#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:02:11 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180369 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/38/7203886.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_7203886
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 H23 N O3'
_chemical_formula_weight         349.41
_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                 102.780(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.497(2)
_cell_length_b                   18.498(2)
_cell_length_c                   19.597(2)
_cell_measurement_reflns_used    44
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      24.94
_cell_measurement_theta_min      20.78
_cell_volume                     3711.0(9)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'local programs'
_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 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Stoe-Siemens diffractometer'
_diffrn_measurement_method       'ω/θ scans with on-line profile fitting'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11167
_diffrn_reflns_theta_full        67.62
_diffrn_reflns_theta_max         67.62
_diffrn_reflns_theta_min         3.32
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  0.9488
_exptl_absorpt_correction_T_min  0.6222
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00077(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   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         6506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0435
_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)+(0.0346P)²+1.4193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1105
_reflns_number_gt                5007
_reflns_number_total             6506
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a906755h.txt
_cod_data_source_block           4a
_cod_original_cell_volume        3710.9(10)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7203886
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
N1 N 0.50021(16) 0.45856(9) 0.10086(9) 0.0300(4) Uani 1 1 d . . .
H1A H 0.534(2) 0.4139(12) 0.1207(11) 0.036 Uiso 1 1 d . . .
H1B H 0.508(2) 0.4565(12) 0.0590(12) 0.036 Uiso 1 1 d . . .
C1 C 0.58464(18) 0.51758(10) 0.13708(9) 0.0249(4) Uani 1 1 d . . .
C2 C 0.72880(18) 0.50574(9) 0.13476(9) 0.0247(4) Uani 1 1 d . . .
C3 C 0.83090(18) 0.51114(10) 0.19311(9) 0.0259(4) Uani 1 1 d . . .
H3 H 0.8119 0.5230 0.2370 0.031 Uiso 1 1 calc R . .
C4 C 0.96039(18) 0.49972(10) 0.18940(10) 0.0277(4) Uani 1 1 d . . .
H4 H 1.0282 0.5033 0.2303 0.033 Uiso 1 1 calc R . .
C5 C 0.98957(18) 0.48318(10) 0.12562(10) 0.0278(4) Uani 1 1 d . . .
C6 C 0.8898(2) 0.47811(11) 0.06627(10) 0.0336(5) Uani 1 1 d . . .
H6 H 0.9094 0.4670 0.0224 0.040 Uiso 1 1 calc R . .
C7 C 0.76172(19) 0.48925(11) 0.07103(10) 0.0320(4) Uani 1 1 d . . .
H7 H 0.6942 0.4856 0.0299 0.038 Uiso 1 1 calc R . .
O1 O 1.11363(13) 0.47208(8) 0.11582(7) 0.0382(3) Uani 1 1 d . . .
C8 C 1.2163(2) 0.46780(13) 0.17682(12) 0.0414(5) Uani 1 1 d . . .
H8A H 1.2283 0.5151 0.1998 0.062 Uiso 1 1 calc R . .
H8B H 1.2974 0.4534 0.1636 0.062 Uiso 1 1 calc R . .
H8C H 1.1938 0.4319 0.2090 0.062 Uiso 1 1 calc R . .
C9 C 0.53183(18) 0.58820(9) 0.10011(9) 0.0244(4) Uani 1 1 d . . .
C10 C 0.61215(19) 0.64198(10) 0.08239(9) 0.0283(4) Uani 1 1 d . . .
H10 H 0.7036 0.6340 0.0903 0.034 Uiso 1 1 calc R . .
C11 C 0.5603(2) 0.70705(11) 0.05338(10) 0.0333(5) Uani 1 1 d . . .
H11 H 0.6164 0.7428 0.0412 0.040 Uiso 1 1 calc R . .
C12 C 0.4269(2) 0.72006(11) 0.04208(9) 0.0319(4) Uani 1 1 d . . .
C13 C 0.34549(19) 0.66694(11) 0.05818(9) 0.0313(4) Uani 1 1 d . . .
H13 H 0.2539 0.6748 0.0495 0.038 Uiso 1 1 calc R . .
C14 C 0.39817(19) 0.60213(10) 0.08700(10) 0.0297(4) Uani 1 1 d . . .
H14 H 0.3414 0.5662 0.0981 0.036 Uiso 1 1 calc R . .
O2 O 0.38677(16) 0.78708(8) 0.01612(8) 0.0447(4) Uani 1 1 d . . .
C15 C 0.2534(3) 0.80586(14) 0.01091(12) 0.0552(7) Uani 1 1 d . . .
