#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:25:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179245 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/65/4316591.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_4316591
loop_
_publ_author_name
'M. Isabel Ortiz'
'M. Laura Soriano'
'M. Pilar Carranza'
'Félix A. Jalón'
'Jonathan W. Steed'
'Kurt Mereiter'
'Ana M. Rodríguez'
'David Quiñonero'
'Pere M. Deyà'
'Blanca R. Manzano'
_publ_contact_author
;                                                                               
     'Manzano, BR.'                                     
      Departamento de Quimica Inorganica, Organica y Bioquimica
      Universidad de Castilla-La Mancha
      Facultad de Quimicas
      Avda. C.J. Cela, 10
      13071-Ciudad Real
      Spain
;
_publ_contact_author_email       blanca.manzano@uclm.es
_publ_contact_author_phone       '+34 926295300'
_publ_section_title
;
 New [2 x 2] Copper(I) Grids as Anion Receptors. Effect of Ligand
 Functionalization on the Ability to Host Counteranions by Hydrogen Bonds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8828
_journal_page_last               8847
_journal_paper_doi               10.1021/ic1009913
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C56 H68 Cu4 N28, 4(C F3 O3 S)'
_chemical_formula_sum            'C60 H68 Cu4 F12 N28 O12 S4'
_chemical_formula_weight         1983.90
_chemical_name_common            '923 I-170 [Cu4(a-bpz*pm)4].4(CF3SO3).solv'
_chemical_name_systematic
; 
[Cu4(a-bpz*pm)4].4(CF3SO3).solv
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.230(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.5148(16)
_cell_length_b                   26.7525(16)
_cell_length_c                   15.8348(9)
_cell_measurement_reflns_used    8472
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.62
_cell_measurement_theta_min      2.20
_cell_volume                     10864.8(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT, SADABS, XPREP'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            52469
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.925
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'program SADABS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.693
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     582
_refine_ls_number_reflns         9786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0766P)²+11.3622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1329
_reflns_number_gt                8387
_reflns_number_total             9786
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1009913_si_002_5.cif
_cod_data_source_block           17sqz
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4316591
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.191751(12) 0.384518(12) 0.30813(2) 0.04268(11) Uani 1 1 d . . .
Cu2 Cu 0.323910(12) 0.384496(12) 0.72668(2) 0.04220(11) Uani 1 1 d . . .
N11 N 0.24434(9) 0.36228(8) 0.25671(14) 0.0414(5) Uani 1 1 d . . .
N12 N 0.29325(8) 0.35167(8) 0.31935(14) 0.0425(5) Uani 1 1 d . . .
N13 N 0.25941(8) 0.37575(8) 0.42604(14) 0.0378(5) Uani 1 1 d . . .
N14 N 0.30888(8) 0.37487(8) 0.58466(13) 0.0382(5) Uani 1 1 d . . .
N15 N 0.39496(8) 0.35182(8) 0.64342(15) 0.0433(5) Uani 1 1 d . . .
N16 N 0.39268(8) 0.36476(9) 0.72566(14) 0.0443(5) Uani 1 1 d . . .
N17 N 0.22417(8) 0.40234(10) 0.52891(15) 0.0500(6) Uani 1 1 d . . .
H17A H 0.1948 0.4085 0.4836 0.060 Uiso 1 1 calc R . .
H17B H 0.2266 0.4082 0.5850 0.060 Uiso 1 1 calc R . .
C11 C 0.19961(15) 0.35859(15) 0.0929(2) 0.0694(9) Uani 1 1 d . . .
H11A H 0.1685 0.3623 0.1087 0.104 Uiso 1 1 calc R . .
H11B H 0.1954 0.3296 0.0530 0.104 Uiso 1 1 calc R . .
H11C H 0.2043 0.3888 0.0616 0.104 Uiso 1 1 calc R . .
C12 C 0.24603(12) 0.35120(11) 0.17671(18) 0.0503(7) Uani 1 1 d . . .
C13 C 0.29518(13) 0.33303(13) 0.1866(2) 0.0607(8) Uani 1 1 d . . .
H13A H 0.3060 0.3222 0.1390 0.073 Uiso 1 1 calc R . .
C14 C 0.32489(12) 0.33345(13) 0.2760(2) 0.0600(8) Uani 1 1 d . . .
C15 C 0.38054(16) 0.3186(2) 0.3222(3) 0.1057(18) Uani 1 1 d . . .
H15A H 0.3932 0.3026 0.2785 0.159 Uiso 1 1 calc R . .
H15B H 0.3834 0.2952 0.3714 0.159 Uiso 1 1 calc R . .
H15C H 0.4016 0.3484 0.3473 0.159 Uiso 1 1 calc R . .
C16 C 0.30118(10) 0.35872(9) 0.41103(17) 0.0379(5) Uani 1 1 d . . .
C17 C 0.34815(10) 0.34930(10) 0.47978(17) 0.0419(6) Uani 1 1 d . . .
