#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:52:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180100 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/46/7054675.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_7054675
loop_
_publ_author_name
'Hazra, Susanta'
'Karmakar, Anirban'
'Guedes da Silva, Maria de Fátima C.'
'Dlháň, L'ubor'
'Boča, Roman'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Sulfonated Schiff base dinuclear and polymeric copper(ii) complexes:
 crystal structures, magnetic properties and catalytic application in
 Henry reaction
;
_journal_issue                   5
_journal_name_full               'New J. Chem.'
_journal_page_first              3424
_journal_paper_doi               10.1039/C5NJ00330J
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C14 H9 Cu N5 O3 S, H2 O'
_chemical_formula_sum            'C14 H11 Cu N5 O4 S'
_chemical_formula_weight         408.88
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-10-23 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.219(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5179(6)
_cell_length_b                   15.1779(7)
_cell_length_c                   12.2602(10)
_cell_measurement_reflns_used    6684
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.17
_cell_measurement_theta_min      2.39
_cell_volume                     1583.86(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18641
_diffrn_reflns_theta_full        25.36
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    1.543
_exptl_absorpt_correction_T_max  0.8865
_exptl_absorpt_correction_T_min  0.6720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.894
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2905
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0653P)²+0.7170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1119
_reflns_number_gt                2344
_reflns_number_total             2905
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00330j2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7054673--7054675.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7054675
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.6032(4) 0.4836(2) 0.8013(3) 0.0340(7) Uani 1 1 d .
C2 C 0.4995(4) 0.5549(2) 0.7988(3) 0.0353(7) Uani 1 1 d .
C3 C 0.3585(4) 0.5493(3) 0.8499(3) 0.0467(9) Uani 1 1 d .
H3 H 0.2902 0.5971 0.8489 0.056 Uiso 1 1 calc R
C4 C 0.3193(5) 0.4721(3) 0.9027(4) 0.0565(11) Uani 1 1 d .
H4 H 0.2232 0.4677 0.9359 0.068 Uiso 1 1 calc R
C5 C 0.4211(5) 0.4026(3) 0.9063(4) 0.0586(11) Uani 1 1 d .
H5 H 0.3942 0.3512 0.9424 0.070 Uiso 1 1 calc R
C6 C 0.5640(5) 0.4080(2) 0.8567(3) 0.0465(9) Uani 1 1 d .
H6 H 0.6335 0.3607 0.8606 0.056 Uiso 1 1 calc R
C10 C 1.0022(4) 0.7683(2) 0.6163(3) 0.0356(8) Uani 1 1 d .
C11 C 0.8190(4) 0.4220(2) 0.7149(2) 0.0345(7) Uani 1 1 d .
H11 H 0.7731 0.3668 0.7214 0.041 Uiso 1 1 calc R
C12 C 0.9721(4) 0.4319(2) 0.6666(2) 0.0344(7) Uani 1 1 d .
C13 C 1.0600(5) 0.3617(3) 0.6320(3) 0.0458(9) Uani 1 1 d .
H13 H 1.0235 0.3043 0.6389 0.055 Uiso 1 1 calc R
C14 C 1.2034(5) 0.3782(3) 0.5870(3) 0.0547(11) Uani 1 1 d .
H14 H 1.2658 0.3319 0.5641 0.066 Uiso 1 1 calc R
C15 C 1.2522(5) 0.4640(3) 0.5767(3) 0.0533(10) Uani 1 1 d .
H15 H 1.3474 0.4767 0.5455 0.064 Uiso 1 1 calc R
C16 C 1.1585(4) 0.5310(3) 0.6130(3) 0.0450(9) Uani 1 1 d .
H16 H 1.1921 0.5889 0.6057 0.054 Uiso 1 1 calc R
C20 C 1.0075(4) 0.6349(2) 0.9769(3) 0.0349(8) Uani 1 1 d .
N1 N 0.7497(3) 0.49107(16) 0.7481(2) 0.0302(6) Uani 1 1 d .
N3 N 1.0215(3) 0.51563(18) 0.6583(2) 0.0334(6) Uani 1 1 d .
N10 N 0.9786(4) 0.7033(2) 0.6602(2) 0.0495(8) Uani 1 1 d .
N11 N 1.0353(4) 0.8451(2) 0.5790(2) 0.0526(9) Uani 1 1 d .
N20 N 0.9856(4) 0.6097(2) 0.8902(2) 0.0451(8) Uani 1 1 d .
O11 O 0.7027(3) 0.67793(16) 0.7730(2) 0.0519(7) Uani 1 1 d .
O12 O 0.5415(4) 0.6342(2) 0.6167(2) 0.0625(8) Uani 1 1 d .
O13 O 0.4296(4) 0.71795(19) 0.7629(3) 0.0622(8) Uani 1 1 d .
