#------------------------------------------------------------------------------
#$Date: 2019-11-25 13:42:10 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240996 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/05/4130596.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_4130596
loop_
_publ_author_name
'Krishna, Gamidi Rama'
'Devarapalli, Ramesh'
'Lal, Garima'
'Reddy, C. Malla'
_publ_section_title
;
 Mechanically Flexible Organic Crystals Achieved by Introducing Weak
 Interactions in Structure: Supramolecular Shape Synthons.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13561
_journal_page_last               13567
_journal_paper_doi               10.1021/jacs.6b05118
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C7 H5 Br O2'
_chemical_formula_sum            'C7 H5 Br O2'
_chemical_formula_weight         201.01
_chemical_name_common            '2-BROMO BENZOIC ACID'
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/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                 96.594(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.855(3)
_cell_length_b                   4.0840(8)
_cell_length_c                   22.985(5)
_cell_measurement_reflns_used    2720
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.38
_cell_measurement_theta_min      2.76
_cell_volume                     1385.2(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\ f and ω scans'
_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  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11739
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    5.861
_exptl_absorpt_correction_T_max  0.704
_exptl_absorpt_correction_T_min  0.273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; BRUKER, 2008'
_exptl_crystal_colour            'COLOR LESS'
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0102(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0297
_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)+(0.0277P)²+0.8851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0603
_refine_ls_wR_factor_ref         0.0677
_reflns_number_gt                1225
_reflns_number_total             1682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b05118_si_013.cif
_cod_data_source_block           2d
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               4130596
loop_
_symmetry_equiv_pos_as_xyz
'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, -y, -z'
'x, -y, 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 0.580587(18) 0.05932(9) 0.683408(13) 0.06180(17) Uani 1 1 d .
C1 C 0.60312(16) 0.4064(7) 0.55617(11) 0.0414(6) Uani 1 1 d .
C3 C 0.68693(16) 0.1639(6) 0.64911(11) 0.0403(6) Uani 1 1 d .
C4 C 0.76809(18) 0.0777(7) 0.68169(12) 0.0492(7) Uani 1 1 d .
H4 H 0.7677 -0.0297 0.7173 0.059 Uiso 1 1 calc R
C2 C 0.68684(15) 0.3233(6) 0.59581(10) 0.0382(6) Uani 1 1 d .
C6 C 0.85047(17) 0.3138(8) 0.60934(12) 0.0539(7) Uani 1 1 d .
H6 H 0.9054 0.3666 0.5960 0.065 Uiso 1 1 calc R
C7 C 0.77025(16) 0.3989(7) 0.57697(12) 0.0469(7) Uani 1 1 d .
H7 H 0.7717 0.5094 0.5417 0.056 Uiso 1 1 calc R
C5 C 0.84905(18) 0.1516(7) 0.66106(13) 0.0549(7) Uani 1 1 d .
H5 H 0.9033 0.0903 0.6826 0.066 Uiso 1 1 calc R
O1 O 0.61678(14) 0.6171(6) 0.51578(10) 0.0623(6) Uani 1 1 d .
O2 O 0.52949(12) 0.2845(6) 0.55999(9) 0.0659(6) Uani 1 1 d .
H1 H 0.574(2) 0.639(9) 0.4960(16) 0.076(12) 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
Br1 0.0490(2) 0.0809(3) 0.0545(2) 0.01879(15) 0.00187(12) -0.01028(14)
C1 0.0370(13) 0.0487(17) 0.0375(13) -0.0019(11) 0.0000(10) 0.0012(11)
C3 0.0378(12) 0.0385(15) 0.0430(14) -0.0056(11) -0.0023(10) -0.0021(10)
C4 0.0504(15) 0.0484(17) 0.0455(15) 0.0025(12) -0.0080(12) 0.0008(12)
C2 0.0358(12) 0.0415(15) 0.0358(13) -0.0059(11) -0.0020(10) -0.0013(10)
C6 0.0355(13) 0.069(2) 0.0562(17) -0.0079(15) -0.0003(12) -0.0022(13)
C7 0.0401(13) 0.0576(19) 0.0424(14) -0.0047(12) 0.0017(11) -0.0026(12)
C5 0.0394(14) 0.061(2) 0.0605(18) -0.0064(15) -0.0123(12) 0.0057(13)
O1 0.0418(11) 0.0856(18) 0.0563(13) 0.0254(11) -0.0087(10) -0.0099(11)
O2 0.0371(10) 0.0926(17) 0.0639(13) 0.0287(12) -0.0114(9) -0.0131(10)
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'
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
O2 C1 O1 122.6(2)
O2 C1 C2 123.8(2)
O1 C1 C2 113.5(2)
C2 C3 C4 120.5(2)
C2 C3 Br1 123.87(18)
C4 C3 Br1 115.6(2)
C5 C4 C3 119.8(3)
C3 C2 C7 117.9(2)
C3 C2 C1 124.2(2)
C7 C2 C1 117.9(2)
C5 C6 C7 119.7(3)
C6 C7 C2 121.5(3)
C6 C5 C4 120.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C3 1.893(2)
C1 O2 1.214(3)
C1 O1 1.299(3)
C1 C2 1.494(3)
C3 C2 1.387(3)
C3 C4 1.390(3)
C4 C5 1.376(4)
C2 C7 1.393(3)
C6 C5 1.363(4)
C6 C7 1.375(4)
