#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:29:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180476 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/45/7214543.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_7214543
loop_
_publ_author_name
'Banerjee, Subhabrata'
'Dastidar, Parthasarathi'
_publ_section_title
;
 Studying fluorous interactions in a series of coordination compounds
 derived from mono-pyridyl ligands equipped with hydrogen bonding
 functionality: exploiting anion⋯\pF interaction in separating
 ClO4− anion from a competing mixture of anions
;
_journal_issue                   45
_journal_name_full               CrystEngComm
_journal_page_first              9415
_journal_paper_doi               10.1039/c3ce40359a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C26 H16 Cu F10 N4 O7 S'
_chemical_formula_weight         782.03
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_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                 91.129(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.8692(8)
_cell_length_b                   47.735(8)
_cell_length_c                   6.2805(10)
_cell_measurement_temperature    298(2)
_cell_volume                     1459.5(4)
_computing_cell_refinement       'Bruker Smart Apex'
_computing_data_collection       'Bruker Smart Apex'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury 2.3'
_computing_publication_material  Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker Smart Apex'
_diffrn_measurement_method       Phi-Omega
_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  0.0550
_diffrn_reflns_av_sigmaI/netI    0.0755
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5684
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_T_max  0.9635
_exptl_absorpt_correction_T_min  0.8203
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             782
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.924
_refine_diff_density_min         -1.191
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.261
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         2286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.261
_refine_ls_R_factor_all          0.1148
_refine_ls_R_factor_gt           0.0949
_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)+(0.1060P)²+4.2956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2200
_refine_ls_wR_factor_ref         0.2359
_reflns_number_gt                1945
_reflns_number_total             2286
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40359a.txt
_cod_data_source_block           05110gm
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               7214543
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.9089(3) 0.2500 0.5075(2) 0.0177(5) Uani 1 2 d S
S1 S 1.4665(6) 0.2500 0.8202(4) 0.0269(8) Uani 1 2 d S
F1 F 0.6519(15) 0.07904(12) 0.2964(11) 0.0677(19) Uani 1 1 d .
F2 F 0.8394(18) 0.03006(16) 0.1631(16) 0.112(3) Uani 1 1 d .
F3 F 0.684(2) 0.00918(15) -0.2150(17) 0.123(3) Uani 1 1 d .
F4 F 0.311(2) 0.03759(17) -0.4641(14) 0.119(3) Uani 1 1 d .
F5 F 0.1323(16) 0.08762(15) -0.3379(12) 0.085(2) Uani 1 1 d .
N1 N 0.8413(13) 0.20814(15) 0.4977(10) 0.0273(17) Uani 1 1 d .
C2 C 0.941(2) 0.19117(19) 0.6509(15) 0.039(2) Uani 1 1 d .
H2 H 1.0632 0.1982 0.7536 0.047 Uiso 1 1 calc R
C3 C 0.866(2) 0.1636(2) 0.6567(16) 0.050(3) Uani 1 1 d .
H3 H 0.9303 0.1524 0.7677 0.060 Uiso 1 1 calc R
C4 C 0.700(2) 0.1525(2) 0.5066(16) 0.049(3) Uani 1 1 d .
H4 H 0.6592 0.1334 0.5090 0.059 Uiso 1 1 calc R
C5 C 0.5913(18) 0.16952(18) 0.3473(15) 0.035(2) Uani 1 1 d .
C6 C 0.6798(18) 0.19724(17) 0.3489(13) 0.029(2) Uani 1 1 d .
H6 H 0.6211 0.2088 0.2379 0.035 Uiso 1 1 calc R
C7 C 0.391(2) 0.15971(19) 0.1792(17) 0.046(3) Uani 1 1 d .
H7A H 0.2079 0.1593 0.2376 0.055 Uiso 1 1 calc R
H7B H 0.3893 0.1728 0.0613 0.055 Uiso 1 1 calc R
N8 N 0.4609(13) 0.13186(14) 0.1012(12) 0.0341(18) Uani 1 1 d .
H8 H 0.6310 0.1276 0.0859 0.041 Uiso 1 1 calc R
C9 C 0.2689(16) 0.11276(17) 0.0529(15) 0.031(2) Uani 1 1 d .
O10 O 0.0285(12) 0.11678(14) 0.0573(12) 0.051(2) Uani 1 1 d .
C11 C 0.3849(18) 0.08492(18) -0.0175(14) 0.033(2) Uani 1 1 d .
C12 C 0.565(2) 0.0701(2) 0.1069(17) 0.042(2) Uani 1 1 d .
C13 C 0.671(3) 0.0444(2) 0.039(2) 0.065(3) Uani 1 1 d .
C14 C 0.584(3) 0.0339(2) -0.149(3) 0.075(4) Uani 1 1 d .
C15 C 0.401(3) 0.0479(2) -0.280(2) 0.067(4) Uani 1 1 d .
C16 C 0.297(2) 0.0737(2) -0.2093(16) 0.046(3) Uani 1 1 d .
