#------------------------------------------------------------------------------
#$Date: 2021-01-01 10:40:07 +0200 (Fri, 01 Jan 2021) $
#$Revision: 260342 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022302.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022302
loop_
_publ_author_name
'Niu, Xiang-Long'
'Wei, Lin'
'Liu, Jian-Cheng'
'Jia, Wan-He'
'Ma, Jian-Ping'
'Wang, Lei'
'Wang, Jian-Cheng'
'Dong, Yu-Bin'
_publ_section_title
;
Syntheses and structures of three macrocyclic supramolecular complexes
and one Zn^II^-containing coordination polymer generated from a
semi-rigid multidentate N-containing ligand
;
_journal_coeditor_code OP3008
_journal_issue 1
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 29
_journal_page_last 39
_journal_paper_doi 10.1107/S2053229620016083
_journal_volume 77
_journal_year 2021
_chemical_formula_iupac 'C12 H10 N6'
_chemical_formula_moiety 'C12 H10 N6'
_chemical_formula_sum 'C12 H10 N6'
_chemical_formula_weight 238.26
_chemical_name_systematic
;
4-{2-[(Pyridin-3-yl)methyl]-2H-tetrazol-5-yl}pyridine
;
_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 geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method
;
Olex2 1.2
(compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha 90.00
_cell_angle_beta 93.634(6)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 13.7529(8)
_cell_length_b 6.6451(4)
_cell_length_c 12.2086(9)
_cell_measurement_reflns_used 1274
_cell_measurement_temperature 150.00(10)
_cell_measurement_theta_max 70.8520
_cell_measurement_theta_min 7.3960
_cell_volume 1113.49(12)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature 150.00(10)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9757
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku OD SuperNova Dual source diffractometer with an Eos detector'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0348
_diffrn_reflns_av_unetI/netI 0.0437
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 3957
_diffrn_reflns_theta_full 70.94
_diffrn_reflns_theta_max 70.95
_diffrn_reflns_theta_min 3.22
_diffrn_source 'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu 0.763
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.90107
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_density_diffrn 1.421
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 496
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.42
_exptl_crystal_size_min 0.3
_refine_diff_density_max 0.305
_refine_diff_density_min -0.235
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.037
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 163
_refine_ls_number_reflns 2096
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.037
_refine_ls_R_factor_all 0.0600
_refine_ls_R_factor_gt 0.0489
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0683P)^2^+0.2666P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1249
_refine_ls_wR_factor_ref 0.1393
_reflns_number_gt 1698
_reflns_number_total 2096
_reflns_threshold_expression >2sigma(I)
_cod_data_source_file op3008sup1.cif
_cod_data_source_block L
_cod_database_code 2022302
_shelx_res_file
;
TITL exp_2263 in P21/c #14
CELL 1.54178 13.7529 6.6451 12.2086 90 93.634 90
ZERR 4 0.0008 0.0004 0.0009 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N
UNIT 48 40 24
L.S. 4
PLAN 20
SIZE 0.43 0.42 0.3
BOND $h
conf
fmap 2
acta
REM D:/data/20201129/olex2_exp_2263/exp_2263.hkl
WGHT 0.068300 0.266600
FVAR 5.55696
N1 3 0.331804 0.143707 0.221514 11.00000 0.02734 0.02323 =
0.03168 -0.00227 0.00517 -0.00003
N2 3 0.257131 0.144026 0.284269 11.00000 0.02631 0.02134 =
0.03471 -0.00245 0.00641 -0.00109
N3 3 0.281526 0.132866 0.391197 11.00000 0.03262 0.02917 =
0.03128 -0.00175 0.00795 -0.00056
N4 3 0.377326 0.123352 0.400055 11.00000 0.02884 0.02779 =
0.03120 -0.00026 0.00507 0.00086
N5 3 0.049320 -0.302776 0.113988 11.00000 0.03504 0.03760 =
0.03232 -0.00033 0.00286 -0.01039
N6 3 0.705099 0.119608 0.219554 11.00000 0.02899 0.02548 =
0.04229 -0.00018 0.00545 -0.00097
