#------------------------------------------------------------------------------
#$Date: 2021-07-01 07:22:23 +0300 (Thu, 01 Jul 2021) $
#$Revision: 266839 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/31/7243121.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_7243121
loop_
_publ_author_name
'Kushvaha, Saroj Kumar'
'Francis, Maria'
'Kumar, Jayasree'
'Nag, Ekta'
'Ravichandran, Prathap'
'Roy, Sudipta'
'Chandra Mondal, Kartik'
_publ_section_title
;
 Synthesis, oligomerization and catalytic studies of a redox-active
 Ni4-cubane: a detailed mechanistic investigation
;
_journal_issue                   37
_journal_name_full               'RSC Advances'
_journal_page_first              22849
_journal_page_last               22858
_journal_paper_doi               10.1039/D1RA03071J
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C16 H16 O2'
_chemical_formula_sum            'C16 H16 O2'
_chemical_formula_weight         240.29
_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     dual
_audit_creation_date             2020-12-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-06-25 deposited with the CCDC.	2021-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.411(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.421(3)
_cell_length_b                   15.783(4)
_cell_length_c                   7.4458(16)
_cell_measurement_reflns_used    9439
_cell_measurement_temperature    297.49
_cell_measurement_theta_max      27.14
_cell_measurement_theta_min      3.14
_cell_volume                     1339.8(6)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297.49
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            18974
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.226
_diffrn_reflns_theta_min         3.434
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6339
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1119 before and 0.0756 after correction.
The Ratio of minimum to maximum transmission is 0.8503.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.34(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2773
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.186
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0807
_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)+(0.0574P)²+1.0589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1796
_refine_ls_wR_factor_ref         0.2098
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2031
_reflns_number_total             2773
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra03071j2.cif
_cod_data_source_block           mr101
_cod_original_cell_volume        1339.8(5)
_cod_database_code               7243121
_shelx_shelxl_version_number     2018/3
_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   0.988
_shelx_estimated_absorpt_t_min   0.985
_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
2.a Ternary CH refined with riding coordinates:
 C9(H9), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C11(H11), C4(H4), C2(H2), C13(H13), C3(H3), C12(H12)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.45806(17) 0.41579(12) 0.1584(3) 0.0612(6) Uani 1 1 d . . . . .
O1 O 0.46126(19) 0.29254(12) 0.3066(3) 0.0687(7) Uani 1 1 d . . . . .
C6 C 0.2836(2) 0.48747(15) 0.3336(3) 0.0471(6) Uani 1 1 d . . . . .
C7 C 0.3197(2) 0.39787(15) 0.3753(3) 0.0475(7) Uani 1 1 d . . . . .
C15 C 0.4198(2) 0.36243(16) 0.2791(4) 0.0507(7) Uani 1 1 d . . . . .
C5 C 0.2027(3) 0.5057(2) 0.1935(4) 0.0596(8) Uani 1 1 d . . . . .
H5 H 0.165396 0.461989 0.128763 0.072 Uiso 1 1 calc R U . . .
C9 C 0.2294(3) 0.32925(17) 0.4169(4) 0.0590(8) Uani 1 1 d . . . . .
H9 H 0.245980 0.272232 0.372863 0.071 Uiso 1 1 calc R U . . .
C10 C 0.1043(3) 0.35122(19) 0.4237(5) 0.0643(8) Uani 1 1 d . . . . .
C1 C 0.3377(3) 0.55400(18) 0.4274(5) 0.0641(8) Uani 1 1 d . . . . .
H1 H 0.391820 0.542582 0.522639 0.077 Uiso 1 1 calc R U . . .
C8 C 0.3130(3) 0.36201(19) 0.5666(4) 0.0621(8) Uani 1 1 d . . . . .
H8 H 0.376441 0.323541 0.607559 0.075 Uiso 1 1 calc R U . . .
C11 C 0.0691(3) 0.4034(2) 0.5513(5) 0.0718(9) Uani 1 1 d . . . . .
H11 H -0.008983 0.420395 0.547406 0.086 Uiso 1 1 calc R U . . .
C4 C 0.1771(3) 0.5901(2) 0.1495(5) 0.0776(11) Uani 1 1 d . . . . .
H4 H 0.122011 0.602481 0.056113 0.093 Uiso 1 1 calc R U . . .
C2 C 0.3123(3) 0.6369(2) 0.3815(6) 0.0802(11) Uani 1 1 d . . . . .
H2 H 0.349738 0.680807 0.445289 0.096 Uiso 1 1 calc R U . . .
C16 C 0.5544(3) 0.3852(2) 0.0570(5) 0.0744(10) Uani 1 1 d . . . . .
H16A H 0.575391 0.427850 -0.027273 0.112 Uiso 1 1 calc R U . . .
H16B H 0.530725 0.334626 -0.006780 0.112 Uiso 1 1 calc R U . . .
H16C H 0.620760 0.373051 0.138146 0.112 Uiso 1 1 calc R U . . .
C13 C 0.2605(4) 0.4126(2) 0.7070(5) 0.0747(10) Uani 1 1 d . . . . .
H13 H 0.306988 0.430021 0.806977 0.090 Uiso 1 1 calc R U . . .
C14 C 0.0226(3) 0.3116(3) 0.2847(7) 0.0973(13) Uani 1 1 d . . . . .
H14A H 0.046078 0.326553 0.167125 0.146 Uiso 1 1 calc R U . . .
H14B H -0.055635 0.331688 0.299102 0.146 Uiso 1 1 calc R U . . .
H14C H 0.024688 0.251161 0.298281 0.146 Uiso 1 1 calc R U . . .
