# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_290
_database_code_depnum_ccdc_archive 'CCDC 1881964'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-11-29 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-11-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(H2 O), H4 N O, N5'
_chemical_formula_sum            'H8 N6 O3'
_chemical_formula_weight         140.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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                   3.685(3)
_cell_length_b                   14.638(10)
_cell_length_c                   11.575(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.32(5)
_cell_angle_gamma                90
_cell_volume                     624.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    716
_cell_measurement_temperature    173
_cell_measurement_theta_max      23.765
_cell_measurement_theta_min      2.243
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.946
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6468
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0647 before and 0.0423 after correction. The Ratio of minimum to maximum transmission is 0.8675. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4450
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.658
_diffrn_reflns_theta_min         2.243
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.962
_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                934
_reflns_number_total             1395
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.314
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1395
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1228
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 N6-H6A \\sim N6-H6C \\sim N6-H6B
 with sigma of 0.02
3.a Free rotating group:
 O3(H3A,H3B)
3.b Rotating group:
 N6(H6A,H6B)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
O3 O 0.9622(5) 0.63069(9) -0.05306(12) 0.0305(4) Uani 1 1 d . . . . .
H3A H 1.0645 0.6739 -0.0163 0.046 Uiso 1 1 d G . . . .
H3B H 0.8299 0.6528 -0.1063 0.046 Uiso 1 1 d G . . . .
O2 O 0.6914(5) 0.52776(12) 0.12726(13) 0.0285(4) Uani 1 1 d . . . . .
O1 O -0.0506(4) 0.59098(11) 0.38707(12) 0.0346(4) Uani 1 1 d . . . . .
H1 H 0.0709 0.6073 0.4451 0.052 Uiso 1 1 calc GR . . . .
N6 N 0.1861(5) 0.57066(12) 0.29530(14) 0.0235(4) Uani 1 1 d D . . . .
H6A H 0.3270 0.5255 0.3141 0.028 Uiso 1 1 d DGR . . . .
H6B H 0.0642 0.5554 0.2341 0.028 Uiso 1 1 d DGR . . . .
N1 N 0.5725(5) 0.67603(12) 0.73833(14) 0.0289(5) Uani 1 1 d . . . . .
N2 N 0.5060(5) 0.61206(11) 0.66143(14) 0.0279(5) Uani 1 1 d . . . . .
N3 N 0.3460(5) 0.65101(11) 0.57265(14) 0.0264(4) Uani 1 1 d . . . . .
N4 N 0.3144(5) 0.73898(11) 0.59453(14) 0.0297(5) Uani 1 1 d . . . . .
N5 N 0.4541(5) 0.75452(11) 0.69757(15) 0.0296(5) Uani 1 1 d . . . . .
H6C H 0.312(7) 0.6218(14) 0.277(2) 0.048(8) Uiso 1 1 d D . . . .
H2A H 0.757(7) 0.4745(19) 0.103(2) 0.042(8) Uiso 1 1 d . . . . .
H2B H 0.748(8) 0.559(2) 0.069(3) 0.054(9) 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
O3 0.0404(11) 0.0259(8) 0.0250(8) -0.0008(6) -0.0091(7) -0.0022(7)
O2 0.0348(11) 0.0294(8) 0.0213(8) -0.0028(7) 0.0006(7) -0.0002(7)
O1 0.0285(10) 0.0527(10) 0.0227(8) -0.0121(7) 0.0004(7) 0.0011(7)
N6 0.0239(11) 0.0243(9) 0.0222(9) -0.0020(7) -0.0012(7) 0.0012(8)
N1 0.0346(12) 0.0277(9) 0.0245(9) 0.0008(7) -0.0060(8) 0.0018(8)
N2 0.0323(12) 0.0245(9) 0.0268(9) 0.0001(7) -0.0050(8) 0.0026(8)
N3 0.0294(11) 0.0275(9) 0.0223(9) -0.0012(7) -0.0024(7) 0.0022(8)
N4 0.0370(12) 0.0267(9) 0.0253(9) 0.0011(7) -0.0055(8) 0.0045(8)
N5 0.0348(12) 0.0255(9) 0.0283(9) 0.0000(8) -0.0048(8) 0.0024(8)

_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 H3A 0.8494 . ?
O3 H3B 0.8480 . ?
O2 H2A 0.86(3) . ?
O2 H2B 0.84(3) . ?
O1 H1 0.8400 . ?
O1 N6 1.410(2) . ?
N6 H6A 0.8678 . ?
N6 H6B 0.8667 . ?
N6 H6C 0.905(15) . ?
N1 N2 1.314(2) . ?
N1 N5 1.316(2) . ?
N2 N3 1.312(2) . ?
N3 N4 1.318(2) . ?
N4 N5 1.316(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
H3A O3 H3B 109.3 . . ?
H2A O2 H2B 99(2) . . ?
N6 O1 H1 109.5 . . ?
O1 N6 H6A 110.1 . . ?
O1 N6 H6B 110.5 . . ?
O1 N6 H6C 108.6(17) . . ?
H6A N6 H6B 108.4 . . ?
H6A N6 H6C 112.4 . . ?
H6B N6 H6C 106.8 . . ?
N2 N1 N5 108.61(16) . . ?
N3 N2 N1 107.58(16) . . ?
N2 N3 N4 108.30(16) . . ?
N5 N4 N3 107.97(16) . . ?
N1 N5 N4 107.54(16) . . ?

_iucr_refine_instructions_details 
;

    290.res created by SHELXL-2014/7

TITL 290_a.res in P2(1)/c
REM Old TITL 290 in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.138, Rweak 0.008, Alpha 0.009, Orientation as input
REM Formula found by SHELXT: C7 N2
CELL 0.71073 3.6851 14.6383 11.5755 90 90.32 90
ZERR 4 0.0025 0.0099 0.0084 0 0.05 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC H N O
UNIT 32 24 12
SADI N6 H6a N6 H6c N6 H6b
 
L.S. 4
PLAN  20
SIZE 0.16 0.05 0.4
TEMP -100.15
BOND $H
list 4
fmap 2
acta
OMIT 0 4 3
REM <olex2.extras>
REM <HklSrc "%.\\290.hkl">
REM </olex2.extras>
 
WGHT    0.060100
FVAR       1.37149
AFIX   6
O3    3    0.962207    0.630689   -0.053057    11.00000    0.04035    0.02591 =
         0.02504   -0.00077   -0.00907   -0.00217
H3A   1    1.064515    0.673908   -0.016323    11.00000   -1.50000
H3B   1    0.829897    0.652817   -0.106293    11.00000   -1.50000
AFIX   0
 
O2    3    0.691437    0.527765    0.127256    11.00000    0.03482    0.02943 =
         0.02135   -0.00278    0.00056   -0.00020
O1    3   -0.050591    0.590982    0.387074    11.00000    0.02850    0.05268 =
         0.02270   -0.01214    0.00038    0.00109
AFIX 147
H1    1    0.070920    0.607283    0.445123    11.00000   -1.50000
AFIX   0
N6    2    0.186115    0.570663    0.295304    11.00000    0.02391    0.02430 =
         0.02221   -0.00204   -0.00120    0.00122
AFIX   7
H6A   1    0.326987    0.525482    0.314121    11.00000   -1.20000
H6B   1    0.064160    0.555358    0.234057    11.00000   -1.20000
AFIX   0
N1    2    0.572474    0.676029    0.738327    11.00000    0.03458    0.02767 =
         0.02453    0.00083   -0.00598    0.00178
N2    2    0.505962    0.612055    0.661428    11.00000    0.03233    0.02446 =
         0.02679    0.00009   -0.00495    0.00265
N3    2    0.346011    0.651014    0.572651    11.00000    0.02940    0.02748 =
         0.02233   -0.00116   -0.00238    0.00222
N4    2    0.314413    0.738983    0.594535    11.00000    0.03696    0.02669 =
         0.02532    0.00112   -0.00547    0.00450
N5    2    0.454086    0.754517    0.697565    11.00000    0.03482    0.02553 =
         0.02826    0.00004   -0.00480    0.00245
H6C   1    0.311894    0.621792    0.277329    11.00000    0.04825
H2A   1    0.756601    0.474531    0.103034    11.00000    0.04197
H2B   1    0.747549    0.558791    0.068869    11.00000    0.05412
HKLF 4
 
REM  290_a.res in P2(1)/c
REM R1 =  0.0452 for     934 Fo > 4sig(Fo)  and  0.0779 for all    1395 data
REM     99 parameters refined using      3 restraints
 
END  
     
WGHT      0.0598      0.0000 

REM Highest difference peak  0.314,  deepest hole -0.285,  1-sigma level  0.081
Q1    1   0.5077  0.5564  0.6760  11.00000  0.05    0.31
Q2    1  -0.1042  0.5372  0.1972  11.00000  0.05    0.26
Q3    1   0.3213  0.5524  0.0451  11.00000  0.05    0.24
Q4    1   0.2282  0.8020  0.5799  11.00000  0.05    0.23
Q5    1   0.1711  0.5990  0.4409  11.00000  0.05    0.23
Q6    1   0.5424  0.6212  0.6039  11.00000  0.05    0.23
Q7    1   1.2722  0.6667  0.0786  11.00000  0.05    0.23
Q8    1   0.9258  0.5683 -0.1681  11.00000  0.05    0.22
Q9    1   0.7964  0.8326  0.7150  11.00000  0.05    0.22
Q10   1   0.2236  0.6269  0.7363  11.00000  0.05    0.22
Q11   1   0.5811  0.5440  0.3045  11.00000  0.05    0.22
Q12   1  -0.0148  0.5466  0.5039  11.00000  0.05    0.22
Q13   1   0.4291  0.4649  0.3768  11.00000  0.05    0.21
Q14   1   1.1652  0.6247  0.1165  11.00000  0.05    0.21
Q15   1   0.2844  0.6317  0.4988  11.00000  0.05    0.21
Q16   1  -0.0661  0.6696  0.5394  11.00000  0.05    0.21
Q17   1   0.8035  0.4424  0.2222  11.00000  0.05    0.21
Q18   1   0.4451  0.8057  0.5189  11.00000  0.05    0.20
Q19   1   0.8738  0.3979  0.2162  11.00000  0.05    0.20
Q20   1   0.0196  0.6540  0.1626  11.00000  0.05    0.20

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0452 for 934 Fo > 4sig(Fo) and 0.0779 for all 4565 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.31, deepest hole -0.28
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0779
  REM R1_gt = 0.0452
  REM wR_ref = 0.1228
  REM GOOF = 1.009
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 4565
  REM Reflections_gt = 934
  REM Parameters = n/a
  REM Hole = -0.28
  REM Peak = 0.31
  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_1215-nlg-x-320_0m
_database_code_depnum_ccdc_archive 'CCDC 1885286'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-15 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-15
_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         '0.25(K4 N20)'
_chemical_formula_sum            'K N5'
_chemical_formula_weight         109.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
K K 0.2009 0.2494 '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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   7.835(3)
_cell_length_b                   6.304(2)
_cell_length_c                   7.332(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     362.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1271
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.233
_cell_measurement_theta_min      3.806
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.795
_exptl_absorpt_coefficient_mu    1.268
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0963 before and 0.0502 after correction. The Ratio of minimum to maximum transmission is 0.7879. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.002
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2236
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.275
_diffrn_reflns_theta_min         3.806
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART'
_diffrn_measurement_method       ?
_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                370
_reflns_number_total             397
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.309
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     31
_refine_ls_number_reflns         397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0246
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0473P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0668
_refine_ls_wR_factor_ref         0.0676
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
K1 K 0.57100(5) 0.750000 0.84635(6) 0.0141(2) Uani 1 2 d S T P . .
N3 N 0.2748(2) 0.250000 0.5221(2) 0.0190(4) Uani 1 2 d S T P . .
N2 N 0.32587(16) 0.41910(17) 0.61328(17) 0.0197(3) Uani 1 1 d . . . . .
N1 N 0.40757(15) 0.35431(17) 0.7588(2) 0.0199(4) Uani 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
K1 0.0150(3) 0.0117(3) 0.0158(4) 0.000 0.00183(15) 0.000
N3 0.0182(8) 0.0239(9) 0.0149(9) 0.000 -0.0016(7) 0.000
N2 0.0190(6) 0.0159(6) 0.0242(7) 0.0020(5) 0.0008(5) 0.0023(5)
N1 0.0199(7) 0.0183(7) 0.0215(8) -0.0039(6) -0.0031(5) -0.0007(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
K1 K1 4.0310(12) 5_667 ?
K1 K1 4.0310(12) 5_677 ?
K1 N3 2.9597(19) 5_666 ?
K1 N3 3.0002(19) 2_565 ?
K1 N2 3.3106(14) . ?
K1 N2 2.9028(14) 4_566 ?
K1 N2 2.9028(14) 6_657 ?
K1 N2 3.3106(14) 7_575 ?
K1 N1 2.8763(14) . ?
K1 N1 2.8763(14) 7_575 ?
K1 N1 2.9735(19) 3_657 ?
K1 N1 2.9735(19) 5_667 ?
N3 N2 1.3203(15) 7_565 ?
N3 N2 1.3203(15) . ?
N2 N1 1.3097(19) . ?
N1 N1 1.315(2) 7_565 ?

