#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/67/2206760.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_2206760
loop_
_publ_author_name
'Jian-Rong Su'
'Duan-Jun Xu'
_publ_section_title
;
 cis-Aquachlorobis(1,10-phenanthroline)nickel(II) chloride
 4-hydroxybenzoic acid dihydrate
;
_journal_coeditor_code           NG6173
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1738
_journal_page_last               m1740
_journal_paper_doi               10.1107/S1600536805024098
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac
'[Ni Cl (C12 H8 N2)2 (H2 O)] Cl, C7 H6 O3, 2H2 O'
_chemical_formula_moiety         'C24 H18 Cl N4 Ni O, C7 H6 O3, 2(H2 O), Cl'
_chemical_formula_sum            'C31 H28 Cl2 N4 Ni O6'
_chemical_formula_weight         682.18
_chemical_name_systematic
;
cis-Aquachlorobis(1,10-phenanthroline)nickel(II) chloride 4-hydroxybenzoic
acid dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                115.242(12)
_cell_angle_beta                 93.281(17)
_cell_angle_gamma                110.841(17)
_cell_formula_units_Z            2
_cell_length_a                   10.670(5)
_cell_length_b                   12.553(5)
_cell_length_c                   13.505(5)
_cell_measurement_reflns_used    12708
_cell_measurement_temperature    295(3)
_cell_measurement_theta_max      26.6
_cell_measurement_theta_min      3.0
_cell_volume                     1481.6(11)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and XP (Siemens, 1994)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      295(3)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_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  0.032
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14658
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_T_max  0.849
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      1.528
_exptl_crystal_density_method    'flotation in a cyclohexane/CCl~4~ mixture'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.52
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         6737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.055
_refine_ls_R_factor_gt           0.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'calc w = 1/[σ²(Fo²)+(0.0988P)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.125
_refine_ls_wR_factor_ref         0.145
_reflns_number_gt                5197
_reflns_number_total             6737
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng6173.cif
_cod_data_source_block           I
_cod_original_cell_volume        1481.7(11)
_cod_database_code               2206760
_cod_database_fobs_code          2206760
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ni 0.83467(3) 0.47665(3) 0.80539(2) 0.02725(12) Uani d . 1 Ni
Cl1 1.02406(7) 0.41297(7) 0.80652(6) 0.03780(17) Uani d . 1 Cl
Cl2 0.75529(9) 0.96968(8) 0.96860(8) 0.0561(2) Uani d . 1 Cl
O1W 0.9531(3) 0.8686(2) 1.0565(2) 0.0559(6) Uani d . 1 O
H1B 1.0353 0.9150 1.0592 0.080 Uiso d R 1 H
H1A 0.8987 0.8972 1.0264 0.080 Uiso d R 1 H
O2W 0.4034(4) 0.8632(3) 0.8775(3) 0.0965(11) Uani d . 1 O
H2A 0.4699 0.8914 0.9382 0.080 Uiso d R 1 H
H2B 0.3281 0.8779 0.9122 0.080 Uiso d R 1 H
O1 0.9329(2) 0.62137(19) 0.97217(16) 0.0417(5) Uani d . 1 O
H1C 0.9355 0.6970 1.0036 0.080 Uiso d R 1 H
H1D 0.9544 0.6142 1.0318 0.080 Uiso d R 1 H
O31 0.4620(2) 0.4128(2) 0.57469(18) 0.0503(6) Uani d . 1 O
H31 0.5182 0.4752 0.5730 0.080 Uiso d R 1 H
O32 0.3835(3) 0.3516(2) 0.39432(18) 0.0540(6) Uani d . 1 O
