#------------------------------------------------------------------------------
#$Date: 2019-11-07 20:37:31 +0100 (jue 07 de nov de 2019) $
#$Revision: 223562 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/42/7234277.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_7234277
loop_
_publ_author_name
'Mroz, D.'
'George, J.'
'Kremer, M.'
'Wang, R.'
'Englert, U.'
'Dronskowski, R.'
_publ_section_title
;
 A new tool for validating theoretically derived anisotropic displacement
 parameters with experiment: directionality of prolate displacement
 ellipsoids
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              6396
_journal_paper_doi               10.1039/C9CE00794F
_journal_volume                  21
_journal_year                    2019
_chemical_formula_sum            'C4 H12 N2 Ni O6'
_chemical_formula_weight         242.87
_chemical_name_systematic        3
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-05-21 deposited with the CCDC.    2019-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.6070(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.56360(11)
_cell_length_b                   6.56610(10)
_cell_length_c                   9.58260(13)
_cell_measurement_reflns_used    5684
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.33
_cell_measurement_theta_min      3.01
_cell_volume                     425.506(11)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2009)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_molecular_graphics    'Mercury (Macrae et al. (2006)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2015b)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10633
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.347
_diffrn_reflns_theta_min         3.910
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.283
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_description       block
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         2049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0203
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0200P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0495
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1877
_reflns_number_total             2049
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00794f2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7234276--7234278.cif.'
_cod_original_cell_volume        425.505(11)
_cod_database_code               7234277
_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_min   0.658
_shelx_estimated_absorpt_t_max   0.804
_shelx_res_file
;

    100.res created by SHELXL-2014/7


TITL m17_18
CELL  0.71073    7.5636    6.5661    9.5826    90.000   116.607    90.000
ZERR     2    0.00011    0.00010    0.00013    0.0000    0.0009    0.0000
LATT   1
SYMM             - X ,    0.50000 + Y ,    0.50000 - Z
SFAC  C   H   N   NI  O
UNIT    8   24   4   2  12
OMIT -2
TEMP  -173
SIZE  .2 .11 .1
ACTA
PLAN  -10
BOND $H
CONF
HTAB
L.S.     5
OMIT 1 0 0
WGHT    0.020000    0.200000
FVAR       1.13530
NI1   4    0.500000    0.500000    0.000000    10.50000    0.00706    0.00708 =
         0.00731    0.00037    0.00375    0.00014
O1    5    0.569889    0.221837    0.114144    11.00000    0.01033    0.00961 =
         0.01181    0.00166    0.00643    0.00102
O2    5    0.811225   -0.010801    0.207394    11.00000    0.01136    0.00988 =
         0.01175    0.00283    0.00395    0.00120
O3    5    0.632726    0.640494    0.218778    11.00000    0.01191    0.01063 =
         0.01046   -0.00155    0.00631   -0.00137
H1W   2    0.559725    0.656845    0.262424    11.00000   -1.20000
H2W   2    0.677067    0.751985    0.212603    11.00000   -1.20000
N1    3    0.778027    0.460150    0.010368    11.00000    0.00948    0.00957 =
         0.00940    0.00087    0.00472   -0.00039
H1N   2    0.866000    0.527350    0.088586    11.00000   -1.20000
H2N   2    0.787964    0.499200   -0.070351    11.00000   -1.20000
C1    1    0.729654    0.142466    0.126329    11.00000    0.00921    0.00854 =
         0.00782   -0.00074    0.00313   -0.00082
C2    1    0.826258    0.240608    0.033792    11.00000    0.00989    0.00981 =
         0.01079    0.00112    0.00579    0.00078
AFIX  23
H2A   2    0.971449    0.223031    0.090549    11.00000   -1.20000
H2B   2    0.779104    0.172556   -0.068853    11.00000   -1.20000
AFIX   0
HKLF 4 1  1.0000  0.0000  0.0000  0.0000 -1.0000  0.0000 -1.0000  0.0000 -1.0000

REM  m17_18
REM R1 =  0.0203 for    1877 Fo > 4sig(Fo)  and  0.0226 for all    2049 data
REM     73 parameters refined using      0 restraints

END

WGHT      0.0220      0.1624

REM Instructions for potential hydrogen bonds
EQIV $1 -x+1, y+1/2, -z+1/2
HTAB O3 O1_$1
EQIV $2 x, y+1, z
HTAB O3 O2_$2
EQIV $3 -x+2, y+1/2, -z+1/2
HTAB N1 O2_$3
EQIV $4 x, -y+1/2, z-1/2
HTAB N1 O2_$4
HTAB C2 O2_$3

