#------------------------------------------------------------------------------
#$Date: 2022-05-05 22:47:08 +0200 (jue 05 de may de 2022) $
#$Revision: 275032 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/13/7061340.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_7061340
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             2022-02-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-02-17 deposited with the CCDC.	2022-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.782(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.3764(5)
_cell_length_b                   7.5417(4)
_cell_length_c                   13.4913(6)
_cell_measurement_reflns_used    2211
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      75.2070
_cell_measurement_theta_min      3.4270
_cell_volume                     1005.33(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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 0.970
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  26.00   1.00    1.00    --  -41.63  37.00  60.00   92
  2  ω    -86.00 -21.00   1.00    1.00    --  -41.63 -37.00-150.00   65
  3  ω     51.00  89.00   1.00    1.00    --   41.63-125.00 -90.00   38
  4  ω      5.00  41.00   1.00    1.00    --   41.63 -99.00-180.00   36
  5  ω    134.00 178.00   1.00    1.50    --  109.50 125.00-180.00   44
  6  ω     52.00 106.00   1.00    1.50    --  109.50 -94.00 -90.00   54
  7  ω     36.00  96.00   1.00    1.50    --  109.50 -94.00 120.00   60
  8  ω    124.00 174.00   1.00    1.50    --  109.50  61.00-150.00   50
  9  ω     96.00 121.00   1.00    1.50    --  109.50  61.00-150.00   25
 10  ω     41.00 101.00   1.00    1.50    --  109.50-106.00-150.00   60
 11  ω     81.00 162.00   1.00    1.50    --  109.50  61.00 -30.00   81
 12  ω     42.00  71.00   1.00    1.50    --  109.50 -94.00 -30.00   29
 13  ω     94.00 152.00   1.00    1.50    --  109.50 125.00 150.00   58
;
_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      -0.1364240000
_diffrn_orient_matrix_UB_12      0.0385869000
_diffrn_orient_matrix_UB_13      0.0188089000
_diffrn_orient_matrix_UB_21      0.0434110000
_diffrn_orient_matrix_UB_22      0.1942848000
_diffrn_orient_matrix_UB_23      0.0260660000
_diffrn_orient_matrix_UB_31      -0.0618738000
_diffrn_orient_matrix_UB_32      0.0503120000
_diffrn_orient_matrix_UB_33      -0.1154347000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4037
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.373
_diffrn_reflns_theta_min         6.432
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.908
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_description       plate
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0019(4)
_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   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0345
_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)+(0.0549P)²+0.6096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0974
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1830
_reflns_number_total             2013
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00296e2.cif
_cod_data_source_block           11c
_cod_depositor_comments
'Adding full bibliography for 7061330--7061353.cif.'
_cod_database_code               7061340
_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   0.911
_shelx_estimated_absorpt_t_min   0.555
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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 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) H21A(0.5)
 H21B(0.5) C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5) H23B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
3.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.372
_oxdiff_exptl_absorpt_empirical_full_min 0.535
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 0.000000 0.500000 0.01454(16) Uani 1 2 d S T P . .
O1 O 0.56092(14) 0.0583(2) 0.64755(9) 0.0215(3) Uani 1 1 d . . . . .
O11 O 0.71480(15) 0.1918(2) 0.77688(11) 0.0331(4) Uani 1 1 d . . . . .
N1 N 0.70761(16) 0.1082(2) 0.51869(12) 0.0210(3) Uani 1 1 d . . . . .
C10 C 0.7826(2) 0.1267(3) 0.45107(15) 0.0235(4) Uani 1 1 d . . . . .
C11 C 0.7332(2) 0.0520(3) 0.35018(16) 0.0285(5) Uani 1 1 d . . . . .
H11 H 0.649768 -0.005016 0.329505 0.034 Uiso 1 1 calc R . . . .
C12 C 0.8093(2) 0.0642(4) 0.28296(16) 0.0326(5) Uani 1 1 d . . . . .
H12 H 0.777857 0.012735 0.217321 0.039 Uiso 1 1 calc R . . . .
C13 C 0.9345(2) 0.1541(3) 0.31259(17) 0.0338(5) Uani 1 1 d . . . . .
H13 H 0.984105 0.162846 0.265858 0.041 Uiso 1 1 calc R . . . .
C14 C 0.9835(2) 0.2282(3) 0.40874(18) 0.0310(5) Uani 1 1 d . . . . .
H14 H 1.065753 0.288079 0.426893 0.037 Uiso 1 1 calc R . . . .
C15 C 0.9098(2) 0.2147(3) 0.48174(16) 0.0266(4) Uani 1 1 d . . . . .
C16 C 0.9571(2) 0.2833(3) 0.58352(18) 0.0313(5) Uani 1 1 d . . . . .
H16 H 1.039038 0.343906 0.605289 0.038 Uiso 1 1 calc R . . . .
C17 C 0.8824(2) 0.2607(3) 0.65022(16) 0.0289(5) Uani 1 1 d . . . . .
