#------------------------------------------------------------------------------
#$Date: 2019-09-18 15:35:48 +0200 (Wed 18 de Sep de 2019) $
#$Revision: 218447 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/03/7200340.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_7200340
loop_
_publ_author_name
'Samai, Suman'
'Biradha, Kumar'
_publ_section_title
;
 Halogen⋯halogen interactions in assembling β-sheets into 2D
 layers in the bis-(4-halo-phenylamido)alkanes and their co-crystals via
 inter-halogen interactions
;
_journal_coden_ASTM              CRECF4
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              482
_journal_page_last               492
_journal_paper_doi               10.1039/b813263a
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C16 H14 Br2 N2 O2'
_chemical_formula_weight         426.11
_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                 100.057(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   17.080(7)
_cell_length_b                   4.813(2)
_cell_length_c                   9.831(4)
_cell_measurement_reflns_used    1669
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.70
_cell_measurement_theta_min      1.21
_cell_volume                     795.7(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD APEX 2 BRuker'
_diffrn_measurement_method       hemisphere
_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  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9620
_diffrn_reflns_theta_full        26.70
_diffrn_reflns_theta_max         26.70
_diffrn_reflns_theta_min         1.21
_exptl_absorpt_coefficient_mu    5.102
_exptl_absorpt_correction_T_max  0.600
_exptl_absorpt_correction_T_min  0.484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       needle
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0392
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                1150
_reflns_number_total             1669
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B813263A.txt
_cod_data_source_block           2Br
_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 1527 2010-12-29 10:47:43Z saulius 

 Replaced the incorrect bibliographical reference to the original
 publication with a proper one.

 Antanas Vaitkus,
 2019-09-18
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7200340
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
Br1 Br 0.42827(3) 0.66130(11) 0.14852(5) 0.0782(3) Uani 1 1 d . . .
N11 N 0.14023(18) 0.3517(5) -0.2765(3) 0.0417(7) Uani 1 1 d . . .
H11 H 0.1331 0.1777 -0.2944 0.050 Uiso 1 1 calc R . .
C11 C 0.20625(19) 0.4256(6) -0.1754(3) 0.0365(7) Uani 1 1 d . . .
C12 C 0.2774(2) 0.2865(8) -0.1728(4) 0.0540(10) Uani 1 1 d . . .
H12 H 0.2809 0.1455 -0.2361 0.065 Uiso 1 1 calc R . .
C13 C 0.3435(2) 0.3567(8) -0.0760(5) 0.0575(10) Uani 1 1 d . . .
H13 H 0.3914 0.2640 -0.0744 0.069 Uiso 1 1 calc R . .
C14 C 0.3378(2) 0.5612(8) 0.0161(4) 0.0462(8) Uani 1 1 d . . .
C15 C 0.2685(2) 0.6978(8) 0.0175(4) 0.0546(10) Uani 1 1 d . . .
H15 H 0.2657 0.8362 0.0825 0.066 Uiso 1 1 calc R . .
C16 C 0.2018(2) 0.6291(7) -0.0790(4) 0.0482(9) Uani 1 1 d . . .
H16 H 0.1540 0.7211 -0.0784 0.058 Uiso 1 1 calc R . .
O21 O 0.08887(16) 0.7796(5) -0.3257(3) 0.0511(7) Uani 1 1 d . . .
C21 C 0.08730(18) 0.5305(6) -0.3475(3) 0.0358(7) Uani 1 1 d . . .
C22 C 0.0271(2) 0.3981(6) -0.4585(4) 0.0464(9) Uani 1 1 d . . .
H22A H -0.0045 0.2674 -0.4160 0.056 Uiso 1 1 calc . . .
H22B H 0.0549 0.2941 -0.5200 0.056 Uiso 1 1 calc . . .
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
Br1 0.0457(4) 0.1063(5) 0.0695(4) -0.0055(2) -0.0259(2) -0.0133(2)
N11 0.0412(16) 0.0288(12) 0.0468(16) -0.0015(10) -0.0153(13) -0.0042(10)
C11 0.0345(18) 0.0347(14) 0.0355(16) 0.0033(13) -0.0075(14) -0.0035(12)
C12 0.047(2) 0.0545(19) 0.054(2) -0.0142(17) -0.0114(18) 0.0125(16)
C13 0.035(2) 0.071(2) 0.061(2) -0.0001(19) -0.0071(18) 0.0085(17)
C14 0.0324(18) 0.0601(19) 0.0405(18) 0.0020(16) -0.0096(14) -0.0078(15)
C15 0.045(2) 0.066(2) 0.045(2) -0.0171(17) -0.0116(17) 0.0009(17)
C16 0.036(2) 0.0587(19) 0.046(2) -0.0119(16) -0.0041(16) 0.0038(15)
O21 0.0577(17) 0.0286(11) 0.0561(16) -0.0026(10) -0.0203(13) -0.0030(10)
C21 0.0348(18) 0.0322(15) 0.0361(16) -0.0003(12) -0.0061(13) -0.0057(13)
C22 0.044(2) 0.0331(14) 0.052(2) -0.0019(14) -0.0206(16) -0.0072(14)
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
_geom_angle_publ_flag
C21 N11 C11 125.7(2) . . ?
C16 C11 C12 119.1(3) . . ?
C16 C11 N11 122.1(3) . . ?
C12 C11 N11 118.8(3) . . ?
C13 C12 C11 120.1(3) . . ?
C14 C13 C12 119.5(4) . . ?
C15 C14 C13 121.6(3) . . ?
C15 C14 Br1 118.5(3) . . ?
C13 C14 Br1 119.9(3) . . ?
C14 C15 C16 119.4(3) . . ?
C11 C16 C15 120.2(3) . . ?
O21 C21 N11 122.9(3) . . ?
O21 C21 C22 122.4(3) . . ?
N11 C21 C22 114.6(3) . . ?
C21 C22 C22 113.5(3) . 3_564 ?
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
Br1 C14 1.900(3) . ?
N11 C21 1.351(4) . ?
N11 C11 1.412(4) . ?
C11 C16 1.373(5) . ?
C11 C12 1.384(5) . ?
C12 C13 1.385(6) . ?
C13 C14 1.352(5) . ?
C14 C15 1.356(6) . ?
C15 C16 1.390(5) . ?
O21 C21 1.218(4) . ?
C21 C22 1.504(4) . ?
C22 C22 1.490(7) 3_564 ?
