#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/74/2207498.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_2207498
loop_
_publ_author_name
'You, Zhong-Lu'
_publ_section_title
;
 Bis[4-bromo-2-(cyclopropyliminomethyl)phenolato]zinc(II)
;
_journal_coeditor_code           CI6696
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2501
_journal_page_last               m2502
_journal_paper_doi               10.1107/S1600536805035579
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Zn (C10 H9 Br1 N1 O1)2]'
_chemical_formula_moiety         'C20 H18 Br2 N2 O2 Zn'
_chemical_formula_sum            'C20 H18 Br2 N2 O2 Zn'
_chemical_formula_weight         543.55
_chemical_name_systematic
;
Bis[4-bromo-2-(cyclopropyliminomethyl)phenolato]zinc(II)
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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            8
_cell_length_a                   23.260(2)
_cell_length_b                   13.305(2)
_cell_length_c                   13.119(3)
_cell_measurement_reflns_used    4849
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.6
_cell_measurement_theta_min      2.3
_cell_volume                     4060.0(12)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0599
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21839
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.75
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.164
_exptl_absorpt_correction_T_max  0.538
_exptl_absorpt_correction_T_min  0.346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.783
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4619
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0431
_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)+(0.0401P)²+2.1967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                2693
_reflns_number_total             4619
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6696.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2207498
_cod_database_fobs_code          2207498
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_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_type_symbol
Zn1 0.76037(2) 0.13990(3) 0.33956(4) 0.03721(14) Uani d . 1 Zn
Br1 0.51249(2) -0.10138(4) 0.10635(5) 0.0729(2) Uani d . 1 Br
Br2 0.98190(3) 0.41105(5) 0.62473(4) 0.0797(2) Uani d . 1 Br
O1 0.69883(12) 0.1778(2) 0.2504(2) 0.0451(7) Uani d . 1 O
O2 0.83049(12) 0.2094(2) 0.3144(2) 0.0455(8) Uani d . 1 O
N1 0.75946(13) -0.0070(2) 0.3064(2) 0.0366(8) Uani d . 1 N
N2 0.74880(14) 0.1859(3) 0.4843(2) 0.0406(9) Uani d . 1 N
C1 0.66665(15) 0.0079(3) 0.2194(3) 0.0315(9) Uani d . 1 C
C2 0.65917(17) 0.1142(3) 0.2201(3) 0.0363(10) Uani d . 1 C
C3 0.60622(18) 0.1511(3) 0.1862(3) 0.0439(11) Uani d . 1 C
H3 0.6000 0.2201 0.1866 0.053 Uiso calc R 1 H
C4 0.56289(18) 0.0888(4) 0.1522(3) 0.0467(11) Uani d . 1 C