H17C H 0.3776 0.3373 0.4682 0.050 Uiso 1 1 calc R . .
C18 C 0.34972(9) 0.35841(9) 0.56647(17) 0.0371(5) Uani 1 1 d . . .
C19 C 0.26493(10) 0.38417(9) 0.51264(16) 0.0387(6) Uani 1 1 d . . .
C110 C 0.46072(16) 0.3134(3) 0.5837(3) 0.125(2) Uani 1 1 d . . .
H11D H 0.4936 0.2953 0.6116 0.188 Uiso 1 1 calc R . .
H11E H 0.4656 0.3406 0.5461 0.188 Uiso 1 1 calc R . .
H11F H 0.4339 0.2904 0.5460 0.188 Uiso 1 1 calc R . .
C111 C 0.44415(11) 0.33434(14) 0.6554(2) 0.0636(9) Uani 1 1 d . . .
C112 C 0.47205(12) 0.33756(14) 0.7455(2) 0.0658(9) Uani 1 1 d . . .
H11G H 0.5076 0.3285 0.7750 0.079 Uiso 1 1 calc R . .
C113 C 0.43946(11) 0.35631(13) 0.78633(19) 0.0535(7) Uani 1 1 d . . .
C114 C 0.45091(14) 0.36703(19) 0.8838(2) 0.0842(12) Uani 1 1 d . . .
H11H H 0.4184 0.3749 0.8929 0.126 Uiso 1 1 calc R . .
H11I H 0.4747 0.3956 0.9026 0.126 Uiso 1 1 calc R . .
H11J H 0.4672 0.3377 0.9200 0.126 Uiso 1 1 calc R . .
N21 N 0.11714(9) 0.36854(8) 0.28113(16) 0.0469(5) Uani 1 1 d . . .
N22 N 0.08508(8) 0.40875(8) 0.27819(14) 0.0400(5) Uani 1 1 d . . .
N23 N 0.15933(7) 0.45548(7) 0.30973(13) 0.0350(4) Uani 1 1 d . . .
N24 N 0.23503(12) 0.5000 0.3443(3) 0.0526(9) Uani 1 2 d S . .
H24A H 0.2521 0.4715 0.3515 0.063 Uiso 0.50 1 calc PR . .
H24B H 0.2521 0.5285 0.3524 0.063 Uiso 0.50 1 calc PR . .
C21 C 0.10906(18) 0.27797(13) 0.2644(4) 0.0922(13) Uani 1 1 d . . .
H21A H 0.1404 0.2809 0.2489 0.138 Uiso 1 1 calc R . .
H21B H 0.0831 0.2574 0.2188 0.138 Uiso 1 1 calc R . .
H21C H 0.1182 0.2622 0.3240 0.138 Uiso 1 1 calc R . .
C22 C 0.08701(13) 0.32888(11) 0.2666(2) 0.0621(8) Uani 1 1 d . . .
C23 C 0.03636(14) 0.34234(13) 0.2563(3) 0.0717(10) Uani 1 1 d . . .
H23A H 0.0078 0.3202 0.2463 0.086 Uiso 1 1 calc R . .
C24 C 0.03501(11) 0.39271(12) 0.2632(2) 0.0560(7) Uani 1 1 d . . .
C25 C -0.00998(12) 0.42505(14) 0.2579(3) 0.0822(12) Uani 1 1 d . . .
H25A H -0.0401 0.4041 0.2526 0.123 Uiso 1 1 calc R . .
H25B H -0.0186 0.4469 0.2048 0.123 Uiso 1 1 calc R . .
H25C H -0.0008 0.4455 0.3128 0.123 Uiso 1 1 calc R . .
C26 C 0.10757(9) 0.45642(9) 0.28863(15) 0.0345(5) Uani 1 1 d . . .
C27 C 0.07936(13) 0.5000 0.2766(2) 0.0380(7) Uani 1 2 d S . .
H27A H 0.0426 0.5000 0.2609 0.057 Uiso 1 2 calc SR . .
C28 C 0.18331(13) 0.5000 0.3212(2) 0.0359(7) Uani 1 2 d S . .
N31 N 0.28128(8) 0.36965(8) 0.80227(15) 0.0419(5) Uani 1 1 d . . .
N32 N 0.25121(7) 0.40917(7) 0.81105(13) 0.0352(4) Uani 1 1 d . . .
N33 N 0.29319(7) 0.45574(7) 0.73661(12) 0.0317(4) Uani 1 1 d . . .
N34 N 0.33744(13) 0.5000 0.6638(2) 0.0482(8) Uani 1 2 d S . .
H34A H 0.3475 0.4715 0.6477 0.058 Uiso 0.50 1 calc PR . .
H34B H 0.3473 0.5285 0.6473 0.058 Uiso 0.50 1 calc PR . .
C31 C 0.29124(16) 0.28111(12) 0.8417(3) 0.0816(11) Uani 1 1 d . . .
H31A H 0.3238 0.2853 0.8305 0.122 Uiso 1 1 calc R . .
