#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/25/4312539.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_4312539
loop_
_publ_author_name
'Lora M. Field'
'Paul M. Lahti'
_publ_contact_author_address
;
Department of Chemistry, University of Massachusetts,
Amherst, MA  01003  USA
;
_publ_contact_author_email       'lahti@chem.umass.edu '
_publ_contact_author_fax         '413-545-4490 '
_publ_contact_author_name        'Paul M. Lahti'
_publ_contact_author_phone       '413-545-4890 '
_publ_section_title
;
 Coordination Complexes of
 1-(4-[N-tert-Butyl-N-aminoxyl]phenyl)-1H-1,2,4-triazole with Paramagnetic
 Transition Metal Dications
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7447
_journal_page_last               7454
_journal_paper_doi               10.1021/ic0349050
_journal_volume                  42
_journal_year                    2003
_chemical_compound_source        'UMASS AMHERST'
_chemical_formula_moiety         'C22 H17 Cu F12 N4 O5 '
_chemical_formula_sum            'C22 H17 Cu F12 N4 O5'
_chemical_formula_weight         708.917
_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'
_audit_creation_method           maXus
_cell_angle_alpha                91.7513(11)
_cell_angle_beta                 93.5277(13)
_cell_angle_gamma                114.6025(10)
_cell_formula_units_Z            2
_cell_length_a                   10.1436(3)
_cell_length_b                   10.3358(3)
_cell_length_c                   14.9004(6)
_cell_measurement_reflns_used    4767
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      4.076
_cell_volume                     1414.96(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.07270
_diffrn_orient_matrix_UB_12      -0.04045
_diffrn_orient_matrix_UB_13      -0.07010
_diffrn_orient_matrix_UB_21      -0.04236
_diffrn_orient_matrix_UB_22      -0.09358
_diffrn_orient_matrix_UB_23      0.02857
_diffrn_orient_matrix_UB_31      -0.05312
_diffrn_orient_matrix_UB_32      0.02848
_diffrn_orient_matrix_UB_33      0.03010
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8881
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         4.12
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange-green
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             700
_exptl_crystal_size_max          .250
_exptl_crystal_size_mid          .100
_exptl_crystal_size_min          .025
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         4935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0694
_refine_ls_shift/su_max          1.170
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1028P)²+1.7773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1798
_refine_ls_wR_factor_ref         0.2060
_reflns_number_gt                3305
_reflns_number_total             4935
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0349050si20030730_014852_3.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C22 H17 Cu F12 N4 O5 '
_cod_database_code               4312539
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.12532(8) 0.09529(6) 0.71521(4) 0.0601(3) Uani 1 1 d . . .
O2 O 0.1192(4) 0.1825(4) 0.6018(2) 0.0646(10) Uani 1 1 d . . .
N4 N 0.1926(5) -0.0352(4) 0.6501(3) 0.0584(11) Uani 1 1 d . . .
O4 O 0.1409(4) 0.0116(4) 0.8289(2) 0.0629(10) Uani 1 1 d . . .
C19 C 0.1364(6) 0.3727(6) 0.7519(4) 0.0620(14) Uani 1 1 d . . .
O3 O 0.1065(4) 0.2539(4) 0.7823(3) 0.0661(10) Uani 1 1 d . . .
N2 N 0.2730(5) -0.1331(4) 0.5488(3) 0.0588(11) Uani 1 1 d . . .
O5 O -0.1143(4) -0.0464(4) 0.7075(3) 0.0725(11) Uani 1 1 d . . .
C11 C 0.2199(6) -0.0373(5) 0.5654(4) 0.0626(14) Uani 1 1 d . . .
C21 C 0.1442(6) 0.3121(5) 0.5957(4) 0.0585(13) Uani 1 1 d . . .
C12 C 0.2335(8) -0.1343(6) 0.6847(4) 0.0740(17) Uani 1 1 d . . .
