#------------------------------------------------------------------------------
#$Date: 2023-06-05 07:23:59 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284261 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/65/7246587.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_7246587
loop_
_publ_author_name
'Rai, Sunil K.'
'Tothadi, Srinu'
'Arhangelskis, Mihails'
'George, Christy P.'
'Gonnade, Rajesh G.'
'Nangia, Ashwini K.'
_publ_section_title
;
 Polymorph II of hydroxyurea 150 years after its first synthesis
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              2712
_journal_page_last               2716
_journal_paper_doi               10.1039/D3CE00163F
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C H4 N2 O2'
_chemical_formula_sum            'C H4 N2 O2'
_chemical_formula_weight         76.06
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2019-04-21 deposited with the CCDC.	2023-04-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   9.1970(4)
_cell_length_b                   9.1970(4)
_cell_length_c                   14.6568(7)
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.61
_cell_volume                     1239.74(10)
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_Laue_measured_fraction_full 0.940
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21541
_diffrn_reflns_point_group_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.516
_diffrn_reflns_theta_min         2.615
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'sadabs (bruker, 2006)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_description       Plate
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   0.970
_exptl_transmission_factor_min   0.946
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.252
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         911
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.252
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0666P)²+0.6334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1201
_reflns_Friedel_coverage         0.000
_reflns_number_gt                887
_reflns_number_total             911
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00163f2.cif
_cod_data_source_block           HU_Form_II
_cod_depositor_comments
'Adding full bibliography for 7246587--7246588.cif.'
_cod_original_cell_volume        1239.74(12)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               7246587
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_res_file
;
TITL mo_HU_UR_0m_a.res in I4(1)/a
    shelx.res
    created by SHELXL-2018/1 at 17:19:50 on 02-Feb-2019
CELL  0.71073   9.1970   9.1970  14.6568   90.000   90.000   90.000
ZERR    16.00   0.0004   0.0004   0.0007    0.000    0.000    0.000
LATT   2
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  3/4 - Y, 1/4 + X, 1/4 + Z
SYMM  3/4 + Y, 3/4 - X, 3/4 + Z
SFAC  C    H    N    O
UNIT  16 64 32 32
MERG   2
FMAP   2
PLAN    5
ACTA
BOND   $H
L.S.  10
TEMP  -173.17
WGHT    0.066600    0.633400
FVAR       1.49075
O2    4    0.703506    0.776694    0.407727    11.00000    0.01826    0.01813 =
         0.01066    0.00009   -0.00265    0.00051
N1    3    0.709014    0.808040    0.559580    11.00000    0.02603    0.02111 =
         0.01052   -0.00220   -0.00206    0.00807
N2    3    0.853128    0.633410    0.493684    11.00000    0.02081    0.01744 =
         0.01141   -0.00103   -0.00136    0.00457
C1    1    0.754366    0.738522    0.484150    11.00000    0.01338    0.01202 =
         0.01089   -0.00007   -0.00020   -0.00316
O1    4    0.760803    0.764496    0.644304    11.00000    0.02232    0.01990 =
         0.00906    0.00087   -0.00229   -0.00255
H1    2    0.836696    0.826642    0.653229    11.00000    0.03514
H4    2    0.890315    0.588814    0.441859    11.00000    0.02244
H2    2    0.642571    0.867272    0.558385    11.00000    0.03700
H3    2    0.893439    0.612347    0.545430    11.00000    0.02668
HKLF    4




REM  mo_HU_UR_0m_a.res in I4(1)/a
REM R1 =  0.0321 for     887 Fo > 4sig(Fo)  and  0.0353 for all     911 data
REM     62 parameters refined using      0 restraints

END

WGHT      0.0666      0.6334

REM Highest difference peak  0.393,  deepest hole -0.266,  1-sigma level  0.082
Q1    1   0.7208  0.7680  0.5255  11.00000  0.05    0.39
Q2    1   0.7993  0.6820  0.4891  11.00000  0.05    0.28
Q3    1   0.7453  0.7842  0.5951  11.00000  0.05    0.23
Q4    1   0.8195  0.7174  0.6104  11.00000  0.05    0.20
Q5    1   1.0004  0.5943  0.4339  11.00000  0.05    0.19
;
_shelx_res_checksum              70019
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.70351(8) 0.77669(8) 0.40773(5) 0.0157(2) Uani 1 1 d . . . . .
N1 N 0.70901(10) 0.80804(10) 0.55958(6) 0.0192(3) Uani 1 1 d . . . . .
N2 N 0.85313(10) 0.63341(9) 0.49368(6) 0.0166(2) Uani 1 1 d . . . . .
C1 C 0.75437(10) 0.73852(9) 0.48415(7) 0.0121(2) Uani 1 1 d . . . . .
O1 O 0.76080(9) 0.76450(8) 0.64430(5) 0.0171(2) Uani 1 1 d . . . . .
H1 H 0.837(2) 0.827(2) 0.6532(12) 0.035(5) Uiso 1 1 d . . . . .
H4 H 0.8903(17) 0.5888(17) 0.4419(11) 0.022(4) Uiso 1 1 d . . . . .
H2 H 0.643(2) 0.867(2) 0.5584(14) 0.037(5) Uiso 1 1 d . . . . .
H3 H 0.8934(18) 0.6123(19) 0.5454(12) 0.027(4) Uiso 1 1 d . . . . .
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
O2 0.0183(4) 0.0181(4) 0.0107(4) 0.0001(2) -0.0027(2) 0.0005(2)
N1 0.0260(5) 0.0211(4) 0.0105(4) -0.0022(3) -0.0021(3) 0.0081(3)
N2 0.0208(4) 0.0174(4) 0.0114(4) -0.0010(3) -0.0014(3) 0.0046(3)
C1 0.0134(4) 0.0120(4) 0.0109(4) -0.0001(3) -0.0002(3) -0.0032(3)
O1 0.0223(4) 0.0199(4) 0.0091(4) 0.0009(2) -0.0023(2) -0.0026(3)
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'
O O 0.0106 0.0060 '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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 O1 119.47(9) . . ?
C1 N1 H2 122.1(15) . . ?
O1 N1 H2 117.8(15) . . ?
C1 N2 H4 119.0(10) . . ?
C1 N2 H3 123.0(12) . . ?
H4 N2 H3 117.4(16) . . ?
O2 C1 N2 123.11(9) . . ?
O2 C1 N1 118.84(9) . . ?
N2 C1 N1 118.04(9) . . ?
N1 O1 H1 102.1(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C1 1.2636(12) . ?
N1 C1 1.3435(13) . ?
N1 O1 1.3890(11) . ?
N1 H2 0.82(2) . ?
N2 C1 1.3338(12) . ?
N2 H4 0.929(16) . ?
N2 H3 0.866(18) . ?
O1 H1 0.91(2) . ?
