#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:47:08 +0300 (Thu, 05 May 2022) $
#$Revision: 275032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061350.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_7061350
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         'C26 H28 Cu2 N4 O6, 2(C3 H9 N O), 2(C H4 O)'
_chemical_formula_sum            'C34 H54 Cu2 N6 O10'
_chemical_formula_weight         833.91
_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   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                90
_cell_angle_beta                 110.038(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.0521(4)
_cell_length_b                   12.0235(3)
_cell_length_c                   14.0783(6)
_cell_measurement_reflns_used    9487
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.1080
_cell_measurement_theta_min      3.3630
_cell_volume                     1916.57(12)
_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 0.925
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  40.00   1.00   60.00    --   14.05 -37.00-180.00  102
  2  ω    -12.00  90.00   1.00   60.00    --   14.05  37.00 150.00  102
  3  ω    -15.00  56.00   1.00   60.00    --   14.05 -99.00 -30.00   71
  4  ω    -32.00  96.00   1.00   60.00    --   14.05  19.00 -90.00  128
  5  ω    -42.00  17.00   1.00   60.00    --  -14.36 -77.00 120.00   59
;
_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      0.0597087000
_diffrn_orient_matrix_UB_12      0.0170121000
_diffrn_orient_matrix_UB_13      0.0127742000
_diffrn_orient_matrix_UB_21      0.0011761000
_diffrn_orient_matrix_UB_22      0.0148999000
_diffrn_orient_matrix_UB_23      0.0490730000
_diffrn_orient_matrix_UB_31      0.0189833000
_diffrn_orient_matrix_UB_32      -0.0544842000
_diffrn_orient_matrix_UB_33      0.0174030000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23793
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.323
_diffrn_reflns_theta_min         2.471
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76768
_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    1.445
_exptl_crystal_description       plate
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         5314
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0246P)²+0.8793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0677
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4428
_reflns_number_total             5314
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00296e2.cif
_cod_data_source_block           anti11d2MeOH2(3a1pOH)
_cod_depositor_comments
'Adding full bibliography for 7061330--7061353.cif.'
_cod_database_code               7061350
_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   0.966
_shelx_estimated_absorpt_t_min   0.758
_reflns_odcompleteness_completeness 99.89
_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 Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C31(H31A,H31B), C32(H32A,
 H32B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.587
_oxdiff_exptl_absorpt_empirical_full_min 0.635
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 0.57061(2) 0.39464(2) 0.54157(2) 0.01499(6) Uani 1 1 d . . . . .
O1 O 0.65517(10) 0.39140(8) 0.70949(8) 0.0221(2) Uani 1 1 d . . . . .
O2 O 0.57958(9) 0.53291(8) 0.47419(8) 0.0202(2) Uani 1 1 d . . . . .
O3 O 0.88257(11) 0.19492(11) 0.69643(10) 0.0313(3) Uani 1 1 d . . . . .
H3 H 0.9332(19) 0.1738(18) 0.6725(17) 0.040(6) Uiso 1 1 d . . . . .
O4 O 0.95121(12) 0.63143(12) 0.88204(11) 0.0374(3) Uani 1 1 d . . . . .
H4 H 0.933(2) 0.564(2) 0.879(2) 0.067(9) Uiso 1 1 d . . . . .
O11 O 0.66313(11) 0.28281(10) 0.84005(9) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.51791(10) 0.24419(9) 0.57840(9) 0.0160(2) Uani 1 1 d . . . . .
N2 N 0.71958(12) 0.33324(11) 0.53124(11) 0.0184(3) Uani 1 1 d . . . . .
H2A H 0.7027(16) 0.2988(15) 0.4780(15) 0.023(5) Uiso 1 1 d . . . . .
H2B H 0.7481(16) 0.2877(16) 0.5787(15) 0.027(5) Uiso 1 1 d . . . . .
N3 N 0.91398(16) 0.41397(14) 0.88621(16) 0.0392(4) Uani 1 1 d . . . . .
H3A H 0.928(2) 0.387(2) 0.950(2) 0.058(8) Uiso 1 1 d . . . . .
H3B H 0.848(3) 0.396(2) 0.847(2) 0.069(9) Uiso 1 1 d . . . . .
