#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:47:08 +0300 (Thu, 05 May 2022) $
#$Revision: 275032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061342.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_7061342
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           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 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                 111.589(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8822(4)
_cell_length_b                   8.3669(2)
_cell_length_c                   18.7238(5)
_cell_measurement_reflns_used    2519
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.8650
_cell_measurement_theta_min      3.3970
_cell_volume                     2022.22(10)
_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 0.998
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      3.00  33.00   1.00    1.00    --  -41.63  37.00 -30.00   30
  2  ω   -115.00 -15.00   1.00    1.00    --  -41.63 -57.00-180.00  100
  3  ω    -51.00   0.00   1.00    1.00    --  -41.63  37.00 -30.00   51
  4  ω    -70.00 -44.00   1.00    1.00    --  -41.63-169.00 -44.00   26
  5  ω     84.00 169.00   1.00    3.00    --  109.50  30.00 150.00   85
  6  ω     42.00 110.00   1.00    3.00    --  109.50-125.00 -90.00   68
  7  ω     49.00 107.00   1.00    3.00    --  109.50 -94.00 -30.00   58
  8  ω    127.00 176.00   1.00    3.00    --  109.50 125.00  30.00   49
  9  ω    108.00 134.00   1.00    3.00    --  109.50 125.00-120.00   26
 10  ω     94.00 121.00   1.00    3.00    --  109.50 125.00  30.00   27
 11  ω     44.00  69.00   1.00    3.00    --  109.50 -94.00-180.00   25
 12  ω     36.00 126.00   1.00    3.00    --  109.50 -45.00 -30.00   90
;
_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      0.0242079000
_diffrn_orient_matrix_UB_12      0.0517967000
_diffrn_orient_matrix_UB_13      -0.0705284000
_diffrn_orient_matrix_UB_21      0.1149344000
_diffrn_orient_matrix_UB_22      0.0212276000
_diffrn_orient_matrix_UB_23      0.0513249000
_diffrn_orient_matrix_UB_31      0.0211407000
_diffrn_orient_matrix_UB_32      -0.1754828000
_diffrn_orient_matrix_UB_33      -0.0146490000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            3761
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.955
_diffrn_reflns_theta_min         5.867
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.897
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31275
_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    1.586
_exptl_crystal_description       block
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.0040(2)
_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   1.077
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2028
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0322
_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)+(0.0545P)²+2.2685P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1975
_reflns_number_total             2028
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00296e2.cif
_cod_data_source_block           11b
_cod_depositor_comments
'Adding full bibliography for 7061330--7061353.cif.'
_cod_database_code               7061342
_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   0.703
_shelx_estimated_absorpt_t_min   0.451
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
1. Uiso/Uaniso restraints and constraints
C21 \\sim C23: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
Uanis(C22) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C21) = Uanis(C23)
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)
 Fixed U12: Cu1(-0)
 Fixed U23: Cu1(0)
 Fixed Uiso: H11(0.039) H12(0.049) H13(0.049) H14(0.043) H16(0.033) H17(0.028)
 H2(0.031) H2A(0.023) H2B(0.023) H21A(0.026) H21B(0.026) H22A(0.025)
 H22B(0.025) H23A(0.026) H23B(0.026)
 Fixed X: Cu1(0.75) H11(0.91038) H12(1.01059) H13(0.939749) H14(0.7685)
 H16(0.594709) H17(0.495609) H2(0.81256) H2A(0.685881) H2B(0.775009)
 H21A(0.83017) H21B(0.87624) H22A(0.79802) H22B(0.7009) H23A(0.63159)
 H23B(0.675361)
 Fixed Y: H11(0.294449) H12(0.1742) H13(-0.0115) H14(-0.078179) H16(-0.041019)
 H17(0.09155) H2(0.67287) H2A(0.63227) H2B(0.56554) H21A(0.80719)
 H21B(0.721371) H22A(0.935109) H22B(0.90936) H23A(0.715) H23B(0.839509)
 Fixed Z: Cu1(0.5) H11(0.65931) H12(0.772789) H13(0.83182) H14(0.77734)
 H16(0.670321) H17(0.55979) H2(0.416149) H2A(0.55717) H2B(0.615761)
 H21A(0.615181) H21B(0.56023) H22A(0.496889) H22B(0.51922) H23A(0.42588)
 H23B(0.38327)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.122
_oxdiff_exptl_absorpt_empirical_full_min 0.623
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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 0.750000 0.42499(4) 0.500000 0.02099(16) Uani 1 2 d S T P . .
