Isolation of a Heavier Cyclobutadiene Analogue: 2,4-Digerma-1,3-diphosphacyclobutadiene
Wu, Yile; Liu, Liu; Su, Jue; Zhu, Jun; Ji, Zhe; Zhao, Yufen; Organometallics 35 (2016) 1593–; doi:10.1021/acs.organomet.6b00187

data_4088571
_publ_section_title
;
 Isolation of a Heavier Cyclobutadiene Analogue:
 2,4-Digerma-1,3-diphosphacyclobutadiene
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              1593
_journal_paper_doi               10.1021/acs.organomet.6b00187
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C30 H40 Ge N2 O P'
_chemical_formula_sum            'C30 H40 Ge N2 O P'
_chemical_formula_weight         548.21
_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             2016-05-01
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                96.071(7)
_cell_angle_beta                 96.990(6)
_cell_angle_gamma                111.786(9)
_cell_formula_units_Z            2
_cell_length_a                   8.9086(7)
_cell_length_b                   11.8758(14)
_cell_length_c                   14.6478(9)
_cell_measurement_reflns_used    6633
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.3420
_cell_measurement_theta_min      3.7360
_cell_volume                     1409.0(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  MULTI-SCAN
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10210
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         3.44
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.169
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_refine_diff_density_max         0.861
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4966
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+1.0270P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.0949
_reflns_number_gt                4525
_reflns_number_total             4966
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00187_si_003.cif
_cod_data_source_block           3
_cod_database_code               4088571
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C30A-C22 \\sim C22-C30B
 with sigma of 0.02
 C29A-C22 \\sim C22-C29B
 with sigma of 0.02
 C23A-C20 \\sim C20-C23B
 with sigma of 0.02
 C24B-C20 \\sim C20-C24A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C24B) \\sim Ueq, Uanis(C24A) \\sim Ueq, Uanis(C30B) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(C29B) \\sim Ueq,
Uanis(C23A) \\sim Ueq, Uanis(C23B) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.005
Uanis(C30B) = Uanis(C30A)
Uanis(C29A) = Uanis(C29B)
Uanis(C23A) = Uanis(C23B)
Uanis(C24B) = Uanis(C24A)
4. Others
 Sof(C29B)=Sof(H29A)=Sof(H29B)=Sof(H29C)=Sof(C30B)=Sof(H30A)=Sof(H30B)=
 Sof(H30C)=1-FVAR(1)
 Sof(H22)=Sof(C30A)=Sof(H30D)=Sof(H30E)=Sof(H30F)=Sof(C29A)=Sof(H29D)=
 Sof(H29E)=Sof(H29F)=FVAR(1)
 Sof(H20)=Sof(C23B)=Sof(H23A)=Sof(H23B)=Sof(H23C)=Sof(C24B)=Sof(H24A)=
 Sof(H24B)=Sof(H24C)=1-FVAR(2)
 Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C23A)=Sof(H23D)=Sof(H23E)=
 Sof(H23F)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C20(H20), C22(H22), C21(H21), C19(H19)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C11(H11), C9(H9), C15(H15), C17(H17), C10(H10), C16(H16)
5.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C2(H2A,H2B,H2C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C),
 C28(H28A,H28B,H28C), C27(H27A,H27B,H27C), C23B(H23A,H23B,H23C), C29B(H29A,H29B,
 H29C), C24B(H24A,H24B,H24C), C30B(H30A,H30B,H30C), C30A(H30D,H30E,H30F),
 C29A(H29D,H29E,H29F), C24A(H24D,H24E,H24F), C23A(H23D,H23E,H23F)
;
_olex2_submission_special_instructions 'No special instructions were received'