C10 C 0.44565(12) 0.17203(11) 0.50898(12) 0.0182(3) Uani 1 1 d . . . . .
C11 C 0.41964(14) 0.19181(13) 0.40536(12) 0.0232(3) Uani 1 1 d . . . . .
H11 H 0.450207 0.254278 0.384097 0.028 Uiso 1 1 calc R . . . .
C12 C 0.34945(15) 0.11940(14) 0.33566(14) 0.0290(4) Uani 1 1 d . . . . .
H12 H 0.333675 0.132349 0.267149 0.035 Uiso 1 1 calc R . . . .
C13 C 0.30065(14) 0.02522(14) 0.36644(15) 0.0317(4) Uani 1 1 d . . . . .
H13 H 0.252574 -0.023079 0.318180 0.038 Uiso 1 1 calc R . . . .
C14 C 0.32357(14) 0.00477(13) 0.46631(15) 0.0293(4) Uani 1 1 d . . . . .
H14 H 0.290612 -0.057270 0.485861 0.035 Uiso 1 1 calc R . . . .
C15 C 0.39733(13) 0.07719(12) 0.54104(13) 0.0220(3) Uani 1 1 d . . . . .
C16 C 0.42606(15) 0.05921(13) 0.64510(14) 0.0266(4) Uani 1 1 d . . . . .
H16 H 0.393998 -0.000989 0.668189 0.032 Uiso 1 1 calc R . . . .
C17 C 0.50136(15) 0.13048(12) 0.71252(13) 0.0239(3) Uani 1 1 d . . . . .
H17 H 0.522960 0.117863 0.781670 0.029 Uiso 1 1 calc R . . . .
C18 C 0.54580(13) 0.22312(12) 0.67611(12) 0.0184(3) Uani 1 1 d . . . . .
C19 C 0.62863(13) 0.30634(13) 0.74851(12) 0.0204(3) Uani 1 1 d . . . . .
C21 C 0.81313(14) 0.41412(13) 0.53534(13) 0.0256(3) Uani 1 1 d . . . . .
H21A H 0.880080 0.375212 0.527708 0.031 Uiso 1 1 calc R . . . .
H21B H 0.839473 0.450492 0.600803 0.031 Uiso 1 1 calc R . . . .
C22 C 0.76955(14) 0.50089(13) 0.45304(14) 0.0262(3) Uani 1 1 d . . . . .
H22A H 0.731049 0.463761 0.388999 0.031 Uiso 1 1 calc R . . . .
H22B H 0.836850 0.541271 0.447707 0.031 Uiso 1 1 calc R . . . .
C23 C 0.68367(14) 0.58333(13) 0.47182(15) 0.0267(4) Uani 1 1 d . . . . .
H23A H 0.722178 0.620718 0.535739 0.032 Uiso 1 1 calc R . . . .
H23B H 0.663415 0.639232 0.418948 0.032 Uiso 1 1 calc R . . . .
C31 C 1.00360(17) 0.36840(17) 0.84903(16) 0.0400(5) Uani 1 1 d . . . . .
H31A H 1.077740 0.405985 0.883487 0.048 Uiso 1 1 calc R . . . .
H31B H 0.981242 0.385766 0.777635 0.048 Uiso 1 1 calc R . . . .
C32 C 1.02420(16) 0.24400(18) 0.86215(15) 0.0396(5) Uani 1 1 d . . . . .
H32A H 1.091325 0.224575 0.842373 0.047 Uiso 1 1 calc R . . . .
H32B H 1.044413 0.225841 0.933215 0.047 Uiso 1 1 calc R . . . .
C33 C 0.91991(16) 0.17391(15) 0.80193(14) 0.0331(4) Uani 1 1 d . . . . .
H33A H 0.940815 0.095977 0.813947 0.040 Uiso 1 1 calc R . . . .
H33B H 0.854609 0.188292 0.825643 0.040 Uiso 1 1 calc R . . . .
C41 C 0.84384(19) 0.69109(19) 0.84747(19) 0.0497(5) Uani 1 1 d . . . . .
H41A H 0.791405 0.656630 0.787309 0.075 Uiso 1 1 calc GR . . . .
H41B H 0.859028 0.766373 0.832788 0.075 Uiso 1 1 calc GR . . . .
