#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:35:23 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232894 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/83/4348375.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_4348375
loop_
_publ_author_name
'Ambrosi, Gianluca'
'Formica, Mauro'
'Fusi, Vieri'
'Giorgi, Luca'
'Macedi, Eleonora'
'Micheloni, Mauro'
'Paoli, Paola'
'Rossi, Patrizia'
_publ_section_title
;
 A Biphenol-Based Chemosensor for Zn(II) and Cd(II) Metal Ions: Synthesis,
 Potentiometric Studies, and Crystal Structures.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7676
_journal_page_last               7687
_journal_paper_doi               10.1021/acs.inorgchem.6b01145
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C38 H50 N2 Ni O6'
_chemical_formula_weight         689.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 123.330(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5622(8)
_cell_length_b                   21.2642(6)
_cell_length_c                   12.4986(6)
_cell_measurement_reflns_used    5405
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.1159
_cell_measurement_theta_min      4.2215
_cell_volume                     3455.7(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'ORTEP-3 (Farruggia, 1997)'
_computing_publication_material  'PARST97 (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR-97 (altomare, 1999)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 16.4547
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13616
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.180
_diffrn_reflns_theta_min         4.230
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       prism
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0300P)²+3.8016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0843
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3377
_reflns_number_total             4104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b01145_si_002.cif
_cod_data_source_block           4
_cod_original_cell_volume        3455.7(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4348375
_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           2014-1
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.83260(2) 0.2500 0.01835(9) Uani 1 2 d S T P A .
O1 O 0.62417(8) 0.82636(5) 0.43622(10) 0.0196(2) Uani 1 1 d . . . . .
O2 O 0.71359(9) 0.74800(6) 0.61316(11) 0.0230(3) Uani 1 1 d . . . . .
H2O H 0.6862(15) 0.7738(9) 0.5433(19) 0.028 Uiso 1 1 d . U . . .
N1 N 0.57274(11) 0.90518(7) 0.21263(13) 0.0277(3) Uani 1 1 d . . . . .
C1 C 0.68505(14) 0.90763(9) 0.31494(17) 0.0289(4) Uani 1 1 d . . . . .
H1A H 0.7169(16) 0.9408(10) 0.2903(19) 0.035 Uiso 1 1 d . U . . .
H1B H 0.7123(16) 0.8648(10) 0.3111(19) 0.035 Uiso 1 1 d . U . . .
C2 C 0.71080(13) 0.92009(8) 0.44752(16) 0.0257(4) Uani 1 1 d . . . . .
C3 C 0.68064(13) 0.87583(8) 0.50378(15) 0.0217(3) Uani 1 1 d . . . . .
C4 C 0.70979(13) 0.88494(8) 0.63185(15) 0.0250(4) Uani 1 1 d . . . . .
C5 C 0.76613(15) 0.93900(9) 0.69591(17) 0.0332(5) Uani 1 1 d . . . . .
H5 H 0.7854(17) 0.9457(10) 0.781(2) 0.040 Uiso 1 1 d . U . . .
C6 C 0.79365(16) 0.98279(9) 0.63938(19) 0.0373(5) Uani 1 1 d . . . . .
H6 H 0.8314(17) 1.0198(11) 0.683(2) 0.045 Uiso 1 1 d . U . . .
C7 C 0.76609(15) 0.97315(9) 0.51454(19) 0.0342(5) Uani 1 1 d . . . . .
H7 H 0.7859(17) 1.0021(10) 0.475(2) 0.041 Uiso 1 1 d . U . . .
C8 C 0.68205(13) 0.84014(9) 0.69936(15) 0.0266(4) Uani 1 1 d . . . . .
C9 C 0.68623(13) 0.77480(9) 0.68962(15) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.66858(14) 0.73477(11) 0.76374(18) 0.0328(4) Uani 1 1 d . . . . .
H10 H 0.6767(17) 0.6901(11) 0.760(2) 0.039 Uiso 1 1 d . U . . .
C11 C 0.64482(16) 0.75883(13) 0.84680(19) 0.0426(5) Uani 1 1 d . . . . .
H11 H 0.6335(19) 0.7306(11) 0.897(2) 0.051 Uiso 1 1 d . U . . .
C12 C 0.63807(17) 0.82305(13) 0.85627(19) 0.0462(6) Uani 1 1 d . . . . .
H12 H 0.623(2) 0.8423(11) 0.915(2) 0.055 Uiso 1 1 d . U . . .
C13 C 0.65622(16) 0.86262(11) 0.78364(18) 0.0376(5) Uani 1 1 d . . . . .
