#------------------------------------------------------------------------------
#$Date: 2016-11-09 04:05:35 +0200 (Wed, 09 Nov 2016) $
#$Revision: 188333 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/19/2241936.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2241936
loop_
_publ_author_name
'Navarrete Guit\'errez, Ang\'elica'
'Aguirre Hern\'andez, Gerardo'
'Bern\`es, Sylvain'
_publ_section_title
;
Crystal structures of p-substituted derivatives of
2,6-dimethylbromobenzene with {\scriptstyle{1\/over2}} {\/leq} Z'
{\/leq} 4
;
_journal_coeditor_code IS5462
_journal_issue 12
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first 1762
_journal_page_last 1767
_journal_paper_doi 10.1107/S2056989016017485
_journal_volume 72
_journal_year 2016
_chemical_formula_iupac 'C8 H8 Br N O2'
_chemical_formula_moiety 'C8 H8 Br N O2'
_chemical_formula_sum 'C8 H8 Br N O2'
_chemical_formula_weight 230.06
_chemical_melting_point 478
_chemical_name_systematic 2-Bromo-1,3-dimethyl-5-nitrobenzene
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_Hall '-P 1'
_space_group_name_H-M_alt 'P -1'
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-2014/7
_cell_angle_alpha 93.498(4)
_cell_angle_beta 99.284(4)
_cell_angle_gamma 101.722(5)
_cell_formula_units_Z 2
_cell_length_a 4.0502(5)
_cell_length_b 9.3817(6)
_cell_length_c 12.1823(5)
_cell_measurement_reflns_used 2941
_cell_measurement_temperature 296.0(10)
_cell_measurement_theta_max 71.4760
_cell_measurement_theta_min 3.7050
_cell_volume 445.20(7)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
CifTab (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 296.0(10)
_diffrn_detector_area_resol_mean 5.1980
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Rigaku OD SuperNova AtlasS2'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0382
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 5640
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 71.666
_diffrn_reflns_theta_min 3.694
_exptl_absorpt_coefficient_mu 5.977
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.30430
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour 'pale yellow'
_exptl_crystal_density_diffrn 1.716
_exptl_crystal_description block
_exptl_crystal_F_000 228
_exptl_crystal_size_max 0.80
_exptl_crystal_size_mid 0.60
_exptl_crystal_size_min 0.10
_refine_diff_density_max 0.633
_refine_diff_density_min -0.589