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
K1 K1 K1 102.87(3) 5_677 5_667 ?
N3 K1 K1 128.531(17) 5_666 5_667 ?
N3 K1 K1 128.531(17) 5_666 5_677 ?
N3 K1 K1 60.70(2) 2_565 5_667 ?
N3 K1 K1 60.70(2) 2_565 5_677 ?
N3 K1 N3 139.54(5) 5_666 2_565 ?
N3 K1 N2 72.42(4) 2_565 7_575 ?
N3 K1 N2 72.41(4) 2_565 . ?
N3 K1 N2 76.44(4) 5_666 7_575 ?
N3 K1 N2 76.44(4) 5_666 . ?
N3 K1 N1 149.97(4) 5_666 3_657 ?
N3 K1 N1 149.97(4) 5_666 5_667 ?
N2 K1 K1 128.39(3) . 5_677 ?
N2 K1 K1 68.64(3) . 5_667 ?
N2 K1 K1 64.60(3) 4_566 5_677 ?
N2 K1 K1 134.01(3) 4_566 5_667 ?
N2 K1 K1 68.64(3) 7_575 5_677 ?
N2 K1 K1 134.01(3) 6_657 5_677 ?
N2 K1 K1 64.60(3) 6_657 5_667 ?
N2 K1 K1 128.39(3) 7_575 5_667 ?
N2 K1 N3 125.27(3) 4_566 2_565 ?
N2 K1 N3 125.27(3) 6_657 2_565 ?
N2 K1 N3 79.18(4) 6_657 5_666 ?
N2 K1 N3 79.18(4) 4_566 5_666 ?
N2 K1 N2 89.94(4) 4_566 7_575 ?
N2 K1 N2 154.75(2) 4_566 . ?
N2 K1 N2 154.75(2) 6_657 7_575 ?
N2 K1 N2 78.11(5) . 7_575 ?
N2 K1 N2 91.87(6) 4_566 6_657 ?
N2 K1 N2 89.94(4) 6_657 . ?
N2 K1 N1 72.72(3) 4_566 3_657 ?
N2 K1 N1 91.19(3) 4_566 5_667 ?
N2 K1 N1 72.72(3) 6_657 5_667 ?
N2 K1 N1 91.19(3) 6_657 3_657 ?
N1 K1 K1 47.45(4) . 5_667 ?
N1 K1 K1 69.16(3) 3_657 5_667 ?
N1 K1 K1 132.84(4) . 5_677 ?
N1 K1 K1 132.84(4) 7_575 5_667 ?
N1 K1 K1 47.45(4) 7_575 5_677 ?
N1 K1 K1 45.45(2) 3_657 5_677 ?
N1 K1 K1 69.16(3) 5_667 5_677 ?
N1 K1 K1 45.45(2) 5_667 5_667 ?
N1 K1 N3 72.17(3) . 2_565 ?
N1 K1 N3 88.74(4) . 5_666 ?
N1 K1 N3 88.74(4) 7_575 5_666 ?
N1 K1 N3 68.45(4) 3_657 2_565 ?
N1 K1 N3 72.17(3) 7_575 2_565 ?
N1 K1 N3 68.45(4) 5_667 2_565 ?
N1 K1 N2 99.96(4) . 7_575 ?
N1 K1 N2 132.43(3) 5_667 7_575 ?
N1 K1 N2 23.10(3) . . ?
N1 K1 N2 162.20(4) 7_575 6_657 ?
N1 K1 N2 72.89(4) 7_575 4_566 ?
N1 K1 N2 113.33(3) 3_657 7_575 ?
N1 K1 N2 99.96(4) 7_575 . ?
N1 K1 N2 72.89(4) . 6_657 ?
N1 K1 N2 113.33(3) 5_667 . ?
N1 K1 N2 132.43(3) 3_657 . ?
N1 K1 N2 162.20(4) . 4_566 ?
N1 K1 N2 23.10(3) 7_575 7_575 ?
N1 K1 N1 92.90(4) 7_575 3_657 ?
N1 K1 N1 25.55(4) 3_657 5_667 ?
N1 K1 N1 120.27(6) . 7_575 ?
N1 K1 N1 115.73(3) 7_575 5_667 ?
N1 K1 N1 115.73(3) . 3_657 ?
N1 K1 N1 92.90(4) . 5_667 ?
K1 N3 K1 88.65(5) 5_666 2_564 ?
N2 N3 K1 119.42(9) . 2_564 ?
N2 N3 K1 109.78(9) . 5_666 ?
N2 N3 K1 119.42(9) 7_565 2_564 ?
N2 N3 K1 109.77(9) 7_565 5_666 ?
N2 N3 N2 107.68(17) 7_565 . ?
K1 N2 K1 83.90(4) 6_557 . ?
N3 N2 K1 161.06(10) . . ?
N3 N2 K1 115.04(10) . 6_557 ?
N1 N2 K1 118.50(9) . 6_557 ?
N1 N2 K1 59.49(7) . . ?
N1 N2 N3 107.99(11) . . ?
K1 N1 K1 87.10(4) . 5_667 ?
N2 N1 K1 152.85(10) . 5_667 ?
N2 N1 K1 97.41(8) . . ?
N2 N1 N1 108.17(7) . 7_565 ?
N1 N1 K1 77.22(2) 7_565 5_667 ?
N1 N1 K1 150.13(3) 7_565 . ?

_iucr_refine_instructions_details 
;
TITL mo_1215-nlg-x-320_0m_a.res in Pnma
    mo_1215-nlg-x-320_0m.res
    created by SHELXL-2018/3 at 14:07:14 on 15-Dec-2018
REM Old TITL mo_1215-nlg-x-320_0m in P212121 #19
REM SHELXT solution in Pnma
REM R1 0.041, Rweak 0.001, Alpha 0.010, Orientation a'=c, b'=a, c'=b
REM Formula found by SHELXT: N5 K
CELL 0.71073 7.835 6.3037 7.3322 90 90 90
ZERR 4 0.0029 0.0024 0.0027 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,-Z
SYMM 0.5+X,0.5-Y,0.5-Z
SFAC K N
UNIT 4 20

L.S. 4 0 0
PLAN  20
SIZE 0.19 0.12 0.08
TEMP -123.15
list 4
fmap 2 53
acta
OMIT 2 2 1
REM <olex2.extras>
REM <HklSrc "%.\\mo_1215-nlg-x-320_0m.hkl">
REM </olex2.extras>

WGHT    0.047300
FVAR       1.19481
K1    1    0.571001    0.750000    0.846354    10.50000    0.01497    0.01171 =
         0.01576    0.00000    0.00183    0.00000
N3    2    0.274785    0.250000    0.522125    10.50000    0.01823    0.02389 =
         0.01491    0.00000   -0.00164    0.00000
N2    2    0.325872    0.419101    0.613278    11.00000    0.01904    0.01589 =
         0.02418    0.00196    0.00076    0.00229
N1    2    0.407571    0.354314    0.758812    11.00000    0.01994    0.01827 =
         0.02154   -0.00394   -0.00305   -0.00069
HKLF 4




REM  mo_1215-nlg-x-320_0m_a.res in Pnma
REM wR2 = 0.0676, GooF = S = 1.089, Restrained GooF = 1.089 for all data
REM R1 = 0.0246 for 370 Fo > 4sig(Fo) and 0.0260 for all 397 data
REM 31 parameters refined using 0 restraints

END  
     
WGHT      0.0373      0.0000 

REM Highest difference peak  0.309,  deepest hole -0.435,  1-sigma level  0.121
Q1    1   0.1525  0.2500  0.5351  10.50000  0.05    0.31
Q2    1   0.1153  0.1966  0.4620  11.00000  0.05    0.31
Q3    1   0.0780  0.2500  0.5908  10.50000  0.05    0.28
Q4    1   0.3674  0.6578  0.7433  11.00000  0.05    0.24
Q5    1   0.3941  0.7086  0.6008  11.00000  0.05    0.24
Q6    1   0.1396  0.3455  0.6589  11.00000  0.05    0.23
Q7    1   0.3065  0.5848  0.8207  11.00000  0.05    0.23
Q8    1   0.5959  0.2500  0.6435  10.50000  0.05    0.22
Q9    1   0.3401  0.6656  0.4387  11.00000  0.05    0.22
Q10   1   0.2532  0.2500  0.4379  10.50000  0.05    0.22
Q11   1   0.1719  0.2500  0.7868  10.50000  0.05    0.21
Q12   1   0.4101  0.5088  0.8411  11.00000  0.05    0.20
Q13   1   0.4173  0.5624  0.8440  11.00000  0.05    0.19
Q14   1   0.3919  0.5248  0.5618  11.00000  0.05    0.18
Q15   1   0.2355  0.2500  0.8821  10.50000  0.05    0.18
Q16   1   0.5668  0.2500  0.7737  10.50000  0.05    0.15
Q17   1   0.3196  0.5620  0.5466  11.00000  0.05    0.15
Q18   1   0.3018  0.5648  0.6379  11.00000  0.05    0.14
Q19   1   0.2252  0.4356  0.8602  11.00000  0.05    0.14
Q20   1   0.5621  0.4941  0.8388  11.00000  0.05    0.11

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0246 for 370 Fo > 4sig(Fo) and 0.0260 for all 2474 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.31, deepest hole -0.43
  REM Mean Shift 0, Max Shift 0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0260
  REM R1_gt = 0.0246
  REM wR_ref = 0.0676
  REM GOOF = 1.089
  REM Shift_max = 0.001
  REM Shift_mean = 0
  REM Reflections_all = 2474
  REM Reflections_gt = 370
  REM Parameters = n/a
  REM Hole = -0.43
  REM Peak = 0.31
  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_20181168-nlg-303_0m
_database_code_depnum_ccdc_archive 'CCDC 1883605'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-07 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H8 N5, N5'
_chemical_formula_sum            'C H8 N10'
_chemical_formula_weight         160.17
_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'

