#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/45/2014544.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2014544
loop_
_publ_author_name
'Herres, Sonja'
'Flörke, Ulrich'
'Henkel, Gerald'
_publ_section_title
;
 The first di-μ-hydroxo-bridged binuclear copper complex containing a
 bis-guanidine ligand
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m659
_journal_page_last               m660
_journal_paper_doi               10.1107/S0108270104023832
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Cu2 (O H)2 (C25 H46 N6)2] (P F6)2'
_chemical_formula_moiety         'C50 H94 Cu2 N12 O2 2+, 2F6 P -'
_chemical_formula_sum            'C50 H94 Cu2 F12 N12 O2 P2'
_chemical_formula_weight         1312.39
_chemical_name_systematic
;
di-μ-hydroxo-bis{[N,N'-bis(di-1-piperidylmethylene)propane-1,3-diamine-
κ²N,N']copper(II)} bis(hexafluorophosphate)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.156(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.3581(9)
_cell_length_b                   16.7472(13)
_cell_length_c                   14.7430(11)
_cell_measurement_reflns_used    8806
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      2.42
_cell_volume                     3046.6(4)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2002)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35133
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_time  540
_diffrn_standards_number         8814
_exptl_absorpt_coefficient_mu    0.836
_exptl_absorpt_correction_T_max  0.810
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1380
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.848
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         7264
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0709P)²+4.1986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1614
_reflns_number_gt                4803
_reflns_number_total             7264
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1771.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2014544
_cod_database_fobs_code          2014544
loop_
_symmetry_equiv_pos_as_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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0.53416(3) 0.54633(2) 0.41625(2) 0.03176(14) Uani d . 1 . . Cu
P1 0.83493(16) 0.38477(9) 0.70159(11) 0.0877(6) Uani d D 1 . . P
O1 0.4677(2) 0.44706(15) 0.45377(15) 0.0361(6) Uani d D 1 . . O
N1 0.7136(2) 0.67510(17) 0.51160(17) 0.0319(6) Uani d . 1 . . N
N2 0.6176(2) 0.78515(17) 0.45698(18) 0.0333(6) Uani d . 1 . . N
N3 0.5816(2) 0.65741(17) 0.39426(17) 0.0313(6) Uani d . 1 . . N
N4 0.5330(2) 0.51195(17) 0.28853(17) 0.0335(6) Uani d . 1 . . N
N5 0.4762(2) 0.40347(16) 0.19772(17) 0.0304(6) Uani d . 1 . . N
N6 0.6168(3) 0.38962(18) 0.3085(2) 0.0412(7) Uani d . 1 . . N
