#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:36:34 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179853 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/49/7014900.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_7014900
loop_
_publ_author_name
'Jones, Roderick C.'
'Chojnacka, Maja W.'
'Quail, J. Wilson'
'Gardiner, Michael G.'
'Decken, Andreas'
'Yates, Brian F.'
'Gossage, Robert A.'
_publ_section_title
;
 Oxazoles revisited: On the nature of binding of benzoxazole and
 2-methylbenzoxazole with the zinc and palladium halides.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1594
_journal_page_last               1600
_journal_paper_doi               10.1039/c0dt01266a
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C16 H14 Br2 N2 O2 Zn'
_chemical_formula_weight         491.48
_chemical_name_systematic
;

?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 108.101(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.522(7)
_cell_length_b                   25.846(19)
_cell_length_c                   7.222(5)
_cell_measurement_reflns_used    5457
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      2.38
_cell_volume                     1689(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0461
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11460
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    6.193
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.3706
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.932
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Irregular
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.292
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3778
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0314
_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)+(0.0338P)²+1.4536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0809
_reflns_number_gt                3238
_reflns_number_total             3778
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01266A.TXT
_cod_data_source_block           rg
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7014900
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.19173(4) 0.129219(12) 0.99646(5) 0.02022(10) Uani 1 1 d . . .
Br1 Br 0.13470(4) 0.075981(11) 1.23343(5) 0.02579(10) Uani 1 1 d . . .
Br2 Br 0.35615(4) 0.196546(11) 1.14544(5) 0.02698(10) Uani 1 1 d . . .
N1 N -0.0027(3) 0.15536(9) 0.7998(4) 0.0222(5) Uani 1 1 d . . .
C2 C -0.1103(4) 0.12546(11) 0.7031(5) 0.0261(7) Uani 1 1 d . . .
O3 O -0.2354(2) 0.15080(8) 0.6027(3) 0.0268(5) Uani 1 1 d . . .
C4 C -0.2023(4) 0.20295(11) 0.6410(5) 0.0225(6) Uani 1 1 d . . .
C5 C -0.0576(3) 0.20660(11) 0.7627(4) 0.0200(6) Uani 1 1 d . . .
C6 C -0.2944(4) 0.24443(12) 0.5714(5) 0.0257(7) Uani 1 1 d . . .
H6 H -0.3933 0.2405 0.4894 0.031 Uiso 1 1 calc R . .
C7 C -0.2310(4) 0.29234(12) 0.6307(5) 0.0279(7) Uani 1 1 d . . .
H7 H -0.2886 0.3226 0.5886 0.033 Uiso 1 1 calc R . .
C8 C -0.0841(4) 0.29746(11) 0.7514(5) 0.0279(7) Uani 1 1 d . . .
H8 H -0.0449 0.3311 0.7867 0.033 Uiso 1 1 calc R . .
C9 C 0.0060(4) 0.25467(11) 0.8207(5) 0.0234(6) Uani 1 1 d . . .
H9 H 0.1051 0.2582 0.9028 0.028 Uiso 1 1 calc R . .
C10 C -0.1142(4) 0.06836(10) 0.6848(5) 0.0285(8) Uani 1 1 d . . .
H10A H -0.0853 0.0583 0.5710 0.043 Uiso 1 1 calc R . .
H10B H -0.2145 0.0560 0.6690 0.043 Uiso 1 1 calc R . .
H10C H -0.0455 0.0531 0.8024 0.043 Uiso 1 1 calc R . .
N11 N 0.2855(3) 0.08515(9) 0.8251(4) 0.0211(5) Uani 1 1 d . . .
C12 C 0.3747(4) 0.10330(11) 0.7356(5) 0.0242(7) Uani 1 1 d . . .
O13 O 0.4560(3) 0.06662(8) 0.6814(3) 0.0262(5) Uani 1 1 d . . .
C14 C 0.4100(4) 0.02013(11) 0.7382(5) 0.0226(6) Uani 1 1 d . . .
C15 C 0.3031(3) 0.03061(10) 0.8265(5) 0.0209(6) Uani 1 1 d . . .
C16 C 0.4603(4) -0.02888(12) 0.7170(5) 0.0276(7) Uani 1 1 d . . .
H16 H 0.5356 -0.0349 0.6588 0.033 Uiso 1 1 calc R . .
C17 C 0.3928(4) -0.06875(12) 0.7869(5) 0.0302(8) Uani 1 1 d . . .