H4 0.5280 0.1156 0.1309 0.056 Uiso calc R 1 H
C5 0.57194(17) -0.0138(3) 0.1503(3) 0.0421(10) Uani d . 1 C
C6 0.62259(16) -0.0534(3) 0.1827(3) 0.0381(10) Uani d . 1 C
H6 0.6280 -0.1226 0.1804 0.046 Uiso calc R 1 H
C7 0.71656(16) -0.0441(3) 0.2572(3) 0.0344(9) Uani d . 1 C
H7 0.7180 -0.1128 0.2446 0.041 Uiso calc R 1 H
C8 0.80398(19) -0.0748(3) 0.3382(3) 0.0506(12) Uani d . 1 C
H8 0.7965 -0.1462 0.3256 0.061 Uiso calc R 1 H
C9 0.8646(2) -0.0430(5) 0.3295(5) 0.087(2) Uani d . 1 C
H9A 0.8927 -0.0934 0.3101 0.105 Uiso calc R 1 H
H9B 0.8722 0.0240 0.3036 0.105 Uiso calc R 1 H
C10 0.8380(3) -0.0517(4) 0.4305(5) 0.0842(19) Uani d . 1 C
H10A 0.8292 0.0099 0.4668 0.101 Uiso calc R 1 H
H10B 0.8497 -0.1075 0.4733 0.101 Uiso calc R 1 H
C11 0.84267(17) 0.2690(3) 0.4872(3) 0.0345(10) Uani d . 1 C
C12 0.86212(18) 0.2509(3) 0.3863(3) 0.0384(10) Uani d . 1 C
C13 0.91874(19) 0.2805(3) 0.3622(3) 0.0447(11) Uani d . 1 C
H13 0.9331 0.2669 0.2975 0.054 Uiso calc R 1 H
C14 0.95302(19) 0.3284(3) 0.4313(4) 0.0516(12) Uani d . 1 C
H14 0.9900 0.3480 0.4130 0.062 Uiso calc R 1 H
C15 0.93305(19) 0.3477(3) 0.5280(4) 0.0477(12) Uani d . 1 C
C16 0.87939(18) 0.3185(3) 0.5561(3) 0.0423(10) Uani d . 1 C
H16 0.8667 0.3314 0.6221 0.051 Uiso calc R 1 H
C17 0.78764(18) 0.2398(3) 0.5272(3) 0.0397(10) Uani d . 1 C
H17 0.7791 0.2629 0.5924 0.048 Uiso calc R 1 H
C18 0.6980(2) 0.1634(4) 0.5433(3) 0.0584(14) Uani d . 1 C
H18 0.6954 0.1962 0.6101 0.070 Uiso calc R 1 H
C19 0.6734(4) 0.0622(6) 0.5364(7) 0.147(4) Uani d . 1 C
H19A 0.6921 0.0143 0.4915 0.176 Uiso calc R 1 H
H19B 0.6571 0.0333 0.5978 0.176 Uiso calc R 1 H
C20 0.6431(3) 0.1469(8) 0.4895(5) 0.135(4) Uani d . 1 C
H20A 0.6082 0.1704 0.5221 0.162 Uiso calc R 1 H
H20B 0.6432 0.1514 0.4157 0.162 Uiso calc R 1 H
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'
Br Br -0.2901 2.4595 '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'
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
O2 Zn1 O1 113.95(12) y
O2 Zn1 N1 116.46(13) y
O1 Zn1 N1 96.69(12) y
O2 Zn1 N2 97.50(12) y
O1 Zn1 N2 113.33(13) y
N1 Zn1 N2 120.01(14) y
C2 O1 Zn1 122.7(3) ?
C12 O2 Zn1 123.9(2) ?
C7 N1 C8 117.7(3) ?
C7 N1 Zn1 119.4(3) ?
C8 N1 Zn1 122.9(3) ?
C17 N2 C18 117.1(4) ?
C17 N2 Zn1 119.3(3) ?
C18 N2 Zn1 123.5(3) ?
C6 C1 C2 119.5(4) ?
C6 C1 C7 115.5(3) ?
C2 C1 C7 125.0(3) ?
O1 C2 C3 119.3(4) ?
O1 C2 C1 123.7(4) ?
C3 C2 C1 117.0(4) ?
C4 C3 C2 122.4(4) ?
C4 C3 H3 118.8 ?
C2 C3 H3 118.8 ?
C3 C4 C5 119.2(4) ?
C3 C4 H4 120.4 ?
C5 C4 H4 120.4 ?
C6 C5 C4 120.7(4) ?
C6 C5 Br1 119.2(3) ?
C4 C5 Br1 120.1(3) ?
C5 C6 C1 121.2(4) ?
C5 C6 H6 119.4 ?
C1 C6 H6 119.4 ?
N1 C7 C1 127.9(4) ?
N1 C7 H7 116.1 ?
C1 C7 H7 116.1 ?
N1 C8 C9 119.1(4) ?
N1 C8 C10 119.6(4) ?
C9 C8 C10 59.5(3) ?
N1 C8 H8 115.7 ?
C9 C8 H8 115.7 ?
C10 C8 H8 115.7 ?
C10 C9 C8 60.3(3) ?
C10 C9 H9A 117.7 ?
C8 C9 H9A 117.7 ?
C10 C9 H9B 117.7 ?
C8 C9 H9B 117.7 ?
H9A C9 H9B 114.9 ?
