#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/83/4318377.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4318377
loop_
_publ_author_name
'Pablo Vitoria'
'Javier I. Beitia'
'Juan Manuel Gutiérrez-Zorrilla'
'Emilio R. Sáiz'
'Antonio Luque'
'Maite Insausti'
'José J. Blanco'
_publ_contact_author
;
  'Juan Manuel Gutierrez-Zorrilla.
  Departamento de Quimica Inorganica. Facultad de Ciencias
  Universidad del Pais Vasco,  Apdo. 644, E-48080 Bilbao, Spain
;
_publ_contact_author_email       qipguloj@lg.ehu.es
_publ_contact_author_fax         '+34-944 648 500'
_publ_contact_author_phone       '+34-946 015 522'
_publ_section_title
;
 Tetracyanometalates of Ni, Pd, and Pt with Cyclic Diquaternary Cations of
 2,2'-Bipyridine and 1,10-Phenanthroline. A Vibrational, Crystallographic,
 and Theoretical Study of Intermolecular Weak Interactions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4396
_journal_page_last               4404
_journal_paper_doi               10.1021/ic0200287
_journal_volume                  41
_journal_year                    2002
_chemical_compound_source        'aqueous synthesis'
_chemical_formula_moiety         'C12 H12 N2, C4 N4 Ni, 2(H2 O)'
_chemical_formula_sum            'C16 H16 N6 Ni O2'
_chemical_formula_weight         383.04
_chemical_name_systematic
;
6,7-dihydrodipyrido(1,2-a:2',1'-c)pyrazinium tetracyanonickelate(ii) dihydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           'PLATON <TABLE ACC> option'
_cell_angle_alpha                90
_cell_angle_beta                 102.39(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2231(12)
_cell_length_b                   15.689(2)
_cell_length_c                   12.161(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      12.2
_cell_measurement_theta_min      9.3
_cell_volume                     1718.7(7)
_computing_data_reduction        'XRAY-76 (Stewart, 1976)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_publication_material  'PLATON (Spek, 1990)'
_computing_structure_refinement  'XRAY-76 (Stewart, 1976)'
_computing_structure_solution    'DIRDIF-92 (Beurskens, 1992)'
_diffrn_ambient_temperature      295
_diffrn_measurement_device_type  'Enraf Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω/2θ mode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'x-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5009
_diffrn_reflns_reduction_process
;
  ?
;
_diffrn_reflns_theta_max         30.23
_diffrn_reflns_theta_min         1.29
_diffrn_standards_decay_%        8
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.151
_exptl_absorpt_correction_T_max  1.064
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(Walker & Stuart, 1983)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      1.48(1)
_exptl_crystal_density_meas_temp 295
_exptl_crystal_density_method    flotation
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.4