O17 O 1.3423(16) 0.2500 0.6053(12) 0.032(2) Uani 1 2 d S
O18 O 1.3910(15) 0.22517(19) 0.9362(13) 0.074(3) Uani 1 1 d .
O19 O 1.7749(14) 0.2500 0.8004(12) 0.031(2) Uani 1 2 d S
O20 O 0.9965(18) 0.2500 0.2040(13) 0.041(2) Uani 1 2 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'
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'
H H 0.0000 0.0000 '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
O20 Cu1 O19 173.2(3) . 1_455
O20 Cu1 N1 90.5(2) . 4_565
O19 Cu1 N1 88.4(2) 1_455 4_565
O20 Cu1 N1 90.5(2) . .
O19 Cu1 N1 88.4(2) 1_455 .
N1 Cu1 N1 161.1(4) 4_565 .
O20 Cu1 O17 92.6(3) . .
O19 Cu1 O17 94.2(3) 1_455 .
N1 Cu1 O17 99.43(18) 4_565 .
N1 Cu1 O17 99.43(18) . .
O18 S1 O18 110.5(8) 4_565 .
O18 S1 O17 111.1(4) 4_565 .
O18 S1 O17 111.1(4) . .
O18 S1 O19 107.8(4) 4_565 .
O18 S1 O19 107.8(4) . .
O17 S1 O19 108.5(5) . .
C6 N1 C2 118.3(8) . .
C6 N1 Cu1 120.4(5) . .
C2 N1 Cu1 121.1(6) . .
N1 C2 C3 120.3(8) . .
N1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 121.6(9) . .
C4 C3 H3 119.2 . .
C2 C3 H3 119.2 . .
C3 C4 C5 119.3(9) . .
C3 C4 H4 120.3 . .
C5 C4 H4 120.3 . .
C4 C5 C6 116.0(8) . .
C4 C5 C7 124.0(8) . .
C6 C5 C7 120.0(8) . .
N1 C6 C5 124.2(8) . .
N1 C6 H6 117.9 . .
C5 C6 H6 117.9 . .
N8 C7 C5 111.6(7) . .
N8 C7 H7A 109.3 . .
C5 C7 H7A 109.3 . .
N8 C7 H7B 109.3 . .
C5 C7 H7B 109.3 . .
H7A C7 H7B 108.0 . .
C9 N8 C7 122.0(7) . .
C9 N8 H8 119.0 . .
C7 N8 H8 119.0 . .
O10 C9 N8 124.8(8) . .
O10 C9 C11 121.5(8) . .
N8 C9 C11 113.7(7) . .
C12 C11 C16 119.0(9) . .
C12 C11 C9 122.0(8) . .
C16 C11 C9 119.0(8) . .
F1 C12 C11 122.4(9) . .
F1 C12 C13 116.3(9) . .
C11 C12 C13 121.3(10) . .
F2 C13 C14 120.7(11) . .
F2 C13 C12 120.5(12) . .
C14 C13 C12 118.7(11) . .
C13 C14 F3 118.9(13) . .
C13 C14 C15 122.6(11) . .
F3 C14 C15 118.5(13) . .
F4 C15 C14 123.1(12) . .
F4 C15 C16 118.9(12) . .
C14 C15 C16 117.9(11) . .
F5 C16 C11 121.2(9) . .
F5 C16 C15 118.0(10) . .
C11 C16 C15 120.5(10) . .
S1 O17 Cu1 129.5(5) . .
S1 O19 Cu1 115.3(4) . 1_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O20 1.961(8) .
Cu1 O19 1.964(8) 1_455
Cu1 N1 2.026(7) 4_565
Cu1 N1 2.026(7) .
Cu1 O17 2.186(8) .
S1 O18 1.443(7) 4_565
S1 O18 1.443(7) .
S1 O17 1.468(8) .
S1 O19 1.509(8) .
F1 C12 1.326(12) .
F2 C13 1.311(13) .
F3 C14 1.347(13) .
F4 C15 1.323(14) .
F5 C16 1.308(11) .
N1 C6 1.316(10) .
N1 C2 1.342(11) .
C2 C3 1.365(13) .
C2 H2 0.9300 .
C3 C4 1.338(14) .
C3 H3 0.9300 .
C4 C5 1.388(13) .
C4 H4 0.9300 .
C5 C6 1.392(12) .
C5 C7 1.499(13) .
C6 H6 0.9300 .
C7 N8 1.460(11) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
N8 C9 1.336(10) .
N8 H8 0.8600 .
C9 O10 1.187(10) .
C9 C11 1.513(12) .
C11 C12 1.363(13) .
C11 C16 1.379(13) .
C12 C13 1.399(14) .
C13 C14 1.347(18) .
C14 C15 1.369(19) .
C15 C16 1.410(16) .
O19 Cu1 1.964(8) 1_655
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N8 H8 O10 0.86 2.01 2.874(9) 178.2 1_655
