#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:02:12 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179359 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/56/4325652.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_4325652
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                98.591(12)
_cell_angle_beta                 109.128(12)
_cell_angle_gamma                99.938(13)
_cell_formula_units_Z            2
_cell_length_a                   10.5903(16)
_cell_length_b                   13.106(2)
_cell_length_c                   13.493(2)
_cell_measurement_reflns_used    1990
_cell_measurement_temperature    65(2)
_cell_measurement_theta_max      21.29
_cell_measurement_theta_min      2.54
_cell_volume                     1699.6(5)
_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      65(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_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  0.1537
_diffrn_reflns_av_sigmaI/netI    0.2402
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27000
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.64
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  0.4825
_exptl_absorpt_correction_T_min  0.3808
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            dark
_exptl_crystal_density_diffrn    1.688
_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         0.737
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.754
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     490
_refine_ls_number_reflns         8313
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.754
_refine_ls_R_factor_all          0.1823
_refine_ls_R_factor_gt           0.0565
_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)+(0.0475P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                2826
_reflns_number_total             8313
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200444e_si_002_57.cif
_cod_data_source_block           f3f3065
_cod_original_cell_volume        1699.7(5)
_cod_database_code               4325652
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 0.0000 0.0000 0.0000 0.0356(2) Uani 1 2 d S
O1 O 0.1535(3) 0.1300(3) 0.0362(2) 0.0466(9) Uani 1 1 d .
C1 C 0.3298(6) 0.2551(4) 0.0260(4) 0.0469(14) Uani 1 1 d .
F1 F 0.2497(4) 0.3136(3) -0.0184(4) 0.1044(14) Uani 1 1 d .
F2 F 0.3839(4) 0.2954(3) 0.1302(3) 0.1086(15) Uani 1 1 d .
F3 F 0.4336(3) 0.2690(2) -0.0084(2) 0.0595(9) Uani 1 1 d .
C2 C 0.2505(5) 0.1401(4) 0.0016(4) 0.0401(13) Uani 1 1 d .
C3 C 0.2940(5) 0.0630(4) -0.0534(4) 0.0433(13) Uani 1 1 d .
H3A H 0.3695 0.0835 -0.0753 0.052 Uiso 1 1 calc R
C4 C 0.2271(5) -0.0442(4) -0.0766(4) 0.0403(13) Uani 1 1 d .
C5 C 0.2772(6) -0.1231(4) -0.1428(5) 0.0495(15) Uani 1 1 d .
F4 F 0.1757(3) -0.1732(2) -0.2340(2) 0.0715(10) Uani 1 1 d .
F5 F 0.3154(3) -0.1982(3) -0.0911(3) 0.0747(10) Uani 1 1 d .
F6 F 0.3816(4) -0.0795(2) -0.1681(3) 0.0942(13) Uani 1 1 d .
O2 O 0.1324(3) -0.0875(3) -0.0514(2) 0.0444(9) Uani 1 1 d .
Cu2 Cu 0.5000 0.5000 0.5000 0.0364(2) Uani 1 2 d S
O3 O 0.5106(3) 0.4439(2) 0.6304(2) 0.0364(8) Uani 1 1 d .
C6 C 0.4896(6) 0.4303(4) 0.7955(4) 0.0442(13) Uani 1 1 d .
F7 F 0.6238(3) 0.4396(2) 0.8367(2) 0.0590(9) Uani 1 1 d .
F8 F 0.4286(3) 0.3267(2) 0.7768(2) 0.0539(8) Uani 1 1 d .
F9 F 0.4538(3) 0.4818(2) 0.8711(2) 0.0569(8) Uani 1 1 d .
C7 C 0.4465(5) 0.4697(4) 0.6906(4) 0.0366(12) Uani 1 1 d .
C8 C 0.3457(5) 0.5281(3) 0.6724(4) 0.0334(12) Uani 1 1 d .
H8A H 0.3068 0.5430 0.7256 0.040 Uiso 1 1 calc R
C9 C 0.3009(4) 0.5648(3) 0.5794(4) 0.0308(11) Uani 1 1 d .
C10 C 0.1886(5) 0.6251(4) 0.5623(4) 0.0398(13) Uani 1 1 d .
F10 F 0.1306(3) 0.6231(2) 0.6371(2) 0.0479(8) Uani 1 1 d .
F11 F 0.2384(3) 0.7278(2) 0.5673(2) 0.0492(8) Uani 1 1 d .
F12 F 0.0882(3) 0.5863(2) 0.4668(2) 0.0518(8) Uani 1 1 d .