_refine_ls_abs_structure_details none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.31
_refine_ls_hydrogen_treatment    fixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         3143
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.043
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      ?
_refine_ls_wR_factor_gt          0.052
_refine_ls_wR_factor_ref         0.077
_reflns_number_gt                3143
_reflns_number_total             5009
_reflns_threshold_expression     'I> 3 σ(I)'
_cod_data_source_file            ic0200287_1.cif
_cod_data_source_block           comp1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C16 H16 N6 O2 Ni1'
_cod_database_code               4318377
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
N11 N Uani 0.5148(3) 0.08140(14) 0.2052(2) 1.000 0.0370(6)
N21 N Uani 0.2960(3) 0.09842(14) 0.3325(2) 1.000 0.0377(6)
C5 C Uani 0.4128(3) 0.01000(18) 0.2139(3) 1.000 0.0454(9)
C6 C Uani 0.3688(4) 0.01487(18) 0.3251(3) 1.000 0.0465(9)
C12 C Uani 0.6313(4) 0.0681(2) 0.1576(3) 1.000 0.0508(10)
C13 C Uani 0.7270(4) 0.1336(3) 0.1489(4) 1.000 0.0623(11)
C14 C Uani 0.7011(4) 0.2126(3) 0.1886(4) 1.000 0.0608(13)
C15 C Uani 0.5799(3) 0.2265(2) 0.2368(3) 1.000 0.0455(8)
C16 C Uani 0.4862(3) 0.15903(16) 0.2448(2) 1.000 0.0356(7)
C22 C Uani 0.1768(4) 0.1026(2) 0.3794(3) 1.000 0.0486(9)
C23 C Uani 0.1124(4) 0.1796(3) 0.3919(3) 1.000 0.0546(11)
C24 C Uani 0.1712(4) 0.2527(2) 0.3571(3) 1.000 0.0537(10)
C25 C Uani 0.2944(3) 0.24787(19) 0.3083(3) 1.000 0.0419(7)
C26 C Uani 0.3563(3) 0.16877(16) 0.2964(2) 1.000 0.0327(6)
Ni1 Ni Uani 0.17628(4) 0.24516(2) 0.02238(3) 1.000 0.0344(1)
N1 N Uani 0.0530(4) 0.08155(19) 0.0920(3) 1.000 0.0585(10)
N2 N Uani -0.0577(3) 0.34697(18) 0.1029(3) 1.000 0.0528(9)
N3 N Uani 0.3022(5) 0.41258(19) -0.0340(3) 1.000 0.0668(11)
N4 N Uani 0.4021(3) 0.13960(19) -0.0631(3) 1.000 0.0539(9)
C1 C Uani 0.0958(3) 0.14371(18) 0.0623(3) 1.000 0.0421(8)
C2 C Uani 0.0302(3) 0.30742(18) 0.0724(3) 1.000 0.0411(8)
C3 C Uani 0.2579(4) 0.34769(19) -0.0119(3) 1.000 0.0442(8)
C4 C Uani 0.3182(3) 0.18078(17) -0.0313(3) 1.000 0.0414(8)
O1 O Uani 0.4548(4) 0.42652(17) 0.2727(3) 1.000 0.0612(9)
O2 O Uani 0.1953(4) 0.0614(2) 0.6656(3) 1.000 0.0717(11)
H12 H Uiso 0.641(5) 0.014(3) 0.134(4) 1.000 0.021(9)
H13 H Uiso 0.807(7) 0.121(4) 0.116(5) 1.000 0.051(14)
H14 H Uiso 0.771(6) 0.252(3) 0.188(4) 1.000 0.038(11)
H15 H Uiso 0.562(4) 0.277(3) 0.272(3) 1.000 0.018(8)
H22 H Uiso 0.147(6) 0.052(3) 0.407(5) 1.000 0.039(12)
H23 H Uiso 0.035(6) 0.180(3) 0.423(5) 1.000 0.041(12)
H24 H Uiso 0.129(7) 0.304(4) 0.365(5) 1.000 0.047(13)
H25 H Uiso 0.333(4) 0.293(3) 0.279(3) 1.000 0.018(8)
H51 H Uiso 0.467(5) -0.039(3) 0.209(4) 1.000 0.027(10)
H52 H Uiso 0.327(6) 0.015(3) 0.152(4) 1.000 0.035(11)
H61 H Uiso 0.301(5) -0.022(3) 0.329(3) 1.000 0.018(8)
H62 H Uiso 0.457(5) 0.014(3) 0.395(4) 1.000 0.028(10)
H111 H Uiso 0.45938 0.46661 0.31994 1.000 0.0271
