#------------------------------------------------------------------------------
#$Date: 2016-01-09 12:39:08 +0200 (Sat, 09 Jan 2016) $
#$Revision: 173768 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223151.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_7223151
loop_
_publ_author_name
'Alshahateet, Solhe F.'
'Bhadbhade, Mohan M.'
'Bishop, Roger'
'Craig, Donald C.'
'Scudder, Marcia L.'
_publ_section_title
;
 Halogen containing clusters N2Br2, N2Br4, S2Br4and S2Br6yield penannular
 inclusion compounds
;
_journal_issue                   47
_journal_name_full               CrystEngComm
_journal_page_first              9111
_journal_paper_doi               10.1039/C5CE01838B
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C22 H12 Br4 N2 S,C9 H12'
_chemical_formula_sum            'C31 H24 Br4 N2 S'
_chemical_formula_weight         776.2
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source
'International Tables for X-ray Crystallography, Vol. IV'
_audit_creation_method           'RAELSPUB and manual entry'
_audit_update_record
;
2010-11-29 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                93.99(3)
_cell_angle_beta                 102.12(2)
_cell_angle_gamma                108.62(2)
_cell_formula_units_Z            2
_cell_length_a                   10.592(4)
_cell_length_b                   11.235(5)
_cell_length_c                   13.182(7)
_cell_measurement_reflns_used    10
_cell_measurement_temperature    294
_cell_measurement_theta_max      11
_cell_measurement_theta_min      10
_cell_volume                     1437.5(12)
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5258
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  30min
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    5.644
_exptl_absorpt_correction_T_max  0.52
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(DeMeulenaer & Tompa, 1965)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.79
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760.0
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.94
_refine_diff_density_min         -1.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.28
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     180
_refine_ls_number_reflns         3339
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.007
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0004F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.044
_reflns_number_gt                3339
_reflns_number_total             5020
