#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:47:08 +0300 (Thu, 05 May 2022) $
#$Revision: 275032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061331.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_7061331
loop_
_publ_author_name
'Podjed, Nina'
'Modec, Barbara'
'Clérac, Rodolphe'
'Rouzières, Mathieu'
'Alcaide, María M.'
'López-Serrano, Joaquín'
_publ_section_title
;
 Structural diversity and magnetic properties of copper(ii) quinaldinate
 compounds with amino alcohols
;
_journal_issue                   15
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6899
_journal_page_last               6920
_journal_paper_doi               10.1039/D2NJ00296E
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C23 H21 Cu N3 O5'
_chemical_formula_sum            'C23 H21 Cu N3 O5'
_chemical_formula_weight         482.97
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-12 deposited with the CCDC.	2022-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.617(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.2710(6)
_cell_length_b                   7.6001(4)
_cell_length_c                   13.5989(8)
_cell_measurement_reflns_used    2434
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.7700
_cell_measurement_theta_min      2.9970
_cell_volume                     1005.99(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  80.00   1.00   10.00    --   14.05  37.00  60.00   61
  2  ω    -51.00  59.00   1.00   10.00    --   14.05 -19.00-120.00  110
  3  ω    -84.00 -59.00   1.00   10.00    --  -14.36 178.00   0.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0426281000
_diffrn_orient_matrix_UB_12      0.0007244000
_diffrn_orient_matrix_UB_13      0.0319823000
_diffrn_orient_matrix_UB_21      -0.0452710000
_diffrn_orient_matrix_UB_22      0.0597124000
_diffrn_orient_matrix_UB_23      -0.0346002000
_diffrn_orient_matrix_UB_31      -0.0380157000
_diffrn_orient_matrix_UB_32      -0.0717430000
_diffrn_orient_matrix_UB_33      -0.0284506000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5118
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.248
_diffrn_reflns_theta_min         2.998
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.129
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_description       plate
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         2606
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0359
_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)+(0.0338P)²+0.5354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0910
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2091
_reflns_number_total             2606
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00296e2.cif
_cod_data_source_block           8c
_cod_depositor_comments
'Adding full bibliography for 7061330--7061353.cif.'
_cod_database_code               7061331
_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   0.946
_shelx_estimated_absorpt_t_min   0.766
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: O2(0.5) H2(0.5) N2(0.5) H2A(0.5) H2B(0.5) C21(0.5) H21(0.5)
 C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5) H23B(0.5) H23C(0.5)
3.a Ternary CH refined with riding coordinates:
 C21(H21)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C22(H22A,H22B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
3.d Tetrahedral OH refined with riding coordinates:
 O2(H2)
3.e Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.643
_oxdiff_exptl_absorpt_empirical_full_min 0.584
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.500000 0.500000 0.01260(11) Uani 1 2 d S T P . .
O1 O 0.43977(14) 0.5519(2) 0.35155(11) 0.0189(3) Uani 1 1 d . . . . .
O11 O 0.27460(17) 0.6521(3) 0.21395(12) 0.0328(4) Uani 1 1 d . . . . .
N1 N 0.2802(2) 0.5794(3) 0.47093(14) 0.0258(4) Uani 1 1 d . . . . .
C10 C 0.2056(2) 0.6070(3) 0.53779(18) 0.0259(5) Uani 1 1 d . . . . .
C11 C 0.2551(3) 0.5363(3) 0.63899(19) 0.0286(5) Uani 1 1 d . . . . .
H11 H 0.335796 0.470856 0.659333 0.034 Uiso 1 1 calc R . . . .
C12 C 0.1835(3) 0.5647(4) 0.70713(19) 0.0321(6) Uani 1 1 d . . . . .
H12 H 0.215449 0.516486 0.773371 0.039 Uiso 1 1 calc R . . . .
C13 C 0.0624(2) 0.6658(4) 0.6784(2) 0.0328(6) Uani 1 1 d . . . . .
H13 H 0.016033 0.685301 0.726010 0.039 Uiso 1 1 calc R . . . .
C14 C 0.0126(3) 0.7352(3) 0.5813(2) 0.0309(6) Uani 1 1 d . . . . .
H14 H -0.067824 0.801248 0.562913 0.037 Uiso 1 1 calc R . . . .
C15 C 0.0829(2) 0.7072(3) 0.50779(19) 0.0272(5) Uani 1 1 d . . . . .
C16 C 0.0370(3) 0.7753(3) 0.4062(2) 0.0313(6) Uani 1 1 d . . . . .
H16 H -0.043033 0.841942 0.384300 0.038 Uiso 1 1 calc R . . . .
C17 C 0.1096(2) 0.7436(3) 0.34030(19) 0.0289(5) Uani 1 1 d . . . . .
H17 H 0.079253 0.786662 0.272781 0.035 Uiso 1 1 calc R . . . .
C18 C 0.2313(2) 0.6445(3) 0.37574(17) 0.0222(5) Uani 1 1 d . . . . .
