#------------------------------------------------------------------------------
#$Date: 2019-11-17 03:58:20 +0100 (dom 17 de nov de 2019) $
#$Revision: 227995 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/13/7121335.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_7121335
loop_
_publ_author_name
'Alimi, Lukman O.'
'Lama, Prem'
'Smith, Vincent J.'
'Barbour, Leonard J.'
_publ_section_title
;
 Hand-twistable plastically deformable crystals of a rigid small organic
 molecule.
;
_journal_issue                   24
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2994
_journal_page_last               2997
_journal_paper_doi               10.1039/c8cc00775f
_journal_volume                  54
_journal_year                    2018
_chemical_formula_sum            'C7 H4 Br N'
_chemical_formula_weight         182.02
_chemical_name_common            4-bromobenzonitirle
_chemical_name_systematic        4-bromobenzonitirle
_space_group_crystal_system      monoclinic
_space_group_IT_number           8
_space_group_name_Hall           'C -2y'
_space_group_name_H-M_alt        'C 1 m 1'
_symmetry_space_group_name_Hall  'C -2y'
_symmetry_space_group_name_H-M   'C 1 m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-11-26 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.311(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.509(5)
_cell_length_b                   8.535(4)
_cell_length_c                   4.127(2)
_cell_measurement_reflns_used    3581
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      3.21
_cell_volume                     334.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(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       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            4129
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.332
_diffrn_reflns_theta_min         3.207
_exptl_absorpt_coefficient_mu    6.033
_exptl_absorpt_correction_T_max  0.573
_exptl_absorpt_correction_T_min  0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.910
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.601
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         655
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0728P)²+1.2112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1019
_reflns_Friedel_coverage         0.985
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                652
_reflns_number_total             655
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc00775f5.cif
_cod_data_source_block           4-BBN-B
_cod_depositor_comments
'Adding full bibliography for 7121334--7121335.cif.'
_cod_database_code               7121335
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.073
_shelx_estimated_absorpt_t_max   0.573
_shelx_res_file
;
TITL C:\frames\guest\LAB090~1\work\2B2_b_a.res in Cm
    C:\Users\lukman\Desktop\LA_SnB\bent\FINALW~1\4-BBN-B.res
    created by SHELXL-2016/6 at 19:26:31 on 07-Aug-2017
CELL 0.71073 9.5087 8.5350 4.1268 90.000 90.311 90.000
ZERR 2.0000 0.0045 0.0040 0.0020 0.000 0.005 0.000
LATT -7
SYMM X, -Y, Z
SFAC C H N BR
UNIT 14 8 2 2
BOND
OMIT -3 1 -2
OMIT -5 3 -3
ACTA 50
FMAP 2 1 53
PLAN 10 0 0
SIZE 0.91 0.188 0.104
TWIN
TEMP 0
L.S. 4
WGHT    0.072800    1.211200
FVAR       0.87493
BR1   4    0.260890    0.000000    0.005910    10.50000    0.04740    0.05566 =
         0.04800    0.00000    0.00973    0.00000
N1    3   -0.408415    0.000000    0.809986    10.50000    0.06636    0.06866 =
         0.09228    0.00000    0.02634    0.00000
C1    1    0.081904    0.000000    0.206890    10.50000    0.03834    0.04349 =
         0.02927    0.00000   -0.00170    0.00000
C2    1    0.020039    0.140894    0.284341    11.00000    0.05011    0.03131 =
         0.04798    0.00499    0.00007   -0.00137
AFIX  43
H2    2    0.063039    0.234841    0.228164    11.00000   -1.20000
AFIX   0
C3    1   -0.105994    0.140977    0.445633    11.00000    0.05127    0.03706 =
         0.04760   -0.00178   -0.00284    0.00549
AFIX  43
H3    2   -0.148436    0.235273    0.501572    11.00000   -1.20000
AFIX   0
C4    1   -0.169732    0.000000    0.524776    10.50000    0.04007    0.04447 =
         0.03777    0.00000   -0.00288    0.00000
C5    1   -0.303095    0.000000    0.687256    10.50000    0.05179    0.04961 =
         0.06186    0.00000    0.00885    0.00000
HKLF 4