_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                   6.2136(13)
_cell_length_b                   7.7039(16)
_cell_length_c                   8.5102(17)
_cell_angle_alpha                71.562(4)
_cell_angle_beta                 87.896(4)
_cell_angle_gamma                70.411(4)
_cell_volume                     363.00(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1387
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.244
_cell_measurement_theta_min      2.530
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.978
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0528 before and 0.0391 after correction. The Ratio of minimum to maximum transmission is 0.9057. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             168
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3058
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.599
_diffrn_reflns_theta_min         2.530
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_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                1275
_reflns_number_total             1481
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.261
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1481
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.138
_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)+(0.0685P)²+0.0341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1211
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N6-H6
 0.87 with sigma of 0.02
3.a Rotating group:
 N7(H7A,H7B)
3.b Aromatic/amide H refined with riding coordinates:
 N8(H8)
3.c X=CH2 refined with riding coordinates:
 N10(H10A,H10B)
;
_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
N8 N 0.3034(2) 0.83175(18) 0.42769(13) 0.0254(3) Uani 1 1 d . . . . .
H8 H 0.1593 0.8934 0.4391 0.030 Uiso 1 1 calc R . . . .
N6 N 0.4116(2) 0.82076(18) 0.68798(14) 0.0265(3) Uani 1 1 d D . . . .
N7 N 0.1783(2) 0.90686(18) 0.71139(14) 0.0264(3) Uani 1 1 d . . . . .
H7A H 0.1278 0.8196 0.7831 0.032 Uiso 1 1 d GR . . . .
H7B H 0.1606 1.0043 0.7509 0.032 Uiso 1 1 d GR . . . .
N10 N 0.6782(2) 0.67173(19) 0.53339(15) 0.0321(3) Uani 1 1 d . . . . .
H10A H 0.7133 0.6433 0.4412 0.038 Uiso 1 1 calc R . . . .
H10B H 0.7849 0.6328 0.6144 0.038 Uiso 1 1 calc R . . . .
N9 N 0.3706(2) 0.7922(2) 0.27909(15) 0.0286(3) Uani 1 1 d . . . . .
H9A H 0.345(3) 0.901(3) 0.198(2) 0.034 Uiso 1 1 d R . . . .
H9B H 0.296(3) 0.730(3) 0.258(2) 0.034 Uiso 1 1 d R . . . .
N5 N 0.7059(2) 0.67081(19) 0.99194(15) 0.0314(3) Uani 1 1 d . . . . .
N3 N 0.9170(2) 0.55384(19) 1.21610(15) 0.0330(4) Uani 1 1 d . . . . .
N4 N 0.7902(2) 0.51471(19) 1.12080(15) 0.0320(3) Uani 1 1 d . . . . .
N1 N 0.7801(2) 0.80642(19) 1.00580(16) 0.0363(4) Uani 1 1 d . . . . .
N2 N 0.9120(2) 0.7336(2) 1.14510(17) 0.0368(4) Uani 1 1 d . . . . .
C1 C 0.4646(2) 0.77300(19) 0.55019(16) 0.0224(3) Uani 1 1 d . . . . .
H6 H 0.512(3) 0.758(3) 0.775(2) 0.040(5) Uiso 1 1 d 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
N8 0.0189(6) 0.0328(7) 0.0211(6) -0.0109(5) -0.0020(4) -0.0020(5)
N6 0.0222(7) 0.0332(7) 0.0211(6) -0.0086(5) -0.0037(5) -0.0054(5)
N7 0.0266(7) 0.0274(6) 0.0247(6) -0.0112(5) 0.0011(5) -0.0060(5)
N10 0.0219(7) 0.0407(8) 0.0247(6) -0.0091(5) -0.0046(5) -0.0002(6)
N9 0.0299(7) 0.0343(7) 0.0198(6) -0.0105(5) -0.0006(5) -0.0067(6)
N5 0.0275(7) 0.0384(8) 0.0261(6) -0.0130(5) -0.0039(5) -0.0052(6)
N3 0.0277(7) 0.0387(8) 0.0250(6) -0.0104(5) -0.0042(5) -0.0009(6)
N4 0.0322(7) 0.0298(7) 0.0337(7) -0.0124(5) 0.0019(6) -0.0082(6)
N1 0.0406(8) 0.0302(7) 0.0324(7) -0.0071(5) 0.0022(6) -0.0077(6)
N2 0.0360(8) 0.0457(8) 0.0377(7) -0.0228(6) 0.0036(6) -0.0164(7)
C1 0.0218(7) 0.0205(7) 0.0217(6) -0.0026(5) -0.0028(5) -0.0069(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
N8 H8 0.8800 . ?
N8 N9 1.4094(17) . ?
N8 C1 1.3303(17) . ?
N6 N7 1.4137(17) . ?
N6 C1 1.3350(19) . ?
N6 H6 0.878(14) . ?
N7 H7A 0.8890 . ?
N7 H7B 0.8889 . ?
N10 H10A 0.8800 . ?
N10 H10B 0.8800 . ?
N10 C1 1.3236(19) . ?
N9 H9A 0.872(19) . ?
N9 H9B 0.828(19) . ?
N5 N4 1.3072(18) . ?
N5 N1 1.3123(19) . ?
N3 N4 1.3153(18) . ?
N3 N2 1.314(2) . ?
N1 N2 1.3168(18) . ?

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
N9 N8 H8 121.0 . . ?
C1 N8 H8 121.0 . . ?
C1 N8 N9 117.91(12) . . ?
N7 N6 H6 119.6(13) . . ?
C1 N6 N7 118.75(11) . . ?
C1 N6 H6 117.3(13) . . ?
N6 N7 H7A 110.4 . . ?
N6 N7 H7B 110.2 . . ?
H7A N7 H7B 108.6 . . ?
H10A N10 H10B 120.0 . . ?
C1 N10 H10A 120.0 . . ?
C1 N10 H10B 120.0 . . ?
N8 N9 H9A 109.7(12) . . ?
N8 N9 H9B 109.2(13) . . ?
H9A N9 H9B 109.3(17) . . ?
N4 N5 N1 108.69(12) . . ?
N2 N3 N4 108.36(12) . . ?
N5 N4 N3 107.54(13) . . ?
N5 N1 N2 107.71(12) . . ?
N3 N2 N1 107.69(12) . . ?
N8 C1 N6 119.82(13) . . ?
N10 C1 N8 119.94(13) . . ?
N10 C1 N6 120.22(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6 N5 0.878(14) 2.040(15) 2.9003(16) 166.3(18) .

_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_20181166-nlgx-300_0m
_database_code_depnum_ccdc_archive 'CCDC 1883083'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-04 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'H5 N2, N5'
_chemical_formula_sum            'H5 N7'
_chemical_formula_weight         103.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'

_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                   6.4527(16)
_cell_length_b                   12.247(3)
_cell_length_c                   5.4073(14)
_cell_angle_alpha                90
_cell_angle_beta                 97.766(6)
_cell_angle_gamma                90
_cell_volume                     423.40(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    784
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.732
_cell_measurement_theta_min      3.186
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1062 before and 0.0565 after correction. The Ratio of minimum to maximum transmission is 0.8817. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            3281
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.669
_diffrn_reflns_theta_min         3.186
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_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                745
_reflns_number_total             890
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.209
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         890
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.116
_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)+(0.0501P)²+0.0059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H,H) groups
2.a Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_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
N2 N 0.0952(2) 0.65973(11) 0.1155(3) 0.0156(3) Uani 1 1 d . . . . .
N3 N 0.55538(19) 0.60876(10) 0.3379(2) 0.0173(3) Uani 1 1 d . . . . .
N1 N 0.22824(18) 0.64614(10) -0.0779(2) 0.0150(3) Uani 1 1 d . . . . .
H1A H 0.2058 0.7021 -0.1891 0.018 Uiso 1 1 calc GR . . . .
H1B H 0.1978 0.5816 -0.1582 0.018 Uiso 1 1 calc GR . . . .
H1C H 0.3646 0.6462 -0.0078 0.018 Uiso 1 1 calc GR . . . .
N4 N 0.53087(19) 0.65993(11) 0.5476(2) 0.0188(4) Uani 1 1 d . . . . .
N7 N 0.73588(18) 0.55731(11) 0.3710(2) 0.0182(3) Uani 1 1 d . . . . .
N6 N 0.82417(19) 0.57583(11) 0.6035(3) 0.0215(4) Uani 1 1 d . . . . .
N5 N 0.6980(2) 0.63941(11) 0.7122(3) 0.0222(4) Uani 1 1 d . . . . .
H2A H 0.110(3) 0.5992(17) 0.207(4) 0.030(5) Uiso 1 1 d . . . . .
H2B H -0.028(3) 0.6603(14) 0.042(4) 0.028(5) 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
N2 0.0137(7) 0.0212(7) 0.0125(7) 0.0012(5) 0.0041(5) 0.0003(5)
N3 0.0159(6) 0.0182(7) 0.0176(7) 0.0014(5) 0.0013(5) 0.0015(5)
N1 0.0150(6) 0.0184(7) 0.0117(7) -0.0022(5) 0.0020(5) -0.0008(5)
N4 0.0180(7) 0.0207(7) 0.0179(8) -0.0009(6) 0.0028(5) 0.0038(5)
N7 0.0154(6) 0.0206(7) 0.0189(8) -0.0023(5) 0.0031(5) 0.0010(5)
N6 0.0174(6) 0.0262(8) 0.0196(8) -0.0043(6) -0.0022(5) 0.0037(6)
N5 0.0217(7) 0.0256(8) 0.0183(8) -0.0041(6) -0.0011(5) 0.0051(6)

_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
N2 N1 1.4494(17) . ?
N2 H2A 0.89(2) . ?
N2 H2B 0.84(2) . ?
N3 N4 1.3240(18) . ?
N3 N7 1.3150(17) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N4 N5 1.3261(18) . ?
N7 N6 1.3277(19) . ?
N6 N5 1.3206(19) . ?

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 N2 H2A 106.0(12) . . ?
N1 N2 H2B 106.1(13) . . ?
H2A N2 H2B 107.1(17) . . ?
N7 N3 N4 108.44(12) . . ?
N2 N1 H1A 109.5 . . ?
N2 N1 H1B 109.5 . . ?
N2 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
N3 N4 N5 107.73(12) . . ?
N3 N7 N6 107.81(12) . . ?
N5 N6 N7 108.10(12) . . ?
N6 N5 N4 107.91(13) . . ?

_iucr_refine_instructions_details 
;

    mo_20181166-nlgx-300_0m.res created by SHELXL-2014/7

TITL mo_20181166-nlgx-300_0m_a.res in P2(1)/c
REM Old TITL mo_20181166-NLGX-300_0m in P21/a #14
REM SHELXT solution in P2(1)/c
REM R1 0.095, Rweak 0.009, Alpha 0.009, Orientation a'=c, b'=-b, c'=a
REM Formula found by SHELXT: C7
CELL 0.71073 6.4527 12.2471 5.4073 90 97.766 90
ZERR 4 0.0016 0.0031 0.0014 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC H N
UNIT 20 28
 
L.S. 10
PLAN  20
SIZE 0.19 0.12 0.08
TEMP -123.15
BOND $H
list 4
fmap 2
acta
OMIT 1 1 0
OMIT 0 2 0
REM <olex2.extras>
REM <HklSrc "%.\\mo_20181166-NLGX-300_0m.hkl">
REM </olex2.extras>
 
WGHT    0.050100    0.005900
FVAR       1.19978
N2    2    0.095204    0.659727    0.115492    11.00000    0.01370    0.02121 =
         0.01245    0.00121    0.00415    0.00034
N3    2    0.555381    0.608755    0.337867    11.00000    0.01589    0.01823 =
         0.01765    0.00136    0.00125    0.00149
N1    2    0.228244    0.646145   -0.077890    11.00000    0.01504    0.01840 =
         0.01170   -0.00219    0.00198   -0.00076
AFIX 137
H1A   1    0.205807    0.702079   -0.189063    11.00000   -1.20000
H1B   1    0.197815    0.581647   -0.158213    11.00000   -1.20000
H1C   1    0.364642    0.646179   -0.007809    11.00000   -1.20000
AFIX   0
N4    2    0.530868    0.659933    0.547640    11.00000    0.01801    0.02073 =
         0.01790   -0.00085    0.00281    0.00381
N7    2    0.735884    0.557306    0.370988    11.00000    0.01544    0.02059 =
         0.01885   -0.00232    0.00315    0.00103
N6    2    0.824170    0.575829    0.603471    11.00000    0.01741    0.02617 =
         0.01961   -0.00434   -0.00220    0.00368
N5    2    0.698002    0.639412    0.712176    11.00000    0.02170    0.02560 =
         0.01833   -0.00411   -0.00107    0.00510
H2A   1    0.110282    0.599237    0.207221    11.00000    0.03043
H2B   1   -0.028288    0.660306    0.042323    11.00000    0.02790
HKLF 4
 
REM  mo_20181166-nlgx-300_0m_a.res in P2(1)/c
REM R1 =  0.0406 for     745 Fo > 4sig(Fo)  and  0.0490 for all     890 data
REM     73 parameters refined using      0 restraints
 