F16 0.7644(3) 0.3787(3) 0.7871(2) 0.1211(16) Uani d D 1 . . F
F15 0.9257(3) 0.3359(3) 0.7555(4) 0.1394(18) Uani d D 1 . . F
F14 0.7404(4) 0.4324(3) 0.6507(2) 0.140(2) Uani d D 1 . . F
F13 0.7797(5) 0.3030(3) 0.6684(4) 0.1536(19) Uani d D 1 . . F
F12 0.8819(6) 0.4640(3) 0.7403(4) 0.190(3) Uani d D 1 . . F
F11 0.8954(4) 0.3845(4) 0.6141(4) 0.184(3) Uani d D 1 . . F
C1 0.7765(3) 0.6045(2) 0.4905(2) 0.0403(8) Uani d . 1 . . C
H1A 0.7713 0.5948 0.4242 0.048 Uiso calc R 1 . . H
H1B 0.7470 0.5572 0.5210 0.048 Uiso calc R 1 . . H
C2 0.8946(3) 0.6169(3) 0.5226(3) 0.0509(10) Uani d . 1 . . C
H2A 0.9359 0.5673 0.5126 0.061 Uiso calc R 1 . . H
H2B 0.9262 0.6600 0.4865 0.061 Uiso calc R 1 . . H
C3 0.9043(4) 0.6387(3) 0.6227(3) 0.0587(12) Uani d . 1 . . C
H3A 0.8809 0.5928 0.6591 0.070 Uiso calc R 1 . . H
H3B 0.9812 0.6501 0.6407 0.070 Uiso calc R 1 . . H
C4 0.8366(3) 0.7103(3) 0.6427(3) 0.0468(10) Uani d . 1 . . C
H4A 0.8665 0.7581 0.6136 0.056 Uiso calc R 1 . . H
H4B 0.8389 0.7197 0.7091 0.056 Uiso calc R 1 . . H
C5 0.7208(3) 0.6978(2) 0.6078(2) 0.0391(8) Uani d . 1 . . C
H5A 0.6876 0.6554 0.6439 0.047 Uiso calc R 1 . . H
H5B 0.6793 0.7476 0.6158 0.047 Uiso calc R 1 . . H
C6 0.7055(3) 0.8417(2) 0.4797(2) 0.0384(8) Uani d . 1 . . C
H6A 0.7761 0.8140 0.4784 0.046 Uiso calc R 1 . . H
H6B 0.6980 0.8627 0.5419 0.046 Uiso calc R 1 . . H
C7 0.7017(3) 0.9107(2) 0.4119(3) 0.0436(9) Uani d . 1 . . C
H7A 0.7592 0.9498 0.4295 0.052 Uiso calc R 1 . . H
H7B 0.7155 0.8902 0.3507 0.052 Uiso calc R 1 . . H
C8 0.5916(4) 0.9518(3) 0.4096(3) 0.0571(11) Uani d . 1 . . C
H8A 0.5811 0.9772 0.4691 0.069 Uiso calc R 1 . . H
H8B 0.5891 0.9943 0.3627 0.069 Uiso calc R 1 . . H
C9 0.5009(3) 0.8921(3) 0.3883(3) 0.0535(11) Uani d . 1 . . C
H9A 0.5048 0.8730 0.3250 0.064 Uiso calc R 1 . . H
H9B 0.4300 0.9187 0.3937 0.064 Uiso calc R 1 . . H
C10 0.5096(3) 0.8210(3) 0.4532(3) 0.0467(10) Uani d . 1 . . C
H10A 0.4925 0.8388 0.5148 0.056 Uiso calc R 1 . . H
H10B 0.4555 0.7802 0.4331 0.056 Uiso calc R 1 . . H
C11 0.6339(3) 0.7047(2) 0.4536(2) 0.0297(7) Uani d . 1 . . C
C12 0.5350(3) 0.6946(2) 0.3103(2) 0.0358(8) Uani d . 1 . . C
H12A 0.5648 0.7492 0.3046 0.043 Uiso calc R 1 . . H
H12B 0.4555 0.6991 0.3137 0.043 Uiso calc R 1 . . H
C13 0.5606(3) 0.6461(2) 0.2275(2) 0.0363(8) Uani d . 1 . . C
H13A 0.6389 0.6333 0.2309 0.044 Uiso calc R 1 . . H
H13B 0.5453 0.6791 0.1725 0.044 Uiso calc R 1 . . H
C14 0.4969(3) 0.5691(2) 0.2176(2) 0.0351(8) Uani d . 1 . . C
H14A 0.4188 0.5803 0.2222 0.042 Uiso calc R 1 . . H
H14B 0.5071 0.5456 0.1570 0.042 Uiso calc R 1 . . H
C15 0.5396(3) 0.4368(2) 0.2663(2) 0.0340(8) Uani d . 1 A . C
C16 0.3604(3) 0.4228(2) 0.1861(2) 0.0342(7) Uani d . 1 . . C
H16A 0.3434 0.4667 0.2279 0.041 Uiso calc R 1 . . H
H16B 0.3172 0.3756 0.2022 0.041 Uiso calc R 1 . . H