C1 1 0.406410 0.130189 0.296268 11.00000 0.02725 0.01712 =
0.02909 -0.00129 0.00299 -0.00001
C2 1 0.155972 0.172358 0.240774 11.00000 0.02514 0.03006 =
0.04010 -0.00095 0.00562 0.00158
AFIX 23
H2A 2 0.148849 0.305093 0.208190 11.00000 -1.20000
H2B 2 0.112700 0.163789 0.300328 11.00000 -1.20000
AFIX 0
C3 1 0.075011 -0.152944 0.183429 11.00000 0.02962 0.03757 =
0.02440 0.00228 0.00364 -0.00469
AFIX 43
H3 2 0.056080 -0.162326 0.255041 11.00000 -1.20000
AFIX 0
C4 1 0.127885 0.014979 0.155664 11.00000 0.02067 0.02892 =
0.03111 0.00365 0.00063 0.00214
C5 1 0.154923 0.030228 0.048714 11.00000 0.02827 0.03576 =
0.03570 0.00881 0.00458 -0.00371
AFIX 43
H5 2 0.189722 0.141502 0.026622 11.00000 -1.20000
AFIX 0
C6 1 0.129628 -0.121725 -0.024829 11.00000 0.03131 0.04962 =
0.02846 0.00151 0.00535 -0.00460
AFIX 43
H6 2 0.147345 -0.115242 -0.097005 11.00000 -1.20000
AFIX 0
C7 1 0.077209 -0.284128 0.011469 11.00000 0.03210 0.04318 =
0.03177 -0.00430 0.00210 -0.00457
AFIX 43
H7 2 0.060441 -0.386118 -0.038368 11.00000 -1.20000
AFIX 0
C8 1 0.678518 0.114775 0.322688 11.00000 0.03002 0.02666 =
0.03873 -0.00131 -0.00112 0.00166
AFIX 43
H8 2 0.727503 0.109993 0.378752 11.00000 -1.20000
AFIX 0
C9 1 0.582921 0.116399 0.351860 11.00000 0.03317 0.02296 =
0.02984 -0.00284 0.00244 -0.00069
AFIX 43
H9 2 0.568480 0.111133 0.425200 11.00000 -1.20000
AFIX 0
C10 1 0.508939 0.126093 0.268892 11.00000 0.02747 0.01254 =
0.03175 -0.00079 0.00426 -0.00003
C11 1 0.534660 0.132406 0.160822 11.00000 0.03126 0.02031 =
0.03154 0.00219 0.00168 0.00176
AFIX 43
H11 2 0.487186 0.139447 0.103216 11.00000 -1.20000
AFIX 0
C12 1 0.632535 0.127985 0.140745 11.00000 0.03413 0.02299 =
0.03407 0.00225 0.00884 0.00095
AFIX 43
H12 2 0.649105 0.131006 0.068084 11.00000 -1.20000
HKLF 4
REM exp_2263 in P21/c #14
REM R1 = 0.0489 for 1698 Fo > 4sig(Fo) and 0.0600 for all 2096 data
REM 163 parameters refined using 0 restraints
END
WGHT 0.0678 0.2699
REM Highest difference peak 0.305, deepest hole -0.235, 1-sigma level 0.051
Q1 1 0.4613 0.1295 0.2850 11.00000 0.05 0.30
Q2 1 0.5421 0.0360 0.3094 11.00000 0.05 0.16
Q3 1 0.7707 0.1214 0.2040 11.00000 0.05 0.15
Q4 1 0.1426 0.0996 0.1960 11.00000 0.05 0.15
Q5 1 0.0995 -0.2803 -0.0834 11.00000 0.05 0.15
Q6 1 0.6738 -0.1007 0.4329 11.00000 0.05 0.15
Q7 1 0.6608 -0.1617 0.4191 11.00000 0.05 0.15
Q8 1 0.0325 -0.1470 0.2732 11.00000 0.05 0.14
Q9 1 0.3441 0.1317 0.1435 11.00000 0.05 0.14
Q10 1 0.1333 -0.2473 0.0087 11.00000 0.05 0.14
Q11 1 0.5261 -0.0742 0.0576 11.00000 0.05 0.14
Q12 1 0.1105 -0.3302 0.0845 11.00000 0.05 0.14
Q13 1 0.1601 0.0002 0.1241 11.00000 0.05 0.14
Q14 1 0.6079 -0.1052 0.3384 11.00000 0.05 0.14
Q15 1 0.3228 0.2317 0.1555 11.00000 0.05 0.13
Q16 1 0.2207 0.1162 0.4191 11.00000 0.05 0.13
Q17 1 0.4356 0.3305 0.2847 11.00000 0.05 0.13
Q18 1 0.4408 0.0498 0.4542 11.00000 0.05 0.13
Q19 1 0.3634 0.1245 0.4981 11.00000 0.05 0.12
Q20 1 0.6611 0.0844 -0.0332 11.00000 0.05 0.12
REM The information below was added by Olex2.
REM
REM R1 = 0.0489 for 1698 Fo > 4sig(Fo) and 0.0600 for all 4217 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.30, deepest hole -0.23
REM Mean Shift 0, Max Shift 0.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0600
REM R1_gt = 0.0489
REM wR_ref = 0.1393
REM GOOF = 1.037
REM Shift_max = 0
REM Shift_mean = 0
REM Reflections_all = 4217
REM Reflections_gt = 1698
REM Parameters = n/a
REM Hole = 0.30
REM Peak = -0.23
REM Flack = n/a
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.33180(11) 0.1437(2) 0.22151(12) 0.0273(4) Uani d . 1 1 . .
N N2 0.25713(11) 0.1440(2) 0.28427(12) 0.0273(4) Uani d . 1 1 . .
N N3 0.28153(12) 0.1329(2) 0.39120(13) 0.0308(4) Uani d . 1 1 . .
N N4 0.37733(12) 0.1234(2) 0.40005(13) 0.0291(4) Uani d . 1 1 . .
N N5 0.04932(12) -0.3028(3) 0.11399(13) 0.0350(4) Uani d . 1 1 . .
N N6 0.70510(12) 0.1196(2) 0.21955(14) 0.0321(4) Uani d . 1 1 . .
C C1 0.40641(13) 0.1302(2) 0.29627(15) 0.0244(4) Uani d . 1 1 . .
C C2 0.15597(13) 0.1724(3) 0.24077(16) 0.0316(4) Uani d . 1 1 . .
