#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:02:12 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179359 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/56/4325653.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_4325653
loop_
_publ_author_name
'Galina V. Romanenko'
'Ksenia Yu. Maryunina'
'Artem S. Bogomyakov'
'Renad Z. Sagdeev'
'Victor I. Ovcharenko'
_publ_section_title
;
 Relationship between the Thermally Induced Reorientations of Aromatic
 Solvate Molecules in Cu(hfac)2- Nitroxide Breathing Crystals and the
 Character of the Magnetic Anomaly
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6597
_journal_page_last               6609
_journal_paper_doi               10.1021/ic200444e
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C28 H27 Cu F15 N4 O6'
_chemical_formula_weight         864.08
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.614(4)
_cell_angle_beta                 109.029(4)
_cell_angle_gamma                99.544(5)
_cell_formula_units_Z            2
_cell_length_a                   10.6489(7)
_cell_length_b                   13.1068(8)
_cell_length_c                   13.4746(8)
_cell_measurement_reflns_used    2709
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      21.46
_cell_measurement_theta_min      2.54
_cell_volume                     1710.9(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      105(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '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_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_sigmaI/netI    0.1546
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26687
_diffrn_reflns_theta_full        27.85
_diffrn_reflns_theta_max         27.85
_diffrn_reflns_theta_min         1.61
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.767
_exptl_absorpt_correction_T_max  0.4738
_exptl_absorpt_correction_T_min  0.3972
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            dark
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_description       bulk
_exptl_crystal_F_000             870
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.772
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         8033
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.772
_refine_ls_R_factor_all          0.1206
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0324P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.1001
_reflns_number_gt                3729
_reflns_number_total             8033
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200444e_si_002_58.cif
_cod_data_source_block           f3f3105
_cod_original_cell_volume        1710.88(18)
_cod_database_code               4325653
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cu1 Cu 0.5000 0.5000 0.5000 0.02526(17) Uani 1 2 d S
O1 O 0.3526(2) 0.36830(18) 0.46661(18) 0.0369(6) Uani 1 1 d .
C1 C 0.1759(4) 0.2435(3) 0.4755(3) 0.0431(10) Uani 1 1 d .
F1 F 0.2528(3) 0.1861(2) 0.5238(3) 0.1166(13) Uani 1 1 d .
F2 F 0.1287(3) 0.2018(2) 0.3728(2) 0.1161(13) Uani 1 1 d .
F3 F 0.0701(2) 0.23096(16) 0.5057(2) 0.0628(7) Uani 1 1 d .
C2 C 0.2541(3) 0.3584(3) 0.4988(3) 0.0320(9) Uani 1 1 d .
C3 C 0.2112(4) 0.4364(3) 0.5523(3) 0.0367(9) Uani 1 1 d .
H3A H 0.1359 0.4165 0.5740 0.044 Uiso 1 1 calc R
C4 C 0.2752(4) 0.5428(3) 0.5750(3) 0.0342(9) Uani 1 1 d .
C5 C 0.2238(4) 0.6218(3) 0.6382(4) 0.0486(11) Uani 1 1 d .
F4 F 0.3226(3) 0.67108(19) 0.73063(19) 0.0752(8) Uani 1 1 d .
F5 F 0.1917(3) 0.69761(19) 0.5873(2) 0.0739(8) Uani 1 1 d .
F6 F 0.1177(3) 0.58058(19) 0.6593(3) 0.1119(12) Uani 1 1 d .
O2 O 0.3729(2) 0.58542(18) 0.55187(18) 0.0378(6) Uani 1 1 d .
Cu2 Cu 0.0000 0.0000 0.0000 0.02641(17) Uani 1 2 d S
O3 O -0.0102(2) 0.05641(15) -0.12998(17) 0.0269(5) Uani 1 1 d .
C6 C 0.0107(4) 0.0696(3) -0.2949(3) 0.0371(9) Uani 1 1 d .
F7 F -0.1228(2) 0.06340(18) -0.33488(16) 0.0579(7) Uani 1 1 d .
F8 F 0.0719(2) 0.17201(16) -0.27774(16) 0.0516(6) Uani 1 1 d .
F9 F 0.0433(2) 0.01724(16) -0.37180(16) 0.0524(6) Uani 1 1 d .
C7 C 0.0521(3) 0.0303(2) -0.1909(3) 0.0279(8) Uani 1 1 d .
C8 C 0.1522(3) -0.0283(2) -0.1739(3) 0.0277(8) Uani 1 1 d .
H8A H 0.1907 -0.0431 -0.2274 0.033 Uiso 1 1 calc R
C9 C 0.1962(3) -0.0653(2) -0.0809(3) 0.0267(8) Uani 1 1 d .
