#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/97/2019787.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2019787
loop_
_publ_author_name
'Liu, Yan-Fei'
'Liu, Ya-Ping'
'Zhang, Ke-Ke'
'Ren, Qing-Ling'
'Qin, Jie'
_publ_section_title
;
 Mononuclear and three-dimensional metal complexes based on a multidentate
 hydrazone ligand
;
_journal_coeditor_code           KU3143
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229615000698
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '[Mn (C12 H10 N5 O)2]'
_chemical_formula_moiety         'C24 H20 Mn N10 O2'
_chemical_formula_sum            'C24 H20 Mn N10 O2'
_chemical_formula_weight         535.44
_chemical_name_systematic
Bis{N'-[1-(pyrazin-2-yl-κN¹)ethylidene]nicotinohydrazidato-κ²N',O]manganese(II)
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3790(7)
_cell_length_b                   19.2445(13)
_cell_length_c                   9.8987(6)
_cell_measurement_reflns_used    3587
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      22.40
_cell_measurement_theta_min      2.84
_cell_volume                     2358.1(3)
_computing_cell_refinement
;
SMART (Bruker, 2002)
;
_computing_data_collection
;
SMART (Bruker, 2002)
;
_computing_data_reduction
;
SAINT (Bruker, 2002)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11335
_diffrn_reflns_theta_full        25.75
_diffrn_reflns_theta_max         25.75
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  0.9309
_exptl_absorpt_correction_T_min  0.8683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2002)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.210
_refine_ls_abs_structure_details
;
Flack (1983), with 1050 Friedel pairs
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2251
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0499P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0925
_reflns_number_gt                1696
_reflns_number_total             2251
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ku3143sup1.cif
_cod_data_source_block           II
_cod_database_code               2019787
_cod_database_fobs_code          2019787
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Mn Mn1 0.0000 0.5000 0.04597(7) 0.0365(2) Uani d S 1 2
C C1 0.0531(3) 0.60727(17) -0.1990(4) 0.0514(9) Uani d . 1 1
H H1 -0.0209 0.6158 -0.1991 0.062 Uiso calc R 1 1
C C2 0.1171(3) 0.6430(2) -0.2873(4) 0.0617(10) Uani d . 1 1
H H2 0.0860 0.6760 -0.3438 0.074 Uiso calc R 1 1
C C3 0.2636(3) 0.58543(18) -0.2071(4) 0.0534(9) Uani d . 1 1
H H3 0.3375 0.5767 -0.2084 0.064 Uiso calc R 1 1
C C4 0.1995(2) 0.54971(16) -0.1142(4) 0.0380(8) Uani d . 1 1
