#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:57:24 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179712 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/14/7001463.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_7001463
loop_
_publ_author_name
'Mukhopadhyay, Bhaswati Ghosh'
'Mukhopadhyay, Suman'
'Guedes da Silva, M. Fátima C.'
'Charmier, M. Adília Januário'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Synthesis of mono- and bis-tetrazolato complexes of Ni(II), Pt(II) and
 Cu(II) via 1,3-dipolar cycloadditions of 2-cyanopyridines with metal
 ligated azides in N,N,O-aminoiminophenolato complexes
;
_journal_issue                   24
_journal_name_full               'Dalton Transactions'
_journal_page_first              4778
_journal_page_last               4785
_journal_paper_doi               10.1039/b902007a
_journal_year                    2009
_chemical_formula_moiety         'C11 H17 Cl N2 Ni O3'
_chemical_formula_sum            'C11 H17 Cl N2 Ni O3'
_chemical_formula_weight         319.43
_chemical_name_systematic
;
?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7377(6)
_cell_length_b                   7.5851(6)
_cell_length_c                   20.5730(15)
_cell_measurement_reflns_used    2611
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      2.69
_cell_volume                     1363.50(17)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5615
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    1.620
_exptl_absorpt_correction_T_max  0.7070
_exptl_absorpt_correction_T_min  0.6042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1337
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0451
_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)+(0.0055P)²+9.7269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1049
_reflns_number_gt                1174
_reflns_number_total             1337
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b902007a.txt
_cod_data_source_block           compound1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to
'constr' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               7001463
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.8158(10) 0.1563(13) 0.1689(4) 0.022(2) Uani 0.50 1 d P . 1
C2 C 0.9231(7) 0.2500 0.1228(3) 0.0236(15) Uani 1 2 d SD . 1
C3 C 0.9419(7) 0.2500 0.0076(3) 0.0206(14) Uani 1 2 d S . 1
H3 H 1.0489 0.2500 0.0157 0.025 Uiso 1 2 calc S A 1
C4 C 0.8925(7) 0.2500 -0.0604(3) 0.0174(13) Uani 1 2 d S . 1
C5 C 1.0062(8) 0.2500 -0.1072(3) 0.0247(15) Uani 1 2 d S . 1
H5 H 1.1101 0.2500 -0.0935 0.030 Uiso 1 2 calc S B 1
C6 C 0.9749(8) 0.2500 -0.1725(3) 0.0265(16) Uani 1 2 d S . 1
H6 H 1.0556 0.2500 -0.2035 0.032 Uiso 1 2 calc S C 1
C7 C 0.8242(8) 0.2500 -0.1924(3) 0.0266(16) Uani 1 2 d S . 1
H7 H 0.8003 0.2500 -0.2375 0.032 Uiso 1 2 calc S D 1
C8 C 0.7086(7) 0.2500 -0.1472(3) 0.0213(15) Uani 1 2 d S . 1
H8 H 0.6057 0.2500 -0.1620 0.026 Uiso 1 2 calc S E 1
C9 C 0.7364(8) 0.2500 -0.0799(3) 0.0183(14) Uani 1 2 d S . 1
N1 N 0.6589(6) 0.2500 0.1640(3) 0.0281(14) Uani 1 2 d S . 1
N2 N 0.8527(6) 0.2500 0.0574(2) 0.0160(11) Uani 1 2 d S . 1
O1 O 0.6189(5) 0.2500 -0.03937(19) 0.0152(9) Uani 1 2 d S . 1
O2 O 0.6255(3) 0.5266(4) 0.05838(14) 0.0190(7) Uani 1 1 d . . 1
Cl1 Cl 0.34661(17) 0.2500 0.06980(7) 0.0207(4) Uani 1 2 d S . 1
Ni1 Ni 0.62293(9) 0.2500 0.05989(4) 0.0138(2) Uani 1 2 d S . 1
C11B C 0.6487(15) 0.0987(14) 0.1958(5) 0.028(2) Uani 0.50 1 d P . 2
H11A H 0.6576 0.0006 0.1651 0.041 Uiso 0.50 1 calc PR . 2
H11B H 0.5497 0.0923 0.2181 0.041 Uiso 0.50 1 calc PR . 2
H11C H 0.7314 0.0914 0.2279 0.041 Uiso 0.50 1 calc PR . 2
C11A C 0.5504(13) 0.1060(16) 0.1953(4) 0.026(2) Uani 0.50 1 d P . 1
H11D H 0.4546 0.0999 0.1707 0.039 Uiso 0.50 1 calc PR . 1
H11E H 0.5283 0.1381 0.2405 0.039 Uiso 0.50 1 calc PR . 1
H11F H 0.6013 -0.0091 0.1942 0.039 Uiso 0.50 1 calc PR . 1
H2B H 0.5447 0.5921 0.0615 0.031 Uiso 1 1 d . . .