H15A H 0.2324 0.8019 0.0571 0.083 Uiso 1 1 calc R . .
H15B H 0.1974 0.7730 -0.0218 0.083 Uiso 1 1 calc R . .
H15C H 0.2385 0.8556 -0.0061 0.083 Uiso 1 1 calc R . .
C16 C 0.57107(17) 0.51958(10) 0.21364(9) 0.0242(4) Uani 1 1 d . . .
C17 C 0.56457(19) 0.45603(10) 0.25109(10) 0.0311(4) Uani 1 1 d . . .
H17 H 0.5639 0.4108 0.2281 0.037 Uiso 1 1 calc R . .
C18 C 0.5591(2) 0.45749(11) 0.32078(11) 0.0370(5) Uani 1 1 d . . .
H18 H 0.5533 0.4134 0.3448 0.044 Uiso 1 1 calc R . .
C19 C 0.5619(2) 0.52270(11) 0.35599(10) 0.0334(4) Uani 1 1 d . . .
C20 C 0.5695(2) 0.58625(11) 0.32027(11) 0.0358(5) Uani 1 1 d . . .
H20 H 0.5720 0.6314 0.3437 0.043 Uiso 1 1 calc R . .
C21 C 0.5735(2) 0.58402(10) 0.24979(10) 0.0330(5) Uani 1 1 d . . .
H21 H 0.5781 0.6282 0.2257 0.040 Uiso 1 1 calc R . .
O3 O 0.56011(19) 0.51835(8) 0.42547(8) 0.0534(5) Uani 1 1 d . . .
C22 C 0.5665(3) 0.58492(14) 0.46344(13) 0.0644(8) Uani 1 1 d . . .
H22A H 0.5655 0.5747 0.5124 0.097 Uiso 1 1 calc R . .
H22B H 0.4911 0.6151 0.4427 0.097 Uiso 1 1 calc R . .
H22C H 0.6473 0.6105 0.4612 0.097 Uiso 1 1 calc R . .
N2 N 0.90601(18) 0.31390(9) 0.18407(10) 0.0328(4) Uani 1 1 d . . .
H2A H 0.880(2) 0.3572(13) 0.1990(11) 0.039 Uiso 1 1 d . . .
H2B H 0.872(2) 0.3128(12) 0.1388(12) 0.039 Uiso 1 1 d . . .
C23 C 0.85649(18) 0.25244(10) 0.21917(9) 0.0253(4) Uani 1 1 d . . .
C24 C 0.88229(18) 0.18309(10) 0.18082(9) 0.0255(4) Uani 1 1 d . . .
C25 C 0.79646(18) 0.12458(10) 0.16994(9) 0.0272(4) Uani 1 1 d . . .
H25 H 0.7150 0.1286 0.1832 0.033 Uiso 1 1 calc R . .
C26 C 0.82698(19) 0.06074(10) 0.14034(10) 0.0304(4) Uani 1 1 d . . .
H26 H 0.7667 0.0217 0.1332 0.037 Uiso 1 1 calc R . .
C27 C 0.9466(2) 0.05396(10) 0.12100(9) 0.0300(4) Uani 1 1 d . . .
C28 C 1.0323(2) 0.11183(11) 0.12985(10) 0.0341(5) Uani 1 1 d . . .
H28 H 1.1129 0.1081 0.1157 0.041 Uiso 1 1 calc R . .
C29 C 0.99934(19) 0.17543(11) 0.15963(10) 0.0323(4) Uani 1 1 d . . .
H29 H 1.0588 0.2149 0.1657 0.039 Uiso 1 1 calc R . .
O4 O 0.97124(15) -0.01182(8) 0.09401(8) 0.0412(4) Uani 1 1 d . . .
C30 C 1.0990(2) -0.02263(13) 0.08211(14) 0.0512(6) Uani 1 1 d . . .
H30A H 1.1166 0.0138 0.0490 0.077 Uiso 1 1 calc R . .
H30B H 1.1049 -0.0710 0.0627 0.077 Uiso 1 1 calc R . .
H30C H 1.1635 -0.0181 0.1264 0.077 Uiso 1 1 calc R . .
C31 C 0.93567(17) 0.24892(10) 0.29539(10) 0.0262(4) Uani 1 1 d . . .
C32 C 0.95205(19) 0.18406(10) 0.33169(10) 0.0306(4) Uani 1 1 d . . .
H32 H 0.9171 0.1412 0.3080 0.037 Uiso 1 1 calc R . .
