#------------------------------------------------------------------------------
#$Date: 2019-11-24 22:15:09 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/68/4516834.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_4516834
loop_
_publ_author_name
'Xu, Jian-Gang'
'Wang, Shuai-Hua'
'Zhang, Ming-Jian'
'Sun, Cai'
'Xiao, Yu'
'Li, Rong'
'Zheng, Fa-Kun'
'Guo, Guo-Cong'
'Huang, Jin-Shun'
_publ_section_title
;
 Nitrogen-Rich Tetranuclear Metal Complex as a New Structural Motif for
 Energetic Materials.
;
_journal_issue                   1
_journal_name_full               'ACS omega'
_journal_page_first              346
_journal_page_last               352
_journal_paper_doi               10.1021/acsomega.6b00431
_journal_volume                  2
_journal_year                    2017
_chemical_formula_moiety         'C20 H24 N40 O8 Zn4'
_chemical_formula_sum            'C20 H24 N40 O8 Zn4'
_chemical_formula_weight         1214.27
_chemical_melting_point          ?
_chemical_name_common            '[Zn4(Hdtm)4(H2O)8]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 102.219(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.5445(8)
_cell_length_b                   16.0615(18)
_cell_length_c                   16.153(2)
_cell_measurement_reflns_used    6153
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     1913.0(4)
_computing_molecular_graphics    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku Pilatus'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19734
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.580
_exptl_absorpt_coefficient_mu    2.585
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.231
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         4349
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3867
_reflns_number_total             4349
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao6b00431_si_002.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4516834
_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.
;
_shelxl_version_number           2014/6
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'
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
Zn1 Zn 0.49479(4) 0.82536(2) 0.51651(2) 0.02267(13) Uani 1 1 d . .
Zn2 Zn 0.30955(4) 0.49141(2) 0.65315(2) 0.01941(13) Uani 1 1 d . .
O1W O 0.0350(2) 0.48079(12) 0.65105(12) 0.0247(4) Uani 1 1 d . .
H1WA H -0.025(4) 0.470(2) 0.608(2) 0.031(8) Uiso 1 1 d . .
H1WB H -0.020(5) 0.530(3) 0.667(3) 0.061(12) Uiso 1 1 d . .
O2W O 0.7064(3) 0.91097(12) 0.54603(13) 0.0270(4) Uani 1 1 d . .
H2WA H 0.763(6) 0.913(3) 0.512(3) 0.062(13) Uiso 1 1 d . .
H2WB H 0.687(4) 0.954(2) 0.567(2) 0.036(9) Uiso 1 1 d . .
O3W O 0.5924(3) 0.49600(14) 0.64581(15) 0.0338(5) Uani 1 1 d . .
H3WA H 0.663(7) 0.507(3) 0.690(4) 0.076(16) Uiso 1 1 d . .
H3WB H 0.642(6) 0.526(3) 0.615(3) 0.080(16) Uiso 1 1 d . .
O4W O 0.2742(3) 0.90684(15) 0.53674(16) 0.0394(5) Uani 1 1 d . .
H4WA H 0.269(4) 0.932(2) 0.579(3) 0.045(10) Uiso 1 1 d . .
H4WB H 0.180(5) 0.898(3) 0.513(3) 0.056(13) Uiso 1 1 d . .
N10 N 0.4309(3) 0.86564(12) 0.38976(13) 0.0215(4) Uani 1 1 d . .
N11 N 0.3669(3) 0.94395(13) 0.37671(13) 0.0260(5) Uani 1 1 d . .
N12 N 0.3491(3) 0.96262(14) 0.29685(14) 0.0272(5) Uani 1 1 d . .
N13 N 0.4025(3) 0.89812(13) 0.25524(14) 0.0255(5) Uani 1 1 d . .
N14 N 0.4772(3) 0.73318(13) 0.20893(13) 0.0243(4) Uani 1 1 d . .
H14A H 0.4283 0.7631 0.1660 0.029 Uiso 1 1 calc R U
N15 N 0.6067(3) 0.62650(12) 0.28292(12) 0.0231(4) Uani 1 1 d . .
N16 N 0.7240(3) 0.60010(13) 0.45128(13) 0.0218(4) Uani 1 1 d . .
N17 N 0.7861(3) 0.60649(13) 0.53566(14) 0.0271(5) Uani 1 1 d . .
N18 N 0.7619(3) 0.68284(13) 0.55971(14) 0.0262(5) Uani 1 1 d . .
N19 N 0.6821(3) 0.72881(12) 0.49180(12) 0.0216(4) Uani 1 1 d . .
N20 N 0.3570(3) 0.56196(12) 0.77010(12) 0.0211(4) Uani 1 1 d . .
N21 N 0.3304(3) 0.52307(14) 0.84039(14) 0.0273(5) Uani 1 1 d . .
N22 N 0.3794(3) 0.57329(14) 0.90541(14) 0.0300(5) Uani 1 1 d . .
N23 N 0.4387(3) 0.64606(14) 0.88000(13) 0.0268(5) Uani 1 1 d . .
