#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:29:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180508 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/77/7217730.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_7217730
loop_
_publ_author_name
'Brauchli, Sven Y.'
'Bozic-Weber, Biljana'
'Constable, Edwin C.'
'Hostettler, Nik'
'Housecroft, Catherine E.'
'Zampese, Jennifer A.'
_publ_section_title
;
 Factors controlling the photoresponse of copper(i) diimine dyes
 containing hole-transporting dendrons in dye-sensitized solar cells:
 substituent and solvent effects
;
_journal_issue                   66
_journal_name_full               'RSC Advances'
_journal_page_first              34801
_journal_paper_doi               10.1039/C4RA03700F
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C58 H58 N4 O4'
_chemical_formula_sum            'C58 H58 N4 O4'
_chemical_formula_weight         875.08
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                64.9850(10)
_cell_angle_beta                 80.227(2)
_cell_angle_gamma                89.948(2)
_cell_formula_units_Z            1
_cell_length_a                   9.9980(4)
_cell_length_b                   11.2625(4)
_cell_length_c                   11.6848(5)
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      68.00
_cell_measurement_theta_min      4.25
_cell_volume                     1171.31(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23653
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         68.310
_diffrn_reflns_theta_min         4.250
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_description       plate
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4153
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; 
 w=1/[σ²(Fo²)+(0.0485P)²+0.3645P] 
 where P=(Fo²+2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.0942
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3800
_reflns_number_total             4153
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ra03700f2.cif
_cod_data_source_block           sb275
_cod_database_code               7217730
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.925
_shelx_estimated_absorpt_t_max   0.988
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.59712(9) 0.97073(10) 1.12525(9) 0.0231(2) Uani 1 1 d . .
N2 N 1.15555(10) 0.69751(11) 0.67355(9) 0.0286(2) Uani 1 1 d . .
C1 C 0.61189(14) 0.73573(14) 1.45078(12) 0.0351(3) Uani 1 1 d . .
H1A H 0.6939 0.6916 1.4753 0.053 Uiso 1 1 calc R U
H1B H 0.5825 0.7127 1.3864 0.053 Uiso 1 1 calc R U
H1C H 0.5392 0.7075 1.5268 0.053 Uiso 1 1 calc R U
C2 C 0.64301(12) 0.88407(12) 1.39456(11) 0.0267(3) Uani 1 1 d . .
H2A H 0.5581 0.9272 1.3705 0.032 Uiso 1 1 calc R U
C3 C 0.68620(14) 0.92344(15) 1.49377(12) 0.0370(3) Uani 1 1 d . .
H3A H 0.6123 0.8969 1.5687 0.055 Uiso 1 1 calc R U
H3B H 0.7062 1.0189 1.4557 0.055 Uiso 1 1 calc R U
H3C H 0.7677 0.8798 1.5206 0.055 Uiso 1 1 calc R U
C4 C 0.75347(11) 0.93223(12) 1.27340(11) 0.0244(3) Uani 1 1 d . .
H4A H 0.7803 1.0261 1.2470 0.029 Uiso 1 1 calc R U
H4B H 0.8345 0.8827 1.2948 0.029 Uiso 1 1 calc R U
C5 C 0.71258(11) 0.91820(11) 1.16087(11) 0.0225(2) Uani 1 1 d . .
C6 C 0.79645(11) 0.86244(11) 1.09218(11) 0.0230(2) Uani 1 1 d . .
H6A H 0.8761 0.8243 1.1213 0.028 Uiso 1 1 calc R U
C7 C 0.76388(11) 0.86235(11) 0.98069(11) 0.0224(2) Uani 1 1 d . .
C8 C 0.64322(11) 0.91576(11) 0.94501(11) 0.0227(2) Uani 1 1 d . .
H8A H 0.6157 0.9161 0.8710 0.027 Uiso 1 1 calc R U
C9 C 0.56360(11) 0.96865(11) 1.01933(10) 0.0216(2) Uani 1 1 d . .
C10 C 0.85914(11) 0.81480(11) 0.90048(11) 0.0221(2) Uani 1 1 d . .
C11 C 0.93709(11) 0.70990(12) 0.95675(11) 0.0233(2) Uani 1 1 d . .
H11A H 0.9241 0.6649 1.0478 0.028 Uiso 1 1 calc R U
C12 C 1.03283(11) 0.67015(11) 0.88251(11) 0.0234(2) Uani 1 1 d . .
H12A H 1.0840 0.5980 0.9232 0.028 Uiso 1 1 calc R U
C13 C 1.05518(11) 0.73493(12) 0.74836(11) 0.0231(2) Uani 1 1 d . .
C14 C 0.97592(12) 0.83890(12) 0.69111(11) 0.0244(3) Uani 1 1 d . .
