##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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data_global
_audit_creation_method     'form.cif (version 2.0)'
_journal_data_validation_number     ?
_journal_date_recd_electronic     2006-08-07
_journal_date_accepted     2006-08-09
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      9
_journal_page_first     m2173
_journal_page_last     m2174
_journal_paper_category     EM
_journal_coeditor_code     SJ2098
_publ_contact_author_name     'Dr. Xiao-Yang Qiu'
_publ_contact_author_address
;
Department of Chemistry
Fuyang Normal College
Fuyang Anhui 236041
People's Republic of China
;
_publ_contact_author_email     'xiaoyang_qiu@126.com'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
{4-Bromo-2-[3-(dimethylamino)propyliminomethyl]phenolato}dichlorozinc(II)
;
loop_
    _publ_author_name
    _publ_author_address
    'Xiao-Yang Qiu'
;
Department of Chemistry
Fuyang Normal College
Fuyang Anhui 236041
People's Republic of China
and
Department of Chemistry and Chemical Engineering
Lanzhou University
Lanzhou 730000
People's Republic of China
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
{4-Bromo-2-[3-(dimethylamino)propyliminomethyl]phenolato}dichlorozinc(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C12 H17 Br Cl2 N2 O Zn'
_chemical_formula_sum     'C12 H17 Br Cl2 N2 O Zn'
_chemical_formula_iupac     '[Zn Cl2 (C12 H17 Br N2 O)]'
_chemical_formula_weight     421.46
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
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'
_cell_length_a     6.9380(10)
_cell_length_b     15.2020(10)
_cell_length_c     15.9060(10)
_cell_angle_alpha     90.00
_cell_angle_beta     94.0580(10)
_cell_angle_gamma     90.00
_cell_volume     1673.4(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     3889
_cell_measurement_theta_min     2.5
_cell_measurement_theta_max     27.4
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.18
_exptl_crystal_size_mid     0.17
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.673
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     840
_exptl_absorpt_coefficient_mu     4.168
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.5209
_exptl_absorpt_correction_T_max     0.6347
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Buker SMART APEX 1000 CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     7159
_diffrn_reflns_av_R_equivalents     0.0479
_diffrn_reflns_av_sigmaI/netI     0.0577
_diffrn_reflns_theta_min     2.68
_diffrn_reflns_theta_max     23.51
_diffrn_reflns_theta_full     23.51
_diffrn_measured_fraction_theta_max     0.991
_diffrn_measured_fraction_theta_full     0.991
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     17
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2457
_reflns_number_gt     1682
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0818
_refine_ls_R_factor_gt     0.0496
_refine_ls_wR_factor_gt     0.1181
_refine_ls_wR_factor_ref     0.1386
_refine_ls_goodness_of_fit_ref     1.047
_refine_ls_restrained_S_all     1.047
_refine_ls_number_reflns     2457
_refine_ls_number_parameters     178
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0627P)²+2.2538P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.956
_refine_diff_density_min     -0.798
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Zn' 'Zn' 0.2839 1.4301
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 1998)'
_computing_cell_refinement     'SAINT (Bruker, 1998)'
_computing_data_reduction     SAINT
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997a)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997a)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material     'SHELXTL'
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
    Zn Zn1 0.24115(11) 0.25674(6) 0.61210(5) 0.0441(3) Uani d . 1 . .
    Br Br1 0.97259(12) 0.00326(6) 0.85112(5) 0.0583(3) Uani d . 1 . .
    Cl Cl1 0.1097(4) 0.1397(2) 0.5454(2) 0.1077(10) Uani d . 1 . .
    Cl Cl2 0.0840(3) 0.38193(15) 0.59217(14) 0.0631(6) Uani d . 1 . .
    O O1 0.3032(7) 0.2366(3) 0.7331(3) 0.0480(13) Uani d . 1 . .
    N N1 0.5177(8) 0.2628(4) 0.5834(3) 0.0370(14) Uani d . 1 . .
    N N2 0.6089(11) 0.1385(5) 0.3324(4) 0.0559(18) Uani d D 1 . .
    C C1 0.6202(9) 0.1775(5) 0.7083(4) 0.0370(17) Uani d . 1 . .
    C C2 0.4551(10) 0.1869(5) 0.7570(4) 0.0403(17) Uani d . 1 . .
    C C3 0.4592(10) 0.1429(5) 0.8333(4) 0.0470(19) Uani d . 1 . .
    H H3 0.3563 0.1504 0.8671 0.056 Uiso calc R 1 . .
