#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/00/8100070.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_8100070
loop_
_publ_author_name
'Dupont, Léon'
'Liégeois, Jean-François'
_publ_section_title
;
Crystal structure of bis(8-chloro-5-(4-methylpiperazinium-1-yl)pyrido-
[2,3-b][1,5]benzoxazepine) fumarate - fumaric acid solvate (1:1), 
(C₁₇H₁₈ClN₄O)₂(C₄H₂O₄) · C₄H₄O₄
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              147
_journal_page_last               149
_journal_volume                  219
_journal_year                    2004
_chemical_formula_moiety
'C17 H18 Cl N4 O 1+, O.5(C4 H4 O4), 0.5(C4 H2 O4 2-)'
_chemical_formula_structural     'C17 H17 Cl N4 O, C4 H4 O4'
_chemical_formula_sum            'C21 H21 Cl N4 O5'
_chemical_formula_weight         444.87
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                108.117(15)
_cell_angle_beta                 73.237(10)
_cell_angle_gamma                87.380(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6247(11)
_cell_length_b                   9.929(3)
_cell_length_c                   11.860(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1019.9(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.449
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8100070
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1220(4) 0.4276(3) 0.2794(3) 0.0664(8) Uani 1 2 i d . . .
H1 H 0.1500 0.4929 0.2384 0.080 Uiso 1 2 i calc R . .
C2 C -0.0202(4) 0.3935(3) 0.3047(3) 0.0732(9) Uani 1 2 i d . . .
H2 H -0.0847 0.4387 0.2779 0.088 Uiso 1 2 i calc R . .
N3 N -0.0746(3) 0.3005(2) 0.3648(2) 0.0664(7) Uani 1 2 i d . . .
C4 C 0.0177(3) 0.2389(3) 0.3991(3) 0.0531(7) Uani 1 2 i d . . .
O5 O -0.04099(19) 0.13968(18) 0.45765(19) 0.0606(5) Uani 1 2 i d . . .
C6 C -0.0434(3) 0.1842(3) 0.5825(3) 0.0543(7) Uani 1 2 i d . . .
C7 C -0.1765(3) 0.2000(3) 0.6711(3) 0.0679(8) Uani 1 2 i d . . .
H7 H -0.2605 0.1843 0.6480 0.081 Uiso 1 2 i calc R . .
C8 C -0.1838(3) 0.2394(3) 0.7943(3) 0.0744(10) Uani 1 2 i d . . .
H8 H -0.2730 0.2488 0.8557 0.089 Uiso 1 2 i calc R . .
C9 C -0.0572(3) 0.2654(3) 0.8277(3) 0.0650(8) Uani 1 2 i d . . .
C10 C 0.0765(3) 0.2479(3) 0.7398(2) 0.0572(7) Uani 1 2 i d . . .
H10 H 0.1598 0.2646 0.7637 0.069 Uiso 1 2 i calc R . .
C11 C 0.0863(3) 0.2045(2) 0.6136(2) 0.0497(6) Uani 1 2 i d . . .
N12 N 0.2243(2) 0.1684(2) 0.52767(19) 0.0488(5) Uani 1 2 i d . . .
C13 C 0.2582(3) 0.1882(2) 0.4213(2) 0.0449(6) Uani 1 2 i d . . .
C14 C 0.1643(3) 0.2635(2) 0.3778(2) 0.0473(6) Uani 1 2 i d . . .
C15 C 0.2166(3) 0.3625(3) 0.3167(3) 0.0564(7) Uani 1 2 i d . . .
H15 H 0.3127 0.3813 0.3031 0.068 Uiso 1 2 i calc R . .
N16 N 0.3981(2) 0.1478(2) 0.34403(17) 0.0456(5) Uani 1 2 i d . . .
C17 C 0.4234(3) 0.0868(3) 0.2097(2) 0.0489(6) Uani 1 2 i d . . .
H171 H 0.3573 0.1406 0.1855 0.059 Uiso 1 2 i calc R . .
H172 H 0.4054 -0.0119 0.1878 0.059 Uiso 1 2 i calc R . .
C18 C 0.5802(3) 0.0937(3) 0.1425(2) 0.0503(6) Uani 1 2 i d . . .
H181 H 0.6009 0.0516 0.0527 0.060 Uiso 1 2 i calc R . .
H182 H 0.5973 0.1927 0.1617 0.060 Uiso 1 2 i calc R . .
N19 N 0.6743(2) 0.0152(2) 0.18368(18) 0.0465(5) Uani 1 2 i d . . .
H19 H 0.6550 -0.0766 0.1661 0.056 Uiso 1 2 i calc R . .
C20 C 0.6490(3) 0.0777(3) 0.3203(2) 0.0500(6) Uani 1 2 i d . . .
H201 H 0.6709 0.1752 0.3411 0.060 Uiso 1 2 i calc R . .
