#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519541.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_1519541
loop_
_publ_author_name
'Hii, Mimi'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 1-benzyl-2-methyl-2,3,4,5-tetrahydro-1H-1-benzazepinium
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              889
_journal_year                    2003
_chemical_formula_sum            'C19 H26 Cl N O'
_chemical_formula_weight         319.86
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 96.554(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8036(3)
_cell_length_b                   14.3869(4)
_cell_length_c                   13.4572(4)
_cell_measurement_reflns_used    3938
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     1693.30(9)
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       ' DENZO (Otwinowski and Minor, 1997)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20918
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_correction_T_min  0.9306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0080(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0452P)²+0.6863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.0992
_reflns_number_gt                3121
_reflns_number_total             3881
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-889.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Hii, Mimi (K.K.) and Horton, Peter N. and Hursthouse, Michael B. (2003) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/889)

More at:
http://ecrystals.chem.soton.ac.uk/889/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1519541
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 -0.09739(16) 0.18551(10) 1.09832(10) 0.0158(3) Uani 1 1 d . . .
C2 C -0.05375(16) 0.27182(10) 1.06330(11) 0.0169(3) Uani 1 1 d . . .
C3 C -0.02949(17) 0.27572(11) 0.96239(11) 0.0204(3) Uani 1 1 d . . .
H3 H 0.0009 0.3331 0.9357 0.024 Uiso 1 1 calc R . .
C4 C -0.04813(17) 0.19918(11) 0.90012(11) 0.0214(3) Uani 1 1 d . . .
H4 H -0.0307 0.2045 0.8320 0.026 Uiso 1 1 calc R . .
C5 C -0.09218(17) 0.11483(11) 0.93688(11) 0.0200(3) Uani 1 1 d . . .
H5 H -0.1055 0.0621 0.8943 0.024 Uiso 1 1 calc R . .
C6 C -0.11677(16) 0.10815(10) 1.03677(11) 0.0177(3) Uani 1 1 d . . .
H6 H -0.1469 0.0505 1.0629 0.021 Uiso 1 1 calc R . .
C7 C -0.03038(18) 0.35878(10) 1.12619(11) 0.0209(3) Uani 1 1 d . . .
H7A H -0.1293 0.3760 1.1495 0.025 Uiso 1 1 calc R . .
H7B H -0.0006 0.4099 1.0832 0.025 Uiso 1 1 calc R . .
C8 C 0.08949(18) 0.35127(11) 1.21709(12) 0.0228(3) Uani 1 1 d . . .
H8A H 0.1825 0.3217 1.1964 0.027 Uiso 1 1 calc R . .
H8B H 0.1176 0.4146 1.2414 0.027 Uiso 1 1 calc R . .
C9 C 0.03559(18) 0.29530(10) 1.30261(11) 0.0211(3) Uani 1 1 d . . .
H9A H 0.1123 0.3022 1.3619 0.025 Uiso 1 1 calc R . .
H9B H -0.0611 0.3229 1.3197 0.025 Uiso 1 1 calc R . .
C10 C 0.00919(16) 0.19210(10) 1.28320(11) 0.0183(3) Uani 1 1 d . . .
H10 H -0.0171 0.1646 1.3473 0.022 Uiso 1 1 calc R . .
C11 C 0.14993(17) 0.14055(11) 1.25682(12) 0.0220(3) Uani 1 1 d . . .
H11A H 0.1815 0.1661 1.1949 0.033 Uiso 1 1 calc R . .
H11B H 0.1258 0.0744 1.2474 0.033 Uiso 1 1 calc R . .
H11C H 0.2332 0.1479 1.3111 0.033 Uiso 1 1 calc R . .
C12 C -0.27524(16) 0.21009(10) 1.23083(11) 0.0180(3) Uani 1 1 d . . .
H12A H -0.2917 0.1886 1.2987 0.022 Uiso 1 1 calc R . .
H12B H -0.2678 0.2787 1.2326 0.022 Uiso 1 1 calc R . .
C13 C -0.41067(16) 0.18227(10) 1.15837(11) 0.0172(3) Uani 1 1 d . . .
C14 C -0.46061(17) 0.09034(10) 1.14996(12) 0.0218(3) Uani 1 1 d . . .
H14 H -0.4091 0.0437 1.1909 0.026 Uiso 1 1 calc R . .
C15 C -0.58493(18) 0.06677(11) 1.08223(12) 0.0242(3) Uani 1 1 d . . .
H15 H -0.6165 0.0037 1.0757 0.029 Uiso 1 1 calc R . .
C16 C -0.66375(18) 0.13437(11) 1.02384(12) 0.0237(3) Uani 1 1 d . . .
H16 H -0.7491 0.1178 0.9776 0.028 Uiso 1 1 calc R . .
C17 C -0.61740(18) 0.22623(11) 1.03333(11) 0.0231(3) Uani 1 1 d . . .
H17 H -0.6723 0.2730 0.9945 0.028 Uiso 1 1 calc R . .
C18 C -0.49047(17) 0.25005(10) 1.09978(11) 0.0200(3) Uani 1 1 d . . .
H18 H -0.4580 0.3130 1.1052 0.024 Uiso 1 1 calc R . .
N1 N -0.12519(13) 0.17005(8) 1.20364(9) 0.0157(3) Uani 1 1 d . . .
