#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/22/2102236.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_2102236
loop_
_publ_author_name
'Godino Salido, M. Luz'
'Arranz Mascarós, Paloma'
'López Garzón, Rafael'
'Gutiérrez Valero, M. Dolores'
'Low, John N.'
'Gallagher, John F.'
'Glidewell, Christopher'
_publ_section_title
;
 Hydrated metal(II) complexes of
 N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)
 derivatives of glycine, glycylglycine, threonine, serine, valine and
 methionine: a monomeric complex and coordination polymers in one, two
 and three dimensions linked by hydrogen bonding
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              46
_journal_page_last               64
_journal_paper_doi               10.1107/S0108768103029136
_journal_volume                  60
_journal_year                    2004
_chemical_formula_moiety         'C18 H30 Ba N12 O14'
_chemical_formula_sum            'C18 H30 Ba N12 O14'
_chemical_formula_weight         775.87
_chemical_name_systematic
;
Bis[N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)
glycylglycinato] diaquabariuium:
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 103.1310(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3918(3)
_cell_length_b                   7.4669(2)
_cell_length_c                   28.8211(7)
_cell_measurement_reflns_used    3148
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      3.12
_cell_volume                     2806.62(12)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa-CCD server software (Nonius, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material
'SHELXL-97 (Sheldrick, 1997a) and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  Kappa-CCD
_diffrn_measurement_method       'φ scans, and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            7598
_diffrn_reflns_theta_full        27.39
_diffrn_reflns_theta_max         27.39
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.506
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.988
_refine_diff_density_min         -0.843
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.236
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.236
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)P)²+16.8531P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0847
_reflns_number_gt                2905
_reflns_number_total             3148
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            na5011.cif
_cod_data_source_block           VII
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2102236
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_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_type_symbol
Ba1 0.5000 0.94154(4) 0.2500 0.01272(10) Uani d S 1 Ba
N1 0.4070(2) 0.4847(4) 0.03921(10) 0.0123(6) Uani d . 1 N
C2 0.4306(3) 0.3348(4) 0.06444(13) 0.0120(7) Uani d . 1 C
N21 0.4676(2) 0.3508(4) 0.11119(10) 0.0127(6) Uani d . 1 N
C21 0.4900(3) 0.5249(5) 0.13395(13) 0.0150(7) Uani d . 1 C
C22 0.3999(3) 0.6297(5) 0.14435(12) 0.0133(7) Uani d . 1 C
O21 0.4174(2) 0.7776(3) 0.16391(9) 0.0164(5) Uani d . 1 O
N22 0.3064(2) 0.5581(4) 0.13169(11) 0.0153(6) Uani d . 1 N
C23 0.2157(3) 0.6481(5) 0.14002(13) 0.0150(7) Uani d . 1 C
C24 0.1691(3) 0.5613(5) 0.17811(12) 0.0137(7) Uani d . 1 C
