#------------------------------------------------------------------------------
#$Date: 2017-08-24 06:32:02 +0300 (Thu, 24 Aug 2017) $
#$Revision: 199919 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/40/7044029.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_7044029
loop_
_publ_author_name
'Kuzmina, Olga'
'Hassan, Hasyareeda'
'Patel, Laura'
'Ashworth, Claire'
'Bakis, Eduards'
'White, Andrew J. P.'
'Hunt, Patricia'
'Welton, Tom'
_publ_section_title
;
 The impact of ionic liquids on the coordination of anions with
 solvatochromic copper complexes
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT02372C
_journal_year                    2017
_chemical_formula_moiety         'C11 H23 Cu N2 O2, C F3 O3 S'
_chemical_formula_sum            'C12 H23 Cu F3 N2 O5 S'
_chemical_formula_weight         427.92
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-10-05 deposited with the CCDC.
2017-08-23 downloaded from the CCDC.
;
_cell_angle_alpha                93.461(15)
_cell_angle_beta                 98.617(15)
_cell_angle_gamma                91.736(13)
_cell_formula_units_Z            4
_cell_length_a                   8.8800(14)
_cell_length_b                   13.920(2)
_cell_length_c                   14.969(3)
_cell_measurement_reflns_used    19668
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      70.7782
_cell_measurement_theta_min      2.9900
_cell_volume                     1824.6(5)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43913
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.896
_diffrn_reflns_theta_min         2.992
_exptl_absorpt_coefficient_mu    3.265
_exptl_absorpt_correction_T_max  1.15404
_exptl_absorpt_correction_T_min  0.66992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET) 
(compiled Mar 23 2006,23:39:28) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_description       'platy needles'
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         6961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0302
_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)+(0.0550P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0803
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5400
_reflns_number_total             6961
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt02372c2.cif
_cod_data_source_block           Cu-acac-tmen_OTf
_cod_original_cell_volume        1824.6(6)
_cod_database_code               7044029
_shelx_shelxl_version_number     2014/7
_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. 
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu1A Cu 0.33821(3) 0.37355(2) 0.72128(2) 0.03450(9) Uani 1 1 d . .
N1A N 0.52098(19) 0.30690(12) 0.78618(12) 0.0350(4) Uani 1 1 d . .
C2A C 0.5572(2) 0.23337(15) 0.71762(15) 0.0401(5) Uani 1 1 d . .
H2AA H 0.4812 0.1789 0.7110 0.048 Uiso 1 1 calc R U
H2AB H 0.6591 0.2083 0.7375 0.048 Uiso 1 1 calc R U
C3A C 0.5553(2) 0.27751(16) 0.62813(15) 0.0420(5) Uani 1 1 d . .
H3AA H 0.6403 0.3261 0.6326 0.050 Uiso 1 1 calc R U
H3AB H 0.5691 0.2270 0.5809 0.050 Uiso 1 1 calc R U
N4A N 0.40790(19) 0.32382(12) 0.60280(11) 0.0339(4) Uani 1 1 d . .
C5A C 0.4928(3) 0.25952(17) 0.86826(16) 0.0470(5) Uani 1 1 d . .
H5AA H 0.4646 0.3078 0.9126 0.071 Uiso 1 1 calc R U
H5AB H 0.5855 0.2287 0.8944 0.071 Uiso 1 1 calc R U
H5AC H 0.4097 0.2107 0.8521 0.071 Uiso 1 1 calc R U
C6A C 0.6485(3) 0.38008(16) 0.81281(18) 0.0485(6) Uani 1 1 d . .
H6AA H 0.6661 0.4143 0.7598 0.073 Uiso 1 1 calc R U
H6AB H 0.7412 0.3479 0.8367 0.073 Uiso 1 1 calc R U
H6AC H 0.6219 0.4262 0.8595 0.073 Uiso 1 1 calc R U
C7A C 0.4293(3) 0.40465(16) 0.54468(15) 0.0458(5) Uani 1 1 d . .