H2A H 0.6607 0.5770 0.0225 0.031 Uiso 1 1 d . . .
H2 H 0.9976 0.1550 0.1275 0.031 Uiso 1 1 d 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1A C1A C2 61.9(4) 8_565 . ?
C1A C1A N1 62.7(4) 8_565 . ?
C2 C1A N1 107.0(6) . . ?
N2 C3 C4 125.6(6) . . ?
N2 C3 H3 117.2 . . ?
C4 C3 H3 117.2 . . ?
C5 C4 C9 119.5(6) . . ?
C5 C4 C3 117.0(6) . . ?
C9 C4 C3 123.5(5) . . ?
C6 C5 C4 122.6(6) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C7 118.8(6) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 120.0(6) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 122.8(6) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
O1 C9 C8 119.2(6) . . ?
O1 C9 C4 124.5(5) . . ?
C8 C9 C4 116.3(6) . . ?
C11B N1 C1A 68.2(7) . . ?
C11B N1 C1A 115.1(8) . 8_565 ?
C1A N1 C1A 54.7(8) . 8_565 ?
C11B N1 C11A 110.8(7) . 8_565 ?
C1A N1 C11A 145.1(6) . 8_565 ?
C1A N1 C11A 100.7(6) 8_565 8_565 ?
C1A N1 C11A 100.7(6) . . ?
C1A N1 C11A 145.1(6) 8_565 . ?
C11A N1 C11A 87.2(9) 8_565 . ?
C11B N1 Ni1 118.7(5) . . ?
C1A N1 Ni1 101.2(4) . . ?
C1A N1 Ni1 101.2(4) 8_565 . ?
C11A N1 Ni1 108.4(4) 8_565 . ?
C11A N1 Ni1 108.4(4) . . ?
C3 N2 C2 118.2(5) . . ?
C3 N2 Ni1 128.8(4) . . ?
C2 N2 Ni1 113.0(4) . . ?
C9 O1 Ni1 128.1(4) . . ?
Ni1 O2 H2B 124.3 . . ?
Ni1 O2 H2A 116.6 . . ?
H2B O2 H2A 95.6 . . ?
N2 Ni1 O1 89.49(19) . . ?
N2 Ni1 O2 89.37(8) . . ?
O1 Ni1 O2 89.16(8) . . ?
N2 Ni1 O2 89.37(8) . 8_565 ?
O1 Ni1 O2 89.16(8) . 8_565 ?
O2 Ni1 O2 177.91(17) . 8_565 ?
N2 Ni1 N1 83.1(2) . . ?
O1 Ni1 N1 172.63(19) . . ?
O2 Ni1 N1 90.75(8) . . ?
O2 Ni1 N1 90.75(8) 8_565 . ?
N2 Ni1 Cl1 176.65(15) . . ?
O1 Ni1 Cl1 93.85(12) . . ?
O2 Ni1 Cl1 90.68(8) . . ?
O2 Ni1 Cl1 90.68(8) 8_565 . ?
N1 Ni1 Cl1 93.52(16) . . ?
N2 C2 C1A 108.2(5) . . ?
N2 C2 C1A 108.2(5) . 8_565 ?
C1A C2 C1A 56.2(8) . 8_565 ?
N2 C2 H2 111.5 . . ?
C1A C2 H2 90.3(4) . . ?
C1A C2 H2 134.4(6) 8_565 . ?
N1 C11B H11A 109.5 . . ?
N1 C11B H11B 109.5 . . ?
H11A C11B H11B 109.5 . . ?
N1 C11B H11C 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
N1 C11A H11D 109.5 . . ?
N1 C11A H11E 109.5 . . ?
H11D C11A H11E 109.5 . . ?
N1 C11A H11F 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A C1A 1.42(2) 8_565 ?
C1A C2 1.511(11) . ?
C1A N1 1.548(10) . ?
C2 C1A 1.511(11) 8_565 ?
C2 H2 0.976 . ?
C3 N2 1.286(8) . ?
C3 C4 1.464(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(9) . ?
C4 C9 1.423(9) . ?
C5 C6 1.372(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.405(8) . ?
C8 H8 0.9500 . ?
C9 O1 1.322(7) . ?
N1 C11B 1.324(10) . ?
N1 C1A 1.548(10) 8_565 ?
N1 C11A 1.583(11) 8_565 ?
N1 C11A 1.583(11) . ?
N1 Ni1 2.164(5) . ?
N2 C2 1.481(7) . ?
N2 Ni1 2.009(5) . ?
O1 Ni1 2.042(4) . ?
O2 Ni1 2.098(3) . ?
O2 H2B 0.866 . ?
O2 H2A 0.886 . ?
Cl1 Ni1 2.4230(17) . ?
Ni1 O2 2.098(3) 8_565 ?
C11B H11A 0.9800 . ?
C11B H11B 0.9800 . ?
C11B H11C 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?