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5ce01838b2.cif
_cod_data_source_block           DRB318
_cod_depositor_comments
'Adding full bibliography for 7223151--7223155.cif.'
_cod_original_cell_volume        1438(1)
_cod_database_code               7223151
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Br1 -0.19602(6) 0.13059(6) 0.13430(5) 0.0559(2) Uani Br 1.0
Br2 0.03619(7) 0.43078(6) -0.14518(5) 0.0573(2) Uani Br 1.0
Br3 0.91194(6) 0.26408(6) 0.45195(5) 0.0575(2) Uani Br 1.0
Br4 0.80424(8) 0.61455(6) 0.71634(6) 0.0798(3) Uani Br 1.0
S1 0.2753(2) -0.1577(1) 0.2667(1) 0.045(2) Uani S 1.0
N1 0.0654(4) 0.0597(4) 0.1613(3) 0.033(1) Uani N 1.0
N2 0.5995(4) 0.1406(4) 0.3976(3) 0.036(2) Uani N 1.0
C1 0.1703(5) -0.0582(5) 0.2710(4) 0.038(2) Uani C 1.0
C2 0.1748(5) 0.0253(4) 0.1857(4) 0.034(1) Uani C 1.0
C3 0.2896(5) 0.0696(4) 0.1418(4) 0.0332(9) Uani C 1.0
C4 0.4151(5) 0.0299(5) 0.1702(4) 0.036(1) Uani C 1.0
C5 0.4298(5) -0.0258(5) 0.2737(4) 0.038(2) Uani C 1.0
C6 0.4664(5) 0.0765(5) 0.3665(4) 0.035(1) Uani C 1.0
C7 0.3656(5) 0.1041(5) 0.4106(4) 0.036(1) Uani C 1.0
C8 0.2159(5) 0.0227(5) 0.3793(4) 0.039(2) Uani C 1.0
C9 0.0615(5) 0.1415(4) 0.0903(4) 0.031(1) Uani C 1.0
C10 -0.0523(5) 0.1839(5) 0.0652(4) 0.036(1) Uani C 1.0
C11 -0.0589(5) 0.2675(5) -0.0030(4) 0.040(2) Uani C 1.0
C12 0.0488(5) 0.3117(5) -0.0522(4) 0.041(2) Uani C 1.0
C13 0.1611(5) 0.2748(5) -0.0332(4) 0.039(2) Uani C 1.0
C14 0.1688(5) 0.1880(4) 0.0401(4) 0.033(1) Uani C 1.0
C15 0.2833(5) 0.1498(5) 0.0683(4) 0.037(2) Uani C 1.0
C16 0.6436(5) 0.2427(5) 0.4736(4) 0.036(1) Uani C 1.0
C17 0.7850(5) 0.3151(5) 0.5088(4) 0.041(2) Uani C 1.0
C18 0.8322(5) 0.4233(5) 0.5794(4) 0.047(2) Uani C 1.0
C19 0.7361(6) 0.4620(5) 0.6204(4) 0.051(2) Uani C 1.0
C20 0.6001(6) 0.3949(5) 0.5933(4) 0.049(2) Uani C 1.0
C21 0.5501(5) 0.2824(5) 0.5192(4) 0.039(1) Uani C 1.0
C22 0.4108(5) 0.2084(5) 0.4846(4) 0.041(1) Uani C 1.0
C1M 0.7153(3) 0.7681(3) 0.2709(2) 0.047(1) Uani C 1.0
C2M 0.7307(3) 0.6549(3) 0.2958(2) 0.055(2) Uani C 1.0
C3M 0.6354(3) 0.5402(3) 0.2422(2) 0.057(2) Uani C 1.0
C4M 0.5248(3) 0.5389(3) 0.1637(2) 0.049(2) Uani C 1.0
C5M 0.5094(3) 0.6521(3) 0.1388(2) 0.047(1) Uani C 1.0
C6M 0.6047(3) 0.7668(3) 0.1924(2) 0.048(1) Uani C 1.0
C7M 0.8202(4) 0.8944(4) 0.3300(3) 0.067(2) Uani C 1.0
C8M 0.6523(5) 0.4155(4) 0.2696(4) 0.098(3) Uani C 1.0
C9M 0.3876(4) 0.6506(4) 0.0524(4) 0.074(2) Uani C 1.0
HC1 0.0729 -0.1151 0.2611 0.044 Uani H 1.0
H1C4 0.4987 0.1063 0.1767 0.037 Uani H 1.0