O20 O 0.3134(5) 0.7092(3) 0.4623(3) 0.1039(15) Uani 1 1 d D
S1 S 0.54349(11) 0.65445(6) 0.73138(7) 0.0414(2) Uani 1 1 d .
Cu1 Cu 0.87830(5) 0.60209(2) 0.72753(3) 0.03302(16) Uani 1 1 d .
H20A H 0.371(4) 0.737(2) 0.413(2) 0.050 Uiso 1 1 d D
H20B H 0.383(4) 0.691(2) 0.516(2) 0.050 Uiso 1 1 d 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_3
C6 C1 C2 119.3(3) .
C6 C1 N1 121.3(3) .
C2 C1 N1 119.3(3) .
C3 C2 C1 120.3(3) .
C3 C2 S1 117.9(3) .
C1 C2 S1 121.8(3) .
C2 C3 C4 119.6(4) .
C2 C3 H3 120.2 .
C4 C3 H3 120.2 .
C5 C4 C3 120.3(4) .
C5 C4 H4 119.9 .
C3 C4 H4 119.9 .
C4 C5 C6 120.5(4) .
C4 C5 H5 119.7 .
C6 C5 H5 119.7 .
C1 C6 C5 119.9(4) .
C1 C6 H6 120.0 .
C5 C6 H6 120.0 .
N10 C10 N11 172.6(4) .
N1 C11 C12 118.5(3) .
N1 C11 H11 120.8 .
C12 C11 H11 120.8 .
N3 C12 C13 122.2(3) .
N3 C12 C11 114.5(3) .
C13 C12 C11 123.4(3) .
C12 C13 C14 118.8(4) .
C12 C13 H13 120.6 .
C14 C13 H13 120.6 .
C15 C14 C13 118.9(4) .
C15 C14 H14 120.6 .
C13 C14 H14 120.6 .
C14 C15 C16 119.3(4) .
C14 C15 H15 120.4 .
C16 C15 H15 120.4 .
N3 C16 C15 122.3(4) .
N3 C16 H16 118.9 .
C15 C16 H16 118.9 .
N20 C20 N11 173.7(4) 4_576
C11 N1 C1 120.1(3) .
C11 N1 Cu1 112.5(2) .
C1 N1 Cu1 127.2(2) .
C16 N3 C12 118.6(3) .
C16 N3 Cu1 128.3(2) .
C12 N3 Cu1 113.0(2) .
C10 N10 Cu1 164.2(3) .
C10 N11 C20 121.2(3) 4_575
C20 N20 Cu1 157.9(3) .
S1 O11 Cu1 117.12(15) .
H20A O20 H20B 106(3) .
O13 S1 O12 115.19(18) .
O13 S1 O11 111.56(18) .
O12 S1 O11 111.47(18) .
O13 S1 C2 106.91(17) .
O12 S1 C2 106.21(17) .
O11 S1 C2 104.69(16) .
N10 Cu1 O11 90.52(13) .
N10 Cu1 N3 93.03(13) .
O11 Cu1 N3 167.76(11) .
N10 Cu1 N1 161.93(12) .
O11 Cu1 N1 91.73(11) .
N3 Cu1 N1 81.33(11) .
N10 Cu1 N20 99.85(13) .
O11 Cu1 N20 90.35(12) .
N3 Cu1 N20 100.56(11) .
N1 Cu1 N20 98.06(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.382(5) .
C1 C2 1.396(5) .
C1 N1 1.434(4) .
C2 C3 1.378(5) .
C2 S1 1.770(3) .
C3 C4 1.386(6) .
C3 H3 0.9300 .
C4 C5 1.366(6) .
C4 H4 0.9300 .
C5 C6 1.384(6) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C10 N10 1.145(4) .
C10 N11 1.288(4) .
C11 N1 1.277(4) .
C11 C12 1.461(5) .
C11 H11 0.9300 .
C12 N3 1.344(4) .
C12 C13 1.378(5) .
C13 C14 1.382(6) .
C13 H13 0.9300 .
C14 C15 1.375(6) .
C14 H14 0.9300 .
C15 C16 1.377(5) .
C15 H15 0.9300 .
C16 N3 1.333(4) .
C16 H16 0.9300 .
C20 N20 1.138(4) .
C20 N11 1.301(4) 4_576
N1 Cu1 2.031(3) .
N3 Cu1 2.002(3) .
N10 Cu1 1.956(3) .
N11 C20 1.301(4) 4_575
N20 Cu1 2.164(3) .
O11 S1 1.474(3) .
O11 Cu1 1.984(3) .
O12 S1 1.439(3) .
O13 S1 1.431(3) .
O20 H20A 0.897(18) .
O20 H20B 0.913(18) .
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
O20 H20A O13 0.897(18) 2.04(2) 2.892(5) 158(3) 4_575
O20 H20B O12 0.913(18) 1.99(2) 2.893(5) 170(4) .