END  
     
WGHT      0.0501      0.0059 

REM Highest difference peak  0.209,  deepest hole -0.281,  1-sigma level  0.070
Q1    1   0.9589  0.6816  0.6687  11.00000  0.05    0.21
Q2    1   0.6999  0.4641  0.5366  11.00000  0.05    0.19
Q3    1   0.5676  0.6864  0.2212  11.00000  0.05    0.18
Q4    1   0.4082  0.6584  0.2383  11.00000  0.05    0.18
Q5    1   0.7541  0.5586  0.9564  11.00000  0.05    0.17
Q6    1   0.0788  0.6980 -0.1977  11.00000  0.05    0.17
Q7    1   0.9418  0.5016  0.7191  11.00000  0.05    0.17
Q8    1   0.4752  0.7051  0.0940  11.00000  0.05    0.17
Q9    1   0.1050  0.7229 -0.4383  11.00000  0.05    0.16
Q10   1   0.4190  0.7078  0.5003  11.00000  0.05    0.16
Q11   1   0.7499  0.5481  0.1714  11.00000  0.05    0.16
Q12   1  -0.0901  0.5905 -0.0003  11.00000  0.05    0.16
Q13   1   0.1847  0.7134  0.1618  11.00000  0.05    0.16
Q14   1   0.3283  0.5778  0.3800  11.00000  0.05    0.15
Q15   1  -0.0712  0.5461  0.1540  11.00000  0.05    0.15
Q16   1   0.8477  0.7167  0.7182  11.00000  0.05    0.15
Q17   1   0.1095  0.5410  0.4215  11.00000  0.05    0.15
Q18   1   0.0044  0.5792  0.2349  11.00000  0.05    0.15
Q19   1   0.0859  0.4834  0.0382  11.00000  0.05    0.14
Q20   1   0.5667  0.5314  0.7992  11.00000  0.05    0.14

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0406 for 745 Fo > 4sig(Fo) and 0.0490 for all 3404 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.21, deepest hole -0.28
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0490
  REM R1_gt = 0.0406
  REM wR_ref = 0.1008
  REM GOOF = 1.116
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 3404
  REM Reflections_gt = 745
  REM Parameters = n/a
  REM Hole = -0.28
  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_1215-nlg-x-321_0m
_database_code_depnum_ccdc_archive 'CCDC 1885298'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-15 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-15
_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         'C2 H8 N5, N5'
_chemical_formula_sum            'C2 H8 N10'
_chemical_formula_weight         172.18
_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'

_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                   3.6171(11)
_cell_length_b                   20.792(6)
_cell_length_c                   10.069(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.773(6)
_cell_angle_gamma                90
_cell_volume                     750.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    632
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.846
_cell_measurement_theta_min      2.829
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.978
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6064
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0702 before and 0.0528 after correction. The Ratio of minimum to maximum transmission is 0.8134. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0626
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4400
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         1.959
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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                1047
_reflns_number_total             1527
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.199
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         1527
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      0.985
_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)+(0.0474P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1096
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N7-H7B \\sim N7-H7A
 with sigma of 0.02
3.a X=CH2 refined with riding coordinates:
 N6(H6A,H6B), N9(H9A,H9B), N10(H10A,H10B)
;
_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
N8 N 0.1883(5) 0.56814(8) 0.40854(16) 0.0183(4) Uani 1 1 d . . . . .
N6 N 0.4199(5) 0.65990(8) 0.50842(16) 0.0212(4) Uani 1 1 d . . . . .
H6A H 0.472026 0.701226 0.507327 0.025 Uiso 1 1 calc R . . . .
H6B H 0.469662 0.637853 0.583301 0.025 Uiso 1 1 calc R . . . .
N9 N 0.0392(5) 0.46794(8) 0.33220(17) 0.0199(4) Uani 1 1 d . . . . .
H9A H 0.023904 0.437967 0.269996 0.024 Uiso 1 1 calc R . . . .
H9B H -0.030319 0.459455 0.410793 0.024 Uiso 1 1 calc R . . . .
N10 N 0.2686(5) 0.53632(8) 0.18667(16) 0.0201(4) Uani 1 1 d . . . . .
H10A H 0.249274 0.505140 0.127035 0.024 Uiso 1 1 calc R . . . .
H10B H 0.354624 0.574180 0.166580 0.024 Uiso 1 1 calc R . . . .
N3 N 0.6435(5) 0.89656(8) 0.41852(17) 0.0218(4) Uani 1 1 d . . . . .
N4 N 0.6644(5) 0.85947(8) 0.52547(17) 0.0231(4) Uani 1 1 d . . . . .
N7 N 0.1949(5) 0.66563(8) 0.28583(17) 0.0211(4) Uani 1 1 d D . . . .
H7A H 0.241(6) 0.7102(9) 0.290(2) 0.025 Uiso 1 1 d DR . . . .
N1 N 0.4449(5) 0.80338(8) 0.35569(18) 0.0255(5) Uani 1 1 d . . . . .
N2 N 0.5077(6) 0.86195(8) 0.31373(17) 0.0265(5) Uani 1 1 d . . . . .
N5 N 0.5414(5) 0.80209(8) 0.48647(18) 0.0251(5) Uani 1 1 d . . . . .
C1 C 0.1675(5) 0.52622(9) 0.30736(19) 0.0154(4) Uani 1 1 d . . . . .
C2 C 0.2671(6) 0.63100(10) 0.39776(19) 0.0167(4) Uani 1 1 d . . . . .
H7B H 0.019(7) 0.6505(12) 0.218(2) 0.050(8) Uiso 1 1 d 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
N8 0.0237(10) 0.0147(9) 0.0165(9) -0.0004(7) 0.0027(7) -0.0041(7)
N6 0.0324(10) 0.0145(9) 0.0157(8) 0.0023(7) -0.0006(8) -0.0067(7)
N9 0.0295(10) 0.0120(9) 0.0190(9) -0.0029(7) 0.0063(8) -0.0034(7)
N10 0.0303(10) 0.0144(8) 0.0160(9) 0.0005(7) 0.0048(8) 0.0003(7)
N3 0.0276(10) 0.0164(9) 0.0211(9) 0.0008(8) 0.0020(8) -0.0024(7)
N4 0.0296(10) 0.0185(9) 0.0207(9) 0.0010(8) 0.0013(8) -0.0034(8)
N7 0.0298(10) 0.0143(9) 0.0178(9) 0.0009(8) -0.0020(8) -0.0045(8)
N1 0.0351(11) 0.0172(9) 0.0234(10) -0.0025(8) 0.0008(8) -0.0037(8)
N2 0.0396(12) 0.0193(9) 0.0196(9) 0.0010(8) 0.0003(8) -0.0045(8)
N5 0.0347(11) 0.0189(9) 0.0207(10) 0.0015(8) 0.0000(8) -0.0050(8)
C1 0.0121(10) 0.0160(10) 0.0174(10) 0.0028(8) -0.0001(8) 0.0011(8)
C2 0.0159(10) 0.0175(10) 0.0171(10) 0.0012(8) 0.0040(8) -0.0014(8)

_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
N8 C1 1.335(3) . ?
N8 C2 1.345(3) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C2 1.320(2) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N9 C1 1.333(3) . ?
N10 H10A 0.8800 . ?
N10 H10B 0.8800 . ?
N10 C1 1.332(3) . ?
N3 N4 1.318(2) . ?
N3 N2 1.316(2) . ?
N4 N5 1.314(2) . ?
N7 H7A 0.942(19) . ?
N7 C2 1.333(3) . ?
N7 H7B 0.92(2) . ?
N1 N2 1.319(2) . ?
N1 N5 1.316(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 N8 C2 124.29(17) . . ?
H6A N6 H6B 120.0 . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H9A N9 H9B 120.0 . . ?
C1 N9 H9A 120.0 . . ?
C1 N9 H9B 120.0 . . ?
H10A N10 H10B 120.0 . . ?
C1 N10 H10A 120.0 . . ?
C1 N10 H10B 120.0 . . ?
N2 N3 N4 108.00(16) . . ?
N5 N4 N3 107.88(16) . . ?
H7A N7 H7B 118(2) . . ?
C2 N7 H7A 118.8(13) . . ?
C2 N7 H7B 118.6(16) . . ?
N5 N1 N2 107.79(16) . . ?
N3 N2 N1 108.04(16) . . ?
N4 N5 N1 108.28(17) . . ?
N9 C1 N8 115.80(18) . . ?
N10 C1 N8 126.80(18) . . ?
N10 C1 N9 117.38(18) . . ?
N6 C2 N8 116.32(18) . . ?
N6 C2 N7 118.66(18) . . ?
N7 C2 N8 125.00(18) . . ?

_iucr_refine_instructions_details 
;
TITL mo_1215-nlg-x-321_0m_a.res in P2(1)/c
    mo_1215-nlg-x-321_0m.res
    created by SHELXL-2018/3 at 17:43:51 on 15-Dec-2018
REM Old TITL mo_1215-nlg-x-321_0m in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.190, Rweak 0.013, Alpha 0.014, Orientation as input
REM Formula found by SHELXT: C11 O
CELL 0.71073 3.6171 20.7915 10.0692 90 97.773 90
ZERR 4 0.0011 0.0059 0.0029 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N
UNIT 8 32 40
SADI N7 H7b N7 H7a

L.S. 20
PLAN  20
SIZE 0.19 0.12 0.08
TEMP -123.15
BOND $H
list 4
fmap 2
acta
SHEL 999 0.8
OMIT -2 0 4
OMIT 2 2 3
OMIT 0 1 1
REM <olex2.extras>
REM <HklSrc "%.\\mo_1215-nlg-x-321_0m.hkl">
REM </olex2.extras>

WGHT    0.047400
FVAR       0.93668
N8    3    0.188298    0.568139    0.408537    11.00000    0.02373    0.01472 =
         0.01646   -0.00040    0.00269   -0.00406
N6    3    0.419899    0.659903    0.508418    11.00000    0.03241    0.01451 =
         0.01570    0.00234   -0.00059   -0.00673
AFIX  93
H6A   2    0.472026    0.701226    0.507327    11.00000   -1.20000
H6B   2    0.469662    0.637853    0.583301    11.00000   -1.20000
AFIX   0
N9    3    0.039151    0.467943    0.332197    11.00000    0.02947    0.01201 =
         0.01898   -0.00289    0.00632   -0.00342
AFIX  93
H9A   2    0.023904    0.437967    0.269996    11.00000   -1.20000
H9B   2   -0.030319    0.459455    0.410793    11.00000   -1.20000
AFIX   0
N10   3    0.268567    0.536322    0.186669    11.00000    0.03028    0.01438 =
         0.01596    0.00054    0.00477    0.00034
AFIX  93
H10A  2    0.249274    0.505140    0.127035    11.00000   -1.20000
H10B  2    0.354624    0.574180    0.166580    11.00000   -1.20000
AFIX   0
N3    3    0.643509    0.896557    0.418519    11.00000    0.02760    0.01635 =
         0.02113    0.00079    0.00203   -0.00242
N4    3    0.664370    0.859467    0.525470    11.00000    0.02959    0.01851 =
         0.02075    0.00099    0.00128   -0.00343
N7    3    0.194876    0.665631    0.285832    11.00000    0.02981    0.01430 =
         0.01783    0.00089   -0.00201   -0.00451
H7A   2    0.241483    0.710227    0.289916    11.00000   -1.20000
N1    3    0.444923    0.803383    0.355687    11.00000    0.03513    0.01718 =
         0.02338   -0.00245    0.00078   -0.00372
N2    3    0.507704    0.861950    0.313727    11.00000    0.03958    0.01926 =
         0.01961    0.00104    0.00035   -0.00447
N5    3    0.541378    0.802093    0.486466    11.00000    0.03474    0.01890 =
         0.02070    0.00153   -0.00004   -0.00504
C1    1    0.167495    0.526215    0.307356    11.00000    0.01213    0.01603 =
         0.01741    0.00275   -0.00010    0.00111
C2    1    0.267098    0.631000    0.397756    11.00000    0.01587    0.01752 =
         0.01706    0.00118    0.00395   -0.00143
H7B   2    0.019113    0.650512    0.217781    11.00000    0.05043
HKLF 4




REM  mo_1215-nlg-x-321_0m_a.res in P2(1)/c
REM wR2 = 0.1096, GooF = S = 0.985, Restrained GooF = 0.985 for all data
REM R1 = 0.0432 for 1047 Fo > 4sig(Fo) and 0.0729 for all 1527 data
REM 116 parameters refined using 1 restraints

