 
data_SPA272
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C10 H11 Cu N O3' 
_chemical_formula_sum
 'C10 H11 Cu N O3' 
_chemical_formula_weight          256.74

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0021   0.0012
 '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'
 'N'  'N'   0.0044   0.0025
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0080   0.0047
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cu'  'Cu'   0.3383   1.0252
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       tetragonal
_space_group_IT_number            96
_space_group_name_H-M_alt         'P 43 21 2'
_space_group_name_Hall            'P 4nw 2abw'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 '-y+1/2, x+1/2, z+3/4'
 'y+1/2, -x+1/2, z+1/4'
 '-x+1/2, y+1/2, -z+3/4'
 'x+1/2, -y+1/2, -z+1/4'
 'y, x, -z'
 '-y, -x, -z+1/2'
 
_cell_length_a                    8.8480(12)
_cell_length_b                    8.8480(12)
_cell_length_c                    24.929(5)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      1951.6(7)
_cell_formula_units_Z             8
_cell_measurement_temperature     300(2)
_cell_measurement_reflns_used     58035
_cell_measurement_theta_min       0.361
_cell_measurement_theta_max       33.548
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'green'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.748          
_exptl_crystal_F_000              1048
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.221
_exptl_crystal_size_mid           0.165
_exptl_crystal_size_min           0.105
_exptl_absorpt_coefficient_mu     1.600
_shelx_estimated_absorpt_T_min    0.719
_shelx_estimated_absorpt_T_max    0.850
_exptl_absorpt_correction_type    'empirical'
_exptl_absorpt_correction_T_min   0.883
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       300(2)
_diffrn_radiation_wavelength      0.630
_diffrn_radiation_type            synchrotron
_diffrn_source                    'PLSII 2D bending magnet'
_diffrn_measurement_device_type   'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method        'omega scan'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             19158
_diffrn_reflns_av_unetI/netI      0.0373
_diffrn_reflns_av_R_equivalents   0.0898
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -34
_diffrn_reflns_limit_l_max        34
_diffrn_reflns_theta_min          2.165
_diffrn_reflns_theta_max          25.498
_diffrn_reflns_theta_full         22.210
_diffrn_measured_fraction_theta_max   1.000
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    1.000
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   1.000
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              2611
_reflns_number_gt                 2570
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.636
_reflns_Friedel_fraction_max      1.000
_reflns_Friedel_fraction_full     1.000
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction         'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution     'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement   'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics     'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material   'publCIF(Westrip, 2010)'
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0402P)²+0.4644P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 996 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.015(5)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          2611
_refine_ls_number_parameters      137
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0278
_refine_ls_R_factor_gt            0.0276
_refine_ls_wR_factor_ref          0.0779
_refine_ls_wR_factor_gt           0.0777
_refine_ls_goodness_of_fit_ref    1.056
_refine_ls_restrained_S_all       1.056
_refine_ls_shift/su_max           0.003
_refine_ls_shift/su_mean          0.000
 
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 0.65018(3) 0.31244(4) 0.69014(2) 0.02267(11) Uani 1 1 d . . . . .
O1 O 0.7662(2) 0.4307(2) 0.74298(6) 0.0266(4) Uani 1 1 d . . . . .
O2 O 0.4757(2) 0.2676(2) 0.64525(7) 0.0290(4) Uani 1 1 d . . . . .
O3 O 0.3494(2) 0.3551(3) 0.57430(9) 0.0339(4) Uani 1 1 d . . . . .
N1 N 0.7214(2) 0.4325(2) 0.62801(8) 0.0208(4) Uani 1 1 d . . . . .
H1 H 0.800492 0.372279 0.610701 0.025 Uiso 1 1 calc R U . . .
C1 C 0.9061(3) 0.4773(3) 0.72969(9) 0.0235(5) Uani 1 1 d . . . . .
C2 C 1.0287(4) 0.4527(4) 0.76331(11) 0.0346(7) Uani 1 1 d . . . . .
H2 H 1.014832 0.404869 0.796169 0.042 Uiso 1 1 calc R U . . .
C3 C 1.1716(4) 0.4995(4) 0.74790(13) 0.0441(8) Uani 1 1 d . . . . .
H3 H 1.253031 0.484177 0.770855 0.053 Uiso 1 1 calc R U . . .
C4 C 1.1949(4) 0.5686(4) 0.69876(14) 0.0444(8) Uani 1 1 d . . . . .
H4 H 1.291601 0.597512 0.688279 0.053 Uiso 1 1 calc R U . . .
C5 C 1.0726(3) 0.5942(4) 0.66549(11) 0.0346(6) Uani 1 1 d . . . . .
H5 H 1.087582 0.642029 0.632700 0.042 Uiso 1 1 calc R U . . .
C6 C 0.9274(3) 0.5499(3) 0.68007(9) 0.0244(5) Uani 1 1 d . . . . .
C7 C 0.7939(3) 0.5773(3) 0.64410(10) 0.0276(6) Uani 1 1 d . . . . .
H7A H 0.720654 0.639916 0.662685 0.033 Uiso 1 1 calc R U . . .
H7AB H 0.826673 0.631300 0.612292 0.033 Uiso 1 1 calc R U . . .
C8 C 0.5983(3) 0.4485(3) 0.58791(10) 0.0241(5) Uani 1 1 d . . . . .
H8 H 0.565343 0.554290 0.587606 0.029 Uiso 1 1 calc R U . . .
C9 C 0.4628(3) 0.3498(3) 0.60304(10) 0.0235(5) Uani 1 1 d . . . . .
C10 C 0.6561(4) 0.4083(5) 0.53180(11) 0.0417(8) Uani 1 1 d . . . . .
H10A H 0.571898 0.397093 0.507834 0.062 Uiso 1 1 calc R U . . .
H10B H 0.711594 0.315207 0.533359 0.062 Uiso 1 1 calc R U . . .
H10C H 0.720997 0.487466 0.519026 0.062 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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 1.9432(17) 8_666 ?
Cu1 O2 1.9477(19) . ?
Cu1 O1 1.9706(18) . ?
Cu1 N1 1.981(2) . ?
Cu1 O3 2.331(2) 6_556 ?
Cu1 Cu1 3.0209(8) 8_666 ?
O1 C1 1.346(3) . ?
O2 C9 1.284(3) . ?
O3 C9 1.234(3) . ?
N1 C8 1.485(3) . ?
N1 C7 1.488(3) . ?
N1 H1 0.9800 . ?
C1 C2 1.388(4) . ?
C1 C6 1.406(3) . ?
C2 C3 1.385(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.503(4) . ?
C7 H7A 0.9700 . ?
C7 H7AB 0.9700 . ?
C8 C9 1.530(4) . ?
C8 C10 1.531(4) . ?
C8 H8 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
 