H H2A 0.1488 0.3051 0.2082 0.038 Uiso calc R 1 1 . .
H H2B 0.1127 0.1638 0.3003 0.038 Uiso calc R 1 1 . .
C C3 0.07501(14) -0.1529(3) 0.18343(15) 0.0304(4) Uani d . 1 1 . .
H H3 0.0561 -0.1623 0.2550 0.037 Uiso calc R 1 1 . .
C C4 0.12788(12) 0.0150(3) 0.15566(15) 0.0269(4) Uani d . 1 1 . .
C C5 0.15492(14) 0.0302(3) 0.04871(15) 0.0331(5) Uani d . 1 1 . .
H H5 0.1897 0.1415 0.0266 0.040 Uiso calc R 1 1 . .
C C6 0.12963(15) -0.1217(3) -0.02483(16) 0.0363(5) Uani d . 1 1 . .
H H6 0.1473 -0.1152 -0.0970 0.044 Uiso calc R 1 1 . .
C C7 0.07721(14) -0.2841(3) 0.01147(16) 0.0357(5) Uani d . 1 1 . .
H H7 0.0604 -0.3861 -0.0384 0.043 Uiso calc R 1 1 . .
C C8 0.67852(14) 0.1148(3) 0.32269(16) 0.0319(4) Uani d . 1 1 . .
H H8 0.7275 0.1100 0.3788 0.038 Uiso calc R 1 1 . .
C C9 0.58292(14) 0.1164(3) 0.35186(15) 0.0286(4) Uani d . 1 1 . .
H H9 0.5685 0.1111 0.4252 0.034 Uiso calc R 1 1 . .
C C10 0.50894(13) 0.1261(2) 0.26889(14) 0.0238(4) Uani d . 1 1 . .
C C11 0.53466(14) 0.1324(3) 0.16082(15) 0.0277(4) Uani d . 1 1 . .
H H11 0.4872 0.1394 0.1032 0.033 Uiso calc R 1 1 . .
C C12 0.63253(14) 0.1280(3) 0.14075(16) 0.0301(4) Uani d . 1 1 . .
H H12 0.6491 0.1310 0.0681 0.036 Uiso calc R 1 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0273(8) 0.0232(8) 0.0317(8) 0.0000(6) 0.0052(6) -0.0023(6)
N2 0.0263(8) 0.0213(8) 0.0347(8) -0.0011(6) 0.0064(6) -0.0025(6)
N3 0.0326(9) 0.0292(9) 0.0313(8) -0.0006(7) 0.0079(7) -0.0017(6)
N4 0.0288(8) 0.0278(8) 0.0312(8) 0.0009(6) 0.0051(6) -0.0003(6)
N5 0.0350(9) 0.0376(9) 0.0323(8) -0.0104(7) 0.0029(7) -0.0003(7)
N6 0.0290(8) 0.0255(9) 0.0423(9) -0.0010(7) 0.0054(7) -0.0002(7)
C1 0.0272(9) 0.0171(8) 0.0291(9) 0.0000(7) 0.0030(7) -0.0013(6)
C2 0.0251(9) 0.0301(10) 0.0401(10) 0.0016(8) 0.0056(8) -0.0009(8)
C3 0.0296(10) 0.0376(11) 0.0244(9) -0.0047(8) 0.0036(7) 0.0023(8)
C4 0.0207(8) 0.0289(10) 0.0311(9) 0.0021(7) 0.0006(7) 0.0037(7)
C5 0.0283(9) 0.0358(11) 0.0357(10) -0.0037(8) 0.0046(8) 0.0088(8)
C6 0.0313(10) 0.0496(13) 0.0285(10) -0.0046(9) 0.0053(8) 0.0015(8)
C7 0.0321(10) 0.0432(12) 0.0318(10) -0.0046(9) 0.0021(8) -0.0043(9)
C8 0.0300(10) 0.0267(10) 0.0387(11) 0.0017(8) -0.0011(8) -0.0013(8)
C9 0.0332(10) 0.0230(9) 0.0298(9) -0.0007(7) 0.0024(8) -0.0028(7)
C10 0.0275(9) 0.0125(9) 0.0318(9) 0.0000(6) 0.0043(7) -0.0008(6)
C11 0.0313(10) 0.0203(9) 0.0315(9) 0.0018(7) 0.0017(7) 0.0022(7)
C12 0.0341(10) 0.0230(9) 0.0341(10) 0.0009(8) 0.0088(8) 0.0023(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 N1 C1 . . 101.32(14) ?
N1 N2 N3 . . 114.38(15) ?
N1 N2 C2 . . 122.97(15) ?
N3 N2 C2 . . 122.43(15) ?
N4 N3 N2 . . 105.80(14) ?
N3 N4 C1 . . 105.97(15) ?
C7 N5 C3 . . 116.31(17) ?
C8 N6 C12 . . 116.22(16) ?
N1 C1 N4 . . 112.53(16) ?
N1 C1 C10 . . 123.62(16) ?
N4 C1 C10 . . 123.84(17) ?
N2 C2 H2A . . 109.5 ?
N2 C2 H2B . . 109.5 ?
N2 C2 C4 . . 110.83(15) ?
H2A C2 H2B . . 108.1 ?
C4 C2 H2A . . 109.5 ?
