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#$Date: 2017-08-24 06:32:02 +0300 (Thu, 24 Aug 2017) $
#$Revision: 199919 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/40/7044027.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_7044027
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, C2 F6 N O4 S2'
_chemical_formula_sum            'C13 H23 Cu F6 N3 O6 S2'
_chemical_formula_weight         559.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-10-12 deposited with the CCDC.
2017-08-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.972(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9813(2)
_cell_length_b                   14.3100(4)
_cell_length_c                   15.7212(4)
_cell_measurement_reflns_used    2676
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.3540
_cell_measurement_theta_min      2.9820
_cell_volume                     2228.89(10)
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0382
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7579
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.107
_diffrn_reflns_theta_min         2.610
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_T_max  0.818
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) 
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) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            'Dark blue'
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0040(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         4464
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0326
_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)+(0.0321P)²+1.0140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0789
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3711
_reflns_number_total             4464
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt02372c2.cif
_cod_data_source_block           Cu-acac-tmen_NTf2
_cod_database_code               7044027
_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Cu1 Cu 0.67208(3) 0.50466(2) 0.27063(2) 0.02165(10) Uani 1 1 d . .
N1 N 0.48293(19) 0.55307(14) 0.23278(12) 0.0248(4) Uani 1 1 d . .
C2 C 0.4321(3) 0.5839(2) 0.31310(18) 0.0413(7) Uani 1 1 d . .
H2A H 0.4039 0.5287 0.3445 0.050 Uiso 1 1 calc R U
H2B H 0.3523 0.6246 0.2991 0.050 Uiso 1 1 calc R U
C3 C 0.5386(3) 0.6358(2) 0.36797(18) 0.0395(7) Uani 1 1 d . .
H3A H 0.5552 0.6965 0.3410 0.047 Uiso 1 1 calc R U
H3B H 0.5082 0.6482 0.4245 0.047 Uiso 1 1 calc R U
N4 N 0.66497(19) 0.58098(13) 0.37960(12) 0.0228(4) Uani 1 1 d . .
C5 C 0.3891(3) 0.48219(19) 0.19093(19) 0.0386(7) Uani 1 1 d . .
H5A H 0.4220 0.4607 0.1380 0.058 Uiso 1 1 calc R U
H5B H 0.2992 0.5099 0.1773 0.058 Uiso 1 1 calc R U
H5C H 0.3839 0.4291 0.2297 0.058 Uiso 1 1 calc R U
C6 C 0.4929(3) 0.6301(2) 0.17197(18) 0.0419(7) Uani 1 1 d . .
H6A H 0.5563 0.6772 0.1982 0.063 Uiso 1 1 calc R U
H6B H 0.4038 0.6587 0.1574 0.063 Uiso 1 1 calc R U
H6C H 0.5252 0.6059 0.1198 0.063 Uiso 1 1 calc R U
C7 C 0.7815(3) 0.64619(19) 0.39347(18) 0.0390(7) Uani 1 1 d . .
H7A H 0.8658 0.6104 0.3998 0.058 Uiso 1 1 calc R U
H7B H 0.7755 0.6829 0.4455 0.058 Uiso 1 1 calc R U
H7C H 0.7799 0.6883 0.3442 0.058 Uiso 1 1 calc R U
C8 C 0.6705(3) 0.51934(18) 0.45475(16) 0.0354(6) Uani 1 1 d . .
H8A H 0.5931 0.4767 0.4479 0.053 Uiso 1 1 calc R U
H8B H 0.6678 0.5572 0.5065 0.053 Uiso 1 1 calc R U
H8C H 0.7544 0.4830 0.4599 0.053 Uiso 1 1 calc R U
O9 O 0.85114(17) 0.46770(13) 0.31326(11) 0.0326(4) Uani 1 1 d . .
C9 C 0.9349(3) 0.43015(17) 0.26821(18) 0.0331(6) Uani 1 1 d . .
C10 C 0.9074(3) 0.40622(18) 0.18274(18) 0.0377(7) Uani 1 1 d . .
H10A H 0.9779 0.3782 0.1561 0.045 Uiso 1 1 calc R U
C11 C 0.7847(3) 0.41997(17) 0.13289(16) 0.0334(6) Uani 1 1 d . .
O11 O 0.67958(18) 0.45446(12) 0.15924(10) 0.0311(4) Uani 1 1 d . .
C12 C 1.0740(3) 0.4141(2) 0.3150(2) 0.0504(8) Uani 1 1 d . .
H12A H 1.1178 0.4745 0.3288 0.076 Uiso 1 1 calc R U
H12B H 1.1279 0.3780 0.2785 0.076 Uiso 1 1 calc R U
H12C H 1.0668 0.3795 0.3680 0.076 Uiso 1 1 calc R U
C13 C 0.7694(4) 0.3947(2) 0.03936(17) 0.0505(8) Uani 1 1 d . .
H13A H 0.6817 0.3646 0.0237 0.076 Uiso 1 1 calc R U
H13B H 0.8417 0.3516 0.0284 0.076 Uiso 1 1 calc R U
H13C H 0.7748 0.4514 0.0050 0.076 Uiso 1 1 calc R U
N20 N 0.6288(2) 0.27233(14) 0.45820(12) 0.0255(4) Uani 1 1 d . .
S21 S 0.60690(6) 0.26759(4) 0.35746(4) 0.02607(15) Uani 1 1 d . .
O23 O 0.70251(19) 0.21676(15) 0.31624(11) 0.0452(5) Uani 1 1 d . .
