A new intermediate in spontaneous styrene polymerisation inhibited by 2-nitrophenol
Thatcher, Robert; Newby, Thomas; Price, Peter; Loyns, Colin; Chechik, Victor; RSC Advances  (2014) –; doi:10.1039/C4RA05443A

data_7217235
_publ_section_title
;
 A new intermediate in spontaneous styrene polymerisation inhibited by
 2-nitrophenol
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/C4RA05443A
_journal_year                    2014
_chemical_formula_moiety         'C22 H19 N O'
_chemical_formula_sum            'C22 H19 N O'
_chemical_formula_weight         313.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2014-01-29
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.8902(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.3365(2)
_cell_length_b                   16.4543(3)
_cell_length_c                   8.11930(17)
_cell_measurement_reflns_used    4790
_cell_measurement_temperature    111(2)
_cell_measurement_theta_max      29.8400
_cell_measurement_theta_min      3.4380
_cell_volume                     1632.52(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      111(2)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.9977
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0104837000
_diffrn_orient_matrix_UB_12      -0.0420599000
_diffrn_orient_matrix_UB_13      0.0085396000
_diffrn_orient_matrix_UB_21      0.0407295000
_diffrn_orient_matrix_UB_22      -0.0017723000
_diffrn_orient_matrix_UB_23      0.0706351000
_diffrn_orient_matrix_UB_31      -0.0400051000
_diffrn_orient_matrix_UB_32      0.0092373000
_diffrn_orient_matrix_UB_33      0.0521411000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71071
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15984
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         30.023
_diffrn_reflns_theta_min         2.982
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.1871
_exptl_crystal_size_mid          0.1768
_exptl_crystal_size_min          0.0841
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4337
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0420P)^2^+0.8670P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1351
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3503
_reflns_number_total             4337
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ra05443a2.cif
_cod_data_source_block           vc1401
_cod_original_cell_volume        1632.53(5)
_cod_database_code               7217235
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C22H19NO
_chemical_oxdiff_usercomment     'Rob (Thom's Imine)'
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C8A-C7 \\sim C8-C7
 with sigma of 0.02
 C9A-C8A \\sim C9-C8
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C12-C11 \\sim C12-C11A
 with sigma of 0.02
 C16-C11 \\sim C16A-C11A
 with sigma of 0.02
 C16-C15 \\sim C16A-C15
 with sigma of 0.02
 C17-C10 \\sim C17A-C10A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C11) = Uanis(C11A)
Uanis(C8) = Uanis(C8A)
Uanis(C16) = Uanis(C16A)
4. Others
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(C10A)=Sof(H10A)=
 Sof(C11A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(C22A)=Sof(H22A)=
 Sof(C21A)=Sof(H21A)=Sof(C20A)=Sof(H20A)=Sof(C19A)=Sof(H19A)=Sof(C18A)=
 Sof(H18A)=1-FVAR(1)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=Sof(H10)=
 Sof(C11)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(C22)=Sof(H22)=Sof(C21)=
 Sof(H21)=Sof(C20)=Sof(H20)=Sof(C19)=Sof(H19)=Sof(C18)=Sof(H18)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C10A(H10A)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C8A(H8AA,H8AB), C9(H9A,H9B), C9A(H9AA,H9AB)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15), C15(H15A),
 C16(H16), C16A(H16A), C22(H22), C21(H21), C20(H20), C19(H19), C18(H18),
 C22A(H22A), C21A(H21A), C20A(H20A), C19A(H19A), C18A(H18A)
5.d Fitted hexagon refined as free rotating group:
 C17(C22,C21,C20,C19,C18), C17A(C22A,C21A,C20A,C19A,C18A)
;