#------------------------------------------------------------------------------
#$Date: 2022-05-05 22:47:08 +0200 (Thu 05 de May de 2022) $
#$Revision: 275032 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/13/7061338.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_7061338
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      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_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                106.140(5)
_cell_angle_beta                 93.452(5)
_cell_angle_gamma                115.573(6)
_cell_formula_units_Z            2
_cell_length_a                   8.8642(6)
_cell_length_b                   10.1622(6)
_cell_length_c                   13.7176(8)
_cell_measurement_reflns_used    4467
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.8020
_cell_measurement_theta_min      3.1480
_cell_volume                     1047.28(14)
_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 0.875
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00  56.00   1.00   10.00    --   14.05 -99.00 120.00   30
  2  ω    -44.00  39.00   1.00   10.00    --   14.05 -37.00  60.00   83
  3  ω    -40.00  43.00   1.00   10.00    --   14.05 -77.00-150.00   83
  4  ω    -16.00  88.00   1.00   10.00    --   14.05  57.00   0.00  104
  5  ω    -42.00  -7.00   1.00   10.00    --  -14.36 -77.00   0.00   35
  6  ω    -18.00  10.00   1.00   10.00    --  -14.36 -77.00 120.00   28
;
_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      -0.0575260000
_diffrn_orient_matrix_UB_12      -0.0506601000
_diffrn_orient_matrix_UB_13      0.0226608000
_diffrn_orient_matrix_UB_21      0.0672712000
_diffrn_orient_matrix_UB_22      -0.0102694000
_diffrn_orient_matrix_UB_23      0.0214992000
_diffrn_orient_matrix_UB_31      0.0197601000
_diffrn_orient_matrix_UB_32      0.0639190000
_diffrn_orient_matrix_UB_33      0.0453079000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10446
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.168
_diffrn_reflns_theta_min         2.356
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70969
_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    1.532
_exptl_crystal_description       block
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         5431
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0367
_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)+(0.0247P)²+0.5673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0840
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4708
_reflns_number_total             5431
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00296e2.cif
_cod_data_source_block           8b
_cod_depositor_comments
'Adding full bibliography for 7061330--7061353.cif.'
_cod_original_cell_volume        1047.28(12)
_cod_database_code               7061338
_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   0.899
_shelx_estimated_absorpt_t_min   0.737
_reflns_odcompleteness_completeness 99.96
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C31(H31)
2.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.931
_oxdiff_exptl_absorpt_empirical_full_min 0.613
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.57912(3) 0.48585(3) 0.24168(2) 0.01719(7) Uani 1 1 d . . . . .
O1 O 0.55009(17) 0.39871(15) 0.35243(10) 0.0186(3) Uani 1 1 d . . . . .
O2 O 0.62615(18) 0.58931(16) 0.13831(10) 0.0206(3) Uani 1 1 d . . . . .
O3 O 0.2764(2) 0.29532(18) 0.15030(12) 0.0254(3) Uani 1 1 d . . . . .
H3 H 0.273(4) 0.309(3) 0.098(2) 0.047(9) Uiso 1 1 d . . . . .
O11 O 0.65631(19) 0.40178(18) 0.50430(11) 0.0267(3) Uani 1 1 d . . . . .
O22 O 0.78890(18) 0.62763(17) 0.02051(10) 0.0238(3) Uani 1 1 d . . . . .
N1 N 0.8295(2) 0.66602(18) 0.37151(12) 0.0177(3) Uani 1 1 d . . . . .
N2 N 0.65630(19) 0.34375(18) 0.14128(12) 0.0159(3) Uani 1 1 d . . . . .
N3 N 0.4551(2) 0.6070(2) 0.29952(13) 0.0201(3) Uani 1 1 d . . . . .
H3A H 0.519(3) 0.704(3) 0.3113(19) 0.038(7) Uiso 1 1 d . . . . .
H3B H 0.443(3) 0.613(3) 0.364(2) 0.034(7) Uiso 1 1 d . . . . .
C10 C 0.9698(2) 0.8032(2) 0.38109(16) 0.0215(4) Uani 1 1 d . . . . .
C11 C 0.9729(3) 0.8727(2) 0.30494(17) 0.0279(5) Uani 1 1 d . . . . .
H11 H 0.880205 0.826551 0.249610 0.034 Uiso 1 1 calc R . . . .
C12 C 1.1133(3) 1.0090(3) 0.3127(2) 0.0372(6) Uani 1 1 d . . . . .