REM Highest difference peak  0.440,  deepest hole -0.353,  1-sigma level  0.077
Q1    1   0.6470  0.1827  0.1132  11.00000  0.05    0.44
Q2    1   0.7857  0.2000  0.0817  11.00000  0.05    0.43
Q3    1   0.7700  0.0691  0.1721  11.00000  0.05    0.41
Q4    1   0.6243  0.3547  0.2163  11.00000  0.05    0.37
Q5    1   0.4843  0.5764  0.0334  11.00000  0.05    0.34
Q6    1   0.7973  0.3496  0.0179  11.00000  0.05    0.32
Q7    1   0.4959  0.4645  0.0635  11.00000  0.05    0.32
Q8    1   0.3132  0.5280  0.0128  11.00000  0.05    0.31
Q9    1   0.5852  0.4785  0.0517  11.00000  0.05    0.28
Q10   1   0.5183  0.1729  0.1463  11.00000  0.05    0.27
;
_shelx_res_checksum              41111
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
Ni1 Ni 0.5000 0.5000 0.0000 0.00695(4) Uani 1 2 d S . P
O1 O 0.56989(9) 0.22184(9) 0.11414(7) 0.01003(10) Uani 1 1 d . . .
O2 O 0.81123(10) -0.01080(9) 0.20739(8) 0.01146(11) Uani 1 1 d . . .
O3 O 0.63273(9) 0.64049(10) 0.21878(7) 0.01051(10) Uani 1 1 d . . .
H1W H 0.560(2) 0.657(2) 0.2624(16) 0.013 Uiso 1 1 d . U .
H2W H 0.677(2) 0.752(2) 0.2126(16) 0.013 Uiso 1 1 d . U .
N1 N 0.77803(11) 0.46015(11) 0.01037(8) 0.00930(11) Uani 1 1 d . . .
H1N H 0.866(2) 0.527(2) 0.0886(17) 0.011 Uiso 1 1 d . U .
H2N H 0.788(2) 0.4992(19) -0.0704(18) 0.011 Uiso 1 1 d . U .
C1 C 0.72965(11) 0.14247(12) 0.12633(9) 0.00878(12) Uani 1 1 d . . .
C2 C 0.82626(12) 0.24061(12) 0.03379(9) 0.00973(12) Uani 1 1 d . . .
H2A H 0.9714 0.2230 0.0905 0.012 Uiso 1 1 calc R U .
H2B H 0.7791 0.1726 -0.0689 0.012 Uiso 1 1 calc R U .
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
Ni1 0.00706(6) 0.00708(6) 0.00731(6) 0.00037(4) 0.00375(5) 0.00014(4)
O1 0.0103(2) 0.0096(2) 0.0118(2) 0.00166(19) 0.00643(19) 0.00102(18)
O2 0.0114(3) 0.0099(2) 0.0117(2) 0.00283(19) 0.0039(2) 0.00120(18)
O3 0.0119(3) 0.0106(2) 0.0105(2) -0.0016(2) 0.0063(2) -0.00137(19)
N1 0.0095(3) 0.0096(3) 0.0094(3) 0.0009(2) 0.0047(2) -0.0004(2)
C1 0.0092(3) 0.0085(3) 0.0078(3) -0.0007(2) 0.0031(2) -0.0008(2)
C2 0.0099(3) 0.0098(3) 0.0108(3) 0.0011(2) 0.0058(2) 0.0008(2)
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'
Ni Ni 0.3393 1.1124 '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
O1 Ni1 O1 180.0 . 3_665
O1 Ni1 N1 81.39(3) . .
O1 Ni1 N1 98.61(3) 3_665 .
O1 Ni1 N1 98.61(3) . 3_665
O1 Ni1 N1 81.39(3) 3_665 3_665
N1 Ni1 N1 180.0 . 3_665
O1 Ni1 O3 88.01(2) . .
O1 Ni1 O3 92.00(2) 3_665 .
N1 Ni1 O3 89.22(3) . .
N1 Ni1 O3 90.78(3) 3_665 .
O1 Ni1 O3 91.99(2) . 3_665
O1 Ni1 O3 88.00(2) 3_665 3_665
N1 Ni1 O3 90.78(3) . 3_665
N1 Ni1 O3 89.22(3) 3_665 3_665
O3 Ni1 O3 180.0 . 3_665
C1 O1 Ni1 114.63(5) . .
Ni1 O3 H1W 115.5(9) . .
Ni1 O3 H2W 110.5(10) . .
H1W O3 H2W 107.8(13) . .
C2 N1 Ni1 107.80(5) . .
C2 N1 H1N 108.8(9) . .
Ni1 N1 H1N 110.2(10) . .
C2 N1 H2N 108.4(9) . .
Ni1 N1 H2N 114.8(10) . .
H1N N1 H2N 106.7(14) . .
O2 C1 O1 124.75(8) . .
O2 C1 C2 118.04(7) . .
O1 C1 C2 117.21(7) . .
N1 C2 C1 110.54(7) . .
N1 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
N1 C2 H2B 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 2.0722(6) .
Ni1 O1 2.0722(6) 3_665
Ni1 N1 2.0769(7) .
Ni1 N1 2.0769(7) 3_665
Ni1 O3 2.0902(6) .
Ni1 O3 2.0902(6) 3_665
O1 C1 1.2724(10) .
O2 C1 1.2520(10) .
O3 H1W 0.836(14) .
O3 H2W 0.818(15) .
N1 C2 1.4792(11) .
N1 H1N 0.867(14) .
N1 H2N 0.850(15) .
C1 C2 1.5218(11) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
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
Ni1 O1 C1 O2 170.55(6)
Ni1 O1 C1 C2 -10.16(9)
Ni1 N1 C2 C1 -30.76(7)
O2 C1 C2 N1 -152.33(7)
O1 C1 C2 N1 28.33(10)