H112 H Uiso 0.519(7) 0.434(3) 0.245(5) 1.000 0.036(13)
H211 H Uiso 0.196(6) 0.018(4) 0.625(5) 1.000 0.039(12)
H212 H Uiso 0.260(9) 0.088(5) 0.642(6) 1.000 0.066(19)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 -5 -4
1 -6 -3
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 Ni1 C4 92.37(14) . . . yes
C1 Ni1 C4 88.71(13) . . . yes
C1 Ni1 C2 90.36(13) . . . yes
C1 Ni1 C3 177.87(16) . . . yes
C2 Ni1 C3 88.60(14) . . . yes
C2 Ni1 C4 178.13(14) . . . yes
H111 O1 H112 105.01 . . . no
H211 O2 H212 96(7) . . . no
C5 N11 C16 118.6(3) . . . yes
C5 N11 C12 119.5(2) . . . yes
C12 N11 C16 121.8(3) . . . yes
C6 N21 C22 119.4(3) . . . yes
C22 N21 C26 121.9(2) . . . yes
C6 N21 C26 118.6(3) . . . yes
N11 C5 C6 109.0(3) . . . yes
N21 C6 C5 108.3(2) . . . yes
N11 C12 C13 120.3(3) . . . yes
C12 C13 C14 119.1(4) . . . no
C13 C14 C15 120.6(4) . . . no
C14 C15 C16 118.8(3) . . . no
N11 C16 C26 118.8(2) . . . yes
C15 C16 C26 121.8(2) . . . no
N11 C16 C15 119.4(3) . . . yes
N21 C22 C23 120.3(3) . . . yes
C22 C23 C24 119.5(3) . . . no
C23 C24 C25 119.9(3) . . . no
C24 C25 C26 119.0(3) . . . no
C16 C26 C25 121.8(2) . . . no
N21 C26 C25 119.3(3) . . . yes
N21 C26 C16 118.8(2) . . . yes
C6 C5 H51 111(3) . . . no
N11 C5 H52 108(3) . . . no
C6 C5 H52 111(3) . . . no
H51 C5 H52 112(4) . . . no
N11 C5 H51 105(3) . . . no
H61 C6 H62 113(4) . . . no
C5 C6 H61 111(3) . . . no
C5 C6 H62 115(3) . . . no
N21 C6 H62 104(3) . . . no
N21 C6 H61 104(3) . . . no
N11 C12 H12 115(3) . . . no
C13 C12 H12 125(3) . . . no
C12 C13 H13 117(4) . . . no
C14 C13 H13 124(4) . . . no
C15 C14 H14 123(3) . . . no
C13 C14 H14 116(3) . . . no
C14 C15 H15 124(2) . . . no
C16 C15 H15 116(2) . . . no
N21 C22 H22 116(3) . . . no
C23 C22 H22 123(3) . . . no
C22 C23 H23 118(3) . . . no
C24 C23 H23 123(3) . . . no
C23 C24 H24 120(4) . . . no
C25 C24 H24 120(4) . . . no
C26 C25 H25 117(3) . . . no
C24 C25 H25 124(3) . . . no
Ni1 C1 N1 176.1(3) . . . yes
Ni1 C2 N2 178.7(3) . . . yes
Ni1 C3 N3 177.0(4) . . . yes
Ni1 C4 N4 177.9(3) . . . yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C4 1.878(3) . . yes
Ni1 C3 1.861(3) . . yes
Ni1 C1 1.864(3) . . yes
Ni1 C2 1.868(3) . . yes
O1 H111 0.8468 . . no
O1 H112 0.75(6) . . no
O2 H212 0.83(8) . . no
O2 H211 0.84(6) . . no
N11 C5 1.481(4) . . yes
N11 C12 1.342(5) . . yes
N11 C16 1.356(3) . . yes
N21 C22 1.344(5) . . yes
N21 C6 1.484(4) . . yes
N21 C26 1.351(4) . . yes
N1 C1 1.140(4) . . yes
N2 C2 1.144(4) . . yes
N3 C3 1.150(5) . . yes
N4 C4 1.138(4) . . yes
C5 C6 1.495(5) . . no
C12 C13 1.373(6) . . no
C13 C14 1.370(7) . . no
C14 C15 1.386(5) . . no
C15 C16 1.383(4) . . no
C16 C26 1.475(4) . . no
C22 C23 1.369(6) . . no
C23 C24 1.374(6) . . no
C24 C25 1.392(5) . . no
C25 C26 1.387(4) . . no
C5 H52 0.97(5) . . no
C5 H51 0.93(5) . . no
C6 H61 0.86(5) . . no
C6 H62 1.04(5) . . no
C12 H12 0.91(5) . . no
C13 H13 0.93(6) . . no
C14 H14 0.89(5) . . no
C15 H15 0.93(4) . . no
