ?
C17 C18 1.401(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.328(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.414(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.403(7) . ?
C20 C25 1.425(6) . ?
C21 C22 1.365(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.414(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.354(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.421(6) . ?
C24 H24 0.9300 . ?
C34 C35 1.408(6) . ?
C35 C36 1.351(6) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
Cu2 O41 1.949(3) . y
Cu2 O43 1.968(3) . y
Cu2 N61 1.994(3) . y
Cu2 N2 2.020(4) . y
Cu2 O1 2.408(4) . y
O1 H1A 0.9322 . ?
O1 H1B 0.8843 . ?
O41 C42 1.286(6) . ?
O42 C42 1.231(6) . ?
O43 C44 1.275(5) . ?
O44 C44 1.236(5) . ?
N2 C43 1.478(6) . ?
N2 C41 1.485(6) . ?
N2 C45 1.506(6) . ?
N61 C62 1.359(5) . ?
N61 C66 1.363(5) . ?
N62 C62 1.328(5) . ?
N62 H62A 0.8589 . ?
N62 H62B 0.8583 . ?
N63 C64 1.339(5) . ?
N63 C62 1.344(5) . ?
N64 C64 1.329(6) . ?
N64 H64A 0.8592 . ?
N64 H64B 0.8578 . ?
C41 C42 1.508(7) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C43 C44 1.513(6) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C45 C46 1.514(7) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.369(6) . ?
C46 C55 1.418(7) . ?
C47 C48 1.404(7) . ?
C47 H47 0.9300 . ?
C48 C49 1.338(8) . ?
C48 H48 0.9300 . ?
C49 C50 1.429(7) . ?
C49 H49 0.9300 . ?
C50 C51 1.402(8) . ?
C50 C55 1.426(7) . ?
C51 C52 1.354(8) . ?
C51 H51 0.9300 . ?
C52 C53 1.388(9) . ?
C52 H52 0.9300 . ?
C53 C54 1.347(8) . ?
C53 H53 0.9300 . ?
C54 C55 1.407(6) . ?
C54 H54 0.9300 . ?
C64 C65 1.406(6) . ?
C65 C66 1.354(6) . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?
O2 H2A 0.8510 . ?
O2 H2B 0.8900 . ?
O3 H3A 0.8748 . ?
O3 H3B 0.8345 . ?
O4 H4A 1.0816 . ?
O4 H4B 0.8699 . ?
O5 H5A 1.0499 . ?
O5 H5B 1.0663 . ?
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
N32 H32A O13 0.86 2.02 2.788(5) 148.7 .
N34 H34B O12 0.86 2.04 2.892(5) 174.0 10_565
N62 H62A O1 0.86 2.27 3.038(5) 148.3 13
N62 H62B O43 0.86 1.98 2.749(5) 149.4 .
N64 H64A O4 0.86 2.28 3.024(8) 145.0 13
N64 H64B N33 0.86 2.16 3.001(5) 168.6 11
O1 H1A O6 0.93 1.88 2.741(11) 151.8 13_565
O1 H1B O2 0.88 1.85 2.717(5) 165.3 13
O2 H2A O5 0.85 2.09 2.768(7) 135.8 13
O2 H2B O44 0.89 2.07 2.876(5) 149.6 .
O3 H3A N63 0.87 2.22 2.931(5) 137.7 .
O3 H3B O5 0.83 2.08 2.880(8) 161.1 2_655
O4 H4B N34 0.87 2.64 3.464(9) 157.8 6_455
O5 H5A O4 1.05 2.44 3.446(13) 159.5 15
C15 H15B O42 0.97 2.61 3.463(6) 146.7 .
C45 H45A O43 0.97 2.59 3.383(6) 139.5 2
C66 H66 O41 0.93 2.45 2.970(6) 115.2 .
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
C13 N1 C11 C12 148.4(3) .
C15 N1 C11 C12 -86.6(4) .
Cu1 N1 C11 C12 35.9(3) .
Cu1 O11 C12 O12 169.0(3) .
Cu1 O11 C12 C11 -11.0(4) .
N1 C11 C12 O12 161.8(4) .
N1 C11 C12 O11 -18.1(5) .
C11 N1 C13 C14 -147.0(3) .
C15 N1 C13 C14 89.7(4) .
Cu1 N1 C13 C14 -34.6(3) .
Cu1 O14 C14 O13 18.3(6) 2_665
Cu1 O14 C14 C13 -159.3(3) 2_665
Cu1 O13 C14 O14 -173.2(3) .
Cu1 O13 C14 C13 4.4(4) .
N1 C13 C14 O14 -160.3(3) .
N1 C13 C14 O13 21.9(5) .
C11 N1 C15 C16 171.6(3) .
C13 N1 C15 C16 -61.3(4) .
Cu1 N1 C15 C16 56.4(4) .
N1 C15 C16 C17 91.7(4) .
N1 C15 C16 C25 -90.1(4) .
C25 C16 C17 C18 0.8(6) .
C15 C16 C17 C18 179.0(4) .
C16 C17 C18 C19 -0.3(7) .
