#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:04:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179739 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/35/7003558.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_7003558
loop_
_publ_author_name
'Breunig, Hans J.'
'Königsmann, Lucia'
'Lork, Enno'
'Nema, Mihai'
'Philipp, Nicky'
'Silvestru, Cristian'
'Soran, Albert'
'Varga, Richard A.'
'Wagner, Roxana'
_publ_section_title
;
 Hypervalent organobismuth(iii) carbonate, chalcogenides and halides
 with the pendant arm ligands 2-(Me2NCH2)C6H4 and 2,6-(Me2NCH2)2C6H3
;
_journal_issue                   14
_journal_name_full               'Dalton Transactions'
_journal_page_first              1831
_journal_page_last               1842
_journal_paper_doi               10.1039/b717127g
_journal_year                    2008
_chemical_formula_moiety         'C18 H24 Bi I N2'
_chemical_formula_sum            'C18 H24 Bi I N2'
_chemical_formula_weight         604.27
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.555(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.548(2)
_cell_length_b                   16.277(4)
_cell_length_c                   12.616(2)
_cell_measurement_reflns_used    34
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.52
_cell_measurement_theta_min      5.39
_cell_volume                     1960.0(7)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Diamond, Crystal Impact'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10604
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        'random variation +/-2.0'
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    10.570
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   'Stuart & Walker, Acta Cryst A, 1983'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.048
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.144
_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     203
_refine_ls_number_reflns         4516
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0284
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0212P)²+0.8565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0603
_reflns_number_gt                3849
_reflns_number_total             4516
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            b717127g.txt
_cod_data_source_block           rw14a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'refdelF' changed to
'refdelf' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1959.9(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7003558
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.413869(18) 0.647949(10) 0.563811(13) 0.02034(6) Uani 1 1 d . . .
I1 I 0.23253(3) 0.586546(19) 0.74504(2) 0.02805(8) Uani 1 1 d . . .
C1 C 0.3235(5) 0.5575(3) 0.4437(4) 0.0243(10) Uani 1 1 d . . .
C2 C 0.2015(5) 0.5121(3) 0.4540(4) 0.0308(11) Uani 1 1 d . . .
H2 H 0.1474 0.5184 0.5155 0.037 Uiso 1 1 calc R . .
C3 C 0.1578(6) 0.4574(3) 0.3747(4) 0.0385(13) Uani 1 1 d . . .
H3 H 0.0752 0.4258 0.3826 0.046 Uiso 1 1 calc R . .
C4 C 0.2358(6) 0.4496(3) 0.2843(4) 0.0384(13) Uani 1 1 d . . .
H4 H 0.2063 0.4127 0.2298 0.046 Uiso 1 1 calc R . .
C5 C 0.3567(6) 0.4953(3) 0.2733(4) 0.0343(12) Uani 1 1 d . . .
H5 H 0.4095 0.4899 0.2109 0.041 Uiso 1 1 calc R . .
C6 C 0.4016(5) 0.5490(3) 0.3525(3) 0.0240(10) Uani 1 1 d . . .
C7 C 0.5377(6) 0.5940(3) 0.3430(4) 0.0296(11) Uani 1 1 d . . .
H7A H 0.6137 0.5608 0.3765 0.035 Uiso 1 1 calc R . .
H7B H 0.5587 0.6004 0.2670 0.035 Uiso 1 1 calc R . .
N1 N 0.5357(4) 0.6759(2) 0.3933(3) 0.0239(8) Uani 1 1 d . . .
C8 C 0.6798(5) 0.7053(3) 0.4150(4) 0.0321(11) Uani 1 1 d . . .
H8A H 0.7270 0.6684 0.4660 0.048 Uiso 1 1 calc R . .
H8B H 0.6768 0.7609 0.4446 0.048 Uiso 1 1 calc R . .
H8C H 0.7313 0.7060 0.3489 0.048 Uiso 1 1 calc R . .
C9 C 0.4597(6) 0.7349(3) 0.3236(4) 0.0326(11) Uani 1 1 d . . .
H9A H 0.4592 0.7891 0.3575 0.049 Uiso 1 1 calc R . .
H9B H 0.3631 0.7161 0.3114 0.049 Uiso 1 1 calc R . .
H9C H 0.5066 0.7387 0.2556 0.049 Uiso 1 1 calc R . .
C10 C 0.2500(5) 0.7452(3) 0.5314(4) 0.0229(9) Uani 1 1 d . . .
