#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:12:22 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179471 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/68/4336822.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_4336822
loop_
_publ_author_name
'Jaydeep Adhikary'
'Prateeti Chakraborty'
'Sudhanshu Das'
'Tanmay Chattopadhyay'
'Antonio Bauzá'
'Shyamal Kumar Chattopadhyay'
'Bipinbihari Ghosh'
'Franz A. Mautner'
'Antonio Frontera'
'Debasis Das'
_publ_section_title
;
 A Combined Experimental and Theoretical Investigation on the Role of
 Halide Ligands on the Catecholase-like Activity of Mononuclear Nickel(II)
 Complexes with a Phenol-Based Tridentate Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13442
_journal_page_last               13452
_journal_paper_doi               10.1021/ic401819t
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C13 H25 N3 Ni O4, 2(Cl), 2(H2 O)'
_chemical_formula_sum            'C13 H29 Cl2 N3 Ni O6'
_chemical_formula_weight         452.98
_chemical_name_common            '[Ni(L)(H2O)3]Cl2.2H2O'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.816(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5733(9)
_cell_length_b                   15.4155(14)
_cell_length_c                   13.9557(12)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.10
_cell_volume                     1937.6(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω-scans
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15136
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_T_max  0.8079
_exptl_absorpt_correction_T_min  0.7439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_description       irregular
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3940
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0261
_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)+(0.0320P)²+1.4416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0679
_reflns_number_gt                3791
_reflns_number_total             3940
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401819t_si_004.cif
_cod_data_source_block           ja368a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4336822
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.31329(2) 0.003313(12) 0.338036(15) 0.01067(7) Uani 1 1 d .
N1 N 0.32464(15) 0.06968(9) 0.21785(10) 0.0130(3) Uani 1 1 d .
N2 N 0.19620(15) -0.09220(9) 0.21898(10) 0.0121(3) Uani 1 1 d .
N3 N 0.08714(16) -0.26877(9) 0.15589(11) 0.0151(3) Uani 1 1 d D
H90 H 0.104(2) -0.2955(12) 0.2131(10) 0.023 Uiso 1 1 d D
H91 H 0.042(2) -0.3038(11) 0.1069(12) 0.023 Uiso 1 1 d D
O1 O 0.42389(12) 0.10241(7) 0.43072(8) 0.0138(2) Uani 1 1 d .
O2 O 0.28993(13) -0.07280(8) 0.45330(9) 0.0144(2) Uani 1 1 d D
H92 H 0.240(2) -0.0572(14) 0.4876(14) 0.022 Uiso 1 1 d D
H93 H 0.3714(14) -0.0825(13) 0.4946(13) 0.022 Uiso 1 1 d D
O3 O 0.11395(13) 0.06510(8) 0.32461(9) 0.0156(2) Uani 1 1 d D
H94 H 0.0478(18) 0.0449(14) 0.3425(16) 0.023 Uiso 1 1 d D
H95 H 0.073(2) 0.0879(13) 0.2699(10) 0.023 Uiso 1 1 d D
O4 O 0.51777(13) -0.06080(8) 0.37147(9) 0.0139(2) Uani 1 1 d D
H96 H 0.5877(17) -0.0376(13) 0.3599(15) 0.021 Uiso 1 1 d D
H97 H 0.551(2) -0.0755(13) 0.4314(8) 0.021 Uiso 1 1 d D
C1 C 0.40528(17) 0.18515(10) 0.40161(12) 0.0131(3) Uani 1 1 d .
C2 C 0.43712(19) 0.25101(11) 0.47567(13) 0.0169(3) Uani 1 1 d .
H2 H 0.4708 0.2353 0.5456 0.020 Uiso 1 1 calc R
C3 C 0.42092(18) 0.33789(11) 0.44982(13) 0.0179(3) Uani 1 1 d .
H3 H 0.4444 0.3805 0.5020 0.021 Uiso 1 1 calc R
C4 C 0.37034(18) 0.36377(11) 0.34777(14) 0.0172(3) Uani 1 1 d .
H4 H 0.3555 0.4234 0.3299 0.021 Uiso 1 1 calc R
C5 C 0.34253(18) 0.30053(11) 0.27361(13) 0.0158(3) Uani 1 1 d .
H5 H 0.3108 0.3176 0.2041 0.019 Uiso 1 1 calc R
C6 C 0.35961(17) 0.21172(11) 0.29766(12) 0.0136(3) Uani 1 1 d .