H12 H 1.114807 1.054313 0.262179 0.045 Uiso 1 1 calc R . . . .
C13 C 1.2538(3) 1.0804(3) 0.3954(2) 0.0428(7) Uani 1 1 d . . . . .
H13 H 1.347600 1.172652 0.399561 0.051 Uiso 1 1 calc R . . . .
C14 C 1.2536(3) 1.0157(3) 0.46956(19) 0.0378(6) Uani 1 1 d . . . . .
H14 H 1.348007 1.063996 0.523953 0.045 Uiso 1 1 calc R . . . .
C15 C 1.1112(3) 0.8750(2) 0.46559(16) 0.0270(5) Uani 1 1 d . . . . .
C16 C 1.1052(3) 0.8020(3) 0.53900(17) 0.0301(5) Uani 1 1 d . . . . .
H16 H 1.197467 0.845114 0.594142 0.036 Uiso 1 1 calc R . . . .
C17 C 0.9638(3) 0.6675(3) 0.52959(15) 0.0249(4) Uani 1 1 d . . . . .
H17 H 0.957485 0.618778 0.578552 0.030 Uiso 1 1 calc R . . . .
C18 C 0.8276(2) 0.6039(2) 0.44425(14) 0.0178(4) Uani 1 1 d . . . . .
C19 C 0.6658(2) 0.4564(2) 0.43372(14) 0.0174(4) Uani 1 1 d . . . . .
C20 C 0.6510(2) 0.2050(2) 0.13658(14) 0.0185(4) Uani 1 1 d . . . . .
C21 C 0.5661(3) 0.1267(2) 0.20281(16) 0.0251(4) Uani 1 1 d . . . . .
H21 H 0.514804 0.169396 0.250127 0.030 Uiso 1 1 calc R . . . .
C22 C 0.5595(3) -0.0125(3) 0.19700(18) 0.0324(5) Uani 1 1 d . . . . .
H22 H 0.503301 -0.063531 0.240838 0.039 Uiso 1 1 calc R . . . .
C23 C 0.6358(3) -0.0802(3) 0.12627(18) 0.0343(6) Uani 1 1 d . . . . .
H23 H 0.630778 -0.174334 0.124170 0.041 Uiso 1 1 calc R . . . .
C24 C 0.7167(3) -0.0079(3) 0.06127(18) 0.0315(5) Uani 1 1 d . . . . .
H24 H 0.767048 -0.052864 0.014679 0.038 Uiso 1 1 calc R . . . .
C25 C 0.7255(3) 0.1355(2) 0.06338(16) 0.0227(4) Uani 1 1 d . . . . .
C26 C 0.8046(3) 0.2128(2) -0.00461(16) 0.0255(5) Uani 1 1 d . . . . .
H26 H 0.857393 0.171815 -0.051750 0.031 Uiso 1 1 calc R . . . .
C27 C 0.8034(2) 0.3476(2) -0.00093(15) 0.0216(4) Uani 1 1 d . . . . .
H27 H 0.852705 0.398348 -0.046480 0.026 Uiso 1 1 calc R . . . .
C28 C 0.7266(2) 0.4087(2) 0.07282(14) 0.0171(4) Uani 1 1 d . . . . .
C29 C 0.7153(2) 0.5546(2) 0.07639(14) 0.0178(4) Uani 1 1 d . . . . .
C31 C 0.2865(3) 0.5453(2) 0.23231(15) 0.0212(4) Uani 1 1 d . . . . .
H31 H 0.305571 0.563523 0.166564 0.025 Uiso 1 1 calc R . . . .
C32 C 0.1928(3) 0.3717(3) 0.20958(16) 0.0258(5) Uani 1 1 d . . . . .
H32A H 0.185912 0.350956 0.274478 0.031 Uiso 1 1 calc R . . . .
H32B H 0.077124 0.330548 0.171710 0.031 Uiso 1 1 calc R . . . .
C33 C 0.1825(3) 0.6236(3) 0.27895(17) 0.0287(5) Uani 1 1 d . . . . .
H33A H 0.161021 0.606155 0.343174 0.043 Uiso 1 1 calc GR . . . .
H33B H 0.075789 0.581081 0.231558 0.043 Uiso 1 1 calc GR . . . .
H33C H 0.245165 0.732913 0.291576 0.043 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'
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 O2 175.00(6) . . ?
O1 Cu1 N1 76.77(6) . . ?
O1 Cu1 N2 100.04(6) . . ?
O1 Cu1 N3 91.41(7) . . ?
O2 Cu1 N1 98.25(6) . . ?