H7AA H 0.5035 0.4525 0.5780 0.069 Uiso 1 1 calc R U
H7AB H 0.3317 0.4348 0.5280 0.069 Uiso 1 1 calc R U
H7AC H 0.4669 0.3799 0.4898 0.069 Uiso 1 1 calc R U
C8A C 0.2939(3) 0.25326(17) 0.55192(16) 0.0476(6) Uani 1 1 d . .
H8AA H 0.1937 0.2819 0.5432 0.071 Uiso 1 1 calc R U
H8AB H 0.2889 0.1956 0.5860 0.071 Uiso 1 1 calc R U
H8AC H 0.3234 0.2355 0.4928 0.071 Uiso 1 1 calc R U
O9A O 0.16555(16) 0.42970(10) 0.65306(10) 0.0391(3) Uani 1 1 d . .
C9A C 0.0639(2) 0.47442(14) 0.68920(15) 0.0377(5) Uani 1 1 d . .
C10A C 0.0724(3) 0.50081(15) 0.78024(16) 0.0420(5) Uani 1 1 d . .
H10A H -0.0107 0.5342 0.7986 0.050 Uiso 1 1 calc R U
C11A C 0.1924(2) 0.48259(14) 0.84731(15) 0.0379(5) Uani 1 1 d . .
O11A O 0.30870(17) 0.43556(10) 0.83460(10) 0.0404(3) Uani 1 1 d . .
C12A C -0.0743(3) 0.49839(18) 0.62393(17) 0.0515(6) Uani 1 1 d . .
H12A H -0.0420 0.5347 0.5755 0.077 Uiso 1 1 calc R U
H12B H -0.1417 0.5374 0.6562 0.077 Uiso 1 1 calc R U
H12C H -0.1291 0.4387 0.5977 0.077 Uiso 1 1 calc R U
C13A C 0.1907(3) 0.51802(17) 0.94438(16) 0.0505(6) Uani 1 1 d . .
H13A H 0.1851 0.4628 0.9815 0.076 Uiso 1 1 calc R U
H13B H 0.1018 0.5574 0.9479 0.076 Uiso 1 1 calc R U
H13C H 0.2840 0.5569 0.9668 0.076 Uiso 1 1 calc R U
S20A S 0.03526(6) 0.19284(4) 0.73808(4) 0.04053(13) Uani 1 1 d . .
O21A O 0.18923(17) 0.22642(11) 0.73475(11) 0.0481(4) Uani 1 1 d . .
O22A O -0.08094(18) 0.25536(13) 0.70103(13) 0.0586(5) Uani 1 1 d . .
O23A O 0.0047(2) 0.09208(12) 0.71372(12) 0.0588(5) Uani 1 1 d . .
C20A C 0.0272(3) 0.20143(16) 0.85997(17) 0.0442(5) Uani 1 1 d . .
F21A F -0.10948(18) 0.16947(12) 0.87674(11) 0.0666(4) Uani 1 1 d . .
F22A F 0.13096(18) 0.14856(11) 0.90451(10) 0.0641(4) Uani 1 1 d . .
F23A F 0.0483(2) 0.29074(10) 0.89506(11) 0.0663(4) Uani 1 1 d . .
Cu1B Cu 0.31087(3) 0.87197(2) 0.73260(2) 0.03251(9) Uani 1 1 d . .
N1B N 0.15799(19) 0.82694(12) 0.81212(12) 0.0347(4) Uani 1 1 d . .
C2B C 0.0426(3) 0.76486(19) 0.75060(17) 0.0528(6) Uani 1 1 d . .
H2BA H 0.0839 0.7007 0.7396 0.063 Uiso 1 1 calc R U
H2BB H -0.0500 0.7561 0.7792 0.063 Uiso 1 1 calc R U
C3B C 0.0032(3) 0.8099(2) 0.66386(17) 0.0547(6) Uani 1 1 d . .
