#------------------------------------------------------------------------------
#$Date: 2022-06-23 11:03:32 +0300 (Thu, 23 Jun 2022) $
#$Revision: 276172 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/54/8105466.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_8105466
loop_
_publ_author_name
'Wu, Qin'
_publ_section_title
;
 Synthesis and crystal structure of bis(5-methyl-2-aldehyde-phenolato-κ2
 O 1,O 2)copper(II), C16H14CuO4
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1359
_journal_page_last               1360
_journal_paper_doi               10.1515/ncrs-2020-0315
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C16 H14 Cu O4'
_chemical_formula_sum            'C16 H14 Cu O4'
_chemical_formula_weight         333.81
_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     direct
_cell_angle_alpha                90
_cell_angle_beta                 114.5570(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.7831(4)
_cell_length_b                   4.71970(10)
_cell_length_c                   12.1802(4)
_cell_measurement_reflns_used    6976
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.717
_cell_measurement_theta_min      3.353
_cell_volume                     668.39(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0157
_diffrn_reflns_Laue_measured_fraction_full 0.998
_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       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11890
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.724
_diffrn_reflns_theta_min         3.353
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.647
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         1404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0211
_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)+(0.0331P)²+0.3557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0624
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1263
_reflns_number_total             1404
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0315_suppl.cif
_cod_data_source_block           11
_cod_database_code               8105466
_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   0.693
_shelx_estimated_absorpt_t_min   0.665
_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 Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3), C7(H7)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_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
Cu1 Cu 0.500000 0.000000 0.000000 0.01914(11) Uani 1 2 d S T P . .
O2 O 0.47072(10) 0.0462(3) 0.14249(11) 0.0226(3) Uani 1 1 d . . . . .
C1 C 0.31714(13) -0.3799(4) -0.02213(14) 0.0183(3) Uani 1 1 d . . . . .
C2 C 0.31923(13) -0.2933(3) 0.09076(13) 0.0173(3) Uani 1 1 d . . . . .
O1 O 0.38532(10) -0.2783(3) -0.06802(10) 0.0242(3) Uani 1 1 d . . . . .
C6 C 0.23503(14) -0.5868(4) -0.08870(15) 0.0207(3) Uani 1 1 d . . . . .
H6 H 0.232815 -0.649175 -0.163798 0.025 Uiso 1 1 calc R . . . .
C5 C 0.15819(13) -0.7009(3) -0.04815(14) 0.0204(3) Uani 1 1 d . . . . .
C4 C 0.16245(15) -0.6131(4) 0.06510(15) 0.0235(4) Uani 1 1 d . . . . .
H4 H 0.110343 -0.691580 0.094193 0.028 Uiso 1 1 calc R . . . .
C3 C 0.24106(14) -0.4168(4) 0.13212(15) 0.0211(3) Uani 1 1 d . . . . .
H3 H 0.243585 -0.361293 0.208154 0.025 Uiso 1 1 calc R . . . .
C7 C 0.39609(14) -0.0839(4) 0.16436(14) 0.0186(3) Uani 1 1 d . . . . .
H7 H 0.390374 -0.037679 0.237581 0.022 Uiso 1 1 calc R . . . .
C8 C 0.07076(15) -0.9159(4) -0.12187(16) 0.0258(4) Uani 1 1 d . . . . .
H8A H 0.073919 -0.937917 -0.200441 0.039 Uiso 1 1 calc GR . . . .
H8B H -0.006194 -0.852138 -0.133847 0.039 Uiso 1 1 calc GR . . . .
H8C H 0.087456 -1.098163 -0.079471 0.039 Uiso 1 1 calc GR . . . .
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'
Cu Cu 0.3201 1.2651 '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
O2 Cu1 O2 180.0 3_655 .
O1 Cu1 O2 93.89(5) . .
O1 Cu1 O2 86.11(5) . 3_655
O1 Cu1 O2 93.89(5) 3_655 3_655
O1 Cu1 O2 86.11(5) 3_655 .
O1 Cu1 O1 180.0 3_655 .
C7 O2 Cu1 125.74(11) . .
O1 C1 C2 124.04(15) . .
O1 C1 C6 118.40(14) . .
C6 C1 C2 117.56(14) . .
C3 C2 C1 119.47(15) . .
C3 C2 C7 117.84(14) . .
C7 C2 C1 122.68(14) . .
C1 O1 Cu1 127.09(10) . .
C5 C6 C1 122.20(15) . .
C6 C5 C4 119.25(15) . .
C6 C5 C8 120.93(15) . .
C4 C5 C8 119.82(15) . .
C3 C4 C5 120.14(15) . .
C4 C3 C2 121.36(15) . .
O2 C7 C2 126.56(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9338(12) 3_655
Cu1 O2 1.9338(12) .
Cu1 O1 1.8845(11) .
Cu1 O1 1.8845(11) 3_655
O2 C7 1.253(2) .
C1 C2 1.424(2) .
C1 O1 1.3064(19) .
C1 C6 1.416(2) .
C2 C3 1.418(2) .
C2 C7 1.419(2) .
C6 C5 1.379(2) .
C5 C4 1.420(2) .
C5 C8 1.500(2) .
C4 C3 1.361(3) .