H31B H 0.2680 0.2585 0.7961 0.122 Uiso 1 1 calc R . .
H31C H 0.2989 0.2669 0.9022 0.122 Uiso 1 1 calc R . .
C32 C 0.26549(11) 0.33066(10) 0.8359(2) 0.0524(7) Uani 1 1 d . . .
C33 C 0.22437(12) 0.34394(11) 0.8643(2) 0.0531(7) Uani 1 1 d . . .
H33A H 0.2064 0.3223 0.8905 0.064 Uiso 1 1 calc R . .
C34 C 0.21519(10) 0.39344(10) 0.84744(18) 0.0414(6) Uani 1 1 d . . .
C35 C 0.17345(11) 0.42518(11) 0.8583(2) 0.0503(7) Uani 1 1 d . . .
H35A H 0.1474 0.4039 0.8694 0.075 Uiso 1 1 calc R . .
H35B H 0.1567 0.4447 0.8029 0.075 Uiso 1 1 calc R . .
H35C H 0.1887 0.4479 0.9096 0.075 Uiso 1 1 calc R . .
C36 C 0.26378(8) 0.45650(8) 0.78792(14) 0.0300(5) Uani 1 1 d . . .
C37 C 0.24870(12) 0.5000 0.8184(2) 0.0302(6) Uani 1 2 d S . .
H37A H 0.2294 0.5000 0.8574 0.045 Uiso 1 2 calc SR . .
C38 C 0.30717(13) 0.5000 0.7133(2) 0.0324(7) Uani 1 2 d S . .
S1 S 0.09903(3) 0.27318(3) 0.87668(6) 0.0548(2) Uani 1 1 d . . .
O11 O 0.09726(10) 0.32659(9) 0.87588(19) 0.0770(7) Uani 1 1 d . . .
O12 O 0.06576(10) 0.25175(10) 0.79344(18) 0.0776(7) Uani 1 1 d . . .
O13 O 0.15035(9) 0.25370(9) 0.91803(19) 0.0751(7) Uani 1 1 d . . .
C1 C 0.06680(14) 0.25777(18) 0.9541(3) 0.0795(11) Uani 1 1 d . . .
F11 F 0.06752(13) 0.20701(13) 0.9642(3) 0.1454(14) Uani 1 1 d . . .
F12 F 0.08997(10) 0.27488(15) 1.03486(16) 0.1158(10) Uani 1 1 d . . .
F13 F 0.01774(8) 0.27020(13) 0.92367(17) 0.1081(9) Uani 1 1 d . . .
S2 S 0.14840(3) 0.5000 0.57614(6) 0.0413(2) Uani 1 2 d S . .
O21 O 0.16526(8) 0.45467(8) 0.62727(14) 0.0544(5) Uani 1 1 d . . .
O22 O 0.15377(14) 0.5000 0.4902(2) 0.0726(9) Uani 1 2 d S . .
C2 C 0.07905(18) 0.5000 0.5505(4) 0.0758(15) Uani 1 2 d S . .
F21 F 0.05636(9) 0.46081(12) 0.5013(2) 0.1293(12) Uani 1 1 d . . .
F22 F 0.06740(15) 0.5000 0.6227(4) 0.1283(16) Uani 1 2 d S . .
S3 S 0.36712(4) 0.48843(5) 0.46768(7) 0.0470(6) Uani 0.50 1 d PG . .
O31 O 0.39555(9) 0.46045(9) 0.54629(11) 0.0739(13) Uani 0.50 1 d PG . .
O32 O 0.34085(8) 0.45946(8) 0.38922(11) 0.0549(10) Uani 0.50 1 d PG . .
O33 O 0.33795(8) 0.52904(7) 0.48255(17) 0.0563(10) Uani 0.50 1 d PG . .
C3 C 0.41760(8) 0.51901(10) 0.43970(17) 0.093(4) Uani 0.50 1 d PG . .
F31 F 0.39878(14) 0.54746(12) 0.3670(2) 0.135(2) Uani 0.50 1 d PG . .
F32 F 0.44700(10) 0.54833(12) 0.5054(2) 0.118(2) Uani 0.50 1 d PG . .
F33 F 0.44956(9) 0.48700(14) 0.4231(3) 0.150(4) Uani 0.50 1 d PG . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
N21 Cu1 N11 134.05(9) . . ?
N21 Cu1 N23 77.69(8) . . ?
N11 Cu1 N23 130.50(8) . . ?
N21 Cu1 N13 132.51(9) . . ?
N11 Cu1 N13 77.91(8) . . ?
N23 Cu1 N13 109.31(7) . . ?
N16 Cu2 N31 136.59(9) . . ?
N16 Cu2 N33 130.79(9) . . ?
N31 Cu2 N33 78.29(8) . . ?
N16 Cu2 N14 77.34(8) . . ?
N31 Cu2 N14 132.17(9) . . ?
N33 Cu2 N14 104.78(7) . . ?
