# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_mo_1223_3_0m
_audit_block_doi                 10.5517/ccdc.csd.cc24l2wq
_database_code_depnum_ccdc_archive 'CCDC 1983593'
loop_
_audit_author_name
_audit_author_address
'rui yang'
;Nanjing University Of Science And Technology
China
;
_audit_update_record             
;
2020-04-17 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_audit_creation_date             2020-04-09
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H3 N5 O5'
_chemical_formula_sum            'C3 H3 N5 O5'
_chemical_formula_weight         189.10
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.4603(8)
_cell_length_b                   10.1472(9)
_cell_length_c                   10.7225(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     702.90(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3265
_cell_measurement_temperature    151.88
_cell_measurement_theta_max      26.31
_cell_measurement_theta_min      3.68
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0687 before and 0.0577 after correction.
The Ratio of minimum to maximum transmission is 0.9034.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8659
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.384
_diffrn_reflns_theta_min         2.764
_diffrn_ambient_temperature      151.88
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_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                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                1244
_reflns_number_total             1437
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 460 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.054
_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)+(0.0472P)²+0.1355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0871
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O001 O 0.7941(3) 0.30163(18) 0.90755(19) 0.0286(5) Uani 1 1 d . . . . .
O002 O 0.2625(4) 0.21600(18) 0.5394(2) 0.0398(6) Uani 1 1 d . . . . .
N003 N 0.4766(3) 0.33894(19) 0.7232(2) 0.0189(5) Uani 1 1 d . . . . .
N004 N 0.5375(3) 0.5508(2) 0.7224(2) 0.0206(5) Uani 1 1 d . . . . .
N005 N 0.4310(4) 0.5297(2) 0.6163(2) 0.0222(5) Uani 1 1 d . . . . .
N006 N 0.2952(4) 0.3333(2) 0.5244(2) 0.0285(6) Uani 1 1 d . . . . .
O007 O 0.2456(4) 0.3959(2) 0.4323(2) 0.0516(7) Uani 1 1 d . . . . .
O008 O 1.0437(4) 0.1903(2) 0.8232(2) 0.0533(8) Uani 1 1 d . . . . .
O009 O 0.9794(4) 0.3866(3) 0.7508(3) 0.0587(8) Uani 1 1 d . . . . .
N00A N 0.9535(4) 0.2937(3) 0.8189(3) 0.0392(7) Uani 1 1 d . . . . .
C00B C 0.4021(4) 0.4025(2) 0.6227(2) 0.0183(6) Uani 1 1 d . . . . .
C00C C 0.5649(4) 0.4373(2) 0.7849(2) 0.0202(6) Uani 1 1 d . . . . .
C00D C 0.6838(5) 0.4245(3) 0.9033(3) 0.0340(7) Uani 1 1 d . . . . .
H00A H 0.783284 0.498316 0.910321 0.041 Uiso 1 1 calc R U . . .
H00B H 0.587505 0.429564 0.974985 0.041 Uiso 1 1 calc R U . . .
H004 H 0.564(4) 0.633(3) 0.742(3) 0.027(8) 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
O001 0.0333(11) 0.0196(9) 0.0328(11) 0.0014(8) -0.0091(9) 0.0017(9)
O002 0.0551(15) 0.0180(10) 0.0463(14) 0.0012(9) -0.0212(12) -0.0092(11)
N003 0.0214(11) 0.0157(10) 0.0196(11) -0.0002(8) -0.0006(10) 0.0010(9)
N004 0.0248(12) 0.0143(11) 0.0226(11) -0.0018(9) 0.0026(10) -0.0022(9)
N005 0.0249(11) 0.0169(10) 0.0249(12) -0.0002(9) -0.0001(10) 0.0013(9)
N006 0.0321(13) 0.0200(11) 0.0333(14) 0.0040(10) -0.0128(12) -0.0020(11)
O007 0.0791(18) 0.0307(12) 0.0449(14) 0.0119(10) -0.0389(14) -0.0071(12)
O008 0.0397(14) 0.0455(14) 0.0747(19) 0.0172(13) 0.0053(14) 0.0222(12)
O009 0.0310(12) 0.0544(15) 0.091(2) 0.0435(17) 0.0066(13) 0.0018(11)
N00A 0.0229(13) 0.0382(15) 0.0564(18) 0.0135(13) -0.0050(14) 0.0012(12)
C00B 0.0192(13) 0.0141(12) 0.0218(14) -0.0001(11) -0.0011(11) -0.0011(10)
C00C 0.0222(13) 0.0159(12) 0.0224(13) -0.0039(10) 0.0027(11) 0.0019(10)
C00D 0.0497(18) 0.0208(13) 0.0313(16) -0.0066(12) -0.0133(15) 0.0079(14)

_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
O001 N00A 1.404(3) . ?
O001 C00D 1.436(3) . ?
O002 N006 1.219(3) . ?
N003 C00B 1.345(3) . ?
N003 C00C 1.326(3) . ?
N004 N005 1.347(3) . ?
N004 C00C 1.344(3) . ?
N004 H004 0.88(3) . ?
N005 C00B 1.306(3) . ?
N006 O007 1.217(3) . ?
N006 C00B 1.444(3) . ?
O008 N00A 1.202(3) . ?
O009 N00A 1.203(3) . ?
C00C C00D 1.490(4) . ?
C00D H00A 0.9900 . ?
C00D H00B 0.9900 . ?

