# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HU_Form_II
_database_code_depnum_ccdc_archive 'CCDC 1911362'
loop_
_audit_author_name
_audit_author_address
'Sunil Kumar Rai'
;CSIR National Chemical Laboratory, Pune
India
;
_audit_update_record             
;
2019-04-21 deposited with the CCDC.	2023-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C H4 N2 O2'
_chemical_formula_sum            'C H4 N2 O2'
_chemical_formula_weight         76.06

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

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'

_cell_length_a                   9.1970(4)
_cell_length_b                   9.1970(4)
_cell_length_c                   14.6568(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1239.74(12)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      30.50

_exptl_crystal_description       Plate
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   0.946
_exptl_transmission_factor_max   0.970
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    0.153
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'sadabs (bruker, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21541
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.615
_diffrn_reflns_theta_max         30.516
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.940
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.940
_reflns_number_total             911
_reflns_number_gt                887
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.6334P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         911
_refine_ls_number_parameters     62
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.1201
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   1.252
_refine_ls_restrained_S_all      1.252
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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) . ?

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) . . ?

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.082

_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
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HU_Form_I
_database_code_depnum_ccdc_archive 'CCDC 2249768'
loop_
_audit_author_name
_audit_author_address
'Sunil Rai'
;Department of Chemistry, University of Lucknow, Lucknow, Uttar Pradesh
India
;
_audit_update_record             
;
2023-03-18 deposited with the CCDC.	2023-04-11 downloaded from the CCDC.
;
_audit_creation_date             2023-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            Hydroxyurea
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H4 N2 O2'
_chemical_formula_sum            'C H4 N2 O2'
_chemical_formula_weight         76.06
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3422(10)
_cell_length_b                   4.8944(6)
_cell_length_c                   8.7962(10)
_cell_angle_alpha                90
_cell_angle_beta                 122.423(3)
_cell_angle_gamma                90
_cell_volume                     303.16(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8663
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.47
_cell_measurement_theta_min      2.89
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             160
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.52
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7731
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.988
_diffrn_reflns_theta_min         2.893
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.971
_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_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                626
_reflns_number_total             641
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         641
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0595
_refine_ls_restrained_S_all      1.164
_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)+(0.0779P)²+0.8587P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1743
_refine_ls_wR_factor_ref         0.1745
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.1983(3) 0.4556(4) 0.8730(2) 0.0129(6) Uani 1 1 d . . . . .
O1 O 0.3752(3) 0.4595(4) 0.5896(3) 0.0131(6) Uani 1 1 d . . . . .
N1 N 0.3391(3) 0.3739(5) 0.7203(3) 0.0129(6) Uani 1 1 d . . . . .
N2 N 0.1436(3) 0.7471(5) 0.6482(3) 0.0126(6) Uani 1 1 d . . . . .
C1 C 0.2252(3) 0.5282(5) 0.7506(3) 0.0095(6) Uani 1 1 d . . . . .
H4 H 0.064(6) 0.823(9) 0.666(5) 0.027(10) Uiso 1 1 d . . . . .
H2 H 0.420(5) 0.272(8) 0.803(5) 0.016(9) Uiso 1 1 d . . . . .
H1 H 0.309(5) 0.337(8) 0.505(5) 0.018(9) Uiso 1 1 d . . . . .
H3 H 0.162(6) 0.801(8) 0.560(5) 0.026(10) 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 0.0177(10) 0.0124(10) 0.0131(10) 0.0018(7) 0.0113(8) 0.0007(7)
O1 0.0185(10) 0.0138(10) 0.0130(10) -0.0021(7) 0.0124(8) -0.0033(7)
N1 0.0178(12) 0.0132(11) 0.0122(11) 0.0047(9) 0.0111(10) 0.0051(9)
N2 0.0160(12) 0.0120(11) 0.0146(11) 0.0029(8) 0.0113(10) 0.0029(8)
C1 0.0101(11) 0.0089(12) 0.0091(12) -0.0024(9) 0.0049(10) -0.0033(9)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 1.263(3) . ?
O1 N1 1.400(3) . ?
N1 C1 1.348(3) . ?
N2 C1 1.328(3) . ?

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 118.7(2) . . ?
O2 C1 N1 118.5(2) . . ?
O2 C1 N2 123.0(2) . . ?
N2 C1 N1 118.5(2) . . ?