END  
     
WGHT      0.0444      0.0000 

REM Highest difference peak  0.199,  deepest hole -0.224,  1-sigma level  0.053
Q1    1   0.4302  0.7692  0.2779  11.00000  0.05    0.20
Q2    1   0.1910  0.5445  0.3631  11.00000  0.05    0.18
Q3    1   1.0120  0.8209  0.5041  11.00000  0.05    0.18
Q4    1  -0.2574  0.6689  0.3343  11.00000  0.05    0.18
Q5    1   0.5811  0.5369  0.3714  11.00000  0.05    0.17
Q6    1   0.7502  0.6369  0.5036  11.00000  0.05    0.16
Q7    1   0.7005  0.4899  0.0829  11.00000  0.05    0.15
Q8    1   0.0004  0.5039  0.2980  11.00000  0.05    0.15
Q9    1   0.5692  0.8425  0.6260  11.00000  0.05    0.15
Q10   1   0.4319  0.5644  0.1860  11.00000  0.05    0.15
Q11   1  -0.3005  0.4653  0.1590  11.00000  0.05    0.15
Q12   1   0.7784  0.7068  0.3936  11.00000  0.05    0.14
Q13   1   0.1811  0.6199  0.5827  11.00000  0.05    0.14
Q14   1   0.1846  0.6615  0.5551  11.00000  0.05    0.14
Q15   1   0.2827  0.4722  0.0048  11.00000  0.05    0.14
Q16   1   0.3947  0.9329  0.4391  11.00000  0.05    0.14
Q17   1  -0.3861  0.4561  0.4456  11.00000  0.05    0.14
Q18   1   0.8463  0.9168  0.4081  11.00000  0.05    0.14
Q19   1   0.6851  0.9521  0.4526  11.00000  0.05    0.14
Q20   1   0.3370  0.7033  0.5404  11.00000  0.05    0.14

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0432 for 1047 Fo > 4sig(Fo) and 0.0729 for all 4759 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.20, deepest hole -0.22
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0729
  REM R1_gt = 0.0432
  REM wR_ref = 0.1096
  REM GOOF = 0.985
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 4759
  REM Reflections_gt = 1047
  REM Parameters = n/a
  REM Hole = -0.22
  REM Peak = 0.20
  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_327
_database_code_depnum_ccdc_archive 'CCDC 1887029'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-23 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-23
_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         'H4 N, N5'
_chemical_formula_sum            'H4 N6'
_chemical_formula_weight         88.09
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'

_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           54
_space_group_name_H-M_alt        'P c c a'
_space_group_name_Hall           '-P 2a 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x, -y, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   9.399(4)
_cell_length_b                   3.9543(19)
_cell_length_c                   10.362(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     385.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    343
_cell_measurement_temperature    150
_cell_measurement_theta_max      24.10
_cell_measurement_theta_min      3.93
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0710 before and 0.0246 after correction. The Ratio of minimum to maximum transmission is 0.7047. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1871
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.280
_diffrn_reflns_theta_min         3.933
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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                322
_reflns_number_total             392
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.342
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     37
_refine_ls_number_reflns         392
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0912P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1243
_refine_ls_wR_factor_ref         0.1354
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 N4-H4A \\sim N4-H4B
 with sigma of 0.02
;
_atom_sites_solution_hydrogens   difmap
_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
N4 N 0.500000 0.0547(5) 0.250000 0.0309(6) Uani 1 2 d DS T P . .
N3 N 0.30827(15) 0.4079(4) 0.43218(14) 0.0384(6) Uani 1 1 d . . . . .
N2 N 0.34400(17) 0.3515(5) 0.55311(16) 0.0423(6) Uani 1 1 d . . . . .
N1 N 0.250000 0.500000 0.62718(19) 0.0448(8) Uani 1 2 d S T P . .
H4A H 0.563(2) 0.178(5) 0.211(2) 0.058(7) Uiso 1 1 d D . . . .
H4B H 0.456(2) -0.070(5) 0.1930(19) 0.039(5) Uiso 1 1 d 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
N4 0.0311(13) 0.0410(13) 0.0206(10) 0.000 -0.0016(8) 0.000
N3 0.0377(10) 0.0546(11) 0.0228(9) 0.0001(6) 0.0008(6) 0.0046(7)
N2 0.0420(11) 0.0578(12) 0.0271(9) 0.0067(7) -0.0044(6) -0.0007(8)
N1 0.0485(15) 0.0638(15) 0.0223(12) 0.000 0.000 -0.0108(12)

_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
N4 H4A 0.870(16) . ?
N4 H4A 0.870(16) 3_655 ?
N4 H4B 0.875(15) . ?
N4 H4B 0.875(15) 3_655 ?
N3 N3 1.316(3) 2_565 ?
N3 N2 1.316(2) . ?
N2 N1 1.309(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
H4A N4 H4A 112(3) . 3_655 ?
H4A N4 H4B 109(2) 3_655 3_655 ?
H4A N4 H4B 108(2) . 3_655 ?
H4A N4 H4B 109(2) . . ?
H4B N4 H4A 108(2) . 3_655 ?
H4B N4 H4B 111(3) . 3_655 ?
N3 N3 N2 107.83(10) 2_565 . ?
N1 N2 N3 108.05(15) . . ?
N2 N1 N2 108.2(2) 2_565 . ?

_iucr_refine_instructions_details 
;
TITL 327_a.res in Pcca
    327.res
    created by SHELXL-2018/3 at 15:23:17 on 23-Dec-2018
REM Old TITL 327 in Pcca #54
REM SHELXT solution in Pcca
REM R1 0.171, Rweak 0.001, Alpha 0.008, Orientation as input
REM Formula found by SHELXT: N O
CELL 0.71073 9.3994 3.9543 10.3615 90 90 90
ZERR 4 0.0043 0.0019 0.0048 0 0 0
LATT 1
SYMM 0.5-X,-Y,+Z
SYMM -X,+Y,0.5-Z
SYMM 0.5+X,-Y,0.5-Z
SFAC H N
UNIT 16 24
SADI N4 H4a N4 H4b

L.S. 4 0 31
PLAN  20
SIZE 0.19 0.12 0.08
TEMP -123.15
BOND $H
list 4
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\327.hkl">
REM </olex2.extras>

WGHT    0.091200
FVAR       1.25319
N4    2    0.500000    0.054682    0.250000    10.50000    0.03110    0.04098 =
         0.02059    0.00000   -0.00158    0.00000
N3    2    0.308273    0.407873    0.432180    11.00000    0.03768    0.05464 =
         0.02277    0.00009    0.00076    0.00459
N2    2    0.344004    0.351527    0.553112    11.00000    0.04202    0.05783 =
         0.02706    0.00666   -0.00440   -0.00069
N1    2    0.250000    0.500000    0.627175    10.50000    0.04849    0.06376 =
         0.02226    0.00000    0.00000   -0.01078
H4A   1    0.563487    0.177788    0.210909    11.00000    0.05804
H4B   1    0.455692   -0.070134    0.193043    11.00000    0.03895
HKLF 4




REM  327_a.res in Pcca
REM wR2 = 0.1354, GooF = S = 1.072, Restrained GooF = 1.071 for all data
REM R1 = 0.0497 for 322 Fo > 4sig(Fo) and 0.0587 for all 392 data
REM 37 parameters refined using 1 restraints

END  
     
WGHT      0.0723      0.0000 

REM Highest difference peak  0.342,  deepest hole -0.223,  1-sigma level  0.075
Q1    1   0.4273  0.1591  0.5621  11.00000  0.05    0.34
Q2    1   0.4971  0.0098  0.0611  11.00000  0.05    0.30
Q3    1   0.4030  0.1613  0.4402  11.00000  0.05    0.22
Q4    1   0.2500  0.5000  0.4319  10.50000  0.05    0.20
Q5    1   0.2049  0.2711  0.4254  11.00000  0.05    0.18
Q6    1   0.4149  0.6328  0.5623  11.00000  0.05    0.16
Q7    1   0.2500  0.5000  0.5608  10.50000  0.05    0.14
Q8    1   0.3288 -0.0620  0.4379  11.00000  0.05    0.13
Q9    1   0.4506  0.6483  0.4401  11.00000  0.05    0.13
Q10   1   0.4081  0.5687  0.4489  11.00000  0.05    0.12
Q11   1   0.1947  0.4549  0.7547  11.00000  0.05    0.12
Q12   1   0.1918  0.2544  0.5851  11.00000  0.05    0.11
Q13   1   0.4289 -0.1282  0.2548  11.00000  0.05    0.10
Q14   1   0.3186  0.3489  0.5818  11.00000  0.05    0.09
Q15   1   0.1777  0.6268  0.7424  11.00000  0.05    0.08
Q16   1   0.4034  0.1297  0.1129  11.00000  0.05    0.07
Q17   1   0.2500  0.0000  0.5696  10.50000  0.05    0.06
Q18   1   0.5000  0.5398  0.2500  10.50000  0.05    0.02

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0497 for 322 Fo > 4sig(Fo) and 0.0587 for all 2193 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.34, deepest hole -0.22
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0587
  REM R1_gt = 0.0497
  REM wR_ref = 0.1354
  REM GOOF = 1.072
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 2193
  REM Reflections_gt = 322
  REM Parameters = n/a
  REM Hole = -0.22
  REM Peak = 0.34
  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_20181165-nlg-x-296_0m
_database_code_depnum_ccdc_archive 'CCDC 1883082'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-04 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 N5, N5'
_chemical_formula_sum            'C2 H6 N10'
_chemical_formula_weight         170.17
_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'

_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                   5.298(2)
_cell_length_b                   7.156(3)
_cell_length_c                   10.106(4)
_cell_angle_alpha                100.047(8)
_cell_angle_beta                 104.076(7)
_cell_angle_gamma                104.089(7)
_cell_volume                     349.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    545
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.376
_cell_measurement_theta_min      3.030
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0613 before and 0.0452 after correction. The Ratio of minimum to maximum transmission is 0.7110. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2529
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.145
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.977
_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                928
_reflns_number_total             1271
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.240
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.017
_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)+(0.0719P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1319
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Restrained distances
 N9-H9B = N9-H9A
 0.85 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N6(H6), C2(H2)
3.b X=CH2 refined with riding coordinates:
 N10(H10A,H10B)
;
_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
N6 N 0.3329(4) 0.6441(3) 0.5787(2) 0.0216(5) Uani 1 1 d . . . . .
H6 H 0.2783 0.6398 0.4885 0.026 Uiso 1 1 calc R . . . .
N10 N 0.7909(4) 0.8520(3) 0.6352(2) 0.0248(5) Uani 1 1 d . . . . .
H10A H 0.7753 0.8660 0.5490 0.030 Uiso 1 1 calc R . . . .
H10B H 0.9463 0.9107 0.7022 0.030 Uiso 1 1 calc R . . . .
N8 N 0.5820(4) 0.7121(3) 0.7917(2) 0.0194(5) Uani 1 1 d . . . . .
N7 N 0.1695(4) 0.5477(3) 0.6496(2) 0.0237(5) Uani 1 1 d . . . . .
N5 N 0.5974(4) 0.8525(3) 0.3350(2) 0.0257(5) Uani 1 1 d . . . . .
N9 N 0.8171(4) 0.7943(4) 0.9083(2) 0.0267(6) Uani 1 1 d D . . . .
N1 N 0.6334(4) 0.8958(3) 0.2186(2) 0.0279(6) Uani 1 1 d . . . . .
N2 N 0.4136(4) 0.7905(3) 0.1136(2) 0.0317(6) Uani 1 1 d . . . . .
N4 N 0.3555(4) 0.7192(3) 0.3027(2) 0.0273(6) Uani 1 1 d . . . . .
N3 N 0.2416(4) 0.6809(3) 0.1655(2) 0.0298(6) Uani 1 1 d . . . . .
C1 C 0.5822(5) 0.7438(3) 0.6638(2) 0.0181(5) Uani 1 1 d . . . . .
C2 C 0.3259(5) 0.5918(3) 0.7772(3) 0.0216(6) Uani 1 1 d . . . . .
H2 H 0.2712 0.5470 0.8519 0.026 Uiso 1 1 calc R . . . .
H9A H 0.776(7) 0.854(4) 0.981(3) 0.053(10) Uiso 1 1 d D . . . .
H9B H 0.867(6) 0.695(3) 0.938(3) 0.044(9) Uiso 1 1 d 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
N6 0.0153(11) 0.0282(11) 0.0140(10) 0.0036(9) 0.0007(8) -0.0016(9)
N10 0.0163(11) 0.0331(12) 0.0182(11) 0.0082(10) 0.0012(9) -0.0021(9)
N8 0.0133(10) 0.0242(10) 0.0130(10) 0.0011(8) -0.0011(8) -0.0006(8)
N7 0.0176(11) 0.0278(11) 0.0216(12) 0.0075(9) 0.0056(9) -0.0011(9)
N5 0.0217(12) 0.0300(11) 0.0196(12) 0.0057(9) 0.0032(9) 0.0010(9)
N9 0.0169(12) 0.0362(13) 0.0158(12) 0.0012(10) -0.0028(9) -0.0008(10)
N1 0.0227(12) 0.0328(12) 0.0257(12) 0.0108(10) 0.0066(10) 0.0020(9)
N2 0.0260(13) 0.0421(13) 0.0201(12) 0.0056(10) 0.0026(10) 0.0037(10)
N4 0.0240(12) 0.0296(12) 0.0255(12) 0.0084(10) 0.0082(10) 0.0012(10)
N3 0.0229(12) 0.0329(12) 0.0240(12) 0.0032(10) 0.0006(10) 0.0006(10)
C1 0.0140(12) 0.0212(12) 0.0172(13) 0.0041(10) 0.0035(10) 0.0033(10)
C2 0.0159(13) 0.0261(13) 0.0194(13) 0.0069(11) 0.0052(10) -0.0008(10)