H17 H 0.913023 0.304124 0.717902 0.035 Uiso 1 1 calc R . . . .
C18 C 0.75841(19) 0.1704(3) 0.61445(14) 0.0214(4) Uani 1 1 d . . . . .
C19 C 0.67337(19) 0.1379(3) 0.68667(14) 0.0217(4) Uani 1 1 d . . . . .
O2 O 0.5864(5) 0.7226(7) 0.5461(4) 0.0224(10) Uani 0.5 1 d . . . A -1
H2 H 0.606172 0.825561 0.537611 0.034 Uiso 0.5 1 calc GR . . A -1
N2 N 0.3927(6) 0.2371(8) 0.4786(4) 0.0216(11) Uani 0.5 1 d . . . A -1
H2A H 0.353130 0.248752 0.410442 0.026 Uiso 0.5 1 calc R . . A -1
H2B H 0.326567 0.222786 0.507160 0.026 Uiso 0.5 1 calc R . . A -1
C21 C 0.4556(6) 0.4038(6) 0.5152(3) 0.0335(10) Uani 0.5 1 d . . . A -1
H21A H 0.525346 0.388152 0.581465 0.040 Uiso 0.5 1 calc R . . A -1
H21B H 0.388978 0.486679 0.524960 0.040 Uiso 0.5 1 calc R . . A -1
C22 C 0.5187(5) 0.4764(6) 0.4327(4) 0.0296(9) Uani 0.5 1 d . . . A -1
H22A H 0.553111 0.377954 0.401976 0.035 Uiso 0.5 1 calc R . . A -1
H22B H 0.448870 0.534750 0.377758 0.035 Uiso 0.5 1 calc R . . A -1
C23 C 0.6342(4) 0.6081(5) 0.4796(3) 0.0166(7) Uani 0.5 1 d . . . A -1
H23A H 0.715410 0.545949 0.519419 0.020 Uiso 0.5 1 calc R . . A -1
H23B H 0.654557 0.675946 0.425172 0.020 Uiso 0.5 1 calc R . . 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 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 180.0 . 3_656 ?
O1 Cu1 N1 101.41(6) . 3_656 ?
O1 Cu1 N1 78.59(6) 3_656 3_656 ?
O1 Cu1 N1 78.59(6) . . ?
O1 Cu1 N1 101.41(6) 3_656 . ?
O1 Cu1 N2 86.58(17) . . ?
O1 Cu1 N2 93.42(17) 3_656 . ?
N1 Cu1 N1 180.0 . 3_656 ?
N2 Cu1 N1 99.08(16) . . ?
N2 Cu1 N1 80.92(16) . 3_656 ?
C19 O1 Cu1 120.02(12) . . ?
C10 N1 Cu1 132.87(13) . . ?
C18 N1 Cu1 108.72(12) . . ?
C18 N1 C10 118.34(17) . . ?
N1 C10 C11 119.05(19) . . ?
N1 C10 C15 121.16(18) . . ?
C11 C10 C15 119.76(18) . . ?
C12 C11 C10 119.7(2) . . ?
C11 C12 C13 120.6(2) . . ?
C14 C13 C12 120.74(19) . . ?
C13 C14 C15 120.5(2) . . ?
C10 C15 C14 118.64(19) . . ?
C16 C15 C10 118.13(18) . . ?
C16 C15 C14 123.2(2) . . ?
C17 C16 C15 119.8(2) . . ?
C16 C17 C18 118.62(19) . . ?
N1 C18 C17 123.86(18) . . ?
N1 C18 C19 115.61(17) . . ?
C17 C18 C19 120.53(17) . . ?
O1 C19 C18 116.59(16) . . ?
O11 C19 O1 124.39(18) . . ?
O11 C19 C18 119.01(17) . . ?
C21 N2 Cu1 122.6(4) . . ?
N2 C21 C22 108.0(4) . . ?
C23 C22 C21 112.3(4) . . ?
O2 C23 C22 105.7(4) . . ?
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 1.9460(12) . ?
Cu1 O1 1.9461(12) 3_656 ?
Cu1 N1 2.2447(17) 3_656 ?
Cu1 N1 2.2447(17) . ?
Cu1 N2 2.079(6) . ?
O1 C19 1.274(2) . ?
O11 C19 1.230(2) . ?
N1 C10 1.375(2) . ?
N1 C18 1.323(2) . ?
C10 C11 1.416(3) . ?
C10 C15 1.422(3) . ?
C11 C12 1.375(3) . ?
C12 C13 1.411(3) . ?
C13 C14 1.360(3) . ?
C14 C15 1.423(3) . ?
C15 C16 1.408(3) . ?
C16 C17 1.366(3) . ?
C17 C18 1.405(3) . ?
C18 C19 1.521(3) . ?
O2 C23 1.438(6) . ?
N2 C21 1.433(7) . ?
C21 C22 1.553(6) . ?
C22 C23 1.537(6) . ?
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
N2 H2A O11 0.89 1.98 2.835(6) 160.0 4_565 yes