H17 H 0.4234 -0.1034 0.7778 0.036 Uiso 1 1 calc R . .
C18 C 0.2813(4) -0.05921(11) 0.8699(5) 0.0290(7) Uani 1 1 d . . .
H18 H 0.2355 -0.0876 0.9117 0.035 Uiso 1 1 calc R . .
C19 C 0.2350(4) -0.00926(11) 0.8935(5) 0.0264(7) Uani 1 1 d . . .
H19 H 0.1605 -0.0029 0.9527 0.032 Uiso 1 1 calc R . .
C20 C 0.3963(4) 0.15723(12) 0.6829(5) 0.0323(8) Uani 1 1 d . . .
H20A H 0.3289 0.1800 0.7235 0.049 Uiso 1 1 calc R . .
H20B H 0.3757 0.1598 0.5416 0.049 Uiso 1 1 calc R . .
H20C H 0.4986 0.1677 0.7487 0.049 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N11 103.24(11) . . ?
N1 Zn1 Br2 113.42(8) . . ?
N11 Zn1 Br2 109.18(8) . . ?
N1 Zn1 Br1 109.07(9) . . ?
N11 Zn1 Br1 110.29(8) . . ?
Br2 Zn1 Br1 111.35(5) . . ?
C2 N1 C5 105.7(3) . . ?
C2 N1 Zn1 124.3(2) . . ?
C5 N1 Zn1 129.3(2) . . ?
N1 C2 O3 114.5(3) . . ?
N1 C2 C10 129.3(3) . . ?
O3 C2 C10 116.1(3) . . ?
C2 O3 C4 104.8(2) . . ?
C6 C4 C5 124.9(3) . . ?
C6 C4 O3 127.0(3) . . ?
C5 C4 O3 108.1(2) . . ?
C9 C5 C4 120.4(3) . . ?
C9 C5 N1 132.7(3) . . ?
C4 C5 N1 106.9(2) . . ?
C4 C6 C7 114.6(3) . . ?
C4 C6 H6 122.7 . . ?
C7 C6 H6 122.7 . . ?
C6 C7 C8 122.0(3) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C9 C8 C7 122.1(3) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C5 C9 C8 116.1(3) . . ?
C5 C9 H9 122.0 . . ?
C8 C9 H9 122.0 . . ?
C2 C10 H10A 109.5 . . ?
C2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 N11 C15 105.5(3) . . ?
C12 N11 Zn1 124.4(2) . . ?
C15 N11 Zn1 127.8(2) . . ?
N11 C12 O13 114.2(3) . . ?
N11 C12 C20 129.2(3) . . ?
O13 C12 C20 116.6(3) . . ?
C12 O13 C14 105.0(2) . . ?
C16 C14 O13 127.7(3) . . ?
C16 C14 C15 124.1(3) . . ?
O13 C14 C15 108.2(2) . . ?
C19 C15 C14 120.4(3) . . ?
C19 C15 N11 132.5(3) . . ?
C14 C15 N11 107.1(3) . . ?
C14 C16 C17 115.1(3) . . ?
C14 C16 H16 122.4 . . ?
C17 C16 H16 122.4 . . ?
C16 C17 C18 121.7(3) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C19 C18 C17 121.9(3) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C15 C19 C18 116.6(3) . . ?
C15 C19 H19 121.7 . . ?
C18 C19 H19 121.7 . . ?
C12 C20 H20A 109.5 . . ?
C12 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C12 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.066(3) . ?
Zn1 N11 2.076(3) . ?
Zn1 Br2 2.3644(12) . ?
Zn1 Br1 2.3863(13) . ?
N1 C2 1.300(4) . ?
N1 C5 1.419(4) . ?
C2 O3 1.355(4) . ?
C2 C10 1.481(4) . ?
O3 C4 1.392(4) . ?
C4 C6 1.377(4) . ?
C4 C5 1.389(5) . ?
C5 C9 1.388(4) . ?
C6 C7 1.386(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.406(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
N11 C12 1.305(4) . ?
N11 C15 1.419(4) . ?
C12 O13 1.356(4) . ?
C12 C20 1.476(4) . ?
O13 C14 1.384(4) . ?
C14 C16 1.380(4) . ?
C14 C15 1.385(5) . ?
C15 C19 1.382(4) . ?
C16 C17 1.390(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.391(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
