#------------------------------------------------------------------------------
#$Date: 2016-09-10 02:27:01 +0300 (Sat, 10 Sep 2016) $
#$Revision: 186390 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/01/7040136.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_7040136
loop_
_publ_author_name
'Hazra, Susanta'
'Ribeiro, Ana P. C.'
'Guedes da Silva, M Fátima C'
'Nieto de Castro, Carlos A.'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Syntheses and crystal structures of benzene-sulfonate and -carboxylate
 copper polymers and their application in the oxidation of cyclohexane in
 ionic liquid under mild conditions.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13957
_journal_page_last               13968
_journal_paper_doi               10.1039/c6dt02271e
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C17 H19 Cu N2 O11 S'
_chemical_formula_weight         522.94
_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-2014/7
_audit_update_record
;
2016-07-21 deposited with the CCDC.
2016-08-03 downloaded from the CCDC.
;
_cell_angle_alpha                98.625(2)
_cell_angle_beta                 92.974(2)
_cell_angle_gamma                116.1420(10)
_cell_formula_units_Z            2
_cell_length_a                   9.4867(3)
_cell_length_b                   10.6290(4)
_cell_length_c                   11.8068(5)
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      28.55
_cell_measurement_theta_min      2.41
_cell_volume                     1047.28(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      303(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34577
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.590
_diffrn_reflns_theta_min         2.406
_exptl_absorpt_coefficient_mu    1.206
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            GREEN
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5345
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0510P)²+0.3330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0929
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4500
_reflns_number_total             5345
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt02271e2.cif
_cod_data_source_block           2SH506
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7040135--7040136.cif.
;
_cod_database_code               7040136
_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.
;
_shelx_estimated_absorpt_t_min   0.657
_shelx_estimated_absorpt_t_max   0.777
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 0.87893(2) 0.85367(2) 0.54214(2) 0.02649(8) Uani 1 1 d . .
S1 S 0.94367(6) 0.82202(6) 0.77870(4) 0.03769(13) Uani 1 1 d . .
O3 O 0.89995(19) 0.67642(18) 0.72645(16) 0.0499(4) Uani 1 1 d . .
O2 O 1.0534(2) 0.8776(2) 0.88336(15) 0.0600(5) Uani 1 1 d . .
O4 O 1.08160(14) 0.92725(13) 0.47988(11) 0.0273(3) Uani 1 1 d . .
O5 O 1.09628(17) 0.72704(15) 0.48941(16) 0.0450(4) Uani 1 1 d . .
O6 O 1.18695(19) 0.8324(2) 0.25775(15) 0.0516(5) Uani 1 1 d . .
O7 O 1.3929(2) 0.8074(2) 0.19856(15) 0.0576(5) Uani 1 1 d . .
N1 N 0.74257(18) 0.74249(17) 0.39484(14) 0.0300(3) Uani 1 1 d . .
O1 O 1.00137(16) 0.91929(16) 0.69566(13) 0.0397(3) Uani 1 1 d . .
C1 C 0.7656(3) 0.8254(2) 0.81169(19) 0.0391(5) Uani 1 1 d . .
C2 C 0.7438(3) 0.8532(3) 0.9259(2) 0.0563(7) Uani 1 1 d . .
H2 H 0.8236 0.8723 0.9847 0.068 Uiso 1 1 calc R U
C3 C 0.6026(4) 0.8528(3) 0.9526(3) 0.0708(9) Uani 1 1 d . .
H3 H 0.5883 0.8724 1.0294 0.085 Uiso 1 1 calc R U
C4 C 0.4855(4) 0.8236(3) 0.8665(3) 0.0636(8) Uani 1 1 d . .
H4 H 0.3912 0.8231 0.8850 0.076 Uiso 1 1 calc R U
C5 C 0.5043(3) 0.7945(3) 0.7515(2) 0.0467(5) Uani 1 1 d . .
H5 H 0.4232 0.7748 0.6935 0.056 Uiso 1 1 calc R U
C6 C 0.6451(2) 0.7949(2) 0.72310(18) 0.0357(4) Uani 1 1 d . .
N2 N 0.67119(18) 0.76887(17) 0.60569(14) 0.0295(3) Uani 1 1 d . .
C7 C 0.5559(2) 0.6854(2) 0.52717(18) 0.0331(4) Uani 1 1 d . .
