#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:16:28 +0100 (mar 22 de mar de 2016) $
#$Revision: 178892 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/21/4112145.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_4112145
loop_
_publ_author_name
'Thomas M. Klapötke'
'Burkhard Krumm'
'Kurt Polborn'
_publ_contact_author
;
 Thomas M. Klapötke 
 Department Chemie
 Universität München
 Butenandtstr. 5-13
 D-81377 München
 Germany
;
_publ_contact_author_email       tmk@cup.uni-muenchen.de
_publ_contact_author_fax         '049 89 2180-77492'
_publ_contact_author_phone       '049 89 2180-77491'
_publ_section_title
;
 Isolation of a Stable Covalent Selenium Azide RSeN3
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              710
_journal_page_last               711
_journal_paper_doi               10.1021/ja038975h
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C9 H12 I N Se'
_chemical_formula_weight         340.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             17-09-03
_audit_creation_method           SHELXL
_audit_update_record             ' ?'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.174(2)
_cell_length_b                   10.957(3)
_cell_length_c                   23.736(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      9
_cell_volume                     2125.9(9)
_computing_cell_refinement       CAD4(Nonius,_1977)
_computing_data_collection       CAD4(Nonius,_1977)
_computing_data_reduction        process_MOLEN(Fair,_1990)
_computing_molecular_graphics    ZORTEP(Zsolnai,Huttner,_1994)
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       Nonius_MACH3
_diffrn_measurement_method       ο-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0124
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1667
_diffrn_reflns_theta_max         23.96
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        -0.3
_diffrn_standards_interval_time  7200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.386
_exptl_absorpt_correction_T_max  0.9958
_exptl_absorpt_correction_T_min  0.2181
_exptl_absorpt_correction_type   psi-scans
_exptl_crystal_colour            red_orange
_exptl_crystal_density_diffrn    2.125
_exptl_crystal_description       plate
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.00085(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.095
_refine_ls_goodness_of_fit_obs   1.121
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1664
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_restrained_S_obs      1.121
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_obs          0.0232
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0296P)²+3.5449P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0611
_refine_ls_wR_factor_obs         0.0579
_reflns_number_observed          1441
_reflns_number_total             1664
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja038975hsi20031014_041310.cif
_cod_data_source_block           krumm29
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0296P)^2^+3.5449P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0296P)^2^+3.5449P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2126.0(9)
_cod_database_code               4112145
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'
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
I1 0.0438(2) 0.0456(2) 0.0482(2) -0.00613(13) -0.00013(14) -0.00937(14)
Se1 0.0361(3) 0.0313(2) 0.0276(2) -0.0011(2) -0.0011(2) 0.0007(2)
N1 0.038(2) 0.030(2) 0.030(2) 0.0014(14) 0.0025(14) -0.006(2)
C1 0.029(2) 0.033(2) 0.028(2) -0.001(2) 0.001(2) 0.007(2)
C2 0.037(2) 0.036(2) 0.036(2) 0.003(2) 0.003(2) 0.000(2)
C3 0.040(2) 0.057(3) 0.033(2) 0.013(2) 0.004(2) 0.007(2)
C4 0.037(2) 0.062(3) 0.026(2) -0.002(2) 0.000(2) 0.007(2)
C5 0.038(2) 0.044(2) 0.034(2) -0.010(2) -0.002(2) 0.004(2)
C6 0.033(2) 0.033(2) 0.030(2) 0.000(2) 0.002(2) 0.006(2)
C7 0.053(3) 0.032(2) 0.030(2) -0.004(2) 0.002(2) -0.006(2)
C8 0.037(3) 0.049(3) 0.050(3) 0.001(2) 0.007(2) -0.004(2)
C9 0.069(3) 0.045(3) 0.030(2) 0.006(2) 0.000(2) -0.010(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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I 1.23820(4) 0.55219(3) 0.408942(12) 0.04586(14) Uani 1 d .
Se1 Se 0.97981(5) 0.38371(4) 0.41411(2) 0.03167(14) Uani 1 d .
N1 N 0.7796(4) 0.2534(3) 0.41636(13) 0.0325(7) Uani 1 d .
C1 C 0.9411(5) 0.3701(3) 0.3337(2) 0.0299(9) Uani 1 d .
C2 C 0.9874(5) 0.4541(4) 0.2935(2) 0.0361(10) Uani 1 d .
H2 H 1.0438(5) 0.5243(4) 0.3039(2) 0.043 Uiso 1 calc R
C3 C 0.9490(6) 0.4329(4) 0.2372(2) 0.0432(11) Uani 1 d .
