#------------------------------------------------------------------------------
#$Date: 2012-02-26 23:34:47 +0200 (Sun, 26 Feb 2012) $
#$Revision: 35909 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/20/7102030.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_7102030
loop_
_publ_author_name
'Villiers, Claude'
'Thu\'ery, Pierre'
'Ephritikhine, Michel'
_publ_section_title
;
 The first urea azine molecule and its coordination to uranium in the
 first actinide guanidinate complexes.
;
_journal_issue                   27
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2832
_journal_page_last               2834
_journal_year                    2007
_chemical_formula_sum            'C26 H48 N6'
_chemical_formula_weight         444.70
_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                 126.373(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1574(16)
_cell_length_b                   17.4268(19)
_cell_length_c                   12.5035(9)
_cell_measurement_reflns_used    62798
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.06
_cell_volume                     2659.3(5)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two \f and eight \w scans with 2\% steps'
_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  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            62798
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.06
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0397
_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/[\s^2^(Fo^2^)+(0.0570P)^2^+0.7723P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1040
_reflns_number_gt                2140
_reflns_number_total             2524
_reflns_threshold_expression     >2sigma(I)
_[local]_cod_data_source_file    b705224c.txt
_[local]_cod_data_source_block   1
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
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'
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
_atom_site_refinement_flags
N1 N 0.54444(8) -0.00261(5) 0.06897(9) 0.0290(2) Uani 1 1 d .
N2 N 0.46713(8) 0.11367(5) 0.07896(9) 0.0283(2) Uani 1 1 d .
H2 H 0.4143 0.1014 -0.0176 0.034 Uiso 1 1 d R
N3 N 0.63286(8) 0.06639(6) 0.26692(9) 0.0296(2) Uani 1 1 d .
H3 H 0.6112 0.0918 0.3162 0.036 Uiso 1 1 d R
C1 C 0.54783(9) 0.05659(6) 0.13421(11) 0.0273(3) Uani 1 1 d .
C2 C 0.50045(9) 0.19555(7) 0.10439(11) 0.0281(3) Uani 1 1 d .
H2A H 0.5448 0.2045 0.2004 0.034 Uiso 1 1 calc R
C3 C 0.39751(10) 0.24534(7) 0.03778(11) 0.0311(3) Uani 1 1 d .
H3A H 0.4188 0.2977 0.0694 0.037 Uiso 1 1 calc R
H3B H 0.3522 0.2269 0.0636 0.037 Uiso 1 1 calc R
C4 C 0.32996(10) 0.24497(7) -0.11387(12) 0.0326(3) Uani 1 1 d .
H4A H 0.2696 0.2809 -0.1504 0.039 Uiso 1 1 calc R
H4B H 0.2994 0.1942 -0.1470 0.039 Uiso 1 1 calc R
C5 C 0.40005(10) 0.26712(7) -0.16018(12) 0.0335(3) Uani 1 1 d .
H5A H 0.3567 0.2623 -0.2560 0.040 Uiso 1 1 calc R
H5B H 0.4226 0.3203 -0.1374 0.040 Uiso 1 1 calc R
C6 C 0.50152(10) 0.21614(7) -0.09595(12) 0.0326(3) Uani 1 1 d .
H6A H 0.5465 0.2335 -0.1228 0.039 Uiso 1 1 calc R
H6B H 0.4791 0.1638 -0.1267 0.039 Uiso 1 1 calc R
C7 C 0.56883(10) 0.21809(7) 0.05547(11) 0.0311(3) Uani 1 1 d .
H7A H 0.5979 0.2694 0.0867 0.037 Uiso 1 1 calc R
H7B H 0.6303 0.1831 0.0929 0.037 Uiso 1 1 calc R
C8 C 0.71246(9) 0.00443(6) 0.34129(11) 0.0290(3) Uani 1 1 d .