H7 H 0.4537 0.6376 0.5455 0.040 Uiso 1 1 calc R U
C8 C 0.5886(2) 0.6671(2) 0.40857(18) 0.0316(4) Uani 1 1 d . .
C12 C 0.7838(3) 0.7328(2) 0.28924(19) 0.0401(5) Uani 1 1 d . .
H12 H 0.8892 0.7848 0.2792 0.048 Uiso 1 1 calc R U
C11 C 0.6738(3) 0.6473(3) 0.1936(2) 0.0513(6) Uani 1 1 d . .
H11 H 0.7053 0.6422 0.1204 0.062 Uiso 1 1 calc R U
C10 C 0.5183(3) 0.5704(3) 0.2080(2) 0.0536(6) Uani 1 1 d . .
H10 H 0.4434 0.5120 0.1448 0.064 Uiso 1 1 calc R U
C9 C 0.4739(3) 0.5803(2) 0.3168(2) 0.0437(5) Uani 1 1 d . .
H9 H 0.3688 0.5296 0.3282 0.052 Uiso 1 1 calc R U
C13 C 1.15740(19) 0.85305(19) 0.48178(16) 0.0259(3) Uani 1 1 d . .
C14 C 1.33461(19) 0.93274(19) 0.48611(16) 0.0244(3) Uani 1 1 d . .
C16 C 1.4144(2) 0.92197(19) 0.39166(16) 0.0256(3) Uani 1 1 d . .
C17 C 1.3301(2) 0.8462(2) 0.27269(17) 0.0320(4) Uani 1 1 d . .
C15 C 1.4205(2) 1.0108(2) 0.59251(16) 0.0266(4) Uani 1 1 d . .
H15 H 1.3668 1.0186 0.6548 0.032 Uiso 1 1 calc R U
O8 O 0.1936(2) 0.5275(2) 0.5452(2) 0.0678(6) Uani 1 1 d . .
O9 O 0.2252(3) 0.5410(3) 1.0003(3) 0.0794(7) Uani 1 1 d . .
O10 O 0.0330(3) 0.7250(3) 0.0560(2) 0.0839(8) Uani 1 1 d . .
O11 O 0.1040(5) 0.5488(4) 0.7834(3) 0.1105(11) Uani 1 1 d . .
H6 H 1.148(4) 0.802(3) 0.196(3) 0.059(9) Uiso 1 1 d . .
H10A H 0.047(5) 0.776(5) 0.004(4) 0.101(14) Uiso 1 1 d . .
H10B H -0.032(5) 0.645(4) 0.031(3) 0.078(12) Uiso 1 1 d . .
H8A H 0.118(5) 0.447(4) 0.523(3) 0.089(12) Uiso 1 1 d . .
H8B H 0.172(5) 0.577(5) 0.505(4) 0.111(16) Uiso 1 1 d . .
H11A H 0.125(5) 0.529(5) 0.709(4) 0.103(15) Uiso 1 1 d . .
H11B H 0.036(7) 0.571(6) 0.773(5) 0.14(2) Uiso 1 1 d . .
H9A H 0.193(5) 0.554(5) 0.933(4) 0.100(15) Uiso 1 1 d . .
H9B H 0.225(7) 0.608(6) 1.052(5) 0.15(2) 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 O4 87.26(6) . .
O1 Cu1 N1 166.53(7) . .
O4 Cu1 N1 97.25(6) . .
O1 Cu1 N2 92.69(6) . .
O4 Cu1 N2 177.18(6) . .
N1 Cu1 N2 82.18(7) . .
O1 Cu1 O4 94.50(6) . 2_776
O4 Cu1 O4 77.44(5) . 2_776
N1 Cu1 O4 98.87(6) . 2_776
N2 Cu1 O4 105.37(6) . 2_776
O2 S1 O3 115.49(11) . .
O2 S1 O1 110.18(10) . .
O3 S1 O1 111.94(10) . .
O2 S1 C1 108.04(12) . .
O3 S1 C1 105.80(10) . .
O1 S1 C1 104.63(10) . .
C13 O4 Cu1 116.09(11) . .
C13 O4 Cu1 140.09(11) . 2_776
Cu1 O4 Cu1 102.56(5) . 2_776
C17 O6 H6 113(2) . .
C12 N1 C8 118.69(18) . .
C12 N1 Cu1 128.51(14) . .
C8 N1 Cu1 112.80(13) . .