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
N00A O001 C00D 113.1(2) . . ?
C00C N003 C00B 101.1(2) . . ?
N005 N004 H004 117(2) . . ?
C00C N004 N005 110.6(2) . . ?
C00C N004 H004 132(2) . . ?
C00B N005 N004 100.7(2) . . ?
O002 N006 C00B 117.5(2) . . ?
O007 N006 O002 124.8(3) . . ?
O007 N006 C00B 117.7(2) . . ?
O008 N00A O001 112.3(2) . . ?
O008 N00A O009 129.8(3) . . ?
O009 N00A O001 117.9(3) . . ?
N003 C00B N006 121.5(2) . . ?
N005 C00B N003 117.7(2) . . ?
N005 C00B N006 120.8(2) . . ?
N003 C00C N004 109.9(2) . . ?
N003 C00C C00D 125.5(2) . . ?
N004 C00C C00D 124.6(2) . . ?
O001 C00D C00C 111.0(2) . . ?
O001 C00D H00A 109.4 . . ?
O001 C00D H00B 109.4 . . ?
C00C C00D H00A 109.4 . . ?
C00C C00D H00B 109.4 . . ?
H00A C00D H00B 108.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 N006 C00B N003 4.7(4) . . . . ?
O002 N006 C00B N005 -175.8(3) . . . . ?
N003 C00C C00D O001 33.7(4) . . . . ?
N004 N005 C00B N003 0.9(3) . . . . ?
N004 N005 C00B N006 -178.6(2) . . . . ?
N004 C00C C00D O001 -144.0(3) . . . . ?
N005 N004 C00C N003 -0.6(3) . . . . ?
N005 N004 C00C C00D 177.4(3) . . . . ?
O007 N006 C00B N003 -174.8(3) . . . . ?
O007 N006 C00B N005 4.8(4) . . . . ?
N00A O001 C00D C00C 67.1(3) . . . . ?
C00B N003 C00C N004 1.1(3) . . . . ?
C00B N003 C00C C00D -176.9(3) . . . . ?
C00C N003 C00B N005 -1.3(3) . . . . ?
C00C N003 C00B N006 178.3(2) . . . . ?
C00C N004 N005 C00B -0.1(3) . . . . ?
C00D O001 N00A O008 -179.7(3) . . . . ?
C00D O001 N00A O009 -0.4(4) . . . . ?

_shelx_res_file                  
;
TITL mo_1223_3_0m_a.res in P2(1)2(1)2(1)
    mo_1223_3_0m.res
    created by SHELXL-2018/3 at 16:17:56 on 09-Apr-2020
REM Old TITL mo_1223_3_0m in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1): R1 0.163, Rweak 0.034, Alpha 0.001
REM <I/s> 0.358 for 14 systematic absences, Orientation as input
REM Flack x = -0.578 ( 0.880 ) from 466 Parsons' quotients
REM Formula found by SHELXT: C10 N O2
CELL 0.71073 6.4603 10.1472 10.7225 90 90 90
ZERR 4 0.0008 0.0009 0.0012 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O
UNIT 12 12 20 20

L.S. 9 0 0
PLAN  5
SIZE 0.2 0.15 0.1
TEMP -121.27
CONF
list 4
fmap 2 53
acta
MORE -1
BOND $H
REM <olex2.extras>
REM <HklSrc "%.\\mo_1223_3_0m.hkl">
REM </olex2.extras>

WGHT    0.047200    0.135500
FVAR       0.78029
O001  4    0.794077    0.301631    0.907552    11.00000    0.03334    0.01956 =
         0.03283    0.00144   -0.00913    0.00168
O002  4    0.262517    0.216000    0.539392    11.00000    0.05509    0.01799 =
         0.04634    0.00116   -0.02120   -0.00919
N003  3    0.476610    0.338940    0.723233    11.00000    0.02138    0.01571 =
         0.01965   -0.00017   -0.00060    0.00100
N004  3    0.537486    0.550814    0.722438    11.00000    0.02481    0.01429 =
         0.02257   -0.00179    0.00258   -0.00224
N005  3    0.431025    0.529743    0.616334    11.00000    0.02489    0.01686 =
         0.02492   -0.00024   -0.00012    0.00127
N006  3    0.295167    0.333251    0.524368    11.00000    0.03207    0.02003 =
         0.03335    0.00400   -0.01277   -0.00205
O007  4    0.245584    0.395856    0.432256    11.00000    0.07906    0.03072 =
         0.04493    0.01188   -0.03888   -0.00715
O008  4    1.043738    0.190268    0.823180    11.00000    0.03973    0.04548 =
         0.07466    0.01724    0.00533    0.02215
O009  4    0.979390    0.386576    0.750833    11.00000    0.03101    0.05445 =
         0.09078    0.04345    0.00661    0.00176
N00A  3    0.953493    0.293744    0.818885    11.00000    0.02293    0.03822 =
         0.05639    0.01347   -0.00504    0.00123
C00B  1    0.402122    0.402541    0.622715    11.00000    0.01915    0.01409 =
         0.02177   -0.00012   -0.00106   -0.00107
C00C  1    0.564928    0.437269    0.784859    11.00000    0.02222    0.01585 =
         0.02240   -0.00395    0.00268    0.00194
C00D  1    0.683840    0.424451    0.903344    11.00000    0.04969    0.02085 =
         0.03133   -0.00660   -0.01327    0.00789
AFIX  23
H00A  2    0.783284    0.498316    0.910321    11.00000   -1.20000
H00B  2    0.587505    0.429564    0.974985    11.00000   -1.20000
AFIX   0
H004  2    0.564201    0.633248    0.741936    11.00000    0.02662
HKLF 4




REM  mo_1223_3_0m_a.res in P2(1)2(1)2(1)
REM wR2 = 0.0871, GooF = S = 1.054, Restrained GooF = 1.054 for all data
REM R1 = 0.0371 for 1244 Fo > 4sig(Fo) and 0.0467 for all 1437 data
REM 122 parameters refined using 0 restraints