C17 0.3289(3) 0.4475(2) 0.0896(2) 0.0350(7) Uani d . 1 . . C
H17A 0.3652 0.4983 0.0754 0.042 Uiso calc R 1 . . H
H17B 0.2496 0.4560 0.0827 0.042 Uiso calc R 1 . . H
C18 0.3622(3) 0.3829(2) 0.0245(2) 0.0383(8) Uani d . 1 . . C
H18A 0.3469 0.4011 -0.0388 0.046 Uiso calc R 1 . . H
H18B 0.3189 0.3341 0.0339 0.046 Uiso calc R 1 . . H
C19 0.4823(3) 0.3635(2) 0.0392(2) 0.0388(8) Uani d . 1 . . C
H19A 0.5009 0.3190 -0.0013 0.047 Uiso calc R 1 . . H
H19B 0.5257 0.4106 0.0231 0.047 Uiso calc R 1 . . H
C20 0.5107(3) 0.3402(2) 0.1374(2) 0.0355(8) Uani d . 1 . . C
H20A 0.4740 0.2896 0.1517 0.043 Uiso calc R 1 . . H
H20B 0.5899 0.3320 0.1464 0.043 Uiso calc R 1 . . H
C23 0.7741(4) 0.2946(3) 0.4075(4) 0.0720(15) Uani d D 1 . . C
H23C 0.8035 0.2840 0.3476 0.086 Uiso calc PR 0.181(6) A 2 H
H23D 0.8178 0.2656 0.4552 0.086 Uiso calc PR 0.181(6) A 2 H
H23A 0.7505 0.2981 0.4705 0.086 Uiso d PR 0.819(6) A 1 H
H23B 0.8399 0.2609 0.4079 0.086 Uiso d PR 0.819(6) A 1 H
C211 0.6996(4) 0.4282(3) 0.3667(3) 0.0369(11) Uani d PD 0.819(6) A 1 C
H21A 0.6733 0.4355 0.4283 0.044 Uiso calc PR 0.819(6) A 1 H
H21B 0.7167 0.4814 0.3419 0.044 Uiso calc PR 0.819(6) A 1 H
C212 0.7481(15) 0.4170(10) 0.3300(10) 0.022(4) Uiso d PD 0.181(6) A 2 C
H21C 0.7967 0.3890 0.2893 0.027 Uiso calc PR 0.181(6) A 2 H
H21D 0.7576 0.4753 0.3235 0.027 Uiso calc PR 0.181(6) A 2 H
C221 0.7999(4) 0.3765(3) 0.3712(3) 0.0455(13) Uani d PD 0.819(6) A 1 C
H22A 0.8569 0.4019 0.4112 0.055 Uiso calc PR 0.819(6) A 1 H
H22B 0.8278 0.3714 0.3098 0.055 Uiso calc PR 0.819(6) A 1 H
C222 0.7685(17) 0.3903(8) 0.4290(11) 0.036(5) Uiso d PD 0.181(6) A 2 C
H22C 0.7079 0.4043 0.4672 0.044 Uiso calc PR 0.181(6) A 2 H
H22D 0.8375 0.4112 0.4568 0.044 Uiso calc PR 0.181(6) A 2 H
C241 0.6831(4) 0.2559(3) 0.3429(3) 0.0476(13) Uani d PD 0.819(6) A 1 C
H24A 0.7091 0.2500 0.2810 0.057 Uiso calc PR 0.819(6) A 1 H
H24B 0.6643 0.2023 0.3656 0.057 Uiso calc PR 0.819(6) A 1 H
C242 0.6549(10) 0.2730(11) 0.4084(10) 0.031(4) Uiso d PD 0.181(6) A 2 C
H24C 0.6141 0.3068 0.4497 0.037 Uiso calc PR 0.181(6) A 2 H
H24D 0.6421 0.2157 0.4202 0.037 Uiso calc PR 0.181(6) A 2 H
C251 0.5841(4) 0.3098(3) 0.3407(3) 0.0374(11) Uani d PD 0.819(6) A 1 C
H25A 0.5261 0.2874 0.2992 0.045 Uiso calc PR 0.819(6) A 1 H
H25B 0.5562 0.3140 0.4022 0.045 Uiso calc PR 0.819(6) A 1 H
C252 0.6367(17) 0.2961(11) 0.3078(10) 0.026(4) Uiso d PD 0.181(6) A 2 C
H25C 0.5729 0.2679 0.2797 0.031 Uiso calc PR 0.181(6) A 2 H
H25D 0.7010 0.2828 0.2736 0.031 Uiso calc PR 0.181(6) A 2 H
H1 0.525(3) 0.421(3) 0.454(5) 0.11(3) Uiso d D 1 . . H
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
O1 Cu1 O1 3_666 74.78(11) y
O1 Cu1 N4 3_666 166.25(11) y
O1 Cu1 N4 . 92.34(11) y
O1 Cu1 N3 3_666 97.40(10) y
O1 Cu1 N3 . 168.62(12) y
N4 Cu1 N3 . 96.02(11) y
Cu1 O1 Cu1 3_666 105.22(11) y
Cu1 O1 H1 3_666 95(5) ?
