# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_H2L3
_database_code_depnum_ccdc_archive 'CCDC 1432533'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 '4-methoxysalicylaldehyde  4-hydroxybenzhydrazone'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H14 N2 O4'
_chemical_formula_sum            'C15 H14 N2 O4'
_chemical_formula_weight         286.28

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.1547(3)
_cell_length_b                   8.3437(2)
_cell_length_c                   10.9630(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.307(2)
_cell_angle_gamma                90
_cell_volume                     1359.32(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9666
_cell_measurement_theta_min      4.2128
_cell_measurement_theta_max      36.0513

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    0.103
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.92204
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            18347
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.221
_diffrn_reflns_theta_max         28.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3447
_reflns_number_gt                2778
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0564P)²+0.2242P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3447
_refine_ls_number_parameters     200
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1122
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C15 C -0.29595(9) -0.0087(2) -0.27588(15) 0.0648(4) Uani 1 1 d . . . . .
H15A H -0.3035 -0.0366 -0.1936 0.097 Uiso 1 1 calc R U . . .
H15B H -0.3301 -0.0813 -0.3349 0.097 Uiso 1 1 calc R U . . .
H15C H -0.3168 0.0988 -0.2947 0.097 Uiso 1 1 calc R U . . .
N1 N 0.14284(6) 0.30005(12) 0.05067(9) 0.0402(2) Uani 1 1 d . . . . .
C9 C -0.00871(7) 0.23272(14) -0.03853(10) 0.0361(2) Uani 1 1 d . . . . .
N2 N 0.20082(6) 0.38598(13) 0.13914(10) 0.0422(2) Uani 1 1 d D . . . .
H2N H 0.1784(9) 0.4350(17) 0.1953(12) 0.051 Uiso 1 1 d D U . . .
C8 C 0.05892(7) 0.31627(15) 0.05007(11) 0.0398(3) Uani 1 1 d . . . . .
H8 H 0.0409 0.3836 0.1082 0.048 Uiso 1 1 calc R U . . .
O2 O 0.10018(6) 0.10127(12) -0.13813(9) 0.0511(2) Uani 1 1 d D . . . .
H2O H 0.1339(10) 0.1572(19) -0.0843(14) 0.061 Uiso 1 1 d D U . . .
C10 C 0.01338(7) 0.12596(14) -0.12723(10) 0.0373(2) Uani 1 1 d . . . . .
C1 C 0.28919(7) 0.39302(14) 0.13475(10) 0.0383(3) Uani 1 1 d . . . . .
C2 C 0.34617(7) 0.49222(14) 0.23143(10) 0.0378(3) Uani 1 1 d . . . . .
O3 O 0.51668(6) 0.76322(13) 0.49403(9) 0.0531(3) Uani 1 1 d D . . . .
H3O H 0.5667(10) 0.783(2) 0.4708(15) 0.064 Uiso 1 1 d D U . . .
C14 C -0.09943(8) 0.25389(16) -0.03529(12) 0.0441(3) Uani 1 1 d . . . . .
H14 H -0.1150 0.3239 0.0230 0.053 Uiso 1 1 calc R U . . .
O1 O 0.31894(5) 0.32267(12) 0.05301(8) 0.0490(2) Uani 1 1 d . . . . .
C4 C 0.47851(8) 0.65778(15) 0.28640(11) 0.0429(3) Uani 1 1 d . . . . .
H4 H 0.5279 0.7075 0.2640 0.051 Uiso 1 1 calc R U . . .
C11 C -0.05349(8) 0.04301(15) -0.20549(11) 0.0421(3) Uani 1 1 d . . . . .
H11 H -0.0383 -0.0299 -0.2621 0.051 Uiso 1 1 calc R U . . .
C5 C 0.46225(7) 0.67631(15) 0.40598(11) 0.0406(3) Uani 1 1 d . . . . .
O4 O -0.20319(6) -0.01939(13) -0.28249(9) 0.0582(3) Uani 1 1 d . . . . .
C12 C -0.14340(8) 0.06766(15) -0.20033(11) 0.0421(3) Uani 1 1 d . . . . .
C13 C -0.16704(8) 0.17487(16) -0.11540(12) 0.0464(3) Uani 1 1 d . . . . .
H13 H -0.2271 0.1930 -0.1126 0.056 Uiso 1 1 calc R U . . .
C3 C 0.42139(8) 0.56564(15) 0.20100(11) 0.0416(3) Uani 1 1 d . . . . .
H3 H 0.4334 0.5523 0.1216 0.050 Uiso 1 1 calc R U . . .
C7 C 0.32961(8) 0.51432(18) 0.35094(12) 0.0488(3) Uani 1 1 d . . . . .
H7 H 0.2791 0.4677 0.3727 0.059 Uiso 1 1 calc R U . . .
C6 C 0.38721(8) 0.60445(18) 0.43720(12) 0.0505(3) Uani 1 1 d . . . . .
H6 H 0.3757 0.6172 0.5169 0.061 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C15 O4 1.4246(16) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N1 C8 1.2778(14) . ?
N1 N2 1.3758(14) . ?
C9 C14 1.3934(16) . ?
C9 C10 1.4067(16) . ?
C9 C8 1.4455(15) . ?
N2 C1 1.3508(14) . ?
N2 H2N 0.863(12) . ?
C8 H8 0.9300 . ?
O2 C10 1.3596(13) . ?
O2 H2O 0.842(13) . ?
C10 C11 1.3788(16) . ?
C1 O1 1.2285(14) . ?
C1 C2 1.4816(16) . ?
C2 C3 1.3910(15) . ?
C2 C7 1.3938(17) . ?
O3 C5 1.3512(15) . ?
O3 H3O 0.863(14) . ?
C14 C13 1.3795(17) . ?
C14 H14 0.9300 . ?
C4 C3 1.3781(17) . ?
C4 C5 1.3892(16) . ?
C4 H4 0.9300 . ?
C11 C12 1.3901(17) . ?
C11 H11 0.9300 . ?
C5 C6 1.3866(16) . ?
O4 C12 1.3563(14) . ?
C12 C13 1.3878(17) . ?
C13 H13 0.9300 . ?
C3 H3 0.9300 . ?
C7 C6 1.3777(18) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?

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
_geom_angle_publ_flag
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 N1 N2 116.48(10) . . ?
C14 C9 C10 117.88(10) . . ?
C14 C9 C8 119.65(10) . . ?
C10 C9 C8 122.44(10) . . ?
C1 N2 N1 119.88(10) . . ?
C1 N2 H2N 122.5(10) . . ?
N1 N2 H2N 117.6(10) . . ?
N1 C8 C9 121.75(11) . . ?
N1 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C10 O2 H2O 108.7(11) . . ?
O2 C10 C11 118.36(10) . . ?
O2 C10 C9 121.48(10) . . ?
C11 C10 C9 120.16(10) . . ?
O1 C1 N2 120.89(11) . . ?
O1 C1 C2 122.89(10) . . ?
N2 C1 C2 116.21(10) . . ?
C3 C2 C7 118.31(11) . . ?
C3 C2 C1 117.68(10) . . ?
C7 C2 C1 124.00(10) . . ?
C5 O3 H3O 110.0(11) . . ?
C13 C14 C9 122.45(11) . . ?
C13 C14 H14 118.8 . . ?
C9 C14 H14 118.8 . . ?
C3 C4 C5 119.95(10) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C10 C11 C12 120.48(11) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
O3 C5 C6 118.10(11) . . ?
O3 C5 C4 122.52(11) . . ?
C6 C5 C4 119.38(11) . . ?
C12 O4 C15 118.05(11) . . ?
O4 C12 C13 124.33(11) . . ?
O4 C12 C11 115.23(11) . . ?
C13 C12 C11 120.44(11) . . ?
C14 C13 C12 118.56(11) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C4 C3 C2 121.18(11) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C6 C7 C2 120.72(11) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
C7 C6 C5 120.43(11) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 N2 C1 -170.70(11) . . . . ?
N2 N1 C8 C9 179.83(10) . . . . ?
C14 C9 C8 N1 179.81(11) . . . . ?
C10 C9 C8 N1 1.56(18) . . . . ?
C14 C9 C10 O2 178.59(11) . . . . ?
C8 C9 C10 O2 -3.13(17) . . . . ?
C14 C9 C10 C11 -1.61(17) . . . . ?
C8 C9 C10 C11 176.67(11) . . . . ?
N1 N2 C1 O1 -0.48(17) . . . . ?
N1 N2 C1 C2 178.21(10) . . . . ?
O1 C1 C2 C3 28.77(17) . . . . ?
N2 C1 C2 C3 -149.89(11) . . . . ?
O1 C1 C2 C7 -150.30(13) . . . . ?
N2 C1 C2 C7 31.04(17) . . . . ?
C10 C9 C14 C13 -0.17(19) . . . . ?
C8 C9 C14 C13 -178.51(12) . . . . ?
O2 C10 C11 C12 -178.14(11) . . . . ?
C9 C10 C11 C12 2.05(17) . . . . ?
C3 C4 C5 O3 178.99(11) . . . . ?
C3 C4 C5 C6 -1.46(19) . . . . ?
C15 O4 C12 C13 -4.49(19) . . . . ?
C15 O4 C12 C11 175.43(12) . . . . ?
C10 C11 C12 O4 179.39(11) . . . . ?
C10 C11 C12 C13 -0.69(18) . . . . ?
C9 C14 C13 C12 1.5(2) . . . . ?
O4 C12 C13 C14 178.85(12) . . . . ?
C11 C12 C13 C14 -1.07(19) . . . . ?
C5 C4 C3 C2 1.13(19) . . . . ?
C7 C2 C3 C4 0.13(18) . . . . ?
C1 C2 C3 C4 -178.99(11) . . . . ?
C3 C2 C7 C6 -1.1(2) . . . . ?
C1 C2 C7 C6 178.00(12) . . . . ?
C2 C7 C6 C5 0.7(2) . . . . ?
O3 C5 C6 C7 -179.89(12) . . . . ?
C4 C5 C6 C7 0.5(2) . . . . ?

_refine_diff_density_max         0.162
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.040

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_H2L5
_database_code_depnum_ccdc_archive 'CCDC 1432534'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
'3-methoxysalicylaldehyde benzhydrazone'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H14 N2 O3'
_chemical_formula_sum            'C15 H14 N2 O3'
_chemical_formula_weight         270.28

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1617(5)
_cell_length_b                   6.1414(4)
_cell_length_c                   23.4795(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.806(5)
_cell_angle_gamma                90
_cell_volume                     1316.44(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2433
_cell_measurement_theta_min      4.2784
_cell_measurement_theta_max      29.4127