C4 C2 H2B . . 109.5 ?
N5 C3 H3 . . 117.8 ?
N5 C3 C4 . . 124.39(17) ?
C4 C3 H3 . . 117.8 ?
C3 C4 C2 . . 120.37(17) ?
C5 C4 C2 . . 121.82(17) ?
C5 C4 C3 . . 117.80(17) ?
C4 C5 H5 . . 120.4 ?
C6 C5 C4 . . 119.22(18) ?
C6 C5 H5 . . 120.4 ?
C5 C6 H6 . . 120.8 ?
C5 C6 C7 . . 118.43(18) ?
C7 C6 H6 . . 120.8 ?
N5 C7 C6 . . 123.85(18) ?
N5 C7 H7 . . 118.1 ?
C6 C7 H7 . . 118.1 ?
N6 C8 H8 . . 117.8 ?
N6 C8 C9 . . 124.37(18) ?
C9 C8 H8 . . 117.8 ?
C8 C9 H9 . . 120.8 ?
C8 C9 C10 . . 118.42(18) ?
C10 C9 H9 . . 120.8 ?
C9 C10 C1 . . 120.22(17) ?
C11 C10 C1 . . 121.43(17) ?
C11 C10 C9 . . 118.35(17) ?
C10 C11 H11 . . 120.8 ?
C12 C11 C10 . . 118.50(18) ?
C12 C11 H11 . . 120.8 ?
N6 C12 C11 . . 124.13(18) ?
N6 C12 H12 . . 117.9 ?
C11 C12 H12 . . 117.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 N2 . 1.320(2) ?
N1 C1 . 1.332(2) ?
N2 N3 . 1.329(2) ?
N2 C2 . 1.469(2) ?
N3 N4 . 1.317(2) ?
N4 C1 . 1.353(2) ?
N5 C3 . 1.340(2) ?
N5 C7 . 1.338(2) ?
N6 C8 . 1.334(2) ?
N6 C12 . 1.343(3) ?
C1 C10 . 1.470(2) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C2 C4 . 1.507(3) ?
C3 H3 . 0.9300 ?
C3 C4 . 1.386(3) ?
C4 C5 . 1.384(3) ?
C5 H5 . 0.9300 ?
C5 C6 . 1.381(3) ?
C6 H6 . 0.9300 ?
C6 C7 . 1.386(3) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C8 C9 . 1.384(3) ?
C9 H9 . 0.9300 ?
C9 C10 . 1.391(3) ?
C10 C11 . 1.388(3) ?
C11 H11 . 0.9300 ?
C11 C12 . 1.384(3) ?
C12 H12 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C2 H2B N5^i^ 2_545 0.97 2.53 3.4312(2) 154 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 N2 N3 N4 . . . . -0.41(19) ?
N1 N2 C2 C4 . . . . 57.6(2) ?
N1 C1 C10 C9 . . . . 178.52(16) ?
N1 C1 C10 C11 . . . . -1.3(2) ?
N2 N1 C1 N4 . . . . -0.20(18) ?
N2 N1 C1 C10 . . . . -179.38(15) ?
N2 N3 N4 C1 . . . . 0.24(18) ?
N2 C2 C4 C3 . . . . 99.1(2) ?
N2 C2 C4 C5 . . . . -79.7(2) ?
N3 N2 C2 C4 . . . . -127.97(17) ?
N3 N4 C1 N1 . . . . -0.03(19) ?
N3 N4 C1 C10 . . . . 179.15(15) ?
N4 C1 C10 C9 . . . . -0.6(2) ?
N4 C1 C10 C11 . . . . 179.65(15) ?
N5 C3 C4 C2 . . . . -178.04(18) ?
N5 C3 C4 C5 . . . . 0.8(3) ?
N6 C8 C9 C10 . . . . -0.8(3) ?
C1 N1 N2 N3 . . . . 0.37(18) ?
C1 N1 N2 C2 . . . . 175.20(15) ?
C1 C10 C11 C12 . . . . -179.98(16) ?
C2 N2 N3 N4 . . . . -175.27(15) ?
C2 C4 C5 C6 . . . . 178.03(18) ?
C3 N5 C7 C6 . . . . -0.1(3) ?
C3 C4 C5 C6 . . . . -0.8(3) ?
C4 C5 C6 C7 . . . . 0.4(3) ?
C5 C6 C7 N5 . . . . 0.1(3) ?
C7 N5 C3 C4 . . . . -0.4(3) ?
C8 N6 C12 C11 . . . . 0.2(3) ?
C8 C9 C10 C1 . . . . -179.39(16) ?
C8 C9 C10 C11 . . . . 0.4(2) ?
C9 C10 C11 C12 . . . . 0.2(2) ?
C10 C11 C12 N6 . . . . -0.6(3) ?
