#------------------------------------------------------------------------------
#$Date: 2025-08-18 15:40:47 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301773 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/10/10/1101009.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_1101009
loop_
_publ_author_name
'Hashimoto, Masao'
'Tajima, Fukue'
'Eda, Kazuo'
'Yamamura, Kimiaki'
'Okazaki, Tadashi'
_publ_section_title
;
 Exploration of plastic-like phases in alkylurea systems.
 A thermal and X-ray study
;
_journal_issue                   1-3
_journal_name_full               'Journal of Molecular Structure'
_journal_page_first              23
_journal_page_last               33
_journal_paper_doi               10.1016/j.molstruc.2004.08.008
_journal_volume                  734
_journal_year                    2005
_chemical_formula_moiety         'C13 H28 N2 O'
_chemical_formula_sum            'C13 H28 N2 O'
_chemical_formula_weight         228.37
_chemical_melting_point          379.2
_chemical_name_common            n-dodecylurea
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 95.085(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.100(9)
_cell_length_b                   7.364(3)
_cell_length_c                   9.200(4)
_cell_measurement_reflns_used    963
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.842
_cell_measurement_theta_min      2.908
_cell_volume                     1423.8(10)
_diffrn_ambient_temperature      293(2)
_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  0.0930
_diffrn_reflns_av_sigmaI/netI    0.1499
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7411
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.91
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.4957
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'program SADABS ver. 2.03(Sheldrick)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.065
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.04
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         2916
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.845
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0793
_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)+(0.1205P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1874
_refine_ls_wR_factor_ref         0.2223
_reflns_number_gt                1331
_reflns_number_total             2916
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1101009
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
C1 C 0.10187(18) 0.9789(4) 0.0541(3) 0.0308(8) Uani 1 1 d . . .
C2 C 0.13209(18) 0.8335(4) 0.1506(3) 0.0316(8) Uani 1 1 d . . .
C3 C 0.16067(17) 0.6833(4) 0.0669(3) 0.0336(8) Uani 1 1 d . . .
C4 C 0.19353(18) 0.5397(4) 0.1614(3) 0.0331(8) Uani 1 1 d . . .
C5 C 0.22440(18) 0.3926(4) 0.0768(3) 0.0362(8) Uani 1 1 d . . .
C6 C 0.25611(18) 0.2480(4) 0.1727(3) 0.0382(8) Uani 1 1 d . . .
C7 C 0.28963(19) 0.1022(5) 0.0912(4) 0.0405(8) Uani 1 1 d . . .
C8 C 0.32053(19) -0.0436(4) 0.1884(4) 0.0424(9) Uani 1 1 d . . .
C9 C 0.3548(2) -0.1858(5) 0.1084(4) 0.0465(9) Uani 1 1 d . . .
C10 C 0.3837(2) -0.3352(5) 0.2058(4) 0.0489(10) Uani 1 1 d . . .
C11 C 0.4193(3) -0.4768(6) 0.1257(5) 0.0700(13) Uani 1 1 d . . .
C12 C 0.4480(3) -0.6216(8) 0.2247(9) 0.100(2) Uani 1 1 d . . .
C1U C 0.04963(14) 1.2710(4) 0.0795(3) 0.0271(7) Uani 1 1 d . . .
H1 H 0.0780(14) 1.117(4) 0.242(3) 0.043(9) Uiso 1 1 d . . .
H2 H 0.0300(15) 1.370(5) 0.257(4) 0.052(10) Uiso 1 1 d . . .
H3 H 0.0055(14) 1.497(4) 0.132(3) 0.035(8) Uiso 1 1 d . . .
H1A H 0.1341(15) 1.025(4) 0.000(3) 0.047(10) Uiso 1 1 d . . .
H2A H 0.1669(16) 0.885(5) 0.213(4) 0.057(11) Uiso 1 1 d . . .
H3A H 0.1953(15) 0.733(4) 0.008(3) 0.050(10) Uiso 1 1 d . . .
H4A H 0.2296(14) 0.593(4) 0.228(3) 0.034(8) Uiso 1 1 d . . .
H5A H 0.2563(14) 0.452(4) 0.017(3) 0.039(9) Uiso 1 1 d . . .
H6A H 0.2886(15) 0.301(5) 0.243(3) 0.047(9) Uiso 1 1 d . . .
H7A H 0.3226(15) 0.158(4) 0.034(3) 0.047(10) Uiso 1 1 d . . .
H8A H 0.3527(18) 0.018(5) 0.270(4) 0.071(12) Uiso 1 1 d . . .
H9A H 0.3894(15) -0.132(4) 0.063(3) 0.042(9) Uiso 1 1 d . . .
H10A H 0.4150(17) -0.277(5) 0.275(4) 0.058(11) Uiso 1 1 d . . .
H11A H 0.457(2) -0.414(6) 0.074(4) 0.085(14) Uiso 1 1 d . . .
H12A H 0.486(3) -0.582(8) 0.298(6) 0.13(2) Uiso 1 1 d . . .
H1B H 0.0638(14) 0.932(4) -0.009(3) 0.039(9) Uiso 1 1 d . . .
H2B H 0.0980(15) 0.791(5) 0.208(4) 0.051(10) Uiso 1 1 d . . .
H3B H 0.1262(15) 0.631(4) 0.004(3) 0.045(9) Uiso 1 1 d . . .
H4B H 0.1611(18) 0.480(5) 0.218(4) 0.076(13) Uiso 1 1 d . . .
H5B H 0.1901(15) 0.336(4) 0.008(3) 0.046(9) Uiso 1 1 d . . .
H6B H 0.2218(16) 0.194(5) 0.224(3) 0.050(10) Uiso 1 1 d . . .
H7B H 0.2556(15) 0.041(4) 0.022(3) 0.044(9) Uiso 1 1 d . . .
H8B H 0.2849(17) -0.097(5) 0.243(4) 0.059(11) Uiso 1 1 d . . .
H9B H 0.3189(17) -0.242(5) 0.037(4) 0.067(12) Uiso 1 1 d . . .
H10B H 0.3437(17) -0.393(5) 0.247(4) 0.065(11) Uiso 1 1 d . . .
H11B H 0.386(2) -0.541(7) 0.061(5) 0.103(17) Uiso 1 1 d . . .
H12B H 0.469(2) -0.715(7) 0.179(5) 0.103(17) Uiso 1 1 d . . .
H12C H 0.415(3) -0.677(8) 0.274(6) 0.13(2) Uiso 1 1 d . . .
N1 N 0.07706(13) 1.1226(3) 0.1395(2) 0.0315(7) Uani 1 1 d . . .
N2 N 0.02830(14) 1.3927(4) 0.1692(3) 0.0353(7) Uani 1 1 d . . .
O1 O 0.04504(10) 1.2944(3) -0.05517(18) 0.0348(6) Uani 1 1 d . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 75091