O1 O 0.6110(5) -0.2770(5) 0.2558(3) 0.0819(12) Uani 1 1 d . . .
N1 N 0.4941(5) -0.2586(5) 0.2393(3) 0.0641(12) Uani 1 1 d . . .
C5 C 0.4324(6) -0.2288(6) 0.3138(4) 0.0579(13) Uani 1 1 d . . .
C8 C 0.3245(6) -0.1667(5) 0.4692(4) 0.0546(13) Uani 1 1 d . . .
C20 C 0.1559(7) 0.4104(6) 0.6639(4) 0.0687(16) Uani 1 1 d . . .
N3 N 0.2824(7) -0.1970(6) 0.6264(3) 0.0774(15) Uani 1 1 d . . .
C14 C 0.0436(7) -0.0871(6) 0.8663(4) 0.0628(15) Uani 1 1 d . . .
C16 C -0.1689(7) -0.1355(6) 0.7631(4) 0.0666(15) Uani 1 1 d . . .
C9 C 0.4224(6) -0.2292(6) 0.4746(4) 0.0622(14) Uani 1 1 d . . .
C4 C 0.4362(7) -0.2739(7) 0.1412(4) 0.0773(17) Uani 1 1 d . . .
F2 F 0.1852(7) -0.0154(6) 1.0049(3) 0.141(2) Uani 1 1 d . . .
F1 F 0.1933(7) -0.1849(6) 0.9327(3) 0.133(2) Uani 1 1 d . . .
C13 C 0.1054(9) -0.1266(8) 0.9519(4) 0.087(2) Uani 1 1 d . . .
C6 C 0.3317(7) -0.1677(8) 0.3093(4) 0.0776(18) Uani 1 1 d . . .
C18 C 0.1515(9) 0.4897(7) 0.8223(5) 0.0792(18) Uani 1 1 d . . .
C7 C 0.2791(7) -0.1386(7) 0.3863(4) 0.0767(18) Uani 1 1 d . . .
C10 C 0.4735(6) -0.2591(6) 0.3976(4) 0.0608(14) Uani 1 1 d . . .
F7 F 0.1119(10) 0.4497(5) 0.8959(4) 0.190(4) Uani 1 1 d . . .
F12 F 0.1047(8) 0.2633(5) 0.4399(3) 0.174(3) Uani 1 1 d . . .
C22 C 0.1658(8) 0.3600(6) 0.5007(4) 0.0755(17) Uani 1 1 d . . .
F8 F 0.0696(7) 0.5572(6) 0.7944(4) 0.149(2) Uani 1 1 d . . .
F3 F 0.0080(7) -0.2110(10) 0.9993(5) 0.226(4) Uani 1 1 d . . .
C15 C -0.0988(7) -0.1609(7) 0.8392(4) 0.0757(17) Uani 1 1 d . . .
F10 F 0.1342(8) 0.4669(7) 0.4846(4) 0.164(3) Uani 1 1 d . . .
F11 F 0.3060(6) 0.4172(7) 0.4877(3) 0.142(2) Uani 1 1 d . . .
F9 F 0.2767(6) 0.5948(6) 0.8260(4) 0.159(3) Uani 1 1 d . . .
C2 C 0.4707(9) -0.1231(9) 0.1106(5) 0.104(2) Uani 1 1 d . . .
F5 F -0.3859(7) -0.2100(9) 0.6705(6) 0.202(4) Uani 1 1 d . . .
F4 F -0.3668(8) -0.3567(7) 0.7450(8) 0.242(5) Uani 1 1 d . . .
C3 C 0.5202(10) -0.3379(10) 0.0884(5) 0.111(3) Uani 1 1 d . . .
C17 C -0.3313(10) -0.2274(11) 0.7450(7) 0.109(3) Uani 1 1 d . . .
C1 C 0.2744(8) -0.3691(10) 0.1318(6) 0.119(3) Uani 1 1 d . . .