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.069
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 111
_refine_ls_number_reflns 1697
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.069
_refine_ls_R_factor_all 0.0495
_refine_ls_R_factor_gt 0.0449
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0686P)^2^+0.2116P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1215
_refine_ls_wR_factor_ref 0.1276
_reflns_number_gt 1503
_reflns_number_total 1697
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file is5462sup1.cif
_cod_data_source_block 2
_cod_database_code 2241936
_shelx_hkl_file
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3 -7 -6 39.32 5.14
-3 7 7 22.03 4.16
-3 7 7 19.60 4.11
-3 7 7 22.67 4.37
3 -7 -7 23.27 3.87
-3 7 8 12.65 2.74
-3 7 8 9.99 2.73
-3 7 8 12.38 3.00
3 -7 -8 13.20 2.71
-3 7 9 12.74 2.41
-3 7 9 10.37 2.35
3 -7 -9 11.24 2.28
3 -8 7 1.18 0.68
3 -8 6 30.09 3.15
3 -8 5 4.71 1.40
3 -8 4 32.17 3.98
3 -8 3 11.34 3.68
3 -8 3 14.60 2.85
3 -8 2 4.93 2.42
3 -8 2 5.02 1.74
3 -8 1 51.61 8.60
3 -8 1 77.36 6.83
3 -8 0 23.79 3.98
3 -8 0 15.15 4.77
3 -8 0 27.15 3.95
3 -8 -1 5.35 1.96
3 -8 -1 2.95 2.08
3 -8 -1 3.32 1.35
3 -8 -2 6.61 1.98
3 -8 -2 5.05 2.37
3 -8 -3 8.65 2.62
3 -8 -3 11.31 2.69
-3 8 4 4.94 2.21
3 -8 -4 3.78 1.92
3 -8 -4 4.04 1.56
-3 8 5 -0.75 1.30
-3 8 5 0.58 0.76
3 -8 -5 0.05 0.78
3 -8 -5 0.20 0.52
-3 8 6 17.21 3.68
-3 8 6 15.22 3.45
3 -8 -6 14.01 3.18
3 -8 -6 18.34 3.10
-3 8 7 0.84 0.77
-3 8 7 1.53 1.14
-3 8 7 2.45 1.25
3 -8 -7 2.17 1.17
3 -8 -7 1.91 1.04
-3 8 8 5.42 1.63
-3 8 8 4.11 1.46
-3 8 8 5.30 1.59
3 -8 -8 6.37 1.52
3 -9 5 0.98 0.61
3 -9 4 0.27 0.31
3 -9 3 0.27 0.42
3 -9 2 9.86 2.98
3 -9 2 15.62 2.58
3 -9 1 -0.01 0.66
3 -9 1 1.28 0.86
3 -9 0 17.61 4.50
3 -9 -1 2.29 1.32
3 -9 -1 0.38 1.26
3 -9 -2 28.29 3.89
3 -9 -2 25.32 5.01
3 -9 -3 14.42 2.70
-3 9 4 7.08 2.26
3 -9 -4 9.48 2.08
-3 9 5 18.87 3.57
-3 9 5 17.89 3.56
3 -9 -5 18.77 2.85
-3 9 6 1.34 0.75
-3 9 6 2.97 1.25
-3 9 6 2.56 1.15
3 -9 -6 3.02 1.03
-4 -4 -1 1.35 0.88
4 4 0 1.52 0.67
-4 -4 0 1.22 0.90
4 4 -1 8.84 2.25
-4 -4 1 3.73 1.32
-4 -4 1 7.71 2.01
4 4 -2 3.91 1.62
-4 -4 2 5.09 1.84
4 4 -3 4.62 1.70
-4 -4 3 5.38 1.82
4 4 -4 16.77 3.37
-4 -4 4 13.95 2.93
4 4 -5 5.70 1.83
-4 -4 5 7.12 1.98
4 4 -6 12.06 2.62
-4 -4 6 10.86 2.34
-4 -3 -3 1.27 1.10
4 3 2 24.27 3.90
-4 -3 -2 31.30 4.74
4 3 2 17.02 3.52
4 3 1 3.07 1.66
-4 -3 -1 3.57 1.94
4 3 0 8.13 2.72