Cu1 O1 H1 . 94(5) ?
C11 N1 C1 . 122.5(3) ?
C11 N1 C5 . 121.1(3) ?
C1 N1 C5 . 114.3(3) ?
C11 N2 C10 . 122.7(3) ?
C11 N2 C6 . 122.5(3) ?
C10 N2 C6 . 114.0(3) ?
C11 N3 C12 . 117.1(3) ?
C11 N3 Cu1 . 126.3(2) ?
C12 N3 Cu1 . 115.4(2) ?
C15 N4 C14 . 118.1(3) ?
C15 N4 Cu1 . 121.7(2) ?
C14 N4 Cu1 . 118.5(2) ?
C15 N5 C20 . 124.9(3) ?
C15 N5 C16 . 120.9(3) ?
C20 N5 C16 . 113.8(3) ?
C15 N6 C211 . 117.8(3) ?
C15 N6 C251 . 118.2(3) ?
C211 N6 C251 . 114.1(3) ?
C15 N6 C252 . 132.4(7) ?
C211 N6 C252 . 109.9(7) ?
C15 N6 C212 . 124.5(6) ?
C251 N6 C212 . 117.3(6) ?
C252 N6 C212 . 97.0(10) ?
N1 C1 C2 . 109.7(3) ?
N1 C1 H1A . 109.7 ?
C2 C1 H1A . 109.7 ?
N1 C1 H1B . 109.7 ?
C2 C1 H1B . 109.7 ?
H1A C1 H1B . 108.2 ?
C3 C2 C1 . 111.0(4) ?
C3 C2 H2A . 109.4 ?
C1 C2 H2A . 109.4 ?
C3 C2 H2B . 109.4 ?
C1 C2 H2B . 109.4 ?
H2A C2 H2B . 108.0 ?
C4 C3 C2 . 111.6(3) ?
C4 C3 H3A . 109.3 ?
C2 C3 H3A . 109.3 ?
C4 C3 H3B . 109.3 ?
C2 C3 H3B . 109.3 ?
H3A C3 H3B . 108.0 ?
C3 C4 C5 . 110.5(3) ?
C3 C4 H4A . 109.5 ?
C5 C4 H4A . 109.5 ?
C3 C4 H4B . 109.5 ?
C5 C4 H4B . 109.5 ?
H4A C4 H4B . 108.1 ?
N1 C5 C4 . 111.8(3) ?
N1 C5 H5A . 109.2 ?
C4 C5 H5A . 109.2 ?
N1 C5 H5B . 109.2 ?
C4 C5 H5B . 109.2 ?
H5A C5 H5B . 107.9 ?
N2 C6 C7 . 110.1(3) ?
N2 C6 H6A . 109.6 ?
C7 C6 H6A . 109.6 ?
N2 C6 H6B . 109.6 ?
C7 C6 H6B . 109.6 ?
H6A C6 H6B . 108.2 ?
C8 C7 C6 . 110.6(4) ?
C8 C7 H7A . 109.5 ?
C6 C7 H7A . 109.5 ?
C8 C7 H7B . 109.5 ?
C6 C7 H7B . 109.5 ?
H7A C7 H7B . 108.1 ?
C9 C8 C7 . 110.7(3) ?
C9 C8 H8A . 109.5 ?
C7 C8 H8A . 109.5 ?
C9 C8 H8B . 109.5 ?
