 
data_1350RKM_A_0m_a
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C19 H13 Cl N2 Se'
_chemical_formula_sum
 'C19 H13 Cl N2 Se' 
_chemical_formula_weight          383.72

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'
 'Br'  'Br'  -0.2901   2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Se'  'Se'  -0.0929   2.2259
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_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'
 
_cell_length_a                    9.3670(4)
_cell_length_b                    9.7630(5)
_cell_length_c                    10.3133(5)
_cell_angle_alpha                 117.878(2)
_cell_angle_beta                  91.349(2)
_cell_angle_gamma                 98.247(2)
_cell_volume                      820.64(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     294(2)
_cell_measurement_reflns_used     13295
_cell_measurement_theta_min       2.380
_cell_measurement_theta_max       28.299
 
_exptl_crystal_description        tetragonal
_exptl_crystal_colour             colourless 
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_density_diffrn     1.553          
_exptl_crystal_F_000              384
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.25
_exptl_crystal_size_min           0.20
_exptl_absorpt_coefficient_mu     2.450
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    'empirical'
_exptl_absorpt_correction_T_min   0.481
_exptl_absorpt_correction_T_max   0.610
_exptl_absorpt_process_details    'sadabs'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       294(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'CCD area detector'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             13295
_diffrn_reflns_av_unetI/netI      0.0295
_diffrn_reflns_av_R_equivalents   0.0285
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          2.380
_diffrn_reflns_theta_max          28.299
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.995
_diffrn_measured_fraction_theta_full  0.996
_diffrn_reflns_Laue_measured_fraction_max    0.995
_diffrn_reflns_Laue_measured_fraction_full   0.996
_diffrn_reflns_point_group_measured_fraction_max   0.995
_diffrn_reflns_point_group_measured_fraction_full  0.996
_reflns_number_total              4075
_reflns_number_gt                 3470
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_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)+(0.1000P)²] 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          4075
_refine_ls_number_parameters      208
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0401
_refine_ls_R_factor_gt            0.0309
_refine_ls_wR_factor_ref          0.1104
_refine_ls_wR_factor_gt           0.0968
_refine_ls_goodness_of_fit_ref    0.856
_refine_ls_restrained_S_all       0.856
_refine_ls_shift/su_max           0.001
_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
Se1 Se 0.87563(2) 0.48018(2) 0.22893(2) 0.04211(11) Uani 1 1 d . . . . .
Cl1 Cl 0.95728(9) -0.17835(8) 0.10969(9) 0.0706(2) Uani 1 1 d . . . . .
N1 N 0.77178(19) 0.4627(2) 0.48510(18) 0.0383(4) Uani 1 1 d . . . . .
N2 N 0.7638(2) 0.3778(2) 0.5582(2) 0.0454(4) Uani 1 1 d . . . . .
C1 C 0.7131(2) 0.3869(2) 0.0802(2) 0.0357(4) Uani 1 1 d . . . . .
C14 C 0.7263(2) 0.6128(3) 0.5549(2) 0.0390(4) Uani 1 1 d . . . . .
C7 C 0.8214(2) 0.3879(2) 0.3493(2) 0.0367(4) Uani 1 1 d . . . . .
C8 C 0.8425(2) 0.2415(3) 0.3321(2) 0.0366(4) Uani 1 1 d . . . . .
C2 C 0.7265(3) 0.4142(3) -0.0405(2) 0.0455(5) Uani 1 1 d . . . . .
H2 H 0.8125 0.4692 -0.0484 0.055 Uiso 1 1 calc R U . . .
C13 C 0.8067(2) 0.2434(3) 0.4655(2) 0.0409(5) Uani 1 1 d . . . . .
C15 C 0.7701(3) 0.7114(3) 0.7031(3) 0.0496(5) Uani 1 1 d . . . . .
H15 H 0.8286 0.6811 0.7556 0.060 Uiso 1 1 calc R U . . .
C6 C 0.5867(3) 0.2997(3) 0.0884(3) 0.0481(5) Uani 1 1 d . . . . .
H6 H 0.5783 0.2779 0.1669 0.058 Uiso 1 1 calc R U . . .
C9 C 0.8897(2) 0.1109(3) 0.2191(2) 0.0432(5) Uani 1 1 d . . . . .
H9 H 0.9143 0.1091 0.1315 0.052 Uiso 1 1 calc R U . . .
C10 C 0.8974(3) -0.0130(3) 0.2448(3) 0.0461(5) Uani 1 1 d . . . . .
C11 C 0.8609(3) -0.0150(3) 0.3762(3) 0.0533(6) Uani 1 1 d . . . . .
H11 H 0.8673 -0.1033 0.3870 0.064 Uiso 1 1 calc R U . . .
C3 C 0.6112(3) 0.3589(3) -0.1484(3) 0.0522(6) Uani 1 1 d . . . . .
H3 H 0.6194 0.3787 -0.2280 0.063 Uiso 1 1 calc R U . . .
C18 C 0.5921(3) 0.7994(3) 0.5468(3) 0.0609(7) Uani 1 1 d . . . . .
H18 H 0.5318 0.8291 0.4950 0.073 Uiso 1 1 calc R U . . .
C12 C 0.8162(3) 0.1113(3) 0.4871(3) 0.0511(6) Uani 1 1 d . . . . .
H12 H 0.7928 0.1111 0.5741 0.061 Uiso 1 1 calc R U . . .
C4 C 0.4852(3) 0.2755(3) -0.1389(3) 0.0560(6) Uani 1 1 d . . . . .
H4 H 0.4079 0.2391 -0.2117 0.067 Uiso 1 1 calc R U . . .
C19 C 0.6365(3) 0.6548(3) 0.4765(3) 0.0504(5) Uani 1 1 d . . . . .
H19 H 0.6061 0.5866 0.3774 0.060 Uiso 1 1 calc R U . . .
C5 C 0.4728(3) 0.2453(4) -0.0214(3) 0.0586(7) Uani 1 1 d . . . . .
H5 H 0.3872 0.1877 -0.0158 0.070 Uiso 1 1 calc R U . . .
C17 C 0.6379(3) 0.9000(3) 0.6949(4) 0.0641(7) Uani 1 1 d . . . . .
H17 H 0.6093 0.9977 0.7422 0.077 Uiso 1 1 calc R U . . .
C16 C 0.7258(3) 0.8550(3) 0.7717(3) 0.0621(7) Uani 1 1 d . . . . .
H16 H 0.7555 0.9225 0.8711 0.075 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
Se1 C7 1.886(2) . ?
Se1 C1 1.920(2) . ?
Cl1 C10 1.748(2) . ?
N1 N2 1.353(2) . ?
N1 C7 1.372(3) . ?
N1 C14 1.433(3) . ?
N2 C13 1.339(3) . ?
C1 C6 1.385(3) . ?
C1 C2 1.394(3) . ?
C14 C15 1.383(3) . ?
C14 C19 1.381(3) . ?
C7 C8 1.400(3) . ?
C8 C9 1.405(3) . ?
C8 C13 1.417(3) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C13 C12 1.421(3) . ?
C15 C16 1.375(4) . ?
C15 H15 0.9300 . ?
C6 C5 1.386(3) . ?
C6 H6 0.9300 . ?
C9 C10 1.366(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.413(4) . ?
C11 C12 1.362(4) . ?
C11 H11 0.9300 . ?
C3 C4 1.368(4) . ?
C3 H3 0.9300 . ?
C18 C17 1.388(4) . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C12 H12 0.9300 . ?
C4 C5 1.378(4) . ?
C4 H4 0.9300 . ?
C19 H19 0.9300 . ?
C5 H5 0.9300 . ?
C17 C16 1.377(5) . ?
C17 H17 0.9300 . ?
C16 H16 0.9300 . ?
 