C12 N6 C8 C9 . . . . 0.5(3) ?
loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_meas
_refln_F_squared_sigma
1 0 0 24428.4 368.732
2 0 0 2281.15 123.098
3 0 0 14182.9 379.035
4 0 0 151593 2036.87
5 0 0 157466 2261.41
6 0 0 -56.0493 48.7769
-7 0 0 11164.7 593.512
7 0 0 9812.3 535.514
8 0 0 990.019 192.445
-8 0 0 1128.57 204.21
-9 0 0 45311.1 1468.63
-10 0 0 6105.42 544.92
-11 0 0 6908.22 615.148
-11 0 0 8251.3 613.251
-12 0 0 401.047 160.157
-12 0 0 501.74 139.187
-12 0 0 333.444 117.491
-13 0 0 1090.45 236.17
-14 0 0 2511.52 347.149
-15 0 0 3774.87 393.658
-16 0 0 1.28455 53.7824
0 -1 0 6.01378 15.7529
1 -1 0 2399.34 157.401
-1 -1 0 2296.81 87.1122
2 -1 0 33340.8 745.159
3 -1 0 182053 2470.37
3 1 0 182719 2232.45
4 -1 0 68322.4 1309.65
-4 1 0 72090.6 1251.47
4 1 0 68036.6 872.614
4 1 0 68873.7 1164.33
5 1 0 69575.2 1292.78
5 -1 0 69201.2 1421.44
-5 1 0 70569.1 1357.02
5 1 0 69947.5 993.783
5 -1 0 65679.4 1162.26
6 1 0 217.234 75.1612
-6 1 0 285.049 93.348
-7 1 0 21686 838.767
7 1 0 20480.7 772.689
-8 1 0 16836 802.539
8 1 0 16293.9 750.882
-9 1 0 5880.52 506.726
9 1 0 5769.98 481.866
-10 -1 0 189.705 82.6639
-10 1 0 136.283 59.962
-11 1 0 815.102 210.41
-11 -1 0 729.706 186.593
-11 -1 0 617.608 172.981
-12 -1 0 3251.15 445.974
-12 -1 0 3248.53 381.212
-12 1 0 3212.07 420.328
-12 -1 0 3243.53 392.445
-13 -1 0 4107.47 437.165
-13 1 0 3546.85 430.025
-14 -1 0 -4.85816 67.9393
-14 1 0 51.111 28.9653
-15 1 0 96.9614 53.4978
-15 -1 0 81.8944 56.5508
-16 1 0 1751.74 233.713
-16 -1 0 1552.59 207.193
0 -2 0 23040.9 588.804
0 -2 0 20545 512.227
1 -2 0 10231.6 423.447
-1 -2 0 8538.67 290.339
-1 -2 0 9814.4 304.472
-1 -2 0 8817.57 339.427
1 2 0 9087.34 262.15
2 2 0 12542.3 432.794
-2 -2 0 12016.8 398.02
-2 -2 0 11528.2 377.807
3 2 0 21150.5 610.29
3 -2 0 22782.2 758.113
4 2 0 10162.4 435.888
5 2 0 701.313 123.699
6 2 0 8082.24 462.973
7 2 0 17599 759.757
8 2 0 8422.27 548.615
9 2 0 3505.13 375.366
-10 -2 0 561.417 160.592
-10 2 0 599.417 160.625
-11 2 0 935.88 220.592
-11 -2 0 946.625 206.29
-11 -2 0 582.219 179.806
11 -2 0 701.481 192.671
-12 2 0 1530.03 274.806
-13 2 0 5.02072 28.1951
-13 -2 0 334.011 119.31
-14 2 0 121.6 87.3503
-15 2 0 57.5822 79.7736
-16 2 0 86.5913 44.8195
0 -3 0 87.5993 39.7735
1 -3 0 61.6569 32
-1 -3 0 8.05937 19.3223
1 -3 0 94.4325 40.7333
-1 -3 0 35.405 34.1207
-2 -3 0 6636.73 347.889
2 3 0 6930.71 395.443
-2 -3 0 6429.22 324.182
2 -3 0 6387.26 328.744
3 -3 0 20.2303 31.1004
-3 -3 0 37.0721 28.8743
3 3 0 10.2628 20.7885
-4 -3 0 1808.63 204.591
4 3 0 1849.57 219.956
5 3 0 720.73 152.351
-5 -3 0 624.131 131.382
-6 -3 0 15189.5 679.884
6 3 0 15149.2 705.773
7 3 0 5722.9 455.444
-7 -3 0 6567.72 471.346
-8 -3 0 3168.62 348.772
8 3 0 2598.8 316.882
-9 -3 0 227.263 118.305
9 -3 0 170.02 106.119
10 -3 0 1550.03 330.961
-10 -3 0 1459.48 263.702
11 -3 0 1633.06 329.363
12 -3 0 160.111 62.5191
-13 3 0 57.5253 45.1161
13 -3 0 -43.0805 77.0843
-14 -3 0 61.5527 32.6244
-15 -3 0 235.531 68.2241
-1 -4 0 123220 2128.17
1 -4 0 126451 2127.78
2 -4 0 5976.8 382.377
-2 -4 0 4910.33 360.024
2 4 0 6170.26 442.834
3 4 0 29662.7 1016.02