O33 0.0620(3) -0.1639(2) 0.4232(2) 0.0598(7) Uani d . 1 O
H33 0.0288 -0.2266 0.3551 0.080 Uiso d R 1 H
N1 0.6665(2) 0.5264(2) 0.82498(17) 0.0292(4) Uani d . 1 N
N2 0.7083(2) 0.3379(2) 0.84595(19) 0.0327(5) Uani d . 1 N
N3 0.7450(2) 0.3492(2) 0.63166(18) 0.0320(5) Uani d . 1 N
N4 0.9249(2) 0.5985(2) 0.73898(18) 0.0307(5) Uani d . 1 N
C1 0.6504(3) 0.6253(3) 0.8221(2) 0.0376(6) Uani d . 1 C
H1 0.7235 0.6857 0.8133 0.045 Uiso calc R 1 H
C2 0.5285(3) 0.6425(3) 0.8317(3) 0.0440(7) Uani d . 1 C
H2 0.5211 0.7128 0.8289 0.053 Uiso calc R 1 H
C3 0.4203(3) 0.5550(3) 0.8454(2) 0.0450(7) Uani d . 1 C
H3 0.3384 0.5651 0.8515 0.054 Uiso calc R 1 H
C4 0.4337(3) 0.4499(3) 0.8502(2) 0.0380(6) Uani d . 1 C
C5 0.3260(3) 0.3528(3) 0.8627(3) 0.0478(7) Uani d . 1 C
H5 0.2414 0.3576 0.8680 0.057 Uiso calc R 1 H
C6 0.3449(3) 0.2541(3) 0.8671(3) 0.0470(7) Uani d . 1 C
H6 0.2728 0.1915 0.8745 0.056 Uiso calc R 1 H
C7 0.4734(3) 0.2441(3) 0.8608(2) 0.0394(6) Uani d . 1 C
C8 0.5004(4) 0.1456(3) 0.8673(3) 0.0503(8) Uani d . 1 C
H8 0.4313 0.0801 0.8737 0.060 Uiso calc R 1 H
C9 0.6264(4) 0.1457(3) 0.8642(3) 0.0526(8) Uani d . 1 C
H9 0.6444 0.0801 0.8680 0.063 Uiso calc R 1 H
C10 0.7291(3) 0.2446(3) 0.8553(3) 0.0442(7) Uani d . 1 C
H10 0.8165 0.2452 0.8560 0.053 Uiso calc R 1 H
C11 0.5814(3) 0.3391(2) 0.8498(2) 0.0315(5) Uani d . 1 C
C12 0.5601(3) 0.4414(2) 0.8408(2) 0.0308(5) Uani d . 1 C
C13 0.6594(3) 0.2239(3) 0.5792(2) 0.0429(7) Uani d . 1 C
H13 0.6364 0.1811 0.6217 0.051 Uiso calc R 1 H
C14 0.6025(4) 0.1540(3) 0.4626(3) 0.0517(8) Uani d . 1 C
H14 0.5419 0.0666 0.4288 0.062 Uiso calc R 1 H
C15 0.6362(3) 0.2141(3) 0.3988(3) 0.0489(8) Uani d . 1 C
H15 0.5991 0.1681 0.3211 0.059 Uiso calc R 1 H
C16 0.7271(3) 0.3456(3) 0.4506(2) 0.0379(6) Uani d . 1 C
C17 0.7683(4) 0.4173(3) 0.3907(2) 0.0475(8) Uani d . 1 C
H17 0.7335 0.3755 0.3128 0.057 Uiso calc R 1 H
C18 0.8560(4) 0.5437(3) 0.4441(3) 0.0479(7) Uani d . 1 C
H18 0.8805 0.5882 0.4031 0.057 Uiso calc R 1 H
C19 0.9123(3) 0.6107(3) 0.5646(2) 0.0377(6) Uani d . 1 C
C20 1.0067(4) 0.7427(3) 0.6250(3) 0.0469(7) Uani d . 1 C
H20 1.0333 0.7919 0.5882 0.056 Uiso calc R 1 H
C21 1.0579(4) 0.7964(3) 0.7377(3) 0.0493(8) Uani d . 1 C
H21 1.1204 0.8832 0.7786 0.059 Uiso calc R 1 H
C22 1.0169(3) 0.7214(3) 0.7928(2) 0.0423(7) Uani d . 1 C
H22 1.0556 0.7593 0.8697 0.051 Uiso calc R 1 H
C23 0.8743(3) 0.5435(2) 0.6259(2) 0.0303(5) Uani d . 1 C
C24 0.7789(3) 0.4094(3) 0.5683(2) 0.0303(5) Uani d . 1 C
C31 0.3850(3) 0.3284(3) 0.4757(2) 0.0368(6) Uani d . 1 C
C32 0.2967(3) 0.1990(3) 0.4608(2) 0.0374(6) Uani d . 1 C
C33 0.2180(3) 0.0976(3) 0.3534(2) 0.0433(7) Uani d . 1 C
H32 0.2203 0.1118 0.2912 0.052 Uiso calc R 1 H
C34 0.1372(4) -0.0236(3) 0.3398(3) 0.0473(7) Uani d . 1 C
H34 0.0827 -0.0905 0.2688 0.057 Uiso calc R 1 H
C35 0.1370(4) -0.0457(3) 0.4316(3) 0.0453(7) Uani d . 1 C
C36 0.2131(4) 0.0542(3) 0.5379(3) 0.0559(9) Uani d . 1 C
H36 0.2115 0.0395 0.5998 0.067 Uiso calc R 1 H
C37 0.2915(4) 0.1757(3) 0.5517(3) 0.0480(8) Uani d . 1 C
H37 0.3418 0.2432 0.6237 0.058 Uiso calc 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'
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
O1 Ni N1 87.56(9) y
O1 Ni N2 95.69(9) y
O1 Ni N3 172.87(8) y
O1 Ni N4 93.57(9) y
O1 Ni Cl1 87.88(7) y
N1 Ni N2 79.59(9) y
N1 Ni N3 91.72(9) y
N1 Ni N4 93.79(9) y
N1 Ni Cl1 171.40(6) y
N2 Ni N3 91.15(9) y
N2 Ni N4 168.35(9) y
N2 Ni Cl1 93.62(7) y
N3 Ni N4 79.39(9) y
N3 Ni Cl1 93.71(7) y
N4 Ni Cl1 93.77(7) y
H1B O1W H1A 103.6 ?