O22 O 0.56780(19) 0.35847(13) 0.32570(11) 0.0401(5) Uani 1 1 d . .
C24 C 0.4502(3) 0.2008(2) 0.33739(17) 0.0413(7) Uani 1 1 d . .
F25 F 0.4161(2) 0.19064(18) 0.25452(11) 0.0892(8) Uani 1 1 d . .
F27 F 0.35047(17) 0.24416(14) 0.36938(13) 0.0638(5) Uani 1 1 d . .
F26 F 0.4629(2) 0.11755(12) 0.37301(12) 0.0602(5) Uani 1 1 d . .
S28 S 0.72214(6) 0.20454(4) 0.51819(4) 0.02286(14) Uani 1 1 d . .
O29 O 0.67394(17) 0.20181(13) 0.59971(10) 0.0355(4) Uani 1 1 d . .
O30 O 0.76094(19) 0.12001(11) 0.48099(11) 0.0364(4) Uani 1 1 d . .
C31 C 0.8779(2) 0.27166(18) 0.53802(15) 0.0285(5) Uani 1 1 d . .
F32 F 0.96816(15) 0.22489(11) 0.59032(10) 0.0444(4) Uani 1 1 d . .
F33 F 0.92962(17) 0.28827(12) 0.46597(10) 0.0510(5) Uani 1 1 d . .
F34 F 0.85766(16) 0.35316(10) 0.57421(10) 0.0429(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 0.0033 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'
Cu Cu 0.3201 1.2651 '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'
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'
S S 0.1246 0.1234 '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
O11 Cu1 O9 94.52(7) .
O11 Cu1 N1 89.89(8) .
O9 Cu1 N1 175.06(8) .
O11 Cu1 N4 169.82(8) .
O9 Cu1 N4 88.85(7) .
N1 Cu1 N4 86.42(8) .
O11 Cu1 O22 93.81(7) .
O9 Cu1 O22 93.28(7) .
N1 Cu1 O22 88.62(7) .
N4 Cu1 O22 95.59(7) .
O11 Cu1 O23 85.13(6) 2_655
O9 Cu1 O23 90.74(6) 2_655
N1 Cu1 O23 87.43(6) 2_655
N4 Cu1 O23 85.22(6) 2_655
O22 Cu1 O23 175.91(5) 2_655
C6 N1 C5 108.3(2) .
C6 N1 C2 112.8(2) .
C5 N1 C2 108.6(2) .
C6 N1 Cu1 108.21(15) .
C5 N1 Cu1 114.34(16) .
C2 N1 Cu1 104.72(15) .
N1 C2 C3 110.4(2) .
N4 C3 C2 110.3(2) .
C8 N4 C3 111.5(2) .
C8 N4 C7 107.84(19) .
C3 N4 C7 109.0(2) .
C8 N4 Cu1 110.60(15) .
C3 N4 Cu1 107.24(14) .
C7 N4 Cu1 110.67(15) .
C9 O9 Cu1 124.79(17) .
O9 C9 C10 125.2(2) .
O9 C9 C12 114.8(3) .
C10 C9 C12 119.9(2) .
C9 C10 C11 124.9(2) .
O11 C11 C10 125.3(2) .
O11 C11 C13 114.9(3) .
C10 C11 C13 119.8(2) .
C11 O11 Cu1 124.87(17) .
S21 N20 S28 125.11(13) .
O23 S21 O22 118.50(12) .
O23 S21 N20 117.60(11) .
O22 S21 N20 108.11(11) .
O23 S21 C24 105.20(14) .
O22 S21 C24 102.93(13) .
N20 S21 C24 101.98(12) .
S21 O22 Cu1 139.78(12) .
F25 C24 F26 108.8(3) .
F25 C24 F27 108.2(3) .
F26 C24 F27 107.5(2) .
F25 C24 S21 109.99(19) .
F26 C24 S21 111.3(2) .
F27 C24 S21 110.9(2) .
O30 S28 O29 119.15(11) .
O30 S28 N20 116.71(11) .
O29 S28 N20 108.40(10) .
O30 S28 C31 104.49(12) .
O29 S28 C31 103.60(11) .
N20 S28 C31 102.02(11) .
F33 C31 F34 107.8(2) .
F33 C31 F32 108.4(2) .
F34 C31 F32 107.8(2) .
F33 C31 S28 111.21(17) .
F34 C31 S28 111.48(17) .
F32 C31 S28 109.98(17) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O11 1.9027(16) .
Cu1 O9 1.9059(17) .
Cu1 N1 2.0311(19) .
Cu1 N4 2.0401(18) .
Cu1 O22 2.5354(18) .
Cu1 O23 3.614(2) 2_655
N1 C6 1.471(3) .
N1 C5 1.480(3) .
N1 C2 1.484(3) .
C2 C3 1.485(4) .
C3 N4 1.477(3) .
N4 C8 1.470(3) .
N4 C7 1.486(3) .
O9 C9 1.278(3) .
C9 C10 1.382(4) .
C9 C12 1.508(4) .
C10 C11 1.386(4) .
C11 O11 1.273(3) .
C11 C13 1.504(4) .
N20 S21 1.5737(19) .
N20 S28 1.577(2) .
S21 O23 1.4177(19) .
S21 O22 1.4302(19) .
S21 C24 1.828(3) .
C24 F25 1.314(3) .
C24 F26 1.316(3) .
C24 F27 1.323(3) .
S28 O30 1.4178(17) .
S28 O29 1.4231(17) .
S28 C31 1.822(3) .
C31 F33 1.322(3) .
C31 F34 1.324(3) .
C31 F32 1.325(3) .
