#------------------------------------------------------------------------------
#$Date: 2017-03-04 04:16:38 +0200 (Sat, 04 Mar 2017) $
#$Revision: 192997 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/54/4345476.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_4345476
loop_
_publ_author_name
'Maity, Dilip Kumar'
'Otake, Kenichi'
'Ghosh, Saheli'
'Kitagawa, Hiroshi'
'Ghoshal, Debajyoti'
_publ_section_title
;
 Sulfonic Group Functionalized Mixed Ligand Coordination Polymers:
 Synthesis, Characterization, Water Sorption, and Proton Conduction
 Studies.
;
_journal_issue                   3
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1581
_journal_page_last               1590
_journal_paper_doi               10.1021/acs.inorgchem.6b02674
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C20 H20 Cu N2 O13 S'
_chemical_formula_weight         591.98
_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   mixed
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                106.404(5)
_cell_angle_beta                 99.515(5)
_cell_angle_gamma                100.001(5)
_cell_formula_units_Z            2
_cell_length_a                   9.272(5)
_cell_length_b                   10.787(5)
_cell_length_c                   13.409(5)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      1.6
_cell_volume                     1233.9(10)
_computing_cell_refinement       'SMART APEX II'
_computing_data_collection       'SMART APEX II (BRUKER,2010)'
_computing_data_reduction        'SAINT (BRUKER,2000)'
_computing_molecular_graphics    'Ortep-3v2 for windows (Farrugia,1997)'
_computing_publication_material  'PLATON (Spek, 2008)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19796
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.586
_diffrn_reflns_theta_min         1.625
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.040
_exptl_absorpt_correction_T_max  0.9852
_exptl_absorpt_correction_T_min  0.8756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL 
SPACE EXPLORATION,
Bruker Analytical X-ray Systems, 1997
;
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_description       Block
_exptl_crystal_F_000             606
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.009
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0455
_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)+(0.0725P)²+1.4305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1318
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4773
_reflns_number_total             5564
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b02674_si_002.cif
_cod_data_source_block           DG3_rev
_cod_database_code               4345476
_shelx_shelxl_version_number     2016/4
_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
CU1 Cu 0.41828(4) 0.11567(3) 0.66185(3) 0.02828(12) Uani 1 1 d . .
S1 S 1.28718(7) 0.39619(6) 0.73832(6) 0.02815(16) Uani 1 1 d . .
O2 O 0.7207(3) 0.1213(2) 0.64363(19) 0.0420(5) Uani 1 1 d . .
O3 O 1.2648(2) 0.2542(2) 0.7120(2) 0.0444(6) Uani 1 1 d . .
O4 O 1.3401(3) 0.4494(3) 0.6605(2) 0.0538(7) Uani 1 1 d . .
C5 C 1.0920(3) 0.5590(2) 0.7662(2) 0.0248(5) Uani 1 1 d . .
H5 H 1.177133 0.628504 0.788335 0.030 Uiso 1 1 calc R U
O1 O 0.5823(2) 0.26727(19) 0.69207(18) 0.0364(5) Uani 1 1 d . .
O6 O 1.0517(3) 0.81708(19) 0.8301(2) 0.0430(5) Uani 1 1 d . .
C1 C 0.7046(3) 0.2363(3) 0.6769(2) 0.0284(5) Uani 1 1 d . .
O5 O 1.3781(3) 0.4669(3) 0.8447(2) 0.0564(7) Uani 1 1 d . .
C11 C 0.0832(3) -0.3109(3) 0.5509(2) 0.0267(5) Uani 1 1 d . .
C14 C -0.0205(3) -0.4428(3) 0.5086(2) 0.0292(6) Uani 1 1 d . .
H14 H -0.122879 -0.446200 0.492585 0.035 Uiso 1 1 calc R U
O7 O 0.8077(3) 0.7490(2) 0.7572(2) 0.0516(6) Uani 1 1 d . .
C9 C 0.1254(3) -0.0741(3) 0.5944(3) 0.0344(6) Uani 1 1 d . .
H9 H 0.086536 0.000548 0.598304 0.041 Uiso 1 1 calc R U
N1 N 0.2736(3) -0.0577(2) 0.62420(19) 0.0289(5) Uani 1 1 d . .
