#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/82/2008201.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_2008201
loop_
_publ_author_name
'Namouchi-Cherni, Saoussen'
'Driss, Ahmed'
'Jouini, Tahar'
_publ_section_title
;Bis(dihydrogen
 phosphato-O)[(1RS,4RS,8SR,11SR)-1,4,8,11-tetraazacyclotetradecane-κ⁴N]nickel(II)
 monohydrate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              345
_journal_page_last               347
_journal_paper_doi               10.1107/S0108270198014620
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         '[Ni(H2 PO4 )2 (C10 H24 N4 )].H2 O'
_chemical_formula_structural     '[Ni(H2O4P)2(C10H24N4)].H2O'
_chemical_formula_sum            'C10 H30 N4 Ni O9 P2'
_chemical_formula_weight         471.03
_chemical_name_systematic
;
Bis(dihydrogen phosphato-O)[(1RS,4RS,8SR,10SR)-1,4,8,10-
tetraazacyclotetradecane-κ⁴N]nickel(II) monohydrate
;
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 107.50(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.991(2)
_cell_length_b                   12.3070(10)
_cell_length_c                   9.500(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.78
_cell_measurement_theta_min      10.32
_cell_volume                     1894.6(5)
_computing_cell_refinement       'CAD4 EXPRESS'
_computing_data_collection
;
CAD4 EXPRESS (Duisenberg, 1992; Macíček & Yordanov,
1992; Enraf-Nonius, 1994)
;
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1994)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf--Nonius CAD4 diffractometer'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0077
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2192
_diffrn_reflns_theta_max         26.97
_diffrn_reflns_theta_min         2.08
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_time  120
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    1.24
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   'empirical \y scan (North et al., 1968)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_meas      1.653(3)
_exptl_crystal_density_method    'flotation in C~2~H~5~I/C~6~H~6~'
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.35
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.077
_refine_ls_goodness_of_fit_obs   1.084
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2062
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.58
_refine_ls_restrained_S_obs      1.636
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_obs          0.025
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0376P)²+1.4068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.067
_refine_ls_wR_factor_obs         0.0638
_reflns_number_observed          1840
_reflns_number_total             2062
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bk1417.cif
_cod_data_source_block           bk1417
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0376P)^2^+1.4068P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0376P)^2^+1.4068P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2008201
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Ni1 0.2500 0.2500 0 0.01830(10) Uani d S 1 . Ni
P1 0.12046(3) 0.46740(5) 0.00240(6) 0.0171(2) Uani d . 1 . P
O1 0.19710(10) 0.40120(10) 0.0378(2) 0.0277(4) Uani d . 1 . O
O2 0.04680(10) 0.3881(2) -0.0741(2) 0.0276(4) Uani d . 1 . O
O3 0.11920(10) 0.5595(2) -0.1129(2) 0.0337(5) Uani d . 1 . O
O4 0.10370(10) 0.52560(10) 0.1308(2) 0.0233(4) Uani d . 1 . O
N1 0.36070(10) 0.3288(2) 0.0261(2) 0.0246(4) Uani d . 1 . N
N2 0.27590(10) 0.2118(2) 0.2224(2) 0.0253(4) Uani d . 1 . N
C1 0.3866(2) 0.3980(2) 0.1588(3) 0.0311(6) Uani d . 1 . C