H3BA H -0.0518 0.8695 0.6738 0.066 Uiso 1 1 calc R U
H3BB H -0.0652 0.7653 0.6208 0.066 Uiso 1 1 calc R U
N4B N 0.14398(19) 0.83370(13) 0.62426(12) 0.0368(4) Uani 1 1 d . .
C5B C 0.2258(3) 0.76894(16) 0.88656(15) 0.0450(5) Uani 1 1 d . .
H5BA H 0.2699 0.7117 0.8611 0.067 Uiso 1 1 calc R U
H5BB H 0.1466 0.7491 0.9215 0.067 Uiso 1 1 calc R U
H5BC H 0.3058 0.8076 0.9263 0.067 Uiso 1 1 calc R U
C6B C 0.0912(3) 0.91215(17) 0.85216(17) 0.0504(6) Uani 1 1 d . .
H6BA H 0.0428 0.9504 0.8037 0.076 Uiso 1 1 calc R U
H6BB H 0.1717 0.9515 0.8909 0.076 Uiso 1 1 calc R U
H6BC H 0.0146 0.8912 0.8885 0.076 Uiso 1 1 calc R U
C7B C 0.1103(3) 0.91443(18) 0.56552(17) 0.0524(6) Uani 1 1 d . .
H7BA H 0.0831 0.9704 0.6018 0.079 Uiso 1 1 calc R U
H7BB H 0.0250 0.8953 0.5176 0.079 Uiso 1 1 calc R U
H7BC H 0.2004 0.9311 0.5382 0.079 Uiso 1 1 calc R U
C8B C 0.1901(3) 0.75172(19) 0.56999(17) 0.0595(7) Uani 1 1 d . .
H8BA H 0.2001 0.6954 0.6063 0.089 Uiso 1 1 calc R U
H8BB H 0.2883 0.7676 0.5509 0.089 Uiso 1 1 calc R U
H8BC H 0.1129 0.7373 0.5164 0.089 Uiso 1 1 calc R U
O9B O 0.43703(16) 0.92337(10) 0.65173(10) 0.0394(3) Uani 1 1 d . .
C9B C 0.5716(2) 0.96090(14) 0.67721(14) 0.0339(4) Uani 1 1 d . .
C10B C 0.6415(2) 0.97862(14) 0.76557(14) 0.0352(4) Uani 1 1 d . .
H10B H 0.7434 1.0043 0.7752 0.042 Uiso 1 1 calc R U
C11B C 0.5748(2) 0.96189(14) 0.84140(14) 0.0354(4) Uani 1 1 d . .
O11B O 0.43984(16) 0.92615(10) 0.84002(9) 0.0385(3) Uani 1 1 d . .
C12B C 0.6553(2) 0.98866(17) 0.60119(15) 0.0431(5) Uani 1 1 d . .
H12D H 0.6705 0.9309 0.5634 0.065 Uiso 1 1 calc R U
H12E H 0.7545 1.0193 0.6267 0.065 Uiso 1 1 calc R U
H12F H 0.5952 1.0339 0.5643 0.065 Uiso 1 1 calc R U
C13B C 0.6621(3) 0.98773(17) 0.93452(15) 0.0445(5) Uani 1 1 d . .
H13D H 0.6160 1.0427 0.9625 0.067 Uiso 1 1 calc R U
H13E H 0.7683 1.0048 0.9297 0.067 Uiso 1 1 calc R U
H13F H 0.6587 0.9325 0.9719 0.067 Uiso 1 1 calc R U
S20B S 0.56018(6) 0.66980(4) 0.73180(3) 0.03740(12) Uani 1 1 d . .
O21B O 0.42282(17) 0.72110(11) 0.73715(11) 0.0454(4) Uani 1 1 d . .
