#------------------------------------------------------------------------------
#$Date: 2021-04-05 18:19:57 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263854 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/79/7157943.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_7157943
loop_
_publ_author_name
'Goodwin, Rosemary J.'
'Blyth, Mitchell T.'
'Fung, Alfred K. K.'
'Smith, Leesa M.'
'Norcott, Philip L.'
'Tanovic, Sara'
'Coote, Michelle L.'
'White, Nicholas G.'
_publ_section_title
;
 Simple acyclic molecules containing a single charge-assisted O-H group
 can recognize anions in acetonitrile : water mixtures.
;
_journal_issue                   12
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2794
_journal_page_last               2803
_journal_paper_doi               10.1039/d1ob00282a
_journal_volume                  19
_journal_year                    2021
_chemical_compound_source        synthesized
_chemical_formula_moiety         'C26 H22 N2 O2, 2(Br)'
_chemical_formula_sum            'C26 H22 Br2 N2 O2'
_chemical_formula_weight         554.28
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2020-12-16 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                118.013(4)
_cell_angle_beta                 97.791(3)
_cell_angle_gamma                104.191(4)
_cell_formula_units_Z            1
_cell_length_a                   7.5194(4)
_cell_length_b                   9.4830(4)
_cell_length_c                   9.4934(3)
_cell_measurement_reflns_used    5624
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.59
_cell_measurement_theta_min      5.44
_cell_volume                     553.98(5)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.013
_diffrn_reflns_av_unetI/netI     0.015
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6507
_diffrn_reflns_theta_full        73.843
_diffrn_reflns_theta_max         73.843
_diffrn_reflns_theta_min         5.452
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.857
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0434
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2231
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0209
_refine_ls_shift/su_max          0.0023026
_refine_ls_shift/su_mean         0.0000569
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.03P)² + 0.60P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0549
_refine_ls_wR_factor_gt          0.0548
_refine_ls_wR_factor_ref         0.0549
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              10
_reflns_limit_k_min              -11
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                2223
_reflns_number_total             2231
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.71
_oxford_diffrn_Wilson_scale      0.01
_oxford_refine_ls_r_factor_ref   0.0210
_oxford_refine_ls_scale          10.8(3)
_oxford_reflns_number_all        2231
_cod_data_source_file            d1ob00282a2.cif
_cod_data_source_block           3Br2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7157935--7157948.cif.
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7157943
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0210
_oxford_refine_ls_wr_factor_all  0.0549
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O1 O 0.33954(19) 1.22296(16) 0.96069(16) 0.0198 1.0000 Uani D . . . . .
C2 C 0.2825(2) 1.1030(2) 0.9994(2) 0.0154 1.0000 Uani . . . . . .
C3 C 0.2387(2) 1.1416(2) 1.1471(2) 0.0185 1.0000 Uani . . . . . .
C4 C 0.1846(2) 1.0189(2) 1.1910(2) 0.0207 1.0000 Uani . . . . . .
C5 C 0.1749(2) 0.8555(2) 1.0879(2) 0.0204 1.0000 Uani . . . . . .
C6 C 0.2190(2) 0.8100(2) 0.9362(2) 0.0167 1.0000 Uani . . . . . .
C7 C 0.2711(2) 0.9330(2) 0.8879(2) 0.0142 1.0000 Uani . . . . . .
C8 C 0.2173(3) 0.6430(2) 0.8328(2) 0.0212 1.0000 Uani . . . . . .
C9 C 0.2643(3) 0.5994(2) 0.6884(2) 0.0225 1.0000 Uani . . . . . .
C10 C 0.3089(2) 0.7203(2) 0.6419(2) 0.0192 1.0000 Uani . . . . . .
N11 N 0.31063(19) 0.87880(18) 0.73502(18) 0.0144 1.0000 Uani . . . . . .
C12 C 0.3508(2) 0.9880(2) 0.6598(2) 0.0150 1.0000 Uani . . . . . .
C13 C 0.1676(2) 0.9945(2) 0.5785(2) 0.0141 1.0000 Uani . . . . . .
C14 C 0.1436(2) 1.1507(2) 0.6279(2) 0.0160 1.0000 Uani . . . . . .
C15 C -0.0237(2) 1.1553(2) 0.5499(2) 0.0160 1.0000 Uani . . . . . .
Br1 Br 0.31877(3) 1.57454(2) 1.22276(2) 0.0232 1.0000 Uani . . . . . .
H31 H 0.2457 1.2544 1.2187 0.0222 1.0000 Uiso R . . . . .
H41 H 0.1550 1.0508 1.2948 0.0248 1.0000 Uiso R . . . . .