C2 0.3986(2) 0.3322(2) 0.2997(3) 0.0350(6) Uani d . 1 . C
C3 0.3197(2) 0.2951(3) 0.3291(3) 0.0344(6) Uani d . 1 . C
C4 0.1960(2) 0.1807(2) 0.2421(3) 0.0342(6) Uani d . 1 . C
C5 0.3511(2) 0.3890(2) -0.1127(3) 0.0342(6) Uani d . 1 . C
O(W) -0.0036(7) 0.2531(5) 0.2173(9) 0.084(2) Uiso d P 0.50 . O
HO2 0.003(2) 0.415(3) -0.091(4) 0.053(11) Uiso d . 1 . H
HO3 0.115(3) 0.538(4) -0.190(5) 0.068(15) Uiso d . 1 . H
HN1 0.398(2) 0.279(3) 0.035(4) 0.032(8) Uiso d . 1 . H
HN2 0.306(2) 0.157(3) 0.238(3) 0.027(8) Uiso d . 1 . H
H1C1 0.438(2) 0.432(3) 0.162(3) 0.031(8) Uiso d . 1 . H
H2C1 0.343(2) 0.451(3) 0.150(3) 0.034(8) Uiso d . 1 . H
H1C2 0.432(2) 0.274(3) 0.300(4) 0.033(8) Uiso d . 1 . H
H2C2 0.429(2) 0.379(3) 0.383(4) 0.052(10) Uiso d . 1 . H
H1C3 0.283(2) 0.355(3) 0.319(4) 0.037(9) Uiso d . 1 . H
H2C3 0.331(2) 0.267(3) 0.427(4) 0.039(9) Uiso d . 1 . H
H1C4 0.165(2) 0.248(2) 0.245(4) 0.030(9) Uiso d . 1 . H
H2C4 0.205(2) 0.140(3) 0.330(4) 0.047(10) Uiso d . 1 . H
H1C5 0.405(2) 0.411(3) -0.125(4) 0.051(10) Uiso d . 1 . H
H2C5 0.323(2) 0.456(3) -0.104(4) 0.036(9) Uiso d . 1 . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 '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'
H H 0.0000 0.0000 '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
N1 Ni1 N1 7 . 180.0 y
N1 Ni1 N2 7 7 94.44(9) n
N1 Ni1 N2 . 7 85.56(9) y
N1 Ni1 N2 7 . 85.56(9) n
N1 Ni1 N2 . . 94.44(9) y
N2 Ni1 N2 7 . 180.0 y
N1 Ni1 O1 7 7 89.13(8) n
N1 Ni1 O1 . 7 90.87(8) y
N2 Ni1 O1 7 7 89.84(8) n
N2 Ni1 O1 . 7 90.16(8) y
N1 Ni1 O1 7 . 90.87(8) n
N1 Ni1 O1 . . 89.13(8) y
N2 Ni1 O1 7 . 90.16(8) n
N2 Ni1 O1 . . 89.84(8) y
O1 Ni1 O1 7 . 180.0 y
O1 P1 O4 . . 116.20(10) y
O1 P1 O3 . . 112.40(10) y
O4 P1 O3 . . 104.70(10) y
O1 P1 O2 . . 106.50(10) y
O4 P1 O2 . . 110.40(10) y
O3 P1 O2 . . 106.30(10) y
P1 O1 Ni1 . . 145.10(10) y
P1 O2 HO2 . . 114(3) n
P1 O3 HO3 . . 114(3) n
C1 N1 C5 . . 113.4(2) n
C1 N1 Ni1 . . 113.7(2) n
C5 N1 Ni1 . . 106.0(2) n
C1 N1 HN1 . . 108(2) n
C5 N1 HN1 . . 109(2) n
Ni1 N1 HN1 . . 107(2) n
C4 N2 C3 . . 112.7(2) n
C4 N2 Ni1 . . 105.4(2) n
C3 N2 Ni1 . . 116.7(2) n
C4 N2 HN2 . . 108(2) n
C3 N2 HN2 . . 106(2) n
Ni1 N2 HN2 . . 107(2) n
N1 C1 C2 . . 111.7(2) n
N1 C1 H1C1 . . 108(2) n
C2 C1 H1C1 . . 109(2) n
N1 C1 H2C1 . . 107(2) n
C2 C1 H2C1 . . 109(2) n
H1C1 C1 H2C1 . . 112(3) n
C3 C2 C1 . . 115.4(2) n
C3 C2 H1C2 . . 111(2) n
C1 C2 H1C2 . . 109(2) n
C3 C2 H2C2 . . 108(2) n
C1 C2 H2C2 . . 107(2) n
H1C2 C2 H2C2 . . 106(3) n
N2 C3 C2 . . 111.9(2) n
N2 C3 H1C3 . . 107(2) n
C2 C3 H1C3 . . 110(2) n
N2 C3 H2C3 . . 109(2) n
C2 C3 H2C3 . . 110(2) n
H1C3 C3 H2C3 . . 108(3) n
N2 C4 C5 . 7 109.0(2) n
N2 C4 H1C4 . . 107(2) n
C5 C4 H1C4 7 . 110(2) n
N2 C4 H2C4 . . 110(2) n
C5 C4 H2C4 7 . 109(2) n
H1C4 C4 H2C4 . . 111(3) n
N1 C5 C4 . 7 109.3(2) n
N1 C5 H1C5 . . 112(2) n
C4 C5 H1C5 7 . 110(2) n
N1 C5 H2C5 . . 106(2) n
C4 C5 H2C5 7 . 113(2) n
H1C5 C5 H2C5 . . 105(3) n
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 N1 7 2.063(2) n
Ni1 N1 . 2.063(2) y
Ni1 N2 7 2.079(2) n
Ni1 N2 . 2.079(2) y
Ni1 O1 7 2.144(2) n
Ni1 O1 . 2.144(2) y
P1 O1 . 1.486(2) y
P1 O4 . 1.514(2) y
P1 O3 . 1.571(2) y
P1 O2 . 1.581(2) y
O2 HO2 . 0.78(4) y
O3 HO3 . 0.76(5) y
N1 C1 . 1.475(3) n
N1 C5 . 1.479(3) n
N1 HN1 . 0.87(4) y
N2 C4 . 1.475(4) n
N2 C3 . 1.476(4) n
N2 HN2 . 0.83(3) y
C1 C2 . 1.525(4) n
C1 H1C1 . 0.97(3) n
C1 H2C1 . 0.98(3) n
C2 C3 . 1.519(4) n
C2 H1C2 . 0.91(4) n
C2 H2C2 . 0.99(4) n
C3 H1C3 . 0.96(4) n
C3 H2C3 . 0.96(4) n
C4 C5 7 1.515(4) n
C4 H1C4 . 0.98(3) n
C4 H2C4 . 0.95(4) n
C5 C4 7 1.515(4) n
C5 H1C5 . 0.99(4) n
C5 H2C5 . 0.97(3) n
O(W) O(W) 6_556 0.60(2) n
