#------------------------------------------------------------------------------
#$Date: 2020-06-06 04:51:55 +0300 (Sat, 06 Jun 2020) $
#$Revision: 252964 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/06/7240655.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7240655
loop_
_publ_author_name
'Yang, Xiaoming'
'Wang, Yanna'
'Zhang, Weijing'
'Yin, Yanli'
'Li, Zhimin'
'Zhang, Tonglai'
_publ_section_title
;
 New nitrogen-rich heterocycle compound to build 3D energetic metal
 complexes
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00791A
_journal_year                    2020
_chemical_formula_moiety         'C5 H7 N7 O2'
_chemical_formula_sum            'C5 H7 N7 O2'
_chemical_formula_weight         197.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-04-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-31 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.39(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.1663(10)
_cell_length_b                   10.327(2)
_cell_length_c                   7.6607(15)
_cell_measurement_reflns_used    1372
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      1.9721
_cell_volume                     394.06(14)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      153.15
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2548
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_min         3.946
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_description       block
_exptl_crystal_F_000             204
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         884
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.224
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0443
_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)+(0.0128P)²+0.3613P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0943
_reflns_Friedel_coverage         0.000
_reflns_number_gt                867
_reflns_number_total             884
_reflns_threshold_expression     'I > 2σ(I)'
_iucr_refine_instructions_details
;
TITL bwn19158 in P2(1)/c
    bwn19158.res
    created by SHELXL-2018/3 at 15:13:03 on 18-Apr-2019
CELL 0.71073 5.1663 10.3269 7.6607 90 105.387 90
ZERR 2 0.001 0.0021 0.0015 0 0.03 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 10 14 14 4
EADP N3 C3
EXYZ N3 C3

L.S. 4
PLAN  5
SIZE 0.13 0.12 0.1
TEMP -120
ACTA
BOND $H
CONF
fmap 2
OMIT 0 2 3
OMIT 1 6 2
OMIT 0 4 0
OMIT 0 1 1
OMIT 3 2 6
REM <olex2.extras>
REM <HklSrc "%.\\bwn19158.hkl">
REM </olex2.extras>

WGHT    0.012800    0.361300
FVAR      16.52472
O1    4    0.768268    0.065013    0.158155    11.00000    0.01997    0.02538 =
         0.02571    0.00511   -0.00054   -0.00253
AFIX   3  0.8400
H1    2    0.919968    0.082283    0.227175    11.00000   -1.20000
AFIX   0
N1    3    0.703273    0.352667    0.042941    11.00000    0.02460    0.01763 =
         0.01867   -0.00076    0.00304    0.00106
N2    3    0.610316    0.240375   -0.038987    11.00000    0.02038    0.01971 =
         0.01922   -0.00035    0.00212    0.00079
C1    1    0.497849    0.431496   -0.023248    11.00000    0.02194    0.02035 =
         0.01817    0.00277    0.00615    0.00259
N4    3    0.285438    0.373176   -0.139214    11.00000    0.02200    0.02231 =
         0.02734    0.00228    0.00450    0.00298
PART 1
N3    3    0.363307    0.252050   -0.146427    10.50000    0.02088    0.02181 =
         0.02431    0.00097    0.00021   -0.00011
PART 0
C2    1    0.767107    0.119794   -0.007665    11.00000    0.02621    0.01793 =
         0.02515   -0.00040    0.00656    0.00310
AFIX  23
H2A   2    0.689364    0.057469   -0.105758    11.00000   -1.20000
H2B   2    0.953934    0.138218   -0.010661    11.00000   -1.20000
AFIX   0
PART 2
C3    1    0.363307    0.252050   -0.146427    10.50000    0.02088    0.02181 =
         0.02431    0.00097    0.00021   -0.00011
AFIX  43
H3    2    0.260316    0.184752   -0.216468    10.50000   -1.20000
AFIX   0
HKLF 4




REM  bwn19158 in P2(1)/c
REM wR2 = 0.0943, GooF = S = 1.224, Restrained GooF = 1.224 for all data
REM R1 = 0.0443 for 867 Fo > 4sig(Fo) and 0.0450 for all 884 data
REM 64 parameters refined using 0 restraints

END  
     
WGHT      0.0127      0.3615 

REM Highest difference peak  0.226,  deepest hole -0.187,  1-sigma level  0.050
Q1    1   0.5000  0.5000  0.0000  10.50000  0.05    0.23
Q2    1   0.4246  0.4161 -0.1158  11.00000  0.05    0.19
Q3    1   0.3540  0.3956 -0.0541  11.00000  0.05    0.18
Q4    1   0.6532 -0.0374  0.0265  11.00000  0.05    0.17
Q5    1   0.8693  0.3815  0.0834  11.00000  0.05    0.17

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0443 for 867 Fo > 4sig(Fo) and 0.0450 for all 2674 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.23, deepest hole -0.19
  REM Mean Shift 0, Max Shift 0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0450
  REM R1_gt = 0.0443
  REM wR_ref = 0.0943
  REM GOOF = 1.224
  REM Shift_max = 0.001
  REM Shift_mean = 0
  REM Reflections_all = 2674
  REM Reflections_gt = 867
  REM Parameters = n/a
  REM Hole = -0.19
  REM Peak = 0.23
  REM Flack = n/a