-4 -3 0 8.58 2.82
4 3 -1 5.53 1.99
-4 -3 1 1.94 1.58
-4 -3 1 6.51 2.22
4 3 -2 0.23 0.52
-4 -3 2 2.60 1.42
-4 -3 2 3.25 2.09
4 3 -3 -1.26 1.46
-4 -3 3 1.62 1.29
4 3 -4 1.65 1.25
-4 -3 4 0.70 0.77
4 3 -5 9.34 2.64
-4 -3 5 9.19 2.65
4 3 -6 3.15 1.51
-4 -3 6 1.13 0.69
-4 -3 6 3.50 1.37
4 3 -7 4.67 1.72
-4 -3 7 9.91 2.36
-4 -3 7 8.18 2.09
4 3 -8 12.73 2.56
-4 -3 8 11.97 2.18
-4 -3 8 9.20 2.22
4 2 4 0.24 0.84
-4 -2 -4 1.72 1.38
4 2 4 -0.08 0.34
4 2 3 2.45 1.33
4 2 3 4.29 1.84
-4 -2 -3 5.93 2.35
4 2 2 1.56 1.03
-4 -2 -2 2.55 1.61
4 2 1 61.25 7.27
-4 -2 -1 56.21 5.47
4 2 0 6.67 2.43
-4 -2 0 8.92 2.61
4 2 -1 9.96 3.01
-4 -2 1 8.66 2.60
-4 -2 1 12.56 2.85
4 2 -2 19.25 4.35
-4 -2 2 16.76 3.86
-4 -2 2 16.69 3.22
4 2 -3 22.82 4.69
-4 -2 3 20.32 4.30
4 2 -4 67.71 8.11
-4 -2 4 66.02 7.75
4 2 -5 8.79 2.76
-4 -2 5 14.50 3.52
4 2 -6 4.14 1.83
-4 -2 6 5.35 2.11
-4 -2 6 5.00 1.90
-4 -2 7 6.02 2.14
-4 -2 7 7.08 2.27
4 2 -8 0.51 0.88
-4 -2 8 2.37 1.12
-4 -2 8 2.73 1.15
-4 -2 9 0.97 0.69
-4 -1 -5 1.51 1.47
-4 -1 -5 5.91 1.84
4 1 4 2.54 1.30
-4 -1 -4 2.09 1.49
4 1 3 6.84 2.21
-4 -1 -3 11.32 2.81
-4 -1 -3 6.83 2.27
-4 -1 -3 8.16 2.46
4 1 2 112.92 9.93
-4 -1 -2 109.61 8.16
-4 -1 -2 101.73 8.36
4 1 1 4.33 2.01
-4 -1 -1 3.85 1.79
-4 -1 -1 5.82 2.18
4 1 0 0.70 1.18
-4 -1 0 1.84 0.97
-4 -1 0 3.82 2.23
4 1 -1 1.40 0.34
-4 -1 1 1.16 1.24
-4 -1 1 0.30 1.01
-4 -1 1 3.25 1.87
4 1 -2 1.94 1.19
4 1 -2 -0.08 0.61
-4 -1 2 2.32 1.74
4 1 -3 -0.43 1.14
-4 -1 3 1.98 1.68
-4 -1 3 1.40 1.46
-4 -1 3 3.16 1.61
4 1 -3 0.52 0.48
4 1 -4 5.90 2.57
-4 -1 4 11.45 3.51
-4 -1 4 12.53 2.87
4 1 -5 54.23 7.40
-4 -1 5 59.38 7.40
-4 -1 6 14.50 3.75
4 1 -6 7.14 2.68
-4 -1 6 17.78 3.90
4 1 -7 9.85 2.82
-4 -1 7 35.33 5.15
4 1 -7 14.93 2.84
-4 -1 7 37.55 5.65
-4 -1 8 27.12 4.00
-4 -1 8 29.18 4.63
-4 -1 9 24.49 3.21
4 1 -9 13.53 2.41
-4 -1 9 24.10 3.80
4 1 -10 5.47 1.33
-4 -1 10 11.31 2.32
-4 0 -6 -0.31 0.58
-4 0 -6 1.00 1.11
-4 0 -5 1.57 1.02
-4 0 -5 0.28 0.88
-4 0 -5 1.60 1.40
-4 0 -5 2.02 1.12
4 0 4 3.05 1.44
4 0 4 2.22 1.13
-4 0 -4 4.12 1.85
-4 0 -4 4.89 2.24
-4 0 -4 4.67 1.85
4 0 3 -0.49 1.17
4 0 3 -0.75 1.11
-4 0 -3 0.48 1.06
-4 0 -3 0.83 1.44
-4 0 -3 1.13 1.54
4 0 2 11.79 3.27
4 0 2 10.85 2.56
-4 0 -2 11.15 2.57
-4 0 -2 9.79 3.22
-4 0 -2 11.15 3.07
4 0 1 74.74 8.33
-4 0 -1 97.26 7.89
-4 0 -1 81.40 8.80
-4 0 -1 81.17 7.70
4 0 1 77.05 6.93
4 0 0 16.84 4.26
-4 0 0 19.96 3.46
-4 0 0 19.16 4.08
-4 0 0 18.95 3.88
