#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:05:03 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180122 $
#$URL: svn://www.crystallography.net/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'
'Thuéry, 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_paper_doi               10.1039/b705224c
_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 φ and eight ω 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/[σ²(Fo²)+(0.0570P)²+0.7723P] where P=(Fo²+2Fc²)/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)
_cod_data_source_file            b705224c.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7102030
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_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_
_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_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_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