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            8242
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         4.287
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2848
_reflns_number_gt                1832
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+0.0937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2848
_refine_ls_number_parameters     188
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.45820(14) 0.9088(2) 0.07410(5) 0.0401(3) Uani 1 1 d . . . . .
O2 O 0.47098(12) 1.2302(2) 0.14896(5) 0.0497(4) Uani 1 1 d D . . . .
H2O H 0.4978(19) 1.122(3) 0.1304(7) 0.060 Uiso 1 1 d D U . . .
N2 N 0.50857(15) 0.7247(2) 0.04875(6) 0.0447(4) Uani 1 1 d D . . . .
H2N H 0.4550(17) 0.663(3) 0.0197(7) 0.054 Uiso 1 1 d D U . . .
O1 O 0.66434(13) 0.4463(2) 0.04822(5) 0.0527(4) Uani 1 1 d . . . . .
O3 O 0.35552(13) 1.5809(2) 0.18621(5) 0.0564(4) Uani 1 1 d . . . . .
C10 C 0.33992(16) 1.2908(3) 0.12243(6) 0.0366(4) Uani 1 1 d . . . . .
C9 C 0.26914(16) 1.1737(3) 0.07707(6) 0.0379(4) Uani 1 1 d . . . . .
C8 C 0.33286(17) 0.9792(3) 0.05457(7) 0.0413(4) Uani 1 1 d . . . . .
H8 H 0.2810 0.9037 0.0251 0.050 Uiso 1 1 calc R U . . .
C11 C 0.27516(17) 1.4784(3) 0.14273(7) 0.0403(4) Uani 1 1 d . . . . .
C1 C 0.63110(17) 0.6206(3) 0.06959(7) 0.0397(4) Uani 1 1 d . . . . .
C2 C 0.72345(16) 0.7200(3) 0.11829(7) 0.0376(4) Uani 1 1 d . . . . .
C3 C 0.78263(18) 0.9262(3) 0.11545(7) 0.0482(5) Uani 1 1 d . . . . .
H3 H 0.7611 1.0116 0.0831 0.058 Uiso 1 1 calc R U . . .
C12 C 0.13975(18) 1.5456(3) 0.11852(7) 0.0487(5) Uani 1 1 d . . . . .
H12 H 0.0961 1.6696 0.1322 0.058 Uiso 1 1 calc R U . . .
C14 C 0.13263(17) 1.2464(3) 0.05340(7) 0.0503(5) Uani 1 1 d . . . . .
H14 H 0.0845 1.1697 0.0233 0.060 Uiso 1 1 calc R U . . .
C5 C 0.90259(18) 0.8830(4) 0.20913(8) 0.0517(5) Uani 1 1 d . . . . .
H5 H 0.9622 0.9381 0.2398 0.062 Uiso 1 1 calc R U . . .
C13 C 0.06887(19) 1.4281(3) 0.07382(8) 0.0542(5) Uani 1 1 d . . . . .
H13 H -0.0223 1.4733 0.0578 0.065 Uiso 1 1 calc R U . . .
C4 C 0.87395(19) 1.0060(3) 0.16060(8) 0.0536(5) Uani 1 1 d . . . . .
H4 H 0.9160 1.1431 0.1581 0.064 Uiso 1 1 calc R U . . .
C6 C 0.84319(18) 0.6788(4) 0.21236(8) 0.0531(5) Uani 1 1 d . . . . .
H6 H 0.8624 0.5961 0.2453 0.064 Uiso 1 1 calc R U . . .
C7 C 0.75499(17) 0.5954(3) 0.16695(7) 0.0461(4) Uani 1 1 d . . . . .
H7 H 0.7168 0.4556 0.1690 0.055 Uiso 1 1 calc R U . . .
C15 C 0.2940(2) 1.7651(3) 0.21147(9) 0.0629(6) Uani 1 1 d . . . . .
H15A H 0.2722 1.8746 0.1828 0.094 Uiso 1 1 calc R U . . .
H15B H 0.3626 1.8222 0.2409 0.094 Uiso 1 1 calc R U . . .
H15C H 0.2056 1.7235 0.2278 0.094 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.2759(19) . ?
N1 N2 1.3755(18) . ?
O2 C10 1.3577(17) . ?
O2 H2O 0.844(14) . ?
N2 C1 1.347(2) . ?
N2 H2N 0.893(14) . ?
O1 C1 1.2314(19) . ?
O3 C11 1.3619(19) . ?
O3 C15 1.416(2) . ?
C10 C11 1.398(2) . ?
C10 C9 1.399(2) . ?
C9 C14 1.399(2) . ?
C9 C8 1.448(2) . ?
C8 H8 0.9300 . ?
C11 C12 1.383(2) . ?
C1 C2 1.495(2) . ?
C2 C3 1.381(2) . ?
C2 C7 1.385(2) . ?
C3 C4 1.384(2) . ?
C3 H3 0.9300 . ?
C12 C13 1.389(2) . ?
C12 H12 0.9300 . ?
C14 C13 1.365(3) . ?
C14 H14 0.9300 . ?
C5 C6 1.371(3) . ?
C5 C4 1.374(3) . ?
C5 H5 0.9300 . ?
C13 H13 0.9300 . ?
C4 H4 0.9300 . ?
C6 C7 1.381(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
_geom_angle_publ_flag
C8 N1 N2 116.59(13) . . ?
C10 O2 H2O 105.3(12) . . ?
C1 N2 N1 122.16(13) . . ?
C1 N2 H2N 117.6(12) . . ?
N1 N2 H2N 120.0(12) . . ?
C11 O3 C15 118.30(14) . . ?
O2 C10 C11 117.00(14) . . ?
O2 C10 C9 122.96(14) . . ?
C11 C10 C9 120.04(14) . . ?
C14 C9 C10 118.71(16) . . ?
C14 C9 C8 119.51(15) . . ?
C10 C9 C8 121.77(14) . . ?
N1 C8 C9 121.77(15) . . ?
N1 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
O3 C11 C12 125.47(16) . . ?
O3 C11 C10 114.72(14) . . ?
C12 C11 C10 119.81(15) . . ?
O1 C1 N2 119.44(14) . . ?
O1 C1 C2 121.55(14) . . ?
N2 C1 C2 119.01(15) . . ?
C3 C2 C7 119.39(15) . . ?
C3 C2 C1 122.47(15) . . ?
C7 C2 C1 118.09(15) . . ?
C2 C3 C4 120.13(17) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C11 C12 C13 120.13(17) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C13 C14 C9 121.08(16) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
C6 C5 C4 119.96(16) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C14 C13 C12 120.22(16) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C5 C4 C3 120.12(18) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C5 C6 C7 120.37(18) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C2 119.99(17) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 N2 C1 -172.37(16) . . . . ?
O2 C10 C9 C14 178.48(15) . . . . ?
C11 C10 C9 C14 -0.9(2) . . . . ?
O2 C10 C9 C8 -1.0(2) . . . . ?
C11 C10 C9 C8 179.65(14) . . . . ?
N2 N1 C8 C9 -178.96(14) . . . . ?
C14 C9 C8 N1 178.77(16) . . . . ?
C10 C9 C8 N1 -1.8(3) . . . . ?
C15 O3 C11 C12 3.6(3) . . . . ?
C15 O3 C11 C10 -176.40(15) . . . . ?
O2 C10 C11 O3 1.8(2) . . . . ?
C9 C10 C11 O3 -178.79(14) . . . . ?
O2 C10 C11 C12 -178.27(15) . . . . ?
C9 C10 C11 C12 1.2(2) . . . . ?
N1 N2 C1 O1 173.75(15) . . . . ?
N1 N2 C1 C2 -6.2(2) . . . . ?
O1 C1 C2 C3 122.38(19) . . . . ?
N2 C1 C2 C3 -57.7(2) . . . . ?
O1 C1 C2 C7 -54.9(2) . . . . ?
N2 C1 C2 C7 125.03(17) . . . . ?
C7 C2 C3 C4 0.8(3) . . . . ?
C1 C2 C3 C4 -176.46(16) . . . . ?
O3 C11 C12 C13 179.38(16) . . . . ?
C10 C11 C12 C13 -0.6(3) . . . . ?
C10 C9 C14 C13 0.1(3) . . . . ?
C8 C9 C14 C13 179.52(17) . . . . ?
C9 C14 C13 C12 0.5(3) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C6 C5 C4 C3 1.4(3) . . . . ?
C2 C3 C4 C5 -2.0(3) . . . . ?
C4 C5 C6 C7 0.3(3) . . . . ?
C5 C6 C7 C2 -1.4(3) . . . . ?
C3 C2 C7 C6 0.9(2) . . . . ?
C1 C2 C7 C6 178.26(15) . . . . ?

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.034

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_H2L6
_database_code_depnum_ccdc_archive 'CCDC 1432535'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
'4-methoxysalicylaldehyde benzhydrazone'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H14 N2 O3'
_chemical_formula_sum            'C15 H14 N2 O3'
_chemical_formula_weight         270.28

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

_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+1/2'

_cell_length_a                   11.4472(6)
_cell_length_b                   12.6502(9)
_cell_length_c                   9.4907(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.657(5)
_cell_angle_gamma                90
_cell_volume                     1362.09(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3749
_cell_measurement_theta_min      4.1466
_cell_measurement_theta_max      36.0681

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.80413
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_reflns_number            15072
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.155
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             5950
_reflns_number_gt                3419
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_max     0.901
_reflns_Friedel_fraction_full    0.932

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0804P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

_chemical_absolute_configuration ?
_refine_ls_number_reflns         5950
_refine_ls_number_parameters     375
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1190
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.1735
_refine_ls_wR_factor_gt          0.1456
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O21 O 0.0734(3) 0.5583(3) 0.2596(4) 0.0672(10) Uani 1 1 d . . . . .
N22 N 0.1167(3) 0.5096(4) 0.0445(4) 0.0546(10) Uani 1 1 d D . . . .
H22N H 0.087(4) 0.478(4) -0.035(4) 0.066 Uiso 1 1 d D U . . .
O23 O 0.7210(3) 0.7703(4) 0.0295(5) 0.0836(13) Uani 1 1 d . . . . .
N21 N 0.2262(3) 0.5562(4) 0.0701(4) 0.0558(10) Uani 1 1 d . . . . .
C28 C 0.2915(4) 0.5526(5) -0.0267(5) 0.0586(13) Uani 1 1 d . . . . .
H28 H 0.2675 0.5147 -0.1094 0.070 Uiso 1 1 calc R U . . .
C214 C 0.4747(5) 0.6043(5) -0.1188(6) 0.0656(15) Uani 1 1 d . . . . .
H214 H 0.4498 0.5648 -0.2000 0.079 Uiso 1 1 calc R U . . .
O22 O 0.3797(4) 0.6775(4) 0.2192(4) 0.0815(13) Uani 1 1 d D . . . .
H22O H 0.334(5) 0.629(4) 0.197(7) 0.098 Uiso 1 1 d D U . . .
C21 C 0.0445(4) 0.5143(4) 0.1447(5) 0.0517(12) Uani 1 1 d . . . . .
C22 C -0.0742(4) 0.4643(4) 0.1065(5) 0.0542(12) Uani 1 1 d . . . . .
C29 C 0.4042(4) 0.6073(4) -0.0100(5) 0.0548(13) Uani 1 1 d . . . . .
C212 C 0.6173(5) 0.7179(5) 0.0094(6) 0.0630(14) Uani 1 1 d . . . . .
C210 C 0.4429(4) 0.6678(5) 0.1081(5) 0.0607(14) Uani 1 1 d . . . . .
C213 C 0.5804(4) 0.6580(5) -0.1098(6) 0.0675(15) Uani 1 1 d . . . . .
H213 H 0.6263 0.6539 -0.1834 0.081 Uiso 1 1 calc R U . . .
C211 C 0.5497(5) 0.7233(5) 0.1186(6) 0.0684(16) Uani 1 1 d . . . . .
H211 H 0.5747 0.7636 0.1990 0.082 Uiso 1 1 calc R U . . .
C215 C 0.7969(6) 0.7612(6) -0.0774(7) 0.0834(19) Uani 1 1 d . . . . .
H21A H 0.8178 0.6883 -0.0876 0.125 Uiso 1 1 calc R U . . .
H21B H 0.8670 0.8020 -0.0503 0.125 Uiso 1 1 calc R U . . .
H21C H 0.7571 0.7870 -0.1661 0.125 Uiso 1 1 calc R U . . .
C24 C -0.2816(5) 0.4698(6) 0.1180(8) 0.0807(19) Uani 1 1 d . . . . .
H24 H -0.3464 0.5024 0.1489 0.097 Uiso 1 1 calc R U . . .
C26 C -0.2024(5) 0.3306(6) -0.0106(7) 0.0818(18) Uani 1 1 d . . . . .
H26 H -0.2131 0.2686 -0.0635 0.098 Uiso 1 1 calc R U . . .
C25 C -0.2966(5) 0.3812(5) 0.0361(7) 0.0775(18) Uani 1 1 d . . . . .
H25 H -0.3722 0.3544 0.0111 0.093 Uiso 1 1 calc R U . . .
C27 C -0.0900(5) 0.3750(5) 0.0235(6) 0.0697(15) Uani 1 1 d . . . . .
H27 H -0.0256 0.3437 -0.0102 0.084 Uiso 1 1 calc R U . . .
C23 C -0.1693(5) 0.5115(5) 0.1556(7) 0.0670(14) Uani 1 1 d . . . . .
H23 H -0.1586 0.5710 0.2135 0.080 Uiso 1 1 calc R U . . .
N11 N 0.6386(4) 0.0478(4) 0.1807(5) 0.0667(12) Uani 1 1 d . . . . .
N12 N 0.7472(4) 0.0178(4) 0.1481(5) 0.0637(12) Uani 1 1 d D . . . .
H12N H 0.771(5) 0.035(5) 0.067(4) 0.076 Uiso 1 1 d D U . . .
O12 O 0.4744(4) 0.0511(4) 0.3497(5) 0.0935(14) Uani 1 1 d D . . . .
H12O H 0.535(5) 0.034(6) 0.313(8) 0.112 Uiso 1 1 d D U . . .
C19 C 0.4599(5) 0.1455(4) 0.1261(5) 0.0590(13) Uani 1 1 d . . . . .
O11 O 0.7856(4) -0.0737(4) 0.3519(5) 0.0853(12) Uani 1 1 d . . . . .
C11 C 0.8158(6) -0.0402(5) 0.2405(6) 0.0692(15) Uani 1 1 d . . . . .
O13 O 0.1490(4) 0.2776(4) 0.2140(5) 0.0928(15) Uani 1 1 d . . . . .
C12 C 0.9379(5) -0.0613(5) 0.2034(6) 0.0695(15) Uani 1 1 d . . . . .
C111 C 0.3116(5) 0.1603(5) 0.2886(7) 0.0697(15) Uani 1 1 d . . . . .
H111 H 0.2830 0.1423 0.3726 0.084 Uiso 1 1 calc R U . . .
C18 C 0.5720(5) 0.1057(4) 0.0927(6) 0.0640(14) Uani 1 1 d . . . . .
H18 H 0.5960 0.1225 0.0056 0.077 Uiso 1 1 calc R U . . .
C114 C 0.3952(5) 0.2144(5) 0.0371(6) 0.0719(16) Uani 1 1 d . . . . .
H114 H 0.4217 0.2329 -0.0481 0.086 Uiso 1 1 calc R U . . .
C110 C 0.4183(5) 0.1175(5) 0.2540(6) 0.0701(15) Uani 1 1 d . . . . .
C113 C 0.2939(5) 0.2564(6) 0.0689(7) 0.0774(16) Uani 1 1 d . . . . .
H113 H 0.2519 0.3039 0.0067 0.093 Uiso 1 1 calc R U . . .
C14 C 1.1097(6) -0.1684(6) 0.2359(8) 0.095(2) Uani 1 1 d . . . . .
H14 H 1.1478 -0.2287 0.2747 0.114 Uiso 1 1 calc R U . . .
C16 C 1.1089(6) -0.0136(6) 0.0929(8) 0.091(2) Uani 1 1 d . . . . .
H16 H 1.1454 0.0322 0.0358 0.109 Uiso 1 1 calc R U . . .
C115 C 0.0922(6) 0.2454(6) 0.3307(9) 0.096(2) Uani 1 1 d . . . . .
H11A H 0.0750 0.1711 0.3231 0.143 Uiso 1 1 calc R U . . .
H11B H 0.0201 0.2842 0.3303 0.143 Uiso 1 1 calc R U . . .
H11C H 0.1429 0.2589 0.4178 0.143 Uiso 1 1 calc R U . . .
C112 C 0.2522(5) 0.2289(5) 0.1944(6) 0.0672(15) Uani 1 1 d . . . . .
C17 C 0.9911(6) 0.0032(5) 0.1177(7) 0.0769(16) Uani 1 1 d . . . . .
H17 H 0.9493 0.0600 0.0741 0.092 Uiso 1 1 calc R U . . .
C13 C 0.9976(6) -0.1485(6) 0.2585(8) 0.098(2) Uani 1 1 d . . . . .
H13 H 0.9602 -0.1955 0.3131 0.117 Uiso 1 1 calc R U . . .
C15 C 1.1679(7) -0.1002(7) 0.1560(8) 0.096(2) Uani 1 1 d . . . . .
H15 H 1.2463 -0.1124 0.1446 0.115 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O21 C21 1.230(6) . ?
N22 C21 1.342(6) . ?
N22 N21 1.377(6) . ?
N22 H22N 0.88(3) . ?
O23 C212 1.350(7) . ?
O23 C215 1.426(7) . ?
N21 C28 1.261(6) . ?
C28 C29 1.454(7) . ?
C28 H28 0.9300 . ?
C214 C213 1.380(8) . ?
C214 C29 1.393(7) . ?
C214 H214 0.9300 . ?
O22 C210 1.362(6) . ?
O22 H22O 0.82(3) . ?
C21 C22 1.499(7) . ?
C22 C27 1.375(8) . ?
C22 C23 1.377(7) . ?
C29 C210 1.380(7) . ?
C212 C211 1.375(7) . ?
C212 C213 1.381(8) . ?
C210 C211 1.403(8) . ?
C213 H213 0.9300 . ?
C211 H211 0.9300 . ?
C215 H21A 0.9600 . ?
C215 H21B 0.9600 . ?
C215 H21C 0.9600 . ?
C24 C25 1.361(10) . ?
C24 C23 1.391(9) . ?
C24 H24 0.9300 . ?
C26 C25 1.378(9) . ?
C26 C27 1.401(8) . ?
C26 H26 0.9300 . ?
C25 H25 0.9300 . ?
C27 H27 0.9300 . ?
C23 H23 0.9300 . ?
N11 C18 1.283(7) . ?
N11 N12 1.375(6) . ?
N12 C11 1.319(7) . ?
N12 H12N 0.88(3) . ?
O12 C110 1.338(7) . ?
O12 H12O 0.84(3) . ?
C19 C114 1.362(8) . ?
C19 C110 1.408(7) . ?
C19 C18 1.452(8) . ?
O11 C11 1.230(7) . ?
C11 C12 1.511(8) . ?
O13 C112 1.367(7) . ?
O13 C115 1.417(8) . ?
C12 C17 1.353(9) . ?
C12 C13 1.364(9) . ?
C111 C112 1.361(8) . ?
C111 C110 1.414(8) . ?
C111 H111 0.9300 . ?
C18 H18 0.9300 . ?
C114 C113 1.346(8) . ?
C114 H114 0.9300 . ?
C113 C112 1.385(8) . ?
C113 H113 0.9300 . ?
C14 C13 1.353(9) . ?
C14 C15 1.378(11) . ?
C14 H14 0.9300 . ?
C16 C15 1.381(11) . ?
C16 C17 1.415(9) . ?
C16 H16 0.9300 . ?
C115 H11A 0.9600 . ?
C115 H11B 0.9600 . ?
C115 H11C 0.9600 . ?
C17 H17 0.9300 . ?
C13 H13 0.9300 . ?
C15 H15 0.9300 . ?