C12 N11 N12 106.2(2) . . ?
C12 N11 Cu1 138.1(2) . . ?
N12 N11 Cu1 115.53(15) . . ?
C14 N12 N11 110.0(2) . . ?
C14 N12 C16 132.4(2) . . ?
N11 N12 C16 117.5(2) . . ?
C16 N13 C19 116.9(2) . . ?
C16 N13 Cu1 114.78(16) . . ?
C19 N13 Cu1 128.29(16) . . ?
C18 N14 C19 116.5(2) . . ?
C18 N14 Cu2 114.08(16) . . ?
C19 N14 Cu2 129.44(16) . . ?
N16 N15 C111 109.6(2) . . ?
N16 N15 C18 117.5(2) . . ?
C111 N15 C18 132.9(2) . . ?
C113 N16 N15 106.3(2) . . ?
C113 N16 Cu2 136.7(2) . . ?
N15 N16 Cu2 116.74(15) . . ?
C19 N17 H17A 120.0 . . ?
C19 N17 H17B 120.0 . . ?
H17A N17 H17B 120.0 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N11 C12 C13 110.0(3) . . ?
N11 C12 C11 120.7(3) . . ?
C13 C12 C11 129.3(3) . . ?
C14 C13 C12 108.0(3) . . ?
C14 C13 H13A 126.0 . . ?
C12 C13 H13A 126.0 . . ?
C13 C14 N12 105.8(3) . . ?
C13 C14 C15 129.4(3) . . ?
N12 C14 C15 124.7(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N13 C16 C17 122.9(2) . . ?
N13 C16 N12 114.2(2) . . ?
C17 C16 N12 122.9(2) . . ?
C16 C17 C18 115.9(2) . . ?
C16 C17 H17C 122.1 . . ?
C18 C17 H17C 122.1 . . ?
N14 C18 C17 123.3(2) . . ?
N14 C18 N15 114.0(2) . . ?
C17 C18 N15 122.7(2) . . ?
N17 C19 N13 117.9(2) . . ?
N17 C19 N14 117.6(2) . . ?
N13 C19 N14 124.5(2) . . ?
C111 C110 H11D 109.5 . . ?
C111 C110 H11E 109.5 . . ?
H11D C110 H11E 109.5 . . ?
C111 C110 H11F 109.5 . . ?
H11D C110 H11F 109.5 . . ?
H11E C110 H11F 109.5 . . ?
C112 C111 N15 106.1(3) . . ?
C112 C111 C110 128.1(3) . . ?
N15 C111 C110 125.7(3) . . ?
C111 C112 C113 107.5(3) . . ?
C111 C112 H11G 126.3 . . ?
C113 C112 H11G 126.3 . . ?
N16 C113 C112 110.5(3) . . ?
N16 C113 C114 120.5(3) . . ?
C112 C113 C114 129.0(3) . . ?
C113 C114 H11H 109.5 . . ?
C113 C114 H11I 109.5 . . ?
H11H C114 H11I 109.5 . . ?
C113 C114 H11J 109.5 . . ?
H11H C114 H11J 109.5 . . ?
H11I C114 H11J 109.5 . . ?
C22 N21 N22 105.6(2) . . ?
C22 N21 Cu1 138.5(2) . . ?
N22 N21 Cu1 115.94(16) . . ?
C24 N22 N21 110.5(2) . . ?
C24 N22 C26 132.4(2) . . ?
N21 N22 C26 117.11(19) . . ?
C26 N23 C28 116.3(2) . . ?
C26 N23 Cu1 115.56(16) . . ?
C28 N23 Cu1 127.83(17) . . ?
C28 N24 H24A 120.0 . . ?
C28 N24 H24B 120.0 . . ?
H24A N24 H24B 120.0 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N21 C22 C23 110.7(3) . . ?
N21 C22 C21 120.2(3) . . ?
C23 C22 C21 129.1(3) . . ?
C24 C23 C22 107.7(3) . . ?
C24 C23 H23A 126.2 . . ?
C22 C23 H23A 126.2 . . ?
C23 C24 N22 105.6(3) . . ?
C23 C24 C25 128.4(3) . . ?
N22 C24 C25 126.0(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N23 C26 C27 123.1(2) . . ?
N23 C26 N22 113.3(2) . . ?
C27 C26 N22 123.5(2) . . ?
C26 C27 C26 116.0(3) 6_565 . ?
C26 C27 H27A 122.0 6_565 . ?
C26 C27 H27A 122.0 . . ?
N24 C28 N23 117.41(15) . . ?
N24 C28 N23 117.41(15) . 6_565 ?
N23 C28 N23 125.2(3) . 6_565 ?
C32 N31 N32 105.6(2) . . ?
C32 N31 Cu2 138.8(2) . . ?
N32 N31 Cu2 114.33(15) . . ?
N31 N32 C34 110.8(2) . . ?
N31 N32 C36 116.99(18) . . ?
C34 N32 C36 132.0(2) . . ?
C38 N33 C36 116.8(2) . . ?
