#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:03:52 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179611 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/75/4507503.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_4507503
loop_
_publ_author_name
'Rodríguez-Hermida, Sabina'
'Lago, Ana B.'
'Cañadillas-Delgado, Laura'
'Carballo, Rosa'
'Vázquez-López, Ezequiel M.'
_publ_section_title
;
 Solid-State Coordinative Behavior of a New Asymmetrical Bis-hydrazone
 Ligand Containing Two Different Binding Pockets
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1193
_journal_paper_doi               10.1021/cg301628q
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C26 H30 Cu N4 O6 S2'
_chemical_formula_weight         622.20
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 95.86(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.818(3)
_cell_length_b                   10.705(2)
_cell_length_c                   20.701(4)
_cell_measurement_temperature    100(2)
_cell_volume                     2825.7(10)
_computing_cell_refinement       HKL2000
_computing_data_collection       HKL2000
_computing_data_reduction        HKL2000
_computing_molecular_graphics    Mercury
_computing_publication_material  Mercury
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.75130
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            107165
_diffrn_reflns_theta_full        29.93
_diffrn_reflns_theta_max         29.93
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.524
_refine_diff_density_min         -1.655
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       0.029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         6894
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0637
_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)+(0.1217P)²+4.3682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1825
_refine_ls_wR_factor_ref         0.1854
_reflns_number_gt                6413
_reflns_number_total             6894
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301628q_si_002.cif
_cod_data_source_block           2c.H2O.2dmso
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4507503
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.79515(3) 0.52439(3) 0.134818(15) 0.02423(16) Uani 1 1 d . . .
C1 C 0.9656(2) 0.2287(3) 0.22709(13) 0.0279(5) Uani 1 1 d . . .
H1 H 0.9870 0.1886 0.1897 0.033 Uiso 1 1 calc R . .
C2 C 0.9039(2) 0.3428(3) 0.33726(12) 0.0244(5) Uani 1 1 d . . .
H2 H 0.8823 0.3812 0.3751 0.029 Uiso 1 1 calc R . .
C3A C 0.9023(2) 0.3375(2) 0.21923(12) 0.0233(5) Uani 1 1 d . . .
C3B C 0.9966(2) 0.1801(3) 0.28739(13) 0.0263(5) Uani 1 1 d . . .
H3B H 1.0378 0.1061 0.2909 0.032 Uiso 1 1 calc R . .
C4A C 0.8697(2) 0.3938(2) 0.27647(12) 0.0233(5) Uani 1 1 d . . .
C4B C 0.9682(2) 0.2384(2) 0.34420(12) 0.0237(5) Uani 1 1 d . . .
C5A C 0.8005(2) 0.5001(3) 0.27492(13) 0.0244(5) Uani 1 1 d . . .
H5A H 0.7807 0.5299 0.3151 0.029 Uiso 1 1 calc R . .
C5B C 1.0036(2) 0.1944(3) 0.40906(12) 0.0239(5) Uani 1 1 d . . .
H5B H 0.9695 0.2250 0.4445 0.029 Uiso 1 1 calc R . .
C6A C 0.6667(2) 0.7022(2) 0.17070(13) 0.0244(5) Uani 1 1 d . . .
C6B C 1.1848(2) 0.0077(3) 0.50038(13) 0.0226(5) Uani 1 1 d . . .
C7A C 0.5882(2) 0.8046(2) 0.16570(13) 0.0250(5) Uani 1 1 d . . .
C7B C 1.2145(2) -0.0226(2) 0.56996(13) 0.0247(5) Uani 1 1 d . . .
C8A C 0.5507(2) 0.8504(3) 0.10462(14) 0.0299(6) Uani 1 1 d . . .
H8A H 0.5740 0.8147 0.0666 0.036 Uiso 1 1 calc R . .
C8B C 1.2712(2) -0.1322(3) 0.58422(14) 0.0279(5) Uani 1 1 d . . .
H8B H 1.2876 -0.1859 0.5502 0.033 Uiso 1 1 calc R . .
