#------------------------------------------------------------------------------
#$Date: 2015-09-26 04:58:51 +0300 (Sat, 26 Sep 2015) $
#$Revision: 158324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/10/2241068.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_2241068
loop_
_publ_author_name
'M\'unera-Orozco, Carolina'
'Ocampo-Cardona, Rogelio'
'Cede\~no, David L.'
'Toscano, Rub\'en A.'
'R\'ios-V\'asquez, Luz Amalia'
_publ_section_title
;
Crystal structures of three new N-halomethylated quaternary
ammonium salts
;
_journal_issue 10
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first 1230
_journal_page_last 1235
_journal_paper_doi 10.1107/S2056989015017181
_journal_volume 71
_journal_year 2015
_chemical_formula_iupac 'C19 H23 I N+, I-'
_chemical_formula_moiety 'C19 H23 I N+, I-'
_chemical_formula_sum 'C19 H23 I2 N'
_chemical_formula_weight 519.18
_chemical_melting_point_gt 425
_chemical_melting_point_lt 427
_chemical_name_systematic
'N-(4,4-Diphenylbut-3-en-1-yl)-N-iodomethyl-N,N-dimethylammonium iodide'
_space_group_crystal_system monoclinic
_space_group_IT_number 4
_space_group_name_Hall 'P 2yb'
_space_group_name_H-M_alt 'P 1 21 1'
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 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 90
_cell_angle_beta 103.3200(10)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 7.9254(2)
_cell_length_b 13.6161(3)
_cell_length_c 9.4632(2)
_cell_measurement_reflns_used 4987
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 25.34
_cell_measurement_theta_min 2.21
_cell_volume 993.73(4)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015), PLATON (Spek, 2009) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature 298(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method \w-scans
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0162
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 5791
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.339
_diffrn_reflns_theta_min 2.212
_exptl_absorpt_coefficient_mu 3.162
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6241
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.735
_exptl_crystal_description prism
_exptl_crystal_F_000 500
_exptl_crystal_size_max 0.230
_exptl_crystal_size_mid 0.188
_exptl_crystal_size_min 0.122
_refine_diff_density_max 0.265
_refine_diff_density_min -0.462
_refine_ls_abs_structure_details
;
Refined as an inversion twin
;
_refine_ls_abs_structure_Flack 0.02(3)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.078
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 202
_refine_ls_number_reflns 3085
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.078
_refine_ls_R_factor_all 0.0178
_refine_ls_R_factor_gt 0.0172
_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/[\s^2^(Fo^2^)+(0.0138P)^2^+0.0203P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0380
_refine_ls_wR_factor_ref 0.0383
_reflns_number_gt 3013
_reflns_number_total 3085
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file su5179sup1.cif
_cod_data_source_block I
_cod_database_code 2241068
_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 0.530
_shelx_estimated_absorpt_t_max 0.699
_shelx_hkl_file
;
1 0 0 49.26 1.22
1 0 0 47.54 1.23
-1 0 0 46.82 1.23
2 0 0 199.54 4.85
2 0 0 194.44 4.86
-2 0 0 196.68 4.87
-2 0 0 194.96 4.86
3 0 0 376.16 9.19
-3 0 0 373.47 9.19
3 0 0 374.02 9.19
-4 0 0 196.90 5.02
4 0 0 196.14 4.96
-5 0 0 23.33 0.89
5 0 0 22.46 0.80
-6 0 0 7.30 0.49
6 0 0 7.83 0.44
7 0 0 90.98 2.61
-7 0 0 91.07 2.74
-8 0 0 10.49 0.71
-9 0 0 -0.05 0.16
0 -1 0 0.20 0.03
1 -1 0 94.55 2.25
1 -1 0 91.24 2.18
-1 -1 0 91.19 2.23
1 1 0 87.50 2.22
-1 1 0 86.85 2.25
1 1 0 86.63 2.25
2 -1 0 479.15 11.70
-2 -1 0 512.42 11.72
2 1 0 474.26 11.78
-2 1 0 485.23 11.73
2 1 0 465.49 11.70
3 -1 0 177.12 4.26
-3 1 0 169.84 4.35
3 1 0 171.28 4.32
3 1 0 166.91 4.33
-4 -1 0 107.34 2.73
4 -1 0 102.63 2.63
4 1 0 99.72 2.70
4 1 0 98.88 2.71
-4 1 0 97.58 2.74
-5 -1 0 223.89 5.56
5 -1 0 215.15 5.45
-5 1 0 207.59 5.57
5 1 0 215.97 5.53
-6 -1 0 9.63 0.57
6 -1 0 9.66 0.48
-6 1 0 10.76 0.62
6 1 0 10.64 0.54
7 -1 0 12.28 0.59
-7 -1 0 11.89 0.68
-7 1 0 11.32 0.70
7 1 0 11.51 0.63
-8 -1 0 19.20 0.97
-8 1 0 21.01 1.03
8 1 0 19.98 0.91
