Correlation between Solid-State and Solution Conformational Ratios in a Series of N-(o-Tolyl)Succinimide Molecular Rotors
Li, Ping; Hwang, Jungwun; Maier, Josef M.; Zhao, Chen; Kaborda, Darya V.; Smith, Mark D.; Pellechia, Perry J.; Shimizu, Ken D.; Crystal Growth & Design 15 (2015) 3561–; doi:10.1021/acs.cgd.5b00906

data_4516391
_publ_section_title
;
 Correlation between Solid-State and Solution Conformational Ratios in a
 Series of N-(o-Tolyl)Succinimide Molecular Rotors
;
_journal_issue                   8
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              3561
_journal_paper_doi               10.1021/acs.cgd.5b00906
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C32 H22 F3 N O3'
_chemical_formula_sum            'C32 H22 F3 N O3'
_chemical_formula_weight         525.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-04-05
_audit_creation_method
;
  Olex2 1.2
  (compiled Mar 21 2013 11:17:50, GUI svn.r4446)
;
_cell_angle_alpha                100.944(4)
_cell_angle_beta                 109.738(4)
_cell_angle_gamma                97.658(4)
_cell_formula_units_Z            4
_cell_length_a                   12.381(2)
_cell_length_b                   13.598(2)
_cell_length_c                   16.349(3)
_cell_measurement_reflns_used    5408
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.084
_cell_measurement_theta_min      2.320
_cell_volume                     2484.9(7)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38211
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.37
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.575
_diffrn_source_target            Mo
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     732
_refine_ls_number_reflns         10150
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0441
_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/[\s^2^(Fo^2^)+(0.0594P)^2^+0.0331P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1139
_reflns_number_gt                8001
_reflns_number_total             10150
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00906_si_002.cif
_cod_data_source_block           1(hja225m)
_cod_original_cell_volume        2484.7(8)
_cod_database_code               4516391
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C31B, C31C, C31D}
3. Uiso/Uaniso restraints and constraints
Uanis(F1B) \\sim Ueq, Uanis(F2B) \\sim Ueq, Uanis(F3B) \\sim Ueq: with sigma of 0.003 and sigma for terminal atoms of 0.006
Uanis(C31B) = Uanis(C31C) = Uanis(C31D)
4. Same fragment restrains
{C31A, F1A, F2A, F3A}
as
{C31B, F1B, F2B, F3B}
{C31A, F1A, F2A, F3A}
as
{C31C, F1C, F2C, F3C}
{C31A, F1A, F2A, F3A}
as
{C31D, F1D, F2D, F3D}
5. Others
 1*[Sof(C31B)+Sof(F1B)+Sof(F2B)+Sof(F3B)]+1*[Sof(C31C)+Sof(F1C)+Sof(F2C)+
 Sof(F3C)]+1*[Sof(C31D)+Sof(F1D)+Sof(F2D)+Sof(F3D)]=1 with esd of 0.0001
 Sof(C31B)=Sof(F1B)=Sof(F2B)=Sof(F3B)
 Sof(C31C)=Sof(F1C)=Sof(F2C)=Sof(F3C)
 Sof(C31D)=Sof(F1D)=Sof(F2D)=Sof(F3D)
6.a Ternary CH refined with riding coordinates:
 C2A(H2A), C5A(H5A), C2B(H2B), C5B(H5B)
6.b Aromatic/amide H refined with riding coordinates:
 C9A(H9A), C10A(H10A), C11A(H11A), C12A(H12A), C14A(H14A), C15A(H15A),
 C16A(H16A), C17A(H17A), C18A(H18A), C20A(H20A), C21A(H21A), C22A(H22A),
 C23A(H23A), C24A(H24A), C26A(H26A), C28A(H28A), C29A(H29A), C9B(H9B),
 C10B(H10B), C11B(H11B), C12B(H12B), C14B(H14B), C15B(H15B), C16B(H16B),
 C17B(H17B), C18B(H18B), C20B(H20B), C21B(H21B), C22B(H22B), C23B(H23B),
 C24B(H24B), C26B(H26B), C28B(H28B), C29B(H29B)
6.c Idealised Me refined as rotating group:
 C32A(H32D,H32E,H32F), C32B(H32A,H32B,H32C)
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