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
_geom_angle_publ_flag
C21 N22 N21 119.2(4) . . ?
C21 N22 H22N 115(4) . . ?
N21 N22 H22N 125(3) . . ?
C212 O23 C215 117.9(5) . . ?
C28 N21 N22 118.0(4) . . ?
N21 C28 C29 120.5(5) . . ?
N21 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C213 C214 C29 122.0(5) . . ?
C213 C214 H214 119.0 . . ?
C29 C214 H214 119.0 . . ?
C210 O22 H22O 97(5) . . ?
O21 C21 N22 122.0(5) . . ?
O21 C21 C22 122.2(4) . . ?
N22 C21 C22 115.7(4) . . ?
C27 C22 C23 120.1(5) . . ?
C27 C22 C21 122.1(4) . . ?
C23 C22 C21 117.8(5) . . ?
C210 C29 C214 117.5(5) . . ?
C210 C29 C28 122.4(4) . . ?
C214 C29 C28 120.0(5) . . ?
O23 C212 C211 116.2(5) . . ?
O23 C212 C213 123.5(5) . . ?
C211 C212 C213 120.2(5) . . ?
O22 C210 C29 122.2(5) . . ?
O22 C210 C211 116.6(5) . . ?
C29 C210 C211 121.2(4) . . ?
C214 C213 C212 119.4(5) . . ?
C214 C213 H213 120.3 . . ?
C212 C213 H213 120.3 . . ?
C212 C211 C210 119.6(5) . . ?
C212 C211 H211 120.2 . . ?
C210 C211 H211 120.2 . . ?
O23 C215 H21A 109.5 . . ?
O23 C215 H21B 109.5 . . ?
H21A C215 H21B 109.5 . . ?
O23 C215 H21C 109.5 . . ?
H21A C215 H21C 109.5 . . ?
H21B C215 H21C 109.5 . . ?
C25 C24 C23 120.1(6) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C26 C27 118.3(6) . . ?
C25 C26 H26 120.9 . . ?
C27 C26 H26 120.9 . . ?
C24 C25 C26 121.4(6) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C22 C27 C26 120.5(5) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C22 C23 C24 119.6(6) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C18 N11 N12 119.2(5) . . ?
C11 N12 N11 118.7(5) . . ?
C11 N12 H12N 120(4) . . ?
N11 N12 H12N 122(4) . . ?
C110 O12 H12O 103(6) . . ?
C114 C19 C110 118.5(5) . . ?
C114 C19 C18 120.7(5) . . ?
C110 C19 C18 120.8(5) . . ?
O11 C11 N12 123.5(6) . . ?
O11 C11 C12 121.0(6) . . ?
N12 C11 C12 115.5(5) . . ?
C112 O13 C115 118.2(5) . . ?
C17 C12 C13 118.4(6) . . ?
C17 C12 C11 122.6(6) . . ?
C13 C12 C11 119.0(6) . . ?
C112 C111 C110 117.6(5) . . ?
C112 C111 H111 121.2 . . ?
C110 C111 H111 121.2 . . ?
N11 C18 C19 121.5(5) . . ?
N11 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C113 C114 C19 121.8(6) . . ?
C113 C114 H114 119.1 . . ?
C19 C114 H114 119.1 . . ?
O12 C110 C19 123.8(5) . . ?
O12 C110 C111 115.8(5) . . ?
C19 C110 C111 120.4(5) . . ?
C114 C113 C112 120.0(6) . . ?
C114 C113 H113 120.0 . . ?
C112 C113 H113 120.0 . . ?
C13 C14 C15 120.7(7) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C15 C16 C17 118.0(7) . . ?
C15 C16 H16 121.0 . . ?
C17 C16 H16 121.0 . . ?
O13 C115 H11A 109.5 . . ?
O13 C115 H11B 109.5 . . ?
H11A C115 H11B 109.5 . . ?
O13 C115 H11C 109.5 . . ?
H11A C115 H11C 109.5 . . ?
H11B C115 H11C 109.5 . . ?
C111 C112 O13 124.2(5) . . ?
C111 C112 C113 121.7(5) . . ?
O13 C112 C113 114.0(5) . . ?
C12 C17 C16 121.6(6) . . ?
C12 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C14 C13 C12 121.8(7) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C14 C15 C16 119.4(7) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21 N22 N21 C28 -178.6(5) . . . . ?
N22 N21 C28 C29 175.3(4) . . . . ?
N21 N22 C21 O21 -0.6(7) . . . . ?
N21 N22 C21 C22 178.3(4) . . . . ?
O21 C21 C22 C27 -146.2(5) . . . . ?
N22 C21 C22 C27 34.9(7) . . . . ?
O21 C21 C22 C23 34.7(7) . . . . ?
N22 C21 C22 C23 -144.2(5) . . . . ?
C213 C214 C29 C210 1.0(8) . . . . ?
C213 C214 C29 C28 177.6(5) . . . . ?
N21 C28 C29 C210 -2.3(8) . . . . ?
N21 C28 C29 C214 -178.8(5) . . . . ?
C215 O23 C212 C211 176.1(6) . . . . ?
C215 O23 C212 C213 -1.3(9) . . . . ?
C214 C29 C210 O22 178.9(5) . . . . ?
C28 C29 C210 O22 2.3(8) . . . . ?
C214 C29 C210 C211 -0.6(8) . . . . ?
C28 C29 C210 C211 -177.2(5) . . . . ?
C29 C214 C213 C212 -0.9(9) . . . . ?
O23 C212 C213 C214 177.7(5) . . . . ?
C211 C212 C213 C214 0.5(9) . . . . ?
O23 C212 C211 C210 -177.6(5) . . . . ?
C213 C212 C211 C210 -0.1(9) . . . . ?
O22 C210 C211 C212 -179.3(5) . . . . ?
C29 C210 C211 C212 0.3(8) . . . . ?
C23 C24 C25 C26 0.4(10) . . . . ?
C27 C26 C25 C24 -2.5(10) . . . . ?
C23 C22 C27 C26 -0.6(8) . . . . ?
C21 C22 C27 C26 -179.7(5) . . . . ?
C25 C26 C27 C22 2.6(9) . . . . ?
C27 C22 C23 C24 -1.5(8) . . . . ?
C21 C22 C23 C24 177.6(5) . . . . ?
C25 C24 C23 C22 1.6(9) . . . . ?
C18 N11 N12 C11 178.8(5) . . . . ?
N11 N12 C11 O11 3.8(8) . . . . ?
N11 N12 C11 C12 -174.4(5) . . . . ?
O11 C11 C12 C17 -153.7(6) . . . . ?
N12 C11 C12 C17 24.6(9) . . . . ?
O11 C11 C12 C13 26.1(9) . . . . ?
N12 C11 C12 C13 -155.6(6) . . . . ?
N12 N11 C18 C19 -175.8(5) . . . . ?
C114 C19 C18 N11 174.1(5) . . . . ?
C110 C19 C18 N11 -3.0(8) . . . . ?
C110 C19 C114 C113 0.5(9) . . . . ?
C18 C19 C114 C113 -176.7(6) . . . . ?
C114 C19 C110 O12 -179.7(6) . . . . ?
C18 C19 C110 O12 -2.5(9) . . . . ?
C114 C19 C110 C111 0.0(8) . . . . ?
C18 C19 C110 C111 177.2(5) . . . . ?
C112 C111 C110 O12 179.5(6) . . . . ?
C112 C111 C110 C19 -0.2(8) . . . . ?
C19 C114 C113 C112 -0.8(10) . . . . ?
C110 C111 C112 O13 -179.1(6) . . . . ?
C110 C111 C112 C113 0.0(9) . . . . ?
C115 O13 C112 C111 -8.1(9) . . . . ?
C115 O13 C112 C113 172.7(6) . . . . ?
C114 C113 C112 C111 0.5(10) . . . . ?
C114 C113 C112 O13 179.7(6) . . . . ?
C13 C12 C17 C16 -4.6(10) . . . . ?
C11 C12 C17 C16 175.2(6) . . . . ?
C15 C16 C17 C12 1.7(10) . . . . ?
C15 C14 C13 C12 0.2(12) . . . . ?
C17 C12 C13 C14 3.6(11) . . . . ?
C11 C12 C13 C14 -176.2(7) . . . . ?
C13 C14 C15 C16 -3.2(12) . . . . ?
C17 C16 C15 C14 2.2(11) . . . . ?

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1432536'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
'(2-oxybenzaldehyde 4-hydroxybenzoylhydrazonato-O,N,O)
(2-oxybenzaldehyde 4-hydroxybenzoylhydrazidato-O,N,O)cobalt(III)'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H21 Co N4 O6'
_chemical_formula_sum            'C28 H21 Co N4 O6'
_chemical_formula_weight         568.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           73
_space_group_name_H-M_alt        'I b c a'
_space_group_name_Hall           '-I 2b 2c'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-x+1/2, y+1, -z+1'
'x+1, -y+1, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'x+1/2, -y, z'
'-x, y, z+1/2'

_cell_length_a                   11.5874(6)
_cell_length_b                   18.9530(9)
_cell_length_c                   23.1420(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5082.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1621
_cell_measurement_theta_min      4.6
_cell_measurement_theta_max      72.9