C38 N33 Cu2 127.96(17) . . ?
C36 N33 Cu2 113.87(15) . . ?
C38 N34 H34A 120.0 . . ?
C38 N34 H34B 120.0 . . ?
H34A N34 H34B 120.0 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N31 C32 C33 110.6(2) . . ?
N31 C32 C31 120.8(3) . . ?
C33 C32 C31 128.7(3) . . ?
C34 C33 C32 107.3(2) . . ?
C34 C33 H33A 126.4 . . ?
C32 C33 H33A 126.4 . . ?
C33 C34 N32 105.6(2) . . ?
C33 C34 C35 129.1(2) . . ?
N32 C34 C35 125.1(2) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N33 C36 C37 123.3(2) . . ?
N33 C36 N32 114.0(2) . . ?
C37 C36 N32 122.6(2) . . ?
C36 C37 C36 115.0(3) . 6_565 ?
C36 C37 H37A 122.5 . . ?
C36 C37 H37A 122.5 6_565 . ?
N34 C38 N33 117.71(14) . . ?
N34 C38 N33 117.71(14) . 6_565 ?
N33 C38 N33 124.6(3) . 6_565 ?
O13 S1 O12 118.45(16) . . ?
O13 S1 O11 113.27(15) . . ?
O12 S1 O11 112.68(17) . . ?
O13 S1 C1 104.72(17) . . ?
O12 S1 C1 103.14(18) . . ?
O11 S1 C1 102.20(19) . . ?
F12 C1 F13 110.5(4) . . ?
F12 C1 F11 104.8(4) . . ?
F13 C1 F11 105.5(3) . . ?
F12 C1 S1 113.9(3) . . ?
F13 C1 S1 113.0(3) . . ?
F11 C1 S1 108.5(3) . . ?
O22 S2 O21 114.51(10) . 6_565 ?
O22 S2 O21 114.51(10) . . ?
O21 S2 O21 114.92(17) 6_565 . ?
O22 S2 C2 104.7(3) . . ?
O21 S2 C2 103.06(14) 6_565 . ?
O21 S2 C2 103.06(14) . . ?
F22 C2 F21 107.8(3) . . ?
F22 C2 F21 107.8(3) . 6_565 ?
F21 C2 F21 105.1(5) . 6_565 ?
F22 C2 S2 112.5(4) . . ?
F21 C2 S2 111.6(3) . . ?
F21 C2 S2 111.6(3) 6_565 . ?
O31 S3 O32 115.1 . . ?
O31 S3 O33 115.0 . . ?
O32 S3 O33 115.0 . . ?
O31 S3 C3 103.1 . . ?
O32 S3 C3 103.1 . . ?
O33 S3 C3 103.1 . . ?
F31 C3 F32 106.3 . . ?
F31 C3 F33 106.2 . . ?
F32 C3 F33 106.3 . . ?
F31 C3 S3 112.5 . . ?
F32 C3 S3 112.5 . . ?
F33 C3 S3 112.5 . . ?
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 N21 1.986(2) . ?
Cu1 N11 1.991(2) . ?
Cu1 N23 2.102(2) . ?
Cu1 N13 2.119(2) . ?
Cu2 N16 1.970(2) . ?
Cu2 N31 1.996(2) . ?
Cu2 N33 2.1138(19) . ?
Cu2 N14 2.150(2) . ?
N11 C12 1.318(3) . ?
N11 N12 1.381(3) . ?
N12 C14 1.379(3) . ?
N12 C16 1.400(3) . ?
N13 C16 1.335(3) . ?
N13 C19 1.343(3) . ?
N14 C18 1.332(3) . ?
N14 C19 1.351(3) . ?
N15 N16 1.371(3) . ?
N15 C111 1.379(3) . ?
N15 C18 1.402(3) . ?
N16 C113 1.317(3) . ?
N17 C19 1.330(3) . ?
N17 H17A 0.8800 . ?
N17 H17B 0.8800 . ?
C11 C12 1.485(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.391(5) . ?
C13 C14 1.354(5) . ?
C13 H13A 0.9500 . ?
C14 C15 1.492(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.378(4) . ?
C17 C18 1.379(4) . ?
C17 H17C 0.9500 . ?
C110 C111 1.478(5) . ?
C110 H11D 0.9800 . ?
C110 H11E 0.9800 . ?
C110 H11F 0.9800 . ?
C111 C112 1.356(5) . ?
C112 C113 1.376(5) . ?
C112 H11G 0.9500 . ?
C113 C114 1.487(5) . ?
C114 H11H 0.9800 . ?
C114 H11I 0.9800 . ?
C114 H11J 0.9800 . ?
N21 C22 1.314(4) . ?
N21 N22 1.381(3) . ?
N22 C24 1.379(3) . ?
N22 C26 1.401(3) . ?
N23 C26 1.340(3) . ?
N23 C28 1.342(2) . ?
N24 C28 1.335(4) . ?
N24 H24A 0.8800 . ?
