#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:30:31 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179582 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/47/4504778.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_4504778
loop_
_publ_author_name
'Chowdhury, Masrur'
'Kariuki, Benson M.'
_publ_section_title
;
 Supramolecular Assembly in Cinnamate Structures:  The Influence of
 the Ammonium Ion and Halogen Interactions
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              774
_journal_paper_doi               10.1021/cg050604k
_journal_volume                  6
_journal_year                    2006
_chemical_formula_moiety         'C9 H6 Br O2, C9 H7 Br O2, H4 N'
_chemical_formula_sum            'C18 H17 Br2 N O4'
_chemical_formula_weight         471.15
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_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            2
_cell_length_a                   5.5664(3)
_cell_length_b                   40.672(2)
_cell_length_c                   3.9542(3)
_cell_measurement_reflns_used    1538
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      70.26
_cell_measurement_theta_min      2.17
_cell_volume                     895.22(9)
_computing_cell_refinement       SAINTPLUS
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker Smart 6000 CCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            5394
_diffrn_reflns_theta_full        70.26
_diffrn_reflns_theta_max         70.26
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    5.947
_exptl_absorpt_correction_T_max  0.5877
_exptl_absorpt_correction_T_min  0.1026
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.341
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1561
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.341
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0404
_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)+(0.0234P)²+1.4546P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.0973
_reflns_number_gt                1538
_reflns_number_total             1561
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050604ksi20051114_115359.cif
_cod_data_source_block           mc1
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        895.21(10)
_cod_original_sg_symbol_H-M      P21212
_cod_database_code               4504778
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
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
C1 C 0.6750(8) 0.62600(12) 0.7834(13) 0.0287(11) Uani 1 1 d .
C2 C 0.8050(9) 0.65359(11) 0.6828(14) 0.0334(12) Uani 1 1 d .
H2 H 0.9480 0.6511 0.5638 0.040 Uiso 1 1 calc R
C3 C 0.7215(9) 0.68456(11) 0.7601(14) 0.0307(11) Uani 1 1 d .
C4 C 0.5106(9) 0.68963(13) 0.9263(15) 0.0385(13) Uani 1 1 d .
H4 H 0.4553 0.7108 0.9705 0.046 Uiso 1 1 calc R
C5 C 0.3806(10) 0.66217(13) 1.0280(15) 0.0423(13) Uani 1 1 d .
H5 H 0.2374 0.6650 1.1457 0.051 Uiso 1 1 calc R
C6 C 0.4610(9) 0.63069(13) 0.9567(13) 0.0349(12) Uani 1 1 d .
H6 H 0.3711 0.6126 1.0255 0.042 Uiso 1 1 calc R
C7 C 0.7575(9) 0.59240(11) 0.7040(13) 0.0321(12) Uani 1 1 d .
H7 H 0.6554 0.5752 0.7629 0.038 Uiso 1 1 calc R
C8 C 0.9615(9) 0.58439(12) 0.5580(15) 0.0348(12) Uani 1 1 d .
H8 H 1.0620 0.6015 0.4925 0.042 Uiso 1 1 calc R
C9 C 1.0449(9) 0.55059(12) 0.4892(15) 0.0363(13) Uani 1 1 d .
N1 N 0.5000 0.5000 0.988(2) 0.0389(17) Uani 1 2 d S
O1 O 0.8987(7) 0.52696(8) 0.5574(11) 0.0458(10) Uani 1 1 d .
O2 O 1.2502(7) 0.54638(9) 0.3826(16) 0.0571(12) Uani 1 1 d .
Br1 Br 0.90538(11) 0.721573(12) 0.61441(16) 0.0460(2) Uani 1 1 d .
H1 H 1.0000 0.5000 0.54(4) 0.13(5) Uiso 1 2 d S
H9 H 0.429(13) 0.5157(16) 1.12(2) 0.07(2) Uiso 1 1 d .
H10 H 0.388(12) 0.4892(16) 0.866(19) 0.06(2) 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 0.029(2) 0.025(2) 0.032(3) 0.000(2) -0.004(2) -0.0003(19)
C2 0.027(2) 0.029(2) 0.043(3) -0.001(2) 0.001(2) 0.0040(19)
C3 0.034(3) 0.025(2) 0.033(3) -0.003(2) -0.003(2) 0.002(2)
C4 0.041(3) 0.033(3) 0.042(3) -0.012(3) -0.004(3) 0.007(2)
C5 0.031(2) 0.046(3) 0.050(3) -0.009(3) 0.005(3) 0.006(2)
C6 0.034(3) 0.039(3) 0.032(3) 0.000(2) 0.004(2) -0.003(2)
C7 0.030(2) 0.023(2) 0.043(3) 0.003(2) 0.003(2) -0.003(2)
C8 0.034(3) 0.024(2) 0.046(3) 0.000(2) 0.010(2) -0.0020(19)
C9 0.032(3) 0.030(3) 0.047(3) -0.006(2) 0.001(2) 0.004(2)
N1 0.037(3) 0.037(4) 0.043(4) 0.000 0.000 0.003(3)
O1 0.0389(18) 0.0239(16) 0.074(3) 0.0005(19) 0.010(2) 0.0037(16)
O2 0.039(2) 0.0364(19) 0.096(3) -0.015(3) 0.021(3) 0.0022(17)
Br1 0.0596(3) 0.0250(3) 0.0535(3) 0.0034(3) -0.0013(3) -0.0039(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
C6 C1 C2 118.4(5)
C6 C1 C7 120.0(4)
C2 C1 C7 121.6(4)
C3 C2 C1 119.9(5)
C4 C3 C2 122.5(5)
C4 C3 Br1 119.3(4)
C2 C3 Br1 118.2(4)
C3 C4 C5 117.8(5)
C6 C5 C4 121.0(5)
C5 C6 C1 120.3(5)
C8 C7 C1 126.3(5)
C7 C8 C9 125.7(5)
O2 C9 O1 123.7(5)
O2 C9 C8 119.0(5)
O1 C9 C8 117.2(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.387(7)
C1 C2 1.393(7)
C1 C7 1.475(6)
C2 C3 1.377(6)
C3 C4 1.361(8)
C3 Br1 1.909(5)
C4 C5 1.390(8)
C5 C6 1.385(7)
C7 C8 1.315(7)
C8 C9 1.476(7)
C9 O2 1.230(6)
C9 O1 1.287(6)
