#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:36:47 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230206 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/77/7057781.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_7057781
loop_
_publ_author_name
'Ji, Bao-Qian'
'Jagodič, Marko'
'Ma, Hui-Yan'
'Su, Hai-Feng'
'Li, Yun-Wu'
'Tung, Chen-Ho'
'Sun, Di'
_publ_section_title
;
 Solution behavior and magnetic properties of a novel nonanuclear
 copper(ii) cluster
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17884
_journal_paper_doi               10.1039/C8NJ04230F
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C12 H18 N4 O2'
_chemical_formula_sum            'C12 H18 N4 O2'
_chemical_formula_weight         250.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yab'
_space_group_name_H-M_alt        'P 1 21/a 1'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2018-09-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_audit_update_record
;
2018-09-24 deposited with the CCDC.
2018-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.39(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.20(3)
_cell_length_b                   6.330(19)
_cell_length_c                   11.25(3)
_cell_measurement_reflns_used    349
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      19.044
_cell_measurement_theta_min      3.817
_cell_volume                     622(3)
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      298
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1035
_diffrn_reflns_av_unetI/netI     0.1369
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3799
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         1.907
_diffrn_source                   'sealed tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0719 before and 0.0555 after correction.
The Ratio of minimum to maximum transmission is 0.7212.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       block
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         1260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0683
_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)+(0.0665P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1704
_reflns_Friedel_coverage         0.000
_reflns_number_gt                595
_reflns_number_total             1260
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj04230f2.cif
_cod_data_source_block           170525c_0m
_cod_depositor_comments
'Adding full bibliography for 7057781--7057782.cif.'
_cod_database_code               7057781
_shelx_shelxl_version_number     2014/7
_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   0.994
_shelx_estimated_absorpt_t_min   0.991
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_file
;
    170525c_0m.res created by SHELXL-2014/7

TITL 170525c_0m in P21/a
CELL 0.71073 9.1954 6.3303 11.2528 90 108.3921 90
ZERR 2 0.0282 0.0194 0.0344 0 0.0283 0
LATT 1
SYMM 0.5-X,0.5+Y,-Z
SFAC C H N O
UNIT 24 36 8 4

L.S. 10 0 0
PLAN  20
SIZE 0.1 0.08 0.06
TEMP 24.85
fmap 2 53
acta
SHEL 999 0.8
REM <olex2.extras>
REM <HklSrc "%.\\170525c_0m.hkl">
REM </olex2.extras>

WGHT    0.066500
FVAR       1.26586
O1    4    0.344733    0.478616    0.562878    11.00000    0.03868    0.04251 =
         0.03488    0.00263    0.01926   -0.00806
AFIX 147
H1    2    0.320302    0.369369    0.590847    11.00000   -1.50000
AFIX   0
N1    3    0.337736    0.463750    0.353965    11.00000    0.02546    0.03558 =
         0.02622   -0.00305    0.00660    0.00101
N2    3    0.254540    0.647993    0.321276    11.00000    0.03031    0.03364 =
         0.02930   -0.00078    0.00827    0.00349
C1    1    0.419158    0.146353    0.263233    11.00000    0.04301    0.04361 =
         0.06074   -0.01218    0.01709   -0.00056
AFIX 137
H1A   2    0.527110    0.173826    0.296740    11.00000   -1.50000
H1B   2    0.396693    0.084586    0.181498    11.00000   -1.50000
H1C   2    0.389198    0.050570    0.317436    11.00000   -1.50000
AFIX   0
C2    1    0.333759    0.346402    0.254043    11.00000    0.02925    0.03575 =
         0.03897   -0.00906    0.01390   -0.00516
C3    1    0.241166    0.452583    0.153431    11.00000    0.03170    0.05601 =
         0.02782   -0.01303    0.00536   -0.00822
AFIX  43
H3    2    0.213478    0.409563    0.070242    11.00000   -1.20000
AFIX   0
C4    1    0.195706    0.637388    0.198261    11.00000    0.02241    0.04283 =
         0.03347    0.00117    0.00637   -0.00726
C5    1    0.091617    0.805494    0.129126    11.00000    0.03128    0.05924 =
         0.03762    0.00199    0.00245    0.00097
AFIX 137
H5A   2   -0.009018    0.782758    0.135196    11.00000   -1.50000
H5B   2    0.086977    0.802481    0.042710    11.00000   -1.50000
H5C   2    0.129274    0.940449    0.164560    11.00000   -1.50000
AFIX   0
C6    1    0.429586    0.429479    0.484089    11.00000    0.03239    0.03345 =
         0.02601    0.00354    0.00826   -0.00489
AFIX  13
H6    2    0.461633    0.281240    0.495925    11.00000   -1.20000
AFIX   0
HKLF 4

REM  170525c_0m in P21/a
REM R1 =  0.0683 for     595 Fo > 4sig(Fo)  and  0.1616 for all    1260 data
REM     85 parameters refined using      0 restraints

