#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:08:22 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230387 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/74/7057463.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_7057463
loop_
_publ_author_name
'Lee, Jiwon'
'Lee, Lucia Myongwon'
'Arnott, Zachary'
'Jenkins, Hilary'
'Britten, James F.'
'Vargas-Baca, Ignacio'
_publ_section_title
;
 Sigma-hole interactions in the molecular and crystal structures of
 N-boryl benzo-2,1,3-selenadiazoles
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10555
_journal_paper_doi               10.1039/C8NJ00553B
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C6 H4 B2 Cl6 N2 Se'
_chemical_formula_sum            'C6 H4 B2 Cl6 N2 Se'
_chemical_formula_weight         417.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-01-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3461 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-01-29 deposited with the CCDC.
2018-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 127.603(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9144(10)
_cell_length_b                   11.5744(7)
_cell_length_c                   9.8898(6)
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      40.919
_cell_measurement_theta_min      2.463
_cell_volume                     1352.57(15)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_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  0.0395
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43231
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         41.530
_diffrn_reflns_theta_min         3.448
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.934
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.2689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0618 before and 0.0466 after correction.
The Ratio of minimum to maximum transmission is 0.2689.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.050
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.283
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.181
_refine_diff_density_max         0.915
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         4572
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0225
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0268P)²+0.4334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0530
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4029
_reflns_number_total             4572
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj00553b2.cif
_cod_data_source_block           jl007_0m_a
_cod_depositor_comments
'Adding full bibliography for 7057460--7057464.cif.'
_cod_original_cell_volume        1352.56(15)
_cod_database_code               7057463
_shelx_shelxl_version_number     2014/7
_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_max   0.536
_shelx_estimated_absorpt_t_min   0.402
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Se01 Se 0.5000 0.91860(2) 0.2500 0.01016(3) Uani 1 2 d S T P
Cl02 Cl 0.34364(2) 1.00407(2) 0.30379(3) 0.01552(4) Uani 1 1 d . . .
Cl03 Cl 0.20416(2) 0.78521(2) 0.15148(3) 0.01431(4) Uani 1 1 d . . .
Cl04 Cl 0.39946(2) 0.79560(2) 0.53071(3) 0.01673(4) Uani 1 1 d . . .
N005 N 0.43023(5) 0.80525(6) 0.28039(9) 0.00950(10) Uani 1 1 d . . .
C006 C 0.45988(6) 0.69884(6) 0.26830(10) 0.00945(10) Uani 1 1 d . . .
C007 C 0.42014(7) 0.59319(7) 0.28721(11) 0.01246(12) Uani 1 1 d . . .
H007 H 0.3690 0.5922 0.3115 0.015 Uiso 1 1 calc R . .
C008 C 0.46008(8) 0.49291(7) 0.26824(12) 0.01534(14) Uani 1 1 d . . .
H008 H 0.4349 0.4226 0.2793 0.018 Uiso 1 1 calc R . .
B009 B 0.34521(7) 0.84379(8) 0.31753(11) 0.01131(13) Uani 1 1 d . . .
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Se Se -0.0929 2.2259 '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
N005 Se01 N005 87.09(4) 2_655 .
C006 N005 Se01 113.41(5) . .
C006 N005 B009 129.39(6) . .
B009 N005 Se01 117.19(5) . .
N005 C006 C006 113.04(4) . 2_655
N005 C006 C007 126.40(7) . .
C007 C006 C006 120.56(4) . 2_655
C006 C007 H007 121.3 . .
C008 C007 C006 117.42(7) . .
C008 C007 H007 121.3 . .
C007 C008 C008 122.01(5) . 2_655
C007 C008 H008 119.0 . .
C008 C008 H008 119.0 2_655 .
Cl03 B009 Cl02 110.30(5) . .
Cl04 B009 Cl02 111.50(5) . .
Cl04 B009 Cl03 112.28(5) . .
N005 B009 Cl02 103.90(5) . .
N005 B009 Cl03 109.34(5) . .
N005 B009 Cl04 109.17(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Se01 N005 1.8100(7) 2_655
Se01 N005 1.8100(7) .
Cl02 B009 1.8592(10) .
Cl03 B009 1.8347(9) .
Cl04 B009 1.8245(9) .
N005 C006 1.3384(10) .
N005 B009 1.5843(10) .
C006 C006 1.4464(14) 2_655
C006 C007 1.4202(11) .
C007 H007 0.9300 .
C007 C008 1.3688(12) .
C008 C008 1.4395(17) 2_655
C008 H008 0.9300 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Se01 N005 C006 C006 -0.66(10) . 2_655
Se01 N005 C006 C007 179.55(7) . .
Se01 N005 B009 Cl02 3.01(7) . .
Se01 N005 B009 Cl03 120.77(5) . .
Se01 N005 B009 Cl04 -116.05(5) . .
N005 Se01 N005 C006 0.25(4) 2_655 .
N005 Se01 N005 B009 179.97(7) 2_655 .
N005 C006 C007 C008 179.32(8) . .
C006 N005 B009 Cl02 -177.32(7) . .
C006 N005 B009 Cl03 -59.57(10) . .
C006 N005 B009 Cl04 63.62(9) . .
C006 C006 C007 C008 -0.45(14) 2_655 .
C006 C007 C008 C008 0.44(16) . 2_655
B009 N005 C006 C006 179.66(8) . 2_655
B009 N005 C006 C007 -0.13(13) . .
