#------------------------------------------------------------------------------
#$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: svn://www.crystallography.net/cod/cif/2/2002097.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2002097
loop_
_publ_author_name
'Rodier, N.'
'Agafonov, V.'
'Dubois, P.'
'Mariaud, M.'
'Levillain, P.'
'Cense, J. M.'
_publ_section_title
;
 2,4-Dimethyl-(1<i>H</i>)-naphtho[2,3-<i>b</i>][1,5]diazepinium
 chloride monohydrate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              156
_journal_page_last               159
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C15 H15 N2 1+,Cl 1-,H2 O1'
_chemical_formula_sum            'C15 H17 Cl N2 O'
_[local]_cod_chemical_formula_sum_orig 'C15 H17 Cl1 N2 O1'
_chemical_formula_weight         276.78
_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_type_scat_source           IntTabIV
_cell_angle_alpha                98.790(10)
_cell_angle_beta                 105.260(10)
_cell_angle_gamma                115.230(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2760(10)
_cell_length_b                   7.0910(10)
_cell_length_c                   11.3800(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      28.61
_cell_measurement_theta_min      11.44
_cell_volume                     689.5(4)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1926
_diffrn_reflns_theta_max         58
_diffrn_standards_decay_%        10.8
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.416
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_description       'Approximately parallelepipedic'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.25(4)
_refine_diff_density_min         -0.19(4)
_refine_ls_extinction_coef       1.2E-6(7)
_refine_ls_extinction_method     'Stout \& Jensen, 1968'
_refine_ls_goodness_of_fit_obs   1.75
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     224
_refine_ls_number_reflns         1399
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      1/\s^2^(F)
_refine_ls_wR_factor_obs         0.052
_reflns_number_observed          1399
_reflns_number_total             1926
_reflns_observed_criterion       I>=3\s(I)
_[local]_cod_data_source_file    pa1013.cif
_[local]_cod_data_source_block   pa1013_structure_1_of_1
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Cl .20062(8) .1674(2) .23200(7)
N(1) .8116(3) .4375(4) .1217(2)
C(2) .8780(3) .4915(5) .2469(3)
C(3) .8044(3) .4656(5) .3334(3)
C(4) .6503(3) .3840(4) .3155(3)
N(5) .5324(2) .3063(4) .2056(2)
C(6) .5258(3) .2779(4) .0768(2)
C(7) .3823(3) .1867(4) -.0129(3)
C(8) .3539(3) .1483(4) -.1472(3)
C(9) .2051(3) .0536(5) -.2399(3)
C(10) .1865(4) .0254(5) -.3654(3)
C(11) .3137(4) .0923(5) -.4035(3)
C(12) .4593(3) .1834(5) -.3150(3)
C(13) .4829(3) .2129(4) -.1837(3)
C(14) .6310(3) .3061(5) -.0878(3)
C(15) .6540(3) .3390(4) .0385(2)
C(16) 1.0490(3) .5909(6) .2946(3)
C(17) .6060(3) .3786(5) .4306(3)
O -.0020(2) .2684(3) .0048(2)
H(1) .880(4) .474(5) .077(3)
H(3) .893(4) .537(5) .430(3)
H(5) .427(4) .266(5) .198(3)
H(7) .292(3) .145(5) .004(3)
H(9) .112(4) .017(5) -.210(3)
H(10) .077(4) -.044(6) -.429(4)
H(11) .306(4) .078(5) -.485(3)
H(12) .542(4) .205(5) -.339(3)
H(14) .723(3) .339(5) -.113(3)
H(16) 1.087(4) .641(6) .382(4)
H'(16) 1.090(4) .711(6) .257(4)
H(16") 1.090(4) .547(6) .257(4)
H(17) .505(4) .369(6) .412(3)
H(17') .679(4) .544(6) .503(3)
H(17") .624(4) .251(6) .454(3)
H(O) -.057(4) .136(6) -.053(4)
H(O') .070(4) .247(6) .070(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) . 1.319(3) yes
N(1) C(15) . 1.426(3) yes
C(2) C(3) . 1.379(5) yes
C(2) C(16) . 1.485(4) yes
C(3) C(4) . 1.378(4) yes
C(4) N(5) . 1.326(3) yes
C(4) C(17) . 1.496(5) yes
N(5) C(6) . 1.428(4) yes
C(6) C(7) . 1.352(3) yes
C(6) C(15) . 1.409(4) yes
C(7) C(8) . 1.437(4) yes
C(8) C(9) . 1.401(4) yes
C(8) C(13) . 1.403(4) yes
C(9) C(10) . 1.362(5) yes
C(10) C(11) . 1.398(6) yes
C(11) C(12) . 1.361(4) yes
C(12) C(13) . 1.416(4) yes
C(13) C(14) . 1.411(3) yes
C(14) C(15) . 1.360(4) yes
N(1) H(1) . 0.94(4) no
C(3) H(3) . 109(3) no
N(5) H(5) . 0.97(4) no
C(7) H(7) . 0.93(4) no
C(9) H(9) . 1.04(4) no
C(10) H(10) . 1.01(3) no
C(11) H(11) . 0.90(4) no
C(12) H(12) . 0.93(4) no
C(14) H(14) . 1.00(4) no
C(16) H(16) . 0.91(4) no
C(16) H'(16) . 0.99(4) no
C(16) H(16") . 0.79(5) no
C(17) H(17) . 0.97(4) no
C(17) H(17') . 1.12(3) no
C(17) H(17") . 1.05(4) no
O H(O) . 0.89(3) no
O H(O') . 0.98(4) no
N(1) O 3 3.112(4) yes
N(1) O 4 3.028(4) yes
N(5) Cl . 3.233(3) yes
O Cl . 3.246(3) yes
O Cl 2 3.187(2) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(3) C(2) C(16) . 119.1(2) yes
C(2) C(3) C(4) . 130.9(3) yes
C(3) C(4) N(5) . 127.3(3) yes
C(3) C(4) C(17) . 118.2(2) yes
N(5) C(4) C(17) . 114.5(2) yes
C(4) N(5) C(6) . 131.5(3) yes
N(5) C(6) C(7) . 115.1(3) yes
N(5) C(6) C(15) . 125.6(2) yes
C(7) C(6) C(15) . 119.3(3) yes
C(6) C(7) C(8) . 122.7(3) yes
C(7) C(8) C(9) . 122.5(3) yes
C(7) C(8) C(13) . 117.3(2) yes
C(9) C(8) C(13) . 120.1(3) yes
C(8) C(9) C(10) . 119.6(3) yes
C(9) C(10) C(11) . 121.1(3) yes
C(10) C(11) C(12) . 120.2(3) yes
C(11) C(12) C(13) . 120.2(3) yes
C(8) C(13) C(12) . 118.7(2) yes
C(8) C(13) C(14) . 118.6(3) yes
C(12) C(13) C(14) . 122.7(3) yes
C(13) C(14) C(15) . 122.7(3) yes
N(1) C(15) C(6) . 125.8(2) yes
N(1) C(15) C(14) . 114.9(3) yes
C(6) C(15) C(14) . 119.4(2) yes
C(2) N(1) C(15) . 132.2(3) yes
N(1) C(2) C(3) . 126.5(3) yes
N(1) C(2) C(16) . 114.4(3) yes
N(1) H(1) O 3 129(3) yes
N(1) H(1) O 4 142(4) yes
N(5) H(5) Cl . 166(3) yes
O H(O) Cl 2 168(4) yes
O H'(O) Cl . 170(3) yes