#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2003533.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2003533
_journal_name_full    'Acta Crystallographica'
_journal_year         1995
_journal_volume    	C51
_journal_page_first    	1189
_journal_page_last    	1193
_publ_section_title    	
;
Two Related Potent Antiviral Compounds:
3-Bromo-N-butyl-4-butylamino-1,8-naphthalenedicarboximide (1)
and 4-Amino-3-bromo-N-butyl-1,8-naphthalenedicarboximide (2)
;
_chemical_formula_sum    	'C16 H15 Br N2 O2'
_chemical_formula_weight    	347.21
loop_
    _symmetry_equiv_pos_as_xyz
    'x,y,z'
    'x,-y,z+1/2'
    'x+1/2,y+1/2,z'
    'x+1/2,1/2-y,z+1/2'
_symmetry_space_group_name_H-M    	'C c'
_cell_length_a    	4.514(2)
_cell_length_b    	24.87(1)
_cell_length_c    	13.054(4)
_cell_angle_alpha    	90
_cell_angle_beta    	97.41(3)
_cell_angle_gamma    	90
_cell_volume    	1453(1)
_cell_formula_units_Z    	4
_exptl_crystal_density_diffrn    	1.587
_exptl_crystal_density_meas    	?
_diffrn_radiation_type    	'MoK\a'
_diffrn_radiation_wavelength    	0.71073
_cell_measurement_reflns_used    	25
_cell_measurement_theta_min    	10.1
_cell_measurement_theta_max    	23.9
_exptl_absorpt_coefficient_mu    	2.79
_cell_measurement_temperature    	288
_exptl_crystal_description    	'thin parallelepiped'
_exptl_crystal_size_max    	0.31
_exptl_crystal_size_mid    	0.25
_exptl_crystal_size_min    	0.063
_exptl_crystal_size_rad    	?
_exptl_crystal_colour    	'yellow'
_chemical_compound_source    	'synthesized per article, recrystallized from mesi
_diffrn_measurement_device    	'Siemens P3'
_diffrn_measurement_method    	'\w/2\q'
_exptl_absorpt_correction_type    	'empirical'
_exptl_absorpt_correction_T_min    	0.391
_exptl_absorpt_correction_T_max    	0.829
_diffrn_reflns_number    	2859
_reflns_number_total    	1465
_reflns_number_observed    	1464
_reflns_observed_criterion    	'I>=2\s(I)'
_diffrn_reflns_av_R_equivalents    	0.0767
_diffrn_reflns_theta_max    	25.04
_diffrn_reflns_limit_h_min    	0
_diffrn_reflns_limit_h_max    	5
_diffrn_reflns_limit_k_min    	0
_diffrn_reflns_limit_k_max    	29
_diffrn_reflns_limit_l_min    	-15
_diffrn_reflns_limit_l_max    	15
_diffrn_standards_number    	3
_diffrn_standards_interval_count    	50
_diffrn_standards_interval_time    	?
_diffrn_standards_decay_%    	+-5.6
_refine_ls_structure_factor_coef    	F
_refine_ls_R_factor_obs    	0.0480
_refine_ls_wR_factor_obs    	0.0951
_refine_ls_goodness_of_fit_obs    	0.972
_refine_ls_number_reflns    	1464
_refine_ls_number_parameters    	190
_refine_ls_hydrogen_treatment    	'noref (calc)'
_refine_ls_weighting_scheme    	'1/\s^2^(F)'
_refine_ls_shift/esd_max    	0.00
_refine_diff_density_max    	0.354
_refine_diff_density_min    	-0.509
_refine_ls_extinction_method    	'none'
_refine_ls_extinction_coef    	?
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_B_iso_or_equiv
    Br .1300(2) .3015(1) .4292(1) .071(1)
    O(1) -.4663(18) .3012(3) .7628(5) .063(2)
    O(2) -.5110(16) .4703(3) .8895(5) .063(2)
    N(1) -.4982(17) .3861(3) .8229(6) .045(2)
    N(2) .2749(18) .4225(3) .4463(6) .058(2)
    C(1) -.409(2) .3486(4) .7537(7) .040(2)
    C(2) -.139(2) .3342(3) .6036(7) .044(2)
    C(3) .021(2) .3528(4) .5269(7) .045(2)
    C(4) .108(2) .4053(4) .5199(7) .040(2)
    C(5) .087(2) .4984(4) .5949(8) .055(3)
    C(6) .003(2) .5324(4) .6684(9) .058(3)
    C(7) -.164(2) .5139(4) .7432(8) .052(3)
    C(8) -.428(2) .4408(4) .8233(6) .045(2)
    C(9) -.234(2) .3690(3) .6732(6) .035(2)
    C(10) .015(2) .4433(3) .5934(6) .037(2)
    C(11) -.245(2) .4605(4) .7448(7) .040(2)
    C(12) -.157(2) .4244(3) .6706(7) .036(2)
    C(13) -.670(2) .3654(4) .9041(7) .045(2)
    C(14) -.472(2) .3522(4) 1.0008(7) .044(2)
    C(15) -.635(3) .3257(4) 1.0840(8) .050(3)
    C(16) -.449(3) .3118(5) 1.1800(9) .078(4)
    H(2A) .326(2) .4574(3) .4434(6) .080
    H(2B) .333(2) .3990(3) .4005(6) .080
    H(2C) -.182(2) .2965(3) .6083(7) .080
    H(5A) .198(2) .5125(4) .5430(8) .080
    H(6A) .061(2) .5696(4) .6685(9) .080
    H(7A) -.228(2) .5384(4) .7927(8) .080
    H(13A) -.779(2) .3338(4) .8790(7) .080
    H(13B) -.812(2) .3921(4) .9189(7) .080
    H(14A) -.376(2) .3845(4) 1.0281(7) .080
    H(14B) -.320(2) .3281(4) .9840(7) .080
    H(15A) -.733(3) .2937(4) 1.0560(8) .080
    H(15B) -.788(3) .3500(4) 1.1002(8) .080
    H(16C) -.571(3) .2960(5) 1.2270(9) .080
    H(16D) -.298(3) .2866(5) 1.1658(9) .080
    H(16A) -.354(3) .3436(5) 1.2106(9) .080