O22 0.22102(19) 0.4459(3) 0.20536(9) 0.0182(5) Uani d . 1 O
O23 0.08128(19) 0.6143(3) 0.17992(9) 0.0161(5) Uani d . 1 O
N3 0.4162(2) 0.1638(4) 0.04530(10) 0.0115(6) Uani d . 1 N
C3 0.4430(3) 0.0039(5) 0.07562(13) 0.0154(7) Uani d . 1 C
C4 0.3763(3) 0.1388(5) -0.00327(12) 0.0120(7) Uani d . 1 C
O4 0.3665(2) -0.0136(3) -0.01996(9) 0.0167(5) Uani d . 1 O
C5 0.3468(3) 0.2995(4) -0.03134(13) 0.0121(7) Uani d . 1 C
N5 0.2986(2) 0.2705(4) -0.07705(11) 0.0151(6) Uani d . 1 N
O5 0.2718(2) 0.4083(3) -0.10397(9) 0.0188(6) Uani d . 1 O
C6 0.3657(3) 0.4701(4) -0.00733(12) 0.0128(7) Uani d . 1 C
N6 0.3411(2) 0.6188(4) -0.03214(11) 0.0164(6) Uani d . 1 N
O1 0.6459(2) 1.1640(4) 0.30457(10) 0.0229(6) Uani d . 1 O
O2 0.3758(2) 0.6534(4) 0.26438(10) 0.0227(6) Uani d . 1 O
H21 0.4789 0.2535 0.1288 0.015 Uiso calc R 1 H
H21A 0.5231 0.5999 0.1134 0.018 Uiso calc R 1 H
H21B 0.5408 0.5071 0.1644 0.018 Uiso calc R 1 H
H22 0.2993 0.4525 0.1178 0.018 Uiso calc R 1 H
H2C 0.1631 0.6513 0.1097 0.018 Uiso calc R 1 H
H2D 0.2339 0.7735 0.1495 0.018 Uiso calc R 1 H
H3A 0.4243 0.0237 0.1062 0.018 Uiso calc R 1 H
H3B 0.5169 -0.0182 0.0812 0.018 Uiso calc R 1 H
H3C 0.4055 -0.1000 0.0597 0.018 Uiso calc R 1 H
H6A 0.3520 0.7235 -0.0179 0.020 Uiso calc R 1 H
H6B 0.3137 0.6131 -0.0629 0.020 Uiso calc R 1 H
H1A 0.6843 1.1345 0.3334 0.027 Uiso d R 1 H
H1B 0.6721 1.2731 0.3014 0.027 Uiso d R 1 H
H2A 0.3353 0.5715 0.2463 0.027 Uiso d R 1 H
H2B 0.3359 0.7329 0.2752 0.027 Uiso d R 1 H
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'
Ba Ba -0.3244 2.2819 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O21 Ba1 O21 . 2_655 127.40(10) no
O21 Ba1 O1 . . 149.72(8) no
O21 Ba1 O1 2_655 . 70.63(8) no
O21 Ba1 O1 . 2_655 70.63(8) no
O21 Ba1 O1 2_655 2_655 149.72(8) no
O1 Ba1 O1 . 2_655 106.22(12) no
O21 Ba1 O2 . . 70.32(8) no
O21 Ba1 O2 2_655 . 69.98(8) no
O1 Ba1 O2 . . 137.89(8) no
O1 Ba1 O2 2_655 . 100.26(8) no
O21 Ba1 O2 . 2_655 69.98(8) no
O21 Ba1 O2 2_655 2_655 70.32(8) no
O1 Ba1 O2 . 2_655 100.26(8) no
O1 Ba1 O2 2_655 2_655 137.89(8) no
O2 Ba1 O2 . 2_655 79.95(11) no
O21 Ba1 O23 . 3 72.53(7) no
O21 Ba1 O23 2_655 3 134.92(7) no
O1 Ba1 O23 . 3 78.14(8) no
O1 Ba1 O23 2_655 3 69.85(8) no
O2 Ba1 O23 . 3 142.72(8) no
O2 Ba1 O23 2_655 3 84.64(8) no
O21 Ba1 O23 . 4 134.92(7) no
O21 Ba1 O23 2_655 4 72.53(7) no
O1 Ba1 O23 . 4 69.85(8) no
O1 Ba1 O23 2_655 4 78.14(8) no
O2 Ba1 O23 . 4 84.64(8) no
O2 Ba1 O23 2_655 4 142.72(8) no
O23 Ba1 O23 3 4 125.46(10) no
C2 N1 C6 . . 118.2(3) no
N21 C2 N1 . . 117.7(3) no
N21 C2 N3 . . 118.1(3) no
N1 C2 N3 . . 124.2(3) no
C2 N21 C21 . . 121.8(3) no
C2 N21 H21 . . 119.1 no
C21 N21 H21 . . 119.1 no
N21 C21 C22 . . 117.1(3) no
N21 C21 H21A . . 108.0 no
C22 C21 H21A . . 108.0 no
N21 C21 H21B . . 108.0 no
C22 C21 H21B . . 108.0 no
H21A C21 H21B . . 107.3 no
O21 C22 N22 . . 123.5(3) no
O21 C22 C21 . . 118.1(3) no
N22 C22 C21 . . 118.4(3) no
C22 O21 Ba1 . . 143.1(2) no
C22 N22 C23 . . 122.4(3) no
C22 N22 H22 . . 118.8 no
C23 N22 H22 . . 118.8 no
N22 C23 C24 . . 114.5(3) no
N22 C23 H2C . . 108.6 no
C24 C23 H2C . . 108.6 no
N22 C23 H2D . . 108.6 no
C24 C23 H2D . . 108.6 no
H2C C23 H2D . . 107.6 no
O23 C24 O22 . . 125.4(3) no
O23 C24 C23 . . 115.9(3) no
O22 C24 C23 . . 118.7(3) no
C24 O23 Ba1 . 3_445 113.9(2) no
C2 N3 C4 . . 120.7(3) no
C2 N3 C3 . . 121.1(3) no