C9A C 0.4791(2) 0.9483(3) 0.09940(16) 0.0331(6) Uani 1 1 d . . .
H9A H 0.4536 0.9792 0.0578 0.040 Uiso 1 1 calc R . .
C9B C 1.3035(2) -0.1625(3) 0.64853(15) 0.0317(6) Uani 1 1 d . . .
H9B H 1.3421 -0.2370 0.6585 0.038 Uiso 1 1 calc R . .
C10A C 0.4448(2) 1.0011(3) 0.15470(17) 0.0333(6) Uani 1 1 d . . .
H10A H 0.3966 1.0688 0.1510 0.040 Uiso 1 1 calc R . .
C10B C 1.2794(3) -0.0835(3) 0.69826(14) 0.0359(7) Uani 1 1 d . . .
H10B H 1.3011 -0.1047 0.7422 0.043 Uiso 1 1 calc R . .
C11A C 0.4812(2) 0.9545(3) 0.21546(16) 0.0335(6) Uani 1 1 d . . .
H11A H 0.4571 0.9899 0.2533 0.040 Uiso 1 1 calc R . .
C11B C 1.2240(3) 0.0256(3) 0.68413(15) 0.0376(7) Uani 1 1 d . . .
H11B H 1.2083 0.0795 0.7183 0.045 Uiso 1 1 calc R . .
C12A C 0.5523(2) 0.8568(3) 0.22133(14) 0.0295(6) Uani 1 1 d . . .
H12A H 0.5767 0.8252 0.2631 0.035 Uiso 1 1 calc R . .
C12B C 1.1910(2) 0.0569(3) 0.61990(14) 0.0306(6) Uani 1 1 d . . .
H12B H 1.1528 0.1318 0.6102 0.037 Uiso 1 1 calc R . .
O3A O 0.87579(16) 0.37880(19) 0.15998(9) 0.0266(4) Uani 1 1 d . . .
O6A O 0.70134(16) 0.6641(2) 0.11719(9) 0.0296(4) Uani 1 1 d . . .
O6B O 1.23496(16) -0.03942(18) 0.45760(9) 0.0250(4) Uani 1 1 d . . .
N5A N 0.76375(17) 0.5575(2) 0.22262(11) 0.0230(4) Uani 1 1 d . . .
N5B N 1.07907(17) 0.1156(2) 0.42062(10) 0.0221(4) Uani 1 1 d . . .
N6A N 0.69470(18) 0.6560(2) 0.22860(11) 0.0254(5) Uani 1 1 d . . .
N6B N 1.10427(18) 0.0854(2) 0.48567(10) 0.0231(4) Uani 1 1 d . . .
H6N H 1.069(3) 0.117(4) 0.5131(19) 0.033(9) Uiso 1 1 d . . .
S1S S 0.52308(7) 0.30464(8) 0.05436(4) 0.0407(2) Uani 1 1 d . . .
O1S O 0.4229(2) 0.2344(3) 0.05530(14) 0.0511(7) Uani 1 1 d . . .
C11S C 0.6097(3) 0.2532(4) 0.1231(2) 0.0473(8) Uani 1 1 d . . .
H11E H 0.5749 0.2630 0.1628 0.071 Uiso 1 1 calc R . .
H11F H 0.6739 0.3035 0.1265 0.071 Uiso 1 1 calc R . .
H11G H 0.6275 0.1651 0.1176 0.071 Uiso 1 1 calc R . .
C12S C 0.4995(3) 0.4583(4) 0.0843(2) 0.0468(8) Uani 1 1 d . . .
H12E H 0.4510 0.5029 0.0527 0.070 Uiso 1 1 calc R . .
H12F H 0.5660 0.5041 0.0910 0.070 Uiso 1 1 calc R . .
H12G H 0.4688 0.4518 0.1256 0.070 Uiso 1 1 calc R . .