END

WGHT      0.0474      0.1337

REM Highest difference peak  0.174,  deepest hole -0.287,  1-sigma level  0.069
Q1    1   0.3791  0.3614  0.9837  11.00000  0.05    0.17
Q2    1   0.2319  0.2669  0.3420  11.00000  0.05    0.17
Q3    1   0.5419  0.7555  0.5979  11.00000  0.05    0.16
Q4    1   1.1644  0.0598  0.8435  11.00000  0.05    0.16
Q5    1   0.9685  0.3023  1.0231  11.00000  0.05    0.16
;
_shelx_res_checksum              36148
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_0912_1_0m
_audit_block_doi                 10.5517/ccdc.csd.cc24dgcd
_database_code_depnum_ccdc_archive 'CCDC 1978183'
loop_
_audit_author_name
_audit_author_address
'rui yang'
;Nanjing University Of Science And Technology
China
;
_audit_update_record             
;
2020-01-16 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_audit_creation_date             2019-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H3 N7 O3'
_chemical_formula_sum            'C3 H3 N7 O3'
_chemical_formula_weight         185.12
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.1255(5)
_cell_length_b                   7.7153(7)
_cell_length_c                   9.3101(9)
_cell_angle_alpha                99.722(5)
_cell_angle_beta                 96.581(5)
_cell_angle_gamma                103.924(5)
_cell_volume                     347.55(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2858
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0705 before and 0.0572 after correction.
The Ratio of minimum to maximum transmission is 0.9219.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             188
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_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            8147
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.421
_diffrn_reflns_theta_min         2.249
_diffrn_ambient_temperature      150.18
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1116
_reflns_number_total             1435
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1435
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.047
_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)+(0.0441P)²+0.1258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0911
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O001 O 0.6072(2) 0.31908(16) 0.29756(13) 0.0172(3) Uani 1 1 d . . . . .
O002 O 0.2540(3) 0.13814(17) 0.13205(14) 0.0226(3) Uani 1 1 d . . . . .
O003 O 0.3096(3) 0.43115(18) 0.18853(15) 0.0265(3) Uani 1 1 d . . . . .
N004 N 0.8056(3) 0.22742(19) 0.59705(15) 0.0145(3) Uani 1 1 d . . . . .
N005 N 1.2401(3) 0.2496(2) 0.59769(15) 0.0161(3) Uani 1 1 d . . . . .
H005 H 1.413526 0.266424 0.632003 0.019 Uiso 1 1 calc R . . . .
N006 N 1.1291(3) 0.2105(2) 0.45235(16) 0.0169(3) Uani 1 1 d . . . . .
N007 N 0.3697(3) 0.2912(2) 0.19759(16) 0.0179(3) Uani 1 1 d . . . . .
N008 N 1.1119(3) 0.2904(2) 0.83331(16) 0.0206(4) Uani 1 1 d . . . . .
N009 N 0.9085(3) 0.2773(2) 0.89843(16) 0.0174(3) Uani 1 1 d . . . . .
N00A N 0.7507(3) 0.2705(2) 0.97205(17) 0.0259(4) Uani 1 1 d . . . . .
C00B C 1.0458(3) 0.2585(2) 0.68024(18) 0.0141(4) Uani 1 1 d . . . . .
C00C C 0.8697(3) 0.1985(2) 0.45733(18) 0.0146(4) Uani 1 1 d . . . . .
C00D C 0.6649(3) 0.1491(2) 0.32030(19) 0.0160(4) Uani 1 1 d . . . . .
H00A H 0.738866 0.094220 0.235424 0.019 Uiso 1 1 calc R . . . .
H00B H 0.497324 0.060663 0.332115 0.019 Uiso 1 1 calc R . . . .

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
O001 0.0141(6) 0.0191(6) 0.0171(6) 0.0052(5) -0.0018(5) 0.0030(5)
O002 0.0211(7) 0.0223(7) 0.0195(7) 0.0004(5) -0.0029(5) 0.0021(6)
O003 0.0286(8) 0.0245(7) 0.0286(8) 0.0082(6) -0.0022(6) 0.0124(6)
N004 0.0119(7) 0.0178(7) 0.0140(7) 0.0035(6) 0.0015(6) 0.0045(6)
N005 0.0102(7) 0.0218(8) 0.0151(7) 0.0025(6) 0.0008(6) 0.0036(6)
N006 0.0142(7) 0.0224(8) 0.0144(7) 0.0039(6) 0.0028(6) 0.0050(6)
N007 0.0144(8) 0.0255(9) 0.0147(7) 0.0062(6) 0.0019(6) 0.0055(7)
N008 0.0134(8) 0.0334(9) 0.0145(8) 0.0052(6) 0.0020(6) 0.0050(7)
N009 0.0171(8) 0.0208(8) 0.0138(7) 0.0036(6) 0.0001(6) 0.0052(6)
N00A 0.0256(9) 0.0359(10) 0.0184(8) 0.0065(7) 0.0056(7) 0.0107(8)
C00B 0.0119(8) 0.0149(8) 0.0151(8) 0.0029(7) 0.0021(7) 0.0029(7)
C00C 0.0145(9) 0.0141(8) 0.0164(9) 0.0045(7) 0.0042(7) 0.0045(7)
C00D 0.0150(9) 0.0173(9) 0.0165(9) 0.0031(7) 0.0023(7) 0.0059(7)

_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
O001 N007 1.3934(18) . ?
O001 C00D 1.4557(19) . ?
O002 N007 1.2065(19) . ?
O003 N007 1.2049(19) . ?
N004 C00B 1.323(2) . ?
N004 C00C 1.373(2) . ?
N005 N006 1.360(2) . ?
N005 C00B 1.333(2) . ?
N006 C00C 1.318(2) . ?
N008 N009 1.257(2) . ?
N008 C00B 1.392(2) . ?
N009 N00A 1.116(2) . ?
C00C C00D 1.487(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
N007 O001 C00D 112.67(12) . . ?
C00B N004 C00C 101.86(14) . . ?
C00B N005 N006 109.54(13) . . ?
C00C N006 N005 102.59(13) . . ?
O002 N007 O001 118.82(13) . . ?
O003 N007 O001 112.56(14) . . ?
O003 N007 O002 128.62(15) . . ?
N009 N008 C00B 113.64(14) . . ?
N00A N009 N008 171.26(17) . . ?
N004 C00B N005 111.19(14) . . ?
N004 C00B N008 129.33(15) . . ?
N005 C00B N008 119.44(15) . . ?
N004 C00C C00D 123.73(15) . . ?
N006 C00C N004 114.81(15) . . ?
N006 C00C C00D 121.40(15) . . ?
O001 C00D C00C 105.67(13) . . ?