H2A O2W H2B 101.9 ?
Ni O1 H1C 127.1 ?
Ni O1 H1D 129.5 ?
H1C O1 H1D 100.2 ?
C31 O31 H31 110.1 ?
C35 O33 H33 114.2 ?
C1 N1 C12 117.6(2) ?
C1 N1 Ni 129.58(19) ?
C12 N1 Ni 112.85(17) ?
C10 N2 C11 117.9(2) ?
C10 N2 Ni 129.4(2) ?
C11 N2 Ni 112.22(18) ?
C13 N3 C24 117.9(2) ?
C13 N3 Ni 129.5(2) ?
C24 N3 Ni 112.51(17) ?
C22 N4 C23 117.9(2) ?
C22 N4 Ni 128.70(19) ?
C23 N4 Ni 113.28(17) ?
N1 C1 C2 122.9(3) ?
N1 C1 H1 118.5 ?
C2 C1 H1 118.5 ?
C3 C2 C1 119.3(3) ?
C3 C2 H2 120.3 ?
C1 C2 H2 120.3 ?
C2 C3 C4 119.5(3) ?
C2 C3 H3 120.2 ?
C4 C3 H3 120.2 ?
C12 C4 C3 117.0(3) ?
C12 C4 C5 119.4(3) ?
C3 C4 C5 123.6(3) ?
C6 C5 C4 121.0(3) ?
C6 C5 H5 119.5 ?
C4 C5 H5 119.5 ?
C5 C6 C7 121.2(3) ?
C5 C6 H6 119.4 ?
C7 C6 H6 119.4 ?
C8 C7 C11 117.2(3) ?
C8 C7 C6 123.9(3) ?
C11 C7 C6 118.9(3) ?
C9 C8 C7 120.1(3) ?
C9 C8 H8 119.9 ?
C7 C8 H8 119.9 ?
C8 C9 C10 119.4(3) ?
C8 C9 H9 120.3 ?
C10 C9 H9 120.3 ?
N2 C10 C9 123.1(3) ?
N2 C10 H10 118.5 ?
C9 C10 H10 118.5 ?
N2 C11 C7 122.4(3) ?
N2 C11 C12 117.5(2) ?
C7 C11 C12 120.1(2) ?
N1 C12 C4 123.6(3) ?
N1 C12 C11 117.1(2) ?
C4 C12 C11 119.3(3) ?
N3 C13 C14 122.5(3) ?
N3 C13 H13 118.8 ?
C14 C13 H13 118.8 ?
C15 C14 C13 119.7(3) ?
C15 C14 H14 120.1 ?
C13 C14 H14 120.1 ?
C14 C15 C16 119.6(3) ?
C14 C15 H15 120.2 ?
C16 C15 H15 120.2 ?
C15 C16 C24 117.3(3) ?
C15 C16 C17 123.7(3) ?
C24 C16 C17 119.0(3) ?
C18 C17 C16 121.6(3) ?
C18 C17 H17 119.2 ?
C16 C17 H17 119.2 ?
C17 C18 C19 120.4(3) ?
C17 C18 H18 119.8 ?
C19 C18 H18 119.8 ?
C23 C19 C20 117.5(3) ?
C23 C19 C18 119.5(3) ?
C20 C19 C18 123.0(3) ?
C21 C20 C19 118.9(3) ?
C21 C20 H20 120.6 ?
C19 C20 H20 120.6 ?
C20 C21 C22 120.2(3) ?
C20 C21 H21 119.9 ?
C22 C21 H21 119.9 ?
N4 C22 C21 122.2(3) ?
N4 C22 H22 118.9 ?
C21 C22 H22 118.9 ?
N4 C23 C19 123.2(2) ?