H14A H 0.9883 0.8833 0.6001 0.029 Uiso 1 1 calc R U
C15 C 0.87970(11) 0.87751(11) 0.76598(11) 0.0235(2) Uani 1 1 d . .
H15A H 0.8266 0.9479 0.7254 0.028 Uiso 1 1 calc R U
C16 C 1.27234(11) 0.63833(12) 0.72319(11) 0.0244(3) Uani 1 1 d . .
C17 C 1.35564(12) 0.70138(12) 0.76767(11) 0.0261(3) Uani 1 1 d . .
H17A H 1.3328 0.7832 0.7679 0.031 Uiso 1 1 calc R U
C18 C 1.47186(12) 0.64655(12) 0.81183(11) 0.0261(3) Uani 1 1 d . .
H18A H 1.5274 0.6901 0.8431 0.031 Uiso 1 1 calc R U
C19 C 1.50641(12) 0.52808(12) 0.81004(11) 0.0260(3) Uani 1 1 d . .
C20 C 1.42161(12) 0.46265(12) 0.76871(12) 0.0286(3) Uani 1 1 d . .
H20A H 1.4436 0.3801 0.7699 0.034 Uiso 1 1 calc R U
C21 C 1.30552(12) 0.51712(12) 0.72597(11) 0.0276(3) Uani 1 1 d . .
H21A H 1.2480 0.4716 0.6983 0.033 Uiso 1 1 calc R U
C22 C 1.13865(12) 0.70623(12) 0.55154(11) 0.0249(3) Uani 1 1 d . .
C23 C 1.24536(12) 0.75742(13) 0.44754(12) 0.0278(3) Uani 1 1 d . .
H23A H 1.3275 0.7916 0.4570 0.033 Uiso 1 1 calc R U
C24 C 1.23470(12) 0.75985(12) 0.32955(11) 0.0279(3) Uani 1 1 d . .
H24A H 1.3096 0.7936 0.2596 0.034 Uiso 1 1 calc R U
C25 C 1.11359(12) 0.71252(11) 0.31463(11) 0.0249(3) Uani 1 1 d . .
C26 C 1.00527(12) 0.66387(12) 0.41793(12) 0.0276(3) Uani 1 1 d . .
H26A H 0.9217 0.6332 0.4076 0.033 Uiso 1 1 calc R U
C27 C 1.01766(12) 0.65961(12) 0.53553(12) 0.0282(3) Uani 1 1 d . .
H27A H 0.9432 0.6247 0.6058 0.034 Uiso 1 1 calc R U
O1 O 1.62039(9) 0.46760(9) 0.84663(9) 0.0347(2) Uani 1 1 d . .
O2 O 1.09241(9) 0.70851(9) 0.20349(8) 0.0300(2) Uani 1 1 d . .
C28 C 1.71992(13) 0.53983(14) 0.87083(13) 0.0342(3) Uani 1 1 d . .
H28A H 1.7433 0.6258 0.7972 0.051 Uiso 1 1 calc R U
H28B H 1.8017 0.4914 0.8839 0.051 Uiso 1 1 calc R U
H28C H 1.6833 0.5520 0.9481 0.051 Uiso 1 1 calc R U
C29 C 1.19237(13) 0.78104(13) 0.09120(12) 0.0313(3) Uani 1 1 d . .
H29A H 1.2032 0.8723 0.0792 0.047 Uiso 1 1 calc R U
H29B H 1.1630 0.7792 0.0161 0.047 Uiso 1 1 calc R U
H29C H 1.2795 0.7415 0.1012 0.047 Uiso 1 1 calc R U
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_3
C5 N1 C9 117.97(9) .
C13 N2 C22 121.22(9) .
C13 N2 C16 120.38(9) .
C22 N2 C16 118.16(9) .
C2 C1 H1A 109.5 .
C2 C1 H1B 109.5 .
H1A C1 H1B 109.5 .
C2 C1 H1C 109.5 .
H1A C1 H1C 109.5 .
H1B C1 H1C 109.5 .
C1 C2 C3 110.71(10) .
C1 C2 C4 110.94(10) .
C3 C2 C4 110.27(10) .
C1 C2 H2A 108.3 .
C3 C2 H2A 108.3 .
C4 C2 H2A 108.3 .
C2 C3 H3A 109.5 .
C2 C3 H3B 109.5 .
H3A C3 H3B 109.5 .
C2 C3 H3C 109.5 .
H3A C3 H3C 109.5 .
H3B C3 H3C 109.5 .
C5 C4 C2 114.81(10) .
C5 C4 H4A 108.6 .
C2 C4 H4A 108.6 .
C5 C4 H4B 108.6 .
C2 C4 H4B 108.6 .
H4A C4 H4B 107.5 .
N1 C5 C6 122.15(10) .
N1 C5 C4 116.65(9) .
C6 C5 C4 121.02(10) .
C5 C6 C7 120.23(10) .
C5 C6 H6A 119.9 .