C11 C 0.1349(5) 0.7331(3) 0.4655(4) 0.0291(11) Uani 1 1 d . . .
H11 H 0.1203 0.6812 0.4326 0.035 Uiso 1 1 calc R . .
C12 C 0.0390(6) 0.7970(4) 0.4465(4) 0.0370(12) Uani 1 1 d . . .
H12 H -0.0398 0.7883 0.4003 0.044 Uiso 1 1 calc R . .
C13 C 0.0583(6) 0.8719(3) 0.4944(4) 0.0354(12) Uani 1 1 d . . .
H13 H -0.0068 0.9152 0.4814 0.042 Uiso 1 1 calc R . .
C14 C 0.1724(6) 0.8841(3) 0.5613(4) 0.0338(11) Uani 1 1 d . . .
H14 H 0.1858 0.9361 0.5941 0.041 Uiso 1 1 calc R . .
C15 C 0.2690(5) 0.8213(3) 0.5820(4) 0.0252(10) Uani 1 1 d . . .
C16 C 0.3928(6) 0.8340(3) 0.6570(4) 0.0282(11) Uani 1 1 d . . .
H16A H 0.3860 0.8888 0.6905 0.034 Uiso 1 1 calc R . .
H16B H 0.3911 0.7921 0.7138 0.034 Uiso 1 1 calc R . .
N2 N 0.5246(4) 0.8280(2) 0.6017(3) 0.0271(9) Uani 1 1 d . . .
C17 C 0.5458(7) 0.9023(3) 0.5373(4) 0.0424(14) Uani 1 1 d . . .
H17A H 0.5538 0.9504 0.5839 0.064 Uiso 1 1 calc R . .
H17B H 0.4659 0.9095 0.4878 0.064 Uiso 1 1 calc R . .
H17C H 0.6319 0.8965 0.4974 0.064 Uiso 1 1 calc R . .
C18 C 0.6433(6) 0.8182(4) 0.6758(4) 0.0414(14) Uani 1 1 d . . .
H18A H 0.6491 0.8659 0.7232 0.062 Uiso 1 1 calc R . .
H18B H 0.7299 0.8138 0.6363 0.062 Uiso 1 1 calc R . .
H18C H 0.6308 0.7682 0.7179 0.062 Uiso 1 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'
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'
Bi Bi -4.1077 10.2566 '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
_geom_angle_publ_flag
C10 Bi1 C1 94.90(16) . . ?
C10 Bi1 N1 93.02(15) . . ?
C1 Bi1 N1 73.86(15) . . ?
C10 Bi1 I1 87.77(12) . . ?
C1 Bi1 I1 94.25(12) . . ?
N1 Bi1 I1 168.11(9) . . ?
C2 C1 C6 119.6(4) . . ?
C2 C1 Bi1 126.0(4) . . ?
C6 C1 Bi1 114.4(3) . . ?
C1 C2 C3 120.5(5) . . ?
C4 C3 C2 119.5(5) . . ?
C5 C4 C3 120.1(5) . . ?
C4 C5 C6 120.7(5) . . ?
C5 C6 C1 119.6(5) . . ?
C5 C6 C7 120.1(4) . . ?
C1 C6 C7 120.1(4) . . ?
N1 C7 C6 112.6(4) . . ?
C8 N1 C7 110.4(4) . . ?
C8 N1 C9 109.8(4) . . ?
C7 N1 C9 110.1(4) . . ?
C8 N1 Bi1 110.5(3) . . ?
C7 N1 Bi1 102.5(3) . . ?
C9 N1 Bi1 113.3(3) . . ?
C11 C10 C15 119.6(4) . . ?
C11 C10 Bi1 123.2(3) . . ?
C15 C10 Bi1 117.2(3) . . ?
C10 C11 C12 120.3(5) . . ?
C13 C12 C11 120.3(5) . . ?
C12 C13 C14 119.5(5) . . ?
C13 C14 C15 121.2(5) . . ?
C14 C15 C10 119.0(5) . . ?
C14 C15 C16 121.3(4) . . ?
C10 C15 C16 119.8(4) . . ?
N2 C16 C15 111.2(4) . . ?
C16 N2 C18 111.5(4) . . ?
C16 N2 C17 110.0(4) . . ?
C18 N2 C17 109.1(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 C10 2.256(4) . ?