_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
N6 H6 0.8800 . ?
N6 N7 1.386(3) . ?
N6 C1 1.329(3) . ?
N10 H10A 0.8800 . ?
N10 H10B 0.8800 . ?
N10 C1 1.312(3) . ?
N8 N9 1.405(3) . ?
N8 C1 1.351(3) . ?
N8 C2 1.376(3) . ?
N7 C2 1.288(3) . ?
N5 N1 1.313(3) . ?
N5 N4 1.323(3) . ?
N9 H9A 0.890(18) . ?
N9 H9B 0.891(17) . ?
N1 N2 1.320(3) . ?
N2 N3 1.323(3) . ?
N4 N3 1.319(3) . ?
C2 H2 0.9500 . ?

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
N7 N6 H6 124.1 . . ?
C1 N6 H6 124.1 . . ?
C1 N6 N7 111.76(19) . . ?
H10A N10 H10B 120.0 . . ?
C1 N10 H10A 120.0 . . ?
C1 N10 H10B 120.0 . . ?
C1 N8 N9 121.1(2) . . ?
C1 N8 C2 107.11(19) . . ?
C2 N8 N9 131.8(2) . . ?
C2 N7 N6 104.16(19) . . ?
N1 N5 N4 108.2(2) . . ?
N8 N9 H9A 110(2) . . ?
N8 N9 H9B 108(2) . . ?
H9A N9 H9B 102(3) . . ?
N5 N1 N2 108.0(2) . . ?
N1 N2 N3 108.1(2) . . ?
N3 N4 N5 107.89(19) . . ?
N4 N3 N2 107.8(2) . . ?
N6 C1 N8 105.5(2) . . ?
N10 C1 N6 129.3(2) . . ?
N10 C1 N8 125.2(2) . . ?
N8 C2 H2 124.2 . . ?
N7 C2 N8 111.5(2) . . ?
N7 C2 H2 124.2 . . ?

_iucr_refine_instructions_details 
;

    mo_20181165-nlg-x-296_0m.res created by SHELXL-2014/7

TITL mo_20181165-nlg-x-296_0m_a.res in P-1
REM Old TITL mo_20181165-NLG-X-296_0m in P1 #1
REM SHELXT solution in P-1
REM R1 0.167, Rweak 0.008, Alpha 0.041, Orientation as input
REM Formula found by SHELXT: C11 O
CELL 0.71073 5.2981 7.1562 10.1061 100.047 104.076 104.089
ZERR 2 0.002 0.0026 0.0039 0.008 0.007 0.007
LATT 1
SFAC C H N
UNIT 4 12 20
DFIX 0.85 N9 H9b N9 H9a
 
L.S. 4
PLAN  20
SIZE 0.19 0.05 0.02
TEMP -123.15
BOND $H
list 4
fmap 2
acta
SHEL 999 0.81
OMIT 0 51
OMIT 1 1 4
REM <olex2.extras>
REM <HklSrc "%.\\mo_20181165-NLG-X-296_0m.hkl">
REM </olex2.extras>
 
WGHT    0.071900
FVAR       1.18491
N6    3    0.332927    0.644074    0.578742    11.00000    0.01528    0.02819 =
         0.01399    0.00363    0.00072   -0.00161
AFIX  43
H6    2    0.278297    0.639804    0.488477    11.00000   -1.20000
AFIX   0
N10   3    0.790861    0.852039    0.635170    11.00000    0.01633    0.03310 =
         0.01819    0.00816    0.00124   -0.00207
AFIX  93
H10A  2    0.775274    0.865969    0.549002    11.00000   -1.20000
H10B  2    0.946343    0.910721    0.702163    11.00000   -1.20000
AFIX   0
N8    3    0.581951    0.712139    0.791696    11.00000    0.01326    0.02423 =
         0.01302    0.00111   -0.00114   -0.00058
N7    3    0.169528    0.547692    0.649595    11.00000    0.01757    0.02785 =
         0.02159    0.00754    0.00556   -0.00114
N5    3    0.597359    0.852508    0.335045    11.00000    0.02167    0.03003 =
         0.01963    0.00574    0.00318    0.00096
N9    3    0.817059    0.794312    0.908263    11.00000    0.01687    0.03623 =
         0.01575    0.00117   -0.00279   -0.00077
N1    3    0.633409    0.895800    0.218650    11.00000    0.02265    0.03284 =
         0.02566    0.01077    0.00657    0.00205
N2    3    0.413627    0.790543    0.113626    11.00000    0.02601    0.04209 =
         0.02011    0.00556    0.00257    0.00368
N4    3    0.355472    0.719245    0.302687    11.00000    0.02401    0.02957 =
         0.02548    0.00841    0.00822    0.00115
N3    3    0.241628    0.680864    0.165529    11.00000    0.02293    0.03286 =
         0.02403    0.00322    0.00056    0.00060
C1    1    0.582234    0.743752    0.663766    11.00000    0.01400    0.02119 =
         0.01719    0.00406    0.00351    0.00332
C2    1    0.325878    0.591843    0.777178    11.00000    0.01591    0.02611 =
         0.01938    0.00688    0.00518   -0.00082
AFIX  43
H2    2    0.271249    0.546980    0.851886    11.00000   -1.20000
AFIX   0
H9A   2    0.775734    0.854136    0.981415    11.00000    0.05288
H9B   2    0.866777    0.694886    0.937965    11.00000    0.04362
HKLF 4
 
REM  mo_20181165-nlg-x-296_0m_a.res in P-1
REM R1 =  0.0488 for     928 Fo > 4sig(Fo)  and  0.0704 for all    1271 data
REM    117 parameters refined using      2 restraints
 
END  
     
WGHT      0.0719      0.0000 

REM Highest difference peak  0.240,  deepest hole -0.248,  1-sigma level  0.068
Q1    1   0.6928  0.7729  1.0074  11.00000  0.05    0.24
Q2    1   0.4088  0.6444  0.1269  11.00000  0.05    0.23
Q3    1   0.1138  0.6464  0.8202  11.00000  0.05    0.23
Q4    1   0.7149  0.4836  0.9635  11.00000  0.05    0.22
Q5    1   0.6780  0.7329  0.4173  11.00000  0.05    0.20
Q6    1   0.2120  0.5911  0.3393  11.00000  0.05    0.20
Q7    1   0.9556  1.0417  0.6173  11.00000  0.05    0.20
Q8    1   0.6728  0.7985  0.0993  11.00000  0.05    0.19
Q9    1   0.4984  0.6274  0.9175  11.00000  0.05    0.19
Q10   1  -0.0430  0.5487  0.6395  11.00000  0.05    0.19
Q11   1   0.8376  0.9991  0.8339  11.00000  0.05    0.18
Q12   1   0.1653  0.8447  0.1152  11.00000  0.05    0.18
Q13   1  -0.0038  0.6597  0.5753  11.00000  0.05    0.18
Q14   1   0.1682  0.7874  0.3982  11.00000  0.05    0.18
Q15   1   0.1583  0.5289  0.2926  11.00000  0.05    0.18
Q16   1   0.9237  0.9212  0.8822  11.00000  0.05    0.18
Q17   1   0.6794  0.9194  0.6997  11.00000  0.05    0.17
Q18   1   0.5788  1.0207  1.0029  11.00000  0.05    0.17
Q19   1   0.3669  0.7066  0.9175  11.00000  0.05    0.17
Q20   1   0.5370  0.4654  0.8566  11.00000  0.05    0.17

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0488 for 928 Fo > 4sig(Fo) and 0.0704 for all 2703 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.24, deepest hole -0.25
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0704
  REM R1_gt = 0.0488
  REM wR_ref = 0.1319
  REM GOOF = 1.015
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 2703
  REM Reflections_gt = 928
  REM Parameters = n/a
  REM Hole = -0.25
  REM Peak = 0.24
  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_1215-nlg-x-324_0m
_database_code_depnum_ccdc_archive 'CCDC 1885299'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-15 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-15
_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         'C H7 N4, N5'
_chemical_formula_sum            'C H7 N9'
_chemical_formula_weight         145.16
_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'

_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                   8.429(5)
_cell_length_b                   6.861(5)
_cell_length_c                   11.434(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.964(12)
_cell_angle_gamma                90
_cell_volume                     653.2(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    297
_cell_measurement_temperature    150
_cell_measurement_theta_max      21.956
_cell_measurement_theta_min      3.474
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0830 before and 0.0519 after correction. The Ratio of minimum to maximum transmission is 0.7264. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0918
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3913
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.072
_diffrn_reflns_theta_min         2.804
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.954
_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                932
_reflns_number_total             1520
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.292
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1520
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0674
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1189P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.2283
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N9-H9B \\sim N9-H9A
 with sigma of 0.02
3.a Rotating group:
 N9(H9A)
3.b Aromatic/amide H refined with riding coordinates:
 N8(H8)
3.c X=CH2 refined with riding coordinates:
 N7(H7A,H7B), N6(H6A,H6B)
;
_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
N8 N 0.7184(3) 0.2853(4) 0.0241(2) 0.0248(6) Uani 1 1 d . . . . .
H8 H 0.770010 0.336093 -0.029815 0.030 Uiso 1 1 calc R . . . .
N7 N 0.6761(3) 0.5900(4) 0.0905(2) 0.0272(7) Uani 1 1 d . . . . .
H7A H 0.635512 0.668859 0.138867 0.033 Uiso 1 1 calc R . . . .
H7B H 0.730169 0.637852 0.037166 0.033 Uiso 1 1 calc R . . . .
N6 N 0.5759(3) 0.3263(4) 0.1769(2) 0.0278(7) Uani 1 1 d . . . . .
H6A H 0.534674 0.403509 0.225763 0.033 Uiso 1 1 calc R . . . .
H6B H 0.563352 0.199270 0.180948 0.033 Uiso 1 1 calc R . . . .
N9 N 0.7020(3) 0.0818(4) 0.0318(3) 0.0300(7) Uani 1 1 d D . . . .
H9A H 0.653943 0.035251 -0.036885 0.036 Uiso 1 1 d DGR . . . .
C1 C 0.6560(4) 0.4004(4) 0.0980(3) 0.0230(7) Uani 1 1 d . . . . .
N4 N 0.0140(3) 0.2702(4) 0.2471(2) 0.0302(7) Uani 1 1 d . . . . .
N1 N 0.1306(3) 0.4569(4) 0.1393(3) 0.0329(7) Uani 1 1 d . . . . .
N5 N 0.0572(3) 0.4516(4) 0.2330(2) 0.0328(7) Uani 1 1 d . . . . .
N3 N 0.0607(3) 0.1631(4) 0.1629(3) 0.0321(7) Uani 1 1 d . . . . .
N2 N 0.1318(3) 0.2783(4) 0.0966(2) 0.0325(7) Uani 1 1 d . . . . .
H9B H 0.808(3) 0.041(8) 0.038(5) 0.098(19) Uiso 1 1 d 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
N8 0.0339(15) 0.0174(13) 0.0246(13) -0.0005(10) 0.0086(11) -0.0003(10)
N7 0.0365(15) 0.0204(14) 0.0270(14) -0.0001(11) 0.0125(11) 0.0014(11)
N6 0.0389(16) 0.0190(13) 0.0273(14) 0.0001(11) 0.0113(12) -0.0015(10)
N9 0.0377(16) 0.0203(14) 0.0325(15) -0.0024(11) 0.0068(12) -0.0022(11)
C1 0.0286(15) 0.0179(15) 0.0207(14) 0.0001(12) -0.0021(12) 0.0005(11)
N4 0.0311(15) 0.0327(16) 0.0283(14) 0.0070(12) 0.0094(11) 0.0002(11)
N1 0.0401(16) 0.0250(14) 0.0363(16) 0.0013(12) 0.0141(13) -0.0040(12)
N5 0.0426(16) 0.0301(15) 0.0273(14) -0.0068(12) 0.0108(12) -0.0038(13)
N3 0.0334(15) 0.0239(14) 0.0387(16) 0.0007(12) 0.0044(12) -0.0009(11)
N2 0.0395(17) 0.0290(15) 0.0306(15) 0.0012(12) 0.0101(12) 0.0016(12)

