 
data_SCD21_52_C2c
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C18 H18 N9 Nd O9'
_chemical_formula_sum
 'C18 H18 N9 Nd O9' 
_chemical_formula_weight          648.65

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'
 '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'
 'Nd'  'Nd'  -0.1943   3.0179
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                    13.0256(4)
_cell_length_b                    9.8574(4)
_cell_length_c                    18.6057(8)
_cell_angle_alpha                 90
_cell_angle_beta                  109.180(2)
_cell_angle_gamma                 90
_cell_volume                      2256.34(15)
_cell_formula_units_Z             4
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min        2.32
_cell_measurement_theta_max       27.55
 
_exptl_crystal_description        stick
_exptl_crystal_colour             colorless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.909          
_exptl_crystal_F_000              1284
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.181
_exptl_crystal_size_mid           0.073
_exptl_crystal_size_min           0.065
_exptl_absorpt_coefficient_mu     2.373
_shelx_estimated_absorpt_T_min    0.673
_shelx_estimated_absorpt_T_max    0.861
_exptl_absorpt_correction_type    empirical
_exptl_absorpt_correction_T_min   0.6772
_exptl_absorpt_correction_T_max   0.7462
_exptl_absorpt_process_details    'SADABS, Bruker (2012)'
_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             8392
_diffrn_reflns_av_unetI/netI      0.0191
_diffrn_reflns_av_R_equivalents   0.0259
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        16
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_theta_min          2.318
_diffrn_reflns_theta_max          25.999
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.997
_diffrn_measured_fraction_theta_full  0.997
_diffrn_reflns_Laue_measured_fraction_max    0.997
_diffrn_reflns_Laue_measured_fraction_full   0.997
_diffrn_reflns_point_group_measured_fraction_max   0.997
_diffrn_reflns_point_group_measured_fraction_full  0.997
_reflns_number_total              2206
_reflns_number_gt                 2081
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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      'Bruker SMART'
_computing_cell_refinement      'Bruker SMART'
_computing_data_reduction       'Bruker SAINT'
_computing_structure_solution   'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics   'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_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)+(0.0237P)²+4.1563P] 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_number_reflns          2206
_refine_ls_number_parameters      169
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0229
_refine_ls_R_factor_gt            0.0206
_refine_ls_wR_factor_ref          0.0494
_refine_ls_wR_factor_gt           0.0486
_refine_ls_goodness_of_fit_ref    1.099
_refine_ls_restrained_S_all       1.099
_refine_ls_shift/su_max           0.000
_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
C7 C 0.2528(2) 0.5822(3) 0.79641(16) 0.0297(6) Uani 1 1 d . . . . .
H7A H 0.2618 0.4963 0.8232 0.036 Uiso 1 1 calc R U . . .
H7B H 0.1765 0.6071 0.7806 0.036 Uiso 1 1 calc R U . . .
Nd1 Nd 0.5000 0.56132(2) 0.7500 0.02050(7) Uani 1 2 d S T P . .
N2 N 0.71162(17) 0.5697(2) 0.77008(13) 0.0246(5) Uani 1 1 d . . . . .
N4 N 0.4665(2) 0.3064(3) 0.64633(14) 0.0341(5) Uani 1 1 d . . . . .
O4 O 0.58549(15) 0.8039(2) 0.78169(12) 0.0358(5) Uani 1 1 d . . . . .
N1 N 0.64420(17) 0.5913(2) 0.89078(12) 0.0247(5) Uani 1 1 d . . . . .
N3 N 0.43545(17) 0.6578(2) 0.86480(12) 0.0261(5) Uani 1 1 d . . . . .
O1 O 0.40323(15) 0.3353(2) 0.68297(12) 0.0367(5) Uani 1 1 d . . . . .
O2 O 0.54751(17) 0.3814(2) 0.65657(13) 0.0399(5) Uani 1 1 d . . . . .
C5 C 0.7493(2) 0.5667(3) 0.90327(16) 0.0276(6) Uani 1 1 d . . . . .
C6 C 0.7832(2) 0.5654(3) 0.83521(16) 0.0287(6) Uani 1 1 d . . . . .
H6 H 0.8565 0.5616 0.8401 0.034 Uiso 1 1 calc R U . . .
C8 C 0.3210(2) 0.6908(3) 0.84822(16) 0.0320(6) Uani 1 1 d . . . . .
H8A H 0.3054 0.7787 0.8235 0.038 Uiso 1 1 calc R U . . .
H8B H 0.3039 0.6949 0.8951 0.038 Uiso 1 1 calc R U . . .
N5 N 0.5000 0.8684(4) 0.7500 0.0420(9) Uani 1 2 d S T P . .
C1 C 0.6111(2) 0.6117(3) 0.95096(15) 0.0266(6) Uani 1 1 d . . . . .
C9 C 0.4968(2) 0.6508(3) 0.93335(15) 0.0278(6) Uani 1 1 d . . . . .
H9 H 0.4694 0.6705 0.9725 0.033 Uiso 1 1 calc R U . . .
C4 C 0.8236(2) 0.5513(3) 0.97610(17) 0.0381(7) Uani 1 1 d . . . . .
H4 H 0.8960 0.5313 0.9831 0.046 Uiso 1 1 calc R U . . .
C3 C 0.7881(3) 0.5662(3) 1.03791(17) 0.0400(7) Uani 1 1 d . . . . .
H3 H 0.8356 0.5531 1.0871 0.048 Uiso 1 1 calc R U . . .
C2 C 0.6813(2) 0.6008(3) 1.02543(16) 0.0339(7) Uani 1 1 d . . . . .
H2 H 0.6565 0.6166 1.0662 0.041 Uiso 1 1 calc R U . . .
O3 O 0.4490(2) 0.2106(3) 0.60210(16) 0.0660(8) Uani 1 1 d . . . . .
O5 O 0.5000 0.9898(4) 0.7500 0.156(4) Uani 1 2 d S T P . .
 