C7 C 0.33003(17) 0.15226(11) 0.21215(12) 0.0143(3) Uani 1 1 d .
H7 H 0.3134 0.1768 0.1468 0.017 Uiso 1 1 calc R
C8 C 0.2866(2) 0.01790(11) 0.12478(13) 0.0166(3) Uani 1 1 d .
H8A H 0.3734 -0.0167 0.1242 0.020 Uiso 1 1 calc R
H8B H 0.2565 0.0563 0.0643 0.020 Uiso 1 1 calc R
C9 C 0.15912(18) -0.04185(11) 0.12231(12) 0.0151(3) Uani 1 1 d .
H9A H 0.0685 -0.0070 0.1127 0.018 Uiso 1 1 calc R
H9B H 0.1387 -0.0824 0.0641 0.018 Uiso 1 1 calc R
C10 C 0.05931(18) -0.12780(11) 0.23163(13) 0.0152(3) Uani 1 1 d .
H10A H -0.0108 -0.0796 0.2275 0.018 Uiso 1 1 calc R
H10B H 0.0852 -0.1539 0.3003 0.018 Uiso 1 1 calc R
C11 C -0.01774(18) -0.19591(11) 0.15237(13) 0.0163(3) Uani 1 1 d .
H11A H -0.1060 -0.2185 0.1660 0.020 Uiso 1 1 calc R
H11B H -0.0515 -0.1694 0.0837 0.020 Uiso 1 1 calc R
C12 C 0.22816(18) -0.23739(11) 0.14421(13) 0.0156(3) Uani 1 1 d .
H12A H 0.2076 -0.2143 0.0746 0.019 Uiso 1 1 calc R
H12B H 0.2988 -0.2863 0.1543 0.019 Uiso 1 1 calc R
C13 C 0.29645(17) -0.16676(10) 0.22173(12) 0.0140(3) Uani 1 1 d .
H13A H 0.3281 -0.1927 0.2907 0.017 Uiso 1 1 calc R
H13B H 0.3865 -0.1446 0.2101 0.017 Uiso 1 1 calc R
O5 O 0.63706(18) 0.38469(12) 0.67093(13) 0.0410(4) Uani 1 1 d D
H98 H 0.704(3) 0.377(2) 0.644(2) 0.062 Uiso 1 1 d D
H99 H 0.675(3) 0.4145(17) 0.7246(14) 0.062 Uiso 1 1 d D
O6 O 0.07010(16) 0.32336(9) 0.03475(10) 0.0253(3) Uani 1 1 d D
H100 H 0.040(3) 0.2942(14) 0.0726(16) 0.038 Uiso 1 1 d D
H101 H 0.085(3) 0.3717(9) 0.0594(18) 0.038 Uiso 1 1 d D
Cl1 Cl 0.82835(5) 0.01298(3) 0.37172(3) 0.01713(10) Uani 1 1 d .
Cl2 Cl -0.06124(5) 0.16564(3) 0.12906(3) 0.01939(10) 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'
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
N1 Ni1 O1 89.12(5)
N1 Ni1 O2 175.04(5)
O1 Ni1 O2 95.81(5)
N1 Ni1 O3 89.96(5)
O1 Ni1 O3 88.71(5)
O2 Ni1 O3 89.54(5)
N1 Ni1 O4 96.64(5)
O1 Ni1 O4 88.13(5)
O2 Ni1 O4 84.16(5)
O3 Ni1 O4 172.64(5)
N1 Ni1 N2 82.45(5)
O1 Ni1 N2 171.57(5)
O2 Ni1 N2 92.62(5)
O3 Ni1 N2 91.21(5)
O4 Ni1 N2 92.89(5)
C7 N1 C8 119.47(14)
C7 N1 Ni1 125.25(12)
C8 N1 Ni1 113.45(10)
C10 N2 C13 107.37(12)
C10 N2 C9 110.54(12)
C13 N2 C9 112.25(12)
C10 N2 Ni1 113.47(9)
C13 N2 Ni1 109.59(9)
C9 N2 Ni1 103.71(9)
C12 N3 C11 111.99(13)
C1 O1 Ni1 122.29(10)
O1 C1 C2 119.59(15)
O1 C1 C6 123.26(15)
C2 C1 C6 117.10(15)
C3 C2 C1 122.04(16)
C3 C2 H2 119.0