F6 F -0.4013(7) -0.1947(14) 0.8008(7) 0.282(7) Uani 1 1 d . . .
H11 H 0.2044 0.0200 0.5229 0.075 Uiso 1 1 calc R . .
H12 H 0.2272 -0.1557 0.7449 0.089 Uiso 1 1 calc R . .
H20 H 0.1774 0.5040 0.6504 0.082 Uiso 1 1 calc R . .
H9 H 0.4527 -0.2504 0.5302 0.075 Uiso 1 1 calc R . .
H6 H 0.3006 -0.1469 0.2538 0.093 Uiso 1 1 calc R . .
H7 H 0.2116 -0.0992 0.3823 0.092 Uiso 1 1 calc R . .
H10 H 0.5384 -0.3014 0.4019 0.073 Uiso 1 1 calc R . .
H15 H -0.1541 -0.2343 0.8740 0.091 Uiso 1 1 calc R . .
H2A H 0.5740 -0.0670 0.1171 0.156 Uiso 1 1 calc R . .
H2B H 0.4240 -0.0790 0.1470 0.156 Uiso 1 1 calc R . .
H2C H 0.4357 -0.1291 0.0486 0.156 Uiso 1 1 calc R . .
H3A H 0.6220 -0.2757 0.0960 0.167 Uiso 1 1 calc R . .
H3B H 0.4870 -0.3491 0.0257 0.167 Uiso 1 1 calc R . .
H3C H 0.5046 -0.4292 0.1101 0.167 Uiso 1 1 calc R . .
H1A H 0.2234 -0.3221 0.1612 0.178 Uiso 1 1 calc R . .
H1B H 0.2568 -0.4571 0.1592 0.178 Uiso 1 1 calc R . .
H1C H 0.2407 -0.3884 0.0691 0.178 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_
_diffrn_radiation_wavelength_id
all
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
O2 Cu1 O4 177.45(17) . . ?
O2 Cu1 O3 90.69(14) . . ?
O4 Cu1 O3 89.67(15) . . ?
O2 Cu1 N4 88.29(16) . . ?
O4 Cu1 N4 90.79(17) . . ?
O3 Cu1 N4 166.92(18) . . ?
O2 Cu1 O5 95.56(16) . . ?
O4 Cu1 O5 86.93(16) . . ?
O3 Cu1 O5 93.99(16) . . ?
N4 Cu1 O5 99.09(17) . . ?
C21 O2 Cu1 124.1(3) . . ?
C11 N4 C12 103.2(5) . . ?
C11 N4 Cu1 128.3(4) . . ?
C12 N4 Cu1 128.3(4) . . ?
C14 O4 Cu1 129.0(4) . . ?
O3 C19 C20 128.4(5) . . ?
O3 C19 C18 114.4(5) . . ?
C20 C19 C18 117.2(5) . . ?
C19 O3 Cu1 123.4(4) . . ?
C11 N2 N3 109.2(4) . . ?
C11 N2 C8 130.3(5) . . ?
N3 N2 C8 120.4(4) . . ?
C16 O5 Cu1 122.3(4) . . ?
N4 C11 N2 110.4(5) . . ?
O2 C21 C20 128.0(5) . . ?
O2 C21 C22 113.3(5) . . ?
C20 C21 C22 118.7(5) . . ?
N3 C12 N4 114.5(5) . . ?
O1 N1 C5 116.4(4) . . ?
O1 N1 C4 116.9(5) . . ?
C5 N1 C4 126.7(5) . . ?
C10 C5 N1 118.4(5) . . ?
C10 C5 C6 117.5(5) . . ?
N1 C5 C6 124.2(5) . . ?
C7 C8 C9 119.3(5) . . ?
C7 C8 N2 120.9(5) . . ?
C9 C8 N2 119.8(5) . . ?
C21 C20 C19 121.3(5) . . ?
C12 N3 N2 102.6(4) . . ?
O4 C14 C15 129.2(5) . . ?
