#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:17:47 +0100 (vie 25 de mar de 2016) $
#$Revision: 179718 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002016.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_7002016
loop_
_publ_author_name
'Radloff, Christian'
'Hahn, F. Ekkehardt'
'Pape, Tania'
'Fröhlich, Roland'
_publ_section_title
;
 Supramolecular structures from mono and dimetalated biscarbene ligands
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7215
_journal_paper_doi               10.1039/b907896g
_journal_year                    2009
_chemical_formula_sum            'C12 H20 I2 N4 O2'
_chemical_formula_weight         506.12
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.8318(3)
_cell_length_b                   12.6696(6)
_cell_length_c                   20.2465(9)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      1
_cell_volume                     1752.46(14)
_computing_cell_refinement       'APEX2(Bruker AXS, 2007)'
_computing_data_collection       'APEX2(Bruker AXS, 2007)'
_computing_data_reduction        'SAINT,SADABS (Bruker AXS, 2007 )'
_computing_molecular_graphics
;
ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565
;
_computing_structure_refinement
;
SHELXL-97, G. M. Sheldrick, Acta Cryst. (2008) A64, 112-122
;
_computing_structure_solution
;
SHELXS-97 , G. M. Sheldrick, Acta Cryst. (2008) A64, 112-122
;
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 80
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0147
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20161
_diffrn_reflns_theta_full        31.98
_diffrn_reflns_theta_max         31.98
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    3.596
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_correction_T_min  0.6521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Corrections were done with the SADABS program, utilizing the none merged
raw data obtained from the integration process. Integration and final cell
refinement were done with SAINT.

SADABS reports ratio of Tmin/Tmax = 0.687126

;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent plate'
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         2909
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0194
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0196P)²+1.2532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0452
_refine_ls_wR_factor_ref         0.0489
_reflns_number_gt                2338
_reflns_number_total             2909
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b907896g.txt
_cod_data_source_block           sad
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7002016
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
I1 I 0.998644(15) 0.768214(9) 0.140202(5) 0.02516(4) Uani 1 1 d . . .
C1 C 0.2781(2) 0.52949(12) 0.12878(8) 0.0207(3) Uani 1 1 d . . .
H1 H 0.3585 0.5390 0.1666 0.025 Uiso 1 1 calc R . .
N1 N 0.31547(18) 0.56969(10) 0.06923(6) 0.0196(2) Uani 1 1 d . . .
N2 N 0.11288(19) 0.47426(10) 0.12782(6) 0.0197(2) Uani 1 1 d . . .
C2 C 0.1645(2) 0.54101(11) 0.02688(7) 0.0179(3) Uani 1 1 d . . .
C3 C 0.0353(2) 0.47910(12) 0.06454(7) 0.0183(3) Uani 1 1 d . . .
C4 C -0.1349(2) 0.43472(11) 0.03921(7) 0.0192(3) Uani 1 1 d . . .
H4 H -0.2217 0.3923 0.0645 0.023 Uiso 1 1 calc R . .
C5 C 0.4714(2) 0.64468(15) 0.05356(9) 0.0264(3) Uani 1 1 d . . .
H5A H 0.4170 0.7162 0.0516 0.040 Uiso 1 1 calc R . .
H5B H 0.5293 0.6265 0.0107 0.040 Uiso 1 1 calc R . .
H5C H 0.5725 0.6416 0.0879 0.040 Uiso 1 1 calc R . .
C6 C 0.0281(2) 0.41652(14) 0.18354(8) 0.0258(3) Uani 1 1 d . . .
H6A H 0.0357 0.3405 0.1749 0.039 Uiso 1 1 calc R . .
H6B H -0.1091 0.4372 0.1891 0.039 Uiso 1 1 calc R . .
H6C H 0.1011 0.4332 0.2239 0.039 Uiso 1 1 calc R . .
O1 O 0.6300(2) 0.61416(11) 0.21791(6) 0.0352(3) Uani 1 1 d . . .
H1P H 0.7287 0.6428 0.2063 0.042 Uiso 1 1 d R . .
H1O H 0.6000 0.6556 0.2457 0.042 Uiso 1 1 d R . .
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 0.02361(6) 0.02449(7) 0.02737(7) 0.00295(4) 0.00015(4) 0.00318(4)
C1 0.0211(7) 0.0207(7) 0.0203(6) -0.0021(5) -0.0023(5) 0.0004(5)
N1 0.0186(6) 0.0196(6) 0.0207(6) -0.0016(5) -0.0021(5) -0.0016(4)
N2 0.0219(6) 0.0201(6) 0.0172(5) -0.0001(5) -0.0022(5) -0.0002(5)
C2 0.0170(6) 0.0169(6) 0.0198(6) -0.0023(5) -0.0020(5) -0.0009(5)
C3 0.0204(7) 0.0174(6) 0.0172(6) -0.0012(5) -0.0014(5) 0.0006(5)
C4 0.0196(6) 0.0178(6) 0.0204(7) 0.0001(5) 0.0006(5) -0.0012(5)
C5 0.0220(8) 0.0293(8) 0.0279(8) -0.0012(6) -0.0011(6) -0.0080(6)
C6 0.0295(8) 0.0288(8) 0.0192(7) 0.0025(6) 0.0002(6) -0.0033(6)
O1 0.0353(7) 0.0388(7) 0.0314(6) -0.0055(5) 0.0044(5) -0.0107(6)
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 110.52(13) . . ?
C1 N1 C2 108.43(12) . . ?
C1 N1 C5 125.70(13) . . ?
C2 N1 C5 125.23(13) . . ?
C1 N2 C3 108.35(13) . . ?
C1 N2 C6 126.02(13) . . ?
C3 N2 C6 125.62(13) . . ?
C4 C2 N1 130.19(13) 5_565 . ?
C4 C2 C3 123.71(13) 5_565 . ?
N1 C2 C3 106.10(12) . . ?
N2 C3 C4 129.97(14) . . ?
N2 C3 C2 106.59(12) . . ?
C4 C3 C2 123.44(13) . . ?
C2 C4 C3 112.84(13) 5_565 . ?
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
C1 N2 1.3283(19) . ?
C1 N1 1.334(2) . ?
N1 C2 1.3895(18) . ?
N1 C5 1.4622(19) . ?
N2 C3 1.3878(18) . ?
N2 C6 1.464(2) . ?
C2 C4 1.388(2) 5_565 ?
C2 C3 1.406(2) . ?
C3 C4 1.390(2) . ?
C4 C2 1.388(2) 5_565 ?