C33 C 1.01747(19) 0.17931(11) 0.40119(10) 0.0330(4) Uani 1 1 d . . .
H33 H 1.0262 0.1340 0.4245 0.040 Uiso 1 1 calc R . .
C34 C 1.07005(18) 0.24117(11) 0.43643(10) 0.0317(4) Uani 1 1 d . . .
C35 C 1.0561(2) 0.30668(11) 0.40104(11) 0.0351(5) Uani 1 1 d . . .
H35 H 1.0929 0.3493 0.4245 0.042 Uiso 1 1 calc R . .
C36 C 0.98917(19) 0.31041(10) 0.33193(10) 0.0320(4) Uani 1 1 d . . .
H36 H 0.9794 0.3559 0.3088 0.038 Uiso 1 1 calc R . .
O5 O 1.13652(15) 0.24260(8) 0.50479(7) 0.0433(4) Uani 1 1 d . . .
C37 C 1.1356(2) 0.17745(13) 0.54383(11) 0.0453(6) Uani 1 1 d . . .
H37A H 1.1779 0.1861 0.5930 0.068 Uiso 1 1 calc R . .
H37B H 1.1831 0.1396 0.5247 0.068 Uiso 1 1 calc R . .
H37C H 1.0452 0.1619 0.5406 0.068 Uiso 1 1 calc R . .
C38 C 0.71025(18) 0.26074(9) 0.21814(9) 0.0235(4) Uani 1 1 d . . .
C39 C 0.66030(18) 0.25845(10) 0.27811(9) 0.0256(4) Uani 1 1 d . . .
H39 H 0.7187 0.2514 0.3221 0.031 Uiso 1 1 calc R . .
C40 C 0.52782(18) 0.26617(9) 0.27597(9) 0.0260(4) Uani 1 1 d . . .
H40 H 0.4968 0.2647 0.3180 0.031 Uiso 1 1 calc R . .
C41 C 0.44198(18) 0.27600(9) 0.21264(9) 0.0252(4) Uani 1 1 d . . .
C42 C 0.48836(18) 0.27777(10) 0.15121(9) 0.0272(4) Uani 1 1 d . . .
H42 H 0.4292 0.2839 0.1073 0.033 Uiso 1 1 calc R . .
C43 C 0.62008(19) 0.27059(10) 0.15444(9) 0.0270(4) Uani 1 1 d . . .
H43 H 0.6507 0.2723 0.1123 0.032 Uiso 1 1 calc R . .
O6 O 0.30969(12) 0.28401(8) 0.20482(7) 0.0337(3) Uani 1 1 d . . .
C44 C 0.2607(2) 0.28912(13) 0.26698(11) 0.0389(5) Uani 1 1 d . . .
H44A H 0.3076 0.3273 0.2970 0.058 Uiso 1 1 calc R . .
H44B H 0.2736 0.2429 0.2920 0.058 Uiso 1 1 calc R . .
H44C H 0.1673 0.3007 0.2546 0.058 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 C9 106.55(14) . . ?
N1 C1 C16 108.04(15) . . ?
C9 C1 C16 109.75(14) . . ?
N1 C1 C2 111.59(15) . . ?
C9 C1 C2 111.19(15) . . ?
C16 C1 C2 109.62(14) . . ?
C3 C2 C7 116.91(17) . . ?
C3 C2 C1 123.41(16) . . ?
C7 C2 C1 119.67(16) . . ?
C2 C3 C4 122.06(17) . . ?
C5 C4 C3 119.57(17) . . ?
O1 C5 C6 115.87(17) . . ?
O1 C5 C4 124.40(17) . . ?
C6 C5 C4 119.72(17) . . ?
C7 C6 C5 119.89(18) . . ?
C6 C7 C2 121.83(18) . . ?
C5 O1 C8 117.13(15) . . ?
C14 C9 C10 117.46(17) . . ?
C14 C9 C1 119.19(16) . . ?
C10 C9 C1 123.24(16) . . ?
C11 C10 C9 121.04(18) . . ?
C10 C11 C12 120.30(19) . . ?
O2 C12 C13 124.94(19) . . ?
O2 C12 C11 115.58(18) . . ?
C13 C12 C11 119.48(18) . . ?
C12 C13 C14 119.74(18) . . ?
C13 C14 C9 121.97(18) . . ?
C12 O2 C15 117.62(18) . . ?
C21 C16 C17 117.00(16) . . ?
C21 C16 C1 121.63(16) . . ?
C17 C16 C1 121.23(16) . . ?
C18 C17 C16 121.44(17) . . ?