_iucr_refine_instructions_details 
;
TITL mo_0912_1_0m_a.res in P-1
    mo_0912_1_0m.res
    created by SHELXL-2018/3 at 07:42:41 on 12-Sep-2019
REM Old TITL mo_0912_1_0m in P-1
REM SHELXT solution in P-1: R1 0.134, Rweak 0.011, Alpha 0.030
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Formula found by SHELXT: C10 N2 O
CELL 0.71073 5.1255 7.7153 9.3101 99.722 96.581 103.924
ZERR 2 0.0005 0.0007 0.0009 0.005 0.005 0.005
LATT 1
SFAC C H N O
UNIT 6 6 14 6

L.S. 4 0 0
PLAN  20
SIZE 0.25 0.2 0.1
TEMP -122.97
list 4
fmap 2 53
ACTA
REM <olex2.extras>
REM <HklSrc "%.\\mo_0912_1_0m.hkl">
REM </olex2.extras>

WGHT    0.044100    0.125800
FVAR       1.18546
O001  4    0.607221    0.319078    0.297558    11.00000    0.01415    0.01913 =
         0.01709    0.00524   -0.00179    0.00298
O002  4    0.254034    0.138142    0.132045    11.00000    0.02109    0.02226 =
         0.01953    0.00044   -0.00293    0.00212
O003  4    0.309597    0.431148    0.188526    11.00000    0.02863    0.02445 =
         0.02856    0.00817   -0.00220    0.01235
N004  3    0.805572    0.227422    0.597047    11.00000    0.01187    0.01784 =
         0.01401    0.00351    0.00150    0.00451
N005  3    1.240105    0.249605    0.597685    11.00000    0.01015    0.02183 =
         0.01515    0.00248    0.00081    0.00356
AFIX  43
H005  2    1.413526    0.266424    0.632003    11.00000   -1.20000
AFIX   0
N006  3    1.129142    0.210534    0.452348    11.00000    0.01417    0.02238 =
         0.01438    0.00390    0.00279    0.00501
N007  3    0.369685    0.291246    0.197591    11.00000    0.01439    0.02546 =
         0.01469    0.00622    0.00190    0.00548
N008  3    1.111926    0.290425    0.833313    11.00000    0.01338    0.03339 =
         0.01450    0.00519    0.00195    0.00502
N009  3    0.908489    0.277350    0.898430    11.00000    0.01707    0.02079 =
         0.01381    0.00358    0.00012    0.00516
N00A  3    0.750736    0.270454    0.972055    11.00000    0.02561    0.03592 =
         0.01841    0.00646    0.00556    0.01075
C00B  1    1.045767    0.258524    0.680236    11.00000    0.01195    0.01490 =
         0.01511    0.00291    0.00209    0.00286
C00C  1    0.869650    0.198489    0.457326    11.00000    0.01454    0.01413 =
         0.01641    0.00449    0.00422    0.00455
C00D  1    0.664912    0.149060    0.320304    11.00000    0.01499    0.01733 =
         0.01649    0.00311    0.00227    0.00595
AFIX  23
H00A  2    0.738866    0.094220    0.235424    11.00000   -1.20000
H00B  2    0.497324    0.060663    0.332115    11.00000   -1.20000
AFIX   0
HKLF 4




REM  mo_0912_1_0m_a.res in P-1
REM wR2 = 0.0911, GooF = S = 1.047, Restrained GooF = 1.047 for all data
REM R1 = 0.0374 for 1116 Fo > 4sig(Fo) and 0.0575 for all 1435 data
REM 118 parameters refined using 0 restraints

END  
     
WGHT      0.0437      0.1252 

REM Highest difference peak  0.208,  deepest hole -0.350,  1-sigma level  0.071
Q1    1   1.4484  0.4428  0.9861  11.00000  0.05    0.21
Q2    1   0.2635 -0.0670  0.3379  11.00000  0.05    0.19
Q3    1   1.0163  0.5032  0.8234  11.00000  0.05    0.19
Q4    1   1.2452  0.1576  0.3599  11.00000  0.05    0.19
Q5    1   1.2767  0.1784  0.3825  11.00000  0.05    0.18
Q6    1   0.9336 -0.0152  0.1526  11.00000  0.05    0.18
Q7    1   1.1644  0.4762  0.9739  11.00000  0.05    0.17
Q8    1   0.8182  0.1675  0.1865  11.00000  0.05    0.17
Q9    1   0.0826  0.5214  0.2927  11.00000  0.05    0.17
Q10   1   0.0835  0.0926  0.2438  11.00000  0.05    0.17
Q11   1   0.9034 -0.0450  0.1715  11.00000  0.05    0.17
Q12   1   0.6315  0.4220  1.0409  11.00000  0.05    0.17
Q13   1   0.7815  0.2161  0.3939  11.00000  0.05    0.17
Q14   1   0.2632  0.0377 -0.0390  11.00000  0.05    0.16
Q15   1   0.1701  0.1079 -0.0075  11.00000  0.05    0.16
Q16   1   0.8577  0.5034  0.4789  11.00000  0.05    0.16
Q17   1   0.4847  0.0476  0.0669  11.00000  0.05    0.16
Q18   1   0.2726  0.0186  0.4208  11.00000  0.05    0.16
Q19   1   0.8726  0.1992  0.1603  11.00000  0.05    0.15
Q20   1   0.7026  0.3871  1.1129  11.00000  0.05    0.15

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0374 for 1116 Fo > 4sig(Fo) and 0.0575 for all 8147 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.21, deepest hole -0.35
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0575
  REM R1_gt = 0.0374
  REM wR_ref = 0.0911
  REM GOOF = 1.047
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 8147
  REM Reflections_gt = 1116
  REM Parameters = n/a
  REM Hole = -0.35
  REM Peak = 0.21
  REM Flack = n/a