C7 C6 H6A 119.9 .
C6 C7 C8 117.31(10) .
C6 C7 C10 120.47(10) .
C8 C7 C10 122.11(10) .
C9 C8 C7 119.21(10) .
C9 C8 H8A 120.4 .
C7 C8 H8A 120.4 .
N1 C9 C8 123.10(10) .
N1 C9 C9 116.41(12) 2_677
C8 C9 C9 120.45(12) 2_677
C11 C10 C15 117.74(10) .
C11 C10 C7 120.79(10) .
C15 C10 C7 121.38(10) .
C12 C11 C10 121.30(10) .
C12 C11 H11A 119.3 .
C10 C11 H11A 119.3 .
C11 C12 C13 120.76(10) .
C11 C12 H12A 119.6 .
C13 C12 H12A 119.6 .
C12 C13 N2 120.62(10) .
C12 C13 C14 118.30(10) .
N2 C13 C14 121.07(10) .
C15 C14 C13 120.60(10) .
C15 C14 H14A 119.7 .
C13 C14 H14A 119.7 .
C14 C15 C10 121.27(10) .
C14 C15 H15A 119.4 .
C10 C15 H15A 119.4 .
C17 C16 C21 118.85(10) .
C17 C16 N2 120.69(11) .
C21 C16 N2 120.44(11) .
C16 C17 C18 120.96(11) .
C16 C17 H17A 119.5 .
C18 C17 H17A 119.5 .
C19 C18 C17 119.67(11) .
C19 C18 H18A 120.2 .
C17 C18 H18A 120.2 .
O1 C19 C18 124.73(11) .
O1 C19 C20 115.58(11) .
C18 C19 C20 119.68(11) .
C21 C20 C19 120.33(11) .
C21 C20 H20A 119.8 .
C19 C20 H20A 119.8 .
C20 C21 C16 120.43(11) .
C20 C21 H21A 119.8 .
C16 C21 H21A 119.8 .
C23 C22 C27 118.79(11) .
C23 C22 N2 120.02(11) .
C27 C22 N2 121.15(11) .
C22 C23 C24 121.31(11) .
C22 C23 H23A 119.3 .
C24 C23 H23A 119.3 .
C23 C24 C25 119.47(11) .
C23 C24 H24A 120.3 .
C25 C24 H24A 120.3 .
O2 C25 C26 116.21(11) .
O2 C25 C24 124.42(11) .
C26 C25 C24 119.36(11) .
C27 C26 C25 120.75(11) .
C27 C26 H26A 119.6 .
C25 C26 H26A 119.6 .
C26 C27 C22 120.29(11) .
C26 C27 H27A 119.9 .
C22 C27 H27A 119.9 .
C19 O1 C28 117.40(10) .
C25 O2 C29 116.05(9) .
O1 C28 H28A 109.5 .
O1 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
O1 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
O2 C29 H29A 109.5 .
O2 C29 H29B 109.5 .
H29A C29 H29B 109.5 .
O2 C29 H29C 109.5 .
H29A C29 H29C 109.5 .
H29B C29 H29C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C5 1.3451(14) .
N1 C9 1.3453(14) .
N2 C13 1.4006(14) .
N2 C22 1.4262(14) .
N2 C16 1.4302(14) .
C1 C2 1.5241(19) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.5272(17) .
C2 C4 1.5293(16) .
C2 H2A 1.0000 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 C5 1.5098(15) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.3923(16) .
C6 C7 1.3957(16) .
C6 H6A 0.9500 .
C7 C8 1.3958(15) .
C7 C10 1.4808(15) .
C8 C9 1.3945(16) .
C8 H8A 0.9500 .
C9 C9 1.498(2) 2_677
C10 C11 1.3967(16) .
C10 C15 1.4010(16) .
C11 C12 1.3838(16) .
C11 H11A 0.9500 .
C12 C13 1.3978(16) .
C12 H12A 0.9500 .
C13 C14 1.4008(16) .
C14 C15 1.3839(16) .
C14 H14A 0.9500 .
C15 H15A 0.9500 .
C16 C17 1.3885(17) .
C16 C21 1.3929(17) .
C17 C18 1.3895(16) .
C17 H17A 0.9500 .
C18 C19 1.3859(17) .
C18 H18A 0.9500 .
C19 O1 1.3649(14) .
C19 C20 1.3915(18) .
C20 C21 1.3818(17) .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C22 C23 1.3841(17) .
C22 C27 1.3911(18) .
C23 C24 1.3895(17) .
C23 H23A 0.9500 .
C24 C25 1.3900(18) .
C24 H24A 0.9500 .
C25 O2 1.3697(14) .
C25 C26 1.3886(17) .
C26 C27 1.3812(17) .
C26 H26A 0.9500 .
C27 H27A 0.9500 .
O1 C28 1.4225(16) .
O2 C29 1.4274(15) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