C9 C10 C8 60.1(3) ?
C9 C10 H10A 117.8 ?
C8 C10 H10A 117.8 ?
C9 C10 H10B 117.8 ?
C8 C10 H10B 117.8 ?
H10A C10 H10B 114.9 ?
C16 C11 C12 119.0(4) ?
C16 C11 C17 115.6(4) ?
C12 C11 C17 125.4(4) ?
O2 C12 C13 118.6(4) ?
O2 C12 C11 124.1(4) ?
C13 C12 C11 117.3(4) ?
C14 C13 C12 121.8(4) ?
C14 C13 H13 119.1 ?
C12 C13 H13 119.1 ?
C13 C14 C15 120.2(4) ?
C13 C14 H14 119.9 ?
C15 C14 H14 119.9 ?
C16 C15 C14 120.5(4) ?
C16 C15 Br2 119.6(4) ?
C14 C15 Br2 119.8(3) ?
C15 C16 C11 121.1(4) ?
C15 C16 H16 119.4 ?
C11 C16 H16 119.4 ?
N2 C17 C11 128.1(4) ?
N2 C17 H17 115.9 ?
C11 C17 H17 115.9 ?
N2 C18 C19 118.5(5) ?
N2 C18 C20 118.8(4) ?
C19 C18 C20 59.7(5) ?
N2 C18 H18 116.0 ?
C19 C18 H18 116.0 ?
C20 C18 H18 116.0 ?
C20 C19 C18 60.5(4) ?
C20 C19 H19A 117.7 ?
C18 C19 H19A 117.7 ?
C20 C19 H19B 117.7 ?
C18 C19 H19B 117.7 ?
H19A C19 H19B 114.8 ?
C19 C20 C18 59.8(5) ?
C19 C20 H20A 117.8 ?
C18 C20 H20A 117.8 ?
C19 C20 H20B 117.8 ?
C18 C20 H20B 117.8 ?
H20A C20 H20B 114.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O2 1.904(3) y
Zn1 O1 1.916(3) y
Zn1 N1 2.002(3) y
Zn1 N2 2.013(3) y
Br1 C5 1.898(4) ?
Br2 C15 1.900(4) ?
O1 C2 1.313(4) ?
O2 C12 1.317(4) ?
N1 C7 1.286(4) ?
N1 C8 1.435(5) ?
N2 C17 1.284(5) ?
N2 C18 1.443(5) ?
C1 C6 1.396(5) ?
C1 C2 1.425(5) ?
C1 C7 1.439(5) ?
C2 C3 1.398(5) ?
C3 C4 1.379(6) ?
C3 H3 0.93 ?
C4 C5 1.381(6) ?
C4 H4 0.93 ?
C5 C6 1.359(5) ?
C6 H6 0.93 ?
C7 H7 0.93 ?
C8 C9 1.476(7) ?
C8 C10 1.479(6) ?
C8 H8 0.98 ?
C9 C10 1.467(8) ?
C9 H9A 0.97 ?
C9 H9B 0.97 ?
C10 H10A 0.97 ?
C10 H10B 0.97 ?
C11 C16 1.408(5) ?
C11 C12 1.419(5) ?
C11 C17 1.437(5) ?
C12 C13 1.410(6) ?
C13 C14 1.365(6) ?
C13 H13 0.93 ?
C14 C15 1.375(6) ?
C14 H14 0.93 ?
C15 C16 1.358(6) ?
C16 H16 0.93 ?
C17 H17 0.93 ?
C18 C19 1.467(7) ?
C18 C20 1.477(8) ?
C18 H18 0.98 ?
C19 C20 1.465(11) ?
C19 H19A 0.97 ?
C19 H19B 0.97 ?
C20 H20A 0.97 ?
C20 H20B 0.97 ?
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
_geom_hbond_publ_flag
C8 H8 O1 7_755 0.98 2.54 3.488(5) 162 y
C18 H18 O1 8_566 0.98 2.49 3.442(5) 163 y
C20 H20B O1 . 0.97 2.55 3.419(7) 149 y
