#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:12:01 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179561 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/30/4503093.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_4503093
loop_
_publ_author_name
'Cavero, Emma'
'Giménez, Raquel'
'Uriel, Santiago'
'Beltrán, Eduardo'
'Serrano, José Luis'
'Alkorta, Ibon'
'Elguero, José'
_publ_section_title
;
 The Boat Conformation in Pyrazaboles. A Theoretical and Experimental
 Study†
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              838
_journal_paper_doi               10.1021/cg0702939
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C6 H8 B2 I2 N4'
_chemical_formula_weight         411.58
_chemical_name_systematic        2,6-diiodopyrazabole
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 117.810(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.493(3)
_cell_length_b                   4.4270(10)
_cell_length_c                   13.654(2)
_cell_measurement_temperature    295
_cell_volume                     1256.0(4)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      295
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0785
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            1913
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.01
_diffrn_source                   'sealed tube'
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.976
_exptl_absorpt_correction_T_max  0.432
_exptl_absorpt_correction_T_min  0.334
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 Siemens SADABS 
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Prism '
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.361
_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       0.0248(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     81
_refine_ls_number_reflns         1423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.160
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0444
_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)+(0.0593P)²+9.2890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1432
_reflns_number_gt                1073
_reflns_number_total             1423
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0702939-file003.cif
_cod_data_source_block           compound_3
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4503093
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
I1 I 0.20598(2) -0.10333(12) 0.61492(4) 0.0710(4) Uani 1 1 d
N1 N 0.0687(3) 0.3002(14) 0.3107(4) 0.0529(12) Uani 1 1 d
N2 N 0.0338(3) 0.3048(13) 0.3682(4) 0.0519(12) Uani 1 1 d
C1 C 0.1298(4) 0.0959(14) 0.4770(6) 0.0559(16) Uani 1 1 d
C2 C 0.1258(4) 0.1769(18) 0.3753(6) 0.0574(16) Uani 1 1 d
H2 H 0.149(4) 0.149(16) 0.351(6) 0.04(2) Uiso 1 1 d
C3 C 0.0703(4) 0.1811(17) 0.4693(5) 0.0565(16) Uani 1 1 d
H3 H 0.046(5) 0.16(2) 0.508(9) 0.08(3) Uiso 1 1 d
B1 B -0.0376(5) 0.430(2) 0.3125(7) 0.061(2) Uani 1 1 d
HB1 H -0.065(4) 0.325(18) 0.356(6) 0.06(2) Uiso 1 1 d
HB2 H -0.036(4) 0.70(2) 0.310(7) 0.06(2) Uiso 1 1 d
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 0.0615(4) 0.0636(5) 0.0541(4) 0.0001(2) -0.0014(3) 0.0024(2)
N1 0.060(3) 0.049(3) 0.041(3) -0.006(2) 0.017(2) -0.008(2)
N2 0.055(3) 0.047(3) 0.040(2) -0.007(2) 0.011(2) 0.000(2)
C1 0.055(3) 0.049(3) 0.043(3) -0.001(3) 0.006(3) -0.006(3)
C2 0.050(3) 0.056(4) 0.052(4) -0.006(3) 0.012(3) -0.008(3)
C3 0.061(4) 0.052(3) 0.039(3) -0.003(3) 0.010(3) -0.002(3)
B1 0.067(5) 0.059(5) 0.043(4) -0.002(3) 0.014(3) 0.010(4)
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'
B B 0.0013 0.0007 '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
_geom_angle_site_symmetry_3
C2 N1 N2 108.3(6) .
C2 N1 B1 132.0(7) 2
N2 N1 B1 119.7(6) 2
C3 N2 N1 108.2(6) .
C3 N2 B1 131.0(7) .
N1 N2 B1 120.7(6) .
C2 C1 C3 104.8(6) .
C2 C1 I1 129.5(6) .
C3 C1 I1 125.7(6) .
N1 C2 C1 110.0(7) .
N2 C3 C1 108.6(7) .
N2 B1 N1 104.0(6) 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.094(7) .
N1 C2 1.331(9) .
N1 N2 1.374(8) .
N1 B1 1.596(10) 2
N2 C3 1.355(8) .
N2 B1 1.584(11) .
C1 C2 1.395(12) .
C1 C3 1.402(12) .
B1 N1 1.596(10) 2
