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#$Date: 2015-12-09 15:53:49 +0200 (Wed, 09 Dec 2015) $
#$Revision: 171150 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/74/7037422.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_7037422
loop_
_publ_author_name
'van Dijkman, Thomas F.'
'Siegler, Maxime A.'
'Bouwman, Elisabeth'
_publ_section_title
;
 Highly tunable fluorinated trispyrazolylborates
 [HB(3-CF3-5-{4-RPh}pz)3](-) (R = NO2, CF3, Cl, F, H, OMe and NMe2) and
 their copper(i) complexes.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              21109
_journal_page_last               21123
_journal_paper_doi               10.1039/c5dt04006j
_journal_volume                  44
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C31 H16 B Cu F12 N6 O'
_chemical_formula_sum            'C31 H16 B Cu F12 N6 O'
_chemical_formula_weight         790.85
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_Hall           'R 3 -2"c'
_space_group_name_H-M_alt        'R 3 c :H'
_symmetry_space_group_name_Hall  'R 3 -2"c'
_symmetry_space_group_name_H-M   'R 3 c :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-10-08 deposited with the CCDC.
2015-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   13.98309(14)
_cell_length_b                   13.98309(14)
_cell_length_c                   29.4298(3)
_cell_measurement_reflns_used    15854
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      72.00
_cell_measurement_theta_min      3.91
_cell_volume                     4983.38(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_av_unetI/netI     0.0092
_diffrn_reflns_laue_measured_fraction_full 0.995
_diffrn_reflns_laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            19972
_diffrn_reflns_point_group_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.751
_diffrn_reflns_theta_min         6.330
_exptl_absorpt_coefficient_mu    1.881
_exptl_absorpt_correction_T_max  0.816
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_description       'irregular block'
_exptl_crystal_F_000             2364
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 888 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.009(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1992
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0430P)²+1.8994P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0587
_refine_ls_wR_factor_ref         0.0588
_reflns_Friedel_coverage         0.831
_reflns_friedel_fraction_full    0.844
_reflns_friedel_fraction_max     0.834
_reflns_number_gt                1984
_reflns_number_total             1992
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt04006j2.cif
_cod_data_source_block           6d
_cod_depositor_comments
'Adding full bibliography for 7037416--7037425.cif.'
_cod_original_cell_volume        4983.38(11)
_cod_database_code               7037422
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'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'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'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'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.6667 0.3333 0.39046(2) 0.02370(15) Uani 1 3 d S T P
C1 C 0.6667 0.3333 0.45130(19) 0.0462(13) Uani 1 3 d S T P
C13 C 0.91041(17) 0.41744(16) 0.35528(7) 0.0226(4) Uani 1 1 d . . .
C14 C 0.96525(16) 0.44471(16) 0.31385(8) 0.0225(4) Uani 1 1 d . . .
H14 H 1.0417 0.4723 0.3085 0.027 Uiso 1 1 calc R U .
C15 C 0.88348(15) 0.42255(15) 0.28194(7) 0.0189(4) Uani 1 1 d . . .
C131 C 0.95719(17) 0.42856(17) 0.40177(8) 0.0276(5) Uani 1 1 d . . .
C151 C 0.89538(16) 0.44180(14) 0.23258(8) 0.0189(4) Uani 1 1 d . . .
C152 C 0.96199(16) 0.41214(17) 0.20793(8) 0.0243(4) Uani 1 1 d . . .
H152 H 0.9952 0.3759 0.2229 0.029 Uiso 1 1 calc R U .
C153 C 0.98000(17) 0.43515(17) 0.16196(8) 0.0277(4) Uani 1 1 d . . .
H153 H 1.0259 0.4157 0.1452 0.033 Uiso 1 1 calc R U .
C154 C 0.92994(19) 0.48683(18) 0.14104(8) 0.0290(5) Uani 1 1 d . . .
C155 C 0.86323(18) 0.51686(17) 0.16415(7) 0.0282(5) Uani 1 1 d . . .
H155 H 0.8292 0.5518 0.1488 0.034 Uiso 1 1 calc R U .
C156 C 0.84699(16) 0.49485(15) 0.21029(7) 0.0228(4) Uani 1 1 d . . .
H156 H 0.8024 0.5162 0.2269 0.027 Uiso 1 1 calc R U .
B1 B 0.6667 0.3333 0.28630(16) 0.0166(8) Uani 1 3 d S T P
H1 H 0.6667 0.3333 0.2509(19) 0.020 Uiso 1 3 d S U P
N11 N 0.78626(14) 0.38297(13) 0.30476(6) 0.0174(3) Uani 1 1 d . . .
N12 N 0.80328(15) 0.38033(13) 0.35027(6) 0.0204(3) Uani 1 1 d . . .
O11 O 0.6667 0.3333 0.48945(18) 0.096(2) Uani 1 3 d S T P
F11 F 1.06310(13) 0.45821(17) 0.40046(6) 0.0573(5) Uani 1 1 d . . .
F12 F 0.94907(15) 0.50441(12) 0.42684(5) 0.0450(4) Uani 1 1 d . . .
F13 F 0.90556(13) 0.33578(11) 0.42595(5) 0.0394(3) Uani 1 1 d . . .
F14 F 0.94766(14) 0.50973(13) 0.09598(5) 0.0424(4) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
C1 Cu1 N12 125.13(5) . 2_655
C1 Cu1 N12 125.13(5) . .
N12 Cu1 N12 90.19(7) 2_655 .
