#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:23:43 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179479 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/76/4337699.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_4337699
loop_
_publ_author_name
'Wright, Ashley M.'
'Zaman, Homaira T.'
'Wu, Guang'
'Hayton, Trevor W.'
_publ_section_title
;
 Mechanistic Insights into the Formation of N2O by a Nickel Nitrosyl
 Complex.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3108
_journal_page_last               3116
_journal_paper_doi               10.1021/ic403038e
_journal_volume                  53
_journal_year                    2014
_chemical_formula_sum            'C14 H12 N4 Ni O3'
_chemical_formula_weight         342.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 109.374(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6523(6)
_cell_length_b                   12.1166(8)
_cell_length_c                   11.3286(8)
_cell_measurement_temperature    100(2)
_cell_volume                     1379.38(16)
_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_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  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7920
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    1.425
_exptl_absorpt_correction_T_max  0.9322
_exptl_absorpt_correction_T_min  0.6664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.043
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2805
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0357
_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)+(0.0301P)²+1.8584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0837
_reflns_number_gt                2360
_reflns_number_total             2805
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic403038e_si_001.cif
_cod_data_source_block           complex_7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/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_cell_volume        1379.38(15)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4337699
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 -0.15340(3) 0.84072(3) 0.65875(3) 0.01477(11) Uani 1 1 d .
O2 O -0.0505(2) 0.79133(19) 0.91373(18) 0.0336(5) Uani 1 1 d .
O3 O -0.0166(3) 0.6605(3) 0.8025(3) 0.0604(8) Uani 1 1 d .
O1 O -0.41495(19) 0.8893(2) 0.6417(2) 0.0375(6) Uani 1 1 d .
N2 N -0.0595(2) 0.7519(2) 0.8087(2) 0.0277(6) Uani 1 1 d .
N3 N -0.0127(2) 0.95897(18) 0.69148(19) 0.0153(4) Uani 1 1 d .
C7 C 0.2880(2) 0.9695(2) 0.5940(2) 0.0177(5) Uani 1 1 d .
H7 H 0.3644 1.0138 0.6038 0.021 Uiso 1 1 calc R
N4 N -0.0502(2) 0.77801(17) 0.55287(19) 0.0142(4) Uani 1 1 d .
C2 C 0.0003(2) 1.0497(2) 0.7614(2) 0.0174(5) Uani 1 1 d .
C3 C 0.1092(3) 1.1216(2) 0.7782(2) 0.0195(5) Uani 1 1 d .
H3 H 0.1163 1.1865 0.8269 0.023 Uiso 1 1 calc R
C4 C 0.2049(3) 1.0990(2) 0.7253(2) 0.0189(5) Uani 1 1 d .
H4 H 0.2783 1.1474 0.7378 0.023 Uiso 1 1 calc R
C6 C 0.1928(2) 1.0028(2) 0.6518(2) 0.0156(5) Uani 1 1 d .
C8 C 0.2704(2) 0.8754(2) 0.5254(2) 0.0186(5) Uani 1 1 d .
H8 H 0.3352 0.8545 0.4888 0.022 Uiso 1 1 calc R
C9 C 0.1554(2) 0.8070(2) 0.5073(2) 0.0161(5) Uani 1 1 d .
C10 C 0.0616(2) 0.8377(2) 0.5634(2) 0.0141(5) Uani 1 1 d .
C13 C -0.0731(2) 0.6855(2) 0.4857(2) 0.0171(5) Uani 1 1 d .
C12 C 0.0166(3) 0.6492(2) 0.4259(2) 0.0200(6) Uani 1 1 d .
H12 H -0.0016 0.5833 0.3778 0.024 Uiso 1 1 calc R
C11 C 0.1296(3) 0.7083(2) 0.4368(2) 0.0187(5) Uani 1 1 d .
H11 H 0.1902 0.6830 0.3972 0.022 Uiso 1 1 calc R
C14 C -0.1961(3) 0.6219(2) 0.4789(3) 0.0230(6) Uani 1 1 d .
H14A H -0.1875 0.5928 0.5619 0.035 Uiso 1 1 calc R
H14B H -0.2075 0.5606 0.4198 0.035 Uiso 1 1 calc R
H14C H -0.2736 0.6708 0.4504 0.035 Uiso 1 1 calc R
C5 C 0.0805(2) 0.9363(2) 0.6373(2) 0.0135(5) Uani 1 1 d .
C1 C -0.1033(3) 1.0717(2) 0.8208(3) 0.0235(6) Uani 1 1 d .
