##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Diaqua(2,9-dimethyl-1,10-phenanthroline-κ²N,N')(3-hydroxybenzoato-\
κ²O,O')nickel(II) nitrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C21 H20 N2 Ni O5 +, N O3 -'
_chemical_formula_sum     'C21 H20 N3 Ni O8'
_chemical_formula_iupac     '[Ni (C7 H5 O3) (C14 H12 N2) (H2 O)2] N O3'
_chemical_formula_weight     501.11
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
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'
_cell_length_a     10.9278(15)
_cell_length_b     28.509(4)
_cell_length_c     7.9738(11)
_cell_angle_alpha     90.00
_cell_angle_beta     119.3110(10)
_cell_angle_gamma     90.00
_cell_volume     2166.2(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2940
_cell_measurement_theta_min     2.74
_cell_measurement_theta_max     25.61
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.39
_exptl_crystal_size_mid     0.18
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.537
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1036
_exptl_absorpt_coefficient_mu     0.950
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 1997)'
_exptl_absorpt_correction_T_min     0.7083
_exptl_absorpt_correction_T_max     0.9496
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART CCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     8026
_diffrn_reflns_av_R_equivalents     0.0549
_diffrn_reflns_av_sigmaI/netI     0.0414
_diffrn_reflns_theta_min     2.74
_diffrn_reflns_theta_max     25.50
_diffrn_reflns_theta_full     25.50
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -34
_diffrn_reflns_limit_k_max     34
_diffrn_reflns_limit_l_min     -9
_diffrn_reflns_limit_l_max     9
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2025
_reflns_number_gt     1688
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0409
_refine_ls_R_factor_gt     0.0326
_refine_ls_wR_factor_gt     0.0807
_refine_ls_wR_factor_ref     0.0845
_refine_ls_goodness_of_fit_ref     0.991
_refine_ls_restrained_S_all     0.991
_refine_ls_number_reflns     2025
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'calc w=1/[σ²(Fo²)+(0.0504P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     <0.001
_refine_diff_density_max     0.417
_refine_diff_density_min     -0.292
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'SMART (Bruker, 1997)'
_computing_cell_refinement     'SAINT (Bruker, 1997)'
_computing_data_reduction     'SAINT (Bruker, 1997)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL (Bruker, 1997)'
_computing_publication_material     'SHELXTL (Bruker, 1997)'
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_disorder_assembly
    _atom_site_disorder_group
    Ni Ni1 0.5000 0.294675(12) 0.7500 0.03422(15) Uani d S 1 . .
    O O1 0.39684(13) 0.22911(5) 0.7403(2) 0.0397(4) Uani d . 1 . .
    O O2 0.3150(4) 0.05478(12) 0.7986(8) 0.0832(14) Uani d P 0.50 . .
    H H2 0.2666 0.0711 0.8279 0.125 Uiso calc PR 0.50 . .
    O O3 0.38872(15) 0.29142(5) 0.4572(2) 0.0448(4) Uani d . 1 . .
    H H1W 0.4134 0.3082 0.3948 0.067 Uiso d R 1 . .
    H H2W 0.3025 0.2877 0.3996 0.067 Uiso d R 1 . .
    O O4 0.5000 0.33471(10) 0.2500 0.0957(11) Uani d S 1 . .
    O O5 0.4233(3) 0.39816(10) 0.2940(3) 0.1127(9) Uani d . 1 . .
    N N1 0.61633(17) 0.35019(6) 0.7301(3) 0.0410(4) Uani d . 1 . .
    N N2 0.5000 0.37810(10) 0.2500 0.0479(6) Uani d S 1 . .
    C C1 0.7845(3) 0.30371(9) 0.6822(5) 0.0729(9) Uani d . 1 . .
    H H1A 0.8548 0.2926 0.8059 0.109 Uiso calc R 1 . .
    H H1B 0.8252 0.3077 0.6003 0.109 Uiso calc R 1 . .
    H H1C 0.7094 0.2813 0.6256 0.109 Uiso calc R 1 . .
