#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:20:13 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180388 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/57/7205754.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_7205754
loop_
_publ_author_name
'Sarma, Bipul'
'Thakuria, Ranjit'
'Nath, Naba K.'
'Nangia, Ashwini'
_publ_section_title
;
 Crystal structures of mirtazapine molecular salts
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              3232
_journal_paper_doi               10.1039/c0ce00746c
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C20 H24 N3 O2'
_chemical_formula_weight         338.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.771(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.631(9)
_cell_length_b                   9.315(8)
_cell_length_c                   18.052(15)
_cell_measurement_reflns_used    3875
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      2.32
_cell_volume                     1736(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0570
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8744
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         28.12
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_correction_T_min  0.9766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.869
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3813
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.869
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0784
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1631P)²+3.3282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2147
_refine_ls_wR_factor_ref         0.2418
_reflns_number_gt                3127
_reflns_number_total             3813
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00746c.txt
_cod_data_source_block           Mrtz-adipate
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7205754
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6927(3) 0.8505(3) 0.13935(17) 0.0303(6) Uani 1 1 d . . .
H1 H 0.7227 0.8095 0.0985 0.036 Uiso 1 1 calc R . .
C2 C 0.7817(3) 0.8789(3) 0.20642(17) 0.0297(6) Uani 1 1 d . . .
H2 H 0.8708 0.8570 0.2122 0.036 Uiso 1 1 calc R . .
C3 C 0.7375(2) 0.9407(3) 0.26579(16) 0.0269(6) Uani 1 1 d . . .
H3 H 0.7968 0.9614 0.3129 0.032 Uiso 1 1 calc R . .
C4 C 0.6076(2) 0.9720(3) 0.25631(15) 0.0208(5) Uani 1 1 d . . .
C5 C 0.5532(3) 1.0440(3) 0.31652(15) 0.0241(6) Uani 1 1 d . . .
H5A H 0.4981 1.1261 0.2940 0.029 Uiso 1 1 calc R . .
H5B H 0.6247 1.0810 0.3577 0.029 Uiso 1 1 calc R . .
C6 C 0.4734(2) 0.9357(3) 0.34892(14) 0.0213(5) Uani 1 1 d . . .
C7 C 0.5119(3) 0.8934(3) 0.42461(14) 0.0271(6) Uani 1 1 d . . .
H7 H 0.5863 0.9367 0.4565 0.033 Uiso 1 1 calc R . .
C8 C 0.4450(3) 0.7893(3) 0.45517(15) 0.0300(6) Uani 1 1 d . . .
H8 H 0.4737 0.7621 0.5072 0.036 Uiso 1 1 calc R . .
C9 C 0.3366(3) 0.7258(3) 0.40930(15) 0.0257(6) Uani 1 1 d . . .
H9 H 0.2892 0.6558 0.4296 0.031 Uiso 1 1 calc R . .
C10 C 0.2981(2) 0.7656(3) 0.33334(13) 0.0214(5) Uani 1 1 d . . .
H10 H 0.2243 0.7209 0.3017 0.026 Uiso 1 1 calc R . .
C11 C 0.3648(2) 0.8698(3) 0.30182(13) 0.0194(5) Uani 1 1 d . . .
C12 C 0.3092(2) 0.9062(3) 0.21855(13) 0.0180(5) Uani 1 1 d . . .
C13 C 0.1909(2) 1.0039(3) 0.21367(13) 0.0199(5) Uani 1 1 d . . .
H13A H 0.1318 0.9593 0.2419 0.024 Uiso 1 1 calc R . .
H13B H 0.2197 1.0975 0.2379 0.024 Uiso 1 1 calc R . .
C14 C 0.2094(3) 1.0837(3) 0.08742(14) 0.0254(6) Uani 1 1 d . . .
H14A H 0.2399 1.1807 0.1057 0.030 Uiso 1 1 calc R . .
H14B H 0.1619 1.0916 0.0333 0.030 Uiso 1 1 calc R . .
C15 C 0.3249(2) 0.9843(3) 0.09396(14) 0.0245(6) Uani 1 1 d . . .
H15A H 0.2952 0.8878 0.0744 0.029 Uiso 1 1 calc R . .
H15B H 0.3833 1.0223 0.0633 0.029 Uiso 1 1 calc R . .
C16 C 0.5240(2) 0.9352(3) 0.18627(14) 0.0193(5) Uani 1 1 d . . .
C17 C 0.0097(2) 1.1266(3) 0.12959(16) 0.0263(6) Uani 1 1 d . . .
H17A H -0.0502 1.0847 0.1573 0.040 Uiso 1 1 calc R . .
H17B H -0.0356 1.1415 0.0761 0.040 Uiso 1 1 calc R . .