C22 H22 0.93(5) . . no
C23 H23 0.88(6) . . no
C24 H24 0.91(6) . . no
C25 H25 0.90(4) . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Ni1 C24 4.083(4) . . no
Ni1 C25 3.414(4) . . no
Ni1 C26 3.595(3) . . no
Ni1 C16 3.767(3) . 4_454 no
Ni1 C14 4.167(5) . 4_454 no
Ni1 C15 3.424(4) . 4_454 no
Ni1 C25 3.906(3) . 4_454 no
Ni1 C26 3.822(3) . 4_454 no
Ni1 C15 4.072(3) . . no
Ni1 C16 3.741(3) . . no
Ni1 H25 3.23(4) . . no
Ni1 H15 3.02(4) . 4_454 no
O1 C25 3.241(4) . . no
O1 C22 3.400(5) . 2_555 no
O1 O2 2.809(5) . 4_554 no
O1 N1 2.946(4) . 2_555 no
O1 C6 3.274(5) . 2_555 no
O1 C15 3.404(4) . . no
O2 C12 3.136(5) . 3_656 no
O2 N3 2.834(5) . 2_545 no
O2 N2 2.930(5) . 4_555 no
O2 O1 2.809(5) . 4_455 no
O1 H25 2.39(5) . . no
O1 H61 2.55(4) . 2_555 no
O1 H15 2.55(5) . . no
O2 H12 2.84(5) . 3_656 no
O2 H112 2.06(6) . 4_455 no
N1 C13 3.329(6) . 1_455 no
N1 N21 3.292(5) . . no
N1 O1 2.946(4) . 2_545 no
N2 O2 2.930(5) . 4_454 no
N2 C6 3.176(4) . 2_555 no
N2 C22 3.340(5) . 4_454 no
N2 C14 3.387(5) . 1_455 no
N3 O2 2.834(5) . 2_555 no
N4 C12 3.447(5) . 3_655 no
N4 C12 3.240(5) . . no
N4 C24 3.315(5) . 4_554 no
N11 C4 3.428(4) . . no
N11 N21 2.807(4) . . no
N21 N1 3.292(5) . . no
N21 N11 2.807(4) . . no
N1 H52 2.69(5) . . no
N1 H13 2.43(7) . 1_455 no
N1 H111 2.1129 . 2_545 no
N2 H14 2.55(5) . 1_455 no
N2 H62 2.78(5) . 2_555 no
N2 H212 2.11(8) . 4_454 no
N2 H51 2.88(5) . 2_555 no
N3 H23 2.73(5) . 4_554 no
N3 H22 2.66(5) . 2_555 no
N3 H211 1.99(6) . 2_555 no
N4 H12 2.56(5) . 3_655 no
N4 H24 2.59(6) . 4_554 no
N4 H51 2.83(5) . 3_655 no
C1 C25 3.553(5) . . no
C1 C26 3.331(4) . . no
C2 C25 3.470(5) . . no
C2 C6 3.538(4) . 2_555 no
C2 C25 3.578(5) . 4_454 no
C2 C26 3.416(4) . 4_454 no
C2 C24 3.533(5) . . no
C3 C16 3.444(5) . 4_454 no
C3 C15 3.352(5) . 4_454 no
C4 C15 3.499(5) . 4_454 no
C4 C16 3.400(4) . . no
C4 N11 3.428(4) . . no
C6 O1 3.274(5) . 2_545 no
C6 C2 3.538(4) . 2_545 no
C6 N2 3.176(4) . 2_545 no
C12 N4 3.447(5) . 3_655 no
C12 N4 3.240(5) . . no
C12 O2 3.136(5) . 3_656 no
C13 N1 3.329(6) . 1_655 no
C14 Ni1 4.167(5) . 4_555 no
C14 N2 3.387(5) . 1_655 no
C15 C3 3.352(5) . 4_555 no
C15 O1 3.404(4) . . no
C15 Ni1 3.424(4) . 4_555 no
C15 Ni1 4.072(3) . . no
C15 C4 3.499(5) . 4_555 no
C16 Ni1 3.741(3) . . no
C16 Ni1 3.767(3) . 4_555 no
C16 C4 3.400(4) . . no
C16 C3 3.444(5) . 4_555 no
C22 O1 3.400(5) . 2_545 no
C22 N2 3.340(5) . 4_555 no
C24 N4 3.315(5) . 4_455 no
C24 C2 3.533(5) . . no
C24 Ni1 4.083(4) . . no
C25 C2 3.578(5) . 4_555 no
C25 C2 3.470(5) . . no
C25 Ni1 3.906(3) . 4_555 no
C25 C1 3.553(5) . . no
C25 Ni1 3.414(4) . . no
C25 O1 3.241(4) . . no
C26 Ni1 3.595(3) . . no
C26 C2 3.416(4) . 4_555 no
C26 Ni1 3.822(3) . 4_555 no
C26 C1 3.331(4) . . no
C1 H13 2.90(7) . 1_455 no
C1 H52 2.97(5) . . no
C3 H23 2.87(6) . 4_554 no
C3 H211 3.08(6) . 2_555 no
C4 H15 3.05(4) . 4_454 no
C4 H23 3.09(5) . 4_554 no
C12 H211 3.09(6) . 3_656 no
C15 H25 2.65(4) . . no
C16 H62 2.97(5) . . no