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
C7 Se1 C1 100.58(9) . . ?
N2 N1 C7 113.29(18) . . ?
N2 N1 C14 117.78(17) . . ?
C7 N1 C14 128.91(17) . . ?
C13 N2 N1 104.53(17) . . ?
C6 C1 C2 119.9(2) . . ?
C6 C1 Se1 124.15(15) . . ?
C2 C1 Se1 115.94(16) . . ?
C15 C14 C19 121.0(2) . . ?
C15 C14 N1 118.53(19) . . ?
C19 C14 N1 120.42(19) . . ?
N1 C7 C8 105.50(17) . . ?
N1 C7 Se1 125.62(16) . . ?
C8 C7 Se1 128.26(16) . . ?
C7 C8 C9 134.0(2) . . ?
C7 C8 C13 104.79(19) . . ?
C9 C8 C13 121.2(2) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
N2 C13 C8 111.85(19) . . ?
N2 C13 C12 127.8(2) . . ?
C8 C13 C12 120.3(2) . . ?
C14 C15 C16 119.1(2) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C1 C6 C5 119.3(2) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C10 C9 C8 116.4(2) . . ?
C10 C9 H9 121.8 . . ?
C8 C9 H9 121.8 . . ?
C9 C10 C11 123.6(2) . . ?
C9 C10 Cl1 118.77(19) . . ?
C11 C10 Cl1 117.65(18) . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C17 C18 C19 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C11 C12 C13 117.9(2) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 121.1 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C14 C19 C18 119.4(2) . . ?
C14 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C15 C16 C17 120.7(2) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
 
_refine_diff_density_max    0.355
_refine_diff_density_min   -0.468
_refine_diff_density_rms    0.075