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_F_000             2336

_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    5.737
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37036
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35.
Empirical absorption correction using spherical 
harmonics,implemented in SCALE3 ABSPACK 
scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8906
_diffrn_reflns_av_unetI/netI     0.0766
_diffrn_reflns_av_R_equivalents  0.0785
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.820
_diffrn_reflns_theta_max         69.978
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2410
_reflns_number_gt                1742
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.3. (CCDC, 2013)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2410
_refine_ls_number_parameters     183
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1305
_refine_ls_wR_factor_gt          0.1151
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.0000 0.2500 0.07696(3) 0.0295(2) Uani 1 2 d S T P . .
O1 O 0.0462(2) 0.18602(12) 0.01863(11) 0.0359(6) Uani 1 1 d . . . . .
O2 O -0.0494(2) 0.31375(12) 0.13430(11) 0.0362(6) Uani 1 1 d . . . . .
O3 O 0.0780(3) -0.06971(14) -0.15129(13) 0.0503(7) Uani 1 1 d D . . . .
H13O H 0.037(3) -0.1051(16) -0.148(2) 0.060 Uiso 1 1 d D U . . .
N1 N -0.1414(2) 0.20251(14) 0.07134(12) 0.0305(6) Uani 1 1 d . . . . .
N2 N -0.1417(2) 0.15161(16) 0.02730(14) 0.0369(7) Uani 1 1 d D . . . .
H12N H -0.209(3) 0.142(3) 0.014(3) 0.044 Uiso 0.5 1 d D U P . .
C1 C -0.0387(3) 0.14653(17) 0.00280(15) 0.0341(7) Uani 1 1 d . . . . .
C2 C -0.0174(3) 0.09253(18) -0.04187(16) 0.0355(8) Uani 1 1 d . . . . .
C3 C -0.0920(3) 0.03630(19) -0.05070(17) 0.0420(9) Uani 1 1 d . . . . .
H3 H -0.1624 0.0351 -0.0315 0.050 Uiso 1 1 calc R U . . .
C4 C -0.0629(3) -0.01784(19) -0.08763(16) 0.0415(9) Uani 1 1 d . . . . .
H4 H -0.1137 -0.0552 -0.0932 0.050 Uiso 1 1 calc R U . . .
C5 C 0.0423(3) -0.01680(19) -0.11660(16) 0.0389(8) Uani 1 1 d . . . . .
C6 C 0.1153(4) 0.0404(2) -0.10915(19) 0.0495(10) Uani 1 1 d . . . . .
H6 H 0.1844 0.0425 -0.1296 0.059 Uiso 1 1 calc R U . . .
C7 C 0.0866(4) 0.0942(2) -0.07177(18) 0.0480(10) Uani 1 1 d . . . . .
H7 H 0.1370 0.1318 -0.0665 0.058 Uiso 1 1 calc R U . . .
C8 C -0.2315(3) 0.21157(19) 0.10260(16) 0.0384(8) Uani 1 1 d . . . . .
H8 H -0.2950 0.1827 0.0959 0.046 Uiso 1 1 calc R U . . .
C9 C -0.2403(3) 0.26323(19) 0.14699(16) 0.0374(8) Uani 1 1 d . . . . .
C10 C -0.1509(3) 0.31175(18) 0.16047(15) 0.0364(8) Uani 1 1 d . . . . .
C11 C -0.1724(3) 0.3612(2) 0.20488(17) 0.0455(9) Uani 1 1 d . . . . .
H11 H -0.1158 0.3940 0.2142 0.055 Uiso 1 1 calc R U . . .
C12 C -0.2751(4) 0.3618(2) 0.23464(19) 0.0538(11) Uani 1 1 d . . . . .
H12 H -0.2868 0.3950 0.2637 0.065 Uiso 1 1 calc R U . . .
C13 C -0.3618(4) 0.3133(2) 0.22187(19) 0.0566(11) Uani 1 1 d . . . . .
H13 H -0.4308 0.3135 0.2424 0.068 Uiso 1 1 calc R U . . .
C14 C -0.3440(4) 0.2653(2) 0.17866(18) 0.0502(10) Uani 1 1 d . . . . .
H14 H -0.4020 0.2332 0.1699 0.060 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 ?
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.874(3) . ?
Co1 N1 1.874(3) 6_454 ?
Co1 O2 1.884(2) . ?
Co1 O2 1.884(2) 6_454 ?
Co1 O1 1.892(2) . ?
Co1 O1 1.892(2) 6_454 ?
O1 C1 1.289(4) . ?
O2 C10 1.324(4) . ?
O3 C5 1.350(4) . ?
O3 H13O 0.825(19) . ?
N1 C8 1.282(4) . ?
N1 N2 1.403(4) . ?
N2 C1 1.325(4) . ?
N2 H12N 0.86(2) . ?
C1 C2 1.476(5) . ?
C2 C3 1.387(5) . ?
C2 C7 1.390(5) . ?
C3 C4 1.377(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C6 C7 1.378(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.423(5) . ?
C8 H8 0.9300 . ?
C9 C14 1.408(5) . ?
C9 C10 1.420(5) . ?
C10 C11 1.412(5) . ?
C11 C12 1.375(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.394(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.367(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?

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
_geom_angle_publ_flag
N1 Co1 N1 172.05(18) . 6_454 ?
N1 Co1 O2 95.24(11) . . ?
N1 Co1 O2 90.36(11) 6_454 . ?
N1 Co1 O2 90.36(11) . 6_454 ?
N1 Co1 O2 95.24(11) 6_454 6_454 ?
O2 Co1 O2 90.41(15) . 6_454 ?
N1 Co1 O1 83.68(11) . . ?
N1 Co1 O1 90.64(11) 6_454 . ?
O2 Co1 O1 178.70(10) . . ?
O2 Co1 O1 90.33(10) 6_454 . ?
N1 Co1 O1 90.64(11) . 6_454 ?
N1 Co1 O1 83.68(11) 6_454 6_454 ?
O2 Co1 O1 90.33(10) . 6_454 ?
O2 Co1 O1 178.70(10) 6_454 6_454 ?
O1 Co1 O1 88.95(15) . 6_454 ?
C1 O1 Co1 111.1(2) . . ?
C10 O2 Co1 125.0(2) . . ?
C5 O3 H13O 112(3) . . ?
C8 N1 N2 120.0(3) . . ?
C8 N1 Co1 127.5(3) . . ?
N2 N1 Co1 112.5(2) . . ?
C1 N2 N1 111.0(3) . . ?
C1 N2 H12N 130(6) . . ?
N1 N2 H12N 114(5) . . ?
O1 C1 N2 121.6(3) . . ?
O1 C1 C2 118.3(3) . . ?
N2 C1 C2 120.1(3) . . ?
C3 C2 C7 119.0(3) . . ?
C3 C2 C1 122.1(3) . . ?
C7 C2 C1 118.6(3) . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
O3 C5 C6 117.9(4) . . ?
O3 C5 C4 123.0(3) . . ?
C6 C5 C4 119.1(4) . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 120.4(4) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
N1 C8 C9 123.9(3) . . ?
N1 C8 H8 118.1 . . ?
C9 C8 H8 118.1 . . ?
C14 C9 C10 119.3(4) . . ?
C14 C9 C8 117.1(4) . . ?
C10 C9 C8 123.5(3) . . ?
O2 C10 C11 118.1(3) . . ?
O2 C10 C9 124.5(3) . . ?
C11 C10 C9 117.4(3) . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C9 121.9(4) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Co1 O1 C1 3.2(2) . . . . ?
N1 Co1 O1 C1 -171.2(2) 6_454 . . . ?
O2 Co1 O1 C1 93.5(2) 6_454 . . . ?
O1 Co1 O1 C1 -87.6(2) 6_454 . . . ?
N1 Co1 O2 C10 5.6(3) . . . . ?
N1 Co1 O2 C10 180.0(3) 6_454 . . . ?
O2 Co1 O2 C10 -84.8(3) 6_454 . . . ?
O1 Co1 O2 C10 96.3(3) 6_454 . . . ?
O2 Co1 N1 C8 -5.4(3) . . . . ?
O2 Co1 N1 C8 85.1(3) 6_454 . . . ?
O1 Co1 N1 C8 175.4(3) . . . . ?
O1 Co1 N1 C8 -95.8(3) 6_454 . . . ?
O2 Co1 N1 N2 175.3(2) . . . . ?
O2 Co1 N1 N2 -94.3(2) 6_454 . . . ?
O1 Co1 N1 N2 -4.0(2) . . . . ?
O1 Co1 N1 N2 84.9(2) 6_454 . . . ?
C8 N1 N2 C1 -175.4(3) . . . . ?
Co1 N1 N2 C1 4.0(3) . . . . ?
Co1 O1 C1 N2 -1.8(4) . . . . ?
Co1 O1 C1 C2 -179.0(2) . . . . ?
N1 N2 C1 O1 -1.5(5) . . . . ?
N1 N2 C1 C2 175.7(3) . . . . ?
O1 C1 C2 C3 162.5(3) . . . . ?
N2 C1 C2 C3 -14.8(5) . . . . ?
O1 C1 C2 C7 -10.7(5) . . . . ?
N2 C1 C2 C7 172.1(3) . . . . ?
C7 C2 C3 C4 1.2(6) . . . . ?
C1 C2 C3 C4 -171.9(3) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C3 C4 C5 O3 177.0(4) . . . . ?
C3 C4 C5 C6 -2.0(6) . . . . ?
O3 C5 C6 C7 -176.4(4) . . . . ?
C4 C5 C6 C7 2.7(7) . . . . ?
C5 C6 C7 C2 -1.4(7) . . . . ?
C3 C2 C7 C6 -0.6(6) . . . . ?
C1 C2 C7 C6 172.8(4) . . . . ?
N2 N1 C8 C9 -178.1(3) . . . . ?
Co1 N1 C8 C9 2.6(5) . . . . ?
N1 C8 C9 C14 -178.3(4) . . . . ?
N1 C8 C9 C10 1.8(6) . . . . ?
Co1 O2 C10 C11 176.6(2) . . . . ?
Co1 O2 C10 C9 -3.4(5) . . . . ?
C14 C9 C10 O2 178.7(3) . . . . ?
C8 C9 C10 O2 -1.3(6) . . . . ?
C14 C9 C10 C11 -1.3(5) . . . . ?
C8 C9 C10 C11 178.7(3) . . . . ?
O2 C10 C11 C12 -179.0(4) . . . . ?
C9 C10 C11 C12 0.9(6) . . . . ?
C10 C11 C12 C13 0.1(7) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C12 C13 C14 C9 0.5(7) . . . . ?
C10 C9 C14 C13 0.6(6) . . . . ?
C8 C9 C14 C13 -179.4(4) . . . . ?

_refine_diff_density_max         0.519
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.066

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1432537'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
'(2-oxy-3-methoxybenzaldehyde 4-hydroxybenzoylhydrazonato-O,N,O)
(2-oxy-3-methoxybenzaldehyde 4-hydroxybenzoylhydrazidato-O,N,O)
cobalt(III)'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H25 Co N4 O8'
_chemical_formula_sum            'C30 H25 Co N4 O8'
_chemical_formula_weight         628.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.2428(4)
_cell_length_b                   12.2495(4)
_cell_length_c                   13.1323(6)
_cell_angle_alpha                102.594(3)
_cell_angle_beta                 107.080(4)
_cell_angle_gamma                97.463(3)
_cell_volume                     1503.55(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4905
_cell_measurement_theta_min      4.4710
_cell_measurement_theta_max      72.8370

