#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/38/7203884.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_7203884
loop_
_publ_author_name
'Moisés Canle L.'
'William Clegg'
'Ibrahim Demirtas'
'Mark R. J. Elsegood'
'Howard Maskill'
_publ_section_title
;
 Preparations, X-ray crystal structure determinations, and base
 strength measurements of substituted tritylamines
;
_journal_issue                   1
_journal_name_full               'J. Chem. Soc., Perkin Trans. 2'
_journal_page_first              85
_journal_page_last               92
_journal_paper_doi               10.1039/a906755h
_journal_year                    2000
_chemical_formula_sum            'C22 H21 N O2'
_chemical_formula_weight         331.40
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   'geom except H1 coords freely refined'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.757(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.574(2)
_cell_length_b                   12.5221(18)
_cell_length_c                   17.769(3)
_cell_measurement_reflns_used    6142
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.07
_cell_volume                     3549.2(9)
_computing_cell_refinement       'local programs'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'Bruker SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0416
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10748
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0044(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4053
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0511
_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)+(0.0890P)²+0.3934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1354
_refine_ls_wR_factor_ref         0.1579
_reflns_number_gt                2711
_reflns_number_total             4053
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a906755h.txt
_cod_data_source_block           1c
_cod_original_cell_volume        3549.3(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7203884
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.19240(10) 0.60518(13) 0.17373(9) 0.0276(4) Uani 1 1 d . . .
N1 N 0.11894(9) 0.67364(11) 0.13782(9) 0.0308(3) Uani 1 1 d . . .
H1 H 0.1130(12) 0.6788(16) 0.0851(13) 0.048(6) Uiso 1 1 d . . .
C2 C 0.12484(11) 0.78216(13) 0.16916(11) 0.0379(4) Uani 1 1 d . . .
H2A H 0.1794 0.8137 0.1685 0.045 Uiso 1 1 calc R . .
H2B H 0.1220 0.7799 0.2241 0.045 Uiso 1 1 calc R . .
C3 C 0.05550(11) 0.85037(13) 0.12214(10) 0.0342(4) Uani 1 1 d . . .
O1 O 0.01981(9) 0.83704(10) 0.05437(8) 0.0517(4) Uani 1 1 d . . .
O2 O 0.04147(8) 0.93261(10) 0.16488(8) 0.0459(4) Uani 1 1 d . . .
C4 C -0.01881(15) 1.01119(18) 0.12421(14) 0.0650(7) Uani 1 1 d . . .
H4A H -0.0268 1.0652 0.1615 0.097 Uiso 1 1 calc R . .
H4B H -0.0724 0.9760 0.1000 0.097 Uiso 1 1 calc R . .
H4C H 0.0020 1.0456 0.0836 0.097 Uiso 1 1 calc R . .
C5 C 0.27216(10) 0.66133(12) 0.16503(9) 0.0282(4) Uani 1 1 d . . .
C6 C 0.32113(10) 0.72662(14) 0.22297(10) 0.0344(4) Uani 1 1 d . . .
H6 H 0.3101 0.7297 0.2727 0.041 Uiso 1 1 calc R . .
C7 C 0.38596(11) 0.78746(15) 0.20942(11) 0.0409(4) Uani 1 1 d . . .
H7 H 0.4185 0.8320 0.2496 0.049 Uiso 1 1 calc R . .
C8 C 0.40320(11) 0.78343(15) 0.13790(11) 0.0419(5) Uani 1 1 d . . .
H8 H 0.4481 0.8241 0.1289 0.050 Uiso 1 1 calc R . .
C9 C 0.35482(11) 0.71997(14) 0.07940(11) 0.0392(4) Uani 1 1 d . . .
H9 H 0.3663 0.7172 0.0299 0.047 Uiso 1 1 calc R . .
C10 C 0.28973(10) 0.66037(13) 0.09254(10) 0.0325(4) Uani 1 1 d . . .
H10 H 0.2563 0.6180 0.0514 0.039 Uiso 1 1 calc R . .
C11 C 0.19301(10) 0.58210(12) 0.25900(9) 0.0296(4) Uani 1 1 d . . .
C12 C 0.26463(11) 0.54525(13) 0.31324(10) 0.0347(4) Uani 1 1 d . . .
H12 H 0.3149 0.5354 0.2981 0.042 Uiso 1 1 calc R . .
C13 C 0.26336(13) 0.52263(14) 0.38937(10) 0.0407(4) Uani 1 1 d . . .
H13 H 0.3126 0.4970 0.4259 0.049 Uiso 1 1 calc R . .
C14 C 0.19115(13) 0.53708(14) 0.41232(10) 0.0424(5) Uani 1 1 d . . .