O4 O 0.3450(3) 0.5578(2) 0.5023(2) 0.0340(8) Uani 1 1 d .
O01 O 0.0578(3) -0.0148(2) 0.1553(2) 0.0387(8) Uani 1 1 d .
N1 N 0.1772(4) -0.0308(3) 0.2087(3) 0.0353(10) Uani 1 1 d .
C01 C 0.1973(5) -0.1373(4) 0.2286(4) 0.0379(12) Uani 1 1 d .
C02 C 0.1227(5) -0.2234(4) 0.1242(4) 0.0417(13) Uani 1 1 d .
H02A H 0.0231 -0.2312 0.1028 0.063 Uiso 1 1 calc R
H02B H 0.1449 -0.2912 0.1363 0.063 Uiso 1 1 calc R
H02C H 0.1525 -0.2028 0.0670 0.063 Uiso 1 1 calc R
C03 C 0.1299(5) -0.1588(4) 0.3103(4) 0.0487(14) Uani 1 1 d .
H03A H 0.1763 -0.1039 0.3768 0.073 Uiso 1 1 calc R
H03B H 0.1375 -0.2286 0.3257 0.073 Uiso 1 1 calc R
H03C H 0.0325 -0.1575 0.2805 0.073 Uiso 1 1 calc R
C04 C 0.3552(5) -0.1156(3) 0.2732(4) 0.0346(12) Uani 1 1 d .
C05 C 0.4165(5) -0.1299(4) 0.1856(4) 0.0376(12) Uani 1 1 d .
H05A H 0.5169 -0.1151 0.2189 0.056 Uiso 1 1 calc R
H05B H 0.3910 -0.0807 0.1387 0.056 Uiso 1 1 calc R
H05C H 0.3808 -0.2031 0.1431 0.056 Uiso 1 1 calc R
C06 C 0.4149(5) -0.1733(4) 0.3600(4) 0.0466(14) Uani 1 1 d .
H06A H 0.5155 -0.1552 0.3832 0.070 Uiso 1 1 calc R
H06B H 0.3801 -0.2501 0.3315 0.070 Uiso 1 1 calc R
H06C H 0.3880 -0.1521 0.4214 0.070 Uiso 1 1 calc R
N2 N 0.3904(4) 0.0009(3) 0.3186(3) 0.0369(10) Uani 1 1 d .
O02 O 0.5106(3) 0.0511(2) 0.3826(2) 0.0436(9) Uani 1 1 d .
C07 C 0.2856(5) 0.0482(4) 0.2752(4) 0.0344(12) Uani 1 1 d .
C08 C 0.2901(5) 0.1587(4) 0.2994(3) 0.0310(11) Uani 1 1 d .
C09 C 0.4000(5) 0.2417(4) 0.3716(3) 0.0330(11) Uani 1 1 d .
H09A H 0.4876 0.2328 0.4128 0.040 Uiso 1 1 calc R
N3 N 0.3642(4) 0.3344(3) 0.3742(3) 0.0369(10) Uani 1 1 d .
N4 N 0.2324(4) 0.3111(3) 0.3044(3) 0.0354(10) Uani 1 1 d .
C041 C 0.1603(4) 0.3967(3) 0.2884(3) 0.0340(12) Uani 1 1 d .
H04A H 0.2285 0.4631 0.2987 0.041 Uiso 1 1 calc R
H04B H 0.1201 0.4076 0.3448 0.041 Uiso 1 1 calc R
C042 C 0.0482(5) 0.3786(4) 0.1810(4) 0.0398(13) Uani 1 1 d .
H04C H -0.0228 0.3138 0.1705 0.048 Uiso 1 1 calc R
H04D H 0.0866 0.3674 0.1236 0.048 Uiso 1 1 calc R
C043 C -0.0172(5) 0.4729(4) 0.1729(4) 0.0416(13) Uani 1 1 d .
H04E H -0.0467 0.4875 0.2350 0.050 Uiso 1 1 calc R
H04F H 0.0536 0.5360 0.1787 0.050 Uiso 1 1 calc R
C044 C -0.1400(5) 0.4592(4) 0.0704(4) 0.0592(16) Uani 1 1 d .
H04G H -0.1752 0.5236 0.0720 0.089 Uiso 1 1 calc R
H04H H -0.2123 0.3984 0.0648 0.089 Uiso 1 1 calc R
H04I H -0.1118 0.4466 0.0082 0.089 Uiso 1 1 calc R
C010 C 0.1836(5) 0.2069(4) 0.2590(3) 0.0333(12) Uani 1 1 d .
