#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/70/2017097.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017097
loop_
_publ_author_name
'Lennartson, Anders'
'Håkansson, Mikael'
_publ_section_title
;
 Diphenyldipyridinezinc(II): partial spontaneous resolution of an
 organometallic reagent
;
_journal_coeditor_code           GG3194
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m205
_journal_page_last               m207
_journal_paper_doi               10.1107/S0108270109014127
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Zn (C6 H5)2 (C5 H5 N)2]'
_chemical_formula_moiety         'C22 H20 N2 Zn'
_chemical_formula_sum            'C22 H20 N2 Zn'
_chemical_formula_weight         377.79
_chemical_name_systematic
;
Diphenyldipyridinezinc(II)
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.931(2)
_cell_length_b                   12.157(2)
_cell_length_c                   6.2921(13)
_cell_measurement_reflns_used    5959
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      3.24
_cell_volume                     912.6(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2000)'
_computing_data_collection       'CrystalClear (Rigaku, 2000)'
_computing_data_reduction        'CrystalClear (Rigaku, 2000)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 105
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Rigaku R-AXIS IIC image-plate system'
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            5959
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.351
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2000)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.364
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.061(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1672
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0179
_refine_ls_R_factor_gt           0.0172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0302P)²+0.1732P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0453
_refine_ls_wR_factor_ref         0.0455
_reflns_number_gt                1644
_reflns_number_total             1672
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg3194.cif
_cod_data_source_block           I
_cod_database_code               2017097
_cod_database_fobs_code          2017097
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.35104(12) 0.51973(12) 0.5765(2) 0.0126(3) Uani d . 1 . .
C C2 0.33527(13) 0.60603(13) 0.4290(3) 0.0140(3) Uani d . 1 . .
H H2 0.3915 0.6585 0.4142 0.018(5) Uiso d R 1 . .
C C3 0.23879(13) 0.61611(12) 0.3052(3) 0.0155(3) Uani d . 1 . .
H H3 0.2316 0.6748 0.2113 0.021(5) Uiso d R 1 . .
C C4 0.15420(13) 0.53868(13) 0.3222(3) 0.0154(3) Uani d . 1 . .
H H4 0.0901 0.5445 0.2388 0.017(5) Uiso d R 1 . .
C C5 0.16567(13) 0.45229(14) 0.4649(3) 0.0160(3) Uani d . 1 . .
H H5 0.1094 0.3997 0.4766 0.018(5) Uiso d R 1 . .
C C6 0.26204(13) 0.44414(13) 0.5897(2) 0.0143(3) Uani d . 1 . .
H H6 0.2674 0.3866 0.6866 0.017(5) Uiso d R 1 . .
C C7 0.39766(13) 0.36116(14) 1.0858(3) 0.0150(3) Uani d . 1 . .
H H7 0.3504 0.4215 1.1009 0.021(5) Uiso d R 1 . .
C C8 0.37750(14) 0.26805(14) 1.2085(3) 0.0185(3) Uani d . 1 . .
H H8 0.3179 0.2663 1.3038 0.021(5) Uiso d R 1 . .
C C9 0.44804(15) 0.17815(14) 1.1869(3) 0.0195(3) Uani d . 1 . .
H H9 0.4360 0.1144 1.2654 0.020(5) Uiso d R 1 . .
C C10 0.53713(14) 0.18426(13) 1.0461(3) 0.0177(3) Uani d . 1 . .
H H10 0.5865 0.1256 1.0305 0.018(5) Uiso d R 1 . .
C C11 0.55105(14) 0.27996(13) 0.9284(2) 0.0149(3) Uani d . 1 . .
H H11 0.6104 0.2836 0.8329 0.022(5) Uiso d R 1 . .
N N1 0.48256(11) 0.36714(10) 0.94604(19) 0.0128(3) Uani d . 1 . .