C7 C8 H8B . 109.5 ?
H8A C8 H8B . 108.1 ?
C8 C9 C10 . 111.0(4) ?
C8 C9 H9A . 109.4 ?
C10 C9 H9A . 109.4 ?
C8 C9 H9B . 109.4 ?
C10 C9 H9B . 109.4 ?
H9A C9 H9B . 108.0 ?
N2 C10 C9 . 112.1(3) ?
N2 C10 H10A . 109.2 ?
C9 C10 H10A . 109.2 ?
N2 C10 H10B . 109.2 ?
C9 C10 H10B . 109.2 ?
H10A C10 H10B . 107.9 ?
N3 C11 N1 . 120.6(3) ?
N3 C11 N2 . 123.3(3) ?
N1 C11 N2 . 116.1(3) ?
N3 C12 C13 . 111.2(3) ?
N3 C12 H12A . 109.4 ?
C13 C12 H12A . 109.4 ?
N3 C12 H12B . 109.4 ?
C13 C12 H12B . 109.4 ?
H12A C12 H12B . 108.0 ?
C12 C13 C14 . 113.9(3) ?
C12 C13 H13A . 108.8 ?
C14 C13 H13A . 108.8 ?
C12 C13 H13B . 108.8 ?
C14 C13 H13B . 108.8 ?
H13A C13 H13B . 107.7 ?
N4 C14 C13 . 110.5(3) ?
N4 C14 H14A . 109.5 ?
C13 C14 H14A . 109.5 ?
N4 C14 H14B . 109.5 ?
C13 C14 H14B . 109.5 ?
H14A C14 H14B . 108.1 ?
N4 C15 N6 . 119.8(3) ?
N4 C15 N5 . 122.7(3) ?
N6 C15 N5 . 117.4(3) ?
N5 C16 C17 . 111.7(3) ?
N5 C16 H16A . 109.3 ?
C17 C16 H16A . 109.3 ?
N5 C16 H16B . 109.3 ?
C17 C16 H16B . 109.3 ?
H16A C16 H16B . 107.9 ?
C16 C17 C18 . 109.6(3) ?
C16 C17 H17A . 109.8 ?
C18 C17 H17A . 109.8 ?
C16 C17 H17B . 109.8 ?
C18 C17 H17B . 109.8 ?
H17A C17 H17B . 108.2 ?
C17 C18 C19 . 110.9(3) ?
C17 C18 H18A . 109.5 ?
C19 C18 H18A . 109.5 ?
C17 C18 H18B . 109.5 ?
C19 C18 H18B . 109.5 ?
H18A C18 H18B . 108.0 ?
C20 C19 C18 . 111.2(3) ?
C20 C19 H19A . 109.4 ?
C18 C19 H19A . 109.4 ?
C20 C19 H19B . 109.4 ?
C18 C19 H19B . 109.4 ?
H19A C19 H19B . 108.0 ?
N5 C20 C19 . 109.5(3) ?
N5 C20 H20A . 109.8 ?
C19 C20 H20A . 109.8 ?
N5 C20 H20B . 109.8 ?
C19 C20 H20B . 109.8 ?
H20A C20 H20B . 108.2 ?
N6 C211 C221 . 108.8(4) ?
N6 C211 H21A . 109.9 ?
C221 C211 H21A . 109.9 ?
N6 C211 H21B . 109.9 ?
C221 C211 H21B . 109.9 ?
H21A C211 H21B . 108.3 ?
C211 C221 C23 . 110.3(4) ?
C211 C221 H22A . 109.6 ?
C23 C221 H22A . 109.6 ?
C211 C221 H22B . 109.6 ?
C23 C221 H22B . 109.6 ?
H22A C221 H22B . 108.1 ?
C221 C23 C242 . 116.3(7) ?
C221 C23 C241 . 108.5(4) ?
C242 C23 C222 . 100.4(11) ?
C241 C23 C222 . 119.0(7) ?
C221 C23 H23C . 75.6 ?
C242 C23 H23C . 111.7 ?
C241 C23 H23C . 70.8 ?