C17 C18 C19 120.56(18) . . ?
O3 C19 C20 124.76(18) . . ?
O3 C19 C18 116.13(18) . . ?
C20 C19 C18 119.08(18) . . ?
C19 C20 C21 119.75(18) . . ?
C16 C21 C20 122.15(18) . . ?
C19 O3 C22 117.19(17) . . ?
N2 C23 C38 111.64(15) . . ?
N2 C23 C24 107.16(14) . . ?
C38 C23 C24 111.06(15) . . ?
N2 C23 C31 108.23(15) . . ?
C38 C23 C31 109.84(14) . . ?
C24 C23 C31 108.80(14) . . ?
C29 C24 C25 117.37(17) . . ?
C29 C24 C23 119.57(17) . . ?
C25 C24 C23 122.93(16) . . ?
C26 C25 C24 121.65(17) . . ?
C25 C26 C27 119.75(18) . . ?
O4 C27 C28 124.10(18) . . ?
O4 C27 C26 116.22(18) . . ?
C28 C27 C26 119.69(17) . . ?
C27 C28 C29 119.47(18) . . ?
C24 C29 C28 122.03(19) . . ?
C27 O4 C30 116.83(17) . . ?
C32 C31 C36 116.90(17) . . ?
C32 C31 C23 120.85(16) . . ?
C36 C31 C23 122.20(17) . . ?
C33 C32 C31 122.51(18) . . ?
C32 C33 C34 119.56(19) . . ?
O5 C34 C33 124.39(19) . . ?
O5 C34 C35 116.58(18) . . ?
C33 C34 C35 119.04(18) . . ?
C36 C35 C34 120.51(18) . . ?
C35 C36 C31 121.47(18) . . ?
C34 O5 C37 116.48(16) . . ?
C39 C38 C43 116.77(17) . . ?
C39 C38 C23 123.23(16) . . ?
C43 C38 C23 120.00(16) . . ?
C40 C39 C38 122.26(17) . . ?
C41 C40 C39 119.50(17) . . ?
O6 C41 C40 124.08(16) . . ?
O6 C41 C42 116.05(16) . . ?
C40 C41 C42 119.86(17) . . ?
C43 C42 C41 119.79(17) . . ?
C42 C43 C38 121.81(17) . . ?
C41 O6 C44 117.33(14) . . ?
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
N1 C1 1.484(2) . ?
C1 C9 1.537(2) . ?
C1 C16 1.539(2) . ?
C1 C2 1.540(3) . ?
C2 C3 1.387(2) . ?
C2 C7 1.401(3) . ?
C3 C4 1.393(3) . ?
C4 C5 1.385(3) . ?
C5 O1 1.373(2) . ?
C5 C6 1.385(3) . ?
C6 C7 1.384(3) . ?
O1 C8 1.424(2) . ?
C9 C14 1.393(3) . ?
C9 C10 1.397(3) . ?
C10 C11 1.390(3) . ?
C11 C12 1.390(3) . ?
C12 O2 1.371(2) . ?
C12 C13 1.384(3) . ?
C13 C14 1.387(3) . ?
O2 C15 1.424(3) . ?
C16 C21 1.384(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.380(3) . ?
C18 C19 1.387(3) . ?
C19 O3 1.368(2) . ?
C19 C20 1.379(3) . ?
C20 C21 1.392(3) . ?
O3 C22 1.433(3) . ?
N2 C23 1.481(2) . ?
C23 C38 1.538(2) . ?
C23 C24 1.541(2) . ?
C23 C31 1.542(2) . ?
C24 C29 1.388(3) . ?
C24 C25 1.394(3) . ?
C25 C26 1.384(3) . ?
C26 C27 1.395(3) . ?
C27 O4 1.374(2) . ?
C27 C28 1.384(3) . ?
C28 C29 1.390(3) . ?
O4 C30 1.426(3) . ?
C31 C32 1.386(3) . ?
C31 C36 1.394(3) . ?
C32 C33 1.386(3) . ?
C33 C34 1.387(3) . ?
C34 O5 1.367(2) . ?
C34 C35 1.388(3) . ?
C35 C36 1.383(3) . ?
O5 C37 1.429(3) . ?
C38 C39 1.389(2) . ?
C38 C43 1.402(3) . ?
C39 C40 1.389(3) . ?
C40 C41 1.375(2) . ?
C41 O6 1.371(2) . ?
C41 C42 1.395(2) . ?
C42 C43 1.376(3) . ?
O6 C44 1.426(2) . ?