 
_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
C7 N2 1.462(3) 2_656 ?
C7 C8 1.518(4) . ?
Nd1 O4 2.622(2) 2_656 y
Nd1 O4 2.622(2) . y
Nd1 N2 2.659(2) 2_656 y
Nd1 N2 2.659(2) . y
Nd1 O1 2.660(2) . y
Nd1 O1 2.660(2) 2_656 y
Nd1 N1 2.691(2) 2_656 y
Nd1 N1 2.691(2) . y
Nd1 O2 2.694(2) 2_656 y
Nd1 O2 2.694(2) . y
Nd1 N3 2.712(2) . y
Nd1 N3 2.712(2) 2_656 y
N2 C6 1.264(4) . ?
N2 C7 1.462(3) 2_656 ?
N4 O3 1.223(3) . ?
N4 O2 1.250(3) . ?
N4 O1 1.263(3) . ?
O4 N5 1.249(3) . ?
N1 C5 1.333(3) . ?
N1 C1 1.340(3) . ?
N3 C9 1.265(3) . ?
N3 C8 1.456(3) . ?
C5 C4 1.391(4) . ?
C5 C6 1.472(4) . ?
N5 O5 1.196(5) . ?
N5 O4 1.249(3) 2_656 ?
C1 C2 1.391(4) . ?
C1 C9 1.468(4) . ?
C4 C3 1.381(5) . ?
C3 C2 1.376(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
N2 C7 C8 108.3(2) 2_656 . ?
O4 Nd1 O4 48.42(8) 2_656 . y
O4 Nd1 N2 66.17(6) 2_656 2_656 y
O4 Nd1 N2 110.33(6) . 2_656 y
O4 Nd1 N2 110.33(6) 2_656 . y
O4 Nd1 N2 66.17(6) . . y
N2 Nd1 N2 176.44(9) 2_656 . y
O4 Nd1 O1 123.90(6) 2_656 . y
O4 Nd1 O1 165.98(6) . . y
N2 Nd1 O1 69.54(6) 2_656 . y
N2 Nd1 O1 113.68(6) . . y
O4 Nd1 O1 165.98(6) 2_656 2_656 y
O4 Nd1 O1 123.90(6) . 2_656 y
N2 Nd1 O1 113.68(6) 2_656 2_656 y
N2 Nd1 O1 69.54(6) . 2_656 y
O1 Nd1 O1 66.21(9) . 2_656 y
O4 Nd1 N1 64.66(6) 2_656 2_656 y
O4 Nd1 N1 103.16(6) . 2_656 y
N2 Nd1 N1 60.00(7) 2_656 2_656 y
N2 Nd1 N1 119.55(7) . 2_656 y
O1 Nd1 N1 64.15(7) . 2_656 y
O1 Nd1 N1 128.31(7) 2_656 2_656 y
O4 Nd1 N1 103.16(7) 2_656 . y
O4 Nd1 N1 64.66(7) . . y
N2 Nd1 N1 119.55(7) 2_656 . y
N2 Nd1 N1 60.00(7) . . y
O1 Nd1 N1 128.31(7) . . y
O1 Nd1 N1 64.15(7) 2_656 . y
N1 Nd1 N1 167.39(9) 2_656 . y
O4 Nd1 O2 125.10(6) 2_656 2_656 y
O4 Nd1 O2 128.76(7) . 2_656 y
N2 Nd1 O2 70.35(6) 2_656 2_656 y
N2 Nd1 O2 112.16(7) . 2_656 y
O1 Nd1 O2 64.98(7) . 2_656 y
O1 Nd1 O2 47.15(6) 2_656 2_656 y
N1 Nd1 O2 117.74(7) 2_656 2_656 y
N1 Nd1 O2 71.29(7) . 2_656 y
O4 Nd1 O2 128.76(7) 2_656 . y
O4 Nd1 O2 125.10(6) . . y
N2 Nd1 O2 112.16(7) 2_656 . y
N2 Nd1 O2 70.35(6) . . y
O1 Nd1 O2 47.15(6) . . y
O1 Nd1 O2 64.98(7) 2_656 . y
N1 Nd1 O2 71.29(7) 2_656 . y
N1 Nd1 O2 117.74(7) . . y
O2 Nd1 O2 97.64(9) 2_656 . y
O4 Nd1 N3 68.82(7) 2_656 . y
O4 Nd1 N3 73.85(7) . . y
N2 Nd1 N3 61.60(7) 2_656 . y
N2 Nd1 N3 116.99(7) . . y
O1 Nd1 N3 116.18(6) . . y
O1 Nd1 N3 98.41(6) 2_656 . y
N1 Nd1 N3 115.48(7) 2_656 . y
N1 Nd1 N3 59.52(7) . . y
O2 Nd1 N3 61.72(7) 2_656 . y
O2 Nd1 N3 159.31(7) . . y
O4 Nd1 N3 73.85(7) 2_656 2_656 y
O4 Nd1 N3 68.82(7) . 2_656 y
N2 Nd1 N3 116.99(7) 2_656 2_656 y
N2 Nd1 N3 61.60(7) . 2_656 y
O1 Nd1 N3 98.41(6) . 2_656 y
O1 Nd1 N3 116.18(6) 2_656 2_656 y
N1 Nd1 N3 59.52(7) 2_656 2_656 y
N1 Nd1 N3 115.48(7) . 2_656 y
O2 Nd1 N3 159.31(7) 2_656 2_656 y
O2 Nd1 N3 61.72(7) . 2_656 y
N3 Nd1 N3 138.95(10) . 2_656 y
C6 N2 C7 118.4(2) . 2_656 ?
C6 N2 Nd1 122.53(18) . . ?
C7 N2 Nd1 119.10(16) 2_656 . ?
O3 N4 O2 121.3(3) . . ?
O3 N4 O1 121.7(3) . . ?
O2 N4 O1 116.9(2) . . ?
N5 O4 Nd1 96.39(18) . . ?
C5 N1 C1 118.4(2) . . ?
C5 N1 Nd1 119.87(17) . . ?
C1 N1 Nd1 121.09(17) . . ?
C9 N3 C8 119.3(2) . . ?
C9 N3 Nd1 121.25(18) . . ?
C8 N3 Nd1 118.18(16) . . ?
N4 O1 Nd1 98.56(15) . . ?
N4 O2 Nd1 97.26(16) . . ?
N1 C5 C4 122.4(3) . . ?
N1 C5 C6 115.6(2) . . ?
C4 C5 C6 121.9(3) . . ?
N2 C6 C5 119.3(2) . . ?
N3 C8 C7 108.8(2) . . ?
O5 N5 O4 120.60(18) . 2_656 ?
O5 N5 O4 120.60(18) . . ?
O4 N5 O4 118.8(4) 2_656 . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 C9 115.7(2) . . ?
C2 C1 C9 122.0(3) . . ?
N3 C9 C1 119.8(2) . . ?
C3 C4 C5 118.9(3) . . ?
C2 C3 C4 118.8(3) . . ?
C3 C2 C1 119.0(3) . . ?
 
