#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:17:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180472 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/41/7214139.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7214139
loop_
_publ_author_name
'Wang, Jin-Hua'
'Tang, Gui-Mei'
'Wang, Yong-Tao'
'Qin, Ting-Xiao'
'Ng, Seik Weng'
_publ_section_title
;
 Metal-directed assembly of coordination polymers with the versatile
 ligand 2-(1H-benzotriazol-1-yl) acetic acid: from discrete structures to
 two-dimensional networks
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2660
_journal_paper_doi               10.1039/c3ce42099j
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'Ni (H2 O)4 (C8 H6 N3 O2)2, 6H2 O'
_chemical_formula_sum            'C16 H32 N6 Ni O14'
_chemical_formula_weight         591.19
_chemical_name_systematic
; 
 ? 
;
_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                109.0780(10)
_cell_angle_beta                 97.0100(10)
_cell_angle_gamma                96.3880(10)
_cell_formula_units_Z            1
_cell_length_a                   7.6133(7)
_cell_length_b                   9.0446(9)
_cell_length_c                   9.8805(9)
_cell_measurement_reflns_used    2868
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.6352
_cell_measurement_theta_min      2.2127
_cell_volume                     629.85(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5508
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  0.9199
_exptl_absorpt_correction_T_min  0.7848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2830
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0354
_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)+(0.0576P)²+0.2696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                2563
_reflns_number_total             2830
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42099j.txt
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7214139
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.5000 0.5000 0.5000 0.02456(12) Uani 1 2 d S
O1 O 0.2426(3) 0.2352(2) -0.29803(17) 0.0457(4) Uani 1 1 d .
O2 O 0.1829(2) 0.3871(2) -0.08763(18) 0.0442(4) Uani 1 1 d .
O1W O 0.7490(2) 0.57009(17) 0.45325(15) 0.0317(3) Uani 1 1 d .
H12 H 0.7900 0.4897 0.4058 0.048 Uiso 1 1 d R
H11 H 0.7369 0.6307 0.4050 0.048 Uiso 1 1 d R
O2W O 0.3903(2) 0.66288(17) 0.42289(16) 0.0348(3) Uani 1 1 d .
H21 H 0.3176 0.6137 0.3463 0.052 Uiso 1 1 d R
H22 H 0.3344 0.7171 0.4843 0.052 Uiso 1 1 d R
O3W O 0.1168(2) 0.5149(2) 0.18866(17) 0.0423(4) Uani 1 1 d .
H31 H 0.1585 0.4787 0.1123 0.063 Uiso 1 1 d R
H32 H 0.0245 0.5541 0.1706 0.063 Uiso 1 1 d R
O4W O -0.0522(3) 0.3304(2) 0.3265(2) 0.0559(5) Uani 1 1 d .
H41 H 0.0242 0.3392 0.3983 0.084 Uiso 1 1 d R
H42 H -0.0005 0.3704 0.2731 0.084 Uiso 1 1 d R
O5W O -0.2423(5) 0.0923(3) 0.4056(3) 0.0969(10) Uani 1 1 d .
H51 H -0.2292 -0.0027 0.3653 0.145 Uiso 1 1 d R
H52 H -0.1761 0.1515 0.3748 0.145 Uiso 1 1 d R
N1 N 0.4364(2) 0.3326(2) 0.28975(17) 0.0279(3) Uani 1 1 d .
N2 N 0.4786(2) 0.3721(2) 0.17924(18) 0.0298(4) Uani 1 1 d .
N3 N 0.4147(2) 0.2486(2) 0.05738(17) 0.0274(3) Uani 1 1 d .
C1 C 0.2718(3) 0.2964(2) -0.1626(2) 0.0311(4) Uani 1 1 d .
C2 C 0.4363(3) 0.2564(3) -0.0848(2) 0.0328(4) Uani 1 1 d .
