#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:49:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179675 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/27/4512760.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_4512760
loop_
_publ_author_name
'Mei, Lei'
'Wang, Cong-zhi'
'Wang, Lin'
'Zhao, Yu-liang'
'Chai, Zhi-fang'
'Shi, Wei-qun'
_publ_section_title
;
 Halogen Bonded Three-Dimensional Uranyl--Organic Compounds with
 Unprecedented Halogen--Halogen Interactions and Structure Diversity upon
 Variation of Halogen Substitution
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1395
_journal_paper_doi               10.1021/cg501783d
_journal_volume                  15
_journal_year                    2015
_chemical_formula_sum            'C6 H3 Cl2 N O2'
_chemical_formula_weight         191.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 112.159(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.8457(4)
_cell_length_b                   10.4334(3)
_cell_length_c                   14.6939(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1539.92(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0154
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2934
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.785
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1350
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0347
_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)+(0.0419P)²+1.0819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0892
_reflns_number_gt                1185
_reflns_number_total             1350
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg501783d_si_002.cif
_cod_data_source_block           H-3,5-DCPCA
_cod_depositor_comments
'Adding full bibliography for 4512755--4512762.cif.'
_cod_original_cell_volume        1539.92(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4512760
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Cl1 Cl 0.31996(7) 0.66323(6) 0.22757(4) 0.0614(2) Uani 1 1 d
Cl2 Cl 0.47423(7) 0.72510(7) 0.62010(4) 0.0655(2) Uani 1 1 d
O1 O 0.59853(15) 0.77962(15) 0.44580(13) 0.0507(4) Uani 1 1 d
O2 O 0.41844(17) 0.90445(16) 0.38761(15) 0.0635(5) Uani 1 1 d
N1 N 0.23951(19) 0.47778(18) 0.43154(16) 0.0511(5) Uani 1 1 d
C1 C 0.38701(19) 0.64639(19) 0.51171(15) 0.0387(5) Uani 1 1 d
C2 C 0.39383(18) 0.68731(17) 0.42427(14) 0.0334(4) Uani 1 1 d
C3 C 0.4723(2) 0.80442(19) 0.41743(15) 0.0368(5) Uani 1 1 d
C4 C 0.3194(2) 0.6192(2) 0.34055(15) 0.0392(5) Uani 1 1 d
C5 C 0.2438(2) 0.5151(2) 0.34639(19) 0.0476(5) Uani 1 1 d
C6 C 0.3090(2) 0.5418(2) 0.51261(19) 0.0502(6) Uani 1 1 d
H6 H 0.302(2) 0.513(2) 0.5691(19) 0.054(7) Uiso 1 1 d
H5 H 0.193(2) 0.469(2) 0.2887(19) 0.053(7) Uiso 1 1 d
H1 H 0.642(3) 0.851(3) 0.443(3) 0.102(12) Uiso 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
Cl1 0.0791(5) 0.0646(4) 0.0434(3) -0.0062(3) 0.0267(3) -0.0164(3)
Cl2 0.0710(4) 0.0808(5) 0.0413(3) -0.0083(3) 0.0172(3) -0.0141(4)
O1 0.0372(8) 0.0372(8) 0.0807(12) 0.0071(8) 0.0255(8) -0.0094(7)
O2 0.0542(10) 0.0369(9) 0.0929(13) 0.0164(9) 0.0204(9) -0.0002(8)
N1 0.0437(10) 0.0397(10) 0.0742(14) 0.0016(10) 0.0271(10) -0.0125(9)
C1 0.0359(11) 0.0404(11) 0.0409(11) 0.0026(9) 0.0157(9) -0.0012(9)
C2 0.0286(9) 0.0293(9) 0.0440(11) 0.0011(8) 0.0155(9) -0.0028(8)
C3 0.0386(11) 0.0326(11) 0.0394(11) -0.0013(9) 0.0150(9) -0.0079(9)
C4 0.0377(11) 0.0368(11) 0.0448(11) -0.0026(9) 0.0175(9) -0.0052(9)
C5 0.0430(12) 0.0386(12) 0.0610(14) -0.0082(11) 0.0194(11) -0.0129(10)
C6 0.0508(13) 0.0491(13) 0.0603(15) 0.0161(12) 0.0320(12) -0.0015(11)
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
C6 N1 C5 119.24(19)
C2 C1 C6 120.0(2)
C2 C1 Cl2 120.58(15)
C6 C1 Cl2 119.44(17)
C1 C2 C4 116.68(17)
C1 C2 C3 122.65(17)
C4 C2 C3 120.60(17)
O2 C3 O1 126.99(19)
O2 C3 C2 121.35(18)
O1 C3 C2 111.65(17)
C5 C4 C2 120.6(2)
C5 C4 Cl1 119.12(17)
C2 C4 Cl1 120.33(15)
N1 C5 C4 121.4(2)
N1 C6 C1 122.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C4 1.725(2)
Cl2 C1 1.723(2)
O1 C3 1.298(2)
O2 C3 1.195(3)
N1 C6 1.325(3)
N1 C5 1.328(3)
C1 C2 1.382(3)
C1 C6 1.383(3)
C2 C4 1.386(3)
C2 C3 1.514(3)
C4 C5 1.382(3)