C1 Cu1 N12 125.13(5) . 3_665
N12 Cu1 N12 90.20(7) 2_655 3_665
N12 Cu1 N12 90.19(7) . 3_665
O11 C1 Cu1 180.0 . .
N12 C13 C14 111.76(18) . .
N12 C13 C131 119.6(2) . .
C14 C13 C131 128.61(19) . .
C13 C14 C15 104.61(17) . .
C13 C14 H14 127.7 . .
C15 C14 H14 127.7 . .
N11 C15 C14 107.48(18) . .
N11 C15 C151 124.06(18) . .
C14 C15 C151 128.39(18) . .
F11 C131 F13 107.30(18) . .
F11 C131 F12 106.96(19) . .
F13 C131 F12 104.90(19) . .
F11 C131 C13 111.7(2) . .
F13 C131 C13 113.14(17) . .
F12 C131 C13 112.37(17) . .
C156 C151 C152 119.1(2) . .
C156 C151 C15 121.44(18) . .
C152 C151 C15 119.31(18) . .
C153 C152 C151 120.6(2) . .
C153 C152 H152 119.7 . .
C151 C152 H152 119.7 . .
C154 C153 C152 118.5(2) . .
C154 C153 H153 120.7 . .
C152 C153 H153 120.7 . .
F14 C154 C153 118.7(2) . .
F14 C154 C155 118.8(2) . .
C153 C154 C155 122.6(2) . .
C154 C155 C156 118.5(2) . .
C154 C155 H155 120.8 . .
C156 C155 H155 120.8 . .
C155 C156 C151 120.69(19) . .
C155 C156 H156 119.7 . .
C151 C156 H156 119.7 . .
N11 B1 N11 108.45(17) 3_665 .
N11 B1 N11 108.45(17) 3_665 2_655
N11 B1 N11 108.45(17) . 2_655
N11 B1 H1 110.48(16) 3_665 .
N11 B1 H1 110.47(17) . .
N11 B1 H1 110.48(17) 2_655 .
C15 N11 N12 110.07(16) . .
C15 N11 B1 130.0(2) . .
N12 N11 B1 119.7(2) . .
C13 N12 N11 106.07(17) . .
C13 N12 Cu1 138.49(15) . .
N11 N12 Cu1 115.26(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 C1 1.791(6) .
Cu1 N12 2.0552(19) 2_655
Cu1 N12 2.0553(19) .
Cu1 N12 2.0553(19) 3_665
C1 O11 1.123(8) .
C13 N12 1.326(3) .
C13 C14 1.388(3) .
C13 C131 1.491(3) .
C14 C15 1.390(3) .
C14 H14 0.9500 .
C15 N11 1.361(3) .
C15 C151 1.472(3) .
C131 F11 1.324(3) .
C131 F13 1.332(3) .
C131 F12 1.343(3) .
C151 C156 1.393(3) .
C151 C152 1.397(3) .
C152 C153 1.384(3) .
C152 H152 0.9500 .
C153 C154 1.377(3) .
C153 H153 0.9500 .
C154 F14 1.358(3) .
C154 C155 1.379(3) .
C155 C156 1.386(3) .
C155 H155 0.9500 .
C156 H156 0.9500 .
B1 N11 1.553(2) 3_665
B1 N11 1.553(2) .
B1 N11 1.553(2) 2_655
B1 H1 1.04(5) .
N11 N12 1.364(2) .
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
N12 C13 C14 C15 0.5(2) .
C131 C13 C14 C15 -177.28(19) .
C13 C14 C15 N11 -0.8(2) .
C13 C14 C15 C151 176.35(18) .
N12 C13 C131 F11 175.03(19) .
C14 C13 C131 F11 -7.3(3) .
N12 C13 C131 F13 53.8(3) .
C14 C13 C131 F13 -128.5(2) .
N12 C13 C131 F12 -64.7(2) .
C14 C13 C131 F12 112.9(2) .
N11 C15 C151 C156 45.5(3) .
C14 C15 C151 C156 -131.2(2) .
N11 C15 C151 C152 -138.3(2) .
C14 C15 C151 C152 45.0(3) .
C156 C151 C152 C153 0.1(3) .
C15 C151 C152 C153 -176.17(18) .
C151 C152 C153 C154 -0.6(3) .
C152 C153 C154 F14 179.85(19) .
C152 C153 C154 C155 0.3(3) .
F14 C154 C155 C156 -178.95(19) .
C153 C154 C155 C156 0.6(3) .
C154 C155 C156 C151 -1.2(3) .
C152 C151 C156 C155 0.8(3) .
C15 C151 C156 C155 177.00(19) .
C14 C15 N11 N12 0.8(2) .
C151 C15 N11 N12 -176.51(15) .
C14 C15 N11 B1 -172.66(14) .
C151 C15 N11 B1 10.1(3) .
N11 B1 N11 C15 120.6(3) 3_665
N11 B1 N11 C15 -121.8(3) 2_655
N11 B1 N11 N12 -52.2(2) 3_665
N11 B1 N11 N12 65.3(2) 2_655
C14 C13 N12 N11 -0.1(2) .
C131 C13 N12 N11 177.95(17) .
C14 C13 N12 Cu1 -174.74(15) .
C131 C13 N12 Cu1 3.3(3) .
C15 N11 N12 C13 -0.4(2) .
B1 N11 N12 C13 173.77(13) .
C15 N11 N12 Cu1 175.67(12) .
B1 N11 N12 Cu1 -10.14(17) .