O2 Cu1 N2 81.55(6) . . ?
O2 Cu1 N3 88.15(7) . . ?
N2 Cu1 N1 104.18(6) . . ?
N3 Cu1 N1 91.02(6) . . ?
N3 Cu1 N2 162.67(6) . . ?
C19 O1 Cu1 122.31(12) . . ?
C29 O2 Cu1 115.38(13) . . ?
C10 N1 Cu1 135.23(14) . . ?
C18 N1 Cu1 106.22(12) . . ?
C18 N1 C10 118.31(17) . . ?
C20 N2 Cu1 132.13(13) . . ?
C28 N2 Cu1 109.61(13) . . ?
C28 N2 C20 118.23(16) . . ?
C31 N3 Cu1 111.65(12) . . ?
N1 C10 C11 119.12(19) . . ?
N1 C10 C15 121.2(2) . . ?
C11 C10 C15 119.70(19) . . ?
C12 C11 C10 119.8(2) . . ?
C11 C12 C13 121.0(2) . . ?
C14 C13 C12 120.2(2) . . ?
C13 C14 C15 121.2(2) . . ?
C10 C15 C14 118.1(2) . . ?
C16 C15 C10 118.28(19) . . ?
C16 C15 C14 123.6(2) . . ?
C17 C16 C15 119.9(2) . . ?
C16 C17 C18 118.6(2) . . ?
N1 C18 C17 123.67(18) . . ?
N1 C18 C19 116.63(16) . . ?
C17 C18 C19 119.70(18) . . ?
O1 C19 C18 117.37(17) . . ?
O11 C19 O1 124.76(18) . . ?
O11 C19 C18 117.88(17) . . ?
N2 C20 C21 119.88(18) . . ?
N2 C20 C25 121.09(18) . . ?
C21 C20 C25 119.00(19) . . ?
C22 C21 C20 119.6(2) . . ?
C21 C22 C23 121.6(2) . . ?
C24 C23 C22 119.8(2) . . ?
C23 C24 C25 120.8(2) . . ?
C24 C25 C20 119.1(2) . . ?
C26 C25 C20 118.23(19) . . ?
C26 C25 C24 122.7(2) . . ?
C27 C26 C25 119.70(19) . . ?
C26 C27 C28 118.89(19) . . ?
N2 C28 C27 123.76(19) . . ?
N2 C28 C29 115.60(16) . . ?
C27 C28 C29 120.62(18) . . ?
O2 C29 C28 115.00(17) . . ?
O22 C29 O2 125.88(19) . . ?
O22 C29 C28 119.12(17) . . ?
N3 C31 C32 107.98(17) . . ?
N3 C31 C33 112.92(16) . . ?
C32 C31 C33 111.81(17) . . ?
O3 C32 C31 111.76(17) . . ?
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 1.9381(13) . ?
Cu1 O2 1.9524(14) . ?
Cu1 N1 2.3775(16) . ?
Cu1 N2 2.0762(15) . ?
Cu1 N3 2.0209(18) . ?
O1 C19 1.272(2) . ?
O2 C29 1.274(2) . ?
O3 C32 1.426(2) . ?
O11 C19 1.234(2) . ?
O22 C29 1.234(2) . ?
N1 C10 1.375(2) . ?
N1 C18 1.318(3) . ?
N2 C20 1.373(2) . ?
N2 C28 1.329(2) . ?
N3 C31 1.476(3) . ?
C10 C11 1.410(3) . ?
C10 C15 1.419(3) . ?
C11 C12 1.376(3) . ?
C12 C13 1.399(4) . ?
C13 C14 1.356(4) . ?
C14 C15 1.425(3) . ?
C15 C16 1.398(3) . ?
C16 C17 1.364(3) . ?
C17 C18 1.407(3) . ?
C18 C19 1.524(3) . ?
C20 C21 1.412(3) . ?
C20 C25 1.425(3) . ?
C21 C22 1.370(3) . ?
C22 C23 1.408(3) . ?
C23 C24 1.355(3) . ?
C24 C25 1.417(3) . ?
C25 C26 1.410(3) . ?
C26 C27 1.361(3) . ?
C27 C28 1.404(3) . ?
C28 C29 1.517(3) . ?
C31 C32 1.515(3) . ?
C31 C33 1.521(3) . ?
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
O3 H3 O22 0.77(3) 2.04(3) 2.773(2) 160(3) 2_665 yes
N3 H3B O11 0.89(3) 2.07(3) 2.933(2) 164(2) 2_666 yes