    C C2 0.7287(2) 0.34941(9) 0.7052(4) 0.0514(6) Uani d . 1 . .
    C C3 0.7936(3) 0.39192(10) 0.6978(4) 0.0702(8) Uani d . 1 . .
    H H3A 0.8727 0.3910 0.6827 0.084 Uiso calc R 1 . .
    C C4 0.7417(3) 0.43345(11) 0.7125(4) 0.0780(9) Uani d . 1 . .
    H H4 0.7856 0.4611 0.7086 0.094 Uiso calc R 1 . .
    C C5 0.6220(3) 0.43551(9) 0.7335(4) 0.0629(7) Uani d . 1 . .
    C C6 0.5625(2) 0.39226(7) 0.7414(3) 0.0457(6) Uani d . 1 . .
    C C7 0.5579(4) 0.47808(9) 0.7422(5) 0.0859(11) Uani d . 1 . .
    H H7 0.5977 0.5065 0.7369 0.103 Uiso calc R 1 . .
    C C8 0.5000 0.20663(10) 0.7500 0.0362(7) Uani d S 1 . .
    C C9 0.5000 0.15418(10) 0.7500 0.0408(7) Uani d S 1 . .
    C C10 0.3994(2) 0.12960(8) 0.7713(4) 0.0521(6) Uani d . 1 . .
    H H10 0.3314 0.1458 0.7859 0.063 Uiso calc R 1 . .
    C C11 0.3989(3) 0.08092(9) 0.7711(5) 0.0688(8) Uani d . 1 . .
    C C12 0.5000 0.05679(12) 0.7500 0.0792(13) Uani d S 1 . .
    H H12 0.5000 0.0242 0.7500 0.095 Uiso calc SR 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O3 2_656 2.0393(15) ?
    Ni1 O3 . 2.0393(15) ?
    Ni1 N1 2_656 2.0839(17) ?
    Ni1 N1 . 2.0840(17) ?
    Ni1 O1 2_656 2.1645(14) ?
    Ni1 O1 . 2.1647(14) ?
    O1 C8 . 1.2658(19) ?
    O2 C11 . 1.281(4) ?
    O2 H2 . 0.8200 ?
    O3 H1W . 0.8251 ?
    O3 H2W . 0.8281 ?
    O4 N2 . 1.237(4) ?
    O5 N2 . 1.200(2) ?
    N1 C2 . 1.337(3) ?
    N1 C6 . 1.358(3) ?
    N2 O5 2_655 1.200(2) ?
    C1 C2 . 1.487(3) ?
    C1 H1A . 0.9600 ?
    C1 H1B . 0.9600 ?
    C1 H1C . 0.9600 ?
    C2 C3 . 1.420(3) ?
    C3 C4 . 1.342(4) ?
    C3 H3A . 0.9300 ?
    C4 C5 . 1.398(4) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.410(3) ?
    C5 C7 . 1.420(4) ?
    C6 C6 2_656 1.437(5) ?
    C7 C7 2_656 1.332(7) ?
    C7 H7 . 0.9300 ?
    C8 O1 2_656 1.2659(19) ?
    C8 C9 . 1.495(4) ?
    C9 C10 2_656 1.382(3) ?
    C9 C10 . 1.382(3) ?
    C10 C11 . 1.388(3) ?
    C10 H10 . 0.9300 ?
    C11 C12 . 1.380(3) ?
    C12 C11 2_656 1.380(3) ?
    C12 H12 . 0.9300 ?
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
    O3 Ni1 O3 2_656 . 174.80(8) ?
    O3 Ni1 N1 2_656 2_656 89.51(6) ?
    O3 Ni1 N1 . 2_656 94.45(6) ?
    O3 Ni1 N1 2_656 . 94.44(6) ?
    O3 Ni1 N1 . . 89.51(6) ?
    N1 Ni1 N1 2_656 . 81.18(10) ?
    O3 Ni1 O1 2_656 2_656 84.94(6) ?
    O3 Ni1 O1 . 2_656 90.56(6) ?