  
;
_cod_data_source_file            d0ce00791a2.cif
_cod_data_source_block           bwn19158
_cod_original_cell_volume        394.06(15)
_cod_database_code               7240655
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
2. Shared sites
{N3, C3}
3. Uiso/Uaniso restraints and constraints
Uanis(N3) = Uanis(C3)
4. Others
 Fixed Sof: N3(0.5) C3(0.5) H3(0.5)
5.a Riding coordinates:
 O1(H1)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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
O1 O 0.7683(2) 0.06501(13) 0.15816(17) 0.0249(3) Uani 1 1 d . . . . .
H1 H 0.919968 0.082283 0.227175 0.030 Uiso 1 1 d R . . . .
N1 N 0.7033(3) 0.35267(14) 0.04294(19) 0.0208(3) Uani 1 1 d . . . . .
N2 N 0.6103(3) 0.24037(14) -0.03899(19) 0.0204(3) Uani 1 1 d . . . . .
C1 C 0.4978(3) 0.43150(17) -0.0232(2) 0.0200(4) Uani 1 1 d . . . . .
N4 N 0.2854(3) 0.37318(15) -0.1392(2) 0.0243(4) Uani 1 1 d . . . . .
N3 N 0.3633(3) 0.25205(16) -0.1464(2) 0.0234(4) Uani 0.5 1 d . . P A 1
C2 C 0.7671(4) 0.11979(17) -0.0077(2) 0.0231(4) Uani 1 1 d . . . . .
H2A H 0.689364 0.057469 -0.105758 0.028 Uiso 1 1 calc R . . . .
H2B H 0.953934 0.138218 -0.010661 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3633(3) 0.25205(16) -0.1464(2) 0.0234(4) Uani 0.5 1 d . . P A 2
H3 H 0.260316 0.184752 -0.216468 0.028 Uiso 0.5 1 calc R . P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0200(6) 0.0254(7) 0.0257(7) 0.0051(5) -0.0005(5) -0.0025(5)
N1 0.0246(7) 0.0176(7) 0.0187(7) -0.0008(6) 0.0030(5) 0.0011(6)
N2 0.0204(7) 0.0197(7) 0.0192(7) -0.0004(6) 0.0021(5) 0.0008(6)
C1 0.0219(8) 0.0204(9) 0.0182(8) 0.0028(7) 0.0062(6) 0.0026(7)
N4 0.0220(7) 0.0223(8) 0.0273(8) 0.0023(6) 0.0045(6) 0.0030(6)
N3 0.0209(8) 0.0218(8) 0.0243(8) 0.0010(6) 0.0002(6) -0.0001(6)
C2 0.0262(8) 0.0179(8) 0.0251(9) -0.0004(7) 0.0066(7) 0.0031(7)
C3 0.0209(8) 0.0218(8) 0.0243(8) 0.0010(6) 0.0002(6) -0.0001(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1 105.4 . . ?
C1 N1 N2 101.55(14) . . ?
N1 N2 C2 122.75(14) . . ?
N3 N2 N1 112.11(14) . . ?
N3 N2 C2 125.13(15) . . ?
C3 N2 N1 112.11(14) . . ?
C3 N2 C2 125.13(15) . . ?
N1 C1 C1 122.9(2) . 3_665 ?
N1 C1 N4 113.83(15) . . ?
N4 C1 C1 123.25(19) . 3_665 ?
N3 N4 C1 104.22(14) . . ?
C3 N4 C1 104.22(14) . . ?
N4 N3 N2 108.28(15) . . ?
O1 C2 N2 111.27(14) . . ?
O1 C2 H2A 109.4 . . ?
O1 C2 H2B 109.4 . . ?
N2 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 H3 125.9 . . ?
N4 C3 N2 108.28(15) . . ?
N4 C3 H3 125.9 . . ?
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
O1 H1 0.8401 . ?
O1 C2 1.389(2) . ?
N1 N2 1.345(2) . ?
N1 C1 1.327(2) . ?
N2 N3 1.328(2) . ?
N2 C2 1.470(2) . ?
N2 C3 1.328(2) . ?
C1 C1 1.458(3) 3_665 ?
C1 N4 1.356(2) . ?
N4 N3 1.320(2) . ?
N4 C3 1.320(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3 0.9500 . ?
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
N1 N2 N3 N4 0.2(2) . . . . ?
N1 N2 C2 O1 76.3(2) . . . . ?
N1 N2 C3 N4 0.2(2) . . . . ?
N1 C1 N4 N3 -0.4(2) . . . . ?
N1 C1 N4 C3 -0.4(2) . . . . ?
N2 N1 C1 C1 -178.8(2) . . . 3_665 ?
N2 N1 C1 N4 0.50(19) . . . . ?
C1 N1 N2 N3 -0.43(18) . . . . ?
C1 N1 N2 C2 -179.36(15) . . . . ?
C1 N1 N2 C3 -0.43(18) . . . . ?
C1 C1 N4 N3 178.9(2) 3_665 . . . ?
C1 C1 N4 C3 178.9(2) 3_665 . . . ?
C1 N4 N3 N2 0.10(19) . . . . ?
C1 N4 C3 N2 0.10(19) . . . . ?
N3 N2 C2 O1 -102.53(19) . . . . ?
C2 N2 N3 N4 179.11(15) . . . . ?
C2 N2 C3 N4 179.11(15) . . . . ?
C3 N2 C2 O1 -102.53(19) . . . . ?