    C C4 0.6090(10) 0.0884(5) 0.8616(5) 0.0466(19) Uani d . 1 . .
    H H4 0.6056 0.0588 0.9126 0.056 Uiso calc R 1 . .
    C C5 0.7644(10) 0.0789(5) 0.8125(4) 0.0451(19) Uani d . 1 . .
    C C6 0.7708(10) 0.1227(5) 0.7393(4) 0.0438(18) Uani d . 1 . .
    H H6 0.8788 0.1165 0.7084 0.053 Uiso calc R 1 . .
    C C7 0.6471(10) 0.2247(5) 0.6306(4) 0.0385(17) Uani d . 1 . .
    H H7 0.7726 0.2273 0.6137 0.046 Uiso calc R 1 . .
    C C8 0.5764(10) 0.3072(5) 0.5076(4) 0.0416(18) Uani d . 1 . .
    H H8A 0.7159 0.3134 0.5114 0.050 Uiso calc R 1 . .
    H H8B 0.5208 0.3658 0.5048 0.050 Uiso calc R 1 . .
    C C9 0.5137(9) 0.2579(5) 0.4277(4) 0.0411(18) Uani d . 1 . .
    H H9A 0.3766 0.2451 0.4271 0.049 Uiso calc R 1 . .
    H H9B 0.5347 0.2945 0.3793 0.049 Uiso calc R 1 . .
    C C10 0.6232(11) 0.1739(5) 0.4212(4) 0.050(2) Uani d . 1 . .
    H H10A 0.5725 0.1305 0.4586 0.061 Uiso calc R 1 . .
    H H10B 0.7579 0.1838 0.4392 0.061 Uiso calc R 1 . .
    C C11 0.4049(14) 0.1223(7) 0.2997(5) 0.080(3) Uani d . 1 . .
    H H11A 0.4032 0.1001 0.2431 0.119 Uiso calc R 1 . .
    H H11B 0.3336 0.1764 0.3000 0.119 Uiso calc R 1 . .
    H H11C 0.3469 0.0800 0.3349 0.119 Uiso calc R 1 . .
    C C12 0.726(2) 0.0565(7) 0.3261(7) 0.114(5) Uani d . 1 . .
    H H12A 0.6771 0.0120 0.3618 0.172 Uiso calc R 1 . .
    H H12B 0.8583 0.0687 0.3437 0.172 Uiso calc R 1 . .
    H H12C 0.7170 0.0362 0.2688 0.172 Uiso calc R 1 . .
    H H2 0.653(9) 0.182(3) 0.300(3) 0.04(2) Uiso d D 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
    Zn1 0.0371(5) 0.0553(6) 0.0404(5) 0.0042(4) 0.0050(4) -0.0010(5)
    Br1 0.0617(5) 0.0530(6) 0.0599(5) 0.0136(4) 0.0018(4) 0.0083(4)
    Cl1 0.0822(17) 0.103(2) 0.135(3) -0.0236(17) -0.0135(17) 0.009(2)
    Cl2 0.0617(13) 0.0583(14) 0.0684(14) 0.0141(11) -0.0009(10) -0.0013(12)
    O1 0.044(3) 0.062(3) 0.039(3) 0.014(3) 0.010(2) 0.006(3)
    N1 0.037(3) 0.043(4) 0.031(3) -0.001(3) 0.004(3) 0.001(3)
    N2 0.087(5) 0.044(4) 0.039(4) 0.005(4) 0.019(4) 0.001(3)
    C1 0.034(4) 0.041(4) 0.037(4) -0.001(3) 0.011(3) -0.005(3)
    C2 0.042(4) 0.039(4) 0.039(4) -0.001(4) 0.000(3) 0.001(4)
    C3 0.042(4) 0.060(5) 0.039(4) -0.002(4) 0.011(3) 0.000(4)
    C4 0.054(5) 0.046(5) 0.040(4) -0.006(4) 0.006(4) 0.004(4)
    C5 0.046(4) 0.048(5) 0.040(4) 0.003(4) 0.002(4) -0.005(4)
    C6 0.037(4) 0.057(5) 0.039(4) -0.002(4) 0.012(3) 0.001(4)
    C7 0.033(4) 0.052(5) 0.031(4) -0.005(3) 0.009(3) -0.006(4)
    C8 0.047(4) 0.049(5) 0.030(4) -0.004(4) 0.013(3) -0.005(3)
    C9 0.039(4) 0.054(5) 0.032(4) 0.005(4) 0.008(3) 0.008(4)
    C10 0.058(5) 0.058(5) 0.035(4) 0.009(4) 0.006(4) 0.000(4)
    C11 0.091(7) 0.091(8) 0.056(6) -0.031(6) -0.006(5) -0.007(5)
    C12 0.202(14) 0.073(7) 0.072(7) 0.062(8) 0.032(8) -0.012(6)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    Zn1 O1 . 1.967(5) y
    Zn1 N1 . 2.006(5) y
    Zn1 Cl2 . 2.205(2) y
    Zn1 Cl1 . 2.233(3) y
    Br1 C5 . 1.914(7) ?