S1 O1 Cu1 116.49(8) . .
C2 C1 C6 120.1(2) . .
C2 C1 S1 119.6(2) . .
C6 C1 S1 120.27(16) . .
C1 C2 C3 120.0(3) . .
C1 C2 H2 120.0 . .
C3 C2 H2 120.0 . .
C4 C3 C2 120.0(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C3 C4 C5 121.1(3) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
C4 C5 C6 119.7(3) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C5 C6 C1 119.2(2) . .
C5 C6 N2 121.7(2) . .
C1 C6 N2 119.14(18) . .
C7 N2 C6 120.72(16) . .
C7 N2 Cu1 112.32(13) . .
C6 N2 Cu1 126.96(13) . .
N2 C7 C8 118.29(17) . .
N2 C7 H7 120.9 . .
C8 C7 H7 120.9 . .
N1 C8 C9 122.1(2) . .
N1 C8 C7 114.38(17) . .
C9 C8 C7 123.47(18) . .
N1 C12 C11 121.8(2) . .
N1 C12 H12 119.1 . .
C11 C12 H12 119.1 . .
C10 C11 C12 119.3(2) . .
C10 C11 H11 120.4 . .
C12 C11 H11 120.4 . .
C11 C10 C9 119.5(2) . .
C11 C10 H10 120.3 . .
C9 C10 H10 120.3 . .
C10 C9 C8 118.6(2) . .
C10 C9 H9 120.7 . .
C8 C9 H9 120.7 . .
O5 C13 O4 124.01(16) . .
O5 C13 C14 119.37(15) . .
O4 C13 C14 116.35(15) . .
C15 C14 C16 119.63(15) . .
C15 C14 C13 116.79(15) . .
C16 C14 C13 123.37(16) . .
C15 C16 C14 118.91(17) 2_876 .
C15 C16 C17 118.29(16) 2_876 .
C14 C16 C17 122.74(16) . .
O7 C17 O6 124.6(2) . .
O7 C17 C16 122.38(18) . .
O6 C17 C16 113.01(17) . .
C14 C15 C16 121.45(16) . 2_876
C14 C15 H15 119.3 . .
C16 C15 H15 119.3 2_876 .
H8A O8 H8B 102(4) . .
H9A O9 H9B 106(5) . .
H10A O10 H10B 110(4) . .
H11A O11 H11B 102(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9518(14) .
Cu1 O4 1.9603(12) .
Cu1 N1 1.9743(16) .
Cu1 N2 2.0126(15) .
Cu1 O4 2.2480(12) 2_776
S1 O2 1.4372(17) .
S1 O3 1.4385(18) .
S1 O1 1.4802(15) .
S1 C1 1.768(2) .
O4 C13 1.282(2) .
O4 Cu1 2.2480(12) 2_776
O5 C13 1.223(2) .
O6 C17 1.300(2) .
O6 H6 0.75(3) .
O7 C17 1.205(2) .
N1 C12 1.329(3) .
N1 C8 1.355(2) .
C1 C2 1.382(3) .
C1 C6 1.398(3) .
C2 C3 1.390(4) .
C2 H2 0.9300 .
C3 C4 1.360(5) .
C3 H3 0.9300 .
C4 C5 1.385(4) .
C4 H4 0.9300 .
C5 C6 1.392(3) .
C5 H5 0.9300 .
C6 N2 1.429(3) .
N2 C7 1.279(3) .
C7 C8 1.453(3) .
C7 H7 0.9300 .
C8 C9 1.379(3) .
C12 C11 1.387(3) .
C12 H12 0.9300 .
C11 C10 1.371(4) .
C11 H11 0.9300 .
C10 C9 1.376(4) .
C10 H10 0.9300 .
C9 H9 0.9300 .
C13 C14 1.507(2) .
C14 C15 1.384(3) .
C14 C16 1.398(2) .
C16 C15 1.394(2) 2_876
C16 C17 1.496(3) .
C15 C16 1.394(2) 2_876
C15 H15 0.9300 .
O8 H8A 0.83(4) .
O8 H8B 0.84(5) .
O9 H9A 0.89(5) .
O9 H9B 0.86(6) .
O10 H10A 0.86(4) .
O10 H10B 0.80(4) .
O11 H11A 0.92(5) .
O11 H11B 0.79(6) .
