#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/91/2219172.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_2219172
loop_
_publ_author_name
'Zhu, Xue-Wen'
'Yang, Xu-Zhao'
_publ_section_title
{(E)-2-[3-(Dimethylammonio)propyliminomethyl]phenolato}diiodidozinc(II)
_journal_coeditor_code           SJ2522
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1090
_journal_page_last               m1091
_journal_paper_doi               10.1107/S1600536808023659
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Zn I2 (C12 H18 N2 O)]'
_chemical_formula_moiety         'C12 H18 I2 N2 O Zn'
_chemical_formula_sum            'C12 H18 I2 N2 O Zn'
_chemical_formula_weight         525.45
_chemical_name_systematic
;
{(E)-2-[3-(Dimethylammonio)propyliminomethyl]phenolato}diiodidozinc(II)
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                   13.892(3)
_cell_length_b                   16.640(2)
_cell_length_c                   7.372(3)
_cell_measurement_reflns_used    4125
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.4
_cell_volume                     1704.1(8)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_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  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12154
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.056
_exptl_absorpt_correction_T_max  0.4630
_exptl_absorpt_correction_T_min  0.4312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.048
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.822
_refine_diff_density_min         -0.465
_refine_ls_abs_structure_details 'Flack (1983), 1660 Friedel pairs'
_refine_ls_abs_structure_Flack   0.00(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         3669
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0426P)²+0.9395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1001
_reflns_number_gt                3271
_reflns_number_total             3669
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2522.cif
_cod_data_source_block           I
_cod_database_code               2219172
_cod_database_fobs_code          2219172
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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
Zn Zn1 0.75194(6) 0.90239(4) 0.72869(14) 0.03631(19) Uani d . 1
I I1 0.58993(3) 0.92236(3) 0.88834(9) 0.04992(15) Uani d . 1
I I2 0.89258(4) 0.98333(3) 0.85716(9) 0.05741(18) Uani d . 1
N N1 0.7294(4) 0.9228(3) 0.4634(8) 0.0379(13) Uani d . 1
N N2 0.8361(5) 1.1716(3) 0.3321(11) 0.0544(19) Uani d . 1
H H2A 0.7857 1.2052 0.3106 0.065 Uiso calc R 1
O O1 0.7847(4) 0.7893(3) 0.6946(7) 0.0429(12) Uani d . 1
C C1 0.8309(5) 0.7664(4) 0.5451(11) 0.0385(16) Uani d . 1
C C2 0.8869(6) 0.6960(5) 0.5496(14) 0.053(2) Uani d . 1
H H2 0.8923 0.6672 0.6573 0.063 Uiso calc R 1
C C3 0.9338(6) 0.6691(5) 0.396(2) 0.070(3) Uani d . 1
H H3 0.9722 0.6234 0.4030 0.084 Uiso calc R 1
C C4 0.9256(7) 0.7066(5) 0.2392(16) 0.063(3) Uani d . 1
H H4 0.9575 0.6865 0.1380 0.075 Uiso calc R 1
C C5 0.8701(7) 0.7758(5) 0.2225(15) 0.063(2) Uani d . 1
H H5 0.8653 0.8019 0.1113 0.075 Uiso calc R 1
C C6 0.8209(5) 0.8061(4) 0.3760(13) 0.0422(15) Uani d . 1
C C7 0.7648(5) 0.8782(4) 0.3445(10) 0.0389(16) Uani d . 1
H H7 0.7542 0.8926 0.2243 0.047 Uiso calc R 1
C C8 0.6691(5) 0.9919(4) 0.4056(12) 0.0456(19) Uani d . 1
H H8A 0.6074 0.9889 0.4667 0.055 Uiso calc R 1
H H8B 0.6574 0.9880 0.2761 0.055 Uiso calc R 1
C C9 0.7143(6) 1.0712(4) 0.4458(11) 0.0459(19) Uani d . 1
H H9A 0.7358 1.0721 0.5710 0.055 Uiso calc R 1
H H9B 0.6668 1.1134 0.4305 0.055 Uiso calc R 1
C C10 0.7992(6) 1.0871(4) 0.3217(13) 0.049(2) Uani d . 1
H H10A 0.8510 1.0505 0.3531 0.059 Uiso calc R 1
H H10B 0.7802 1.0758 0.1977 0.059 Uiso calc R 1
C C11 0.8730(10) 1.1894(6) 0.5117(19) 0.100(5) Uani d . 1
H H11A 0.9164 1.1476 0.5488 0.150 Uiso calc R 1
H H11B 0.8205 1.1926 0.5960 0.150 Uiso calc R 1
H H11C 0.9066 1.2398 0.5092 0.150 Uiso calc R 1
C C12 0.9089(8) 1.1848(6) 0.186(2) 0.101(5) Uani d . 1
H H12A 0.9269 1.2405 0.1834 0.151 Uiso calc R 1
H H12B 0.8819 1.1699 0.0711 0.151 Uiso calc R 1
H H12C 0.9648 1.1525 0.2099 0.151 Uiso calc R 1
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_publ_flag
O1 Zn1 N1 94.3(2) y
O1 Zn1 I2 112.17(16) y
N1 Zn1 I2 113.02(16) y
O1 Zn1 I1 112.90(16) y
N1 Zn1 I1 106.74(18) y
I2 Zn1 I1 115.67(4) y
C7 N1 C8 118.8(7) ?