C10 C 0.3103(4) -0.1262(3) -0.0644(3) 0.0320(9) Uani 1 1 d .
F10 F 0.36664(19) -0.12433(15) -0.13892(16) 0.0436(5) Uani 1 1 d .
F11 F 0.4089(2) -0.08698(17) 0.03132(16) 0.0507(6) Uani 1 1 d .
F12 F 0.2609(2) -0.22781(15) -0.06822(17) 0.0469(6) Uani 1 1 d .
O4 O 0.1544(2) -0.05837(16) -0.00318(17) 0.0267(5) Uani 1 1 d .
O01 O 0.4381(2) 0.51496(16) 0.33971(19) 0.0350(6) Uani 1 1 d .
N1 N 0.3191(3) 0.5296(2) 0.2866(2) 0.0320(7) Uani 1 1 d .
C01 C 0.2986(4) 0.6371(3) 0.2684(3) 0.0342(9) Uani 1 1 d .
C02 C 0.3608(4) 0.6575(3) 0.1843(3) 0.0494(11) Uani 1 1 d .
H02A H 0.4604 0.6712 0.2169 0.074 Uiso 1 1 calc R
H02B H 0.3348 0.7192 0.1573 0.074 Uiso 1 1 calc R
H02C H 0.3272 0.5952 0.1246 0.074 Uiso 1 1 calc R
C03 C 0.3701(3) 0.7221(2) 0.3707(3) 0.0367(9) Uani 1 1 d .
H03A H 0.4691 0.7308 0.3916 0.055 Uiso 1 1 calc R
H03B H 0.3416 0.7012 0.4283 0.055 Uiso 1 1 calc R
H03C H 0.3459 0.7893 0.3583 0.055 Uiso 1 1 calc R
C04 C 0.1404(3) 0.6143(2) 0.2246(3) 0.0303(8) Uani 1 1 d .
C05 C 0.0782(4) 0.6719(3) 0.1385(3) 0.0426(10) Uani 1 1 d .
H05A H -0.0214 0.6528 0.1162 0.064 Uiso 1 1 calc R
H05B H 0.1046 0.6516 0.0764 0.064 Uiso 1 1 calc R
H05C H 0.1112 0.7485 0.1671 0.064 Uiso 1 1 calc R
C06 C 0.0810(3) 0.6281(3) 0.3140(3) 0.0358(9) Uani 1 1 d .
H06A H -0.0188 0.6127 0.2818 0.054 Uiso 1 1 calc R
H06B H 0.1155 0.7012 0.3562 0.054 Uiso 1 1 calc R
H06C H 0.1084 0.5791 0.3610 0.054 Uiso 1 1 calc R
N2 N 0.1046(3) 0.4969(2) 0.1792(2) 0.0304(7) Uani 1 1 d .
O02 O -0.0151(2) 0.44680(17) 0.11702(19) 0.0392(6) Uani 1 1 d .
C07 C 0.2106(3) 0.4517(2) 0.2217(3) 0.0274(8) Uani 1 1 d .
C08 C 0.2076(3) 0.3410(2) 0.1983(3) 0.0262(8) Uani 1 1 d .
C09 C 0.0993(3) 0.2579(2) 0.1276(3) 0.0287(8) Uani 1 1 d .
H09A H 0.0119 0.2668 0.0868 0.034 Uiso 1 1 calc R
N3 N 0.1351(3) 0.1656(2) 0.1252(2) 0.0271(7) Uani 1 1 d .
N4 N 0.2675(3) 0.18891(19) 0.1946(2) 0.0267(7) Uani 1 1 d .
C041 C 0.3398(3) 0.1023(2) 0.2100(3) 0.0287(8) Uani 1 1 d .
H04A H 0.3801 0.0916 0.1536 0.034 Uiso 1 1 calc R
H04B H 0.2726 0.0360 0.1999 0.034 Uiso 1 1 calc R
C042 C 0.4501(3) 0.1214(3) 0.3173(3) 0.0367(9) Uani 1 1 d .
H04C H 0.4116 0.1332 0.3746 0.044 Uiso 1 1 calc R
H04D H 0.5203 0.1858 0.3273 0.044 Uiso 1 1 calc R
C043 C 0.5155(4) 0.0256(3) 0.3257(3) 0.0371(9) Uani 1 1 d .
H04E H 0.4461 -0.0368 0.3216 0.044 Uiso 1 1 calc R
H04F H 0.5443 0.0099 0.2633 0.044 Uiso 1 1 calc R
C044 C 0.6381(4) 0.0420(3) 0.4284(3) 0.0658(14) Uani 1 1 d .