H01A H 0.0937 0.1731 0.2090 0.040 Uiso 1 1 calc R
C1S C 0.1308(5) 0.2198(4) 0.5350(4) 0.0413(13) Uani 1 1 d .
F1S F 0.0718(3) 0.2666(2) 0.4571(2) 0.0523(8) Uani 1 1 d .
F2S F 0.1264(3) 0.2762(2) 0.6269(2) 0.0551(8) Uani 1 1 d .
F3S F 0.2649(3) 0.2361(2) 0.5495(2) 0.0512(8) Uani 1 1 d .
C2S C 0.0630(5) 0.1051(4) 0.5154(4) 0.0366(12) Uani 1 1 d .
C3S C -0.0712(5) 0.0668(4) 0.4472(4) 0.0438(13) Uani 1 1 d .
H3SA H -0.1202 0.1125 0.4104 0.053 Uiso 1 1 calc R
C4S C -0.1348(5) -0.0382(4) 0.4321(4) 0.0413(13) Uani 1 1 d .
H4SA H -0.2282 -0.0647 0.3855 0.062 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 .
O1 Cu1 O01 92.39(12) 2 2
O1 Cu1 O01 87.61(12) . 2
O1 Cu1 O01 87.61(12) 2 .
O1 Cu1 O01 92.39(12) . .
O01 Cu1 O01 180.0 2 .
O1 Cu1 O2 93.92(12) 2 .
O1 Cu1 O2 86.08(12) . .
O01 Cu1 O2 81.02(12) 2 .
O01 Cu1 O2 98.98(12) . .
O1 Cu1 O2 86.08(12) 2 2
O1 Cu1 O2 93.92(12) . 2
O01 Cu1 O2 98.98(12) 2 2
O01 Cu1 O2 81.02(12) . 2
O2 Cu1 O2 180.0 . 2
C2 O1 Cu1 127.0(3) . .
F1 C1 F2 108.1(5) . .
F1 C1 F3 106.2(5) . .
F2 C1 F3 105.5(4) . .
F1 C1 C2 110.9(5) . .
F2 C1 C2 111.1(5) . .
F3 C1 C2 114.6(4) . .
O1 C2 C3 129.7(5) . .
O1 C2 C1 112.7(4) . .
C3 C2 C1 117.6(5) . .
C2 C3 C4 120.4(5) . .
O2 C4 C3 130.0(5) . .
O2 C4 C5 113.3(5) . .
C3 C4 C5 116.8(5) . .
F4 C5 F6 107.1(5) . .
F4 C5 F5 106.1(4) . .
F6 C5 F5 107.2(5) . .
F4 C5 C4 110.0(5) . .
F6 C5 C4 114.7(4) . .
F5 C5 C4 111.2(4) . .
C4 O2 Cu1 122.3(3) . .
O4 Cu2 O4 180.00(17) 2_666 .
O4 Cu2 O3 87.59(12) 2_666 .
O4 Cu2 O3 92.41(12) . .
O4 Cu2 O3 92.41(12) 2_666 2_666
O4 Cu2 O3 87.59(12) . 2_666
O3 Cu2 O3 180.00(19) . 2_666
O4 Cu2 N3 95.65(12) 2_666 2_666
O4 Cu2 N3 84.35(12) . 2_666
O3 Cu2 N3 85.03(12) . 2_666
O3 Cu2 N3 94.97(12) 2_666 2_666
O4 Cu2 N3 84.35(12) 2_666 .
O4 Cu2 N3 95.65(12) . .
O3 Cu2 N3 94.97(12) . .
O3 Cu2 N3 85.03(12) 2_666 .
N3 Cu2 N3 180.00(18) 2_666 .
C7 O3 Cu2 123.3(3) . .
F7 C6 F9 107.4(4) . .
F7 C6 F8 107.2(4) . .
F9 C6 F8 107.0(4) . .
F7 C6 C7 112.1(4) . .
F9 C6 C7 112.8(4) . .
F8 C6 C7 109.9(4) . .
O3 C7 C8 127.9(5) . .
O3 C7 C6 113.2(4) . .
C8 C7 C6 118.9(4) . .
C9 C8 C7 121.9(4) . .
O4 C9 C8 128.2(4) . .
O4 C9 C10 112.0(4) . .
C8 C9 C10 119.8(4) . .
F12 C10 F11 107.2(4) . .
F12 C10 F10 107.2(4) . .
F11 C10 F10 106.4(4) . .
F12 C10 C9 112.0(4) . .
F11 C10 C9 111.1(4) . .
F10 C10 C9 112.6(4) . .
C9 O4 Cu2 124.9(3) . .