S2S1 S 0.76951(8) 1.02335(9) 0.02559(5) 0.0339(2) Uani 0.82 1 d P A 1
O2S1 O 0.8402(3) 1.1158(3) -0.00253(17) 0.0446(8) Uani 0.82 1 d P A 1
S2S2 S 0.8837(5) 0.9592(6) 0.0310(3) 0.0562(15) Uani 0.18 1 d P A 2
O2S2 O 0.9001(18) 1.0841(17) 0.0019(8) 0.054(4) Uani 0.18 1 d P A 2
C21S C 0.8280(4) 0.9881(5) 0.1053(2) 0.0553(10) Uani 1 1 d . . .
H21A H 0.9021 0.9684 0.1037 0.083 Uiso 0.82 1 d P B 1
H21B H 0.7919 0.9170 0.1225 0.083 Uiso 0.82 1 d P C 1
H21C H 0.8215 1.0612 0.1334 0.083 Uiso 0.82 1 d P D 1
H21A H 0.8197 1.0806 0.1116 0.083 Uiso 0.18 1 d P E 2
H21B H 0.8745 0.9574 0.1430 0.083 Uiso 0.18 1 d P F 2
H21C H 0.7595 0.9495 0.1050 0.083 Uiso 0.18 1 d P G 2
C22S C 0.7936(3) 0.8776(4) -0.0119(2) 0.0521(9) Uani 1 1 d . . .
H22A H 0.7768 0.8851 -0.0594 0.078 Uiso 0.82 1 d P H 1
H22B H 0.7493 0.8127 0.0044 0.078 Uiso 0.82 1 d P I 1
H22C H 0.8675 0.8547 -0.0026 0.078 Uiso 0.82 1 d P J 1
H22A H 0.7500 0.9308 -0.0421 0.078 Uiso 0.18 1 d P K 2
H22B H 0.7482 0.8352 0.0171 0.078 Uiso 0.18 1 d P L 2
H22C H 0.8258 0.8117 -0.0375 0.078 Uiso 0.18 1 d P M 2
O1W O 0.97959(18) 0.2805(2) 0.06415(10) 0.0323(5) Uani 1 1 d D . .
H11W H 0.953(4) 0.309(5) 0.0974(17) 0.059(14) Uiso 1 1 d D . .
H12W H 0.938(3) 0.223(3) 0.050(2) 0.049(12) 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'
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
O3A Cu1 O6A 172.59(8) . .
O3A Cu1 N5A 92.99(9) . .
O6A Cu1 N5A 81.38(9) . .
O3A Cu1 O6B 91.60(8) . 2_755
O6A Cu1 O6B 91.59(9) . 2_755
N5A Cu1 O6B 155.39(9) . 2_755
O3A Cu1 N5B 95.48(8) . 2_755
O6A Cu1 N5B 91.80(8) . 2_755
N5A Cu1 N5B 128.11(9) . 2_755
O6B Cu1 N5B 75.36(8) 2_755 2_755
C3B C1 C3A 121.7(2) . .
C4B C2 C4A 122.3(2) . .
O3A C3A C1 118.2(2) . .
O3A C3A C4A 124.2(2) . .
C1 C3A C4A 117.6(2) . .
C1 C3B C4B 120.9(3) . .
C2 C4A C3A 119.3(2) . .
C2 C4A C5A 117.6(2) . .
C3A C4A C5A 123.1(2) . .
C2 C4B C3B 118.1(2) . .
C2 C4B C5B 118.9(2) . .
C3B C4B C5B 122.9(2) . .
N5A C5A C4A 124.5(2) . .
N5B C5B C4B 122.9(2) . .
O6A C6A N6A 125.0(2) . .
O6A C6A C7A 117.4(2) . .
N6A C6A C7A 117.6(2) . .
O6B C6B N6B 122.0(2) . .
O6B C6B C7B 119.8(2) . .
N6B C6B C7B 118.2(2) . .
C8A C7A C12A 119.6(3) . .
C8A C7A C6A 119.4(2) . .
C12A C7A C6A 121.0(2) . .
C12B C7B C8B 120.2(3) . .
