#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:02:38 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179610 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/74/4507498.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_4507498
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            'C44 H34 Co N8 O14'
_chemical_formula_weight         957.72
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 107.906(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.211(3)
_cell_length_b                   21.047(4)
_cell_length_c                   16.576(4)
_cell_measurement_temperature    293(2)
_cell_volume                     5381.7(19)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1110
_diffrn_reflns_av_sigmaI/netI    0.2035
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14093
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.64
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.804
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4713
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.804
_refine_ls_R_factor_all          0.1662
_refine_ls_R_factor_gt           0.0732
_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)+(0.0927P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.2037
_reflns_number_gt                1775
_reflns_number_total             4713
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301628q_si_002.cif
_cod_data_source_block           1a.5H2O
_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_cell_volume        5381.5(19)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4507498
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Co1 Co 0.5000 0.36413(5) 1.2500 0.0396(4) Uani 1 2 d S
O3A O 0.4060(2) 0.42643(15) 1.1886(2) 0.0416(9) Uani 1 1 d .
O6A O 0.5901(3) 0.28816(17) 1.2763(2) 0.0539(11) Uani 1 1 d .
O6B O 0.1343(3) 0.6542(2) 0.7677(3) 0.0825(15) Uani 1 1 d .
N5B N 0.2645(3) 0.5749(2) 0.8380(3) 0.0488(12) Uani 1 1 d .
N5A N 0.5300(3) 0.35336(18) 1.1394(3) 0.0333(10) Uani 1 1 d .
N6B N 0.2482(3) 0.59757(19) 0.7559(3) 0.0494(12) Uani 1 1 d .
H6B H 0.2810 0.5870 0.7260 0.059 Uiso 1 1 calc R
N6A N 0.5892(3) 0.30540(18) 1.1419(3) 0.0399(11) Uani 1 1 d .
H6A H 0.6076 0.2968 1.0996 0.048 Uiso 1 1 calc R
C1 C 0.3266(4) 0.4982(3) 1.0848(4) 0.0551(17) Uani 1 1 d .
H1 H 0.2983 0.5116 1.1228 0.066 Uiso 1 1 calc R
C2 C 0.4099(3) 0.4602(2) 0.9718(3) 0.0380(13) Uani 1 1 d .
H2 H 0.4381 0.4472 0.9336 0.046 Uiso 1 1 calc R
C3A C 0.3903(3) 0.4504(2) 1.1104(3) 0.0388(13) Uani 1 1 d .
C3B C 0.3047(4) 0.5256(3) 1.0059(4) 0.0507(15) Uani 1 1 d .
H3B H 0.2615 0.5564 0.9908 0.061 Uiso 1 1 calc R
C4B C 0.3481(3) 0.5069(2) 0.9476(3) 0.0394(13) Uani 1 1 d .
C4A C 0.4322(3) 0.4311(2) 1.0522(3) 0.0323(12) Uani 1 1 d .
C5B C 0.3245(4) 0.5342(2) 0.8624(3) 0.0436(14) Uani 1 1 d .
H5B H 0.3542 0.5214 0.8254 0.052 Uiso 1 1 calc R
C5A C 0.4971(3) 0.3822(2) 1.0668(3) 0.0400(13) Uani 1 1 d .
H5A H 0.5168 0.3704 1.0218 0.048 Uiso 1 1 calc R
C6A C 0.6158(4) 0.2734(2) 1.2152(4) 0.0463(15) Uani 1 1 d .
C6B C 0.1796(5) 0.6365(3) 0.7239(4) 0.0588(17) Uani 1 1 d .
C7A C 0.6783(4) 0.2202(3) 1.2231(4) 0.0528(16) Uani 1 1 d .
C7B C 0.1600(4) 0.6571(3) 0.6349(4) 0.0626(18) Uani 1 1 d .
C8A C 0.7200(9) 0.1984(5) 1.3002(6) 0.204(7) Uani 1 1 d .
H8A H 0.7111 0.2170 1.3477 0.245 Uiso 1 1 calc R
C8B C 0.0831(7) 0.6859(6) 0.5972(6) 0.177(5) Uani 1 1 d .
H8B H 0.0427 0.6905 0.6264 0.212 Uiso 1 1 calc R
C9B C 0.0645(9) 0.7088(7) 0.5139(7) 0.222(8) Uani 1 1 d .
H9B H 0.0134 0.7313 0.4900 0.266 Uiso 1 1 calc R
C9A C 0.7771(10) 0.1478(6) 1.3094(7) 0.268(10) Uani 1 1 d .
H9A H 0.8007 0.1300 1.3629 0.321 Uiso 1 1 calc R
C10A C 0.7987(5) 0.1241(4) 1.2460(6) 0.105(3) Uani 1 1 d .
H10A H 0.8382 0.0909 1.2535 0.125 Uiso 1 1 calc R
C10B C 0.1164(7) 0.6994(6) 0.4697(6) 0.148(5) Uani 1 1 d .
H10B H 0.1013 0.7135 0.4139 0.178 Uiso 1 1 calc R
C11A C 0.7626(7) 0.1492(4) 1.1722(6) 0.158(5) Uani 1 1 d .
H11A H 0.7782 0.1341 1.1262 0.190 Uiso 1 1 calc R
C11B C 0.1903(7) 0.6701(6) 0.5032(6) 0.166(5) Uani 1 1 d .
H11B H 0.2272 0.6627 0.4710 0.199 Uiso 1 1 calc R
C12A C 0.7014(7) 0.1978(4) 1.1585(5) 0.132(4) Uani 1 1 d .