C2 C 0.8385(3) 0.3504(2) 0.7059(2) 0.0243(5) Uani 1 1 d . .
C10 C 0.0272(3) -0.1975(3) 0.5578(2) 0.0335(6) Uani 1 1 d . .
H10 H -0.075653 -0.204974 0.537910 0.040 Uiso 1 1 calc R U
C7 C 0.9809(3) 0.3247(2) 0.7095(2) 0.0253(5) Uani 1 1 d . .
H7 H 0.991795 0.237603 0.691814 0.030 Uiso 1 1 calc R U
C8 C 0.9311(3) 0.7276(2) 0.7826(2) 0.0271(5) Uani 1 1 d . .
C4 C 0.9495(3) 0.5855(2) 0.7597(2) 0.0242(5) Uani 1 1 d . .
C6 C 1.1060(3) 0.4287(3) 0.7394(2) 0.0242(5) Uani 1 1 d . .
C12 C 0.2379(3) -0.2923(3) 0.5835(2) 0.0320(6) Uani 1 1 d . .
H12 H 0.280312 -0.364802 0.581259 0.038 Uiso 1 1 calc R U
C3 C 0.8234(3) 0.4812(3) 0.7297(2) 0.0255(5) Uani 1 1 d . .
H3 H 0.728210 0.498736 0.725472 0.031 Uiso 1 1 calc R U
C13 C 0.3274(3) -0.1659(3) 0.6191(2) 0.0331(6) Uani 1 1 d . .
H13 H 0.430636 -0.155094 0.640842 0.040 Uiso 1 1 calc R U
O1W O 0.4919(3) 0.1033(3) 0.8051(2) 0.0463(6) Uani 1 1 d . .
O2W O 0.3625(4) 0.1082(2) 0.51168(19) 0.0598(8) Uani 1 1 d . .
H2WA H 0.377468 0.187005 0.507470 0.090 Uiso 1 1 d R U
H2WB H 0.269233 0.069785 0.485914 0.090 Uiso 1 1 d R U
N2 N 1.0216(4) 1.0582(3) 0.8900(2) 0.0451(7) Uani 1 1 d . .
C17 C 1.0271(6) 1.3226(3) 0.9635(3) 0.0535(10) Uani 1 1 d . .
C15 C 0.8928(5) 1.0954(4) 0.8814(3) 0.0504(8) Uani 1 1 d . .
H15 H 0.802464 1.032242 0.850496 0.060 Uiso 1 1 calc R U
C18 C 1.1569(5) 1.2784(4) 0.9720(3) 0.0606(11) Uani 1 1 d . .
H18 H 1.248918 1.339193 1.003033 0.073 Uiso 1 1 calc R U
C19 C 1.1524(5) 1.1468(4) 0.9355(3) 0.0556(9) Uani 1 1 d . .
H19 H 1.241315 1.117920 0.942253 0.067 Uiso 1 1 calc R U
C16 C 0.8932(5) 1.2288(4) 0.9187(3) 0.0565(10) Uani 1 1 d . .
H16 H 0.802752 1.255375 0.913559 0.068 Uiso 1 1 calc R U
C20 C 1.0509(6) 1.4694(4) 1.0015(3) 0.0655(12) Uani 1 1 d . .
H20 H 1.149164 1.519413 1.029806 0.079 Uiso 1 1 calc R U
O3W O 0.4054(4) 0.3274(2) 0.45152(18) 0.0696(8) Uani 1 1 d G .
O5W O 0.3703(4) -0.0857(2) 0.8845(2) 0.0721(8) Uani 1 1 d G .
O6W O 0.5404(3) 0.72716(18) 0.8316(2) 0.0858(11) Uani 1 1 d G .
H6WA H 0.545510 0.681428 0.769759 0.129 Uiso 1 1 d G U
H6WB H 0.621552 0.786493 0.860717 0.129 Uiso 1 1 d G U
O4W O 0.5713(3) 0.3480(3) 0.9474(2) 0.0662(8) Uani 1 1 d . .
H2 H 1.018(6) 0.973(5) 0.865(4) 0.083(16) Uiso 1 1 d . .
H1WA H 0.460(5) 0.049(5) 0.828(3) 0.055(13) Uiso 1 1 d . .
