Self-Organization Ability of Chiral N(α)-Substituted, N(β)-Boc Protected α-Hydrazinoacetamides in the Crystal and Solution States.
Moussodia, Ralph-Olivier; Romero, Eugénie; Wenger, Emmanuel; Jamart-Grégoire, Brigitte; Acherar, Samir; The Journal of organic chemistry 82 (2017) 9937–9945; doi:10.1021/acs.joc.7b01004

data_4032873
_publ_section_title
;
 Self-Organization Ability of Chiral N(\a)-Substituted, N(\b)-Boc
 Protected \a-Hydrazinoacetamides in the Crystal and Solution States.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9937
_journal_page_last               9945
_journal_paper_doi               10.1021/acs.joc.7b01004
_journal_volume                  82
_journal_year                    2017
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C12 H25 N3 O3'
_chemical_formula_sum            'C12 H25 N3 O3'
_chemical_formula_weight         259.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_date             2016-06-09
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-06-13 deposited with the CCDC.
2016-12-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.141(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5287(4)
_cell_length_b                   9.9246(4)
_cell_length_c                   14.8794(6)
_cell_measurement_reflns_used    25270
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.49
_cell_volume                     1507.68(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker PHOTON100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.9632
_diffrn_measured_fraction_theta_max 0.9630
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'D8 Venture Photon100'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25270
_diffrn_reflns_theta_full        24.9983
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.49
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1425
_exptl_crystal_description       plate
_exptl_crystal_F_000             568.2687
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.1934
_refine_diff_density_min         -0.1681
_refine_diff_density_rms         0.0385
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.5(5)
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             8.1770
_refine_ls_goodness_of_fit_ref   1.0526
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5125
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0526
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.2737P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0869
_reflns_Friedel_coverage         0.922
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                4697
_reflns_number_total             5125
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo7b01004_si_002.cif
_cod_data_source_block           238
_cod_depositor_comments
;
Adding full bibliography for 4032872--4032874.cif.

2020-08-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_original_formula_moiety     '2(C12 H25 N3 O3)'
_cod_original_formula_sum        'C24 H50 N6 O6'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     518.70
_cod_database_code               4032873
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(Hn), C10(Hu), C7B(H7B), C10B(H10B)
2.b Secondary CH2 refined with riding coordinates:
 C6(Hl,Hm), C6B(H6Ba,H6Bb)
2.c X=CH2 refined with riding coordinates:
 N3(Ha,Hb), N3B(H3Ba,H3Bb)
2.d Idealised Me refined as rotating group:
 C1(Hc,Hd,He), C2(Hf,Hg,Hh), C3(Hi,Hj,Hk), C8(Ho,Hp,Hq), C9(Hr,Hs,Ht), C11(Hv,
 Hw,Hx), C1B(H1Ba,H1Bb,H1Bc), C2B(H2Ba,H2Bb,H2Bc), C3B(H3Bc,H3Bd,H3Be),
 C8B(H8Ba,H8Bb,H8Bc), C9B(H9Ba,H9Bb,H9Bc), C11B(H11a,H11b,H11c)
;
_olex2_date_sample_data_collection 2013-09-30
_olex2_date_sample_submission    2013-09-01
_olex2_submission_special_instructions 'No special instructions were received'