#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:07:05 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180466 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/35/7213590.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_7213590
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                   6.3090(6)
_cell_length_b                   10.7274(9)
_cell_length_c                   6.3907(6)
_cell_measurement_reflns_used    4150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      35.0864
_cell_measurement_theta_min      3.7467
_cell_volume                     432.52(7)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'SMART CCD area detecotr'
_diffrn_measurement_method       'omea 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  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11164
_diffrn_reflns_theta_full        49.25
_diffrn_reflns_theta_max         49.25
_diffrn_reflns_theta_min         3.75
_exptl_absorpt_coefficient_mu    9.342
_exptl_absorpt_correction_T_max  0.4552
_exptl_absorpt_correction_T_min  0.2444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.663
_refine_diff_density_min         -1.079
_refine_diff_density_rms         0.162
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.020(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     37
_refine_ls_number_reflns         2252
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0384
_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)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0830
_reflns_number_gt                1770
_reflns_number_total             2252
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce41779d.txt
_cod_data_source_block           100K
_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_database_code               7213590
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 0.595360(16) 0.45172(6) 0.01613(6) Uani 1 2 d S
O1 O 0.5000 0.85747(19) 0.2249(3) 0.0183(3) Uani 1 2 d S
O2 O 0.5000 0.69731(19) 0.9137(3) 0.0173(3) Uani 1 2 d S
H2 H 0.5000 0.7323 1.0313 0.026 Uiso 1 2 calc SR
C3 C 0.5000 0.7822(2) 0.7661(4) 0.0147(4) Uani 1 2 d S
H3 H 0.5000 0.8671 0.8083 0.018 Uiso 1 2 calc SR
C1 C 0.5000 0.8629(2) 0.4167(4) 0.0170(5) Uani 1 2 d S
H1 H 0.5000 0.9436 0.4779 0.020 Uiso 1 2 calc SR
C2 C 0.5000 0.7582(2) 0.5573(4) 0.0144(4) Uani 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 0.02177(10) 0.01100(7) 0.01561(9) -0.00200(12) 0.000 0.000
O1 0.0260(9) 0.0166(7) 0.0124(7) 0.0007(6) 0.000 0.000
O2 0.0238(8) 0.0172(6) 0.0109(9) 0.0019(5) 0.000 0.000
C3 0.0170(10) 0.0132(7) 0.0139(9) 0.0000(6) 0.000 0.000
C1 0.0227(10) 0.0126(7) 0.0156(13) 0.0005(6) 0.000 0.000
C2 0.0181(10) 0.0113(7) 0.0136(9) -0.0002(6) 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
C3 O2 H2 109.5
O2 C3 C2 125.1(2)
O2 C3 H3 117.4
C2 C3 H3 117.4
O1 C1 C2 126.0(2)
O1 C1 H1 117.0
C2 C1 H1 117.0
C3 C2 C1 117.8(2)
C3 C2 Br1 122.04(17)
C1 C2 Br1 120.20(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C2 1.873(2)
O1 C1 1.227(3)
O2 C3 1.311(3)
O2 H2 0.8400
C3 C2 1.358(3)
C3 H3 0.9500
C1 C2 1.438(3)
C1 H1 0.9500
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 C3 C2 C1 180.000(1)
O2 C3 C2 Br1 0.000(2)
O1 C1 C2 C3 180.000(1)
O1 C1 C2 Br1 0.000(1)