C12B C7B C6B 122.1(3) . .
C8B C7B C6B 117.7(2) . .
C9A C8A C7A 119.9(3) . .
C9B C8B C7B 119.8(3) . .
C10A C9A C8A 120.4(3) . .
C10B C9B C8B 119.9(3) . .
C9A C10A C11A 119.7(3) . .
C11B C10B C9B 120.3(3) . .
C12A C11A C10A 120.5(3) . .
C10B C11B C12B 120.2(3) . .
C11A C12A C7A 119.9(3) . .
C11B C12B C7B 119.5(3) . .
C3A O3A Cu1 127.49(17) . .
C6A O6A Cu1 110.02(17) . .
C6B O6B Cu1 117.94(18) . 2_745
C5A N5A N6A 117.9(2) . .
C5A N5A Cu1 127.38(19) . .
N6A N5A Cu1 114.73(17) . .
C5B N5B N6B 115.4(2) . .
C5B N5B Cu1 137.76(17) . 2_745
N6B N5B Cu1 106.26(15) . 2_745
C6A N6A N5A 108.8(2) . .
C6B N6B N5B 117.6(2) . .
O1S S1S C12S 106.42(19) . .
O1S S1S C11S 107.35(17) . .
C12S S1S C11S 96.8(2) . .
O2S1 S2S1 C21S 106.6(2) . .
O2S1 S2S1 C22S 105.6(2) . .
C21S S2S1 C22S 98.2(2) . .
O2S2 S2S2 C22S 112.4(8) . .
O2S2 S2S2 C21S 106.1(10) . .
C22S S2S2 C21S 103.8(4) . .
S2S1 C21S S2S2 53.6(2) . .
S2S2 C22S S2S1 56.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3A 1.913(2) .
Cu1 O6A 1.931(2) .
Cu1 N5A 1.934(2) .
Cu1 O6B 2.031(2) 2_755
Cu1 N5B 2.291(2) 2_755
C1 C3B 1.373(4) .
C1 C3A 1.419(4) .
C2 C4B 1.387(4) .
C2 C4A 1.400(4) .
C3A O3A 1.315(3) .
C3A C4A 1.429(3) .
C3B C4B 1.412(3) .
C4A C5A 1.441(4) .
C4B C5B 1.451(3) .
C5A N5A 1.292(4) .
C5B N5B 1.288(3) .
C6A O6A 1.301(3) .
C6A N6A 1.313(3) .
C6A C7A 1.484(4) .
C6B O6B 1.253(3) .
C6B N6B 1.336(4) .
C6B C7B 1.487(4) .
C7A C8A 1.395(4) .
C7A C12A 1.399(4) .
C7B C12B 1.395(4) .
C7B C8B 1.396(4) .
C8A C9A 1.389(4) .
C8B C9B 1.392(4) .
C9A C10A 1.388(5) .
C9B C10B 1.391(5) .
C10A C11A 1.389(5) .
C10B C11B 1.383(5) .
C11A C12A 1.384(4) .
C11B C12B 1.394(4) .
O6B Cu1 2.031(2) 2_745
N5A N6A 1.390(3) .
N5B N6B 1.391(3) .
N5B Cu1 2.291(2) 2_745
S1S O1S 1.489(3) .
S1S C12S 1.794(4) .
S1S C11S 1.801(4) .
S2S1 O2S1 1.499(4) .
S2S1 C21S 1.782(5) .
S2S1 C22S 1.784(4) .
S2S2 O2S2 1.490(17) .
S2S2 C22S 1.636(7) .
S2S2 C21S 1.789(9) .
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
N6B H6N O1W 0.83(4) 1.97(4) 2.790(3) 168(4) 4_566
O1W H11W O3A 0.856(19) 1.86(2) 2.711(3) 171(5) .
O1W H12W O2S1 0.851(19) 1.94(2) 2.776(4) 165(5) 1_545
O1W H12W O2S2 0.851(19) 1.82(3) 2.618(18) 154(4) 1_545