O1 O 0.59942(9) 0.41703(13) 0.45421(6) 0.0199(3) Uani 1 1 d . . . . .
O11 O 0.45803(9) 0.28333(16) 0.44801(7) 0.0261(3) Uani 1 1 d . . . . .
N1 N 0.71495(10) 0.25656(16) 0.58029(7) 0.0179(3) Uani 1 1 d . . . . .
C10 C 0.77462(13) 0.1822(2) 0.64756(9) 0.0223(3) Uani 1 1 d . . . . .
C11 C 0.88089(14) 0.2205(3) 0.68229(10) 0.0329(4) Uani 1 1 d . . . . .
H11 H 0.910380 0.294449 0.659310 0.039 Uiso 1 1 d . . . . .
C12 C 0.94073(15) 0.1482(3) 0.75020(10) 0.0407(5) Uani 1 1 d . . . . .
H12 H 1.010590 0.174200 0.772789 0.049 Uiso 1 1 d . . . . .
C13 C 0.89815(18) 0.0360(3) 0.78592(10) 0.0407(5) Uani 1 1 d . . . . .
H13 H 0.939749 -0.011500 0.831820 0.049 Uiso 1 1 d . . . . .
C14 C 0.79604(17) -0.0032(3) 0.75346(11) 0.0356(5) Uani 1 1 d . . . . .
H14 H 0.768500 -0.078179 0.777340 0.043 Uiso 1 1 d . . . . .
C15 C 0.73075(15) 0.0688(2) 0.68348(10) 0.0257(4) Uani 1 1 d . . . . .
C16 C 0.62491(15) 0.0346(2) 0.64867(10) 0.0277(4) Uani 1 1 d . . . . .
H16 H 0.594709 -0.041019 0.670321 0.033 Uiso 1 1 d . . . . .
C17 C 0.56616(13) 0.1121(2) 0.58300(10) 0.0231(3) Uani 1 1 d . . . . .
H17 H 0.495609 0.091550 0.559790 0.028 Uiso 1 1 d . . . . .
C18 C 0.61473(12) 0.22421(18) 0.55103(8) 0.0168(3) Uani 1 1 d . . . . .
C19 C 0.55082(12) 0.31460(19) 0.47861(8) 0.0176(3) Uani 1 1 d . . . . .
O2 O 0.7537(3) 0.6402(4) 0.4076(2) 0.0206(7) Uani 0.5 1 d . . . A -1
H2 H 0.812560 0.672870 0.416149 0.031 Uiso 0.5 1 d . . . B -1
N2 N 0.7513(3) 0.6030(5) 0.5679(2) 0.0193(8) Uani 0.5 1 d . . . A -1
H2A H 0.685881 0.632270 0.557170 0.023 Uiso 0.5 1 d . . . C -1
H2B H 0.775009 0.565540 0.615761 0.023 Uiso 0.5 1 d . . . D -1
C21 C 0.8123(11) 0.7527(8) 0.5647(9) 0.019(2) Uani 0.5 1 d . U . A -1
H21A H 0.830170 0.807190 0.615181 0.026 Uiso 0.5 1 d . . . E -1
H21B H 0.876240 0.721371 0.560230 0.026 Uiso 0.5 1 d . . . F -1
C22 C 0.7517(11) 0.8546(3) 0.5050(6) 0.0205(8) Uani 0.5 1 d . U . A -1
H22A H 0.798020 0.935109 0.496889 0.025 Uiso 0.5 1 d . . . G -1
H22B H 0.700900 0.909360 0.519220 0.025 Uiso 0.5 1 d . . . H -1
C23 C 0.6948(11) 0.7604(8) 0.4227(9) 0.019(2) Uani 0.5 1 d . U . A -1
H23A H 0.631590 0.715000 0.425880 0.026 Uiso 0.5 1 d . . . I -1
H23B H 0.675361 0.839509 0.383270 0.026 Uiso 0.5 1 d . . . J -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 176.08(7) . 2_656 ?