-9 -1 0 8.89 0.68
-9 1 0 10.10 0.74
0 -2 0 79.20 2.24
0 2 0 97.21 2.24
0 2 0 93.89 2.25
-1 -2 0 190.84 4.76
1 2 0 196.30 4.81
1 2 0 195.86 4.75
-2 -2 0 75.46 2.01
2 -2 0 75.54 1.90
2 2 0 78.33 2.05
2 2 0 78.28 2.00
-2 2 0 79.75 2.06
3 -2 0 432.28 10.40
3 2 0 426.85 10.56
-3 2 0 426.32 10.53
3 2 0 426.55 10.46
4 -2 0 23.92 0.78
4 2 0 28.76 0.91
4 2 0 28.12 0.93
-4 2 0 27.06 0.95
-5 -2 0 10.89 0.54
5 -2 0 11.61 0.44
5 2 0 8.87 0.50
-5 2 0 9.59 0.55
5 2 0 9.70 0.51
-6 -2 0 58.11 1.85
6 -2 0 59.98 1.70
-6 2 0 59.01 1.92
6 2 0 61.61 1.87
-7 -2 0 31.37 1.22
-7 2 0 31.53 1.29
7 2 0 31.62 1.21
-8 -2 0 18.91 0.94
-8 2 0 18.22 0.99
8 2 0 18.60 0.91
-9 2 0 14.10 0.91
0 -3 0 -0.41 0.07
0 3 0 -0.46 0.05
0 3 0 -0.40 0.08
-1 -3 0 305.93 7.57
-1 3 0 315.06 7.52
1 3 0 299.81 7.57
1 3 0 314.92 7.64
-1 3 0 316.46 7.61
-2 -3 0 310.76 7.62
-2 3 0 310.37 7.67
2 3 0 311.49 7.70
2 3 0 310.37 7.60
3 3 0 142.04 3.62
-3 3 0 146.69 3.48
3 3 0 142.74 3.71
-3 3 0 136.85 3.71
4 -3 0 324.24 7.83
4 3 0 328.81 7.98
-4 3 0 320.45 7.83
-4 3 0 313.01 8.06
4 3 0 317.67 8.07
5 -3 0 58.67 1.54
-5 3 0 55.23 1.79
-5 3 0 56.68 1.53
5 3 0 55.88 1.75
5 3 0 55.95 1.69
-6 -3 0 63.84 1.90
6 3 0 61.42 1.87
6 3 0 60.11 1.92
-6 3 0 59.18 1.97
-7 -3 0 20.86 0.92
7 3 0 21.25 0.95
-7 3 0 19.83 0.98
-8 -3 0 17.67 0.90
8 3 0 18.81 0.93
-8 3 0 16.90 0.96
9 3 0 2.22 0.43
-9 3 0 2.11 0.42
0 4 0 22.24 0.69
0 4 0 22.60 0.73
-1 -4 0 305.80 7.76
-1 4 0 326.31 7.66
-1 4 0 323.05 7.76
1 4 0 307.43 7.72
1 4 0 310.69 7.77
2 4 0 180.25 4.49
2 4 0 176.86 4.59
-2 4 0 182.02 4.58
3 4 0 126.48 3.20
-3 4 0 121.61 3.31
3 4 0 124.65 3.32
4 4 0 9.92 0.52
4 4 0 9.64 0.45
-4 4 0 9.44 0.53
-5 4 0 4.11 0.38
5 4 0 4.07 0.36
5 4 0 4.43 0.33
6 4 0 182.47 4.92
-6 4 0 179.91 4.96
6 4 0 183.17 4.79
-7 -4 0 2.35 0.34
7 4 0 2.78 0.33
-7 4 0 2.87 0.44
7 4 0 2.55 0.38
8 4 0 12.80 0.77
-8 4 0 10.26 0.76
-9 4 0 20.19 1.14
0 5 0 -0.13 0.08
0 5 0 -0.06 0.06
-1 5 0 299.31 7.23
1 5 0 286.12 7.30
-1 5 0 301.36 7.35
1 5 0 296.00 7.36
2 5 0 69.84 1.91
2 5 0 71.43 2.00
3 5 0 155.02 3.98
3 5 0 151.83 4.11
-3 5 0 161.05 4.13
4 5 0 192.95 5.03
-4 5 0 200.73 5.22
4 5 0 201.50 5.21
-5 5 0 16.45 0.81
5 5 0 15.89 0.78
5 5 0 18.11 0.71
6 5 0 26.31 1.11
6 5 0 26.79 0.99
-6 5 0 26.24 1.15
-7 -5 0 13.86 0.74
7 5 0 15.44 0.74
7 5 0 15.47 0.84
-7 5 0 15.45 0.88
8 5 0 12.55 0.80
-8 5 0 11.90 0.84
0 6 0 409.56 9.90
0 6 0 394.78 9.91
1 6 0 167.74 4.39
-1 6 0 175.66 4.30
-1 6 0 171.95 4.44
1 6 0 172.07 4.42
2 -6 0 109.95 2.71
-2 6 0 108.84 2.98
2 6 0 107.40 2.88
2 6 0 110.90 2.97
3 6 0 85.34 2.32
-3 6 0 85.72 2.47
4 6 0 23.77 0.97
4 6 0 25.24 0.87
-4 6 0 23.73 0.99
5 6 0 9.63 0.60
-5 6 0 8.84 0.61
5 6 0 10.03 0.50
6 6 0 62.42 2.04
6 6 0 59.30 1.84
-6 6 0 59.67 2.05
7 6 0 19.41 0.93
7 6 0 20.01 1.01
-7 6 0 21.29 1.09
8 6 0 13.67 0.88
-8 6 0 13.85 0.92
0 7 0 0.04 0.08
0 7 0 -0.12 0.09
1 7 0 59.01 1.71
1 7 0 58.78 1.71
-1 7 0 57.85 1.58
-1 7 0 56.88 1.73
2 -7 0 193.24 4.77
2 7 0 193.73 5.04
-2 7 0 193.63 5.05
2 7 0 194.02 4.95
3 7 0 41.89 1.30
3 7 0 41.74 1.42
-3 7 0 42.61 1.45
4 7 0 58.84 1.74
4 7 0 59.70 1.92
-4 7 0 60.04 1.93
5 7 0 104.88 3.10
5 7 0 104.65 2.87
-5 7 0 104.14 3.11
-6 7 0 17.12 0.92
6 7 0 15.49 0.86
6 7 0 15.67 0.72
-7 7 0 1.02 0.29
7 7 0 0.37 0.22
8 7 0 13.39 0.90
-8 7 0 13.96 0.95
0 8 0 423.62 10.61
0 8 0 428.89 10.56
-1 8 0 43.81 1.45
-1 8 0 44.19 1.29
1 8 0 44.67 1.40
1 8 0 44.78 1.42
2 -8 0 21.80 0.67
2 8 0 23.26 0.90
2 8 0 22.30 0.85
-2 8 0 22.37 0.68
3 8 0 149.63 3.88
-3 8 0 144.68 4.03
3 8 0 145.11 4.02
-4 8 0 29.03 1.21
4 8 0 30.99 1.21
4 8 0 29.13 1.03
5 8 0 20.20 0.98
-5 8 0 19.30 0.99
5 8 0 20.83 0.82
6 8 0 0.36 0.18
-6 8 0 0.54 0.24
-7 8 0 44.34 1.81
7 8 0 44.60 1.78
8 8 0 5.17 0.58
-8 8 0 6.00 0.66
0 9 0 0.09 0.12
0 9 0 0.01 0.08
1 9 0 26.56 1.03
1 9 0 26.73 1.01
-1 9 0 27.80 0.91
-1 9 0 29.11 1.08
2 -9 0 190.62 4.78
2 9 0 192.25 5.08
-2 9 0 184.38 5.08
2 9 0 190.92 5.00
-2 9 0 197.03 4.80
3 9 0 36.44 1.23
-3 9 0 35.93 1.37
3 9 0 36.15 1.35
4 9 0 30.32 1.08
4 9 0 30.21 1.24
-4 9 0 31.34 1.28
5 9 0 85.33 2.44
5 9 0 83.21 2.68
-5 9 0 84.03 2.73
-6 9 0 1.26 0.34
6 9 0 2.03 0.39
-7 9 0 2.92 0.51
7 9 0 2.75 0.50
0 10 0 119.02 3.22
0 10 0 117.35 3.34
-1 10 0 40.09 1.46
1 10 0 40.60 1.40
1 10 0 42.19 1.44