C25 H15 2.64(4) . . no
C26 H52 2.96(5) . . no
H12 N4 2.56(5) . 3_655 no
H12 H51 2.17(7) . . no
H12 O2 2.84(5) . 3_656 no
H13 N1 2.43(7) . 1_655 no
H13 C1 2.90(7) . 1_655 no
H14 H212 2.57(9) . 4_554 no
H14 N2 2.55(5) . 1_655 no
H15 C4 3.05(4) . 4_555 no
H15 C25 2.64(4) . . no
H15 H25 2.15(5) . . no
H15 O1 2.55(5) . . no
H15 Ni1 3.02(4) . 4_555 no
H15 H112 2.51(7) . . no
H22 H61 2.20(7) . . no
H22 N3 2.66(5) . 2_545 no
H23 N3 2.73(5) . 4_455 no
H23 C3 2.87(6) . 4_455 no
H23 C4 3.09(5) . 4_455 no
H24 N4 2.59(6) . 4_455 no
H25 H15 2.15(5) . . no
H25 Ni1 3.23(4) . . no
H25 O1 2.39(5) . . no
H25 C15 2.65(4) . . no
H51 N2 2.88(5) . 2_545 no
H51 N4 2.83(5) . 3_655 no
H51 H12 2.17(7) . . no
H52 C26 2.96(5) . . no
H52 N1 2.69(5) . . no
H52 C1 2.97(5) . . no
H61 O1 2.55(4) . 2_545 no
H61 H22 2.20(7) . . no
H62 H62 2.54(7) . 3_656 no
H62 C16 2.97(5) . . no
H62 N2 2.78(5) . 2_545 no
H111 N1 2.1129 . 2_555 no
H112 H211 2.53(9) . 4_554 no
H112 H15 2.51(7) . . no
H112 O2 2.06(6) . 4_554 no
H211 N3 1.99(6) . 2_545 no
H211 C3 3.08(6) . 2_545 no
H211 C12 3.09(6) . 3_656 no
H211 H112 2.53(9) . 4_455 no
H212 N2 2.11(8) . 4_555 no
H212 H14 2.57(9) . 4_455 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H111 N1 0.8468 2.1129 2.946(4) 167.84 2_555 yes
O1 H112 O2 0.75(6) 2.06(6) 2.809(5) 173(5) 4_554 yes
O2 H211 N3 0.84(6) 1.99(6) 2.834(5) 178(6) 2_545 yes
O2 H212 N2 0.83(8) 2.11(8) 2.930(5) 173(7) 4_555 yes
C12 H12 N4 0.91(5) 2.56(5) 3.447(5) 166(4) 3_655 yes
C13 H13 N1 0.93(6) 2.43(7) 3.329(6) 162(5) 1_655 yes
C14 H14 N2 0.89(5) 2.55(5) 3.387(5) 157(4) 1_655 yes
C15 H15 O1 0.93(4) 2.55(5) 3.404(4) 153(3) . yes
C24 H24 N4 0.91(6) 2.59(6) 3.315(5) 137(5) 4_455 yes
C25 H25 O1 0.90(4) 2.39(5) 3.241(4) 159(3) . yes
C6 H61 O1 0.86(5) 2.55(4) 3.274(5) 143(3) 2_545 yes
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
C12 N11 C5 C6 140.6(3) . . . . no
C16 N11 C5 C6 -40.2(3) . . . . no
C5 N11 C12 C13 -180.0(3) . . . . no
C16 N11 C12 C13 0.8(5) . . . . no
C5 N11 C16 C26 1.0(4) . . . . no
C12 N11 C16 C26 -179.8(3) . . . . no
C5 N11 C16 C15 -179.7(3) . . . . no
C12 N11 C16 C15 -0.4(4) . . . . no
C22 N21 C26 C25 0.3(4) . . . . no
C22 N21 C6 C5 140.4(3) . . . . no
C26 N21 C6 C5 -42.6(4) . . . . no
C26 N21 C22 C23 0.0(5) . . . . no
C6 N21 C26 C25 -176.5(3) . . . . no
C6 N21 C22 C23 176.9(3) . . . . no
C22 N21 C26 C16 -179.4(3) . . . . no
C6 N21 C26 C16 3.7(4) . . . . no
N11 C5 C6 N21 58.9(3) . . . . no
N11 C12 C13 C14 -0.5(6) . . . . no
C12 C13 C14 C15 -0.1(7) . . . . no
C13 C14 C15 C16 0.5(6) . . . . no
C14 C15 C16 N11 -0.2(5) . . . . no
C14 C15 C16 C26 179.2(3) . . . . no
C15 C16 C26 C25 20.0(4) . . . . no
N11 C16 C26 C25 -160.7(3) . . . . no
C15 C16 C26 N21 -160.3(3) . . . . no
N11 C16 C26 N21 19.0(4) . . . . no
N21 C22 C23 C24 -0.6(5) . . . . no
C22 C23 C24 C25 0.8(5) . . . . no
C23 C24 C25 C26 -0.4(5) . . . . no
C24 C25 C26 C16 179.6(3) . . . . no
C24 C25 C26 N21 -0.1(4) . . . . no