C222 C23 H23C . 111.7 ?
C221 C23 H23D . 125.3 ?
C242 C23 H23D . 111.7 ?
C241 C23 H23D . 124.9 ?
C222 C23 H23D . 111.7 ?
H23C C23 H23D . 109.5 ?
C221 C23 H23A . 110.9 ?
C242 C23 H23A . 70.8 ?
C241 C23 H23A . 110.8 ?
C222 C23 H23A . 75.1 ?
H23C C23 H23A . 171.6 ?
H23D C23 H23A . 62.6 ?
C221 C23 H23B . 109.2 ?
C242 C23 H23B . 131.5 ?
C241 C23 H23B . 109.2 ?
C222 C23 H23B . 126.9 ?
H23C C23 H23B . 63.9 ?
H23D C23 H23B . 45.6 ?
H23A C23 H23B . 108.3 ?
C251 C241 C23 . 108.5(4) ?
C251 C241 H24A . 110.0 ?
C23 C241 H24A . 110.0 ?
C251 C241 H24B . 110.0 ?
C23 C241 H24B . 110.0 ?
H24A C241 H24B . 108.4 ?
N6 C251 C241 . 108.0(4) ?
N6 C251 H25A . 110.1 ?
C241 C251 H25A . 110.1 ?
N6 C251 H25B . 110.1 ?
C241 C251 H25B . 110.1 ?
H25A C251 H25B . 108.4 ?
C222 C212 N6 . 101.8(12) ?
C222 C212 H21C . 111.4 ?
N6 C212 H21C . 111.4 ?
C222 C212 H21D . 111.4 ?
N6 C212 H21D . 111.4 ?
H21C C212 H21D . 109.3 ?
C212 C222 C23 . 96.2(10) ?
C212 C222 H22C . 112.5 ?
C23 C222 H22C . 112.5 ?
C212 C222 H22D . 112.5 ?
C23 C222 H22D . 112.5 ?
H22C C222 H22D . 110.0 ?
C23 C242 C252 . 91.4(11) ?
C252 C242 H23A . 125.6 ?
C23 C242 H24C . 113.4 ?
C252 C242 H24C . 113.4 ?
H23A C242 H24C . 82.9 ?
C23 C242 H24D . 113.4 ?
C252 C242 H24D . 113.4 ?
H23A C242 H24D . 106.8 ?
H24C C242 H24D . 110.7 ?
C242 C252 N6 . 104.8(12) ?
C242 C252 H25C . 110.8 ?
N6 C252 H25C . 110.8 ?
C242 C252 H25D . 110.8 ?
N6 C252 H25D . 110.8 ?
H25C C252 H25D . 108.9 ?
F11 P1 F12 . 97.1(4) ?
F11 P1 F15 . 93.3(3) ?
F12 P1 F15 . 91.0(3) ?
F11 P1 F14 . 89.0(3) ?
F12 P1 F14 . 89.7(3) ?
F15 P1 F14 . 177.5(3) ?
F11 P1 F16 . 174.1(4) ?
F12 P1 F16 . 88.5(4) ?
F15 P1 F16 . 88.4(2) ?
F14 P1 F16 . 89.2(2) ?
F11 P1 F13 . 87.6(3) ?
F12 P1 F13 . 175.2(4) ?
F15 P1 F13 . 89.4(3) ?
F14 P1 F13 . 89.7(3) ?
F16 P1 F13 . 86.8(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 3_666 1.921(2) y
Cu1 O1 . 1.948(2) y
Cu1 N4 . 1.968(3) y
Cu1 N3 . 1.982(3) y
O1 Cu1 3_666 1.921(2) ?
O1 H1 . 0.83(4) ?
N1 C11 . 1.362(4) y
N1 C1 . 1.458(5) ?
N1 C5 . 1.466(4) ?
N2 C11 . 1.364(4) y
N2 C10 . 1.462(5) ?
N2 C6 . 1.465(4) ?
N3 C11 . 1.322(4) y
N3 C12 . 1.474(4) ?
N4 C15 . 1.304(4) y
N4 C14 . 1.468(4) ?