H17C H 0.0416 1.2189 0.1527 0.040 Uiso 1 1 calc R . .
C18 C 0.9963(2) 0.6936(3) 0.11669(15) 0.0237(5) Uani 1 1 d . . .
C19 C 0.9210(3) 0.5606(3) 0.08249(16) 0.0296(6) Uani 1 1 d . . .
H19A H 0.8284 0.5756 0.0815 0.036 Uiso 1 1 calc R . .
H19B H 0.9517 0.4780 0.1165 0.036 Uiso 1 1 calc R . .
C20 C 0.9317(3) 0.5212(3) 0.00188(15) 0.0271(6) Uani 1 1 d . . .
H20A H 0.9036 0.6043 -0.0323 0.033 Uiso 1 1 calc R . .
H20B H 0.8722 0.4405 -0.0171 0.033 Uiso 1 1 calc R . .
H3A H 0.074(5) 0.920(5) 0.106(3) 0.067(13) Uiso 1 1 d . . .
N1 N 0.5659(2) 0.8773(2) 0.12839(12) 0.0243(5) Uani 1 1 d . . .
N2 N 0.3937(2) 0.9749(2) 0.17386(11) 0.0202(5) Uani 1 1 d . . .
N3 N 0.1209(2) 1.0274(2) 0.13353(11) 0.0204(5) Uani 1 1 d . . .
O1 O 1.04036(19) 0.6989(2) 0.18662(11) 0.0317(5) Uani 1 1 d . . .
O2 O 1.0076(2) 0.7964(2) 0.07062(11) 0.0304(5) Uani 1 1 d . . .
H12 H 0.276(2) 0.812(3) 0.1934(15) 0.011(6) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.6(3) . . ?
C1 C2 C3 118.1(3) . . ?
C4 C3 C2 120.1(3) . . ?
C3 C4 C16 117.4(2) . . ?
C3 C4 C5 123.3(2) . . ?
C16 C4 C5 119.3(2) . . ?
C4 C5 C6 109.1(2) . . ?
C7 C6 C11 118.7(2) . . ?
C7 C6 C5 120.4(2) . . ?
C11 C6 C5 120.7(2) . . ?
C8 C7 C6 122.0(2) . . ?
C9 C8 C7 119.5(2) . . ?
C8 C9 C10 119.2(2) . . ?
C9 C10 C11 121.9(2) . . ?
C10 C11 C6 118.7(2) . . ?
C10 C11 C12 116.2(2) . . ?
C6 C11 C12 125.0(2) . . ?
N2 C12 C11 119.4(2) . . ?
N2 C12 C13 107.8(2) . . ?
C11 C12 C13 108.03(19) . . ?
N3 C13 C12 110.98(19) . . ?
N3 C14 C15 110.4(2) . . ?
N2 C15 C14 108.6(2) . . ?
N1 C16 C4 122.9(2) . . ?
N1 C16 N2 118.7(2) . . ?
C4 C16 N2 118.0(2) . . ?
O1 C18 O2 123.8(2) . . ?
O1 C18 C19 118.7(2) . . ?
O2 C18 C19 117.5(2) . . ?
C18 C19 C20 115.4(2) . . ?
C19 C20 C20 113.1(3) . 3_765 ?
C1 N1 C16 117.9(2) . . ?
C16 N2 C15 114.8(2) . . ?
C16 N2 C12 120.1(2) . . ?
C15 N2 C12 109.8(2) . . ?
C13 N3 C17 110.36(19) . . ?
C13 N3 C14 111.1(2) . . ?
C17 N3 C14 110.7(2) . . ?
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 N1 1.338(4) . ?
C1 C2 1.373(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.381(4) . ?
C4 C16 1.404(4) . ?
C4 C5 1.505(4) . ?
C5 C6 1.522(4) . ?
C6 C7 1.387(4) . ?
C6 C11 1.402(4) . ?
C7 C8 1.392(4) . ?
C8 C9 1.382(4) . ?
C9 C10 1.385(4) . ?
C10 C11 1.400(4) . ?
C11 C12 1.517(3) . ?
C12 N2 1.487(3) . ?
C12 C13 1.539(3) . ?
C13 N3 1.477(3) . ?
C14 N3 1.492(3) . ?
C14 C15 1.520(4) . ?
C15 N2 1.456(3) . ?
C16 N1 1.343(3) . ?
C16 N2 1.400(3) . ?
C17 N3 1.489(3) . ?
C18 O1 1.239(3) . ?
C18 O2 1.292(3) . ?
C18 C19 1.524(4) . ?
C19 C20 1.531(4) . ?
C20 C20 1.522(5) 3_765 ?