N1 O01 Cu1 123.5(2) . .
O01 N1 C07 123.4(4) . .
O01 N1 C01 123.0(4) . .
C07 N1 C01 111.4(4) . .
N1 C01 C03 105.2(4) . .
N1 C01 C04 101.0(4) . .
C03 C01 C04 114.6(4) . .
N1 C01 C02 110.3(4) . .
C03 C01 C02 109.0(4) . .
C04 C01 C02 115.9(4) . .
N2 C04 C06 110.5(4) . .
N2 C04 C05 106.0(4) . .
C06 C04 C05 111.1(4) . .
N2 C04 C01 99.9(3) . .
C06 C04 C01 115.1(4) . .
C05 C04 C01 113.3(4) . .
O02 N2 C07 124.4(4) . .
O02 N2 C04 122.2(4) . .
C07 N2 C04 113.0(4) . .
N1 C07 N2 106.5(4) . .
N1 C07 C08 127.3(4) . .
N2 C07 C08 126.1(4) . .
C010 C08 C09 105.0(4) . .
C010 C08 C07 126.6(4) . .
C09 C08 C07 128.3(4) . .
N3 C09 C08 110.8(4) . .
C09 N3 N4 105.1(4) . .
C09 N3 Cu2 125.3(3) . .
N4 N3 Cu2 129.0(3) . .
C010 N4 N3 112.6(4) . .
C010 N4 C041 128.1(4) . .
N3 N4 C041 119.3(4) . .
N4 C041 C042 115.4(4) . .
C041 C042 C043 110.7(4) . .
C044 C043 C042 115.1(4) . .
N4 C010 C08 106.5(4) . .
F1S C1S F3S 107.7(4) . .
F1S C1S F2S 105.9(4) . .
F3S C1S F2S 105.2(4) . .
F1S C1S C2S 113.6(4) . .
F3S C1S C2S 112.8(4) . .
F2S C1S C2S 111.0(4) . .
C3S C2S C4S 120.1(5) . 2_556
C3S C2S C1S 119.9(5) . .
C4S C2S C1S 120.0(5) 2_556 .
C2S C3S C4S 119.8(5) . .
C3S C4S C2S 120.1(5) . 2_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 2.015(3) 2
Cu1 O1 2.015(3) .
Cu1 O01 2.031(3) 2
Cu1 O01 2.031(3) .
Cu1 O2 2.172(3) .
Cu1 O2 2.172(3) 2
O1 C2 1.256(5) .
C1 F1 1.301(6) .
C1 F2 1.316(5) .
C1 F3 1.322(5) .
C1 C2 1.523(7) .
C2 C3 1.395(6) .
C3 C4 1.398(6) .
C4 O2 1.236(5) .
C4 C5 1.540(7) .
C5 F4 1.322(6) .
C5 F6 1.323(6) .
C5 F5 1.333(6) .
Cu2 O4 1.930(3) 2_666
Cu2 O4 1.930(3) .
Cu2 O3 1.983(3) .
Cu2 O3 1.983(3) 2_666
Cu2 N3 2.426(4) 2_666
Cu2 N3 2.426(4) .
O3 C7 1.263(5) .
C6 F7 1.321(5) .
C6 F9 1.334(5) .
C6 F8 1.346(6) .
C6 C7 1.535(6) .
C7 C8 1.398(6) .
C8 C9 1.378(6) .
C9 O4 1.270(5) .
C9 C10 1.513(6) .
C10 F12 1.330(5) .
C10 F11 1.342(5) .
C10 F10 1.344(5) .
O01 N1 1.304(4) .
N1 C07 1.354(5) .
N1 C01 1.498(5) .
C01 C03 1.530(6) .
C01 C04 1.538(6) .
C01 C02 1.540(6) .
C04 N2 1.490(5) .
C04 C06 1.513(6) .
C04 C05 1.527(6) .
N2 O02 1.273(4) .
N2 C07 1.371(5) .
C07 C08 1.425(6) .
C08 C010 1.383(6) .
C08 C09 1.411(6) .
C09 N3 1.332(5) .
N3 N4 1.354(5) .
N4 C010 1.344(5) .
N4 C041 1.466(5) .
C041 C042 1.496(6) .
C042 C043 1.519(6) .
C043 C044 1.518(6) .
C1S F1S 1.329(5) .
C1S F3S 1.342(5) .
C1S F2S 1.364(5) .
C1S C2S 1.493(6) .
C2S C3S 1.370(6) .
C2S C4S 1.383(6) 2_556
C3S C4S 1.376(6) .
C4S C2S 1.383(6) 2_556