H04G H 0.6749 -0.0217 0.4284 0.099 Uiso 1 1 calc R
H04H H 0.6101 0.0556 0.4906 0.099 Uiso 1 1 calc R
H04I H 0.7084 0.1027 0.4323 0.099 Uiso 1 1 calc R
C010 C 0.3136(3) 0.2923(2) 0.2388(3) 0.0282(8) Uani 1 1 d .
H01A H 0.4025 0.3262 0.2888 0.034 Uiso 1 1 calc R
C1S C 0.3707(4) 0.2799(3) -0.0373(3) 0.0373(9) Uani 1 1 d .
F1S F 0.2383(2) 0.26455(15) -0.04902(17) 0.0472(6) Uani 1 1 d .
F2S F 0.3757(2) 0.22461(15) -0.12753(18) 0.0544(6) Uani 1 1 d .
F3S F 0.4296(2) 0.23332(15) 0.04222(18) 0.0501(6) Uani 1 1 d .
C2S C 0.4376(3) 0.3951(3) -0.0161(3) 0.0300(8) Uani 1 1 d .
C3S C 0.3686(4) 0.4619(3) -0.0700(3) 0.0398(10) Uani 1 1 d .
H3SA H 0.2771 0.4353 -0.1185 0.048 Uiso 1 1 calc R
C4S C 0.4302(4) 0.5663(3) -0.0547(3) 0.0400(10) Uani 1 1 d .
H4SA H 0.3819 0.6117 -0.0928 0.060 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'
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'
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
O1 Cu1 O1 180.0 . 2_666
O1 Cu1 O01 87.05(9) . 2_666
O1 Cu1 O01 92.95(9) 2_666 2_666
O1 Cu1 O01 92.95(9) . .
O1 Cu1 O01 87.05(9) 2_666 .
O01 Cu1 O01 180.000(1) 2_666 .
O1 Cu1 O2 92.64(9) . 2_666
O1 Cu1 O2 87.36(9) 2_666 2_666
O01 Cu1 O2 99.01(9) 2_666 2_666
O01 Cu1 O2 80.99(9) . 2_666
O1 Cu1 O2 87.36(9) . .
O1 Cu1 O2 92.64(9) 2_666 .
O01 Cu1 O2 80.98(9) 2_666 .
O01 Cu1 O2 99.02(9) . .
O2 Cu1 O2 180.00(10) 2_666 .
C2 O1 Cu1 126.8(2) . .
F1 C1 F2 107.9(4) . .
F1 C1 F3 105.8(4) . .
F2 C1 F3 105.8(3) . .
F1 C1 C2 111.4(3) . .
F2 C1 C2 110.9(3) . .
F3 C1 C2 114.6(3) . .
O1 C2 C3 128.7(3) . .
O1 C2 C1 113.2(3) . .
C3 C2 C1 118.1(3) . .
C2 C3 C4 121.8(3) . .
O2 C4 C3 129.2(3) . .
O2 C4 C5 113.2(3) . .
C3 C4 C5 117.6(3) . .
F6 C5 F5 107.2(4) . .
F6 C5 F4 108.0(4) . .
F5 C5 F4 105.0(3) . .
F6 C5 C4 114.9(3) . .
F5 C5 C4 111.3(3) . .
F4 C5 C4 109.8(3) . .
C4 O2 Cu1 123.3(2) . .
O4 Cu2 O4 180.0 2 .
O4 Cu2 O3 87.87(9) 2 .
O4 Cu2 O3 92.13(9) . .
O4 Cu2 O3 92.13(9) 2 2
O4 Cu2 O3 87.87(9) . 2
O3 Cu2 O3 180.0 . 2
O4 Cu2 N3 95.54(8) 2 2
O4 Cu2 N3 84.46(8) . 2
O3 Cu2 N3 85.48(8) . 2
O3 Cu2 N3 94.52(8) 2 2
O4 Cu2 N3 84.46(8) 2 .
O4 Cu2 N3 95.55(8) . .
O3 Cu2 N3 94.52(8) . .
O3 Cu2 N3 85.48(8) 2 .
N3 Cu2 N3 180.0 2 .
C7 O3 Cu2 123.6(2) . .
F9 C6 F7 107.3(3) . .
F9 C6 F8 106.7(3) . .
F7 C6 F8 106.4(3) . .
F9 C6 C7 113.7(3) . .
F7 C6 C7 111.9(3) . .
F8 C6 C7 110.6(3) . .
O3 C7 C8 128.1(3) . .
O3 C7 C6 114.0(3) . .
C8 C7 C6 117.9(3) . .
C9 C8 C7 121.2(3) . .
O4 C9 C8 129.1(3) . .
O4 C9 C10 111.7(3) . .
C8 C9 C10 119.1(3) . .
F11 C10 F10 108.0(3) . .
F11 C10 F12 107.2(3) . .
F10 C10 F12 107.1(3) . .
F11 C10 C9 111.2(3) . .