H8 H 0.7290 -0.0189 0.2837 0.035 Uiso 1 1 calc R
C9 C 0.81822(10) 0.03867(7) 0.46202(12) 0.0351(3) Uani 1 1 d .
H9A H 0.8023 0.0656 0.5166 0.042 Uiso 1 1 calc R
H9B H 0.8475 0.0755 0.4324 0.042 Uiso 1 1 calc R
C10 C 0.90402(10) -0.02345(8) 0.54513(13) 0.0393(3) Uani 1 1 d .
H10A H 0.9267 -0.0460 0.4941 0.047 Uiso 1 1 calc R
H10B H 0.9679 -0.0003 0.6240 0.047 Uiso 1 1 calc R
C11 C 0.85946(10) -0.08631(8) 0.58625(12) 0.0364(3) Uani 1 1 d .
H11A H 0.9141 -0.1263 0.6337 0.044 Uiso 1 1 calc R
H11B H 0.8444 -0.0650 0.6455 0.044 Uiso 1 1 calc R
C12 C 0.75486(10) -0.12054(7) 0.46479(12) 0.0334(3) Uani 1 1 d .
H12A H 0.7259 -0.1587 0.4930 0.040 Uiso 1 1 calc R
H12B H 0.7713 -0.1459 0.4095 0.040 Uiso 1 1 calc R
C13 C 0.66890(9) -0.05826(7) 0.38427(11) 0.0307(3) Uani 1 1 d .
H13A H 0.6483 -0.0357 0.4375 0.037 Uiso 1 1 calc R
H13B H 0.6039 -0.0811 0.3062 0.037 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
N1 0.0292(5) 0.0302(5) 0.0228(5) 0.0016(4) 0.0128(4) 0.0014(4)
N2 0.0291(5) 0.0265(5) 0.0261(5) 0.0018(4) 0.0145(4) 0.0009(4)
N3 0.0304(5) 0.0294(5) 0.0243(5) 0.0008(4) 0.0136(4) 0.0033(4)
C1 0.0276(6) 0.0274(6) 0.0264(6) 0.0029(4) 0.0158(5) 0.0007(5)
C2 0.0305(6) 0.0272(6) 0.0247(6) -0.0003(4) 0.0154(5) 0.0004(5)
C3 0.0339(6) 0.0311(6) 0.0304(6) 0.0023(5) 0.0203(5) 0.0033(5)
C4 0.0319(6) 0.0329(6) 0.0299(6) 0.0038(5) 0.0166(5) 0.0042(5)
C5 0.0380(7) 0.0343(7) 0.0278(6) 0.0034(5) 0.0193(5) 0.0019(5)
C6 0.0363(6) 0.0343(7) 0.0311(6) 0.0024(5) 0.0222(5) 0.0015(5)
C7 0.0310(6) 0.0300(6) 0.0315(6) 0.0010(5) 0.0180(5) 0.0001(5)
C8 0.0297(6) 0.0287(6) 0.0255(6) 0.0016(5) 0.0148(5) 0.0024(5)
C9 0.0327(6) 0.0323(6) 0.0310(6) 0.0028(5) 0.0137(5) -0.0033(5)
C10 0.0294(6) 0.0410(7) 0.0340(7) 0.0064(5) 0.0116(5) -0.0015(5)
C11 0.0330(6) 0.0373(7) 0.0319(6) 0.0077(5) 0.0154(5) 0.0031(5)
C12 0.0333(6) 0.0305(6) 0.0346(7) 0.0042(5) 0.0192(5) 0.0013(5)
C13 0.0290(6) 0.0307(6) 0.0293(6) 0.0003(5) 0.0157(5) -0.0006(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.2971(15) .
N1 N1 1.4290(18) 5_655
N2 C1 1.4004(14) .
N2 C2 1.4837(15) .
N2 H2 0.9990 .
N3 C1 1.3809(14) .
N3 C8 1.4681(14) .
N3 H3 0.9603 .
C2 C3 1.5296(16) .