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    4.953
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78280
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35.
Empirical absorption correction using spherical 
harmonics,implemented in SCALE3 ABSPACK 
scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14098
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.657
_diffrn_reflns_theta_max         69.986
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5695
_reflns_number_gt                4810
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.3. (CCDC, 2013)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0986P)²+0.0628P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5695
_refine_ls_number_parameters     399
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1488
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.40002(5) 0.29820(4) 0.79587(4) 0.03409(15) Uani 1 1 d . . . . .
N11 N 0.3546(2) 0.4031(2) 0.90104(19) 0.0358(5) Uani 1 1 d . . . . .
N12 N 0.3834(3) 0.3741(2) 1.0000(2) 0.0385(5) Uani 1 1 d D . . . .
H12N H 0.367(3) 0.411(3) 1.055(2) 0.046 Uiso 1 1 d D U . . .
N21 N 0.4314(3) 0.1775(2) 0.69766(19) 0.0369(5) Uani 1 1 d . . . . .
N22 N 0.3241(3) 0.0816(2) 0.6561(2) 0.0404(5) Uani 1 1 d . . . . .
O11 O 0.4632(2) 0.23072(17) 0.91646(16) 0.0406(5) Uani 1 1 d . . . . .
O12 O 0.3318(2) 0.36498(17) 0.68019(17) 0.0433(5) Uani 1 1 d . . . . .
O13 O 0.5641(3) 0.1091(2) 1.3732(2) 0.0613(7) Uani 1 1 d D . . . .
H13O H 0.613(4) 0.061(3) 1.370(4) 0.074 Uiso 1 1 d D U . . .
O14 O 0.2702(4) 0.4381(2) 0.5084(2) 0.0797(9) Uani 1 1 d . . . . .
O21 O 0.2245(2) 0.20089(17) 0.75682(18) 0.0421(5) Uani 1 1 d . . . . .
O22 O 0.5788(2) 0.39374(17) 0.83625(17) 0.0399(5) Uani 1 1 d . . . . .
O23 O -0.2903(3) -0.2124(2) 0.5429(2) 0.0623(7) Uani 1 1 d D . . . .
H23O H -0.291(5) -0.270(3) 0.497(3) 0.075 Uiso 1 1 d D U . . .
O24 O 0.8066(2) 0.5463(2) 0.9042(2) 0.0551(6) Uani 1 1 d . . . . .
C11 C 0.4363(3) 0.2804(2) 1.0019(2) 0.0382(6) Uani 1 1 d . . . . .
C12 C 0.4632(3) 0.2356(2) 1.0987(2) 0.0398(6) Uani 1 1 d . . . . .
C13 C 0.4382(4) 0.2864(3) 1.1951(3) 0.0513(8) Uani 1 1 d . . . . .
H13 H 0.3995 0.3511 1.1988 0.062 Uiso 1 1 calc R U . . .
C14 C 0.4697(4) 0.2424(3) 1.2841(3) 0.0549(8) Uani 1 1 d . . . . .
H14 H 0.4513 0.2768 1.3474 0.066 Uiso 1 1 calc R U . . .
C15 C 0.5296(4) 0.1458(3) 1.2808(3) 0.0467(7) Uani 1 1 d . . . . .
C16 C 0.5527(4) 0.0937(3) 1.1849(3) 0.0532(8) Uani 1 1 d . . . . .
H16 H 0.5897 0.0281 1.1810 0.064 Uiso 1 1 calc R U . . .
C17 C 0.5215(4) 0.1380(3) 1.0958(3) 0.0504(8) Uani 1 1 d . . . . .
H17 H 0.5391 0.1028 1.0323 0.060 Uiso 1 1 calc R U . . .
C18 C 0.2998(3) 0.4905(2) 0.8903(3) 0.0392(6) Uani 1 1 d . . . . .
H18 H 0.2837 0.5349 0.9508 0.047 Uiso 1 1 calc R U . . .
C19 C 0.2628(3) 0.5214(2) 0.7883(3) 0.0402(6) Uani 1 1 d . . . . .
C21 C 0.2200(3) 0.1019(2) 0.6917(2) 0.0383(6) Uani 1 1 d . . . . .
C22 C 0.0925(3) 0.0137(2) 0.6577(3) 0.0410(6) Uani 1 1 d . . . . .
C23 C 0.0689(3) -0.0883(3) 0.5768(3) 0.0453(7) Uani 1 1 d . . . . .
H23 H 0.1387 -0.1040 0.5473 0.054 Uiso 1 1 calc R U . . .
C24 C -0.0565(4) -0.1671(3) 0.5393(3) 0.0465(7) Uani 1 1 d . . . . .
H24 H -0.0695 -0.2356 0.4867 0.056 Uiso 1 1 calc R U . . .
C25 C -0.1622(4) -0.1431(3) 0.5807(3) 0.0477(7) Uani 1 1 d . . . . .
C26 C -0.1402(4) -0.0436(3) 0.6620(3) 0.0612(10) Uani 1 1 d . . . . .
H26 H -0.2103 -0.0286 0.6914 0.073 Uiso 1 1 calc R U . . .
C27 C -0.0130(4) 0.0348(3) 0.7004(3) 0.0575(9) Uani 1 1 d . . . . .
H27 H 0.0009 0.1018 0.7553 0.069 Uiso 1 1 calc R U . . .
C28 C 0.5396(4) 0.1748(3) 0.6676(3) 0.0461(7) Uani 1 1 d . . . . .
H28 H 0.5389 0.1104 0.6145 0.055 Uiso 1 1 calc R U . . .
C29 C 0.6616(4) 0.2652(3) 0.7109(3) 0.0460(7) Uani 1 1 d . . . . .
C110 C 0.2816(3) 0.4588(2) 0.6916(3) 0.0420(7) Uani 1 1 d . . . . .
C111 C 0.2434(4) 0.5007(3) 0.5964(3) 0.0552(8) Uani 1 1 d . . . . .
C112 C 0.1843(5) 0.5959(3) 0.5974(3) 0.0651(10) Uani 1 1 d . . . . .
H112 H 0.1564 0.6199 0.5332 0.078 Uiso 1 1 calc R U . . .
C113 C 0.1661(4) 0.6562(3) 0.6932(3) 0.0614(10) Uani 1 1 d . . . . .
H113 H 0.1265 0.7204 0.6930 0.074 Uiso 1 1 calc R U . . .
C114 C 0.2060(3) 0.6218(3) 0.7867(3) 0.0506(8) Uani 1 1 d . . . . .
H114 H 0.1962 0.6642 0.8511 0.061 Uiso 1 1 calc R U . . .
C115 C 0.2450(9) 0.4721(5) 0.4123(5) 0.131(3) Uani 1 1 d . . . . .
H11A H 0.1484 0.4759 0.3845 0.196 Uiso 1 1 calc R U . . .
H11B H 0.2669 0.4180 0.3581 0.196 Uiso 1 1 calc R U . . .
H11C H 0.3023 0.5462 0.4273 0.196 Uiso 1 1 calc R U . . .
C210 C 0.6755(3) 0.3676(3) 0.7922(2) 0.0390(6) Uani 1 1 d . . . . .
C211 C 0.8026(3) 0.4477(3) 0.8290(3) 0.0449(7) Uani 1 1 d . . . . .
C212 C 0.9114(4) 0.4258(3) 0.7918(3) 0.0576(9) Uani 1 1 d . . . . .
H212 H 0.9949 0.4796 0.8193 0.069 Uiso 1 1 calc R U . . .
C213 C 0.8983(4) 0.3250(4) 0.7143(4) 0.0669(11) Uani 1 1 d . . . . .
H213 H 0.9729 0.3105 0.6905 0.080 Uiso 1 1 calc R U . . .
C214 C 0.7747(4) 0.2464(3) 0.6728(4) 0.0621(10) Uani 1 1 d . . . . .
H214 H 0.7648 0.1798 0.6188 0.075 Uiso 1 1 calc R U . . .
C215 C 0.9237(4) 0.6385(4) 0.9372(4) 0.0744(12) Uani 1 1 d . . . . .
H21A H 1.0068 0.6149 0.9737 0.112 Uiso 1 1 calc R U . . .
H21B H 0.9103 0.7026 0.9871 0.112 Uiso 1 1 calc R U . . .
H21C H 0.9328 0.6600 0.8732 0.112 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N21 1.867(2) . ?
Co1 O12 1.879(2) . ?
Co1 N11 1.880(2) . ?
Co1 O21 1.884(2) . ?
Co1 O22 1.899(2) . ?
Co1 O11 1.928(2) . ?
N11 C18 1.287(4) . ?
N11 N12 1.380(3) . ?
N12 C11 1.333(4) . ?
N12 H12N 0.837(18) . ?
N21 C28 1.283(4) . ?
N21 N22 1.385(3) . ?
N22 C21 1.315(4) . ?
O11 C11 1.278(3) . ?
O12 C110 1.316(4) . ?
O13 C15 1.351(4) . ?
O13 H13O 0.819(19) . ?
O14 C111 1.361(5) . ?
O14 C115 1.379(5) . ?
O21 C21 1.309(3) . ?
O22 C210 1.325(3) . ?
O23 C25 1.354(4) . ?
O23 H23O 0.818(19) . ?
O24 C211 1.372(4) . ?
O24 C215 1.424(4) . ?
C11 C12 1.459(4) . ?
C12 C13 1.394(4) . ?
C12 C17 1.403(4) . ?
C13 C14 1.363(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.400(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(5) . ?
C16 C17 1.366(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.429(4) . ?
C18 H18 0.9300 . ?
C19 C110 1.411(4) . ?
C19 C114 1.430(4) . ?
C21 C22 1.467(4) . ?
C22 C27 1.384(5) . ?
C22 C23 1.393(4) . ?
C23 C24 1.386(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.382(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(5) . ?
C26 C27 1.397(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.435(5) . ?
C28 H28 0.9300 . ?
C29 C214 1.416(4) . ?
C29 C210 1.419(4) . ?
C110 C111 1.422(4) . ?
C111 C112 1.381(5) . ?
C112 C113 1.390(6) . ?
C112 H112 0.9300 . ?
C113 C114 1.353(5) . ?
C113 H113 0.9300 . ?
C114 H114 0.9300 . ?
C115 H11A 0.9600 . ?
C115 H11B 0.9600 . ?
C115 H11C 0.9600 . ?
C210 C211 1.408(4) . ?
C211 C212 1.375(4) . ?
C212 C213 1.381(6) . ?
C212 H212 0.9300 . ?
C213 C214 1.369(5) . ?
C213 H213 0.9300 . ?
C214 H214 0.9300 . ?
C215 H21A 0.9600 . ?
C215 H21B 0.9600 . ?
C215 H21C 0.9600 . ?

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
_geom_angle_publ_flag
N21 Co1 O12 90.40(10) . . ?
N21 Co1 N11 171.64(10) . . ?
O12 Co1 N11 94.87(10) . . ?
N21 Co1 O21 83.18(10) . . ?
O12 Co1 O21 91.09(10) . . ?
N11 Co1 O21 90.23(10) . . ?
N21 Co1 O22 96.14(10) . . ?
O12 Co1 O22 89.96(9) . . ?
N11 Co1 O22 90.36(9) . . ?
O21 Co1 O22 178.75(9) . . ?
N21 Co1 O11 91.28(10) . . ?
O12 Co1 O11 177.53(9) . . ?
N11 Co1 O11 83.27(9) . . ?
O21 Co1 O11 87.31(9) . . ?
O22 Co1 O11 91.66(9) . . ?
C18 N11 N12 119.8(2) . . ?
C18 N11 Co1 129.1(2) . . ?
N12 N11 Co1 111.02(17) . . ?
C11 N12 N11 115.4(2) . . ?
C11 N12 H12N 122(2) . . ?
N11 N12 H12N 123(2) . . ?
C28 N21 N22 118.7(3) . . ?
C28 N21 Co1 127.2(2) . . ?
N22 N21 Co1 114.08(18) . . ?
C21 N22 N21 110.1(2) . . ?
C11 O11 Co1 111.98(18) . . ?
C110 O12 Co1 124.09(19) . . ?
C15 O13 H13O 113(3) . . ?
C111 O14 C115 119.9(4) . . ?
C21 O21 Co1 110.44(19) . . ?
C210 O22 Co1 123.79(19) . . ?
C25 O23 H23O 109(3) . . ?
C211 O24 C215 118.6(3) . . ?
O11 C11 N12 118.1(3) . . ?
O11 C11 C12 120.7(3) . . ?
N12 C11 C12 121.2(3) . . ?
C13 C12 C17 118.2(3) . . ?
C13 C12 C11 123.7(3) . . ?
C17 C12 C11 118.1(3) . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.4(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
O13 C15 C16 123.1(3) . . ?
O13 C15 C14 117.8(3) . . ?
C16 C15 C14 119.1(3) . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C12 120.9(3) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
N11 C18 C19 122.0(3) . . ?
N11 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C110 C19 C18 123.3(3) . . ?
C110 C19 C114 119.6(3) . . ?
C18 C19 C114 117.1(3) . . ?
O21 C21 N22 121.9(3) . . ?
O21 C21 C22 117.5(3) . . ?
N22 C21 C22 120.6(3) . . ?
C27 C22 C23 118.1(3) . . ?
C27 C22 C21 119.7(3) . . ?
C23 C22 C21 122.0(3) . . ?
C24 C23 C22 121.4(3) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
O23 C25 C26 117.3(3) . . ?
O23 C25 C24 122.8(3) . . ?
C26 C25 C24 119.9(3) . . ?
C25 C26 C27 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 120.7(3) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
N21 C28 C29 123.9(3) . . ?
N21 C28 H28 118.0 . . ?
C29 C28 H28 118.0 . . ?
C214 C29 C210 119.6(3) . . ?
C214 C29 C28 116.9(3) . . ?
C210 C29 C28 123.4(3) . . ?
O12 C110 C19 126.6(3) . . ?
O12 C110 C111 116.0(3) . . ?
C19 C110 C111 117.4(3) . . ?
O14 C111 C112 125.3(3) . . ?
O14 C111 C110 113.6(3) . . ?
C112 C111 C110 121.1(3) . . ?
C111 C112 C113 120.6(3) . . ?
C111 C112 H112 119.7 . . ?
C113 C112 H112 119.7 . . ?
C114 C113 C112 120.1(3) . . ?
C114 C113 H113 120.0 . . ?
C112 C113 H113 120.0 . . ?
C113 C114 C19 121.1(3) . . ?
C113 C114 H114 119.5 . . ?
C19 C114 H114 119.5 . . ?
O14 C115 H11A 109.5 . . ?
O14 C115 H11B 109.5 . . ?
H11A C115 H11B 109.5 . . ?
O14 C115 H11C 109.5 . . ?
H11A C115 H11C 109.5 . . ?
H11B C115 H11C 109.5 . . ?
O22 C210 C211 117.5(3) . . ?
O22 C210 C29 125.3(3) . . ?
C211 C210 C29 117.1(3) . . ?
O24 C211 C212 124.4(3) . . ?
O24 C211 C210 113.9(3) . . ?
C212 C211 C210 121.7(3) . . ?
C211 C212 C213 120.8(4) . . ?
C211 C212 H212 119.6 . . ?
C213 C212 H212 119.6 . . ?
C214 C213 C212 119.6(3) . . ?
C214 C213 H213 120.2 . . ?
C212 C213 H213 120.2 . . ?
C213 C214 C29 121.0(3) . . ?
C213 C214 H214 119.5 . . ?
C29 C214 H214 119.5 . . ?
O24 C215 H21A 109.5 . . ?
O24 C215 H21B 109.5 . . ?
H21A C215 H21B 109.5 . . ?
O24 C215 H21C 109.5 . . ?
H21A C215 H21C 109.5 . . ?
H21B C215 H21C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O12 Co1 N11 C18 -2.0(3) . . . . ?
O21 Co1 N11 C18 -93.1(3) . . . . ?
O22 Co1 N11 C18 88.0(3) . . . . ?
O11 Co1 N11 C18 179.7(3) . . . . ?
O12 Co1 N11 N12 175.88(18) . . . . ?
O21 Co1 N11 N12 84.77(18) . . . . ?
O22 Co1 N11 N12 -94.12(18) . . . . ?
O11 Co1 N11 N12 -2.49(18) . . . . ?
C18 N11 N12 C11 178.1(3) . . . . ?
Co1 N11 N12 C11 0.0(3) . . . . ?
O12 Co1 N21 C28 85.2(3) . . . . ?
O21 Co1 N21 C28 176.2(3) . . . . ?
O22 Co1 N21 C28 -4.8(3) . . . . ?
O11 Co1 N21 C28 -96.6(3) . . . . ?
O12 Co1 N21 N22 -95.82(19) . . . . ?
O21 Co1 N21 N22 -4.77(18) . . . . ?
O22 Co1 N21 N22 174.17(18) . . . . ?
O11 Co1 N21 N22 82.37(19) . . . . ?
C28 N21 N22 C21 -177.0(3) . . . . ?
Co1 N21 N22 C21 3.9(3) . . . . ?
N21 Co1 O12 C110 177.1(2) . . . . ?
N11 Co1 O12 C110 3.6(2) . . . . ?
O21 Co1 O12 C110 93.9(2) . . . . ?
O22 Co1 O12 C110 -86.8(2) . . . . ?
N21 Co1 O21 C21 4.56(19) . . . . ?
O12 Co1 O21 C21 94.83(19) . . . . ?
N11 Co1 O21 C21 -170.29(19) . . . . ?
O11 Co1 O21 C21 -87.04(19) . . . . ?
N21 Co1 O22 C210 3.4(2) . . . . ?
O12 Co1 O22 C210 -87.0(2) . . . . ?
N11 Co1 O22 C210 178.2(2) . . . . ?
O11 Co1 O22 C210 94.9(2) . . . . ?
Co1 O11 C11 N12 -6.1(3) . . . . ?
Co1 O11 C11 C12 174.0(2) . . . . ?
N11 N12 C11 O11 4.2(4) . . . . ?
N11 N12 C11 C12 -176.0(2) . . . . ?
O11 C11 C12 C13 179.1(3) . . . . ?
N12 C11 C12 C13 -0.8(5) . . . . ?
O11 C11 C12 C17 1.1(4) . . . . ?
N12 C11 C12 C17 -178.8(3) . . . . ?
C17 C12 C13 C14 0.1(5) . . . . ?
C11 C12 C13 C14 -177.9(3) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C13 C14 C15 O13 177.2(3) . . . . ?
C13 C14 C15 C16 -1.8(6) . . . . ?
O13 C15 C16 C17 -176.9(3) . . . . ?
C14 C15 C16 C17 2.0(6) . . . . ?
C15 C16 C17 C12 -1.1(6) . . . . ?
C13 C12 C17 C16 0.1(5) . . . . ?
C11 C12 C17 C16 178.2(3) . . . . ?
N12 N11 C18 C19 -177.5(2) . . . . ?
Co1 N11 C18 C19 0.2(4) . . . . ?
N11 C18 C19 C110 0.7(5) . . . . ?
N11 C18 C19 C114 -178.4(3) . . . . ?
Co1 O21 C21 N22 -3.9(3) . . . . ?
Co1 O21 C21 C22 177.1(2) . . . . ?
N21 N22 C21 O21 0.1(4) . . . . ?
N21 N22 C21 C22 179.1(2) . . . . ?
O21 C21 C22 C27 -4.2(4) . . . . ?
N22 C21 C22 C27 176.7(3) . . . . ?
O21 C21 C22 C23 170.9(3) . . . . ?
N22 C21 C22 C23 -8.2(4) . . . . ?
C27 C22 C23 C24 0.2(5) . . . . ?
C21 C22 C23 C24 -175.0(3) . . . . ?
C22 C23 C24 C25 1.7(5) . . . . ?
C23 C24 C25 O23 175.6(3) . . . . ?
C23 C24 C25 C26 -2.7(5) . . . . ?
O23 C25 C26 C27 -176.5(3) . . . . ?
C24 C25 C26 C27 1.9(6) . . . . ?
C23 C22 C27 C26 -1.0(6) . . . . ?
C21 C22 C27 C26 174.3(3) . . . . ?
C25 C26 C27 C22 -0.1(6) . . . . ?
N22 N21 C28 C29 -175.2(3) . . . . ?
Co1 N21 C28 C29 3.7(5) . . . . ?
N21 C28 C29 C214 177.0(3) . . . . ?
N21 C28 C29 C210 0.1(5) . . . . ?
Co1 O12 C110 C19 -3.8(4) . . . . ?
Co1 O12 C110 C111 176.0(2) . . . . ?
C18 C19 C110 O12 1.2(5) . . . . ?
C114 C19 C110 O12 -179.7(3) . . . . ?
C18 C19 C110 C111 -178.5(3) . . . . ?
C114 C19 C110 C111 0.6(4) . . . . ?
C115 O14 C111 C112 3.6(7) . . . . ?
C115 O14 C111 C110 -176.7(5) . . . . ?
O12 C110 C111 O14 -2.3(5) . . . . ?
C19 C110 C111 O14 177.4(3) . . . . ?
O12 C110 C111 C112 177.4(3) . . . . ?
C19 C110 C111 C112 -2.9(5) . . . . ?
O14 C111 C112 C113 -177.6(4) . . . . ?
C110 C111 C112 C113 2.8(6) . . . . ?
C111 C112 C113 C114 -0.2(6) . . . . ?
C112 C113 C114 C19 -2.1(6) . . . . ?
C110 C19 C114 C113 1.9(5) . . . . ?
C18 C19 C114 C113 -178.9(3) . . . . ?
Co1 O22 C210 C211 179.0(2) . . . . ?
Co1 O22 C210 C29 -1.1(4) . . . . ?
C214 C29 C210 O22 -178.3(3) . . . . ?
C28 C29 C210 O22 -1.4(5) . . . . ?
C214 C29 C210 C211 1.7(5) . . . . ?
C28 C29 C210 C211 178.5(3) . . . . ?
C215 O24 C211 C212 7.7(5) . . . . ?
C215 O24 C211 C210 -172.8(3) . . . . ?
O22 C210 C211 O24 -2.5(4) . . . . ?
C29 C210 C211 O24 177.6(3) . . . . ?
O22 C210 C211 C212 177.0(3) . . . . ?
C29 C210 C211 C212 -3.0(5) . . . . ?
O24 C211 C212 C213 -178.8(4) . . . . ?
C210 C211 C212 C213 1.8(6) . . . . ?
C211 C212 C213 C214 0.9(7) . . . . ?
C212 C213 C214 C29 -2.2(7) . . . . ?
C210 C29 C214 C213 0.9(6) . . . . ?
C28 C29 C214 C213 -176.2(4) . . . . ?

