#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/01/1520176.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_1520176
loop_
_publ_author_name
'Huth, Susanne L.'
'Threlfall, Terry L.'
'Hursthouse, Michael B.'
_publ_section_title
;
 N-(2-bromophenyl)acetamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              539
_journal_year                    2008
_chemical_formula_moiety         'C8 H8 Br N O'
_chemical_formula_sum            'C8 H8 Br N O'
_chemical_formula_weight         214.06
_chemical_name_systematic
;
 N-(2-bromophenyl)acetamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 96.820(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.78080(10)
_cell_length_b                   11.9344(5)
_cell_length_c                   14.6859(5)
_cell_measurement_reflns_used    7997
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     831.99(5)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10926
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.27
_exptl_absorpt_coefficient_mu    4.879
_exptl_absorpt_correction_T_max  0.8287
_exptl_absorpt_correction_T_min  0.2457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     105
_refine_ls_number_reflns         1899
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0206P)²+0.6348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0561
_reflns_number_gt                1686
_reflns_number_total             1899
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-539.cif
_cod_data_source_block           2008lsh052
_cod_depositor_comments
;
Citation :
Huth, Susanne L. and Threlfall, Terry L. and Hursthouse, Michael B. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/539)

More at:
http://ecrystals.chem.soton.ac.uk/539/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1520176
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'
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
C1 C 0.5493(4) 0.05979(17) 0.13999(13) 0.0143(4) Uani 1 1 d . . .
C2 C 0.4657(4) 0.01928(17) 0.22140(14) 0.0160(4) Uani 1 1 d . . .
C3 C 0.5505(4) -0.08484(18) 0.25612(15) 0.0204(4) Uani 1 1 d . . .
H3 H 0.4855 -0.1119 0.3107 0.025 Uiso 1 1 calc R . .
C4 C 0.7310(4) -0.14909(19) 0.21051(15) 0.0228(5) Uani 1 1 d . . .
H4 H 0.7923 -0.2201 0.2343 0.027 Uiso 1 1 calc R . .
C5 C 0.8228(4) -0.10995(17) 0.12997(16) 0.0204(4) Uani 1 1 d . . .
H5 H 0.9486 -0.1537 0.0993 0.024 Uiso 1 1 calc R . .
C6 C 0.7302(4) -0.00678(18) 0.09438(14) 0.0169(4) Uani 1 1 d . . .
H6 H 0.7901 0.0189 0.0386 0.020 Uiso 1 1 calc R . .
C7 C 0.6100(4) 0.24064(17) 0.06486(13) 0.0155(4) Uani 1 1 d . . .
C8 C 0.4593(4) 0.34546(18) 0.02949(15) 0.0212(5) Uani 1 1 d . . .
H8A H 0.4796 0.4031 0.0773 0.032 Uiso 1 1 calc R . .
H8B H 0.2591 0.3289 0.0126 0.032 Uiso 1 1 calc R . .
H8C H 0.5411 0.3726 -0.0245 0.032 Uiso 1 1 calc R . .
N1 N 0.4488(3) 0.16365(15) 0.10278(11) 0.0142(3) Uani 1 1 d . . .
O1 O 0.8636(3) 0.22806(13) 0.06134(11) 0.0230(3) Uani 1 1 d . . .
Br1 Br 0.23236(4) 0.108839(18) 0.288416(14) 0.02050(8) Uani 1 1 d . . .
H1N H 0.279(5) 0.176(2) 0.1036(16) 0.020(6) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0113(9) 0.0136(10) 0.0176(10) -0.0002(8) 0.0001(7) -0.0012(7)
C2 0.0138(9) 0.0158(10) 0.0184(10) -0.0012(8) 0.0027(7) -0.0018(7)
C3 0.0183(10) 0.0208(11) 0.0223(11) 0.0052(9) 0.0028(8) -0.0019(8)
C4 0.0217(11) 0.0162(11) 0.0298(12) 0.0040(9) -0.0004(9) 0.0023(8)
C5 0.0165(10) 0.0184(11) 0.0257(11) -0.0052(9) 0.0002(8) 0.0036(8)
C6 0.0150(9) 0.0200(11) 0.0157(10) -0.0013(8) 0.0016(7) 0.0018(8)
C7 0.0150(10) 0.0164(10) 0.0154(10) -0.0005(8) 0.0033(7) 0.0003(8)
C8 0.0183(10) 0.0192(11) 0.0273(12) 0.0054(9) 0.0077(8) 0.0022(8)
N1 0.0096(8) 0.0162(9) 0.0173(9) 0.0019(7) 0.0034(6) 0.0017(6)
O1 0.0127(7) 0.0241(8) 0.0332(9) 0.0046(7) 0.0077(6) 0.0010(6)
Br1 0.02053(13) 0.02209(13) 0.02065(13) -0.00047(9) 0.00981(8) 0.00045(8)
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'
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
C2 C1 C6 118.03(18) . .
C2 C1 N1 121.13(18) . .
C6 C1 N1 120.82(18) . .
C3 C2 C1 121.77(19) . .
C3 C2 Br1 118.54(16) . .
C1 C2 Br1 119.69(15) . .
C2 C3 C4 119.4(2) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C3 C4 C5 120.2(2) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
C4 C5 C6 120.0(2) . .
C4 C5 H5 120.0 . .
C6 C5 H5 120.0 . .
C5 C6 C1 120.63(19) . .
C5 C6 H6 119.7 . .
C1 C6 H6 119.7 . .
O1 C7 N1 123.00(19) . .
O1 C7 C8 121.42(18) . .
N1 C7 C8 115.56(17) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 N1 C1 124.51(17) . .
C7 N1 H1N 119.1(17) . .
C1 N1 H1N 116.3(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.392(3) .
C1 C6 1.402(3) .
C1 N1 1.415(3) .
C2 C3 1.385(3) .
C2 Br1 1.902(2) .
C3 C4 1.385(3) .
C3 H3 0.9500 .
C4 C5 1.390(3) .
C4 H4 0.9500 .
C5 C6 1.389(3) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 O1 1.229(2) .
C7 N1 1.360(3) .
C7 C8 1.505(3) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
N1 H1N 0.83(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O1 0.83(2) 2.10(3) 2.895(2) 161(2) 1_455