C4 N3 C3 . . 118.2(3) no
N3 C3 H3A . . 109.5 no
N3 C3 H3B . . 109.5 no
H3A C3 H3B . . 109.5 no
N3 C3 H3C . . 109.5 no
H3A C3 H3C . . 109.5 no
H3B C3 H3C . . 109.5 no
O4 C4 N3 . . 120.0(3) no
O4 C4 C5 . . 123.7(3) no
N3 C4 C5 . . 116.3(3) no
N5 C5 C6 . . 127.1(3) no
N5 C5 C4 . . 115.0(3) no
C6 C5 C4 . . 117.8(3) no
O5 N5 C5 . . 117.8(3) no
N6 C6 N1 . . 118.1(3) no
N6 C6 C5 . . 119.1(3) no
N1 C6 C5 . . 122.7(3) no
C6 N6 H6A . . 120.0 no
C6 N6 H6B . . 120.0 no
H6A N6 H6B . . 120.0 no
Ba1 O1 H1A . . 124.1 no
Ba1 O1 H1B . . 136.6 no
H1A O1 H1B . . 99.3 no
Ba1 O2 H2A . . 137.2 no
Ba1 O2 H2B . . 87.9 no
H2A O2 H2B . . 108.8 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ba1 O21 . 2.762(2) no
Ba1 O1 . 2.767(3) no
Ba1 O2 . 2.808(3) no
Ba1 O23 3 2.816(2) no
Ba1 O23 4 2.816(2) no
Ba1 H2B . 2.9167 no
N1 C2 . 1.333(4) no
N1 C6 . 1.334(5) no
C2 N21 . 1.331(4) no
C2 N3 . 1.386(4) no
N21 C21 . 1.456(4) no
N21 H21 . 0.8800 no
C21 C22 . 1.524(5) no
C21 H21A . 0.9900 no
C21 H21B . 0.9900 no
C22 O21 . 1.238(4) no
C22 N22 . 1.334(5) no
N22 C23 . 1.455(4) no
N22 H22 . 0.8800 no
C23 C24 . 1.525(5) no
C23 H2C . 0.9900 no
C23 H2D . 0.9900 no
C24 O23 . 1.254(4) no
C24 O22 . 1.262(4) no
N3 C4 . 1.393(4) no
N3 C3 . 1.475(4) no
C3 H3A . 0.9800 no
C3 H3B . 0.9800 no
C3 H3C . 0.9800 no
C4 O4 . 1.230(4) no
C4 C5 . 1.451(5) no
C5 N5 . 1.346(5) no
C5 C6 . 1.444(5) no
N5 O5 . 1.289(4) no
C6 N6 . 1.321(4) no
N6 H6A . 0.8800 no
N6 H6B . 0.8800 no
O1 H1A . 0.8999 no
O1 H1B . 0.9000 no
O2 H2A . 0.9000 no
O2 H2B . 0.9000 no
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
_geom_hbond_publ_flag
N21 H21 O23 3_545 0.88 2.05 2.827(4) 146 y
N22 H22 N5 7 0.88 2.27 3.077(4) 152 y
N6 H6A O4 1_565 0.88 1.97 2.779(4) 151 y
N6 H6B O5 . 0.88 1.94 2.597(4) 131 y
O1 H1A O5 8_566 0.90 1.94 2.839(4) 175 y
O1 H1B O22 2_665 0.90 1.97 2.814(4) 156 y
O2 H2A O22 . 0.90 1.95 2.826(4) 165 y
O2 H2B O22 4 0.90 1.90 2.779(4) 164 y
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_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 N21 . . -177.2(3) no
C6 N1 C2 N3 . . 1.0(5) no
N1 C2 N21 C21 . . -5.0(5) no
N3 C2 N21 C21 . . 176.8(3) no
C2 N21 C21 C22 . . 80.5(4) no
N21 C21 C22 O21 . . 179.6(3) no
N21 C21 C22 N22 . . -0.8(5) no
N22 C22 O21 Ba1 . . 106.5(4) no
C21 C22 O21 Ba1 . . -73.9(5) no
O21 Ba1 O21 C22 2_655 . -1.3(4) no
O1 Ba1 O21 C22 . . 117.5(4) no
O1 Ba1 O21 C22 2_655 . -153.3(4) no
O2 Ba1 O21 C22 . . -44.3(4) no
O2 Ba1 O21 C22 2_655 . 41.9(4) no
O23 Ba1 O21 C22 3 . 132.5(4) no
O23 Ba1 O21 C22 4 . -104.5(4) no
O21 C22 N22 C23 . . -0.3(5) no
C21 C22 N22 C23 . . -179.9(3) no
C22 N22 C23 C24 . . -110.0(4) no
N22 C23 C24 O23 . . -167.1(3) no
N22 C23 C24 O22 . . 13.8(5) no
O22 C24 O23 Ba1 . 3_445 -2.2(4) no
C23 C24 O23 Ba1 . 3_445 178.8(2) no
N21 C2 N3 C4 . . 179.1(3) no
N1 C2 N3 C4 . . 1.0(5) no
N21 C2 N3 C3 . . -1.1(5) no
N1 C2 N3 C3 . . -179.2(3) no
C2 N3 C4 O4 . . 178.2(3) no
C3 N3 C4 O4 . . -1.7(5) no
C2 N3 C4 C5 . . -2.9(5) no
C3 N3 C4 C5 . . 177.3(3) no
O4 C4 C5 N5 . . 5.6(5) no
N3 C4 C5 N5 . . -173.3(3) no
O4 C4 C5 C6 . . -178.1(3) no
N3 C4 C5 C6 . . 3.0(5) no
C6 C5 N5 O5 . . 5.2(5) no
C4 C5 N5 O5 . . -178.9(3) no
C2 N1 C6 N6 . . 179.1(3) no
C2 N1 C6 C5 . . -0.8(5) no
N5 C5 C6 N6 . . -5.3(5) no
C4 C5 C6 N6 . . 178.9(3) no
N5 C5 C6 N1 . . 174.5(3) no
C4 C5 C6 N1 . . -1.2(5) no