  
;
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_1118_2_0m
_audit_block_doi                 10.5517/ccdc.csd.cc24l30w
_database_code_depnum_ccdc_archive 'CCDC 1983597'
loop_
_audit_author_name
_audit_author_address
'rui yang'
;Nanjing University Of Science And Technology
China
;
_audit_update_record             
;
2020-02-12 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_audit_creation_date             2019-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H4 N6 O5, C H4 O'
_chemical_formula_sum            'C4 H8 N6 O6'
_chemical_formula_weight         236.16
_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.598(2)
_cell_length_b                   7.585(2)
_cell_length_c                   14.530(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.064(8)
_cell_angle_gamma                90
_cell_volume                     944.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0824 before and 0.0674 after correction.
The Ratio of minimum to maximum transmission is 0.9176.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10151
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.343
_diffrn_reflns_theta_min         2.654
_diffrn_ambient_temperature      150.03
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1182
_reflns_number_total             1691
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         1691
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0639
_refine_ls_restrained_S_all      1.075
_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)+(0.0314P)²+2.4903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1358
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
2.d Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O3 O 0.0217(3) 0.7526(3) 0.53835(17) 0.0234(6) Uani 1 1 d . . . . .
O4 O 0.6844(3) 0.6773(3) 0.32942(17) 0.0241(6) Uani 1 1 d . . . . .
O6 O 0.5225(3) 0.3594(3) 0.28419(17) 0.0277(7) Uani 1 1 d . . . . .
H6 H 0.586271 0.394996 0.247723 0.042 Uiso 1 1 calc GR . . . .
O5 O 0.7663(3) 0.9510(3) 0.34092(18) 0.0282(7) Uani 1 1 d . . . . .
O2 O -0.0605(3) 0.7290(4) 0.68031(18) 0.0333(7) Uani 1 1 d . . . . .
N2 N 0.3657(3) 0.7912(4) 0.5018(2) 0.0195(7) Uani 1 1 d . . . . .
H2 H 0.367159 0.887790 0.535385 0.023 Uiso 1 1 calc R . . . .
N4 N 0.4180(3) 0.5941(4) 0.4027(2) 0.0186(7) Uani 1 1 d . . . . .
H4 H 0.462221 0.538461 0.358706 0.022 Uiso 1 1 calc R . . . .
N6 N 0.6737(3) 0.8300(4) 0.3590(2) 0.0205(7) Uani 1 1 d . . . . .
N3 N 0.2962(3) 0.5277(4) 0.4485(2) 0.0201(7) Uani 1 1 d . . . . .
O1 O -0.1802(3) 0.9000(4) 0.5765(2) 0.0430(8) Uani 1 1 d . . . . .
N5 N 0.5637(3) 0.8795(4) 0.4132(2) 0.0210(7) Uani 1 1 d . . . . .
N1 N -0.0808(4) 0.7969(4) 0.6055(2) 0.0265(8) Uani 1 1 d . . . . .
C2 C 0.2681(4) 0.6500(5) 0.5081(2) 0.0186(8) Uani 1 1 d . . . . .
C3 C 0.4592(4) 0.7550(5) 0.4345(2) 0.0175(8) Uani 1 1 d . . . . .
C1 C 0.1481(4) 0.6398(5) 0.5756(2) 0.0205(8) Uani 1 1 d . . . . .
H1A H 0.111277 0.516978 0.581585 0.025 Uiso 1 1 calc R . . . .
H1B H 0.191082 0.682068 0.637083 0.025 Uiso 1 1 calc R . . . .
C4 C 0.4291(5) 0.2228(6) 0.2413(3) 0.0395(11) Uani 1 1 d . . . . .
H4A H 0.367089 0.269886 0.186985 0.059 Uiso 1 1 calc GR . . . .
H4B H 0.359031 0.176279 0.285155 0.059 Uiso 1 1 calc GR . . . .
H4C H 0.496578 0.127890 0.222204 0.059 Uiso 1 1 calc GR . . . .

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
O3 0.0168(12) 0.0294(15) 0.0248(14) 0.0038(12) 0.0062(11) 0.0052(11)
O4 0.0260(14) 0.0191(14) 0.0285(15) -0.0050(12) 0.0098(12) 0.0027(11)
O6 0.0280(15) 0.0288(16) 0.0284(15) -0.0107(13) 0.0139(12) -0.0067(12)
O5 0.0291(14) 0.0208(14) 0.0371(16) -0.0012(12) 0.0170(13) -0.0058(12)
O2 0.0286(15) 0.0486(19) 0.0232(16) -0.0005(14) 0.0064(12) 0.0055(14)
N2 0.0227(16) 0.0169(16) 0.0199(16) -0.0028(13) 0.0070(13) 0.0017(13)
N4 0.0184(15) 0.0180(16) 0.0200(16) -0.0025(13) 0.0047(13) 0.0004(13)
N6 0.0237(16) 0.0186(17) 0.0200(16) -0.0004(13) 0.0059(13) 0.0021(14)
N3 0.0196(15) 0.0200(16) 0.0213(16) -0.0008(14) 0.0044(13) -0.0025(14)
O1 0.0310(16) 0.0419(19) 0.057(2) 0.0118(16) 0.0104(15) 0.0186(15)
N5 0.0238(16) 0.0194(16) 0.0216(17) -0.0050(14) 0.0116(14) -0.0011(14)
N1 0.0203(17) 0.0271(19) 0.032(2) -0.0019(16) 0.0041(15) 0.0011(15)
C2 0.0164(18) 0.0172(19) 0.021(2) 0.0021(16) -0.0033(15) 0.0034(16)
C3 0.0181(17) 0.0150(19) 0.0194(19) 0.0015(15) 0.0026(15) 0.0046(15)
C1 0.0153(17) 0.024(2) 0.023(2) 0.0017(16) 0.0036(15) 0.0018(16)
C4 0.038(2) 0.037(3) 0.044(3) -0.015(2) 0.009(2) -0.014(2)

_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
O3 N1 1.412(4) . ?
O3 C1 1.450(4) . ?
O4 N6 1.242(4) . ?
O6 C4 1.421(5) . ?
O5 N6 1.258(4) . ?
O2 N1 1.202(4) . ?
N2 C2 1.369(4) . ?
N2 C3 1.347(4) . ?
N4 N3 1.384(4) . ?
N4 C3 1.342(4) . ?
N6 N5 1.338(4) . ?
N3 C2 1.306(4) . ?
O1 N1 1.207(4) . ?
N5 C3 1.358(4) . ?
C2 C1 1.487(5) . ?