C3 C 0.2328(3) 0.6548(2) 0.2433(6) 0.0848(12) Uani 1 1 d . . . . .
H3 H 0.216325 0.710856 0.212510 0.102 Uiso 1 1 calc R U . . .
C12 C 0.1473(4) 0.4338(2) 0.6930(5) 0.0795(11) Uani 1 1 d . . . . .
H12 H 0.118350 0.469737 0.778883 0.095 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'
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
_geom_angle_publ_flag
C15 O2 C16 115.6(2) . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 C1 118.7(3) . . ?
C1 C6 C7 120.1(2) . . ?
C6 C7 C9 121.7(2) . . ?
C6 C7 C8 120.7(2) . . ?
C15 C7 C6 117.6(2) . . ?
C15 C7 C9 112.0(2) . . ?
C15 C7 C8 112.8(2) . . ?
C8 C7 C9 58.94(19) . . ?
O2 C15 C7 112.3(2) . . ?
O1 C15 O2 123.5(3) . . ?
O1 C15 C7 124.2(2) . . ?
C6 C5 H5 120.1 . . ?
C6 C5 C4 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C7 C9 H9 115.7 . . ?
C10 C9 C7 120.2(2) . . ?
C10 C9 H9 115.7 . . ?
C10 C9 C8 117.7(3) . . ?
C8 C9 C7 60.51(18) . . ?
C8 C9 H9 115.7 . . ?
C9 C10 C14 116.5(3) . . ?
C11 C10 C9 120.2(3) . . ?
C11 C10 C14 123.3(3) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 C6 120.9(3) . . ?
C2 C1 H1 119.6 . . ?
C7 C8 H8 116.1 . . ?
C9 C8 C7 60.55(18) . . ?
C9 C8 H8 116.1 . . ?
C13 C8 C7 120.2(2) . . ?
C13 C8 C9 116.3(3) . . ?
C13 C8 H8 116.1 . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.1(3) . . ?
C12 C11 H11 118.9 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 H4 119.8 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(4) . . ?
C3 C2 H2 119.8 . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.0(3) . . ?
C12 C13 H13 119.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.0 . . ?
C11 C12 H12 118.8 . . ?
C13 C12 C11 122.4(3) . . ?
C13 C12 H12 118.8 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C15 1.324(3) . ?
O2 C16 1.453(3) . ?
O1 C15 1.213(3) . ?
C6 C7 1.500(3) . ?
C6 C5 1.382(4) . ?
C6 C1 1.386(4) . ?
C7 C15 1.493(4) . ?
C7 C9 1.539(4) . ?
C7 C8 1.539(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.399(4) . ?
C9 H9 0.9800 . ?
C9 C10 1.474(4) . ?
C9 C8 1.514(4) . ?
C10 C11 1.338(5) . ?
C10 C14 1.489(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.379(4) . ?
C8 H8 0.9800 . ?
C8 C13 1.471(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.424(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.372(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.361(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.334(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C7 C15 O2 -4.2(3) . . . . ?
C6 C7 C15 O1 176.3(3) . . . . ?
C6 C7 C9 C10 -2.4(4) . . . . ?
C6 C7 C9 C8 -109.1(3) . . . . ?
C6 C7 C8 C9 110.9(3) . . . . ?
C6 C7 C8 C13 5.8(4) . . . . ?
C6 C5 C4 C3 0.7(4) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
C7 C6 C5 C4 -175.3(2) . . . . ?
C7 C6 C1 C2 174.8(3) . . . . ?
C7 C9 C10 C11 -65.5(4) . . . . ?
C7 C9 C10 C14 115.3(3) . . . . ?
C7 C9 C8 C13 111.4(3) . . . . ?
C7 C8 C13 C12 64.2(4) . . . . ?
C15 C7 C9 C10 -149.1(3) . . . . ?
C15 C7 C9 C8 104.2(3) . . . . ?
C15 C7 C8 C9 -102.7(2) . . . . ?
C15 C7 C8 C13 152.2(3) . . . . ?
C5 C6 C7 C15 88.0(3) . . . . ?
C5 C6 C7 C9 -56.9(4) . . . . ?
C5 C6 C7 C8 -127.1(3) . . . . ?
C5 C6 C1 C2 -0.5(4) . . . . ?
C5 C4 C3 C2 -0.9(5) . . . . ?
C9 C7 C15 O2 144.0(2) . . . . ?
C9 C7 C15 O1 -35.5(4) . . . . ?
C9 C7 C8 C13 -105.0(3) . . . . ?
C9 C10 C11 C12 -5.5(5) . . . . ?
C9 C8 C13 C12 -5.5(4) . . . . ?
C10 C9 C8 C7 -110.9(3) . . . . ?
C10 C9 C8 C13 0.5(4) . . . . ?
C10 C11 C12 C13 0.4(5) . . . . ?
C1 C6 C7 C15 -87.2(3) . . . . ?
C1 C6 C7 C9 127.9(3) . . . . ?
C1 C6 C7 C8 57.7(4) . . . . ?
C1 C6 C5 C4 0.0(4) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C8 C7 C15 O2 -151.7(2) . . . . ?
C8 C7 C15 O1 28.8(4) . . . . ?
C8 C7 C9 C10 106.7(3) . . . . ?
C8 C9 C10 C11 4.8(4) . . . . ?
C8 C9 C10 C14 -174.5(3) . . . . ?
C8 C13 C12 C11 5.3(5) . . . . ?
C16 O2 C15 O1 0.4(4) . . . . ?
C16 O2 C15 C7 -179.1(3) . . . . ?
C14 C10 C11 C12 173.7(3) . . . . ?