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 97.37(8) 8_666 . ?
O1 Cu1 O1 78.95(9) 8_666 . ?
O2 Cu1 O1 154.82(9) . . ?
O1 Cu1 N1 168.50(9) 8_666 . ?
O2 Cu1 N1 84.95(8) . . ?
O1 Cu1 N1 94.13(8) . . ?
O1 Cu1 O3 100.57(8) 8_666 6_556 ?
O2 Cu1 O3 112.42(9) . 6_556 ?
O1 Cu1 O3 92.69(9) . 6_556 ?
N1 Cu1 O3 88.84(8) . 6_556 ?
O1 Cu1 Cu1 39.81(6) 8_666 8_666 ?
O2 Cu1 Cu1 132.59(6) . 8_666 ?
O1 Cu1 Cu1 39.15(5) . 8_666 ?
N1 Cu1 Cu1 132.75(6) . 8_666 ?
O3 Cu1 Cu1 98.02(6) 6_556 8_666 ?
C1 O1 Cu1 130.78(16) . 8_666 ?
C1 O1 Cu1 118.49(14) . . ?
Cu1 O1 Cu1 101.04(9) 8_666 . ?
C9 O2 Cu1 115.21(16) . . ?
C9 O3 Cu1 132.91(19) . 6_456 ?
C8 N1 C7 114.6(2) . . ?
C8 N1 Cu1 110.12(15) . . ?
C7 N1 Cu1 112.84(15) . . ?
C8 N1 H1 106.2 . . ?
C7 N1 H1 106.2 . . ?
Cu1 N1 H1 106.2 . . ?
O1 C1 C2 121.5(2) . . ?
O1 C1 C6 118.7(2) . . ?
C2 C1 C6 119.9(3) . . ?
C3 C2 C1 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.9(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.8(3) . . ?
C5 C6 C7 121.6(2) . . ?
C1 C6 C7 119.6(2) . . ?
N1 C7 C6 111.1(2) . . ?
N1 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N1 C7 H7AB 109.4 . . ?
C6 C7 H7AB 109.4 . . ?
H7A C7 H7AB 108.0 . . ?
N1 C8 C9 110.7(2) . . ?
N1 C8 C10 110.3(2) . . ?
C9 C8 C10 110.7(2) . . ?
N1 C8 H8 108.3 . . ?
C9 C8 H8 108.3 . . ?
C10 C8 H8 108.3 . . ?
O3 C9 O2 124.7(2) . . ?
O3 C9 C8 118.2(2) . . ?
O2 C9 C8 117.1(2) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
Cu1 O1 C1 C2 9.4(4) 8_666 . . . ?
Cu1 O1 C1 C2 -129.7(2) . . . . ?
Cu1 O1 C1 C6 -171.73(19) 8_666 . . . ?
Cu1 O1 C1 C6 49.2(3) . . . . ?
O1 C1 C2 C3 178.7(3) . . . . ?
C6 C1 C2 C3 -0.1(5) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C2 C3 C4 C5 1.6(6) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C4 C5 C6 C7 180.0(3) . . . . ?
O1 C1 C6 C5 -178.1(3) . . . . ?
C2 C1 C6 C5 0.7(4) . . . . ?
O1 C1 C6 C7 1.7(4) . . . . ?
C2 C1 C6 C7 -179.5(3) . . . . ?
C8 N1 C7 C6 -174.0(2) . . . . ?
Cu1 N1 C7 C6 59.0(2) . . . . ?
C5 C6 C7 N1 118.7(3) . . . . ?
C1 C6 C7 N1 -61.1(3) . . . . ?
C7 N1 C8 C9 -136.4(2) . . . . ?
Cu1 N1 C8 C9 -7.9(2) . . . . ?
C7 N1 C8 C10 100.7(3) . . . . ?
Cu1 N1 C8 C10 -130.9(2) . . . . ?
Cu1 O3 C9 O2 -23.1(4) 6_456 . . . ?
Cu1 O3 C9 C8 157.30(19) 6_456 . . . ?
Cu1 O2 C9 O3 -168.2(2) . . . . ?
Cu1 O2 C9 C8 11.4(3) . . . . ?
N1 C8 C9 O3 177.7(2) . . . . ?
C10 C8 C9 O3 -59.6(3) . . . . ?
N1 C8 C9 O2 -2.0(3) . . . . ?
C10 C8 C9 O2 120.8(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
N1 H1 O2  0.98 1.99 2.922(3) 158.1 6_556 yes
 
_refine_diff_density_max    0.676
_refine_diff_density_min   -0.664
_refine_diff_density_rms    0.072