Bi1 C1 2.267(4) . ?
Bi1 N1 2.514(4) . ?
Bi1 I1 3.0723(6) . ?
C1 C2 1.387(7) . ?
C1 C6 1.395(6) . ?
C2 C3 1.394(7) . ?
C3 C4 1.384(8) . ?
C4 C5 1.384(8) . ?
C5 C6 1.386(7) . ?
C6 C7 1.499(7) . ?
C7 N1 1.477(6) . ?
N1 C8 1.476(6) . ?
N1 C9 1.480(6) . ?
C10 C11 1.374(7) . ?
C10 C15 1.402(6) . ?
C11 C12 1.402(7) . ?
C12 C13 1.372(8) . ?
C13 C14 1.375(8) . ?
C14 C15 1.396(7) . ?
C15 C16 1.508(7) . ?
C16 N2 1.458(7) . ?
N2 C18 1.459(6) . ?
N2 C17 1.474(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 Bi1 C1 C2 -72.7(4) . . . . ?
N1 Bi1 C1 C2 -164.4(4) . . . . ?
I1 Bi1 C1 C2 15.4(4) . . . . ?
C10 Bi1 C1 C6 107.2(3) . . . . ?
N1 Bi1 C1 C6 15.5(3) . . . . ?
I1 Bi1 C1 C6 -164.7(3) . . . . ?
C6 C1 C2 C3 0.9(7) . . . . ?
Bi1 C1 C2 C3 -179.1(4) . . . . ?
C1 C2 C3 C4 -1.1(8) . . . . ?
C2 C3 C4 C5 0.4(8) . . . . ?
C3 C4 C5 C6 0.4(8) . . . . ?
C4 C5 C6 C1 -0.5(7) . . . . ?
C4 C5 C6 C7 175.9(5) . . . . ?
C2 C1 C6 C5 -0.1(7) . . . . ?
Bi1 C1 C6 C5 179.9(3) . . . . ?
C2 C1 C6 C7 -176.5(4) . . . . ?
Bi1 C1 C6 C7 3.6(5) . . . . ?
C5 C6 C7 N1 148.2(4) . . . . ?
C1 C6 C7 N1 -35.5(6) . . . . ?
C6 C7 N1 C8 160.5(4) . . . . ?
C6 C7 N1 C9 -78.1(5) . . . . ?
C6 C7 N1 Bi1 42.7(4) . . . . ?
C10 Bi1 N1 C8 117.1(3) . . . . ?
C1 Bi1 N1 C8 -148.7(3) . . . . ?
I1 Bi1 N1 C8 -149.3(4) . . . . ?
C10 Bi1 N1 C7 -125.2(3) . . . . ?
C1 Bi1 N1 C7 -31.0(3) . . . . ?
I1 Bi1 N1 C7 -31.6(6) . . . . ?
C10 Bi1 N1 C9 -6.6(3) . . . . ?
C1 Bi1 N1 C9 87.6(3) . . . . ?
I1 Bi1 N1 C9 86.9(5) . . . . ?
C1 Bi1 C10 C11 6.3(4) . . . . ?
N1 Bi1 C10 C11 80.4(4) . . . . ?
I1 Bi1 C10 C11 -87.7(4) . . . . ?
C1 Bi1 C10 C15 -173.7(4) . . . . ?
N1 Bi1 C10 C15 -99.6(3) . . . . ?
I1 Bi1 C10 C15 92.2(3) . . . . ?
C15 C10 C11 C12 1.8(7) . . . . ?
Bi1 C10 C11 C12 -178.3(4) . . . . ?
C10 C11 C12 C13 -0.6(8) . . . . ?
C11 C12 C13 C14 -0.1(8) . . . . ?
C12 C13 C14 C15 -0.3(8) . . . . ?
C13 C14 C15 C10 1.4(7) . . . . ?
C13 C14 C15 C16 -178.8(5) . . . . ?
C11 C10 C15 C14 -2.1(7) . . . . ?
Bi1 C10 C15 C14 177.9(4) . . . . ?
C11 C10 C15 C16 178.1(4) . . . . ?
Bi1 C10 C15 C16 -1.9(6) . . . . ?
C14 C15 C16 N2 -115.7(5) . . . . ?
C10 C15 C16 N2 64.1(6) . . . . ?
C15 C16 N2 C18 -164.8(4) . . . . ?
C15 C16 N2 C17 74.1(5) . . . . ?