4 4 0 99.8086 49.1466
-5 -4 0 6718.68 460.374
5 4 0 6828.57 505.882
-6 -4 0 -21.1548 41.8917
6 4 0 7.86628 37.9868
7 -4 0 276.84 120.931
-7 -4 0 71.4718 59.6594
7 4 0 116.416 58.8687
8 -4 0 825.133 223.238
-8 -4 0 690.981 159.025
-9 -4 0 4606.68 455.078
9 -4 0 4762.81 571.482
10 -4 0 2147.15 386.711
11 -4 0 121.848 87.2825
12 -4 0 159.38 82.0498
13 -4 0 -35.9578 60.414
-13 -4 0 -55.5214 43.5497
14 -4 0 28.5402 33.8113
-14 -4 0 15.2418 36.9968
1 5 0 2318.4 303.716
2 5 0 5217.71 468.27
3 -5 0 11355.5 792.617
3 -5 0 12186.1 834.46
3 5 0 9597.62 649.246
4 5 0 453.257 132.364
4 -5 0 673.399 195.433
4 -5 0 803.272 217.548
5 5 0 1.29789 38.2386
5 -5 0 17.2345 34.7122
5 -5 0 24.305 41.0132
6 -5 0 2754.12 431.13
6 5 0 2176.62 320.777
6 -5 0 2302.21 367.399
7 -5 0 3537.86 433.551
7 -5 0 3715.64 503.102
8 -5 0 2898.48 383.559
8 -5 0 3265.86 469.778
9 -5 0 68.0229 84.0101
10 -5 0 73.1708 90.3265
-11 -5 0 1406.56 218.641
11 -5 0 1379.22 263.943
12 -5 0 1500.93 246.295
-12 -5 0 1662.03 207.568
-13 -5 0 2548.53 215.913
0 -6 0 17210.3 962.324
0 6 0 16274.6 908.611
-1 -6 0 2117.75 328.235
1 -6 0 1647.34 292.116
2 -6 0 214.193 100.742
-2 -6 0 381.657 126.058
3 -6 0 1448.23 297.696
4 -6 0 586.337 183.641
5 -6 0 956.285 233.394
6 -6 0 113.627 85.0979
7 -6 0 44.9088 63.4456
8 -6 0 289.211 121.706
-8 -6 0 197.753 70.3466
-9 -6 0 465.422 103.935
-10 -6 0 2760.79 243.463
-11 -6 0 14.5634 18.3402
0 -7 0 -61.3761 64.1875
1 -7 0 5507.25 495.388
2 -7 0 204.813 106.064
3 -7 0 -34.8533 71.1985
3 -7 0 55.3776 31.9293
4 -7 0 730.117 160.214
4 -7 0 1063.07 209.192
5 -7 0 3401 350.15
5 -7 0 3233.03 360.01
6 -7 0 7143.83 501.88
6 -7 0 6118.54 458.692
7 -7 0 1851.54 233.062
7 -7 0 2300.38 257.471
8 -7 0 247.635 73.8795
-16 0 1 -79.5261 68.7036
-15 0 1 -15.4642 33.7551
-14 0 1 -42.4758 52.522
-13 0 1 17.4117 29.8721
-12 0 1 26.2231 46.9326
-12 0 1 -7.56021 69.1439
-11 0 1 26.1716 80.4503
-11 0 1 -48.0451 90.1829
-10 0 1 49.5638 45.8157
9 0 -1 -102.224 52.0001
-9 0 1 34.506 45.3657
8 0 -1 -5.99431 42.4094
-8 0 1 40.4035 54.018
7 0 -1 -0.85802 30.8384
6 0 -1 23.9389 23.3056
-5 0 1 26.3624 36.301
5 0 -1 32.9609 36.9307
4 0 -1 8.35135 25.0052
-4 0 1 0.62268 17.4174
-3 0 1 -36.0896 24.2848
2 0 -1 22.3468 18.3109
1 0 -1 51.3738 18.634
0 0 1 -0.63132 8.97797
1 0 1 -1.9472 14.4124
-2 0 -1 -1.0773 13.4807
4 0 1 6.77118 20.0412
-4 0 -1 35.412 36.3701
4 0 1 0.08048 19.1266
5 0 1 8.72267 21.1326
-5 0 -1 16.5337 18.2313
-6 0 -1 16.6187 29.9934
6 0 1 -1.617 29.7532
6 0 1 -39.7693 46.1656
7 0 1 44.7689 59.1188
-7 0 -1 -41.8902 41.4469
-8 0 -1 26.4963 38.0903
-9 0 -1 1.90844 42.5455
-10 0 -1 28.3058 76.9832
-11 0 -1 -49.1074 80.1511
-11 0 -1 60.4998 47.9384
-11 0 -1 43.1685 51.2412
-12 0 -1 71.0664 60.8808
-13 0 -1 -42.2308 50.0929
-14 0 -1 21.1905 49.0023
-15 0 -1 -33.2498 61.6702
-16 0 -1 35.8153 46.3465
-16 1 1 4502.71 374.818
-16 -1 1 3965.25 331.269
-15 -1 1 -33.4299 26.0248
-15 1 1 59.1786 68.9228
-14 1 1 143.074 108.978
-14 -1 1 44.7877 56.3887
-13 -1 1 1077.89 224.94
-13 1 1 1446.22 269.094
-12 -1 1 130.946 95.5877
-12 1 1 320.08 135.899
-12 -1 1 195.355 93.7885
-11 -1 1 8447.18 707.889