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
N1 O3 C1 112.1(2) . . ?
C3 N2 C2 107.3(3) . . ?
C3 N4 N3 110.7(3) . . ?
O4 N6 O5 122.8(3) . . ?
O4 N6 N5 122.9(3) . . ?
O5 N6 N5 114.3(3) . . ?
C2 N3 N4 104.6(3) . . ?
N6 N5 C3 117.1(3) . . ?
O2 N1 O3 118.2(3) . . ?
O2 N1 O1 129.5(3) . . ?
O1 N1 O3 112.3(3) . . ?
N2 C2 C1 123.4(3) . . ?
N3 C2 N2 111.1(3) . . ?
N3 C2 C1 125.5(3) . . ?
N2 C3 N5 118.2(3) . . ?
N4 C3 N2 106.2(3) . . ?
N4 C3 N5 135.6(3) . . ?
O3 C1 C2 105.3(3) . . ?

_iucr_refine_instructions_details 
;
TITL mo_1118_2_0m_a.res in P2(1)/n
    mo_1118_2_0m.res
    created by SHELXL-2018/3 at 09:29:13 on 20-Nov-2019
REM Old TITL mo_1118_2_0m_a.res in P2(1)/n
REM SHELXT solution in P2(1)/n: R1 0.186, Rweak 0.040, Alpha 0.033
REM <I/s> 0.537 for 152 systematic absences, Orientation as input
REM Formula found by SHELXT: C11 N3 O2
CELL 0.71073 8.5984 7.5853 14.5302 90 95.064 90
ZERR 4 0.0021 0.002 0.0039 0 0.008 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 16 32 24 24

L.S. 7 0 0
PLAN  20
SIZE 0.1 0.15 0.2
TEMP -123.12
BOND
list 4
fmap 2 53
acta
SHEL 999 0.83
REM <olex2.extras>
REM <HklSrc "%.\\mo_1118_2_0m.hkl">
REM </olex2.extras>

WGHT    0.031400    2.490300
FVAR       0.52972
O3    4    0.021704    0.752586    0.538355    11.00000    0.01680    0.02937 =
         0.02485    0.00377    0.00619    0.00522
O4    4    0.684439    0.677262    0.329422    11.00000    0.02601    0.01909 =
         0.02846   -0.00500    0.00979    0.00267
O6    4    0.522515    0.359364    0.284189    11.00000    0.02799    0.02885 =
         0.02837   -0.01072    0.01385   -0.00671
AFIX 147
H6    2    0.586271    0.394996    0.247723    11.00000   -1.50000
AFIX   0

O5    4    0.766308    0.951008    0.340921    11.00000    0.02909    0.02081 =
         0.03711   -0.00121    0.01704   -0.00575
O2    4   -0.060464    0.728962    0.680315    11.00000    0.02862    0.04864 =
         0.02325   -0.00048    0.00640    0.00554
N2    3    0.365738    0.791223    0.501756    11.00000    0.02266    0.01692 =
         0.01985   -0.00281    0.00696    0.00172
AFIX  43
H2    2    0.367159    0.887790    0.535385    11.00000   -1.20000
AFIX   0
N4    3    0.417956    0.594104    0.402691    11.00000    0.01845    0.01796 =
         0.01999   -0.00247    0.00472    0.00041
AFIX  43
H4    2    0.462221    0.538461    0.358706    11.00000   -1.20000
AFIX   0
N6    3    0.673733    0.830009    0.358966    11.00000    0.02369    0.01857 =
         0.02004   -0.00043    0.00588    0.00210
N3    3    0.296217    0.527667    0.448483    11.00000    0.01963    0.01999 =
         0.02128   -0.00078    0.00442   -0.00251
O1    4   -0.180244    0.899988    0.576476    11.00000    0.03102    0.04186 =
         0.05721    0.01178    0.01041    0.01862
N5    3    0.563710    0.879530    0.413242    11.00000    0.02377    0.01944 =
         0.02164   -0.00504    0.01165   -0.00108
N1    3   -0.080773    0.796947    0.605492    11.00000    0.02035    0.02706 =
         0.03242   -0.00191    0.00407    0.00112
C2    1    0.268067    0.649990    0.508062    11.00000    0.01635    0.01721 =
         0.02141    0.00211   -0.00331    0.00335
C3    1    0.459243    0.754966    0.434542    11.00000    0.01813    0.01497 =
         0.01945    0.00149    0.00257    0.00457
C1    1    0.148097    0.639758    0.575572    11.00000    0.01532    0.02390 =
         0.02269    0.00172    0.00359    0.00185
AFIX  23
H1A   2    0.111277    0.516978    0.581585    11.00000   -1.20000
H1B   2    0.191082    0.682068    0.637083    11.00000   -1.20000
AFIX   0

C4    1    0.429051    0.222755    0.241306    11.00000    0.03844    0.03659 =
         0.04445   -0.01522    0.00876   -0.01406
AFIX 137
H4A   2    0.367089    0.269886    0.186985    11.00000   -1.50000
H4B   2    0.359031    0.176279    0.285155    11.00000   -1.50000
H4C   2    0.496578    0.127890    0.222204    11.00000   -1.50000
AFIX   0
HKLF 4