H41C H 0.808100 0.690807 0.898824 0.075 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 Cu1 114.39(3) . 3_666 ?
O2 Cu1 Cu1 38.43(3) . 3_666 ?
O2 Cu1 Cu1 38.05(3) 3_666 3_666 ?
O2 Cu1 O1 116.90(4) . . ?
O2 Cu1 O1 101.38(4) 3_666 . ?
O2 Cu1 O2 76.48(5) . 3_666 ?
O2 Cu1 N1 163.70(5) . . ?
O2 Cu1 N1 93.85(4) 3_666 . ?
O2 Cu1 N2 168.82(5) 3_666 . ?
O2 Cu1 N2 94.56(5) . . ?
N1 Cu1 Cu1 130.65(3) . 3_666 ?
N1 Cu1 O1 77.55(4) . . ?
N2 Cu1 Cu1 132.65(4) . 3_666 ?
N2 Cu1 O1 88.57(5) . . ?
N2 Cu1 N1 93.26(5) . . ?
C19 O1 Cu1 112.72(10) . . ?
Cu1 O2 Cu1 103.52(5) . 3_666 ?
C23 O2 Cu1 125.66(9) . . ?
C23 O2 Cu1 127.30(9) . 3_666 ?
C10 N1 Cu1 123.77(10) . . ?
C18 N1 Cu1 116.30(10) . . ?
C18 N1 C10 119.50(12) . . ?
C21 N2 Cu1 116.66(10) . . ?
N1 C10 C11 119.63(13) . . ?
N1 C10 C15 120.64(14) . . ?
C11 C10 C15 119.73(14) . . ?
C12 C11 C10 120.08(15) . . ?
C11 C12 C13 120.75(17) . . ?
C14 C13 C12 120.31(16) . . ?
C13 C14 C15 120.63(15) . . ?
C14 C15 C10 118.50(15) . . ?
C16 C15 C10 118.29(14) . . ?
C16 C15 C14 123.21(15) . . ?
C17 C16 C15 119.76(14) . . ?
C16 C17 C18 119.25(15) . . ?
N1 C18 C17 122.50(14) . . ?
N1 C18 C19 116.28(13) . . ?
C17 C18 C19 121.22(14) . . ?
O1 C19 C18 116.62(13) . . ?
O11 C19 O1 126.51(15) . . ?
O11 C19 C18 116.87(14) . . ?
N2 C21 C22 111.38(13) . . ?
C21 C22 C23 113.25(14) . . ?
O2 C23 C22 112.94(12) . . ?
N3 C31 C32 115.91(17) . . ?
C33 C32 C31 114.33(16) . . ?
O3 C33 C32 113.13(16) . . ?
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 Cu1 3.0530(3) 3_666 ?
Cu1 O1 2.2311(11) . ?
Cu1 O2 1.9353(10) . ?
Cu1 O2 1.9518(10) 3_666 ?
Cu1 N1 2.0422(12) . ?
Cu1 N2 1.9921(13) . ?
O1 C19 1.2532(19) . ?
O2 C23 1.4040(17) . ?
O3 C33 1.419(2) . ?
O4 C41 1.412(2) . ?
O11 C19 1.2437(19) . ?
N1 C10 1.3723(19) . ?
N1 C18 1.3238(19) . ?
N2 C21 1.475(2) . ?
N3 C31 1.459(3) . ?
C10 C11 1.403(2) . ?
C10 C15 1.422(2) . ?
C11 C12 1.367(2) . ?
C12 C13 1.411(3) . ?
C13 C14 1.359(3) . ?
C14 C15 1.419(2) . ?
C15 C16 1.402(2) . ?
C16 C17 1.367(3) . ?
C17 C18 1.407(2) . ?
C18 C19 1.529(2) . ?
C21 C22 1.513(2) . ?
C22 C23 1.520(2) . ?
C31 C32 1.517(3) . ?
C32 C33 1.509(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 O4 0.83(2) 1.88(2) 2.708(2) 178(2) 2_746 yes
O4 H4 N3 0.84(3) 1.83(3) 2.657(2) 172(3) . yes
N2 H2A O11 0.818(19) 2.08(2) 2.8982(18) 177.4(18) 4_565 yes
N2 H2B O3 0.84(2) 2.19(2) 2.9837(18) 158.5(17) . yes