N24 H24B 0.8800 . ?
C21 C22 1.497(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.391(5) . ?
C23 C24 1.353(5) . ?
C23 H23A 0.9500 . ?
C24 C25 1.487(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.375(3) . ?
C27 C26 1.375(3) 6_565 ?
C27 H27A 0.9500 . ?
C28 N23 1.342(2) 6_565 ?
N31 C32 1.314(3) . ?
N31 N32 1.380(3) . ?
N32 C34 1.380(3) . ?
N32 C36 1.396(3) . ?
N33 C38 1.337(2) . ?
N33 C36 1.339(3) . ?
N34 C38 1.334(4) . ?
N34 H34A 0.8800 . ?
N34 H34B 0.8800 . ?
C31 C32 1.490(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.407(4) . ?
C33 C34 1.357(4) . ?
C33 H33A 0.9500 . ?
C34 C35 1.487(4) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.380(3) . ?
C37 C36 1.380(3) 6_565 ?
C37 H37A 0.9500 . ?
C38 N33 1.337(2) 6_565 ?
S1 O13 1.423(2) . ?
S1 O12 1.425(3) . ?
S1 O11 1.429(2) . ?
S1 C1 1.802(4) . ?
C1 F12 1.289(5) . ?
C1 F13 1.302(4) . ?
C1 F11 1.367(5) . ?
S2 O22 1.420(3) . ?
S2 O21 1.439(2) 6_565 ?
S2 O21 1.439(2) . ?
S2 C2 1.801(5) . ?
C2 F22 1.295(7) . ?
C2 F21 1.321(4) . ?
C2 F21 1.321(4) 6_565 ?
S3 O31 1.4201 . ?
S3 O32 1.4201 . ?
S3 O33 1.4201 . ?
S3 C3 1.8001 . ?
C3 F31 1.3200 . ?
C3 F32 1.3200 . ?
C3 F33 1.3200 . ?
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
N21 Cu1 N11 C12 37.9(3) . . . . ?
N23 Cu1 N11 C12 -78.0(3) . . . . ?
N13 Cu1 N11 C12 176.8(3) . . . . ?
N21 Cu1 N11 N12 -136.81(17) . . . . ?
N23 Cu1 N11 N12 107.33(18) . . . . ?
N13 Cu1 N11 N12 2.16(17) . . . . ?
C12 N11 N12 C14 -0.5(3) . . . . ?
Cu1 N11 N12 C14 175.8(2) . . . . ?
C12 N11 N12 C16 -177.9(2) . . . . ?
Cu1 N11 N12 C16 -1.6(3) . . . . ?
N21 Cu1 N13 C16 137.61(18) . . . . ?
N11 Cu1 N13 C16 -2.59(18) . . . . ?
N23 Cu1 N13 C16 -131.55(18) . . . . ?
N21 Cu1 N13 C19 -40.9(3) . . . . ?
N11 Cu1 N13 C19 178.9(2) . . . . ?
N23 Cu1 N13 C19 49.9(2) . . . . ?
N16 Cu2 N14 C18 3.67(18) . . . . ?
N31 Cu2 N14 C18 -139.57(17) . . . . ?
N33 Cu2 N14 C18 132.95(18) . . . . ?
N16 Cu2 N14 C19 -174.6(2) . . . . ?
N31 Cu2 N14 C19 42.1(3) . . . . ?
N33 Cu2 N14 C19 -45.3(2) . . . . ?
C111 N15 N16 C113 1.1(3) . . . . ?
C18 N15 N16 C113 -178.7(2) . . . . ?
C111 N15 N16 Cu2 -174.1(2) . . . . ?
C18 N15 N16 Cu2 6.1(3) . . . . ?
N31 Cu2 N16 C113 -38.5(4) . . . . ?
N33 Cu2 N16 C113 83.0(3) . . . . ?
N14 Cu2 N16 C113 -178.3(3) . . . . ?
N31 Cu2 N16 N15 134.69(17) . . . . ?
N33 Cu2 N16 N15 -103.83(19) . . . . ?
N14 Cu2 N16 N15 -5.11(18) . . . . ?
N12 N11 C12 C13 0.6(3) . . . . ?
Cu1 N11 C12 C13 -174.3(2) . . . . ?
N12 N11 C12 C11 -179.4(3) . . . . ?
Cu1 N11 C12 C11 5.6(5) . . . . ?
N11 C12 C13 C14 -0.6(4) . . . . ?
C11 C12 C13 C14 179.5(3) . . . . ?
C12 C13 C14 N12 0.3(4) . . . . ?
C12 C13 C14 C15 -178.8(4) . . . . ?
N11 N12 C14 C13 0.1(4) . . . . ?
C16 N12 C14 C13 177.0(3) . . . . ?
N11 N12 C14 C15 179.2(4) . . . . ?
C16 N12 C14 C15 -3.9(6) . . . . ?
C19 N13 C16 C17 0.7(4) . . . . ?
