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#$Date: 2016-03-23 16:25:09 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179376 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/73/4327309.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_4327309
loop_
_publ_author_name
'Robert T. Stibrany'
'Chengmin Zhang'
'Thomas J. Emge'
'Harvey J. Schugar'
'Joseph A. Potenza'
'Spencer Knapp'
_publ_contact_author
;
 Joseph A. Potenza
 Department of Chemistry and Chemical Biology
 Rutgers, The State University of New Jersey
 610 Taylor Road
 Piscataway, New Jersey 08854 USA 
;
_publ_contact_author_email       potenza@rutchem.rutgers.edu
_publ_contact_author_fax         '732 445 5312'
_publ_contact_author_phone       '732 445 2115'
_publ_section_title
;
 A Tris(pyrazolyl) η6-Arene Ligand That Selects Cu(I) over Cu(II)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9713
_journal_page_last               9720
_journal_paper_doi               10.1021/ic060980+
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C36 H30 Cu N6, C F3 O3 S'
_chemical_formula_sum            'C37 H30 Cu F3 N6 O3 S'
_chemical_formula_weight         759.28
_chemical_name_common            '[CuI4(trif)]^.^C6 H14'
_chemical_name_systematic
; 
 [(1,3,5-Tris[2'-((pyrazol-1-yl)methyl)
phenyl]benzene)copper(I)](trifluoromethanesulfonate)
 ^.^ hexane 
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   12.7358(4)
_cell_length_b                   12.7358(4)
_cell_length_c                   44.271(3)
_cell_measurement_reflns_used    3740
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      51.728
_cell_measurement_theta_min      5.214
_cell_volume                     6218.7(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996), ORTEP32 (Farrugia, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker SMART CCD area-detector diffractometer'
_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  0.0874
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            16198
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.90
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.9514
_exptl_absorpt_correction_T_min  0.9283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Blessing, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       rhombic
_exptl_crystal_F_000             2340
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_platon_squeeze_details
; 
 The structure contained highly disordered hexane in the 
 asymmetric unit; because refinement of the hexane molecules led 
 to unrealistic geometric parameters, even with the use of 
 constraints, a structural model was refined with contributions 
 from the hexane molecules removed from the diffraction data by 
 using the SQUEEZE algorithm in PLATON (Spek, 1990).  
;
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2358
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0408P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0869
_reflns_number_gt                1805
_reflns_number_total             2358
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic0609802Bsi20060919_023840_2.cif
_cod_data_source_block           Cu(4)(trif)
_cod_original_cell_volume        6218.8(5)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4327309
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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 1.0000 1.0000 0.950209(13) 0.01871(18) Uani 1 3 d S
N1 N 1.01293(18) 0.85193(18) 0.95544(5) 0.0183(5) Uani 1 1 d .
N2 N 0.92856(18) 0.73436(18) 0.95029(4) 0.0166(5) Uani 1 1 d .
C1 C 1.0952(2) 0.8475(3) 0.97325(6) 0.0210(6) Uani 1 1 d .
C2 C 1.0645(2) 0.7297(3) 0.97957(6) 0.0217(6) Uani 1 1 d .
C3 C 0.9584(3) 0.6590(3) 0.96446(6) 0.0211(6) Uani 1 1 d .
C4 C 0.8312(2) 0.7004(3) 0.92817(6) 0.0180(6) Uani 1 1 d .
C5 C 0.8635(2) 0.6627(2) 0.89860(6) 0.0175(6) Uani 1 1 d .
C6 C 0.9361(2) 0.7486(2) 0.87658(5) 0.0162(6) Uani 1 1 d .
C7 C 0.9750(2) 0.7093(2) 0.85186(6) 0.0196(6) Uani 1 1 d .
C8 C 0.9404(2) 0.5877(3) 0.84840(6) 0.0228(7) Uani 1 1 d .
C9 C 0.8667(3) 0.5041(3) 0.86941(6) 0.0259(7) Uani 1 1 d .
C10 C 0.8297(2) 0.5421(3) 0.89449(6) 0.0221(6) Uani 1 1 d .
C11 C 0.9687(2) 0.8776(2) 0.87808(5) 0.0164(6) Uani 1 1 d .
C12 C 0.8794(2) 0.9104(2) 0.87800(5) 0.0168(6) Uani 1 1 d .
H1 H 1.165(2) 0.923(2) 0.9807(6) 0.024(7) Uiso 1 1 d .