11 1 -1 8623.77 697.44
-11 -1 1 7609.53 592.425
-11 1 1 8180.12 682.79
-11 1 1 9240.24 651.066
-10 -1 1 3901.04 458.026
-10 1 1 3959.56 441.708
10 1 -1 3648.06 421.345
-9 1 1 10516.5 676.87
9 1 -1 10492.6 670.211
8 1 -1 14374.2 731.088
-8 1 1 14534.9 736.501
7 1 -1 10529.2 569.945
-7 1 1 10128.6 572.238
-6 1 1 44065 1149.85
6 1 -1 47714.2 1157.68
5 1 -1 30573.5 820.99
-5 1 1 29382.4 828.529
-5 -1 1 27930.6 617.773
-4 -1 1 25014.9 528.038
4 1 -1 27044.6 692.56
-4 1 1 26721.1 801.629
-3 1 1 79941.6 1236.12
-2 -1 1 44508.7 659.108
-2 -1 1 43182.2 666.586
-1 -1 1 126321 1506.42
-1 1 1 130123 1656.75
1 1 -1 128158 1521.13
0 1 -1 3150.1 162.988
1 1 1 996.024 67.1312
2 1 1 54895.4 638.19
3 1 1 80668.4 969.156
3 -1 1 98075.1 1300.38
-4 -1 -1 26440.5 537.911
-4 1 -1 28636.9 755.141
4 -1 1 29138.8 696.736
4 1 1 27819.4 642.361
4 -1 1 28421.5 826.627
-5 1 -1 174.029 65.9276
5 1 1 292.232 71.8967
5 -1 1 239.206 71.3511
5 -1 1 286.218 99.7101
6 -1 1 19511.1 672.735
-6 1 -1 17526.1 697.395
6 1 1 18155.6 630.558
7 1 1 32606.6 967.242
7 -1 1 32414.2 956.973
-8 1 -1 -17.7606 45.9811
-8 -1 -1 -9.53914 58.8991
8 1 1 46.8973 53.5287
-9 -1 -1 35.6142 34.2005
-10 -1 -1 4331.84 456.921
-10 -1 -1 4890.4 440.704
-11 -1 -1 2142.33 336.718
-11 -1 -1 2136.37 300.374
-11 1 -1 1917.05 323.701
-11 -1 -1 2254.25 318.998
-12 -1 -1 933.514 229.35
-12 -1 -1 1196.48 242.495
-12 -1 -1 985.297 202.647
-12 1 -1 1409 274.593
-13 1 -1 216.929 107.978
-13 -1 -1 144.98 69.7021
-14 1 -1 1216.17 247.831
-14 -1 -1 1110.49 220.271
-15 -1 -1 197.59 85.4874
-15 1 -1 262.594 106.63
-16 1 -1 4210.09 356.235
-16 -1 -1 3275.05 289.505
-16 2 1 16.2306 42.224
-15 2 1 15.8375 42.416
-14 2 1 26.1343 47.2267
-14 -2 1 144.945 78.5709
-13 -2 1 5541.39 473.595
-13 2 1 6771.8 559.554
13 -2 -1 6646.99 617.043
12 -2 -1 1528.6 307.764
-12 2 1 1994.72 309.513
-12 -2 1 1635.48 261.026
-11 2 1 488.783 161.08
11 -2 -1 629.294 188.388
-11 -2 1 536.254 164.808
-11 -2 1 581.909 202.464
-11 -2 1 536.887 157.536
11 2 -1 538.248 178.233
-10 2 1 7376.78 557.854
10 -2 -1 7194.07 652.917
10 2 -1 7077.12 605.523
9 2 -1 145.593 97.6962
8 2 -1 6192.62 487.767
7 2 -1 -14.0564 46.5745
6 2 -1 2796.2 282.117
5 2 -1 40083.3 1033.58
4 2 -1 71.9227 39.4268
3 2 -1 24790.6 678.116
-3 -2 1 23370.5 628.821
-2 -2 1 90978.7 1478.76
-2 -2 1 92490.9 1468.53
2 2 -1 96434.9 1519.17
2 2 -1 97047.4 1213.38
1 -2 -1 100726 1376.87
1 -2 -1 102522 1381.95
0 -2 -1 993582 10078.2
0 2 -1 999999 10222.5
-1 -2 -1 439708 4608.07
-1 -2 -1 434984 4754.42
-1 -2 -1 435406 4661.81
2 2 1 3109.78 202.305
2 -2 1 3673.55 285.828
-2 -2 -1 3024.68 206.833
-3 -2 -1 25276.3 675.208
3 2 1 25408 654.573
-4 -2 -1 110.988 36.8528
4 2 1 96.8417 44.7368
-5 -2 -1 2350.97 224.357
5 2 1 2479.32 219.465
6 2 1 19764.7 712.228
-6 -2 -1 22072.2 766.479
7 2 1 52471.7 1325.15
-7 -2 -1 60172.7 1424.36
-8 -2 -1 2148.79 270.611
-9 -2 -1 32868.3 1162.74
-10 2 -1 8691.26 632.491
-10 -2 -1 8137.53 647.981
-10 -2 -1 9296.23 632.923
-11 2 -1 21737.4 1053.38
-11 -2 -1 24450 1085.86
-11 -2 -1 21393.5 1095.09
-12 2 -1 2.68471 71.161
-13 2 -1 1128.92 240.609
-13 -2 -1 1318.24 211.162