_refine_diff_density_max         0.670
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.069

_shelxl_version_number           2014-3


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2(150)
_database_code_depnum_ccdc_archive 'CCDC 1432538'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
'(2-oxy-3-methoxybenzaldehyde 4-hydroxybenzoylhydrazonato-O,N,O)
(2-oxy-3-methoxybenzaldehyde 4-hydroxybenzoylhydrazidato-O,N,O)
cobalt(III) methanol solvate (1/0.7)'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30.72 H25 Co N4 O8.72'
_chemical_formula_sum            'C30.72 H25 Co N4 O8.72'
_chemical_formula_weight         648.64

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.1424(6)
_cell_length_b                   12.2350(10)
_cell_length_c                   13.1652(8)
_cell_angle_alpha                102.995(6)
_cell_angle_beta                 107.619(5)
_cell_angle_gamma                96.756(6)
_cell_volume                     1486.54(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1665
_cell_measurement_theta_min      4.2910
_cell_measurement_theta_max      25.9080

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             668
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.638
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90674
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35.
Empirical absorption correction using spherical 
harmonics,implemented in SCALE3 ABSPACK 
scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13542
_diffrn_reflns_av_unetI/netI     0.1497
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.116
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6447
_reflns_number_gt                3899
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 ?
;

_computing_data_collection       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.3. (CCDC, 2013)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0540P)²+0.0436P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6447
_refine_ls_number_parameters     417
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1575
_refine_ls_R_factor_gt           0.0910
_refine_ls_wR_factor_ref         0.1794
_refine_ls_wR_factor_gt          0.1538
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.59917(7) 0.70237(6) 0.70369(6) 0.0209(2) Uani 1 1 d . . . . .
N11 N 0.6462(4) 0.5961(3) 0.5994(3) 0.0195(9) Uani 1 1 d . . . . .
N12 N 0.6181(4) 0.6254(4) 0.5011(3) 0.0212(9) Uani 1 1 d D . . . .
H12N H 0.628(5) 0.586(4) 0.443(3) 0.025 Uiso 1 1 d D U . . .
N21 N 0.5670(4) 0.8234(3) 0.8022(3) 0.0205(9) Uani 1 1 d . . . . .
N22 N 0.6769(4) 0.9194(3) 0.8442(3) 0.0232(10) Uani 1 1 d . . . . .
O11 O 0.5341(3) 0.7692(3) 0.5827(3) 0.0239(8) Uani 1 1 d . . . . .
O12 O 0.6683(3) 0.6359(3) 0.8195(3) 0.0248(8) Uani 1 1 d . . . . .
O13 O 0.4360(4) 0.8891(3) 0.1261(3) 0.0358(10) Uani 1 1 d D . . . .
H13O H 0.394(5) 0.944(3) 0.131(5) 0.043 Uiso 1 1 d D U . . .
O14 O 0.7293(4) 0.5644(3) 0.9920(3) 0.0422(11) Uani 1 1 d . . . . .
O21 O 0.7761(3) 0.7982(3) 0.7426(3) 0.0265(8) Uani 1 1 d . . . . .
O22 O 0.4188(3) 0.6078(3) 0.6617(3) 0.0239(8) Uani 1 1 d . . . . .
O23 O 1.2942(4) 1.2111(3) 0.9581(3) 0.0364(10) Uani 1 1 d D . . . .
H23O H 1.300(6) 1.270(3) 1.005(4) 0.044 Uiso 1 1 d D U . . .
O24 O 0.1905(3) 0.4541(3) 0.5929(3) 0.0288(9) Uani 1 1 d . . . . .
C11 C 0.5633(5) 0.7190(4) 0.4983(4) 0.0208(11) Uani 1 1 d . . . . .
C12 C 0.5365(5) 0.7638(4) 0.4010(4) 0.0213(11) Uani 1 1 d . . . . .
C13 C 0.5615(5) 0.7121(5) 0.3051(4) 0.0308(13) Uani 1 1 d . . . . .
H13 H 0.6013 0.6455 0.3019 0.037 Uiso 1 1 calc R U . . .
C14 C 0.5299(6) 0.7552(5) 0.2147(4) 0.0333(14) Uani 1 1 d . . . . .
H14 H 0.5479 0.7187 0.1499 0.040 Uiso 1 1 calc R U . . .
C15 C 0.4711(5) 0.8533(5) 0.2188(4) 0.0266(12) Uani 1 1 d . . . . .
C16 C 0.4476(5) 0.9072(4) 0.3139(4) 0.0279(13) Uani 1 1 d . . . . .
H16 H 0.4087 0.9743 0.3172 0.033 Uiso 1 1 calc R U . . .
C17 C 0.4806(5) 0.8633(4) 0.4036(4) 0.0295(13) Uani 1 1 d . . . . .
H17 H 0.4652 0.9014 0.4691 0.035 Uiso 1 1 calc R U . . .
C18 C 0.7017(5) 0.5080(4) 0.6109(4) 0.0194(11) Uani 1 1 d . . . . .
H18 H 0.7197 0.4623 0.5499 0.023 Uiso 1 1 calc R U . . .
C19 C 0.7366(5) 0.4775(4) 0.7125(4) 0.0225(11) Uani 1 1 d . . . . .
C21 C 0.7800(5) 0.8979(4) 0.8076(4) 0.0221(12) Uani 1 1 d . . . . .
C22 C 0.9097(5) 0.9870(4) 0.8436(4) 0.0227(12) Uani 1 1 d . . . . .
C23 C 1.0166(6) 0.9653(5) 0.7993(5) 0.0344(14) Uani 1 1 d . . . . .
H23 H 1.0019 0.8971 0.7424 0.041 Uiso 1 1 calc R U . . .
C24 C 1.1436(6) 1.0432(5) 0.8385(5) 0.0381(15) Uani 1 1 d . . . . .
H24 H 1.2161 1.0280 0.8088 0.046 Uiso 1 1 calc R U . . .
C25 C 1.1648(5) 1.1424(4) 0.9203(5) 0.0282(13) Uani 1 1 d . . . . .
C26 C 1.0588(5) 1.1668(4) 0.9620(4) 0.0254(12) Uani 1 1 d . . . . .
H26 H 1.0727 1.2365 1.0169 0.030 Uiso 1 1 calc R U . . .
C27 C 0.9320(5) 1.0891(4) 0.9232(4) 0.0242(12) Uani 1 1 d . . . . .
H27 H 0.8590 1.1061 0.9518 0.029 Uiso 1 1 calc R U . . .
C28 C 0.4600(5) 0.8258(5) 0.8335(4) 0.0271(12) Uani 1 1 d . . . . .
H28 H 0.4618 0.8914 0.8890 0.033 Uiso 1 1 calc R U . . .
C29 C 0.3359(5) 0.7353(4) 0.7902(4) 0.0244(12) Uani 1 1 d . . . . .
C110 C 0.7185(5) 0.5411(4) 0.8086(4) 0.0241(12) Uani 1 1 d . . . . .
C111 C 0.7566(6) 0.5001(5) 0.9051(5) 0.0298(13) Uani 1 1 d . . . . .
C112 C 0.8139(6) 0.4032(5) 0.9037(5) 0.0357(14) Uani 1 1 d . . . . .
H112 H 0.8411 0.3783 0.9691 0.043 Uiso 1 1 calc R U . . .
C113 C 0.8324(5) 0.3410(5) 0.8082(5) 0.0336(14) Uani 1 1 d . . . . .
H113 H 0.8713 0.2741 0.8084 0.040 Uiso 1 1 calc R U . . .
C114 C 0.7945(5) 0.3768(4) 0.7144(5) 0.0301(13) Uani 1 1 d . . . . .
H114 H 0.8068 0.3341 0.6493 0.036 Uiso 1 1 calc R U . . .
C115 C 0.7660(8) 0.5322(6) 1.0923(5) 0.061(2) Uani 1 1 d . . . . .
H11A H 0.7134 0.4550 1.0794 0.091 Uiso 1 1 calc R U . . .
H11B H 0.7425 0.5863 1.1482 0.091 Uiso 1 1 calc R U . . .
H11C H 0.8675 0.5331 1.1188 0.091 Uiso 1 1 calc R U . . .
C210 C 0.3234(5) 0.6332(4) 0.7088(4) 0.0226(11) Uani 1 1 d . . . . .
C211 C 0.1948(5) 0.5522(5) 0.6698(4) 0.0262(12) Uani 1 1 d . . . . .
C212 C 0.0852(6) 0.5737(5) 0.7073(5) 0.0317(13) Uani 1 1 d . . . . .
H212 H -0.0008 0.5188 0.6789 0.038 Uiso 1 1 calc R U . . .
C213 C 0.0991(6) 0.6759(5) 0.7872(5) 0.0372(15) Uani 1 1 d . . . . .
H213 H 0.0225 0.6909 0.8118 0.045 Uiso 1 1 calc R U . . .
C214 C 0.2231(6) 0.7533(5) 0.8290(5) 0.0369(14) Uani 1 1 d . . . . .
H214 H 0.2338 0.8209 0.8855 0.044 Uiso 1 1 calc R U . . .
C215 C 0.0721(6) 0.3627(5) 0.5597(5) 0.0391(15) Uani 1 1 d . . . . .
H21A H 0.0851 0.2967 0.5083 0.059 Uiso 1 1 calc R U . . .
H21B H -0.0140 0.3874 0.5230 0.059 Uiso 1 1 calc R U . . .
H21C H 0.0638 0.3410 0.6251 0.059 Uiso 1 1 calc R U . . .
O1 O 1.2262(8) 0.8090(10) 0.5382(7) 0.121(4) Uani 0.72 1 d . . P . .
C1 C 1.1760(18) 0.9106(14) 0.529(2) 0.196(11) Uani 0.72 1 d . . P . .