    N1 Ni1 O1 2_656 2_656 168.37(6) ?
    N1 Ni1 O1 . 2_656 109.39(6) ?
    O3 Ni1 O1 2_656 . 90.57(6) ?
    O3 Ni1 O1 . . 84.93(6) ?
    N1 Ni1 O1 2_656 . 109.40(6) ?
    N1 Ni1 O1 . . 168.37(6) ?
    O1 Ni1 O1 2_656 . 60.57(7) ?
    C8 O1 Ni1 . . 90.13(13) ?
    C11 O2 H2 . . 109.5 ?
    Ni1 O3 H1W . . 118.5 ?
    Ni1 O3 H2W . . 121.3 ?
    H1W O3 H2W . . 111.0 ?
    C2 N1 C6 . . 118.93(19) ?
    C2 N1 Ni1 . . 129.63(16) ?
    C6 N1 Ni1 . . 111.43(14) ?
    O5 N2 O5 . 2_655 123.1(4) ?
    O5 N2 O4 . . 118.5(2) ?
    O5 N2 O4 2_655 . 118.5(2) ?
    C2 C1 H1A . . 109.5 ?
    C2 C1 H1B . . 109.5 ?
    H1A C1 H1B . . 109.5 ?
    C2 C1 H1C . . 109.5 ?
    H1A C1 H1C . . 109.5 ?
    H1B C1 H1C . . 109.5 ?
    N1 C2 C3 . . 120.4(2) ?
    N1 C2 C1 . . 119.6(2) ?
    C3 C2 C1 . . 120.0(2) ?
    C4 C3 C2 . . 120.6(3) ?
    C4 C3 H3A . . 119.7 ?
    C2 C3 H3A . . 119.7 ?
    C3 C4 C5 . . 120.5(2) ?
    C3 C4 H4 . . 119.8 ?
    C5 C4 H4 . . 119.8 ?
    C4 C5 C6 . . 116.6(3) ?
    C4 C5 C7 . . 123.7(2) ?
    C6 C5 C7 . . 119.7(3) ?
    N1 C6 C5 . . 123.0(2) ?
    N1 C6 C6 . 2_656 117.96(12) ?
    C5 C6 C6 . 2_656 119.02(16) ?
    C7 C7 C5 2_656 . 121.26(16) ?
    C7 C7 H7 2_656 . 119.4 ?
    C5 C7 H7 . . 119.4 ?
    O1 C8 O1 . 2_656 119.2(3) ?
    O1 C8 C9 . . 120.42(13) ?
    O1 C8 C9 2_656 . 120.42(13) ?
    C10 C9 C10 2_656 . 119.1(3) ?
    C10 C9 C8 2_656 . 120.46(15) ?
    C10 C9 C8 . . 120.47(15) ?
    C9 C10 C11 . . 120.7(2) ?
    C9 C10 H10 . . 119.7 ?
    C11 C10 H10 . . 119.7 ?
    O2 C11 C12 . . 114.4(3) ?
    O2 C11 C10 . . 125.8(3) ?
    C12 C11 C10 . . 119.7(3) ?
    C11 C12 C11 . 2_656 120.2(3) ?
    C11 C12 H12 . . 119.9 ?
    C11 C12 H12 2_656 . 119.9 ?
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_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O3 Ni1 O1 C8 2_656 . . . -83.86(8) ?
    O3 Ni1 O1 C8 . . . . 93.52(8) ?
    N1 Ni1 O1 C8 2_656 . . . -173.54(7) ?
    N1 Ni1 O1 C8 . . . . 31.8(3) ?
    O1 Ni1 O1 C8 2_656 . . . 0.0 ?
    O3 Ni1 N1 C2 2_656 . . . 93.27(19) ?
    O3 Ni1 N1 C2 . . . . -83.34(19) ?
    N1 Ni1 N1 C2 2_656 . . . -177.9(2) ?
    O1 Ni1 N1 C2 2_656 . . . 7.1(2) ?
    O1 Ni1 N1 C2 . . . . -22.0(4) ?
