#------------------------------------------------------------------------------
#$Date: 2019-11-17 11:18:36 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229546 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/60/7046014.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_7046014
loop_
_publ_author_name
'Saleem, Ayaan'
'Kobielska, Paulina A.'
'Harms, Klaus'
'Katsikogianni, Maria G.'
'Telford, Richard'
'Novitchi, Ghenadie'
'Nayak, Sanjit'
_publ_section_title
;
 Transition metal complexes of a versatile polyalkoxy oxazolidine-based
 ligand derived from in situ cyclization.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6156
_journal_page_last               6165
_journal_paper_doi               10.1039/c7dt04634k
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C15 H19 Cl N2 Ni O5'
_chemical_formula_sum            'C15 H19 Cl N2 Ni O5'
_chemical_formula_weight         401.48
_chemical_name_common            cmpd_3
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2018-03-23 deposited with the CCDC.
2018-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.0920(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0791(5)
_cell_length_b                   8.4696(3)
_cell_length_c                   14.1012(5)
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5132
_cell_measurement_theta_min      2.8054
_cell_volume                     1562.05(10)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20426
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         2.125
_diffrn_source                   'microfocus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.443
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0283
_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)+(0.0275P)²+1.6202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0667
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3270
_reflns_number_total             3590
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt04634k2.cif
_cod_data_source_block           cmpd_3_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7046012--7046017.cif.
;
_cod_database_code               7046014
_shelx_shelxl_version_number     2018/1
_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   0.824
_shelx_estimated_absorpt_t_max   0.893
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
Ni1 Ni 0.32697(2) 0.59304(2) 0.44415(2) 0.00909(7) Uani 1 1 d . .
Cl1 Cl 0.25830(3) 0.41471(5) 0.32934(3) 0.01651(10) Uani 1 1 d . .
O1 O 0.35886(9) 0.40882(14) 0.54012(9) 0.0139(3) Uani 1 1 d . .
O2 O 0.46376(10) 0.61345(16) 0.37482(9) 0.0155(3) Uani 1 1 d . .
H2 H 0.5158(19) 0.604(3) 0.4046(17) 0.023(6) Uiso 1 1 d . .
O3 O 0.38437(10) 0.75757(15) 0.54347(9) 0.0136(2) Uani 1 1 d . .
H3A H 0.4445(19) 0.783(3) 0.5482(17) 0.026(6) Uiso 1 1 d . .
H3 H 0.2587(17) 0.824(3) 0.3377(17) 0.019(6) Uiso 1 1 d . .
O4 O 0.10932(10) 0.95461(15) 0.43819(11) 0.0230(3) Uani 1 1 d . .
O5 O 0.42382(11) 1.14625(18) 0.44319(13) 0.0290(4) Uani 1 1 d . .
H5A H 0.394(2) 1.210(4) 0.449(2) 0.050(10) Uiso 1 1 d . .
N1 N 0.19714(11) 0.58957(16) 0.51605(10) 0.0103(3) Uani 1 1 d . .
N2 N 0.25191(11) 0.80516(17) 0.39364(10) 0.0103(3) Uani 1 1 d . .
C2 C 0.19115(12) 0.48130(19) 0.58652(11) 0.0101(3) Uani 1 1 d . .
C3 C 0.28009(13) 0.3843(2) 0.59817(12) 0.0117(3) Uani 1 1 d . .
C4 C 0.27583(14) 0.2719(2) 0.66973(12) 0.0155(3) Uani 1 1 d . .
H4 H 0.332785 0.204589 0.680417 0.019 Uiso 1 1 calc R U
C5 C 0.18786(14) 0.2566(2) 0.72675(12) 0.0179(4) Uani 1 1 d . .
H5 H 0.186959 0.177365 0.774439 0.021 Uiso 1 1 calc R U
C6 C 0.10333(14) 0.3516(2) 0.71614(13) 0.0176(4) Uani 1 1 d . .
H6 H 0.045605 0.338741 0.756207 0.021 Uiso 1 1 calc R U
C7 C 0.10362(13) 0.4692(2) 0.64446(12) 0.0133(3) Uani 1 1 d . .
C8 C 0.02332(13) 0.5786(2) 0.62601(13) 0.0162(4) Uani 1 1 d . .
H8 H -0.037142 0.575877 0.663217 0.019 Uiso 1 1 calc R U
C9 C 0.03284(13) 0.6882(2) 0.55467(13) 0.0155(4) Uani 1 1 d . .
H9 H -0.020177 0.762357 0.542903 0.019 Uiso 1 1 calc R U
C10 C 0.12239(12) 0.6889(2) 0.49923(12) 0.0112(3) Uani 1 1 d . .
C11 C 0.14181(12) 0.7995(2) 0.41593(12) 0.0128(3) Uani 1 1 d . .
H11 H 0.103299 0.760816 0.359195 0.015 Uiso 1 1 calc R U
C12 C 0.19548(14) 1.0536(2) 0.45114(16) 0.0231(4) Uani 1 1 d . .