O1 Cu1 N1 98.40(5) . 2_656 ?
O1 Cu1 N1 79.10(5) 2_656 2_656 ?
O1 Cu1 N1 79.10(5) . . ?
O1 Cu1 N1 98.40(5) 2_656 . ?
O1 Cu1 O2 90.68(8) . . ?
O1 Cu1 O2 92.13(8) 2_656 . ?
O1 Cu1 N2 89.32(13) 2_656 . ?
O1 Cu1 N2 93.67(13) . . ?
N1 Cu1 N1 102.07(7) . 2_656 ?
N1 Cu1 O2 167.93(9) . . ?
N1 Cu1 O2 85.65(8) 2_656 . ?
N2 Cu1 N1 164.47(13) . 2_656 ?
N2 Cu1 N1 89.74(13) . . ?
N2 Cu1 O2 84.47(11) . . ?
C19 O1 Cu1 119.29(10) . . ?
C10 N1 Cu1 133.83(11) . . ?
C18 N1 Cu1 107.81(10) . . ?
C18 N1 C10 118.31(14) . . ?
N1 C10 C11 119.61(16) . . ?
N1 C10 C15 121.07(16) . . ?
C11 C10 C15 119.31(16) . . ?
C12 C11 C10 119.9(2) . . ?
C11 C12 C13 121.1(2) . . ?
C14 C13 C12 120.04(17) . . ?
C13 C14 C15 120.97(19) . . ?
C10 C15 C14 118.61(18) . . ?
C16 C15 C10 118.33(16) . . ?
C16 C15 C14 123.05(17) . . ?
C17 C16 C15 119.95(16) . . ?
C16 C17 C18 118.58(16) . . ?
N1 C18 C17 123.69(15) . . ?
N1 C18 C19 116.58(13) . . ?
C17 C18 C19 119.73(14) . . ?
O1 C19 C18 116.22(13) . . ?
O11 C19 O1 125.29(15) . . ?
O11 C19 C18 118.49(14) . . ?
C23 O2 Cu1 102.5(5) . . ?
C21 N2 Cu1 118.3(6) . . ?
C22 C21 N2 110.4(10) . . ?
C21 C22 C23 113.1(4) . . ?
O2 C23 C22 114.9(10) . . ?
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 1.9468(11) . ?
Cu1 O1 1.9468(11) 2_656 ?
Cu1 N1 2.2408(13) . ?
Cu1 N1 2.2408(13) 2_656 ?
Cu1 O2 2.510(4) . ?
Cu1 N2 1.953(4) . ?
O1 C19 1.275(2) . ?
O11 C19 1.230(2) . ?
N1 C10 1.375(2) . ?
N1 C18 1.322(2) . ?
C10 C11 1.413(3) . ?
C10 C15 1.423(2) . ?
C11 C12 1.377(3) . ?
C12 C13 1.403(4) . ?
C13 C14 1.361(3) . ?
C14 C15 1.424(2) . ?
C15 C16 1.400(3) . ?
C16 C17 1.364(3) . ?
C17 C18 1.411(2) . ?
C18 C19 1.521(2) . ?
O2 C23 1.388(15) . ?
N2 C21 1.525(13) . ?
C21 C22 1.411(17) . ?
C22 C23 1.651(17) . ?
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 0.820(3) 1.9188(11) 2.730(4) 169.7(3) 6_665 yes
N2 H2A O11 0.890(4) 2.0873(12) 2.967(4) 169.8(3) 5_666 yes
