#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/66/1516645.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_1516645
loop_
_publ_author_name
'Awwadi, Firas F.'
'Willett, Roger D.'
'Peterson, Kirk A.'
'Twamley, Brendan'
_publ_section_title
;
 The nature of halogen...halide synthons: theoretical and crystallographic
 studies.
;
_journal_issue                   12
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              2319
_journal_page_last               2328
_journal_paper_doi               10.1021/jp0660684
_journal_volume                  111
_journal_year                    2007
_chemical_formula_sum            'C5 H5 Cl I N'
_chemical_formula_weight         241.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.82(5)
_cell_angle_beta                 74.66(5)
_cell_angle_gamma                86.82(6)
_cell_formula_units_Z            2
_cell_length_a                   5.1279(19)
_cell_length_b                   8.224(6)
_cell_length_c                   9.276(6)
_cell_measurement_reflns_used    28
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      16.23
_cell_measurement_theta_min      6.96
_cell_volume                     374.9(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '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  0.0662
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1347
_diffrn_reflns_theta_full        24.21
_diffrn_reflns_theta_max         24.21
_diffrn_reflns_theta_min         4.12
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.528
_exptl_absorpt_correction_T_max  0.8661
_exptl_absorpt_correction_T_min  0.4846
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.139
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.024
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0914P)²+0.0275P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1330
_reflns_number_gt                939
_reflns_number_total             1068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp0660684si20060917_081838.cif
_cod_data_source_block           fa245a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1516645
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cl3 Cl 0.2108(5) -0.2703(4) 0.0170(3) 0.0684(7) Uani 1 1 d .
C5 C 0.5273(19) -0.0552(11) 0.2905(10) 0.053(2) Uani 1 1 d .
H5A H 0.5356 0.0495 0.3179 0.064 Uiso 1 1 calc R
C6 C 0.6581(18) -0.1816(13) 0.3493(11) 0.060(2) Uani 1 1 d .
H6A H 0.7554 -0.1651 0.4179 0.072 Uiso 1 1 calc R
C2 C 0.5074(18) -0.3629(11) 0.2115(11) 0.055(2) Uani 1 1 d .
H2A H 0.5004 -0.4690 0.1869 0.066 Uiso 1 1 calc R
C4 C 0.3838(16) -0.0802(10) 0.1915(9) 0.0447(18) Uani 1 1 d .
H4A H 0.2915 0.0066 0.1521 0.054 Uiso 1 1 calc R
C3 C 0.3760(15) -0.2356(11) 0.1499(9) 0.0466(19) Uani 1 1 d .
N1 N 0.6452(14) -0.3307(10) 0.3073(9) 0.0580(19) Uani 1 1 d .
H1A H 0.7309 -0.4103 0.3444 0.070 Uiso 1 1 calc R
I I 0.01560(10) -0.30264(6) -0.33949(6) 0.0517(3) Uani 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
Cl3 0.0564(14) 0.0897(18) 0.0660(13) -0.0234(12) -0.0189(11) -0.0155(12)
C5 0.056(5) 0.051(5) 0.056(5) -0.014(4) -0.016(4) -0.005(4)
C6 0.040(5) 0.082(7) 0.061(5) -0.017(5) -0.016(4) 0.007(5)
C2 0.045(5) 0.041(4) 0.071(5) -0.007(4) 0.001(4) -0.003(4)
C4 0.047(4) 0.041(4) 0.047(4) -0.004(3) -0.013(3) 0.003(3)
C3 0.032(4) 0.052(5) 0.057(5) -0.007(4) -0.011(3) -0.008(4)
N1 0.035(4) 0.065(5) 0.070(5) 0.002(4) -0.013(3) 0.012(3)
I 0.0418(5) 0.0457(4) 0.0761(5) -0.0127(3) -0.0287(3) 0.0052(3)
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'
Cl Cl 0.1484 0.1585 '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
C6 C5 C4 120.3(9)
C6 C5 H5A 119.8
C4 C5 H5A 119.8
N1 C6 C5 118.8(9)
N1 C6 H6A 120.6
C5 C6 H6A 120.6
N1 C2 C3 118.1(9)
N1 C2 H2A 120.9
C3 C2 H2A 120.9
C5 C4 C3 119.4(8)
C5 C4 H4A 120.3
C3 C4 H4A 120.3
C2 C3 C4 119.7(8)
C2 C3 Cl3 119.6(7)
C4 C3 Cl3 120.8(7)
C2 N1 C6 123.7(8)
C2 N1 H1A 118.2
C6 N1 H1A 118.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl3 C3 1.724(8)
C5 C6 1.349(13)
C5 C4 1.357(12)
C5 H5A 0.9300
C6 N1 1.337(14)
C6 H6A 0.9300
C2 N1 1.328(13)
C2 C3 1.369(14)
C2 H2A 0.9300
C4 C3 1.380(12)
C4 H4A 0.9300
N1 H1A 0.8600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A I 0.86 2.63 3.421(8) 153.5 2_645
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
C4 C5 C6 N1 0.6(13)
C6 C5 C4 C3 -1.0(13)
N1 C2 C3 C4 -1.8(11)
N1 C2 C3 Cl3 176.4(7)
C5 C4 C3 C2 1.6(12)
C5 C4 C3 Cl3 -176.6(7)
C3 C2 N1 C6 1.5(13)
C5 C6 N1 C2 -0.8(13)