Zn Zn1 0.5000 0.5000 0.72282(3) 0.01101(8) Uani d S 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0131(6) 0.0153(9) 0.0094(6) 0.0002(6) 0.0018(5) -0.0027(6)
C2 0.0143(7) 0.0138(7) 0.0140(7) -0.0032(6) 0.0012(6) -0.0009(6)
C3 0.0202(7) 0.0132(7) 0.0129(7) 0.0041(6) -0.0003(6) 0.0006(6)
C4 0.0120(7) 0.0197(7) 0.0144(8) 0.0023(6) -0.0025(6) -0.0026(6)
C5 0.0123(7) 0.0180(7) 0.0179(9) -0.0041(6) 0.0010(6) -0.0025(7)
C6 0.0158(8) 0.0136(7) 0.0136(8) 0.0003(7) 0.0005(6) 0.0017(6)
C7 0.0140(7) 0.0176(8) 0.0132(7) -0.0005(7) 0.0001(6) -0.0025(6)
C8 0.0189(7) 0.0248(8) 0.0119(7) -0.0067(7) 0.0006(6) -0.0009(7)
C9 0.0285(8) 0.0168(8) 0.0131(8) -0.0066(7) -0.0053(7) 0.0020(6)
C10 0.0235(8) 0.0127(7) 0.0168(9) 0.0031(6) -0.0060(6) -0.0024(6)
C11 0.0156(7) 0.0174(8) 0.0117(7) 0.0019(7) -0.0002(6) -0.0014(6)
N1 0.0140(7) 0.0131(6) 0.0112(5) 0.0001(5) -0.0022(5) -0.0006(4)
Zn1 0.00980(12) 0.01206(12) 0.01117(12) 0.00009(11) 0.000 0.000
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'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 115.04(14) ?
C6 C1 Zn1 . . 124.11(11) ?
C2 C1 Zn1 . . 120.37(11) ?
C3 C2 C1 . . 122.80(14) ?
C3 C2 H2 . . 118.6 ?
C1 C2 H2 . . 118.6 ?
C4 C3 C2 . . 119.90(15) ?
C4 C3 H3 . . 120.2 ?
C2 C3 H3 . . 119.9 ?
C3 C4 C5 . . 119.52(14) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
C4 C5 C6 . . 119.91(15) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.1 ?
C5 C6 C1 . . 122.83(15) ?
C5 C6 H6 . . 118.6 ?
C1 C6 H6 . . 118.6 ?
N1 C7 C8 . . 122.53(15) ?
N1 C7 H7 . . 118.7 ?
C8 C7 H7 . . 118.7 ?
C9 C8 C7 . . 118.82(16) ?
C9 C8 H8 . . 120.6 ?
C7 C8 H8 . . 120.6 ?
C8 C9 C10 . . 119.09(15) ?
C8 C9 H9 . . 120.7 ?
C10 C9 H9 . . 120.2 ?
C9 C10 C11 . . 118.52(15) ?
C9 C10 H10 . . 120.8 ?
C11 C10 H10 . . 120.7 ?
N1 C11 C10 . . 122.97(15) ?
N1 C11 H11 . . 118.7 ?
C10 C11 H11 . . 118.4 ?
C11 N1 C7 . . 118.04(14) ?
C11 N1 Zn1 . . 118.68(11) ?
C7 N1 Zn1 . . 122.77(11) ?
C1 Zn1 C1 . 2_665 125.65(8) y
C1 Zn1 N1 . 2_665 107.11(5) y
C1 Zn1 N1 . . 107.60(5) y
N1 Zn1 N1 2_665 . 98.45(7) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.407(2) ?
C1 C2 . 1.413(2) ?
C1 Zn1 . 2.0158(15) y
C2 C3 . 1.395(2) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.384(2) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.388(2) ?
C4 H4 . 0.9299 ?
C5 C6 . 1.396(2) ?
C5 H5 . 0.9301 ?
C6 H6 . 0.9300 ?
C7 N1 . 1.344(2) ?
C7 C8 . 1.391(2) ?
C7 H7 . 0.9299 ?
C8 C9 . 1.386(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.386(2) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.389(2) ?
C10 H10 . 0.9301 ?
C11 N1 . 1.343(2) ?
C11 H11 . 0.9300 ?
N1 Zn1 . 2.1505(12) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C9 H9 C5 4_547 0.930 2.870 3.765(2) 162.11
C4 H4 C10 4_556 0.930 2.899 3.703(2) 145.51