-1 10 0 42.94 1.30
2 -10 0 29.99 0.91
-2 10 0 29.38 0.94
2 10 0 27.66 1.12
2 10 0 29.65 1.11
-2 10 0 29.84 1.20
3 10 0 40.19 1.49
3 10 0 40.98 1.37
-3 10 0 40.19 1.52
4 10 0 7.82 0.61
4 10 0 8.81 0.51
-4 10 0 8.94 0.65
-5 10 0 4.98 0.53
5 10 0 4.79 0.51
6 10 0 19.51 1.07
-6 10 0 20.13 1.12
7 10 0 13.32 0.92
-7 10 0 14.47 1.00
0 11 0 0.05 0.12
0 11 0 -0.12 0.16
1 11 0 36.15 1.29
-1 11 0 35.61 1.17
-1 11 0 33.67 1.34
1 11 0 35.75 1.33
-2 11 0 33.61 1.38
2 11 0 36.37 1.35
2 11 0 35.65 1.30
3 11 0 25.71 1.01
-3 11 0 24.99 1.14
3 11 0 23.95 1.10
4 11 0 45.41 1.53
4 11 0 44.48 1.72
-4 11 0 47.90 1.78
5 11 0 17.91 1.01
-5 11 0 18.33 1.04
6 11 0 5.63 0.60
-6 11 0 6.91 0.66
0 12 0 14.30 0.71
0 12 0 14.03 0.79
1 12 0 71.27 2.20
-1 12 0 68.40 2.04
1 12 0 69.35 2.23
-1 12 0 68.90 2.28
2 12 0 26.29 1.14
2 12 0 26.23 1.11
-2 12 0 27.98 1.22
3 12 0 7.88 0.62
-3 12 0 7.71 0.65
3 12 0 7.30 0.51
-4 12 0 9.33 0.72
4 12 0 7.89 0.67
-5 12 0 2.12 0.44
5 12 0 2.04 0.44
-6 12 0 21.01 1.21
6 12 0 19.63 1.16
0 13 0 -0.01 0.17
0 13 0 -0.16 0.11
1 13 0 26.90 1.13
1 13 0 25.43 1.14
-1 13 0 25.26 1.19
2 13 0 6.17 0.53
2 13 0 6.69 0.56
-2 13 0 6.68 0.60
-3 13 0 16.80 1.00
3 13 0 18.41 1.00
4 13 0 37.78 1.62
-4 13 0 37.84 1.66
5 13 0 1.29 0.40
-5 13 0 1.12 0.37
0 14 0 25.26 1.07
0 14 0 25.52 1.21
-1 14 0 25.95 1.26
1 14 0 27.12 1.22
1 14 0 27.83 1.18
-2 14 0 10.54 0.80
2 14 0 11.65 0.73
2 14 0 11.95 0.78
-3 14 0 6.87 0.69
3 14 0 8.12 0.69
-4 14 0 4.35 0.64
4 14 0 4.89 0.60
0 15 0 0.07 0.23
-1 15 0 7.31 0.68
1 15 0 7.42 0.59
1 15 0 6.30 0.63
-2 15 0 11.96 0.90
2 15 0 10.80 0.76
3 15 0 12.64 0.89
-3 15 0 16.57 1.04
0 16 0 26.31 1.33
1 16 0 2.46 0.46
-1 16 0 2.29 0.49
-2 16 0 1.24 0.42
2 16 0 1.44 0.36
-9 0 1 1.41 0.36
-8 0 1 45.82 1.72
-7 0 1 39.01 1.46
7 0 -1 38.54 1.32
-7 0 1 38.85 1.33
6 0 -1 -0.05 0.09
-6 0 1 0.12 0.11
-6 0 1 -0.12 0.10
5 0 -1 202.80 5.28
-5 0 1 200.10 5.28
5 0 -1 206.92 5.19
4 0 -1 17.97 0.65
4 0 -1 19.35 0.73
3 0 -1 12.58 0.45
-3 0 1 11.77 0.45
2 0 -1 336.39 8.17
-2 0 1 331.09 8.16
-1 0 1 51.60 1.33
-1 0 1 49.99 1.31
1 0 -1 50.38 1.33
0 0 1 267.33 6.38
0 0 -1 254.91 6.31
1 0 1 7.36 0.28
1 0 1 8.72 0.31
-1 0 -1 7.49 0.28
2 0 1 496.83 12.32
-2 0 -1 515.09 12.25
3 0 1 250.18 6.16
-3 0 -1 244.40 6.13
-4 0 -1 57.65 1.68
4 0 1 58.79 1.65
5 0 1 34.82 1.14
-5 0 -1 35.69 1.19
6 0 1 2.03 0.24
-6 0 -1 1.79 0.30
7 0 1 97.53 2.80
-7 0 -1 98.03 2.89
-8 0 -1 0.02 0.15
-9 -1 1 4.37 0.51
-9 1 1 4.87 0.53
-8 -1 1 3.65 0.49
-8 -1 1 3.91 0.41
-8 1 1 4.03 0.48
8 1 -1 4.14 0.42
-7 -1 1 55.27 1.89
-7 -1 1 55.62 1.80
-7 1 1 55.91 1.73
7 1 -1 57.34 1.80
-7 1 1 58.24 1.93
-6 -1 1 17.58 0.83
6 1 -1 18.46 0.76
-6 1 1 19.19 0.86
6 1 -1 18.66 0.83
-6 1 1 17.71 0.71
5 -1 -1 89.53 2.37
5 1 -1 86.34 2.48
-5 1 1 88.72 2.52
5 1 -1 87.29 2.42
-5 1 1 85.48 2.35
4 -1 -1 153.67 4.06
-4 1 1 158.76 4.07
4 1 -1 156.73 4.04
4 1 -1 153.98 4.00
-4 1 1 153.99 3.94
3 -1 -1 462.55 11.58
-3 1 1 480.66 11.59
-3 1 1 482.00 11.53
3 1 -1 477.66 11.59
3 1 -1 461.53 11.56
2 -1 -1 266.74 6.41
2 1 -1 255.41 6.39
2 1 -1 258.07 6.41
-2 1 1 257.93 6.35
-1 -1 1 41.37 1.09
1 -1 -1 39.22 1.08
-1 1 1 40.00 1.06
-1 1 1 41.77 1.09
1 1 -1 39.25 1.09
0 -1 -1 241.70 6.55
0 -1 1 290.15 6.63
0 -1 1 282.27 6.64
0 1 1 294.92 6.66
0 1 -1 276.51 6.62
0 1 1 250.49 6.55
-1 -1 -1 67.97 1.64
1 -1 1 66.58 1.72
-1 -1 -1 67.19 1.64
1 -1 1 67.91 1.70
-1 1 -1 62.29 1.71
1 1 1 64.28 1.74
2 -1 1 398.60 9.66
-2 -1 -1 391.07 9.60
-2 -1 -1 392.92 9.61
2 1 1 401.42 9.72
-2 1 -1 397.17 9.66
-3 -1 -1 0.41 0.10
3 -1 1 0.22 0.08
-3 1 -1 0.22 0.10
3 1 1 0.12 0.08
-4 -1 -1 112.35 2.99
4 -1 1 114.99 2.96
-4 1 -1 113.61 3.05
4 1 1 114.01 3.04
-5 -1 -1 227.59 5.70
5 -1 1 227.37 5.65
5 1 1 220.42 5.72
-5 1 -1 214.90 5.73
6 -1 1 18.43 0.72
-6 -1 -1 17.49 0.78
6 1 1 17.58 0.77
-6 1 -1 18.12 0.83
-7 -1 -1 20.41 0.91
7 1 1 19.57 0.87
-7 1 -1 20.20 0.94
-8 -1 -1 20.42 0.97
-8 1 -1 19.25 0.99
-9 1 -1 6.12 0.59
-9 -2 1 14.68 0.88
-9 2 1 13.06 0.88
-8 -2 1 18.36 0.92
-8 -2 1 18.06 0.95
8 2 -1 20.76 0.94
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0 6 8 27.06 1.28
1 -6 8 23.50 1.10
1 6 8 22.66 1.18
-1 6 -8 21.42 1.09
2 -6 8 16.66 0.92
2 6 8 17.57 1.05
-2 6 -8 18.92 1.00
3 6 8 15.95 1.00
-3 6 -8 14.22 0.89
4 6 8 4.59 0.56
-6 -7 8 2.58 0.52