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
C2 H2 O2 0.93 2.59 3.119(3) 116.8 2_777
C7 H7 O8 0.93 2.22 3.126(3) 165.8 .
C11 H11 O9 0.93 2.58 3.272(4) 131.6 2_666
C9 H9 O3 0.93 2.49 3.339(3) 152.0 2_666
O6 H6 O10 0.75(3) 1.79(3) 2.542(3) 173(3) 1_655
O10 H10A O2 0.86(4) 1.90(5) 2.754(3) 174(4) 1_454
O10 H10B O9 0.80(4) 1.98(4) 2.757(4) 165(4) 2_566
O8 H8A O5 0.83(4) 2.03(4) 2.836(2) 162(4) 2_666
O8 H8B O5 0.84(5) 2.04(5) 2.805(3) 150(4) 1_455
O11 H11A O8 0.92(5) 2.08(5) 2.985(5) 169(4) .
O11 H11B O3 0.79(6) 2.15(6) 2.914(4) 164(6) 1_455
O9 H9A O11 0.89(5) 1.90(5) 2.780(4) 170(4) .
O9 H9B O7 0.86(6) 2.38(6) 3.112(3) 142(5) 1_456
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 S1 O1 Cu1 174.33(11) . .
O3 S1 O1 Cu1 44.36(13) . .
C1 S1 O1 Cu1 -69.75(12) . .
O2 S1 C1 C2 -10.8(2) . .
O3 S1 C1 C2 113.4(2) . .
O1 S1 C1 C2 -128.2(2) . .
O2 S1 C1 C6 171.51(17) . .
O3 S1 C1 C6 -64.2(2) . .
O1 S1 C1 C6 54.12(19) . .
C6 C1 C2 C3 -0.8(4) . .
S1 C1 C2 C3 -178.5(2) . .
C1 C2 C3 C4 0.6(5) . .
C2 C3 C4 C5 -0.2(5) . .
C3 C4 C5 C6 0.0(4) . .
C4 C5 C6 C1 -0.2(3) . .
C4 C5 C6 N2 -178.5(2) . .
C2 C1 C6 C5 0.6(3) . .
S1 C1 C6 C5 178.28(17) . .
C2 C1 C6 N2 178.9(2) . .
S1 C1 C6 N2 -3.4(3) . .
C5 C6 N2 C7 -31.9(3) . .
C1 C6 N2 C7 149.9(2) . .
C5 C6 N2 Cu1 147.18(17) . .
C1 C6 N2 Cu1 -31.1(3) . .
C6 N2 C7 C8 177.71(17) . .
Cu1 N2 C7 C8 -1.5(2) . .
C12 N1 C8 C9 0.4(3) . .
Cu1 N1 C8 C9 -178.85(16) . .
C12 N1 C8 C7 -179.82(18) . .
Cu1 N1 C8 C7 0.9(2) . .
N2 C7 C8 N1 0.4(3) . .
N2 C7 C8 C9 -179.84(19) . .
C8 N1 C12 C11 -0.4(3) . .
Cu1 N1 C12 C11 178.71(17) . .
N1 C12 C11 C10 0.0(4) . .
C12 C11 C10 C9 0.5(4) . .
C11 C10 C9 C8 -0.5(4) . .
N1 C8 C9 C10 0.1(3) . .
C7 C8 C9 C10 -179.7(2) . .
Cu1 O4 C13 O5 20.4(3) . .
Cu1 O4 C13 O5 -175.35(15) 2_776 .
Cu1 O4 C13 C14 -153.68(12) . .
Cu1 O4 C13 C14 10.6(3) 2_776 .
O5 C13 C14 C15 -95.6(2) . .
O4 C13 C14 C15 78.7(2) . .
O5 C13 C14 C16 79.2(2) . .
O4 C13 C14 C16 -106.5(2) . .
C15 C14 C16 C15 0.8(3) . 2_876
C13 C14 C16 C15 -173.90(16) . 2_876
C15 C14 C16 C17 -176.65(17) . .
C13 C14 C16 C17 8.7(3) . .
C15 C16 C17 O7 20.6(3) 2_876 .
C14 C16 C17 O7 -162.0(2) . .
C15 C16 C17 O6 -156.89(19) 2_876 .
C14 C16 C17 O6 20.5(3) . .
C16 C14 C15 C16 -0.8(3) . 2_876
C13 C14 C15 C16 174.23(16) . 2_876