    O3 Ni1 N1 C6 2_656 . . . -88.19(15) ?
    O3 Ni1 N1 C6 . . . . 95.20(15) ?
    N1 Ni1 N1 C6 2_656 . . . 0.62(11) ?
    O1 Ni1 N1 C6 2_656 . . . -174.37(13) ?
    O1 Ni1 N1 C6 . . . . 156.5(2) ?
    C6 N1 C2 C3 . . . . 2.3(3) ?
    Ni1 N1 C2 C3 . . . . -179.25(18) ?
    C6 N1 C2 C1 . . . . -176.8(2) ?
    Ni1 N1 C2 C1 . . . . 1.6(3) ?
    N1 C2 C3 C4 . . . . -1.1(4) ?
    C1 C2 C3 C4 . . . . 178.0(3) ?
    C2 C3 C4 C5 . . . . -0.6(5) ?
    C3 C4 C5 C6 . . . . 1.1(4) ?
    C3 C4 C5 C7 . . . . -177.4(3) ?
    C2 N1 C6 C5 . . . . -1.8(3) ?
    Ni1 N1 C6 C5 . . . . 179.46(19) ?
    C2 N1 C6 C6 . . . 2_656 176.9(2) ?
    Ni1 N1 C6 C6 . . . 2_656 -1.8(3) ?
    C4 C5 C6 N1 . . . . 0.1(4) ?
    C7 C5 C6 N1 . . . . 178.7(2) ?
    C4 C5 C6 C6 . . . 2_656 -178.6(3) ?
    C7 C5 C6 C6 . . . 2_656 -0.1(4) ?
    C4 C5 C7 C7 . . . 2_656 178.4(4) ?
    C6 C5 C7 C7 . . . 2_656 0.0(6) ?
    Ni1 O1 C8 O1 . . . 2_656 0.0000(10)
                                      ?
    Ni1 O1 C8 C9 . . . . 180.0 ?
    O1 C8 C9 C10 . . . 2_656 169.33(14) ?
    O1 C8 C9 C10 2_656 . . 2_656 -10.67(14) ?
    O1 C8 C9 C10 . . . . -10.67(14) ?
    O1 C8 C9 C10 2_656 . . . 169.33(14) ?
    C10 C9 C10 C11 2_656 . . . -0.10(19) ?
    C8 C9 C10 C11 . . . . 179.90(19) ?
    C9 C10 C11 O2 . . . . 176.5(4) ?
    C9 C10 C11 C12 . . . . 0.2(4) ?
    O2 C11 C12 C11 . . . 2_656 -176.8(4) ?
    C10 C11 C12 C11 . . . 2_656 -0.10(19) ?
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
    O3 H2W O1 7_556 0.83 1.96 2.784(2) 173.1
    O3 H1W O4 . 0.83 1.97 2.7746(19) 166.0
    O2 H2 O5 7_556 0.82 2.01 2.692(4) 140.1
data_global
_journal_date_recd_electronic     2007-10-17
_journal_date_accepted     2007-10-24
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue     11
_journal_page_first     m2856
_journal_page_last     m2856
_journal_paper_category     QM
_journal_coeditor_code     SJ2386
_publ_contact_author_name     'Xiao-peng Xuan'
_publ_contact_author_address
;
Department of Chemistry, Henan Normal University, Xinxiang 453007, People's
Republic of China
;
_publ_contact_author_email     'xpxuan@henannu.edu.cn'
_publ_contact_author_fax     '86-373-3326544'
_publ_contact_author_phone     '86-373-3326544'
_publ_section_title
;\
Diaqua(2,9-dimethyl-1,10-phenanthroline-κ²N,N')(3-\
hydroxybenzoato-κ²O,O')nickel(II) nitrate
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Xuan, Xiao-peng' .
;
Department of Chemistry, Henan Normal University, Xinxiang 453007,
People's Republic of China
;
    'Zhao, Pei-zheng' .
;
Department of Chemistry, Henan Normal University, Xinxiang 453007,
People's Republic of China
;