H13 H 0.6545(18) 0.9074(11) 0.790(2) 0.045 Uiso 1 1 d . U . . .
C14 C 0.51893(16) 0.96433(9) 0.2057(2) 0.0422(6) Uani 1 1 d . . . . .
H14A H 0.4629(19) 0.9671(11) 0.119(2) 0.051 Uiso 1 1 d . U . . .
H14B H 0.5658(19) 0.9991(11) 0.225(2) 0.051 Uiso 1 1 d . U . . .
C15 C 0.56660(19) 0.89529(14) 0.09138(19) 0.0466(6) Uani 1 1 d . . . . .
H15A H 0.496(2) 0.8932(13) 0.024(3) 0.070 Uiso 1 1 d . U . . .
H15B H 0.606(2) 0.8563(14) 0.098(3) 0.070 Uiso 1 1 d . U . . .
H15C H 0.597(2) 0.9308(13) 0.076(3) 0.070 Uiso 1 1 d . U . . .
O1B O 0.42423(10) 0.76353(6) 0.28526(11) 0.0282(3) Uani 1 1 d . . . . .
H1OB H 0.3618(19) 0.7594(10) 0.225(2) 0.042 Uiso 1 1 d . U . . .
C1B_a C 0.4682(2) 0.69987(14) 0.3398(3) 0.0295(9) Uani 0.611(5) 1 d . . P A 1
H1BA_a H 0.543(3) 0.7010(17) 0.374(4) 0.035 Uiso 0.611(5) 1 d . U P A 1
H1BB_a H 0.434(3) 0.6657(17) 0.271(4) 0.035 Uiso 0.611(5) 1 d . U P A 1
C2B_a C 0.4518(3) 0.6852(2) 0.4454(5) 0.0347(10) Uani 0.611(5) 1 d . . P A 1
H2BA_a H 0.482(3) 0.718(2) 0.511(4) 0.042 Uiso 0.611(5) 1 d . U P A 1
H2BB_a H 0.375(3) 0.6852(18) 0.406(4) 0.042 Uiso 0.611(5) 1 d . U P A 1
C3B_a C 0.4960(6) 0.6203(4) 0.5059(10) 0.059(3) Uani 0.611(5) 1 d . . P A 1
H3BA_a H 0.571(4) 0.623(2) 0.546(5) 0.071 Uiso 0.611(5) 1 d . U P A 1
H3BB_a H 0.480(4) 0.589(3) 0.449(5) 0.071 Uiso 0.611(5) 1 d . U P A 1
C4B_a C 0.4690(4) 0.6033(3) 0.6027(5) 0.079(2) Uani 0.611(5) 1 d . . P A 1
H4BA_a H 0.505(5) 0.633(3) 0.681(6) 0.119 Uiso 0.611(5) 1 d . U P A 1
H4BB_a H 0.389(6) 0.606(3) 0.563(7) 0.119 Uiso 0.611(5) 1 d . U P A 1
H4BC_a H 0.491(6) 0.562(4) 0.632(7) 0.119 Uiso 0.611(5) 1 d . U P A 1
C5B_b C 0.4402(3) 0.7382(2) 0.4027(4) 0.0247(13) Uani 0.389(5) 1 d . . P A 2
H5BA_b H 0.371(4) 0.742(2) 0.399(5) 0.030 Uiso 0.389(5) 1 d . U P A 2
H5BB_b H 0.494(4) 0.764(2) 0.483(5) 0.030 Uiso 0.389(5) 1 d . U P A 2
C6B_b C 0.4725(5) 0.6706(3) 0.4109(6) 0.0259(14) Uani 0.389(5) 1 d . . P A 2
H6BA_b H 0.538(5) 0.674(3) 0.429(5) 0.031 Uiso 0.389(5) 1 d . U P A 2
H6BB_b H 0.437(5) 0.653(3) 0.332(6) 0.031 Uiso 0.389(5) 1 d . U P A 2
C7B_b C 0.4674(9) 0.6342(5) 0.5092(10) 0.029(2) Uani 0.389(5) 1 d . . P A 2
H7BA_b H 0.491(5) 0.656(3) 0.578(6) 0.035 Uiso 0.389(5) 1 d . U P A 2
H7BB_b H 0.394(5) 0.633(3) 0.484(5) 0.035 Uiso 0.389(5) 1 d . U P A 2
C8B_b C 0.5101(5) 0.5679(3) 0.5340(7) 0.0459(18) Uani 0.389(5) 1 d . . P A 2
H8BA_b H 0.503(7) 0.548(4) 0.595(9) 0.069 Uiso 0.389(5) 1 d . U P A 2
H8BB_b H 0.577(6) 0.568(4) 0.561(7) 0.069 Uiso 0.389(5) 1 d . U P A 2
H8BC_b H 0.477(6) 0.546(4) 0.450(8) 0.069 Uiso 0.389(5) 1 d . U P A 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'
O O 0.0106 0.0060 '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'
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 172.60(6) . 2_655
O1 Ni1 O1B 90.24(5) . .