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
O3 N4 O1 Nd1 -175.4(3) . . . . ?
O2 N4 O1 Nd1 3.7(3) . . . . ?
O3 N4 O2 Nd1 175.5(3) . . . . ?
O1 N4 O2 Nd1 -3.6(3) . . . . ?
C1 N1 C5 C4 5.0(4) . . . . ?
Nd1 N1 C5 C4 -165.6(2) . . . . ?
C1 N1 C5 C6 -171.2(2) . . . . ?
Nd1 N1 C5 C6 18.2(3) . . . . ?
C7 N2 C6 C5 173.9(2) 2_656 . . . ?
Nd1 N2 C6 C5 -4.9(4) . . . . ?
N1 C5 C6 N2 -9.0(4) . . . . ?
C4 C5 C6 N2 174.8(3) . . . . ?
C9 N3 C8 C7 -126.3(3) . . . . ?
Nd1 N3 C8 C7 40.8(3) . . . . ?
N2 C7 C8 N3 -54.0(3) 2_656 . . . ?
Nd1 O4 N5 O5 180.000(1) . . . . ?
Nd1 O4 N5 O4 0.000(1) . . . 2_656 ?
C5 N1 C1 C2 -3.6(4) . . . . ?
Nd1 N1 C1 C2 166.9(2) . . . . ?
C5 N1 C1 C9 174.5(2) . . . . ?
Nd1 N1 C1 C9 -15.0(3) . . . . ?
C8 N3 C9 C1 177.3(2) . . . . ?
Nd1 N3 C9 C1 10.5(3) . . . . ?
N1 C1 C9 N3 2.9(4) . . . . ?
C2 C1 C9 N3 -179.1(3) . . . . ?
N1 C5 C4 C3 -2.1(5) . . . . ?
C6 C5 C4 C3 173.9(3) . . . . ?
C5 C4 C3 C2 -2.4(5) . . . . ?
C4 C3 C2 C1 3.8(5) . . . . ?
N1 C1 C2 C3 -0.8(5) . . . . ?
C9 C1 C2 C3 -178.7(3) . . . . ?
 
_refine_diff_density_max    0.929
_refine_diff_density_min   -0.735
_refine_diff_density_rms    0.074