6 7 -8 2.96 0.54
-6 7 8 3.16 0.50
-5 -7 8 8.94 0.75
-5 7 8 9.12 0.65
5 7 -8 7.59 0.72
-5 7 8 8.60 0.66
-4 -7 8 17.50 1.02
-4 7 8 17.88 0.88
-4 7 8 17.41 0.95
4 7 -8 17.41 1.05
-3 -7 8 9.24 0.71
-3 7 8 10.20 0.73
3 7 -8 10.24 0.77
-2 -7 8 14.86 0.87
-2 7 8 13.41 0.85
2 7 -8 12.96 0.86
-1 -7 8 57.26 2.05
-1 7 8 59.15 2.12
1 7 -8 56.29 2.08
0 -7 8 14.44 0.86
0 7 -8 14.31 0.90
0 7 8 15.01 0.92
1 -7 8 4.82 0.49
-1 7 -8 3.88 0.54
1 7 8 5.64 0.60
2 -7 8 15.18 0.86
2 7 8 12.84 0.94
-2 7 -8 15.13 0.94
3 7 8 1.15 0.35
-3 7 -8 1.73 0.39
-6 -8 8 22.48 1.28
-6 8 8 22.36 1.16
6 8 -8 22.57 1.28
-5 -8 8 3.71 0.58
5 8 -8 3.14 0.55
-5 8 8 3.33 0.48
-4 -8 8 5.88 0.60
-4 8 8 4.53 0.46
4 8 -8 4.75 0.58
-4 8 8 5.02 0.52
-3 -8 8 40.56 1.67
3 8 -8 40.47 1.74
-3 8 8 40.29 1.62
-2 -8 8 0.70 0.29
2 8 -8 1.02 0.33
-2 8 8 1.16 0.33
-1 -8 8 1.23 0.34
1 8 -8 1.17 0.34
-1 8 8 1.66 0.38
0 -8 8 1.88 0.39
0 8 -8 1.58 0.39
0 8 8 1.94 0.42
1 -8 8 20.62 1.02
-1 8 -8 18.20 1.06
1 8 8 19.00 1.12
2 8 8 10.21 0.83
-2 8 -8 9.73 0.78
-3 8 -8 1.98 0.43
3 8 8 1.47 0.38
-5 -9 8 6.90 0.69
5 9 -8 5.63 0.67
-5 9 8 6.47 0.56
-4 -9 8 15.62 0.99
4 9 -8 15.11 1.02
-4 9 8 15.58 0.90
-3 -9 8 5.38 0.59
-3 9 8 5.28 0.56
3 9 -8 6.04 0.64
-2 -9 8 3.03 0.49
2 9 -8 2.77 0.50
-2 9 8 3.69 0.53
-1 -9 8 38.04 1.57
1 9 -8 38.29 1.67
-1 9 8 37.50 1.61
0 -9 8 3.70 0.52
0 9 8 4.86 0.57
0 9 -8 4.55 0.57
1 -9 8 3.44 0.49
-1 9 -8 2.86 0.49
1 9 8 3.97 0.59
2 9 8 5.95 0.67
-2 9 -8 8.76 0.76
-4 -10 8 7.62 0.73
4 10 -8 10.66 0.86
-3 -10 8 13.75 0.92
3 10 -8 12.76 0.96
-3 10 8 14.58 0.88
-2 -10 8 5.94 0.59
-2 10 8 5.26 0.57
2 10 -8 6.19 0.67
-1 -10 8 3.89 0.53
-1 10 8 3.30 0.53
1 10 -8 5.07 0.69
0 -10 8 5.25 0.58
0 10 -8 4.54 0.67
0 10 8 4.74 0.58
-1 10 -8 12.13 0.91
1 10 8 12.58 0.91
-3 -11 8 3.63 0.59
3 11 -8 3.28 0.62
-3 11 8 3.28 0.50
-2 -11 8 13.82 0.90
2 11 -8 12.42 0.98
-2 11 8 14.23 0.92
-1 -11 8 7.36 0.66
1 11 -8 5.54 0.66
-1 11 8 6.42 0.64
0 -11 8 8.33 0.70
0 11 -8 8.07 0.78
0 11 8 6.99 0.69
7 0 -9 4.18 0.61
-7 0 9 3.97 0.59
6 0 -9 33.83 1.50
-6 0 9 31.47 1.48
5 0 -9 0.24 0.20
-5 0 9 0.18 0.27
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-4 0 9 40.73 1.70
3 0 -9 44.70 1.62
-3 0 9 43.04 1.75
-2 0 9 1.15 0.33
2 0 -9 0.67 0.23
-1 0 9 19.08 1.03
1 0 -9 16.55 0.83
0 0 9 2.62 0.45
1 0 9 14.62 0.93
2 0 9 1.14 0.33
3 0 9 0.39 0.25
7 -1 -9 2.52 0.47
-7 -1 9 2.38 0.48
7 1 -9 1.04 0.34
-7 1 9 2.20 0.46
6 -1 -9 23.19 1.20
-6 -1 9 19.68 1.15
6 1 -9 21.61 1.17
-6 1 9 22.18 1.19
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5 -1 -9 7.35 0.63
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5 1 -9 8.86 0.69
4 -1 -9 7.37 0.60
-4 -1 9 8.32 0.71
4 1 -9 7.64 0.62
-4 1 9 8.12 0.68
3 -1 -9 10.28 0.67
-3 -1 9 10.17 0.76
-3 1 9 8.80 0.73
3 1 -9 10.20 0.68
2 -1 -9 15.27 0.76
-2 -1 9 14.20 0.89
-2 1 9 12.83 0.86
2 1 -9 12.60 0.75
1 -1 -9 55.95 1.82
-1 -1 9 56.05 2.07
-1 1 9 54.44 2.09
1 1 -9 58.78 1.91
0 -1 9 5.18 0.55
0 1 -9 4.63 0.43
0 1 9 5.79 0.59
1 -1 9 15.10 0.95
1 1 9 17.33 1.00
2 -1 9 22.54 1.18
2 1 9 23.85 1.22
3 -1 9 6.90 0.64
3 1 9 3.48 0.55
7 -2 -9 1.08 0.34
-7 -2 9 0.95 0.36
-7 2 9 0.73 0.32
7 2 -9 0.29 0.26
-6 -2 9 5.73 0.63
6 -2 -9 5.81 0.59
-6 2 9 7.80 0.71
6 2 -9 7.73 0.69
-5 -2 9 21.03 1.17
5 -2 -9 23.23 1.14
-5 2 9 22.61 1.16
5 2 -9 20.44 1.11
-4 -2 9 26.37 1.27
4 -2 -9 22.81 1.10
-4 2 9 24.64 1.24
4 2 -9 24.57 1.18
-3 -2 9 31.45 1.43
3 -2 -9 30.44 1.26
-3 2 9 32.52 1.44
3 2 -9 32.80 1.36
2 -2 -9 24.68 1.06
-2 -2 9 26.80 1.28
-2 2 9 26.77 1.29
2 2 -9 29.08 1.20
-1 -2 9 12.89 0.85
1 2 -9 12.58 0.74
-1 2 9 13.45 0.88
0 -2 9 4.11 0.51
0 2 -9 3.83 0.42
0 2 9 3.78 0.55
1 -2 9 12.59 0.83
1 2 9 12.48 0.87
2 -2 9 7.69 0.65
2 2 9 6.85 0.66
3 -2 9 11.25 0.80
3 2 9 10.92 0.82
7 -3 -9 28.81 1.41
-7 -3 9 28.68 1.44
-7 3 9 27.21 1.35
7 3 -9 27.94 1.45
6 -3 -9 5.00 0.57
-6 -3 9 4.96 0.61
6 3 -9 6.23 0.63
-6 3 9 5.08 0.59
5 -3 -9 1.71 0.36
-5 -3 9 0.87 0.31
-5 3 9 1.05 0.33
5 3 -9 1.64 0.39
-4 -3 9 15.62 0.97
4 -3 -9 15.28 0.85
4 3 -9 15.87 0.93
-4 3 9 14.94 0.93
-3 -3 9 10.86 0.80
3 -3 -9 12.37 0.71
3 3 -9 10.99 0.75
-3 3 9 10.52 0.79
-2 -3 9 7.04 0.65
-2 3 9 6.23 0.61
2 3 -9 7.49 0.61
-1 -3 9 4.64 0.54
1 3 -9 5.69 0.52
-1 3 9 5.61 0.59
0 -3 9 58.97 2.16
0 3 -9 59.83 2.03
0 3 9 61.99 2.26