_geom_special_details            
;
 ?
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N21 1.867(4) . ?
Co1 O12 1.877(3) . ?
Co1 O21 1.881(3) . ?
Co1 N11 1.882(4) . ?
Co1 O22 1.896(3) . ?
Co1 O11 1.928(3) . ?
N11 C18 1.291(6) . ?
N11 N12 1.377(5) . ?
N12 C11 1.333(6) . ?
N12 H12N 0.853(19) . ?
N21 C28 1.273(6) . ?
N21 N22 1.398(5) . ?
N22 C21 1.306(6) . ?
O11 C11 1.279(6) . ?
O12 C110 1.317(6) . ?
O13 C15 1.350(6) . ?
O13 H13O 0.834(19) . ?
O14 C111 1.358(6) . ?
O14 C115 1.417(6) . ?
O21 C21 1.311(6) . ?
O22 C210 1.328(6) . ?
O23 C25 1.355(6) . ?
O23 H23O 0.82(2) . ?
O24 C211 1.371(6) . ?
O24 C215 1.425(6) . ?
C11 C12 1.469(6) . ?
C12 C13 1.389(7) . ?
C12 C17 1.400(7) . ?
C13 C14 1.373(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.400(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.379(7) . ?
C16 C17 1.373(6) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.422(6) . ?
C18 H18 0.9500 . ?
C19 C110 1.405(7) . ?
C19 C114 1.428(7) . ?
C21 C22 1.483(7) . ?
C22 C27 1.382(7) . ?
C22 C23 1.402(7) . ?
C23 C24 1.387(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.374(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(7) . ?
C26 C27 1.384(7) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.446(7) . ?
C28 H28 0.9500 . ?
C29 C214 1.407(7) . ?
C29 C210 1.416(7) . ?
C110 C111 1.431(7) . ?
C111 C112 1.380(7) . ?
C112 C113 1.394(8) . ?
C112 H112 0.9500 . ?
C113 C114 1.363(7) . ?
C113 H113 0.9500 . ?
C114 H114 0.9500 . ?
C115 H11A 0.9800 . ?
C115 H11B 0.9800 . ?
C115 H11C 0.9800 . ?
C210 C211 1.418(7) . ?
C211 C212 1.375(7) . ?
C212 C213 1.402(8) . ?
C212 H212 0.9500 . ?
C213 C214 1.359(7) . ?
C213 H213 0.9500 . ?
C214 H214 0.9500 . ?
C215 H21A 0.9800 . ?
C215 H21B 0.9800 . ?
C215 H21C 0.9800 . ?
O1 C1 1.414(19) . ?

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
_geom_angle_publ_flag
N21 Co1 O12 90.05(16) . . ?
N21 Co1 O21 83.78(17) . . ?
O12 Co1 O21 91.40(15) . . ?
N21 Co1 N11 172.06(18) . . ?
O12 Co1 N11 94.61(16) . . ?
O21 Co1 N11 89.68(16) . . ?
N21 Co1 O22 96.05(17) . . ?
O12 Co1 O22 90.12(14) . . ?
O21 Co1 O22 178.47(15) . . ?
N11 Co1 O22 90.37(16) . . ?
N21 Co1 O11 91.59(15) . . ?
O12 Co1 O11 177.77(16) . . ?
O21 Co1 O11 87.28(14) . . ?
N11 Co1 O11 83.60(16) . . ?
O22 Co1 O11 91.21(14) . . ?
C18 N11 N12 120.2(4) . . ?
C18 N11 Co1 129.1(3) . . ?
N12 N11 Co1 110.7(3) . . ?
C11 N12 N11 115.5(4) . . ?
C11 N12 H12N 120(3) . . ?
N11 N12 H12N 125(3) . . ?
C28 N21 N22 119.3(5) . . ?
C28 N21 Co1 127.4(4) . . ?
N22 N21 Co1 113.3(3) . . ?
C21 N22 N21 110.1(4) . . ?
C11 O11 Co1 111.4(3) . . ?
C110 O12 Co1 124.3(3) . . ?
C15 O13 H13O 113(4) . . ?
C111 O14 C115 117.9(4) . . ?
C21 O21 Co1 109.9(3) . . ?
C210 O22 Co1 123.4(3) . . ?
C25 O23 H23O 112(4) . . ?
C211 O24 C215 117.9(4) . . ?
O11 C11 N12 118.4(4) . . ?
O11 C11 C12 120.4(4) . . ?
N12 C11 C12 121.2(5) . . ?
C13 C12 C17 117.7(5) . . ?
C13 C12 C11 123.7(5) . . ?
C17 C12 C11 118.5(5) . . ?
C14 C13 C12 121.5(5) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 119.5(5) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
O13 C15 C16 122.8(5) . . ?
O13 C15 C14 117.2(5) . . ?
C16 C15 C14 120.0(5) . . ?
C17 C16 C15 119.7(5) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C12 121.6(5) . . ?
C16 C17 H17 119.2 . . ?
C12 C17 H17 119.2 . . ?
N11 C18 C19 121.8(5) . . ?
N11 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C110 C19 C18 123.7(4) . . ?
C110 C19 C114 119.6(5) . . ?
C18 C19 C114 116.7(5) . . ?
N22 C21 O21 122.6(5) . . ?
N22 C21 C22 119.6(5) . . ?
O21 C21 C22 117.8(4) . . ?
C27 C22 C23 118.6(5) . . ?
C27 C22 C21 122.2(5) . . ?
C23 C22 C21 119.1(5) . . ?
C24 C23 C22 120.1(6) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.1(5) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
O23 C25 C24 116.5(5) . . ?
O23 C25 C26 123.1(5) . . ?
C24 C25 C26 120.4(5) . . ?
C25 C26 C27 119.5(5) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C22 C27 C26 121.1(5) . . ?
C22 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
N21 C28 C29 124.3(5) . . ?
N21 C28 H28 117.8 . . ?
C29 C28 H28 117.8 . . ?
C214 C29 C210 120.1(5) . . ?
C214 C29 C28 117.5(5) . . ?
C210 C29 C28 122.3(5) . . ?
O12 C110 C19 126.4(4) . . ?
O12 C110 C111 115.6(5) . . ?
C19 C110 C111 118.0(5) . . ?
O14 C111 C112 126.0(5) . . ?
O14 C111 C110 113.6(4) . . ?
C112 C111 C110 120.4(5) . . ?
C111 C112 C113 121.2(5) . . ?
C111 C112 H112 119.4 . . ?
C113 C112 H112 119.4 . . ?
C114 C113 C112 119.6(5) . . ?
C114 C113 H113 120.2 . . ?
C112 C113 H113 120.2 . . ?
C113 C114 C19 121.1(5) . . ?
C113 C114 H114 119.5 . . ?
C19 C114 H114 119.5 . . ?
O14 C115 H11A 109.5 . . ?
O14 C115 H11B 109.5 . . ?
H11A C115 H11B 109.5 . . ?
O14 C115 H11C 109.5 . . ?
H11A C115 H11C 109.5 . . ?
H11B C115 H11C 109.5 . . ?
O22 C210 C29 126.1(5) . . ?
O22 C210 C211 116.5(5) . . ?
C29 C210 C211 117.3(5) . . ?
O24 C211 C212 124.3(5) . . ?
O24 C211 C210 114.4(4) . . ?
C212 C211 C210 121.2(5) . . ?
C211 C212 C213 120.6(5) . . ?
C211 C212 H212 119.7 . . ?
C213 C212 H212 119.7 . . ?
C214 C213 C212 119.5(5) . . ?
C214 C213 H213 120.2 . . ?
C212 C213 H213 120.2 . . ?
C213 C214 C29 121.3(6) . . ?
C213 C214 H214 119.4 . . ?
C29 C214 H214 119.4 . . ?
O24 C215 H21A 109.5 . . ?
O24 C215 H21B 109.5 . . ?
H21A C215 H21B 109.5 . . ?
O24 C215 H21C 109.5 . . ?
H21A C215 H21C 109.5 . . ?
H21B C215 H21C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O12 Co1 N11 C18 2.3(4) . . . . ?
O21 Co1 N11 C18 93.7(4) . . . . ?
O22 Co1 N11 C18 -87.9(4) . . . . ?
O11 Co1 N11 C18 -179.1(4) . . . . ?
O12 Co1 N11 N12 -175.4(3) . . . . ?
O21 Co1 N11 N12 -84.0(3) . . . . ?
O22 Co1 N11 N12 94.5(3) . . . . ?
O11 Co1 N11 N12 3.3(3) . . . . ?
C18 N11 N12 C11 -178.7(4) . . . . ?
Co1 N11 N12 C11 -0.9(5) . . . . ?
O12 Co1 N21 C28 -83.4(4) . . . . ?
O21 Co1 N21 C28 -174.8(4) . . . . ?
O22 Co1 N21 C28 6.7(4) . . . . ?
O11 Co1 N21 C28 98.1(4) . . . . ?
O12 Co1 N21 N22 96.0(3) . . . . ?
O21 Co1 N21 N22 4.6(3) . . . . ?
O22 Co1 N21 N22 -173.8(3) . . . . ?
O11 Co1 N21 N22 -82.5(3) . . . . ?
C28 N21 N22 C21 176.2(4) . . . . ?
Co1 N21 N22 C21 -3.3(4) . . . . ?
N21 Co1 O12 C110 -177.7(4) . . . . ?
O21 Co1 O12 C110 -94.0(4) . . . . ?
N11 Co1 O12 C110 -4.2(4) . . . . ?
O22 Co1 O12 C110 86.2(4) . . . . ?
N21 Co1 O21 C21 -4.9(3) . . . . ?
O12 Co1 O21 C21 -94.8(3) . . . . ?
N11 Co1 O21 C21 170.6(3) . . . . ?
O11 Co1 O21 C21 87.0(3) . . . . ?
N21 Co1 O22 C210 -6.2(4) . . . . ?
O12 Co1 O22 C210 83.9(3) . . . . ?
N11 Co1 O22 C210 178.5(3) . . . . ?
O11 Co1 O22 C210 -97.9(3) . . . . ?
Co1 O11 C11 N12 6.5(5) . . . . ?
Co1 O11 C11 C12 -173.6(3) . . . . ?
N11 N12 C11 O11 -3.9(6) . . . . ?
N11 N12 C11 C12 176.2(4) . . . . ?
O11 C11 C12 C13 -178.0(5) . . . . ?
N12 C11 C12 C13 1.8(8) . . . . ?
O11 C11 C12 C17 1.0(7) . . . . ?
N12 C11 C12 C17 -179.1(4) . . . . ?
C17 C12 C13 C14 -1.4(8) . . . . ?
C11 C12 C13 C14 177.6(5) . . . . ?
C12 C13 C14 C15 -0.1(8) . . . . ?
C13 C14 C15 O13 -177.0(5) . . . . ?
C13 C14 C15 C16 1.2(8) . . . . ?
O13 C15 C16 C17 177.3(5) . . . . ?
C14 C15 C16 C17 -0.7(8) . . . . ?
C15 C16 C17 C12 -0.8(8) . . . . ?
C13 C12 C17 C16 1.8(8) . . . . ?
C11 C12 C17 C16 -177.3(5) . . . . ?
N12 N11 C18 C19 177.8(4) . . . . ?
Co1 N11 C18 C19 0.3(6) . . . . ?
N11 C18 C19 C110 -2.1(7) . . . . ?
N11 C18 C19 C114 178.6(4) . . . . ?
N21 N22 C21 O21 -1.1(6) . . . . ?
N21 N22 C21 C22 -178.7(4) . . . . ?
Co1 O21 C21 N22 4.8(5) . . . . ?
Co1 O21 C21 C22 -177.6(3) . . . . ?
N22 C21 C22 C27 6.4(7) . . . . ?
O21 C21 C22 C27 -171.3(4) . . . . ?
N22 C21 C22 C23 -176.7(4) . . . . ?
O21 C21 C22 C23 5.6(6) . . . . ?
C27 C22 C23 C24 2.5(7) . . . . ?
C21 C22 C23 C24 -174.6(5) . . . . ?
C22 C23 C24 C25 -0.5(8) . . . . ?
C23 C24 C25 O23 176.7(5) . . . . ?
C23 C24 C25 C26 -1.8(8) . . . . ?
O23 C25 C26 C27 -176.4(4) . . . . ?
C24 C25 C26 C27 1.9(8) . . . . ?
C23 C22 C27 C26 -2.4(7) . . . . ?
C21 C22 C27 C26 174.6(4) . . . . ?
C25 C26 C27 C22 0.2(7) . . . . ?
N22 N21 C28 C29 175.5(4) . . . . ?
Co1 N21 C28 C29 -5.1(7) . . . . ?
N21 C28 C29 C214 -176.6(5) . . . . ?
N21 C28 C29 C210 1.0(8) . . . . ?
Co1 O12 C110 C19 3.8(7) . . . . ?
Co1 O12 C110 C111 -175.7(3) . . . . ?
C18 C19 C110 O12 -0.2(8) . . . . ?
C114 C19 C110 O12 179.2(4) . . . . ?
C18 C19 C110 C111 179.3(4) . . . . ?
C114 C19 C110 C111 -1.3(7) . . . . ?
C115 O14 C111 C112 2.0(8) . . . . ?
C115 O14 C111 C110 -178.7(5) . . . . ?
O12 C110 C111 O14 2.4(7) . . . . ?
C19 C110 C111 O14 -177.2(4) . . . . ?
O12 C110 C111 C112 -178.3(4) . . . . ?
C19 C110 C111 C112 2.2(7) . . . . ?
O14 C111 C112 C113 177.5(5) . . . . ?
C110 C111 C112 C113 -1.8(8) . . . . ?
C111 C112 C113 C114 0.5(8) . . . . ?
C112 C113 C114 C19 0.3(8) . . . . ?
C110 C19 C114 C113 0.1(7) . . . . ?
C18 C19 C114 C113 179.5(5) . . . . ?
Co1 O22 C210 C29 4.5(6) . . . . ?
Co1 O22 C210 C211 -178.5(3) . . . . ?
C214 C29 C210 O22 176.7(4) . . . . ?
C28 C29 C210 O22 -0.9(8) . . . . ?
C214 C29 C210 C211 -0.2(7) . . . . ?
C28 C29 C210 C211 -177.9(4) . . . . ?
C215 O24 C211 C212 -8.2(7) . . . . ?
C215 O24 C211 C210 172.4(4) . . . . ?
O22 C210 C211 O24 4.1(6) . . . . ?
C29 C210 C211 O24 -178.6(4) . . . . ?
O22 C210 C211 C212 -175.3(4) . . . . ?
C29 C210 C211 C212 1.9(7) . . . . ?
O24 C211 C212 C213 179.3(5) . . . . ?
C210 C211 C212 C213 -1.3(8) . . . . ?
C211 C212 C213 C214 -1.1(8) . . . . ?
C212 C213 C214 C29 2.8(8) . . . . ?
C210 C29 C214 C213 -2.2(8) . . . . ?
C28 C29 C214 C213 175.6(5) . . . . ?