-14 2 -1 1423.71 249.227
-15 2 -1 276.981 97.2007
-15 -3 1 308.008 75.957
14 -3 -1 -21.1473 26.4522
13 -3 -1 4908.37 513.216
12 -3 -1 12.4865 40.4642
11 -3 -1 5359.74 599.102
10 3 -1 1035.35 252.969
10 -3 -1 984.362 263.151
-10 -3 1 1153.52 228.169
9 -3 -1 2824.67 415.866
-9 -3 1 2485.57 327.324
9 3 -1 2483.35 342.829
-8 -3 1 2076.32 275.026
8 3 -1 1665.23 280.003
-7 -3 1 19867.6 810.958
7 3 -1 17948.9 842.965
6 3 -1 18064.8 811.466
-6 -3 1 17310.6 711.967
5 3 -1 41.8449 48.1274
-5 -3 1 95.975 48.5969
-4 -3 1 3075.81 256.105
4 3 -1 3508.9 303.565
3 3 -1 13809.6 592.869
-3 -3 1 11980.5 531.742
-3 -3 1 12994 491.428
2 -3 -1 10.7031 19.8256
2 3 -1 35.558 28.2899
-2 -3 1 38.3587 45.7389
-2 -3 1 18.3488 33.1293
1 -3 -1 1775.53 167.444
-1 -3 1 1581.57 180.351
0 -3 -1 32581.6 763.638
0 3 -1 35431.8 887.972
0 -3 1 34727.2 875.729
-1 3 -1 23732.9 786.036
1 -3 1 24626.1 709.967
-1 -3 -1 23785 659.04
-1 -3 -1 23793 647.674
-2 -3 -1 952.463 122.321
-2 -3 -1 842.37 127.305
2 3 1 933.199 135.96
3 3 1 1184.73 164.144
-3 -3 -1 1188.93 157.96
-4 -3 -1 482.111 112.228
4 3 1 487.233 109.248
5 3 1 146.21 79.7851
-5 -3 -1 131.976 62.3548
6 3 1 -26.4415 53.7278
-6 -3 -1 -15.1218 24.8506
-7 -3 -1 1155.08 207.905
-8 -3 -1 941.753 201.812
-9 -3 -1 12738.4 755.029
9 -3 1 11023 817.573
10 -3 1 1921.72 350.693
-10 -3 -1 1598.17 280.866
11 -3 1 14558.9 944.046
-11 3 -1 14925.9 842.985
-12 3 -1 624.161 170.542
12 -3 1 839.39 219.354
-13 3 -1 2395.96 313.146
-13 -3 -1 3095.19 328.547
-14 -3 -1 185.374 59.8989
-14 3 -1 246.167 80.7356
15 -3 1 123.538 62.1961
-14 -4 1 307.078 87.9453
14 -4 -1 177.833 80.214
13 -4 -1 -5.90074 48.7258
12 -4 -1 80.9375 74.0935
11 -4 -1 -0.73014 66.1273
10 -4 -1 1541.27 314.558
-9 -4 1 88.4544 65.975
9 4 -1 -209.733 124.076
9 -4 -1 -100.614 105.545
-8 -4 1 647.994 166.903
8 -4 -1 950.874 247.959
8 4 -1 755.666 181.258
7 -4 -1 233.021 119.204
-7 -4 1 107.378 63.5468
7 4 -1 109.788 88.5626
6 4 -1 772.373 182.824
5 4 -1 1378.52 228.769
4 4 -1 1337.6 217.111
-3 -4 1 554.454 136.888
3 4 -1 769.991 165.375
-2 -4 1 1207.26 188.893
2 4 -1 2213.39 269.202
-1 -4 1 333.098 101.181
-1 -4 1 455.646 137.179
1 4 -1 482.088 129.746
0 -4 1 5072.11 384.911
1 -4 1 524.312 123.835
2 4 1 4.78243 18.687
2 -4 1 -14.3642 29.5148
3 4 1 2057.61 253.138
3 -4 1 1537.75 200.507
-4 -4 -1 8603.76 513.2
4 4 1 7933.66 518.65
-5 -4 -1 3800.64 360.24
5 4 1 3542.24 348.658
-6 -4 -1 6038.12 478.434
-7 -4 -1 264.929 109.09
7 -4 1 419.263 165.472
8 -4 1 254.008 144.661
-8 -4 -1 201.283 102.181
9 -4 1 2209.69 389.417
-9 -4 -1 1950.61 305.889
10 -4 1 2931.8 430.489
11 -4 1 -67.3813 82.0346
11 -4 1 -57.838 66.0782
-12 -4 -1 86.1771 40.4366
12 -4 1 121.469 76.9138
-13 -4 -1 287.291 90.4753
13 -4 1 164.67 84.4245
-14 -4 -1 862.989 131.646
-13 -5 1 14.4511 23.6635
13 -5 -1 -61.0197 51.2901
12 -5 -1 19.0546 43.305
-12 -5 1 33.4351 39.8755
11 -5 -1 116.406 71.1876
10 -5 -1 1128.51 259.49
9 -5 -1 54.5808 39.6573
8 -5 -1 44.3013 73.114
8 -5 -1 26.2293 38.6171
7 -5 -1 10894 793.026
7 -5 -1 10339.1 834.348
6 -5 -1 8977.5 763.737
6 -5 -1 9245.03 742.74
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