#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/88/2008869.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_2008869
loop_
_publ_author_name
'Brennan, Conor J.'
'McKee, Vickie'
_publ_section_title
;
 2,2'-Bi-2-imidazoline
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1492
_journal_page_last               1494
_journal_paper_doi               10.1107/S010827019900654X
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C6 H10 N4'
_chemical_formula_weight         138.18
_chemical_name_systematic
;
2,2'-Bi-2-imidazoline
;
_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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.659(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.1520(5)
_cell_length_b                   10.4720(11)
_cell_length_c                   6.3709(7)
_cell_measurement_reflns_used    >50
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2
_cell_volume                     330.96(6)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2031
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.85
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'fibrous needle'
_exptl_crystal_F_000             148
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         578
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0370
_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)+(0.0414P)²+0.1340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0979
_reflns_number_gt                539
_reflns_number_total             578
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bm1338.cif
_cod_data_source_block           bi
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2008869
_cod_database_fobs_code          2008869
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_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.2082(3) 0.57187(12) 0.8197(2) 0.0301(4) Uani d . 1 . . N
N2 0.6367(3) 0.58447(13) 0.8017(2) 0.0340(4) Uani d . 1 . . N
C1 0.4559(3) 0.54046(13) 0.9017(2) 0.0222(4) Uani d . 1 . . C
C3 0.4990(3) 0.66357(15) 0.6186(2) 0.0306(4) Uani d . 1 . . C
H3A 0.5217 0.6298 0.4795 0.037 Uiso calc R 1 . . H
H3B 0.5637 0.7530 0.6377 0.037 Uiso calc R 1 . . H
C2 0.2052(3) 0.65294(16) 0.6283(3) 0.0357(5) Uani d . 1 . . C
H2A 0.1315 0.7385 0.6451 0.043 Uiso calc R 1 . . H
H2B 0.0923 0.6134 0.4932 0.043 Uiso calc R 1 . . H
H2 0.810(5) 0.5691(19) 0.842(3) 0.050 Uiso d . 1 . . H
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
N1 0.0201(7) 0.0382(8) 0.0328(7) 0.0021(5) 0.0086(5) 0.0086(5)
N2 0.0190(7) 0.0486(9) 0.0362(8) 0.0044(6) 0.0106(6) 0.0148(6)
C1 0.0192(7) 0.0243(7) 0.0245(7) -0.0013(5) 0.0084(5) -0.0043(6)
C3 0.0261(8) 0.0364(8) 0.0305(8) 0.0002(6) 0.0097(6) 0.0065(6)
C2 0.0255(9) 0.0448(10) 0.0372(9) 0.0033(7) 0.0093(7) 0.0142(7)
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'
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
_geom_angle_publ_flag
C1 N1 C2 . 105.66(12) y
C1 N2 C3 . 109.04(13) y
N1 C1 N2 . 117.32(14) y
N1 C1 C1 3_667 122.37(15) y
N2 C1 C1 3_667 120.31(15) y
N2 C3 C2 . 101.51(12) y
N1 C2 C3 . 106.44(12) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.2847(19) y
N1 C2 . 1.4820(19) y
N2 C1 . 1.3436(19) y
N2 C3 . 1.450(2) y
C1 C1 3_667 1.479(3) y
C3 C2 . 1.536(2) y
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
N2 H2 N1 1_655 0.87(2) 2.09(2) 2.919(2) 156.7(18)
C2 H2B N1 3_566 0.99 2.91 3.866(2) 162.4
C3 H3B N1 4_675 0.99 2.97 3.684(2) 129.6
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_site_symmetry_4
_geom_torsion
C2 N1 C1 N2 . -0.33(19)
C2 N1 C1 C1 3_667 179.50(16)
C3 N2 C1 N1 . 1.5(2)
C3 N2 C1 C1 3_667 -178.39(15)
C1 N2 C3 C2 . -1.76(17)
C1 N1 C2 C3 . -0.84(17)
N2 C3 C2 N1 . 1.56(16)