H14 H 0.1910 0.5238 0.4649 0.051 Uiso 1 1 calc R . .
C15 C 0.11900(13) 0.57097(15) 0.35857(11) 0.0430(5) Uani 1 1 d . . .
H15 H 0.0687 0.5800 0.3738 0.052 Uiso 1 1 calc R . .
C16 C 0.12022(11) 0.59186(14) 0.28211(10) 0.0360(4) Uani 1 1 d . . .
H16 H 0.0700 0.6133 0.2450 0.043 Uiso 1 1 calc R . .
C17 C 0.17970(10) 0.49641(13) 0.13137(9) 0.0292(4) Uani 1 1 d . . .
C18 C 0.10043(11) 0.46186(14) 0.08918(9) 0.0329(4) Uani 1 1 d . . .
H18 H 0.0533 0.5071 0.0844 0.039 Uiso 1 1 calc R . .
C19 C 0.08972(12) 0.36131(14) 0.05391(10) 0.0385(4) Uani 1 1 d . . .
H19 H 0.0353 0.3390 0.0251 0.046 Uiso 1 1 calc R . .
C20 C 0.15701(12) 0.29408(14) 0.06036(10) 0.0397(4) Uani 1 1 d . . .
H20 H 0.1494 0.2258 0.0362 0.048 Uiso 1 1 calc R . .
C21 C 0.23611(12) 0.32752(14) 0.10274(10) 0.0378(4) Uani 1 1 d . . .
H21 H 0.2830 0.2819 0.1075 0.045 Uiso 1 1 calc R . .
C22 C 0.24706(11) 0.42706(13) 0.13825(10) 0.0340(4) Uani 1 1 d . . .
H22 H 0.3015 0.4484 0.1678 0.041 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'
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 C11 108.48(13) . . ?
N1 C1 C5 108.61(12) . . ?
C11 C1 C5 114.05(13) . . ?
N1 C1 C17 108.23(12) . . ?
C11 C1 C17 106.14(12) . . ?
C5 C1 C17 111.15(12) . . ?
H1 N1 C2 107.5(13) . . ?
H1 N1 C1 109.2(13) . . ?
C2 N1 C1 114.27(13) . . ?
N1 C2 C3 110.93(14) . . ?
O1 C3 O2 124.24(16) . . ?
O1 C3 C2 125.23(16) . . ?
O2 C3 C2 110.43(15) . . ?
C3 O2 C4 116.28(15) . . ?
C6 C5 C10 117.54(15) . . ?
C6 C5 C1 122.54(14) . . ?
C10 C5 C1 119.21(14) . . ?
C5 C6 C7 121.14(16) . . ?
C8 C7 C6 120.22(17) . . ?
C7 C8 C9 119.53(17) . . ?
C8 C9 C10 120.27(16) . . ?
C9 C10 C5 121.27(16) . . ?
C16 C11 C12 118.29(15) . . ?
C16 C11 C1 120.20(14) . . ?
C12 C11 C1 121.40(14) . . ?
C13 C12 C11 120.51(17) . . ?
C14 C13 C12 120.43(17) . . ?
C13 C14 C15 119.68(16) . . ?
C14 C15 C16 119.68(18) . . ?
C11 C16 C15 121.33(17) . . ?
C18 C17 C22 118.02(15) . . ?
C18 C17 C1 121.37(14) . . ?
C22 C17 C1 120.51(14) . . ?
C17 C18 C19 120.54(16) . . ?
C20 C19 C18 120.84(17) . . ?
C19 C20 C21 119.03(16) . . ?
C22 C21 C20 120.39(17) . . ?
C21 C22 C17 121.18(17) . . ?
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 1.484(2) . ?
C1 C11 1.540(2) . ?
C1 C5 1.542(2) . ?
C1 C17 1.543(2) . ?
N1 H1 0.92(2) . ?
N1 C2 1.462(2) . ?
C2 C3 1.492(2) . ?
C3 O1 1.200(2) . ?
C3 O2 1.337(2) . ?
O2 C4 1.448(2) . ?
C5 C6 1.390(2) . ?
C5 C10 1.396(2) . ?
C6 C7 1.391(2) . ?
C7 C8 1.377(3) . ?
C8 C9 1.379(3) . ?
C9 C10 1.383(2) . ?
C11 C16 1.381(2) . ?
C11 C12 1.389(2) . ?
C12 C13 1.388(2) . ?
C13 C14 1.377(3) . ?
C14 C15 1.379(3) . ?
C15 C16 1.389(2) . ?
C17 C18 1.393(2) . ?
C17 C22 1.393(2) . ?
C18 C19 1.396(2) . ?
C19 C20 1.377(3) . ?
C20 C21 1.387(3) . ?
C21 C22 1.387(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 553212