_refine_diff_density_max         0.988
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.097


_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6.MeOH
_database_code_depnum_ccdc_archive 'CCDC 1432539'
_audit_update_record             
;
2015-10-21 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
'(2-oxy-4-methoxybenzaldehyde benzoylhydrazonato-O,N,O)
(2-oxy-4-methoxybenzaldehyde benzoylhydrazidato-O,N,O)
cobalt(III) methanol solvate (1/1)'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H25 Co N4 O7'
_chemical_formula_sum            'C31 H25 Co N4 O7'
_chemical_formula_weight         624.48

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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'

_cell_length_a                   21.903(4)
_cell_length_b                   10.2910(8)
_cell_length_c                   12.5225(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.436(10)
_cell_angle_gamma                90
_cell_volume                     2792.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3045
_cell_measurement_theta_min      4.2870
_cell_measurement_theta_max      28.7720

_exptl_crystal_description       cube
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.47
_exptl_absorpt_coefficient_mu    0.672
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89906
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35.
Empirical absorption correction using spherical 
harmonics,implemented in SCALE3 ABSPACK 
scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7034
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.289
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             2915
_reflns_number_gt                2383
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 ?
;

_computing_data_collection       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent  Technologies, Version 1.171.36.28'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY 3.3. (CCDC, 2013)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+4.2003P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2915
_refine_ls_number_parameters     204
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1184
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.5000 0.86021(5) 0.7500 0.03986(19) Uani 1 2 d S T P . .
N1 N 0.51646(11) 0.8483(2) 0.60750(17) 0.0411(5) Uani 1 1 d . . . . .
N2 N 0.48070(13) 0.7527(3) 0.54742(19) 0.0487(6) Uani 1 1 d D . . . .
H12N H 0.494(3) 0.738(6) 0.487(3) 0.058 Uiso 0.5 1 d D U P . .
O1 O 0.44041(10) 0.7273(2) 0.70358(15) 0.0497(5) Uani 1 1 d . . . . .
O2 O 0.55985(10) 0.9901(2) 0.78919(14) 0.0485(5) Uani 1 1 d . . . . .
O3 O 0.72403(13) 1.2681(3) 0.7647(2) 0.0738(8) Uani 1 1 d . . . . .
C1 C 0.44282(15) 0.6932(3) 0.6055(2) 0.0459(7) Uani 1 1 d . . . . .
C2 C 0.40365(16) 0.5877(3) 0.5545(2) 0.0508(8) Uani 1 1 d . . . . .
C3 C 0.35380(19) 0.5460(4) 0.5986(3) 0.0680(10) Uani 1 1 d . . . . .
H3 H 0.3443 0.5848 0.6612 0.082 Uiso 1 1 calc R U . . .
C4 C 0.3171(2) 0.4456(4) 0.5503(3) 0.0826(12) Uani 1 1 d . . . . .
H4 H 0.2825 0.4196 0.5800 0.099 Uiso 1 1 calc R U . . .
C5 C 0.3309(2) 0.3852(4) 0.4607(4) 0.0784(12) Uani 1 1 d . . . . .
H5 H 0.3062 0.3178 0.4294 0.094 Uiso 1 1 calc R U . . .
C6 C 0.3816(2) 0.4243(4) 0.4166(3) 0.0761(11) Uani 1 1 d . . . . .
H6 H 0.3917 0.3824 0.3558 0.091 Uiso 1 1 calc R U . . .
C7 C 0.41754(18) 0.5252(4) 0.4622(3) 0.0646(10) Uani 1 1 d . . . . .
H7 H 0.4515 0.5521 0.4311 0.078 Uiso 1 1 calc R U . . .
C8 C 0.55629(15) 0.9097(3) 0.5626(2) 0.0471(7) Uani 1 1 d . . . . .
H8 H 0.5585 0.8929 0.4903 0.056 Uiso 1 1 calc R U . . .
C9 C 0.59714(15) 1.0017(3) 0.6171(2) 0.0449(7) Uani 1 1 d . . . . .
C10 C 0.59794(14) 1.0358(3) 0.7266(2) 0.0424(7) Uani 1 1 d . . . . .
C11 C 0.64237(16) 1.1281(3) 0.7709(2) 0.0511(8) Uani 1 1 d . . . . .
H11 H 0.6440 1.1519 0.8429 0.061 Uiso 1 1 calc R U . . .
C12 C 0.68302(16) 1.1835(3) 0.7114(3) 0.0535(8) Uani 1 1 d . . . . .
C13 C 0.68151(17) 1.1510(3) 0.6028(3) 0.0602(9) Uani 1 1 d . . . . .
H13 H 0.7088 1.1892 0.5619 0.072 Uiso 1 1 calc R U . . .
C14 C 0.63942(16) 1.0627(3) 0.5582(3) 0.0590(9) Uani 1 1 d . . . . .
H14 H 0.6383 1.0413 0.4858 0.071 Uiso 1 1 calc R U . . .
C15 C 0.7621(2) 1.3434(4) 0.7057(4) 0.0855(13) Uani 1 1 d . . . . .
H15A H 0.7891 1.2870 0.6735 0.128 Uiso 1 1 calc R U . . .
H15B H 0.7862 1.4030 0.7537 0.128 Uiso 1 1 calc R U . . .
H15C H 0.7367 1.3912 0.6502 0.128 Uiso 1 1 calc R U . . .
O4 O 0.4955(2) 1.2460(4) 0.6632(3) 0.0607(12) Uani 0.5 1 d D . P . .
C16 C 0.5000 1.3302(6) 0.7500 0.099(2) Uani 1 2 d DS T P . .


_geom_special_details            
;
 ?
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.876(2) . ?
Co1 N1 1.876(2) 2_656 ?
Co1 O2 1.886(2) 2_656 ?
Co1 O2 1.886(2) . ?
Co1 O1 1.921(2) 2_656 ?
Co1 O1 1.921(2) . ?
N1 C8 1.273(4) . ?
N1 N2 1.405(3) . ?
N2 C1 1.331(4) . ?
N2 H12N 0.86(2) . ?
O1 C1 1.285(3) . ?
O2 C10 1.313(3) . ?
O3 C12 1.354(4) . ?
O3 C15 1.422(5) . ?
C1 C2 1.470(4) . ?
C2 C3 1.363(5) . ?
C2 C7 1.395(4) . ?
C3 C4 1.392(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.371(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.376(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.409(4) . ?
C8 H8 0.9300 . ?
C9 C14 1.412(4) . ?
C9 C10 1.413(4) . ?
C10 C11 1.414(4) . ?
C11 C12 1.367(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.396(5) . ?
C13 C14 1.356(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O4 C16 1.382(5) . ?
C16 O4 1.382(5) 2_656 ?

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
_geom_angle_publ_flag
N1 Co1 N1 172.48(15) . 2_656 ?
N1 Co1 O2 91.27(9) . 2_656 ?
N1 Co1 O2 94.06(9) 2_656 2_656 ?
N1 Co1 O2 94.06(9) . . ?
N1 Co1 O2 91.27(9) 2_656 . ?
O2 Co1 O2 89.73(14) 2_656 . ?
N1 Co1 O1 91.40(9) . 2_656 ?
N1 Co1 O1 83.24(9) 2_656 2_656 ?
O2 Co1 O1 177.28(8) 2_656 2_656 ?
O2 Co1 O1 90.60(9) . 2_656 ?
N1 Co1 O1 83.24(9) . . ?
N1 Co1 O1 91.40(9) 2_656 . ?
O2 Co1 O1 90.61(9) 2_656 . ?
O2 Co1 O1 177.28(8) . . ?
O1 Co1 O1 89.18(13) 2_656 . ?
C8 N1 N2 118.4(2) . . ?
C8 N1 Co1 128.9(2) . . ?
N2 N1 Co1 112.68(18) . . ?
C1 N2 N1 111.9(2) . . ?
C1 N2 H12N 135(4) . . ?
N1 N2 H12N 111(5) . . ?
C1 O1 Co1 111.23(19) . . ?
C10 O2 Co1 125.23(18) . . ?
C12 O3 C15 119.5(3) . . ?
O1 C1 N2 120.9(3) . . ?
O1 C1 C2 120.9(3) . . ?
N2 C1 C2 118.2(3) . . ?
C3 C2 C7 118.4(3) . . ?
C3 C2 C1 120.5(3) . . ?
C7 C2 C1 121.1(3) . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 121.1(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 119.4(4) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C7 120.2(4) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C6 C7 C2 120.7(4) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
N1 C8 C9 123.2(3) . . ?
N1 C8 H8 118.4 . . ?
C9 C8 H8 118.4 . . ?
C8 C9 C14 117.7(3) . . ?
C8 C9 C10 123.6(3) . . ?
C14 C9 C10 118.7(3) . . ?
O2 C10 C9 124.9(3) . . ?
O2 C10 C11 117.9(2) . . ?
C9 C10 C11 117.2(3) . . ?
C12 C11 C10 122.2(3) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
O3 C12 C11 116.0(3) . . ?
O3 C12 C13 123.6(3) . . ?
C11 C12 C13 120.4(3) . . ?
C14 C13 C12 118.7(3) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C13 C14 C9 122.8(3) . . ?
C13 C14 H14 118.6 . . ?
C9 C14 H14 118.6 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C16 O4 102.3(5) . 2_656 ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Co1 N1 C8 91.1(3) 2_656 . . . ?
O2 Co1 N1 C8 1.2(3) . . . . ?
O1 Co1 N1 C8 -89.5(3) 2_656 . . . ?
O1 Co1 N1 C8 -178.5(3) . . . . ?
O2 Co1 N1 N2 -92.3(2) 2_656 . . . ?
O2 Co1 N1 N2 177.90(19) . . . . ?
O1 Co1 N1 N2 87.20(19) 2_656 . . . ?
O1 Co1 N1 N2 -1.81(19) . . . . ?
C8 N1 N2 C1 177.6(3) . . . . ?
Co1 N1 N2 C1 0.5(3) . . . . ?
N1 Co1 O2 C10 -3.8(2) . . . . ?
N1 Co1 O2 C10 170.9(2) 2_656 . . . ?
O2 Co1 O2 C10 -95.0(2) 2_656 . . . ?
O1 Co1 O2 C10 87.7(2) 2_656 . . . ?
Co1 O1 C1 N2 -3.5(4) . . . . ?
Co1 O1 C1 C2 176.7(2) . . . . ?
N1 N2 C1 O1 2.0(4) . . . . ?
N1 N2 C1 C2 -178.2(3) . . . . ?
O1 C1 C2 C3 16.5(5) . . . . ?
N2 C1 C2 C3 -163.3(3) . . . . ?
O1 C1 C2 C7 -161.5(3) . . . . ?
N2 C1 C2 C7 18.7(5) . . . . ?
C7 C2 C3 C4 -1.6(6) . . . . ?
C1 C2 C3 C4 -179.6(3) . . . . ?
C2 C3 C4 C5 1.7(6) . . . . ?
C3 C4 C5 C6 -0.4(7) . . . . ?
C4 C5 C6 C7 -1.0(7) . . . . ?
C5 C6 C7 C2 1.1(6) . . . . ?
C3 C2 C7 C6 0.2(5) . . . . ?
C1 C2 C7 C6 178.3(3) . . . . ?
N2 N1 C8 C9 -176.1(3) . . . . ?
Co1 N1 C8 C9 0.4(5) . . . . ?
N1 C8 C9 C14 179.7(3) . . . . ?
N1 C8 C9 C10 -0.3(5) . . . . ?
Co1 O2 C10 C9 4.9(4) . . . . ?
Co1 O2 C10 C11 -176.5(2) . . . . ?
C8 C9 C10 O2 -2.5(5) . . . . ?
C14 C9 C10 O2 177.5(3) . . . . ?
C8 C9 C10 C11 178.9(3) . . . . ?
C14 C9 C10 C11 -1.1(4) . . . . ?
O2 C10 C11 C12 -178.4(3) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C15 O3 C12 C11 -171.3(3) . . . . ?
C15 O3 C12 C13 9.6(5) . . . . ?
C10 C11 C12 O3 -178.5(3) . . . . ?
C10 C11 C12 C13 0.6(5) . . . . ?
O3 C12 C13 C14 178.4(3) . . . . ?
C11 C12 C13 C14 -0.7(5) . . . . ?
C12 C13 C14 C9 -0.2(6) . . . . ?
C8 C9 C14 C13 -178.9(3) . . . . ?
C10 C9 C14 C13 1.1(5) . . . . ?

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.053



_shelxl_version_number           2014-3

