#------------------------------------------------------------------------------
#$Date: 2025-08-18 15:40:47 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301773 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/10/10/1101011.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_1101011
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         'C14 H30 N2 O'
_chemical_formula_sum            'C14 H30 N2 O'
_chemical_formula_weight         242.40
_chemical_melting_point          384.6
_chemical_name_common            n-tridecylurea
_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                 99.290(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.936(5)
_cell_length_b                   7.4127(16)
_cell_length_c                   9.314(2)
_cell_measurement_reflns_used    1675
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.804
_cell_measurement_theta_min      2.216
_cell_volume                     1562.8(6)
_diffrn_ambient_temperature      298(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  0.0667
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8569
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.156955
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'program SADABS ver. 2.03(Sheldrick)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.030
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.09
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.1381
_refine_ls_R_factor_gt           0.0729
_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)+(0.0965P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1601
_refine_ls_wR_factor_ref         0.1827
_reflns_number_gt                1552
_reflns_number_total             3232
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1101011
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
C1U C 0.04695(9) -0.2701(3) -0.0505(2) 0.0404(6) Uani 1 1 d . . .
N1 N 0.07239(9) -0.1231(3) -0.0937(2) 0.0463(5) Uani 1 1 d . . .
N2 N 0.02635(10) -0.3918(3) -0.1514(2) 0.0545(6) Uani 1 1 d . . .
O1 O 0.04271(7) -0.2939(2) 0.08057(14) 0.0526(5) Uani 1 1 d . . .
C4 C 0.18294(12) 0.4563(3) -0.0510(2) 0.0494(6) Uani 1 1 d . . .
C3 C 0.15193(12) 0.3141(3) 0.0249(2) 0.0485(6) Uani 1 1 d . . .
C1 C 0.09631(12) 0.0201(3) 0.0043(2) 0.0459(6) Uani 1 1 d . . .
C7 C 0.27368(13) 0.8921(4) 0.0695(3) 0.0562(7) Uani 1 1 d . . .
C5 C 0.21227(13) 0.6039(4) 0.0491(3) 0.0510(6) Uani 1 1 d . . .
C6 C 0.24232(13) 0.7464(4) -0.0280(3) 0.0549(7) Uani 1 1 d . . .
C2 C 0.12478(12) 0.1646(3) -0.0742(2) 0.0466(6) Uani 1 1 d . . .
C8 C 0.30250(13) 1.0351(4) -0.0108(3) 0.0577(7) Uani 1 1 d . . .
C9 C 0.33524(14) 1.1789(4) 0.0869(3) 0.0627(7) Uani 1 1 d . . .
C10 C 0.36346(15) 1.3227(4) 0.0056(3) 0.0661(8) Uani 1 1 d . . .
C11 C 0.39683(17) 1.4675(4) 0.1007(4) 0.0761(9) Uani 1 1 d . . .
C12 C 0.42205(18) 1.6129(5) 0.0165(5) 0.0899(11) Uani 1 1 d . . .
C13 C 0.4573(3) 1.7526(7) 0.1122(9) 0.1325(19) Uani 1 1 d . . .
H3B H 0.1201(8) 0.372(3) 0.067(2) 0.040(6) Uiso 1 1 d . . .
H3A H 0.1797(9) 0.266(3) 0.103(2) 0.054(7) Uiso 1 1 d . . .
H6A H 0.2727(10) 0.680(3) -0.082(3) 0.066(7) Uiso 1 1 d . . .
H5B H 0.1809(9) 0.665(3) 0.095(2) 0.056(7) Uiso 1 1 d . . .
H7A H 0.3037(10) 0.835(3) 0.147(3) 0.065(7) Uiso 1 1 d . . .
H10B H 0.3327(12) 1.384(4) -0.063(3) 0.089(10) Uiso 1 1 d . . .
H8A H 0.3308(10) 0.975(3) -0.063(3) 0.058(7) Uiso 1 1 d . . .
H1A H 0.1268(9) -0.032(3) 0.081(2) 0.055(7) Uiso 1 1 d . . .
H4A H 0.2123(9) 0.394(3) -0.099(2) 0.049(6) Uiso 1 1 d . . .
H5A H 0.2420(11) 0.553(4) 0.122(3) 0.075(8) Uiso 1 1 d . . .
H9A H 0.3636(13) 1.125(4) 0.163(3) 0.093(10) Uiso 1 1 d . . .
H10A H 0.3906(11) 1.258(4) -0.044(3) 0.079(9) Uiso 1 1 d . . .
H8B H 0.2697(13) 1.098(4) -0.083(3) 0.096(10) Uiso 1 1 d . . .
H1B H 0.0632(10) 0.083(4) 0.053(3) 0.068(7) Uiso 1 1 d . . .
H6B H 0.2137(12) 0.800(4) -0.092(3) 0.081(9) Uiso 1 1 d . . .
H2A H 0.1550(10) 0.112(3) -0.119(2) 0.054(7) Uiso 1 1 d . . .
H7B H 0.2436(10) 0.952(3) 0.122(2) 0.057(7) Uiso 1 1 d . . .
H11A H 0.4302(15) 1.421(5) 0.162(4) 0.110(12) Uiso 1 1 d . . .
H9B H 0.3050(10) 1.238(4) 0.141(3) 0.075(8) Uiso 1 1 d . . .
H12B H 0.3874(18) 1.662(6) -0.058(5) 0.152(17) Uiso 1 1 d . . .
H4B H 0.1541(12) 0.515(4) -0.124(3) 0.097(10) Uiso 1 1 d . . .
H12A H 0.4480(15) 1.548(5) -0.049(4) 0.127(13) Uiso 1 1 d . . .
H2B H 0.0961(12) 0.205(4) -0.148(3) 0.098(10) Uiso 1 1 d . . .
H13A H 0.495(2) 1.687(7) 0.169(5) 0.17(2) Uiso 1 1 d . . .
H13B H 0.4308(17) 1.828(6) 0.168(4) 0.138(15) Uiso 1 1 d . . .
H11B H 0.3695(12) 1.521(4) 0.159(3) 0.082(9) Uiso 1 1 d . . .
H2 H 0.0275(9) -0.373(3) -0.234(3) 0.055(7) Uiso 1 1 d . . .
H1 H 0.0755(11) -0.103(4) -0.172(3) 0.064(8) Uiso 1 1 d . . .
H3 H 0.0022(10) -0.495(4) -0.130(2) 0.061(7) Uiso 1 1 d . . .
H13C H 0.4703(18) 1.836(6) 0.059(5) 0.136(17) Uiso 1 1 d . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 23136170