H1WB H 0.517(6) 0.164(5) 0.840(4) 0.067(17) Uiso 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'
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'
Cu Cu 0.3201 1.2651 '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_1
_geom_angle_site_symmetry_3
O1 CU1 O2W 91.31(10) . .
O1 CU1 O1W 89.41(11) . .
O2W CU1 O1W 171.38(13) . .
O1 CU1 N1 170.64(9) . .
O2W CU1 N1 88.37(10) . .
O1W CU1 N1 89.52(11) . .
O1 CU1 O3 89.90(9) . 1_455
O2W CU1 O3 92.23(12) . 1_455
O1W CU1 O3 96.35(11) . 1_455
N1 CU1 O3 99.46(10) . 1_455
O4 S1 O3 114.61(16) . .
O4 S1 O5 111.51(19) . .
O3 S1 O5 112.72(16) . .
O4 S1 C6 105.68(13) . .
O3 S1 C6 105.54(13) . .
O5 S1 C6 105.94(14) . .
S1 O3 CU1 131.53(13) . 1_655
C6 C5 C4 119.6(2) . .
C1 O1 CU1 113.38(17) . .
O2 C1 O1 125.1(3) . .
O2 C1 C2 119.2(3) . .
O1 C1 C2 115.7(2) . .
C12 C11 C10 117.2(2) . .
C12 C11 C14 123.0(3) . .
C10 C11 C14 119.8(3) . .
C14 C14 C11 125.1(3) 2_546 .
N1 C9 C10 122.7(3) . .
C9 N1 C13 117.9(2) . .
C9 N1 CU1 123.33(19) . .
C13 N1 CU1 118.53(19) . .
C7 C2 C3 119.5(2) . .
C7 C2 C1 119.1(2) . .
C3 C2 C1 121.5(2) . .
C9 C10 C11 119.6(3) . .
C6 C7 C2 119.9(2) . .
O7 C8 O6 125.0(2) . .
O7 C8 C4 120.1(2) . .
O6 C8 C4 114.9(2) . .
C3 C4 C5 119.7(2) . .
C3 C4 C8 119.8(2) . .
C5 C4 C8 120.4(2) . .
C7 C6 C5 120.8(2) . .
C7 C6 S1 120.1(2) . .
C5 C6 S1 119.1(2) . .
C13 C12 C11 119.4(3) . .
C4 C3 C2 120.4(2) . .
N1 C13 C12 123.3(3) . .
C15 N2 C19 121.3(3) . .
C18 C17 C16 117.7(3) . .
C18 C17 C20 114.2(4) . .
C16 C17 C20 128.0(4) . .
N2 C15 C16 119.6(4) . .
C19 C18 C17 120.5(4) . .
N2 C19 C18 120.6(4) . .
C17 C16 C15 120.2(4) . .
C20 C20 C17 124.9(7) 2_787 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
CU1 O1 1.926(2) .
CU1 O2W 1.969(3) .
CU1 O1W 1.980(3) .
CU1 N1 1.980(2) .
CU1 O3 2.280(2) 1_455
S1 O4 1.438(3) .
S1 O3 1.440(2) .
S1 O5 1.446(3) .
S1 C6 1.776(3) .
O2 C1 1.239(3) .
O3 CU1 2.280(2) 1_655
C5 C6 1.384(4) .
C5 C4 1.393(4) .
O1 C1 1.268(4) .
O6 C8 1.276(3) .
C1 C2 1.499(4) .
C11 C12 1.390(4) .
C11 C10 1.395(4) .
C11 C14 1.470(4) .
C14 C14 1.323(6) 2_546
O7 C8 1.219(4) .
C9 N1 1.332(4) .
C9 C10 1.379(4) .
N1 C13 1.336(4) .
C2 C7 1.391(4) .
C2 C3 1.393(4) .
C7 C6 1.380(4) .
C8 C4 1.522(3) .
C4 C3 1.388(4) .
C12 C13 1.372(4) .
N2 C15 1.322(5) .
N2 C19 1.334(5) .
C17 C18 1.369(6) .
C17 C16 1.379(6) .
C17 C20 1.484(5) .
C15 C16 1.383(5) .
C18 C19 1.356(5) .
C20 C20 1.243(9) 2_787