    O1 C2 . 1.330(8) ?
    N1 C7 . 1.270(8) ?
    N1 C8 . 1.464(8) ?
    N2 C11 . 1.493(11) ?
    N2 C12 . 1.494(11) ?
    N2 C10 . 1.508(9) ?
    N2 H2 . 0.91(5) ?
    C1 C6 . 1.398(10) ?
    C1 C2 . 1.434(9) ?
    C1 C7 . 1.452(9) ?
    C2 C3 . 1.385(10) ?
    C3 C4 . 1.379(10) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.384(10) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.344(9) ?
    C6 H6 . 0.9300 ?
    C7 H7 . 0.9300 ?
    C8 C9 . 1.513(9) ?
    C8 H8A . 0.9700 ?
    C8 H8B . 0.9700 ?
    C9 C10 . 1.493(10) ?
    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_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
    O1 Zn1 N1 . . 94.8(2) y
    O1 Zn1 Cl2 . . 110.32(16) y
    N1 Zn1 Cl2 . . 113.49(18) y
    O1 Zn1 Cl1 . . 113.23(18) y
    N1 Zn1 Cl1 . . 107.09(18) y
    Cl2 Zn1 Cl1 . . 115.99(10) y
    C2 O1 Zn1 . . 118.8(4) ?
    C7 N1 C8 . . 118.1(6) ?
    C7 N1 Zn1 . . 119.5(5) ?
    C8 N1 Zn1 . . 122.4(4) ?
    C11 N2 C12 . . 110.1(8) ?
    C11 N2 C10 . . 112.5(6) ?
    C12 N2 C10 . . 111.1(7) ?
    C11 N2 H2 . . 106(4) ?
    C12 N2 H2 . . 111(4) ?
    C10 N2 H2 . . 106(4) ?
    C6 C1 C2 . . 118.3(6) ?
    C6 C1 C7 . . 117.2(6) ?
    C2 C1 C7 . . 124.5(6) ?
    O1 C2 C3 . . 119.4(6) ?
    O1 C2 C1 . . 123.3(6) ?
    C3 C2 C1 . . 117.2(7) ?
    C4 C3 C2 . . 123.0(7) ?
    C4 C3 H3 . . 118.5 ?
    C2 C3 H3 . . 118.5 ?
    C3 C4 C5 . . 118.5(7) ?
    C3 C4 H4 . . 120.7 ?
    C5 C4 H4 . . 120.7 ?
    C6 C5 C4 . . 120.8(7) ?
    C6 C5 Br1 . . 120.4(5) ?
    C4 C5 Br1 . . 118.8(6) ?
    C5 C6 C1 . . 122.1(6) ?
    C5 C6 H6 . . 119.0 ?
    C1 C6 H6 . . 119.0 ?
    N1 C7 C1 . . 126.9(6) ?
    N1 C7 H7 . . 116.5 ?
    C1 C7 H7 . . 116.5 ?
    N1 C8 C9 . . 112.5(6) ?
    N1 C8 H8A . . 109.1 ?
    C9 C8 H8A . . 109.1 ?
    N1 C8 H8B . . 109.1 ?
    C9 C8 H8B . . 109.1 ?
    H8A C8 H8B . . 107.8 ?
    C10 C9 C8 . . 111.4(6) ?
    C10 C9 H9A . . 109.3 ?
    C8 C9 H9A . . 109.3 ?
    C10 C9 H9B . . 109.3 ?
    C8 C9 H9B . . 109.3 ?
    H9A C9 H9B . . 108.0 ?
    C9 C10 N2 . . 111.7(6) ?
    C9 C10 H10A . . 109.3 ?
    N2 C10 H10A . . 109.3 ?
    C9 C10 H10B . . 109.3 ?
    N2 C10 H10B . . 109.3 ?
    H10A C10 H10B . . 107.9 ?
    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_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 H2 O1 4_665 0.91(5) 1.98(5) 2.867(8) 168(6)
    C11 H11A Cl2 4_665 0.960 2.800 3.609(8) 142(6)