REM  mo_1118_2_0m_a.res in P2(1)/n
REM wR2 = 0.1358, GooF = S = 1.075, Restrained GooF = 1.075 for all data
REM R1 = 0.0639 for 1182 Fo > 4sig(Fo) and 0.1059 for all 1691 data
REM 147 parameters refined using 0 restraints

END  
     
WGHT      0.0310      2.5011 

REM Highest difference peak  0.293,  deepest hole -0.351,  1-sigma level  0.083
Q1    1   0.3055  0.2104  0.2407  11.00000  0.05    0.29
Q2    1  -0.2592  0.7394  0.5487  11.00000  0.05    0.28
Q3    1   0.4091  0.2585  0.1431  11.00000  0.05    0.28
Q4    1   0.1090  0.6200  0.4199  11.00000  0.05    0.27
Q5    1   0.1213  0.7923  0.7145  11.00000  0.05    0.27
Q6    1   0.2839  0.3296  0.2391  11.00000  0.05    0.27
Q7    1  -0.1777  0.9574  0.4807  11.00000  0.05    0.26
Q8    1   0.0439  0.6520  0.7259  11.00000  0.05    0.25
Q9    1   0.2822  0.6256  0.6792  11.00000  0.05    0.24
Q10   1  -0.1240  0.7437  0.7812  11.00000  0.05    0.24
Q11   1  -0.0339  0.8851  0.4601  11.00000  0.05    0.24
Q12   1   0.8236  1.0977  0.3383  11.00000  0.05    0.24
Q13   1   0.3878  0.3197  0.4795  11.00000  0.05    0.23
Q14   1   0.3547 -0.0786  0.3108  11.00000  0.05    0.23
Q15   1   0.4019  0.7273  0.5756  11.00000  0.05    0.23
Q16   1   0.3884  0.1735  0.3799  11.00000  0.05    0.23
Q17   1  -0.1081  1.0011  0.6777  11.00000  0.05    0.23
Q18   1   0.6236  0.9391  0.4799  11.00000  0.05    0.23
Q19   1   0.4227  0.9350  0.3876  11.00000  0.05    0.23
Q20   1   0.3098  0.9112  0.4224  11.00000  0.05    0.23

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0639 for 1182 Fo > 4sig(Fo) and 0.1059 for all 11403 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.29, deepest hole -0.35
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.1059
  REM R1_gt = 0.0639
  REM wR_ref = 0.1358
  REM GOOF = 1.075
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 11403
  REM Reflections_gt = 1182
  REM Parameters = n/a
  REM Hole = -0.35
  REM Peak = 0.29
  REM Flack = n/a

  
;
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_0624_2_0m
_audit_block_doi                 10.5517/ccdc.csd.cc24l2ys
_database_code_depnum_ccdc_archive 'CCDC 1983595'
loop_
_audit_author_name
_audit_author_address
'rui yang'
;Nanjing University Of Science And Technology
China
;
_audit_update_record             
;
2020-04-17 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_audit_creation_date             2019-06-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H4 N4 O3'
_chemical_formula_sum            'C3 H4 N4 O3'
_chemical_formula_weight         144.10
_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6101(8)
_cell_length_b                   6.4020(7)
_cell_length_c                   10.0437(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.826(4)
_cell_angle_gamma                90
_cell_volume                     552.39(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2722
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.22
_cell_measurement_theta_min      3.02
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0656 before and 0.0533 after correction.
The Ratio of minimum to maximum transmission is 0.9339.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6154
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.866
_diffrn_reflns_theta_min         3.018
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1059
_reflns_number_total             1312
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1312
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.077
_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)+(0.0500P)²+0.1983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 N007(H007)
2.c Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O001 O 0.72931(12) 0.53910(16) 0.62662(10) 0.0188(3) Uani 1 1 d . . . . .
H001 H 0.691823 0.442394 0.577920 0.028 Uiso 1 1 calc GR . . . .
O002 O 0.07313(12) 0.78135(19) 0.51139(11) 0.0244(3) Uani 1 1 d . . . . .
O003 O 0.04926(12) 0.90075(19) 0.71178(11) 0.0248(3) Uani 1 1 d . . . . .
N004 N 0.38940(14) 0.75980(19) 0.55684(12) 0.0147(3) Uani 1 1 d . . . . .
N005 N 0.36032(14) 0.9326(2) 0.75114(13) 0.0181(3) Uani 1 1 d . . . . .
N006 N 0.12624(14) 0.84192(19) 0.62076(13) 0.0168(3) Uani 1 1 d . . . . .
N007 N 0.51220(14) 0.9031(2) 0.73044(12) 0.0169(3) Uani 1 1 d . . . . .
H007 H 0.589901 0.946083 0.784973 0.028(5) Uiso 1 1 calc R . . . .
C008 C 0.52937(16) 0.8002(2) 0.61657(14) 0.0141(3) Uani 1 1 d . . . . .
C009 C 0.29466(16) 0.8434(2) 0.64391(14) 0.0144(3) Uani 1 1 d . . . . .
C00A C 0.68353(17) 0.7351(2) 0.57027(15) 0.0179(3) Uani 1 1 d . . . . .
H00A H 0.676596 0.724619 0.471716 0.022 Uiso 1 1 calc R . . . .
H00B H 0.762819 0.841920 0.596806 0.022 Uiso 1 1 calc R . . . .