H12A H 0.192002 1.107257 0.513424 0.028 Uiso 1 1 calc R U
H12B H 0.198210 1.134856 0.400753 0.028 Uiso 1 1 calc R U
C13 C 0.29020(13) 0.9464(2) 0.44630(13) 0.0141(3) Uani 1 1 d . .
C14 C 0.32283(14) 0.8967(2) 0.54634(13) 0.0164(4) Uani 1 1 d . .
H14A H 0.361996 0.983435 0.576352 0.020 Uiso 1 1 calc R U
H14B H 0.261316 0.876722 0.585344 0.020 Uiso 1 1 calc R U
C15 C 0.37895(14) 1.0201(2) 0.39140(14) 0.0184(4) Uani 1 1 d . .
H15A H 0.431348 0.938440 0.378748 0.022 Uiso 1 1 calc R U
H15B H 0.353730 1.059939 0.329645 0.022 Uiso 1 1 calc R U
C16 C 0.48023(16) 0.5610(3) 0.27980(14) 0.0290(5) Uani 1 1 d . .
H16A H 0.545438 0.602753 0.256610 0.043 Uiso 1 1 calc R U
H16B H 0.424527 0.598878 0.239185 0.043 Uiso 1 1 calc R U
H16C H 0.482012 0.445336 0.278412 0.043 Uiso 1 1 calc R U
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'
Cl Cl 0.1484 0.1585 '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'
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
N1 Ni1 O2 175.45(6)
N1 Ni1 O1 80.16(5)
O2 Ni1 O1 101.36(5)
N1 Ni1 O3 88.54(5)
O2 Ni1 O3 87.19(5)
O1 Ni1 O3 89.59(5)
N1 Ni1 N2 78.00(6)
O2 Ni1 N2 99.72(5)
O1 Ni1 N2 156.10(5)
O3 Ni1 N2 80.29(5)
N1 Ni1 Cl1 90.91(4)
O2 Ni1 Cl1 93.31(4)
O1 Ni1 Cl1 92.35(4)
O3 Ni1 Cl1 177.86(4)
N2 Ni1 Cl1 97.57(4)
C3 O1 Ni1 110.92(10)
C16 O2 Ni1 123.70(12)
C16 O2 H2 109.2(17)
Ni1 O2 H2 118.8(17)
C14 O3 Ni1 111.31(10)
C14 O3 H3A 109.0(17)
Ni1 O3 H3A 124.5(17)
C11 O4 C12 109.80(13)
C15 O5 H5A 115(3)
C10 N1 C2 121.54(15)
C10 N1 Ni1 122.54(12)
C2 N1 Ni1 115.88(11)
C11 N2 C13 104.27(13)
C11 N2 Ni1 110.19(10)
C13 N2 Ni1 110.43(10)
C11 N2 H3 108.8(16)
C13 N2 H3 107.0(16)
Ni1 N2 H3 115.5(16)
N1 C2 C7 121.46(15)
N1 C2 C3 115.09(15)
C7 C2 C3 123.44(15)
O1 C3 C4 125.79(16)
O1 C3 C2 117.94(15)
C4 C3 C2 116.27(16)
C3 C4 C5 120.74(17)
C3 C4 H4 119.6
C5 C4 H4 119.6
C6 C5 C4 122.70(17)
C6 C5 H5 118.7
C4 C5 H5 118.7
C5 C6 C7 119.02(17)
C5 C6 H6 120.5
C7 C6 H6 120.5
C2 C7 C6 117.81(16)
C2 C7 C8 116.45(16)
C6 C7 C8 125.73(16)
C9 C8 C7 120.36(16)
C9 C8 H8 119.8
C7 C8 H8 119.8
C8 C9 C10 119.04(16)
C8 C9 H9 120.5
C10 C9 H9 120.5
N1 C10 C9 121.13(16)
N1 C10 C11 114.13(14)
C9 C10 C11 124.74(15)
O4 C11 N2 108.10(13)
O4 C11 C10 110.42(14)
N2 C11 C10 110.36(13)
O4 C11 H11 109.3
N2 C11 H11 109.3
C10 C11 H11 109.3
O4 C12 C13 106.61(14)
O4 C12 H12A 110.4
C13 C12 H12A 110.4
O4 C12 H12B 110.4
C13 C12 H12B 110.4
H12A C12 H12B 108.6
N2 C13 C15 109.22(14)
N2 C13 C14 109.30(14)
C15 C13 C14 111.57(15)
N2 C13 C12 103.02(14)
C15 C13 C12 113.19(15)
C14 C13 C12 110.16(15)
O3 C14 C13 110.91(14)
O3 C14 H14A 109.5
C13 C14 H14A 109.5
O3 C14 H14B 109.5