_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
N8 H8 0.8800 . ?
N8 N9 1.408(4) . ?
N8 C1 1.324(4) . ?
N7 H7A 0.8800 . ?
N7 H7B 0.8800 . ?
N7 C1 1.316(4) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C1 1.310(4) . ?
N9 H9A 0.8849 . ?
N9 H9B 0.925(19) . ?
N4 N5 1.314(4) . ?
N4 N3 1.319(4) . ?
N1 N5 1.318(4) . ?
N1 N2 1.320(4) . ?
N3 N2 1.304(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
N9 N8 H8 120.0 . . ?
C1 N8 H8 120.0 . . ?
C1 N8 N9 120.0(3) . . ?
H7A N7 H7B 120.0 . . ?
C1 N7 H7A 120.0 . . ?
C1 N7 H7B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C1 N6 H6A 120.0 . . ?
C1 N6 H6B 120.0 . . ?
N8 N9 H9A 109.8 . . ?
N8 N9 H9B 102(4) . . ?
H9A N9 H9B 105.0 . . ?
N7 C1 N8 118.7(3) . . ?
N6 C1 N8 120.4(3) . . ?
N6 C1 N7 120.9(3) . . ?
N5 N4 N3 108.5(3) . . ?
N2 N1 N5 107.8(2) . . ?
N4 N5 N1 107.5(2) . . ?
N2 N3 N4 107.7(3) . . ?
N3 N2 N1 108.5(3) . . ?

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
N9 N8 C1 N7 178.6(3) . . . . ?
N9 N8 C1 N6 -1.5(4) . . . . ?
N4 N3 N2 N1 0.3(4) . . . . ?
N5 N4 N3 N2 -0.3(3) . . . . ?
N5 N1 N2 N3 -0.2(4) . . . . ?
N3 N4 N5 N1 0.2(4) . . . . ?
N2 N1 N5 N4 0.0(4) . . . . ?

_iucr_refine_instructions_details 
;
TITL mo_1215-nlg-x-324_0m_a.res in P- New: P21/n
    mo_1215-nlg-x-324_0m.res
    created by SHELXL-2018/3 at 17:33:27 on 15-Dec-2018
CELL 0.71073 8.429 6.861 11.434 90 98.964 90
ZERR 4 0.005 0.005 0.008 0 0.012 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N
UNIT 4 28 36
SADI N9 H9b N9 H9a

L.S. 10
PLAN  -20
SIZE 0.16 0.05 0.03
TEMP -123.15
BOND $H
CONF
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\mo_1215-nlg-x-324_0m.hkl">
REM </olex2.extras>

WGHT    0.118900
FVAR       0.51947
N8    3    0.718358    0.285349    0.024098    11.00000    0.03385    0.01741 =
         0.02457   -0.00046    0.00861   -0.00035
AFIX  43
H8    2    0.770010    0.336093   -0.029815    11.00000   -1.20000
AFIX   0
N7    3    0.676114    0.589983    0.090530    11.00000    0.03648    0.02043 =
         0.02696   -0.00014    0.01245    0.00139
AFIX  93
H7A   2    0.635512    0.668859    0.138867    11.00000   -1.20000
H7B   2    0.730169    0.637852    0.037166    11.00000   -1.20000
AFIX   0
N6    3    0.575909    0.326291    0.176881    11.00000    0.03889    0.01898 =
         0.02734    0.00010    0.01129   -0.00148
AFIX  93
H6A   2    0.534674    0.403509    0.225763    11.00000   -1.20000
H6B   2    0.563352    0.199270    0.180948    11.00000   -1.20000
AFIX   0
N9    3    0.701974    0.081767    0.031779    11.00000    0.03774    0.02030 =
         0.03248   -0.00239    0.00677   -0.00225
AFIX   7
H9A   2    0.653943    0.035251   -0.036885    11.00000   -1.20000
AFIX   0
C1    1    0.655998    0.400444    0.098048    11.00000    0.02860    0.01786 =
         0.02067    0.00008   -0.00208    0.00047
N4    3    0.014024    0.270152    0.247132    11.00000    0.03111    0.03267 =
         0.02829    0.00705    0.00936    0.00024
N1    3    0.130551    0.456918    0.139323    11.00000    0.04005    0.02502 =
         0.03633    0.00126    0.01411   -0.00396
N5    3    0.057195    0.451553    0.232951    11.00000    0.04264    0.03006 =
         0.02731   -0.00679    0.01085   -0.00382
N3    3    0.060696    0.163121    0.162945    11.00000    0.03342    0.02392 =
         0.03872    0.00071    0.00443   -0.00093
N2    3    0.131758    0.278252    0.096602    11.00000    0.03954    0.02901 =
         0.03058    0.00122    0.01011    0.00162
H9B   2    0.807504    0.041005    0.037870    11.00000    0.09771
HKLF 4 1 0 1 0 -1 0 0 0 0 1




REM  mo_1215-nlg-x-324_0m_a.res in P- New: P21/n
REM wR2 = 0.2283, GooF = S = 1.055, Restrained GooF = 1.056 for all data
REM R1 = 0.0674 for 932 Fo > 4sig(Fo) and 0.1129 for all 1520 data
REM 96 parameters refined using 1 restraints

END  
     
WGHT      0.1177      0.0000 

REM Highest difference peak  0.292,  deepest hole -0.411,  1-sigma level  0.088
Q1    1   0.9762  0.5935 -0.0296  11.00000  0.05    0.29
Q2    1   0.3701  0.3408  0.2946  11.00000  0.05    0.29
Q3    1   0.2596  0.3671  0.2831  11.00000  0.05    0.28
Q4    1   0.7413 -0.1005 -0.0120  11.00000  0.05    0.27
Q5    1   0.9801  0.6857 -0.0007  11.00000  0.05    0.27
Q6    1   0.8154  0.7511 -0.0225  11.00000  0.05    0.25
Q7    1   0.6179  0.1293 -0.0754  11.00000  0.05    0.25
Q8    1   0.8160  0.6353  0.2032  11.00000  0.05    0.24
Q9    1   0.7392 -0.1490 -0.0681  11.00000  0.05    0.23
Q10   1   0.1356  0.6129  0.1983  11.00000  0.05    0.23
Q11   1   0.8458  0.3124  0.0598  11.00000  0.05    0.23
Q12   1   0.5505  0.6249  0.1480  11.00000  0.05    0.23
Q13   1   0.5258  0.4802  0.3350  11.00000  0.05    0.22
Q14   1   0.1389 -0.0553  0.1358  11.00000  0.05    0.22
Q15   1   0.5841  0.0661  0.1094  11.00000  0.05    0.21
Q16   1   0.8751  0.6563  0.0090  11.00000  0.05    0.21
Q17   1   0.1879  0.2917  0.2866  11.00000  0.05    0.21
Q18   1   0.7997  0.7136  0.1638  11.00000  0.05    0.21
Q19   1  -0.0536  0.4038  0.1535  11.00000  0.05    0.20
Q20   1   0.5274  0.0742  0.2796  11.00000  0.05    0.20

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0674 for 932 Fo > 4sig(Fo) and 0.1129 for all 4129 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.29, deepest hole -0.41
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.1129
  REM R1_gt = 0.0674
  REM wR_ref = 0.2283
  REM GOOF = 1.055
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 4129
  REM Reflections_gt = 932
  REM Parameters = n/a
  REM Hole = -0.41
  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_zz
_database_code_depnum_ccdc_archive 'CCDC 1884809'
loop_
_audit_author_name
_audit_author_address
'Yuangang Xu'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-13 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-12
_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 H7 N8, N5'
_chemical_formula_sum            'C3 H7 N13'
_chemical_formula_weight         225.22
_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'

_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                   8.083(3)
_cell_length_b                   7.141(2)
_cell_length_c                   16.094(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.864(7)
_cell_angle_gamma                90
_cell_volume                     909.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    671
_cell_measurement_temperature    173
_cell_measurement_theta_max      21.272
_cell_measurement_theta_min      3.131
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0707 before and 0.0484 after correction. The Ratio of minimum to maximum transmission is 0.8378. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.991
_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       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6113
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.187
_diffrn_reflns_theta_min         2.575
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_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                1176
_reflns_number_total             1976
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.225
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1976
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      0.987
_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)+(0.0698P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1292
_refine_ls_wR_factor_ref         0.1507
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N12-H12B \\sim N12-H12A
 with sigma of 0.02
3.a Rotating group:
 N12(H12A)
3.b X=CH2 refined with riding coordinates:
 N13(H13A,H13B), N6(H6A,H6B)
;
_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
N9 N 0.7192(3) 0.7303(3) 0.73511(14) 0.0280(5) Uani 1 1 d . . . . .
N11 N 0.9356(3) 0.7194(3) 0.83758(15) 0.0296(5) Uani 1 1 d . . . . .
N8 N 0.8060(3) 1.0192(3) 0.77487(15) 0.0304(6) Uani 1 1 d . . . . .
N10 N 0.7447(3) 0.5379(3) 0.75005(15) 0.0286(5) Uani 1 1 d . . . . .
N7 N 0.6624(3) 1.0154(3) 0.70838(15) 0.0318(6) Uani 1 1 d . . . . .
N13 N 0.9499(3) 0.3889(3) 0.85257(16) 0.0368(6) Uani 1 1 d . . . . .
H13A H 0.909907 0.276964 0.836797 0.044 Uiso 1 1 calc R . . . .
H13B H 1.038303 0.400689 0.894468 0.044 Uiso 1 1 calc R . . . .
N1 N 0.3832(3) 0.4225(3) 0.56644(17) 0.0420(7) Uani 1 1 d . . . . .
N4 N 0.2252(3) 0.2222(3) 0.49186(16) 0.0412(7) Uani 1 1 d . . . . .
N3 N 0.3438(3) 0.1329(3) 0.54467(17) 0.0414(6) Uani 1 1 d . . . . .
N6 N 0.4791(3) 0.7907(3) 0.62601(15) 0.0365(6) Uani 1 1 d . . . . .
H6A H 0.456307 0.671014 0.616930 0.044 Uiso 1 1 calc R . . . .
H6B H 0.414502 0.875948 0.595913 0.044 Uiso 1 1 calc R . . . .
N2 N 0.4418(3) 0.2572(3) 0.59054(16) 0.0368(6) Uani 1 1 d . . . . .
N12 N 1.0816(3) 0.7559(3) 0.89915(18) 0.0393(6) Uani 1 1 d D . . . .
H12A H 1.153035 0.822976 0.876268 0.047 Uiso 1 1 d DGR . . . .
N5 N 0.2486(3) 0.4025(3) 0.50550(17) 0.0450(7) Uani 1 1 d . . . . .
C2 C 0.8310(3) 0.8392(3) 0.78688(17) 0.0279(6) Uani 1 1 d . . . . .
C3 C 0.8769(3) 0.5399(3) 0.81319(17) 0.0279(6) Uani 1 1 d . . . . .
C1 C 0.6091(3) 0.8417(3) 0.68419(18) 0.0290(6) Uani 1 1 d . . . . .
H7 H 0.614(3) 1.131(4) 0.6782(18) 0.039(8) Uiso 1 1 d . . . . .
H12B H 1.067(4) 0.821(4) 0.9444(17) 0.067(12) Uiso 1 1 d 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
N9 0.0304(12) 0.0173(10) 0.0327(13) -0.0013(9) -0.0022(11) -0.0020(9)
N11 0.0279(12) 0.0233(11) 0.0330(13) -0.0017(9) -0.0043(11) -0.0011(9)
N8 0.0273(12) 0.0208(11) 0.0399(14) -0.0016(10) -0.0002(11) -0.0016(9)
N10 0.0309(12) 0.0168(11) 0.0340(13) 0.0005(9) -0.0029(11) 0.0007(9)
N7 0.0300(12) 0.0194(11) 0.0422(14) 0.0006(11) -0.0018(11) -0.0006(9)
N13 0.0370(13) 0.0216(12) 0.0436(15) -0.0001(10) -0.0110(12) -0.0005(10)
N1 0.0504(16) 0.0239(12) 0.0472(17) -0.0014(11) -0.0002(14) -0.0007(11)
N4 0.0373(14) 0.0358(14) 0.0441(16) 0.0003(12) -0.0067(13) -0.0014(11)
N3 0.0448(15) 0.0272(12) 0.0462(16) 0.0015(11) -0.0044(13) 0.0005(11)
N6 0.0337(13) 0.0213(11) 0.0455(16) 0.0017(10) -0.0132(12) 0.0010(9)
N2 0.0354(13) 0.0323(13) 0.0379(15) 0.0004(11) -0.0038(12) 0.0029(10)
N12 0.0307(14) 0.0332(14) 0.0474(17) -0.0078(12) -0.0078(12) -0.0046(11)
N5 0.0476(16) 0.0317(13) 0.0490(17) 0.0047(12) -0.0057(14) 0.0059(11)
C2 0.0265(14) 0.0269(13) 0.0287(15) -0.0003(12) 0.0020(12) 0.0001(11)
C3 0.0301(14) 0.0198(13) 0.0322(15) -0.0010(11) 0.0030(13) 0.0008(11)
C1 0.0254(14) 0.0237(12) 0.0368(17) 0.0028(12) 0.0039(13) 0.0026(11)