1 -3 9 17.53 0.99
-1 3 -9 16.34 0.88
1 3 9 18.04 1.05
2 -3 9 3.97 0.55
2 3 9 4.93 0.57
3 -3 9 9.88 0.74
3 3 9 10.25 0.81
-6 -4 9 0.80 0.33
6 -4 -9 1.14 0.32
6 4 -9 0.55 0.26
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-5 -4 9 35.02 1.57
5 4 -9 33.46 1.52
-5 4 9 35.82 1.52
4 -4 -9 10.94 0.70
-4 -4 9 10.27 0.79
4 4 -9 9.09 0.73
-4 4 9 11.48 0.81
3 -4 -9 1.53 0.31
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-3 4 9 1.46 0.35
3 4 -9 1.28 0.33
-2 -4 9 50.59 1.96
-2 4 9 53.83 1.99
2 4 -9 49.39 1.87
-1 -4 9 0.43 0.24
1 4 -9 -0.03 0.17
-1 4 9 0.00 0.20
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0 4 -9 2.74 0.42
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1 -4 9 4.22 0.53
-1 4 -9 4.90 0.51
1 4 9 4.55 0.55
2 -4 9 12.87 0.84
2 4 9 15.59 0.97
3 -4 9 10.30 0.76
3 4 9 10.98 0.85
6 -5 -9 2.95 0.49
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-5 -5 9 2.86 0.50
5 -5 -9 2.44 0.41
-5 5 9 3.42 0.49
5 5 -9 2.14 0.45
-5 5 9 2.60 0.47
-4 -5 9 13.56 0.90
4 -5 -9 12.15 0.75
4 5 -9 11.80 0.84
-4 5 9 13.22 0.85
-3 -5 9 21.30 1.13
-3 5 9 20.60 1.11
3 5 -9 20.38 1.10
-2 -5 9 7.74 0.68
2 5 -9 7.43 0.65
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0 5 -9 39.42 1.56
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1 -5 9 7.53 0.65
-1 5 -9 7.51 0.62
1 5 9 7.78 0.72
2 -5 9 2.74 0.45
-2 5 -9 3.34 0.48
2 5 9 3.78 0.57
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3 5 9 10.05 0.85
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6 6 -9 4.26 0.65
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5 6 -9 18.93 1.11
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-5 6 9 16.01 0.97
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4 6 -9 10.66 0.81
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3 6 -9 21.28 1.15
-3 6 9 22.99 1.17
-2 -6 9 21.73 1.14
2 6 -9 20.89 1.14
-2 6 9 21.40 1.16
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1 6 -9 10.90 0.78
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2 7 -9 5.31 0.59
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-1 7 9 22.46 1.24
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4 8 -9 15.28 1.05
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3 8 -9 22.26 1.24
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-2 8 9 0.26 0.25
2 8 -9 -0.07 0.20
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1 8 -9 6.37 0.64
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-1 9 9 18.49 1.11
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0 9 9 2.78 0.53
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6 -1 -10 25.09 1.30
6 1 -10 23.63 1.27
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-1 1 10 4.37 0.63
0 -1 10 4.86 0.57
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5 -2 -10 6.53 0.63
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4 -2 -10 11.26 0.77
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3 -2 -10 15.75 0.87
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-3 2 10 17.60 1.07
3 2 -10 16.83 0.95
-2 -2 10 18.78 1.11
2 2 -10 17.78 0.97
-2 2 10 18.45 1.10
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1 2 -10 14.00 0.84
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5 -3 -10 14.83 0.91
5 3 -10 15.80 1.00
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4 -3 -10 8.00 0.64
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4 3 -10 7.43 0.68
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2 3 -10 7.71 0.66
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1 3 -10 4.24 0.49
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0 3 -10 19.09 1.07
0 3 10 19.64 1.16
1 -3 10 5.60 0.60
1 3 10 6.33 0.67
2 -3 10 3.86 0.58
2 3 10 4.25 0.63
5 -4 -10 11.02 0.79
-5 -4 10 12.72 0.94
-5 4 10 11.65 0.87
5 4 -10 10.65 0.84
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4 4 -10 0.80 0.32
-4 4 10 1.08 0.36
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3 4 -10 16.05 0.99
-3 4 10 17.72 1.08
-2 -4 10 36.40 1.64
-2 4 10 36.95 1.67
2 4 -10 36.62 1.56
-1 -4 10 0.32 0.26
1 4 -10 0.37 0.23
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0 4 10 8.48 0.78
0 4 -10 9.78 0.72
1 -4 10 2.55 0.46
1 4 10 2.38 0.52
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5 5 -10 13.67 0.98