H51 H 0.1406 0.7729 1.1175 0.0244 1.0000 Uiso R . . . . .
H81 H 0.1859 0.5626 0.8672 0.0254 1.0000 Uiso R . . . . .
H91 H 0.2693 0.4902 0.6194 0.0274 1.0000 Uiso R . . . . .
H101 H 0.3384 0.6926 0.5409 0.0222 1.0000 Uiso R . . . . .
H121 H 0.4382 1.1021 0.7439 0.0170 1.0000 Uiso R . . . . .
H122 H 0.4117 0.9342 0.5730 0.0173 1.0000 Uiso R . . . . .
H141 H 0.2430 1.2536 0.7164 0.0191 1.0000 Uiso R . . . . .
H151 H -0.0391 1.2625 0.5855 0.0189 1.0000 Uiso R . . . . .
H11 H 0.337(4) 1.313(2) 1.033(3) 0.0299(19) 1.0000 Uiso D . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . O1 . H11 . 109.6(18) no
O1 . C2 . C3 . 121.48(16) yes
O1 . C2 . C7 . 119.50(15) yes
C3 . C2 . C7 . 119.01(16) yes
C2 . C3 . C4 . 122.00(17) yes
C2 . C3 . H31 . 117.8 no
C4 . C3 . H31 . 120.2 no
C3 . C4 . C5 . 120.37(17) yes
C3 . C4 . H41 . 119.4 no
C5 . C4 . H41 . 120.2 no
C4 . C5 . C6 . 119.79(16) yes
C4 . C5 . H51 . 120.8 no
C6 . C5 . H51 . 119.4 no
C5 . C6 . C7 . 120.58(16) yes
C5 . C6 . C8 . 119.87(16) yes
C7 . C6 . C8 . 119.52(16) yes
C6 . C7 . C2 . 118.24(15) yes
C6 . C7 . N11 . 117.61(15) yes
C2 . C7 . N11 . 124.14(15) yes
C6 . C8 . C9 . 120.20(16) yes
C6 . C8 . H81 . 119.1 no
C9 . C8 . H81 . 120.7 no
C8 . C9 . C10 . 119.06(17) yes
C8 . C9 . H91 . 121.8 no
C10 . C9 . H91 . 119.1 no
C9 . C10 . N11 . 122.71(17) yes
C9 . C10 . H101 . 120.9 no
N11 . C10 . H101 . 116.4 no
C7 . N11 . C10 . 120.81(14) yes
C7 . N11 . C12 . 124.03(14) yes
C10 . N11 . C12 . 115.12(14) yes
N11 . C12 . C13 . 111.55(13) yes
N11 . C12 . H121 . 110.3 no
C13 . C12 . H121 . 110.4 no
N11 . C12 . H122 . 106.7 no
C13 . C12 . H122 . 108.5 no
H121 . C12 . H122 . 109.2 no
C12 . C13 . C15 2_576 120.19(15) yes
C12 . C13 . C14 . 120.51(15) yes
C15 2_576 C13 . C14 . 119.27(15) yes
C13 . C14 . C15 . 120.00(16) yes
C13 . C14 . H141 . 119.0 no
C15 . C14 . H141 . 121.0 no
C13 2_576 C15 . C14 . 120.73(16) yes
C13 2_576 C15 . H151 . 120.0 no
C14 . C15 . H151 . 119.2 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C2 . 1.345(2) yes
O1 . H11 . 0.814(16) no
C2 . C3 . 1.382(2) yes
C2 . C7 . 1.425(2) yes
C3 . C4 . 1.401(2) yes
C3 . H31 . 0.943 no
C4 . C5 . 1.366(3) yes
C4 . H41 . 0.961 no
C5 . C6 . 1.409(3) yes
C5 . H51 . 0.942 no
C6 . C7 . 1.432(2) yes
C6 . C8 . 1.414(3) yes
C7 . N11 . 1.397(2) yes
C8 . C9 . 1.358(3) yes
C8 . H81 . 0.954 no
C9 . C10 . 1.395(3) yes
C9 . H91 . 0.945 no
C10 . N11 . 1.334(2) yes
C10 . H101 . 0.942 no
N11 . C12 . 1.507(2) yes
C12 . C13 . 1.515(2) yes
C12 . H121 . 0.968 no
C12 . H122 . 0.985 no
C13 . C15 2_576 1.392(2) yes
C13 . C14 . 1.396(2) yes
C14 . C15 . 1.392(2) yes
C14 . H141 . 0.959 no
C15 . H151 . 0.952 no