_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
N9 N10 1.402(3) . ?
N9 C2 1.344(3) . ?
N9 C1 1.341(3) . ?
N11 N12 1.400(3) . ?
N11 C2 1.353(3) . ?
N11 C3 1.394(3) . ?
N8 N7 1.408(3) . ?
N8 C2 1.309(3) . ?
N10 C3 1.315(3) . ?
N7 C1 1.344(3) . ?
N7 H7 1.00(3) . ?
N13 H13A 0.8800 . ?
N13 H13B 0.8800 . ?
N13 C3 1.326(3) . ?
N1 N2 1.301(3) . ?
N1 N5 1.314(3) . ?
N4 N3 1.309(3) . ?
N4 N5 1.313(3) . ?
N3 N2 1.312(3) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C1 1.307(3) . ?
N12 H12A 0.8868 . ?
N12 H12B 0.894(18) . ?

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
C2 N9 N10 113.8(2) . . ?
C1 N9 N10 137.9(2) . . ?
C1 N9 C2 108.2(2) . . ?
C2 N11 N12 129.8(2) . . ?
C2 N11 C3 106.1(2) . . ?
C3 N11 N12 124.0(2) . . ?
C2 N8 N7 99.9(2) . . ?
C3 N10 N9 100.92(19) . . ?
N8 N7 H7 122.3(17) . . ?
C1 N7 N8 113.8(2) . . ?
C1 N7 H7 123.6(17) . . ?
H13A N13 H13B 120.0 . . ?
C3 N13 H13A 120.0 . . ?
C3 N13 H13B 120.0 . . ?
N2 N1 N5 108.6(2) . . ?
N3 N4 N5 108.0(2) . . ?
N4 N3 N2 108.2(2) . . ?
H6A N6 H6B 120.0 . . ?
C1 N6 H6A 120.0 . . ?
C1 N6 H6B 120.0 . . ?
N1 N2 N3 107.8(2) . . ?
N11 N12 H12A 109.4 . . ?
N11 N12 H12B 116(2) . . ?
H12A N12 H12B 105.3 . . ?
N4 N5 N1 107.5(2) . . ?
N9 C2 N11 105.4(2) . . ?
N8 C2 N9 114.4(2) . . ?
N8 C2 N11 140.2(2) . . ?
N10 C3 N11 113.8(2) . . ?
N10 C3 N13 124.9(2) . . ?
N13 C3 N11 121.4(2) . . ?
N9 C1 N7 103.7(2) . . ?
N6 C1 N9 127.4(2) . . ?
N6 C1 N7 128.9(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N6 H6A N1 0.88 1.99 2.851(3) 165.5 . yes
N6 H6B N3 0.88 2.04 2.880(3) 158.2 1_565 yes
N7 H7 N2 1.00(3) 1.98(3) 2.893(3) 151(2) 1_565 yes

_iucr_refine_instructions_details 
;
TITL zz_a.res in P2(1)/c
    zz.res
    created by SHELXL-2018/3 at 22:13:26 on 12-Dec-2018
REM Old TITL ZZ in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.243, Rweak 0.019, Alpha 0.041, Orientation as input
REM Formula found by SHELXT: C14 O2
CELL 0.71073 8.0834 7.1409 16.0945 90 101.864 90
ZERR 4 0.0026 0.0022 0.0051 0 0.007 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N
UNIT 12 28 52
EQIV $1 +X,1+Y,+Z
SADI N12 H12b N12 H12a

L.S. 10 0 0
PLAN  20
SIZE 0.12 0.06 0.03
TEMP -100.15
HTAB N7 N2_$1
HTAB N6 N1
HTAB N6 N3_$1
BOND $H
list 4
fmap 2 53
acta
OMIT -4 4 2
OMIT -2 2 2
OMIT 2 2 0
OMIT -2 2 1
OMIT -4 3 7
REM <olex2.extras>
REM <HklSrc "%.\\ZZ.hkl">
REM </olex2.extras>

WGHT    0.069800
FVAR       0.10662
N9    3    0.719225    0.730308    0.735110    11.00000    0.03038    0.01727 =
         0.03273   -0.00130   -0.00216   -0.00197
N11   3    0.935627    0.719363    0.837575    11.00000    0.02787    0.02328 =
         0.03300   -0.00168   -0.00429   -0.00113
N8    3    0.806013    1.019169    0.774875    11.00000    0.02734    0.02081 =
         0.03990   -0.00158   -0.00021   -0.00163
N10   3    0.744710    0.537946    0.750053    11.00000    0.03090    0.01684 =
         0.03398    0.00050   -0.00289    0.00074
N7    3    0.662417    1.015379    0.708380    11.00000    0.03000    0.01936 =
         0.04219    0.00063   -0.00176   -0.00063
N13   3    0.949895    0.388928    0.852566    11.00000    0.03699    0.02163 =
         0.04362   -0.00013   -0.01098   -0.00051
AFIX  93
H13A  2    0.909907    0.276964    0.836797    11.00000   -1.20000
H13B  2    1.038303    0.400689    0.894468    11.00000   -1.20000
AFIX   0
N1    3    0.383193    0.422481    0.566443    11.00000    0.05041    0.02394 =
         0.04722   -0.00139   -0.00022   -0.00072
N4    3    0.225193    0.222215    0.491860    11.00000    0.03727    0.03584 =
         0.04408    0.00029   -0.00673   -0.00137
N3    3    0.343811    0.132860    0.544670    11.00000    0.04484    0.02723 =
         0.04625    0.00147   -0.00438    0.00052
N6    3    0.479144    0.790669    0.626006    11.00000    0.03371    0.02130 =
         0.04545    0.00165   -0.01325    0.00102
AFIX  93
H6A   2    0.456307    0.671014    0.616930    11.00000   -1.20000
H6B   2    0.414502    0.875948    0.595913    11.00000   -1.20000
AFIX   0
N2    3    0.441816    0.257167    0.590537    11.00000    0.03537    0.03228 =
         0.03791    0.00040   -0.00375    0.00290
N12   3    1.081560    0.755889    0.899150    11.00000    0.03070    0.03317 =
         0.04736   -0.00777   -0.00781   -0.00461
AFIX   7
H12A  2    1.153035    0.822976    0.876268    11.00000   -1.20000
AFIX   0
N5    3    0.248582    0.402457    0.505498    11.00000    0.04758    0.03166 =
         0.04903    0.00473   -0.00566    0.00594
C2    1    0.830962    0.839194    0.786879    11.00000    0.02654    0.02689 =
         0.02869   -0.00034    0.00200    0.00013
C3    1    0.876934    0.539916    0.813188    11.00000    0.03012    0.01975 =
         0.03223   -0.00100    0.00298    0.00076
C1    1    0.609096    0.841734    0.684193    11.00000    0.02544    0.02367 =
         0.03677    0.00282    0.00391    0.00262
H7    2    0.613902    1.131282    0.678156    11.00000    0.03853
H12B  2    1.066716    0.821454    0.944370    11.00000    0.06710
HKLF 4




REM  zz_a.res in P2(1)/c
REM wR2 = 0.1507, GooF = S = 0.987, Restrained GooF = 0.987 for all data
REM R1 = 0.0572 for 1176 Fo > 4sig(Fo) and 0.1047 for all 1976 data
REM 154 parameters refined using 1 restraints

END  
     
WGHT      0.0696      0.0000 

REM Highest difference peak  0.225,  deepest hole -0.249,  1-sigma level  0.059
Q1    1   0.8541  0.7450  0.9206  11.00000  0.05    0.22
Q2    1   0.3126  0.3537  0.6389  11.00000  0.05    0.20
Q3    1   1.1586  0.6659  0.9712  11.00000  0.05    0.20
Q4    1   0.2411  0.0357  0.6018  11.00000  0.05    0.20
Q5    1   0.8466  1.1224  0.8030  11.00000  0.05    0.18
Q6    1   0.2828  0.2606  0.5988  11.00000  0.05    0.18
Q7    1   0.3172  0.8445  0.4833  11.00000  0.05    0.17
Q8    1   0.2605 -0.0173  0.4660  11.00000  0.05    0.17
Q9    1   0.5000  0.5000  0.5000  10.50000  0.05    0.17
Q10   1   0.1687  0.4843  0.4792  11.00000  0.05    0.17
Q11   1   0.6321  0.5628  0.6981  11.00000  0.05    0.17
Q12   1   0.4368  0.1185  0.4738  11.00000  0.05    0.17
Q13   1   0.1614  0.1654  0.4333  11.00000  0.05    0.17
Q14   1   0.3331  0.6792  0.5541  11.00000  0.05    0.17
Q15   1   1.1609  0.8247  0.8191  11.00000  0.05    0.17
Q16   1   0.6177  0.4897  0.7612  11.00000  0.05    0.17
Q17   1   1.1506  0.9438  0.8046  11.00000  0.05    0.16
Q18   1   1.0000  1.0000  1.0000  10.50000  0.05    0.16
Q19   1   0.7249  0.6438  0.7356  11.00000  0.05    0.16
Q20   1   0.7447  1.0383  0.8050  11.00000  0.05    0.16

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0572 for 1176 Fo > 4sig(Fo) and 0.1047 for all 6420 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.22, deepest hole -0.25
  REM Mean Shift 0, Max Shift 0.000.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.1047
  REM R1_gt = 0.0572
  REM wR_ref = 0.1507
  REM GOOF = 0.987
  REM Shift_max = 0.000
  REM Shift_mean = 0
  REM Reflections_all = 6420
  REM Reflections_gt = 1176
  REM Parameters = n/a
  REM Hole = -0.25
  REM Peak = 0.22
  REM Flack = n/a

  
;
_olex2_submission_special_instructions 'No special instructions were received'