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4 5 -10 9.16 0.79
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-2 -1 11 3.54 0.57
-2 1 11 4.05 0.66
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3 3 -11 1.12 0.34
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2 3 -11 9.77 0.76
-2 3 11 10.34 0.89
-1 -3 11 0.47 0.29
-1 3 11 0.11 0.26
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0 0 0 0.00 0.00
;
_shelx_hkl_checksum 66196
_shelx_res_file
;
Compound_I.res created by SHELXL-2014/7
TITL Compound_I
CELL 0.71073 7.9254 13.6161 9.4632 90.000 103.320 90.000
ZERR 2.00 0.0002 0.0003 0.0002 0.000 0.001 0.000
LATT -1
SYMM -x, y+1/2, -z
SFAC C H N I
UNIT 38 46 2 4
OMIT -1 3 1
OMIT 0 -1 2
OMIT 0 1 2
OMIT 1 -4 1
OMIT 1 -2 1
TEMP 25
SIZE 0.122 0.188 0.230
ACTA
BOND $H
EQIV $7 -1-x, -1/2+y, 1-z
BIND I1 I2_$7
EQIV $1 -1+x, y, z
HTAB C2 C7_$1
HTAB C2 C8_$1
HTAB C17 C6_$1
HTAB C17 C7_$1
EQIV $2 1+x,y,z
HTAB C7 C14_$2
HTAB C7 C15_$2
HTAB C7 C16_$2
EQIV $3 -1+x,y,-1+z
HTAB C19 C6_$3
HTAB C19 C7_$3
EQIV $4 1-x, 1/2+y ,1-z
HTAB C8 C13_$4
EQIV $5 -x, y-1/2, -z+1
HTAB C1 I2_$5
HTAB C17 I2_$5
HTAB C19 I2_$5
EQIV $6 x, y, z-1
HTAB C1 I2_$6
HTAB C3 I2_$6
MPLA 5 C2 > C5 C11
MPLA 6 C5 > C10
MPLA 6 C11 > C16
L.S. 20
TWIN
FMAP 2
PLAN 5
CONF
WGHT 0.013800 0.020300
BASF 0.02468
FVAR 0.18750
I1 4 -0.656852 0.062244 0.130545 11.00000 0.03965 0.05161 =
0.05521 -0.00180 0.01359 -0.00709
I2 4 0.065188 0.441892 0.914871 11.00000 0.04705 0.03979 =
0.04515 0.00767 0.01257 0.00372
N1 3 -0.376995 0.202293 0.055545 11.00000 0.03173 0.04277 =
0.03505 0.00468 0.00101 -0.00196
C1 1 -0.184897 0.232164 0.094807 11.00000 0.02919 0.05088 =
0.03871 0.00574 0.00424 -0.00455
AFIX 23
H1A 2 -0.114438 0.173326 0.101911 11.00000 -1.20000
H1B 2 -0.160906 0.271904 0.016640 11.00000 -1.20000
AFIX 0
C2 1 -0.131097 0.289125 0.235773 11.00000 0.03519 0.04293 =
0.04210 -0.00062 0.00409 0.00089
AFIX 23
H2A 2 -0.188824 0.352417 0.224883 11.00000 -1.20000
H2B 2 -0.167569 0.253566 0.312435 11.00000 -1.20000
AFIX 0
C3 1 0.061289 0.304429 0.277881 11.00000 0.03829 0.03737 =
0.03752 0.00314 0.00575 -0.00430
AFIX 43
H3 2 0.110129 0.340817 0.214280 11.00000 -1.20000
AFIX 0
C4 1 0.168585 0.271111 0.397028 11.00000 0.03426 0.03123 =
0.03314 -0.00272 0.00734 -0.00220
C5 1 0.354474 0.302091 0.438042 11.00000 0.03284 0.03715 =
0.03519 -0.00471 0.00868 -0.00198
C6 1 0.481515 0.238810 0.511607 11.00000 0.03748 0.05452 =
0.04624 0.01147 0.01218 0.00349
AFIX 43
H6 2 0.451414 0.175181 0.531770 11.00000 -1.20000
AFIX 0
C7 1 0.652849 0.268726 0.555709 11.00000 0.03266 0.08289 =
0.04873 0.00923 0.01050 0.00688
AFIX 43
H7 2 0.736218 0.224752 0.604023 11.00000 -1.20000
AFIX 0
C8 1 0.700094 0.361163 0.529243 11.00000 0.03372 0.08022 =
0.06535 -0.01412 0.01143 -0.00926
AFIX 43
H8 2 0.814766 0.381208 0.560990 11.00000 -1.20000
AFIX 0
C9 1 0.576816 0.425260 0.454879 11.00000 0.04894 0.04810 =
0.10269 -0.01718 0.02063 -0.01877
AFIX 43
H9 2 0.608670 0.488732 0.435657 11.00000 -1.20000
AFIX 0
C10 1 0.405590 0.395872 0.408460 11.00000 0.04025 0.03672 =
0.08157 0.00291 0.01188 -0.00298
AFIX 43
H10 2 0.323946 0.439528 0.356858 11.00000 -1.20000
AFIX 0
C11 1 0.112801 0.203014 0.501302 11.00000 0.02660 0.03504 =
0.03545 0.00097 0.00541 0.00312
C12 1 0.043897 0.110570 0.457504 11.00000 0.04333 0.03978 =
0.04468 -0.00377 0.01273 -0.00151
AFIX 43
H12 2 0.031400 0.090852 0.361554 11.00000 -1.20000
AFIX 0
C13 1 -0.006031 0.047956 0.556055 11.00000 0.05360 0.03228 =
0.06799 0.00367 0.02208 -0.00134
AFIX 43
H13 2 -0.052211 -0.013369 0.525792 11.00000 -1.20000
AFIX 0
C14 1 0.012388 0.076059 0.697805 11.00000 0.04554 0.05352 =
0.06121 0.02344 0.01904 0.00922
AFIX 43
H14 2 -0.019751 0.033381 0.763723 11.00000 -1.20000
AFIX 0
C15 1 0.078432 0.167428 0.743067 11.00000 0.04349 0.06526 =
0.03116 0.00703 0.00809 0.00723
AFIX 43
H15 2 0.088291 0.187060 0.838755 11.00000 -1.20000
AFIX 0
C16 1 0.129789 0.229549 0.645741 11.00000 0.03118 0.04790 =
0.03979 -0.00415 0.00429 -0.00423
AFIX 43
H16 2 0.176765 0.290462 0.677410 11.00000 -1.20000
AFIX 0
C17 1 -0.403564 0.130167 0.168523 11.00000 0.03465 0.04947 =
0.03687 0.00542 0.00346 -0.00496
AFIX 23
H17A 2 -0.382087 0.163651 0.261432 11.00000 -1.20000