N24 N 0.5578(3) 0.77408(14) 0.78296(13) 0.0245(4) Uani 1 1 d . .
H5 H 0.587(4) 0.783(2) 0.837(2) 0.046(10) Uiso 1 1 d . .
N25 N 0.5153(3) 0.79441(13) 0.64559(13) 0.0222(4) Uani 1 1 d . .
N26 N 0.3079(3) 0.71829(14) 0.51233(12) 0.0246(4) Uani 1 1 d . .
N27 N 0.2119(3) 0.66579(13) 0.45525(14) 0.0261(5) Uani 1 1 d . .
N28 N 0.1896(3) 0.59531(13) 0.49118(13) 0.0241(4) Uani 1 1 d . .
N29 N 0.2732(3) 0.59933(12) 0.57440(12) 0.0206(4) Uani 1 1 d . .
C11 C 0.4529(3) 0.83981(14) 0.31407(15) 0.0185(5) Uani 1 1 d . .
C12 C 0.5096(3) 0.75763(14) 0.29214(15) 0.0198(5) Uani 1 1 d . .
C13 C 0.5351(3) 0.65464(17) 0.20638(16) 0.0261(5) Uani 1 1 d . .
H1 H 0.521(4) 0.617(2) 0.161(2) 0.034(8) Uiso 1 1 d . .
C14 C 0.5921(3) 0.69118(15) 0.33753(15) 0.0187(5) Uani 1 1 d . .
C15 C 0.6641(3) 0.67632(14) 0.42684(16) 0.0185(5) Uani 1 1 d . .
C21 C 0.4229(3) 0.63706(15) 0.79701(15) 0.0202(5) Uani 1 1 d . .
C22 C 0.4692(3) 0.70387(14) 0.74536(15) 0.0197(5) Uani 1 1 d . .
C23 C 0.5806(4) 0.82552(14) 0.72127(17) 0.0242(5) Uani 1 1 d . .
H2 H 0.636(4) 0.882(2) 0.732(2) 0.036(8) Uiso 1 1 d . .
C24 C 0.4416(3) 0.71751(15) 0.65977(14) 0.0199(5) Uani 1 1 d . .
C25 C 0.3415(3) 0.67573(14) 0.58469(15) 0.0196(5) Uani 1 1 d . .
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'
Zn Zn 0.2839 1.4301 '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
O2W Zn1 N10 91.51(8) . .
O2W Zn1 N25 92.11(8) . .
N10 Zn1 N25 169.98(8) . .
O2W Zn1 N19 90.93(8) . .
N10 Zn1 N19 93.68(7) . .
N25 Zn1 N19 95.61(8) . .
O2W Zn1 O4W 98.10(9) . .
N10 Zn1 O4W 86.38(8) . .
N25 Zn1 O4W 83.86(9) . .
N19 Zn1 O4W 170.97(9) . .
O2W Zn1 N26 166.07(8) . .
N10 Zn1 N26 101.30(7) . .
N25 Zn1 N26 76.18(7) . .
N19 Zn1 N26 82.87(9) . .
O4W Zn1 N26 88.26(9) . .
O1W Zn2 N29 93.16(8) . .
O1W Zn2 O3W 175.15(8) . .
N29 Zn2 O3W 86.76(8) . .
O1W Zn2 N20 92.14(7) . .
N29 Zn2 N20 94.11(7) . .
O3W Zn2 N20 92.70(8) . .
O1W Zn2 N15 97.15(8) . 3_666
N29 Zn2 N15 166.86(8) . 3_666
O3W Zn2 N15 82.28(8) . 3_666
N20 Zn2 N15 93.63(7) . 3_666
O1W Zn2 N16 88.86(8) . 3_666
N29 Zn2 N16 96.07(8) . 3_666
O3W Zn2 N16 86.33(8) . 3_666
N20 Zn2 N16 169.70(8) . 3_666
N15 Zn2 N16 76.08(8) 3_666 3_666
Zn2 O1W H1WA 115(3) . .
Zn2 O1W H1WB 115(3) . .
H1WA O1W H1WB 103(3) . .
Zn1 O2W H2WA 112(3) . .
Zn1 O2W H2WB 118(2) . .
H2WA O2W H2WB 117(4) . .
Zn2 O3W H3WA 116(4) . .
Zn2 O3W H3WB 129(3) . .
H3WA O3W H3WB 96(4) . .
Zn1 O4W H4WA 127(3) . .
Zn1 O4W H4WB 119(3) . .
H4WA O4W H4WB 108(4) . .
C11 N10 N11 104.88(19) . .
C11 N10 Zn1 138.49(16) . .
N11 N10 Zn1 116.10(15) . .
N12 N11 N10 109.1(2) . .
N11 N12 N13 109.8(2) . .
C11 N13 N12 104.8(2) . .
C13 N14 C12 108.0(2) . .
C13 N14 H14A 126.0 . .
C12 N14 H14A 126.0 . .
C13 N15 C14 105.6(2) . .