H2C4 0.4093 -0.0356 0.1124 0.043 Uani H 1.0
HC5 0.5074 -0.0596 0.2802 0.044 Uani H 1.0
H1C8 0.1601 0.0796 0.3791 0.041 Uani H 1.0
H2C8 0.1976 -0.0355 0.4326 0.046 Uani H 1.0
HC11 -0.1394 0.2973 -0.0181 0.047 Uani H 1.0
HC13 0.2363 0.3076 -0.0697 0.047 Uani H 1.0
HC15 0.3616 0.1813 0.0346 0.046 Uani H 1.0
HC18 0.9325 0.4742 0.6018 0.053 Uani H 1.0
HC20 0.5353 0.4242 0.6251 0.059 Uani H 1.0
HC22 0.3425 0.2332 0.5153 0.050 Uani H 1.0
HC2M 0.8105 0.6559 0.3525 0.076 Uani H 1.0
HC4M 0.4560 0.4561 0.1250 0.062 Uani H 1.0
HC6M 0.5936 0.8485 0.1745 0.064 Uani H 1.0
H1C7M 0.8774 0.8791 0.3950 0.079 Uani H 1.0
H2C7M 0.8809 0.9350 0.2842 0.075 Uani H 1.0
H3C7M 0.7711 0.9518 0.3495 0.077 Uani H 1.0
H1C8M 0.5672 0.3431 0.2331 0.107 Uani H 1.0
H2C8M 0.7328 0.4055 0.2464 0.112 Uani H 1.0
H3C8M 0.6679 0.4163 0.3472 0.121 Uani H 1.0
H1C9M 0.4048 0.7371 0.0315 0.091 Uani H 1.0
H2C9M 0.3758 0.5881 -0.0098 0.079 Uani H 1.0
H3C9M 0.3023 0.6254 0.0788 0.090 Uani H 1.0
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C5 94.0(2) 1_555 1_555 1_555 no
C2 N1 C9 118.8(4) 1_555 1_555 1_555 no
C6 N2 C16 118.4(4) 1_555 1_555 1_555 no
S1 C1 C2 112.9(4) 1_555 1_555 1_555 no
S1 C1 C8 109.3(4) 1_555 1_555 1_555 no
C2 C1 C8 110.4(4) 1_555 1_555 1_555 no
N1 C2 C1 113.3(4) 1_555 1_555 1_555 no
N1 C2 C3 123.3(5) 1_555 1_555 1_555 no
C1 C2 C3 123.2(5) 1_555 1_555 1_555 no
C2 C3 C4 123.1(5) 1_555 1_555 1_555 no
C2 C3 C15 117.4(5) 1_555 1_555 1_555 no
C4 C3 C15 119.4(5) 1_555 1_555 1_555 no
C3 C4 C5 114.1(4) 1_555 1_555 1_555 no
S1 C5 C4 109.0(3) 1_555 1_555 1_555 no
S1 C5 C6 113.9(4) 1_555 1_555 1_555 no
C4 C5 C6 110.7(4) 1_555 1_555 1_555 no
N2 C6 C5 113.0(4) 1_555 1_555 1_555 no
N2 C6 C7 124.2(4) 1_555 1_555 1_555 no
C5 C6 C7 122.7(4) 1_555 1_555 1_555 no
C6 C7 C8 122.8(4) 1_555 1_555 1_555 no
C6 C7 C22 116.6(5) 1_555 1_555 1_555 no
C8 C7 C22 120.6(5) 1_555 1_555 1_555 no
C1 C8 C7 114.4(4) 1_555 1_555 1_555 no
N1 C9 C10 120.2(5) 1_555 1_555 1_555 no
N1 C9 C14 122.2(4) 1_555 1_555 1_555 no
C10 C9 C14 117.7(5) 1_555 1_555 1_555 no
Br1 C10 C9 119.7(4) 1_555 1_555 1_555 no
Br1 C10 C11 118.0(4) 1_555 1_555 1_555 no
C9 C10 C11 122.2(5) 1_555 1_555 1_555 no
C10 C11 C12 119.0(5) 1_555 1_555 1_555 no
Br2 C12 C11 117.3(4) 1_555 1_555 1_555 no
Br2 C12 C13 120.1(4) 1_555 1_555 1_555 no
C11 C12 C13 122.6(5) 1_555 1_555 1_555 no
C12 C13 C14 118.3(5) 1_555 1_555 1_555 no
C9 C14 C13 120.3(5) 1_555 1_555 1_555 no
C9 C14 C15 117.4(5) 1_555 1_555 1_555 no
C13 C14 C15 122.3(5) 1_555 1_555 1_555 no
