#------------------------------------------------------------------------------
#$Date: 2019-06-17 12:15:13 +0300 (Mon, 17 Jun 2019) $
#$Revision: 216016 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/14/1551448.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_1551448
loop_
_publ_author_name
'Niko Pavlicek'
'Przemyslaw Gawel'
'Daniel R. Kohn'
'Zsolt Majzik'
'Yaoyao Xiong'
'Gerhard Meyer'
'Harry L. Anderson'
'Leo Gross'
_publ_section_title
;
 Polyyne formation via skeletal rearrangement induced by atomic
 manipulation
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              853
_journal_page_last               858
_journal_paper_doi               10.1038/s41557-018-0067-y
_journal_volume                  10
_journal_year                    2018
_chemical_absolute_configuration .
_chemical_compound_source        .
_chemical_formula_moiety         'C24 H10 Br4'
_chemical_formula_sum            'C24 H10 Br4'
_chemical_formula_weight         617.96
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_cell_angle_alpha                90
_cell_angle_beta                 100.208(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.0069(4)
_cell_length_b                   3.9729(2)
_cell_length_c                   22.0798(7)
_cell_measurement_reflns_used    2227
_cell_measurement_temperature    150
_cell_measurement_theta_max      76
_cell_measurement_theta_min      4
_cell_volume                     1036.58(7)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_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 0.998
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            4197
_diffrn_reflns_theta_full        73.676
_diffrn_reflns_theta_max         75.954
_diffrn_reflns_theta_min         3.741
_diffrn_standards_decay_%        .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.524
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.12
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.27
_refine_diff_density_min         -0.45
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0504
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0499
_refine_ls_shift/su_max          0.0008580
_refine_ls_shift/su_mean         0.0000662
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.10P)² + 0.00P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1282
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1282
_reflns_limit_h_max              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              4
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              0
_reflns_number_gt                1917
_reflns_number_total             2110
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   4.51
_oxford_diffrn_Wilson_scale      0.08
_oxford_refine_ls_r_factor_ref   0.0525
_oxford_refine_ls_scale          3.73(10)
_oxford_reflns_number_all        2110
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            41557_2018_67_MOESM76_ESM.cif
_cod_data_source_block           7Br4
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 2/c '
_cod_database_code               1551448
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y,z+1/2
-x,y,-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_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
Br1 Br 0.44656(3) 0.39792(11) 0.420614(18) 0.0602 1.0000 Uani . . . . . .
Br2 Br 0.35062(3) 0.25787(10) 0.280248(17) 0.0597 1.0000 Uani . . . . . .
C1 C 0.3233(3) 0.4141(9) 0.35607(15) 0.0500 1.0000 Uani . . . . . .
C2 C 0.2203(3) 0.5317(9) 0.36395(14) 0.0490 1.0000 Uani . . . . . .
C3 C 0.2035(3) 0.6557(10) 0.42247(15) 0.0498 1.0000 Uani . . . . . .
C4 C 0.1938(3) 0.7630(9) 0.47188(16) 0.0508 1.0000 Uani . . . . . .
C5 C 0.1890(3) 0.8908(9) 0.53216(15) 0.0500 1.0000 Uani . . . . . .
C6 C 0.0943(3) 0.8425(10) 0.55963(16) 0.0527 1.0000 Uani . . . . . .
C7 C 0.0935(3) 0.9659(11) 0.61811(17) 0.0560 1.0000 Uani . . . . . .
C8 C 0.1865(4) 1.1340(11) 0.64989(16) 0.0575 1.0000 Uani . . . . . .
C9 C 0.2826(3) 1.1788(12) 0.62351(17) 0.0576 1.0000 Uani . . . . . .
C10 C 0.2836(3) 1.0589(10) 0.56449(16) 0.0525 1.0000 Uani . . . . . .
C11 C 0.1274(3) 0.5332(10) 0.31391(14) 0.0506 1.0000 Uani . . . . . .
C12 C 0.0460(3) 0.5373(10) 0.27343(15) 0.0517 1.0000 Uani . . . . . .
H61 H 0.0325 0.7302 0.5389 0.0627 1.0000 Uiso R . . . . .
H71 H 0.0303 0.9382 0.6359 0.0668 1.0000 Uiso R . . . . .
H81 H 0.1845 1.2176 0.6888 0.0691 1.0000 Uiso R . . . . .
H91 H 0.3458 1.2891 0.6456 0.0691 1.0000 Uiso R . . . . .
H101 H 0.3463 1.0917 0.5464 0.0628 1.0000 Uiso R . . . . .
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'
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
Br2 . C1 . Br1 . 115.59(18) yes
Br2 . C1 . C2 . 122.4(2) yes
Br1 . C1 . C2 . 122.0(2) yes
C1 . C2 . C3 . 120.7(3) yes
C1 . C2 . C11 . 120.4(3) yes
C3 . C2 . C11 . 118.8(3) yes
C2 . C3 . C4 . 177.4(4) yes
C3 . C4 . C5 . 176.8(4) yes
C4 . C5 . C6 . 121.7(3) yes
C4 . C5 . C10 . 118.6(3) yes
C6 . C5 . C10 . 119.7(3) yes
C5 . C6 . C7 . 119.9(3) yes
C5 . C6 . H61 . 120.0 no
C7 . C6 . H61 . 120.1 no
C6 . C7 . C8 . 120.5(3) yes
C6 . C7 . H71 . 119.9 no
C8 . C7 . H71 . 119.6 no
C7 . C8 . C9 . 120.3(3) yes
C7 . C8 . H81 . 119.5 no
C9 . C8 . H81 . 120.1 no
C8 . C9 . C10 . 119.6(3) yes
C8 . C9 . H91 . 119.9 no
C10 . C9 . H91 . 120.6 no
C5 . C10 . C9 . 120.1(3) yes
C5 . C10 . H101 . 119.9 no
C9 . C10 . H101 . 120.0 no
C2 . C11 . C12 . 177.2(3) yes
C12 4_555 C12 . C11 . 178.9(4) yes
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
Br1 . C1 . 1.865(3) yes
Br2 . C1 . 1.868(3) yes
C1 . C2 . 1.362(5) yes
C2 . C3 . 1.430(5) yes
C2 . C11 . 1.424(5) yes
C3 . C4 . 1.196(5) yes
C4 . C5 . 1.435(5) yes
C5 . C6 . 1.394(5) yes
C5 . C10 . 1.399(5) yes
C6 . C7 . 1.383(5) yes
C6 . H61 . 0.916 no
C7 . C8 . 1.382(6) yes
C7 . H71 . 0.920 no
C8 . C9 . 1.393(6) yes
C8 . H81 . 0.926 no
C9 . C10 . 1.390(5) yes
C9 . H91 . 0.934 no
C10 . H101 . 0.921 no
C11 . C12 . 1.202(5) yes
C12 . C12 4_555 1.374(7) yes

_cod_database_fobs_code 1551448