REM  C:\frames\guest\LAB090~1\work\2B2_b_a.res in Cm
REM R1 =  0.0404 for     652 Fo > 4sig(Fo)  and  0.0408 for all     655 data
REM     49 parameters refined using      2 restraints

END

WGHT      0.0738      0.7978

REM Highest difference peak  0.601,  deepest hole -0.218,  1-sigma level  0.063
Q1    1   0.1854  0.0000  0.1081  10.50000  0.05    0.60
Q2    1   0.3307  0.0000 -0.0872  10.50000  0.05    0.54
Q3    1   0.3463  0.0000  0.1884  10.50000  0.05    0.39
Q4    1   0.1766  0.0000 -0.1650  10.50000  0.05    0.38
Q5    1  -0.2535  0.0000  0.5815  10.50000  0.05    0.26
Q6    1  -0.0275  0.1285  0.4309  11.00000  0.05    0.17
Q7    1  -0.1524  0.0000  0.3678  10.50000  0.05    0.16
Q8    1  -0.0880  0.1260  0.3011  11.00000  0.05    0.14
Q9    1   0.2608 -0.1205  0.0520  11.00000  0.05    0.14
Q10   1  -0.5832  0.0000  0.7426  10.50000  0.05    0.14
;
_shelx_res_checksum              3044
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, 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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Br1 Br 0.26089(2) 0.000000 0.00591(2) 0.0503(4) Uani 1 2 d S T P
N1 N -0.4084(18) 0.000000 0.810(5) 0.076(4) Uani 1 2 d S T P
C1 C 0.0819(13) 0.000000 0.207(3) 0.037(2) Uani 1 2 d S T P
C2 C 0.0200(10) 0.1409(10) 0.284(2) 0.043(2) Uani 1 1 d . . .
H2 H 0.063039 0.234841 0.228164 0.052 Uiso 1 1 calc R U .
C3 C -0.1060(10) 0.1410(11) 0.446(2) 0.045(2) Uani 1 1 d . . .
H3 H -0.148436 0.235273 0.501572 0.054 Uiso 1 1 calc R U .
C4 C -0.1697(14) 0.000000 0.525(4) 0.041(3) Uani 1 2 d S T P
C5 C -0.3031(17) 0.000000 0.687(6) 0.054(4) Uani 1 2 d S T P
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 0.0474(6) 0.0557(7) 0.0480(6) 0.000 0.0097(4) 0.000
N1 0.066(10) 0.069(9) 0.092(12) 0.000 0.026(9) 0.000
C1 0.038(6) 0.043(6) 0.029(6) 0.000 -0.002(4) 0.000
C2 0.050(5) 0.031(4) 0.048(5) 0.005(4) 0.000(4) -0.001(3)
C3 0.051(5) 0.037(5) 0.048(5) -0.002(4) -0.003(4) 0.005(4)
C4 0.040(7) 0.044(7) 0.038(8) 0.000 -0.003(6) 0.000
C5 0.052(9) 0.050(8) 0.062(11) 0.000 0.009(8) 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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C2 121.7(12) . 2
C2 C1 Br1 119.1(6) . .
C2 C1 Br1 119.1(6) 2 .
C3 C2 C1 119.2(9) . .
C2 C3 C4 119.8(9) . .
C3 C4 C3 120.3(13) 2 .
C3 C4 C5 119.8(7) 2 .
C3 C4 C5 119.8(7) . .
N1 C5 C4 179(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.897(13) .
N1 C5 1.12(2) .
C1 C2 1.377(11) .
C1 C2 1.377(11) 2
C2 C3 1.374(14) .
C3 C4 1.387(12) .
C4 C5 1.44(2) .