H3 H 0.9812(6) 0.4888(4) 0.2099(2) 0.052 Uiso 1 calc R
C4 C 0.8639(5) 0.3301(4) 0.2216(2) 0.0419(10) Uani 1 d .
H4 H 0.8386(5) 0.3167(4) 0.1839(2) 0.050 Uiso 1 calc R
C5 C 0.8161(5) 0.2470(4) 0.2620(2) 0.0386(10) Uani 1 d .
H5 H 0.7590(5) 0.1772(4) 0.2514(2) 0.046 Uiso 1 calc R
C6 C 0.8528(5) 0.2667(4) 0.3183(2) 0.0320(9) Uani 1 d .
C7 C 0.8045(6) 0.1803(4) 0.3646(2) 0.0384(10) Uani 1 d .
H7A H 0.7044(6) 0.1379(4) 0.3547(2) 0.046 Uiso 1 calc R
H7B H 0.8898(6) 0.1201(4) 0.3706(2) 0.046 Uiso 1 calc R
C8 C 0.6224(6) 0.3213(4) 0.4152(2) 0.0453(11) Uani 1 d .
H8A H 0.6167(15) 0.3748(18) 0.4472(6) 0.054 Uiso 1 calc R
H8B H 0.5331(6) 0.2645(4) 0.4165(11) 0.054 Uiso 1 calc R
H8C H 0.6159(15) 0.3684(20) 0.3812(6) 0.054 Uiso 1 calc R
C9 C 0.7922(7) 0.1777(4) 0.4680(2) 0.0478(12) Uani 1 d .
H9A H 0.7835(35) 0.2291(5) 0.5006(2) 0.057 Uiso 1 calc R
H9B H 0.8958(16) 0.1364(20) 0.4684(6) 0.057 Uiso 1 calc R
H9C H 0.7055(22) 0.1187(18) 0.4684(6) 0.057 Uiso 1 calc R
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'
I I -0.4742 1.8119 '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'
N N 0.0061 0.0033 '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
C1 Se1 N1 81.44(14)
C1 Se1 I1 97.47(12)
N1 Se1 I1 178.90(8)
C7 N1 C9 111.9(3)
C7 N1 C8 112.0(3)
C9 N1 C8 110.8(3)
C7 N1 Se1 103.4(2)
C9 N1 Se1 109.6(3)
C8 N1 Se1 108.8(3)
C2 C1 C6 120.3(4)
C2 C1 Se1 125.8(3)
C6 C1 Se1 113.9(3)
C1 C2 C3 119.4(4)
C4 C3 C2 120.6(4)
C3 C4 C5 119.8(4)
C6 C5 C4 120.4(4)
C5 C6 C1 119.5(4)
C5 C6 C7 123.4(4)
C1 C6 C7 117.2(3)
N1 C7 C6 107.6(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 Se1 2.8079(7)
Se1 C1 1.940(4)
Se1 N1 2.172(3)
N1 C7 1.480(5)
N1 C9 1.484(5)
N1 C8 1.485(6)
C1 C2 1.378(6)
C1 C6 1.393(6)
C2 C3 1.392(6)
C3 C4 1.374(6)
C4 C5 1.379(6)
C5 C6 1.386(5)
C6 C7 1.504(6)
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
C1 Se1 N1 C7 33.7(3)
I1 Se1 N1 C7 33.2(51)
C1 Se1 N1 C9 153.2(3)
I1 Se1 N1 C9 152.7(48)
C1 Se1 N1 C8 -85.5(3)
I1 Se1 N1 C8 -86.0(49)
N1 Se1 C1 C2 159.2(4)
I1 Se1 C1 C2 -20.8(4)
N1 Se1 C1 C6 -18.2(3)
I1 Se1 C1 C6 161.7(3)
C6 C1 C2 C3 -1.7(6)
Se1 C1 C2 C3 -179.0(3)
C1 C2 C3 C4 0.8(7)
C2 C3 C4 C5 -0.1(7)
C3 C4 C5 C6 0.3(6)
C4 C5 C6 C1 -1.2(6)
C4 C5 C6 C7 179.9(4)
C2 C1 C6 C5 1.9(6)
Se1 C1 C6 C5 179.5(3)
C2 C1 C6 C7 -179.1(4)
Se1 C1 C6 C7 -1.5(5)
C9 N1 C7 C6 -158.9(4)
C8 N1 C7 C6 76.0(4)
Se1 N1 C7 C6 -41.0(4)
C5 C6 C7 N1 -149.8(4)
C1 C6 C7 N1 31.2(5)