N5 C15 . 1.364(4) y
N5 C20 . 1.462(4) ?
N5 C16 . 1.468(5) ?
N6 C15 . 1.363(4) y
N6 C211 . 1.450(5) ?
N6 C251 . 1.483(5) ?
N6 C252 . 1.586(18) ?
N6 C212 . 1.699(18) ?
C1 C2 . 1.523(5) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 C3 . 1.519(6) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.502(6) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.508(5) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.527(5) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.525(6) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 C9 . 1.521(6) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.528(6) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C12 C13 . 1.514(5) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.514(5) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 H14A . 0.9900 ?
C14 H14B . 0.9900 ?
C16 C17 . 1.512(5) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C18 . 1.518(5) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 C19 . 1.524(5) ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C19 C20 . 1.522(5) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C211 C221 . 1.510(6) ?
C211 H21A . 0.9900 ?
C211 H21B . 0.9900 ?
C221 C23 . 1.513(6) ?
C221 H22A . 0.9900 ?
C221 H22B . 0.9900 ?
C23 C242 . 1.517(12) ?
C23 C241 . 1.572(7) ?
C23 C222 . 1.636(13) ?
C23 H23C . 0.9900 ?
C23 H23D . 0.9900 ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9899 ?
C241 C251 . 1.519(6) ?
C241 H24A . 0.9900 ?
C241 H24B . 0.9900 ?
C251 H25A . 0.9900 ?
C251 H25B . 0.9900 ?
C212 C222 . 1.535(14) ?
C212 H21C . 0.9900 ?
C212 H21D . 0.9900 ?
C222 H22C . 0.9900 ?
C222 H22D . 0.9900 ?
C242 C252 . 1.537(14) ?
C242 H24C . 0.9900 ?
C242 H24D . 0.9900 ?
C252 H25C . 0.9900 ?
C252 H25D . 0.9900 ?
P1 F11 . 1.526(4) ?
P1 F12 . 1.544(5) ?
P1 F15 . 1.569(4) ?
P1 F14 . 1.570(4) ?
P1 F16 . 1.575(4) ?
P1 F13 . 1.595(5) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O1 Cu1 O1 Cu1 3_666 3_666 0.0
N4 Cu1 O1 Cu1 . 3_666 175.09(14)
N3 Cu1 O1 Cu1 . 3_666 -47.6(6)
O1 Cu1 N3 C11 3_666 . 22.5(3)
O1 Cu1 N3 C11 . . 68.4(7)
N4 Cu1 N3 C11 . . -154.5(3)
O1 Cu1 N3 C12 3_666 . -144.9(2)
O1 Cu1 N3 C12 . . -98.9(6)
N4 Cu1 N3 C12 . . 38.2(3)
O1 Cu1 N4 C15 3_666 . -9.1(7)
O1 Cu1 N4 C15 . . -29.4(3)
N3 Cu1 N4 C15 . . 158.3(3)
O1 Cu1 N4 C14 3_666 . 155.5(4)
O1 Cu1 N4 C14 . . 135.1(3)
N3 Cu1 N4 C14 . . -37.1(3)
C11 N1 C1 C2 . . 140.4(3)
C5 N1 C1 C2 . . -56.0(4)
N1 C1 C2 C3 . . 54.7(4)
C1 C2 C3 C4 . . -55.0(5)
