#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/99/4309928.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_4309928
loop_
_publ_author_name
'Daniel Robertson'
'John F. Cannon'
'Nikolay Gerasimchuk'
_publ_section_title
;
Double-Stranded Metal-Organic Networks for One-Dimensional Mixed Valence
Coordination Polymers
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8326
_journal_page_last               8342
_journal_paper_doi               10.1021/ic050465w
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C8 H5 Cl N2 O'
_chemical_formula_weight         180.59
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 111.256(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5477(5)
_cell_length_b                   12.1061(7)
_cell_length_c                   7.6112(5)
_cell_measurement_reflns_used    73
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      12.32
_cell_measurement_theta_min      4.74
_cell_volume                     819.89(9)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '2θ/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  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1954
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.29
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.412
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0383P)²+0.2192P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0891
_reflns_number_gt                1201
_reflns_number_total             1436
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050465wsi20050329_115435.cif
_cod_data_source_block           ng1a
_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 
;
_cod_original_cell_volume        819.89(8)
_cod_database_code               4309928
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.9059(2) 0.06117(14) 0.2420(3) 0.0405(4) Uani 1 1 d . . .
C2 C 0.87418(18) 0.15709(13) 0.3228(2) 0.0348(4) Uani 1 1 d . . .
C3 C 0.9949(2) 0.21943(15) 0.4385(3) 0.0444(4) Uani 1 1 d . . .
H3 H 0.9765 0.2828 0.4959 0.053 Uiso 1 1 calc R . .
C4 C 1.1408(2) 0.18909(18) 0.4695(3) 0.0546(5) Uani 1 1 d . . .
H4 H 1.2201 0.2323 0.5458 0.065 Uiso 1 1 calc R . .
C5 C 1.1693(2) 0.0947(2) 0.3874(3) 0.0586(6) Uani 1 1 d . . .
H5 H 1.2680 0.0745 0.4081 0.070 Uiso 1 1 calc R . .
C6 C 1.0526(2) 0.03003(17) 0.2750(3) 0.0532(5) Uani 1 1 d . . .
H6 H 1.0723 -0.0343 0.2214 0.064 Uiso 1 1 calc R . .
C7 C 0.71994(19) 0.19590(14) 0.2892(2) 0.0367(4) Uani 1 1 d . . .
C8 C 0.60545(19) 0.11975(14) 0.2972(3) 0.0412(4) Uani 1 1 d . . .
Cl1 Cl 0.76198(6) -0.01914(4) 0.09112(8) 0.0592(2) Uani 1 1 d . . .
N1 N 0.69277(17) 0.29992(12) 0.2626(2) 0.0479(4) Uani 1 1 d . . .
N2 N 0.51778(18) 0.05946(15) 0.3073(3) 0.0564(5) Uani 1 1 d . . .
O1 O 0.54799(15) 0.32496(11) 0.2467(3) 0.0644(5) Uani 1 1 d . . .
H1 H 0.5328 0.3912 0.2258 0.097 Uiso 1 1 calc 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
C1 0.0525(10) 0.0311(8) 0.0422(10) 0.0056(8) 0.0224(8) 0.0050(8)
C2 0.0390(9) 0.0282(8) 0.0406(9) 0.0053(7) 0.0183(7) 0.0021(7)
C3 0.0450(10) 0.0372(10) 0.0523(11) 0.0016(8) 0.0189(9) -0.0014(8)
C4 0.0397(10) 0.0567(12) 0.0642(13) 0.0103(11) 0.0151(9) -0.0021(9)
C5 0.0443(11) 0.0664(14) 0.0710(14) 0.0246(12) 0.0280(10) 0.0191(10)
C6 0.0628(13) 0.0456(11) 0.0610(13) 0.0119(10) 0.0343(11) 0.0224(10)
C7 0.0388(9) 0.0283(8) 0.0442(10) -0.0017(7) 0.0166(8) -0.0015(7)
C8 0.0369(9) 0.0330(9) 0.0529(11) -0.0013(8) 0.0154(8) 0.0016(8)
Cl1 0.0732(4) 0.0433(3) 0.0588(3) -0.0160(2) 0.0210(3) -0.0002(2)
N1 0.0411(8) 0.0312(8) 0.0737(12) 0.0012(8) 0.0237(8) 0.0045(6)
N2 0.0458(9) 0.0458(9) 0.0791(13) -0.0013(9) 0.0246(9) -0.0093(8)
O1 0.0452(8) 0.0382(7) 0.1130(14) 0.0032(8) 0.0325(8) 0.0095(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'
Cl Cl 0.1484 0.1585 '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
C6 C1 C2 120.88(18) . . ?
C6 C1 Cl1 118.33(15) . . ?
C2 C1 Cl1 120.75(14) . . ?
C3 C2 C1 117.86(16) . . ?
C3 C2 C7 118.81(16) . . ?
C1 C2 C7 123.33(16) . . ?
C4 C3 C2 121.23(18) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.38(19) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 119.75(19) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
N1 C7 C8 121.17(15) . . ?
N1 C7 C2 118.03(15) . . ?
C8 C7 C2 120.71(14) . . ?
N2 C8 C7 178.5(2) . . ?
C7 N1 O1 111.59(14) . . ?
N1 O1 H1 109.5 . . ?
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 C6 1.383(3) . ?
C1 C2 1.398(2) . ?
C1 Cl1 1.734(2) . ?
C2 C3 1.392(3) . ?
C2 C7 1.477(2) . ?
C3 C4 1.376(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.287(2) . ?
C7 C8 1.448(2) . ?
C8 N2 1.134(2) . ?
N1 O1 1.3769(19) . ?
O1 H1 0.8200 . ?
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
O1 H1 N2 0.82 2.09 2.904(2) 173.9 2_655
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 7843512
