data_2003501
_journal_name_full    'Acta Crystallographica'
_journal_year         1995
_journal_volume    	C51
_journal_page_first    	916
_journal_page_last    	918
_publ_section_title    	
;
Dimethyl{2-[7-(methylaminosulfonylmethyl)-1-naphthyl]ethyl}amine, the
Naphthalenic Bioisostere of Sumatriptan
;
_chemical_formula_sum    	'C16 H22 N2 O2 S1'
_chemical_formula_weight    	306.43
loop_
    _symmetry_equiv_pos_as_xyz
    'x,y,z'
    'x,1/2-y,1/2+z'
    '-x,-y,-z'
    '-x,1/2+y,1/2-z'
_symmetry_space_group_name_H-M    	'P 21/c'
_cell_length_a    	17.154(2)
_cell_length_b    	5.748(1)
_cell_length_c    	17.657(2)
_cell_angle_alpha    	90
_cell_angle_beta    	111.96(1)
_cell_angle_gamma    	90
_cell_volume    	1614.6(4)
_cell_formula_units_Z    	4
_exptl_crystal_density_diffrn    	1.26
_exptl_crystal_density_meas    	?
_diffrn_radiation_type    	'CuK\a'
_diffrn_radiation_wavelength    	1.54184
_cell_measurement_reflns_used    	30
_cell_measurement_theta_min    	12
_cell_measurement_theta_max    	25
_exptl_absorpt_coefficient_mu    	1.78
_cell_measurement_temperature    	291
_exptl_crystal_description    	'Parallelepiped'
_exptl_crystal_size_max    	0.48
_exptl_crystal_size_mid    	0.10
_exptl_crystal_size_min    	0.03
_exptl_crystal_size_rad    	?
_exptl_crystal_colour    	'Colourless'
_chemical_compound_source    	?
_diffrn_measurement_device    	'Huber four-circle (Rigaku RU200 generator)'
_diffrn_measurement_method    	'\q/2\q'
_exptl_absorpt_correction_type    	'none'
_exptl_absorpt_correction_T_min    	?
_exptl_absorpt_correction_T_max    	?
_diffrn_reflns_number    	2912
_reflns_number_total    	2912
_reflns_number_observed    	2096
_reflns_observed_criterion    	I>2.5\s(I)
_diffrn_reflns_av_R_equivalents    	?
_diffrn_reflns_theta_max    	67.5
_diffrn_reflns_limit_h_min    	-20
_diffrn_reflns_limit_h_max    	19
_diffrn_reflns_limit_k_min    	0
_diffrn_reflns_limit_k_max    	6
_diffrn_reflns_limit_l_min    	0
_diffrn_reflns_limit_l_max    	19
_diffrn_standards_number    	1
_diffrn_standards_interval_count    	50
_diffrn_standards_interval_time    	?
_diffrn_standards_decay_%    	4
_refine_ls_structure_factor_coef    	F
_refine_ls_R_factor_obs    	0.042
_refine_ls_wR_factor_obs    	0.050
_refine_ls_goodness_of_fit_obs    	0.90
_refine_ls_number_reflns    	2096
_refine_ls_number_parameters    	257
_refine_ls_hydrogen_treatment    	'H atoms refined isotropically'
_refine_ls_weighting_scheme    	'w = 1/[\s^2^(F) + 0.00406F^2^]'
_refine_ls_shift/esd_max    	0.10
_refine_diff_density_max    	0.18
_refine_diff_density_min    	-0.32
_refine_ls_extinction_method    	?
_refine_ls_extinction_coef    	?
_atom_type_scat_source    	'IntTabIV'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_u_iso_or_equiv
    C1 .8657(2) .6603(5) 1.0409(2) .048(1)
    C2 .9515(2) .6527(6) 1.0776(2) .064(1)
    C3 .9928(2) .4831(7) 1.1341(2) .071(1)
    C4 .9497(2) .3165(7) 1.1563(2) .063(1)
    C4a .8601(2) .3133(5) 1.1205(2) .047(1)
    C5 .8120(2) .1422(5) 1.1413(2) .053(1)
    C6 .7264(2) .1355(5) 1.1046(2) .049(1)
    C7 .6841(2) .3050(4) 1.0458(1) .041(1)
    C8 .7293(2) .4767(4) 1.0263(2) .041(1)
    C8a .8182(2) .4857(5) 1.0620(1) .043(1)
    C9 .5906(2) .2991(5) 1.0034(2) .045(1)
    S10 .5558(1) .1057(1) .9183(1) .043(0)
    O11 .5888(1) -.1199(3) .9464(1) .056(1)
    O12 .4668(1) .1354(4) .8816(1) .061(1)
    N13 .5970(2) .1841(4) .8554(1) .052(1)
    C14 .5684(3) .3878(7) .8045(2) .068(1)
    C15 .8232(2) .8525(5) .9815(2) .048(1)
    C16 .7942(2) .7834(5) .8923(2) .049(1)
    N17 .7505(1) .9714(4) .8369(1) .049(1)
    C18 .8076(3) 1.1616(6) .8405(3) .074(2)
    C19 .7128(3) .8859(7) .7535(2) .073(2)
    H2 .9820(19) .7724(62) 1.0667(19) .072
    H3 1.0518(21) .4969(56) 1.1570(20) .072
    H4 .9789(19) .1935(58) 1.1948(20) .072
    H5 .8395(20) .0175(55) 1.1813(20) .072
    H6 .6904(19) -.0043(57) 1.1188(20) .072
    H8 .6990(19) .5889(57) .9874(20) .072
    H9A .5661(19) .4365(55) .9780(20) .072
    H9B .5601(19) .2431(60) 1.0335(19) .072
    H13 .6424(21) .1390(56) .8637(21) .072
    H14A .5097(22) .4014(53) .7888(20) .072
    H14B .5823(21) .3740(57) .7653(22) .072
    H14C .5804(22) .5213(64) .8278(23) .072
    H15A .7769(21) .9133(54) .9960(20) .072
    H15B .8590(20) .9789(65) .9945(20) .072
    H16A .7532(2) .6361(53) .8830(20) .072
    H16B .8418(20) .7259(56) .8778(19) .072
    H18A .8302(20) 1.2479(58) .8981(21) .072
    H18B .8521(22) 1.1052(55) .8265(21) .072
    H18C .7826(20) 1.2693(65) .8077(21) .072
    H19A .7501(20) .8276(53) .7214(21) .072
    H19B .6786(20) .7584(63) .7473(19) .072
    H19C .6810(21) .9960(63) .7224(21) .072