Cu1 N13 C16 C17 -178.0(2) . . . . ?
C19 N13 C16 N12 -178.8(2) . . . . ?
Cu1 N13 C16 N12 2.5(3) . . . . ?
C14 N12 C16 N13 -177.4(3) . . . . ?
N11 N12 C16 N13 -0.7(3) . . . . ?
C14 N12 C16 C17 3.1(5) . . . . ?
N11 N12 C16 C17 179.8(2) . . . . ?
N13 C16 C17 C18 0.2(4) . . . . ?
N12 C16 C17 C18 179.6(2) . . . . ?
C19 N14 C18 C17 -2.1(4) . . . . ?
Cu2 N14 C18 C17 179.3(2) . . . . ?
C19 N14 C18 N15 176.9(2) . . . . ?
Cu2 N14 C18 N15 -1.6(3) . . . . ?
C16 C17 C18 N14 0.6(4) . . . . ?
C16 C17 C18 N15 -178.4(2) . . . . ?
N16 N15 C18 N14 -2.7(3) . . . . ?
C111 N15 C18 N14 177.5(3) . . . . ?
N16 N15 C18 C17 176.4(2) . . . . ?
C111 N15 C18 C17 -3.4(5) . . . . ?
C16 N13 C19 N17 178.3(2) . . . . ?
Cu1 N13 C19 N17 -3.1(4) . . . . ?
C16 N13 C19 N14 -2.5(4) . . . . ?
Cu1 N13 C19 N14 176.01(19) . . . . ?
C18 N14 C19 N17 -177.7(2) . . . . ?
Cu2 N14 C19 N17 0.6(4) . . . . ?
C18 N14 C19 N13 3.2(4) . . . . ?
Cu2 N14 C19 N13 -178.55(19) . . . . ?
N16 N15 C111 C112 -1.0(4) . . . . ?
C18 N15 C111 C112 178.7(3) . . . . ?
N16 N15 C111 C110 175.3(5) . . . . ?
C18 N15 C111 C110 -5.0(7) . . . . ?
N15 C111 C112 C113 0.6(4) . . . . ?
C110 C111 C112 C113 -175.6(5) . . . . ?
N15 N16 C113 C112 -0.7(4) . . . . ?
Cu2 N16 C113 C112 173.0(2) . . . . ?
N15 N16 C113 C114 179.3(3) . . . . ?
Cu2 N16 C113 C114 -7.1(5) . . . . ?
C111 C112 C113 N16 0.1(4) . . . . ?
C111 C112 C113 C114 -179.9(4) . . . . ?
N11 Cu1 N21 C22 46.5(4) . . . . ?
N23 Cu1 N21 C22 -177.9(4) . . . . ?
N13 Cu1 N21 C22 -72.9(4) . . . . ?
N11 Cu1 N21 N22 -135.97(17) . . . . ?
N23 Cu1 N21 N22 -0.43(17) . . . . ?
N13 Cu1 N21 N22 104.59(19) . . . . ?
C22 N21 N22 C24 1.1(3) . . . . ?
Cu1 N21 N22 C24 -177.2(2) . . . . ?
C22 N21 N22 C26 -177.7(2) . . . . ?
Cu1 N21 N22 C26 4.0(3) . . . . ?
N21 Cu1 N23 C26 -3.25(17) . . . . ?
N11 Cu1 N23 C26 135.31(16) . . . . ?
N13 Cu1 N23 C26 -134.28(16) . . . . ?
N21 Cu1 N23 C28 -176.7(3) . . . . ?
N11 Cu1 N23 C28 -38.1(3) . . . . ?
N13 Cu1 N23 C28 52.3(3) . . . . ?
N22 N21 C22 C23 -1.4(4) . . . . ?
Cu1 N21 C22 C23 176.3(3) . . . . ?
N22 N21 C22 C21 179.5(3) . . . . ?
Cu1 N21 C22 C21 -2.8(6) . . . . ?
N21 C22 C23 C24 1.2(5) . . . . ?
C21 C22 C23 C24 -179.8(4) . . . . ?
C22 C23 C24 N22 -0.5(4) . . . . ?
C22 C23 C24 C25 -179.4(4) . . . . ?
N21 N22 C24 C23 -0.4(4) . . . . ?
C26 N22 C24 C23 178.2(3) . . . . ?
N21 N22 C24 C25 178.5(3) . . . . ?
C26 N22 C24 C25 -2.8(6) . . . . ?
C28 N23 C26 C27 1.7(4) . . . . ?
Cu1 N23 C26 C27 -172.5(2) . . . . ?
C28 N23 C26 N22 -179.6(2) . . . . ?
Cu1 N23 C26 N22 6.1(3) . . . . ?
C24 N22 C26 N23 174.8(3) . . . . ?
N21 N22 C26 N23 -6.6(3) . . . . ?
C24 N22 C26 C27 -6.5(4) . . . . ?
N21 N22 C26 C27 172.0(3) . . . . ?
N23 C26 C27 C26 -0.8(5) . . . 6_565 ?
