<i>N</i>-(2-Bromoethyl)-4-piperidino-1,8-naphthalimide and <i>N</i>-(3-bromopropyl)-4-piperidino-1,8-naphthalimide
Tagg, Tei; McAdam, C. John; Robinson, Brian H.; Simpson, Jim; Acta Crystallographica Section C 64 (2008) o388–o391; doi:10.1107/S0108270108016120

data_2016700
_publ_section_title
;
 <i>N</i>-(2-Bromoethyl)-4-piperidino-1,8-naphthalimide and
 <i>N</i>-(3-bromopropyl)-4-piperidino-1,8-naphthalimide
;
_journal_coeditor_code           SU3024
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o388
_journal_page_last               o391
_journal_paper_doi               10.1107/S0108270108016120
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C19 H19 Br N2 O2'
_chemical_formula_moiety         'C19 H19 Br N2 O2'
_chemical_formula_sum            'C19 H19 Br N2 O2'
_chemical_formula_weight         387.27
_chemical_name_systematic
;
<i>N</i>-(2-bromoethyl)-4-piperidino-1,8-naphthalimide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                82.039(3)
_cell_angle_beta                 84.205(2)
_cell_angle_gamma                74.937(3)
_cell_formula_units_Z            2
_cell_length_a                   7.3476(4)
_cell_length_b                   9.3218(5)
_cell_length_c                   12.2905(6)
_cell_measurement_reflns_used    5259
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      65.743
_cell_measurement_theta_min      5.333
_cell_volume                     803.19(7)
_computing_cell_refinement       'APEX2 (Bruker 2005) and SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Macrae <i>et al.</i>,
2006)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), enCIFer (Allen <i>et al.</i>,  2004) and PLATON
(Spek, 2003)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and TITAN2000 (Hunter & Simpson,
1999)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008) and TITAN2000 (Hunter & Simpson,
1999)
;
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Nonius APEXII CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13527
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.67
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.573
_exptl_absorpt_correction_T_max  0.734
_exptl_absorpt_correction_T_min  0.326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.536
_refine_diff_density_min         -0.710
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4650
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0249
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0325P)^2^+0.3733P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0673
_reflns_number_gt                4402
_reflns_number_total             4650
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            su3024.cif
_cod_data_source_block           I
_cod_database_code               2016700
_cod_database_fobs_code          2016700