#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:07:05 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180466 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/35/7213591.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_7213591
loop_
_publ_author_name
'Deringer, Volker L.'
'Pan, Fangfang'
'George, Janine'
'Müller, Paul'
'Dronskowski, Richard'
'Englert, Ulli'
_publ_section_title
;
 Intermolecular contacts in bromomalonic aldehyde---intuition, experiment,
 and theory
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              135
_journal_paper_doi               10.1039/c3ce41779d
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C3 H3 Br O2'
_chemical_formula_sum            'C3 H3 Br O2'
_chemical_formula_weight         150.96
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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            4
_cell_length_a                   6.503(13)
_cell_length_b                   10.85(2)
_cell_length_c                   6.429(13)
_cell_measurement_reflns_used    1494
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.7889
_cell_measurement_theta_min      3.6532
_cell_volume                     453.6(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'SMART CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         'Incoatec microsource'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3146
_diffrn_reflns_theta_full        30.43
_diffrn_reflns_theta_max         30.43
_diffrn_reflns_theta_min         3.65
_exptl_absorpt_coefficient_mu    8.907
_exptl_absorpt_correction_T_max  0.6170
_exptl_absorpt_correction_T_min  0.5360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.017(17)
_refine_ls_extinction_coef       0.0105(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     47
_refine_ls_number_reflns         705
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0190
_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)+(0.0100P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0398
_refine_ls_wR_factor_ref         0.0406
_reflns_number_gt                660
_reflns_number_total             705
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce41779d.txt
_cod_data_source_block           291K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        453.6(16)
_cod_database_code               7213591
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, 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
Br1 Br 0.5000 0.40193(2) 0.08676(8) 0.04299(13) Uani 1 2 d S
O1 O 0.5000 0.1425(3) -0.1393(4) 0.0497(6) Uani 1 2 d S
O2 O 0.5000 0.3029(3) 0.5472(4) 0.0459(7) Uani 1 2 d S
H2 H 0.5000 0.270(4) 0.666(7) 0.015(10) Uiso 1 2 d S
C1 C 0.5000 0.2177(3) 0.4000(4) 0.0342(7) Uani 1 2 d S
H1 H 0.5000 0.138(5) 0.435(9) 0.060(14) Uiso 1 2 d S
C2 C 0.5000 0.2406(3) 0.1919(5) 0.0335(6) Uani 1 2 d S
C3 C 0.5000 0.1383(3) 0.0520(6) 0.0412(9) Uani 1 2 d S
H3 H 0.5000 0.068(4) 0.121(11) 0.054(13) Uiso 1 2 d S
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 0.0629(2) 0.03343(16) 0.03260(16) 0.0062(2) 0.000 0.000
O1 0.0737(17) 0.0497(15) 0.0256(13) -0.0065(12) 0.000 0.000
O2 0.0688(16) 0.0475(16) 0.0213(17) -0.0029(11) 0.000 0.000
C1 0.0437(17) 0.0361(17) 0.0228(15) -0.0003(13) 0.000 0.000
C2 0.0439(17) 0.0305(13) 0.0259(15) 0.0028(11) 0.000 0.000
C3 0.0579(18) 0.0394(15) 0.026(3) 0.0000(13) 0.000 0.000
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'
O O 0.0106 0.0060 '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
C1 O2 H2 110(3)
O2 C1 C2 125.1(3)
O2 C1 H1 120(4)
C2 C1 H1 115(4)
C1 C2 C3 118.5(3)
C1 C2 Br1 121.6(2)
C3 C2 Br1 119.9(3)
O1 C3 C2 126.9(4)
O1 C3 H3 122(4)
C2 C3 H3 111(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C2 1.876(4)
O1 C3 1.231(5)
O2 C1 1.323(5)
O2 H2 0.84(4)
C1 C2 1.361(5)
C1 H1 0.90(6)
C2 C3 1.429(5)
C3 H3 0.88(5)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O2 C1 C2 C3 180.0
O2 C1 C2 Br1 0.0
C1 C2 C3 O1 180.0
Br1 C2 C3 O1 0.0