H2 H 1.104(2) 0.702(2) 0.9909(5) 0.015(7) Uiso 1 1 d .
H3 H 0.909(2) 0.579(2) 0.9639(5) 0.014(7) Uiso 1 1 d .
H7 H 1.019(2) 0.767(2) 0.8382(6) 0.020(7) Uiso 1 1 d .
H8 H 0.969(2) 0.566(2) 0.8316(6) 0.023(7) Uiso 1 1 d .
H9 H 0.846(2) 0.426(3) 0.8678(6) 0.023(7) Uiso 1 1 d .
H10 H 0.780(2) 0.486(2) 0.9084(5) 0.010(6) Uiso 1 1 d .
H12 H 0.796(2) 0.846(2) 0.8777(6) 0.022(7) Uiso 1 1 d .
H4A H 0.8163(19) 0.766(2) 0.9252(5) 0.006(6) Uiso 1 1 d .
H4B H 0.762(2) 0.636(2) 0.9359(5) 0.017(7) Uiso 1 1 d .
S1 S 0.6667 0.3333 0.97147(3) 0.0194(3) Uani 1 3 d S
F1 F 0.66039(14) 0.23263(14) 1.02346(4) 0.0332(4) Uani 1 1 d .
O1 O 0.65365(16) 0.43606(16) 0.96398(4) 0.0254(5) Uani 1 1 d .
C13 C 0.6667 0.3333 1.01255(11) 0.0240(11) Uani 1 3 d S
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
N1 Cu1 N1 118.66(2) 2_765 3_675
N1 Cu1 N1 118.66(3) 2_765 .
N1 Cu1 N1 118.66(3) 3_675 .
C1 N1 N2 104.9(2) . .
C1 N1 Cu1 123.27(18) . .
N2 N1 Cu1 129.23(16) . .
C3 N2 N1 111.0(2) . .
C3 N2 C4 126.7(2) . .
N1 N2 C4 121.6(2) . .
N1 C1 C2 111.4(2) . .
N1 C1 H1 119.7(15) . .
C2 C1 H1 128.9(15) . .
C3 C2 C1 105.5(3) . .
C3 C2 H2 125.4(16) . .
C1 C2 H2 129.1(17) . .
N2 C3 C2 107.2(2) . .
N2 C3 H3 120.6(16) . .
C2 C3 H3 132.1(16) . .
N2 C4 C5 110.3(2) . .
N2 C4 H4A 110.1(14) . .
C5 C4 H4A 111.1(13) . .
N2 C4 H4B 108.2(15) . .
C5 C4 H4B 109.5(15) . .
H4A C4 H4B 108(2) . .
C10 C5 C6 119.3(2) . .
C10 C5 C4 118.7(2) . .
C6 C5 C4 121.7(2) . .
C7 C6 C5 118.5(2) . .
C7 C6 C11 118.8(2) . .
C5 C6 C11 122.7(2) . .
C8 C7 C6 121.0(3) . .
C8 C7 H7 123.9(16) . .
C6 C7 H7 115.0(17) . .
C9 C8 C7 120.2(3) . .
C9 C8 H8 121.7(17) . .
C7 C8 H8 118.1(17) . .
C8 C9 C10 119.5(3) . .
C8 C9 H9 120.9(17) . .
C10 C9 H9 119.4(17) . .
C5 C10 C9 121.4(3) . .
C5 C10 H10 119.2(14) . .
C9 C10 H10 119.3(15) . .
C12 C11 C12 118.5(3) 2_765 .
C12 C11 C6 120.5(2) 2_765 .
C12 C11 C6 120.9(2) . .
C11 C12 C11 121.5(3) 3_675 .
C11 C12 H12 121.1(15) 3_675 .
C11 C12 H12 117.4(15) . .
O1 S1 O1 114.85(6) 3_665 2_655
O1 S1 O1 114.85(7) 3_665 .
O1 S1 O1 114.85(7) 2_655 .
O1 S1 C13 103.34(9) 3_665 .
O1 S1 C13 103.34(9) 2_655 .
O1 S1 C13 103.34(9) . .
F1 C13 F1 107.7(2) . 2_655
F1 C13 F1 107.7(2) . 3_665
F1 C13 F1 107.7(2) 2_655 3_665
F1 C13 S1 111.2(2) . .
F1 C13 S1 111.2(2) 2_655 .