H1A H -0.1884 1.0879 0.7556 0.035 Uiso 1 1 calc R
H1B H -0.0763 1.1351 0.8773 0.035 Uiso 1 1 calc R
H1C H -0.1132 1.0066 0.8683 0.035 Uiso 1 1 calc R
N1 N -0.3108(2) 0.86667(19) 0.6361(2) 0.0203(5) 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
N1 Ni1 N2 115.97(11)
N1 Ni1 N3 123.46(10)
N2 Ni1 N3 95.46(9)
N1 Ni1 N4 135.00(10)
N2 Ni1 N4 94.88(10)
N3 Ni1 N4 81.90(8)
O3 N2 O2 119.5(3)
O3 N2 Ni1 122.8(2)
O2 N2 Ni1 117.7(2)
C2 N3 C5 119.2(2)
C2 N3 Ni1 128.18(17)
C5 N3 Ni1 112.56(17)
C8 C7 C6 120.9(2)
C8 C7 H7 119.6
C6 C7 H7 119.6
C13 N4 C10 119.0(2)
C13 N4 Ni1 128.48(17)
C10 N4 Ni1 112.28(16)
N3 C2 C3 120.4(2)
N3 C2 C1 117.9(2)
C3 C2 C1 121.7(2)
C4 C3 C2 121.0(2)
C4 C3 H3 119.5
C2 C3 H3 119.5
C3 C4 C6 119.2(2)
C3 C4 H4 120.4
C6 C4 H4 120.4
C4 C6 C5 116.6(2)
C4 C6 C7 124.1(2)
C5 C6 C7 119.2(2)
C7 C8 C9 121.1(2)
C7 C8 H8 119.5
C9 C8 H8 119.5
C10 C9 C11 116.5(2)
C10 C9 C8 119.0(2)
C11 C9 C8 124.5(2)
N4 C10 C9 123.6(2)
N4 C10 C5 116.2(2)
C9 C10 C5 120.2(2)
N4 C13 C12 120.8(2)
N4 C13 C14 117.0(2)
C12 C13 C14 122.3(2)
C11 C12 C13 120.6(2)
C11 C12 H12 119.7
C13 C12 H12 119.7
C12 C11 C9 119.5(2)
C12 C11 H11 120.2
C9 C11 H11 120.2
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
N3 C5 C6 123.6(2)
N3 C5 C10 116.8(2)
C6 C5 C10 119.6(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
O1 N1 Ni1 168.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 N1 1.641(2)
Ni1 N2 1.979(3)
Ni1 N3 2.017(2)
Ni1 N4 2.025(2)
O2 N2 1.256(3)
O3 N2 1.209(4)
O1 N1 1.164(3)
N3 C2 1.336(3)
N3 C5 1.357(3)
C7 C8 1.356(4)
C7 C6 1.436(4)
C7 H7 0.9500
N4 C13 1.331(3)
N4 C10 1.365(3)
C2 C3 1.412(4)
C2 C1 1.494(4)
C3 C4 1.371(4)
C3 H3 0.9500
C4 C6 1.413(4)
C4 H4 0.9500
C6 C5 1.406(3)
C8 C9 1.436(4)
C8 H8 0.9500
C9 C10 1.401(3)
C9 C11 1.414(4)
C10 C5 1.434(4)
C13 C12 1.412(4)
C13 C14 1.499(4)
C12 C11 1.370(4)
C12 H12 0.9500
C11 H11 0.9500
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
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
N1 Ni1 N2 O3 114.7(3)
N3 Ni1 N2 O3 -113.8(3)
N4 Ni1 N2 O3 -31.5(3)
N1 Ni1 N2 O2 -61.8(2)
N3 Ni1 N2 O2 69.7(2)
N4 Ni1 N2 O2 152.0(2)
N1 Ni1 N3 C2 39.4(3)
N2 Ni1 N3 C2 -86.8(2)
N4 Ni1 N3 C2 179.0(2)
N1 Ni1 N3 C5 -143.53(17)
N2 Ni1 N3 C5 90.29(18)
N4 Ni1 N3 C5 -3.88(17)
N1 Ni1 N4 C13 -50.6(3)
N2 Ni1 N4 C13 84.4(2)
N3 Ni1 N4 C13 179.2(2)
N1 Ni1 N4 C10 134.83(18)
N2 Ni1 N4 C10 -90.19(17)
N3 Ni1 N4 C10 4.65(16)
C5 N3 C2 C3 0.4(4)
Ni1 N3 C2 C3 177.26(18)
C5 N3 C2 C1 -179.5(2)
Ni1 N3 C2 C1 -2.5(3)
N3 C2 C3 C4 -1.2(4)
C1 C2 C3 C4 178.6(2)
C2 C3 C4 C6 0.7(4)
C3 C4 C6 C5 0.5(4)
C3 C4 C6 C7 -178.7(2)
C8 C7 C6 C4 179.5(2)
C8 C7 C6 C5 0.3(4)
C6 C7 C8 C9 0.7(4)
C7 C8 C9 C10 -1.0(4)
C7 C8 C9 C11 179.7(3)
C13 N4 C10 C9 -0.2(4)
Ni1 N4 C10 C9 174.99(19)
C13 N4 C10 C5 -179.8(2)
Ni1 N4 C10 C5 -4.7(3)
C11 C9 C10 N4 -0.1(4)
C8 C9 C10 N4 -179.4(2)
C11 C9 C10 C5 179.6(2)
C8 C9 C10 C5 0.3(4)
C10 N4 C13 C12 -0.1(4)
Ni1 N4 C13 C12 -174.33(18)
C10 N4 C13 C14 179.0(2)
Ni1 N4 C13 C14 4.7(3)
N4 C13 C12 C11 0.5(4)
C14 C13 C12 C11 -178.5(3)
C13 C12 C11 C9 -0.8(4)
C10 C9 C11 C12 0.5(4)
C8 C9 C11 C12 179.8(2)
C2 N3 C5 C6 1.0(4)
Ni1 N3 C5 C6 -176.42(19)
C2 N3 C5 C10 179.9(2)
Ni1 N3 C5 C10 2.5(3)
C4 C6 C5 N3 -1.4(4)
C7 C6 C5 N3 177.8(2)
C4 C6 C5 C10 179.7(2)
C7 C6 C5 C10 -1.1(3)
N4 C10 C5 N3 1.5(3)
C9 C10 C5 N3 -178.2(2)
N4 C10 C5 C6 -179.5(2)
C9 C10 C5 C6 0.8(4)
N2 Ni1 N1 O1 45.3(12)
N3 Ni1 N1 O1 -71.4(12)
N4 Ni1 N1 O1 173.7(11)