4 0 0 16.22 3.12
4 0 -1 49.43 6.95
-4 0 1 54.07 6.45
-4 0 1 52.01 6.13
4 0 -1 38.05 4.75
4 0 -2 31.38 5.63
-4 0 2 27.83 4.97
-4 0 2 35.03 5.18
-4 0 2 37.12 4.97
4 0 -2 24.35 3.75
4 0 -3 46.57 6.83
-4 0 3 45.63 6.69
-4 0 3 49.60 6.00
-4 0 3 54.05 5.71
4 0 -4 38.47 6.21
-4 0 4 45.15 6.71
-4 0 4 45.43 5.50
-4 0 5 7.99 3.11
4 0 -5 5.68 2.32
-4 0 5 5.16 2.16
-4 0 5 7.04 1.92
4 0 -5 4.41 1.77
-4 0 6 3.51 0.81
-4 0 6 5.88 2.44
4 0 -6 2.82 1.37
-4 0 7 0.63 0.51
-4 0 7 0.97 0.87
4 0 -7 0.53 0.70
-4 0 8 -0.28 0.56
4 0 -8 0.12 0.42
-4 0 9 8.50 2.56
-4 0 9 8.23 2.01
4 0 -9 2.87 1.27
-4 0 10 7.55 1.98
4 0 -10 5.61 1.51
-4 1 -6 11.33 2.68
-4 1 -6 9.20 2.47
4 -1 6 13.80 2.05
4 -1 5 8.18 1.92
-4 1 -5 11.55 2.68
-4 1 -5 10.42 3.17
-4 1 -5 7.95 1.91
4 -1 4 25.38 4.47
-4 1 -4 26.48 4.01
-4 1 -4 27.08 4.89
-4 1 -4 25.40 3.90
4 -1 4 18.54 3.19
4 -1 3 6.90 2.46
4 -1 3 6.47 1.92
-4 1 -3 6.58 2.15
-4 1 -3 6.85 2.19
-4 1 -3 7.49 2.31
4 -1 2 9.74 3.02
4 -1 2 12.47 2.76
-4 1 -2 14.19 2.79
-4 1 -2 12.39 2.99
4 -1 1 2.27 1.42
4 -1 1 2.00 1.36
-4 1 -1 3.33 1.50
-4 1 -1 0.99 0.79
4 -1 0 2.50 1.65
4 -1 0 2.21 1.18
-4 1 0 1.35 0.99
-4 1 0 0.79 0.34
4 -1 -1 2.72 1.95
-4 1 1 4.19 1.84
4 -1 -1 3.44 1.49
-4 1 1 6.07 1.91
4 -1 -2 12.94 3.60
-4 1 2 10.12 3.21
-4 1 2 13.73 3.22
-4 1 2 12.78 2.82
4 -1 -2 8.45 2.30
-4 1 3 15.10 3.77
-4 1 3 17.94 3.58
-4 1 3 16.59 3.05
4 -1 -3 11.26 2.56
-4 1 4 28.43 5.35
-4 1 4 30.82 4.56
-4 1 4 38.94 4.50
4 -1 -4 25.92 4.03
-4 1 5 60.00 7.56
-4 1 5 61.07 6.11
4 -1 -5 42.84 5.20
-4 1 6 48.06 6.58
-4 1 6 46.52 4.89
4 -1 -6 35.37 4.98
-4 1 7 98.30 8.80
4 -1 -7 50.32 5.88
-4 1 8 -0.34 0.42
-4 1 8 0.90 0.41
4 -1 -8 0.25 0.69
-4 1 9 42.07 4.57
-4 1 9 41.34 5.45
-4 1 10 15.18 2.77
4 -1 -10 10.45 2.10
4 -2 6 2.06 0.87
-4 2 -6 4.22 1.58
-4 2 -6 1.36 0.65
-4 2 -6 2.33 1.65
4 -2 5 1.70 0.98
-4 2 -5 0.59 1.18
-4 2 -5 -0.09 0.49
4 -2 4 2.60 1.57
4 -2 4 0.89 1.20
-4 2 -4 0.76 0.98
-4 2 -4 0.20 1.43
-4 2 -4 1.51 0.70
4 -2 3 37.05 5.66
-4 2 -3 41.84 5.01
-4 2 -3 43.63 5.26
4 -2 3 40.10 5.02
4 -2 2 32.41 5.32
-4 2 -2 30.29 4.49
-4 2 -2 41.83 5.22
4 -2 2 31.30 4.48
4 -2 1 33.32 5.65
-4 2 -1 37.84 5.13
-4 2 -1 39.54 5.18
4 -2 1 30.51 4.46
4 -2 0 64.56 7.70
-4 2 0 69.08 7.12
4 -2 0 47.50 5.29
-4 2 1 73.29 7.47
4 -2 -1 53.89 5.79
4 -2 -1 57.44 5.54
-4 2 2 2.80 1.42
-4 2 2 0.52 1.03
4 -2 -2 1.54 1.62
4 -2 -2 1.95 1.17
-4 2 3 39.28 6.31
-4 2 3 29.59 4.60
4 -2 -3 30.31 4.23