N22 C26 C27 C26 -179.36(17) . . . 6_565 ?
C26 N23 C28 N24 178.4(3) . . . . ?
Cu1 N23 C28 N24 -8.2(4) . . . . ?
C26 N23 C28 N23 -2.7(5) . . . 6_565 ?
Cu1 N23 C28 N23 170.67(18) . . . 6_565 ?
N16 Cu2 N31 C32 -48.9(4) . . . . ?
N33 Cu2 N31 C32 172.3(3) . . . . ?
N14 Cu2 N31 C32 72.9(3) . . . . ?
N16 Cu2 N31 N32 146.04(16) . . . . ?
N33 Cu2 N31 N32 7.29(16) . . . . ?
N14 Cu2 N31 N32 -92.14(18) . . . . ?
C32 N31 N32 C34 -2.4(3) . . . . ?
Cu2 N31 N32 C34 167.47(17) . . . . ?
C32 N31 N32 C36 174.1(2) . . . . ?
Cu2 N31 N32 C36 -16.1(3) . . . . ?
N16 Cu2 N33 C38 25.3(3) . . . . ?
N31 Cu2 N33 C38 168.5(2) . . . . ?
N14 Cu2 N33 C38 -60.6(2) . . . . ?
N16 Cu2 N33 C36 -141.02(15) . . . . ?
N31 Cu2 N33 C36 2.20(15) . . . . ?
N14 Cu2 N33 C36 133.08(15) . . . . ?
N32 N31 C32 C33 1.6(3) . . . . ?
Cu2 N31 C32 C33 -164.2(2) . . . . ?
N32 N31 C32 C31 -177.2(3) . . . . ?
Cu2 N31 C32 C31 17.0(5) . . . . ?
N31 C32 C33 C34 -0.4(4) . . . . ?
C31 C32 C33 C34 178.3(3) . . . . ?
C32 C33 C34 N32 -1.1(3) . . . . ?
C32 C33 C34 C35 174.9(3) . . . . ?
N31 N32 C34 C33 2.1(3) . . . . ?
C36 N32 C34 C33 -173.6(2) . . . . ?
N31 N32 C34 C35 -174.1(3) . . . . ?
C36 N32 C34 C35 10.2(4) . . . . ?
C38 N33 C36 C37 -1.4(3) . . . . ?
Cu2 N33 C36 C37 166.5(2) . . . . ?
C38 N33 C36 N32 -179.1(2) . . . . ?
Cu2 N33 C36 N32 -11.1(2) . . . . ?
N31 N32 C36 N33 18.0(3) . . . . ?
C34 N32 C36 N33 -166.5(2) . . . . ?
N31 N32 C36 C37 -159.6(2) . . . . ?
C34 N32 C36 C37 15.8(4) . . . . ?
N33 C36 C37 C36 3.4(4) . . . 6_565 ?
N32 C36 C37 C36 -179.09(15) . . . 6_565 ?
C36 N33 C38 N34 178.6(3) . . . . ?
Cu2 N33 C38 N34 12.6(4) . . . . ?
C36 N33 C38 N33 -1.0(4) . . . 6_565 ?
Cu2 N33 C38 N33 -166.93(17) . . . 6_565 ?
O13 S1 C1 F12 57.0(4) . . . . ?
O12 S1 C1 F12 -178.4(3) . . . . ?
O11 S1 C1 F12 -61.3(4) . . . . ?
O13 S1 C1 F13 -175.8(3) . . . . ?
O12 S1 C1 F13 -51.3(4) . . . . ?
O11 S1 C1 F13 65.8(4) . . . . ?
O13 S1 C1 F11 -59.3(3) . . . . ?
O12 S1 C1 F11 65.3(3) . . . . ?
O11 S1 C1 F11 -177.6(3) . . . . ?
O22 S2 C2 F22 180.000(1) . . . . ?
O21 S2 C2 F22 -59.93(10) 6_565 . . . ?
O21 S2 C2 F22 59.93(10) . . . . ?
O22 S2 C2 F21 58.7(4) . . . . ?
O21 S2 C2 F21 178.7(4) 6_565 . . . ?
O21 S2 C2 F21 -61.4(4) . . . . ?
O22 S2 C2 F21 -58.7(4) . . . 6_565 ?
O21 S2 C2 F21 61.4(4) 6_565 . . 6_565 ?
O21 S2 C2 F21 -178.7(4) . . . 6_565 ?
O31 S3 C3 F31 180.0 . . . . ?
O32 S3 C3 F31 60.0 . . . . ?
O33 S3 C3 F31 -60.0 . . . . ?
O31 S3 C3 F32 -60.0 . . . . ?
O32 S3 C3 F32 180.0 . . . . ?
O33 S3 C3 F32 60.0 . . . . ?
O31 S3 C3 F33 60.0 . . . . ?
O32 S3 C3 F33 -60.0 . . . . ?
O33 S3 C3 F33 180.0 . . . . ?