C2 C3 C4 C5 . . 53.5(5)
C11 N1 C5 C4 . . -140.2(3)
C1 N1 C5 C4 . . 55.9(4)
C3 C4 C5 N1 . . -53.0(4)
C11 N2 C6 C7 . . 132.8(3)
C10 N2 C6 C7 . . -56.7(4)
N2 C6 C7 C8 . . 56.6(4)
C6 C7 C8 C9 . . -55.8(5)
C7 C8 C9 C10 . . 53.0(5)
C11 N2 C10 C9 . . -134.8(3)
C6 N2 C10 C9 . . 54.8(4)
C8 C9 C10 N2 . . -51.9(4)
C12 N3 C11 N1 . . -153.3(3)
Cu1 N3 C11 N1 . . 39.5(4)
C12 N3 C11 N2 . . 22.3(5)
Cu1 N3 C11 N2 . . -144.8(3)
C1 N1 C11 N3 . . 26.2(5)
C5 N1 C11 N3 . . -136.4(3)
C1 N1 C11 N2 . . -149.8(3)
C5 N1 C11 N2 . . 47.7(4)
C10 N2 C11 N3 . . 46.0(5)
C6 N2 C11 N3 . . -144.3(3)
C10 N2 C11 N1 . . -138.2(3)
C6 N2 C11 N1 . . 31.5(4)
C11 N3 C12 C13 . . 133.8(3)
Cu1 N3 C12 C13 . . -57.7(3)
N3 C12 C13 C14 . . 73.0(4)
C15 N4 C14 C13 . . -141.0(3)
Cu1 N4 C14 C13 . . 53.9(4)
C12 C13 C14 N4 . . -69.6(4)
C14 N4 C15 N6 . . 147.6(3)
Cu1 N4 C15 N6 . . -47.8(4)
C14 N4 C15 N5 . . -28.2(5)
Cu1 N4 C15 N5 . . 136.4(3)
C211 N6 C15 N4 . . -9.5(5)
C251 N6 C15 N4 . . 134.2(4)
C252 N6 C15 N4 . . 170.4(10)
C212 N6 C15 N4 . . -43.9(9)
C211 N6 C15 N5 . . 166.5(3)
C251 N6 C15 N5 . . -49.8(5)
C252 N6 C15 N5 . . -13.6(11)
C212 N6 C15 N5 . . 132.2(8)
C20 N5 C15 N4 . . 145.3(3)
C16 N5 C15 N4 . . -42.3(5)
C20 N5 C15 N6 . . -30.6(5)
C16 N5 C15 N6 . . 141.8(3)
C15 N5 C16 C17 . . 129.2(3)
C20 N5 C16 C17 . . -57.7(4)
N5 C16 C17 C18 . . 55.0(4)
C16 C17 C18 C19 . . -54.6(4)
C17 C18 C19 C20 . . 55.6(4)
C15 N5 C20 C19 . . -130.6(3)
C16 N5 C20 C19 . . 56.6(4)
C18 C19 C20 N5 . . -55.0(4)
C15 N6 C211 C221 . . -154.3(4)
C251 N6 C211 C221 . . 60.6(5)
C252 N6 C211 C221 . . 25.8(9)
C212 N6 C211 C221 . . -42.7(11)
N6 C211 C221 C23 . . -58.7(5)
C211 C221 C23 C242 . . 15.3(9)
C211 C221 C23 C241 . . 59.0(5)
C211 C221 C23 C222 . . -55.1(12)
C221 C23 C241 C251 . . -59.2(5)
C242 C23 C241 C251 . . 49.9(10)
C222 C23 C241 C251 . . -21.3(9)
C15 N6 C251 C241 . . 153.6(4)
C211 N6 C251 C241 . . -61.4(5)
C252 N6 C251 C241 . . 28.0(11)
C212 N6 C251 C241 . . -28.2(8)
C23 C241 C251 N6 . . 58.3(5)
C15 N6 C212 C222 . . 134.2(8)
C211 N6 C212 C222 . . 47.6(9)
C251 N6 C212 C222 . . -43.9(13)
C252 N6 C212 C222 . . -70.6(12)
N6 C212 C222 C23 . . 73.8(12)
C221 C23 C222 C212 . . 33.8(8)
C242 C23 C222 C212 . . -87.0(13)
C241 C23 C222 C212 . . -47.9(14)
C221 C23 C242 C252 . . 51.6(13)
C241 C23 C242 C252 . . -36.7(8)
C222 C23 C242 C252 . . 86.0(12)
C23 C242 C252 N6 . . -84.6(13)
C15 N6 C252 C242 . . -131.8(8)
C211 N6 C252 C242 . . 48.1(13)
C251 N6 C252 C242 . . -55.8(10)
C212 N6 C252 C242 . . 76.1(13)