C C5 0.2419(3) 0.49784(16) -0.0173(3) 0.0378(8) Uani d . 1 1
C C6 0.3606(2) 0.4872(2) 0.0009(4) 0.0550(11) Uani d . 1 1
H H6A 0.3727 0.4485 0.0600 0.083 Uiso calc R 1 1
H H6B 0.3919 0.5283 0.0395 0.083 Uiso calc R 1 1
H H6C 0.3933 0.4781 -0.0852 0.083 Uiso calc R 1 1
C C7 0.1076(3) 0.39303(16) 0.2028(3) 0.0386(7) Uani d . 1 1
C C8 0.1230(3) 0.33811(17) 0.3064(3) 0.0446(9) Uani d . 1 1
C C9 0.2226(3) 0.31479(19) 0.3493(4) 0.0584(10) Uani d . 1 1
H H9 0.2858 0.3312 0.3097 0.070 Uiso calc R 1 1
C C10 0.2264(4) 0.2666(2) 0.4523(5) 0.0691(12) Uani d . 1 1
H H10 0.2926 0.2506 0.4839 0.083 Uiso calc R 1 1
C C11 0.1331(4) 0.2426(2) 0.5072(5) 0.0787(13) Uani d . 1 1
H H11 0.1378 0.2104 0.5769 0.094 Uiso calc R 1 1
C C12 0.0334(3) 0.3093(2) 0.3680(4) 0.0663(11) Uani d . 1 1
H H12 -0.0340 0.3238 0.3376 0.080 Uiso calc R 1 1
N N1 0.0922(2) 0.56122(13) -0.1136(3) 0.0418(6) Uani d . 1 1
N N2 0.2231(3) 0.63164(16) -0.2942(3) 0.0638(9) Uani d . 1 1
N N3 0.16849(17) 0.46650(12) 0.0502(3) 0.0369(5) Uani d . 1 1
N N4 0.19726(19) 0.41684(14) 0.1442(3) 0.0427(7) Uani d . 1 1
N N5 0.0352(3) 0.26270(19) 0.4671(4) 0.0814(11) Uani d . 1 1
O O1 0.01276(16) 0.41512(13) 0.1821(3) 0.0502(6) Uani d . 1 1
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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Mn1 O1 . 2_565 101.21(14)
O1 Mn1 N3 . 2_565 106.62(9)
O1 Mn1 N3 2_565 2_565 71.92(9)
O1 Mn1 N3 . . 71.92(9)
O1 Mn1 N3 2_565 . 106.62(9)
N3 Mn1 N3 2_565 . 177.80(19)
O1 Mn1 N1 . 2_565 94.57(10)
O1 Mn1 N1 2_565 2_565 143.22(8)
N3 Mn1 N1 2_565 2_565 71.78(10)
N3 Mn1 N1 . 2_565 109.83(11)
O1 Mn1 N1 . . 143.22(8)
O1 Mn1 N1 2_565 . 94.57(10)
N3 Mn1 N1 2_565 . 109.83(11)
N3 Mn1 N1 . . 71.78(10)
N1 Mn1 N1 2_565 . 92.15(14)
N1 C1 C2 . . 122.5(3)
N1 C1 H1 . . 118.8
C2 C1 H1 . . 118.8
N2 C2 C1 . . 121.4(4)
N2 C2 H2 . . 119.3
C1 C2 H2 . . 119.3
N2 C3 C4 . . 122.6(4)
N2 C3 H3 . . 118.7
C4 C3 H3 . . 118.7
N1 C4 C3 . . 118.9(3)
N1 C4 C5 . . 117.3(3)
C3 C4 C5 . . 123.8(3)
N3 C5 C4 . . 113.8(3)
N3 C5 C6 . . 124.8(3)
C4 C5 C6 . . 121.3(3)
C5 C6 H6A . . 109.5
C5 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C5 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
O1 C7 N4 . . 125.9(3)
O1 C7 C8 . . 118.0(3)
N4 C7 C8 . . 116.0(3)
C9 C8 C12 . . 116.8(4)
C9 C8 C7 . . 124.0(3)
C12 C8 C7 . . 119.2(3)
C10 C9 C8 . . 118.5(4)
C10 C9 H9 . . 120.7
C8 C9 H9 . . 120.7
C11 C10 C9 . . 119.7(4)
C11 C10 H10 . . 120.1
C9 C10 H10 . . 120.1
N5 C11 C10 . . 123.8(4)
N5 C11 H11 . . 118.1
C10 C11 H11 . . 118.1
N5 C12 C8 . . 125.7(4)
N5 C12 H12 . . 117.1
C8 C12 H12 . . 117.1
