#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203674.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_2203674
loop_
_publ_author_name
'A-Qing Wu'
'Guang-Hua Guo'
'Fa-Kun Zheng'
'Guo-Cong Guo'
'Jin-Shun Huang'
_publ_section_title
;
 Bis(picolinato-κ²N,O)bis(urea-κO)nickel(II) urea
 disolvate monohydrate
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m571
_journal_page_last               m573
_journal_paper_doi               10.1107/S1600536804008487
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac
'[Ni (C6 H4 N O2)2 (C H4 N2 O)2], 2C H4 N2 O, H2 O'
_chemical_formula_moiety         'C14 H16 N6 Ni O6, 2C H4 N2 O, H2 O'
_chemical_formula_sum            'C16 H26 N10 Ni O9'
_chemical_formula_weight         561.18
_chemical_name_systematic        ?
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                   7.4562(5)
_cell_length_b                   20.3619(14)
_cell_length_c                   15.8017(10)
_cell_measurement_reflns_used    3906
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.05
_cell_measurement_theta_min      3.02
_cell_volume                     2399.1(3)
_computing_cell_refinement       'SMART and SAINT (Siemens, 1994)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'XPREP in SHELXTL (Siemens, 1994)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       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  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7104
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         3.02
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.877
_exptl_absorpt_correction_T_max  0.803
_exptl_absorpt_correction_T_min  0.583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'pale blue'
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.272
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2167
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0418
_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)+(0.0391P)²+4.0512P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1090
_reflns_number_gt                1564
_reflns_number_total             2167
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn6231.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'No' changed to 'no' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (40
times).

'_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (3
times).

'_geom_angle_publ_flag' value 'Yes' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (9
times).

'_geom_angle_publ_flag' value 'No' changed to 'no' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5
times).

'_geom_angle_publ_flag' value 'NO' changed to 'no' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (57 times).

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

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'No' changed to 'no' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (40
times).

'_geom_bond_publ_flag' value 'Yes' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3
times).

'_geom_angle_publ_flag' value 'Yes' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (9
times).

'_geom_angle_publ_flag' value 'No' changed to 'no' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (5
times).

