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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/69/1516989.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_1516989
loop_
_publ_author_name
'Markus Graser'
'Holger Kopacka'
'Klaus Wurst'
'Thomas Muller'
'Benno Bildstein'
_publ_section_title
;
 Structurally diverse pyridyl or quinolyl enolato/enamido metal complexes
 of Li, Zr, Fe, Co, Ni, Cu and Zn
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              38
_journal_page_last               49
_journal_volume                  401
_journal_year                    2013
_chemical_formula_sum            'C12 H13 N O2'
_chemical_formula_weight         203.23
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.625(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.5421(2)
_cell_length_b                   12.4550(7)
_cell_length_c                   18.8500(9)
_cell_measurement_reflns_used    6107
_cell_measurement_temperature    233(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.0
_cell_volume                     1066.32(9)
_computing_data_collection       COLLECT
_computing_data_reduction        'DENZO and SCALEPACK'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_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     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6168
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.96
_diffrn_standards_interval_count 0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.043(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0450
_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)+(0.0595P)²+0.1915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1221
_reflns_number_gt                1388
_reflns_number_total             1880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-401-38-49-11.CIF
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1516989
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
O1 O 0.2515(3) 0.60307(10) 0.16682(6) 0.0518(4) Uani 1 1 d .
O2 O 0.2540(4) 0.48803(15) 0.03784(8) 0.0728(5) Uani 1 1 d D
H2A H 0.266(6) 0.5231(19) 0.0781(11) 0.098(9) Uiso 1 1 d D
H2B H 0.139(10) 0.531(3) 0.017(3) 0.25(3) Uiso 1 1 d D
N1 N 0.5594(3) 0.66633(12) 0.27821(7) 0.0390(4) Uani 1 1 d .
H1N H 0.502(4) 0.6156(15) 0.2466(10) 0.052(5) Uiso 1 1 d .
C1 C 0.4351(3) 0.76339(13) 0.26738(9) 0.0403(4) Uani 1 1 d .
C2 C 0.5215(4) 0.84745(14) 0.31484(10) 0.0479(5) Uani 1 1 d .
H2 H 0.4385 0.9161 0.3093 0.058 Uiso 1 1 calc .
C3 C 0.7182(4) 0.83027(15) 0.36698(10) 0.0494(5) Uani 1 1 d .
H3 H 0.7738 0.8873 0.3969 0.059 Uiso 1 1 calc .
C4 C 0.8450(4) 0.72663(14) 0.37790(9) 0.0424(5) Uani 1 1 d .
C5 C 1.0485(4) 0.70340(17) 0.43239(9) 0.0521(5) Uani 1 1 d .
H5 H 1.1102 0.7583 0.4634 0.063 Uiso 1 1 calc .
C6 C 1.1576(4) 0.60221(18) 0.44082(10) 0.0564(6) Uani 1 1 d .
H6 H 1.2933 0.5876 0.4776 0.068 Uiso 1 1 calc .
C7 C 1.0684(4) 0.52085(16) 0.39520(10) 0.0533(5) Uani 1 1 d .
H7 H 1.1429 0.4511 0.4017 0.064 Uiso 1 1 calc .
C8 C 0.8726(4) 0.54074(15) 0.34060(9) 0.0470(5) Uani 1 1 d .
H8 H 0.8157 0.4853 0.3095 0.056 Uiso 1 1 calc .
C9 C 0.7595(3) 0.64396(13) 0.33188(8) 0.0382(4) Uani 1 1 d .
C10 C 0.2334(4) 0.77790(14) 0.21189(9) 0.0447(5) Uani 1 1 d .
H10 H 0.1471 0.8461 0.2066 0.054 Uiso 1 1 calc .
C11 C 0.1509(4) 0.69807(16) 0.16372(9) 0.0457(5) Uani 1 1 d .
C12 C -0.0620(4) 0.72489(18) 0.10442(11) 0.0617(6) Uani 1 1 d .
H12A H 0.0408 0.7241 0.0596 0.093 Uiso 1 1 calc R
H12B H -0.1446 0.7956 0.1123 0.093 Uiso 1 1 calc R
H12C H -0.2191 0.6721 0.1032 0.093 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
H2B O2 H2A 96(4)
H1N N1 C1 114.1(11)
H1N N1 C9 121.6(11)
C1 N1 C9 124.24(15)
N1 C1 C10 120.00(15)
N1 C1 C2 116.77(15)
C10 C1 C2 123.23(16)
C3 C2 C1 121.26(17)
C2 C3 C4 121.04(16)
C9 C4 C5 118.55(17)
C9 C4 C3 117.87(15)
C5 C4 C3 123.58(16)
C6 C5 C4 120.76(17)
C5 C6 C7 120.00(16)
C8 C7 C6 120.97(18)
C7 C8 C9 119.27(16)
N1 C9 C8 120.75(15)
N1 C9 C4 118.81(15)
C8 C9 C4 120.44(15)
C11 C10 C1 124.42(16)
O1 C11 C10 122.72(16)
O1 C11 C12 117.92(17)
C10 C11 C12 119.35(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C11 1.270(2)
O2 H2B 0.84(2)
O2 H2A 0.877(17)
N1 H1N 0.905(19)
N1 C1 1.349(2)
N1 C9 1.381(2)
C1 C10 1.395(2)
C1 C2 1.429(2)
C2 C3 1.338(2)
C3 C4 1.427(3)
C4 C9 1.399(2)
C4 C5 1.404(3)
C5 C6 1.363(3)
C6 C7 1.387(3)
C7 C8 1.376(3)
C8 C9 1.393(2)
C10 C11 1.395(3)
C11 C12 1.508(3)