H202 H 0.7128 0.0220 0.3448 0.060 Uiso 1 2 i calc R . .
C21 C 0.4913(3) 0.0770(3) 0.3887(2) 0.0484(6) Uani 1 2 i d . . .
H211 H 0.4727 -0.0210 0.3757 0.058 Uiso 1 2 i calc R . .
H212 H 0.4708 0.1253 0.4778 0.058 Uiso 1 2 i calc R . .
C22 C 0.8296(3) 0.0126(3) 0.1142(3) 0.0691(8) Uani 1 2 i d . . .
H221 H 0.8919 -0.0370 0.1434 0.104 Uiso 1 2 i calc R . .
H222 H 0.8501 0.1090 0.1276 0.104 Uiso 1 2 i calc R . .
H223 H 0.8475 -0.0359 0.0265 0.104 Uiso 1 2 i calc R . .
Cl1 Cl -0.06603(11) 0.32060(9) 0.98425(7) 0.0937(4) Uani 1 2 i d . . .
C1A C 0.4334(5) 0.4513(4) 0.6491(3) 0.0745(10) Uani 1 2 i d . . .
C2A1 C 0.5276(6) 0.4580(6) 0.5231(5) 0.0518(10) Uani 0.557(5) 2 i d P . 1
H2A1 H 0.6205 0.4043 0.4814 0.062 Uiso 0.557(5) 2 i calc PR . 1
C2A2 C 0.4408(9) 0.5177(7) 0.5452(7) 0.0518(10) Uani 0.443(5) 2 i d P . 2
H2A2 H 0.3627 0.5798 0.5494 0.062 Uiso 0.443(5) 2 i calc PR . 2
O1A O 0.3350(3) 0.5238(3) 0.7329(2) 0.0895(7) Uani 1 2 i d . . .
O2A O 0.4979(2) 0.3437(3) 0.6555(2) 0.0783(6) Uani 1 2 i d . . .
H02A H 0.446(4) 0.318(4) 0.740(4) 0.094 Uiso 1 2 i d . . .
C1B C 0.5731(3) 0.6854(3) 0.0589(2) 0.0495(6) Uani 1 2 i d . . .
C2B C 0.5380(3) 0.5326(3) 0.0372(2) 0.0534(6) Uani 1 2 i d . . .
H2B H 0.5724 0.4805 0.0792 0.064 Uiso 1 2 i calc R . .
O1B O 0.5707(3) 0.7481(2) -0.01448(18) 0.0743(6) Uani 1 2 i d . . .
O2B O 0.6028(2) 0.74527(18) 0.16078(17) 0.0628(5) Uani 1 2 i d . . .
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
C1 C15 1.341(4) . ?
C1 C2 1.395(4) . ?
C1 H1 0.9300 . ?
C2 N3 1.370(4) . ?
C2 H2 0.9300 . ?
N3 C4 1.282(3) . ?
C4 C14 1.406(4) . ?
C4 O5 1.422(3) . ?
O5 C6 1.401(3) . ?
C6 C7 1.369(4) . ?
C6 C11 1.406(4) . ?
C7 C8 1.370(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.397(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.366(4) . ?
C9 Cl1 1.740(3) . ?
C10 C11 1.396(4) . ?
C10 H10 0.9300 . ?
C11 N12 1.371(3) . ?
N12 C13 1.288(3) . ?
C13 N16 1.351(3) . ?
C13 C14 1.446(3) . ?
C14 C15 1.422(4) . ?
C15 H15 0.9300 . ?
N16 C21 1.424(3) . ?
N16 C17 1.459(3) . ?
C17 C18 1.506(3) . ?
C17 H171 0.9700 . ?
C17 H172 0.9700 . ?
C18 N19 1.447(3) . ?
C18 H181 0.9700 . ?
C18 H182 0.9700 . ?
N19 C22 1.479(3) . ?
N19 C20 1.484(3) . ?
N19 H19 0.9100 . ?
C20 C21 1.502(3) . ?
C20 H201 0.9700 . ?
C20 H202 0.9700 . ?
C21 H211 0.9700 . ?
C21 H212 0.9700 . ?
C22 H221 0.9600 . ?
C22 H222 0.9600 . ?
C22 H223 0.9600 . ?
C1A O1A 1.164(4) . ?
C1A O2A 1.244(4) . ?
C1A C2A1 1.532(6) . ?
C1A C2A2 1.555(8) . ?
C2A1 C2A1 1.300(12) 2_666 ?
C2A1 H2A1 0.9300 . ?
C2A2 C2A2 1.264(17) 2_666 ?
C2A2 H2A2 0.9300 . ?
O2A H02A 1.09(4) . ?
C1B O1B 1.222(3) . ?
C1B O2B 1.289(3) . ?
C1B C2B 1.528(4) . ?
C2B C2B 1.340(5) 2_665 ?
C2B H2B 0.9300 . ?