C7 N1 Zn1 121.4(5) ?
C8 N1 Zn1 119.9(5) ?
C11 N2 C12 112.8(9) ?
C11 N2 C10 111.1(7) ?
C12 N2 C10 109.5(8) ?
C11 N2 H2A 107.8 ?
C12 N2 H2A 107.8 ?
C10 N2 H2A 107.8 ?
C1 O1 Zn1 119.6(4) ?
O1 C1 C2 119.0(7) ?
O1 C1 C6 123.2(6) ?
C2 C1 C6 117.6(7) ?
C3 C2 C1 120.7(9) ?
C3 C2 H2 119.6 ?
C1 C2 H2 119.6 ?
C4 C3 C2 121.6(8) ?
C4 C3 H3 119.2 ?
C2 C3 H3 119.2 ?
C3 C4 C5 121.2(9) ?
C3 C4 H4 119.4 ?
C5 C4 H4 119.4 ?
C4 C5 C6 119.5(10) ?
C4 C5 H5 120.3 ?
C6 C5 H5 120.3 ?
C5 C6 C1 119.3(7) ?
C5 C6 C7 115.2(8) ?
C1 C6 C7 125.4(7) ?
N1 C7 C6 126.2(7) ?
N1 C7 H7 116.9 ?
C6 C7 H7 116.9 ?
N1 C8 C9 113.0(6) ?
N1 C8 H8A 109.0 ?
C9 C8 H8A 109.0 ?
N1 C8 H8B 109.0 ?
C9 C8 H8B 109.0 ?
H8A C8 H8B 107.8 ?
C8 C9 C10 111.2(6) ?
C8 C9 H9A 109.4 ?
C10 C9 H9A 109.4 ?
C8 C9 H9B 109.4 ?
C10 C9 H9B 109.4 ?
H9A C9 H9B 108.0 ?
N2 C10 C9 113.5(6) ?
N2 C10 H10A 108.9 ?
C9 C10 H10A 108.9 ?
N2 C10 H10B 108.9 ?
C9 C10 H10B 108.9 ?
H10A C10 H10B 107.7 ?
N2 C11 H11A 109.5 ?
N2 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
N2 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
N2 C12 H12A 109.5 ?
N2 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
N2 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 1.952(4) y
Zn1 N1 2.010(6) y
Zn1 I2 2.5550(11) y
Zn1 I1 2.5615(11) y
N1 C7 1.250(9) ?
N1 C8 1.485(9) ?
N2 C11 1.451(14) ?
N2 C12 1.493(15) ?
N2 C10 1.498(8) ?
N2 H2A 0.9100 ?
O1 C1 1.331(9) ?
C1 C2 1.406(10) ?
C1 C6 1.417(12) ?
C2 C3 1.384(15) ?
C2 H2 0.9300 ?
C3 C4 1.317(17) ?
C3 H3 0.9300 ?
C4 C5 1.392(12) ?
C4 H4 0.9300 ?
C5 C6 1.415(12) ?
C5 H5 0.9300 ?
C6 C7 1.449(9) ?
C7 H7 0.9300 ?
C8 C9 1.491(10) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 C10 1.516(12) ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
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
N2 H2A O1 4_654 0.91 1.91 2.772(8) 157