O1 Ni1 O1B 84.52(5) 2_655 .
O1 Ni1 O1B 84.52(5) . 2_655
O1 Ni1 O1B 90.24(5) 2_655 2_655
O1B Ni1 O1B 89.98(8) . 2_655
O1 Ni1 N1 90.74(5) . .
O1 Ni1 N1 94.67(5) 2_655 .
O1B Ni1 N1 177.91(6) . .
O1B Ni1 N1 91.95(6) 2_655 .
O1 Ni1 N1 94.67(5) . 2_655
O1 Ni1 N1 90.74(5) 2_655 2_655
O1B Ni1 N1 91.95(6) . 2_655
O1B Ni1 N1 177.91(6) 2_655 2_655
N1 Ni1 N1 86.13(9) . 2_655
C3 O1 Ni1 123.28(10) . .
C15 N1 C14 110.06(17) . .
C15 N1 C1 105.54(16) . .
C14 N1 C1 112.11(14) . .
C15 N1 Ni1 112.44(12) . .
C14 N1 Ni1 106.14(12) . .
C1 N1 Ni1 110.67(10) . .
N1 C1 C2 115.36(16) . .
C7 C2 C3 120.75(17) . .
C7 C2 C1 120.78(17) . .
C3 C2 C1 118.44(15) . .
O1 C3 C2 119.89(14) . .
O1 C3 C4 120.93(15) . .
C2 C3 C4 119.17(15) . .
C5 C4 C3 118.01(17) . .
C5 C4 C8 119.20(16) . .
C3 C4 C8 122.79(16) . .
C6 C5 C4 122.50(18) . .
C5 C6 C7 119.20(18) . .
C2 C7 C6 120.34(19) . .
C9 C8 C13 116.76(18) . .
C9 C8 C4 123.05(16) . .
C13 C8 C4 120.07(18) . .
O2 C9 C10 117.50(17) . .
O2 C9 C8 121.48(16) . .
C10 C9 C8 120.90(17) . .
C11 C10 C9 120.5(2) . .
C10 C11 C12 119.8(2) . .
C13 C12 C11 119.7(2) . .
C12 C13 C8 122.3(2) . .
N1 C14 C14 112.98(12) . 2_655
C5B_b O1B Ni1 132.5(2) . .
C1B_a O1B Ni1 124.33(15) . .
O1B C1B_a C2B_a 109.2(3) . .
C1B_a C2B_a C3B_a 111.7(6) . .
C4B_a C3B_a C2B_a 111.0(8) . .
O1B C5B_b C6B_b 106.7(4) . .
C7B_b C6B_b C5B_b 112.6(7) . .
C6B_b C7B_b C8B_b 115.8(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 2.0559(11) .
Ni1 O1 2.0559(11) 2_655
Ni1 O1B 2.0767(12) .
Ni1 O1B 2.0767(12) 2_655
Ni1 N1 2.1124(15) .
Ni1 N1 2.1125(14) 2_655
O1 C3 1.3327(19) .
O2 C9 1.366(2) .
N1 C15 1.480(3) .
N1 C14 1.487(3) .
N1 C1 1.496(2) .
C1 C2 1.499(2) .
C2 C7 1.387(2) .
C2 C3 1.401(2) .
C3 C4 1.417(2) .
C4 C5 1.400(3) .
C4 C8 1.485(3) .
C5 C6 1.372(3) .
C6 C7 1.388(3) .
C8 C9 1.399(3) .
C8 C13 1.402(3) .
C9 C10 1.392(3) .
C10 C11 1.378(3) .
C11 C12 1.380(3) .
C12 C13 1.376(3) .
C14 C14 1.514(5) 2_655
O1B C5B_b 1.451(4) .
O1B C1B_a 1.501(3) .
C1B_a C2B_a 1.509(6) .
C2B_a C3B_a 1.542(8) .
C3B_a C4B_a 1.526(13) .
C5B_b C6B_b 1.509(9) .
C6B_b C7B_b 1.490(13) .
C7B_b C8B_b 1.516(12) .