-4 2 4 17.96 4.25
-4 2 4 19.81 3.62
4 -2 -4 17.55 3.39
-4 2 5 9.44 3.01
-4 2 5 10.23 2.40
4 -2 -5 8.80 2.52
-4 2 6 1.38 1.33
-4 2 6 0.09 0.72
4 -2 -6 0.70 0.81
-4 2 7 73.43 7.60
4 -2 -7 45.11 5.53
-4 2 8 8.48 2.25
4 -2 -8 5.47 1.82
-4 2 9 1.34 0.86
4 -2 -9 0.38 0.31
-4 2 10 13.35 2.55
4 -2 -10 11.10 2.08
4 -3 6 3.76 1.03
-4 3 -6 4.32 2.09
4 -3 5 0.42 0.49
-4 3 -5 2.02 1.15
-4 3 -5 -0.62 1.73
-4 3 -4 28.23 3.82
4 -3 4 19.42 3.31
4 -3 3 9.92 2.93
4 -3 3 9.38 2.39
-4 3 -3 11.38 2.47
-4 3 -3 10.38 2.42
4 -3 2 1.14 1.00
-4 3 -2 -0.04 0.78
4 -3 1 0.38 0.57
-4 3 -1 0.84 0.27
4 -3 0 0.93 0.98
-4 3 0 -0.54 1.66
4 -3 0 0.68 0.69
-4 3 1 49.17 5.92
4 -3 -1 41.66 5.04
4 -3 -1 50.62 5.22
-4 3 2 28.11 5.23
4 -3 -2 19.13 3.26
4 -3 -2 22.19 3.62
-4 3 3 13.99 3.73
4 -3 -3 13.50 2.84
-4 3 4 32.65 5.80
4 -3 -4 28.43 4.24
-4 3 5 62.14 7.73
4 -3 -5 62.27 6.33
-4 3 6 69.10 7.80
4 -3 -6 58.88 6.21
-4 3 7 71.44 7.43
4 -3 -7 52.04 5.91
-4 3 8 1.83 1.19
4 -3 -8 0.89 0.81
-4 3 9 22.92 3.28
4 -3 -9 16.60 2.79
-4 3 10 6.24 1.83
4 -3 -10 4.92 1.21
4 -4 6 4.16 1.11
-4 4 -6 2.91 1.14
4 -4 5 4.45 1.43
4 -4 4 4.69 1.57
-4 4 -4 9.52 2.28
-4 4 -3 49.94 5.34
4 -4 3 43.42 4.79
4 -4 2 14.50 2.89
4 -4 2 14.25 2.70
-4 4 -1 31.70 4.55
4 -4 1 35.97 4.50
4 -4 1 36.73 4.38
-4 4 0 20.55 3.63
4 -4 0 18.05 3.23
4 -4 0 21.76 3.43
4 -4 -1 37.91 4.63
4 -4 -1 46.08 5.03
-4 4 2 6.82 2.69
4 -4 -2 4.92 1.65
4 -4 -2 5.29 1.81
-4 4 3 2.03 1.21
4 -4 -3 3.19 1.26
4 -4 -3 4.91 1.80
-4 4 4 1.05 1.16
4 -4 -4 1.16 0.80
-4 4 5 3.43 1.88
-4 4 5 2.41 1.26
4 -4 -5 4.44 1.53
-4 4 6 1.68 0.92
-4 4 6 1.73 1.00
4 -4 -6 0.75 0.96
-4 4 7 34.04 5.26
-4 4 7 29.70 4.54
4 -4 -7 25.57 3.82
-4 4 8 13.99 2.82
4 -4 -8 9.11 2.14
-4 4 9 21.33 2.96
4 -4 -9 18.68 2.67
4 -5 5 1.72 0.82
4 -5 4 0.30 0.77
4 -5 4 2.98 1.18
4 -5 3 0.18 0.32
-4 5 -3 0.01 1.09
4 -5 3 1.64 0.90
4 -5 2 1.85 1.11
4 -5 2 1.34 0.89
4 -5 1 21.58 3.58
4 -5 1 21.07 3.29
4 -5 0 11.27 2.39
4 -5 0 17.09 3.03
4 -5 -1 17.76 2.97
4 -5 -1 18.88 3.26
4 -5 -2 12.43 2.41
4 -5 -2 18.57 3.24
-4 5 3 28.35 5.15
4 -5 -3 33.00 3.99
4 -5 -3 43.72 4.94
-4 5 4 21.04 4.48
-4 5 4 19.47 4.22
4 -5 -4 26.36 3.52
4 -5 -4 30.17 4.17
-4 5 5 41.78 6.15
-4 5 5 33.47 5.36
4 -5 -5 52.63 5.82
4 -5 -5 49.85 5.35
-4 5 6 8.09 2.47
-4 5 6 7.34 2.42
4 -5 -6 6.53 2.09
4 -5 -6 6.19 1.80
-4 5 7 10.30 2.69
-4 5 7 11.40 2.66
4 -5 -7 5.96 1.75
4 -5 -7 9.13 2.09
-4 5 8 5.30 1.59
4 -5 -8 3.17 1.11