H17B 2 -0.317378 0.078663 0.176134 11.00000 -1.20000
AFIX 0
C18 1 -0.492781 0.289213 0.051041 11.00000 0.04088 0.04936 =
0.09105 0.01276 -0.00233 0.00925
AFIX 137
H18A 2 -0.610589 0.270308 0.010049 11.00000 -1.50000
H18B 2 -0.459001 0.339740 -0.007617 11.00000 -1.50000
H18C 2 -0.483243 0.313511 0.147795 11.00000 -1.50000
AFIX 0
C19 1 -0.408912 0.154608 -0.091027 11.00000 0.05496 0.08412 =
0.03595 0.00063 0.00302 -0.01430
AFIX 137
H19A 2 -0.529037 0.136888 -0.121766 11.00000 -1.50000
H19B 2 -0.338534 0.096726 -0.085532 11.00000 -1.50000
H19C 2 -0.379601 0.199678 -0.159637 11.00000 -1.50000
AFIX 0
HKLF 4 1 1 0 0 0 1 0 0 0 1
REM Compound_I
REM R1 = 0.0172 for 3013 Fo > 4sig(Fo) and 0.0178 for all 3085 data
REM 202 parameters refined using 1 restraints
END
WGHT 0.0138 0.0203
REM Highest difference peak 0.265, deepest hole -0.462, 1-sigma level 0.065
Q1 1 -0.5801 0.0505 0.2143 11.00000 0.05 0.27
Q2 1 0.1239 0.0518 0.9554 11.00000 0.05 0.23
Q3 1 -0.0722 -0.0678 0.5404 11.00000 0.05 0.21
Q4 1 0.5622 0.0834 0.4719 11.00000 0.05 0.21
Q5 1 0.1502 0.1204 0.8206 11.00000 0.05 0.21
;
_shelx_res_checksum 48955
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
I I1 -0.65685(3) 0.06224(2) 0.13054(3) 0.04839(9) Uani d 1
I I2 0.06519(4) 0.44189(2) 0.91487(3) 0.04368(9) Uani d 1
N N1 -0.3770(4) 0.2023(3) 0.0555(4) 0.0376(8) Uani d 1
C C1 -0.1849(5) 0.2322(4) 0.0948(5) 0.0402(10) Uani d 1
H H1A -0.1144 0.1733 0.1019 0.048 Uiso calc 1
H H1B -0.1609 0.2719 0.0166 0.048 Uiso calc 1
C C2 -0.1311(5) 0.2891(3) 0.2358(5) 0.0409(11) Uani d 1
H H2A -0.1888 0.3524 0.2249 0.049 Uiso calc 1
H H2B -0.1676 0.2536 0.3124 0.049 Uiso calc 1
C C3 0.0613(6) 0.3044(3) 0.2779(5) 0.0382(10) Uani d 1
H H3 0.1101 0.3408 0.2143 0.046 Uiso calc 1
C C4 0.1686(5) 0.2711(3) 0.3970(4) 0.0329(9) Uani d 1
C C5 0.3545(5) 0.3021(3) 0.4380(4) 0.0349(9) Uani d 1
C C6 0.4815(6) 0.2388(4) 0.5116(5) 0.0457(11) Uani d 1
H H6 0.4514 0.1752 0.5318 0.055 Uiso calc 1
C C7 0.6528(6) 0.2687(4) 0.5557(5) 0.0546(13) Uani d 1
H H7 0.7362 0.2248 0.6040 0.065 Uiso calc 1
C C8 0.7001(6) 0.3612(5) 0.5292(6) 0.0598(15) Uani d 1
H H8 0.8148 0.3812 0.5610 0.072 Uiso calc 1
C C9 0.5768(7) 0.4253(4) 0.4549(7) 0.0661(16) Uani d 1
H H9 0.6087 0.4887 0.4357 0.079 Uiso calc 1
C C10 0.4056(6) 0.3959(4) 0.4085(6) 0.0532(13) Uani d 1
H H10 0.3239 0.4395 0.3569 0.064 Uiso calc 1
C C11 0.1128(5) 0.2030(3) 0.5013(4) 0.0326(9) Uani d 1
C C12 0.0439(6) 0.1106(3) 0.4575(5) 0.0422(10) Uani d 1
H H12 0.0314 0.0909 0.3616 0.051 Uiso calc 1
C C13 -0.0060(6) 0.0480(3) 0.5561(5) 0.0500(12) Uani d 1
H H13 -0.0522 -0.0134 0.5258 0.060 Uiso calc 1
C C14 0.0124(6) 0.0761(4) 0.6978(5) 0.0523(13) Uani d 1
H H14 -0.0198 0.0334 0.7637 0.063 Uiso calc 1
C C15 0.0784(6) 0.1674(4) 0.7431(5) 0.0467(12) Uani d 1
H H15 0.0883 0.1871 0.8388 0.056 Uiso calc 1
C C16 0.1298(5) 0.2295(4) 0.6457(5) 0.0403(10) Uani d 1
H H16 0.1768 0.2905 0.6774 0.048 Uiso calc 1
C C17 -0.4036(5) 0.1302(3) 0.1685(5) 0.0411(10) Uani d 1
H H17A -0.3821 0.1637 0.2614 0.049 Uiso calc 1
H H17B -0.3174 0.0787 0.1761 0.049 Uiso calc 1
C C18 -0.4928(7) 0.2892(4) 0.0510(7) 0.0633(15) Uani d 1
H H18A -0.6106 0.2703 0.0100 0.095 Uiso calc 1
H H18B -0.4590 0.3397 -0.0076 0.095 Uiso calc 1
H H18C -0.4832 0.3135 0.1478 0.095 Uiso calc 1
C C19 -0.4089(7) 0.1546(5) -0.0910(5) 0.0596(14) Uani d 1
H H19A -0.5290 0.1369 -0.1218 0.089 Uiso calc 1
H H19B -0.3385 0.0967 -0.0855 0.089 Uiso calc 1
H H19C -0.3796 0.1997 -0.1596 0.089 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
I1 0.03965(16) 0.05161(19) 0.05521(18) -0.00709(15) 0.01359(13) -0.00180(15)
I2 0.04705(17) 0.03979(15) 0.04515(16) 0.00372(15) 0.01257(12) 0.00767(14)
N1 0.0317(17) 0.043(2) 0.0351(19) -0.0020(17) 0.0010(15) 0.0047(16)
C1 0.029(2) 0.051(3) 0.039(2) -0.005(2) 0.0042(18) 0.006(2)
C2 0.035(2) 0.043(3) 0.042(3) 0.001(2) 0.004(2) -0.001(2)
C3 0.038(2) 0.037(2) 0.038(2) -0.004(2) 0.0058(19) 0.003(2)
C4 0.034(2) 0.031(2) 0.033(2) -0.0022(18) 0.0073(18) -0.0027(18)
C5 0.033(2) 0.037(2) 0.035(2) -0.002(2) 0.0087(18) -0.0047(19)
C6 0.037(3) 0.055(3) 0.046(3) 0.003(2) 0.012(2) 0.011(2)
C7 0.033(2) 0.083(4) 0.049(3) 0.007(3) 0.010(2) 0.009(3)
C8 0.034(3) 0.080(4) 0.065(4) -0.009(3) 0.011(3) -0.014(3)