C1 C2 H2 119.0
C2 C3 C4 120.79(16)
C2 C3 H3 119.6
C4 C3 H3 119.6
C5 C4 C3 118.32(15)
C5 C4 H4 120.8
C3 C4 H4 120.8
C4 C5 C6 122.11(16)
C4 C5 H5 118.9
C6 C5 H5 118.9
C5 C6 C1 119.56(15)
C5 C6 C7 116.32(15)
C1 C6 C7 124.12(15)
N1 C7 C6 125.28(15)
N1 C7 H7 117.4
C6 C7 H7 117.4
N1 C8 C9 107.91(13)
N1 C8 H8A 110.1
C9 C8 H8A 110.1
N1 C8 H8B 110.1
C9 C8 H8B 110.1
H8A C8 H8B 108.4
N2 C9 C8 110.60(13)
N2 C9 H9A 109.5
C8 C9 H9A 109.5
N2 C9 H9B 109.5
C8 C9 H9B 109.5
H9A C9 H9B 108.1
N2 C10 C11 113.46(13)
N2 C10 H10A 108.9
C11 C10 H10A 108.9
N2 C10 H10B 108.9
C11 C10 H10B 108.9
H10A C10 H10B 107.7
N3 C11 C10 109.84(13)
N3 C11 H11A 109.7
C10 C11 H11A 109.7
N3 C11 H11B 109.7
C10 C11 H11B 109.7
H11A C11 H11B 108.2
N3 C12 C13 109.95(13)
N3 C12 H12A 109.7
C13 C12 H12A 109.7
N3 C12 H12B 109.7
C13 C12 H12B 109.7
H12A C12 H12B 108.2
N2 C13 C12 114.65(13)
N2 C13 H13A 108.6
C12 C13 H13A 108.6
N2 C13 H13B 108.6
C12 C13 H13B 108.6
H13A C13 H13B 107.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 N1 1.9988(14)
Ni1 O1 2.0491(11)
Ni1 O2 2.0635(12)
Ni1 O3 2.0837(12)
Ni1 O4 2.0993(12)
Ni1 N2 2.2186(13)
N1 C7 1.278(2)
N1 C8 1.462(2)
N2 C10 1.485(2)
N2 C13 1.490(2)
N2 C9 1.491(2)
N3 C12 1.494(2)
N3 C11 1.496(2)
O1 C1 1.3322(19)
C1 C2 1.407(2)
C1 C6 1.426(2)
C2 C3 1.382(2)
C2 H2 0.9500
C3 C4 1.398(2)
C3 H3 0.9500
C4 C5 1.380(2)
C4 H4 0.9500
C5 C6 1.406(2)
C5 H5 0.9500
C6 C7 1.454(2)
C7 H7 0.9500
C8 C9 1.520(2)
C8 H8A 0.9900
C8 H8B 0.9900
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.522(2)
C10 H10A 0.9900
C10 H10B 0.9900
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.518(2)
C12 H12A 0.9900
C12 H12B 0.9900
C13 H13A 0.9900
C13 H13B 0.9900
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
O1 C1 C2 C3 179.50(15)
C6 C1 C2 C3 2.0(2)
C1 C2 C3 C4 0.6(3)
C2 C3 C4 C5 -2.5(2)
C3 C4 C5 C6 1.8(2)
C4 C5 C6 C1 0.8(2)
C4 C5 C6 C7 -178.54(15)
O1 C1 C6 C5 179.94(14)
C2 C1 C6 C5 -2.6(2)
O1 C1 C6 C7 -0.8(2)
C2 C1 C6 C7 176.66(15)
C8 N1 C7 C6 177.02(15)
C5 C6 C7 N1 -172.35(16)
C1 C6 C7 N1 8.3(3)
C7 N1 C8 C9 -127.15(16)
C10 N2 C9 C8 161.57(13)
C13 N2 C9 C8 -78.59(16)
N1 C8 C9 N2 -52.75(18)
C13 N2 C10 C11 -56.51(17)
C9 N2 C10 C11 66.23(17)
C12 N3 C11 C10 -54.67(17)
N2 C10 C11 N3 57.54(18)
C11 N3 C12 C13 53.30(17)
C10 N2 C13 C12 55.68(17)
C9 N2 C13 C12 -65.99(17)
N3 C12 C13 N2 -55.17(18)