4 -5 -8 3.93 1.13
-4 5 9 0.75 0.61
4 -6 4 4.41 1.29
4 -6 3 6.08 1.60
4 -6 2 16.17 2.72
4 -6 1 110.58 7.43
4 -6 0 6.29 1.94
4 -6 -1 0.82 0.80
4 -6 -2 2.29 1.34
4 -6 -2 3.11 1.39
-4 6 3 1.40 0.69
4 -6 -3 0.22 0.44
4 -6 -3 0.18 0.39
-4 6 4 2.20 1.52
-4 6 4 2.48 1.20
4 -6 -4 4.52 1.65
4 -6 -4 4.56 1.52
-4 6 5 18.73 3.83
4 -6 -5 30.41 4.35
4 -6 -5 25.68 3.57
-4 6 6 16.00 3.32
-4 6 6 14.35 3.14
4 -6 -6 23.20 3.67
4 -6 -6 20.44 3.03
-4 6 7 14.22 2.88
-4 6 7 13.31 2.63
4 -6 -7 11.57 2.39
4 -6 -7 15.07 2.31
-4 6 8 11.88 2.13
4 -7 4 1.59 0.55
4 -7 3 1.86 0.89
4 -7 2 7.57 1.79
4 -7 1 46.53 4.52
4 -7 0 37.01 4.16
4 -7 -1 5.15 1.54
4 -7 -2 7.69 2.12
4 -7 -2 7.67 1.86
-4 7 3 10.24 2.70
4 -7 -3 15.68 2.97
4 -7 -3 18.99 3.01
-4 7 4 5.77 2.08
-4 7 4 6.50 2.20
4 -7 -4 15.91 2.98
4 -7 -4 14.86 2.58
-4 7 5 11.03 2.63
-4 7 5 10.71 2.56
4 -7 -5 27.20 3.78
4 -7 -5 30.34 3.47
-4 7 6 0.85 0.62
-4 7 6 0.08 0.49
4 -7 -6 0.54 0.71
-4 7 7 1.46 0.84
4 -8 2 1.84 0.87
4 -8 1 15.43 2.30
4 -8 0 4.13 1.24
4 -8 -1 0.09 0.47
4 -8 -2 -0.45 0.56
4 -8 -3 4.55 1.31
4 -8 -4 2.62 1.15
0 0 0 0.00 0.00
;
_shelx_hkl_checksum 9299
_shelx_res_file
;
nitro1c.res created by SHELXL-2014/7
TITL nitro1c in P-1
CELL 1.54184 4.0502 9.3817 12.1823 93.498 99.284 101.722
ZERR 2.00 0.0005 0.0006 0.0005 0.004 0.004 0.005
LATT 1
SFAC C H N O BR
UNIT 16 16 4 4 2
ACTA
L.S. 20
BOND $H
CONF
FMAP 2
PLAN 10
EQIV $1 -x+1, -y+1, -z
EQIV $2 -x, -y+2, -z
HTAB C4 O1_$1
HTAB C6 O2_$2
WGHT 0.068600 0.211600
FVAR 1.00303
BR1 5 0.116000 0.720523 0.459937 11.00000 0.08500 0.09978 =
0.05358 0.00408 0.01967 0.02069
N1 3 0.297657 0.762169 -0.022562 11.00000 0.07264 0.06016 =
0.05666 0.00870 0.01263 0.01512
O1 4 0.413095 0.669075 -0.067699 11.00000 0.13201 0.09301 =
0.06367 0.01169 0.03798 0.05060
O2 4 0.218231 0.863404 -0.070739 11.00000 0.14668 0.08410 =
0.07060 0.02913 0.03123 0.04881
C1 1 0.146808 0.863483 0.262662 11.00000 0.04809 0.06028 =
0.05872 -0.00573 0.00276 0.01504
C2 1 0.171401 0.733212 0.308630 11.00000 0.04722 0.06588 =
0.04751 0.00346 0.00869 0.01387
C3 1 0.232416 0.611676 0.249951 11.00000 0.05206 0.05838 =
0.05360 0.00445 0.00703 0.01322
C4 1 0.275175 0.623701 0.140643 11.00000 0.05695 0.04995 =
0.05412 0.00442 0.01025 0.01585
AFIX 43
H4A 2 0.321100 0.545869 0.099056 11.00000 -1.20000
AFIX 0
C5 1 0.249455 0.752006 0.093158 11.00000 0.05328 0.05394 =
0.05130 0.00401 0.00688 0.01032
C6 1 0.184599 0.871848 0.151749 11.00000 0.06091 0.04968 =