F1 C13 S1 111.2(2) 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.987(2) 2_765
Cu1 N1 1.987(2) 3_675
Cu1 N1 1.987(2) .
N1 C1 1.336(3) .
N1 N2 1.356(3) .
N2 C3 1.351(3) .
N2 C4 1.465(3) .
C1 C2 1.376(4) .
C1 H1 0.99(3) .
C2 C3 1.366(4) .
C2 H2 0.90(2) .
C3 H3 0.89(3) .
C4 C5 1.520(3) .
C4 H4A 0.96(2) .
C4 H4B 0.92(3) .
C5 C10 1.384(4) .
C5 C6 1.411(4) .
C6 C7 1.394(4) .
C6 C11 1.481(3) .
C7 C8 1.389(4) .
C7 H7 0.90(3) .
C8 C9 1.371(4) .
C8 H8 0.93(3) .
C9 C10 1.385(4) .
C9 H9 0.90(3) .
C10 H10 0.91(2) .
C11 C12 1.390(3) 2_765
C11 C12 1.394(3) .
C12 C11 1.390(3) 3_675
C12 H12 0.96(3) .
S1 O1 1.4374(18) 3_665
S1 O1 1.4374(18) 2_655
S1 O1 1.4374(18) .
S1 C13 1.819(5) .
F1 C13 1.335(2) .
C13 F1 1.335(2) 2_655
C13 F1 1.335(2) 3_665
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_4
N1 Cu1 N1 C1 27.9(3) 2_765 .
N1 Cu1 N1 C1 -129.24(16) 3_675 .
N1 Cu1 N1 N2 -173.10(14) 2_765 .
N1 Cu1 N1 N2 29.7(3) 3_675 .
C1 N1 N2 C3 -0.3(3) . .
Cu1 N1 N2 C3 -162.25(18) . .
C1 N1 N2 C4 -171.3(2) . .
Cu1 N1 N2 C4 26.8(3) . .
N2 N1 C1 C2 -0.2(3) . .
Cu1 N1 C1 C2 163.04(18) . .
N1 C1 C2 C3 0.7(3) . .
N1 N2 C3 C2 0.8(3) . .
C4 N2 C3 C2 171.2(2) . .
C1 C2 C3 N2 -0.9(3) . .
C3 N2 C4 C5 -70.7(3) . .
N1 N2 C4 C5 98.7(3) . .
N2 C4 C5 C10 89.8(3) . .
N2 C4 C5 C6 -84.3(3) . .
C10 C5 C6 C7 -2.3(4) . .
C4 C5 C6 C7 171.7(2) . .
C10 C5 C6 C11 175.4(2) . .
C4 C5 C6 C11 -10.6(4) . .
C5 C6 C7 C8 1.9(4) . .
C11 C6 C7 C8 -175.8(2) . .
C6 C7 C8 C9 0.1(4) . .
C7 C8 C9 C10 -1.6(4) . .
C6 C5 C10 C9 0.7(4) . .
C4 C5 C10 C9 -173.5(2) . .
C8 C9 C10 C5 1.2(4) . .
C7 C6 C11 C12 -59.0(3) . 2_765
C5 C6 C11 C12 123.4(3) . 2_765
C7 C6 C11 C12 117.6(3) . .
C5 C6 C11 C12 -60.0(3) . .
C12 C11 C12 C11 -0.5(5) 2_765 3_675
C6 C11 C12 C11 -177.17(17) . 3_675
O1 S1 C13 F1 -69.08(10) 3_665 .
O1 S1 C13 F1 50.92(10) 2_655 .
O1 S1 C13 F1 170.92(10) . .
O1 S1 C13 F1 50.92(10) 3_665 2_655
O1 S1 C13 F1 170.92(10) 2_655 2_655
O1 S1 C13 F1 -69.08(10) . 2_655
O1 S1 C13 F1 170.92(10) 3_665 3_665
O1 S1 C13 F1 -69.08(10) 2_655 3_665
O1 S1 C13 F1 50.92(10) . 3_665
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.000 7.0 -0.1
2 -0.333 0.333 0.099 265.8 42.4
3 0.000 0.000 0.235 263.4 42.0
4 0.000 1.000 0.765 263.5 42.4
5 0.333 0.667 0.901 265.7 42.0
6 0.333 0.667 0.432 264.4 42.4
7 0.667 0.333 0.568 264.3 42.0
8 0.333 0.667 0.667 7.6 -0.1
9 0.667 0.333 0.333 7.6 -0.1