C13 N15 Zn2 139.41(17) . 3_666
C14 N15 Zn2 113.82(15) . 3_666
C15 N16 N17 104.63(19) . .
C15 N16 Zn2 114.01(15) . 3_666
N17 N16 Zn2 141.36(16) . 3_666
N18 N17 N16 109.29(19) . .
N17 N18 N19 109.6(2) . .
C15 N19 N18 104.31(19) . .
C15 N19 Zn1 129.06(15) . .
N18 N19 Zn1 115.60(15) . .
C21 N20 N21 104.8(2) . .
C21 N20 Zn2 137.24(17) . .
N21 N20 Zn2 117.75(15) . .
N22 N21 N20 108.8(2) . .
N21 N22 N23 110.2(2) . .
C21 N23 N22 104.4(2) . .
C23 N24 C22 107.7(2) . .
C23 N24 H5 127(2) . .
C22 N24 H5 125(2) . .
C23 N25 C24 105.5(2) . .
C23 N25 Zn1 139.52(17) . .
C24 N25 Zn1 114.93(15) . .
C25 N26 N27 104.8(2) . .
C25 N26 Zn1 111.73(15) . .
N27 N26 Zn1 139.08(17) . .
N28 N27 N26 110.0(2) . .
N27 N28 N29 108.87(19) . .
C25 N29 N28 104.72(19) . .
C25 N29 Zn2 132.75(16) . .
N28 N29 Zn2 121.67(15) . .
N13 C11 N10 111.3(2) . .
N13 C11 C12 121.3(2) . .
N10 C11 C12 127.3(2) . .
C14 C12 N14 105.6(2) . .
C14 C12 C11 134.6(2) . .
N14 C12 C11 119.9(2) . .
N15 C13 N14 111.4(2) . .
N15 C13 H1 118.1(19) . .
N14 C13 H1 130.1(19) . .
C12 C14 N15 109.5(2) . .
C12 C14 C15 133.9(2) . .
N15 C14 C15 116.6(2) . .
N19 C15 N16 112.1(2) . .
N19 C15 C14 129.4(2) . .
N16 C15 C14 118.5(2) . .
N23 C21 N20 111.9(2) . .
N23 C21 C22 121.3(2) . .
N20 C21 C22 126.7(2) . .
C24 C22 N24 105.6(2) . .
C24 C22 C21 134.1(2) . .
N24 C22 C21 120.3(2) . .
N25 C23 N24 112.1(2) . .
N25 C23 H2 125(2) . .
N24 C23 H2 123(2) . .
C22 C24 N25 109.1(2) . .
C22 C24 C25 135.3(2) . .
N25 C24 C25 115.3(2) . .
N29 C25 N26 111.6(2) . .
N29 C25 C24 130.7(2) . .
N26 C25 C24 117.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2W 2.085(2) .
Zn1 N10 2.104(2) .
Zn1 N25 2.117(2) .
Zn1 N19 2.191(2) .
Zn1 O4W 2.195(2) .
Zn1 N26 2.215(2) .
Zn2 O1W 2.0716(19) .
Zn2 N29 2.133(2) .
Zn2 O3W 2.163(2) .
Zn2 N20 2.167(2) .
Zn2 N15 2.185(2) 3_666
Zn2 N16 2.211(2) 3_666
O1W H1WA 0.76(3) .
O1W H1WB 0.95(4) .
O2W H2WA 0.77(5) .
O2W H2WB 0.80(4) .
O3W H3WA 0.81(5) .
O3W H3WB 0.84(5) .
O4W H4WA 0.80(4) .
O4W H4WB 0.74(4) .
N10 C11 1.334(3) .
N10 N11 1.348(3) .
N11 N12 1.303(3) .
N12 N13 1.342(3) .
N13 C11 1.331(3) .
N14 C13 1.339(3) .
N14 C12 1.372(3) .
N14 H14A 0.8600 .
N15 C13 1.320(3) .
N15 C14 1.382(3) .
N15 Zn2 2.185(2) 3_666
N16 C15 1.335(3) .
N16 N17 1.348(3) .
N16 Zn2 2.211(2) 3_666
N17 N18 1.311(3) .
N18 N19 1.353(3) .
N19 C15 1.330(3) .
N20 C21 1.341(3) .
N20 N21 1.348(3) .
N21 N22 1.314(3) .
N22 N23 1.346(3) .
N23 C21 1.328(3) .
N24 C23 1.333(3) .
N24 C22 1.384(3) .
N24 H5 0.87(4) .
N25 C23 1.316(3) .
N25 C24 1.393(3) .
N26 C25 1.331(3) .
N26 N27 1.343(3) .
N27 N28 1.299(3) .
N28 N29 1.360(3) .
N29 C25 1.328(3) .
C11 C12 1.454(3) .
C12 C14 1.368(3) .
C13 H1 0.94(3) .
C14 C15 1.450(3) .
C21 C22 1.447(3) .
C22 C24 1.371(3) .
C23 H2 0.99(3) .
C24 C25 1.450(3) .