0.06061 0.00454 0.00438 0.01685
AFIX 43
H6A 2 0.166711 0.956425 0.117323 11.00000 -1.20000
AFIX 0
C7 1 0.087363 0.996158 0.326983 11.00000 0.08392 0.07222 =
0.07768 -0.01559 0.01019 0.02720
AFIX 137
H7A 2 -0.106796 0.967833 0.362959 11.00000 -1.50000
H7B 2 0.044471 1.067627 0.276471 11.00000 -1.50000
H7C 2 0.286661 1.037273 0.382368 11.00000 -1.50000
AFIX 0
C8 1 0.250180 0.470524 0.300777 11.00000 0.09049 0.06770 =
0.06365 0.01953 0.01553 0.02253
AFIX 137
H8A 2 0.402634 0.490713 0.371568 11.00000 -1.50000
H8B 2 0.333489 0.407670 0.251723 11.00000 -1.50000
H8C 2 0.025744 0.423183 0.311450 11.00000 -1.50000
AFIX 0
HKLF 4
REM nitro1c in P-1
REM R1 = 0.0449 for 1503 Fo > 4sig(Fo) and 0.0495 for all 1697 data
REM 111 parameters refined using 0 restraints
END
WGHT 0.0690 0.2100
REM Highest difference peak 0.633, deepest hole -0.589, 1-sigma level 0.081
Q1 1 -0.1095 0.7379 0.4237 11.00000 0.05 0.63
Q2 1 0.3743 0.7177 0.4977 11.00000 0.05 0.55
Q3 1 -0.2727 0.7177 0.3030 11.00000 0.05 0.25
Q4 1 0.4065 1.1149 0.4765 11.00000 0.05 0.23
Q5 1 0.5641 0.7138 0.4452 11.00000 0.05 0.23
Q6 1 0.2246 0.6719 0.2810 11.00000 0.05 0.22
Q7 1 0.3739 0.7026 0.1274 11.00000 0.05 0.22
Q8 1 0.5389 0.4741 0.3513 11.00000 0.05 0.22
Q9 1 0.0408 0.8032 -0.0609 11.00000 0.05 0.22
Q10 1 -0.0269 0.8898 0.2342 11.00000 0.05 0.21
;
_shelx_res_checksum 22770
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_calc_flag
_atom_site_occupancy
Br Br1 0.11600(12) 0.72052(5) 0.45994(3) 0.0787(2) Uani d 1
N N1 0.2977(9) 0.7622(4) -0.0226(3) 0.0628(8) Uani d 1
O O1 0.4131(11) 0.6691(4) -0.0677(3) 0.0899(10) Uani d 1
O O2 0.2182(11) 0.8634(4) -0.0707(3) 0.0947(11) Uani d 1
C C1 0.1468(9) 0.8635(4) 0.2627(3) 0.0565(8) Uani d 1
C C2 0.1714(9) 0.7332(4) 0.3086(3) 0.0534(8) Uani d 1
C C3 0.2324(9) 0.6117(4) 0.2500(3) 0.0548(8) Uani d 1
C C4 0.2752(9) 0.6237(4) 0.1406(3) 0.0530(8) Uani d 1
H H4A 0.3211 0.5459 0.0991 0.064 Uiso calc 1
C C5 0.2495(9) 0.7520(4) 0.0932(3) 0.0533(8) Uani d 1
C C6 0.1846(10) 0.8718(4) 0.1517(3) 0.0571(8) Uani d 1
H H6A 0.1667 0.9564 0.1173 0.069 Uiso calc 1
C C7 0.0874(12) 0.9962(5) 0.3270(4) 0.0779(12) Uani d 1
H H7A -0.1068 0.9678 0.3630 0.117 Uiso calc 1
H H7B 0.0445 1.0676 0.2765 0.117 Uiso calc 1
H H7C 0.2867 1.0373 0.3824 0.117 Uiso calc 1
C C8 0.2502(13) 0.4705(5) 0.3008(4) 0.0724(11) Uani d 1
H H8A 0.4026 0.4907 0.3716 0.109 Uiso calc 1