H1 H -0.1377 0.1061 1.2082 0.019 Uiso 1 1 calc R . .
Cl1 Cl -0.13682(4) -0.03928(2) 1.25619(3) 0.02156(12) Uani 1 1 d . . .
C1M C -0.2034(2) 0.00734(13) 1.52883(13) 0.0325(4) Uani 1 1 d . . .
H1M1 H -0.1247 -0.0383 1.5170 0.049 Uiso 1 1 calc R . .
H1M2 H -0.2949 -0.0251 1.5457 0.049 Uiso 1 1 calc R . .
H1M3 H -0.1646 0.0482 1.5843 0.049 Uiso 1 1 calc R . .
O1M O -0.24082(17) 0.06097(8) 1.44159(9) 0.0378(3) Uani 1 1 d . . .
H1M H -0.2194 0.0309 1.3915 0.057 Uiso 1 1 calc R . .
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'
Cl Cl 0.1484 0.1585 '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
C6 C1 C2 122.12(13) . .
C6 C1 N1 115.36(12) . .
C2 C1 N1 122.51(12) . .
C1 C2 C3 116.18(13) . .
C1 C2 C7 124.88(13) . .
C3 C2 C7 118.95(13) . .
C4 C3 C2 122.38(14) . .
C4 C3 H3 118.8 . .
C2 C3 H3 118.8 . .
C3 C4 C5 120.07(13) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
C4 C5 C6 119.21(14) . .
C4 C5 H5 120.4 . .
C6 C5 H5 120.4 . .
C1 C6 C5 120.03(14) . .
C1 C6 H6 120.0 . .
C5 C6 H6 120.0 . .
C2 C7 C8 115.34(12) . .
C2 C7 H7A 108.4 . .
C8 C7 H7A 108.4 . .
C2 C7 H7B 108.4 . .
C8 C7 H7B 108.4 . .
H7A C7 H7B 107.5 . .
C9 C8 C7 113.36(13) . .
C9 C8 H8A 108.9 . .
C7 C8 H8A 108.9 . .
C9 C8 H8B 108.9 . .
C7 C8 H8B 108.9 . .
H8A C8 H8B 107.7 . .
C10 C9 C8 116.15(12) . .
C10 C9 H9A 108.2 . .
C8 C9 H9A 108.2 . .
C10 C9 H9B 108.2 . .
C8 C9 H9B 108.2 . .
H9A C9 H9B 107.4 . .
C11 C10 C9 113.81(12) . .
C11 C10 N1 108.66(11) . .
C9 C10 N1 114.33(12) . .
C11 C10 H10 106.5 . .
C9 C10 H10 106.5 . .
N1 C10 H10 106.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 N1 112.84(11) . .
C13 C12 H12A 109.0 . .
N1 C12 H12A 109.0 . .
C13 C12 H12B 109.0 . .
N1 C12 H12B 109.0 . .
H12A C12 H12B 107.8 . .
C18 C13 C14 118.96(14) . .
C18 C13 C12 119.43(13) . .
C14 C13 C12 121.59(13) . .
C15 C14 C13 120.28(14) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C14 C15 C16 120.57(15) . .
C14 C15 H15 119.7 . .
C16 C15 H15 119.7 . .
C17 C16 C15 119.62(15) . .
C17 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C16 C17 C18 120.05(15) . .
C16 C17 H17 120.0 . .
C18 C17 H17 120.0 . .
C17 C18 C13 120.49(14) . .
C17 C18 H18 119.8 . .
C13 C18 H18 119.8 . .
C1 N1 C12 114.53(11) . .
C1 N1 C10 115.95(11) . .
C12 N1 C10 112.00(10) . .
C1 N1 H1 104.2 . .
C12 N1 H1 104.2 . .
C10 N1 H1 104.2 . .
O1M C1M H1M1 109.5 . .
O1M C1M H1M2 109.5 . .
H1M1 C1M H1M2 109.5 . .
O1M C1M H1M3 109.5 . .
H1M1 C1M H1M3 109.5 . .
H1M2 C1M H1M3 109.5 . .
C1M O1M H1M 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.386(2) .
C1 C2 1.397(2) .
C1 N1 1.4823(17) .
C2 C3 1.400(2) .
C2 C7 1.511(2) .
C3 C4 1.382(2) .
C3 H3 0.9500 .
C4 C5 1.383(2) .
C4 H4 0.9500 .
C5 C6 1.389(2) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C8 1.525(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.524(2) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.521(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.520(2) .
C10 N1 1.5354(19) .
C10 H10 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.506(2) .
C12 N1 1.5236(18) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C18 1.393(2) .
C13 C14 1.394(2) .
C14 C15 1.384(2) .
C14 H14 0.9500 .
C15 C16 1.386(2) .
C15 H15 0.9500 .
C16 C17 1.385(2) .
C16 H16 0.9500 .
C17 C18 1.392(2) .
C17 H17 0.9500 .
C18 H18 0.9500 .
N1 H1 0.9300 .
C1M O1M 1.412(2) .
C1M H1M1 0.9800 .
C1M H1M2 0.9800 .
C1M H1M3 0.9800 .
O1M H1M 0.8400 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.93 2.19 3.0978(12) 165.7 .
O1M H1M Cl1 0.84 2.27 3.1088(12) 173.2 .