_shelx_res_file                  
;
TITL mo_HUFRM1_0m_a.res in P2(1)/c
    mo_hufrm1_0m_a.res
    created by SHELXL-2018/1 at 00:51:04 on 18-Mar-2023
REM Old TITL mo_HUFRM1_0m in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.103, Rweak 0.144, Alpha 0.045, Orientation a'=c, b'=-b, c'=a
REM Formula found by SHELXT: C N2 O2
CELL 0.71073 8.3422 4.8944 8.7962 90 122.423 90
ZERR 4 0.001 0.0006 0.001 0 0.003 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 4 16 8 8

L.S. 10
PLAN  20
TEMP -173.15
LIST 4
fmap 2
acta
OMIT -3 54
OMIT 0 1 9
OMIT 6 1 2
OMIT 5 5 4
OMIT 7 1 1
OMIT 7 3 2
OMIT -2 5 1
OMIT 1 1 8
OMIT 2 2 6
OMIT 2 4 6
REM <olex2.extras>
REM <HklSrc "%.\\mo_HUFRM1_0m_a.hkl">
REM </olex2.extras>

WGHT    0.077900    0.858700
FVAR       2.79910
O2    4    0.198281    0.455595    0.873009    11.00000    0.01766    0.01244 =
         0.01308    0.00180    0.01132    0.00068
O1    4    0.375234    0.459479    0.589614    11.00000    0.01848    0.01375 =
         0.01299   -0.00214    0.01237   -0.00334
N1    3    0.339057    0.373881    0.720268    11.00000    0.01785    0.01317 =
         0.01223    0.00470    0.01109    0.00512
N2    3    0.143648    0.747078    0.648150    11.00000    0.01602    0.01200 =
         0.01459    0.00294    0.01131    0.00294
C1    1    0.225190    0.528216    0.750594    11.00000    0.01009    0.00890 =
         0.00907   -0.00244    0.00493   -0.00330
H4    2    0.064368    0.822995    0.665975    11.00000    0.02687
H2    2    0.419848    0.271773    0.803188    11.00000    0.01635
H1    2    0.309293    0.337008    0.505134    11.00000    0.01820
H3    2    0.162010    0.801023    0.559838    11.00000    0.02579
HKLF 4




REM  mo_HUFRM1_0m_a.res in P2(1)/c
REM R1 =  0.0595 for     626 Fo > 4sig(Fo)  and  0.0598 for all     641 data
REM     62 parameters refined using      0 restraints

END

WGHT      0.0880      0.7613

REM Highest difference peak  0.553,  deepest hole -0.401,  1-sigma level  0.105
Q1    1   0.5009  0.4567  0.6935  11.00000  0.05    0.55
Q2    1   0.0617  0.4600  0.7420  11.00000  0.05    0.52
Q3    1   0.2619  0.4766  0.4715  11.00000  0.05    0.49
Q4    1   0.3200  0.4535  0.9738  11.00000  0.05    0.46
Q5    1   0.0292  0.7518  0.5394  11.00000  0.05    0.43
Q6    1   0.2567  0.7218  0.7681  11.00000  0.05    0.42
Q7    1   0.1187  0.5706  0.6353  11.00000  0.05    0.39
Q8    1   0.3099  0.6729  0.9312  11.00000  0.05    0.34
Q9    1   0.2375  0.3850  0.6166  11.00000  0.05    0.34
Q10   1   0.3158  0.5330  0.8486  11.00000  0.05    0.34
Q11   1   0.4641  0.3895  0.8318  11.00000  0.05    0.33
Q12   1   0.5871  0.4400  0.8004  11.00000  0.05    0.31
Q13   1   0.3927  0.7292  0.9031  11.00000  0.05    0.30
Q14   1  -0.0952  0.7525  0.4235  11.00000  0.05    0.30
Q15   1   0.2032  0.2472  0.6878  11.00000  0.05    0.29
Q16   1  -0.0426  0.4627  0.6371  11.00000  0.05    0.28
Q17   1  -0.0090  0.8940  0.4038  11.00000  0.05    0.28
Q18   1   0.5607  0.3357  0.9464  11.00000  0.05    0.28
Q19   1   0.1709  0.6890  0.8224  11.00000  0.05    0.27
Q20   1   0.1509  0.4800  0.3634  11.00000  0.05    0.25
;
_shelx_res_checksum              89346
_olex2_submission_special_instructions 'No special instructions were received'
