#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/57/2005729.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005729
loop_
_publ_author_name
'Frampton, C. S.'
'Parkes, K. E. B.'
_publ_contact_author
;
    Dr Christopher S. Frampton
    Roche Research Centre
    P.O. Box 8
    Welwyn Garden City
    Herts. AL7 3AY
    United Kingdom
;
_publ_section_title
;
 1,1,3,3-Tetramethylurea
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              3246
_journal_page_last               3248
_journal_paper_doi               10.1107/S0108270196011146
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C5 H12 N2 O'
_chemical_formula_weight         116.17
_chemical_melting_point          271.8
_chemical_name_common            1,1,3,3-tetramethylurea
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.000
_cell_angle_beta                 93.034(7)
_cell_angle_gamma                90.000
_cell_formula_units_Z            4
_cell_length_a                   10.6297(10)
_cell_length_b                   6.2597(4)
_cell_length_c                   9.9677(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      52.25
_cell_measurement_theta_min      43.40
_cell_volume                     662.31(9)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1993)
;
_computing_data_reduction
;
TEXSAN (Molecular Structure Corporation, 1993)
;
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200.0(10)
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku RU200 Rotating Cu Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.011
_diffrn_reflns_av_sigmaI/netI    1.12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            718
_diffrn_reflns_theta_max         69.81
_diffrn_reflns_theta_min         8.22
_diffrn_standards_decay_%        0.29
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      ?
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             256.00
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.14
_refine_ls_extinction_coef       0.0063(12)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.064
_refine_ls_goodness_of_fit_obs   1.084
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     63
_refine_ls_number_reflns         615
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.366
_refine_ls_restrained_S_obs      1.084
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_obs          0.0337
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.055P)²+0.27P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1309
_refine_ls_wR_factor_obs         0.0994
_reflns_number_observed          569
_reflns_number_total             678
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1063.cif
_cod_data_source_block           rwx0124
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.055P)^2^+0.27P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.055P)^2^+0.27P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2005729
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_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O(1) 0.0727(10) 0.0268(7) 0.0587(8) 0.000 0.0206(7) 0.000
N(1) 0.0412(6) 0.0309(6) 0.0451(6) -0.0041(4) 0.0108(5) -0.0047(4)
C(1) 0.0409(9) 0.0277(8) 0.0320(8) 0.000 0.0001(6) 0.000
C(2) 0.0463(8) 0.0462(8) 0.0537(9) -0.0086(6) 0.0128(6) 0.0002(6)
C(3) 0.0527(8) 0.0347(7) 0.0456(8) -0.0024(6) 0.0097(6) -0.0092(5)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
O(1) 1 0.0000 0.2072(2) 0.7500 0.0521(5) Uani d S O
N(1) 1 0.08543(9) -0.1035(2) 0.68114(10) 0.0388(4) Uani d . N
C(1) 1 0.0000 0.0113(2) 0.7500 0.0336(4) Uani d S C
C(2) 1 0.18719(13) 0.0125(2) 0.6225(2) 0.0484(4) Uani d . C
C(3) 1 0.05292(14) -0.3034(2) 0.61223(13) 0.0441(4) Uani d . C
H(1) 1 0.2092(17) 0.1390(31) 0.6716(19) 0.066(5) Uiso d . H
H(2) 1 0.2629(17) -0.0830(26) 0.6237(16) 0.059(5) Uiso d . H
H(3) 1 0.1678(17) 0.0542(28) 0.5290(21) 0.070(5) Uiso d . H
H(4) 1 0.0526(14) -0.2809(26) 0.5114(18) 0.055(4) Uiso d . H
H(5) 1 0.1155(16) -0.4136(28) 0.6356(18) 0.066(5) Uiso d . H
H(6) 1 -0.0259(17) -0.3563(29) 0.6345(17) 0.064(5) Uiso d . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 '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'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 -1 0
5 1 0
1 -3 -1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(1) N(1) C(2) . 117.82(11) yes
C(1) N(1) C(3) . 122.59(10) yes
C(2) N(1) C(3) . 113.73(10) yes
O(1) C(1) N(1) . 121.64(7) yes
O(1) C(1) N(1) 2_556 121.64(7) yes
N(1) C(1) N(1) 2_556 116.71(14) yes
N(1) C(2) H(1) . 112.1(11) ?
N(1) C(2) H(2) . 108.2(9) ?
H(1) C(2) H(2) . 108.4(15) ?
N(1) C(2) H(3) . 113.1(11) ?
H(1) C(2) H(3) . 107.5(15) ?
H(2) C(2) H(3) . 107.4(14) ?
N(1) C(3) H(4) . 109.6(9) ?
N(1) C(3) H(5) . 110.6(10) ?
H(4) C(3) H(5) . 107.5(13) ?
N(1) C(3) H(6) . 112.5(11) ?
H(4) C(3) H(6) . 109.1(14) ?
H(5) C(3) H(6) . 107.4(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) . 1.226(2) yes
N(1) C(1) . 1.3706(13) yes
N(1) C(2) . 1.451(2) yes
N(1) C(3) . 1.460(2) yes
C(1) N(1) 2_556 1.3706(13) no
C(2) H(1) . 0.95(2) yes
C(2) H(2) . 1.00(2) yes
C(2) H(3) . 0.98(2) yes
C(3) H(4) . 1.01(2) yes
C(3) H(5) . 0.98(2) yes
C(3) H(6) . 0.94(2) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C(2) N(1) C(1) O(1) . 8.11(12) yes
C(3) N(1) C(1) O(1) . -143.21(9) yes
C(2) N(1) C(1) N(1) 2_556 -171.89(12) yes
C(3) N(1) C(1) N(1) 2_556 36.79(9) yes