C17 C18 C19 C20 -0.2(7) .
C18 C19 C20 C21 -179.2(4) .
C18 C19 C20 C25 0.2(6) .
C19 C20 C21 C22 179.0(5) .
C25 C20 C21 C22 -0.5(7) .
C20 C21 C22 C23 0.1(8) .
C21 C22 C23 C24 0.8(8) .
C22 C23 C24 C25 -1.5(7) .
C21 C20 C25 C24 -0.1(6) .
C19 C20 C25 C24 -179.6(4) .
C21 C20 C25 C16 179.7(4) .
C19 C20 C25 C16 0.2(6) .
C23 C24 C25 C20 1.1(6) .
C23 C24 C25 C16 -178.7(4) .
C17 C16 C25 C20 -0.7(5) .
C15 C16 C25 C20 -178.9(3) .
C17 C16 C25 C24 179.1(4) .
C15 C16 C25 C24 0.9(6) .
C34 N33 C32 N32 -176.8(4) .
C34 N33 C32 N31 3.3(6) .
C36 N31 C32 N32 174.9(4) .
Cu1 N31 C32 N32 -10.9(5) .
C36 N31 C32 N33 -5.2(6) .
Cu1 N31 C32 N33 169.1(3) .
C32 N33 C34 N34 -178.7(4) .
C32 N33 C34 C35 1.1(6) .
N34 C34 C35 C36 176.7(4) .
N33 C34 C35 C36 -3.1(6) .
C34 C35 C36 N31 1.0(6) .
C32 N31 C36 C35 2.9(6) .
Cu1 N31 C36 C35 -172.0(3) .
C43 N2 C41 C42 139.8(4) .
C45 N2 C41 C42 -97.9(5) .
Cu2 N2 C41 C42 27.4(4) .
Cu2 O41 C42 O42 169.5(4) .
Cu2 O41 C42 C41 -7.9(5) .
N2 C41 C42 O42 168.2(5) .
N2 C41 C42 O41 -14.4(6) .
C41 N2 C43 C44 -149.2(4) .
C45 N2 C43 C44 86.1(4) .
Cu2 N2 C43 C44 -35.5(4) .
Cu2 O43 C44 O44 -164.8(4) .
Cu2 O43 C44 C43 14.9(5) .
N2 C43 C44 O44 -164.9(4) .
N2 C43 C44 O43 15.4(6) .
C43 N2 C45 C46 -179.2(4) .
C41 N2 C45 C46 55.1(5) .
Cu2 N2 C45 C46 -65.0(5) .
N2 C45 C46 C47 -99.8(5) .
N2 C45 C46 C55 84.0(6) .
C55 C46 C47 C48 -0.1(7) .
C45 C46 C47 C48 -176.5(4) .
C46 C47 C48 C49 -0.4(7) .
C47 C48 C49 C50 -0.3(7) .
C48 C49 C50 C51 -178.7(5) .
C48 C49 C50 C55 1.6(7) .
C49 C50 C51 C52 -178.7(5) .
C55 C50 C51 C52 1.0(8) .
C50 C51 C52 C53 1.4(10) .
C51 C52 C53 C54 -1.2(10) .
C52 C53 C54 C55 -1.4(9) .
C53 C54 C55 C46 -178.0(5) .
C53 C54 C55 C50 3.7(7) .
C47 C46 C55 C54 -176.9(4) .
C45 C46 C55 C54 -0.7(7) .
C47 C46 C55 C50 1.4(6) .
C45 C46 C55 C50 177.6(4) .
C51 C50 C55 C54 -3.4(6) .
C49 C50 C55 C54 176.3(4) .
C51 C50 C55 C46 178.2(4) .
C49 C50 C55 C46 -2.1(6) .
C64 N63 C62 N62 -176.2(4) .
C64 N63 C62 N61 2.3(6) .
C66 N61 C62 N62 -180.0(4) .
Cu2 N61 C62 N62 6.5(6) .
C66 N61 C62 N63 1.6(6) .
Cu2 N61 C62 N63 -171.9(3) .
C62 N63 C64 N64 175.6(4) .
C62 N63 C64 C65 -5.0(6) .
N63 C64 C65 C66 3.8(7) .
N64 C64 C65 C66 -176.9(5) .
C64 C65 C66 N61 0.3(8) .
C62 N61 C66 C65 -2.9(7) .
Cu2 N61 C66 C65 171.3(4) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.000 -0.000 -0.000 181 12 ' '
2 -0.000 -0.000 0.270 21 2 ' '
3 -0.000 -0.000 0.500 140 25 ' '
4 -0.000 -0.000 0.730 21 2 ' '
5 0.333 0.667 0.667 183 12 ' '
6 0.333 0.667 0.167 140 24 ' '
7 0.333 0.667 0.396 21 2 ' '
8 0.333 0.667 0.937 21 2 ' '
9 0.667 0.333 0.333 183 12 ' '
10 0.667 0.333 0.833 140 24 ' '
11 0.667 0.333 0.063 21 2 ' '
12 0.667 0.333 0.604 21 2 ' '