H H8B 0.3335 0.4077 0.2517 0.109 Uiso calc 1
H H8C 0.0257 0.4232 0.3114 0.109 Uiso calc 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Br1 0.0850(4) 0.0998(4) 0.0536(3) 0.0207(3) 0.0197(2) 0.0041(2)
N1 0.073(2) 0.0602(17) 0.0567(17) 0.0151(15) 0.0126(15) 0.0087(14)
O1 0.132(3) 0.093(2) 0.0637(18) 0.051(2) 0.0380(19) 0.0117(16)
O2 0.147(3) 0.084(2) 0.071(2) 0.049(2) 0.031(2) 0.0291(17)
C1 0.0481(17) 0.060(2) 0.059(2) 0.0150(15) 0.0028(14) -0.0057(16)
C2 0.0472(17) 0.066(2) 0.0475(17) 0.0139(14) 0.0087(13) 0.0035(15)
C3 0.0521(18) 0.0584(19) 0.0536(18) 0.0132(15) 0.0070(14) 0.0044(15)
C4 0.0570(19) 0.0500(17) 0.0541(19) 0.0158(14) 0.0103(14) 0.0044(14)
C5 0.0533(18) 0.0539(18) 0.0513(18) 0.0103(14) 0.0069(14) 0.0040(14)
C6 0.061(2) 0.0497(18) 0.061(2) 0.0169(15) 0.0044(16) 0.0045(15)
C7 0.084(3) 0.072(3) 0.078(3) 0.027(2) 0.010(2) -0.016(2)
C8 0.090(3) 0.068(2) 0.064(2) 0.023(2) 0.016(2) 0.0195(19)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
O1 N1 O2 122.2(4)
O1 N1 C5 119.0(3)
O2 N1 C5 118.7(3)
C6 C1 C2 117.7(3)
C6 C1 C7 118.6(4)
C2 C1 C7 123.7(4)
C1 C2 C3 123.8(3)
C1 C2 Br1 117.9(3)
C3 C2 Br1 118.4(3)
C4 C3 C2 117.4(3)
C4 C3 C8 119.8(3)
C2 C3 C8 122.8(4)
C3 C4 C5 119.7(3)
C3 C4 H4A 120.2
C5 C4 H4A 120.2
C4 C5 C6 122.5(3)
C4 C5 N1 118.6(3)
C6 C5 N1 118.9(3)
C5 C6 C1 118.9(3)
C5 C6 H6A 120.5
C1 C6 H6A 120.5
C1 C7 H7A 109.5
C1 C7 H7B 109.5
H7A C7 H7B 109.5
C1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C3 C8 H8A 109.5
C3 C8 H8B 109.5
H8A C8 H8B 109.5
C3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C2 1.900(4)
N1 O1 1.214(4)
N1 O2 1.217(4)
N1 C5 1.460(5)
C1 C6 1.389(6)
C1 C2 1.390(5)
C1 C7 1.512(5)
C2 C3 1.394(5)
C3 C4 1.379(5)
C3 C8 1.506(5)
C4 C5 1.382(5)
C4 H4A 0.9300
C5 C6 1.388(5)
C6 H6A 0.9300
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H4A O1 2_665 0.93 2.51 3.377(5) 156 yes
C6 H6A O2 2_575 0.93 2.55 3.351(5) 144 yes
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
C6 C1 C2 C3 0.2(5)
C7 C1 C2 C3 -178.8(4)
C6 C1 C2 Br1 -179.5(3)
C7 C1 C2 Br1 1.6(5)
C1 C2 C3 C4 1.0(5)
Br1 C2 C3 C4 -179.4(3)
C1 C2 C3 C8 -178.6(4)
Br1 C2 C3 C8 1.1(5)
C2 C3 C4 C5 -1.3(5)
C8 C3 C4 C5 178.2(3)
C3 C4 C5 C6 0.6(6)
C3 C4 C5 N1 179.7(3)
O1 N1 C5 C4 -12.0(5)
O2 N1 C5 C4 167.5(4)
O1 N1 C5 C6 167.1(4)
O2 N1 C5 C6 -13.4(5)
C4 C5 C6 C1 0.6(6)
N1 C5 C6 C1 -178.5(3)
C2 C1 C6 C5 -0.9(5)
C7 C1 C6 C5 178.1(4)
_cod_database_fobs_code 2241936