#------------------------------------------------------------------------------
#$Date: 2018-01-17 08:32:44 +0200 (Wed, 17 Jan 2018) $
#$Revision: 205324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/09/2020939.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2020939
loop_
_publ_author_name
'Sivanesan, Dharmalingam'
'Youn, Min Hye'
'Park, Ki Tae'
'Kim, Hak Joo'
'Grace, Andrews Nirmala'
'Jeong, Soon Kwan'
_publ_section_title
;
 Mono- and dinuclear CuII complexes of the benzyldipicolylamine (BDPA)
 ligand: crystal structure, synthesis and characterization
;
_journal_coeditor_code           FP3041
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1024
_journal_page_last               1029
_journal_paper_doi               10.1107/S2053229617012785
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac
'[Cu (C F3 O3 S)2 (C19 H19 N3) (H2 O)], C4 H8 O'
_chemical_formula_moiety         'C21 H21 Cu F6 N3 O7 S2, C4 H8 O'
_chemical_formula_sum            'C25 H29 Cu F6 N3 O8 S2'
_chemical_formula_weight         741.17
_chemical_name_common            'Cu monomer'
_chemical_name_systematic
;Aqua(benzyldipicolylamine-κ³N,N',N'')bis(trifluoromethanesulfonato-κO)copper(II) tetrahydrofuran
monosolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.363(5)
_cell_angle_beta                 93.886(5)
_cell_angle_gamma                105.518(5)
_cell_formula_units_Z            2
_cell_length_a                   8.8133(19)
_cell_length_b                   11.800(3)
_cell_length_c                   15.404(3)
_cell_measurement_reflns_used    1904
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      21.90
_cell_measurement_theta_min      2.64
_cell_volume                     1526.1(6)
_computing_cell_refinement
;
SAINT (Bruker, 2000)
;
_computing_data_collection
;
SMART (Bruker, 2000)
;
_computing_data_reduction
;
SAINT (Bruker, 2000)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0785
_diffrn_reflns_av_sigmaI/netI    0.1934
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8947
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.941
_exptl_absorpt_correction_T_max  0.903
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2000)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             758
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.373
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.725
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5373
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.725
_refine_ls_R_factor_all          0.1262
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0173P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                2353
_reflns_number_total             5373
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fp3041sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2020939
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
C C25 -0.0731(11) 0.4114(10) 0.6205(7) 0.145(4) Uani d . 1 1
H H25A -0.1601 0.3702 0.5744 0.175 Uiso calc R 1 1
H H25B -0.0839 0.4910 0.6414 0.175 Uiso calc R 1 1
Cu Cu1 0.74646(8) 0.97585(6) 0.72992(4) 0.0382(2) Uani d . 1 1
O O1 0.7993(5) 1.1045(4) 0.6564(3) 0.0504(12) Uani d D 1 1
H H1 0.7157 1.1123 0.6315 0.076 Uiso calc RD 1 1
N N1 0.9217(5) 0.9089(4) 0.6989(3) 0.0375(12) Uani d . 1 1
C C1 1.0085(7) 0.9304(5) 0.6300(4) 0.0488(17) Uani d . 1 1
H H1A 0.9886 0.9847 0.5926 0.059 Uiso calc R 1 1
C C2 1.1248(7) 0.8751(6) 0.6130(4) 0.0551(18) Uani d . 1 1
H H2 1.1871 0.8934 0.5658 0.066 Uiso calc R 1 1
C C3 1.1493(7) 0.7943(6) 0.6645(4) 0.0613(19) Uani d . 1 1
H H3 1.2264 0.7533 0.6522 0.074 Uiso calc R 1 1
C C4 1.0608(7) 0.7716(5) 0.7356(4) 0.0494(17) Uani d . 1 1