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
O001 0.0151(5) 0.0187(6) 0.0217(6) -0.0017(4) -0.0046(4) 0.0038(4)
O002 0.0156(6) 0.0315(7) 0.0251(6) -0.0084(5) -0.0065(4) 0.0021(4)
O003 0.0160(6) 0.0310(6) 0.0278(6) -0.0073(5) 0.0051(4) 0.0029(4)
N004 0.0118(6) 0.0158(6) 0.0163(6) 0.0006(5) -0.0001(5) 0.0008(4)
N005 0.0132(6) 0.0198(6) 0.0211(7) -0.0026(5) -0.0012(5) 0.0016(5)
N006 0.0119(6) 0.0165(6) 0.0216(6) -0.0005(5) -0.0011(5) 0.0022(5)
N007 0.0114(6) 0.0189(6) 0.0200(6) -0.0028(5) -0.0024(5) 0.0007(4)
C008 0.0127(7) 0.0133(7) 0.0161(7) 0.0020(5) -0.0009(5) 0.0002(5)
C009 0.0122(7) 0.0134(7) 0.0174(7) 0.0008(5) -0.0012(5) 0.0013(5)
C00A 0.0125(7) 0.0197(8) 0.0216(8) 0.0031(6) 0.0016(5) 0.0013(5)

_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
O001 C00A 1.4217(18) . ?
O002 N006 1.2244(16) . ?
O003 N006 1.2238(17) . ?
N004 C008 1.3352(18) . ?
N004 C009 1.3460(18) . ?
N005 N007 1.3511(17) . ?
N005 C009 1.3133(19) . ?
N006 C009 1.4533(18) . ?
N007 C008 1.3364(18) . ?
C008 C00A 1.495(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
C008 N004 C009 101.48(12) . . ?
C009 N005 N007 100.43(12) . . ?
O002 N006 C009 117.03(12) . . ?
O003 N006 O002 125.40(13) . . ?
O003 N006 C009 117.57(12) . . ?
C008 N007 N005 111.35(11) . . ?
N004 C008 N007 109.39(12) . . ?
N004 C008 C00A 126.86(13) . . ?
N007 C008 C00A 123.70(12) . . ?
N004 C009 N006 122.35(12) . . ?
N005 C009 N004 117.35(12) . . ?
N005 C009 N006 120.29(13) . . ?
O001 C00A C008 110.54(12) . . ?

_shelx_res_file                  
;
TITL mo_0624_2_0m_a.res in P2(1)/n
    mo_0624_2_0m.res
    created by SHELXL-2018/3 at 08:39:41 on 24-Jun-2019
REM Old TITL mo_0624_2_0m in P2(1)/n
REM SHELXT solution in P2(1)/n: R1 0.117, Rweak 0.003, Alpha 0.014
REM <I/s> 0.572 for 108 systematic absences, Orientation as input
REM Formula found by SHELXT: C7 N2 O
CELL 0.71073 8.6101 6.402 10.0437 90 93.826 90
ZERR 4 0.0008 0.0007 0.0009 0 0.004 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 12 16 16 12

L.S. 10
PLAN  10
TEMP -123.14
list 4
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\mo_0624_2_0m.hkl">
REM </olex2.extras>

WGHT    0.050000    0.198300
FVAR       1.31741
O001  4    0.729313    0.539097    0.626615    11.00000    0.01511    0.01870 =
         0.02174   -0.00169   -0.00458    0.00380
AFIX 147
H001  2    0.691823    0.442394    0.577920    11.00000   -1.50000
AFIX   0
O002  4    0.073126    0.781348    0.511386    11.00000    0.01559    0.03152 =
         0.02513   -0.00845   -0.00645    0.00206
O003  4    0.049264    0.900748    0.711781    11.00000    0.01596    0.03105 =
         0.02782   -0.00727    0.00509    0.00292
N004  3    0.389398    0.759799    0.556841    11.00000    0.01177    0.01576 =
         0.01630    0.00060   -0.00006    0.00076
N005  3    0.360316    0.932645    0.751137    11.00000    0.01317    0.01976 =
         0.02108   -0.00261   -0.00120    0.00160
N006  3    0.126236    0.841918    0.620762    11.00000    0.01191    0.01654 =
         0.02160   -0.00049   -0.00114    0.00218
N007  3    0.512203    0.903095    0.730438    11.00000    0.01141    0.01886 =
         0.02000   -0.00285   -0.00238    0.00073
AFIX  43
H007  2    0.589901    0.946083    0.784973    11.00000    0.02755
AFIX   0
C008  1    0.529371    0.800247    0.616567    11.00000    0.01266    0.01330 =
         0.01609    0.00205   -0.00092    0.00020
C009  1    0.294655    0.843369    0.643911    11.00000    0.01215    0.01343 =
         0.01739    0.00077   -0.00119    0.00130
C00A  1    0.683526    0.735146    0.570274    11.00000    0.01253    0.01970 =
         0.02159    0.00305    0.00164    0.00125
AFIX  23
H00A  2    0.676596    0.724619    0.471716    11.00000   -1.20000
H00B  2    0.762819    0.841920    0.596806    11.00000   -1.20000
AFIX   0
HKLF 4




REM  mo_0624_2_0m_a.res in P2(1)/n
REM wR2 = 0.0986, GooF = S = 1.077, Restrained GooF = 1.077 for all data
REM R1 = 0.0370 for 1059 Fo > 4sig(Fo) and 0.0529 for all 1312 data
REM 93 parameters refined using 0 restraints

END

WGHT      0.0500      0.2013

REM Highest difference peak  0.333,  deepest hole -0.289,  1-sigma level  0.063
Q1    1   0.5962  0.7625  0.5827  11.00000  0.05    0.33
Q2    1   0.3278  0.5789  0.6537  11.00000  0.05    0.24
Q3    1   0.2222  0.8391  0.6367  11.00000  0.05    0.22
Q4    1   0.5242  0.7958  0.6713  11.00000  0.05    0.21
Q5    1   0.2074  0.5752  0.5846  11.00000  0.05    0.20
Q6    1   0.6017  1.0551  0.9068  11.00000  0.05    0.19
Q7    1   0.4607  0.7741  0.5816  11.00000  0.05    0.19
Q8    1   0.0939  0.5878  0.5439  11.00000  0.05    0.18
Q9    1   0.7831  0.5838  0.5596  11.00000  0.05    0.18
Q10   1   0.3364  0.7987  0.6000  11.00000  0.05    0.18
;
_shelx_res_checksum              25226
_olex2_submission_special_instructions 'No special instructions were received'