'_geom_angle_publ_flag' value 'NO' changed to 'no' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (57 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2203674
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
Ni1 0.5000 0.5000 -0.5000 0.03140(10) Uani d S 1 Ni
N2 1.0168(3) 0.40515(11) -0.49250(14) 0.0509(6) Uani d . 1 N
H2A 1.0840 0.4391 -0.4860 0.061 Uiso calc R 1 H
H2B 1.0636 0.3665 -0.4932 0.061 Uiso calc R 1 H
O1 0.7718(2) 0.46854(7) -0.50045(10) 0.0373(4) Uani d . 1 O
N1 0.7445(3) 0.35788(10) -0.51424(15) 0.0565(7) Uani d . 1 N
H1A 0.6306 0.3606 -0.5222 0.068 Uiso calc R 1 H
H1B 0.7963 0.3202 -0.5145 0.068 Uiso calc R 1 H
C1 0.8408(3) 0.41231(11) -0.50144(14) 0.0362(6) Uani d . 1 C
O11 0.6232(3) 0.64791(9) -0.65844(12) 0.0655(6) Uani d . 1 O
O12 0.5905(2) 0.58854(7) -0.54174(9) 0.0359(4) Uani d . 1 O
N11 0.4842(2) 0.48409(9) -0.62809(12) 0.0367(5) Uani d . 1 N
C11 0.5876(3) 0.59598(11) -0.62147(15) 0.0407(6) Uani d . 1 C
C12 0.5330(3) 0.53724(12) -0.67318(14) 0.0379(6) Uani d . 1 C
C13 0.5346(4) 0.53706(13) -0.76025(16) 0.0520(7) Uani d . 1 C
H13A 0.5675 0.5745 -0.7901 0.062 Uiso calc R 1 H
C14 0.4865(4) 0.48050(16) -0.80267(18) 0.0626(9) Uani d . 1 C
H14A 0.4881 0.4793 -0.8615 0.075 Uiso calc R 1 H
C15 0.4364(4) 0.42598(14) -0.75717(17) 0.0588(8) Uani d . 1 C
H15A 0.4035 0.3875 -0.7847 0.071 Uiso calc R 1 H
C16 0.4356(4) 0.42939(12) -0.66985(16) 0.0474(7) Uani d . 1 C
H16A 0.4004 0.3927 -0.6390 0.057 Uiso calc R 1 H
O21 0.7111(4) 0.7500 -0.23655(18) 0.0736(10) Uani d S 1 O
N21 0.8593(5) 0.7500 -0.3613(2) 0.0756(12) Uani d S 1 N
H21A 0.9619 0.7500 -0.3365 0.091 Uiso calc SR 1 H
H21B 0.8535 0.7500 -0.4157 0.091 Uiso calc SR 1 H
N22 0.5522(5) 0.7500 -0.3572(2) 0.0637(11) Uani d S 1 N
H22A 0.4520 0.7500 -0.3303 0.076 Uiso calc SR 1 H
H22B 0.5529 0.7500 -0.4117 0.076 Uiso calc SR 1 H
C21 0.7064(6) 0.7500 -0.3147(3) 0.0553(11) Uani d S 1 C
O31 0.0379(3) 0.7500 -0.55338(14) 0.0467(7) Uani d S 1 O
N31 0.2038(8) 0.7150(3) -0.6644(3) 0.0860(19) Uani d P 0.50 N
H31A 0.2739 0.6932 -0.6317 0.103 Uiso calc PR 0.50 H
H31B 0.2216 0.7150 -0.7182 0.103 Uiso calc PR 0.50 H
N32 -0.0456(7) 0.7826(2) -0.6841(3) 0.0661(15) Uani d P 0.50 N
H32A -0.1358 0.8042 -0.6647 0.079 Uiso calc PR 0.50 H
H32B -0.0252 0.7819 -0.7377 0.079 Uiso calc PR 0.50 H
C31 0.0634(6) 0.7500 -0.6308(3) 0.0587(12) Uani d S 1 C
O1W 0.5744(5) 0.7500 -0.53977(19) 0.0709(9) Uani d SD 1 O
H1C 0.607(3) 0.7114(6) -0.5698(12) 0.085 Uiso d D 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'
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'
Ni Ni 0.3393 1.1124 '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
O12 Ni1 O12 5_664 . 180 yes
O12 Ni1 N11 5_664 . 99.24(7) yes
O12 Ni1 N11 . . 80.76(7) yes
O12 Ni1 N11 5_664 5_664 80.76(7) no
O12 Ni1 N11 . 5_664 99.24(7) no
N11 Ni1 N11 . 5_664 180 yes
O12 Ni1 O1 5_664 . 92.88(6) yes
O12 Ni1 O1 . . 87.12(6) yes
N11 Ni1 O1 . . 90.22(7) yes
N11 Ni1 O1 5_664 . 89.78(7) yes
O12 Ni1 O1 5_664 5_664 87.12(6) no
O12 Ni1 O1 . 5_664 92.88(6) no
N11 Ni1 O1 . 5_664 89.78(7) no