C9 0.049(3) 0.048(4) 0.103(4) -0.019(3) 0.021(3) -0.017(3)
C10 0.040(3) 0.037(2) 0.082(4) -0.003(2) 0.012(3) 0.003(3)
C11 0.0266(19) 0.035(2) 0.035(2) 0.0031(18) 0.0054(17) 0.0010(18)
C12 0.043(2) 0.040(2) 0.045(2) -0.002(2) 0.013(2) -0.004(2)
C13 0.054(3) 0.032(3) 0.068(3) -0.001(2) 0.022(2) 0.004(2)
C14 0.046(3) 0.054(3) 0.061(3) 0.009(3) 0.019(2) 0.023(3)
C15 0.043(3) 0.065(3) 0.031(2) 0.007(3) 0.008(2) 0.007(2)
C16 0.031(2) 0.048(3) 0.040(2) -0.004(2) 0.0043(19) -0.004(2)
C17 0.035(2) 0.049(3) 0.037(2) -0.005(2) 0.0035(18) 0.005(2)
C18 0.041(3) 0.049(3) 0.091(4) 0.009(3) -0.002(3) 0.013(3)
C19 0.055(3) 0.084(4) 0.036(3) -0.014(3) 0.003(2) 0.001(3)
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'
I I -0.4742 1.8119 '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_site_symmetry_3
_geom_angle
C17 I1 I2 2_446 176.81(12)
C18 N1 C19 . 110.2(4)
C18 N1 C17 . 110.7(4)
C19 N1 C17 . 110.7(4)
C18 N1 C1 . 111.4(4)
C19 N1 C1 . 106.6(3)
C17 N1 C1 . 107.1(3)
C2 C1 N1 . 114.2(3)
C2 C1 H1A . 108.7
N1 C1 H1A . 108.7
C2 C1 H1B . 108.7
N1 C1 H1B . 108.7
H1A C1 H1B . 107.6
C3 C2 C1 . 111.6(4)
C3 C2 H2A . 109.3
C1 C2 H2A . 109.3
C3 C2 H2B . 109.3
C1 C2 H2B . 109.3
H2A C2 H2B . 108.0
C4 C3 C2 . 126.3(4)
C4 C3 H3 . 116.8
C2 C3 H3 . 116.8
C3 C4 C11 . 123.0(4)
C3 C4 C5 . 121.6(4)
C11 C4 C5 . 115.3(3)
C6 C5 C10 . 117.5(4)
C6 C5 C4 . 120.9(4)
C10 C5 C4 . 121.6(4)
C5 C6 C7 . 121.1(5)
C5 C6 H6 . 119.4
C7 C6 H6 . 119.4
C8 C7 C6 . 120.7(5)
C8 C7 H7 . 119.6
C6 C7 H7 . 119.6
C7 C8 C9 . 119.4(5)
C7 C8 H8 . 120.3
C9 C8 H8 . 120.3
C8 C9 C10 . 120.5(5)
C8 C9 H9 . 119.8
C10 C9 H9 . 119.8
C9 C10 C5 . 120.8(5)
C9 C10 H10 . 119.6
C5 C10 H10 . 119.6
C16 C11 C12 . 118.0(4)
C16 C11 C4 . 120.8(4)
C12 C11 C4 . 121.2(4)
C13 C12 C11 . 120.5(4)
C13 C12 H12 . 119.8
C11 C12 H12 . 119.8
C14 C13 C12 . 120.3(5)
C14 C13 H13 . 119.9
C12 C13 H13 . 119.9
C13 C14 C15 . 120.2(4)
C13 C14 H14 . 119.9
C15 C14 H14 . 119.9
C14 C15 C16 . 119.7(4)
C14 C15 H15 . 120.2
C16 C15 H15 . 120.2
C15 C16 C11 . 121.4(4)
C15 C16 H16 . 119.3
C11 C16 H16 . 119.3
N1 C17 I1 . 116.0(3)
N1 C17 H17A . 108.3
I1 C17 H17A . 108.3
N1 C17 H17B . 108.3
I1 C17 H17B . 108.3
H17A C17 H17B . 107.4
N1 C18 H18A . 109.5
N1 C18 H18B . 109.5
H18A C18 H18B . 109.5
N1 C18 H18C . 109.5
H18A C18 H18C . 109.5
H18B C18 H18C . 109.5
N1 C19 H19A . 109.5
N1 C19 H19B . 109.5
H19A C19 H19B . 109.5
N1 C19 H19C . 109.5
H19A C19 H19C . 109.5
H19B C19 H19C . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
I1 C17 . 2.164(4)
I1 I2 2_446 3.5640(4)
N1 C18 . 1.492(6)
N1 C19 . 1.499(6)
N1 C17 . 1.502(5)
N1 C1 . 1.536(5)
C1 C2 . 1.517(6)
C1 H1A . 0.9700
C1 H1B . 0.9700
C2 C3 . 1.499(6)
C2 H2A . 0.9700
C2 H2B . 0.9700
C3 C4 . 1.326(6)
C3 H3 . 0.9300
C4 C11 . 1.493(6)
C4 C5 . 1.495(6)
C5 C6 . 1.385(6)
C5 C10 . 1.388(6)
C6 C7 . 1.387(7)
C6 H6 . 0.9300
C7 C8 . 1.353(8)
C7 H7 . 0.9300
C8 C9 . 1.376(8)
C8 H8 . 0.9300
C9 C10 . 1.386(7)
C9 H9 . 0.9300
C10 H10 . 0.9300
C11 C16 . 1.390(6)
C11 C12 . 1.396(6)
C12 C13 . 1.387(6)
C12 H12 . 0.9300
C13 C14 . 1.370(7)
C13 H13 . 0.9300
C14 C15 . 1.379(7)
C14 H14 . 0.9300
C15 C16 . 1.379(6)
C15 H15 . 0.9300
C16 H16 . 0.9300
C17 H17A . 0.9700
C17 H17B . 0.9700
C18 H18A . 0.9600
C18 H18B . 0.9600
C18 H18C . 0.9600
C19 H19A . 0.9600
C19 H19B . 0.9600
C19 H19C . 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
C17 H17B I2 2_546 0.97 3.00 3.919(5) 159
C7 H7 Cg 1_655 0.93 2.84 3.030(5) 143
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
C18 N1 C1 C2 55.2(5)
C19 N1 C1 C2 175.5(4)
C17 N1 C1 C2 -65.9(5)
N1 C1 C2 C3 172.5(4)
C1 C2 C3 C4 -117.9(5)
C2 C3 C4 C11 6.6(7)
C2 C3 C4 C5 -171.6(4)
C3 C4 C5 C6 -148.1(5)
C11 C4 C5 C6 33.5(5)
C3 C4 C5 C10 34.0(6)
C11 C4 C5 C10 -144.3(4)
C10 C5 C6 C7 0.9(7)
C4 C5 C6 C7 -177.0(4)
C5 C6 C7 C8 0.7(7)
C6 C7 C8 C9 -1.4(8)
C7 C8 C9 C10 0.5(9)
C8 C9 C10 C5 1.1(9)
C6 C5 C10 C9 -1.8(8)
C4 C5 C10 C9 176.1(5)
C3 C4 C11 C16 -120.5(5)
C5 C4 C11 C16 57.8(5)
C3 C4 C11 C12 60.2(6)
C5 C4 C11 C12 -121.5(4)
C16 C11 C12 C13 0.2(6)
C4 C11 C12 C13 179.5(4)
C11 C12 C13 C14 -0.3(7)
C12 C13 C14 C15 0.9(7)
C13 C14 C15 C16 -1.5(7)
C14 C15 C16 C11 1.5(7)
C12 C11 C16 C15 -0.8(6)
C4 C11 C16 C15 179.9(4)
C18 N1 C17 I1 64.6(4)
C19 N1 C17 I1 -57.9(4)
C1 N1 C17 I1 -173.8(3)
_cod_database_fobs_code 2241068