O4 C14 C13 111.6(6) . . ?
C15 C14 C13 119.1(6) . . ?
O5 C16 C15 127.3(6) . . ?
O5 C16 C17 115.4(6) . . ?
C15 C16 C17 117.3(6) . . ?
C10 C9 C8 119.5(5) . . ?
C1 C4 C3 111.4(7) . . ?
C1 C4 N1 109.7(6) . . ?
C3 C4 N1 106.7(5) . . ?
C1 C4 C2 112.3(7) . . ?
C3 C4 C2 109.0(6) . . ?
N1 C4 C2 107.4(5) . . ?
F3 C13 F2 106.4(7) . . ?
F3 C13 F1 108.6(7) . . ?
F2 C13 F1 104.4(7) . . ?
F3 C13 C14 113.8(7) . . ?
F2 C13 C14 112.3(6) . . ?
F1 C13 C14 110.8(5) . . ?
C7 C6 C5 120.4(5) . . ?
F7 C18 F9 113.5(7) . . ?
F7 C18 F8 104.9(7) . . ?
F9 C18 F8 98.9(6) . . ?
F7 C18 C19 115.7(5) . . ?
F9 C18 C19 112.2(6) . . ?
F8 C18 C19 110.1(6) . . ?
C6 C7 C8 120.9(5) . . ?
C9 C10 C5 122.3(5) . . ?
F12 C22 F10 109.5(7) . . ?
F12 C22 F11 106.6(7) . . ?
F10 C22 F11 100.2(6) . . ?
F12 C22 C21 115.0(5) . . ?
F10 C22 C21 114.3(6) . . ?
F11 C22 C21 110.0(6) . . ?
C14 C15 C16 124.9(6) . . ?
F4 C17 F6 108.4(10) . . ?
F4 C17 F5 104.7(10) . . ?
F6 C17 F5 102.8(10) . . ?
F4 C17 C16 114.8(8) . . ?
F6 C17 C16 110.8(9) . . ?
F5 C17 C16 114.4(8) . . ?
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 O2 1.949(4) . ?
Cu1 O4 1.952(4) . ?
Cu1 O3 1.977(4) . ?
Cu1 N4 1.998(4) . ?
Cu1 O5 2.249(4) . ?
O2 C21 1.262(6) . ?
N4 C11 1.309(7) . ?
N4 C12 1.359(7) . ?
O4 C14 1.261(7) . ?
C19 O3 1.244(6) . ?
C19 C20 1.381(8) . ?
C19 C18 1.528(8) . ?
N2 C11 1.334(7) . ?
N2 N3 1.367(6) . ?
N2 C8 1.415(7) . ?
O5 C16 1.234(7) . ?
C21 C20 1.379(8) . ?
C21 C22 1.513(8) . ?
C12 N3 1.306(7) . ?
O1 N1 1.288(6) . ?
N1 C5 1.395(7) . ?
N1 C4 1.519(7) . ?
C5 C10 1.379(7) . ?
C5 C6 1.407(8) . ?
C8 C7 1.373(8) . ?
C8 C9 1.392(7) . ?
C14 C15 1.350(9) . ?
C14 C13 1.528(8) . ?
C16 C15 1.391(8) . ?
C16 C17 1.522(11) . ?
C9 C10 1.365(8) . ?
C4 C1 1.516(10) . ?
C4 C3 1.517(10) . ?
C4 C2 1.540(10) . ?
F2 C13 1.300(9) . ?
F1 C13 1.307(8) . ?
C13 F3 1.281(9) . ?
C6 C7 1.371(8) . ?
C18 F7 1.215(8) . ?
C18 F9 1.279(8) . ?
C18 F8 1.345(8) . ?
F12 C22 1.250(7) . ?
C22 F10 1.298(8) . ?
C22 F11 1.323(8) . ?
F5 C17 1.260(10) . ?
F4 C17 1.231(11) . ?
C17 F6 1.251(12) . ?