N4 C23 C24 117.3(2) ?
C19 C23 C24 119.5(2) ?
N3 C24 C16 123.0(3) ?
N3 C24 C23 117.1(2) ?
C16 C24 C23 119.9(3) ?
O32 C31 O31 123.0(3) ?
O32 C31 C32 120.8(3) ?
O31 C31 C32 116.2(3) ?
C37 C32 C33 119.0(3) ?
C37 C32 C31 120.8(3) ?
C33 C32 C31 120.1(3) ?
C34 C33 C32 119.8(3) ?
C34 C33 H32 120.1 ?
C32 C33 H32 120.1 ?
C33 C34 C35 120.1(3) ?
C33 C34 H34 120.0 ?
C35 C34 H34 120.0 ?
O33 C35 C36 116.9(3) ?
O33 C35 C34 122.8(3) ?
C36 C35 C34 120.3(3) ?
C37 C36 C35 119.6(3) ?
C37 C36 H36 120.2 ?
C35 C36 H36 120.2 ?
C36 C37 C32 121.1(3) ?
C36 C37 H37 119.4 ?
C32 C37 H37 119.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni O1 2.087(2) y
Ni N1 2.095(2) y
Ni N2 2.092(2) y
Ni N3 2.105(2) y
Ni N4 2.072(2) y
Ni Cl1 2.4246(12) y
O1W H1B 0.8520 ?
O1W H1A 0.9374 ?
O2W H2A 0.8988 ?
O2W H2B 0.9867 ?
O1 H1C 0.8476 ?
O1 H1D 0.8739 ?
O31 C31 1.278(4) ?
O31 H31 0.8101 ?
O32 C31 1.252(4) ?
O33 C35 1.362(4) ?
O33 H33 0.8592 ?
N1 C1 1.328(3) ?
N1 C12 1.353(3) ?
N2 C10 1.321(4) ?
N2 C11 1.363(4) ?
N3 C13 1.327(4) ?
N3 C24 1.352(3) ?
N4 C22 1.325(3) ?
N4 C23 1.357(3) ?
C1 C2 1.396(4) ?
C1 H1 0.9300 ?
C2 C3 1.367(5) ?
C2 H2 0.9300 ?
C3 C4 1.404(4) ?
C3 H3 0.9300 ?
C4 C12 1.399(4) ?
C4 C5 1.428(4) ?
C5 C6 1.348(5) ?
C5 H5 0.9300 ?
C6 C7 1.425(5) ?
C6 H6 0.9300 ?
C7 C8 1.401(4) ?
C7 C11 1.402(4) ?
C8 C9 1.347(5) ?
C8 H8 0.9300 ?
C9 C10 1.390(4) ?
C9 H9 0.9300 ?
C10 H10 0.9300 ?
C11 C12 1.433(4) ?
C13 C14 1.398(4) ?
C13 H13 0.9300 ?
C14 C15 1.354(5) ?
C14 H14 0.9300 ?
C15 C16 1.398(4) ?
C15 H15 0.9300 ?
C16 C24 1.405(4) ?
C16 C17 1.427(5) ?
C17 C18 1.343(5) ?
C17 H17 0.9300 ?
C18 C19 1.442(4) ?
C18 H18 0.9300 ?
C19 C23 1.398(4) ?
C19 C20 1.410(4) ?
C20 C21 1.355(5) ?
C20 H20 0.9300 ?
C21 C22 1.405(4) ?
C21 H21 0.9300 ?
C22 H22 0.9300 ?
C23 C24 1.431(4) ?
C31 C32 1.476(4) ?
C32 C37 1.378(4) ?
C32 C33 1.399(4) ?
C33 C34 1.380(4) ?
C33 H32 0.9300 ?
C34 C35 1.381(5) ?
C34 H34 0.9300 ?
C35 C36 1.377(5) ?
C36 C37 1.375(5) ?
C36 H36 0.9300 ?
C37 H37 0.9300 ?
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
O1W H1A Cl2 . 0.94 2.29 3.221(4) 174 y
O1W H1B Cl2 2_777 0.85 2.34 3.183(4) 169 y
O2W H2A Cl2 . 0.90 2.79 3.449(5) 131 y
O2W H2B Cl2 2_677 0.99 2.41 3.286(5) 148 y
O1 H1C O1W . 0.85 1.89 2.731(4) 171 y
O1 H1D Cl1 2_767 0.87 2.36 3.227(3) 171 y
O31 H31 O32 2_666 0.81 1.88 2.652(4) 160 y
O33 H33 Cl1 2_656 0.86 2.26 3.099(3) 164 y