H H4 1.0773 0.7159 0.7728 0.059 Uiso calc R 1 1
C C5 0.9494(6) 0.8317(5) 0.7505(3) 0.0358(14) Uani d . 1 1
C C6 0.8532(6) 0.8209(5) 0.8288(3) 0.0371(15) Uani d . 1 1
H H6A 0.8367 0.7406 0.8463 0.044 Uiso calc R 1 1
H H6B 0.9114 0.8796 0.8791 0.044 Uiso calc R 1 1
N N2 0.7002(5) 0.8418(4) 0.8061(3) 0.0342(12) Uani d . 1 1
C C7 0.5855(6) 0.7349(4) 0.7534(3) 0.0377(15) Uani d . 1 1
H H7A 0.6320 0.7152 0.6990 0.045 Uiso calc R 1 1
H H7B 0.4879 0.7567 0.7359 0.045 Uiso calc R 1 1
C C8 0.5391(7) 0.6247(5) 0.7976(3) 0.0385(15) Uani d . 1 1
C C9 0.6154(7) 0.5390(5) 0.7835(4) 0.0503(17) Uani d . 1 1
H H9 0.6985 0.5508 0.7464 0.060 Uiso calc R 1 1
C C10 0.5752(8) 0.4336(6) 0.8220(4) 0.067(2) Uani d . 1 1
H H10 0.6275 0.3738 0.8100 0.081 Uiso calc R 1 1
C C11 0.4564(9) 0.4199(6) 0.8780(4) 0.067(2) Uani d . 1 1
H H11 0.4293 0.3513 0.9070 0.081 Uiso calc R 1 1
C C12 0.3796(8) 0.5038(6) 0.8913(4) 0.068(2) Uani d . 1 1
H H12 0.2966 0.4928 0.9285 0.082 Uiso calc R 1 1
C C13 0.4192(7) 0.6052(5) 0.8518(4) 0.0542(18) Uani d . 1 1
H H13 0.3629 0.6630 0.8620 0.065 Uiso calc R 1 1
N N3 0.5624(5) 1.0108(4) 0.7802(3) 0.0353(12) Uani d . 1 1
C C14 0.4726(7) 1.0774(5) 0.7520(4) 0.0477(17) Uani d . 1 1
H H14 0.4999 1.1157 0.7019 0.057 Uiso calc R 1 1
C C15 0.3421(7) 1.0934(5) 0.7919(4) 0.0529(17) Uani d . 1 1
H H15 0.2825 1.1423 0.7702 0.064 Uiso calc R 1 1
C C16 0.3016(7) 1.0367(6) 0.8632(4) 0.0559(18) Uani d . 1 1
H H16 0.2133 1.0463 0.8923 0.067 Uiso calc R 1 1
C C17 0.3892(6) 0.9664(5) 0.8922(4) 0.0447(16) Uani d . 1 1
H H17 0.3593 0.9246 0.9404 0.054 Uiso calc R 1 1
C C18 0.5204(6) 0.9555(5) 0.8521(3) 0.0356(14) Uani d . 1 1
C C19 0.6315(6) 0.8884(5) 0.8817(3) 0.0358(14) Uani d . 1 1
H H19A 0.7171 0.9415 0.9243 0.043 Uiso calc R 1 1
H H19B 0.5740 0.8220 0.9114 0.043 Uiso calc R 1 1
S S1 0.54892(19) 0.83768(13) 0.50701(10) 0.0446(4) Uani d . 1 1
O O2 0.5680(4) 0.8758(3) 0.5990(2) 0.0501(11) Uani d . 1 1
O O3 0.4030(5) 0.8420(3) 0.4633(2) 0.0593(12) Uani d . 1 1
O O4 0.6865(5) 0.8798(4) 0.4615(3) 0.0796(15) Uani d . 1 1
C C20 0.5276(9) 0.6802(6) 0.5003(4) 0.0585(19) Uani d . 1 1
F F1 0.4985(5) 0.6269(3) 0.4182(2) 0.0921(14) Uani d . 1 1
F F2 0.4067(5) 0.6287(3) 0.5444(2) 0.0841(13) Uani d . 1 1
F F3 0.6566(5) 0.6577(3) 0.5359(2) 0.0817(12) Uani d . 1 1
S S2 0.97200(18) 0.17906(14) 0.93689(10) 0.0423(4) Uani d . 1 1
O O5 0.9239(4) 0.1301(3) 0.8473(2) 0.0624(13) Uani d . 1 1
O O6 1.1367(4) 0.2387(3) 0.9567(2) 0.0581(12) Uani d . 1 1
O O7 0.9050(4) 0.1005(3) 0.9978(2) 0.0504(11) Uani d . 1 1
C C21 0.8772(8) 0.2939(6) 0.9548(5) 0.064(2) Uani d . 1 1
F F4 0.9208(5) 0.3800(3) 0.9082(3) 0.1041(16) Uani d . 1 1
F F5 0.7203(4) 0.2514(3) 0.9410(3) 0.0886(13) Uani d . 1 1
F F6 0.9056(5) 0.3439(4) 1.0397(3) 0.0978(14) Uani d . 1 1
O O8 -0.0659(10) 0.3398(7) 0.6943(4) 0.182(4) Uani d . 1 1
C C24 0.0696(14) 0.4174(11) 0.5927(7) 0.170(5) Uani d . 1 1
H H24A 0.1250 0.5000 0.5851 0.204 Uiso calc R 1 1
H H24B 0.0586 0.3662 0.5358 0.204 Uiso calc R 1 1
C C22 0.0792(15) 0.3717(12) 0.7265(7) 0.186(6) Uani d . 1 1
H H22A 0.1056 0.4499 0.7635 0.223 Uiso calc R 1 1
H H22B 0.1033 0.3125 0.7620 0.223 Uiso calc R 1 1
C C23 0.1538(14) 0.3773(15) 0.6581(7) 0.263(10) Uani d . 1 1
H H23A 0.1646 0.2979 0.6365 0.315 Uiso calc R 1 1
H H23B 0.2612 0.4326 0.6727 0.315 Uiso calc R 1 1
H H1B 0.849(6) 1.176(2) 0.669(3) 0.05(2) Uiso d D 1 1
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_publ_flag
N3 Cu1 O1 99.34(19) y
N3 Cu1 N1 165.45(17) y
O1 Cu1 N1 95.19(18) y
N3 Cu1 N2 82.69(17) y
O1 Cu1 N2 177.83(19) y
N1 Cu1 N2 82.77(17) y
C5 N1 Cu1 114.5(4) y
C1 N1 Cu1 126.7(4) ?