F10 C10 C9 112.9(3) . .
F12 C10 C9 110.2(3) . .
C9 O4 Cu2 124.3(2) . .
N1 O01 Cu1 123.98(19) . .
O01 N1 C07 124.9(3) . .
O01 N1 C01 121.9(3) . .
C07 N1 C01 111.5(3) . .
N1 C01 C03 111.6(3) . .
N1 C01 C02 104.8(3) . .
C03 C01 C02 110.2(3) . .
N1 C01 C04 100.2(2) . .
C03 C01 C04 115.7(3) . .
C02 C01 C04 113.5(3) . .
N2 C04 C05 110.5(3) . .
N2 C04 C06 105.2(3) . .
C05 C04 C06 110.9(3) . .
N2 C04 C01 100.9(2) . .
C05 C04 C01 115.4(3) . .
C06 C04 C01 113.0(3) . .
O02 N2 C07 125.4(3) . .
O02 N2 C04 122.6(3) . .
C07 N2 C04 111.7(3) . .
N1 C07 N2 108.2(3) . .
N1 C07 C08 126.3(3) . .
N2 C07 C08 125.5(3) . .
C010 C08 C09 104.6(3) . .
C010 C08 C07 127.2(3) . .
C09 C08 C07 128.2(3) . .
N3 C09 C08 111.1(3) . .
C09 N3 N4 105.1(2) . .
C09 N3 Cu2 125.2(2) . .
N4 N3 Cu2 129.03(19) . .
C010 N4 N3 111.9(3) . .
C010 N4 C041 129.1(3) . .
N3 N4 C041 119.0(2) . .
N4 C041 C042 114.2(3) . .
C041 C042 C043 109.9(3) . .
C044 C043 C042 113.7(3) . .
N4 C010 C08 107.3(3) . .
F3S C1S F2S 106.5(3) . .
F3S C1S F1S 106.5(3) . .
F2S C1S F1S 106.6(3) . .
F3S C1S C2S 112.7(3) . .
F2S C1S C2S 111.8(3) . .
F1S C1S C2S 112.3(3) . .
C3S C2S C4S 119.6(3) . 2_665
C3S C2S C1S 120.2(3) . .
C4S C2S C1S 120.2(3) 2_665 .
C4S C3S C2S 120.9(3) . .
C3S C4S C2S 119.5(3) . 2_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 2.013(2) .
Cu1 O1 2.013(2) 2_666
Cu1 O01 2.093(2) 2_666
Cu1 O01 2.093(2) .
Cu1 O2 2.112(2) 2_666
Cu1 O2 2.112(2) .
O1 C2 1.255(4) .
C1 F1 1.290(4) .
C1 F2 1.302(4) .
C1 F3 1.311(4) .
C1 C2 1.528(5) .
C2 C3 1.386(4) .
C3 C4 1.386(4) .
C4 O2 1.250(4) .
C4 C5 1.525(5) .
C5 F6 1.304(4) .
C5 F5 1.319(4) .
C5 F4 1.325(4) .
Cu2 O4 1.935(2) 2
Cu2 O4 1.935(2) .
Cu2 O3 1.979(2) .
Cu2 O3 1.979(2) 2
Cu2 N3 2.432(2) 2
Cu2 N3 2.432(2) .
O3 C7 1.256(3) .
C6 F9 1.328(4) .
C6 F7 1.329(4) .
C6 F8 1.342(4) .
C6 C7 1.521(5) .
C7 C8 1.394(4) .
C8 C9 1.378(4) .
C9 O4 1.262(4) .
C9 C10 1.537(4) .
C10 F11 1.330(4) .
C10 F10 1.328(4) .
C10 F12 1.335(4) .
O01 N1 1.298(3) .
N1 C07 1.350(4) .
N1 C01 1.505(4) .
C01 C03 1.515(4) .
C01 C02 1.522(4) .
C01 C04 1.551(5) .
C04 N2 1.503(4) .
C04 C05 1.509(5) .
C04 C06 1.534(4) .
N2 O02 1.272(3) .
N2 C07 1.361(4) .
C07 C08 1.431(4) .
C08 C010 1.385(4) .
C08 C09 1.407(4) .
C09 N3 1.326(4) .
N3 N4 1.367(3) .
N4 C010 1.334(4) .
N4 C041 1.477(4) .
C041 C042 1.490(4) .
C042 C043 1.535(4) .
C043 C044 1.518(5) .
C1S F3S 1.341(4) .
C1S F2S 1.340(4) .
C1S F1S 1.343(4) .
C1S C2S 1.500(5) .
C2S C3S 1.375(5) .
C2S C4S 1.376(4) 2_665
C3S C4S 1.369(4) .
C4S C2S 1.376(4) 2_665