H2A H 0.4613 0.1551 -0.1452 0.039 Uiso 1 1 calc R
H2B H 0.5390 0.3360 -0.0731 0.039 Uiso 1 1 calc R
C3 C 0.3275(3) 0.1257(2) 0.0875(2) 0.0275(4) Uani 1 1 d .
C4 C 0.2382(3) -0.0258(3) -0.0006(2) 0.0368(5) Uani 1 1 d .
H4 H 0.2291 -0.0617 -0.1011 0.044 Uiso 1 1 calc R
C5 C 0.1654(3) -0.1173(3) 0.0710(3) 0.0424(5) Uani 1 1 d .
H5 H 0.1029 -0.2180 0.0170 0.051 Uiso 1 1 calc R
C6 C 0.1813(3) -0.0647(3) 0.2238(3) 0.0405(5) Uani 1 1 d .
H6 H 0.1299 -0.1319 0.2671 0.049 Uiso 1 1 calc R
C7 C 0.2706(3) 0.0832(3) 0.3102(2) 0.0343(5) Uani 1 1 d .
H7 H 0.2824 0.1171 0.4109 0.041 Uiso 1 1 calc R
C8 C 0.3432(3) 0.1804(2) 0.2386(2) 0.0271(4) Uani 1 1 d .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2W Ni1 O2W 180.00(7) . 2_666
O2W Ni1 N1 89.19(6) . .
O2W Ni1 N1 90.81(6) 2_666 .
O2W Ni1 N1 90.81(6) . 2_666
O2W Ni1 N1 89.19(6) 2_666 2_666
N1 Ni1 N1 180.0 . 2_666
O2W Ni1 O1W 90.53(6) . .
O2W Ni1 O1W 89.47(6) 2_666 .
N1 Ni1 O1W 88.82(6) . .
N1 Ni1 O1W 91.18(6) 2_666 .
O2W Ni1 O1W 89.47(6) . 2_666
O2W Ni1 O1W 90.53(6) 2_666 2_666
N1 Ni1 O1W 91.18(6) . 2_666
N1 Ni1 O1W 88.82(6) 2_666 2_666
O1W Ni1 O1W 180.00(4) . 2_666
Ni1 O1W H12 109.7 . .
Ni1 O1W H11 109.0 . .
H12 O1W H11 110.4 . .
Ni1 O2W H21 108.8 . .
Ni1 O2W H22 109.6 . .
H21 O2W H22 108.3 . .
H31 O3W H32 109.2 . .
H41 O4W H42 107.3 . .
H51 O5W H52 109.1 . .
N2 N1 C8 109.21(16) . .
N2 N1 Ni1 119.64(13) . .
C8 N1 Ni1 131.03(13) . .
N1 N2 N3 107.90(16) . .
N2 N3 C3 111.03(16) . .
N2 N3 C2 121.25(17) . .
C3 N3 C2 127.70(17) . .
O1 C1 O2 126.3(2) . .
O1 C1 C2 115.79(19) . .
O2 C1 C2 117.94(18) . .
N3 C2 C1 113.46(16) . .
N3 C2 H2A 108.9 . .
C1 C2 H2A 108.9 . .
N3 C2 H2B 108.9 . .
C1 C2 H2B 108.9 . .
H2A C2 H2B 107.7 . .
N3 C3 C8 104.47(17) . .
N3 C3 C4 132.85(19) . .
C8 C3 C4 122.7(2) . .
C5 C4 C3 115.7(2) . .
C5 C4 H4 122.2 . .
C3 C4 H4 122.2 . .
C4 C5 C6 122.5(2) . .
C4 C5 H5 118.7 . .
C6 C5 H5 118.7 . .
C7 C6 C5 121.8(2) . .
C7 C6 H6 119.1 . .
C5 C6 H6 119.1 . .
C6 C7 C8 116.6(2) . .
C6 C7 H7 121.7 . .
C8 C7 H7 121.7 . .
C3 C8 N1 107.38(17) . .
C3 C8 C7 120.72(19) . .
N1 C8 C7 131.89(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2W 2.0737(15) .