C2 C7 1.5344(16) .
C2 H2A 0.9800 .
C3 C4 1.5300(16) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.5305(17) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.5280(17) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.5282(16) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.5278(16) .
C8 C13 1.5295(16) .
C8 H8 0.9800 .
C9 C10 1.5298(17) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.5273(18) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.5232(17) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.5275(16) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
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_3
C1 N1 N1 111.46(11) 5_655
C1 N2 C2 119.38(9) .
C1 N2 H2 106.5 .
C2 N2 H2 113.0 .
C1 N3 C8 120.06(9) .
C1 N3 H3 113.4 .
C8 N3 H3 113.4 .
N1 C1 N3 120.98(10) .
N1 C1 N2 123.88(10) .
N3 C1 N2 115.13(10) .
N2 C2 C3 108.73(9) .
N2 C2 C7 112.67(9) .
C3 C2 C7 110.47(9) .
N2 C2 H2A 108.3 .
C3 C2 H2A 108.3 .
C7 C2 H2A 108.3 .
C2 C3 C4 112.91(10) .
C2 C3 H3A 109.0 .
C4 C3 H3A 109.0 .
C2 C3 H3B 109.0 .
C4 C3 H3B 109.0 .
H3A C3 H3B 107.8 .
C3 C4 C5 111.30(10) .
C3 C4 H4A 109.4 .
C5 C4 H4A 109.4 .
C3 C4 H4B 109.4 .
C5 C4 H4B 109.4 .
H4A C4 H4B 108.0 .
C6 C5 C4 111.27(10) .
C6 C5 H5A 109.4 .
C4 C5 H5A 109.4 .
C6 C5 H5B 109.4 .
C4 C5 H5B 109.4 .
H5A C5 H5B 108.0 .
C5 C6 C7 111.26(10) .
C5 C6 H6A 109.4 .
C7 C6 H6A 109.4 .
C5 C6 H6B 109.4 .
C7 C6 H6B 109.4 .
H6A C6 H6B 108.0 .
C6 C7 C2 112.06(10) .
C6 C7 H7A 109.2 .
C2 C7 H7A 109.2 .
C6 C7 H7B 109.2 .
C2 C7 H7B 109.2 .
H7A C7 H7B 107.9 .
N3 C8 C9 108.98(9) .
N3 C8 C13 112.58(9) .
C9 C8 C13 110.51(9) .
N3 C8 H8 108.2 .
C9 C8 H8 108.2 .
C13 C8 H8 108.2 .
C8 C9 C10 111.47(10) .
C8 C9 H9A 109.3 .
C10 C9 H9A 109.3 .
C8 C9 H9B 109.3 .
C10 C9 H9B 109.3 .
H9A C9 H9B 108.0 .
C11 C10 C9 111.63(10) .
C11 C10 H10A 109.3 .
C9 C10 H10A 109.3 .
C11 C10 H10B 109.3 .
C9 C10 H10B 109.3 .
H10A C10 H10B 108.0 .
C12 C11 C10 110.61(10) .
C12 C11 H11A 109.5 .
C10 C11 H11A 109.5 .
C12 C11 H11B 109.5 .
C10 C11 H11B 109.5 .
H11A C11 H11B 108.1 .
C11 C12 C13 110.82(10) .
C11 C12 H12A 109.5 .
C13 C12 H12A 109.5 .
C11 C12 H12B 109.5 .
C13 C12 H12B 109.5 .
H12A C12 H12B 108.1 .
C12 C13 C8 111.22(9) .
C12 C13 H13A 109.4 .
C8 C13 H13A 109.4 .
C12 C13 H13B 109.4 .
C8 C13 H13B 109.4 .
H13A C13 H13B 108.0 .
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
N2 H2 N1 1.00 2.06 2.6103(13) 112.4 5_655
N3 H3 N2 0.96 2.26 3.1864(14) 160.9 2_655
_cod_database_code 7102030