C13 C14 H14B 109.5
H14A C14 H14B 108.0
O5 C15 C13 111.10(16)
O5 C15 H15A 109.4
C13 C15 H15A 109.4
O5 C15 H15B 109.4
C13 C15 H15B 109.4
H15A C15 H15B 108.0
O2 C16 H16A 109.5
O2 C16 H16B 109.5
H16A C16 H16B 109.5
O2 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 N1 1.9792(14)
Ni1 O2 2.0475(13)
Ni1 O1 2.1066(12)
Ni1 O3 2.1127(12)
Ni1 N2 2.1672(14)
Ni1 Cl1 2.3883(5)
O1 C3 1.333(2)
O2 C16 1.428(2)
O2 H2 0.80(3)
O3 C14 1.428(2)
O3 H3A 0.82(3)
O4 C11 1.416(2)
O4 C12 1.416(2)
O5 C15 1.421(2)
O5 H5A 0.67(3)
N1 C10 1.311(2)
N1 C2 1.355(2)
N2 C11 1.475(2)
N2 C13 1.494(2)
N2 H3 0.81(2)
C2 C7 1.411(2)
C2 C3 1.433(2)
C3 C4 1.389(2)
C4 C5 1.411(3)
C4 H4 0.9500
C5 C6 1.376(3)
C5 H5 0.9500
C6 C7 1.419(2)
C6 H6 0.9500
C7 C8 1.425(2)
C8 C9 1.374(3)
C8 H8 0.9500
C9 C10 1.409(2)
C9 H9 0.9500
C10 C11 1.524(2)
C11 H11 1.0000
C12 C13 1.538(2)
C12 H12A 0.9900
C12 H12B 0.9900
C13 C15 1.529(3)
C13 C14 1.532(2)
C14 H14A 0.9900
C14 H14B 0.9900
C15 H15A 0.9900
C15 H15B 0.9900
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O1 0.80(3) 1.82(3) 2.6167(18) 173(2) 3_666 yes
O3 H3A O5 0.82(3) 1.83(3) 2.6440(19) 176(2) 3_676 yes
O5 H5A Cl1 0.67(3) 3.00(3) 3.5246(17) 137(3) 1_565 yes
O5 H5A O1 0.67(3) 2.17(3) 2.746(2) 145(3) 1_565 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
C10 N1 C2 C7 0.7(2)
Ni1 N1 C2 C7 178.53(12)
C10 N1 C2 C3 -178.11(15)
Ni1 N1 C2 C3 -0.32(18)
Ni1 O1 C3 C4 -179.98(14)
Ni1 O1 C3 C2 0.21(18)
N1 C2 C3 O1 0.1(2)
C7 C2 C3 O1 -178.77(15)
N1 C2 C3 C4 -179.77(15)
C7 C2 C3 C4 1.4(2)
O1 C3 C4 C5 -179.82(16)
C2 C3 C4 C5 0.0(2)
C3 C4 C5 C6 -1.0(3)
C4 C5 C6 C7 0.6(3)
N1 C2 C7 C6 179.48(16)
C3 C2 C7 C6 -1.8(2)
N1 C2 C7 C8 -1.2(2)
C3 C2 C7 C8 177.53(16)
C5 C6 C7 C2 0.7(3)
C5 C6 C7 C8 -178.51(17)
C2 C7 C8 C9 0.3(2)
C6 C7 C8 C9 179.56(17)
C7 C8 C9 C10 1.0(3)
C2 N1 C10 C9 0.7(2)
Ni1 N1 C10 C9 -176.97(12)
C2 N1 C10 C11 -178.75(14)
Ni1 N1 C10 C11 3.6(2)
C8 C9 C10 N1 -1.5(3)
C8 C9 C10 C11 177.82(16)
C12 O4 C11 N2 -12.3(2)
C12 O4 C11 C10 108.50(17)
C13 N2 C11 O4 25.84(17)
Ni1 N2 C11 O4 144.35(11)
C13 N2 C11 C10 -95.01(15)
Ni1 N2 C11 C10 23.49(16)
N1 C10 C11 O4 -138.10(15)
C9 C10 C11 O4 42.5(2)
N1 C10 C11 N2 -18.6(2)
C9 C10 C11 N2 161.96(16)
C11 O4 C12 C13 -6.1(2)
C11 N2 C13 C15 -148.68(14)
Ni1 N2 C13 C15 92.98(14)
C11 N2 C13 C14 89.00(15)
Ni1 N2 C13 C14 -29.33(16)
C11 N2 C13 C12 -28.11(17)
Ni1 N2 C13 C12 -146.45(12)
O4 C12 C13 N2 21.5(2)
O4 C12 C13 C15 139.33(16)
O4 C12 C13 C14 -94.99(18)
Ni1 O3 C14 C13 -40.97(16)
N2 C13 C14 O3 46.73(19)
C15 C13 C14 O3 -74.17(18)
C12 C13 C14 O3 159.23(14)
N2 C13 C15 O5 -174.67(14)
C14 C13 C15 O5 -53.7(2)
C12 C13 C15 O5 71.2(2)