Ni1 O2W 2.0737(15) 2_666
Ni1 N1 2.0923(16) .
Ni1 N1 2.0923(16) 2_666
Ni1 O1W 2.0852(14) .
Ni1 O1W 2.0852(14) 2_666
O1 C1 1.250(3) .
O2 C1 1.236(3) .
O1W H12 0.8422 .
O1W H11 0.8413 .
O2W H21 0.8365 .
O2W H22 0.8394 .
O3W H31 0.8348 .
O3W H32 0.8474 .
O4W H41 0.8372 .
O4W H42 0.8416 .
O5W H51 0.8436 .
O5W H52 0.8468 .
N1 N2 1.319(2) .
N1 C8 1.376(2) .
N2 N3 1.338(2) .
N3 C3 1.365(3) .
N3 C2 1.457(2) .
C1 C2 1.529(3) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C8 1.396(3) .
C3 C4 1.402(3) .
C4 C5 1.367(4) .
C4 H4 0.9300 .
C5 C6 1.411(4) .
C5 H5 0.9300 .
C6 C7 1.375(3) .
C6 H6 0.9300 .
C7 C8 1.405(3) .
C7 H7 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H11 O1 0.84 1.86 2.687(2) 168.9 2_665
O1W H12 O4W 0.84 2.00 2.824(2) 165.0 1_655
O2W H21 O3W 0.84 1.94 2.768(2) 169.8 .
O2W H22 O5W 0.84 1.97 2.759(3) 156.5 2_566
O3W H31 O2 0.83 1.92 2.728(2) 163.4 .
O3W H32 O2 0.85 1.90 2.731(2) 167.4 2_565
O4W H41 O1W 0.84 2.02 2.812(3) 157.3 2_666
O4W H42 O3W 0.84 1.96 2.780(3) 165.1 .
O5W H51 O1 0.84 1.97 2.801(3) 166.3 2
O5W H52 O4W 0.85 2.00 2.833(3) 166.4 .
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
_geom_torsion_site_symmetry_1
O2W Ni1 N1 N2 48.18(15) .
O2W Ni1 N1 N2 -131.82(15) 2_666
N1 Ni1 N1 N2 -123(100) 2_666
O1W Ni1 N1 N2 -42.37(15) .
O1W Ni1 N1 N2 137.63(15) 2_666
O2W Ni1 N1 C8 -127.33(18) .
O2W Ni1 N1 C8 52.67(18) 2_666
N1 Ni1 N1 C8 61(100) 2_666
O1W Ni1 N1 C8 142.13(18) .
O1W Ni1 N1 C8 -37.87(18) 2_666
C8 N1 N2 N3 0.0(2) .
Ni1 N1 N2 N3 -176.42(12) .
N1 N2 N3 C3 0.5(2) .
N1 N2 N3 C2 178.64(17) .
N2 N3 C2 C1 -97.3(2) .
C3 N3 C2 C1 80.6(3) .
O1 C1 C2 N3 -147.26(19) .
O2 C1 C2 N3 34.0(3) .
N2 N3 C3 C8 -0.7(2) .
C2 N3 C3 C8 -178.75(18) .
N2 N3 C3 C4 179.5(2) .
C2 N3 C3 C4 1.4(4) .
N3 C3 C4 C5 -179.7(2) .
C8 C3 C4 C5 0.5(3) .
C3 C4 C5 C6 -1.1(4) .
C4 C5 C6 C7 0.4(4) .
C5 C6 C7 C8 0.9(4) .
N3 C3 C8 N1 0.7(2) .
C4 C3 C8 N1 -179.47(19) .
N3 C3 C8 C7 -178.98(18) .
C4 C3 C8 C7 0.9(3) .
N2 N1 C8 C3 -0.4(2) .
Ni1 N1 C8 C3 175.42(14) .
N2 N1 C8 C7 179.2(2) .
Ni1 N1 C8 C7 -5.0(3) .
C6 C7 C8 C3 -1.5(3) .
C6 C7 C8 N1 178.9(2) .