C1 N1 C4 . . 118.1(3)
C1 N1 Mn1 . . 127.5(2)
C4 N1 Mn1 . . 114.3(2)
C2 N2 C3 . . 116.5(3)
C5 N3 N4 . . 119.7(2)
C5 N3 Mn1 . . 122.0(2)
N4 N3 Mn1 . . 117.62(18)
C7 N4 N3 . . 108.4(2)
C12 N5 C11 . . 115.5(4)
C7 O1 Mn1 . . 115.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Mn1 O1 . 2.124(2)
Mn1 O1 2_565 2.124(2)
Mn1 N3 2_565 2.183(2)
Mn1 N3 . 2.183(2)
Mn1 N1 2_565 2.277(3)
Mn1 N1 . 2.277(3)
C1 N1 . 1.317(4)
C1 C2 . 1.366(5)
C1 H1 . 0.9300
C2 N2 . 1.332(5)
C2 H2 . 0.9300
C3 N2 . 1.337(5)
C3 C4 . 1.396(5)
C3 H3 . 0.9300
C4 N1 . 1.347(4)
C4 C5 . 1.481(5)
C5 N3 . 1.280(4)
C5 C6 . 1.493(4)
C6 H6A . 0.9600
C6 H6B . 0.9600
C6 H6C . 0.9600
C7 O1 . 1.265(3)
C7 N4 . 1.334(4)
C7 C8 . 1.485(5)
C8 C9 . 1.380(5)
C8 C12 . 1.381(5)
C9 C10 . 1.378(6)
C9 H9 . 0.9300
C10 C11 . 1.357(6)
C10 H10 . 0.9300
C11 N5 . 1.333(5)
C11 H11 . 0.9300
C12 N5 . 1.329(5)
C12 H12 . 0.9300
N3 N4 . 1.381(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C3 H3 O1 7_554 0.93 2.43 3.273(4) 150.8
C11 H11 N2 4_546 0.93 2.62 3.405(5) 141.9
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_site_symmetry_1
_geom_torsion
N1 C1 C2 N2 . 1.9(6)
N2 C3 C4 N1 . 1.2(5)
N2 C3 C4 C5 . 179.5(3)
N1 C4 C5 N3 . 4.4(4)
C3 C4 C5 N3 . -173.9(3)
N1 C4 C5 C6 . -173.0(3)
C3 C4 C5 C6 . 8.7(5)
O1 C7 C8 C9 . -172.7(3)
N4 C7 C8 C9 . 4.3(5)
O1 C7 C8 C12 . 5.2(5)
N4 C7 C8 C12 . -177.8(3)
C12 C8 C9 C10 . -2.0(5)
C7 C8 C9 C10 . 176.0(3)
C8 C9 C10 C11 . 1.0(6)
C9 C10 C11 N5 . 0.3(7)
C9 C8 C12 N5 . 1.9(6)
C7 C8 C12 N5 . -176.1(4)
C2 C1 N1 C4 . 0.3(5)
C2 C1 N1 Mn1 . 177.3(3)
C3 C4 N1 C1 . -1.7(5)
C5 C4 N1 C1 . 179.9(3)
C3 C4 N1 Mn1 . -179.2(2)
C5 C4 N1 Mn1 . 2.4(3)
O1 Mn1 N1 C1 . 168.0(3)
O1 Mn1 N1 C1 2_565 -76.4(3)
N3 Mn1 N1 C1 2_565 -4.0(3)
N3 Mn1 N1 C1 . 177.6(3)
N1 Mn1 N1 C1 2_565 67.4(3)
O1 Mn1 N1 C4 . -14.9(3)
O1 Mn1 N1 C4 2_565 100.8(2)
N3 Mn1 N1 C4 2_565 173.2(2)
N3 Mn1 N1 C4 . -5.2(2)
N1 Mn1 N1 C4 2_565 -115.4(2)
C1 C2 N2 C3 . -2.4(5)
C4 C3 N2 C2 . 0.9(5)
C4 C5 N3 N4 . -179.9(3)
C6 C5 N3 N4 . -2.7(5)
C4 C5 N3 Mn1 . -9.9(4)
C6 C5 N3 Mn1 . 167.4(2)
O1 Mn1 N3 C5 . -177.5(3)
O1 Mn1 N3 C5 2_565 -80.8(3)
N3 Mn1 N3 C5 2_565 -128.9(3)
N1 Mn1 N3 C5 2_565 94.2(3)
N1 Mn1 N3 C5 . 8.6(3)
O1 Mn1 N3 N4 . -7.3(2)
O1 Mn1 N3 N4 2_565 89.4(2)
N3 Mn1 N3 N4 2_565 41.3(2)
N1 Mn1 N3 N4 2_565 -95.6(2)
N1 Mn1 N3 N4 . 178.8(2)
O1 C7 N4 N3 . -4.1(5)
C8 C7 N4 N3 . 179.2(3)
C5 N3 N4 C7 . 178.6(3)
Mn1 N3 N4 C7 . 8.2(3)
C8 C12 N5 C11 . -0.6(7)
C10 C11 N5 C12 . -0.5(7)
N4 C7 O1 Mn1 . -2.1(4)
C8 C7 O1 Mn1 . 174.5(2)
O1 Mn1 O1 C7 2_565 -99.2(2)
N3 Mn1 O1 C7 2_565 -173.4(2)
N3 Mn1 O1 C7 . 4.8(2)
N1 Mn1 O1 C7 2_565 114.2(2)
N1 Mn1 O1 C7 . 14.4(3)