O22B O 0.67183(19) 0.71950(14) 0.68971(12) 0.0605(5) Uani 1 1 d . .
O23B O 0.5345(2) 0.56893(12) 0.70537(12) 0.0616(5) Uani 1 1 d . .
C20B C 0.6465(2) 0.67021(15) 0.85062(15) 0.0398(5) Uani 1 1 d . .
F21B F 0.77542(15) 0.62164(11) 0.85982(10) 0.0566(4) Uani 1 1 d . .
F22B F 0.55485(16) 0.62844(11) 0.90019(10) 0.0605(4) Uani 1 1 d . .
F23B F 0.6831(2) 0.75831(10) 0.88641(11) 0.0688(5) 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'
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'
S S 0.3331 0.5567 '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_3
O11A Cu1A O9A 94.46(6) .
O11A Cu1A N1A 89.38(7) .
O9A Cu1A N1A 175.96(7) .
O11A Cu1A N4A 168.81(7) .
O9A Cu1A N4A 89.96(7) .
N1A Cu1A N4A 86.47(7) .
O11A Cu1A O21A 96.36(6) .
O9A Cu1A O21A 91.64(6) .
N1A Cu1A O21A 86.69(6) .
N4A Cu1A O21A 93.77(6) .
O11A Cu1A O23B 83.07(6) .
O9A Cu1A O23B 88.40(6) .
N1A Cu1A O23B 93.30(6) .
N4A Cu1A O23B 86.79(6) .
O21A Cu1A O23B 179.43(5) .
C5A N1A C2A 109.46(16) .
C5A N1A C6A 108.17(18) .
C2A N1A C6A 111.77(17) .
C5A N1A Cu1A 114.89(13) .
C2A N1A Cu1A 104.15(13) .
C6A N1A Cu1A 108.43(13) .
N1A C2A C3A 109.67(17) .
N4A C3A C2A 109.70(17) .
C8A N4A C3A 110.30(17) .
C8A N4A C7A 108.68(17) .
C3A N4A C7A 109.77(17) .
C8A N4A Cu1A 110.54(13) .
C3A N4A Cu1A 106.84(13) .
C7A N4A Cu1A 110.71(13) .
C9A O9A Cu1A 123.76(14) .
O9A C9A C10A 125.4(2) .
O9A C9A C12A 114.9(2) .
C10A C9A C12A 119.7(2) .
C9A C10A C11A 125.5(2) .
O11A C11A C10A 125.1(2) .
O11A C11A C13A 114.4(2) .
C10A C11A C13A 120.5(2) .
C11A O11A Cu1A 124.67(15) .
O23A S20A O22A 115.28(12) .
O23A S20A O21A 114.81(11) .
O22A S20A O21A 114.93(10) .
O23A S20A C20A 102.92(11) .
O22A S20A C20A 104.13(11) .
O21A S20A C20A 102.29(10) .
S20A O21A Cu1A 141.13(10) .
F23A C20A F22A 108.1(2) .
F23A C20A F21A 107.0(2) .
F22A C20A F21A 107.08(19) .
F23A C20A S20A 112.13(16) .
F22A C20A S20A 111.49(16) .
F21A C20A S20A 110.85(16) .
O9B Cu1B O11B 93.88(6) .
O9B Cu1B N1B 173.54(7) .
O11B Cu1B N1B 89.00(7) .
O9B Cu1B N4B 89.91(7) .
O11B Cu1B N4B 168.88(7) .
N1B Cu1B N4B 86.22(7) .
O9B Cu1B O21B 95.20(6) .
O11B Cu1B O21B 94.25(6) .
N1B Cu1B O21B 90.35(6) .
N4B Cu1B O21B 95.81(7) .
O9B Cu1B O23A 95.51(5) 1_565
O11B Cu1B O23A 96.33(5) 1_565
N1B Cu1B O23A 78.41(6) 1_565
N4B Cu1B O23A 72.88(6) 1_565
O21B Cu1B O23A 164.38(5) 1_565
C6B N1B C5B 108.36(17) .
