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#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/91/1519180.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_1519180
loop_
_publ_author_name
'Blake, Alexander J.'
'Light, Mark E.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C10H8Cl2N4
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              1206
_journal_year                    1997
_chemical_formula_moiety         'C10 H8 Cl2 N4'
_chemical_formula_sum            'C10 H8 Cl2 N4'
_chemical_formula_weight         255.10
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.2300(10)
_cell_length_b                   15.594(3)
_cell_length_c                   19.618(4)
_cell_measurement_temperature    120(2)
_cell_volume                     2211.8(7)
_computing_cell_refinement       REFINE
_computing_data_collection       'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_data_reduction        'ABSURD (Karaulov, 1992)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution
'SIR92 (Altomare, Cascarano, Giacovazzo & Guaglitardi, 1993)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.873
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measurement_device_type  'Delft instruments FAST area detector'
_diffrn_measurement_method
'Intensity measurements as described by Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode generator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0964
_diffrn_reflns_av_sigmaI/netI    0.1387
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8212
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            unk
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unk
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         1704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.903
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0443
_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)+(0.0392P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1083
_reflns_number_gt                1062
_reflns_number_total             1704
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-1206.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Blake, Alexander J. and Light, Mark E. and Hursthouse, Michael B. (1997) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/1206)

More at:
http://ecrystals.chem.soton.ac.uk/1206/
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               1519180
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
Cl1 Cl 0.07872(15) 0.48712(7) 0.12607(6) 0.0268(3) Uani 1 1 d . . .
Cl2 Cl 0.16063(15) 0.84900(7) 0.01415(6) 0.0252(3) Uani 1 1 d . . .
N2 N 0.0386(4) 0.6512(2) 0.12282(17) 0.0190(8) Uani 1 1 d . . .
N4 N 0.1169(4) 0.9419(2) -0.09246(18) 0.0174(9) Uani 1 1 d . . .
N3 N 0.0358(4) 0.7940(2) -0.10818(17) 0.0170(9) Uani 1 1 d . . .
N1 N 0.0519(4) 0.7305(2) 0.09532(18) 0.0184(9) Uani 1 1 d . . .
C9 C 0.0692(5) 0.9584(3) -0.1566(2) 0.0194(11) Uani 1 1 d . . .
C1 C 0.0972(5) 0.5857(3) 0.0864(2) 0.0170(10) Uani 1 1 d . . .
C2 C 0.1719(5) 0.5910(3) 0.0215(2) 0.0163(10) Uani 1 1 d . . .
C8 C 0.0053(6) 0.8936(3) -0.1993(3) 0.0228(11) Uani 1 1 d . . .
C4 C 0.1271(5) 0.7395(3) 0.0342(2) 0.0146(10) Uani 1 1 d . . .
C5 C 0.0967(5) 0.8606(3) -0.0726(2) 0.0166(10) Uani 1 1 d . . .
C7 C -0.0109(5) 0.8119(3) -0.1733(2) 0.0191(11) Uani 1 1 d . . .
C3 C 0.1871(5) 0.6709(3) -0.0059(2) 0.0176(10) Uani 1 1 d . . .
C10 C -0.0804(8) 0.7378(3) -0.2142(3) 0.0275(12) Uani 1 1 d . . .
C11 C 0.0865(13) 1.0489(4) -0.1811(3) 0.0331(15) Uani 1 1 d . . .
H3 H -0.029(5) 0.906(2) -0.242(2) 0.014(11) Uiso 1 1 d . . .
H7 H 0.206(4) 0.541(2) -0.0008(18) 0.007(10) Uiso 1 1 d . . .
H6 H 0.241(5) 0.680(2) -0.048(2) 0.008(10) Uiso 1 1 d . . .
H5 H -0.193(6) 0.716(3) -0.194(2) 0.045(15) Uiso 1 1 d . . .
H4 H -0.086(6) 0.754(3) -0.256(2) 0.030(15) Uiso 1 1 d . . .
H2 H 0.166(7) 1.064(4) -0.173(3) 0.04(3) Uiso 1 1 d . . .
H1 H 0.003(7) 1.070(4) -0.169(3) 0.06(3) Uiso 1 1 d . . .
H8 H 0.003(7) 0.682(4) -0.211(3) 0.070(18) Uiso 1 1 d . . .
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'
S S 0.1246 0.1234 '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
C4 Cl2 C5 106.04(19) . .
C1 N2 N1 118.0(3) . .
C9 N4 C5 115.6(4) . .
C5 N3 C7 114.8(4) . .
C4 N1 N2 119.2(3) . .
N4 C9 C8 121.0(4) . .
N4 C9 C11 117.7(4) . .
C8 C9 C11 121.3(5) . .
N2 C1 C2 125.3(4) . .
N2 C1 Cl1 114.9(3) . .
C2 C1 Cl1 119.8(3) . .
C3 C2 C1 116.7(4) . .
C3 C2 H7 124(2) . .
C1 C2 H7 119(2) . .
C7 C8 C9 118.5(4) . .
C7 C8 H3 121(3) . .
C9 C8 H3 120(3) . .
N1 C4 C3 123.8(4) . .
N1 C4 Cl2 111.1(3) . .
C3 C4 Cl2 124.9(3) . .
N3 C5 N4 128.8(4) . .
N3 C5 Cl2 120.8(3) . .
N4 C5 Cl2 110.4(3) . .
N3 C7 C8 121.3(4) . .
N3 C7 C10 115.6(4) . .
C8 C7 C10 123.0(4) . .
C2 C3 C4 117.0(4) . .
C2 C3 H6 122(2) . .
C4 C3 H6 121(2) . .
C7 C10 H5 110(3) . .
C7 C10 H4 107(3) . .
H5 C10 H4 117(4) . .
C7 C10 H8 114(3) . .
H5 C10 H8 99(4) . .
H4 C10 H8 109(4) . .
C9 C11 H2 110(6) . .
C9 C11 H1 105(5) . .
H2 C11 H1 120(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.729(4) .
Cl2 C4 1.768(4) .
Cl2 C5 1.772(4) .
N2 C1 1.317(5) .
N2 N1 1.353(5) .
N4 C9 1.329(5) .
N4 C5 1.335(5) .
N3 C5 1.327(5) .
N3 C7 1.351(5) .
N1 C4 1.324(5) .
C9 C8 1.391(6) .
C9 C11 1.497(7) .
C1 C2 1.385(6) .
C2 C3 1.361(6) .
C2 H7 0.93(4) .
C8 C7 1.377(6) .
C8 H3 0.90(4) .
C4 C3 1.397(6) .
C7 C10 1.494(6) .
C3 H6 0.93(4) .
C10 H5 0.97(5) .
C10 H4 0.85(4) .
C10 H8 1.06(6) .
C11 H2 0.64(5) .
C11 H1 0.73(5) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139044894