C19 C 0.3200(2) 0.6140(3) 0.30691(16) 0.0208(5) Uani 1 1 d . . . . .
O2 O 0.5739(4) -0.2159(5) 0.5350(3) 0.0265(9) Uani 0.5 1 d . . . A -1
H2 H 0.601850 -0.186249 0.596200 0.040 Uiso 0.5 1 calc R . . A -1
N2 N 0.4784(4) 0.2440(6) 0.4483(3) 0.0170(9) Uani 0.5 1 d . . . A -1
H2A H 0.392686 0.233188 0.405706 0.020 Uiso 0.5 1 calc R . . A -1
H2B H 0.533153 0.231202 0.409577 0.020 Uiso 0.5 1 calc R . . A -1
C21 C 0.5037(6) 0.0937(8) 0.5183(5) 0.0218(12) Uani 0.5 1 d . . . A -1
H21 H 0.575855 0.124953 0.582825 0.026 Uiso 0.5 1 calc R . . A -1
C22 C 0.5496(7) -0.0652(8) 0.4717(4) 0.0224(12) Uani 0.5 1 d . . . A -1
H22A H 0.479895 -0.092742 0.406338 0.027 Uiso 0.5 1 calc R . . A -1
H22B H 0.633296 -0.035779 0.456829 0.027 Uiso 0.5 1 calc R . . A -1
C23 C 0.3695(6) 0.0544(8) 0.5431(4) 0.0319(11) Uani 0.5 1 d . . . A -1
H23A H 0.342102 0.157226 0.572506 0.048 Uiso 0.5 1 calc GR . . A -1
H23B H 0.384996 -0.040946 0.591820 0.048 Uiso 0.5 1 calc GR . . A -1
H23C H 0.298357 0.022532 0.480458 0.048 Uiso 0.5 1 calc GR . . A -1
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.00(9) . 3_666 ?
O1 Cu1 N1 101.83(6) . 3_666 ?
O1 Cu1 N1 78.17(6) 3_666 3_666 ?
O1 Cu1 N1 78.17(6) . . ?
O1 Cu1 N1 101.83(6) 3_666 . ?
O1 Cu1 N2 82.75(13) . . ?
O1 Cu1 N2 97.25(13) 3_666 . ?
N1 Cu1 N1 180.0 . 3_666 ?
N2 Cu1 N1 101.61(13) . . ?
N2 Cu1 N1 78.39(13) . 3_666 ?
C19 O1 Cu1 120.36(13) . . ?
C10 N1 Cu1 131.56(16) . . ?
C18 N1 Cu1 108.55(14) . . ?
C18 N1 C10 118.02(19) . . ?
N1 C10 C11 118.8(2) . . ?
N1 C10 C15 121.5(2) . . ?
C11 C10 C15 119.7(2) . . ?
C12 C11 C10 119.6(2) . . ?
C11 C12 C13 121.0(2) . . ?
C14 C13 C12 120.4(2) . . ?
C13 C14 C15 120.4(2) . . ?
C10 C15 C14 118.8(2) . . ?
C16 C15 C10 118.0(2) . . ?
C16 C15 C14 123.2(2) . . ?
C17 C16 C15 120.0(2) . . ?
C16 C17 C18 119.0(2) . . ?
N1 C18 C17 123.6(2) . . ?
N1 C18 C19 115.48(19) . . ?
C17 C18 C19 120.89(19) . . ?
O1 C19 C18 116.14(18) . . ?
O11 C19 O1 124.4(2) . . ?
O11 C19 C18 119.41(19) . . ?
C21 N2 Cu1 122.8(3) . . ?
N2 C21 C22 111.6(5) . . ?
N2 C21 C23 108.0(5) . . ?
C22 C21 C23 110.9(6) . . ?
O2 C22 C21 114.4(5) . . ?
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
Cu1 O1 1.9535(14) . ?
Cu1 O1 1.9536(14) 3_666 ?
Cu1 N1 2.2466(19) 3_666 ?
Cu1 N1 2.2466(19) . ?
Cu1 N2 2.056(5) . ?
O1 C19 1.276(3) . ?
O11 C19 1.234(3) . ?
N1 C10 1.380(3) . ?
N1 C18 1.326(3) . ?
C10 C11 1.412(3) . ?
C10 C15 1.416(3) . ?
C11 C12 1.372(3) . ?
C12 C13 1.407(4) . ?
C13 C14 1.360(4) . ?
C14 C15 1.424(3) . ?
C15 C16 1.407(3) . ?
C16 C17 1.358(3) . ?
C17 C18 1.406(3) . ?
C18 C19 1.518(3) . ?
O2 C22 1.407(8) . ?
N2 C21 1.456(8) . ?
C21 C22 1.507(7) . ?
C21 C23 1.550(7) . ?
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 O11 0.82 1.99 2.684(4) 141.7 4_666 yes
N2 H2A O11 0.89 2.05 2.907(5) 161.8 2_545 yes