C6B N1B C2B 112.49(19) .
C5B N1B C2B 108.19(17) .
C6B N1B Cu1B 108.91(13) .
C5B N1B Cu1B 113.62(13) .
C2B N1B Cu1B 105.35(13) .
C3B C2B N1B 109.77(19) .
C2B C3B N4B 110.6(2) .
C8B N4B C7B 108.93(19) .
C8B N4B C3B 111.9(2) .
C7B N4B C3B 107.74(19) .
C8B N4B Cu1B 110.47(14) .
C7B N4B Cu1B 111.79(14) .
C3B N4B Cu1B 105.96(13) .
C9B O9B Cu1B 124.05(14) .
O9B C9B C10B 125.85(19) .
O9B C9B C12B 114.95(18) .
C10B C9B C12B 119.19(18) .
C9B C10B C11B 125.13(19) .
O11B C11B C10B 125.12(19) .
O11B C11B C13B 115.05(19) .
C10B C11B C13B 119.82(19) .
C11B O11B Cu1B 124.42(14) .
O22B S20B O23B 115.91(12) .
O22B S20B O21B 114.73(11) .
O23B S20B O21B 114.16(11) .
O22B S20B C20B 104.10(11) .
O23B S20B C20B 103.13(11) .
O21B S20B C20B 102.41(10) .
S20B O21B Cu1B 145.63(10) .
S20B O23B Cu1A 147.01(11) .
F23B C20B F22B 108.34(19) .
F23B C20B F21B 106.66(19) .
F22B C20B F21B 106.63(18) .
F23B C20B S20B 111.91(16) .
F22B C20B S20B 111.80(16) .
F21B C20B S20B 111.21(15) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1A O11A 1.9135(15) .
Cu1A O9A 1.9246(14) .
Cu1A N1A 2.0411(17) .
Cu1A N4A 2.0527(17) .
Cu1A O21A 2.4395(16) .
Cu1A O23B 3.226(2) .
N1A C5A 1.479(3) .
N1A C2A 1.482(3) .
N1A C6A 1.491(3) .
C2A C3A 1.505(3) .
C3A N4A 1.485(3) .
N4A C8A 1.479(3) .
N4A C7A 1.488(3) .
O9A C9A 1.279(3) .
C9A C10A 1.380(3) .
C9A C12A 1.509(3) .
C10A C11A 1.391(3) .
C11A O11A 1.271(3) .
C11A C13A 1.508(3) .
S20A O23A 1.4350(17) .
S20A O22A 1.4391(17) .
S20A O21A 1.4404(16) .
S20A C20A 1.833(3) .
C20A F23A 1.317(3) .
C20A F22A 1.323(3) .
C20A F21A 1.344(3) .
Cu1B O9B 1.9221(14) .
Cu1B O11B 1.9274(15) .
Cu1B N1B 2.0434(17) .
Cu1B N4B 2.0585(17) .
Cu1B O21B 2.3510(15) .
Cu1B O23A 4.152(2) 1_565
N1B C6B 1.477(3) .
N1B C5B 1.481(3) .
N1B C2B 1.487(3) .
C2B C3B 1.476(3) .
C3B N4B 1.498(3) .
N4B C8B 1.465(3) .
N4B C7B 1.479(3) .
O9B C9B 1.283(2) .
C9B C10B 1.379(3) .
C9B C12B 1.512(3) .
C10B C11B 1.385(3) .
C11B O11B 1.280(2) .
C11B C13B 1.507(3) .
S20B O22B 1.4342(18) .
S20B O23B 1.4377(17) .
S20B O21B 1.4418(15) .
S20B C20B 1.828(2) .
C20B F23B 1.319(3) .
C20B F22B 1.325(3) .
C20B F21B 1.340(2) .