H12A H 0.6768 0.2143 1.1044 0.159 Uiso 1 1 calc R
C12B C 0.2133(6) 0.6499(4) 0.5880(5) 0.117(3) Uani 1 1 d .
H12B H 0.2672 0.6311 0.6122 0.140 Uiso 1 1 calc R
O1W O 0.6509(3) 0.2973(2) 0.9986(3) 0.0739(13) Uani 1 1 d .
O2W O 0.5000 0.2463(3) 0.7500 0.100(2) Uani 1 2 d S
O3W O 0.6724(3) 0.1707(2) 0.9444(3) 0.0878(15) Uani 1 1 d .
O4W O 0.5255(3) 0.3528(2) 0.8671(3) 0.1066(18) Uani 1 1 d .
O5W O 0.5000 0.4481(4) 0.7500 0.146(4) 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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'
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 Co1 O3A 99.6(2) 2_657 .
O3A Co1 N5A 88.35(14) 2_657 2_657
O3A Co1 N5A 99.88(14) . 2_657
O3A Co1 N5A 99.88(14) 2_657 .
O3A Co1 N5A 88.35(14) . .
N5A Co1 N5A 167.3(2) 2_657 .
O3A Co1 O6A 162.57(14) 2_657 2_657
O3A Co1 O6A 91.17(15) . 2_657
N5A Co1 O6A 76.24(15) 2_657 2_657
N5A Co1 O6A 94.06(15) . 2_657
O3A Co1 O6A 91.17(15) 2_657 .
O3A Co1 O6A 162.57(14) . .
N5A Co1 O6A 94.06(15) 2_657 .
N5A Co1 O6A 76.24(15) . .
O6A Co1 O6A 82.0(2) 2_657 .
C3A O3A Co1 128.1(3) . .
C6A O6A Co1 113.8(3) . .
C5B N5B N6B 116.3(5) . .
C5A N5A N6A 116.7(4) . .
C5A N5A Co1 129.1(3) . .
N6A N5A Co1 114.0(3) . .
C6B N6B N5B 118.6(5) . .
C6A N6A N5A 114.9(4) . .
C3B C1 C3A 122.5(5) . .
C4B C2 C4A 122.6(5) . .
O3A C3A C4A 124.7(5) . .
O3A C3A C1 117.6(5) . .
C4A C3A C1 117.7(5) . .
C1 C3B C4B 119.8(5) . .
C2 C4B C3B 118.1(5) . .
C2 C4B C5B 121.0(5) . .
C3B C4B C5B 120.8(5) . .
C3A C4A C2 119.2(5) . .
C3A C4A C5A 125.2(5) . .
C2 C4A C5A 115.6(5) . .
N5B C5B C4B 121.5(5) . .
N5A C5A C4A 123.9(5) . .
O6A C6A N6A 121.1(5) . .
O6A C6A C7A 120.3(5) . .
N6A C6A C7A 118.6(5) . .
O6B C6B N6B 121.1(5) . .
O6B C6B C7B 121.0(6) . .
N6B C6B C7B 117.9(6) . .
C12A C7A C8A 117.8(7) . .
C12A C7A C6A 123.5(6) . .
C8A C7A C6A 118.4(6) . .
C12B C7B C8B 116.8(7) . .
C12B C7B C6B 124.7(6) . .
C8B C7B C6B 118.5(7) . .
C7A C8A C9A 119.7(8) . .
C7B C8B C9B 119.7(10) . .
C10B C9B C8B 121.7(10) . .
C10A C9A C8A 122.6(9) . .
C11A C10A C9A 116.8(8) . .
C9B C10B C11B 120.2(10) . .
C10A C11A C12A 123.0(8) . .
C10B C11B C12B 119.6(9) . .
C7A C12A C11A 119.6(7) . .
C7B C12B C11B 121.8(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O3A 2.031(3) 2_657
Co1 O3A 2.031(3) .
Co1 N5A 2.049(4) 2_657
Co1 N5A 2.049(4) .
Co1 O6A 2.119(4) 2_657
Co1 O6A 2.119(4) .
O3A C3A 1.340(6) .
O6A C6A 1.246(6) .
O6B C6B 1.237(7) .
N5B C5B 1.265(6) .
N5B N6B 1.389(5) .
N5A C5A 1.306(6) .
N5A N6A 1.385(5) .
N6B C6B 1.352(7) .
N6A C6A 1.340(6) .
C1 C3B 1.372(7) .
C1 C3A 1.409(7) .
C2 C4B 1.372(6) .
C2 C4A 1.409(6) .
C3A C4A 1.401(7) .
C3B C4B 1.414(7) .
C4B C5B 1.463(7) .
C4A C5A 1.439(6) .
C6A C7A 1.487(7) .
C6B C7B 1.475(8) .
C7A C12A 1.325(8) .
C7A C8A 1.330(10) .
C7B C12B 1.338(9) .
C7B C8B 1.354(10) .
C8A C9A 1.388(11) .
C8B C9B 1.406(12) .
C9B C10B 1.289(13) .
C9A C10A 1.305(11) .
C10A C11A 1.295(10) .
C10B C11B 1.309(11) .
C11A C12A 1.395(9) .
C11B C12B 1.405(10) .
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 H6B O3A 0.86 2.31 3.129(6) 159.2 6_565
N6A H6A O1W 0.86 2.01 2.852(6) 167.6 .