C24 C25 O8 99.4(8) ?
C5 N1 C1 118.8(5) ?
N1 C1 C2 121.5(6) ?
C3 C2 C1 119.3(6) ?
C2 C3 C4 119.7(6) ?
C5 C4 C3 118.4(6) ?
N1 C5 C4 122.3(5) ?
N1 C5 C6 114.2(5) ?
C4 C5 C6 123.5(5) ?
N2 C6 C5 109.9(4) ?
C6 N2 C19 113.8(4) ?
C6 N2 C7 112.0(4) ?
C19 N2 C7 111.9(4) ?
C6 N2 Cu1 105.3(3) ?
C19 N2 Cu1 104.7(3) ?
C7 N2 Cu1 108.4(3) ?
N2 C7 C8 116.7(4) ?
C9 C8 C13 117.7(5) ?
C9 C8 C7 119.9(5) ?
C13 C8 C7 122.5(6) ?
C8 C9 C10 122.2(6) ?
C11 C10 C9 117.8(6) ?
C12 C11 C10 120.0(6) ?
C11 C12 C13 121.0(6) ?
C12 C13 C8 121.2(6) ?
C14 N3 C18 117.2(5) ?
C14 N3 Cu1 128.7(4) ?
C18 N3 Cu1 114.0(4) ?
N3 C14 C15 123.6(5) ?
C16 C15 C14 118.2(6) ?
C17 C16 C15 119.4(6) ?
C16 C17 C18 120.5(5) ?
N3 C18 C17 121.0(5) ?
N3 C18 C19 113.6(5) ?
C17 C18 C19 125.3(5) ?
N2 C19 C18 110.1(4) ?
O2 S1 O3 114.4(3) ?
O2 S1 O4 115.6(3) ?
O3 S1 O4 115.1(2) ?
O2 S1 C20 103.3(3) ?
O3 S1 C20 102.9(3) ?
O4 S1 C20 103.1(3) ?
F1 C20 F3 107.8(6) ?
F1 C20 F2 107.7(6) ?
F3 C20 F2 107.0(5) ?
F1 C20 S1 112.2(4) ?
F3 C20 S1 112.0(5) ?
F2 C20 S1 110.0(5) ?
O5 S2 O6 115.2(2) ?
O5 S2 O7 113.5(2) ?
O6 S2 O7 115.2(2) ?
O5 S2 C21 104.4(3) ?
O6 S2 C21 104.1(3) ?
O7 S2 C21 102.3(3) ?
F4 C21 F5 108.2(6) ?
F4 C21 F6 106.4(6) ?
F5 C21 F6 104.6(6) ?
F4 C21 S2 115.0(5) ?
F5 C21 S2 111.5(5) ?
F6 C21 S2 110.6(5) ?
C22 O8 C25 105.3(7) ?
C25 C24 C23 105.9(8) ?
C23 C22 O8 102.9(10) ?
C22 C23 C24 109.1(11) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 1.969(3) y
Cu1 N1 1.977(5) y
Cu1 N2 2.043(4) y
Cu1 N3 1.964(5) y
C25 C24 1.342(10) ?
C25 O8 1.498(9) ?
N1 C5 1.332(6) ?
N1 C1 1.357(6) ?
C1 C2 1.379(8) ?
C2 C3 1.356(8) ?
C3 C4 1.396(7) ?
C4 C5 1.374(7) ?
C5 C6 1.518(7) ?
C6 N2 1.461(6) ?
N2 C19 1.468(6) ?
N2 C7 1.501(6) ?
C7 C8 1.507(6) ?
C8 C9 1.363(8) ?
C8 C13 1.377(7) ?
C9 C10 1.407(7) ?
C10 C11 1.390(8) ?
C11 C12 1.346(9) ?
C12 C13 1.375(7) ?
N3 C14 1.339(7) ?
N3 C18 1.369(6) ?
C14 C15 1.387(7) ?
C15 C16 1.367(7) ?
C16 C17 1.365(7) ?
C17 C18 1.376(7) ?
C18 C19 1.493(7) ?
S1 O2 1.423(4) ?
S1 O3 1.427(4) ?
S1 O4 1.442(4) ?
S1 C20 1.807(7) ?
C20 F1 1.325(7) ?
C20 F3 1.331(7) ?
C20 F2 1.345(6) ?
S2 O5 1.426(4) ?
S2 O6 1.428(4) ?
S2 O7 1.436(3) ?
S2 C21 1.780(7) ?
C21 F4 1.298(6) ?
C21 F5 1.332(6) ?
C21 F6 1.352(7) ?
O8 C22 1.279(10) ?
C24 C23 1.408(12) ?
C22 C23 1.278(12) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 O3 2_676 0.84 1.94 2.719(5) 152.6
O1 H1B O8 1_665 0.84(2) 1.86(2) 2.691(8) 172(6)