N11 Ni1 O1 5_664 5_664 90.22(7) no
O1 Ni1 O1 . 5_664 180 yes
C1 N2 H2A . . 120.0 no
C1 N2 H2B . . 120.0 no
H2A N2 H2B . . 120.0 no
C1 O1 Ni1 . . 131.75(14) no
C1 N1 H1A . . 120.0 no
C1 N1 H1B . . 120.0 no
H1A N1 H1B . . 120.0 no
O1 C1 N2 . . 120.3(2) no
O1 C1 N1 . . 122.5(2) no
N2 C1 N1 . . 117.1(2) no
C11 O12 Ni1 . . 114.95(14) no
C16 N11 C12 . . 118.6(2) no
C16 N11 Ni1 . . 129.06(16) no
C12 N11 Ni1 . . 112.30(15) no
O11 C11 O12 . . 124.6(2) no
O11 C11 C12 . . 118.8(2) no
O12 C11 C12 . . 116.7(2) no
N11 C12 C13 . . 122.0(2) no
N11 C12 C11 . . 115.14(19) no
C13 C12 C11 . . 122.9(2) no
C12 C13 C14 . . 119.1(2) no
C12 C13 H13A . . 120.5 no
C14 C13 H13A . . 120.5 no
C15 C14 C13 . . 119.4(2) no
C15 C14 H14A . . 120.3 no
C13 C14 H14A . . 120.3 no
C14 C15 C16 . . 118.9(3) no
C14 C15 H15A . . 120.6 no
C16 C15 H15A . . 120.6 no
N11 C16 C15 . . 122.1(2) no
N11 C16 H16A . . 119.0 no
C15 C16 H16A . . 119.0 no
C21 N21 H21A . . 120.0 no
C21 N21 H21B . . 120.0 no
H21A N21 H21B . . 120.0 no
C21 N22 H22A . . 120.0 no
C21 N22 H22B . . 120.0 no
H22A N22 H22B . . 120.0 no
O21 C21 N22 . . 122.0(4) no
O21 C21 N21 . . 121.2(4) no
N22 C21 N21 . . 116.8(4) no
C31 N31 N32 . 7_575 45.5(3) no
C31 N31 H31A . . 120.0 no
N32 N31 H31A 7_575 . 135.4 no
C31 N31 H31B . . 120.0 no
N32 N31 H31B 7_575 . 89.4 no
H31A N31 H31B . . 120.0 no
C31 N32 N31 . 7_575 46.7(3) no
C31 N32 H32A . . 120.0 no
N31 N32 H32A 7_575 . 134.3 no
C31 N32 H32B . . 120.0 no
N31 N32 H32B 7_575 . 89.3 no
H32A N32 H32B . . 120.0 no
O31 C31 N32 . . 121.7(4) no
O31 C31 N31 . . 119.9(4) no
N32 C31 N31 . . 118.3(4) 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
Ni1 O12 5_664 2.0349(15) no
Ni1 O12 . 2.0349(15) yes
Ni1 N11 . 2.0531(18) yes
Ni1 N11 5_664 2.0531(18) no
Ni1 O1 . 2.1255(15) yes
Ni1 O1 5_664 2.1255(15) no
N2 C1 . 1.328(3) no
N2 H2A . 0.8600 no
N2 H2B . 0.8600 no
O1 C1 . 1.255(3) no
N1 C1 . 1.336(3) no
N1 H1A . 0.8600 no
N1 H1B . 0.8600 no
O11 C11 . 1.237(3) no
O12 C11 . 1.269(3) no
N11 C16 . 1.344(3) no
N11 C12 . 1.346(3) no
C11 C12 . 1.504(3) no
C12 C13 . 1.376(3) no
C13 C14 . 1.380(4) no
C13 H13A . 0.9300 no
C14 C15 . 1.374(4) no
C14 H14A . 0.9300 no
C15 C16 . 1.382(4) no
C15 H15A . 0.9300 no
C16 H16A . 0.9300 no
O21 C21 . 1.235(5) no
N21 C21 . 1.357(5) no
N21 H21A . 0.8600 no
N21 H21B . 0.8600 no
N22 C21 . 1.332(5) no
N22 H22A . 0.8600 no
N22 H22B . 0.8600 no
O31 C31 . 1.238(5) no
N31 C31 . 1.373(6) no
N31 N32 7_575 1.886(7) no
N31 H31A . 0.8600 no
N31 H31B . 0.8600 no
N32 C31 . 1.346(6) no
N32 N31 7_575 1.886(7) no
N32 H32A . 0.8600 no
N32 H32B . 0.8600 no
O1W H1C . 0.950(9) 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
N1 H1A O12 5_664 0.86 2.19 2.866(3) 135
N1 H1B O31 5_664 0.86 2.17 2.932(3) 147
N2 H2A O1 5_764 0.86 2.18 3.019(3) 166
N2 H2A O12 5_764 0.86 2.53 2.980(3) 114
N21 H21A O21 6_655 0.86 2.19 3.045(5) 175
N22 H22B O1W . 0.86 2.03 2.889(5) 176
N22 H22A O21 6 0.86 2.08 2.944(5) 179
N31 H31B N32 4_563 0.86 2.32 3.036(7) 141
N32 H32A O11 7_475 0.86 2.05 2.874(5) 161
O1W H1C O11 . 0.950(9) 1.909(12) 2.823(3) 161(2)