C3 C15 C14 120.8(5) 1_555 1_555 1_555 no
N2 C16 C17 120.5(5) 1_555 1_555 1_555 no
N2 C16 C21 121.7(4) 1_555 1_555 1_555 no
C17 C16 C21 117.7(4) 1_555 1_555 1_555 no
Br3 C17 C16 118.9(4) 1_555 1_555 1_555 no
Br3 C17 C18 118.8(4) 1_555 1_555 1_555 no
C16 C17 C18 122.2(5) 1_555 1_555 1_555 no
C17 C18 C19 118.5(5) 1_555 1_555 1_555 no
Br4 C19 C18 117.5(4) 1_555 1_555 1_555 no
Br4 C19 C20 119.9(5) 1_555 1_555 1_555 no
C18 C19 C20 122.6(5) 1_555 1_555 1_555 no
C19 C20 C21 119.3(5) 1_555 1_555 1_555 no
C16 C21 C20 119.7(5) 1_555 1_555 1_555 no
C16 C21 C22 116.9(4) 1_555 1_555 1_555 no
C20 C21 C22 123.3(5) 1_555 1_555 1_555 no
C7 C22 C21 122.0(5) 1_555 1_555 1_555 no
C2M C1M C6M 120.0 1_555 1_555 1_555 no
C2M C1M C7M 120.0 1_555 1_555 1_555 no
C6M C1M C7M 120.0 1_555 1_555 1_555 no
C1M C2M C3M 120.0 1_555 1_555 1_555 no
C2M C3M C4M 120.0 1_555 1_555 1_555 no
C2M C3M C8M 120.0 1_555 1_555 1_555 no
C4M C3M C8M 120.0 1_555 1_555 1_555 no
C3M C4M C5M 120.0 1_555 1_555 1_555 no
C4M C5M C6M 120.0 1_555 1_555 1_555 no
C4M C5M C9M 120.0 1_555 1_555 1_555 no
C6M C5M C9M 120.0 1_555 1_555 1_555 no
C1M C6M C5M 120.0 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C10 1.893(5) 1_555 1_555 no
Br2 C12 1.893(5) 1_555 1_555 no
Br3 C17 1.885(6) 1_555 1_555 no
Br4 C19 1.893(5) 1_555 1_555 no
S1 C1 1.817(5) 1_555 1_555 no
S1 C5 1.803(5) 1_555 1_555 no
N1 C2 1.320(6) 1_555 1_555 no
N1 C9 1.359(6) 1_555 1_555 no
N2 C6 1.320(6) 1_555 1_555 no
N2 C16 1.356(6) 1_555 1_555 no
C1 C2 1.513(7) 1_555 1_555 no
C1 C8 1.532(7) 1_555 1_555 no
C2 C3 1.418(7) 1_555 1_555 no
C3 C4 1.516(7) 1_555 1_555 no
C3 C15 1.373(7) 1_555 1_555 no
C4 C5 1.539(7) 1_555 1_555 no
C5 C6 1.514(7) 1_555 1_555 no
C6 C7 1.421(7) 1_555 1_555 no
C7 C8 1.506(7) 1_555 1_555 no
C7 C22 1.357(7) 1_555 1_555 no
C9 C10 1.418(7) 1_555 1_555 no
C9 C14 1.409(7) 1_555 1_555 no
C10 C11 1.352(7) 1_555 1_555 no
C11 C12 1.401(7) 1_555 1_555 no
C12 C13 1.361(7) 1_555 1_555 no
C13 C14 1.429(7) 1_555 1_555 no
C14 C15 1.400(7) 1_555 1_555 no
C16 C17 1.414(7) 1_555 1_555 no
C16 C21 1.427(7) 1_555 1_555 no
C17 C18 1.361(7) 1_555 1_555 no
C18 C19 1.413(8) 1_555 1_555 no
C19 C20 1.350(7) 1_555 1_555 no
C20 C21 1.421(7) 1_555 1_555 no
C21 C22 1.398(7) 1_555 1_555 no
C1M C2M 1.386(2) 1_555 1_555 no
C1M C6M 1.386(2) 1_555 1_555 no
C1M C7M 1.526(4) 1_555 1_555 no
C2M C3M 1.386(2) 1_555 1_555 no
C3M C4M 1.386(2) 1_555 1_555 no
C3M C8M 1.526(4) 1_555 1_555 no
C4M C5M 1.386(2) 1_555 1_555 no
C5M C6M 1.386(2) 1_555 1_555 no
C5M C9M 1.526(4) 1_555 1_555 no