END

WGHT      0.0665      0.0000

REM Highest difference peak  0.240,  deepest hole -0.275,  1-sigma level  0.062
Q1    1   0.1629  0.9343  0.0945  11.00000  0.05    0.24
Q2    1   0.0398  0.8589  0.1801  11.00000  0.05    0.24
Q3    1  -0.0050  0.7321  0.0461  11.00000  0.05    0.21
Q4    1   0.1394  0.3171  0.0150  11.00000  0.05    0.20
Q5    1   0.2361  0.3427  0.1968  11.00000  0.05    0.19
Q6    1   0.2654  0.4978  0.4840  11.00000  0.05    0.19
Q7    1   0.3297  0.7641  0.3415  11.00000  0.05    0.18
Q8    1   0.6377  0.2175  0.4939  11.00000  0.05    0.18
Q9    1   0.5885  0.0623  0.3524  11.00000  0.05    0.18
Q10   1   0.5460  0.2581  0.4385  11.00000  0.05    0.18
Q11   1   0.2676  0.7935  0.3636  11.00000  0.05    0.18
Q12   1   0.5205  0.4425  0.4996  11.00000  0.05    0.17
Q13   1   0.1247  0.9744 -0.0035  11.00000  0.05    0.17
Q14   1  -0.1420  0.6262  0.0948  11.00000  0.05    0.17
Q15   1  -0.0173  0.6195  0.1008  11.00000  0.05    0.17
Q16   1   0.3931  0.4608  0.4196  11.00000  0.05    0.16
Q17   1   0.4151  0.1455  0.6054  11.00000  0.05    0.16
Q18   1   0.2937  0.1716  0.1689  11.00000  0.05    0.16
Q19   1   0.3375  0.4455  0.0622  11.00000  0.05    0.16
Q20   1   0.4688 -0.1820  0.2757  11.00000  0.05    0.16
;
_shelx_res_checksum              32706
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
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
O1 O 0.3447(3) 0.4786(4) 0.5629(2) 0.0369(7) Uani 1 1 d .
H1 H 0.3203 0.3694 0.5908 0.055 Uiso 1 1 calc GR
N1 N 0.3377(3) 0.4638(5) 0.3540(2) 0.0295(8) Uani 1 1 d .
N2 N 0.2545(3) 0.6480(5) 0.3213(2) 0.0313(8) Uani 1 1 d .
C1 C 0.4192(5) 0.1464(6) 0.2632(4) 0.0490(12) Uani 1 1 d .
H1A H 0.5271 0.1738 0.2967 0.073 Uiso 1 1 calc GR
H1B H 0.3967 0.0846 0.1815 0.073 Uiso 1 1 calc GR
H1C H 0.3892 0.0506 0.3174 0.073 Uiso 1 1 calc GR
C2 C 0.3338(4) 0.3464(6) 0.2540(3) 0.0339(10) Uani 1 1 d .
C3 C 0.2412(4) 0.4526(6) 0.1534(3) 0.0395(11) Uani 1 1 d .
H3 H 0.2135 0.4096 0.0702 0.047 Uiso 1 1 calc R
C4 C 0.1957(4) 0.6374(6) 0.1983(3) 0.0335(9) Uani 1 1 d .
C5 C 0.0916(4) 0.8055(6) 0.1291(3) 0.0447(12) Uani 1 1 d .
H5A H -0.0090 0.7828 0.1352 0.067 Uiso 1 1 calc GR
H5B H 0.0870 0.8025 0.0427 0.067 Uiso 1 1 calc GR
H5C H 0.1293 0.9404 0.1646 0.067 Uiso 1 1 calc GR
C6 C 0.4296(4) 0.4295(6) 0.4841(3) 0.0308(9) Uani 1 1 d .
H6 H 0.4616 0.2812 0.4959 0.037 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0387(16) 0.0425(17) 0.0349(14) 0.0026(13) 0.0193(12) -0.0081(14)
N1 0.0255(18) 0.036(2) 0.0262(15) -0.0030(14) 0.0066(13) 0.0010(15)
N2 0.0303(18) 0.0336(19) 0.0293(16) -0.0008(14) 0.0083(13) 0.0035(16)
C1 0.043(3) 0.044(3) 0.061(3) -0.012(2) 0.017(2) -0.001(2)
C2 0.029(2) 0.036(2) 0.039(2) -0.0091(19) 0.0139(17) -0.0052(19)
C3 0.032(2) 0.056(3) 0.0278(19) -0.0130(19) 0.0054(17) -0.008(2)
C4 0.022(2) 0.043(3) 0.0335(19) 0.0012(18) 0.0064(16) -0.0073(18)
C5 0.031(2) 0.059(3) 0.038(2) 0.002(2) 0.0025(18) 0.001(2)
C6 0.032(2) 0.033(2) 0.0260(17) 0.0035(16) 0.0083(16) -0.0049(17)
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_3
N2 N1 C6 119.4(3) .
C2 N1 N2 112.3(3) .
C2 N1 C6 127.9(3) .
C4 N2 N1 104.2(3) .
N1 C2 C1 123.0(3) .
N1 C2 C3 105.6(4) .
C3 C2 C1 131.4(4) .
C2 C3 C4 107.1(4) .
N2 C4 C3 110.7(3) .
N2 C4 C5 119.9(4) .
C3 C4 C5 129.4(4) .
O1 C6 N1 110.1(4) .
O1 C6 C6 109.1(4) 3_666
N1 C6 C6 109.3(3) 3_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.389(5) .
N1 N2 1.380(5) .
N1 C2 1.338(5) .
N1 C6 1.457(5) .
N2 C4 1.319(6) .
C1 C2 1.476(6) .
C2 C3 1.360(5) .
C3 C4 1.390(6) .
C4 C5 1.478(6) .
C6 C6 1.520(8) 3_666
