#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:29:14 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179581 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/46/4504606.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_4504606
loop_
_publ_author_name
'Adams, Christopher J.'
'Angeloni, Alessandro'
'Orpen, A. Guy'
'Podesta, Thomas J.'
'Shore, Benjamin'
_publ_section_title
;
 Crystal Synthesis of Organic−Inorganic Hybrid Salts Based on
 Tetrachloroplatinate and -palladate Salts of Organic Cations: 
 Formation of Linear, Two-, and Three-Dimensional
 NH···Cl Hydrogen Bond Networks
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              411
_journal_paper_doi               10.1021/cg050362o
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C12 H12 Cl2 N2 O4'
_chemical_formula_weight         319.14
_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                 92.112(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.9360(13)
_cell_length_b                   7.0450(7)
_cell_length_c                   14.8136(16)
_cell_measurement_reflns_used    94
_cell_measurement_temperature    173(2)
_cell_volume                     1349.1(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8394
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.58
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.495
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.827246
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.930
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0757P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1189
_reflns_number_gt                2123
_reflns_number_total             3095
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050362osi20050725_015150.cif
_cod_data_source_block           12
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4504606
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
C1A C 0.88470(17) -0.7656(3) -0.10541(16) 0.0263(5) Uani 1 1 d . B .
H1AB H 0.8935 -0.7185 -0.1633 0.032 Uiso 1 1 calc R . .
C2A C 0.88187(17) -0.6430(3) -0.03291(15) 0.0241(5) Uani 1 1 d . . .
H2AB H 0.8884 -0.5128 -0.0415 0.029 Uiso 1 1 calc R . .
C3A C 0.86920(16) -0.7165(3) 0.05301(15) 0.0207(5) Uani 1 1 d . . .
C4A C 0.86009(16) -0.9121(3) 0.06401(15) 0.0239(5) Uani 1 1 d . . .
H4AA H 0.8525 -0.9636 0.1212 0.029 Uiso 1 1 calc R . .
C5A C 0.86244(17) -1.0280(3) -0.01039(16) 0.0272(5) Uani 1 1 d . B .
H5AA H 0.8556 -1.1587 -0.0041 0.033 Uiso 1 1 calc R . .
C6A C 0.85942(16) -0.5907(3) 0.13360(14) 0.0192(4) Uani 1 1 d . . .
C7A C 0.64340(17) 0.0188(3) 0.23560(16) 0.0254(5) Uani 1 1 d . . .
H7AA H 0.6520 0.1494 0.2309 0.030 Uiso 1 1 calc R . .
C8A C 0.64020(16) -0.0926(3) 0.15896(15) 0.0215(5) Uani 1 1 d . . .
H8AA H 0.6459 -0.0387 0.1020 0.026 Uiso 1 1 calc R . .
C9A C 0.62827(15) -0.2878(3) 0.16909(14) 0.0182(4) Uani 1 1 d . . .
C10A C 0.61907(17) -0.3660(3) 0.25418(15) 0.0218(5) Uani 1 1 d . . .
H10A H 0.6110 -0.4963 0.2611 0.026 Uiso 1 1 calc R . .
C11A C 0.62210(17) -0.2478(3) 0.32872(15) 0.0254(5) Uani 1 1 d . . .
H11A H 0.6159 -0.2976 0.3864 0.031 Uiso 1 1 calc R . .
C12A C 0.63077(16) -0.4107(3) 0.08647(15) 0.0205(5) Uani 1 1 d . B .
O1A O 0.89419(13) -0.4176(2) 0.12102(11) 0.0273(4) Uani 1 1 d . . .
H1A H 0.8860 -0.3541 0.1666 0.072(12) Uiso 1 1 calc R . .
O2A O 0.81996(12) -0.6457(2) 0.20207(11) 0.0280(4) Uani 1 1 d . . .
O3A O 0.58918(13) -0.5798(2) 0.09737(11) 0.0276(4) Uani 1 1 d . . .
O4A O 0.67005(13) -0.3570(2) 0.01775(11) 0.0288(4) Uani 1 1 d . . .
N1A N 0.87477(14) -0.9510(3) -0.09242(13) 0.0261(4) Uani 1 1 d . . .
H1 H 0.8763 -1.0252 -0.1385 0.031 Uiso 1 1 calc R A 2
N2A N 0.63399(14) -0.0621(3) 0.31700(13) 0.0243(4) Uani 1 1 d . . .
H2AA H 0.6358 0.0100 0.3639 0.029 Uiso 1 1 calc R . .
Cl1 Cl 0.61198(4) -0.80565(7) -0.06745(4) 0.02167(16) Uani 0.9696(10) 1 d P B 1
Cl2 Cl 0.89782(4) -1.30844(7) -0.21103(4) 0.02389(16) Uani 0.9696(10) 1 d P B 1
Cl2A Cl 0.8881(14) -1.195(2) -0.1536(12) 0.02389(16) Uani 0.0304(10) 1 d P B 2
Cl1A Cl 0.5990(14) -0.694(2) -0.0078(12) 0.02167(16) Uani 0.0304(10) 1 d P B 2
H3 H 0.612(3) -0.663(6) 0.054(3) 0.120(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'
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
N1A C1A C2A 119.9(2)
C1A C2A C3A 119.2(2)
C2A C3A C4A 119.3(2)
C2A C3A C6A 121.8(2)
C4A C3A C6A 118.9(2)
C5A C4A C3A 119.3(2)
N1A C5A C4A 119.5(2)
O2A C6A O1A 124.8(2)
O2A C6A C3A 121.8(2)
O1A C6A C3A 113.39(18)
N2A C7A C8A 119.8(2)
C7A C8A C9A 118.2(2)
C10A C9A C8A 120.3(2)
C10A C9A C12A 121.2(2)
C8A C9A C12A 118.42(19)
C11A C10A C9A 119.1(2)
N2A C11A C10A 119.2(2)
O4A C12A O3A 124.7(2)
O4A C12A C9A 121.8(2)
O3A C12A C9A 113.57(19)
C12A O3A Cl1A 105.1(6)
C1A N1A C5A 122.9(2)
C1A N1A Cl2A 142.0(5)
C5A N1A Cl2A 94.5(5)
C11A N2A C7A 123.3(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1A N1A 1.327(3)
C1A C2A 1.380(3)
C2A C3A 1.389(3)
C3A C4A 1.393(3)
C3A C6A 1.496(3)
C4A C5A 1.373(3)
C5A N1A 1.346(3)
C6A O2A 1.216(3)
C6A O1A 1.315(3)
C7A N2A 1.343(3)
C7A C8A 1.379(3)
C8A C9A 1.393(3)
C9A C10A 1.385(3)
C9A C12A 1.500(3)
C10A C11A 1.382(3)
C11A N2A 1.330(3)
C12A O4A 1.215(3)
C12A O3A 1.320(3)
O3A Cl1A 1.760(18)
N1A Cl2A 1.955(18)
